Thio Ether In Acid Moiety Patents (Class 560/152)
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Patent number: 4774355Abstract: A process for preparing a pentaerythritol-tetrakis(3-alkylthio-propionate) represented by the general formula: ##STR1## wherein R represents an alkyl group having from 8 to 30 carbon atoms, is disclosed, comprising reacting an alkylmercaptan having from 8 to 30 carbon atoms with an acrylic ester or an acrylic amide to form a 3-alkylthio-propionic acid ester or a 3-alkylthio-propionic acid amide, hydrolyzing the ester or amide to form a 3-alkylthio-propionic acid, and then reacting this product with pentaerythritol. The desired product can easily be obtained at high purity and high yield by this process.Type: GrantFiled: October 24, 1986Date of Patent: September 27, 1988Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Hiroyuki Omori, Teruhiko Ishii, Mitsumasa Kaitoh, Shoichiro Mori
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Patent number: 4760061Abstract: Mono- or bis-complex esters or ethers of a phenol derivative of the formulaNU--A--X--R.sup.1wherein NU is a defined mono- or bis-phenolic nucleus including a hydroxyphenyl-hydroxynaphthyl; hydroxyphenyl-hydroxyindanyl, hydroxyphenyl-hydroxybenzothienyl or di-hydroxyphenyl-ethylene or vinylene nucleus; whereinA is alkylene, alkenylene or alkynylene which may be interrupted by phenylene or other linkages, whereinR.sup.1 is hydrogen, or alkyl, alkenyl, cycloalkyl, halogenoalkyl, aryl or arylalkyl, or R.sup.1 is joined to R.sup.2, and wherein X is --CONR.sup.2 --, --CSNR.sup.2 --, --NR.sup.12 CO--, --NR.sup.12 CS--, --NR.sup.12 CONR.sup.2 --, ##STR1## --SO.sub.2 NR.sup.2 -- or --CO--, or, when R.sup.1 is not hydrogen, is --NR.sup.12 COO--, --S--, --SO-- or --SO.sub.2 --, whereinR.sup.2 is hydrogen or alkyl, or R.sup.1 and R.sup.2 together form alkylene; whereinR.sup.12 is hydrogen or alkyl, and whereinR.sup.22 is hydrogen, cyano or nitro; or a salt thereof when appropriate.Type: GrantFiled: April 24, 1985Date of Patent: July 26, 1988Assignee: Imperial Chemical Industries PLCInventors: Philip N. Edwards, Brian S. Tait
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Patent number: 4739105Abstract: Described are the esters of alkylthioalkanoic acids defined according to the structure: ##STR1## wherein R.sub.1 represents C.sub.3 -C.sub.6 alkenyl or C.sub.1 -C.sub.4 alkyl; R.sub.2 represents C.sub.3 alkyl; C.sub.3 hydroxyalkyl or C.sub.3 alkenyl; N represents 0, 1 or 2 amd M represents 0 or 1 and uses thereof in augmenting or enhancing the aroma or taste of foodstuffs.Type: GrantFiled: October 17, 1986Date of Patent: April 19, 1988Assignee: International Flavors & Frangrances Inc.Inventors: Thomas F. Courtney, Jr., Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock, Charles Wiener
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Patent number: 4737300Abstract: The invention relates to material containing aldosemarcaptals of the formula I ##STR1## wherein n can be an integer from 2 to 6, and wherein R.sup.1 and R.sup.2 are identical or different, and in each case are C.sub.1 -C.sub.18 -alkyl, which is unsubstituted, substituted or interrupted by --O-- or --S--, or are --(CH.sub.2).sub.r --CO--N(C.sub.1 -C.sub.17 -alkyl).sub.2, r being 1 or 2, or are phenyl, benzyl or --(CH.sub.2).sub.r --CO--O--R.sup.3, in which r can be 1 or 2 and R.sup.3 is an alkali metal or C.sub.1 -C.sub.14 -alkyl; also wherein R.sup.1 and R.sup.2 are --CH.sub.2 --CH(OH)--R.sup.4, in which R.sup.4 is hydrogen, or C.sub.1 -C.sub.16 -alkyl, unsubstituted or substituted by --OH, or --CH.sub.2 --Y--(C.sub.1 -C.sub.15 -alkyl), in which Y is --O-- or --S--; or wherein R.sup.1 and R.sup.2 together form --(CH.sub.2).sub.Type: GrantFiled: May 10, 1985Date of Patent: April 12, 1988Assignee: Ciba-Geigy CorporationInventors: Hermann O. Wirth, Hans-Helmut Friedrich
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Patent number: 4701548Abstract: Described are thioalkanoic acid esters of phenylalkanols defined according to the structure: ##STR1## wherein M represents an integer selected from the group consisting of 1, 2 or 3; N is 0, 1 or 2; R.sub.1 represents methyl or hydrogen and R.sub.2 represents methyl or hydrogen.Type: GrantFiled: August 8, 1986Date of Patent: October 20, 1987Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock, Domenick Luccarelli, Jr., Kevin P. Miller, Charles Wiener
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Patent number: 4689428Abstract: Described are methylthioalkanoic acid esters of cis-3-hexenol and citronellol defined according to the structure: ##STR1## wherein R.sub.2 represents cis-3-hexenyl or citronellyl and uses thereof in augmenting or enhancing the aroma or taste of foodstuffs.Type: GrantFiled: August 29, 1986Date of Patent: August 25, 1987Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock
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Patent number: 4680310Abstract: Tetrahydronaphthalene derivatives of the formula ##STR1## wherein Y, m, n, R and R.sup.1 to R.sup.9 are as set forth herein, are described.These compounds have a pronounced calcium-antagonistic and anti-arrhythmic activity and can accordingly be used as medicaments, especially for the control or prevention of angina pectoris, ischaemia, arrhythmias and high blood pressure. The compounds of formula I can be prepared by the amination of a compound of the formula ##STR2## with a corresponding N-methyl-phenylalkylamine and optional subsequent O-acylation. Compounds of formula II and IV are also described and are within the scope of the invention.Type: GrantFiled: October 10, 1985Date of Patent: July 14, 1987Assignee: Hoffmann-La Roche Inc.Inventors: Urs Hengartner, Henri Ramuz
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Patent number: 4663476Abstract: Described are methylthioalkanoic acid esters of cis-3-hexenol and citronellol defined according to the structure: ##STR1## wherein R.sub.2 represents cis-3-hexenyl or cutronellyl and uses thereof in augmenting or enhancing the aroma or taste of foodstuffs.Type: GrantFiled: March 21, 1986Date of Patent: May 5, 1987Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock
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Patent number: 4657956Abstract: Additives for rubber compositions, giving vulcanizates having improved retention of optimum physical properties, are compounds having the formula R--S--B--S--R where B is an organic bridging group and R is an electron-withdrawing group, for example CN, CCl.sub.3, a radical containing an activated methylene group linked to the sulphur atom or the enolic tautomer of a keto-activated methylene group. Also useful as stabilizing agents are oligomeric analogues of such compounds.Type: GrantFiled: September 13, 1985Date of Patent: April 14, 1987Assignee: Monsanto Europe, S. A.Inventors: Albert F. L. G. Devaux, Philippe G. Moniotte
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Patent number: 4652670Abstract: Described are the cycloalkyl esters of mercaptoalkanoic acids defined according to the structure: ##STR1## wherein R.sub.1 represents hydrogen or methyl; R.sub.2 represents mono C.sub.1 -C.sub.4 alkyl substituted or unsubstituted C.sub.5 -C.sub.8 cycloalkyl; R.sub.3 represents hydrogen or methyl; and N represents 0, 1 or 2 and uses thereof in augmenting or enhancing the aroma or taste of foodstuffs.Type: GrantFiled: January 23, 1986Date of Patent: March 24, 1987Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock, Kevin P. Miller, Domenick Luccarelli, Jr., Charles Wiener
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Patent number: 4649215Abstract: Novel asymmetric thioethers of the formula ##STR1## in which R.sup.1 represents a C.sub.1-3 -alkyl radical or a C.sub.1-3 -hydroxyalkyl radical of which the hydroxy group may be in esterified form,R.sup.2 represents an optionally unsaturated aliphatic radical having from 5 to 15 carbon atoms,R.sup.3 represents hydroxy, alkoxy or an optionally substituted amino group, and-X- represents a single bond, a methylene group or an optionally N-acylated primary aminomethylene groupwherein the O-atom of the hydroxy group is in the transconfiguration relative to the S-atom, are effective as leucotriene-antagonists since they eliminate the contractions of smooth muscles caused by leucotrienes and are therefore suitable for the treatment of allergic, especially asthmatic, conditions.Type: GrantFiled: June 25, 1985Date of Patent: March 10, 1987Assignee: Ciba-Geigy CorporationInventors: Andreas von Sprecher, Ivan Ernest, Alan J. Main, Andreas Beck
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Patent number: 4647691Abstract: Ethyl and n-propyl esters of carboxylic acids are prepared in good yield from methanol, syngas and a carboxylic acid by contacting a mixture of the carboxylic acid, carbon monoxide, hydrogen and methanol with a catalyst composition comprising a ruthenium-containing compound, a cobalt-containing compound and a quaternary onium salt or base, and heating the resulting mixture at an elevated temperature and pressure for sufficient time to produce the desired ethyl and propyl esters, and then recovering the same from the reaction mixture.Type: GrantFiled: January 13, 1982Date of Patent: March 3, 1987Assignee: Texaco Inc.Inventors: Jiang-Jen Lin, John F. Knifton
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Patent number: 4634595Abstract: Described is a process for augmenting or enhancing the aroma or taste of a foodstuff comprising the step of adding to a foodstuff, a thioalkanoic acid ester of a phenylalkanol defined according to the structure: ##STR1## wherein M represents an integer selected from the group consisting of 1, 2 or 3; N is 0, 1 or 2; R.sub.1 represents methyl or hydrogen and R.sub.2 represents methyl or hydrogen.Type: GrantFiled: September 20, 1985Date of Patent: January 6, 1987Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock, Domenick Luccarelli, Jr., Kevin P. Miller, Charles Wiener
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Patent number: 4633008Abstract: A phenol derivative represented by the formula ##STR1## wherein R.sup.1 is a secondary or tertiary hydrocarbon residue of having 3 to 8 carbon atoms, R.sup.2 is a hydrocarbon residue having 1 to 12 carbon atoms, X is ##STR2## wherein R.sup.3, R.sup.4 and R.sup.5 each is an alkylene group having 1 to 4 carbon atoms, Z is an n-valent group and n is an integer of 1 to 8.This compound is effective to prevent the oxidation of organic materials.Type: GrantFiled: February 29, 1984Date of Patent: December 30, 1986Assignee: Mitsubishi Yuka Fine Chemicals Co., Ltd.Inventors: Akiyoshi Oonishi, Kenji Tanaka, Makoto Tadeka, Kazuhiko Konno, Masaki Saito
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Patent number: 4631194Abstract: Described are the esters of alkylthioalkanoic acids defined according to the structure: ##STR1## wherein R.sub.1 represents C.sub.3 -C.sub.6 alkenyl or C.sub.1 -C.sub.4 alkyl; R.sub.2 represents C.sub.3 alkyl; C.sub.3 hydroxyalkyl or C.sub.3 alkenyl; N represents 0, 1 or 2 and M represents 0 or 1 and uses thereof in augmenting or enhancing the aroma or taste of foodstuffs.Type: GrantFiled: December 6, 1985Date of Patent: December 23, 1986Assignee: International Flavors & Fragrances Inc.Inventors: Thomas F. Courtney, Jr., Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock, Charles Wiener
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Patent number: 4624980Abstract: An N-t-alkyl-N-sec-alkyl secondary amine compound of the formula: ##STR1## wherein X, Y and Z are each independently selected from --H, --OH, or an alkyl group having from 1 to about 15 carbon atoms; and n is an integer of from 3 to about 6.Type: GrantFiled: March 28, 1985Date of Patent: November 25, 1986Assignee: Milliken Research CorporationInventors: John W. Rekers, Edward W. Kluger
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Patent number: 4604417Abstract: There are disclosed polymerizable thioester synergists which have utility in enhancing the antioxidative activity of phenolic and amine stabilizers. The invention is also concerned with the thioesters themselves, their use in oxidizable organics, their combination with polymerizable and/or conventional antioxidants, and with polymers which contain these thioesters as physical admixtures or segmeric units of the polymer.Type: GrantFiled: December 10, 1984Date of Patent: August 5, 1986Assignee: The Goodyear Tire & Rubber CompanyInventor: Kirkwood S. Cottman
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Patent number: 4594254Abstract: Described are methylthioalkanoic acid esters of cis-3-hexenol and citronellol defined according to the structure: ##STR1## wherein R.sub.2 represents cis-3-hexenyl or citronellyl and uses thereof in augmenting or enhancing the aroma or taste of foodstuffs.Type: GrantFiled: August 23, 1985Date of Patent: June 10, 1986Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock
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Patent number: 4590082Abstract: Described are the cycloalkyl esters of mercaptoalkanoic acids defined according to the structure: ##STR1## wherein R.sub.1 represents hydrogen or methyl; R.sub.2 represents mono C.sub.1 -C.sub.4 alkyl substituted or unsubstituted C.sub.5 -C.sub.8 cycloalkyl; R.sub.3 represents hydrogen or methyl; and N represents 0, 1 or 2 and uses thereof in augmenting or enhancing the aroma or taste of foodstuffs.Type: GrantFiled: August 23, 1985Date of Patent: May 20, 1986Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Ranya Muralidhara, Manfred H. Vock, Kevin P. Miller, Domenick Luccarelli, Jr., Charles Wiener
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Patent number: 4577025Abstract: A method for the preparation of an ester of .alpha.-thio-.alpha.-aromatic propionic acid derivatives of the formula: ##STR1## wherein R.sup.1 is alkyl, phenyl or benzothiazolyl, R.sup.2 is alkyl and Ar is an aromatic substituent.The method comprises reacting an ester of .alpha.-chloro-.alpha.-thiopropionic acid of the formula: ##STR2## with an aromatic compound of the formula ARH, in the presence of a Lewis acid. The method provides good reactivity and positional selectivity in the Friedel-Crafts reaction. Many esters of the formula (2) are useful as pharmaceuticals, agricultural chemicals, perfumes or their intermediates.Type: GrantFiled: August 26, 1983Date of Patent: March 18, 1986Assignee: Nissan Chemical Industries, Ltd.Inventors: Kazutaka Arai, Yoshio Ohara, Yashio Takakuwa, Toyoko Iizumi
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Patent number: 4546198Abstract: Stereoisomerically-enriched esters are prepared by treating a non-symmetrical ketene with a racemic or chiral tertiary-base-substituted alkylcarbinol. Optional hydrolysis of the esters gives the corresponding optically-active carboxylic acids corresponding to the non-symmetrical ketene.Type: GrantFiled: March 26, 1984Date of Patent: October 8, 1985Assignee: Shell Oil CompanyInventor: Donald W. Stoutamire
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Patent number: 4540810Abstract: This invention concerns the improved preparation of alkanol and glycol esters, such as ethylene glycol diesters, by reaction of carbon monoxide and hydrogen in the presence of a catalyst system comprising ruthenium and a quaternary aryl or alkaryl phosphonium salt and a liquid phase medium containing a carboxylic acid co-reactant.Type: GrantFiled: September 20, 1979Date of Patent: September 10, 1985Assignee: Texaco Development CorporationInventor: John F. Knifton
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Patent number: 4533747Abstract: The compounds represented by the formula (I) ##STR1## wherein m is 0, 1 or 2; p is 9, 10, 11, 12 or 13; R.sub.1 ' is hydrogen, ##STR2## and R.sub.2 ' is amino, --NHCH.sub.2 CO.sub.2 R.sub.3 ', ##STR3## --NHCH.sub.2 CONH.sub.2 or --OR.sub.3 ' wherein R.sub.3 ' is an alkyl radical containing one to six carbon atoms with the proviso that when m is 0, R.sub.1 ' is hydrogen are chemical intermediates in the synthesis of leukotriene antagonists of the formula (II) ##STR4## wherein m and p, are described above and R.sub.1 is hydrogen, amino or ##STR5## R.sub.2 is hydroxyl, amino, --NHCH.sub.2 CO.sub.2 H, ##STR6## --NHCH.sub.2 CONH.sub.2 ; and X is ##STR7## --CO.sub.2 H or --CH.sub.2 OH which are useful in the treatment of diseases in which leukotrienes are a factor, such as asthma.Type: GrantFiled: March 7, 1983Date of Patent: August 6, 1985Assignee: SmithKline Beckman CorporationInventors: John G. Gleason, Ralph F. Hall, Thomas W. Ku
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Patent number: 4529810Abstract: Optically-active alpha-substituted carboxylic esters are prepared by treating a non-symmetrical ketene with an alcohol in the presence of an optically-active amine catalyst. Hydrolysis of the resulting esters, yields the optically-active acid corresponding to the non-symmetrical ketene.Type: GrantFiled: January 6, 1984Date of Patent: July 16, 1985Assignee: Shell Oil CompanyInventor: Donald W. Stoutamire
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Patent number: 4521613Abstract: Described is the genus of 4(hydrocarbylthio)acetoacetic esters defined according to the structure: ##STR1## wherein R.sub.1 represents C.sub.2 -C.sub.6 aliphatic hydrocarbyl and R.sub.2 represents hydrogen or C.sub.1 -C.sub.2 aliphatic hydrocarbyl and the uses of such 4(hydrocarbylthio)acetoacetic esters for augmenting or enhancing the aroma or taste of foodstuffs and chewing gums.Type: GrantFiled: March 14, 1984Date of Patent: June 4, 1985Assignee: International Flavors & Fragrances Inc.Inventors: Alan O. Pittet, Thomas F. Courtney, Jr., Ranya Muralidhara
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Patent number: 4511491Abstract: Phenolic compounds and methods of producing such phenolic compounds are disclosed, said compounds being of the formula: ##STR1## wherein n' is an integer from 1 to 3, and R.sub.1 is a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms or an acyl group having 1 to 5 carbon atoms.These compounds are suitable as stabilizers for synthetic resins with at least one sulfur compound of the following formulas: ##STR2## wherein R.sub.2 is an alkyl group having 4 to 20 carbon atoms, and ##STR3## wherein R.sub.3 is an alkyl group having 3 to 18 carbon atoms, and R.sub.4 and R.sub.5 each independently is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,in the ratio (I):(II) of 1:0.5-15 by weight.Type: GrantFiled: July 15, 1983Date of Patent: April 16, 1985Assignee: Sumitomo Chemical Co., Ltd.Inventors: Tamaki Ishii, Shinichi Yachigo, Yukoh Takahashi
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Patent number: 4481148Abstract: Hydroxyl-containing liquid polymers having an aliphatic polymeric backbone and sulfide linkages near the terminal portions of the polymer molecule are prepared by polymerizing (1) at least one of selected vinylidene monomers having at least one terminal CH.sub.2 .dbd.C< group per monomer molecule, together with (2) at least one hydroxyl-containing disulfide in the presence of (3) ultraviolet radiation.Type: GrantFiled: March 16, 1981Date of Patent: November 6, 1984Assignee: The B. F. Goodrich CompanyInventor: Changkiu K. Riew
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Patent number: 4460601Abstract: Dipeptides are claimed which consist of a mercaptoalkanoic acid and a derivative of said acid, namely an S-alkyl-, aralkyl-, aryl-, acyl- or aroyl derivative with methionine, a methionine ester or a methionine amide, as well as their salts with metallic cations and organic bases. These compounds have the property of protecting the liver against intoxications and have sedative and hypnotic properties.Type: GrantFiled: December 21, 1982Date of Patent: July 17, 1984Assignee: Maggioni Farmaceutici, S.p.A.Inventors: Giampaolo Picciola, Franco Ravenna, Mario Riva
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Patent number: 4446264Abstract: Compounds prepared by reacting maleic anhydride, maleic acid or their esters with thiols; which exhibit a synergistic effect when combined with a phenolic antioxidant in the stabilization of organic materials such as natural and synthetic polymers, rubbers, lubricants and oil, etc. are disclosed.Type: GrantFiled: April 15, 1982Date of Patent: May 1, 1984Assignee: The Goodyear Tire & Rubber CompanyInventor: Kirkwood S. Cottman
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Patent number: 4443435Abstract: Novel, transient prodrug forms of biologically active agents containing mercapto groups have (i) the structural formula (I): ##STR1## wherein X is O, S, or NR.sup.5 ;R.sup.1 S is the residue of any biologically active agent R.sup.1 SH;R.sup.Type: GrantFiled: November 12, 1981Date of Patent: April 17, 1984Assignee: Merck & Co., Inc.Inventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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Patent number: 4426403Abstract: This invention relates to a foodstuff which contains an amount of an ethyl-methylthio substituted alkyl ester having the following structure: ##STR1## wherein R and R' independently is either hydrogen or an alkyl group of from one to three carbon atoms and n is either zero or one.The ethyl-methylthio substituted alkyl ester will augment or enhance a fruity, vegetable or green pine needle flavor to the foodstuff.Type: GrantFiled: March 22, 1982Date of Patent: January 17, 1984Assignee: General Foods CorporationInventors: Matthew J. Cyronak, Paul R. Zanno, Robert J. Soukup
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Patent number: 4422870Abstract: 2-Aryl-1, 3-cyclohexanedione enol ester compounds exhibit outstanding miticidal,mite ovicidal and herbicidal activity.Type: GrantFiled: March 28, 1977Date of Patent: December 27, 1983Assignee: Union Carbide CorporationInventor: Thomas N. Wheeler
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Patent number: 4362887Abstract: Compounds of the formula: ##STR1## wherein R, R' and R.sup.2 are alkyl radicals having 1 to 20 carbon atoms, phenyl radicals which may be substituted by 1 or 2 alkyl groups having 1 to 8 carbon atoms, aralkyl radicals having 7 to 12 carbon atoms, or cycloalkyl radicals having 5 to 12 carbon atoms; and wherein R.sup.3 is hydrogen or an alkyl radical having from 1 to 4 carbon atoms. These compounds have utility as synergistic stabilizers with phenolic type antioxidants for the stabilization of organic materials such as natural and synthetic polymers, rubbers, lubricants and oils, etc.Type: GrantFiled: April 10, 1981Date of Patent: December 7, 1982Assignee: The Goodyear Tire & Rubber CompanyInventor: Richard H. Kline
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Patent number: 4349468Abstract: A new process for preparing a polyhydric alcohol 3-alkylthiopropionate polyolefin resin stabilizer is provided, comprising the steps of heating at 40.degree.-160.degree. C. an alpha-olefin having 6 to 28 carbon atoms with betamercaptopropionic acid or a lower alkyl betamercaptopropionate in the presence of an organic peroxide or azonitrile reaction initiator, esterifying the resulting 3-alkylthiopropionic acid or ester with pentaerythritol or tris(2-hydroxyethyl) cyanurate, and recovering the polyhydric alcohol 3-alkylthiopropionate polyolefin resin stabilizer from the mixture.Polyolefin resin compositions stabilized with the stabilizer prepared by the process of this invention, and stabilizer compositions comprising the stabilizer prepared by the process of this invention together with a phenol and/or an alkaline earth metal salt of a monocarboxylic acid are also provided.Type: GrantFiled: November 28, 1980Date of Patent: September 14, 1982Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Yutaka Nakahara, Tohru Haruna
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Patent number: 4342705Abstract: Vulcanizable rubber compositions are described which are inhibited from premature vulcanization by activated methylene di(thioethers) in which the adjacent activating groups are either carbonyl or cyano. Novel compounds are also described.Type: GrantFiled: December 1, 1980Date of Patent: August 3, 1982Assignee: Monsanto CompanyInventors: Otto W. Maender, Eiichi Morita
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Patent number: 4340707Abstract: What is disclosed are a liquid coating and binding agent, hardenable under the influence of ultraviolet radiation, comprising an oligomer of the formula[(CH.sub.2 .dbd.CHCOO).sub.m ROOCC.sub.2 H.sub.4 ].sub.2 Sor[(CH.sub.2 .dbd.CHCOO).sub.m ROOCC.sub.2 H.sub.4 S].sub.p R',and a method for its preparation by the reaction of hydrogen sulfide or of a polymercaptan of the formulaR'(SH)pwith a polyacrylic acid ester of the formula(CH.sub.2 .dbd.CHCOO).sub.m+1 R.Type: GrantFiled: October 17, 1980Date of Patent: July 20, 1982Assignee: Rohm GmbHInventors: Peter Quis, Theodor Schroth
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Patent number: 4313956Abstract: Novel, transient prodrug forms of the phenolic dihydroxy sympathomimetic amines have (i) the structural formula (I): ##STR1## wherein X is O, S or NR.sup.5 ; n is 1 or 2; R.sup.1 is the monodehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine when n is 1, and the didehydroxylated residue of a phenolic, nuclear dihydroxy natural sympathetic or sympathomimetic amine when n is 2; R.sup.Type: GrantFiled: December 28, 1979Date of Patent: February 2, 1982Assignee: INTERx Research Corp.Inventors: Nicholas S. Bodor, Kenneth B. Sloan, Stefano A. Pogany
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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: 4301296Abstract: Ester such as 3,6,9-trioxaundecane-1,11-bis(3-n-dodecylthiopropionate) when combined with conventional free amine antioxidants such as N,N'-diphenylparaphenylenediamine or with polymer bound antioxidants such as N-(4-anilinophenyl) methacrylamide produce improved antioxidant systems for SBR and NBR type polymers.Type: GrantFiled: September 29, 1980Date of Patent: November 17, 1981Assignee: The Goodyear Tire & Rubber CompanyInventor: Joseph A. Kuczkowski
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Patent number: 4293472Abstract: New ortho-alkylhydroxybenzyl substituted propanediol compounds of carboxylic acids, aldehydes, ketones, phosphites, phosphates, and phosphonates are disclosed. The propanediol compounds have in the molecule from one to four preferably from one to three ortho-alkylhydroxybenzylpropanediol units, each of which carries one to two ortho-alkylhydroxybenzyl groups, and are highly effective stabilizers for a variety of synthetic resins.Stabilizer compositions comprising a orthoalkylhydroxybenzylpropanediol compound and a known polymer stabilizer, as well as synthetic resins stabilized with such stabilizer compositions, are also disclosed.Type: GrantFiled: April 24, 1979Date of Patent: October 6, 1981Inventors: Motonobu Minagawa, Yutaka Nakahara, Tohru Haruna
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Patent number: 4291057Abstract: Novel esters of halo-4-alkenoic acid compounds having pesticidal activity and methods of their preparation.Type: GrantFiled: July 2, 1979Date of Patent: September 22, 1981Assignee: Union Carbide CorporationInventor: Thomas N. Wheeler
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Patent number: 4276225Abstract: A carboxylic acid ester activated in .alpha.-position by a keto, ester or nitrile group, i.e. of the formula ##STR1## where X is COOR.sup.4, COR.sup.5 or CN, and the several R's can have various meanings but only R.sup.1 and R.sup.2 can be hydrogen, is decarbalkoxylated by heating in the presence of a salt, e.g. sodium chloride, and a phosphorus-containing solvent such as a phospholine oxide, phospholane oxide or phosphetane oxide of the formulas ##STR2## wherein a-k and R can have varied definitions. Water is present either at the outset or end of the reaction before product separation. The reaction proceeds smoothly and in good yields.Type: GrantFiled: August 8, 1977Date of Patent: June 30, 1981Assignee: Bayer AktiengesellschaftInventors: Reinhard Lantzsch, Hellmut Hoffmann
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Patent number: 4267307Abstract: A sealant composition based on a mercaptan-terminated liquid polymer, fillers, plasticizer, and curing agent wherein the liquid mercaptan-terminated polymer employed is prepared from a mercapto acid or mercapto acid ester and a polyoxypropylene glycol, the polyoxypropylene glycol having been end-capped with ethylene oxide prior to esterification to give primary alcohol terminal groups. The cured sealant based on the ethylene oxide-end capped polymer exhibits a non-tacky surface, whereas a cured sealant based on a propylene oxide end-capped glycol exhibits a tacky surface.Type: GrantFiled: November 29, 1979Date of Patent: May 12, 1981Assignee: Phillips Petroleum CompanyInventors: Rector P. Louthan, Richard C. Doss
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Patent number: 4260503Abstract: Epithio compounds or mercaptans of the formula I ##STR1## wherein X is an oxygen or sulfur atom, --CH.sub.2 --, --CH(R.sub.1)--, --COO--, --NH-- or --NR.sub.1 --, each of Y and Z is hydrogen or together they are a direct bond, Q is hydrogen if Y and Z together are a direct bond, or is --OH, --SH, --OR.sub.1, --SR.sub.1, --OOCR.sub.1, --S--CH.sub.2).sub.n OH, --S--CH.sub.2).sub.n COOR.sub.1, --NHR.sub.1 or --N(R.sub.1).sub.2, n is an integer from 1 to 10, each of R and R.sub.1 independently is a cyclic or acyclic hydrocarbon radical of aliphatic or aromatic character containing 4 to 30 carbon atoms which can be interrupted by oxygen or sulfur, with the proviso that the groups R and R.sub.1 contain a total number of 8 to 30 carbon atoms. These compounds have excellent suitability for use as additives for lubricants, especially as extreme pressure and antiwear additives.Type: GrantFiled: November 26, 1979Date of Patent: April 7, 1981Assignee: Ciba-Geigy CorporationInventor: Peter Michaelis
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Patent number: 4254020Abstract: Compounds of the formula: ##STR1## wherein R is selected from (1) alkyl radicals having 6 to 20 carbon atoms; (2) phenyl radicals which may be substituted by 1 or 2 alkyl groups having 1 to 8 carbon atoms; or (3) aralkyl radicals having 7 to 12 carbon atoms; and wherein R.sup.1 is selected from (1) alkylene radicals having 2 to 6 carbon atoms; (2) cycloalkylene radicals having 5 to 12 carbon atoms; (3) alkylcycloalkylene radicals of the formula --R.sub.3 --R.sub.2 (R.sub.4).sub.n, wherein R.sub.2 is a cycloalkylene radical having 5 to 12 carbon and R.sub.3 and R.sub.4 are alkylene radicals having 1 to 6 carbon atoms, and n equals 1 or 0; (4) or a group of the formula --R.sub.5 --YR.sub.6, wherein R.sub.5 and R.sub.6 are alkylene radicals having 2 to 6 carbon atoms and Y is oxygen, sulfur, or a 1,4-phenylene radical.Type: GrantFiled: November 16, 1979Date of Patent: March 3, 1981Assignee: The Goodyear Tire & Rubber CompanyInventor: Richard H. Kline
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Patent number: 4248723Abstract: Acetal and thioacetal derivatives of the formula I ##STR1## in which R.sub.1 and R.sub.2 are identical or different C.sub.1 -C.sub.12 alkyl or together are C.sub.4 -C.sub.7 alkylene, X and Y are identical or different and are each O or S and R.sub.3 is C.sub.1 -C.sub.18 alkyl, C.sub.6 -C.sub.18 aryl, C.sub.7 -C.sub.9 aralkyl, carboxy-(C.sub.1 -C.sub.2)-alkyl, (C.sub.1 -C.sub.18 -alkoxy)-carbonyl-(C.sub.1 -C.sub.2)-alkyl, N-C.sub.1 -C.sub.18 -alkylated carbamoyl-(C.sub.1 -C.sub.2)-alkyl or an ammonium salt of an amine with carboxymethyl or 2-carboxyethyl, or two R.sub.3 radicals of an acetal/thioacetal group together are C.sub.2 -C.sub.4 alkylene.Type: GrantFiled: June 14, 1978Date of Patent: February 3, 1981Assignee: Ciba-Geigy CorporationInventor: Andreas Schmidt
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Patent number: 4243585Abstract: 1,2,3,4-Tetrahydro-1,5-benzodiazocines having the following formula ##STR1## in which R.sup.1 is a hydrogen, alkyl radical having at most 6 carbon atoms, methoxyethyl, or benzyl radical,R.sup.2 is a halo, hydroxyl, acetoxy or benzoxy radical,R.sup.3 is a phenyl, 2-methylphenyl, 2-chlorophenyl, 2-bromophenyl, 2-fluorophenyl, 2-nitrophenyl, 2-(trifluoromethyl)phenyl, 3-(trifluoromethyl)phenyl, 2,3-dichlorophenyl, 2,4-dichlorophenyl, 2,6-dichlorophenyl, 3,4-dichlorophenyl, 3,4-dimethoxyphenyl, or 3,4,5-trimethoxyphenyl radical,R.sup.4 is a hydrogen, chloro, fluoro, bromo, trifluoromethyl, methyl, methoxy, or methylthio radical, andR.sup.5 is a hydrogen or methoxy radical, or R.sup.4 and R.sup.5 together are an ethylendioxy radical, or an acid addition salt of the said benzodiazocine, and processes of making the same are described.Type: GrantFiled: January 23, 1978Date of Patent: January 6, 1981Assignee: Kali-Chemie AktiengesellschaftInventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
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Patent number: 4241217Abstract: Ester such as 3,6,9-trioxaundecane-1,11-bis (3-n-dodecylthiopropionate) when combined with conventional free amine antioxidants such as N,N'-diphenylparaphenylenediamine or with polymer bound antioxidants such as N-(4-anilinophenyl) methacrylamide produce improved antioxidant systems for SBR and NBR type polymers.Type: GrantFiled: May 26, 1978Date of Patent: December 23, 1980Assignee: The Goodyear Tire & Rubber CompanyInventor: Joseph A. Kuczkowski
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Patent number: 4239904Abstract: A process for the preparation of urethanes by reacting a tertiary amine, an alcohol and carbon monoxide in the presence of a catalytic quantity of a copper salt, oxygen and a dehydrating agent is disclosed. The reaction is preferably carried out using a copper halide catalyst and dehydrating agents which combine with water to release the alcohol used in the preparation of the urethane product.Type: GrantFiled: June 6, 1979Date of Patent: December 16, 1980Assignee: Atlantic Richfield CompanyInventor: Haven S. Kesling, Jr.
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Patent number: 4231956Abstract: The process of preparing thioethers by reacting aliphatic thioalcohols, e.g., mercaptans, including hydrogen sulfide with activated, alpha, beta unsaturated compounds ##STR1## capable of participating in the Michael Addition Rection* in which X is a suitable electron withdrawing group. The Addition, which is carried out in the presence of a catalytic base is greatly improved with respect to minimizing formation of side products by utilizing a specially selected catalyst comprising one or more cyclic tertiary nitrogen compounds having an excellent balance between reactivity and selectivity. The preparation of thioethers from acrylic acid derivatives especially esters (CH.sub.2 .dbd.CH--COOR', R'=C.sub.1 --C.sub.8) is preferred. The preparation of the dimethyl ester of 3,3'-thiodipropionic acid to result in dimethylthiodipropionate of relatively high purity is especially preferred.* See Vogel, PRACTICAL ORGANIC CHEMISTRY, p. 912-913, Third Enlarged Edition.Type: GrantFiled: August 28, 1978Date of Patent: November 4, 1980Assignee: Exxon Research & Engineering Co.Inventors: Daniel S. Sullivan, III, Wilbur L. Bridges