From Alkylene Oxide Patents (Class 568/867)
  • Publication number: 20040267059
    Abstract: A process for the manufacture of alkylene glycol by the hydration of alkylene oxide using a soluble catalyst that permits the separation of the reaction product into an alkylene glycol product stream and a recycle stream without the significant precipitation of the soluble catalyst from the recycle stream.
    Type: Application
    Filed: June 4, 2004
    Publication date: December 30, 2004
    Inventors: Joseph Broun Powell, Eugene Marie Godfried Andre Van Kruchten
  • Publication number: 20040267058
    Abstract: The invention relates to a process for the preparation of alkanediol, which process involves (a) contacting alkylene oxide with carbon dioxide in the presence of catalyst to obtain a first liquid reaction mixture containing cyclic carbonate, (b) optionally removing carbon dioxide and/or alkylene oxide, (c) increasing the pressure of the liquid reaction mixture obtained in step (a) and/or (b), (d) contacting the pressurized first reaction mixture obtained in step (c) with water in the presence of catalyst to obtain a second reaction mixture containing alkanediol and carbon dioxide, (e) separating the second reaction mixture into a liquid effluent and a gaseous effluent containing carbon dioxide, and (f) recycling at least part of the gaseous effluent containing carbon dioxide to step (a),in which process the pressure in step (d) is higher than the pressure in step (a).
    Type: Application
    Filed: April 8, 2004
    Publication date: December 30, 2004
    Inventors: Gerrit Jan Harmsen, Evert van der Heide, Cornelis Leonardus Maria Vrouwenvelder
  • Publication number: 20040236156
    Abstract: A process for producing a both end-hydroxyl group-terminated diol, wherein an epoxy alcohol represented by the general formula (1) is subjected to a hydrogenolysis reaction in the presence of a catalyst for producing both end-hydroxyl group terminated diols, which catalyst contains at least one element selected from the group consisting of Group V elements, Group VI elements, Group VII elements, Group VIII elements, Group IX elements, Group X elements, and Group XI elements in the periodic table, in the presence of at least one solvent selected from the group consisting of ethers, esters, aromatic hydrocarbon compounds, alicyclic hydrocarbon compounds and aliphatic hydrocarbon compounds, to thereby obtain a both end-hydroxyl group-terminated diol represented by general formula (2). General formula (1) and (2) are as described in the specification.
    Type: Application
    Filed: June 28, 2004
    Publication date: November 25, 2004
    Applicant: SHOWA DENKO K.K.
    Inventors: Yasushi Kadowaki, Masato Kaneda, Hiroshi Uchida
  • Publication number: 20040220433
    Abstract: The invention relates to a process for the preparation of propylene glycol from propylene oxide, which process involves:
    Type: Application
    Filed: March 17, 2004
    Publication date: November 4, 2004
    Inventors: Evert Van Der Heide, Jean-Paul Lange, Arjen Miedema
  • Publication number: 20040192976
    Abstract: The invention relates to a process for hydrolyzing water-insoluble epoxides, and more particularly to a process for preparing diols. Specifically disclosed is a method for preparing 4-vinylcyclohexane-1,2-diol, 1,2-cyclohexane diol and 1,2-cyclododecane diol.
    Type: Application
    Filed: March 24, 2003
    Publication date: September 30, 2004
    Inventors: Shaorong Chen, Yanhui Sun
  • Publication number: 20040176648
    Abstract: Disclosed is a new catalyst composition comprising a bimetallic Co—Fe catalyst, optionally complexed with a ligand selected from a N-heterocycle, phosphine, or porphorine ligand, that provides a lower cost alternative for the one step synthesis of 1,3-propanediol (1,3-PDO) from ethylene oxide and synthesis gas. For example, a catalyst containing cobalt carbonyl: iron carbonyl with no ligand, or a catalyst containing a cobalt carbonyl: octaethylporphine iron acetate provide moderate yields of 1,3-PDO in a one step synthesis under mild conditions.
    Type: Application
    Filed: March 1, 2004
    Publication date: September 9, 2004
    Inventors: John Frederick Knifton, Talmadge Gail James, Lynn Henry Slaugh, Paul Richard Weider, Kevin Dale Allen, Joseph Broun Powell
  • Patent number: 6780810
    Abstract: The present invention relates to a multifunctional reusable catalyst and to a process for the preparation thereof on a single matrix of the support to perform multicomponent reaction in a single pot. The multifunctional catalysts of the invention are useful for the synthesis of chiral vicinal diols by tandem and/or simultaneous reactions involving Heck coupling, N-oxidation and AD reaction of olefins in presence of cinchona alkaloid compounds both as an native one and immobilized one in the said matrix support. This invention also relates to a process for preparing vicinal diols by asymmetric dihydroxylation of olefins in presence of cinchona alkaloid compounds employing reusable multifunctional catalysts as heterogeneous catalysts in place of soluble osmium catalysts.
    Type: Grant
    Filed: March 13, 2002
    Date of Patent: August 24, 2004
    Assignee: Council of Scientific and Industrial Research
    Inventors: Boyapati Manoranjan Choudary, Naidu Sreenivasa Chowdari, Sateesh Madhi, Mannepalli Lakshmi Kantam
  • Publication number: 20040152927
    Abstract: The invention relates to a process for the preparation of 1,2-propanediol from propylene oxide, which process involves contacting propylene oxide with carbon dioxide in the presence of a homogeneous phosphorus containing catalyst to obtain propylene carbonate, optionally removing at least part of the carbon dioxide, adding water and/or an alcohol to the reaction product containing propylene carbonate and phosphorus containing catalyst and contacting the mixture with a heterogeneous catalyst to obtain 1,2-propanediol in combination with dialkylcarbonate and/or carbon dioxide, and separating 1,2-propanediol from the reaction product obtained.
    Type: Application
    Filed: December 19, 2003
    Publication date: August 5, 2004
    Inventors: Klaas Lambertus Von Hebel, Jean-Paul Lange
  • Patent number: 6750373
    Abstract: Disclosed is a new catalyst composition comprising a bimetallic Co—Fe catalyst, optionally complexed with a ligand selected from a N-heterocycle, phosphine, or porphorine ligand, that provides a lower cost alternative for the one step synthesis of 1,3-propanediol (1,3-PDO) from ethylene oxide and synthesis gas. For example, a catalyst containing cobalt carbonyl: iron carbonyl with no ligand, or a catalyst containing a cobalt carbonyl: octaethylporphine iron acetate provide moderate yields of 1,3-PDO in a one step synthesis under mild conditions.
    Type: Grant
    Filed: May 15, 2002
    Date of Patent: June 15, 2004
    Assignee: Shell Oil Company
    Inventors: John Frederick Knifton, Talmadge Gail James, Lynn Henry Slaugh, Kevin Dale Allen, Paul Richard Weider, Joseph Broun Powell
  • Publication number: 20040068128
    Abstract: An organic compound having at least one C—C double bond is epoxidized by means of hydrogen peroxide in the presence of at least one catalytically active compound and at least one solvent, wherein a product mixture comprising &agr;-hydroperoxyalcohols is reduced using at least one reducing agent.
    Type: Application
    Filed: August 7, 2003
    Publication date: April 8, 2004
    Inventors: Joaquim Henrique Teles, Alwin Rehfinger, Anne Berg, Peter Rudolf, Norbert Rieber, Peter Bassler
  • Publication number: 20040059165
    Abstract: This invention is a process for synthesizing aliphatic 1,3-diols in one step by hydroformylation and hydrogenation of oxirane, carbon monoxide, and hydrogen employing a catalyst comprising a cobalt carbonyl compound and a cocatalyst metal compound ligated with a ligand in a ligand to cocatalyst metal atom molar ratio in the range of 0.2:1.0 to 0.6:1.0, optionally in the presence of a promoter, where recovery of product is preferably accomplished via water extraction of a diol rich phase from the bulk reaction mixture. The process modifications can, particularly in combination, be beneficial with respect to product recovery, catalyst recycle, and overall economics of a one-step process for producing aliphatic 1,3-diols.
    Type: Application
    Filed: September 24, 2003
    Publication date: March 25, 2004
    Inventors: Joseph Broun Powell, Paul Richard Weider, John Frederick Knifton, Kevin Dale Allen, Lynn Henry Slaugh, Juan Pedro Arhancet
  • Patent number: 6660892
    Abstract: This invention is a process for synthesizing aliphatic 1,3-diols in one step by hydroformylation and hydrogenation of oxirane, carbon monoxide, and hydrogen employing a catalyst comprising a cobalt carbonyl compound and a cocatalyst metal compound ligated with a ligand in a ligand to cocatalyst metal atom molar ratio in the range of 0.2:1.0 to 0.6:1.0, optionally in the presence of a promoter, where recovery of product is preferably accomplished via water extraction of a diol rich phase from the bulk reaction mixture. The process modifications can, particularly in combination, be beneficial with respect to product recovery, catalyst recycle, and overall economics of a one-step process for producing aliphatic 1,3-diols.
    Type: Grant
    Filed: February 7, 2003
    Date of Patent: December 9, 2003
    Assignee: Shell Oil Company
    Inventors: Joseph Broun Powell, Paul Richard Weider, John Frederick Knifton, Kevin Dale Allen, Lynn Henry Slaugh, Juan Pedro Arhancet
  • Patent number: 6646083
    Abstract: Crosslinked polymers excellent in ion exchange capacity and catalytic activity and in resistance to thermal decomposition and widely applicable in various fields of use; a crosslinking agent which is suited for use as a raw material in the production of crosslinked polymers; a method of producing crosslinked polymers; a method of producing a spherical particle which is suited for use in the production of crosslinked polymers; a method of producing a hydroxy alkyl (meth)acrylate; and a method of producing glycols using the crosslinked polymers are provided.
    Type: Grant
    Filed: June 15, 2001
    Date of Patent: November 11, 2003
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yoshiaki Hirano, Takehiko Morita, Takafumi Kubo, Hiroshi Yamamoto, Kenichi Takematsu, Yutaka Sugiyama
  • Publication number: 20030204118
    Abstract: Disclosed is a new catalyst composition comprising a bimetallic Co-Ru catalyst complexed with a N-heterocylcic ligand that is effective, economical, and provides improvements in oxidative stability in the one step synthesis of 1,3-propanediol (1,3-PDO) from ethylene oxide and synthesis gas. For example, cobalt-ruthenium-2,2′-bipyrimidine, 2,2′-dipyridyl, or 2,4,6-tripridyl-s-triazine catalyst precursors in cyclic ether solvents, such as 1,3-dioxolane, 1,4-dioxolane, 1,4-dioxane, and 2-ethyl-2-methyl-1,3-dioxolane, provide good yields of 1,3-PDO in a one step synthesis.
    Type: Application
    Filed: November 18, 2002
    Publication date: October 30, 2003
    Inventors: John Frederick Knifton, Talmadge Gail James, Kevin Dale Allen, Paul Richard Weider, Joseph Broun Powell, Lynn Henry Slaugh, Timothy Williams
  • Publication number: 20030166977
    Abstract: This invention is a process for synthesizing aliphatic 1,3-diols in one step by hydroformylation and hydrogenation of oxirane, carbon monoxide, and hydrogen employing a catalyst comprising a cobalt carbonyl compound and a cocatalyst metal compound ligated with a ligand in a ligand to cocatalyst metal atom molar ratio in the range of 0.2:1.0 to 0.6:1.0, optionally in the presence of a promoter, where recovery of product is preferably accomplished via water extraction of a diol rich phase from the bulk reaction mixture. The process modifications can, particularly in combination, be beneficial with respect to product recovery, catalyst recycle, and overall economics of a one-step process for producing aliphatic 1,3-diols.
    Type: Application
    Filed: February 7, 2003
    Publication date: September 4, 2003
    Inventors: Joseph Broun Powell, Paul Richard Weider, John Frederick Knifton, Kevin Dale Allen, Lynn Henry Slaugh, Juan Pedro Arhancet
  • Publication number: 20030162984
    Abstract: A catalyst which comprises a carrier and silver deposited on the carrier, which carrier has a surface area of at least 1 m2/g, and a pore size distribution such that pores with diameters in the range of from 0.2 to 10 &mgr;m represent at least 70% of the total pore volume and such pores together provide a pore volume of at least 0.
    Type: Application
    Filed: February 25, 2003
    Publication date: August 28, 2003
    Inventors: John Robert Lockemeyer, Randall Clayton Yeates, Thomas Szymanski, Donald James Remus, William Herman Gerdes
  • Patent number: 6608235
    Abstract: In reduction of an epoxy group-containing organic compound, for example, a C5-C20 saturated or unsaturated epoxy cycloaliphatic compound, in the presence of a nickel catalyst, by bringing the compound into contact with hydrogen, the target compound can be produced at a high yield by adding a basic substance (for example, an alkali metal hydroxide, an alkali metal carbonate, an alkali metal alkoxide, and an amine compound having 1 to 3 C1-C12 alkyl groups), to the reduction reaction system, to thereby restrict production of by-products due to a side deoxidation reaction.
    Type: Grant
    Filed: August 6, 2001
    Date of Patent: August 19, 2003
    Assignee: Ube Industries, Ltd.
    Inventors: Nobuyuki Kuroda, Tokuo Matsuzaki, Mitsuo Yamanaka, Takato Nakamura, Osamu Yamazaki, Hirofumi Takemoto
  • Publication number: 20030153796
    Abstract: Disclosed is a novel class of modified ruthenium catalysts useful in the one step synthesis of 1,3-PDO comprising (a) a cobalt component comprising one or more non-ligated cobalt compounds; and (b) a ruthenium component comprising in major part a ruthenium carbonyl compound ligated with a phospholanoalkane ligand, solubilized in an ether solvent, that provides potential improvements in cost and performance in one step hydroformylation/hydrogenation. For example, cobalt-ruthenium-bidentate, bis(phospholano)alkane catalyst precursors in ether solvents provide good yields of 1,3-PDO in a one step synthesis.
    Type: Application
    Filed: February 21, 2003
    Publication date: August 14, 2003
    Inventors: John Frederick Knifton, Talmadge Gail James, Kevin Dale Allen, Paul Richard Weider, Joseph Broun Powell, Lynn Henry Slaugh
  • Publication number: 20030139633
    Abstract: A process for the vapor phase oxidation of ethylene to ethylene oxide, which process comprises reacting a reaction mixture comprising ethylene and oxygen in the presence of a supported highly selective silver-based catalyst by: operating at an initial operation phase wherein fresh catalyst is used, and operating at a further operation phase when a cumulative ethylene oxide production exceeds 0.01 kT ethylene oxide per m3 of catalyst, wherein in said further operation phase the concentration of ethylene in the reaction mixture is increased; and a method of using ethylene oxide for making 1,2-ethanediol or a corresponding 1,2-ethanediol ether comprising converting the ethylene oxide into the 1,2-ethanediol or the 1,2-ethanediol ether wherein the ethylene oxide has been obtained by the process for the production of ethylene oxide.
    Type: Application
    Filed: December 6, 2002
    Publication date: July 24, 2003
    Inventors: Wayne Errol Evans, Peter Ingraham Chipman
  • Patent number: 6586643
    Abstract: Disclosed is a new catalyst composition comprising a bimetallic Co—Ru catalyst complexed with a N-heterocylcic ligand that is effective, economical, and provides improvements in oxidative stability in the one step synthesis of 1,3-propanediol (1,3-PDO) from ethylene oxide and synthesis gas. For example, cobalt-ruthenium-2,2′-bipyrimidine, 2,2′-dipyridyl, or 2,4,6-tripridyl-s-triazine catalyst precursors in cyclic ether solvents, such as 1,3-dioxolane, 1,4-dioxolane, 1,4-dioxane, and 2-ethyl-2-methyl-1,3-dioxolane, provide good yields of 1,3-PDO in a one step synthesis.
    Type: Grant
    Filed: May 15, 2002
    Date of Patent: July 1, 2003
    Assignee: Shell Oil Company
    Inventors: John Frederick Knifton, Talmadge Gail James, Kevin Dale Allen, Paul Richard Weider, Joseph Broun Powell, Lynn Henry Slaugh, Timothy Williams
  • Patent number: 6580008
    Abstract: A process for the production of an alkylene glycol comprising: a feed mixture containing a respective alkylene oxide and water is introduced to at least one inlet of a reactor containing a fixed bed of a solid catalyst based on an anion exchange resin, and a reactor output mixture containing an alkylene glycol and unreacted feed mixture is removed from at least one outlet of the reactor, a characterised in that at least a part of the reactor output mixture is recycled to at least one inlet of the same reactor.
    Type: Grant
    Filed: September 26, 2001
    Date of Patent: June 17, 2003
    Assignee: Shell Oil Company
    Inventors: Eugene Marie Godfried Andre Van Kruchten, Willem Derks
  • Patent number: 6576802
    Abstract: Disclosed is a novel class of modified ruthenium catalysts useful in the one step synthesis of 1,3-PDO comprising (a) a cobalt component comprising one or more non-ligated cobalt compounds; and (b) a ruthenium component comprising in major part a ruthenium carbonyl compound ligated with a phospholanoalkane ligand, solubilized in an ether solvent, that provides potential improvements in cost and performance in one step hydroformylation/hydrogenation. For example, cobalt-ruthenium-bidentate, bis(phospholano)alkane catalyst precursors in ether solvents provide good yields of 1,3-PDO in a one step synthesis.
    Type: Grant
    Filed: May 30, 2002
    Date of Patent: June 10, 2003
    Assignee: Shell Oil Company
    Inventors: John Frederick Knifton, Talmadge Gail James, Kevin Dale Allen, Paul Richard Weider, Joseph Broun Powell, Lynn Henry Slaugh
  • Patent number: 6563007
    Abstract: Polyetherols based on solid initiator substances and liquid, hydroxyl-containing coinitiators are prepared by a catalyzed addition reaction of alkylene oxides by a process in which the initiator combination contains diols carrying ethoxy structures, the ratio of the average number of hydroxyl groups per mole of initiator combination to the number of ethoxy structures in the polyetherol being from 1:0.2 to 1:1.8 and the ratio of the amounts by weight of the diols carrying ethoxy structures to the average molecular weight of the polyetherol being from 1:2 to 1:15. The polyetherols prepared by this process are used for the preparation of PUR, in particular, rigid PUR foams.
    Type: Grant
    Filed: July 26, 2001
    Date of Patent: May 13, 2003
    Assignee: BASF Atiengesellschaft
    Inventors: Stefan Dinsch, Jürgen Winkler, Gottfried Knorr, Michael Reichelt, Gerd Höppner, Peter von Malotki
  • Publication number: 20030088114
    Abstract: A method for stereoselective chemical synthesis, includes the steps of: (A) reacting a nucleophile and a chiral or prochiral cyclic substrate, said substrate comprising a carbocycle or a heterocycle having a reactive center susceptible to nucleophilic attack by the nucleophile, in the presence of a chiral non-racemic catalyst to produce a product mixture comprising a stereoisomerically enriched product wherein the product mixture further comprises a catalyst residue, at least a portion of the catalyst residue is in a first oxidation state, and the catalyst residue in the first oxidation state is active in catalyzing degradation of the stereoisomerically enriched product, and (B) chemically or electrochemically changing the oxidation state of the catalyst residue from the first oxidation state to a second oxidation state, wherein catalyst residue in the second oxidation state is less active in catalyzing degradation of the stereoisomerically enriched product than is catalyst residue in the first oxidation stat
    Type: Application
    Filed: August 22, 2002
    Publication date: May 8, 2003
    Inventors: Jay F. Larrow, Serge Jasmin, Yi Liu, Marcello Di Mare
  • Publication number: 20030073855
    Abstract: The present invention provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction. The process includes the step of contacting oxygen and mixture including a racemic chiral epoxy compound, a non-racemic Co(II) complex catalyst, an aromatic carboxylic acid and water, at a temperature and length of time sufficient to produce a mixture of said non-racemic chiral diol and said non-racemic chiral epoxy compound. The present invention also provides a process for the preparation of an enantiomerically enriched non-racemic chiral diol and an enantiomerically enriched non-racemic chiral epoxy compound by a hydrolytic kinetic resolution reaction.
    Type: Application
    Filed: August 22, 2002
    Publication date: April 17, 2003
    Applicant: Rhodia ChiRex, Inc.
    Inventors: Yi Liu, Marcello DiMare, Salvatore Anthony Marchese, Eric N. Jacobsen, Serge Jasmin
  • Patent number: 6545190
    Abstract: Disclosed is a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of a hydroformylation catalyst comprising a ruthenium (+1)-phosphine bidentate: cobalt (−1) complex, wherein the ligated metal is ruthenium, under conditions which preferably upon completion of the oxirane/syngas reaction cause a phase separation of the reaction mixture into a solvent phase which is rich in catalyst and a second phase which is rich in the 1,3-diol, recycling the phase rich in catalyst directly to the hydroformylation reaction for further reaction with previously unreacted starting materials, thus permitting valuable hydroformylation catalyst to be recycled without degradation or exposure to downstream processing and recovering the 1,3-diol from the second phase rich in 1,3-diol.
    Type: Grant
    Filed: September 25, 2001
    Date of Patent: April 8, 2003
    Assignee: Shell Oil Company
    Inventors: Kevin Dale Allen, Joseph Broun Powell, Paul Richard Weider, John Frederick Knifton
  • Publication number: 20030060668
    Abstract: Disclosed is a new catalyst composition comprising a bimetallic Co—Ru catalyst complexed with a N-heterocylcic ligand that is effective, economical, and provides improvements in oxidative stability in the one step synthesis of 1,3-propanediol (1,3-PDO) from ethylene oxide and synthesis gas. For example, cobalt-ruthenium-2,2′-bipyrimidine, 2,2′-dipyridyl, or 2,4,6-tripridyl-s-triazine catalyst precursors in cyclic ether solvents, such as 1,3-dioxolane, 1,4-dioxolane, 1,4-dioxane, and 2-ethyl-2-methyl-1,3-dioxolane, provide good yields of 1,3-PDO in a one step synthesis.
    Type: Application
    Filed: May 15, 2002
    Publication date: March 27, 2003
    Inventors: John Frederick Knifton, Talmadge Gail James, Kevin Dale Allen, Paul Richard Weider, Joseph Broun Powell, Lynn Henry Slaugh, Timothy Williams
  • Publication number: 20030055297
    Abstract: A process for the preparation of neuraminidase inhibitors having structural formula (28) 1
    Type: Application
    Filed: April 3, 2002
    Publication date: March 20, 2003
    Inventors: Steven J. Wittenberger, Lakshmi Bhagavatula, David A. DeGoey, John DeMattei, Ashok K. Gupta, David R. Hill, Sukumar Manna, Maureen Ann McLaughlin, Paul J. Nichols, Premchandran H. Ramiya, Michael W. Rasmussen, Zhenping Tian
  • Patent number: 6528665
    Abstract: Epoxyalkanes are subjected to at least one of the following washing operations: (1) washing with aqueous inorganic base, and then with aqueous borohydride, or vice versa; or (2) washing with an aqueous solution of both inorganic base and borohydride. Undesirable odor is reduced or eliminated from alkanediol(s), if produced from the treated epoxyalkane(s) by hydrolysis. Use of such washing procedures in the production of alkanediols is also described.
    Type: Grant
    Filed: April 3, 2002
    Date of Patent: March 4, 2003
    Assignee: Albemarle Corporation
    Inventors: Chi Hung Cheng, Gerald M. Sulzer, John F. Balhoff
  • Publication number: 20030040647
    Abstract: Disclosed is a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of a hydroformylation catalyst comprising a ruthenium (+1)-phosphine bidentate:cobalt (−1) complex, wherein the ligated metal is ruthenium, under conditions which preferably upon completion of the oxirane/syngas reaction cause a phase separation of the reaction mixture into a solvent phase which is rich in catalyst and a second phase which is rich in the 1,3-diol, recycling the phase rich in catalyst directly to the hydroformylation reaction for further reaction with previously unreacted starting materials, thus permitting valuable hydroformylation catalyst to be recycled without degradation or exposure to downstream processing and recovering the 1,3-diol from the second phase rich in 1,3-diol.
    Type: Application
    Filed: September 25, 2001
    Publication date: February 27, 2003
    Inventors: Kevin Dale Allen, Joseph Broun Powell, Paul Richard Weider, John Frederick Knifton
  • Patent number: 6521801
    Abstract: A process for preparing an 1,3-alkanediol through carbonylation of an epoxide derivative includes the steps of (a) reacting an epoxide derivative with alcohol and carbon monoxide in a solvent at a temperature from about 30 to about 150° C. and at a pressure from about 50 to about 3000 psig in the presence of a catalyst system including an effective amount of a cobalt catalyst and an effective amount of a promoter to afford a reaction mixture including a 3-hydroxyester or derivative thereof in an amount of from 2 to about 95% by weight, (b) separating the reaction product and solvent from the catalyst and promoter, (c) reacting said reaction product and solvent with hydrogen at a temperature from about 30 to about 350° C. and at a pressure from about 50 to about 5000 psig in the presence of a catalyst system for hydrogenation to prepare a hydrogenation product mixture including a 1,3-alkanediol, and (d) recovering the 1,3-alkanediol from the hydrogenation product mixture.
    Type: Grant
    Filed: December 7, 2001
    Date of Patent: February 18, 2003
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Byeong-No Lee, Byung-Soon Chen
  • Publication number: 20030032845
    Abstract: 1, 3-propanediol is formed from ethylene oxide containing formaldehyde and acetaldehyde impurities by hydroformylation and hydrogenation.
    Type: Application
    Filed: January 4, 2002
    Publication date: February 13, 2003
    Inventors: Yuan-Zhang Han, Krishnan Viswanathan
  • Publication number: 20030032821
    Abstract: The present invention relates to chiral salen catalysts and a process for preparing chiral compounds from racemic epoxides by using them. More particularly, the present invention is to provide chiral salen catalysts and its use for producing chiral compounds such as chiral epoxides and chiral 1,2-diols economically in high yield and high optical purity by performing stereoselective hydrolysis of racemic epoxides, wherein the chiral salen catalyst comprises a cationic cobalt as a center metal of chiral salen ligand and counterions having weak nucleophilic property to resolve disadvantages associated with conventional chiral salen catalysts, and can be used continuously without any activating process of used catalysts because it does not loose a catalytic activity during the reaction process.
    Type: Application
    Filed: July 11, 2002
    Publication date: February 13, 2003
    Inventors: Geon-Joong Kim, Dae-Woon Park, Ho Seong Lee, Jin Won Yun, Seong Jin Kim
  • Patent number: 6518466
    Abstract: The invention provides a process for an improved oxirane hydroformylation catalyst, the improved oxirane hydroformylation catalyst, and a one step process for preparing a 1,3-diol in the presence of such a catalyst. One process for preparing the hydroformylation catalyst involves: a) forming a complex (A) by contacting a ruthenium(0) compound with a ditertiary phosphine ligand; and b) forming a complex (B) by subjecting complex (A) to a redox reaction with a cobalt(0) carbonyl compound. This catalyst is used in a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of the above hydroformylation catalyst where recovery of product is preferably accomplished via phase separation of a diol rich phase from the bulk reaction liquor.
    Type: Grant
    Filed: September 20, 2001
    Date of Patent: February 11, 2003
    Assignee: Shell Oil Company
    Inventors: John Frederick Knifton, Lynn Henry Slaugh, Paul Richard Weider, Talmadge Gail James, Joseph Broun Powell, Kevin Dale Allen, Timothy Scott Williams
  • Publication number: 20030023109
    Abstract: An integrated process for the production of a dialkyl carbonate and a diol from an alkylene oxide, carbon dioxide and an aliphatic monohydric alcohol is described in which an alkylene oxide is first reacted with carbon dioxide in the presence of a halogen-free carbonation catalyst to provide a corresponding cyclic carbonate and the cyclic carbonate is then reacted with an aliphatic monohydric alcohol in the presence of the carbonation catalyst and/or a transesterification catalyst and recycling the carbonation catalyst to provide a corresponding dialkyl carbonate and diol, wherein the dialkyl carbonate product exhibits a halogen concentration of about 5 ppm or less.
    Type: Application
    Filed: March 25, 2002
    Publication date: January 30, 2003
    Inventors: Richard H. Schlosberg, J. Scott Buchanan, Jose Guadalupe Santiesteban, Zhaozhong Jiang, William A. Weber
  • Publication number: 20030013929
    Abstract: The present invention relates to a catalytic process for the preparation of alkylene glycols from alkylene oxide and water. Further, the invention relates to a method of preservation of catalysts in alkylene oxide containing systems. More in particular, it has been found that particular acids have a positive effect on the lifetime of catalyst systems based on anion exchange resins, and particularly those in the bicarbonate form.
    Type: Application
    Filed: April 9, 2002
    Publication date: January 16, 2003
    Inventors: Gary R. Strickler, Guo-Shuh J. Lee, William J. Rievert, Daniel J. LaPrairie, Edward E. Timm
  • Patent number: 6479715
    Abstract: The present invention relates to a catalytic process for the preparation of alkylene glycols from alkylene oxide and water. Further, the invention relates to a method of preservation of catalysts in alkylene oxide containing systems. More in particular, it has been found that particular acids have a positive effect on the lifetime of catalyst systems based on anion exchange resins, and particularly those in the bicarbonate form.
    Type: Grant
    Filed: April 9, 2002
    Date of Patent: November 12, 2002
    Assignee: Dow Global Technologies Inc.
    Inventors: Gary R. Strickler, Guo-Shuh J. Lee, William J. Rievert, Daniel J. LaPrairie, Edward E. Timm
  • Patent number: 6469218
    Abstract: The invention is directed to a process for preparing a polyether polyol by the polyaddition of an alkylene oxide on to a starter compound containing active hydrogen atoms under basic catalysis in the presence of phosphonium cations.
    Type: Grant
    Filed: May 1, 2002
    Date of Patent: October 22, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ornulf Rexin, Rolf Mülhaupt
  • Patent number: 6469222
    Abstract: The invention provides a process for an improved oxirane hydroformylation catalyst, the improved oxirane hydroformylation catalyst, and a one step process for preparing a 1,3-diol in the presence of such a catalyst. One process for preparing the hydroformylation catalyst involves: a) forming a complex (A) by contacting a ruthenium(0) compound with a ditertiary phosphine ligand; and b) forming a complex (B) by subjecting complex (A) to a redox reaction with a cobalt(0) carbonyl compound. This catalyst is used in a one step hydroformylation process for preparing a 1,3-diol, comprising the reaction of an oxirane with syngas at hydroformylation conditions in an inert solvent in the presence of the above hydroformylation catalyst where recovery of product is preferably accomplished via phase separation of a diol rich phase from the bulk reaction liquor.
    Type: Grant
    Filed: March 15, 2001
    Date of Patent: October 22, 2002
    Assignee: Shell Oil Company
    Inventors: John Frederick Knifton, Lynn Henry Slaugh, Paul Richard Weider, Talmadge Gail James, Joseph Broun Powell, Kevin Dale Allen, Timothy Scott Williams
  • Patent number: 6461482
    Abstract: A process for preparing high-purity phytantriol, that includes rectifying the phytantriol which is obtained and is contaminated with lower and/or higher boiling byproducts under medium vacuum in rectification columns containing metal cloth packings with ordered structure using channel liquid distributors with a minimum of 500 drip points/m2, which are arranged at an angle of 90° to the cloth layers of the packing elements located directly below the distributors, in which 2 or more of the packing elements underneath the liquid distributors have only a small height, which ensure absolute exclusion of air and a strictly adiabatic procedure. The preparation of high-purity phytantriol takes place particularly advantageously when the phytantriol which is contaminated with byproducts is a phytantriol which has been obtained by reacting isophytol with performic acid and subsequently hydrolyzing the product formed in the reaction with alkaline agents in a manner known per se.
    Type: Grant
    Filed: January 27, 2000
    Date of Patent: October 8, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Harald Streicher, Wolfram Burst, Jürgen Däuwel, Jürgen Koppenhöfer
  • Patent number: 6448456
    Abstract: The present invention relates to a catalytic process for the preparation of alkylene glycols from alkylene oxide and water. Further, the invention relates to a method of preservation of catalysts in alkylene oxide containing systems. More in particular, it has been found that polycarboxylic acids, preferably oxalic acid, have a positive effect on the lifetime of catalyst systems based on anion exchange resins, and particularly those in the bicarbonate and oxalate forms.
    Type: Grant
    Filed: March 11, 2002
    Date of Patent: September 10, 2002
    Assignee: The Dow Chemical Company
    Inventors: Gary R. Strickler, Guo-Shuh J. Lee, William J. Rievert, Daniel J. LaPrairie, Edward E. Timm
  • Publication number: 20020119909
    Abstract: The present invention includes a process for enantioselective preparation of a non-racemic compound, which is either usable as a fragrance or flavor component or is convertible to a fragrance or flavor component by one or more additional reaction steps. The process includes the step of contacting either a substrate capable of forming a non-racemic compound by an enantioselective reaction and a co-reactant in the presence of a non-racemic catalyst, or a non-racemic or enantiopure substrate and a co-reactant, optionally in the presence of a racemic or non-racemic catalyst. The contacting is carried out at a temperature and length of time that is sufficient to produce the non-racemic compound with high optical purity. The process is used in stereoselective preparation of enantiomerically enriched intermediates useful in the preparation of non-racemic, chiral flavor and fragrance components.
    Type: Application
    Filed: January 17, 2002
    Publication date: August 29, 2002
    Applicant: Rhodia ChiRex, Inc.
    Inventors: Roger B. Pettman, Richard A. Silva, Jay Francis Larrow, Isabelle Storet
  • Patent number: 6437199
    Abstract: A method for the production of monoethylene glycol of high purity is disclosed which comprises subjecting ethylene to catalytic vapor phase oxidation with a molecular oxygen-containing gas thereby obtaining an ethylene oxide-containing gas, exposing the ethylene oxide-containing gas to an absorbing solution and stripping the resultant ethylene oxide-containing solution in a stripper, condensing the vapor emanating from the top of the stripper thereby obtaining crude ethylene oxide, subjecting at least part of the crude ethylene oxide to a hydration reaction, adding an alkaline substance to the hydration reaction solution in an amount of not less than 0.5 atomic equivalent weight relative to the chlorine atom contained in the hydration reaction solution or dehydrating the hydration reaction solution and introducing the side cut technique to the monoethylene glycol rectification column, and acquiring the monoethylene glycol from the side cut part.
    Type: Grant
    Filed: July 13, 2000
    Date of Patent: August 20, 2002
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yoshihisa Oka, Yutaka Sugiyama, Kenji Suzuki, Hironori Horie, Makoto Furukawa
  • Publication number: 20020099245
    Abstract: A process for preparing an 1,3-alkanediol through carbonylation of an epoxide derivative includes the steps of (a) reacting an epoxide derivative with alcohol and carbon monoxide in a solvent at a temperature from about 30 to about 150° C.
    Type: Application
    Filed: January 16, 2002
    Publication date: July 25, 2002
    Applicant: SAMSUNG ELECTRONICS CO., LTD
    Inventors: Byeong-No Lee, Byung-Soon Chen
  • Publication number: 20020095061
    Abstract: The present invention provides a method for enantioselectively producing a nonracemic 6,7-dihydroxy geranyloxy compound from a geranyloxy compound. In particular, methods of the present invention involve enantioselectively epoxidizing the geranyloxy compound and hydrolyzing the epoxide moiety under conditions sufficient to produce the nonracemic 6,7-dihydroxy geranyloxy compound.
    Type: Application
    Filed: December 20, 2001
    Publication date: July 18, 2002
    Applicant: DSM CATALYTICA PHARMACEUTICALS, INC.
    Inventors: Robert Seemayer, Yian Shi
  • Patent number: 6417411
    Abstract: In a composite process for subjecting ethylene to catalytic gas phase oxidation thereby obtaining ethylene oxide and causing this ethylene oxide to react with water thereby obtaining ethylene glycol, a method for producing the ethylene glycol is provided which permits effective utilization of the energy at the step for dehydrating and concentrating the resultant aqueous ethylene glycol solution. In the production of ethylene glycol by the supply of the aqueous ethylene glycol solution to a concentrating treatment at the multi-effect evaporator, the method contemplated by this invention for the production of ethylene glycol comprises utilizing as the source of heating at least one specific step the steam generated in the multi-effect evaporator.
    Type: Grant
    Filed: April 27, 2001
    Date of Patent: July 9, 2002
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yukihiko Kakimoto, Yoshihisa Oka
  • Publication number: 20020082456
    Abstract: A process for the production of an alkylene glycol comprising:
    Type: Application
    Filed: September 26, 2001
    Publication date: June 27, 2002
    Inventors: Eugene Marie Godfried Andre Van Kruchten, Willem Derks
  • Patent number: 6403845
    Abstract: are prepared by single-stage reaction of alkoxydihydropyrans of the formula (II) with water and hydrogen in the presence of a catalyst comprising oxides of nickel, zirconium and copper. In the formulae (I) and (II), R, R′, R″, R′″ can be identical or different and are each hydrogen or a linear or branched saturated hydrocarbon radical having from 1 to 20 carbon atoms in which the hydrocarbon chain may contain O, S and N as heteroatoms and which may be monosubstituted or polysubstituted by hydroxy, thiol or amino groups or halogens.
    Type: Grant
    Filed: July 25, 2000
    Date of Patent: June 11, 2002
    Inventors: Joachim Pfeffinger, Peter Wahl, Jan Nouwen, Karsten Eller, Arthur Höhn, Jürgen Hunger
  • Patent number: 6376720
    Abstract: Ethylene oxide is hydroformylated to 3-hydroxypropanal using a non-phosphine-ligated cobalt catalyst and diamine promoter.
    Type: Grant
    Filed: June 15, 2001
    Date of Patent: April 23, 2002
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Yuan-Zhang Han
  • Patent number: 6376724
    Abstract: Ethylene oxide is hydroformylated to 3-hydroxypropanal using a non-phosphine-ligated cobalt catalyst and a primary or secondary amine promoter.
    Type: Grant
    Filed: June 15, 2001
    Date of Patent: April 23, 2002
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Yuan-Zhang Han