Abstract: This invention relates to amino hydroxy cyclohexenones of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each are alkyl, usually containing 1 to 20 carbon atoms.In another embodiment, the present invention is directed to the use of the above-denoted compounds as photographic silver halide developing agents and to photographic processes, products and compositions employing the same.
Abstract: The present invention relates to novel bicyclic compounds useful as photographic silver halide developing agents, to the preparation of these compounds and to photographic products, processes and compositions employing the same. The subject compounds may be represented by the formula ##STR1## wherein R.sub.1 and R.sub.2, the same or different, each represents hydrogen, a hydrocarbon moiety, preferably an alkyl group, --COOH or --COOR.sup.1 wherein R.sup.1 is an alkyl group; R.sub.3 and R.sub.4, the same or different, each represent hydrogen or an alkyl group, R.sub.5 represents hydrogen or --COR.sup.2 wherein R.sup.2 is an alkyl group; R.sub.6 represents hydrogen when R.sub.5 is hydrogen and represents hydrogen or --OCOR.sup.3 wherein R.sup.3 is an alkyl group the same as R.sup.2 when R.sub.5 represents --COR.sup.2 ; X represents --OH, --NH.sub.2 or --NHCOR.sup.4 wherein R.sup.4 represents an alkyl group the same as R.sup.2 ; Y represents --OH or --OCOR.sup.5 wherein R.sup.
Abstract: In one aspect, this invention relates to a method of synthesizing certain 3-(4'-OH-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxides (and -2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides) by reacting a 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxide (or a 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxide) wherein P is a protecting group with a carboxylic acid halide in pyridine to yield the corresponding 2-carbonyl derivative followed by removing the protecting group with weak acid to give the product. Optionally, the acylation step may be carried out by sequentially reacting the starting compound with an alkali metal hydride to give the corresponding 2-alkali metal salt and then reacting with the carboxylic acid halide in a suitable inert organic solvent.
Type:
Grant
Filed:
August 4, 1980
Date of Patent:
November 16, 1982
Assignee:
Polaroid Corporation
Inventors:
Stanley M. Bloom, Alan L. Borror, James W. Foley
Abstract: This invention is concerned with certain 3-(thiazolidin-2'-yl)-substituted phenyl sulfonamides which find utility as intermediates in the preparation of photographic image dye-providing materials.
Abstract: This invention relates to a method of synthesizing bis-sulfones of the formula ##STR1## wherein R.sup.1 and R.sup.2 each are hydrogen, alkyl, phenalkyl, phenyl or phenyl-substituted with an electron-donating or electron-withdrawing group and n is an integer 2, 3 or 4 (a) by reacting a 1,3-dithio compound with n-butyllithium to generate the anion of said compound, (b) reacting said anion with a carbonyl compound to give the 2-substituted carbonol anion intermediate, (c) reacting said intermediate with an acyl chloride or a chloroformate to give the corresponding ester, and (d) reacting said ester with a peracid to give the bis-sulfone product. The subject invention also is concerned with the novel intermediates of step (c).
Type:
Grant
Filed:
August 19, 1981
Date of Patent:
September 7, 1982
Assignee:
Polaroid Corporation
Inventors:
Alan L. Borror, Ernest W. Ellis, Charles E. Hammond
Abstract: The present invention is concerned with photographic products and processes employing certain pH-sensitive xanthene compounds as light-screening dyes, which compounds may be represented by the formulae ##STR1## wherein A and A', the same or different, are selected from ##STR2## each R is hydrogen or an electron-withdrawing group; each R.sup.1 is hydrogen or alkyl; each R.sup.2 is hydrogen, alkyl or an electron-withdrawing group; R.sup.3 is hydrogen or alkyl; R.sup.4 is alkyl; and n is 0 or 1 and which compounds in their colored, i.e., ring-opened form may be represented by the formulae ##STR3## wherein A, A', R.sup.3, R.sup.4 and n have the same meaning given above and Z is an anion.
Abstract: Alkanes containing an intralinear sulfonyl group and a cyano group separated by a single carbon substituted with at least one hydrogen atom are employed as silver halide solvents in photographic processes and compositions.
Abstract: This invention is concerned with certain 3-(thiazolidin-2'-yl)-substituted phenyl sulfonyl chlorides which find utility as intermediates in the preparation of photographic image dye-providing materials.
Abstract: This invention relates to certain 3-(thiazolidin-2'-yl)-4-hydroxy-phenyl sulfonic acids and to a method of converting said sulfonic acids to the corresponding sulfonyl chlorides by reacting said acid with neat thionyl chloride or with thionyl chloride in a chlorinated hydrocarbon. In another embodiment, the 3-(thiazolidin-2'-yl)-4-hydroxy-phenyl sulfonic acid is synthesized, without isolating intermediates, starting with the sulfonation of salicylaldehyde and then forming the 3-(thiazolidin-2'-yl) substituent.
Abstract: In one embodiment, the present invention is concerned with novel xanthene compounds of the formula ##STR1## wherein each R.sup.1 the same or different is hydrogen or alkyl, each R.sup.2 the same or different is alkyl or phenyl, R.sup.3 is phenyl or alkyl, Y is an electron-withdrawing group and A is an anion. In another embodiment, the present invention is concerned with photographic products and processes employing these xanthene compounds.
Abstract: The present invention is concerned with novel xanthene compounds of the formula ##STR1## wherein R' is alkyl and n is 0 or 1, which compounds are useful in photographic products and processes.
Abstract: In one aspect, this invention relates to a method of synthesizing certain 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]isothiazole-1,1-dioxides (and -2,3-dihydronaphtho[1,8-de]-1,2-thiazine-1,1-dioxides) by reacting (a) a 3-(4'-OP-carbocyclic aryl)-benz[d]isothiazole-1,1-dioxide wherein P is a protecting group or a 3-(4'-OP-carbocyclic aryl)-naphtho[1,8-de]-1,2-thiazine-1,1-dioxide wherein P is a protecting group and (b) a carbocyclic aryllithium compound to give (c) the corresponding 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydrobenz[d]-isothiazole-1,1-dioxide or the corresponding 3-(4'-OP-carbocyclic aryl)-3-(carbocyclic aryl)-2,3-dihydronaphtho-[1,8-de]-1,2-thiazine-1,1-dioxide.
Type:
Grant
Filed:
December 22, 1980
Date of Patent:
January 19, 1982
Assignee:
Polaroid Corporation
Inventors:
Alan L. Borror, Louis Cincotta, James W. Foley, Marcis M. Kampe
Abstract: The present invention is concerned with novel xanthene compounds of the formula ##STR1## wherein R is hydrogen or alkyl, which compounds are useful in photographic products and processes.
Type:
Grant
Filed:
October 6, 1980
Date of Patent:
January 12, 1982
Assignee:
Polaroid Corporation
Inventors:
James W. Foley, Louis Locatell, Jr., Charles M. Zepp
Abstract: The present invention is concerned with novel xanthene compounds of the formulae ##STR1## and ##STR2## wherein each R.sup.1 the same or different is alkyl or benzyl; each R.sup.2 the same or different is an electron-withdrawing group having a positive sigma value greater than 0.6; R.sup.3 is hydrogen or alkyl; R.sup.4 is alkyl; and n is 0 or 1, said R.sup.2 group being ortho, meta or para to said N atom. The subject compounds are useful as light-screening dyes in photographic products and processes.
Abstract: This invention relates to a method of synthesizing 3-amino-2-hydroxy-2-cyclopentenones possessing an aliphatic substituent in the 4-position which comprises reacting cyanoacetamide with an aliphatic aldehyde to yield the corresponding .beta.-substituted-.alpha.,.alpha.'-dicyanoglutaramide, hydrolyzing the amide to the corresponding .beta.
Type:
Grant
Filed:
December 30, 1980
Date of Patent:
December 8, 1981
Assignee:
Polaroid Corporation
Inventors:
James R. Bartels-Keith, Eva R. Karger, Jean B. Rogers
Abstract: The present invention is concerned with photographic products and processes, particularly diffusion transfer products and processes employing certain colored triarylmethane compounds possessing in their triaryl structure a 4'-oxo-1'-naphthylidene (or a 4'-oxo-1'-phenylidene) moiety, a naphthyl (or phenyl moiety) and a phenyl moiety substituted in the ortho-position to the central carbon atom with a non-nucleophilic group that cannot add to the central carbon atom but in alkaline solution undergoes an irreversible cleavage reaction with base that is complete within a predetermined time at a predetermined alkaline pH to provide a nucleophilic moiety that adds to the central carbon atom to form a ring-closed compound which is colorless.
Abstract: In one embodiment, the present invention is concerned with novel xanthene compounds selected from those of the formulae ##STR1## wherein each R.sup.1 the same or different is alkyl, each R.sup.2 the same or different is an electron-withdrawing group having a positive sigma value greater than 0.6, X is ##STR2## wherein R.sup.3 is alkyl, Y is an electron-withdrawing group, n is 0 or 1 and A is an anion. In another embodiment, the present invention is concerned with photographic products and processes employing these xanthene compounds, e.g., as photographic light-screening dyes.
Abstract: This invention is concerned with the synthesis of perfluorodialdehydes from the corresponding perfluorodiesters and with intermediates useful in the preparation of the perfluorodialdehydes.
Abstract: In one embodiment, the present invention is concerned with novel xanthene compounds of the formula ##STR1## wherein X is ##STR2## wherein R' is alkyl; Y is an electron-withdrawing group and A is an anion. In another embodiment, the present invention is concerned with photographic products and processes employing these xanthene compounds.
Type:
Grant
Filed:
May 30, 1980
Date of Patent:
September 22, 1981
Assignee:
Polaroid Corporation
Inventors:
James W. Foley, Louis Locatell, Jr., Charles M. Zepp
Abstract: In one embodiment, the present invention is concerned with novel xanthene compounds of the formula ##STR1## wherein X is ##STR2## wherein R' is alkyl, Y is an electron-withdrawing group and n is 0 or 1. In another embodiment, the present invention is concerned with photographic products and processes employing these xanthene compounds.