Additional Chalcogen Bonded Directly To The Sulfonyl Patents (Class 534/712)
  • Publication number: 20100178511
    Abstract: The invention relates to a material composed of at least one spin transition compound. The compound corresponds to the formula Fe1-mMm(R-Trz)3XbYc (I) in which M is a metal having a 3d4, 3d5, 3d6 or 3d7 configuration, other than Fe; 0?m?1; R-Trz represents a 1,2,4-triazole ligand carrying an R substituent on the nitrogen in the 4 position; R is an alkyl group or an R1R2N-group in which R1 and R2 represent, each independently of the other, H or an alkyl radical; X represents at least one noncoloring monovalent or divalent anion; Y represents at least one anion which has a coloring group; and b and c are chosen so that the electrical neutrality of the compound (I) is adhered to. The invention also relates to the process for the preparation of the material and to its use as thermo-chromic pigment, as support for data storage or as optical limiter.
    Type: Application
    Filed: June 11, 2008
    Publication date: July 15, 2010
    Applicant: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
    Inventors: Jean-Francois Letard, Nathalie Daro, Sandie Auffret
  • Patent number: 7220843
    Abstract: This invention relates to monoazo, disazo and trisazo colorants of the formula (I) where M represents two hydrogen atoms or one metal ion selected from the group consisting of Cu, Co, Ni, Mn, Zn and Al; A is the radical of a substituted naphthyl or pyrazolyl radical.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: May 22, 2007
    Assignee: Clariant Produkte (Deutschland) GmbH
    Inventors: Dominique Pflieger, Hans Joachim Metz
  • Patent number: 6827770
    Abstract: A metal chelated dyestuff for inkjet recording comprising a water soluble azo metal chelated compound formed by an azo-based compound represented by the following general formula (1) having one or more hydrophilic group per molecule and a metal element; an aqueous inkjet recording liquid comprising an aqueous medium and the aforementioned metal chelated dyestuff; and an inkjet recording method using the aforementioned recording liquid are described, wherein the heterocyclic ring containing X1 is a triazole ring or the like; and Ar1 represents naphthyl group having a chelated group.
    Type: Grant
    Filed: June 18, 2002
    Date of Patent: December 7, 2004
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Tomohiro Chino, Masahiro Yamada, Hideo Sano, Wataru Shimizu, Yuukichi Murata
  • Patent number: 6784286
    Abstract: The invention relates to pyrazolone pigments of general formula (I), wherein the radicals R1, R2, R3 and R4 independently represent hydrogen, chlorine, methyl or ethyl, whereby at least one of the radicals R1-R4 is different from hydrogen. The inventive pigments are characterised by a CIELAB colour angle of 80-85°, a chroma of 58-62 and a luminosity ≧87 (measuring angle 45°, standard illuminant D65).
    Type: Grant
    Filed: June 13, 2003
    Date of Patent: August 31, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Blaschka, Günter Smeyts, Paul Günthert
  • Patent number: 6755903
    Abstract: A metal chelated dyestuff for inkjet recording is described, which is a water soluble azo metal chelated compound formed from an azo compound represented by the following general formula (1) and a metal element and is good at the clearness of color tone, light resistance, indoor discoloring and fading property, solubility, storage stability, and the like.
    Type: Grant
    Filed: June 24, 2002
    Date of Patent: June 29, 2004
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Masahiro Yamada, Tomio Yoneyama, Tomohiro Chino
  • Patent number: 6469147
    Abstract: Azo colorants are prepared by conducting the diazotization of aromatic or hetaromatic amines or the azo coupling reaction or the diazotization and the azo coupling reaction in a microreactor.
    Type: Grant
    Filed: February 9, 2001
    Date of Patent: October 22, 2002
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Uwe Nickel, Rüdiger Jung, Klaus Saitmacher, Leonhard Unverdorben
  • Patent number: 5698683
    Abstract: A process for preparing a mixed aluminium-heavy metal dyestuff complex, in which the amount of heavy metal present is 10-98% and that of aluminium is 2 to 90% comprisingi) reacting the metal free dyestuff with less than a stoichiometric amount of a heavy metal compound followed byii) reacting the product with an aluminium compound in an amount to produce a stoichiometric excess of metal (calculated on all the metal present) to form a mixed aluminium-heavy metal complex.
    Type: Grant
    Filed: May 12, 1995
    Date of Patent: December 16, 1997
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Bansi Lal Kaul, Dominique Pflieger
  • Patent number: 5476923
    Abstract: Compounds of the formula ##STR1## wherein each R.sub.1 is independently hydrogen, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or nitro,R.sub.2 is hydrogen or halo,R.sub.3 is halo, andMe is a divalent metal,useful for pigmenting polymeric materials such as polyethylene, polyvinyl chloride, polystyrene, natural rubber and synthetic rubber, for the mass pigmentation of materials such as cellulose acetate and for pigmenting paper, lacquers, paints, printing inks and textile coatings.
    Type: Grant
    Filed: March 31, 1994
    Date of Patent: December 19, 1995
    Assignee: Sandoz Ltd.
    Inventors: Jurgen Goldmann, Bansi L. Kaul
  • Patent number: 5204453
    Abstract: The invention relates to a process for the preparation of 1:2 chromium, 1:2 cobalt, 1:2 nickel or 1:2 iron complex azo dyes diazotisation, coupling and metallizing, without isolation of the coupling product, which process comprises diazotizing at least one amine of the benzene or naphthalene series in aqueous solution and coupling the diazonium compound so obtained to at least one coupling component of the benzene or naphthalene series or of the heterocyclic series, such that the azo dye obtained as intermediate contains groups suitable for metal complex formation, and carrying out the diazotization or coupling in the presence of a chromium, cobalt, nickel or iron donor.The dyes obtained by the process of the invention are suitable for dyeing in particular wool or synthetic textile polyamide fibre materials as well as leather, and for use as wood mordant dyes.
    Type: Grant
    Filed: December 30, 1991
    Date of Patent: April 20, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Bernard Chambon, Horst H. Jager, Rudiger Oxenius, Alois Puntener
  • Patent number: 4996303
    Abstract: The invention relates to a process for the preparation of 1:2 metal complex azo dyes of formula ##STR1## wherein each X is hydrogen, halogen or nitro, K and K' are each independently of the other the radical of a coupling component of the benzene, naphthalene or pyrazolone series, Y and Y' are each --O-- or --N(R), wherein R is hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl, Me is chromium or cobalt and Ka is a cation, and Y and Y' are attached to K and K' adjacent to the azo group, by coupling and metallising, which process comprises coupling, in aqueous solution, a diazo component of formula ##STR2## wherein X is as defined for formula (1), in the presence of the 5- to 30-fold molar amount of sodium and/or potassium chloride, based on the molar amount of diazo component, and in the presence of a compound that donates a chromium or cobalt atom, to coupling components of formulaeHK--YH and HK'--Y'H (3),wherein K, K', Y and Y' are as defined for formula (1).
    Type: Grant
    Filed: November 22, 1988
    Date of Patent: February 26, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Alois Puntener, Daniel Parisot
  • Patent number: 4990598
    Abstract: The invention relates to chromium complexes of the formula ##STR1## in which A is the radical of a dicyclically metallizable azo or azomethine dye, B is the radical of a monoanionic bidentate complexible organic compound which is bonded to the chromium atom via oxygen atoms, L is a colorless monofunctional ligand, X is halogen-substituted C.sub.1-4 -alkanoyl, C.sub.1-4 -alkenoyl, halogen-substituted C.sub.1-4 -alkenoyl, monohalogenopyrimidinyl, dihalogenopyrimidinyl or trihalogenopyrimidinyl which is bonded to A and/or B via ##STR2## and R.sub.5 is hydrogen or C.sub.1-4 -alkyl, Ka is a cation, m is 1, 2 or 3, n is 1 or 2 and the SO.sub.3.sup..crclbar. Ka group is bonded to A and/or B. These chromium complexes are suitable for dyeing nitrogen-containing or hydroxy-containing materials and they produce level dyeings having good all-round fastness properties.
    Type: Grant
    Filed: November 7, 1984
    Date of Patent: February 5, 1991
    Inventors: Hans U. Schutz, Ulrich Schlesinger, Gerhard Back
  • Patent number: 4980458
    Abstract: Mixed crystals of at least two different compounds of formula I ##STR1## wherein R is --CH.sub.3, phenyl, --COOCH.sub.3, --COOCH.sub.3, --COOC.sub.2 H.sub.5, --NHCO--C.sub.1 -C.sub.4 alkyl or --CONH--C.sub.1 -C.sub.4 alkyl, M.sup.+ and M.sub.1.sup.+ are each independently of the other an alkali metal cation, an alkaline earth metal cation or a heavy metal cation or NH.sub.4.sup.+ ; wherein X, Y, X' and Y' are each independently hydrogen, halogen, --CH.sub.3, --C.sub.2 H.sub.5, --OCH.sub.3, --OC.sub.2 H.sub.5, --NO.sub.2 or the group of formula --NHCO--C.sub.1 -C.sub.4 alkyl, wherein at least two of the cations M.sup.+ and M.sub.1.sup.+ in the compounds forming the mixed crystals of formula I are different and the X-ray diffraction patterns of the mixed crystals differ from the X-ray diffraction patterns of the individual components and of their sum.
    Type: Grant
    Filed: May 8, 1989
    Date of Patent: December 25, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Stefan Hari, Arnold Grubenmann, Andreas Burkhard
  • Patent number: 4962191
    Abstract: Dyes suitable for dyeing a wide range of textile and non-textile materials, in particular for dyeing leather and pelts, having, in the form of the free acid, the formula ##STR1## wherein D.sub.1 and D.sub.2 are each independently of the other the radical of a diazo component of the benzene or naphthalene series which carries a hydroxy or carboxy in ortho-position to the azo group and which may or may not be further substituted,K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series which carries the group X in ortho-position to the azo group and which may or may not be further substituted,Me is chromium or cobalt,Q is an unsubstituted or substituted phenyl or naphthyl radical or an unsubstituted or substituted aromatic-heterocyclic radical,R.sub.1 is unsubstituted or substituted C.sub.1 -C.sub.6 alkyl or unsubstituted or substituted phenyl,R.sub.2 is hydrogen or independently has the meaning of R.sub.1, X is --O-- or --NR.sub.3,R.sub.3 is hydrogen or C.sub.
    Type: Grant
    Filed: August 28, 1989
    Date of Patent: October 9, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Alois Puntener, Kurt Burdeska
  • Patent number: 4820808
    Abstract: Complexes of the formula ##STR1## and salts thereof each cation of which is independently a non-chromophoric cation,wherein B is --CO--CH.dbd.CH--CO--, --CO--(CH.sub.2).sub.a --CO--, ##STR2## and each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is independently hydrogen, halo, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkyoxy, --NHCO--R.sub.6, --CO--R.sub.7 or --SO.sub.2 --R.sub.8,wherein R.sub.6 is C.sub.1-4 alkyl or phenyl,R.sub.7 is hydroxy; --OR.sub.9 ; C.sub.1-4 alkyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, nitro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; cyclohexyl; cyclohexyl substituted by 1 to 3 C.sub.1-4 alkyl groups; or --NR.sub.10 R.sub.11, and,R.sub.8 is hydroxy; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by halo or sulfato; C.sub.2-4 alkenyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, nitro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; cyclohexyl; cyclohexyl substituted by 1 to 3 C.sub.1-4 alkyl groups; or --NR.sub.10 R.sub.
    Type: Grant
    Filed: November 5, 1986
    Date of Patent: April 11, 1989
    Assignee: Sandoz Ltd.
    Inventors: Kurt Brenneisen, Friedrich Lehr
  • Patent number: 4804386
    Abstract: A chromium complex dye of the formula ##STR1## and salts thereof are used for dyeing polyamides or leather.
    Type: Grant
    Filed: February 2, 1988
    Date of Patent: February 14, 1989
    Assignee: BASF Aktiengesellschaft
    Inventor: Klaus Grychtol
  • Patent number: 4723001
    Abstract: The invention relates to chromium complexes of the formula ##STR1## in which B is the radical of a bidentate bianionic compound, L is H.sub.2 O, NH.sub.3, alkanol, alkylamine, dialkylamine, trialkylamine or pyridine, D is a benzene or naphthalene diazo component, Y is the nitrogen atom or the CH group, K is a coupling component, R is hydrogen, alkyl or phenyl, X is a fibre-reactive group,Ka is a cation, m is 1, 2 or 3, n is 1 or 2 and k is 0 or 1.These chromium complexes are suitable for dyeing nitrogen-containing or hydroxy-containing materials and they produce level dyeings having good all-round fastness properties.
    Type: Grant
    Filed: July 24, 1986
    Date of Patent: February 2, 1988
    Assignee: CIBA-GEIGY Corporation
    Inventors: Hans U. Schutz, Ulrich Schlesinger, Gerhard Back
  • Patent number: 4668774
    Abstract: Novel dye salts of anionic dyes of the general formula I ##STR1## where F is a radical of an anionic dye, n is 1, 2, 3 or 4, and B.sup.1 and B.sup.2 independently of one another are each unsubstituted or substituted branched alkyl or alkyl-substituted cycloalkyl having a total of 10 to 36 carbon atoms, are very useful for dyeing solvents, printing inks or polymeric film-forming materials.
    Type: Grant
    Filed: April 23, 1985
    Date of Patent: May 26, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann Loeffler, Rainer Dyllick-Brenzinger
  • Patent number: 4663441
    Abstract: Compounds of the formula I ##STR1## where K.sup..sym. is a cation, R is methyl or is phenyl which is unsubstituted or substituted by chlorine, bromine, methyl, methoxy or ethoxy, R.sup.1 is hydrogen, chlorine, bromine or nitro, R.sup.2 is hydrogen, chlorine, bromine, nitro, sulfamyl or hydroxysulfonyl, X and Y are each --O-- or --COO--, Z is --O-- or --NH--, D is a radical of a diazo component of the aniline or naphthylamine series and K is a radical of a coupling component, are very useful for dyeing natural and synthetic polyamide textile fibers and leather.
    Type: Grant
    Filed: September 16, 1985
    Date of Patent: May 5, 1987
    Assignee: BASF Aktiengesellschaft
    Inventor: Klaus Grychtol
  • Patent number: 4661587
    Abstract: Disclosed are chrome complex dyes of the formula ##STR1## and of the formula ##STR2## wherein Z and Z' independently of one another are each nitrogen or --CH--;X and X' independently of one another are each oxygen, or a group of the formula --NR--, in which R is hydrogen or C.sub.1 -C.sub.4 -alkyl, provided X is oxygen when Z is --CH-- and provided X' is oxygen when Z' is --CH--;A and B independently of one another are each a diazo component of a benzene or naphthalene radical which carries the hydroxyl or carboxyl group in the o-position with respect to the azo group;C and D independently of one another are each a benzene or naphthalene radical which carries in the o-position with respect to the azo or azomethine group a hydroxyl or carboxyl group, or the radical of an aliphatic or cycloaliphatic aminocarboxylic acid, if n.sub.2 or n.sub.
    Type: Grant
    Filed: May 3, 1985
    Date of Patent: April 28, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Ulrich Schlesinger, Fabio Beffa
  • Patent number: 4650859
    Abstract: Chrome azo-azomethine dyes are disclosed which contain a benzthiazolylphenyl or stilbenyl radical bound via an aldehyde group to the aldehyde moiety of the azomethine dyes. The dyes are particularly useful for dyeing wool, polyamide and leather.
    Type: Grant
    Filed: December 31, 1984
    Date of Patent: March 17, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Fabio Beffa
  • 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: 4560747
    Abstract: A process for producing granulates of water-soluble dyes by means of fluidized bed granulation, wherein there is added a granulating auxiliary having a softening point or softening range between 30.degree. and 150.degree. C. and consisting of(a) at least one compound of the formula IA--(CH.sub.2 CH.sub.2 O).sub.n --H (I)in which A is the group R--O-- or ##STR1## wherein R is an aliphatic or alicyclic hydrocarbon radical having 8 to 22 carbon atoms, R' is an aliphatic hydrocarbon radical having 8 to 22 carbon atoms, and n is 10 to 200, preferably 20 to 150, or(b) a mixture of a compound of the formula II ##STR2## in which m is 50 to 500, and x is 3 to 5, with a compound of the formula IIIR.sub.1 --NH--CO--NH--R.sub.1 (III),in which each R.sub.1 independently of the other is hydrogen or methyl, or(c) a mixture of a compound of the formula I with at least one compound of the formula II or III.
    Type: Grant
    Filed: October 20, 1980
    Date of Patent: December 24, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Beat Bruttel, Hansjorg Schneider, Werner H. Dorfel
  • Patent number: 4537955
    Abstract: An unsymmetrical 1:2 chromium complex of a monoazo dyestuff and a disazo dyestuff which is non-fiber reactive and is free of sulfonamido and amino groups and which, in the form of the free acid has the formula: ##STR1## wherein A' is the radical of a 1-hydroxy-2-aminobenzene which is monosubstituted or disubstituted by chlorine, nitro, or sulfo, B' is a naphth-2-ol, resorcinol, p-(C.sub.1 -C.sub.6 -alkyl)-phenol, 1-phenol-3-methylpyrazol-5-one or acetoacetanilide radical, and the phenol group in the last two mentioned compounds can be substituted by C.sub.1 -C.sub.4 -alkyl C.sub.1 -C.sub.4 -alkoxy, chlorine or sulfo, K' is an unsubstituted or sulfo-substituted naphth-1-ol or naphth-2-ol radical, phenol which is substituted in the p-positioned by C.sub.1 -C.sub.6 -alkyl, an unsubstituted or sulfo-substituted 2-naphthylanime, and 1-phenol-3-methylpyrazol-5-one or an acetoactanilide radical, and the phenol group in the last two mentioned compounds can be substituted by C.sub.1 -C.sub.
    Type: Grant
    Filed: March 1, 1983
    Date of Patent: August 27, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Grychtol, Hans Baumann