Acyclic Patents (Class 568/671)
  • Patent number: 6326499
    Abstract: Omega chain modified 15-HETE derivatives and methods of their use for treating dry eye are disclosed.
    Type: Grant
    Filed: October 23, 2000
    Date of Patent: December 4, 2001
    Assignee: Alcon Universal Ltd.
    Inventor: David B. Belanger
  • Patent number: 6320062
    Abstract: 15-HETE derivatives with enhanced metabolic stability and methods of their use for treating dry eye are disclosed.
    Type: Grant
    Filed: October 23, 2000
    Date of Patent: November 20, 2001
    Assignee: Alcon Universal Ltd.
    Inventor: David B. Belanger
  • Publication number: 20010034463
    Abstract: The invention includes colorless compounds having a central core and at least two arms extending from the core. The core can comprise one or more atoms.
    Type: Application
    Filed: May 23, 2001
    Publication date: October 25, 2001
    Inventors: Jeffrey H. Banning, Donald R. Titterington, Wolfgang G. Wedler
  • Patent number: 6291720
    Abstract: This application relates to a process for making glycol ethers, said process comprising reacting an olefin oxide with an alcohol over a catalyst comprising a crystalline metallosilicate which is basic in character, wherein the molar ratio of alcohol to olefin oxide employed is at least 2:1.
    Type: Grant
    Filed: April 26, 1999
    Date of Patent: September 18, 2001
    Assignee: BP Chemicals Limited
    Inventors: Warren John Smith, Francois Clement Malherbe
  • Patent number: 6245948
    Abstract: A process for preparing tetrahydrofuran, which comprises reacting 1,4-butenediol diethers of the formulae I and/or II RO—CH2—CH═CH—CH2—OR  I RO—CH2—CH2═CH—CH2—OR  II, where the R radicals can be identical or different and are C1-C15-alkyl or cycloalkyl radicals, C6-C12-aryl radicals or C7-C15-aralkyl radicals, with water and hydrogen at from 20 to 300° C. under from 1 to 300 bar in the presence of catalysts or catalyst combinations which comprise components which are both capable of hydrogenation and have acidic or basic centers and a novel process for preparing 1,4-butanediol diethers of the formula I by metathesis are described.
    Type: Grant
    Filed: October 14, 1999
    Date of Patent: June 12, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Rolf Pinkos, Martin Schäfer, Arthur Höhn, Peter Schwab
  • Patent number: 6174456
    Abstract: The present invention provides liquid crystalline compounds having compatibility with the other liquid crystal materials and excellent stability, and having low viscosity and high transition temperature of the isotropic phase, liquid crystal compositions containing at least one kind of the liquid crystalline compounds, and liquid crystal display devices constituted by using the liquid crystal compositions. The liquid crystalline compounds are represented by the following formula: R—A1—Z1—A2—Z2—A3—Z3—A4—(CH2)m.
    Type: Grant
    Filed: December 8, 1997
    Date of Patent: January 16, 2001
    Assignee: Chisso Corporation
    Inventors: Tomoyuki Kondo, Kouichi Shibata, Shuichi Matsui, Kazutoshi Miyazawa, Norihisa Hachiya, Etsuo Nakagawa
  • Patent number: 6121483
    Abstract: A 3-alkoxypropionic ester derivative, an olefin polymerization solid catalyst component using the same, an olefin polymerization catalyst using the same, and a process for the preparation of a polyolefin using the same. The 3-alkoxypropionic ester derivative is represented by formula (I): ##STR1## wherein R.sup.1 represents a hydrocarbon group having from 1 to 10 carbon atoms; R.sup.2 represents a hydrocarbon group having from 1 to 20 carbon atoms; R.sup.3 represents a hydrocarbon group having from 1 to 20 carbon atoms; and R.sup.4 represents a branched hydrocarbon group having 3 or more carbon atoms.
    Type: Grant
    Filed: February 8, 2000
    Date of Patent: September 19, 2000
    Assignee: Showa Denko K.K.
    Inventors: Masaki Fushimi, Shintaro Inazawa
  • Patent number: 6103517
    Abstract: A process for the production of R-configuration or S-configuration optically active alcohol having the formula (1),CH.sub.3 C*H(OH)(CH.sub.2).sub.m OC.sub.n H.sub.2n+1 (1)wherein m is an integer of 3 to 5, n is an integer of 1 to 3, and C* is an asymmetric carbon,and the formula (2), which comprises carrying out the optical resolution of the racemic alcohol,CH.sub.3 CH(OH)(CH.sub.2).sub.m OC.sub.n H.sub.2n+1 (2)wherein m is an integer of 3 to 5 and n is an integer of 1 to 3,into an R-configuration compound and S-configuration compound by the asymmetric trans-esterification thereof is provided in the presence of vinyl propionate as an esterifying agent and a lipase as a catalyst.
    Type: Grant
    Filed: March 2, 1999
    Date of Patent: August 15, 2000
    Assignee: Mitsubishi Gas Chemical Company
    Inventors: Takakiyo Mine, Hiroshi Mineta, Tomoyuki Yui, Masahiro Johno
  • Patent number: 6080784
    Abstract: Compositions with protein kinase C-modulatory, anti-inflammatory and other activities are disclosed.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: June 27, 2000
    Assignee: Procyon Pharmaceuticals, Inc.
    Inventors: Paul E. Driedger, James Quick
  • Patent number: 6019909
    Abstract: A novel fluorinated hydrocarbon compound containing an oxygen or sulfur atom in its molecule, produced by the nucleophilic reaction of a fluorine compound with a hydrocarbon compound. This compound is useful as a lubricant for various applications and particularly excellent as an oil for refrigerators wherein hydrochlorofluorocarbon is used as the refrigerant and as a magnetic recording medium lubricant.
    Type: Grant
    Filed: July 21, 1995
    Date of Patent: February 1, 2000
    Assignee: Daikin Industries, Ltd.
    Inventors: Satoshi Ide, Katsuki Fujiwara, Masayuki Yamana, Yoshitaka Honda, Ikuo Yamamoto, Fumihiko Yamaguchi, Eiji Seki, Tatsuya Otsuka, Satoshi Ishida
  • Patent number: 6017371
    Abstract: A composition and method for producing a multiple boiling point ether gasoline component is provided. A mixed alcohol composition including predominantly C.sub.1 -C.sub.3 alcohols is reacted with an alkene stream to produce a mixture of ethers having different boiling points. The ether mixture is useful, when blended with gasoline, to increase oxygenation and overall motor fuel performance.
    Type: Grant
    Filed: August 5, 1993
    Date of Patent: January 25, 2000
    Assignee: NRG Technologies, Inc.
    Inventors: Jean-Louis G. Gheysens, William J. Wells, III, Richard E. Woodling
  • Patent number: 6002029
    Abstract: Lipid prodrugs of phosphonoacids and their analogs that have increased antiviral activity over the parent drugs in inhibiting cytomegalovirus and other susceptible viruses.
    Type: Grant
    Filed: December 8, 1997
    Date of Patent: December 14, 1999
    Inventors: Karl Y. Hostetler, Ganesh D. Kini
  • Patent number: 5986147
    Abstract: A method and apparatus is provides for decontamination of soil from contaminates such as polychlorinated biphenyls. The method involves (a) admixing a short chain alcohol and a ethoxylated alcohol to provide a solvent composition, (b) admixing the solvent composition with the contaminated soil to extract the contaminant from the soil into the solvent to form contaminated solvent, (c) separating the soil from the contaminated solvent, (d) washing of the decontaminated soil with water to remove residual solvent from the soil, and (e) distillation of the contaminated solvent to separate the reusable short chain alcohol as a light fraction from a heavy fraction containing the ethoxylated alcohol and the contaminant.
    Type: Grant
    Filed: March 24, 1997
    Date of Patent: November 16, 1999
    Inventor: Erle L. Plunkett
  • Patent number: 5908963
    Abstract: A process for the preparation of dimethyl ether. The process prepares fuel grade dimethyl ether from a hydrogen and carbon oxides synthesis gas.
    Type: Grant
    Filed: December 12, 1997
    Date of Patent: June 1, 1999
    Assignee: Holdor Topsoe A/S
    Inventors: Bodil Voss, Finn Joensen, John Bogild Hansen
  • Patent number: 5898086
    Abstract: A process for making alkyl ether glycerols involving: (a) providing a feedstock component having at least one terminal hydroxyl group selected from the group consisting of glycerides and polyols; (b) providing a heavy metal catalyst; and (c) contacting the feedstock component with the heavy metal catalyst.
    Type: Grant
    Filed: March 19, 1997
    Date of Patent: April 27, 1999
    Assignee: Henkel Corporation
    Inventor: Eugene G. Harris
  • Patent number: 5892104
    Abstract: This invention relates to a compound having the formula I: ##STR1## wherein n is an integer of from 0 to 1; when n is 1, one of dashed lines a and b is a single bond and the other of dashed lines a and b is a double bond, dashed line c is not present, and dashed line d is a single bond; when n is 0, dashed lines a, b, c and d are single bonds or one of dashed lines a and b is a single bond and the other of dashed lines a and b is a double bond, dashed line c is not present, and dashed line d is a double bond; R.sub.1, R.sub.2 and R.sub.3 are, independently, lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.6 ; and R.sub.4 is hydrogen, lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.5, or C(O)R.sub.5, wherein R.sub.5 is hydrogen or lower branched or straight chain alkyl, alkenyl or alkynyl of C.sub.1 -C.sub.4 ; wherein the sum of the carbon atoms in R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is less than or equal to eight carbon atoms.
    Type: Grant
    Filed: February 14, 1997
    Date of Patent: April 6, 1999
    Assignee: Millenium Specialty Chemicals, Inc.
    Inventors: Bernard J. Kane, Henri M. Hoffmann
  • Patent number: 5869537
    Abstract: This invention encompasses a substantially homogeneous lipid chemoattractant released from stressed mammalian tissue which is a neutral lipid which is acid labile and stable to base and is stable in boiling water. This lipid recruits macrophages but not neutrophils to stressed tissue. The invention also encompasses a method for detecting injured tissue by detecting the presence of the above described lipid chemoattractant in body fluids such as urine, serum and saliva. The invention also includes a method for reducing recruitment of macrophages to injured tissue by reducing the amount of the above lipid chemoattractant or by blocking the interaction of this lipid chemoattractant with its macrophage binding site. The addition of this lipid chemoattractant to injured skin tissue promotes healing.
    Type: Grant
    Filed: May 9, 1997
    Date of Patent: February 9, 1999
    Assignee: CV Therapeutics
    Inventors: George F. Schreiner, Louis G. Lange, III
  • Patent number: 5856588
    Abstract: Methyl tertiary butyl ether is prepared from tertiary butyl alcohol and methanol in a plural stage process by (a) reacting tertiary butyl alcohol with methanol in a primary MTBE reaction zone containing a cationic ion-exchange resin catalyst to form a primary reaction product, (b) fractionating the primary reaction product in a primary distillation zone to provide a first lighter, lower boiling distillation fraction comprising isobutylene, methanol and methyl tertiary butyl ether and a first heavier, higher boiling distillation fraction comprising methanol, tertiary butyl alcohol and water, c) contacting the first heavier distillation fraction in a second stage reactor containing a second stage acidic, fluoride-treated Y-zeolite having a silica:alumina ratio of 100:1 to 10:1 and a unit cell size of from 24.20 to 24.45 .ANG. or a fluoride-treated silicoaluminophosphate (SAPO) molecular sieve having a pore size of from 5 .ANG. to 8 .ANG., under conversion conditions including a temperature of from 20.degree.
    Type: Grant
    Filed: December 30, 1996
    Date of Patent: January 5, 1999
    Assignee: Huntsman Specialty Chemicals Corporation
    Inventors: Pei-Shing Eugene Dai, John Frederick Knifton
  • Patent number: 5827929
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Z--O--C(R.sup.1 R.sup.2 R.sup.3)wherein M is an alkali metal; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl groups containing lower alkoxy, lower alkylthio, and lower dialkylamino groups, aryl or substituted aryl groups containing lower alkoxy, lower alkylthio, and lower dialkylamino groups, and their employment as initiators in the anionic polymerization of olefin containing monomers in an inert, hydrocarbon solvent comprising reacting an omega-protected-1-haloalkyl with lithium metal dispersion having a particle size between 10 and 300 millimicrons in size, at a temperature between 35.degree. and 130.degree. C. in an alkane solvent containing 5 to 10 carbon atoms.
    Type: Grant
    Filed: April 12, 1996
    Date of Patent: October 27, 1998
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Eric J. Granger, John F. Engel, Conrad W. Kamienski
  • Patent number: 5821307
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Q.sub.n --Z--OA(R.sup.1 R.sup.2 R.sup.3)wherein M is defined as an alkali metal, selected from the group consisting of lithium, sodium and potassium, Q is an aromatic substituted saturated hydrocarbyl group produced by the incorporation of one or more alkenyl substituted aromatic hydrocarbons containing 8-25 carbon atoms into the M--Z linkage; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from carbon and silicon; R.sup.1, R.sup.2, and R.sup.
    Type: Grant
    Filed: May 23, 1996
    Date of Patent: October 13, 1998
    Assignee: FMC Corporation
    Inventors: James Anthony Schwindeman, Conrad William Kamienski, Eric John Granger, Robert Charles Morrison
  • Patent number: 5808161
    Abstract: A process has been discovered to employ an inert or unreactive solvent in the liquid phase process for production of isopropyl alcohol and diisopropyl ether from a propylene-rich hydrocarbon feedstream and water where the process is carried out in contact with acidic aluminosilicate catalyst particles. When an inert solvent is used, oxygenates production is enhanced and catalyst productivity is substantially increased.
    Type: Grant
    Filed: December 4, 1995
    Date of Patent: September 15, 1998
    Assignee: Mobil Oil Corporation
    Inventors: Stephen H. Brown, Jeffrey C. Trewella
  • Patent number: 5779942
    Abstract: This dialkylmagnesium is represented by the formula R--(CH.sub.2 --CH.sub.2).sub.n --Mg--(CH.sub.2 --CH.sub.2).sub.n' --R', (E--O--E').sub.x, where R and R' each independently represent a C.sub.1 -C.sub.20 hydrocarbon residue, branched or not, substituted or not, of the alkyl, cycloalkyl or aralkyl type; n and n', identical or substantially identical, represent an average number of --CH.sub.2 --CH.sub.2 -- linkages such that the average number of carbon atoms in each of the two chains borne by Mg is greater than 20; E and E', identical or different, each represent an alkyl radical, linear or cyclical, branched or not; and 0.ltoreq.x.ltoreq.2, x being the average value of the number of moles of E--O--E' ether complexed to the dialkylmagnesium. In order to prepare a dialkylmagnesium of this type, ethylene is polymerized in an anhydrous, de-oxygenated hydrocarbonaceous solution by means of a catalyst Cp*.sub.2 MCl.sub.2 Li(OEt.sub.2).sub.
    Type: Grant
    Filed: April 5, 1996
    Date of Patent: July 14, 1998
    Assignees: Enichem S.p.A., Universite des Sciences et Technologies de Lille
    Inventors: Jean-Fran.cedilla.ois Pelletier, Karel Bujadoux, Xavier Olonde, Emmanuel Adisson, Andre Mortreux, Thomas Chenal
  • Patent number: 5772898
    Abstract: This invention relates to hydrocarbon conversion processes using a novel crystalline metallo manganese oxides that have the hollandite structure. The composition is represented by the formulaA.sub.y Mn.sub.8-x M.sub.x O.sub.16where A is a templating agent such as potassium, ammonium, and y varies from about 0.5 to about 2.0, M is a metal such as chromium, vanadium, gallium, antimony and x varies from about 0.01 to about 4.0. These oxides have a three-dimensional structure with manganese and the M metals forming the framework. Examples of the processes in which these compositions can be used are oxydehydrogenation and ammoxidation. These compositions are also effective for oxidizing cyanide in aqueous streams.
    Type: Grant
    Filed: May 2, 1997
    Date of Patent: June 30, 1998
    Assignee: UOP LLC
    Inventor: Gregory J. Lewis
  • Patent number: 5744652
    Abstract: Methyl tertiary butyl ether is prepared from TBA contaminated with oxygen-containing impurities by decomposing the impurities to gaseous products, by charging the thus-treated tertiary butyl alcohol and methanol to an etherification reactor to form an etherification reaction product, by distilling the etherification reaction product to provide a lower boiling fraction containing isobutylene, methanol and methyl tertiary butyl ether by charging the lower boiling fraction to a finishing reactor to react the isobutylene and methanol contained therein to from additional MTBE and by recovering MTBE from the etherification reaction product and the isobutylene conversion product.
    Type: Grant
    Filed: March 10, 1997
    Date of Patent: April 28, 1998
    Assignee: Huntsman Specialty Chemicals Corp.
    Inventors: Pei-Shing Eugene Dai, Laurence Darrel Neff, Kyle Lee Preston, Rei-Yu Judy Hwan
  • Patent number: 5696277
    Abstract: Lipid prodrugs of phosphonoacids and their analogs that have increased antiviral activity over the parent drugs in inhibiting cytomegalovirus and other susceptible viruses.
    Type: Grant
    Filed: November 15, 1994
    Date of Patent: December 9, 1997
    Assignee: Karl Y. Hostetler
    Inventors: Karl Y. Hostetler, Ganesh D. Kini
  • Patent number: 5663450
    Abstract: This invention encompasses a substantially homogeneous lipid chemoattractant released from stressed mammalian tissue which is a neutral lipid which is acid labile and stable to base and is stable in boiling water. This lipid recruits macrophages but not neutrophils to stressed tissue. The invention also encompasses a method for detecting injured tissue by detecting the presence of the above described lipid chemoattractant in body fluids such as urine, serum and saliva. The invention also includes a method for reducing recruitment of macrophages to injured tissue by reducing the amount of the above lipid chemoattractant or by blocking the interaction of this lipid chemoattractant with its macrophage binding site. The addition of this lipid chemoattractant to injured skin tissue promotes healing.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: September 2, 1997
    Assignee: CV Therapeutics
    Inventors: George F. Schreiner, Louis G. Lange, III
  • Patent number: 5659090
    Abstract: The invention concerns steps in a process for the synthesis of at least one alkyl tertiobutyl ether, preferably respectively MTBE or ETBE, from at least one alcohol and from isobutene, each synthesized at least partially from natural gas. The alcohol, preferably methanol or ethanol respectively, is synthesized at least partially from synthesis gas, a portion of said synthesis gas being prepared in a natural gas steam prereforming zone. The isobutene is synthesized in a series of processes which includes direct transformation of natural gas to ethylene, known as oxidative coupling of methane (OCM), dimerisation of ethylene to normal butene, isomerisation of n-butene to isobutene, and the separation units associated therewith.
    Type: Grant
    Filed: October 19, 1995
    Date of Patent: August 19, 1997
    Assignees: Institut Francais Du Petrole, Elf Aquitaine Production
    Inventors: Charles Cameron, Patrick Chaumette, Quang Dang Vu, Jacques Bousquet, Jacques Tournier-Lasserve, Guy Desgrandchamps
  • Patent number: 5621149
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Z--O--C(R.sup.1 R.sup.2 R.sup.3)wherein M is an alkali metal; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl, aryl or substituted aryl groups, and their employment as initiators in the anionic polymerization of olefin containing monomers in an inert, hydrocarbon solvent comprising reacting an omega-protected-1-haloalkyl with lithium metal dispersion having a particle size between 10 and 300 millimicrons in size, at a temperature between 35.degree. and 130.degree. C. in an alkane solvent containing 5 to 10 carbon atoms.
    Type: Grant
    Filed: May 8, 1995
    Date of Patent: April 15, 1997
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Eric J. Granger, John F. Engel, Conrad W. Kamienski
  • Patent number: 5616745
    Abstract: New lipopolyamines of general formula (I), their salts, their preparation and their use. ##STR1## n=1 to 5 and m=2 to 6 R represents a radical ##STR2## (R.sub.1 and R.sub.2 : aliphatic radical containing 12 to 22 carbon atoms; R: hydrogen atom or alkyl radical optionally substituted with phenyl), or a radical ##STR3## (X=CH.sub.2, CO; R.sub.3 and R.sub.4 aliphatic radical containing 11 to 21 carbon atoms), their preparation and their use.The lipopolyamines of general formula (I) are especially useful as vectors for the transfection of eukaryotic cells.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 1, 1997
    Assignee: Centre National de la Recherche Scientifique
    Inventors: Jean-Paul Behr, Jean-Philippe Loeffler
  • Patent number: 5600021
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Z--O--C(R.sup.1 R.sup.2 R.sup.3)wherein M is an alkali metal; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl, aryl or substituted aryl groups, and their employment as initiators in the anionic polymerization of olefin containing monomers in an inert, hydrocarbon solvent comprising reacting an omega-protected-1-haloalkyl with lithium metal dispersion having a particle size between 10 and 300 millimicrons in size, at a temperature between 35.degree. and 130.degree. C. in an alkane solvent containing 5 to 10 carbon atoms.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: February 4, 1997
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Eric J. Granger, John F. Engel, Conrad W. Kamienski
  • Patent number: 5589597
    Abstract: A method of production of an ether compound from an acetal compound or a ketal compound which is excellent in conversion and selectivity and does not cause corrosion of apparatuses and a novel useful polyvinyl ether compound as lubricating oil for compression-type refrigerators, electric insulation oil and the like are disclosed. The method of production of the present invention comprises reaction of an acetal compound or a ketal compound with hydrogen in the presence of a solid catalyst having acidic property and hydrogenation ability to produce the corresponding ether compound. The polyvinyl ether compound of the present invention comprises the constituting unit expressed by the general formula: ##STR1## (characters in the general formula are the same as those described in the specification), contains none of unsaturated bond, acetal structure and aldehyde structure in the molecule and has weight average molecular weight in the range of 300 to 3000.
    Type: Grant
    Filed: December 14, 1995
    Date of Patent: December 31, 1996
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Tatsuya Egawa, Yasuhiro Kawaguchi, Kenji Mogami, Nobuaki Shimizu
  • Patent number: 5563301
    Abstract: Methyl tertiary butyl ether is sequentially prepared from tertiary butyl alcohol and methanol by:passing tertiary butyl alcohol and methanol through a primary reaction zone to form a primary etherification reaction product comprising unreacted methanol, unreacted tertiary butyl alcohol, water, dimethyl ether, isobutylene and methyl tertiary butyl ether;separating the primary etherification reaction product into a methanol recycle fraction, a tertiary butyl alcohol recycle fraction, an isobutylene fraction and a methyl tertiary butyl ether product fraction;recycling the methanol recycle fraction and the tertiary butyl alcohol recycle fraction to the methyl tertiary butyl ether etherification reaction zone;passing at least a portion of said isobutylene fraction together with added methanol through a secondary reaction zone to form a secondary etherification reaction product comprising water, methanol, isobutylene, DME, methyl tertiary butyl ether and tertiary butyl alcohol; andrecovering the methyl tertiary but
    Type: Grant
    Filed: November 28, 1994
    Date of Patent: October 8, 1996
    Assignee: Texaco Development Corp.
    Inventors: Kyle L. Preston, Lawrence E. Tillotson, Rei-Yu J. Hwan
  • Patent number: 5559275
    Abstract: A process is provided for the production of branched C.sub.4+ oxygenates from lower alcohols such as methanol, ethanol, propanol and mixtures thereof. The process comprises contacting the lower alcohols with a solid catalyst comprising a mixed metal oxide support having components selected from the group consisting of oxides of zinc, magnesium, zirconia, titanium, manganese, chromium, and lanthanides, and an activation metal selected from the group consisting of Group VIII metal, Group IB metals, and mixtures thereof. The advantage of the process is improved yields and selectivity to isobutanol which can subsequently be employed in the production of high octane motor gasoline.
    Type: Grant
    Filed: February 21, 1995
    Date of Patent: September 24, 1996
    Assignee: UOP
    Inventor: Paul T. Barger
  • Patent number: 5523493
    Abstract: The invention concerns a process for the synthesis of at least one alkyl tertiobutyl ether, preferably respectively MTBE or ETBE, from at least one alcohol and from isobutene, each synthesized at least partially from natural gas. The alcohol, preferably methanol or ethanol respectively, is synthesized at least partially from synthesis gas, a portion of said synthesis gas being prepared in natural gas steam prereforming zone. The isobutene is synthesized in a series of processes which includes direct transformation of natural gas to ethylene, known as oxidative coupling of methane (OCM), dimerization of ethylene to normal butene, isomerization of n-butene to isobutene, and the separation units associated therewith.
    Type: Grant
    Filed: October 17, 1994
    Date of Patent: June 4, 1996
    Assignees: Institut Francais Du Petrole, Elf Aquitaine Production
    Inventors: Charles Cameron, Patrick Chaumette, Quang Dang Vu, Jacques Bousquet, Jacquos Tournier-Lasserve, Guy Desgrandchamps
  • Patent number: 5523491
    Abstract: A method of production of an ether compound from an acetal compound or a ketal compound which is excellent in conversion and selectivity and does not cause corrosion of apparatuses and a novel useful polyvinyl ether compound as lubricating oil for compression-type refrigerators, electric insulation oil and the like are disclosed. The method of production of the present invention comprises reaction of an acetal compound or a ketal compound with hydrogen in the presence of a solid catalyst having acidic property and hydrogenation ability to produce the corresponding ether compound.
    Type: Grant
    Filed: December 8, 1994
    Date of Patent: June 4, 1996
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Tatsuya Egawa, Yasuhiro Kawaguchi, Kenji Mogami, Nobuaki Shimizu
  • Patent number: 5523447
    Abstract: A process for preparing easily separable solutions of organolithium compounds comprising the steps of reacting lithium metal, in the form of cast or extruded ingots or pieces cut therefrom, with an organo halide in mole ratios ranging from 3:1 to 20:1 in a solvent selected form a group of liquid hydrocarbons, alkyl ethers, and mixtures thereof under an inert atmosphere for one to ten hours with moderate stirring, cooling the resulting product, and separating the solution of the organolithium compound from the reacted lithium metal and by-product lithium chloride in the reactor.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: June 4, 1996
    Assignee: FMC Corporation
    Inventors: Conrad W. Kamienski, James A. Schwindeman, B. Troy Dover, Robert C. Morrison
  • Patent number: 5516960
    Abstract: The present invention is directed to method for chemically converting polyhydric alcohols to a mixture of hydrocarbons and halocarbons. The invention is also directed to a process for converting cellulose or hemicellulose to hydrocarbon fuels.
    Type: Grant
    Filed: August 2, 1994
    Date of Patent: May 14, 1996
    Assignee: Board of Regents, The University of Texas System
    Inventor: J. Michael Robinson
  • Patent number: 5476972
    Abstract: Disclosed is a one-step method for synthesis of ethers from mixtures of acetone and t-butyl alcohol which comprises reacting an acetone-rich feed over a bifunctional catalyst comprising 5%-45% by weight hydrogenation catalyst on 55%-95% of the total catalyst weight of a support comprising a zeolite and a Group III or IV oxide.
    Type: Grant
    Filed: January 28, 1994
    Date of Patent: December 19, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: Pei-Shing E. Dai, Robert J. Taylor, Jr., John F. Knifton, Bobby R. Martin
  • Patent number: 5473105
    Abstract: A process for concurrently producing diisopropyl ether and isopropyl ethyl ether from water, ethanol from an independent source, and propylene, has been developed. The product mixture may be used as a high octane number booster due mainly to the presence of the diisopropyl ether and to a lesser extent, the isopropyl ethyl ether. Furthermore, the product mixture, upon blending with gasoline, incorporates a renewable resource into the gasoline since the isopropyl ethyl ether is produced from ethanol. Optionally, the product mixture may be passed through an acid removal zone to remove acid, if present, before being recycled or further processed. A portion of the product mixture is recycled to the reaction zone to increase the conversion of reactants to products.
    Type: Grant
    Filed: October 4, 1994
    Date of Patent: December 5, 1995
    Assignee: UOP
    Inventors: Terry L. Marker, Robert J. Schmidt, Richard E. Marinangeli, Allyn T. Gilbert
  • Patent number: 5446210
    Abstract: A process for the production of polyol ethers comprising the steps ofA) reacting a mixture of at least one polyol and at least one carbonyl compound of the formulaR.sup.1 --CO--R.sup.2 (I)in which R.sup.1 and R.sup.2 independently of one another represent hydrogen or aliphatic hydrocarbon radicals containing 1 to 22 carbon atoms and 0, 1, 2, or 3 double bonds, with hydrogen at an elevated temperature in the presence of a hydrogenation catalyst which is insoluble in the reaction mixture; andB) removing the polyol ether-containing reaction product from the catalyst.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: August 29, 1995
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Udo Hees, Georg Assman, Fritz Schuster
  • Patent number: 5414145
    Abstract: Tertiary butyl alcohol (TBA) is prepared by non-catalytically reacting isobutane with oxygen to provide a reaction product comprising isobutane, peroxides including tertiary butyl hydroperoxide and impurities, charging the de-isobutanized reaction product and a soluble hydroperoxide decomposition catalyst to a first hydroperoxide decomposition reactor fitted with a fractionating column to provide a liquid reaction product comprising TBA, catalyst, hydroperoxides, and contaminants, and a vaporized decomposition product, cooling said vaporized reaction product to provide a condensate, and recovering a portion as a TBA reaction product, charging the liquid reaction product to a second hydroperoxide decomposition reactor to substantially completely decompose the peroxides therein and to form a second hydroperoxide decomposition product, which is charged to a second distillation column and separated therein into a third lighter overhead fraction comprising TBA, and a third heavier liquid fraction comprising normal
    Type: Grant
    Filed: August 11, 1994
    Date of Patent: May 9, 1995
    Assignee: Texaco Chemical Inc.
    Inventors: Yu-Hwa E. Sheu, John R. Sanderson, Mark A. Mueller, William A. Smith
  • Patent number: 5401886
    Abstract: Disclosed herein is a partially fluorinated polymer containing cyclic units. The polymer is particularly useful in for coatings and encapsulants. Also disclosed herein is the novel monomer from which the polymer is made, and a novel intermediate for that monomer.
    Type: Grant
    Filed: May 19, 1994
    Date of Patent: March 28, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Zhen-Yu Yang
  • Patent number: 5352812
    Abstract: The metathesis of functionalized and unfunctionalized acyclic olefins using catalyst compositions containing iridium and silver in a molar ration of 3 to 1.
    Type: Grant
    Filed: July 8, 1993
    Date of Patent: October 4, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Jerald Feldman, Marcia B. France
  • Patent number: 5342702
    Abstract: A synergistic process for the production of carbon dioxide comprises preparing a feed stream comprising an organic combustible fuel and hydrogen; introducing the feed stream and air into a cogeneration reactor for combusting the feed stream and producing steam, electricity and stack gases containing carbon dioxide; using at least a portion of said electricity to electrolyze water to produce hydrogen and oxygen; recovering the hydrogen and oxygen and recycling at least a portion of the hydrogen for preparation of the feed stream; and, recovering the carbon dioxide from the stack gases.
    Type: Grant
    Filed: January 5, 1993
    Date of Patent: August 30, 1994
    Assignee: Integrated Energy Development Corp.
    Inventor: Norman J. MacGregor
  • Patent number: 5273686
    Abstract: Organic-solvent soluble magnesium hydrides or formulas ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamino, aralkyl, aryl or diarylamino group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine, ##STR2## is a chelating ligand, E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamino, diarylamino or alkoxy group, each with up to 18 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: August 28, 1991
    Date of Patent: December 28, 1993
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Borislav Bogdanovic, Manfred Schwickardi
  • Patent number: 5260492
    Abstract: Disclosed herein are novel monomers of the formula CF.sub.2 .dbd.CF(CF.sub.2).sub.n CH.sub.2 OCF.dbd.CF.sub.2, wherein n is 1, 2 or 3, and novel intermediates of the formula CF.sub.2 ClCFCl(CF.sub.2).sub.n CH.sub.2 OCF.dbd.CF.sub.2 wherein n is 1, 2 or 3. Also disclosed is a fluoropolymer containing cyclic units when the monomer wherein n is 1 is free radically polymerized. The polymer is particularly useful in for coatings and encapsulants.
    Type: Grant
    Filed: December 21, 1992
    Date of Patent: November 9, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Andrew E. Feiring, Bruce E. Smart, Zhen-Yu Yang
  • Patent number: 5210322
    Abstract: A process for preparing ethers which comprises contacting a carboxylated ether with a metal oxide catalyst under conditions effective to produce the ether.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: May 11, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stephen W. King, Kurt D. Olson
  • Patent number: 5208357
    Abstract: There are provided enantiomerically enhanced chiral substituted cyclopentadienyl ligands and compounds thereof, and a process for their making comprising contacting a substituted fulvene or derivative thereof with an enantiomerically enhanced or pure nucleophile having at least one chiral center. There are further provided enantiomerically enhanced chiral organometallic complexes having one or more chiral substituted cyclopentadienyl groups.
    Type: Grant
    Filed: December 31, 1990
    Date of Patent: May 4, 1993
    Assignee: Exxon Chemical Patents, Inc.
    Inventor: Eric A. Mintz
  • Patent number: 5164497
    Abstract: A decarboxylation process which comprises contacting a carboxylated compound with a metal oxide catalyst under conditions effective to decarboxylate the carboxylated compound.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: November 17, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stephen W. King, Kurt D. Olson, Bernard C. Ream
  • Patent number: 5141676
    Abstract: Organic-solvent soluble magnesium hydrides of the formulas(MgH.sub.2).sub.n. MgQ.sub.2 (II)(MgH.sub.2).sub.n. RMgX (III) ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamino, aralkyl, aryl or diarylamino group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine,--E D.fwdarw. is a chelating ligand,E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamino, diarylamino or alkoxy group, each with up to 19 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: April 17, 1991
    Date of Patent: August 25, 1992
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Borislav Bogdanovic, Manfred Schwickardi