The Additional Hetero Ring Or A Polycyclo Ring System Which Contains The Additional Hetero Ring As One Of The Cyclos Is Bonded Directly To A Ring, Which Ring Is Between The Azo Group And The Additional Hetero Ring Patents (Class 534/775)
  • 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: 4686285
    Abstract: (i) Metal-free compounds of the formula ##STR1## (ii) tautomers thereof, (iii) 1:1 and 1:2 metal complexes of (i) and (ii),(iv) salts of (i), (ii), and (iii), and(v) mixtures of (i), (ii), (iii), and (iv),wherein the symbols are as defined in the Specification, are useful as dyes for, for example, polymers and copolymers of acrylonitrile, polyesters modified to contain acid groups, polyamides such as wool, leather, cotton, bast fibers such as hemp, flax, sisal jute, coir and straw, regenerated cellulose, glass fibers and paper (those wherein R.sub.o is other than hydrogen) or as intermediates for the synthesis of dyes.
    Type: Grant
    Filed: February 8, 1985
    Date of Patent: August 11, 1987
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • 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: 4638052
    Abstract: An azo-pigment represented by the general formula: ##STR1## where R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group, an unsubstituted phenyl group or a substituted phenyl group, R.sub.2 is a residue of a phenylenediamine, and R.sub.3 is a hydrogen atom, a methyl group, a methoxy group or a halogen atom. The azo-pigment of the present invention is useful in applications where azo-pigments are used.
    Type: Grant
    Filed: December 27, 1984
    Date of Patent: January 20, 1987
    Assignee: Dainichiseika Color & Chemicals Mfg. Co., Ltd.
    Inventors: Kimihide Kawamura, Shojiro Horiguchi, Hisao Okamoto
  • Patent number: 4582897
    Abstract: Monoazo dyes of the formula ##STR1## in which K is a radical of the formula ##STR2## or of the formula ##STR3## in which R.sub.1 and R.sub.2 independently of one another is (sic) hydrogen, C.sub.1-4 -alkyl, which can be substituted by halogen, cyano, hydroxyl, carboxyl, sulfo, sulfato, C.sub.1-4 -alkoxy, C.sub.1-4 -alkoxycarbonyl, C.sub.1-4 -alkanoyloxy, phenyl, sulfophenyl and naphthyl, or cyclohexyl, or C.sub.1-4 -alkenyl, which can be substituted by halogen, or phenyl or naphthyl, or in which R.sub.1 and R.sub.2, together with the nitrogen atom connecting them and where relevant with the inclusion of a further hetero-atom, form a heterocyclic 5-membered or 6-membered ring, R.sub.3 is hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, which can be substituted by hydroxyl and C.sub.1-4 -alkoxy, or C.sub.1-4 -alkanoylamino, or benzoylamino, which can be substituted in the benzene nucleus by methyl, ethyl, methoxy, ethoxy, chlorine, carboxyl and sulfo, or ureido, C.sub.
    Type: Grant
    Filed: May 2, 1984
    Date of Patent: April 15, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Mausezahl, Rudolf Hurter, Hansrudolf Schwander
  • Patent number: 4528368
    Abstract: This invention relates to new azo dyes derived from 2-amino-5-cyanomethylthio-1,3,4-thiadiazole and aniline and tetrahydroquinoline couplers which may be extensively substituted. The dyes impart orange to violet shades on hydrophobic fibers, including polyesters, polyamides, and cellulose esters. They are of the particular interest for dyeing textured polyester fibers and have excellent properties such as fastness to light and sublimation.
    Type: Grant
    Filed: May 3, 1984
    Date of Patent: July 9, 1985
    Assignee: Eastman Kodak Company
    Inventors: Max A. Weaver, Clarence A. Coates, Jr.
  • Patent number: 4525583
    Abstract: Benzthiazole compounds of the formula ##STR1## or a tautomeric form thereof, in which KK is the radical of a pyrimidine coupling compound as defined, W is a radical of the formula --CH.sub.2 --NH--CO--C.sub.1 --C.sub.4 -alkyl-Q.sup..sym. An.sup..crclbar. in which An is an anion and Q is a quaternary radical of the formula ##STR2## in which R.sub.1 to R.sub.6 independently of one another are a substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl radical, or the radicals R.sub.1 and R.sub.2, or R.sub.3 and R.sub.4, or R.sub.3 and R.sub.4 and R.sub.5, together with the N atom, form a heterocyclic ring, m is the number 1, 2 or 3 and n is the number 0 or 1, and in which the benzene radicals A, B and/or C may be further substituted are particularly suitable as dyes for paper, brilliant yellow to orange dyeings which have, in particular, good wet-fastness and light-fastness, being obtained.
    Type: Grant
    Filed: January 13, 1983
    Date of Patent: June 25, 1985
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 4505857
    Abstract: Compounds of the formula ##STR1## in which K is the radical of a coupling component of the aniline, .alpha.-naphthylamine, pyrazolone, aminopyrazole, indole, tetrahydroquinoline, thiazole, phenol, naphthol, pyridine or pyridone series.R is --CHO, --CH.dbd.C(CN)--R.sub.1, --CH.dbd.CH--R.sub.2, --CH.dbd.C(NO.sub.2)--R.sub.3, --CH.dbd.NOH or --CN,wherein R.sub.1 is (C.sub.1-10 alkoxycarbonyl; (C.sub.1-10 alkoxy)carbonyl monosubstituted by chloro, bromo, cyano, hydroxy, C.sub.1-2 alkoxy, (C.sub.1-2 alkyl)carbonyloxy or (C.sub.1-2 alkoxy)carbonyl; (C.sub.1-10 alkoxy)carbonyl disubstituted by hydroxy and by chloro or bromo; (C.sub.3-8 alkenyl)oxycarbonyl; (C.sub.3-8 chloroalkenyl)oxycarbonyl; (C.sub.3-8 bromoalkenyl)oxycarbonyl; propynyloxycarbonyl; benzyloxycarbonyl; chlorobenzyloxycarbonyl; nitrobenzyloxycarbonyl; C.sub.1-4 alkylsulfonyl; phenylsulfonyl; tolylsulfonyl; carbamoyl; (C.sub.1-2 alkyl)carbamoyl; di(C.sub.
    Type: Grant
    Filed: March 10, 1981
    Date of Patent: March 19, 1985
    Assignee: Sandoz Ltd.
    Inventor: Robert Egli
  • Patent number: 4500715
    Abstract: 1,3,4-Thiazole derivatives of the formula ##STR1## wherein R.sub.26 ' denotes a C.sub.1 -C.sub.8 -alkyl radical which is optionally substituted by hydroxyl, halogen, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, aminocarbonyl or C.sub.1 -C.sub.4 -alkoxycarbonyl, a C.sub.2 -C.sub.4 -alkenyl radical, a cyclohexyl radical which is optionally substituted by C.sub.1 -C.sub.4 -alkyl, a phenyl, benzyl or phenylethyl radical which is optionally substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, a C.sub.1 -C.sub.2 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, mono- or di-C.sub.1 -C.sub.4 -alkylaminocarbonyl, aminocarbonyl, mono- or di-C.sub.1 -C.sub.4 -alkylaminosulphonyl, 2-thienyl, 2-furyl, 2-tetrahydrofuryl, amino, C.sub.1 -C.sub.4 -alkylamino or di-(C.sub.1 -C.sub.4 -alkyl)-amino radical or a phenylamino or benzylamino radical which is optionally substituted by C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy and R.sub.27 ' denotes a C.sub.1 -C.sub.
    Type: Grant
    Filed: January 26, 1981
    Date of Patent: February 19, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hauke Furstenwerth
  • Patent number: 4496480
    Abstract: Compounds of the general formula I ##STR1## where R is substituted alkyl and K is the radical of a coupling component free from unsaturated aliphatic radicals, are very useful for dyeing cellulose esters and synthetic polyesters.
    Type: Grant
    Filed: February 1, 1983
    Date of Patent: January 29, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Johannes P. Dix, Guenter Hansen, Ernst Schefczik