Polaroid Corporation

James R Bartels-Keith

Anthony J Puttick

Eva R Karger

Roger A Boggs

Nancy M Sofen

Mary T Burgess

Jean B Rogers

There are described novel photographic products and processes which utilize compounds which release a photographic reagent in the presence of alkali. The compounds include an imidazole blocking group and cleave in alkali to release the photographic reagent. Also described are novel compounds.

Photographic reagent tetrazoles

Novel compounds which release thio- or selenourea moieties or derivatives thereof upon contact with aqueous alkaline compositions and are therefore useful in photographic applications. The compounds include, in addition to the thio- or selenourea moiety, a uracil blocking moiety and an anion.

Uracil derivatives of thio- and selenourea compounds

Photographic products and processes and novel compounds

There are described novel compounds which are represented by the formula ##STR1## wherein R is ##STR2## A is sulfur or selenium; X represents the nonmetallic atoms necessary to form a nucleus which completes a five or six membered heterocyclic moiety; R.sub.1 is H or lower alkyl; R.sub.2 is H or a hydrolyzable group; and R.sub.3 is H, alkyl or a hydrolyzable group. The compounds are useful in photographic applications and provide controlled release of a photographically useful material during processing of photographic elements with an aqueous alkaline processing composition.

Development restrainer release compounds

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.

Amino hydroxy cyclohexenone developing agents

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.5 represents an alkyl group the same as R.sup.2 ; and Z represents .dbd.O or .dbd.NCOR.sup.6 wherein R.sup.6 is an alkyl group the same as R.sup.2.

Bicyclic reductone developing agents

Blocked development restrainers

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.-substituted glutaric acid, esterifying the acid to the corresponding dialkyl diester, converting the diester to a 1,2-bis(trimethylsiloxy)-4-substituted cyclopentene by reductive cyclization using chlorotrimethylsilane in the presence of sodium, hydrolyzing and oxidizing the bis(trimethylsiloxy) compound to the 2-hydroxy-4-substituted-2-cyclopentenone in the presence of a cupric salt, nitrosating the 2-cyclopentenone to the 2-hydroxy-4-substituted-5-oximino-2-cyclopentenone, converting the oxime to the 2-acetoxy-3-amino-4-substituted-2-cyclopentenone by reductive acetylation and removing the acetyl group by alkanolysis to yield the 3-amino-2-hydroxy-4-substituted-2-cyclopentenone product.

Synthesis of amino hydroxy cyclopentenones

This invention relates to meso-ionic tetrazole compounds of the formula: ##STR1## wherein X.sup.- is -S.sup.- or -Se.sup.- which are useful as photographic additives and to an intermediate useful in the preparation thereof having the formula: ##STR2##

Growing community of inventors

Lexington, MA, United States of America

James R Bartels-Keith