Azo Dye Patents (Class 430/561)
  • Patent number: 7629459
    Abstract: A compound represented by formula (I): Formula (I) wherein Z1 is atoms necessary for forming an aromatic ring; Z2 is atoms necessary for forming an aromatic hetero ring; V1 and V2 each are a substituent, and at least one of V1 and V2 is a hydroxyl, primary- or secondary- or tertiary-amino, acylamino, or sulfonamido group; r is 1 to 4; s is 1 to 4; the ring formed by Z1 or Z2 may have a substituent other than V1 or V2; M1 is a counter ion; m1 is the number necessary for neutralizing charge; and X1 and X2 each are a carbon or hetero atom, and at least one of X1 and X2 is a hetero atom.
    Type: Grant
    Filed: November 17, 2005
    Date of Patent: December 8, 2009
    Assignee: Fujifilm Corporation
    Inventors: Katsumi Kobayashi, Yasuhiro Ishiwata, Nobuo Seto, Kiyoshi Takeuchi
  • Patent number: 7579139
    Abstract: A silver halide color photographic light-sensitive material, in which a non-light-sensitive hydrophilic colloidal layer, on a transmission-type support, contains a solid fine-particle dispersion of a dye represented by formula (I), any one of photographic constituting layers contains a compound represented by formula (A) and/or a compound represented by formula (B) or (FS-2), and the light-sensitive material does not contain any compound represented by formula (C): in formulas (I), (A), (B) and (C), D represents a group to give a compound having a chromophore; X represents a dissociable hydrogen or a group having a dissociable hydrogen; y is an integer from 1 to 7; R1 represents a substituted or unsubstituted alkyl or alkoxy group; R2 and R3 each independently represent a substituted or unsubstituted alkyl group; R4 represents a substituted or unsubstituted alkyl group; M, M1, M2 and M3 each independently represent a cation; n represents an integer of 1 to 7; A and B each independently represent a fluor
    Type: Grant
    Filed: December 26, 2006
    Date of Patent: August 25, 2009
    Assignee: FUJIFILM Corporation
    Inventors: Hidekazu Sakai, Shin Soejima, Shinji Tanaka
  • Patent number: 7429444
    Abstract: The present invention provides a black and white photothermographic material including at least a photosensitive silver halide, a non-photosensitive organic silver salt, and a binder on a support, wherein the black and white photothermographic material contains a compound represented by the following formula (1) and at least one compound represented by a formula selected from the group consisting of the following formulae (2), (3), (4), and (5): wherein R1, R2, R3, and R4 each independently represent a hydrogen atom or a substituent which substitutes for a hydrogen atom on a benzene ring; and R5 represents an alkyl group, an aryl group, or a heterocyclic group; An image forming method using the black and white photothermographic material and a fluorescent intensifying screen is also provided.
    Type: Grant
    Filed: April 24, 2006
    Date of Patent: September 30, 2008
    Assignee: FUJIFILM Corporation
    Inventor: Yasuhiro Yoshioka
  • Patent number: 7223528
    Abstract: The present invention provides a photothermographic material having, on at least one side of a support, at least an image forming layer containing a photosensitive silver halide, a non-photosensitive organic silver salt, and a reducing agent for the organic silver salt, and at least one non-photosensitive layer, wherein the material contains a water-soluble magenta dye, and also provides an image forming method.
    Type: Grant
    Filed: December 29, 2004
    Date of Patent: May 29, 2007
    Assignee: Fujifilm Corporation
    Inventors: Seiichi Yamamoto, Masaharu Sugai, Rikio Inoue
  • Patent number: 6716563
    Abstract: This invention relates to nano-lithography with &pgr;-conjugated azo dyes and azo-metal complexes represented by formula 1 or formula 2(Korea Pat. Appln. Nos. 2001-6879˜6880), which has both electron-donating and electron-accepting groups in the molecular structures, as a resist on Si substrate by using an AFM anodization. lithography. Developing optimum conditions of scan speed, bias voltage, and resist materials are key issues for achieving a high resolution patterning on various substrates. We accomplished nanometer-scale patterning in approximately 35 nm dimensions.
    Type: Grant
    Filed: August 8, 2002
    Date of Patent: April 6, 2004
    Assignee: Hanyang Hakwon Co., Ltd.
    Inventors: Haiwon Lee, Hyeyoung Park
  • Patent number: 6531273
    Abstract: This invention involves dispersions comprising ionic liquids and a non-ionic surfactant, optionally further comprising a photographically useful compound such as a dye-forming coupler. Such dispersions form coatings that are relatively free of physical defects, and show reduced problems such as crystallization of components like the couplers or ion pairs.
    Type: Grant
    Filed: November 21, 2001
    Date of Patent: March 11, 2003
    Assignee: Eastman Kodak Company
    Inventors: Leif P. Olson, John W. Boettcher, James H. Reynolds
  • Patent number: 6531270
    Abstract: This invention involves the use of ionic liquids as coupler solvents in a color or monochrome photothermographic system. The presence of an ionic liquid can increase the amount of density or dye formed. The ionic liquid may be combined with other coupler solvents.
    Type: Grant
    Filed: November 21, 2001
    Date of Patent: March 11, 2003
    Assignee: Eastman Kodak Company
    Inventors: Leif P. Olson, James H. Reynolds
  • Publication number: 20020146651
    Abstract: A color-developing agent of the formula (1-1): 1
    Type: Application
    Filed: July 25, 2001
    Publication date: October 10, 2002
    Inventors: Osamu Uchida, Yasuhiro Ishiwata, Takayuki Ito, Nobutaka Fukagawa
  • Patent number: 6261749
    Abstract: Disclosed is a ultrahigh speed silver halide color photographic material for picture-taking use, which comprises a support coated with at least three light-sensitive layers comprising blue-sensitive, green-sensitive and red-sensitive silver halide emulsions respectively: with the photographic material having a characteristic speed of at least 800 and the total silver coverage of at most 7.0 g/m2, and satisfying the following relation between the total silver coverage (X) and the characteristic speed (Y); (X)/(Y)½≦0.185, thereby ensuring excellent granularity and storage stability.
    Type: Grant
    Filed: August 18, 1999
    Date of Patent: July 17, 2001
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Masahiro Asami
  • Patent number: 6132943
    Abstract: A multilayer silver halide color photographic element is disclosed comprising a support bearing a light-sensitive silver halide emulsion layer and a non-diffusible yellow-colored magenta dye-forming masking coupler of the following formula ##STR1## wherein COUP is a magenta dye-forming coupler having the azo group attached to its coupling position; q is an integer of from 0 to 3, and each R' independently represents a substituent group or two R' groups together complete a ring of from 5-7 atoms, which ring may include 1 or more heteroatoms selected from O, N and S; m is 1 or 2, and DG represents a substituent of the formula ##STR2## where each L.sup.1 represents a divalent linking group, preferably --O(CH.sub.2).sub.y --, --NHCO(CH.sub.2).sub.y --, or --NRCO(CH.sub.2).sub.y --, where R represents an alkyl or aryl group and y represents an integer from 1 to 4; each k is either 0 or 1; each L.sup.2 represents --NHSO.sub.2 --, --NHCO--, --SO.sub.2 NH--, or --CONH--, preferably at least one L.sup.
    Type: Grant
    Filed: October 14, 1999
    Date of Patent: October 17, 2000
    Assignee: Eastman Kodak Company
    Inventors: Janet N. Younathan, Michael W. Crawley, Krishnan Chari
  • Patent number: 6127088
    Abstract: A heat developable color light-sensitive material containing at least light-sensitive silver halide, a binder, and a dye-providing compound on a support, wherein at least one of the compounds represented by formula (1) is contained as the above dye-providing compound, and the amount of the above binder is 5 g/m.sup.2 or less: ##STR1## wherein veriables in the above formula are defined in the specification. The heat developable color light-sensitive material which provides an excellent discrimination of an image and is less susceptible to an influence by a fluctuation in a development processing condition.
    Type: Grant
    Filed: October 16, 1996
    Date of Patent: October 3, 2000
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Makoto Yamada, Naoto Matsuda, Yasuhiro Ishiwata, Osamu Uchida, Michio Ono
  • Patent number: 6124084
    Abstract: A silver halide photographic light-sensitive material comprising a support having provided thereon a layer containing at least one cyan dye image forming compound represented by the following formula (1):(Dye-X).sub.1 --Y (1)wherein Dye, X, Y and q are as defined in the specification. The silver halide photographic light-sensitive material containing the cyan dye image forming compound according to the present invention provides a cyan color image excellent in fastness to light, humidity and heat.
    Type: Grant
    Filed: July 24, 1998
    Date of Patent: September 26, 2000
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiichi Tateishi, Takayoshi Kamio, Tetsu Kamosaki, Yasuhiro Ishiwata, Hideaki Naruse
  • Patent number: 5707792
    Abstract: A silver halide photographic light sensitive material is disclosed, comprising a support having thereon photographic component layers including a silver halide emulsion layer and a light insensitive hydrophilic colloidal layer, wherein at least one of the component layers contains a leuco dye represented by the following formula.
    Type: Grant
    Filed: January 30, 1997
    Date of Patent: January 13, 1998
    Assignee: Konica Corporation
    Inventors: Taketoshi Yamada, Norio Miura, Emiko Kataoka, Katsunori Katoh
  • Patent number: 5658717
    Abstract: 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: Grant
    Filed: December 22, 1995
    Date of Patent: August 19, 1997
    Assignee: Imation Corp.
    Inventors: Anna Maria Canuti, Roberto Sardelli, Massimo Bertoldi
  • Patent number: 5658718
    Abstract: 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: Grant
    Filed: December 22, 1995
    Date of Patent: August 19, 1997
    Assignee: Imation Corp
    Inventors: Anna Maria Canuti, Roberto Sardelli, Massimo Bertoldi
  • Patent number: 5536626
    Abstract: A novel dye and photographic element comprising the dye are detailed. The dye is especially useful as an antihalation dye in a photographic element. A particularly preferred embodiment is provided in a photographic element comprising an absorbing amount of the dye: ##STR1## wherein X1, X2 independently represents --CR.sup.8 R.sup.9 --, --S--, --Se--, --NR.sup.10 --, --CH.dbd.CH-- or --O--;R.sup.1 and R.sup.2 independently represent alkyl of 1 to 10 carbons or substituted alkyl of 1 to 10 carbons;R.sup.3 represents a ring chosen from the set consisting of aromatic ring of 6 or 10 carbons, substituted aromatic ring of 6 or 10 carbons, a heterocyclic ring and a substituted heterocyclic ring;R.sup.4, R.sup.5, R.sup.6 and R.sup.7 independently represent hydrogen, alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons;R.sup.8, R.sup.9 independently represent alkyl of 1-10 carbons, substituted alkyl of 1-10 carbons, aromatic ring of 6 or 10 carbons, substituted aromatic ring of 6 or 10 carbons;R.sup.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: July 16, 1996
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Dietrich M. Fabricius, Thomas Schelhorn
  • Patent number: 5510235
    Abstract: Photographic elements comprising certain 2-phenylcarbamoyl-1-naphthol couplers exhibit proper hue, a resistance to dye crystallization, and a resistance to leuco cyan dye formation. Such couplers can be utilized for their image-modifying effect and can contribute substantially to the overall dye density of an image.
    Type: Grant
    Filed: July 28, 1993
    Date of Patent: April 23, 1996
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, Jerrold N. Poslusny, Daniel L. Kapp, John R. Ross
  • Patent number: 5480886
    Abstract: Disclosed is a silver halide photographic material and forming an image using the same, containing a hydrazine derivative in the emulsion layer(s) or in other hydrophilic colloid layer(s). At least one silver halide emulsion comprises silver halide grains containing (a) from 1.times.10.sup.-8 to 1.times.10.sup.-6 mol, per mol of silver, of an iridium compound, and (b) from 1.times.10.sup.-8 to 1.times.10.sup.-6 mol, per mol of silver, of a rhodium compound or from 1.times.10.sup.-9 to 1.times.10.sup.-5 mol, per mol of silver, of a rhenium compound, ruthenium compound or osmium compound, and having a silver chloride content of 50 mol % or more, the emulsion having been color-sensitized with a sensitizing dye of the following general formulae (1), (2) or (3): ##STR1## The material may be processed with a stable developer to give a hard image having few "black peppers".
    Type: Grant
    Filed: November 3, 1994
    Date of Patent: January 2, 1996
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kazuki Yamazaki, Nobuaki Inoue, Seiichi Yamamoto, Toshihide Ezoe, Minoru Sakai, Tadashi Ikeda, Masaki Okazaki, Toshiki Fujiwara
  • Patent number: 5238797
    Abstract: Disclosed is a silver halide color photographic light sensitive material comprising a support having thereon a blue-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer and a red-sensitive silver halide emulsion layer, wherein at least one of green-sensitive silver halide emulsion layers contains at least one of colored magenta couplers represented by Formula CM-1 and at least one of dyes having absorption maximum at 590 nm to 610 nm is contained in at least one of layers selected from the layers consisting of silver halide emulsion layers and photographic constitution layers; ##STR1## wherein R.sub.1 represents a substituent, R.sub.2 represents an acylamino group, a sulfonamide group, an imide group, a carbamoyl group, a sulfamoyl group, an alkoxyl group, an alkoxycarbonyl group, an alkoxycarbonylamino group, R.sub.3 represents a halogen atom, an alkoxy group, m is an integer of 0 to 5, n is an integer of 0 to 4.
    Type: Grant
    Filed: July 9, 1992
    Date of Patent: August 24, 1993
    Assignee: Konica Corporation
    Inventors: Shigeto Hirabayashi, Shuichi Sugita, Katsumasa Yamazaki
  • Patent number: 5198328
    Abstract: A silver halide color photographic material comprising a support having thereon at least three photosensitive layers containing a silver chloride emulsion or a silver chlorobromide emulsion having an average silver chloride content of at least 96 mol % and containing substantially no silver iodide, said at least three photosensitive layers comprising a cyan coupler-containing layer, a magenta coupler-containing layer and a yellow coupler-containing layer, wherein said at least three photosensitive layers each has different spectral sensitivity peak in the photosensitive wavelength regions of 650 to 690 nm, 720 to 790 nm and 770 to 850 nm, respectively, and the total coating weight of silver halide is not more than 0.78 g/m.sup.2 in terms of silver, and the above-disclosed material wherein the support is a reflective support comprising a base paper impregnated with a synthetic polymer through the surface of the base paper, and a white pigment-containing water-resistant resin layer coated on the base paper.
    Type: Grant
    Filed: August 23, 1991
    Date of Patent: March 30, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keisuke Shiba, Tadashi Ogawa
  • Patent number: 4956270
    Abstract: A silver halide photographic material that has at least one hydrophilic colloidal layer on a support is disclosed, wherein said at least one hydrophilic colloidal layer contains an organic fluoro-compound and/or a nonionic surfactant having a polyoxuehylene unit and is hardened with a high-molecular weight hardening agent.
    Type: Grant
    Filed: February 28, 1989
    Date of Patent: September 11, 1990
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Noriki Tachibana, Eiichi Ueda, Nobuaki Kagawa, Hideo Ota
  • Patent number: 4888268
    Abstract: A silver halide photographic material, which contains at least one blocked photographic reagent having in the molecule thereof at least one group selected from ##STR1## group and capable of releasing a photographically useful reagent by cleavage of the --N--C--bond by a nucleophilic attack of a nucleophilic reagent on the carbonyl group and a subsequent intramolecular electron transfer reaction or intramolecular nucleophilic reaction and which has at least one photosensitive silver halide emulsion layer, is photographically processed in the presence of an amine. A photographic material which includes, in combination, a photographic reagent precursor capable of releasing a photographically useful reagent timely on photographic processing and a photosensitive silver halide emulsion layer is provided along with a method of processing the photographic material.
    Type: Grant
    Filed: August 16, 1988
    Date of Patent: December 19, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Isamu Itoh, Mitsunori Ono, Yoshio Inagaki
  • Patent number: 4803151
    Abstract: A photographic material for the silver dye bleach process comprises, in at least one layer, a colloidal dispersion of azo in gelatine, the ratio of azo dye to gelatine being 1:1 to 1:10.
    Type: Grant
    Filed: February 11, 1987
    Date of Patent: February 7, 1989
    Assignee: Ciba-Geigy AG
    Inventors: Rolf Steiger, Matthias Schellenberg
  • Patent number: 4777124
    Abstract: A ballasted non-diffusing compound that is capable of releasing a diffusible particularly light-fast azo dye from a non-diffusible carrier moiety, wherein said compound contains not more than two aromatic nuclei between said carrier moiety and a dye part that remaining linked to said aromatic nuclei is releasable by redox-reaction and wherein at least one of said aromatic nuclei is substituted with a R.sup.4 SO.sub.2 NH-- group as defined.
    Type: Grant
    Filed: February 18, 1987
    Date of Patent: October 11, 1988
    Assignee: Agfa-Gevaert, N.V.
    Inventors: Luc J. Vanmaele, Christian C. Van de Sande, Wilhelmus Janssens, Hans Vetter
  • Patent number: 4752561
    Abstract: There is disclosed a light-sensitive silver halide photographic material having a silver halide emulsion layer containing a coupler on a support, comprising at least one of the metal complexes having a quenching constant of singlet oxygen of 3.times.10.sup.7 M.sup.-1.sec.sup.-1 or higher and at least one of oil-soluble dyes, and which may further comprise at least one of the magenta couplers represented by the formula (I) shown below: ##STR1## wherein Z represents a group of non-metal atoms necessary for formation of a nitrogen-containing heterocyclic ring, and the ring formed by the Z may have substituents; X represents a hydrogen atom or a substituent eliminable through the reaction with the oxidized product of a color developing agent; and R represents a hydrogen atom or a substituent.
    Type: Grant
    Filed: May 9, 1986
    Date of Patent: June 21, 1988
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Toyoki Nishijima, Kaoru Onodera
  • Patent number: 4716100
    Abstract: A heat developable light-sensitive material containing a novel base precursor (I), which is stable during storage and rapidly decomposes to release a basic component upon heating higher than a certain temperature, has excellent storability and provides an image having a good image quality, i.e., a low fog density and a high image density within a short period of developing time.
    Type: Grant
    Filed: August 26, 1985
    Date of Patent: December 29, 1987
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshiharu Yabuki, Kozo Sato, Ken Kawata, Hiroyuki Hirai
  • Patent number: 4690885
    Abstract: A silver halide photographic material which comprises a support having coated thereon a light-sensitive silver halide emulsion layer, wherein the photographic material contains at least one blocked photographic agent represented by the following general formula (I): ##STR1## wherein A represents a photographic agent moiety which is bonded to a blocking moiety through a hetero atom, or a precursor thereof; R.sup.1, R.sup.2 and R.sup.3 each represents a hydrogen atom, or a substituent group; and Z represents atoms necessary to form a carbocyclic ring or a heterocyclic ring (except for a heterocyclic ring which contains an NH group at the position adjacent to the carbon atom to which R.sup.1 is attached). The blocked photographic agent is completely stable upon storage of the photographic material, and releases a photographic agent at a desired time upon processing. The blocked photographic agent also exhibits its function to a substantial degree over a wide range of pH.
    Type: Grant
    Filed: October 16, 1985
    Date of Patent: September 1, 1987
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Morio Yagihara, Akihiko Ikegawa
  • Patent number: 4668615
    Abstract: A heat developable light-sensitive material containing a compound represented by the general formula (I):[Ar.sub.n (R).sub.3-n CCO.sub.2 H].sub.l .multidot.B.sub.m (I)wherein ar represents an aryl group or a heterocyclic group; R represents a substituent other than an aryl group and a heterocyclic group; Ar and R may be bonded in a part thereof to form a ring; B represents a mono- or diacidic base which has a pKa of 7 or more and contains 12 or less carbon atoms; n represents an integer from 1 to 3; l and m each represents an integer of 1 or 2 and maintain a relationship in that a number of positive charge and a number of negative charge are equal; when n represents 1 or 2, two R's or Ar's may be the same or different, when n represents 3, three Ar's may be the same or different; and the substituent represented by Ar or R may be further substituted with a substituent.
    Type: Grant
    Filed: August 21, 1985
    Date of Patent: May 26, 1987
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Ken Kawata, Yoshiharu Yabuki, Kozo Sato, Hiroyuki Hirai
  • Patent number: 4663273
    Abstract: 1.
    Type: Grant
    Filed: June 16, 1986
    Date of Patent: May 5, 1987
    Assignee: Agfa-Gevaert, N.V.
    Inventors: Christian C. Van de Sande, Armand M. Van den Bergh, Andre Verhecken
  • Patent number: 4640891
    Abstract: A heat developable light-sensitive material having an excellent stability with time and capable of providing a high quality image is disclosed, which contains a base precursor represented by the following general formula (I): ##STR1## wherein A represents an organic residue represented by the following formula (II): ##STR2## X represents an electron attractive substituent having a Hammett's sigma value of more than 0;l represents an integer of 1 to 5 and, when l represents 2 or more, a plurality of Xs may be the same or different;Y represents a substituent having a Hammett's sigma value of 0 or less;k represents an integer of 0 to 5 and, when k represents 2 or more, a plurality of Ys may be the same or different;Z represents a divalent organic residue selected from the group consisting of --C.dbd.
    Type: Grant
    Filed: August 23, 1985
    Date of Patent: February 3, 1987
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshiharu Yabuki, Kozo Sato, Ken Kawata, Hiroyuki Hirai
  • Patent number: 4637975
    Abstract: A heat-developable photographic material having improved preservability, which comprises a support having thereon at least one heat-developable photgraphic layer, said photographic material containing a dye represented by formula (I) ##STR1## wherein R.sub.1 and R.sub.3 each represents an unsubstituted or substituted alkyl group or alkenyl group;R.sub.2 represents a hydrogen atom or an unsubstituted or substituted alkyl group, aryl group, alkenyl group, or aromatic heterocyclic group;R.sub.4 through R.sub.7 each represents a hydrogen atom or an unsubstituted or substituted alkyl group, aryl group, or alkenyl group; or R.sub.4 and R.sub.6 together form an unsubstituted or substituted alkylene group or alkenylene group;X.sub.1 represents an oxygen atom, a sulfur atom, or the group ##STR2## wherein R.sub.8 represents a hydrogen atom, an unsubstituted or substituted alkyl group, aryl group, or alkenyl group;Y.sub.
    Type: Grant
    Filed: September 6, 1985
    Date of Patent: January 20, 1987
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Seiiti Kubodera, Takanori Hioki, Masaki Okazaki
  • Patent number: 4609609
    Abstract: Compounds of the formula(B--L).sub.m A--L'--B').sub.n (1),in which A is the radical of a bisazo or trisazo dye, L and L' are organic radicals and B and B' are cyclic organic radicals and at least one of the radicals B and B' has spectral absorption in the UV region and one of the radicals B and B' is different from 2,4-dihydroxyphenyl, m is 1 or 2 and n is 0, 1 or 2.The compounds are suitable for use as image dyes in photographic silver dye bleach materials.
    Type: Grant
    Filed: July 19, 1985
    Date of Patent: September 2, 1986
    Assignee: Ciba Geigy AG
    Inventors: Thomas-Markus Rohr, Jakob Kuhn
  • Patent number: 4605613
    Abstract: Photographic silver halide emulsion material for use in a dye diffusion transfer process incorporating a non-diffusing compound capable of releasing a diffusible mono-azo dye or dye precursor thereof from a carrier moiety, said compound corresponding to the following general formula (I):(I) CAR--L--G--Dwherein:CAR represents a ballasted carrier moiety,L represents a chemical group cleavable or releasable from the carrier moiety as a function of a redox-reaction or argentolytic reaction taking place in the development of a silver halide emulsion layer under alkaline conditions,G represents a bivalent organic group incorporating at least three aromatic nuclei, selected from the group consisting of homocyclic or heterocyclic aromatic nuclei, with the provisions that L is linked to one end nucleus and that D is linked to the other end nucleus of said bivalent organic group; said linking being by means of a direct bond or by means of a bivalent mono- or polyatomic group, andD is an azo dye part linked to said othe
    Type: Grant
    Filed: July 26, 1985
    Date of Patent: August 12, 1986
    Assignee: Agfa-Gevaert, N.V.
    Inventors: Christian C. Van de Sande, Armand M. Van den Bergh, Wilhelmus Janssens, Hans Vetter
  • Patent number: 4576885
    Abstract: A photographic silver dye bleach material which contains a compound of the formula ##STR1## in which R is a substituted alkyl, R.sub.1 is substituted or unsubstituted alkyl, p is 1 or 2, q is 0 or 1, p+q having to be 1 or 2, and n is 1 to 20, or a salt of this compound.The benzoquinones used deactivate bleach catalysts which diffuse beyond the silver image area produced by development of the exposed material. The silver dye bleach material containing these compounds is therefore distinguished by high contrast, high sharpness and good color reproduction.
    Type: Grant
    Filed: January 16, 1984
    Date of Patent: March 18, 1986
    Assignee: Ciba-Geigy AG
    Inventors: Mario Fryberg, Heinrich Schaller, Rolf Steiger, Heinz Peter
  • Patent number: 4559296
    Abstract: New dyes corresponding to the following general formula: ##STR1## wherein the substituents are as defined in the specification, are suitable for use in photographic recording materials.
    Type: Grant
    Filed: April 25, 1984
    Date of Patent: December 17, 1985
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Peter Bergthaller, Lothar Rosenhahn, Karl J. Herd, Hauke Fuerstenwerth, Rudolf Stolzenburg
  • Patent number: 4554243
    Abstract: A silver halide photographic light-sensitive material is described which comprises a support having thereon a light-sensitive silver halide emulsion layer, wherein the photographic light-sensitive material therein contains a blocked photographic agent capable of releasing a photographically useful agent and the blocked photographic agent has a carbonyl group or thiocarbonyl group to which a hydrogen atom or a carbon atom is directly bonded and is substituted with a photographically useful group which is capable of being released upon an intramolecular nucleophilic attack by the oxygen atom in the carbonyl group or the sulfur atom in the thiocarbonyl group.The precursor of photographic agent is completely stable during storage prior to use of the photographic light-sensitive material, and releases a photographic agent at a desired time upon the processing of the photographic light-sensitive material. The precursor also exhibits its function to a substantial degree in a relatively low pH range.
    Type: Grant
    Filed: May 25, 1984
    Date of Patent: November 19, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Mitsunori Ono, Isamu Itoh
  • Patent number: 4483915
    Abstract: A photographic silver halide material comprises a shifted dye compound capable of releasing a dye moiety, characterized in that said compound corresponds in reduced state to general formula (1) and in oxidized state to general formula (2):A.sup.1 --L--P (1)A.sup.2 --L--P (2)wherein:A.sup.1 represents a hydroquinonyl group including a substituted hydroquinonyl group, or such group forming part of a fused ring system,A.sup.2 represents a quinonyl group including a substituted quinonyl group, or such group forming part of a fused ring system,L represents a bivalent group which undergoes a cleavage under hydrolytic alkaline conditions when the compound is in reduced state corresponding to formula (1),P represents an organic dye moiety incorporating an azo chromophoric group --N.dbd.
    Type: Grant
    Filed: November 29, 1983
    Date of Patent: November 20, 1984
    Assignee: Agfa-Gevaert, N. V.
    Inventors: Christian C. Van de Sande, Armand M. Van den Bergh, Wilhelmus Janssens
  • Patent number: 4419431
    Abstract: This invention relates to a one- or two-component diazo-type material with improved light stability and duplication capabilities. This is accomplished by using compounds of the general formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 being the same or different, represent hydrogen, alkyl with 1 to 5 carbon atoms, R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 represent the alkyl groups necessary for completion of a 5- or 6-membered heterocyclic ring, wherein the ring may comprise a further hetero atom, such as N, O or S;R.sub.5, R.sub.6 being the same or different, represent hydrogen, aryl, alkyl with 1 to 4 carbon atoms;Y represents --S--, --SO--, --SO.sub.2 --; andn is 0, 1, 2, 3,which are added to the material as fading inhibitors. These compounds can be easily synthesized and are compatible with the system, having an absorption maximum below 380 nm and reduced fogging tendency. They may also be employed in the form of their hydro salts.
    Type: Grant
    Filed: November 30, 1981
    Date of Patent: December 6, 1983
    Assignee: VEB Filmfabrik Wolfen
    Inventors: Regina Lischewski, Jorg Marx, Reinhard Walter, Peter Mockel
  • Patent number: 4416979
    Abstract: A photographic light-sensitive element for a color diffusion transfer process which has a silver halide emulsion layer and also employs a nondiffusible cyan dye releasing compound. The compound is capable of releasing a diffusible metallic complex which forms an azo dye under alkaline conditions as a function of the development of the silver halide in said silver halide emulsion layer.
    Type: Grant
    Filed: May 6, 1982
    Date of Patent: November 22, 1983
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Jiro Takahashi, Tawara Komamura, Ryuichiro Kobayashi
  • Patent number: 4386150
    Abstract: Diffusion transfer photographic color processes and products are described utilizing novel image dye-providing materials which provide image dyes having the chromophoric system represented by the formula ##STR1## wherein X is ##STR2## or --SO.sub.2 --R.sub.1 ; Z is H, alkyl or aryl; R is H, alkyl or aryl; DYE is any dye moiety; R.sub.1 is H, alkyl, aryl, --NH.sub.2, --NHR.sub.2, --N(R.sub.2).sub.2 or --OR.sub.2 ; R.sub.2 is H, alkyl or aryl; and m is 1 or 2. The image dye providing material includes a diffusion control moiety such as a hydroquinonyl group or a precursor thereof and may be diffusible or nondiffusible as a function of the diffusion control moiety.
    Type: Grant
    Filed: December 18, 1981
    Date of Patent: May 31, 1983
    Assignee: Polaroid Corporation
    Inventors: Stephen R. Herchen, Gary N. Widiger
  • Patent number: 4386149
    Abstract: A photographic dye diffusion transfer process is provided which operates by imagwise release of a dye.The dye diffuses to a receiving layer and is mordanted there to give a dye image. The dyes are released from a compound of the formula D--E--F--BAL by reductive cleavage.D is a group which contains the residue of diffusible dye, BAL is a ballasting group which renders the compound containing it substantive to the layer in which it is present, D and E being joined by any type of chemical bond and E and F represent a single or double bond system which links D and BAL and which has a reduction potential above -200 mV measured against a standard hydrogen electrode at a pH of less than 3 and which bond can be reductively cleaved at a pH of less than 3 by a reducing agent which is able to act as a pH below 3.
    Type: Grant
    Filed: February 13, 1981
    Date of Patent: May 31, 1983
    Assignee: Ciba-Geigy AG
    Inventors: Leslie F. A. Mason, Rainer Kitzing, Brian R. D. Whitear, William E. Long, Glenn P. Wood, David L. R. Reeves
  • Patent number: 4369243
    Abstract: Sulfilimine compounds of formula I ##STR1## in which R.sup.3 is the residue of a diffusible photographically active compound can be split reductively to release the residue together with a group --SO.sub.2 --NH.sub.2. When R.sup.3 represents the radical of a dye or dye precursor the sulfilimines are useful as color providing compounds in dye diffusion transfer processes.
    Type: Grant
    Filed: March 6, 1981
    Date of Patent: January 18, 1983
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Hans-Heinrich Credner, Wolfgang Lassig, Karl-Wilhelm Schranz
  • Patent number: 4358532
    Abstract: A photographic element containing a compound represented by formula (I) ##STR1## wherein G represents --OR.sup.1 or --NHR.sup.2, R.sup.1 represents hydrogen or a hydrolyzable moiety, R.sup.2 represents hydrogen or an alkyl group containing from 1 to 50 carbon atoms, Z represents a photographically useful group, A represents an atomic group forming an aromatic ring, Ball represents an organic immobilizing group on the aromatic ring, which cntains from 8 to 50 carbon atoms, m represents an integer of 1 or 2, X represents a divalent organic group, Nu represents a nucleophilic group, and n represents an integer of 1 or 2, and X with the nucleophilic group Nu is capable of forming a 5- to 12-membered ring by oxidation having an electrophilic center at the carbon atom substituted by the --NHSO.sub.2 Z group.
    Type: Grant
    Filed: July 15, 1981
    Date of Patent: November 9, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Koichi Koyama, Shinsaku Fujita
  • Patent number: 4310612
    Abstract: Photographically useful compounds such as photographic reagents and photographic dyes are blocked with a grouping which, under alkaline conditions, is cleaved from the compound by an intramolecular nucleophilic displacement reaction. The compounds are resistant to unblocking under storage conditions, but are uniformly unblocked under conditions encountered during photographic processing.
    Type: Grant
    Filed: October 10, 1978
    Date of Patent: January 12, 1982
    Assignee: Eastman Kodak Company
    Inventors: Jared B. Mooberry, William C. Archie, Jr.
  • Patent number: 4256817
    Abstract: A method of stabilizing organic substrate materials having an absorption maximum in the wavelength region of about 300 nm to about 800 nm to light which comprises making coexist with the organic substrate at least one metal complex salt represented by the following general formula (I): ##STR1## wherein Cat represents a divalent or a monovalent cation, and n is 1 or 2. A photographic material thus stabilized is also disclosed.
    Type: Grant
    Filed: December 14, 1978
    Date of Patent: March 17, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Hara, Kotaro Nakamura, Yoshiaki Suzuki
  • Patent number: 4254195
    Abstract: Organic substrate materials having absorption maxima between 300 and 800 nm can be stabilized against the action of light by the presence of at least one compound represented by either of the following general formula (I) or (II): ##STR1## where M represents a metal atom selected from the group comprising Cu, Co, Ni, Pd and Pt; R.sup.1, R.sup.2, R.sup.3 and R.sup.4, may be the same or different and each represents a hydrogen atom, a halogen atom, cyano group, an alkyl group, an aryl group, a cycloalkyl group, or a heterocyclic ring, each of the latter four groups being bonded directly or via a divalent connecting group to the corresponding carbon atom of the benzene ring. Alternatively, R.sup.1 and R.sup.2, R.sup.2 and R.sup.3, or R.sup.3 and R.sup.4, may combine to represent the non-metallic atoms necessary to complete a 6-membered ring.R.sup.5 and R.sup.
    Type: Grant
    Filed: April 11, 1979
    Date of Patent: March 3, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Hara, Kotaro Nakamura, Yoshiaki Suzuki
  • Patent number: 4248949
    Abstract: A method of stabilizing organic substrate materials against the action of light is disclosed wherein at least one compound represented by the following general formula (I) is made to coexist with the organic substrate material ##STR1## wherein M represents a Cu, Co, Ni, Pd or Pt atom, R.sup.1 represents an alkyl or an aryl group, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 may be the same or different and each represents a hydrogen atom, a halogen atom, an alkyl group or an aryl group. Alternatively, R.sup.2 and R.sup.3, R.sup.3 and R.sup.4 or R.sup.4 and R.sup.5 may combine together to form a 6-membered ring. A photographic material containing the above compound is also disclosed.
    Type: Grant
    Filed: December 15, 1978
    Date of Patent: February 3, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Hara, Kotaro Nakamura, Yoshiaki Suzuki
  • Patent number: 4246330
    Abstract: A method of stabilizing an organic substrate material having an absorption maximum in the wavelength region of about 300 nm to about 800 nm to light without detracting from the color hue and the purity of the organic substrate material, which comprises making at least one metal complex salt represented by the following formula (I) coexist with the organic substrate material: ##STR1## wherein M represents a Cu, Co, Ni, Pd or Pt atom; R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.6, R.sup.7, R.sup.8 and R.sup.9 each represents a hydrogen atom, a halogen atom or a cyano group, or an alkyl group, an aryl group, a cycloalkyl group or a heterocyclic ring which may be attached directly to the carbon atom in the respective ring or through a divalent coupling group, or R.sup.1 and R.sup.2, R.sup.2 and R.sup.3, R.sup.3 and R.sup.4, R.sup.6 and R.sup.7, R.sup.7 and R.sup.8, or R.sup.8 and R.sup.9 may combine to form the non-metal atoms necessary to complete a 6-membered ring; R.sup.
    Type: Grant
    Filed: April 11, 1979
    Date of Patent: January 20, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Hara, Kotaro Nakamura, Yoshiaki Suzuki
  • Patent number: 4246329
    Abstract: The light stability of organic dyes is improved by the presence of at least one of the complexes represented by general formula (I) or (II) ##STR1## wherein M represents a Cu, Co, Ni, Pd or Pt atom; R.sup.1 and R.sup.4, which may be the same or different, each represents an alkyl group or an aryl group; R.sup.2 and R.sup.3, which may be the same or different, each represents a hydrogen atom, an alkyl group or an aryl group; or R.sup.1 and R.sup.2, and R.sup.3 and R.sup.4 may combine to represent a non-metallic atomic group necessary to form a 6-membered ring; and Z represents a non-metallic atomic group necessary to form a 5-membered ring, 6-membered ring, 8-membered ring, or 10-membered ring.
    Type: Grant
    Filed: December 14, 1978
    Date of Patent: January 20, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Hara, Kotaro Nakamura, Yoshiaki Suzuki
  • Patent number: H456
    Abstract: A thermodevelopable photographic material is described, comprising a support, at least one photographic silver halide emulsion layer coated thereon, and a dye donating substance capable of forming or releasing a mobile dye in response to, or in inverse response to, the reduction of silver halide in said emulsion to silver by heating, wherein the color of an image formed by the fixing of each of said mobile dyes released by exposure and heating to a dye fixing layer is within the range of a*=10 to -18 and b*=10 to -18 determined from tristimulus values in the 10 degree visual field XYZ system under standard light C.
    Type: Grant
    Filed: February 1, 1985
    Date of Patent: April 5, 1988
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Hara, Noboru Ohta, Tsuneo Suzuki