Each Azo Group Is Bonded Directly To An Acyclic Carbon Which Is Bonded Directly To Two Acyclic Carbons, Each Of Which Is Double Or Triple Bonded To An Atom Patents (Class 534/745)
  • Patent number: 8101731
    Abstract: The present invention relates to novel yellow anionic dyes, a process for their preparation, certain novel intermediates necessary for their preparation and the use of these dyes for dyeing natural or synthetic materials, in particular, paper. The dyes are of formula (14), (15) or (16) in which R1 represents hydrogen, C1-C4alkyl, C1-C4alkoxy or SO3H, R2 represents SO3H or CO2H, R3 represents hydrogen, C1-C4alkyl, halogen, hydroxy, C1-C4alkoxy, carboxy, NH2 or NHC1-C4alkyl, R3a represents hydrogen or NH2 and A1 and A2, independently of the other, is selected from the group consisting of an acetoacetylated amine, a derivative of barbituric acid, a 2,4,6-triaminopyrimidine derivative, a pyridone derivative, an aminopyrazole or a pyrazolone derivative and a benzoic acid derivative, or A1 and A2, each one independently of the other, represent a certain phenol residue.
    Type: Grant
    Filed: March 29, 2010
    Date of Patent: January 24, 2012
    Inventors: Michael Lennartz, Adolf Käser, Sandra Weiss
  • Patent number: 7723494
    Abstract: The present invention relates to novel yellow anionic dyes, a process for their preparation, certain novel intermediates necessary for their preparation and the use of these dyes for dyeing natural or synthetic materials, in particular, paper.
    Type: Grant
    Filed: January 4, 2008
    Date of Patent: May 25, 2010
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Michael Lennartz, Adolf Käser, Sandra Weiss
  • Patent number: 6500935
    Abstract: Specific novel compounds of aromatic bis-acetoamide structures are provided as intermediate compounds to forming different types of coloring agents, at least. Such compounds are useful as intermediates in the production of certain bis-acetoanilide azo dyes, pigments, and polymeric colorants. Such compounds facilitate production of such coloring agents that exhibit favorable tinctorial strength and intense color from orange to greenish yellow within and on different substrates and media. Coloring agents and methods of making such agents are encompassed within this invention as well.
    Type: Grant
    Filed: November 21, 2001
    Date of Patent: December 31, 2002
    Assignee: Milliken & Company
    Inventors: Jusong Xia, John W. Miley
  • Patent number: 6479648
    Abstract: This invention relates to colorants comprising a chromophore having two azo acetoacetanilide moieties, wherein said moieties each have at least one poly(oxyalkylene) chain, preferably at least two such chains. Such colorants exhibit extremely good base stability and lightfastness, particularly when incorporated within certain media and/or on the surface of certain substrates. These poly(oxyalkylene) chains provide solubility in different solvents or resins thereby permitting the introduction of such excellent coloring chromophores within diverse media and/or or diverse substrates. Compositions and articles comprising such colorants are provided as are methods for producing such inventive colorants.
    Type: Grant
    Filed: November 21, 2001
    Date of Patent: November 12, 2002
    Assignee: Milliken & Company
    Inventors: Jusong Xia, Eric B. Stephens, Mary G. Mason, John W. Miley, Leonard J. Starks
  • Patent number: 6437104
    Abstract: A process for preparing disazo condensation pigments by diazotization of an aromatic amine, azo coupling with a coupling component to form an azocarboxylic acid or azodicarboxylic acid, formation of an azocarbonyl chloride or azodicarbonyl dichloride and condensation of the azocarbonyl chloride with an aromatic diamine or of the azodicarbonyl dichloride with an aromatic amine comprises effecting the acyl chloride formation and/or the condensation and optionally the diazotization and optionally the azo coupling in a microreactor.
    Type: Grant
    Filed: June 28, 2001
    Date of Patent: August 20, 2002
    Assignee: Clariant GmbH
    Inventors: Uwe Nickel, Klaus Kund, Frank Alfter
  • Patent number: 5243032
    Abstract: The production which is customary in practice of monoazo compounds based on dichloro- and trichloroanilines or disazo compounds of the chlorinated biphenyl series by conventional coupling methods meets with difficulties in that the resulting pigments are contaminated by traces of polychlorinated biphenyls.According to the invention, it has now been found that by addition of water-soluble olefins of the type ##STR1## (R =H, alk or Oalk; X =--COOR.sup.1, --CONHR.sup.2 or --NR.sup.3 COR.sup.4)in the azo coupling, the side reactions which form PCBs can be decidedly suppressed during synthesis of the pigments.
    Type: Grant
    Filed: February 21, 1992
    Date of Patent: September 7, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Wolfgang Rieper
  • Patent number: 5185435
    Abstract: The present invention relates to the preparation of bisazo pigments by reaction (a) of 2 mol of an azocarbonyl chloride of the formula ##STR1## with 1 mol of a diamine of the formula ##STR2## by reaction (b) of one mole of a bis(azocarbonyl chloride) of the formula ##STR3## with 2 mol of an amine of the formula ##STR4## which comprises carrying out the reactions (a) or (b) in the presence of 1,2,3-trimethylbenzene or anisole as the solvent.
    Type: Grant
    Filed: January 30, 1992
    Date of Patent: February 9, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Klaus Ruf, Bilge Gulec, Michael Reisinger, Werner Surber
  • Patent number: 5030247
    Abstract: Mixtures of azo pigments of the formulae ##STR1## wherein each R.sub.1 is independently C.sub.1-4 alkyl, andeach R.sub.2 is independently 1,4-phenylene; 1,4-phenylene substituted by 1 or 2 substituents independently selected from chloro, bromo, methyl, methoxy, trifluoromethyl (maximum of one) and nitro (maximum of one); 4,4'-diphenylene substituted by 1 or 2 substituents independently selected from chloro, bromo, methyl and methoxy, each substituent being in the 3- or 3'-position; 1,4-naphthylene or 1,5-naphthylene, the mixture containing from 8 to 20% mole of benzoic acid ester residues and from 92 to 80% mole of terephthalic acid ester residues, useful for pigmenting in the mass synthetic polymers, for example, polyethylene, polypropylene, polystyrene, polyvinyl chloride, synthetic leather and rubber latices.
    Type: Grant
    Filed: November 9, 1989
    Date of Patent: July 9, 1991
    Assignee: Sandoz Ltd.
    Inventor: Jurgen Goldmann
  • 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: 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: 4664709
    Abstract: This invention is directed to new azoacylacetamide dispersing agents for azo pigments and azo pigment compositions made therefrom. The pigment compositions of this invention comprise a mixture of dispersing agents which are represented below by abbreviated Formula I and pigments which are represented by the abbreviated Formula II, wherein said dispersing agents are present in an amount of 1-25% and said pigments are present in an amount of 99 to 75%: ##STR1## where: A is an aromatic or heterocyclic amino group;B is an aromatic or heterocyclic bisdiazonium group;D is an aliphatic polyamino group containing at least three nitrogen atoms.
    Type: Grant
    Filed: February 25, 1985
    Date of Patent: May 12, 1987
    Assignee: American Hoechst Corporation
    Inventor: Richard Castenson