Cyano Bonded Directly To The Anthracene Configured Ring System Patents (Class 552/239)
  • Patent number: 9884824
    Abstract: Methods of producing a sulfilimine compound, such as N-cyano-S-methyl-S-[1-(6-trifluoromethyl-3-pyridinyl)ethyl]sulfilimine or other substituted sulfilimine compound. The method includes combining a sulfide compound, cyanamide, a hypochlorite compound, and a base, and oxidizing the sulfide compound to form the sulfilimine compound. The sulfide compound may include a 2-trifluoromethyl-5-(1-substituted)alkyl-thiopyridine compound. The base may include sodium hydroxide. A buffer, such as a phosphate buffer, may, optionally, be used in the reaction.
    Type: Grant
    Filed: October 29, 2015
    Date of Patent: February 6, 2018
    Assignee: Dow AgroSciences LLC
    Inventor: Timothy J. Adaway
  • Patent number: 9227936
    Abstract: Methods of producing a sulfilimine compound, such as N-cyano-S-methyl-S-[1-(6-trifluoromethyl-3-pyridinyl)ethyl]sulfilimine or other substituted sulfilimine compound. The method includes combining a sulfide compound, cyanamide, a hypochlorite compound, and a base, and oxidizing the sulfide compound to form the sulfilimine compound. The sulfide compound may include a 2-trifluoromethyl-5-(1-substituted)alkyl-thiopyridine compound. The base may include sodium hydroxide. A buffer, such as a phosphate buffer, may, optionally, be used in the reaction.
    Type: Grant
    Filed: February 15, 2013
    Date of Patent: January 5, 2016
    Assignee: Dow AgroSciences LLC
    Inventor: Timothy J. Adaway
  • Patent number: 5679808
    Abstract: The present invention discloses a tertiary non-linear optical material comprising a quinone derivative expressed by any one of the general formulas: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are as defined above, or the formula: ##STR2## The tertiary non-linear material enables the co-existence of large tertiary non-linear optical susceptibility and high-speed response.
    Type: Grant
    Filed: January 26, 1995
    Date of Patent: October 21, 1997
    Assignee: Sumitomo Electric Industries, Ltd.
    Inventors: Akira Mizoguchi, Yasuhiro Hattori, Michiru Kubata
  • Patent number: 5486629
    Abstract: Direct dyes having a quaternary center with a long aliphatic chain, compositions containing those dyes, and the process of using them to dye hair are disclosed. These dyes have a higher affinity for hair and are more shampoo stable than conventional direct dyes, and produce pleasing uniform dyeing.
    Type: Grant
    Filed: July 28, 1994
    Date of Patent: January 23, 1996
    Assignee: Clairol, Inc.
    Inventors: Alexander Chan, Yuh-Guo Pan
  • Patent number: 5387704
    Abstract: Process for preparing amino- and carbamoyl-substituted anthraquinones by Diels-Alder reaction of an N-butadienylcarbamic acid ester of the formula H.sub.2 C.dbd.CH--CH.dbd.CH--NH--COOR.sup.2, wherein R.sup.2 is alkyl or phenylalkyl, with a 1,4-naphthoquinone or with 1,4-benzoquinone to form a carbamoyl-substituted hydroanthraquinone intermediate and by oxidation of this intermediate with an oxygen-containing gas in a tertiary amine and in the presence of a copper salt to obtain a carbamoyl-substituted anthraquinone product. The Diels-Alder reaction and the oxidation reaction can be carried out as a one-pot synthesis or in separate steps. The carbamic acid ester reactant provides a blocking group represented by --COOR.sup.2, and this blocking group is optionally removed by treatment of the carbamoyl-substituted anthraquinone with an alkaline hydroxide solution.
    Type: Grant
    Filed: November 9, 1993
    Date of Patent: February 7, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Ebel, Juergen Schroeder
  • Patent number: 5386042
    Abstract: 1,4-Diaminoanthraquinone-2,3-disulfonic acid (I) is prepared by reacting 1,4-diamino-2,3-dihaloanthraquinone (II) with boric acid in an inert organic solvent and further reacting the resulting reaction product (IIa) with an aqueous sulfite solution, by a method in which the inert organic solvent used is a nonpolar solvent having a boiling point of .gtoreq.130.degree. C. and a density of .ltoreq.0.95 g/cm.sup.3, and 1,4-diaminoanthraquinone-2,3-dinitrile (III) is prepared by reacting the 1,4-diaminoanthraquinone-2,3-disulfonic (I) with a cyanide.
    Type: Grant
    Filed: July 8, 1993
    Date of Patent: January 31, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Dust, Udo Bergmann, Gerd Schwantje
  • Patent number: 4940692
    Abstract: Heat transferable dyes which compared with the prior art show better solubility and/or higher light fastness and good to excellent transfer properties have the formula (I) ##STR1## where X is H or CN, R.sup.1, R.sup.2, and R.sup.3 independently of one another are alkyl, alkylcarbonyloxyalkyl, alkoxycarbonyloxyalkyl, alkoxycarbonylalkyl, haloalkyl, hydroxyalkyl, cyanoalkyl, unsubstituted or alkyl-or alkoxy-substituted phenyl or benzyl or a radical of the formula--Y--O].sub.m R.sup.4 (II)where Y is C.sub.2 -C.sub.6 -alkylene, m is 1 to 6 and R.sup.4 is alkyl or phenyl, with the proviso that if X is H then R.sup.1 and R.sup.3 are each substituted or unsubstituted alkyl or substituted or unsubstituted phenyl or if X is H and R.sup.1 is H, then R.sup.3 must be substituted or unsubstituted phenyl.
    Type: Grant
    Filed: April 3, 1989
    Date of Patent: July 10, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Volker Bach, Ruediger Sens, Karl-Heinz Etzbach, Manfred Ruske
  • Patent number: 4871481
    Abstract: 1,4-Diaminoanthraquinone-2-sulfonic acid or salts thereof are reacted with cyanide ions at pH 8-11 in the presence of oxidizing agents in a mixture of water and 1-methoxy-2-propanol, 2-methoxy-1-propanol, N,N-dimethylformamide, N,N-dimethylacetamide, N,N-dimethylpropionamide, dimethyl sulfoxide, dioxane, N-methylpyrrolidone or mixtures thereof, the ratio water: organic liquid being .gtoreq.3:1, the reaction proceeding at higher concentrations than in a purely aqueous medium and producing appreciably purer products in a high space-time yield.
    Type: Grant
    Filed: December 24, 1987
    Date of Patent: October 3, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Miederer, Eberhard Michaelis