Phenol Or Quinone Radical Containing Patents (Class 252/404)
  • Patent number: 6995200
    Abstract: The present invention relates to a stabilizer composition comprising a) at least one sterically hindered phenol, b) at least one phosphorus-containing secondary antioxidant, and c) at least one Leucine compound, wherein the weight ratio of component (a) to component (b) to component (c) is from 1:5:3 to 1:0,5:0,1 for the stabilization of polyolefine-based thermoplastic polymers against degradation, crosslinking and/or discoloration due to the exposure to heat and/or light, especially in the presence of oxygen.
    Type: Grant
    Filed: February 20, 2002
    Date of Patent: February 7, 2006
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Christoph Kröhnke
  • Patent number: 6960279
    Abstract: Disclosed is the observation that 7-aryl-quinone methides and 4-tert-butylcatechol, when used in combination in a vinyl aromatic monomer to inhibit polymerization,do not inhibit polymerization to the same extend as each would if used separately. Stated another way, a phenomenon has been observed that when these two compounds are used together, they can, to a large extent, render each other unable to inhibit polymerization in a vinyl aromatic monomer. Also disclosed are methods of preventing adverse results of this interaction when undesired and a method of using this interaction to prepare a reactive vinyl aromatic monomer having a concentration of 4-tert-butylcatechol that would otherwise inhibit polymerization. The invention is disclosed to be useful with the production and storage of any vinyl aromatic monomer and is disclosed to be particularly useful with the production and storage of styrene monomer.
    Type: Grant
    Filed: May 6, 2002
    Date of Patent: November 1, 2005
    Assignee: Fina Technology, Inc.
    Inventor: James T. Merrill
  • Patent number: 6930137
    Abstract: An improved method of manufacturing blown polyolefin films with increased bubble stability and higher blown film production rates is disclosed. A method in which the amounts and ratios of known antioxidant polymer film additives (phosphites and phenolics) are controlled to provide limited long chain branching (LCB) and greater rheological breadth in a polyethylene melt to improve both processing characteristics and mechanical properties in the resulting film.
    Type: Grant
    Filed: May 29, 2003
    Date of Patent: August 16, 2005
    Assignee: Fina Technology, Inc.
    Inventors: Michael McLeod, Nguong van Nguyen, Gerhard Guenther, Tim J. Coffy, Rodolfo Mier Martinez
  • Patent number: 6897254
    Abstract: Halogen-containing polymer compositions containing a heat stabilizer comprising a latent mercaptan, a zinc salt, and a free mercaptan as a separate entity are protected during processing by the degradation products of the latent (i.e., blocked) mercaptan. A free mercaptan is among those products. The separate free mercaptan (i.e., an alien free mercaptan) enhances the activity of the latent mercaptan in a synergistic manner.
    Type: Grant
    Filed: December 2, 2002
    Date of Patent: May 24, 2005
    Assignee: Rohm and Haas Company
    Inventors: Paul Brian Adams, Gene Kelly Norris
  • Patent number: 6881356
    Abstract: A process for preparing a solution of sulfone-containing tanning materials comprises a) preparing a component A by a1) reacting phenol with concentrated sulfuric acid, with oleum of an SO3 content of from 20 to 65% by weight or with a mixture of sulfuric acid and oleum of an SO3 content of from 20 to 65% by weight, the molar ratio of total sulfuric acid, reckoned as SO3, to phenol being in the range from 0.7:1 to 1.5:1, at from 100 to 180° C. to form a mixture containing phenolsulfonic acid, dihydroxydiphenyl sulfone and sulfuric acid, or mixing the individual components to prepare a corresponding mixture, a2) then condensing said mixture with from 0.25 to 4 mol of urea and with from 0.5 to 4 mol of an aliphatic aldehyde of 1 to 6 carbon atoms per mole of phenol units present at from 40 to 90° C., a3) optionally adding a base to set a pH of from 4 to 5, b) preparing a component B by b1) reacting dihydroxydiphenyl sulfone with from 0.
    Type: Grant
    Filed: August 16, 2002
    Date of Patent: April 19, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Pabst, Gerhard Wolf, Jürgen Kast, Jürgen Werner
  • Patent number: 6835216
    Abstract: Compounds, preferably 5-pyrimidinol and 3-pyridinol derivatives, that act as effective chain breaking antioxidants of both the lipid and water-soluble variety (analogous to the natural Vitamins E and C), many of which are more reactive toward peroxyl radicals than the most potent form of Vitamin E. These compounds may exhibit many chemopreventive effects associated with conditions in which free radical-mediated cellular damage or disruption is implicated and Vitamins E and C are shown to have protective effects. Additionally, these compounds should be excellent oxidation inhibitors as additives to fuels, lubricants, rubber, polymers, chemicals, solvents and foodstuffs.
    Type: Grant
    Filed: June 26, 2001
    Date of Patent: December 28, 2004
    Assignee: Vanderbilt University
    Inventors: Derek A. Pratt, Luca Valgimigli, Gino A. DiLabio
  • Patent number: 6821456
    Abstract: A compacted particulate polymer additive composition in a dry granular form formed from a substantially uniform mixture of the following components: (a) at least one particulate sterically-hindered phenolic compound, and (b) one or more particulate polymer additives other than a sterically-hindered phenolic compound; wherein the particles of said composition are held together in compacted dry granular form exclusively or substantially exclusively by contact with dried surfaces of in situ desolvated particles from particles of one or more at least partially solvated components of (a), and optionally by contact with dried surfaces of in situ desolvated particles from particles of one or more at least partially solvated components of (b). Compositions of this type except that there is no component (b) are also described.
    Type: Grant
    Filed: February 23, 2001
    Date of Patent: November 23, 2004
    Assignee: Albemarle Corporation
    Inventor: John Semen
  • Patent number: 6800228
    Abstract: Sterically hindered phenol antioxidant additive granules are formed from a paste comprising an organic processing agent comprising a friability reduction agent. The friability reduction agent preferably is an alcohol, more preferably an alkanol having up to about 8 carbon atoms, most preferably methanol, ethanol, and/or isopranol. After drying, the granules consist essentially of the sterically hindered phenol antioxidant additive system. The granules have a balanced hardness that provides sufficient abrasion resistance while permitting ready dispersion into a polymer host.
    Type: Grant
    Filed: March 20, 2000
    Date of Patent: October 5, 2004
    Assignee: Albemarle Corporation
    Inventor: John Semen
  • Patent number: 6794408
    Abstract: The present invention provides novel drechsleranol compounds of formula (I) which are formed by the microorganism Drechslera australlensis, ST 003360, DSM 14093, or a fungus ST 004112, DSM 14524, during fermentation. A process for their preparation, pharmaceutical compositions containing said drechsleranols their use for the treatment and/or prophylaxis of degenerative neuropathies, such as, Alzheimeu's disease, or psychiatric disorders, such as depression, sleep disturbance or seasonal affective disorder, and their use as chelating agents or antioxidants are also disclosed and claimed.
    Type: Grant
    Filed: January 27, 2003
    Date of Patent: September 21, 2004
    Assignee: Aventis Pharma Deutschland GmbH
    Inventors: Claudia Eder, Michael Kurz, Luigi Toti
  • Patent number: 6787067
    Abstract: The present invention provides a multi-component granular additive for polyolefins which has a strength and a function which enable the additive to be dust-free and be of components-in-granule type. It comprises 10 parts by mass of a nucleating agent comprising an alkali metal salt or hydroxyaluminum salt of an aromatic monocarboxlylic acid or comprising an alkali metal salt or hydroxyaluminum salt of an acid aromatic phosphoric ester compound, 1 to 50 parts by mass of a phenolic antioxidant, 5 to 50 parts by mass of polyproylene, and 0 to 500 parts by mass of one or more optional additive components other than the nucleating agent and the phenolic antioxidant.
    Type: Grant
    Filed: August 16, 2002
    Date of Patent: September 7, 2004
    Assignee: Asahi Denka Kogyo K.K.
    Inventors: Toshinori Yukino, Takashi Takeuchi, Naoko Tanji, Etsuo Tobita
  • Patent number: 6770693
    Abstract: This invention discloses blends of phosphites comprising bis-(2,4-dicumylphenyl) pentaerythritol diphosphite and hindered phenol antioxidants useful as stabilizers against thermooxidative degradation of polymers during melt processing. Polymer compositions comprising the blends show improved resistance to thermooxidative degradation during melt processing as measured by melt flow index and yellowness index.
    Type: Grant
    Filed: September 25, 2001
    Date of Patent: August 3, 2004
    Assignee: Dove Chemical Corporation
    Inventors: Daryl Stein, Don R. Stevenson, Satyan R. Kodali, Marc Nolen
  • Publication number: 20040142827
    Abstract: A lubricating oil comprising a major amount of at least one of Group II, III, and IV base oil and a minor amount of 2-(4-hydroxy-3,5-di-t-butyl benzyl thiol) acetate. A method of making this lubricating oil and a method of lubricating a natural gas engine with this lubricating oil.
    Type: Application
    Filed: November 29, 2001
    Publication date: July 22, 2004
    Inventors: John D. Palazzotto, Mark R. Logan
  • Patent number: 6761833
    Abstract: Vinyl monomers are stabilized by a composition which includes an alkyl hydroxyl amine and a sulfide compound or at least two alkyl hydroxyl amines and a phenolic compound.
    Type: Grant
    Filed: February 4, 2002
    Date of Patent: July 13, 2004
    Assignee: Atofina Chemicals, Inc.
    Inventors: Jianfeng Lou, Martin Nosowitz
  • Patent number: 6733693
    Abstract: An acrylonitrile solution of maleimide manifesting transparency, precluding coloration and opacification during the course of handling, and excelling in stability, a method for the preparation of the acrylonitrile solution, and an acrylonitrile based copolymer obtained by using the acrylonitrile solution are provided. The acrylonitrile solution of maleimide is such that, when it is subjected to a forced coloration test, the differences &Dgr;L, &Dgr;a, &Dgr;b values (invariably as absolute values) each between L, a, and b values before and after the test are respectively not more than 5, not more than 5, and not more than 10. The acrylonitrile solution of maleimide is prepared by lowering the water content in the acrylonitrile solution to a level of not more than 0.1% by weight, or causing the acrylonitrile solution to permit coexistence therein of a polymerization inhibitor and lowering the water content in the acrylonitrile solution to a level of not more than 0.3% by weight.
    Type: Grant
    Filed: December 29, 1999
    Date of Patent: May 11, 2004
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Kazuo Kishino, Kinichi Nakayama, Fumioki Shimoyama, Yuichi Kita
  • Patent number: 6706209
    Abstract: A stabilized monomer composition containing at least one ethylenically unsaturated monomer and a combination of N,N-diethylhydroxylamine an N-nitroso-N-phenylhydroxylamine or its salt in a weight ratio of from 1:1 to 10:1 permits the synthesis of 2-hydroxyalkyl (meth)acrylates in particularly high yields and remains stable during prolonged storage.
    Type: Grant
    Filed: August 24, 2000
    Date of Patent: March 16, 2004
    Assignee: Roehm GmbH & Co. KG
    Inventors: Jakob Scharf, Hartmut Rau, Friedrich Goetzen
  • Patent number: 6676849
    Abstract: A scorch inhibitor composition for use an additive in the manufacture of polyurethane foams is based on a derivatized phenol, 4-tertbutyl catechol, and optionally, phenothiazine. The derivatized phenol is a di-tert-butyl phenol, preferably a 2,6 tert-butyl phenol substituted at least at the 4-position with an aliphatic, aromatic or aliphatic-aromatic moiety, of C2 or greater. Preferably, the phenol is a liquid, and is chosen from among 2,6 di-tert-butyl-4-isobutyl phenol; 2,6 di-tert-butyl-4-nonyl phenol; and benzenepropanoic acid, 3,5-bis (1,1-dimethyl-ethyl)-4-hydroxy-.C7-C9 branched alkyl esters. The phenol may optionally possess combinations of heteroatoms, such as O, N, P or S, and may be dimerized.
    Type: Grant
    Filed: March 11, 2003
    Date of Patent: January 13, 2004
    Assignee: R. T. Vanderbilt Company, Inc.
    Inventor: John Matthew DeMassa
  • Publication number: 20030216600
    Abstract: This invention relates to novel polyhydroxy curcumins of the formula (I), wherein R and R1 may be same or different and are selected from H, OH and OCH3. This invention also includes a process for synthesising the above polyhydroxy curcumins by reacting substituted aromatic alhehydes with a diketone in the presence of boron oxide, alkyl borate and a primary or secondary amine catalyst. If desired, the resulting compounds can be deprotected by known means. These compounds are used as anti-oxidants.
    Type: Application
    Filed: January 24, 2003
    Publication date: November 20, 2003
    Inventors: Ganga Raju Gokaraju, Venkata Subbaraju Gottumukkala, Venkateswarlu Somepalli
  • Patent number: 6646035
    Abstract: The invention relates to synergistic combinations of certain phenolic antioxidants in thermoplastic polymers, especially in polyolefin pipes and other thermoplastic molding materials which are in prolonged contact with water. The instant combinations lead to better resistance against oxidative degradation as measured in terms of oxidation induction times (OIT), color and other technically important parameters as known in the art.
    Type: Grant
    Filed: August 22, 2002
    Date of Patent: November 11, 2003
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Harald Koch, Alexander Lichtblau, Matthias Zäh, Christoph Kröhnke
  • Publication number: 20030144395
    Abstract: 1
    Type: Application
    Filed: October 18, 2002
    Publication date: July 31, 2003
    Inventors: Fabio Broussard, Jose Roncalli
  • Patent number: 6593278
    Abstract: The present invention relates to a method for inhibiting corrosion of corrosion-prone metal surfaces by organic acid-containing petroleum streams by providing an effective corrosion-inhibiting amount of certain sulfur and phosphorus-free aromatic compounds substituted with nitrogen, containing functional groups at the 5- or 3, 5-position, typically up to 1000 wppm, to the metal surface.
    Type: Grant
    Filed: July 13, 2001
    Date of Patent: July 15, 2003
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Mohsen S. Yeganeh, Shawn Michael Dougal, Guido Sartori, David Craig Dalrymple, Cheayao Zhang, Saul Charles Blum, Liza Marie Monette
  • Patent number: 6555023
    Abstract: A high voltage capable, insulating and resinous composition is disclosed. An epoxy-anhydride resin is prereacted with an antioxidant oligomer selected from the group consisting of organophosphorus compounds, sterically-hindered alkylated phenolics, alkyl and aryl thio-esters, alkyl and aryl thio-phosphites, thiazoles, lactones, hydroxylamines, and maleimides.
    Type: Grant
    Filed: August 22, 2001
    Date of Patent: April 29, 2003
    Assignee: Siemens Westinghouse Power Corporation
    Inventor: James D. B. Smith
  • Publication number: 20030073768
    Abstract: The invention relates to synergistic stabilizer compositions comprising Hindered Amine Stabilizers (HAS), phenolic antioxidants, and, if appropriate, UV-absorbers, for thermoplastic polymers, especially for polyolefin pipes and other polyolefin molding materials, which are in prolonged contact with water. These mixtures show superior long term performance as measured by standard test methods such as oxidation induction time (OIT).
    Type: Application
    Filed: August 22, 2002
    Publication date: April 17, 2003
    Inventors: Harald Koch, Christoph Krohnke, Alexander Lichtblau, Matthias Zah
  • Patent number: 6544441
    Abstract: The invention relates to frost-stable aqueous alkaline solutions of highly concentrated o-phenylphenol and to their use as preservatives.
    Type: Grant
    Filed: August 16, 2001
    Date of Patent: April 8, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Wachtler, Hans-Peter Wirges
  • Patent number: 6537467
    Abstract: The present invention relates to free radical captors, especially to radical polymerization inhibitors or retarders which, characteristically, are immobilized on a solid support. The present invention also relates to a method of preparing said immobilized captors, and to a method of stabilizing, at least temporarily, molecules or mixtures of molecules which makes use of said immobilized captors.
    Type: Grant
    Filed: April 28, 1999
    Date of Patent: March 25, 2003
    Assignee: Corning Incorporated
    Inventor: Marc Moroni
  • Publication number: 20030045616
    Abstract: The invention relates to synergistic combinations of certain phenolic antioxidants in thermoplastic polymers, especially in polyolefin pipes and other thermoplastic molding materials which are in prolonged contact with water. The instant combinations lead to better resistance against oxidative degradation as measured in terms of oxidation induction times (OIT), color and other technically important parameters as known in the art.
    Type: Application
    Filed: August 22, 2002
    Publication date: March 6, 2003
    Inventors: Harald Koch, Alexander Lichtblau, Matthias Zah, Christoph Krohnke
  • Patent number: 6485841
    Abstract: The present invention is directed to bio-oil compositions, derived from fast pyrolysis of wood feedstocks, that exhibit properties of a preservative. The bio-oil may be used alone, in formulations with either a waterbased, or an oilbased, or a combination of a water based and an oil based preservatives. This invention also includes a method of preparing a wood preservative composition comprising, processing treated wood containing a preservative using a fast pyrolysis reactor, and obtaining the bio-oil fraction. The application of wood products with the bio-oil of the present invention is also disclosed.
    Type: Grant
    Filed: October 30, 1998
    Date of Patent: November 26, 2002
    Assignee: Ensyn Technologies, Inc.
    Inventors: Barry Freel, Robert G. Graham
  • Patent number: 6448208
    Abstract: A description is given of products obtainable by reacting components a), b), c) and, if desired, d), where component a) is a compound of the formula I or a mixture of compounds of the formula I, component b) is a compound of the formula II or a mixture of compounds of the formula II, component c) is a component of the formula IIIa and/or of the formula IIIb or a mixture of compounds of the formula IIIa and/or IIIb, and component d) is a compound of the formula IV or a mixture of compounds of the formula IV, in which the general symbols are as defined therein, where the compound of the formula I is, for example, pentaerythritol, thiodiethylene glycol, 1,4-butanediol, 1,2-propanediol, diethylene glycol, triethylene glycol, 1,1,1-tris(hydroxymethyl)ethane, 2,2-dimethyl-1,3-propanediol or glycerol, the compound of the formula II is, for example, methyl 3-(3′,5′-di-tert-butyl-4′-hydroxyphenyl)propionate or methyl 3-(3′-tert-butyl-4′-hydroxy-5′-methylphenyl)-pro
    Type: Grant
    Filed: August 21, 2000
    Date of Patent: September 10, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul Dubs, Roger Martin, Samuel Evans, Stephan Allenbach, Marc Ribeaud
  • Patent number: 6395808
    Abstract: Provided is an additive for a thermoplastic resin prepared by mixing tannin with a coupling agent, and the above additive inhibits the thermoplastic resin from being reduced in a molecular weight in heating and melting and achieves heat stabilization of the thermoplastic resin. Accordingly, it becomes possible to recycle the molded articles.
    Type: Grant
    Filed: July 19, 2000
    Date of Patent: May 28, 2002
    Assignee: Tohoku Munekata Co. LTD
    Inventors: Susumu Nikkeshi, Maki Kanno
  • Patent number: 6383543
    Abstract: The invention relates to a completely water-soluble and long shelf-life antioxidant material comprising sodium rosmarinate, which has been extracted from tissue of plants of the Labiatae family without the necessity of adding extraneous sodium ions, and aqueous solutions comprising the antioxidant material, to sodium rosmarinate isolated from the extracted antioxidant material, to rosmarinic acid salts other than the sodium salt, or admixtures thereof with the sodium salt, obtained by cation-exchange with thus-isolated sodium rosmarinate, and to a process for preparing completely water-soluble antioxidant material comprising the sodium salt of rosmarinic acid, and its aqueous solutions.
    Type: Grant
    Filed: June 21, 2001
    Date of Patent: May 7, 2002
    Assignee: RAD Natural Technologies Ltd.
    Inventor: Rena Reznik
  • Patent number: 6379588
    Abstract: A monomer composition, which contains A) vinyl-containing monomers in which a heteroatom selected from the group consisting of the halogens, nitrogen, oxygen, sulfur and silicon is present on the vinyl group, and B) a compound or a mixture of compounds of the formula II  where R4 is methyl, ethyl, isopropyl, n-propyl, n-butyl, isobutyl, sec-butyl, tert-butyl or trimethylsilyl.
    Type: Grant
    Filed: March 23, 1999
    Date of Patent: April 30, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Friedrich Sutoris, Andreas Koch, Alexander Aumüller, Jacques Dupuis, Manfred Niessner
  • Patent number: 6376728
    Abstract: Method of inhibiting polymerization of alkenyl monomers comprising contacting the alkenyl monomers with: wherein R1 and R2 independently of one another are alkyl, phenyl, aryl, alkoxy, or carboxy groups; and oxygen. Mixture comprising: a) alkenyl monomers with:  wherein R1 and R2 independently of one another are alkyl, phenyl, aryl, alkoxy or carboxy groups; and c) oxygen.
    Type: Grant
    Filed: June 20, 2000
    Date of Patent: April 23, 2002
    Assignee: Hercules Incorporated
    Inventors: Sherif Eldin, John Link
  • Publication number: 20020040977
    Abstract: The invention relates to frost-stable aqueous alkaline solutions of highly concentrated o-phenylphenol and to their use as preservatives.
    Type: Application
    Filed: August 16, 2001
    Publication date: April 11, 2002
    Inventors: Peter Wachtler, Hans-Peter Wirges
  • Patent number: 6362370
    Abstract: Wood preservatives having biocidal properties which include quaternary ammonium compounds of general formula (I): wherein R1 is a C8-18-alkyl group or an optionally substituted benzyl group, R2 is a C8-18-alkyl group, R3 is a C1-4-alkyl group or a group of the formula —[CH2—CH2—O]n—H, R4 is a C1-4-alkyl group, n is a number from 0.5 to 8, preferably from 1 to 5, and A31 is the anion of an organic carboxylic acid which contains 2 to 12 C atoms and carries at least one hydroxyl, amino or sulfonic acid group. The wood preservatives also penetrate deeply into the wood without the use of pressure, and have only a mild corrosive action on metals. Furthermore, a process for treating timbers with these compositions, concentrates for the preparation thereof, the use of new and known quaternary ammonium compounds in wood preservatives and new quaternary ammonium compounds and their use as biocides.
    Type: Grant
    Filed: September 6, 2000
    Date of Patent: March 26, 2002
    Assignee: Lonza AG
    Inventors: Florian Lichtenberg, Joachim Fritschi, Volker Ranft
  • Patent number: 6348164
    Abstract: Shelf stable liquid overbased calcium carboxylates are prepared by reacting a calcium base with a monocarboxylic acid, and carbonating in the presence of a promoter mixture with a phenol and an alcohol under controlled temperature conditions, to produce shelf stable liquids. Mixed metal stabilizer compositions are prepared by blending the stable liquid calcium carboxylate with a metal carboxylate of zinc, cadmium or tin. The mixed metal carboxylates are also shelf stable and are used for stabilizing halogen-containing polymers to provide heat stability, clarity and improved plate out properties.
    Type: Grant
    Filed: May 11, 1999
    Date of Patent: February 19, 2002
    Assignee: OMG Americas, Inc.
    Inventors: Rajesh Khattar, Benjamin Paul Labovitz, Paulette Baker
  • Patent number: 6342648
    Abstract: The present invention provides compositions and methods inhibiting polymerization of vinyl aromatic compounds comprising a bisphenol compound and an oxidized p-phenylenediamine. In a specific, non-limiting embodiment, the polymerization of the vinyl aromatic compound styrene is inhibited by a composition comprising the bisphenol compound 4,4′-methylenebis(2,6-di-tert-butyphenol) and the oxidized p-phenylenediamine compound N-phenyl-N′-methyl-benzoquinonediimide.
    Type: Grant
    Filed: September 30, 1999
    Date of Patent: January 29, 2002
    Assignee: Baker Hughes Incorporated
    Inventor: Muslim D. Shahid
  • Patent number: 6270692
    Abstract: Dispersion powders with a reduced tendency to autoignition are obtained by adding antioxidants to dispersions before spray drying or to dispersion powders after spray drying.
    Type: Grant
    Filed: June 26, 1996
    Date of Patent: August 7, 2001
    Assignee: Clariant GmbH
    Inventors: Ulrich Geissler, Helmut Rinno
  • Patent number: 6265611
    Abstract: The present invention relates to hydroxymandelic acid amides of phenolic amines which can be used as antioxidants or as free-radical scavengers, particularly in the cosmetic or dermatological field, in foods and in cosmetic and dermatological compositions.
    Type: Grant
    Filed: February 10, 2000
    Date of Patent: July 24, 2001
    Assignee: Haarmann & Reimer GmbH
    Inventor: Jakob Peter Ley
  • Patent number: 6231651
    Abstract: A wood preservative composition comprising at least one biocide, such as an iodopropargyl compound or a triazole compound, in combination with at least one antioxidant, such as a hindered phenol, a flavonoid compound, or a naturally occurring polyphenol derived from a woody plant, is useful as a cost-effective and environmentally safe wood preservative. The invention also provides a method for the use of such composition and compositions so treated.
    Type: Grant
    Filed: June 18, 1999
    Date of Patent: May 15, 2001
    Assignee: Mississippi State University
    Inventors: Tor P. Schultz, Darrel D. Nicholas
  • Patent number: 6232380
    Abstract: Stabilizer compositions useful for protecting clear polyvinyl chloride and other clear halogen-containing polymer compositions used in the manufacture of exterior weatherable products against discoloration and degradation caused by exposure to ultraviolet light and weathering in addition to heat comprising a latent mercaptan which degrades during processing of the composition at an elevated temperature to liberate a free mercaptan, in combination with a synergistic amount of a free phenyl salicylate compound. The latent mercaptan may be the sole heat stabilizer additive in the stabilizer composition, but the free mercaptan released during processing may also synergize the activity of organic-based or metal-based heat stabilizers such as metal salts and organometallic stabilizers such as organotin carboxylates and organotin mercaptides in the polymer composition.
    Type: Grant
    Filed: November 25, 1998
    Date of Patent: May 15, 2001
    Assignee: Morton International Inc.
    Inventors: Gary M. Conroy, Gene K. Norris, Tod C. Duvall
  • Patent number: 6222080
    Abstract: This invention relates to a vinyl aromatic, especially styrene, polymerization inhibitor system comprising an N-phenyl-1,4-benzoquinoneimine compound and optionally an aryl-substituted phenylenediamine.
    Type: Grant
    Filed: December 14, 1999
    Date of Patent: April 24, 2001
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Howard Stephen Friedman, Paul Edwin Stott
  • Patent number: 6180672
    Abstract: Wood preservatives having biocidal properties which include quaternary ammonium compounds of general formula (I): wherein R1 is a C8-18-alkyl group or an optionally substituted benzyl group, R2 is a C8-18-alkyl group, R3 is a C1-4-alkyl group or a group of the formula —[CH2—CH2—O]n—H, R4 is a C1-4-alkyl group, n is a number from 0.5 to 8, preferably from 1 to 5, and A− is the anion of an organic carboxylic acid which contains 2 to 12 C atoms and carries at least one hydroxyl, amino or sulfonic acid group. The wood preservatives also penetrate deeply into the wood without the use of pressure, and have only a mild corrosive action on metals. Furthermore, a process for treating timbers with these compositions, concentrates for the preparation thereof, the use of new and known quaternary ammonium compounds in wood preservatives and new quaternary ammonium compounds and their use as biocides.
    Type: Grant
    Filed: July 6, 1999
    Date of Patent: January 30, 2001
    Assignee: Lonza AG
    Inventors: Florian Lichtenberg, Joachim Fritschi, Volker Ranft
  • Patent number: 6143205
    Abstract: Mixtures contain(A) vinyl-containing monomers, and(B) an effective amount of a mixture inhibiting the premature polymerization of the vinyl-containing monomers during the purification or distillation and containing(i) from 0.05 to 4.5% by weight, based on the total mixture (B), of at least one N-oxyl compound of a secondary amine which carries no hydrogen atoms on the .alpha.-carbon atoms and(ii)from 99.95 to 95.5% by weight, based on the total mixture (B), of at least one nitro compound,and a mixture (B) is used for inhibiting the premature polymerization of monomers.
    Type: Grant
    Filed: August 3, 1998
    Date of Patent: November 7, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Friedrich Sutoris, Alexander Aumuller, Hermann Uhr
  • Patent number: 6126863
    Abstract: The present invention is directed to a process for the production of agglomerates of a sterically hindered phenol antioxidant such that the agglomerates have a balanced hardness so as to resist abrasion during conveyance yet being readily dispersed in a host plastic. Such novel agglomerates are achieved through the use of a processing aid consisting of a solvent selected from the group consisting of methylene chloride, chloroform, toluene, acetone, methylethylketone, xylene, cyclohexane, styrene, methylcyclohexane and hexane having at least one gram of antioxidant dissolved therein per 100 mL of solvent and from about 20 to about 50 weight percent of an alcohol of the formula ROH wherein R is an alkyl group of 1 to 8 carbon atoms and thereafter using the resulting solution of solvent, alcohol, and antioxidant to form a paste of additional portions of the antioxidant which is thereafter agglomerated and dried.
    Type: Grant
    Filed: December 2, 1998
    Date of Patent: October 3, 2000
    Assignee: Albemarle Corporation
    Inventor: John Semen
  • Patent number: 6126862
    Abstract: The present invention is directed to a process for the production of agglomerates of a blend of a sterically hindered phenol antioxidant and an acid neutralizer such that the agglomerates have a balanced hardness to resist abrasion during conveyance yet being readily dispersed in a host plastic. Such agglomerates are achieved through the use of a processing aid consisting of an alcohol of the formula ROH wherein R is an alkyl group of 1 to 8 carbon atoms, either alone or having up to 80% by volume of a cosolvent selected from the group consisting of methylene chloride, chloroform, toluene, acetone, methylethylketone, xylene, cyclohexane, styrene, methylcyclohexane, and hexane. The cosolvent processing aid has at least 1 gram of antioxidant dissolved therein per 100 mL of solvent. The processing aids are used to form a paste of a mixture of antioxidant and an acid neutralizer. The resulting paste is then subjected to agglomeration and the resulting agglomerates are thereafter dried.
    Type: Grant
    Filed: December 2, 1998
    Date of Patent: October 3, 2000
    Assignee: Ablemarle Corporation
    Inventor: John Semen
  • Patent number: 6117365
    Abstract: The invention relates to specific phenolic acid amides of hydroxy-substituted benzylamines of the formula I ##STR1## to a process for their preparation and to their use as antioxidants or as free-radical scavengers, in particular in the cosmetic or dermatological field, in foods and cosmetic and dermatological compositions comprising these phenolic acid amides.
    Type: Grant
    Filed: August 27, 1998
    Date of Patent: September 12, 2000
    Assignee: Haarmann & Reimer GmbH
    Inventor: Jakob Ley
  • Patent number: 6096695
    Abstract: The present invention relates generally to substantially liquid, chlorine-free, sulfur-bridged phenols useful as antioxidants and more specifically to the preparation of a substantially liquid, chlorine-free, sulfur-bridged, hindered phenol compositions which are effective antioxidant(s) in lubricating oils without causing excessive copper corrosion. The invention also includes lubricating oils containing an antioxidant additive of the present invention, as well as a method of reducing oxidation in the lubricating oil used in a machine such as an internal combustion engine.
    Type: Grant
    Filed: June 3, 1996
    Date of Patent: August 1, 2000
    Assignee: Ethyl Corporation
    Inventors: William Y. Lam, Vincent J. Gatto
  • Patent number: 6056898
    Abstract: The present invention is directed to a process for the production of pellets of a sterically hindered phenol antioxidant such that the pellets have a balanced hardness so as to resist abrasion during conveyance yet being readily dispersed in a host plastic. Such novel pellets are achieved through the use of a processing aid consisting of a solvent selected from the group consisting of methylene chloride, chloroform, toluene, acetone, methylethylketone, xylene, cyclohexane, styrene, methylcyclohexane and hexane having at least 1 gram of antioxidant dissolved therein per 100 grams of solvent and thereafter using the resulting solution of solvent and antioxidant to form a paste of additional portions of the antioxidant which is thereafter extruded, pelleted, and dried.
    Type: Grant
    Filed: September 22, 1998
    Date of Patent: May 2, 2000
    Assignee: Albemarle Corporation
    Inventor: John Semen
  • Patent number: 6051164
    Abstract: A polymeric article, such as an extruded or molded article or a biaxially oriented tape or film, and a method of stabilizing such a polymeric article to protect the article from degradation due to exposure to UV light. The article is formed by blending a polymeric material with from about 50 to about 5,000 ppm of at least one ortho hydroxy tris-aryl triazine light absorber and from about 500 ppm to about 1.25 percent of at least one oligomeric, polymeric, or high molecular weight HALS having a molecular weight of at least about 500, wherein the weight ratio of HALS to triazine light absorber is from about 3:1 to about 20:1, to form a stabilized polymeric composition, and forming an extruded or molded article or a biaxially oriented tape or film from the stabilized polymeric composition.
    Type: Grant
    Filed: April 30, 1998
    Date of Patent: April 18, 2000
    Assignee: Cytec Technology Corp.
    Inventor: Sari-Beth Samuels
  • Patent number: 6046263
    Abstract: Products are described which are obtainable by reacting compounds of formula I with compounds of formula IIa or/and IIb and IIIa or/and IIIb and additionally, where appropriate, IV ##STR1## wherein the general symbols are as defined in claim 1, the compound of formula I being, for example, methyl 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate, the compound of formula IIa being, for example, diethanolamine, the compound of formula IIIa being, for example, methyl oleate, and the compound of formula IV being, for example, sulfur. The cited products can be used as liquid antioxidants in organic materials.
    Type: Grant
    Filed: May 19, 1998
    Date of Patent: April 4, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Michael Rasberger, Samuel Evans, Paul Dubs, Stephan Allenbach
  • Patent number: 6039895
    Abstract: This invention relates to a vinyl aromatic, especially styrene, polymerization inhibitor system comprising an N-phenyl-1,4-benzoquinoneimine compound and optionally an aryl-substituted phenylenediamine.
    Type: Grant
    Filed: July 18, 1994
    Date of Patent: March 21, 2000
    Inventors: Howard Stephen Friedman, Paul Edwin Stott