Oxygen Containing Patents (Class 570/142)
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Publication number: 20080125589Abstract: 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: ApplicationFiled: March 17, 2006Publication date: May 29, 2008Applicant: CENTRAL GLASS COMPANY, LIMITEDInventors: Akihiro Ishii, Takashi Ootsuka, Manabu Yasumoto, Hideyuki Tsuruta, Kenjin Inomiya, Koji Ueda, Kaori Mogi
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Patent number: 7378194Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, O, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FX1O)N?(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalised, and can be used, inter alia, as electrolyte.Type: GrantFiled: October 1, 2004Date of Patent: May 27, 2008Assignees: ACEP, Inc., Centre de la Recherche Scientifique, Universite de MontrealInventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
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Patent number: 7364908Abstract: A method of separating at least a first non-fluorous compound from a mixture of compounds including at least the first non-fluorous compound and a second fluorous compound includes: charging the of compounds to a non-fluorous solid (stationary) phase and eluting with a fluorous eluting fluid (mobile phase). In one embodiment, the non-fluorous solid phase is polar in nature. The method can further include a second phase elution with a suitable organic solvent. A method conducting a chemical reaction, includes: mixing at least a first fluorous compound and a second compound, the first fluorous compound differing in fluorous nature from the second compound; exposing the first mixture to conditions to convert at least one of the first fluorous compound and the second compound to give a second mixture containing at least a third compound, charging the second mixture to a non-fluorous solid phase; and eluting with a fluorous fluid.Type: GrantFiled: June 17, 2004Date of Patent: April 29, 2008Assignees: University of Pittsburgh - Of the Commonwealth System of Higher Education, Fluorous Technologies Inc.Inventors: Dennis P. Curran, Masato Matsugi, Marvin S. Yu
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Patent number: 7312288Abstract: Polymerizable fluorinated ester compounds having formulae (1) and (2) are novel wherein R1 is H, methyl or trifluoromethyl, R2 and R3 are H or a monovalent hydrocarbon group, R2 and R3 may form a ring, R4 is H, OH or a monovalent hydrocarbon group, and R5 is an acid labile group.Type: GrantFiled: October 6, 2004Date of Patent: December 25, 2007Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takeshi Kinsho, Takeru Watanabe
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Patent number: 7282246Abstract: Concerning the compound of the formula (I) R1, R3 are each independently, for example, H R2, R4 are each independently, for example, H X1, X2 are each independently H or F M1 is —CO—O—, —O—CO—, —CH2—O—, —O—CH2—, —CF2—O—, —O—CF2—, —CH?CH—, —CF?CF—, —C?C—, —CH2—CH2—CO—O—, —O—CO—CH2—CH2—, —CH2—CH2—, —CF2—CF2—, —(CH2)4—, —OC(?O)CF?CF— or a single bond A1 is, for example, 1,4-phenylene, and R5 has the same possible definitions as specified for R2 and R4, with the exception of —M1-A1-R5, but independently of the particular definitions of R2 and R4 with the following provisos: 1) at least one of X1, X2 has to be F 2) R1, R2, R3 and R4 must not at the same time be H 3) at most two of R1, R2, R3 and R4 may be c).Type: GrantFiled: April 4, 2005Date of Patent: October 16, 2007Assignee: Merck Patent GmbHInventors: Wolfgang Schmidt, Barbara Hornung, Rainer Wingen
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Patent number: 7230147Abstract: The invention concerns a method for functionalizing a double bond and, more particularly, a double bond bearing a metalloid atom. Said functionalization is produced by the action of perhalogenated sulphonyl chloride on the carbon bearing sulphur in the presence of a free radical initiator, preferably by homolytic cleavage. The invention is useful in organic synthesis.Type: GrantFiled: June 11, 2004Date of Patent: June 12, 2007Assignee: Shasun Pharma Solutions LimitedInventor: Nicolas Roques
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Patent number: 7145046Abstract: Inorganic and organic compounds containing fluorine can be produced, for example, from corresponding chlorine-containing compounds by chlorine/fluorine exchange using fluorinating agents. Monocyclic or bicyclic compounds containing at least two nitrogen atoms, at least one of which is incorporated into the ring system, can be used as catalysts or fluorinating agents for chlorine/fluorine exchange reactions to produce sulfurylchlorofluoride, sulfurylfluoride or a carboxylic acid fluoride. It is likewise possible to carry out HF addition to unsaturated carbon-carbon bonds or chlorine/fluorine exchange at carbon atoms. For example, monochloro or dichloro malonic acid esters can be converted to difluoro malonic acid esters. Work-up of the reaction mixture can be simplified by using suitable solvents which force the reaction mixture to exist in two phases.Type: GrantFiled: August 1, 2003Date of Patent: December 5, 2006Assignee: Solvay Fluor und Derivate GmbHInventors: Max Braun, Carsten Brosch
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Patent number: 7030283Abstract: This invention relates to a process for the preparation of 1,1-difluoroolefins, e.g., difluorovinyl cycloaliphatic compounds such as difluorovinylcyclohexane and derivatives by the dehydrofluorination of a trifluoromethyl-substituted cycloaliphatic compound and the resulting compositions. This method utilizes a “sterically hindered super-base” system represented by the formula M+?NRR?; where M is Na or K and R is a secondary, or tertiary alkyl or cycloalkyl group of amines for effecting dehydrofluorination of the trifluoromethyl group leading to the difluorovinyl based cycloaliphatic compounds. The sterically hindered super base can be formed by the, in situ, reaction of a sodium or potassium alkoxide, e.g., KtBuO with a lithium dialkylamide where the lithium is bonded to nitrogen atom of an amine bearing secondary or tertiary aliphatic groups.Type: GrantFiled: January 23, 2004Date of Patent: April 18, 2006Assignee: Air Products and Chemicals, Inc.Inventors: Gauri Sankar Lal, Kathryn Sue Hayes, Guido Peter Pez
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Patent number: 7026520Abstract: Methane is used as the selective dehydrating agent for the production of 2,3,3,3-tetrafluoro-1-propene (R1234yf) from 2,2,3,3,3-pentafluoro-1-propanol. Supported transition metal catalysts are prepared and used for this reaction with high activity. Almost 58% selectivity to R1234yf is obtained at an alcohol conversion level of 60% using unsupported Ni-mesh as the catalyst. Pd and Pt show almost similar level of conversion; however, the selectivity to the desired product is low. The activity of the metal catalyst was found to be a function of the type of support material, activated carbon showing better activity than alumina. Different important process parameters such as temperature, pressure, and contact time are studied to optimize the process. High pressure and temperature are deleterious to the rate of 1234yf formation; yet, the highest yield to 1234yf is obtained while performing a reaction at 494° C. with a contact time of 23 sec.Type: GrantFiled: December 8, 2004Date of Patent: April 11, 2006Assignee: Honeywell International Inc.Inventors: Sudip Mukhopadhyay, HsuehSung Tung, Haridasan K. Nair
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Patent number: 6992229Abstract: The present invention has an object to provide a method for purifying a fluorinated hydroxyl compound of the formula 1 safely in a high yield under industrially practical conditions. Namely, a mixture containing a fluorinated hydroxyl compound of Rf—CR1R2—OH (Formula 1, wherein Rf is a C1-20 polyfluoroalkyl group, and each of R1 and R2 is a hydrogen atom or a C1-3 alkyl group) such as 2,2,3,3-tetrafluoropropanol, and a compound having an unshared electron pair, is distilled by heating in the presence of a solid acid catalyst such as a cation exchange resin catalyst, or by adding a proton source such as water.Type: GrantFiled: November 19, 2002Date of Patent: January 31, 2006Assignee: Asahi Glass Company, LimitedInventors: Hidekazu Okamoto, Akihiro Wada, Toshihiko Toma, Nobuyuki Yamagishi
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Patent number: 6919480Abstract: The present invention provides novel processes for preparing a fluorinated acyl fluoride and a fluorinated vinyl ether.Type: GrantFiled: December 5, 2003Date of Patent: July 19, 2005Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu
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Patent number: 6897344Abstract: Divalent and trivalent metal salts are added to the solution containing the fluorine compound to precipitate the layered double hydroxide containing the fluorine compound between layers. By these processes, the fluorine compound can be fixed with high rate. Moreover, if necessary, the precipitated layered double hydroxide can be recovered to separate the fluorine compound or its salt between layers. Therefore, the burden to environment or the ecosystem by the fluorine compound can be reduced.Type: GrantFiled: July 26, 2001Date of Patent: May 24, 2005Assignee: Jemco Inc.Inventors: Kiyoshi Fuda, Toshiaki Matsunaga, Takeshi Kamiya, Kota Omori
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Patent number: 6894197Abstract: A method for producing fluorinated alcohols from fluorinated alkyl halides can produce fluorinated alcohols at high product yield and at high selectivity in a single-step reaction. The method eliminates the need to use heavy metals and other toxic compounds that are difficult to handle or process. Specifically, the method produces a fluorinated alcohol represented by the following general formula (2): Rf(A)OH??(2) wherein Rf represents a perfluoroalkyl group having 1 to 10 carbon atoms; and A represents a straight-chained or branched saturated hydrocarbon group having 3 to 10 carbon atoms. The method is characterized in that it allows a fluorinated alkyl halide represented by the following general formula (1) to react with an alkali metal salt of 4-hydroxybutyrate in a gamma-butyrolactone solvent: Rf(A)X??(1) wherein Rf and A are as defined above; and X represents a halogen atom.Type: GrantFiled: July 1, 2002Date of Patent: May 17, 2005Assignee: Tosoh F-Tech, Inc.Inventors: Hideyuki Mimura, Kosuke Kawada, Shoji Arai
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Patent number: 6872861Abstract: The invention relates to a process for preparing polyfluoroalkyl-lithium compounds by deprotonation of polyfluoroalkyl compounds by means of lithium bases.Type: GrantFiled: June 7, 2002Date of Patent: March 29, 2005Assignee: Bayer AktiengesellschaftInventors: Marielouise Schneider, Albrecht Marhold, Alexander Kolomeitsev, Alexander Kadyrov, Gerd-Volker Röschenthaler, Jan Barten
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Patent number: 6861565Abstract: A process for producing a fluoroalkanol which can easily be industrially practiced with high selectivity, is provided. CHR1R2OH, a radical initiator and CF2?CFRf are continuously supplied and reacted at from 105 to 135° C., and H—(RfCFCF2)n—CR1R2—OH formed, is continuously discharged. Here, each of R1 and R2 is a hydrogen atom or a C1-3 alkyl group, Rf is a fluorine atom or a C1-4 polyfluoroalkyl group, and n is an integer of from 1 to 4.Type: GrantFiled: March 10, 2003Date of Patent: March 1, 2005Assignee: Asahi Glass Company, LimitedInventors: Toshihiko Tohma, Akihiro Wada
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Patent number: 6841304Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, O, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FX1O)N?(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalised, and can be used, inter alia, as electrolyte.Type: GrantFiled: November 9, 2001Date of Patent: January 11, 2005Assignees: ACEP, Inc., Centre National de la Recherche Scientifique, Universite de MontrealInventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
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Patent number: 6825043Abstract: A method of increasing the fluorous nature of a compound includes the step of reacting the compound with at least one second compound having the formula: wherein Rf is a fluorous group, Rs is a spacer group, d is 1 or 0, m is 1, 2 or 3, Ra is an alkyl group and X is a suitable leaving group. A compound has the formula: wherein Rf is a fluorous group, n is an integer between 0 and 6, m is 1, 2 or 3, Ra is an alkyl group and X is a leaving group.Type: GrantFiled: May 5, 2000Date of Patent: November 30, 2004Assignee: University of PittsburghInventors: Dennis P. Curran, Roger Read, Zhiyong Luo
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Patent number: 6784327Abstract: A process for the production of a fluorinated organic compound, characterized by fluorinating an organic compound having a hydrogen atoms using IF5; and a novel fluorination process for fluorinating an organic compound having a hydrogen atoms by using a fluorinating agent containing IF5 and at least one member selected from the group consisting of acids, bases, salts and additives.Type: GrantFiled: December 10, 2002Date of Patent: August 31, 2004Assignee: Daikin Industries, Ltd.Inventors: Norihiko Yoneda, Tsuyoshi Fukuhara, Kazuhiro Shimokawa, Kenji Adachi, Satoshi Oishi
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Patent number: 6747174Abstract: The present invention provides novel processes for preparing a fluorinated acyl fluoride and a fluorinated vinyl ether.Type: GrantFiled: January 28, 2003Date of Patent: June 8, 2004Assignee: Asahi Glass Company, LimitedInventors: Takashi Okazoe, Kunio Watanabe, Masahiro Ito, Daisuke Shirakawa, Shin Tatematsu
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Patent number: 6743957Abstract: Divalent and trivalent metal salts are added to the solution containing the fluorine compound and the polymer containing fluorine to precipitate the layered double hydroxide containing the fluorine compound between layers. At this time, the polymer containing fluorine suspended in the solution is also coagulated to precipitate. By these processes, the fluorine compound is fixed with high rate to separate from the solution with the polymer containing fluorine, and recovered if necessary. By this treatment process, the fluorine compound and the polymer containing fluorine, contained in the wastewater etc. can be separated easily, and the burden to environment or ecosystem can be reduced.Type: GrantFiled: June 26, 2002Date of Patent: June 1, 2004Assignee: JEMCO, Inc.Inventors: Kiyoshi Fuda, Toshiaki Matsunaga, Takeshi Na Kamiya, Kota Omori
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Publication number: 20040024269Abstract: It is to provide a process for synthesizing an intended fluorine-containing compound having a geminal difluoro structure with a high yield, by subjecting a carbonyl compound which is readily available to a two-stage reaction.Type: ApplicationFiled: July 30, 2003Publication date: February 5, 2004Applicant: ASAHI GLASS COMPANY LIMITEDInventors: Shuzhong Wang, Kazuhiko Hayashi, Shinsuke Kaga, Kazuya Oharu
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Patent number: 6670511Abstract: A fluorine-containing diene represented by the formula 1: CF2═CF(CF2)nCXYOCF═CF2 Formula 1 wherein each of X and Y which are independent of each other, is an atom selected from a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, provided that X and Y are not simultaneously hydrogen atoms or fluorine atoms, and n is an integer of from 1 to 3.Type: GrantFiled: May 15, 2002Date of Patent: December 30, 2003Assignee: Asahi Glass Company LimitedInventors: Kimiaki Kashiwagi, Hidenobu Murofushi, Norihide Sugiyama, Masakuni Sato, Atsushi Watakabe
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Publication number: 20030135075Abstract: A two-step process for the preparation of fluoroolefin compounds of formula I 1Type: ApplicationFiled: October 21, 2002Publication date: July 17, 2003Inventor: William Wakefield Wood
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Patent number: 6590125Abstract: A light-emitting polymer and its preparation method, the polymer being excellent in electron injection and transport ability as well as hole injection and transport ability in an EL device, the EL device manufactured from the polymer being also emittable in the blue emission region, in which the EL device from an inorganic material is not mostly emittable. The light-emitting polymer of the invention is an alternated copolymer having repeated units (arylenevinylene units) excellent in hole injection and transport ability and repeated units (fluorinated tetraphenyl units) excellent in electron injection and transport ability with alternated order, as shown in formula (II). An EL device manufactured from the light-emitting polymer, a fluorinated tetraphenyl derivative of formula (I), which is used as a monomer to prepare the light-emitting polymer, and their preparation methods.Type: GrantFiled: April 3, 2001Date of Patent: July 8, 2003Assignee: Electronics and Telecommunications Research InstituteInventors: Do Hoon Hwang, Tae Hyoung Zyung, Lee Mi Do, Hye Yong Chu
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Patent number: 6534671Abstract: This invention relates to a novel class of halofluorinated acrylates and more particularly to chlorofluorinated or bromofluorinated acrylates characterized by a chlorofluorinated or bromofluorinated alkylene moiety with acrylate functions at both terminals. These chlorofluorinated acrylates may be photocured in the presence of a photoinitiator into transparent polymers useful as optical waveguiding materials.Type: GrantFiled: June 13, 2001Date of Patent: March 18, 2003Assignee: Corning IncorporatedInventors: Chengjiu Wu, Baopei Xu, Jianhui Shan, James T. Yardley
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Patent number: 6448452Abstract: A polymer which contains monomer units formed by polymerization of a fluorine-containing diene of formula 1: CF2═CF(CF2)nCXYOCF═CF2 Wherein X and Y are hydrogen and chlorine, hydrogen and-bromine, hydrogen and iodine, fluorine and chlorine, fluorine and bromine, fluorine and iodine, chlorine and bromine, chlorine and iodine, bromine and bromine, bromine and iodine, or iodine and iodine and n is an integer from 1 to 3.Type: GrantFiled: April 25, 2001Date of Patent: September 10, 2002Assignee: Asahi Glass Company LimitedInventors: Kimiaki Kashiwagi, Hidenobu Murofushi, Norihide Sugiyama, Masakuni Sato, Atsushi Watakabe
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Publication number: 20020055045Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, O, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FX1O)N−(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalised, and can be used, inter alia, as electrolyte.Type: ApplicationFiled: November 9, 2001Publication date: May 9, 2002Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
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Patent number: 6365301Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, O, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FX1O)N−(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalized, and can be used, inter alia, as electrolyte.Type: GrantFiled: September 7, 1999Date of Patent: April 2, 2002Assignees: ACEP, Inc., Centre National de la Recherche Scientifique, Universite de MontrealInventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
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Patent number: 6313359Abstract: A method of producing hydrofluorocarbons and methods of producing other commercially attractive compounds formed as by-products of hydrofluorocarbon production by using aldehydes as a principal reactant.Type: GrantFiled: July 17, 2000Date of Patent: November 6, 2001Assignee: Honeywell International Inc.Inventors: Hsueh Sung Tung, Robert Scott Wedinger
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Publication number: 20010034459Abstract: The invention relates to a process for preparing a compound of the formula (I) 1Type: ApplicationFiled: December 21, 2000Publication date: October 25, 2001Inventors: Andreas Meudt, Stefan Scherer, Antje Norenberg, Peter Koch, Steffen Haber
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Patent number: 6248889Abstract: A process for preparing a fluoride from its corresponding alcohol comprises the steps of (a) forming a mixture comprising (i) at least one fluorinated, saturated aliphatic or alicyclic sulfonyl fluoride (for example, perfluorobutanesulfonyl fluoride) and (ii) at least one primary or secondary alcohol; and (b) adding a molar excess of at least one strong, aprotic, non-nucleophilic, hindered, double bond-containing, organic base (for example, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)) to the mixture.Type: GrantFiled: November 20, 1998Date of Patent: June 19, 2001Assignee: 3M Innovative Properties CompanyInventors: Patricia M. Savu, Daniel C. Snustad
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Patent number: 6242645Abstract: Diaryl-, dialkoxyalkyl-, alkylalkoxyalkyl-, arylalkoxyalkyl- and cyclic aminosulfur trifluorides fluorinating agents are disclosed.Type: GrantFiled: March 23, 2000Date of Patent: June 5, 2001Assignee: Air Products and Chemicals, Inc.Inventors: Gauri Sankar Lal, Guido Peter Pez, Reno Joseph Pesaresi, Jr., Robert George Syvret
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Patent number: 6235949Abstract: A process for the preparation of halide compounds, preferably aryl halides, by contacting a gaseous mixture of hydrohalic acid and a compound selected from an aryl halogen formate, an aryl carbonate and equivalents thereof with a Lewis acid catalyst.Type: GrantFiled: March 10, 1997Date of Patent: May 22, 2001Assignee: Rhodia ChimieInventors: Herve Garcia, Laurent Gilbert, Serge Ratton, Christophe Rochin
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Patent number: 6235950Abstract: A method of producing hydrofluorocarbons and methods of producing other commercially attractive compounds formed as by-products of hydrofluorocarbon production by using ketones as a principal reactant.Type: GrantFiled: December 22, 1999Date of Patent: May 22, 2001Assignee: Honeywell InternationalInventors: Hsueh S. Tung, Robert S. Wedinger
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Patent number: 6222064Abstract: A fluorination method of oxygen and halogen sites with diaryl-, dialkoxyalkyl-, alkylalkoxyalkyl-, arylalkoxyalkyl- and cyclic aminosulfur trifluorides fluorinating reagents is disclosed.Type: GrantFiled: January 14, 2000Date of Patent: April 24, 2001Assignee: Air Products and Chemicals, Inc.Inventors: Gauri Sankar Lal, Guido Peter Pez
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Patent number: 6207860Abstract: Diaryl-, dialkoxyalkyl-, alkylalkoxyalkyl-, arylalkoxyalkyl- and cyclic aminosulfur trifluorides fluorinating agents are disclosed.Type: GrantFiled: September 29, 1997Date of Patent: March 27, 2001Assignee: Air Products and Chemicals, Inc.Inventors: Gauri Sankar Lal, Guido Peter Pez, Reno Joseph Pesaresi, Jr.
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Patent number: 6194606Abstract: The present invention provides compounds having the formula: in which R is hydrogen or C1-C4alkyl, preferably hydrogen and Y is hydrogen, C1-C4alkyl, C1-C4alkoxy, CF3, halogen (F, Cl, Br or I) or SO3M in which M is H, Na, K, Ca, Mg, ammonium, mono-, di-, tri- or tetra-C1-C4alkylammonium, mono-, di- or tri-hydroxyalkylammonium or ammonium that is di- or tri-substituted with a mixture of C1-C4alkyl and C1-C4hydroxyalkyl groups; a process for their production; and their use as intermediates in the production of asymmetric or symmetric fluorescent whitening agents.Type: GrantFiled: September 22, 1998Date of Patent: February 27, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Bernd Siebenhaar, Bruno Casagrande, Victor Eliu
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Patent number: 6191326Abstract: This invention provides a process for preparing 1,1,1,2,3,3,3-heptafluoropropane, which comprises reacting 2-trifluoromethyl-3,3,3-trifluoropropionic acid with fluorine gas. The process according to this invention produces 1,1,1,2,3,3,3-heptafluoropropane with high selectivity and is an industrially efficient and economical method.Type: GrantFiled: September 3, 1999Date of Patent: February 20, 2001Assignee: Daikin Industries, Inc.Inventors: Tatsuya Otsuka, Hirokazu Aoyama
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Patent number: 6118032Abstract: Disclosed is a process for the production of cyclopropylmethyl halides (CPMX) such as cyclopropylmethyl chloride (CPMCI) and cyclopropylmethyl bromide (CPMBr) wherein cyclopropanemethanol (CPMO) is contacted with a complex comprising a dialkyl sulfide and an N-halosuccinimide in the presence of an organic solvent.Type: GrantFiled: August 3, 1999Date of Patent: September 12, 2000Assignee: Eastman Chemical CompanyInventors: Daniel John Bayston, Ronald Michael Scott, James Matthew Lovell, Lindsay Anne White
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Patent number: 6111151Abstract: Process for removing water from compositions containing water, organics and hydrogen fluoride (e.g. product stream from vapour phase hydrofluorination processes, e.g. manufacture of HFA 134a, HFA 125 or HFA 32) by phase separation and purge of the aqueous layer.Type: GrantFiled: February 8, 1999Date of Patent: August 29, 2000Assignee: Imperial Chemical Industries PLCInventors: Paul Nicholas Ewing, Paul David Bernard Bujac, David William Bonniface
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Patent number: 6077981Abstract: Disclosed is a process for the production of cyclopropylmethyl halides (CPMX) such as cyclopropylmethyl chloride (CPMCl) and cyclopropylmethyl bromide (CPMBr) wherein cyclopropanemethanol (CPMO) is contacted with an aqueous solution of a hydrogen halide (HX) at a temperature in the range of -30.degree. C. to 35.degree. C. Also disclosed is a three-step process wherein CPMO is converted to a CPMX, the CPMX is separated as a liquid organic phase from the aqueous hydrogen halide by decantation and then is subjected to fractional distillation to provide CPMX in high purity. Finally, a process for the co-production of a CPMX and a cyclobutyl halide (CBX) is disclosed.Type: GrantFiled: August 28, 1998Date of Patent: June 20, 2000Assignee: Eastman Chemical CompanyInventors: Shaowo Liang, Colin Henry Ridyard, Daniel Latham Terrill, Clyde Neil Clubb
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Patent number: 6002055Abstract: Highly fluorinated epoxides are reacted with dihalogens in the presence of metal and metal containing reaction promoters to give dihalofluoromethanes and their homologues.Type: GrantFiled: August 19, 1998Date of Patent: December 14, 1999Assignee: E. I. du Pont de Nemours and CompanyInventor: Zhen-Yu Yang
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Patent number: 5994599Abstract: A process is disclosed for preparing an adduct of the formula R.sup.1 CF.sub.2 CH.sub.2 OCF.sub.3-a-m (C.sub.2 H.sub.n X.sub.4-n F).sub.m R.sup.2.sub.a wherein R.sup.1 is selected from the group consisting of --(CF.sub.2).sub.p H and --C.sub.p F.sub.2p+1 where p is 0 or an integer from 1 to 6; R.sup.2 is selected from the group consisting of --H, --CHF.sub.2, --CHFCF.sub.3, --CHFOCF.sub.3, --CHFO(CF.sub.2).sub.2 CF.sub.3, and --CHClF; each X is independently selected from the group consisting of Br, Cl and F; a is 0 or 1; m is 1 or 2, provided that when a is 1 and R.sup.2 is other than hydrogen, then m is 1; and n is 0, 1 or 2. The process involves reacting a fluorinated ether of the formula R.sup.1 CF.sub.2 CH.sub.2 OCF.sub.3-a R.sup.2.sub.a with an olefin of the formula C.sub.2 H.sub.n X.sub.4-n in the liquid phase in the presence of antimony pentafluoride catalyst. Also disclosed is a process for preparing unsaturated ethers of the formula R.sup.1 CF.sub.2 CH.sub.2 OCF.sub.3-a-m (C.sub.2 H.sub.n X.sub.Type: GrantFiled: June 4, 1998Date of Patent: November 30, 1999Assignee: E. I. du Pont de Nemours and CompanyInventor: Viacheslav Alexandrovich Petrov
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Patent number: 5910615Abstract: A process is disclosed for producing 1,1,1,3,3,3-hexafluoropropane and/or 1,1, 1,3,3-pentafluoropropene from (CF.sub.3).sub.2 CHCOOH and/or its water soluble salts. The process involves providing a mixture containing water and such carboxy compound(s) which has a pH of less than about 4, and reacting the mixture at a temperature of at least about 75.degree. C. Certain ether compounds may be included in the mixture along with (CF.sub.3).sub.2 CHCOOH and/or its water soluble salts. The reaction of the carboxy (and optionally ether) compound(s) with water may be employed in connection with a process for producing tetrafluoroethylene and/or hexafluoropropylene by pyrolysis, where by-product perfluoroisobutylene is reacted with water (and optionally an alkanol) to produce (CF.sub.3).sub.2 CHCOOH (and optionally one or more ether compounds).Type: GrantFiled: October 8, 1997Date of Patent: June 8, 1999Assignee: E. I. du Pont de Nemours and CompanyInventors: Scott C. Jackson, Paul Raphael Resnick, Steven H. Swearingen
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Patent number: 5905176Abstract: Disclosed is a process for the production of cyclobutyl halides such as cyclobutyl chloride and cyclobutyl bromide wherein cyclopropanemethanol is contacted with an aqueous solution of a hydrogen halide at a temperature in the range of greater than 35.degree. C. up to 120.degree. C.Type: GrantFiled: August 28, 1998Date of Patent: May 18, 1999Assignee: Eastman Chemical CompanyInventor: Shaowo Liang
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Patent number: 5874655Abstract: Chlorinated aromatics are obtained in a simple manner and in particularly good yield if the corresponding chloroformic esters are heated in the liquid phase to 90.degree. to 240.degree. C. in the presence of an inert organic solvent and a catalytic amount of one or more Lewis acids selected from the group consisting of the aluminium halides, iron halides and antimony halides.Type: GrantFiled: March 6, 1997Date of Patent: February 23, 1999Assignee: Bayer AktiengesellschaftInventors: Norbert Lui, Albrecht Marhold
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Patent number: 5874656Abstract: o-Alkylfluorobenzenes are advantageously prepared by heating the corresponding chloroformates to from 70.degree. to 200.degree. C. in the liquid phase in the presence of hydrogen fluoride and in the presence of an inert diluent other than a halogenated alkane.Type: GrantFiled: October 7, 1997Date of Patent: February 23, 1999Assignee: Bayer AktiengesellschaftInventors: Norbert Lui, Michael-Harold Rock
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Patent number: 5763702Abstract: A benzene halide is produced with high purity at a high yield by heating a halogen-substituted benzene carboxylic acid in the presence of a basic catalyst in a solvent.Type: GrantFiled: September 25, 1996Date of Patent: June 9, 1998Assignee: Nippon Shokubai Co., Ltd.Inventors: Yasunori Okumura, Osamu Kaieda
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Patent number: 5756868Abstract: A process for the production of hydrofluorocarbons, in particular hydrofluoroalkanes such as difluoromethane, which comprises contacting an .alpha.-fluoro-ether, in particular a fluorinated dialkyl ether such as bis(fluoromethyl)ether in the liquid phase with a Lewis acid such as a fluoride of Nb, Sb, B, Ta, Al or Ti.Type: GrantFiled: October 19, 1995Date of Patent: May 26, 1998Assignee: Imperial Chemical Industries PLCInventors: Leslie Burgess, Thomas Anthony Ryan, Richard Llewellyn Powell
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Patent number: 5750807Abstract: A process for the production of a hydro(halo)fluorocarbon which comprises heating an .alpha.-fluoroether in the vapor phase at elevated temperature. .alpha.-fluoroethers are obtained by reacting a non-enolisable aldehyde with hydrogen fluoride to form an intermediate and reacting the intermediate with an alcohol or a halogenating agent. Novel .alpha.-fluoroethers are also provided.Type: GrantFiled: May 19, 1995Date of Patent: May 12, 1998Assignee: Imperial Chemical Industries PLCInventors: Leslie Burgess, Jane Lesley Butcher, Thomas Anthony Ryan, Peter Paul Clayton