US4315982A
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US
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Styryl pyrazoline compounds, process for production thereof, and electrophoto graphic material comprising said compounds
Assignee: Canon Inc
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Filing: 1981-02-24
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Granted: 1982-02-16
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Expires: 2001-02-24
Abstract
Abstract A compound of the formula: ##STR1## wherein R 1 and R 2 are the same or different and represent an alkyl group or combine with the nitrogen atom to form a ring, and X represents a pyridyl group, a quinolyl group, or a pyridyl or quinolyl group substituted by at least one alkyl or alkoxy group; a process for preparing the compound and an electrophotographic material containing the same.
Inventors
- 👤 Shozo Ishikawa
- 👤 Shoji Masubuchi
- 👤 Shigeki Ohkawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 08:40
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/72; C07D213/76; C07D213/77; G; G03; G03G; G03G5/00; G03G5/02; G03G5/04; G03G5/06; G03G5/0622; G03G5/0644; G03G5/0661; G03G5/0664; G03G5/0666; G03G5/0668; G03G5/067
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
75 words
An electrophotographic material comprising a support having thereon at least one layer comprising a binder and a compound of the formula: ##STR22## wherein R 1 and R 2 are the same or different and are an alkyl group or combine with the nitrogen atom to form a 5- or 6-membered ring, and X is a pyridyl group, a quinolyl group, or a pyridyl or quinolyl group substituted by at least one alkyl or alkoxy group.
Claim 2
Dependent Claim
75 words
An electrophotographic material comprising a support having thereon at least one layer comprising a binder and a compound of the formula: ##STR22## wherein R 1 and R 2 are the same or different and are an alkyl group or combine with the nitrogen atom to form a 5- or 6-membered ring, and X is a pyridyl group, a quinolyl group, or a pyridyl or quinolyl group substituted by at least one alkyl or alkoxy group.
Claim 3
Dependent Claim
25 words
The electrophotographic material of claim 1, wherein about 0.5 to 3 parts by weight of binder is used per part by weight of said compound.
Claim 4
Dependent Claim
27 words
The electrophotographic material of claim 2, wherein said binder is selected from the group consisting of acrylic resins, polystyrene, polyvinylidene chloride, polymethylmethacrylate, polyester resins and polycarbonate resins.
Claim 5
Dependent Claim
30 words
The electrophotographic material of claim 1, wherein said ring formed by the combination of R 1 and R 2 is a piperadino ring, a pyrrolidino ring, or a morpholino ring.
Claim 6
Dependent Claim
17 words
The electrophotographic material of claim 1, wherein X is a pyridyl group or a substituted pyridyl group.
Claim 7
Dependent Claim
17 words
The electrophotographic material of claim 1, wherein X is a quinolyl group or a substituted quinolyl group.
Claim 8
Dependent Claim
22 words
The electrophotographic material of claim 1, which comprises a support, a charge-generating layer and a separate charge-transporting layer containing said pyrazoline compound.
Claim 9
Dependent Claim
23 words
The electrophotographic material of claim 7, wherein said electrophotographic material comprises a support, a charge-generating layer and a charge-transporting layer in that order.
Claim 10
Dependent Claim
21 words
The electrophotographic material of claim 7, wherein said material comprises a support, a charge-transporting layer and charge-generating layer in that order.
Claim 11
Dependent Claim
59 words
A compound of the formula: ##STR23## wherein R 1 and R 2 are the same or different and are an alkyl group or combine with the nitrogen atom to form a 5- or 6-membered ring, and X is a pyridyl group, a quinolyl group, or a pyridyl or quinolyl group substituted by at least one alkyl or alkoxy group.
Claim 12
Dependent Claim
59 words
A compound of the formula: ##STR23## wherein R 1 and R 2 are the same or different and are an alkyl group or combine with the nitrogen atom to form a 5- or 6-membered ring, and X is a pyridyl group, a quinolyl group, or a pyridyl or quinolyl group substituted by at least one alkyl or alkoxy group.
Claim 13
Dependent Claim
29 words
The compound of claim 1, wherein said ring formed by the combination of R 1 and R 2 is a piperadino ring, a pyrrolidino ring, or a morpholino ring.
Claim 14
Dependent Claim
16 words
The compound of claim 1, wherein X is a pyridyl group or a substituted pyridyl group.
Claim 15
Dependent Claim
16 words
The compound of claim 1, wherein X is a quinolyl group or a substituted quinolyl group.
Claim 16
Dependent Claim
4 words
1-[Pyridyl-(2)]-3-(p-diethylaminostyryl)-5-(p-diethylaminophenyl)pyrazoline of claim 1.
Claim 17
Dependent Claim
4 words
1-[Pyridyl-(3)]-3-(p-diethylaminostyryl)-5-(p-diethylaminophenyl)pyrazoline of claim 1.
Claim 18
Dependent Claim
4 words
1-[6-Methoxy-pyridyl-(2)]-3-(p-diethylaminostyryl)-5-(p-diethylaminophenyl)pyrazoline of claim 1.
Claim 19
Dependent Claim
4 words
1-[Quinolyl-(2)]-3-(p-diethylaminostyryl)-5-(p-diethylaminophenyl)pyrazoline of claim 1.
Claim 20
Dependent Claim
4 words
1-[Lepidyl-(2)]-3-(p-diethylaminostyryl)-5-(p-diethylaminophenyl)pyrazoline of claim 1.
Claim 21
Dependent Claim
103 words
A process for producing a pyrazoline compound of the formula: ##STR24## wherein R 1 and R 2 are the same or different and are an alkyl group or combine with the nitrogen atom to form a ring, and X is a pyridyl group, a quinolyl group, or pyridyl or quinolyl group substituted by at least one alkyl or alkoxy group, which comprises reacting a tin complex salt of a hydrazino compound of the formula: X.NH.NH 2 wherein X is as defined above, with a distyryl ketone of the formula: ##STR25## wherein R 1 and R 2 are as defined above, in dimethyl sulfoxide.
Claim 22
Dependent Claim
103 words
A process for producing a pyrazoline compound of the formula: ##STR24## wherein R 1 and R 2 are the same or different and are an alkyl group or combine with the nitrogen atom to form a ring, and X is a pyridyl group, a quinolyl group, or pyridyl or quinolyl group substituted by at least one alkyl or alkoxy group, which comprises reacting a tin complex salt of a hydrazino compound of the formula: X.NH.NH 2 wherein X is as defined above, with a distyryl ketone of the formula: ##STR25## wherein R 1 and R 2 are as defined above, in dimethyl sulfoxide.
Claim 23
Dependent Claim
22 words
The compound of claim 1, wherein the at least one alkyl group which can substitute X is a methyl or ethyl group.
Claim 24
Dependent Claim
20 words
The compound of claim 1, wherein the at least one alkoxy group which can substitute X is methoxy or ethoxy.
Claim 25
Dependent Claim
21 words
The electrophotographic material of claim 11, wherein the at least one alkyl group which can substitute X is methyl or ethyl.
Claim 26
Dependent Claim
21 words
The electrophotographic material of claim 1, wherein the at least one alkoxy group which can substitute X is methoxy or ethoxy.
Claim 27
Dependent Claim
26 words
The compound of claim 1, wherein R 1 and R 2 are an alkyl group selected from the group consisting of methyl, ethyl, propyl and butyl.
References Cited (Backward Citations)
US3180729A
Cited
GB1030024A
Cited
US3527602A
Cited
US3835126A
Cited
US3859303A
Cited
US3837851A
Cited
US4278746A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-02-15 | 1985-08-17 | 1986-02-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-02-15 | 1989-08-17 | 1990-02-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-02-15 | 1993-08-17 | 1994-02-16 | $7700.00 | Window Closed / Lapsed |