Purification Or Recovery Patents (Class 534/887)
  • Patent number: 4797476
    Abstract: New phosphoric ester having the following formula (I) and a method for the analysis of an alkaline phosphatase, using the phosphoric ester as a substrate: ##STR1## wherein M is a hydrogen atom or an alkali metal atom; A is phenyl, naphthyl, 2- or 4-pyridyl, 2- or 4-pyrimidyl, pyrazinyl, sym-triazinyl, 2-imidazolyl, 2-oxazolyl, 2-thiazolyl, or sym-thiadiazolyl group which may or may not be substituted with other substituent(s) or may form a condensed ring together with a benzene ring, if possible; B is paraphenylene group or may form naphthylene group by condensation together with a benzene ring, said groups may or may not be substituted with other substituent(s).
    Type: Grant
    Filed: September 10, 1986
    Date of Patent: January 10, 1989
    Assignee: Fuji Shashin Film Kabushiki Kaisha
    Inventors: Yoshio Inagaki, Masaki Okazaki
  • Patent number: 4795807
    Abstract: Azo disperse dyestuffs are prepared by diazotization and coupling in an aqueous phase, the coupling being carried out in the presence of an ester of a lower aliphatic carboxylic acid.
    Type: Grant
    Filed: March 30, 1987
    Date of Patent: January 3, 1989
    Assignee: Cassella Aktiengesellschaft
    Inventors: Ulrich Buhler, Friedrich Schophoff, Wolf Weidemuller
  • Patent number: 4791194
    Abstract: An azo compound with the following general formula (I): ##STR1## wherein X is selected from the group consisting of hydrogen atom, lower alkyl group, lower alkoxy group, halogen atom and cyano group;Y is phenylene or naphthylene group;Z.sub.1 and Z.sub.2 are independently the divalent group represented by the following formula: ##STR2## wherein A is a divalent group derived from the aromatic hydrocarbon or heterocyclic compound including one or more nitrogen atoms in the ring; andn is 1 or 2,is disclosed. Such compounds are useful in forming a photosensitive layer of an electrophotographic photoreceptor.
    Type: Grant
    Filed: July 25, 1986
    Date of Patent: December 13, 1988
    Assignee: Mitsubishi Chemical Industries, Ltd.
    Inventors: Tetsumi Suzuki, Tetsuo Murayama, Hitoshi Ono, Shinji Aramaki, Michiyo Yokoyama
  • Patent number: 4785083
    Abstract: Mixtures comprising at least two dyes of formula I ##STR1## where R is unsubstituted linear C.sub.3-7 alkyl, with the proviso that at least two different dyes of formula I are each present to the extent of at least 10 mole %, based on the total molar quantity of dyes present, which are useful for dyeing and printing synthetic and semi-synthetic high molecular weight, hydrophobic organic substrates, particularly for rapid dyeing.
    Type: Grant
    Filed: December 27, 1982
    Date of Patent: November 15, 1988
    Assignee: Sandoz Ltd.
    Inventor: Ulrich Zirngibl
  • Patent number: 4785082
    Abstract: According to the invention, addition of one or more surfactants having a cloud point in aqueous solution to an aqueous suspension of an azo disperse dye gives after the isolation of the dye at a temperature above the cloud point aqueous press cakes containing a large amount of this dye.The direct processing of press cakes as obtained for example after the synthesis and isolation of azo disperse dyes to practical dispersions for use requires a minimum dye content in the press cakes. The minimum content is frequently not obtained when conventional methods of isolation are used, so that it is necessary to proceed via the indirect route of drying to obtain powders and redispersing the powders. By using the process according to the invention it is possible to cut out the costly indirect route or, if desired, to reduce the expense of drying to obtain powders by an appreciable margin.
    Type: Grant
    Filed: November 5, 1985
    Date of Patent: November 15, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Joachim Weide, Erwin Dietz, Reinhold Deubel
  • Patent number: 4782140
    Abstract: The invention relates to novel useful reactive dyes of the formula I ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxanine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl, X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,P is 1 or 2 andA is a radical of the formula ##STR2## in which: the groups designated "alk" are independently of each other straight or branched polymethylene radicals having 2 to 6 carbon atoms, andZ is .beta.-halogenoethyl, vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl or .beta.acetoxyethyl.
    Type: Grant
    Filed: October 2, 1986
    Date of Patent: November 1, 1988
    Assignee: Ciba-Giegy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4780533
    Abstract: A disazo pigment is prepared by coupling the tetrazo compound of 3,3'-dichlorobenzidine with an acetoacetanilide compound which is other than those represented by the below-described general formula (I) and is free of water-soluble groups. In the present invention, about 0.5-50 mole % of the acetoacetanilide compound is replaced by a compound represented by the following general formula (I): ##STR1## wherein R means a methyl, ethyl, propyl or butyl group or a substituted or unsubstituted phenyl group.
    Type: Grant
    Filed: February 9, 1987
    Date of Patent: October 25, 1988
    Assignee: Dainichiseika Color & Chemicals Mfg. Co., Ltd.
    Inventors: Naonori Takami, Tetsuo Fukuda, Takeshi Uehara
  • Patent number: 4775747
    Abstract: Transition metal complexes of the compounds of the formulae I and II ##STR1## in which A is an isocylic or heterocyclic aromatic radical, R is --H, halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, R.sub.1 is --H, C.sub.1 -C.sub.4 -alkyl or phenyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, --NO.sub.2, --CONH.sub.2, --CONHR.sub.2 or C.sub.2 -C.sub.5 -N-alkylcarbamoyl, X is --CH.dbd. or --N.dbd. andB is --H, C.sub.1 -C.sub.4 -alkyl, --NHCONH.sub.2, --NHCONH-C.sub.1 -C.sub.4 -alkyl, --NHCONR.sub.2, --NHCSNH.sub.2, --NHCSR.sub.3, --NHC(NH)NH.sub.2, --NHR.sub.2, --NHCOR.sub.3, --NHSO.sub.2 R.sub.3 or a heterocyclic aromatic radical, and R.sub.2 and R.sub.3 are phenyl or substituted phenyl, are suitable for pigmenting high-molecular organic material.
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: October 4, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Cseh, Paul Lienhard
  • Patent number: 4769446
    Abstract: A water-soluble fiber-reactive red dyestuff is disclosed which, in its free acid form, has the formula ##STR1## wherein X is --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Z wherein Z is --OH, --Cl, --Br, --OSO.sub.3 H, --SSO.sub.3 H, --OPO.sub.3 H.sub.2, --O.sub.2 CCH.sub.3, --O.sub.2 CCH.sub.2 CH.sub.3 or --N(lower alkyl).sub.2. Liquid compositions of said dyestuff are also disclosed. This dyestuff yields brilliant red shades on cellulosic materials having excellent fastness properties and superior color yield and build up.
    Type: Grant
    Filed: April 18, 1983
    Date of Patent: September 6, 1988
    Assignee: Hoechst Celanese Corporation
    Inventors: Anthony J. Corso, Fritz Meininger, Thomas S. Phillips
  • Patent number: 4769447
    Abstract: The present invention provides gamma-glutamyl-4-azoanilides, processes for their preparation and their use as substrates for gamma-glutamyl transferase determination, of the formula ##STR1## wherein X is alkyl, --(CH.sub.2).sub.m --COOH or --O--(CH.sub.2).sub.n --COOH wherein m is 0-4 and n is 1-4; R is optionally substituted p-nitrophenyl; an optionally substituted thiophene residue; an optionally substituted thiazole residue; an optionally substituted benzothiazole residue; an optionally substituted benzoisothiazole residue; an N-alkylthiazole residue; or an optionally substituted 1,3,5-thiodiazole residue; as well as the alkali metal, alkaline earth metal and ammonium salts thereof.
    Type: Grant
    Filed: January 27, 1987
    Date of Patent: September 6, 1988
    Assignee: Boehringer Mannheim GmbH
    Inventors: Elli Rauscher, John Griffiths, Leonard F. Dixon
  • Patent number: 4769449
    Abstract: Azo dyes of the formula ##STR1## wherein R.sup.1 is alkyl having 1 to 4 carbon atoms; R.sup.2 is alkyl having 1 to 3 carbon atoms; R.sup.3 is alkylcarbonyloxyethyl having 1 to 3 carbon atoms in the alkyl moiety, alkoxycarbonyloxyethyl having 1 to 4 carbon atoms in the alkoxy moiety, methoxyethoxycarbonyloxyethyl or ethoxyethoxycarbonyloxyethyl; and R.sup.4 is one of the definitions of R.sup.3 or cyanoethyl; or mixtures of at least two species of said formula are used for dyeing and printing hydrophobic fiber materials.
    Type: Grant
    Filed: February 5, 1987
    Date of Patent: September 6, 1988
    Assignee: Cassella Aktiengesellschaft
    Inventors: Ulrich Buhler, Manfred Hahnke, Michael Kunze, Albert Bode
  • Patent number: 4764600
    Abstract: An isothiazolylazo dye of the formula I ##STR1## wherein R is an alkyl group or unsubstituted aryl or substituted aryl group selected from the group consisting of ##STR2## and K is a radical of the formula ##STR3## where B is C.sub.1 -C.sub.4 alkyl or a substituted amino radical selected from the group consisting of ##STR4## R.sup.1 is hydrogen, methyl, methoxy or ethoxy, R.sup.2 and R.sup.3 independently of one another are each unsubstituted C.sub.1 -C.sub.4 alkyl or substituted alkyl groups selected from the group of C.sub.1 -C.sub.4 alkyls which are substituted by chlorine, bromine, cyano, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, benzyloxy, phenoxy, phenyl, C.sub.1 -C.sub.4 -alkylcarbonyloxy which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkoxy, phenoxy or phenyl, phenycarbonyloxy which is unsubstituted or substituted by chlorine, bromine, methoxy, ethoxy, methyl or ethyl, oxycarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: January 25, 1983
    Date of Patent: August 16, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Johannes P. Dix, Guenter Hansen, Ernst Schefczik, Guenther Seybold
  • Patent number: 4760133
    Abstract: A process for preparing a disazo dye represented by the following formula: ##STR1## wherein R.sup.1 and R.sup.2 each represents a hydrogen atom, a halogen atom, a nitro group, a trifluoromethyl group, a lower alkoxycarbonyl group or a lower alkylsulfonyl group, R.sup.3 represents a lower alkyl or allyl group which may optionally have a substituent or substituents, and R.sup.4 represents a lower alkyl or allyl group having a substituent or substituents, which comprises diazotizing an amine represented by the following formula: ##STR2## wherein R.sup.1 and R.sup.2 are the same as defined above, and coupling the diazotized product with a bis(N,N-di-substituted anilino)methane represented by the following formula: ##STR3## wherein R.sup.3 and R.sup.4 are the same as defined above.
    Type: Grant
    Filed: January 14, 1983
    Date of Patent: July 26, 1988
    Assignee: Research Association of Synthetic Dyestuffs
    Inventors: Toshio Niwa, Kiyoshi Himeno, Shuichi Maeda, Yukiharu Shimizu
  • Patent number: 4758659
    Abstract: A hexakisazo dye suitable for dyeing cellulose, natural or synthetic polyamide meterials, leather, represented by the formula ##STR1## wherein X is --CH.dbd.CH--, --CONH--, --CRH-- (wherein R is phenyl which is unsubstituted or substituted by H or a sulfonic acid group), -SO.sub.2 -- or --O--; Y is H, CH.sub.3 OCH.sub.3, Cl or SO.sub.3 M; A.sub.1 and A.sub.2 are each ##STR2## (wherein Z.sub.1 is H, Cl, CH.sub.3, OH, OCH.sub.3, OC.sub.2 H.sub.5 or SO.sub.3 M, and Z.sub.2 is H, CH.sub.3, NO.sub.2 or COOM); B.sub.1 and B.sub.2 are each ##STR3## (wherein Z.sub.3 is H, OH, NH.sub.2 Cl or COOM, Z.sub.4 is H, Cl, CH.sub.3, OH OCH.sub.3, NH.sub.2, COOM or SO.sub.3 M, and Z.sub.5 is H, C.sub.1 -C.sub.4 alkyl or OH); M is H, Na, K, Li or NH.sub.4 ; f is 0 or 1; m is 0, 1 or 2; and n is 0, 1 or 2.
    Type: Grant
    Filed: July 29, 1986
    Date of Patent: July 19, 1988
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Hisashi Senshu, Sadahiko Matsubara, Tamotsu Naito
  • Patent number: 4757136
    Abstract: Water-soluble azo compounds having fiber-reactive dye properties conforming to the formula ##STR1## in which D denotes a benzene or naphthalene ring;R.sup.1 denotes hydrogen, alkyl, alkoxy, sulfo or carboxy;R.sup.
    Type: Grant
    Filed: September 30, 1986
    Date of Patent: July 12, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Michael Kunze, Marcos Segal, Werner H. Russ
  • Patent number: 4754020
    Abstract: A new method of diazotization consists in using as the diazotizing agent in an aqueous, aqueous organic or organic medium the system comprising salt of nitrous acid+acid insoluble in the reaction medium, in particular organic or inorganic cation exchangers having acid groups. The diazonium salt solutions thus prepared are immediately reacted with coupling components to give azo dyestuffs, the insoluble acid and/or its salt being separated off before or after the coupling.
    Type: Grant
    Filed: March 7, 1986
    Date of Patent: June 28, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Wolff, Karlheinz Wolf, Reinhold M. Klipper, Peter M. Lange
  • Patent number: 4754023
    Abstract: A reactive dye of the formula ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxazine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl,X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,p is 1 or 2 andA is a radical of the formula ##STR2## in which: Y is chlorine, bromine, fluorine, --OH, --OSO.sub.3 H, --O-acyl, --CN, --COOH, --COO--C.sub.1 -C.sub.4 -alkyl, --CONH.sub.2 or --SO.sub.2 --Z,the group designated "alk" is a straight or branched polymethylene radical having 2 to 6 carbon atoms,V is ##STR3## hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.2 -alkoxy, carboxyl, sulfo, halogen or hydroxy,Z is .beta.
    Type: Grant
    Filed: January 23, 1986
    Date of Patent: June 28, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Herbert Seiler, Peter Scheibli
  • Patent number: 4751288
    Abstract: The compounds of the formula I ##STR1## where R is unsubstituted or substituted phenyl or naphthyl, R.sup.1 and R.sup.2 are each unsubstituted or substituted alkyl, alkenyl or cycloalkyl, and one of the radicals may furthermore be hydrogen, R.sup.3 is hydrogen, methyl, methoxy, ethoxy or chlorine, and R.sup.4 is acylamino, are particularly useful for dyeing polyesters.
    Type: Grant
    Filed: March 24, 1986
    Date of Patent: June 14, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Erwin Hahn, Guenter Hansen, Helmut Reichelt
  • Patent number: 4749784
    Abstract: The specification describes a new group of alkanol substituted disazo compounds that are useful in dyeing polyamide textile fibers in orange hues. The new compounds are compatible with several acid blue dyes and several acid red dyes that are commercially important as dyes for nylon. The new compounds are particularly well suited for use as the "yellow" component in trichromatic systems for dying polyamide carpeting and other textiles. The new compounds are relatively inexpensive to make and have outstanding application and fastness properties. Other aspects of the specification are concerned with a method of making the new compounds and with a method of dyeing polyamides with said compounds and to the novel dyed polyamides resulting from the use of the new group of compounds as dyes.
    Type: Grant
    Filed: February 10, 1987
    Date of Patent: June 7, 1988
    Assignee: Crompton & Knowles Corporation
    Inventors: James F. Feeman, Jay E. Rowe
  • Patent number: 4743683
    Abstract: A photographic recording material which contains at least one dye of the formula ##STR1## wherein D is the group of atoms necessary to complete a 5-membered ring that contains at least one nitrogen atom, A is hydrogen, alkyl, alkoxy, phenyl, alkylthio, cyano, nitro or halogen, n is 0 to 3, R.sub.1 is hydrogen, alkyl, hydroxyl, acylamino, R.sub.6 is hydrogen or unsubstituted or substituted amino, and R.sub.4 is hydrogen or alkoxy. The material is distinguished by good color reproduction, brilliant colors and excellent lightfastness.
    Type: Grant
    Filed: December 3, 1986
    Date of Patent: May 10, 1988
    Assignee: Ciba-Geigy AG
    Inventor: Paul Tschopp
  • Patent number: 4737581
    Abstract: Azo compounds of the formula I ##STR1## wherein X is --H, --CH.sub.3, --CF.sub.3, --NO.sub.2, --COOR.sub.1, --NHCOR.sub.2 or --COHN.sub.2, and R.sub.1 and R.sub.2 are as defined in claim 1, are suitable for pigmenting high-molecular organic material.
    Type: Grant
    Filed: April 18, 1985
    Date of Patent: April 12, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Stefan Hari
  • Patent number: 4737240
    Abstract: Black trisazo dyes for cellulosic textiles, leather and especially paper having the structure ##STR1## where A is ##STR2## one of B.sub.1 and B.sub.2 is hydrogen and the other is --SO.sub.3 M or a mixture thereof, and M is hydrogen, sodium, potassium, lithium or --HNR.sub.1 R.sub.2 R.sub.3 wherein R.sub.1, R.sub.2 and R.sub.3 represent the same or different substituents selected from hydrogen, lower alkyl and lower hydroxyalkyl, and stable liquid concentrates of these dyes are described.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: April 12, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Herbert S. Davis, Roy E. Smith, Mortimer Weiser
  • Patent number: 4732975
    Abstract: Compounds of the general formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and denote hydrogen, chlorine or bromine, methyl, ethyl, methoxy, ethoxy or nitro and K denotes identical or different radicals of enolizable ketomethylene compounds which do not contain groups imparting solubility in water, are obtained by coupling one equivalent of the bisdiazonium compound obtained by bisdiazotizing the diamine of the formula ##STR2## in which R.sup.1 and R.sup.2 have the meaning mentioned above, with 2 equivalents of one or more compounds of the formula KH in which K has the meaning mentioned above. These disazo compounds are pigments which have a high tinctorial strength and good fastness to migration, light, heat and chemicals.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: March 22, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Manfred Pesenacker
  • Patent number: 4731441
    Abstract: Water-soluble monoazo and disazo compounds having fiber-reactive dye properties which are suitable for dyeing carbamoyl- and hydroxyl-containing materials, in particular cellulose fiber materials, and containing as diazo components an optionally substituted phenyl radical or naphthyl radical or a phenylazophenyl, phenylazonaphthyl, naphthylazophenyl or naphthylazonaphthyl radical, one of these radicals containing bonded in the diazo component a vinylsulfonyl, .beta.-thiosulfatoethylsulfonyl, .beta.-phosphatoethylsulfonyl, .beta.-chloroethylsulfonyl or .beta.-sulfatoethylsulfonyl group, and as coupling component that of a naphthol, aminonaphthaline or aminobenzene having a fiber-reactive grouping of the general formula ##STR1## in which the two R.sup.1 s, identical to or different from each other, denote a hydrogen atom or an optionally substituted alkyl group of 1 to 4 carbon atoms, R is a hydrogen atom or a sulfo group and Y represents the vinyl group, a .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.
    Type: Grant
    Filed: March 19, 1986
    Date of Patent: March 15, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Marcos Segal, Michael Kunze
  • Patent number: 4725675
    Abstract: Water-soluble azo compounds of the formula (1) ##STR1## in which R is hydrogen or alkyl of 1 to 4 carbon atoms, X is alkyl of 1 to 6 carbon atoms substituted by carboxy or sulfo, or is phenyl substituted by 1 or 2 sulfo or carboxy or both, and Z is vinyl, .beta.-thiosulfatoethyl or .beta.-sulfatoethyl and M is hydrogen or the equivalent of a metal, and in which the second sulfo group in the naphthalene is bonded in the m-position or p-position relative to the acylated amino group. The new azo compounds are very valuable dyestuffs having fiber-reactive properties, and give color-fast and deep dyeings and prints on fiber materials made of cellulose or synthetic or natural polyamide fibers.
    Type: Grant
    Filed: December 5, 1983
    Date of Patent: February 16, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Meininger, Joachim Otten
  • Patent number: 4724259
    Abstract: Compounds of the general formula I ##STR1## where R.sup.1 and R.sup.2 independently of one another are each C.sub.6 -C.sub.24 -alkyl or are each benzyl which is unsubstituted or substituted by alkyl or by cycloalkyl, and one of the radicals may furthermore be hydrogen, and the rings A, B, C and D can be further substituted by chlorine, methyl or methoxy, with the exception of the compound of the formula ##STR2## are useful as dyes in electrooptical liquid crystal displays or for the production of polarization films.
    Type: Grant
    Filed: November 21, 1984
    Date of Patent: February 9, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Werner Juenemann, Johannes Dehnert
  • Patent number: 4721779
    Abstract: Trisazo compounds of the formula ##STR1## where Z is ##STR2## X and Y independently of one another are each C.sub.1 -C.sub.24 -alkoxy, benzyloxy, phenylethoxy, mono-C.sub.1 -C.sub.24 -alkylamino, monobenzylamino, monophenylethylamino, monophenylamino, bis-C.sub.1 -C.sub.24 -alkylamino, N-C.sub.1 -C.sub.12 -alkyl-N-benzylamino, N-C.sub.1 -C.sub.12 -alkyl-N-phenylethylamino or N-C.sub.1 -C.sub.12 -alkyl-N-phenylamino, where the benzene rings are unsubstituted or substituted by C.sub.1 -C.sub.12 -alkyl, cyclohexyl, 4-C.sub.1 -C.sub.12 -alkylcyclohexyl, C.sub.1 -C.sub.24 -alkoxy, phenoxy or C.sub.1 -C.sub.24 -alkanoyloxy, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently of one another are each hydrogen, methyl, methoxy, or chlorine and R.sup.7 is hydrogen or methyl, and the ring A or B may furthermore carry a fused benzene ring, are very useful as dyes in liquid crystal media, for example for electrooptical displays.
    Type: Grant
    Filed: August 5, 1986
    Date of Patent: January 26, 1988
    Assignee: BASF Aktiengesellschaft
    Inventor: Karl-Heinz Etzbach
  • Patent number: 4720541
    Abstract: Process for improving the application properties of disazo pigments obtained by coupling bis-diazotized chlorine-substituted 4,4'-diaminobiphenyls with acetoacetylaminobenzenes, which includes adding sulfite ions to the pigment suspension obtained in the coupling and then heating for one half to two hours at 50.degree. to 100.degree. C. The process produces, above all in large scale industrial batches, a product of uniform quality and having acceptable fastness to solvents, overlacquering, migration and bleeding.
    Type: Grant
    Filed: July 6, 1984
    Date of Patent: January 19, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Rieper, Klaus Hunger
  • Patent number: 4719293
    Abstract: The invention relates to disazo pigments of the formula ##STR1## wherein R is an ethyl, propyl or isopropyl radical. These pigments colour plastics, especially rigid PVC, in brown shades of excellent fastness properties.
    Type: Grant
    Filed: October 17, 1984
    Date of Patent: January 12, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Ronco
  • Patent number: 4709019
    Abstract: Anthraquinone-azo pyridone-containing compounds which in one of their tautomeric structures, correspond to the formula ##STR1## in which A denotes an .alpha.-anthraquinone radical which is free from sulphonic acid groups and is unsubstituted or substituted and preferably consists of at most 5 fused rings;R.sub.1 denotes hydrogen; alkyl, preferably C.sub.1 -C.sub.4 -alkyl; aryl, preferably phenyl or naphthyl; carboxyl; carboxylic acid ester, preferably carboxylic acid C.sub.1 -C.sub.4 -alkyl ester; or hydroxyl andR.sub.2 denotes hydrogen; halogen; nitro; cyano; unsubstituted or substituted carbamoyl or sulphamoyl; alkylcarbonyl, in particular (C.sub.1 -C.sub.4 -alkyl)-carbonyl; alkoxycarbonyl, in particular (C.sub.1 -C.sub.4 -alkoxy)-carbonyl; alkyl- or unsubstituted or substituted aryl-sulphone, preferably C.sub.1 -C.sub.
    Type: Grant
    Filed: April 21, 1983
    Date of Patent: November 24, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Meinhard Rolf, Rutger Neeff, Walter Muller
  • Patent number: 4707545
    Abstract: Lithium salts of anionic dyes are prepared by first converting another salt of this anionic dye in aqueous solution or suspension by means of a compound which releases calcium ions into the water-insoluble or sparingly water-soluble calcium salt of the dye, which is separated from the aqueous medium and is then converted to an aqueous suspension by treatment with lithium sulfate or lithium hydrogensulfate or a mixture thereof in an equivalent amount of each or in an excess of up to 10% into its lithium salt.
    Type: Grant
    Filed: November 26, 1985
    Date of Patent: November 17, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Meininger, Ludwig Schlafer
  • Patent number: 4703112
    Abstract: Water-soluble azo compounds, having fiber-reactive properties and yielding (for instance, on cellulose fiber materials) deep and fast dyeings and prints, of the formula ##STR1## in which D is phenylene which can be substituted by one or two subtituents from the group consisting of lower alkyl, lower alkoxy, hydroxy, lower alkanoylamino, benzoylamino, benzoylamino substituted by lower alkyl, lower alkoxy, chlorine and/or sulfo, chlorine, bromine, fluorine and carboxy and/or by a nitro group and/or by a further group of the formula Y--SO.sub.2 --(CH.sub.2).sub.
    Type: Grant
    Filed: October 30, 1986
    Date of Patent: October 27, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Mischke, Ludwig Schlafer
  • Patent number: 4703113
    Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 & R.sup.2 together with the nitrogen atom form a morpholine ringa & b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;M is H, ammonium, or a monovalent metal;X (i) NR.sup.1 R.sup.2, (ii) NR.sup.3 R.sup.4, in which R.sup.3 and R.sup.
    Type: Grant
    Filed: August 12, 1985
    Date of Patent: October 27, 1987
    Assignee: Imperial Chemical Industries PLC
    Inventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
  • Patent number: 4703111
    Abstract: Water-soluble monoazo and disazo compounds having fiber-reactive dye properties which are suitable for dyeing carboxamido and/or hydroxy-containing materials, in particular cellulose fiber materials, and contain as coupling component that of a naphthol, aminonaphthalene or aminobenzene and as diazo component an optionally chlorine-, alkyl-, alkoxy- and/or sulfo-substituted phenyl radical or an optionally substituted phenylazophenyl or phenylazonaphthyl radical having the fiber-reactive group of the general formula ##STR1## in which the two R.sup.1, identical to or different from each other, denote a hydrogen atom or an optionally substituted alkyl group of 1 to 4 carbon atoms, R is a hydrogen atom or a sulfo group and Y represents the vinyl group or a .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl or .beta.-sulfatoethyl group, as substituent, and a further such fiber-reactive grouping can be bonded to the radical of the coupling component.
    Type: Grant
    Filed: April 7, 1986
    Date of Patent: October 27, 1987
    Inventors: Marcos Segal, Michael Kunze
  • Patent number: 4701523
    Abstract: Water-soluble disazo compounds which have fiber-reactive dye properties, which are suitable for dyeing carboxamido- and/or hydroxy- containing materials, in particular cellulose fiber materials, and which contain as bivalent coupling component 1-amino-8-naphthol-3,6- or -4,6-disulfonic acid and as diazo components an optionally substituted phenyl radical or naphthyl radical, one or both of the diazo components possessing a fiber-reactive group of the general formula ##STR1## in which the two R.sup.1, identical to or different from each other, denote a hydrogen atom or an optionally substituted alkyl group of 1 to 4 carbon atoms, R is a hydrogen atom of a sulfo group and Y represents the vinyl group or a .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl or .beta.-sulfatoethyl group, and it being possible for one of these diazo components also to contain, as substituent in place of this fiber-reactive grouping, a fiber-reactive group of the formula --SO.sub.
    Type: Grant
    Filed: May 13, 1986
    Date of Patent: October 20, 1987
    Inventors: Marcos Segal, Michael Kunze
  • Patent number: 4698421
    Abstract: A compound, or a salt thereof, represented by the following formula, ##STR1## wherein A is a substituted or unsubstituted phenylene or naphthylene group, B is ##STR2## in which R.sub.3 is a hydrogen atom or a lower alkyl, lower alkoxy, acylamino or ureido group, and R.sub.4 is a hydrogen atom or a lower alkyl or lower alkoxy group, R.sub.1 and R.sub.3 are independently a hydrogen atom or a substituted or unsubstituted lower alkyl group, X is a substituted or unsubstituted amino, lower alkoxy, substituted phenoxy or sulfo group, Y is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z, in which Z is a group capable of being split by the action of an alkali, and m is 2 or 3, which is useful for dyeing hydroxyl group- or amide group-containing fiber materials to give dyed products of a brown color having excellent fastness properties with good build-up property.
    Type: Grant
    Filed: June 7, 1985
    Date of Patent: October 6, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Hirokazu Sawamoto, Takashi Omura, Naoki Harada
  • Patent number: 4689403
    Abstract: The present invention concerns the disazo pigment of the formula ##STR1## The new pigment is useful for coloring plastic material in pure red shades of high tinctorial strength and outstanding fastness to light and migration.
    Type: Grant
    Filed: April 29, 1982
    Date of Patent: August 25, 1987
    Assignee: Ciba-Geigy AG
    Inventor: Karl Ronco
  • Patent number: 4686287
    Abstract: Disazo compounds of the formula I ##STR1## in which X and Y are identical or different and denote hydrogen, bromine, chlorine, methyl, methoxy, ethoxy, nitro, trifluoromethyl, carbomethoxy or carboethoxy, A.sup.1 and A.sup.2, independently of each other, represent hydrogen, methyl or ethyl and Z.sup.1 and Z.sup.2 in the 6- or 7-position of the heteroaromatic ring system, independently of each other, represent hydrogen, bromine, chlorine, methyl, methoxy, ethoxy, carbomethoxy, carboethoxy or nitro, are obtained by coupling a monodiazotized p-diaminobenzene substituted by X and Y analogously to the formula I with a 5-acetoacetylaminobenzimidazolone which carries the radicals A.sup.1 and Z.sup.2 analogously to the formula I, and reacting the resulting aminoazo compound after another diazotization with a 5-acetoacetylaminobenzimidazolone which carries the radicals A.sup.2 and Z.sup.2 analogously to the formula I, to give the disazo compound of the formula I.
    Type: Grant
    Filed: April 3, 1985
    Date of Patent: August 11, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Klaus Hunger
  • Patent number: 4684718
    Abstract: A process for the preparation of a diazocyano acid, which comprises reacting a keto-acid or its sodium salt with a cyanogen compound such as sodium cyanide or hydrogen cyanide and a hydrazine in water to form a concentrated aqueous solution of a hydrazo compound, adding acetone and/water to the concentrated aqueous solution to form a solution of the hydrazo compounds, adding chlorine gas to the solution to oxidize the hydrazo compound and form a diazocyano acid, adding acetone to the obtained reaction mixture during or after the oxidation if necessary, and separating and recovering the supernatant layer of the acetone-water solution containing the diazocyano acid from the mixture.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: August 4, 1987
    Assignee: UBE Industries, Ltd.
    Inventors: Hidetomo Ashitaka, Kazuya Jinda, Yoshiyuki Miwa
  • Patent number: 4684717
    Abstract: A process for the preparation of a diazocyano acid, which comprises reacting a keto-acid or its sodium salt with a cyanogen compound such as sodium cyanide or hydrogen cyanide and a hydrazine in water to form a concentrated aqueous solution of a hydrazo compound, adding acetone or acetone and water to the concentrated aqueous solution to form an acetone-water solution of the hydrazo compound, adding an oxidant such as chlorine gas to the solution to oxidize the hydrazo compound and form a diazocyano acid, forming at least two transparent liquid layers by adding acetone and/or water to the obtained reaction mixture during or after oxidation if necessary, and further adding sodium chloride to the reaction mixture if necessary, and separating and recovering the upper layer of the acetone-water solution containing the diazocyano acid from the mixture.
    Type: Grant
    Filed: November 29, 1984
    Date of Patent: August 4, 1987
    Assignee: UBE Industries, Ltd.
    Inventors: Hidetomo Ashitaka, Kazuya Jinda, Yoshiyuki Miwa
  • Patent number: 4675389
    Abstract: Physiologically acceptable cation salts of (2-alkoxy-4-sulfonyl-5-alkylphenyl)azo-1-hydroxynaphthalene sulfonic acids useful as blue-red colorants for textile fabrics, cellulosic fibers and edible compositions are prepared by diazotizing 2-alkoxy-4-sulfonyl-5-alkylanilines and coupling the resulting diazo compounds to a 1-hydroxynaphthalene mono- or disulfonic acid.
    Type: Grant
    Filed: June 5, 1984
    Date of Patent: June 23, 1987
    Assignee: The Hilton-Davis Chemical Co.
    Inventors: Wayne L. Cook, Robert P. Huth
  • Patent number: 4667022
    Abstract: A red reactive dye represented by a free acid of the formula, ##STR1## wherein X is a hydrogen atom, a methyl, methoxy or sulfonic acid group, Y is --CH.dbd.CH.sub.2, --CH.sub.2 CH.sub.2 Y.sub.1 or --CH.sub.2 CH.sub.2 OY.sub.2 (in which Y.sub.1 is a halogen atom, and Y.sub.2 is the residue of polybasic acids), R is a C.sub.1 -C.sub.4 alkyl group, R.sub.1 and R.sub.2 are each a hydrogen atom, a methyl or ethyl group, and the azo group is located on a meta-or para-position of the benzene ring A with respect to the --NR.sub.2 -- group and the sulfonic acid group on the benzene ring A is adjacent to the azo group. This dye is suitable for dyeingcellulose fibers red to afford dyeings superior in fastnesses, acid stability, build-up property, level dyeing property and white dischargeability.
    Type: Grant
    Filed: February 13, 1981
    Date of Patent: May 19, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshio Nakamatsu, Yoshikazu Matsuo, Yasuo Tezuka
  • 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: 4652634
    Abstract: A water-soluble azo compund of formula ##STR1## in which Y is vinyl or --CH.sub.2 --CH.sub.2 --Z in which Z is chlorine, bromine, fluorine, lower alkanoyloxy, benzoyloxy, sulfobenzoyloxy, benzenesulfonyloxy, toluenesulfonyloxy, lower alkylsulfonylamino, arylsulfonylamino, phenoxy, dialkylamino, each alkyl being of from 1 to 4 carbon atoms, thiosulfato, phosphato or sulfato;n is the number zero or 1;D is phenylene unsubstituted or substituted by one or two substituents selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, lower alkanoylamino, chlorine, bromine, fluorine and carboxy; by one nitro substituent; by one sulfo substituent; by one substituent of the formula Y--SO.sub.2 --(CH.sub.2).sub.n -- in which n is 1; by a plurality of substituents selected from the group consisting of said one or two substituents, said one nitro substituent, said one sulfo substituent and said one substituent of the formula Y--SO.sub.2 --(CH.sub.2).sub.
    Type: Grant
    Filed: January 15, 1986
    Date of Patent: March 24, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Mischke, Hermann Fuchs
  • Patent number: 4638054
    Abstract: The invention provides new reaction dyestuffs of the formula ##STR1## where n and m are each 0 or 1 such that n+m=1 or 2 and whereG is a radical of the formula ##STR2## wherein B is a direct bond between D or D' and X or represents a bridge member as described in the specification,X is S, SO or SO.sub.2,Y is optionally substituted alkylene,R is H, optionally substituted C.sub.1 -C.sub.4 -alkyl or optionally substituted C.sub.2 -C.sub.4 -alkylene or optionally substituted phenylalkylene,Z is a fibre-reactive radical, and whereD and D' are as defined in the body of the Application.On hydroxyl- or amide-containing textile materials the new reactive dyestuffs produce prints and dyeings of a high fastness level.
    Type: Grant
    Filed: October 18, 1984
    Date of Patent: January 20, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl J. Herd, Martin Michna
  • Patent number: 4628083
    Abstract: The invention relates to new arylazo compounds of the general formula ##STR1## wherein R.sub.1 and R.sub.2 independently of each other represent hydrogen or C.sub.1-3 alkyl, R.sub.3 represents hydrogen, halogen, C.sub.1-3 alkyl, C.sub.1-3 alkoxy, carboxy, C.sub.1-3 alkoxycarbonyl, C.sub.1-3 alkylcarbonyl or a group X--NH--SO.sub.2 --, wherein X represents a heterocyclic ring, R.sub.4 represents hydrogen, halogen or C.sub.1-3 alkyl, and n is the integer 1 or 2, the two groups ##STR2## being the same or different when n is 2, and lactones and salts thereof. The compounds of formula I have a high inhibiting effect on prostaglandin synthetizing and inactivating enzymes and may therefore be used as a drug and anti-fertility agent. The invention also relates to preparation of the compounds of formula I as well as pharmaceutical compositions containing the same.
    Type: Grant
    Filed: January 18, 1985
    Date of Patent: December 9, 1986
    Assignee: Pharmacia AB
    Inventor: Karl H. Agback
  • Patent number: 4623397
    Abstract: Compounds of the formula I ##STR1## in which each R.sub.1, independently, is hydrogen, C.sub.1-8 alkyl, C.sub.2-3 alkyl substituted by one or two substituents selected from the group consisting of halo, hydroxy, cyano, methoxy, ethoxy and (C.sub.1-2 alkoxy)carbonyl or cyclohexyl, and each R.sub.2 and R.sub.3, independently, is hydrogen, chlorine, bromine, methyl, methoxy or ethoxy, their production and use as pigments for the mass pigmentation of, for example, viscose, surface coatings such as oil and water base paints and lacquers and inks, pigment printing, textile coating and pigmenting paper in the mass.
    Type: Grant
    Filed: October 10, 1984
    Date of Patent: November 18, 1986
    Assignee: Sandoz Ltd.
    Inventor: Bansi L. Kaul
  • Patent number: 4622391
    Abstract: New inclusion compound, intercalation compounds or solid solutions which are the nickel salts or nickel complexes of a compound which, in one of its tauteromeric structures, corresponds to the formula ##STR1## which contain at least one other included compound, except for one composition of matter which consists of 45 to 82% by weight of azobarbituric acid/nickel 1:1 complex, 3 to 15% by weight of benzene-sulphonamide, 5 to 20% by weight of nickel acetate and 10 to 20% by weight of water and the use of these materials as pigments are disclosed.
    Type: Grant
    Filed: May 15, 1985
    Date of Patent: November 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Lorenz, Karl H. Schundehutte
  • Patent number: 4617381
    Abstract: A process is disclosed for the preparation of concentrated stable liquid dye solutions of CI Direct Yellow 11 starting with the product of the basic condensation of para-nitrotoluene-ortho-sulfonic acid in the form of its tetrasodium reaction mass or the wet filter cake separation of the solids from said mass and the reaction liquids or the dry technical grade sodium complex which is the dried filter cake. The solid starting material is suspended in a lower alkanol/water medium; the suspension is acidified to a pH below about 2.5 to acidify each sulfo moiety on the chromophore and to form the free inorganic salt; this acidified suspension is heated to assure completion of the metathetical salt-forming reaction; after sufficient heating, the mixture of the acidified chromophore and the salt is neutralized to a pH in the range 6.0 to 7.
    Type: Grant
    Filed: September 11, 1984
    Date of Patent: October 14, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: James W. Hinson, Jo A. Cleverdon
  • Patent number: 4617380
    Abstract: A process is disclosed for the preparation of concentrated stable liquid dye solutions of CI Direct Yellow 11 starting with the tetrasodium complex of the stilbeneazo(xy) based-catalyzed condensation of 4-nitro-toluene-2-sulfonic acid, the wet-cake or the dried technical grade of the condensed tetrasodium complex. The process comprises the steps of forming an aqueous suspension of the starting materials which are admixed with the extended surface silica filter aid and the resulting slurry is acidified with a strong inorganic acid to pH below about 2.
    Type: Grant
    Filed: September 11, 1984
    Date of Patent: October 14, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: James W. Hinson, Jo A. Cleverdon