Thio Ether In Acid Moiety Patents (Class 560/152)
  • Patent number: 9388282
    Abstract: A process comprising contacting a reaction product composition comprising a poly(arylene sulfide) composition and a polar organic compound, wherein the polar organic compound comprises greater than or equal to about 1 wt. % thiophenol, with a C4-C30 ?,?-unsaturated ketone, a C4-C30 ?,?-unsaturated ester, a C4-C30 ?,?-unsaturated amide, or any combination thereof, wherein after the contacting, the polar organic compound comprises less than about 1 wt. % thiophenol. A process comprising contacting a composition comprising a polar organic compound and greater than or equal to about 1 wt. % thiophenol with a C4-C30 ?,?-unsaturated ketone, a C4-C30 ?,?-unsaturated ester, a C4-C30 ?,?-unsaturated amide, or any combination thereof, to form a composition comprising the polar organic compound and less than about 1 wt. % thiophenol.
    Type: Grant
    Filed: October 29, 2013
    Date of Patent: July 12, 2016
    Assignee: SOLVAY SPECIALTY POLYMERS USA, LLC.
    Inventors: Michael S. Matson, David A. Soules
  • Publication number: 20140323651
    Abstract: The present invention relates to the use of a compound of formula (I): wherein: —R represents —OH or —NH2; —A1 represents a divalent alkylene radical, straight or branched, having from 2 to 20 carbon atoms; —A2 represents a divalent alkylene radical, straight or branched, having from 1 to 20 carbon atoms; —X1 and X2 represent, independently of each other, —NH— or ?O—; —A3 represents a divalent alkylene radical, straight or branched, having from 1 to 10 carbon atoms; —Z represents a hydrogen or a group of formula (A?): wherein A1, A3 and R are as defined above in formula (I), for the preparation of a polymer chosen among polyurethane, polyester and polyamide.
    Type: Application
    Filed: November 15, 2012
    Publication date: October 30, 2014
    Inventors: Lise Maisonneuve, Thomas Lebarbe, Henri Cramail, Carine Alfos, Benoît Gadenne, Eric Cloutet
  • Publication number: 20140171676
    Abstract: A method of preparing acrolein from glycerol or glycerine is disclosed. The method includes dehydrating glycerol or glycerine in the presence of a catalyst consisting of at least (a) a mixed oxide of zirconium and at least one metal, said metal being selected from niobium, tantalum and vanadium, or (b) a zirconium oxide and at least one metal oxide, the metal being selected from niobium, tantalum and vanadium, or (c) a silicon oxide and a mixed oxide of zirconium and at least one metal, the metal being selected from tungsten, cerium, manganese, niobium, tantalum, titanium, vanadium and silicon, or (d) a titanium oxide and a mixed oxide of zirconium and at least one metal, said metal being selected from tungsten, cerium, manganese, niobium, tantalum, titanium, vanadium and silicon.
    Type: Application
    Filed: August 27, 2013
    Publication date: June 19, 2014
    Applicants: Centre National De La Recherche Scientifique, Adisseo France S.A.S
    Inventors: Virginie BELLIERE-BACA, STEPHANE LORIDANT, JEAN-MARC MILLET, PASCALINE LAURIOL-GARBEY
  • Publication number: 20140121143
    Abstract: A composition that includes one or more compounds represented by the formula (R1)a(X)(R2)b wherein R1 and R2 are the same or different and are the residue of an alkyl group having from 4 to 40 carbon atoms, X is the residue of an aliphatic polythiol, aromatic polythiol, cycloaliphatic polythiol, ester or acid containing thiol, or ester or acid containing polythiol, a is a value from 1 to 6, and b is a value from 0 to 6. The composition has a viscosity (Kv100) from 2 to 30 at 100° C., a viscosity index (VI) from 100 to 200, and a Noack volatility of no greater than 20 percent. The disclosure also relates to a process for producing the composition, a lubricating oil base stock and lubricating oil containing the composition, and a method thr improving one or more of solubility and dispersancy of polar additives in a lubricating oil by using as the lubricating oil a formulated oil containing the composition.
    Type: Application
    Filed: October 25, 2012
    Publication date: May 1, 2014
    Applicant: EXXONMOBIL RESEARCH AND ENGINEERING COMPANY
    Inventors: Abhimanyu Onkar Patil, Satish Bodige, Shuji Luo
  • Publication number: 20130217909
    Abstract: A continuous process for obtaining acrolein by catalytic dehydration of glycerol or glycerin, in the presence of an acid catalyst, wherein said process comprises the concomitant regeneration of said catalyst and is carried out in a fluidized bed reactor, said reactor comprising two zones, a first zone, or lower zone, termed catalyst regeneration zone, in which a fluidization gas comprising oxygen is introduced, and a second zone, or upper zone, termed reaction zone, in which the glycerol or glycerin is introduced and converted into acrolein.
    Type: Application
    Filed: October 26, 2011
    Publication date: August 22, 2013
    Applicants: ECOLE CENTRALE DE LILLE, ADISSEO FRANCE S.A.S.
    Inventors: Stephane Pariente, Virginie Belliere-Baca, Sebastien Paul, Nouria Fatah
  • Publication number: 20130150611
    Abstract: The present invention relates to a process for producing a carboxylic acid ester, comprising a step of oxidizing an aldehyde by mixing an alcohol, carbon dioxide, the aldehyde and at least one compound selected from the group consisting of compounds represented by the formulae (2-1) and (2-2): wherein R2 represents an alkyl group optionally having a substituent or the like; R3 and R4 each independently represents an alkyl group optionally having a substituent or the like or R3 and R4 are linked together to form a divalent hydrocarbon group optionally having a substituent or the like; Y represents a group of —S— or a group of —N(R5)—, wherein R5 represents an alkyl group optionally having a substituent or the like, or R5 is linked to R4 to form a divalent hydrocarbon group optionally having a substituent; and R8 represents an alkyl group.
    Type: Application
    Filed: August 25, 2011
    Publication date: June 13, 2013
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventor: Koji Hagiya
  • Publication number: 20120330049
    Abstract: The invention relates to a method for preparing acrolein from glycerol or glycerin, according to which dehydration of glycerol or glycerin is carried out in the presence of a catalyst which consists in at least one silica modified with zirconium dioxide, titanium dioxide or tungsten trioxide or any combination of these oxides, and a heteropolyacid. This method may be used for making 3-(methylthio)propionic aldehyde (MMP), 2-hydroxy-4-methylthiobutyronitrile (HMBTN), methionine or its analogs, from acrolein.
    Type: Application
    Filed: December 21, 2010
    Publication date: December 27, 2012
    Applicants: ADISSEO FRANCE S.A.S., UNIVERSITE LILLE 1 - SCIENCES ET TECHNOLOGIES, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
    Inventors: Sebastien Paul, Benjamin Katryniok, Franck Dumeignil, Mickael Capron
  • Patent number: 8299293
    Abstract: A method for preparing ?-keto acids, especially ?-ketomethionine, and/or derivatives thereof, whereby an aldehyde is reacted with thiols to give a corresponding dithioacetal, the dithioacetal formed, is reacted with an electrophile in the presence of a strong base, and the resulting ?,?-(dithio)carboxylic acid is solvolyzed with acid-catalysis to release thiol and give the ?-keto acid or a derivative thereof. Umpolung of aliphatic or aromatic aldehydes is effected by reaction with thiols.
    Type: Grant
    Filed: July 9, 2008
    Date of Patent: October 30, 2012
    Assignee: Evonik Degussa GmbH
    Inventors: Christoph Kobler, Martin Hateley, Philipp Roth, Barbara Jaeger, Christoph Weckbecker, Klaus Huthmacher
  • Publication number: 20120264966
    Abstract: The present invention provides a lipid compound comprising at least one non-polar moiety and a polar moiety, wherein each or at least one non-polar moiety is of the formula X—Y—Z, wherein X is a hydrocarbyl chain, Y is selected from at least one of S, Se, SO2, SO, and O, and Z is an optional hydrocarbyl group, wherein the polar moiety is of the formula —[C(O)]mPHG, wherein PHG is a polar head group, and wherein m is the number of non-polar moieties.
    Type: Application
    Filed: November 23, 2011
    Publication date: October 18, 2012
    Inventors: Andrew David MILLER, Michael R. JORGENSEN, Rolf Kristian BERGE, Jon SKORVE
  • Publication number: 20110319580
    Abstract: The invention provides intermediates of the formula: as well as a method of their preparation by reacting a thiol having at least two hydroxyl groups with a mono-unsaturated organic compound in the presence of a base catalyst. A polymerizable urethane acrylate oligomer or urethane methacrylate oligomer is formed by reacting a polyisocyanate with the intermediate. The polymerizable urethane acrylate oligomer or urethane methacrylate is blended with a polymerization initiator to form a composition which is useful in such applications as adhesives.
    Type: Application
    Filed: June 28, 2010
    Publication date: December 29, 2011
    Inventors: JAMES H. AERYKSSEN, Ahmet Nebioglu, Richard D. Zopf, Igor V. Khudyakov
  • Patent number: 8071805
    Abstract: A process for producing a 2-hydroxy-4-(methylthio)butyrate compound represented by the formula (2): wherein A is a hydrogen atom or a group represented by R—CH2—, wherein R is a hydrogen atom or an alkyl group, which comprises the step of: reacting 4-(methylthio)-2-oxo-1-butanol with oxygen and a compound represented by the formula (1): A-OH??(1) wherein A is as defined above, in the presence of a copper compound.
    Type: Grant
    Filed: July 20, 2007
    Date of Patent: December 6, 2011
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Koji Hagiya
  • Publication number: 20110288323
    Abstract: The invention relates to a method for preparing acrolein from glycerol or glycerine, comprising dehydrating glycerol or glycerine in the presence of a catalyst consisting of at least a) a mixed oxide of zirconium and at least one metal, said metal being selected from niobium, tantalum and vanadium, b) a zirconium oxide and at least one metal oxide, the metal being selected from niobium, tantalum and vanadium, c) a silicon oxide and a mixed oxide of zirconium and at least one metal, the metal being selected from tungsten, cerium, manganese, niobium, tantalum, titanium, vanadium and silicon, d) a silicon oxide and a mixed oxide of zirconium and at least one metal, the metal being selected from tungsten, cerium, manganese, niobium, tantalum, vanadium and titanium, e) a titanium oxide and a mixed oxide of zirconium and at least one metal, said metal being selected from tungsten, cerium, manganese, niobium, tantalum, titanium, vanadium and silicon, f) a titanium oxide and a mixed oxide or zirconium and at least on
    Type: Application
    Filed: December 16, 2009
    Publication date: November 24, 2011
    Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, ADISSEO FRANCE S.A.S
    Inventors: Virginie Belliere-Baca, Stephane Loridant, Jean-Marc Millet, Pascaline Lauriol-Garbey
  • Publication number: 20110256071
    Abstract: One aspect of the present invention provides a compound represented by formula (I), wherein, R1 is hydrogen or an acetyl group and R2 is a C1-3 straight chain or branched alkyl group. Another aspect of the present invention provides flavor or fragrance compositions comprising at least one compound of formula (I).
    Type: Application
    Filed: March 23, 2011
    Publication date: October 20, 2011
    Applicant: Takasago International Corporation
    Inventors: Maureen Blandino, Henry Van Den Heuvel, Michael E. Lankin
  • Patent number: 7902381
    Abstract: The invention relates to preparing derivatives of formula (1), wherein, in particular R1 and R2, identical or different, represent a hydrogen, flourine or chlorine atom, a hydroxy group, an alkyl radical and an alkoxy radical, R3 is an alkyl radical, a hydroxy group, or a methoxy radical, R4 is a hydrogen atom or a methyl radical and R5 and R6, identical or different, represent a hydrogen atom, an alkyl radical, an alkoxy radical, an alkylthio radical, and an alkylamino radical. The inventive method consists in reducing an amid of formula (9).
    Type: Grant
    Filed: April 8, 2005
    Date of Patent: March 8, 2011
    Assignee: Pierre Fabre Medicament
    Inventors: Bernard Vacher, Yves Brunel, Florence Castan-Cuisiat
  • Publication number: 20100324314
    Abstract: PROBLEM To provide an environmentally-friendly method for producing industrially an ester compound. SOLUTION The present invention is a method for producing an ester compound which comprises subjecting a carboxylic acid and an alcohol to dehydration-condensation reaction using an involatile acid catalyst and then removing the residual acid catalyst by bringing a weak basic substance into contact with the residual acid catalyst.
    Type: Application
    Filed: October 20, 2007
    Publication date: December 23, 2010
    Applicant: WAKO PURE CHEMICAL INDUSTRIES, LTD.
    Inventors: Shigeaki Imazeki, Ryohiko Kinoshita
  • Publication number: 20100266821
    Abstract: The present invention relates to a photoreactive compound for the preparation of a photoalignment material comprising thioether units, wherein the photoreactive compound is comprising at least one ene group and at least one photoalignment group, and further to a composition comprising at least one photoreactive compound and at least one polythiol, the use of this composition for the preparation of photoalignment materials, and their use for the alignment of liquid crystals or liquid crystal polymers, in electro-optical and optical elements, systems and devices.
    Type: Application
    Filed: November 6, 2008
    Publication date: October 21, 2010
    Applicant: ROLIC AG
    Inventors: Izabela Bury, Jean-Francois Eckert, Olivier Muller, Hubert Seiberle, Peggy Studer
  • Patent number: 7615661
    Abstract: The present invention relates to thioester compounds and the incorporation and use of the new chemical entities as flavor and fragrance chemicals.
    Type: Grant
    Filed: March 12, 2008
    Date of Patent: November 10, 2009
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Kathryn Bardsley, David O. Agyemang, Tao Pei
  • Publication number: 20090232747
    Abstract: The present invention relates to thioester compounds and the incorporation and use of the new chemical entities as flavor and fragrance chemicals.
    Type: Application
    Filed: March 12, 2008
    Publication date: September 17, 2009
    Inventors: Kathryn Bardsley, David O. Agyemang, Tao Pei
  • Publication number: 20090192328
    Abstract: A process for producing a 2-hydroxy-4-(methylthio)butyrate compound represented by the formula (2): wherein A is a hydrogen atom or a group represented by R—CH2—, wherein R is a hydrogen atom or an alkyl group, which comprises the step of: reacting 4-(methylthio)-2-oxo-1-butanol with oxygen and a compound represented by the formula (1): A-OH??(1) wherein A is as defined above, in the presence of a copper compound.
    Type: Application
    Filed: July 20, 2007
    Publication date: July 30, 2009
    Inventor: Koji Hagiya
  • Publication number: 20090192325
    Abstract: Methods of enzymatically resolving acyloxyalkyl thiocarbonates useful in the synthesis of acyloxyalkyl carbamate prodrugs are disclosed.
    Type: Application
    Filed: January 23, 2009
    Publication date: July 30, 2009
    Applicant: XenoPort, Inc.
    Inventors: Mark A. Gallop, Fenmei Yao, Maria J. Ludwikow, Ge Peng, Steven P. Raillard
  • Publication number: 20080269506
    Abstract: The present invention provides a sulfonium salt of the formula (Ia) a polymeric compound comprising a structural unit of the formula (Ib) and a chemical amplification type positive resist composition comprising (A) an acid generator comprising at least one compound selected from the group consisting of a sulfonium salt of the formula (Ia), a polymeric compound comprising a structural unit of the formula (Ib), and a sulfonium salt of the formula (Ic); and (B) resin which contains a structural unit having an acid labile group and which itself is insoluble or poorly soluble in an alkali aqueous solution but becomes soluble in an alkali aqueous solution by the action of an acid.
    Type: Application
    Filed: May 29, 2008
    Publication date: October 30, 2008
    Inventors: Airi Yamada, Yasunori Uetani, Akira Kamabuchi
  • Patent number: 7271283
    Abstract: Disclosed herein are high refractive index monomers that are curable by ultraviolet light. These monomers may be a component of curable compositions useful in the preparation of optical articles. Also disclosed is a method of synthesizing the monomers.
    Type: Grant
    Filed: July 21, 2004
    Date of Patent: September 18, 2007
    Assignee: General Electric Company
    Inventors: Bret Ja Chisholm, Paul Michael Smigelski, Jr., James Edward Pickett
  • Patent number: 6916850
    Abstract: Certain known and novel pyruvate derivatives are particularly active in restoring or preserving metabolic integrity in oxidatively competent cells that have been subjected to oxygen deprivation. These pyruvate-derived compounds include, but are not limited to oximes, amides, pyruvate analogues, modified pyruvate analogues, esters of pyruvate (e.g., polyol-pyruvate esters, pyruvate thioesters, glycerol-pyruvate esters and dihydroxyacetone-pyruvate esters). Such pyruvate derivatives (including single tautomers, single stereoisomers and mixtures of tautomers and/or stereoisomers, and the pharmaceutically acceptable salts thereof) are useful in the manufacture of pharmaceutical compositions for treating a number of conditions characterized by oxidative stress.
    Type: Grant
    Filed: May 3, 2002
    Date of Patent: July 12, 2005
    Assignee: Galileo Pharmaceuticals, Inc.
    Inventors: Bing Wang, Guy Miller, Wei Zhang
  • Patent number: 6734321
    Abstract: The invention relates to novel composite materials comprising (a) an inorganic or organic bulk material having covalently bound to its surface initiator moieties for radical polymerization; and (b) a hydrophilic surface coating obtainable by applying one or more different ethylenically unsaturated hydrophilic macromonomers of formula (1) as outlined in the claims to the bulk material surface provided with the initiator radicals and polymerizing said macromonomers. The composite materials of the invention have desirable characteristics regarding adherence to the substrate, durability, hydrophilicity, wettability, biocompatibility and permeability and are thus useful for the manufacture of biomedical articles such as ophthalmic devices.
    Type: Grant
    Filed: June 20, 2002
    Date of Patent: May 11, 2004
    Assignee: Novartis AG
    Inventors: Peter Chabrecek, Jens Höpken, Dieter Lohmann
  • Patent number: 6720445
    Abstract: Novel acetyloxymethyl esters are disclosed. Methods of treating an illness, including cancer, hemological disorders and inherited metabolic disorders, and treating or ameliorating other conditions using these compounds are also disclosed. The compounds are effective in the inhibition of histone deacetylase.
    Type: Grant
    Filed: December 21, 2000
    Date of Patent: April 13, 2004
    Assignee: Beacon Laboratories, Inc.
    Inventors: Hsuan-Yin Lan-Hargest, Norbert L. Wiech
  • Publication number: 20040006224
    Abstract: A method of preparing a 2-alkyl amino acid involves the aziridination of an alkylacrylate and the opening of the aziridine ring by addition of a side chain. This method can result in the preparation of enantiomeric excess of a 2-alkyl amino acid. The invention also discloses a method of preparing a class of iron chelating agents related to desferrithiocin, all of which contain a thiazoline ring. In this method, an aryl nitrile or imidate is condensed with cysteine, a 2-alkyl cysteine, or a cysteine ester.
    Type: Application
    Filed: May 15, 2003
    Publication date: January 8, 2004
    Applicant: Genzyme Corporation
    Inventors: Mukund S. Chorghade, Mukund K. Gurjar, Bhanu M. Chanda
  • Patent number: 6599940
    Abstract: One aspect of the present invention relates to 2-hydroxymethylglutamic acid and congeners thereof. A second aspect of the invention relates to a method of synthesizing 2-hydroxymethylglutamic acid and congeners thereof.
    Type: Grant
    Filed: September 13, 2001
    Date of Patent: July 29, 2003
    Assignee: Georgetown University
    Inventor: Alan P. Kozikowski
  • Patent number: 6562995
    Abstract: Amidomethyl esters, carbonylmercaptomethyl esters, keto-containing esters, amidomethyl thioesters, amidomethyl amides, and methylene dithioesters are disclosed. The novel compounds have two carbonyl groups connected by a linking moiety having an oxygen, sulfur or nitrogen attached to a methylene group, to which is further attached a sulfur, nitrogen or CH2 group. Methods of treating illnesses and conditions, such as cancer, hemological disorders, inherited metabolic disorders and others, using these compounds are also disclosed.
    Type: Grant
    Filed: December 21, 2000
    Date of Patent: May 13, 2003
    Assignee: Beacon Laboratories, Inc.
    Inventors: Hsuan-Yin Lan-Hargest, Norbert L. Wiech
  • Patent number: 6479695
    Abstract: A process for the preparation of 2-hydroxy-4-methylthiobutyric acid ester which comprises (a) a first step of reacting 2-hydroxy-4-methylthiobutyronitrile with sulphuric acid to produce 2-hydroxy-4-methylthiobutyramide, and (b) a second step of reacting the 2-hydroxy-4-methylthiobutyramide with an alcohol to produce a 2-hydroxy-4-methylthiobutyric acid ester, the two steps being carried out in the same reaction medium.
    Type: Grant
    Filed: December 28, 2001
    Date of Patent: November 12, 2002
    Assignee: Aventis Animal Nutrition, S.A.
    Inventors: Michel Garrait, Claude Casse, Georges Gros
  • Patent number: 6407281
    Abstract: A process for producing optically active cysteine derivatives with high optical purity and good quality which is economically advantageous and is high in productivity even on a commercial scale is provided.
    Type: Grant
    Filed: August 25, 2000
    Date of Patent: June 18, 2002
    Assignee: Kaneka Corporation
    Inventors: Yasuyoshi Ueda, Hiroshi Murao, Takeshi Kondo, Noboru Ueyama, Hajime Manabe, Kenji Yoneda, Akira Nishiyama
  • Patent number: 6395930
    Abstract: A method for enhancing the purity of a desired compound comprising: Step (a) treating a crude reaction product which contains at least one desired compound, unreacted starting materials and/or byproducts with at least one bifunctional quenching agent that is capable of selective covalent reaction with unwanted byproducts, or excess reagents; Step (b) allowing the quenching agent to covalently react with unreacted starting materials and/or byproducts to afford a derivatized compound of the quenching agent: and Step (c) isolating the desired compound is described as well as novel quenching agents and methods for their use in the rapid purification of synthetic intermediates and products in synthesis, combinatorial chemistry, and automated organic synthesis.
    Type: Grant
    Filed: May 25, 2000
    Date of Patent: May 28, 2002
    Assignee: Warner Lambert
    Inventor: Sham Nikam
  • Patent number: 6365769
    Abstract: Novel mixtures of perfluoroalkyl halides and derivatives thereof are described. These mixtures contain some compounds with a straight perfluoroalkyl group and some with a branched perfluoroalkyl group. Methods of preparation and use are also described.
    Type: Grant
    Filed: February 15, 2000
    Date of Patent: April 2, 2002
    Assignee: 3M Innovative Properties Company
    Inventors: Frederick E. Behr, Rudolf J. Dams, Johan E. DeWitte, Donald F. Hagen
  • Patent number: 6288267
    Abstract: It has been discovered that compounds of the formula: and the pharmaceutically acceptable salts and esters thereof wherein X and Y are as defined below, inhibit the binding of VCAM-1 to VLA-4 and are useful in treating inflammation associated with chronic inflammatory diseases such as rheumatoid arthritis (RA), multiple sclerosis, (MS), asthma, and inflammatory bowel disease (I BD).
    Type: Grant
    Filed: February 17, 2000
    Date of Patent: September 11, 2001
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Kenneth Gregory Hull, Achytharao Sidduri, Jefferson Wright Tilley
  • Patent number: 6248839
    Abstract: The invention relates to polymethacrylate acid-polyalkylene oxide block copolymers, to a process for their preparation and to their use as dispersants or suspension stabilizers for pigments and fillers, e.g. for metal oxides in ceramic materials, for pigments in inks used in ink jet printing and for fillers in thermosplastic and thermoset polymers.
    Type: Grant
    Filed: February 3, 1998
    Date of Patent: June 19, 2001
    Assignee: Th. Goldschmidt AG
    Inventors: Eberhard Esselborn, Jürgen Fock, Arno Knebelkamp
  • Patent number: 6187938
    Abstract: The invention relates to amino acid derivatives of general formula (I), wherein R1 is H or CH3, X is H or NR2R3, wherein R2 is H, CH3, COH or COCH3 and R3 is H, CH3 or COO—Z wherein Z is R2R3 NH+CHR1(CH2)nCOO(CH2)mCH2Y; Y is H, CH3 or NHR4, wherein R4 a COO—NH3+CH2(CH2)mOOC(CH2)nCH3, the meaning of group (CH2)m being selected from alkyls, secondary alkyls, monocycloalkyls, bicycloalkyls and tricycloalkyls having from 4 to 15 carbon atoms and n having a value of from 3 to 14.
    Type: Grant
    Filed: December 21, 1999
    Date of Patent: February 13, 2001
    Assignee: Bochemie, s.r.o.
    Inventors: Alexandr Hrabálek, Pavel Dole{haeck over (z)}al, Old{haeck over (r)}ich Farsa, Ale{haeck over (s)} Krebs, Ale{haeck over (s)} Kroutil, Martin Roman, Zde{haeck over (n)}ka {haeck over (S)}klubalová
  • Patent number: 6051733
    Abstract: Polymeric compositions for the preparation of optical grade materials, and the optical materials prepared thereby, are provided. The compositions include a class of reactive and non-reactive additives, referred to as additive, in combination with a polymer and optionally a diluent. The additives are preferably the reaction product of a thiol containing compound and an unsaturated compound. The additives optimally have a refractive index between about 1.40 and 1.70, and preferably between 1.50 and 1.70; a relatively high Abbe number (between 25 and 60) and minimal color.
    Type: Grant
    Filed: July 25, 1997
    Date of Patent: April 18, 2000
    Assignee: UCB, S.A.
    Inventor: Peter Weissman
  • Patent number: 6011170
    Abstract: This invention relates to a method comprising reacting an amino acid derivative of the following general formula (I); ##STR1## (wherein R.sup.1 represents an amino-protective group; R.sup.0 represents hydrogen or, taken together with R.sup.1, represents an amino-protecting group; R.sup.2 represents a carboxy-protecting group; X represents a leaving group) with a thiol compound of the following general formula (II) :R.sup.3 SH (II)(wherein R.sup.3 represents an alkyl group of 1 to 7 carbon atoms, an aryl group of 6 to 10 carbon atoms, or an aralkyl group of 7 to 10 carbon atoms) to give a cysteine derivative of the following general formula (III): ##STR2## (wherein R.sup.0, R.sup.1, R.sup.2, and R.sup.3 are as defined above), wherein the reaction is conducted in the presence of a base and water in an organic reaction solvent.
    Type: Grant
    Filed: April 22, 1999
    Date of Patent: January 4, 2000
    Assignee: Kaneka Corporation
    Inventors: Takeshi Kondo, Akira Nishiyama, Noboru Ueyama, Hiroshi Murao, Hajime Manabe, Yasuyoshi Ueda
  • Patent number: 6008409
    Abstract: A method for obtaining 2-hydroxy-4-methylthiobutyric acid (methionine-hydroxy analog, MHA) in primarily free form which is stable in storage by distilling a product solution containing MHA and by producing MHA product mixtures with improved storage stability from such a distillate. The distillate can be produced directly starting from MHA raw products from any MHA production process, which can optionally also contain solvent or water. The starting material may also be a commercial MHA product.
    Type: Grant
    Filed: December 29, 1997
    Date of Patent: December 28, 1999
    Assignee: Degussa Aktiengesellschaft
    Inventors: Hans-Albrechl Hasseberg, Hans-Joachim Hasselbach, Klaus Huthmacher, Volker Hafner, Harald Heinzel, Axel Ronneburg
  • Patent number: 5948936
    Abstract: A method for the production of a sulfide group-containing thiol compound which comprises causing alkylene sulfide to react with a thiol compound in the presence of at least one basic catalyst selected from the group consisting of basic ion-exchange resins, quaternary ammonium compounds and alkyl pyridinium compounds, thereby inducing the ring-opening addition of the alkylene sulfide to the thiol compound. Further, a method for the production of a sulfide group-containing mercaptocarboxylic ester which comprises causing an alkylene sulfide to react with a mercaptocarboxylic ester.
    Type: Grant
    Filed: July 14, 1997
    Date of Patent: September 7, 1999
    Assignees: Nippon Shokubai Co. Ltd., Elf Atochem S.A.
    Inventors: Hirokazu Itoh, Kazuaki Abe, Takashi Tomita
  • Patent number: 5945451
    Abstract: The present invention relates to new fluorobutenyl (thio)ethers of the formula (I) ##STR1## in which R.sup.1 represents hydrogen or halogen,R.sup.2 and R.sup.3 independently of one another represent hydrogen or in each case optionally substituted alkyl, cycloalkyl, aryl, aralkyl or hetaryl,R.sup.4 represents hydrogen, or represents in each case optionally substituted alkyl, alkenyl, cycloalkyl, aryl, aralkyl, hetaryl and additionally represent a metal ion equivalent or an ammonium ion if Z represents oxygen,X represents oxygen or sulphur,Y represents oxygen or sulphur,Z represents oxygen, sulphur or the radical NR.sup.5 in whichR.sup.5 represents hydrogen, in each case optionally substituted alkyl, aryl, aralkyl, hetaryl or the radical ##STR2## in which R.sup.6 and R.sup.7 independently of one another represent hydrogen, in each case optionally substituted alkyl, aryl, aralkyl, or together represent optionally substituted alkanediyl andR.sup.
    Type: Grant
    Filed: June 16, 1997
    Date of Patent: August 31, 1999
    Assignees: Bayer Aktiengesellschaft, Monsanto Company
    Inventors: Udo Kraatz, Jurgen Hartwig, Wolfram Andersch, Christoph Erdelen, Andreas Turberg, Norbert Mencke, Peter Gerrard Ruminski
  • Patent number: 5925764
    Abstract: The present invention provides a process to prepare a pyridine-2,3-dicarboxylate derivative via the reaction of a dailkyl alkoxy(or alkylthio)oxalacetate with an appropriately substituted acrolein compound in the presence of an ammonia source and a solvent.The present invention also provides useful intermediate compounds of formula IV.
    Type: Grant
    Filed: June 15, 1998
    Date of Patent: July 20, 1999
    Inventor: Wen-Xue Wu
  • Patent number: 5919971
    Abstract: This process for the synthesis of 3-mercaptopropionic acid esters by addition reaction of H.sub.2 S to the corresponding acrylic acid ester is carried out in the presence of a solid-support functionalized with basic guanidine functional groups, on condition that these groups are free of hydrogen that is directly attached to a nitrogen atom.
    Type: Grant
    Filed: November 21, 1997
    Date of Patent: July 6, 1999
    Assignee: Elf Acquitaine Exploration Production France
    Inventor: Emmanuel Arretz
  • Patent number: 5919985
    Abstract: An object is to provide a method for the production of a sulfide group-containing thiol compound which comprises using a solvent capable of effecting the ring-opening addition reaction of an alkylene sulfide to a thiol compound without inducing the alkylene sulfide to polymerize. A method for the production of a sulfide group-containing thiol compound, which comprises effecting the ring-opening addition reaction of an alkylene sulfide represented by the general formula (1): ##STR1## (wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4, which may be identical or different, stand for a hydrogen atom, an alkyl group of 1 to 10 carbon atoms, or an aromatic group of 6 to 15 carbon atoms) to a thiol compound in a solvent of an amide compound or urea substituent-containing compound.
    Type: Grant
    Filed: December 9, 1997
    Date of Patent: July 6, 1999
    Assignees: Nippon Shokubai Co., Ltd., Elf Atochem SA
    Inventors: Hirokazu Itoh, Kazuaki Abe, Takashi Tomita
  • Patent number: 5807814
    Abstract: Oil soluble compounds having the formula: ##STR1## wherein R and R.sup.1 are independently cyano, alkoxycarbonyl, aryloxycarbonyl, alkenyloxycarbonyl, alkylcarbonyl, arylcarbonyl, alkenylcarbonyl, alkylsulfonyl, arylsulfonyl, alkenylsulfonyl, substituted aminocarbonyl, alkylphosphoryl, arylphosphoryl, alkenylphosphoryl, aryl, or heterocyclics, or together form a carbocycle or heterocycle, and R.sup.2 and R.sup.3 are independently alkyl, alkenyl, hydroxyalkyl, sulfurized alkyl, alkoxycarbonylalkyl, arylalkyl, or borated hydroxyalkyl, with the proviso that R, R.sup.1, R.sup.2 and R.sup.3 together contain sufficient carbon atoms to render the compound oil soluble in an oil of lubricating viscosity. The compound are useful as wear protectants or extreme pressure agents to enhance wear protection or extreme pressure properties in lubricating oils and greases.
    Type: Grant
    Filed: July 5, 1996
    Date of Patent: September 15, 1998
    Assignee: Chevron Chemical Company
    Inventor: Andrew W. Ho
  • Patent number: 5739140
    Abstract: Novel compounds of Formula I and methods of making and using the compounds which are useful as fungicides, particularly in the agricultural field: ##STR1## wherein C.sub.1 and C.sub.2 are carbon atoms which are part of an aromatic ring; W is alkoxyimino, alkoxymethylene or alkylthiomethylene; R.sub.1 is independently selected from the group consisting of halogen, cyano, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, wherein the alkyl or alkoxy are optionally substituted by halogen, and p is 0, 1, or 2; Z is --CH.sub.2 --, --CH(OH)--, --CO--, --O--, --S--, NR.sub.2 wherein R.sub.2 is hydrogen or a lower aliphatic group, --CH.sub.2 CH.sub.2 --, --CH.dbd.CH--, ##STR2## --CH.sub.2 O--, --CH.sub.2 S--, --CH.sub.2 S(O)--, --OCH.sub.2 --, --SCH.sub.2 --, --S(O)CH.sub.2 --, --CH.sub.2 ON.dbd.C(R.sub.3)-- or --CH.dbd.NB wherein B is --O--CO--, --N.dbd.CR.sub.3, or --CR.sub.3 R.sub.4 -- wherein R.sub.3 and R.sub.4 are independently hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: October 23, 1996
    Date of Patent: April 14, 1998
    Assignee: Monsanto Company
    Inventors: William P. Clinton, Jim I. McLoughlin, Anita E. Otal, John J. Parlow, Dennis P. Phillion, Ajit S. Shah
  • Patent number: 5696282
    Abstract: A process comprises contacting, in the presence of a catalyst, hydrogen sulfide or a mercaptan such as, for example, n-dodecyl mercaptan with an .alpha.,.beta.-unsaturated carbonyl or .alpha.,.beta.-unsaturated cyano compound such as, for example, methyl acrylate wherein the catalyst comprises a pyridine derivative such as, for example, 4-(dimethylamino)pyridine or an ion exchange resin such as, for example, "AMBERLYST A-21" to produce a 3-hydrocarbylthio derivative of the .alpha.,.beta.-unsaturated carbonyl or .alpha.,.beta.-unsaturated cyano compound such as, for example, methyl 3-(dodecylthio)propionate.
    Type: Grant
    Filed: March 26, 1996
    Date of Patent: December 9, 1997
    Assignee: Phillips Petroleum Company
    Inventors: James E. Shaw, Harry Porter
  • Patent number: 5672730
    Abstract: The present invention relates to a compound of the formula ##STR1## wherein n is an integer from 1 to 4, R is selected from the group consisting of hydrogen and methyl; wherein when n is 1, R.sup.1 is selected from the group consisting of alkyl radicals having 1 to 18 carbon atoms, aryl radicals having 6 to 12 carbon atoms, aralkyl radicals having 7 to 12 carbon atoms, cycloalkyl radicals having 5 to 12 carbon atoms and radicals of the formula: ##STR2## wherein x is an integer of from 1 to 7; wherein when n is 2, R.sup.1 is selected from the group consisting of alkylene radicals having 2 to 18 carbon atoms, cycloalkylene radicals having 5 to 12 carbon atoms, arylene radicals having 6 to 12 carbon atoms, ##STR3## polyalkyl glycol ether radicals having the following structure ##STR4## wherein x is an integer from 1 to 7.
    Type: Grant
    Filed: September 22, 1995
    Date of Patent: September 30, 1997
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Kirkwood Storer Cottman
  • Patent number: 5587499
    Abstract: These compounds are denoted by the following formula (I): ##STR1## in which: Z denotes H or a linear or branched alkyl radical,X denotes O or S,each of A and B independently denotes an alkylene radical, it being possible for this radical to be substituted,R denotes H or an alkali metal, or else a linear or branched alkyl radical,x has the value of 0 or 1, andy has the value of 0, 1 or 2,the radical A not existing if x and y are both equal to 0, X being incapable of denoting O when R=alkyl and when R=H with x=y=0, and B being incapable of denoting optionally substituted methylene when X=S, x=y=0 and R=alkyl.According to the invention, different simple and efficient processes are proposed for preparing these new compounds, which can be applied to the preparation of new polymers and copolymers.
    Type: Grant
    Filed: May 11, 1995
    Date of Patent: December 24, 1996
    Assignee: ELF Atochem S.A.
    Inventors: Mich ele Curci, Jean-Luc Mieloszynski, Daniel Paquer
  • Patent number: 5574184
    Abstract: A lubricant additive having antiwear and antioxidant properties is the reaction product of a sulfur-containing carboxylic acid and an etheramine, preferably 3,3'-thiodipropionic acid and N-isoeicosyloxypropyl-1,3-diaminopropane which is post reacted with an aliphatic alcohol, preferably oleyl alcohol, an aliphatic amine, preferably a tert-C.sub.12 to C.sub.14 amine and/or a trialkyl phosphite, preferably a tributylphosphite. The post-reaction product contains at least one ester, amide and/or phosphonate functional group.
    Type: Grant
    Filed: March 10, 1995
    Date of Patent: November 12, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Shi-Ming Wu, Andrew G. Horodysky
  • Patent number: 5525629
    Abstract: Hydroxamic acid derivatives of formula (I): ##STR1## wherein R.sup.1 represents hydrogen or an (C.sub.1 -C.sub.6)alkyl, (C.sub.1 -C.sub.6)alkoxycarbonyl(C.sub.1 -C.sub.6)alkyl, phenyl, substituted phenyl, phenyl(C.sub.1 -C.sub.6)alkyl, heterocyclyl, (C.sub.1 -C.sub.6)alkylcarbonyl, phenacyl or substituted phenacyl group;R.sup.2 represents hydrogen or a (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl, phenyl(C.sub.1 -C.sub.6)alkyl, cycloalkyl(C.sub.1 -C.sub.6)alkyl or cycloalkenyl(C.sub.1 -C.sub.6)alkyl group,R.sup.3 represents a group --CH.sub.2 CO.sub.2 (C.sub.1 -C.sub.4)alkyl or --CH.sub.2 CH.sub.2 CO.sub.2 (C.sub.1 -C.sub.4)alkyl;R.sup.4 represents hydrogen or a (C.sub.1 -C.sub.6)alkyl or phenyl(C.sub.1 -C.sub.6)alkyl group;R.sup.5 represents hydrogen or a methyl group;n is 0, 1 or 2;and A represents a (C.sub.1 -C.sub.6)hydrocarbon chain optionally substituted with one or more (C.sub.1 -C.sub.
    Type: Grant
    Filed: November 4, 1993
    Date of Patent: June 11, 1996
    Assignee: British Bio-Technology Limited
    Inventors: Michael J. Crimmin, William A. Galloway, Andrew J. Gearing