Novel UV absorbing compounds and photographic elements containing UV absorbing compounds
AssigneeEastman Kodak Company
InventorsWayne Woodrow Weber, II, Donald Warren Heseltine
Life of this patent
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Abstract
1-Amino-4-cyano-1,3-butadiene compounds of the formula ##STR1## WHEREIN N IS 1 OR 2, WHEN N IS 1 R.sub.1 and R.sub.2 can be the same or different and represent hydrogen, alkyl including substituted alkyl, aryl including substituted aryl or cyclic alkyl groups, except that both R.sub.1 and R.sub.2 cannot be hydrogen, or taken together R.sub.1 and R.sub.2 represent the elements 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; G represents an electron withdrawing group. The compounds are especially useful in photographic elements as UV absorbers.
Claims19
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.
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 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.
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.
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.
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.
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-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-dicyanobutadienyl)-1,6-diaminohexane and 3-[N,N-bis(2-cyanoethyl)amino]allylidenemalononitrile.
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-morpholinoallylidene methylsulfonylacetonitrile, 3-morpholinoallylidene 4-tert-butylphenylsulfonylacetonitrile, 3-piperazinoallylidene 4-tert-butylphenylsulfonylacetonitrile and 3-N-methylpiperazinoallylidene 4-tert-butylphenylsulfonylacetonitrile.
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.
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.
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.
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.
Dependencies are inferred from the claim text.