Purification Or Recovery Patents (Class 568/621)
  • Patent number: 6734151
    Abstract: A process for efficiently producing a high purity compound having oxygen which has a high volume specific resistance and a lubricating oil comprising the high purity compound having oxygen are provided. The process for producing a high purity compound having oxygen selected from a group consisting of high purity polyvinyl ether compounds, high purity polyalkylene glycol compounds, high purity polyol ester compounds, high purity cyclic polyether compounds and high purity carbonate compounds comprises a step of treating with an adsorbent at least one crude compound having oxygen selected from a group consisting of crude polyvinyl ether compounds, crude polyalkylene glycol compounds, crude polyol ester compounds, crude cyclic polyether compounds and crude carbonate compounds. The lubricating oil comprises the high purity compound having oxygen obtained in accordance with this process.
    Type: Grant
    Filed: March 11, 2002
    Date of Patent: May 11, 2004
    Assignees: Idemitsu Kosan Co., Ltd., Kyowa Yuka Co., Ltd.
    Inventors: Minoyuki Kubota, Kazuhiko Suzuki, Hirotaka Yamazaki, Tokuyuki Yoshimoto, Akihisa Ogawa, Shigeru Kamimori
  • Patent number: 6670406
    Abstract: The present invention relates to a process for the production of a polyether polyol by polyaddition of an alkylene oxide onto a starter compound containing active hydrogen atoms conducted in the presence of a double metal cyanide catalyst comprising conducting a reaction mixture at least once through a zone which has an energy density of at least 5×106 J/m3, wherein the dwell time of the reaction mixture in this zone is at least 10−6 seconds per pass.
    Type: Grant
    Filed: February 19, 2002
    Date of Patent: December 30, 2003
    Assignees: Bayer Aktiengesellschaft, Bayer Polymers LLC
    Inventors: Jörg Hofmann, Stephan Ehlers, Bernd Klinksiek, Bert Klesczewski, Christian Steinlein, Lars Obendorf, Harald Pielartzik, Jose F. Pazos
  • Patent number: 6620976
    Abstract: Polyethylene glycol for use in fields with application to a living body wherein the sum of the contents of ethylene glycol and diethylene glycol in the polyethylene glycol is less than or equal to that expressed in the following formula [I]: Sum ⁢   ⁢ of ⁢   ⁢ ethylene ⁢   ⁢ glycol ⁢   ⁢ and ⁢   ⁢ diethylene ⁢   ⁢ glycol ⁢   ⁢ contents ⁢  
    Type: Grant
    Filed: March 27, 2002
    Date of Patent: September 16, 2003
    Assignee: NOF Corporation
    Inventors: Kenji Sakanoue, Kouzoh Sanchika, Tohru Yasukohchi
  • Patent number: 6515036
    Abstract: A method of recovering a decomposition product from a polyurethane, the method comprising the steps of thermally decomposing a polyurethane into a liquid containing a polyol and a urea compound which is soluble in the polyol, and solids containing a urea compound which is insoluble in the liquid in the presence of a polyamine compound at a temperature of 120 to 250° C.; removing the solids; hydrolyzing the residue with water retained at a high temperature of 200 to 320° C. and a high pressure; and recovering the resulting polyamine and/or polyol.
    Type: Grant
    Filed: April 2, 2001
    Date of Patent: February 4, 2003
    Assignee: Mitsui Takeda Chemicals Inc.
    Inventors: Koichi Murayama, Katsuhisa Kodama, Takashi Kumaki
  • Patent number: 6504062
    Abstract: A process for the preparation of odor-lean polyether polyols from polyether polyol product stream obtained by reacting a starting compound having a plurality of active hydrogen atoms with one or more alkylene oxides, which process comprises the steps of: (a) contacting the polyether polyol product with an excess of acid having a pKa of less than 5 under hydrolysis conditions, (b) contacting the reaction mixture with excessive amount of water to form a two-phase system under hydrolysis conditions by adding an amount of water to form an organic phase and a water phase to reduce the amount of cyclic-ether compounds present in the polyether polyol product, and (c) recovering the odor-lean polyether polyol.
    Type: Grant
    Filed: September 6, 2000
    Date of Patent: January 7, 2003
    Assignee: Shell Oil Company
    Inventors: Henricus Maria Johannes Brons, Hans De Vos
  • Publication number: 20020183560
    Abstract: Process for the preparation of odour-lean polyether polyols from a polyether polyol starting product which is obtained by reacting a starting compound having a plurality of active hydrogen atoms with one or more alkylene oxides, which process comprises the steps of: (a) contacting the neutralised or unneutralised polyether polyol product with an excess of an acid having a pKa of less than 5 under hydrolysis conditions, (b) contacting the reaction mixture with water under hydrolysis conditions, and (c) recovering the odour-lean polyether polyol.
    Type: Application
    Filed: September 6, 2000
    Publication date: December 5, 2002
    Inventors: Henricus Maria Johannes Brons, Hans De Vos
  • Patent number: 6486354
    Abstract: Embodiments of the present invention generally relate to carrying out organic chemistry on solid supports comprising derivatised functionalities, methods for synthesizing said supports, methods for synthesizing compounds comprising amine groups or N-containing heterocycles using said solid supports, intermediate compounds linked to said supports and uses thereof.
    Type: Grant
    Filed: April 17, 2000
    Date of Patent: November 26, 2002
    Assignee: Akzo Nobel N.V.
    Inventors: David Gani, Friedrich Erich Karl Kroll, Michael John Plater, John Richard Morphy, David Rees
  • Publication number: 20020137973
    Abstract: A process for the purification or fractionation of aqueous soluble polymers using an aqueous two-phase system is described. The concentrations of the polymer to be fractionated and of an aqueous soluble salt, and the temperature of the aqueous fractionation medium are adjusted so that two phases form, the lower molecular weight polymer molecules partition into the high salt concentration phase, and the higher molecular weight polymer molecules partition into the low salt concentration phase. The resulting high molecular weight polymers are characterized by a higher average molecular weight and a narrower molecular weight distribution and decreased unsaturation than the unfractionated polymers. After being subjected to the fractionation process, polyol polymers that form hydrogels in aqueous solution exhibited higher viscosities and a liquid to gel transition over a narrower temperature range than the unfractionated polyol polymers.
    Type: Application
    Filed: August 13, 2001
    Publication date: September 26, 2002
    Inventors: Lorraine E. Reeve, Michael G. Hinsberg
  • Patent number: 6455639
    Abstract: An oxirane derivative and process for preparation of the same, having a high purity characterized in terms of gel permeation chromatography and thin layer chromatography. The oxirane derivative is useful as a starting material for medical purposes, and mainly drug delivery systems.
    Type: Grant
    Filed: August 19, 1999
    Date of Patent: September 24, 2002
    Assignee: NOF Corporation
    Inventors: Tohru Yasukohchi, Kouzoh Sanchika, Chika Itoh, Kei-ichi Maruyama
  • Patent number: 6448371
    Abstract: A novel process for the purification of poloxamers which contain aldehyde impurities, and particularly for the purification of the poloxamers named poloxamer 188 and poloxamer 407, which process includes dissolving the poloxamer(s) in a solvent which solvent may optionally contain an acid or a mixture of acids; if the solvent in which the poloxamer(s) has been dissolved is free from acid, acid is added; whereafter the aldehydes are removed.
    Type: Grant
    Filed: September 8, 2000
    Date of Patent: September 10, 2002
    Assignee: Maillefer Instruments Trading S.a.r.l.
    Inventors: Mats Berg, Alf Djurle, Magnus Melin, Peter Nyman
  • Patent number: 6444858
    Abstract: The present invention provides a method for alkoxylating organic compounds comprising contacting an organic compound adapted to be alkoxylated with an alkylene oxide in a reaction vessel under conditions effective to alkoxylate the organic compound. The alkylene oxide is maintained in vapor form during transport to said reaction vessel, during discharge into said reaction vessel, and during contacting of the organic compound with the alkylene oxide. The result is an alkoxylated product containing less flocculant.
    Type: Grant
    Filed: April 19, 1999
    Date of Patent: September 3, 2002
    Assignee: Baker Hughes Incorporated
    Inventor: Philip Leung
  • Patent number: 6437195
    Abstract: A particularly useful process which includes the steps of providing a feedstream comprising methanol, a soluble condensation promoting component capable of activating a heterogeneous acidic catalyst and a source of formaldehyde formed by conversion of methanol in the presence of a catalyst comprising copper and zinc, and heating this feedstream with the heterogeneous acidic catalyst in a catalytic distillation column to convert methanol and formaldehyde present to methylal and higher polyoxymethylene dimethyl ethers and to separate the methylal from the higher polyoxymethylene dimethyl ethers is disclosed. Advantageously, methylal and higher polyoxymethylene dimethyl ethers are formed and separated in a catalytic distillation column. By including within the column a section containing an anion exchange resin, an essentially acid-free product is obtained.
    Type: Grant
    Filed: July 11, 2001
    Date of Patent: August 20, 2002
    Assignee: BP Corporation North America Inc.
    Inventors: Gary P. Hagen, Michael J. Spangler
  • Patent number: 6410676
    Abstract: The object is to provide a method for producing a polyoxyalkylene polyol and a method for producing a derivative thereof wherein the remaining catalyst compound is efficiently removed from a crude polyoxyalkylene polyol by a simple manner, and a method for producing a polyoxyalkylene polyol wherein a crude polyoxyalkylene polyol is produced by addition polymerization of an epoxide compound to an active hydrogen compound using as a catalyst a compound having a P═N bond, then, the crude polyoxyalkylene polyol is allowed to contact with a solid acid having a specific surface area of 450 to 1200 m2/g and an average pore diameter of 40 to 100 Å to control the catalyst-remaining amount in the polyoxyalkylene polyol to 150 ppm or less, and a method for producing a derivative of the-above-described polyol are provided.
    Type: Grant
    Filed: May 30, 2000
    Date of Patent: June 25, 2002
    Assignee: Mitsui chemicals, Inc.
    Inventors: Satoshi Yamasaki, Yasunori Hara, Tamotsu Kunihiro, Fumio Yamazaki, Mikio Matsufuji, Ariko Nishikawa, Shinsuke Matsumoto, Tsukuru Izukawa, Masahiro Isobe, Kazuhiko Ohkubo, Kaoru Ueno
  • Patent number: 6403842
    Abstract: Disclosed are a process for producing a poly(alkylene ether) glycol which comprises polymerizing a cyclic ether in the presence of at least a catalyst and a carboxylic acid anhydride, wherein the carboxylic acid anhydride has a ketene dimer content of 50 ppm or lower, and a process for producing a poly(alkylene ether) glycol which comprises polymerizing a cyclic ether in the presence of at least a catalyst and acetic anhydride, wherein the acetic anhydride is purified acetic anhydride obtained by treating acetic anhydride by contacting with at least one of a metal oxide and a mixed oxide, and optionally, distilling the acetic anhydride simultaneously with or after the contact treatment.
    Type: Grant
    Filed: January 13, 2000
    Date of Patent: June 11, 2002
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Mitsuharu Kobayashi, Nobuyuki Murai
  • Patent number: 6392102
    Abstract: A particularly useful process which includes the steps of providing a feedstream comprising providing a source of formaldehyde formed by conversion of dimethyl ether in the presence of a catalyst comprising tungsten oxide; and (i) heating the feedstream with the heterogeneous acidic catalyst in a catalytic distillation column to convert methanol and formaldehyde present to methylal and higher polyoxymethylene dimethyl ethers and to separate the methylal from the higher polyoxymethylene dimethyl ethers is disclosed, and/or (ii) contacting the source of formaldehyde and a predominately dimethyl ether feedstream with a heterogeneous, condensation promoting catalyst capable of hydrating dimethyl ether under conditions of reaction sufficient to form an effluent comprising water, methanol, formaldehyde, dimethyl ether, and polyoxymethylene dimethyl ethers is disclosed. Unreacted dimethyl ether is recovered from the effluent and recycled to the formation of polyoxymethylene dimethyl ethers.
    Type: Grant
    Filed: April 12, 2000
    Date of Patent: May 21, 2002
    Assignee: BP Corporation North America Inc.
    Inventors: Gary P. Hagen, Michael J. Spangler
  • Patent number: 6384216
    Abstract: A process for purifying alkenyl compounds having a divalent or trivalent heteroatom in the &agr;-position relative to the double bond by distillation comprises carrying out at least two distillations in which the purified alkenyl compounds are obtained from the gas phase by condensation, where the time between the first distillation after the synthesis of the alkenyl compounds and at least one further distillation is at least one day and the purified alkenyl compounds have an APHA color number of <30.
    Type: Grant
    Filed: August 9, 2001
    Date of Patent: May 7, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Rudolf Erich Lorenz, Arnd Böttcher, Rolf Pinkos
  • Patent number: 6372923
    Abstract: The present invention provides a process for preparing an alcohol derivative, where the alcohol derivative is an ester, acetal, ketal, ether glycoside, or alkyl glycoside, by reacting an alcohol with a carbonyl compound, alcohol, olefin, epoxy compound or saccharide, where C2-4 vicinal alkylene oxides are excluded, in the presence of (A) an aluminum alkoxide and (B) sulfuric acid or phosphoric acid.
    Type: Grant
    Filed: May 31, 2000
    Date of Patent: April 16, 2002
    Assignee: Kao Corporation
    Inventors: Mitsuru Uno, Munehisa Okutsu, Tomohito Kitsuki
  • Patent number: 6362126
    Abstract: Double-metal cyanide catalysts of the formula M1a[M2(CN)b(A)c]d. fM1gXn. h (H2O).
    Type: Grant
    Filed: September 9, 2000
    Date of Patent: March 26, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Georg Heinrich Grosch, Harald Larbig, Reinhard Lorenz, Dieter Junge, Ulrich Kammel
  • Patent number: 6350919
    Abstract: Oxygenated organic compounds exhibiting the desired combination of advantageous properties have structures represented by the formula CH3 E (CH2O)x (CHO)y E′ where E is selected from the group consisting of CH3O— and CH3CH2O—, E′ is selected from the group consisting of —CH3 and —CH2CH3, x is a number from 0 to about 10, y is number from 0 to about 10 such that the sum (x+y) is at least 2. Economical processes are disclosed for production of a mixture of oxygenated organic compounds which are suitable components for blending into fuel having improved qualities for use in compression ignition internal combustion engines (diesel engines).
    Type: Grant
    Filed: April 19, 2000
    Date of Patent: February 26, 2002
    Assignee: BP Corporation North America Inc.
    Inventors: Gary P. Hagen, Michael J. Spangler
  • Patent number: 6350920
    Abstract: Polyether polyols can be prepared by reacting polyols with epoxides in the presence of basic catalysts, by treating the polyether polyols containing the basic catalysts with OH-functional solid compounds of metals of groups III to VIII of the periodic system of the elements (Mendeleyev), the compounds being insoluble in the polyether polyols and having BET surface areas of from 10 to 1000 m2/g, isolating the solid inorganic compounds laden with the basic catalysts from the polyether polyol and using them in the reaction of polyols with epoxides, or bringing the isolated inorganic compounds laden with the basic catalysts into contact with the polyols that are to be used in the reaction with epoxides, separating those polyols from the inorganic compounds and delivering them to the reaction with epoxides.
    Type: Grant
    Filed: March 20, 2000
    Date of Patent: February 26, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Manfred Dietrich, Pramod Gupta, Pieter Ooms
  • Patent number: 6306263
    Abstract: A distillation procedure is provided for the separation of impurities from organic materials such as glycols and glycol ethers whereby a liquid stripping component is interfaced into a distillation column with or below the organic material introduction, heat being provided by a reboiler, the stripping component and impurities being removed overhead.
    Type: Grant
    Filed: March 31, 1999
    Date of Patent: October 23, 2001
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Vijai P. Gupta
  • Patent number: 6211415
    Abstract: A hexafluoropropylene oxide oligomer of the formula: RfO[CF(CF3)CF2O]nCF(CF3)COF in which Rf is a group represented by the formula: F(CF2)m— in which m is an integer of 1 to 8, or the formula: (CF3)2CF(CF2)q— in which q is an integer of 0 to 6, and n is a number of 3 to 20 is heated and thermally decomposed in a solvent at a temperature of at least 100° C. in the presence of a compound which generates a fluoride (F−) ion to obtain mainly the dimer, trimer and tetramer of hexafluoropropylene oxide. Thus, the valuable low molecular weight oligomers of hexafluoropropylene oxide can be obtained from high molecular weight oligomers of hexafluoropropylene oxide which have been discarded.
    Type: Grant
    Filed: May 21, 1999
    Date of Patent: April 3, 2001
    Assignee: Daikin Industries, Ltd.
    Inventors: Shigeru Morita, Toshihiko Amano
  • Patent number: 6191315
    Abstract: Most generally, the invention provides a method for making a neutralized polyether polyol, comprising the steps of a) Polymerizing one or more alkylene oxides in the presence of an alkaline catalyst to form a polyalkylene oxide intermediate; and b) Neutralizing the intermediate, after the polymerization step a) is complete, with an organic acid of general formula where R1 is hydrogen, methyl, or ethyl; R2 is methyl or ethyl; and R3 is an alkyl, aryl, or aralkyl group containing one to twelve carbon atoms. The invention also comprises the novel compositions made by the above process.
    Type: Grant
    Filed: February 11, 1999
    Date of Patent: February 20, 2001
    Assignee: BASF Corporation
    Inventors: Chacko Thankachan, Brian J. Betke, Michael C. Welch
  • Patent number: 6166266
    Abstract: A particularly useful process which includes the steps of providing a source of formaldehyde formed by conversion of methanol in the presence of a catalyst comprising oxides of molybdenum as an essential catalyst component; and contacting the source of formaldehyde and a predominately dimethyl ether feedstream with a heterogeneous, condensation promoting catalyst capable of hydrating dimethyl ether under conditions of reaction sufficient to form an effluent comprising water, methanol, formaldehyde, dimethyl ether, and polyoxymethylene dimethyl ethers is disclosed. Unreacted dimethyl ether is recovered from the effluent and recycled to the formation of polyoxymethylene dimethyl ethers. The resulting dimethyl ether-free liquid mixture is heated in the presence of an acidic catalyst to convert at least the methanol and formaldehyde present to polyoxymethylene dimethyl ethers. Advantageously, methylal and higher polyoxymethylene dimethyl ethers are formed and separated in a catalytic distillation column.
    Type: Grant
    Filed: November 12, 1998
    Date of Patent: December 26, 2000
    Assignee: BP Amoco Corporation
    Inventors: Gary P. Hagen, Michael J. Spangler
  • Patent number: 6160186
    Abstract: A particularly useful process which includes the steps of providing a source of formaldehyde formed by conversion of dimethyl ether in the presence of a catalyst comprising copper and zinc; and contacting the source of formaldehyde and a predominately dimethyl ether feedstream with a heterogeneous, condensation promoting catalyst capable of hydrating dimethyl ether under conditions of reaction sufficient to form an effluent comprising water, methanol, formaldehyde, dimethyl ether, and polyoxymethylene dimethyl ethers is disclosed. Unreacted dimethyl ether is recovered from the effluent and recycled to the formation of polyoxymethylene dimethyl ethers. The resulting dimethyl ether-free liquid mixture is heated in the presence of an acidic catalyst to convert at least the methanol and formaldehyde present to polyoxymethylene dimethyl ethers. Advantageously, methylal and higher polyoxymethylene dimethyl ethers are formed and separated in a catalytic distillation column.
    Type: Grant
    Filed: November 12, 1998
    Date of Patent: December 12, 2000
    Assignee: BP Amoco Corporation
    Inventors: Gary P. Hagen, Michael J. Spangler
  • Patent number: 6160174
    Abstract: A particularly useful process which includes the steps of providing a source of formaldehyde formed by conversion of methanol in the presence of a catalyst comprising silver as an essential catalyst component; and contacting the source of formaldehyde and a predominately dimethyl ether feedstream with a heterogeneous, condensation promoting catalyst capable of hydrating dimethyl ether under conditions of reaction sufficient to form an effluent comprising water, methanol, formaldehyde, dimethyl ether, and polyoxymethylene dimethyl ethers is disclosed. Unreacted dimethyl ether is recovered from the effluent and recycled to the formation of polyoxymethylene dimethyl ethers. The resulting dimethyl ether-free liquid mixture is heated in the presence of an acidic catalyst to convert at least the methanol and formaldehyde present to polyoxymethylene dimethyl ethers. Advantageously, methylal and higher polyoxymethylene dimethyl ethers are formed and separated in a catalytic distillation column.
    Type: Grant
    Filed: November 12, 1998
    Date of Patent: December 12, 2000
    Assignee: BP Amoco Corporation
    Inventors: Gary P. Hagen, Michael J. Spangler
  • Patent number: 6093855
    Abstract: The divinyl ethers of diethylene glycol or triethylene glycol are separated from the monovinyl ether of the corresponding oligoethylene glycol by distillation, a metal hydroxide being added to the vinyl ether mixture.
    Type: Grant
    Filed: September 23, 1998
    Date of Patent: July 25, 2000
    Assignee: BASF Aktiengesellschaft
    Inventor: Rudolf Erich Lorenz
  • Patent number: 6087539
    Abstract: A process for producing an ether compound represented by the general formula (II) or (III): ##STR1## wherein R.sup.1 and R.sup.2 represent each an alkyl group or a cycloalkyl group and n represents an integer of 1 to 50, which comprises bringing an acetal compound represented by the general formula (I): ##STR2## into reaction with hydrogen in the presence of a solid catalyst comprising (A) nickel in an amount corresponding to 10 to 70% by weight of metallic nickel, and (B) at least one compound selected from the group consisting of oxides of silicon, aluminum, magnesium, titanium, and zirconium; and synthetic or natural inorganic oxides containing one or more of these oxides as the constituents thereof. A vinyl ether polymer having a terminal ether group can be obtained with a good yield without causing corrosion of the apparatus used for the reaction.
    Type: Grant
    Filed: October 20, 1997
    Date of Patent: July 11, 2000
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Hirotaka Yamasaki, Akihisa Ogawa, Shigeru Kamimori, Yoshikazu Hirao, Keiji Fujita, Tokuyuki Yoshimoto
  • Patent number: 6034281
    Abstract: The present invention provides a method for purifying diethylene glycol monoethyl ether, which is commonly known as Carbitol.TM. or Ethyl Carbitol.TM.. The method according to the present invention includes combining n-heptanol as an azeotrope-forming agent to crude diethylene glycol monoethyl ether which contains ethylene glycol as an impurity to form a mixture, subjecting the mixture to distillation whereby an overhead product comprising an azeotrope of ethylene glycol and n-heptanol and a bottoms product are produced, and recovering purified diethylene glycol monoethyl ether from the bottoms product. By practicing the method of the present invention, the ethylene gylcol content of diethylene glycol monoethyl ether can be reduced from thousands of parts per million to less than about twenty-five parts per million such that the purified diethylene glycol monoethyl ether is suitable for use as a solvent in pharmaceutical manufacturing applications.
    Type: Grant
    Filed: November 24, 1998
    Date of Patent: March 7, 2000
    Assignee: Ferro Corporation
    Inventors: Charles R. Egedy, Christian C. Clause
  • Patent number: 5962748
    Abstract: Polyether polyols having reduced terminal unsaturation are prepared in a process comprising a first step comprising reacting propylene oxide with an initiator having at least two hydroxyl groups in the presence of a basic catalyst, a second step of contacting the polyether product of the first step 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: October 23, 1997
    Date of Patent: October 5, 1999
    Assignee: Huntsman Petrochemical Corporation
    Inventor: Timothy L. Lambert
  • Patent number: 5962749
    Abstract: This invention relates to a process for the purification of polyether polyols. This process enables the removal of residual alkaline metal catalyst from produced polyether polyol. It comprises a) adding glycerine to a polyether polyol that contains Group IA alkaline metal catalyst to form a precipitate, and b) separating the precipitate formed in a) to provide a purified polyether polyol. The present invention also relates to the purified polyether polyol produced by this process, the precipitate produced by this process, and the use of the precipitate as an alkaline metal catalyst in a process for the production of polyether polyols.
    Type: Grant
    Filed: December 24, 1997
    Date of Patent: October 5, 1999
    Assignee: Bayer Corporation
    Inventors: Harold R. Parsons, Donald C. Dunham, Steven L. Schilling, Keith J. Headley
  • Patent number: 5951829
    Abstract: A method of separating heteropoly compounds from mixtures of polyethers, polyesters and/or polyether esters, a protic component and heteropoly compounds, wherein the protic component is removed from the mixture and subsequently separating off the heteropoly compound as a separate phase. The polymer phase which remains is preferably brought into further contact with a solid adsorbent that is capable of adsorbing heteropoly compounds.
    Type: Grant
    Filed: March 27, 1997
    Date of Patent: September 14, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Jurgen Weyer, Rolf Fischer, Gerhard Jeschek, Herbert Muller
  • Patent number: 5912342
    Abstract: The invention relates to a compound of the formula (I) wherein whereinY is the fraction of a solid or soluble support, where Y may include a residue of a functional group having been attached to said support, said functional group having been hydroxy, amino, thio, epoxy or halogen,R.sup.1 is aryl, heteroaryl, alkyl chain or ring or ring system, which may include a heteroatom, or R.sup.1 is nothing, and R.sup.2 is vinyl;CH.sub.2 CH.sub.2 X, where X is halogen; orR.sup.3 C.dbd.CHR or R.sup.3 CH--CH.sub.2 R.sup.4 X, where R.sup.3 and R.sup.4 are the same or different and are alkyl, acyl, carbonyl, cyano or nitro groups and X is halogen.The invention also relates to a method for preparation of compound (I) and to its use as a substrate in the synthesis of tertiary amines. The invention still concerns a group of alpha-2-receptor active tetrahydroisoquinoline derivatives.
    Type: Grant
    Filed: August 12, 1997
    Date of Patent: June 15, 1999
    Inventors: Petri Heinonen, Harri Lonnberg, Victor Cockcroft
  • Patent number: 5910614
    Abstract: Separation process of bifunctional macromolecules having hydroxylic termination from non functional and/or monofunctional macromolecules having hydroxylic termination contained in admixture in perfluoropolyoxyalkylenes (I) comprising the following phases:addition of the macromer (I) to a suspension of stationary phase in polar solvent, said stationary phase being formed by a compound containing sites and/or active groups, capable of establishing bonds or interactions of polar type, or hydrogen bonds, with the hydroxylic terminals of the perfluoropolyoxyalkylenes contained in the mixture of formula (I), the macromer/stationary phase ratio ranging from 2/3 to 1/1 w/w; solvent/(stationary phase+macromer) ratio ranging from 0.8/1 to 1.
    Type: Grant
    Filed: July 30, 1997
    Date of Patent: June 8, 1999
    Assignee: Ausimont S.p.A.
    Inventors: Stefano Turri, Claudio Tonelli, Carlo Pogliani
  • Patent number: 5852218
    Abstract: A method for converting the diester of a polyether polyol (e.g., the diacetate ester of polytetramethylene ether, PTMEA) to a corresponding dihydroxy polyether polyol (e.g., polytetramethylene ether glycol, PTMEG) involving reactive distillation wherein a diester of polyether polyol is fed to the top portion of the column along with an effective amount of at least one alkali metal oxide or alkaline earth metal oxide, hydroxide or alkoxide catalyst (e.g., sodium methoxide) and with a C.sub.1 to C.sub.4 alkanol (e.g., methanol) while simultaneously adding to the bottom of the reactive distillation column hot alkanol vapor to sweep any alkanol ester formed by alkanolysis of the diester of polyether polyol upwardly. Such a process is useful for achieving high levels of conversion PTMEA to PTMEG on a commercial scale with the overhead from the column being amenable to azeotropic separation of the methyl acetate and recycle of the methanol.
    Type: Grant
    Filed: December 14, 1995
    Date of Patent: December 22, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Suriyanarayan Dorai
  • Patent number: 5800711
    Abstract: A process for the fractionation of polyoxyalkylene block copolymers wherein the polydispersity of the polyether is reduced. The fractionation process, which removes lower molecular weight species such as polyoxyalkylene homopolymer, truncated polyoxyalkylene diblock polymers, or other reaction byproducts, comprises salt extraction and liquid phase separation to provide a product with a narrower molecular weight distribution, lower degree of unsaturation, and distinctly different physical characteristics compared to the starting material.
    Type: Grant
    Filed: October 18, 1996
    Date of Patent: September 1, 1998
    Assignee: MDV Technologies, Inc.
    Inventors: Lorraine E. Reeve, Michael G. Hinsberg
  • Patent number: 5767323
    Abstract: Substantially transition metal-free polyoxyalkylene polyethers may be prepared by double metal cyanide complex-catalyzed oxyalkylation of a suitable hydric oxyalkylation initiator molecule by employing 15 ppm or less of a double metal cyanide complex oxyalkylation catalyst having a propylene oxide polymerization rate greater than 5 g propylene oxide/minute. The induction periods associated with oxyalkylation employing double metal cyanide complex catalysts may be reduced by preparing preactivated master batches and by increasing the oxyalkylation reactor temperature during at least the induction period.
    Type: Grant
    Filed: December 22, 1995
    Date of Patent: June 16, 1998
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Yiannakis Televantos, Bi Le-Khac
  • Patent number: 5767324
    Abstract: Process for reducing the level of unsaturation in a polyether polyol having an oxypropylene content of at least 30% by weight calculated on the total amount of oxyalkylene units in the polyol and having a number average equivalent weight of at least 1000 by subjecting the polyol to ultrafiltration.
    Type: Grant
    Filed: November 6, 1996
    Date of Patent: June 16, 1998
    Assignee: Imperial Chemical Industries PLC
    Inventors: Pierre Gilbert Henri Jean Chaffanjon, Minh Son Le, Robert Henry Carr, Howard Matthew Colquhoun, Jan Frans Hernalsteen, Julien Armand Devos
  • Patent number: 5739208
    Abstract: A poly(ethylene glycol) derivative is disclosed that is activated with a sulfone moiety for selective attachment to thiol moieties on molecules and surfaces. The activated PEG is water soluble, hydrolytically stable for extended periods, and forms hydrolytically stable linkages with thiol moieties. The linkages generally are not reversible in reducing environments. The PEG derivative is useful for modifying the characteristics of substances including modifying biologically active molecules and surfaces for biocompatibility. Methods for synthesizing the active PEG and for preparing conjugates of the active PEG and other substances, including biologically active substances, are also disclosed.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 14, 1998
    Assignee: Shearwater Polymers, Inc.
    Inventor: J. Milton Harris
  • Patent number: 5714523
    Abstract: Process for alcoholizing and hydrolysing a flexible polyurethane foam by bringing a flexible polyurethane foam in contact with an alcoholizing polyol, allowing the foam and the polyol to react in the presence of a catalyst which enhances alcoholysis and hydrolysis of the foam in an amount of 0.001 to 0.25 and preferably 0.001 to 0.08% by weight based on the weight of the foam, then allowing the mixture to separate in an upper phase and a lower phase and collecting these phases in separate containers, wherein the hydrolysis is conducted by adding water and allowing the mixture to react with the water after the foam has been combined with the polyol and before the mixture is allowed to separate.
    Type: Grant
    Filed: January 21, 1997
    Date of Patent: February 3, 1998
    Assignee: Imperial Chemical Industries PLC
    Inventors: Julian Francis George Hopper, Patrick Margriet Gaston Goegebeur, Harry Kooren
  • 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: 5689012
    Abstract: A continuous process for the preparation of polyoxyalkylene polyethers using DMC catalysts as the polyoxyalkylation catalyst employs continuous addition of alkylene oxide in conjunction with continuous addition of starter and catalyst to a continuous oxyalkylation reactor. Despite the continuous introduction of starter, the molecular weight distribution of the polyether product is quite narrow, as indicated by the exceptionally low polydispersity of the product. The presence of low molecular weight species during the majority of the polyoxyalkylation also substantially eliminates extremely high molecular weight fractions having molecular weights greater than 100,000 Da, again without appreciably broadening molecular weight distribution. By withdrawing intermediate molecular weight polyether product or diverting a portion of the end product to prepare a catalyst/starter mixture, rapid and sustained reaction rates can be achieved while employing low molecular weight starters.
    Type: Grant
    Filed: July 18, 1996
    Date of Patent: November 18, 1997
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Jose F. Pazos, T. Thomas Shih
  • Patent number: 5672768
    Abstract: Low-odor, higher molecular weight polyether polyols are produced by purifying the polyether polyols at temperatures of 110.degree. to 150.degree. C. and pressures of 10 to 70 hPa with the addition of 5 to 30% by weight of water, wherein the water is passed in finely divided form, with a droplet diameter of about 5 to 100.mu., through the polyether polyols to be purified for a time of metered addition of 1 to 5 hours.
    Type: Grant
    Filed: January 8, 1997
    Date of Patent: September 30, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Pramod Gupta, Gundolf Jacobs, Joel Leuridan
  • Patent number: 5648557
    Abstract: Cyclic ethers are polymerized or copolymerized in homogeneous liquid phase using very low concentrations of heteropolyacid catalyst to produce essentially linear polyoxyalkylene polymers. The product of the polymerization contains less than 2 weight percent cyclic oligomer by-product and has a molecular weight distribution (M.sub.w /M.sub.n) between 1 and 2. Alcohols, acyl-containing compounds and alkalies can be used as end-caping groups to terminate polymerization or modify the properties of the polymer produced. The process produces novel polyoxyalkylene copolymers and block copolymers that are useful as lubricants. The copolymers have a high viscosity index and are compatible with mineral oil and synthetic hydrocarbon lubricants. Preferred comonomers are tetrahydrofuran, C.sub.2 -C.sub.20 monoepoxides and oxetan.
    Type: Grant
    Filed: October 27, 1994
    Date of Patent: July 15, 1997
    Assignee: Mobil Oil Corporation
    Inventor: Liwen Wei
  • Patent number: 5630914
    Abstract: A method for decontaminating a liquid of a contaminant having a vapor pressure which is higher than the vapor pressure of the liquid. A contaminated liquid is directed through an inclined conduit. A gas is directed into the inclined conduit, whereby the gas contacts the liquid and transports the contaminant, which has volatilized in the inclined conduit, out of the inclined conduit, thereby decontaminating the liquid. The liquid is discharged from the inclined conduit.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: May 20, 1997
    Assignee: Pharm-Eco Laboratories, Inc.
    Inventors: Yesh P. Sachdeva, Richard L. Gabriel
  • Patent number: 5585458
    Abstract: A method for preparing polyether glycol is disclosed. An ester end-capped polyalkylene ether and an alcohol are subjected to alcoholysis at a temperature of 35.degree.-150.degree. C. and a pressure of 1-10 atm in the presence of a mixed metal oxide as a catalyst. The mixed metal oxide includes an alkaline earth metal oxide and at least one component selected from alumina, silica, and zinc oxide.
    Type: Grant
    Filed: June 27, 1995
    Date of Patent: December 17, 1996
    Assignee: Industrial Technology Research Institute
    Inventors: Wen-Fa Lin, Yu-Wen Chen, Jih-Chen Huang, Hsueh-Ying Chen
  • Patent number: 5562808
    Abstract: A method and apparatus are disclosed for decontaminating a liquid surfactant of a dioxane having a vapor pressure which is higher than the surfactant. A contaminated liquid surfactant is directed through an inclined conduit. A gas is directed into the inclined conduit, whereby the gas contacts the surfactant and transports the dioxane contaminant, which has volatilized in the inclined conduit, out of the inclined conduit, thereby decontaminating the surfactant. The liquid surfactant is discharged from the inclined conduit.
    Type: Grant
    Filed: September 21, 1993
    Date of Patent: October 8, 1996
    Assignee: Pharm-Eco Laboratories, Inc.
    Inventors: Yesh P. Sachdeva, Richard L. Gabriel
  • 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: 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: 5449841
    Abstract: A process for reducing the level of metal ions and/or metal compounds in a polyoxyalkylene monool or polyol having a number average molecular weight of above 500-25000 by bringing the monool or polyol into contact with an extracting compound which is a polyol or a polyol mixture having a number average molecular weight of at most 500 and being immiscible with the polyoxyalkylene monool or polyol, mixing the extracting compound and the polyoxyalkylene monool or polyol, allowing the extracting compound and the polyoxyalkylene monool or polyol to separate and removing the extracting compound.
    Type: Grant
    Filed: October 12, 1994
    Date of Patent: September 12, 1995
    Assignee: Imperial Chemical Industries PLC
    Inventor: Patrick M. G. Goegebeur