And Development Inhibitor Or Development Inhibitor Releasing Agent Patents (Class 430/544)
  • Patent number: 4368255
    Abstract: A method of processing monochrome silver halide material which contains in at least one silver halide layer in addition to the normal image-forming color coupler or couplers a development inhibitor releasing compound which method comprises developing the exposed material in a color developing solution which comprises not more than 2.5 g/liter of a paraphenylene diamine color developing agent which is able to couple with the color coupler or couplers and D.I.R. compound present, the process further comprising silver halide fixing, silver image bleaching and washing steps. The developed photographic images exhibit a remarkable increase in sharpness.
    Type: Grant
    Filed: July 15, 1981
    Date of Patent: January 11, 1983
    Assignee: Ciba-Geigy AG
    Inventor: Thomas G. Borg
  • Patent number: 4359521
    Abstract: Light-sensitive color photographic material which contains on a base in at least one silver halide emulsion layer or an interlayer which is assigned to this and does not contain silver halide, at least one DIR coupler of the formula ##STR1## in which R is alkyl having 1 to 18 carbons atoms or aryl, D is hydrogen, optionally substituted alkyl having 1 to 18 carbon atoms, cycloalkyl having 3 to 10 carbon atoms, alkenyl having 2 to 18 carbon atoms, cycloalkenyl having 5 to 10 carbon atoms, aralkyl having 7 to 18 carbon atoms, cyano or halogen and G is a optionally substituted aliphatic hydrocarbon radical having 1 to 18 carbon atoms, the sum of the carbon atoms in the substituents D and G being at least 5, L.sub.1 is hydrogen or alkyl having 1 to 5 carbon atoms, L.sub.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: November 16, 1982
    Assignee: Ciba-Geigy AG
    Inventors: Mario Fryberg, Remon Hagen, John G. V. Scott
  • Patent number: 4358525
    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: August 12, 1981
    Date of Patent: November 9, 1982
    Assignee: Eastman Kodak Company
    Inventors: Jared B. Mooberry, William C. Archie, Jr.
  • Patent number: 4355100
    Abstract: A color photographic material having a light-sensitive silver halide emulsion layer containing a DIR compound having an amino group and a DIR compound having no amino group.
    Type: Grant
    Filed: January 19, 1981
    Date of Patent: October 19, 1982
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Hiroshi Sugita, Shizuo Saito, Ryosuke Sato, Kiyoshi Yamashita
  • Patent number: 4353979
    Abstract: A silver halide photographic material containing a solution of a 5-pyrazolone type magneta coupler and a high-boiling organic solvent of the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 each represent an aliphatic or aromatic group with a carbon atom of R.sub.3 directly bonded to the phosphorus atom.
    Type: Grant
    Filed: July 16, 1980
    Date of Patent: October 12, 1982
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Sadatugu Terada, Hideaki Arai, Kenji Itoh, Hiroshi Sugita, Katsumi Matsuura, Thuneo Wada
  • Patent number: 4351897
    Abstract: A silver halide color photographic light-sensitive material is described comprising a support having thereon a photographic layer containing at least one coupler represented by formula (I) or (II) ##STR1## wherein Ar represents a phenyl group substituted with at least one substituent selected from a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group and a cyano group; X represents a halogen atom or an alkoxy group; R.sub.1 represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an acylamino group, a sulfonamido group, a sulfamoyl group, a carbamoyl group, a diacylamino group, an alkoxycarbonyl group, an alkoxysulfonyl group, an aryloxysulfonyl group, an alkanesulfonyl group, an arylsulfonyl group, an alkylthio group, an arylthio group, an alkyloxycarbonylamino group, an alkylureido group, an acyl group, a nitro group, a carboxy group, or a trifluoromethyl group; R.sub.2 represents a halogen atom, a hydroxy group, an alkyl group, an alkoxy group or an aryl group; R.sub.
    Type: Grant
    Filed: August 11, 1981
    Date of Patent: September 28, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kozo Aoki, Nobuo Seto, Yoshiharu Yabuki, Masakazu Morigaki, Nobuo Furutachi, Kotaro Nakamura
  • Patent number: 4350754
    Abstract: There are described novel compounds which are represented by the formula ##STR1## wherein R is ##STR2## A is sulfur or selenium; X represents the nonmetallic atoms necessary to form a nucleus which completes a five or six membered heterocyclic moiety; R.sub.1 is H or lower alkyl; R.sub.2 is H or a hydrolyzable group; and R.sub.3 is H, alkyl or a hydrolyzable group. The compounds are useful in photographic applications and provide controlled release of a photographically useful material during processing of photographic elements with an aqueous alkaline processing composition.
    Type: Grant
    Filed: June 12, 1981
    Date of Patent: September 21, 1982
    Assignee: Polaroid Corporation
    Inventors: James R. Bartels-Keith, Anthony J. Puttick
  • Patent number: 4348474
    Abstract: A photographic recording material having at least 2 panchromatically sensitized silver-halide emulsion layers differing in speed, a DIR-compound and at least 2 yellow couplers of differing coupling velocity provides an improved graininess.
    Type: Grant
    Filed: July 23, 1981
    Date of Patent: September 7, 1982
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Rainer Scheerer, Erwin Ranz, Joachim W. Lohmann
  • Patent number: 4345024
    Abstract: A photographic development inhibitor releasing compound of the formula (I): ##STR1## wherein X is an indazole residue which may be substituted and which is bonded to the benzene nucleus through the nitrogen atom at the 1-position or 2-position thereof; R.sup.1, R.sup.2 and R.sup.3, which may be the same or different, are each hydrogen, an alkyl group, an aryl group, an alkylthio group, an arylthio group, a halogen atom, a hydroxy group, an alkoxy group, an aryloxy group, an acyl group, an alkoxycarbonyl group, an amido group, a sulfonamido group, a carbamoyl group, a sulfamoyl group, a heterocyclic residue or any of the groups described above for X; further R.sup.2 and R.sup.3 may combine with each other to form a ring; and R.sup.4 and R.sup.5, which may be the same or different, are each hydrogen or a group capable of being hydrolyzed in the presence of an alkali. The compound is very active and rapidly releases a development inhibiting agent upon oxidation.
    Type: Grant
    Filed: April 30, 1981
    Date of Patent: August 17, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shigeo Hirano, Kei Sakanoue
  • Patent number: 4326022
    Abstract: A high boiling solvent useful in silver halide materials is described by the following general formula: ##STR1## wherein R.sub.1 represents an alkyl radical, and each of R.sub.2 and R.sub.3 represent an aryl radical.
    Type: Grant
    Filed: December 1, 1980
    Date of Patent: April 20, 1982
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Kenji Ito, Katsumi Matsuura, Hiroshi Sugita, Toshihiko Kimura, Hideaki Arai
  • Patent number: 4315069
    Abstract: Color photographic material is described in which a yellowish image is formed which can be used to print black and white prints. Also present in the layer is a small amount of a more reactive coupler which produces a colored image to which black and white paper is not sensitive. This more reactive coupler reduces the fog in the highlight areas.Most preferably small amounts of other couplers are present which result in a green or brown image which makes it easier for the operator to focus the image.
    Type: Grant
    Filed: September 11, 1980
    Date of Patent: February 9, 1982
    Assignee: Ciba Geigy AG
    Inventors: John G. V. Scott, Anthony K. Harvey
  • Patent number: 4315070
    Abstract: In high sensitivity color photographic recording materials the undesired color fog density is reduced by highly reactive DIR-compounds having an effective reaction velocity constant k.sub.eff of more than 20,000 [1 . mole.sup.-1 . sec.sup.-1 ] (measured at pH 10.2 by the method described hereinafter) in a concentration of from 10.sup.-5 to 10.sup.-3 mole per mole of silver halide, if contained in a light-sensitive silver halide emulsion layer or in a concentration of from 10.sup.-7 to 10.sup.-5 mole per gram of solids if contained in a silver-halide-free binder layer adjacent to a silver halide emulsion layer.
    Type: Grant
    Filed: June 12, 1980
    Date of Patent: February 9, 1982
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Erwin Ranz, Joachim W. Lohmann, Heinz-Dieter Schutz
  • Patent number: 4310621
    Abstract: New DIR-compounds of the formula ##STR1## are useful in photographic materials and processes.
    Type: Grant
    Filed: December 16, 1980
    Date of Patent: January 12, 1982
    Assignee: AGFA-Gevaert Aktiengesellschaft
    Inventors: Heinrich Odenwalder, Karl Frank, Reinhard Muller
  • Patent number: 4308336
    Abstract: In color photographic sensitive materials comprising at least one direct reversal silver halide emulsion layer associated with a diffusible dye-releasing redox compound on a base, the improvement which comprises that at least one of a layer containing said redox compound or said direct reversal silver halide emulsion layer contains about 5 to 200 mg per 100 millimols silver in the emulsion layer of a compound represented by the general formula (I): ##STR1## wherein A.sub.1 and A.sub.2 each represents a hydrogen atom or a hydrolyzable group, P, Q and R which may be the same or different each represents a hydrogen atom, an alkyl group, an aryl group, an alkylthio group, an arylthio group, a hydroxyl group, a halogen atom, an alkoxy group, an aryloxy group, a heterocyclic group or an --S--Z.sup.2 group, Z.sup.1 and Z.sup.2 may be the same or different and each represents an unsaturated heterocyclic residue which is photographically inactive when bonded to the hydroquinone through the sulfur moiety, and --S--Z.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: December 29, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kokichi Waki, Keiichi Adachi, Seiki Sakanoue
  • Patent number: 4306015
    Abstract: A process for the production of an improved photographic image is provided which comprises imagewise exposing photographic material which comprises on a support base at least one light-sensitive negative-working silver halide emulsion layer containing a color coupler (receptor layer) and in which after color processing a negative dye image only is formed, there being associated therewith at least one light-sensitive negative-working silver halide emulsion layer containing at least one DIR compound (development inhibitor releasing compound) and in which after processing no photographic image is present (donor layer), developing the photographic material in a color photographic developing solution to form a negative silver image in the layer which comprises the DIR compound and a coupled compound with the DIR compound in the areas in which the silver has been developed, so releasing the DI compound imagewise from the DIR compound and allowing the DI compound to diffuse imagewise into the layer containing the co
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: December 15, 1981
    Assignee: Ciba-Geigy AG
    Inventor: Norman C. Haylett
  • Patent number: 4301243
    Abstract: Traces of free inhibitors for the development of silver halide which might be present as impurities of inhibitor releasing compounds or which might be prematurely released therefrom because of insufficient stability thereof during storage of the photographic material are scavenged by compounds which are capable of binding free inhibitors at pH values below 7 but to a much less extent at pH values higher than 9.
    Type: Grant
    Filed: December 12, 1979
    Date of Patent: November 17, 1981
    Assignee: AGFA-Gevaert Aktiengesellschaft
    Inventors: Walter Puschel, Heinrich Odenwalder, Erwin Ranz
  • Patent number: 4286054
    Abstract: A light-sensitive, color photographic silver halide multilayer material contains for the improvement of definition, grain and color rendition DIR-couplers which are substituted in coupling position by mercapto-azole-, mercaptobenz-azole- or mercapto-azine moieties, which themselves carry hydrophilic substituents. The DIR-couplers according to the invention may be used together with other couplers and additives or as sole color forming element and are noteworthy for their high color yields, inter- and intra-image effects. They may be added as well in hydrophobic state (in dispersed form) as in hydrophilic state (as alkaline solutions) and they may be used in single layers or as associated layers with a maximum three layers of a color forming unit and the layers may be arranged in any desired order within the whole combination of layers.
    Type: Grant
    Filed: May 29, 1980
    Date of Patent: August 25, 1981
    Assignee: VEB Filmfabrik Wolfen
    Inventors: Horst Englemann, Rainer Redmann, Monika Bethke, Christa Melz, Gerd West, Jurgen Mistol, Udo Sydow
  • Patent number: 4284709
    Abstract: A process for incorporating photographic additives which are sparingly soluble to insoluble in water into a free-flowing, aqueous preparation which contains a hydrophilic colloid and is used to prepare photographic layers, by mixing the photographic additives with a combination of at least one non-ionic alkylphenol/alkylene oxide or diphenolmethane/alkylene oxide adduct and at least one anionic esterification product of these adducts and, optionally, a water-immiscible solvent and then finely dispersing this mixture in an aqueous solution of the hydrophilic colloid, which solution contains further water-soluble or dispersed water-insoluble constituents optionally.Spontaneous emulsions of the photographic additives with good fine dispersion are obtained in this way without high expenditure of mechanical energy. The emulsions are suitable for the preparation of photographic layers, which are used in photographic materials with improved characteristics.
    Type: Grant
    Filed: May 8, 1980
    Date of Patent: August 18, 1981
    Assignee: Ciba-Geigy Aktiengesellschaft
    Inventor: Ivan Tomka
  • Patent number: 4276372
    Abstract: A color photographic material is provided in which the interimage effect is adjusted to provide optimum color reproduction. The photographic material comprises an emulsion referred to as type I emulsion, which releases an inhibitor on development and another emulsion with underripened grains which are more soluble than those of the type I emulsion.
    Type: Grant
    Filed: February 11, 1980
    Date of Patent: June 30, 1981
    Assignee: AGFA-Gevaert, A.G.
    Inventors: Ubbo Wernicke, Reinhart Matejec, Franz Moll
  • Patent number: 4273861
    Abstract: A multilayer color photographic material with improved color reproduction comprising a support having thereon at least two photosensitive silver halide emulsion layers which provide color images having different colors from each other, the multilayer color photographic material containing at least one interlayer color correction coupler as defined hereinafter.
    Type: Grant
    Filed: February 23, 1976
    Date of Patent: June 16, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keisuke Shiba, Takeshi Hirose, Jun Hayashi, Atsuaki Arai, Nobuo Furutachi, Harumi Katsuyama
  • Patent number: 4263397
    Abstract: A photographic product comprising, in a package, a light-sensitive silver halide photographic material having a silver halide emulsion layer coated on a support, characterized in that said silver halide emulsion layer contains a sensitizing or desensitizing dye and that the oxygen permeability of the package is below 5.times.10.sup.2 cc/m.sup.2. 24 hrs. atm. under a condition at 20.degree. C. and 0% of relative humidity and further that the sealed package is under a condition that a partial pressure of an oxygen-gas in the package is not more than 1/6 atmospheres at an initial stage.
    Type: Grant
    Filed: May 19, 1978
    Date of Patent: April 21, 1981
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Akira Horikoshi, Zene Kumagai
  • Patent number: 4259437
    Abstract: Development inhibitor releasing compounds of the formula ##STR1## are provided wherein R.sub.1 is hydrogen or a substituent which may contain a long chain ballasting group and n is 1 or 2, or R.sub.1 may form an annelated ring, R.sub.2 is hydrogen or alkyl having 1 to 4 carbon atoms, R.sub.3 is alkyl, aryl or aralkyl, Y is hydrogen, halogen, optionally substituted phenyl, --COOR.sub.4, --COR.sub.4, ##STR2## or --OR.sub.4 where R.sub.4 is alkyl or aryl or a group ##STR3## where Z represents the atoms necessary to complete an optionally substituted 5- or 6-membered heterocyclic ring which optionally may be benzannelated.The new DIR-compounds form colorless compounds when reacted with the oxidation products of the color developing agent. They have an extremely high reactivity with the oxidation products of the color developing agent so that only small quantities of the DIR-compounds are required to produce excellent intra-image and inter-image effects of excellent speed.
    Type: Grant
    Filed: September 5, 1979
    Date of Patent: March 31, 1981
    Assignee: Ciba-Geigy AG
    Inventor: Terence C. Webb
  • Patent number: 4258127
    Abstract: In a reversal color development process including a black and white development and a color development, the sharpness, granularity and multilayer effect of the color photographic images formed are remarkably improved by subjecting silver halide reversal color photographic materials to black and white development in the presence of a DIR compound, i.e., a non-coupler type compound capable of releasing a development inhibitor upon development, processing the color photographic materials in an aqueous solution of a fogging agent, and then subjecting the color photographic materials to color development.
    Type: Grant
    Filed: October 31, 1975
    Date of Patent: March 24, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Ishibashi, Haruhika Iwano
  • Patent number: 4256881
    Abstract: Benzotriazole compounds employed as development restrainer precursors are described having on one nitrogen atom an alkali-hydrolyzable, N,N-disubstituted carbamoyl group. The compounds may have the following formula: ##STR1## wherein: R.sup.1 and R.sup.2 each represent a substituted or unsubstituted alicyclic, aliphatic, aromatic or heterocyclic moiety, or may be taken together with the nitrogen to which they are attached to form a heterocyclic ring; andR.sup.3, R.sup.4, R.sup.5 and R.sup.6 each represent hydrogen, nitro, lower alkyl, halogen, carbamoyl, sulfamoyl, RCONH-- or RSO.sub.2 NH--, wherein R is lower alkyl or aryl.
    Type: Grant
    Filed: October 18, 1979
    Date of Patent: March 17, 1981
    Assignee: Eastman Kodak Company
    Inventors: Michael J. Simons, David T. Southby, Hans G. Ling
  • Patent number: 4255510
    Abstract: Photographic elements, assemblages and processes for color diffusion transfer photography are described wherein certain azole compounds having at least two nitrogen atoms are employed as development restrainer precursors. Preferred azole compounds include benzotriazoles, triazoles, tetrazoles, indazoles and benzimidazoles. The azole compounds have an alkali-hydrolyzable, N,N-disubstituted carbamoyl group on one of the two nitrogen atoms.
    Type: Grant
    Filed: October 18, 1979
    Date of Patent: March 10, 1981
    Assignee: Eastman Kodak Company
    Inventors: Michael J. Simons, David T. Southby, Hans G. Ling
  • Patent number: 4250252
    Abstract: In a color photographic material wherein by color development there are produced either non-diffusing image dyes or diffusing image dyes (the latter being transferred to an image-receiving layer) the color development is controlled by means of non-diffusing thioether compounds which on color development release a diffusing mercapto compound but do not themselves form a dye. The mercapto compound inhibits the development of the silver halide and the thioether compound has the formula ##STR1## R.sub.1 =hydrogen or alkyl with 1-3 carbon atoms R.sub.2 =alkyl with up to 22 carbon atoms the group --S--Y is split off during color development and forms a mercaptane, e.g. 5-mercapto-1-phenyltetrazole, which inhibits the development.
    Type: Grant
    Filed: October 3, 1975
    Date of Patent: February 10, 1981
    Assignee: AGFA-Gevaert, A.G.
    Inventors: Heinrich Odenwalder, Hans Vetter, Walter Puschel, Erwin Ranz
  • 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: 4248962
    Abstract: Photographic couplers which release a photographically useful group by an intramolecular nucleophilic displacement reaction can be used in photographic emulsions, elements and processes to provide a photographically useful group in a controlled manner.
    Type: Grant
    Filed: December 22, 1978
    Date of Patent: February 3, 1981
    Assignee: Eastman Kodak Company
    Inventor: Philip T. S. Lau
  • Patent number: 4246333
    Abstract: A photographic element having on a support at least one silver halide emulsion layer having associated therewith a development inhibitor precursor represented by the formula (I) ##STR1## wherein A is a phenyl group, a substituted phenyl group or a 5- or 6-membered nitrogen-containing heterocyclic ring; said A splitting together with the sulfur atom in the above molecule from the residue of the molecule to provide a silver halide development inhibitor; R.sup.1 is an alkyl group having 1 to 4 carbon atoms; and R.sup.2 is a cyano group, a carbamoyl group or the group represented by the formula ##STR2## wherein R.sup.3 is an aryl group.
    Type: Grant
    Filed: April 3, 1979
    Date of Patent: January 20, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshiharu Fuseya, Yukio Karino, Yoshio Sakakibara, Katsusuke Endo
  • Patent number: 4242430
    Abstract: Organic substrates, especially photographic dyes, are stabilized against light by using a Cu, Co, Ni, Pd or Pt complex of formula (I). ##STR1## wherein M represents Cu, Co, Ni, Pd or Pt; R.sub.1 and R.sub.6 may be the same or different and represent a hydrogen atom or an alkyl group, an aryl group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an alkylsulfonyl group or an arylsulfonyl group; and R.sub.2, R.sub.3, R.sub.4 and R.sub.5 which may be the same or different represent a hydrogen atom, a halogen atom, a cyano group, or an alkyl group, an aryl group, a cycloalkyl group or a heterocyclic group bonded to a carbon atom on a benzene ring directly or through a divalent linking group, or R.sub.2 and R.sub.3, R.sub.3 and R.sub.4 or R.sub.4 and R.sub.5 respectively may combine and represent the non-metallic atomic groupings required to form a 6-membered ring.
    Type: Grant
    Filed: November 14, 1978
    Date of Patent: December 30, 1980
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Hara, Kotaro Nakamura, Yoshiaki Suzuki
  • Patent number: 4242429
    Abstract: The stability of organic substrate materials having an absorption peak between 300 and 800 nm in wavelength can be improved by the presence of a compound having the following general structural formula (I): ##STR1## wherein M represents Cu, Co, Ni, Pd or Pt; R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each represents a hydrogen or halogen atom, a cyano, an alkyl, an aryl, a cycloalkyl, or a heterocyclic group which may be substituted or unsubstituted and which is attached to the carbon atom in the benzene ring directly or through a divalent connecting group; alternatively, each of R.sub.1 and R.sub.2, R.sub.2 and R.sub.3, or R.sub.3 and R.sub.4 may combine to form the non-metallic atoms necessary to complete a 6-membered ring; and R.sub.5 represents a hydrogen atom or methyl.
    Type: Grant
    Filed: October 30, 1978
    Date of Patent: December 30, 1980
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Hara, Yoshiaki Suzuki
  • Patent number: 4239843
    Abstract: The stability of organic substrates having an absorption maximum between 300 and 800 nm in wavelength can be improved by at least one compound represented by the formula (I); ##STR1## wherein M represents Cu, Co, Ni, Pd or Pt; X.sub.1, X.sub.2, X.sub.3 and X.sub.4 eachrepresents an oxygen or sulfur atom, R.sub.1 and R.sub.2 each represents an alkyl, an aryl, a cycloalkyl, an oxocyclalkyl or a heterocyclic group attached to the carbon atom on the chelate ring directly or through a divalent connecting group, R.sub.3 represents a hydrogen atom, an alkyl, an aryl, a cycloalkyl, an oxocycloalkyl or a heterocyclic group attached to the carbon atom on the chelate ring directly or through a connecting group whereby R.sub.1, R.sub.2 and R.sub.3 may be the same or different and R.sub.1 and R.sub.3 or R.sub.2 and R.sub.3 may combine with each other to form a 5-, 6- or 7- member ring structure.
    Type: Grant
    Filed: October 30, 1978
    Date of Patent: December 16, 1980
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroshi Hara, Yoshiaki Suzuki
  • Patent number: 4234678
    Abstract: A photographic material having a light-sensitive silver halide emulsion layer coated on a support and containing a compound, useful as a development inhibitor of the formula: ##STR1## wherein X, Y and Z are as herein defined, is described.
    Type: Grant
    Filed: November 20, 1978
    Date of Patent: November 18, 1980
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Shinji Yoshimoto, Mitsuto Fujiwhara, Shoji Kikuchi, Ryosuke Satoh, Takaya Endo, Satoshi Nakagawa
  • Patent number: 4226934
    Abstract: A light-sensitive photographic material is provided which comprises, coated on a photobase, at least one silver halide emulsion layer, said emulsion layer or a layer adjacent thereto containing a development inhibitor releasing compound of the formula ##STR1## wherein R.sub.1 is substituted phenyl which contains a ballasting alkyl group, R.sub.2 represents the atoms necessary to complete a five or six membered heterocyclic ring system which may be further substituted and R.sub.3 is an aryl or heterocyclic radical, any of which ring systems may be further substituted, the group --S--R.sub.3 being a development inhibiting group.
    Type: Grant
    Filed: July 26, 1978
    Date of Patent: October 7, 1980
    Assignee: Ciba-Geigy AG
    Inventors: Terence C. Webb, David L. R. Reeves
  • Patent number: 4211836
    Abstract: A method for dispersing oil-soluble photographic additives into a hydrophilic colloid composition is disclosed characterized by the use of lecithin in conjunction with an anionic surface active agent containing an --SO.sub.3 M or --OSO.sub.3 M moiety wherein M represents a cation and a hydrophobic group having 8 to 30 carbon atoms.
    Type: Grant
    Filed: January 18, 1979
    Date of Patent: July 8, 1980
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masakazu Yoneyama, Yasuo Mukunoki, Takeshi Mikami, Jun Sasaki
  • Patent number: 4199355
    Abstract: Photographic elements, processes for forming images in photographic elements and new compounds are disclosed. Generally, the invention relates to improved immobile compounds which can be used to provide positive images from negative recording-developing photographic materials such as negative silver halide emulsions. The compounds contain a photographically useful group such as a dye or dye precursor and are capable of releasing said photographically useful group under alkaline conditions, and are also capable of reaction with an oxidized silver halide developing agent before substantial release of said photographically useful group occurs, to provide a reaction product having a substantially lower rate of release of said photographically useful group.
    Type: Grant
    Filed: June 24, 1975
    Date of Patent: April 22, 1980
    Assignee: Eastman Kodak Company
    Inventors: Jerald C. Hinshaw, Paul B. Condit
  • Patent number: 4199362
    Abstract: In a photographic element for the color diffusion transfer process including a neutralizing system for reducing the pH of an aqueous alkaline processing solution which comprises a neutralizing layer and a timing layer, the improvement which comprises the timing layer comprising a polymer latex which is produced by emulsion polymerization of (1) each of (A) at least one monomer selected from the group consisting of ethylene-type monomers having at least a free carboxylic acid group, a free sulfonic acid group or a free phosphoric acid group or a salt thereof and (B) at least one monomer selected from the group consisting of monomers represented by the following general formula (I) ##STR1## wherein X is a hydrogen atom, a methyl group or a --COOR.sup.1 group; Y is a hydrogen atom, a methyl group or a --(CH.sub.2).sub.n COOR.sup.2 group; Z is an aryl group, a --COOR.sup.3 group or a ##STR2## group; R.sup.1, R.sup.2 and R.sup.
    Type: Grant
    Filed: December 12, 1977
    Date of Patent: April 22, 1980
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Takashi Yoshida, Shinji Sakaguchi, Kazunobu Katoh, Yukio Karino
  • Patent number: 4195993
    Abstract: Cyan azo dye-providing compounds have the formula: ##STR1## wherein: R.sup.1 is selected from the group consisting of aryl, alkyl or NR.sup.11 R.sup.12 wherein R.sup.11 is alkyl or aryl and R.sup.12 is alkyl, or R.sup.11 and R.sup.12, taken together with the nitrogen atom to which they are attached, is a heterocyclic group;X is --CO-- or --SO.sub.2 --;R.sup.3 is --COOH or --CAR and is attached in the meta or para position to X in the benzene ring;R is alkyl; ##STR2## or can be taken together with R and the nitrogen atom to which it is attached to form a heterocyclic ring unsubstituted or substituted with a carboxy group; andCAR is a carrier moiety which, as a function of oxidation under alkaline conditions, releases a diffusible dye, with the proviso that the compound contains at least one CAR group and, excepting when R and R.sup.2 form a heterocyclic group and X is --SO.sub.2 --, must contain at least one carboxy group.
    Type: Grant
    Filed: August 17, 1978
    Date of Patent: April 1, 1980
    Assignee: Eastman Kodak Company
    Inventors: Kenneth N. Kilminster, Colin Holstead
  • Patent number: 4193802
    Abstract: A silver halide photographic light-sensitive material comprising a support having thereon at least one silver halide emulsion layer, with the photographic light-sensitive material having a hydrophilic organic colloid layer containing a dispersion of a scarcely water-soluble photographic additive dissolved in an aromatic ester represented by the following general formula (I): ##STR1## wherein R.sub.1 represents an alkyl group, an alkoxy group, an acyloxy group, an aryloxy group, an alkoxycarbonyl group or a halogen atom; R.sub.2 represents a cyclic saturated hydrocarbon group; m represents an integer of 0 to 5; n represents an integer of 1 to 6; and when m and n each represents an integer of 2 or more, the substituents represented by R.sub.1 or R.sub.2 can be the same or different.
    Type: Grant
    Filed: August 15, 1978
    Date of Patent: March 18, 1980
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yasuo Mukunoki, Hideki Naito, Akio Mitsui
  • Patent number: 4187110
    Abstract: A silver halide photographic light-sensitive material containing a development inhibitor releasing compound, which is capable of forming a substantially colorless product, and which is represented by the following general formula (I): ##STR1## wherein X represents ##STR2## --SO.sub.2 R.sub.1, --SO.sub.2 OR.sub.1, --SO.sub.2 NH.sub.2, --SO.sub.2 NHR.sub.1, --SO.sub.2 N(R.sub.1).sub.2, --CN, --N.sup.+ (R.sub.1).sub.3 or ##STR3## R.sub.1 represents an aliphatic group, an aromatic group or a heterocyclic group and further two R.sub.
    Type: Grant
    Filed: December 7, 1977
    Date of Patent: February 5, 1980
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Morio Yagihara, Mitsugu Tanaka, Takeshi Hirose, Toshiaki Aono
  • Patent number: 4186012
    Abstract: Non-diffusible thioether compounds capable of releasing, on reaction with color developer oxidation compounds, a diffusible silver halide development inhibitor without at the same time forming permanent dyes to any substantial extent are characterized by containing a group of the formula ##STR1## or its tautomeric form, wherein Z.sup.1 represents an electron attracting substituent and X represents an aliphatic, aromatic or heterocyclic group that if released together with the sulfur atom, forms a diffusible silver halide development inhibiting mercaptane.
    Type: Grant
    Filed: March 2, 1978
    Date of Patent: January 29, 1980
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Heinrich Odenwalder, Walter Puschel, Robert J. Pollet, Erwin Ranz
  • Patent number: 4183752
    Abstract: Development inhibitor releasing compounds are thioether compounds capable of releasing on reaction with color developer oxidation products, a diffusible mercaptan that inhibits further development of silver halide. Useful DIR compounds correspond to the formula ##STR1## R.sup.1 represents hydrocarbyl Y represents --S-- or --NR.sup.2 --R.sup.2 represents hydrogen, hydrocarbyl or an electron-attracting substituent.X in its preferred embodiment represents a heteroaromatic group that when split of together with the sulfur atoms forms a silver halide development inhibiting mercaptane.
    Type: Grant
    Filed: February 16, 1978
    Date of Patent: January 15, 1980
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Karl Kuffner, Wolfgang Lassig, Ernst Meier, Erwin Ranz, Karl-Wilhelm Schranz
  • Patent number: 4174969
    Abstract: For controlling in a color photographic material the gradation, graininess, sharpness, edge and interimage effect and thus improving the overall color reproduction thioether DIR compounds of the following formula are particularly useful: ##STR1## in which X is a group that if split off together with the sulfur atom forms a diffusing development inhibiting mercaptan, Y represents --O--, ##STR2## or --S--, Z represents the ring members completing a 6-membered heterocyclic ring, R.sup.1 is an aliphatic, araliphatic or aromatic hydrocarbon group, a heterocyclic group or acyl, and R.sup.2 is the same as R.sup.1 or hydrogen.
    Type: Grant
    Filed: April 15, 1977
    Date of Patent: November 20, 1979
    Assignee: AGFA-Gevaert, A.G.
    Inventors: Heinrich Odenwalder, Erwin Ranz