US4418143A
Expired / Lapsed
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Color photographic recording material
Assignee: Agfa Gevaert AG
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Filing: 1982-02-22
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Granted: 1983-11-29
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Expires: 2002-02-22
Abstract
Abstract Azo dyes of formula II are released on development from dye releasers which are associated with a light-sensitive silver halide emulsion layer. The azo dyes are chelatable and form with metal ions blue or cyan dye-metal-complex image dyes. ##STR1## In the formula A 1 and A 2 represent electronegative substituents whose meta-sigma values σ m (according to D. H. McDaniel and H. C. Brown in J. Org. Chem. 23, 420 et seq (1958) conform to at least one of the following three relationships: 1. σ m (A 1 ), σ m (A 2 ) +0.33 2. σ m (A 1 ) +σ m (A 2 ) +0.75; 3. σ m (A 1 ) +0.33 and A 2 represents--SO 2 X X represents H, --OH, --NH 2 , --NH--Y or a cyclic amino group, and Y represents alkyl, aryl, alkylsulfonyl, arylsulfonyl or acyl Q represents a group for completing a 2-amino-3-hydroxypyridine ring, a 4,5-diphenylimidazole ring or a 4-hydroxyisoquinoline ring which is attached through the 1-position; and G represents a group capable of chelate formation.
Inventors
- 👤 Peter Bergthaller
- 👤 Gunther Schenk
- 👤 Gerhard Wolfrum
- 👤 Hans-Volker Runzheimer
- 👤 Holger Heidenreich
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 22:30
CPC Classifications
C; C09; C09B; C09B29/00; C09B29/34; C09B29/36; G; G03; G03C; G03C8/00; G03C8/02; G03C8/08; G03C8/10
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
167 words
The color photographic recording material for the production of color images by the dye diffusion transfer process, containing at least one light-sensitive silver halide emulsion layer and a non-diffusible color-providing compound associated with said light-sensitive layer from which color-providing compound a diffusible azo dye which is capable of forming a complex with metal ions is released under the conditions of alkaline development as a function of the development of the silver halide emulsion layer, wherein the improvement comprises the azo dye corresponds to the following general formula II: ##STR29## wherein A 1 and A 2 represent electronegative substituents whose metasigma values σ m, which are defined as follows: σ m =log K m -log K° where σ m is a constant for a given substituent (meta in this case) K m is the ionization constant for a meta substituted benzoic acid in water at 25° C. and K° is the ionization constant for the benzoic acid itself, conform to at least one of the following three relationships:
Claim 2
Dependent Claim
167 words
The color photographic recording material for the production of color images by the dye diffusion transfer process, containing at least one light-sensitive silver halide emulsion layer and a non-diffusible color-providing compound associated with said light-sensitive layer from which color-providing compound a diffusible azo dye which is capable of forming a complex with metal ions is released under the conditions of alkaline development as a function of the development of the silver halide emulsion layer, wherein the improvement comprises the azo dye corresponds to the following general formula II: ##STR29## wherein A 1 and A 2 represent electronegative substituents whose metasigma values σ m, which are defined as follows: σ m =log K m -log K° where σ m is a constant for a given substituent (meta in this case) K m is the ionization constant for a meta substituted benzoic acid in water at 25° C. and K° is the ionization constant for the benzoic acid itself, conform to at least one of the following three relationships:
Claim 3
Dependent Claim
88 words
σ m (A 1 ), σ m (A 2 )≧+0.33 2. σ m (A 1 ), +σ m (A 2 )≧+0.75; 3. σ m (A 1 )≧+0.33 and A 2 represents --SO 2 X wherein X represents H, --OH, --NH 2 , --NH--Y or a cyclic amino group and Y represents alkyl, aryl, alkylsulfonyl, arylsulfonyl or acyl, Q represents a group for completing a 2-amino-3-hydroxypyridine ring, a 4,5-diphenylimidazole ring or a 4-hydroxyisoquinoline ring which is attached through the 1-position; and G represents a group capable of chelate formation.
Claim 4
Dependent Claim
88 words
σ m (A 1 ), σ m (A 2 )≧+0.33 2. σ m (A 1 ), +σ m (A 2 )≧+0.75; 3. σ m (A 1 )≧+0.33 and A 2 represents --SO 2 X wherein X represents H, --OH, --NH 2 , --NH--Y or a cyclic amino group and Y represents alkyl, aryl, alkylsulfonyl, arylsulfonyl or acyl, Q represents a group for completing a 2-amino-3-hydroxypyridine ring, a 4,5-diphenylimidazole ring or a 4-hydroxyisoquinoline ring which is attached through the 1-position; and G represents a group capable of chelate formation.
Claim 5
Dependent Claim
119 words
Recording material as claimed in claim 1, wherein A 1 and A 2 represent halogen, --NO 2 , --CN, --CF 3 , --OCF 3 , --CO--R (R represents H, alkyl, aryl), --COOR (R represents alkyl), --CO--NR 1 R 2 (R 1 represents H, alkyl, aryl; R 2 represents H, alkyl; or R 1 and R 2 represent groups for completing a cyclic amino group), --SO 2 --R (R represents alkyl, aryl), --SO--NR 1 R 2 (R represents H, alkyl, aralkyl, aryl; R 2 represents H, alkyl; or R 1 and R 2 represent groups for completing a cyclic amino group), or ##STR30## (R 1 , R 2 represent alkyl, or R 1 and R 2 represent 1,2- or 1,3-alkylene).
Claim 6
Dependent Claim
37 words
Recording material as claimed in claim 1 wherein A 2 represents a sulfamoyl group, a sulfo group or a disulfimide group corresponding to the following general formula: --SO.sub.2 --NH--SO.sub.2 --R.sup.3, wherein R 3 represents alkyl or aryl.
Claim 7
Dependent Claim
19 words
Recording material as claimed in claim 3 wherein A 2 represents a group corresponding to the following formula ##STR31##
Claim 8
Dependent Claim
18 words
Recording material as claimed in one of the claims 1 to 4 wherein G represents a hydroxyl 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) | 1986-11-28 | 1987-05-30 | 1987-11-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-11-28 | 1991-05-30 | 1991-11-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-11-28 | 1995-05-30 | 1995-11-29 | $7700.00 | Window Closed / Lapsed |