Patent Publication Number: US-2022238811-A1

Title: Organic electric element comprising compound for organic electric element and an electronic device thereof

Description:
PRIORITY 
     This application claims benefit under 35 U.S.C. 119(e), 120, 121, or 365(c), and is a National Stage entry from International Application No. PCT/KR2020/005208, filed on Apr. 20, 2020, which claims priority to the benefit of Korean Patent Application No. 10-2019-0052128 filed in the Korean Intellectual Property Office on May 3, 2019, the entire contents of which are incorporated herein by reference. 
    
    
     BACKGROUND 
     1. Technical Field 
     The present invention relates to organic electric element comprising compound for organic electric element and an electronic device thereof. 
     2. Background Art 
     In general, an organic light emitting phenomenon refers to a phenomenon in which electric energy is converted into light energy of an organic material. An organic electric element utilizing the organic light emitting phenomenon usually has a structure including an anode, a cathode, and an organic material layer interposed therebetween. In many cases, the organic material layer has a multi-layered structure having respectively different materials in order to improve efficiency and stability of an organic electric element, and for example, may include a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, or the like. 
     Materials used as an organic material layer in an organic electric element may be classified into a light emitting material and a charge transport material, for example, a hole injection material, a hole transport material, an electron transport material, an electron injection material, and the like according to its function. Further, the light emitting material may be divided into a high molecular weight type and a low molecular weight type according to its molecular weight, and may also be divided into a fluorescent material derived from excited singlet states of electron and a phosphorescent material derived from excited triplet states of electron according to its light emitting mechanism. Further, the light emitting material may be divided into blue, green, and red light emitting material and yellow and orange light emitting material required for better natural color reproduction according to its light emitting color. 
     Meanwhile, when only one material is used as a light emitting material, there occur problems of shift of a maximum luminescence wavelength to a longer wavelength due to intermolecular interactions and lowering of the efficiency of a corresponding element due to a deterioration in color purity or a reduction in luminous efficiency. On account of this, a host/dopant system may be used as the light emitting material in order to enhance the color purity and increase the luminous efficiency through energy transfer. This is based on the principle that if a small amount of dopant having a smaller energy band gap than a host forming a light emitting layer is mixed in the light emitting layer, then excitons generated in the light emitting layer are transported to the dopant, thus emitting light with high efficiency. With regard to this, since the wavelength of the host is shifted to the wavelength band of the dopant, light having a desired wavelength can be obtained according the type of the dopant. 
     Currently, the power consumption is required more than more as size of display becomes larger and larger in the portable display market. Therefore, the power consumption is a very important factor in the portable display with a limited power source of the battery, and efficiency and life span issue must also be solved. 
     Efficiency, life span, driving voltage, and the like are correlated with each other. For example, if efficiency is increased, then driving voltage is relatively lowered, and the crystallization of an organic material due to Joule heating generated during operation is reduced as driving voltage is lowered, as a result of which life span shows a tendency to increase. 
     However, efficiency cannot be maximized only by simply improving the organic material layer. This is because long life span and high efficiency can be simultaneously achieved when energy levels and T 1  values among the respective layers included in the organic material layer, inherent material properties (mobility, interfacial properties, etc.) and the like are optimal combination. 
     In addition, an emission-auxiliary layer must be present between the hole transport layer and the light emitting layer in order to solve the problem of luminescence in the hole transport layer of recent organic electroluminescent devices, and material of different emission-auxiliary layers have been developed for each of the light emitting layers(R, G, B). 
     In general, an electron is transferred from an electron transport layer to a light emitting layer and a hole is transferred from a hole transport layer to the light emitting layer, as a result, an exciton is formed by the recombination of the electron and hole. However, the material used for the hole transport layer has a low HOMO value and therefore has a low T 1  value. As a result, the exciton generated in the light emitting layer is transferred to the hole transport layer, resulting in a charge unbalance in the light emitting layer and light is emitted at the interface of the hole transport layer. 
     When light is emitted at the interface of the hole transport layer, the color purity and efficiency of the organic electric element are lowered and a problem occurs in that the life time is shortened. Therefore, it is necessary to develop the emission-auxiliary layer material having a high T1 value and a HOMO level between the hole transport layer and the light emitting layer. 
     Therefore, it is necessary to use the materials constituting the organic layer, particularly, the materials of a hole transport layer, an emission-auxiliary layer and a light emitting layer, in an appropriate combination in order to sufficiently exhibit the excellent characteristics of an organic electric element. 
     SUMMARY 
     The object of the present invention is to provide an organic electric element comprising a compound capable of lowering the driving voltage of the element and improving the luminous efficiency, color purity, stability and life time, and an electronic device thereof. 
     In an aspect of the present invention, the present invention provides an organic electric element comprising a compound represented by the following formula. 
     
       
         
         
             
             
         
       
     
     In another aspect of the present invention, the present invention provides an organic electric element employing the compound represented by formula above and an electronic device thereof. 
     By employing the compound represented by Formula 1 of the present invention to the organic material layer of the organic electric element, the driving voltage can be lowered, and the luminous efficiency and lifetime of the element can be improved. 
    
    
     
       BRIEF DESCRIPTION OF THE DRAWINGS 
       The  FIGS. 1 to 3  illustrate an example of an organic electroluminescent element according to an embodiment of the present invention. 
         FIG. 4  shows Formula comprised in an organic material layer of the present invention. 
     
    
    
     DETAILED DESCRIPTION 
     Unless otherwise stated, the term “aryl group” or “arylene group” as used herein has, but not limited to, 6 to 60 carbon atoms. The aryl group or arylene group in the present invention may comprise a monocyclic ring, ring assemblies, a fused polycyclic system, spiro compounds and the like. In addition, unless otherwise stated, a fluorenyl group may be comprised in an aryl group and a fluorenylene group may be comprised in an arylene group. 
     The term “fluorenyl group” used in the present invention refers to a substituted or unsubstituted fluorenyl group, and “fluorenylene group” refers to a substituted or unsubstituted fluorenyl group, and the fluorenyl group or fluorenylene group used in the present invention comprises case in which R and R′ are bonded to each other in the following structure to form a spiro compound together with the carbon to which they are bonded. 
     “Substituted fluorenyl group” or “substituted fluorenylene group” means that at least any one of R, R′ and R″ is a substituent other than hydrogen, and in this specification, a fluorenyl group, a fluoreneylene group, and a fluorenetriyl group may be referred to as a fluorene group regardless of the valence. 
     
       
         
         
             
             
         
       
     
     The term “spiro compound” as used herein has a spiro union which means union having one atom as the only common member of two rings. The common atom is designated as ‘spiro atom’. The compounds are defined as ‘monospiro-’, ‘dispiro-’ or‘trispiro-’ depending on the number of spiro atoms in one compound. 
     The term “heterocyclic group” used in the specification comprises a non-aromatic ring as well as an aromatic ring like “heteroaryl group” or “heteroarylene group”. Unless otherwise stated, the term “heterocyclic group” means, but not limited to, a ring containing one or more heteroatoms and having 2 to 60 carbon atoms. Unless otherwise stated, the term “heteroatom” as used herein represents N, O, S, P or Si and the heterocyclic group means a monocyclic, ring assemblies, fused polycyclic system or spiro compound containing a heteroatom. In addition, heterocyclic group comprises the compound comprising the heteroatom group such as SO 2 , P═O etc. instead of carbon forming a ring such as the following compound. 
     
       
         
         
             
             
         
       
     
     The term “aliphatic ring group” as used herein refers to a cyclic hydrocarbon except for aromatic hydrocarbons, and comprises a monocyclic ring, ring assemblies, a fused polycyclic system, spiro compounds, and the like, and unless otherwise specified, it means a ring of 3 to 60 carbon atoms, but not limited thereto. For example, a fused ring formed by benzene being an aromatic ring with cyclohexane being a non-aromatic ring corresponds to aliphatic ring group. 
     In this specification, a‘group name’ corresponding to an aryl group, an arylene group, a heterocyclic group, and the like exemplified for each symbol and its substituent may be written in the name of functional group reflecting the valence, and may also be described as the name of a parent compound. For example, in the case of phenanthrene which is a kind of aryl group, it may be described by distinguishing valence such as ‘phenanthryl (group)’ when it is ‘monovalent group’, and as ‘phenanthrylene (group)’ when it is ‘divalent group’, and it may also be described as a parent compound name, ‘phenanthrene’, regardless of its valence. Similarly, in the case of pyrimidine, it may be described as ‘pyrimidine’ regardless of its valence, and it may also be described as the name of corresponding functional group such as pyrimidinyl (group) when it is ‘monovalent group’, and as ‘pyrimidylene (group)’ when it is ‘divalent group’. 
     In addition, in the present specification, the numbers and alphabets indicating a position may be omitted when describing a compound name or a substituent name, For example, pyrido[4,3-d]pyrimidine, benzofuro[2,3-d]pyrimidine and 9,9-dimethyl-9H-fluorene can be described as pyridopyrimidine, benzofuropyrimidine and dimethylfluorene, respectively. Therefore, both benzo[g]quinoxaline and benzo[f]quinoxaline can be described as benzoquinoxaline. 
     In addition, unless otherwise expressed, where any formula of the present invention is represented by the following formula, the substituent according to the index may be defined as follows. 
     
       
         
         
             
             
         
       
     
     In the above formula, where a is an integer of zero, the substituent R 1  is absent, that is, hydrogen atoms are bonded to all the carbon constituting the benzene ring. Here, chemical formulas or compounds may be written without explicitly describing the hydrogen. In addition, one substituent R 1  is bonded to any carbon of the carbons forming the benzene ring when “a” is an integer of 1. Similarly, where “a” is an integer of 2 or 3, substituents R 1 s may be bonded to the carbon of the benzene ring, for example, as followings. Also, where “a” is an integer of 4 to 6, substituents R 1 s are bonded to the carbon of the benzene ring in a similar manner. Further, where “a” is an integer of 2 or more, R 1 s may be the same or different from each other. 
     
       
         
         
             
             
         
       
     
     In addition, unless otherwise specified in the present specification, the ring formed by bonding between adjacent groups may be selected from the group consisting of a C 6 -C 60  aromatic ring group, a fluorenyl group, a C 2 -C 60  heterocyclic group containing at least one heteroatom selected from the group consisting of O, N, S, Si, and P, and a C 3 -C 60  aliphatic ring. 
     Hereinafter, referring to  FIGS. 1 to 3 , a lamination structure of an organic electric element including the compound of the present invention will be described. 
     In the reference numbers assigned to the components of each drawing, it should be noted that the same elements will be designated by the same reference numerals although they are shown in different drawings. In addition, in the following description of the present invention, a detailed description of known functions and configurations incorporated herein will be omitted when it may make the subject matter of the present invention rather unclear. 
     In addition, terms, such as first, second, A, B, (a), (b) or the like may be used herein when describing components of the present invention. Each of these terminologies is not used for defining an essence, order or sequence of a corresponding component but used merely to distinguish the corresponding component from other component(s). It will be understood that the expression “one component is “connected,” “coupled” or “joined” to another component comprises the case where a third component may be “connected,” “coupled,” and “joined” between the first and second components as well as the case where the first component may be directly connected, coupled or joined to the second component. 
     In addition, it will be understood that when an element such as a layer, film, region or substrate is referred to as being “on” or “over” another element, it can be directly on the other element or intervening elements may also be present. In contrast, when an element is referred to as being “directly on” another element, there are no intervening elements present. 
     The  FIGS. 1 to 3  are structures for showing an example of an organic electric element according to an embodiment of the present invention, respectively. 
     Referring to the  FIG. 1 , an organic electric element  100  according to an embodiment of the present invention includes a first electrode  110  formed on a substrate (not shown), a second electrode  170 , and an organic material layer formed between the first electrode  110  and the second electrode  170 . 
     The first electrode  110  may be an anode (positive electrode), and the second electrode  170  may be a cathode (negative electrode). In the case of an inverted organic electric element, the first electrode may be a cathode, and the second electrode may be an anode. 
     The organic material layer may be comprised a hole injection layer  120 , a hole transport layer  130 , a light emitting layer  140 , an electron transport layer  150 , and an electron injection layer  160 . Specifically, a hole injection layer  120 , a hole transport layer  130 , a light emitting layer  140 , an electron transport layer  150 , and an electron injection layer  160  are formed on the first electrode  110  in sequence. 
     Preferably, a layer for improving the luminous efficiency  180  may be formed one side of sides of the first electrode  110  and the second electrode  170 , wherein one side is not facing the organic material layer, as a result the luminous efficiency of an organic electric element can be improved. 
     For example, the light efficiency improving layer  180  may be formed on the second electrode  170 , as a result, in the case of a top emission organic light emitting diode, the optical energy loss due to Surface Plasmon Polaritons (SPPs) at the second electrode  170  may be reduced and in the case of a bottom emission organic light emitting diode, the light efficiency improving layer  180  may serve as a buffer for the second electrode  170 . 
     A buffer layer  210  or an emission-auxiliary layer  220  may be further formed between the hole transport layer  130  and the light emitting layer  140 . This will be described with reference to  FIG. 2 . 
     Referring to  FIG. 2 , the organic electric element  200  according to another embodiment of the present invention may comprise a hole injection layer  120 , a hole transport layer  130 , a buffer layer  210 , an emission-auxiliary layer  220 , a light emitting layer  140 , the electron transport layer  150 , the electron injection layer  160 , and a second electrode  170  formed on a first electrode  110  in sequence, and a light efficiency improving layer  180  may be formed on the second electrode  170 . 
     Although not shown in  FIG. 2 , an electron transport auxiliary layer may be further formed between the light emitting layer  140  and the electron transport layer  150 . 
     In addition, according to another embodiment of the present invention, the organic material layer may be a form consisting of a plurality of stacks, wherein the stacks comprise a hole transport layer, a light emitting layer, and an electron transport layer, respectively. This will be described with reference to  FIG. 3 . 
     Referring to  FIG. 3 , two or more sets of stacks of the organic material layers ST1 and ST2 may be formed between the first electrode  110  and the second electrode  170  in the organic electric element  300  according to another embodiment of the present invention, wherein the organic material layers are consisted of multiple layers, respectively, and the charge generation layer CGL may be formed between the stacks of the organic material layer. 
     Specifically, the organic electric element according to the embodiment of the present invention may comprise the first electrode  110 , the first stack ST1, the charge generation layer CGL, the second stack ST2, and the second electrode  170  and the light efficiency improving layer  180 . 
     The first stack ST1 is an organic layer formed on the first electrode  110 , and the first stack ST1 may comprise the first hole injection layer  320 , the first hole transport layer  330 , the first light emitting layer  340  and the first electron transport layer  350  and the second stack ST2 may comprise a second hole injection layer  420 , a second hole transport layer  430 , a second light emitting layer  440  and a second electron transport layer  450 . As such, the first stack and the second stack may be the organic layers having the same or different stacked structures. 
     The charge generation layer CGL may be formed between the first stack ST1 and the second stack ST2. The charge generation layer CGL may comprise a first charge generation layer  360  and a second charge generation layer  361 . The charge generating layer CGL is formed between the first light emitting layer  340  and the second light emitting layer  440  to increase the current efficiency generated in each light emitting layer and to smoothly distribute charges. 
     The first light emitting layer  340  may comprise a light emitting material comprising a blue host doped with a blue fluorescent dopant and the second light emitting layer  440  may comprise a light emitting material comprising a green host doped with a greenish yellow dopant and a red dopant together, but the material of the first light emitting layer  340  and the second light emitting layer  440  according to an embodiment of the present invention is not limited thereto. 
     In  FIG. 3 , n may be an integer of 1 to 5 and the charge generation layer CGL and the third stack may be further stacked on the second stack ST2 when n is 2. 
     When a plurality of light emitting layers are formed in a multi-layer stack structure as shown in  FIG. 3 , it is possible to manufacture an organic electroluminescent element that emits not only white light but also various colors, wherein the white light is emitted by the mixing effect of light emitted from each light emitting layer. 
     The mixture of the compound represented by Formula 1 can be used as material of a hole injection layer  120 ,  320 ,  420 , a hole transport layer  130 ,  330 ,  430 , a buffer layer  210 , an emission-auxiliary layer  220 , an electron transport layer  150 ,  350 ,  450 , an electron injection layer  160 , a light emitting layer  140 ,  340 ,  440 , or a layer for improving luminous efficiency  180 , preferably as material of three layers of a hole transport layer  130 ,  330 ,  430 , an emission-auxiliary layer  220  and a light emitting layer  140 ,  340 ,  440 . 
     Even if the core is the same core, the band gap, the electrical characteristics, the interface characteristics and the like may be different depending on which substituent is bonded at which position. Therefore, it is necessary to study the selection of the core and the combination of the core and the sub-substituent bonded to the core. In particular, long life span and high efficiency can be simultaneously achieved when the optimal combination of energy levels and T 1  values, inherent material properties (mobility, interfacial properties, etc.), and the like among the respective layers of an organic material layer is achieved. 
     Therefore, energy level and T 1  value between the respective layers of the organic material layer, inherent material properties (mobility, interfacial properties, etc.) and the like can be optimized by employing the compound represented by Formula 1 as material of three layers of a hole transport layer  130 ,  330 ,  430 , an emission-auxiliary layer  220  and a light emitting layer  140 ,  340 ,  440 . As a result, the lifetime and efficiency of the organic electric element can be improved simultaneously. 
     The organic electric element according to an embodiment of the present invention may be manufactured using various deposition methods. The organic electric element according to an embodiment of the present invention may be manufactured using a PVD (physical vapor deposition) method or CVD (chemical vapor deposition) method. For example, the organic electric element may be manufactured by depositing a metal, a conductive metal oxide, or a mixture thereof on the substrate to form the anode  110 , forming the organic material layer comprising the hole injection layer  120 , the hole transport layer  130 , the light emitting layer  140 , the electron transport layer  150 , and the electron injection layer  160  thereon, and then depositing a material, which can be used as the cathode  170 , thereon. Also, an emission-auxiliary layer  220  may be formed between a hole transport layer  130  and a light emitting layer  140 , and an electron transport auxiliary layer(not shown) may be further formed between a light emitting layer  140  and an electron transport layer  150  and, as described above, a stack structure may be formed. 
     In addition, the organic material layer may be manufactured in such a manner that the fewer layers are formed using various polymer materials by a soluble process or solvent process, for example, spin coating, nozzle printing, inkjet printing, slot coating, dip coating, roll-to-roll, doctor blading, screen printing, or thermal transfer, instead of deposition. Since the organic material layer according to the present invention may be formed in various ways, the scope of protection of the present invention is not limited by a method of forming the organic material layer. 
     The organic electric element according to an embodiment of the present invention may be of a top emission type, a bottom emission type, or a dual emission type depending on the material used. 
     In addition, the organic electric element according to an embodiment of the present invention may be selected from the group consisting of an organic light emitting diode, an organic solar cell, an organic photo conductor, an organic transistor, an element for monochromatic illumination and an element for quantum dot display. 
     Another embodiment of the present invention provides an electronic device including a display device which includes the above described organic electric element, and a control unit for controlling the display device. Here, the electronic device may be a wired/wireless communication terminal which is currently used or will be used in the future, and covers all kinds of electronic devices including a mobile communication terminal such as a cellular phone, a personal digital assistant (PDA), an electronic dictionary, a point-to-multipoint (PMP), a remote controller, a navigation unit, a game player, various kinds of TVs, and various kinds of computers. 
     Hereinafter, an organic electric element according to an aspect of the present invention will be described. 
     An organic electric element according to an aspect of the present invention comprises an anode, a cathode, and an organic material layer formed between the anode and the cathode, wherein the organic material layer comprises a light emitting layer, a hole transport layer formed between the light emitting layer and the anode, and an emission-auxiliary layer formed between the hole transport layer and the light emitting layer, and the hole transport layer, the emission-auxiliary layer and the light emitting layer comprise a compound of Formula 1, respectively. 
     
       
         
         
             
             
         
       
     
     In Formula 1, each of symbols may be defined as follows. 
     R 1  and R z  are each independently selected from the group consisting of hydrogen, deuterium, tritium, halogen, a cyano group, a nitro group, a C 6 -C 60  aryl group, a fluorenyl group, a C 2 -C 60  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P, a C 3 -C 60  aliphatic ring, a C 1 -C 30  alkyl group, a C 2 -C 30  alkenyl group, a C 2 -C 30  alkynyl group, a C 1 -C 30  alkoxyl group, a C 6 -C 30  aryloxy group and a C 6 -C 30  arylthio group, and adjacent groups may be optionally bonded to each other to form a ring. 
     a is an integer of 0 to 4, and a plurality of R 1 s are each the same as or different from each other when a is an integer of 2 or more, b is an integer of 0 to 3, and a plurality of R 2 s are each the same as or different from each other when b is an integer of 2 or more. 
     When R 1  and R 2  are each an aryl group, the aryl group may be preferably a C 6 -C 30  aryl group, more preferably a C 6 -C 18  aryl group, for example, phenyl, biphenyl, naphthyl, terphenyl, phenanthrene and the like. 
     When R 1  and R 2  are each an alkyl group, the alkyl group may be preferably a C 1 -C 20  alkyl group, more preferably a C 1 -C 10  alkyl group, for example, methyl, ethyl, propyl, t-butyl and the like. 
     When R 1  and R 2  are each a heterocyclic group, the heterocyclic group may be preferably a C 2 -C 30  heterocyclic group, more preferably a C 2 -C 20  heterocyclic group, for example, pyridine, quinoline, dibenzothiophene, dibenzofuran, and the like. 
     The ring formed by bonding between neighboring R 1 s and/or neighboring R 2 s may be selected from the group consisting of a C 6 -C 60  aromatic ring group, a fluorenyl group, a C 2 -C 60  heterocyclic group containing at least one heteroatom of O, N, S, Si and P, and a C 3 -C 60  aliphatic ring. 
     When an aromatic ring is formed by neighboring R 1 s and/or neighboring R 2 s, the aromatic ring may be preferably a C 6 -C 30  aromatic ring, more preferably, a C 6 -C 14  aromatic ring, for example, benzene, naphthalene, phenanthrene or the like. 
     R 3  and R 4  are each independently selected from the group consisting of hydrogen, deuterium, tritium, halogen, a cyano group, a nitro group, a C 6 -C 60  aryl group, a fluorenyl group, a C 2 -C 60  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P, a C 3 -C 60  aliphatic ring, a C 1 -C 30  alkyl group, a C 2 -C 30  alkenyl group, a C 2 -C 30  alkynyl group, a C 1 -C 30  alkoxyl group, a C 6 -C 30  aryloxy group and -L′-N(R a )(R b ), and R 3  and R 4  may be optionally bonded to each other to form a ring. 
     When R 3  and R 4  are each an alkyl group, the alkyl group may be preferably a C 1 -C 20  alkyl group, more preferably a C 1 -C 10  alkyl group, for example, methyl, ethyl, propyl, t-butyl and the like. 
     When R 3  and R 4  are each an alkenyl group, the alkenyl group may be preferably a C 2 -C 20  alkenyl group, more preferably a C 2 -C 10  alkenyl group, for example, ethene, propene and the like. 
     When R 3  and R 4  are each an aryl group, the aryl group may be preferably a C 6 -C 30  aryl group, more preferably a C 6 -C 18  aryl group, for example, phenyl, naphthyl, biphenyl, terphenyl and the like. 
     When R 3  and R 4  are each a heterocyclic group, the heterocyclic group may be preferably a C 2 -C 30  heterocyclic group, more preferably a C 2 -C 20  heterocyclic group, for example, pyridine, quinoline, dibenzothiophene, dibenzofuran, and the like. 
     When R 3  and R 4  are bonded to each other to form a ring, a spiro compound may be formed together with C to which they are bonded. 
     Ar 1  to Ar 4  are each independently selected from the group consisting of a C 6 -C 60  aryl group, a fluorenyl group, a C 2 -C 60  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P, and a C 3 -C 60  aliphatic ring. 
     When Ar 1  to Ar 4  are each an aryl group, the aryl group may be preferably a C 6 -C 30  aryl group, more preferably a C 6 -C 18  aryl group, for example, phenyl, biphenyl, naphthyl, terphenyl, phenanthrene, triphenylene, anthracene, and the like. 
     When Ar 1  to Ar 4  are each a heterocyclic group, the heterocyclic group may be preferably a C 2 -C 30  heterocyclic group, more preferably a C 2 -C 22  heterocyclic group, for example, pyridine, triazine, quinoline, isoquinoline, quinoxaline, quinazoline, dibenzothiophene, dibenzofuran, carbazole, phenyl-carbazole, benzocarbazole, phenyl-benzocarbazole, benzonaphthothiophene, benzonaphthofuran, cyanthrene, benzoindole, and the like. 
     When Ar 1  to Ar 4  are each a fluorenyl group, the fluorenyl group may be 9,9-dimethyl-9H-fluorene, 9,9-diphenyl-9H-fluorene, 9,9′-spirobifluorene, spiro[benzo[b]fluorene-11,9′-fluorene], benzo[b] fluorene, 11,11-diphenyl-11H-benzo[b]fluorene, 9-(naphthalen-2-yl)9-phenyl-9H-fluorene and the like. 
     When Ar 1  to Ar 4  are each an aryloxy group, the aryloxy group may be preferably a C 6 -C 20  aryloxy group, more preferably a C 6 -C 18  aryloxy group, for example, phenyloxy, naphthyloxy, and the like. 
     When Ar 1  to Ar 4  are each an arylthio group, the arylthio group may be preferably a C 6 -C 20  arylthio group, more preferably a C 6 -C 18  arylthio group, for example, phenylthio, naphthylthio, and the like. 
     L 1  to L 6  are each independently selected from the group consisting of a single bond, a C 6 -C 60  arylene group, a fluorenylene group, a C 3 -C 60  aliphatic ring, and a C 2 -C 60  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P. 
     When L 1  to L 6  are each an arylene group, the arylene group may be preferably a C 6 -C 30  arylene group, more preferably a C 6 -C 18  arylene group, for example, phenylene, biphenyl, naphthalene, terphenyl and the like. 
     When L 1  to L 6  are each a heterocyclic group, the heterocyclic group may be preferably a C 2 -C 30  heterocyclic group, more preferably a C 2 -C 18  heterocyclic group, for example, dibenzothiophene, dibenzofuran, carbazole, phenylcarbazole, and the like. 
     i and j are each an integer of 0 to 2, and when both i and j are 0, one of R 3  and R 4  has to contain -L′-N(R a )(R b ). 
     A plurality of Ar 1 s, a plurality of Ar 2 s, a plurality of L 1 s, a plurality of L 2 s, a plurality of L 3 s are the same as or different from each other when i is an integer of 2, and a plurality of Ar 3 s, a plurality of Ar 4 s, a plurality of L 4 s, a plurality of L 5 s, a plurality of L 6 s are the same as or different from each other when j is an integer of 2. 
     L′ is selected from the group consisting of a single bond, a C 6 -C 60  arylene group, a fluorenylene group, a C 3 -C 60  aliphatic ring, and a C 2 -C 60  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P. 
     R a  and R b  are each independently selected from the group consisting of a C 6 -C 60  aryl group, a fluorenyl group, a C 3 -C 60  aliphatic ring, and a C 2 -C 60  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P. 
     R 1  to R 4 , Ar 1  to Ar 4 , L 1  to L 6 , L′, R a , R b , the ring formed by adjacent groups, and the ring formed by R 3  and R 4  may be each optionally substituted with one or more substituents selected from the group consisting of deuterium, halogen, a silane group unsubstituted or substituted with a C 1 -C 20  alkyl group or a C 6 -C 20  aryl group, a siloxane group, a boron group, a germanium group, a cyano group, a nitro group, a C 1 -C 20  alkylthio group, a C 1 -C 20  alkoxy group, a C 6 -C 20  aryloxy group, a C 1 -C 20  alkyl group, a C 2 -C 20  alkenyl group, a C 2 -C 20  alkynyl group, a C 6 -C 20  aryl group, a C 6 -C 20  aryl group substituted with deuterium, a fluorenyl group, a C 2 -C 20  heterocyclic group containing at least one heteroatom of O, N, S, Si, and P, a C 3 -C 20  aliphatic ring group, a C 7 -C 20  arylalkyl group, C 6 -C 20  arylalkenyl group and -L′-N(R a )(R b ). Here, L′, R a  and R b  are as defined above. 
     Preferably, Formula 1 can be represented by one of Formula 2 to Formula 6. 
     
       
         
         
             
             
         
       
       
         
         
             
             
         
       
     
     In Formula 2 to Formula 6, R 1  to R 4 , Ar 1  to Ar 4 , and L 1  to L 6  are the same as defined in Formula 1. 
     c is an integer of 0 to 3, and when c is an integer of 2 or more, a plurality of R 1 s are each the same as or different from each other, d is an integer of 0 to 4, and when d is an integer of 2 or more, a plurality of R 2 s are each the same as or different from each other, e is an integer of 0 to 3, and when e is an integer of 2 or more, a plurality of R 2 s are each the same as or different from each other, f is an integer of 0 to 2, and when f is an integer of 2 or more, a plurality of R 1 s are each the same as or different from each other, and g is an integer of 0 to 2, and when c is an integer of 2 or more, a plurality of R 2 s are each the same as or different from each other. 
     In addition, preferably, Formula 1 may be represented by one of Formula 7 to Formula 11. 
     
       
         
         
             
             
         
       
       
         
         
             
             
         
       
     
     In Formula 7 to Formula 11, R 1  to R 4 , Ar 1  to Ar 4 , and L 1  to L 6  are the same as defined for Formula 1 and X is O, S, C(R′)(R″) or N(R 3 ). 
     R 1 , R 2 , R′ and R″ are each independently selected from the group consisting of hydrogen, deuterium, halogen, a silane group unsubstituted or substituted with a C 1 -C 20  alkyl group or a C 6 -C 20  aryl group, a cyano group, a nitro group, a C 1 -C 20  alkoxy group, a C 6 -C 20  aryloxy group, a C 1 -C 20  alkyl group, a C 2 -C 20  alkenyl group, a C 2 -C 20  alkynyl group, a C 6 -C 20  aryl group, a fluorenyl group, a C 2 -C 20  heterocyclic group containing at least one heteroatom of O, N, S, Si, and P, and a C 3 -C 20  aliphatic ring group, and adjacent R 1 s or adjacent R 2 s may be bonded to each other to form a ring, and R′ and R′ may be bonded to each other to form a ring. 
     R 3  is selected from the group consisting of a C 6 -C 20  aryl group, a fluorenyl group, a C 2 -C 20  heterocyclic group containing at least one heteroatom of O, N, S, Si, and P, and a C 3 -C 20  aliphatic ring group, 
     c is an integer of 0 to 3, and when c is an integer of 2 or more, a plurality of R 1 s are each the same as or different from each other, d is an integer of 0 to 4, and when d is an integer of 2 or more, a plurality of R 2 s are each the same as or different from each other, e is an integer of 0 to 3, and when e is an integer of 2 or more, a plurality of R 2 s are each the same as or different from each other, f is an integer of 0 to 2, and when f is an integer of 2 or more, a plurality of R 1 s are each the same as or different from each other, g is an integer of 0 to 2, and when c is an integer of 2 or more, a plurality of R 2 s are each the same as or different from each other, h is an integer of 0 to 4, and when h is an integer of 2 or more, a plurality of R 1 s are each the same as or different from each other, and i is an integer of 0 to 3, and when i is an integer of 2 or more, a plurality of R 2 s are each the same as or different from each other. 
     In another embodiment of the present invention, the light emitting layer may further comprise compound represented by Formula 12 or Formula 13. 
     
       
         
         
             
             
         
       
     
     In Formula 12 and Formula 13, each of symbols may be defined as follows. 
     Z 1  to Z 5  are each independently N or C(R 3 ), and at least one of Z 1  to Z 5  is N, Z 6  to Z 6  are each independently N or C(R 3 ), and at least one of Z 6  to Z 8  is N. 
     L 1  is selected from the group consisting of a single bond, a C 6 -C 60  arylene group, a fluorenylene group, a C 2 -C 60  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P, and a C 3 -C 60  aliphatic ring. 
     When L 1  is an arylene group, the arylene group may be preferably a C 6 -C 30  arylene group, more preferably a C 6 -C 18  arylene group, for example, phenylene, biphenyl, naphthalene, terphenyl and the like. 
     When L 1  is a heterocyclic group, the heterocyclic group may be preferably a C 2 -C 30  heterocyclic group, more preferably a C 2 -C 22  heterocyclic group, for example, dibenzothiophene, dibenzofuran, carbazole, phenylcarbazole, benzocarbazole, phenyl-benzocarbazole, benzonaphthothiophene, benzonaphthofuran, and the like. 
     Ar 1  is selected from the group consisting of a C 6 -C 60  aryl group, a fluorenyl group, a C 2 -C 60  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P, and a C 3 -C 60  aliphatic ring. 
     When Ar 1  is an aryl group, the aryl group may be preferably a C 6 -C 30  aryl group, more preferably a C 6 -C 18  aryl group, for example, phenyl, biphenyl, naphthyl, terphenyl, phenanthrene, and the like. 
     When Ar 1  is a heterocyclic group, the heterocyclic group may be preferably a C 2 -C 30  heterocyclic group, more preferably a C 2 -C 26  heterocyclic group, for example, pyridine, pyrimidine, triazine, quinazoline, quinoxaline, dibenzothiophene, benzonaphthothiophene, dibenzofuran, benzonaphthofuran, carbazole, phenylcarbazole, benzocarbazole, phenyl-benzocarbazole, dibenzocarbazole, indolocarbazole, and the like. 
     When Ar 1  is a fluorenyl group, the fluorenyl group may be 9,9-dimethyl-9H-fluorene, 9,9-diphenyl-9H-fluorene, 9,9′-spirobifluorene, spiro[benzo[b]fluorene-11,9′-fluorene], benzo[b] fluorene, 11,11-diphenyl-11H-benzo[b]fluorene, 9-(naphthalen-2-yl)9-phenyl-9H-fluorene and the like. 
     C ring is selected from the group consisting of a C 6 -C 60  aromatic ring, a C 2 -C 60  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P, and a C 3 -C 60  aliphatic ring, and C ring may be further substituted with one or more R 4 , 
     When C ring is an aromatic ring, the aromatic ring may be preferably a C 6 -C 30  aromatic ring, more preferably, a C 6 -C 14  aromatic ring, for example, benzene, naphthalene, phenanthrene, anthracene or the like. 
     When C ring is a heterocyclic group, the heterocyclic group may be preferably a C 2 -C 30  heterocyclic group, more preferably, a C 6 -C 16  heterocyclic ring group, for example, benzothiophene, benzofuran, naphthothiophene, naphthofuran, phenanthrofuran, or the like. 
     R 3  and R 4  are each independently selected from the group consisting of hydrogen, deuterium, tritium, halogen, a cyano group, a nitro group, a C 6 -C 60  aryl group, a fluorenyl group, a C 2 -C 30  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P, and a C 3 -C 60  aliphatic ring, a C 1 -C 30  alkyl group, a C 2 -C 30  alkenyl group, a C 2 -C 30  alkynyl group, a C 1 -C 30  alkoxy group, a C 6 -C 30  aryloxy group, and -L′-N(R a )(R b ), and adjacent R 3 s may be bonded to each other to form a ring, 
     L′ is selected from the group consisting of a single bond, a C 6 -C 30  arylene group, a fluorenylene group, a C 3 -C 60  aliphatic ring, and a C 2 -C 60  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P. 
     R a  and R b  are each independently selected from the group consisting of a C 6 -C 60  aryl group, a fluorenyl group, a C 3 -C 30  aliphatic ring, and a C 2 -C 30  heterocyclic group comprising at least one heteroatom selected from the group consisting of O, N, S, Si and P. 
     Ar 1 , L 1 , L′, R 3 , R 4 , R a , R b , the ring formed by adjacent R 3 s may be each optionally substituted with one or more substituents selected from the group consisting of deuterium, halogen, a silane group unsubstituted or substituted with a C 1 -C 20  alkyl group or a C 6 -C 20  aryl group, a siloxane group, a boron group, a germanium group, a cyano group, a nitro group, a C 1 -C 20  alkylthio group, a C 1 -C 20  alkoxy group, a C 6 -C 20  aryloxy group, a C 1 -C 20  alkyl group, a C 2 -C 20  alkenyl group, a C 2 -C 20  alkynyl group, a C 6 -C 20  aryl group, a C 6 -C 20  aryl group substituted with deuterium, a fluorenyl group, a C 2 -C 20  heterocyclic group containing at least one heteroatom of O, N, S, Si, and P, a C 3 -C 20  aliphatic ring group, a C 7 -C 20  arylalkyl group, C 8 -C 20  arylalkenyl group and -L′-N(R a )(R b ). 
     Formula 13 may be represented by one of Formula 13-1 to Formula 13-6. 
     
       
         
         
             
             
         
       
     
     In Formula 13-1 to Formula 13-6, Z 6  to Z 8 , L 1 , Ar 1 , R 4  are the same as defined for Formula 13, A and B are each independently O, N, S or C(R 5 )(R 6 ), I and m are each an integer of 0 or 1, and at least one of I and m is 1, o is an integer of 0 to 4, p is an integer of 0 to 6, q is an integer of 0 to 8, and when o, p, q are each an integer of 2 or more, a plurality of R 4 s are each the same as or different from each other. 
     Preferably, a hole transport layer comprises compound of Formula 2, and preferably, a hole transport layer may also comprise compound Formula 7. 
     In addition, preferably, a hole transport layer and an emission-auxiliary layer may comprise compound of Formula 2. 
     In addition, preferably, the hole transport layer, the emission-auxiliary layer and the light emitting layer may comprise compound of Formula 2, respectively. 
     Specifically, the compound represented by Formula 1 may be one of the following compounds, but there is no limitation thereto. 
     
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
     
     Specifically, the compound represented by formula 12 may be one of the following compounds, but there is no limitation thereto. 
     
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
     
     Specifically, the compound represented by formula 13 may be one of the following compounds, but there is no limitation thereto. 
     
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
     
     Hereinafter, synthesis example of the compound represented by Formula 1 and preparation method of an organic electric element according to the present invention will be described in detail by way of examples. However, the present invention is not limited to the following examples. 
     Synthesis Example 
     Synthesis of P-8 
     
       
         
         
             
             
         
       
     
     Sub 1-1 (20 g, 0.07 mol), Sub 2-1 (25.7 g, 0.07 mol), Pd 2 (dba) 3  (2 g, 0.002 mol), P(t-Bu) 3  (1.8 g, 0.004 mol), NaOt-Bu (21.1 g, 0.22 mmol) and toluene (150 mL) were added in a round bottom flask and the mixture was stirred at 90° C. When the reaction was completed, the temperature of the reactant was cooled to room temperature, toluene was removed, and the remaining organic material was separated by a silica gel column and recrystallized to obtain 30 g (75.3%) of product P-8. 
     Synthesis of P-16 
     
       
         
         
             
             
         
       
     
     Sub 1-7 (20 g, 0.05 mol), Sub 2-2 (18.1 g, 0.05 mol), Pd 2 (dba) 3  (1.4 g, 0.002 mol), P(t-Bu) 3  (1.2 g, 0.003 mol), NaOt-Bu (14.5 g, 0.15 mol) and toluene (100 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-8 to obtain 32 g (yield: 93.8%) of the product P-16. 
     Synthesis of P-28 
     
       
         
         
             
             
         
       
     
     Sub 1-2 (30 g, 0.11 mol), Sub 2-3 (42.3 g, 0.11 mol), Pd 2 (dba) 3  (3 g, 0.003 mol), P(t-Bu) 3  (2.7 g, 0.007 mol), NaOt-Bu (31.7 g, 0.33 mol) and toluene (220 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-28 to obtain 50 g (yield: 78.8%) of the product P-28. 
     Synthesis of P-42 
     
       
         
         
             
             
         
       
     
     Sub 1-3 (15 g, 0.03 mol), Sub 2-4 (11.3 g, 0.03 mol), Pd 2 (dba) 3  (0.9 g, 0.001 mol), P(t-Bu) 3  (0.8 g, 0.002 mol), NaOt-Bu (9.7 g, 0.1 mol) and toluene (80 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-8 to obtain 20 g (yield: 84.8%) of the product P-42. 
     Synthesis of P-68 
     
       
         
         
             
             
         
       
     
     Sub 1-4 (20 g, 0.06 mol), Sub 2-5 (20.7 g, 0.06 mol), Pd 2 (dba) 3  (1.7 g, 0.002 mol), P(t-Bu) 3  (1.5 g, 0.004 mol), NaOt-Bu (17.9 g, 0.2 mol) and toluene (123 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-8 to obtain 31 g (yield: 86.8%) of the product P-68. 
     Synthesis of P-95 
     
       
         
         
             
             
         
       
     
     Sub 1-5 (20 g, 0.05 mol), Sub 2-6 (16.9 g, 0.05 mol), Pd 2 (dba) 3  (1.4 g, 0.002 mol), P(t-Bu) 3  (1.2 g, 0.003 mol), NaOt-Bu (14.6 g, 0.2 mol) and toluene (101 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-8 to obtain 32 g (yield: 91.1%) of the product P-95. 
     Synthesis of P-106 
     
       
         
         
             
             
         
       
     
     Sub 1-6 (30 g, 0.06 mol), Sub 2-7 (17.8 g, 0.06 mol), Pd 2 (dba) 3  (1.6 g, 0.002 mol), P(t-Bu) 3  (1.4 g, 0.004 mol), NaOt-Bu (16.6 g, 0.2 mol) and toluene (115 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-8 to obtain 40 g (yield: 87.4%) of the product P-106. 
     Synthesis of P-132 
     
       
         
         
             
             
         
       
     
     Sub 1-8 (30 g, 0.09 mol), Sub 2-8 (76.4 g, 0.45 mol), Pd 2 (dba) 3  (2.5 g, 0.003 mol), P(t-Bu) 3  (2.2 g, 0.005 mol), NaOt-Bu (26.1 g, 0.27 mol) and toluene (181 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-8 to obtain 45 g (yield: 62.8%) of the product P-132. 
     Synthesis of P2-4 
     
       
         
         
             
             
         
       
     
     Sub 3-1 (20 g, 0.08 mol), Sub 4-1 (30 g, 0.08 mol), Pd(PPh 3 ) 4  (2.6 g, 0.001 mol), NaOH (9.2 g, 0.23 mmol), THF (150 mL) and H 2 O (50 mL) were added in a round bottom flask and stirred at 90° C. When the reaction was completed, the temperature of the reactant was cooled to room temperature, THF and water were removed, and the remaining organic material was separated by a silica gel column and recrystallized to obtain 30 g (68.2%) of product P2-4. 
     Synthesis of P2-5 
     
       
         
         
             
             
         
       
     
     Sub 3-2 (20 g, 0.08 mol), Sub 4-2 (38.7 g, 0.08 mol), Pd(PPh 3 ) 4  (2.6 g, 0.001 mol), NaOH (9.2 g, 0.23 mmol), THF (161 mL) and H 2 O (50 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P2-4 to obtain 47 g (yield: 89.9%) of the product P2-5. 
     Synthesis of P2-26 
     
       
         
         
             
             
         
       
     
     Sub 3-3 (35 g, 0.08 mol), Sub 4-1 (33.5 g, 0.08 mol), Pd(PPh 3 ) 4  (2.6 g, 0.001 mol), NaOH (10.2 g, 0.25 mmol), THF (170 mL) and H 2 O (55 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P2-4 to obtain 52 g (yield: 84.4%) of the product P2-26. 
     Synthesis of P2-28 
     
       
         
         
             
             
         
       
     
     Sub 3-4 (20 g, 0.07 mol), Sub 4-3 (31.5 g, 0.07 mol), Pd 2 (dba) 3  (2.1 g, 0.002 mol), P(t-Bu) 3  (1.8 g, 0.005 mol), NaOt-Bu (21.6 g, 0.22 mol) and toluene (150 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-8 to obtain 43 g (yield: 88.2%) of the product P2-28. 
     Synthesis of P2-45 
     
       
         
         
             
             
         
       
     
     Sub 3-5 (20 g, 0.06 mol), Sub 4-4 (16.2 g, 0.06 mol), Pd 2 (dba) 3  (1.7 g, 0.002 mol), P(t-Bu) 3  (1.5 g, 0.004 mol), NaOt-Bu (17.5 g, 0.18 mol) and toluene (121 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-8 to obtain 30 g (yield: 88.2%) of the product P2-45. 
     Synthesis of P2-53 
     
       
         
         
             
             
         
       
     
     Sub 3-6 (28 g, 0.08 mol), Sub 4-5 (26.3 g, 0.08 mol), Pd(PPh 3 ) 4  (2.9 g, 0.001 mol), NaOH (10 g, 0.25 mmol), THF (170 mL) and H 2 O (55 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P2-4 to obtain 40 g (yield: 83.9%) of the product P2-53. 
     Synthesis of P2-79 
     
       
         
         
             
             
         
       
     
     Sub 3-7 (18 g, 0.06 mol), Sub 4-6 (13.4 g, 0.06 mol), Pd 2 (dba) 3  (1.5 g, 0.002 mol), P(t-Bu) 3  (1.4 g, 0.004 mol), NaOt-Bu (16.1 g, 0.17 mol) and toluene (111 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-8 to obtain 24 g (yield: 81.7%) of the product P2-79. 
     Synthesis of P2-109 
     
       
         
         
             
             
         
       
     
     Sub 3-8 (25 g, 0.08 mol), Sub 4-7 (18.7 g, 0.08 mol), Pd 2 (dba) 3  (2.1 g, 0.002 mol), P(t-Bu) 3  (1.9 g, 0.005 mol), NaOt-Bu (22.3 g, 0.23 mol) and toluene (160 mL) were added in a round bottom flask and the reaction was carried out in the same manner as in the synthesis method of P-8 to obtain 34 g (yield: 83.4%) of the product P2-109. 
     Manufacturing and Evaluation of Organic Electric Element 
     [Test Example 1] to [Test Example 140] Red Organic Electric Element 
     A hole injection layer having a thickness of 60 nm was formed by vacuum-deposition of 4,4′,4″-tris[2-naphthyl(phenyl)amino]triphenylamine (hereinafter, abbreviated as 2-TNATA) on an ITO layer (anode). Thereafter, as shown in Table 1 below, the compound represented by Formula 1 of the present invention was vacuum-deposited to a thickness of 60 nm to form a hole transport layer. 
     Next, as shown in Table 1 below, the compound represented by Formula 1 of the present invention was vacuum-deposited to a thickness of 30 nm to form an emission-auxiliary layer. 
     Thereafter, as shown in Table 1 below, a light emitting layer having a thickness of 30 nm was formed on the emission-auxiliary layer. Here, 4,4′-N,N′-dicarbazole-biphenyl (hereinafter, abbreviated as CBP) as a host material and bis-(1-phenylisoquinolyl)iridium(III)acetylacetonate (hereinafter, abbreviated as (piq) 2 lr(acac)) as a dopant material in a weight ratio of 95:5 were deposited on the emission-auxiliary layer to form a light emitting layer with a thickness of 30 nm. As shown in Table 1 below, a mixture of the compound of Formula 1(first host) of the present invention and the compound of Formula 12 or Formula 13(second host) in a 3:7 ratio was used as a host, bis-(1-phenylisoquinolyl)iridium(II)acetylacetonate(hereinafter abbreviated as “(piq) 2 lr(acac)” was used as a dopant, and the dopant was doped so that the host and dopant were in a 95:5 weight ratio. 
     Next, (1,1′-biphenyl-4-olato)bis(2-methyl-8-quinolinolato)aluminum (hereinafter, abbreviated as BAIq) was vacuum-deposited to a thickness of 10 nm on the light emitting layer to form a hole blocking layer. 
     Subsequently, tris-(8-hydroxyquinoline)aluminum (hereinafter, abbreviated as “Alq 3 ”) was vacuum-deposited to a thickness of 40 nm on the hole blocking layer to form an electron transport layer. Thereafter, LiF was deposited to a thickness of 0.2 nm to form an electron injection layer, and then Al was deposited to a thickness of 150 nm to form a cathode. In this way, an organic electric element was manufactured. 
     Comparative Example 1 
     As shown in Table 1 below, the organic electric element was manufactured in the same manner as described in Example 1 except that 4,4′-bis[N-(1-naphthyl)-N-phenylamino]biphenyl(hereinafter, abbreviated as “NPB”) was used as material of a hole transport layer instead of the compound of the present invention, 4′-N,N′-dicarbazole-biphenyl (hereinafter, abbreviated as “CBP”) was used as a host instead of the compound of the present invention, and an emission-auxiliary layer was not formed. 
     Comparative Example 2 
     As shown in Table 1 below, the organic electric element was manufactured in the same manner as described in Example 1 except that NPB was used as material of a hole transport layer instead of the compound of the present invention, CBP was used as a host instead of the compound of the present invention, and an emission-auxiliary layer was formed using compound P-8 of the present invention. 
     Comparative Example 3 
     As shown in Table 1 below, the organic electric element was manufactured in the same manner as described in Example 1 except that CBP was used as a host. Here, a hole transport layer was formed using compound P-14 of the present invention and an emission-auxiliary layer was formed using compound P-8 of the present invention. 
     Comparative Example 4 
     As shown in Table 1 below, the organic electric element was manufactured in the same manner as described in Example 1 except that NPB was used as material of a hole transport layer instead of the compound of the present invention. Here, n emission-auxiliary layer was formed using compound P-8 of the present invention and a mixture of compound P-7 and compound P2-51 was used as the host of a light emitting layer. 
     
       
         
           
               
               
               
               
             
               
                 TABLE 1 
               
               
                   
               
               
                   
                 Cpd of HTL 
                 Cpd of EAL 
                 Cpd of EML 
               
               
                   
               
             
            
               
                 Comparative Ex(1) 
                 NPB 
                 — 
                 CBP 
               
               
                 Comparative Ex(2) 
                 NPB 
                 P-8 
                 CBP 
               
               
                 Comparative Ex(3) 
                 P-14 
                 P-8 
                 CBP 
               
               
                 Comparative Ex(4) 
                 NPB 
                 P-8 
                 P-7, P2-51 
               
               
                 Test Ex.(1) 
                 P-16 
                 P-68 
                 P-68, P2-4 
               
               
                 Test Ex.(2) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(3) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(4) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(5) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(6) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(7) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(8) 
                   
                 P-23 
                 P-68, P2-4 
               
               
                 Test Ex.(9) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(10) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(11) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(12) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(13) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(14) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(15) 
                   
                 P-7 
                 P-68, P2-4 
               
               
                 Test Ex.(16) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(17) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(18) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(19) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(20) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(21) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(22) 
                   
                 P-20 
                 P-68, P2-4 
               
               
                 Test Ex.(23) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(24) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(25) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(26) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(27) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(28) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(29) 
                   
                 P-100 
                 P-68, P2-4 
               
               
                 Test Ex.(30) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(31) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(32) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(33) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(34) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(35) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(36) 
                 P-20 
                 P-14 
                 P-68, P2-4 
               
               
                 Test Ex.(37) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(38) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(39) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(40) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(41) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(42) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(43) 
                   
                 P-75 
                 P-68, P2-4 
               
               
                 Test Ex.(44) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(45) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(46) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(47) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(48) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(49) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(50) 
                   
                 P-16 
                 P-68, P2-4 
               
               
                 Test Ex.(51) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(52) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(53) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(54) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(55) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(56) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(57) 
                   
                 P-98 
                 P-68, P2-4 
               
               
                 Test Ex.(58) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(59) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(60) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(61) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(62) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(63) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(64) 
                   
                 P-104 
                 P-68, P2-4 
               
               
                 Test Ex.(65) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(66) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(67) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(68) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(69) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(70) 
                   
                   
                 P-124, p2-9 
               
               
                 Test Ex.(71) 
                 P-43 
                 P-28 
                 P-68, P2-4 
               
               
                 Test Ex.(72) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(73) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(74) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(75) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(76) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(77) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(78) 
                   
                 P-8 
                 P-68, P2-4 
               
               
                 Test Ex.(79) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(80) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(81) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(82) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(83) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(84) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(85) 
                   
                 P-19 
                 P-68, P2-4 
               
               
                 Test Ex.(86) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(87) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(88) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(89) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(90) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(91) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(92) 
                   
                 P-85 
                 P-68, P2-4 
               
               
                 Test Ex.(93) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(94) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(95) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(96) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(97) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(98) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(99) 
                   
                 P-130 
                 P-68, P2-4 
               
               
                 Test Ex.(100) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(101) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex(102) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(103) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(104) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(105) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(106) 
                 P-90 
                 P-43 
                 P-68, P2-4 
               
               
                 Test Ex.(107) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(108) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(109) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(110) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(111) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(112) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(113) 
                   
                 P-9 
                 P-68, P2-4 
               
               
                 Test Ex.(114) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(115) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(116) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(117) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(118) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(119) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(120) 
                   
                 P-106 
                 P-68, P2-4 
               
               
                 Test Ex.(121) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(122) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(123) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(124) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(125) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(126) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(127) 
                   
                 P-120 
                 P-68, P2-4 
               
               
                 Test Ex.(128) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(129) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(130) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(131) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(132) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(133) 
                   
                   
                 P-124, P2-9 
               
               
                 Test Ex.(134) 
                   
                 P-123 
                 P-68, P2-4 
               
               
                 Test Ex.(135) 
                   
                   
                 P-14, P2-15 
               
               
                 Test Ex.(136) 
                   
                   
                 P-23, P2-27 
               
               
                 Test Ex.(137) 
                   
                   
                 P-10, P2-79 
               
               
                 Test Ex.(138) 
                   
                   
                 P-33. P2-37 
               
               
                 Test Ex.(139) 
                   
                   
                 P-101, P2-5 
               
               
                 Test Ex.(140) 
                   
                   
                 P-124, P2-9 
               
               
                   
               
            
           
         
       
     
     Electroluminescence characteristics were measured with a PR-650 from Photo research company by applying a forward bias DC voltage to the organic electric elements manufactured in Test Examples 1 to 140 of the present invention and Comparative Examples 1 to 4. T(95) life time was measured using a life time measuring apparatus manufactured by Mc science Inc. at reference brightness of 2500 cd/m 2 . The results of measurement are shown in the table  2  below. 
     
       
         
           
               
               
               
               
               
               
               
             
               
                 TABLE 2 
               
             
            
               
                   
               
               
                   
                   
                 Current 
                 Bright- 
                 Effi- 
                 Life- 
                   
               
               
                   
                 Voltage 
                 Density 
                 ness 
                 ciency 
                 time 
                 CIE 
               
            
           
           
               
               
               
               
               
               
               
               
            
               
                   
                 (V) 
                 (mA/cm 2 ) 
                 (cd/m 2 ) 
                 (cd/A) 
                 T(95) 
                 x 
                 y 
               
               
                   
               
            
           
           
               
               
               
               
               
               
               
               
            
               
                 Comp.Ex(1) 
                 6.0 
                 32.9 
                 2500.0 
                  7.6 
                  62.1 
                 0.64 
                 0.34 
               
               
                 Comp.Ex(2) 
                 6.1 
                 24.5 
                 2500.0 
                 10.2 
                  90.4 
                 0.64 
                 0.34 
               
               
                 Comp.Ex(3) 
                 5.8 
                 18.7 
                 2500.0 
                 13.4 
                  97.8 
                 0.64 
                 0.32 
               
               
                 Comp.Ex(4) 
                 5.7 
                 16.4 
                 2500.0 
                 15.2 
                  95.4 
                 0.63 
                 0.32 
               
               
                 Test Ex.(1) 
                 4.7 
                  8.3 
                 2500.0 
                 30.0 
                 120.0 
                 0.64 
                 0.32 
               
               
                 Test Ex.(2) 
                 4.8 
                  8.4 
                 2500.0 
                 29.7 
                 119.4 
                 0.61 
                 0.34 
               
               
                 Test Ex.(3) 
                 4.8 
                  8.5 
                 2500.0 
                 29.3 
                 118.8 
                 0.63 
                 0.31 
               
               
                 Test Ex.(4) 
                 4.8 
                  8.6 
                 2500.0 
                 29.0 
                 118.2 
                 0.61 
                 0.31 
               
               
                 Test Ex.(5) 
                 4.9 
                  8.7 
                 2500.0 
                 28.7 
                 117.6 
                 0.60 
                 0.32 
               
               
                 Test Ex.(6) 
                 4.9 
                  8.8 
                 2500.0 
                 28.3 
                 117.0 
                 0.60 
                 0.35 
               
               
                 Test Ex.(7) 
                 4.7 
                  8.9 
                 2500.0 
                 28.0 
                 116.3 
                 0.62 
                 0.33 
               
               
                 Test Ex.(8) 
                 4.8 
                  8.4 
                 2500.0 
                 29.6 
                 119.3 
                 0.64 
                 0.34 
               
               
                 Test Ex.(9) 
                 4.8 
                  8.5 
                 2500.0 
                 29.3 
                 118.7 
                 0.63 
                 0.33 
               
               
                 Test Ex.(10) 
                 4.8 
                  8.6 
                 2500.0 
                 28.9 
                 118.0 
                 0.65 
                 0.30 
               
               
                 Test Ex.(11) 
                 4.9 
                  8.7 
                 2500.0 
                 28.6 
                 117.4 
                 0.62 
                 0.34 
               
               
                 Test Ex.(12) 
                 4.9 
                  8.8 
                 2500.0 
                 28.3 
                 116.8 
                 0.63 
                 0.31 
               
               
                 Test Ex.(13) 
                 4.9 
                  8.9 
                 2500.0 
                 27.9 
                 116.2 
                 0.63 
                 0.32 
               
               
                 Test Ex.(14) 
                 4.7 
                  9.1 
                 2500.0 
                 27.6 
                 115.6 
                 0.64 
                 0.33 
               
               
                 Test Ex.(15) 
                 4.8 
                  8.6 
                 2500.0 
                 29.2 
                 118.5 
                 0.64 
                 0.32 
               
               
                 Test Ex.(16) 
                 4.8 
                  8.7 
                 2500.0 
                 28.9 
                 117.9 
                 0.61 
                 0.34 
               
               
                 Test Ex.(17) 
                 4.9 
                  8.8 
                 2500.0 
                 28.5 
                 117.3 
                 0.64 
                 0.32 
               
               
                 Test Ex.(18) 
                 4.9 
                  8.9 
                 2500.0 
                 28.2 
                 116.7 
                 0.63 
                 0.31 
               
               
                 Test Ex.(19) 
                 4.9 
                  9.0 
                 2500.0 
                 27.9 
                 116.1 
                 0.60 
                 0.34 
               
               
                 Test Ex.(20) 
                 5.0 
                  9.1 
                 2500.0 
                 27.5 
                 115.5 
                 0.63 
                 0.34 
               
               
                 Test Ex.(21) 
                 4.8 
                  9.2 
                 2500.0 
                 27.2 
                 114.9 
                 0.60 
                 0.35 
               
               
                 Test Ex.(22) 
                 4.9 
                  8.7 
                 2500.0 
                 28.8 
                 117.8 
                 0.65 
                 0.32 
               
               
                 Test Ex.(23) 
                 4.9 
                  8.8 
                 2500.0 
                 28.5 
                 117.2 
                 0.63 
                 0.31 
               
               
                 Test Ex.(24) 
                 4.9 
                  8.9 
                 2500.0 
                 28.1 
                 116.6 
                 0.61 
                 0.33 
               
               
                 Test Ex.(25) 
                 4.9 
                  9.0 
                 2500.0 
                 27.8 
                 116.0 
                 0.65 
                 0.33 
               
               
                 Test Ex.(26) 
                 5.0 
                  9.1 
                 2500.0 
                 27.5 
                 115.4 
                 0.60 
                 0.31 
               
               
                 Test Ex.(27) 
                 5.0 
                  9.2 
                 2500.0 
                 27.1 
                 114.8 
                 0.64 
                 0.33 
               
               
                 Test Ex.(28) 
                 4.8 
                  9.3 
                 2500.0 
                 26.8 
                 114.1 
                 0.61 
                 0.34 
               
               
                 Test Ex.(29) 
                 5.1 
                  8.8 
                 2500.0 
                 28.4 
                 117.1 
                 0.62 
                 0.33 
               
               
                 Test Ex.(30) 
                 5.1 
                  8.9 
                 2500.0 
                 28.1 
                 116.5 
                 0.64 
                 0.31 
               
               
                 Test Ex.(31) 
                 5.2 
                  9.0 
                 2500.0 
                 27.7 
                 115.8 
                 0.63 
                 0.34 
               
               
                 Test Ex.(32) 
                 5.2 
                  9.1 
                 2500.0 
                 27.4 
                 115.2 
                 0.61 
                 0.32 
               
               
                 Test Ex.(33) 
                 5.2 
                  9.2 
                 2500.0 
                 27.1 
                 114.6 
                 0.64 
                 0.33 
               
               
                 Test Ex.(34) 
                 5.2 
                  9.4 
                 2500.0 
                 26.7 
                 114.0 
                 0.65 
                 0.33 
               
               
                 Test Ex.(35) 
                 5.1 
                  9.5 
                 2500.0 
                 26.4 
                 113.4 
                 0.62 
                 0.35 
               
               
                 Test Ex.(36) 
                 4.9 
                  8.8 
                 2500.0 
                 28.5 
                 117.0 
                 0.62 
                 0.31 
               
               
                 Test Ex.(37) 
                 4.9 
                  8.9 
                 2500.0 
                 28.1 
                 116.4 
                 0.64 
                 0.32 
               
               
                 Test Ex.(38) 
                 4.9 
                  9.0 
                 2500.0 
                 27.8 
                 115.7 
                 0.61 
                 0.32 
               
               
                 Test Ex.(39) 
                 5.0 
                  9.1 
                 2500.0 
                 27.5 
                 115.1 
                 0.60 
                 0.33 
               
               
                 Test Ex.(40) 
                 5.0 
                  9.2 
                 2500.0 
                 27.1 
                 114.5 
                 0.63 
                 0.31 
               
               
                 Test Ex.(41) 
                 5.0 
                  9.3 
                 2500.0 
                 26.8 
                 113.9 
                 0.63 
                 0.30 
               
               
                 Test Ex.(42) 
                 4.9 
                  9.4 
                 2500.0 
                 26.5 
                 113.3 
                 0.65 
                 0.35 
               
               
                 Test Ex.(43) 
                 4.9 
                  8.9 
                 2500.0 
                 28.1 
                 116.2 
                 0.62 
                 0.34 
               
               
                 Test Ex.(44) 
                 5.0 
                  9.0 
                 2500.0 
                 27.7 
                 115.6 
                 0.63 
                 0.35 
               
               
                 Test Ex.(45) 
                 5.0 
                  9.1 
                 2500.0 
                 27.4 
                 115.0 
                 0.61 
                 0.31 
               
               
                 Test Ex.(46) 
                 5.0 
                  9.2 
                 2500.0 
                 27.1 
                 114.4 
                 0.65 
                 0.34 
               
               
                 Test Ex.(47) 
                 5.0 
                  9.4 
                 2500.0 
                 26.7 
                 113.8 
                 0.64 
                 0.31 
               
               
                 Test Ex.(48) 
                 5.1 
                  9.5 
                 2500.0 
                 26.4 
                 113.2 
                 0.61 
                 0.32 
               
               
                 Test Ex.(49) 
                 4.9 
                  9.6 
                 2500.0 
                 26.1 
                 112.6 
                 0.65 
                 0.34 
               
               
                 Test Ex.(50) 
                 5.0 
                 12.1 
                 2500.0 
                 20.7 
                 115.5 
                 0.61 
                 0.32 
               
               
                 Test Ex.(51) 
                 5.0 
                 12.3 
                 2500.0 
                 20.4 
                 114.9 
                 0.63 
                 0.33 
               
               
                 Test Ex.(52) 
                 5.0 
                 12.5 
                 2500.0 
                 20.0 
                 114.3 
                 0.63 
                 0.32 
               
               
                 Test Ex.(53) 
                 5.1 
                 12.7 
                 2500.0 
                 19.7 
                 113.7 
                 0.62 
                 0.31 
               
               
                 Test Ex.(54) 
                 5.1 
                 12.9 
                 2500.0 
                 19.4 
                 113.1 
                 0.64 
                 0.30 
               
               
                 Test Ex.(55) 
                 5.1 
                 13.1 
                 2500.0 
                 19.0 
                 112.5 
                 0.64 
                 0.33 
               
               
                 Test Ex.(56) 
                 4.9 
                 13.4 
                 2500.0 
                 18.7 
                 111.8 
                 0.61 
                 0.32 
               
               
                 Test Ex.(57) 
                 5.0 
                  9.2 
                 2500.0 
                 27.3 
                 114.8 
                 0.64 
                 0.35 
               
               
                 Test Ex.(58) 
                 5.0 
                  9.3 
                 2500.0 
                 26.9 
                 114.2 
                 0.64 
                 0.34 
               
               
                 Test Ex.(59) 
                 5.1 
                  9.4 
                 2500.0 
                 26.6 
                 113.5 
                 0.61 
                 0.34 
               
               
                 Test Ex.(60) 
                 5.1 
                  9.5 
                 2500.0 
                 26.3 
                 112.9 
                 0.61 
                 0.30 
               
               
                 Test Ex.(61) 
                 5.1 
                  9.6 
                 2500.0 
                 25.9 
                 112.3 
                 0.63 
                 0.31 
               
               
                 Test Ex.(62) 
                 5.2 
                  9.8 
                 2500.0 
                 25.6 
                 111.7 
                 0.62 
                 0.35 
               
               
                 Test Ex.(63) 
                 5.0 
                  9.9 
                 2500.0 
                 25.3 
                 111.1 
                 0.63 
                 0.33 
               
               
                 Test Ex.(64) 
                 5.0 
                  9.3 
                 2500.0 
                 26.9 
                 114.0 
                 0.62 
                 0.35 
               
               
                 Test Ex.(65) 
                 5.1 
                  9.4 
                 2500.0 
                 26.5 
                 113.4 
                 0.64 
                 0.33 
               
               
                 Test Ex.(66) 
                 5.1 
                  9.5 
                 2500.0 
                 26.2 
                 112.8 
                 0.63 
                 0.33 
               
               
                 Test Ex.(67) 
                 5.1 
                  9.7 
                 2500.0 
                 25.9 
                 112.2 
                 0.60 
                 0.33 
               
               
                 Test Ex.(68) 
                 5.2 
                  9.8 
                 2500.0 
                 25.5 
                 111.6 
                 0.64. 
                 0.34. 
               
               
                 Test Ex.(69) 
                 5.2 
                  9.9 
                 2500.0 
                 25.2 
                 111.0 
                 0.61 
                 0.35 
               
               
                 Test Ex.(70) 
                 5.0 
                 10.1 
                 2500.0 
                 24.9 
                 110.4 
                 0.63 
                 0.31 
               
               
                 Test Ex.(71) 
                 4.8 
                  8.6 
                 2500.0 
                 29.2 
                 118.2 
                 0.60 
                 0.30 
               
               
                 Test Ex.(72) 
                 4.8 
                  8.7 
                 2500.0 
                 28.9 
                 117.5 
                 0.64 
                 0.33 
               
               
                 Test Ex.(73) 
                 4.9 
                  8.8 
                 2500.0 
                 28.6 
                 116.9 
                 0.62 
                 0.35 
               
               
                 Test Ex.(74) 
                 4.9 
                  8.9 
                 2500.0 
                 28.2 
                 116.3 
                 0.62 
                 0.31 
               
               
                 Test Ex.(75) 
                 4.9 
                  9.0 
                 2500.0 
                 27.9 
                 115.7 
                 0.62 
                 0.33 
               
               
                 Test Ex.(76) 
                 5.0 
                  9.1 
                 2500.0 
                 27.6 
                 115.1 
                 0.65 
                 0.35 
               
               
                 Test Ex.(77) 
                 4.8 
                  9.2 
                 2500.0 
                 27.2 
                 114.5 
                 0.62 
                 0.30 
               
               
                 Test Ex.(78) 
                 4.8 
                  8.7 
                 2500.0 
                 28.8 
                 117.4 
                 0.61 
                 0.31 
               
               
                 Test Ex.(79) 
                 4.9 
                  8.8 
                 2500.0 
                 28.5 
                 116.8 
                 0.62 
                 0.35 
               
               
                 Test Ex.(80) 
                 4.9 
                  8.9 
                 2500.0 
                 28.2 
                 116.2 
                 0.63 
                 0.34 
               
               
                 Test Ex.(81) 
                 4.9 
                  9.0 
                 2500.0 
                 27.8 
                 115.6 
                 0.61 
                 0.32 
               
               
                 Test Ex.(82) 
                 5.0 
                  9.1 
                 2500.0 
                 27.5 
                 115.0 
                 0.62 
                 0.33 
               
               
                 Test Ex.(83) 
                 5.0 
                  9.2 
                 2500.0 
                 27.2 
                 114.4 
                 0.63 
                 0.33 
               
               
                 Test Ex.(84) 
                 4.8 
                  9.3 
                 2500.0 
                 26.8 
                 113.8 
                 0.62 
                 0.33 
               
               
                 Test Ex.(85) 
                 4.9 
                  8.8 
                 2500.0 
                 28.4 
                 116.7 
                 0.63 
                 0.31 
               
               
                 Test Ex.(86) 
                 4.9 
                  8.9 
                 2500.0 
                 28.1 
                 116.1 
                 0.62 
                 0.34 
               
               
                 Test Ex.(87) 
                 4.9 
                  9.0 
                 2500.0 
                 27.8 
                 115.5 
                 0.65 
                 0.33 
               
               
                 Test Ex.(88) 
                 5.0 
                  9.1 
                 2500.0 
                 27.4 
                 114.9 
                 0.61 
                 0.33 
               
               
                 Test Ex.(89) 
                 5.0 
                  9.2 
                 2500.0 
                 27.1 
                 114.2 
                 0.64 
                 0.34 
               
               
                 Test Ex.(90) 
                 5.0 
                  9.3 
                 2500.0 
                 26.8 
                 113.6 
                 0.60 
                 0.31 
               
               
                 Test Ex.(91) 
                 4.9 
                  9.5 
                 2500.0 
                 26.4 
                 113.0 
                 0.60 
                 0.32 
               
               
                 Test Ex.(92) 
                 4.9 
                  8.9 
                 2500.0 
                 28.0 
                 116.0 
                 0.65 
                 0.32 
               
               
                 Test Ex.(93) 
                 5.0 
                  9.0 
                 2500.0 
                 27.7 
                 115.3 
                 0.62 
                 0.33 
               
               
                 Test Ex.(94) 
                 5.0 
                  9.1 
                 2500.0 
                 27.4 
                 114.7 
                 0.63 
                 0.33 
               
               
                 Test Ex.(95) 
                 5.0 
                  9.2 
                 2500.0 
                 27.0 
                 114.1 
                 0.63 
                 0.33 
               
               
                 Test Ex.(96) 
                 5.0 
                  9.4 
                 2500.0 
                 26.7 
                 113.5 
                 0.65 
                 0.35 
               
               
                 Test Ex.(97) 
                 5.1 
                  9.5 
                 2500.0 
                 26.4 
                 112.9 
                 0.65 
                 0.34 
               
               
                 Test Ex.(98) 
                 4.9 
                  9.6 
                 2500.0 
                 26.0 
                 112.3 
                 0.63 
                 0.31 
               
               
                 Test Ex.(99) 
                 5.0 
                  9.0 
                 2500.0 
                 27.6 
                 115.2 
                 0.64 
                 0.31 
               
               
                 Test Ex.(100) 
                 5.0 
                  9.2 
                 2500.0 
                 27.3 
                 114.6 
                 0.61 
                 0.34 
               
               
                 Test Ex.(101) 
                 5.0 
                  9.3 
                 2500.0 
                 27.0 
                 114.0 
                 0.61 
                 0.33 
               
               
                 Test Ex.(102) 
                 5.1 
                  9.4 
                 2500.0 
                 26.6 
                 113.4 
                 0.64 
                 0.32 
               
               
                 Test Ex.(103) 
                 5.1 
                  9.5 
                 2500.0 
                 26.3 
                 112.8 
                 0.65 
                 0.32 
               
               
                 Test Ex.(104) 
                 5.1 
                  9.6 
                 2500.0 
                 26.0 
                 112.2 
                 0.65 
                 0.34 
               
               
                 Test Ex.(105) 
                 4.9 
                  9.8 
                 2500.0 
                 25.6 
                 111.6 
                 0.61 
                 0.30 
               
               
                 Test Ex.(106) 
                 5.0 
                  9.0 
                 2500.0 
                 27.7 
                 115.8 
                 0.64 
                 0.31 
               
               
                 Test Ex.(107) 
                 5.0 
                  9.1 
                 2500.0 
                 27.4 
                 115.2 
                 0.62 
                 0.31 
               
               
                 Test Ex.(108) 
                 5.0 
                  9.2 
                 2500.0 
                 27.0 
                 114.6 
                 0.65 
                 0.34 
               
               
                 Test Ex.(109) 
                 5.1 
                  9.4 
                 2500.0 
                 26.7 
                 114.0 
                 0.63 
                 0.32 
               
               
                 Test Ex.(110) 
                 5.1 
                  9.5 
                 2500.0 
                 26.4 
                 113.3 
                 0.61 
                 0.30 
               
               
                 Test Ex.(111) 
                 5.1 
                  9.6 
                 2500.0 
                 26.0 
                 112.7 
                 0.61 
                 0.32 
               
               
                 Test Ex.(112) 
                 4.9 
                  9.7 
                 2500.0 
                 25.7 
                 112.1 
                 0.64 
                 0.32 
               
               
                 Test Ex.(113) 
                 5.0 
                  9.2 
                 2500.0 
                 27.3 
                 115.1 
                 0.64 
                 0.30 
               
               
                 Test Ex.(114) 
                 5.0 
                  9.3 
                 2500.0 
                 27.0 
                 114.4 
                 0.61 
                 0.33 
               
               
                 Test Ex.(115) 
                 5.1 
                  9.4 
                 2500.0 
                 26.6 
                 113.8 
                 0.61 
                 0.32 
               
               
                 Test Ex.(116) 
                 5.1 
                  9.5 
                 2500.0 
                 26.3 
                 113.2 
                 0.63 
                 0.35 
               
               
                 Test Ex.(117) 
                 5.1 
                  9.6 
                 2500.0 
                 26.0 
                 112.6 
                 0.60 
                 0.34 
               
               
                 Test Ex.(118) 
                 5.2 
                  9.8 
                 2500.0 
                 25.6 
                 112.0 
                 0.61 
                 0.33 
               
               
                 Test Ex.(119) 
                 5.0 
                  9.9 
                 2500.0 
                 25.3 
                 111.4 
                 0.63 
                 0.31 
               
               
                 Test Ex.(120) 
                 5.0 
                  9.3 
                 2500.0 
                 26.9 
                 114.3 
                 0.65 
                 0.31 
               
               
                 Test Ex.(121) 
                 5.1 
                  9.4 
                 2500.0 
                 26.6 
                 113.7 
                 0.62 
                 0.31 
               
               
                 Test Ex.(122) 
                 5.1 
                  9.5 
                 2500.0 
                 26.2 
                 113.1 
                 0.63 
                 0.30 
               
               
                 Test Ex.(123) 
                 5.1 
                  9.7 
                 2500.0 
                 25.9 
                 112.5 
                 0.61 
                 0.33 
               
               
                 Test Ex.(124) 
                 5.2 
                  9.8 
                 2500.0 
                 25.6 
                 111.9 
                 0.63 
                 0.35 
               
               
                 Test Ex.(125) 
                 5.2 
                  9.9 
                 2500.0 
                 25.2 
                 111.3 
                 0.60 
                 0.33 
               
               
                 Test Ex.(126) 
                 5.0 
                 10.0 
                 2500.0 
                 24.9 
                 110.7 
                 0.65 
                 0.32 
               
               
                 Test Ex.(127) 
                 5.1 
                  9.4 
                 2500.0 
                 26.5 
                 113.6 
                 0.62 
                 0.33 
               
               
                 Test Ex.(128) 
                 5.1 
                  9.6 
                 2500.0 
                 26.2 
                 113.0 
                 0.64 
                 0.32 
               
               
                 Test Ex.(129) 
                 5.1 
                  9.7 
                 2500.0 
                 25.8 
                 112.4 
                 0.63 
                 0.31 
               
               
                 Test Ex.(130) 
                 5.2 
                  9.8 
                 2500.0 
                 25.5 
                 111.8 
                 0.63 
                 0.31 
               
               
                 Test Ex.(131) 
                 5.2 
                  9.9 
                 2500.0 
                 25.2 
                 111.1 
                 0.63 
                 0.32 
               
               
                 Test Ex.(132) 
                 5.2 
                 10.1 
                 2500.0 
                 24.8 
                 110.5 
                 0.63 
                 0.31 
               
               
                 Test Ex.(133) 
                 5.1 
                 10.2 
                 2500.0 
                 24.5 
                 109.9 
                 0.64 
                 0.30 
               
               
                 Test Ex.(134) 
                 5.1 
                  9.6 
                 2500.0 
                 26.1 
                 112.9 
                 0.61 
                 0.34 
               
               
                 Test Ex.(135) 
                 5.2 
                  9.7 
                 2500.0 
                 25.8 
                 112.2 
                 0.64 
                 0.31 
               
               
                 Test Ex.(136) 
                 5.2 
                  9.8 
                 2500.0 
                 25.4 
                 111.6 
                 0.64 
                 0.33 
               
               
                 Test Ex.(137) 
                 5.2 
                 10.0 
                 2500.0 
                 25.1 
                 111.0 
                 0.60 
                 0.32 
               
               
                 Test Ex.(138) 
                 5.2 
                 10.1 
                 2500.0 
                 24.8 
                 110.4 
                 0.62 
                 0.34 
               
               
                 Test Ex.(139) 
                 5.3 
                 10.2 
                 2500.0 
                 24.4 
                 109.8 
                 0.64 
                 0.32 
               
               
                 Test Ex.(140) 
                 5.1 
                 10.4 
                 2500.0 
                 24.1 
                 109.2 
                 0.63 
                 0.33 
               
               
                   
               
            
           
         
       
     
     As can be seen from the results of Table 2, the case where each of the hole transport layer, the light emitting auxiliary layer, and the light emitting layer compared compound of Formula 1, the driving voltage can be significantly lowered, and the luminous efficiency and lifespan are significantly improved, compared to the case where one or two layers of these comprises compound of Formula 1, or the case where these layers do not comprise the compound of Formula 1. 
     Specifically, the driving voltage, efficiency and life time are remarkably improved in Comparative Examples 2 to 4 using compound represented by Formula 1 of the present invention as an emission-auxiliary layer rather than Comparative Example 1 using NPB as a hole transport compound and CBP as compound of a light emitting layer. In addition, the driving voltage, efficiency and life time are improved in Comparative Examples 3 and 4 using compound of the present invention represented by Formula 1 in two layers rather than in Comparative Example 2 using the compound in one layer. 
     It seems that this is because the compound represented by Formula 1 is always used in three layers, and their combination electrochemically synergizes to improve the overall performance of the element, such as charge balance. Moreover, since the light emitting layer according to an embodiment of the present invention includes a mixture, electrons and holes move and energy is transferred not only along the energy level of each material, but also a new region(exciplex) having a new energy level formed by mixing. As a result, it seems that efficiency and lifetime are further improved, compared to the case where a single compound is used. 
     Although the exemplary embodiments of the present invention have been described for illustrative purposes, those skilled in the art to which the present invention pertains will be capable of various modifications without departing from the essential characteristics of the present invention. Therefore, the embodiment disclosed herein is intended to illustrate the scope of the technical idea of the present invention, and the spirit and scope of the present invention are not limited by the embodiments. The scope of the present invention shall be construed on the basis of the accompanying claims, and it shall be construed that all of the technical ideas included within the scope equivalent to the claims belong to the present invention.