Fluorine In Acid Moiety Patents (Class 560/227)
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Patent number: 10766845Abstract: The present invention generally relates to processes for converting acrylate esters or a derivative thereof to difluoropropionic acid or a derivative thereof. This process is generally performed using fluorine gas in a hydrofluorocarbon solvent.Type: GrantFiled: March 9, 2020Date of Patent: September 8, 2020Assignee: Vifor (International) Ltd.Inventor: YongQi Mu
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Patent number: 10138198Abstract: The present disclosure generally relates to processes for converting acrylate esters or a derivative thereof to difluoropropionic acid or a derivative thereof. This process is generally performed using fluorine gas in a hydrofluorocarbon solvent. In particular, a continuous process for fluorinating a double bond is disclosed, the process comprising forming a reaction stream comprising a compound of formula 1 or formula 5 dissolved in a hydrofluorocarbon or fluorocarbon solvent, wherein R1 is hydroxy, alkoxy, chloro, or —OC(O)CH?CH2; the reaction stream flowing through a continuous fluorination reactor at a flow rate of from about 0.2 mL/minute to about 2 mL/minute and fluorine gas flows through the continuous fluorination reactor at a gas flow rate of from about 0.2 mmol/minute to about 2 mmol/minute; whereby reaction of the compound of formula 1 or formula 5 with the fluorine gas forms a compound of formula 2 or formula 6 wherein R2 is hydroxy, alkoxy, chloro, or —OC(O)CHFCH2F.Type: GrantFiled: August 18, 2017Date of Patent: November 27, 2018Assignee: Vifor (International) Ltd.Inventor: YongQi Mu
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Patent number: 10093812Abstract: A composite material of resin—fluorine-containing boric acid composite particles comprising a resin, and a condensate of boric acid and a fluorine-containing alcohol represented by the general formula RF-A-OH (wherein RF is a perfluoroalkyl group having 6 or less carbon atoms, or a polyfluoroalkyl group, in which some of the fluorine atom or atoms of the perfluoroalkyl group are replaced by a hydrogen atom or hydrogen atoms, and which contains a terminal perfluoroalkyl group having 6 or less carbon atoms and a perfluoroalkylene group having 6 or less carbon atoms; and A is an alkylene group having 1 to 6 carbon atoms, or comprising a resin, and a condensate of boric acid, the said fluorine-containing alcohol and an alkoxysilane at a molar ratio of 1.0 or less based on the fluorine-containing alcohol. These composite materials of resin—fluorine-containing boric acid composite particles has good adhesion to inorganic substrates, and the like.Type: GrantFiled: March 10, 2015Date of Patent: October 9, 2018Assignees: Unimatec Co., Ltd., Hirosaki UniversityInventors: Takeshi Fukushima, Katsuyuki Sato, Hideo Sawada
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Patent number: 10088396Abstract: Fluorine-containing boric acid composite capsule particles comprising a condensate of a fluorine-containing alcohol, a guest compound, and boric acid particles, wherein the fluorine-containing alcohol is represented by the general formula: RF-A-OH wherein RF is: a perfluoroalkyl group having 6 or less carbon atoms, a linear or branched perfluoroalkyl group containing a terminal perfluoroalkyl group having 6 or less carbon atoms and a perfluoroalkylene group having 6 or less carbon atoms, and containing an O, S, or N atom, or a polyfluoroalkyl group in which some of the fluorine atom or atoms of the perfluoroalkyl group are replaced by hydrogen atom or atoms, and which contains a terminal perfluoroalkyl group having 6 or less carbon atoms and a perfluoroalkylene group having 6 or less carbon atoms, wherein the perfluoroalkylene group may contain an O, S, or N atom, and one fluorine atom of the terminal perfluoroalkyl group may be replaced by —(CH2)fOH (wherein f is an integer of 1 to 3); and A is an alkylType: GrantFiled: March 10, 2015Date of Patent: October 2, 2018Assignees: Unimatec Co., Ltd., Hirosaki UniversityInventors: Takeshi Fukushima, Katsuyuki Sato, Hideo Sawada
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Patent number: 9738584Abstract: The present invention generally relates to processes for converting acrylate esters or a derivative thereof to difluoropropionic acid or a derivative thereof. This process is generally performed using fluorine gas in a hydrofluorocarbon solvent.Type: GrantFiled: October 6, 2016Date of Patent: August 22, 2017Assignee: Relypsa, Inc.Inventor: YongQi Mu
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Patent number: 9464040Abstract: The present invention generally relates to processes for converting acrylate esters or a derivative thereof to difluoropropionic acid or a derivative thereof. This process is generally performed using fluorine gas in a hydrofluorocarbon solvent.Type: GrantFiled: June 17, 2015Date of Patent: October 11, 2016Assignee: Relypsa, Inc.Inventor: YongQi Mu
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Patent number: 9394225Abstract: The present invention relates to a method for processing an aqueous solution containing a salt of an organic compound including at least one acid function and at least one fluorine atom, or fluoric acid, by reaction between said salt and at least one Bronsted acid and an alcohol in the presence of an organic solvent solubilizing the resulting product, wherein said organic solvent consists of at least one dual-phase liquid/liquid reaction medium with the aqueous solution.Type: GrantFiled: September 17, 2013Date of Patent: July 19, 2016Assignee: RHODIA OPERATIONSInventor: Olivier Buisine
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Patent number: 9108845Abstract: The invention provides a chlorine production catalyst that shows excellent reaction activity in the oxidation reaction of hydrogen chloride with oxygen into chlorine, is inexpensive and can be supplied stably, and is suited for use in a fluidized-bed reactor. The invention also provides a chlorine production process using the catalyst. The chlorine production catalyst of the invention includes spherical particles containing copper element (A), an alkali metal element (B) and a lanthanoid element (C) and having an average sphericity of not less than 0.80. The lanthanoid element (C) has a bond dissociation energy with oxygen at 298 K of 100 to 185 kcal/mol. The content of the copper element (A) in the catalyst is 0.3 wt % to 4.5 wt %.Type: GrantFiled: March 25, 2010Date of Patent: August 18, 2015Assignee: MITSUI CHEMICALS, INC.Inventors: Takashi Nabeta, Nobuhiko Horiuchi, Kenichi Sugimoto, Kenji Iwata, Masami Murakami
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Patent number: 9061990Abstract: The present invention generally relates to processes for converting acrylate esters or a derivative thereof to difluoropropionic acid or a derivative thereof. This process is generally performed using fluorine gas in a hydrofluorocarbon solvent.Type: GrantFiled: June 27, 2012Date of Patent: June 23, 2015Assignee: Relypsa, Inc.Inventor: YongQi Mu
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Publication number: 20150111112Abstract: A method for preparing fluorine-containing carboxylic acid esters is described in which a salt of a carboxylic acid is reacted with a fluorinated alkyl halide. The fluorine-containing carboxylic acid esters prepared by the method disclosed herein are particularly useful as electrolyte solvents for electrochemical cells, such as a lithium ion battery, where a high purity solvent is desired.Type: ApplicationFiled: March 8, 2013Publication date: April 23, 2015Inventors: Viacheslav A. Petrov, Charles J. Dubois
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Patent number: 9005872Abstract: A resist composition including a base component (A) which exhibits changed solubility in a developing solution under action of acid, a basic-compound component (C) and an acid-generator component (B) which generates acid upon exposure, the component (B) including a compound represented by formula (b1), and the component (C) including at least one compound represented by formulas (c1) to (c3) (wherein Z1 represents a ring skeleton-containing hydrocarbon group, Q1 represents a divalent linking group containing oxygen, Y1 represents a fluorinated alkylene group, M+ represents an organic cation, R1 represents a fluorinated alkyl group or a hydrocarbon group, L1+ and L2+ represents a sulfonium or an iodonium, Z2 represents a hydrogen atom or a hydrocarbon group, Y2 represents a single bond or a divalent linking group containing no fluorine, R2 represents an organic group, Y3 represents an alkylene group or an arylene group; and Rf represents a fluorine-containing hydrocarbon group).Type: GrantFiled: February 16, 2012Date of Patent: April 14, 2015Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Hiroaki Shimizu, Sho Abe, Hideto Nito
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Publication number: 20140336137Abstract: The invention relates to nitroso derivatives including carboxylic acid and phosphoric acid esters of hydroxy nitroso compounds that donate nitroxyl (HNO) under physiological conditions. The compounds and compositions of the invention are useful in treating and/or preventing the onset and/or development of diseases or conditions that are responsive to nitroxyl therapy, including heart failure, ischemia/reperfusion injury and cancer.Type: ApplicationFiled: July 28, 2014Publication date: November 13, 2014Inventors: Lisa Marie Frost, Stephen Martin Courtney, Frederick Arthur Brookfield, Vincent Jacob Kalish
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Patent number: 8809451Abstract: According to the present invention, a polymer is obtained by polycondensation of a fluorinated dicarboxylic acid derivative of the general formula (M-1) or an acid anhydride of the fluorinated dicarboxylic acid with a polyfunctional compound having two to four reactive groups corresponding in reactivity to carbonyl moieties of the fluorinated dicarboxylic acid derivative or acid anhydride. [Chem. 134] AOCF2C-Q-CF2COA???(M-1) In the above formula, Q represents a divalent organic group having a substituted or unsubstituted aromatic ring; and A and A? each independently represent an organic group. This polymer exhibits a sufficiently low dielectric constant for use as a semiconductor protection film and has the capability of forming a film at a relatively low temperature of 250° C. or lower.Type: GrantFiled: February 18, 2010Date of Patent: August 19, 2014Assignee: Central Glass Company, LimitedInventors: Yoshimi Isono, Satoru Narizuka, Hidehisa Nanai, Kazuhiro Yamanaka
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Patent number: 8808960Abstract: A compound represented by the formula (I): wherein R1 represents a hydrogen atom etc., R2 and R3 each independently represent a hydrogen atom etc., R4 represents a C1-C8 divalent hydrocarbon group, R5 represents a single bond etc., and R6 represents an unsubstituted or substituted C6-C20 aromatic hydrocarbon group, a polymer comprising a structural unit derived from the compound represented by the formula (I) and a chemically amplified positive resist composition comprising the polymer, at least one acid generator and at least one solvent.Type: GrantFiled: March 8, 2010Date of Patent: August 19, 2014Assignee: Sumitomo Chemical Company, LimitedInventors: Makoto Akita, Isao Yoshida, Kazuhiko Hashimoto
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Publication number: 20140221681Abstract: The present invention generally relates to processes for converting acrylate esters or a derivative thereof to difluoropropionic acid or a derivative thereof. This process is generally performed using fluorine gas in a hydrofluorocarbon solvent.Type: ApplicationFiled: June 27, 2012Publication date: August 7, 2014Applicant: Relypsa, Inc.Inventor: YongQi Mu
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Publication number: 20140175416Abstract: A leaving substituent-containing compound including a partial structure represented by the following General Formula (I): where a pair of X1 and X2 or a pair of Y1 and Y2 each represent a hydrogen atom; the other pair each represent a group selected from the group consisting of a halogen atom and a substituted or unsubstituted acyloxy group having one or more carbon atoms; a pair of the acyloxy groups represented by the pair of X1 and X2 or the pair of Y1 and Y2 may be identical or different, or may be bonded together to form a ring; R1 to R4 each represent a hydrogen atom or a substituent; and Q1 and Q2 each represent a hydrogen atom, a halogen atom or a monovalent organic group, and may be bonded together to form a ring.Type: ApplicationFiled: February 4, 2014Publication date: June 26, 2014Inventors: Daisuke GOTO, Satoshi Yamamoto, Toshiya Sagisaka, Takuji Kato, Takashi Okada, Masato Shinoda, Shinji Matsumoto, Masataka Mohri, Keiichiro Yutani
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Publication number: 20140162188Abstract: A positive resist composition is provided comprising a polymer comprising recurring styrene units having an ester group bonded to a CF3—C(OH)—R3 group (R3?H, CH3, or CF3) such as 1,1,1,3,3,3-hexafluoro-2-propanol and having a Mw of 1,000-500,000. The resist composition has a satisfactory effect of suppressing acid diffusion and a high resolution, and forms a pattern of good profile and minimal edge roughness after exposure.Type: ApplicationFiled: November 15, 2013Publication date: June 12, 2014Applicant: SHIN-ETSU CHEMICAL CO., LTD.Inventors: Jun Hatakeyama, Koji Hasegawa, Masaki Ohashi
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Patent number: 8748653Abstract: Disclosed is a purification method of reducing and removing fluoride ions contained in an optically active ?-fluorocarboxylic acid ester represented by formula [1] [in the formula, R1 represents a C1-6 alkyl group, R2 represents a C1-4 alkyl group, and * represents an asymmetric carbon], the purification method of the optically active ?-fluorocarboxylic acid ester being characterized by that a distillation is conducted in the presence of an organic base. By this method, it is possible to greatly reduce the concentration of fluoride ion traces contained in the optically active ?-fluorocarboxylic acid ester by a relatively easy operation. Of the organic base, a tertiary amine is preferable, and above all tri-n-butylamine is particularly preferable.Type: GrantFiled: August 5, 2008Date of Patent: June 10, 2014Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Hideyuki Tsuruta, Yuzuru Morino, Mikihiro Takahashi
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Publication number: 20140148603Abstract: A method for preparing a fluorinated organic compound (II) from an organic compound (I) comprising at least one nucleofugal group Nu, and also a preparation of different specific organic compounds, in particular a fluoro-methylpyrazole compound. The method comprises: a reaction, in the presence of water, of the organic compound (I) and at least one salt providing at least one fluoride anion; and a replacement of at least one nucleofugal group Nu of the compound (I) with a fluorine atom, in order to obtain the fluorinated organic compound (II).Type: ApplicationFiled: May 29, 2012Publication date: May 29, 2014Applicant: RHODIA OPERATIONSInventors: Olivier Buisine, Michael Dejoux
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Patent number: 8697903Abstract: A fluorinated ester monomer is provided having formula (1) wherein R1 is H, CH3 or CF3, R2 and R3 are H or a monovalent hydrocarbon group, or R2 and R3 forms a hydrocarbon ring, R4 is a monovalent hydrocarbon group, and k is 0 or 1. A polymer obtained from the monomer has transparency to radiation with a wavelength of up to 200 nm and appropriate alkaline hydrolysis, is constructed such that any of water repellency, water slip and surface segregation may be adjusted by a choice of its structure, and is useful in forming ArF immersion lithography materials.Type: GrantFiled: September 22, 2011Date of Patent: April 15, 2014Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takeshi Kinsho, Yuuki Suka, Yuji Harada, Koji Hasegawa, Takeshi Sasami
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Patent number: 8609321Abstract: A radiation-sensitive resin composition includes a polymer having a structural unit represented by a formula (I). In the formula (I), R1 represents a hydrogen atom or a methyl group. X represents a bivalent alicyclic hydrocarbon group not having or having a substituent. Y represents a bivalent hydrocarbon group having 1 to 20 carbon atoms. R2 represents a methyl group or a trifluoromethyl group.Type: GrantFiled: March 8, 2013Date of Patent: December 17, 2013Assignee: JSP CorporationInventors: Hiromitsu Nakashima, Reiko Kimura, Kazuo Nakahara, Mitsuo Sato
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Patent number: 8592622Abstract: A polymerizable fluorine-containing compound represented by formula (1), wherein R1 represents a polymerizable double-bond containing group, R2 represents an acid-labile protecting group, R3 represents a fluorine atom or fluorine-containing alkyl group, and W represents a bivalent linking group. This compound can provide a fluorine-containing polymer compound that has a weight-average molecular weight of 1,000-1,000,000 and contains a repeating unit represented by formula (2), wherein R2, R3 and W are defined as above, each of R4, R5 and R6 independently represents a hydrogen atom, fluorine atom or monovalent organic group, at least two of R4, R5 and R6 may be combined to form a ring. This polymer compound can provide a resist composition capable of forming a pattern that is transparent to exposure light and superior in rectangularity.Type: GrantFiled: January 4, 2011Date of Patent: November 26, 2013Assignee: Central Glass Company, LimitedInventors: Yoshimi Isono, Jonathan Joachim Jodry, Satoru Narizuka
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Publication number: 20130245289Abstract: A process for producing a perfluorinated functional compound comprises the steps of: A) converting an at least partially hydrogenated alcohol into an at least partially hydrogenated ester compound; and B) reacting said at least partially hydrogenated ester compound with fluorine in the presence of at least one (per)haloolefin comprising at least one carbon-carbon double bond and having at least one fluorine or chlorine atom on either one of the carbon atoms of said double bond, to obtain a perfluorinated ester compound.Type: ApplicationFiled: November 17, 2011Publication date: September 19, 2013Applicant: SOLVAY SPECIALTY POLYMERS ITALY S.P.A.Inventors: Vito Tortelli, Marco Galimberti
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Patent number: 8519073Abstract: A compound represented by general formula (I); and a polymeric compound including a structural unit (a1) represented by general formula (II). wherein R represents a hydrogen atom, a halogen atom, a lower alkyl group or a halogenated lower alkyl group; each of R1 to R3 independently represents an alkyl group or a fluorinated alkyl group, with the provision that no fluorine atom is bonded to a carbon atom adjacent to the tertiary carbon atom to which R1 to R3 are bonded, and at least one of R1 to R3 represents a fluorinated alkyl group; and R2 and R3 may form a ring structure.Type: GrantFiled: October 15, 2007Date of Patent: August 27, 2013Assignees: Tokyo Ohka Kogyo Co., Ltd., Daito Chemix CorporationInventors: Yoshiyuki Utsumi, Hiroaki Shimizu, Kyoko Ohshita, Toshiharu Shimamaki, Kenshin Niwa, Seihin Shu
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Patent number: 8476473Abstract: A compounds represented by the Formula (I) or the Formula (I?). wherein Z1 and Z2 independently represent a hydrogen atom, a C1 to C12 alkyl group or a C3 to C12 cyclic saturated hydrocarbon group, provided that at least one of Z1 and Z2 represent a C1 to C12 alkyl group or a C3 to C12 cyclic saturated hydrocarbon group; rings Y1 and Y2 independently represents an optionally substituted C3 to C20 alicyclic hydrocarbon group; Q1 to Q4 and Q?1 to Q?4 independently represent a fluorine atom or a C1 to C6 perfluoroalkyl group; and m and n independently represent an integer of 0 to 5.Type: GrantFiled: September 1, 2009Date of Patent: July 2, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Ichiki Takemoto, Nobuo Ando, Mitsuhiro Hata
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Patent number: 8450520Abstract: According to the present invention, there is provided a production process of a 2-fluoroacrylic ester including: a bromination step of converting a 2-fluoropropionic ester to a 2-bromo-2-fluoropropionic ester by reaction of the 2-fluoropropionic ester with a nitrogen-bromine bond-containing brominating agent in the presence of a radical initiator; and a dehydrobromination step of reacting the 2-bromo-2-fluoropropionic ester with a base. It is not necessary in this process to adopt very-low-temperature conditions and to use a stoichiometric amount of expensive reagent. The target 2-fluoroacrylic ester can be thus produced at low cost.Type: GrantFiled: March 23, 2010Date of Patent: May 28, 2013Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Takako Yamazaki, Hideyuki Tsuruta, Satoru Miyazawa, Michitaka Ootani, Takashi Ootsuka, Mikihiro Takahashi, Masataka Fujimoto
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Publication number: 20130045446Abstract: A radiation-sensitive resin composition includes a sulfonium compound represented by a general formula (1), and a first polymer that serves as a base resin. R represents a group represented by a general formula (2). n1 to n3 each independently represent an integer of 0 to 5 and n1+n2+n3?1. X? represents an anion. The sulfonium compound is preferably a compound represented by a following general formula (1-1).Type: ApplicationFiled: August 31, 2012Publication date: February 21, 2013Applicant: JSR CORPORATIONInventors: Mitsuo SATO, Kazuo NAKAHARA
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Publication number: 20120323036Abstract: Novel multifunctional sulfone/fluorinated ester compounds are described. These compounds may be useful as non-aqueous electrolyte solvents, specialty solvents, and starting materials and intermediates for synthesis of dyes, agricultural chemicals, and pharmaceuticals.Type: ApplicationFiled: December 16, 2011Publication date: December 20, 2012Applicant: E. I. DU PONT DE NEMOURS AND COMPANYInventors: XUDONG CHEN, WILLIAM L. HOLSTEIN
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Patent number: 8283489Abstract: An optically active ?-fluorocarboxylate is produced by reacting an optically active ?-hydroxycarboxylate with sulfuryl fluoride (SO2F2), trifluoromethanesulfonyl fluoride (CF3SO2F) or nonafluorobutanesulfonyl fluoride (C4F9SO2F) in the presence of organic base and in the absence of reaction solvent. More preferably, a distillation purification is conducted after adding acid to the reaction-terminated liquid. With this, it is possible to produce an optically active ?-fluorocarboxylate of a still higher purity. It is possible by this process to advantageously produce an optically active ?-fluorocarboxylate on a large-amount scale.Type: GrantFiled: January 8, 2008Date of Patent: October 9, 2012Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Hideyuki Tsuruta, Yuzuru Morino, Mikihiro Takahashi
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Publication number: 20120232306Abstract: The present invention refers to a new process for the synthesis of tapentadol comprising the quantitative resolution of the racemic mixture (V) to obtain the stereoisomer of (S)-3-(dimethylamino)-2-methyl-1-(3-nitrophenyl)-propan-1-one (VII) according to the Scheme 2 below using the (2R,3R)—O,O?-dibenzoyltartaric chiral acid wherein said resolution is quantitative. The present invention also refers to some intermediate compounds of the new synthesis process of tapentadol.Type: ApplicationFiled: November 30, 2010Publication date: September 13, 2012Applicant: Euticals S.P.A.Inventors: Giuseppe Motta, Domenico Vergani, Giorgio Bertolini
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Publication number: 20120190884Abstract: A method for preparing difluoroacetic acid esters is described. The method can include reacting difluoroacetyl fluorine with an aliphatic or cycloaliphatic alcohol in the presence of a heterogeneous mineral base.Type: ApplicationFiled: July 29, 2010Publication date: July 26, 2012Applicant: RHODIA OPERATIONSInventor: Olivier Buisine
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Patent number: 8197590Abstract: Disclosed is a composition containing a fluorine-containing urethane compound (A) and a fluorine-containing polymer (B) having a repeating unit derived from a fluorine-containing monomer represented by the following formula (I): CH2?C(—X)—C(?O)-A-Rf??(I) (wherein X represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a CFX1X2 group (wherein X1 and X2 respectively represent a hydrogen atom, a fluorine atom or a chlorine atom), a cyano group, a straight or branched chain fluoroalkyl group having 1-20 carbon atoms, a substituted or unsubstituted benzyl group, or a substituted or unsubstituted phenyl group; A represents a divalent group; and Rf represents a straight or branched chain perfluoroalkyl group having 1-6 carbon atoms).Type: GrantFiled: October 27, 2005Date of Patent: June 12, 2012Assignee: Daikin Industries, Ltd.Inventors: Ikuo Yamamoto, Shinichi Minami
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Publication number: 20120141870Abstract: Novel multifunctional sulfone/fluorinated ester compounds are described. These compounds may be useful as non-aqueous electrolyte solvents, specialty solvents, and starting materials and intermediates for synthesis of dyes, agricultural chemicals, and pharmaceuticals.Type: ApplicationFiled: December 7, 2010Publication date: June 7, 2012Applicant: E. I. DU PONT DE NEMOURS AND COMPANYInventors: XUDONG CHEN, William L. Holstein
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Publication number: 20120070749Abstract: The present invention concerns 4-fluoro-4-R-5-R?-1,3-dioxolane-2-ones, wherein R is an alkyl group and R? is H or a C1 to C3 alkyl group, their manufacture, solvent mixtures for lithium ion batteries containing them and conductive salt solutions for lithium ion batteries, e.g. solutions containing LiPF6.Type: ApplicationFiled: May 26, 2010Publication date: March 22, 2012Applicant: SOLVAY FLUOR GMBHInventors: Martin Bomkamp, Jens Olschimke, Carsten Brosch, Andreas Grossmann
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Patent number: 8093421Abstract: The current invention describes a one-step process for the synthesis of 2-fluoropropionates from lactic acid ester derivatives using TFEDMA.Type: GrantFiled: October 16, 2007Date of Patent: January 10, 2012Assignee: Bayer Cropscience AGInventors: Norbert Lui, Sergii Pazenok
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Patent number: 8053592Abstract: Provided that a method for inexpensively producing optically active ?-ionone with a high yield and a high asymmetric yield and with good workability in a short process, and a perfume composition comprising the optically active ?-ionone obtained by the aforementioned method. A method for producing optically active ?-ionone, comprising allowing ?-ionone as a mixture of optical isomers to react with an esterification agent, and hydrolyzing the obtained ?-ionone enol ester; a method for producing optically active ?-ionone comprising subjecting ?-ionone as a mixture of optical isomers to an asymmetric reduction, allowing the obtained optically active ?-ionol to react with an esterification agent to give an optically active ?-ionol ester, hydrolyzing the obtained optically active ?-ionol ester after purification as necessary, and then oxidizing the obtained optically active ?-ionol; and a perfume composition comprising thus obtained optically active ?-ionone.Type: GrantFiled: January 24, 2011Date of Patent: November 8, 2011Assignee: Takasago International CorporationInventors: Tetsuya Yamamoto, Kenji Yagi, Kenya Ishida
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Patent number: 8039665Abstract: A method for producing a fluorine-containing carboxylic acid ester represented by the general formula R1HCFCOOR2 involves reacting a fluorine-containing ether represented by the general formula R1HCFCF2OR2 with water in the presence of a solid catalyst. The solid catalyst is at least one selected from the group consisting of alumina, titania, zirconia, sulfated zirconia, an activated carbon on which sulfuric acid is supported, a resin having acid sites, and aluminum phosphate. In the general formulas R1HCFCOOR2 and R1HCFCF2OR2, R1 represents a fluorine atom or a C1-4 perfluoroalkyl group, and R2 represents a monovalent organic group.Type: GrantFiled: June 18, 2008Date of Patent: October 18, 2011Assignee: Central Glass Company, LimitedInventor: Takeshi Kondo
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Publication number: 20110251403Abstract: In the present invention, a hydroxyl group substitution product is manufactured by reaction of an alcohol with sulfuryl fluoride (SO2F2) in the presence of an organic base and a nucleophile (X?). The present invention is thus effective as an industrial manufacturing method that uses a relatively cheap reagent suitable for large-scale applications and can be accomplished in a simple process with easy purification operation and less waste generation and is suitably applicable for manufacturing of optically active hydroxyl group substitution products, notably optically active ?-hydroxyl group substitution ester and optically active 4-hydroxyl group substitution proline. The manufacturing method of the present invention solves all of the prior art problems and can be applied for industrial uses.Type: ApplicationFiled: December 15, 2009Publication date: October 13, 2011Applicant: Central Glass Company, LimitedInventors: Akihiro Ishii, Manabu Yasumoto, Koji Ueda
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Publication number: 20110136827Abstract: The invention provides certain bis-acylated hydroxylamine derivative compounds, pharmaceutical compositions and kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the invention provides methods of using such compounds or pharmaceutical compositions for treating, preventing, or delaying the onset and/or develop of a disease or condition. In some embodiments, the disease or condition is selected from cardiovascular diseases, ischemia, reperfusion injury, cancerous disease, pulmonary hypertension and conditions responsive to nitroxyl therapy.Type: ApplicationFiled: December 7, 2010Publication date: June 9, 2011Inventors: John P. Toscano, Art Sutton, Vincent J. Kalish, Frederick Arthur Brookfield, Stephen Martin Courtney, Lisa Marie Frost
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Publication number: 20110118500Abstract: Provided that a method for inexpensively producing optically active ?-ionone with a high yield and a high asymmetric yield and with good workability in a short process, and a perfume composition comprising the optically active ?-ionone obtained by the aforementioned method. A method for producing optically active ?-ionone, comprising allowing ?-ionone as a mixture of optical isomers to react with an esterification agent, and hydrolyzing the obtained ?-ionone enol ester; a method for producing optically active ?-ionone comprising subjecting ?-ionone as a mixture of optical isomers to an asymmetric reduction, allowing the obtained optically active ?-ionol to react with an esterification agent to give an optically active ?-ionol ester, hydrolyzing the obtained optically active ?-ionol ester after purification as necessary, and then oxidizing the obtained optically active ?-ionol; and a perfume composition comprising thus obtained optically active ?-ionone.Type: ApplicationFiled: January 24, 2011Publication date: May 19, 2011Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Tetsuya Yamamoto, Kenji Yagi, Kenya Ishida
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Patent number: 7914589Abstract: Fluorine-containing urethanes represented by the general formula: [Rf-A1-Z—X1—OC(?O)NH—]mI[—NHC(?O)O—Y1]n[—NHC(?O)O—(ClCH2—)X2O)a—R1]k ??(1) wherein I is a group derived from a polyisocyanate by removal of the isocyanato groups; Rf is perfluoroalkyl of 1 to 21 carbon atoms; A1 is a direct bond or an organic group of 1 to 21 carbon atoms; Z —SO2—; X1 is a divalent, straight-chain or branched, C1-5 aliphatic group which may have at least one hydroxyl group; X2 is a trivalent, straight-chain or branched, C2-5 aliphatic group; Y1 is a monovalent organic group which is optionally hydroxylated; and R1 is hydrogen or alkyl of 1 to 10 carbon atoms.Type: GrantFiled: July 29, 2005Date of Patent: March 29, 2011Assignee: Daikin Industries, Ltd.Inventors: Ikuo Yamamoto, Yutaka Ohira, Shinichi Minami
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Publication number: 20110021809Abstract: Disclosed is a purification method of reducing and removing fluoride ions contained in an optically active ?-fluorocarboxylic acid ester represented by formula [1] [in the formula, R1 represents a C1-6 alkyl group, R2 represents a C1-4 alkyl group, and * represents an asymmetric carbon], the purification method of the optically active ?-fluorocarboxylic acid ester being characterized by that a distillation is conducted in the presence of an organic base. By this method, it is possible to greatly reduce the concentration of fluoride ion traces contained in the optically active ?-fluorocarboxylic acid ester by a relatively easy operation. Of the organic base, a tertiary amine is preferable, and above all tri-n-butylamine is particularly preferable.Type: ApplicationFiled: August 5, 2008Publication date: January 27, 2011Applicant: CENTRAL GLASS COMPANY, LIMITEDInventors: Akihiro Ishii, Hideyuki Tsuruta, Yuzuru Morino, Mikihiro Takahashi
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Patent number: 7868199Abstract: Fluoroalcohol compounds of formula (4) are prepared by reacting a fluorine compound of formula (1) with reducing agents or organometallic reagents of formulas (2) and (3) wherein R1 is H or a monovalent C1-C20 hydrocarbon group in which any —CH2— moiety may be replaced by —O— or —C(?O)—, R2 is H or a monovalent C1-C6 hydrocarbon group, R3 and R4 are H or a monovalent C1-C8 hydrocarbon group, and M1 is Li, Na, K, Mg, Zn, Al, B, or Si. From the fluoroalcohol compounds, fluorinated monomers can be produced in a simple and economic way, which are useful in producing polymers for the formulation of radiation-sensitive resist compositions.Type: GrantFiled: January 30, 2007Date of Patent: January 11, 2011Assignee: Eudyna Devices Inc.Inventors: Koji Hasegawa, Takeshi Kinsho, Tsunehiro Nishi, Masaki Ohashi, Takeru Watanabe
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Publication number: 20100324314Abstract: PROBLEM To provide an environmentally-friendly method for producing industrially an ester compound. SOLUTION The present invention is a method for producing an ester compound which comprises subjecting a carboxylic acid and an alcohol to dehydration-condensation reaction using an involatile acid catalyst and then removing the residual acid catalyst by bringing a weak basic substance into contact with the residual acid catalyst.Type: ApplicationFiled: October 20, 2007Publication date: December 23, 2010Applicant: WAKO PURE CHEMICAL INDUSTRIES, LTD.Inventors: Shigeaki Imazeki, Ryohiko Kinoshita
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Patent number: 7820851Abstract: A polyfluorinated compound is provided inclusive of at least one 18F atom having a formula: CF3(CF2)nR1??(I) where R1 is —C(O)OR2, —C(O)N(R3)2, C—N(R3)2, —C(NR3)R2, C-QR3, -QR3, —N+(R3)3, X, C1-C30 alkyl, C1-C30 haloalkyl, C1-C30 alkoxyl, or C1-C30 perhaloalkyl; R2 is MZ+, H, C1-C12 alkyl, C1-C12 alkyl, C1-C12 perhalo alkyl, C6-C30 aryl, C6-C30 perhaloaryl, and a substituted form thereof where one or more protons or halogens is replaced with a plasma solubility enhancing moiety of —N+(R3)3, —SO3H, —SO2N(R3)2, or -QR3; R3 is independently in each occurrence MZ+, —SO3H, —SO2N(R3)2, or -QR3; Q is O or S; MZ+ is a cation that forms a net neutral compound with an anionic (CF3(CF2)nC(O)O?)Z and is an alkali metal cation, an alkali earth cation, a transition metal cation, ammonium, and aluminum cations; Z is an integer value of between 1 and 3 inclusive; X is a fluorine, chlorine, bromine or iodine atom; halo denotes a replacement of at least one and not all protons with X; perhalo denotes a replacement of all proType: GrantFiled: September 24, 2007Date of Patent: October 26, 2010Assignee: PerkinElmer Health Sciences, Inc.Inventor: Crist N. Filer
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Patent number: 7807858Abstract: It was found that a fluoro derivative can be produced by reacting a hydroxy derivative with sulfuryl fluoride (SO2F2) in the presence of an organic base or in the presence of an organic base and “a salt or complex comprising an organic base and hydrogen fluoride”. According to the present production process, it is not necessary to use perfluoroalkanesulfonyl fluoride, which is not preferable in industrial use, and it is possible to advantageously produce optically-active fluoro derivatives, which are important intermediates of medicines, agricultural chemicals and optical materials, specifically 4-fluoroproline derivatives, 2?-deoxy-2?-fluorouridine derivatives, optically-active ?-fluorocarboxylate derivatives, and the like, even in a large scale.Type: GrantFiled: March 17, 2006Date of Patent: October 5, 2010Assignee: Central Glass Company, LimitedInventors: Akihiro Ishii, Takashi Ootsuka, Manabu Yasumoto, Hideyuki Tsuruta, Kenjin Inomiya, Koji Ueda, Kaori Mogi
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Publication number: 20100247462Abstract: Processes for synthesizing resveratrol-based oligomers are provided. In addition, resveratrol-based oligomer compounds free of plant extract are provided.Type: ApplicationFiled: September 17, 2008Publication date: September 30, 2010Inventors: Scott Alan Snyder, Steven P. Breazzano, Audrey G. Ross, Yunqing Lin, Alexandros L. Zografos
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Publication number: 20100231844Abstract: A liquid crystal composition comprising at least one compound having a fluorobicyclo[2.2.2]octane skeleton represented by formula (I) below is disclosed. A fluorobicyclo[2.2.2]octane compound represented by formula (II) below is also disclosed. In the formulae, Y represents a hydrogen atom or fluorine atom.Type: ApplicationFiled: March 11, 2010Publication date: September 16, 2010Applicant: FUJIFILM CorporationInventors: Takashi Miyahara, Masayuki Harada
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Publication number: 20100234635Abstract: The present invention provides a method of producing a fluoropolymer, wherein polymerization using a carboxylate ester bond-containing carboxylic acid derivative as a surfactant in an aqueous medium to give the fluoropolymer is conducted, the above carboxylate ester bond-containing carboxylic acid derivative has a carboxylate ester bond and —COOM (M representing H, NH4, Li, Na or K), the above carboxylate ester bond may optionally be substituted by fluorine atom.Type: ApplicationFiled: May 26, 2010Publication date: September 16, 2010Applicant: DAIKIN INDUSTRIES, LTD.Inventors: Nobuhiko TSUDA, Yoshihiro YAMAMOTO, Yoshinori NANBA, Yasuhiko SAWADA, Tetsuo SHIMIZU
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Publication number: 20100234634Abstract: The present invention provides a process for producing a novel compound, i.e., ?-chloromethoxycarboxylic acid ester represented by General Formula (1): (CF3)2C(OCH2Cl)COOR, wherein R is a hydrocarbon group which may be substituted with at least one atom selected from the group consisting of halogen, oxygen, nitrogen, and sulfur atoms, comprising reacting an ?-methoxycarboxylic acid ester represented by General Formula (2): (CF3)2C(OCH3)COOR, wherein R is as defined above, with molecular chlorine; and a process for producing 1,1,1,3,3,3-hexafluoroisopropyl fluoromethyl ether represented by a chemical formula (CF3)2CH(OCH2F), comprising fluorinating and decarboxylating the ?-chloromethoxycarboxylic acid ester. According to the present invention, 1,1,1,3,3,3-hexafluoroisopropyl fluoromethyl ether (sevoflurane), which is known as a compound having an anesthetic property, can be produced efficiently and at a low cost.Type: ApplicationFiled: November 6, 2008Publication date: September 16, 2010Inventors: Yoshihiro Yamamoto, Tatsuya Ohtsuka