US4314015A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Electrophotographic sensitive materials containing disazo compounds
Assignee: Ricoh Co Ltd
•
Filing: 1980-12-19
•
Granted: 1982-02-02
•
Expires: 2000-12-19
Abstract
Abstract The present invention provides electrophotographic sensitive materials having a high sensitivity as well as a high flexibility which comprise a conductive support and a photosensitive layer formed thereon, said photosensitive layer containing one disazo pigment, as an effective ingredient, which is selected from the group consisting of disazo pigments expressed by the following general formulas I, II, III, and IV, ##STR1## [(wherein A is selected from the group consisting of ##STR2## is selected from the group consisting of aromatic rings such as benzene ring, naphthalene ring, etc., hetero rings such as indole ring, carbazole ring, benzofuran ring, etc. and their substituents, Ar 1 is selected from the group consisting of aromatic rings such as benzene ring, naphthalene ring, etc., hetero rings such as dibenzofuran, etc. and their substituents, Ar 2 and Ar 3 are selected from the group consisting of aromatic rings such as benzene ring, naphthalene ring, etc. and their substituents, R 1 and R 3 are selected from the group consisting of hydrogen, lower alkyl radical or phenyl radical and their substituents and R 2 is selected from the group consisting of lower alkyl radical, carboxyl radical and their esters)].
Inventors
- 👤 Mitsuru Hashimoto
- 👤 Kiyoshi Sakai
- 👤 Masafumi Ohta
- 👤 Akio Kozima
- 👤 Masaomi Sasaki
- 👤 Kyoji Tsutsui
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 21:18
CPC Classifications
G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0664; G03G5/0675; G03G5/0679; C; C09; C09B; C09B35/00; C09B35/02; C09B35/039; G03G5/0681; G03G5/0683
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
198 words
An electrophotographic material having a high sensitivity as well as a high flexibility, which comprises an electrically conductive support and a photosensitive layer formed thereon, said photosensitive layer consisting essentially of fine particles of disazo pigment selected from the group consisting of disazo pigments having the formulas I and III, ##STR19## wherein A is selected from the group consisting of ##STR20## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, methylphenyl, methoxyphenyl, chlorophenyl, nitrophenyl, ethoxyphenyl, methylchlorophenyl, dimethylphenyl, methoxychlorophenyl, methoxybromophenyl, methoxymethylphenyl, dimethoxyphenyl, dimethoxychlorophenyl, dimethylaminophenyl, cyanophenyl, carboxyphenyl, benzenesulfonic acid sodium salt, tert-butoxyphenyl, naphthyl, methoxydibenzofuryl and carbazolyl; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, methoxyphenyl, methylphenyl, acetylaminophenyl, dimethylaminophenyl, cyanophenyl, nitrophenyl, dinitrophenyl, chlorophenyl, trichlorobenzenesulfonic acid, benzenesulfonic acid and benzenesulfonamide; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, methyl, ethyl, phenyl and chlorophenyl; and R 2 is a member selected from the group consisting of methyl, carboxyl and --COOC 2 H 5 ; and a resinous binder.
Claim 2
Dependent Claim
198 words
An electrophotographic material having a high sensitivity as well as a high flexibility, which comprises an electrically conductive support and a photosensitive layer formed thereon, said photosensitive layer consisting essentially of fine particles of disazo pigment selected from the group consisting of disazo pigments having the formulas I and III, ##STR19## wherein A is selected from the group consisting of ##STR20## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, methylphenyl, methoxyphenyl, chlorophenyl, nitrophenyl, ethoxyphenyl, methylchlorophenyl, dimethylphenyl, methoxychlorophenyl, methoxybromophenyl, methoxymethylphenyl, dimethoxyphenyl, dimethoxychlorophenyl, dimethylaminophenyl, cyanophenyl, carboxyphenyl, benzenesulfonic acid sodium salt, tert-butoxyphenyl, naphthyl, methoxydibenzofuryl and carbazolyl; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, methoxyphenyl, methylphenyl, acetylaminophenyl, dimethylaminophenyl, cyanophenyl, nitrophenyl, dinitrophenyl, chlorophenyl, trichlorobenzenesulfonic acid, benzenesulfonic acid and benzenesulfonamide; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, methyl, ethyl, phenyl and chlorophenyl; and R 2 is a member selected from the group consisting of methyl, carboxyl and --COOC 2 H 5 ; and a resinous binder.
Claim 3
Dependent Claim
49 words
An electrophotographic material according to claim 1 wherein the particle size of said disazo pigment is less than 5 microns, the amount of said disazo pigment is 30-70%, based on the weight of the photosensitive layer, and the thickness of the photosensitive layer is about 3 to 50 microns.
Claim 4
Dependent Claim
12 words
An electrophotographic material according to claim 1 in which A is ##STR21##
Claim 5
Dependent Claim
12 words
An electrophotographic material according to claim 1 in which A is ##STR22##
Claim 6
Dependent Claim
191 words
An electrophotographic material which comprises an electrically conductive support and a photosensitive layer formed thereon, said photosensitive layer consisting essentially of fine particles of disazo pigment selected from the group consisting of disazo pigments having the formulas I and III, ##STR23## wherein A is selected from the group consisting of ##STR24## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, methylphenyl, methoxyphenyl, chlorophenyl, nitrophenyl, ethoxyphenyl, methylchlorophenyl, dimethylphenyl, methoxychlorophenyl, methoxybromophenyl, methoxymethylphenyl, dimethoxyphenyl, dimethoxychlorophenyl, dimethylaminophenyl, cyanophenyl, carboxyphenyl, benzenesulfonic acid sodium salt, tert-butoxyphenyl, naphthyl, methoxydibenzofuryl and carbazolyl; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, methoxyphenyl, methylphenyl, acetylaminophenyl, dimethylaminophenyl, cyanophenyl, nitrophenyl, dinitrophenyl, chlorophenyl, trichlorobenzenesulfonic acid, benzenesulfonic acid and benzenesulfonamide; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, methyl, ethyl, phenyl and chlorophenyl; and R 2 is a member selected from the group consisting of methyl, carboxyl and --COOC 2 H 5 ; a charge-transfer substance and a resinous binder.
Claim 7
Dependent Claim
191 words
An electrophotographic material which comprises an electrically conductive support and a photosensitive layer formed thereon, said photosensitive layer consisting essentially of fine particles of disazo pigment selected from the group consisting of disazo pigments having the formulas I and III, ##STR23## wherein A is selected from the group consisting of ##STR24## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, methylphenyl, methoxyphenyl, chlorophenyl, nitrophenyl, ethoxyphenyl, methylchlorophenyl, dimethylphenyl, methoxychlorophenyl, methoxybromophenyl, methoxymethylphenyl, dimethoxyphenyl, dimethoxychlorophenyl, dimethylaminophenyl, cyanophenyl, carboxyphenyl, benzenesulfonic acid sodium salt, tert-butoxyphenyl, naphthyl, methoxydibenzofuryl and carbazolyl; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, methoxyphenyl, methylphenyl, acetylaminophenyl, dimethylaminophenyl, cyanophenyl, nitrophenyl, dinitrophenyl, chlorophenyl, trichlorobenzenesulfonic acid, benzenesulfonic acid and benzenesulfonamide; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, methyl, ethyl, phenyl and chlorophenyl; and R 2 is a member selected from the group consisting of methyl, carboxyl and --COOC 2 H 5 ; a charge-transfer substance and a resinous binder.
Claim 8
Dependent Claim
58 words
An electrophotographic material according to claim 5 wherein the particle size of said disazo pigment is less than 5 microns, the amount of said disazo pigment is 1-50% and the amount of said charge-transfer substance is 10-95%, based on the weight of the photosensitive layer, and the thickness of the photosensitive layer is about 3 to 50 microns.
Claim 9
Dependent Claim
12 words
An electrophotographic material according to claim 5 in which A is ##STR25##
Claim 10
Dependent Claim
12 words
An electrophotograhic material according to claim 5 in which A is ##STR26##
Claim 11
Dependent Claim
208 words
An electrophotographic material which comprises an electrically conductive support and a charge carrier-generating layer formed thereon, said charge carrier-generating layer consisting essentially of fine particles of disazo pigment selected from the group consisting of disazo pigments having the formulas I and III, ##STR27## wherein A is selected from the group consisting of ##STR28## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, cabazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, methylphenyl, methoxyphenyl, chlorophenyl, nitrophenyl, ethoxyphenyl, methylchlorophenyl, dimethylphenyl, methoxychlorophenyl, methoxybromophenyl, methoxymethylphenyl, dimethoxyphenyl, dimethoxychlorophenyl, dimethylaminophenyl, cyanophenyl, carboxyphenyl, benzenesulfonic acid sodium salt, tert-butoxyphenyl, naphthyl, methoxydibenzofuryl and carbazolyl; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, methoxyphenyl, methylphenyl, acetylaminophenyl, dimethylaminophenyl, cyanophenyl, nitrophenyl, dinitrophenyl, chlorophenyl, trichlorobenzenesulfonic acid, benzenesulfonic acid and benzenesulfonamide; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, methyl, ethyl, phenyl and chlorophenyl; and R 2 is a member selected from the group consisting of methyl, carboxyl and --COOC 2 H 5 ; and a charge-transfer layer on said charge-carrier generating layer, said charge-transfer layer consisting essentially of a charge-transfer substance and a resinous binder.
Claim 12
Dependent Claim
208 words
An electrophotographic material which comprises an electrically conductive support and a charge carrier-generating layer formed thereon, said charge carrier-generating layer consisting essentially of fine particles of disazo pigment selected from the group consisting of disazo pigments having the formulas I and III, ##STR27## wherein A is selected from the group consisting of ##STR28## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, cabazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, methylphenyl, methoxyphenyl, chlorophenyl, nitrophenyl, ethoxyphenyl, methylchlorophenyl, dimethylphenyl, methoxychlorophenyl, methoxybromophenyl, methoxymethylphenyl, dimethoxyphenyl, dimethoxychlorophenyl, dimethylaminophenyl, cyanophenyl, carboxyphenyl, benzenesulfonic acid sodium salt, tert-butoxyphenyl, naphthyl, methoxydibenzofuryl and carbazolyl; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, methoxyphenyl, methylphenyl, acetylaminophenyl, dimethylaminophenyl, cyanophenyl, nitrophenyl, dinitrophenyl, chlorophenyl, trichlorobenzenesulfonic acid, benzenesulfonic acid and benzenesulfonamide; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, methyl, ethyl, phenyl and chlorophenyl; and R 2 is a member selected from the group consisting of methyl, carboxyl and --COOC 2 H 5 ; and a charge-transfer layer on said charge-carrier generating layer, said charge-transfer layer consisting essentially of a charge-transfer substance and a resinous binder.
Claim 13
Dependent Claim
61 words
An electrophotographic material according to claim 9 wherein the particle size of said disazo pigment is less than 5 microns, the amount of said charge-transfer substance is 10-95%, based on the weight of said charge-transfer layer, the thickness of said charge carrier-generating layer is less than 5 microns and the thickness of said charge-transfer layer is about 3 to 50 microns.
Claim 14
Dependent Claim
12 words
An electrophotograhic material according to claim 10 in which A is ##STR29##
Claim 15
Dependent Claim
12 words
An electrophotographic material according to claim 10 in which A is ##STR30##
Claim 16
Dependent Claim
207 words
An electrophotographic material which comprises an electrically conductive support, a charge-transfer layer on said support, said charge-transfer layer consisting essentially of a charge-transfer substance and a resinous binder, and a charge carrier-generating layer on said charge-transfer layer, said charge carrier-generating layer consisting essentially of fine particles of disazo pigment selected from the group consisting of disazo pigments having the formulas I and III, ##STR31## wherein A is selected from the group consisting of ##STR32## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, methylphenyl, methoxyphenyl, chlorophenyl, nitrophenyl, ethoxyphenyl, methylchlorophenyl, dimethylphenyl, methoxychlorophenyl, methoxybromophenyl, methoxymethylphenyl, dimethoxyphenyl, dimethoxychlorophenyl, dimethylaminophenyl, cyanophenyl, carboxyphenyl, benzenesulfonic acid sodium salt, tert-butoxyphenyl, naphthyl, methoxydibenzofuryl and carbazolyl; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, methoxyphenyl, methylphenyl, acetylaminophenyl, dimethylaminophenyl, cyanophenyl, nitrophenyl, dinitrophenyl, chlorophenyl, trichlorobenzenesulfonic acid, benzenesulfonic acid and benzenesulfonamide; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, methyl, ethyl, phenyl and chlorophenyl; and R 2 is a member selected from the group consisting of methyl, carboxyl and --COOC 2 H 5 .
Claim 17
Dependent Claim
207 words
An electrophotographic material which comprises an electrically conductive support, a charge-transfer layer on said support, said charge-transfer layer consisting essentially of a charge-transfer substance and a resinous binder, and a charge carrier-generating layer on said charge-transfer layer, said charge carrier-generating layer consisting essentially of fine particles of disazo pigment selected from the group consisting of disazo pigments having the formulas I and III, ##STR31## wherein A is selected from the group consisting of ##STR32## is a fused ring selected from the group consisting of benzene ring, halobenzene ring, naphthalene ring, indole ring, carbazole ring and benzofuran ring; Ar 1 is a member selected from the group consisting of phenyl, methylphenyl, methoxyphenyl, chlorophenyl, nitrophenyl, ethoxyphenyl, methylchlorophenyl, dimethylphenyl, methoxychlorophenyl, methoxybromophenyl, methoxymethylphenyl, dimethoxyphenyl, dimethoxychlorophenyl, dimethylaminophenyl, cyanophenyl, carboxyphenyl, benzenesulfonic acid sodium salt, tert-butoxyphenyl, naphthyl, methoxydibenzofuryl and carbazolyl; each of Ar 2 and Ar 3 is a member selected from the group consisting of phenyl, naphthyl, methoxyphenyl, methylphenyl, acetylaminophenyl, dimethylaminophenyl, cyanophenyl, nitrophenyl, dinitrophenyl, chlorophenyl, trichlorobenzenesulfonic acid, benzenesulfonic acid and benzenesulfonamide; each of R 1 and R 3 is a member selected from the group consisting of hydrogen, methyl, ethyl, phenyl and chlorophenyl; and R 2 is a member selected from the group consisting of methyl, carboxyl and --COOC 2 H 5 .
Claim 18
Dependent Claim
64 words
An electrophotograhic material according to claim 13 wherein the particle size of said disazo pigment is less than 5 microns, and the amount of said charge-transfer substance is 10-95% by weight, based on the weight of said charge-transfer layer, the thickness of said charge carrier-generating layer is less than 5 microns and the thickness of said charge-transfer layer is about 3 to 50 microns.
Claim 19
Dependent Claim
12 words
An electrophotographic material according to claim 13 in which A is ##STR33##
Claim 20
Dependent Claim
12 words
An electrophotographic material according to claim 13 in which A is ##STR34##
References Cited (Backward Citations)
US4026704A
Cited
US3871882A
Cited
US3977870A
Cited
US3775105A
Cited
US3837851A
Cited
US4018607A
Cited
US4052210A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-02-01 | 1985-08-03 | 1986-02-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-02-01 | 1989-08-03 | 1990-02-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-02-01 | 1993-08-03 | 1994-02-02 | $7700.00 | Window Closed / Lapsed |