Reactant Contains -coo- Group Patents (Class 568/484)
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Publication number: 20020022749Abstract: Process for making butyraldehyde from an n-butenyl ester of a carboxylic acid, wherein the n-butenyl ester is hydrolyzed to form the corresponding n-butenyl alcohol n-butenyl alcohol so produced is isomerized to form butyraldehyde.Type: ApplicationFiled: June 12, 2001Publication date: February 21, 2002Inventor: Benjamin Patrick Gracey
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Patent number: 6180830Abstract: The present invention relates to a new process for the preparation of a bimetallic ruthenium/tin catalyst. The process for the preparation of a bimetallic ruthenium/tin catalyst according to the invention is characterised by the fact that it consists in carrying out the reduction of a ruthenium complex having an electrovalency of −4 and a coordination number of 6, the ligands being either a halogen atom or an anion or a tin halide. The catalyst is further employed for the preparation of aldehydes by reduction, in the vapor phase, of carboxylic acids, esters and anhydrides.Type: GrantFiled: May 5, 1998Date of Patent: January 30, 2001Assignee: Rhodia ChimieInventor: Roland Jacquot
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Patent number: 6013816Abstract: Process for the preparation of a linear .omega.-formyl-carboxylic acid or a corresponding linear formylnitrile compound starting from an internally unsaturated C.sub.4 -C.sub.12 carboxylic acid or a corresponding ester or nitrile by means of hydroformylation in the presence of carbon monoxide, hydrogen and a catalyst system, wherein the hydroformylation is carried out in an aqueous medium and in that the catalyst system comprises platinum and a water-soluble organic bidentate ligand.Type: GrantFiled: July 5, 1996Date of Patent: January 11, 2000Assignee: DSM NVInventors: Onko J. Gelling, Imre Toth
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Patent number: 5973210Abstract: The present invention relates to a composition which can be used as reduction catalyst.This composition is characterized in that it comprises a support whose constituent material comprises at least one oxide chosen from oxides which are inert or capable of being made inert relative to the reaction mixture and a phase at least partially covering the said support, of which at least part comprises an intermetallic ruthenium-tin compound of composition Ru.sub.3 Sn.sub.7. The invention also describes the use of the reduction catalyst and its application to organic synthesis.Type: GrantFiled: July 31, 1997Date of Patent: October 26, 1999Assignee: Rhone-Poulenc ChimieInventors: Roland Jacquot, Jean-Marc LeClercq, Claude Mercier, Jean-Michel Popa
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Patent number: 5780672Abstract: A process for the preparation of compounds of the formula (1) in which R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification, which includes reacting alcohols or carboxylic acids of the formula (2) in which R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification, with a fluorinating agent of the formula (3) as defined in the specification.Type: GrantFiled: July 11, 1996Date of Patent: July 14, 1998Assignee: Hoechst AktiengesellschaftInventors: Sergej Pasenok, Wolfgang Appel
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Patent number: 5777184Abstract: A process for producing a fluorinated olefin having the formula:CH.sub.3-a F.sub.a CH.dbd.CHClwhere a=1,2 or 3, said process comprising catalytically reacting a chlorinated organic compound with a fluorination agent under conditions sufficient to form said hydrofluorocarbon compound, said chlorinated organic compound having the formula:CH.sub.b Cl.sub.c F.sub.d CH.sub.e CHCl.sub.ewhere b=0, 1 or 2; c=0, 1, 2, or 3; d=0, 1, 2 or 3; and e=1 or 2 with the provisos that b+c+d=3, c+e>1 and b+e<4.Type: GrantFiled: June 25, 1997Date of Patent: July 7, 1998Assignee: AlliedSignal Inc.Inventors: Michael Van Der Puy, Alagappan Thenappan
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Patent number: 5723498Abstract: A composition which is capable of releasing acrolein and is easy to handle contains (i) an acetal of acrolein with a C.sub.1-6 alcohol with 1 to 4 hydroxyl groups and (ii) an acid soluble therein and chemically compatible with a pK.sub.s value of less than 4 and (iii) is anhydrous. A preferred composition contains 2-vinyl-1,3-dioxolane as acetal, anhydrous oxalic acid, fumaric acid or maleic acid or a mixture of mono- and di(C.sub.1 - to C.sub.3 -)alkyl phosphate as acid and, in addition, a non-ionic surfactant. The acrolein is released at the site of use upon contact with for example water for the purpose of combatting microbial, vegetable and animal pests.Type: GrantFiled: September 13, 1995Date of Patent: March 3, 1998Assignee: Degussa AktiengellschaftInventors: Peter Werle, Martin Trageser, Oswald Helmling, Harold Jakob
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Patent number: 5679869Abstract: A process for preparing aldehydes of the general formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.12 -alkylphenyl, C.sub.7 -C.sub.12 -phenylalkyl and R.sup.1 and R.sup.2 are joined together to form a 3-, 4-, 5-, 6- or 7-membered cycloaliphatic ring,R.sup.1 and R.sup.3 are each C.sub.1 -C.sub.4 -alkoxy, phenoxy, methylamino, dimethylamino or halogen, andR.sup.1 is additionally hydroxyl or aminocomprises reacting a carboxylic acid or ester of the general formula II ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are each as defined above, andR.sup.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.12 -alkylphenyl or C.sub.7 -C.sub.12 -phenylalkyl,with hydrogen in the gas phase at temperatures from 200.degree. to 450.degree. C. and pressures from 0.1 to 20 bar in the presence of a catalyst whose catalytically active mass comprises from 60 to 99.Type: GrantFiled: December 5, 1995Date of Patent: October 21, 1997Assignee: BASF AktiengesellschaftInventors: Werner Schnurr, Rolf Fischer, Joachim Wulff-Doring, Michael Hesse
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Patent number: 5679870Abstract: Disclosed is a process for the preparation of acetaldehyde by the hydrogenation of ketene in the presence of a transition metal hydrogenation catalyst.Type: GrantFiled: March 21, 1996Date of Patent: October 21, 1997Assignee: Eastman Chemical CompanyInventors: Gerald Charles Tustin, Leslie Sharon Depew
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Patent number: 5585523Abstract: Process for the preparation of aldehydes by catalytic gas phase hydrogenation of carboxylic acid or their derivatives with the aid of a tin catalystThe invention relates to a process for the preparation of aldehydes by catalytic gas phase hydrogenation of carboxylic acids or carboxylic acid derivatives at elevated temperature, which comprises employing at tin catalyst supplied to an oxidic support material.Type: GrantFiled: September 6, 1995Date of Patent: December 17, 1996Assignee: Hoechst AktiengesellschaftInventors: Jens Weiguny, Holger Borchert, Thomas Gerdau
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Patent number: 5554790Abstract: In a process for producing acetic anhydride and acetic acid by reacting methanol and methyl acetate, optionally together with dimethyl ether, with carbon monoxide, acetic anhydride and acetic acid are effectively produced with the use of a sequence of production facilities by carrying out separation of low-boiling point fraction mainly consisting of methyl iodide, methyl acetate and dimethyl ether with the use of at least two distillation zones, separating catalyst drops entrained from the vapor-liquid separation zone in at least one distillation zone and further by controlling the pressurization of the vapor-liquid separation zone and the above distillation zones under 5 bar to a pressure greater than atmospheric pressure.Type: GrantFiled: March 22, 1995Date of Patent: September 10, 1996Assignee: Daicel Chemical Industries, Ltd.Inventors: Yoshiyuki Harano, Yoshiaki Morimoto
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Patent number: 5386063Abstract: (all-E)-2,7,-dimethylocta-2,4,6-triene-1,8-dial-.sup.13 C.sub.4 is synthesized from commercially available and relatively inexpensive starting compounds, and the key starting compound is triethyl phosphonoacetate-.sup.13 C.sub.2. The .sup.13 C labeled dial is useful as an intermediate in synthesizing .sup.13 C labeled carotenoids.Type: GrantFiled: June 16, 1993Date of Patent: January 31, 1995Assignees: The Catholic University of America, The United States of America as represented by the Secretary of AgricultureInventors: Frederick Khachik, Gary R. Beecher, Betty W. Li
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Patent number: 5334769Abstract: The present invention relates to a process for the preparation of aldehydes by hydrogen reduction of carboxylic acids, esters or anhydrides, characterized in that the reduction is conducted in the vapour phase, in the presence of a bimetallic catalyst of the ruthenium/tin type.Type: GrantFiled: October 26, 1992Date of Patent: August 2, 1994Assignee: Rhone-Poulenc ChimieInventors: Rose-Marie Ferrero, Roland Jacquot
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Patent number: 5321166Abstract: A process for the manufacture of aldehydes by the catalytic reduction of carboxylic acid halides with hydrogen in the presence of an alkylene oxide.Type: GrantFiled: February 18, 1993Date of Patent: June 14, 1994Assignee: Hoffmann-La Roche Inc.Inventor: Hans Hilpert
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Patent number: 5306845Abstract: A method for producing an aldehyde, which comprises hydrogenating a carboxylic acid or its alkyl ester with molecular hydrogen in the presence of a catalyst, wherein (1) chromium oxide of high purity having a specific surface area of at least 10 m.sup.2 /g and a total content of sodium, potassium, magnesium and calcium of not more than 0.4 wt %, is used as the catalyst, and (2) the hydrogenation reaction is conducted while maintaining the carboxylic acid or its alkyl ester at a concentration of not more than 10 vol %.Type: GrantFiled: June 28, 1993Date of Patent: April 26, 1994Assignee: Mitsubishi Kasei CorporationInventors: Toshiharu Yokohama, Naoko Fujita, Takao Maki
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Patent number: 5243082Abstract: Acrolein is prepared by the heating of 3,4-dihydro-2H-pyran-2-carboxaldehyde. The process provides acrolein in very high yields and with few impurities. The process is advantageously employed to produce acrolein at the point of use.Type: GrantFiled: September 22, 1992Date of Patent: September 7, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: William G. Etzkorn, William D. Neilsen
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Patent number: 5239108Abstract: A process for producing an aliphatic or alicyclic aldehyde is disclosed, which process comprises the step of hydrogenating an aliphatic or alicyclic carboxylic acid or a derivative thereof with molecular hydrogen in the presence of a catalyst, wherein the catalyst is a zirconium oxide catalyst which contains chromium as an essential component, has a weakly basic site amount of more than 0.03 mmol/g as determined by a temperature programmed desorption method using carbon dioxide as an adsorbate in which the amount of carbon dioxide desorbed in the temperature range of from 100.degree. to 250.degree. C. is measured, and has pores having a radius of from 20 to 500 .ANG. in an amount of not less than 0.1 cc/g and pores having a radius of from 1,000 to 50,000 .ANG. in an amount of not less than 0.05 cc/g as measured with a mercury porosimeter. Aldehydes can be obtained directly from aliphatic or alicyclic carboxylic acids or derivatives thereof in high yield.Type: GrantFiled: October 20, 1992Date of Patent: August 24, 1993Assignee: Mitsubishi Kasei CorporationInventors: Toshiharu Yokoyama, Naoko Matsuyama, Takao Maki
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Patent number: 5107030Abstract: The present invention is an improved method to prepare 2,7-dimethyl-2,4,6-octatrienedial and related derivative compounds. This method of making 2,7-dimethyl-2,4,6-octatrienedial and derivatives thereof includes reacting 2-butenyl-bisphosphonic acid tetraalkyl ester and at least two equivalents of protected pyruvic aldehyde derivative in a nonpolar organic solvent in the presence of an alkali metal hydroxide. Compounds prepared by this invention are useful intermediates in the preparation of carotenoids.Type: GrantFiled: March 4, 1991Date of Patent: April 21, 1992Assignee: Loyola University of ChicagoInventor: James H. Babler
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Patent number: 5059716Abstract: Aromatic and aliphatic aldehydes can be prepared from the corresponding aromatic or aliphatic carboxylic acids or the esters, anhydrides or halides thereof at elevated temperature by catalytic gas phase hydrogenation using hydrogen if use is made of a catalyst system composed of oxides of titanium and/or vanadium and of one or more co-metals, the co-metals being selected from the group consisting of chromium, molybdenum, cobalt, nickel, zinc, cadmium and copper.Type: GrantFiled: August 8, 1990Date of Patent: October 22, 1991Assignee: Bayer AktiengesellschaftInventors: Winfried Joentgen, Helmut Fiege
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Patent number: 5053552Abstract: The present invention provides a novel process for producing .alpha.,.beta.-unsaturated aldehydes including industrial important fragrances such as citral and sinensal, starting materials for preparing pharmaceutical drugs such as senecioaldehyde, farnesal, 8-acetoxy-2,6-dimethyl-2,6-octadienal and the like, directly and in high yield, from formic acid esters of allylic alcohols in the presence of a catalytic amount of aluminum alkoxide by the oxidation of the corresponding alehyde.Type: GrantFiled: June 14, 1990Date of Patent: October 1, 1991Assignee: Kuraray Company, Ltd.Inventors: Toshiki Mori, Shigeaki Suzuki, Takashi Onishi, Kazuo Yamamoto
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Patent number: 4997978Abstract: Alkyl carboxylates of the formula:R--CO--O--CH.sub.2 R'are prepared by hydrocarbonylating a compound of the formula:R--CO--O--R'in the simultaneous presence, in the reaction medium, of cobalt, ruthenium, an alkyl iodide and an ionic iodide, the atomic ratio Co/Ru being less than or equal to 1, and the total amount of iodine-containing promoters present in the medium being such that I/Ru is greater than or equal to 5.Type: GrantFiled: October 24, 1988Date of Patent: March 5, 1991Assignee: Rhone-Poulenc IndustriesInventors: Jean Gauthier-Lafaye, Robert Perron
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Patent number: 4978778Abstract: A process for producing vinyl acetate which comprises reacting acetic anhydride with hydrogen in the presence of a catalyst comprising(a) a metal belonging to Group VIII of the Periodic Table or a compound of the metal, and(b) (i) an acidic substance, or (ii) a halideis disclosed.Type: GrantFiled: December 13, 1983Date of Patent: December 18, 1990Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Tomiya Isshiki, Yasuhiko Kijima, Akiro Ito, Yuh Miyauchi, Takao Konko, Takayuki Watanabe
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Patent number: 4978804Abstract: A novel process for converting myrcene to citral using palladium (II) chloride in the presence of an inert aqueous alkylamide solvent and a metal oxoanionic salt at a temperature of at least about 80.degree. C. is disclosed. A novel process for converting a palladium-myrcene complex to citral using a metal oxoanionic salt in the presence of an inert aqueous organic solvent is also disclosed.Type: GrantFiled: June 9, 1989Date of Patent: December 18, 1990Assignee: Union Camp CorporationInventor: James B. Woell
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Patent number: 4950799Abstract: Monocarboxylic acids or esters thereof are reduced to aldehydes using hydrogen and a vanadium catalyst. For example, meta-phenoxybenzoic acid can be effectively converted to meta-phenoxybenzaldehyde in a vapor phase process using hydrogen as the carrier gas/reductant and a catalyst composed at least initially of vanadium pentoxide, either supported or unsupported.Type: GrantFiled: May 15, 1989Date of Patent: August 21, 1990Assignee: Ethyl CorporationInventor: Duane C. Hargis
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Patent number: 4892976Abstract: The process for the preparation of an aldehyde of formula R--CHO in which R is an alkyl group of C.sub.1 -C.sub.7 comprises according to the invention the reaction on an alkyl formate of formula H--COOR in which R has the meaning given above, of a gas constituted mainly by CO, in the presence of(a) a catalyst based on a metal chosen from among Rh, Ru, Ir, mixtures of them or a mixture of Rh and/or Ru and/or Ir with Co, Ni or Fe,(b) a promoter chosen from among iodides and mixtures of covalent compounds of iodine and a phosphine or a tertiary amine,(c) a solvent consisting of a cyclic N-alkyl amide.Type: GrantFiled: July 15, 1988Date of Patent: January 9, 1990Assignee: SollacInventors: Jean Cordier, Bernard Dussart, Francis Petit, Yves Castanet, Serge Melloul, Andre Mortreux
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Patent number: 4847424Abstract: A carboxylic acid or its ester is reduced by formic acid in the presence of a hydrous metal oxide solid catalyst, to produce a corresponding aldehyde. Using this method, no harmful waste is by-produced, an aldehyde compound can be produced at relatively low cost, and the aldehyde produced can be easily recovered.Type: GrantFiled: February 25, 1988Date of Patent: July 11, 1989Assignee: Japan Tobacco Inc.Inventors: Hajime Matsushita, Makoto Shibagaki, Kyoko Takahashi
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Patent number: 4786756Abstract: Disclosed is a process for the catalytic conversion of lactic acid and/or ammonium lactate to acrylic acid by contacting a mixture of water and lactic acid and/or ammonium lactate in the vapor phase with aluminum phosphate which has been treated with an aqueous inorganic base.Type: GrantFiled: November 5, 1984Date of Patent: November 22, 1988Assignee: The Standard Oil CompanyInventors: Christos Paparizos, Serge R. Dolhyj, Wilfrid G. Shaw
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Patent number: 4760196Abstract: The inventive method is particularly advantageous for the preparation of an unsaturated alcohol or aldehyde by the reduction of a corresponding unsaturated carboxylic acid since the unsaturated double bond in the starting acid is not hydrogenated by the reaction of reduction. The method comprises first reacting the starting acid with an alkyl chloroformate to form an intermediate compound by the dehydrochlorination and the intermediate compound is then reduced by using sodium borohydride as the reducing agent. The proportion of the aldehyde to alcohol in the product mixture can be controlled by modifying the amount of the reducing agent and/or the reaction time.Type: GrantFiled: May 8, 1987Date of Patent: July 26, 1988Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takehiko Fukumoto, Akira Yamamoto
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Patent number: 4691048Abstract: The invention concerns a process for reducing carbonylation of an aldehyde wherein the aldehyde is used as hemiacetalester, the reaction being conducted in the presence of a catalyst consisting of a cobalt carbonyl complex.The hemiacetal-ester may be formed in situ by reacting an acetal with an anhydride of acid.The process preferentially yields alkylene-glycol mono-esters, free of esterified, for a ratio H.sub.2 /CO ranging from 1:1 to 3:1 and preferentially 2-alkoxy aldehydes, for a ratio H.sub.2 /CO ranging from 0.1:1 to 0.5:1.Type: GrantFiled: May 10, 1985Date of Patent: September 1, 1987Assignee: Institut Francais du PetroleInventors: Francois Hugues, Dominique Commereuc, Yves Chauvin
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Patent number: 4665223Abstract: A process for the production of 1-alkoxyalkyl esters comprises reacting an unsaturated ester with an alcohol in the presence of a Lewis base containing catalyst. The Lewis base containing catalyst is preferably (i) an amidine, or (ii) a Lewis base and an epoxide or (iii) a trivalent organophosphorus compound in the presence of an activated alkene or alkyne. The process can be used to prepare, for example, 1-methoxyethyl acetate from vinyl acetate and methanol under mild conditions.Type: GrantFiled: January 15, 1985Date of Patent: May 12, 1987Assignee: BP Chemicals LimitedInventor: Michael J. Green
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Patent number: 4663479Abstract: A process for converting .alpha.-hydroxycarboxylic acids to hydroxy free aliphatic carboxylic acids and aldehydes in the presence of a catalyst of the formula:M.sub.a M'.sub.b O.sub.xwhereinM is at least one of an element selected from Group IB, VIB, IVA; andM' is at least one of an element selected from Groups IA, IIA, IVA, VA, VIA, VIIIB, VB.Type: GrantFiled: October 4, 1984Date of Patent: May 5, 1987Assignee: The Standard Oil CompanyInventors: Louis J. Velenyi, Serge R. Dolhyj
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Patent number: 4650896Abstract: 2-Alkyl-4,4-diacyloxybut-2-enals of the formula ##STR1## where R.sup.1 is alkyl and R.sup.2 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by a process in which a 2-alkyl-1,4-diacyloxy-1,3-butadiene of the formula ##STR2## is reacted with oxygen or an oxygen donor in the presence of an acidic ion exchanger.Type: GrantFiled: May 3, 1985Date of Patent: March 17, 1987Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Joachim Paust
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Patent number: 4618705Abstract: Carboxylic acid anhydrides are reacted with hydrogen to produce alkylidene diesters with high yield and with ratios of alkylidene diesters and co-product carboxylic acid near the theoretical by carrying out the reaction in the presence of a cobalt carbonyl.Type: GrantFiled: January 22, 1982Date of Patent: October 21, 1986Assignee: The Halcon SD Group, Inc.Inventor: Nabil Rizkalla
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Patent number: 4617090Abstract: A process for producing peracids from lactic acid-containing solutions derived from biomass processing systems comprising: adjusting the pH of the solution to about 8-9 and removing alkaline residue fractions therefrom to form a solution comprised substantially of lower aliphatic hydroxy acids; oxidizing the solution to produce volatile lower aliphatic aldehydes; removing said aldehydes as they are generated; and converting said aldehydes to peracids.Type: GrantFiled: December 20, 1984Date of Patent: October 14, 1986Assignee: The United States of America as represented by the United States Department of EnergyInventors: Helena L. Chum, Matthew A. Ratcliff, Peter D. Palasz
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Patent number: 4605782Abstract: An aldehyde is prepared by passing an aromatic carboxylic compound or an aliphatic carboxylic compound having at most one .alpha.-hydrogen atom in the acyl group, in the presence of hydrogen at elevated temperature over a catalyst comprising at least 25% w of iron oxide expressed as Fe.sub.2 O.sub.3, calculated on the total catalyst.Type: GrantFiled: August 5, 1985Date of Patent: August 12, 1986Assignee: Shell Oil CompanyInventor: Christopher S. John
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Patent number: 4585900Abstract: A process for selectively forming aldehydes which comprises hydrogenating a carboxylic acid or a carboxylic acid ester in the presence of an yttrium catalyst activated with copper.Type: GrantFiled: January 22, 1985Date of Patent: April 29, 1986Assignee: Chem Systems Inc.Inventors: Norman L. Holy, Abraham P. Gelbein, Robert Hansen
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Hydrogenation of carboxylic acid compounds to aldehydes using MnO.sub.2 on gamma alumina as catalyst
Patent number: 4585899Abstract: A process for selectively forming aldehydes which comprises hydrogenating a carboxylic acid or a carboxylic acid ester in the presence of a manganese catalyst supported on an activated alumina.Type: GrantFiled: January 22, 1985Date of Patent: April 29, 1986Assignee: Chem Systems Inc.Inventors: Abraham P. Gelbein, Robert Hansen -
Patent number: 4568478Abstract: There is disclosed a solution of at least one fluoroxy compound, wherein said solution has a fluoroxy compound concentration of at least 0.5 meq/liter; said concentration containing about 35 to 100% of an acyl hypofluorite, based on the total number of equivalents of fluoroxy compounds present. The acyl hypofluorite has the formula X(CF.sub.2).sub.n COOF wherein X is H or F and n is 5 to 16. The solution is prepared by treating a suspension of a corresponding specified alkali salt with excess F.sub.2, and is useful as a selective fluorinating agent.Type: GrantFiled: April 18, 1984Date of Patent: February 4, 1986Assignee: E. I. Dupont de Nemours and CompanyInventors: William J. Middleton, Shlomo Rozen
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Patent number: 4551560Abstract: A process for the selective, thermally-induced hydrolysis of acetals to the corresponding aldehydes and alcohols is disclosed, involving heating and pressurizing a substantially acid-free acetal containing solution to effect the rapid hydrolysis of the acetals without significant harm to the remaining reaction system components, and removing the treated solution from the reaction zone as product.Type: GrantFiled: November 9, 1984Date of Patent: November 5, 1985Assignee: The Halcon SD Group, Inc.Inventor: Nabil M. Rizkalla
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Patent number: 4521630Abstract: Aldehydes are prepared by hydrogenating a compound of general formula R'COOR, wherein R represents a hydrogen atom, an alkyl or an acyl group, or a metal, and R' represents an optionally substituted hydrocarbyl group having at most two alpha-hydrogen atoms, provided it has at most one beta-hydrogen atom, in case it has two alpha-hydrogen atoms, in the presence of a catalyst comprising at least one metal selected from rare earth metals and iron on an alumina-based carrier.Type: GrantFiled: August 9, 1983Date of Patent: June 4, 1985Assignee: Shell Oil CompanyInventors: Freddy Wattimena, Hendricus J. Heijmen
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Patent number: 4513151Abstract: A process for the production of an aldehyde at high selectivity and rate by the reaction of an inorganic or organic ester with carbon monoxide or synthesis gas in contact with a catalyst system containing cobalt, rhodium or ruthenium atoms and lithium iodide and, optionally, an organic ligand.Type: GrantFiled: December 2, 1983Date of Patent: April 23, 1985Assignee: Union Carbide CorporationInventors: Richard W. Wegman, David C. Busby
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Patent number: 4511741Abstract: A process for the production of an aldehyde at high selectivity and rate by the reaction of an organic ester with carbon monoxide or synthesis gas in contact with a catalyst system containing rhodium atoms and cobalt atoms and lithium iodide or lithium bromide and, optionally, an organic ligand.Type: GrantFiled: December 2, 1983Date of Patent: April 16, 1985Assignee: Union Carbide CorporationInventors: Richard W. Wegman, David C. Busby
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Patent number: 4504671Abstract: Aldoxime or ketoxime-O-alkanoic acid is prepared by transoximation of an aldehyde or ketone, the reaction being conducted in a liquid phase at a pressure below one atmosphere. Conversion of the aldoxime or ketoxime-O-alkanoic acid to the ester or salt form is also described.Type: GrantFiled: October 15, 1982Date of Patent: March 12, 1985Assignee: PPG Industries, Inc.Inventors: Dennis K. Krass, John C. Crano, Melvin S. Newman
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Patent number: 4490559Abstract: Saturated aliphatic aldehydes are prepared by contacting diesters of carbonic acid with synthesis gas and a Group VIII compound, preferably a cobalt compound, a halogen, and optionally a Group V trivalent ligand.Type: GrantFiled: March 27, 1984Date of Patent: December 25, 1984Assignee: Shell Oil CompanyInventors: Richard W. Wegman, John B. Letts
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Patent number: 4467120Abstract: A process for the preparation of .alpha.,.beta.-unsaturated aldehydes by reacting a 1,4-diacyloxyalk-2-ene, which is substituted in the 2-position by an aliphatic radical, with water in the presence of an acid, and of 2,7-dimethylocta-2,6-dienal.Type: GrantFiled: April 4, 1983Date of Patent: August 21, 1984Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Hans-Martin Weitz
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Patent number: 4447648Abstract: Saturated aliphatic aldehydes are prepared by contacting acetals or ketals with synthesis gas and a Group VIII compound, preferably a cobalt compound.Type: GrantFiled: August 31, 1982Date of Patent: May 8, 1984Assignee: Union Carbide CorporationInventor: Richard W. Wegman
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Patent number: 4447649Abstract: The invention is concerned with a novel process for the manufacture of citral from an N-oxide.Type: GrantFiled: September 27, 1982Date of Patent: May 8, 1984Assignee: Hoffmann-La Roche Inc.Inventor: Manfred W. Breuninger
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Patent number: 4431835Abstract: Alkyl carboxylates are hydrocarbonylated and/or carbonylated with carbon monoxide and hydrogen, in an aqueous medium, and in the presence of a catalytically effective amount of a catalyst system comprising (i) ruthenium, (ii) cobalt, (iii) at least one iodine-containing promoter, and (iv) chromium. The subject hydrocarbonylation/carbonylation is admirably well suited, e.g., for the preparation of acetaldehyde, ethanol, ethyl acetate and acetic acid, especially from a methyl carboxylate.Type: GrantFiled: July 6, 1981Date of Patent: February 14, 1984Assignee: Rhone-Poulenc IndustriesInventors: Jean Gauthier-Lafaye, Robert Perron
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Patent number: 4430506Abstract: Alkyl carboxylates are hydrocarbonylated and/or carbonylated with carbon monoxide and hydrogen, in an aqueous medium, and in the presence of a catalytically effective amount of a catalyst system comprising (i) ruthenium, (ii) cobalt, (iii) at least one iodine-containing promoter, and (iv) vanadium. The subject hydrocarbonylation/carbonylation is admirably well suited, e.g., for the preparation of acetaldehyde, ethanol, ethyl acetate and acetic acid, especially from a methyl carboxylate.Type: GrantFiled: July 6, 1981Date of Patent: February 7, 1984Assignee: Rhone-Poulenc IndustriesInventors: Jean Gauthier-Lafaye, Robert Perron
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Patent number: 4429150Abstract: Method for the manufacture of ethylidene diacetate by reacting methyl acetate and/or dimethyl ether with carbon monoxide and hydrogen in the presence of a catalyst comprising a Group VIII metal compound and a halogen-containing compound wherein the reaction is carried out in the presence of a sulphur-containing polar solvent.Type: GrantFiled: July 6, 1981Date of Patent: January 31, 1984Assignee: Shell Oil CompanyInventor: Eit Drent