Patent US3044105A successfully refreshed from Google Patents.
Patent US4218247A successfully refreshed from Google Patents.
US4218247A
Expired / Lapsed
US
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Photoconductive resin containing tertiary amino groups for electrophotography
Assignee: Teijin Ltd
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Filing: 1978-08-14
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Granted: 1980-08-19
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Expires: 1998-08-14
Abstract
Abstract An electrophotographic sensitive layer comprising a new soluble photoconductive resin containing an aromatic tertiary amino group of the following formula as a photoconductive functional group ##STR1## wherein φ represents a benzene nucleus containing at least one nitrogen-free electron donating substituent, C 1 represents a carbon atom on the aromatic ring, and C 2 represents a carbon atom which forms a hydrocarbon residue and takes a bond orbit of the SP 2 or SP 3 type; and the benzene nuclei represented by φ are bonded to each other through a methylene group to such an extent as to maintain the solubility of the resin.
Inventors
- 👤 Shigeyoshi Hara
- 👤 Iwao Omae
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 12:47
CPC Classifications
C; C08; C08G; C08G14/00; C08G14/02; C08G14/04; C08G14/06; G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/07; G03G5/075; G03G5/076; G03G5/0763
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
166 words
An electrophotographic sensitive layer which comprises: (1) at least one solvent-soluble aromatic amino-containing photoconductive resin as a photoconductive base; (2) at least one sensitizer selected from the group consisting of optical sensitizers and chemical sensitizers; and (3) at least one solvent-soluble binder polymer having compatibility with said solvent-soluble aromatic amino-containing photoconductive resin (1); said solvent-soluble aromatic amino-containing photoconductive resin (1) being a reaction product of (i) a soluble low-molecular-weight polycondensate comprising a xylene/formaldehyde resin or a resol-type phenolic resin with (ii) an aromatic amino compound, said polycondensate having a molecular weight of 200 to 3,000 and having dimethylol ether groups, methylol groups and/or functional groups thereof, the content of said groups being one per 0.1 to 3 benzene rings of said polycondensate, said reaction product containing, bonded to the benzene ring, as pendant groups, at least one N-methylene aromatic amino group at a rate of at least one per 0.5 to 7 benzene rings, said N-methylene aromatic amino group being selected from the following group: ##STR21##
Claim 2
Dependent Claim
166 words
An electrophotographic sensitive layer which comprises: (1) at least one solvent-soluble aromatic amino-containing photoconductive resin as a photoconductive base; (2) at least one sensitizer selected from the group consisting of optical sensitizers and chemical sensitizers; and (3) at least one solvent-soluble binder polymer having compatibility with said solvent-soluble aromatic amino-containing photoconductive resin (1); said solvent-soluble aromatic amino-containing photoconductive resin (1) being a reaction product of (i) a soluble low-molecular-weight polycondensate comprising a xylene/formaldehyde resin or a resol-type phenolic resin with (ii) an aromatic amino compound, said polycondensate having a molecular weight of 200 to 3,000 and having dimethylol ether groups, methylol groups and/or functional groups thereof, the content of said groups being one per 0.1 to 3 benzene rings of said polycondensate, said reaction product containing, bonded to the benzene ring, as pendant groups, at least one N-methylene aromatic amino group at a rate of at least one per 0.5 to 7 benzene rings, said N-methylene aromatic amino group being selected from the following group: ##STR21##
Claim 3
Dependent Claim
41 words
The electrophotographic sensitive layer of claim 11 wherein said soluble aromatic amino-containing resin has an inherent viscosity, determined at 30° C. for a solution of this resin dissolved in N-methyl-pyrrolidone in a concentration of 0.5 gram/100 ml., of 0.03 to 0.8.
Claim 4
Dependent Claim
27 words
The electrophotographic sensitive layer of claim 1 wherein said aromatic amine compound is selected from the group consisting of aniline, toluidine, N-methylaniline, N-ethylaniline, N-benzylaniline, carbazole, and diphenylamine.
Claim 5
Dependent Claim
103 words
The electrophotographic sensitive layer of claim 1 wherein said soluble aromatic amino-containing resin is one in which (1) the ring carbon atoms of said polycondensate, (2) the nitrogen atom forming the amino group of said aromatic amine compound, and (3) 0.1-3 moles, per mole of the aromatic amine compound, of at least one of the ring carbon atoms of an aromatic compound containing at least 3 aromatic rings, and the ring carbon atoms of a phenolic aromatic compound containing at least one phenolic hydroxyl group as a substituent on the carbon atoms of the aromatic ring, are bonded substantially through a methylene group.
Claim 6
Dependent Claim
48 words
The electrophotographic sensitive layer of claim 4 wherein said aromatic compound containing at least 3 aromatic rings is selected from the group consisting of anthracene, perylene and phenanthrene, and said phenolic aromatic compound is selected from the group consisting of phenol, o-cresol, m-cresol, mixed cresol, 3,5-xylenol and t-butylphenol.
Claim 7
Dependent Claim
20 words
The electrophotographic sensitive layer of claim 1 which includes at least one optical sensitizer and at least one chemical sensitizer.
Claim 8
Dependent Claim
24 words
The electrophotographic sensitive layer of claim 1 wherein said chemical sensitizer has the properties of an electron acceptor, or is a halogen-containing organic compound.
Claim 9
Dependent Claim
19 words
The electrophotographic sensitive layer of claim 1 wherein said chemical sensitizer is a halogenated phenol or a derivative thereof.
Claim 10
Dependent Claim
15 words
The electrophotographic sensitive layer of claim 1 wherein said optical sensitizer is a triarylmethane dye.
Claim 11
Dependent Claim
125 words
The electrophotographic sensitive layer of claim 1 wherein said soluble aromatic tertiary amino-containing resin contains an aromatic tertiary amino group derived from carbazole or its nucleus-substituted derivative, and has blended therewith at least one chemical sensitizer of the following formula ##STR22## wherein R 1 to R 4 are identical or different, and represent an alkyl, alicyclic or aralkyl group containing 1 to 7 carbon atoms, and R 5 represents at least one of a hydrogen atom, alkyl, alicyclic, aryl, aralkyl groups containing 1 to 7 carbon atoms, and ##STR23## R 6 and R 7 are identical or different and represent a lower alkyl group containing 1 to 3 carbon atoms or a halogen group, and p and p' represent an integer of 0 to 2.
Claim 12
Dependent Claim
64 words
The process for preparing an electrophotographic material comprising a support and the electrophotographic sensitive layer of claim 18 coated thereon, said process comprising coating on said support a solution in an organic solvent of said soluble aromatic amino-containing photoconductive resin and at least one of said sensitizers, and said binder polymer; and drying the coating to at least substantially completely remove the organic solvent.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-08-19 | 1984-02-18 | 1984-08-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-08-19 | 1988-02-18 | 1988-08-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-08-19 | 1992-02-18 | 1992-08-19 | $7700.00 | Window Closed / Lapsed |