Patents Assigned to P C U K Produits Chimiques Ugine Kuhlmann
  • Patent number: 4983769
    Abstract: Perfluoroalkyl amine oxides of the following formula: ##STR1## where C.sub.n F.sub.2n+1 is a straight or branched perfluorinated chain, n is a whole number from 1 to 20, a is a whole number from 2 to 10, p is a whole number from 0 to 10, R.sub.1 is either a hydrogen atom or an alkyl radical having 1 to 6 carbon atoms, and R.sub.2 and R.sub.3 are alkyl radicals having 1 to 6 carbon atoms, and the use of the amine oxides as surface active agents particularly in fire extinguishing compositions.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: January 8, 1991
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventors: Rene Bertocchio, Louis Foulletier, Andre Lantz
  • Patent number: 4417056
    Abstract: The invention concerns a process for the preparation of 2-(4-aminophenyl)-5-aminobenzimidazole and substituted derivatives by catalytic cycloreduction of starting material N-(4-nitrobenzoyl)-2,4-dinitroaniline or a substituted derivative by hydrogen gas. According to the invention, the starting material is treated in suspension in an aqueous solution of hydrochloric or phosphoric acid, the content (C) of starting material in said suspension ranging from 0.15 to 1.5 mole per liter and the molar ratio (A): acid/starting material being from 2 to 20. The process is carried out at a hydrogen pressure from 5 to 100 bars and a temperature (T) from 20.degree. to 150.degree. C. selected so that the product T.times.A.times.C is equal to or greater than 25. There is thereby obtained a product of excellent purity with very good yields.
    Type: Grant
    Filed: March 11, 1982
    Date of Patent: November 22, 1983
    Assignee: P.C.U.K. Produits Chimiques Ugine Kuhlmann
    Inventors: Jean-Marie Cognion, Pierre Durual
  • Patent number: 4414151
    Abstract: The invention relates to new chromiferous complex dyestuffs of the general formula: ##STR1## in which R represents a hydrogen atom or a .beta.-hydroxyethyl group, A represents a hydrogen atom, a phenyl group or a phenyl group substituted by one or more halogen atoms or alkyl groups of low molecular weight, and the nucleus B may be substituted by one or more chlorine atoms.These complexes may be used for the coloration of the natural or synthetic polyamides or leather.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: November 8, 1983
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventors: Antoine G. L. J. Breda, Jacques G. R. Roussel
  • Patent number: 4379092
    Abstract: A process for the preparation of anthraquinone compounds by condensation of phthalic anhydride with a benzene derivative wherein a mixture of hydrofluoric acid and boron trifluoride is utilized as catalyst.
    Type: Grant
    Filed: November 24, 1981
    Date of Patent: April 5, 1983
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventor: Michel Devic
  • Patent number: 4371698
    Abstract: Process for the purification of mercaptobenzothiazole in which the crude product resulting from the reaction of aniline, sulfur and carbon disulfide according to the known process is treated with aniline.
    Type: Grant
    Filed: February 14, 1980
    Date of Patent: February 1, 1983
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventors: Michel J. C. Alicot, Adrien P. N. Tignol
  • Patent number: 4366299
    Abstract: The invention relates to fluorinated copolymers and their application to the waterproofing and oil-resistance treatment of various substrates. These copolymers comprise by weight:(a) 35 to 98% of a monomer or monomers of the formula: ##STR1## in which Rf is a perfluoro radical, Q is an oxygen or sulfur atom, B is a bivalent chain linked to Q by a carbon atom, one of the symbols R is a hydrogen atom and the other a hydrogen atom or an alkyl radical:(b) 1 to 15% of a monomer or monomers of the formula: ##STR2## in which B' is an alkylene radical, R' is a hydrogen atom or an alkyl radical, R.sub.1 is an alkyl, hydroxyethyl or benzyl radical, R.sub.2 is a hydrogen atom or an alkyl, hydroxyethyl or benzyl radical or R.sub.1 and R.sub.2, together with the nitrogen atom, form a heterocyclic radical:(c) 1 to 50% of a monomer or monomers of the formula: ##STR3## in which R.sub.3, R'.sub.3, R.sub.4 and R.sub.5 are hydrogen atoms or alkyl radicals; and possibly(d) up to 10% of any other monomer.
    Type: Grant
    Filed: January 27, 1981
    Date of Patent: December 28, 1982
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventor: Andre L. Dessaint
  • Patent number: 4362873
    Abstract: The invention relates to a process for the preparation of dyestuffs of the formula: ##STR1## in which R.sub.1 represents hydrogen, alkyl, alkenyl or aralkyl, R.sub.2 represents alkyl, alkenyl, cycloalkyl, aryl or aralkyl, R.sub.3 represents hydrogen, alkyl or alkoxy, R.sub.4 represents hydrogen, alkyl, aryl or aralkyl, R.sub.5 represents hydrogen or alkyl, R.sub.6 represents hydrogen, alkyl or alkoxy, R.sub.7 represents hydrogen or alkyl or forms with R.sub.6 a condensed benzene ring, and X.crclbar. represents an anion, which process comprises reacting a nitroso compound of formula (II) with an aminophenol of formula (III) or a nitroso compound of formula (IV) with a compound of formula (V): ##STR2## in which R.sub.1 to R.sub.7 have the same meanings as above, R'.sub.3, R'.sub.6 and R'.sub.7 each represents H or alkyl, R.sub.8 is a possibly substituted alkyl radical, and R.sub.9 is an alkoxy radical or a possibly substituted amino group.
    Type: Grant
    Filed: March 24, 1981
    Date of Patent: December 7, 1982
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventor: Gerard L. A. Belfort
  • Patent number: 4348528
    Abstract: The invention relates to the preparation of 1-phenyl-3-carbamoyl-5-pyrazolones of the formula: ##STR1## in which the two symbols R and R' may be the same or different and each represents a hydrogen atom, an alkyl radical or a substituted alkyl radical containing 1 to 4 carbon atoms.An aqueous paste of diethyl oxalacetate phenylhydrazone is heated at a temperature not greater than 85.degree. C. until the hydrazone is completely melted, and the aqueous phase is then removed and the remaining hydrazone is treated with 2 to 12 molar equivalents of a compound of the formula HNRR' at a temperature between 20.degree. and 100.degree. C. The formation of 1-phenyl-3-carboxy-5-pyrazolone is thus avoided.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: September 7, 1982
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventors: Antoine G. L. J. Breda, Jacques G. R. Roussel
  • Patent number: 4342684
    Abstract: Dyestuff of the formula: ##STR1## in which A represents a mono- or disulphonated naphthalene residue which is unsubstituted or substituted by a hydroxy group and/or by an amino group, B represents an aliphatic, aromatic or heterocyclic residue and D represents the residue of a pyrazolone or an ester or amide of .beta.-ketonic acid; process for the coloration of animal or polyamide fibres in which the coloring agent is a dyestuff of the above formula and articles based on animal or polyamide fibres colored by means of such a dyestuff.
    Type: Grant
    Filed: February 28, 1977
    Date of Patent: August 3, 1982
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventors: Pierre Frank, Andre L. Sailer
  • Patent number: 4323515
    Abstract: A process for the synthesis of aromatic isocyanates by the reduction of aromatic derivatives with carbon monoxide in the presence of catalysts consisting of metal complexes of porphyrins. In one embodiment, the metallic porphyrin is synthesized in situ from a porphryin and a metal or a metal derivative.
    Type: Grant
    Filed: September 20, 1979
    Date of Patent: April 6, 1982
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventors: Jean-Marie Cognion, Jacques Kervennal
  • Patent number: 4297288
    Abstract: 5-amino-1,2,3,4-tetrahydroanthraquinone, as a new industrial product, is disclosed together with its preparation by reduction from 5-nitro-1,2,3,4-tetrahydroanthraquinone.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: October 27, 1981
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventors: Serge Y. Delavarenne, Bernard Dubreux, Pierre Tellier
  • Patent number: 4290770
    Abstract: The invention relates to the coloration of artificial or synthetic materials. There is used as disperse dyestuff a compound of the general formula: ##STR1## in which R.sub.1 represents a hydrogen atom or a nitro group, R.sub.2 represents a hydrogen or halogen atom or a nitro, trifluoromethyl, alkyl or alkoxy group and R.sub.3 represents a hydrogen or halogen atom or a cyano group.
    Type: Grant
    Filed: December 31, 1979
    Date of Patent: September 22, 1981
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventor: Manfred C. Rau
  • Patent number: 4285696
    Abstract: Dyestuffs of the formula: ##STR1## in which R.sub.2 and R.sub.4 which are the same or different each represent a hydrogen atom or an alkyl, hydroxyalkyl or cyanethyl group, one of the substituents R.sub.1 and R.sub.3 represents the 2,2,2-trifluoroethyl group and the other substituent represents an alkyl group or the 2,2,2-trifluoroethyl group, the ring A is unsubstituted by or substituted by one or 2 chlorine atoms or an alkoxy or alkyl group, the rings B.sub.1 and B.sub.2 are each unsubstituted or substituted by at least one alkyl or alkoxy group and X represents a colorless monovalent anion; process for the preparation of such dyestuffs; process for the coloration with such dyestuffs based on a polymer or copolymer of acrylic nitrile or on polyamides or polyesters which have been modified by anionic groups; and fibres based on a polymer or copolymer of acrylic nitrile or on polyamides or polyesters which have been modified by anionic groups colored by means of such dyestuffs.
    Type: Grant
    Filed: March 21, 1977
    Date of Patent: August 25, 1981
    Assignee: P C U K Produits Chimiques Ugine Kuhlmann
    Inventors: Gilbert V. H. Kremer, Jacques P. E. Pechmeze, Robert F. M. Sureau