Azo Patents (Class 534/573)
  • Patent number: 4668775
    Abstract: A compound of the formula: ##STR1## wherein K is a radical of a coupling component, R is a radical of a methylene-active compound, X is hydrogen or unsubstituted or substituted alkyl, aryl, or hetaryl and Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl. The present compound is useful for the dyeing of polyesters, nylons, cellulose esters and blends of polyesters and cellulose fibers.
    Type: Grant
    Filed: July 24, 1985
    Date of Patent: May 26, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Erwin Hahn, Guenter Hansen
  • Patent number: 4667019
    Abstract: Compounds of the general formula I ##STR1## where n is 0, 1 or 2, R.sup.1 and R.sup.2 are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl, aryl, acyl, alkoxycarbonyl or aryloxycarbonyl, or together form alkylene or an unsubstituted or substituted benzo ring and Y is a radical of the formula ##STR2## where the rings A, B and C can be further substituted or benzo-fused, R.sup.3 and R.sup.4 are each hydrogen or unsubstituted or substituted alkyl, aralkyl or cycloalkyl, or, together with the nitrogen, form piperidino, pyrrolidino or morpholino, R.sup.5 is hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl, acyl, alkoxycarbonyl, aryloxycarbonyl, alkylsulfonyl, or arylsulfonyl and R.sup.6 is hydrogen, alkyl or cycloalkyl. These compounds are useful as pleochroic dyes and have a good degree of order coupled with high solubility and good stability in the liquid crystal matrix.
    Type: Grant
    Filed: January 13, 1986
    Date of Patent: May 19, 1987
    Assignee: Kernforschungszentrum Karlsruhe GmbH
    Inventors: Karl-Heinz Etzbach, Peter Neumann
  • Patent number: 4667020
    Abstract: Compounds of the formula ##STR1## where X is a 5-membered heterocyclic structure from the oxazole, oxadiazole, thiazole, thiadiazole, imidazole or triazole series, Y is a radical of the formula ##STR2## the rings A, B and C can be further substituted and can be fused to a benzene ring, R.sup.1 and R.sup.2 are each hydrogen or unsubstituted or substituted alkyl, aralkyl or cycloalkyl, or R.sup.1 and R.sup.2 together with the nitrogen are piperidino, pyrrolidino or morpholino, R.sup.3 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aralkyl, acyl, alkoxycarbonyl, aryloxycarbonyl or arylsulfonyl, and R.sup.4 is hydrogen, alkyl or cycloalkyl, are particularly useful as dyes in liquid-crystalline media.
    Type: Grant
    Filed: February 20, 1985
    Date of Patent: May 19, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Christos Vamvakaris
  • Patent number: 4663308
    Abstract: Polymers from ethylenically unsaturated monomers, cross-linked by a substituted or unsubstituted divinylazobenzene are useful as carriers or capsules for medicaments, which are degraded by the enzymes of the upper gastrointestinal tract or which must be transferred intact past the upper gastrointestinal tract, to deliver the medicament to the large intestine.Polymers containing monomeric units of the formulaH.sub.2 C.dbd.CH--C.sub.6 H.sub.4 --N.dbd.N--M,wherein M is the residue of an amino-containing medicament, are useful as carriers for therapeutic agents or as therapeutic agents per se.
    Type: Grant
    Filed: July 18, 1984
    Date of Patent: May 5, 1987
    Assignees: Medical College of Ohio, Bowling Green State University
    Inventors: Murray Saffran, Douglas C. Neckers
  • Patent number: 4652633
    Abstract: Compounds useful for dyeing nylon, wool, and leather, having the formula: ##STR1## wherein X.sup.1 is chlorine, bromine, methyl or trifluoromethyl, Y.sup.3 is chlorine or bromine, and K.sup.1 is a radical of the formula ##STR2## where R.sup.3 is C.sub.2 to C.sub.4 hydroxyalkyl, methoxyethyl or methoxypropyl.
    Type: Grant
    Filed: February 15, 1985
    Date of Patent: March 24, 1987
    Assignee: BASF Aktiengesellschaft
    Inventor: Gunther Lamm
  • Patent number: 4650860
    Abstract: A compound having the formula: ##STR1## where X is hydrogen, chlorine or bromine, B is hydrogen, methyl, ethyl or propyl, and one of the radicals R.sup.1 or R.sup.2 is phenyl which is unsubtituted or mono- or poly-substituted by chlorine, methyl, ethyl, t-butyl, phenoxy, methoxy, ethoxy, propoxy or butoxy, and the other is C.sub.2 -C.sub.8 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.8 -alkoxy or phenyl, or is allyl, cyclopentyl, cyclohexyl, methylcyclohexyl, ##STR2## The compounds of formula (I) are used as dyes, preferably for cellulose and cellulose-containing fabrics.
    Type: Grant
    Filed: June 26, 1985
    Date of Patent: March 17, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes Dehnert, Gunther Lamm
  • Patent number: 4642339
    Abstract: This invention relates to thiazoleazophenylaminoethyl carbonyloxy-C.sub.8 -C.sub.10 -alkyl compounds useful as dyes for polyester fibers represented by the formula: ##STR1## wherein X represents hydrogen, chlorine, methyl, methoxy or ethoxy; Y represents methyl, acetylamino or propionylamino; and R.sup.1 represents C.sub.8 -C.sub.10 alkyl.
    Type: Grant
    Filed: October 18, 1985
    Date of Patent: February 10, 1987
    Assignee: Research Association of Synthetic Dyestuffs
    Inventors: Toshio Niwa, Kiyoshi Himeno, Junji Yoshihara
  • Patent number: 4628082
    Abstract: Azobarbituric acid derivatives characterized in that in their free acid form they have the following tautomeric structure are disclosed: ##STR1## The azobarbituric acid derivatives are characterized in that X and Y rings can each carry one or two substituents from the series comprising .dbd.O, .dbd.S, .dbd.NR.sub.7, --NR.sub.6 R.sub.7, --OR.sub.6, --SR.sub.6, --COOR.sub.6, --CN, --CONR.sub.6 R.sub.7, --SO.sub.2 R.sub.8, ##STR2## alkyl, cycloalkyl, aryl and aralkyl, the total number of the endocyclic and exocyclic double bonds for each of the rings X and Y being three.The new azobarbituric acid derivatives are other than those of azobarbituric acid, azouracil and uracil-5-azobarbituric acid and their salts. The compounds are useful as pigments which pigments are useful for pigmented paints, in printing inks, distempers or emulsion paints, inter alia.
    Type: Grant
    Filed: May 14, 1985
    Date of Patent: December 9, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Lorenz, Karl H. Schundehutte
  • Patent number: 4622420
    Abstract: A simple method for making EDTA, ED3A or DTPA analogs from amide derivatives of alpha amino acids is disclosed. These EDTA, ED3A or DTPA analogs are useful chelating agents, and preferably are useful as bifunctional chelating agents which may be attached to biological molecules and which form physiologically stable chelates with a variety of metal ions.
    Type: Grant
    Filed: February 5, 1985
    Date of Patent: November 11, 1986
    Assignee: The Regents of the University of California
    Inventors: Claude F. Meares, Simon M. Yeh, David G. Sherman
  • Patent number: 4619990
    Abstract: Polymeric dyes having pendent chromophore groups which are selected from azo, tricyanovinyl, anthraquinone, methine, and indoaniline groups fall into two classes, [A] condensation polymers, and [B] polymers derived from copolymerized ethylenically-unsaturated monomers, the dyes being capable of undergoing thermoplastic deformation by a focused laser beam when in a layer of thickness in the range of 0.1 to 100 micrometers and having an absorptivity in the range of 10 to 250 Lg.sup.-1 cm.sup.-1. They are film-forming, thermally- and light-stable, and solvent-coatable. These compounds are useful as coloring and light-absorbing agents, particularly as the light-absorbing agents in thin optical recording layers.
    Type: Grant
    Filed: March 11, 1985
    Date of Patent: October 28, 1986
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Mohamed A. Elmasry
  • Patent number: 4618674
    Abstract: Red monoazo dyestuffs from diazotized 1-aminobenzonitrile or 1-amino-4-, 5- or 6-halo-benzonitrile and 2-amino-8-hydroxynaphthalene-6-sulfonic acid. These dyes are particularly distinguished by their good migration and leveling properties and excellent fastness to light. Said dyestuffs are moreover suitable for obtaining very even combination dyeings together with known blue, yellow and orange acid dyestuffs. These dyestuffs are particularly suited for the dyeing of carpeting, upholstery fabrics and drapery materials.
    Type: Grant
    Filed: December 30, 1983
    Date of Patent: October 21, 1986
    Inventor: Kurt A. Dellian
  • Patent number: 4605697
    Abstract: A nondiffusible sulfonamido compound which is alkali-cleavable upon oxidation to release a diffusible photographically useful material, said nondiffusible sulfonamido compound having the formula: ##STR1## wherein: (a) R.sup.1 is alkyl, aryl sulfamyl, carbamyl, carbonamido, carbonyl, carbonyloxy or sulfonamido;(b) R.sup.2 is alkyl having from 1 to 18 carbon atoms, aryl, or alkylphenyl having from 7 to 12 carbon atoms;(c) R.sup.3 and R.sup.4 are independently alkyl, or aryl, or R.sup.3 and R.sup.4, taken together, form a fused carbocyclic or heterocyclic ring;(d) NHSO.sub.2 PUG represents a sulfonamido group;(e) PUG represents a photographically useful group; and(f) at least one of R.sup.1, R.sup.2, R.sup.3, or R.sup.
    Type: Grant
    Filed: September 16, 1983
    Date of Patent: August 12, 1986
    Assignee: Eastman Kodak Company
    Inventors: Claude F. Gerbal, Thomas E. Gompf, Pierre D. Collet
  • Patent number: 4604455
    Abstract: Mixtures of azoalkanes of varying thermal stabilities at least one of which is an unsymmetrical azoalkane (R--N.dbd.N--R'), are prepared by reacting 4 equivalents of a mixture of two or more primary alkyl, cycloalkyl or aralkylamines with 1 equivalent of sulfuryl chloride in an inert solvent and oxidizing the resulting mixture of sulfamide products with basic bleach. The unsymmetrical azoalkanes can be separated from the symmetrical azoalkanes by a variety of conventional techniques. The azoalkane mixtures are excellent polymerization initiators for vinyl monomers and curing agents for unsaturated polyester resins.
    Type: Grant
    Filed: December 14, 1984
    Date of Patent: August 5, 1986
    Assignee: Pennwalt Corporation
    Inventor: Ronald E. MacLeay
  • Patent number: 4594411
    Abstract: This invention relates to a method of dyeing thermoplastics with sulfonated monoazo colorant lakes having a sulfophenyl pyrazole substituent, of general formula ##STR1## wherein R is CH.sub.3 or COO.sup.- ; X is Cl, CH.sub.3, CH.sub.3 O, C.sub.2 H.sub.5 O, C.sub.2 H.sub.5 CONH, NH.sub.2 CONH, C.sub.6 H.sub.5 CONH, CH.sub.3 SO.sub.2 NH, C.sub.6 H.sub.5 SO.sub.2 NH, CH.sub.3 CONH, or hydrogen; Y is hydrogen, Cl, or CH.sub.3 ; Z is hydrogen or Cl, n is 0, 1 or 2; and Me.sup.+ is one equivalent of a cation selected from the group consisting of NH.sub.4.sup.+, Li.sup.+, K.sup.+, Na.sup.+, 1/2Sr.sup.2+, 1/2Mn.sup.2+, 1/2Ni.sup.2+, 1/2Ba.sup.2+, 1/2Mg.sup.2+ and 1/2Ca.sup.2+ ; with the proviso that if R is COO.sup.-, the additional equivalent charge is compensated by a further equivalent of said or another cation.
    Type: Grant
    Filed: June 6, 1984
    Date of Patent: June 10, 1986
    Assignee: BASF Aktiengesellschaft
    Inventor: Georg Henning
  • Patent number: 4585857
    Abstract: Di-t-octyldiazene is prepared in improved yield, purity and economics by oxidizing N,N'-di-t-octylsulfamide with sodium hypochlorite solution in a strongly basic medium at a temperature of 65.degree.-90.degree. C. in a minimal amount of hydrocarbon or chlorinated hydrocarbon solvent for about 2 to 5 hours until completion of the reaction. The employment of phase transfer catalysts or t-butyl alcohol in the oxidation is optional. Di-t-octyldiazene is used as a polymerization initiator for vinyl monomers and as a curing agent for unsaturated polyester resins.
    Type: Grant
    Filed: December 14, 1984
    Date of Patent: April 29, 1986
    Assignee: Pennwalt Corporation
    Inventor: Ronald E. MacLeay
  • Patent number: 4582896
    Abstract: Dyes of the formula ##STR1## in which Me is cobalt or chromium, A is a diazo component of a benzene or naphthalene which carries a hydroxyl or carboxyl group in the o-position relative to the azo group, B is an o-aminonaphthol, R and R' independently of each other are each benzene or naphthalene which can carry further substituents, but no arylamino radicals, no sulfo groups and no metallizable groups, in the o-position relative to the azo group, Ka is a cation, p is 0 or 1, m and n independently of each other are each such a number from 0 to 1 that the total n+m is a number from 1 to 2, and q is an integer from 1 to 6 are particularly suitable for dyeing wool or polyamide and especially leather in shades of deep brown, grey and black.These dyes exhibit good affinity, good acid and alkali stability, and good fastness.
    Type: Grant
    Filed: June 13, 1983
    Date of Patent: April 15, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Gerhard Back
  • Patent number: 4567252
    Abstract: Azo dyestuff of the formula ##STR1## wherein X is secondary amino or tertiary amino moiety, useful for dyeing and printing hydrophobic fiber materials to produce a deep orange color having excellent fastness properties and also useful for coloring organic solvents, mineral oil products, waxes, plastics and surface coatings.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: January 28, 1986
    Assignee: Cassella Aktiengesellschaft
    Inventors: Ulrich Buhler, Horst Tappe, Albert Bode, Manfred Hahnke, Kurt Roth
  • Patent number: 4536569
    Abstract: A compound of the formula, ##STR1## wherein R.sup.1 is methyl or ethyl, R.sup.2 and R.sup.3 are each C.sub.5 -- or C.sub.6 --alkyl, and Z is chlorine for use as a blue disperse dye of hydrophobic fibers, either alone or as a mixed dye in combination with anthraquinone; the compound combines low cost relative to anthraquinone with superior stability in the dye bath and excellent dyeability; mixed dyes retain anthraquinone-imparted brilliance of color, have good color fastness, dyeability and reproducibility characteristics, and maintain low cost.
    Type: Grant
    Filed: March 26, 1981
    Date of Patent: August 20, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kiyoyasu Hashimoto, Kenji Yoshinaga, Yoshio Mori, Junzaburo Seino, Hirohito Kenmochi, Katsunobu Sato
  • Patent number: 4521216
    Abstract: Compounds of the general formula I ##STR1## where R is hydroxyl or unsubstituted or substituted amino, R.sup.1 is hydrogen or C.sub.1 -C.sub.12 -alkyl, X.sup.1 and Y.sup.1 independently of one another are each a carboxylic acid ester or ether group and X.sup.2 and Y.sup.2 independently of one another are each hydrogen, nitro or chlorine, are very useful for coloring petroleum products, solvents and engine fuel additives.
    Type: Grant
    Filed: March 23, 1983
    Date of Patent: June 4, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Herbert Armbrust, Johannes P. Dix, Guenter Hansen, Georg Zeidler