Cyclic Alcohol Moiety Patents (Class 560/193)
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Patent number: 4283414Abstract: The invention concerns novel pesticidal esters of the pyrethrin or pyrethroid type in which the methylene group bonded to the ester carbonyl and/or ester oxygen bears a fluorine substituent. The compounds of the invention are active against insect pests including flies, moths, aphids and beetles and acarina pests including ticks.Type: GrantFiled: June 8, 1979Date of Patent: August 11, 1981Assignee: ICI Australia LimitedInventors: Donald W. G. Harney, Peter G. Lehman, Joseph C. Rundle
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Patent number: 4266046Abstract: Cyclic carbonate esters are reacted with polycarboxylic acids to produce bis(hydroxyalkyl) esters from aromatic polycarboxylic acids in the presence of selected catalysts comprising at least one of phosphines, phosphonium halides, sulfonium halides, sulfoxonium halides, and ammonium and alkyl ammonium halides. In the preferred embodiment, ethylene carbonate is reacted with terephthalic acid to produce bis(2-hydroxyethyl) terephthalate and/or polymers thereof.Type: GrantFiled: September 17, 1976Date of Patent: May 5, 1981Assignee: Phillips Petroleum CompanyInventor: Yulin Wu
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Patent number: 4261912Abstract: This invention describes novel antioxidant compounds which are esters of .omega.,.omega.-bis(dialkylhydroxyphenyl) alkanols having the formula: ##STR1## wherein R.sub.1 is a tertiary alkyl group having 4-8 carbon atoms;R.sub.2 is alkyl having 1-4 carbon atoms;R.sub.3 is a straight chain or branched alkylene group having 1-4 carbon atoms;x is 1-4,n is 1 or 2, and,Y is a group of the formulas ##STR2## when n is 1, where R.sub.4 is alkyl having from 12 to 24 carbon atoms, phenyl, or phenyl substituted with hydroxy of alkyl having 1 to 4 carbon atoms, or combinations thereof, or ##STR3## when n is 2, where R.sub.5 is a direct bond, a straight chain or branched alkylene having 1 to 8 carbon atoms, or a phenylene group, and m is 0 to 4.Type: GrantFiled: August 1, 1979Date of Patent: April 14, 1981Assignee: GAF CorporationInventor: David J. Tracy
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Patent number: 4260810Abstract: A process for preparing a diester of a dicarboxylic acid having two more carbon atoms than the unsaturated hydrocarbon used as a starting material, which comprises subjecting an unsaturated hydrocarbon, carbon monoxide and an ester of nitrous acid to catalytic vapor phase reaction at a temperature of 50.degree. to 200.degree. C. in the presence of a platinum group metal or a salt thereof and a halogen compound.Type: GrantFiled: June 27, 1979Date of Patent: April 7, 1981Assignee: Ube Industries, Ltd.Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga, Takumi Kadota, Kozo Fujii, Keigo Nishihira, Masaoki Matsuda
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Patent number: 4259519Abstract: Conjugated diolefins (e.g., 1,3-butadiene) are carbonylated by the palladium-catalyzed addition of carbon monoxide and an alcohol of the formula ROH (e.g., benzyl alcohol) whereby polycarboxylic esters are formed in which the pair of double bonds of the conjugated diolefin has been transformed into a moiety having the formula: ##STR1## In the process, the olefin, carbon monoxide, and alcohol are reacted in the presence of a palladium(II) salt, a copper(II) salt, and a base, at certain concentrations and at a pressure and temperature sufficient to effect the carbonylation. The resulting unsaturated diester can be hydrolyzed and hydrogenated or vice versa to obtain the corresponding linear diacid (e.g., adipic acid).Type: GrantFiled: July 19, 1978Date of Patent: March 31, 1981Assignee: Polymer Sciences CorporationInventor: John K. Stille
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Patent number: 4252738Abstract: 1,2-Halohydrincarboxylic acid esters of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are identical or different and represent hydrogen, cyano and optionally substituted alkyl, alkenyl, aralkyl, aryl, alkoxycarbonyl, acyloxy, alkoxy and aryloxy, and furthermoreR.sup.1 and R.sup.2 and/or R.sup.3 and R.sup.4, or R.sup.1 and R.sup.3 and/or R.sup.2 and R.sup.4 can be linked, forming a ring with the carbon atoms to which they are bonded;R.sup.5 represents hydrogen and optionally substituted alkyl, alkenyl, aralkyl, aryl, alkoxy and alkoxycarbonyl andX represents fluorine, chlorine, bromine and iodine; a process for preparing such 1,2-halohydrincarboxylic acid esters by reacting a cyclobutane-cis-1,2-diol of the formula ##STR2## with an orthoester of the formula ##STR3## wherein R.sup.1 -R.sup.5 have the previously ascribed significance and R.sup.6 -R.sup.Type: GrantFiled: March 17, 1978Date of Patent: February 24, 1981Assignee: Bayer AktiengesellschaftInventors: Willy Hartmann, Hans-Georg Heine
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Patent number: 4252727Abstract: A resin for coatings, particularly useful as a medium for printing inks and paints, comprising a modified polymer produced by adding at least one .alpha.,.beta.-unsaturated dicarboxylic acid or anhydride thereof to at least one liquid conjugated diolefinic polymer having a number average molecular weight of 150 to 3,000, a viscosity of 2 to 5,000 cps at 30.degree. C. and at least 50% of cis-1,4 structure and subjecting the resulting adduct to diesterification with at least one alcohol having 1 to 27 carbon atoms and whereby the acid value owing to the carboxyl group or the carboxylic anhydride group of the resulting modified polymer being made not more than 10.Type: GrantFiled: February 5, 1976Date of Patent: February 24, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Seimei Yasui, Minoru Hino, Kunio Izumi, Otsugu Hayashi
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Patent number: 4250327Abstract: A group of water-soluble polymeric yellow colors and their preparation is disclosed. These colors comprise a plurality of units of a chromophore of the formula ##STR1## wherein M.sup.+ is a pharmaceutically acceptable monovalent cation attached directly to amine units present in a nonchromophoric polymer backbone. In a preferred embodiment of the invention the backbone is a homopolymer or copolymer of vinylamine. These colorants find special utility as nonabsorbable colorants for edibles, especially foods and beverages, where their yellow hue is an excellent color match for existing monomeric azo food colors such as tartrazine, and as components of acid-insoluble pigment lakes which are themselves suitable for use in edibles.Type: GrantFiled: January 2, 1979Date of Patent: February 10, 1981Assignee: DynapolInventors: Daniel J. Dawson, Kenneth M. Otteson, Roman Davis
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Patent number: 4249019Abstract: A carboxylic ester is produced in one step in a high yield and with a high selectivity by reacting an aldehyde with an alcohol in the presence of oxygen by using a catalyst comprising (I) palladium, (II) at least one compound selected from the group consisting of lead compounds, thallium compounds and mercury compounds and (III) at least one compound selected from the group consisting of alkali metal compounds and alkaline earth metal compounds.Type: GrantFiled: November 13, 1978Date of Patent: February 3, 1981Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Nobuhiro Tamura, Yohei Fukuoka, Setsuo Yamamatsu, Yoshio Suzuki, Ryoichi Mitsui, Tadayuki Ibuki
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Patent number: 4243572Abstract: A plasticizer for polyvinyl butyral wherein the plasticizer is an alkyl alkylaryl adipate and particularly a benzyl alkyl adipate. The plasticized polyvinyl butyral is specially useful in the manufacture of transparent sheets and particularly as an interlayer for laminated safety glass.Type: GrantFiled: November 19, 1979Date of Patent: January 6, 1981Assignee: Saint-Gobain IndustriesInventor: Daniel Dages
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Patent number: 4237312Abstract: In the oxidation of acyclic conjugated dienes, recovery and recycle of the oxidation catalyst is accomplished by distilling off the oxidation solvent, extraction of the oxidation product with a suitable solvent, and removal of the extraction solvent residue from the catalyst, and recycle of the catalyst to the oxidation step.Type: GrantFiled: April 2, 1979Date of Patent: December 2, 1980Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4234740Abstract: A process for preparing a diester of a dicarboxylic acid having two more carbon atoms than the unsaturated hydrocarbon used as the starting material, which comprises subjecting an unsaturated hydrocarbon, carbon monoxide and an alcohol to reaction in the presence of a platinum group metal or a salt thereof; a compound selected from the group consisting of nitric acid, a nitrogen oxide and an ester of nitrous acid; and a halogen compound.Type: GrantFiled: November 28, 1978Date of Patent: November 18, 1980Assignee: Ube Industries, Ltd.Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga, Takumi Kadota
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Patent number: 4233230Abstract: A process for preparing esters and halides is disclosed comprising the step of reacting a cyclic olefin having the formula I ##STR1## wherein R.sub.1 and R.sub.4 are the same or different from each other and each represents hydrogen, methyl, or ethyl;R.sub.2 and R.sub.3 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms; andn represents a whole number from 2 to 12, with an acyclic olefin having the formula II ##STR2## wherein R.sub.5 represents hydrogen, methyl, ethyl or the group ##STR3## wherein R.sub.12 and R.sub.13 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms;Y represents halogen; an acyloxy group R.sub.14 --CO--O wherein R.sub.14 represents alkyl containing 1-12 carbon atoms, phenyl or phenyl alkyl containing 7-12 carbon atoms, or an oxycarbonyl group R.sub.15 --O--CO wherein R.sub.Type: GrantFiled: May 4, 1978Date of Patent: November 11, 1980Assignee: Rhone-Poulenc IndustriesInventor: Jean Otton
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Patent number: 4230881Abstract: A method for the preparation of organic esters of oxalic acid by reaction of carbon monoxide under pressure with the corresponding alcohol is disclosed, the improvement consisting in the use of a quite particular catalyst system. The catalyst is a binary system in which the principal member is a palladium complex and the co-catalyst is a compound, preferably an organic compound having an acidic nature, no matter how weak.Type: GrantFiled: April 6, 1978Date of Patent: October 28, 1980Assignee: Snamprogetti, S.p.A.Inventors: Ugo Romano, Franco Rivetti
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Patent number: 4229587Abstract: A process for preparing aromatic esters by oxyacylation which comprises contacting benzene or an aryl alkyl compound with a carboxylic acid and oxygen in the vapor phase in the presence of a catalytically effective amount of a catalyst comprising an oxide of uranium and at least one oxide selected from the group consisting of arsenic, antimony and bismuth oxide.Type: GrantFiled: December 26, 1978Date of Patent: October 21, 1980Assignee: National Distillers and Chemical CorporationInventor: Jawad H. Murib
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Patent number: 4229589Abstract: A process for preparing a diester of oxalic acid which comprises bringing carbon monoxide into contact with an ester of nitrous acid in the liquid phase, in the presence of metallic palladium or a salt thereof, preferably with introduction of a gas containing molecular oxygen into the reaction system, more preferably with further incorporation of an alcohol in the reaction system.Type: GrantFiled: August 31, 1978Date of Patent: October 21, 1980Assignee: UBE Industries, Ltd.Inventors: Kenji Nishimura, Shinichiro Uchiumi, Kozo Fujii, Keigo Nishihira, Masayoshi Yamashita, Hiroshi Itatani
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Patent number: 4229591Abstract: A process for preparing a diester of oxalic acid which comprises bringing carbon monoxide into contact with an ester of nitrous acid or with an alcohol and a nitrogen oxide or a hydrate of the nitrogen oxide in the gaseous phase in the presence of a solid catalyst containing metallic palladium or a salt thereof, a gas containing molecular oxygen being introduced into the reaction system in cases where said nitrogen oxide or a hydrate of the nitrogen oxide requires molecular oxygen together with the alcohol to form an ester of nitrous acid.Type: GrantFiled: August 31, 1978Date of Patent: October 21, 1980Assignee: UBE Industries, Ltd.Inventors: Kenji Nishimura, Kozo Fujii, Keigo Nishihira, Masaoki Matsuda, Shinichiro Uchiumi
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Patent number: 4226808Abstract: Described are D-(threo)-1-p-substituted phenyl-2-dihalogeno-.alpha.-deuterioalkanoylamido-1,3-propanediols and their use as antibacterial agents.Type: GrantFiled: August 17, 1979Date of Patent: October 7, 1980Assignee: Schering CorporationInventor: Tattanahalli L. Nagabhushan
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Patent number: 4224455Abstract: New reactive surfactants or emulsifiers useful in a broad range of emulsion polymerization processes are provided, along with processes for making and using such. The reactive surfactants are comprised of ring sulfonated half esters of maleic anhydride with alkoxylated alkyl arylols.Type: GrantFiled: November 13, 1978Date of Patent: September 23, 1980Assignee: Stepan Chemical CompanyInventor: Julius H. Deutsch
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Patent number: 4222964Abstract: 2-(2,2-Dihalovinyl-3,3-dimethylcyclopropyl)ethanal is a new chemical compound and useful intermediate in the preparation of certain pyrethroid esters. It is prepared by hydrolysis of 2-[2-(2,2-dihalovinyl)-3,3-dimethylcyclopropyl]ethylidene diacetate, preferably in the presence of an acid.Type: GrantFiled: July 9, 1979Date of Patent: September 16, 1980Assignee: Shell Oil CompanyInventors: Johannes Van Berkel, Johannes L. M. Syrier, Hendrik C. Kelderman
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Patent number: 4221916Abstract: Saturated vicinal esters produced by reacting olefins with carboxylic acid and anhydrides thereof in the presence of oxygen and a vanadium- or ruthenium-containing catalyst.Type: GrantFiled: August 25, 1978Date of Patent: September 9, 1980Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4221917Abstract: Monoolefins and diolefins are converted to corresponding esters in a process by contacting together at least one monoolefin, diolefin or mixture thereof, oxygen, at least one iodosoaryl dicarboxylate and at least one carboxylic acid, carboxylic acid anhydride or mixture thereof.Type: GrantFiled: March 3, 1978Date of Patent: September 9, 1980Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4220800Abstract: Saturated vicinal esters are produced by reacting olefins with carboxylic acids and oxygen in the presence of a boron-containing catalyst component.Type: GrantFiled: September 5, 1978Date of Patent: September 2, 1980Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4217290Abstract: This invention consists of a process for preparing bifunctional aliphatic organic compounds of at least 6 carbon atoms, wherein a cycloaliphatic oxyhydroperoxide is reacted with an alpha-olefine having its double bond activated by a conjugate electron-attracting group, in the presence of a bivalent Cr salt, a bivalent V salt or a trivalent Ti salt.Type: GrantFiled: June 20, 1979Date of Patent: August 12, 1980Assignee: Brichima S.p.A.Inventors: Paolo Maggioni, Francesco Mauri, Attilio Citterio
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Patent number: 4214068Abstract: Phenolic curing agents, especially suitable for use in powder coatings, are prepared by reacting a dihydric phenol (diphenylol propane), a diepoxide (liquid diglycidyl ether of diphenylol propane), and a dicarboxylic acid (adipic acid) with the phenolic functionality in excess over the difference between the epoxy functionality and the acid functionality.Type: GrantFiled: May 10, 1979Date of Patent: July 22, 1980Assignee: Shell Oil CompanyInventors: Gerardus C. M. Schreurs, Werner Th. Raudenbusch, Theodorus N. Visser
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Patent number: 4209411Abstract: Methylol polyester derivatives of C.sub.12 -C.sub.22 hydrocarbon substituted succinic anhydride or acid which are the equimolar reaction products of said C.sub.12 -C.sub.22 hydrocarbon substituted succinic anhydride or acid and a cyclic poly(methylol) compound provide activity: in fuels as rust inhibitors; in automatic transmission fluids as copper corrosion inhibitors; and, in automotive, industrial and lubricating oils as sludge dispersants, rust-inhibitors, friction reducers (lubricity agents) and copper alloy corrosion inhibitors.Type: GrantFiled: March 23, 1979Date of Patent: June 24, 1980Assignee: Exxon Research & Engineering Co.Inventors: Esther D. Winans, Jack Ryer, Antonio Gutierrez, Harold Shaub
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Patent number: 4198522Abstract: This disclosure describes 4-monoalkylaminophenyl carbinols (primary, secondary, and tertiary alcohols) and with derivatives and salts thereof useful as hypolipidemic and anti-atherosclerotic agents.Type: GrantFiled: September 27, 1977Date of Patent: April 15, 1980Assignee: American Cyanamid CompanyInventor: Robert G. Shepherd
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Patent number: 4194052Abstract: A sulfonic acid salt of an acyloxyalkylamine is prepared by reaction of an organic acid or amino-acid with a sulfonic acid salt of an alkanolamine. Isocyanates are prepared therefrom by reaction with phosgene.Type: GrantFiled: May 1, 1969Date of Patent: March 18, 1980Assignee: Rohm and Haas CompanyInventors: Sheldon N. Lewis, Jerome F. Levy
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Patent number: 4180676Abstract: A catalyst comprising a uranium compound, an alkali metal ion, and a halide, is effective to convert conjugated dienes in carboxylic acid media to diacyloxy olefins.Type: GrantFiled: August 25, 1977Date of Patent: December 25, 1979Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4176232Abstract: A sulfonic acid salt of an acyloxyalkylamine is prepared by reaction of an organic acid or amino-acid with a sulfonic acid salt of an alkanolamine. Isocyanates are prepared therefrom by reaction with phosgene.Type: GrantFiled: June 27, 1968Date of Patent: November 27, 1979Assignee: Rohm and Haas CompanyInventors: Sheldon N. Lewis, Jerome F. Levy
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Patent number: 4171450Abstract: A process for the preparation of an unsaturated diester having the formula ##STR1## wherein R is an alkyl group of from 1 to 8 carbon atoms or an aralkyl group containing 6 carbon atoms in the ring and from 1 to 4 carbon atoms in the alkyl substituent, and R.sub.1 to R.sub.4 is hydrogen, a halogen, an alkyl group of from 1 to 4 carbon atoms or an aryl group containing 6 carbon atoms in the ring, by reacting carbon monoxide and oxygen with a diolefin having the formula ##STR2## wherein R.sub.1 to R.sub.4 which may be the same or different is as hereinabove described, in the presence of a catalytic amount of a platinum group metal compound, a copper for iron oxidant salt compound and a stoichiometric amount of a dehydrating agent.Alternatively, a ligand or coordination complex compound of the metal salt compound, and catalytic quantities of an alcohol may be employed.Type: GrantFiled: June 22, 1977Date of Patent: October 16, 1979Assignee: Atlantic Richfield CompanyInventors: Haven S. Kesling, Jr., Lee R. Zehner
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Patent number: 4166913Abstract: A process for the preparation of an unsaturated diester having the formula ##STR1## wherein R is an alkyl group of from 1 to 8 carbon atoms or an aralkyl group containing 6 carbon atoms in the ring and from 1 to 4 carbon atoms in the alkyl substituent and R.sub.1 to R.sub.4 is hydrogen, a halogen, an alkyl group of from 1 to 4 carbon atoms or an aryl group containing 6 carbon atoms in the ring, by reacting carbon monoxide, oxygen, at least a stoichiometric amount of an enol ether or alkoxycycloalkene and at least an equal molar quantity of an alcohol based on the enol ether or alkoxycycloalkene, with a diolefin having the formula ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 which may be the same or different is as hereinabove described, in the presence of a catalytic amount of a platinum group metal compound and a copper or iron oxidant salt compound.Alternatively, a ligand or coordination complex compound of the metal salt compound may be employed as a co-catalyst.Type: GrantFiled: July 8, 1977Date of Patent: September 4, 1979Assignee: Atlantic Richfield CompanyInventors: Haven S. Kesling, Jr., Lee R. Zehner
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Patent number: 4165432Abstract: Compounds containing peroxy linkages connecting similar polyol ester constituents are described. These peroxy di-ester polyols are prepared by the direct esterification of peroxy diacids with polyols, in the presence of a strong mineral acid catalyst. The peroxy di-ester polyol products function as free radical initiators and grafting bases in the graft copolymerization of unsaturated monomers with polyols. These graft copolymers are useful in the formulation of polyurethanes.Type: GrantFiled: October 18, 1977Date of Patent: August 21, 1979Assignee: Olin CorporationInventors: Frank J. Preston, Theodore C. Kraus, Kiran B. Chandalia
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Patent number: 4164615Abstract: A catalyst comprising a titanium compound, an alkali metal ion, and a halide, is effective for the conversion of conjugated diolefins to diacyloxy olefins.Type: GrantFiled: August 25, 1977Date of Patent: August 14, 1979Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4163758Abstract: 2-Nitroethylcyclopentane compounds represented by the formula (I) ##STR1## wherein X represents a ##STR2## R and R.sup.1 each represents a hydrogen atom or a protective group for a hydroxy group, R.sup.2 represents an unsubstituted or substituted alkyl group having 1 to 8 carbon atoms and R.sup.5 represents a hydrogen atom or an alkyl group havng 1 to 4 carbon atoms, which are useful as intermediates for the synthesis of prostaglandin compounds, and a process for preparing the 2-nitroethylcyclopentane compounds of the formula (I).Type: GrantFiled: September 6, 1978Date of Patent: August 7, 1979Assignee: Sagami Chemical Research CenterInventors: Kiyosi Kondo, Daiei Tunemoto, Teruo Umemoto
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Patent number: 4162363Abstract: Conjugated dienes or monoolefins are converted to diesters in a process utilizing a catalyst system comprising an alkali metal compound and a sulfur source comprising elemental sulfur or a sulfur halide, optionally with a halide source, in carboxylic acid media.Type: GrantFiled: August 25, 1977Date of Patent: July 24, 1979Assignee: Phillips Petroleum CompanyInventor: Paul R. Stapp
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Patent number: 4154958Abstract: A new class of thermally labile compounds having rust inhibiting properties is disclosed and claimed. The compounds (or formulations thereof) are especially useful as rust inhibitors when used either alone in distillate hydrocarbon fuels or in multi-purpose additive mixtures for distillate hydrocarbon fuels having a major proportion of hydrocarbon fuel distilling within the gasoline distillation range or other oil compositions to provide rust protection in fuel distribution systems which operate at ambient temperature (e.g., pipelines, tank trucks, and storage tanks). Preferred embodiments of the invention are alkylammonium carboxylate salt-ethoxylated alkyl phenol esters of a dicarboxylic acid.Type: GrantFiled: October 22, 1976Date of Patent: May 15, 1979Assignee: Rohm and Haas CompanyInventors: Joseph M. Bollinger, Richard H. Hanauer, Warren H. Machleder
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Patent number: 4150237Abstract: Compounds of the structure R(SCH.sub.2 CHOHCH.sub.2 X).sub.n when n=1 to 4 and R is a hydrocarbon, ether, ester, acetal, hydroxy aliphatic, hydroxy aromatic, imide or amide group or halogenated derivatives thereof are prepared by reacting 1-halo-3-mercapto-2-propanol with an aliphatically unsaturated compound using free radical initiators as catalysts. The compounds in which R is an unsaturated or polyunsaturated aliphatic hydrocarbon group of 2 to 24 carbon atoms, or an unsaturated or polyunsaturated cycloaliphatic group, and those in which the aliphatic or cycloaliphatic group is connected through two or more of the polyunsaturated to two or more --S--CH.sub.2 CHOHCHCl groups, and compounds where R is an alkylene or polyalkylene substituted aromatic group and the hydroxy, thioalkyl, alkoxy, aryloxy, ester, carbamidoalkyl and sulfamidoalkyl, halogenated derivatives of said groups are new compounds. The thioether halohydrins can be converted to epoxides.Type: GrantFiled: January 16, 1976Date of Patent: April 17, 1979Assignee: The Dow Chemical CompanyInventors: Richard A. Hickner, Corwin J. Bredeweg
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Patent number: 4145559Abstract: Esters of 4-substituted 2-methyleneglutaric acids are prepared by reacting an ester of acrylic acid with an ester of an .alpha.-substituted acrylic acid, such as an ester of methacrylic acid, in the presence of a tertiary organic phosphine, an organic phosphorus triamide, an organic phosphonous diamide, or an organic phosphinous amide.Type: GrantFiled: November 6, 1974Date of Patent: March 20, 1979Assignee: Rohm and Haas CompanyInventors: Joseph W. Nemec, Richard B. Wuchter
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Patent number: 4145556Abstract: Novel N,N'-bis?(alkylhydroxyphenyl)alkanoyloxyhydrocarbyl!oxamides which can be prepared by reacting an alkylhydroxyphenylalkanoic acid, an ester or anhydride thereof or a corresponding acid halide with an N,N'-bis(hydroxyhydrocarbyl)oxamide, are useful as stabilizers of organic materials normally subject to oxidative deterioration, e.g. polymers such as polyolefins.Type: GrantFiled: December 21, 1977Date of Patent: March 20, 1979Assignee: Monsanto CompanyInventors: Richard H. Hirsch, William H. Selcer
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Patent number: 4138580Abstract: A process for preparing a diester of a dicarboxylic acid having two more carbon atoms than the unsaturated hydrocarbon used as a starting material, which comprises subjecting an unsaturated hydrocarbon, carbon monoxide and an alcohol to reaction in the presence of a platinum group metal in combination with one or more compounds selected from the group consisting of nitric acid, a nitrogen oxide and an ester of nitrous acid.Type: GrantFiled: September 29, 1977Date of Patent: February 6, 1979Assignee: Ube Industries, Ltd.Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga
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Patent number: 4132702Abstract: Compounds of the formula I ##STR1## in which R.sub.1 and R.sub.2 independently of one another denote alkyl, cycloalkyl or aralkyl, R.sub.3 denotes hydrogen or, conjointly with R.sub.1, denotes tetramethylene, R.sub.4 denotes hydrogen or lower alkyl or, conjointly with R.sub.2, denotes tetramethylene, R.sub.5 denotes hydrogen, alkyl, aralkyl, acyloxyalkyl, oxaalkyl or phenyl, R.sub.6 denotes hydrogen, alkhyl, phenyl or the group or, conjointly with R.sub.5, denotes alkylene, R.sub.7 denotes hydrogen, alkyl, phenyl, benzyl or alkylphenyl or, conjointly with R.sub.5 or R.sub.6, denotes alkylene or, conjointly with R.sub.5 and R.sub.6, denotes alkanetriyl, R.sub.5, R.sub.6 and R.sub.7 together containing at least one carbon atom, Y denotes --O-- or --NH--, P denotes 1, 2, 3 or 4 and A denotes hydrogen or a group which is derived from an organic or inorganic oxygen acid A-(OH).sub.p, are suitable for stabilizing organic material against thermo-oxidative degradation.Type: GrantFiled: July 27, 1976Date of Patent: January 2, 1979Assignee: Ciba-Geigy CorporationInventors: Andreas Schmidt, Kurt Schwarzenbach
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Patent number: 4128532Abstract: The instant invention is broadly directed to novel polyether esters and the use thereof in manufacturing polyurethane resins. The novel products are produced by esterifying an alkoxylated, halogenated bisphenol, a polycarboxylic acid and a dihydric alcohol.Type: GrantFiled: November 21, 1977Date of Patent: December 5, 1978Assignee: Bayer AktiengesellschaftInventors: Erich Eimers, Rolf Dhein, Rolf Wiedermann
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Patent number: 4127736Abstract: An asymmetric synthesis of optically active prostaglandin F.sub.2.alpha. from cyclopentadiene including intermediates in this synthesis.Type: GrantFiled: September 19, 1977Date of Patent: November 28, 1978Assignee: Hoffmann-La Roche Inc.Inventors: Naresh K. Chadha, John J. Partridge, Jr., Milan R. Uskokovic
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Patent number: 4112235Abstract: Carboxylic acids may be esterified by reaction with esters in the presence of a catalytic amount of a tin halide catalyst, the reaction being effected at temperatures ranging from about 0.degree. to about 150.degree. C.Type: GrantFiled: October 28, 1976Date of Patent: September 5, 1978Assignee: UOP Inc.Inventor: Louis Schmerling
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Patent number: 4105792Abstract: Prostan-1-ol esters and intermediates for their preparation are described; the former compounds exhibit improved organ specificity and a longer duration of activity at lower dosages than the corresponding non-esterified prostaglandins and are useful, inter alia, in triggering abortion, inducing labor and regulating the menstrual cycle.Type: GrantFiled: May 25, 1976Date of Patent: August 8, 1978Assignee: Schering AktiengesellschaftInventors: Werner Skuballa, Bernd Raduchel, Helmut Vorbruggen, Walter Elger, Olaf Loge, Eckehard Schillinger
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Patent number: 4103091Abstract: This invention provides intermediates which are essential for a new chemical method which converts terrein, a fungal metabolite, to an intermediate which is known to be useful for the preparation of prostaglandins of the C series and analogs of other prostaglandins.Type: GrantFiled: July 22, 1976Date of Patent: July 25, 1978Assignee: The Ohio State University Research FoundationInventors: Lester Allen Mitscher, George Winfred Clark, III, Gordon Herman Bokelman
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Patent number: 4083990Abstract: The present invention relates to novel not naturally occurring 10,11-dihydro-derivatives of prostaglandins of the A-series as well as a process for their preparation. The compounds of the invention have an antiprostaglandin effect and may be used as medicaments for the inhibition or suppression of pharmacological properties of the prostaglandins.Type: GrantFiled: June 23, 1976Date of Patent: April 11, 1978Assignee: Hoechst AktiengesellschaftInventors: Milos Babej, Wilhelm Bartmann, Gerhard Beck, Ulrich Lerch
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Patent number: 4076949Abstract: A process for the preparation of oxalate esters by reacting an alcohol with a mixture of carbon monoxide and oxygen in the presence of a catalytic mixture of:(a) a palladium, rhodium, platinum, copper, or cadmium metal salt compound or mixture thereof,(b) an aliphatic, cycloaliphatic, aromatic or heterocyclic amine or ammonia,(c) a copper (I), copper (II), iron (II) or iron (III) oxidant salt compound, and(d) an ammonium or substituted ammonium salt compound or acid with a counterion other than a halide.Alternatively a ligand or coordination complex compound of the metal salt compound may be employed.Type: GrantFiled: May 9, 1977Date of Patent: February 28, 1978Assignee: Atlantic Richfield CompanyInventor: Lee R. Zehner
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Patent number: 4074061Abstract: Disclosed is an unsaturated polyester containing formal linkages. The polyester is comprised of the following repeating unit ##STR1## wherein X is a positive integer from 2 to 10, R is the divalent radical remaining after removal of the terminal carboxyl group from an .alpha.,.beta.-ethylenically unsaturated dicarboxylic acid, and R' is the divalent radical remaining after removal of the terminal hydroxyl groups from an aliphatic or cycloaliphatic glycol. The polyesters of this invention exhibit a combination of a desirable hardness and a desirable impact strength upon curing.Type: GrantFiled: October 26, 1976Date of Patent: February 14, 1978Assignee: Eastman Kodak CompanyInventor: Harry R. Musser