Unsaturated Patents (Class 562/598)
-
Patent number: 4370488Abstract: The invention includes novel alkali metal complex compounds (and processes for their preparation) which are useful, inter alia for the hydrogenation of alkali metals at room temperature or below room temperature to form hydrides or nitrides.Type: GrantFiled: June 18, 1981Date of Patent: January 25, 1983Assignee: Studiengesellschaft Kohle mbHInventor: Borislav Bogdanovic
-
Patent number: 4346235Abstract: A novel fluorine-containing compound of the formulaR.sub.1 --A--R.sub.2whereinA is ##STR1## R.sub.1 and R.sub.2 are each hydrogen or R.sub.3 OOC--CH.sub.2).sub.n, while R.sub.1 and R.sub.2 may not be hydrogen at the same time; X is hydrogen or halogen; R.sub.3 is hydrogen or a lower alkyl group; m is an integer of 1 to 5; and n is an integer of 4 to 11, and a process for preparing the same.Type: GrantFiled: June 10, 1980Date of Patent: August 24, 1982Assignees: Okamura Oil Mill Limited, Daikin Kogyo Co., Ltd.Inventors: Noboru Sonoda, Shinji Murai, Kazuhisa Takii
-
Patent number: 4323695Abstract: The invention relates to a novel process for making phenyl fluoroacrylate monomer. The monomer is obtained by reaction of a fluoroacrylic salt with an halogenating agent, followed by condensation of the fluoroacryloyl halogenide with phenol and recovery of the phenyl fluoroacrylate. The obtained monomer is applicable to the manufacture of transparent polymers of high thermal stability.Type: GrantFiled: December 11, 1979Date of Patent: April 6, 1982Assignee: Office National d'Etudes et de RecherchesInventors: Bertrand Bloch, Chantal C. Meyer, Denis Charrier
-
Patent number: 4317926Abstract: In a process for producing acrylic acid which comprises contacting with water an acrylic acid-containing reaction product gas which has been obtained by the catalytic vapor phase oxidation of an olefinic compound of a general formula, CH.sub.2 .dbd.CHX, wherein X represents at least one group selected from the group consisting of CH.sub.Type: GrantFiled: January 15, 1979Date of Patent: March 2, 1982Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.Inventors: Takahisa Sato, Masao Baba, Michito Okane
-
Patent number: 4314842Abstract: This invention concerns certain substituted 1,3,4-thiadiazol-2-yl-4-hydroxy-1-methyl-2-imidazolidinones having herbicidal activity, their preparation, and the control of weeds therewith.Type: GrantFiled: October 8, 1980Date of Patent: February 9, 1982Assignee: PPG Industries, Inc.Inventor: Jerome M. Lavanish
-
Patent number: 4309357Abstract: Dienoic acids are prepared by reaction of salts of 3-butenoic acid and vinyl halides, in the presence of catalysts which are phosphinic complexes of rhodium or nickel.Type: GrantFiled: March 7, 1980Date of Patent: January 5, 1982Assignee: Montedison S.p.A.Inventors: Gian P. Chiusoli, William Giroldini, Giuseppe Salerno
-
Patent number: 4307232Abstract: Process for preparing the substituted phosphonoalkanoic acid of the formula ##STR1## wherein: R.sup.1 is alkyl of 1-8 carbon atoms, aralkyl of 7-10 carbon atoms, phenyl, or substituted phenyl of 6-10 carbon atoms;R.sup.2 is H, hydrocarbyl of 1-18 carbon atoms, or substituted hydrocarbyl of 1-18 carbon atoms, wherein in said hydrocarbyl groups the carbon atom attached to the ##STR2## moiety is substituted with two or three hydrogen atoms or is a carbon atom of an aromatic ring; andY is oxygen or sulfur,which process comprises contacting and reacting, at a temperature of about -70.degree. C. to about 125.degree. C., a pressure of about 1-100 atmospheres (0.1-10 MPa), and for a time sufficient to effect reaction, the phosphite ester of the formula ##STR3## wherein R.sup.1 and Y are as defined above, with the .alpha.-halocarboxylic acid of the formula R.sup.2 CHXCO.sub.2 H, wherein X is Cl, Br, or I and R.sup.Type: GrantFiled: March 21, 1980Date of Patent: December 22, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: David R. Brittelli
-
Patent number: 4301186Abstract: This invention relates to new ammonium salts of .alpha.-ketocarboxylic acids, to their use for the production of amines in situ by photochemical decomposition and to photochemically hardenable coating compositions containing these ammonium salts.Type: GrantFiled: June 28, 1979Date of Patent: November 17, 1981Assignee: Bayer AktiengesellschaftInventors: Wolfram Mayer, Hans Rudolph, Eckhard De Cleur, Manfred Schonfelder
-
Patent number: 4282373Abstract: Compounds of the formula (II): ##STR1## wherein X is halogen, hydroxyl or functionalized hydroxyl; Y is halogen, hydroxyl or alkoxy; R.sup.1 is a carboxylic acid group and ester thereof and amide derivative thereof or cyano; and R.sup.2 is hydrogen, a hydrocarbon, a heterocycle, a carboxylic acid group, a carboxylic acid ester, a carboxylic acid amide derivative, acyl, cyano, isocyano or an optionally substituted imine of the formula --CH.dbd.NZ or --N.dbd.CH.sub.2 wherein Z is hydrogen, alkyl, aryl, sulphonyl, --SR.sup.a, sulphoxide --SR.sup.a, or sulphonate --SR.sup.a wherein R.sup.a is alkyl of 1 to 6 carbon atoms or aryl, are useful as intermediates for the ultimate production of penicillins or cephalosporins.Type: GrantFiled: May 7, 1979Date of Patent: August 4, 1981Assignee: Beecham Group LimitedInventors: Angela W. Guest, Andrew W. Taylor, Robert Ramage
-
Patent number: 4267365Abstract: A process for the preparation of an oligomeric acrylic acid of the formulaCH.sub.2 .dbd.CH--COO[CH.sub.2 --CH.sub.2 --COO].sub.n Hwherein n represents a number from 1 to 6 is described wherein acrylic acid is heated in the presence of a polymerization inhibitor to a temperature of about 50.degree. to about 200.degree. C. The process can be carried out at sub-atmospheric pressure, atmospheric pressure or super-atmospheric pressure and in the presence or absence of a solvent.Type: GrantFiled: December 26, 1978Date of Patent: May 12, 1981Assignee: Bayer AktiengesellschaftInventor: Kurt Findeisen
-
Patent number: 4265819Abstract: A process for the preparation of a dihalogenovinylcyclopropanecarboxylic acid or an ester thereof, of the formula ##STR1## in which Hal each independently is fluorine, chlorine or bromine,R.sup.1 and R.sup.2 each independently is hydrogen or C.sub.1-4 -alkyl, or R.sup.1 and R.sup.2 together with the adjacent carbon atom form a cycloaliphatic ring with up to 7 carbon atoms, andR.sup.3 is hydrogen, C.sub.1-4 -alkyl or optionally substituted arylmethyl or hetero-arylmethyl,which comprises reacting a 3-chloro-2-(2',2'-dihalovinyl)propanecarboxylic acid ester of the formula ##STR2## in which R.sup.4 is C.sub.1-4 -alkyl or optionally substituted arylmethyl or hetero-arylmethyl,with a base. The propane carboxylic acid esters are new and may be formed in situ by reacting a 3-(2',2'-dihalovinyl)-.gamma.-butyrolactone of the formula ##STR3## with a chlorinating agent and then with an alcohol of the formula R.sup.4 --OH.Type: GrantFiled: September 13, 1979Date of Patent: May 5, 1981Assignee: Bayer AktiengesellschaftInventor: Reinhard Lantzsch
-
Patent number: 4260548Abstract: Low molecular weight ethylene homo and copolymer waxes are prepared by using a combination of (1) incremental addition of free radical catalyst (2) at high temperatures up to 150.degree. C. and (3) high pressures up to 3000 psi. Preferably molten aliphatic waxes are used as the solvent.Type: GrantFiled: June 4, 1979Date of Patent: April 7, 1981Assignee: Princeton Polymer LaboratoriesInventors: Donald E. Hudgin, Thomas Zawadzki
-
Patent number: 4249015Abstract: Carboxylic acids and/or esters are prepared by converting the ##STR1## moiety in a 1-substituted 2,2-trihaloethanol, or derivative wherein X represents halogen and R is hydrogen or an acyl group to an organic acid and/or ester grouping of the formula ##STR2## wherein R' is hydrogen or alkyl of 1 to 6 carbon atoms, in the process which comprises reacting the 1-substituted 2,2,2-trihaloethanol or acylated derivative with molecular oxygen in the presence of a catalyst comprising a complex of a transition metal having an atomic number from 21-30, 39-48 or 57-80 and at least one molecule of a ligand containing trivalent nitrogen, phosphorus, arsenic or antimony. This reaction is carried out in a reaction medium comprising an alcohol or aqueous alcohol having 1 to 6 carbon atoms optionally containing an alkali metal, said alcoholic solvent also serving as a reactant source when carboxylic acid esters are formed.Type: GrantFiled: January 26, 1979Date of Patent: February 3, 1981Assignee: Shell Oil CompanyInventors: John A. Schofield, John E. Hawes
-
Patent number: 4242265Abstract: New indolylalkyl esters of mercaptoalkanoic acids, and salts thereof, which have the general formula ##STR1## are useful as hypotensive agents.Type: GrantFiled: January 10, 1979Date of Patent: December 30, 1980Assignee: E. R. Squibb & Sons, Inc.Inventors: Peter C. Wade, Miguel A. Ondetti
-
Patent number: 4229354Abstract: The invention includes novel alkali metal complex compounds (and processes for their preparation) which are useful, inter alia for the hydrogenation of alkali metals at room temperature or below room temperature to form hydrides or nitrides.Type: GrantFiled: May 12, 1978Date of Patent: October 21, 1980Assignee: Studiengesellschaft Kohle mbHInventor: Borislav Bogdanovic
-
Patent number: 4218386Abstract: A process for hydrolyzing triglyceride having its carboxylic acid moieties containing from 6 to 26 carbon atoms involves reacting with water in the presence of low molecular weight displacing acid catalyst, strong acid catalyst and sufficient water to form water and oil phases, to produce carboxylic acids corresponding to said moieties and glycerine.Type: GrantFiled: June 15, 1978Date of Patent: August 19, 1980Assignee: The Procter & Gamble CompanyInventors: Ted J. Logan, David C. Underwood, Tom C. Rheinecker
-
Patent number: 4210493Abstract: A method is disclosed for inhibiting the polymerization of acrylic and methacrylic acids at ambient or above ambient temperature, such as during preparation, purification or storage of the acids under substantially anaerobic conditions, by adding thereto a polymerization inhibiting amount of a compound having the formula:R--NOwhere R is alkyl or aryl, and if R is aryl, a hydroxyl group para to the NO group enhances inhibition.Type: GrantFiled: March 30, 1976Date of Patent: July 1, 1980Assignee: Rohm and Haas CompanyInventors: Thomas Stewart, Richard F. Merritt
-
Patent number: 4201725Abstract: Methylamine derivatives of the formula: ##STR1## and pharmaceutically acceptable acid addition salts thereof, wherein R.sub.1 and R.sub.3 each represent a hydrogen atom or a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 1 to 6 carbon atoms, R.sub.2 represents a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 2 to 7 carbon atoms with the proviso that when R.sub.2 represents an alkenyl radical of the formula CH.dbd.CH--R.sub.6 or an alkynyl radical of the formula C.tbd.C--R.sub.6, in which R.sub.6 represents a hydrogen atom or a straight- or branched-chain alkyl radical of 1 to 5 carbon atoms, R.sub.1 and R.sub.3 each represent an atom of hydrogen or an alkyl radical, R.sub.4 and R.sub.5, which are the same or different, each respresent a hydrogen atom, a straight- or branched-chain alkyl, alkenyl or alkynyl radical containing from 1 to 5 carbon atoms or an .omega.-hydroxyalkyl radical containing from 2 to 5 carbon atoms or R.sub.4 and R.sub.Type: GrantFiled: March 20, 1978Date of Patent: May 6, 1980Assignee: LabazInventors: Charles Pigerol, Pierre Eymard, Jean-Claude Vernieres, Jean-Pierre Werbenec, Madeleine C. Epse Broll
-
Patent number: 4201874Abstract: Synthesis and intermediates for making insect pheromone useful in the control of red scale, Aonidiella aurantii.Type: GrantFiled: November 24, 1978Date of Patent: May 6, 1980Assignee: Zoecon CorporationInventors: Richard J. Anderson, Clive A. Henrick
-
Patent number: 4200586Abstract: The carbon-carbon double bond isomerization of a substituted or an unsubstituted hydrocarbon compound having olefinic unsaturation in a less stable form to an isomer of said compound having olefinic unsaturation in a more stable form is inhibited by contacting with said compound having the more unstable form with an alkali metal salt of a di-, tri- or tetracarboxylic acid.Type: GrantFiled: January 10, 1978Date of Patent: April 29, 1980Assignee: Phillips Petroleum CompanyInventor: Charles A. Drake
-
Patent number: 4196300Abstract: Glycidates and thioglycidates substituted in the .alpha.-position with a long chain alkyl of from 11 to 16 carbons having hypoglycemic activity.Type: GrantFiled: August 18, 1978Date of Patent: April 1, 1980Assignee: McNeilabs, Inc.Inventors: Richard J. Mohrbacher, Winston Ho, Gene Tutwiler
-
Patent number: 4185027Abstract: A process for hydrolyzing methyl esters having carboxylic acid moieties containing 6 to 22 carbon atoms involves reacting said esters with water in the presence of carboxylic acid and strong acid catalysts to produce acid corresponding to reactant ester and methanol and driving the reaction toward completion by removing the methanol.Type: GrantFiled: June 15, 1978Date of Patent: January 22, 1980Assignee: The Procter & Gamble CompanyInventor: Ted J. Logan
-
Patent number: 4180681Abstract: A process for the recovery of methacrylic acid formed from an aqueous sodium methacrylate solution derived from the silver catalyzed oxidation reaction of methacrolein and an aqueous solution of sodium hydroxide which comprises contacting the aqueous sodium methacrylate solution at a suitable temperature, in the presence of a high gaseous carbon dioxide pressure, with a water immiscible alkane, cycloalkane, alkyl benzene, or carboxylic acid ester solvent to extract and form a methacrylic acid-containing organic solvent phase, an aqueous phase and a precipitated sodium bicarbonate solid phase and recovering the methacrylic acid from the organic solvent phase. Liquid CO.sub.2 which may be employed with the water immiscible solvent at 800 psig may also be employed alone at its equilibrium vapor pressure as the reactant and extractant medium.Type: GrantFiled: August 17, 1978Date of Patent: December 25, 1979Assignee: Atlantic Richfield CompanyInventors: John J. Leonard, Harold Shalit
-
Patent number: 4177216Abstract: The trisubstituted (2,5-dihydroxyphenyl)phosphonium hydroxide inner salts and their hydrolyzed derivatives are novel latent catalysts for promoting reaction between vicinal epoxides and phenols and/or carboxylic acids (or anhydrides). Precatalyzed epoxy resins are easily prepared using such catalysts.Type: GrantFiled: September 26, 1978Date of Patent: December 4, 1979Assignee: The Dow Chemical CompanyInventors: George A. Doorakian, Lawrence G. Duquette
-
Patent number: 4161536Abstract: Aliphatic carboxylic acid esters of the formula ##STR1## wherein R.sub.1 represents hydrogen or methyl,X.sub.1 represents halogen,Y represents halogen or methyl, andZ represents cyano or ethynyl, processes for producing them and their use in combating pests.Type: GrantFiled: November 7, 1977Date of Patent: July 17, 1979Assignee: Ciba-Geigy CorporationInventors: Jozef Drabek, Saleem Farooq, Laurenz Gsell, Odd Kristiansen, Willy Meyer
-
Patent number: 4144399Abstract: A process for the preparation of acrylic acid or methacrylic acid by the ruthenium and/or osmium catalyzed conversion of peroxide (peroxy) intermediate compounds, derived from the autoxidation of acrolein or methacrolein, to the corresponding .alpha.,.beta.-unsaturated carboxylic acid, particularly the conversion of permethacrylic acid and methacrolein monopermethacrylate to methacrylic acid.Type: GrantFiled: March 23, 1977Date of Patent: March 13, 1979Assignee: Atlantic Richfield CompanyInventors: Ming N. Sheng, Jar-lin Kao
-
Patent number: 4143066Abstract: A lower carboxylic acid such as acetic acid is separated and recovered from an aqueous medium by the steps which include contacting, in an extraction zone, the aqueous medium with an extracting agent such as trioctyl phosphine oxide dissolved in an organic solvent such as a mixture of paraffins having a boiling range of about 160.degree. C. to 175.degree. C.Type: GrantFiled: December 16, 1976Date of Patent: March 6, 1979Assignee: The Dow Chemical CompanyInventor: Victor Kalcevic
-
Patent number: 4129510Abstract: Sulfur-containing compounds of the formula ##STR1## WHEREIN R is a hydrocarbyl radical; each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is independently hydrogen or a hydrocarbyl radical; m' is from one to about five; and each A is an alkyl radical containing at least one carboxyl group or functional derivative thereof, are useful as additives in lubricants and fuels.Type: GrantFiled: April 28, 1976Date of Patent: December 12, 1978Assignee: The Lubrizol CorporationInventor: Donald M. Smith
-
Patent number: 4124635Abstract: A process for the liquid phase oxidation of .alpha.,.beta.-unsaturated aliphatic aldehydes, such as methacrolein and the in situ decomposition or conversion of unsaturated peroxy (peroxide) compounds formed during the oxidation to the corresponding .alpha.,.beta.-unsaturated aliphatic carboxylic acids which comprises passing oxygen or an oxygen-containing gas such as air through an inert solvent solution of the unsaturated aldehyde at a suitable temperature and pressure in the presence of an organic or inorganic zinc salt catalyst.Type: GrantFiled: March 7, 1977Date of Patent: November 7, 1978Assignee: Atlantic Richfield CompanyInventors: Jar-lin Kao, John J. Leonard
-
Patent number: 4124633Abstract: A process for the preparation of acrylic acid or methacrylic acid which comprises catalytically decomposing or converting in the presence of tellurium the peroxide (peroxy) compounds contained in the oxidate solution derived from the autoxidation of acrolein or methacrolein, particularly, the conversion of permethacrylic acid and methacrolein monopermethacrylate to methacrylic acid.Type: GrantFiled: August 1, 1977Date of Patent: November 7, 1978Assignee: Atlantic Richfield CompanyInventors: John J. Leonard, Jar-lin Kao
-
Patent number: 4115440Abstract: A process for the preparation of acrylic acid or methacrylic acid which comprises catalytically decomposing or converting in the presence of selenium the peroxide (peroxy) compounds formed during autoxidation or contained in the oxidate solution derived from the autoxidation of the respective acrolein or methacrolein, particularly, the conversion of permethacrylic acid and methacrolein monopermethacrylate to methacrylic acid.Type: GrantFiled: April 19, 1977Date of Patent: September 19, 1978Assignee: Atlantic Richfield CompanyInventors: Ming Nan Sheng, Jar-lin Kao
-
Patent number: 4113574Abstract: The prior art discloses a number of polymerization inhibitors for acrylic acid, acrylates and derivatives thereof, but such polymerization inhibitors have low vapor pressures. Consequently, when acrylic acid is vaporized, it tends to polymerize on cooling surfaces causing undesirable deposits on storage vessels and the like. However, when a polymerization inhibiting amount of 2,4-pentanedione is added to the monomer, the polymerization of acrylic acid on cooling surfaces is inhibited.Type: GrantFiled: October 22, 1976Date of Patent: September 12, 1978Assignee: Monsanto CompanyInventors: Ignatius Schumacher, James E. White