Linking Six-membered Hetero To Five-membered Hetero Patents (Class 430/586)
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Patent number: 7291449Abstract: Disclosed is a silver halide photographic material which comprises at least one methine dye represented by the following formula (I): wherein Y represents a furan ring or a pyrrole ring, and Y may further be condensed with other 5- or 6-membered carbocyclic ring or heterocyclic ring, or may have a substituent; the bond between two carbon atoms in which Y is condensed may be a single bond or a double bond; Z represents an atomic group necessary to form a 5- or 6-membered nitrogen-containing heterocyclic ring, and Z may further be condensed with other 5- or 6-membered carbocyclic ring or heterocyclic ring; R represents a substituted or unsubstituted alkyl group, aryl group, or heterocyclic group; D represents a group necessary to form a methine dye; L1 and L2 each represents a methine group; p represents 0 or 1; M represents a counter ion; and m represents a number of 0 or higher necessary to neutralize the charge in the molecule.Type: GrantFiled: August 17, 2001Date of Patent: November 6, 2007Assignee: Fujifilm CorporationInventors: Tetsuo Nakamura, Takanori Hioki, Katsuhisa Ohzeki, Naoyuki Hanaki
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Patent number: 7052827Abstract: A silver halide photographic material including at least one methine dye represented by the following general formula (I) and at least one coupler represented by the following general formula (XX): wherein X1 and X2 each represents an oxygen atom, a sulfur atom, a selenium atom, a tellurium atom, or a nitrogen atom; Y1 represents a furan, pyrrole or thiophene ring which may be condensed with another 5- or 6-membered carbon ring or heterocycle or may have a substituent group; Y2 represents an atomic group necessary for forming a benzene ring or a 5- or 6-membered unsaturated heterocycle, which may be further condensed with another 5- or 6-membered carbon ring or heterocycle or may have a substituent group; a bond between two carbon atoms by which Y1 and Y2 are each condensed with the carbon ring or the heterocycle may be a single bond or a double bond; R1 and R2 each represents a substituted or unsubstituted alkyl, aryl or heterocyclic group; L1, L2 and L3 each represents a methine group; n1 represents 0 oType: GrantFiled: August 27, 2004Date of Patent: May 30, 2006Assignee: Fuji Photo Film Co., Ltd.Inventor: Tetsuo Nakamura
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Patent number: 6828087Abstract: A silver halide photographic material comprising at least one methine dye of formula (I) and at least one coupler of formula (X): wherein X1 and X2 each represents O, S, Se, Te, N or C; Y1 represents a furan, pyrrole or thiophene ring which may be condensed and substituted with the specific ring; Y2 represents an atomic group necessary for forming a benzene ring or a 5- or 6-membered unsaturated heterocycle; R1 and R2 each represents a substituted or unsubstituted alkyl, aryl or heterocyclic group; L1, L2 and L3 each represents a methine group; n1 represents 0 or 1; M1 represents a counter ion; and m1 represents a number of 0 or more necessary for neutralizing a charge in a molecule; wherein Z1 and Z2 each represents —C(Q3)═ or —N═; Q1 and Q3 each represents a hydrogen atom or a monovalent substituent group; Q2 represents a hydrogen atom or a coupling release group.Type: GrantFiled: September 23, 2002Date of Patent: December 7, 2004Assignee: Fuji Photo Film Co., Ltd.Inventor: Tetsuo Nakamura
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Patent number: 6815153Abstract: This invention relates to a silver halide photographic element comprising a support bearing a cyan dye image-forming unit comprised of at least one red-sensitive silver halide emulsion layer having associated therewith at least one cyan dye-forming coupler, a magenta dye image-forming unit comprising at least one green-sensitive silver halide emulsion layer having associated therewith at least one magenta dye-forming coupler, and a yellow dye image-forming unit comprising at least one blue-sensitive silver halide emulsion layer having associated therewith at least one yellow dye-forming coupler, wherein said photographic element has an ISO speed rating of 800 or greater and has an integrated RMS green granularity equal to or less than 11.2.Type: GrantFiled: January 17, 2003Date of Patent: November 9, 2004Assignee: Eastman Kodak CompanyInventors: James A. Friday, Roger A. Weiss, Anabisdally I. Bodden
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Patent number: 6770433Abstract: A high-sensitive silver halide photographic light-sensitive material is provided. A silver halide photographic light-sensitive material comprising a dye having a plurality of dye chromophores, which contains at least one dye where at least one of the dye chromophores is a methine dye chromophore containing a basic nucleus comprising a monocyclic heterocyclic ring.Type: GrantFiled: January 11, 2002Date of Patent: August 3, 2004Assignee: Fuji Photo Film Co., Ltd.Inventor: Takanori Hioki
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Patent number: 6750002Abstract: A process for preparing a concentrated photographic spectral sensitizing dye-water composition which comprises adding an anionic sensitizing dye to an aqueous medium in the substantial absence of organic solvent, and agitating the combined dye and aqueous medium, wherein the anionic dye forms a liquid-crystalline dye phase in the aqueous medium and the agitation is performed in the presence of a nonionic surfactant having an HLB of less than 12 and an aqueous solubility at 25° C. of greater than 10 ppm, which nonionic surfactant is in the aqueous medium at a level of from 10 to 1000 ppm. In a specific embodiment of the invention, where the viscosity (at 0.1 s−1 shear rate) of the dye-water composition in the absence of the nonionic surfactant would be greater than 100 cp and especially where such viscosity would be greater than 500 cp, the surfactant is preferably present at a level sufficient to substantially reduce air entrainment during agitation of the dye-water composition.Type: GrantFiled: January 28, 2002Date of Patent: June 15, 2004Assignee: Eastman Kodak CompanyInventors: James E. Novak, Jeffrey S. Baugher, Dirk J. Hasberg, Lloyd A. Lobo
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Patent number: 6649337Abstract: A heat-developable photosensitive material comprises: a support; a photosensitive silver halide; a non-photosensitive organic silver salt; a reducing agent for a silver ion; a binder; and a compound having specified structure.Type: GrantFiled: November 15, 2001Date of Patent: November 18, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Takanori Hioki, Katsumi Kobayashi
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Patent number: 6649336Abstract: A silver halide photographic light-sensitive material is disclosed, including at least one silver halide emulsion layer, wherein the silver halide grain contained in the emulsion layer is silver chloroiodide or silver chloroiodobromide having a silver chloride content of 90 mol % or more and a silver iodide content of 0.01 to 1.0 mol %, at least one hexacyano complex is doped in an amount of at least 1×10−7 mol % based on the total silver amount, and the emulsion layer contains a methine dye represented by the formula (I) as defined.Type: GrantFiled: September 25, 2001Date of Patent: November 18, 2003Assignee: Fuji Photo Film Co., LTDInventors: Katsuhisa Ohzeki, Tetsuo Nakamura
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Patent number: 6582894Abstract: A silver halide photographic emulsion is disclosed, comprising a silver halide grain having a spectral absorption maximum wavelength of less than 500 nm and a light absorption intensity of 60 or more or having a spectral absorption maximum wavelength of 500 nm or more and a light absorption intensity of 100 or more, wherein assuming that a maximum value of the spectral absorption factor of said emulsion by a sensitizing dye is Amax, the distance between the shortest wavelength showing 80% of Amax and the longest wavelength showing 80% of Amax is 20 nm or more and the distance between the shortest wavelength showing 50% of Amax and the longest wavelength showing 50% of Amax is 120 nm or less.Type: GrantFiled: March 10, 2000Date of Patent: June 24, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Takanori Hioki, Katsuhiro Yamashita, Katsumi Kobayashi, Takashi Katoh
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Patent number: 6566044Abstract: The present invention provides a silver halide photographic material that is excellent in photographic speed as well as image graininess and exhibits low residual color even after rapid processing. The silver halide photographic material contains a compound represented by formula (I) and a compound represented by formula (II), as defined.Type: GrantFiled: March 26, 2001Date of Patent: May 20, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Katsuhisa Ohzeki, Tetsuo Nakamura, Takanori Hioki
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Patent number: 6558893Abstract: This invention comprises a silver halide photographic material comprising at least one silver halide emulsion comprising silver halide grains having associated therewith a combination of two or more dyes comprising: (a) a first dye which is a cyanine dye of formula Ia and has a net charge of zero or −1 wherein the substituents are as defined in the specification; (b) a second dye which has at least one substituent that has a positive charge, and is a cyanine dye a merocyanine dye, arylidene dye, complex cyanine dye, complex merocyanine dye, homopolar cyanine dye, hemicyanine dye, styryl dye, hemioxonol dye, oxonol dye, anthraquinone dye, triphenylmethane dye, azo dye type, azomethines, or a coumarin dye, with the proviso that if the second dye is a cyanine dye, it is of formula IIa: wherein the substituents are as defined in the specification; and wherein (c) the wavelength of maximum light absorption, in nanometers (nm), of the first dye and the waveleType: GrantFiled: November 17, 2000Date of Patent: May 6, 2003Assignee: Eastman Kodak CompanyInventors: Richard L. Parton, Andrei Andrievsky, Thomas L. Penner, William J. Harrison
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Patent number: 6531272Abstract: This invention comprises a multicolor photographic element comprising a support bearing a cyan dye image-forming unit comprising at least one red-sensitive silver halide emulsion layer having associated therewith at least one cyan dye-forming coupler, a magenta dye image-forming unit comprising at least one green-sensitive silver halide emulsion layer having associated therewith at least one magenta dye-forming coupler, a yellow dye image-forming unit comprising at least one blue-sensitive silver halide emulsion layer having associated therewith at least one yellow dye-forming coupler, wherein at least one of said layers comprises large tabular grains having an average circular diameter of greater than 2 &mgr;m and contains a fragmentable electron donating compound is of the formula: X—Y′ or a compound which contains a moiety of the formula —X—Y′; wherein X is an electron donor moiety, Y′ is a leaving proton H or a leaving group Y, with the proviso that if Y′ is a prType: GrantFiled: January 25, 1999Date of Patent: March 11, 2003Assignee: Eastman Kodak CompanyInventors: James A. Friday, Joseph P. Pepe, Jeffrey C. Hansen, Annabel A. Muenter, Jerome R. Lenhard
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Patent number: 6518008Abstract: A multicolor photographic element comprising a support bearing a cyan dye image-forming unit comprising at least one red-sensitive silver halide emulsion layer having associated therewith at least one cyan dye-forming coupler, a magenta dye image-forming unit comprising at least one green-sensitive silver halide emulsion layer having associated therewith at least one magenta dye-forming coupler, a yellow dye image-forming unit comprising at least one blue-sensitive silver halide emulsion layer having associated therewith at least one yellow dye-forming coupler, wherein at least one of said silver halide emulsion layers contains a tabular grain silver halide emulsion having a halide content of at least 95% bromide and less than about 5% iodide, said iodide being substantially uniformly distributed in the silver halide grains of said emulsion, and said emulsion is sensitized with a fragmentable electron donor of the formula X—Y′ or an electron donor which contains an —XY′ moiety; whereinType: GrantFiled: January 25, 1999Date of Patent: February 11, 2003Assignee: Eastman Kodak CompanyInventors: James A. Friday, Roger A. Bryant, Annabel A. Muenter, Jerome R. Lenhard
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Patent number: 6509144Abstract: This invention comprises a photographic element comprising a support and at least one blue sensitive silver halide emulsion layer containing a tabular grain silver halide emulsion, or an emulsion in which the halide content is at least 50% chloride and no more than 5% iodide, wherein the emulsion is spectrally sensitized with at least one dye providing a peak sensitization between 446 and 500 nm and at least one dye providing a peak sensitization between 400 and 445 nm and additionally sensitized with a fragmentable electron donor of the formula: X—Y′. or an electron donor which contains an —XY′ moiety; wherein X is an electron donor moiety, Y′ is a leaving proton H or a leaving group Y, with the proviso that if Y′ is H a base, &bgr;−, is covalently linked directly or indirectly to X. and wherein: 1) X—Y′ has an oxidation potential between 0 and about 1.Type: GrantFiled: January 25, 1999Date of Patent: January 21, 2003Assignee: Eastman Kodak CompanyInventors: Kenneth J. Reed, Joseph P. Pepe, James A. Friday, Jon N. Eikenberry, Yun C. Chang, Annabel A. Muenter, Jerome R. Lenhard
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Patent number: 6500607Abstract: A silver halide photographic material is disclosed, comprising a support having provided thereon at least one silver halide emulsion layer, wherein the silver halide emulsion layer contains, in the dispersion medium phase of the emulsion, one or more kinds of inorganic fine particles having a refractive index the total weight of the fine particles contained in the unit volume of the dispersion medium phase is from 1.0 to 95 wt %, the dispersion medium phase containing the fine particles is substantially transparent to the photosensitive peak wavelength light of the emulsion layer, and the photographic material is exposed and processed in the development process comprising at least a developing step and a fixing step.Type: GrantFiled: January 6, 2000Date of Patent: December 31, 2002Assignee: Fuji Photo Film Co., Ltd.Inventors: Mitsuo Saitou, Yoichi Maruyama, Toshiyuki Nabeta, Masaaki Miki, Keiichi Miyazaki, Mikio Ihama, Shunji Takada, Norihiro Omae, Yasushi Tanabe
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Patent number: 6492102Abstract: A red or infrared sensitive silver halide emulsion is disclosed, comprising at least a compound represented by the following formula. A photographic material containing the emulsion is also disclosed.Type: GrantFiled: August 11, 2000Date of Patent: December 10, 2002Assignee: Konica CorporationInventors: Nobuaki Kagawa, Noriyasu Kita
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Patent number: 6465166Abstract: Compounds represented by formula (I) and silver halide photographic materials comprising these compounds: wherein Q1 represents a methine or polymethine group necessary for completing the compound as a methine dye; Z1 represents atoms necessary to complete a 5- or 6-membered nitrogen-containing heterocyclic ring, provided that Z1 may be condensed with a ring; L1 and L2 each represent a methine group; p1 represents 0 or 1; L represents a divalent linking group and Ar represents an aromatic group, provided that L or Ar contains at least one proton dissociative group as a substituent group or a part of the linkage or aromatic group and the proton dissociative group has a pKa value of from 3 to 12; M1 represents a counter ion for charge balance; and m1 represents a number of counter ions required for neutralizing charges on the molecule, and ranges from 0 to 10.Type: GrantFiled: November 22, 2000Date of Patent: October 15, 2002Assignee: Fuji Photo Film. Co., Ltd.Inventors: Katsumi Kobayashi, Takanori Hioki
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Patent number: 6365335Abstract: A Silver halide photographic material high in sensitivity and decreased in residual color is disclosed, which comprises at least one compound represented by the following formula (I): wherein Z1 represents an oxygen atom, a sulfur atom, a selenium atom, a tellurium atom, a carbon atom or a nitrogen atom; Q represents a group necessary for forming a methine dye; M1 represents a charge equilibrium counter ion; m1 represents the number necessary for neutralizing a charge of the molecule; Vp represents a group having a log P value lower than that of Cl; q1 represents 1, 2, 3 or 4; and R1 is represented by following: R1=(La)k1CONHSO2R11, R1=(Lb)k2SO2NHCOR12, R1=(Lc)k3CONHCOR13, R1=(Ld)k4SO2NHSO2R14 wherein R11, R12, R13 and R14 each represents an alkyl group, an aryl group, a heterocyclic group, an alkoxyl group, an aryloxy group, a heterocyclyloxy group or an amino group; La, Lb, Lc and Ld each represents a methylene group; and k1, k2, k3 a nd k4 each represents aType: GrantFiled: August 13, 1999Date of Patent: April 2, 2002Assignee: Fuji Photo Film Co., Ltd.Inventors: Takanori Hioki, Kiyoshi Morimoto
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Patent number: 6333146Abstract: Disclosed is a compound represented by the following formula (I): wherein Z1 represents an atomic group necessary to form a 5- or 6-membered nitrogen-containing heterocyclic ring; Z2 represents an atomic group necessary to form a 5- or 6-membered heterocyclic ring, Z2 may further be substituted, or may be condensed with a hetero ring or a benzene ring; R1 represents a hydrogen atom, a halogen atom, a mercapto group, an alkyl group, an alkenyl group, an aryl group, an alkylthio group, an alkenylthio group, or an arylthio group; L1 and L2 each represents a methine group; p1 represents 0 or 1; V1 represents a substituent; and n represents 0, 1 or 2, and when n represents 2, a plurality of V1 may be the same or different.Type: GrantFiled: March 10, 2000Date of Patent: December 25, 2001Assignee: Fuji Photo Film Co., Ltd.Inventors: Katsumi Kobayashi, Takashi Katoh, Junji Nishigaki
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Patent number: 6329133Abstract: This invention comprises a silver halide photographic material comprising at least one silver halide emulsion comprising silver halide grains having associated therewith a combination of two or more dyes wherein (b) (a) a dye having at least one substituent that has a negative charge is present, a dye having at least one substituent that has a positive charge is present, wherein at least one of the dyes is further substituted with at least one hydrogen bonding donor substituent. In a preferred embodiment, at least one of the dyes is substituted with at least two hydrogen bonding donor substituents. In another preferred embodiment a silver halide photographic material comprises at least one silver halide emulsion comprising silver halide grains having associated therewith a dye substituted with at least one guanidinium, amidinium, or imine of urea substituent.Type: GrantFiled: September 13, 1999Date of Patent: December 11, 2001Assignee: Eastman Kodak CompanyInventors: Andrei Andrievsky, Richard L. Parton, Thomas L. Penner, William J. Harrison
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Patent number: 6153371Abstract: This invention comprises a photographic element comprising a support and at least one silver halide emulsion layer in which the silver halide is sensitized with a compound of the formula:Q-XYwherein Q represents the atoms necessary to form a chromophore comprising an amidinium-ion, a carboxyl-ion or dipolar-amidic chromophoric system when conjugated with XY, and XY is a fragmentable electron donor moiety in which X is an electron donor group and Y is a leaving group other than hydrogen, and wherein:1) XY has an oxidation potential between 0 and about 1.4 V;2) the oxidized form of XY undergoes a bond cleavage reaction to give the radical X.sup..cndot. and the leaving fragment Y.In a preferred embodiment of the invention, the radical X.cndot. has an oxidation potential <-0.7V.Type: GrantFiled: July 17, 1998Date of Patent: November 28, 2000Assignee: Eastman Kodak CompanyInventors: Samir Y. Farid, Ian R. Gould, Stephen A. Godleski, Jerome R. Lenhard, Annabel A. Muenter, Paul A. Zielinski
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Patent number: 6124085Abstract: A silver halide photographic light-sensitive material is disclosed, comprising at least one compound represented by the following formula (I): ##STR1## wherein A represents a divalent linking group containing at least one atom other than a carbon atom, Z.sub.1 represents an atomic group necessary for forming a 5- or 6-membered nitrogen-containing heterocyclic ring, provided that the ring may further be condensed with an aromatic ring, L.sub.1 and L.sub.2 each represents a methine group, p.sub.1 represents 0 or 1, M.sub.1 represents a charge balancing counter ion, m.sub.1 represents a number of from 0 to 10 necessary for neutralizing the charge of the molecule, and Q represents a group necessary for forming a methine dye.Type: GrantFiled: January 14, 1999Date of Patent: September 26, 2000Assignee: Fuji Photo Film Co., Ltd.Inventor: Takanori Hioki
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Patent number: 6066426Abstract: An organic photoreceptor that includes:(a) a charge transport compound having the formula ##STR1## where n is an integer between 2 and 6, inclusive; R.sup.1 and R.sup.2, independently, are an alkyl group, a cycloalkyl group, or an aryl group, or R.sup.1 and R.sup.2 combine with the nitrogen atom to form a ring;Y is a bond, a carbon atom, a --CR.sup.3 group, an aryl group, a cycloalkyl group, or a cyclosiloxyl group;R.sup.3 is hydrogen, an alkyl group, or an aryl group; andX is a linking group having the formula --(CH.sub.2).sub.m -- where m is an integer between 4 and 10, inclusive, and one or more of the methylene groups is optionally replaced by an oxygen atom, a carbonyl group, or an ester group;(b) a charge generating compound; and(c) an electroconductive substrate.Type: GrantFiled: October 14, 1998Date of Patent: May 23, 2000Assignee: Imation Corp.Inventors: Andrew W. Mott, David J. Owen, Nusrallah Jubran, Martin D. Attwood, Richard A. Barcock, Richard J. Ellis, Rachel J. Hobson, David R. McGill
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Patent number: 5851752Abstract: Disclosed is a silver halide photographic material comprising a support having provided thereon at least one silver halide emulsion layer comprising a substantially surface-latent-image-type silver halide emulsion which comprises hole-injection-type sensitizing dye(s) in an amount of 4.times.10.sup.-4 mol or more per mol of silver in the emulsion and further comprises supersensitizing compound(s), wherein the hole-injection-type sensitizing dye and the supersensitizing compound satisfy the requirements defined herein. The photographic material, thus comprising at least one silver halide emulsion that has been spectrally sensitized with a large amount of sensitizing dyes in a wavelength range longer than 545 nm and has been further sensitized by reduction sensitization, has a much increased sensitivity, while being fogged poorly, and has excellent storage stability.Type: GrantFiled: July 7, 1995Date of Patent: December 22, 1998Assignee: Fuji Photo Film Co., Ltd.Inventors: Mitsuhiro Uchida, Shunji Takada
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Patent number: 5763152Abstract: A silver halide photographic light-sensitive material is disclosed. The material comprises a substrate provided thereon with at least one silver halide emulsion layer comprising at least one compound represented by the following Formula (I): ##STR1## wherein Ra and Rb each represents a hydrogen atom, an alkyl group having at least two carbon atoms or an aryl or heterocyclic group, provided that Ra and Rb do not simultaneously represent hydrogen atoms; La and Lb each represents a methylene group; L.sub.1 and L.sub.2 each represents a methine group; p.sub.1 represents 0 or 1; Z.sub.1 represents an atomic group required for forming a 5- or 6-membered nitrogen atom-containing heterocyclic ring; M.sub.1 represents a counterion required for balancing the electrical charge; m.sub.1 represents a numerical value of not less than 0 required for neutralizing the molecule; and Q represents a methine or polymethine group required for forming a methine dye.Type: GrantFiled: March 29, 1996Date of Patent: June 9, 1998Assignee: Fuji Photo Film Co., Ltd.Inventors: Takanori Hioki, Mikio Ihama
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Patent number: 5738982Abstract: A novel silver halide photographic material is provided, comprising a hydrophilic colloidal layer containing at least one dye represented by the following formula (i): ##STR1## wherein Y.sup.1 and Y.sup.2 each represents a chalcogen atom, --CH.dbd.CH--, --N(R.sup.10)--, or --C(R.sup.10)(R.sup.11)--, in which R.sup.10 and R.sup.11 each represents an alkyl group; Z.sup.1 and Z.sup.2 each represents a nonmetallic atom group necessary for forming a benzo condensed or naphtho condensed ring; R.sup.1 and R.sup.2 each represents an alkyl group; the plurality of L groups may be the same or different and each represents a methine group, with the proviso that at least one of the plurality of L groups represents a methine group substituted by --OR.sup.12, --N(R.sup.12)(R.sup.13), --SR.sup.12 or --CH(R.sup.14)(R.sup.15), in which R.sup.12 represents an alkyl or aryl group substituted by an acidic substituent, R.sup.13 represents a hydrogen atom or an alkyl or aryl group substituted by an acidic substituent, and R.sup.Type: GrantFiled: June 6, 1995Date of Patent: April 14, 1998Assignee: Fuji Photo Film Co., Ltd.Inventors: Toru Harada, Itsuo Fujiwara
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Patent number: 5597687Abstract: A supersensitizing dye combination for silver halide photographic materials is disclosed. The combination is of a first dye according to the formula: ##STR1## Z.sub.1 and Z.sub.2 each independently represents the atoms necessary to complete a substituted or unsubstituted heterocyclic nucleus,each L independently represents a substituted or unsubstituted methine group,n is a positive integer of from 1 to 4,p and q each independently represents 0 or 1,X represents a cation as needed to balance the charge of the molecule,A and A' each independently represents a divalent linking group such that at least one of H--A--SO.sub.3 H and H--A'--SO.sub.3 H would each have a log P value that is more negative than -0.3, anda second dye, having an oxidation potential that is at least about 0.08 volts less positive than the oxidation potential of the first dye and a reduction potential that is equal to or more negative than the reduction potential of the first dye, according to the formula: ##STR2## Z.sub.3 and Z.sub.Type: GrantFiled: October 19, 1995Date of Patent: January 28, 1997Assignee: Eastman Kodak CompanyInventors: Thomas R. Dobles, David A. DuMont, Paul B. Gilman, Sang H. Kim, Steven G. Link, Richard L. Parton
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Patent number: 5578439Abstract: A silver halide photographic material is described, which contains the methine compound represented by the following formula (I): ##STR1## wherein Z.sup.1 represents a nonmetal atomic group necessary for completing a 5- or 6-membered heterocyclic ring which may be condensed; R.sup.1 represents an aliphatic or aromatic group which may be substituted; G.sup.1 represents a hydroxyl group, an amino group, an aliphatic or aromatic primary amino group, a hydroxyamino group, an alkoxyamino group, an acylamino group, or an aliphatic or aromatic sulfonamido group; G.sup.2 is a group substituted at the position adjacent to G and is a group represented by T.sup.2 --C(.dbd.T.sup.1)--; .dbd.T.sup.1 represents .dbd.O, .dbd.NH, .dbd.NOH, an alkoxyimino group, an aliphatic or aromatic imino group, an acylimino group, or an aliphatic or aromatic sulfonylimino group; T.sup.Type: GrantFiled: July 26, 1995Date of Patent: November 26, 1996Assignee: Fuji Photo Film Co., Ltd.Inventor: Yoshio Inagaki
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Patent number: 5492802Abstract: A silver halide photographic element comprising a sensitizing dye of the formula: ##STR1## wherein: X1, X2, n, L, L2, R1 and R2 are as defined in the specification;Z1 represents Ar1-(L1) m, where Ar1 is a substituted or unsubstituted aromatic group, L1 is a linking group, m is 0 or 1, and the LOGP(A) of a molecule having a structure A corresponding to a portion of the dye ##STR2## is no more than 90% of LOGP(A'), where A' is the same as A except Z1 is replaced with unsubstituted phenyl, provided that L1 is not --CO-- when X1 or X2 is S or Se; andW1 is a counterion as needed to balance the charge of the molecule.Type: GrantFiled: May 20, 1994Date of Patent: February 20, 1996Assignee: Eastman Kodak CompanyInventors: Richard L. Parton, David A. Stegman
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Patent number: 5445930Abstract: A novel silver halide photographic material is provided, comprising a hydrophilic colloidal layer containing at least one dye represented by the following formula (I): ##STR1## wherein Y.sup.1 and Y.sup.2 each represents a chalcogen atom, --CH.dbd.CH--, --N(R.sup.10)--, or --C (R.sup.10)(R.sup.11)--, in which R.sup.10 and R.sup.11 each represents an alkyl group; Z.sup.1 and Z.sup.2 each represents a nonmetallic atom group necessary for forming a benzo condensed or naphtho condensed ring; R.sup.1 and R.sup.2 each represents an alkyl group; the plurality of L groups may be the same or different and each represents a methine group, with the proviso that at least one of the plurality of L groups represents a methine group substituted by --OR.sup.12, --N(R.sup.12)(R.sup.13), --SR.sup.12 or --CH(R.sup.14)(R.sup.15), in which R.sup.12 represents an alkyl or aryl group substituted by an acidic substituent, R.sup.13 represents a hydrogen atom or an alkyl or aryl group substituted by an acidic substituent, and R.sup.Type: GrantFiled: October 25, 1994Date of Patent: August 29, 1995Assignee: Fuji Photo Film Co., Ltd.Inventors: Toru Harada, Itsuo Fujiwara
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Patent number: 5418126Abstract: Spectral sensitizing dyes, and silver halide photographic elements incorporating them, which dyes have the formula: ##STR1## wherein: X1 and X2 each independently represent the atoms necessary to complete a 5- or 6-membered heterocyclic nucleus (preferably benzo-condensed), and X1 may be further substituted and X2 substituted or unsubstituted;n is a positive integer from 1 to 4,p and q each independently represents 0 or 1,each L independently represents a substituted or unsubstituted methine group,R1 and R2 each independently represents substituted or unsubstituted aryl or substituted or unsubstituted alkyl,Z1 represents a substituted or unsubstituted pyrrole or furan containing group;W1 is a counterion as needed to balance the charge of the molecule.Type: GrantFiled: January 19, 1994Date of Patent: May 23, 1995Assignee: Eastman Kodak CompanyInventors: David A. Stegman, Richard L. Parton, Steven G. Link, Pamela M. Ferguson
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Patent number: 5405739Abstract: A silver halide photographic light-sensitive material comprises a support and provided thereon, a silver halide emulsion layer containing silver halide grains and a macrocyclic compound in an amount of 1.times.10.sup.-6 to 1.times.10.sup.-1 mol per mol of silver, said macrocyclic compound comprising a 9- or more-membered ring containing at least one of a nitrogen atom, an oxygen atom, a sulfur atom and a selenium atom, and said silver halide grains having a silver chloride content of not less than 90 mol % and containing at least one metal selected from the group consisting of metals of VIB group, VIIB group, VIII group, IIB group, IIIA group and IVA group from the Periodic Table.Type: GrantFiled: November 1, 1993Date of Patent: April 11, 1995Assignee: Konica CorporationInventors: Yukio Ohya, Masato Okuyama
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Patent number: 5397693Abstract: A silver halide photographic light-sensitive material contains a methine compound represented by the following formula: ##STR1## wherein Y.sup.1 is a group which is cleavable by a nucleophile; Z.sup.1 is --O--, --S--, or other; Z.sup.2 is --O--, --S--, --CR.sup.3 R.sup.4 (wherein each of R.sup.3 and R.sup.4 is alkyl or other), or other; A and B are each independently hydrogen, halogen, alkyl, aryl or a heterocyclic group; A and B may be linked to each other to form an unsaturated aliphatic ring, an aromatic ring or a heterocyclic ring; and Q.sup.1 is a methine or polymethine group which may have a heterocyclic group. A novel methine compound is also disclosed.Type: GrantFiled: April 8, 1993Date of Patent: March 14, 1995Assignee: Fuji Photo Film Co., Ltd.Inventors: Ken Kawata, Tadashi Ikeda
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Patent number: 5336594Abstract: Disclosed is a silver halide photographic material containing at least one methine compound of formula (I) or (II): ##STR1## wherein A.sub.1 : ##STR2## and wherein Z.sub.1, Z.sub.2, Z.sub.3 and Z.sub.4 each is an atomic group of forming a 5- or 6-membered N-containing heterocyclic ring; R.sub.1, R.sub.2 and R.sub.4 each is an alkyl group; R.sub.3 is an alkyl, aryl or heterocyclic group; D.sub.1, D.sub.1a, D.sub.2 and D.sub.2a each is an atomic group of forming an acidic nucleus; V.sub.1 to V.sub.22 each is a hydrogen or a monovalent substituent; L.sub.1 to L.sub.12 each is a methine group; M.sub.1 and M.sub.2 each is a charge-neutralizing pair ion; m.sub.1 and m.sub.2 each is a number of 0 or more for neutralizing the charge in the molecule; n.sub.1, n.sub.2 and n.sub.4 each are 0 or 1; and n.sub.3 and n.sub.5 each is an integer of 0 or more. The material has a high sensitivity and storage stability.Type: GrantFiled: May 4, 1993Date of Patent: August 9, 1994Assignee: Fuji Photo Film Co., Ltd.Inventor: Takanori Hioki
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Patent number: 5316904Abstract: Dyes and photographic elements containing them as silver halide sensitizing dyes, which dyes have the structure: ##STR1## wherein: X1 and X2 each independently represent the atoms necessary to complete a benzo-condensed 5- or 6-membered heterocyclic nucleus, which, in addition to being substituted by Z1 and Z2 respectively, may be further substituted or unsubstituted;n is a positive integer from 1 to 4,p and q each independently represents 0 or 1,each L independently represents a substituted or unsubstituted methine group,R1 and R2 each independently represents substituted or unsubstituted aryl or substituted or unsubstituted alkyl,Z1 represents a substituent which contains both an amide group and an aromatic ring which may be appended or fused to X1; andW1 is a counterion as needed to balance the charge of the molecule.Type: GrantFiled: November 19, 1992Date of Patent: May 31, 1994Assignee: Eastman Kodak CompanyInventors: Richard L. Parton, David A. Stegman, Frederick J. Sauter
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Patent number: 5290676Abstract: Disclosed herein is a silver halide photographic light-sensitive material having at least one silver halide emulsion layer formed on a support. Said light-sensitive material having at least one layer contains a regular silver halide emulsion, a tabular silver halide emulsion containing tabular silver halide grains having an average diameter/average thickness ratio of 2 or more, which occupy 50% or more of the total projected area of all silver halide grains, and a silver halide emulsion containing internal latent-image silver halide grains each chemically sensitized to the depth of less than 0.02 .mu.m from the surface of the grain. Each of these emulsions contains at least one methine compound represented by the following formula (I): ##STR1## where R.sup.1 is --(CH.sub.2).sub.r --CONHSO.sub.2 --R.sub.3 or --(CH.sub.2).sub.s --SO.sub.2 NHCO--R.sub.4, where R.sup.3 and R.sup.4 are an alkyl group, r and s are an integer ranging from 1 to 5; R.sup.2 is a sulfoalkyl group; Z.sup.1 and Z.sup.Type: GrantFiled: September 14, 1992Date of Patent: March 1, 1994Assignee: Fuji Photo Film Co., Ltd.Inventors: Katsurou Nagaoka, Akihiko Ikegawa, Masayuki Kuramitsu
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Patent number: 5288604Abstract: A silver halide photographic material is disclosed, comprising at least one sensitizing dye represented by formula (I): ##STR1## wherein V.sub.1, V.sub.2, V.sub.3, V.sub.4, V.sub.5 and V.sub.6 each represents a substituent with the total of the Hammett's constants of all the substituents being less than -0.27, R.sub.1 and R.sub.2 each represents an alkyl group, L.sub.1, L.sub.2, L.sub.3, L.sub.4, L.sub.5, L.sub.6 and L.sub.7 each represents a methine group, m represents 0 or 1, Z represents an atomic group necessary for forming a 5-membered or 6-membered nitrogen-containing hetero ring, X.sub.n represents a charge balancing counter ion(s), n has a value of at least 0 which is necessary for neutralizing the charge of the compound. The material has a high sensitivity to infrared rays and gives an image of high quality with little remaining color. Also disclosed is a method for processing such a silver halide photographic material.Type: GrantFiled: April 30, 1992Date of Patent: February 22, 1994Assignee: Fuji Photo Film Co., Ltd.Inventors: Yuji Mihara, Takashi Kato, Takanori Hioki
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Patent number: 5258272Abstract: A silver halide emulsion having a high silver chloride content of about 95 mol % or more, wherein about 30% by number or by weight or more of the silver halide grains are those having one twin plane in the crystal such that the crystal planes constituting the surface of each grain consist essentially of (100) planes and having a silver bromide-localized phase having a relatively higher silver bromide content in the part of intersection of the twin plane and the surface of the grain and suitable for rapid processing with high sensitivity and excellent gradation characteristic and reciprocity law characteristic.Type: GrantFiled: January 25, 1991Date of Patent: November 2, 1993Assignee: Fuji Photo Film Co., Ltd.Inventor: Tadashi Ogawa
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Patent number: 5246828Abstract: Disclosed is a light-sensitive silver halide photographic material having at least one silver halide emulsion layer on a support, wherein (1) the silver halide emulsion is spectrally sensitized by a red-sensitive sensitizing dye and contains a macrocyclic compound having at least one hetero atom, (2) a number of aliphatic rings forming the macrocyclic compound is 4 or less, and (3) the macrocyclic compound has an aromatic ring, which has good aging storage stability and excellent safelight safety characteristics, and can provide high sensitivity stably.Type: GrantFiled: April 10, 1992Date of Patent: September 21, 1993Assignee: Konica CorporationInventors: Masato Okuyama, Yukio Ohya
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Patent number: 4940657Abstract: Disclosed is a photographic spectral sensitizing dye represented by the following formula (I), (II) or (III): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.5 or R.sub.7 each represents an alkyl group, an aralkyl group or an alkenyl group, R.sub.4 and R.sub.6 each represents an alkyl group, aralkyl group, an alkenyl group or an aryl group, L.sub.1 -L.sub.22 each represents a methine group, Z.sub.1 -Z.sub.4 each represents a group of atoms necessary to form a 5- or 6-membered nitrogen-containing heterocyclic ring, X.sub.1.sup.- and X.sub.2.sup.- each represents an acid anion and l, m, n, p, q, r, s, t and u each represents an integer of 1 or 2.Silver halide photographic emulsion containing the above sensitizing dye is also disclosed.Type: GrantFiled: January 19, 1989Date of Patent: July 10, 1990Assignee: Mitsubishi Paper Mills LimitedInventors: Akira Tanaka, Hidetoshi Miura, Masao Koga
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Patent number: 4865942Abstract: A photohardenable composition comprising a free radical addition polymerizable or crosslinkable compound and a cationic dye-borate anion complex, said complex being capable of absorbing actinic radiation and producing free radicals which initiate free radical polymerization or crosslinking of said compound; and photosensitive materials employing the composition where in one embodiment the composition is microencapsulated.Type: GrantFiled: July 20, 1988Date of Patent: September 12, 1989Assignee: The Mead CorporationInventors: Peter Gottschalk, Gary B. Schuster
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Patent number: 4830958Abstract: A photographic material having an excellent rapid processability, a high sensitivity and a less sensitivity variation due to a change of standing of the silver halide emulsion in the course of preparation of the light-sensitive material, and its preparation process are disclosed. The silver halide photographic light-sensitive material comprises a support bearing at least one silver halide emulsion layer thereon, and at least one silver halide emulsion layer contains highly chloride-containing silver halide grains having a silver chloride content of not less than 90 mol %, a water-soluble bromide of from 0.05 mol % to 2 mol % per mol of silver halide and a high boiling organic solvent having a dielectric constant of not higher than 6.0.Type: GrantFiled: January 25, 1988Date of Patent: May 16, 1989Assignee: Konica CorporationInventors: Mitsuhiro Okumura, Keiji Ohbayashi, Shigeo Tanaka
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Patent number: 4814264Abstract: A silver halide light-sensitive material is disclosed, comprising a support having thereon at least one light-sensitive silver halide emulsion layer comprising silver halide grains and a binder, at least about 50 wt % of said silver halide grains comprising a silver halide grain matrix having thereon from about 10 to 10,000 protrusions per square micrometer of grain matrix surface, said individual protrusions having an average projected area diameter of up to about 0.15 .mu.m, and a halogen composition of said protrusions differing from that of the grain matrix; said silver halide emulsion being chemically sensitized with at least one compound selected from the group consisting of a sulfur compound, a selenium compound, a reducing compound and a noble metal compound; and said silver halide emulsion being spectrally sensitized with a methine dye.Type: GrantFiled: December 17, 1987Date of Patent: March 21, 1989Assignee: Fuji Photo Film Co., Ltd.Inventors: Seiichiro Kishida, Minoru Sato
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Patent number: 4800154Abstract: A silver halide photographic emulsion comprising at least one spectral sensitizing dye having the following general formula (I):Dye--J.sup.1 --CONH--J.sup.2 --NHNHG--R (I)wherein Dye represents a dye residue capable of becoming a spectral sensitizing dye; J.sup.1 represents a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group, a substituted or unsubstituted aralkylene group, or a substituted or unsubstituted alkarylene group; J.sup.2 represents a substituted or unsubstituted arylene group; R represents hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkoxy group, or a substituted or unsubstituted aryloxy group; and G represents a carbonyl group, a sulfonyl group, a sulfoxy group, a phosphoryl group, or a substituted or unsubstituted iminomethylene group.Type: GrantFiled: October 16, 1986Date of Patent: January 24, 1989Assignee: Fuji Photo Film Co., Ltd.Inventors: Masaki Okazaki, Haruo Takei
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Patent number: 4576905Abstract: Compounds containing an aromatic ring portion fused with a tellurazolium or derivative tellurazole, tellurazoline (including tellurazolinylidene), or tellurazolinium ring portion are disclosed together with processes and intermediates for their preparation. With properly selected pendant groups these tellurazolium and derivative compounds can be usefully employed as dyes, antifoggants or stabilizers, nucleating agents, latent image keeping addenda, or speed or contrast altering addenda in silver halide photographic systems.Type: GrantFiled: October 12, 1984Date of Patent: March 18, 1986Assignee: Eastman Kodak CompanyInventors: Wolfgang H. H. Gunther, Ronald E. Leone, Rosemary Przyklek
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Patent number: 4375508Abstract: Photographic silver halide compositions and elements are provided which are spectrally sensitized with new methine dyes. The dyes are prepared from new intermediate compounds which have an acetylenically unsaturated hydrocarbon chain terminated with a nucleophilic group, the acetylenically unsaturated hydrocarbon chain being bonded to a nitrogen atom in a heterocyclic ring system of the type used in cyanine dyes. The new intermediates also provide alternative synthetic routes to known dyes.Type: GrantFiled: October 15, 1981Date of Patent: March 1, 1983Assignee: Eastman Kodak CompanyInventor: Yasushi S. Yamamoto
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Patent number: 4283488Abstract: Photo-sensitive silver halide compositions and elements are spectrally sensitized with new mathine dyes having a trialkylsilylalkyl group attached to a nitrogen atom in a heterocyclic nucleus of the dye.Type: GrantFiled: August 22, 1980Date of Patent: August 11, 1981Assignee: Eastman Kodak CompanyInventor: Earl J. VanLare
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Patent number: 4273862Abstract: Direct-positive silver halide photographic sensitive materials of high sensitivity and capable of forming a high-contrast image are obtained by incorporating anion-type cyanine dyes having a polarographic oxidation halfwave potential not less positive than +0.4 V in externally fogged direct-positive silver halide emulsions containing not less than 70 mole-% of bromide. Additional incorporation of a development accelerator such as 2-mercaptoimidazoline improves developability.Type: GrantFiled: September 24, 1979Date of Patent: June 16, 1981Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Akio Yoshida, Seigo Ebato
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Patent number: 4207107Abstract: Ortho-quinone diazide compounds of the formula ##STR1## wherein R is an organic radical are useful sensitizers for photoresist compositions and intermediates for novel dyes.Type: GrantFiled: August 23, 1978Date of Patent: June 10, 1980Assignee: RCA CorporationInventor: Daniel L. Ross