Ether Oxygen Bonded Directly To A Benzene Ring Patents (Class 568/608)
  • Patent number: 5773525
    Abstract: Oligomeric polyoxyalkylene polyethers are prepared by oxyalkylating a low molecular weight hydroxyl-functional starter molecule with one or more alkylene oxides in the presence of a solid, heterogeneous magnesium oxide catalyst. The catalyst is readily and rapidly removed by simple filtration to yield a polyether with minimal metal ion content suitable for use directly or as a starter molecule for further double metal cyanide complex catalyzed oxyalkylation.
    Type: Grant
    Filed: June 20, 1997
    Date of Patent: June 30, 1998
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Jose F. Pazos
  • Patent number: 5679764
    Abstract: Oligomeric polyoxyalkylene polyethers are prepared by oxyalkylating a low molecular weight hydroxyl-functional starter molecule with one or more alkylene oxides in the presence of a solid, heterogeneous magnesium oxide catalyst. The catalyst is readily and rapidly removed by simple filtration to yield a polyether with minimal metal ion content suitable for use directly or as a starter molecule for further double metal cyanide complex catalyzed oxyalkylation.
    Type: Grant
    Filed: November 6, 1995
    Date of Patent: October 21, 1997
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Jose F. Pazos
  • Patent number: 5621133
    Abstract: Novel compounds having the formula ##STR1## and the pharmaceutically acceptable salts, esters and amides thereof, whereinA is --O--, --S-- or --CR.sup.2 R.sup.8 --;R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, X and Y are specifically defined; andup to one combination of (a) R.sup.2 and R.sup.5, (b) R.sup.5 and R.sup.6, (c) R.sup.5 and R.sup.7, (d) R.sup.6 and R.sup.7, and (e) R.sup.7 and Y, taken together with the atoms to which they are attached, may form a ring, the compounds being useful for treating dopamine-related neurological, psychological and cardiovascular disorders as well as in the treatment of cognitive impairment, attention deficit disorder, and substance abuse and other addictive behavior disorders.Also disclosed are intermediates and processes useful in the preparation of the above compounds.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: April 15, 1997
    Inventors: Michael P. DeNinno, Richard J. Perner
  • Patent number: 5591884
    Abstract: Novel compounds having the formula ##STR1## and the pharmaceutically acceptable salts, esters and amides thereof, whereinA is --O--, --S-- or --CR.sup.2 R.sup.8 --;R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10, X and Y are specifically defined; andup to one combination of (a) R.sup.2 and R.sup.5, (b) R.sup.5 and R.sup.6, (c) R.sup.5 and R.sup.7, (d) R.sup.6 and R.sup.7, and (e) R.sup.7 and Y, taken together with the atoms to which they are attached, may form a ring, the compounds being useful for treating dopamine-related neurological, psychological and cardiovascular disorders as well as in the treatment of cognitive impairment, attention deficit disorder, and substance abuse and other addictive behavior disorders.Also disclosed are intermediates and processes useful in the preparation of the above compounds.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: January 7, 1997
    Assignee: Abbott Laboratories
    Inventors: Michael P. DeNinno, Richard J. Perner
  • 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: 5539129
    Type: Grant
    Filed: July 22, 1994
    Date of Patent: July 23, 1996
    Assignee: L'Oreal
    Inventors: Alexandre Zysman, Henri Sebag, Alain Ribier, Guy Vanlerberghe, Claude Mahieu, Claude Berthelot
  • Patent number: 5536881
    Abstract: A polyoxyalkylene glycol derivative which has at least one constitutional unit represented by the general formula: ##STR1## wherein R.sup.1 to R.sup.4 are each hydrogen, a monovalent hydrocarbon group having 1 to 10 carbon atoms or a group represented by the general formula: ##STR2## wherein R.sup.5 and R.sup.6 are each hydrogen, a monovalent hydrocarbon group having 1 to 10 carbon atoms or an alkoxyalkyl group having 2 to 20 carbon atoms, R.sup.7 is an alkylene group having 2 to 5 carbon atoms, a substituted alkylene group having 3 to 5 total carbon atoms with an alkyl group as a substituent, or a substituted alkylene group having 4 to 10 total carbon atoms with an alkoxyalkyl group as a substituent, n' is an integer of 0 to 20 and R.sup.8 is a monovalent hydrocarbon group having 1 to 10 carbon atoms with at least one of R.sup.1 to R.sup.4 being a group represented by the general formula (II).
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: July 16, 1996
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Yasuhiro Kawaguchi, Nobuaki Shimizu, Masato Kaneko
  • 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: 5494595
    Abstract: This invention discloses an oil soluble polyether composition, comprising: ##STR1## wherein R is either a C.sub.14-20 alkyl or C.sub.9-12 alkylphenyl; A is ##STR2## where x is from 7 to 13; i, j, k, and l are each independently from 0 to 35 and the sum (i+j+k+l) is from 8 to 35;o, p, and q are each independently 0 to 1 and the sum (o+p+q) is from 0 to 3; and,the average mole ratio of the glycidyl ether monomeric unit A to the initiator unit RO is from 0.4:1 to 1.5:1.This invention also discloses an anionic polymerization process for producing an oil soluble polyether composition, comprising reacting a mixture of propylene oxide and a C.sub.8-14 alkyl glycidyl ether with an initiator obtained from the group consisting of a C.sub.14-20 alkanol and a C.sub.9-12 alkylphenol under the influence of an alkaline metal alkoxide catalyst.
    Type: Grant
    Filed: December 30, 1994
    Date of Patent: February 27, 1996
    Assignee: Huntsman Corporation
    Inventor: Edward C. Y. Nieh
  • Patent number: 5491004
    Abstract: A method for applying a low soil finish to spun synthetic textile fibers comprising applying to the spun fibers a low soil finish composition containing a dry, waxy solid component which comprises one or more of the following:A) a bisamide of the formula ##STR1## wherein R and R" can be the same or different and are straight or branched alkyl groups having from 7 to 19 carbon atoms, R' is a C.sub.2 -C.sub.4 linear alkyl group, and x is an integer of from 0 to 5;B) a block copolymer of ethylene oxide and propylene oxide; pa C) the reaction product of a C.sub.8-20 saturated fatty alcohol, a C.sub.8-20 saturated fatty amine, or a phenol, with from 2 to 250 moles of ethylene oxide, andD) a C.sub.8-22 fatty acid ester.
    Type: Grant
    Filed: May 26, 1994
    Date of Patent: February 13, 1996
    Assignee: Henkel Corporation
    Inventors: Elbert H. Mudge, Thomas D. Brabson
  • Patent number: 5457241
    Abstract: This invention relates to the polyalk-1-enyl ethers having the formula ##STR1## which is the reaction product of a hydroxylated compound and an alk-1-enyloxy oxirane and to the process for preparing the polyalk-1-enyl ether product.
    Type: Grant
    Filed: January 5, 1994
    Date of Patent: October 10, 1995
    Assignee: ISP Investments Inc.
    Inventors: Jeffrey S. Plotkin, Kolazi S. Narayanan, Paul D. Taylor
  • Patent number: 5446186
    Abstract: The synthesis and compound of a new caged calcium which is an ortho-nitrophenyl derivative of EGTA and various intermediates. It is synthesized in ten steps and 24% overall yield. The photosensitive chelator, nitrophenyl-EGTA, has a K.sub.d for Ca.sup.2+ of 80 nM and for Mg.sup.2+ of 8.8 mM. Upon exposure to ultra-violet light (in the region of 350 nm), the chelator is cleaved, yielding iminodiacetic acid photoproducts with known low Ca-affinity (K.sub.d =1 mM). The quantum yield of photolysis of nitrophenyl-EGTA in the presence of Ca.sup.a+ is 0.23 and in the absence of Ca.sup.2+ is 0.20. In experiments with chemically skinned skeletal muscle fibers, a fully relaxed fiber equilibrated with nitrophenyl-EGTA:Ca.sup.2+ complex, in the presence of physiological [Mg.sup.2+ ] (i.e. 1.0 mM), produced maximal contraction after a single flash from a frequency doubled ruby laser (347 nm). Half-maximal tension was achieved in 18 ms at 15.degree. C.
    Type: Grant
    Filed: November 9, 1993
    Date of Patent: August 29, 1995
    Inventors: Graham C. R. Ellis-Davies, Jack H. Kaplan
  • Patent number: 5422417
    Abstract: Substituted phenyl compounds endowed with chain extension activity for formulations such as polyurethanes are disclosed, and which have the general formula: ##STR1## wherein n is 1-1000 and m is 1-100; and R.sub.1 and R.sub.2 are each independently selected from the group --C.sub.2 H.sub.4 -- and --C.sub.3 H.sub.6 --; and R.sub.3 is from the group consisting of: ##STR2## and the diasteromeric salts thereof.
    Type: Grant
    Filed: March 31, 1994
    Date of Patent: June 6, 1995
    Assignee: Hoechst Celanese Corporation
    Inventors: Michael T. Sheehan, James R. Sounik, William W. Wilkison, III
  • Patent number: 5366517
    Abstract: A fuel additive composition comprising:(a) a poly(oxyalkylene) hydroxyaromatic ether having the formula: ##STR1## or a fuel-soluble salt thereof; where R.sub.1 and R.sub.2 are each independently hydrogen, hydroxy, lower alkyl having 1 to 6 carbon atoms, or lower alkoxy having 1 to 6 carbon atoms; R.sub.3 and R.sub.4 are each independently hydrogen or lower alkyl having 1 to 6 carbon atoms; R.sub.5 is hydrogen, alkyl having 1 to 30 carbon atoms, phenyl, aralkyl or alkaryl having 7 to 36 carbon atoms, or an acyl group of the formula: ##STR2## where R.sub.6 is alkyl having 1 to 30 carbon atoms, phenyl, or aralkyl or alkaryl having 7 to 36 carbon atoms; n is an integer from 5 to 100; and x is an integer from 0 to 10; and(b) a poly(oxyalkylene) amine having at least one basic nitrogen atom and a sufficient number of oxyalkylene units to render the poly(oxyalkylene) amine soluble in hydrocarbons boiling in the gasoline or diesel fuel range.
    Type: Grant
    Filed: December 18, 1992
    Date of Patent: November 22, 1994
    Assignee: Chevron Research and Technology Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5362835
    Abstract: A process for the production of a material having an increased molecular weight relative to the diepoxide starting material the material being either a hydroxy-terminated or an epoxy-terminated material comprisinga) reacting a diepoxide with a dihydroxy compound, in the presence, as catalyst, of a triflate salt of a metal of Group IIA, IIB, IIIA, IIIB, or VIIIA of the Periodic Table of Elements (according to the IUPAC 1970 convention);b) de-activating the triflate salt catalyst; andc) optionally advancing the material produced in step b), with an aromatic diol or phenol.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: November 8, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: William M. Rolfe, Michael R. Thoseby, Bryan Dobinson
  • Patent number: 5346983
    Abstract: Substituted phenyl compounds endowed with chain extension activity for formulations such as polyurethanes are disclosed, and which have the general formula: ##STR1## wherein n is 1-1000; R.sub.1 .dbd.R.sub.2, and R.sub.1 and R.sub.2 are from the group --CH.sub.2 --CH.sub.2, --CH.sub.2 --C(CH.sub.3)H--; and --C(CH.sub.3)H--CH.sub.2 --; and R.sub.3 is from the group consisting of: ##STR2## and the diasteromeric salts thereof.
    Type: Grant
    Filed: May 28, 1993
    Date of Patent: September 13, 1994
    Assignee: Hoechst Celanese Corporation
    Inventors: Michael T. Sheehan, James R. Sounik, Bret F. Hann, William W. Wilkison, III
  • Patent number: 5344996
    Abstract: The removal of basic alkaline earth metal catalysts from alcohol alkoxylate product streams using acid days wetted with water is described. The catalyst level may be reduced to 1 ppm or less in many instances. Effective acid days include, but are not limited to silica days, silica magnesia clays, alumina, montmorillonite days, mixtures thereof and the like. Contacting of the day with the alcohol alkoxylate may take place at ambient to 120.degree. C.
    Type: Grant
    Filed: October 1, 1992
    Date of Patent: September 6, 1994
    Assignee: Texaco Chemical Company
    Inventors: Edward C. Nieh, Michael Cuscurida
  • Patent number: 5334772
    Abstract: This invention relates to the polyalk-1-enyl ethers having the formula ##STR1## which is the reaction product of a hydroxylated compound and an alk-1-enyloxy oxirane and to the process for preparing the polyalk-1-enyl ether product.
    Type: Grant
    Filed: April 13, 1992
    Date of Patent: August 2, 1994
    Assignee: ISP Investments Inc.
    Inventors: Jeffrey S. Plotkin, Kolazi S. Narayanan, Paul D. Taylor
  • Patent number: 5324862
    Abstract: The surfactant of this invention is a compound of general formula (I) ##STR1## wherein R.sub.1 is an alkyl, alkenyl or aralkyl group containing 6 to 18 carbon atoms; R.sub.2 is a hydrogen atom or an alkyl, alkenyl or aralkyl group containing 6 to 18 carbon atoms; R.sub.3 is a hydrogen atom or a propenyl group; A is an alkylene group of 2 to 4 carbon atoms; n is an integer of 1 to 200.
    Type: Grant
    Filed: February 18, 1993
    Date of Patent: June 28, 1994
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Kinya Yokota, Akinobu Ichihara, Hitoshi Shinike
  • Patent number: 5321167
    Abstract: An alkoxidation production low in alkylene oxide and 1,4-dioxane content is prepared by reacting an alkylphenol or fatty alcohol with an alkylene oxide in the presence of an alkali fatty alkoxide obtained by direct reaction of an alkali hydroxide with a fatty alcohol at elevated temperature.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: June 14, 1994
    Assignee: Huls Aktiengesellschaft
    Inventors: Egbert Schroer, Klaus Schulze, Ekkehard Wienhofer
  • Patent number: 5300589
    Abstract: Substituted triphenyl compounds endowed with chain extension activity for formulations such as polyurethanes are disclosed, and which have the general formula: ##STR1## wherein n is 0-1000; R.sub.1 .dbd.R.sub.2, and R.sub.1 and R.sub.2 are from the group --CH.sub.2 --CH.sub.2, --CH.sub.2 --C(CH.sub.3)H--; and --C(CH.sub.3)H--CH.sub.2 --.
    Type: Grant
    Filed: May 28, 1993
    Date of Patent: April 5, 1994
    Assignee: Hoechst Celanese Corporation
    Inventors: Michael T. Sheehan, James R. Sounik, William W. Wilkison, III
  • Patent number: 5300694
    Abstract: Novel phenol compounds of the formula: ##STR1## wherein R.sub.1 is an alkyl substituent of 15 carbon atoms, R is an ethyl or propyl substituent, and n is about 200.
    Type: Grant
    Filed: November 10, 1992
    Date of Patent: April 5, 1994
    Inventors: Ronald J. Smith, Stelio J. Elmi
  • Patent number: 5284980
    Abstract: Treatment of poly(tetramethylene ether) glycols with acid catalysts at elevated temperatures leads to a chain coupling with rapid increase in molecular weight. Various alcohols including diols and triols can be incorporated into poly(tetramethylene ether) glycol backbone with modified properties and performance.
    Type: Grant
    Filed: October 26, 1992
    Date of Patent: February 8, 1994
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Gerfried Pruckmayr, Robert B. Osborne
  • Patent number: 5268510
    Abstract: A process for reducing volatile, odor-causing impurities in alkoxylated alcohols comprising adjusting the pH of an alkoxylated alcohol product mixture containing such impurities to a range of from about 7 to about 8.5 to produce an alkaline alkoxylated alcohol mixture and steam stripping the alkaline alkoxylated alcohol mixture at an elevated temperature for a period of time sufficient to produce a steam stripped alkoxylated alcohol containing a reduced amount of odor-causing impurities.
    Type: Grant
    Filed: October 8, 1992
    Date of Patent: December 7, 1993
    Assignee: Vista Chemical Company
    Inventors: Peter A. Schwab, Tonyette S. Sandoval
  • Patent number: 5225606
    Abstract: This invention relates to the alk-1-enyl ether reaction product of a hydroxylated compound and an alk-1-enyloxy oxirane containing from 0 to 95% alkyl epoxide.
    Type: Grant
    Filed: June 10, 1991
    Date of Patent: July 6, 1993
    Assignee: Isp Investments Inc.
    Inventors: Jeffrey S. Plotkin, Kolazi S. Narayanan, Paul D. Taylor
  • Patent number: 5216024
    Abstract: The present invention discloses new and useful compounds including methyl p-hydroxyphenyllactate, its analogues, chemical derivatives and chemically related compounds and their use as antitumor agents, as inhibitors of proliferative cell growth and as prophylactic agents to inhibit and prevent cancer and non-malignant cell growth.
    Type: Grant
    Filed: July 15, 1988
    Date of Patent: June 1, 1993
    Assignee: Baylor College of Medicine
    Inventors: Barry M. Markaverich, James H. Clark, Rebecca Gregory, Mary Alejandro, Brian S. Middleditch, Gregory A. Johnson, Rajender S. Varma
  • 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: 5210323
    Abstract: In the process described for the preparation of alkoxylates having a narrow distribution of homologs by reaction of compounds containing at least one hydroxyl group with alkylene oxide, complex compounds of antimony pentahalide with a special Lewis base are used as the catalysts. Alkoxylates having a narrow distribution of homologs and good color quality are obtained at a high conversion.
    Type: Grant
    Filed: May 28, 1992
    Date of Patent: May 11, 1993
    Assignee: Hoechst Aktiengese Ilschaft
    Inventors: Ignaz Wimmer, Rainer Kupfer
  • Patent number: 5210325
    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 catalyst which comprises one or more compounds comprising a rare earth element and phosphorus supported on an inert porous support. 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 10, 1992
    Date of Patent: May 11, 1993
    Assignee: Shell Oil Company
    Inventors: Richard A. Kemp, Paul R. Weider
  • Patent number: 5198570
    Abstract: Highly fluorinated aryloxyfluoroether esters, acids and alcohols, which are intermediates in the production of vinyl monomers, are provided. Also provided is a process for making aryloxyfluoroether esters by the base catalyzed addition of hydroxyaromatic compounds to perfluorovinylether esters.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: March 30, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Andrew E. Feiring
  • Patent number: 5196569
    Abstract: Trifluorovinyl ethers containing selected functional groups, and homo- and copolymers prepared from them, are disclosed, as well as intermediates useful in the preparation of the ethers.
    Type: Grant
    Filed: October 10, 1991
    Date of Patent: March 23, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ming-Hong Hung
  • Patent number: 5175374
    Abstract: The invention relates to a process for the separation of colloidal barium phosphate or colloidal barium sodium phosphate, used as a heterogeneous catalyst in the alkoxylation of an active hydrogen containing organic compound, from the alkoxylated product, which process comprises contacting the alkoxylated product with an amount of water sufficient to break the colloidal state of the barium phosphate or barium sodium phosphate, and collecting the phosphate.
    Type: Grant
    Filed: June 29, 1992
    Date of Patent: December 29, 1992
    Assignee: Shell Oil Company
    Inventors: Rudolf J. Wijngaarden, Kees Latjes, Jan Van Schaik
  • Patent number: 5162589
    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 sodium barium phosphate or potassium barium phosphate. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvent, and chemical intermediates.
    Type: Grant
    Filed: June 8, 1992
    Date of Patent: November 10, 1992
    Assignee: Shell Oil Company
    Inventors: Rudolf J. Wijngaarden, Kees Latjes
  • Patent number: 5126493
    Abstract: Alkoxylates of active hydrogen compounds having a peaked molecular weight distribution are prepared by reacting the active hydrogen compound with an alkylene oxide of from 2 to 4 carbon atoms using iron oxides as alkoxylation catalysts.
    Type: Grant
    Filed: April 5, 1991
    Date of Patent: June 30, 1992
    Inventors: Wolfgang Hoelderich, Jochen Houben, Gerhard Wolf, Michael G. Kinnaird
  • Patent number: 5118870
    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 a xerogel comprising one or more compounds comprising a rare earth element and phorphorus. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.
    Type: Grant
    Filed: April 23, 1990
    Date of Patent: June 2, 1992
    Assignee: Shell Oil Company
    Inventor: Richard A. Kemp
  • Patent number: 5110991
    Abstract: Disclosed is a novel method for alkoxylation alcohols by reacting the alcohols with epoxides over a heterogeneous catalyst comprising a fluoride of an element of Group I of the Periodic Table on an oxide of Group IIA or Group IIIA of the Periodic Table.
    Type: Grant
    Filed: April 1, 1991
    Date of Patent: May 5, 1992
    Assignee: Texaco Chemical Company
    Inventors: Donald H. Champion, George P. Speranza
  • Patent number: 5110992
    Abstract: A process for the preparation of a glycol ether by reacting an olefin oxide with an excess of an alcohol over a catalyst; characterized in that the catalyst comprises a material which has been prepared by calcination of an anionic double hydroxide clay having a structure comprising magnesium and aluminum in combination, followed by rehydration and subsequent recalcination.
    Type: Grant
    Filed: September 24, 1990
    Date of Patent: May 5, 1992
    Assignee: The British Petroleum Co., p.l.c.
    Inventors: Martin P. Atkins, William Jones, Malama Chibwe
  • Patent number: 5106885
    Abstract: What is provided herein are radiation curable compositions containing(a) multifunctional vinyl ether monomers having the formula:X--R.sub.1 --Y.sub.1 --R.sub.2 --Y.sub.2).sub.n CH.dbd.CH.sub.2 ].sub.mwhereX is a 5-8 membered ring, saturated or unsaturated;R.sub.1 is a direct bond or C.sub.1 -C.sub.10 straight or branched chain alkylene;Y.sub.1 and Y.sub.2 are independently oxygen or sulfur;R.sub.2 is C.sub.2 -C.sub.10 straight or branched chain alkylene;n is 0-10; andm is 3-5;(b) a cationic initiator, and, optionally,(c) a polymerizable vinyl ether, epoxide, or acrylate oligomer.
    Type: Grant
    Filed: November 3, 1989
    Date of Patent: April 21, 1992
    Assignee: ISP Investments Inc.
    Inventors: Kou-Chang Liu, Fulvio J. Vara, James A. Dougherty
  • Patent number: 5104987
    Abstract: This invention relates to a process for the alkoxylation of an active hydrogen-containing compound comprising contacting the active hydrogen-containing compound with an alkylene carbonate in the presence of a mixed metal oxide catalyst under conditions effective to alkoxylate the active hydrogen-containing compound.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: April 14, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Stephen W. King
  • Patent number: 5082591
    Abstract: A surface active agent formed by a polyoxethylenated and polyoxypropylenated di and/or tri (1-phenyl ethyl) phenol with 16 to 35 statistically distributed recurrent oxyalkylenated units. The ratio between the number of recurrent oxyethylenated units and the number of recurrent oxypropylenated units ranges from 75/25 to 90/10. The surface active agent is prepared by means of the reaction of a di and/or tri (1-phenyl ethyl) phenol and a mixture of monoethylene glycol and monopropylene glycol with a monoethylene giycol/monopropyleneglycol molar ratio ranging from 75/25 to 90/10. The surface active agent can be used for producing concentrated emulsifiable solutions of active materials, in particular phytosanitary materials.
    Type: Grant
    Filed: May 30, 1989
    Date of Patent: January 21, 1992
    Assignee: Rhone-Poulenc Chimie
    Inventors: Antonio Marchetto, Anghelito Mascheroni, Georges Ruffo
  • Patent number: 5069817
    Abstract: A process for the production of alkyl polyoxyethylenes showing improved low-temperature behavior, by reaction of alcohols with ethylene oxide at elevated temperature in the presence of basic alkali metal compounds as catalysts and subsequent neutralization of the alkaline catalyst with acids, which under prior art practice was impractical because of clogging of reaction vessels and equipment associated with precipitation of salts during neutralization, is made practical by adding a finely divided solid to serve as a precipitation control agent during neutralization. The finely divided solids used are, in particular, organic and/or inorganic materials known in the prior art as filter aids, such as kieselguhr and sawdust or other finely divided cellulose.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: December 3, 1991
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Karl Schmid, Alfred Meffert, Klaus Friedrich, Michael Langen, Klaus Herrmann
  • Patent number: 5059719
    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 C.sub.2 to C.sub.4 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 soluble basic compounds of one or more elements of the lanthanum series (atomic numbers 57-71, inclusive). The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates. When the process is applied to the preparation of alkylene oxide, particularly ethylene oxide, adducts of alkanols, particularly primary alkanols in the C.sub.6 to C.sub.24 range, the product is a valuable narrow range nonionic surfactant, characterized by relatively narrow distribution of alkylene oxide adducts.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: October 22, 1991
    Assignee: Shell Oil Company
    Inventor: Charles L. Edwards
  • 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: 5053507
    Abstract: Optical active compounds of the formula (1), (2), (3) and (4): ##STR1## The compounds (1), (2) and (3) are useful as raw materials of chiral dopants to be added for forming liquid crystal compositions, medicines or agricultural chemicals, and the compound (4) is useful as chiral dopants to be added for forming liquid crystal compositions.
    Type: Grant
    Filed: March 21, 1990
    Date of Patent: October 1, 1991
    Assignee: Arakawa Kagaku Kogyo Kabushiki Kaisha
    Inventors: Fumio Moriuchi, Hiroshi Yano, Kazushige Kajita
  • Patent number: 5045230
    Abstract: Thickening agents for aqueous systems are prepared by reacting aliphatic alcohols containing 8 to 22 carbon atoms with an ethylene oxide/propylene oxide mixture, then reacting the resulting polyether with 5 to 20 moles of ethylene oxide, and reacting the resulting alkoxylation product with a diepoxide, with 0.5 to 3 moles of alkoxylation product being used in the combination reaction per mole of diepoxide. The thickening agents may be blended with low molecular weight alcohol ethoxylates, and are especially suitable for hydraulic fluids.
    Type: Grant
    Filed: August 28, 1989
    Date of Patent: September 3, 1991
    Assignee: Akzo NV
    Inventors: Albert van de Berg, Doris Fitzek
  • 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: 4994626
    Abstract: A process for preparing an etherified polyoxyalkylene derivative of the formula ##STR1## wherein R.sup.1 and R.sup.4 are identical or different and are each independently C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.5 alkenyl, C.sub.6 -C.sub.20 aryl, C.sub.6 -C.sub.20 alkyl aryl, C.sub.6 -C.sub.20 cycloalkyl, and mixtures thereof, R.sup.2 and R.sup.3 are identical or different and independent of each other are H, CH.sub.3, CH.sub.3 CH.sub.2, and mixtures thereof, m, m' and n are identical or different and are each greater than or equal to zero, with the proviso that m+m'+n is from 3 to 300; by reacting a polyoxyalkylene compound of the formula.
    Type: Grant
    Filed: November 8, 1989
    Date of Patent: February 19, 1991
    Assignee: BASF Corporation
    Inventors: Ronald E. Greenough, Jay G. Otten, Stefan Birnbach, Jochen Houben
  • Patent number: 4987271
    Abstract: A method for purifying a polyoxyalkylene alcohol, which comprises treating with a treating agent consisting essentially of a pH buffer, a polyoxyalkylene alcohol containing a double metal cyanide complex catalyst, synthesized by ring-opening polymerization of an alkylene oxide in the presence of said catalyst, and then removing the catalyst and the treating agent from the polyoxyalkylene alcohol.
    Type: Grant
    Filed: February 14, 1990
    Date of Patent: January 22, 1991
    Assignee: Asahi Glass Company, Ltd.
    Inventors: Takashi Watabe, Hiromitsu Takeyasu, Takao Doi, Nobuaki Kunii
  • Patent number: 4973414
    Abstract: Monofunctional polyethers having hydroxyl groups contain as built-in terminal groups or monomers(a) 1 to 30% by weight of one or more C.sub.4 - to C.sub.24 -alkylmonophenols,(b) 1 to 30% by weight of one or more C.sub.8 - to C.sub.24 -monoalkanols,(c) 1 to 30% by weight of one or more C.sub.10 - to C.sub.20 -1,2-epoxyalkanes and(d) 45 to 80% by weight of propylene oxide or a lower alkylene oxide mixture consisting mainly of propylene oxidethe sum of components (a) to (d) adding up to 100% by weight, and have average molecular weights of 600 to 2,500.These polyethers are prepared by anionic epoxide polymerization and used as lubricants and components of lubricants.
    Type: Grant
    Filed: May 17, 1988
    Date of Patent: November 27, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dittmar Nerger, Karl-Heinz Hentschel, Christian Rasp, Pramod Gupta, Siegfried Kussi