Patents by Inventor Roland A. E. Winter

Roland A. E. Winter has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4760148
    Abstract: 5-alpha-Cumyl-2-(2-hydroxy-3,5-di-tert-butylphenyl)-2H-benzotriazole and related 2H-benzotriazoles substituted on the benzo ring by at least one aralkyl group such as benzyl, alpha-methylbenzyl or alpha-cumyl exhibit outstanding efficacy in protecting organic substrates from light-induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions. The above-named compounds are surprisingly soluble in common organic solvents, and exhibit very high extinction coefficients.
    Type: Grant
    Filed: September 3, 1985
    Date of Patent: July 26, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Raymond Seltzer, Roland A. E. Winter
  • Patent number: 4753979
    Abstract: Compounds of the formula (T).sub.g -E where T is a substituted 4-acyl-2-piperazinone group, g is 1 or 2 and E is a selected terminal or linking group, are effective light stabilizers for polyolefins and other organic polymers, particularly thermoset acrylic or alkyd acrylic resins.
    Type: Grant
    Filed: November 12, 1986
    Date of Patent: June 28, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Thomas E. Conetta, Roger F. Malherbe, Roland A. E. Winter
  • Patent number: 4727158
    Abstract: 5-tert-Octyl-2-(2-hydroxy-3,5-di-alpha-cumylphenyl)-2H-benzotriazole and related 2H-benzotriazoles substituted on the 5-position of the benzo ring by a higher alkyl group such as tert-octyl or dodecyl exhibit outstanding efficacy in protecting organic substrates from light-induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions. The above-named compounds exhibit good solubility in common organic solvents, and exhibit very high extinction coefficients.
    Type: Grant
    Filed: September 3, 1985
    Date of Patent: February 23, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Raymond Seltzer, Roland A. E. Winter
  • Patent number: 4703073
    Abstract: Alkylated N,N-dibenzylhydroxylamine derivatives are effective in stabilizing polyolefin compositions containing a stabilizer or mixture of stabilizers selected from the group consisting of the phenolic antioxidants, the hindered amine light stabilizers, the alkylated hydroxybenzoate light stabilizers, the ultraviolet light absorbers, the organic phosphorus compounds, the alkaline metal salts of fatty acids and the thiosyner-gists, against degradation upon high temperature extrusion, exposure to the combustion products of natural gas, gamma irradiation or upon storage for extended periods.
    Type: Grant
    Filed: September 15, 1986
    Date of Patent: October 27, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Ramanathan Ravichandran, Raymond Seltzer
  • Patent number: 4675352
    Abstract: Liquid 2-(2-hydroxy-3-higher branched alkyl-5-methylphenyl)-2H-benzotriazole mixtures are prepared by alkylating 2-(2-hydroxy-5-methylphenyl)-2H-benzotriazole with a straight chain alkene or with a branched chain alkene of 8 to 30 carbon atoms in the presence of an acidic catalyst at 100.degree.-200.degree. C. The liquid mixtures exhibit outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the processing of stabilized compositions at elevated temperatures.
    Type: Grant
    Filed: November 20, 1985
    Date of Patent: June 23, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Robert E. Detlefsen
  • Patent number: 4665185
    Abstract: Nitroxyls of the formula ##STR1## where E.sub.1, E.sub.2, E.sub.3 and E.sub.4 are independently an organic radical so that the carbon atoms to which they are attached are each a quaternary carbon and T is a divalent radical are prepared by the oxidation of the corresponding amine in an inert organic solvent with a hydroperoxide in the presence of a metal carbonyl, metal oxide or metal alkoxide catalyst in high yield and purity. The nitroxyls may be directly reduced to the corresponding hydroxylamines by catalytic hydrogenation. The nitroxyls are useful as polymerization inhibitors and the hydroxylamines as polymer stabilizers.
    Type: Grant
    Filed: November 20, 1985
    Date of Patent: May 12, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Roger F. Malherbe
  • Patent number: 4650870
    Abstract: Compounds of the formula (T).sub.g -E where T is a substituted 4-acyl-2-piperazinone group, g is 1 or 2 and E is a selected terminal or linking group, are effective light stabilizers for polyolefins and other organic polymers.
    Type: Grant
    Filed: March 12, 1984
    Date of Patent: March 17, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Thomas E. Conetta, Roger F. Malherbe, Roland A. E. Winter
  • Patent number: 4618638
    Abstract: Alpha-cyanocinnamate ultraviolet-absorbing stabilizers of the formula ##STR1## Where T is alkyl of 4 to 14 carbon atoms, and R.sub.4 is alkyl of 1 to 4 carbon atoms, are particularly resistant to loss during weathring of outdoor thermoset or thermoplastic coating systems while exhibiting good stabilization efficacy and compatibility in said systems.
    Type: Grant
    Filed: November 23, 1984
    Date of Patent: October 21, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Dexter, Roland A. E. Winter
  • Patent number: 4587346
    Abstract: Liquid 2-(2-hydroxy-3-higher branched alkyl-5-methylphenyl)-2H-benzotriazole mixtures are prepared by alkylating 2-(2-hydroxy-5-methylphenyl)-2H-benzotriazole with a straight chain alkene or with a branched chain alkene of 8 to 30 carbon atoms in the presence of an acidic catalyst at 100.degree.-200.degree. C. The liquid mixtures exhibit outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the processing of stabilized compositions at elevated temperatures.
    Type: Grant
    Filed: January 22, 1985
    Date of Patent: May 6, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Robert E. Detlefsen
  • Patent number: 4544691
    Abstract: Ultraviolet-absorbing stabilizers of the formula E--(G--R).sub.n, L--(G--E).sub.m, or [G--E.sub.1 --G--Q].sub.p where E is a radical derived from an oxanilide, benzalmalonate, .alpha.-cyanocinnamate or o-hydroxyphenylbenzotriazole, E.sub.1 is a radical derived from an oxanilide, G is --OCH.sub.2 CHOH--, R is alkyl, phenyl or --CH.sub.2 OT where T is alkyl or alkenyl, n is 1 or 2, m is 2 or 3, L is a direct bond, alkylene or other bis or tris radical, Q has the same meaning as L when m is 2, and p is 1 to 4, are particularly resistant to loss during weathering of outdoor thermoset or theromplastic coating systems while exhibiting good stabilization efficacy and compatibility in said systems.
    Type: Grant
    Filed: June 20, 1983
    Date of Patent: October 1, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Dexter, Roland A. E. Winter
  • Patent number: 4504419
    Abstract: Alpha-cyanocinnamate ultraviolet-absorbing stabilizers of the formula ##STR1## where T is alkyl of 4 to 14 carbon atoms, and R.sub.4 is alkyl of 1 to 4 carbon atoms, are particularly resistant to loss during weathering of outdoor thermoset or thermoplastic coating systems while exhibiting good stabilization efficacy and compatibility in said systems.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: March 12, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Dexter, Roland A. E. Winter
  • Patent number: 4496757
    Abstract: Ultraviolet-absorbing stabilizers of the formula E-(G-R).sub.n, L-(G-E).sub.m, or [G-E.sub.1 -G-Q].sub.p where E is a radical derived from an oxanilide, benzalmalonate, .alpha.-cyanocinnamate or o-hydroxphenylbenzotriazole, E.sub.1 is a radical derived from an oxanilide, G is --OCH.sub.2 CHOH--, R is alkyl, phenyl or --CH.sub.2 OT where T is alkyl or alkenyl, n is 1 or 2, m is 2 or 3, L is a direct bond, alkylene or other bis or tris radical, Q has the same meaning as L when m is 2, and p is 1 to 4, are particularly resistant to loss during weathering of outdoor thermoset or thermoplastic coating systems while exhibiting good stabilization efficacy and compatibility in said systems.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: January 29, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Dexter, Roland A. E. Winter
  • Patent number: 4496676
    Abstract: Ultraviolet-absorbing stabilizers of the formula E-(G-R).sub.n, L-(G-E).sub.m, or [G-E.sub.1 -G-Q].sub.p where E is a radical derived from an oxanilide, benzalmalonate, .alpha.-cyanocinnamate or o-hydroxyphenylbenzotriazole, E.sub.1 is a radical derived from an oxanilide, G is --OCH.sub.2 CHOH--, R is alkyl, phenyl or --CH.sub.2 OT where T is alkyl or alkenyl, n is 1 or 2, m is 2 or 3, L is a direct bond, alkylene or other bis or tris radical, Q has the same meaning as L when m is 2, and p is 1 to 4, are particularly resistant to loss during weathering of outdoor thermoset or thermoplastic coating systems while exhibiting good stabilization efficacy and compatibility in said systems.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: January 29, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Dexter, Roland A. E. Winter
  • Patent number: 4477614
    Abstract: 2-[2-Hydroxy-3,5-di-tert-octylphenyl]-2H-benzotriazole exhibits outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions.
    Type: Grant
    Filed: April 12, 1982
    Date of Patent: October 16, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Dexter, Roland A. E. Winter
  • Patent number: 4447511
    Abstract: 2-[2-Hydroxy-3,5-di-tert-octylphenyl]-2H-benzotriazole exhibits outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions.This stabilizer and its 5-chloro analog exhibit great resistance to volatilization, enhanced solubility in selected solvents, desirable absorption characteristics in the ultraviolet range and photographic inertness. This combination of properties makes these benzotriazoles particularly useful in photographic compositions especially in protecting color dye images against the harmful effects of ultraviolet light.
    Type: Grant
    Filed: January 10, 1983
    Date of Patent: May 8, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Dexter, Roland A. E. Winter
  • Patent number: 4439565
    Abstract: Oligomeric esteramides having recurring structural units of the formula ##STR1## where G is a hindered amine radical of formula I or II ##STR2## in which R.sup.1 is hydrogen or alkyl having 1 to 4 carbon atoms, R.sup.2 is hydrogen, alkyl having 1 to 12 carbon atoms, allyl, benzyl, acetyl, acryloyl or cyano, Z.sub.1 is a direct bond, --NHCH.sub.2 CH.sub.2 --, --NHCH.sub.2 CH.sub.2 CH.sub.2 -- or --OCH.sub.2 CH.sub.2 --, Z.sub.2 is ethylene or trimethylene, E is a divalent aliphatic, aromatic or alicyclic radical and L is unsubstituted or substituted alkylene, are useful light stabilizers for plastics.
    Type: Grant
    Filed: November 10, 1982
    Date of Patent: March 27, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Roger F. Malherbe, Frank Tieh-Yin Fu
  • Patent number: 4414393
    Abstract: Ultraviolet-absorbing stabilizers of the formula E-(G-R).sub.n, L-(G-E).sub.m, or [G-E.sub.1 -G-Q].sub.p where E is a radical derived from an oxanilide, benzalmalonate, .alpha.-cyanocinnamate or o-hydroxyphenylbenzotriazole, E.sub.1 is a radical derived from an oxanilide, G is --OCH.sub.2 CHOH--, R is alkyl, phenyl or --CH.sub.2 OT where T is alkyl or alkenyl, n is 1 or 2, m is 2 or 3, L is a direct bond, alkylene or other bis or tris radical, Q has the same meaning as L when m is 2, and p is 1 to 4, are particularly resistant to loss during weathering of outdoor thermoset or thermoplastic coating systems while exhibiting good stabilization efficacy and compatibility in said systems.
    Type: Grant
    Filed: November 5, 1981
    Date of Patent: November 8, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Dexter, Roland A. E. Winter
  • Patent number: 4413096
    Abstract: .alpha.-Olefin copolymers having recurring structural units of the formula ##STR1## where preferably T is hydrogen, L.sub.1 is hydrogen, L.sub.2 is COOL.sub.3, L.sub.3 is lower alkyl, E is --COO--, G is a hindered amine moiety, a/a+b+c=0.50 to 0.99, b/a+b+c=0 to 0.49 and c/a+b+c=0.01 to 0.50, are useful as light stabilizers for polymeric substrates, particularly polyolefins.
    Type: Grant
    Filed: January 26, 1982
    Date of Patent: November 1, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Frank T. Fu, Roland A. E. Winter
  • Patent number: 4383863
    Abstract: 2-[2-Hydroxy-3,5-di-tert-octylphenyl]-2H-benzotriazole exhibits outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the high temperature processing of stabilized compositions.This stabilizer and its 5-chloro analog exhibit great resistance to volatilization, enhanced solubility in selected solvents, desirable absorption characteristics in the ultraviolet range and photographic inertness. This combination of properties makes these benzotriazoles particularly useful in photographic compositions especially in protecting color dye images against the harmful effects of ultraviolet light.
    Type: Grant
    Filed: March 6, 1981
    Date of Patent: May 17, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Dexter, Roland A. E. Winter
  • Patent number: 4347180
    Abstract: Substituted 2-nitro-2'-hydroxyazobenzenes are prepared by adding an aqueous mineral acid solution of a diazotized o-nitroaniline to a strongly alkaline lower alkanol or aqueous lower alkanol solution of a substituted phenol, containing sufficient alkali metal hydroxide to assure a pH value substantially over 11 and an excess of hydroxyl ion in the reaction mixture even after all the acidic diazonium salt solution is added, wherein the reaction solvent mixture is at least 50% by weight of lower alkanol, at a reaction temperature between -15.degree. C. and +30.degree. C.The o-nitroazobenzenes obtained are intermediate products useful in the manufacture of benzotriazole UV absorbers.
    Type: Grant
    Filed: January 5, 1981
    Date of Patent: August 31, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Martin Dexter