Claims
- 1. A nondiffusible compound having at least one diffusible 1-arylazo-4-isoquinolinol dye moiety, said compound containing:
- (a) in the ortho position of the arylazo moiety a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; and
- (b) a ballasted carrier moiety which is capable of releasing said diffusible azo dye under alkaline conditions.
- 2. The compound of claim 1 which has the formula: ##STR24## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; a group which together with ##STR25## is CAR, said CAR being bonded to the benzene ring through the oxygen of said ##STR26## group; or a group which together with SO.sub.2 NH is CAR, said CAR being bonded to the benzene ring through the SO.sub.2 NH group;
- G.sup.1 is a hydroxy group, a salt thereof, or a hydrolyzable precursor thereof; or a group which together with ##STR27## is CAR, said CAR being bonded to the isoquinoline ring through the oxygen of said ##STR28## group; CAR represents said ballasted carrier moiety; and
- t is an integer of 0 or 1, with the proviso that the compound contains at least one but not more than two CAR groups.
- 3. The compound of claim 2 wherein G.sup.1 is a hydrolyzable precursor comprising an acyloxy group having the formula --OCOR.sup.1, --OCOOR.sup.1, or --OCON(R.sup.1).sub.2, wherein each R.sup.1 is an alkyl group having 1 to about 8 carbon atoms or an aryl group having 6 to about 12 carbon atoms.
- 4. The compound of claim 2 wherein G is hydroxy; amino; carboxy; sulfonamido; sulfamoyl; a fused nitrogen-containing ring; or a hydrolyzable ester group having the formula --OCOR.sup.1, --OCOOR.sup.1, or --COOR.sup.1, wherein R.sup.1 is an alkyl group having 1 to about 8 carbon atoms or an aryl group having 6 to about 12 carbon atoms.
- 5. The compound of claim 2 wherein said CAR is a group having the formula:
- (Ballast-Carrier-Link)--
- wherein:
- (a) Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during development in an alkaline processing composition;
- (b) Carrier is an oxidiable acyclic, carbocyclic or heterocyclic moiety; and
- (c) Link represents a group which, upon oxidation of said carrier moiety, is capable of being hydrolytically cleaved to release said diffusible azo dye.
- 6. The compound of claim 5 wherein the Carrier moiety contains atoms according to the following configuration:
- a(--C.dbd.C).sub.b --
- wherein:
- b is a positive integer of 1 to 2; and
- a represents the radicals OH, SH, NH--, or hydrolyzable precursors thereof.
- 7. The compound of claim 2 wherein said CAR is a group having the formula: ##STR29## wherein: (a) Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during development in an alkaline processing composition;
- (b) D is OR.sup.2 or NHR.sup.3 wherein R.sup.2 is hydrogen or a hydrolyzable moiety and R.sup.3 is hydrogen or a substituted or unsubstituted alkyl group of 1 to 22 carbon atoms;
- (c) Y represents the atoms necessary to complete a benzene nucleus, a naphthalene nucleus, or a 5 to 7 membered heterocyclic ring;
- (d) j is a positive integer of 1 to 2 and is 2 when D is OR.sup.2 or NHR.sup.3 when R.sup.3 is hydrogen or an alkyl group of less than 8 carbon atoms; and
- (e) L in a linking group which is [X--(NR.sup.4 --J).sub.q ].sub.m -- or X--J--NR.sup.4 -- wherein:
- (i) X represents a bivalent linking group of the formula --R.sup.5 --L'.sub.n --R.sup.5.sub.p -- where each R.sup.5 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms; a phenylene radical; or a substituted phenylene radical having 6 to about 9 carbon atoms;
- (ii) L' represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, ureylene, sulfamoyl, sulfinyl or sulfonyl;
- (iii) n is an integer of 0 or 1;
- (iv) p is 1 when n equals 1 and p is 1 or 0 when n equals 0, provided that when p is 1 the carbon content of the sum of both R.sup.5 radicals does not exceed 14 carbon atoms;
- (v) R.sup.4 represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms;
- (vi) J represents a bivalent radical selected from sulfonyl or carbonyl;
- (vii) q represents an integer of 0 or 1; and
- (viii) m represents an integer of 0, 1 or 2.
- 8. The compound of claim 7 wherein D is OH, j is 2, Y is a naphthalene nucleus, G is OH, G.sup.1 is OH and t is 1.
- 9. The compound of claim 2 wherein said CAR is capable of releasing said diffusible azo dye as an inverse function of development of a silver halide emulsion layer under alkaline conditions.
- 10. The compound of claim 9 wherein said CAR is a group having the formula: ##STR30## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said development in an alkaline processing composition;
- W.sup.1 represents at least the atoms necessary to complete a quinone nucleus;
- r is a positive integer of 1 or 2;
- R.sup.6 is an alkyl radical having 1 to about 40 carbon atoms or an aryl radical having 6 to about 40 carbon atoms; and
- k is a positive integer of 1 to 2 and is 2 when R.sup.6 is a radical of less than 8 carbon atoms.
- 11. The compound of claim 9 wherein said CAR is a group having the formula: ##STR31## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said development in an alkaline processing composition;
- W.sup.2 represents at least the atoms necessary to complete a benzene nucleus; and
- R.sup.7 is an alkyl radical having 1 to about 4 carbon atoms.
- 12. The compound of claim 9 wherein said CAR is a group having the formula: ##STR32## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said development in an alkaline processing composition;
- W.sup.2 represents at least the atoms necessary to complete a benzene nucleus; and
- R.sup.7 is an alkyl radical having 1 to about 4 carbon atoms.
- 13. The compound of claim 9 wherein said CAR is a group having the formula: ##STR33## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said development in an alkaline processing composition;
- W.sup.2 represents at least the atoms necessary to complete a benzene nucleus;
- r is a positive integer of 1 to 2;
- R.sup.6 is an alkyl radical having 1 to about 40 carbon atoms or an aryl radical having 6 to about 40 carbon atoms;
- k is a positive integer of 1 to 2 and is 2 when R.sup.6 is a radical of less than 8 carbon atoms; and
- K is OH or a hydrolyzable precursor thereof.
- 14. The compound of claim 1 wherein said compound has the formula: ##STR34## wherein CAR represents said ballasted carrier moiety.
- 15. The compound of claim 1 which has the formula: ##STR35##
- 16. A photographic element comprising a support having thereon a coordination complex of a polyvalent metal ion and a compound having the following formula: ##STR36## wherein G is a metal chelating group.
- 17. The photographic element of claim 16 wherein the metal ion is nickel (II), copper (II), zinc (II), platinum (II), palladium (II) or cobalt (II).
- 18. A coordination complex of a polyvalent metal ion and a compound having the following formula: ##STR37## wherein G is a metal chelating group.
- 19. The complex of claim 18 wherein the metal ion is nickel (II), copper (II), zinc (II), platinum (II), palladium (II) or cobalt (II).
Parent Case Info
This is a division of application Ser. No. 884,469, filed Mar. 7, 1978.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
2508404 |
Kvalnes et al. |
May 1950 |
|
3377337 |
Sugiyama et al. |
Apr 1968 |
|
Divisions (1)
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Number |
Date |
Country |
Parent |
884469 |
Mar 1978 |
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