GB930988A - Improvements in and relating to electrophotographic reproduction materials - Google Patents
Improvements in and relating to electrophotographic reproduction materialsInfo
- Publication number
- GB930988A GB930988A GB2130858A GB2130858A GB930988A GB 930988 A GB930988 A GB 930988A GB 2130858 A GB2130858 A GB 2130858A GB 2130858 A GB2130858 A GB 2130858A GB 930988 A GB930988 A GB 930988A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aryl
- dimethylaminophenyl
- aralkyl
- acyl
- alkyl
- 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
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
- G03G5/0624—Heterocyclic compounds containing one hetero ring
- G03G5/0635—Heterocyclic compounds containing one hetero ring being six-membered
- G03G5/0637—Heterocyclic compounds containing one hetero ring being six-membered containing one hetero atom
-
- 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
- G03G5/0601—Acyclic or carbocyclic compounds
- G03G5/0612—Acyclic or carbocyclic compounds containing nitrogen
- G03G5/0616—Hydrazines; Hydrazones
-
- 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
- G03G5/0601—Acyclic or carbocyclic compounds
- G03G5/0618—Acyclic or carbocyclic compounds containing oxygen and nitrogen
-
- 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
- G03G5/0661—Heterocyclic compounds containing two or more hetero rings in different ring systems, each system containing at least one hetero ring
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A coating composition for electrophotographic plates comprises a natural or synthetic resin and a photoconductive hydrazone of the formula R1R2C=N.NR3R4, in which the R symbols represent H, alkyl, aralkyl, cycloalkyl, acyl, aryl or heterocyclic aromatic groups, of which R1 and R2 may be joined to form a ring. A sensitizing dyestuff or chlorophyll may be present, and in one example sulphosalicylic acid is added. Specified solvents are water, ethanol, glycol monomethyl ether, methyl ethyl ketone and toluene, depending on the nature of the resin of which many types are listed. The support may be metal, (e.g. aluminium), glass or a resin.ALSO:The Specification describes photoconductive resinous compositions as in Specification 853,880 but with the photoconductor there specified replaced by a hydrazone of the formula R1R2C=N.NR3R4, in which the R symbols represent H, alkyl, aralkyl, cycloalkyl, acyl, aryl or heterocyclic aromatic groups, of which R1 and R2 may be joined to form a ring. Particularly suitable are those in which R3 is acyl and R4 is H, especially the benzoyl, substituted benzoyl and pyridoyl hydrazones of aromatic and heterocyclic aldehydes. Many suitable compounds of the above formula are mentioned, alone or in admixture with one another. The sensitizing dyestuffs mentioned in Specification 853,880 may also be present, and in example sulphosalicylic acid is added.ALSO:Acyl - hydrazones of the formula R1R2C=N-NH-CO-R are prepared by heating carboxylic acid hydrazides with aldehydes, ketones or quinones in an organic solvent, e.g. ethanol; R is H, alkyl, aralkyl, aryl or a heterocyclic aromatic radical (or may be an alkylene group, giving a bis-compound), R1 is H, alkyl, or aryl, and R2 is aralkyl, aryl or a heterocyclic aromatic radical; R1 and R2 may be joined to form a ring. In examples R is H, heptadecyl, benzyl, phenyl, tolyl, hydroxyphenyl, methoxyphenyl, aminophenyl, methylaminophenyl, methylphenylamino - phenyl, dimethylaminophenyl, diethylaminophenyl, benzylaminophenyl, diphenylyl, naphthyl, hydroxynaphthyl, aminonaphthyl and pyridyl, or RCO is an adipic acid residue; R1 is H, methyl and dimethylaminophenyl; R2 is phenyl, methoxyphenyl, dimethylaminophenyl, diethylaminophenyl, dibenzyl-aminophenyl, methylenedioxyphenyl, 2 - chloro-4-dimethylaminophenyl, nitrophenyl, naphthyl, anthracyl, anthraquinonyl, styryl, fluorenyl, furyl, pyridyl, quinolyl, methylcarbazolyl and ethylcarbazolyl. R1R2CO may also be phenanthraquinone.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2130858A GB930988A (en) | 1958-07-03 | 1958-07-03 | Improvements in and relating to electrophotographic reproduction materials |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2130858A GB930988A (en) | 1958-07-03 | 1958-07-03 | Improvements in and relating to electrophotographic reproduction materials |
Publications (1)
Publication Number | Publication Date |
---|---|
GB930988A true GB930988A (en) | 1963-07-10 |
Family
ID=10160690
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2130858A Expired GB930988A (en) | 1958-07-03 | 1958-07-03 | Improvements in and relating to electrophotographic reproduction materials |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB930988A (en) |
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
USB337787I5 (en) * | 1973-03-05 | 1975-01-28 | ||
US4150987A (en) * | 1977-10-17 | 1979-04-24 | International Business Machines Corporation | Hydrazone containing charge transport element and photoconductive process of using same |
DE2919791A1 (en) * | 1978-05-17 | 1979-11-22 | Mitsubishi Chem Ind | ELECTROPHOTOGRAPHIC PLATE |
FR2437645A1 (en) * | 1978-09-29 | 1980-04-25 | Ricoh Kk | ELECTROPHOTOGRAPHIC PHOTOCONDUCTOR |
FR2438858A1 (en) * | 1978-10-13 | 1980-05-09 | Ricoh Kk | ELECTROPHOTOGRAPHIC ELEMENT CONTAINING PHENYLHYDRAZONES |
EP0013172A2 (en) * | 1978-12-21 | 1980-07-09 | Ricoh Company, Ltd | Electrophotographic elements |
US4269922A (en) * | 1979-03-12 | 1981-05-26 | Xerox Corporation | Positive toners containing long chain hydrazinium compounds |
US4297426A (en) * | 1979-05-28 | 1981-10-27 | Ricoh Co., Ltd. | Electrophotographic element with carbazole hydrazone or anile charge transport compounds |
US4332948A (en) | 1979-05-25 | 1982-06-01 | Ricoh Company, Ltd. | Novel hydrazone compounds and process for preparing the same |
DE3150265A1 (en) * | 1980-12-19 | 1982-08-26 | Fuji Photo Film Co., Ltd., Minami-Ashigara, Kanagawa | ELECTROPHOTOGRAPHICALLY SENSITIVE MATERIALS |
US4388393A (en) * | 1980-03-13 | 1983-06-14 | Ricoh Co., Ltd. | Hydrazone compound, with hydroxyethyl group in charge transfer layer |
US4399207A (en) | 1981-07-31 | 1983-08-16 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member with hydrazone compound |
US4413045A (en) | 1981-05-26 | 1983-11-01 | Canon Kabushiki Kaisha | Multilayer electrophotographic photosensitive member comprises disazo charge generator layer, hydrazone transport layer |
US4418133A (en) | 1981-03-27 | 1983-11-29 | Canon Kabushiki Kaisha | Disazo photoconductive material and electrophotographic photosensitive member having disazo pigment layer |
US4423129A (en) | 1980-12-17 | 1983-12-27 | Canon Kabushiki Kaisha | Electrophotographic member having layer containing methylidenyl hydrazone compound |
EP0096989A2 (en) * | 1982-05-26 | 1983-12-28 | Toray Industries, Inc. | Electrophotographic photosensitive material |
US4446217A (en) * | 1981-02-03 | 1984-05-01 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member having a hydrazone containing layer |
US4456671A (en) * | 1981-12-23 | 1984-06-26 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member having a photosensitive layer containing a hydrazone compound |
US4487824A (en) * | 1982-05-17 | 1984-12-11 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member containing a halogen substituted hydrazone |
US4554231A (en) * | 1980-09-26 | 1985-11-19 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member |
EP1530093A2 (en) * | 2003-10-31 | 2005-05-11 | Samsung Electronics Co., Ltd. | Organophotoreceptor with charge transport material with a hydrazone group linked to a heterocyclic group |
WO2016094307A1 (en) * | 2014-12-08 | 2016-06-16 | The Research Foundation For The State University Of New York | Anti-fungals targeting the synthesis of fungal shingolipids |
-
1958
- 1958-07-03 GB GB2130858A patent/GB930988A/en not_active Expired
Cited By (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3923506A (en) * | 1973-03-05 | 1975-12-02 | Xerox Corp | Photoelectric and electrophotographic pigments comprising derivatives of condensed polycyclic aromatic hydrocarbon aldehydes |
USB337787I5 (en) * | 1973-03-05 | 1975-01-28 | ||
US4150987A (en) * | 1977-10-17 | 1979-04-24 | International Business Machines Corporation | Hydrazone containing charge transport element and photoconductive process of using same |
EP0001599A1 (en) * | 1977-10-17 | 1979-05-02 | International Business Machines Corporation | Electrophotographic recording material and its application in a copying process |
US4278747A (en) | 1978-05-17 | 1981-07-14 | Mitsubishi Chemical Industries Limited | Electrophotographic plate comprising a conductive substrate and a photosensitive layer containing an organic photoconductor layer composed of a hydrazone compound |
DE2919791A1 (en) * | 1978-05-17 | 1979-11-22 | Mitsubishi Chem Ind | ELECTROPHOTOGRAPHIC PLATE |
FR2426281A1 (en) * | 1978-05-17 | 1979-12-14 | Mitsubishi Chem Ind | ELECTROPHOTOGRAPHIC PLATE |
FR2437645A1 (en) * | 1978-09-29 | 1980-04-25 | Ricoh Kk | ELECTROPHOTOGRAPHIC PHOTOCONDUCTOR |
US4365014A (en) * | 1978-09-29 | 1982-12-21 | Ricoh Company, Limited | Electrophotographic photoconductor |
FR2438858A1 (en) * | 1978-10-13 | 1980-05-09 | Ricoh Kk | ELECTROPHOTOGRAPHIC ELEMENT CONTAINING PHENYLHYDRAZONES |
US4338388A (en) * | 1978-10-13 | 1982-07-06 | Ricoh Company, Limited | Electrophotographic element with a phenyhydrazone charge transport layer |
EP0013172A2 (en) * | 1978-12-21 | 1980-07-09 | Ricoh Company, Ltd | Electrophotographic elements |
EP0013172A3 (en) * | 1978-12-21 | 1980-08-06 | Ricoh Company, Ltd | Electrophotographic elements |
US4269922A (en) * | 1979-03-12 | 1981-05-26 | Xerox Corporation | Positive toners containing long chain hydrazinium compounds |
US4332948A (en) | 1979-05-25 | 1982-06-01 | Ricoh Company, Ltd. | Novel hydrazone compounds and process for preparing the same |
US4297426A (en) * | 1979-05-28 | 1981-10-27 | Ricoh Co., Ltd. | Electrophotographic element with carbazole hydrazone or anile charge transport compounds |
US4388393A (en) * | 1980-03-13 | 1983-06-14 | Ricoh Co., Ltd. | Hydrazone compound, with hydroxyethyl group in charge transfer layer |
US4554231A (en) * | 1980-09-26 | 1985-11-19 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member |
US4423129A (en) | 1980-12-17 | 1983-12-27 | Canon Kabushiki Kaisha | Electrophotographic member having layer containing methylidenyl hydrazone compound |
DE3150265A1 (en) * | 1980-12-19 | 1982-08-26 | Fuji Photo Film Co., Ltd., Minami-Ashigara, Kanagawa | ELECTROPHOTOGRAPHICALLY SENSITIVE MATERIALS |
US4396694A (en) * | 1980-12-19 | 1983-08-02 | Fuji Photo Film Co., Ltd. | Organic electrophotographic sensitive materials |
US4446217A (en) * | 1981-02-03 | 1984-05-01 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member having a hydrazone containing layer |
US4418133A (en) | 1981-03-27 | 1983-11-29 | Canon Kabushiki Kaisha | Disazo photoconductive material and electrophotographic photosensitive member having disazo pigment layer |
US4413045A (en) | 1981-05-26 | 1983-11-01 | Canon Kabushiki Kaisha | Multilayer electrophotographic photosensitive member comprises disazo charge generator layer, hydrazone transport layer |
US4399207A (en) | 1981-07-31 | 1983-08-16 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member with hydrazone compound |
US4456671A (en) * | 1981-12-23 | 1984-06-26 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member having a photosensitive layer containing a hydrazone compound |
US4487824A (en) * | 1982-05-17 | 1984-12-11 | Canon Kabushiki Kaisha | Electrophotographic photosensitive member containing a halogen substituted hydrazone |
EP0096989A2 (en) * | 1982-05-26 | 1983-12-28 | Toray Industries, Inc. | Electrophotographic photosensitive material |
EP0096989A3 (en) * | 1982-05-26 | 1984-11-14 | Toray Industries, Inc. | Electrophotographic photosensitive material |
EP1530093A2 (en) * | 2003-10-31 | 2005-05-11 | Samsung Electronics Co., Ltd. | Organophotoreceptor with charge transport material with a hydrazone group linked to a heterocyclic group |
EP1530093A3 (en) * | 2003-10-31 | 2005-10-05 | Samsung Electronics Co., Ltd. | Organophotoreceptor with charge transport material with a hydrazone group linked to a heterocyclic group |
US7169520B2 (en) | 2003-10-31 | 2007-01-30 | Samsung Electronics Co., Ltd | Organophotoreceptor with charge transport material with a hydrazone group linked to a heterocyclic group |
WO2016094307A1 (en) * | 2014-12-08 | 2016-06-16 | The Research Foundation For The State University Of New York | Anti-fungals targeting the synthesis of fungal shingolipids |
US11390580B2 (en) | 2014-12-08 | 2022-07-19 | The Research Foundation For The State University Of New York | Anti-fungals targeting the synthesis of fungal shingolipids |
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