Cyclic Alcohol Moiety Patents (Class 560/193)
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Patent number: 4540687Abstract: 6-(2-Amino-2-[4-acyloxyphenyl]acetamido)penicillanoyloxymethyl esters of penicillanic acid 1,1-dioxide are useful as antibacterial agents. Derivatives of the aforesaid antibacterial agents which have an amino protecting group on the amino function in the 2-amino-2-(4-acyloxyphenyl)acetamido side chain are useful intermediates to the antibacterial agents themselves.Type: GrantFiled: August 12, 1982Date of Patent: September 10, 1985Assignee: Pfizer Inc.Inventor: Michael S. Kellogg
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Patent number: 4539421Abstract: The title compounds correspond to the formula ##STR1## and are useful as stabilizers for organic polymers and lubricating oils to counteract the degradative effects of heat, light and air.Type: GrantFiled: October 11, 1983Date of Patent: September 3, 1985Assignee: Ciba-Geigy CorporationInventors: John D. Spivack, Stephen D. Pastor, Paul Odorisio
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Patent number: 4539424Abstract: Linear esters, e.g., alkyl adipates, are facilely prepared by reacting an alcohol and carbon monoxide with a monoolefin, in the presence of cobalt, optionally hydrogen, and a tertiary nitrogen base, and in a reaction solvent which comprises a 5- or 6-membered monoheterocycle containing from 1 to 3 identical or different, non-adjacent oxygen and divalent sulfur heteroatoms, with the proviso that such heterocycle can also contain from one to two carbon-carbon double bonds, and, if a 5-membered heterocycle, can also contain a nitrogen heteroatom separated from an oxygen or sulfur heteroatom by at least one ring carbon atom and linked to one of the adjacent carbon atoms by a double bond.Type: GrantFiled: October 19, 1983Date of Patent: September 3, 1985Assignee: Rhone-Poulenc Chimie de BaseInventor: Jean Jenck
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Patent number: 4537987Abstract: Pure monoesters of adipic acid are prepared by a process in which(a) a pentenoate is reacted with carbon monoxide and hydrogen at from 90.degree. to 140.degree. C. and under from 5 to 300 bar in the presence of a carbonyl complex of cobalt or of rhodium, and a 5-formylvalerate is separated off, and(b) the 5-formylvalerate thus obtained is oxidized with molecular oxygen, or with a gas containing this, at from 20.degree. to 100.degree. C. under from 1 to 10 bar.Type: GrantFiled: July 11, 1984Date of Patent: August 27, 1985Assignee: BASF AktiengesellschaftInventors: Heinz-Walter Schneider, Wolfgang Richter, Walter Disteldorf, Rudolf Kummer
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Patent number: 4533723Abstract: Semi-esters of polyisobutylenesuccinic acid having the formula ##STR1## in which R.sup.1 is a polyisobutylene radical with a molecular weight of 100 to 20,000,R.sup.2 andR.sup.3 are different from one another and one of these two radicals is a hydrogen radical and the other one of the groups ##STR2## in which R.sup.4, R.sup.5 is a hydrogen or methyl radical, andR.sup.6 is a methyl or ethyl radical.The invention furthermore relates to processes for synthesizing these compounds as well as to preparations which can be converted by radiation into adhesives.Type: GrantFiled: June 28, 1984Date of Patent: August 6, 1985Assignee: TH. Goldschmidt AGInventor: Christian Weitemeyer
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Patent number: 4523028Abstract: Acrylic or methacrylic terminated unsaturated maleate or fumarate oligomers are disclosed. The oligomers can be reacted with other ethylenically unsaturated compounds through the acrylate, methacrylate, or maleate/fumarate functionality, they can also be reacted with amines through Michael addition to the acrylic or maleate unsaturation with or without a post reaction through the methacrylate functionality.Type: GrantFiled: February 13, 1984Date of Patent: June 11, 1985Assignee: Rohm and Haas CompanyInventor: Everett J. Kelley
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Patent number: 4521614Abstract: Esters, e.g., alkyl adipates, are facilely prepared by carbonylation among an alcohol, carbon monoxide and a monoolefin, e.g., an alkyl pentenoate, in the presence of a catalytically effective amount of cobalt and a tertiary nitrogen base, and optionally hydrogen, said reaction being carried out in an aromatic hydrocarbon reaction medium bearing from 1 to 3 nuclear substituents, and said substituents comprising cyano or a radical of the formula R--Y-- having up to 20 carbon atoms, wherein Y is a direct valence bond, an oxygen atom, a sulfur atom, a carbonyl group or a carbonyloxy group (--CO--O--), with R being bonded to the oxygen of the group --CO--O--, and R is alkyl, aralkyl or or aryl, or a cyano substituted such R--Y-- radical, or a radical R--Y-- which includes one of the divalent bridges --O--, --CO-- or --CO--O-- along its skeletal carbon chain, with the proviso that at least one of said substituents is either cyano or a radical R--Y-- wherein Y is other than a direct valence bond.Type: GrantFiled: May 3, 1983Date of Patent: June 4, 1985Assignee: Rhone-Poulenc Chimie De BaseInventor: Jean Jenck
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Patent number: 4518796Abstract: A method for preparing a carboxylic ester by reacting an aldehyde with an alcohol in the presence of oxygen with a catalyst, characterized in that the catalyst is a solid catalyst comprising palladium and bismuth, which may form an intermetallic compound, and which catalyst may comprise an alkali metal compound or an alkaline earth metal compound. The aforesaid catalyst avoids decomposition reactions simultaneously with the desired reaction, and therefore, the desired compound can be obtained in a high yield.Type: GrantFiled: May 13, 1980Date of Patent: May 21, 1985Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Atsushi Aoshima, Yoshio Suzuki, Setsuo Yamamatsu, Tatsuo Yamaguchi
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Patent number: 4518795Abstract: The di-ester of beta-pentabromophenoxyethanol and succinic acid, bis(beta-pentabromophenoxyethyl) succinate, is prepared by mono-ethoxylating pentabromophenol with ethylene oxide, then esterifying the resulting pentabromophenoxyethanol with succinic acid. The di-ester is a flame retardant for ABS.Type: GrantFiled: December 2, 1982Date of Patent: May 21, 1985Assignee: Borg-Warner Chemicals, Inc.Inventor: Yuval Halpern
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Patent number: 4515974Abstract: Fumaric acid monoesters can be prepared by introducing a hydroxyl compound at a rate corresponding to the progress of the reaction into a solution or a melt of maleic anhydride, which may optionally be substituted, if appropriate in the presence of a cis-trans catalyst. New fumaric acid monoesters can be formed by the process.Type: GrantFiled: June 25, 1982Date of Patent: May 7, 1985Assignee: Bayer AktiengesellschaftInventors: Wilfried Zecher, Rudolf Merten
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Patent number: 4514190Abstract: A lubricant and fuel composition comprising di-n-hexyl 1,3-cyclohexanedicarboxylate.Type: GrantFiled: January 16, 1984Date of Patent: April 30, 1985Assignee: Standard Oil Company (Indiana)Inventors: Thomas J. Cousineau, John A. Cengel
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Patent number: 4508917Abstract: Alkyl adipates are prepared by reacting an alcohol and carbon monoxide with an alkyl pentenoate in the presence of (i) a catalytically effective amount of a cobalt catalyst, (ii) a tertiary nitrogen base, and (iii) hydrogen, with the hydrogen comprising at least 0.1% by volume of the carbon monoxide, and said reaction being carried out in (iv) an aromatic hydrocarbon or substituted aromatic hydrocarbon reaction medium.Type: GrantFiled: March 29, 1983Date of Patent: April 2, 1985Assignee: Rhone-Poulenc Chimie de BaseInventor: Jean Jenck
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Patent number: 4507494Abstract: In a process for preparing a diester of oxalic acid by the vapor phase catalytic reaction of carbon monoxide with an ester of nitrous acid in the presence of a catalyst composed of a solid carrier and a catalyst component supported on the carrier, the improvement wherein said catalyst component is composed of(a) a platinum-group metal or a salt thereof, and(b) at least one member selected from the group consisting of Ti and an oxide thereof.Type: GrantFiled: January 24, 1983Date of Patent: March 26, 1985Assignee: Ube Industries, Ltd.Inventors: Haruhiko Miyazaki, Yasushi Shiomi, Satoru Fujitus, Katsuro Masunaga, Hiroshi Yanagisawa
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Patent number: 4506091Abstract: A process for preparing esters which comprises reacting a polycarboxylic acid with an excess of alcohol and in the presence of an organotitanate catalyst, treating the crude mixture with a suitable chelate compound, removing the unreacted alcohol and hydrolyzing the treated titanium catalyst residues with steam, and recovering the purified ester by filtration.Type: GrantFiled: September 1, 1983Date of Patent: March 19, 1985Inventor: Donald L. Deardorff
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Patent number: 4500463Abstract: Polyprenyl carboxylic acid derivatives having the general formula (I): ##STR1## in which n is an integer of from 2 to 4, R.sub.1 represents the hydrogen atom or a protecting group for the carboxylic acid group, and R.sub.2 represents a hydroxymethyl, formyl or carboxyl group, are disclosed. A process for the preparation of the polyprenyl carboxylic acid derivative involving microbiological oxidation using a strain belonging to the genus Nocardia is disclosed. The compounds have anti-ulcer activity and hypotensive activity. The compounds also are useful as intermediates for preparing polyprenyl carboxylic acids of the formula ##STR2## and esters thereof, wherein l is an integer of from 4 to 11. The polyprenyl carboxylic acids and esters thereof have hypotensive activity and anti-ulcer activity.Type: GrantFiled: May 1, 1981Date of Patent: February 19, 1985Assignees: Eisai Co., Ltd., Agency of Industrial Science & TechnologyInventors: Akio Sato, Kenji Nakajima, Yoshimasa Takahara, Shizumasa Kijima, Yuichi Inai, Yoshiyuki Kohara, Yoshiyuki Kawakami, Tomio Tsurugi
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Patent number: 4487919Abstract: This invention relates to new linear polyester waxes which contain as the acid member at least about 75 mol percent 1,12-dodecanedioic acid. The polyester waxes may be viscous liquids, amorphous or semicrystalline solids with melting points less than about 100.degree. C. These polyester waxes are useful as modifiers for ethylene/vinyl acetate copolymer based adhesives and as additives to improve the hardness of polyolefin coatings.Type: GrantFiled: June 30, 1983Date of Patent: December 11, 1984Assignee: Eastman Kodak CompanyInventors: Jimmy R. Trotter, Frederick B. Joyner, Richard L. McConnell
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Patent number: 4487958Abstract: A process is disclosed for preparing a diester of oxalic acid by contacting carbon monoxide and an ester of nitrous acid in the vapor state under a pressure in the presence of a supported palladium monolith catalyst.Type: GrantFiled: September 30, 1982Date of Patent: December 11, 1984Assignee: Union Carbide CorporationInventors: Bernard C. Ream, Joseph P. Henry, Louis A. Kapicak
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Patent number: 4485258Abstract: (3-Aminopropoxy)bibenzyl derivatives are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.Type: GrantFiled: July 29, 1982Date of Patent: November 27, 1984Assignee: Mitsubishi Chemical Industries LimitedInventors: Ryoji Kikumoto, Harukazu Fukami, Hiroto Hara, Kunihiro Ninomiya, Mamoru Sugano
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Patent number: 4485255Abstract: Linear saturated diesters, e.g., dialkyl adipates, are prepared by carbonylating an .alpha.,.beta.-unsaturated ester, e.g., an alkyl pent-2-enoate, with carbon monoxide and an alcohol, in the presence of a cobalt catalyst and a tertiary nitrogen-containing base.Type: GrantFiled: November 29, 1982Date of Patent: November 27, 1984Assignee: Rhone-Poulenc Chimie de BaseInventor: Jean Jenck
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Patent number: 4483969Abstract: This invention relates to new emulsifiable polyester waxes which are linear polyester waxes which are end capped with polyfunctional organic anhydrides. The emulsifiable polyester waxes are generally amorphous or semicrystalline solids with melting points less than about 100.degree. C. These polyester waxes are useful in preparing clear emulsions which can be applied to surfaces to form protective and decorative films or coatings.Type: GrantFiled: June 30, 1983Date of Patent: November 20, 1984Assignee: Eastman Kodak CompanyInventors: Frederick B. Joyner, Jimmy R. Trotter, Richard L. McConnell
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Patent number: 4482702Abstract: Fluorinated prepolymers prepared by non-stoichiometrically reacting an alcohol having at least alcoholic carbons and at least one trifluoromethylene group attached to each alcoholic carbon with a fluorinated polycarboxylic acid having at least one methylene group between each carboxyl group and each fluorinated carbon. The reaction is carried out neat while the reactants are in liquid form and typically in a flowing, non-reactive atmosphere.Type: GrantFiled: December 20, 1983Date of Patent: November 13, 1984Assignee: The United States of America as represented by the Secretary of the NavyInventor: Teddy M. Keller
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Patent number: 4481351Abstract: This invention relates to new branched polyester waxes which contain particular amounts of tri- or tetrafunctional hydroxyl containing compounds. The branched polyester waxes may be semicrystalline or crystalline solids with melting points less than about 200.degree. C. These polyester waxes are useful as modifiers for ethylene/vinyl acetate copolymer based adhesives and as additives to improve the hardness of polyolefin coatings.Type: GrantFiled: June 30, 1983Date of Patent: November 6, 1984Assignee: Eastman Kodak CompanyInventors: Richard L. McConnell, Frederick B. Joyner, Jimmy R. Trotter
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Patent number: 4480087Abstract: This invention relates to new linear polyester waxes which contain as the acid member at least 75 mole percent alkylsuccinic anhydride or alkenylsuccinic anhydride. The polyester waxes may be viscous oils or amorphous or semicrystalline solids with melting points less than about 100.degree. C. These polyester waxes are useful as modifiers for ethylene/vinyl acetate copolymer based adhesives and as additives to improve the hardness of polyolefin coatings.Type: GrantFiled: June 30, 1983Date of Patent: October 30, 1984Assignee: Eastman Kodak CompanyInventors: Jimmy R. Trotter, Frederick B. Joyner, Richard L. McConnell
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Patent number: 4474806Abstract: Sulfonyl or carbonyl derivatives of inositols are found to be effective phospholipase C inhibitors and thereby potent anti-inflammatory and analgesic agents. These inositol derivatives are prepared by condensation of a protected inositol with a substituted sulfonic or carboxylic acid derivative followed by removal of protecting groups.Type: GrantFiled: May 10, 1982Date of Patent: October 2, 1984Assignee: Merck & Co., Inc.Inventors: Thomas R. Beattie, Shu S. Yang
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Patent number: 4473371Abstract: Perfluoroalkyl esters of the formula ##STR1## wherein R.sub.1 denotes C.sub.2 -C.sub.20, preferably C.sub.4 -C.sub.14 -perfluoroalkyl or perfluoroalkoxyperfluoroalkyl, R.sub.2 denotes C.sub.3 -C.sub.4 -alkylene, R.sub.3 denotes C.sub.2 -C.sub.5 -.omega.-epoxyalkyl or C.sub.1 -C.sub.18, preferably C.sub.1 -C.sub.5 -alkyl, which can be substituted by 1 or 2 halogen atoms, preferably chlorine atoms, by hydroxyl groups, by a group of the formula ##STR2## by 1 to 3 groups of the formula --OCO--CX.dbd.CY--COO--(CH.sub.2).sub.m --R.sub.1 or by, in each case, one lower alkoxy, epoxy, lower acyloxy, lower alkoxycarbonyl, lower acylamino, lower hydroxylalkylthio, lower trialkylamino, lower trialkylammonium, phenyl, phenoxy or furanyl group or R.sub.3, in the case where b=0, also denotes C.sub.3 -C.sub.18 -alkenyl, which can be subsituted by hydroxyl groups or a phenyl group; C.sub.3 -C.sub.8 -alkynyl, which can be substituted by hydroxyl groups; cyclohexyl; phenyl, which can be substituted by 1-3 C.sub.1 -C.sub.Type: GrantFiled: August 27, 1982Date of Patent: September 25, 1984Assignee: Hoechst AktiengesellschaftInventors: Erich Schinzel, Emmerich Paszthory
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Patent number: 4473705Abstract: A process for producing an oxalate diester is provided. The oxalate diester is produced by reacting an aliphatic alcohol, carbon monoxide and molecular oxygen at an elevated temperature and under pressure in the presence of a catalyst comprising (1) metallic palladium or a palladium compound, (2) a heteropoly-acid and (3) at least one nitrogen compound selected from the group consisting of nitric acid, nitrogen oxides and esters of nitrous acid.Type: GrantFiled: December 21, 1982Date of Patent: September 25, 1984Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Hiroshi Miyamori, Tadashi Simomura, Mituo Miura, Katsushige Hayashi
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Patent number: 4467109Abstract: There is provided a process for the continuous preparation of a diester of oxalic acid, which comprises a first step of reacting carbon monoxide with an ester of nitrous acid in the gaseous phase; a second step of condensing the gaseous reaction mixture to separate a non-condensed gas from a condensed liquid containing the diester of oxalic acid; a third step of introducing the non-condensed gas of the second step to a regeneration column, thereby contacting it with a gas containing molecular oxygen and an alcohol, and recycling the resulting gas containing an ester of nitrous acid to the reactor of the first step; a fourth step of distilling out an alcohol containing a diester of carbonic acid formed as a by-product of the first step and obtaining a liquid diester of oxalic acid; and a fifth step of introducing the distillate of the fourth step to a hydrolysis column thereby hydrolyzing the diester of carbonic acid in the gas and recycling the alcohol as an alcohol source for the third step.Type: GrantFiled: May 19, 1983Date of Patent: August 21, 1984Assignee: Ube Industries, Ltd.Inventors: Susumu Tahara, Kozo Fujii, Keigo Nishihira, Masaoki Matsuda, Katsuhiko Mizutare
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Patent number: 4461909Abstract: There is provided a process for the continuous preparation of a diester of oxalic acid which comprises a first step of reacting carbon monoxide with an ester of nitrous acid in the gaseous phase; a second step of condensing the gaseous reaction mixture to separate a non-condensed gas from a condensed liquid containing the diester of oxalic acid; a third step of introducing the non-condensed gas of the second step to a regeneration column and thereby contacting it with a gas containing molecular oxygen and an alcohol to regenerate nitrogen monoxide in the non-condensed gas into an ester of nitrous acid so as to bring the concentration of nitrogen monoxide in the gas at the outlet of the column to a level of from 2 to 7% by volume; and a fourth step of recycling the gas of the third step containing the ester of nitrous acid and from 2 to 7% by volume of nitrogen monoxide to the reactor of the first step.Type: GrantFiled: May 19, 1983Date of Patent: July 24, 1984Assignee: Ube Industries, Ltd.Inventors: Susumu Tahara, Kozo Fujii, Keigo Nishihira, Masaoki Matsuda, Katsuhiko Mizutare
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Patent number: 4457868Abstract: A method for conducting transesterification reactions employing a catalyst system comprising metallic sodium and aluminum isopropoxide which provides a facile, high yield, means for producing compounds such as esters of alkyl- and alkyloxy-substituted arylamines.Type: GrantFiled: September 2, 1981Date of Patent: July 3, 1984Assignee: Mobil Oil CorporationInventor: Milton Braid
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Patent number: 4456721Abstract: Compositions comprising ABS and bis(beta-pentabromophenoxyethyl) succinate have good flame retardance and are self-extinguishing in the UL-94 vertical burn test. The compositions may be further compounded with a conventional synergist such as antimony oxide.Type: GrantFiled: December 2, 1982Date of Patent: June 26, 1984Assignee: Borg-Warner Chemicals, Inc.Inventor: Yuval Halpern
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Patent number: 4454342Abstract: Synthesis of dialkyl oxalates by the heterogeneous catalyzed oxidative carbonylation of liquid monohydric saturated alcohols of from 1 to 20 carbon atoms with carbon monoxide and oxygen or an oxygen-containing gas in the presence of a catalytic amount of a catalyst comprising palladium or a salt thereof in combination with a single phase crystalline vanadium-phosphorus containing compound consisting of vanadium in an oxide form and an oxide of phosphorus.Type: GrantFiled: July 13, 1982Date of Patent: June 12, 1984Assignee: Atlantic Richfield CompanyInventors: Anne M. Gaffney, John A. Sofranko
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Patent number: 4447639Abstract: Synthesis of dialkyl oxalates by the heterogeneous catalyzed oxidative carbonylation of liquid monohydric saturated alcohols of from 1 to 20 carbon atoms with carbon monoxide and oxygen or an oxygen-containing gas in the presence of a catalytic amount of a catalyst comprising palladium or a salt thereof in combination with a crystalline vanadium-phosphorus-iron containing compound.Type: GrantFiled: August 6, 1982Date of Patent: May 8, 1984Assignee: Atlantic Richfield CompanyInventors: John A. Sofranko, Anne M. Gaffney
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Patent number: 4438045Abstract: A new composition of matter is revealed.The composition of matter is the condensation product of succinic anhydride, 3-dimethylamino propylamine or 3-dimethyl aminoethanol and a specified glycidyl ether.The composition of matter is useful as an amphoteric surfactant.Type: GrantFiled: December 15, 1982Date of Patent: March 20, 1984Assignee: Texaco Inc.Inventors: Edward C. Y. Nieh, Carter G. Naylor
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Patent number: 4410461Abstract: A catalytic homogeneous liquid phase process for effecting the acyloxylation of toluene to produce the corresponding benzylic ester. The catalyst system comprises Pd(II) and Pb(II) values wherein the palladous element component is associated with a catalytic amount of a tertiary phosphine as a complexed ligand. The indicated catalyst system uniquely facilitates the advantageous use of normally immiscible carboxylic acid reactants for carrying out the underlying benzylic oxidation reaction.Type: GrantFiled: September 18, 1981Date of Patent: October 18, 1983Assignee: Ashland Oil, Inc.Inventor: Peter E. Throckmorton
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Patent number: 4400531Abstract: 4-Vinyl-2-methylenebutanedioic acid and its esters, as well as amide and nitrile analogs of these compounds, are disclosed. These compounds are capable of undergoing a rapid free radical cyclopolymerization reaction. The compounds, themselves, may be used as film-formers (for example, in paints or plastics) or may be used as groups pendant from a backbone, especially a low molecular weight backbone, to form other, more complex film-forming polymer precursor materials.Type: GrantFiled: August 7, 1981Date of Patent: August 23, 1983Assignee: The Procter & Gamble CompanyInventor: Rodney D. Bush
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Patent number: 4395568Abstract: Anionic surface active agents of the general formulae I and II ##STR1## where R.sup.1 is C.sub.1-12 alkyl;A is --(CH.sub.2).sub.n -- (wherein n is 0-6), --CH.dbd.CH--, phenylene, or alkylphenylene;x is an integer of 3 to 35;R.sup.2 is C.sub.8-12 alkyl or alkenyl;Z is --(CH.sub.2 CH.sub.2 O).sub.x H or ##STR2## where x is as defined above; and the salts thereof with inorganic or organic bases.These surfactants have excellent surface active properties and hard water tolerance, and may be prepared by conventional esterification techniques.Type: GrantFiled: October 21, 1980Date of Patent: July 26, 1983Assignee: Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt.Inventors: Attila Molnar, Gyorgy Csermely, Gyorgy Lanyi
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Patent number: 4391827Abstract: Cycloalkanones, cycloalkanols and unsaturated analogs thereof, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, their use for pharmacological and medicinal purposes, intermediates therefor and processes for their preparation.Type: GrantFiled: July 27, 1981Date of Patent: July 5, 1983Assignee: Pfizer Inc.Inventors: Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
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Patent number: 4386103Abstract: Dichloroamino acid derivatives other than .alpha.-dichloroamino acids are prepared from chlorination of corresponding amino acids, and are found to be potent germicidal and fungicidal agents.Type: GrantFiled: January 30, 1981Date of Patent: May 31, 1983Assignee: Merck & Co., Inc.Inventors: Stefano A. Pogany, Takeru Higuchi
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Patent number: 4379939Abstract: A process for the preparation of nitrogen fertilizers, especially oxamide, either indirectly, or directly from oxalate esters, including the regeneration of the quinone oxidant utilized in the formation of the above esters.Preparation of oxalate esters as potential intermediates for nitrogen fertilizers by the oxidative carbonylation of alcohols with carbon monoxide in the presence of a catalytic amount of a platinum group metal salt with or without a corresponding metal oxidant salt and an optionally substituted quinone (substituted or unsubstituted 2,5-cyclohexadiene-1,4-dione). High yields of isolated dialkyl oxalates are obtained by regulating temperature and carbon monoxide pressure and by maintaining essentially anhydrous conditions. In addition, high yields of the hydroquinones (1,4-dihydroxybenzenes) are recovered.Type: GrantFiled: June 30, 1980Date of Patent: April 12, 1983Assignee: Tennessee Valley AuthorityInventors: Robert J. Radel, Jack M. Sullivan
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Patent number: 4375552Abstract: Waste streams from adipic acid manufacture containing nitric, succinic, glutaric and adipic acids and valuable catalytic metal as salts are treated with alcohols, thereby separating, as esters, succinic and glutaric acids which would contaminate pure adipic acid on recycling, and allowing the re-use of the resulting stream containing nitric acid and metal catalytic salts.Type: GrantFiled: June 15, 1970Date of Patent: March 1, 1983Assignee: C. P. Hall CompanyInventor: Vincent P. Kuceski
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Patent number: 4374263Abstract: The invention relates to an esterification process employing as a heterogeneous catalyst an inorganic oxide, e.g. silica, to which there is bonded by reaction with surface hydroxyl groups a sulphonic acid-functionalized silane.Type: GrantFiled: October 24, 1980Date of Patent: February 15, 1983Assignee: The British Petroleum Company LimitedInventors: Ronald D. Hancock, Robert Mackison
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Patent number: 4363817Abstract: Disclosed are C-9 enol acylate analogs of E.sub.1 and E.sub.2 prostaglandins which are variously useful as bronchodilators, gastric anti-secretory agents and cyto-protective agents.Type: GrantFiled: August 27, 1981Date of Patent: December 14, 1982Assignee: Miles Laboratories, Inc.Inventor: William G. Biddlecom
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Patent number: 4356165Abstract: A radioimmunoassay proceedure has been discovered for bupropion [(.+-.)-2-t-butylamino-3-chloropropiophenone], an antidepressant compound, in biological fluids. Novel compounds of formula ##STR1## wherein either R.sub.2 is oxygen and R.sub.1 is (CH.sub.2).sub.n --O--(CO).sub.m --(CH.sub.2).sub.p --COOH where n is an integer from 0 to 5, m is 0 or 1, and p is an integer from 1 to 4; or R.sub.1 is hydrogen and R.sub.2 is N--O--(CH.sub.2).sub.q --COOH where Q is an integer from 1 to 3, and novel methods of making them and novel intermediates useful therein are disclosed. Novel immunogens for raising bupropion specific antisera, and novel methods of making them are disclosed comprising conjugates of the novel compounds and suitable carrier material. The drug is added to the antisera together with novel radiolabeled competitor of formula ##STR2## wherein R' is a suitable radioisotope as described above and R.sub.3 is hydrogen, R.sub.4 is Cl, and R.sub.5 is oxygen, orR' is hydrogen and either(a) R.sub.3 is H and R.Type: GrantFiled: April 14, 1980Date of Patent: October 26, 1982Assignee: Burroughs Wellcome Co.Inventors: John W. A. Findlay, Robert F. Butz, Richard M. Welch
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Patent number: 4347176Abstract: A radioimmunoassay procedure has been discovered for bupropion [(.+-.)-2-t-butylamino-3-chloropropiophenone], an antidepressant compound, in biological fluids. Novel compounds of formula ##STR1## wherein either R.sub.2 is oxygen and R.sub.1 is (CH.sub.2).sub.n --0--(CO).sub.m --(CH.sub.2).sub.p --COOH where n is an integer from 0 to 5, m is 0 or 1, and p is an integer from 1 to 4; or R.sub.1 is hydrogen and R.sub.2 is N--0--(CH.sub.2).sub.q --COOH where q is an integer from 1 to 3, and novel methods of making them and novel intermediates useful therein are disclosed. Novel immunogens for raising bupropion specific antisera, and novel methods of making them are disclosed comprising conjugates of the novel compounds and suitable carrier material. The drug is added to the antisera together with novel radiolabeled competitor of formula ##STR2## wherein R' is a suitable radioisotope as described above and R.sub.3 is hydrogen, R.sub.4 is Cl, and R.sub.5 is oxygen, orR' is hydrogen and either(a) R.sub.3 is H and R.Type: GrantFiled: April 14, 1980Date of Patent: August 31, 1982Assignee: Burroughs Wellcome Co.Inventor: Nariman B. Mehta
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Patent number: 4340749Abstract: An ester of a fluoroaliphatic radical- and aliphatic chlorine-containing alcohol and a mono or polycarboxylic acid useful in carpet treatment.Type: GrantFiled: December 8, 1980Date of Patent: July 20, 1982Assignee: Minnesota Mining and Manufacturing CompanyInventor: Kalyanji U. Patel
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Patent number: 4335246Abstract: Substituted arylamine dye intermediates and their preparation are disclosed.Type: GrantFiled: September 24, 1979Date of Patent: June 15, 1982Assignee: Aziende Colori Nazionali Affini ACNA S.p.A.Inventors: Francesco De Feo, Giovanni Burei, Roberto Cipolli
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Patent number: 4311706Abstract: Novel, transient prodrug forms of dopa and dopamine have (i) the structural formula (I): ##STR1## wherein each R is independently selected from the group consisting of hydrogen, R.sup.3 -CO- and ##STR2## wherein X is O, S or NR.sup.6 ; R.sup.1 is hydrogen or --COOR.sup.8 ; R.sup.2 is hydrogen or OR; R.sup.Type: GrantFiled: January 22, 1980Date of Patent: January 19, 1982Assignee: INTERx Research CorporationInventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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Patent number: 4293555Abstract: Disclosed are 6- and 6,6-disubstituted-2-substituted-oxapen-2-em-3-carboxylic acids of the following structure: ##STR1## wherein: R.sup.1 and R.sup.2 are independently selected from hydrogen, alkyl, alkoxyl, aralkyl, aryl, heterocyclyl and heterocyclylalkyl; R is selected from hydrogen, --OR, --SR, --NR.sub.2, alkyl, aryl, aralkyl, heterocyclyl, or heterocyclylalkyl. Such compounds and their pharmaceutically acceptable salt, and ester derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such compounds, pharmaceutical compositions comprising such compounds and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.Type: GrantFiled: October 10, 1979Date of Patent: October 6, 1981Assignee: Merck & Co., Inc.Inventors: Burton G. Christensen, Frank P. DiNinno
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Patent number: 4284790Abstract: 3-Hydroxylbenzyl compounds of formula, ##STR1## in which each of R.sub.1, R.sub.2 and R.sub.3 is a hydrocarbon group, e.g. alkyl, R.sub.4 is hydrogen or alkyl, or forms with R.sub.1 --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, and Z is either an oxygen- or sulphur-containing group featuring at least one ester or amide moiety, or a disubstituted amino group, Z being bound to the rest of the molecule via the oxygen or sulphur atom, or nitrogen atom, respectively, are useful as antioxidants. Organic materials which are susceptible to the degradative effects of oxygen are treated with one or more of such compounds, e.g. by incorporation into the body of the organic material, in order to be stabilized against such effects.Type: GrantFiled: January 23, 1979Date of Patent: August 18, 1981Assignee: Sandoz Ltd.Inventors: Hans Hinsken, Horst Mayerhoefer, Wolfgang Mueller
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Patent number: RE31245Abstract: 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 18, 1981Date of Patent: May 17, 1983Assignee: UBE Industries, Ltd.Inventors: Kozo Fujii, Keigo Nishihira, Masaoki Matsuda, Shinichiro Uchiumi, Kenji Nishimura, deceased