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US4555481A Expired / Lapsed US ⏱️ 0.0 years remaining

Silver halide photographic emulsions containing benzimidazolocarbocyanine dye having fluoroalkyl group at the nitrogen atom of benzimidazole

Assignee: University of Western Ontario
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Filing: 1984-01-25
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Granted: 1985-11-26
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Expires: 2004-01-25
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Abstract

Abstract A silver halide photographic emulsion is disclosed which contains at least one of benzimidazolocarbocyanine dyes represented by the general formula (I) or (II): <IMAGE> (I) <IMAGE> (II) wherein a represents an integer of 1 to 8, R1, R2 and which may be identical with or different from one another, represent each -CH2(CF2)bH or a substituted or unsubstituted alkyl group, but at least one of R1, R2 and R3 contains an acid group-containing alkyl group, wherein b, which may be identical with or different from a, represents an integer of 1 to 8, l represents 0 or an integer of 1 to 8, and m represents 0 or an integer of 1 to 8, but l+m>0; R4, R5 and R6, which may be identical or different from one another, represent each -(CH2)j(CF2)kF or a substituted or unsubstituted alkyl group, but at least one of R4, R5 and R6 represents an acid group (for example, sulfo group or carboxyl group, etc.)-containing alkyl group; j represents 0 or an integer of 1 to 8; and k represents 0 or an integer of 1 to 8, but j+k>0; V1, V2, V3, V4, V5, V6, V7 and V8, which may be identical with or different from one another, represent each a hydrogen atom, a halogen atom, a substituted alkyl group, an unsubstituted alkyl group, an alkoxy group, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfamoyl group, a cyano group or a trifluoromethyl group; X represents an anion; and n represents 1 or 2 but represents 1 when the dye forms an inner salt. The emulsion has good stability to the passage of time, in which an increase of fog under a high temperature or under a high temperature and a high humidity is controlled and reduction of sensitivity with the passage of time is minimized.

Inventors

  • 👤 Toshinao Ukai
  • 👤 Masaki Okazaki
  • 👤 Haruo Takei
  • 👤 Ichizo Toya

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 22:36
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/005; G03C1/06; G03C1/08; G03C1/10; G03C1/12; G03C1/14; G03C1/18

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 317 words
A silver halide photographic emulsion which contains at least one of benzimidazolocarbocyanine dyes represented by the general formula (I) or (II): ##STR17## wherein a represents an integer of 1 to 8, R 1 , R 2 and R 3 , which may be identical with or different from one another, represent each --CH 2 (CF 2 ) b H or a substituted or unsubstituted alkyl group, but at least one of R 1 , R 2 and R 3 contains an acid group containing an alkyl group, wherein b, which may be identical with or different from a, represents an integer of 1 to 8, l represents 0 or an integer of 1 to 8, and m represents 0 or an integer of 1 to 8, but l+m>0; R 4 represents --(CH 2 ) j (CF 2 ) k F or a substituted or unsubstituted alkyl group, R 5 and R 6 , which may be the same or different, each represents an unsubstituted alkyl group or substituted alkyl group substituted with carboxy, sulfo, cyano, halogen, hydroxy, alkoxycarbonyl, alkoxy, monocyclic aryloxy, acyloxy, acyl, carbamoyl or sulfomoyl, but at least one of R 4 , R 5 and R 6 represents an acid group-containing alkyl group; j represents 0 or an integer of 1 to 8; and k represents 0 or an integer of 1 to 8, but j+k>0;V 1 ,V 2 ,V 3 ,V 4 ,V 5 ,V 6 ,V 7 , and V 8 , which may be identical with or different from one another, represent each a hydrogen atom, a halogen atom, a substituted alkyl group, an unsubstituted alkyl group, an alkoxy group, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfomoyl group, a cyano group or a trifluoromethyl group; X represents an anion; and n represents 1 or 2 but represents 1 when the dye forms an inner salt.
Claim 2
Dependent Claim 317 words
A silver halide photographic emulsion which contains at least one of benzimidazolocarbocyanine dyes represented by the general formula (I) or (II): ##STR17## wherein a represents an integer of 1 to 8, R 1 , R 2 and R 3 , which may be identical with or different from one another, represent each --CH 2 (CF 2 ) b H or a substituted or unsubstituted alkyl group, but at least one of R 1 , R 2 and R 3 contains an acid group containing an alkyl group, wherein b, which may be identical with or different from a, represents an integer of 1 to 8, l represents 0 or an integer of 1 to 8, and m represents 0 or an integer of 1 to 8, but l+m>0; R 4 represents --(CH 2 ) j (CF 2 ) k F or a substituted or unsubstituted alkyl group, R 5 and R 6 , which may be the same or different, each represents an unsubstituted alkyl group or substituted alkyl group substituted with carboxy, sulfo, cyano, halogen, hydroxy, alkoxycarbonyl, alkoxy, monocyclic aryloxy, acyloxy, acyl, carbamoyl or sulfomoyl, but at least one of R 4 , R 5 and R 6 represents an acid group-containing alkyl group; j represents 0 or an integer of 1 to 8; and k represents 0 or an integer of 1 to 8, but j+k>0;V 1 ,V 2 ,V 3 ,V 4 ,V 5 ,V 6 ,V 7 , and V 8 , which may be identical with or different from one another, represent each a hydrogen atom, a halogen atom, a substituted alkyl group, an unsubstituted alkyl group, an alkoxy group, an acyl group, an acyloxy group, an alkoxycarbonyl group, a carbamoyl group, a sulfomoyl group, a cyano group or a trifluoromethyl group; X represents an anion; and n represents 1 or 2 but represents 1 when the dye forms an inner salt.
Claim 3
Dependent Claim 22 words
A silver halide photographic emulsion as claimed in claim 1, wherein the silver halide photographic emulsion used is a silver iodobromide emulsion.
Claim 4
Dependent Claim 22 words
A silver halide photographic emulsion as claimed in claim 1, wherein the silver halide photographic emulsion used is a silver bromide emulsion.
Claim 5
Dependent Claim 20 words
A color photographic light-sensitive material, wherein color couplers are contained in silver halide photographic emulsions as claimed in claim 1.
Claim 6
Dependent Claim 17 words
A photographic light-sensitive material, wherein the color coupler is a magenta coupler as claimed in claim 4.
Claim 7
Dependent Claim 39 words
A silver halide photographic emulsion as claimed in claim 1, wherein V 2 and V 4 represent each a trifluoromethyl group, a chlorine atom or a cyano group, and V 1 and V 3 represent each a chlorine atom.
Claim 8
Dependent Claim 33 words
A silver halide photographic emulsion as claimed in claim 6, wherein one of V 2 and V 4 represents a trifluoromethyl group or a cyano group, and the other represents a chlorine atom.
Claim 9
Dependent Claim 40 words
A silver halide color photographic light-sensitive material comprising at least three layers consisting of a blue-sensitive emulsion layer, a green-sensitive emulsion layer and a red-sensitive emulsion layer, wherein the green-sensitive emulsion layer is a layer as claimed in claim 2.
Claim 10
Dependent Claim 24 words
A silver halide photographic light-sensitive material as claimed in claim 8, wherein the green-sensitive emulsion layer is a layer as claimed in claim 3.
Claim 11
Dependent Claim 29 words
A silver halide photographic light-sensitive material as claimed in claim 9, wherein the green-sensitive emulsion layer is composed of an internal latent image type silver halide photographic light-sensitive material.

References Cited (Backward Citations)

GB654690A Cited
US2739149A Cited
US2912327A Cited
GB815172A Cited
US2912329A Cited
US3769025A Cited
US3988513A Cited
US4179296A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-11-25 1989-05-27 1989-11-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-11-25 1993-05-27 1993-11-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-11-25 1997-05-27 1997-11-26 $7700.00 Window Closed / Lapsed

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