Chalcogen Attached Indirectly To The Polycyclo Ring System By Nonionic Bonding Patents (Class 548/260)
  • Patent number: 4278590
    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.The combination of the benzotriazole UV absorber with a hindered amine light stabilizer is particularly efficacious in protecting thermoset and thermoplastic acrylic resin automotive finishes and enamels.
    Type: Grant
    Filed: December 17, 1979
    Date of Patent: July 14, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Dexter, Roland A. E. Winter
  • Patent number: 4275004
    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: May 16, 1979
    Date of Patent: June 23, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Martin Dexter
  • Patent number: 4271293
    Abstract: Compounds of the formula ##STR1## in which R.sub.1 denotes aryl, alkyl, aralkyl, styryl or alkoxy,R.sub.2 denotes hydrogen, cyano, carboxyl or alkoxycarbonyl, inter alia,R.sub.3, R.sub.4, R.sub.6 and R.sub.7 denote hydrogen, alkyl, alkoxy or halogen,R.sub.5 denotes hydrogen, alkyl or aryl,R.sub.8 and R.sub.9 denote hydrogen, cycloalkyl, alkenyl, alkyl or aralkyl,A.sup..crclbar. denotes an anion,w denotes the valency of the anion A andn denotes 0 or 1,are outstandingly suitable for optically brightening synthetic fibre materials, in particular acrylic fibres.The new brighteners are prepared and used in accordance with methods which are in themselves known.
    Type: Grant
    Filed: May 11, 1979
    Date of Patent: June 2, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef Bremen, Bernhard Wehling, Carl-Wolfgang Schellhammer
  • Patent number: 4235999
    Abstract: The invention relates to bichromophoric benzotriazole-styrene ester compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the bichromophoric composition to prevent such degradation. These stabilizers are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, coated on the exterior of the molded article, film or extruded fiber.
    Type: Grant
    Filed: May 29, 1979
    Date of Patent: November 25, 1980
    Assignee: Eastman Kodak Company
    Inventors: Gether Irick, Jr., Charles A. Kelly, James C. Martin
  • Patent number: 4230867
    Abstract: A process for the production of 2-aryl-2H-benzotriazoles comprises reducing and cyclizing the corresponding o-nitroazobenzenes with hydrogen at a temperature in the range of about 20.degree. C. to about 100.degree. C. and at a pressure in the range of about 15 psia (1 atmosphere) to about 1000 psia (66 atmospheres) in an organic solvent mixture containing an organic amine at a pH over 10 in the presence of noble metal hydrogenation catalyst, preferably palladium. High yields of pure product are obtained with a concomitant reduction of undesired by-products and a reduction in effluent pollution problems.
    Type: Grant
    Filed: November 25, 1977
    Date of Patent: October 28, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Siegfried Kintopf, Ulrich Kress
  • Patent number: 4224451
    Abstract: A two stage reductive ring closure of o-nitrophenylazophenols produces 2-aryl-2H-benzotriazoles by (a) reacting an organic solvent solution of azophenol with an excess of an aqueous solution of a sulfhydrate or sulfide to form an N-oxide and (b) reducing the N-oxide with an alkali metal hydroxide plus zinc or tin.
    Type: Grant
    Filed: December 20, 1978
    Date of Patent: September 23, 1980
    Assignee: American Cyanamid Company
    Inventors: Rex D. Roberts, William B. Hardy
  • Patent number: 4220788
    Abstract: A process for producing benzotriazoles of the formula I ##STR1## wherein R.sub.1 is hydrogen or chlorine,R.sub.2 is hydrogen, chlorine, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.9 alkoxycarbonyl, carboxyl or sulfo,R.sub.3 is C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.4 alkoxy, phenyl, (C.sub.1 -C.sub.8 alkyl)-phenyl, C.sub.5 -C.sub.6 cycloalkyl, C.sub.2 -C.sub.9 alkoxycarbonyl, chlorine, carboxyethyl or C.sub.7 -C.sub.9 phenylalkyl,R.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, chlorine or hydroxyl, andR.sub.5 is hydrogen, C.sub.1 -C.sub.12 alkyl, chlorine, C.sub.5 -C.sub.6 cycloalkyl or C.sub.7 -C.sub.9 phenylalkyl,which process comprises treating a benzotriazole-N-oxide of the formula II ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 have the above meanings, at a temperature of 20.degree.-150.degree. C., with an amine; or treating an o-nitroazobenzene of the formula III ##STR3## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.
    Type: Grant
    Filed: August 10, 1978
    Date of Patent: September 2, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Bader, Leopold Kung, Peter Waldvogel
  • Patent number: 4219480
    Abstract: A process for the production of 2-aryl-2H-benzotriazoles comprises reducing and cyclizing the corresponding o-nitroazobenzenes with hydrogen at a temperature in the range of about 20.degree. C. to about 100.degree. C. and at a pressure in the range of about 15 psia (1 atmosphere) to about 1000 psia (66 atmospheres) in an alkaline medium at a pH over 10 in the presence of a nickel catalyst, preferably molybdenum-promoted Raney nickel. High yields of pure product are obtained directly with a concomitant reduction of undesired by-product and a reduction in effluent pollution problems.
    Type: Grant
    Filed: September 20, 1977
    Date of Patent: August 26, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Howard L. White, Casimir V. Krolewski
  • Patent number: 4212754
    Abstract: There are provided complexes of metal salts prepared by (1) reacting a benzotriazole with a monoepoxide to form a hydroxyalkylbenzotriazole, (2) reacting the hydroxyalkylbenzotriazole with an alkenylsuccinic anhydride to form a monoester, and (3) converting the monoester to the salt of a metal which can form Werner complexes and complexing with a ligand containing amine, hydroxyl, oxazoline, or imidazoline groups to form a chelate. These chelates impart detergent and antiwear properties to lubricants.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: July 15, 1980
    Assignee: Mobil Oil Corporation
    Inventor: Sheldon Chibnik
  • Patent number: 4204998
    Abstract: Novel hydrazines are disclosed in which one of the nitrogen atoms forms a ring member of the five membered ring of a [4.3.0] heterobicyclic compound which may be substituted elsewhere in the ring system. Characteristic ring systems described include indole and benztriazole ring systems. The compounds possess anti-depressant properties as well as anti-microbial, in particular fungistatic and bacteriostatic, properties.
    Type: Grant
    Filed: May 5, 1978
    Date of Patent: May 27, 1980
    Assignee: Siegfried Aktiengesellschaft
    Inventors: Franz Schatz, Christian Stammbach, Kurt Thiele, Theodor W. Wagner-Jauregg, Ludwig Zirngibl, Johanna Fischer, Ulrich Jahn
  • Patent number: 4187229
    Abstract: The invention relates to bis-benzotriazole compounds which have been found to be effective ultraviolet stabilizers. The invention also relates to ultraviolet degradable organic compositions containing a stabilizing amount of the bis-benzotriazole compounds to prevent such degradation. These stabilizing compounds are effective in the presence of other additives commonly employed in polymeric compositions including, for example, pigments, colorants, fillers, reinforcing agents and the like. These ultraviolet stabilizers may also be incorporated into the organic compositions in the polymer melt or dissolved in the polymer dope, coated on the exterior of the molded article, film or extruded fiber.
    Type: Grant
    Filed: February 3, 1978
    Date of Patent: February 5, 1980
    Assignee: Eastman Kodak Company
    Inventors: Gether Irick, Jr., Charles A. Kelly, James C. Martin
  • Patent number: 4167629
    Abstract: This invention relates to new di-triazolylstyrene derivatives, useful as optical brighteners for organic polymeric materials, especially when applied to or incorporated in synthetic fibres.
    Type: Grant
    Filed: November 7, 1974
    Date of Patent: September 11, 1979
    Assignee: Sandoz Ltd.
    Inventors: Fritz Fleck, Horst Schmid