Acyclic Polyoxy Alcohol Moiety Patents (Class 560/263)
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Patent number: 11248097Abstract: Articles useful as graphic films are presented. Specifically, the present disclosure is directed to an article comprising a film layer, the film layer comprising a polymer blend comprising a thermoplastic polyurethane and a polyvinyl butyral, and an adhesive layer adjacent the film layer.Type: GrantFiled: January 31, 2014Date of Patent: February 15, 2022Assignee: 3M INNOVATIVE PROPERTIES COMPANYInventors: Ronald S. Steelman, Keith R. Lyon
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Patent number: 11208372Abstract: Disclosed are compounds of formula (I) (R1OOC)a—R2(OH)c—COO—(CnH2n—O)m—OC—R3(OH)d—(COOR4)b??(I) wherein R1 and R4 independently of one another are hydrogen, a metal cation, an ammonium cation, C1-C6-alkyl, cycloalkyl with three to nine ring carbon atoms, aryl with five to ten ring carbon atoms, aryl that is substituted with one or two alkyl groups, aryl that is connected via an alkylene group with the carboxyl group, —(CnH2n—O)m—H or —O—R2(COOR1)a+1, R2 and R3 independently of one another are aliphatic hydrocarbon residues with one to eight carbon atoms, a and b independently of one another are integers from 1 to 4, c is an integer from 0 to 4, d is an integer from 1 to 4, n is 2, 3 or 4, and m is 1, 2, 3 or 4, with the proviso that R1 and R4 may be different within a molecule within the given definitions. These compounds are characterized by a very good complexation power for metal cations and can be used in detergents and cleaning agents, in oil extraction and for water softening.Type: GrantFiled: August 11, 2020Date of Patent: December 28, 2021Assignee: WEYLCHEM PERFORMANCE PRODUCTS, GMBHInventors: Roman Morschhäuser, Said Kchirid, Judith Preuschen, Bo Kuhse
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Patent number: 11091712Abstract: A method for producing biodiesel and triacetin includes steps as follows. A bio-oil source is provided; the bio-oil source is palm oil acid or palm oil sludge. A bio-oil source pretreatment step is performed, wherein the bio-oil source is mixed with ash to decolor. A pre-esterification step is performed, wherein methanol and a pre-esterification catalyst are mixed, so as to form an organic phase solution and an aqueous phase solution. A transesterification step is performed, wherein the methanol and a lithium silicate catalyst are mixed, so as to form a crude biodiesel phase solution and a crude glycerol phase solution. A washing step is performed, wherein purified biodiesel is collected. A glycerol separating step is performed, wherein purified glycerol is collected. A glycerol esterification step is performed, wherein triacetin is collected.Type: GrantFiled: March 15, 2020Date of Patent: August 17, 2021Inventor: Chin-Chang Chen
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Patent number: 10787557Abstract: The invention relates to compositions of glycidyl ester in C9 to C15 branched acid is with a concentration in compounds, which have a boiling point below 250° C., of less than 8000 ppm. Such a composition are specially useful as stabilizer of thermoplastic extruded polymer; It has been demonstrated that such composition are generating low or’ no unpleasant odour at the outlet of the extruder.Type: GrantFiled: July 12, 2016Date of Patent: September 29, 2020Assignee: HEXION INC.Inventors: Françoise Decocq, Denis Heymans
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Patent number: 10766846Abstract: The invention relates to a method for producing butadiene that is fed with a butanediol feedstock, with said method comprising at least: a) An esterification step comprising: A reaction section; A separation section producing a butanediol diester effluent, a water effluent, and a carboxylic acid effluent; b) An esterification pyrolysis step; c) A separation step comprising at least: A cooling section producing a liquid pyrolysis effluent and a vapor pyrolysis effluent; A gas-liquid washing section that is fed at the top with a fraction of the carboxylic acid effluent that is obtained from the separation section of step a) and at the bottom with said vapor pyrolysis effluent and producing at the top a butadiene effluent and at the bottom a washing effluent; in which a carboxylic-acid-rich stream comprising at least a portion of the liquid pyrolysis effluent is recycled to step a); d) A separation step.Type: GrantFiled: October 12, 2017Date of Patent: September 8, 2020Assignees: IFP Energies Nouvelles, Compagnie Generale des Etablissements MichelinInventors: Marc Jacquin, Nuno Pacheco, Rejane Dastillung, Sophie Couderc, Claire Fauvarque Nuytien
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Patent number: 9090578Abstract: The present disclosure provides a preparation method of glycidylester of tertiary carbonic acid. The synthesis is performed in two steps: first, the tertiary carbonic acid reacts with a halo substituted epoxide under a catalyst to produce tertiary carbonic halo substituted alcohol ester; after dehydrohalogenation of the halo substituted alcohol ester of tertiary carbonic acid, the glycidylester of tertiary carbonic acid is formed. In the first step of preparing the halo substituted alcohol ester of tertiary carbonic acid through synthesis, the reaction between the tertiary carbonic acid and the halo substituted epoxide is only performed in the existence of water and the catalyst, and the water comprises water added before the reaction. The present disclosure significantly increases the product output in the unit volume, and is particularly suitable for industrial production of glycidylester of tertiary carbonic acid having the low cost, high purity, low color and stable color.Type: GrantFiled: December 26, 2012Date of Patent: July 28, 2015Assignee: Tianjin Shield Specialty Chemicals Co., Ltd.Inventors: Lanbo Sun, Tao Yang, Honghai Li, Yingchun Lou
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Patent number: 8889608Abstract: Provided are a lubricating oil base oil having characteristics of low volatility and excellent low-temperature fluidity and capable of providing long-lasting lubrication property in a wide temperature range from low temperature to high temperature, and a lubricating oil composition using the same. The lubricating oil base oil includes a diester obtained through a reaction between a diol component formed of 1,12-dodecanediol and a carboxylic acid component formed of 2-methylpentanoic acid or 2-methylpentanoic acid and 2-ethylhexanoic acid. The diester is represented by R2COOR1OOCR3, where R1 represents an alkylene derived from the diol component and R2 and R3 each represent an alkyl derived from the carboxylic acid component, and includes 45 to 100 mol % of a diester in which both of R2 and R3 represent C5 alkyls.Type: GrantFiled: March 31, 2011Date of Patent: November 18, 2014Assignee: Nippon Steel & Sumikin Chemical Co., Ltd.Inventors: Tadashi Kuratomi, Katsumi Nagano
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Patent number: 8889607Abstract: A lubricating oil base oil includes, as a major component, a diester represented by the following formula (1), and a lubricating oil composition including the lubricating oil base oil. In the formula, R1 and R2 each independently represent a 1-ethylpentyl group, an n-heptyl group, or a n-hexyl group. When the diester in which both of R1 and R2 each represent an n-heptyl group or an n-hexyl group is defined as A, the diester in which one of R1 and R2 represents a 1-ethylpentyl group is B, and the diester in which both of R1 and R2 each represent a 1-ethylpentyl group is defined as C, the molar ratio of the diesters falls within a range of A:B:C=25 to 65:30 to 50:3 to 25. The lubricating oil base oil is suitable for a fluid dynamic pressure bearing, an oil-impregnated porous bearing, or a dynamic pressure-type oil-impregnated porous bearing.Type: GrantFiled: March 31, 2011Date of Patent: November 18, 2014Assignee: Nippon Steel & Sumikin Chemical Co., Ltd.Inventors: Tadashi Kuratomi, Katsumi Nagano
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Patent number: 8754253Abstract: An process to obtain a mixture of lower carboxylic acid mono, di and triesters, from raw glycerin, a by-product of the process to obtain biodiesel, a transesterification of vegetable raw material with lower alcohols is described. Also described is a process to obtain triacetin or a mixture of mono-, di- and triacetin from that raw glycerin, without prior purification.Type: GrantFiled: June 29, 2010Date of Patent: June 17, 2014Assignee: Rhodia Poliamida e Especialidades LtdaInventors: Cristina Maria Schuch, Aires Lacovone
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Publication number: 20140148330Abstract: Semi-permeable particle can be used to facilitate chemical reactions. The semi-permeable particles are permeable to molecules having a molar mass of 1000 Daltons or less, have a mode particle size of at least 1 ?m, and comprise nanoparticles of catalytically active metallic materials disposed within at least some of multiple discrete cavities in the continuous polymeric phase. The nanoparticles of catalytically active metallic materials (a) comprise one or more elements selected from Groups 8, 9, 10, and 11 of the Periodic Table, and (b) have an effective diameter of at least 1 nm and up to and including 200 nm.Type: ApplicationFiled: November 28, 2012Publication date: May 29, 2014Inventors: Douglas R. Robello, Mridula Nair, Mark R. Mis, Matthew Dirmyer
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Publication number: 20140018468Abstract: The present invention relates to foundry binder systems forming a curable polyurethane with a catalytically effective amount of a curing catalyst, comprising at least one phenolic resin component comprising at least: a phenolic resin and a solvent of triacetin type and a polyisocyanate component. The invention also relates to foundry mixtures prepared from the binder and an aggregate, to foundry forms such as cores and molds prepared via the no-bake or cold-box processes, and also to the respective processes. The foundry forms obtained by the present invention are especially used for manufacturing metallic components, especially for the casting of metallic components.Type: ApplicationFiled: March 20, 2012Publication date: January 16, 2014Applicant: RHODIA POLIAMIDA E ESPECIALIDADES LTDAInventors: Cristina Maria Schuch, Denilson José Vicentim, Luciane Sereda, Suelbi Silva
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Patent number: 8623992Abstract: An intermediate transfer member includes a mixture of a polyimide, a polyalkylene glycol ester, an optional polysiloxane, and an optional conductive filler component.Type: GrantFiled: April 12, 2011Date of Patent: January 7, 2014Assignee: Xerox CorporationInventor: Jin Wu
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Publication number: 20130259550Abstract: To provide a fixing solution and an image forming method in which faster fixing rate and faster drying rate can be achieved while the amount of fixing solution supplied is reduced and furthermore, a wet feeling in a formed image is reduced and an image having a high fixing strength can be formed A fixing solution that softens a toner to fix a toner image constituted by the toner to an image support contains a hydroxyl group-containing ester compound expressed by general formula (1) below; R1—(CO)—O—R2 ??general formula (1) where R1 represents a linear or branched alkyl group having 6 to 11 carbon atoms, and R2 represents a linear or branched alkyl group having at least one hydroxyl group and 2 to 4 carbon atoms.Type: ApplicationFiled: March 28, 2013Publication date: October 3, 2013Applicant: KONICA MINOLTA BUSINESS TECHNOLOGIES, INC.Inventors: Koji SHIBATA, Hiroaki OBATA, Natsuko FUJISAKI, Anju HORI, Kishio TAMURA
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Patent number: 8535655Abstract: The invention relates to a biodegradable polymer comprising a plurality of releasable bioactive moieties, the releasable bioactive moieties being pendant from and covalently bonded to the biodegradable polymer backbone, wherein the biodegradable polymer backbone is formed from monomeric units that are each coupled via a biodegradable moiety, and wherein the bioactive moieties are capable of being released at a rate equal to or faster than the rate of biodegradation of the polymer backbone.Type: GrantFiled: April 8, 2011Date of Patent: September 17, 2013Assignee: Polyactiva Pty Ltd.Inventors: Michael Shane O'Shea, Florian Hans Maximilian Graichen, Russell John Tait, Heng Chy Taing, Justine Leigh Jeffery
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Patent number: 8507423Abstract: The present invention is generally directed to diester-based lubricant compositions comprising one or more isomeric mixtures of diester species wherein the kinematic viscosity of the composition at temperature of 100 C is at least 3 mm2/s The present invention is also directed to methods of making these and other similar lubricant compositions. In some embodiments, the methods for making such diester-based lubricants utilize a biomass precursor material from which mono-unsaturated free lipid species can be provided or otherwise generated, wherein such mono-unsaturated free lipid species are converted to isomeric diol species en route to the synthesis of diester species for use as/in the diester-based lubricant compositions.Type: GrantFiled: July 19, 2012Date of Patent: August 13, 2013Assignee: Chevron U.S.A. Inc.Inventors: Saleh A. Elomari, Stephen Joseph Miller, Zhen Zhou
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Patent number: 8481465Abstract: The present invention is generally directed to diester-based lubricant compositions comprising one or more isomeric mixtures of diester species. The present invention is also directed to methods of making these and other similar lubricant compositions. In some embodiments, the methods for making such diester-based lubricants utilize a biomass precursor material from which mono-unsaturated free lipid species can be provided or otherwise generated, wherein such mono-unsaturated free lipid species are converted to isomeric diol species en route to the synthesis of diester species for use as/in the diester-based lubricant compositions.Type: GrantFiled: July 19, 2012Date of Patent: July 9, 2013Assignee: Chevron U.S.A. Inc.Inventors: Saleh A. Elomari, Stephen Joseph Miller, Zhen Zhou
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Patent number: 8476318Abstract: The invention relates to polyethylene glycol esters and blends of the polyethylene glycol esters with polyethylene glycol ethers, together with in particular cosmetic and/or dermatological preparations containing them, methods for the production thereof and use thereof.Type: GrantFiled: April 9, 2008Date of Patent: July 2, 2013Assignee: Symrise AGInventors: Gerhard Schmaus, Sabine Lange, Rolf Ohrmann, Martina Issleib
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Patent number: 8476319Abstract: Methods of treating and/or preventing otitis media in a subject are provided. Methods of treating and/or preventing otitis externa are also provided.Type: GrantFiled: March 10, 2006Date of Patent: July 2, 2013Assignee: 3M Innovative Properties CompanyInventors: Matthew T. Scholz, Danli Wang, Jeffrey F. Andrews
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Publication number: 20130109882Abstract: The present invention uses a nitrogen-containing organic compound to be reacted with an alkyl sultone to obtain a zwitterion compound. The zwitterion compound is reacted with a heteropoly acid (HPA) to obtain an ionic liquid HPA (IL-HPA). The IL-HPA is used for acetylation of polyol and HOAc for obtaining polyol acetate. The IL used in the reaction can be recycled. Thus, problems of product separation, waste acid handling, and corrosion of facilities are solved and production through esterification is improved with a green catalysis.Type: ApplicationFiled: February 7, 2012Publication date: May 2, 2013Applicant: CPC CORPORATION, TAIWANInventors: Jung-Chung Wu, Jen-Chun Chang, Ming-Yu Huang, Jann-Chen Lin
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Patent number: 8350078Abstract: The present invention relates to processes for the production of sterically hindered diol ethers and diacyl ethers of formulaType: GrantFiled: August 26, 2010Date of Patent: January 8, 2013Assignee: The Research Foundation of State University of New YorkInventors: Robert L. Brainard, Brian Cardineau
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Publication number: 20130005630Abstract: Provided are a lubricating oil base oil excellent in durability and low-torque property, and a lubricating oil composition suitable for a fluid dynamic pressure bearing, an oil-impregnated porous bearing, or a dynamic pressure-type oil-impregnated porous bearing to be used in a bearing for a small spindle motor related to information equipment. Specifically, provided are a lubricating oil base oil including, as a major component, a diester represented by the following formula (1), and a lubricating oil composition including the lubricating oil base oil.Type: ApplicationFiled: March 31, 2011Publication date: January 3, 2013Inventors: Tadashi Kuratomi, Katsumi Nagano
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Publication number: 20120282214Abstract: The present invention provides a termite attractant comprising 1-butanol, 2-butanol, or esters, ketones, ethers, carboxylic acids thereof, or salts thereof; a mimic termite-egg comprising the attractant; and a method for exterminating and controlling termites using the attractant or mimic termite-egg.Type: ApplicationFiled: November 12, 2010Publication date: November 8, 2012Inventors: Kenji Matsuura, Chihiro Himuro, Tomoyuki Yokoi
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Patent number: 8304574Abstract: The present invention is generally directed to triester-based lubricant compositions. The present invention is also directed to methods of making these and other similar lubricant compositions. In some embodiments, the methods for making such triester-based lubricants utilize a biomass precursor comprising mono-unsaturated fatty acids, wherein such mono-unsaturated fatty acids are reduced to mono-unsaturated fatty alcohols en route to the synthesis of triester species for use as/in the triester-based lubricant compositions. Subsequent steps in such synthesis may employ carboxylic acids and/or acyl halides/anhydrides derived from biomass and/or Fischer-Tropsch synthesis.Type: GrantFiled: January 5, 2012Date of Patent: November 6, 2012Assignee: Chevron U.S.A. Inc.Inventors: Saleh A. Elomari, Stephen Joseph Miller, Zhen Zhou
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Patent number: 8273694Abstract: The application provides a base stock or a lubricant composition comprising the substances derived from algae by chemical modification of algal oil, including compositions comprising estomers. Methods for obtaining the same are also provided, including chemically modifying the algal oil with a saturated fatty acid under conditions favorable to the formation of a poly-estomer.Type: GrantFiled: July 27, 2009Date of Patent: September 25, 2012Inventors: Jeffrey A. Brown, Joseph A. Duimstra, Jason R. Wells
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Patent number: 8252197Abstract: A processing agent for processing urethane elastomer fibers contains a disperse medium of a specified kind having mineral oil as its principal component and a dispersoid of a specified kind including aliphatic ester compound. The disperse medium is 80-99.99% by mass and the dispersoid is 0.01-20% by mass for a total of 100% by mass. The average particle size of the dispersoid is prepared to be in the range of 0.01-500 ?m as measured by a specified measuring method.Type: GrantFiled: July 16, 2010Date of Patent: August 28, 2012Assignee: Takemoto Yushi Kabushiki KaishaInventors: Yasunobu Arakawa, Jun Ito
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Publication number: 20120178960Abstract: An process to obtain a mixture of lower carboxylic acid mono, di and triesters, from raw glycerin, a by-product of the process to obtain biodiesel, a transesterification of vegetable raw material with lower alcohols is described. Also described is a process to obtain triacetin or a mixture of mono-, di- and triacetin from that raw glycerin, without prior purification.Type: ApplicationFiled: June 29, 2010Publication date: July 12, 2012Applicant: RHODIA POLIAMIDA E ESPECIALIDADES LTDAInventors: Maria Cristina Schuch, Aires Lacovone
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Patent number: 8188019Abstract: The present invention is generally directed to triester-based lubricant compositions. The present invention is also directed to methods of making these and other similar lubricant compositions. In some embodiments, the methods for making such triester-based lubricants utilize a biomass precursor comprising mono-unsaturated fatty acids, wherein such mono-unsaturated fatty acids are reduced to mono-unsaturated fatty alcohols en route to the synthesis of triester species for use as/in the triester-based lubricant compositions. Subsequent steps in such synthesis may employ carboxylic acids and/or acyl halides/anhydrides derived from biomass and/or Fischer-Tropsch synthesis.Type: GrantFiled: June 8, 2009Date of Patent: May 29, 2012Assignee: Chevron U.S.A. IncInventors: Saleh A. Elomari, Stephen Joseph Miller, Zhen Zhou
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Publication number: 20120115730Abstract: Described are agrochemical compositions comprising alkoxylation products according to general formula (I) R1(CO)m—O—[R2O]nR3??(I) wherein R1 is a linear or branched, saturated or unsaturated, optionally hydroxy-functionalised hydrocarbyl radical containing 8 to 30 carbon atoms, R2 is an ethylene, propylene or butylene group or mixtures thereof, R3 is hydrogen or an acyl group containing 1 to 8 carbon atoms, m is 0 or 1, n is an integer between 3 and 100. When R3 is an acyl group, R2 is ethylene, propylene or mixtures thereof, and when R3 is hydrogen, R2 is ethylene, propylene, butylene or mixtures thereof provided that the terminal group represents a butylene oxide unit.Type: ApplicationFiled: June 29, 2010Publication date: May 10, 2012Applicant: Cognis IP Management GmbHInventors: Hans-Georg Mainx, Ingo Fleute-Schlachter, Stefan Busch, Sandra Heldt
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Publication number: 20110302669Abstract: The disclosure relates to a maize plant, seed, variety, and hybrid. More specifically, the disclosure relates to a maize plant containing a Cal-1 allele, whose expression results in increased cell wall-derived glucan content in the maize plant. The disclosure also relates to crossing inbreds, varieties, and hybrids containing the Cal-1 allele to produce novel types and varieties of maize plants.Type: ApplicationFiled: June 2, 2011Publication date: December 8, 2011Inventors: MARKUS PAULY, SARAH HAKE, FLORIAN J. KRAEMER
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Patent number: 8058481Abstract: 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: GrantFiled: April 30, 2009Date of Patent: November 15, 2011Assignee: E.I. du Pont de Nemours and CompanyInventors: Kenneth Gene Moloy, James A. Schultz
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Publication number: 20110243884Abstract: The invention relates to a biodegradable polymer comprising a plurality of releasable bioactive moieties, the releasable bioactive moieties being pendant from and covalently bonded to the biodegradable polymer backbone, wherein the biodegradable polymer backbone is formed from monomeric units that are each coupled via a biodegradable moiety, and wherein the bioactive moieties are capable of being released at a rate equal to or faster than the rate of biodegradation of the polymer backbone.Type: ApplicationFiled: April 8, 2011Publication date: October 6, 2011Inventors: Michael Shane O'Shea, Florian Hans Maximilian Graichen, Russell John Tait, Heng Chy Taing, Justine Leigh Jeffery
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Publication number: 20110217245Abstract: The present invention is related to substituted butanol derivatives of the formula: wherein R is an unsubstituted or substituted C1-6 straight chain alkyl, an unsubstituted or substituted C3-6 branched chain alkyl, an unsubstituted or substituted C3-6 straight chain alkenyl, an unsubstituted or substituted C3-6 branched chain alkenyl, an unsubstituted or substituted C3-6 cycloalkyl, an unsubstituted or substituted C1-6 alkoxy, nitrile, halo, amino, an unsubstituted or substituted C1-6 alkylamino, an unsubstituted or substituted C1-6 dialkylamino, carboxy-C1-6 alkylamino, carboxy-C1-6 dialkylamino, an unsubstituted or substituted acetoxy, carboxy, an unsubstituted or substituted carboxyethyl, an unsubstituted or substituted C1-6 alkylcarbonyl, an unsubstituted or substituted C1-6 alkylcarboxy, an unsubstituted or substituted C1-6 alkylthio, an unsubstituted or substituted C1-6 alkyloxy, carboxamido, an unsubstituted or substituted C1-6 alkylcarboxamido or an unsubstituted or substituted C1-6 dialkylcarboxaType: ApplicationFiled: December 30, 2010Publication date: September 8, 2011Inventors: Frank Derosa, Michael E. Lankin, Andrew T. Lupo, JR.
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Publication number: 20100163484Abstract: Disclosed is a method of denitrifying a solution including introducing into the solution an amount of a carbon source within a duration and at a frequency so that indigenous heterotrophic bacteria deplete dissolved oxygen in the solution and decompose oxygen from nitrate in the solution to obtain its combined oxygen. Related apparatuses and compounds also are disclosed.Type: ApplicationFiled: June 18, 2007Publication date: July 1, 2010Inventors: Murphy J. Cormier, Ronald J. Suchecki, JR., Robert K. Pertuit, Donald L. Brown, Troy L. Cormier
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Publication number: 20100167360Abstract: Process for heterogeneously catalysed preparation of carboxylic acid derivatives using a reactor system comprising at least one reservoir vessel V, feed lines, at least one pump and a reaction vessel R, characterized in that a permanent gas flow through the reaction vessel R is applied through a gas feed line, and in which a reaction chamber in which the heterogeneous catalyst is not introduced in tightly packed form is delimited by at least two filters such that both the mass flow and the gas flow are passed through the reaction chamber.Type: ApplicationFiled: January 15, 2009Publication date: July 1, 2010Inventors: Oliver Thum, Lutz Hilterhaus, Andreas Liese
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Publication number: 20100150854Abstract: The invention relates to polyethylene glycol esters and blends of the polyethylene glycol esters with polyethylene glycol ethers, together with in particular cosmetic and/or dermatological preparations containing them, methods for the production thereof and use thereof.Type: ApplicationFiled: April 9, 2008Publication date: June 17, 2010Applicant: SYMRISE GmbH & Co., KGInventors: Gerhard Schmaus, Sabine Lange, Rolf Ohrmann, Martina Issleib
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Patent number: 7737297Abstract: A process to prepare polyol esters from tertiary alkyl acid with reduced homo-polymerisation of the polyols. The ester polyol can be used in the synthesis of further polyester resins for coating or structural/composite or lube oil applications.Type: GrantFiled: May 2, 2006Date of Patent: June 15, 2010Assignee: Hexion Specialty Chemicals, Inc.Inventors: Nathalie Solange Jeanne Yvette Henry, Denis Marie Charles Heymans, Griet Uytterhoeven
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Patent number: 7674931Abstract: A method for maximizing the yield of 2,2,4-trimethyl-1,3-pentanediol di-2-ethylhexanoate (TMPD di-2-ethylhexanoate) from the reaction of 2,2,4-trimethyl-1,3-pentanediol (TMPD Glycol) and 2-ethylhexanoic acid through the intermediate compound 2,2,4-Trimethyl-1,3-pentanediol-2-ethylhexanoate (TMPD mono-2-ethylhexanoate) is disclosed. The method involves maintaining a water level in the reactor of at least 0.10 weight %, and preferable above 0.20 weight %, thereby reducing formation of 2,2,4-trimethylpent-3-enyl-2-ethylhexanoate, an undesirable by-product.Type: GrantFiled: December 15, 2008Date of Patent: March 9, 2010Assignee: Eastman Chemical CompanyInventors: Ruairi Seosamh O'Meadhra, Elden Mills Bailey, II, Steven Leroy Cook, Phillip Wayne Turner
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Patent number: 7612228Abstract: A method of synthesizing glycol diester by reacting a linear aliphatic carboxylic acid and a glycol monoester in the presence of a Lewis acid type catalyst is provided. In the method, after introducing the glycol monoester, the linear aliphatic carboxylic acid and the Lewis acid type catalyst into a reactor, the reaction occurs to produce reaction products and water in the reactor; an excess of the linear aliphatic carboxylic acid forms an azeotrope with water during the reaction to be sent to a condenser through a distillation column; the linear aliphatic carboxylic acid and water passed through the condenser are divided into an organic layer and an aqueous layer in an oil water separator; and the organic layer is returned to the distillation column through a material cycling line and water in the aqueous layer is removed through a water removal line.Type: GrantFiled: September 30, 2008Date of Patent: November 3, 2009Assignee: LG Chem, Ltd.Inventors: Donghyun Ko, Kwang Ho Park, Sang Gi Lee, Jijoong Moon, Sungshik Eom, Dae Sun Rew
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Patent number: 7453008Abstract: A method of synthesizing glycol diester by reacting a linear aliphatic carboxylic acid and a glycol monoester in the presence of a Lewis acid type catalyst is provided. In the method, after introducing the glycol monoester, the linear aliphatic carboxylic acid and the Lewis acid type catalyst into a reactor, the reaction occurs to produce reaction products and water in the reactor; an excess of the linear aliphatic carboxylic acid forms an azeotrope with water during the reaction to be sent to a condenser through a distillation column; the linear aliphatic carboxylic acid and water passed through the condenser are divided into an organic layer and an aqueous layer in an oil water separator; and the organic layer is returned to the distillation column through a material cycling line and water in the aqueous layer is removed through a water removal line.Type: GrantFiled: August 23, 2005Date of Patent: November 18, 2008Assignee: LG Chem Ltd.Inventors: Donghyun Ko, Kwang Ho Park, Sang Gi Lee, Jijoong Moon, Sungshik Eom, Dae Sun Rew
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Patent number: 7393961Abstract: (Per)haloethers having formula: X-(Rf)L-O—CF2CF2—O—CX1X2—CFX3X4 , ??(I) process for obtaining them and hypofluorites usable in the synthesis of said (per)haloethers.Type: GrantFiled: March 8, 2005Date of Patent: July 1, 2008Assignee: Solvay Solexis S.p.A.Inventors: Giovanni Fontana, Walter Navarrini
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Patent number: 7304177Abstract: Described is a method for improving the spreading properties of fatty alcohol containing cosmetic ingredients by providing a fatty alcohol containing starting material and adding an effective amount of acylating source [e.g., R1C)?O)OC(?O)R2, where R1 is an alkyl substituent of the acyl group having between 1 and 5 carbons; where R2 is a long chain fatty alkyl subsistent (non-limiting examples are unsaturated substituents such as CH3—(CH2)7—CH?CH—CH2—(CH2)x—, and saturated substituents such as CH3—(CH2)y—, wherein x ranges from 4 to 12, and y ranges from 14 to 22, and the like)], wherein the spreading properties of the starting material are increased over the spreading properties originally exhibited.Type: GrantFiled: October 10, 2003Date of Patent: December 4, 2007Assignee: International Flora Technologies, Ltd.Inventors: Robert Kleiman, Sambasivarao Koritala, John C. Hill
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Patent number: 7301048Abstract: A process for isolating vinyl acetate from the gas mixture formed in the reaction of ethylene with acetic acid and oxygen in the gas phase over catalysts comprising palladium or palladium compounds, with recirculation of the acetic-acid solution obtained in the circulating gas scrubber to the first distillation column (predewatering column).Type: GrantFiled: July 11, 2006Date of Patent: November 27, 2007Assignee: Celanese Chemicals Europe GmbHInventors: Johann Stamm, Bernd Rinne, Stefan Hess, Hans-Jochen Sachs, Michael Sehr, Michael J. Bayer, Berthold Nuber, Martin Wagner
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Patent number: 7176329Abstract: A novel fatty polypropoxylate ester which is an ester of an aliphatic or an aromatic monoacid formed by reacting the acid with a stoichiometric excess of a polypropoxylated fatty alcohol. The compounds have the following structural formula: wherein R1 has the structural formula: wherein R5 is a saturated or unsaturated, substituted or unsubstituted aliphatic or aromatic moiety containing from 4 to 24 carbon atoms, and x is an integer from 3 to 30; and wherein R has the structural formula: wherein R2, R3 and R4 are independently selected from the group consisting of methyl, ethyl, propyl or isopropyl; or wherein R6 is H or OH or NH2 or methyl or ethyl. The compounds possess exceptional pigment dispersant and esthetic emollient properties for use in personal care and topical pharmaceutical preparations, e.g., lipsticks, cream foundations, waterproof sunscreens, sunscreen lotions.Type: GrantFiled: May 11, 2004Date of Patent: February 13, 2007Assignees: Innovachem, Inc., Trivent Chemical Co., Inc.Inventors: Ronald J. Smith, Maria K. Smith, Sayer B. Needelmann, G. Frank DeMonico
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Patent number: 6939980Abstract: A method for producing an ester comprising the steps of reacting an alcohol with a carboxylic acid to obtain a crude esterfied product, adding 5 to 100 parts by weight of a hydrocarbon solvent with respect to 100 parts by weight of the crude esterified product and performing neutralization with an alkali aqueous solution. An alcohol solvent can be added, if necessary. Thus, a method for producing an ester is provided in which a high-quality ester is obtained at a high yield.Type: GrantFiled: September 10, 2001Date of Patent: September 6, 2005Assignee: NOF CorporationInventors: Michimasa Memita, Keiji Hirao
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Patent number: 6900347Abstract: Reaction mixtures and methods using catalysts and reaction conditions to produce significantly improved yields (and thereby higher purity) of olefin metathesis products, with greatly reduced amounts of impurities. These techniques include in one instance reduction in temperature of reaction, and in another, the use of chemical compounds that act as reaction inhibitors of unwanted reactions to minimize or prevent formation of unwanted impurities.Type: GrantFiled: May 24, 2002Date of Patent: May 31, 2005Assignee: Tilliechem, Inc.Inventors: Basil P. Paulson, Richard L Pederson
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Publication number: 20040267046Abstract: The present invention relates to a process comprising the steps of reacting in the presence of an epoxide opening catalyst, a substituted epoxide, and preferably a silicone containing substituted epoxide with at least one carboxylic acid and at least one protecting agent to form a vicinal dialkyl ester or a vicinal disilyl ester.Type: ApplicationFiled: June 30, 2003Publication date: December 30, 2004Inventors: Frank Molock, Joseph R. Hepting, Shivkumar Mahadevan
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Patent number: 6831121Abstract: The present invention relates to a trimethylolpropane ester-based plasticizer composition for polyvinyl chloride resin, more particularly a plasticizer composition comprising trimethylolpropane ester capable of using as plasticizer of polyvinyl chloride resin. The present invention can prepare polyvinyl chloride resin having superior tensile strength, elongation, migration, and sheet heating loss etc. by using the plasticizer composition.Type: GrantFiled: August 22, 2002Date of Patent: December 14, 2004Assignee: LG Chem, Ltd.Inventors: Kye-Seok Lee, Kyu-Il Lee, Hyun-Kyu Kim
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Publication number: 20040210077Abstract: A novel fatty polypropoxylate ester which is an ester of an aliphatic or an aromatic monoacid formed by reacting the acid with a stoichiometric excess of a polypropoxylated fatty alcohol.Type: ApplicationFiled: May 11, 2004Publication date: October 21, 2004Inventors: Ronald J. Smith, Maria K. Smith, Sayer B. Needelmann, G. Frank DeMonico
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Publication number: 20040147743Abstract: A method for the preparation of acyclic nucleosides such as valomaciclovir stearate comprising the acid hydrolysis of an intermediate of the formula II: where X is a leaving group or an optionally protected guanine moiety, R1 is a hydroxy protecting group or a —C(═O)C1-C22 alkyl ester group; R2 and R3 are independently lower alkyl or benzyl, or R2 and R3 taken together are —CH2CH2— or —CH2CH2CH2— or —CH2CH2CH2CH2—; to the corresponding aldehyde of the formula III: and the reduction of the aldehyde to the corresponding alcohol of the formula IV: by the addition of a borohydride or borane aldehyde reducing agent, characterised in that the borohydride or borane aldehyde reducing agent is introduced under acid conditions.Type: ApplicationFiled: December 23, 2003Publication date: July 29, 2004Inventor: Gert Peter Jansen
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Publication number: 20030158438Abstract: Process of making alkyl-capped alkoxylated esters. More specifically, a process of making alkyl-capped alkoxylated esters that are comprised substantially of triethylene alkoxy ester and substantially free from ethylene glycol monoalkoxy monoester and diethylene glycol monoalkoxy monoester.Type: ApplicationFiled: December 16, 2002Publication date: August 21, 2003Applicant: The Procter & Gamble CompanyInventors: Lon Montgomery Gray, Jeffrey John Scheibel, Phillip Kyle Vinson, Christopher James Binski