Substituted At Coupling Position With Other Than Hydrogen Patents (Class 430/555)
  • 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: 6077657
    Abstract: A color photographic silver halide material having a support and at least one silver halide emulsion layer containing couplers, which layer contains as couplers a 2-equivalent magenta coupler and both at least one compound of the formula (III) and at least one compound of the formula (IV): ##STR1## in which R.sub.4 means H, alkoxy or alkylmercapto,R.sub.5 means alkyl, halogen or R.sub.4,R.sub.7 means OH, NHCHO, NHCONH-alkyl, CO-alkyl, COOH, COO-alkyl, CONH.sub.2, SO.sub.3 H, SO.sub.2 NH-alkyl, CH.sub.2 CH.sub.2 COOH andR.sub.7 means H, alkyl, halogen, OH or alkoxyis distinguished by improved pressure sensitivity.
    Type: Grant
    Filed: June 30, 1999
    Date of Patent: June 20, 2000
    Assignee: Agfa-Gevaert N.V.
    Inventors: Cuong Ly, Matthias Feigl, Markus Geiger
  • Patent number: 6033841
    Abstract: A color photographic silver halide material having at least two red-sensitive, cyan-coupling silver halide emulsion layers of different photographic sensitivity, at least two green-sensitive, magenta-coupling silver halide emulsion layers of different photographic sensitivity and at least one blue-sensitive, yellow-coupling silver halide emulsion layer, and having intermediate layers at least between silver halide emulsion layers of different color sensitivity, wherein at least one color coupler is provided in an intermediate layer which is directly adjacent to a lowest-sensitivity silver halide emulsion layer which is sensitive to a defined spectral region and which couples to the complementary color, which color coupler couples in a non-complementary manner with respect to the aforementioned lowest-sensitivity silver halide emulsion layer, is distinguished by its improved reproduction of yellow color shades.
    Type: Grant
    Filed: March 6, 1998
    Date of Patent: March 7, 2000
    Assignee: AGFA-Gevaert NV
    Inventors: Peter Bell, Hans-Ulrich Borst, Ralf Buscher, Jorg Siegel, Rainer Scheerer, Heinz Schutz
  • Patent number: 6020115
    Abstract: Multilayer color photographic element having on a support base blue-, green- and red-sensitive silver halide emulsion layers respectively associated with non-diffusing yellow, magenta and cyan dye-forming couplers, wherein (a) the green-sensitive silver halide emulsion layer comprises three green-sensitive silver halide emulsion layers, respectively uppermost, intermediate and lowermost, sensitive to the same spectral region of visible light, in which the sensitivity of the three green-sensitive silver halide emulsion layers decreases in order from the uppermost silver halide emulsion layer to the lowermost silver halide emulsion layer, (b) each of the three green-sensitive silver halide emulsion layers contains an 1-phenyl-3-anilino-4-phenylthio-5-pyrazolone magenta dye-forming coupler, (c) the weight ratio of the coupler to silver halide (expressed as silver) in the highest sensitivity uppermost green-sensitive silver halide emulsion layer is higher than the weight ratio of the coupler to silver halide (exp
    Type: Grant
    Filed: June 23, 1998
    Date of Patent: February 1, 2000
    Assignee: Tulalip Consultoria Comercial Sociedade Unipessoal
    Inventors: Ferdinando Orengo, Luisa Tavella, Antonio Poggi
  • 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: 6013421
    Abstract: There is disclosed a silver halide photographic light-sensitive material containing a color-developing agent of formula (I) and a coupler of formula (II), in at least one photographic constitutional layer: ##STR1## In formula (I), Z is a carbamoyl, acyl, alkoxycarbonyl, or aryloxycarbonyl group, and Q is a group of atoms that, together with the C, form an unsaturated ring. In formula (II), Cp is a coupler residue, Time is a group that releases PUG upon released from Cp by coupling reaction, PUG is a photographically useful group, and t is 0, 1, 2, or 3. There is also disclosed a silver halide photographic light-sensitive material containing a color-developing agent of formula (I), a dye-forming coupler, and a non-dye-forming coupler (that is unsubstituted on its active site), in at least one photographic constitutional layer. There is further disclosed methods for forming an image using the light-sensitive materials.
    Type: Grant
    Filed: July 18, 1997
    Date of Patent: January 11, 2000
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Koki Nakamura, Kazuhiko Matsumoto
  • Patent number: 6013428
    Abstract: A colour photographic recording material having at least one red-sensitive silver halide emulsion layer which is associated with a cyan coupler, at least one green-sensitive silver halide emulsion layer which is associated with a magenta coupler, at least one blue-sensitive silver halide emulsion layer which is associated with a yellow coupler contains in at least one green-sensitive silver halide emulsion layer a 2-equivalent pyrazolone coupler and in a photosensitive or non-photosensitive layer a white coupler of the formula (I) ##STR1## in which X.sup.1 means an acyl residue derived from an aliphatic, cycloaliphatic or aromatic carboxylic or sulphonic acid, a carbonic acid semi-ester or a carbamic acid,Z means the residue required to complete a saturated or partially unsaturated 5- or 6-membered carbocyclic ring which is optionally substituted and/or provided with a further fused ring or ring system.
    Type: Grant
    Filed: July 11, 1997
    Date of Patent: January 11, 2000
    Assignee: Agfa-Gevaert AG
    Inventors: Hans Langen, Heinrich Odenwalder, Uwe Dahlhaus
  • 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: 6010839
    Abstract: 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.
    Type: Grant
    Filed: June 26, 1998
    Date of Patent: January 4, 2000
    Assignee: Eastman Kodak Company
    Inventors: Michael W. Crawley, Krishnan Chari, Allan F. Sowinski
  • 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: 5998123
    Abstract: A silver halide light-sensitive color photographic material is disclosed. A coupler represented by the formula is used.
    Type: Grant
    Filed: April 28, 1998
    Date of Patent: December 7, 1999
    Assignee: Konica Corporation
    Inventors: Shinri Tanaka, Michiko Nagato
  • 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: 5989798
    Abstract: A photographic element comprises: (a) a support; and (b) at least one silver halide emulsion layer; wherein said emulsion layer contains (c) at least one magenta dye-forming pyrazolone DIR coupler of structure I; and (d) at least one magenta dye-forming imaging coupler of structure II, structure IIIa or structure IIIb, below: ##STR1## wherein the substituents are as defined in the specification.
    Type: Grant
    Filed: December 19, 1997
    Date of Patent: November 23, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, Jerrold N. Poslusny, David A. Steele
  • Patent number: 5981157
    Abstract: A silver halide light-sensitive color photographic material comprising containing a coupler is disclosed.
    Type: Grant
    Filed: December 23, 1996
    Date of Patent: November 9, 1999
    Assignee: Konica Corporation
    Inventors: Shinri Tanaka, Michiko Nagato
  • 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: 5958662
    Abstract: A photographic element, comprises a support bearing one or more silver halide emulsions and one or more pyrazolone magenta dye-forming DIR couplers of structure I or II: wherein:the R.sub.1 substituents are individually selected from the group consisting of halogen atoms and alkyl, phenyl, alkoxy, phenoxy, carbonamido, sulfonamido, carbamoyl, alkoxycarbonyl, aryloxcarbonyl, and trifluoromethyl groups;n is 1 to 5;R.sub.2 is an alkyl group or a phenyl group; andR.sub.3 is a substituent containing at least 2 carbon atoms and selected from the group consisting of an alkylthio group, an arylthio group, an alkoxy group, an phenoxy group or a carbonamido group of the formula: --NHCOR.sub.4, wherein R.sub.4 is an alkyl group, a phenyl group, an alkoxy group or a phenoxy group.
    Type: Grant
    Filed: March 25, 1997
    Date of Patent: September 28, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, David A. Steele, Jerrold N. Poslusny
  • 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: 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: 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: 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: 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: 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: 5821043
    Abstract: This invention provides a photographic element comprising a support bearing one or more silver halide emulsions and one or more pyrazolone magenta dye-forming DIR couplers of structure I: ##STR1## wherein: the R.sub.1 substituents are individually selected from halogen atoms and alkyl, phenyl, alkoxy, phenoxy, alkylthio, carbonamido, sulfonamido, carbamoyl, alkoxycarbonyl, and aryloxycarbonyl groups;n is 0 to 5;R.sub.2 is an alkyl group or a phenyl group; andR.sub.3 is an alkylthio group, an arylthio group, an alkoxycarbonyl group or an aryloxycarbonyl group.
    Type: Grant
    Filed: December 30, 1996
    Date of Patent: October 13, 1998
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, David A. Steele, Jerrold N. Poslusny
  • 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: 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: 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: 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: 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: 5677118
    Abstract: The invention provides a photographic element comprising a support bearing at least one silver halide emulsion layer having associated therewith a 5-pyrazolone photographic coupler represented by the formula (I): ##STR1## wherein a) substituents G.sup.1, G.sup.2 and G.sup.3 are individually selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, aryloxy, acylamino, alkylthio, arylthio, sulfonamido, sulfamoyl, sulfamido, carbamoyl, diacylamino, alkoxycarbonyl, aryloxycarbonyl, alkoxysulfonyl, aryloxysulfonyl, alkylsulfonyl, alkylsulfoxyl, arylsulfoxyl, arylsulfonyl, alkoxycarbonylamino, aryloxycarbonylamino, alkylureido, arylureido, acyloxy, nitro, cyano, and carboxy groups;b) a and b are individually integers from 0 to 5, provided that the sum of the sigma values for G.sup.1 and G.sup.2 is at least 1.3; and c is an integer from 0 to 4;c) Z is a group of the formula (II): ##STR2## wherein R.sup.
    Type: Grant
    Filed: May 10, 1996
    Date of Patent: October 14, 1997
    Assignee: Eastman Kodak Company
    Inventors: Paul Patrick Spara, Sundaram Krishnamurthy, Stanley Wray Cowan, Ruthann M. McGarry
  • Patent number: 5670306
    Abstract: The invention provides a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a 1-aryl-2-pyrazolin-5-one coupler bearing a 4-aryloxy coupling-off group containing a group capable of releasing a photographically useful group (PUG) wherein:(1) the 1-aryl-2-pyrazolin-5-one ring contains a 3-cyano substituent or a substituent linked to the 3-position by an acyl group, thio group, sulfoxide group, sulfone group, or a tetrahedral carbon atom which tetrahedral carbon atom has bonded thereto three other atoms or substituent groups for which the sum of the .sigma.* values is at least 1.5; and(2) the 4-aryloxy coupling-off group:(a) contains ring substituents selected so that the sum of the Hammett's sigma constants for all substituents on the aryloxy ring is at least 0.
    Type: Grant
    Filed: October 15, 1996
    Date of Patent: September 23, 1997
    Assignee: Eastman Kodak Company
    Inventors: Jerrold Neal Poslusny, Lawrence G. Anderson, Jared Ben Mooberry, Wojciech Kazimierz Slusarek, Zheng Zi Wu
  • 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: 5663040
    Abstract: Silver halide photographic element comprising a support and at least one silver halide emulsion layer having therein a 2-equivalent 5-pyrazolone magenta coupler represented by the formula: ##STR1## wherein a represents an integer from 0 to 3,b represents an integer from 0 to 2,R.sub.1 and R.sub.2 are each individually hydrogen, alkyl, alkoxy, halogen, aryl, aryloxy, acylamino, sulfonamido, sulfamoyl, carbamoyl, arylsulfonyl, aryloxycarbonyl, alkoxycarbonyl, alkoxysulfonyl, aryloxysulfonyl, alkylureido, arylureido, nitro, cyano, hydroxyl or carboxy group,R.sub.3 is halogen atom, alkyl or aryl group,X is a direct link or a linking group,Ball is a ballasting group which renders a group to which is attached non-diffusible in photographic coatings, andthe sum of the sigma values of R.sub.1, R.sub.3 and X-Ball is less than 1.3.
    Type: Grant
    Filed: February 22, 1996
    Date of Patent: September 2, 1997
    Assignee: Imation Corp
    Inventors: Massimo Bertoldi, Enzo Coraluppi, Anna Marie Canuti, Ferdinando Orengo
  • 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: 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: 5622818
    Abstract: A multilayer silver halide color photographic element comprising a support bearing a light-sensitive silver halide emulsion layer and a non-diffusible yellow-colored magenta dye-forming masking coupler wherein the masking coupler is a 2'-hydroxy-5'-substituted-4-phenylazo-5-pyrazolone. The masking coupler has good coupling activity and desirable hues, and can be obtained in good yields by simple syntheses.
    Type: Grant
    Filed: November 29, 1995
    Date of Patent: April 22, 1997
    Assignee: Eastman Kodak Company
    Inventors: Daniel L. Kapp, Janet N. Younathan, Robert J. Ross, James P. Merrill
  • 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: 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: 5610003
    Abstract: An improved photographic element comprises a support bearing at least one silver halide emulsion layer having associated therewith a two-equivalent 5-pyrazolone magenta-dye-forming coupler. The coupler has a coupling-off group in the 4-position and an activity-modifying ballasting group in the 3-position. The ballasting group includes a hydrogen-bonding substituent and provides a unique combination of steric, hydrophobic and conformational properties which allows the coupling activity to be controlled.
    Type: Grant
    Filed: July 10, 1995
    Date of Patent: March 11, 1997
    Assignee: Eastman Kodak Company
    Inventor: Barbara B. Lussier
  • Patent number: 5605787
    Abstract: Magenta image-dye couplers provide photographic elements and processes having superior photographic properties. The couplers are 3-anilino pyrazolone couplers having an aryl thio coupling-off group. The substituents of the coupler are specified to obtain advantageous properties.
    Type: Grant
    Filed: March 8, 1995
    Date of Patent: February 25, 1997
    Assignee: Eastman Kodak Company
    Inventors: John L. Pawlak, David S. Bailey, William R. Schleigh, Charles E. Romano, Jr., Paul B. Merkel, Sundaram Krishnamurthy