US3935262A
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Oxichromic compounds, stabilized oxichromic compounds and processes for preparing same
Assignee: Eastman Kodak Co
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Filing: 1973-09-27
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Granted: 1976-01-27
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Expires: 1993-09-27
Abstract
Abstract Oxichromic compounds which contain a reduced azomethine linkage are disclosed with processes for making same. In one aspect, the oxichromic compounds are N-stabilized compounds which have an acyl stabilizing group on the nitrogen atom of the reduced azomethine linkage. The compounds undergo chromogenic oxidation to produce dyes.
Inventors
- 👤 Gregory James Lestina
- 👤 Walter Monroe Bush
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 19:53
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; C09; C09B; C09B55/00; G; G03; G03C; G03C5/00; G03C5/26; G03C5/29; G03C5/30; G03C5/3021; G03C7/00; G03C7/30; G03C7/305; G03C7/30541; G03C7/32; G03C7/3212; G03C8/00; G03C8/02; G03C8/08; G03C8/10; G03C8/12; G03C8/14; G03C8/16; G03C8/18
Claims Analysis
Total Claims: 40
Claim 1
Independent Claim
159 words
A compound having the formula: ##EQU10## wherein D-- is an aromatic carbocyclic group polysubstituted with hydroxy groups, amino groups or alkylamino groups to provide a silver halide developer; (COUP) is a photographic color coupler connected to said nitrogen atom in said formula at the coupling position to provide a reduced azomethine linkage which can undergo chromogenic oxidation to form an azomethine linkage; Ar is an aromatic group containing a carbocyclic arylene nucleus and comprises from 6 to 20 carbon atoms; R 2 is a hydrogen atom or a carbonyl-containing group of the formula: ##EQU11## wherein R 4 is (a) an alkyl group or substituted alkyl group containing from 1 to 12 carbon atoms or (b) an aryl group or substituted aryl group containing from 6 to 12 carbon atoms; and X is an hydroxy group, an amino group or an alkylamino group, with the provision that, when R 2 is a carbonyl-containing group, X can be the group: ##EQU12##
Claim 2
Dependent Claim
159 words
A compound having the formula: ##EQU10## wherein D-- is an aromatic carbocyclic group polysubstituted with hydroxy groups, amino groups or alkylamino groups to provide a silver halide developer; (COUP) is a photographic color coupler connected to said nitrogen atom in said formula at the coupling position to provide a reduced azomethine linkage which can undergo chromogenic oxidation to form an azomethine linkage; Ar is an aromatic group containing a carbocyclic arylene nucleus and comprises from 6 to 20 carbon atoms; R 2 is a hydrogen atom or a carbonyl-containing group of the formula: ##EQU11## wherein R 4 is (a) an alkyl group or substituted alkyl group containing from 1 to 12 carbon atoms or (b) an aryl group or substituted aryl group containing from 6 to 12 carbon atoms; and X is an hydroxy group, an amino group or an alkylamino group, with the provision that, when R 2 is a carbonyl-containing group, X can be the group: ##EQU12##
Claim 3
Dependent Claim
13 words
A compound according to claim 1 wherein R 2 is a hydrogen atom.
Claim 4
Dependent Claim
12 words
A compound according to claim 1 wherein X is an hydroxy group.
Claim 5
Dependent Claim
12 words
A compound according to claim 1 wherein Ar is a phenylene group.
Claim 6
Dependent Claim
12 words
A compound according to claim 1 wherein D is a hydroquinone group.
Claim 7
Dependent Claim
21 words
A compound according to claim 1 wherein R 2 is said carbonyl-containing group and R 4 is a halogenated alkyl group.
Claim 8
Dependent Claim
13 words
A compound according to claim 1 wherein R 2 is a trifluoroacetyl group.
Claim 9
Dependent Claim
26 words
A compound according to claim 1 wherein Ar is a halogen-substituted phenylene group and X is an hydroxy group which is para to said nitrogen atom.
Claim 10
Dependent Claim
23 words
A compound according to claim 1 wherein (COUP) is an open-chain ketomethylene color coupler, a phenolic color coupler to a pyrazolone color coupler.
Claim 11
Dependent Claim
10 words
A compound according to claim 1 having the formula: ##SPC24##
Claim 12
Dependent Claim
10 words
A compound according to claim 1 having the formula: ##SPC25##
Claim 13
Dependent Claim
10 words
A compound according to claim 1 having the formula: ##SPC26##
Claim 14
Dependent Claim
10 words
A compound according to claim 6 having the formula: ##SPC27##
Claim 15
Dependent Claim
10 words
A compound according to claim 6 having the formula: ##SPC28##
Claim 16
Dependent Claim
10 words
A compound according to claim 6 having the formula: ##SPC29##
Claim 17
Dependent Claim
10 words
A compound according to claim 6 having the formula: ##SPC30##
Claim 18
Dependent Claim
10 words
A compound according to claim 1 having the formula: ##SPC31##
Claim 19
Dependent Claim
105 words
A compound having the formula: ##EQU13## wherein D-- is an aromatic carbocyclic group polysubstituted with hydroxy groups to provide a silver halide developer; (COUP) is a photographic color coupler connected to said nitrogen atom in said formula at the coupling position; R 2 is a carbonyl-containing group of the formula: ##EQU14## wherein R 4 can be (a) an alkyl group or substituted alkyl group containing from 1 to 12 carbon atoms or (b) an aryl group or a substituted aryl group containing from 6-12 carbon atoms; Ar is an aromatic group containing a benzenoid nucleus; and X is an hydroxy group or the group: ##EQU15##
Claim 20
Dependent Claim
105 words
A compound having the formula: ##EQU13## wherein D-- is an aromatic carbocyclic group polysubstituted with hydroxy groups to provide a silver halide developer; (COUP) is a photographic color coupler connected to said nitrogen atom in said formula at the coupling position; R 2 is a carbonyl-containing group of the formula: ##EQU14## wherein R 4 can be (a) an alkyl group or substituted alkyl group containing from 1 to 12 carbon atoms or (b) an aryl group or a substituted aryl group containing from 6-12 carbon atoms; Ar is an aromatic group containing a benzenoid nucleus; and X is an hydroxy group or the group: ##EQU15##
Claim 21
Dependent Claim
14 words
A compound according to claim 18 wherein R 4 is a polyhalogenated alkyl group.
Claim 22
Dependent Claim
13 words
A compound according to claim 18 wherein R 2 is a trifluoroacetyl group.
Claim 23
Dependent Claim
13 words
A compound according to claim 18 wherein Ar is a halogen-substituted phenylene group.
Claim 24
Dependent Claim
14 words
A compound according to claim 18 wherein (COUP) is an open-chain ketomethylene color coupler.
Claim 25
Dependent Claim
13 words
A compound according to claim 18 wherein (COUP) is a pyrazolone color coupler.
Claim 26
Dependent Claim
160 words
A compound having the formula: ##EQU16## wherein D-- is an aromatic carbocyclic group polysubstituted with hydroxy groups, amino groups or alkylamino groups to provide a silver halide developer; (COUP) is a photographic phenolic color coupler connected to said nitrogen atom in said formula at the coupling position to provide a reduced azomethine linkage which can undergo chromogenic oxidation to form an azomethine linkage; Ar is an aromatic group containing a carbocyclic arylene nucleus and comprises from 6 to 20 carbon atoms; R 2 is a hydrogen atom or a carbonyl-containing group of the formula: ##EQU17## wherein R 4 is (a) an alkyl group or substituted alkyl group containing from 1 to 12 carbon atoms or (b) an aryl group or substituted aryl group containing from 6 to 12 carbon atoms; and X is an hydroxy group, an amino group or an alkylamino group, with the provision that, when R 2 is a carbonyl-containing group, X can be the group: ##EQU18##
Claim 27
Dependent Claim
160 words
A compound having the formula: ##EQU16## wherein D-- is an aromatic carbocyclic group polysubstituted with hydroxy groups, amino groups or alkylamino groups to provide a silver halide developer; (COUP) is a photographic phenolic color coupler connected to said nitrogen atom in said formula at the coupling position to provide a reduced azomethine linkage which can undergo chromogenic oxidation to form an azomethine linkage; Ar is an aromatic group containing a carbocyclic arylene nucleus and comprises from 6 to 20 carbon atoms; R 2 is a hydrogen atom or a carbonyl-containing group of the formula: ##EQU17## wherein R 4 is (a) an alkyl group or substituted alkyl group containing from 1 to 12 carbon atoms or (b) an aryl group or substituted aryl group containing from 6 to 12 carbon atoms; and X is an hydroxy group, an amino group or an alkylamino group, with the provision that, when R 2 is a carbonyl-containing group, X can be the group: ##EQU18##
Claim 28
Dependent Claim
13 words
A compound according to claim 24 wherein R 2 is a hydrogen atom.
Claim 29
Dependent Claim
13 words
A compound according to claim 24 wherein R 2 is said carbonyl-containing group.
Claim 30
Dependent Claim
12 words
A compound according to claim 24 wherein X is an hydroxy group.
Claim 31
Dependent Claim
12 words
A compound according to claim 24 wherein Ar is a phenylene group.
Claim 32
Dependent Claim
12 words
A compound according to claim 24 wherein D is a hydroquinone group.
Claim 33
Dependent Claim
21 words
A compound according to claim 24 wherein R 2 is said carbonyl-containing group and R 4 is a halogenated alkyl group.
Claim 34
Dependent Claim
13 words
A compound according to claim 24 wherein R 2 is a trifluoroacetyl group.
Claim 35
Dependent Claim
26 words
A compound according to claim 24 wherein Ar is a halogen-substituted phenylene group and X is an hydroxy group which is para to said nitrogen atom.
Claim 36
Dependent Claim
106 words
A compound having the formula: ##EQU19## wherein D-- is an aromatic carbocyclic group polysubstituted with hydroxy groups to provide a silver halide developer; (COUP) is a photographic phenolic color coupler connected to said nitrogen atom in said formula at the coupling position; R 2 is a carbonyl-containing group of the formula: ##EQU20## wherein R 4 can be (a) an alkyl group or substituted alkyl group containing from 1 to 12 carbon atoms or (b) an aryl group or a substituted aryl group containing from 6-12 carbon atoms; Ar is an aromatic group containing a benzenoid nucleus; and X is an hydroxy group or the group: ##EQU21##
Claim 37
Dependent Claim
106 words
A compound having the formula: ##EQU19## wherein D-- is an aromatic carbocyclic group polysubstituted with hydroxy groups to provide a silver halide developer; (COUP) is a photographic phenolic color coupler connected to said nitrogen atom in said formula at the coupling position; R 2 is a carbonyl-containing group of the formula: ##EQU20## wherein R 4 can be (a) an alkyl group or substituted alkyl group containing from 1 to 12 carbon atoms or (b) an aryl group or a substituted aryl group containing from 6-12 carbon atoms; Ar is an aromatic group containing a benzenoid nucleus; and X is an hydroxy group or the group: ##EQU21##
Claim 38
Dependent Claim
14 words
A compound according to claim 33 wherein R 4 is a polyhalogenated alkyl group.
Claim 39
Dependent Claim
13 words
A compound according to claim 33 wherein R 2 is a trifluoroacetyl group.
Claim 40
Dependent Claim
13 words
A compound according to claim 33 wherein Ar is a halogen-substituted phenylene group.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-01-26 | 1979-07-28 | 1980-01-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-26 | 1983-07-28 | 1984-01-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-26 | 1987-07-28 | 1988-01-27 | $7700.00 | Window Closed / Lapsed |