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Color photographic materials with chelatable azo dyes

Assignee: Fujifilm Holdings Corp
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Filing: 1984-03-08
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Granted: 1985-07-16
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Expires: 2004-03-08
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Abstract

Abstract A color photographic material is disclosed. The material is comprised of a support base having thereon a photosensitive silver halide emulsion layer and a compound associated with the emulsion layer, the compound being represented by general formula (I) ##STR1## wherein the substituents are defined in the specification. The dye image-forming compounds forming metal chelates have good absorption when the dye forms a color image. Further, these compounds have a large molecular absorption coefficient and are substantially stable with respect to light after forming a color image.

Inventors

  • 👤 Shigetoshi Ono
  • 👤 Genichi Furusawa

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 20:40
CPC Classifications
G; G03; G03C; G03C8/00; G03C8/02; G03C8/08; G03C8/10; C; C09; C09B; C09B29/00; C09B29/0014; G03C7/00; Y; Y10; Y10S; Y10S534/00; Y10S534/02

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 423 words
A color photographic material, comprising: a support base having thereon: a photosensitive silver halide emulsion layer; and a compound associated with the emulsion layer, the compound being represented by general formula (I) ##STR58## wherein A represents an aromatic carbon ring nucleus represented by the formula (IV): ##STR59## wherein L 1 , L 2 , and L 3 each represents a hydrogen atom, a halogen atom, a nitro group, a cyano group, an alkyl group, a substituted alkyl group, an alkoxy group, a substituted alkoxy group, --NHCOR 2 , --NHSO 2 R 2 --, --SO 2 R 2 , --COR 2 , ##STR60## or an amino group and M is a unidentate or bidentate coordination chelating group selected from the group consisting of a hydroxy group or a salt thereof, a precursor of a hydroxy group and a sulfonamide group, or A represents a heterocyclic ring nucleus having a unidentate or bidentate chelate-forming group, at least one ring of which is composed of 5 or 6 atoms; B represents a hydrogen atom, a sulfo group, a cyano group, a fluorosulfonyl group, a halogen atom, an --SO 3 -phenyl group, an --SO 3 -substituted phenyl group, a carboxy group, and --SOR 1 group, an SO 2 R 2 group, a --COR 2 group, a group shown by ##STR61## or a group shown by ##STR62## D represents an alkyl group, a substituted alkyl group, an aralkyl group, a substituted aralkyl group, a phenyl group, a substituted phenyl group, an amino group (which may be substituted by an alkyl group), or a heterocyclic ring composed of 5 or 6 atoms; E represents a hydroxy group, a salt thereof, or a precursor forming a hydroxy group or a salt thereof; L represents a bond bonding Y to D, A or B; n represents 1 or 0; and Y represents a moiety having a function of releasing a diffusible azo dye compound capable of forming metal chelate compounds or a precursor thereof from the compound of general formula (I) by the decomposition thereof as the result of a redox reaction; and wherein R 1 represents an alkyl group or a substituted alkyl group; R 2 represents an alkyl group, a substituted alkyl group, an aralkyl group, a substituted aralkyl group, a phenyl group or a substituted phenyl group; and R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, a substituted alkyl group, an aralkyl group, a substituted aralkyl group, a phenyl group, or a substituted phenyl group.
Claim 2
Dependent Claim 423 words
A color photographic material, comprising: a support base having thereon: a photosensitive silver halide emulsion layer; and a compound associated with the emulsion layer, the compound being represented by general formula (I) ##STR58## wherein A represents an aromatic carbon ring nucleus represented by the formula (IV): ##STR59## wherein L 1 , L 2 , and L 3 each represents a hydrogen atom, a halogen atom, a nitro group, a cyano group, an alkyl group, a substituted alkyl group, an alkoxy group, a substituted alkoxy group, --NHCOR 2 , --NHSO 2 R 2 --, --SO 2 R 2 , --COR 2 , ##STR60## or an amino group and M is a unidentate or bidentate coordination chelating group selected from the group consisting of a hydroxy group or a salt thereof, a precursor of a hydroxy group and a sulfonamide group, or A represents a heterocyclic ring nucleus having a unidentate or bidentate chelate-forming group, at least one ring of which is composed of 5 or 6 atoms; B represents a hydrogen atom, a sulfo group, a cyano group, a fluorosulfonyl group, a halogen atom, an --SO 3 -phenyl group, an --SO 3 -substituted phenyl group, a carboxy group, and --SOR 1 group, an SO 2 R 2 group, a --COR 2 group, a group shown by ##STR61## or a group shown by ##STR62## D represents an alkyl group, a substituted alkyl group, an aralkyl group, a substituted aralkyl group, a phenyl group, a substituted phenyl group, an amino group (which may be substituted by an alkyl group), or a heterocyclic ring composed of 5 or 6 atoms; E represents a hydroxy group, a salt thereof, or a precursor forming a hydroxy group or a salt thereof; L represents a bond bonding Y to D, A or B; n represents 1 or 0; and Y represents a moiety having a function of releasing a diffusible azo dye compound capable of forming metal chelate compounds or a precursor thereof from the compound of general formula (I) by the decomposition thereof as the result of a redox reaction; and wherein R 1 represents an alkyl group or a substituted alkyl group; R 2 represents an alkyl group, a substituted alkyl group, an aralkyl group, a substituted aralkyl group, a phenyl group or a substituted phenyl group; and R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group, a substituted alkyl group, an aralkyl group, a substituted aralkyl group, a phenyl group, or a substituted phenyl group.
Claim 3
Dependent Claim 155 words
A color photographic material as claimed in claim 1, wherein A is represented by a general formula selected from the group consisting of (II), (III), (IV) and (V): ##STR63## wherein Z 1 , Z 2 , Z 3 and Z 4 , each represents a non-metallic atomic group necessary for forming a nitrogen-containing heterocyclic ring; L 1 , L 2 , and L 3 , each represents a hydrogen atom, a halogen atom, a nitro group, a cyano group, an alkyl group, a substituted alkyl group, an alkoxy group, a substituted alkoxy group, --NHCOR 2 , --NHSO 2 R 2 , --SO 2 R 2 , --COR 2 , ##STR64## or an amino group (where R 2 , R 3 and R 4 have the same significance as defined in claim 1); M has the same significance as defined in claim 1; and E' and F independently represent a carbon atom or a nitrogen atom.
Claim 4
Dependent Claim 58 words
A color photographic material as claimed in claim 2, wherein A is a heterocyclic ring represented by the general formula (II), and the nitrogen-containing heterocyclic ring formed by Z 1 is selected from the group consisting of a pyridine, a benzothiazole, a thiazole, an indazole, a pyrazolotriazole, a benzimidazole, an imidazole, a thiodiazole, a pyrazole, and a triazole.
Claim 5
Dependent Claim 56 words
A color photographic material as claimed in claim 2, wherein A is a heterocyclic ring represented by general formula (III) and the nitrogen-containing heterocyclic ring formed by Z 2 , a nitrogen atom and a benzene ring is selected from the group consisting of a benzotriazole, an indazole, a benzothiadiazole, a benzimidazole, an indoline and indole.
Claim 6
Dependent Claim 53 words
A color photographic material as claimed in claim 2, wherein A is an aromatic carbon ring represented by general (IV) and M is a unidentate or bidentate coordination chelating group selected from the group consisting of a hydroxy group or a salt thereof, a precursor of a hydroxy group and a sulfonamide group.
Claim 7
Dependent Claim 49 words
A color photographic material as claimed in claim 2, wherein A is a heterocyclic ring represented by the general formula (V) and the condensed heterocyclic ring formed by E', F, Z 3 and Z 4 are selected from the group consisting of an imidazopyridine, a pyrazolotriazole, and an imidazotriazine.
Claim 8
Dependent Claim 32 words
A color photographic material as claimed in claim 1, wherein the compound of general formula (I) is a non-diffusible redox compound capable of releasing an image-wise diffusible dye upon development (DRR compound).
Claim 9
Dependent Claim 26 words
A color photographic material as claimed in claim 7, wherein a coating amount of the DRR compound is 1×10 -4 to 1×10 -2 mole/m 2 .
Claim 10
Dependent Claim 120 words
A color photographic material as claimed in claim 1, wherein B of general formula (I) is a hydrogen atom, a cyano group, a halogen atom, an --SO 2 R 2 group (wherein R 2 represents an alkyl group having 1 to 3 carbon atoms, a benzyl group, or a phenyl group), a group shown by ##STR65## (wherein R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a substituted alkyl group having 1 to 4 carbon atoms, a phenyl group, a substituted phenyl group, or a group shown by ##STR66## (wherein R 3 and R 4 have the same significance as defined above).
Claim 11
Dependent Claim 46 words
A color photographic material as claimed in claim 1, wherein D of general formula (I) represents an alkyl group having 1 to 4 carbon atoms, a substituted alkyl group having 1 to 4 carbon atoms, a phenyl group, a substituted phenyl group, or an amino group.
Claim 12
Dependent Claim 29 words
A color photographic material as claimed in claim 1, wherein E of general formula (I) represents a hydroxy group, a salt thereon, or a precursor of a hydroxy group.
Claim 13
Dependent Claim 47 words
A color photographic material as claimed in claim 1, wherein L of general formula (I) is shown by --J--X--, wherein J represents --CO--, --SO 2 --, ##STR67## and X represents an alkylene group having 1 to 3 carbon atoms, a phenylene group, or a substituted phenylene group.
Claim 14
Dependent Claim 54 words
A color photographic material as claimed in claim 3, wherein A is a heterocyclic ring represented by the general formula (II), and the nitrogen-containing heterocyclic ring formed by Z 1 is selected from the group consisting of a pyridine, a benzothiazole, a thiazole, an indazole, a pyrazolotriazole, an imidazole, a pyrazole, and a triazole.
Claim 15
Dependent Claim 52 words
A color photographic material as claimed in claim 4, wherein A is a heterocyclic ring represented by the general formula (III) and the nitrogen-containing heterocyclic ring formed by Z 2 , a nitrogen atom and a benzene ring is selected from the group consisting of a benzotriazole, an indazole, and a benzimidazole.
Claim 16
Dependent Claim 45 words
A color photographic material as claimed in claim 5, wherein A is an aromatic carbon ring represented by the general formula (IV) and M is selected from the group consisting of a hydroxy group or a salt thereof, --NHSO 2 CH 3 , or ##STR68##
Claim 17
Dependent Claim 47 words
A color photographic material as claimed in claim 6, wherein A is a heterocyclic ring represented by the general formula (V) and the condensed heterocyclic ring formed by E', F, Z 3 and Z 4 are selected from the group consisting of an imidazopyridine and a pyrazolotriazole.
Claim 18
Dependent Claim 94 words
A color photographic material as claimed in claim 9, wherein B of the general formula (I) is a hydrogen atom, a cyano group, a chlorine atom, an --SO 2 CH 3 group, a group shown by ##STR69## or a group shown by ##STR70## where R 3 and R 4 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a --CH 2 CH 2 OCH 3 group, a --CH 2 CH 2 OH group, a phenyl group, or a substituted phenyl group.
Claim 19
Dependent Claim 31 words
A color photographic material as claimed in claim 10, wherein D of the general formula (I) is a methyl group, an amino group, a phenyl group, or a substituted phenyl group.
Claim 20
Dependent Claim 24 words
A color photographic material as claimed in claim 11, wherein E of the general formula (I) is a hydroxy group or a salt thereof.
Claim 21
Dependent Claim 47 words
A color photographic material as claimed in claim 12, wherein L of the general formula (I) is a group shown by --J--X-- combining D or A with Y, wherein J represents --CO--, --SO 2 --, ##STR71## and X represents a phenylene group or a substituted phenylene group.

References Cited (Backward Citations)

US3954476A Cited
US4142891A Cited
US4268624A Cited
US4273708A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-07-15 1989-01-14 1989-07-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-07-15 1993-01-14 1993-07-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-07-15 1997-01-14 1997-07-16 $7700.00 Window Closed / Lapsed

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