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Oxichromic compounds, stabilized oxichromic compounds and processes for preparing same

Assignee: Eastman Kodak Co
•
Filing: 1973-09-27
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Granted: 1976-01-27
•
Expires: 1993-09-27
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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 13:20
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)

US3230082A Cited
US3698897A Cited
US3725062A Cited

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

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