Claims
- 1. A nondiffusible compound having a releasable azo dye moiety, said compound having the following formula: ##STR28## wherein: Z represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms;
- Z' is an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms, said Z' having, in a position adjacent to the point of attachment to the azo linkage, either (a) a nitrogen atom in said ring of said nucleus which acts as a chelating site, or (b) a carbon atom in said ring of said nucleus having directly attached thereto a nitrogen atom which acts as a chelating site;
- G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof;
- said compound also containing a ballasted carrier moiety which will release said diffusible azo dye under alkaline conditions.
- 2. The compound of claim 1 wherein Z represents the atoms necessary to complete a phenyl group and Z' represents a pyrazolotriazole nucleus.
- 3. The compound of claim 1 wherein Z represents the atoms necessary to complete a phenyl group and Z' represents a pyridinol nucleus.
- 4. The compound of claim 1 wherein G is hydroxy; amino; carboxy; sulfonamido; sulfamoyl; a hydrolyzable ester group having the formula --OCOR.sup.1, --OCOOR.sup.1, --OCON(R.sup.1).sub.2 or --COOR.sup.1, wherein R.sup.1 is alkyl having 1 to about 4 carbon atoms or aryl having 6 to about 8 carbon atoms, or a group which together with ##STR29## is said ballasted carrier moiety, said ballasted carrier moiety being attached to said Z nucleus through the oxygen of said ##STR30##
- 5. The compound of claim 1 wherein said ballasted carrier moiety 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 oxidizable cyclic, 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 arylazo-pyrazolotriazole 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 1 wherein said ballasted carrier moiety is a group having the formula: ##STR31## 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 substituted or unsubstituted alkyl 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 when R.sup.3 is hydrogen or alkyl of less than 8 carbon atoms; and
- (e) L is 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 alkylene having 1 to about 8 carbon atoms; phenylene; or substituted phenylene 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 hydrogen, or alkyl 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, and G is OH.
- 9. The compound of claim 1 wherein said ballasted carrier moiety will release 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 ballasted carrier moiety 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.1 represents the atoms necessary to complete a quinone nucleus;
- r is a positive integer of 1 or 2;
- R.sup.6 is alkyl having 1 to about 40 carbon atoms or aryl having 6 to about 40 carbon atoms; and
- k is a positive integer of 1 to 2 and is 2 when R.sup.6 has less than 8 carbon atoms.
- 11. The compound of claim 9 wherein said ballasted carrier moiety 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; and
- R.sup.7 is alkyl having 1 to about 4 carbon atoms.
- 12. The compound of claim 9 wherein said ballasted carrier moiety is a group having the formula: ##STR34## 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 alkyl having 1 to about 4 carbon atoms.
- 13. The compound of claim 9 wherein said ballasted carrier moiety is a group having the formula: ##STR35## 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 or 2;
- R.sup.6 is alkyl having 1 to about 40 carbon atoms or aryl having 6 to about 40 carbon atoms;
- k is a positive integer of 1 to 2 and is 2 when R.sup.6 has less than 8 carbon atoms; and
- K is OH or a hydrolyzable precursor thereof.
- 14. The compound of claim 1 which has a releasable 7-arylazo-pyrazolotriazole 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 will release said diffusible arylazopyrazolotriazole dye under alkaline conditions.
- 15. The compound of claim 14 which has the formula: ##STR36## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; or a group which together with ##STR37## is CAR, said CAR group being attached to the phenyl group through the oxygen of said ##STR38## CAR represents said ballasted carrier moiety; and s is 1 to 2 except when G is a group which together with ##STR39## is CAR, in which case s is 0.
- 16. The compound of claim 15 which is: ##STR40##
- 17. The compound of claim 1 which has a releasable 6-arylazo-3-pyridinol 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 will release said diffusible 6-arylazo-3-pyridinol dye under alkaline conditions.
- 18. The compound of claim 17 which has the formula: ##STR41## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof;
- CAR represents said ballasted carrier moiety; and
- t is a positive integer of 1 to 2.
- 19. The compound of claim 18 wherein the phenyl group is substituted with a nitro group para to the azo linkage, said CAR is attached to the pyridine ring, and the pyridine ring is substituted in the 2-position with an amino group.
- 20. The compound of claim 19 which has the formula: ##STR42##
- 21. The compound of claim 19 which has the formula: ##STR43##
Priority Claims (1)
Number |
Date |
Country |
Kind |
37653/76 |
Sep 1976 |
GBX |
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Parent Case Info
This is a division of application Ser. No. 927,189, filed July 24, 1978, now U.S. Pat. No. 4,183,753 issued Jan. 15, 1980, which in turn is a division of application Ser. No. 822,188 filed Aug. 5, 1977, now U.S. Pat. No. 4,142,891, issued Mar. 6, 1979.
US Referenced Citations (7)
Divisions (2)
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Number |
Date |
Country |
Parent |
927189 |
Jul 1978 |
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Parent |
822188 |
Aug 1977 |
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