Ether Oxygen Bonded Directly To A Benzene Ring Patents (Class 568/608)
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Patent number: 5773525Abstract: 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: GrantFiled: June 20, 1997Date of Patent: June 30, 1998Assignee: Arco Chemical Technology, L.P.Inventor: Jose F. Pazos
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Patent number: 5679764Abstract: 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: GrantFiled: November 6, 1995Date of Patent: October 21, 1997Assignee: ARCO Chemical Technology, L.P.Inventor: Jose F. Pazos
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Patent number: 5621133Abstract: 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: GrantFiled: June 5, 1995Date of Patent: April 15, 1997Inventors: Michael P. DeNinno, Richard J. Perner
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Patent number: 5591884Abstract: 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: GrantFiled: June 5, 1995Date of Patent: January 7, 1997Assignee: Abbott LaboratoriesInventors: Michael P. DeNinno, Richard J. Perner
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Patent number: 5589597Abstract: 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: GrantFiled: December 14, 1995Date of Patent: December 31, 1996Assignee: Idemitsu Kosan Co., Ltd.Inventors: Tatsuya Egawa, Yasuhiro Kawaguchi, Kenji Mogami, Nobuaki Shimizu
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Patent number: 5539129Type: GrantFiled: July 22, 1994Date of Patent: July 23, 1996Assignee: L'OrealInventors: Alexandre Zysman, Henri Sebag, Alain Ribier, Guy Vanlerberghe, Claude Mahieu, Claude Berthelot
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Patent number: 5536881Abstract: 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: GrantFiled: September 17, 1993Date of Patent: July 16, 1996Assignee: Idemitsu Kosan Co., Ltd.Inventors: Yasuhiro Kawaguchi, Nobuaki Shimizu, Masato Kaneko
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Patent number: 5523491Abstract: 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: GrantFiled: December 8, 1994Date of Patent: June 4, 1996Assignee: Idemitsu Kosan Co., Ltd.Inventors: Tatsuya Egawa, Yasuhiro Kawaguchi, Kenji Mogami, Nobuaki Shimizu
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Patent number: 5494595Abstract: 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: GrantFiled: December 30, 1994Date of Patent: February 27, 1996Assignee: Huntsman CorporationInventor: Edward C. Y. Nieh
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Patent number: 5491004Abstract: 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: GrantFiled: May 26, 1994Date of Patent: February 13, 1996Assignee: Henkel CorporationInventors: Elbert H. Mudge, Thomas D. Brabson
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Patent number: 5457241Abstract: 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: GrantFiled: January 5, 1994Date of Patent: October 10, 1995Assignee: ISP Investments Inc.Inventors: Jeffrey S. Plotkin, Kolazi S. Narayanan, Paul D. Taylor
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Patent number: 5446186Abstract: 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: GrantFiled: November 9, 1993Date of Patent: August 29, 1995Inventors: Graham C. R. Ellis-Davies, Jack H. Kaplan
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Patent number: 5422417Abstract: 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: GrantFiled: March 31, 1994Date of Patent: June 6, 1995Assignee: Hoechst Celanese CorporationInventors: Michael T. Sheehan, James R. Sounik, William W. Wilkison, III
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Patent number: 5366517Abstract: 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: GrantFiled: December 18, 1992Date of Patent: November 22, 1994Assignee: Chevron Research and Technology CompanyInventor: Richard E. Cherpeck
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Patent number: 5362835Abstract: 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: GrantFiled: December 9, 1991Date of Patent: November 8, 1994Assignee: Ciba-Geigy CorporationInventors: William M. Rolfe, Michael R. Thoseby, Bryan Dobinson
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Patent number: 5346983Abstract: 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: GrantFiled: May 28, 1993Date of Patent: September 13, 1994Assignee: Hoechst Celanese CorporationInventors: Michael T. Sheehan, James R. Sounik, Bret F. Hann, William W. Wilkison, III
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Patent number: 5344996Abstract: 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: GrantFiled: October 1, 1992Date of Patent: September 6, 1994Assignee: Texaco Chemical CompanyInventors: Edward C. Nieh, Michael Cuscurida
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Patent number: 5334772Abstract: 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: GrantFiled: April 13, 1992Date of Patent: August 2, 1994Assignee: ISP Investments Inc.Inventors: Jeffrey S. Plotkin, Kolazi S. Narayanan, Paul D. Taylor
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Patent number: 5324862Abstract: 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: GrantFiled: February 18, 1993Date of Patent: June 28, 1994Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Kinya Yokota, Akinobu Ichihara, Hitoshi Shinike
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Patent number: 5321167Abstract: 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: GrantFiled: December 23, 1992Date of Patent: June 14, 1994Assignee: Huls AktiengesellschaftInventors: Egbert Schroer, Klaus Schulze, Ekkehard Wienhofer
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Patent number: 5300589Abstract: 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: GrantFiled: May 28, 1993Date of Patent: April 5, 1994Assignee: Hoechst Celanese CorporationInventors: Michael T. Sheehan, James R. Sounik, William W. Wilkison, III
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Patent number: 5300694Abstract: 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: GrantFiled: November 10, 1992Date of Patent: April 5, 1994Inventors: Ronald J. Smith, Stelio J. Elmi
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Patent number: 5284980Abstract: 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: GrantFiled: October 26, 1992Date of Patent: February 8, 1994Assignee: E. I. du Pont de Nemours and CompanyInventors: Gerfried Pruckmayr, Robert B. Osborne
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Patent number: 5268510Abstract: 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: GrantFiled: October 8, 1992Date of Patent: December 7, 1993Assignee: Vista Chemical CompanyInventors: Peter A. Schwab, Tonyette S. Sandoval
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Patent number: 5225606Abstract: 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: GrantFiled: June 10, 1991Date of Patent: July 6, 1993Assignee: Isp Investments Inc.Inventors: Jeffrey S. Plotkin, Kolazi S. Narayanan, Paul D. Taylor
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Patent number: 5216024Abstract: 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: GrantFiled: July 15, 1988Date of Patent: June 1, 1993Assignee: Baylor College of MedicineInventors: Barry M. Markaverich, James H. Clark, Rebecca Gregory, Mary Alejandro, Brian S. Middleditch, Gregory A. Johnson, Rajender S. Varma
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Patent number: 5210322Abstract: A process for preparing ethers which comprises contacting a carboxylated ether with a metal oxide catalyst under conditions effective to produce the ether.Type: GrantFiled: September 20, 1990Date of Patent: May 11, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Stephen W. King, Kurt D. Olson
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Patent number: 5210323Abstract: 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: GrantFiled: May 28, 1992Date of Patent: May 11, 1993Assignee: Hoechst Aktiengese IlschaftInventors: Ignaz Wimmer, Rainer Kupfer
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Patent number: 5210325Abstract: 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: GrantFiled: August 10, 1992Date of Patent: May 11, 1993Assignee: Shell Oil CompanyInventors: Richard A. Kemp, Paul R. Weider
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Patent number: 5198570Abstract: 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: GrantFiled: January 31, 1990Date of Patent: March 30, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Andrew E. Feiring
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Patent number: 5196569Abstract: 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: GrantFiled: October 10, 1991Date of Patent: March 23, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ming-Hong Hung
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Patent number: 5175374Abstract: 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: GrantFiled: June 29, 1992Date of Patent: December 29, 1992Assignee: Shell Oil CompanyInventors: Rudolf J. Wijngaarden, Kees Latjes, Jan Van Schaik
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Patent number: 5162589Abstract: 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: GrantFiled: June 8, 1992Date of Patent: November 10, 1992Assignee: Shell Oil CompanyInventors: Rudolf J. Wijngaarden, Kees Latjes
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Patent number: 5126493Abstract: 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: GrantFiled: April 5, 1991Date of Patent: June 30, 1992Inventors: Wolfgang Hoelderich, Jochen Houben, Gerhard Wolf, Michael G. Kinnaird
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Patent number: 5118870Abstract: 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: GrantFiled: April 23, 1990Date of Patent: June 2, 1992Assignee: Shell Oil CompanyInventor: Richard A. Kemp
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Patent number: 5110991Abstract: 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: GrantFiled: April 1, 1991Date of Patent: May 5, 1992Assignee: Texaco Chemical CompanyInventors: Donald H. Champion, George P. Speranza
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Patent number: 5110992Abstract: 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: GrantFiled: September 24, 1990Date of Patent: May 5, 1992Assignee: The British Petroleum Co., p.l.c.Inventors: Martin P. Atkins, William Jones, Malama Chibwe
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Patent number: 5106885Abstract: 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: GrantFiled: November 3, 1989Date of Patent: April 21, 1992Assignee: ISP Investments Inc.Inventors: Kou-Chang Liu, Fulvio J. Vara, James A. Dougherty
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Patent number: 5104987Abstract: 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: GrantFiled: September 20, 1990Date of Patent: April 14, 1992Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventor: Stephen W. King
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Patent number: 5082591Abstract: 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: GrantFiled: May 30, 1989Date of Patent: January 21, 1992Assignee: Rhone-Poulenc ChimieInventors: Antonio Marchetto, Anghelito Mascheroni, Georges Ruffo
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Patent number: 5069817Abstract: 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: GrantFiled: January 25, 1989Date of Patent: December 3, 1991Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Karl Schmid, Alfred Meffert, Klaus Friedrich, Michael Langen, Klaus Herrmann
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Patent number: 5059719Abstract: 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: GrantFiled: March 23, 1990Date of Patent: October 22, 1991Assignee: Shell Oil CompanyInventor: Charles L. Edwards
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Patent number: 5057627Abstract: 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: GrantFiled: February 20, 1990Date of Patent: October 15, 1991Assignee: Shell Oil CompanyInventor: Charles L. Edwards
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Patent number: 5057628Abstract: 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: GrantFiled: February 20, 1990Date of Patent: October 15, 1991Assignee: Shell Oil CompanyInventors: Charles L. Edwards, Richard A. Kemp
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Patent number: 5053507Abstract: 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: GrantFiled: March 21, 1990Date of Patent: October 1, 1991Assignee: Arakawa Kagaku Kogyo Kabushiki KaishaInventors: Fumio Moriuchi, Hiroshi Yano, Kazushige Kajita
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Patent number: 5045230Abstract: 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: GrantFiled: August 28, 1989Date of Patent: September 3, 1991Assignee: Akzo NVInventors: Albert van de Berg, Doris Fitzek
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Patent number: 5026923Abstract: 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: GrantFiled: May 29, 1990Date of Patent: June 25, 1991Assignee: Shell Oil CompanyInventor: Richard A. Kemp
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Patent number: 4994626Abstract: 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: GrantFiled: November 8, 1989Date of Patent: February 19, 1991Assignee: BASF CorporationInventors: Ronald E. Greenough, Jay G. Otten, Stefan Birnbach, Jochen Houben
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Patent number: 4987271Abstract: 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: GrantFiled: February 14, 1990Date of Patent: January 22, 1991Assignee: Asahi Glass Company, Ltd.Inventors: Takashi Watabe, Hiromitsu Takeyasu, Takao Doi, Nobuaki Kunii
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Patent number: 4973414Abstract: 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: GrantFiled: May 17, 1988Date of Patent: November 27, 1990Assignee: Bayer AktiengesellschaftInventors: Dittmar Nerger, Karl-Heinz Hentschel, Christian Rasp, Pramod Gupta, Siegfried Kussi