Claims
- 1. In a photographic element comprising a support, at least one radiation sensitive silver halide emulsion layer and an ultraviolet absorbing compound, the improvement comprising the use of a 1-amino-4-cyano-1,3-butadiene ultraviolet absorbing compound..]. .[.2. The element according to claim 1 wherein said 1-amino-4-cyano-1,3-butadiene compound is of the formula: ##STR26## wherein n is 1 or 2, when n is 1, R.sub.1 and R.sub.2 are independently chosen to represent hydrogen, an alkyl group of 1 to 10 carbon atoms, an aryl group of 6 to 20 carbon atoms, or a cyclic alkyl group of 5 or 6 carbon atoms provided that R.sub.1 and R.sub.2 cannot both be hydrogen, or R.sub.1 and R.sub.2 taken together represent the atoms necessary to complete a cyclic amino group and when n is 2 at least one of R.sub.1 and R.sub.2 is alkylene or arylene, and G represents an electron withdrawing
- group..]. 3. A photographic element comprising a support having thereon at least one radiation sensitive silver halide emulsion layer and an ultraviolet filter layer comprising a binder and at least one compound having the formula: ##STR27## wherein n is 1 or 2, when n is 1, R.sub.1 and R.sub.2 are independently chosen to represent hydrogen, an alkyl group of 1 to 10 carbon atoms, an aryl group of 6 to 10 carbon atoms, or a cyclic alkyl group of 5 to 6 carbon atoms provided that R.sub.1 and R.sub.2 cannot both be hydrogen, or R.sub.1 and R.sub.2 taken together represent the atoms necessary to complete a cyclic amino group and when n is 2 at least one of R.sub.1 and R.sub.2 is alkylene or arylene, and G represents an electron withdrawing
- group. 4. A photographic element according to claim 3 wherein the binder
- is a hydrophillic colloid. 5. A photographic element according to claim 3 wherein the electron withdrawing group is selected from the group consisting of ##STR28## where R represents an alkyl group of 1 to 10 carbon atoms or aryl group of
- 6 to 10 carbon atoms. 6. A photographic element according to claim 3 wherein G is the group CN and R.sub.1 and R.sub.2 are both alkyl groups of
- 1 to 10 carbon atoms. 7. A photographic element according to claim 3 wherein G is the group CN, R.sub.1 is hydrogen and R.sub.2 is an alkyl
- group of 1 to 10 carbon atoms. 8. A photographic element comprising a support having thereon at least one silver halide emulsion layer and at least one ultraviolet filter layer comprising a binder and at least one compound selected from the group consisting of 3-dibutylaminoallylidenemalononitrile, 3-dihexylaminoallylidenemalononitrile, 3-tert-butylaminoallylidenemalononitrile, 3-diisobutylaminoallylidenemalononitrile, 3-di-sec-butylaminoallylidenemalononitrile, 3-hexahydroazepinoallylidenemalononitrile, 3-N-(n-butyl)-N-cyanomethyl aminoallylidenemalononitrile, 3[N,N-bis-(2,2-diethoxyethyl)amino]allylidenemalononitrile, 3(n-methyl-N-cyanomethyl)aminoallylidenemalononitrile, 1,4-piperazino bis(allylidenemalononitrile), N,N'-diethyl-N,N-di(4,4-dicyenobutadienyl)-1,6-diaminohexane and
- 3[N,N-bis(2-cyanoethyl)amino]allylidenemalononitrile. 9. A photographic element comprising a support having thereon at least one silver halide emulsion layer and at least one ultraviolet filter layer comprising a binder and at least one compound selected from the group consisting of 3-morpholinoallylidene methylsulfonylacetonitrile, 3-morpholinoallylidene 4-tert-butylphenylsulfonylacetonitrile, 3-piperazinoallylidene 4-tert-butylphenylsulfonylacetonitrile and 3-N-methylpiperazinoallylidene
- 4-tert-butylphenylsulfonylacetonitrile. 10. A photographic element comprising at least one silver halide emulsion layer coated on a film support, said film support being selected from a solvent cast or melt-formed film support and having incorporated therein at least one ultraviolet filter compound of the formula: ##STR29## wherein n is 1 or 2, when n is 1, R.sub.1 and R.sub.2 are independently chosen to represent hydrogen, an alkyl group of 1 to 10 carbon atoms, an aryl group of 6 to 10 carbon atoms, or a cyclic alkyl group of 5 or 6 carbon atoms provided that R.sub.1 and R.sub.2 cannot both be hydrogen, or R.sub.1 and R.sub.2 taken together represent the atoms necessary to complete a cyclic amino group and when n is 2 at least one of R.sub.1 and R.sub.2 is alkylene or arylene, and G represents an electron withdrawing
- group. 11. A photographic element according to claim 10 wherein the electron withdrawing group is selected from the group consisting of ##STR30## where R represents an alkyl group of 1 to 10 carbon atoms or aryl group of
- 6 to 10 carbon atoms. 12. A photographic element according to claim 10 wherein G is the group CN and R.sub.1 and R.sub.2 are alkyl groups of 1 to
- 10 carbon atoms. 13. A photographic element according to claim 10 wherein G is the group CN, R.sub.1 is hydrogen and R.sub.2 is an alkyl group of 1
- to 10 carbon atoms. 14. A photographic element comprising at least one silver halide emulsion layer coated on a film support, said film support being selected from a solvent-cast or melt-formed film support and said support having therein at least one ultraviolet filter compound selected from the group consisting of 3-dibutylaminoallylidenemalononitrile, 3-dihexylaminoallylidenemalononitrile, 3-tert-butylaminoallylidenemalononitrile, 3-diisobutylaminoallylidenemalononitrile, 3-di-sec-butylaminoallylidenemalononitrile, 3-hexahydroazepinoallylidenemalononitrile, 3-N(n-butyl)-N-cyanomethylaminoallylidenemalononitrile, 3(N,N-bis-(2,2-diethoxyethyl)amino]allylidenemalononitrile, 3(n-methyl-N-cyanomethyl)aminoallylidenemalononitrile, 1,4-piperazino bis(allylidenemalononitrile), N,N'-diethyl-N,N-di(4,4-dicyanobutadienyl)-1,6-diaminohexane and
- 3-[N,N-bis(2-cyanoethyl)amino]allylidenemalononitrile. 15. A photographic element comprising at least one silver halide emulsion layer coated on a film support, said film support being selected from a solvent-cast or melt-formed film support and said support having therein at least one ultraviolet filter compound selected from the group consisting of 3-morpholinoallylidenemethylsulfonylacetonitrile, 3-morpholinoallylidene 4-tert-butylphenylsulfonylacetonitrile, 3-piperazinoallylidene 4-tert-butylphenylsulfonylacetonitrile and 3-N-methylpiperazinoallylidene
- 4-tert-butylphenylsulfonylacetonitrile. 16. A photographic element comprising a support having thereon at least one silver halide emulsion layer and at least one ultraviolet filter layer comprising a binder and
- 3-dibutylaminoallylidenemalononitrile. 17. A photographic element comprising a support having thereon at least one silver halide emulsion layer and at least one ultraviolet filter layer comprising a binder and
- 3-dihexylaminoallylidenemalononitrile. 18. A photographic element comprising at least one silver halide emulsion layer coated on a film support, said film support being selected from a solvent-cast or melt-formed film support and having therein the ultraviolet filter
- compound 3-dibutylaminoallylidenemalononitrile. 19. A photographic element comprising at least one silver halide emulsion layer coated on a film support, said film support being selected from a solvent-cast or melt-formed film support and having therein the ultraviolet filter
- compound 3-dihexylaminoallylidenemalononitrile. .Iadd.20. A photographic element comprising a support having thereon at least one radiation sensitive silver halide emulsion layer and an ultraviolet filter layer comprising a binder and at least one compound having the formula: ##STR31## wherein n is 1 or 2, when n is 1, R.sub.1 and R.sub.2 are independently chosen to represent hydrogen, an alkyl group of 1 to 10 carbon atoms, or a cyclic alkyl group of 5 or 6 carbon atoms provided that R.sub.1 and R.sub.2 cannot both be hydrogen, or R.sub.1 and R.sub.2 taken together represent the atoms necessary to complete a cyclic amino group and when n is 2 at least one of R.sub.1 and R.sub.2 is alkylene and G represents an
- electron withdrawing group. .Iaddend. .Iadd.21. A photographic element comprising at least one silver halide emulsion layer coated on a film support, said film support being selected from a solvent cast or melt-formed film support and having incorporated therein at least one ultraviolet filter compound of the formula: ##STR32## wherein n is 1 or 2, when n is 1, R.sub.1 and R.sub.2 are independently chosen to represent hydrogen, an alkyl group of 1 to 10 carbon atoms, or a cyclic alkyl group of 5 to 6 carbon atoms provided that R.sub.1 and R.sub.2 cannot both be hydrogen, or R.sub.1 and R.sub.2 taken together represent the atoms necessary to complete a cyclic amino group and when n is 2 at least one of R.sub.1 and R.sub.2 is alkylene and G represents an electron withdrawing group. .Iaddend.
Parent Case Info
This .Iadd.is an application for reissue of U.S. Pat. No. 4,045,229, based on U.S. Ser. No. 641,788, filed Dec. 18, 1975, which .Iaddend.is a continuation-in-part of our .[.co-pending.]. application Ser. No. 506,913, filed Sept. 17, 1974, now abandoned.
US Referenced Citations (5)
Foreign Referenced Citations (2)
Number |
Date |
Country |
1087902 |
Feb 1961 |
DDX |
786168 |
Nov 1954 |
GBX |
Non-Patent Literature Citations (1)
Entry |
Brederick et al., Chemische Berichte, vol. 103, pp. 222-235 (1970). |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
506913 |
Sep 1974 |
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Reissues (1)
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Number |
Date |
Country |
Parent |
641788 |
Dec 1975 |
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