CN1123421A - Electrophotographic photosensitive material - Google Patents

Electrophotographic photosensitive material Download PDF

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Publication number
CN1123421A
CN1123421A CN95116304A CN95116304A CN1123421A CN 1123421 A CN1123421 A CN 1123421A CN 95116304 A CN95116304 A CN 95116304A CN 95116304 A CN95116304 A CN 95116304A CN 1123421 A CN1123421 A CN 1123421A
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China
Prior art keywords
resin
layer
polycarbonate resin
photosensitive material
electric charge
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野上纯孝
北泽通宏
佐藤胜博
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Fuji Electric Co Ltd
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Fuji Electric Co Ltd
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Publication of CN1123421A publication Critical patent/CN1123421A/en
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/05Organic bonding materials; Methods for coating a substrate with a photoconductive layer; Inert supplements for use in photoconductive layers
    • G03G5/0528Macromolecular bonding materials
    • G03G5/0557Macromolecular bonding materials obtained otherwise than by reactions only involving carbon-to-carbon unsatured bonds
    • G03G5/0564Polycarbonates
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/14Inert intermediate or cover layers for charge-receiving layers
    • G03G5/147Cover layers
    • G03G5/14708Cover layers comprising organic material
    • G03G5/14713Macromolecular material
    • G03G5/14747Macromolecular material obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G5/14756Polycarbonates

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Laminated Bodies (AREA)

Abstract

An organic electrophotographic photosensitive material highly resistant to stress cracks, solvent cracks and wear, and having markedly improved durability is obtained by incorporating in a binder resin of a charge transport layer of a laminate type photosensitive material a polycarbonate resin prepared using as a starting material a bisphenol compound consisting essentially of a bisphenol compound of the following structural formula (I).

Description

Electronic photographic photosensitive material
The present invention relates to electronic photographic photosensitive material, more particularly, relate to a kind of containing at the electrophotographic photosensitive material of electric charge migrating layer as the specific polycarbonate resin of adhesive resin.
Electronic Photographing Technology can instantaneous acquisition high-quality image, thereby in recent years not only in the duplicating machine field, and found purposes widely in various printer field.The core of Electronic Photographing Technology is as the electronic photographic photosensitive material that becomes image component.They comprise the conventional inorganic photochromics with photosensitive layer, and this photosensitive layer comprises inorganic photoconductive material, as selenium, selenium-arsenic alloy, cadmium sulfide and zinc paste.Developed the organic photosensitive material that has the photosensitive layer that comprises organic photoconductive material recently, and, because of its many advantages, as pollution-free, easily film forming, and high yield, and the easy acquisition of many materials etc., and development more and more widely.Well-known organic photosensitive material is the so-called single-layer type photochromics that has the dispersion of photosensitive layer, this photosensitive layer comprises the superfine broken organic photoconductive material that is dispersed in the adhesive resin, with the so-called laminated-type photochromics that has photosensitive layer, this photosensitive layer comprises charge generation layer and electric charge migrating layer laminated together.
Fig. 1 shows preceding a kind of single-layer type photochromics that has photoconductive base material 1 and photosensitive layer 20, and photosensitive layer 20 comprises the superfine broken organic photosensitive material that is dispersed in the adhesive resin 5.
The laminated-type photochromics of a kind of photosensitive layer 21 that comprises photoconductive base material 1 and provide in the above in back is provided Fig. 2, the lower floor of photosensitive layer is the charge generation layer 4 that contains as the charge generation material 3 of key component, and its upper strata is the electric charge migrating layer 6 that contains charge transporting material.
The back outstanding advantage of a kind of laminated-type photochromics shows: by on function their photosensitive layer being divided into a kind of charge generation layer and a kind of electric charge migrating layer that is used for moving the charge carrier that is produced that receives light and produce charge carrier, from be most appropriate to their (each layers) separately materials with function make these the layer, and their (each layers) are combined into laminated product, make them have hypersensitivity; They can allow extensively to select material and have high security; Can apply formation with their each layer, thereby output is high and with low cost.Therefore, they very likely become the main flow of photochromics, and their commercial application prospect is wide.
Electronic photographic photosensitive material requires to have electrical property, mechanical property and the optical property that is suitable for used electronic camera technology.Photochromics uses especially repeatedly, require to by corona discharge, toner development, transfer on the paper or the electronics or the mechanical force of cleaning the top layer that directly affacts them has permanance.That is to say, their require to the decline of characteristic such as susceptibility reduce, charge capacity reduces, and the rest potential that causes because of the ozone that produces in the corona discharge process raises all inhibited; And it is inhibited to the photochromics surface abrasion or the scar that cause by the friction in its development, transfer or the cleaning process.
The surface of organic photosensitive material is the layer of being made up of resin basically, thereby material very easily is subjected to the influence of resin properties.The resin that is used for satisfying the desired characteristic of superficial layer is the polycarbonate resin that contains as the bisphenol-A of skeletal substance.Hereinafter, polycarbonate resin is meant the bisphenol A polycarbonate resin.
Yet the bisphenol A polycarbonate resin can not satisfy desired all characteristics of resin of photochromics fully, problem below they exist:
(1) their dissolubility is too poor, only in some halogenated aliphatic hydrocarbon, as showing solubility property preferably in methylene chloride and 1, the 2-ethylene dichloride.These halogenated aliphatic hydro carbons have low boiling.When the coating solution that is made by these solvents was used for making photochromics, coating surface trended towards bleaching.The technology controlling and process of solids is also relatively required great effort in the coating solution.
(2) they are dissolved in some solvents except that halogenated aliphatic hydrocarbon, as tetrahydrofuran, dioxan and cyclohexane, or the potpourri of these solvents.As time goes on gained solution make bad stability, and this can be found out by their gelatification in several days, and be not suitable for producing in enormous quantities.
(3) only contain bisphenol-A or bisphenol-a derivative and be subject to solvolysis as the polycarbonate resin of main skeletal substance.
The cyclohexylidene that contains large volume by use has solved problem (1) and (2) about steady dissolution as the polycarbonate Z resin of the structural unit of polymkeric substance.Yet as pointed in problem (3), when the solution of polycarbonate Z resin and polycarbonate A resin formed film by casting, they significantly reduced on volume, and may stay stress in film.Therefore, there is the shortcoming that is subject to stress cracking in they.In order to solve this shortcoming, Japanese Patent Application Publication No.62040/1986 has disclosed a kind of method that reduces stress cracking by mixed polycarbonate A resin and polycarbonate Z resin.Equally, Japanese Patent Application Publication No.62039/1986 discloses a kind of by allowing bisphenol-A and bisphenol Z copolymerization reduce the method for stress cracking.But these methods do not have the counter stress cracking that enough permanance are provided.
In recent years, require in the organic photosensitive material, to improve susceptibility.For catering to this requirement, usually use low molecular weight compound relatively in large quantities, as charge transporting material.In the film forming process, or in the long term storage process, this type of lower-molecular-weight component precipitation causes to be separated.
In addition, the actual at present laminated-type organic photosensitive material that uses especially is inferior to inorganic photochromics aspect permanance.A factor of decision permanance is a physical property.Yet also there is following defective in laminated-type organic photosensitive material: because of the load in the reality use, as use toner development, rub their easy to wear or galled spotss with the paper friction with cleaning element.This drawbacks limit their printing tolerance.
The present invention finishes for overcoming above-mentioned shortcoming.The object of the present invention is to provide a kind of height stress crack resistant, solvent to disperse and wearing and tearing, and has the organic photosensitive material that improves permanance significantly, mode is to a kind of resin of electric charge migrating layer introducing as adhesive resin, this kind resin has the solvent soluble of height, with the charge transporting material highly compatible, easily form satisfied film, and have high-wearing feature.Can reach this purpose by the electronic photographic photosensitive material that on conductive substrates, has charge generation layer and electric charge migrating layer, these layers are made up of organic substance basically, and (polycarbonate resin refers to polycarbonate resin of the present invention hereinafter wherein to use the bisphenol compound of being made up of the bisphenol compound of following structural formula (I) basically as initiation material to make polycarbonate resin.), it is incorporated in the electric charge migrating layer as adhesive resin.
Figure A9511630400061
Formation of the present invention is finished by following discovery: we are to the structure as the various polycarbonate resins of the adhesive resin of photosensitive layer, and they have carried out urgent research to the influence of the characteristic of electric charge migrating layer.We find these research guiding: the adhesive resin that contains the above-mentioned polycarbonate resin of inventing shows excellent solvent dissolubility and high-wearing feature.
Polycarbonate resin of the present invention wishes to contain the bisphenol compound of 30mol% or more structural formula (I).If this content is on the low side, effect of the present invention can not demonstrate fully out.Polycarbonate resin of the present invention has the weight-average molecular weight (Mw) 10,000-200,000 that is transformed by polystyrene, measures according to gel permeation chromatography (GPC).
The ratio that is incorporated into the polycarbonate resin of the present invention in the adhesive resin of electric charge migrating layer wishes it is 80wt% or higher.Low ratio can't embody effect of the present invention fully.
Photochromics of the present invention is the laminated-type photochromics with photosensitive layer, and photosensitive layer comprises charge generation layer and the electric charge migrating layer that is laminated on the conductive substrates.The order of lamination is to make electric charge migrating layer on charge generation layer, or opposite.
The conductive substrates of photochromics of the present invention comprises: for example, metal material is as aluminium, stainless steel or nickel; Polyester film, the phenolics pipe, paper tube or glass tube have the conductive layer of aluminium, copper, palladium, tin oxide or indium oxide on the surface separately; And contain conducting powder, as the plastics of carbon dust, metal powder or the metal oxide powder of disperse state.
If desired, on conductive substrates, can provide undercoat with insulation function or adhesive function.Forming the material of undercoat, for example is the resene such as polyvinyl butyral, polyvinyl alcohol (PVA), casein, polyamide, cellulose, gelatin, polyurethane or polyester, and metal oxide-type, as aluminium oxide.The thickness of undercoat is 0.1-10 μ m preferably.
The charge generation material that is used for charge generation layer is the organic pigment class, as phthalocyanine color, AZO pigments, quinacridone pigment, indigo series pigments, perylene pigment, polycyclic quinone pigment, anthanthrone pigment and benzimidazole pigment.When using, the contract adhesive resin of propionic aldehyde, polyvinyl butyral, phenoxy resin, epoxy resin, urethane resin, cellulose esters or cellulose ether of their fine grained material and the acetyl acetaldehyde that contracts such as polycarbonate resin, polyvinyl acetate (PVA), polyacrylate, polymethacrylate, polyvinyl chloride copolymer, polyester, polyvinyl alcohol (PVA), polyvinyl alcohol (PVA) is bonded together.The ratio of charge generation material is preferably 30-500 parts by weight with respect to 100 weight portion adhesive resins.The thickness of charge generation layer wishes it is 0.1-1 μ m.
By changing into a kind of solution with the adhesive resin that contains polycarbonate resin of the present invention as enamine compound, compound of styryl, hydrazone compound, adiene cpd, amines or the analog of charge transporting material, and coating gained coating solution, thereby formed electric charge migrating layer.The thickness of electric charge migrating layer is 10-40 μ m normally.In order to improve filming performance and coating, can add even paint and plastifier to electric charge migrating layer.Can also add antioxidant and ultraviolet absorber, to improve anti-ozone ability, anti-NOx ability and ultraviolet-resistant capacity.
Together comprise the polycarbonate resin except that polycarbonate resin of the present invention for example, polyvinyl acetate as the resin of the adhesive resin of electric charge migrating layer with polycarbonate of the present invention, polyacrylate, polymethacrylate, polyester, the polyvinyl alcohol (PVA) acetyl acetaldehyde that contracts, the polyvinyl alcohol (PVA) propionic aldehyde that contracts, polyvinyl butyral, phenoxy resin, epoxy resin, urethane resin, cellulose esters and cellulose ether.
By mix bisphenol compound and other bisphenol compound of said structure formula (I) by predetermined ratio, use phosgene then, carry out condensation by conventional method, thus synthetic at an easy rate polycarbonate resin of the present invention.
Bisphenol compound except that the bisphenol compound of structural formula (I) comprises, for example the compound of following structural formula:
Figure A9511630400091
Figure A9511630400111
Figure A9511630400131
Figure A9511630400141
Figure A9511630400151
Figure A9511630400161
Here R represents any in the following structural formula:
Figure A9511630400171
Above and other purpose of the present invention, effect, feature and advantage will become clearer from the narration of following embodiment.
Fig. 1 is the cross sectional view of common single-layer type photochromics.
Fig. 2 is the cross sectional view according to laminated-type photochromics of the present invention.
Below embodiment of the present invention will be described.
The synthetic embodiment of polycarbonate resin of the present invention at first, is provided.
(synthetic embodiment 1)
The bisphenol compound that in 3 liters of reactors, adds 0.2mol structural formula (I), 0.1mol2,2-two (4-hydroxyphenyl) propane, the NaOH aqueous solution of 500ml 5% and 400ml methylene chloride.When the material of packing into is by vigorous stirring, with the flow velocity of 500ml/min to logical COCl wherein 2Reach 20 minutes.Temperature of reaction remains on 150 ℃.Then, adding 40ml concentration is 13.7% NaOH, 0.2g chlorination benzyl trimethyl ammonium and 0.3ml triethylamine.Temperature remains on 23 ℃, and potpourri stirs and carried out polycondensation reaction in 1 hour.After reaction finished, product was with the dilution of 400ml methylene chloride, washed with 1 premium on currency, 0.5 liter of 0.01N hydrochloric acid and 1 premium on currency successively in order then.The gained organic acid is settled out white polymer by in 5 liters of methyl alcohol of impouring.After the filtration, filter cake descended dry 12 hours at 100 ℃, obtained the polycarbonate resin of the copolymerization of about 100g.The molecular weight of this resin (Mw) is measured by GPC, is 25,000.
(synthetic embodiment 2-6)
According to the same manner among the synthetic embodiment 1, only be to use the bisphenol compound of structural formula shown in the table 2 to replace 2,2-two (4-hydroxyphenyl) propane, obtained the polycarbonate resin of the copolymerization of each heavily about 100g.The molecular weight of gained resin (Mw) (being measured by GPC) is shown in Table 2.
Table 2
Figure A9511630400191
(synthetic embodiment 7)
According to the same way as among the synthetic embodiment 1, use bisphenol compound and 0.255mol 2,2-two (4-hydroxyphenyl) propane of 0.045mol structural formula (I), obtain the polycarbonate resin of copolymerization.The molecular weight of gained resin (Mw) (being measured by GPC) is 60,000.
(embodiment 1)
By the following structural formula of sand mill with 2.1 weight portions: Bis-azo compound and 1.0 weight account polyethylenes alcohol acetal (ESLEX KS-1, Sekisui Chemical Co., the product of Ltd.), 16 weight portion MEKs, be dispersed in together with 9 weight portion cyclohexanone, add 75 weight portion MEKs subsequently again, make and be coated with feed liquid.Be coated on and scribble thick soluble polyamide resin (the DIAMIDE T-171 of 0.5 μ m in advance being coated with feed liquid, the product of Daicel Hurus) aluminum barrel of film (external diameter 60mm, long 348mm, thick 1mm) on the surface, the charge generation layer that to form dry matter thickness be 0.2 μ m.
Respectively with the polycarbonate resin of 10 weight portions preparation in synthetic embodiment 1, the charge transporting material of the charge transporting material of the following structural formula of 7 weight portions (A) and the following structural formula of 3 weight portions (B):
Figure A9511630400211
Be dissolved in the tetrahydrofuran of 80 weight portions, obtain coating solution, this solution is used for constituting electric charge migrating layer.This coating solution is coated on the above-mentioned charge generation layer electric charge migrating layer that to form dry matter thickness be 30 μ m.Thereby, made the photochromics of the embodiment 1 with structure shown in Figure 2.
(embodiment 2-7)
According to above-mentioned the same manner, the polycarbonate resin that just is used for electric charge migrating layer is replaced by each resin in synthetic embodiment 2-7 preparations, thereby has made the photochromics of the embodiment 2-7 with structure shown in Figure 2.
(comparative example 1)
According to the same manner among the embodiment 1, the polycarbonate resin that just is used for electric charge migrating layer is that the resin of 40,000 following structural formula replaces by molecular weight (Mw), has made the photochromics of structure shown in Figure 2.
Figure A9511630400221
(comparative example 2)
According to the same manner among the embodiment 1, the polycarbonate resin that just is used for electric charge migrating layer is that the resin of 40,000 following structural formula replaces by molecular weight (Mw), has made the photochromics of structure shown in Figure 2.
Figure A9511630400222
(comparative example 3)
According to the same manner among the embodiment 1, the polycarbonate resin that just is used for electric charge migrating layer is that the resin of 40,000 following structural formula replaces by molecular weight (Mw), makes the photochromics of structure shown in Figure 2.
The coating solution that is used in embodiment 1-7 and comparative example 1-3 forming electric charge migrating layer is at room temperature placed, and observes stability.In addition, each coating solution is coated on the glass plate, and adds mark.Coating in atmosphere after 60 ℃ of temperature and relative humidity are deposited 1 day 90% time, observe the appearance of crackle, the results are shown in the table 3.
Table 3
Embodiment 1 embodiment 2 embodiment 3 embodiment 4 embodiment 5 embodiment 6 embodiment 7 comparative examples 1 comparative example 2 comparative examples 3 The stability of coating solution Cracking
Turn white after carefully well carefully having turned white one day after one day Not having obviously, the medium cracking of cracking obviously ftractures
As shown in table 3, the coating solution that is used for the electric charge migrating layer of embodiment 1-7 has good stable, and crackle does not appear in their coating.Comparative example 1 and 3 coating solution have low stability, deposit after one day and turn white.Their coating demonstrates big crackle.Comparative example 2 coating solution has satisfied stability, but ftractures on its coating.Therefore, polycarbonate resin significant effective of the present invention.
Then, each photochromics of embodiment 1-7 and comparative example 1-3 is installed on the duplicating machine (PP-3380, Matsushita ElectricIndustrial Co., the product of Ltd.) that commercial sources can buy.After the paper that uses the A4 size obtains 100,000 parts of copies, check fluctuation, the minimizing of film thickness and the variation of picture quality of the electrical property of photochromics.The results are shown among table 4-1 and the 4-2.Thickness can be thought the thickness of electric charge migrating layer, because the thickness of charge generation layer is 0.2 μ m.Therefore, the minimizing of film thickness can be thought the minimizing of the thickness of electric charge migrating layer.
Table 4-1
The starting stage characteristic
Illumination paper electromotive force (V) Black paper electromotive force (V) Thickness (μ m) Picture quality
Embodiment 1 embodiment 2 embodiment 3 embodiment 4 embodiment 5 embodiment 6 embodiment 7 comparative examples 1 comparative example 2 comparative examples 3 ????-700 ????-700 ????-700 ????-700 ????-700 ????-700 ????-700 ????-700 ????-700 ????-700 ????-65 ????-55 ????-50 ????-60 ????-60 ????-65 ????-60 ????-70 ????-50 ????-50 ????30 ????30 ????30 ????30 ????30 ????30 ????30 ????30 ????30 ????30 Carefully
Table 4-2
Characteristic behind 100,000 parts of copies
Illumination paper electromotive force (V) Black paper electromotive force (V) Thickness (μ m) Picture quality
Embodiment 1 embodiment 2 embodiment 3 embodiment 4 embodiment 5 embodiment 6 embodiment 7 comparative examples 1 comparative example 2 comparative examples 3 ????-680 ????-670 ????-650 ????-680 ????-670 ????-660 ????-680 ????-580 ????-600 ????-650 ????-70 ????-60 ????-55 ????-70 ????-68 ????-70 ????-70 ????-80 ????-60 ????-58 ????28 ????26 ????27 ????26 ????28 ????27 ????28 ????23 ????24 ????25 Carefully get well the carefully many stains of blank many stains
As shown in table 4-1 and 4-2, the photochromics of embodiment 1-7 is being stable aspect electrical property and the thickness, all can obtain stable excellent picture quality in the starting stage with after making 100,000 parts of copies.On the contrary, comparative example 1-3 photochromics has experienced very big fluctuation aspect electrical property, and thickness obviously reduces, and blank and stain appear in image behind 100,000 parts of copies of preparation.Therefore, clearly, introduce polycarbonate resin of the present invention, can significantly improve the permanance of photochromics to electric charge migrating layer.
According to the present invention, on conductive substrates, have in the electronic photographic photosensitive material of charge generation layer and electric charge migrating layer, each layer is made up of organic material basically, polycarbonate resin is incorporated in the electric charge migrating layer as adhesive resin, and wherein this resin is to use the bisphenol compound of being made up of the bisphenol compound of aforementioned structural formula (I) basically to do parent material preparation.Polycarbonate resin of the present invention with a kind of like this feature is that the height solvent is soluble, with the charge transporting material highly compatible, easily form satisfied film, and have high-wearing feature.By in the adhesive resin of electric charge migrating layer, introducing a kind of like this resin, might obtain height stress crack resistant, anti-solvolysis and wear-resistant, and have the electrophotographic photosensitive material of the remarkable permanance of having improved.
The present invention is described in detail with regard to preferred embodiment, should be understood that under the premise of not departing from the present invention, aspect it many, can make some changes and improvements, therefore, our invention has covered the changes and improvements of all these classes under definite spirit of the present invention in claims.

Claims (4)

1. electronic photographic photosensitive material that on conductive substrates, has charge generation layer and electric charge migrating layer, each layer is made up of organic material basically, wherein the polycarbonate resin of copolymerization is incorporated in the electric charge migrating layer as adhesive resin, and this resin is by using the bisphenol compound of being made up of the bisphenol compound of following structural formula (I) basically to prepare as initiation material.
Figure A9511630400021
2. one kind according to the desired electronic photographic photosensitive material of claim 1, and wherein polycarbonate resin is to introduce with the 80wt% of the adhesive resin that accounts for electric charge migrating layer or higher ratio.
3. one kind according to the desired electronic photographic photosensitive material of claim 1, and wherein the content of the bisphenol compound of contained structural formula (I) (being the component of polycarbonate resin) is 10mol% or higher in bisphenol compound.
4. one kind according to the desired electronic photographic photosensitive material of claim 1, and wherein polycarbonate resin has the weight-average molecular weight 10,000-200,000 that polystyrene has transformed.
CN95116304A 1994-08-11 1995-08-10 Electrophotographic photosensitive material Pending CN1123421A (en)

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JP189156/94 1994-08-11
JP18915694 1994-08-11

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100418999C (en) * 2002-07-03 2008-09-17 通用电气公司 Polyestercarbonates and methods of manufacture
CN101000470B (en) * 2006-01-13 2011-09-14 施乐公司 Photoreceptor with overcoat layer
CN103415813A (en) * 2011-03-17 2013-11-27 出光兴产株式会社 Electrophotographic photoreceptor and resin composition

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5834496B2 (en) 2010-05-31 2015-12-24 三菱化学株式会社 Electrophotographic photosensitive member and image forming apparatus

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6162039A (en) 1984-09-04 1986-03-29 Fuji Xerox Co Ltd Electrophotografic sensitive body
JPS6162040A (en) 1984-09-04 1986-03-29 Fuji Xerox Co Ltd Electrophotografic sensitive body
DE68913100T2 (en) * 1988-08-25 1994-07-21 Konishiroku Photo Ind Photoreceptor.
US5139908A (en) * 1989-01-19 1992-08-18 Fuji Xerox Co., Ltd. Electrophotographic photoreceptor with bromine or chlorine containing polycarbonate
DE69316616T2 (en) * 1992-06-04 1998-07-16 Agfa Gevaert Nv ELECTROPHOTOGRAPHIC PHOTO-SENSITIVE RECORDING MATERIAL WITH CROSSLINKED BINDING AGENT

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100418999C (en) * 2002-07-03 2008-09-17 通用电气公司 Polyestercarbonates and methods of manufacture
CN101000470B (en) * 2006-01-13 2011-09-14 施乐公司 Photoreceptor with overcoat layer
CN103415813A (en) * 2011-03-17 2013-11-27 出光兴产株式会社 Electrophotographic photoreceptor and resin composition
US9494883B2 (en) 2011-03-17 2016-11-15 Idemitsu Kosan Co., Ltd. Electrophotographic photoreceptor and resin composition
CN103415813B (en) * 2011-03-17 2017-12-08 出光兴产株式会社 Electrophotographic photoreceptor and resin composition

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KR960008432A (en) 1996-03-22

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