Patent US492882A successfully refreshed from Google Patents.
Patent US5215871A successfully refreshed from Google Patents.
US5215871A
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Method of forming cyan image with cyan dye forming coupler, and silver halide color photographic material containing the cyan dye forming coupler
Assignee: Fujifilm Holdings Corp
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Filing: 1991-11-07
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Granted: 1993-06-01
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Expires: 2011-11-07
Abstract
Abstract A method of forming a cyan dye image in an exposed silver halide color photographic material comprising a support and a photosensitive silver halide emulsion, said method comprising developing the exposed silver halide color photographic material with a color developing solution containing an aromatic primary amine color developing agent in the presence of a cyan coupler represented by formula (I): ##STR1## wherein EWG 1 and EWG 2 each represents an electron attractive group having a Hammett's substituent constant σ p value of at least 0.30 or; R 1 represents a hydrogen atom or a substituent; R 2 represents a substituent; X represents a hydrogen atom or a group capable of splitting off by a coupling reaction with an oxidation product of an aromatic primary amine color developing agent; R 1 and R 2 may be bonded to each other to form a ring; provided that R 2 must not be a halogen atom; and a silver halide color photographic material containing the cyan dye forming coupler.
Inventors
- 👤 Kozo Sato
- 👤 Yoshio Ishii
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 14:18
CPC Classifications
G; G03; G03C; G03C7/00; G03C7/30; G03C7/32; G03C7/36; G03C7/38; G03C7/381; G03C7/382; G03C7/3825
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
153 words
A method of forming a cyan dye image in an exposed silver halide color photographic material comprising a support and a photosensitive silver halide emulsion, said method comprising developing the exposed silver halide color photographic material with a color developing solution containing an aromatic primary amine color developing agent in the presence of a cyan coupler represented by formula (I): ##STR10## wherein EWG 1 and EWG 2 each represents an electron attractive group having a Hammett's substituent constant σ p value of at least 0.30; R 1 represents a hydrogen atom or a substituent; R 2 represents a substituent; X represents a hydrogen atom or a group capable of splitting off by a coupling reaction with an oxidation product of an aromatic primary amine color developing agent; R 1 and R 2 may be bonded to each other to form a ring; and provided that R 2 must not be a halogen atom.
Claim 2
Independent Claim
153 words
A method of forming a cyan dye image in an exposed silver halide color photographic material comprising a support and a photosensitive silver halide emulsion, said method comprising developing the exposed silver halide color photographic material with a color developing solution containing an aromatic primary amine color developing agent in the presence of a cyan coupler represented by formula (I): ##STR10## wherein EWG 1 and EWG 2 each represents an electron attractive group having a Hammett's substituent constant σ p value of at least 0.30; R 1 represents a hydrogen atom or a substituent; R 2 represents a substituent; X represents a hydrogen atom or a group capable of splitting off by a coupling reaction with an oxidation product of an aromatic primary amine color developing agent; R 1 and R 2 may be bonded to each other to form a ring; and provided that R 2 must not be a halogen atom.
Claim 3
Dependent Claim
21 words
The method of forming a cyan dye image as in claim 1, wherein said σ p value is at least 0.50.
Claim 4
Dependent Claim
22 words
The method of forming a cyan dye image as in claim 1, wherein said σ p value is not more than 1.0.
Claim 5
Dependent Claim
22 words
The method of forming a cyan dye image as in claim 1, wherein said σ p value is not more than 0.70.
Claim 6
Dependent Claim
60 words
The method of forming a cyan dye image as in claim 1, wherein EWG 1 , and EWG 2 each represents a cyano group, a nitro group, an aliphatic- or aromatic-acyl group, a carbamoyl group, a phosphono group, an alkoxycarbonyl group, a phosphoryl group, a sulfamoyl group, an aliphatic- or aromatic-sulfonyl group, or a perfluoroalkyl group, or substituted groups thereof.
Claim 7
Dependent Claim
123 words
The method of forming a cyan dye image as in claim 5, wherein the substituent of said substituted groups is at least one group selected from the group consisting of a halogen atom, a hydroxy group, a cyano group, a carboxy group, an alkyl group, a cyoloalkyl group, an aralkyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group, an amino group, an acylamino group, an aliphatic- or an aromatic-sulfonylamino group, an acyl group, an aliphaic- or an aromatic- sulfonyl group, a carbamoyl group, a sulfamoyl group, a ureido group, an urethane group, an alkylthio group, an arylthio group, a nitro group, and an alkoxycarbonyl group, and substituted groups thereof which are substituted with at least one of them.
Claim 8
Dependent Claim
60 words
The method of forming a cyan dye image as in claim 6, wherein said heterocyclic group is a 5 to 7-membered heterocyclic group containing at least one of N, O and S atoms with the proviso that the total numbers of N atom, O atom and S atom are 1 to 4, 0 to 1, and 0 to 1, respectively.
Claim 9
Dependent Claim
113 words
The method of forming a cyan dye image as in claim 1, wherein R 1 represents hydrogen atom, a halogen atom, an aliphatic group having from 1 to 36 carbon atoms, an aromatic group, a heterocyclic group, an alkoxy group, an aryloxy group, an alkenyloxy group, an amino group, an acyl group, an ester group, an amido group, a sulfamoylamino group, an imido group, an ureido group, an aliphatic- or aromatic-sulfonyl group, an aliphatic- or aromatic-thio group, a hydroxyl group, a cyano group, a carboxyl group, a nitro group, or a sulfo group; or substituted groups thereof; and R 1 and R 2 may be bonded to each other to form a ring.
Claim 10
Dependent Claim
126 words
The method of forming a cyan dye image as in claim 8, wherein the substituent of said substituted groups is at least one group selected from the group consisting of a halogen atom, a hydroxy group, a cyano group, a carboxy group, an alkyl group, a cyoloalkyl group, an aralkyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group, an amino group, an acylamino group, an aliphatic- or an aromatic-sulfonylamino group, an acyl group, an aliphaic- or an aromatic- sulfonyl group, a carbamoyl group, a sulfamoyl group, a ureido group, an urethane group, an alkylthio group, an arylthio group, a nitro group, and an alkoxycarbonyl group, and substituted groups thereof which are substituted with at least one of the above described substituents.
Claim 11
Dependent Claim
107 words
The method of forming a cyan dye image as in claim 1, R 2 represents an aliphatic group having from 1 to 36 carbon atoms, an aromatic group, a heterocyclic group, an alkoxy group, an aryloxy group, an alkenyloxy group, an amino group, an acyl group, an ester group, an amido group, a sulfamoylamino group, an imido group, an ureido group, an aliphatic- or aromatic-sulfonyl group, an aliphatic- or aromatic-thio group, a hydroxyl group, a cyano group, a carboxyl group, a nitro group, or a sulfo group; or substituted groups thereof; and R 1 and R 2 may be bonded to each other to form a ring.
Claim 12
Dependent Claim
126 words
The method of forming a cyan dye image as in claim 10, wherein the substituent of said substituted groups is at least one group selected from the group consisting of a halogen atom, a hydroxy group, a cyano group, a carboxy group, an alkyl group, a cyoloalkyl group, an aralkyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group, an amino group, an acylamino group, an aliphatic- or an aromatic-sulfonylamino group, an acyl group, an aliphaic- or an aromatic- sulfonyl group, a carbamoyl group, a sulfamoyl group, a ureido group, an urethane group, an alkylthio group, an arylthio group, a nitro group, and an alkoxycarbonyl group, and substituted groups thereof which are substituted with at least one of the above described substituents.
Claim 13
Dependent Claim
101 words
The method of forming a cyan dye image as in claim 1, wherein X represents a hydrogen atom, a halogen atom, an alkoxy group, an aryloxy group, an acyloxy group, an aliphatic- or aromatic-sulfonyloxy group, an acylamino group, an aliphatic or aromatic sulfonamido group, an alkoxycarbonyloxy group, an aryloxycarbonyloxy group, an aliphatic-, aromatic- or heterocyclic-thio group, a carbamoylamino group, a 5-membered or 6-membered nitrogen-containing heterocyclic group, an imido group, an aromayic azo group, or a carboxyl group; substituted groups thereof; or a group which is bonded to the remainder of formula (I) via a carbon atom to form a bis-type coupler.
Claim 14
Dependent Claim
126 words
The method of forming a cyan dye image as in claim 12, wherein the substituent of said substituted groups is at least one group selected from the group consisting of a halogen atom, a hydroxy group, a cyano group, a carboxy group, an alkyl group, a cyoloalkyl group, an aralkyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group, an amino group, an acylamino group, an aliphatic- or an aromatic-sulfonylamino group, an acyl group, an aliphaic- or an aromatic- sulfonyl group, a carbamoyl group, a sulfamoyl group, a ureido group, an urethane group, an alkylthio group, an arylthio group, a nitro group, and an alkoxycarbonyl group, and substituted groups thereof which are substituted with at least one of the above described substituents.
Claim 15
Dependent Claim
26 words
The method of forming a cyan dye image as in claim 1, wherein the cyan dye has a maximum absorption wavelength of 580 to 720 nm.
Claim 16
Dependent Claim
27 words
The method of forming a cyan dye image as in claim 1, wherein said cyan dye forming coupler is incorporated in a silver halide color photographic material.
Claim 17
Dependent Claim
42 words
The method of forming a cyan dye image as in claim 15, wherein said cyan dye forming coupler is an alkaline aqueous solution soluble coupler and is incorporated in a color developing solution for development of a silver halide color photographic material.
Claim 18
Dependent Claim
41 words
The method of forming a cyan dye image as in claim 1, wherein said cyan dye forming coupler is incorporated in a silver halide color photographic material in an amount of 1×10 -3 to 1 mol per mol of silver halide.
Claim 19
Dependent Claim
49 words
The method of forming a cyan dye image as in claim 15, wherein said cyan dye forming coupler is incorporated in a color developing solution for development of a silver halide color photographic material in an amount of 0.0005 to 0.05 mol per liter of the color developing solution.
Claim 20
Dependent Claim
121 words
A silver halide color photographic material comprising a support and at least one red-sensitive silver halide emulsion layer containing at least one cyan dye forming coupler represented by formula (I): ##STR11## wherein EWG 1 and EWG 2 each represents an electron attracting group having a Hammett's substituent constant σ p value of at least 0.30; R 1 represents a hydrogen atom or a substituent; R 2 represents a substituent; X represents a hydrogen atom or a group capable of splitting off by a coupling reaction with an oxidation product of an aromatic primary amine compound; R 1 and R 2 may be bonded to each other to form a ring; and provided that R 2 must not be a halogen atom.
Claim 21
Dependent Claim
121 words
A silver halide color photographic material comprising a support and at least one red-sensitive silver halide emulsion layer containing at least one cyan dye forming coupler represented by formula (I): ##STR11## wherein EWG 1 and EWG 2 each represents an electron attracting group having a Hammett's substituent constant σ p value of at least 0.30; R 1 represents a hydrogen atom or a substituent; R 2 represents a substituent; X represents a hydrogen atom or a group capable of splitting off by a coupling reaction with an oxidation product of an aromatic primary amine compound; R 1 and R 2 may be bonded to each other to form a ring; and provided that R 2 must not be a halogen atom.
Claim 22
Dependent Claim
37 words
The silver halide color photographic material as in claim 19, wherein said cyan dye forming coupler is incorporated in said red-sensitive emulsion layer in an amount of 1×10 -3 to 1 mol per mol of silver halide.
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) | 1996-05-31 | 1996-11-30 | 1997-06-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-05-31 | 2000-11-30 | 2001-06-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-05-31 | 2004-11-30 | 2005-06-01 | $7700.00 | Window Closed / Lapsed |