At Least Three Oxygens Containing Patents (Class 568/600)
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Patent number: 10322397Abstract: A method for forming poly(dimethoxymethane) includes a step of separating a formaldehyde-containing blend into a first bottom stream and a first top stream. The first formaldehyde-containing blend includes methanol, formaldehyde, and water while the first bottom stream includes water. The first top stream includes dimethoxymethane that is produced from the reaction between methanol and formaldehyde. The first top stream is separated into a second bottom stream and a second top stream. The second bottom stream includes poly(dimethoxymethane) while the second top stream includes dimethoxymethane, methanol, and ethanol. The second top stream is separated into a third bottom stream and a third top stream. Third bottom stream includes methanol and ethanol while the third top stream includes dimethoxymethane. The third top steam can be recycled to form additional poly(dimethoxymethane). A system that implements the method is also provided.Type: GrantFiled: September 1, 2017Date of Patent: June 18, 2019Assignee: GAS TECHNOLOGIES LLCInventors: Evan Visser, Walter Breidenstein
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Patent number: 9631055Abstract: Pre-polymer according to structure (I) X—(R2—O)n—CH2—O—(R1—O)m—CH2—(O—R2)p—X (I) wherein R1 and R2 can be the same or different and are selected from alkane chains containing 2-10 carbon atoms, X is a halogen atom, and n, m, and p are integers that can be the same of different and have a value in the range 1-6. The use of this pre-polymer in the preparation of a liquid polysulfide polymer allows better control over the sulfur and oxygen content and the polarity of the resulting polymer.Type: GrantFiled: June 13, 2014Date of Patent: April 25, 2017Assignee: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Manfred Menzel, Daniela Lungu, Olaf Klobes, Heinz Aldenhoven, Antonius Van Pelt, Volker Burkhardt
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Patent number: 9309178Abstract: The present invention is concerned with a process for preparing acetals and ketals which comprises (i) reacting an aldehyde or ketone with an alcohol in the presence of a solid acid at a temperature of below ?40° C., and (ii) removing water and lower aliphatic alcohol and/or sugar alcohol from the reaction product by pervaporation.Type: GrantFiled: June 29, 2012Date of Patent: April 12, 2016Assignee: DSM IP ASSETS B.V.Inventor: Thomas Clavey
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Patent number: 8952203Abstract: A method for manufacturing an acetal compound represented by the formula [1] in which the steps (A) to (D) as defined herein are performed sequentially, and an acetal compound of the formula [1] which is produced by the method: wherein n is 0 or 1 provided that R1 groups may be bonded or may not be bonded to each other when n is 0; R1 is an alkyl group having 1 or 2 carbon atoms or an alkylene group having 1 or 2 carbon atoms and the R1 groups may be same or different from each other; and R2 is an alkylene group having 1 or 6 carbon atoms.Type: GrantFiled: March 23, 2012Date of Patent: February 10, 2015Assignee: NOF CorporationInventors: Takashi Ichikawa, Shuichi Yoshimura, Ken-ichiro Nakamoto
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Publication number: 20140182484Abstract: A polyoxymethylene polymer is disclosed that contains long-chain alkyl end groups. The polyoxymethylene polymer may be formed by using a Bis-alkylformal as a chain transfer agent during production of the polymer. In one embodiment, the Bis-alkylformal is dissolved in a monomer, such as trioxane, during production of the polymer. In one embodiment, a branching agent may also be present with one or more monomers for producing a branched polyoxymethylene polymer. In this manner, greater amounts of alkyl end groups can be incorporated into the polymer. The resulting polymer has excellent flow characteristics. The polymer may be used to form various molded articles with excellent tribological properties.Type: ApplicationFiled: December 20, 2013Publication date: July 3, 2014Applicant: Ticona GmbHInventors: Andre Hebel, Michael Haubs, Ursula Ziegler
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Patent number: 8753997Abstract: The use of fuel cells to produce electricity are known as an environmentally clean and reliable source of energy, and show promise as an automotive power source if the polymer electrolyte membrane fuel cell can be made less expensive, more durable, reduce or eliminate humidification of the reactive gases, and operate at temperatures encountered during automotive operating conditions. The use of an electro-catalyst formed from heteropoly acids immobilized by a conductive material, such as carbon or platinum black, and stabilizing a metallic black with the immobilized conductive material addressed these automotive fuel cell needs. Coating the fuel cell electrode, polymer electrolyte assembly with a nano-particle catalyst derived from a heteropoly acid provided anodic carbon monoxide tolerance at anodic overpotentials and an active cathodic oxygen reduction. The heteropoly acids can also function as supercapacitor electrode films.Type: GrantFiled: May 16, 2008Date of Patent: June 17, 2014Assignee: Colorado School of MinesInventors: Ronald Justin Stanis, Andrew Michael Herring, Mei-Chen Kuo, Jack Richard Ferrell, III
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Publication number: 20130217901Abstract: The invention relates to a method of producing optically active 4-chloro-3-hydroxybutanal compound (2) by reacting chloroacetaldehyde with aldehyde compound (1) in the presence of optically active pyrrolidine compound (5). wherein each symbol is as defined in the specification.Type: ApplicationFiled: October 19, 2011Publication date: August 22, 2013Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Yujiro Hayashi
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Publication number: 20120277477Abstract: A method for manufacturing an acetal compound represented by the formula [1] in which the steps (A) to (D) as defined herein are performed sequentially, and an acetal compound of the formula [1] which is produced by the method: wherein n is 0 or 1 provided that R1 groups may be bonded or may not be bonded to each other when n is 0; R1 is an alkyl group having 1 or 2 carbon atoms or an alkylene group having 1 or 2 carbon atoms and the R1 groups may be same or different from each other; and R2 is an alkylene group having 1 or 6 carbon atoms.Type: ApplicationFiled: March 23, 2012Publication date: November 1, 2012Applicant: NOF CORPORATIONInventors: Takashi Ichikawa, Shuichi Yoshimura, Ken-ichiro Nakamoto
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Patent number: 8143455Abstract: What is described is a process for preparing 2-hydroxyacetals of the general formula in which R1 is hydrogen, a branched or unbranched C1-C12-alkyl radical, an electron-deficient, halogen-, NO2—, CN—, CF3—, acyl group- or branched or unbranched alkyl group-substituted or unsubstituted C5-C6-aryl or heteroaryl, and R2 is a branched or unbranched C1-C5-alkyl radical, or both R2 radicals are bonded directly to one another or to one another via a C1-C4 unit, by reacting an enol compound of the general formula (II) in which R3 is the same and R1 is as defined for formula (Ia), with bromine to give the corresponding dibromo adduct and then reacting this dibromo adduct with an alkoxide of the general formula (III) M-O—R2 (III) in which R2 is as defined for formula (Ia) and O is oxygen and M is lithium, sodium or potassium. What is likewise described is the preparation of the corresponding 2-hydroxyalkanals from the 2-hydroxyacetals thus obtained by acidic hydrolysis.Type: GrantFiled: June 11, 2008Date of Patent: March 27, 2012Assignee: SALTIGO GmbHInventors: Thomas-Norbert Müller, Michael Dockner
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Publication number: 20100280276Abstract: What is described is a process for preparing 2-hydroxyacetals of the general formula in which R1 is hydrogen, a branched or unbranched C1-C12-alkyl radical, an electron-deficient, halogen-, NO2—, CN—, CF3—, acyl group- or branched or unbranched alkyl group-substituted or unsubstituted C5-C6-aryl or heteroaryl, and R2 is a branched or unbranched C1-C5-alkyl radical, or both R2 radicals are bonded directly to one another or to one another via a C1-C4 unit, by reacting an enol compound of the general formula (II) in which R3 is the same and R1 is as defined for formula (Ia), with bromine to give the corresponding dibromo adduct and then reacting this dibromo adduct with an alkoxide of the general formula (III) M-O—R2 (III) in which R2 is as defined for formula (Ia) and O is oxygen and M is lithium, sodium or potassium. What is likewise described is the preparation of the corresponding 2-hydroxyalkanals from the 2-hydroxyacetals thus obtained by acidic hydrolysis.Type: ApplicationFiled: June 11, 2008Publication date: November 4, 2010Applicant: SALTIGO GMBHInventors: Thomas-Norbert Mueller, Michael Dockner
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Publication number: 20090011969Abstract: The invention relates to a method for cleaning metal parts, according to which the metal parts are treated with a compound of the formula (1) wherein A represents (CH2)a or phenylene and R1, R2, R3 and R4 are identical or independently of one another represent C1 to C6-n-alkyl and/or isoalkyl and a represents a whole number from 0 to 4.Type: ApplicationFiled: February 3, 2007Publication date: January 8, 2009Inventor: Frank-Peter Lang
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Publication number: 20080207954Abstract: A process for preparing tri- and tetraoxymethylene glycol dimethyl ether (POMDMEn=3,4) by reacting formaldehyde with methanol and subsequently working up the reaction mixture by distillation, comprising the steps of: a) feeding aqueous formaldehyde solution and methanol into a reactor and reacting; b) feeding the reaction mixture a into a reactive evaporator and separating into a low boiler fraction b1 comprising formaldehyde, water, methanol, methylene glycol, polyoxymethylene glycols, hemiformals, methylal and polyoxymethylene glycol dimethyl ethers (POMDMEn>1), and a high boiler fraction b2, and recycling the high boiler fraction b2 into the reactor (step a)); c) feeding the low boiler fraction b1 into a first distillation column and separating into a low boiler fraction c1 comprising formaldehyde, water, methylene glycol, methanol, hemiformals, methylal, di-, tri- and tetraoxymethylene glycol dimethyl ether (POMDMEn=2,3,4), and a high boiler fraction c2, and recycling the high boiler fraction c2 intoType: ApplicationFiled: June 12, 2006Publication date: August 28, 2008Applicant: BASF AKTIENGESELLSCHAFTInventors: Eckhard Stroefer, Hans Hasse, Sergej Blagov
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Method for processing compositions containing 1,1,2,2-tetramethoxyethane and glyoxal dimethyl acetal
Patent number: 7211698Abstract: A process is proposed for distillatively working up an aqueous composition which comprises 1,1,2.2-tetramethoxyethane, glyoxal dimethyl acetal and methanol, wherein the workup of this composition is carried out in a dividing wall column to form low boiler, medium boiler and/or high boiler fractions, and a dividing wall is disposed in the longitudinal direction in the dividing wall column to form an upper common column region, a lower common column region, a feed section having rectifying section and stripping section and a withdrawal section having stripping section and rectifying section, and the aqueous composition is fed into the middle region of the feed section.Type: GrantFiled: September 3, 2004Date of Patent: May 1, 2007Assignee: BASF AktiengesellschaftInventors: Gunnar Heydrich, Ingo Richter, Thomas Krug -
Patent number: 6969776Abstract: The present invention provides a process whereby fluorinated ketones of various structures can be produced by short process steps and which is useful as an industrial production process.Type: GrantFiled: June 17, 2004Date of Patent: November 29, 2005Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu, Hirokazu Takagi
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Patent number: 6956138Abstract: The present invention provides a method for obtaining a compound useful as a raw material for various fluororesins in high yield by a short process by using a starting material which is inexpensive and readily available.Type: GrantFiled: April 28, 2004Date of Patent: October 18, 2005Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Shin Tatematsu, Masahiro Ito, Daisuke Shirakawa, Masao Iwaya, Hidekazu Okamoto
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Patent number: 6867332Abstract: A process is specified by which the xanthohumol present in hops can be isolated in high yield in an economical manner. In the process an ethanol pure resin extract is first extracted with a liquid or supercritical solvent in which the xanthohumol is insoluble and the resultant extraction residue is first washed with a first solvent mixture and then the extraction residue which has been washed with the first solvent mixture is, after removing the first solvent mixture, extracted with a second solvent mixture, the first solvent mixture having a higher polarity than the second solvent mixture. The hop extract produced from the second solvent mixture has a xanthohumol content of at least 85% by weight.Type: GrantFiled: July 23, 2003Date of Patent: March 15, 2005Assignee: Hallertauer Hopfenveredelungsgesellschaft m.b.H.Inventors: Martin Biendl, Hans Becker, Aslieh Nookandeh
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Patent number: 6803488Abstract: The present invention provides a process whereby fluorinated ketones of various structures can be produced by short process steps and which is useful as an industrial production process.Type: GrantFiled: February 26, 2003Date of Patent: October 12, 2004Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu, Hirokazu Takagi
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Patent number: 6747176Abstract: 2-Chloro-1,1,1-trialkoxyethane of formula (II): wherein R1 to R3, which may be the same or different, are alkyl, or any two of the alkyl groups taken together form a cyclic group, is prepared by reacting 1,1,1-trialkoxyethane with gaseous or liquid chlorine in the presence of alcohol solvent in an amount ranging from 0.1% to 20 wt %, based on the amount of 1,1,1-trialkoxyethane reactant.Type: GrantFiled: June 10, 2003Date of Patent: June 8, 2004Assignee: Degussa AGInventors: Guenther Koehler, Karl-Heinz Bruehl, Johannes Ruwwe, Manfred Neumann
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Patent number: 6660890Abstract: A process for the heterogeneous and enantioselective hydrogenation of prochiral organic &agr;-keto compounds with platinum as the catalyst in the presence of a soluble or immobilized chiral aromatic nitrogen base with at least one basic nitrogen atom adjacent to stereogenic carbon atoms, whereby prochiral &agr;-ketoacetals are hydrogenated to optically active &agr;-hydroxyacetals.Type: GrantFiled: December 19, 2001Date of Patent: December 9, 2003Assignee: Solvias AGInventor: Martin Studer
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Patent number: 6610892Abstract: The invention relates to a process for preparing 2,7-dimethyl-2,4,6-octatrienal monoacetals of the general formula I which comprises a) condensing an ester phosphonium salt of the general formula II or an ester phosphonate of the general formula III with an aldehyde of the formula IV in a Wittig or Wittig-Horner reaction to give an acetal ester of the general formula V b) reducing the ester of the formula V to give an acetal alcohol of the general formula VI and c) oxidizing the alcohol to 2,7-dimethyl-2,4,6-octatrienal monoacetals of the general formula I, where the substituents have the meaning defined in the description.Type: GrantFiled: March 12, 2002Date of Patent: August 26, 2003Assignee: BASF AktiengesellschaftInventors: Hansgeorg Ernst, Klaus Henrich
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Publication number: 20030069451Abstract: A process is described for preparing diacetals of glyoxal by reacting from 40 to 75% by weight aqueous glyoxal with monohydric alcohols in the presence of an acid catalyst, which comprises leaving a liquid mixture which, at the beginning of the reaction, comprises alcohol and glyoxal in a molar ratio of at least 15:1 and also water in a concentration of not more than 8% by weight in contact with the acid catalyst until concentration in the reaction mixture of the diacetal formed reaches at least 70% of the equilibrium concentration without more than 5% by weight of the alcohol used having already been distilled off.Type: ApplicationFiled: October 3, 2002Publication date: April 10, 2003Inventors: Gunnar Heydrich, Nicola Christiane Aust, Hermann Putter, Andreas Fischer, Jorg Botzem
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Publication number: 20020007089Abstract: A particularly useful process which includes the steps of providing a feedstream comprising methanol, a soluble condensation promoting component capable of activating a heterogeneous acidic catalyst and a source of formaldehyde formed by conversion of methanol in the presence of a catalyst comprising copper and zinc; and heating this feedstream with the heterogeneous acidic catalyst in a catalytic distillation column to convert methanol and formaldehyde present to methylal and higher polyoxymethylene dimethyl ethers and to separate the methylal from the higher polyoxymethylene dimethyl ethers is disclosed. Advantageously, methylal and higher polyoxymethylene dimethyl ethers are formed and separated in a catalytic distillation column. By including within the column a section containing an anion exchange resin, an essentially acid-free product is obtained.Type: ApplicationFiled: July 11, 2001Publication date: January 17, 2002Inventors: Gary P. Hagen, Michael J. Spangler
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Patent number: 5990360Abstract: A novel process for the manufacture of a .gamma.-halotiglic aldehyde HalH.sub.2 C-CH.dbd.C(CH.sub.3)-CHO [I], wherein Hal signifies chlorine or bromine, comprises haloalkoxylating a 1-alkoxy-2-methyl-1,3-butadiene H.sub.2 C.dbd.CH-C (CH.sub.3).dbd.CH-OR.sup.1 [II], wherein R.sup.1 signifies C.sub.1-4 -alkyl, using a particular halogenating agent in a C.sub.1-4 -alkanol (R.sup.2 OH) and hydrolyzing the thus-obtained .gamma.-halotiglic aldehyde dialkyl acetal HalH.sub.2 C-CH.dbd.C(CH.sub.3)-CH (OR.sup.1)(OR.sup.2) [III] to the desired .gamma.-chloro- or .gamma.-bromotiglic aldehyde I. The halogenating agent used in this process is selected from an alkali metal hypochlorite, an alkali metal hypobromite, an alkaline earth metal hypochlorite, an alkaline earth metal hypobromite, tert.butyl hypochlorite, N-bromoacetamide, 1.3-dichloro-5,5-dimethylhydantoin and 1,3-dibromo-5,5-dimethylhydantoin. Further aspects of the present invention are the use of the thus manufactured .gamma.Type: GrantFiled: May 12, 1998Date of Patent: November 23, 1999Assignee: Roche Vitamins Inc.Inventors: Bruno Burdet, Paul Nosberger, August Ruttimann
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Patent number: 5892129Abstract: A process for the preparation of 1,1,3-trialkoxypropane by acid-catalyzed reaction of acrolein with a C.sub.1 to C.sub.6 alcohol, which can be carried out well on a large scale and leads to a higher selectivity. The process involves (a) the reaction, in the presence of a solid acid catalyst which is insoluble in the reaction mixture, (b) a partial neutralization of the reaction mixture, using an amine or basic ion exchanger, and (c) specific recovery by distillation of the reaction mixture and recirculation of fractions containing useful materials; aqueous fractions containing recyclable useful materials are largely dehydrated by pervaporation prior to being recirculated.Type: GrantFiled: May 21, 1997Date of Patent: April 6, 1999Assignee: Degussa AktiengesellschaftInventors: Mathias Hoepp, Dietrich Arntz, Hans-Peter Ohlinger, Willi Hofen
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Patent number: 5739394Abstract: The invention relates to novel 3,3-dioxy-4,4,4-trifluorobutyric acid derivatives of the formula (I) ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent C.sub.1 -C.sub.10 -alkyl, or represent cyclohexyl, or represent optionally substituted C.sub.6 -C.sub.10 -aryl or C.sub.7 -C.sub.14 -arylalkyl, orR.sup.1 and R.sup.2 together represent C.sub.2 -C.sub.4 -alkylene which is optionally mono- or disubstituted by methyl, or optionally substituted ortho-arylene,R.sup.3 represents hydrogen or C.sub.1 -C.sub.10 -alkyl, or represents cycloalkyl, or represents optionally substituted C.sub.6 -C.sub.10 -aryl or C.sub.7 -C.sub.Type: GrantFiled: December 16, 1996Date of Patent: April 14, 1998Assignee: Bayer AktiengesellschaftInventor: Norbert Lui
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Patent number: 5449836Abstract: A process for the preparation of vitamin A which preferably comprises bringing cyclogeranyl sulphone into contact with a C.sub.10 aldehyde acetal, halogenating the derivative obtained and then removing the halogen group and the sulphone, removing the acetal group and isomerizing the retinal obtained to the desired configuration. Also disclosed are compounds useful as intermediates in the synthesis of vitamin A and processes for preparation of these intermediate compounds.Type: GrantFiled: January 5, 1995Date of Patent: September 12, 1995Assignee: Rhone-Poulenc Nutrition AnimaleInventor: Pierre Chabardes
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Patent number: 5269955Abstract: Disclosed is a lubricating oil for compression-type refrigerators comprising, as a main component, a polyoxyalkylene glycol derivative which has at least one constitutional unit represented by the general formula: ##STR1## wherein R.sup.1 to R.sup.4 are as defined in the specification. Said lubricating oil for compression-type refrigerators has good miscibility with refrigerants including R-134a.Type: GrantFiled: May 2, 1990Date of Patent: December 14, 1993Assignee: Idemitsu Kosan Co., Ltd.Inventors: Yasuhiro Kawaguchi, Nobuaki Shimizu, Masato Kaneko
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Patent number: 5233063Abstract: The present invention relates to pentanedioic acid derivatives. The present invention further relates to pharmaceutical compositions containing such compounds and the use of such compounds and compositions as hypolipidemic drugs.Type: GrantFiled: January 16, 1991Date of Patent: August 3, 1993Assignee: G. D. Searle & Co.Inventors: John S. Baran, Harman S. Lowrie
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Patent number: 5206443Abstract: Alkanediol bisacetals useful as surface-active substances for industrial purposes, in particular in washing and cleaning agents, have the formula I ##STR1## where R.sup.1 is alkyl or alkenyl of from 6 to 30 carbon atoms,A is 1,2-alkylene of from 2 to 4 carbon atoms,m is from 0 to 50,within each of the pairs R.sup.1, A and m the meanings being identical or different, andn is from 2 to 20.Type: GrantFiled: April 20, 1992Date of Patent: April 27, 1993Assignee: BASF AktiengesellschaftInventors: Richard Baur, Helmut Guembel, Alfred Oftring, Johannes Perner, Gerhard Wolf
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Patent number: 5202480Abstract: This invention pertains to perfluoropolyethers and perhalogenated chlorofluoroether polymers that can be prepared by fluorinating polymers made by the polymerization of acetals, ketals, polyacetals, polyketals and orthoesters with elemental fluorine.Type: GrantFiled: August 30, 1991Date of Patent: April 13, 1993Assignee: Exfluor Research CorporationInventors: Thomas R. Bierschenk, Timothy Juhlke, Hajimu Kawa, Richard J. Lagow
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Patent number: 5191127Abstract: This invention provides glyoxal derivatives and a method for making these derivatives. A particularly useful derivative, 1-chloro-1,2,2-trialkoxyethane, and a facile method for making these alpha-halo ethers are provided. The alpha-halo ethers are valuable intermediates in the manufacture of a variety of commercial compounds.Type: GrantFiled: August 13, 1991Date of Patent: March 2, 1993Assignee: Loyola University of ChicagoInventor: James H. Babler
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Patent number: 5030765Abstract: The present invention is concerned with novel tetrahydronaphthalene and indane derivatives of the formula ##STR1## useful as for combatting dermatoses as well as neoplasmas.Type: GrantFiled: October 16, 1990Date of Patent: July 9, 1991Assignee: Hoffmann-La Roche Inc.Inventors: Michael Klaus, Peter Loeliger, Peter Mohr, Ekkehard Weiss
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Patent number: 5025093Abstract: A method of breaking down perfluoropolyethers into lower molecular weight fragments by pyrolysis is disclosed. The perfluoropolyethers are pyrolyzed generally at above about 350.degree. C. Volatile lower molecular weight components are condensed and collected. Various molecular weight fractions and collected. Various molecular weight fractions can be obtained by taking appropriate distillation cuts.Type: GrantFiled: January 5, 1990Date of Patent: June 18, 1991Assignee: Exfluor Research CorporationInventors: Richard J. Lagow, Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu M. Kawa
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Patent number: 4996375Abstract: Novel methyl carbinol derivatives of Vitamin E and a method for their manufacture.Type: GrantFiled: April 24, 1989Date of Patent: February 26, 1991Assignee: Hoffmann-La Roche Inc.Inventors: Richard Barner, Josef Hubscher
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Patent number: 4947005Abstract: 1,1,2-Trialkoxyethanes of the general formula I ##STR1## where R.sup.1 to R.sup.3 are each independently of the others C.sub.1 -C.sub.20 -alkyl or cycloalkyl, or R.sup.1 and R.sup.2 may be linked together to form a 5-, 6- or 7-membered ring, are prepared by reacting formaldehyde dialkyl acetals of the general formula II ##STR2## where R.sup.1 and R.sup.2 are each as defined above, or compounds which are capable of forming formaldehyde dialkyl acetals under the reaction conditions, with carbon monoxide, hydrogen and alkanols R.sup.3 OH under superatmospheric pressure at elevated temperature in the presence of a catalyst composed of a cobalt carbonyl compound and a promotor, wherein the promotor is an alkali metal, alkaline earth metal or ammonium salt of a protogenic compound having an acid constant K.sub.a of from 10.sup.-2 to 10.sup.-14, an alkali metal or alkaline earth metal hydroxide or an aminocarboxylic acid.Type: GrantFiled: August 25, 1989Date of Patent: August 7, 1990Assignee: BASF AktiengesellschaftInventors: Dieter Koeffer, Werner Bertleff
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Patent number: 4894484Abstract: A method of breaking down perfluoropolyethers into lower molecular weight fragments by pyrolysis is disclosed. The perfluoropolyethers are pyrolyzed generally at above about 350.degree. C. Volatile lower molecular weight components are condensed and collected. Various molecular weight fractions can be obtained by taking appropriate distillation cuts.Type: GrantFiled: September 3, 1987Date of Patent: January 16, 1990Assignee: Exfluor Research CorporationInventors: Richard J. Lagow, Thomas R. Bierschenk, Timothy J. Juhlke, Hajimu M. Kawa
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Patent number: 4851585Abstract: Novel methyl carbinol derivatives of Vitamin E and a method for their manufacture.Type: GrantFiled: November 12, 1987Date of Patent: July 25, 1989Assignee: Hoffmann-La Roche Inc.Inventors: Richard Barner, Josef Hubscher
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Patent number: 4835320Abstract: This process for the preparation of products of general formula (I): ##STR1## wherein either R.sub.1 and R.sub.2, which are identical, represent a --CHRR.sub.3 group, in which R and R.sub.3, which are identical or different, represent an alkyl, alkenyl or aralkyl group, or R.sub.1 and R.sub.2, which are identical, represent a --CH.sub.2 R group, in which R represents a hydrogen atom, an alkyl, alkenyl or aralkyl radical, or R.sub.1 and R.sub.2 together form a --CH.sub.2 --(CRR).sub.n --CHR-- radical, in which n represents 0 or 1 and R retains the meaning given previously, is characterized by reacting glyoxal in the presence of an acid catalyst with an excess of the corresponding alcohol of general formula (II) RR.sub.3 CHOH, (III) RCH.sub.2 OH or (IV) --(CRR).sub.n --CHROH, in which R, R.sub.3 and n retain the meaning given previously, then stopping the reaction as soon as the concentration of the desired monoacetal of general formula (I) decreases in the reaction medium in favor of bisacetal.Type: GrantFiled: June 1, 1987Date of Patent: May 30, 1989Assignee: Societe Francaise HoechstInventors: Alain Blanc, Farid Hamedi-Sangsari, Francine J. Chastrette
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Patent number: 4755625Abstract: 1,1,2-trialkoxyethanes I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each C.sub.1 -C.sub.8 -alkyl and R.sup.1 and R.sup.2 may furthermore be bonded to one another to form a 5-membered to 7-membered ring, are prepared by reacting a formaldehyde dialkyl acetal II with carbon monoxide and hydrogen, from 0.5 to 1.5 moles of hydrogen being used per mole of carbon monoxide, and with not less than 1 mole of alcohol R.sup.3 OH per mole of formaldehyde dialkyl acetal under superatmospheric pressure and at elevated temperatures in the presence of a catalyst which is formed from a cobalt carbonyl compound and a trivalent organic compound of the formula III ##STR2## where A is phosphorus, arsenic, antimony or bismuth and R.sup.4, R.sup.5 and R.sup.6 are each an organic radical.Type: GrantFiled: July 16, 1987Date of Patent: July 5, 1988Assignee: BASF AktiengesellschaftInventors: Robert Maerkl, Werner Bertleff, Rudolf Kummer
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Patent number: 4743401Abstract: A process for converting an allylic ether to its corresponding acetal is disclosed. In this process an allylic ether is contacted with an organic hydroxy compound and a catalytically effective amount of a cobalt compound to produce the corresponding acetal.Type: GrantFiled: October 3, 1986Date of Patent: May 10, 1988Assignee: National Distillers and Chemical CorporationInventors: Biau-Hung Chang, Ronnie M. Hanes
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Patent number: 4658044Abstract: Compounds of formula (C) ##STR1## where either R.sup.D represents a hydroxymethyl group and R.sup.E represents a hydroxyl group or R.sup.D represents a protected hydroxymethyl group and R.sup.E represents a protected hydroxyl group or R.sup.E represents a hydroxyl group and R.sup.D represents an ethenyl group and R.sup.F represents a hydroxyl or protected hydroxyl group or a leaving group with the proviso that either R.sup.D represents a protected hydroxymethyl group and R.sup.E represents a protected hydroxyl group or R.sup.F represents a protected hydroxyl group, which compounds are of use as intermediates in the preparation of compounds having antiviral activity.Type: GrantFiled: October 24, 1985Date of Patent: April 14, 1987Assignee: Glaxo Group LimitedInventor: Paul Ravenscroft
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Patent number: 4536585Abstract: It is disclosed that a Pd-Tl alloy catalyst is used in making acetals and acetalic ethers from alcohols and saturated or unsaturated aldehydes, and to make cyclic acetals and cyclic acetalic ethers when reacting with diols.Type: GrantFiled: December 5, 1983Date of Patent: August 20, 1985Assignee: The Standard Oil CompanyInventors: Christos Paparizos, Robert S. Shout, Wilfrid G. Shaw
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Patent number: 4513144Abstract: Trioxane and other acetals are purified by contacting with an alkali metal superoxide, then isolated in a purified form. Optionally, a phase transfer catalyst can be utilized in the purification. Recovered acetals are sufficiently pure for polymerization to high molecular weight.Type: GrantFiled: November 3, 1982Date of Patent: April 23, 1985Assignee: Conoco Inc.Inventor: Jeff T. Fenton
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Patent number: 4460767Abstract: A process is disclosed for production of a sugar ketal, which comprises reacting a sugar with a ketone in the presence of (A) (1) copper, or an oxide, hydroxide or salt thereof and (2) hydrogen chloride or hydrogen bromide, or (B) cupric chloride or cupric bromide, said catalyst system being very effective in a small amount. The formation of unfavorable by-products can be reduced to a trace amount. The process offers the objective ketal in improved yields, and an industrially advantageous process.Type: GrantFiled: September 15, 1982Date of Patent: July 17, 1984Assignee: Takeda Chemical Industries, Ltd.Inventors: Koichi Matsumura, Tetsuya Aono
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Patent number: 4418217Abstract: A process for the production of a mixed formal of polyglycol ethers having formulae selected from the group consisting of ##STR1## wherein R.sup.1 is a straight or branched chain alkyl having from 1 to 18 carbon atoms, and R.sup.2 is selected from the group consisting of hydrogen and straight or branched chain alkyl having from 1 to 17 carbon atoms, where the sum of the carbon atoms in R.sup.1 plus R.sup.2 is from 6 to 18, R.sup.3 is a member selected from the group consisting of monoalkylphenyl having from 14 to 26 carbon atoms, dialkylphenyl having from 14 to 26 carbon atoms, trialkylphenyl having from 14 to 26 carbon atoms, a straight or branched chain alkyl having from 8 to 22 carbon atoms, a straight or branched chain alkenyl having from 8 to 22 carbon atoms, and a radical having the formula ##STR2## wherein R.sup.1 and R.sup.2 have the above assigned values, and R.sup.Type: GrantFiled: April 27, 1981Date of Patent: November 29, 1983Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Karl Schmid, Margarete Grunert, Jochen Heidrich, Holger Tesmann
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Patent number: 4374999Abstract: Acrolein acetals are selectively hydroformylated on the unsaturated carbon atom adjacent to the carbon bearing two ether groups in the presence of a supported rhodium-cobalt bimetallic cluster. The resulting internally hydroformylated product is useful as a precursor of methacrylic acid.Type: GrantFiled: January 2, 1981Date of Patent: February 22, 1983Assignee: The Dow Chemical CompanyInventor: Philip E. Garrou
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Patent number: 4313008Abstract: The S-enantiomer of 3-chloro-1,2-propanediol is prepared by reaction of a chlorodeoxy-D-saccharide having the partial structure. ##STR1## to cleave the glycol, reduce the aldehyde so formed to an alcohol, and hydrolyse the alcohol under mild acidic conditions.Type: GrantFiled: May 17, 1979Date of Patent: January 26, 1982Assignee: Tate & Lyle Ltd.Inventor: Haydn F. Jones
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Patent number: 4304927Abstract: Compounds of the structure ##STR1## wherein X is --F or Cl and each R is independently --H, --CH.sub.3, --C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 CH.sub.3, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 or M where M is an alkali metal, an alkaline earth metal, ammonium or a quaternary ammonium are disclosed. The above compounds are prepared by treating a compound of the structure ##STR2## where each R.sup.1 is independently --CH.sub.3, --C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 CH.sub.3 or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 ; or ##STR3## with a strong protic acid, followed, as desired, by base hydrolysis to form carboxylate salts (R.dbd.M).Type: GrantFiled: November 11, 1977Date of Patent: December 8, 1981Assignee: E. I. DuPont de Nemours and CompanyInventor: Carl G. Krespan
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Patent number: 4301090Abstract: Oxygenated organic compounds, e.g. esters, aldehydes, and amides, are prepared by reacting an olefinically unsaturated compound with carbon monoxide and a compound containing a replaceable hydrogen atom in the presence of a catalyst comprising cobalt carbonyl and a polyamine promoter ligand. These reactions are carried out under relatively mild conditions of temperature and pressure.Type: GrantFiled: August 13, 1979Date of Patent: November 17, 1981Assignee: Standard Oil CompanyInventors: Frederick A. Pesa, Thomas A. Haase
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Patent number: 4280011Abstract: The use of acetals as aldehyde generators in foodstuff applications is disclosed.Type: GrantFiled: April 5, 1978Date of Patent: July 21, 1981Assignee: Hercules IncorporatedInventor: Robert S. DeSimone