The Five-membered Hetero Ring, Except For The =x To The Ring, Is Unsubstituted Or Hydrocarbyl Substituted Only Patents (Class 549/230)
  • Patent number: 5153333
    Abstract: A process for the preparation of 2-oxo-1, 3-dioxolanes comprises reacting an epoxy compound having at least one functional epoxy group in the optional presence of an inert solvent with carbon dioxide at 60.degree. C. to 200.degree. C. at normal pressure in the presence of a quaternary phosphonium compound as catalyst and novel quaternary phosphonium compounds useful as catalysts in the said process.
    Type: Grant
    Filed: September 17, 1991
    Date of Patent: October 6, 1992
    Assignee: Rutgerswerke AG
    Inventors: Frank Schubert, Rolf Herzog, Bert Meier, Jurgen Zehrfeld
  • Patent number: 5138073
    Abstract: Alkylene carbonates, particularly ethylene carbonate, are prepared by the reaction of an alkylene oxide with carbon dioxide in the presence of a catalyst at temperatures in the region of the critical temperature of carbon dioxide, preferably 25.degree.-70.degree. C. and at autogenerated pressures, typically 30 to 200 kg/cm.sup.2 gauge. The conversion of alkylene oxide to alkylene carbonate can be carried out in the presence of water while minimizing the undesirable hydrolysis of the carbonate to the corresponding alkylene glycol. With certain catalysts the presence of water improves the selectivity to the formation of the carbonate.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: August 11, 1992
    Assignee: Scientific Design Company, Inc.
    Inventor: Robert J. Harvey
  • Patent number: 5118818
    Abstract: Organic carbonates: ##STR1## and cyclic organic carbonates: ##STR2## are prepared by reacting an alcohol (R--OH), or respectively a diol (HO--R'--OH), with carbon monoxide, in the presence of:a halogen, ora halogen and/or a halide ion and an oxidizing agent.
    Type: Grant
    Filed: March 6, 1991
    Date of Patent: June 2, 1992
    Assignee: Enichem Synthesis S.p.A.
    Inventors: Daniele Delledonne, Franco Rivetti, Ugo Romano
  • Patent number: 5095124
    Abstract: The present invention relates to a two-stage liquid phase process wherein an alk-2-enyl glycidyl ether having the formula ##STR1## wherein R is hydrogen or lower alkyl; R' is C.sub.2 to C.sub.4 alkylene; n has a value of from 1 to 4 and n' has a value of from 0 to 4, is catalytically isomerized to the corresponding alk-1-enyl glycidyl ether in the first-stage of the reaction and the reaction mixture of the first-stage, containing the isomerization catalyst is then contacted with carbon dioxide in the presence of a phase transfer catalyst under a pressure ranging from atmospheric to about 400 psig in the second stage of the reaction.
    Type: Grant
    Filed: September 10, 1990
    Date of Patent: March 10, 1992
    Assignee: ISP Investments Inc.
    Inventors: Jeffrey S. Plotkin, Mark M. Miller, Paul D. Taylor
  • Patent number: 5091543
    Abstract: A method of preparing five- and six-membered cyclic carbonates is disclosed. The process comprises reacting a 1,2- or 1,3-diol with an acyclic diester of carbonic acid in the presence of a catalyst selected from alkylammonium salts, tertiary amines, and ion-exchange resins containing alkylammonium or tertiary amino groups. Cyclic carbonates free of polycarbonate by-products are obtained in high yields.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: February 25, 1992
    Assignee: Arco Chemical Technology, Inc.
    Inventor: Roger A. Grey
  • Patent number: 5023345
    Abstract: Alkylene carbonates, particularly ethylene carbonate, are prepared by the reaction of an alkylene oxide with carbon dioxide in the presence of a catalyst at temperatures in the region of the critical temperature of carbon dioxide, preferably 25.degree.-70.degree. C. and at autogenerated pressures, typically 30 to 200 kg/cm.sup.2 gauge. The conversion of alkylene oxide to alkylene carbonate can be carried out in the presence of water while minimizing the undesirable hydrolysis of the carbonate to athe corresponding alkylene glycol. With certain catalysts the presence of water improves the selectivity to the formation of the carbonate.
    Type: Grant
    Filed: March 22, 1989
    Date of Patent: June 11, 1991
    Assignee: Scientific Design Company, Inc.
    Inventor: Robert J. Harvey
  • Patent number: 5003084
    Abstract: Disclosed is a process for preparing alkylene carbonates which comprises reacting the corresponding alkylene glycol and urea, optionally in the presence of a catalyst comprising a tin-containing compound, and represented by the equation: ##STR1## where R represents an alkyl group containing 1 to 16 carbons.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: March 26, 1991
    Assignee: Texaco Chemical Company
    Inventors: Wei-Yang Su, George P. Speranza
  • Patent number: 4996231
    Abstract: This invention relates to triyne cyclic carbonates that are useful in the treatment of fungal diseases and hypercholesterolemic conditions.
    Type: Grant
    Filed: August 8, 1989
    Date of Patent: February 26, 1991
    Assignee: Merck & Co., Inc.
    Inventors: Michael N. Chang, Yuan-Ching P. Chiang, James V. Heck, Michael D. Lewis
  • Patent number: 4985456
    Abstract: (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl 2-(2,6-dichloroanilino)phenylacetate is disclosed as a novel compound possessing strong valuable pharmacological properties accompanied by surprisingly weak side-effects as well as a process for preparing the new compound.
    Type: Grant
    Filed: February 9, 1990
    Date of Patent: January 15, 1991
    Assignees: Mikasa Seiyaku Co., Ltd., Daito Koeki Kabushiki Kaisha
    Inventors: Keisuke Shimizu, Takumi Matsumura, Masato Nakamoto
  • Patent number: 4931571
    Abstract: An alkylene oxide, e.g. ethylene oxide, is prepared from the corresponding alkylene carbonate, e.g. ethylene carbonate, in the presence of an effective amount of a quaternary arsonium halide. The quaternary arsonium halides are also effective catalysts for the reverse reaction, that is, to form alkylene carbonates from the corresponding epoxide and carbon dioxide.
    Type: Grant
    Filed: April 10, 1989
    Date of Patent: June 5, 1990
    Assignee: Scientific Design Company, Inc.
    Inventor: Robert M. Weinstein
  • Patent number: 4892954
    Abstract: Process for the preparation of 2-oxo-1,3-dioxolanes by reaction of epoxides with carbon dioxide in the presence of a catalyst, wherein at least one epoxy compound is mixed with at least one catalyst in the presence or absence of an inert solvent and is reacted at temperatures from 40.degree. to 180.degree. C. while introducing carbon dioxide at normal pressure or slightly increased pressure to form the corresponding organic carbonates. The 2-oxo-1,3-dioxolanes obtained are used to prepare synthetic resins containing urethane groups in the form of coatings and molded bodies.
    Type: Grant
    Filed: October 21, 1987
    Date of Patent: January 9, 1990
    Assignee: Hoechst AG
    Inventors: Gerhard Brindopke, Manfred Marten
  • Patent number: 4880942
    Abstract: Cyclic carbonates are prepared by reacting a 1,3-diol or 1,2-diol with a dialkylcarbonate in the presence of a basic catalyst. They are obtained in higher yields with higher purity by subjecting the reaction mixture to heat aging under vacuum in the presence of the basic catalyst, and recovering the cyclic carbonate from the mixture.
    Type: Grant
    Filed: July 21, 1988
    Date of Patent: November 14, 1989
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Yoshihisa Kiso, Yuuichi Matsunaga, Masao Imagawa
  • Patent number: 4877886
    Abstract: Cyclic alkylene carbonates are produced by the homogeneous catalytic reaction of alkylene oxides with carbon dioxide during which process, polyglycols are formed. The catalyst is separated by distallation from the alkylene carbonate and is recycled to the reaction while associated with polyglycols. A purge stream is removed from the recycle to prevent an undue concentration of polyglycols in the reaction and catalyst is separated from the purge stream by acylation of the polyglycols enabling precipitation of the catalyst.
    Type: Grant
    Filed: June 19, 1987
    Date of Patent: October 31, 1989
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventor: Bernard C. Ream
  • Patent number: 4851555
    Abstract: An alkylene oxide, e.g. ethylene oxide, is prepared from the corresponding alkylene carbonate, e.g. ethylene carbonate, in the presence of an effective amount of a quaternary arsonium halide. The quaternary arsonium halides are also effective catalysts for the reverse reaction, that is, to form alkylene carbonates from the corresponding epoxide and carbon dioxide.
    Type: Grant
    Filed: October 25, 1984
    Date of Patent: July 25, 1989
    Assignee: Scientific Design Company, Inc.
    Inventor: Robert M. Weinstein
  • Patent number: 4841072
    Abstract: Alkylene carbonates, particularly ethylene carbonate, are prepared by the reaction of an alkylene oxide with carbon dioxide in the presence of a catalyst at temperatures in the region of the critical temperature of carbon dioxide, preferably 25.degree.-70.degree. C. and at autogenerated pressures, typically 30 to 200 kg/cm.sup.2 gauge. The conversion of alkylene oxide to alkylene carbonate can be carried out in the presence of water while minimizing the undesirable hydrolysis of the carbonate to the corresponding alkylene glycol. With certain catalysts the presence of water improves the selectivity to the formation of the carbonate.
    Type: Grant
    Filed: June 7, 1983
    Date of Patent: June 20, 1989
    Assignee: Scientific Design Company, Inc.
    Inventor: Robert J. Harvey
  • Patent number: 4835289
    Abstract: A process for the preparation of 2-oxo-1,3-dioxolanes by reaction of epoxides with carbon dioxide in the presence of alkali iodides wherein at least one epoxy compound is reacted in the presence or absence of inert solvent either with a combination of A) at least one alkali iodide and B) at least one compound of the group a) polyol and b) an ether or polyether or, if the epoxy compound already has the structural features of the compounds Ba) and Bb), with the alkali iodide A) alone, at temperatures from 40.degree. to 180.degree. C. while introducing carbon dioxide at normal pressure or at slightly increased pressure, to form the corresponding organic carbonates. The 2-oxo-1,3-dioxolanes obtained are used for the preparation of synthetic resins, containing urethane groups, in the form of coatings of molded bodies.
    Type: Grant
    Filed: January 8, 1987
    Date of Patent: May 30, 1989
    Assignee: Hoechst AG
    Inventor: Gerhard Brindopke
  • Patent number: 4824969
    Abstract: A process for reacting in admixture, an olefin with oxygen, CO, and water, to form a cyclic alkylene carbonate, in the presence of a catalyst composition comprising a catalytically active osmium compound, copper containing co-catalyst I (e.g. CuBr.sub.2) and a co-catalyst II (e.g. pyridine) is disclosed.
    Type: Grant
    Filed: December 24, 1984
    Date of Patent: April 25, 1989
    Assignee: Exxon Research & Engineering Co.
    Inventors: Richard G. Austin, Robert C. Michaelson, Richard S. Myers
  • Patent number: 4786741
    Abstract: Alkylene carbonates, particularly ethylene carbonate, are prepared by the reaction of an alkylene oxide with carbon dioxide in the presence of a catalyst at temperatures ranging upwards from 20.degree. C., particularly temperatures above about 90.degree. C., preferably 90.degree.-170.degree. C. The conversion of alkylene oxide to alkylene carbonate can be carried out in the presence of water while minimizing the undesirable hydrolysis of the carbonate to the corresponding alkylene glycol and formation of higher glycols. This is achieved by maintaining the water to alkylene oxide molar ratio and the carbon dioxide to alkylene oxide ratio within the stated limits and adjusting the carbon dioxide partial pressure to provide the desired selectivity to alkylene carbonate.
    Type: Grant
    Filed: November 15, 1982
    Date of Patent: November 22, 1988
    Assignee: Scientific Design Company, Inc.
    Inventor: Howard M. Sachs
  • Patent number: 4758615
    Abstract: Polymers which contain urethane groups and are capable of being crosslinked by extraneous crosslinking agents, solutions thereof and aqueous dispersions thereof, prepared without the use of isocyanates by reacting polyamino compounds with polycarbonates and, if appropriate, reacting the reaction product further with polycarboxylic acids to give products having an acid number between 0 and 100, and, if appropriate, neutralizing the resulting products partly or completely by adding basic compounds, preferably organic bases, and, if appropriate, mixing the partly or completely neutralized products vigorously with an amount of water such that aqueous polymer dispersions having a solids content of up to 75% by weight, relative to the dispersion, are obtained.
    Type: Grant
    Filed: May 22, 1987
    Date of Patent: July 19, 1988
    Assignee: Hoechst AG
    Inventors: Dieter Engel, Christoph Just, Gerhard Brindopke, Gerd Walz
  • Patent number: 4746447
    Abstract: Disclosed are additives which are useful as dispersants in marine crankcase oils and hydraulic oils, lubricating oils. In particular, disclosed are hydrocarbyl-substituted polyamines having at least one primary or secondary amino group which have been modified by treatment with a cyclic carbonate.
    Type: Grant
    Filed: January 10, 1986
    Date of Patent: May 24, 1988
    Assignee: Chevron Research Company
    Inventor: Robert H. Wollenberg
  • Patent number: 4663467
    Abstract: This invention is a composition comprising(a) a p-hydrocarbylphenylporphyrinato chromium or aluminum with axial counterions; and(b) an aliphatic amine, a heterocyclic amine, an aromatic amine, a phosphine or a phosphine oxide.Another aspect of this invention is a process for the preparation of an alkylene carbonate which comprises contacting an epoxide with a carbon dioxide in the presence of a catalytic amount of the hereinbefore-described composition.
    Type: Grant
    Filed: March 5, 1984
    Date of Patent: May 5, 1987
    Assignee: The Dow Chemical Company
    Inventors: William J. Kruper, Jr., David V. Dellar
  • Patent number: 4658041
    Abstract: Carbonate compounds are prepared by equilibrium interchange of carbonate functionality between lower alkyl carbonates especially dimethyl carbonate and alkyl halides such as allyl chloride at about 50.degree. C. to about 250.degree. C. in the presence of an initiator such as homogeneous or heterogeneous amines, phosphines, and ammonium or phosphonium quaternary salts.
    Type: Grant
    Filed: September 24, 1982
    Date of Patent: April 14, 1987
    Assignee: The Dow Chemical Company
    Inventor: James M. Renga
  • Patent number: 4656305
    Abstract: The present invention provides chalcone derivatives of the general formulae: ##STR1## wherein R.sub.1 is a hydroxyl, carboxylic or sulphonic acid group or a carboxyalkoxy or sulphoalkoxy radical, R.sub.2 is an unsaturated, straight-chained or branched aliphatic hydrocarbonyloxy radical, R.sub.3 is a hydrogen atom, a hydroxyl group or an alkoxy radical, R.sub.4 is an alkyl, hydroxyalkyl, alkoxy, carboxyalkoxy, sulphoalkoxy or carboxyalkylcarbonyloxyalkyl radical or a carboxylic acid or sulphonic acid group and R.sub.5 is a hydrogen or halogen atom, with the proviso that compounds of general formula (IIa) always contain at least one carboxylic or sulphonic acid group; and the nontoxic inorganic and organic salts of those compounds containing at least one carboxylic acid or sulphonic acid group.The present invention also provides a process for the preparation of these chalcone derivatives, as well as pharmaceutical compositions containing them.
    Type: Grant
    Filed: October 18, 1985
    Date of Patent: April 7, 1987
    Assignee: Biorex Laboratories, Limited
    Inventors: Anthony E. Vanstone, Graham K. Maile, Lynn K. Nalbantoglu
  • Patent number: 4652667
    Abstract: A process is provided for the transesterification of carbonate esters and carboxylic acid esters at elevated temperatures and in the presence of an effective amount of an amidine compound.
    Type: Grant
    Filed: January 18, 1985
    Date of Patent: March 24, 1987
    Assignee: BP Chemicals Limited
    Inventor: Michael J. Green
  • Patent number: 4537906
    Abstract: Substituted phenylalkenoic acids and esters of the formula: ##STR1## having useful pharmaceutical activity are disclosed.
    Type: Grant
    Filed: December 6, 1982
    Date of Patent: August 27, 1985
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, John W. Gillard
  • Patent number: 4536515
    Abstract: Substituted phenylalkenoic acids and esters of the formula: ##STR1## having useful pharmaceutical activity are disclosed.
    Type: Grant
    Filed: December 6, 1982
    Date of Patent: August 20, 1985
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Patrice C. Belanger, John W. Gillard
  • Patent number: 4483996
    Abstract: A process for converting a desired olefin to the corresponding olefin oxide, such as propylene oxide, and/or ketone comprising reacting a mixture of the olefin, thallic oxide, carbon dioxide and water in a substantially organic solvent-free reaction zone; withdrawing a product stream from the reaction zone, the stream comprising the olefin and ketone product; separating and collecting the olefin oxide and ketone product from the stream; contacting the reduced thallous values present in the mixture with molecular oxygen and an effective catalyst to back oxidize the thallous values to their original thallic form; separating and recycling back to the reaction mixture the regenerated thallic values.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: November 20, 1984
    Assignee: The Halcon SD Group, Inc.
    Inventor: Stephen E. Jacobson
  • Patent number: 4483994
    Abstract: A process for the production of alkylene carbonates, such as propylene carbonate, is disclosed. The process involves reacting the desired olefin with a thallic oxide or a weak acid thallic salt with carbon dioxide in an aqueous, organic solvent containing, halogen-free system.
    Type: Grant
    Filed: February 22, 1983
    Date of Patent: November 20, 1984
    Assignee: The Halcon SD Group, Inc.
    Inventor: Stephen E. Jacobson
  • Patent number: 4400559
    Abstract: Ethylene glycol is prepared by a process in which ethylene oxide is extracted from an aqueous solution with near-critical or super-critical carbon dioxide. Thereafter an ethylene oxide--carbon dioxide--water mixture is contacted with a catalyst to form ethylene carbonate, which is then hydrolyzed to ethylene glycol in the presence of the same catalyst. The ethylene glycol is separated as product and the carbon dioxide and the catalyst are recycled.
    Type: Grant
    Filed: June 14, 1982
    Date of Patent: August 23, 1983
    Assignee: The Halcon SD Group, Inc.
    Inventor: Vijay S. Bhise
  • Patent number: 4353831
    Abstract: Hexachloroacetone and a vicinal alkylene diol react when heated together in the presence of a weak base to produce chloroform and the cyclic alkylene carbonate. The chloroform distills from the reaction mixture substantially as it is formed and the alkylene carbonate is readily separable from the residual mixture.
    Type: Grant
    Filed: February 2, 1981
    Date of Patent: October 12, 1982
    Assignee: The Dow Chemical Company
    Inventors: Paul E. Strege, James M. Renga
  • Patent number: 4344881
    Abstract: A lower alkyl trichloroacetate and a vicinal alkylene diol react when heated together in the presence of a weak base to produce chloroform, a lower alkanol, and the cyclic alkylene carbonate. The chloroform and lower alkanol distill from the reaction mixture substantially as formed and the alkylene carbonate is readily separable from the residual mixture.
    Type: Grant
    Filed: February 2, 1981
    Date of Patent: August 17, 1982
    Assignee: The Dow Chemical Company
    Inventors: Paul E. Strege, James M. Renga
  • Patent number: 4332729
    Abstract: The thermal decomposition of a halogenated aliphatic carbonate at about 100.degree. C.-300.degree. C. to produce a cyclic carbonate and an aliphatic halide is accelerated by the presence of chemically combined mercury.
    Type: Grant
    Filed: July 17, 1981
    Date of Patent: June 1, 1982
    Assignee: The Dow Chemical Company
    Inventors: James M. Renga, Roy A. Periana-Pillai
  • Patent number: 4331604
    Abstract: The thermal decomposition of a .beta.-halogenated aliphatic carbonate at about 100.degree. C.-300.degree. C. to produce a cyclic alkylene carbonate and an aliphatic halide is accelerated by the presence of a polar solvent, preferably the cyclic carbonate product. Further improvement may be obtained when there is additionally present a mercury compound.
    Type: Grant
    Filed: July 17, 1981
    Date of Patent: May 25, 1982
    Assignee: The Dow Chemical Company
    Inventors: James M. Renga, Roy A. Periana-Pillai
  • Patent number: RE33109
    Abstract: The present invention provides chalcone derivatives of the general formulae: ##STR1## wherein R.sub.1 is a hydroxyl, carboxylic or sulphonic acid group or a carboxyalkoxy or sulphoalkoxy radical, R.sub.2 is an unsaturated, straight-chained or branched aliphatic hydroxycarbonyloxy radical, R.sub.3 is a hydrogen atom, a hydroxyl group or an alkoxy radical, R.sub.4 is an alkyl, hydroxyalkyl, alkoxy, carboxyalkoxy, sulphoalkoxy or carboxyalkylcarbonyloxyalkyl radical or a carboxylic acid or sulphonic acid group and R.sub.5 is a hydrogen or halogen atom, with the proviso that compounds of general formula (IIa) always contain at least one carboxylic or sulphonic acid group; and the nontoxic inorganic and organic salts of those compounds containing at least one carboxylic acid or sulphonic acid group.The present invention also provides a process for the preparation of these chalcone derivatives, as well as pharmaceutical compositions containing them.
    Type: Grant
    Filed: April 8, 1988
    Date of Patent: November 7, 1989
    Assignee: Biorex Laboratories Limited
    Inventors: Anthony E. Vanstone, Graham K. Maile, Lynn K. Nalbantoglu