Patents Examined by Vivian Garner
  • Preparation of ethyl acetate
    Patent number: 4886905
    Abstract: Process for the preparation of ethylidene diacetate and/or ethyl acetate by hydrogenating acetic anhydride in the presence of a homogeneous ruthenium catalyst, methyl iodide and, optionally, lithium iodide. The process can also be utilized to hydrogenate mixtures of acetic anhydride and ethylidene diacetate to produce ethyl acetate.
    Type: Grant
    Filed: May 23, 1983
    Date of Patent: December 12, 1989
    Assignee: Eastman Kodak Company
    Inventor: Thomas H. Larkins, Jr.
  • Process for the recovery of acetic acid
    Patent number: 4883912
    Abstract: In a process for the recovery of acetic acid by extracting acetic acid from an aqueous acetic acid solution containing a metallic salt of sulfuric acid with an organic extractant comprising a tertiary amine and an organic diluent and recovering acetic acid from the liquid extract, a mixture of a tertiary amine containing sulfuric acid and an organic diluent is used as an organic extractant so as to suppress energy consumption and to increase extraction efficiency.
    Type: Grant
    Filed: May 14, 1986
    Date of Patent: November 28, 1989
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Kunio Koga, Koji Shima, Mutsumi Samejima
  • Process for the preparation of ethyltrifluoroacetoacetate
    Patent number: 4883904
    Abstract: A process for the preparation of ethyltrifluoroacetoacetate is provided. In this first step, ethyltrifluoroacetate is condensed with ethyl acetate in the presence of sodium ethoxide in cyclohexane. In a second step, the condensation product is neutralized with a protonic acid, such as formic acid, to release an enol. In the third step, the ethyltrifluoroacetoacetate obtained is separated by distillation. The ethyltrifluoroacetoacetate is used as an intermediate in syntheses in the pharmaceutical or plant protection industry.
    Type: Grant
    Filed: June 12, 1986
    Date of Patent: November 28, 1989
    Assignee: Rhone-Poulenc Specialites Chimiques
    Inventors: Louis Amiet, BErnard Langlois
  • Dehydrogenation of carboxylic acids with mixed metal phosphorus oxide catalysts
    Patent number: 4864057
    Abstract: A process is provided for the oxydehydrogenation of saturated carboxylic acids or a lower alkyl ester thereof with oxygen in the presence of iron phosphorus oxide catalysts containing promoters selected from the group Ag, Al, B, Be, Cd, Co, Cu, Ga, Ge, In, Mn, Ni, Te, Th, Ti, Tl, U, V, Zn, Zr, rare earths and mixtures thereof.
    Type: Grant
    Filed: August 17, 1982
    Date of Patent: September 5, 1989
    Inventors: S. Erik Pedersen, James L. Callahan, Harley F. Hardman
  • Process for the preparation of acids
    Patent number: 4853482
    Abstract: A carboxylic acid of formula RCO.sub.2 H where R is a C.sub.1 to C.sub.10 aliphatic hydrocarbyl group is prepared by heating under substantially anhydrous conditions an ester of formic acid of formula HCO.sub.2 R where R is as defined above in the presence of carbon monoxide and an effective amount of a catalyst system comprising a Group VIII metal, a halide and a compound containing a quaternary Group V atom. The quaternary Group V atom can be formed in situ by adding a compound containing a trivalent nitrogen, phosphorus or arsenic atom quaternizable under the reaction conditions and a quaternizing agent. Acetic acid is prepared by heating methyl formate in the presence of a catalyst system containing a rhodium compound, an iodide and a quaternary nitrogen-containing heterocyclic base.
    Type: Grant
    Filed: October 25, 1983
    Date of Patent: August 1, 1989
    Assignee: BP Chemicals Limited
    Inventors: David J. Drury, John E. Hamlin
  • Continuous process for the production of methyl formate by the chromium catalyzed liquid phase oxidation of methanol
    Patent number: 4851569
    Abstract: Methyl formate is produced continuously by reacting methanol in the liquid phase with molecular oxygen in the presence as catalyst of a soluble chromium compound which can be deliberately added or can result from corrosion of a reaction vessel fabricated in stainless steel or other chromium-containing metal alloy. Initiation of the oxidation can be accomplished by feeding a material more susceptible to oxidation than methanol, either with or without methanol, and optionally in the presence of a soluble chromium compound.
    Type: Grant
    Filed: June 4, 1985
    Date of Patent: July 25, 1989
    Assignee: BP Chemicals Limited
    Inventors: David J. Drury, John Pennington
  • Process for producing vinyl acetate
    Patent number: 4843170
    Abstract: A process is disclosed for producing vinyl acetate from methanol, carbon monoxide and hydrogen which comprises the following five steps:(a) methanol is hydrocarbonylated in a hydrocarbonylation zone to produce ethanol, acetaldehyde, methyl acetate and dimethylacetal, and the products are separated in a separation zone;(b) methyl acetate is carbonylated in a carbonylation zone to produce acetic anhydride;(c) the acetaldehyde and dimethylacetal produced in the step (a) and the acetic anhydride produced in the step (b) are converted to ethylidene diacetate and methyl acetate; (d) the ethylidene diacetate produced in the step (c) is thermally decomposed to vinyl acetate and acetic acid, and the products are separated in a separation zone; and(e) the methyl acetate produced and separated in the step (a), (c) or (d) is supplied to the carbonylation step (b).
    Type: Grant
    Filed: February 15, 1983
    Date of Patent: June 27, 1989
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tomiya Isshiki, Yasuhiko Kijima, Akira Ito, Kenji Ishii
  • Process for producing acrolein and acrylic acid
    Patent number: 4837360
    Abstract: Acrolein and acrylic acid are produced by vapor-phase catalytic oxidation of propylene in a multi-tubular, fixed-bed reaction vessel with the use of a composite oxide catalyst represented by the formula Mo.sub.a Bi.sub.b Fe.sub.c A.sub.d B.sub.e C.sub.f D.sub.g Si.sub.h O.sub.x, wherein A, B, C, and D represent components selectable from respective groups of elements, and the subscripts a through h and x are specific numbers of atoms of respective elements and groups of elements. This catalyst is adapted and packed in each reaction tube in a manner such that its activity is controlled to increase from the inlet toward the outlet of the tube.
    Type: Grant
    Filed: September 23, 1982
    Date of Patent: June 6, 1989
    Assignee: Mitsubishi Petrochemical Company Ltd.
    Inventors: Koju Kadowaki, Kohei Sarumaru, Takeshi Shibano
  • Catalytic conversion of allyl formate to carboxylic acids
    Patent number: 4831191
    Abstract: Allyl formate is substantially selectively converted to isobutyric acid, n-butyric acid and/or glutaric acid by bringing the alyl formate into contact with activated carbon in the presence of carbon monoxide, water and formic acid and a halide promoted group VIII soluble metal catalyst optionally in the presence of a solvent. Isobutyric and n-butyric acids are preferentially formed in the presence of relatively low concentrations of water and formic acid whereas glutaric acid is preferentially formed in the presence of relatively higher concentrations of water and formic acid.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: May 16, 1989
    Assignee: Texaco Inc.
    Inventor: John M. Larkin
  • Process for preparing carboxylic acids from esters of carboxylic acids
    Patent number: 4822913
    Abstract: Esters of carboxylic acids of the formula RCH.sub.2 COOR"' and R'CH:C(R")COOR"' are reacted to form a carboxylic acid and an aliphatic alcohol R"'OH wherein R, R', and R" are individually selected from the group consisting of --H, alkyl moieties of from 1 to 18 carbon atoms and aralkyl moieties, cycloalkyl moieties and alkylaryl moieties of 3 to 18 carbon atoms and R"' is an alkyl moiety of 1 to 18 carbon atoms in the presence of an AMS-1B borosilicate crystalline molecular sieve catalyst under reaction conditions.
    Type: Grant
    Filed: October 28, 1983
    Date of Patent: April 18, 1989
    Assignee: Amoco Corporation
    Inventor: Gary P. Hagen
  • Disproportionation process
    Patent number: 4818442
    Abstract: A process for the disproportionation of olefins comprising contacting said olefins under suitable reaction conditions with a neutral-carbene complex catalyst and then using anhydrous ammonia to effect separation of the catalyst and the organic products.
    Type: Grant
    Filed: October 9, 1984
    Date of Patent: April 4, 1989
    Assignee: Phillips Petroleum Company
    Inventors: John W. Vanderveen, Dennis S. Banasiak
  • Process for the production of methacrolein and methacrylic acid
    Patent number: 4816603
    Abstract: The present invention provides a process for the production of methacrolein and methacrylic acid by the gas phase catalytic oxidation of isobutylene or t-butanol at high temperature using molecular oxygen in the presence of catalyst consisting of molybdenum, tungsten, bismuth, iron, nickel, antimony, and an alkali metal, to which zinc or lead is added, and further phosphorus sulfur, silicon, selenium, germanium or boron, and magnesium, cobalt, manganese or tin are added.
    Type: Grant
    Filed: November 26, 1985
    Date of Patent: March 28, 1989
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Motomu Oh-Kita, Yoshiyuki Taniguchi, Masaaki Kato, Masao Kobayashi
  • Preparation of carbonate esters
    Patent number: 4816595
    Abstract: A process for preparing carbonate esters by the oxidative carbonylation of an alcohol is provided. The process comprises reacting an alcohol with carbon monoxide in the presence of a dihydrocarbyl peroxide the process being characterized by the fact that the carbon monoxide pressure at the reaction temperature is less than 15 bars and by the fact that a catalyst comprising a platinum group metal and a copper compound is employed. The process is useful for preparing dimethyl carbonate from methanol and carbon monoxide.
    Type: Grant
    Filed: October 14, 1986
    Date of Patent: March 28, 1989
    Assignee: British Petroleum Company p.l.c.
    Inventors: Andrew R. Lucy, George E. Morris
  • Preparation of alkylidene diesters
    Patent number: 4810821
    Abstract: Alkylidene diesters such as ethylidene diacetate are selectively produced in high yields by reacting an ether and/or an ester under substantially anhydrous conditions with carbon monoxide and hydrogen in contact with a catalyst system comprising a rhodium compound, a halogen component, a palladium cocatalyst and a promoter component which is an agent for liberation of carboxylic acid anions. The process is carried out in the liquid phase in a solvent comprising a carboxylic acid at a temperature in the range of 150.degree. to 190.degree. C. and at a carbon monoxide partial pressure in the range from about 1.0 to 1100 kg/cm.sup.2 and a carbon monoxide/hydrogen mole ratio of 6:1 to 1:2 for the ester reaction and 10:1 to 1:2 for the ether reaction. When ethylidene diacetate is the product, it can then be decomposed to produce vinyl acetate and acetic acid by well-known techniques.
    Type: Grant
    Filed: May 31, 1985
    Date of Patent: March 7, 1989
    Assignee: Monsanto Company
    Inventors: Frank E. Paulik, Robert G. Schultz
  • Process for the hydroformylation of allylic esters using a cobalt catalyst
    Patent number: 4806678
    Abstract: A process is disclosed for preparing compounds such as 4-acetoxybutyraldehyde which comprises contacting reactants such as allyl acetates with a cobalt carbonyl catalyst in the presence of various novel promoters. The promoters are selected from the group consisting of triphenyl germane, tetraphenyl germane, phenyl sulfide, succinonitrile and 2,2'-dipyridyl. The reaction is preferably conducted in the presence of a ketone solvent.
    Type: Grant
    Filed: October 13, 1983
    Date of Patent: February 21, 1989
    Assignee: Texaco Inc.
    Inventor: Jiang-Jen Lin
  • Isomerization of diacyloxybutenes
    Patent number: 4806679
    Abstract: 1,4-Diacyloxybut-2-enes and 3,4-diacyloxybut-1-enes are converted into one another in the gas phase or liquid phase at from 100.degree. to 350.degree. C. under atmospheric or superatmospheric pressure in the presence of a zeolite as a catalyst.
    Type: Grant
    Filed: July 23, 1984
    Date of Patent: February 21, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Rolf Fischer, Otto Hertel, Wolf D. Mross, Hans-Martin Weitz
  • Process for producing methacrylic acid
    Patent number: 4804778
    Abstract: Disclosed is a process for producing methacrylic acid from methacrolein in high yields and at high selectivity which comprises vapor phase catalytic oxidation of methacrolein with molecular oxygen, characterized by using a catalyst represented by the formula: P.sub.a Mo.sub.b V.sub.c Cu.sub.d Zn.sub.e A.sub.f B.sub.g C.sub.h D.sub.i O.sub.
    Type: Grant
    Filed: October 6, 1987
    Date of Patent: February 14, 1989
    Assignee: Mitsubishi Rayon Company, Ltd.
    Inventors: Motomu Oh-Kita, Kazuhiro Ishii, Masaaki Kato
  • Process for the production of methacrylic acid
    Patent number: 4803302
    Abstract: A catalyst represented by the general formulaP.sub.a Mo.sub.b V.sub.c Fe.sub.d Cu.sub.e Z.sub.f X.sub.g Y.sub.h O.sub.iwherein X represents at least one or more of the elements selected form the group consisting of potassium, rubidium, cesium and thallium, Y represents at least one or more of the elements selected from the group consisting of tellurium, lanthanum, boron, silver, chromium, magnesium and barium, Z represents any one of the elements of zirconium or antimony, a to i denote atomic ratios of respective elements, and when b=12, a=0.3-4, c=0.01-3, d=0.01-4, e=0.01-3, f=0.01-3, g=0.01-3, h=0.001-5 and i denotes the number of oxygen atoms required for satisfying the valence number of the said ingredients, and a process for the production of methacrylic acid comprising contacting methacrolein in vapor phase in the presence of said catalyst.
    Type: Grant
    Filed: August 21, 1987
    Date of Patent: February 7, 1989
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Motomu Oh-Kita, Masaaki Kato, Masao Kobayashi
  • Preparation of .delta.-formylvalerates
    Patent number: 4801738
    Abstract: .delta.-Formylvalerates are prepared by a process wherein a 3-pentenoate is treated with an isomerization catalyst at elevated temperatures and a 4-pentenoate is distilled off, and the resulting 4-pentenoate is reacted with carbon monoxide and hydrogen at from 80 to 160.degree. C. under from 1 to 30 bar in the presence of a rhodium carbonyl complex which has been modified with tertiary organic phosphines or phosphites.
    Type: Grant
    Filed: May 9, 1984
    Date of Patent: January 31, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz-Walter Schneider, Rudolf Kummer, Volker Taglieber
  • Process for preparing 4,4A,5,6-tetrahydro-7-methyl-2-(3H)-naphthalenone, intermediates used in said process and novel crystalline form of same
    Patent number: 4794193
    Abstract: Described is a process for preparing 4,4A,5,6-tetrahydro-7-methyl-2-(3H)-naphthalenone having the structure: ##STR1## and intermediates useful in such process defined according to the structure: ##STR2## wherein one of R.sub.3 or R.sub.4 is hydrogen and the other of R.sub.3 or R.sub.4 is acetyl; and one of R.sub.1 or R.sub.2 is methyl and the other of R.sub.1 or R.sub.2 is acetoxy, said compound defined according to the structure: ##STR3## being useful in augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, medicinal products, chewing tobaccos, toothpastes, smoking tobaccos, smoking tobacco articles, perfumes, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softeners, fabric softener articles and perfumed polymers.
    Type: Grant
    Filed: April 15, 1982
    Date of Patent: December 27, 1988
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Alan O. Pittet, Ranya Muralidhara, Myrna L. Hagedorn