Quaternary Ammonium Or Hydrazinium Attached Indirectly To An Azo Group By Nonionic Bonding Patents (Class 534/603)
  • Patent number: 8993736
    Abstract: The present disclosure provides a photoreactive synthetic regulator of protein function. The present disclosure further provides a light-regulated polypeptide that includes a subject synthetic regulator. Also provided are cells and membranes comprising a subject light-regulated polypeptide. The present disclosure further provides methods of modulating protein function, involving use of light.
    Type: Grant
    Filed: October 29, 2009
    Date of Patent: March 31, 2015
    Assignee: The Regents of the University of California
    Inventors: Dirk Trauner, Ehud Y. Isacoff, Richard H. Kramer, Matthew R. Banghart, Doris L. Fortin, Alexandre Mourot
  • Publication number: 20120217151
    Abstract: A photoresponsive ionic organic compound of formula (I); a method of producing the same; a photoresponsive carbon nanotube (CNT) dispersant; a CNT dispersion containing the dispersant; and a method of separating a CNT from the dispersion: wherein R1, R2, and R3 each represent a hydrogen atom or an alkyl group; A represents —CH— or a nitrogen atom; X represents an anion; and n is a number to give a charge of ?2 to nX.
    Type: Application
    Filed: October 26, 2010
    Publication date: August 30, 2012
    Inventors: Yoko Matsuzawa, Masaru Yoshida, Harumi Ohyama, Haruhisa Kato
  • Publication number: 20110207213
    Abstract: The present disclosure provides a photoreactive synthetic regulator of protein function. The present disclosure further provides a light-regulated polypeptide that includes a subject synthetic regulator. Also provided are cells and membranes comprising a subject light-regulated polypeptide. The present disclosure further provides methods of modulating protein function, involving use of light.
    Type: Application
    Filed: October 29, 2009
    Publication date: August 25, 2011
    Inventors: Dirk Trauner, Ehud Y. Isacoff, Richard H. Kramer, Matthew R. Banghart, Doris L. Fortin, Alexandre Mourot
  • Patent number: 7517367
    Abstract: Cationic naphthyldiazo dyes of general formula (I) and colorants for keratin fibers containing these dyes.
    Type: Grant
    Filed: December 13, 2004
    Date of Patent: April 14, 2009
    Assignee: Wella AG
    Inventors: Otto Goettel, Andre Hayoz, Hans-Juergen Braun
  • Patent number: 7235645
    Abstract: Disclosed herein are compounds of formulae (I) and (II) below, and also to processes for the synthesis thereof: Also disclosed herein are dye compositions comprising said compounds, as cationic direct dyes, and methods for dyeing keratin fibers, for example, human keratin fibers, using these compositions.
    Type: Grant
    Filed: July 25, 2005
    Date of Patent: June 26, 2007
    Assignee: L'Oreal, S.A.
    Inventors: Andrew Greaves, Bérangère Baril
  • Patent number: 7141106
    Abstract: A composition comprising: (a) a liquid medium; and (b) a compound comprising one or more chromophoric groups and one or more hydrazine or hydrazide groups; wherein the liquid medium comprises water and an organic solvent, an organic solvent free from water, or a low melting point solid. The composition is useful for ink jet printing.
    Type: Grant
    Filed: February 27, 2002
    Date of Patent: November 28, 2006
    Assignee: Fujifilm Imaging Colorants Limited
    Inventors: Paul Wight, Prakash Patel
  • Patent number: 6518407
    Abstract: A novel reactive dye compound is disclosed. It comprises (a) at least one chromophore moiety; (b) at least one nitrogen-containing heterocycle; (c) a linking group to link each chromophore moiety to each nitrogen-containing heterocycle; characterised in that at least one nitrogen-containing heterocycle is substituted with at least one thio-derivative and at least one quaternized nitrogen derivative.
    Type: Grant
    Filed: February 13, 2001
    Date of Patent: February 11, 2003
    Assignee: The Procter & Gamble Company
    Inventors: Earl David Brock, David Malcolm Lewis, Taher Iqbal Yousaf
  • Patent number: 6350862
    Abstract: Reactive Dye compound having formula (I) wherein: D is a chromophore group; L is a linking moiety; Q is a quaternized nitrogen derivative; X and Y are independently selected from chlorine, bromine, fluorine or hydrogen; A is selected from halogen, preferably chlorine or fluorine; provided that at least one of X and Y is fluorine; A is selected from halogen, preferably chlorine or fluorine; and salts and esters thereof.
    Type: Grant
    Filed: October 2, 2000
    Date of Patent: February 26, 2002
    Assignee: The Procter & Gamble Company
    Inventors: Earl David Brock, David Malcolm Lewis, Taher Iqbal Yousaf
  • Patent number: 6271355
    Abstract: Dyes of Formula (1) which are useful for the coloration of e.g. cellulosic materials and leathers. wherein: NiPc is a nickel phthalocyanine radical; r has a value from 1 to 3 inclusive; m has a value from 1 to 3 inclusive; p has a value from 0 to 1 inclusive; R1 is H, alkyl, substituted alkyl, aryl or substituted aryl; R2, R3 and R4 are each independently H, C1-6-alkyl or substituted C1-6-alkyl; A is phenylene, substituted phenylene, C1-6-alkylene or substituted C1-6-alkylene; Q is a labile substituent; B is phenylene, phenylene substituted by 1 or 2 sulpho groups or phenylene substituted by an alkyl or alkoxy group; Z is H or alkyl; and X and Y are each independently H, alkyl, alkoxy, halogen, carboxy or sulpho; provided that r+m+p does not exceed 4.
    Type: Grant
    Filed: August 17, 1993
    Date of Patent: August 7, 2001
    Assignee: Imperial Chemical Industries PLC
    Inventors: Denis Robert Annesley Ridyard, Andrew Hunter Morris Renfrew
  • Patent number: 6130319
    Abstract: A flocculating dye reduces bleed between two inks when they are applied side by side. A first ink comprises the flocculating dye which flocculates the dispersant-pigment of the second ink.
    Type: Grant
    Filed: April 3, 1998
    Date of Patent: October 10, 2000
    Assignee: Lexmark International, Inc.
    Inventors: James F. Feeman, Jing X. Sun
  • Patent number: 6048969
    Abstract: Cationic sulfonic acid dyes of the formula I ##STR1## where the variables are as defined in the specification, are useful for the dyeing or printing of polymeric material.
    Type: Grant
    Filed: April 6, 1999
    Date of Patent: April 11, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunter-Rudolf Schroder, Udo Mayer, Rainer Tresch
  • Patent number: 5998590
    Abstract: A flocculating dye reduces bleed between two inks when they are applied side by side. A first ink comprises the flocculating dye which flocculates the dispersant-pigment of the second ink.
    Type: Grant
    Filed: April 3, 1998
    Date of Patent: December 7, 1999
    Assignee: Lexmark International, Inc.
    Inventors: James F. Feeman, Jing X. Sun
  • Patent number: 5969112
    Abstract: A flocculating dye reduces bleed between two inks when they are applied side by side. A first ink comprises the flocculating dye which flocculates the dispersant-pigment of the second ink.
    Type: Grant
    Filed: April 3, 1998
    Date of Patent: October 19, 1999
    Assignee: Lexmark International, Inc.
    Inventors: James F. Feeman, Jing X. Sun
  • Patent number: 5932708
    Abstract: Fiber-reactive monoazo and disazo dyes, suitable for dyeing cellulose material, such as cotton, and also synthetic or natural polyamide material, such as wool, in high color depth and with good fastness properties, are described which contain a quaternary ammonium group, such as a trialkylammonium group, and contain, as a fiber-reactive group, a group of the vinyl-sulfone series, or a grouping containing a group of the vinyl-sulfone series, or a heterocyclic fiber-reactive group selected from a halogeno-substituted pyrimidine or triazine.
    Type: Grant
    Filed: May 1, 1998
    Date of Patent: August 3, 1999
    Assignee: Dystar, L.P.
    Inventors: Thomas S. Phillips, Ralph Svenningsen, Ronald P. Pedemonte
  • Patent number: 5879413
    Abstract: Diazo dyes of the general formula (I) ##STR1## are described where X.sup.+ is a quaternary ammonium group and Y.sup.- is a counterbalancing anion. The dyes are useful for coloring hair.
    Type: Grant
    Filed: November 26, 1997
    Date of Patent: March 9, 1999
    Assignee: Warner-Jenkinson Europe Limited
    Inventors: Roger W. Pengilly, Francis C. P. McLoughlin, Roger G. J. C. Twigg
  • Patent number: 5681937
    Abstract: Reactive dyes of the formula ##STR1## where n is 1 or 2R.sup.1 is hydrogen or hydroxyl andD is the radical of a diazo or tetrazo component with, in each case, at least one anchor radical of the formula SO.sub.2 --Y where Y is vinyl or substituted ethyl,and the use thereof for dyeing or printing organic substrates having hydroxyl groups or nitrogen atoms are described.
    Type: Grant
    Filed: March 26, 1996
    Date of Patent: October 28, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Heike Kilburg, Andrea Zamponi
  • Patent number: 5292870
    Abstract: A compound which, in the free acid form, is of Formula (1): ##STR1## wherein: Z is vinyl, or an ethyl group having a substituent at the 2-position which is capable of being eliminated in the presence of alkali to give a vinyl group;D is substituted or unsubstituted phenylene or naphthylene;K is the residue of a coupling component;R.sup.1 is H, alkyl or substituted alkyl;R.sup.2 is alkyl or substituted alkyl;X is halo or quaternary ammonium; andL is substituted or unsubstituted phenylene.The compound is useful as a dye for the coloration of, for example, cotton, on which it has excellent build up, good fixation efficiency and good wash off properties.
    Type: Grant
    Filed: November 8, 1991
    Date of Patent: March 8, 1994
    Assignee: Imperial Chemical Industries PLC
    Inventor: Kenneth Anderton
  • Patent number: 5286854
    Abstract: Basic azo dyes useful for dyeing or printing polymeric material have the formula ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkanoylamino,R.sup.2 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or a radical of the formula CO-X, andX is hydroxyl, C.sub.1 -C.sub.4 -alkoxy, amino, mono- or di(C.sub.1 -C.sub.6 -alkyl)amino or a radical of the formula ##STR2## where n is 0 or 1,R.sup.3, R.sup.4 and R.sup.5 are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl,R.sup.6 is hydrogen or C.sub.1 -C.sub.4 -alkyl,L is C.sub.2 -C.sub.6 -alkylene, andAn.sup..crclbar. is one equivalent of an anion,with the proviso that at least one basic or quaternary radical is present in the molecule.
    Type: Grant
    Filed: December 30, 1992
    Date of Patent: February 15, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Erwin Hahn, Heidi Hengelsberg, Udo Mayer
  • Patent number: 4956456
    Abstract: The present invention is directed towards a betaine-type monoazo dye for dying and printing fibrous materials, represented by formula (I):Dye--X--Y (I)wherein Dye represents a cyan dye anion represented by formula (II);X represents a bond or linking group;Y represents quaternary ammonium; andDye and X are bonded to each other via A, B.sup.1, B.sup.2, B.sup.3, B.sup.4 or B.sup.5 in formula (II): ##STR1## wherein B.sup.1, B.sup.2, B.sup.3, B.sup.4 and B.sup.5 are the same or different, and each represents a member selected from the group consisting of a bond, hydrogen, alkyl, halogen, --OR.sup.4, --CO.sub.2 R.sup.4, ##STR2## wherein R.sup.4 and R.sup.5 are the same or different and each represents a member selected from the group consisting of hydrogen, alkyl and aryl, or R.sup.4 and R.sup.
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: September 11, 1990
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masaaki Tsukase, Kozo Sato
  • Patent number: 4897469
    Abstract: Azo reactive dyes of the aniline series for dye or printing fiber materials of the formula ##STR1## wherein K is the radical of a coupling component, and Z is a vinyl sulfonyl reactive group ortho- or para- to the azo bridge.
    Type: Grant
    Filed: April 1, 1988
    Date of Patent: January 30, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Eilingsfeld, Ruediger Iden
  • Patent number: 4889846
    Abstract: The invention concerns azo compounds of formula ##STR1## or a salt thereof, in which formula R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, and R.sup.6 are each independently hydrogen or lower alkyl, R.sup.7 and R.sup.8 are each independently alkyl of 1 to 7 carbon atom or cycloalkyl of 5 to 7 carbon atoms optionally substituted by lower alkyl which possess anti-inflammatory activity.
    Type: Grant
    Filed: April 15, 1988
    Date of Patent: December 26, 1989
    Assignee: John Wyeth & Brother Limited
    Inventor: Roger Crossley
  • Patent number: 4885360
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R.sub.1 and R.sub.2, independently of each other, are each hydrogen or the radical of an unsubstituted or substituted hydrocarbon, A is an unsubstituted or substituted aliphatic or aromatic bridge member, n is 0 or 1, Y is a --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --X radical, X is an inorganic or organic radical detachable under alkaline conditions, Z is a radical of the formula ##STR2## and Hal is chlorine or bromine, and if n is 1 Z must not be either of the two radicals mentioned at the end for Z, are suitable for dyeing or printing cellulose fibre materials and produce lightfast and wetfast dyeings or prints.
    Type: Grant
    Filed: November 21, 1988
    Date of Patent: December 5, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Scheibli
  • Patent number: 4865990
    Abstract: A colored compound containing a cationic group and a cellulose reactive group, especially a compound of the formula:A--Y--B IY'--B IIwhereinA is the cationic group;Y is a chromophore;Y' is a cationic chromophoreandB is the reactive group, which is suitable for the preparation of a protein adsorbent or precipitant for use in the separation of mixtures of proteins.
    Type: Grant
    Filed: July 9, 1987
    Date of Patent: September 12, 1989
    Assignee: Imperial Chemical Industries Plc
    Inventors: Cecil V. Stead, Christopher R. Lowe
  • Patent number: 4820806
    Abstract: Metal-free monoazo and disazo compounds of the formulaCH.sub.2 .dbd.CH--SO.sub.2 --W.sub.1 --D--N.dbd.N--K--(W.sub.2 --Z).sub.n,1:1 and 1:2 metal complexes of such metallizable metal-free compounds and acid addition salts of such metal-free compounds and 1:1 and 1:2 metal complexes, whereinD is the radical of a diazo component of the benzene, naphthalene or tetrahydronaphthalene series,K is the radical of a coupling component of the benzene, naphthalene, pyrazol-5-one, pyridine, pyridone, barbituric acid, quinoline, isoquinoline, benzeneazobenzene, benzeneazonaphthalene, naphthaleneazobenzene, naphthaleneazonaphthalene, tetrahydronaphthaleneazobenzene, tetrahydronaphthaleneazonaphthalene or acetoacetamide series,W.sub.1 is a direct bond or a divalent bridging radical,each W.sub.
    Type: Grant
    Filed: February 28, 1986
    Date of Patent: April 11, 1989
    Assignee: Sandoz, Ltd.
    Inventors: Werner Baumann, Joseph V. Diest, Herbert Eichenberger, Max Oppliger
  • Patent number: 4777247
    Abstract: A dyestuff which, in the form of its free acid, corresponds to the formula ##STR1## wherein W=a direct bond or a bridge member to a C atom of the naphthalene nucleus C or the benzene nucleus A, wherein the bridge member is ##STR2## wherein R=H or C.sub.1 -C.sub.4 -alkyl,alkylene=C.sub.2 -C.sub.5 -alkylene andarylene=unsubstituted or substituted phenylene,R.sub.1, R.sub.2 and R.sub.3 =H--, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, hydroxyl, halogen, carboxyl, sulphonamido, nitro, alkyl or arylcarbonylamino, --SO.sub.3 H, --SO.sub.2 --CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 --CH.sub.2 --Z,whereinZ=--OSO.sub.3 H, --SSO.sub.3 H, OPO.sub.3 H.sub.2, --OCOCH.sub.3, dialkylamino, or quaternary ammoniumR.sub.4 =H or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkoxy, --OSO.sub.3 H, --SO.sub.3 H, --COOH or hydroxyl.X=a fibre-reactive radical,p=1 or 2,q=0 or 1,l, m and n=0 or 1,k=1 or 2 andMe=Cu.
    Type: Grant
    Filed: April 6, 1987
    Date of Patent: October 11, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hermann Henk
  • Patent number: 4764175
    Abstract: Metal-free compounds of the formula, ##STR1## and 1:1 copper complexes of metallizable metal-free compounds of said formula and internal and external salts of metal-free compounds of said formula and of 1:1 copper complexes of metallizable metal-free compounds of said formula, whereineach Q is independently linear or branched C.sub.2-6 alkylene; linear or branched C.sub.2-6 alkylene interrupted by --O--, --S-- or --NR.sub.4 --; linear or branched C.sub.3-6 alkylene monosubstituted or disubstituted by hydroxy or --*NHCO--CH.sub.2 --, wherein the * denotes the atom attached to the --NR.sub.4 -- radical,each R.sub.1 is independently hydrogen, halo, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino, --SO.sub.2 NR.sub.3 R.sub.4, --CONR.sub.4 --C.sub.6 H.sub.5 or benzamido,R.sub.2 is hydrogen, hydroxy, halo, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino or --NHCONR.sub.3 R.sub.4,X is --NR.sub.5 R.sub.6 or --N.sup..sym. R.sub.7 R.sub.8 R.sub.9 An.sup..crclbar.
    Type: Grant
    Filed: August 15, 1986
    Date of Patent: August 16, 1988
    Assignee: Sandoz Ltd.
    Inventors: Jacky Dore, Reinhard Pedrazzi
  • Patent number: 4764599
    Abstract: Sulfo-free compounds of the formula ##STR1## where R is hydrogen or C.sub.1 -C.sub.4 -alkyl andK.sup.1 and K.sup.2 independently of one another are a radical of a coupling component, and the rings A and B may furthermore be monosubstituted or polysubstituted by fluorine, chlorine, bromine, nitro, methyl, trifluoromethyl, ethyl, acetyl, benzoyl, a carboxylic ester group, unsubstituted or substituted carbamyl or sulfamyl, an aryl sulfonate group, C.sub.1 -C.sub.4 -alkylsulfonyl, unsubstituted or substituted phenylsulfonyl, cyano or acylamino or a fused ring, are very useful as pigments for coloring printing inks, surface coatings or plastics.
    Type: Grant
    Filed: September 30, 1986
    Date of Patent: August 16, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Colberg, Erwin Hahn
  • Patent number: 4754024
    Abstract: The invention relates to reactive dyes of the formula ##STR1## wherein D is the radical of a diazo component, R.sub.1 and R.sub.2 are each independently an unsubstituted or substituted alkyl or alkenyl group, Y is a --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --X radical in which X is a fibre-reactive radical, and the benzene ring A may be further substituted. These dyes are suitable for dyeing and printing textile fibre material and yield dyeings and prints of good fastness properties.
    Type: Grant
    Filed: August 25, 1986
    Date of Patent: June 28, 1988
    Inventor: Hansrudolf Schwander
  • Patent number: 4736021
    Abstract: There are described azo compounds of the formula ##STR1## wherein K is an optionally quaternized basic group,X is the radical COOR, in which R is an alkyl group or a substituted or unsubstituted phenyl group, or X is the radical CONHR', in which R' is an alkyl group or a substituted or unsubstituted phenyl group; and wherein the benzene rings B and/or D can be further substituted;and the use thereof as dyes for the dyeing of textile materials, and particularly for the dyeing of paper of all types, especially bleached, lignin-free, unsized paper.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: April 5, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean-Marie Adam, Pierre Galafassi
  • Patent number: 4732573
    Abstract: Dye salts of a mono- or polycationic dye where the anion conforms to a general formula (1) or (2)[Me (XCN).sub.4 ].sup.2(-) (1)[Me (SCN).sub.6 ].sup.n(-) (2)in whichMe in the formula (1) is the divalent zinc cation, the divalent iron cation, the divalent cobalt cation, the divalent tin cation or the divalent copper cation, andMe in the formula (2) stands for the divalent iron cation, the divalent nickel cation or the trivalent iron cation,X stands for an oxygen or sulfur atom andn depending on the valency of the corresponding metal cation, denotes the number 4 or 3.The novel dye salts can be obtained for example from aqueous solution or suspension by reacting the corresponding cationic dye which has a customary anion with a metal cation Me donor compound and an alkali metal thiocyanate or cyanate, alkaline earth metal thiocyanate or cyanate or ammonium thiocyanate or cyanate. They are used in particular in the spin-dyeing of acid-modified polyacrylonitrile and copolymers thereof.
    Type: Grant
    Filed: December 23, 1986
    Date of Patent: March 22, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Kurt Hohmann, Peter Mischke, Wolfgang Teige
  • Patent number: 4675388
    Abstract: Polymers comprising two the more recurring units of formula ##STR1## wherein A.sub.1 is an aromatic bridging groupeach K.sub.1 is independently the radical of a coupling component,E is an aliphatic, aromatic or aromatic heterocyclic bridging radical,each R.sub.1 and R.sub.2 is independently C.sub.1-4 alkyl substituted C.sub.1-4 alkyl, C.sub.3-6 alkenyl or substituted C.sub.3-6 alkenyl orboth R.sub.1 's together with the nitrogen atom to which they are attached and/or both R.sub.2 3 s together with the nitrogen atom to which they are attached form a morpholinium, piperidinium or pyrrolidinium group, andeach A.sup..crclbar. is independently a non-chromophoric anion, are useful as dyes, particularly for dyeing paper and leather.
    Type: Grant
    Filed: November 13, 1984
    Date of Patent: June 23, 1987
    Assignee: Sandoz Ltd.
    Inventors: Manfred Greve, Emil J. Moriconi, Helmut Moser
  • Patent number: 4665162
    Abstract: Metal-free azo compounds of the formula ##STR1## wherein Ra is an aromatic group or an active methylene coupling component radical as defined in the specification,R.sub.t is an arylazo group or a group of the formula --Y--Z,whereinY is a direct bond or a bridging radical, andZ is a basic amino or quaternary ammonium group, ##STR2## wherein each of the variables is as defined above or below, x is a direct bond or a bridging radical,x is hydrogen, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, amino or carboxy,ring B is further unsubstituted or further substituted,d is 0, 1 or 2, andn is 0 or 1,with the provisos that (i) the compounds contain an average of at least 1.3 basic water-solubilizing groups, and (ii) the compounds are free of sulfo groups, and 1:1 and 1:2 metal complexes thereof, which metal-free compounds and metal complexes are useful as dyes for leather and paper.
    Type: Grant
    Filed: June 18, 1985
    Date of Patent: May 12, 1987
    Assignee: Sandoz Ltd.
    Inventors: Paul Doswald, Emil Moriconi, Helmut Moser, Horst Schmid
  • Patent number: 4656256
    Abstract: Compounds of the formula ##STR1## where Y is chlorine or bromine, Z is hydrogen, chlorine, bromine, a sulfonic ester group, nitro or unsubstituted or substituted sulfamyl, X is --O-- or ##STR2## R is alkylene which may or may not be interrupted by oxygen, ##STR3## m is 1 or 2, n is 0 or 1, p is 0, 1 or 2, q is 1 or 2, R.sup.1 and R.sup.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, alkenyl, cycloalkyl, aralkyl or aryl, or R.sup.1 and R.sup.2, together with the nitrogen atom, form a heterocyclic structure, R.sup.3 is hydrogen or unsubstituted or substituted alkyl, B is hydrogen or C.sub.1 -C.sub.4 -alkyl, B.sup.1 is hydrogen, hydroxyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkyl, A.sup.- is an anion, R.sup.4 is unsubstituted or substituted alkyl, R.sub.5 is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: May 16, 1985
    Date of Patent: April 7, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Horst Colberg, Hans-Juergen Degen, Johannes P. Dix
  • Patent number: 4652632
    Abstract: Naphtholazo benzoylalkylene amines and salts thereof which are useful as dyes for acid-modified fibers, leather and paper, and which are represented by the formula ##STR1## wherein n is 0 or 1,A is an anion,R is C.sub.2 - to C.sub.4 -alkyleneR.sup.1 and R.sup.2 independently of one another are C.sub.1 - to C.sub.4 -alkyl, methoxyethyl, cyclohexyl, and R.sup.1 and R.sup.2 together are ##STR2## and R.sup.3 is methyl, ethyl or hydroxyethyl.
    Type: Grant
    Filed: April 1, 1985
    Date of Patent: March 24, 1987
    Assignee: BASF Aktiengesellschaft
    Inventor: Horst Colberg
  • Patent number: 4594410
    Abstract: Azo dyes of the formula ##STR1## and external salts thereof, wherein F is the residue of a monoazo or disazo compound in 1:1 metal complex form or of a trisazo, disazoazoxy or tetrakisazo compound in metal-free or 1:1 metal complex form,each X is independently --NR.sub.2 --Q--NR.sub.3 R.sub.4 or --NR.sub.2 --Q--N.sup..sym. R.sub.5 R.sub.6 R.sub.7,whereinQ is linear or branched C.sub.2-6 alkylene or --NH--CO--CH.sub.2 --,R.sub.2 is hydrogen or C.sub.1-4 alkyl,each of R.sub.3 and R.sub.4 is independently hydrogen; C.sub.1-6 alkyl; C.sub.2-6 alkyl monosubstituted by cyano or hydroxy in the 2-, 3-, 4-, 5- or 6-position; phenyl(C.sub.1-3 alkyl); phenyl(C.sub.1-3 alkyl) having, on the phenyl ring, 1, 2 or 3 substituents selected from chloro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1, 2 or 3 C.sub.1-4 alkyl groups or --NR.sub.3 R.sub.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: June 10, 1986
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4550158
    Abstract: Metal-free azo compounds of the formula ##STR1## wherein Ra is an aromatic group or an active methylene coupling component radical as defined in the specification,R.sub.t is an arylazo group or a group of the formula -Y-Z,whereinY is a direct bond or a bridging radical, andZ is a basic amino or quaternary ammonium group, ##STR2## wherein each of the variables is as defined above or below, X is a direct bond or a bridging radical,x is hydrogen, hydroxy C.sub.1-4 alkyl, C.sub.1-4 alkoxy, amino or carboxy,ring B is further unsubstituted or further substituted,d is 0, 1 or 2, andn is 0 or 1,with the provisos that (i) the compounds contain an average of at least 1.3 basic water-solubilizing groups, and (ii) the compounds are free of sulfo groups,and 1:1 and 1:2 metal complexes thereof,which metal-free compounds and metal complexes are useful as dyes for leather and paper.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: October 29, 1985
    Assignee: Sandoz Ltd.
    Inventors: Paul Doswald, Emil Moriconi, Helmut Moser, Horst Schmid
  • Patent number: 4544737
    Abstract: Water-soluble triazine compounds which, in their betaine form correspond to the formula ##STR1## wherein R.sub.1 denotes hydrogen or alkyl,R.sub.2 and R.sub.3 independently of one another denote hydrogen, alkyl, alkenyl or aralkyl,X denotes halogen, hydroxyl, alkoxy, alkyl, aryl or an optionally monosubstituted or disubstituted amino group, the substituents of which can be involved--optionally via a hetero-atom--in cyclization, andY denotes hydrogen or the radical of an azo dyestuff,and whereinthe cyclic and acyclic radicals can carry further substituents,are used--when Y represents the radical of an azo dyestuff--for dyeing synthetic and natural materials, in particular paper, and--when Y represents hydrogen--for the preparation of azo dyestuffs.
    Type: Grant
    Filed: March 9, 1984
    Date of Patent: October 1, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Frank-Michael Stohr, Horst Nickel
  • Patent number: 4509948
    Abstract: Cationic dyestuffs of the general formula ##STR1## wherein D is the radical of a diazo component free of anionic groups,X is a radical of the formula COCH.sub.3, CN, COOCH.sub.3, COOC.sub.2 H.sub.5, CONH.sub.2 or COC.sub.6 H.sub.5,R.sub.1 and R.sub.2 independently of each other are hydrogen or a nonionic substituent andR.sub.3, R.sub.4 and R.sub.5 independently of one another are alkyl, alkenyl or aralkyl, orR.sub.3 and R.sub.4, together with the nitrogen to which they are bonded, form a 5- or 6-membered heterocyclic ring,n is 1 or 2 andAn.sup.(-) is an anion, andwherein the cyclic and acyclic radicals can in turn be substituted, are used for dyeing synthetic and natural cationically dyeable materials, such as cotton, paper, leather, polyacrylnitrile or acid-modified polyester or polyamide fibres.
    Type: Grant
    Filed: August 5, 1983
    Date of Patent: April 9, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Wild, Frank-Michael Stohr
  • Patent number: 4497735
    Abstract: Azopigments resulting from coupling a diazoaryl compound with an acetoacetic acid derivative having a quaternary ammonium group linked to the terminal methyl group show increased color strength and improved stability on storing as compared with the corresponding azopigments not having the said quaternary ammonium group in the molecule. For example, 2-nitro-4-chloro phenyldiazonium chloride or dichlorobenzidinetertrazonium chloride is coupled with an omega-ammoniumacetic acid derivative. The arylide azopigments of the present invention can be used in printing inks.
    Type: Grant
    Filed: September 28, 1982
    Date of Patent: February 5, 1985
    Assignee: Kemisk Vaerk Koge A/S
    Inventors: Steffen C. Olsen, Arne Vinther