Patent Description:
The object of the present invention is to provide molecules which are suitable for use in optoelectronic devices.

This object is achieved by the invention which provides a new class of organic molecules.

<CIT> discloses organic compounds and an organic electroluminescent element comprising the same.

<CIT> refers to polycyclic compounds and organic light emitting device comprising same.

However, organic light-emitting diodes of the prior art show an insufficient stability.

According to the invention the organic molecules are purely organic molecules, i.e. they do not contain any metal ions in contrast to metal complexes known for the use in optoelectronic devices. The organic molecules of the invention, however, include metalloids, in particular B, Si, Sn, Se, and/or Ge.

According to the present invention, the organic molecules exhibit emission maxima in the blue, sky-blue or green spectral range. The organic molecules exhibit in particular emission maxima between <NUM> and <NUM>, preferably between <NUM> and <NUM>, more preferably between <NUM> and <NUM>. The photoluminescence quantum yields of the organic molecules according to the invention are, in particular, <NUM> % or more. The use of the molecules according to the invention in an optoelectronic device, for example an organic light-emitting diode (OLED), leads to higher efficiencies or higher color purity, expressed by the full width at half maximum (FWHM) of emission, of the device. Corresponding OLEDs have a higher stability than OLEDs with known emitter materials and comparable color.

The organic light-emitting molecules according to the invention comprise or consist of a structure of formula I,
<CHM>
wherein.

Any adjacent two of RI, R", RIII, RIV, RV, RVI, RVII, RE, RF, RG and RH of the organic may form a monocyclic ring system with <NUM>, <NUM>, <NUM> or <NUM> C-atoms.

At least RA and RB as well as RC and RD of the organic molecule form a non-aromatic monocyclic ring system with <NUM>, <NUM>, <NUM> or <NUM> C-atoms,
wherein, optionally, each hydrogen can independently from each other substituted by R<NUM>.

Optionally, each hydrogen of the organic molecule is independently substituted by deuterium or halogen.

In some embodiments of the organic molecule, each of RI, RII, RIII, RIV, RV, RVI and RVII are independently selected from the group consisting of hydrogen, deuterium, halogen,.

The term "monocyclic ring system" in particular refers to a non-aromatic ring system.

In some embodiments of the organic molecule, each of RI, RII, RIII, RIV, RV, RVI and RVII are independently selected from the group consisting of hydrogen, deuterium, halogen, Me, tBu, Ph (phenyl), cyclohexyl, and carbazole,
wherein, optionally, any adjacent two of RI, RII, RIII and RIV together form a monocyclic ring system with <NUM>-<NUM> C-atoms,
wherein, optionally, each hydrogen can independently from each other be substituted by Me.

In some embodiments of the organic molecule, each of RI, RII, RIII, RIV, RV, RVI and RVII are independently selected from the group consisting of hydrogen, deuterium, halogen, Me, tBu, Ph, cyclohexyl, and carbazole.

In some embodiments of the organic molecule, either RI and RIV, or RII and RIII are cyclohexyl.

In some embodiments of the organic molecule, either RI and RIV, or RII and RIII are Ph.

In some embodiments of the organic molecule, either RI and RIV, or RII and RIII are Me.

In some embodiments of the organic molecule, RI, RII, RIII and RIV are hydrogen.

In a preferred embodiment of the organic molecule, RVII is Me.

In a preferred embodiment of the organic molecule, RVII is hydrogen.

In one embodiment, the organic molecule comprises or consists of structure of formula la, which is an example for RA and RB as well as RC and RD forming a monocyclic ring system with <NUM> C-atoms:
<CHM>.

In some embodiments, the organic molecule comprises or consists of the structure of formula la, wherein each of RI, RII, RIII, RIV, RV, RVI, RVII, RE, RF, RG and RH are independently selected from the group consisting of hydrogen, deuterium, halogen, Me, tBu, Ph, cyclohexyl, and carbazole,
wherein, optionally, any adjacent two of RI, R", RIII, RIV, RE, RF, RG and RH together form a monocyclic ring system with <NUM>-<NUM> C-atoms,
wherein, optionally, each hydrogen can independently from each other be substituted by Me.

In some embodiments, the organic molecule comprises or consists of the structure of formula la, wherein each of RI, RII, RIII, RIV, RV, RVI, RVII, RE, RF, RG and RH are independently selected from the group consisting of hydrogen, deuterium, halogen, Me, tBu, Ph, cyclohexyl, and carbazole.

In some embodiments, the organic molecule comprises or consists of the structure of formula la, wherein either RI and RIV, or RII and RIII are cyclohexyl.

In some embodiments, the organic molecule comprises or consists of the structure of formula la, wherein either RI and RIV, or RII and RIII are Ph.

In some embodiments, the organic molecule comprises or consists of the structure of formula la, wherein either RI and RIV, or RII and RIII are Me.

In some embodiments, the organic molecule comprises or consists of the structure of formula la, wherein RI, RII, RIII and RIV are hydrogen.

In some embodiments, the organic molecule comprises or consists of the structure of formula la, wherein RF and RG are tBu.

In a preferred embodiment, the organic molecule comprises or consists of the structure of formula la, wherein RVII is Me.

In a preferred embodiment, the organic molecule comprises or consists of the structure of formula la, wherein RVII is hydrogen.

In one embodiment, the organic molecule comprises or consists of structure of formula la-<NUM>, which is an example for RA and RB, RC and RD, RE and RF, as well as RG and RH forming a monocyclic ring system with <NUM> C-atoms:
<CHM>.

In some embodiments, the organic molecule comprises or consists of the structure of formula la-<NUM>, wherein each of RI, RII, RIII, RIV, RV, RVI and RVII are independently selected from the group consisting of hydrogen, deuterium, halogen, Me, tBu, Ph, cyclohexyl, and carbazole,
wherein, optionally, any adjacent two of RI, RII, RIII and RIV together form a monocyclic ring system with <NUM>-<NUM> C-atoms,
wherein, optionally, each hydrogen can independently from each other be substituted by Me.

In some embodiments, the organic molecule comprises or consists of the structure of formula la-<NUM>, wherein each of RI, R", RIII, RIV, RV, RVI and RVII are independently selected from the group consisting of hydrogen, deuterium, halogen, Me, tBu, Ph, cyclohexyl, and carbazole.

In some embodiments, the organic molecule comprises or consists of the structure of formula la-<NUM>, wherein either RI and RIV, or RII and RIII are cyclohexyl.

In some embodiments, the organic molecule comprises or consists of the structure of formula la-<NUM>, wherein either RI and RIV, or RII and RIII are Ph.

In some embodiments, the organic molecule comprises or consists of the structure of formula la-<NUM>, wherein either RI and RIV, or RII and RIII are Me.

In some embodiments, the organic molecule comprises or consists of the structure of formula la-<NUM>, wherein RI, RII, RIII and RIV are hydrogen.

In a preferred embodiment, the organic molecule comprises or consists of the structure of formula la-<NUM>, wherein RVII is Me.

In a preferred embodiment, the organic molecule comprises or consists of the structure of formula la-<NUM>, wherein RVII is hydrogen.

In one embodiment, the organic molecule comprises or consists of structure of formula Ib, which is an example where RA and RB as well as RC and RD form a monocyclic ring system with <NUM> C-atoms:
<CHM>.

In some embodiments, the organic molecule comprises or consists of the structure of formula lb, wherein each of RI, RII, RIII, RIV, RV, RVI, RVII, RE, RF, RG and RH are independently selected from the group consisting of hydrogen, deuterium, halogen, Me, tBu, Ph, cyclohexyl, and carbazole,
wherein, optionally, any adjacent two of RI, R", RIII, RIV, RE, RF, RG and RH together form a monocyclic ring system with <NUM>-<NUM> C-atoms,
wherein, optionally, each hydrogen can independently from each other be substituted by Me.

In some embodiments, the organic molecule comprises or consists of the structure of formula lb, wherein each of RI, RII, RIII, RIV, RV, RVI, RVII, RE, RF, RG and RH are independently selected from the group consisting of hydrogen, deuterium, halogen, Me, tBu, Ph, cyclohexyl, and carbazole.

In some embodiments, the organic molecule comprises or consists of the structure of formula lb, wherein either RI and RIV, or RII and RIII are cyclohexyl.

In some embodiments, the organic molecule comprises or consists of the structure of formula lb, wherein either RI and RIV, or RII and RIII are Ph.

In some embodiments, the organic molecule comprises or consists of the structure of formula lb, wherein either RI and RIV, or RII and RIII are Me.

In some embodiments, the organic molecule comprises or consists of the structure of formula lb, wherein RI, RII, RIII and RIV are hydrogen.

In some embodiments, the organic molecule comprises or consists of the structure of formula lb, wherein RF and RG are tBu.

In a preferred embodiment, the organic molecule comprises or consists of the structure of formula lb, wherein RVII is Me.

In a preferred embodiment, the organic molecule comprises or consists of the structure of formula lb, wherein RVII is hydrogen.

In one embodiment, the organic molecule comprises or consists of structure of formula Ib-<NUM>, which is an example of RA and RB, RC and RD, RE and RF, as well as RG and RH each forming a monocyclic ring system with <NUM> C-atoms:
<CHM>.

In some embodiments, the organic molecule comprises or consists of the structure of formula Ib-<NUM>, wherein each of RI, RII, RIII, RIV, RV, RVI and RVII are independently selected from the group consisting of hydrogen, deuterium, halogen, Me, tBu, Ph, cyclohexyl, and carbazole,
wherein, optionally, any adjacent two of RI, RII, RIII and RIV together form a monocyclic ring system with <NUM>-<NUM> C-atoms,
wherein, optionally, each hydrogen can independently from each other be substituted by Me.

In some embodiments, the organic molecule comprises or consists of the structure of formula Ib-<NUM>, wherein each of RI, RII, RIII, RIV, RV, RVI and RVII are independently selected from the group consisting of hydrogen, deuterium, halogen, Me, tBu, Ph, cyclohexyl, and carbazole.

In some embodiments, the organic molecule comprises or consists of the structure of formula Ib-<NUM>, wherein either RI and RIV, or RII and RIII are cyclohexyl.

In some embodiments, the organic molecule comprises or consists of the structure of formula Ib-<NUM>, wherein either RI and RIV, or RII and RIII are Ph.

In some embodiments, the organic molecule comprises or consists of the structure of formula Ib-<NUM>, wherein either RI and RIV, or RII and RIII are Me.

In some embodiments, the organic molecule comprises or consists of the structure of formula Ib-<NUM>, wherein RI, RII, RIII and RIV are hydrogen.

In a preferred embodiment, the organic molecule comprises or consists of the structure of formula Ib-<NUM>, wherein RVII is Me.

In a preferred embodiment, the organic molecule comprises or consists of the structure of formula Ib-<NUM>, wherein RVII is hydrogen.

As used throughout the present application, the terms "aryl" and "aromatic" may be understood in the broadest sense as any mono-, bi- or polycyclic aromatic moieties. Accordingly, an aryl group contains <NUM> to <NUM> aromatic ring atoms, and a heteroaryl group contains <NUM> to <NUM> aromatic ring atoms, of which at least one is a heteroatom. Notwithstanding, throughout the application the number of aromatic ring atoms may be given as subscripted number in the definition of certain substituents. In particular, the heteroaromatic ring includes one to three heteroatoms. Again, the terms "heteroaryl" and "heteroaromatic" may be understood in the broadest sense as any mono-, bi- or polycyclic hetero-aromatic moieties that include at least one heteroatom. The heteroatoms may at each occurrence be the same or different and be individually selected from the group consisting of N, O and S. Accordingly, the term "arylene" refers to a divalent substituent that bears two binding sites to other molecular structures and thereby serving as a linker structure. In case, a group in the exemplary embodiments is defined differently from the definitions given here, for example, the number of aromatic ring atoms or number of heteroatoms differs from the given definition, the definition in the exemplary embodiments is to be applied. According to the invention, a condensed (annulated) aromatic or heteroaromatic polycycle is built of two or more single aromatic or heteroaromatic cycles, which formed the polycycle via a condensation reaction.

In particular, as used throughout, the term "aryl group or heteroaryl group" comprises groups which can be bound via any position of the aromatic or heteroaromatic group, derived from benzene, naphthaline, anthracene, phenanthrene, pyrene, dihydropyrene, chrysene, perylene, fluoranthene, benzanthracene, benzphenanthrene, tetracene, pentacene, benzpyrene, furan, benzofuran, isobenzofuran, dibenzofuran, thiophene, benzothiophene, isobenzothiophene, dibenzothiophene; pyrrole, indole, isoindole, carbazole, pyridine, quinoline, isoquinoline, acridine, phenanthridine, benzo-<NUM>,<NUM>-quinoline, benzo-<NUM>,<NUM>-quinoline, benzo-<NUM>,<NUM>-quinoline, phenothiazine, phenoxazine, pyrazole, indazole, imidazole, benzimidazole, naphthoimidazole, phenanthroimidazole, pyridoimidazole, pyrazinoimidazole, quinoxalinoimidazole, oxazole, benzoxazole, napthooxazole, anthroxazol, phenanthroxazol, isoxazole, <NUM>,<NUM>-thiazole, <NUM>,<NUM>-thiazole, benzothiazole, pyridazine, benzopyridazine, pyrimidine, benzopyrimidine, <NUM>,<NUM>,<NUM>-triazine, quinoxaline, pyrazine, phenazine, naphthyridine, carboline, benzocarboline, phenanthroline, <NUM>,<NUM>,<NUM>-triazole, <NUM>,<NUM>,<NUM>-triazole, benzotriazole, <NUM>,<NUM>,<NUM>-oxadiazole, <NUM>,<NUM>,<NUM>-oxadiazole, <NUM>,<NUM>,<NUM>-oxadiazole, <NUM>,<NUM>,<NUM>,<NUM>-tetrazine, purine, pteridine, indolizine and benzothiadiazole or combinations of the abovementioned groups.

As used throughout, the term "cyclic group" may be understood in the broadest sense as any mono-, bi- or polycyclic moieties.

As used throughout, the term "biphenyl" as a substituent may be understood in the broadest sense as ortho-biphenyl, meta-biphenyl, or para-biphenyl, wherein ortho, meta and para is defined in regard to the binding site to another chemical moiety.

As used throughout, the term "alkyl group" may be understood in the broadest sense as any linear, branched, or cyclic alkyl substituent. In particular, the term alkyl comprises the substituents methyl (Me), ethyl (Et), n-propyl ("Pr), i-propyl (iPr), cyclopropyl, n-butyl ("Bu), i-butyl (iBu), s-butyl (sBu), t-butyl (tBu), cyclobutyl, <NUM>-methylbutyl, n-pentyl, s-pentyl, t-pentyl, <NUM>-pentyl, neo-pentyl, cyclopentyl, n-hexyl, s-hexyl, t-hexyl, <NUM>-hexyl, <NUM>-hexyl, neo-hexyl, cyclohexyl, <NUM>-methylcyclopentyl, <NUM>-methylpentyl, n-heptyl, <NUM>-heptyl, <NUM>-heptyl, <NUM>-heptyl, cycloheptyl, <NUM>-methylcyclohexyl, n-octyl, <NUM>-ethylhexyl, cyclooctyl, <NUM>-bicyclo[<NUM>,<NUM>,<NUM>]octyl, <NUM>-bicyclo[<NUM>,<NUM>,<NUM>]-octyl, <NUM>-(<NUM>,<NUM>-dimethyl)octyl, <NUM>-(<NUM>,<NUM>-dimethyl)octyl, adamantyl, <NUM>,<NUM>,<NUM>-trifluorethyl, <NUM>,<NUM>-dimethyl-n-hex-<NUM>-yl, <NUM>,<NUM>-dimethyl-n-hept-<NUM>-yl, <NUM>,<NUM>-dimethyl-n-oct-<NUM>-yl, <NUM>,<NUM>-dimethyl-n-dec-<NUM>-yl, <NUM>,<NUM>-dimethyl-n-dodec-<NUM>-yl, <NUM>,<NUM>-dimethyl-n-tetradec-<NUM>-yl, <NUM>,<NUM>-dimethyl-n-hexadec-<NUM>-yl, <NUM>,<NUM>-dimethyl-n-octadec-<NUM>-yl, <NUM>,<NUM>-diethyl-n-hex-<NUM>-yl, <NUM>,<NUM>-diethyl-n-hept-<NUM>-yl, <NUM>,<NUM>-diethyl-n-oct-<NUM>-yl, <NUM>,<NUM>-diethyl-n-dec-<NUM>-yl, <NUM>,<NUM>-diethyl-n-dodec-<NUM>-yl, <NUM>,<NUM>-diethyl-n-tetradec-<NUM>-yl, <NUM>,<NUM>-diethyln-n-hexadec-<NUM>-yl, <NUM>,<NUM>-diethyl-n-octadec-<NUM>-yl, <NUM>-(n-propyl)-cyclohex-<NUM>-yl, <NUM>-(n-butyl)-cyclohex-<NUM>-yl, <NUM>-(n-hexyl)-cyclohex-<NUM>-yl, <NUM>-(n-octyl)-cyclohex-<NUM>-yl and <NUM>-(n-decyl)-cyclohex-<NUM>-yl.

As used throughout, the term "alkenyl" comprises linear, branched, and cyclic alkenyl substituents. The term "alkenyl group", for example, comprises the substituents ethenyl, propenyl, butenyl, pentenyl, cyclopentenyl, hexenyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl or cyclooctadienyl.

As used throughout, the term "alkynyl" comprises linear, branched, and cyclic alkynyl substituents. The term "alkynyl group", for example, comprises ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl or octynyl.

As used throughout, the term "alkoxy" comprises linear, branched, and cyclic alkoxy substituents. The term "alkoxy group" exemplarily comprises methoxy, ethoxy, n-propoxy, i-propoxy, n-butoxy, i-butoxy, s-butoxy, t-butoxy and <NUM>-methylbutoxy.

As used throughout, the term "thioalkoxy" comprises linear, branched, and cyclic thioalkoxy substituents, in which the O of the exemplarily alkoxy groups is replaced by S.

As used throughout, the terms "halogen" and "halo" may be understood in the broadest sense as being preferably fluorine, chlorine, bromine, or iodine.

Whenever hydrogen (H) is mentioned herein, it could also be replaced by deuterium at each occurrence.

It is understood that when a molecular fragment is described as being a substituent or otherwise attached to another moiety, its name may be written as if it were a fragment (e.g. naphtyl, dibenzofuryl) or as if it were the whole molecule (e.g. naphthalene, dibenzofuran). As used herein, these different ways of designating a substituent or attached fragment are considered to be equivalent.

In one embodiment, the organic molecules according to the invention have an excited state lifetime of not more than <NUM>, of not more than <NUM>, in particular of not more than <NUM>, more preferably of not more than <NUM> or not more than <NUM> in a film of poly(methyl methacrylate) (PMMA) with <NUM> % by weight of organic molecule at room temperature.

In one embodiment, the organic molecules according to the invention have an excited state lifetime of not more than <NUM>, of not more than <NUM>, in particular of not more than <NUM>, more preferably of not more than <NUM> or not more than <NUM> in a film of poly(methyl methacrylate) (PMMA) with <NUM>-<NUM> % by weight, in particular with <NUM>% by weight of organic molecule at room temperature.

In a further embodiment of the invention, the organic molecules according to the invention have an emission peak in the visible or nearest ultraviolet range, i.e., in the range of a wavelength of from <NUM> to <NUM>, with a full width at half maximum of less than <NUM> eV, preferably less than <NUM> eV, more preferably less than <NUM> eV, even more preferably less than <NUM> eV or even less than <NUM> eV in a film of poly(methyl methacrylate) (PMMA) with <NUM> % by weight of organic molecule at room temperature.

In a further embodiment of the invention, the organic molecules according to the invention have an emission peak in the visible or nearest ultraviolet range, i.e., in the range of a wavelength of from <NUM> to <NUM>, with a full width at half maximum of less than <NUM> eV, preferably less than <NUM> eV, more preferably less than <NUM> eV, even more preferably less than <NUM> eV or even less than <NUM> eV in a film of poly(methyl methacrylate) (PMMA) with <NUM>-<NUM> % by weight, in particular with <NUM>% by weight of organic molecule at room temperature.

Orbital and excited state energies can be determined either by means of experimental methods. The energy of the highest occupied molecular orbital EHOMO is determined by methods known to the person skilled in the art from cyclic voltammetry measurements with an accuracy of <NUM> eV. The energy of the lowest unoccupied molecular orbital ELUMO is calculated as EHOMO + Egap, wherein Egap is determined as follows: For host compounds, the onset of the emission spectrum of a film with <NUM> % by weight of host in poly(methyl methacrylate) (PMMA) is used as Egap , unless stated otherwise. For emitter molecules, Egap is determined as the energy at which the excitation and emission spectra of a film with <NUM> % by weight of emitter in PMMA cross. For the organic molecules according to the invention, Egap is determined as the energy at which the excitation and emission spectra of a film with <NUM> % by weight of emitter in PMMA cross.

The energy of the first excited triplet state T1 is determined from the onset of the emission spectrum at low temperature, typically at <NUM>. For host compounds, where the first excited singlet state and the lowest triplet state are energetically separated by > <NUM> eV, the phosphorescence is usually visible in a steady-state spectrum in <NUM>-Me-THF. The triplet energy can thus be determined as the onset of the phosphorescence spectrum. For TADF emitter molecules, the energy of the first excited triplet state T1 is determined from the onset of the delayed emission spectrum at <NUM>, if not otherwise stated, measured in a film of PMMA with <NUM> % by weight of emitter and in case of the organic molecules according to the invention with <NUM> % by weight of the organic molecules according to the invention. Both for host and emitter compounds, the energy of the first excited singlet state S1 is determined from the onset of the emission spectrum, if not otherwise stated, measured in a film of PMMA with <NUM> % by weight of host or emitter compound and in case of the organic molecules according to the invention with <NUM> % by weight of the organic molecules according to the invention.

The onset of an emission spectrum is determined by computing the intersection of the tangent to the emission spectrum with the x-axis. The tangent to the emission spectrum is set at the high-energy side of the emission band and at the point at half maximum of the maximum intensity of the emission spectrum.

In one embodiment, the organic molecules according to the invention have an onset of the emission spectrum, which is energetically close to the emission maximum, i.e. the energy difference between the onset of the emission spectrum and the energy of the emission maximum is below <NUM> eV, preferably below <NUM> eV, or even below <NUM> eV, while the full width at half maximum (FWHM) of the organic molecules is less than <NUM> eV, preferably less than <NUM> eV, more preferably less than <NUM> eV, even more preferably less than <NUM> eV or even less than <NUM> eV in a film of poly(methyl methacrylate) (PMMA) with <NUM> % by weight of organic molecule at room temperature, resulting in a CIEy coordinate below <NUM>, preferably below <NUM>, more preferably below <NUM> or even more preferred below <NUM>.

In one embodiment, the organic molecules according to the invention have an onset of the emission spectrum, which is energetically close to the emission maximum, i.e. the energy difference between the onset of the emission spectrum and the energy of the emission maximum is below <NUM> eV, preferably below <NUM> eV, or even below <NUM> eV, while the full width at half maximum (FWHM) of the organic molecules is less than <NUM> eV, preferably less than <NUM> eV, more preferably less than <NUM> eV, even more preferably less than <NUM> eV or even less than <NUM> eV in a film of poly(methyl methacrylate) (PMMA) with <NUM>-<NUM> % by weight, in particular with <NUM>% by weight of organic molecule at room temperature, resulting in a CIEy coordinate below <NUM>, preferably below <NUM>, more preferably below <NUM> or even more preferred below <NUM>.

A further aspect of the invention relates to the use of an organic molecule of the invention as a luminescent emitter or as an absorber, and/or as a host material and/or as an electron transport material, and/or as a hole injection material, and/or as a hole blocking material in an optoelectronic device.

A preferred embodiment relates to the use of an organic molecule according to the invention as a luminescent emitter in an optoelectronic device.

The optoelectronic device may be understood in the broadest sense as any device based on organic materials that is suitable for emitting light in the visible or nearest ultraviolet (UV) range, i.e., in the range of a wavelength of from <NUM> to <NUM>. More preferably, the optoelectronic device may be able to emit light in the visible range, i.e., of from <NUM> to <NUM>.

In the context of such use, the optoelectronic device is more particularly selected from the group consisting of:.

In a preferred embodiment in the context of such use, the optoelectronic device is a device selected from the group consisting of an organic light emitting diode (OLED), a light emitting electrochemical cell (LEC), and a light-emitting transistor.

In the case of the use, the fraction of the organic molecule according to the invention in the emission layer in an optoelectronic device, more particularly in an OLED, is <NUM> % to <NUM> % by weight, more particularly <NUM> % to <NUM> % by weight. In an alternative embodiment, the proportion of the organic molecule in the emission layer is <NUM> % by weight.

In one embodiment, the light-emitting layer comprises not only the organic molecules according to the invention, but also a host material whose triplet (T1) and singlet (S1) energy levels are energetically higher than the triplet (T1) and singlet (S1) energy levels of the organic molecule.

A further aspect of the invention relates to a composition comprising or consisting of:.

In one embodiment, the light-emitting layer comprises (or essentially consists of) a composition comprising or consisting of:.

In a particular embodiment, the light-emitting layer EML comprises (or essentially consists of) a composition comprising or consisting of:.

Preferably, energy can be transferred from the host compound H to the one or more organic molecules according to the invention, in particular transferred from the first excited triplet state T1(H) of the host compound H to the first excited triplet state T1(E) of the one or more organic molecules according to the invention E and/ or from the first excited singlet state S1(H) of the host compound H to the first excited singlet state S1(E) of the one or more organic molecules according to the invention E.

In one embodiment, the host compound H has a highest occupied molecular orbital HOMO(H) having an energy EHOMO(H) in the range of from -<NUM> to -<NUM> eV and the at least one further host compound D has a highest occupied molecular orbital HOMO(D) having an energy EHOMO(D), wherein EHOMO(H) > EHOMO(D).

In a further embodiment, the host compound H has a lowest unoccupied molecular orbital LUMO(H) having an energy ELUMO(H) and the at least one further host compound D has a lowest unoccupied molecular orbital LUMO(D) having an energy ELUMO(D), wherein ELUMO(H) > ELUMO(D).

In one embodiment, the host compound H has a highest occupied molecular orbital HOMO(H) having an energy EHOMO(H) and a lowest unoccupied molecular orbital LUMO(H) having an energy ELUMO(H), and.

In one embodiment of the invention the host compound D and/ or the host compound H is a thermally-activated delayed fluorescence (TADF)-material. TADF materials exhibit a ΔEST value, which corresponds to the energy difference between the first excited singlet state (S1) and the first excited triplet state (T1), of less than <NUM>-<NUM>. Preferably the TADF material exhibits a ΔEST value of less than <NUM>-<NUM>, more preferably less than <NUM>-<NUM>, even more preferably less than <NUM>-<NUM> or even less than <NUM>-<NUM>.

In one embodiment, the host compound D is a TADF material and the host compound H exhibits a ΔEST value of more than <NUM>-<NUM>. In a particular embodiment, the host compound D is a TADF material and the host compound H is selected from group consisting of CBP, mCP, mCBP, <NUM>-[<NUM>-(dibenzofuran-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>-(dibenzofuran-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>-(dibenzothiophen-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>,<NUM>-bis(<NUM>-dibenzofuranyl)phenyl]-<NUM>-carbazole and <NUM>-[<NUM>,<NUM>-bis(<NUM>-dibenzothiophenyl)phenyl]-<NUM>-carbazole.

In one embodiment, the host compound H is a TADF material and the host compound D exhibits a ΔEST value of more than <NUM>-<NUM>. In a particular embodiment, the host compound H is a TADF material and the host compound D is selected from group consisting of T2T (<NUM>,<NUM>,<NUM>-tris(biphenyl-<NUM>-yl)-<NUM>,<NUM>,<NUM>-triazine), T3T (<NUM>,<NUM>,<NUM>-tris(triphenyl-<NUM>-yl)-<NUM>,<NUM>,<NUM>-triazine) and/or TST (<NUM>,<NUM>,<NUM>-tris(<NUM>,<NUM>'-spirobifluorene-<NUM>-yl)-<NUM>,<NUM>,<NUM>-triazine).

In a further aspect, the invention relates to an optoelectronic device comprising an organic molecule or a composition of the type described here, more particularly in the form of a device selected from the group consisting of organic light-emitting diode (OLED), light-emitting electrochemical cell, OLED sensor, more particularly gas and vapour sensors not hermetically externally shielded, organic diode, organic solar cell, organic transistor, organic field-effect transistor, organic laser and down-conversion element.

In a preferred embodiment, the optoelectronic device is a device selected from the group consisting of an organic light emitting diode (OLED), a light emitting electrochemical cell (LEC), and a light-emitting transistor.

In one embodiment of the optoelectronic device of the invention, the organic molecule according to the invention E is used as emission material in a light-emitting layer EML.

In one embodiment of the optoelectronic device of the invention, the light-emitting layer EML consists of the composition according to the invention described here.

When the optoelectronic device is an OLED, it may, for example, have the following layer structure:.

wherein the OLED comprises each layer selected from the group of HIL, HTL, EBL, HBL, ETL, and EIL only optionally, different layers may be merged and the OLED may comprise more than one layer of each layer type defined above.

Furthermore, the optoelectronic device may, in one embodiment, comprise one or more protective layers protecting the device from damaging exposure to harmful species in the environment including, for example, moisture, vapor and/or gases.

In one embodiment of the invention, the optoelectronic device is an OLED, with the following inverted layer structure:.

wherein the OLED comprises each layer selected from the group of HIL, HTL, EBL, HBL, ETL, and EIL only optionally, different layers may be merged and the OLED may comprise more than one layer of each layer types defined above.

In one embodiment of the invention, the optoelectronic device is an OLED, which may have a stacked architecture. In this architecture, contrary to the typical arrangement in which the OLEDs are placed side by side, the individual units are stacked on top of each other. Blended light may be generated with OLEDs exhibiting a stacked architecture, in particular white light may be generated by stacking blue, green and red OLEDs. Furthermore, the OLED exhibiting a stacked architecture may comprise a charge generation layer (CGL), which is typically located between two OLED subunits and typically consists of a n-doped and p-doped layer with the n-doped layer of one CGL being typically located closer to the anode layer.

In one embodiment of the invention, the optoelectronic device is an OLED, which comprises two or more emission layers between anode and cathode. In particular, this so-called tandem OLED comprises three emission layers, wherein one emission layer emits red light, one emission layer emits green light and one emission layer emits blue light, and optionally may comprise further layers such as charge generation layers, blocking or transporting layers between the individual emission layers. In a further embodiment, the emission layers are adjacently stacked. In a further embodiment, the tandem OLED comprises a charge generation layer between each two emission layers. In addition, adjacent emission layers or emission layers separated by a charge generation layer may be merged.

The substrate may be formed by any material or composition of materials. Most frequently, glass slides are used as substrates. Alternatively, thin metal layers (e.g., copper, gold, silver or aluminum films) or plastic films or slides may be used. This may allow for a higher degree of flexibility. The anode layer A is mostly composed of materials allowing to obtain an (essentially) transparent film. As at least one of both electrodes should be (essentially) transparent in order to allow light emission from the OLED, either the anode layer A or the cathode layer C is transparent. Preferably, the anode layer A comprises a large content or even consists of transparent conductive oxides (TCOs). Such anode layer A may, for example, comprise indium tin oxide, aluminum zinc oxide, fluorine doped tin oxide, indium zinc oxide, PbO, SnO, zirconium oxide, molybdenum oxide, vanadium oxide, tungsten oxide, graphite, doped Si, doped Ge, doped GaAs, doped polyaniline, doped polypyrrol and/or doped polythiophene.

The anode layer A (essentially) may consist of indium tin oxide (ITO) (e.g., (InO<NUM>)<NUM>(SnO<NUM>)<NUM>). The roughness of the anode layer A caused by the transparent conductive oxides (TCOs) may be compensated by using a hole injection layer (HIL). Further, the HIL may facilitate the injection of quasi charge carriers (i.e., holes) in that the transport of the quasi charge carriers from the TCO to the hole transport layer (HTL) is facilitated. The hole injection layer (HIL) may comprise poly-<NUM>,<NUM>-ethylendioxy thiophene (PEDOT), polystyrene sulfonate (PSS), MoO<NUM>, V<NUM>O<NUM>, CuPC or Cul, in particular a mixture of PEDOT and PSS. The hole injection layer (HIL) may also prevent the diffusion of metals from the anode layer A into the hole transport layer (HTL). The HIL may, for example, comprise PEDOT:PSS (poly-<NUM>,<NUM>-ethylendioxy thiophene: polystyrene sulfonate), PEDOT (poly-<NUM>,<NUM>-ethylendioxy thiophene), mMTDATA (<NUM>,<NUM>',<NUM>"-tris[phenyl(m-tolyl)amino]triphenylamine), Spiro-TAD (<NUM>,<NUM>',<NUM>,<NUM>'-tetrakis(n,n-diphenylamino)-<NUM>,<NUM>'-spirobifluorene), DNTPD (N1,N1'-(biphenyl-<NUM>,<NUM>'-diyl)bis(N1-phenyl-N4,N4-di-m-tolylbenzene-<NUM>,<NUM>-diamine), NPB (N,N'-nis-(<NUM>-naphthalenyl)-N,N'-bis-phenyl-(<NUM>,<NUM>'-biphenyl)-<NUM>,<NUM>'-diamine), NPNPB (N,N'-diphenyl-N,N'-di-[<NUM>-(N,N-diphenyl-amino)phenyl]benzidine), MeO-TPD (N,N,N',N'-tetrakis(<NUM>-methoxyphenyl)benzidine), HAT-CN (<NUM>,<NUM>,<NUM>,<NUM>,<NUM>,<NUM>-hexaazatriphenylen-hexacarbonitrile) and/or Spiro-NPD (N,N'-diphenyl-N,N'-bis-(<NUM>-naphthyl)-<NUM>,<NUM>'-spirobifluorene-<NUM>,<NUM>-diamine).

Adjacent to the anode layer A or hole injection layer (HIL), a hole transport layer (HTL) is typically located. Herein, any hole transport compound may be used. For example, electron-rich heteroaromatic compounds such as triarylamines and/or carbazoles may be used as hole transport compound. The HTL may decrease the energy barrier between the anode layer A and the light-emitting layer EML. The hole transport layer (HTL) may also be an electron blocking layer (EBL). Preferably, hole transport compounds bear comparably high energy levels of their triplet states T1. For example, the hole transport layer (HTL) may comprise a star-shaped heterocycle such as tris(<NUM>-carbazoyl-<NUM>-ylphenyl)amine (TCTA), poly-TPD (poly(<NUM>-butylphenyl-diphenyl-amine)), [alpha]-NPD (poly(<NUM>-butylphenyl-diphenyl-amine)), TAPC (<NUM>,<NUM>'-cyclohexyliden-bis[N,N-bis(<NUM>-methylphenyl)benzenamine]), <NUM>-TNATA (<NUM>,<NUM>',<NUM>"-tris[<NUM>-naphthyl(phenyl)amino]triphenylamine), Spiro-TAD, DNTPD, NPB, NPNPB, MeO-TPD, HAT-CN and/or TrisPcz (<NUM>,<NUM>'-diphenyl-<NUM>-(<NUM>-phenyl-<NUM>-carbazol-<NUM>-yl)-<NUM>,<NUM>'H-<NUM>,<NUM>'-bicarbazole). In addition, the HTL may comprise a p-doped layer, which may be composed of an inorganic or organic dopant in an organic hole-transporting matrix. Transition metal oxides such as vanadium oxide, molybdenum oxide or tungsten oxide may, for example, be used as inorganic dopant. Tetrafluorotetracyanoquinodimethane (F<NUM>-TCNQ), copper-pentafluorobenzoate (Cu(I)pFBz) or transition metal complexes may, for example, be used as organic dopant.

The EBL may, for example, comprise mCP (<NUM>,<NUM>-bis(carbazol-<NUM>-yl)benzene), TCTA, <NUM>-TNATA, mCBP (<NUM>,<NUM>-di(<NUM>-carbazol-<NUM>-yl)biphenyl), tris-Pcz, CzSi (<NUM>-(<NUM>-tert-Butylphenyl)-<NUM>,<NUM>-bis(triphenylsilyl)-<NUM>-carbazole), and/or DCB (N,N'-dicarbazolyl-<NUM>,<NUM>-dimethylbenzene).

Adjacent to the hole transport layer (HTL), the light-emitting layer EML is typically located. The light-emitting layer EML comprises at least one light emitting molecule. Particularly, the EML comprises at least one light emitting molecule according to the invention E. In one embodiment, the light-emitting layer comprises only the organic molecules according to the invention. Typically, the EML additionally comprises one or more host materials H. For example, the host material H is selected from CBP (<NUM>,<NUM>'-Bis-(N-carbazolyl)-biphenyl), mCP, mCBP Sif87 (dibenzo[b,d]thiophen-<NUM>-yltriphenylsilane), CzSi, Sif88 (dibenzo[b,d]thiophen-<NUM>-yl)diphenylsilane), DPEPO (bis[<NUM>-(diphenylphosphino)phenyl] ether oxide), <NUM>-[<NUM>-(dibenzofuran-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>-(dibenzofuran-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>-(dibenzothiophen-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>,<NUM>-bis(<NUM>-dibenzofuranyl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>,<NUM>-bis(<NUM>-dibenzothiophenyl)phenyl]-<NUM>-carbazole, T2T (<NUM>,<NUM>,<NUM>-tris(biphenyl-<NUM>-yl)-<NUM>,<NUM>,<NUM>-triazine), T3T (<NUM>,<NUM>,<NUM>-tris(triphenyl-<NUM>-yl)-<NUM>,<NUM>,<NUM>-triazine) and/or TST (<NUM>,<NUM>,<NUM>-tris(<NUM>,<NUM>'-spirobifluorene-<NUM>-yl)-<NUM>,<NUM>,<NUM>-triazine). The host material H typically should be selected to exhibit first triplet (T1) and first singlet (S1) energy levels, which are energetically higher than the first triplet (T1) and first singlet (S1) energy levels of the organic molecule.

In one embodiment of the invention, the EML comprises a so-called mixed-host system with at least one hole-dominant host and one electron-dominant host. In a particular embodiment, the EML comprises exactly one light emitting organic molecule according to the invention and a mixed-host system comprising T2T as electron-dominant host and a host selected from CBP, mCP, mCBP, <NUM>-[<NUM>-(dibenzofuran-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>-(dibenzofuran-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>-(dibenzothiophen-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>,<NUM>-bis(<NUM>-dibenzofuranyl)phenyl]-<NUM>-carbazole and <NUM>-[<NUM>,<NUM>-bis(<NUM>-dibenzothiophenyl)phenyl]-<NUM>-carbazole as hole-dominant host. In a further embodiment the EML comprises <NUM>-<NUM> % by weight, preferably <NUM>-<NUM> % by weight of a host selected from CBP, mCP, mCBP, <NUM>-[<NUM>-(dibenzofuran-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>-(dibenzofuran-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>-(dibenzothiophen-<NUM>-yl)phenyl]-<NUM>-carbazole, <NUM>-[<NUM>,<NUM>-bis(<NUM>-dibenzofuranyl)phenyl]-<NUM>-carbazole and <NUM>-[<NUM>,<NUM>-bis(<NUM>-dibenzothiophenyl)phenyl]-<NUM>-carbazole; <NUM>-<NUM> % by weight, preferably <NUM>-<NUM> % by weight of T2T and <NUM>-<NUM> % by weight, preferably <NUM>-<NUM> % by weight of light emitting molecule according to the invention.

Adjacent to the light-emitting layer EML, an electron transport layer (ETL) may be located. Herein, any electron transporter may be used. Exemplarily, electron-poor compounds such as, e.g., benzimidazoles, pyridines, triazoles, oxadiazoles (e.g., <NUM>,<NUM>,<NUM>-oxadiazole), phosphinoxides and sulfone, may be used. An electron transporter may also be a star-shaped heterocycle such as <NUM>,<NUM>,<NUM>-tri(<NUM>-phenyl-<NUM>-benzo[d]imidazol-<NUM>-yl)phenyl (TPBi). The ETL may comprise NBphen (<NUM>,<NUM>-bis(naphthalen-<NUM>-yl)-<NUM>,<NUM>-diphenyl-<NUM>,<NUM>-phenanthroline), Alq<NUM> (Aluminum-tris(<NUM>-hydroxyquinoline)), TSPO1 (diphenyl-<NUM>-triphenylsilylphenyl-phosphinoxide), BPyTP2 (<NUM>,<NUM>-di(<NUM>,<NUM>'-bipyridin-<NUM>-yl)triphenyle), Sif87 (dibenzo[b,d]thiophen-<NUM>-yltriphenylsilane), Sif88 (dibenzo[b,d]thiophen-<NUM>-yl)diphenylsilane), BmPyPhB (<NUM>,<NUM>-bis[<NUM>,<NUM>-di(pyridin-<NUM>-yl)phenyl]benzene) and/or BTB (<NUM>,<NUM>'-bis-[<NUM>-(<NUM>,<NUM>-diphenyl-<NUM>,<NUM>,<NUM>-triazinyl)]-<NUM>,<NUM>'-biphenyl). Optionally, the ETL may be doped with materials such as Liq. The electron transport layer (ETL) may also block holes or a holeblocking layer (HBL) is introduced.

The HBL may, for example, comprise BCP (<NUM>,<NUM>-dimethyl-<NUM>,<NUM>-diphenyl-<NUM>,<NUM>-phenanthroline = Bathocuproine), BAlq (bis(<NUM>-hydroxy-<NUM>-methylquinoline)-(<NUM>-phenylphenoxy)aluminum), NBphen (<NUM>,<NUM>-bis(naphthalen-<NUM>-yl)-<NUM>,<NUM>-diphenyl-<NUM>,<NUM>-phenanthroline), Alq<NUM> (Aluminum-tris(<NUM>-hydroxyquinoline)), TSPO1 (diphenyl-<NUM>-triphenylsilylphenyl-phosphinoxide), T2T (<NUM>,<NUM>,<NUM>-tris(biphenyl-<NUM>-yl)-<NUM>,<NUM>,<NUM>-triazine), T3T (<NUM>,<NUM>,<NUM>-tris(triphenyl-<NUM>-yl)-<NUM>,<NUM>,<NUM>-triazine), TST (<NUM>,<NUM>,<NUM>-tris(<NUM>,<NUM>'-spirobifluorene-<NUM>-yl)-<NUM>,<NUM>,<NUM>-triazine), and/or TCB/TCP (<NUM>,<NUM>,<NUM>-tris(N-carbazolyl)benzol/ <NUM>,<NUM>,<NUM>-tris(carbazol)-<NUM>-yl) benzene).

Adjacent to the electron transport layer (ETL), a cathode layer C may be located. The cathode layer C may, for example, comprise or consist of a metal (e.g., Al, Au, Ag, Pt, Cu, Zn, Ni, Fe, Pb, LiF, Ca, Ba, Mg, In, W, or Pd) or a metal alloy. For practical reasons, the cathode layer may also consist of (essentially) intransparent metals such as Mg, Ca or Al. Alternatively or additionally, the cathode layer C may also comprise graphite and or carbon nanotubes (CNTs). Alternatively, the cathode layer C may also consist of nanoscalic silver wires.

An OLED may further, optionally, comprise a protection layer between the electron transport layer (ETL) and the cathode layer C (which may be designated as electron injection layer (EIL)). This layer may comprise lithium fluoride, cesium fluoride, silver, Liq (<NUM>-hydroxyquinolinolatolithium), Li<NUM>O, BaF<NUM>, MgO and/or NaF.

Optionally, the electron transport layer (ETL) and/or a hole blocking layer (HBL) may also comprise one or more host compounds H.

In order to modify the emission spectrum and/or the absorption spectrum of the light-emitting layer EML further, the light-emitting layer EML may further comprise one or more further emitter molecules F. Such an emitter molecule F may be any emitter molecule known in the art. Preferably such an emitter molecule F is a molecule with a structure differing from the structure of the molecules according to the invention E. The emitter molecule F may optionally be a TADF emitter. Alternatively, the emitter molecule F may optionally be a fluorescent and/or phosphorescent emitter molecule which is able to shift the emission spectrum and/or the absorption spectrum of the light-emitting layer EML. Exemplarily, the triplet and/or singlet excitons may be transferred from the organic emitter molecule according to the invention to the emitter molecule F before relaxing to the ground state S0 by emitting light typically red-shifted in comparison to the light emitted by an organic molecule. Optionally, the emitter molecule F may also provoke two-photon effects (i.e., the absorption of two photons of half the energy of the absorption maximum).

Optionally, an optoelectronic device (e.g., an OLED) may, for example, be an essentially white optoelectronic device. For example, such white optoelectronic device may comprise at least one (deep) blue emitter molecule and one or more emitter molecules emitting green and/or red light. Then, there may also optionally be energy transmittance between two or more molecules as described above.

As used herein, if not defined more specifically in the particular context, the designation of the colors of emitted and/or absorbed light is as follows:.

With respect to emitter molecules, such colors refer to the emission maximum. Therefore, for example, a deep blue emitter has an emission maximum in the range of from ><NUM> to <NUM>, a sky blue emitter has an emission maximum in the range of from ><NUM> to <NUM>, a green emitter has an emission maximum in a range of from ><NUM> to <NUM>, a red emitter has an emission maximum in a range of from ><NUM> to <NUM>.

A deep blue emitter may preferably have an emission maximum of below <NUM>, more preferably below <NUM>, even more preferably below <NUM> or even below <NUM>. It will typically be above <NUM>, preferably above <NUM>, more preferably above <NUM> or even above <NUM>.

Accordingly, a further aspect of the present invention relates to an OLED, which exhibits an external quantum efficiency at <NUM> cd/m<NUM> of more than <NUM> %, more preferably of more than <NUM> %, more preferably of more than <NUM> %, even more preferably of more than <NUM> % or even more than <NUM> % and/or exhibits an emission maximum between <NUM> and <NUM>, preferably between <NUM> and <NUM>, more preferably between <NUM> and <NUM>, even more preferably between <NUM> and <NUM> and/or exhibits a LT80 value at <NUM> cd/m<NUM> of more than <NUM>, preferably more than <NUM>, more preferably more than <NUM>, even more preferably more than <NUM> or even more than <NUM>. Accordingly, a further aspect of the present invention relates to an OLED, whose emission exhibits a CIEy color coordinate of less than <NUM>, preferably less than <NUM>, more preferably less than <NUM> or even more preferably less than <NUM> or even less than <NUM>.

A further aspect of the present invention relates to an OLED, which emits light at a distinct color point. According to the present invention, the OLED emits light with a narrow emission band (small full width at half maximum (FWHM)). In one aspect, the OLED according to the invention emits light with a FWHM of the main emission peak of less than <NUM> eV, preferably less than <NUM> eV, more preferably less than <NUM> eV, even more preferably less than <NUM> eV or even less than <NUM> eV.

A further aspect of the present invention relates to an OLED, which emits light with CIEx and CIEy color coordinates close to the CIEx (= <NUM>) and CIEy (= <NUM>) color coordinates of the primary color blue (CIEx = <NUM> and CIEy = <NUM>) as defined by ITU-R Recommendation BT. <NUM> (Rec. <NUM>) and thus is suited for the use in Ultra High Definition (UHD) displays, e.g. UHD-TVs. Accordingly, a further aspect of the present invention relates to an OLED, whose emission exhibits a CIEx color coordinate of between <NUM> and <NUM>, preferably between <NUM> and <NUM>, more preferably between <NUM> and <NUM> or even more preferably between <NUM> and <NUM> or even between <NUM> and <NUM> and/ or a CIEy color coordinate of between <NUM> and <NUM>, preferably between <NUM> and <NUM>, more preferably between <NUM> and <NUM> or even more preferably between <NUM> and <NUM> or even between <NUM> and <NUM>.

In a further aspect, the invention relates to a method for producing an optoelectronic component. In this case an organic molecule of the invention is used.

The optoelectronic device, in particular the OLED according to the present invention can be fabricated by any means of vapor deposition and/ or liquid processing. Accordingly, at least one layer is.

The methods used to fabricate the optoelectronic device, in particular the OLED according to the present invention are known in the art. The different layers are individually and successively deposited on a suitable substrate by means of subsequent deposition processes. The individual layers may be deposited using the same or differing deposition methods.

Vapor deposition processes, for example, comprise thermal (co)evaporation, chemical vapor deposition and physical vapor deposition. For active matrix OLED display, an AMOLED backplane is used as substrate. The individual layer may be processed from solutions or dispersions employing adequate solvents. Solution deposition process, for example, comprise spin coating, dip coating and jet printing. Liquid processing may optionally be carried out in an inert atmosphere (e.g., in a nitrogen atmosphere) and the solvent may be completely or partially removed by means known in the state of the art.

General synthesis scheme I provides a synthesis scheme for organic molecules according to the invention, wherein RI = RIII and RII = RIV and wherein n = <NUM> or <NUM>:
<CHM>
<CHM>
<CHM>
<CHM>.

General synthesis scheme I provides a synthesis scheme for organic molecules according to the invention, wherein RI = RIII, RII = RIV and wherein n = <NUM> or <NUM>;
<CHM>
<CHM>.

E1 (<NUM> equivalent), E2 (<NUM> equivalents), tris(dibenzylideneacetone)dipalladium Pd<NUM>(dba)<NUM> (<NUM> equivalents, <NPL>), tri-tert-butyl-phosphine P(tBu)<NUM> (<NUM> equivalents, <NPL>) and sodium tert-butoxide NaOtBu (<NUM> equivalents, <NPL>) are stirred under nitrogen atmosphere in toluene at <NUM>. After cooling down to room temperature (rt) the reaction mixture is extracted with toluene and brine and the phases are separated. The combined organic layers are dried over MgSO<NUM> and then the solvent is removed under reduced pressure. The crude product obtained is purified by recrystallization or column chromatography and I1 is obtained as solid.

I1 (<NUM> equivalents), E3 (<NUM> equivalents), tris(dibenzylideneacetone)dipalladium Pd<NUM>(dba)<NUM> (<NUM> equivalents; <NPL>), tri-tert-butyl-phosphine P(tBu)<NUM> (<NUM> equivalents, <NPL>) and sodium tert-butoxide NaOtBu (<NUM> equivalents, <NPL>) are stirred under nitrogen atmosphere in toluene at <NUM>. After cooling down to room temperature (rt) the reaction mixture is extracted with toluene and brine and the phases are separated. The combined organic layers are dried over MgSO<NUM> and then the solvent is removed under reduced pressure. The crude product obtained is purified by recrystallization or column chromatography and I2 is obtained as solid.

I2 (<NUM> equivalent) is stirred under nitrogen atmosphere in tBu-benzene at <NUM>. Tert-butyllithium (tBuLi, <NUM> equivalents, <NPL>) is added dropwise and the reaction is heated to <NUM>. The lithiation is quenched by slowly adding trimethyl borate (<NUM> equivalents, <NPL>) at room temperature. After heating the reaction mixture to <NUM> for <NUM>, the reaction mixture is cooled down to room temperature. Water is added and the mixture is stirred for another <NUM>. After extraction with ethyl acetate, the organic phase is dried over MgSO<NUM> and the solvent is removed under reduced pressure. The crude product obtained is purified by recrystallization or column chromatography and I3 is obtained as solid.

I3 (<NUM> equivalent) is stirred und nitrogen atmosphere in chlorobenzene. N,N-diisopropylethylamine (<NUM> equivalents, <NPL>) and aluminum chloride (AlCl<NUM>, <NUM> equivalents, <NPL>) are added and the reaction mixture is heated to <NUM>. After <NUM>, N,N-Diisopropylethylamine (<NUM> equivalents, <NPL>) and aluminum chloride (AlCl<NUM>, <NUM> equivalents, <NPL>) are added and the reaction mixture is stirred for <NUM>. After cooling down to room temperature, the reaction mixture is extracted between DCM and water. The organic phase is dried over MgSO<NUM> and the solvent is removed under reduced pressure. The residue is purified by recrystallization or column chromatography and P1 is obtained as a solid.

E3 (<NUM> equivalents), E2 (<NUM> equivalents), tris(dibenzylideneacetone)dipalladium Pd<NUM>(dba)<NUM> (<NUM> equivalents; <NPL>), tri-tert-butyl-phosphine P(tBu)<NUM> (<NUM> equivalents, <NPL>) and sodium tert-butoxide NaOtBu (<NUM> equivalents, <NPL>) are stirred under nitrogen atmosphere in toluene at <NUM>. After cooling down to room temperature (rt) the reaction mixture is extracted with toluene and brine and the phases are separated. The combined organic layers are dried over MgSO<NUM> and then the solvent is removed under reduced pressure. The crude product obtained is purified by recrystallization or column chromatography and I1. <NUM> is obtained as a highly viscous oil or a solid.

E1 (<NUM> equivalents), I1. <NUM> (<NUM> equivalents), tris(dibenzylideneacetone)dipalladium Pd<NUM>(dba)<NUM> (<NUM> equivalents; <NPL>), tri-tert-butyl-phosphine P(tBu)<NUM> (<NUM> equivalents, <NPL>) and sodium tert-butoxide NaOtBu (<NUM> equivalents, <NPL>) are stirred under nitrogen atmosphere in toluene at <NUM>. After cooling down to room temperature (rt) the reaction mixture is extracted with toluene and brine and the phases are separated. The combined organic layers are dried over MgSO<NUM> and then the solvent is removed under reduced pressure. The crude product obtained is purified by recrystallization or column chromatography and I2 is obtained as a solid.

Cyclic voltammograms are measured from solutions having concentration of <NUM>-<NUM> mol/L of the organic molecules in dichloromethane or a suitable solvent and a suitable supporting electrolyte (e.g. <NUM> mol/L of tetrabutylammonium hexafluorophosphate). The measurements are conducted at room temperature under nitrogen atmosphere with a three-electrode assembly (Working and counter electrodes: Pt wire, reference electrode: Pt wire) and calibrated using FeCp<NUM>/FeCp<NUM>+ as internal standard. The HOMO data was corrected using ferrocene as internal standard against a saturated calomel electrode (SCE).

Molecular structures are optimized employing the BP86 functional and the resolution of identity approach (RI). Excitation energies are calculated using the (BP86) optimized structures employing Time-Dependent DFT (TD-DFT) methods. Orbital and excited state energies are calculated with the B3LYP functional. Def2-SVP basis sets (and a m4-grid for numerical integration are used. The Turbomole program package is used for all calculations.

Photoluminescence spectroscopy and Time-Correlated Single-Photon Counting (TCSPC) Steady-state emission spectroscopy is measured by a Horiba Scientific, Modell FluoroMax-<NUM> equipped with a <NUM> W Xenon-Arc lamp, excitation- and emissions monochromators and a Hamamatsu R928 photomultiplier and a time-correlated single-photon counting option. Emissions and excitation spectra are corrected using standard correction fits.

Excited state lifetimes are determined employing the same system using the TCSPC method with FM-<NUM> equipment and a Horiba Yvon TCSPC hub.

Data analysis (exponential fit) is done using the software suite DataStation and DAS6 analysis software. The fit is specified using the chi-squared-test.

For photoluminescence quantum yield (PLQY) measurements an Absolute PL Quantum Yield Measurement C9920-<NUM> system (Hamamatsu Photonics) is used. Quantum yields and CIE coordinates are determined using the software U6039-<NUM> version <NUM>.

Emission maxima are given in nm, quantum yields Φ in % and CIE coordinates as x,y values. PLQY is determined using the following protocol:.

Optoelectronic devices, in particular OLED devices, comprising organic molecules according to the invention can be produced via vacuum-deposition methods. If a layer contains more than one compound, the weight-percentage of one or more compounds is given in %. The total weight-percentage values amount to <NUM> %, thus if a value is not given, the fraction of this compound equals to the difference between the given values and <NUM> %.

The not fully optimized OLEDs are characterized using standard methods and measuring electroluminescence spectra, the external quantum efficiency (in %) in dependency on the intensity, calculated using the light detected by the photodiode, and the current. The OLED device lifetime is extracted from the change of the luminance during operation at constant current density. The LT50 value corresponds to the time, where the measured luminance decreased to <NUM> % of the initial luminance, analogously LT80 corresponds to the time point, at which the measured luminance decreased to <NUM> % of the initial luminance, LT <NUM> to the time point, at which the measured luminance decreased to <NUM> % of the initial luminance etc..

Accelerated lifetime measurements are performed (e.g. applying increased current densities). For example, LT80 values at <NUM> cd/m<NUM> are determined using the following equation: <MAT> wherein L<NUM> denotes the initial luminance at the applied current density.

The values correspond to the average of several pixels (typically two to eight), the standard deviation between these pixels is given.

HPLC-MS analysis is performed on an HPLC by Agilent (<NUM> series) with MS-detector (Thermo LTQ XL).

Exemplarly a typical HPLC method is as follows: a reverse phase column <NUM>,<NUM> x <NUM>, particle size <NUM>,<NUM> from Agilent (ZORBAX Eclipse Plus 95Å C18, <NUM> x <NUM>, <NUM> HPLC column) is used in the HPLC. The HPLC-MS measurements are performed at room temperature (rt) following gradients.

An injection volume of <NUM>µL from a solution with a concentration of <NUM>/mL of the analyte is taken for the measurements.

Ionization of the probe is performed using an atmospheric pressure chemical ionization (APCI) source either in positive (APCI +) or negative (APCI -) ionization mode.

MS (HPLC-MS), m/z (retention time): <NUM> (<NUM>).

The emission maximum of example <NUM> (<NUM>% by weight in PMMA) is at <NUM>, the full width at half maximum (FWHM) is <NUM> eV, the CIEx and CIEy coordinate is <NUM> and <NUM>, respectively.

(Note: In the drawn structures, tBu denotes a bound tertiary butyl group, such that
<CHM>
is equal to
<CHM>.

Claim 1:
Organic molecule, comprising a structure of formula I:
<CHM>
wherein
RI, RII, RIII, RIV, RV, RVI, RVII, RE, RF, RG and RH are independently selected from the group consisting of:
hydrogen, deuterium, halogen,
C<NUM>-C<NUM>-alkyl,
wherein optionally one or more hydrogen atoms are independently substituted by R<NUM>;
C<NUM>-C<NUM>-aryl,
wherein optionally one or more hydrogen atoms are independently substituted R<NUM>; and C<NUM>-C<NUM>-heteroaryl,
wherein optionally one or more hydrogen atoms are independently substituted R<NUM>;
R<NUM> is at each occurrence independently selected from the group consisting of:
hydrogen, deuterium, halogen,
C<NUM>-C<NUM>-alkyl,
wherein optionally one or more hydrogen atoms are independently substituted by R<NUM>;
C<NUM>-C<NUM>-aryl,
wherein optionally one or more hydrogen atoms are independently substituted R<NUM>; and C<NUM>-C<NUM>-heteroaryl,
wherein optionally one or more hydrogen atoms are independently substituted R<NUM>;
R<NUM> is at each occurrence independently selected from the group consisting of:
hydrogen, deuterium, halogen,
C<NUM>-C<NUM>-alkyl,
C<NUM>-C<NUM>-aryl,
wherein optionally one or more hydrogen atoms are independently substituted by C<NUM>-C<NUM>-alkyl substituents; and
C<NUM>-C<NUM>-heteroaryl,
wherein optionally one or more hydrogen atoms are independently substituted by C<NUM>-C<NUM>-alkyl substituents;
wherein, optionally, any adjacent two of the group consisting of RI, RII, RIII, RIV, RV, RVI, RVII, RE, RF, RG and RH can form a monocyclic ring system with <NUM> to <NUM> C-atoms;
wherein at least RA together with RB and RC together with RD form a monocyclic non-aromatic ring system with <NUM> to <NUM> C-atoms,
wherein, optionally, each hydrogen can independently be substituted by R<NUM>;
optionally, each hydrogen is independently substituted by deuterium or halogen,
and wherein the term alkyl comprises linear, branched, or cyclic alkyl substituents.