Cyano Bonded Directly To The Anthracene Configured Ring System Patents (Class 552/239)
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Patent number: 9884824Abstract: 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: GrantFiled: October 29, 2015Date of Patent: February 6, 2018Assignee: Dow AgroSciences LLCInventor: Timothy J. Adaway
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Patent number: 9227936Abstract: 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: GrantFiled: February 15, 2013Date of Patent: January 5, 2016Assignee: Dow AgroSciences LLCInventor: Timothy J. Adaway
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Patent number: 5679808Abstract: 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: GrantFiled: January 26, 1995Date of Patent: October 21, 1997Assignee: Sumitomo Electric Industries, Ltd.Inventors: Akira Mizoguchi, Yasuhiro Hattori, Michiru Kubata
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Patent number: 5486629Abstract: 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: GrantFiled: July 28, 1994Date of Patent: January 23, 1996Assignee: Clairol, Inc.Inventors: Alexander Chan, Yuh-Guo Pan
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Patent number: 5387704Abstract: 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: GrantFiled: November 9, 1993Date of Patent: February 7, 1995Assignee: BASF AktiengesellschaftInventors: Klaus Ebel, Juergen Schroeder
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Patent number: 5386042Abstract: 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: GrantFiled: July 8, 1993Date of Patent: January 31, 1995Assignee: BASF AktiengesellschaftInventors: Matthias Dust, Udo Bergmann, Gerd Schwantje
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Patent number: 4940692Abstract: 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: GrantFiled: April 3, 1989Date of Patent: July 10, 1990Assignee: BASF AktiengesellschaftInventors: Volker Bach, Ruediger Sens, Karl-Heinz Etzbach, Manfred Ruske
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Patent number: 4871481Abstract: 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: GrantFiled: December 24, 1987Date of Patent: October 3, 1989Assignee: BASF AktiengesellschaftInventors: Peter Miederer, Eberhard Michaelis