DE2349947A1 - PHOTOCONDUCTIVE MATERIAL AND ITS USE IN ELECTROPHOTOGRAPHY - Google Patents

Description

raisr -: - r.-'- ^s; t3 October 4th 1973

_S Munich 22, MaxiniWanstn 43 - -

oi Photo EiIm Co., Ltd.
Ko. 210, Hakanuma, Minarai Ashigara-slii, Eanagawa, Japan "

A photoconductive material wan its use in Elektropbouogaraphie

The invention relates to a new photoconductive material and its use in electrophotography

In the previously known, for electrophotography usable photoconductive substances are to inorganic compounds such as selenium, zinc oxide and the like, to reduce organic compounds with a low molecular weight, such as anthracene, chrysene, benzidine and the like, as well to compounds with a high molecular weight, such as poly-N-vi-nylcarbaaol, Polyvinylanthracene and the like.

The aim of the present invention is to provide a new organic photoconductive material for use in the Electrophotography to indicate that a new structure on- ■ has that of the one of the above, up to

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The connections used are fundamentally different. .

The invention relates to an organic, photoconductive one Material which is characterized in that it contains or consists of a high polymer !! Connection with", repeating units of the general formula

.CH

> C = CH-COInI-R ₃ -HNOC-HC = Q
\

where mean:

R _{1 is} a hydrogen atom, a halogen atom, a nitro group, an alkyl group with 1 to 5 carbon atoms, an alkoxy group with 1 to "5 carbon atoms or an alkoxycarbonyl group with 2 to 6 carbon atoms,

R "represents the group - (CH ₂ ) - or -CH ₂

CH ₀ -, where η

is an integer from 2 to 6, and

ZZ
the group - ^J f ^> \ £ ^

, where Z is a hydrogen atom or

is an alkyl group having 1 to 3 carbon atoms and m is an integer from 2 to 10.

The invention also relates to an electrophotographic

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cal element (recording material), which is characterized is- that it consists of an electrically conductive Support and a layer of the photoconductive applied thereon Material of the general formula given above.

Examples of suitable alkyl groups R ₁ in the general formula given above are methyl, ethyl, propyl, butyl and penty1, methyl and ethyl being preferred. Examples of suitable alkoxy groups R-. are methoxy, ethoxy, propoxy, butoxy and pentyloxy, with methoxj? "and ethoxy being preferred. Examples of suitable alkoxycarbonyl groups R are methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl or pentyloxycarbonyl, methox5?" carbon3? -1 and ethoxycarbonyl being preferred 'are. Examples of suitable alkyl groups Z are methyl, ethyl and propyl, methyl and ethyl being preferred.

When using the connection described above as a photoconductive material in electrophotography, the compound is dissolved in a suitable solvent and the solution thus obtained is used to produce a photosensitive layer on an electrically conductive one Support poured on or applied in the form of a layer. On this occasion, by adding a plasticizer, a sensitizer and the like. To the solution at the same time the film properties of the photosensitive Layer and the sensitivity thereof can be greatly improved. .

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The process for the manufacture of the as starting material for the production of the high polymer according to the invention !! link The 2-methylene indoline bimercn used in the general formula 1 given above is explained in more detail below explained.

The substituted 2,3,3-trimethylindolenines referred to below as group I compounds are converted into a quaternary form with a dihalogenated alkane to produce a dimeric quaternary salt in which the two 2,3,3-trimethylindolenine- Molecules are connected to one another via an alkylene group on the "nitrogen atoms of the indoleninxing as in general formula I". When the dimer is neutralized with alkali or a base, the "2-methylene indoline dimer" is obtained. This reaction can be represented schematically by the following reaction equation:
^CH 3 CH

Alkali,

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Wherein L means a group, 'which are the nitrogen atoms of the two iidolenine and indoline molecules with each other connects to form that described above Dinating and where R "and X are halogen atoms, e.g. Mean chlorine, bromine or iodine atoms.

Those used as the starting material in this reaction 2,3,3-Trimetb / ylindoleninderivate are in large technical Scale produced and generally as an intermediate for the production of cyanine dyes and other dyes used. The other starting material, the dihalogenated arcane, is also readily available. Below the synthesis of the 2-methylene indoline dimer is also described.

The substituted compounds referred to below as Group I compounds 2,3,3-Trimethylindolenine are dihalogenated with a Alkane, which is referred to below as Group II compound, converted into the quaternary form for Production of a dimeric quaternary salt in which the two 2,3 ", 3-trimethylindolenine molecules are attached to the N atoms of the indolenine nuclei via those derived from the dihaloalkane Alkylene group are linked together. By neutralizing the dimer with alkali or a base can the desired 2-methylene indoline,.-dimer can be obtained.

Group I connectionsi

No. Ir 2,3,3-Triirtethylindolenine

No. 2: 2,3,3 ·, 5 ~ tetramethylindolenine.

-No. 3: 5-ethyl-2,3,3-trimethylindolenine

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No. 4: No. 5: No. 6ί No. 7: No. 8th: No. 9:

5 ~ propyl-2,3,3-triethylindolenin 5-butyl-2,3,3-trlmethylindolenin 5-PeXItJrI-2,3,3-trliaethylindolenin 5-chloro-2 _} 3,3-triethylindolenin 5-broin-2, 3,3-trimethylindolenine

5-HitrQ ~ 2,3,3-fritetfrylindolenine No. 10: 5-methoxy-2,3,3-triraetliylindolenine No. 11: 5-Ethoxy-2,3,3-trirfleth3rindolenine No. 12: 5-propoxy-2,3,3-trimethylindolenine No. 13: 5-Carboethoxy-2,3,3-trimethylindolenine

The production of the group! Compounds is described by Wenning, Pv * Wiζinger, "Helvetica Chemica Acta ¹¹ , 23_, (1940), published by the publishing house Helvetica Chimica Acta, Basel, Switzerland.

Group I! Compounds;

No. 14: 1,2-dibromoethane ''

No. 15: 1,2-dichloroethane

No. 16: 1,3-dibromopropane

No. 17: 1,4-dibromobutane

Mr. 18: 1,5-dibrorapentane

No. 19: 1,6-dibromohexane

No. 20: Xylylene chloride

No. 21: 1,2-ethylene dichloride

No. 22: 1,2-ethylene dibromide

No. 23: Xylylene dibromide

No. 24: Dibromo methyl ether

No. 25: 1,4-dibromo-2-butene

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The group !! connections are well known and most of them of which are commercially available. '

In the above synthesis, molar ratios of indoline to usable dihalogenated allcan of more than 2: 1, preferably of 2: 1, are used. The temperature used is about 50 to about 30O _5, preferably 100 to 200 G ₅ , the time required for the reaction being within the range from about 0.5 to about 20, generally from 1 to 5 hours. The synthesis can take place in In the presence or absence of an inert solvent, and when a solvent is used, an aromatic hydrocarbon solvent such as benzene, toluene, xylene or a mixture thereof may suitably be used.

Examples of suitable alkali or bases which can be used in aqueous solution for hetitralization are the alkali metal hydroxides, such as KaOH or KOH. The. indicated concentration of the aqueous solution is generally about 5 to about 50 wt .-%. The amount of the added alkaline and basic materials is determined by means of a pH meter ¹ -, with the added. Amount corresponds to the amount required to make the solution alkaline. Based on the amount of indolenine present, an amount is generally added which corresponds to 1.5 times the equivalent amount. A specific Syaitlies example is described in more detail below * - ·

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25.6 g of the compound no. 1, 2,3,3-trimethylindolenine _f were heated together with 17.2 g of the compound I \ ^T r.l7 _f 1,4-dibromobutane., For 3 hours at 130 ° C At this point the entire reaction mixture solidified, after removing the. crystals obtained in this process

ι '

Aside from acetone, the product was dissolved in hasser. When neutralizing the solution by adding an aqueous sodium hydroxide solution until it was alkaline, fell a solid substance., from. This precipitate was removed and recrystallized from ethanol. Received this way one 6.8 g of a crystalline material with a melting point of 103 C. This product was with the help of his Infrared spectrum in which absorption was observed due to the exomethylene group at 1635 cm "", and due to the elemental analysis, in which II, C and N were found to be 8.61j 84.15 and 7.65% respectively (the calculated Values were H: 8.66, C: 83.82 and · K: 7.52%) as the desired one N, N'-butylene-bis- (3,3-dimethyl-2-raethyleriindoline) identified.

By heating Compound No. 1, 2,3,3-trimethylindolenine, (9.5 g) together with Compound No. 2O ₇ xylylene chloride _v (35 g) in toluene (100 ml) to form the quaternary salt and subsequent addition of alkali until the solution was alkaline, N, N ¹ -xylylene-bis- (3,3-dimethyl-2-methyleneindoline) (63.6 g) was obtained. The product had a melting point of 137 C.

In the same way as above you can using

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various combinations of the compounds of the group Ϊ and group II various other 2-methyleneindoline dorivate getting produced. The as above

WRITTEN MANUFACTURED DIFFERENT 2-METHY1ENINDO1INE DIREASES are easily converted into polyamides by reaction with a diisocyanate according to the following equation convicted:

+ OCN - R * - -NCO

(III)

(II)

GH ₃ CH,

As the diisocyanates for this purpose, those are preferred used for the production of polyurethanes, polyureas and the like. Used. Representative

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Examples are from Sliunsuke Kurahashi, MInoru Imoto, Hisaya Tani Gt al, "Synthetic Polymer V", p. 335, Asakura Publishing Co., Ltd., Tokyo, Japan.

The diisocyanates which can be used in the present invention have the following general formula

OCN - R ₀ -HCO

where R. is the group

or-CH

means xiorin Z

an atom or a. Alkyl group with 1 to 3 carbon atoms and m is an integer from 2 to 10.

Suitable examples are ethylene diisocyanate, propylene diisocyanate, hexamethylene diisocyanate, m-phenylene diisocyanate, p-phenylene diisocyanate, tolylene diisocyanate, 3,3-i-di-tolylene-4,4'-diisocyanate, 1-methyl-3,5-phen37-lene diisocyanate , 2,4-Diisopupylphenylendiisocyanat, Dimethyibenzoldiisocj ^ Anat, Äthylbenzoldiisocyanat, 1,4-Naplithylendiisocyanat, 1,5-naphthylene, Dipheny! methane-4,4-diisocyanate ^1, thy Diphenylme! methane-4,4-diisocyanate ^r, p- Xylylene diisocyanate, m-xylylene diisocyanate, et, cc, α ', cc' -tetramethylene / lxylylene diisocyanate and the like. Ethylene diisocyanate, hexamethylene diisocyanate, p-phenylene diisocyanate, tolylene diisocyanate, naphthylene diisocyanate, diphenylene diisocyanate, X3 imyanate, are preferably used.

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These diisoc5? "Anate are in" methods of organic Chemistry (Kouben-Weyl) ", VIII, oxygen compounds III, 1952 ,. Georg Thierae, Stuttgart, and iü "Polyurethane" 1968, Malci Publishing Co., Tokyo, Japan.

The catalysts used in the reaction are generally bases, such as alkali metals, Alkali carboxylates, quaternary ammonium halides, Alkalimet al Ihydroxides, alkali metal alkoxides, ammonium hydroxides, tertiary amines and the like.

Examples of tertiary amines which can be used as catalysts are dimethylbenzylamine, diethyibenzylamine, triethyamine, Dimethylamine methylmorpholine, wench tlrylxjiperazine, pyridine, Isoquinoline, picoline, lepidine and the like; Examples of suitable alkali metal alkoxides are sodium methylate, sodium ethylate, Kal ^ nobutylate and the like; Examples of suitable Alkali metal hydroxides are sodium hydroxide, potassium hydroxide and the like »; Examples of suitable quaternary ammonium oxides and halides are trimethylbenzylammonium oxide, trimethylbenzylate monitim chloride, Tetraethylammonium chloride and the like; Examples of suitable alkali metals are lithium, sodium and potassium, examples of suitable alkali metal carboxylates are lithium acetate, - 'sodium benzoate, potassium propionate, Tin (ll) acetate and the like.

The solvents generally used for the polymerization reaction verv / ends, it is about

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aprotic polar solvents - which dissolve the polymer formed and not reactive ones. Groups such as -OH, -NH and the like, which react with the isocyanate (-KCO) group, contain. Examples of such solvents are formamide, N, N-Dime thy If ormamld, N, N-diethyl form amide ₅ Pyrr ο lidon $ · N-Metylilpyrr ο lidon, Viny Ipyrrolidon, Dimethyl «sulfoxide, Ilexame thy Ipho sphoramid", Tetramethylurea, formylraorpholine, Ν, Ν-Diiiiethylacetamid, SuIf ο ran, DinethyI-cyanamid and the like. Examples of non-solvents for the polymer formed are methanol, ethanol, ethyl ether, hexane and the like.

The polyamide can easily be made from the 2-methylene indoline dimer and the diisocyanate are synthesized by stirring equimolar amounts of these reactants in an organic Solvent at temperatures between room temperature (about 20 to 30 G) and the boiling point of the polymerization solvent. The polymer produced in this way can be used in Form of a precipitate 'can be obtained if the Po ^ nnerization solution in a non-solvent for the polymer, e.g. in methanol. The educated Precipitate is filtered off and dried and a pulverulent polymer product is obtained. The basal molars Viscosity number [^] of the polymer is within of the range from 0.05 to 0.2, measured in N-methylpyrro lidone at 30 G. A synthesis example is described in more detail below. All parts and refer to therein Percentages based on weight unless otherwise specified.

5/1 0S7

5.4 g of ίϊ, N ¹ -Bitty 1 en-Ms- (3.3 ~ dimethyl ~ 2 ~ meth3 ^ 1enindoline) and 4.9 % · Diplicnyliiiethandlisocjranat were dissolved in 100 ral tetrahydrofuran and stirred for 6 hours at 65 ° C heated »When the resulting solution was poured into 4 l of methanol with vigorous stirring, a polymerizatnie'der shock was formed. The precipitate thus formed was filtered off, dried and redissolved in tetrahydrofuran. Then, the reprecipitation solution was poured into methanol for purification. This gave 10 g of the polymer whose intrinsic viscosity [ stj ] at 30 ° C. in dimethylformamide was 0.173. The infrared stored rum of this polymer, from which an absorption due to the 2-methylene group at 1635 cm and an absorption due to the isocyanate group at 2250 cm 'had disappeared, showed a new absorption which was due to the newly formed unsaturated amido formation. It can be seen from this that the polymer obtained was a new polymer which had an unsaturated polyamido group as a recurring "'unit.

In the same manner as above may be prepared by combination of various 2-methyleneindoline-dimers of the compounds of groups I and II, and various Diisocyänaten be .sythetisiert _f ungesättigte- various polyamides ■ de ,, are prepared.

• When using the 'obtained polymer as photoconductive material in electrophotography the polymer dissolved in a suitable solvent

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and applied in the form of a photoconductive layer to an electrically conductive carrier. The coating solvent used is preferably tetrahydrofuran, Dioxaiij 'N _r N-diraethylformamide, methylene chloride, formamide, N, N ~ diethylformamide, chloroform, trichloroethane or a similar organic solvent. "The polymer solution is preferably used in a dry layer thickness of about 2 to about In this case, the concentration of the coating solution is preferably about 15 to about 35% by weight. In addition, the coating solution may contain a plasticizer, a sensitizer and the like to improve the film properties and the sensitivity of the photosensitive layer. be admitted.

Metal plates such as Al-'yCu-jFe plates and the like, plastic films such as those made of polyethylene terephthalate ~, polystyrene, cellulose triacetate, Polycarbonates and. the like, papers and the like can be used, who have undergone treatment "to make them electrical to make conductive. Appropriate methods of electrical To generate conductivity, metal is sprayed on, a metal foil is laminated on and coated with an electrically conductive polymer and the like.

When using the organic photoconductive material According to the invention, visible images can be obtained by treating the material in the dark using a corona discharge treatment according to the ones in Electrophotographic

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conventional methods, as described in US patents 2 221 776 ₅ 2 297 691, 2907674, 3081263, 3241998 and the like., to charge in the dark and after the imagewise exposure to a development treatment, for example, a cascade development "Liquid" development, and the like. "Dry electrophotographic development is described in U.S. Patents 2,221,776 and 2,297,691, while liquid electrophotographic development is described in U.S. Patents 2,907,674, 3,081,264 and 3,241,998 is described.

The invention is illustrated in more detail by the following examples, but without being limited to it. The percentages and parts given therein relate if nothing otherwise stated is based on weight.

example 1

^ 20 parts of a prepared by reacting N, N'-butylene-bis (3 ", 3, -dimethyi-2-methyleneindoline) _s synthesized from the compound Kr. 1 and the compound Kr. 17, iisocyanat Diphenylmethand-unit (mole ratio The polymer produced ([■ * /] ^ - ^es polymer in N, N-dimethylformamide at 30 ° C. = 0.173) were dissolved in 100 parts of tetrahydrofuran and applied to an aluminum plate in a dry layer thickness of 10 microns. after removal of the solvent by drying, the 'material in the dark was positively charged and _0? 8 seconds with a 100-XJT ZoIfrarnlampe at a distance of 30 cm above the plate exposed while

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a positive film was placed on it. After the cascade development of the exposed material with a developer containing a negatively charged toner result in clear, lifelike image: the original preserved. In addition, an electrophotographic one was used as the developer in this case Developer used by absorbing a carbon black / polystyrene mixed material (5/5) with nitrocellulose coated glass beads with a particle size of 0.5 µm.

Beis piel 2_ ■ -

To produce a carrier, a 10% strength by weight aqueous Dispersion of colloidal aluminum oxide in a dry

An amount of 1.2 g / m 2 was applied to a gelatin-coated surface of a 120 .mu.m thick photographic polyethylene terephthalate film which was provided with an intermediate gelatin layer (adhesive layer). On the surface coated with aluminum oxide, a coating solution was applied in a dry layer thickness of 12 microns, which was prepared by dissolving 30 parts of a solution obtained by reacting N, N'-butylene-bis- (3,3-dimethyl-2-methyleiiindoline) with 2, 4-Tolylendiisocyana.t polymer produced in a molar ratio of 1: 1 ([ ¹ ^?] Of the polymer in N, N-Dirne thy Iformamid at 30C = 0.173) in 100 parts of methylene chloride. After removing the solvent by drying, the same development as in Example 1 was carried out to obtain clear images.

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Example 3

On a surface of a writing paper was in a Ti-oclcen-

amount of 1.2 g / m of a milky white solution, consisting of 10 parts of aluminum oxide (colloidal aluminum oxide from Nissan Chemical Industries, Ltd.) and 30 parts of water, and a 5 wt. % methanol solution of a single acid anhydride / vinyl acetate mixed polymer (molar ratio 50:50) applied to produce a carrier. A solution to the coated surface with the copolymer applied by dissolving 25 parts of a by reaction of N, N ^{1-butylene-bis-} (3j 3,5-trimethyl-2-methyleneindoline), synthesized from the compounds nos. 2 and no. 17, with diphenylmethandiisocjT-anat (Mo! Ratio 1: 1) prepared polymer ([Ύ) ] of the polymer in N, N-dimethylformamide at 30C = 0.195) had been prepared. After drying, the ma-. The material was charged and exposed in the same way as in Example 1 and developed using a liquid developer which had been prepared by dispersing 1 g of a commercially available offset printing ink in 1 l of cyclohexane. In this way, clear images were obtained.

Example 4

f - ■

A resin having a low electrical resistance (Calgbn Conductive Polymer 261, Calgon Corp.) was diluted with water for the preparation of a 40 wt, -% aqueous solution and on a surface of a 107 micron thick paper

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(Q-per, an art paper mainly made of polystyrene, and by Hippon Kakoh Seishi Co., Ltd. manufactured is applied - with the formation of a carrier. This Resin probably has the following structure:

- CH

^CH

CH,

CH

CH,

where η is a positive integer.

On the surface coated with the polymer was a Solution applied by dissolving 17 parts of emes Iblymeien, das by reacting N, N'-xylylene-bis- (3,3-dimethyl-2-methyleneindoline), synthesized from the compounds Mr. 1 and No. 20, obtained with diphenylmethane diisocyanate (['*?] des Polymer in N, N-Dimethy 1 formamide at 30C = 0.116) had been used to manufacture a photosensitive material for use in electr opho to graphic After Drying to remove the solvent, the same developments as in Example 3 were carried out. It became clear Get pictures,

Although the invention has been described above with reference to specific preferred embodiments explained in more detail, it is however, it will be apparent to those skilled in the art that this is in many ways

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can be changed and modified without this the scope of the present invention is departed from.

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Claims (4)

2349547 F a t ent so early (JLy photovoltaic material, indicated by the fact that it contains or consists of a high polymer compound rait repeating units of the general formula CH ₃ CH ₃ R ₁ = CH-COKH-R _y -HNOC-HC = C where mean: R a hydrogen atom, an IIa.logena.tom, a nitro group, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms or 3: a Allcoxycarbon}> - oil group with 2 to 6 carbon atoms, R "the group - ^ - fCHpX ^ or -CII ~ r -H-CHp-, in which η is a is an integer from 2 to 6, and ι / s, / ² Z * Z • the group - * (CH _O 4-, -Pil-, '^ // ^ ClcH ^ -7 ^ ~ ^ S to CH -j where Z is a gas substance - or ~ ( atom or an alkyl group with 1 to 3 carbon atoms and m is an integer from 2 to 10. 409815/1067 BATH 2. Photoconductive material according to claim 1 _? characterized in that R-, methyl, ethyl, methoxy, ethoxy, methoxycarbonyl or iithoxycarbonyl in the general formula. 3. Photoconductive material according to claim 1, characterized in that that the high polymer compound has an intrinsic viscosity [Ή] within the range of 0.0.5 to having. 0.05 to 0.2, measured in N-methylpyrrolidone at 30 C, 4. Photoconductive material according to claim 1, characterized in that that the polymeric compound of general formula I is the product of the reaction of an indolenine derivative of the general formula II given below and a diisocyanate given below Formula III is . .CII) c = CH ₂ OCN -R ₅ - NCO .. (III) 15 ^ 10 6 where mean: R is a hydrogen atom, a halogen atom, 'a nitro group, an, alkyl group having 1 to 5 carbon atoms, a Alkoxy group with 1 to 5 carbon atoms or an alkoxycarbonyl group "with 2 to 6 carbon atoms, R is the group'-fCHr) - or -CHp ^ -JJ-CH ₂ -, worm n is a means an integer from 2 to 6, and the group (CH ^, HrJj- ' {^ ~ ^0Ε Ζ \ =} < , or -CHp ~ j ~~ "fr" CHp-, where Z is a hydrogen atom or an alkyl group with 1 to 3 carbon atoms and m is an integer from 2 to 10. 5. Photoconductive material according to claim 4, characterized in that that the compound of the general formula II is the product of the reaction of a compound of the general formula (IV) with a compound of the general formula XR ₂ -X (V) 409815/1067 where mean: -. a hydrogen atom, a halogen atom, a nitro group, an alkyl group with 1 to 5 carbon atoms, a Alkoxy group having 1 to 5 carbon atoms or one Alkoxycarbonyl group with 2 to 6 carbon atoms, Ε. » the group --- (CH ^ , or -CELr-j- "fpp ^ -j where η is an integer from 2 to 6, and X is a halogen atom. 6. photoconductive material according to claim 5, characterized in that that the compound of the general formula IV is selected from the group: 2,3,3 ~ trimethylindolenine, 2,3,3,5> Tetramethylindolenine, 5-ethyl-2,3,3-trimethylindolenine, -5-propyl-2,3,3-trimethylindolenine, 5-butyl-2,3,3-trimethylindolenine, 5-pentyl-2,3,3-trimethylindolenine, 5-chloro-2,3,3-trimethylindolenine, 5-bromo-2,3,3-trimethylindolenine, 5-Kitro-2,3,3 "triraeth3 ^ 1indolenine, 5-Methoxy-2,3,3-trimethylindolenine , 5 ~ ethoxy-2,3,3-trimethylindolenine, 5-propoxy-2,3,3-trimethylindolenine and 5-Carboätlioxy-2,3,3 ~ trimethylindolenine, 7. Photoconductive material according to claim 5, characterized in that that the compound of the general formula V is selected from the group ti, 2-dibromathane, 1,2-dichloroethane, 1,3-dibromopropane, 1,4-dibromobutane, 1,5-dibromopentane, . !, G-dibromohexane, xylylene chloride, 1,2-ethylene dichloride, "1,2-Ätltylcndibromid, Xylylene dibromide, dibromethyl ether and 1,4-dibromo-2-butene. . . 4098 15/10 67 8, photoconductive material awake to claim 4, characterized that the compound of the general formula I the product of the implementation between the compounds of the general form II and IΙΪ in one T-Io 1 ve rhä 11ni s i π t. 9. Photo-lei tfühigCG Ikiterial according to claim 4, characterized in that that the compound of the general formula III is selected from the group vjxrd; AtIi) ^ l eridii so cyanate, kexamethylene diisocyanate, p-phenylene diisocyanate, ilaphthylene diisocyanate, XylylendiiGOC} ^^.?,.! :: and diphenyltriethanediisocyanate. 10. Ji 1 ektr opho t ο graphi s e e 1 cm en t, because it is made up of an electrically conductive carrier and one applied to it. Layer made of your photo-conductive material according to at least one of Claims 1 to 9. 11. An electrophotographic element according to claim 10, characterized characterized that it is called Tröger eiiio Metaliplatte, a Has plastic film or a paper. 12. Electrophotographic element according to Claim 11, characterized in that: characterized in that it has a metal plate made of Al, Cu or Fe as a carrier. 13. Electrophotographic element according to claim 11, characterized characterized in that it consists of a plastic film as a carrier Po Iy-: i thy lent er aphtl ialat, Po Iy s tyr ο 1, CeI lulo se tr iacet at 409815 / 1-067 BAD ÖRiGINÄi, -. 25 - or a polycarbonate. 14. Electrophotographic Elcrp.cnt τ; oh claim 11, thereby marked that it is a paper ruive as a carrier, .whose a surface with a layer of an electrically conductive material is provided. 15. An electrophotographic element according to claim 14, characterized in that the electrically conductive material consists of colloidal aluminum or an electrically conductive polymer consists of the following formula CH- where η is a positive integer. 409-8 15/1067 4 09 8 1 5 / 1C β ΒΑ0 Oi = UOINAU