2-pyrazolin-5-one Coupler Patents (Class 430/554)
  • Patent number: 9809556
    Abstract: The present invention relates to the identification of compounds and pharmaceutical compositions thereof for treating subjects with amyotrophic lateral sclerosis (ALS) and other neurodegenerative diseases. The invention also provides methods of preparing the provided compounds.
    Type: Grant
    Filed: September 28, 2015
    Date of Patent: November 7, 2017
    Assignee: Northwestern University
    Inventors: Richard B. Silverman, Yinan Zhang
  • Patent number: 7592133
    Abstract: A silver halide photographic material, includes transparent support having provided thereon a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer and a red-sensitive silver halide emulsion layer, wherein the average equivalent-sphere diameter of the silver halide grains contained in each layers is 0.35 ?m or less, and an upper layer of the green-sensitive emulsion layer contains a fixed magenta dye, an upper layer or the red-sensitive emulsion layer contains a fixed cyan dye, and the green-sensitive layer contains a pyrazolotriazole, pyrazolopyrrole or 4-thio-pyrazolo-5-one coupler having a specific structure, and an image-recording method uses the photographic material.
    Type: Grant
    Filed: April 11, 2008
    Date of Patent: September 22, 2009
    Assignee: Fujifilm Corporation
    Inventors: Masaaki Miki, Hideyuki Shirai, Junichiro Hosokawa, Tetsuo Kikuchi, Yoichi Hosoya, Katsuyuki Nukui, Ryoji Nishimura, Kouichi Yokota
  • Patent number: 7429444
    Abstract: The present invention provides a black and white photothermographic material including at least a photosensitive silver halide, a non-photosensitive organic silver salt, and a binder on a support, wherein the black and white photothermographic material contains a compound represented by the following formula (1) and at least one compound represented by a formula selected from the group consisting of the following formulae (2), (3), (4), and (5): wherein R1, R2, R3, and R4 each independently represent a hydrogen atom or a substituent which substitutes for a hydrogen atom on a benzene ring; and R5 represents an alkyl group, an aryl group, or a heterocyclic group; An image forming method using the black and white photothermographic material and a fluorescent intensifying screen is also provided.
    Type: Grant
    Filed: April 24, 2006
    Date of Patent: September 30, 2008
    Assignee: FUJIFILM Corporation
    Inventor: Yasuhiro Yoshioka
  • Patent number: 7250249
    Abstract: A black and white photothermographic material including, on at least one side of a support, an image forming layer including at least a photosensitive silver halide, a silver salt of a fatty acid, a reducing agent for silver ions, and a binder, wherein the black and white photothermographic material includes a compound represented by the following formula (I) as the reducing agent and a compound represented by the following formula (BC-1) as a coupler: A black and white photothermographic material which exhibits low fog, high image density, excellent image tone, and excellent raw stock storability is provided.
    Type: Grant
    Filed: March 15, 2006
    Date of Patent: July 31, 2007
    Assignee: FujiFilm Corporation
    Inventor: Yasuhiro Yoshioka
  • Patent number: 7244551
    Abstract: A silver halide color photosensitive material comprising a support and, superimposed thereon, a blue-sensitive layer unit, a green-sensitive layer unit and a red-sensitive layer unit, each of these light-sensitive layer units composed of at least one silver halide emulsion layer, together with at least one non-sensitive layer, wherein compound (A) is contained in at least one layer in the silver halide color photosensitive material, compound (A) being a compound capable of releasing compound (Ac1) by oxidation coupling reaction with a color developing agent, compound (Ac1) being a heterocyclic compound which when added, is capable of enhancing the sensitivity of the photosensitive material as compared with that exhibited when not added, provided that the heterocyclic ring of the heterocyclic compound has 1 or 2 hetero atoms.
    Type: Grant
    Filed: December 23, 2005
    Date of Patent: July 17, 2007
    Assignee: Fujifilm Corporation
    Inventors: Junichiro Hosokawa, Naoharu Kiyoto, Ryoji Nishimura, Takashi Hoshimiya, Tadashi Inaba
  • Patent number: 7223528
    Abstract: The present invention provides a photothermographic material having, on at least one side of a support, at least an image forming layer containing a photosensitive silver halide, a non-photosensitive organic silver salt, and a reducing agent for the organic silver salt, and at least one non-photosensitive layer, wherein the material contains a water-soluble magenta dye, and also provides an image forming method.
    Type: Grant
    Filed: December 29, 2004
    Date of Patent: May 29, 2007
    Assignee: Fujifilm Corporation
    Inventors: Seiichi Yamamoto, Masaharu Sugai, Rikio Inoue
  • Patent number: 6649329
    Abstract: The present application relates to a photothermographic material comprising, on a side of a support, (a) a photosensitive silver halide, (b) a reducible silver salt, (c) a phenol derivative having the specific structure as reducing compound, (d) a binder, (e) a coupler compound, and (f) a compound represented by Q1—NHNH—V6 wherein Q1 is a 5- to 7-membered unsaturated ring and V6 is a carbamoyl group, etc.
    Type: Grant
    Filed: August 3, 2001
    Date of Patent: November 18, 2003
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Toyohisa Oya, Kazunobu Katoh
  • Patent number: 6593069
    Abstract: A photothermographic material comprising at least (a) a photosensitive silver halide, (b) a reducible silver salt, (c) a reducing compound represented by the following formula (1) or (2), (d) a binder and (e) a coupler compound on the same side of a support: wherein, in the formula (1), V1 to V4 each independently represent hydrogen atom or a substituent, and V5 represents a substituted or unsubstituted alkyl group, aryl group or heterocyclic group: Q1—NHNH—V6  (2) wherein, in the formula (2), Q1 represents a 5- to 7-membered unsaturated ring bonding to NHNH—V6 at a carbon atom, and V6 represents a carbamoyl group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfonyl group or a sulfamoyl group.
    Type: Grant
    Filed: March 16, 2001
    Date of Patent: July 15, 2003
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Toyohisa Oya, Kazunobu Katoh, Shigeo Hirano
  • Patent number: 6586167
    Abstract: A method for thermally forming images for plate making, which comprises forming an image for plate making by using a thermally processed image recording material comprising a silver salt of an organic acid, a reducing agent, a color image forming material and an organic binder on a support, wherein the image consists essentially of a developed silver image and a color forming dye image and the color forming dye image shows an absorbance for ultraviolet region higher than that for visible region and has a transmission density of 0.3 or more for the region of 360-450 nm. There are provided a thermally processed image recording material and method for thermally forming images that provide significant difference of ultraviolet absorption between image areas and non-image areas suitable for printing plate making.
    Type: Grant
    Filed: July 23, 2001
    Date of Patent: July 1, 2003
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kazunobu Katoh, Toyohisa Oya
  • Patent number: 6558886
    Abstract: Disclosed is a silver halide direct view multicolor photographic element comprising a green record containing a green light sensitized silver halide emulsion and comprising either (a) a magenta dye-forming coupler and a cyan dye-forming coupler in an amount of at least 0.1 mole % of the couplers present in the green record, or (b) a green record having a coupler or couplers sufficient to provide upon development a Status A red density greater than 0.23 as measured using a green light separation exposure at a Status A green density of 1.0.
    Type: Grant
    Filed: January 18, 2002
    Date of Patent: May 6, 2003
    Assignee: Eastman Kodak Company
    Inventors: Walter H. Isaac, Jess B. Hendricks, Vincent J. Flow, Patrick W. Webber, Glenn M. Brown, Cynthia A Fitzgerald, Carolyn R. Ellinger
  • Patent number: 6517981
    Abstract: A light-sensitive silver-halide color photothermographic element comprises a typically magenta dye-forming pyrazolone coupler in the cyan record by rendering the hue of the resultant dye a cyan hue. The use of certain para-phenylenediamine developers, for example, containing a substituent group in both the 2- and 6-positions (ortho, ortho') relative to the coupling nitrogen, along with selected magenta dye-forming couplers, when oxidized, yield cyan dyes with certain couplers, resulting in the superior non-hue characteristics of magenta couplers in the cyan layer. By means of the present invention, light sensitive color photothermographic elements can form image dye records of consistent density forming ability and consistent stability in all three color records. Also disclosed is a method of processing such a color photographic element.
    Type: Grant
    Filed: August 16, 2001
    Date of Patent: February 11, 2003
    Assignee: Eastman Kodak Company
    Inventors: Leif P. Olson, Wojciech K. Slusarek, James H. Reynolds, Richard P. Szajewski
  • Patent number: 6514679
    Abstract: Disclosed is a photographic element comprising a silver halide emulsion and a peptoid-containing azole dye-forming coupler.
    Type: Grant
    Filed: December 12, 2001
    Date of Patent: February 4, 2003
    Assignee: Eastman Kodak Company
    Inventors: Donald R. Diehl, Robert J. Niger, Richard P. Dunlap, William J. Sonnefeld, Hans F. Schmitthenner
  • Patent number: 6444412
    Abstract: The invention relates to a photographic element comprising a light sensitive silver halide emulsion layer having associated therewith one or more dye-forming couplers and a stabilizer compound of formula (I): wherein R1 and R2 are independently selected from hydrogen or an unsubstituted or substituted alkyl, aryl, alkoxy, aryloxy or amino group or may combine to complete a 5-10 membered heterocyclic ring which may contain in addition to the silicon atom one or more heteroatoms selected from nitrogen, oxygen and sulfur, which ring is unsubstituted or substituted; each Z independently represents the atoms necessary to complete a substituted or unsubstituted arene or heteroaromatic ring system; X is a single bond or a linking group having a single atom which connects the arene rings or heteroaromatic ring systems; or X forms, together with substituents ortho to X on the arene rings or heteroaromatic ring systems, a fused unsubstituted or substituted 5-, 6- or 7-membered ring, which may cont
    Type: Grant
    Filed: August 21, 2001
    Date of Patent: September 3, 2002
    Assignee: Eastman Kodak Company
    Inventors: David Clarke, Llewellyn J. Leyshon, Christopher P. Moore
  • Publication number: 20020098449
    Abstract: A photothermographic material comprising at least (a) a photosensitive silver halide, (b) a reducible silver salt, (c) a reducing compound represented by the following formula (1) or (2), (d) a binder and (e) a coupler compound on the same side of a support: 1
    Type: Application
    Filed: March 16, 2001
    Publication date: July 25, 2002
    Inventors: Toyohisa Oya, Kazunobu Katoh, Shigeo Hirano
  • Patent number: 6379879
    Abstract: A color photographic recording material having at least one spectrally sensitized silver halide emulsion layer, characterized in that said silver halide emulsion layer contains an oil former having a pKa value of less than 18 and a DIR coupler and the material contains at least one color coupler, wherein the color coupler and/or the DIR coupler have specific structures, is distinguished by an increased interimage effect in comparison with the prior art without sensitivity being reduced.
    Type: Grant
    Filed: February 26, 2001
    Date of Patent: April 30, 2002
    Assignee: Agfa-Gevaert
    Inventors: Jörg Hagemann, Günter Helling, Heinz Wiesen, Ralf Wirowski, Ralf Büscher
  • Publication number: 20020018971
    Abstract: A colour photographic recording material having at least one spectrally sensitised silver halide emulsion layer, characterised in that said silver halide emulsion layer contains an oil former having a pKa value of less than 18 and a DIR coupler and the material contains at least one colour coupler, wherein the colour coupler and/or the DIR coupler have specific structures, is distinguished by an increased interimage effect in comparison with the prior art without sensitivity being reduced.
    Type: Application
    Filed: February 26, 2001
    Publication date: February 14, 2002
    Inventors: Jorg Hagemann, Gunter Helling, Heinz Wiesen, Ralf Wirowski, Ralf Buscher
  • Patent number: 6303261
    Abstract: Disclosed are a silver halide color photographic material having on a support a photographic element in which silver halide grains, a developing agent and a coupler capable of forming a dye by reaction with an oxidation product of the developing agent are incorporated, the photographic element further comprising at least one color stain inhibitive compound represented by the following formula (SC-1) or (SC-2) and at least one photographically useful group-releasing compound represented by the following formula (II); and a method of forming color images by the use of the foregoing material: A—[(L1)a—(B)m]p—(L2)n—PUG  (II)
    Type: Grant
    Filed: March 15, 2000
    Date of Patent: October 16, 2001
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Jun Arakawa, Toshio Kawagishi
  • Patent number: 6197489
    Abstract: Disclosed is a color photographic element comprising at least four imaging layers including: a first light sensitive silver halide imaging layer having associated therewith a cyan image dye-forming coupler; a second light sensitive silver halide imaging layer having associated therewith a magenta image dye-forming coupler; a third light sensitive silver halide imaging layer having associated therewith a yellow image dye-forming coupler; and a fourth light sensitive silver halide imaging layer having associated therewith a fourth image dye-forming coupler for which the normalized spectral transmission density distribution curve of the dye formed by the fourth image dye-forming coupler upon reaction with color developer has a CIELAB hue angle, hab, from 225 to 310°. The element provides improved color gamut.
    Type: Grant
    Filed: December 28, 1999
    Date of Patent: March 6, 2001
    Assignee: Eastman Kodak Company
    Inventors: James L. Edwards, William J. Begley
  • Patent number: 6194131
    Abstract: A silver halide color photographic lightsensitive material comprising a compound represented by general formula (I): COUP—A—E—B  (I) wherein COUP represents a coupler residue capable of coupling with a developing agent in an oxidized form, E represents an electrophilic moiety, A represents a single bond or a divalent connecting group which can release B while forming a 4 to 8-membered ring through an intramolecular nucleophilic substitution reaction between the electrophilic moiety E and a nitrogen atom of a coupling product that is obtained by the reaction of COUP with the developing agent in an oxidized form, wherein the nitrogen atom originates from the developing agent and directly binds to a coupling position of COUP, provided that A may be bound to COUP at the coupling position or position other than the coupling position of COUP, and B represents a photographically inert group.
    Type: Grant
    Filed: May 24, 2000
    Date of Patent: February 27, 2001
    Assignee: Fuji Photo film Co., Ltd.
    Inventors: Takayuki Ito, Hidetoshi Kobayashi
  • Patent number: 6171776
    Abstract: A colour photographic silver halide material in which at least one of the blue-sensitive silver halide emulsions is spectrally sensitised with a mixture of at least one seansitising dye of the formula (I) and at least one sensitising dye of the formula (II): in which R1 means an optionally substituted thienyl, pyrroly, indolyl, furamyl or phenyl, in which R5, R6, R7, mean H or R5 and R6 together or R6 and R7 together mean the remaining members of a fused benzo ring and the residual substituent means H and R2, R3, R4, R8, R9, R10 and M have the meaning stated in the description, is distinguished by elevated sensitivity and improved latent image stabilitity.
    Type: Grant
    Filed: December 10, 1998
    Date of Patent: January 9, 2001
    Assignee: Agfa N.V.
    Inventors: Cuong Ly, Michael Missfeldt, Heinz-Horst Teitscheid, Edgar Draber
  • Patent number: 6127107
    Abstract: A photographic recording material for use in redox amplification comprises a support having thereon a plurality of emulsion layers, each emulsion layer containing a color-forming coupler, and wherein the activity of the couplers is from 45 to 70% as measured by the citrazinic acid method. These materials may be developed by a redox development step which may be followed by a bleach-fix step without any intervening step. Staining is eliminated with the use of these photographic materials.
    Type: Grant
    Filed: February 2, 2000
    Date of Patent: October 3, 2000
    Assignee: Eastman Kodak Company
    Inventors: Adrian J. Codling, John R. Fyson
  • Patent number: 6127108
    Abstract: A silver halide color photographic material wherein a cyan dye image density reduction is prevented in time of bleach fixing processing or bleach fixing, and its processing method by incorporating an oil soluble organic basic compound in the silver halide color photographic material. The compound oil soluble organic basic compound is represented by Formulas (I) to (V) defined in the specification.
    Type: Grant
    Filed: July 24, 1997
    Date of Patent: October 3, 2000
    Assignee: Konica Corporation
    Inventors: Hiroshi Kita, Kazuhiro Murai
  • Patent number: 6120981
    Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a dye-foaming coupler compound and a sulfonamido compound (a) bearing on the sulfur atom of the sulfonamido group an alkyl group and (b) bearing on the nitrogen atom of the sulfonamido group both a hydrogen atom that exhibits a pKa value of less than 9 and a second substituent that is either (1) an aryl group containing one or more electron withdrawing substituents for which the sum of the Hammett's values (.SIGMA..sigma..sub.p) is greater than 0.5, or (2) a heteroaryl group.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: September 19, 2000
    Assignee: Eastman Kodak Company
    Inventors: David Hoke, Jared B. Mooberry, Kathleen M. Yahn, Kevin P. Dockery, David T. Southby
  • Patent number: 6057086
    Abstract: A silver halide color photographic material is disclosed, comprising a support having thereon photographic constituent layers containing at least one light-sensitive silver halide emulsion layer, wherein any one of the photographic constituent layers contains at least one coupler for dye formation, at least one reducing agent for color formation represented by the following formula (I) and an auxiliary developing agent and/or a precursor thereof:R.sup.11 --NH--NH--X--R.sup.12 (I)wherein R.sup.11 represents an aryl or heterocyclic group, R.sup.12 represents an alkyl, alkenyl, alkynyl, aryl or heterocyclic group, and X represents --SO.sub.2 --, --CO--, --COCO--, --CO--O--, --CO-- N(R.sup.13)--, --COCO--O--, --COCO--N(R.sup.13)-- or --SO.sub.2 --N(R.sup.13)-- (wherein R.sup.13 represents a hydrogen atom or a group described for R.sup.12).
    Type: Grant
    Filed: November 25, 1997
    Date of Patent: May 2, 2000
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Koichi Nakamura, Kiyoshi Takeuchi, Koki Nakamura
  • Patent number: 6015657
    Abstract: 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.
    Type: Grant
    Filed: January 10, 1994
    Date of Patent: January 18, 2000
    Assignee: Eastman Kodak Company
    Inventors: Sundram Krishnamurthy, Michael William Crawley, David Scott Bailey, John Lawrence Pawlak
  • Patent number: 6010837
    Abstract: 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.
    Type: Grant
    Filed: April 23, 1997
    Date of Patent: January 4, 2000
    Assignee: Eastman Kodak Company
    Inventors: Bernard A. Clark, Michael W. Crawley, Jane S. Boff, Christina M. Watts, Stephen P. Singer, Paul L. Stanley
  • Patent number: 5965341
    Abstract: The invention provides a photographic element comprising a silver halide emulsion layer sensitive to green light having associated therewith (a) a 1-aryl-3-anilino-4-benzotriazolyl-5-pyrazolone magenta dye-forming DIR coupler of a particular formula, and (b) a 1-aryl-3-anilino-4-phenylthio-5-pyrazolone magenta image dye forming coupler of a particular formula. The element of the invention provides an improved interimage of a green sensitized layer in a multicolor silver halide photographic element.
    Type: Grant
    Filed: June 12, 1997
    Date of Patent: October 12, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, Jerrold N. Poslusny, Ronald E. Leone
  • Patent number: 5958664
    Abstract: The present invention relates to a new coupler which is capable of releasing a development accelerator having the formula: ##STR1## wherein COUP is a coupler moiety,T is a timing group and n is 0, 1 or 2,A is a group capable of being adsorbed to the silver halide surface,L is a linking group and r is 0 or 1, andR.sub.1 and R.sub.2 are independently selected from an alkyl group, substituted or unsubstituted, and an aryl group, substituted or unsubstituted.The present invention also concerns a photographic silver halide recording material containing such a coupler and further relates to a process for processing such a material.The invention provides a new DARC compound showing improved speed increase without undue fog formation.
    Type: Grant
    Filed: July 30, 1998
    Date of Patent: September 28, 1999
    Assignee: Eastman Kodak Company
    Inventors: Siu-Chung Tsoi, Peter J. Twist, David T. Southby
  • Patent number: 5958663
    Abstract: The invention relates to a colour-photographic recording material which comprises a magenta coupler and, as stabilizer, at least one compound of the formula ##STR1## where the radicals are as defined in claim 1, and to the novel stabilizers.
    Type: Grant
    Filed: March 18, 1998
    Date of Patent: September 28, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Suruliappa Jeganathan
  • Patent number: 5945268
    Abstract: Disclosed is a silver halide color photographic light sensitive material comprising a coupler represented by the following formula (I):formula (I) ##STR1## wherein Cp represents a coupler moiety; L represents a divalent linkage group; J represents --CO-- or --SO.sub.2 --; R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently represent a hydrogen atom, an alkyl group or an aryl group, provided that one of R.sub.3 and R.sub.4 is a hydrogen atom; R.sub.5 represents a substituent; and n represents 0 or 1.
    Type: Grant
    Filed: August 21, 1997
    Date of Patent: August 31, 1999
    Assignee: Konica Corporation
    Inventors: Koji Daifuku, Hiroyuki Yasukawa, Kohichi Takabe, Ryohei Iwamoto, Satoru Ikesu
  • Patent number: 5945267
    Abstract: A silver halide color photographic light sensitive material is disclosed, comprising a support having thereon photographic component layers, at least one of the component layers containing a coupler represented by the following formula, and the photographic material having an overall silver potential of 50 to 120 mV.
    Type: Grant
    Filed: July 2, 1997
    Date of Patent: August 31, 1999
    Assignee: Konica Corporation
    Inventor: Katsuya Yabuuchi
  • Patent number: 5942381
    Abstract: A photographic element comprising a silver halide emulsion layer having associated therewith a 1-phenyl-3-anilino-4-benzotriazolyl-5-pyrazolone magenta dye-forming DIR coupler of structure I: ##STR1## wherein: R.sub.1 is hydrogen, chlorine, fluorine or a methyl group;R.sub.2, R.sub.3, and R.sub.4 are individually selected from the group consisting of hydrogen, halogen, alkyl, phenyl, alkoxy, phenoxy, alkylthio, carbonamido, sulfonamido, carbamoyl, alkoxycarbonyl and aryloxycarbonyl groups;R.sub.5 is hydrogen, bromine, chlorine, fluorine, or an alkyl group;R.sub.6 and R.sub.7 are independently selected from the group consisting of hydrogen, halogen, carbonamido, carbamoyl, sulfonamido, sulfamoyl, alkylsulfonyl, arylsulfonyl, alkylsulfoxyl, arylsulfoxyl, sulfonyloxy, alkoxycarbonyl, aryloxycarbonyl, acyloxy, acyl, imido, trifluoromethyl and cyano groups, provided that at least one of R.sub.6 and R.sub.7 is not hydrogen;R.sub.8 and R.sub.
    Type: Grant
    Filed: June 12, 1997
    Date of Patent: August 24, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, Ronald E. Leone, Jerrold N. Poslusny
  • Patent number: 5928851
    Abstract: The present invention describes an image dye-forming coupler of formula (I) ##STR1## wherein L is an oxymethylene or oxycarbonyl group; n is 0 or 1; COUP is a coupler moiety and R.sub.1 and R.sub.2 are the same or different and are groups selected such that(a) together with the nitrogen atom a good leaving group is formed;(b) at least one of them contains a PUG linked to an electrophilic center (E); and(c) neither R.sub.1 nor R.sub.2 is a hydrogen atom wherein the coupler is a DIAR coupler from which inhibitor is released from a coupling-off group after a timed delay which results from an additional reaction step. Such delay permits control over the time of release, rate of release and rate of diffusion of a photographically useful group (PUG) without altering the nature of the PUG itself.A method of preparing the coupler is also described wherein the two parts of the molecule can be built up separately and combined in a single reaction allowing ready access to a large variety of possible structures.
    Type: Grant
    Filed: May 28, 1997
    Date of Patent: July 27, 1999
    Assignee: Eastman Kodak Company
    Inventor: Philip Arthur Allway
  • Patent number: 5879870
    Abstract: Improvements in post process Dmin are provided in a photographic element that has a preferred coupler, hardener, and permanent solvent. The coupler of the element comprises between about 20 and 40 percent by weight of the coupler and oil phase components and the element further comprises chromanol stabilizer.
    Type: Grant
    Filed: October 21, 1996
    Date of Patent: March 9, 1999
    Assignee: Eastman Kodak Company
    Inventors: Thomas A. Rosiek, Alberto M. Martinez, Walter H. Isaac
  • Patent number: 5879871
    Abstract: A silver halide color photographic light sensitive material is disclosed, containing a coupler highly soluble in organic solvents and superior in dispersibility and dispersion stability in a silver halide emulsion, which is represented by the following formula: ##STR1## The coupler includes a pyrazolotriazole coupler reprepresented by the following formula: ##STR2##
    Type: Grant
    Filed: April 11, 1997
    Date of Patent: March 9, 1999
    Assignee: Konica Corporation
    Inventors: Satoru Ikesu, Vladimir F. Rudchenko, Yutaka Kaneko
  • Patent number: 5853971
    Abstract: A color photographic silver halide material contains on a support at least one red-sensitive, cyan-coupling, at least one green-sensitive, magenta-coupling and at least one blue-sensitive, yellow-coupling silver halide emulsion layer together with interlayers between layers of different colour sensitivity, wherein at least one of the stated interlayers contains at least one masking coupler, the masking coupler having a reaction rate constant for the coupling reaction with the developer oxidation product of .gtoreq.5000 1-mol.sup.- .cndot.s.sup.-1, is distinguished improved sensitivity without increase of granularity.
    Type: Grant
    Filed: April 15, 1997
    Date of Patent: December 29, 1998
    Assignee: Agfa-Gevaert AG
    Inventors: Peter Bell, Hans-Ulrich Borst, Ralf Buscher, Johannes Willsau, Jorg Siegel
  • Patent number: 5837436
    Abstract: A silver halide color photographic light-sensitive material comprising a support having on one surface thereof at least one light-sensitive silver halide emulsion layer and at least one light-insensitive layer, wherein the silver halide color photographic light-sensitive material contains at least one compound selected from the compounds represented by formulae (A-I), (A-II) and (A-III) and a coupler represented by formula (m).
    Type: Grant
    Filed: July 26, 1996
    Date of Patent: November 17, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiji Mihayashi, Mamoru Sakurazawa
  • Patent number: 5830628
    Abstract: A colour photographic silver halide material with at least two blue-sensitive, yellow-coupling silver halide emulsion layers of differing photographic sensitivity, at least two green-sensitive, magenta-coupling silver halide emulsions layers of differing photographic sensitivity and at least two red-sensitive, cyan-coupling silver halide emulsion layers of differing photographic sensitivity, at least one interlayer Z-1 below the lowermost red-sensitive silver halide emulsion layer and/or at least one interlayer Z-2 below the lowermost green-sensitive silver halide emulsion layer, in which material a coupler is additionally used in at least one silver halide emulsion layer, which coupler couples to yield a colour which is not complementary to the spectral sensitisation of the layer concerned, and Z-1 and/or Z-2 contain a silver halide emulsion which has tabular grains with an aspect ratio of >2, an average diameter of a sphere of equal volume of .gtoreq.0.3 .mu.
    Type: Grant
    Filed: July 10, 1996
    Date of Patent: November 3, 1998
    Assignee: Agfa-Geuaert
    Inventors: Hans-Ulrich Borst, Detlef Brennecke, Ralf Buscher, Johannes Willsau, Peter Bell
  • Patent number: 5789146
    Abstract: Coupler dispersions comprising an aqueous medium having dispersed therein an organic phase comprising (i) a primary photographic coupler comprising a first ballasting group containing at least 5 carbon atoms and (ii) an auxiliary photographic coupler comprising a second ballasting group, wherein the primary coupler and the auxiliary coupler are present in the dispersion at a weight ratio of from 4:1 to 99:1 and the auxiliary coupler differs from the primary coupler solely in that the second ballast group contains 2 or more additional carbon atoms and associated hydrogen atoms relative to the first ballasting group.
    Type: Grant
    Filed: August 15, 1996
    Date of Patent: August 4, 1998
    Assignee: Eastman Kodak Company
    Inventors: David Darrell Miller, Paul Barrett Merkel, Raymond Peter Scaringe
  • Patent number: 5763144
    Abstract: The invention relates to a color-photographic recording material which comprises a magenta coupler and, as stabilizer, at least one compound of formula (Ia), (Ib) or (II), where the radicals are as defined in claim 1, and to the novel stabilizers.
    Type: Grant
    Filed: August 5, 1996
    Date of Patent: June 9, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Suruliappa Jeganathan
  • Patent number: 5736306
    Abstract: Spectral properties of dye images produced from low silver halide coverage materials are improved by using dyes which are formed in the magenta, yellow and cyan image dye-forming units. These dyes have certain spectral characteristics, as determined by their unwanted absorptions, in combination with certain silver halide emulsion grain characteristics in each emulsion layer. In particular, reduction of unwanted absorptions can be achieved either with couplers per se which meet these characteristics or by the use of certain high-boiling solvents in the coupler dispersions at preferred levels.
    Type: Grant
    Filed: December 21, 1995
    Date of Patent: April 7, 1998
    Assignee: Eastman Kodak Company
    Inventors: Gareth Bryn Evans, John Kenneth Charles Kempster, Danuta Gibson
  • Patent number: 5728513
    Abstract: A silver halide color photographic light sensitive material is disclosed, comprising a support having thereon a silver halide emulsion layer containing a sensitizing dye represented by formula (I) and a coupler represented by formula (M-I). The photographic material further contains a coupler represented by formula (C-I) or (C-II).
    Type: Grant
    Filed: February 22, 1996
    Date of Patent: March 17, 1998
    Assignee: Konica Corporation
    Inventors: Hiroshi Okusa, Yasuhiko Kawashima
  • Patent number: 5723272
    Abstract: Silver halide light sensitive photographic elements comprising a support bearing on one side thereof at least one blue-sensitive silver halide emulsion yellow-image forming layer, at least one red-sensitive silver halide emulsion cyan-image forming layer, at least one green-sensitive silver halide emulsion magenta-image forming layer, and an antihalation layer comprising a cyan filter dye coated between the support and the red-sensitive layer, wherein the green-sensitive layer comprises a four equivalent magenta image forming coupler and the cyan filter dye is of the formula (I): ##STR1## where L.sup.1, L.sup.2, L.sup.3, L.sup.4 and L.sup.5 are methine groups; R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently H or alkyl or aryl groups; and M.sup.+ is H or a counter ion; wherein at least one of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 comprises an aryl group substituted with a substituent having a .pi. value of less than -0.10, where .pi.
    Type: Grant
    Filed: December 22, 1995
    Date of Patent: March 3, 1998
    Assignee: Eastman Kodak Company
    Inventors: Gary Norman Barber, Margaret Jones Helber
  • Patent number: 5702877
    Abstract: A colour photographic silver halide material with a support, at least one silver halide emulsion layer and at least one non-light sensitive layer applied thereto, wherein the silver halide emulsion layer contains at least one colour coupler, and wherein the silver halide emulsion layer or the non-light sensitive layer contains a compound of the formula (I) ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 mean hydrogen or an organic residue andn means 0 or an integer from 1 to 4 orR.sub.1 and R.sub.2 together, R.sub.1 and an adjacent residue R.sub.3 together or two adjacent residues R.sub.3 together form a carbocyclic or heterocyclic ring with 5 to 7 ring atoms orR.sub.1, R.sub.2 or R.sub.3 mean a bridging member by means of which two compounds of the formula (I) are attached together orR.sub.1, R.sub.2 or R.sub.3 are attached to a polymer via a bridging member,wherein at least one of the substituents R.sub.1, R.sub.2 and R.sub.3 is an organic residue,is distinguished by improved grain.
    Type: Grant
    Filed: February 26, 1996
    Date of Patent: December 30, 1997
    Assignee: Agfa-Gevaert AG
    Inventors: Heinrich Odenwalder, Hans Langen, Uwe Dahlhaus, Heinz-Dieter Schutz
  • Patent number: 5695921
    Abstract: A silver halide photographic element comprising a magenta dye forming coupler and a compound of formula (A) associated with the coupler: ##STR1## wherein: each R.sup.20 independently represents an alkyl, alkenyl, or heteroaryl group;Ar represents an aryl or heteroaryl group. Photographic elements of the present invention exhibit low thermal pinking, while still having good image stability and hue.
    Type: Grant
    Filed: April 4, 1996
    Date of Patent: December 9, 1997
    Assignee: Eastman Kodak Company
    Inventors: Sundaram Krishnamurthy, Paul Patrick Spara, Rakesh Jain
  • Patent number: 5695917
    Abstract: A photographic element contains a four-equivalent pyrazolone magenta coupler and a yellow filter dye represented by Formula I. ##STR1## wherein: A is an acidic nucleus selected from the group consisting of benzoylacetonitrile, 2-phenyl-1,1,3-tricyanopropene, 5-pyrazolone, isooxazolone, barbituric acid, thiobarbituric acid, rhodanine, hydantoin, thiohydantoin, oxazolidindione, pyrazolidindione, indandione, pyrazolopyridone, 1,2,3,4-tetrahydroquinolin-2,4-dione, 3-oxo-2,3-dihydrobenzo?d!thiophene-1,1-dioxide and 3-dicynaomethine-2,3-dihydroxybenzo?d!thiophene-1,1-dioxide;L.sup.1-3 each independently represents a substituted or unsubstituted methine group;n is 0 or 1;R.sup.
    Type: Grant
    Filed: November 22, 1995
    Date of Patent: December 9, 1997
    Assignee: Eastman Kodak Company
    Inventors: John Victor Nelson, Margaret Jones Helber, Mary Christine Brick
  • Patent number: 5667946
    Abstract: The invention provides a light sensitive photographic silver halide emulsion layer having associated therewith a magenta coupler having formula I: ##STR1## wherein: R represents a ballasted monosubstituted amino group which enables the coupler to form, upon development with 4-amino-3-methyl-N-ethyl-N-(2-hydroxyethyl)aniline sulfate developing agent, a magenta dye having a wavelength of maximum absorbance of 545 nm or greater; andX represents hydrogen or a coupling-off group. The resulting dye has an improved spectral absorption curve.
    Type: Grant
    Filed: April 30, 1996
    Date of Patent: September 16, 1997
    Assignee: Eastman Kodak Company
    Inventors: Jane Sarah Boff, Bernard Arthur Clark, Paul Louis Stanley, Christina Mary Watts, Stephen Paul Singer
  • Patent number: 5627017
    Abstract: Low melting point epoxy scavenger compounds are disclosed which contain a pH dependent ionizable group to facilitate migration of the scavenger from an adjacent scavenger layer (that does not contain any coupler) to an imaging layer (containing coupler and emulsion) of a photographic element at the pH of development. One aspect of the invention comprises a process of forming an aqueous dispersion of an epoxy compound of the structural formula SI: ##STR1## wherein: R is H, an alkyl group, or an aryl group; L.sub.1 is an alkyl group or an aryl group; L.sub.2 is --O--, --CO--, --S--, --SO.sub.2 --, --PO.sub.2 --, --CO.sub.2 --, --NHCO-- or --NHSO.sub.2 --, wherein L.sub.2 may be orientated in either direction; L.sub.3 is an alkyl group; m is 0 or 1; p is 0 or 1; and X is ##STR2## wherein R' is H or an alkyl or aryl group, with the proviso that where L.sub.2 comprises an ionizable group, X may also be an alkyl group or an aryl group; wherein the compound has a melting point of less than about 50.degree. C.
    Type: Grant
    Filed: April 25, 1995
    Date of Patent: May 6, 1997
    Assignee: Eastman Kodak Company
    Inventors: Krishnan Chari, Paul P. Spara, Sundaram Krishnamurthy
  • Patent number: 5616454
    Abstract: A silver halide color photographic light-sensitive material is disclosed. The light-sensitive material comprises a support, provided thereon, a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer and a red-sensitive silver halide emulsion layer, and the green-sensitive emulsion layer contains a coupler represented by the following Formula I; ##STR1## wherein R.sub.1 is a hydrogen atom or a group capable of being released upon reaction with the oxidation product of a color developing agent; R.sub.2 is a chlorine atom or an alkoxyl group; R.sub.3 and R.sub.4 are each independently a hydrogen atom or a substituent, provided that when R.sub.3 is a hydrogen atom, R.sub.4 is a substituent; and R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are each a halogen atom.
    Type: Grant
    Filed: December 1, 1995
    Date of Patent: April 1, 1997
    Assignee: Konica Corporation
    Inventors: Manabu Kaneko, Shinri Tanaka, Michiko Nagato
  • Patent number: 5601968
    Abstract: A color photographic silver halide material with a support and at least one silver halide emulsion layer applied thereto which contains at least one 2-equivalent pyrazolone magenta coupler of the formula (I) ##STR1## with the substituents having the meanings stated in the specification and at least one amine which contains repeat units of the formulae (II) or (III) ##STR2## with the substituents having the meanings stated in the specification, is distinguished by reduced fogging and color spotting during storage.
    Type: Grant
    Filed: April 18, 1996
    Date of Patent: February 11, 1997
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Beate Weber, Hans Langen, Uwe Dahlhaus, Thomas H ubsch