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: 10377689
    Abstract: Process for preparing polyoxymethylene dimethyl ethers having ?3 oxymethylene units (OMEn?3), comprising the steps: (i) introduction of formaldehyde, methanol and water into a reactor R and reaction to give a reaction mixture containing formaldehyde, water, methylene glycol, polyoxymethylene glycols, methanol, hemiformals, methylal (OMEn=1) and polyoxymethylene dimethyl ethers (OMEn>1); (ii) introduction of the reaction mixture into a reactive distillation column K1 and separation into a low boiler fraction F1 containing formaldehyde, water, methylene glycol, polyoxymethylene glycols, methanol, hemiformals, methylal (OMEn=1) and polyoxymethylene dimethyl ethers having from 2 to 3 oxymethylene units (OMEn=2-3) and a high boiler fraction F2 containing polyoxymethylene dimethyl ethers having more than two oxymethylene units (OMEn?3).
    Type: Grant
    Filed: November 8, 2017
    Date of Patent: August 13, 2019
    Assignee: OME TECHNOLOGIES GMBH
    Inventors: Jakob Burger, Niklas Schmitz, Hans Hasse, Eckhard Stroefer
  • Patent number: 10273432
    Abstract: The present invention relates to the novel use of (oxybis)dicyclohexane compounds as fragrance materials.
    Type: Grant
    Filed: September 25, 2017
    Date of Patent: April 30, 2019
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Paul D. Jones, Robert P. Belko
  • Patent number: 10043896
    Abstract: A transistor includes a III-N layer structure including a III-N channel layer between a III-N barrier layer and a III-N depleting layer, where the III-N channel layer includes a 2DEG channel formed adjacent an interface between the III-N channel layer and the III-N barrier layer; a source and a drain, each of which being directly connected to the III-N channel layer; a gate between the source and the drain, the gate being over the III-N layer structure, where the III-N depleting layer includes a first portion that is disposed in a device access region between the gate and the drain; and where the source electrically contacts the first portion of the III-N depleting layer, and the drain is electrically isolated from the first portion of the III-N depleting layer.
    Type: Grant
    Filed: December 8, 2017
    Date of Patent: August 7, 2018
    Assignee: Transphorm Inc.
    Inventors: Umesh Mishra, Rakesh K. Lal, Stacia Keller, Srabanti Chowdhury
  • Patent number: 9822087
    Abstract: There is provided a manufacturing assembly for the production of an alkylene oxide and a stream of glycol ethers. The manufacturing assembly produces the alkylene oxide and stream of glycol without the use of equipment for separating substantially all of the alkyl alcohol from the alkylene oxide product stream. Thus, the use of additional pieces of equipment can be avoided, or the equipment required to effectuate any required further separation and/or purification may be smaller and/or cheaper to purchase and/or operate.
    Type: Grant
    Filed: February 12, 2016
    Date of Patent: November 21, 2017
    Inventors: Tina L. Arrowood, Derrick W. Flick, John F. Ackford
  • Patent number: 9227899
    Abstract: Propylene glycol methyl ether is produced by feeding a solution of a basic catalyst in methanol to a catalytic distillation column containing a heterogeneous basic catalyst defining a heterogeneous reaction zone, and feeding propylene oxide to the column. The methanol reacts with the propylene oxide according to a dual homogeneous catalytic reaction and heterogeneous catalytic reaction to form propylene glycol methyl ether, which is removed from the column as a bottoms product. Alternatively, methanol can be reacted with propylene oxide in a pre-reactor, to form propylene glycol methyl ether, and, when the temperature in the pre-reactor reaches about 100° C., the reaction products are transferred to the catalytic distillation column for further reaction.
    Type: Grant
    Filed: August 22, 2013
    Date of Patent: January 5, 2016
    Assignee: Shiny Chemical Industrial Co., Ltd.
    Inventors: Karl T. Chuang, Christina Dirk-Faitakis
  • Patent number: 8957256
    Abstract: Improved methods for making ethers. In particular, an alkoxide can be more effectively converted into an ether by reaction with a hydrocarbyl halide in the presence of a substantial excess of a hygroscopic base such as NaOH. When present in such an unconventional excess, the base serves multiple functions. As a consequence, the alkoxide is extensively converted to the desired ether rapidly at excellent yields. The reaction environment also aids later product isolation. The use of the NaOH rather than Na metal allows the ether product to be separated from water soluble impurities such as salt products, left over base, left over hydrocarbyl halide, formates, etc. by liquid-liquid extraction among aqueous and organic phases.
    Type: Grant
    Filed: September 22, 2008
    Date of Patent: February 17, 2015
    Assignee: Dow Global Technologies LLC
    Inventors: Stephen W. King, Richard R. Mitford, Jeffrey G. Hippler
  • Patent number: 8822735
    Abstract: The present invention relates to a process for producing polyglyceryl ether derivatives in which the polyglyceryl ether derivatives are produced from an alcohol (except for glycidol and glycerol) and glycidol in the presence of an aluminosilicate which is ion-exchanged with at least one cation selected from the group consisting of ammonium ions, alkali metal ions and alkali earth metal ions. In the process of the present invention, a removal step of the catalyst can be simplified, and the polyglyceryl ether derivatives can be produced in an economical and efficient manner.
    Type: Grant
    Filed: January 28, 2010
    Date of Patent: September 2, 2014
    Assignee: Kao Corporation
    Inventors: Takafumi Nishi, Mitsuru Uno, Akira Saito, Yuichiro Seki, Goushi Yamamoto
  • Patent number: 8764914
    Abstract: Aqueous media for quenching metal substrates are provided and contain (i) a polyvinylpyrrolidone/polyvinylcaprolactam copolymer and (ii) one or more of a second polymer, which is selected from (a) a substituted oxazoline polymer; (b) a poly(oxyethylene-oxyalkylene) glycol; or (c) a polyvinylpyrrolidone polymer. The quenching bath provides reduced cooling rates through the martensite temperature ranges. Also provided are processes for quenching metal substrates using these quenching media.
    Type: Grant
    Filed: December 30, 2010
    Date of Patent: July 1, 2014
    Assignee: Houghton Technical Corp.
    Inventors: Laura Gunsalus, Joseph F. Warchol
  • Patent number: 8674146
    Abstract: The invention relates to a method for producing alkylene oxide addition products by reaction of compounds having a nucleophilic center with alkylene oxides in a reactor having a large inner surface. The invention is characterized in that the reaction is carried out exclusively in the liquid phase.
    Type: Grant
    Filed: August 29, 2007
    Date of Patent: March 18, 2014
    Assignee: Cognis IP Management GmbH
    Inventors: Stefan Franzen, Franz Büttgen, Ingomar Mrozek, Bernhard Gutsche
  • Patent number: 8637711
    Abstract: Aspects of the present invention are directed to novel methods for making discrete polyethylene compounds selectively and specifically to a predetermined number of ethylene oxide units. Methods which can be used to build up larger dPEG compounds (a) containing a wider range of utility to make useful homo- and heterofunctional and branched species, and (b) under reaction configurations and conditions that are milder, more efficient, more diverse in terms of incorporating useful functionality, more controllable, and more versatile then any conventional method reported in the art to date. In addition, the embodiments of the invention allow for processes that allow for significantly improving the ability to purify the intermediates or final product mixtures, making these methods useful for commercial manufacturing dPEGs. Protecting groups and functional groups can be designed to make purification at large scale a practical reality.
    Type: Grant
    Filed: January 27, 2011
    Date of Patent: January 28, 2014
    Assignee: Quanta BioDesign, Ltd.
    Inventors: Paul D. Davis, Edward C. Crapps
  • Patent number: 8541629
    Abstract: Glycol ethers are made by a process in which an alcohol, an alkylene oxide and a catalytic amount of an aromatic, heterocyclic amine catalyst are contacted under reactive conditions. Representative catalysts include substituted and unsubstituted pyridines and imidazoles. The process uses known oxides and alcohols, and produces more mono- and di-adduct products than does a corresponding process using a caustic catalyst. Moreover, the process can be conducted at a lower reaction temperature than a corresponding process using a caustic catalyst without sacrificing oxide conversion rates yet producing fewer carbonyl impurities.
    Type: Grant
    Filed: April 17, 2009
    Date of Patent: September 24, 2013
    Assignee: Dow Global Technologies LLC
    Inventors: Scott P. Christensen, Derrick W. Flick
  • Publication number: 20130231508
    Abstract: Provided are alkoxylates of the formula I: Also provided is a process for making alkoxylates of formula I. The process provides alkoxylates that exhibit narrow molecular weight distribution and low amounts of residual unreacted alcohol. The alkoxylates have utility in a variety of applications, such as use as surfactants.
    Type: Application
    Filed: November 3, 2011
    Publication date: September 5, 2013
    Applicant: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Shawn J. Maynard, Wanglin Yu, Daniel A. Aguilar
  • Patent number: 8519196
    Abstract: The alkoxylate mixtures comprise alkoxylates of the formula (I) C5H11CH(C3H7)CH2O(B)p(A)n(B)m(A)qH??(I) where A is ethyleneoxy, B, in each case independently, are C3-10-alkyleneoxy or mixtures thereof, groups A and B being present in the form of blocks in the stated sequence, p is a number from 0 to 10, n is a number greater than 0 to 20, m is a number greater than 0 to 20, q is a number greater than 0 to 10, p+n+m+q is at least 1, from 70 to 99% by weight of alkoxylates A1, in which C5H11 is n-C5H11, and from 1 to 30% by weight of alkoxylates A2, in which C5H11 is C2H5CH(CH3)CH2 and/or CH3CH(CH3)CH2CH2, being present in the mixture.
    Type: Grant
    Filed: October 14, 2004
    Date of Patent: August 27, 2013
    Assignee: BASF Aktiengesellschaft
    Inventors: Markus Klumpe, Juergen Tropsch, Rolf-Dieter Kahl, Roland Boehn, Susanne Stutz, Ralf Noerenberg
  • Publication number: 20130068457
    Abstract: A method is disclosed for manufacturing surfactants for utilization in petroleum industry operations. The method comprises providing a bio-lipid. The bio-lipid can include one or more medium-chain or long-chain fatty acids, such as Lauric acid, Myristic acid, Palmitic acid, Stearic acid, Palmitoleic acid, Oleic acid, Ricinoleic acid, Vaccenic acid, Linoleic acid, Alpha-Linoleic acid, or Gamma-Linolenic acid. Fatty acid alkyl esters are produced by reacting the bio-lipid with a low-molecular weight alcohol. The fatty acid alkyl esters are reduced to a fatty alcohol. The fatty alcohol is dimerized to form a Guerbet alcohol, which is a precursor to producing surfactant for utilization in a petroleum industry operation, such as an enhanced oil recovery process.
    Type: Application
    Filed: September 15, 2011
    Publication date: March 21, 2013
    Applicant: Chevron U.S.A. Inc.
    Inventors: Sophany Thach, Robert Shong, Varadarajan Dwarakanath, Gregory Winslow
  • Patent number: 8362304
    Abstract: Glycol ether compositions useful for metal recovery by froth flotation and processes for making the compositions are disclosed. In one process, dipropylene glycol methyl ether (DPM) is propoxylated to give a composition comprising 4 to 15 wt. % of DPM and at least 20 wt. % of tripropylene glycol methyl ether (TPM). In another process, the glycol ether composition is made from a distillation residue which comprises DPM, TPM, and a basic catalyst. Extraction of the residue with water to remove some of the basic catalyst is followed by propoxylated to give a composition which comprises less than 15 wt. % of DPM, at least 20 wt. % of TPM, and one or more PO-based glycols. In comparative froth tests, glycol ether compositions of the invention meet or exceed the performance of commercial frothers.
    Type: Grant
    Filed: July 15, 2009
    Date of Patent: January 29, 2013
    Assignee: Lyondell Chemical Technology, L.P.
    Inventors: Farhad Fadakar, Adam Chan
  • Patent number: 8334323
    Abstract: Disclosed are compositions of the formula wherein R1 and R2 are each independently hydrogen or a linear or branched alkyl group containing from (1) to about (18) carbon atoms, provided that R1 and R2 together contain from about (8) to about (18) carbon atoms, and further provided that less than about 10 mole percent of R1 or R2 is hydrogen; R3 is hydrogen or an alkyl radical containing from (1) to about (6) carbon atoms; R4 and R5 are each independently hydrogen or an alkyl radical containing from (2) to about (6) carbon atoms, provided that R4 and R5 together contain from (2) to about (6) carbon atoms; m is an average value ranging from (0) to about (10), and n is an average value ranging from about (3) to (about 40), provided that the group containing m and the group containing n may be exchanged with one another as to position; and z is an average value ranging from about (0.5) to about (5).
    Type: Grant
    Filed: December 23, 2008
    Date of Patent: December 18, 2012
    Assignee: Dow Global Technologies LLC
    Inventors: Pierre T. Varineau, Wanglin Yu, Kara S. Weber, Cynthia L. Rand
  • Publication number: 20120123170
    Abstract: The present invention relates to the method for producing a nonionic surfactant, including the step (I) of reacting alcohol having a water content of not more than 0.1% by mass with ethylene oxide to obtain ethylene oxide-adduct, the step (II) of reacting the ethylene oxide-adduct with propylene oxide to obtain the alkylene oxide-adduct having a content of remaining propylene oxide of not more than 1000 mg/kg, and the step (III) of reacting the alkylene oxide-adduct with ethylene oxide to obtain the nonionic surfactant having each content of remaining ethylene oxide and remaining propylene oxide of not more than 5 mg/kg.
    Type: Application
    Filed: August 3, 2010
    Publication date: May 17, 2012
    Applicant: KAO CORPORATION
    Inventors: Keisuke Chiba, Yoshifumi Nishimoto, Tetsuaki Fukushima, Satoru Kijima
  • Publication number: 20120035386
    Abstract: Low foam, non-gelling surfactants include certain non-ionic alcohol ethoxylate surfactants and anionic ether sulfate surfactants formed therefrom, and processes for preparing the same. Also included are agricultural formulations including agriculturally active ingredients in combination with certain anion ether sulfate surfactants.
    Type: Application
    Filed: April 19, 2010
    Publication date: February 9, 2012
    Applicant: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
    Inventor: Giao Vinh Nguyen
  • Publication number: 20120004470
    Abstract: The present invention relates to a process for producing an ether compound in a simplified, efficient manner, including the step of reacting a hydroxyl group-containing compound with an epoxy compound in the presence of an oxide of a metal of Group 4 of the Periodic Table on which a sulfate ion is supported, wherein a sum of a diffraction intensity of a (111) crystal lattice plane and a diffraction intensity of a (?111) crystal lattice place of the metal oxide is 2000 cps or larger as measured by subjecting the metal oxide to powder X-ray diffraction analysis.
    Type: Application
    Filed: February 18, 2010
    Publication date: January 5, 2012
    Applicant: KAO Corporation
    Inventors: Tomotaka Matsumoto, Takafumi Nishi, Mitsuru Uno
  • Publication number: 20110319669
    Abstract: Provided are alkoxylates of the formula I: wherein AO, EO, m, n, R, R1 and R2 are as defined below. Also provided are processes for making alkoxylates of formula I. The processes provide alkoxylates that exhibit narrow molecular weight distribution and low amounts of residual unreacted alcohol. The alkoxylates have utility in a variety of applications, such as use as surfactants.
    Type: Application
    Filed: June 15, 2011
    Publication date: December 29, 2011
    Inventors: Wanglin Yu, Shawn J. Maynard, Daniel A. Aguilar
  • Patent number: 8058481
    Abstract: Described is a process for the alkoxylation of alcohols with I, Cl, or CH3CO2 endgroups, using alkylene epoxides in the presence of boron based catalysts.
    Type: Grant
    Filed: April 30, 2009
    Date of Patent: November 15, 2011
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Kenneth Gene Moloy, James A. Schultz
  • Patent number: 8058480
    Abstract: Processes for the alkoxylation of alcohols using alkylene epoxides in the presence of boron based catalysts are provided.
    Type: Grant
    Filed: April 30, 2009
    Date of Patent: November 15, 2011
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Kenneth Gene Moloy
  • Patent number: 7968754
    Abstract: The invention relates to a process for the continuous preparation of polyether alcohols by reaction of alkylene oxides with H-functional starter substances in the presence of DMC catalysts, which comprises, at the beginning of the process a) firstly placing initial charge material and DMC catalyst in a reactor, b) metering in alkylene oxide so that the metering rate which is maintained for continuous operation of the reactor is reached in a time of from 100 to 3000 seconds, c) metering in starter substance during or after step b) so that the metering rate which is maintained for continuous operation of the reactor is reached in a time of from 5 to 500 seconds, d) after the fill level in the reactor which is desired for continuous operation of the reactor has been reached, taking product off continuously from the reactor while at the same time metering in starter substance and alkylene oxides in such an amount that the fill level in the reactor remains constant and metering in DMC catalyst so that the catalys
    Type: Grant
    Filed: November 6, 2004
    Date of Patent: June 28, 2011
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Ostrowski, Raimund Ruppel, Eva Baum, Kathrin Harre
  • Patent number: 7888536
    Abstract: Aspects of the present invention are directed to novel methods for making discrete polyethylene compounds selectively and specifically to a predetermined number of ethylene oxide units. Methods which can be used to build up larger dPEG compounds (a) containing a wider range of utility to make useful homo- and heterofunctional and branched species, and (b) under reaction configurations and conditions that are milder, more efficient, more diverse in terms of incorporating useful functionality, more controllable, and more versatile then any conventional method reported in the art to date. In addition, the embodiments of the invention allow for processes that allow for significantly improving the ability to purify the intermediates or final product mixtures, making these methods useful for commerial manufacturing dPEGs. Protecting groups and functional groups can be designed to make purification at large scale a practical reality.
    Type: Grant
    Filed: August 15, 2005
    Date of Patent: February 15, 2011
    Assignee: Quanta BioDesign, Ltd.
    Inventors: Paul D. Davis, Edward C. Crapps
  • Publication number: 20100280278
    Abstract: Processes for the alkoxylation of alcohols using alkylene epoxides in the presence of boron based catalysts are provided.
    Type: Application
    Filed: April 30, 2009
    Publication date: November 4, 2010
    Applicant: E. I. DU PONT DE NEMOURS AND COMPANY
    Inventor: KENNETH GENE MOLOY
  • Publication number: 20100280279
    Abstract: Described is a process for the alkoxylation of alcohols with I, Cl, or CH3CO2 endgroups, using alkylene epoxides in the presence of boron based catalysts.
    Type: Application
    Filed: April 30, 2009
    Publication date: November 4, 2010
    Applicant: E. I. DU PONT DE NEMOURS AND COMPANY
    Inventors: Kenneth Gene Moloy, James A. Schultz
  • Publication number: 20100251609
    Abstract: The present invention relates to a process for making a composition comprising at least two different ethers using ethanol, or a combination of ethanol and methanol, as a starting material.
    Type: Application
    Filed: November 13, 2008
    Publication date: October 7, 2010
    Applicant: E.I. DU PONT DE NEMOURS AND COMPANY
    Inventors: Ronnie Ozer, Michael B. D'Amore
  • Publication number: 20100096096
    Abstract: The additive includes a polymer of an alkylene glycol or a copolymer of different alkylene glycols.
    Type: Application
    Filed: April 30, 2007
    Publication date: April 22, 2010
    Inventors: Jose Luis Egiburu, Juan Antonio Navalpotro
  • Patent number: 7700809
    Abstract: A process for preparing tri- and tetraoxymethylene glycol dimethyl ether (POMDMEn=3,4) by reacting formaldehyde with methanol and subsequently working up the reaction mixture by distillation, consisting of: a) feeding aqueous formaldehyde solution and methanol into a reactor and reacting to give a mixture including formaldehyde, water, methylene glycol (MG), polyoxymethylene glycols (MGn>1), methanol, hemiformals (HF), methylal (POMDMEn=1) and polyoxymethylene glycol dimethyl ethers (POMDMEn>1); b) feeding the reaction mixture a into a first distillation column and separating into a low boiler fraction b1 and a high boiler fraction b2 including formaldehyde, water, methanol, MGn>1, HF and POMDMEn>1; c) feeding the high boiler fraction b2 into a second distillation column and separating into a low boiler fraction c1 including formaldehyde, water, MG, MGn>1, methanol, HF, di-, tri- and tetraoxymethylene glycol dimethyl ether (POMDMEn=2,3,4), and a high boiler fraction c2; d) feeding the low boile
    Type: Grant
    Filed: June 12, 2006
    Date of Patent: April 20, 2010
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Stroefer, Hans Hasse, Sergej Blagov
  • Patent number: 7671240
    Abstract: Processes for preparing tri- and tetraoxymethylene glycol dimethyl ether (POMDMEn=3,4) include feeding a reaction mixture of an aqueous formaldehyde solution and methanol into a reactive evaporator and separating into a first low boiler fraction and a first high boiler fraction, recycling the first high boiler fraction into the reactor, feeding the first low boiler fraction into a first distillation column and separating into a second low boiler fraction and a second high boiler fraction, recycling the second high boiler fraction into the reactive evaporator, feeding the second low boiler fraction into a second distillation column and separating into a third low boiler fraction and a third high boiler fraction, feeding the third high boiler fraction into a phase separation apparatus and separating into an aqueous phase and an organic phase, and feeding the organic phase into a third distillation column and separating into a low and high boiler fractions.
    Type: Grant
    Filed: June 12, 2006
    Date of Patent: March 2, 2010
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Stroefer, Hans Hasse, Sergej Blagov
  • Patent number: 7645909
    Abstract: Compounds for controlling aquatic breeding insects including an ethoxylated alcohol with a carbon chain length of about 10 to about 24 carbon atoms and about 0 to about 16 moles of ethylene oxide per mole of alcohol, where the carbon chain is linear or branched with an alkyl group are provided. Methods for making branched alcohol ethoxylated compounds and linear secondary alcohol ethoxylated compounds are also provided. Methods for controlling insects with the compounds are also provided.
    Type: Grant
    Filed: July 31, 2007
    Date of Patent: January 12, 2010
    Assignee: Cognis IP Management GmbH
    Inventors: Jianhua Mao, Dean Oester
  • Patent number: 7629487
    Abstract: Provided herein are catalysts useful in enabling and promoting the insertion of alkylene oxides into ester linkages. The esters employed as a substrate to be alkoxylated include esters of fatty acids, such as methyl esters of C14 to C22 fatty acids, and mono-, di-, and tri-esters of glycerine, including vegetable oils, animal fats, and plant oils. A catalyst according to the invention includes at least two alkaline earth compounds, which may include any known stable compounds of the alkaline earths, and optionally contains one or more additional materials such as a carboxylic acid or a polyalkylene glycol having a molecular weight between about 100 and 1500 or a C1-C10 alkyl-capped polyalkylene glycol having molecular weight between about 100 and 1500, which has been acidified with a strong mineral acid. The preferred alkaline earths employed are salts and compounds of magnesium and calcium.
    Type: Grant
    Filed: May 31, 2005
    Date of Patent: December 8, 2009
    Assignee: Huntsman Petrochemical LLC
    Inventors: George A. Smith, James O'Neill, Lindy R. Coker, legal representative, George Sneed, Christopher J. Whewell
  • Patent number: 7576244
    Abstract: Compounds of formula (I) wherein R1 and R2 are each independently C1-C2 alkyl, and m is 1, 2, 3, 4, or 5 and compositions of formula (II) wherein R1 and R2 are each independently C1-C4 alkyl, and n is an integer >_0 and wherein the average molar value of n for the total of the compounds of formula (II) in said composition is in the range of (1) to (3) and methods for production thereof.
    Type: Grant
    Filed: December 9, 2003
    Date of Patent: August 18, 2009
    Assignee: Huntsman Corporation Australia Pty. Limited
    Inventors: Philip Joseph Leeming, Stewart John Knight, Salvatore Lazzaro, Jeffrey Roy Aston, David Hayshiv Parris
  • Patent number: 7560599
    Abstract: This invention describes a method for preparing polymethoxymethylal. By this method, polymethoxymethylal is prepared by a catalytic reaction using methanol and trioxymethylene as reactants and using an ionic liquid as catalyst under a relatively moderate reaction condition. The catalyst of this invention has a high catalytic activity and a high conversion; the reaction process is simple, easy to be operated and has a strong controllability; the distribution of the products after reaction is superior and the utilization ratio of the raw materials is high.
    Type: Grant
    Filed: July 28, 2008
    Date of Patent: July 14, 2009
    Assignee: Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences
    Inventors: Jing Chen, Zhonghua Tang, Chungu Xia, Xinzhi Zhang, Zhen Li
  • Patent number: 7482495
    Abstract: A process for making an alkylene glycol ether composition is disclosed. In one aspect, the process comprises reacting propylene glycol methyl ether (PM) with from 1.5 to 3 equivalents of propylene oxide (PO). The resulting alkoxylation mixture is distilled to provide a composition comprising at least 30 wt. % of TPM and less than 20 wt. % of DPM. In another process of the invention, DPM reacts with from 0.5 to 1.5 equivalents of PO in similar fashion to make an analogous product. Also disclosed are alkylene glycol ether compositions made by the process of the invention and use of the compositions in a method for recovering metals from metallic ores by froth flotation.
    Type: Grant
    Filed: December 22, 2005
    Date of Patent: January 27, 2009
    Assignee: Lyondell Chemical Technology, L.P.
    Inventor: Farhad Fadakar
  • Patent number: 7473677
    Abstract: The present invention provides a process for the production of an alkylphenol ethoxylate involving charging a portion of product from a previous preparation (a “heel”) or an ethoxylate to a reactor, optionally, charging from about 0.2 wt. % to an amount equal to or greater than the weight of the heel of an alkylphenol starter to the reactor, charging ethylene oxide to activate a double metal cyanide (“DMC”) catalyst, adding the alkylphenol starter simultaneously with ethylene oxide for a portion of the process and continuing ethylene oxide addition following completion of the simultaneous alkylphenol starter and ethylene oxide addition. The process of the present invention provides significant improvements in cycle time and safety in producing ethoxylates which may find use in or as surfactants.
    Type: Grant
    Filed: April 16, 2007
    Date of Patent: January 6, 2009
    Assignee: Bayer MaterialScience LLC
    Inventors: Kenneth G. McDaniel, James R. Reese, II
  • Patent number: 7470823
    Abstract: The present invention relates to polyethers which are obtainable from 1 -butene oxide and an alcohol using a double metal cyanide compound as a catalyst and have a content of unsaturated components of 6 mol% or more, to a process for preparing such a polyether and also to the use of a polyether according to the invention as a carrier oil or in a carrier oil formulation, in particular in additive packages for gasoline fuels, and furthermore also to carrier oil formulations and also to fuels comprising a polyether according to the invention.
    Type: Grant
    Filed: March 10, 2003
    Date of Patent: December 30, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Stoesser, Edward Bohres, Georg Heinrich Grosch, Wilfried Sager, Marc Walter
  • Publication number: 20080274943
    Abstract: According to the present invention there is provided a process for simultaneous or sequential separation of a mixture resulting from an alkoxylation reaction of a) at least one C4-C18 alcohol with b) at least one epoxide, comprising bringing said mixture into contact with pressurized CO2 having a concentration of at least 90% by weight, and collecting at least two fractions which differ in the average number of alkoxy units which are attached to said alcohol(s), at least a part of at least one but not all of said at least two fractions being recycled as raw material for the alkoxylation.
    Type: Application
    Filed: June 16, 2005
    Publication date: November 6, 2008
    Applicant: LINDE AG
    Inventor: Joachim Karthauser
  • Patent number: 7435857
    Abstract: The invention relates to a method for producing pure alpha-alkoxy-?-hydroxy-polyalkylene glycols, creating small impurities of the product on high-molecular a-?-di-hydroxy-polyalkylene glycols. The method is based on the use of high-boiling initiator alcohols of the following general structure R2—(OCH2CHR)k—OH wherein R2 represents an alkyl radical comprising between 1 and 4 C atoms, preferably R2?CH3, k represents a number between 1 and 10, preferably between 1 and 4, and R represents H, CH3 or an alkyl radical comprising between 2 and 4 C atoms, preferably R?H, CH3. The use of the cited initiator alcohols enables the mixture of a basic catalyst and an initiator alcohol to be dried in such a way that it has a very low water content, and thus to produce very low concentrations of unwanted a-?-di-hydroxy-polyalkylene glycol impurities.
    Type: Grant
    Filed: November 25, 2005
    Date of Patent: October 14, 2008
    Assignee: Clariant Produkte (Deutschland) GmbH
    Inventors: Klaus Poellmann, Anton Strasser, Reinhard Vybiral, Rainer Wagner
  • Publication number: 20080221368
    Abstract: A process for preparing tri- and tetraoxymethylene glycol dimethyl ether (POMDMEn=3,4) by reacting formaldehyde with methanol and subsequently working up the reaction mixture by distillation, comprising the steps of.
    Type: Application
    Filed: June 12, 2006
    Publication date: September 11, 2008
    Applicant: BASF Aktiengesellschaft
    Inventors: Eckhard Stroefer, Hans Hasse, Sergej Blagov
  • Patent number: 7402644
    Abstract: The present invention provides: a production process for an alkylene oxide addition product, by which a high-molecular alkylene oxide addition product can be obtained with ordinary production facilities while the formation of by-products is suppressed; and production processes for derivatives from the alkylene oxide addition product.
    Type: Grant
    Filed: May 2, 2003
    Date of Patent: July 22, 2008
    Assignee: Nippon Shikubai Co., Ltd.
    Inventors: Toru Inaoka, Yoshiyuki Onda, Hiromichi Tanaka, Tsuyoshi Hirata
  • Publication number: 20080132729
    Abstract: The present invention provides continuous processes for the production of an ethoxylate from a C1-C26 non-phenolic alcohol in the presence of a double metal cyanide (“DMC”) catalyst. The inventive multi-stage continuous process produces an ethoxylate product with an essentially equivalent molecular weight distribution as compared to the same ethoxylate made by basic catalysis. The inventive single-stage continuous process produces ethoxylate products having only a slightly broader molecular weight distribution than the multi-stage process. The products made by the inventive multi-stage continuous process may offer advantages where the ethoxylate product is used in or as a surfactant.
    Type: Application
    Filed: December 1, 2006
    Publication date: June 5, 2008
    Inventors: Kenneth G. McDaniel, Jack R. Reese
  • Patent number: 7348460
    Abstract: The present invention relates to a process for preparing at least one alkoxylate, which comprises bringing at least one alkylene oxide selected from the group consisting of ethylene oxide, propylene oxide, butylene oxide, pentylene oxide and decene oxide into contact with at least one starter compound in the presence of at least one double metal cyanide compound, with the reaction being carried out at a temperature of from 130° C. to 155° C., to the alkoxylates, in particular ethoxylates, themselves and to the use of such ethoxylates as emulsifier, foam regulator or as wetting agents for hard surfaces.
    Type: Grant
    Filed: April 25, 2003
    Date of Patent: March 25, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Christian Wulff, Michael Stoesser, Georg Heinrich Grosch, Kai-Uwe Baldenius, Edward Bohres
  • Patent number: 7342140
    Abstract: The present invention relates to a process for preparing a polyetherol which comprises reacting at least one alkylene oxide with at least one starter compound in the presence of a catalyst of the formula I: M1p[M2qOn(OH)2(3-n)]x,??(I) and to the polyetherols prepared by such a process and to their use for the synthesis of polyurethanes, as fuel additive or as surfactant.
    Type: Grant
    Filed: September 11, 2003
    Date of Patent: March 11, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Edward Bohres, Hartmut Hibst, Michael Stoesser, Raimund Ruppel, Eva Baum
  • Patent number: 7323605
    Abstract: The present invention provides a process for the double metal cyanide (DMC)-catalyzed production of low unsaturation polyethers from boron-containing starters. The polyethers produced by the inventive process may be reacted with one or more isocyanates to provide polyurethane products including coatings, adhesives, sealants, elastomers, foams and the like. The inventive process may be used to prepare fuel additives from C9-C30 boron-containing polyethers, more particularly from C13 alcohols.
    Type: Grant
    Filed: November 9, 2005
    Date of Patent: January 29, 2008
    Assignee: Bayer MaterialScience LLC
    Inventors: Jose F. Pazos, Kenneth G. McDaniel, Edward P. Browne, George G. Combs, Don S. Wardius
  • Patent number: 7312364
    Abstract: The invention relates to a process for simultaneously performing two chemically successive reactions in a loop reactor, specifically reaction I) an optionally catalyzed equilibrium reaction between high-boiling liquid reactants, in which essentially one high boiler is formed as an intermediate and at least one low boiler as a by-product, and reaction II) a substantially diffusion-controlled reaction in which the liquid intermediate is reacted with at least one gaseous reactant to give the end product, wherein reactions (I) and (II), optionally after a start phase, are allowed to proceed simultaneously in the same apparatus, specifically loop reactor, and the loop reactor has a connectable gas-liquid circulation system coupled via an ejector mixing nozzle, in which circulated liquid phase is mixed in the ejector mixing nozzle with newly supplied gaseous reactant of reaction (II) (6) and/or gaseous reactant of reaction (II) aspirated by means of the ejector from the reactor via a connectable condenser (5), and
    Type: Grant
    Filed: January 6, 2006
    Date of Patent: December 25, 2007
    Assignee: Goldschmidt GmbH
    Inventors: Peter Cramers, Gerhard Kettenbach, Andreas Sellmann, Volker Zellmer
  • Patent number: 7312363
    Abstract: The present invention relates to a process for reacting epoxides with an initiator compound in the presence of a double metal cyanide compound as a catalyst, said process having a shortened induction period, and the double metal cyanide compound being activated by adding the epoxide to a mixture of double metal cyanide compound and initiator compound at an internal reactor pressure of less than 1 bar, and also to the polyethers themselves obtainable by such a process.
    Type: Grant
    Filed: February 6, 2003
    Date of Patent: December 25, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Stoesser, Edward Bohres, Georg Heinrich Grosch, Wilfried Sager
  • Publication number: 20070282151
    Abstract: Hydrocarbon liquids and olefins can be made from methane with greater efficiency than previously available, by converting methane into methanesulfonic acid (MSA), then converting the MSA into a reactive anhydride called sulfene, H2C?SO2. Sulfene will exothermically form ethylene, an olefin. It also can insert methylene groups (—CH2—) into hydrocarbon liquids, to make heavier and more valuable liquids. Other options are disclosed for improved methods of making MSA (such as by using di(methyl-sulfonyl) peroxide as a radical initiator), for converting MSA into products such as dimethyl ether (DME), and for using DME as a “peak shaving” gas that can be injected into natural gas supply pipelines with no disruptions to end-use burners.
    Type: Application
    Filed: May 19, 2006
    Publication date: December 6, 2007
    Inventor: Alan K. Richards
  • Patent number: 7268259
    Abstract: Random fatty alcohol alkoxylates with low temperature stability which are polymerization products of fatty alcohols, ethylene oxide and propylene oxide, according to the general formula (I): R1O[(EO)n(PO)m]—H ??(I) wherein R1 represents an alkyl group having from about 6 to about 22 carbon atoms, each EO represents —CH2CH2O—, each PO independently represents —C(CH3)HCH2O— or —CH2C(CH3)HO—, wherein n represents the average number of EO units present in each random fatty alcohol alkoxylate and has a value of from about 2 to about 7, and wherein m represents the average number of PO units present in each random fatty alcohol alkoxylate and has a value of from about 1.5 to about 3; are disclosed. A process for the production of such random fatty alcohol alkoxylates and methods of their use in water-dilutable concentrates are also disclosed.
    Type: Grant
    Filed: August 24, 1998
    Date of Patent: September 11, 2007
    Assignee: Cognis Deutschland GmbH & Co. KG
    Inventors: Ansgar Behler, Horst-Dieter Schares
  • Patent number: 7256317
    Abstract: The invention describes a process for the preparation of novel surfactant alcohols and surfactant alcohol ethers by derivatization of olefins having from about 10 to 20 carbon atoms or of mixtures of such olefins to give alkanols, and optional subsequent alkoxylation, which comprises subjecting a C4-olefin mixture to metathesis, dimerizing the resulting olefins, and then derivatizing them to give surfactant alcohols, and optionally alkoxylating said alcohols. The olefin mixture obtained in the dimerization has a high proportion of branched components and less than 10% by weight of compounds which contain a vinylidene group. invention further describes the use of the surfactant alcohols and surfactant alcohol ethers to give surfactants by glycosylation or polyglycosylation, sulfation or phosphation.
    Type: Grant
    Filed: January 29, 2004
    Date of Patent: August 14, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Heiko Maas, Michael Roeper, Marc Walter, Ralf Schulz, Juergen Tropsch, Hans-Ulrich Jaeger, Peter Schwab, Michael Schulz