Reactant Contains -coo- Group Patents (Class 568/484)
  • Publication number: 20020022749
    Abstract: 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: Application
    Filed: June 12, 2001
    Publication date: February 21, 2002
    Inventor: Benjamin Patrick Gracey
  • Patent number: 6180830
    Abstract: 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: Grant
    Filed: May 5, 1998
    Date of Patent: January 30, 2001
    Assignee: Rhodia Chimie
    Inventor: Roland Jacquot
  • Patent number: 6013816
    Abstract: 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: Grant
    Filed: July 5, 1996
    Date of Patent: January 11, 2000
    Assignee: DSM NV
    Inventors: Onko J. Gelling, Imre Toth
  • Patent number: 5973210
    Abstract: 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: Grant
    Filed: July 31, 1997
    Date of Patent: October 26, 1999
    Assignee: Rhone-Poulenc Chimie
    Inventors: Roland Jacquot, Jean-Marc LeClercq, Claude Mercier, Jean-Michel Popa
  • Patent number: 5780672
    Abstract: 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: Grant
    Filed: July 11, 1996
    Date of Patent: July 14, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Sergej Pasenok, Wolfgang Appel
  • Patent number: 5777184
    Abstract: 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: Grant
    Filed: June 25, 1997
    Date of Patent: July 7, 1998
    Assignee: AlliedSignal Inc.
    Inventors: Michael Van Der Puy, Alagappan Thenappan
  • Patent number: 5723498
    Abstract: 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: Grant
    Filed: September 13, 1995
    Date of Patent: March 3, 1998
    Assignee: Degussa Aktiengellschaft
    Inventors: Peter Werle, Martin Trageser, Oswald Helmling, Harold Jakob
  • Patent number: 5679869
    Abstract: 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: Grant
    Filed: December 5, 1995
    Date of Patent: October 21, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Werner Schnurr, Rolf Fischer, Joachim Wulff-Doring, Michael Hesse
  • Patent number: 5679870
    Abstract: Disclosed is a process for the preparation of acetaldehyde by the hydrogenation of ketene in the presence of a transition metal hydrogenation catalyst.
    Type: Grant
    Filed: March 21, 1996
    Date of Patent: October 21, 1997
    Assignee: Eastman Chemical Company
    Inventors: Gerald Charles Tustin, Leslie Sharon Depew
  • Patent number: 5585523
    Abstract: 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: Grant
    Filed: September 6, 1995
    Date of Patent: December 17, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jens Weiguny, Holger Borchert, Thomas Gerdau
  • Patent number: 5554790
    Abstract: 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: Grant
    Filed: March 22, 1995
    Date of Patent: September 10, 1996
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yoshiyuki Harano, Yoshiaki Morimoto
  • Patent number: 5386063
    Abstract: (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: Grant
    Filed: June 16, 1993
    Date of Patent: January 31, 1995
    Assignees: The Catholic University of America, The United States of America as represented by the Secretary of Agriculture
    Inventors: Frederick Khachik, Gary R. Beecher, Betty W. Li
  • Patent number: 5334769
    Abstract: 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: Grant
    Filed: October 26, 1992
    Date of Patent: August 2, 1994
    Assignee: Rhone-Poulenc Chimie
    Inventors: Rose-Marie Ferrero, Roland Jacquot
  • Patent number: 5321166
    Abstract: 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: Grant
    Filed: February 18, 1993
    Date of Patent: June 14, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Hans Hilpert
  • Patent number: 5306845
    Abstract: 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: Grant
    Filed: June 28, 1993
    Date of Patent: April 26, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Toshiharu Yokohama, Naoko Fujita, Takao Maki
  • Patent number: 5243082
    Abstract: 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: Grant
    Filed: September 22, 1992
    Date of Patent: September 7, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: William G. Etzkorn, William D. Neilsen
  • Patent number: 5239108
    Abstract: 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: Grant
    Filed: October 20, 1992
    Date of Patent: August 24, 1993
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Toshiharu Yokoyama, Naoko Matsuyama, Takao Maki
  • Patent number: 5107030
    Abstract: 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: Grant
    Filed: March 4, 1991
    Date of Patent: April 21, 1992
    Assignee: Loyola University of Chicago
    Inventor: James H. Babler
  • Patent number: 5059716
    Abstract: 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: Grant
    Filed: August 8, 1990
    Date of Patent: October 22, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Winfried Joentgen, Helmut Fiege
  • Patent number: 5053552
    Abstract: 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: Grant
    Filed: June 14, 1990
    Date of Patent: October 1, 1991
    Assignee: Kuraray Company, Ltd.
    Inventors: Toshiki Mori, Shigeaki Suzuki, Takashi Onishi, Kazuo Yamamoto
  • Patent number: 4997978
    Abstract: 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: Grant
    Filed: October 24, 1988
    Date of Patent: March 5, 1991
    Assignee: Rhone-Poulenc Industries
    Inventors: Jean Gauthier-Lafaye, Robert Perron
  • Patent number: 4978778
    Abstract: 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: Grant
    Filed: December 13, 1983
    Date of Patent: December 18, 1990
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tomiya Isshiki, Yasuhiko Kijima, Akiro Ito, Yuh Miyauchi, Takao Konko, Takayuki Watanabe
  • Patent number: 4978804
    Abstract: 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: Grant
    Filed: June 9, 1989
    Date of Patent: December 18, 1990
    Assignee: Union Camp Corporation
    Inventor: James B. Woell
  • Patent number: 4950799
    Abstract: 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: Grant
    Filed: May 15, 1989
    Date of Patent: August 21, 1990
    Assignee: Ethyl Corporation
    Inventor: Duane C. Hargis
  • Patent number: 4892976
    Abstract: 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: Grant
    Filed: July 15, 1988
    Date of Patent: January 9, 1990
    Assignee: Sollac
    Inventors: Jean Cordier, Bernard Dussart, Francis Petit, Yves Castanet, Serge Melloul, Andre Mortreux
  • Patent number: 4847424
    Abstract: 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: Grant
    Filed: February 25, 1988
    Date of Patent: July 11, 1989
    Assignee: Japan Tobacco Inc.
    Inventors: Hajime Matsushita, Makoto Shibagaki, Kyoko Takahashi
  • Patent number: 4786756
    Abstract: 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: Grant
    Filed: November 5, 1984
    Date of Patent: November 22, 1988
    Assignee: The Standard Oil Company
    Inventors: Christos Paparizos, Serge R. Dolhyj, Wilfrid G. Shaw
  • Patent number: 4760196
    Abstract: 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: Grant
    Filed: May 8, 1987
    Date of Patent: July 26, 1988
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takehiko Fukumoto, Akira Yamamoto
  • Patent number: 4691048
    Abstract: 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: Grant
    Filed: May 10, 1985
    Date of Patent: September 1, 1987
    Assignee: Institut Francais du Petrole
    Inventors: Francois Hugues, Dominique Commereuc, Yves Chauvin
  • Patent number: 4665223
    Abstract: 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: Grant
    Filed: January 15, 1985
    Date of Patent: May 12, 1987
    Assignee: BP Chemicals Limited
    Inventor: Michael J. Green
  • Patent number: 4663479
    Abstract: 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: Grant
    Filed: October 4, 1984
    Date of Patent: May 5, 1987
    Assignee: The Standard Oil Company
    Inventors: Louis J. Velenyi, Serge R. Dolhyj
  • Patent number: 4650896
    Abstract: 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: Grant
    Filed: May 3, 1985
    Date of Patent: March 17, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Joachim Paust
  • Patent number: 4618705
    Abstract: 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: Grant
    Filed: January 22, 1982
    Date of Patent: October 21, 1986
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: 4617090
    Abstract: 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: Grant
    Filed: December 20, 1984
    Date of Patent: October 14, 1986
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventors: Helena L. Chum, Matthew A. Ratcliff, Peter D. Palasz
  • Patent number: 4605782
    Abstract: 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: Grant
    Filed: August 5, 1985
    Date of Patent: August 12, 1986
    Assignee: Shell Oil Company
    Inventor: Christopher S. John
  • Patent number: 4585900
    Abstract: 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: Grant
    Filed: January 22, 1985
    Date of Patent: April 29, 1986
    Assignee: Chem Systems Inc.
    Inventors: Norman L. Holy, Abraham P. Gelbein, Robert Hansen
  • Patent number: 4585899
    Abstract: 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: Grant
    Filed: January 22, 1985
    Date of Patent: April 29, 1986
    Assignee: Chem Systems Inc.
    Inventors: Abraham P. Gelbein, Robert Hansen
  • Patent number: 4568478
    Abstract: 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: Grant
    Filed: April 18, 1984
    Date of Patent: February 4, 1986
    Assignee: E. I. Dupont de Nemours and Company
    Inventors: William J. Middleton, Shlomo Rozen
  • Patent number: 4551560
    Abstract: 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: Grant
    Filed: November 9, 1984
    Date of Patent: November 5, 1985
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil M. Rizkalla
  • Patent number: 4521630
    Abstract: 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: Grant
    Filed: August 9, 1983
    Date of Patent: June 4, 1985
    Assignee: Shell Oil Company
    Inventors: Freddy Wattimena, Hendricus J. Heijmen
  • Patent number: 4513151
    Abstract: 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: Grant
    Filed: December 2, 1983
    Date of Patent: April 23, 1985
    Assignee: Union Carbide Corporation
    Inventors: Richard W. Wegman, David C. Busby
  • Patent number: 4511741
    Abstract: 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: Grant
    Filed: December 2, 1983
    Date of Patent: April 16, 1985
    Assignee: Union Carbide Corporation
    Inventors: Richard W. Wegman, David C. Busby
  • Patent number: 4504671
    Abstract: 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: Grant
    Filed: October 15, 1982
    Date of Patent: March 12, 1985
    Assignee: PPG Industries, Inc.
    Inventors: Dennis K. Krass, John C. Crano, Melvin S. Newman
  • Patent number: 4490559
    Abstract: 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: Grant
    Filed: March 27, 1984
    Date of Patent: December 25, 1984
    Assignee: Shell Oil Company
    Inventors: Richard W. Wegman, John B. Letts
  • Patent number: 4467120
    Abstract: 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: Grant
    Filed: April 4, 1983
    Date of Patent: August 21, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Hans-Martin Weitz
  • Patent number: 4447648
    Abstract: Saturated aliphatic aldehydes are prepared by contacting acetals or ketals with synthesis gas and a Group VIII compound, preferably a cobalt compound.
    Type: Grant
    Filed: August 31, 1982
    Date of Patent: May 8, 1984
    Assignee: Union Carbide Corporation
    Inventor: Richard W. Wegman
  • Patent number: 4447649
    Abstract: The invention is concerned with a novel process for the manufacture of citral from an N-oxide.
    Type: Grant
    Filed: September 27, 1982
    Date of Patent: May 8, 1984
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Manfred W. Breuninger
  • Patent number: 4431835
    Abstract: 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: Grant
    Filed: July 6, 1981
    Date of Patent: February 14, 1984
    Assignee: Rhone-Poulenc Industries
    Inventors: Jean Gauthier-Lafaye, Robert Perron
  • Patent number: 4430506
    Abstract: 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: Grant
    Filed: July 6, 1981
    Date of Patent: February 7, 1984
    Assignee: Rhone-Poulenc Industries
    Inventors: Jean Gauthier-Lafaye, Robert Perron
  • Patent number: 4429150
    Abstract: 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: Grant
    Filed: July 6, 1981
    Date of Patent: January 31, 1984
    Assignee: Shell Oil Company
    Inventor: Eit Drent