Polyoxy Alcohol Moiety Patents (Class 560/112)
  • Patent number: 4656214
    Abstract: Novel compounds are provided which have been found to be particularly useful as stain resistant plasticizers. These plasticizers impart improved low temperature flexibility to the plasticized compositions. In addition, the novel plasticizers of this invention have been found to provide plastisols and organosols of low viscosity, which is a very advantageous property for plastisols and organosols intended for use in the manufacture of vinyl sheet floorings since it enables a reduction in the amount of volatile solvent normally employed.
    Type: Grant
    Filed: March 21, 1986
    Date of Patent: April 7, 1987
    Assignee: Exxon Research & Engineering Co.
    Inventor: Edward J. Wickson
  • Patent number: 4652672
    Abstract: For the analytical and preparative separation of the optical isomers of optically active alkanolamines into their optically pure antipodes a new resolution method is presented which involves an ester formation of the alkanolamines with optically pure and symmetrically O,O disubstituted (R,R)- or (S,S)-tartaric acids. The derivitization reactions are carried out in aprotic solvents and the primary and secondary functions are blocked via ion-pair formations with strong acids, e.g. dichloroacetic acid. The tartaric acid anhydrides are predominantly used as reagents but other ester formation methods are also practicable. The mixture of the diastereomeric alkanolamine tartaric acid monoesters are separable into their optically active and pure isomers by various chromotographic separation techniques, e.g. straight or reverse phase LC, but also by extraction methods e.g. Soxhlet extraction.
    Type: Grant
    Filed: October 17, 1983
    Date of Patent: March 24, 1987
    Inventor: Wolfgang F. Lindner
  • 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: 4640802
    Abstract: Process for the co-production of carboxylic acids of the general formula R.sup.1 --COOH and R.sup.2 --COOH and carboxylic acid esters of the general formula R.sup.1 --COOCH.sub.2 R.sup.2 and R.sup.2 --COOCH.sub.2 R.sup.1 from carboxylic acid esters of the general formula R.sup.1 --COOR.sup.2 and/or ethers of the general formula R.sup.3 OR.sup.4 (R.sup.1, R.sup.2, R.sup.3, R.sup.4 representing (substituted) alkyl or (substituted) aryl, alkaryl or aralkyl, R.sup.1 also representing H), carbon monoxide and hydrogen at elevated temperature and pressure in the presence of a ruthenium compound, a further Group VIII metal compound, a phosphine oxide and a compound R.sup.5 Hal or R.sup.5 COHal where R.sup.5 has one of the meanings given for R.sup.2 and Hal is iodine or bromine, the reaction mixture being substantially free from other transition metal or Group II metal iodides or bromides, and containing a tertiary phosphine oxide.
    Type: Grant
    Filed: July 7, 1982
    Date of Patent: February 3, 1987
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4618704
    Abstract: Acyloxy-2-butenes of the formula ##STR1## where R.sup.1, R.sup.3 and R.sup.4 are each hydrogen or alkyl of 1 to 5 carbon atoms, R.sup.2 is alkyl of 1 to 5 carbon atoms, R.sup.5 is hydrogen, alkyl of 1 to 5 carbon atoms or R.sup.6 --CO--O, and R.sup.6 and R.sup.7 are each hydrogen, alkyl of 1 to 5 carbon atoms, phenyl or cyclohexyl, the preparation of these acyloxy-2-butenes by reaction of 1-acyloxy-1,3-butadienes of the formula ##STR2## with carboxylic acids of the formula R.sup.7 --COOH and oxygen at 50.degree.-180.degree. C. in the presence of catalysts containing palladium or platinum, and the use of the compounds of the formula I, where R.sup.1, R.sup.3, R.sup.4 and R.sup.5 are hydrogen, R.sup.2 and R.sup.6 are methyl and R.sup.7 is methyl or ethyl, for the preparation of 4-acyloxytiglic aldehydes.
    Type: Grant
    Filed: April 3, 1979
    Date of Patent: October 21, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Martin Weitz, Rolf Fischer
  • Patent number: 4592870
    Abstract: This invention produces methyl esters and ethylene glycol esters by reacting carbon monoxide and hydrogen in a homogeneous liquid phase mixture containing a ruthenium carbonyl complex catalyst and an acyl compound. Methyl ester and ethylene glycol ester are the predominant products. These esters are used as precursors in the formation of ethylene glycol, vinyl acylates such as vinyl acetate, ethylene oxide, ethylene carbonate and methanol.
    Type: Grant
    Filed: November 10, 1981
    Date of Patent: June 3, 1986
    Assignee: Union Carbide Corporation
    Inventor: Bernard D. Dombek
  • Patent number: 4578504
    Abstract: Polymerizable monomer compounds selected from the group having the formulae: ##STR1## wherein R is hydrogen or methyl;X is fluoro, chloro, bromo, iodo, hydroxyl, perfluoroalkylsulfonoxy of one to three carbon atoms, perfluoroacyloxy of one to three carbon atoms, benzoyloxy, or trichloroacetoxy;Y is trichloroacetyl, perfluoroacyl of the formula ##STR2## trialkylsilyl of the formula [CH.sub.3 (CH.sub.2).sub.m ].sub.3 Si-- or hydrogen,wherein n is zero to six; and m is zero to three, with the proviso that when Y in Formula I or II is hydrogen, X is selected from fluoro, chloro, bromo, iodo in Formulas I and II, and additionally from hydroxyl in Formula I, are disclosed. Polymers and copolymers of the invention are useful for preparing hydrogel processed articles such as contact lenses, and when dissolved in solvents they can be coated onto articles and then hydrolyzed to provide hydrogel coatings.
    Type: Grant
    Filed: June 3, 1983
    Date of Patent: March 25, 1986
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: W. James Hammar
  • Patent number: 4544767
    Abstract: Hydrogenation of an acyloxyolefin is effected in the presence of at least one of an alkali and an alkaline earth metal salt of a carboxylic acid. In one embodiment, 1,4-diacetoxy-2-butene is converted to 1,4-diacetoxybutane employing potassium acetate.
    Type: Grant
    Filed: August 1, 1980
    Date of Patent: October 1, 1985
    Assignee: Phillips Petroleum Company
    Inventor: Kiplin D. Cowan
  • Patent number: 4541944
    Abstract: Hydrogen peroxide and persalt washing or disinfecting compositions perform comparatively ineffectively at ambient to low operating temperatures. More effective washing/disinfection processes are obtained by employing according to the instant invention there with a peroxyacid generator selected from compounds having the general formula (I): ##STR1## in which R.sub.1 and R.sub.2 and R.sub.3 often are hydrogen, R.sub.6 is often hydrogen or methyl and R.sub.4 and R.sub.5 are often methyl or phenyl. R.sub.3 or R.sub.5 can each also represent a difunctional group terminating at its other end in a second gem-diester group or in an enol ester group. Especially preferred peroxyacid generators include 1,1,5-triacetoxypent-4-ene, 1,1,5,5-tetraacetoxy pentane, the corresponding butene and butane compounds, ethylidene benzoate acetate and bis(ethylidene acetate) adipate.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: September 17, 1985
    Assignee: Interox Chemicals Limited
    Inventor: William R. Sanderson
  • Patent number: 4540810
    Abstract: This invention concerns the improved preparation of alkanol and glycol esters, such as ethylene glycol diesters, by reaction of carbon monoxide and hydrogen in the presence of a catalyst system comprising ruthenium and a quaternary aryl or alkaryl phosphonium salt and a liquid phase medium containing a carboxylic acid co-reactant.
    Type: Grant
    Filed: September 20, 1979
    Date of Patent: September 10, 1985
    Assignee: Texaco Development Corporation
    Inventor: John F. Knifton
  • Patent number: 4540828
    Abstract: Catalysts and a method of using said catalysts for the alkoxylation of a variety of materials is disclosed. Catalysts so described produce alkoxylates having a very sharp alkoxylate distribution. The catalysts are supported and unsupported dialkoxy and dialkyl metal fluorides and halides and alkyl metal difluorides and dihalides.
    Type: Grant
    Filed: February 25, 1983
    Date of Patent: September 10, 1985
    Assignee: Vista Chemical Company
    Inventor: Kang Yang
  • Patent number: 4521342
    Abstract: 2-alkyl-4,4-diacyloxybut-2-enals of the formula ##STR1## where R.sup.1 is alkyl and R.sup.2 and R.sup.3 are each hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by a process wherein a 2-alkyl-2,4-diacyloxybut-3-enal of the formula ##STR2## is treated with an aliphatic carboxylic acid.
    Type: Grant
    Filed: March 7, 1983
    Date of Patent: June 4, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Hans-Martin Weitz, Joachim Paust
  • Patent number: 4518796
    Abstract: A method for preparing a carboxylic ester by reacting an aldehyde with an alcohol in the presence of oxygen with a catalyst, characterized in that the catalyst is a solid catalyst comprising palladium and bismuth, which may form an intermetallic compound, and which catalyst may comprise an alkali metal compound or an alkaline earth metal compound. The aforesaid catalyst avoids decomposition reactions simultaneously with the desired reaction, and therefore, the desired compound can be obtained in a high yield.
    Type: Grant
    Filed: May 13, 1980
    Date of Patent: May 21, 1985
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Atsushi Aoshima, Yoshio Suzuki, Setsuo Yamamatsu, Tatsuo Yamaguchi
  • Patent number: 4506096
    Abstract: 2-Alkyl-2,4-diacyloxy-but-3-enals of the formula ##STR1## where R.sup.1 is alkyl and R.sup.2 is hydrogen, alkyl, a cycloaliphatic radical or an aromatic radical, are prepared by reacting a buta-1,3-diene of the formula ##STR2## with an oxygen donor. The new compounds are valuable intermediates in the preparation of terpenes, e.g. retinal, .beta.-carotin and apocarotinoids.
    Type: Grant
    Filed: March 10, 1983
    Date of Patent: March 19, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Martin Weitz, Rolf Fischer, Joachim Paust
  • Patent number: 4496758
    Abstract: An improved process for the metathesis of alkenyl esters utilizing substantially reduced catalyst levels is provided. For the process, an alkenyl ester of the formula ##STR1## where R is hydrogen or alkyl, R* is tertiary alkyl or an aromatic group, and n is an integer from 2 to 20 is reacted with a tungsten hexachloride/tetraalkyltin catalyst.
    Type: Grant
    Filed: October 13, 1983
    Date of Patent: January 29, 1985
    Assignee: National Distillers and Chemical Corporation
    Inventors: Charles W. Blewett, Michael D. Sublett
  • Patent number: 4493533
    Abstract: Immersion oils containing aliphatic thio compounds are described. The oils have optical properties and are useful in immersion optics such as fluorescence microscopy.
    Type: Grant
    Filed: April 20, 1982
    Date of Patent: January 15, 1985
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Martin Petrzilka, Inge Pracht, Urs Ruf
  • Patent number: 4476318
    Abstract: A process for the preparation of 1,3-propanediol bis(p-aminobenzoate) is described, comprising reacting a p-aminobenzoic acid alkali metal salt with dihalogenated propane in an aprotic polar solvent. In accordance with this process, diesterification proceeds under mild conditions without causing any undesirable side reactions and, therefore the desired 1,3-propanediol bis(p-aminobenzoate) can be obtained in high purity and high yield.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: October 9, 1984
    Assignee: Ihara Chemical Industry Co., Ltd.
    Inventors: Takao Harada, Chihiro Yazawa
  • Patent number: 4466922
    Abstract: 3-Alkyl-3-acyloxy-4-hydroxybut-1-enes are prepared by a process in which a 3-alkyl-3,4-epoxybut-1-ene is treated with a carboxylic acid and a copper salt of a carboxylic acid.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: August 21, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Martin Weitz, Rolf Fischer
  • Patent number: 4461910
    Abstract: A process for the co-production of an alkylidene dicarboxylate and a carboxylic acid, which comprises hydrogenating a carboxylic acid anhydride in the presence of carbon monoxide and a homogeneous iridium- and/or rhodium-containing catalyst, together with an organo phosphorus (III), arsenic (III), or antimony (III) compound and either molecular oxygen or a phosphorus (V), arsenic (V) or antimony (V) compound containing a X=O moiety, where X is a phosphorus, arsenic or antimony atom.
    Type: Grant
    Filed: March 8, 1982
    Date of Patent: July 24, 1984
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4452963
    Abstract: There is herein provided a urethane-containing material having one or more moieties of the structure: ##STR1## wherein R is hydrogen, an alkyl, alkenyl or aryl group; wherein X is hydrogen, an alkyl, alkenyl or aryl group, or wherein X is a moiety of the structure: ##STR2## of which R.sub.1 and R.sub.2 are, each independently, hydrogen, an alkyl, alkenyl or aryl group, or members of a cyclic or heterocyclic group. The urethane-containing material is particularly useful as a low temperature curing agent for active hydrogen-containing compositions.
    Type: Grant
    Filed: February 10, 1983
    Date of Patent: June 5, 1984
    Assignee: PPG Industries, Inc.
    Inventor: Thomas C. Moriarity
  • Patent number: 4442123
    Abstract: 6-Chloro-6-deoxy-D-hexitols, a novel class of compounds, and their esters, possess male antifertility activity and are thus useful in antifertility compositions. They are prepared by reduction of 6-chloro-6-deoxy-D-hexoses.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: April 10, 1984
    Assignee: Tate & Lyle Public Limited Company
    Inventors: Elner B. Rathbone, Geoffrey M. H. Waites, William C. L. Ford
  • Patent number: 4431837
    Abstract: Long chain aliphatic hydrocarbon ethoxylated alcohol benzoates having a small degree of ethoxylation and believed to be of the general formula: ##STR1## in which: (a) R is a long chain aliphatic hydrocarbon radical having from about 8 to about 18 carbon atoms and n is a number no greater than about 5.These are useful as vehicles in pharmaceutical, cosmetic or toiletry preparations.
    Type: Grant
    Filed: December 9, 1981
    Date of Patent: February 14, 1984
    Assignee: Bristol-Myers Company
    Inventor: Navin Geria
  • Patent number: 4415747
    Abstract: This process is concerned with the reductive coupling of .alpha.-halo ethers and/or .alpha.-halo esters to make ethylene glycol derivatives by carrying out the reductive coupling process in the presence of an iron compound having iron in an oxidation state of zero.
    Type: Grant
    Filed: September 29, 1981
    Date of Patent: November 15, 1983
    Assignee: Union Carbide Corporation
    Inventor: Leonard Kaplan
  • Patent number: 4410718
    Abstract: Carboxylic acid-containing compounds are esterified by reacting at elevated temperatures with organic esters of trichloroacetic acid in the presence of an initiator.
    Type: Grant
    Filed: June 11, 1982
    Date of Patent: October 18, 1983
    Assignee: The Dow Chemical Company
    Inventors: James M. Renga, Pen-Chung Wang
  • Patent number: 4410719
    Abstract: 2-Alkyl-4,4-diacyloxybut-2-enals of the formula ##STR1## where R.sup.1 is alkyl and R.sup.2 and R.sup.3 are each hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by a process in which a 2-alkyl-1,4-diacyloxybuta-1,3-diene of the formula ##STR2## is reacted with oxygen or an oxygen donor, in the presence of a carboxylic acid of the formulaR.sup.3 -COOH III.
    Type: Grant
    Filed: June 29, 1982
    Date of Patent: October 18, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Hans-Martin Weitz, Joachim Paust
  • Patent number: 4407825
    Abstract: Compounds of formulaR.sub.1 O--(CH.sub.2).sub.m --S--S--(CH.sub.2).sub.p --S].sub.x S--(CH.sub.2).sub.n --OR.sub.2wherein R.sub.1 and R.sub.2 are, independently, hydrogen, C.sub.1-5 alkyl or a physiologically-hydrolyzable and -acceptable acid residue; m and n are, independently, 2 or 3; p is an integer of fron 2 to 6; and x is 1, 2 or 3; whereby when x is 2 or 3, each p may be the same or different, having immunostimulant activity.
    Type: Grant
    Filed: January 29, 1982
    Date of Patent: October 4, 1983
    Assignee: Sandoz Ltd.
    Inventors: Peter Hiestand, Michael Strasser
  • Patent number: 4405766
    Abstract: Tetrahydrocarbyl phosphonium bicarbonate salts are employed as catalysts to promote the reaction between (a) vicinal epoxides and (b) carboxylic acids or anhydrides. These catalysts are particularly useful in the preparation of vinyl ester resins.
    Type: Grant
    Filed: July 30, 1982
    Date of Patent: September 20, 1983
    Assignee: The Dow Chemical Company
    Inventors: James L. Bertram, George A. Doorakian, Lawrence G. Duquette
  • Patent number: 4400290
    Abstract: Described is a genus of compounds defined according to the structure: ##STR1## wherein Z represents carbinol having the structure: ##STR2## or carboxaldehyde having the structure: ##STR3## and wherein R represents 3-heptanyl or phenyl produced by (i) reacting a carboxylic acid with 2,2-dimethyl-1,3-propanediol to form the compound wherein Z represents carbinol; (ii) and then, if, desired, subsequently reacting the resulting alcohol to form an aldehyde; and organoleptic uses of such compounds in the field of perfumery, colognes and perfumed articles (e.g. perfumed polymers, or solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, drier-added fabric softener articles, hair preparations, hair sprays, bath preparations and the like).
    Type: Grant
    Filed: July 8, 1982
    Date of Patent: August 23, 1983
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Michael Licciardello, Richard M. Boden, Hugh Watkins, Marie R. Hanna
  • Patent number: 4398038
    Abstract: Described is a genus of compounds defined according to the structure: ##STR1## wherein Z represents carbinol having the structure: ##STR2## or carboxaldehyde having the structure: ##STR3## and wherein R represents 3-heptanyl or phenyl produced by (i) reacting a carboxylic acid with 2,2-dimethyl-1,3-propanediol to form the compound wherein Z represents carbinol; (ii) and then, if desired, subsequently reacting the resulting alcohol to form an aldehyde; and organoleptic uses of such compounds in the field of perfumery, colognes and perfumed articles (e.g. perfumed polymers, or solid or liquid anionic, cationic, nonionic or switterionic detergents, fabric softener compositions, drier-added fabric softener articles, hair preparations, hair sprays, bath preparations and the like).
    Type: Grant
    Filed: July 8, 1982
    Date of Patent: August 9, 1983
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Michael Licciardello, Richard M. Boden, Hugh Watkins, Marie R. Hanna
  • Patent number: 4395430
    Abstract: A novel class of alpha-keto geminal diacyloxy compounds is disclosed. These compounds are useful as vicinal diketone generators in foodstuffs. Use for this purpose is also disclosed.
    Type: Grant
    Filed: June 24, 1981
    Date of Patent: July 26, 1983
    Assignee: Hercules Incorporated
    Inventors: Brian Byrne, Robert S. DeSimone
  • Patent number: 4380636
    Abstract: Carboxylic acid-containing compounds are esterified by reacting at elevated temperatures with an organic ester of trichloroacetic acid and an electrophilic halide in the presence of an initiator.
    Type: Grant
    Filed: June 11, 1982
    Date of Patent: April 19, 1983
    Assignee: The Dow Chemical Company
    Inventors: James M. Renga, Pen-Chung Wang
  • Patent number: 4379091
    Abstract: The present invention concerns tetraethylene glycol monoesters with 2-arylpropionic acids (known as anti-inflammatory agents). Said esters, while being endowed with the characteristics of low toxicity and gastric injuring effects shown by the related acids, differ advantageously from the latter because their anti-inflammatory activity is much more prolonged, and their bioavailability markedly better.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: April 5, 1983
    Assignee: Ausonia Farmaceutici s.r.l.
    Inventors: Paolo Ferruti, Ferdinando Danusso, Maria C. Tanzi, Giuseppe Quadro
  • Patent number: 4368145
    Abstract: Described is a genus of compounds defined according to the structure: ##STR1## wherein Z represents carbinol having the structure: ##STR2## or carboxaldehyde having the structure: ##STR3## and wherein R represents 3-heptanyl or phenyl produced by (i) reacting a carboxylic acid with 2,2-dimethyl-1,3--propanediol to form the compound wherein Z represents carbinol; (ii) and then, if, desired, subsequently reacting the resulting alcohol to form an aldehyde; and organoleptic uses of such compounds in the field of perfumery, colognes and perfumed articles (e.g. perfumed polymers, or solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, drier-added fabric softener articles, hair preparations, hair sprays, bath preparations and the like).
    Type: Grant
    Filed: October 1, 1981
    Date of Patent: January 11, 1983
    Assignee: International Flavors & Fragrances, Inc.
    Inventors: Michael Licciardello, Richard M. Boden, Hugh Watkins, Marie R. Hanna
  • Patent number: 4367176
    Abstract: The present invention concerns diesters of polyethylene glycols (with n ranging between 4 approximately and 100 approximately) with 2-arylpropionic acids (known as anti-inflammatory agents). These esters, while possessing all the characteristics of low toxicity and gastric injuring effects shown by the related acids, differ advantageously from the latter because their anti-inflammatory activity is much more prolonged, and their bio-availability markedly better.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: January 4, 1983
    Assignee: Ausonia Farmaceutici s.r.l.
    Inventors: Paolo Ferruti, Ferdinando Danusso, Maria C. Tanzi, Giuseppe Quadro
  • Patent number: 4359478
    Abstract: Certain polyoxybutylene-polyoxyethylene block copolymers and their mono or diesters are useful in a diet as hypocholesterolaemic agents.
    Type: Grant
    Filed: July 15, 1981
    Date of Patent: November 16, 1982
    Assignee: BASF Wyandotte Corporation
    Inventor: Irving R. Schmolka
  • Patent number: 4352760
    Abstract: The present invention provides novel substituted heptadeca-5,9- and 5,10-dienoic acid and similar fatty acid compounds which are derivatives of certain prostaglandins and are potent thromboxane A.sub.2 inhibitors. By virtue of this pharmacological property, they represent useful pharmacological agents for a wide variety of purposes.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: October 5, 1982
    Assignee: The Upjohn Company
    Inventor: Kirk M. Maxey
  • Patent number: 4348537
    Abstract: Olefin is oxidized in the absence of oxygen with a carboxylic acid in the presence of Mn(IV) oxide promoted with a noble metal to produce an effluent which includes mono and/or diester corresponding to the olefin and acid.
    Type: Grant
    Filed: June 8, 1981
    Date of Patent: September 7, 1982
    Assignee: The Lummus Company
    Inventors: Joon T. Kwon, Abraham P. Gelbein
  • Patent number: 4338170
    Abstract: A cis-trans isomerization of a cis-.beta.-.gamma.-unsaturated alcohol or its ester having the formula ##STR1## wherein R.sub.1 represents hydrogen atom or a C.sub.1 -C.sub.5 alkyl group; X represents hydrogen atom or ##STR2## and R.sub.2 represents a hydrocarbon moiety or a hydroxyhydrocarbon moiety; R.sub.3 represents hydrogen atom or a hydrocarbon moiety into a transform, in the presence of a mercaptan as a catalyst, is provided. It can be also attained in the presence of a mercaptan and/or a disulfide as a catalyst in an inert gas environment with an initiator. It can be also attained in the presence of a mercaptan under an irradiation, if desired with a small amount of an initiator.
    Type: Grant
    Filed: May 23, 1980
    Date of Patent: July 6, 1982
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Atsuo Murata, Syuji Tsuchiya, Hideo Suzuki
  • Patent number: 4323513
    Abstract: This invention is concerned with improving ethylene glycol ester production from the reaction of carbon monoxide and hydrogen in a homogeneous liquid phase mixture containing a ruthenium carbonyl complex catalyst and acyl compound by maintaining the combined concentration of methyl ester, ethylene glycol ester and water in the reaction medium at less than about 30 volume percent. In a preferred embodiment, a continuous process is operated in such a manner that the methyl ester, ethylene glycol ester and water products are removed from the reactor so as to maintain their total volume concentration in the reaction medium at less than about 30 percent.
    Type: Grant
    Filed: November 4, 1980
    Date of Patent: April 6, 1982
    Assignee: Union Carbide Corporation
    Inventor: Bernard D. Dombek
  • Patent number: 4310709
    Abstract: The process for the manufacture of but-2-en-1-ol compounds by isomerizing but-3-en-1-ol compounds in the presence of a palladium catalyst and of hydrogen is improved by modifying the palladium catalyst with selenium or tellurium.The but-2-en-1-ols manufactured according to the invention are either solvents or valuable starting materials for the manufacture of solvents, dyes, surface coatings, paints and pesticides.
    Type: Grant
    Filed: April 23, 1980
    Date of Patent: January 12, 1982
    Assignee: BASF Aktiengesellschaft
    Inventor: Walter Rebafka
  • Patent number: 4310465
    Abstract: A synthesis of Vitamin E has the condensation of 2,4-pentanediene and 1,2-epoxy-2,6,10,14-tetramethylpentadecane including intermediates in this synthesis which uses base catalyzed condensations of aliphatic compounds to construct the Vitamin E molecule from aliphatic precursors.
    Type: Grant
    Filed: December 17, 1979
    Date of Patent: January 12, 1982
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Gary L. Olson, Gabriel Saucy
  • Patent number: 4304925
    Abstract: In a process for purifying an ester with little contamination by catalytic metal components in a high yield which comprises treating an esterification reaction mixture with a basic substance, said esterification reaction mixture being obtained by reacting an organic carboxylic acid or its anhydride with an alcohol in the presence of an organometallic compound as an esterification catalyst, and purifying the product in a manner known per se; the improvement wherein prior to said treatment with the basic substance, water is added to the esterification reaction mixture and the mixture is heated.
    Type: Grant
    Filed: March 26, 1980
    Date of Patent: December 8, 1981
    Assignee: Sekisui Kagaku Kogyo Kabushiki Kaisha
    Inventors: Tsutomu Watanabe, Tadayoshi Kawakami
  • Patent number: 4301084
    Abstract: In a process for the preparation of a carboxylic acid ester of .beta.-formyl-crotyl alcohol by rearrangement of the corresponding carboxylic acid ester of 2-formyl-2-hydroxy-but-3-ene or of an acetal or acylate thereof in the presence of copper or a copper compound, followed, where relevant, by hydrolytic cleavage of the acetal or acylate, more especially in the preparation of 4,4-dimethoxy-3-methyl-crotyl acetate, the yield is improved by carrying out the rearrangement in the presence of copper (I) chloride as the catalyst and ensuring that low-boiling by-products formed during the rearrangement are removed.The products are of great importance as starting materials for an industrial synthesis of vitamin A and its derivatives.
    Type: Grant
    Filed: August 31, 1979
    Date of Patent: November 17, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Harald Laas, Axel Nissen, Bernd Meissner
  • 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: 4289896
    Abstract: Phosphonic acids are suitable catalysts for the transesterification of alkyl esters of carboxylic acids with aliphatic or cycloaliphatic diols containing more than 3 carbon atoms.
    Type: Grant
    Filed: September 17, 1979
    Date of Patent: September 15, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Lothar Buxbaum
  • Patent number: 4289892
    Abstract: Active hydrogen-containing fluorochemical is used as a foam stabilizer for polyurethane foams. For example, rigid or flexible polyurethane foams with high or low density and uniform cellular structure are prepared using fluoroaliphatic radical-substituted poly(oxyalkylene) polyols as foam stabilizers.
    Type: Grant
    Filed: April 30, 1979
    Date of Patent: September 15, 1981
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Fredrich A. Soch
  • Patent number: 4283553
    Abstract: Disclosed are novel hydroperoxide derivatives of hydroxyethylated compounds of the general formula: ##STR1## a-whole number 10 to 30, b, c are absent, R=n-alkyl from C.sub.8 to C.sub.20, secondary alkyl of C.sub.14, C.sub.15 and ##STR2## where R.sub.2 =n-alkyl from C.sub.8 to C.sub.12 ##STR3## where R.sub.3 and R.sub.4 =R.sub.8 --C.dbd.O, where R.sub.8 =--CH.sub.3 or H, if R.sub.6,7,9 =H R.sub.5 is absent or ##STR4## where R.sub.9 =--CH.sub.3 or H, if R.sub.6,7,8 =H, R.sub.5 is absent; R.sub.10 =n-alkyl of C.sub.1 to C.sub.9 of R.sub.3 .noteq.R.sub.4 R.sub.5 =--CH.sub.2 if R.sub.6,7,8,9 =H; if R.sub.5 is absent, R.sub.1 is acyclic and is ##STR5## R.sub.6 =--CH.sub.3 or H, if R.sub.7,8,9 =H, R.sub.5 is absent, R.sub.7 =--CH.sub.3 or H, if R.sub.6,8,9 =H, R.sub.5 is absent, with x=--O--, b-whole number of 8 to 24, (a+c)-whole number of 6 to 30R=R.sub.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: August 11, 1981
    Inventors: Sergei S. Ivanchev, Anatoly A. Syrov, Valery N. Pavljuchenko, Ninel N. Lesnikova, Diana A. Rozhkova
  • Patent number: 4283414
    Abstract: The invention concerns novel pesticidal esters of the pyrethrin or pyrethroid type in which the methylene group bonded to the ester carbonyl and/or ester oxygen bears a fluorine substituent. The compounds of the invention are active against insect pests including flies, moths, aphids and beetles and acarina pests including ticks.
    Type: Grant
    Filed: June 8, 1979
    Date of Patent: August 11, 1981
    Assignee: ICI Australia Limited
    Inventors: Donald W. G. Harney, Peter G. Lehman, Joseph C. Rundle
  • Patent number: 4271312
    Abstract: Chromium (III) catalysis of the reaction between ethylene oxides (ethylene oxide and 1,2-propylene oxide) and aromatic carboxylic acids at temperatures in the range from 50.degree. to 180.degree. C. are rapid but produce excessive amounts of diglycol ether ester (2-hydroxyethoxyethanol or 2-hydroxy-2-methylethoxy 2-methylethanol) which is present as the diglycol ether ester of the aromatic carboxylic acid and is a contaminent hard to remove from the desired 2-hydroxyethyl ester of the aromatic carboxylic acid. The use of an amine, in such ethylene oxide reaction with aromatic carboxylic acid suppresses the formation of diglycol ether and increases the conversion of aromatic carboxylic acid to the desired 2-hydroxyethyl ester thereof.
    Type: Grant
    Filed: April 7, 1971
    Date of Patent: June 2, 1981
    Assignee: Standard Oil Company (Indiana)
    Inventors: Wilford J. Zimmerschied, Delbert H. Meyer
  • Patent number: 4260551
    Abstract: Polyprenyl derivatives having the formula ##STR1## in which R.sup.1 and R.sup.2 may be the same or different and each represents hydrogen atom, hydroxyl group, an alkoxy group having 1-8 carbon atoms, an aliphatic acyloxy group having 2-18 carbon atoms, an aromatic acyloxy group or an araliphatic acyloxy group having 2-3 carbon atoms in the aliphatic acyl moiety, R.sup.3 represents hydrogen atom, an alkyl group having 1-8 carbon atoms, an aliphatic acyl group having 2-18 carbon atoms, an aromatic acyl group or an araliphatic acyl group having 2-3 carbon atoms in the aliphatic acyl moiety, n is an integer of 1-4 and, when n is an integer of 2-4, R.sup.2 's may be the same or different; provided that, when n is 1 or 2, at least one of R.sup.1 and R.sup.2 's is hydroxyl group, an alkoxy group, an aliphatic acyloxy group, an aromatic acyloxy group or an araliphatic acyloxy group. These derivatives are useful as medicines for treating peptic ulcer.
    Type: Grant
    Filed: February 12, 1979
    Date of Patent: April 7, 1981
    Assignee: Sankyo Company Limited
    Inventors: Hiroshi Mishima, Akira Ogiso, Shinsaku Kobayashi