Ether Or -coo- Group Formed Patents (Class 549/539)
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Patent number: 9708571Abstract: Reduced color epoxidized fatty acid esters are provided which may be used as primary plasticizers for PVC, in replacement of phthalate plasticizers. The reduced color epoxidized fatty acid esters are prepared from natural fats or oils by transesterification and interesterification processes, whereby through the use of borohydride, materials having Pt—Co colors according to ASTM D1209 on the order of 50 and lower are possible.Type: GrantFiled: May 21, 2012Date of Patent: July 18, 2017Assignee: Archer Daniels Midland CompanyInventors: Stephen Howard, Erik Hagberg, George Poppe
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Patent number: 9676893Abstract: In an example, a process of forming a polyurethane material is disclosed. The process includes forming carboxylic acid-terminated aliphatic polyol molecules from an epoxidized plant oil. The process also includes chemically reacting the carboxylic acid-terminated aliphatic polyol molecules with an azide material to form monoisocyanate-functionalized aliphatic polyol molecules. The process further includes polymerizing the monoisocyanate-functionalized aliphatic polyol molecules to form a first polyurethane material.Type: GrantFiled: September 23, 2015Date of Patent: June 13, 2017Assignee: INTERNATIONAL BUSINESS MACHINES CORPORATIONInventors: Brandon M. Kobilka, Joseph Kuczynski, Timothy C. Mauldin, Jason T. Wertz
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Patent number: 9156761Abstract: The present invention relates to a process for preparing polyetherols by catalytic ring-opening polymerization, wherein at least one nitrogen-containing cyclic precatalyst compound is used.Type: GrantFiled: March 26, 2013Date of Patent: October 13, 2015Assignee: BASF SEInventors: Kerstin Wiss, Sirus Zarbakhsh, Achim Loeffler, Peter Deglmann, Michael Limbach, Ronald Lindner, Severine Lavy, Michael Ludwik Lejkowski
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Patent number: 9133292Abstract: Hydroxyl functional oil polyol acrylic graft copolymers are disclosed which can be used to produce coating compositions and coated surfaces. In some embodiments, the coating compositions are used to coat substrates such as packaging materials and the like for the storage of food and beverages. The hydroxyl functional oil polyol acrylic graft copolymers can be prepared by heating an epoxidized vegetable oil and a hydroxyl functional material in the presence of an acid catalyst to form a hydroxyl functional oil polyol, and reacting the hydroxyl functional oil polyol with a mixture of an ethylenically unsaturated monomer component in the presence of an initiator to form the hydroxyl functional oil polyol acrylic graft copolymer. Coating compositions can be prepared by crosslinking the hydroxyl functional oil polyol acrylic graft copolymers with a crosslinker.Type: GrantFiled: March 2, 2010Date of Patent: September 15, 2015Assignee: AKZO NOBEL COATINGS INTERNATIONAL B.V.Inventors: Gary P. Craun, Guy J. Stella, Kenneth J. Gardner, David J. Telford
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Patent number: 9056945Abstract: The present invention relates to a process for organocatalytic ring-opening polymerization of at least one monomer M suitable for ring-opening polymerization, or of mixtures thereof, wherein, in a step (i), at least one N-heterocyclic compound is subjected in the presence of at least one Zerevitinov-active compound Z1 to a temperature of at least 80° C. for a period of at least 30 seconds and, in a step (ii), the monomer M is added and reacted.Type: GrantFiled: March 26, 2013Date of Patent: June 16, 2015Assignee: BASF SEInventors: Kerstin Wiss, Sirus Zarbakhsh, Achim Loeffler, Peter Deglmann, Lothar Riebel, Michael Limbach, Ronald Lindner, Michael Ludwik Lejkowski, Julia Frauke Grosse
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Patent number: 8785547Abstract: Grafted triglycerides comprising an acrylated triglyceride grafted with a fatty acid residue containing 4 to 28 carbon atoms. Also described are methods for making a grafted triglyceride and for curing a material selected from vinyl esters and unsaturated polyesters and mixtures thereof and optionally a reactive diluent. The method includes the steps of mixing a grafted triglyceride of the present invention with a material selected from vinyl esters, unsaturated polyesters and mixtures thereof to form a mixture, and curing the mixture to form a cured resin system. A cured resin system comprising a cured product obtained by the foregoing method and composites containing the cured product and a filler or reinforcing material are also disclosed. This method also includes use of the grafted triglycerides to make toughened resin and composite systems with reduced hazardous air pollutants without significantly reducing the glass transition temperature and significantly increasing the viscosity.Type: GrantFiled: November 7, 2011Date of Patent: July 22, 2014Assignees: The United States of America as represented by the Secretary of the Army, Drexel UniversityInventors: Giuseppe R. Palmese, John J. LaScala, James M. Sands, Xing Geng
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Patent number: 8759551Abstract: The invention provides a process for continuously producing a urethane (meth)acrylate, containing causing a mixed liquid of a compound (A) having a hydroxyl group and a (meth) acryloyl group and a compound (B) having an isocyanate group to pass continuously and densely through a tubular microchannel formed in a heat-conducting reaction device, and reacting the hydroxyl group of the compound (A) with the isocyanate group of the compound (B).Type: GrantFiled: March 12, 2009Date of Patent: June 24, 2014Assignee: DIC CorporationInventors: Fumihiko Ishiyama, Takeshi Hizawa, Hideki Watanabe
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Publication number: 20140024733Abstract: A polyether polyol based on renewable materials is obtained by the in situ production of a polyether from a hydroxyl group-containing vegetable oil, at least one alkylene oxide and a low molecular weight polyol having at least 2 hydroxyl groups. The polyol is produced by introducing the hydroxyl group-containing vegetable oil, a catalyst and an alkylene oxide to a reactor and initiating the alkoxylation reaction. After the alkoxylation reaction has begun but before the reaction has been 20% completed, the low molecular weight polyol having at least 2 hydroxyl groups is continuously introduced into the reactor. After the in situ made polyether polyol product having the desired molecular weight has been formed, the in situ made polyether polyol is removed from the reactor. These polyether polyols are particularly suitable for the production of flexible polyurethane foams.Type: ApplicationFiled: July 20, 2012Publication date: January 23, 2014Applicant: Bayer MaterialScience LLCInventors: Jack R. Reese, Stanley L. Hager, Micah Moore
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Publication number: 20130253127Abstract: Grafted triglycerides comprising an acrylated triglyceride grafted with a fatty acid residue containing 4 to 28 carbon atoms. Also described are methods for making a grafted triglyceride and for curing a material selected from vinyl esters and unsaturated polyesters and mixtures thereof and optionally a reactive diluent. The method includes the steps of mixing a grafted triglyceride of the present invention with a material selected from vinyl esters, unsaturated polyesters and mixtures thereof to form a mixture, and curing the mixture to form a cured resin system. A cured resin system comprising a cured product obtained by the foregoing method and composites containing the cured product and a filler or reinforcing material are also disclosed. This method also includes use of the grafted triglycerides to make toughened resin and composite systems with reduced hazardous air pollutants without significantly reducing the glass transition temperature and significantly increasing the viscosity.Type: ApplicationFiled: November 7, 2011Publication date: September 26, 2013Applicants: Government of the United States as represented by the Secretary of the Army, DREXEL UNIVERSITYInventors: Giuseppe R. Palmese, John J. LaScala, James M. Sands, Xing Geng
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Patent number: 8481767Abstract: A combination of catalysts is disclosed as useful to promote the transesterification reaction of an epoxidized soyate with a polyol to yield a high percentage of epoxidized soyate diester with epoxy functionality retained. The primary catalyst is a metallic hydroxide, and the secondary catalyst is a titanate. Bioderived plasticizers useful for thermoplastics and thermosets result.Type: GrantFiled: January 19, 2009Date of Patent: July 9, 2013Assignee: PolyOne CorporationInventors: Kebin Geng, Roger W. Avakian
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Patent number: 8383708Abstract: An unhindered polyol is used to react with an epoxidized soyate to make epoxidized soyate diester in the presence of a catalyst. The unhindered polyol can be 1,3-propanediol or any polyol having four or more carbon atoms with no two adjacent carbon atoms having hydroxyl functionality. Preferably, a combination of catalysts is used to promote the transesterification reaction of the epoxidized soyate with the unhindered polyol to yield a high percentage of epoxidized soyate diester with epoxy functionality retained. The primary catalyst is a metallic hydroxide, and the secondary catalyst is a titanate. Bioderived epoxidized soyate diester plasticizers useful for thermoplastics and thermosets result.Type: GrantFiled: February 4, 2009Date of Patent: February 26, 2013Assignee: Polyone CoporationInventors: Kebin Geng, Roger W. Avakian, Louis Dupont, Stephen D. Horton
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Patent number: 8354356Abstract: The invention relates to a process for preparing DMC catalysts by reaction of cyanometalate compounds with metal salts, wherein the reaction is carried out in ionic liquids as solvents or suspension media.Type: GrantFiled: January 31, 2008Date of Patent: January 15, 2013Assignee: BASF SEInventors: Michael Triller, Matthias Schopohl, Veit Stegmann, Thomas Ostrowski
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Publication number: 20120245301Abstract: Disclosed is a method for activating a solid support material with epoxy groups and for immobilising ligands thereon, utilising phase transfer catalytic conditions. The method permits the introduction of epoxy groups and specific nucleophilic ligands on the support material with a high level of substitution. Furthermore, the invention provides a general method for immobilising a ligand for use in a wide variety of chromatographic separation procedures such as ion exchange chromatography, hydrophobic interaction chromatography (HIC), reverse phase chromatography (RPC), or affinity chromatography.Type: ApplicationFiled: June 6, 2012Publication date: September 27, 2012Applicant: GE HEALTHCARE BIO-SCIENCES ABInventors: GUNNAR GLAD, JEAN-LUC MALOISEL, NICOLAS THEVENIN
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Publication number: 20120220580Abstract: Compounds having the structure of general formula I or pharmaceutically acceptable salts thereof which are derivatives of fucoxanthin and fucoxanthol are disclosed. A preparation method of the compound and its use in weight reducing are also disclosed.Type: ApplicationFiled: April 19, 2012Publication date: August 30, 2012Applicant: BEIJING GINGKO GROUP BIOLOGICAL TECHNOLOGY CO., LTD.Inventors: YANMEI LI, QINGHUA LIU
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Publication number: 20120116094Abstract: The present invention generally relates to compositions comprising and methods for forming functionalized carbon-based nanostructures.Type: ApplicationFiled: November 3, 2011Publication date: May 10, 2012Applicant: Massachusetts Institute of TechnologyInventors: Timothy M. Swager, William R. Collins, Wiktor Lewandowski, Ezequiel Schmois, Stefanie Sydlik, Joseph Walish, John B. Goods
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Publication number: 20120077934Abstract: A method of synthesizing a functionalized polymer represented by the structural formula (I) comprising a step of reacting a polymer represented by structural formula (II) with a compound Nu1-M to nucleophilically substitute moiety X1 with moiety Nu1. Values and preferred values of the variables in formulas (I) and (II) are defined herein.Type: ApplicationFiled: March 23, 2010Publication date: March 29, 2012Inventors: Rudolf Faust, Ranjan Tripathy, Umaprasana Ojha
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Publication number: 20120035381Abstract: A process for preparing polyether alcohols by reacting one or more unsaturated starters having at least one active hydrogen atom per molecule with one or more alkylene oxides in the liquid phase in the presence of a basic catalyst in a reactor, wherein the one or more alkylene oxides are introduced into the reactor in such a way that the concentration of unreacted alkylene oxide in the liquid reaction mixture in the reactor is increased as far as possible with increasing degree of addition of the alkylene oxide onto the starter, with the proviso that the temperature at the end of a runaway reaction is at any point in time at least 100 K below the onset temperature of the decomposition reaction of the liquid reaction mixture, is proposed.Type: ApplicationFiled: August 3, 2011Publication date: February 9, 2012Applicant: BASF SEInventors: Markus KLUMPE, Thomas Ostrowski, Matthias Zipplies
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Patent number: 8110614Abstract: Adamantane derivatives are provided including a phenolic hydroxyl group-containing adamantane derivative, a glycidyloxy group-containing adamantane derivative, and an adamantyl group-containing epoxy modified acrylate, which exhibit excellent transparency, light resistance, and heat resistance properties. Also provided are resin compositions containing the adamantane derivatives. Further provided are corresponding methods for producing the adamantane derivatives, as well as the resin compositions containing the same.Type: GrantFiled: November 21, 2007Date of Patent: February 7, 2012Assignee: Idemitsu Kosan Co., Ltd.Inventors: Katsuki Ito, Yasunari Okada, Hideki Yamane, Akio Kojima
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Publication number: 20110224431Abstract: Provided herein are triazolium carbine catalysts useful for asymmetric hydration, fluorination, and deuteration, and processes for their preparation. Also provided are synthetic reactions in which these catalysts are used, in particular, in stereoselective formation of carbon-chlorine, carbon-hydrogen, carbon-fluorine, and carbon-deuterium bonds.Type: ApplicationFiled: February 3, 2011Publication date: September 15, 2011Applicant: COLORADO STATE UNIVERSITY RESEARCH FOUNDATIONInventors: Tomislav Rovis, Harit U. Vora
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Publication number: 20100324185Abstract: An unhindered polyol is used to react with an epoxidized soyate to make epoxidized soyate diester in the presence of a catalyst. The unhindered polyol can be 1,3-propanediol or any polyol having four or more carbon atoms with no two adjacent carbon atoms having hydroxyl functionality. Preferably, a combination of catalysts is used to promote the transesterification reaction of the epoxidized soyate with the unhindered polyol to yield a high percentage of epoxidized soyate diester with epoxy functionality retained. The primary catalyst is a metallic hydroxide, and the secondary catalyst is a titanate. Bioderived epoxidized soyate diester plasticizers useful for thermoplastics and thermosets result.Type: ApplicationFiled: February 4, 2009Publication date: December 23, 2010Applicant: POLYONE CORPORATIONInventors: Kebin Geng, Roger W. Avakian, Louis Dupont, Stephen D. Horton
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Publication number: 20100311992Abstract: Methods of making unsaturated modified vegetable oil-based polyols are described. Also described are methods of making oligomeric modified vegetable oil-based polyols. An oligomeric composition having a modified fatty acid triglyceride structure is also described. Also, methods of making a polyol including hydroformylation and hydrogenation of oils in the presence of a catalyst and support are described.Type: ApplicationFiled: June 2, 2010Publication date: December 9, 2010Applicant: CARGILL, INCORPORATEDInventors: Zoran S. PETROVIC, Ivan Javni, Alisa Zlatanic, Andrew Guo
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Publication number: 20100292492Abstract: A combination of catalysts is disclosed as useful to promote the transesterification reaction of an epoxidized soyate with a polyol to yield a high percentage of epoxidized soyate diester with epoxy functionality retained. The primary catalyst is a metallic hydroxide, and the secondary catalyst is a titanate. Bioderived plasticizers useful for thermoplastics and thermosets result.Type: ApplicationFiled: January 19, 2009Publication date: November 18, 2010Applicant: POLYONE CORPORATIONInventors: Kebin Geng, Roger W. Avakian
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Publication number: 20100168450Abstract: Novel alkylene oxide-extended alkoxylates of a branched 1,3-dialkyl-oxy-2-propanol may be prepared by a convenient process comprising adding epichlorohydrin to a stoichiometric excess of a branched alcohol, wherein the molar ratio of branched alcohol:epichlorohydrin is at least about 3:1, preferably in the presence of a Group 1 A metal hydroxide and a phase transfer catalyst, followed by alkoxylation in the presence of an ionic catalyst. The branched alkyl chain may be saturated or unsaturated and may contain one or more heteroatoms. The repeating alkoxy units from the alkylene oxide are in the 2-position. The compositions are useful as surfactants, diluents, and the like, and may be less expensive than other branched surfactants.Type: ApplicationFiled: April 24, 2008Publication date: July 1, 2010Inventors: Johan A. Thoen, Camiel F. Bartelink, Pierre Varineau
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Publication number: 20100029961Abstract: The invention relates to a process for preparing DMC catalysts by reaction of cyanometalate compounds with metal salts, wherein the reaction is carried out in ionic liquids as solvents or suspension media.Type: ApplicationFiled: January 31, 2008Publication date: February 4, 2010Applicant: BASF SEInventors: Michael Triller, Matthias Schopohl, Veit Stegmann, Thomas Ostrowski
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Patent number: 7629478Abstract: A process for preparing palm-based polyol monomer includes reacting unsaturated fatty acids or its corresponding triglycerides with polyhydric alcohol. In particular, one example uses oleic acid with about 70% purity as the starting material for preparing the polyol monomer. Moreover, another example uses refined, bleached, and deodorized (RBD) palm olein as an alternative to oleic acid as the starting material. The preparation of the polyol monomer involves the production of monoglyceride of unsaturated fatty acids, which was further epoxidized with peracid and finally ring opened with polyhydric alcohols. Such polyol monomer is used as a raw material for the production of various types of polyurethane products.Type: GrantFiled: November 6, 2006Date of Patent: December 8, 2009Assignee: Malaysian Palm Oil Board (MPOB)Inventors: Hoong Seng Soi, Nur Musyahadah Mazalan, Mohd Nurhisham Sattar, Tuan Noor Mazne Tuan Ismail, Hazimah Abu Hassan, Ooi Tian Lye, Salmiah Ahmad, Mohd Basri Wahid, Tan Sri Datuk Yusof Basiron
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Publication number: 20090062481Abstract: To provide an adamantane derivative, a compound having an adamantane skeleton, compositions containing them that can provide a cured product having excellent optical properties such as transparency and light resistance, long-term heat resistance and electric characteristics such as dielectric permittivity, and optical electronic members using the compositions. An adamantane derivative represented by the general formula (I), a compound with an adamantane skeleton represented by the general formula (VII) or (VIII), compositions containing them, and optical electronic members using the resin compositions.Type: ApplicationFiled: February 1, 2007Publication date: March 5, 2009Applicant: IDEMITSU KOSAN CO., LTD.Inventors: Hajime Ito, Yasunari Okada, Hideki Yamane, Nobuaki Matsumoto
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Patent number: 7005437Abstract: The present invention relates to new substituted aryl and heteroaryl derivatives of general formula wherein A, Ar, n, X, Y1, Y2, Y3, Y4, R1 and R5 are defined as in claim 1, the prodrugs, the tautomers, stereoisomers, mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases which have valuable properties. Thus, the compounds of the above general formula I wherein R5 does not contain a cyano group have, in particular, an antithrombotic effect and a selective factor Xa-inhibiting effect with generally improved compatibility. The compounds of the above general formula I wherein R5 contains a cyano group are valuable intermediate products for preparing the antithrombotic compounds of general formula I.Type: GrantFiled: May 10, 2002Date of Patent: February 28, 2006Assignee: Boehringer Ingelheim Pharma KGInventors: Henning Priepke, Uwe Ries, Herbert Nar, Wolfgang Wienen, Jean-Marie Stassen
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Optically active epoxypropionate derivative, intermediate thereof and processes for their production
Patent number: 6787657Abstract: An optically active epoxypropionate derivative of the following formula (1): wherein symbol * represents optically active carbon. Also disclosed is an optically active epoxypropionate derivative of the following formula (2): wherein symbol * represents optically active carbon.Type: GrantFiled: February 21, 2001Date of Patent: September 7, 2004Assignee: Tosoh CorporationInventors: Akinori Tanaka, Takumi Kagawa -
Patent number: 6693149Abstract: A process for preparing an epoxy group-containing curable polyphenylene ether (PPE) resin. The process involves introducing an epoxy group-containing functional group to the terminal end of PPE (Mn>3000) by modifying the hydroxy and ester groups on the terminal end. Thus, a curable PPE resin (Mn>3000) including an epoxy group on the terminal end can be obtained. The modified PPE resin contains epoxy groups and has high glass transition temperature.Type: GrantFiled: April 25, 2002Date of Patent: February 17, 2004Assignee: Industrial Technology Research InstituteInventors: Meng-Song Yin, Chien-Ting Lin, Hung-Chou Kang
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Patent number: 6653419Abstract: A method for producing partially fluorinated epoxides and corresponding polyether homopolymers of these polyfluorinated epoxides is described. Also described is a method for incorporating a fluoroalcohol functional group into a polymer as a pendant group. Certain perfluorinated olefins are also described. These polyfluorinated epoxides and the associated polymers and methods relating to them are useful components in photoresists, particulary in lithographic photoresists for use at low ultraviolet wavelengths (e.g., 157 nm).Type: GrantFiled: October 3, 2001Date of Patent: November 25, 2003Assignee: E. .I du Pont de Nemours and CompanyInventors: Viacheslav Alexandrovich Petrov, Andrew Edward Fiering, Jerald Feldman
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Patent number: 6627685Abstract: A lightfast epoxy resin is formed by phosgenating Bisphenol A by reaction with phosgene to produce Bisphenol A bischloroformate. The Bisphenol A bischloroformate is then reacted with either epichlorohydrin, glycidol or pinacol and another chemical to produce a lightfast epoxy resin. By phosgenating the Bisphenol A prior to the reaction with either epichlorohydrin, glycidol or pinacol and another chemical, the resulting epoxy resin has improved lightfastness and is not degraded by sunlight. The epoxy resin of the present invention can be used in paints, coatings, and plastics for vehicles.Type: GrantFiled: August 14, 2002Date of Patent: September 30, 2003Inventor: Ellis Breskman
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Publication number: 20030175002Abstract: An organic polymeric optical waveguide and methods of making same are described herein. The waveguide can be used in an integrated optical waveguide device. The organic polymeric material can be formed from monomers described herein in ratios to obtain a certain effect.Type: ApplicationFiled: April 12, 2002Publication date: September 18, 2003Inventors: Mark Andrews, Rabah Hammachin, Maria Petrucci, Anthony Roy, Veronique Leblanc-Boily
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Patent number: 6586564Abstract: The invention relates to double-metal cyanide (DMC) catalysts for preparing polyether polyols by the polyaddition of alkylene oxides on to starter compounds containing active hydrogen atoms, wherein the DMC catalysts are composed of: a) at least one DMC compound; b) at least one organic complexing ligand which is not a coronand; and c) at least one coronand. The DMC catalysts of the present invention have increased activity compared to known catalysts.Type: GrantFiled: August 28, 2002Date of Patent: July 1, 2003Assignee: Bayer AktiengesellschaftInventors: Walter Schäfer, Jörg Hofmann, Pieter Ooms
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Patent number: 6423865Abstract: The invention relates to compounds with the general formula Y1—A1—M1—A2—Y2 wherein Y1 and Y2 are different from each other and Y1 is an acrylate or methacrylate residue and Y2 is a vinyl ether, epoxy, or azide residue, A1 and A2 are identical or different residues with the general formula CnH2n in which n is a whole number from 0 to 20 and one or more methylene groups can be replaced by oxygen atoms, and M1 has the general formula —R1—X1—R2—X2—R3—X3—R4— wherein R1, R2, R3, and R4 are identical or different doubly bonded residues from the group —O—, —COO—, —CONH—, —CO—, —S—, —C≡C—, —CH═CH—, —CH═N—, —CH2—, —N═N—, and —N═N(O)—, and R2—X2—R3 can also be a C—C bond, and X1, X2, and X3 are identical or different residues from the group 1,4-phenylene, 1,4-cyclohexylenType: GrantFiled: March 1, 2000Date of Patent: July 23, 2002Assignee: DaimlerChrysler AGInventors: Peter Strohriegl, Katja Strelzyk, Andreas Stohr, Petra Grundig, Michael Gailberger, Fritz Dannenhauer, Anne Barth
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Patent number: 6313060Abstract: A resilient polyurethane foam produced by using a polyether polyol produced by reacting alkylene oxides with a polyhydroxy compound having at least 2 hydroxyl groups as an initiator in the presence of the catalyst for alkylene oxide ring-opening polymerization of the present invention, which is excellent in foam physical properties, vibration characteristics and molding properties.Type: GrantFiled: March 8, 2000Date of Patent: November 6, 2001Assignee: Asahi Glass Company, LimitedInventors: Kayoko Sugiyama, Hiroki Fukuda, Akio Horie, Hiroshi Wada
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Patent number: 6228955Abstract: A process for preparing an optically-enriched chiral epoxide of formula I wherein R1, R2 and R3 are each independently selected from H, R, R—CO— and R—O—CO—, each R independently being substantially a hydrocarbon group of up to 20 carbon atoms, and X is an alkyl or cycloalkyl group of up to 10 carbon atoms, provided that —CO—X is not enolisable, which comprises the asymmetric epoxidation of a corresponding prochiral alkene of formula II R1R2C═CR3—CO—X (II) by reaction with an oxidant in the presence of a chiral catalyst. Many optically-enriched epoxides (I) are novel.Type: GrantFiled: October 20, 1997Date of Patent: May 8, 2001Assignee: Chirotech Technology, Ltd.Inventors: Stanley Michael Roberts, Brian Michael Adger
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Patent number: 6204357Abstract: The invention is directed to new double metal cyanide (DMC) catalysts, a process for the preparation of these catalysts, and to a process for the preparation of polyetherpolyols by the polyaddition of alkylene oxides to starter compounds which contain active hydrogen atoms, wherein the catalyst comprises the novel double metal cyanide (DMC) catalyst of the present invention. These new double metal cyanide (DMC) catalysts comprise a) one or more double metal cyanide compounds, b) one or more organic complex ligands, and c) one or more cyclodextrins, with the proviso that b) and c) are different compounds. The catalysts of this invention exhibit greatly increased activity during preparation of a polyetherpolyol.Type: GrantFiled: February 10, 2000Date of Patent: March 20, 2001Assignee: Bayer AktiengesellschaftInventors: Pieter Ooms, Jörg Hofmann, Pramod Gupta, Lambertus Groenendaal
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Patent number: 6140273Abstract: 2-Benzoylcyclohexane-1,3-diones of the formula I: ##STR1## where: R.sup.1 and R.sup.2 are each hydrogen, mercapto, nitro, halogen, cyano, thiocyanato, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -alkynyl, --OR.sup.10, --OCOR.sup.10, --OSO.sub.2 R.sup.10, --S(O).sub.n R.sup.10, --SO.sub.2 OR.sup.10, --SO.sub.2 NR.sup.3 R.sup.10, --NR.sup.10 SO.sub.2 R.sup.10 or --NR.sup.10 COR;Q is a cyclohexane-1,3-dione ring with or without substitution, which is attached in position 2;A is a group of the formula IIa, IIb or III: ##STR2## where the substituents are as defined in claim 1, and agriculturally useful salts thereof are described.Type: GrantFiled: November 2, 1999Date of Patent: October 31, 2000Assignee: BASF AktiengesellschaftInventors: Stefan Engel, Ernst Baumann, Wolfgang von Deyn, Regina Luise Hill, Uwe Kardorff, Guido Mayer, Martina Otten, Joachim Rheinheimer, Oliver Wagner, Matthias Witschel, Ulf Misslitz, Helmut Walter, Karl-Otto Westphalen
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Patent number: 6107433Abstract: A vegetable oil-based polyol is made by adding a peroxyacid to vegetable oil wherein said peroxyacid reacts with said vegetable oil to form epoxidized vegetable oil and adding said epoxidized vegetable oil to a mixture of an alcohol, water, and a catalytic amount of fluoboric acid so as to form a vegetable oil-based polyol. A further embodiment of the present invention involves making a vegetable oil-based polyol using an epoxidized vegetable oil as the starting material. The epoxidized vegetable oil undergoes hydroxylation by the same process as outlined above. According to another aspect of the present invention, the vegetable oil-based polyol formed by the novel methods of this invention may be reacted with an isocyanate to form a polyurethane. Alternatively, a filler such as silica may be combined with the vegetable oil-based polyol before it is reacted with the isocyanate. These polyurethanes made from vegetable oil-based polyols may be used to form electroinsulating casting resins.Type: GrantFiled: November 6, 1998Date of Patent: August 22, 2000Assignee: Pittsburg State UniversityInventors: Zoran Petrovic, Andrew Guo, Ivan Javni
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Patent number: 6063812Abstract: Compounds useful as angiogenesis inhibiting agents and processes for their preparation are disclosed. In one embodiment, the compounds of the invention are represented by Formula 1: ##STR1## Also disclosed is a pharmaceutical composition for inhibiting angiogenesis in a mammal, said composition comprising a compound of Formula 1, or a pharmaceutically acceptable salt thereof, as an active ingredient.Type: GrantFiled: May 13, 1999Date of Patent: May 16, 2000Assignee: Chong Kun Dang CorporationInventors: Chung Il Hong, Jung Woo Kim, Sang Joon Lee, Soon Kil Ahn, Nam Song Choi, Ryung Kee Hong, Hyoung Sik Chun, Seung Kee Moon, Cheol Kyu Han
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Patent number: 5942633Abstract: The present invention relates to a process for the selective alkylation of intermediates of betaxolol.Type: GrantFiled: June 19, 1996Date of Patent: August 24, 1999Assignee: Abbott LaboratoriesInventors: Xiu C. Wang, Luping Liu, Ashok V. Bhatia
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Patent number: 5536855Abstract: Glycidyl esters are prepared to have low chlorine, chloride, sodium and potassium contamination and a thixotropic index greater than 3.0 by a process that comprises reacting carboxylic mono- or dimer acids with glycidyl alcohols in a molar ratio of 1 to (0.9-4.0) using carbodiimide as the acylating agent and a pyridine-type catalyst. The pyridine-type catalyst is removed by strongly acidic ion exchange resin.Type: GrantFiled: March 4, 1994Date of Patent: July 16, 1996Assignee: National Starch and Chemical Investment Holding CorporationInventors: Rose A. Schultz, Sharon Chaplinsky
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Patent number: 5527927Abstract: There are disclosed a process for producing glycidyl acrylate or glycidyl methacrylate by the transesterification of glycidol and methyl methacrylate, etc. which process comprises carrying out the transesterification in the presence of a polymerization inhibitor by using, as a catalyst, a quaternary ammonium salt represented by the general formula (I) or a quaternary phosphonium salt represented by the general formula (II)(R.sup.1 R.sup.2 R.sup.3 R.sup.4)NX (I)(R.sup.1 R.sup.2 R.sup.3 R.sup.4)PX (II)wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each an alkyl group having 1 to 20 carbon atoms, or the like, and X is a cyanide ion, cyanate ion or the like to complete the reaction; thereafter arresting the reaction by adding a catalyst deactivator represented by the general formula (III)SB (iii)wherein S is a sulfonic acid or a heteropolyacid and B is an alkali metal excluding potassium or an alkaline earth metal; and distilling away unreacted methyl methacrylate, etc.Type: GrantFiled: May 10, 1995Date of Patent: June 18, 1996Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Masahiro Kurokawa, Akihiro Honma, Tsuyoshi Isozaki
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Patent number: 5380886Abstract: A process for the production of epoxide ring opening products having a defined residual epoxide oxygen content by reaction of epoxides with nucleophiles in the presence of medium-strength acids is provided. The products have a defined residual epoxide oxygen content of 10 to 80% by weight based on the epoxide. In the process, aliphatic epoxidized olefins or aliphatic epoxidized esters are reacted with nucleophiles in the presence of 1 to 4 g phosphoric acid, phosphorous acid, or hypophosphorous acid per mol epoxide and the ring opening product is directly obtained without neutralization of the catalyst acid.Type: GrantFiled: November 4, 1993Date of Patent: January 10, 1995Assignee: Henkel Kommanditgesellschaft Auf AktienInventors: Peter Daute, Roland Gruetzmacher, Nicole Mertscheit
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Patent number: 5367088Abstract: The present invention provides a composition represented by the formula ##STR1## (wherein x is an integer of 3 to 7, y is an integer of 0 to 50, and R.sub.a and R.sub.b are H, methyl group, or propyl group and each of the R.sub.a and R.sub.b groups may be replaced with any of the other groups simultaneously) and useful as a raw material or modifier for resins for use in coating compositions, adhesives, epoxy resins, and the like, and further provides a process for producing a composition comprising compounds represented by the above formula (I) which process is characterized in that a compound represented by the formula ##STR2## is reacted with a lactone at 30 to 20.degree. C. or compounds represented by the formula ##STR3## (wherein x, y, R.sub.a, and R.sub.b have the meanings as defined above) are epoxidized at 0 to 80.degree. C. using a peroxide.Type: GrantFiled: September 21, 1993Date of Patent: November 22, 1994Assignee: Daicel Chemical Industries, Ltd.Inventors: Takaaki Fujiwa, Tomohisa Isobe
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Dispersant adducts comprising alcohol adducts of dicarboxylic acid monoepoxy thiol reaction products
Patent number: 5340487Abstract: The present invention is directed to an oil-soluble lubricating oil additive comprising at least one adduct of (A) a polyolefin of 700 to 5,000 number average molecular weight substituted with carboxylic acid producing moieties (preferably acid or anhydride moieties), and (B) a monoepoxy thiol.Type: GrantFiled: August 19, 1993Date of Patent: August 23, 1994Assignee: Exxon Chemical Patents Inc.Inventors: Jacob Emert, Robert D. Lundberg -
Patent number: 5254694Abstract: An optically active epoxycyclohexane derivative represented by the general formula: ##STR1## wherein R represents a 4-oxycarbonyl-1-hydroxy-3-methyl-3(Z)-buten-1-yl or 4-hydroxycarbonyl-3-methyl-1(E),3(Z)-butadien-1-yl group; and R.sup.1 and R.sup.2 each represent a lower alkoxy group or together form a 1,3-dioxolane ring together with the carbon atom to which they are bonded,and an enantiometer thereof.An optically active epoxycyclohexanone derivative represented by the general formula: ##STR2## wherein R.sup.3 represents a hydrogen atom or a lower alkyl, allyl, aralkyl or aryl group,and an enantiomer thereof.Further, the process for preparing these compounds, is also disclosed.Type: GrantFiled: February 12, 1992Date of Patent: October 19, 1993Assignee: Sagami Chemical Research CenterInventors: Kunikazu Sakai, Kyoko Takahashi
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Patent number: 5238889Abstract: Disclosed is a process for the recovery of catalyst values from mixtures of catalyst compounds and oligomeric materials. The process provides for the separation of (i) an onium iodide compound, (ii) an organotin iodide compound, or (iii) a mixture thereof from a mixture thereof in an oligomer of a .gamma.,.delta.-epoxy-alkene by the steps of (1) intimately contacting the mixture with an extraction solvent selected from hydrocarbons having about 5 to 12 carbon atoms; (2) allowing the mixture of step (1) to separate into 2 phases; and (3) recovering the extraction solvent phase containing iodide compounds (i) and (ii). The oligomer mixture of compounds (i) and/or (ii) is formed during the manufacture of 2,5-dihydrofurans by the isomerization of .gamma.,.delta.-epoxyalkenes.Type: GrantFiled: August 10, 1992Date of Patent: August 24, 1993Assignee: Eastman Kodak CompanyInventors: Stephen N. Falling, Stephen A. Godleski, Lynda W. McGarry
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Patent number: 5198557Abstract: A process for the kinetic resolution of cis or trans enantiomeric mixtures of the compounds of formula ##STR1## wherein R.sub.3 and X have the meanings reported in the specification and the asterisks mark the asymmetric carbon atoms, is described.The compounds of formula III-A are intermediates useful in the preparation of compounds active on the cardiovascular system.Type: GrantFiled: May 10, 1991Date of Patent: March 30, 1993Assignee: Zambon Group S.p.A.Inventors: Claudio Giordano, Roberto Casagrande
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Patent number: 5183910Abstract: Chiral epoxybutyrates are prepared in high yield from novel dihydro-3R-substituted sulfonyloxy-4R-hydroxy-2-(3H)furanones via based catalyzed alcoholysis. The product chiral epoxy butyrates are useful intermediates for the synthesis of 1-carba-1-dethia cephem antibiotics.Type: GrantFiled: October 3, 1991Date of Patent: February 2, 1993Assignee: Eli Lilly and CompanyInventor: Leland O. Weigel