Patent Application: US-17142288-A

Abstract:
aromatic diolefinic compounds including 1 , 4 - divinylbenzene derivatives , which are useful not only as organic photoconductive materials for electrophotography , but also as intermediates for producing diethyl aromatic compounds which are also useful as organic photoconductive materials for electrophotography , the aromatic diethyl compounds , an electrophotographic photoconductor containing any of the above aromatic diethyl compounds in a photosensitve layer thereof , and a charge transporting medium containing any of the aromatic diethyl compound are disclosed .

Description:
the aromatic diolefinic compounds according to the present invention have the following general formula ( i ): wherein a represents an n - substituted carbazolyl group which may have a substituent such as an alkyl group having 1 to 5 carbon atoms and a phenyl group which may have a substituent such as an alkyl group having 1 to 5 carbon atoms and an alkoxyl group having 1 to 5 carbon atoms ; or ## str7 ## wherein ar 1 represents an unsubstituted or substituted aromatic hydrocarbon group or a heterocyclic group , and r 1 and r 2 each represent an unsubstituted or substituted alkyl group , or an unsubstituted or substituted aryl group ; and ar represents an unsubstituted or substituted aromatic hydrocarbon group . examples of the aromatic hydrocarbon group represented by ar or ar 1 are a phenylene group , a naphthylene group , a biphenylene group , an anthranylene group , and an n - substituted carbazole group , each of which may have a substituent , for example , an alkyl group having 1 to 5 carbon atoms , an alkoxyl group having 1 to 5 carbon atoms and halogen such as f , cl and br . an example of the heterocyclic group represented by ar 1 is a thienylene group . examples of the alkyl group represented by r 1 and r 2 are an alkyl group having 1 to 5 carbon atoms and a benzyl group . an example of the aryl group represented by r 1 and r 2 is a phenyl group . examples of a substituent of the groups represented by r 1 and r 2 are an alkyl group having 1 to 5 carbon atoms , an alkoxyl group having 1 to 5 carbon atoms , halogen , a phenyl group , and a cyano group . the above aromatic diolefinic compounds can be prepared by reacting one mole of a phosphorous compound of formula ( ia ) with two moles of an aldehyde compound of formula ( ib ) in the presence of a basic catalyst at temperatures ranging from room temperature to about 100 ° c . : wherein y represents a triphenylphosphonium group of the formula ## str8 ## in which z . sup .⊖ indicates a halogen ion such as br , i and cl ; or a dialkylphosphonate group of the formula -- po ( or ) 2 in which r represents an alkyl group having 1 to 5 carbon atoms and ar represents an unsubstituted or substituted aromatic hydrocarbon group . where a represents an n - substituted carbazolyl group which may have a substituent such as an alkyl group having 1 to 5 carbon atoms and a phenyl group which may have a substituent such as an alkyl group having 1 to 5 carbon atoms and an alkoxyl group having 1 to 5 carbon atoms ; or ## str9 ## wherein ar 1 represents an unsubstituted or substituted aromatic hydrocarbon group or a heterocyclic group , and r 1 and r 2 each represent an unsubstituted or substituted alkyl group , or an unsubstituted or substituted aryl group . the 1 , 4 - divinylbenzene derivatives according to the present invention have the following general formula ( ii ): ## str10 ## wherein a is the same as that defined in the above mentioned general formula ( i ). the above 1 , 4 - divinylbenzene derivatives can be prepared by reacting one mole of a phosphorous compound of formula ( iia ) with two moles of the previously mentioned aldehyde compound of formula ( ib ) in the same manner as in the case of the above aromatic diolefinic compounds of the formula ( i ). ## str11 ## wherein y represents a triphenylphosphonium group of the formula ## str12 ## in which z . sup .⊖ indicates a halogen ion such as br , i and cl ; or a dialkylphosphonate group of the formula -- po ( or ) 2 in which r represents an alkyl group having 1 to 5 carbon atoms and ar represents an unsubstituted or substituted aromatic hydrocarbon group . the phosphorous compounds of the formula ( ia ) or formula ( iia ) can be prepared without difficulty , for example , by heating a corresponding xylylene dihalide and a trialkyl phosphite or triphenylphosphine without any solvent or in a solvent , such as toluene , tetrahydrofuran or n , n - dimethylformamide . as the trialkyl phosphite , those having alkyl groups with 1 to 4 carbon atoms , in particular , those having methyl groups or ethyl groups are preferable for use in the present invention . as mentioned above , any of the thus prepared phosphorous compounds of the formula ( ia ) or ( iia ) is allowed to react with the aldehyde compound of the formula ( ib ) in the presence of a basic catalyst at temperatures ranging from room temperature to about 100 ° c . as the basic catalyst for the above reaction , sodium hydroxide , potassium hydroxide , sodium amide , sodium hydride , and alcoholates such as sodium methylate and potassium tert - butoxide , can be employed . as the reaction solvent , the following can be employed : methanol , ethanol , isopropanol , butanol , 2 - methoxyethanol , 1 , 2 - dimethoxyethane , bis ( 2 - methoxyethyl ) ether , dioxane , tetrahydrofuran , toluene , xylene , dimethyl sulfoxide , n , n - dimethylformamide , n - methylpyrrolidone and 1 , 3 - dimethyl - 2 - imidazolidinone . of the above solvents , polar solvents , for example , n , n - dimethylformamide and dimethyl sulfoxide are particularly suitable for this reaction . the reaction temperature for the above reaction can be set in a relatively wide range , depending upon ( i ) the stability of the solvent employed in the presence of the basic catalyst , ( ii ) the reactivities of the condensation components , that is , the phosphorous compounds of the formulae ( ia ) and ( iia ) and the aldehyde compound of the formula ( ib ), and ( iii ) the properties of the basic catalyst which works as a condensation agent in this reaction . when , for example , a polar solvent is employed as the reaction solvent , the reaction temperature can be set in the range of room temperature to about 100 ° c ., more preferably in the range of room temperature to about 80 ° c . however , if it is desired to shorten the reaction time or when a less reactive condensation agent is employed , the reaction temperature can be elevated beyond the aforementioned range . preparation of aromatic diolefinic compounds of the formula ( i ), a -- ch ═ ch -- ar -- ch ═ ch -- a , will now be explained in detail with reference to the following examples : 60 ml of n , n - dimethylformamide was added to a mixture of 3 . 78 g ( 10 . 0 mmol ) of m - xylene - α , α &# 39 ;- diyl tetraethyldiphosphonate and 5 . 47 g ( 20 . 0 mmol ) of 4 - n , n - diphenylaminobenzaldehyde . to this mixture , 3 . 37 g ( 30 mmol ) of potassium tert - butoxide was added over a period of 10 minutes , with stirring , with the temperature of the reaction mixture maintained at 27 °˜ 32 ° c . after the addition of the potassium tert - butoxide , the reaction mixture was stirred at room temperature for 5 hours and then diluted with 500 ml of water . the reaction mixture was extracted with toluene . the organic layer portion of the extract was washed with water and then dried with magnesium sulfate . the toluene was removed by evaporation from the organic layer portion , whereby a yellow oily material was obtained . the yellow oily material was chromatographed over a column of silica gel - toluene / n - hexane ( volume ratio of 1 / 2 ), so that a yellow material was obtained . the thus obtained yellow material was recrystallized from a mixed solvent of ethanol and 2 - butanone , whereby 3 . 70 g of 1 , 3 - bis ( 4 - n , n - diphenylaminostyryl ) benzene , aromatic olefinic compound no . 1 - 1 according to the present invention , was obtained as light yellow crystals in a 60 . 0 % yield . the melting point of the product was at 178 . 0 °˜ 180 . 0 ° c . the result of the elemental analysis of the thus obtained 1 , 3 - bis ( 4 - n , n - diphenylaminostyryl ) benzene were as follows : ______________________________________ % c % h % n______________________________________found 89 . 61 5 . 73 4 . 28calculated 89 . 58 5 . 88 4 . 54______________________________________ the above calculation was based on the formula for 1 , 3 - bis ( 4 - n , n - diphenylaminostyryl ) benzene of c 46 h 36 n 2 . an infrared spectrum of the above synthesized 1 , 3 - bis ( 4 - n , n - diphenylaminostyryl ) benzene , taken by use of a kbr pellet , is shown in fig1 indicating a peak at 960 cm - 1 which is characteristic of the c -- h out - of - plane deformation vibrations of a trans olefine . aromatic diolefinic compounds no . 1 - 2 to no . 1 - 9 as shown in the following table 1 were obtained in the same manner as in synthesis example 1 - 1 . table 1__________________________________________________________________________achcharchchasynthesis elemental foundexamples m . p . analysis ( calculated ) no . ar a (° c .) % c % h % n__________________________________________________________________________1 - 2 ## str13 ## ## str14 ## 184 . 0 ˜ 186 . 0 89 . 28 ( 89 . 56 ) 5 . 86 ( 5 . 89 ) 4 . 56 ( 4 . 54 ) 1 - 3 ## str15 ## ## str16 ## 238 . 0 ˜ 240 . 5 87 . 56 ( 89 . 23 ) 6 . 92 ( 6 . 60 ) 4 . 07 ( 4 . 17 ) 1 - 4 ## str17 ## ## str18 ## 207 . 0 ˜ 212 . 0 81 . 28 ( 81 . 49 ) 5 . 91 ( 6 . 02 ) 3 . 50 ( 3 . 80 ) 1 - 5 ## str19 ## ## str20 ## 232 . 0 ˜ 234 . 0 89 . 58 ( 89 . 79 ) 6 . 67 ( 6 . 47 ) 3 . 50 ( 3 . 74 ) 1 - 6 ## str21 ## ## str22 ## 284 . 0 ˜ 286 . 0 83 . 85 ( 83 . 98 )* 6 . 35 ( 6 . 42 )* 4 . 36 ( 4 . 48 )* 1 - 7 ## str23 ## ## str24 ## 285 . 5 ˜ 290 . 0 85 . 10 ( 85 . 20 ) 6 . 43 ( 6 . 61 ) 3 . 79 ( 3 . 82 ) 1 - 8 ## str25 ## ## str26 ## 160 . 0 81 . 28 ( 81 . 48 ) 6 . 09 ( 6 . 03 ) 3 . 92 ( 3 . 80 ) 1 - 9 ## str27 ## ## str28 ## & gt ; 320 85 . 72 ( 85 . 99 ) 8 . 45 ( 8 . 44 ) 5 . 49 ( 5 . 57 ) __________________________________________________________________________ * calculated as c . sub . 50 h . sub . 44 n . sub . 2 o . sub . 2 . 1 / 3 dmf 70 ml of n , n - dimethylformamide was added to a mixture of 3 . 78 g ( 10 . 0 mmol ) of p - xylene - α , α &# 39 ;- diyl tetraethyldiphosphonate and 6 . 67 g ( 20 . 0 mmol ) of 4 - n , n - bis ( 4 - methoxyphenyl ) aminobenzaldehyde . to this mixture , 3 . 37 g ( 30 mmol ) of potassium tert - butoxide was added over a period of 1 hour , with stirring , with the temperature of the reaction mixture maintained at 21 °˜ 36 ° c . after the addition of the potassium tert - butoxide , the reaction mixture was stirred at room temperature for 5 hours and then diluted with 300 ml of water . the reaction mixture was neutralized , with stirring , with acetic acid . crystals separated from the reaction mixture , which were filtered off , washed with water and methanol , whereby yellow crystals were obtained . the thus obtained yellow crystals were chromatographed over a column of silica gel - toluene and then recrystallized from a mixed solvent of ethanol and 2 - butanone , whereby 4 . 00 g of 1 , 4 - bis [ 4 - n , n - bis ( 4 - methoxyphenyl ) aminostyryl ] benzene , 1 , 4 - divinylbenzene derivative no . 2 - 1 according to the present invention , was obtained as orange needle - like crystals in a 54 . 3 % yield . the melting point of the product was at 177 . 5 °˜ 180 . 0 ° c . the result of the elemental analysis of the thus obtained 1 , 4 - bis [ 4 - n , n - bis ( 4 - methoxyphenyl ) aminostyryl ] benzene were as follows : ______________________________________ % c % h % n______________________________________found 81 . 54 5 . 93 3 . 61calculated 81 . 49 6 . 02 3 . 80______________________________________ the above calculation was based on the formula for 1 , 4 - bis [ 4 - n , n - bis ( 4 - methoxyphenyl ) aminostyryl ] benzene of c 50 h 44 n 2 o 4 . an infrared spectrum of the above synthesized 1 , 4 - bis [ 4 - n , n - bis ( 4 - methoxyphenyl ) aminostyryl ] benzene , taken by use of a kbr pellet , is shown in fig2 indicating a peak at 963 cm - 1 which is characteristic of the c -- h out - of - plane deformation vibrations of a trans olefine . synthesis example 2 - 1 was repeated except that the 4 - n , n - bis ( 4 - methoxyphenyl ) aminobenzaldehyde employed in synthesis example 2 - 1 was replaced , whereby 1 , 4 - divinylbenzene derivatives no . 2 - 2 to no . 2 - 15 as shown in the following table 2 were obtained . table 2__________________________________________________________________________ ## str29 ## synthesis elemental foundexamples m . p . analysis ( calculated ) no . a (° c .) % c % h % n__________________________________________________________________________2 - 2 ## str30 ## & gt ; 300 84 . 90 ( 84 . 74 ) 7 . 63 ( 7 . 66 ) 7 . 41 ( 7 . 60 ) 2 - 3 ## str31 ## 273 . 5 ˜ 275 . 5 85 . 57 ( 87 . 76 ) 6 . 56 ( 6 . 55 ) 5 . 52 ( 5 . 69 ) 2 - 4 ## str32 ## 195 . 0 ˜ 197 . 5 89 . 28 ( 89 . 40 ) 6 . 20 ( 6 . 25 ) 4 . 14 ( 4 . 35 ) 2 - 5 ## str33 ## 224 . 7 ˜ 232 . 0 88 . 30 ( 88 . 19 ). sup . ( a ) 6 . 66 ( 6 . 67 ) 4 . 48 ( 4 . 56 ) 2 - 6 ## str34 ## 214 . 5 ˜ 216 . 5 89 . 65 ( 89 . 40 ) 6 . 14 ( 6 . 25 ) 4 . 39 ( 4 . 35 ) 2 - 7 ## str35 ## 221 . 0 ˜ 226 . 5 89 . 46 ( 89 . 25 ) 6 . 69 ( 6 . 59 ) 3 . 99 ( 4 . 16 ) 2 - 8 ## str36 ## 227 . 0 ˜ 230 . 0 87 . 30 ( 87 . 25 ). sup . ( b ) 6 . 52 ( 6 . 44 ) 4 . 79 ( 5 . 13 ) 2 - 9 ## str37 ## 172 . 0 ˜ 175 . 3 85 . 02 ( 85 . 17 ) 6 . 04 ( 5 . 96 ) 4 . 01 ( 4 . 14 ) 2 - 10 ## str38 ## 227 . 0 ˜ 229 . 0 80 . 70 ( 80 . 57 ) 5 . 11 ( 5 . 01 ) 4 . 00 ( 4 . 09 ) 2 - 11 ## str39 ## 268 . 5 ˜ 271 . 5 86 . 25 ( 86 . 45 ) 5 . 08 ( 5 . 15 ) 8 . 41 ( 8 . 40 ) 2 - 12 ## str40 ## 262 . 0 ˜ 264 . 5 90 . 11 ( 90 . 47 ) 5 . 56 ( 5 . 62 ) 3 . 91 ( 3 . 91 ) 2 - 13 ## str41 ## 255 . 0 ˜ 258 . 0 79 . 49 ( 79 . 57 ). sup . ( c ) 6 . 02 ( 6 . 03 ) 4 . 69 ( 4 . 61 ) 2 - 14 ## str42 ## 270 . 0 ˜ 273 . 0 88 . 30 ( 88 . 32 ) 6 . 45 ( 6 . 25 ) 5 . 50 ( 5 . 42 ) 2 - 15 ## str43 ## & gt ; 300 91 . 22 ( 91 . 27 ) 5 . 72 ( 5 . 69 ) 2 . 88 ( 3 . 04 ) __________________________________________________________________________ . sup . ( a ) calculated as c . sub . 50 h . sub . 44 n . sub . 2 . 1 / 4 dmf . sup . ( b ) calculated as c . sub . 48 h . sub . 40 n . sub . 2 . 1 / 2 dmf . sup . ( c ) calculated as c . sub . 46 h . sub . 40 n . sub . 2 s . sub . 2 . 1 / 3 dmf as mentioned previously , the above aromatic diethyl compounds can be prepared by reducing the aromatic olefinic compound of the previously mentioned formula ( i ). in the above reduction , catalysts such as metals , metal salts , metal hydrides and catalysts for hydrogenation in general use may be employed . of these catalysts , catalysts for hydrogenation are most practical and convenient for use . examples of such catalysts for hydrogenation are platinum catalysts , paradium catalysts , rhodium catalysts , nickel catalysts , cobalt catalysts , and ziegler catalysts . it is preferable that the amount of such a catalyst be in the range of 5 ˜ 20 wt . % of the olefine compound to be reduced . preferable solvents for use in this reduction reaction are , for example , ethanol , methanol , dioxane , n - hexane , tetrahydrofuran , ethyl acetate , n , n - dimethylformamide , toluene , and benenzene . of these solvents , dioxane , tetrahydrofuran , and n , n - dimethylformamide are most preferable for use in view of the solubility of the olefine compound in the solvents . the reaction temperature and the pressure of hydrogen may be chosen from a wide range , depending upon the reducing power of the employed catalyst and other conditions for reduction . however , it is preferable that the reduction be performed at room temperature and at atmospheric pressure in view of the safety and suppression of side reactions during the reduction reaction . 2 . 50 g of 1 , 4 - bis ( 4 - n , n - diphenylaminostyryl ) benzene was dissolved in 50 ml of tetrahydrofuran . to this solution , 0 . 25 g of a 5 % paradium - carbon was added and the 1 , 4 - bis ( 4 - n , n - diphenylaminostyryl ) benzene was hydrogenated with a hydrogen pressure of 1 atm at 19 ° c . in a shaker hydrogenation apparatus . after the hydrogenation , the reaction mixture was filtered together with sellaite to obatin a filtrate . the filtrate was distilled under reduced pressure to remove tetrahydrofuran therefrom , so that white crystals were obtained . the white crystals were chromatographed over a column of silca gel - toluene , and then recrystallized from a mixed solvent of ethanol and ethyl acetate , whereby 2 . 18 g of 1 , 4 - bis [ 2 -( 4 - n , n - diphenylaminophenyl ) ethyl ] benzene , aromatic diethyl compound no . 3 - 1 according to the present invention , was obtained in the form of white needle - like crystals in a 86 . 5 % yield . the melting point of the product was at 162 . 5 °˜ 163 . 5 ° c . the result of the elemental analysis of the thus obtained 1 , 4 - bis [ 2 -( 4 - n , n - diphenylaminophenyl ) ethyl ] benzene were as follows : ______________________________________ % c % h % n______________________________________found 88 . 95 6 . 64 4 . 30calculated 88 . 99 6 . 50 4 . 51______________________________________ the above calculation was based on the formula for 1 , 4 - bis [ 2 -( 4 - n , n - diphenylaminophenyl ) ethyl ] benzene of c 46 h 40 n 2 . an infrared spectrum of the above synthesized 1 , 4 - bis [ 2 -( 4 - n , n - diphenylaminophenyl ) ethyl ] benzene , taken by use of a kbr pellet , is shown in fig4 indicating the disappearance of a peak at 963 cm - 1 which is characteristic of the c -- h out - of - plane deformation vibrations of the trans olefine in the starting material of the above synthesis . aromatic diethyl compounds no . 3 - 2 to 3 - 16 as listed in the following table 3 according to the present invention were prepared in the same manner as in synthesis example 3 - 1 . table 3__________________________________________________________________________ ## str44 ## synthesis elemental foundexamples m . p . analysis ( calculated ) no . a (° c .) % c % h % n__________________________________________________________________________3 - 2 ## str45 ## 163 . 7 ˜ 165 . 0 83 . 90 ( 83 . 82 ) 8 . 71 ( 8 . 66 ) 7 . 40 ( 7 . 52 ) 3 - 3 ## str46 ## 131 . 5 ˜ 132 . 5 87 . 21 ( 87 . 05 ) 7 . 28 ( 7 . 31 ) 5 . 44 ( 5 . 64 ) 3 - 4 ## str47 ## 127 . 0 ˜ 128 . 2 88 . 50 ( 88 . 71 ) 7 . 10 ( 7 . 15 ) 4 . 05 ( 4 . 14 ) 3 - 5 ## str48 ## 125 . 5 ˜ 127 . 0 88 . 90 ( 88 . 85 ) 6 . 79 ( 6 . 83 ) 4 . 16 ( 4 . 32 ) 3 - 6 ## str49 ## 92 . 5 ˜ 95 . 0 88 . 80 ( 88 . 84 ) 6 . 85 ( 6 . 84 ) 4 . 09 ( 4 . 32 ) 3 - 7 ## str50 ## 118 . 5 ˜ 119 . 0 88 . 88 ( 88 . 70 ) 7 . 12 ( 7 . 16 ) 4 . 10 ( 4 . 14 ) 3 - 8 ## str51 ## 121 . 3 ˜ 122 . 5 88 . 98 ( 88 . 71 ) 6 . 97 ( 7 . 15 ) 4 . 08 ( 4 . 14 ) 3 - 9 ## str52 ## 162 . 0 ˜ 162 . 5 88 . 67 ( 88 . 85 ) 6 . 93 ( 6 . 83 ) 4 . 15 ( 4 . 32 ) 3 - 10 ## str53 ## 125 . 0 ˜ 126 . 0 84 . 92 ( 84 . 67 ) 6 . 68 ( 6 . 51 ) 4 . 13 ( 4 . 12 ) 3 - 11 ## str54 ## 136 . 8 ˜ 138 . 0 81 . 18 ( 81 . 05 ) 6 . 69 ( 6 . 53 ) 3 . 62 ( 3 . 78 ) 3 - 12 ## str55 ## oily material 80 . 21 ( 80 . 00 ) 5 . 48 ( 5 . 56 ) 3 . 98 ( 4 . 06 ) 3 - 13 ## str56 ## 177 . 5 ˜ 180 . 5 89 . 74 ( 89 . 96 ) 6 . 30 ( 6 . 15 ) 3 . 80 ( 3 . 89 ) 3 - 14 ## str57 ## 192 . 0 ˜ 193 . 0 87 . 52 ( 87 . 64 ) 6 . 91 ( 6 . 98 ) 5 . 41 ( 5 . 38 ) 3 - 15 ## str58 ## 181 . 5 ˜ 182 . 5 90 . 67 ( 90 . 87 ) 6 . 00 ( 6 . 10 ) 2 . 89 ( 3 . 03 ) 3 - 16 ## str59 ## 223 . 0 ˜ 225 . 0 86 . 10 ( 85 . 93 ) 5 . 60 ( 5 . 72 ) 8 . 12 ( 8 . 35 ) __________________________________________________________________________ 3 . 00 g of 1 , 3 - bis ( 4 - n , n - diphenylaminostyryl ) benzene was dissolved in 60 ml of tetrahydrofuran . to this solution , 0 . 60 g of a 5 % paradium - carbon was added and the 1 , 3 - bis ( 4 - n , n - diphenylaminostyryl ) benzene was hydrogenated with a hydrogen pressure of 1 atm at 26 ° c . in a shaker hydrogenation apparatus . after the hydrogenation , the reaction mixture was filtered together with sellaite to obtain a filtrate . the filtrate was then distilled under reduced pressure to remove tetrahydrofuran therefrom , so that light yellow crystals were obtained . the white crystals were chromatographed over a column of silca gel - toluene / n - hexane ( volume ratio 1 / 2 ), and then recrystallized from a mixed solvent of ethanol and ethyl acetate , whereby 2 . 57 g of 1 , 3 - bis [ 2 -( 4 - n , n - diphenylaminophenyl ) ethyl ] benzene , diethyl aromatic compound no . 3 - 17 according to the present invention , was obtained in the form of white needle - like crystals in a 85 . 7 % yield . the melting point of the product was at 119 . 0 °˜ 120 . 0 ° c . the result of the elemental analysis of the thus obtained 1 , 3 - bis [ 2 -( 4 - n , n - diphenylaminophenyl ) ethyl ] benzene were as follows : ______________________________________ % c % h % n______________________________________found 89 . 13 6 . 46 4 . 50calculated 88 . 99 6 . 50 4 . 51______________________________________ the above calculation was based on the formula for 1 , 3 - bis [ 2 -( 4 - n , n - diphenylaminophenyl ) ethyl ] benzene of c 46 h 40 n 2 . an infrared spectrum of the above synthesized 1 , 4 - bis [ 2 -( 4 - n , n - diphenylaminophenyl ) ethyl ] benzene , taken by use of a kbr pellet , is shown in fig9 indicating the disappearance of a peak at 960 cm - 1 which is characteristic of the c -- h out - of - plane deformation vibrations of the trans olefine in the starting material of the above synthesis . aromatic diethyl compounds no . 3 - 18 to 3 - 24 as listed in the following table 4 according to the present invention were prepared in the same manner as in synthesis example 3 - 1 . table 4__________________________________________________________________________ach . sub . 2ch . sub . 2arch . sub . 2 ch . sub . 2asynthesis elemental foundexamples m . p . analysis ( calculated ) no . ar a (° c .) % c % h % __________________________________________________________________________ n3 - 18 ## str61 ## ## str62 ## 132 . 0 ˜ 133 . 5 88 . 97 ( 88 . 99 ) 6 . 72 ( 6 . 50 ) 4 . 29 ( 4 . 51 ) 3 - 19 ## str63 ## ## str64 ## oily material 88 . 73 ( 88 . 71 ) 7 . 15 ( 7 . 15 ) 4 . 20 ( 4 . 14 ) 3 - 20 ## str65 ## ## str66 ## oily material 81 . 10 ( 81 . 05 ) 6 . 55 ( 6 . 53 ) 3 . 60 ( 3 . 78 ) 3 - 21 ## str67 ## ## str68 ## 187 . 0 ˜ 188 . 0 89 . 39 ( 89 . 31 ) 7 . 06 ( 6 . 97 ) 3 . 67 ( 3 . 72 ) 3 - 22 ## str69 ## ## str70 ## 167 . 0 ˜ 168 . 0 84 . 84 ( 84 . 70 ) 6 . 67 ( 6 . 84 ) 3 . 84 ( 3 . 95 ) 3 - 23 ## str71 ## ## str72 ## 200 . 5 ˜ 201 . 5 84 . 47 ( 84 . 73 ) 6 . 94 ( 7 . 13 ) 3 . 81 ( 3 . 80 ) 3 - 24 ## str73 ## ## str74 ## 160 . 0 81 . 02 ( 81 . 04 ) 6 . 45 ( 6 . 54 ) 3 . 64 ( 3 . 78 ) __________________________________________________________________________ specific examples of aromatic diethyl compounds according to the present invention are listed in the following table 5 , which can be employed as photoconductive materials for use in the electrophotographic photoconductors according to the present invention . table 5__________________________________________________________________________ ## str75 ## ( iii ) aromatic diethyl compound no . a__________________________________________________________________________ 1 ## str76 ## 2 ## str77 ## 3 ## str78 ## 4 ## str79 ## 5 ## str80 ## 6 ## str81 ## 7 ## str82 ## __________________________________________________________________________ ## str83 ## ( iii ) ## str84 ## aromatic diethyl acompound no . ar . sup . 2 r . sup . 1 r . sup . 2__________________________________________________________________________ ## str85 ## ch . sub . 3 ch . sub . 39 ## str86 ## ch . sub . 3 ## str87 ## 10 ## str88 ## c . sub . 2 h . sub . 5 c . sub . 2 h . sub . 511 ## str89 ## c . sub . 2 h . sub . 5 ## str90 ## 12 ## str91 ## ## str92 ## ## str93 ## 13 ## str94 ## ## str95 ## ## str96 ## 14 ## str97 ## ## str98 ## ## str99 ## 15 ## str100 ## ## str101 ## ## str102 ## 16 ## str103 ## ## str104 ## ## str105 ## 17 ## str106 ## ## str107 ## ch . sub . 318 ## str108 ## ## str109 ## ## str110 ## 19 ## str111 ## ## str112 ## ## str113 ## 20 ## str114 ## ## str115 ## ## str116 ## 21 ## str117 ## ## str118 ## ## str119 ## 22 ## str120 ## ## str121 ## ## str122 ## 23 ## str123 ## ## str124 ## ## str125 ## 24 ## str126 ## ## str127 ## ## str128 ## 25 ## str129 ## ## str130 ## ## str131 ## 26 ## str132 ## ## str133 ## ## str134 ## 27 ## str135 ## ## str136 ## ## str137 ## 28 ## str138 ## ## str139 ## ## str140 ## 29 ## str141 ## ## str142 ## ## str143 ## 30 ## str144 ## ## str145 ## ## str146 ## 31 ## str147 ## ## str148 ## ## str149 ## 32 ## str150 ## ## str151 ## ## str152 ## 33 ## str153 ## ## str154 ## ## str155 ## 34 ## str156 ## ## str157 ## ## str158 ## 35 ## str159 ## ## str160 ## ## str161 ## 36 ## str162 ## ## str163 ## ## str164 ## 37 ## str165 ## ## str166 ## ## str167 ## 38 ## str168 ## ## str169 ## ## str170 ## 39 ## str171 ## ## str172 ## ## str173 ## 40 ## str174 ## ## str175 ## ## str176 ## 41 ## str177 ## ## str178 ## ## str179 ## 42 ## str180 ## ## str181 ## ## str182 ## 43 ## str183 ## ## str184 ## ## str185 ## 44 ## str186 ## ## str187 ## ## str188 ## 45 ## str189 ## ## str190 ## ## str191 ## 46 ## str192 ## ## str193 ## ## str194 ## 47 ## str195 ## ## str196 ## ## str197 ## 48 ## str198 ## ch . sub . 3 ch . sub . 349 ## str199 ## ## str200 ## ## str201 ## 50 ## str202 ## ## str203 ## ## str204 ## 51 ## str205 ## ## str206 ## ## str207 ## 52 ## str208 ## ## str209 ## ## str210 ## 53 ## str211 ## ## str212 ## ## str213 ## 54 ## str214 ## ## str215 ## ## str216 ## 55 ## str217 ## ## str218 ## ## str219 ## 56 ## str220 ## ## str221 ## ## str222 ## 57 ## str223 ## ## str224 ## ## str225 ## 58 ## str226 ## ## str227 ## ## str228 ## 59 ## str229 ## ## str230 ## ## str231 ## 60 ## str232 ## ## str233 ## ## str234 ## 61 ## str235 ## ## str236 ## ## str237 ## 62 ## str238 ## ## str239 ## ## str240 ## 63 ## str241 ## ## str242 ## ## str243 ## 64 ## str244 ## ## str245 ## ## str246 ## 65 ## str247 ## ## str248 ## ## str249 ## 66 ## str250 ## ## str251 ## ## str252 ## 67 ## str253 ## ## str254 ## ## str255 ## 68 ## str256 ## ## str257 ## ## str258 ## 69 ## str259 ## ## str260 ## ## str261 ## 70 ## str262 ## ## str263 ## ## str264 ## 71 ## str265 ## ch . sub . 3 ch . sub . 372 ## str266 ## ch . sub . 3 ## str267 ## 73 ## str268 ## ## str269 ## ## str270 ## 74 ## str271 ## ## str272 ## ## str273 ## 75 ## str274 ## ## str275 ## ## str276 ## 76 ## str277 ## ## str278 ## ## str279 ## 77 ## str280 ## ## str281 ## ## str282 ## 78 ## str283 ## ## str284 ## ## str285 ## 79 ## str286 ## ## str287 ## ## str288 ## 80 ## str289 ## ## str290 ## ## str291 ## 81 ## str292 ## ## str293 ## ## str294 ## 82 ## str295 ## ## str296 ## ## str297 ## 83 ## str298 ## ## str299 ## ## str300 ## 84 ## str301 ## ## str302 ## ## str303 ## 85 ## str304 ## ## str305 ## ## str306 ## 86 ## str307 ## ## str308 ## ## str309 ## 87 ## str310 ## ## str311 ## ## str312 ## 88 ## str313 ## ## str314 ## ## str315 ## 89 ## str316 ## ## str317 ## ## str318 ## 90 ## str319 ## ## str320 ## ## str321 ## 91 ## str322 ## ## str323 ## ## str324 ## __________________________________________________________________________ __________________________________________________________________________aromatic diethyl acompound no . ar . sup . 2 r . sup . 1 r . sup . 2__________________________________________________________________________92 ## str325 ## ## str326 ## ## str327 ## 93 ## str328 ## ## str329 ## ## str330 ## 94 ## str331 ## ## str332 ## ## str333 ## 95 ## str334 ## ## str335 ## ## str336 ## 96 ## str337 ## ch . sub . 3 ch . sub . 397 ## str338 ## ch . sub . 3 ## str339 ## 98 ## str340 ## ## str341 ## ## str342 ## 99 ## str343 ## ## str344 ## ## str345 ## 100 ## str346 ## ## str347 ## ## str348 ## 101 ## str349 ## ## str350 ## ## str351 ## 102 ## str352 ## ## str353 ## ## str354 ## 103 ## str355 ## ## str356 ## ## str357 ## 104 ## str358 ## ## str359 ## ## str360 ## 105 ## str361 ## ## str362 ## ## str363 ## 106 ## str364 ## ## str365 ## ## str366 ## 107 ## str367 ## ## str368 ## ## str369 ## 108 ## str370 ## ## str371 ## ## str372 ## 109 ## str373 ## ## str374 ## ## str375 ## 110 ## str376 ## ## str377 ## ## str378 ## 111 ## str379 ## ## str380 ## ## str381 ## 112 ## str382 ## ## str383 ## ## str384 ## 113 ## str385 ## ## str386 ## ## str387 ## 114 ## str388 ## ## str389 ## ## str390 ## 115 ## str391 ## ## str392 ## ## str393 ## 116 ## str394 ## ## str395 ## ## str396 ## 117 ## str397 ## ## str398 ## ## str399 ## 118 ## str400 ## ## str401 ## ## str402 ## 119 ## str403 ## ## str404 ## ## str405 ## 120 ## str406 ## ch . sub . 3 ch . sub . 3121 ## str407 ## ch . sub . 3 ## str408 ## 122 ## str409 ## ## str410 ## ## str411 ## 123 ## str412 ## ## str413 ## ## str414 ## 124 ## str415 ## ## str416 ## ## str417 ## 125 ## str418 ## ## str419 ## ## str420 ## 126 ## str421 ## ## str422 ## ## str423 ## 127 ## str424 ## ## str425 ## ## str426 ## 128 ## str427 ## ## str428 ## ## str429 ## 129 ## str430 ## ## str431 ## ## str432 ## 130 ## str433 ## ## str434 ## ## str435 ## 131 ## str436 ## ## str437 ## ## str438 ## 132 ## str439 ## ## str440 ## ## str441 ## 133 ## str442 ## ## str443 ## ## str444 ## 134 ## str445 ## ## str446 ## ## str447 ## 135 ## str448 ## ## str449 ## ## str450 ## 136 ## str451 ## ## str452 ## ## str453 ## 137 ## str454 ## ## str455 ## ## str456 ## 138 ## str457 ## ## str458 ## ## str459 ## 139 ## str460 ## ## str461 ## ## str462 ## 140 ## str463 ## ## str464 ## ## str465 ## 141 ## str466 ## ## str467 ## ## str468 ## 142 ## str469 ## ## str470 ## ## str471 ## 143 ## str472 ## ## str473 ## ## str474 ## 144 ## str475 ## ## str476 ## ## str477 ## 145 ## str478 ## ## str479 ## ## str480 ## 146 ## str481 ## ## str482 ## ## str483 ## __________________________________________________________________________ach . sub . 2 ch . sub . 2arch . sub . 2 ch . sub . 2a ( iii ) aromaticdiethylcompound no . ar a__________________________________________________________________________147 ## str484 ## ## str485 ## 148 ## str486 ## ## str487 ## 149 ## str488 ## ## str489 ## 150 ## str490 ## ## str491 ## 151 ## str492 ## ## str493 ## 152 ## str494 ## ## str495 ## 153 ## str496 ## ## str497 ## 154 ## str498 ## ## str499 ## 155 ## str500 ## ## str501 ## 156 ## str502 ## ## str503 ## 157 ## str504 ## ## str505 ## 158 ## str506 ## ## str507 ## 159 ## str508 ## ## str509 ## 160 ## str510 ## ## str511 ## 161 ## str512 ## ## str513 ## 162 ## str514 ## ## str515 ## 163 ## str516 ## ## str517 ## 164 ## str518 ## ## str519 ## 165 ## str520 ## ## str521 ## 166 ## str522 ## ## str523 ## 167 ## str524 ## ## str525 ## 168 ## str526 ## ## str527 ## 169 ## str528 ## ## str529 ## 170 ## str530 ## ## str531 ## __________________________________________________________________________ __________________________________________________________________________aromaticdiethylcompound no . ar a__________________________________________________________________________171 ## str532 ## ## str533 ## 172 ## str534 ## ## str535 ## 173 ## str536 ## ## str537 ## 174 ## str538 ## ## str539 ## 175 ## str540 ## ## str541 ## 176 ## str542 ## ## str543 ## 177 ## str544 ## ## str545 ## 178 ## str546 ## ## str547 ## 179 ## str548 ## ## str549 ## 180 ## str550 ## ## str551 ## 181 ## str552 ## ## str553 ## 182 ## str554 ## ## str555 ## __________________________________________________________________________ach . sub . 2 ch . sub . 2ar ch . sub . 2 ch . sub . 2a ## str556 ## aromaticdiethylcompound ano . ar ar . sup . 2 r . sup . 1 r . sup . 2__________________________________________________________________________183 ## str557 ## ## str558 ## ch . sub . 3 ch . sub . 3184 ## str559 ## ## str560 ## ch . sub . 3 ## str561 ## 185 ## str562 ## ## str563 ## ch . sub . 3 ## str564 ## 186 ## str565 ## ## str566 ## ## str567 ## ## str568 ## 187 ## str569 ## ## str570 ## ## str571 ## ## str572 ## 188 ## str573 ## ## str574 ## ## str575 ## ## str576 ## 189 ## str577 ## ## str578 ## ## str579 ## ## str580 ## 190 ## str581 ## ## str582 ## ## str583 ## ## str584 ## 191 ## str585 ## ## str586 ## ## str587 ## ## str588 ## 192 ## str589 ## ## str590 ## ## str591 ## ## str592 ## 193 ## str593 ## ## str594 ## ## str595 ## ## str596 ## 194 ## str597 ## ## str598 ## ## str599 ## ## str600 ## 195 ## str601 ## ## str602 ## ## str603 ## ## str604 ## 196 ## str605 ## ## str606 ## ## str607 ## ## str608 ## 197 ## str609 ## ## str610 ## ## str611 ## ## str612 ## 198 ## str613 ## ## str614 ## ## str615 ## ## str616 ## 199 ## str617 ## ## str618 ## ## str619 ## ## str620 ## 200 ## str621 ## ## str622 ## ## str623 ## ## str624 ## 201 ## str625 ## ## str626 ## ## str627 ## ## str628 ## 202 ## str629 ## ## str630 ## ## str631 ## ## str632 ## 203 ## str633 ## ## str634 ## ## str635 ## ## str636 ## 204 ## str637 ## ## str638 ## ## str639 ## ## str640 ## 205 ## str641 ## ## str642 ## ## str643 ## ## str644 ## 206 ## str645 ## ## str646 ## ## str647 ## ## str648 ## 207 ## str649 ## ## str650 ## ## str651 ## ## str652 ## 208 ## str653 ## ## str654 ## ## str655 ## ## str656 ## 209 ## str657 ## ## str658 ## ## str659 ## ## str660 ## 210 ## str661 ## ## str662 ## ## str663 ## ## str664 ## 211 ## str665 ## ## str666 ## ## str667 ## ## str668 ## 212 ## str669 ## ## str670 ## ## str671 ## ## str672 ## 213 ## str673 ## ## str674 ## ## str675 ## ## str676 ## 214 ## str677 ## ## str678 ## ch . sub . 3 ch . sub . 3215 ## str679 ## ## str680 ## ch . sub . 3 ## str681 ## 216 ## str682 ## ## str683 ## ch . sub . 3 ## str684 ## 217 ## str685 ## ## str686 ## ## str687 ## ## str688 ## 218 ## str689 ## ## str690 ## ## str691 ## ## str692 ## 219 ## str693 ## ## str694 ## ## str695 ## ## str696 ## 220 ## str697 ## ## str698 ## ## str699 ## ## str700 ## 221 ## str701 ## ## str702 ## ## str703 ## ## str704 ## 222 ## str705 ## ## str706 ## ## str707 ## ## str708 ## 223 ## str709 ## ## str710 ## ## str711 ## ## str712 ## 224 ## str713 ## ## str714 ## ## str715 ## ## str716 ## 225 ## str717 ## ## str718 ## ## str719 ## ## str720 ## 226 ## str721 ## ## str722 ## ## str723 ## ## str724 ## 227 ## str725 ## ## str726 ## ## str727 ## ## str728 ## 228 ## str729 ## ## str730 ## ## str731 ## ## str732 ## 229 ## str733 ## ## str734 ## ## str735 ## ## str736 ## 230 ## str737 ## ## str738 ## ## str739 ## ## str740 ## 231 ## str741 ## ## str742 ## ## str743 ## ## str744 ## 232 ## str745 ## ## str746 ## ## str747 ## ## str748 ## 233 ## str749 ## ## str750 ## ## str751 ## ## str752 ## 234 ## str753 ## ## str754 ## ## str755 ## ## str756 ## 235 ## str757 ## ## str758 ## ## str759 ## ## str760 ## 236 ## str761 ## ## str762 ## ## str763 ## ## str764 ## 237 ## str765 ## ## str766 ## ## str767 ## ## str768 ## 238 ## str769 ## ## str770 ## ch . sub . 3 ch . sub . 3239 ## str771 ## ## str772 ## ## str773 ## ## str774 ## 240 ## str775 ## ## str776 ## ## str777 ## ## str778 ## 241 ## str779 ## ## str780 ## ## str781 ## ## str782 ## 242 ## str783 ## ## str784 ## ## str785 ## ## str786 ## 243 ## str787 ## ## str788 ## ## str789 ## ## str790 ## 244 ## str791 ## ## str792 ## ## str793 ## ## str794 ## 245 ## str795 ## ## str796 ## ## str797 ## ## str798 ## 246 ## str799 ## ## str800 ## ## str801 ## ## str802 ## 247 ## str803 ## ## str804 ## ## str805 ## ## str806 ## 248 ## str807 ## ## str808 ## ## str809 ## ## str810 ## 249 ## str811 ## ## str812 ## ## str813 ## ## str814 ## __________________________________________________________________________ __________________________________________________________________________aromaticdiethylcompoundno . ar ar . sup . 2 r . sup . 1 r . sup . 2__________________________________________________________________________250 ## str815 ## ## str816 ## ch . sub . 3 ch . sub . 3251 ## str817 ## ## str818 ## ## str819 ## ## str820 ## 252 ## str821 ## ## str822 ## ## str823 ## ## str824 ## 253 ## str825 ## ## str826 ## ## str827 ## ## str828 ## 254 ## str829 ## ## str830 ## ## str831 ## ## str832 ## 255 ## str833 ## ## str834 ## ## str835 ## ## str836 ## 256 ## str837 ## ## str838 ## ## str839 ## ## str840 ## 257 ## str841 ## ## str842 ## ## str843 ## ## str844 ## 258 ## str845 ## ## str846 ## ## str847 ## ## str848 ## 259 ## str849 ## ## str850 ## ## str851 ## ## str852 ## 260 ## str853 ## ## str854 ## ## str855 ## ## str856 ## 261 ## str857 ## ## str858 ## ## str859 ## ## str860 ## 262 ## str861 ## ## str862 ## ch . sub . 3 ch . sub . 3263 ## str863 ## ## str864 ## ch . sub . 3 ## str865 ## 264 ## str866 ## ## str867 ## ch . sub . 3 ## str868 ## 265 ## str869 ## ## str870 ## ## str871 ## ## str872 ## 266 ## str873 ## ## str874 ## ## str875 ## ## str876 ## 267 ## str877 ## ## str878 ## ## str879 ## ## str880 ## 268 ## str881 ## ## str882 ## ## str883 ## ## str884 ## 269 ## str885 ## ## str886 ## ## str887 ## ## str888 ## 270 ## str889 ## ## str890 ## ## str891 ## ## str892 ## 271 ## str893 ## ## str894 ## ## str895 ## ## str896 ## 272 ## str897 ## ## str898 ## ## str899 ## ## str900 ## 273 ## str901 ## ## str902 ## ## str903 ## ## str904 ## 274 ## str905 ## ## str906 ## ## str907 ## ## str908 ## 275 ## str909 ## ## str910 ## ## str911 ## ## str912 ## 276 ## str913 ## ## str914 ## ## str915 ## ## str916 ## 277 ## str917 ## ## str918 ## ## str919 ## ## str920 ## 278 ## str921 ## ## str922 ## ## str923 ## ## str924 ## 279 ## str925 ## ## str926 ## ## str927 ## ## str928 ## 280 ## str929 ## ## str930 ## ## str931 ## ## str932 ## 281 ## str933 ## ## str934 ## ## str935 ## ## str936 ## 282 ## str937 ## ## str938 ## ## str939 ## ## str940 ## 283 ## str941 ## ## str942 ## ## str943 ## ## str944 ## 284 ## str945 ## ## str946 ## ## str947 ## ## str948 ## 285 ## str949 ## ## str950 ## ## str951 ## ## str952 ## 286 ## str953 ## ## str954 ## ## str955 ## ## str956 ## 287 ## str957 ## ## str958 ## ## str959 ## ## str960 ## 288 ## str961 ## ## str962 ## ## str963 ## ## str964 ## 289 ## str965 ## ## str966 ## ## str967 ## ## str968 ## 290 ## str969 ## ## str970 ## ## str971 ## ## str972 ## 291 ## str973 ## ## str974 ## ## str975 ## ## str976 ## 292 ## str977 ## ## str978 ## ## str979 ## ## str980 ## 293 ## str981 ## ## str982 ## ch . sub . 3 ch . sub . 3294 ## str983 ## ## str984 ## ch . sub . 3 ## str985 ## 295 ## str986 ## ## str987 ## ch . sub . 3 ## str988 ## 296 ## str989 ## ## str990 ## ## str991 ## ## str992 ## 297 ## str993 ## ## str994 ## ## str995 ## ## str996 ## 298 ## str997 ## ## str998 ## ## str999 ## ## str1000 ## 299 ## str1001 ## ## str1002 ## ## str1003 ## ## str1004 ## 300 ## str1005 ## ## str1006 ## ## str1007 ## ## str1008 ## 301 ## str1009 ## ## str1010 ## ## str1011 ## ## str1012 ## 302 ## str1013 ## ## str1014 ## ## str1015 ## ## str1016 ## 303 ## str1017 ## ## str1018 ## ## str1019 ## ## str1020 ## 304 ## str1021 ## ## str1022 ## ## str1023 ## ## str1024 ## 305 ## str1025 ## ## str1026 ## ## str1027 ## ## str1028 ## 306 ## str1029 ## ## str1030 ## ## str1031 ## ## str1032 ## 307 ## str1033 ## ## str1034 ## ## str1035 ## ## str1036 ## 308 ## str1037 ## ## str1038 ## ## str1039 ## ## str1040 ## 309 ## str1041 ## ## str1042 ## ## str1043 ## ## str1044 ## 310 ## str1045 ## ## str1046 ## ## str1047 ## ## str1048 ## 311 ## str1049 ## ## str1050 ## ## str1051 ## ## str1052 ## 312 ## str1053 ## ## str1054 ## ## str1055 ## ## str1056 ## 313 ## str1057 ## ## str1058 ## ## str1059 ## ## str1060 ## 314 ## str1061 ## ## str1062 ## ## str1063 ## ## str1064 ## 315 ## str1065 ## ## str1066 ## ## str1067 ## ## str1068 ## 316 ## str1069 ## ## str1070 ## ## str1071 ## ## str1072 ## 317 ## str1073 ## ## str1074 ## ch . sub . 3 ch . sub . 3318 ## str1075 ## ## str1076 ## ## str1077 ## ## str1078 ## 319 ## str1079 ## ## str1080 ## ## str1081 ## ## str1082 ## 320 ## str1083 ## ## str1084 ## ## str1085 ## ## str1086 ## 321 ## str1087 ## ## str1088 ## ## str1089 ## ## str1090 ## 322 ## str1091 ## ## str1092 ## ## str1093 ## ## str1094 ## 323 ## str1095 ## ## str1096 ## ## str1097 ## ## str1098 ## 324 ## str1099 ## ## str1100 ## ## str1101 ## ## str1102 ## 325 ## str1103 ## ## str1104 ## ## str1105 ## ## str1106 ## 326 ## str1107 ## ## str1108 ## ## str1109 ## ## str1110 ## 327 ## str1111 ## ## str1112 ## ## str1113 ## ## str1114 ## 328 ## str1115 ## ## str1116 ## ## str1117 ## ## str1118 ## 329 ## str1119 ## ## str1120 ## ch . sub . 3 ch . sub . 3330 ## str1121 ## ## str1122 ## ## str1123 ## ## str1124 ## 331 ## str1125 ## ## str1126 ## ## str1127 ## ## str1128 ## 332 ## str1129 ## ## str1130 ## ## str1131 ## ## str1132 ## 333 ## str1133 ## ## str1134 ## ## str1135 ## ## str1136 ## 334 ## str1137 ## ## str1138 ## ## str1139 ## ## str1140 ## 335 ## str1141 ## ## str1142 ## ## str1143 ## ## str1144 ## 336 ## str1145 ## ## str1146 ## ## str1147 ## ## str1148 ## 337 ## str1149 ## ## str1150 ## ## str1151 ## ## str1152 ## 338 ## str1153 ## ## str1154 ## ## str1155 ## ## str1156 ## 339 ## str1157 ## ## str1158 ## ## str1159 ## ## str1160 ## 340 ## str1161 ## ## str1162 ## ## str1163 ## ## str1164 ## 341 ## str1165 ## ## str1166 ## ch . sub . 3 ch . sub . 3342 ## str1167 ## ## str1168 ## ch . sub . 3 ## str1169 ## 343 ## str1170 ## ## str1171 ## ch . sub . 3 ## str1172 ## 344 ## str1173 ## ## str1174 ## ## str1175 ## ## str1176 ## 345 ## str1177 ## ## str1178 ## ## str1179 ## ## str1180 ## 346 ## str1181 ## ## str1182 ## ## str1183 ## ## str1184 ## 347 ## str1185 ## ## str1186 ## ## str1187 ## ## str1188 ## 348 ## str1189 ## ## str1190 ## ## str1191 ## ## str1192 ## __________________________________________________________________________ __________________________________________________________________________aromaticdiethylcompoundno . ar ar . sup . 2 r . sup . 1 r . sup . 2__________________________________________________________________________349 ## str1193 ## ## str1194 ## ## str1195 ## ## str1196 ## 350 ## str1197 ## ## str1198 ## ## str1199 ## ## str1200 ## 351 ## str1201 ## ## str1202 ## ## str1203 ## ## str1204 ## 352 ## str1205 ## ## str1206 ## ## str1207 ## ## str1208 ## 353 ## str1209 ## ## str1210 ## ## str1211 ## ## str1212 ## 354 ## str1213 ## ## str1214 ## ## str1215 ## ## str1216 ## 355 ## str1217 ## ## str1218 ## ## str1219 ## ## str1220 ## 356 ## str1221 ## ## str1222 ## ## str1223 ## ## str1224 ## 357 ## str1225 ## ## str1226 ## ## str1227 ## ## str1228 ## 358 ## str1229 ## ## str1230 ## ## str1231 ## ## str1232 ## 359 ## str1233 ## ## str1234 ## ## str1235 ## ## str1236 ## 360 ## str1237 ## ## str1238 ## ## str1239 ## ## str1240 ## 361 ## str1241 ## ## str1242 ## ## str1243 ## ## str1244 ## 362 ## str1245 ## ## str1246 ## ## str1247 ## ## str1248 ## 363 ## str1249 ## ## str1250 ## ## str1251 ## ## str1252 ## 364 ## str1253 ## ## str1254 ## ## str1255 ## ## str1256 ## 365 ## str1257 ## ## str1258 ## ## str1259 ## ## str1260 ## 366 ## str1261 ## ## str1262 ## ## str1263 ## ## str1264 ## 367 ## str1265 ## ## str1266 ## ## str1267 ## ## str1268 ## 368 ## str1269 ## ## str1270 ## ## str1271 ## ## str1272 ## 369 ## str1273 ## ## str1274 ## ## str1275 ## ## str1276 ## 370 ## str1277 ## ## str1278 ## ## str1279 ## ## str1280 ## 371 ## str1281 ## ## str1282 ## ## str1283 ## ## str1284 ## 372 ## str1285 ## ## str1286 ## ch . sub . 3 ch . sub . 3373 ## str1287 ## ## str1288 ## ch . sub . 3 ## str1289 ## 374 ## str1290 ## ## str1291 ## ch . sub . 3 ## str1292 ## 375 ## str1293 ## ## str1294 ## ## str1295 ## ## str1296 ## 376 ## str1297 ## ## str1298 ## ## str1299 ## ## str1300 ## 377 ## str1301 ## ## str1302 ## ## str1303 ## ## str1304 ## 378 ## str1305 ## ## str1306 ## ## str1307 ## ## str1308 ## 379 ## str1309 ## ## str1310 ## ## str1311 ## ## str1312 ## 380 ## str1313 ## ## str1314 ## ## str1315 ## ## str1316 ## 381 ## str1317 ## ## str1318 ## ## str1319 ## ## str1320 ## 382 ## str1321 ## ## str1322 ## ## str1323 ## ## str1324 ## 383 ## str1325 ## ## str1326 ## ## str1327 ## ## str1328 ## 384 ## str1329 ## ## str1330 ## ## str1331 ## ## str1332 ## 385 ## str1333 ## ## str1334 ## ## str1335 ## ## str1336 ## 386 ## str1337 ## ## str1338 ## ## str1339 ## ## str1340 ## 387 ## str1341 ## ## str1342 ## ## str1343 ## ## str1344 ## 388 ## str1345 ## ## str1346 ## ## str1347 ## ## str1348 ## 389 ## str1349 ## ## str1350 ## ## str1351 ## ## str1352 ## 390 ## str1353 ## ## str1354 ## ## str1355 ## ## str1356 ## 391 ## str1357 ## ## str1358 ## ## str1359 ## ## str1360 ## 392 ## str1361 ## ## str1362 ## ## str1363 ## ## str1364 ## 393 ## str1365 ## ## str1366 ## ## str1367 ## ## str1368 ## 394 ## str1369 ## ## str1370 ## ## str1371 ## ## str1372 ## 395 ## str1373 ## ## str1374 ## ## str1375 ## ## str1376 ## 396 ## str1377 ## ## str1378 ## ch . sub . 3 ch . sub . 3397 ## str1379 ## ## str1380 ## ## str1381 ## ## str1382 ## 398 ## str1383 ## ## str1384 ## ## str1385 ## ## str1386 ## 399 ## str1387 ## ## str1388 ## ## str1389 ## ## str1390 ## 400 ## str1391 ## ## str1392 ## ## str1393 ## ## str1394 ## 401 ## str1395 ## ## str1396 ## ## str1397 ## ## str1398 ## 402 ## str1399 ## ## str1400 ## ## str1401 ## ## str1402 ## 403 ## str1403 ## ## str1404 ## ## str1405 ## ## str1406 ## 404 ## str1407 ## ## str1408 ## ## str1409 ## ## str1410 ## 405 ## str1411 ## ## str1412 ## ## str1413 ## ## str1414 ## 406 ## str1415 ## ## str1416 ## ## str1417 ## ## str1418 ## 407 ## str1419 ## ## str1420 ## ## str1421 ## ## str1422 ## 408 ## str1423 ## ## str1424 ## ch . sub . 3 ch . sub . 3409 ## str1425 ## ## str1426 ## ## str1427 ## ## str1428 ## 410 ## str1429 ## ## str1430 ## ## str1431 ## ## str1432 ## 411 ## str1433 ## ## str1434 ## ## str1435 ## ## str1436 ## 412 ## str1437 ## ## str1438 ## ## str1439 ## ## str1440 ## 413 ## str1441 ## ## str1442 ## ## str1443 ## ## str1444 ## 414 ## str1445 ## ## str1446 ## ## str1447 ## ## str1448 ## 415 ## str1449 ## ## str1450 ## ## str1451 ## ## str1452 ## 416 ## str1453 ## ## str1454 ## ## str1455 ## ## str1456 ## 417 ## str1457 ## ## str1458 ## ## str1459 ## ## str1460 ## 418 ## str1461 ## ## str1462 ## ## str1463 ## ## str1464 ## 419 ## str1465 ## ## str1466 ## ## str1467 ## ## str1468 ## 420 ## str1469 ## ## str1470 ## ch . sub . 3 ch . sub . 3421 ## str1471 ## ## str1472 ## ch . sub . 3 ## str1473 ## 422 ## str1474 ## ## str1475 ## ch . sub . 3 ## str1476 ## 423 ## str1477 ## ## str1478 ## ## str1479 ## ## str1480 ## 424 ## str1481 ## ## str1482 ## ## str1483 ## ## str1484 ## 425 ## str1485 ## ## str1486 ## ## str1487 ## ## str1488 ## 426 ## str1489 ## ## str1490 ## ## str1491 ## ## str1492 ## 427 ## str1493 ## ## str1494 ## ## str1495 ## ## str1496 ## 428 ## str1497 ## ## str1498 ## ## str1499 ## ## str1500 ## 429 ## str1501 ## ## str1502 ## ## str1503 ## ## str1504 ## 430 ## str1505 ## ## str1506 ## ## str1507 ## ## str1508 ## 431 ## str1509 ## ## str1510 ## ## str1511 ## ## str1512 ## 432 ## str1513 ## ## str1514 ## ## str1515 ## ## str1516 ## 433 ## str1517 ## ## str1518 ## ## str1519 ## ## str1520 ## 434 ## str1521 ## ## str1522 ## ## str1523 ## ## str1524 ## 435 ## str1525 ## ## str1526 ## ## str1527 ## ## str1528 ## 436 ## str1529 ## ## str1530 ## ## str1531 ## ## str1532 ## 437 ## str1533 ## ## str1534 ## ## str1535 ## ## str1536 ## 438 ## str1537 ## ## str1538 ## ## str1539 ## ## str1540 ## __________________________________________________________________________ __________________________________________________________________________aromaticdiethylcompoundno . ar ar . sup . 2 r . sup . 1 r . sup . 2__________________________________________________________________________439 ## str1541 ## ## str1542 ## ## str1543 ## ## str1544 ## 440 ## str1545 ## ## str1546 ## ## str1547 ## ## str1548 ## 441 ## str1549 ## ## str1550 ## ## str1551 ## ## str1552 ## 442 ## str1553 ## ## str1554 ## ## str1555 ## ## str1556 ## 443 ## str1557 ## ## str1558 ## ## str1559 ## ## str1560 ## 444 ## str1561 ## ## str1562 ## ## str1563 ## ## str1564 ## 445 ## str1565 ## ## str1566 ## ## str1567 ## ## str1568 ## 446 ## str1569 ## ## str1570 ## ## str1571 ## ## str1572 ## 447 ## str1573 ## ## str1574 ## ## str1575 ## ## str1576 ## 448 ## str1577 ## ## str1578 ## ## str1579 ## ## str1580 ## 449 ## str1581 ## ## str1582 ## ## str1583 ## ## str1584 ## 450 ## str1585 ## ## str1586 ## ## str1587 ## ## str1588 ## 451 ## str1589 ## ## str1590 ## ch . sub . 3 ch . sub . 3452 ## str1591 ## ## str1592 ## ch . sub . 3 ## str1593 ## 453 ## str1594 ## ## str1595 ## ch . sub . 3 ## str1596 ## 454 ## str1597 ## ## str1598 ## ## str1599 ## ## str1600 ## 455 ## str1601 ## ## str1602 ## ## str1603 ## ## str1604 ## 456 ## str1605 ## ## str1606 ## ## str1607 ## ## str1608 ## 457 ## str1609 ## ## str1610 ## ## str1611 ## ## str1612 ## 458 ## str1613 ## ## str1614 ## ## str1615 ## ## str1616 ## 459 ## str1617 ## ## str1618 ## ## str1619 ## ## str1620 ## 460 ## str1621 ## ## str1622 ## ## str1623 ## ## str1624 ## 461 ## str1625 ## ## str1626 ## ## str1627 ## ## str1628 ## 462 ## str1629 ## ## str1630 ## ## str1631 ## ## str1632 ## 463 ## str1633 ## ## str1634 ## ## str1635 ## ## str1636 ## 464 ## str1637 ## ## str1638 ## ## str1639 ## ## str1640 ## 465 ## str1641 ## ## str1642 ## ## str1643 ## ## str1644 ## 466 ## str1645 ## ## str1646 ## ## str1647 ## ## str1648 ## 467 ## str1649 ## ## str1650 ## ## str1651 ## ## str1652 ## 468 ## str1653 ## ## str1654 ## ## str1655 ## ## str1656 ## 469 ## str1657 ## ## str1658 ## ## str1659 ## ## str1660 ## 470 ## str1661 ## ## str1662 ## ## str1663 ## ## str1664 ## 471 ## str1665 ## ## str1666 ## ## str1667 ## ## str1668 ## 472 ## str1669 ## ## str1670 ## ## str1671 ## ## str1672 ## 473 ## str1673 ## ## str1674 ## ## str1675 ## ## str1676 ## 474 ## str1677 ## ## str1678 ## ## str1679 ## ## str1680 ## 475 ## str1681 ## ## str1682 ## ch . sub . 3 ch . sub . 3476 ## str1683 ## ## str1684 ## ## str1685 ## ## str1686 ## 477 ## str1687 ## ## str1688 ## ## str1689 ## ## str1690 ## 478 ## str1691 ## ## str1692 ## ## str1693 ## ## str1694 ## 479 ## str1695 ## ## str1696 ## ## str1697 ## ## str1698 ## 480 ## str1699 ## ## str1700 ## ## str1701 ## ## str1702 ## 481 ## str1703 ## ## str1704 ## ## str1705 ## ## str1706 ## 482 ## str1707 ## ## str1708 ## ## str1709 ## ## str1710 ## 483 ## str1711 ## ## str1712 ## ## str1713 ## ## str1714 ## 484 ## str1715 ## ## str1716 ## ## str1717 ## ## str1718 ## 485 ## str1719 ## ## str1720 ## ## str1721 ## ## str1722 ## 486 ## str1723 ## ## str1724 ## ## str1725 ## ## str1726 ## 487 ## str1727 ## ## str1728 ## ch . sub . 3 ch . sub . 3488 ## str1729 ## ## str1730 ## ## str1731 ## ## str1732 ## 489 ## str1733 ## ## str1734 ## ## str1735 ## ## str1736 ## 490 ## str1737 ## ## str1738 ## ## str1739 ## ## str1740 ## 491 ## str1741 ## ## str1742 ## ## str1743 ## ## str1744 ## 492 ## str1745 ## ## str1746 ## ## str1747 ## ## str1748 ## 493 ## str1749 ## ## str1750 ## ## str1751 ## ## str1752 ## 494 ## str1753 ## ## str1754 ## ## str1755 ## ## str1756 ## 495 ## str1757 ## ## str1758 ## ## str1759 ## ## str1760 ## 496 ## str1761 ## ## str1762 ## ## str1763 ## ## str1764 ## 497 ## str1765 ## ## str1766 ## ## str1767 ## ## str1768 ## 498 ## str1769 ## ## str1770 ## ## str1771 ## ## str1772 ## 499 ## str1773 ## ## str1774 ## ch . sub . 3 ch . sub . 3500 ## str1775 ## ## str1776 ## ch . sub . 3 ## str1777 ## 501 ## str1778 ## ## str1779 ## ## str1780 ## ## str1781 ## 502 ## str1782 ## ## str1783 ## ## str1784 ## ## str1785 ## 503 ## str1786 ## ## str1787 ## ## str1788 ## ## str1789 ## 504 ## str1790 ## ## str1791 ## ## str1792 ## ## str1793 ## 505 ## str1794 ## ## str1795 ## ## str1796 ## ## str1797 ## 506 ## str1798 ## ## str1799 ## ## str1800 ## ## str1801 ## 507 ## str1802 ## ## str1803 ## ## str1804 ## ## str1805 ## 508 ## str1806 ## ## str1807 ## ## str1808 ## ## str1809 ## 509 ## str1810 ## ## str1811 ## ## str1812 ## ## str1813 ## 510 ## str1814 ## ## str1815 ## ## str1816 ## ## str1817 ## __________________________________________________________________________ __________________________________________________________________________aromaticdiethylcompoundno . ar ar . sup . 2 r . sup . 1 r . sup . 2__________________________________________________________________________511 ## str1818 ## ## str1819 ## ## str1820 ## ## str1821 ## 512 ## str1822 ## ## str1823 ## ## str1824 ## ## str1825 ## 513 ## str1826 ## ## str1827 ## ## str1828 ## ## str1829 ## 514 ## str1830 ## ## str1831 ## ## str1832 ## ## str1833 ## 515 ## str1834 ## ## str1835 ## ## str1836 ## ## str1837 ## 516 ## str1838 ## ## str1839 ## ## str1840 ## ## str1841 ## 517 ## str1842 ## ## str1843 ## ## str1844 ## ## str1845 ## 518 ## str1846 ## ## str1847 ## ## str1848 ## ## str1849 ## 519 ## str1850 ## ## str1851 ## ## str1852 ## ## str1853 ## 520 ## str1854 ## ## str1855 ## ## str1856 ## ## str1857 ## 521 ## str1858 ## ## str1859 ## ## str1860 ## ## str1861 ## 522 ## str1862 ## ## str1863 ## ## str1864 ## ## str1865 ## 523 ## str1866 ## ## str1867 ## ## str1868 ## ## str1869 ## 524 ## str1870 ## ## str1871 ## ch . sub . 3 ch . sub . 3525 ## str1872 ## ## str1873 ## ch . sub . 3 ## str1874 ## 526 ## str1875 ## ## str1876 ## ## str1877 ## ## str1878 ## 527 ## str1879 ## ## str1880 ## ## str1881 ## ## str1882 ## 528 ## str1883 ## ## str1884 ## ## str1885 ## ## str1886 ## 529 ## str1887 ## ## str1888 ## 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__________________________________________________________________________ in the photoconductors according to the present invention , at least one aromatic diethyl compound of the formula ( iii ) is contained in the photoconductive layers 2a , 2b , 2c , 2d and 2e . the aromatic diethyl compounds can be employed in different ways , for example , as shown in fig1 , fig1 , fig1 , fig1 and fig1 . in the photoconductor as shown in fig1 , a photoconductive layer 2a is formed on an electroconductive support 1 , which photoconductive layer 2a comprises a aromatic diethyl compound , a sensitizer dye and a binder agent . in this photoconductor , the aromatic diethyl compound works as a photoconductive material , through which charge carriers which are necessary for the light decay of the photoconductor are generated and transported . however , the aromatic diethyl compound itself scarcely absorbs light in the visible light range and , therefore , it is necessary to add a sensitizer dye which absorbs light in the visible light range in order to form latent electrostatic images by use of visible light . referring to fig1 , there is shown an enlarged cross - sectional view of another embodiment of an electrophotographic photoconductor according to the present invention . in the figure , reference numeral 1 indicates an electroconductive support . on the electroconductive support 1 , there is formed a photoconductive layer 2b comprising a charge generating material 3 dispersed in a charge transporting medium 4 comprising an aromatic diethyl compound and a binder agent . in this embodiment , the aromatic diethyl compound works as a charge transporting material ; and the aromatic diethyl compound and the binder agent in combination constitute the charge transporting medium 4 . the charge generating material 3 , which is , for example , an inorganic or organic pigment , generates charge carriers . the charge transporting medium 4 accepts the charge carriers generated by the charge generating material 3 and transports those charge carriers . in this electrophotographic photoconductor , it is basically necessary that the light - absorption wavelength regions of the charge generating material 3 and the aromatic diethyl compound not overlap in the visible light range . this is because , in order that the charge generating material 3 produce charge carriers efficiently , it is necessary that light pass through the charge transporting medium 4 and reach the surface of the charge generating material 3 . since the aromatic diethyl compound of the above described general formula do not substantially absorb light in the visible range , they can work effectively as charge transporting materials in combination with the charge generating material 3 which absorbs the light in the visible region and generates charge carriers . referring to fig1 , there is shown an enlarged cross - sectional view of a further embodiment of an electrophotographic photoconductor according to the present invention . in the figure , there is formed on the electroconductive support 1 a two - layered photoconductive layer 2c comprising a charge generating layer 5 consisting essentially of the charge generating material 3 , and a charge transporting layer 6 containing an aromatic diethyl compound of the previously described formula ( iii ). in this photoconductor , light which has passed through the charge transporting layer 6 reaches the charge generating layer 5 , and charge carriers are generated within the charge generating layer 5 . the charge carriers which are necessary for the light decay for latent electrostatic image formation are generated by the charge generating material 3 , accepted and transported by the charge transporting layer 6 . in the charge transporting layer 6 , the aromatic diethyl compound mainly works for transporting charge carriers . the generation and transportation of the charge carriers are performed by the same mechanism as that in the photoconductor shown in fig1 . the electrophotographic photoconductor shown in fig1 , the charge generating layer 5 is formed on the charge transporting layer 5 containing the aromatic diethyl compound in the photoconductive layer 2d , thus the overlaying order of the charge generating layer 5 and the charge transporting layer 6 is reversed as compared with the electrophotographic photoconductor as shown in fig1 . the mechanism of the generation and transportation of charge carriers is substantially the same as that of the photoconductor shown in fig1 . in the above photoconductor , a protective layer 7 may be formed on the charge generating layer 5 as shown in fig1 for protecting the charge generating layer 5 . when an electrophotographic photoconductor according to the present invention as shown in fig1 is prepared , at least one aromatic diethyl compound of the previously described formula ( iii ) is dispersed in a binder resin solution , and a sensitizer dye is then added to the mixture , so that a photoconductive layer coating liquid is prepared . the thus prepared photoconductive layer coating liquid is coated on an electroconductive support 1 and dried , so that a photoconductive layer 2a is formed on the electroconductive support 1 . it is preferable that the thickness of the photosensitive layer 2a be in the range of 3 μm to 50 μm , more preferably in the range of 5 μm to 20 μm . it is preferable that the amount of the aromatic diethyl compound contained in the photoconductive layer 2a be in the range of 30 wt . % to 70 wt . % of the total weight of the photoconductive layer 2a , more preferably about 50 wt . % of the total weight of the photoconductive layer 2a . further , it is preferable that the amount of the sensitizer dye contained in the photoconductive layer 2a be in the range of 0 . 1 wt . % to 5 wt . % of the total weight of the photoconductive layer 2a , more preferably in the range of 0 . 5 wt . % to 3 wt . %, of the total weight of the photoconductive layer 2a . as the sensitizer dye , the following can be employed in the present invention : triarylmethane dyes , such as brilliant green , victoria blue b , methyl violet , crystal violet , and acid violet 6b ; xanthene dyes , such as rhodamine b , rhodamine 6g , rhodamine g extra , eosin s , erythrosin , rose bengale , and fluorescein ; thiazine dyes , such as methylene blue ; cyanin dyes , such as cyanin ; and pyrylium dyes , such as 2 , 6 - diphenyl - 4 -( n , n - dimethylaminophenyl ) thiapyrylium perchlorate and benzopyrylium salt ( japanese patent publication no . 48 - 25658 ). these sensitizer dyes can be used alone or in combination . an electrophotographic photoconductor according to the present invention as shown in fig1 can be prepared , for example , as follows . a charge generating material in the form of small particles is dispersed in a solution of one or more aromatic diethyl compound and a binder agent . the thus prepared dispersion is coated on the electroconductive support 1 and then dried , whereby a photoconductive layer 2b is formed on the electroconductive support 1 . it is preferable that the thickness of the photoconductive layer 2b be in the range of 3 μm to 50 μm , more preferably in the range of 5 μm to 20 μm . it is preferable that the amount of the aromatic diethyl compound contained in the photoconductive layer 2b be in the range of 10 wt . % to 95 wt . % of the total weight of the photoconductive layer 2b . further , it is preferable that the amount of the charge generating material 3 contained in the photoconductive layer 2b be in the range of 0 . 1 wt . % to 50 wt . %, more preferably in the range of 1 wt . % to 20 wt . %, of the total weight of the photoconductive layer 2b . as the charge generating material 3 , the following can be employed in the present invention : inorganic pigments , such as selenium , a selenium - tellurium alloy , cadmium sulfide , a cadmium sulfide - selenium alloy , and α - silicon ; and organic pigments , for example , c . i . pigment blue 25 ( c . i . 21180 ), c . i . pigment red 41 ( c . i . 21200 ), c . i . acid red 52 ( c . i . 45100 ), and c . i . basic red 3 ( c . i . 45210 ); azo pigments having a carbazole skeleton ( japanese laid - open patent application no . 53 - 95033 ), azo pigments having a distyrylbenzene skeleton ( japanese laid - open patent application no . 53 - 133445 ), azo pigments having a triphenylamine skeleton ( japanese laid - open patent application no . 53 - 132347 ), azo pigments having a dibenzothiophene skeleton ( japanese laid - open patent application no . 54 - 21728 ), azo pigments having an oxazole skeleton ( japanese laid - open patent application no . 54 - 12742 ), azo pigments having a fluorenone skeleton ( japanese laid - open patent application no . 54 - 22834 ), azo pigments having a bisstilbene skeleton ( japanese laid - open patent application no . 54 - 17733 ), azo pigments having a distyryl oxadiazole skeleton ( japanese laid - open patent application no . 54 - 2129 ), azo pigments having a distyryl carbazole skeleton ( japanese laid - open patent application no . 54 - 14967 ); phthalocyanine - type pigments such as c . i . pigment blue 16 ( c . i . 74100 ); indigo - type pigments such as c . i . vat brown 5 ( c . i . 73410 ) and c . i . vat dye ( c . i . 73030 ); and perylenetype pigments , such as algo scarlet b ( made by bayer co ., ltd .) and indanthrene scarlet r ( made by bayer co ., ltd ). these charge generating materials can be used alone or in combination . an electrophotographic photoconductor according to the present invention as shown in fig1 can be prepared , for example , as follows . a charge generating material 3 is vacuum - evaporated on the electroconductive support 1 , whereby a charge generating layer 5 is formed . alternatively , a charge generating material 3 in the form of fine particles is dispersed in a solution of a binder agent , and this dispersion is applied to the electroconductive support material 1 and then dried , and , if necessary , the applied layer is subjected to buffing to make the surface smooth or to adjust the thickness of the layer to a predetermined thickness , whereby a charge generating layer 5 is formed . a charge transporting layer 6 is then formed on the charge generating layer 5 by applying a solution of one or more aromatic diethyl compounds and a binder agent to the charge generating layer 5 and then drying the applied solution . in this photoconductor , the charge generating material employed is the same as that employed in the photoconductor shown in fig1 . it is preferable that the thickness of the charge generating layer 5 be 5 μm or less , more preferably 2 μm or less . it is preferable that the thickness of the charge transporting layer 6 be in the range of 3 μm to 50 μm , more preferably in the range of 5 μm to 20 μm . in the case where the charge generating layer 5 comprises a charge generating material in the form of fine particles , dispersed in a binder agent , it is preferable that the amount of the charge generating material in the charge generating layer 5 be in the range of 10 wt . % to 95 wt . % of the entire weight of the charge generating layer 5 , more preferably in the range of about 50 wt . % to 90 wt . %. further , it is preferable that the amount of the aromatic diethyl compound contained in the charge transporting layer 6 be in the range of 10 wt . % to 95 wt . %, more preferably in the range of 30 wt . % to 90 wt . % of the total weight of the charge transporting layer 6 . the electrophotographic photoconductor as shown in fig1 can be prepared , for example , by coating a solution of a aromatic diethyl compound and a binder agent on the electroconductive support 1 and drying the same to form a charge transporting layer 4 , and then coating on the charge transporting layer 4 a dispersion of finely - divided charge generating material , with addition thereto of a binder agent when necessary , and drying the coated dispersion to form a charge generating layer 5 on the charge transporting layer 4 . the thickness of each of the two layers 4 and 5 and the compositions thereof may be the same as those of the photoconductive layer 2c in the photoconductor shown in fig1 . when a protective layer 6 is formed on the charge generating layer 5 of the photoconductive layer by coating an appropriate resin solution , for instance , by performing spray coating , the photoconductor as shown in fig1 can be prepared . as the electroconductive support 1 for use in the present invention , a metal plate or metal foil , for example , made of aluminum , a plastic film on which a metal , for example , aluminum , is evaporated , or paper which has been treated so as to be electroconductive , can be employed . as the binder agent for use in the present invention , condensation resins , such as polyamide , polyurethane polyester , epoxy resin , polyketone and polycarbonate ; and vinyl polymers such as polyvinylketone , polystyrene , poly - n - vinylcarbazole and polyacrylamide , can be used . these resins can also be employed as a resin component in the above mentioned protective layer 7 . other conventional electrically insulating and adhesive resins can also be used as the binder agent in the present invention . when necessary , there can be added to the binder resins a plasticizer , for example , halogenated paraffin , polybiphenyl chloride , dimethylnaphthalene and dibutyl phthalate . in the above described photoconductors according to the present invention , if necessary , an adhesive or barrier layer can be interposed between the electroconductive support and the photoconductive layer . the adhesive layer or the barrier layer can be made of , for example , polyamide , nitrocellulose , or aluminum oxide . it is preferable that the thickness of the adhesive layer or barrier layer be 1 μm or less . when copying is performed by use of the photoconductors according to the present invention , the surface of the photoconductor is charged uniformly in the dark to a predetermined polarity . the uniformly charged photoconductor is exposed to a light image so that a latent electrostatic image is formed on the photoconductor . the thus formed latent electrostatic image is developed by a developer to a visible image , and , when necessary , the developed image can be transferred to a sheet of paper . the photoconductors according to the present invention have high photosensitivity and excellent flexibility . preparation of embodiments of an electrophotographic photoconductor according to the present invention will now be explained in detail by referring to the following examples . the following components were ground and dispersed in a ball mill to prepare a charge generating layer coating liquid : __________________________________________________________________________ parts by__________________________________________________________________________ weightdiane blue ( c . i . pigment blue 25 , c . i . 21180 ) ( a charge generatingpigment of the following formula ( cg - 1 )) 76 ## str2084 ## 2 % tetrahydrofuran solution ofa polyester resin ( vylon 200made by toyobo co ., ltd .) 1 , 260tetrahydrofuran 3 , 700__________________________________________________________________________ this charge generating layer coating liquid was coated by a doctor blade on the aluminum - evaporated surface of an aluminum - evaporated polyester base film , which served as an electroconductive support , so that a charge generating layer was formed on the electroconductive support with a thickness of about 1 μm when dried at room temperature . then the following components were mixed and dissolved , so that a charge transporting layer coating liquid was prepared : ______________________________________ parts by weight______________________________________aromatic diethyl compound no . 24 2in table 5polycarbonate resin ( panlite k 1300 made 2by teijin limited . ) tetrahydrofuran 16______________________________________ the thus prepared charge transporting layer coating liquid was coated on the aforementioned charge generating layer by a doctor blade and dried at 80 ° c . for 2 minutes and then at 105 ° c . for 5 minutes , so that a charge transporting layer with a thickness of about 20 μm was formed on the charge generating layer ; thus , an electrophotographic photoconductor no . 1 according to the present invention was prepared . the electrophotographic photoconductor no . 1 was charged negatively in the dark under application of - 6 kv of corona charge for 20 seconds and then allowed to stand in the dark for 20 seconds without applying any charge thereto . at this moment , the surface potential v po ( v ) of the photoconductor was measured by a paper analyzer ( kawaguchi electro works , model sp - 428 ). the photoconductor was then illuminated by a tungsten lamp in such a manner that the illuminance on the illuminated surface of the photoconductor was 20 lux , and the exposure e 1 / 2 ( lux seconds ) required to reduce the initial surface potential v po ( v ) to 1 / 2 the initial surface potential v po ( v ) was measured . the results showed that v po ( v )=- 1010 v and e 1 / 2 = 2 . 50 . lux seconds . example p - 1 was repeated except that the charge generating material and the aromatic diethyl compound working as the charge transporting material employed in example p - 1 were respectively replaced by the charge generating materials and the aromatic diethyl compounds as listed in table 6 , whereby electrophotographic photoconductors no . 2 through no . 27 according to the present invention were prepared . selenium was vacuum - evaporated with a thickness of about 1 . 0 μm on an about 300 μm thick aluminum plate so that a charge generating layer was formed on the aluminum plate . a charge transporting layer coating liquid was prepared by mixing and dispersing the following components : ______________________________________ parts by weight______________________________________aromatic diethyl compound no . 24 2in table 4polyester resin ( polyester adhesive 49000 3made by du pont co .) tetrahydrofuran 45______________________________________ the thus prepared charge transporting layer coating liquid was coated on the aforementioned selenium charge generating layer by a doctor blade , dried at room temperature and further dried under reduced pressure , so that a charge transporting layer about 10 μm thick was formed on the charge generating layer ; thus , an electrophotographic photoconductor no . 28 according to the present invention was prepared . a perylene pigment c . i . vat red 23 ( c . i . 71130 ) of the following formula was vacuum - evaporated with a thickness of about 0 . 3 μm on an about 300 μm thick aluminum plate so that a charge generating layer was formed on the aluminum plate : ## str2091 ## a charge transporting layer coating liquid was prepared by mixing and dispersing the following components : ______________________________________ parts by weight______________________________________aromatic diethyl compound no . 22 2in table 5polyester resin ( polyester adhesive 49000 3made by du pont co .) tetrahydrofuran 45______________________________________ the thus prepared charge transporting layer coating liquid was coated on the aforementioned charge generating layer by a doctor blade , dried at room temperature and further dried under reduced pressure , so that a charge transporting layer about 10 μm thick was formed on the charge generating layer ; thus , an electrophotographic photoconductor no . 29 according to the present invention was prepared . one part by weight of diane blue ( c . i . pigment blue 25 , c . i . 21180 ) which was the same as that employed in example p - 1 was added to 158 parts by weight of tetrahydrofuran , and the mixture was ground and dispersed in a ball mill . to this mixture , 12 parts by weight of the aromatic diethyl compound no . 24 in table 5 and 18 parts by weight of a polyester resin ( polyester adhesive 49000 made by du pont co .) were added and mixed , whereby a photoconductive layer coating liquid was prepared . the thus prepared photoconductive layer coating liquid was coated on an aluminum - evaporated polyester film by a doctor blade and dried at 100 ° c . for 30 minutes , so that a photoconductive layer with a thickness of about 16 μm was formed on the aluminum - evaporated polyester film , thus , an electrophotographic photoconductor no . 30 according to the present invention was prepared . example p - 1 was repeated except that the charge generating material and the aromatic diethyl compound working as the charge transporting material employed in example p - 1 were respectively replaced by the charge generating materials and the aromatic diethyl compounds as listed in table 7 , whereby electrophotographic photoconductors no . 31 through no . 57 according to the present invention were prepared . example p - 28 was repeated except that the charge transporting material employed in example p - 28 was replaced by aromatic diethyl compound no . 269 in table 5 , whereby an electrophotographic photoconductor no . 58 according to the present invention was prepared . example p - 29 was repeated except that the charge transporting material employed in example p - 29 was replaced by aromatic diethyl compound no . 430 in table 5 , whereby an electrophotographic photoconductor no . 59 according to the present invention was prepared . example p - 30 was repeated except that the charge transporting material employed in example p - 30 was replaced by aromatic diethyl compound no . 269 in table 5 , whereby an electrophotographic photoconductor no . 60 according to the present invention was prepared . the following components were mixed and dissolved , so that a charge transporting layer coating liquid was prepared : ______________________________________ parts by weight______________________________________aromatic diethyl compound no . 269 2in table 5polycarbonate resin ( panlite k 1300 made 2by teijin limited . ) tetrahydrofuran 16______________________________________ the thus prepared charge transporting layer coating liquid was coated by a doctor blade on the aluminum - evaporated surface of an aluminum - evaporated polyester base film , which served as an electroconductive support , so that a charge transporting layer was formed on the electroconductive support , with a thickness of about 20 μm when dried at room temperature . then the following components were ground and dispersed in a ball mill to prepare a dispersion : __________________________________________________________________________ parts by__________________________________________________________________________ weightbisazo pigment ( a charge generating 13 . 5pigment of the following formula ( cg - 5 )) ## str2099 ## polyvinyl butyral ( trademark &# 34 ; xyhl &# 34 ; made by 5 . 4union carbide plastic co ., ltd .) tetrahydrofuran 680ethyl cellosolve 1020__________________________________________________________________________ to the above dispersion , 1700 parts by weight of ethyl cellosolve were further added and the mixture was dispersed , whereby a charge generating layer coating liquid was prepared . the thus prepared charge generating layer coating liquid was coated on the aforementioned charge transporting layer by spray coating and dried at 100 ° c . for 10 minutes , whereby a charge generating layer having a thickness of about 0 . 2 μm was formed on the charge transporting layer . then a methanol / n - buthanol solution of a polyaminde resin ( trademark &# 34 ; cm - 8000 &# 34 ; made by toray industries , inc .) was coated on the charge generating layer by spray coating and dried at 120 ° c . for 30 minutes , whereby a protective layer having a thickness of about 0 . 5 μm was formed on the charge generating layer . thus an electrophotographic photoconductor no . 61 according to the present invention was prepared . the thus prepared electrophotographic photoconductors no . 2 to no . 61 were charged negatively or positively in the dark under application of - 6 kv or + 6 kv of corona charge for 20 seconds and then allowed to stand in the dark for 20 seconds without applying any charge thereto . at this moment , the surface potential v po ( v ) of each photoconductor was measured by a paper analyzer ( kawaguchi electro works , model sp - 428 ). each photoconductor was then illuminated by a tungsten lamp in such a manner that the illuminance on the illuminated surface of the photoconductor was 20 lux , so that the exposure e 1 / 2 ( lux seconds ) required to reduce the initial surface potential v po ( v ) to 1 / 2 the initial surface potential v po ( v ) was measured . table 8______________________________________photoconductors v . sub . po ( volt ) e . sub . 1 / 2 ( lux · sec ) ______________________________________no . 1 - 1010 2 . 50no . 2 - 1250 2 . 04no . 3 - 1196 1 . 03no . 4 - 1320 3 . 11no . 5 - 1223 1 . 23no . 6 - 1015 1 . 87no . 7 - 982 2 . 10no . 8 - 1256 3 . 23no . 9 - 1125 2 . 98no . 10 - 1008 1 . 27no . 11 - 973 1 . 54no . 12 - 1440 1 . 31no . 13 - 1328 2 . 36no . 14 - 1412 1 . 24no . 15 - 1092 1 . 32no . 16 - 1349 1 . 19no . 17 - 995 1 . 21no . 18 - 1274 1 . 15no . 19 - 719 0 . 87no . 20 - 1292 1 . 16no . 21 - 1180 1 . 45no . 22 - 1047 1 . 20no . 23 - 707 1 . 06no . 24 - 918 1 . 31no . 25 - 893 1 . 60no . 26 - 951 1 . 33no . 27 - 861 1 . 85no . 28 - 921 3 . 12no . 29 - 1181 3 . 45no . 30 + 1280 3 . 01no . 31 - 1012 2 . 80no . 32 - 1120 2 . 54no . 33 - 1236 1 . 21no . 34 - 1310 3 . 00no . 35 - 1330 1 . 53no . 36 - 1215 1 . 77no . 37 - 930 2 . 15no . 38 - 1121 3 . 10no . 39 - 1210 2 . 11no . 40 - 997 1 . 21no . 41 - 957 1 . 07no . 42 - 1310 3 . 11no . 43 - 1112 2 . 36no . 44 - 1120 2 . 01no . 45 - 960 1 . 96no . 46 - 1440 1 . 35no . 47 - 1240 1 . 58no . 48 - 1385 1 . 15no . 49 - 1190 1 . 20no . 50 - 1205 1 . 10no . 51 - 1010 1 . 16no . 52 - 1360 1 . 80no . 53 - 1290 1 . 60no . 54 - 1015 1 . 35no . 55 - 960 1 . 10no . 56 - 1112 1 . 18no . 57 - 998 1 . 06no . 58 - 862 3 . 15no . 59 - 914 2 . 98no . 60 + 1365 3 . 02no . 61 + 1218 1 . 61______________________________________ each of the above electrophotographic photoconductors no . 1 through no . 61 was incorporated in a commercially available electrophotographic copying machine and a latent electrostatic image was formed thereon by being exposed to a light image . the latent electrostatic image was developed with a dry type developer to a visible toner image , electrostatically transferred to a transfer sheet made of plain paper and fixed thereto . as a result , a clear transferred image was obtained by each of the photoconductors . when a liquid developer was employed instead of the dry type developer , clear transfer images were obtained likewise .