Preparing From Organic Hydroxy Containing Compound (h Of -oh May Be Replaced By A Group Ia Or Iia Light Metal) Patents (Class 568/618)
  • Patent number: 5877245
    Abstract: The reaction product ofA) a linking compound of formula IR.sup.1 (X).sub.3 (I)wherein each X group is a halogen or one X group is a halogen and two X groups with 2 carbon atoms from the R.sup.1 group and an oxygen atom form an epoxy group, and R.sup.1 is an alkanetriyl group containing from 3 to 10 carbon atoms;B) a compound of formula IIR.sup.2 (OA).sub.n --OH (II)wherein R.sup.2 is an aliphatic group containing from 4 to 36 carbon atoms, n is a number of from 1 to 200, and each OA group is independently an ethyleneoxy, 1,2-propyleneoxy, or 1,2-butyleneoxy group; andC) a compound of formula IIIH--(OA).sub.m --OH (III)wherein OA is as defined above, and m is a number of from 1 to 500;processes for its preparation; and methods for its use as a thickener in aqueous compositions.
    Type: Grant
    Filed: August 15, 1997
    Date of Patent: March 2, 1999
    Assignee: Henkel Corporation
    Inventors: Michael S. Wiggins, David I. Devore
  • Patent number: 5844115
    Abstract: Active hydrogen containing organic compounds, for example alcohols, thiols, phenols, thiophenols, carboxylic acids, amides and amines, are alkoxylated, for example, ethoxylated, using catalysts comprising a salt of a Group IIa or Group Ia element and an oxyacid of at least one element chosen from Group IVb, Group Vb or Group VIb, for example, lanthanum titanate, barium titanium, barium strontium titanate, yttrium titanate, lanthanum zirconate, barium zirconate, lanthanum hafnate, barium strontium titanate zirconate and neodymium titanate. The catalyst provide narrow distribution of alkoxylation species and efficient reaction rates.
    Type: Grant
    Filed: February 13, 1995
    Date of Patent: December 1, 1998
    Assignee: ICI Australia Operations Proprietary Limited
    Inventors: Keith Moody, Rodney W Parr, David Parris, Kenneth R Deutscher, Esennur E Tasdelen
  • Patent number: 5840995
    Abstract: A precursor for alkoxylation catalysts is prepared by reacting a chelating anionic or nonionic phase transfer catalyst with an alkaline earth metal compound in the presence of a compound which can be alkoxylated. Suitable phase transfer catalysts are, in particular, ethoxylated fatty alcohols, ether carboxylic acids, ether sulfonic acids or ether phosphonic acids. Addition of sulfuric acid to such a precursor produces an alkaline earth metal sulfato complex which is the actual catalyst for the alkoxylation.
    Type: Grant
    Filed: December 13, 1996
    Date of Patent: November 24, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Michael Mayer, Joachim Hess, Alfred Babiel
  • Patent number: 5777178
    Abstract: The present invention is directed to a process for the preparation of polyoxyalkylene ether surfactant compositions comprising the steps of combining an admixture of alkoxylated alcohols with an acid catalyst and 1-6 molar equivalents of an aldehyde. The mixture is reacted at between about 50.degree. C. and about 180.degree. C. and at between about 1 atm and 10 atm pressure in the absence of a distillation step to produce the polyoxyalkylene ether surfactant composition.
    Type: Grant
    Filed: December 18, 1996
    Date of Patent: July 7, 1998
    Assignee: Olin Corporation
    Inventor: Ming Shen
  • 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: 5750796
    Abstract: A method of producing alkylene oxide adduct comprises reacting an organic compound having one or more active hydrogen (for example, higher alcohol, amine, etc.) with alkylene oxide in the presence of an Al.Mg composite oxide catalyst. The catalyst can be obtained by calcining and activating aluminum magnesium hydroxide shown by nMgO.Al.sub.2 O.sub.3.mH.sub.2 O. In this method, a highly active reaction can be performed, and alkylene oxide adduct having very narrow alkylene oxide adduct molar distribution can be obtained. Since the load in a catalyst separating step is reduced, the catalyst can be efficiently separated. Therefore, the alkylene oxide adduct can be produced at low cost. In addition, the reaction can be performed at high speed, and the reaction time can be reduced.
    Type: Grant
    Filed: August 23, 1996
    Date of Patent: May 12, 1998
    Assignee: Lion Corporation
    Inventors: Itsuo Hama, Takahiro Okamoto, Hisashi Sasamoto, Hirofumi Nakamura
  • Patent number: 5741947
    Abstract: Alkoxylation products are prepared by reacting compounds having active hydrogen atoms with C.sub.2 -C.sub.4 -alkylene oxides in the presence of a mixed hydroxide built up of polycations and modified with additives and having the general formula I or II?M(II).sub.1-x M(III).sub.x (OH).sub.2 !A.sub.x/n .multidot.m L(I)?LiAl.sub.2 (OH).sub.6 !A.sub.1/n .multidot.m L (II)whereM(II) is at least one divalent metal ion,M(III) is at least one trivalent metal ion,A is at least one inorganic anion andL is an organic solvent or water,n is the valence of the inorganic anion A or in the case of a plurality of anions A is their mean valence andx can assume a value of from 0.1 to 0.5 andm can assume a value of from 0 to 10,as alkoxylation catalyst, wherein the mixed hydroxide contains additives.
    Type: Grant
    Filed: January 29, 1996
    Date of Patent: April 21, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Wolf, Bernd Burkhart, Guenter Lauth, Horst Trapp, Alfred Oftring
  • Patent number: 5731476
    Abstract: Polyethers of polyhydric compounds are prepared by the liquid phase reaction of polyhydric compound and the reaction being carried out with separate liquid phases comprised of a polar polyhydric compound phase and an organic polyether containing phase.
    Type: Grant
    Filed: December 1, 1995
    Date of Patent: March 24, 1998
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Edward T. Shawl, Haven S. Kesling, Jr., Vijai P. Gupta
  • Patent number: 5728796
    Abstract: A process reaction between: (1) a compound that contains one or more epoxide moieties per molecule, and (2) a compound that contains one or more primary aliphatic hydroxyl groups per molecule; is catalyzed by: (3) a catalyst compound containing one or more trifluoromethanesulfonate moieties and one or more silyl moieties and run at a temperature of no more than 130.degree. C., such that the catalyst preferably catalyzes reaction at the primary aliphatic hydroxyl group, so that the resulting resin does not gel.
    Type: Grant
    Filed: May 31, 1996
    Date of Patent: March 17, 1998
    Assignee: The Dow Chemical Company
    Inventors: Zeng K. Liao, James L. Bertram
  • Patent number: 5698746
    Abstract: Polyether polyols having reduced terminal unsaturation are prepared in a process comprising a first step of contacting a polyether having allyl terminal unsaturation with an isomerization catalyst whereby the allyl terminal unsaturation of the polyether is reduced by at least 90% conversion to propenyl terminal unsaturation in one step and, in a final step, the resulting polyether product of the first step is contacted with an acid catalyst whereby a substantial amount of the propenyl terminal unsaturation of the polyether is removed and the corresponding polyether having an additional hydroxyl group is obtained.
    Type: Grant
    Filed: November 4, 1996
    Date of Patent: December 16, 1997
    Assignee: Huntsman Petrochemical Corporation
    Inventor: Timothy L. Lambert
  • Patent number: 5686379
    Abstract: An alkoxylation catalyst comprising metal oxides, having a basicity point expressed in pKa value from 9 to 25 and an acidity point expressed in the amount of ammonia gas adsorbed from 50 to 500 .mu.mol/g, and a process for preparing an alkoxylate with the use of this catalyst. According to the present invention, an alkoxylate having a distribution of the number of moles of alkylene oxide added within a narrow range can be prepared and the reaction product is little contaminated with unreacted starting material and by-products. Further, the catalyst can easily be eliminated from the reaction product.
    Type: Grant
    Filed: August 21, 1995
    Date of Patent: November 11, 1997
    Assignee: Kao Corporation
    Inventors: Tatsuhiro Imanaka, Toshihiro Tanaka, Jun Kono, Hiroshi Nagumo, Hiroyuki Tamaura
  • 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: 5648558
    Abstract: A method for producing a polyoxyalkylene glycol by ring opening polymerization of a cyclic ether, wherein a zeolite (other than ZSM-5, ZSM-11 and Nu-5) is used as a catalyst.
    Type: Grant
    Filed: March 16, 1994
    Date of Patent: July 15, 1997
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Masakatsu Hatano, Akio Nakanishi, Yoshio Kabata, Masayuki Shirado, Hiroshi Takeo, Mitsuharu Kobayashi
  • Patent number: 5608117
    Abstract: Disclosed are novel saturated polyether compounds comprised of n units of residue (1) and m units of residue (2), wherein (i) residues (1) and (2) have the structures: ##STR1## (ii) the total value of n+m is 2 to 70 and m/(n+m) is 0.05 to 0.98; (ii) at least 98 percent of the terminal hydroxyl groups of the polyether have the structure: ##STR2## The polyethers are obtained by first polymerizing 3,4-epoxy-l-butene to produce unsaturated polyether precursors comprising residues (1A) and (2A) having the structures: ##STR3## and then hydrogenating the unsaturated polyether precursors. The hydrogenation advantageously is performed in the presence of a nickel hydrogenation catalyst.
    Type: Grant
    Filed: August 28, 1995
    Date of Patent: March 4, 1997
    Assignee: Eastman Chemical Company
    Inventors: James C. Matayabas, Jr., Stephen N. Falling
  • Patent number: 5600020
    Abstract: According to the invention, the alkoxylation of compounds containing active hydrogen atoms is carried out in the presence of specific alkaline earth metal salts of alkylor alkenylsuccinic monoesters as catalyst. The alkoxylates obtained have a narrow homolog distribution and a good appearance.
    Type: Grant
    Filed: December 6, 1994
    Date of Patent: February 4, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Detlef Wehle, Gernot Kremer, Ignaz Wimmer
  • Patent number: 5576281
    Abstract: The present invention relates to a poly(oxyalkylated) alcohol composition represented by the formula:R.sub.1 O[CH.sub.2 CH(CH.sub.3)O].sub.x (CH.sub.2 CH.sub.2 O).sub.y [CH.sub.2 CH(OH)R.sub.2 ]wherein R.sub.1 is a linear, aliphatic hydrocarbon radical having from about 4 to about 18 carbon atoms including mixtures thereof; and R.sub.2 is a linear, aliphatic hydrocarbon radical having from about 2 to about 26 carbon atoms including mixtures thereof; x is an integer having a value from 1 to about 3; y is an integer having a value from 5 to about 30. Also disclosed is an automatic dishwasher composition comprising the above-described epoxy-capped poly(oxyalkylated) alcohol and at least one component selected from the group consisting of detergent builder, bleach, anti-wear agent, and mixtures thereof. Also disclosed is a cleaning composition for cleaning hard surfaces comprising an aqueous or organic solvent and the above-described epoxy-capped poly(oxyalkylated) alcohol as a surfactant.
    Type: Grant
    Filed: April 5, 1993
    Date of Patent: November 19, 1996
    Assignee: Olin Corporation
    Inventors: Henry S. Bunch, Theodore Groom, Frank R. Grosser, Michael Scardera, Tom S. Targos, Arthur R. Vanover
  • Patent number: 5563221
    Abstract: A process for making high-primary, low-unsaturation polyols is disclosed. A polyol made by double metal cyanide (DMC) catalysis is blended with a polyol made by basic catalysis, and the polyol blend is reacted with ethylene oxide to produce an ethylene oxide-capped potyol. The process overcomes problems of the conventional recatalysis approach to making EO-capped polyols from DMC-catalyzed polyols.
    Type: Grant
    Filed: June 21, 1995
    Date of Patent: October 8, 1996
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Jos e F. Pazos
  • Patent number: 5545712
    Abstract: An alkali metal compound such as metallic cesium, cesium hydroxide, cesium hydroxide monohydrate, metallic rubidium, rubidium hydroxide or rubidium hydroxide monohydrate is used as a catalyst, crude polyoxyalkylene polyol containing the catalyst is neutralized with a mineral acid or an organic acid, an aqueous solution layer containing an alkali metal salt is brought into contact with an anion exchange resin to adsorb mineral acid anion or organic acid anion, the alkali metal compound catalyst is recovered, alkylene oxide undergoes ring-opening addition polymerization on an active hydrogen compound in the presence of the recovered alkali metal compound catalyst to prepare polyoxyalkylene polyol, the catalyst is thereafter separated, recovered and reused, and such recycle of the alkali metal compound catalyst provides an economical process.
    Type: Grant
    Filed: August 23, 1995
    Date of Patent: August 13, 1996
    Assignee: Mitsu Toatsu Chemicals, Inc.
    Inventors: Tomoki Tsutsui, Tsukuru Izukawa, Kazuhiko Ohkubo, Yoshitsugu Sakaki
  • Patent number: 5536884
    Abstract: A mixture suitable for use as a foam-suppressing surfactant additament in cleaning compositions for mechanized cleaning processes comprises at least two mixtures of alkoxylated alcohols IR--O--(C.sub.2 H.sub.4 O).sub.x --(C.sub.3 H.sub.6 O).sub.y --H (I)where x is an average degree of ethoxylation between 1 and 12, y is an average degree of propoxylation between 1 and 15, one alkoxylated alcohol mixture carries straight-chain or branched C.sub.8 -C.sub.18 -alkyl groups as the radical R and one other alkoxylated alcohol mixture carries straight-chain or branched C.sub.10 -C.sub.20 -alkyl groups as the radical R, subject to the proviso that the two radicals R differ by at least 0.5 in the average number of carbon atoms, and the two alkoxylated alcohol mixtures present in a ratio of from 10:90 to 90:10.
    Type: Grant
    Filed: August 23, 1993
    Date of Patent: July 16, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Stoeckigt, Richard Baur, Horst Trapp, Johannes Perner
  • 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: 5476971
    Abstract: Glycerine di-t-butyl ether is prepared by the liquid phase reaction of glycerine and the reaction being carried out with separate liquid phases comprised of isobutylene and glycerine.
    Type: Grant
    Filed: January 13, 1995
    Date of Patent: December 19, 1995
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Vijai P. Gupta
  • Patent number: 5468840
    Abstract: An alkali metal compound such as metallic cesium, cesium hydroxide, cesium hydroxide monohydrate, metallic rubidium, rubidium hydroxide or rubidium hydroxide monohydrate is used as a catalyst, crude polyoxyalkylene polyol containing the catalyst is neutralized with a mineral acid or an organic acid, an aqueous solution layer containing an alkali metal salt is brought into contact with an anion exchange resin to adsorb mineral acid anion or organic acid anion, the alkali metal compound catalyst is recovered. alkylene oxide undergoes ring-opening addition polymerization on an active hydrogen compound in the presence of the recovered alkali metal compound catalyst to prepare polyoxyalkylene polyol, the catalyst is thereafter separated, recovered and reused, and such recycle of the alkali metal compound catalyst provides an economical process.
    Type: Grant
    Filed: August 29, 1994
    Date of Patent: November 21, 1995
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tomoki Tsutsui, Tsukuru Izukawa, Kazuhiko Ohkubo, Yoshitsugu Sakaki
  • Patent number: 5444170
    Abstract: This invention pertains to an improved process for the hydrogenation of acetylenic compounds prepared by the condensation of ketones or aldehydes with acetylene wherein the acetylenic compounds are contacted with hydrogen in the presence of a hydrogenation catalyst under conditions for effecting hydrogenation. The improvement in the process resides in utilizing a novel cocatalyst system for hydrogenating the acetylenic compounds to paraffins. The cocatalyst converts the inhibiting impurity in the feed to a noninhibiting species and comprises palladium and platinum, typically in a ratio of from 1 to 40 weight parts palladium per weight part platinum.
    Type: Grant
    Filed: January 10, 1994
    Date of Patent: August 22, 1995
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Gamini A. Vedage
  • Patent number: 5386045
    Abstract: A process for producing alkoxylated mono-, di-, and tri-esters in which a starting material ester and an alkylene oxide are reacted in the presence of selected calcium based catalysts.
    Type: Grant
    Filed: August 5, 1992
    Date of Patent: January 31, 1995
    Assignee: Vista Chemical Company
    Inventors: Upali Weerasooriya, Donald T. Robertson, John Lin, Bruce E. Leach, Cynthia L. Aeschbacher, Tonyette S. Sandoval
  • Patent number: 5374750
    Abstract: In a method of manufacturing fatty acid esters of polyoxyalkylene alkyl ethers, fatty acid alkyl ester is reacted with alkylene oxide in the presence of a catalyst consisting essentially of a magnesium oxide added with at least one metal ion selected from the group consisting of Al.sup.3+, Ga.sup.3+, In.sup.3+, Tl.sup.3+, Co.sup.3+, Sc.sup.3+, La.sup.3+, and Mn.sup.2+ to manufacture a compound having the following formula: ##STR1## wherein each of R.sub.1 and R.sub.3 independently represents an alkyl group, R.sub.2 represents an alkylene group, and n is a positive integer.
    Type: Grant
    Filed: September 1, 1993
    Date of Patent: December 20, 1994
    Assignee: Lion Corporation
    Inventors: Hirofumi Nakamura, Itsuo Hama, Yuji Fujimori, Yuichi Nakamoto
  • Patent number: 5364973
    Abstract: A productive process for making conventional and low-unsaturation polyether polyols is disclosed. The process involves continuous removal of allyl alcohol and lower allyl alcohol propoxylates from the polyol during manufacture. The process can be performed at high temperatures and/or low catalyst concentrations. Polyether polyols with exceptionally low monol contents can be prepared.
    Type: Grant
    Filed: May 6, 1993
    Date of Patent: November 15, 1994
    Assignee: Arco Chemical Technology
    Inventor: Jose F. Pazos
  • Patent number: 5362832
    Abstract: A compound of the formula ##STR1## where R, which may be the same or different, is selected from at least one of hydrogen, methyl, ethyl and phenyl, at least one R on each --OCHR--CHR-- unit being hydrogen; where m is an integer selected from 1-100; where n is an integer selected from 8 and 9. The preferred process of preparation is by the reaction of alkylene oxide with linoleyl alcohol in the presence of a catalyst which is a Bronsted base.The compounds are useful as reactive surfactants in aqueous emulsion polymerisation processes.
    Type: Grant
    Filed: September 3, 1992
    Date of Patent: November 8, 1994
    Assignee: ICI Australia Operations Proprietary Limited
    Inventor: Iain Cook
  • 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: 5357038
    Abstract: The present invention relates to a process for improving the polyurethane-forming reactivity of a propylene oxide-based ethylene oxide-free polyol produced using a double metal cyanide complex catalyst by incorporating therein a minor amount of a base prior to employing the polyol in a polyurethane-forming reaction. Also claimed is the base-containing polyol composition produced in accordance with the present invention.
    Type: Grant
    Filed: September 2, 1993
    Date of Patent: October 18, 1994
    Assignee: Olin Corporation
    Inventors: John W. Reisch, Deborah M. Capone, Ronald S. Blackwell
  • Patent number: 5342903
    Abstract: A process for the preparation of adducts by reacting an alcohol with an epoxy compound in the presence of a catalyst, which comprises reacting an alcohol of formula I ##STR1## wherein A is an aliphatic, cycloaliphatic or araliphatic radical and r is a number from 1 to 10, with a mono- or diepoxide in the equivalent ratio of 1:20 to 20:1, based on the hydroxyl and epoxy groups, in the presence of a metal complex of formula II as catalyst[M.sup.n+ (L.sub.1).sub.x (L.sub.2).sub.y (L.sub.3.sup.m-).sub.z ][X.sup.k- ].sub.(n-zm)/k (II),whereinM is a metal of the main groups or subgroups of the Periodic Table of the Elements,L.sub.1 and L.sub.2 are weakly bonded, neutral, unidentale or multidentate ligands,L.sub.3 is a strongly bonded, non-replaceable neutral or anionic unidentale or multidentate ligand,X is an anion of the following formulae BF.sub.4.sup.-, PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, ClO.sub.4.sup.-, IO.sub.4.sup.-, NO.sub.3.sup.
    Type: Grant
    Filed: April 30, 1993
    Date of Patent: August 30, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Heinz Wolleb, Andreas Hafner, William M. Rolfe
  • 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: 5294365
    Abstract: Hydroxypolyethers as low foam surfactants comprising a compound of the general formula ##STR1## wherein R.sup.1, R.sup.2 are the same or different and are a linear or branched C.sub.1 - to C.sub.18 -alkyl radical;n is a number of from 15 to 45; andm is a number of from 0 to 3.These compounds are useful in cleaning compositions and rinse aids, especially in automatic dishwashing machines.
    Type: Grant
    Filed: December 12, 1991
    Date of Patent: March 15, 1994
    Assignee: BASF Corporation
    Inventors: Michael C. Welch, Jay G. Otten, Glenis R. Schenk
  • Patent number: 5292910
    Abstract: A process for the catalyzed ethoxylation or propoxylation of compounds selected from the group consisting of organic compounds containing active H atoms, esters of fatty acids containing 2 to 22 carbon atoms with monoalkanols containing 1-22 carbon atoms with polyols containing 2 to 12 carbon atoms and 2 to 6 hydroxyl groups, wherein the improvement comprises the use as catalyst for the ethoxylation or propoxylation of hydrophobicized hydrotalcites corresponding to the general formula I:Mg.sub.x Al(OH).sub.y (CO.sub.3).sub.m (A).sub.n.zH.sub.2 O (I),in which A is selected from the group consisting of (i) a dianion of an aliphatic dicarboxylic acid containing 4 to 44 carbon atoms and (ii) two anions of aliphatic monocarboxylic acids containing 2 to 34 carbon atoms; 1<x<5; y.ltoreq.2x+2; {y+2(m+n)}=2x+3; m+n.ltoreq.0.5; m.gtoreq.0; and 0<z<10.
    Type: Grant
    Filed: December 2, 1992
    Date of Patent: March 8, 1994
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Hans-Christian Raths, Wolfgang Breuer, Klaus Friedrich, Klaus Herrmann
  • Patent number: 5290912
    Abstract: The present invention has an object of producing a polyoxyalkylene compound by ring-opening polymerization of an alkylene oxide to a certain specific highly hydrophobic initiator. The present invention provides a process for producing a polyoxyalkylene compound, characterized in that the polyoxyalkylene compound is produced by ring-opening polymerization of an alkylene oxide, in the presence of a plural metal cyanide complex catalyst, with an initiator selected from an organopolysiloxane compound having an active hydrogen-containing functional group to which an alkylene oxide is reactive, and a fluorine-containing compound having such an active hydrogen-containing functional group and a fluorinated hydrocarbon group.
    Type: Grant
    Filed: January 10, 1992
    Date of Patent: March 1, 1994
    Assignee: Asahi Glass Company Ltd.
    Inventors: Takashi Watabe, Hiromitsu Takeyasu, Shigeyuki Kozawa
  • Patent number: 5266681
    Abstract: The present invention relates to a process for improving the polyurethane-forming reactivity of a propylene oxide-based ethylene oxide-free polyol produced using a double metal cyanide complex catalyst by incorporating therein a minor amount of a base prior to employing the polyol in a polyurethane-forming reaction. Also claimed is the base-containing polyol composition produced in accordance with the present invention.
    Type: Grant
    Filed: August 3, 1992
    Date of Patent: November 30, 1993
    Assignee: Olin Corporation
    Inventors: John W. Reisch, Deborah M. Capone, Ronald S. Blackwell
  • Patent number: 5262576
    Abstract: A method and apparatus for conducting a catalytic distillation process is provided which allows for maintaining a liquid level in selected portions of the catalyst bed. Three particular processes disclosed are the production of methyl tertiary butyl ether, tertiary butyl alcohol and cumene.
    Type: Grant
    Filed: February 19, 1992
    Date of Patent: November 16, 1993
    Assignee: Chemical Research & Licensing Company
    Inventor: Lawrence A. Smith, Jr.
  • Patent number: 5250743
    Abstract: In accordance with the present invention, a method for the interconvertion of the enantiomers of acyclic 1,2-dihydroxy-3-alkenes or for converting either enantiomer of acylic 1,2-dihydroxy-3-alkenes to the corresponding antipodal 1-hydroxy-2-alkoxy-3-alkene compounds has been discovered, comprising reacting in an acidic reaction media either enantiomer of an acylic vinyl epoxide (which can be derived from the corresponding acyclic 1,2-dihydroxy-3-alkene) with water, alcohol, or a mixture thereof. When substantially optically pure acyclic vinyl epoxide compounds are employed in the inventive method, the interconverted acyclic 1,2-dihydroxy-3-alkene or 1-hydroxy-2-alkoxy-3-alkene compound products are also substantially optically pure.
    Type: Grant
    Filed: December 31, 1992
    Date of Patent: October 5, 1993
    Assignee: Eastman Kodak Company
    Inventor: Neil W. Boaz
  • Patent number: 5235114
    Abstract: A process for producing an ethylene oxide-capped polyol which is essentially free of catalyst residues, wherein the polyol is produced using a double metal cyanide catalyst, which comprises after polyol formation the steps of: (a) contacting a catalyst residue(s)-containing polyol with an effective amount of an oxidant (preferably selected from the group consisting of: oxygen-containing gas(es), peroxide(s), acids, and combinations thereof) to cause said catalyst residue(s) to form insoluble residues that are insoluble in the polyol; (b) separating the insoluble residues from the polyol to provide an essentially double metal cyanide catalyst residue-free polyol; (c) treating said double metal cyanide catalyst residue-free polyol with a base to provided a base-treated polyol; (d) contacting said base-treated polyol with ethylene oxide to produce an ethylene oxide-capped polyol containing base, wherein at least a portion of the secondary hydroxyl groups on said polyol are converted into primary hydroxyl groups,
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: August 10, 1993
    Assignee: Olin Corporation
    Inventors: John W. Reisch, Michael M. Martinez, Maurice Raes
  • Patent number: 5220046
    Abstract: A process for producing alkoxylated methyl esters to produce a narrow homolog distribution of the alkoxylate species in which a staring material methyl ester and an alkylene oxide are reacted in the presence of selected calcium based catalysts.
    Type: Grant
    Filed: August 22, 1991
    Date of Patent: June 15, 1993
    Assignee: Vista Chemical Company
    Inventors: Bruce E. Leach, John Lin, Cynthia L. Aeschbacher, Donald T. Robertson, Tonyette S. Sandoval, Upali Weerasooriya
  • Patent number: 5220077
    Abstract: A process for preparing an alkoxylation catalyst in which a catalyst is formed by admixing an alkoxylated alcohol with a calcium or strontium containing compound which is dispersible in the alkoxylated alcohol, an inorganic acid and a titanium alkoxide, the pre-mix optionally being heated to a temperature and for a time sufficient to effect at least partial exchange reaction between the alkoxide groups of the titanium alkoxide and the hydroxyl groups of the alkoxylated alcohol, the pre-mix being used in an alkoxylation process to alkoxylate active hydrogen containing compounds such as alcohols.
    Type: Grant
    Filed: August 19, 1992
    Date of Patent: June 15, 1993
    Assignee: Vista Chemical Company
    Inventors: Tonyette S. Sandoval, Peter A. Schwab
  • Patent number: 5214217
    Abstract: A method is disclosed wherein t-butanol is reacted with methanol in a reaction zone in the presence of a catalyst to provide methyl-tert-butyl ether and the improvement of accomplishing the reaction in one-step which comprises:a. using a catalyst selected from the group consisting of acidic aluminas, and crystalline aluminosilicate faujasite-type zeolites, particularly dealuminized Y-type zeolites;b. continuously contacting said t-butanol and methanol in a molar amount of about 0.1 to 10 moles of methanol per mole of t-butanol with said catalyst at a temperature of about 20.degree. C. to about 250.degree. C. and a pressure of about atmospheric to about 1000 psig to obtain the methyl-tert-butyl product.
    Type: Grant
    Filed: July 22, 1992
    Date of Patent: May 25, 1993
    Assignee: Texaco Chemical Company
    Inventor: John F. Knifton
  • 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: 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: 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: 5169989
    Abstract: An improved process for preparing a polyether polyol of reduced scorching properties comprising buffering of the alkaline polyether polyol before heating to remove water, and the use of said polyether polyol to prepare flexible foam slabstocks.
    Type: Grant
    Filed: March 1, 1991
    Date of Patent: December 8, 1992
    Assignee: Miles Inc.
    Inventors: Alfred L. Peterson, Mark S. Solomon, Kenneth E. Reed, Edward P. Squiller
  • 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: 5164124
    Abstract: Alkaline earth salts of vicinally hydroxy, alkoxy-substituted C.sub.16 -C.sub.22 fatty acids corresponding to the following general formula ##STR1## in which R represents linear or branched alkyl or alkenyl groups or hydroxyalkyl groups optionally alkylated with a C.sub.16 -C.sub.22 fatty acid, process for their preparation, and their use as catalysts. These salts give a narrow homolog distribution of the polyalkoxylation products in the catalysis of the polyalkoxylation of compounds containing active hydrogen atoms.
    Type: Grant
    Filed: February 24, 1988
    Date of Patent: November 17, 1992
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Fritz Lange, Bert Gruber, Alfred Meffert, Ansgar Behler
  • Patent number: 5162475
    Abstract: Describes alpha-beta ethylenically unsaturated poly(alkyleneoxy) compounds that display surfactant activity and that polymerize when used in the emulsion polymerization of ethylenically unsaturated monomers, including vinyl monomers. Certain of the polymer products are useful in imparting improved hand or feel to textile fabrics.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: November 10, 1992
    Assignee: PPG Industries, Inc.
    Inventors: Robert H. Tang, Paritosh M. Chakrabarti, Edward J. Rish, William A. Williams
  • 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