Eastman-kodak Company

Michael W Crawley

Paul L Stanley

Andrew William Gibson

Krishnan Chari

David T Clarke

Hugh M Williamson

Stephen P Singer

Allan Francis Sowinski

Stanley W Cowan

John L Pawlak

Leslie Shuttleworth

Bernard A Clark

Robert F Romanet

Danuta Gibson

Peter D Marsden

David S Bailey

Janet N Younathan

Joseph Bailey

Susan M Fischer

Christopher John Winscom

Jane Sarah Boff

Christina M Watts

Jasbir Sidhu

Sundram Krishnamurthy

A photographic element comprising a light-sensitive silver halide emulsion layer containing a 1H-pyrazolo[1,5-b][1,2,4]triazole coupler represented by structure (I): wherein

Photographic element containing improved pyrazolotriazole coupler

The invention relates to a photographic element comprising at least one light-sensitive silver halide emulsion layer having associated therewith in the same dispersion a certain de-aggregating compound at least one heterocyclic cyan dye-forming coupler of a specified formula and an aromatic stabilizer of a particular formula. The combination provides improved image stability.

Photographic elements containing a de-aggregating compound, dye-forming coupler and stabilizer

This application discloses a photographic element comprising an image dye-forming coupler, and in particular a yellow coupler with an indazole coupling-off group which produces images with improved sharpness and comprises a light sensitive silver halide emulsion layer containing an image-dye-forming coupler of formula (I)

Photographic elements containing novel yellow couplers

A multilayer silver halide color photographic element is disclosed comprising a support bearing a light-sensitive silver halide emulsion layer and a non-diffusible yellow-colored magenta dye-forming masking coupler of the following formula ##STR1## wherein COUP is a magenta dye-forming coupler having the azo group attached to its coupling position; q is an integer of from 0 to 3, and each R' independently represents a substituent group or two R' groups together complete a ring of from 5-7 atoms, which ring may include 1 or more heteroatoms selected from O, N and S; m is 1 or 2, and DG represents a substituent of the formula ##STR2## where each L.sup.1 represents a divalent linking group, preferably --O(CH.sub.2).sub.y --, --NHCO(CH.sub.2).sub.y --, or --NRCO(CH.sub.2).sub.y --, where R represents an alkyl or aryl group and y represents an integer from 1 to 4; each k is either 0 or 1; each L.sup.2 represents --NHSO.sub.2 --, --NHCO--, --SO.sub.2 NH--, or --CONH--, preferably at least one L.sup.2 group being --NHSO.sub.2 -- or --SO.sub.2 NH--, more preferably --NHSO.sub.2 --; each Z represents --SO.sub.3 M or --PO.sub.3 M, where M represents H or a counter ion such as Na, K, Li, or NH.sub.4 ; and each n represents an integer of from 1 to 5; with the provisos that each DG substituent group, when present, is located in the 4- or 6-position meta to the 2-hydroxyl substituent on the arylazo group, and that when at least one L.sup.1 or L.sup.2 group comprises an --NHSO.sub.2 -- or --SO.sub.2 NH-- group then the total number of Z group substituents on the coupler is at least 2, and when no L.sup.1 or L.sup.2 group comprises an --NHSO.sub.2 -- or --SO.sub.2 NH-- group then the total number of Z group substituents on the coupler is at least 3, and if k is 0 for a DG substituent group then the L.sup.2 group for that DG substituent is either --NHSO.sub.2 -- or --NHCO--.

Color photographic elements containing yellow-colored magenta

The disclosure describes a photographic element comprising a support on which is coated at least one green-sensitized silver halide emulsion layer having associated therewith at least one magenta dye-forming coupler of Formula (1a) and at least one compound of Formula (2) ##STR1## wherein: R.sub.1 is an alkyl group;

Photographic element containing specific magenta coupler and anti-fading

A photographic element contains at least one photosensitive silver halide emulsion layer having associated therewith a 5-pyrazolone photographic coupler represented by the formula: ##STR1## wherein substituents X.sub.1, X.sub.2, Y, G.sub.1, G.sub.2, G.sub.3, Z, and R.sub.1 may be as specified in the specification; a, b, and c are individually integers form 0 to 3 provided that 'a' cannot be an integer which, combined with the selection of X.sub.1 and X.sub.2, allows the number of chloride substituents on the ring containing G.sub.1 to exceed 3; and the sum of the Hammett's sigma values for X.sub.1, X.sub.2, Y, G.sub.1, G.sub.2, and G.sub.3 is at least 1.3.

Photographic elements containing 2-equivalent pyrazolone couplers and

A multilayer silver halide color photographic element is disclosed comprising a support bearing a light-sensitive silver halide emulsion layer and a non-diffusible yellow-colored magenta dye-forming masking coupler of the following formula ##STR1## wherein COUP is a magenta dye-forming coupler having the azo group attached to its coupling position; ARYL represents an aromatic group, including optionally further substituted phenyl, naphthyl or heteroaryl groups; m represents an integer of from 1 to 4; each L.sup.1 represents a divalent linking group, preferably --O(CH.sub.2).sub.y --, --NHCO(CH.sub.2).sub.y --, or --NRCO(CH.sub.2).sub.y --, where R represents an alkyl or aryl group and y represents an integer from 1 to 4; each k is either 0 or 1; each L.sup.2 represents --NHSO.sub.2 --, --NHCO--, --SO.sub.2 NH--, or --CONH--, preferably at least one L.sup.2 group being --NHSO.sub.2 -- or --SO.sub.2 NH--, more preferably --NHSO.sub.2 --; each Z represents --SO.sub.3 M or --PO.sub.3 M, where M represents H or a counter ion such as Na, K, Li, or NH.sub.4 ; and n represents an integer of from 1 to 5, with the provisos that when at least one L.sup.1 or L.sup.2 group comprises an --NHSO.sub.2 -- or --SO.sub.2 NH-- group then the total number of Z group substituents on the coupler is at least 2, and when no L.sup.1 or L.sup.2 group comprises an --NHSO.sub.2 -- or --SO.sub.2 NH-- group then the total number of Z group substituents on the coupler is at least 3, and if k is 0 for a substituent on the ARYL group then the L.sup.2 group for that substituent is either --NHSO.sub.2 -- or --NHCO--. Masking couplers comprising the requisite number and types of L.sup.1, L.sup.2 and Z groups in accordance with the invention have been found to form self-assembled micellar aggregates in water, and accordingly may be directly incorporated in aqueous solutions without the need for a dispersion making step. Further, such couplers exhibit good activity in the reaction with oxidized developer even in the absence of permanent solvent or plasticizer.

The invention provides a photographic element comprising a silver halide emulsion layer having associated therewith an image dye-forming coupler of formula (I): ##STR1## wherein X is H or a coupling-off group, R is H; or R, R.sub.1 and R.sub.2 are the same or different and are coupler-modifying functional groups (with the provisos that (a) the moiety N(R.sub.1)COR.sub.2 may not be a carbamate, ureido or imido and (b) R.sub.1 and R.sub.2 may not both be phenyl or substituted phenyl); or R.sub.1 and R.sub.2 taken together with the nitrogen atom and the carbonyl group form a 5-10 membered heterocyclic ring which may contain one or more further heteroatoms selected from N, O and S, said heterocyclic ring being unsubstituted or substituted with one or more coupler-modifying functional groups, with the proviso that the ring is not a cyclic carbamate, ureido or imido; and wherein the coupler forms a dye with a peak absorption less than 565 nm.

Silver halide photographic element comprising image dye-forming couplers

The invention provides a method of synthesis of a image-dye forming coupler of formula (I) ##STR1## wherein X is a substituent linked to the coupler by an atom of oxygen, sulfur or nitrogen R.sup.1 is an alkyl or aryl group, R.sup.2 is a hydrogen atom or an alkyl group; R.sup.3 to R.sup.7 are the same or different and selected from a hydrogen atom and substituent groups; which method comprises the reaction of a compound of formula (II) ##STR2## wherein R and R.sup.1 are the same or different and are as defined above for R.sup.1 and X is as defined above with a compound of formula (III) ##STR3## wherein R.sup.2 to R.sup.7 are as defined above, in the presence of an inert organic solvent.

Synthesis of yellow couplers

Novel non-diffusible pyrazolo-�1,5-a! benzimidazole color couplers having an alkylene-, oxyalkylene- or arylene- thio coupling-off group, substituted with a carboxylic acid or dialkylamino group, have dye-forming and/or bleach-accelerating properties. The couplers are generally associated with a silver halide emulsion layer coated on a support to form a single color or multi-color photographic element.

Pyrazolo 1,5 a benzimidazole photographic color couplers

The invention provides a novel magenta coupler of the formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are selected from H, alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, alkylthio, carboxylic acid or ester, primary or secondary amido, sulphonamido, mono or disubstituted amino, alkoxy or aryloxy; and

Process for forming an image using novel magneta couplers for color

The invention provides a pyrazolo�1,5-a!benzimidazole compound of the formula (I) ##STR1## wherein R to R.sup.4 are selected from H, substituted or unsubstituted alkoxy, anilino, aryl, alkyl or amido groups, and X is H or a coupling-off group; characterized in that said compound of Formula I is linked via any of the moieties R to R.sup.4 or X to a compound of the formula (II): ##STR2## wherein W is an electron withdrawing group and L is a linking group. Compounds with the low pKa phenolic substituent provide improved coupling activity when used with a photographic element and improved contrast.

Phenol substituted pyrazolo 1, 5-a benzimidazole couplers

Pyrazolo(1,5-a)benzimidazole couplers

Photographic .beta.-ketoamide and photographic elements containing them

Novel 2-alkoxy-pyrazolo[1,5-a]benzimidazole color couplers form dyes with improved hue characteristics in photographic materials and processes. Such couplers can form magenta dyes upon oxidative coupling.

Growing community of inventors

Watford, United Kingdom

Michael W Crawley