GB1213073A - Electrophotographic compositions - Google Patents
Electrophotographic compositionsInfo
- Publication number
- GB1213073A GB1213073A GB09656/68A GB1965668A GB1213073A GB 1213073 A GB1213073 A GB 1213073A GB 09656/68 A GB09656/68 A GB 09656/68A GB 1965668 A GB1965668 A GB 1965668A GB 1213073 A GB1213073 A GB 1213073A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bis
- photo
- diethyl
- conductor
- iodide
- Prior art date
- 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
Links
- 239000000203 mixture Substances 0.000 title abstract 2
- 239000004020 conductor Substances 0.000 abstract 5
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 4
- 239000011230 binding agent Substances 0.000 abstract 3
- 239000000975 dye Substances 0.000 abstract 3
- -1 polyethylene terephthalate Polymers 0.000 abstract 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 2
- 229920000139 polyethylene terephthalate Polymers 0.000 abstract 2
- 239000005020 polyethylene terephthalate Substances 0.000 abstract 2
- IEZVMRGFNUNABR-UHFFFAOYSA-N 2,3,4,5-tetraphenyl-1h-pyrrole Chemical compound C1=CC=CC=C1C1=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)N1 IEZVMRGFNUNABR-UHFFFAOYSA-N 0.000 abstract 1
- FGCZQOHSWGMVPN-UHFFFAOYSA-N 2,3,5-triphenyl-3,4-dihydropyrazole Chemical compound C1C(C=2C=CC=CC=2)N(C=2C=CC=CC=2)N=C1C1=CC=CC=C1 FGCZQOHSWGMVPN-UHFFFAOYSA-N 0.000 abstract 1
- VHQGURIJMFPBKS-UHFFFAOYSA-N 2,4,7-trinitrofluoren-9-one Chemical compound [O-][N+](=O)C1=CC([N+]([O-])=O)=C2C3=CC=C([N+](=O)[O-])C=C3C(=O)C2=C1 VHQGURIJMFPBKS-UHFFFAOYSA-N 0.000 abstract 1
- MIFUYFRDYHILCE-UHFFFAOYSA-N 3,6-bis[2-(3-ethyl-1,3-benzothiazol-2-ylidene)ethylidene]cyclohexane-1,2,4,5-tetrone Chemical compound C(C)N1C(SC2=C1C=CC=C2)=CC=C2C(C(C(C(C2=O)=O)=CC=C2SC1=C(N2CC)C=CC=C1)=O)=O MIFUYFRDYHILCE-UHFFFAOYSA-N 0.000 abstract 1
- BXQSUKXOWSNVBH-UHFFFAOYSA-N 4-[1-[5-(1,3-diethyl-4,6-dioxo-2-sulfanylidene-1,3-diazinan-5-ylidene)penta-1,3-dienyl]-3-methylindolizin-2-yl]benzoic acid Chemical compound C(=O)(O)C1=CC=C(C=C1)C=1C(=C2C=CC=CN2C1C)C=CC=CC=C1C(N(C(N(C1=O)CC)=S)CC)=O BXQSUKXOWSNVBH-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 108010010803 Gelatin Proteins 0.000 abstract 1
- 239000000020 Nitrocellulose Substances 0.000 abstract 1
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 239000000298 carbocyanine Substances 0.000 abstract 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- KIWBPDUYBMNFTB-UHFFFAOYSA-M ethyl sulfate Chemical compound CCOS([O-])(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-M 0.000 abstract 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 abstract 1
- 239000011888 foil Substances 0.000 abstract 1
- 229920000159 gelatin Polymers 0.000 abstract 1
- 239000008273 gelatin Substances 0.000 abstract 1
- 235000019322 gelatine Nutrition 0.000 abstract 1
- 235000011852 gelatine desserts Nutrition 0.000 abstract 1
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229920001220 nitrocellulos Polymers 0.000 abstract 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 abstract 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 abstract 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 abstract 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 abstract 1
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 abstract 1
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
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0622—Heterocyclic compounds
- G03G5/0644—Heterocyclic compounds containing two or more hetero rings
- G03G5/0646—Heterocyclic compounds containing two or more hetero rings in the same ring system
- G03G5/065—Heterocyclic compounds containing two or more hetero rings in the same ring system containing three relevant rings
-
- 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
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0666—Dyes containing a methine or polymethine group
- G03G5/0668—Dyes containing a methine or polymethine group containing only one methine or polymethine group
- G03G5/067—Dyes containing a methine or polymethine group containing only one methine or polymethine group containing hetero rings
-
- 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
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0666—Dyes containing a methine or polymethine group
- G03G5/0672—Dyes containing a methine or polymethine group containing two or more methine or polymethine groups
- G03G5/0674—Dyes containing a methine or polymethine group containing two or more methine or polymethine groups containing hetero rings
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Plural Heterocyclic Compounds (AREA)
- Photoreceptors In Electrophotography (AREA)
Abstract
1,213,073. Photo-conductive composition. EASTMAN KODAK CO. 25 April, 1968 [25 April, 1967], No. 19656/68. Heading H1K. An organic photo-conductor is spectrally sensitized by a cyanine, merocyanine or azacyanine dye. The dye must have a cathodic half-wave potential more positive than -1À0 volt, algebraically summed anodic and cathodic polargraphic half-wave potentials more positive than -0À10 volt, must desensitize a negative gelatin silver bromo-iodide emulsion according to a given procedure and must not be photoconductive. In the specific embodiments the photo-conductor is 4,4<SP>1</SP>-bis-(diethylamino)-2,21- dimethyltriphenyl methane; triphenylamine; 4<SP>1</SP>,4<SP>11</SP> - diamino - 4 - dimethylamino - 2<SP>1</SP>,2<SP>11</SP>- dimethyltriphenyl methane; 4<SP>1</SP>,5<SP>11</SP> - bis - (diethylamino) - 4 - dimethylamino - 2,2<SP>1</SP>,2<SP>11</SP> - trimethyltriphenyl methane; 2,4,7 - trinitrofluorenone; 1,3,5 - triphenyl - 2 - pyrazoline; 2,3,4,5 - tetraphenyl pyrrole; 4,4<SP>1 </SP>- bis - (diethylamino) benzophenone or 4,4<SP>1</SP> - bis - diethylamino - 2,2<SP>1</SP> - dimethyltriphenyl methane. The photo-conductor may be mixed with polyethylene terephthalate as a binder, but many other binders are specified. The particular dyes used are 3,3<SP>1</SP>-di-p-nitrophenylthiacarbocyanine iodide; 3,3<SP>1</SP> - dimethyl - 9 - trifluoromethylthiacarbocyanine iodide; 1,1<SP>1</SP>,3,3<SP>1</SP> - tetraethylimidazo [4,5-b] quinoxalinodicarbocyanine chloride; 3 3<SP>1 </SP>- diethyl - 8,9 - diazathiacarbocyanine perchlorate; 1,3 - diethyl - 1<SP>1</SP>,3<SP>1</SP>,3<SP>1</SP>-trimethylimidazo [4,5-b] quinoxalinoindocarbocyanine - p - toluenesulphonate; 3,3<SP>1 </SP>- diethyl - 6,6<SP>1 </SP>- dinitrothiacarbocyanine ethyl sulphate ; 3,6 - bis - [(3 - ethyl - 2 - benzothiazolinylidene) ethylidene]1,2,4,5 - cyclohexanetetrone; 3,6 - bis - [(3-ethyl - 2- benzoxazolinylidene) ethylidene] - 1,2,4,5 - cyclohexatetrone; 5 - [5 - (2 - p - carboxyphenyl - 3 - methyl - 1 - indolizinyl) - 2,4- pentadienylidene] - 1,3 - diethyl - 2 - thiobarbituric acid; 2,2<SP>1</SP>,3,3<SP>1</SP> - tetraphenyl - 1,1<SP>1</SP>- indolizinocarbocyanine bromide; 1<SP>1</SP>,3- diethyl- 6 - nitrothia - 2<SP>1</SP> - cyanine iodide; 1,1<SP>1</SP>- dimethyl - 2,2<SP>1</SP>- diphenyl - 3,3<SP>1 </SP>- indolocarbocyanine bromide; 1,1<SP>1</SP>,3 - triethylimidazo [4,5-b] quinoxalino - 2<SP>1 </SP>- carbocyanine iodide; 6 - chloro - 1<SP>1</SP> - methyl - 1,2<SP>1</SP>,3 - triphenylimidazo [4,5-b] quinoxalino - 3<SP>1 </SP>- indolocarbocyanine - p - toluene sulphonate and 6,6<SP>1</SP>- dichloro - 1,1<SP>1</SP>,3,3<SP>1</SP> - tetraphenylimidazo [4,5-b] quinoxalinocarbocyanine p-toluene sulphonate. The sensitized photo-conductor may be coated on a support of Cu 2 I 2 and cellulose nitrate coated on polyethylene terephthalate, an aluminium sheet, paper or laminated metal foil and paper to form an electrophotographic plate. The sensitized photo-conductor may be used without a binder.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US63342167A | 1967-04-25 | 1967-04-25 | |
| US74625668A | 1968-07-22 | 1968-07-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1213073A true GB1213073A (en) | 1970-11-18 |
Family
ID=27091879
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB09656/68A Expired GB1213073A (en) | 1967-04-25 | 1968-04-25 | Electrophotographic compositions |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3597196A (en) |
| BE (1) | BE713875A (en) |
| CH (1) | CH494419A (en) |
| FR (1) | FR1574095A (en) |
| GB (1) | GB1213073A (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3825807A (en) * | 1972-02-29 | 1974-07-23 | Eastman Kodak Co | High gain barrier layer solid state devices |
| US3775105A (en) * | 1972-12-26 | 1973-11-27 | Ibm | Disazo pigment sensitized photoconductor |
| US3961952A (en) * | 1973-06-04 | 1976-06-08 | Itek Corporation | Merocyanine photoconductors |
| US4007170A (en) * | 1973-08-16 | 1977-02-08 | Eastman Kodak Company | Photographic emulsions containing methine dyes having a 1H-imidazo[4,5-b]pyrazine nucleus |
| US3898216A (en) * | 1974-06-04 | 1975-08-05 | Du Pont | Styryl and cyanine desensitizing dyes containing a substituted imidazo {8 4,5-b{9 -pyrido{8 2,3-b{9 pyrazine nucleus |
| US4127738A (en) * | 1976-07-06 | 1978-11-28 | Exxon Research & Engineering Company | Photovoltaic device containing an organic layer |
| DE3270544D1 (en) * | 1981-02-23 | 1986-05-22 | Minnesota Mining & Mfg | Sensitized organic electron donor compounds |
| US6664047B1 (en) * | 1999-04-30 | 2003-12-16 | Molecular Probes, Inc. | Aza-benzazolium containing cyanine dyes |
| CN117965144B (en) * | 2024-04-02 | 2024-06-07 | 中国石油大学(华东) | Resin mortar plugging system suitable for fracture-cavity stratum, and preparation and application thereof |
-
1968
- 1968-04-09 CH CH525168A patent/CH494419A/en not_active IP Right Cessation
- 1968-04-17 FR FR1574095D patent/FR1574095A/fr not_active Expired
- 1968-04-18 BE BE713875D patent/BE713875A/xx unknown
- 1968-04-25 GB GB09656/68A patent/GB1213073A/en not_active Expired
- 1968-07-22 US US746256A patent/US3597196A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE1772279B2 (en) | 1973-02-08 |
| FR1574095A (en) | 1969-07-11 |
| CH494419A (en) | 1970-07-31 |
| US3597196A (en) | 1971-08-03 |
| DE1772279A1 (en) | 1971-03-04 |
| BE713875A (en) | 1968-09-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |