Hydroxy Containing (h Of -oh May Be Replaced By A Group Ia Or Iia Light Metal) Patents (Class 568/678)
  • Patent number: 5057627
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of one or more of the phosphate salts of the rare earth elements. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: October 15, 1991
    Assignee: Shell Oil Company
    Inventor: Charles L. Edwards
  • Patent number: 5057628
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of one or more compounds of one or more of the rare earth elements. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: October 15, 1991
    Assignee: Shell Oil Company
    Inventors: Charles L. Edwards, Richard A. Kemp
  • Patent number: 5053554
    Abstract: Radiation curable compositions containing outstanding reactive diluents have been developed. The diluents are lower alkyl ether acrylates and methacrylates of particular alkoxylated and non-alkoxylated polyols.Examples are mono-methoxy trimethylolpropane diacrylate, mono-methoxy neopentyl glycol monoacrylate and mono-methoxy, ethoxylated neopentyl glycol monoacrylate having an average of about two moles of ethylene oxide.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: October 1, 1991
    Assignee: Diamond Shamrock Chemical Company
    Inventors: Francis A. Higbie, Robert A. LieBerman, Ira M. Rose
  • Patent number: 5026923
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of one or more of the borate salts of the rare earth elements. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: June 25, 1991
    Assignee: Shell Oil Company
    Inventor: Richard A. Kemp
  • Patent number: 5008338
    Abstract: A process is disclosed for preparing hydroxyethers of epoxidized polybutenes wherein the epoxide groups of said epoxidized polybutenes are about 70% trisubstituted and about 20% tetrasubstituted. Hydroxyl compounds are reacted with epoxidized polybutenes to obtain compounds of increased flexibility, water resistance, lubricity, and adhesion as compared with said hydroxyl compounds.
    Type: Grant
    Filed: January 31, 1989
    Date of Patent: April 16, 1991
    Assignee: Amoco Corporation
    Inventors: Wayne T. Riddick, Vincent F. Smith, Jr.
  • Patent number: 5004841
    Abstract: Aromatic compounds, such as benzene or biphenyl, are alkylated with an alkylating agent having from one to eight carbons atoms, such as propylene, in the presence of an acidic mordenite zeolite catalyst under conditions sufficient to produce a mixture of substituted aromatic compounds enriched in the linear alkylated isomers, such as p-diisopropylbenzene or p,p'-di(isopropyl)biphenyl, respectively. The novel acidic mordenite catalyst is characterized by its silica/alumina molar ratio, its porosity, and a Symmetry Index. The p,p'-disubstituted isomers of aromatic compounds are useful as monomers in the preparation of thermotropic, liquid crystal polymers.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: April 2, 1991
    Assignee: The Dow Chemical Company
    Inventors: Guo-shuh J. Lee, Juan M. Garces, Joseph J. Maj, Stephen C. Rocke
  • Patent number: 4982011
    Abstract: Ether/ether-alcohol rich compositions are produced by hydrogenating hydroformylation reaction products, separating an ether/ether-alcohol containing mixture from the hydrogenation product, and catalytically hydrogenating such mixture at 200.degree.-250.degree. C. and 30-100 atmospheres. The crude product is then reflux distilled to separate the ether/ether-alcohol rich compositions from lighter and heavier ends.
    Type: Grant
    Filed: July 31, 1989
    Date of Patent: January 1, 1991
    Assignee: Exxon Research and Engineering Co.
    Inventor: Jean A. A. Hanin
  • Patent number: 4978805
    Abstract: Polyethers I ##STR1## R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.20 -alkyl, n and m are each from 1 to 30 and r is from 0 to 20, are used mainly as surfactants in detergent and cleaning agent formulations.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: December 18, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Richard Baur, Stefan Birnbach, Alfred Oftring, Ekhard Winkler
  • Patent number: 4960952
    Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of one or more lanthanum compounds comprising silicate, metasilicate and mixtures thereof. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: October 2, 1990
    Assignee: Shell Oil Company
    Inventor: Richard A. Kemp
  • Patent number: 4948878
    Abstract: The yield of metal alkoxides formed by refluxing an alcohol-containing liquid, also containing catalyst, from a reactor vessel into a reflux column containing reactive metal is provided. The yield of the desired alkoxide is increased by withdrawing a portion of the alcohol reactant and catalyst from the reactor and introducing them into the column above the position occupied by at least a portion of the metal. The thus introduced catalyst-containing alcohol reactant makes contact with the metal and thereby increases the yield of metal alkoxide as it is allowed to flow back into the reactor vessel.
    Type: Grant
    Filed: March 20, 1989
    Date of Patent: August 14, 1990
    Assignee: Akzo America Inc.
    Inventors: Dorothy E. Lozowski, Donald D. Schaller
  • Patent number: 4895987
    Abstract: Ruthenium-cobalt- or cobalt-containing catalysts which have been promoted with phosphonites or phosphinites effectively catalyze the dealkoxyhydroxymethylation of aldehyde acetals to form glycol monoethers. Methylal, for example, may be reacted with syngas, i.e., CO and H.sub.2, in the presence of these phosphonite- or phosphinite-promoted cobalt or ruthenium- cobalt catalysts to form the monomethyl ether of ethylene glycol. In a like manner acetaldehyde may be converted to the corresponding propylene glycol monoether. The process may advantageously be carried out with high yields and selectivities in the presence of a polar or non-polar organic solvent in combination with the catalyst system of this invention.The invention is also directed to the phosphonite- or phosphonite-promoted cobalt and ruthenium-cobalt catalyst system per se.
    Type: Grant
    Filed: June 6, 1986
    Date of Patent: January 23, 1990
    Assignee: Sun Refining and Marketing Company
    Inventors: D. Michael Duggan, James E. Lyons, Harry K. Myers, Robert E. Ledley
  • Patent number: 4894485
    Abstract: Alkaline earth metal salts of ether carboxylic acids corresponding to the following general formula[RO--(C.sub.m H.sub.2m O).sub.n --CH.sub.2 --COO.sup.- ].sub.x M.sup.2+(I)in which R represents C.sub.1 -C.sub.22 alkyl, C.sub.3 -C.sub.22 alkenyl, phenyl, alkylphenyl containing 1 to 3 C.sub.1 -C.sub.15 alkyl radicals, benzyl or phenylethyl, M represents Ca, Sr or Ba, m is equal to 2 or 3, n is equal to 1 to 20 and x is equal to 2; or R is a group of the formula --CH.sub.2 --COO.sup.-, x is equal to 1 and M, m and n are as defined above, are used as catalysts for the ethoxylation or propoxylation of organic compounds containing active H atoms. They afford advantages by virtue of the solubility of the catalysts in the reaction medium and provide for a narrow homolog distribution of the polyalkoxylation products.
    Type: Grant
    Filed: June 14, 1988
    Date of Patent: January 16, 1990
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Ansgar Behler, Uwe Ploog, Elvira Scholz
  • Patent number: 4859696
    Abstract: A percutaneous absorption accelerator and a precutaneous absorbent preparation containing the same and, more particularly, a percutaneous absorption accelerator containing ether derivatives of specific glycerols or polyglycerols and alcohols as effective components and a percutaneous absorbent preparation containing the percutaneous absorption accelerators and pharmaceutically effective components.
    Type: Grant
    Filed: August 3, 1988
    Date of Patent: August 22, 1989
    Assignee: Kao Corporation
    Inventors: Tetsuro Kamiya, Takeshi Inoue, Hidenori Yorozu, Yasuteru Eguchi, Kaoru Tsujii
  • Patent number: 4845219
    Abstract: A compound of the general formula [I]: ##STR1## wherein R.sub.1 represents a higher alkyl group or an N-(higher alkyl)carbamoyl group, R.sub.2 represents a lower alkyl group, an acyl group having at least three carbon atoms, an N-(lower alkyl)carbamoyl group, an N-(lower alkyl)thiocarbamoyl group or a benzyl group, R represents a primary, secondary or tertiary amino group or a quaternary ammonium group, x is 1 or 2, y is a number of 0, 1 or 2, and z is an integer of 2-10, or a pharmaceutically acceptable salt thereof. The novel substances have both anti-tumor activity and platelet activating factor-inhibiting property, and they are effective as an anti-tumor agent without circulatory trouble.
    Type: Grant
    Filed: July 23, 1987
    Date of Patent: July 4, 1989
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Keizo Inoue, Hiroaki Nomura, Tetsuya Aono
  • Patent number: 4837367
    Abstract: Process for the hydrogenation of carbonyl-containing compounds at mild conditions of temperature and pressure to produce alcohols or amines is disclosed, employing palladium on zinc oxide catalysts. A method for the preparation of the palladium on zinc oxide catalysts useful for the desired reductive conversion is also disclosed.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: June 6, 1989
    Assignee: Eastman Kodak Company
    Inventors: Bruce L. Gustafson, Paul S. Wehner, Gregory O. Nelson, Patricia N. Mercer
  • Patent number: 4837190
    Abstract: Organic solvent soluble alkoxides of magnesium, calcium, strontium, barium, scandium, yttrium and lanthanum are prepared by the reaction of these elements with alkoxy alcohols.
    Type: Grant
    Filed: May 9, 1986
    Date of Patent: June 6, 1989
    Assignee: Akzo America Inc.
    Inventors: William Summers, III, Eric W. Burkhardt
  • Patent number: 4792639
    Abstract: An improved process for the production of methyl ethers of the type in which methanol is reacted with a branched monoolefin in the presence of a catalytically effective amount of one or more acid catalyst, said improvements comprising carrying out said reaction in one or two steps in the presence of one or more liquid organic compounds having one or more hydroxy substituents which functions as a carrier for the branched monoolefins. The hydroxy compound also inhibits the polymerization of the branched monoolefins.
    Type: Grant
    Filed: August 27, 1987
    Date of Patent: December 20, 1988
    Assignee: Allied-Signal, Inc.
    Inventors: Divakaran Masilamani, George S. Hammond, Andiappan K. S. Murthy
  • Patent number: 4762952
    Abstract: A perfluorosulphonic acid polymer suitable for use as a catalyst contains units of the formula:[(SO.sub.3).sub.w M(SO.sub.3 R).sub.z-w ] (I)whereinM is a multivalent metal cation,R is a C.sub.1 to C.sub.8 fluorinated alkyl group,z is the valency of M, andw is an integer having a value between 1 and z-1.Also use of a polymer of formula (I) wherein M is aluminum as a catalyst in the production of glycol ethers by the reaction of an alkylene oxide and an alcohol.
    Type: Grant
    Filed: March 10, 1987
    Date of Patent: August 9, 1988
    Assignee: BP Chemicals Limited
    Inventor: Michael J. Green
  • Patent number: 4748283
    Abstract: Stable liquid hydrocarbon-soluble novel magnesium dialkoxide compositions useful as or in the preparation of polymerization catalysts and initiators for the polymerization of alpha-olefins and diolefins are prepared, for instance, by reacting certain organomagnesium compounds in liquid hydrocarbon solvents with (a) aliphatic, cycloaliphatic or acyclic beta- and gamma-alkyl-substituted C.sub.5 -C.sub.18 monohydric secondary and tertiary alcohols; or (b) mixtures of (a) with beta- and/or gamma-alkyl-unsubstituted C.sub.3 -C.sub.18 aliphatic secondary or tertiary alcohols; or (c) mixtures of (a) with C.sub.1 -C.sub.18 aliphatic primary linear alcohols. Such dialkoxides, and complexes thereof, soluble in hydrocarbon or chlorinated hydrocarbon solvents, can be reacted with triorganoaluminum compounds such as, for instance, TIBAL, organolithium, or organopotassium compounds, e.g., alkyllithiums, or alkali metal alkoxides.
    Type: Grant
    Filed: February 17, 1987
    Date of Patent: May 31, 1988
    Assignee: Lithium Corporation of America
    Inventor: Conrad W. Kamienski
  • Patent number: 4709101
    Abstract: An improved process for the production of methyl ethers of the type in which methanol is reacted with a branched monoolefin in the presence of a catalytically effective amount of one or more acid catalyst, said improvements comprising carrying out said reaction in one or two steps in the presence of one or more liquid organic compounds having one or more hydroxy substituents which functions as a carrier for the branched monoolefins. The hydroxy compound also inhibits the polymerization of the branched monoolefins.
    Type: Grant
    Filed: September 30, 1985
    Date of Patent: November 24, 1987
    Assignee: Allied Corporation
    Inventors: Divakaran Masilamani, George S. Hammond, Andiappan K. S. Murthy
  • Patent number: 4699998
    Abstract: Glycol ether esters can be prepared by reaction of an epoxide with an ester of a carboxylic acid using an amidine catalyst. The reaction can be used, for example, to prepare methoxypropyl acetate propylene oxide and methyl acetate. By carrying the reaction out in the presence of an alcohol solvent the corresponding glycol ether is also formed.
    Type: Grant
    Filed: September 4, 1984
    Date of Patent: October 13, 1987
    Assignee: BP Chemicals Limited
    Inventor: Michael J. Green
  • Patent number: 4699726
    Abstract: The present invention relates to the application of a non aqueous fluid as heat transfer agent in cooling circuits or heat exchanger heating circuits, this application being characterized in that the non aqueous fluid comprising one or more alkleneglycol monoethers of the general formulaeR.sup.1 O(CH.sub.2 CHR.sup.2 O).sub.m Hin which m is an integer equal to 1 or 2, R.sup.1 is an alkyl radical comprising a number of carbon atoms from 4 to 8 where m=1 , or from 1 to 5 where m=2, and R.sup.2 is a hydrogen atom or a methyl radical. The present invention also relates to new compositions based essentially on alkyleneglycol monoether or monoethers, mixed with diols and/or other alkyleneglycol monoethers.
    Type: Grant
    Filed: March 10, 1986
    Date of Patent: October 13, 1987
    Assignee: BF Chemicals Limited
    Inventors: Claude H. A. Nolin, Marcel J. Tucoulat, deceased
  • Patent number: 4692426
    Abstract: Ruthenium-cobalt carbonyl catalysts which have been promoted with an organophosphite effectively catalyze the dealkoxyhydroxymethylation of aldehyde acetals to form glycol monoethers. Methylal, for example, may be reacted with syngas, i.e., CO and H.sub.2, in the presence of this phosphite-promoted ruthenium carbonyl cobalt catalyst to form the monomethyl ether of ethylene glycol. In a like manner acetaldehyde may be converted to the corresponding propylene glycol monoether. The process may advantageously be carried out with high yields and selectivities in the presence of a polar or non-polar organic solvent in combination with the catalyst system of this invention.The invention is also directed to certain of the organophosphite-promoted cobalt and ruthenium-cobalt carbonyl catalyst systems per se.
    Type: Grant
    Filed: August 29, 1986
    Date of Patent: September 8, 1987
    Assignee: Sun Refining and Marketing Company
    Inventors: D. Michael Duggan, James E. Lyons, Harry K. Myers, Jr.
  • Patent number: 4689435
    Abstract: Alkylene oxide adducts of organic compounds having an active hydrogen are prepared by a process in which an active hydrogen reactant and an alkylene oxide reactant are reacted in the presence of a catalytically effective amount of one or more bimetallic oxo compounds of the formula (RO).sub.n M--O--M'--O--M(OR).sub.n, wherein each R is (independently) an optionally-substituted organic moiety, M' is a divalent metal selected from the elements of Groups Va, VIa, and VIIa of the Periodic Table, each M is (independently) a trivalent or tetravalent metal, and each n is 2 if the adjacent M is trivalent of 3 if the adjacent M is tetravalent. The products are useful, for instance, as nonionic surfactants in detergent formulations. In certain preferred embodiments, the process yields a product having a very desirable distribution of alkylene oxide adducts.
    Type: Grant
    Filed: April 3, 1986
    Date of Patent: August 25, 1987
    Assignee: Shell Oil Company
    Inventor: Charles L. Edwards
  • Patent number: 4687755
    Abstract: A perfluorosulphonic acid polymer suitable for use as a catalyst contains units of the formula:--(SO.sub.3).sub.w M(SO.sub.3 R).sub.z-w ] (I)whereinM is a multivalent metal cation,R is a C.sub.1 to C.sub.8 fluorinated alkyl group,z is the valency of M, andw is an integer having a value between 1 and z-1.Also use of a polymer of formula (I) wherein M is aluminium as a catalyst in the production of glycol ethers by the reaction of an alkylene oxide and an alcohol.
    Type: Grant
    Filed: June 26, 1986
    Date of Patent: August 18, 1987
    Assignee: BP Chemicals Limited
    Inventor: Michael J. Green
  • Patent number: 4675082
    Abstract: Preparation and recovery of 1-t-butoxy-2-propanol in a high state of purity from a crude etherification reaction product obtained by reaction of isobutylene with propylene glycol in the presence of a solid resin etherification catalyst is disclosed. The crude reaction product is distilled to obtain a 1-t-butoxy-2-propanol-containing distillate, thereby leaving propylene glycol as bottoms; the condensed distillate is then further distilled to separate 1-t-butoxy-2-propanol as an overhead product from higher boiling materials.
    Type: Grant
    Filed: September 22, 1986
    Date of Patent: June 23, 1987
    Assignee: Atlantic Richfield Company
    Inventor: Vijai P. Gupta
  • Patent number: 4665236
    Abstract: Alkylene oxide adducts of organic compounds having an active hydrogen are prepared by a process in which an active hydrogen reactant and an alkylene oxide reactant are reacted in the presence of a catalytically effective amount of one or more bimetallic oxo compounds of the formula (RO).sub.n M--O--M'--O--M(OR).sub.n, wherein each R is (independently) an optionally-substituted organic moiety, M' is a divalent metal selected from the elements of Groups VIII, Ib, IIb, IIIb, and IVb of the Periodic Table, each M is (independently) a trivalent or tetravalent metal, and each n is 2 if the adjacent M is trivalent of 3 if the adjacent M is tetravalent. The products are useful, for instance, as nonionic surfactants in detergent formulations. In certain preferred embodiments, the process yields a product having a very desirable distribution of alkylene oxide adducts.
    Type: Grant
    Filed: April 3, 1986
    Date of Patent: May 12, 1987
    Assignee: Shell Oil Company
    Inventor: Charles L. Edwards
  • Patent number: 4663489
    Abstract: The cobalt carbonyl catalyst R.sup.5 CCo.sub.3 (CO).sub.9, desirably with Ru.sub.3 (CO).sub.12, wherein R.sup.5 is hydrogen; alkyl, preferably C.sub.1-5 lower alkyl; cycloalkyl or substituted cycloalkyl; cycloalkenyl, such as cyclohexenyl or cyclooctenyl; C.sub.1-12 alkoxy, such as methoxy or propoxy; aryl or alkyl-, cycloalkyl-, alkoxy-, halo-, or cyano-substituted aryl; cyano; or a silyl carbyne moiety of the formula R.sub.3.sup.6 Si, wherein R.sup.6 is alkyl or aryl, effectively catalyzes the dealkoxyhydroxymethylation of aldehyde acetals to form glycol monoethers. Methylal, for example, may be reacted with syngas; i.e., CO and H.sub.2, in the presence of this catalyst system to form the corresponding ethylene glycol monomethyl ether.The novel catalyst combination of R.sup.5 CCo.sub.3 (CO).sub.9 and Ru.sub.3 (CO).sub.12 is likewise claimed herein.
    Type: Grant
    Filed: May 5, 1986
    Date of Patent: May 5, 1987
    Assignee: Sun Refining and Marketing Company
    Inventors: D. Michael Duggan, Harry K. Myers, Jr., James E. Lyons
  • Patent number: 4661643
    Abstract: This invention relates to a process for selectively cleaving a polyalkylene glycol, e.g., diethylene glycol, containing at least one ether group therein at a carbon-to-oxygen covalent bond and independently at a carbon-to-carbon covalent bond by heating the polyalkylene glycol with molecular hydrogen in the presence of a hydrogenation catalyst containing ruthenium to produce at least one of monoethylene glycol monomethyl ether, monoethylene glycol and ethanol. The production rate of each of said monoethylene glycol monomethyl ether, monoethylene glycol and ethanol is at least about 10 moles/kilogram ruthenium/hour.
    Type: Grant
    Filed: May 21, 1985
    Date of Patent: April 28, 1987
    Assignee: Union Carbide Corporation
    Inventor: William J. Bartley
  • Patent number: 4649225
    Abstract: This invention relates to a process for selectively cleaving a polyalkylene glycol, e.g., diethylene glycol, containing at least one ether group therein at a carbon-to-oxygen covalent bond and independently at a carbon-to-carbon covalent bond by heating the polyalkylene glycol with molecular hydrogen in the presence of a hydrogenation catalyst containing iridium to produce at least one of monoethylene glycol monoethyl ether, monoethylene glycol monomethyl ether, monoethylene glycol and ethanol. Monoethylene glycol monoethyl ether can be produced in significant amounts by employing the process of this invention.
    Type: Grant
    Filed: May 21, 1985
    Date of Patent: March 10, 1987
    Assignee: Union Carbide Corporation
    Inventor: William J. Bartley
  • Patent number: 4647685
    Abstract: 2-Alkoxy C.sub.12-26 straight chain ethylenic or acetylenic hydrocarbyl hydroxy phosphonyl cholenic, useful as platelet aggregation modifiers and antitumor agents.
    Type: Grant
    Filed: April 25, 1985
    Date of Patent: March 3, 1987
    Assignee: Eli Lilly and Company
    Inventors: Rosanne Bonjouklian, Michael L. Phillips
  • Patent number: 4647688
    Abstract: Fatty ethers are provided which are lower alkyl ethers cyano-substituted lower alkyl ethers, ester ethers or amide ethers of fatty alcohols substituted with at least one of the following substituents: formyl, methylol, or acryloxymethyl. The substituted fatty ethers are useful as monomers in a wide variety of polymer systems.
    Type: Grant
    Filed: February 28, 1985
    Date of Patent: March 3, 1987
    Assignee: Henkel Corporation
    Inventors: Michael J. Virnig, James P. Clark, Kenneth D. MacKay
  • Patent number: 4640946
    Abstract: Polyvinyl alcohol based sizing solution containing a small amount of low ethylene oxide adduct of branched alcohol provides superior operability during sizing and weaving, and yields fabric that exhibits improved finishing performance.
    Type: Grant
    Filed: August 14, 1985
    Date of Patent: February 3, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Donald A. Vassallo, David W. Zunker
  • Patent number: 4634786
    Abstract: Stable liquid hydrocarbon-soluble novel magnesium dialkoxide compositions, and complexes thereof with, for example, n-alkyllithiums, organomagnesiums, and the like, useful as or in the preparation of polymerization catalysts and initiators for the polymerization of alpha-olefins and diolefins, which are prepared, for instance, by reacting certain organomagnesium compounds in liquid hydrocarbon solvents with (a) aliphatic 2-alkyl-substituted C.sub.4 -C.sub.12 monohydric primary alcohols, or (b) mixtures of (a) with 2-alkyl-substituted C.sub.3 -C.sub.12 aliphatic secondary or tertiary alcohols, or (c) mixtures of (a) with C.sub.1 -C.sub.12 aliphatic primary linear alcohols. Such dialkoxides and complexes thereof are commonly advantageously prepared in the presence of minor amounts of organoaluminum, organolithium or organopotassium compounds, e.g., trialkylaluminums, alkyllithiums or potassium dialkoxides. An illustrative example of the novel magnesium dialkoxides is 2-methyl-1-pentyloxide.
    Type: Grant
    Filed: September 27, 1984
    Date of Patent: January 6, 1987
    Assignee: Lithium Corporation of America
    Inventor: Conrad W. Kamienski
  • Patent number: 4618729
    Abstract: The ruthenium-cobalt carbonyl metal cluster catalyst Co.sub.2 Ru(CO).sub.11 effectively catalyzes the dealkoxyhydroxymethylation of aldehyde acetals to form glycol monoethers. Methylal, for example, may be reacted with syngas, i.e., CO and H.sub.2, in the presence of this ruthenium-cobalt cluster catalyst to form the monomethyl ether of ethylene glycol.
    Type: Grant
    Filed: October 2, 1985
    Date of Patent: October 21, 1986
    Assignee: Sun Refining and Marketing Company
    Inventors: D. Michael Duggan, James E. Lyons, Harry K. Myers, Jr.
  • Patent number: 4617287
    Abstract: Ruthenium carbonyl-cobalt carbonyl catalyst mixtures effectively catalyze the dealkoxyhydroxymethylation of aldehyde acetals, wherein said acetal may be prepared separately or in situ from an aldehyde and an alcohol. Methylal, for example, may be reacted with syngas, i.e., CO and H.sub.2, in the presence of this ruthenium carbonyl-cobalt carbonyl catalyst to form the monomethyl ether of ethylene glycol.The invention also is directed to the ruthenium carbonyl-promoted cobalt carbonyl catalysts per se, including novel precipitated forms of these ruthenium-cobalt carbonyl catalyst mixtures.
    Type: Grant
    Filed: October 2, 1985
    Date of Patent: October 14, 1986
    Assignee: Sun Refining and Marketing Company
    Inventor: James E. Lyons
  • Patent number: 4616097
    Abstract: This invention relates to the manufacture of ethylene glycol and more particularly to a low pressure process for making ethylene glycol comprising reacting synthesis gas, i.e. a mixture of carbon monoxide and hydrogen, plus formaldehyde in the presence of a homogenous liquid catalyst containing an effective amount of cobalt-containing compound and a silicon-containing promoter at a temperature of at least 50.degree. C. and a pressure of at least 500 psi.
    Type: Grant
    Filed: October 22, 1984
    Date of Patent: October 7, 1986
    Assignee: Texaco Inc.
    Inventor: John F. Knifton
  • Patent number: 4609768
    Abstract: This invention relates to the manufacture of ethylene glycol and more particularly to a low pressure process for making ethylene glycol comprising reacting synthesis gas, i.e. a mixture of carbon monoxide and hydrogen, plus 1,3-dioxolane in the presence of a homogenous liquid catalyst containing an effective amount of cobalt-containing compound, a silane or germane-containing promoter dispersed in a dioxolane solvent at a temperature of at least 50.degree. C. and a pressure of at least 500 psi.
    Type: Grant
    Filed: October 22, 1984
    Date of Patent: September 2, 1986
    Assignee: Texaco Inc.
    Inventors: John F. Knifton, Jiang-Jen Lin, Neal J. Grice
  • Patent number: 4590313
    Abstract: A process for producing primary alcohols from terminal epoxides having a mono-substituted epoxy ring and having from 3 to 6 carbon atoms per molecule which process comprises contacting the epoxide and hydrogen gas with Raney cobalt catalyst under vapor phase conditions in a hydrogenation zone.
    Type: Grant
    Filed: June 2, 1982
    Date of Patent: May 20, 1986
    Assignee: Atlantic Richfield Company
    Inventors: Roger A. Grey, John F. White, Eva M. Beals
  • Patent number: 4579980
    Abstract: An ether compound is advantageously produced by an ether exchange reaction of a different ether compound and a hydroxy group containing compound in the presence of a heteropoly acid or an acidic salt thereof as the catalyst. The catalyst is novel and is extremely effective to the present process and brings about less by-products compared to other processes or other catalysts.
    Type: Grant
    Filed: February 19, 1985
    Date of Patent: April 1, 1986
    Assignee: Nippon Soda Co. Ltd.
    Inventors: Kiyoshi Kogoma, Norio Sone, Takashi Tobita, Masahiro Shiozaki
  • Patent number: 4568774
    Abstract: Catalysts producing a sharply peaked alkoxylation distribution during the alkoxylation of organic materials comprise mixtures of BF.sub.3 and metal alkyls or metal alkoxides, SiF.sub.4 and metal alkyls or metal alkoxides, or mixtures of these catalysts.
    Type: Grant
    Filed: October 1, 1984
    Date of Patent: February 4, 1986
    Assignee: Vista Chemical Company
    Inventor: Kang Yang
  • Patent number: 4568780
    Abstract: This invention relates to the manufacture of ethylene glycol and more particularly to a low pressure process for making ethylene glycol comprising reacting synthesis gas, i.e. a mixture of carbon monoxide and hydrogen, plus 1,3-dioxolane in the presence of a homogenous liquid catalyst containing an effective amount of cobalt-containing compound and a silane or germane-containing promoter dispersed in a hydrocarbon solvent at a temperature of at least 50.degree. C. and a pressure of at least 500 psi, where the particular solvents used allow the desired product to be separated from the reaction mixture by phase separation.
    Type: Grant
    Filed: October 22, 1984
    Date of Patent: February 4, 1986
    Assignee: Texaco Inc.
    Inventor: John F. Knifton
  • Patent number: 4565896
    Abstract: This invention relates to the manufacture of ethylene glcyol and more particularly to a low pressure process for making ethylene glycol comprising reacting synthesis gas, i.e. a mixture of carbon monoxide and hydrogen, plus formaldehyde in the presence of a homogeneous liquid catalyst containing an effective amount of cobalt-containing compound and a silicon or germanium-containing promoter and a solvent at a temperature of at least 50.degree. C. and a pressure of at least 500 psi wherein said ethylene glycol product separates as a separate liquid phase from the solvent.
    Type: Grant
    Filed: October 22, 1984
    Date of Patent: January 21, 1986
    Assignee: Texaco Inc.
    Inventors: John F. Knifton, Roger G. Duranleau
  • Patent number: 4544453
    Abstract: An improved method of stripping unreacted alkylene glycol monoalkyl ethers and unreacted monocarboxylic or halogenated monocarboxylic acids from a mixture containing the monocarboxylic acid ester prepared therefrom by acid catalyzed esterification without any significant loss of the product ester. The method involves the injection of water into the distillate during the stripping and is particularly suitable for the recovery of propylene glycol monomethyl ether and acetic acid from esterification reaction mixtures containing a predominate amount of product propylene glycol monomethyl ether acetate. The process allows for removal and recovery or recycle of the ether and acid and the preparation of a higher purity product ester.
    Type: Grant
    Filed: May 31, 1984
    Date of Patent: October 1, 1985
    Assignee: Atlantic Richfield Company
    Inventor: Vijai P. Gupta
  • Patent number: 4543430
    Abstract: Process for the preparation of addition products of epoxides and hydroxylated compounds, characterized by the fact that it comprises the reaction of an epoxide and a hydroxylated compound in the homogeneous liquid phase, in the presence, as catalyst, of a salt of trifluoromethanesulphonic acid.
    Type: Grant
    Filed: November 7, 1983
    Date of Patent: September 24, 1985
    Assignee: BP Chimie Societe Anonyme
    Inventors: Daniel Falgoux, Danielle Simoulin, Michel Pascal-Mousselard
  • 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: 4535189
    Abstract: The filter cake formed by the filtering of a alkylene oxide polymer during the refining of the same contains a minor amount of alkylene oxide polymer which can be recovered therefrom by treating the filter cake with a lower aliphatic alcohol or an aqueous solution of lower aliphatic alcohol. Methanol is the preferred lower aliphatic alcohol.
    Type: Grant
    Filed: March 21, 1984
    Date of Patent: August 13, 1985
    Assignee: Texaco Inc.
    Inventor: Michael Cuscurida
  • Patent number: 4504685
    Abstract: Hydroxyl compounds are oxyalkylated by contacting them with an alkylene oxide, such as ethylene oxide or propylene oxide, in the presence of a perfluorocarbon polymer containing pendant sulfonic acid groups.
    Type: Grant
    Filed: August 19, 1980
    Date of Patent: March 12, 1985
    Assignee: Varen Technology
    Inventor: Ronald J. Vaughan
  • Patent number: 4503275
    Abstract: Butane-1,4-diol is produced by converting allyl alcohol to an allyl t-alkyl or -cycloalkyl ether of the general formula: ##STR1## wherein R.sub.1 and R.sub.2 each, independently of the other, represent a C.sub.1 to C.sub.4 alkyl radical, and R.sub.3 and R.sub.4 each, independently of the other, represent a hydrogen atom or a C.sub.1 to C.sub.3 alkyl radical, or wherein R.sub.1 represents a C.sub.1 to C.sub.4 alkyl radical, R.sub.2 and R.sub.3 together with the carbon atoms to which they are attached form a 5-membered or 6-membered cycloaliphatic ring, and R.sub.4 represents a hydrogen atom or a C.sub.1 to C.sub.
    Type: Grant
    Filed: September 16, 1983
    Date of Patent: March 5, 1985
    Assignee: Davy McKee (London) Limited
    Inventors: Norman Harris, Alan J. Dennis, George E. Harrison
  • Patent number: 4484009
    Abstract: A process for the manufacture of the monoether of monoethylene glycol by the hydrogenolysis of a 2-alkyl-1,3-dioxolane, with a co-catalytic system of palladium and an acid of phosphorus or a phosphoric ester of ethylene glycol and in the presence of ethylene glycol.
    Type: Grant
    Filed: April 4, 1983
    Date of Patent: November 20, 1984
    Assignee: Atochem
    Inventors: Elie Ghenassia, Andre Lakodey