Plural Ring Oxygens In The Lactone Ring Patents (Class 549/274)
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Patent number: 11753391Abstract: The object of the present invention is to provide a method for producing glycolide, with which a production rate of glycolide can be further enhanced. The method for producing glycolide that achieves the object described above includes: an oligomer preparation step of heating an aqueous glycolic acid solution and subjecting glycolic acid contained in the aqueous glycolic acid solution to dehydrating polycondensation, to obtain a glycolic acid oligomer; and a depolymerization step of depolymerizing the glycolic acid oligomer in the presence of ferrous ions to obtain glycolide.Type: GrantFiled: February 14, 2019Date of Patent: September 12, 2023Assignee: Kureha CorporationInventors: Takenori Tose, Yoshinori Suzuki, Yuta Yamadoi
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Patent number: 11548979Abstract: Compositions of high molecular weight poly(hydroxy acid) polymer having good thermal stability and a weight average molecular weight of >100,000 by GPC. The compositions include one or more chain-terminator compounds/impurities which may be incorporated into the polymer and rendered harmless by the presence of appropriate amounts of bi-functional and multi-functional polymerization initiators. A process including first mixing glycolic acid and/or lactic acid (with chain-terminators), and a diol or di-acid initiator, and at least one multifunctional initiator to form a liquid monomer mixture in an agitated polycondensation reactor. Next, polycondensing to form a liquid reaction mixture comprising a pre-polymer having a weight average molecular weight of >10,000 by GPC, and greater than 80% by mole hydroxyl or carboxyl end-group termination, then crystallizing to form a first solid reaction mixture.Type: GrantFiled: December 27, 2019Date of Patent: January 10, 2023Assignee: DAK AMERICAS LLCInventors: Peter Kezios, Thomas Taylor
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Patent number: 11001565Abstract: The object of the present invention is to provide a glycolide production method capable of further increasing the production rate of glycolide. The glycolide production method according to the present invention includes adding metal iron to an aqueous glycolic acid solution, subjecting glycolic acid contained in the aqueous glycolic acid solution to which the metal iron is added, to dehydrating polycondensation to obtain a glycolic acid oligomer, and heating and depolymerizing the glycolic acid oligomer to obtain glycolide.Type: GrantFiled: February 20, 2019Date of Patent: May 11, 2021Assignee: KUREHA CORPORATIONInventors: Yuta Yamadoi, Yoshinori Suzuki, Takenori Tose, Haruyasu Yamaji, Toshihiko Ono
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Patent number: 10745374Abstract: The present invention relates to a process for synthesizing lactide, comprising the steps of: providing one or more components to at least one reactor, the one or more components comprising lactic acid and a solvent; converting at least part of the lactic acid into lactide and water; recovering at least part of the lactide; and recovering at least part of the water; wherein the step of converting at least part of the lactic acid into lactide and water is performed in one step; and wherein the step of recovering at least part of the water comprises a decantation step, preferably with the proviso that the step of recovering at least part of the water does not comprise an azeotropic distillation step.Type: GrantFiled: June 20, 2017Date of Patent: August 18, 2020Assignee: Total Research & Technology FeluyInventors: Mahdi Yazdanpanah, Jamal Chaouki, Pieter Van Wouwe, Bert Sels
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Patent number: 10722491Abstract: The present invention relates to Chemistry, Pharmaceutical and in particular to the preparation of formulations from derivatives of phenolic or polyphenolic compounds and from derivatives of phenolic or polyphenolic compounds combined with tricyclic systems of the benzodiazepine type fused to derivatives of 1,4-dihydropyridines with action on the Central Nervous and Vascular Systems. These pharmaceutical compositions exhibit GABAergic, antiglutamatergic, calcium channel modulating, mitoprotective, anti-oxidant, anti-inflammatory, and antiapoptotic action, usable in the treatment of cardiovascular, cerebrovascular, neurodegenerative, neuropsychiatric and neurological diseases.Type: GrantFiled: May 3, 2017Date of Patent: July 28, 2020Assignees: UNIVERSIDAD DE LA HABANA, CENTRO DE INVESTIGACIÓN Y DESARROLLO DE MEDICAMENTOS CIDEMInventors: Estael Ochoa Rodríguez, Yamila Verdecia Reyes, Yanier Núñez Figueredo, Jeney Ramírez Sánchez, Maylin Wong Guerra, Luis Arturo Fonseca Fonseca, Gilberto Lázaro Pardo Andreu, Claudia Amanda Canaán-Haden Navarro, Abel Mondelo Rodríguez, Pedro Gilberto Bárzaga Fernández, Nicté González Alfonso, René Delgado Hernández, Alejandro Saúl Padrón Yaquis
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Patent number: 10562877Abstract: The present invention relates to a process for synthesizing lactide comprising the steps of: providing one or more components to at least one reactor, the one or more components comprising lactic acid; converting at least part of the lactic acid into lactide and water and into lactic acid oligomers; recovering at least part of the lactide; recovering at least part of the water and at least part of the lactic acid oligomers; adding a feed, optionally comprising lactic acid oligomers, and optionally comprising water, to the recovered water and the recovered lactic acid oligomers, and mixing the feed with the recovered water and the recovered lactic acid oligomers to form a mixture; converting at least part of the lactic acid oligomers in the mixture into lactic acid and into lactic acid dimer; and removing at least part of the water from the mixture; whereby at least part of the remainder of the mixture is provided as one of the one or more components that are provided to the at least one reactor; and, wherType: GrantFiled: June 20, 2017Date of Patent: February 18, 2020Assignee: TOTAL RESEARCH & TECHNOLOGY FELUYInventors: Mahdi Yazdanpanah, Jamal Chaouki, Pieter Van Wouwe, Bert Sels
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Patent number: 10457661Abstract: A method of recovering lactide which includes throwing a polylactic acid and a depolymerization catalyst into an extruder (1) communicated with a vent chamber (3) maintained under a reduced pressure, melt-kneading the polylactic acid and the depolymerization catalyst together in the extruder (1), feeding the melt-kneaded product thereof into the vent chamber (3), depolymerizing the polylactic acid in the vent chamber (3), gasifying the formed lactide and recovering the gasified lactide from the vent chamber (3).Type: GrantFiled: November 25, 2016Date of Patent: October 29, 2019Assignee: TOYO SEIKAN CO., LTD.Inventors: Takuro Ito, Junko Tanabe, Tomoaki Taguchi
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Patent number: 10392362Abstract: The present invention relates to a method for the catalytic synthesis of lactide from lactic acid. The method relates to the synthesis of lactide from lactic acid under the catalysis of a zinc oxide nanoparticle aqueous dispersion as a catalyst. The present invention has four technical characteristics: I. the zinc oxide nanoparticle aqueous dispersion catalyst has a sufficient surface area, and the size of nanoparticles is merely 30-40 nm, providing a sufficient contact area between the substrate (lactic acid) and the catalyst; II. the new catalyst has a milder catalytic effect on polymerization, allowing the molecular weight distribution of a prepolymer within a range of 400-1500 g/mol, which is advantageous for depolymerization to proceed; III. the new catalyst is stable, thus avoiding oxidation or carbonization in a high temperature reaction; and IV. the new catalyst has a low toxicity and a small threat to human health.Type: GrantFiled: March 1, 2016Date of Patent: August 27, 2019Assignee: The Hong Kong Research Institute of Textiles and Apparel LimitedInventors: Yunzi Hu, Carol Sze Ki Lin, Walid Daoud
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Patent number: 10336882Abstract: A method of recovering lactide which includes introducing a molten resin composition that contains a polylactic acid, a depolymerization catalyst and a carrier resin into a vent chamber (3) that is maintained under a reduced pressure using a first screw conveyer passage (11) that extends in the vent chamber (3), gasifying the lactide contained in the molten resin composition, and recovering a gaseous lactide from the vent chamber, wherein a second screw conveyer passage (60) is provided under the first screw conveyer passage (11) in the vent chamber (3) to recover the carrier resin.Type: GrantFiled: December 7, 2016Date of Patent: July 2, 2019Assignee: TOYO SEIKAN CO., LTD.Inventors: Takuro Ito, Junko Tanabe, Tomoaki Taguchi
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Patent number: 10322358Abstract: The present invention relates to a device and also to a method for separating and recovering a cyclic diester, in particular dilactide or glycolide from polymer melts which include the cyclic diester as impurity. The device and also the method according to the invention allow recovery of the cyclic diester with a high yield and at the same time high purity.Type: GrantFiled: October 17, 2013Date of Patent: June 18, 2019Assignee: UHDE INVENTA-FISCHER GMBHInventors: Rainer Hagen, Udo Mühlbauer
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Patent number: 10253012Abstract: The present invention relates to a method and apparatus for preparation of lactide using a lactide purification process, comprising introducing an aqueous solution comprising lactic acid into a reactor filled with a catalyst and reacting the same to produce crude lactide vapor; and purifying the crude lactide vapor to produce lactide crystals, wherein a first purification comprises collecting and crystallizing the crude lactide vapor using a first solvent to produce lactide crystals, and separating the lactide crystal from a residue through filtration.Type: GrantFiled: October 11, 2016Date of Patent: April 9, 2019Assignee: KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGYInventors: Dong Won Hwang, Jong San Chang, Young Kyu Hwang, U Hwang Lee, Do Young Hong, Su Kyung Lee, Kyung Ho Cho, Pravin Pandharinath Upare
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Patent number: 10227322Abstract: Process for increasingly producing D-Lactide and meso lactide by depolymerizing by back biting polylactide (PLA) said process which comprises: (i) Depolymerizing polylactide into its corresponding dimeric cyclic esters by heating the polylactide in the presence of a catalyst system comprising a catalyst and a co-catalyst in a reaction zone at temperature and pressure at which the polylactide is molten; (ii) Forming a vapor product stream from the reaction zone; (iii) Removing the vapor product stream and optionally condense it; (iv) Recovering, either together or separately meso-lactide, D-lactide and L-lactide.Type: GrantFiled: November 6, 2017Date of Patent: March 12, 2019Assignee: Futerro S.A.Inventors: Christian Penu, Benjamine Belloncle
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Patent number: 10031416Abstract: A reagent that enhances acid generation of a photoacid generator and composition containing such reagent is disclosed.Type: GrantFiled: August 7, 2014Date of Patent: July 24, 2018Assignees: Toyo Gosei Co., Ltd., Osaka UniversityInventor: Satoshi Enomoto
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Patent number: 10000436Abstract: The present invention relates to a method including: directly heating a fermentation broth to remove impurities, thereby preparing an organic vapor-phase dehydration feedstock; and continuously subjecting the organic vapor-phase dehydration feedstock to a vapor-phase dehydration reaction. According to the present invention, impurities in a fermentation broth, which have been removed by a multi-step process in the prior art, can be completely removed in a single-step process, and thus the time, cost and energy required for a process for preparing an organic vapor-phase dehydration feedstock from the fermentation broth can be effectively reduced, and the process for preparing the organic vapor-phase dehydration feedstock and a vapor-phase dehydration reaction can be continuously performed in an effective manner.Type: GrantFiled: December 15, 2016Date of Patent: June 19, 2018Assignee: SK Innovation Co., Ltd.Inventor: Min Su Koo
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Patent number: 9539561Abstract: The present invention provides a method for directly producing lactide by subjecting lactic acid to a dehydration reaction in the presence of a catalyst comprising a tin compound, preferably, a tin (IV) compound, wherein lactide can be produced directly or by one step from lactic acid, without going through the step of producing or separating lactic acid oligomer. The method of the present invention has advantages of causing no loss of lactic acid, having a high conversion ratio to lactic acid and a high selectivity to optically pure lactide, and maintaining a long life time of the catalyst. Further, since lactic acid oligomer is not or hardly generated and the selectivity of meso-lactide is low, the method also has an advantage that the cost for removing or purifying this can be saved.Type: GrantFiled: April 24, 2013Date of Patent: January 10, 2017Assignee: KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGYInventors: Dong Won Hwang, Jong-San Chang, Pravin P. Upare, U-Hwang Lee, Young Kyu Hwang
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Patent number: 9512100Abstract: A method for producing glycolide (GL) by heating a glycolic acid oligomer (GAO) to depolymerize the GAO. The method for producing GL comprises: a step 1 of heating a mixture containing a GAO having a terminal COOH concentration of 400 eq/t or less and a polar organic solvent to a GAO depolymerization temperature under ambient pressure or reduced pressure; a step 2 of continuing the heating at the temperature for depolymerizing of the GAO and then codistilling out the produced GL and the solvent from the depolymerization reaction system to the outside the reaction system; and a step 3 of obtaining GL from the codistillation product. In the method for producing GL, the GAO is preferably prepared by a GAO production method which comprises a step of condensing glycolic acid (GA) and a dehydration step of continuing the heating together with a polar organic solvent or a depolymerization reaction solution to allow the GA condensation reaction to continue.Type: GrantFiled: March 25, 2014Date of Patent: December 6, 2016Assignee: KUREHA CORPORATIONInventors: Yoshiko Ikeyama, Nanako Saigusa, Kensuke Suzuki
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Patent number: 9428484Abstract: The present invention relates to a method for the production of cyclic carboxylic acid esters, in particular intramolecular lactones, such as e.g. dilactide, the production of these cyclic esters from oligomeric carboxylic acids being effected by cyclizing depolymerization. During this reaction, a condensation product of these oligomeric carboxylic acids is produced as by-product, i.e. a mixture of higher-molecular oligomeric carboxylic acids which are hydrolyzed in a further step and hence recovered. This hydrolysate can be added again to the cyclizing depolymerization which is implemented in the first step.Type: GrantFiled: October 23, 2013Date of Patent: August 30, 2016Assignee: UHDE INVENTA-FISCHER GMBHInventors: Caspar Paetz, Udo Muehlbauer, Habib Driouch
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Patent number: 9296718Abstract: The invention discloses a method for the preparation of tert-butyl 6-chloro-3,5-dioxohexanoate from Meldrum's acid derivative and its use for the preparation of tert-butyl (4R,6S)-(6-hydroxymethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate (BHA), Rosuvastatin and Atorvastatin.Type: GrantFiled: August 28, 2014Date of Patent: March 29, 2016Assignee: Lonza LtdInventors: Christian Noti, Guixian Hu, Barry Jackson
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Patent number: 9103042Abstract: Provided are processes for producing a lube basestock or wax from a feedstock of biological origin, the method including: providing a fatty acid originated from the feedstock of biological origin and an aromatic acid in a solvent comprising a base; and electrically coupling the fatty acid and the aromatic acid to produce a hydrocarbon, wherein the molar concentration of the fatty acid is greater than the molar concentration of the aromatic acid.Type: GrantFiled: March 7, 2013Date of Patent: August 11, 2015Assignee: EXXONMOBIL RESEARCH AND ENGINEERING COMPANYInventors: Kun Wang, Liena Tan
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Patent number: 9045782Abstract: A process for treating a mixture of R,R- and S,S-lactide is provided. The process involves contacting the mixture with an aliphatic alcohol and an enzyme to produce a mixture comprising aliphatic ester of lactic acid corresponding to one lactide enantiomer and the aliphatic ester of lactyllactic acid corresponding to the other lactide enantiomer; separating the mixture from the enzyme, and recycling the enzyme to the process; and separating the aliphatic ester of lactic acid from the aliphatic ester of lactyl-lactic acid by fractional distillation. Also provided are processes for the production of S-lactic acid, S,S-lactide, poly-S-lactic acid, R-lactic acid, R,R-lactide, poly-R-lactic acid and stereocomplex polylactic acid.Type: GrantFiled: July 16, 2012Date of Patent: June 2, 2015Assignee: Plaxica LimitedInventors: Edward Leslie Marshall, Jade Jocelyn Afriye Osei-Tutu, Stephen Alexander Calder Smith
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Patent number: 9045783Abstract: A process for treating a mixture of R,R- and S,S-lactide is provided. The process involves contacting the lactide mixture with an aliphatic alcohol and/or an alkoxide to produce a mixture of R,R- and S,S-aliphatic ester of lactyllactic acid, subsequently contacting the mixture of R,R- and S,S-aliphatic ester of lactyllactic acid with an enzyme to produce a mixture comprising aliphatic ester of lactic acid corresponding to one lactide enantiomer and the aliphatic ester of lactyllactic acid corresponding to the other lactide enantiomer, and recovering the product. Also provided are processes for the production of S-lactic acid, S,S-lactide, poly-S-lactic acid, R-lactic acid, R,R-lactide, poly-R-lactic acid and stereocomplex polylactic acid.Type: GrantFiled: July 16, 2012Date of Patent: June 2, 2015Assignee: Plaxica LimitedInventors: Edward Leslie Marshall, Jade Jocelyn Afriye Osei-Tutu, Stephen Alexander Calder Smith
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Patent number: 9045781Abstract: A process for treating a mixture of R,R- and S,S-lactide is provided. The process involves contacting the mixture with an aliphatic alcohol and an enzyme in the presence of a ketone solvent to produce a mixture comprising aliphatic ester of lactic acid corresponding to one lactide enantiomer, and the aliphatic ester of lactyllactic acid corresponding to the other lactide enantiomer. Also provided are processes for the production of S-lactic acid, S,S-lactide, poly-S-lactic acid, R-lactic acid, R,R-lactide, poly-R-lactic acid and stereocomplex polylactic acid.Type: GrantFiled: July 16, 2012Date of Patent: June 2, 2015Assignee: Plaxica LimitedInventors: Edward Leslie Marshall, Jade Jocelyn Afriye Osei-Tutu, Stephen Alexander Calder Smith
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Patent number: 9035076Abstract: Lactic acid equivalents are recovered from a starting lactide stream by catalytically racemizing a portion of the lactide in the stream at a temperature of 180° C. or below. This increases the proportion of two species of lactide (i.e., at least two of S,S-, R,R- or meso-lactide) at the expense of the third species. The racemized mixture so obtained can be separated to recover some or all of one or more of the lactide species from the remaining lactide species, by a process such as melt crystallization or distillation. Impurities in the starting lactide stream usually are retained mostly in the remaining meso-lactide, so a highly purified S,S- and/or R,R-lactide stream can be produced in this manner. Such a purified S,S- and R,R-lactide stream is suitable for polymerization to form a polylactide.Type: GrantFiled: September 27, 2013Date of Patent: May 19, 2015Assignee: NatureWorks LLCInventors: Richard Douglas Benson, Joseph D. Schroeder
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Patent number: 8981124Abstract: Process for the manufacture of a cyclic diester of an alpha-hydroxyacid comprising heating the alpha-hydroxyacid at a temperature from 100 to 250° C. in the presence of at least one polyol and of at least one catalyst selected from the group consisting carboxylates and alkoxides of Ti, Zr, Al and Sn.Type: GrantFiled: July 8, 2011Date of Patent: March 17, 2015Assignee: Solvay SAInventors: Henri Georges Ghislain Wautier, Dominique Francois Achille Marchand
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Publication number: 20150065732Abstract: A method for preparing lactide from recovered polylactic acid, the method including the following steps: A. pretreating the recovered polylactic acid; B. extruding the treated polylacitc acid from a twin screw extruder to yield a polylacitc acid melt, and introducing the polylacitc acid melt to a pre-depolymerization kettle; C. carrying out a chain scission reaction to break molecular chains in the polylactic acid melt and to decrease the number-average molecular weight of the polylactic acid melt to below 5000; D. conducting depolymerization reaction to yield a crude lactide; and E. purifying the crude lactide and crystallizing the purified lactide.Type: ApplicationFiled: November 5, 2014Publication date: March 5, 2015Inventors: Yihu YANG, Jie XU
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Patent number: 8957229Abstract: A mixture of cyclic diesters derived from lactic acid and in cases a mixture of a racemate of dilactide may be produced in several different processes. In some instances, the process can thereby start from the corresponding alpha-hydroxycarboxylic acids, the corresponding cyclic diesters or oligomers of the corresponding alpha-hydroxycarboxylic acids.Type: GrantFiled: August 28, 2009Date of Patent: February 17, 2015Assignees: Uhde Inventa-Fischer GmbH, Uhde GmbHInventors: Rainer Hagen, Adam B. Verweij, Udo Muhlbauer, Joachim Schulze, Wolfgang Tietz, Olga Renate Göhler
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Publication number: 20150038693Abstract: The present invention provides sialic acid analogs and their compositions useful for the treatment of sialic acid deficiencies.Type: ApplicationFiled: August 15, 2014Publication date: February 5, 2015Applicant: ULTRAGENYX PHARMACEUTICAL INC.Inventors: Emil KAKKIS, Steven JUNGLES, He ZHAO
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Patent number: 8940934Abstract: An object of the present invention is to provide a production process of an ?-hydroxy acid having a sufficient quality as a polymer raw material, which process does not produce a large amount of waste as a byproduct and is economical. The present invention provides a production process of an ?-hydroxy acid having a step of adding a basic metal to an ?-hydroxy acid ammonium salt to yield an ?-hydroxy acid metal salt and a step of desalting the ?-hydroxy acid metal salt to yield the ?-hydroxy acid.Type: GrantFiled: June 20, 2008Date of Patent: January 27, 2015Assignee: Asahi Kasei Chemicals CorporationInventors: Makoto Okamoto, Hideki Date
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Patent number: 8940910Abstract: The present invention relates to a device for separating a biodegradable, intermolecular cyclic diester of an alpha-hydroxycarboxylic acid from material mixtures which contain in addition the alpha-hydroxycarboxylic acid of the diester corresponding thereto. In particular, the diester is thereby dilactide and the acid lactic acid. Furthermore, the present invention relates to a method for separating dilactide from material mixtures, which is based on a modified, distillative method. In addition, the present invention describes a polymerization device, in particular for preparing polylactide. Likewise, purposes of use of both the devices and of the method are indicated.Type: GrantFiled: September 13, 2013Date of Patent: January 27, 2015Assignee: Uhde Inventa-Fischer GmbHInventors: Rainer Hagen, Udo Muhlbauer
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Patent number: 8895760Abstract: A process for the synthesis of 100% optically pure L(+)-lactide catalyzed by zinc and tin metal catalysts of less than 150 micron particle size is disclosed. The L-lactide obtained was further purified to obtain lactide of 100% optical purity and acid impurities less than 10 meq/kg.Type: GrantFiled: August 27, 2012Date of Patent: November 25, 2014Assignee: Council of Scientific & Industrial ResearchInventors: Bhaskar Bhairavnath Idage, Susheela Bhaskar Idage, Sivaram Swaminathan
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Publication number: 20140343298Abstract: A method for producing glycolide comprises depolymerizing a glycolic acid oligomer in the presence of a phenol-based antioxidant.Type: ApplicationFiled: September 10, 2012Publication date: November 20, 2014Applicant: KUREHA CORPORATIONInventors: Haruyasu Yamaji, Kazuyuki Yamane, Shigeru Suzuki
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Publication number: 20140322618Abstract: Disclosed are certain fluorinated derivatives of Meldrum's acid as novel compounds, preparation methods for the same, their use in Li ion batteries, Li air batteries and Li sulphur batteries as well as solvent compositions, electrolyte compositions and respective batteries containing them.Type: ApplicationFiled: November 23, 2012Publication date: October 30, 2014Inventor: Max Josef Braun
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Publication number: 20140316097Abstract: The present invention relates to a process for recovering lactide from polylactide (PLA) or glycolide from polyglycolide (PGA), in which, in a first step, PLA or PGA is contacted with a hydrolysing medium and hydrolytically degraded to oligomers. In a further step, a cyclising depolymerisation of the oligomers obtained in the first step is effected to give lactide or glycolide. In addition, the present invention relates to an apparatus based on the combination of a hydrolysis apparatus with a depolymerisation reactor, with which the above-described process can be performed. The core of the process according to the invention is a partial hydrolysis of the polymeric materials originally used in combination with a cyclising depolymerisation.Type: ApplicationFiled: August 17, 2012Publication date: October 23, 2014Applicant: UHDE INVENTA-FISCHER GMBHInventor: Rainer Hagen
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Patent number: 8859786Abstract: The invention discloses a method for the preparation of tert-butyl 6-chloro-3,5-dioxohexanoate from Meldrum's acid derivative and its use for the preparation of tert-butyl(4R,65)-(6-hydroxymethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate (BHA), Rosuvastatin and Atorvastatin.Type: GrantFiled: March 29, 2012Date of Patent: October 14, 2014Assignee: Lonza LtdInventors: Christian Noti, Guixian Hu, Barry Jackson
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Patent number: 8853427Abstract: In one aspect, the invention relates to compounds having the formula: where R1-R6, a, b, Z, and X are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have neprilysin inhibition activity. In another aspect, the invention relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and processes and intermediates for preparing such compounds.Type: GrantFiled: June 3, 2013Date of Patent: October 7, 2014Assignee: Theravance Biopharma R&D IP, LLCInventors: Melissa Fleury, Roland Gendron, Adam D. Hughes
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Publication number: 20140295347Abstract: Acid generator compounds are provided that comprise an oxo-1,3-dioxolane moiety and/or an oxo-1,3-dioxane moiety. The acid generators are particularly useful as a photoresist composition component.Type: ApplicationFiled: March 30, 2013Publication date: October 2, 2014Applicant: Rohm and Haas Electronic Materials, LLCInventor: Rohm and Haas Electronic Materials, LLC
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Publication number: 20140187798Abstract: Disclosed is a method for preparing lactide by using a solvent. According to the method, since an ionic liquid is used as a solvent in a second step in the course of preparing lactide, it is possible to secure mobility of the resulting reactant, and decrease a reaction temperature. In addition, the ionic liquid absorbs moisture generated during the reaction, and thus prevents degradation of lactide which is susceptible to moisture. Furthermore, to the present method allows for the preparation of lactide successively through the continuous supply of lactic acid oligomers. Because the use of an ionic liquid minimizes the contamination of a reactive group with by-products, the use of a solvent for reactor washing is unnecessary. Further, owing to a high boiling point of the ionic liquid, the ionic liquid can be easily harvested and recycled.Type: ApplicationFiled: October 23, 2013Publication date: July 3, 2014Applicant: Hyundai Motor CompanyInventors: Si Hwan Kim, Chae Hwan Hong, Do Suck Han, Ji Yeon Seo
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Patent number: 8759545Abstract: The present invention provides a method of preparing lactide with a high yield from lactate obtained through a fermentation process. In certain embodiments, the invention provides a method of preparing high-purity lactide with a high yield, wherein the method comprises treating lactate with a specific solvent, using a catalyst, and phase-separating the resultant. In accordance with the invention, costs for manufacturing polylactic acid can be considerably reduced.Type: GrantFiled: August 31, 2012Date of Patent: June 24, 2014Assignee: Hyundai Motor CompanyInventors: Chae Hwan Hong, Si Hwan Kim, Jiyoun Seo, Do Suck Han
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Publication number: 20140155635Abstract: Disclosed are a novel resorcyclic acid lactone compound with inhibitory activity against protein kinases, a pharmaceutically acceptable salt thereof, a method for the synthesis thereof, and a pharmaceutical composition for the treatment and prevention of various cancer diseases comprising the same as an active ingredient. The novel resorcyclic acid lactone compound is useful as a therapeutic for cancer diseases, especially blood cancer, inter alia, acute myeloid leukemia (AML).Type: ApplicationFiled: October 29, 2013Publication date: June 5, 2014Applicant: KOREA INSTITUTE OF SCIENCE AND TECHNOLOGYInventors: Tae Bo SIM, Ho Jong Yoon, Ji Nyeo Kim
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Patent number: 8722907Abstract: The invention provides a production process of glycolide comprising the respective steps of: Step 1 of heating a mixture containing a glycolic acid oligomer and a high boiling polar organic under normal or reduced pressure to reflux the mixture and at that time, conducting a total reflux operation in a reflux time within a range of 0.1 to 20 hours under conditions that substantially the whole amount of a distillate distilled out of a reflux system containing the mixture is refluxed into the reflux system; Step 2 of heating the mixture after the total reflux operation or a mixture obtained by adding the high boiling polar organic solvent to a glycolic acid oligomer component recovered from the mixture after the total reflux operation to conduct depolymerization; and Step 3 of collecting glycolide from a co-distillate.Type: GrantFiled: December 9, 2009Date of Patent: May 13, 2014Assignee: Kureha CorporationInventors: Shigeru Suzuki, Kazuyuki Yamane, Toshihiko Ono, Kazuhiko Sunagawa
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Patent number: 8722908Abstract: A method for producing glycolide, including the steps of: heating a mixture containing a glycolic acid oligomer, a high-boiling point polar organic solvent having a boiling point of 230 to 450° C., and a tin compound under normal pressure or reduced pressure until a temperature at which the glycolic acid oligomer is depolymerized, to thereby dissolve the glycolic acid oligomer in the high-boiling point polar organic solvent; heating a solution, in which the glycolic acid oligomer is dissolved, under normal pressure or reduced pressure until a temperature at which the glycolic acid oligomer is depolymerized, to thereby form glycolide by depolymerization of the glycolic acid oligomer in the solution; and co-distilling off the high-boiling point polar organic solvent and the formed glycolide from a depolymerization reaction system.Type: GrantFiled: December 16, 2010Date of Patent: May 13, 2014Assignee: Kureha CorporationInventors: Shigeru Suzuki, Kazuyuki Yamane, Masaru Kagoshima, Michio Kikuchi
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Patent number: 8674056Abstract: An S,S- and R,R-lactide stream suitable for polymerization is prepared by producing a low molecular weight poly(lactic acid), depolymerizing the low molecular weight poly(lactic acid) to form a mixture of S,S-, R,R- and meso-lactide, and separating meso-lactide from this mixture to form an S,S- and R,R-lactide stream. Meso-lactide is recycled into the process, and shifts the mole fractions of the lactides in the lactide mixture that is produced.Type: GrantFiled: March 12, 2010Date of Patent: March 18, 2014Assignee: NatureWorks LLCInventor: Richard Douglas Benson
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Patent number: 8652364Abstract: A polymer film comprising at least one compound represented by formula (I) is disclosed. A1 and A2 each independently represent a group having a Hammett's ?p value of 0.2 or more, or bond each other to form a cyclic active methylene structure; and X1 and X2 each independently represent a hydrogen atom, aryl group, hetero-cyclic group, cyano, N-alkyl- or N-aryl-carbamoyl, or alkyl- or aryl-oxycarbonyl, or bond each other to form a saturated ring in which nitrogen and carbon atoms are embedded, and the group and ring may have at least one substituent.Type: GrantFiled: March 11, 2011Date of Patent: February 18, 2014Assignee: FUJIFILM CorporationInventors: Shunya Katoh, Hiroko Kamee
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Publication number: 20140031566Abstract: Lactic acid equivalents are recovered from a starting lactide stream by catalytically racemizing a portion of the lactide in the stream at a temperature of 180° C. or below. This increases the proportion of two species of lactide (i.e., at least two of S,S-, R,R- or meso-lactide) at the expense of the third species. The racemized mixture so obtained can be separated to recover some or all of one or more of the lactide species from the remaining lactide species, by a process such as melt crystallization or distillation. Impurities in the starting lactide stream usually are retained mostly in the remaining meso-lactide, so a highly purified S,S- and/or R,R-lactide stream can be produced in this manner. Such a purified S,S- and R,R-lactide stream is suitable for polymerization to form a polylactide.Type: ApplicationFiled: September 27, 2013Publication date: January 30, 2014Applicant: NATUREWORKS LLCInventors: Richard Douglas Benson, Joseph D. Schroeder
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Publication number: 20140024842Abstract: The invention discloses a method for the preparation of tert-butyl 6-chloro-3,5-dioxohexanoate from Meldrum's acid derivative and its use for the preparation of tert-butyl(4R,65)-(6-hydroxymethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetate (BHA), Rosuvastatin and Atorvastatin.Type: ApplicationFiled: March 29, 2012Publication date: January 23, 2014Applicant: LONZA LTDInventors: Christian Noti, Guixian Hu, Barry Jackson
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Publication number: 20140024769Abstract: Process and methods for making glycolic acid chemical intermediates and derivatives from biomass are described herein.Type: ApplicationFiled: March 11, 2013Publication date: January 23, 2014Applicant: METABOLIX, INC.Inventors: Johan van Walsem, Erik Anderson, John Licata, Kevin A. Sparks, Christopher Mirley, M.S. Sivasubramanian
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Patent number: 8614338Abstract: The present invention relates to a method for the stereospecific chemical recycling of a mixture of polymers based on polylactic acid PLA, in order to reform the monomer thereof or one of the derivatives thereof. The latter may enter the traditional lactate market or once again serve as a raw material for synthesizing PLA.Type: GrantFiled: July 19, 2010Date of Patent: December 24, 2013Assignee: Futerro S. A.Inventors: Philippe Coszach, Jonathan Willocq
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Patent number: 8592609Abstract: Processes for producing lactide from lactic acid oligomers are described herein. The processes generally include heating a lactic acid oligomer in the presence of a catalyst at a temperature of between 150° C. and 300° C. under a pressure of less than 0.01 MPa to form a lactide; distilling the lactide; and condensing and recovering the lactide, wherein the catalyst is a metal salt of the phosphite anion PO33? in which the metal is selected from the group consisting of tin, aluminum, zinc, titanium and zirconium.Type: GrantFiled: December 19, 2008Date of Patent: November 26, 2013Assignee: Futerro S.A.Inventors: Philippe Coszach, Pierre-Antoine Mariage
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Patent number: 8569517Abstract: The present invention relates to a device for separating a biodegradable, intermolecular cyclic diester of an alpha-hydroxycarboxylic acid from material mixtures which contain in addition the alpha-hydroxycarboxylic acid of the diester corresponding thereto. In particular, the diester is thereby dilactide and the acid lactic acid. Furthermore, the present invention relates to a method for separating dilactide from material mixtures, which is based on a modified, distillative method. In addition, the present invention describes a polymerization device, in particular for preparing polylactide. Likewise, purposes of use of both the devices and of the method are indicated.Type: GrantFiled: August 25, 2008Date of Patent: October 29, 2013Assignee: Uhde Inventa-Fischer GmbHInventors: Rainer Hagen, Udo Muhlbauer
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Publication number: 20130281296Abstract: Compounds and methods that release 1-methylcyclopropene, 1-trifluoromethylcyclopropene, and other substituted cyclopropenes are disclosed. The compounds and methods overcome present limitations for storage, transportation, and application of the cyclopropene containing compounds by using light, including sunlight, and/or heat as the primary release trigger. Additional products released include innocuous gases and value added aryl-group compounds.Type: ApplicationFiled: June 4, 2013Publication date: October 24, 2013Inventors: Cheryl D. Stevenson, John Perrin Davis