GB1570519A

GB1570519A – Electrophotographic light-sensitive members
– Google Patents

GB1570519A – Electrophotographic light-sensitive members
– Google Patents
Electrophotographic light-sensitive members

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Publication number
GB1570519A

GB1570519A
GB46048/76A
GB4604876A
GB1570519A
GB 1570519 A
GB1570519 A
GB 1570519A
GB 46048/76 A
GB46048/76 A
GB 46048/76A
GB 4604876 A
GB4604876 A
GB 4604876A
GB 1570519 A
GB1570519 A
GB 1570519A
Authority
GB
United Kingdom
Prior art keywords
benzoquinone
protective coating
electrophotographic light
sensitive member
acid
Prior art date
1975-11-05
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired

Application number
GB46048/76A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Ricoh Co Ltd

Original Assignee
Ricoh Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
1975-11-11
Filing date
1975-11-05
Publication date
1980-07-02

1975-11-05
Application filed by Ricoh Co Ltd
filed
Critical
Ricoh Co Ltd

1980-07-02
Publication of GB1570519A
publication
Critical
patent/GB1570519A/en

Status
Expired
legal-status
Critical
Current

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Classifications

G—PHYSICS

G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY

G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY

G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor

G03G5/02—Charge-receiving layers

G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor

G03G5/043—Photoconductive layers characterised by having two or more layers or characterised by their composite structure

G03G5/0436—Photoconductive layers characterised by having two or more layers or characterised by their composite structure combining organic and inorganic layers

G—PHYSICS

G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY

G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY

G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor

G03G5/02—Charge-receiving layers

G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor

G03G5/043—Photoconductive layers characterised by having two or more layers or characterised by their composite structure

G03G5/047—Photoconductive layers characterised by having two or more layers or characterised by their composite structure characterised by the charge-generation layers or charge transport layers

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10S428/00—Stock material or miscellaneous articles

Y10S428/913—Material designed to be responsive to temperature, light, moisture

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

Y10T428/00—Stock material or miscellaneous articles

Y10T428/26—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension

Y10T428/263—Coating layer not in excess of 5 mils thick or equivalent

Y10T428/264—Up to 3 mils

Y10T428/265—1 mil or less

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

Y10T428/00—Stock material or miscellaneous articles

Y10T428/26—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension

Y10T428/269—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension including synthetic resin or polymer layer or component

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

Y10T428/00—Stock material or miscellaneous articles

Y10T428/31504—Composite [nonstructural laminate]

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

Y10T428/00—Stock material or miscellaneous articles

Y10T428/31504—Composite [nonstructural laminate]

Y10T428/31507—Of polycarbonate

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

Y10T428/00—Stock material or miscellaneous articles

Y10T428/31504—Composite [nonstructural laminate]

Y10T428/3154—Of fluorinated addition polymer from unsaturated monomers

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

Y10T428/00—Stock material or miscellaneous articles

Y10T428/31504—Composite [nonstructural laminate]

Y10T428/3154—Of fluorinated addition polymer from unsaturated monomers

Y10T428/31544—Addition polymer is perhalogenated

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

Y10T428/00—Stock material or miscellaneous articles

Y10T428/31504—Composite [nonstructural laminate]

Y10T428/31725—Of polyamide

Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC

Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

Y10T428/00—Stock material or miscellaneous articles

Y10T428/31504—Composite [nonstructural laminate]

Y10T428/31786—Of polyester [e.g., alkyd, etc.]

Description

PATENT SPECIFICATION ( 11) 1570 519.
< ( 21) Application No 46048/76 ( 22) Filed 5 Nov 1975 ( 31) Convention Application No50/134 695 ( 19) ( 32) Filed 11 Nov 1975 in ( 33) Japan (JP) k M ( 44) Complete Specification published 2 July 1980 ( 51) INT CL 3 G 03 G 5/14 ( 52) Index at acceptance G 2 C 1001 1002 1004 1005 1006 1012 1015 1016 1041 1043 1045 C 17 K ( 54) IMPROVEMENTS IN OR RELATING TO ELECTROPHOTOGRAPHIC LIGHT-SENSITIVE MEMBERS ( 71) We, RICOH CO, LTD, a Japanese Body Corporate of 3-6 Naka Magome 1-chome, Ohta-ku, Tokyo, Japan, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be, performed, to be particularly described in and by the following statement:- This invention relates to electrophotographic light-sensitive members 5 According to the present invention there is provided an electrophotographic light-sensitive member having a protective coating on a photoconductive layer, the protective coating comprising an organic polymer and a Lewis acid in the range of between 0 1 and 20 % by weight of the protective coating, the protective coating having a thickness of from 0 5 to 15 microns 10 The electro-photographic light-sensitive members have a protective coating which is from 0 5 to 15 microns thick, so that high resolution such as more than 5 lines/mm and high durability giving about thirty thousand sheets of printed matter can be obtained. i 5 Preferred Lewis acids for use in the protective coating are as follows: 15 2,3-dichloro-5, 6-dicyano-p-benzoquinone, dicyanomethylene, tetracyanoethylene, 2,6-dinitro-p-benzoquinone, tetracyano-p-benzoquinone, tetraacyano-pquinodimethane, 2,3-dicyano-p-benzoquinone, o-bromanil, o-chloranil, pbromanil, p-chloranil p-iodanil, trichloro-p-benzoquinone, 2,6-dichloro-pbenzoquinone, 2,5-dichloro-p-benzoquinone, 2,3-dichloro-p-benzoquinone, 2,4,7 20 trinitro-9-fluorenone, chloro-p-benzoquinone, 1,2-dicarboxy-1,2dicyanoethylene, pyromellitic anhydride, p-benzoquinone, 2,3,5-trinitrobenzene, 2,4,6trinitrotoluene, maleic anhydride, tetrachlorophthalic anhydrice, 1,2,4,5tetracyanobenzene, m-dinitrobenzene, 1,3,5-tricyanobenzene, 2,4-dinitrobenzoic acid, 3,5dinitrobenzoic acid, 4,4 '-bis(dimethylamino)benzophenone, tetrachlorophthalic 25 anhydride, picric acid, 4-nitrobenzaldehyde, 2-acetylnaphthalene, phthalic acid mixtures or two or more thereof. By mixing a Lewis acid, as shown above, in the protective coating of an organic polymer, the resolution of the photo-conductive layer can be improved, or both the resolution and light decay properties of the photoconductive layer can be 30 improved. Lewis acids are present in the organic polymer in an amount of between 0 1 and 20 % by weight of the protective coating The amount of Lewis acids used will depend on the kind of organic polymer is used In amount of 0 1 % by weight or less, any improvement in resolution cannot be detected, and in an amount of 20 % 35 by weight or more, the protective coating is not durable because the mechanical properties of the protective coating deteriorate. The following organic polymers can be used in the protective coating:polyamides, polyesters, polyurethanes and other organic high molecular weight polymers which can form a coating, for example polystyrene, poly-nbutylmeth 40 acrylate, polycarbonates, polyvinylformal, polyvinylacetal, polyvinylbutyral, ethylcellulose, nitrocellulose and acetylcellulose. The thickness of the protective coating is from 0 5 to 15 microns If the thickness is less than 0 5 microns, satisfactory durability is difficult to obtain. However, if the thickness is more than 15 microns, resolution of toner images de 45 creases and contamination of copies tends to increase. The electroconductive support can be of a metal such as aluminium, zinc, brass, copper, tin or nickel, and another electroconductive substance such as polyvinyl alcohol can be used Metal-evaporated paper or plastics film can be used as the electroconductive support. The protective coating can be applied to the photoconductive layer as shown below: ( 1) a photoconductive layer consisting essentially of amorphous selenium ( 2) a 5 photoconductive layer consisting essentially of a mixture of a photoconductive substance such as zinc oxide, titanium oxide, zinc sulphide, cadmium sulphide, cadmium selenide or copper phthlocyanine, and a binding agent such as a silicone resin, an acrylic resin, an alkyd resin, a styrene-butadiene copolymer, and ( 3) a photoconductive layer including an organic photoconductive substance such as N 10 vinylcarbazole, oxazole, triazole, imidazole, pyrazoline, and derivatives and polymers thereof. The photoconductive layer can be a single layer or a multiple layer of two or more layers A barrier layer can be present between a photoconductive layer and an electroconductive layer, the barrier layer consisting essentially of a thin layer of 15 aluminium oxide or a synthetic resin. Additives such as pigments, dyes and hardeners can be present in the protective coating. Electrophotographic light-sensitive members in accordance with the invention have shown high durability and resolution 20 The following Examples are given by way of illustration only: Example 1. A barrier layer of a polyamide, 0 1 micron thick, was formed on an aluminium support 0 2 mm thick Selenium was then vacuum evaporated on the barrier layer to form a photoconductive layer of 50 microns thick A solution of 10 g of cellulose 25 propionate (sold by Eastman Kodak under the trademark of HSP) and 0 6 g of 2,4dinitrobenzoic acid (Lewis acid) dissolved in a mixture of 60 g of buyl acetate and g of ethyl acetate was coated on the photoconductive layer by dipping, and it was dried with warm air at 40 WC for one hour to form a protective coating 2 microns thick on the photoconductive layer In this way, an electrophotographic, light 30 sensitive member (No 1) was obtained having a protective coating in accordance with the present invention thereon. A control electrophotographic light-sensitive member (No 2) was obtained by repeating the procedure described above, except that a protective coating 2 microns thick was formed using cellulose propionate only 35 Electrostatic properties and resulutions of these two electrophotographic light-sensitive members (No 1 and No 2) were measured in an atmosphere at + 50 C and 50 + 10 % relative humidity Vs, Vo, E 1110, V,3, and resolution were obtained as follows: I 1,570,519 1,570,519 Paper Analyser SP 428 sold Testing machine by Kawaguchi Denki K K. Voltage of corona discharge + 6 k V or -6 k V Current of corona discharge 10 A Vs: Acceptance potential (V) of Potential after corona discharge photoconductive layer for 20 seconds Vo: Surface potential (V) of Potential after standing in dark photoconductive layer for 20 seconds after discontinuance of corona discharge E,,,0;: Amount of exposure Exposure in illuminance of (lux sec) 10/7 lux required to reduce the surface potential to one tenth of its original value (V) Vpso: Surface potential (V) Potential after exposure in illuminance of 10/7 lux for 30 s econ-ds Resolution: (lines/mm) The resolution test was effected using the "Image Testing Machine". The results obtained are shown in Table 1: TABLE 1 Lightsensitive Vs Vo El/1 o Vp 30 Resolution member (V) (V) (luxsec) (V) (lines/mm) No 1 1180 870 12 6 28 7 No 2 1170 860 12 5 27 4 As can be seen from these results, the light-sensitive members (No 1 and No 2) were similar in electrostatic properties, but material (no 1) in accordance with the present invention, had better resolution than the control (No 2). Example 2. Selenium was vacuum-evaporated onto a 0 2 mm thick aluminium support to form a first photoconductive layer 1 5 microns thick A 10 % solution of brominated poly-N-vinyl-carbazole in chlorobenzene was then coated on the first photoconductive layer and dried to form a second photoconductive layer 10 microns thick A solution of 10 g nitrocellulose (sold by Daicel Ltd under the trademark SS+) and 0 4 g of p-bromanil (Lewis acid) dissolved in a mixture of 50 g of methyl alcohol and 50 g of ethyl alcohol was coated on the second photoconductive layer by dipping, and dried for 10 minutes with warm air at 40 C to form a protective coating 3 microns thick on the photoconductive layer In this way, an electrophotographic light-sensitive member (No 3) in accordance with the present invention was obtained. A control electrophotographic light-sensitive member (No 4) was obtained by repeating the procedure described above, except that a 3 micron thick protective coating was formed using nitrocellulose only. The electrostatic properties and resolutions of the two light-sensitive members (No 3 and No 4) were measured in the same manner as in Example 1, except that a voltage of -6 k V was applied in the corona discharge, and toners having a positive polarity were used. The results obtained are shown in Table 2: TABLE 2 Lightsensitive Vs Vo E 1/10 Vp 30 Resolution member (V) (V) (luxsec) (V) (lines/mm) No 3 -1650 -1350 12 5 16 8 No 4 -1660 -1360 12 5 16 4 As can be seen from these results, the members (No 3 and No 4) had similar 5 electrostatic properties, but member (No 3) had better resolution than the control (No 4). Example 3. g of finely-powdered, photoconductive copper phthalocyanine was added to a solution of 150 g of an epoxy resin (sold by Shell Oil Co under the trademark 10 of Epikote) in 600 g of methyl ethyl ketone The mixture was dispersed in a ball mill for 4 hours, and then 15 g of diethyltetramine (amine hardener) were added to the mixture and the mixture was dispersed for three minutes to obtain a dispersion containing the photoconductive substance This dispersion was coated on a 0 2 mm thick aluminium support, and dried for 20 minutes with heated air at 1500 C to form 15 a hotoconductive layer 20 microns thick on the support The coated member was allowed to stand at room temperatures for one week to harden the photoconductive layer A solution of lg of tetracyano-p-quinodimethane (Lewis acid) in g of tetrahydrofuran was added to 100 g of a 55 % solution of an oilmodified polyurethane resin in mineral spirit (sold by Mistuitoatsu Chemicals, Inc under the 20 trademark of Olester F-77-55 MS) A further 80 g of mineral spirit was then added to the mixture The mixture thus obtained was coated on the hardened photoconductive layer by dipping, and it was dried for one minute with warm air at 1000 C to form a protective coating 3 microns thick on the photoconductive layer. In this way, an electrophotographic light-sensitive member (No 5) in accordance 25 with the present invention was obtained. A control electrophotographic light-sensitive member (No 6) was obtained by repeating the procedure described above, except that a protective coating 3 microns thick was formed using only the oil-modified polyurethane resin. The electrostatic properties and resolutions of the two light-sensitive members 30 (No 5 and No 6) were measured in the same manner as in Example 1. The results obtained are shown in Table 3: TABLE 3 Lightsensitive Vs Vo E 1/10 Vp 30 Resolution member (V) (V) (luxsec) (V) (lines/mm) No 5 820 430 28 22 7 No 6 830 450 36 75 3 As can be seen from the results, the electrophotographic light-sensitive member (no 5) in accordance with the invention had better electrostatic properties (E,,, and V,30) and resolution than the control member (No 6). 1,570,519 Example 4. Selenium was vacuum-evaporated on an aluminium cylinder having a surface length of 285 mm and an external diameter of 120 mm to form a first photoconductive layer 50 microns thick A selenium ( 93 %)-tellurium ( 7 %) alloy was then vacuum evaporated of the first photoconductive layer to form a second photo 5 conductive layer of 5 microns thick 100 g of ethyl cellulose (sold by Hercules Powder Co under the trademark K-50) was dissolved in a mixture of 200 g of ethyl acetate and 600 g of n-butyl alcohol, and to this solution was added a solution of 5 g of 2,6-dinitro-p-benzoquinone (Lewis acid) in 100 g of ethyl alcohol This mixture was coated on the photoconductive layer by an electrostatic coating method, and 10 dried for 30 minutes at a temperature of 40 C to form a protective coating 5 microns thick on the photoconductive layer In this way, an electrophotographic, light-sensitive member (No 7) in accordance with the present invention was obtained. Three control electrophotographic light-sensitive members (No 8, No 9 and 15 No.10) were obtained by repeating the procedure described above, except that protective coatings were formed which were respectively 0 5, 1 and 5 microns thick using ethyl cellulose only. The resolutions and durabilities of the four light-sensitive members Nos 7, 8, 9 and 10 were measured using a PPC Copying Machine DT-1200 (sold by K K 20 Ricoh) The results obtained are shown in Table 4: TABLE 4 Light Thickness of Durability sensitive protective coating Resolution (numbers of member (microns) (lines/mm) prints) No 7 5 7 30,000 No 8 0 5 8 500 No 9 1 5 2,000 No 10 5 3 30,000 As can be seen from these results, member No 8 had a resolution of 8 lines/mm This is similar to the resolution of a light-sensitive member having no protective coating However, member No 8 had low durability Lightsensitive 25 member No 9 showed low resolution and durability Light-sensitive member No 10 showed high durability, but very low resolution However, light-sensitive member No.7 which was in accordance with the present invention, had high resolution and durability. Claims (4) WHAT WE CLAIM IS: 30 1 An electrophotographic light-sensitive member having a protective coating on a photoconductive layer, the protective coating comprising an organic polymer and a Lewis acid in the range between 0 1 and 20 % by weight of the protective coating the protective coating having a thickness of from 0 5 to 15 microns. 2 An electrophotographic light-sensitive member according to claim 1 35 wherein the organic polymer is a polamide, a polyester, a polyurethane, polystyrene, poly-N-butylmethacrylate, a polycarbonate, polyvinylformal, polyvinylacetal, polyvinylbutyral, ethyl cellulose, nitrocellulose or acetylcellulose. 3 An electrophotographic light-sensitive member according to any of the preceding claims, wherein the Lewis acid is 2,3-dichloro-5,6-dicyano-pbenzo 40 quinone, dicyanomethylene, tetracyanoethylene, 2,6-dinitro-p-benzoquinone, tetracyano-p-benzoquinone, tetracyano-p-quinodimethane, 2,3-dicyano-p-benzoquinone, o-bromanil, o-chloranil, p-bromanil, p-chloranil, p-iodanil, trichloro-pbenzoquinone, 2,6-dichlorop benzoquinone, 2,5-dichloro-p-benzoquinone, 2, 3-dichloro-p-benzoquinone, 2,4,7-trinitro-9-fluorenone, chloro-p-benzoquinone, 1,2-di 45 carboxyl- 11,2-dicyanoethylene, pyromellitic athydride, p-benzoquinone, 1, 3,5-trinitro-benzene, 2,4,6-trinitrotoluene, maleic anhydride, tetrachlorophthalic 1,570,519 6 1,570,519 6 anhydride, 1,2,3,5-tetracyanobenzene, m-dinitrobenzene, 1,3,5tricyanobenzene, 2,4-dinitrobenzoic acid, 3,5-dinitrobenzoic acid, 4,4 '-bis(dimethylamino)-benzophenone, tetrachlorophthalic anhydride, picric acid, 4-nitrobenzaldehyde, 2acetyl-naphthalene, phthalic acid or a mixture of two or more thereof. 4 An electrophotographic light-sensitive member according to claim 1, and 5 substantially as herein described. An electrophotographic light-sensitive member according to claim I and substantially as herein described in any of the Examples. MATHISEN, MACARA & CO, Chartered Patent Agents, Lyon House, Lyon Road, Harrow, Middlesex HAI 2 ET. Agents for the Applicants. Printed for Her Majesty's Stationery Office by the Courier Press, Leamington Spa, 1980. Published by the Patent Office, 25 Southampton Buildings, London, WC 2 A l AY, from which copies may be obtained. GB46048/76A 1975-11-11 1975-11-05 Electrophotographic light-sensitive members Expired GB1570519A (en) Applications Claiming Priority (1) Application Number Priority Date Filing Date Title JP50134695A JPS5258924A (en) 1975-11-11 1975-11-11 Electrophotographic light sensitive material Publications (1) Publication Number Publication Date GB1570519A true GB1570519A (en) 1980-07-02 Family ID=15134421 Family Applications (1) Application Number Title Priority Date Filing Date GB46048/76A Expired GB1570519A (en) 1975-11-11 1975-11-05 Electrophotographic light-sensitive members Country Status (5) Country Link US (2) US4225648A (en) JP (1) JPS5258924A (en) CA (1) CA1084327A (en) DE (1) DE2651535C2 (en) GB (1) GB1570519A (en) Families Citing this family (12) * Cited by examiner, † Cited by third party Publication number Priority date Publication date Assignee Title JPS53133444A (en) * 1977-04-27 1978-11-21 Ricoh Co Ltd Electrophotographic photoreceptor JPS546547A (en) * 1977-06-17 1979-01-18 Shindengen Electric Mfg Electrophotographic light sensitive material DE3121563A1 (en) * 1981-05-30 1983-02-03 Hoechst Ag, 6000 Frankfurt ELECTROPHTOGRAPHIC RECORDING MATERIAL AND METHOD FOR THE PRODUCTION THEREOF US4725518A (en) * 1984-05-15 1988-02-16 Xerox Corporation Electrophotographic imaging system comprising charge transporting aromatic amine compound and protonic acid or Lewis acid US4597897A (en) * 1985-06-24 1986-07-01 E. I. Du Pont De Nemours And Company Hexaboride resistor composition JPS643672A (en) * 1987-06-26 1989-01-09 Mita Industrial Co Ltd Electrophotographic sensitive body CA1334479C (en) * 1988-08-29 1995-02-21 Minoru Yoshinaka Conductive composition and method for making the same US5171480A (en) * 1988-08-29 1992-12-15 Matsushita Electric Industrial Co., Ltd. Electrophotographic photosensitive member containing a conductive layer which comprises a resin and a conductive zinc oxide having a tetrapad structure US5270150A (en) * 1990-04-25 1993-12-14 Victor Company Of Japan, Ltd. Optical recording medium and process for producing it US5096795A (en) * 1990-04-30 1992-03-17 Xerox Corporation Multilayered photoreceptor containing particulate materials US5162183A (en) * 1990-07-31 1992-11-10 Xerox Corporation Overcoat for imaging members US5187039A (en) * 1990-07-31 1993-02-16 Xerox Corporation Imaging member having roughened surface Family Cites Families (15) * Cited by examiner, † Cited by third party Publication number Priority date Publication date Assignee Title US3408182A (en) * 1965-01-18 1968-10-29 Xerox Corp Electrophotographic materials and methods employing photoconductive resinous charge transfer complexes US3408184A (en) * 1965-01-18 1968-10-29 Xerox Corp Electrophotographic materials and methods employing photoconductive resinous charge transfers complexes US3408181A (en) * 1965-01-18 1968-10-29 Xerox Corp Heat deformable recording materials containing photoconductive resinous charge transfer complexes US3408183A (en) * 1965-01-18 1968-10-29 Xerox Corp Electrophotographic materials and methods employing photoconductive resinous charge transfer complexes US3607258A (en) * 1966-01-06 1971-09-21 Xerox Corp Electrophotographic plate and process JPS4838427B1 (en) * 1969-06-10 1973-11-17 US3928034A (en) * 1970-12-01 1975-12-23 Xerox Corp Electron transport layer over an inorganic photoconductive layer US4069046A (en) * 1971-02-19 1978-01-17 Xerox Corporation Polymerized vinyl carbazoles sensitized by nitro-substituted 9-dicyanomethylene fluorenes JPS4856434A (en) * 1971-11-16 1973-08-08 US3879199A (en) * 1971-12-03 1975-04-22 Xerox Corp Surface treatment of arsenic-selenium photoconductors US3989520A (en) * 1972-09-21 1976-11-02 Hoechst Aktiengesellschaft Electrophotographic dual layer recording material JPS5098331A (en) * 1973-12-25 1975-08-05 JPS5230852B2 (en) * 1974-02-13 1977-08-11 US4046563A (en) * 1974-03-25 1977-09-06 Xerox Corporation Photoconductive composition containing a tricyanopyrene, article and process of use US4046565A (en) * 1975-03-25 1977-09-06 Addressograph Multigraph Corporation Amorphous selenium coating 1975 1975-11-05 GB GB46048/76A patent/GB1570519A/en not_active Expired 1975-11-11 JP JP50134695A patent/JPS5258924A/en active Granted 1976 1976-11-05 CA CA264,956A patent/CA1084327A/en not_active Expired 1976-11-11 DE DE2651535A patent/DE2651535C2/en not_active Expired 1978 1978-02-13 US US05/877,369 patent/US4225648A/en not_active Expired - Lifetime 1982 1982-03-25 US US06/362,176 patent/US4469771A/en not_active Expired - Fee Related Also Published As Publication number Publication date DE2651535A1 (en) 1977-06-08 JPS5258924A (en) 1977-05-14 US4469771A (en) 1984-09-04 DE2651535C2 (en) 1983-02-24 CA1084327A (en) 1980-08-26 JPS5636420B2 (en) 1981-08-24 US4225648A (en) 1980-09-30 Similar Documents Publication Publication Date Title GB1570519A (en) 1980-07-02 Electrophotographic light-sensitive members JP3066882B2 (en) 2000-07-17 Electrophotographic photoreceptor JPH05197167A (en) 1993-08-06 Electrophotographic photosensitive body JP3114441B2 (en) 2000-12-04 Electrophotographic photoreceptor JPH03216662A (en) 1991-09-24 Electrophotographic sensitive body JP3396822B2 (en) 2003-04-14 Image forming method JP2629324B2 (en) 1997-07-09 Multilayer electrophotographic photoreceptor JPH06161125A (en) 1994-06-07 Photosensitive body for electrophotography JPH06161126A (en) 1994-06-07 Photosensitive body for electrophotograpy JPH05197166A (en) 1993-08-06 Electrophotographic photosensitive body JPS6224266A (en) 1987-02-02 Electrophotographic sensitive body JPH01179950A (en) 1989-07-18 Electrophotographic sensitive body JPS61179453A (en) 1986-08-12 Electrophotographic sensitive body JPH07146575A (en) 1995-06-06 Image forming method JPH02135453A (en) 1990-05-24 Electrophotographic sensitive body JPS61182049A (en) 1986-08-14 Electrophotographic sensitive body JPH0789227B2 (en) 1995-09-27 Electrophotographic photoreceptor JPH03140964A (en) 1991-06-14 Electrophotographic sensitive body JPS6348554A (en) 1988-03-01 Electrophotographic sensitive body JPH08190248A (en) 1996-07-23 Electrophotographic device JPS6333747A (en) 1988-02-13 Electrophotographic sensitive material JPH02222962A (en) 1990-09-05 Electrophotographic sensitive body JPH06161127A (en) 1994-06-07 Photosensitive body for electrophotography JP2002099108A (en) 2002-04-05 Photoreceptor and image forming device JPH0830898B2 (en) 1996-03-27 Electrophotographic photoreceptor Legal Events Date Code Title Description 1980-09-17 PS Patent sealed [section 19, patents act 1949] 1988-06-29 PCNP Patent ceased through non-payment of renewal fee
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