Esterified Phenolic Hydroxy Patents (Class 560/130)
  • Patent number: 4500721
    Abstract: A process for producing benzaldehydes by catalytic reduction of benzonitriles in the presence of an acid using a Raney nickel catalyst pretreated with a copper salt is disclosed.
    Type: Grant
    Filed: February 23, 1983
    Date of Patent: February 19, 1985
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Hiroshi Yamachika, Hirotoshi Nakanishi
  • Patent number: 4490552
    Abstract: A novel process for the preparation of aryl esters of organic carboxylic acids in high isomer purity by decomposing a compound of the formula ##STR1## wherein Ar is an aryl radical, X is an acyloxy of an organic carboxylic acid and Y is selected from the group consisting of an acyloxy of an organic carboxylic acid and an anion of a strong organic and mineral acid in an aqueous media in the presence of a palladium salt or in the form of a two-phase reaction, wherein the aryl thallium salt is dissolved in water and the catalytic palladium salt is dissolved in a water-immiscible organic solvent and the reaction takes place with mixing.
    Type: Grant
    Filed: December 20, 1982
    Date of Patent: December 25, 1984
    Assignee: Rutgerswerke AG
    Inventor: Ulrich Knips
  • Patent number: 4480121
    Abstract: The invention is a process for preparing a 2-halo-1-alkene comprising contacting a hydrocarbon stream with a hydrogen halide, in the presence of water and an effective amount of a catalyst, at a temperature between about 20.degree. C. and about 400.degree. C., wherein; the hydrocarbon stream comprises a 1,2-diene, a terminal acetylene or mixtures thereof, represented by the formulas CH.sub.2 .dbd.C.dbd.CH--R or CH.tbd.C--CH.sub.2 --R wherein R is hydrogen, alkyl, cycloalkyl or aryl and may be substituted or unsubstituted; the water is present in an amount capable of maintaining the selectivity of the catalyst for the insertion of the halide on the 2 carbon of the 1,2-diene or terminal acetylene; and the catalyst comprises carbon, silica alumina, aluminosilicates, silica gel, silica, silica magnesia, silicalite, group IIIA, IIIB, IVA, IVB or V metal oxides or rare earth oxides.
    Type: Grant
    Filed: August 26, 1982
    Date of Patent: October 30, 1984
    Assignee: The Dow Chemical Company
    Inventors: Robert T. Klun, Craig B. Murchison, Dennis A. Hucul
  • Patent number: 4478754
    Abstract: An improved process for preparing carboxylic esters of phenols, in which the carboxylic acid and phenol are reacted in the presence of boric anhydride.
    Type: Grant
    Filed: November 1, 1982
    Date of Patent: October 23, 1984
    Assignee: The Procter & Gamble Company
    Inventor: Josephine L. Y. Kong-Chan
  • Patent number: 4451667
    Abstract: This invention is a process for the preparation of acrylate esters comprising contacting a vinyl halide with carbon monoxide and an organic carbonate in the presence of an effective amount of a group VIII metal catalyst.
    Type: Grant
    Filed: August 26, 1982
    Date of Patent: May 29, 1984
    Assignee: The Dow Chemical Company
    Inventors: Robert T. Klun, Thomas W. Regulski
  • Patent number: 4450112
    Abstract: Reaction of a nitrile, an alcohol and water in the presence of a catalyst comprising rhodium, iridium or platinum complexed with hydroxo and tertiary phosphine moieties, to produce the corresponding carboxylic ester.
    Type: Grant
    Filed: November 25, 1981
    Date of Patent: May 22, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Stanley S. Wreford
  • Patent number: 4374263
    Abstract: The invention relates to an esterification process employing as a heterogeneous catalyst an inorganic oxide, e.g. silica, to which there is bonded by reaction with surface hydroxyl groups a sulphonic acid-functionalized silane.
    Type: Grant
    Filed: October 24, 1980
    Date of Patent: February 15, 1983
    Assignee: The British Petroleum Company Limited
    Inventors: Ronald D. Hancock, Robert Mackison
  • Patent number: 4342877
    Abstract: Process for the preparation of Compound I by treating Compound II with X.sub.2 or SO.sub.2 X.sub.2 in the presence of a free radical initiator and an anhydride having the formula (RCO).sub.2 O while eliminating the acid halide formed having the formula RCOX from the reaction mixture, wherein Compounds I and II have the formulas ##STR1## and R is C.sub.1 -C.sub.3 alkyl, X is Cl or Br and n is 1, 2 or 3.
    Type: Grant
    Filed: November 13, 1979
    Date of Patent: August 3, 1982
    Assignee: Eastman Kodak Company
    Inventors: Dah-Chieh O. Cheng, Joseph S. Bowers, Jr., Ronald J. Maner
  • Patent number: 4336025
    Abstract: Water-soluble compounds of the formula ##STR1## wherein A is an aryl radical, X represents identical or different groups of the formula --CH.sub.2 --CH.sub.2 -- and --CH.sub.2 --CH(CH.sub.3)--, R--CO-- denotes identical or different radicals of a carboxylic acid having up to 22 C atoms, n represents identical or different numbers from 8 to 150, p is a number from 1 to 10 and m represents 0 up to (p-0.5), are suitable for the preparation of colorants, particularly disperse dyestuffs or vat dyestuffs.
    Type: Grant
    Filed: June 8, 1981
    Date of Patent: June 22, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Schneider, Hubert Kruse, Konrad Opitz
  • Patent number: 4335052
    Abstract: A process for the preparation of Benzaldehydes substituted in the nucleus is disclosed by oxidation of the corresponding benzyl halides. The process is performed in the presence of water using aminoxides of tertiary amines.
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: June 15, 1982
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Gunther Bernhardt, Egon-Norbert Petersen, Gerhard Daum
  • Patent number: 4334081
    Abstract: Substituted olefins are prepared by the reaction of an organic halide with an olefin in the presence of a catalyst derived from zinc, a triarylphosphine and a nickel salt.
    Type: Grant
    Filed: January 23, 1981
    Date of Patent: June 8, 1982
    Assignee: Union Carbide Corporation
    Inventor: Ismael Colon
  • Patent number: 4328361
    Abstract: A process is disclosed for converting p-isopropenylphenol and derivatives thereof and, more particularly, oligomers of p-isopropenylphenol and derivatives thereof, to hydroquinone via monomeric intermediates [e.g. p-(2-haloisopropyl)phenol in the case of p-isopropenylphenol and oligomers thereof]. The process involves reacting the starting materials with a hydrogen halide (e.g. gaseous hydrogen chloride) in the presence of an organic solvent and subjecting the product so obtained to oxidation with hydrogen peroxide or an organic hydroperoxide.
    Type: Grant
    Filed: January 16, 1981
    Date of Patent: May 4, 1982
    Assignee: The Upjohn Company
    Inventor: Shenghong A. Dai
  • Patent number: 4316046
    Abstract: A process for the preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted with an aryliodoso carboxylate in liquid medium to form the desired aryl carboxylate. Promoters can be employed to increase the rate of reaction and improve selectivity to the aryl carboxylate.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: February 16, 1982
    Assignee: The Halcon SD Group, Inc.
    Inventor: Lawrence C. Costa
  • Patent number: 4316045
    Abstract: A process for the catalytic preparation of aryl carboxylates is provided in which an arylmetallo carboxylate is contacted in liquid medium with an organic peracid in the presence of a catalytic amount of an aryl iodide, to form the desired aryl carboxylate.
    Type: Grant
    Filed: August 29, 1980
    Date of Patent: February 16, 1982
    Assignee: The Halcon SD Group, Inc.
    Inventor: Lawrence C. Costa
  • Patent number: 4301044
    Abstract: Zwitterionic surfactant compounds are made readily biodegradable in the environment by the inclusion of a biochemically and/or hydrolytically labile chemical linkage located between the cationic and anionic charge centers of the compounds and anywhere from the second to the tenth atom distant from the cationic charge center. The biodegradable linkage is preferably an ester or amide. The alkoxylated zwitterionic surfactants herein exhibit outstanding particulate soil removal performance and are also effective in removing oily soils from fabrics, in addition to being readily biodegradable. Also described are detergent compositions containing the zwitterionic surfactants, and, optionally containing cosurfactants and detergent builders.
    Type: Grant
    Filed: January 22, 1980
    Date of Patent: November 17, 1981
    Assignee: The Procter & Gamble Company
    Inventors: George E. Wentler, Joseph McGrady, Eugene P. Gosselink, William A. Cilley
  • Patent number: 4271311
    Abstract: Esterification of phenolic compounds which comprises reacting a phenolic compound and a carboxylic acid using a catalyst consisting essentially of an alkali metal compound and a boron compound wherein said alkali metal compound is at least one member selected from the group consisting of alkali metal salts of boric acid, alkali metal polyborates, alkali metal hydroxides, and alkali metal borohydrides and said boron compound is at least one member selected from the group consisting of boric acid, boric anhydride, alkali metal polyborates, alkali metal salts of boric acid and alkali metal borohydrides.
    Type: Grant
    Filed: July 13, 1979
    Date of Patent: June 2, 1981
    Assignee: Standard Oil Company (Indiana)
    Inventors: William W. Knickmeyer, James Spanswick, James R. Stephens
  • Patent number: 4263157
    Abstract: Compounds of the general formula I ##STR1## in which R.sub.1 is chlorine or --CH.sub.2 --CCl.sub.3, andR.sub.2 is --N(R.sub.3)R.sub.4, --OH.N(R.sub.3)(R.sub.4)R.sub.5 or --OR.sub.6,R.sub.3 is C.sub.1 -C.sub.24 alkyl which can be interrupted once or several times by oxygen,R.sub.4 and R.sub.5 independently of one another are hydrogen or C.sub.1 -C.sub.24 alkyl, with R.sub.3 and R.sub.4 together having at least 8 C atoms,R.sub.6 is C.sub.8 -C.sub.20 alkyl, phenyl or C.sub.7 -C.sub.15 alkylphenyl, a group of the formula --(A)R.sub.7 or --CH.sub.2 CH.sub.2 --N(R.sub.10)--CH.sub.2 CH.sub.2 --O--C(O)--CH(R.sub.1)CH.sub.2 CCl.sub.3, whereinR.sub.7 is a radical of the formula --(R.sub.8)C(R.sub.9)--O--C(O)--CH(R.sub.1)--CH.sub.2 --CCl.sub.3, whereinR.sub.8 and R.sub.9 independently of one another are hydrogen, methyl or ethyl, and R.sub.1 has the meaning defined above,A is a C.sub.1 -C.sub.7 alkylene group which is unsubstituted or substituted by one or two radicals R.sub.
    Type: Grant
    Filed: April 18, 1979
    Date of Patent: April 21, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Eginhard Steiner, Andreas Schmidt
  • Patent number: 4245115
    Abstract: A carbonylation process is provided for conversion of olefinically unsaturated hydrocarbons to a mixture of esters or acids with a high ratio of iso:normal ester or acid by reaction with carbon monoxide and a hydroxylic compound, said process being carried out in the absence of added hydrogen or oxygen and in the presence of a palladium salt complexed with an arsine or stibine ligand as catalyst; 2-10 additional moles of arsine or stibine ligand per mole of catalyst may be present in said process to further enhance the ratio of iso:normal product and to promote catalyst stability. The catalyst, for example, may be palladium dichloride bis(triphenylarsine) or palladium dichloride bis(tri-p-tolyl arsine).
    Type: Grant
    Filed: September 14, 1977
    Date of Patent: January 13, 1981
    Assignee: Mobil Oil Corporation
    Inventor: Stephen A. Butter
  • Patent number: 4244969
    Abstract: This invention relates to novel compounds of the general formula ##STR1## Representative compounds within the scope of the invention are ##STR2## The compounds are disclosed as being useful for treating symptoms and signs of cardiac failure by stimulating the .beta.-receptors of the heart. Methods of treatment using these compounds are discussed.
    Type: Grant
    Filed: February 13, 1975
    Date of Patent: January 13, 1981
    Assignee: Aktiebolaget Hassle
    Inventors: Enar I. Carlsson, Nils H. A. Persson, Gustav B. R. Samuelsson, Kjell I. L. Wetterlin
  • Patent number: 4234733
    Abstract: A process for producing an aliphatic carboxylic acid and an aliphatic carboxylic acid esters ofa phenol which comprises reacting a phenol of the general formula ##STR1## wherein n is an integer of 1 to 6, m is an integer of 0 to 5, the sum of n and m is 6, and R represents hydrogen, alkyl, aryl, alkenyl, carbinol, acyl, acyloxy, formyl, carboxy, halogen, sulfo, nitro, nitroso, amino, amido, or cyano, and two or more R groups may be the same or different, and the substituents R may be bonded to each other to form a penta- or hexa-carboxylic or heterocyclic ring, and an aliphatic carboxylic acid ester or an aliphatic ether with carbon monoxide, and separating and recovering the aliphatic carboxylic acid from the reaction mixture.
    Type: Grant
    Filed: October 24, 1978
    Date of Patent: November 18, 1980
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tomiya Isshiki, Yasuhiko Kijima, Yuh Miyauchi
  • Patent number: 4226783
    Abstract: A process for .alpha.-chlorination of side chains of electronegatively substituted aromatic compounds with dichlorine monoxide.
    Type: Grant
    Filed: July 3, 1978
    Date of Patent: October 7, 1980
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Frank D. Marsh
  • Patent number: 4227015
    Abstract: Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester. The intermediate iodides are prepared by condensing a methyl cyclopropyl ketone with an aromatic aldehyde to give an arylvinyl cyclopropyl ketone, reducing the latter to an arylethyl cyclopropyl carbinol or arylvinyl cyclopropyl carbinol, treating the carbinol with phosphorus tribromide and then with zinc bromide to give an arylalkyl or arylalkenyl bromide, and then replacing the bromine atom by iodine.
    Type: Grant
    Filed: February 14, 1979
    Date of Patent: October 7, 1980
    Assignee: Sterling Drug Inc.
    Inventor: Joseph C. Collins
  • Patent number: 4225730
    Abstract: 5-(2,4-difluorophenyl)salicylic acid, an anti-inflammatory, anti-pyretic, analgesic agent is prepared by: (1) diazotizing 2,4-difluoroaniline in the presence of benzene to yield 2,4-difluorobiphenyl; (2) Friedel-Crafts acylation to produce 2',4'-difluoro-4-alkanoylbiphenyl; (3) oxidation of the alkanoyl group to produce 2',4'-difluoro-4-alkanoyloxybiphenyl; (4) hydrolysis of the alkanoyl group to produce 4-(2,4-difluorophenyl)phenol; and (5) Kolbe-Schmitt carboxylation to produce the final product.
    Type: Grant
    Filed: May 11, 1978
    Date of Patent: September 30, 1980
    Assignee: Merck & Co., Inc.
    Inventors: Howard Jones, Robert W. Houser
  • Patent number: 4212989
    Abstract: In a process for producing a carboxylic acid or its ester by reacting an alcohol or an ether with carbon monoxide, the improvement wherein the reaction is performed in the presence of, as a solvent, an aryl ester of an aliphatic carboxylic acid represented by the formula ##STR1## wherein n is an integer of 1 to 5, R.sub.1 represents hydrogen or C.sub.1 -C.sub.4 alkyl or alkenyl, and R.sub.2 represents hydrogen, alkyl, aryl, alkenyl, hydroxymethyl, acyl, acyloxy, formyl, carboxy, hydroxy, halogen, sulfo, nitro, nitroso, amino, acid amide or cyano, and two or more R.sub.2 groups may be the same or different, and the substituents R.sub.2 may be bonded to each other to form a penta- or hexa-carbocyclic or heterocyclic ring.
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: July 15, 1980
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Tomiya Isshiki, Yasuhiko Kijima, Yuh Miyauchi
  • Patent number: 4168387
    Abstract: This invention concerns a method for the preparation of polyphenolic esters for use as built-in antioxidants.
    Type: Grant
    Filed: August 6, 1975
    Date of Patent: September 18, 1979
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Kirkwood S. Cottman
  • Patent number: 4161609
    Abstract: A method is provided for converting a carboxylic acid amide to a carboxylic acid ester by reacting a vaporized mixture of the amide and an aliphatic alcohol or a phenol in the presence of a suitable catalyst at temperatures of from 100.degree. C. to 400.degree. C. The process is especially useful for the conversion of methacrylamide to methyl methacrylate.
    Type: Grant
    Filed: September 14, 1977
    Date of Patent: July 17, 1979
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Richard D. Cramer
  • Patent number: 4156783
    Abstract: Benzylidene diacetate may be converted to phenyl acetate and methylene diacetate by an acid-catalyzed reaction in the presence of oxygen or air, and acetic anhydride, at elevated temperatures and pressures.
    Type: Grant
    Filed: March 27, 1978
    Date of Patent: May 29, 1979
    Assignee: Suntech, Inc.
    Inventors: James E. Lyons, Robert W. Shinn, George Suld
  • Patent number: 4129586
    Abstract: Compounds which contain azo or peroxide linkages as well as the radical of an ultraviolet light stabilizing group are described. These compounds function as polymerization initiators which cause an ultraviolet light stabilization group to be chemically bound to the polymer.
    Type: Grant
    Filed: June 6, 1977
    Date of Patent: December 12, 1978
    Assignee: Pennwalt Corporation
    Inventors: Chester S. Sheppard, Ronald E. MacLeay
  • Patent number: 4110442
    Abstract: 2-OR-4-trifluoromethylbenzoic acid wherein R is phosphonoxy.The compounds are useful in the treatment of pathological cardiovascular conditions, particularly in the prophylaxis of the thromboembolic diseases.The compounds are made by reacting m-trifluoromethyl phenol with potassium carbonate and carbon dioxide at an elevated temperature and pressure and, reacting the 2-OH compound with a phosphonating agent.The invention also embraces pharmaceutical compositions in which the compounds constitute the effective agent and a method of treatment.
    Type: Grant
    Filed: December 30, 1976
    Date of Patent: August 29, 1978
    Assignee: J. Uriach & Cia S.A.
    Inventors: Emilia F. Barsa, Antonio C. Marin Moga
  • Patent number: 4086265
    Abstract: A method of preparing derivatives of aromatic compounds including the catechol function ##STR1## by replacement of one of the hydroxyls by mercaptan ##STR2## Cathechol or a multi-ring compound (naphthyl-, anthryl-, phenanthryl-, etc.
    Type: Grant
    Filed: December 1, 1976
    Date of Patent: April 25, 1978
    Assignee: The Regents of the University of Minnesota
    Inventors: Raymond M. Dodson, Joseph B. Hanson
  • Patent number: 4085275
    Abstract: The invention concerns dehydrogenation of carboxylic acids, lactones, esters, nitriles, the carbon skeleton of the feed material being characterized as containing mono-unsaturation or alternatively functional groups such as hydroxyl which convert under process conditions to unsaturation, the dehydrogenation reaction being conducted in the presence of a contact catalyst comprising a carbonaceous layer effective for the dehydrogenation of mono-unsaturated reactants to di-unsaturated products. Another aspect of the invention involves production of the mono-unsaturated reactants. In particular, the invention provides a route to sorbic acid, for example by dehydrogenation of hexenoic acids or esters thereof.
    Type: Grant
    Filed: December 30, 1975
    Date of Patent: April 18, 1978
    Assignee: Monsanto Company
    Inventors: James W. Gambell, H. Burnham Tinker
  • Patent number: 4070374
    Abstract: Upon reacting an alcohol having an olefinic double bond with an aryl bromide or iodide in the presence of a Paladium catalyst, there is provided either an aryl substituted aldehyde, ketone or olefinic alcohol.
    Type: Grant
    Filed: June 16, 1975
    Date of Patent: January 24, 1978
    Assignee: Givaudan Corporation
    Inventors: Alan J. Chalk, Steven A. Magennis
  • Patent number: 4070392
    Abstract: Process for the production of an O-derivative of p-isopropenyl phenol by splitting the corresponding O-derivative of dimeric, trimeric, oligomeric or polymeric p-isopropenyl phenol in the presence of an acid catalyst.
    Type: Grant
    Filed: February 23, 1976
    Date of Patent: January 24, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Erhard Tresper, Heinrich Krimm
  • Patent number: 4062788
    Abstract: Lubricating compositions are provided which comprise a major amount of oil of lubricating viscosity and an effective amount of dichlorophenyl esters of hydrocarbyl dicarboxylic acids. The lubricating compositions have improved load-bearing properties. Also provided are novel dichlorophenyl esters of malonic and lower alkyl substituted malonic acid.
    Type: Grant
    Filed: August 16, 1976
    Date of Patent: December 13, 1977
    Assignee: Shell Oil Company
    Inventor: Hendrik Schadenberg
  • Patent number: 4055581
    Abstract: A polymeric composition containing more than 5% halogen can be improved in heat and light stability by the incorporation therein of small amounts of a novel stabilizer which is the metallic salt of the reaction product of an alpha-olefin with maleic anhydride.The stabilizers of the invention can be used either alone or in combination with conventional stabilizers for halogen containing polymeric materials.
    Type: Grant
    Filed: November 14, 1975
    Date of Patent: October 25, 1977
    Assignee: Hooker Chemicals & Plastics Corporation
    Inventors: George C. Hopkins, D. Bruce Merrifield
  • Patent number: 4052552
    Abstract: The present specification provides novel intermediates and novel processes for the synthesis of various side chain and skeletal analogs of Thromboxane B.sub.2 (11.beta.-homo-11a-oxa-PGF.sub.2.alpha.). These analogs are particularly and especially useful as reproductive cycle control agents.
    Type: Grant
    Filed: August 20, 1976
    Date of Patent: October 4, 1977
    Assignee: The Upjohn Company
    Inventor: William P. Schneider
  • Patent number: 4049701
    Abstract: Benzobicycloalkane amines, their pharmacologically acceptable addition salts, intermediates therefore the processes for their preparation and use. The compounds of the invention exert analgesic and anti-inflammatory activity.
    Type: Grant
    Filed: December 15, 1975
    Date of Patent: September 20, 1977
    Assignee: American Home Products Corporation
    Inventors: Meier E. Freed, John R. Potoski
  • Patent number: 4049591
    Abstract: Covers compounds of the formula ##STR1## where R" is lower alkyl, R is hydrogen or lower alkyl and Y is selected from the group consisting of CN, CONH.sub.2, CO.sub.2 R', CONR'.sub.2 and COR' where R' independently is hydrogen, lower alkyl or aryl. Also covers a method of producing a polyurethane by utilizing said above compounds as catalysts in reacting an organic polyisocyanate with an organic polyester polyol or polyether polyol in the presence of said catalyst.
    Type: Grant
    Filed: October 18, 1976
    Date of Patent: September 20, 1977
    Assignee: Texaco Development Corporation
    Inventors: Edward E. McEntire, George P. Speranza