And Cyclic Ether Patents (Class 568/620)
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Patent number: 11247975Abstract: Embodiments provide a process for purifying an alkylene oxide composition, which comprises (1) obtaining a crude alkylene oxide composition comprising an ionic component; (2) passing the crude alkylene oxide composition through a molecular sieve; and (3) obtaining a purified alkylene oxide composition. A purified alkylene oxide composition suitable for a subsequent process can be obtained.Type: GrantFiled: July 16, 2018Date of Patent: February 15, 2022Assignee: SK PICGLOBAL CO., LTDInventors: Hanna Kim, Doojin Lee, Eun Su Lee, Taechan Ha, Dong Kyun Noh, Soo Hyun Park, Sungho Kim
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Patent number: 11186683Abstract: A method of producing an alcohol ethoxylate surfactant or lubricant includes reacting a low molecular weight initiator with ethylene oxide in the presence of a polymerization catalyst, the low molecular weight initiator having a nominal hydroxyl functionality at least 1, and the polymerization catalyst being a Lewis acid catalyst having the general formula M(R1)1(R2)1(R3)1(R4)0 or 1, whereas M is boron, aluminum, indium, bismuth or erbium, R1, R2 and R3 each includes a same fluoroalkyl-substituted phenyl group, and optional R4 includes a functional group or functional polymer group. R1, R2, and R3 are the same fluoroalkyl-substituted phenyl group. The method further includes forming the alcohol ethoxylate surfactant or lubricant having a number average molecular weight of greater than the number average molecular weight of the low molecular weight initiator in the presence of the Lewis acid catalyst.Type: GrantFiled: September 14, 2018Date of Patent: November 30, 2021Assignees: Dow Global Technologies LLC, Northwestern UniversityInventors: Arjun Raghuraman, William H. Heath, Bruce D. Hook, Wanglin Yu, Sukrit Mukhopadhyay, Heather A. Spinney, David R. Wilson, Justin M. Notestein, SonBinh T. Nguyen
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Patent number: 9994506Abstract: A process for transitioning a reactor from base-catalyzed polyol production to double metal cyanide (DMC)-catalyzed polyol production is described. The process includes discharging a base-catalyzed and un-neutralized product mixture from a reactor, and adding an acidified polyether polyol starter and DMC catalyst mixture to the reactor. A DMC-catalyzed polyol production reaction can then be conducted in the reactor without intermediate washing or rinsing of the reactor, and without catalyst deactivation from base or alkaline hold-up.Type: GrantFiled: April 20, 2016Date of Patent: June 12, 2018Assignee: COVESTRO LLCInventors: Peter Uthe, Jack R. Reese, Stephen Bailey
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Patent number: 9744516Abstract: A processing device and processing method that can perform processing of a starting material fluid while favorably controlling the processing temperature of same. The processing device includes: a processing member that leads in the starting material fluid and processes same therewithin; and a processing tank that houses the processing member and retains the processed processing products. The processing member includes: a minute duct provided therewithin and causes the flow-through of the starting material fluid; and a heat medium duct that causes the flow-through of a heat medium having a different temperature from that of the starting material fluid flowing through the minute duct. The minute duct and the heat medium duct are separated from each other so that heat exchange is possible between the starting material fluid and heat medium flowing through.Type: GrantFiled: April 9, 2014Date of Patent: August 29, 2017Assignee: Kobe Steel, Ltd.Inventors: Akira Matsuoka, Koji Noishiki
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Patent number: 9605111Abstract: The present invention relates to a double metal cyanide (DMC) complex catalyst with an improved catalytic activity useful for epoxide polymerization. It also relates to polyether polyols prepared by a polymerization reaction using said DMC catalyst.Type: GrantFiled: November 18, 2015Date of Patent: March 28, 2017Assignee: REPSOL, S.A.Inventors: Maria Dolores Blanco Gonzalez, Fernando Prieto Noguera
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Patent number: 9035105Abstract: A polyether polyol based on renewable materials is obtained by the in situ production of a polyether from a hydroxyl group-containing vegetable oil, at least one alkylene oxide and a low molecular weight polyol having at least 2 hydroxyl groups. The polyol is produced by introducing the hydroxyl group-containing vegetable oil, a catalyst and an alkylene oxide to a reactor and initiating the alkoxylation reaction. After the alkoxylation reaction has begun but before the reaction has been 20% completed, the low molecular weight polyol having at least 2 hydroxyl groups is continuously introduced into the reactor. After the in situ made polyether polyol product having the desired molecular weight has been formed, the in situ made polyether polyol is removed from the reactor. These polyether polyols are particularly suitable for the production of flexible polyurethane foams.Type: GrantFiled: July 20, 2012Date of Patent: May 19, 2015Assignee: Bayer MaterialScience LLCInventors: Jack R. Reese, Stanley L. Hager, Micah Moore
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Publication number: 20150073155Abstract: Provided is a multi-arm polyethylene glycol derivative having a narrow molecular weight distribution. A multi-arm polyethylene glycol derivative represented by the formula (1): m[Z—Yn?CH2CH2O??X—O-L-O—X??OCH2CH2?nY—Z]m??(1) wherein, L represents a group selected from a linear or branched alkylene, arylene, or cycloalkylene group having two or more carbon atoms and combinations thereof, which may have an ether bond in a chain; X represents a dehydroxylation residue of a linear sugar alcohol having 5 or 7 carbon atoms; m is the number of polyethylene glycol chains bonded to X and represents 4 or 6; n is the average addition molar number of oxyethylene groups and n represents an integer of 3 to 600; Y represents a single bond or an alkylene group which may have an ester bond, a urethane bond, an amide bond, an ether bond, a carbonate bond, a secondary amino group, a urea bond, a thioether bond or a thioester bond in a chain or at an end; and Z represents a chemically reactive functional group.Type: ApplicationFiled: March 28, 2013Publication date: March 12, 2015Applicant: NOF CORPORATIONInventors: Hiroki Yoshioka, Midori Hirai, Hitoshi Nakatsuhara, Yuji Yamamoto
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Patent number: 8957257Abstract: A process for a continuous production of a polyetherol first involves reacting a catalyst (5) with an alcohol starter (3) or an alkoxylated precursor, to give a mixture comprising an alcoholate and water. Water is then removed from the mixture. The process further involves feeding the alcoholate into a bubble column and feeding an alkylene oxide into the bottom of a compartment of the bubble column, such that the alkylene oxide rises in the alcoholate. The alkylene oxide then reacts with the alcoholate or a secondary product from the reaction between the alcoholate and alkylene oxide, to give the polyetherol.Type: GrantFiled: July 18, 2012Date of Patent: February 17, 2015Assignee: BASF SEInventors: Vinit Chilekar, Oliver Bey, Andreas Brodhagen, Achim Loffler, Fatemeh Admadnian, Ralf Bohling, Christoph Grossmann, Ulrich Kammel, Ronald Adelmann, Thomas Ostrowski, Milind Joshi, Gerrit Waters, Dirk Meckelnburg
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Publication number: 20150038664Abstract: To provide a method for producing a polyether having a weight average molecular weight of from 15,000 to 550,000. The method for producing a polyether having a weight average molecular weight of from 15,000 to 550,000, comprises subjecting a cyclic monomer to a ring-opening addition reaction to an initiator having at least one active hydrogen atom per molecule in the presence of a double metal cyanide complex catalyst and an organic solvent, wherein the relative permittivity of the organic solvent is at most 18, and the amount of the organic solvent is from 6 to 300 parts by mass per 100 parts by mass in total of the initiator and the cyclic monomer.Type: ApplicationFiled: October 18, 2014Publication date: February 5, 2015Applicant: ASAHI GLASS COMPANY, LIMITEDInventors: Tomohiro HAYASHI, Chitoshi SUZUKI, Takeaki ARAI, Hideaki TANAKA
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Publication number: 20140275632Abstract: This invention relates to novel double metal cyanide catalysts and to a process for the production of these double metal cyanide catalysts. These DMC catalysts can be used to prepare polyoxyalkylene polyols which have low amounts of high molecular weight tail compared polyoxyalkylene polyols prepared from DMC catalysts of the prior art.Type: ApplicationFiled: March 12, 2013Publication date: September 18, 2014Applicant: Bayer MaterialScience, LLCInventors: Kenneth G. McDaniel, George G. Combs
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Publication number: 20140275633Abstract: Low molecular weight polyoxyalkylene polyether polyols having a hydroxyl content of from about 3.4 to about 12.1% by weight, and OH numbers of from about 112 to about 400 are produced by a continuous process using a DMC catalyst. In the process of the present invention, oxyalkylation conditions are established in a continuous reactor in the presence of a DMC catalyst; alkylene oxide and a low molecular weight starter are continuously introduced into the continuous reactor; a partially oxyalkylated polyether polyol is recovered from the reactor; and the recovered partially oxyalkylated polyether polyol is allowed to further reactor until the unreacted alkylene oxide content of the mixture is reduced to 0.001% or less by weight. The alkoxylation of the present invention must be carried out a pressure sufficiently high to prevent deactivation of the DMC catalyst. Pressures of from 45 to 55 psia are preferred.Type: ApplicationFiled: March 14, 2013Publication date: September 18, 2014Inventors: Jack Reese, Paul Webb
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Publication number: 20140142271Abstract: The present invention is directed to the synthesis of polyols in a continuous process which comprises the continuous generation of oligomeric polyoxyalkylene polyether polyol by acid catalysis.Type: ApplicationFiled: July 3, 2012Publication date: May 22, 2014Applicant: REPSOL, S.A.Inventors: Beatriz Almena Munoz, Carlos Rubio Rodriguez, Felix Fernandez Villar
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Publication number: 20140142344Abstract: The invention relates to a process for the preparation of polyether polyols with equivalent molecular weights of from 8,000 to 20,000 g/mol from one or more H-functional starter compounds and one or more alkylene oxides in the presence of a double metal cyanide catalyst, characterized in that the alkylene oxides are metered into the reactor in the course of from 15 to 23 h.Type: ApplicationFiled: June 26, 2012Publication date: May 22, 2014Applicant: BAYER INTELLECTUAL ROPERTY GMBHInventors: Klaus Lorenz, Jörg Hofmann, Horst Zwick, Christian Steinlein, Edward Browne
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Patent number: 8692030Abstract: A method of making a biobased-petrochemical hybrid polyol is provided. This method includes reacting a cyclic ether with a vegetable oil-based polyol in the presence of a cationic catalyst or a coordinative catalyst that includes a vegetable oil-based polyol ligand to form the biobased-petrochemical hybrid polyol. The biobased-petrochemical hybrid polyol that is created has a number average molecular weight of about 3,000 to about 6,000 and has a structure that is about 22% to about 36% biobased. In one aspect of the present invention, the cyclic ether is propylene oxide, and the propoxylated polyol formed from the propylene oxide and vegetable oil-based polyol is then reacted with ethylene oxide in the presence of a superacid catalyst to create a block copolymer with a terminal polyethylene oxide block having a high percentage of terminal primary hydroxyl groups.Type: GrantFiled: April 20, 2006Date of Patent: April 8, 2014Assignee: Pittsburg State UniversityInventors: Mihail Ionescu, Zoran S. Petrovic, Ivan Javni
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Patent number: 8680002Abstract: A double metal cyanide catalyst of the present invention having a controlled reactivity for preparing a polyol, which contains an ether ligand having a molecular weight of less than 200 and a glycol ligand having a molecular weight of less than 200 can be used in the preparation of a polyol having a unsaturation degree suitable for direct use for producing a polyurethane having suitable properties.Type: GrantFiled: November 4, 2008Date of Patent: March 25, 2014Assignee: SKC Co., Ltd.Inventors: Jun Tae Ahn, Sang Hyun Lee, Young Chan Jeon, Sang Wook Park, Chang Ha Park, In Ha Park
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Publication number: 20140080745Abstract: A surfactant composition selected from the group consisting of; (R1O)CH2CH(OCH2CH2)1-20OHCH2(OR2) and mixtures thereof; wherein at least one of R1 and R2 are secondary alkyl groups including from 3 to 9 Carbon atoms; an aqueous coating composition including an aqueous polymeric dispersion; and certain other compositions including the surfactant composition are provided. Also provided is a method for forming a coating.Type: ApplicationFiled: September 16, 2013Publication date: March 20, 2014Inventors: Irina V. Graf, Arkady L. Krasovskiy
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Patent number: 8674146Abstract: 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: GrantFiled: August 29, 2007Date of Patent: March 18, 2014Assignee: Cognis IP Management GmbHInventors: Stefan Franzen, Franz Büttgen, Ingomar Mrozek, Bernhard Gutsche
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Publication number: 20140018459Abstract: A two stage alkoxlyation process for preparing a short-chain polyether polyol from a starter compound comprising from 3 to 9 hydroxyl groups and at least one alkylene oxide, wherein said starter compound has a hydroxy equivalent weight of from 22 to 90 Da. Said process comprises a first stage alkoxlyation using a superacid catalyst to prepare an oligomeric alkoxylated starter compound that is further alkoxylated to the short-chain polyether polyol of the invention in a second stage using a DMC catalyst. The process of the present invention may be performed continuously, in a batch, or semi-batch process.Type: ApplicationFiled: March 19, 2012Publication date: January 16, 2014Applicant: DOW GLOBAL TECHNOLOGIES LLCInventors: Pavel L. Shutov, Hanno R. Van der Wal, Jean-Paul Masy, David A. Babb
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Publication number: 20130345476Abstract: This invention relates to an improved continuous process for the production of low molecular weight polyoxyalkylene polyether polyols. These polyoxyalkylene polyether polyols have a hydroxyl content of from about 3.4 to about 12.1% by weight, and may also be characterized as having an OH number of from about 112 to about 400. The process comprises establishing oxyalkylation conditions in a continuous reactor in the presence of a DMC catalyst; continuously introducing alkylene oxide and a low molecular weight starter into the continuous reactor; recovering a partially oxyalkylated polyether polyol from the reactor; and allowing the recovered partially oxyalkylated polyether polyol to further reactor until the unreacted alkylene oxide content of the mixture is reduced to 0.001% or less by weight.Type: ApplicationFiled: June 21, 2012Publication date: December 26, 2013Applicant: Bayer MaterialScience LLCInventor: Jack R. Reese
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Patent number: 8519196Abstract: 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: GrantFiled: October 14, 2004Date of Patent: August 27, 2013Assignee: BASF AktiengesellschaftInventors: Markus Klumpe, Juergen Tropsch, Rolf-Dieter Kahl, Roland Boehn, Susanne Stutz, Ralf Noerenberg
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Patent number: 8501998Abstract: A method for producing a polyoxyalkylene derivative represented by the following general formula (1): Z(OA)n-OH]m??(1) wherein Z is a residue of glycerin or diglycerin, OA is an oxyalkylene group having 2 to 4 carbon atoms, n is an average number of moles of the oxyalkylene group added and is 80 to 800, and m is 3 to 4, the method comprising steps (A), (B), (C), (D), (E), and (F) defined in the present description.Type: GrantFiled: March 31, 2010Date of Patent: August 6, 2013Assignee: NOF CorporationInventors: Satoshi Matsuo, Kazuhiro Hashimoto, Ken-ichiro Nakamoto, Chika Itoh
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Patent number: 8461285Abstract: The present invention relates to a process for the catalytic preparation of polyetherols, wherein the power input by means of at least one stirrer and/or by means of at least one pump, based on the reactor volume, is in the range from 0.001 to 8.2 kW/m3.Type: GrantFiled: March 8, 2011Date of Patent: June 11, 2013Assignee: BASF SEInventors: Fatemeh Ahmadnian, Vinit Chilekar, Andreas Brodhagen, Achim Loeffler, Hermann Graf
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Publication number: 20130143909Abstract: Among other aspects, provided herein is a mixed-acid salt of a water-soluble polymer-drug conjugate, along with related methods of making and using the same. The mixed-salt acid salt is stably formed, and appears to be more resistant to hydrolytic degradation than the corresponding predominantly pure acid salt or free base forms of the polymer-drug conjugate. The mixed acid salt is reproducibly prepared and recovered, and provides surprising advantages over non-mixed acid salt forms of the water-soluble polymer drug conjugate.Type: ApplicationFiled: November 18, 2010Publication date: June 6, 2013Applicant: Nektar TherapeuticsInventors: Anthony O. Chong, Seoju Lee, Bhalchandra V. Joshi, Brian Bray, Shaoyong Nie, Patrick L. Spence, Antoni Kozlowski, Samuel P. McManus, Sachin Tipnis, Greg Lavaty, David Swallow, John R. Handley, Anthony G. Schaefer
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Patent number: 8378054Abstract: A process for preparing polyaryl ethers in which a polycondensation of the monomer building blocks is carried out using microwave irradiation leads to thermoplastic molding compositions having improved color properties.Type: GrantFiled: November 11, 2008Date of Patent: February 19, 2013Assignee: BASF SEInventors: Martin Weber, Volker Warzelhan, Faissal-Ali El-Toufaili, Andreas Greiner, Heiner Stange, Seema Agrarwal
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Patent number: 8378144Abstract: A process for preparing polyoxymethylene homopolymers or copolymers (7) by homopolymerization or copolymerization of trioxane, starting from methanol (1), in which methanol (1) is oxidized in a first reactor in a first production plant (A) to give an aqueous formaldehyde-comprising stream (2) which is fed to a second production plant (B) in which pure trioxane (6) is obtained and removal of low boilers (5) by distillation is carried out and the pure trioxane (6) is fed to a third production plant (C) in which it is homopolymerized or copolymerized to form polyoxymethylene homopolymers or copolymers (7), wherein the low boiler stream (5) from the low boiler removal column (K 2) is recycled to the feed stream into the first reactor in the first production plant (A), is proposed.Type: GrantFiled: December 11, 2008Date of Patent: February 19, 2013Assignee: BASF SEInventors: Markus Siegert, Tobias Kortekamp, Eckhard Stroefer, Christoph Sigwart, Neven Lang
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Patent number: 8367876Abstract: A method wherein the separability between a polyether phase and a water phase is improved when a water-soluble compound is extracted and removed from a polyether containing the water-soluble compound with water is provided. The method comprises producing a polyether including a step of extracting and removing a water-soluble compound from a polyether containing the water-soluble compound with water, wherein the step includes at least an operation of separating a water phase from a polyether phase at a temperature of 50° C.Type: GrantFiled: July 8, 2005Date of Patent: February 5, 2013Assignee: Kaneka CorporationInventor: Takeshi Kawamura
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Patent number: 8354559Abstract: A polyether is synthesized by ring opening polymerization of an alkylene oxide with an initiator having at least one hydroxyl group, in the presence of a double metal cyanide complex catalyst, then a powder of an inorganic adsorbent containing at least 50 vol % of fine particles having a particle size of at most 26 ?m and further containing at least 90 vol % of fine particles having a particle size of at most 44 ?m, is added to the crude polyether, and a metal derived from the above double metal cyanide complex catalyst is adsorbed on the powder, followed by separating the powder from the crude polyether.Type: GrantFiled: March 2, 2009Date of Patent: January 15, 2013Assignee: Asahi Glass Company, LimitedInventors: Chitoshi Suzuki, Tomoyuki Suzuki, Shigeru Ikai
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Patent number: 8344098Abstract: Processes for producing polytrimethylene ether glycol and copolymers thereof are provided wherein, by condensing and recycling at least a portion of the vapor phase produced as the reaction progresses, the yield loss and polymer color are reduced.Type: GrantFiled: December 17, 2010Date of Patent: January 1, 2013Assignee: E I du Pont de Nemours and CompanyInventors: Christian Hoffmann, Scott Christopher Jackson, Edward R. Murphy, Bhuma Rajagopalan
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Patent number: 8334323Abstract: 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: GrantFiled: December 23, 2008Date of Patent: December 18, 2012Assignee: Dow Global Technologies LLCInventors: Pierre T. Varineau, Wanglin Yu, Kara S. Weber, Cynthia L. Rand
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Publication number: 20120294813Abstract: The invention relates to highly functional, aliphatic, branched polyethers produced from oxiranes, in particular ethylene oxide and glycidol or the sulfur- or nitrogen-containing analogues thereof. The branched polyethers are in particular suited as a matrix for pharmacological and cosmetic active agents.Type: ApplicationFiled: December 10, 2010Publication date: November 22, 2012Inventors: Holger Frey, Daniel Wilms, Frederik Wurm
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Patent number: 8293866Abstract: The present invention relates to a method of producing a poly(ethylene oxide) copolymerized with one alkylene oxide and to a poly(ethylene oxide-co-alkylene oxide) copolymer produced by such method, a photovoltaic device containing such poly(ethylene oxide-co-alkylene oxide)-copolymer, and to uses of such poly(ethylene oxide)-(alkylene oxide)-copolymer.Type: GrantFiled: March 27, 2007Date of Patent: October 23, 2012Assignee: Sony Deutschland GmbHInventors: Gabriele Nelles, Silvia Rosselli, Tzenka Miteva, Akio Yasuda, Christo Tsvetanov, Rayna Stamenova, Iliyana Berlinova, Petar Petrov
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Patent number: 8247526Abstract: Polyalkylene ether glycol or copolymer thereof are prepared by contacting at least one alkanediol with a alkanediol containing cyclic sulfate.Type: GrantFiled: December 20, 2010Date of Patent: August 21, 2012Assignee: E I du Pont de Nemours and CompanyInventors: Aaron Minter, Edward R. Murphy, James M. Tocyloski
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Publication number: 20120108780Abstract: A method for producing a polyol, the method including: (a) reacting at least one selected from the group consisting of an unsaturated natural fat, an unsaturated natural fatty acid, and a fatty acid ester with dinitrogen monoxide, to obtain a first intermediate; (b) reacting the first intermediate with a hydrogenation reagent, to obtain a second intermediate; (c) reacting the second intermediate with at least one alkylene oxide, to obtain a polyol.Type: ApplicationFiled: July 9, 2010Publication date: May 3, 2012Applicant: BASF SEInventors: Andreas Kunst, Michael Schelper, Joaquim Henrique Teles, Berend Eling, Jenny Reuber, Gerd-Dieter Tebben
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Publication number: 20120016049Abstract: An object of the present invention is to provide a polyoxyalkylene polyol and a polyoxyalkylene monool, capable of producing a urethane elastomer and a urethane foam which are sufficiently excellent in mechanical properties and moisture resistance. The present invention is directed to a polyoxyalkylene polyol or monool (S), which is an alkylene oxide adduct of an active hydrogen-containing compound (H), wherein 40% or more of hydroxyl groups located at the terminal are primary hydroxyl group-containing groups represented by the general formula (1) shown below, and a hydroxyl value x, the total degree of unsaturation y and the content of ethylene oxide z satisfy a relationship of the mathematical expression (1). [In the general formula (1), R1 represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group or a phenyl group, each of which may be substituted with a halogen atom or an aryl group.] y?28.Type: ApplicationFiled: March 24, 2010Publication date: January 19, 2012Applicant: SANYO CHEMICAL INDUSTRIES, LTD.Inventors: Hiromichi Nakaminami, Shogo Sugahara, Shu Yasuhara, Kouichi Murata
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Patent number: 8058388Abstract: The invention relates to a process for preparing polyethers of the formula (I) R1—(CHR2CHR3—O)n—H??(I) where n=1 to 12 000, R1=a radical comprising at least one carbon atom and R2 and R3 are each independently H or a hydrocarbon radical, where the units designated with the index n may be the same or different (the R2 and R3 radicals in the different units n may thus be the same or different), by alkoxylating a starter compound which comprises the R1 radical in the presence of a double metal cyanide catalyst (DMC catalyst) in a loop reactor, which is characterized in that the alkoxylation is performed in a loop reactor which has an ejector mixing nozzle, in which all substances involved in the reaction or assistants can be added to the circulated reaction mixture, an alkylene oxide or a plurality of different alkylene oxides being metered into the reaction mixture via the ejector mixing nozzle at the same time (random addition) or at different times (block addition).Type: GrantFiled: November 25, 2008Date of Patent: November 15, 2011Assignee: Evonik Goldschmidt GmbHInventors: Andreas Sellmann, Irina Neisius-Sellmann, legal representative, Volker Zellmer
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Patent number: 8034980Abstract: A process for preparing polyether polyols by reaction of the following starting materials: a) one or more alkylene oxides and, if appropriate, carbon dioxide and also b) one or more H-functional starter substances, in the presence of a catalyst, in a reaction unit having a plurality of parallel layers A, B which are microstructured so that each layer has a multiplicity of channels which are arranged parallel to one another and form a continuous flow path from one side of the plate to the opposite side of this, wherein a distribution device for introduction of the starting materials and the catalyst is provided at one end of the channels of the layers A and a collection device for the reaction mixture is provided at the other end of these is proposed.Type: GrantFiled: May 22, 2007Date of Patent: October 11, 2011Assignee: BASF AktiengesellschaftInventors: Achim Loeffler, Wolfgang Loth, Ralf Boehling, Thomas Ostrowski, Michael Stoesser, Hartwig Voss, Axel Schimpf
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Publication number: 20110224396Abstract: The present invention relates to a process for the catalytic preparation of polyetherols, wherein the power input by means of at least one stirrer and/or by means of at least one pump, based on the reactor volume, is in the range from 0.001 to 8.2 kW/m3.Type: ApplicationFiled: March 8, 2011Publication date: September 15, 2011Applicant: BASF SEInventors: Fatemeh AHMADNIAN, Vinit Chilekar, Andreas Brodhagen, Achim Löffler, Hermann Graf
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Patent number: 8017814Abstract: A process for the preparation of a polyether polyol containing at most about 15 ppm of sodium and potassium, comprising: (a) reacting an initiator having at least two active hydrogen atoms with at least one alkylene oxide in the presence of a catalyst having an alkali metal hydroxide to form a polyether polyol reaction product; (b) neutralizing the polyether polyol reaction product obtained in step (a) by contacting this reaction product with phosphoric acid and water; and (c) removing the salt crystals from the polyether polyol and recovering the neutralized polyether polyol containing at most about 15 ppm of sodium and potassium, wherein no adsorption agent and no hydrate of a metal salt of the acid are used before, during or after the neutralization.Type: GrantFiled: February 3, 2009Date of Patent: September 13, 2011Assignee: Shell Oil CompanyInventors: Melis Hasselaar, Parminder Singh Sangha, Andreas Wilhelmus De Winter
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Publication number: 20110218324Abstract: In a process for preparing a polyether alcohol d1) by reaction of a) at least one compound having at least three hydrogen atoms reactive with alkylene oxides and a molecular weight Mn of not more than 600 g/mol with b) an alkylene oxide by using c) a catalyst, said reaction is carried out in the presence of a polyether alcohol d) having a hydroxyl number of 100-800 mg KOH/g and a functionality of 1.5 to 8.Type: ApplicationFiled: March 1, 2011Publication date: September 8, 2011Applicant: BASF SEInventors: Sirus ZARBAKHSH, Markus SCHÜTTE, Holger SEIFERT, Vinit CHILEKAR, Berend ELING, Jan RUDLOFF
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Patent number: 7968754Abstract: 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 catalysType: GrantFiled: November 6, 2004Date of Patent: June 28, 2011Assignee: BASF AktiengesellschaftInventors: Thomas Ostrowski, Raimund Ruppel, Eva Baum, Kathrin Harre
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Patent number: 7947756Abstract: Process for making a slabstock, visco-elastic, flexible, polyurethane foam which process comprises reacting a polyisocyanate and a polyol at an index of 60-95 and using a blowing agent, wherein 5-50 and preferably 10-40% by weight of the polyol used is castor oil. The foams and a polyol composition are claimed as well.Type: GrantFiled: June 12, 2007Date of Patent: May 24, 2011Assignee: Huntsman International LLCInventors: Kris Andries, Johan Antoine Stefaan Macken
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Patent number: 7919575Abstract: The process of the present invention provides for the manufacture of lower molecular weight DMC-catalyzed polyols than is possible using non-acidified continuous addition of starter (CAOS) feeds, by adding excess acid to a starter feed stream over that required for mere neutralization of the basicity of the starter. The benefits of the invention also extend to starters which do not contain basicity. Polyether polyols made by the inventive process may be used to produce improved polyurethane products such as coatings, adhesives, sealants, elastomers, foams and the like.Type: GrantFiled: May 25, 2010Date of Patent: April 5, 2011Assignee: Bayer MaterialScience LLCInventor: Edward Browne
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Publication number: 20110077434Abstract: In the present invention, when polyoxyalkylene alkyl ethers are produced by adding propylene oxide to a linear alcohol in the presence of an alkali catalyst, the proportion of the alkali catalyst and the proportion of propylene oxide, per mole of active hydrogen of the linear alcohol, are in specific ranges respectively and the temperature in the addition between the linear alcohol and propylene oxide is in a specific range.Type: ApplicationFiled: December 26, 2008Publication date: March 31, 2011Applicant: KAO CORPORATIONInventors: Yasuki Ohtawa, Yoshifumi Nishimoto, Tetsuaki Fukushima
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Patent number: 7858829Abstract: The invention relates to a process and to an apparatus for preparing polyether alcohols by alkoxylating alcohols, and also long-chain polyether alcohols having a narrow product distribution. The process is preferably carried out continuously in the liquid phase in a microstructured reactor. An alkylene oxide or different alkylene oxides are metered at one or more points into the channels of the microreactor. The channels are cooled with the aid of a cooling medium or heated with the aid of a heating medium.Type: GrantFiled: March 17, 2005Date of Patent: December 28, 2010Assignee: Evonik Goldschmidt GmbHInventors: Roland Hubel, Georg Markowz, Manfred Recksik, Markus Rudek, Dietmar Wewers, Florian Zeller-Schuldes
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Patent number: 7750191Abstract: The invention provides a process for continuously preparing polyether alcohols by adding alkylene oxides to H-functional starter substances using a DMC catalyst, comprising the steps of a) preparing a precursor by continuously metering an H-functional starter substance, an alkylene oxide or a mixture of at least two alkylene oxides and the required amount of DMC catalyst into a continuous reactor, b) continuously withdrawing the precursor from step a) from the reactor, c) continuously metering the product from step a), an alkylene oxide different from that in step a) or a mixture of at least two alkylene oxides different from that in step a) and, if appropriate, the required amount of DMC catalyst into a further continuous reactor.Type: GrantFiled: June 22, 2005Date of Patent: July 6, 2010Assignee: BASF AktiengesellschaftInventors: Thomas Ostrowski, Stephan Bauer, Achim Loeffler, Juergen Winkler
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Publication number: 20100125126Abstract: The present invention provides a process for conditioning double metal cyanide (DMC) catalysts, which are employed in the preparation of polyether polyols based on starter compounds having active hydrogen atoms, the preparation of polyether polyols using the conditioned catalysts and the use of the polyether polyols prepared in this way for the preparation of polyurethane materials.Type: ApplicationFiled: January 26, 2010Publication date: May 20, 2010Inventors: Klaus Lorenz, Jörg Hofmann
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Publication number: 20090292147Abstract: The invention relates to a process for the continuous preparation of polyether alcohols by reacting H-functional initiators with alkylene oxides using basic catalysts, wherein at least one initiator is metered with at least one alkylene oxide continuously into a back-mixing reactor and the reaction product is removed continuously from the back-mixing reactor.Type: ApplicationFiled: June 15, 2007Publication date: November 26, 2009Applicant: BASF SEInventors: Thomas Ostrowski, Johannes Adam, Dirk Meckelnburg, Ulrike Mahn, Renata Jovanovic, Achim Loeffler
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Patent number: 7586011Abstract: The present invention provides a process for preparing polyoxyalkylene glycols of a certain molecular weight in one stage by copolymerizing tetrahydrofuran and alpha,omega-diols as the comonomer in the presence of a heteropolyacid and of a hydrocarbon, by distilling off a mixture of water and this hydrocarbon from the copolymerization, which comprises terminating the polymerization when this molecular weight is attained by adding water, comonomer, butanediol or butanediol-water mixtures.Type: GrantFiled: December 16, 2003Date of Patent: September 8, 2009Assignee: BASF SEInventors: Martin Haubner, Rolf Pinkos
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Patent number: 7553921Abstract: A polyether polyol composition, the reactivity of which with a polyisocyanate can be controlled, to thereby obtain an isocyanate group-terminated prepolymer having excellent storage stability. A polyether polyol composition comprising a polyether polyol obtained by a ring-opening polymerization of an alkylene oxide in the presence of a composite metal cyanide complex catalyst, and a phosphoric acid compound comprising a phosphoric acid selected from orthophosphoric acid, polyphosphoric acid and polymetaphosphoric acid, and/ or a partial ester of such a phosphoric acid, wherein the polyether polyol composition contains metals derived from the composite metal cyanide complex catalyst in an amount of from 1 to 30 ppm based on the polyether polyol, and the above phosphoric acid compound in an amount of from 0.5 to 100 ppm based on the polyether polyol.Type: GrantFiled: July 26, 2005Date of Patent: June 30, 2009Assignee: Asahi Glass Company, LimitedInventors: Chitoshi Suzuki, Hiroki Fukuda, Shigeru Ikai
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Patent number: 7528288Abstract: The invention provides a process for preparing polyether alcohols by adding alkylene oxides onto H-functional starter substances using DMC catalysts, which comprises, in a first step, adding propylene oxide or a mixture of propylene oxide and ethylene oxide onto H-functional starter substances and, in a second step, transferring the product thus formed into a tubular reactor in which mixtures of ethylene oxide and propylene oxide are metered in at least two metering points, the proportions of ethylene oxide and propylene oxide in the mixtures metered in in the first and in the second step being different, the proportions of ethylene oxide and propylene oxide in the mixtures metered in at least two metering points in the second step being different, and the mixture metered in in the second step, at least at the last metering point, comprising at least 40% by weight of ethylene oxide.Type: GrantFiled: August 21, 2006Date of Patent: May 5, 2009Assignee: BASF AktiengesellschaftInventors: Thomas Ostrowski, Achim Loeffler, Raimund Ruppel