Heterocyclic Patents (Class 430/440)
  • Patent number: 4617258
    Abstract: A silver halide photographic material is disclosed. It contains per 100 g of silver at least 40 mg of a water-soluble compound comprising an element of group VIII of the periodic table and having a molecular weight of at least 100, and 1.2 to 120 mg of a black-and-white silver halide developing agent. The material has improved gradation characteristics and is subject to minimum variation in photographic characteristics.
    Type: Grant
    Filed: March 25, 1986
    Date of Patent: October 14, 1986
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Hiroshi Menjo, Nobuo Sakamoto, Yoshikazu Watanabe
  • Patent number: 4571376
    Abstract: A color diffusion photographic film unit comprising (a) a light sensitive element comprising at least one photosensitive silver halide emulsion layer associated with a redox compound adapted to release a diffusible dye, (b) an image receiving element, and (c) an alkaline processing composition element, wherein a 1-m-alkyl-substituted phenyl-3-pyrazolidinone electron transfer agent of the following general formula (I) or a precursor thereof is incorporated in at least one of said elements (a) through (c) ##STR1## wherein R.sub.1 is methyl or ethyl and R.sub.2 is hydrogen or a group cleavable under alkaline conditions is disclosed.
    Type: Grant
    Filed: June 19, 1985
    Date of Patent: February 18, 1986
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Toru Harada, Shigeo Hirano, Shigeru Nakamura, Isao Shimamura
  • Patent number: 4546071
    Abstract: A photographic image was produced by storing a geranium leaf in darkness and then projecting a light image on the leaf for a sufficient time to produce a suitable latent starch image, the leaf then being treated to extract the chlorophyll and then flooded with an iodine solution to stain the starch and develop the photographed image. Alternatively, instead of the leaf, a photographic medium may be employed including a film of a starch free, water, carbon dioxide and light permeable matrix, such as gelatin, having dispersed therein chloroplast containing algae or photosynthetic bacteria.
    Type: Grant
    Filed: June 30, 1983
    Date of Patent: October 8, 1985
    Inventor: David Fox
  • Patent number: 4537853
    Abstract: Photographic silver halide material containing a ballasted electron-donor precursor compound yielding by alkaline hydrolysis an electron-donor compound (ED-compound) capable (1) of donating electrons to an oxidized electron-accepting silver halide developing agent e.g. for scavenging it, said electron-donor precursor compound corresponding to the following general formula: ##STR1## wherein: R represents hydrogen or a substituent, e.g. an acyl group, which on hydrolytic removal allows the replacement of R by H,R.sup.1, R.sup.2 and R.sup.3 (same or different) are hydrocarbon substituents or R.sup.3 is H, andZ and Y represent the necessary atoms to close a benzene ring that may be substituted or form a fused ring system.
    Type: Grant
    Filed: February 21, 1984
    Date of Patent: August 27, 1985
    Assignee: Agfa-Gevaert, N.V.
    Inventors: Christian C. Van de Sande, Andre Verhecken, Wilhelmus Janssens
  • Patent number: 4483919
    Abstract: A silver halide photographic light-sensitive material containing at least one compound represented by the general formula (I): ##STR1## is disclosed. The compound of the invention has good stability over time. The material has improved developability and makes it possible to carry out simple and rapid processing. The material has good resistance with respect to fogging, stains and desensitization.
    Type: Grant
    Filed: December 23, 1983
    Date of Patent: November 20, 1984
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hidetoshi Kobayashi, Isamu Itoh, Yasuhiro Yoshioka, Keiji Mihayashi, Noriyuki Inoue
  • Patent number: 4481268
    Abstract: A method of forming a photographic azo or azamethine dye image in an exposed photographic silver halide element, the method of comprising the steps of (a) developing the imagewise exposed material to form an imagewise pattern of oxidized color developing agent, (b) reacting the oxidized color developing agent with a color coupler to produce an image dye, characterized in that at least one of the color developing agent and the color coupler possesses a metal chelating site such that the image dye is capable of forming a bi-, tri- or higher-dentate metallized dye, and (c) contacting the image dye with polyvalent metal ions to form a metallized dye image. Specified color developing agents include heterocyclic substituted hydrazides and specified couplers include benziso-oxazolones and 2H-pyrazolo-[3,4-b]pyridines in addition to more conventional compounds.
    Type: Grant
    Filed: April 29, 1983
    Date of Patent: November 6, 1984
    Assignee: Eastman Kodak Company
    Inventors: Joseph Bailey, David Clarke, Michael W. Crawley, Peter D. Marsden, Jasbir Sidhu
  • Patent number: 4471045
    Abstract: Photographic elements, film units, processes and alkaline processing compositions are described wherein certain 4-hydroxyalkyl-substituted 3-pyrazolidinones are employed as electron transfer agents in black-and-white and color image transfer materials. The silver halide electron transfer agents or precursors thereof have the following formula: ##STR1## wherein: n is 1 or 2;R represents hydrogen or a hydrolyzable moiety;R.sup.1 represents an alkyl or substituted alkyl group of 1 to about 6 carbon atoms, an aryl or substituted aryl group of 6 to about 10 carbon atoms, or an aralkyl group of 6 to about 10 carbon atoms;R.sup.2 and R.sup.3 each independently represents hydrogen, an alkyl or substituted alkyl group of 1 to about 6 carbon atoms, an aryl or substituted aryl group of 6 to about 10 carbon atoms, or an aralkyl group of 6 to about 10 carbon atoms; andR.sup.4 represents hydrogen or one or more alkyl or alkoxy groups having from 1 to about 4 carbon atoms, methylenedioxy groups or ethylenedioxy groups.
    Type: Grant
    Filed: August 4, 1983
    Date of Patent: September 11, 1984
    Assignee: Eastman Kodak Company
    Inventors: George B. Bodem, Drake M. Michno
  • Patent number: 4463081
    Abstract: Photographic elements, film units, processes and alkaline processing compositions are described wherein certain 4-hydroxyalkyl-substituted 3-pyrazolidinones are employed as electron transfer agents in black-and-white and color image transfer materials. The silver halide electron transfer agents or precursors thereof have the following formula: ##STR1## wherein: n is 0, 1 or 2;R represents hydrogen or a hydrolyzable moiety;R.sup.1 and R.sup.2 each independently represents hydrogen, an alkyl or substituted alkyl group of 1 to about 6 carbon atoms, an aryl or substituted aryl group of 6 to about 10 carbon atoms, or an aralkyl group of 6 to about 10 carbon atoms, with the proviso that when n is 0, then either R.sup.1 or R.sup.2, but not both, may be hydrogen; andR.sup.3 represents at least one alkyl or alkoxy group having from 1 to about 6 carbon atoms, methylenedioxy group or ethylenedioxy group.
    Type: Grant
    Filed: August 4, 1983
    Date of Patent: July 31, 1984
    Assignee: Eastman Kodak Company
    Inventor: Drake M. Michno
  • Patent number: 4436810
    Abstract: Compounds corresponding to the formula: ##STR1## wherein Z represents a radical which completes a condensed aromatic ring system;R.sup.1 represents an n-valent aliphatic or aromatic radical;R.sup.2 represents H, alkyl or aryl,R.sup.3 represents one or more radicals to control the diffusion properties and the activation pH;andn represents 1 or 2,are suitable ED precursor compounds for use in color-photographic recording materials. They are preferably used in a combination with reducible dye-releasers. They are also suitable as so-called scavengers.
    Type: Grant
    Filed: April 29, 1983
    Date of Patent: March 13, 1984
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Karl Kuffner, Paul Marx, Wolfgang Lassig
  • Patent number: 4420551
    Abstract: This application relates to the use of certain dihydro-benzotriazine compounds as photographic silver halide developing agents and to photographic processes, products and compositions which utilize the same. The compounds are effective developers in acid environment as well as in basic environment. Also described are novel dihydro-benzotriazine compounds.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: December 13, 1983
    Assignee: Polaroid Corporation
    Inventor: Emmett S. McCaskill
  • Patent number: 4416980
    Abstract: High-contrast light-sensitive silver halide photographic material which comprises a support, a silver halide emulsion layer containing silver halide and another hydrophilic colloidal layer coated on the support, at least one of said silver halide emulsion layer and another hydrophilic colloidal layer containing a substantially non-diffusible compound having oxidizing power on a hydroquinone developing agent, and the thickness, in an aqueous solution having the composition described as in the specification kept at 23.degree. C., of said at least one layer being from 1.2-4.5 times that of said layer dried in an atmosphere at 23.degree. C. at a relative humidity of 55%.
    Type: Grant
    Filed: September 4, 1980
    Date of Patent: November 22, 1983
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Mitsuto Fujiwhara, Syunji Matsuo, Toyoaki Masukawa, Yutaka Kaneko, Mikio Kawasaki
  • Patent number: 4407941
    Abstract: A photographic element comprising a support provided thereon with at least one light-sensitive silver halide emulsion layer containing a nondiffusible compound which receives at least one electron in an alkaline condition to release a photographically useful material and a nondiffusible electron donor or a precursor thereof having the following formula (I) or (II): ##STR1## wherein R.sup.1 represents hydrogen, an alkyl, an aryl or a heterocyclic group, R.sup.2 represents hydrogen, an alkyl, an aryl, a heterocyclic, an amino, a carbamide, a sulfonamide, a sulfamoyl, a carbamoyl or a ureido group, R.sup.3 and R.sup.4 each is hydrogen, --COR.sup.5, --SO.sub.2 R.sup.6 or --CSR.sup.7 wherein R.sup.5 and R.sup.6 each is a substituted or unsubstituted, respectively, alkyl, alkenyl, aryl, heterocyclic, alkylamino, alkyloxy, aryloxy, alkylthio, arylthio, alkyloxycarbonyl or aryloxycarbonyl group, and R.sup.7 is a substituted or unsubstituted alkyllamino or arylamino group, said R.sup.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: October 4, 1983
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Shunji Suginaka, Ryuichiro Kobayashi, Satoru Ikeuchi, Noboru Mizukura, Noriko Fujita
  • Patent number: 4391900
    Abstract: A process for development-processing a silver halide photographic light-sensitive material is described, comprising processing with a developing solution containing 0.1 mol/liter or more of sulfite ion and at least one compound represented by formula (I) ##STR1## wherein n represents an integer of from 2 to 6; each of R.sub.1 and R.sub.2 represents hydrogen or an alkyl group having from 1 to 6 carbon atoms; and M represents hydrogen or an alkali metal atom.According to the process, the generation of silver sludge and the formation of fog are prevented when a black-and-white photographic light-sensitive material is processed with a developing solution containing sulfates in a high concentration.
    Type: Grant
    Filed: January 13, 1982
    Date of Patent: July 5, 1983
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Takashi Toyoda, Tadao Shishido, Teruaki Tsujikawa
  • Patent number: 4390606
    Abstract: A color-forming para-sulfonamidodiphenylamine dye precursor in a photographic material and process enables formation of a sulfonimide dye image by means of cross-oxidation without the need for a coupling reaction. The color-forming para-sulfonamidodiphenylamine dye precursor is useful in a photographic silver halide material for producing (i) a dye image, or (ii) a dye image and silver image. The exposed photographic material is processed to produce (a) a positive dye image, (b) a negative dye and negative silver image, (c) a negative dye image or (d) a positive dye image and a positive silver image.
    Type: Grant
    Filed: July 1, 1982
    Date of Patent: June 28, 1983
    Assignee: Eastman Kodak Company
    Inventors: Rolf S. Gabrielsen, Patricia A. Graham, James E. Klijanowicz, Max H. Stern
  • Patent number: 4377634
    Abstract: A method for forming a high contrast negative photographic image, which comprises imagewise exposing a photographic material comprising a support having thereon at least one photographic silver halide emulsion layer with the photographic silver halide emulsion layer or at least one hydrophilic colloid layer of the photographic material containing a compound of the general formula (I)R.sup.1 --NHNHCO--R.sup.2 (I)wherein R.sup.1 represents an aryl group, and R.sup.2 represents a hydrogen atom, a phenyl group, or an unsubstituted alkyl group containing 1 to 3 carbon atoms, and then developing the imagewise exposed material in the presence of a hydroquinone compound of the general formula (II) ##STR1## wherein R.sup.3, R.sup.4, R.sup.5 and R.sup.6, which may be the same or different, each represents a hydrogen atom, a sulfo group, an alkyl group, an aryl group, an aralkyl group, a heterocyclic group, or a group of the formula --O--R.sup.7 or --S--R.sup.7 where R.sup.
    Type: Grant
    Filed: March 11, 1980
    Date of Patent: March 22, 1983
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroyuki Mifune, Shunji Takada, Yoshitaka Akimura, Yoshiharu Fuseya
  • Patent number: 4368246
    Abstract: In a photographic material for producing a dye image or a dye image and silver image comprising (1) a photographic metal salt, such as photographic silver halide, and (2) a dye precursor, improved images are provided by means of a color-forming para-sulfonamidodiphenylamine dye precursor having one to two sulfonamido groups in positions ortho to the --NH-- moiety separating the two phenyl groups of the sulfonamidodiphenylamine and wherein the sulfonamidodiphenylamine, in oxidized form, intramolecularly reacts to produce a sulfonamido-substituted phenazine dye. An exposed photographic material containing the color-forming sulfonamidodiphenylamine dye precursor is processed to produce a negative phenazine dye-enhanced silver image. Alternatively, the exposed photographic material is processed to produce a positive phenazine dye image.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: January 11, 1983
    Assignee: Eastman Kodak Company
    Inventors: Rolf S. Gabrielsen, Patricia A. Graham, James E. Klijanowicz
  • Patent number: 4366240
    Abstract: 5- or 6-membered .alpha.-lactones of phenolic compounds, in which the phenyl ring carries a hydroxyl or amino group in its 2- or 4-position to the lactonized phenolic hydroxyl group and in which the lactone ring carries an electron accepting substituent, so that the lactone ring is readily cleavable at pH values of from 10 to 13 to form an electron donor compound (ED-compound) having a redox potential of less than +0.255 V determined against a normal calomel electrode at pH 0 are useful ED precursor compounds for non-diffusing reducible color providing compounds.
    Type: Grant
    Filed: February 17, 1981
    Date of Patent: December 28, 1982
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Wolfgang Lassig, Ernst Meier, Siegfried Schleger
  • Patent number: 4362795
    Abstract: A process for forming photographic images comprising a silver image and a dye image, comprising development processing an imagewise exposed silver halide photographic light-sensitive material containing a 4-alkoxy-1-naphthol represented by the formula (I) ##STR1## wherein R represents an alkyl group, an alkoxyalkyl group, or a hydroxyalkyl group, and the number of carbon atoms in the substituent represented by R is from 1 to 4.The process of this invention is particularly useful in the field of X-ray photography, in order to provide an image of increased density for a given silver content. A novel silver halide photographic light-sensitive material includes the above 4-alkoxy-1-naphthol in a photographic colloid layer thereof, preferably the silver halide emulsion layer.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: December 7, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Junkichi Ogawa, Minoru Yamada, Tsutomu Hamaoka
  • Patent number: 4318979
    Abstract: A light-sensitive silver halide photographic material comprising a combination of a salt of tetrazolium containing only a non-metallic anion and a salt of tetrazolium containing a metallic anion.
    Type: Grant
    Filed: December 10, 1980
    Date of Patent: March 9, 1982
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Takeshi Habu, Chika Honda
  • Patent number: 4311781
    Abstract: A silver halide photographic material providing very high contrast and negative image photographic characteristics comprising a support having thereon at least one silver halide photographic emulsion layer containing substantially surface latent image type mono-dispersed silver halide grains and providing a negative image, at least one hydrophilic colloid layer of the photographic material containing a compound represented by the general formula (I)R.sup.1 NHNHCOR.sup.2 (I)whereinR.sup.1 represents an aryl group and R.sup.2 represents a hydrogen atom, a phenyl group, or an unsubstituted alkyl group having 1 to 3 carbon atoms;and a compound represented by the general formula (II) or (III) ##STR1## wherein R.sup.3, R.sup.4, R.sup.5 and R.sup.
    Type: Grant
    Filed: July 3, 1980
    Date of Patent: January 19, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroyuki Mifune, Shunji Takada, Yoshitaka Akimura, Nobuo Sakai
  • Patent number: 4283479
    Abstract: Silver halide photographic materials providing wash-off relief images and having excellent shelf life comprising a support having formed thereon at least a silver halide photosensitive emulsion layer and said silver halide emulsion layer or another hydrophilic colloid layer containing a polyhydroxy-spiro-bis-chroman tanning developing agent and a gallic acid alkyl ester is disclosed with a process forming relief images.
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: August 11, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Tsutomu Hamaoka, Yasuo Kasama
  • Patent number: 4272606
    Abstract: A method of forming an extremely high-contrast negative photographic image which comprises image-wise exposing a photographic light-sensitive material comprising a support having thereon a mono-disperse silver halide emulsion layer containing surface latent image type silver halide grains and also containing a compound represented by the following general formula (1):R.sup.1 NHNHCOR.sup.2 (I)wherein R.sup.1 represents an aryl group, R.sup.2 represents a hydrogen atom, a phenyl group or an unsubstituted alkyl group having 1 to 3 carbon atoms, and then processing the exposed light-sensitive material in the presence of a compound having a thioamido moiety in the molecule thereof.
    Type: Grant
    Filed: February 1, 1980
    Date of Patent: June 9, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroyuki Mifune, Shunji Takada, Yoshitaka Akimura, Yoshiharu Fuseya
  • Patent number: 4263393
    Abstract: Novel electron donor precursors have the structure: ##STR1## wherein: Z represents the atoms to complete a mono-, bi- or tricyclic ring system, each ring of which contains 5 to 6 nuclear atoms;n is 1 or 2;R.sup.1 is a monovalent aromatic group when n is 1 and a bivalent aromatic group when n is 2; andR.sup.2 represents hydrogen, an alkyl group, an aryl group, an acyl group, an ester group or an amido group.The compounds are useful in photographic elements, film units and processes to provide electrons to immobile compounds which must accept at least one electron before releasing a diffusible dye or photographic reagent.
    Type: Grant
    Filed: September 6, 1979
    Date of Patent: April 21, 1981
    Assignee: Eastman Kodak Company
    Inventor: Chin H. Chen
  • Patent number: 4250250
    Abstract: A photographic process comprising exposing imagewise a photosensitive layer containing a divalent tin basic salt to actinic rays to form a pattern consisting of non-reducing exposed areas and reducing non-exposed areas and contacting the exposed photo-sensitive layer with a developer capable of forming or erasing color by reduction to thereby form a visible image corresponding to said non-exposed areas or said exposed areas.
    Type: Grant
    Filed: August 10, 1979
    Date of Patent: February 10, 1981
    Assignee: Mita Industrial Company Limited
    Inventors: Nobuhiro Miyakawa, Hiroshi Kokado, Eiichi Inoue
  • Patent number: 4243745
    Abstract: A process for the photographic development of a light sensitive system is provided wherein photographic material having a layer comprising a photosensitive silver salt is imagewise exposed and the silver salt is imagewise developed in an acid processing solution by use of a 1,4-diazine compound reduced at most to the dihydro stage, wherein the said reduced diazine compound is produced during the development process from a 1,4-diazine or a 1,4-diazine-N-oxide by electrolytic reduction.
    Type: Grant
    Filed: April 25, 1979
    Date of Patent: January 6, 1981
    Assignee: Ciba-Geigy AG
    Inventor: Michael W. Fry
  • Patent number: 4224401
    Abstract: A negative image silver halide photographic emulsion comprising substantially surface latent image type monodispersed silver bromide or silver iodobromide grains containing up to about 10 mol% silver iodide, wherein the average grain size of the silver halide grains is about 0.7 micron or less, with the silver halide photographic emulsion containing a binder in an amount of about 250 g or less per mol of silver halide and a compound represented by the following general formula (I):R.sup.1 NHNHCOR.sup.2 (I)wherein R.sup.1 represents an aryl group and R.sup.
    Type: Grant
    Filed: December 7, 1978
    Date of Patent: September 23, 1980
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shunji Takada, Yoshitaka Akimura, Hiroyuki Mifune, Nobuyuki Tsujino
  • Patent number: 4210715
    Abstract: Light-sensitive silver halide photographic materials to be treated with a hydroquinones-containing developing solution which material comprises a support and at least one hydrophilic colloidal layer coated thereon which contains silver halide grains having an average grain size of 0.05 to 1.5.mu., a tetrazolium compound and a sensitizing dye.
    Type: Grant
    Filed: March 2, 1979
    Date of Patent: July 1, 1980
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Mitsuto Fujiwhara, Syunji Matsuo, Toyoaki Masukawa, Yutaka Kaneko, Mikio Kawasaki
  • Patent number: 4207111
    Abstract: A color photosensitive material having a support and a silver halide photosensitive layer which material includes a coupler represented by the following formulas (IV), (V) or (VI) having therein a group represented by formula (I), said coupler being capable of forming an azomethine dye on coupling with the oxidation product of an aromatic primary amine developer: ##STR1## wherein the substituents on the above formulas is herein defined, is described, said couplers capable of giving improved light fastness.
    Type: Grant
    Filed: December 27, 1977
    Date of Patent: June 10, 1980
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Mitsuto Fujiwhara, Takashi Sasaki, Takashi Uchida
  • Patent number: 4175966
    Abstract: A light-sensitive silver halide photographic material containing a substantially non-diffusible compound having oxidation power on a hydroquinone developing agent in a hydrophilic colloidal layer is processed, after light exposure, with a developer containing the said hydroquinone developing agent to form a high-contrast silver image.
    Type: Grant
    Filed: October 4, 1978
    Date of Patent: November 27, 1979
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Mitsuto Fujiwhara, Syunji Matsuo, Toyoaki Masukawa, Yutaka Kaneko, Mikio Kawasaki