Six-membered Hetero Ring Consisting Of One Nitrogen And Five Carbon Atoms Patents (Class 8/568)
  • Patent number: 5466813
    Abstract: Imine dyes useful in photographic materials have the formula ##STR1## wherein R.sup.1, E.sup.1, E.sup.2, L.sup.1, L.sup.2, L.sup.3,D and m are defined as in the specification.Solid particle dispersions of dyes of formula (I) that contain at least one base-ionizable functional group such as carboxy, sulfonamido, or sulfamoyl are useful as filter dyes in photographic elements.
    Type: Grant
    Filed: July 20, 1993
    Date of Patent: November 14, 1995
    Assignee: Eastman Kodak Company
    Inventors: Donald R. Diehl, Margaret J. Helber, Hugh Williamson
  • Patent number: 5378244
    Abstract: A dye composition for keratinous fibers which contains a coupler and a developer are disclosed. The present coupler component is a novel 2-alkoxy-3,5-diaminopyridine derivatives of the formula (1): ##STR1## wherein R1 and R2 are the same or different from each other and independently represent a hydrogen atom, a lower alkanoyl group or a lower alkyl group which may be substituted by at least one hydroxyl group, and R3 is a lower alkyl group which may be substituted by at least one hydroxyl group, or a salt thereof; provided that R1 and R2 are not both a hydrogen atom or an acetyl group at the same time. The present 2-alkoxy-3,5-diaminopyridine derivatives are useful as couplers in dye compositions, and are capable of dyeing keratinous fibers such as hair in a bright blue color with excellent dyeability. Dye compositions containing the present compounds as a coupler show excellent resistance to discoloration, excellent resistance to shampooing and excellent resistance to friction.
    Type: Grant
    Filed: March 4, 1993
    Date of Patent: January 3, 1995
    Assignee: KAO Corporation
    Inventors: Tadashi Tamura, Akira Kiyomine, Osamu Morita, Michio Tanaka, Masahiko Ogawa, Hidetoshi Tagami, Toru Yoshihara
  • Patent number: 5368612
    Abstract: Water-insoluble naphthalic acid imide dyestuffs of the following formula: ##STR1## wherein D is ##STR2## wherein R.sup.1 is C.sub.1 -C.sub.8 alkyl which may be substituted, R.sup.2 is hydrogen, halogen, lower alkyl, lower alkoxy or cyano, X is oxygen or sulfur, and m is 0 or 1; A is phenylene, alkylene, aralkylene or --C.sub.2 H.sub.4 OC.sub.2 H.sub.4 --; B is oxygen, sulfur or ##STR3## wherein R.sup.3 is hydrogen or lower alkyl; Y is a 6-membered nitrogen-containing heterocyclic ring having at least one active halogen atom; and n is 0 or 1.
    Type: Grant
    Filed: August 2, 1993
    Date of Patent: November 29, 1994
    Assignee: Hoechst Mitsubhishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara
  • Patent number: 5221287
    Abstract: The invention describes a process for the photochemical and thermal stabilization of polyamide fibres having an affinity for acid and basic dyes, and of blends of said fibres with one another and with other fibres, a composition for carrying out the process and the fibre materials treated therewith.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: June 22, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Gerhard Reinert
  • Patent number: 5176718
    Abstract: Preparations of water-soluble reactive dyestuffs containing pyridine derivatives of the formula ##STR1## or salts of, in which the substituents have the meanings given in the description, are highly suitable for the dyeing of cellulose materials.
    Type: Grant
    Filed: June 12, 1991
    Date of Patent: January 5, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Martin Michna, Manfred Hoppe, Karl-Josef Herd, Hermann Henk, Frank-Michael Stohr
  • Patent number: 5171328
    Abstract: Wood stains contain in addition to a colorant and a solvent at least one stabilizer against the action of light, oxygen and heat on the wood treated with the wood stain, said stabilizer containing at least one structural element of the formula I ##STR1## where X is oxygen or nitrogen.
    Type: Grant
    Filed: October 4, 1991
    Date of Patent: December 15, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Hubert Trauth, Christos Vamvakaris
  • Patent number: 5160346
    Abstract: There is described a process for the photochemical and thermal stabilization of polyamide fiber materials according to claim 1 and also novel water-soluble triazine derivatives according to claim 7.The novel process and compounds confer good thermal and photochemical stability on polyamide dyeings and fibres.
    Type: Grant
    Filed: July 9, 1991
    Date of Patent: November 3, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Francesco Fuso, Gerhard Reinert
  • Patent number: 5085669
    Abstract: The invention describes a process for stabilizing a leuco-dye solution in an organic solvent against oxidation in air. In the process, a compound containing at least one 2,2,6,6-tetraalkylpiperidine, 2,2-dialkylpiperidine-6-spiro-cycloalkane or piperidine-2,6-dispiro-cycloalkane grouping is added to the solution. The process is, in particular, used for stabilizing photoresist solutions which, apart from the leuco dye, contain polymerizable compounds and photoinitiators, especially radiation-sensitive trihalomethyl compounds.
    Type: Grant
    Filed: October 6, 1989
    Date of Patent: February 4, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Dieter Frommeld, Hartmut Wiezer
  • Patent number: 5074886
    Abstract: Process for dyeing or printing glass fibers, in particular textile glass fibers in various forms, by dyeing or printing the fiber materials with anionic dyes in the presence of cationic compounds following an acid pretreatment. The cationic compounds may be applied to the fiber material before the actual dyeing or printing process or else be applied together with the dye from the same dyeing liquor or printing paste. Suitable cationic compounds are in particular polyquaternized ammonium compounds. Level dyeings are obtained on the glass fiber materials with good light fastness properties.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: December 24, 1991
    Assignees: Ciba-Geigy Corporation, Frenzelit-Werke GmbH & Co.
    Inventors: Klaus Fussmann, Manfred Schnabel, Ulrich Schmidt, Hans H. Bosshard, Manfred Herrmann, Othmar Frank
  • Patent number: 5037448
    Abstract: Salts of ionic dyes with compounds which contain at least one ammonium, cycloammonium or immonium group and at least one aliphatic, cycloaliphatic or carbonyl radical-substituted aromatic group or containing a piperazine or piperidine group or a heteroaromatic group selected from those of the triazine, pyrimidine, quinazoline, quinoxaline, phthalazine or phthalimidine series or which contain at least two carboxylic acid groups, at least one amino groups and at least one carboxylic acid group or at least one sulfonic acid group and one aliphatic, cycloaliphatic, monocyclic aromatic or heteroaromatic group are useful for dyeing synthetic materials, particularly synthetic polyamides in the mass. The obtained dyeings have exceptionally good wet fastness.
    Type: Grant
    Filed: June 30, 1989
    Date of Patent: August 6, 1991
    Assignee: Sandoz Ltd.
    Inventor: Bansi L. Kaul
  • Patent number: 5030243
    Abstract: There is disclosed a process for the photochemical stabilization of undyed and dyeable artificial leather, which comprises treating said artificial leather in an aqueous liquor which contains a light stabilizer. A composition for carrying out the process is also described.
    Type: Grant
    Filed: December 27, 1989
    Date of Patent: July 9, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Gerhard Reinert
  • Patent number: 4985046
    Abstract: There is provided by this invention a process for preparing poly(paraphenylene terephthalamide) fibers dyeable with cationic dyes. The process comprises soaking poly(paraphenylene terephthalamide) fibers in sulfuric acid, washing the fibers and dipping the acid soaked fibers or never-dried PPD-T fibers in an aqueous solution of a dye promoting species. The fibers can then be dried and subsequently dyed.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: January 15, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Jon D. Hartzler
  • Patent number: 4919848
    Abstract: To quench the fluorescence generated by anionic optical brighteners, virtually colourless, water-soluble, cationic compounds are used which contain at least one cationic group per molecule or per repeating structural unit and at least two nitro group-free naphthalene-peridicarboxylic acid imide groups per molecule or at least one such group per repeating structural unit.
    Type: Grant
    Filed: September 30, 1986
    Date of Patent: April 24, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Harnisch
  • Patent number: 4911732
    Abstract: Improved light fastness of dyeings on textile polyester material with disperse dyes is obtainable by dyeing in the presence of certain benzophenone ether esters, some of which are novel.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: March 27, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Neumann, Dieter Wegerle, Reinhold Krallmann
  • Patent number: 4886545
    Abstract: This invention provides compositions comprising a compound having the structural formula ##STR1## wherein each X, Y and Z may represent oxygen, sulfur or two hydrogen atoms, provided however that, when Z represents two hydrogen atoms, both X and Y represent oxygen or sulfur and when Z represents oxygen or sulfur at least one of X and Y must represent oxygen or sulfur; m is 2-6; R' is H or a lower alkyl group having 1-4 carbon atoms; n is 0-17 and R is --CH.sub.3, ##STR2## wherein R" is H or halogen. The invention also provides compositions comprising a physiologically-active agent and the hereinabove recited 1-substituted azacycloalkane compound in an amount effective to enhance the penetration of the physiologically-active agent through the skin or other membrane of the body of an animal.
    Type: Grant
    Filed: July 23, 1987
    Date of Patent: December 12, 1989
    Assignee: Nelson Research & Development Company
    Inventors: James V. Peck, Gevork Minaskanian
  • Patent number: 4874391
    Abstract: A process for the photochemical stabilization of polyamide fiber material or mixtures thereof with other fiber materials which comprises treating the fiber material with a mixture of (A) a water-soluble copper complex dye or a mixture of copper complex compounds, at least one component being a water-soluble copper complex dye, (B) a light stabilizer and if desired (C) an antioxidant, an agent for carrying out the process and the fiber material treated therewith are described.
    Type: Grant
    Filed: July 20, 1987
    Date of Patent: October 17, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Gerhard Reinert
  • Patent number: 4822374
    Abstract: A process for the aftertreatment of dyed cellulosic fibre material for the improvement of wet fastness properties, comprising the use of an aqueous liquor which contains a polyquaternary ammonium compound obtained by the reaction of an epihalohydrin with a linear polymer which has repeating units of formula ##STR1## wherein R is C.sub.1 -C.sub.6 -alkyl.
    Type: Grant
    Filed: June 10, 1987
    Date of Patent: April 18, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Rosemarie Topfl, Jorg Binz
  • Patent number: 4787912
    Abstract: An assistant for dyeing or whitening synthetic nitrogen-containing fibre material, which comprises(A) a sulfonated polycarboxylate,(B) an anionic surfactant,(C) a nonionic surfactant, and(D) a water-soluble organic, polar solvent.The assistant is especially useful for dyeing or whitening polyamide fibres.
    Type: Grant
    Filed: January 28, 1987
    Date of Patent: November 29, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Heinz Abel, Helmut Raisin
  • Patent number: 4778813
    Abstract: Novel capped polymeric quaternary ammonium compositions formed by reacting ionene type polymers with tertiary amines are useful as microbicides, corrosion inhibitors, debonding agents, flocculants, softeners, and demulsifiers.
    Type: Grant
    Filed: January 30, 1985
    Date of Patent: October 18, 1988
    Assignee: Buckman Laboratories International, Inc.
    Inventors: Joseph G. Fenyes, John D. Pera
  • Patent number: 4775386
    Abstract: A process for the photochemical stabilization of undyed and dyed polyamide fibre material or blends thereof with other fibre materials, which comprises treating the fibre material with a mixture of (A) an organic copper complex, (B) a light stabilizer and, if desired, (C) an antioxidant, an agent for carrying out the process and the fibre material treated with the agent are described.
    Type: Grant
    Filed: April 27, 1987
    Date of Patent: October 4, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Gerhard Reinert, Kurt Burdeska
  • Patent number: 4767420
    Abstract: The transfer sheet or web is intended for the use in a heat transfer printing process of cotton, of cotton-polyester blend or of nitrogen containing textile fibers such as wool, silk or nylon.It comprises on its surface at least one organic impregnating agent which has a melting point between 60.degree. and 230.degree. C. and is no polymer, at least one water insoluble, non-subliming dyestuff, and the minimum amount of a binder. The dyestuff forms a pattern or image which is heat contact printed on said textile substrate without the use of carrier vapors or vacuum. The pattern to be heat transferred may also be prepared in an electrophotographic process using a new toner comprising particles of impregnating agent, binder and dyestuff.The pattern on the transfer support is transferred at a temperature between 160.degree. and 230.degree. C. during 30 to 60 seconds to said textile substrate. The printings obtained have very good light, rubbing and washing fastnesses; the handling is not impaired.
    Type: Grant
    Filed: January 23, 1987
    Date of Patent: August 30, 1988
    Assignee: Sicpa Holding S.A.
    Inventors: Wolfgang Mehl, Albert Amon
  • Patent number: 4764176
    Abstract: The invention relates to a method for preventing the brightening effect of an optical brightening agent on a textile substrate comprising applying on the textile substrate a water-soluble, cationic, optical brightener quencher either before or together with a resin precursor and submitting the treated substrate to a heat treatment. This method imparts an antibrightening effect to goods when they are washed with an optical brightener containing detergent.
    Type: Grant
    Filed: July 16, 1986
    Date of Patent: August 16, 1988
    Assignee: Sandoz Ltd.
    Inventor: Toshinobu Sakamoto
  • Patent number: 4695405
    Abstract: To quench the fluorescence produced by anionic fluorescent brighteners use is made of virtually colorless, water-soluble cationic or amphoteric compounds which contain in the molecule at least one ammonium group, at least two aryl, arylene, hetaryl and/or hetarylene groups and at least one nitro group.
    Type: Grant
    Filed: April 10, 1985
    Date of Patent: September 22, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Harnisch, Edgar Siegel, deceased
  • Patent number: 4664670
    Abstract: The transfer sheet or web is intended for the use in a heat transfer printing process of cotton, of cotton-polyester blend or of nitrogen containing textile fibers such as wool, silk or nylon.It comprises on its surface at least one organic impregnating agent which has a melting point between 60.degree. and 230.degree. C. and is no polymer, at least one water insoluble, non-subliming dyestuff, and the minimum amount of a binder. The dyestuff forms a pattern or image which is heat contact printed on said textile substrate without the use of carrier vapors or vacuum. The pattern to be heat transferred may also be prepared in an electrophotographic process using a new toner comprising particles of impregnating agent, binder and dyestuff.The pattern on the transfer support is transferred at a temperature between 160.degree. and 230.degree. C. during 30 to 60 seconds to said textile substrate. The printings obtained have very good light, rubbing and washing fastnesses; the handling is not impaired.
    Type: Grant
    Filed: December 14, 1984
    Date of Patent: May 12, 1987
    Assignee: Sicpa Holding SA
    Inventors: Wolfgang Mehl, Albert Amon
  • Patent number: 4647675
    Abstract: Novel compounds of the general formula I ##STR1## where A.sup..crclbar. is an anion, R is hydrogen or unsubstituted or substituted alkyl or cycloalkyl, R.sup.1 and R.sup.2 independently of one another are each hydrogen or unsubstituted or substituted alkyl or cycloalkyl, or one of the radicals may furthermore be aryl, or R.sup.1 and R.sup.2, together with the nitrogen atom, form a saturated heterocyclic structure, the radicals R.sup.3 independently of one another are each hydrogen or C.sub.1 -C.sub.4 -alkyl, R.sup.4 and R.sup.5 independently of one another are each unsubstituted or substituted alkyl or cycloalkyl, or one of the radicals may furthermore be hydrogen, aryl or hetaryl, R.sup.4 and R.sup.5, together with the nitrogen atom, form a saturated heterocyclic structure, n is 1, 2 or 3, X is hydrogen, chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or nitro and Y is hydrogen or chlorine, are particularly useful for dyeing paper stocks.
    Type: Grant
    Filed: July 11, 1985
    Date of Patent: March 3, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Mayer, Andreas Oberlinner
  • Patent number: 4636223
    Abstract: When silk fabrics, pre-treated with swelling agents, are printed by heat transfer techniques, the fabric will yellow. The invention eliminates yellowing by pre-treating said silk fabrics with a liquid or solid impregnating agent, dissolved or dispersed in water, then drying the fabric, and adding before, during or after the pre-treating an optical brightening agent of the type normally used for polyester.The impregnating agent can alternatively be applied to the fabric in a water-free condition before or during dyestuff transfer, and an optical brightener may be added.It is further contemplated to use easily migrating dyestuffs which are transferred to the fabric at relatively very low temperatures, and to avoid dyestuff migration by pre-treating the silk fabric with solid impregnating agents.All these techniques produce deep and brilliant shades; the prints have excellent fastnesses.
    Type: Grant
    Filed: April 4, 1985
    Date of Patent: January 13, 1987
    Assignee: Sicpa Holding S.A.
    Inventors: Wolfgang Mehl, Albert Amon
  • Patent number: 4613667
    Abstract: Silane diimidic tetracarboxylic perylene dyes, the composite pigments obtainable therefrom by means of grafting onto an inorganic substrate, and the processes for preparing same.The dyes have the general formula: ##STR1## in which R is the residue of a silane group of formula: ##STR2## in which n is 3, 4 or 5; q is 0 or 1, p and m are such integers than when q is 0, p is 3 and m is 0, 1, 2 or 3, and when q is 1, p is 2 and m is 0, 1 or 2; R.sub.2 is an alkyl C.sub.1 -C.sub.4 or a phenyl; R.sub.3 is an alkoxyl C.sub.1 -C.sub.2 ; R.sub.1 may be the same as R or represent an alkyl C.sub.1 -C.sub.6, a cycloalkyl, a phenyl optionally substituted by one or more alkyl or alkoxyl groups C.sub.1 -C.sub.6 or a halogen.The dyes and the composite pigments obtained from said dyes are utilized in paints, air and stove enamels, in the pigmentation of plastic materials, and in printing inks.
    Type: Grant
    Filed: October 22, 1984
    Date of Patent: September 23, 1986
    Assignee: Montedison S.p.A.
    Inventors: Antonio Marraccini, Filippo M. Carlini, Giorgio Bottaccio, Antonio Pasquale, Giorgio Maranzana
  • Patent number: 4404386
    Abstract: Process for the preparation of opaque perylenetetracarboxylic acid bis-(3,5-dimethylphenylimide), which comprises heating the .alpha.-modification of perylenetetracarboxylic acid bis-(3,5-dimethylphenylimide) in at least one aliphatic monocarboxylic acid. Use as a pigment for plastic compositions, printing inks, fibres and paints.
    Type: Grant
    Filed: June 12, 1981
    Date of Patent: September 13, 1983
    Assignee: Ciba-Geigy Corporation
    Inventor: Fridolin Babler
  • Patent number: 4404385
    Abstract: Perylenetetracarboxylic acid-bis-(3,5-dimethylphenyl)imide in a novel .gamma.-modification characterized by an X-ray diffraction spectrum exhibiting very strong lines at interplanar spacings of 8.3, 3.61, 3.46 and 3.30 A, and strong lines at interplanar spacings of 17.2, 10.3, 7.2, 6.7 and 4.09.The pigment is suitable for dyeing high-molecular organic material. Compared with the known yellowish-red modifications, the .gamma.-modification is characterized by a bluish-red shade.
    Type: Grant
    Filed: June 23, 1980
    Date of Patent: September 13, 1983
    Assignee: Ciba-Geigy Corporation
    Inventor: Fridolin Babler
  • Patent number: 4347356
    Abstract: Novel nitrogen-containing monoterpene derivatives having pyrindine skeleton and dimers, trimers and higher polymers thereof as low toxic and efficient dyestuffs. Their pharmacological effects are expected.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: August 31, 1982
    Assignee: Taito Co., Ltd.
    Inventors: Ryousuke Touyama, Hiroyuki Inouye, Tetsuro Shingu, Yoshio Takeda, Takeshi Ikumoto, Hidetoshi Okuyama, Osamu Yamamoto
  • Patent number: 4336383
    Abstract: 1,1'-Binaphthyl-4,4',5,5',8,8'-hexacarboxylic acid compounds having the following formula: ##STR1## wherein R.sub.1 is hydrogen, halogen, or alkyl; when X is oxygen, Y is hydrogen, alkyl, a cycloalkyl, or an aryl containing at least one substituent from the group including: halogen, alkyl, or alkoxy, when X is nitrogen, Y is ##STR2## wherein R.sub.2 is hydrogen, halogen, or alkyl; Y being linked to X with the formation of a benzimidazole cycle.The method for preparing the compounds according to the present invention resides in the treatment of that 1,1'-binaphthyl-4,4',5,5',8,8'-hexacarboxylic acid anhydride with an alkali to give a corresponding salt which is condensed with orthophenylenediamines upon heating at reflux at a pH of from 6.3 to 6.8. The resulting benzimidazole-1,1'-binaphthyl-4,4',5,5',8,8'-hexacarboxylic acid anhydride having the formula: ##STR3## wherein R.sub.
    Type: Grant
    Filed: May 7, 1980
    Date of Patent: June 22, 1982
    Inventors: Georgy N. Vorozhtsov, Natalia N. Masanova, Nikolai B. Feldbljum, Vasily I. Alexeev, Vadim A. Shigalevsky, Georgy G. Solomatin, Olga I. Shulepova, Galina G. Khaitun, Nadezhda V. Gordeeva
  • Patent number: 4304568
    Abstract: There is disclosed a method for minimizing ozone fading in dyed polyamides by treating the dyed polyamide with a substituted piperidine thiourea of the formula ##STR1## where R is a lower alkyl radical having 1-5 carbon atoms or phenyl. The treated dyed polyamides, preferably in fiber form, display minimize ozone fade without a reduction in light stability.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: December 8, 1981
    Assignee: Akzona Incorporated
    Inventors: David A. Johnson, Robert L. Lilly
  • 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