Substituted At Coupling Position With Other Than Hydrogen Patents (Class 430/557)
  • Patent number: 6010838
    Abstract: A color photographic silver halide material, at least 95 mol. % of the silver halides of which consist of silver chloride, the blue-sensitive layer of which is spectrally sensitised with a dye of the formula I, ##STR1## in which R.sub.1 means 2-thienyl or 3-thienyl andZ means --O-- or --S-- andR.sub.2, R.sub.3, R.sub.4, R.sub.5 and X have the meaning stated in the description,and which contains a yellow coupler of the formula II ##STR2## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, Z.sub.1, Z.sub.2 and m have the meaning stated in the description, is distinguished by elevated sensitivity, low yellow fog and low secondary absorption of the yellow dye.
    Type: Grant
    Filed: October 7, 1998
    Date of Patent: January 4, 2000
    Assignee: Agfa-Gevaert NV
    Inventors: Ralf Weimann, Michael Missfeldt, Markus Geiger
  • Patent number: 6007974
    Abstract: This invention relates to a photographic element comprising a support having situated thereon at least one silver halide emulsion layer, the element further containing an image modifying coupler which upon reaction with oxidized color developing agent during processing forms a dye, said image modifying coupler represented by the formula ##STR1## wherein COUP is a photographic coupler moiety;T.sup.1 is a timing or linking group;R.sup.1 and R.sup.2 are independently selected from a halide atom, or an aliphatic, carbocyclic, heterocyclic, carbamoyl, sulfamoyl, carbonamido, sulfonamido, acyl, sulfo, nitro, cyano, amino, alkoxy, alkoxyalkyl, aryloxy, aryloxyalkyl, thioalkoxy, thioalkoxyalkyl, thioaryloxy, or thioaryloxyalkyl group; andn is selected from 0, 1 or 2. More particularly this invention relates to a photographic element containing the above image modifying coupler wherein n is 0 and R.sup.1 and R.sup.2 are independently represented by the formula:**--(Z).sub.m -(X).sub.t -R.sup.
    Type: Grant
    Filed: February 6, 1998
    Date of Patent: December 28, 1999
    Assignee: Eastman Kodak Company
    Inventors: William J. Begley, Frank D. Coms, Teh-Hsuan Chen, Donald Singleton, Jr.
  • Patent number: 6004737
    Abstract: A photographic element comprises a support bearing at least one silver halide emulsion and at least one acylacetanilide yellow dye-forming DIR coupler of structure I, below ##STR1## wherein: the R.sub.1 is a tertiary alkyl group or a phenyl group;X is a halogen atom, an alkoxy group or an alkyl group;R.sub.2 is one or more substituent in the para position or either meta position relative to the anilino nitrogen and individually selected from the group consisting of halogen atoms, and alkyl, phenyl, alkoxycarbonyl, aryloxycarbonyl, sulfonamido, sulfamoyl, sulfonate, alkylsulfonyl, arylsulfonyl, sulfoxyl, acyloxy, carbamoyl, acyl, carbonamido and cyano groups;n is 1, 2 or 3;R.sub.3 is an alkyl group having at least 6 carbon atoms or a phenyl group.
    Type: Grant
    Filed: July 18, 1997
    Date of Patent: December 21, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, David A. Steele, Jerrold N. Poslusny
  • Patent number: 6004739
    Abstract: A silver halide color photographic light-sensitive materail is disclosed. The light-sensitive material comprises a support having thereon a blue-sinsitive silver halide emulsion layer containing a yellow dye-forming coupler represneted by the following Formula I; ##STR1## wherein R.sub.1 is an aliphatic group or an aromatic group, R.sub.2 is an anti-diffusion aliphatic group or aromatic group, R.sub.3 is a hydrogen atom or a halogen atom, and X is a 5- or 6-member nitrogen-containing heterocyclic group capable of being released upon couling reaction with the oxidation product of a color developing agent.
    Type: Grant
    Filed: November 11, 1997
    Date of Patent: December 21, 1999
    Assignee: Konica Corporation
    Inventors: Satoru Ikesu, Katsuji Ota
  • Patent number: 5998106
    Abstract: Disclosed is a photographic element comprising a silver halide emulsion layer having associated therewith a 3-indoloylacetanilide yellow dye-forming coupler of structure I, below: ##STR1## wherein: R.sub.1 is an alkyl or phenyl group;R.sub.2 is a phenyl, t-butyl, cyclohexyl or naphthyl group;X is a halogen atom or an alkoxy or alkyl group;each R.sub.3 is in the para position or either meta position relative to the anilino nitrogen and is individually selected from the group consisting of halogen atoms, and alkyl, phenyl, alkoxy, phenoxy, carbamoyl, sulfamoyl, carbonamido, sulfonamido, alkylsulfonyl, arylsulfonyl, alkoxycarbonyl, aryloxycarbonyl, acyloxy, sulfoxyl, sulfonyloxy, alkylthio, acyl and cyano groups; and n is 1, 2 or 3;R.sub.4 is a hydrogen atom or an alkyl group:R.sub.5 is a hydrogen atom or an alkyl group; andeach R.sub.6 is individually a halogen atom, an alkyl group or an alkoxy group and m is 0-4;provided that substituents may join to form a ring.
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: December 7, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, David A. Steele, Jerrold N. Poslusny, Thomas R. Welter
  • Patent number: 5998107
    Abstract: Disclosed is a photographic element comprises a silver halide emulsion layer having associated therewith a 3-indoloylacetanilide yellow dye-forming coupler of structure I, below: wherein:R.sub.1 is an alkyl or phenyl group;R.sub.2 is a phenyl, t-butyl, cyclohexyl or naphthyl group;X is a halogen atom or an alkoxy or alkyl group;each R.sub.3 is in the para position or either meta position relative to the anilino nitrogen and is individually selected from the group consisting of halogen atoms, and alkyl, phenyl, alkoxy, phenoxy, carbamoyl, sulfamoyl, carbonamido, sulfonamido, alkylsulfonyl, arylsulfonyl, alkoxycarbonyl, aryloxycarbonyl, acyloxy, sulfoxyl, sulfonyloxy, alkylthio, acyl and cyano groups;n is 1, 2 or 3;R.sub.4 is hydrogen or an alkyl group;R.sub.5 is hydrogen or an alkyl, alkylthio, alkoxycarbonyl or aryloxycarbonyl group; andeach R.sub.6 is individually a halogen atom or an alkyl or alkoxy group and m is 0 to 4;provided that two substituents may join to form a ring.
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: December 7, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, David A. Steele, Jerrold N. Poslusny, Thomas R. Welter
  • Patent number: 5998121
    Abstract: The photographic element of the invention provides a support bearing at least one photographic silver halide emulsion exhibiting low developability and having associated therewith at least one high dye-yield coupler that releases a dye or dye precursor having an electrically neutral dye chromophore. The invention also encompasses a process for forming an image in an element in accordance with the invention.
    Type: Grant
    Filed: October 15, 1996
    Date of Patent: December 7, 1999
    Assignee: Eastman Kodak Company
    Inventors: David T. Southby, James T. Kofron, Robert J. Newmiller
  • Patent number: 5994038
    Abstract: The invention provides a photographic element, comprising a support bearing at least one silver halide emulsion and at least one 3-indoloylacetanilide yellow dye-forming DIR coupler of structure I, below: ##STR1## wherein: R.sub.1 is an alkyl or phenyl group;R.sub.2 is a phenyl, t-butyl, cyclohexyl or naphthyl group;X is a halogen atom or an alkoxy or alkyl group;each R.sub.3 is in the para position or either meta position relative to the anilino nitrogen and is individually selected from the group consisting of halogen atoms, and alkyl, phenyl, alkoxy, phenoxy, carbamoyl, sulfamoyl, carbonamido, sulfonamido, alkylsulfonyl, arylsulfonyl, alkoxycarbonyl, aryloxycarbonyl, acyloxy, sulfoxyl, sulfonyloxy, alkylthio, acyl and cyano groups;n is 1, 2 or 3;R.sub.4 contains at least two carbon atoms and is an alkylthio group or a carbonamido group represented by --NHCOR.sub.5, wherein R.sub.5 contains at least four carbon atoms and is an alkyl, phenyl, alkoxy or phenoxy group;each R.sub.
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: November 30, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, Jerrold N. Poslusny, David A. Steele, Thomas R. Welter
  • Patent number: 5994047
    Abstract: A silver halide color photosensitive material comprising at least one polymer coupler, the polymer coupler being a copolymer prepared from at least one yellow coupler monomer and at least one magenta coupler monomer, and additionally, if desired, at least one non-color-forming monomer having at least one ethylene group, which has no capability to couple with an oxidized product of an aromatic primary amine developing agent. Further, a color filter produced from the above described color photosensitive material and a production method thereof are disclosed.
    Type: Grant
    Filed: November 8, 1996
    Date of Patent: November 30, 1999
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yuki Mizukawa, Tatsuya Igarashi, Hiroyuki Hirai
  • Patent number: 5981158
    Abstract: A photographic element comprises a support bearing at least one silver halide emulsion and at least one acylacetanilide or malonanilide yellow dye-forming DIR coupler of structure I or structure II, below ##STR1## wherein the substituents are as defined in the specification.
    Type: Grant
    Filed: July 18, 1997
    Date of Patent: November 9, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, Jerrold N. Poslusny, James H. Reynolds, Bernard A. Clark, Robert N. Gourley
  • Patent number: 5981159
    Abstract: A photographic element is disclosed comprising a support bearing at least one light sensitive silver halide emulsion layer comprising a dispersion of a dye-forming coupler and a water-insoluble polymer, wherein the polymer has a glass transition temperature of less than 75.degree. C. and is formed from at least 30 wt % monomer units which provide the polymer with functional groups that are hydrogen bond donors. The combination of such relatively low T.sub.g polymers with couplers in photographic elements leads to both decreased pressure sensitivity and improved image-dye light stability, as well as a decreased tendency toward dye smear or thermal induced change. The advantages of the invention are particularly useful for yellow coupler dispersions used in photographic color paper elements on reflective supports, although they will also be useful for motion picture print film and other projection or display films on transparent or diffuse supports.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: November 9, 1999
    Assignee: Eastman Kodak Company
    Inventors: Ralph Bendt Nielsen, David Francis Bates, Brian Thomas
  • Patent number: 5965342
    Abstract: The invention provides a photographic element comprising a silver halide emulsion layer having associated therewith a cyan dye-forming coupler having the formula: wherein R.sub.3 represents a methyl or ethyl group; R.sub.4 represents an alkyl or alkenyl group containing 8 or more carbon atoms; R.sub.5 represents an alkyl or alkenyl group containing 4 or more carbon atoms; X represents a chloro or fluoro group; Y represents a substituent group and n represents an integer from 0 to 4, provided that if n is 2 or more, then two Y groups may be joined together to form a ring; and Z represents hydrogen or a group capable of being split off by oxidized color developer. The dye formed by the coupler upon conventional processing with a p-phenylenediamine developer exhibits improved stability.
    Type: Grant
    Filed: October 30, 1997
    Date of Patent: October 12, 1999
    Assignee: Eastman Kodak Company
    Inventors: Philip T. Lau, Stanley W. Cowan
  • Patent number: 5962208
    Abstract: A silver halide color photographic material comprises at least one silver halide emulsion layer on a reflex support silver halide grains containing at least 90 mol % silver chloride and having a silver bromide-rich region in the vicinity of at least one grain corner, but having an average silver bromide content of 15 mol % or less at the grain surface, (ii) at least one yellow coupler represented by the following general formula (I); and (iii) at least one compound represented by the following general formula (II): ##STR1## wherein R.sub.1 represents an aryl group or a tertiary alkyl group; R.sub.2 represents a fluorine atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, a dialkylamino group, an alkylthio group, or an arylthio group; R.sub.
    Type: Grant
    Filed: May 28, 1997
    Date of Patent: October 5, 1999
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Kazunori Hasebe
  • Patent number: 5958661
    Abstract: The invention relates to a color photographic element comprising a red light sensitive layer comprising a cyan dye forming coupler, a green light sensitive layer comprising a magenta dye forming coupler, a blue light sensitive layer comprising a yellow dye forming coupler, wherein said magenta dye forming coupler comprises ##STR1## wherein R.sub.a and R.sub.b independently represent H or a substituent; X is hydrogen or a coupling-off group; and Z.sub.a, Z.sub.b, and Z.sub.c are independently a substituted methine group, .dbd.N--, .dbd.C--, or --NH--, provided that one of either the Z.sub.a --Z.sub.b bond or the Z.sub.b --Z.sub.c bond is a double bond and the other is a single bond, and when the Z.sub.b --Z.sub.c bond is a carbon--carbon double bond, it may form part of an aromatic ring, and at least one of Z.sub.a, Z.sub.b, and Z.sub.c represents a methine group connected to the group R.sub.
    Type: Grant
    Filed: July 15, 1997
    Date of Patent: September 28, 1999
    Assignee: Eastman Kodak Company
    Inventors: John B. Rieger, Alphonse D. Camp, Michael R. Roberts, Thomas A. Chuhta
  • Patent number: 5948601
    Abstract: The invention relates to a photographic element comprising an emulsion layer comprising a cyan dye forming coupler, an emulsion layer comprising a magenta dye forming coupler, an emulsion layer comprising a yellow dye forming coupler wherein said magenta coupler comprises ##STR1## wherein R.sub.a and R.sub.b independently represent H or a substituent; X is hydrogen or a coupling-off group; and Z.sub.a, Z.sub.b, and Z.sub.c are independently a substituted methine group, .dbd.N--, .dbd.C--, or --NH--, provided that one of either the Z.sub.a --Z.sub.b bond or the Z.sub.b --Z.sub.c bond is a double bond and the other is a single bond, and when the Z.sub.4 --Z.sub.c bond is a carbon-carbon double bond, it may form part of an aromatic ring, and at least one of Z.sub.a, Z.sub.b, and Z.sub.c represents a methine group connected to the group R.sub.
    Type: Grant
    Filed: January 31, 1997
    Date of Patent: September 7, 1999
    Assignee: Eastman Kodak Company
    Inventor: John B. Rieger
  • Patent number: 5948607
    Abstract: A silver halide color photographic light-sensitive material comprising a support having provided thereon at least one silver halide emulsion layer, wherein the silver halide color photographic light-sensitive material contains at least one dye forming coupler represented by the following formula (I): ##STR1## wherein R.sub.1 represents a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted arylthio group or a substituted or unsubstituted amino group; X.dbd.Y represents C.dbd.O, C.dbd.NR.sub.2, P.dbd.O or S.dbd.O; R.sub.2 represents an aliphatic group or an aromatic group; Z represents a group capable of being released upon a reaction with the oxidation product of a developing agent; m and n each represents an integer of 1 or 2; R.sub.1 and R.sub.2, R.
    Type: Grant
    Filed: September 18, 1997
    Date of Patent: September 7, 1999
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Osamu Uchida, Kozo Sato, Toshio Kawagishi, Akira Ikeda
  • 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: 5939244
    Abstract: The invention provides a photographic yellow image dye-forming coupler represented by Formula I: ##STR1## wherein R.sub.1 is a substituent group; TG is a thiophene group; and X is hydrogen or a coupling-off group. The invention also provides a photographic element comprising a silver halide emulsion layer having associated therewith a dye-forming coupler of Formula I, as well as a process for forming an image in such a photographic element.
    Type: Grant
    Filed: September 26, 1997
    Date of Patent: August 17, 1999
    Assignee: Eastman Kodak Company
    Inventors: David A. Steele, Jerrold N. Poslusny, Paul B. Merkel
  • Patent number: 5935773
    Abstract: A colour photographic silver halide material with a support, at last one silver halide emulsion layer containing at least one yellow coupler and at least one silver halide emulsion layer containing a cyan coupler applied thereon, in which material the silver halide emulsion layer, of which there is at least one, containing at least one yellow coupler and/or the silver halide emulsion layer, of which there is at least one, containing at least one cyan coupler contains a compound of the formula (I) ##STR1## in which R.sub.1, R.sub.2, R.sub.3 mean alkyl, alkenyl or acyl andn means 6, 7 or 8,is distinguished by improved stability of the image dyes produced by processing.
    Type: Grant
    Filed: April 29, 1996
    Date of Patent: August 10, 1999
    Assignee: Agfa-Gevaert AG
    Inventors: Jorg Hagemann, Gunter Helling
  • Patent number: 5928850
    Abstract: A silver halide photographic light-sensitive material is disclosed. The light-sensitive material comprises a dispersion material which is obtained by emulsifying a mixture of a yellow coupler represented by the formula and a polymer compound that is insoluble in water and soluble in an organic solvent.
    Type: Grant
    Filed: February 18, 1997
    Date of Patent: July 27, 1999
    Assignee: Konica Corporation
    Inventors: Kazuhiro Murai, Shigeo Tanaka, Kunimasa Hiyama
  • Patent number: 5891613
    Abstract: A silver halide light sensitive photographic element is disclosed comprising a support bearing at least one yellow image forming hydrophilic colloid layer comprising yellow image dye forming couplers and a substituted bisphenol light stabilizer compound which has a melting point of greater than 20.degree. C., wherein the yellow image forming layer contains less than 10 wt % high boiling permanent solvent relative to the total amount of yellow coupler in the layer. In preferred embodiments of the invention, the yellow image forming layer is substantially free of high boiling permanent solvent. Light stability for yellow image dyes formed in an exposed and processed photographic element may be significantly improved where the yellow dyes are formed in a photographic layer which is substantially free of organic solvents, or which contains only a very low level of organic solvents, in combination with a substituted bisphenol light stabilizer compound which is a solid at room temperature.
    Type: Grant
    Filed: August 22, 1997
    Date of Patent: April 6, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul L. Zengerle, Gary N. Barber
  • Patent number: 5888716
    Abstract: The invention provides a photographic element comprising a red light sensitive silver halide emulsion layer having associated therewith a cyan dye forming coupler having Formula (I) and a green light sensitive silver halide emulsion layer having associated therewith a magenta dye forming coupler having formula IIA or IIB: ##STR1## wherein the substituents are as defined herein.
    Type: Grant
    Filed: August 20, 1996
    Date of Patent: March 30, 1999
    Assignee: Eastman Kodak Company
    Inventors: James Lawrence Edwards, Philip T. S. Lau, Stanley Wray Cowan
  • 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: 5879867
    Abstract: A silver halide light sensitive photographic element is disclosed comprising a support bearing at least one yellow image forming hydrophilic colloid layer comprising yellow image dye forming couplers, at least one hydrophilic colloid layer immediately adjacent to the yellow image forming layer, and at least one adjacent cyan or magenta image forming hydrophilic colloid layer comprising cyan or magenta image dye forming couplers; wherein the yellow image forming layer is substantially free of high boiling permanent solvent, any immediately adjacent hydrophilic colloid layers and the adjacent image forming layer are substantially free of high boiling permanent solvents having a logP value of less than about 5.5, and the adjacent image forming layer contains a high boiling permanent solvent having a logP value of at least about 5.5.
    Type: Grant
    Filed: August 22, 1997
    Date of Patent: March 9, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul L. Zengerle, Gary N. Barber, Leslie Gutierrez
  • Patent number: 5851748
    Abstract: The invention provides a photographic element comprising a silver halide emulsion layer having associated therewith a yellow dye-forming coupler having the formula: ##STR1## wherein X, Y, Z, W are independently selected from the group consisting of H, alkyl, aryl, halogen, alkoxy and aryloxy groups, provided that X and W may join to form a saturated ring;Each A is selected from the group consisting of halogen, alkoxy and aryloxy groups;m is an integer from 1 to 3;each B is independently selected from the group consisting of --C(O)OR.sub.2 and --NHSO.sub.2 R.sub.3 wherein R.sub.2 and R.sub.3 are independently selected from the group consisting of alkyl and aryl groups;n is an integer from 1 to 3; andR.sub.1 is a substituent group.
    Type: Grant
    Filed: December 12, 1996
    Date of Patent: December 22, 1998
    Assignee: Eastman Kodak Company
    Inventors: Ping-Wah Tang, Stanley W. Cowan, David J. Decker, Thomas A. Rosiek
  • Patent number: 5846698
    Abstract: A silver halide color photographic material having on a support at least one light-sensitive silver halide emulsion layer, wherein the color photographic material contains a nondiffusing coupler represented by formula (I):Cp-O--C(.dbd.O)--N(R.sub.1)--Ar--X (I)wherein Cp represents a coupler residue capable of releasing --O--C(.dbd.O)--N(R.sub.1)--Ar--X by causing a coupling reaction with an oxidized color developing agent; Ar represents an arylene group; X represents an amino group, an alkoxy group, or a hydroxy group; and R.sub.1 represents a hydrogen atom or a substituent, and a method for processing the photographic material which comprises exposing, developing and bleaching the photographic material, wherein the replenishing amount for the developer is not more than 600 ml per square meter of the photographic material.
    Type: Grant
    Filed: January 30, 1997
    Date of Patent: December 8, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masashi Ogiyama, Toshihiro Nishikawa, Seiji Ichijima
  • Patent number: 5834167
    Abstract: A photographic element comprising a light sensitive silver halide emulsion layer having associated therewith an open chain .alpha.-carbonyl acetanilide yellow dye-forming coupler having the formula: ##STR1## wherein R.sub.1 is selected from the group consisting of alkyl, aryl, heterocyclic, and amino groups, provided that R.sub.1 may form a ring bonded to another carbon atom which is a member of Ring "A";each R.sub.
    Type: Grant
    Filed: June 25, 1997
    Date of Patent: November 10, 1998
    Assignee: Eastman Kodak Company
    Inventors: Barbara B. Lussier, John DiCillo
  • 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: 5770354
    Abstract: Silver halide photographic element comprising a support having coated thereon red-, green- and blue-sensitive silver halide emulsion layers comprising, respectively, cyan, magenta and yellow dye-forming couplers, wherein the blue-sensitive emulsion layer comprises at least two blue-sensitive emulsion layers, the uppermost of which has the highest-sensitivity and the lowermost of which has the lowest sensitivity, characterized in that the uppermost highest sensitivity blue-sensitive silver halide emulsion layer comprises a yellow dye-forming coupler and a cyan dye-forming coupler.
    Type: Grant
    Filed: April 25, 1996
    Date of Patent: June 23, 1998
    Assignee: Imation Corp.
    Inventors: Sergio Massirio, Raffaella Biavasco, Flavio Costa
  • Patent number: 5759757
    Abstract: A photographic element comprising a support having situated thereon at least one silver halide emulsion layer, the element containing an image modifying compound which comprises a magenta coupler moiety which upon reaction with oxidized color developing agent during processing forms a dye, said coupler moiety having attached to the coupling site, either directly or through a timing group, a 1,2,3-triazole moiety, the attachment being through the second nitrogen atom of the triazole moiety.
    Type: Grant
    Filed: October 17, 1996
    Date of Patent: June 2, 1998
    Assignee: Eastman Kodak Company
    Inventors: William James Begley, Frank D. Coms, Daniel L. Kapp
  • Patent number: 5736307
    Abstract: Silver halide photographic element comprising a support having coated thereon red-, green- and blue-sensitive silver halide emulsion layers comprising, respectively, cyan, magenta and yellow dye-forming couplers, wherein at least one silver halide emulsion layer comprises a yellow dye-forming DIR coupler having a 1,2,4-triazolyl group attached to the coupling position, said 1,2,4-triazolyl group comprising a hydrolyzable alkoxy- or aryloxy-carbonyl group attached to a benzylthio substituent on the 1,2,4-triazolyl group.Preferably, the yellow dye-forming DIR coupler is represented by the formula ##STR1## wherein R.sub.1 represents an alkyl group, an aryl group or --NHR.sub.5, wherein R.sub.5 represents an alkyl group or an aryl group,R.sub.2 represents an alkyl group or an aryl group, TIME represents a timing group,n is 0 or 1,R.sub.3 represents an alkyl group or a phenyl group, andR.sub.4 represents hydrogen atom or an alkyl group.
    Type: Grant
    Filed: April 8, 1996
    Date of Patent: April 7, 1998
    Assignee: Imation Corp
    Inventors: Massimo Bertoldi, Antonio Poggi, Enzo Coraluppi
  • 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: 5728514
    Abstract: A silver halide color photographic material is disclosed, which comprises a support having thereon at least one yellow coloring light-sensitive silver halide emulsion layer, at least one magenta coloring light-sensitive silver halide emulsion layer, and at least one cyan coloring light-sensitive silver halide emulsion layer, wherein at least one of said yellow coloring light-sensitive silver halide emulsion layer contains at least one dye-forming coupler represented by formula (Y) and at least one non-coloring compound represented by formula (A) or (B): ##STR1## with the substituents as defined herein the specification.
    Type: Grant
    Filed: June 17, 1997
    Date of Patent: March 17, 1998
    Assignee: Fuji Photo Film Co, Ltd.
    Inventors: Yasuhiro Yoshioka, Hiroo Takizawa, Masakazu Morigaki
  • Patent number: 5719018
    Abstract: A silver halide color light-sensitive material is disclosed comprising a support having thereon at least one layer containing at least one yellow dye forming coupler represented by formula (I) ##STR1## wherein Z represents a nonmetallic atom group necessary for forming a 5-membered ring represented by formula (II-1) or (II-2): ##STR2## and the remaining substituents are as defined herein the specification.
    Type: Grant
    Filed: April 17, 1996
    Date of Patent: February 17, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Taiji Katsumata, Hiroo Takizawa, Yasuhiro Yoshioka, Masakazu Morigaki
  • Patent number: 5719017
    Abstract: A photographic element comprising a support having situated thereon at least one silver halide emulsion layer, the element further comprising a photographic coupler represented by the formulaCOUP--(T.sup.1).sub.b --T.sup.2 --(T.sup.3).sub.c --PUGwhereinthe substituents are as defined herein the specification.
    Type: Grant
    Filed: October 17, 1996
    Date of Patent: February 17, 1998
    Assignee: Eastman Kodak Company
    Inventors: William James Begley, Frank Dino Coms, Teh-Hsuan Chen, Donald Singleton, Jr.
  • Patent number: 5709987
    Abstract: A photographic element comprising a support having situated thereon at least one silver halide emulsion layer, the element further comprising a photographic coupler represented by the formulaCOUP-(T.sup.1).sub.b -T.sup.2 -(T.sup.3).sub.c -PUGwherein the substituents are as defined herein the specification.
    Type: Grant
    Filed: October 17, 1996
    Date of Patent: January 20, 1998
    Assignee: Eastman Kodak Company
    Inventors: William James Begley, Frank D. Coms, Teh-Hsuan Chen
  • Patent number: 5705326
    Abstract: There is disclosed a silver halide color photographic material and a method for forming a color image using the photographic material. The photographic material comprises a reflective support made up of a base and two or more waterresisting resin covering layers which contain a white pigment and a silver halide emulsion layer containing a yellow coupler represented by formula (I), (II), or (III) and preferably further containing a compound represented by formula (IV), (V), (VI), (VII), or (VIII), each of which formula is defined in claim, on the reflective support.
    Type: Grant
    Filed: May 6, 1994
    Date of Patent: January 6, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Kiyoshi Kawai
  • Patent number: 5693458
    Abstract: The invention provides a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a dye-forming coupler of formula (I): ##STR1## wherein X is H or a coupling-off group, R.sub.1 is H or a substituent group; Y and Z are the same or different and are H or are independently selected from alkyl, aryl and heteroaryl groups; provided that Y and Z taken together with the nitrogen atom may form a 5-10 membered heterocyclic ring.
    Type: Grant
    Filed: June 24, 1996
    Date of Patent: December 2, 1997
    Assignee: Eastman Kodak Company
    Inventors: Bernard Arthur Clark, Robert Nicholas Gourley, Hamish McNab, Craig Cameron Sommerville
  • Patent number: 5677114
    Abstract: A photographic element comprises a light sensitive silver halide emulsion layer having associated therewith an open chain .alpha.-carbonyl acetanilide yellow dye-forming coupler having the formula: ##STR1## wherein R.sub.1 is selected from the group consisting of alkyl, aryl, heterocyclic, and amino groups, provided that R.sub.1 may form a ring bonded to another carbon atom which is a member of Ring "A";each R.sub.2 is independently selected from the group consisting of those substituents having a Hammett's sigma value of 0 or less, and m is from 0 to 4;each R.sub.3 and R.sub.4 for each of the n carbon atoms is independently selected from the group consisting of hydrogen, alkoxy, aryl, heterocyclic, aryloxy, and alkyl groups, and n is 0 to 16;each R.sub.5 is independently selected from the group consisting of amino, alkyl groups, and groups linked to the "B" ring by oxygen or sulfur, and p is 1 to 3, provided that two R.sub.
    Type: Grant
    Filed: July 15, 1996
    Date of Patent: October 14, 1997
    Assignee: Eastman Kodak Company
    Inventors: Barbara Boland Lussier, John DiCillo
  • Patent number: 5674667
    Abstract: The present invention provides a photographic element comprising a silver halide emulsion layer having associated therewith a dye-forming coupler of formula (I): ##STR1## wherein X is H or a coupling-off group, R and R.sup.1 are independently selected from H and substituent groups; Y and Z are independently selected from H and alkyl, aryl or heteroaryl groups; provided that Y and Z taken together with the nitrogen atom may form a 5-10 membered heterocyclic ring group which may contain one or more further heteroatoms selected from N, O and S.
    Type: Grant
    Filed: June 24, 1996
    Date of Patent: October 7, 1997
    Assignee: Eastman Kodak Company
    Inventors: Bernard Arthur Clark, Hamish McNab, Craig Cameron Sommerville
  • Patent number: 5670301
    Abstract: A photographic element comprising a support having situated thereon at least one silver halide emulsion layer, the layer containing a photographic coupler represented by the formula ##STR1## wherein COUP is a coupler moiety having a coupling site to which T.sup.1 is attached;T.sup.1 is a timing or linking group which releases from COUP during processing and which functions by electron transfer down a conjugated chain, or by nucleophilic displacement reaction, to release from HETERO;HETERO is a heterocyclic group containing at least two heteroatoms independently selected from oxygen, nitrogen, or sulfur, wherein one of the heteroatoms is directly attached to T.sup.1 ;R.sup.1 and R.sup.2 are independently selected from hydrogen, or an aliphatic, carbocyclic, or heterocyclic group, or may be bonded together to form a 5, 6, or 7 membered ring; andPUG is a photographically useful group.
    Type: Grant
    Filed: January 24, 1996
    Date of Patent: September 23, 1997
    Assignee: Eastman Kodak Company
    Inventors: William James Begley, Teh Hsuan Chen, Frank Dino Coms, Donald Singleton, Jr.
  • Patent number: 5667951
    Abstract: A silver halide color photographic material is disclosed which comprises a support having provided thereon at least one photographic layer containing: (i) at least one yellow dye-forming coupler represented by formula (I); and (ii) a compound represented by formula (IV), or an oligomer or polymer comprising a moiety of the compound represented by formula (IV): ##STR1## wherein R.sub.1 and R.sub.2 each independently represents an aliphatic oxy group, an aliphatic group, an aryloxy group, an aryl group, an aliphatic amino group, or an anilino group; R.sub.3 represents a hydrogen atom, an aliphatic group, or an aryl group; and Q represents a dye-forming coupler residue capable of forming a yellow dye by undergoing a coupling reaction with an oxidation product of a developing agent;R.sub.31 CON(R.sub.32)R.sub.33 (IV)wherein R.sub.31, R.sub.32, and R.sub.33 each independently represents a hydrogen atom, an aliphatic group, or an aryl group; provided that the sum of the carbon atom numbers of R.sub.31, R.sub.
    Type: Grant
    Filed: March 5, 1996
    Date of Patent: September 16, 1997
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroo Takizawa, Takeshi Nakamine, Yasuhiro Yoshioka, Masakazu Morigaki
  • Patent number: 5641613
    Abstract: The invention provides a photographic element comprising a support bearing a light-sensitive photographic silver halide layer containing (1) a bicyclic azole coupler (2) an azopyrazolone masking coupler and (3) a low impact development inhibitor releasing (LIDIR) coupler having at least one hydrogen atom at the coupling site and which does not substantially reduce contrast in the layer in which it is coated.
    Type: Grant
    Filed: January 25, 1996
    Date of Patent: June 24, 1997
    Assignee: Eastman Kodak Company
    Inventors: Jane Sarah Boff, Stephen Paul Singer
  • Patent number: 5616446
    Abstract: Disclosed is a silver halide photographic light-sensitive material comprising a support having on one side thereof hydrophilic colloid layers including a silver halide emulsion layer, wherein at least one of the hydrophilic colloid layers contains a redox compound having at least one carbonyl group, wherein said redox compound is capable of being oxidized with an oxidized product of a developing agent in a photographic processing so as to release a development inhibitor, and wherein said redox compound satisfies the following Formulae 1 through 3:Formula 1development inhibitor releasing rate (%) under a condition (A).gtoreq.4.5,Formula 2development inhibitor releasing rate (%) under a condition (B)<15.0,Formula 3development inhibitor releasing rate (%) under a condition (A)>development inhibitor releasing rate (%) under condition (B).
    Type: Grant
    Filed: September 26, 1995
    Date of Patent: April 1, 1997
    Assignee: Konica Corporation
    Inventors: Norio Miura, Tawara Komamura, Seiji Hidaka, Takeo Arai
  • Patent number: 5612174
    Abstract: Disclosed are a photographic yellow dye-forming coupler of formula (I) and a photographic material containing one or more such yellow couplers. ##STR1## wherein R.sub.1 represents an alkyl group, a cycloalkyl group, an aryl group, an alkylamino group, an anilino group, or a heterocyclic group; R.sub.2 represents a hydrogen atom, a halogen atom, an aliphatic-oxy group, an aryloxy group, an aliphatic group, or an amino group; R.sub.3 represents an alkenyl group; R.sub.4 represents a substituent; m represents an integer of from 0 to 3; and X represents a hydrogen atom, or a group capable of being split off from the formula by the coupling reaction with an oxidation product of an aromatic primary amine developing agent. The couplers have a high solubility in solvents, and emulsions containing the couplers can be stored in cool for a long period of time without worsening the coloring property of the couplers.
    Type: Grant
    Filed: December 7, 1995
    Date of Patent: March 18, 1997
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroo Takizawa, Yasuhiro Yoshioka, Masakazu Morigaki
  • Patent number: 5597679
    Abstract: A silver halide color photographic light-sensitive material is disclosed which comprises a support having thereon, in any order, at least one yellow generating light-sensitive silver halide emulsion layer, at least one magenta generating light-sensitive silver halide emulsion layer, and at least one cyan generating light-sensitive silver halide emulsion layer, wherein at least one of the magenta generating light-sensitive silver halide emulsion layer contains at least one dye-forming coupler represented by a specific formula (M-I), and at least one of the yellow generating light-sensitive silver halide emulsion layer contains at least one dye-forming coupler represented by a specific forrmula (Y-I). This material can be used, for example, as a material suitable for quick developing material.
    Type: Grant
    Filed: April 19, 1995
    Date of Patent: January 28, 1997
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Yasuhiro Yoshioka
  • Patent number: 5585227
    Abstract: A silver halide color photographic light-sensitive material has, on a support, at least one red-sensitive silver halide emulsion layer, at least one green-sensitive silver halide emulsion layer, and at least one blue-sensitive silver halide emulsion layer. The blue-sensitive silver halide emulsion layer contains a specified acylacetamide type yellow dye-forming coupler. The red-sensitive silver halide emulsion layer contains a specified phenol type cyan coupler.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: December 17, 1996
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshio Ishii, Yasuhiro Yoshioka
  • Patent number: 5582960
    Abstract: An improved image display material comprising high chloride silver halide emulsions having greater than 90 mole % silver chloride, where the material comprises a yellow dye-forming layer sensitive to blue light comprising a high chloride silver halide emusion with a peak spectral sensitivity to blue light less than about 475 nm, preferably from about 440-475 nm, and a coupler dispersion comprising a yellow dye-forming coupler and a water-insoluble polymer. Photographic image display materials with both short-blue sensitivity and a polymer dispersion in the yellow dye-forming blue-sensitive layer show a synergistic improvement in color reproduction in accordance with the invention, providing for color photographic prints with less color error than seen for materials comprising only one of the components. The improvement is most notable for yellow and green colored areas of a color print.
    Type: Grant
    Filed: February 17, 1995
    Date of Patent: December 10, 1996
    Assignee: Eastman Kodak Company
    Inventors: Ralph B. Nielsen, Scott F. Odell, John L. Pawlak
  • Patent number: 5580710
    Abstract: A silver halide color photographic material excellent in color forming property and wet heat image fastness comprising at least one compound represented by formula (I) in any layer formed on a support: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently represent branched chain unsubstituted alkyl groups each having 3 to 20 carbon atoms with the proviso that the total carbon number of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is 16 to 60.
    Type: Grant
    Filed: September 22, 1995
    Date of Patent: December 3, 1996
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroo Takizawa, Yasuhiro Yoshioka, Masakazu Morigaki
  • Patent number: 5576157
    Abstract: A color photographic negative element which has a transparent base and a blue sensitive silver halide emulsion layer. The foregoing blue sensitive layer meets each of the following spectral sensitivity requirements:S.sub.max (426-444 nm) .gtoreq.65%S.sub.max(400-500 nm)IS.sub.(425-450) .gtoreq.25%(IS.sub.(400-500))in which S.sub.max(426-444 nm) is the maximum sensitivity between 426 to 444 nm, S.sub.max(400-500 nm) is the maximum sensitivity between 400-500 nm, IS.sub.(425-450) is the integrated spectral sensitivity of the blue sensitive layer from 425 to 450 nm, and IS.sub.(400-500) is the integrated spectral sensitivity of the blue sensitive layer in the region 400-500 nm. A method for printing a negative obtained from exposing and processing an element of the foregoing type, on automatic printers which automatically compensate for color bias, is also provided.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: November 19, 1996
    Assignee: Eastman Kodak Company
    Inventors: Jon N. Eikenberry, John D. Buhr, Jeffrey L. Hall