Substituted At Coupling Position With Other Than Hydrogen Patents (Class 430/553)
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Patent number: 6194132Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan coupler having the formula: wherein: V is a sulfone or sulfoxide containing group; Y is H or a coupling-off group; W2 represents the atoms necessary to complete a carbocyclic or heterocyclic ring group; each Z″, Z* and Z# is an independently selected substituent group where n and r are independently 0 to 4 and p is 0 to 2; and X is a halogen atom, and s is 1 to 5; provided that the combined sum of the aliphatic carbon atoms in V, all Z″, all Z#, and all Z* is at least 8. The element exhibits improved cyan dye stability.Type: GrantFiled: December 28, 1999Date of Patent: February 27, 2001Assignee: Eastman Kodak CompanyInventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Patent number: 6190851Abstract: Disclosed is a photographic element complising a light sensitive silver halide emulsion layer having associated therewith a cyan dye forming coupler having Formula (I): wherein R1 and R3 independently represent hydrogen or an alkyl group; R2 represents a carbocyclic or heterocyclic aromatic group; n represents 1, 2, or 3; each X is an independently selected substituent where at least one X located at a position of the phenyl ring meta or para to the sulfonyl group and is either an alkoxy group having a branched carbon or an aiyloxy group; and Z represents hydrogen or a group that can be split off by the reaction of the coupler with an oxidized color-developing compound; provided that the substituents of the compound of formula (I) are selected so that the compound has a melting point of 160° C. or less. The element provides improved phase stability during manufacturing while exhibiting satisfactory hue and dye light stability.Type: GrantFiled: December 28, 1999Date of Patent: February 20, 2001Assignee: Eastman Kodak CompanyInventors: John W. Harder, James S. Honan, Albert J. Mura
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Patent number: 6190850Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan “NB coupler” having the formula (I): wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye for which the left bandwidth (LBW) using spin-coating is at least 5 nm less than that of the same dye in solution form; Y is H or a coupling-off group; each Z″ and Z* is an independently selected substituent group where n is 1 to 4 and p is 0 to 2; W2 represents the atoms necessary to complete a carbocyclic or heterocyclic ring group; and V is a sulfone or sulfoxide containing group; provided that the combined sum of the aliphatic carbon atoms in V, all Z″ and all Z* is at least 8; and the sum of the aliphatic carbon atoms in all Z″ substituents combined is at least 6; provided further that when W2 forms a carbocyclic aromatic ring, at least one Z″ is selected from the group consisting of alkType: GrantFiled: December 28, 1999Date of Patent: February 20, 2001Assignee: Eastman Kodak CompanyInventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Patent number: 6190852Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan dye-forming coupler represented by Formula (I): wherein: each R1 and R3 is an independently selected substituent, m is 0 to 5, and p is 0 to 2; X is hydrogen or a coupling-off group; W and W2 represent the atoms necessary to complete rings; and R2 is an alkyl or aryl group. The element provides desirable hue properties and ease of synthesis.Type: GrantFiled: December 28, 1999Date of Patent: February 20, 2001Assignee: Eastman Kodak CompanyInventors: Albert J. Mura, Raymond P. Scaringe, John W. Harder
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Patent number: 6183932Abstract: There is provided a silver halide photosensitive material for color photography which can stably form an image having high quality through a process that is simple, quick and causes less environmental damage. A photosensitive material comprising a substrate carrying thereon a photographic constituent layer containing at least one photographic photosensitive layer containing a photosensitive silver halide, wherein said photosensitive material comprises a compound represented by one of the following general formulae [I], [II] and [III] and further comprises at least one silver halide emulsion in which the variation coefficient of particle size of contained silver halide particle is 20% or less and the variation coefficient of a halogen composition between particles is 25% or less. In the formulae, Z represents a carbamoyl group, an acyl group, or the like, and Q represents an atom group forming an unsaturated ring with C. R1 to R4 represent a hydrogen atom or a substituent.Type: GrantFiled: January 26, 1999Date of Patent: February 6, 2001Assignee: Fuji Photo Film Co., Ltd.Inventors: Masahiro Asami, Hideaki Naruse
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Patent number: 6180331Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan “NB coupler” having the formula (I): wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye for which the left bandwidth (LBW) using spin-coating is at least 5 nm less than that of the same dye in solution form; Y is H or a coupling-off group; each Z″ and Z* is an independently selected substituent group where n is 1 to 4 and p is 0 to 2; W2 represents the atoms necessary to complete a carbocyclic ring group; and V is a substituent containing a heterocyclic sulfone or sulfoxide group; provided that the combined sum of the aliphatic carbon atoms in V, all Z″ and all Z* is at least 8. The element exhibits improved cyan dye hue.Type: GrantFiled: December 28, 1999Date of Patent: January 30, 2001Assignee: Eastman Kodak CompanyInventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Patent number: 6171771Abstract: This invention comprises a photographic element having a support bearing one or more silver halide emulsions and one or more DIR couplers of structure I or II below: wherein: Z is a moiety which can react with oxidized developer to release a coupling-off group; R1 is a hydrogen atom or a substituent selected from the group consisting of halogen atom, alkyl, aryl, alkoxy, alkylthio, arylthio, amino, alkylamino, arylamino, carbonamido, carbamoyl, alkoxycarbonyl, aryloxycarbonyl, aryloxy, arylcarbonyl, alkylcarbonyl, sulphonyl and sulphonamido groups; each of the R2 substituents is a halogen atom or a substituent selected from the group consisting of alkyl, aryl, alkoxy, alkylthio, arylthio, amino, alkylamino, arylamino, carbonamido, carbamoyl, alkoxycarbonyl, aryloxycarbonyl, aryloxy, arylcarbonyl, alkylcarbonyl, sulphonyl and sulphonamido groups; X represents the atoms required to make a second ring which is aromatic and contains at least one nitrogen atom; and n is between 0 and the numType: GrantFiled: March 25, 1997Date of Patent: January 9, 2001Assignee: Eastman Kodak CompanyInventors: Paul B. Merkel, Philip A. Allway, David A. Steele, Jerrold N. Poslusny
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Patent number: 6159672Abstract: The invention provides a multilayered color photographic element and associated image forming process wherein the element comprises a support having coated thereon photographic silver halide emulsion layers said layers including at least two blue sensitive layers, the blue sensitive layers being the emulsion layers farthest from the support, whereinthe first of said blue sensitive layers is the most sensitive blue layer and is the emulsion layer farthest from the support, the first blue sensitive layer being extremely starved of dye-forming coupler, the second blue sensitive layer being contiguous said first blue sensitive layer.Type: GrantFiled: October 8, 1993Date of Patent: December 12, 2000Assignee: Eastman Kodak CompanyInventors: John Brian Rieger, James Anthony Friday
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Patent number: 6146820Abstract: This invention comprises a photographic element having a support bearing at least one silver halide emulsion and at least one DIR coupler of structure I: ##STR1## wherein: Z is a moiety which can react with oxidized developer to release a coupling-off group;R.sub.1 is selected from the substituents shown in formulas II, III, IV and V:II --SCH.sub.2 CO.sub.2 R.sub.2, III --NHCOR.sub.3, IV --OCH.sub.2 CO.sub.2 R.sub.4, V --OR.sub.5 ;R.sub.2 is an alkyl group with at least 3 carbon atoms or an aryl group with at least 7 carbon atoms;R.sub.3 is an alkyl or alkoxy group with at least 4 carbon atoms or an aryl or phenoxy group with at least 7 carbon atoms; andR.sub.4 and R.sub.5 are alkyl groups with at least 4 carbon atoms or aryl groups.Type: GrantFiled: December 11, 1998Date of Patent: November 14, 2000Assignee: Eastman Kodak CompanyInventors: Paul B. Merkel, Philip A. Allway, David A. Steele, Jerrold N. Poslusny
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Patent number: 6132947Abstract: Disclosed is a photographic element comprising at least one light sensitive silver halide emulsion layer having associated therewith: (A) a phenolic cyan dye-forming "NB coupler";(B) a high boiling solvent having Formula (II):R.sup.3 OO--C--(--G--)--C--OO--R.sup.4 (II)wherein:R.sup.3 and R.sup.4 represent independently selected alkyl or aryl groups; andG represents an alkyl (including cycloalkyl and aralkyl) containing linking group; and(C) a stabilizer having Formula (III): ##STR1## wherein each Y is an independently selected substituent and m is 0 to 4; andeach T is an independently selected substituent and p is 0 to 4.Type: GrantFiled: March 10, 1999Date of Patent: October 17, 2000Assignee: Eastman Kodak CompanyInventors: James S. Honan, Rakesh Jain, John W. Harder, William J. Begley
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Patent number: 6127107Abstract: 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: GrantFiled: February 2, 2000Date of Patent: October 3, 2000Assignee: Eastman Kodak CompanyInventors: Adrian J. Codling, John R. Fyson
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Patent number: 6120981Abstract: 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: GrantFiled: December 31, 1998Date of Patent: September 19, 2000Assignee: Eastman Kodak CompanyInventors: David Hoke, Jared B. Mooberry, Kathleen M. Yahn, Kevin P. Dockery, David T. Southby
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Patent number: 6110658Abstract: Disclosed is a photographic element having a reduced rate of crystal formation comprising a silver halide emulsion layer having associated therewith:(a) a phenolic cyan dye-forming "NB coupler";(b) a first high boiling solvent having Formula (IV):G--C--OO--R.sup.1 (IV)wherein:R.sup.1 is an alkyl or aryl groups; andG is an alkyl (including cycloalkyl and aralkyl) containing linking group; and(c) one or more second high boiling solvents selected from phosphates, phosphonates, phosphine oxides, sulfoxides, and carbonamides, said second high boiling solvent being present in amounts (by weight) sufficient to reduce crystal formation in a dispersion of the coupler compared to a dispersion of the same coupler in a dispersion where the second solvent is replaced with a like amount of the first solvent.Type: GrantFiled: March 10, 1999Date of Patent: August 29, 2000Assignee: Eastman Kodak CompanyInventors: James S. Honan, Raymond P. Scaringe, Thomas A. Rosiek
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Patent number: 6096494Abstract: A color photographic element includes a support, a silver halide emulsion layer, and associated therewith a phenolic dye-forming coupler having the formula ##STR1## wherein R.sup.1 represents hydrogen, a straight or branched chain alkyl group having 1 to about 20 carbon atoms, a cycloalkyl group having about 3 to 8 carbon atoms in the ring, or an aryl group having 6 to about 20 carbon atoms;R.sup.2 represents hydrogen or a substituent;R.sup.3 represents hydrogen, halogen, or alkyl, cycloalkyl or aryl groups as defined for R.sup.1 ;R.sup.4 represents a fluorosubstituted alkyl group having 1 to about 20 carbon atoms, a fluorosubstituted cycloalkyl group having about 3 to 8 carbon atoms, or a fluorosubstituted aryl group having 6 to about 20 carbon atoms;R.sup.5 represents hydrogen or a substituent; X represents hydrogen or a coupling-off group; Z represents carbon atoms or hetero atoms necessary to complete a 5-,6-, or 7-membered ring; m is 0 to 3; and n is 0 to 4.Type: GrantFiled: December 11, 1998Date of Patent: August 1, 2000Assignee: Eastman Kodak CompanyInventors: Ping-Wah Tang, Margaret D. Steele
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Patent number: 6074809Abstract: A color photographic silver halide material having a support, at least one photosensitive silver halide emulsion layer and a polymeric cyan coupler associated with the photosensitive silver halide emulsion layer, which coupler contains polymerised units of the formula (I) ##STR1## in which X means a hydrogen atom or a group eliminable under chromogenic development conditions,R.sub.1 means a hydrogen or halogen atom, an optionally substituted alkyl, aryl or acylamino group,R.sub.2 means an optionally substituted alkyl, aryl or heterocyclic group andn means a number from 0 to 3, is distinguished by improved stability of the cyan dye.Type: GrantFiled: December 9, 1998Date of Patent: June 13, 2000Assignee: Agfa-Gevaert N.V.Inventors: Lydia Simon, Gunter Helling, Beate Weber
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Patent number: 6033841Abstract: 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: GrantFiled: March 6, 1998Date of Patent: March 7, 2000Assignee: AGFA-Gevaert NVInventors: Peter Bell, Hans-Ulrich Borst, Ralf Buscher, Jorg Siegel, Rainer Scheerer, Heinz Schutz
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Patent number: 6022680Abstract: 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 emulsion layer contains at least one cyan dye forming coupler and at least one polymer latex represented by the following formula (I):--(A).sub.x --(B).sub.y -- (I)wherein A represents a repeating unit derived from at least one ethylenically unsaturated monomer having at least one --COOM group (wherein M represents a hydrogen atom or a cation) in its molecule; B represents a repeating unit derived from at least one ethylenically unsaturated monomer which does not have the --COOM group; and x and y represent weight percentages of A and B, respectively, x represents a number of from 25 to 85, y represents a number of from 75 to 15, and x+y=100.Type: GrantFiled: June 11, 1997Date of Patent: February 8, 2000Assignee: Fuji Photo Film Co., Ltd.Inventors: Junichi Yamanouchi, Masashi Ogiyama, Osamu Takahashi
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Patent number: 6013421Abstract: 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: GrantFiled: July 18, 1997Date of Patent: January 11, 2000Assignee: Fuji Photo Film Co., Ltd.Inventors: Koki Nakamura, Kazuhiko Matsumoto
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Patent number: 6010809Abstract: A silver halide light-sensitive color photographic material is disclosed. The material comprises thermotropic low molecular crystal. The material is improved in light fastness of a dye image and dye-forming efficiency.Type: GrantFiled: June 10, 1998Date of Patent: January 4, 2000Assignee: Konica CorporationInventors: Fumio Ishii, Shinichi Daiba, Tomohiro Oshiyama, Shigeto Hirabayashi, Yoshiko Iwai
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Patent number: 6007974Abstract: 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: GrantFiled: February 6, 1998Date of Patent: December 28, 1999Assignee: Eastman Kodak CompanyInventors: William J. Begley, Frank D. Coms, Teh-Hsuan Chen, Donald Singleton, Jr.
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Patent number: 6007975Abstract: A silver halide color photographic light-sensitive material is disclosed. The red sensitive silver halide emulsion layer contains at least one cyan coupler represented by the formula (1) or (2) and at least one cyan coupler represented by formula C-1, ##STR1## the symbols are defined in the specification.Type: GrantFiled: January 8, 1998Date of Patent: December 28, 1999Assignee: Konica CorporationInventors: Atsushi Tomotake, Yoshiko Iwai
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Patent number: 6004738Abstract: The invention provides a photographic element comprising a light sensitive silver halide emulsion layer containing a cyan dye-forming coupler of formula (I), a phenolic solvent of formula (II) and a bisphenol derivative compound of formula (III): wherein the substituents are as defined herein the specification.Type: GrantFiled: October 30, 1997Date of Patent: December 21, 1999Assignee: Eastman Kodak CompanyInventors: Philip T. Lau, Stanley W. Cowan, David Clarke, Llewellyn J. Leyshon
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Patent number: 5981159Abstract: 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: GrantFiled: December 23, 1997Date of Patent: November 9, 1999Assignee: Eastman Kodak CompanyInventors: Ralph Bendt Nielsen, David Francis Bates, Brian Thomas
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Patent number: 5965322Abstract: There is disclosed a silver halide color photographic light-sensitive material that contains, in photographic constitutional layers on a support, a hydrazine-series reducing agent for color formation, and a phenol-series magenta coupler having an acylamino group at the 5-position, and/or a naphthol-series cyan coupler having an amido group at the 5-position. The light-sensitive material makes low-replenishment and low-discharge processing possible, and exhibits good color reproducibility and good color-forming property.Type: GrantFiled: February 18, 1997Date of Patent: October 12, 1999Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshiyuki Makuta, Koki Nakamura, Kiyoshi Takeuchi
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Patent number: 5965342Abstract: 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: GrantFiled: October 30, 1997Date of Patent: October 12, 1999Assignee: Eastman Kodak CompanyInventors: Philip T. Lau, Stanley W. Cowan
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Patent number: 5962198Abstract: A photographic element comprising a light sensitive silver halide emulsion layer having associated therewith a cyan dye forming coupler having Formula (I): ##STR1## wherein R.sub.1 represents hydrogen or an alkyl group;R.sub.2 represents a phenyl group having an electron withdrawing group having a Hammett's Sigma value greater than 0 in a position meta or para to the amido group and has no group having a Hammett's Sigma value greater than 0 in a position ortho to the amido group;n represents 1, 2, or 3;each X is located at a position of the phenyl ring meta or para to the sulfonyl group and is independently selected from the group consisting of alkyl, alkenyl, alkoxy, aryloxy, acyloxy, acylamino, sulfonyloxy, sulfamoylamino, sulfonamido, ureido, oxycarbonyl, oxycarbonylamino, and carbamoyl groups; andZ represents a hydrogen atom or a group which can be split off by the reaction of the coupler with an oxidized color developing agent.Type: GrantFiled: September 18, 1997Date of Patent: October 5, 1999Assignee: Eastman Kodak CompanyInventors: Philip T. Lau, Stanley W. Cowan, Louis J. Rossi
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Patent number: 5948607Abstract: 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: GrantFiled: September 18, 1997Date of Patent: September 7, 1999Assignee: Fuji Photo Film Co., Ltd.Inventors: Osamu Uchida, Kozo Sato, Toshio Kawagishi, Akira Ikeda
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Patent number: 5945268Abstract: 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: GrantFiled: August 21, 1997Date of Patent: August 31, 1999Assignee: Konica CorporationInventors: Koji Daifuku, Hiroyuki Yasukawa, Kohichi Takabe, Ryohei Iwamoto, Satoru Ikesu
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Patent number: 5935773Abstract: 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: GrantFiled: April 29, 1996Date of Patent: August 10, 1999Assignee: Agfa-Gevaert AGInventors: Jorg Hagemann, Gunter Helling
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Patent number: 5932407Abstract: A color photographic element comprising a film support and a first radiation-sensitive layer further includes an oxidized developer-scavenging naphtholic coupler that is substantially immobilized in the element but forms a dye that can be removed from the material during photographic processing. The naphtholic coupler, which comprises a dye-forming moiety and a ballasted, substantially photographically inert coupling-off moiety, has the structure ##STR1## where R.sup.1 and R.sup.2 each independently represents hydrogen, an alkyl group, an alkoxyalkyl group, or a hydroxyalkyl group, R.sup.1 and R.sup.2 together containing a total of up to 4 carbon atoms; R.sup.3 represents hydrogen, halo, or an alkoxy, an alkylcarbonamido, an alkylsulfonamido, a carbamoyl, or a sulfamoyl group containing up to 4 carbon atoms; R.sup.1, R.sup.2, and R.sup.Type: GrantFiled: April 30, 1997Date of Patent: August 3, 1999Assignee: Eastman Kodak CompanyInventors: William J. Begley, Stephen P. Singer, Allan F. Sowinski
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Patent number: 5888716Abstract: 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: GrantFiled: August 20, 1996Date of Patent: March 30, 1999Assignee: Eastman Kodak CompanyInventors: James Lawrence Edwards, Philip T. S. Lau, Stanley Wray Cowan
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Patent number: 5879871Abstract: 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: GrantFiled: April 11, 1997Date of Patent: March 9, 1999Assignee: Konica CorporationInventors: Satoru Ikesu, Vladimir F. Rudchenko, Yutaka Kaneko
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Patent number: 5846698Abstract: 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: GrantFiled: January 30, 1997Date of Patent: December 8, 1998Assignee: Fuji Photo Film Co., Ltd.Inventors: Masashi Ogiyama, Toshihiro Nishikawa, Seiji Ichijima
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Patent number: 5834166Abstract: The invention provides a photographic element which comprises a light-sensitive silver halide emulsion layer having associated therewith a cyan dye-forming coupler having the formula: ##STR1## wherein: each R.sub.1 independently represents an alkyl or aryl group;R.sub.2 represents a linear or branched alkyl group of 1 to 20 carbon atoms;R.sub.3 is selected from the group consisting of an alkyl group, an aryl group, a perfluoroalkyl group, or an arylamino group; andZ represents a hydrogen atom or a group capable of being split off by oxidized color developer.The element of the invention exhibits improved cyan dye light stability.Type: GrantFiled: October 31, 1996Date of Patent: November 10, 1998Assignee: Eastman Kodak CompanyInventors: Philip T.S. Lau, Stanley W. Cowan, David Hoke
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Patent number: 5830628Abstract: 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: GrantFiled: July 10, 1996Date of Patent: November 3, 1998Assignee: Agfa-GeuaertInventors: Hans-Ulrich Borst, Detlef Brennecke, Ralf Buscher, Johannes Willsau, Peter Bell
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Patent number: 5789146Abstract: 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: GrantFiled: August 15, 1996Date of Patent: August 4, 1998Assignee: Eastman Kodak CompanyInventors: David Darrell Miller, Paul Barrett Merkel, Raymond Peter Scaringe
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Patent number: 5759757Abstract: 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: GrantFiled: October 17, 1996Date of Patent: June 2, 1998Assignee: Eastman Kodak CompanyInventors: William James Begley, Frank D. Coms, Daniel L. Kapp
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Patent number: 5728513Abstract: 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: GrantFiled: February 22, 1996Date of Patent: March 17, 1998Assignee: Konica CorporationInventors: Hiroshi Okusa, Yasuhiko Kawashima
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Patent number: 5726003Abstract: Silver halide photographic light-sensitive elements comprising a support having coated thereon a coupler dispersion containing layer comprising phenolic cyan dye forming couplers of Formula I and a high boiling organic solvent of Formulas II-V as defined in the specification, wherein the weight ratio in said layer of solvent of formulas II-V relative to coupler of formula I is from 0.1 to 0.5. Such elements provide relatively high cyan coupler reactivity to obtain satisfactory cyan dye density upon processing of the photographic material.Type: GrantFiled: August 15, 1996Date of Patent: March 10, 1998Assignee: Eastman Kodak CompanyInventors: Paul Leo Zengerle, Allan Francis Sowinski
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Patent number: 5726002Abstract: The invention provides a photographic element comprising a light sensitive silver halide emulsion layer having associated therewith a cyan coupler represented by formula (I) in combination with a phenolic solvent represented by formula (II): ##STR1## wherein: R.sub.3 represents an alkyl group of 2 to 15 carbon atoms;R.sub.4 and R.sub.5 each independently represents a hydrogen atom, an alkyl group or an aryl group;R.sub.6 represents an alkyl or aryl group;X represents a halogen atom; andZ represents a hydrogen atom or a group capable of being split off by oxidized color developer; andeach R independently represents a substituent while q represents an integer from 1 to 3;provided that all R groups taken together contain at least 8 carbon atoms.Type: GrantFiled: June 10, 1996Date of Patent: March 10, 1998Assignee: Eastman Kodak CompanyInventors: Philip T. S. Lau, Stanley Wray Cowan
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Patent number: 5719017Abstract: 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: GrantFiled: October 17, 1996Date of Patent: February 17, 1998Assignee: Eastman Kodak CompanyInventors: William James Begley, Frank Dino Coms, Teh-Hsuan Chen, Donald Singleton, Jr.
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Patent number: 5709987Abstract: 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: GrantFiled: October 17, 1996Date of Patent: January 20, 1998Assignee: Eastman Kodak CompanyInventors: William James Begley, Frank D. Coms, Teh-Hsuan Chen
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Patent number: 5686235Abstract: A photographic element comprises a light sensitive silver halide emulsion layer having associated therewith a cyan dye forming coupler having Formula (I): ##STR1## wherein R.sub.1 represents hydrogen or an alkyl group;R.sub.2 represents an alkyl group or an aryl group;n represents 1, 2, or 3;each X is located at a position of the phenyl ring meta or para to the sulfonyl group and is independently selected from the group consisting of alkyl, alkenyl, alkoxy, aryloxy, acyloxy, acylamino, sulfonyloxy, sulfamoylamino, sulfonamido, ureido, oxycarbonyl, oxycarbonylamino, and carbamoyl groups; andZ represents a hydrogen atom or a group which can be split off by the reaction of the coupler with an oxidized color developing agent.The element forms a dye upon development which has a desirably low wavelength of maximum absorbance and low unwanted green absorbance.Type: GrantFiled: August 20, 1996Date of Patent: November 11, 1997Assignee: Eastman Kodak CompanyInventors: Philip T. S. Lau, Stanley Wray Cowan, Louis Joseph Rossi
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Patent number: 5681690Abstract: The invention provides a photographic light sensitive silver halide emulsion layer having associated therewith a phenolic dye-forming coupler having the formula: ##STR1## wherein: R.sup.1 and R.sup.2 are independently selected from hydrogen and alkyl or aryl groups;R.sup.3 is a substituent group containing .beta. to the carbonyl carbon of the coupler nucleus the group --S(O).sub.n -- where n is 0 to 2;R.sup.4 is an aliphatic or aromatic group containing fluoride;R.sup.5 is hydrogen or a substituent group; andZ is hydrogen or a coupling-off group.The invention also provides a coupler compound, a photographic element containing the emulsion layer of the invention, and an imaging process.Type: GrantFiled: March 27, 1996Date of Patent: October 28, 1997Assignee: Eastman Kodak CompanyInventors: Ping-Wah Tang, Thomas H. Jozefiak
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Patent number: 5681689Abstract: The invention provides a photographic material comprising at least one light sensitive silver halide emulsion layer having associated therewith a yellow dye forming coupler having formula (I) or (II): ##STR1## wherein R represents an aromatic or heterocyclic group containing a group ionizable at pH 10 that is in conjugation with the double bond between the carbons to which A and X are respectively bonded through a .pi.-electron network;A is selected from the group consisting of hydrogen, a cyano group, an alkyl group, an aryl group, an alkylsulfonyl group, and an arylsulfonyl group;B is an alkyl group or an aryl group; andX represents hydrogen or a group capable of being split off upon coupling with oxidized color developer.Type: GrantFiled: May 10, 1996Date of Patent: October 28, 1997Assignee: Eastman Kodak CompanyInventors: Philip T. S. Lau, Stanley Wray Cowan
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Patent number: 5674666Abstract: The invention provides a photographic element which comprises a light-sensitive silver halide emulsion layer having associated therewith a cyan dye-forming coupler having the formula: ##STR1## wherein: R.sub.1 represents an alkyl or aryl group;R.sub.2 represents an alkyl group of 2 to 4 carbon atoms;Ar represents an aryl group; andZ represents a hydrogen atom or a group capable of being split off by reaction of the coupler with an oxidized color developing agent.Such elements provide an improved cyan dye hue upon development.Type: GrantFiled: October 31, 1996Date of Patent: October 7, 1997Assignee: Eastman Kodak CompanyInventors: Philip T. Lau, Louis J. Rossi, Stanley W. Cowan
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Patent number: 5670302Abstract: A photographic element comprises a light sensitive silver halide emulsion layer having associated therewith a magenta coupler represented by formula (I): ##STR1## wherein: R.sub.1 represents a hydrogen atom or an alkyl group;R.sub.2 represents an alkyl group;Ar represents a phenyl or naphthyl group;X represents a substituent and "n" represents an integer of from 1 to 5; andZ represents a hydrogen atom or a group which can be split off by the reaction of the coupler with an oxidized color developing agent.The described naphtholic coupler provides a magenta dye image rather than the cyan dye image common to naphtholic couplers.Type: GrantFiled: June 16, 1996Date of Patent: September 23, 1997Assignee: Eastman Kodak CompanyInventors: Philip T. S. Lau, Louis Joseph Rossi, Stanley Wray Cowan
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Patent number: 5670301Abstract: 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: GrantFiled: January 24, 1996Date of Patent: September 23, 1997Assignee: Eastman Kodak CompanyInventors: William James Begley, Teh Hsuan Chen, Frank Dino Coms, Donald Singleton, Jr.
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Patent number: 5658717Abstract: Multilayer silver halide color photographic element comprising a support having thereon at least a blue sensitive silver halide emulsion layer containing a yellow dye-forming coupler, at least a green-sensitive silver halide emulsion layer containing a magenta dye-forming coupler, and at least a red-sensitive silver halide emulsion layer containing a cyan dye-forming coupler, said red-sensitive layer or a gelatin interlayer adjacent said red-sensitive layer containing a non-diffusible, non-coupling magenta colored azo dye.Type: GrantFiled: December 22, 1995Date of Patent: August 19, 1997Assignee: Imation Corp.Inventors: Anna Maria Canuti, Roberto Sardelli, Massimo Bertoldi
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Patent number: 5658718Abstract: Multilayer silver halide color photographic element comprising a support having thereon at least a blue sensitive silver halide emulsion layer containing a yellow dye-forming coupler, at least a green-sensitive silver halide emulsion layer containing a magenta dye-forming coupler, and at least a red-sensitive silver halide emulsion layer containing a cyan dye-forming coupler, said red-sensitive layer containing a non-diffusible, cyan dye-forming magenta masking coupler.Type: GrantFiled: December 22, 1995Date of Patent: August 19, 1997Assignee: Imation CorpInventors: Anna Maria Canuti, Roberto Sardelli, Massimo Bertoldi