Increasing The Number Of Carbon Atoms In The Compound Patents (Class 570/171)
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Patent number: 8957264Abstract: A process for producing a fluoroalkyl iodide as a telomer Rf(CF2CF2)nI (wherein Rf is a C1-10 fluoroalkyl group, and n is an integer of from 1 to 6) by telomerization from a fluoroalkyl iodide represented by the formula RfI (wherein Rf is as defined above) as a telogen and tetrafluoroethylene (CF2CF2) as a taxogen, which comprises a liquid phase telomerization step of supplying a homogeneous liquid mixture of the telogen and the taxogen from the lower portion of a tubular reactor, moving the mixture from the lower portion towards the upper portion of the reactor in the presence of a radical initiator over a retention time of at least 5 minutes while the reaction system is kept in a liquid phase state under conditions where no gas-liquid separation will take place, so that the taxogen supplied to the reactor is substantially consumed by the reaction in the reactor, and drawing the reaction product from the upper portion of the reactor.Type: GrantFiled: December 11, 2013Date of Patent: February 17, 2015Assignee: Asahi Glass Company, LimitedInventors: Shoji Furuta, Yusuke Sugahara, Keiko Nakase, Keisuke Mori
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Patent number: 8889924Abstract: The present invention provides a simple three step process for the production of 1,3,3,3-tetrafluoropropene (HFO-1234ze). In the first step, carbon tetrachloride is added to vinyl fluoride to afford the compound CCl3CH2CHClF (HCFC-241fb). HCFC-241fb is then fluorinated with anhydrous HF to afford CF3CH2CHClF (HCFC-244fa) in the second step. Dehydrochlorination of HCFC-244fa, in the third step, affords the desired product, CF3CH?CHF (HFO-1234ze). Following similar chemistry, vinyl chloride may be used in place of vinyl fluoride.Type: GrantFiled: February 4, 2013Date of Patent: November 18, 2014Assignee: Honeywell International Inc.Inventors: Haridasan K. Nair, Rajiv Ratna Singh, Andrew Joseph Poss, David Nalewajek
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Patent number: 8809218Abstract: There is provided a substance having much higher catalytic activity for a Suzuki-Miyaura coupling reaction than conventional heterogenous catalysts. The present invention provides a zeolite-palladium complex including USY-zeolite and Pd supported on the USY-zeolite, the Pd having a Pd—Pd coordination number of 4 or less and an oxidation number of 0.5 or less.Type: GrantFiled: February 23, 2010Date of Patent: August 19, 2014Assignee: National University Corporation Tottori UniversityInventors: Kazu Okumura, Miki Niwa, Hirosuke Matsui, Yoshinori Enmi, Takuya Tomiyama, Shizuyo Okuda
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Patent number: 8791310Abstract: To provide a process for producing a fluoroalkyl iodide, whereby the selectivity for a fluoroalkyl iodide having a desired degree of polymerization is high and the productivity is high. A process for producing a fluoroalkyl iodide (2) represented by RfCF2CF2I (wherein Rf is a fluoroalkyl group having at most 4 carbon atoms), which comprises reacting a fluoroalkyl iodide (1) represented by RfI with tetrafluoroethylene in the presence of a radical initiator, wherein a first reaction step of supplying and reacting tetrafluoroethylene and a radical initiator to the fluoroalkyl iodide (1), is followed by repeating (n?1) times (provided that n is an integer of at least 3) a subsequent reaction step of supplying and reacting a radical initiator, or a radical initiator and tetrafluoroethylene, to a reaction mixture (1) formed in the first reaction step.Type: GrantFiled: December 4, 2012Date of Patent: July 29, 2014Assignee: Asahi Glass Company, LimitedInventors: Tetsuo Otsuka, Shoji Furuta
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Patent number: 8729321Abstract: A process for producing a fluoroalkyl iodide as a telomer Rf(CF2CF2)nI (wherein Rf is a C1-10 fluoroalkyl group, and n is an integer of from 1 to 6) by telomerization from a fluoroalkyl iodide represented by the formula RfI (wherein Rf is as defined above) as a telogen and tetrafluoroethylene (CF2CF2) as a taxogen, which comprises a liquid phase telomerization step of supplying a homogeneous liquid mixture of the telogen and the taxogen from the lower portion of a tubular reactor, moving the mixture from the lower portion towards the upper portion of the reactor in the presence of a radical initiator over a retention time of at least 5 minutes while the reaction system is kept in a liquid phase state is under conditions where no gas-liquid separation will take place, so that the taxogen supplied to the reactor is substantially consumed by the reaction in the reactor, and drawing the reaction product from the upper portion of the reactor.Type: GrantFiled: April 19, 2006Date of Patent: May 20, 2014Assignee: Asahi Glass Company, LimitedInventors: Shoji Furuta, Yu{grave over (s)}uke Sugahara, Keiko Nakase, Keisuke Mori
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Patent number: 8461401Abstract: Hexafluoro-2-butene (HFO-1336) is a low global warming potential blowing agent, refrigerant and solvent. This invention provides a method for making the compound, including the cis-isomer, from the readily available raw materials, carbon tetrachloride and 3,3,3-trifluoropropene. The trans-isomer formed in the process can be isomerized into cis-isomer by the use of an isomerization catalyst.Type: GrantFiled: March 11, 2011Date of Patent: June 11, 2013Assignee: Honeywell International Inc.Inventors: Hsueh Sung Tung, Haiyou Wang
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Patent number: 8426655Abstract: Hexafluoro-2-butene (HFO-1336) is a low global warming potential blowing agent, refrigerant and solvent. This invention provides methods for making the compound, including the cis-isomer, from the readily available raw materials, carbon tetrachloride and ethylene. The trans-isomer formed in the process can be isomerized into cis-isomer by the use of an isomerization catalyst.Type: GrantFiled: March 11, 2011Date of Patent: April 23, 2013Assignee: Honeywell International Inc.Inventors: Hsueh Sung Tung, Haiyou Wang
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Patent number: 8299309Abstract: Described herein is a process for the manufacture of hydrofluoroalkanols of the structure RfCFClCHROH. Also described herein are methods of manufacturing hydrofluoroalkenes of the structure RfCF?CHR from halofluorocarbons of the structure RfCFX2. In particular, 2,3,3,3,-tetrafluoro-1-propene may be manufactured with this process. Also described are compounds of the formula RfCFClCHROC(?O)R?.Type: GrantFiled: October 11, 2011Date of Patent: October 30, 2012Assignee: E I du Pont de Nemours and CompanyInventors: Mario Joseph Nappa, Xuehui Sun, Lev Moiseevich Yagupolskii, Andrey Anatolievich Filatov, Vladimir Nikolaevich Boiko, Yurii Lvovich Yagupolskii
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Patent number: 8247625Abstract: A process is disclosed for making RR1R2CCR1R2F wherein R is selected from the group consisting of CH3, CH2F, C2H4F, and F(CF2)nCH2CH2 where n is an integer from 1 to 10, each R1 is independently selected from the group consisting of H, Cl, F and CF3, and each R2 is independently selected from the group consisting of H, F and CF3. The process involves reacting RF with R1R2C?CR1R2 in the presence of SbF5 to produce a product mixture comprising RR1R2CCR1R2F, wherein the reaction temperature is from about ?60° C. to about ?10° C., provided that total number of carbon atoms in R1R2C?CR1R2 is 5 or less.Type: GrantFiled: July 3, 2007Date of Patent: August 21, 2012Assignee: E I du Pont de Nemours and CompanyInventors: Xuehui Sun, Viacheslav A. Petrov, Mario Joseph Nappa, Velliyur Nott Mallikarjuna Rao, Ekaterina N. Swearingen
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Patent number: 8236425Abstract: A composition comprises a distribution of telomers of ethylene and at least one fluoroalkyl or perfluoroalkyl halide, the telomers comprising at least one polymethylene segment (—(CH2)n—) and at least one halomethyl group (—CXH2) and optionally comprising at least one non-fluorine heteroatom, and the halogen being selected from iodine and bromine; wherein the distribution has a number average ratio of methylene moieties of the polymethylene segment to the halomethyl groups of at least about 15.Type: GrantFiled: December 27, 2007Date of Patent: August 7, 2012Assignee: 3M Innovative Properties CompanyInventors: George G. I. Moore, Yu Yang, Richard M. Flynn
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Publication number: 20120065436Abstract: The present invention provides a process for preparing a fluorine-containing propane represented by the formula: CF2XCF2CH3 wherein X is F or Cl, the process including reacting tetrafluoroethylene and methyl chloride in the presence of an antimony halide represented by the formula: SbFxC5-x wherein x is a value of 0 to 5. According to the present invention, the fluorine-containing propane represented by the formula: CF2XCF2CH3 wherein X is F or Cl, which is useful as a starting material of 2,3,3,3-tetrafluoropropene (1234yf), can be obtained by a simple process, using relatively inexpensive starting materials.Type: ApplicationFiled: May 11, 2010Publication date: March 15, 2012Applicant: DAIKIN INDUSTRIES, LTD.Inventors: Daisuke Karube, Tsuneo Yamashita, Akinarri Sugiyama, Takashi Shibanuma
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Patent number: 8058488Abstract: Described herein is a process for the manufacture of hydrofluoroalkanols of the structure RfCFClCHROH, comprising reacting a halofluorocarbon of the structure RfCFX2, wherein each X is independently selected from Cl, Br, and I, with an aldehyde and a reactive metal in a reaction solvent to generate a reaction product comprising a metal hydrofluoroalkoxide, neutralizing said metal hydrofluoroalkoxide to produce a hydrofluoroalkanol, and recovering the hydrofluoroalkanol.Type: GrantFiled: November 20, 2008Date of Patent: November 15, 2011Assignee: E. I. du Pont de Nemours and CompanyInventors: Mario Joseph Nappa, Xuehui Sun, Lev Moiseevich Yagupolskii, Andrey Anatolievich Filatov, Vladimir Nikolaevich Boiko, Yurii Lvovich Yagupolskii
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Patent number: 7951982Abstract: Disclosed is a process for the preparation of fluorinated olefins. In preferred embodiments C3 olefins are produced by methods comprising contacting a compound of the Formula (I) C(R1aR2bR3c)??(I) with a compound of Formula (II) C(R1aR2bR3c)Cn(R1aR2bR3c)??II wherein R1a, R2b, and R3c are independently a hydrogen atom or a halogen selected from the group consisting of fluorine; chlorine, bromine and iodine, provided that the compound of formula I has at least three halogen substituents and that said at three halogen substituents comprise at least one fluorine; a, b and c are independently=0, 1, 2 or 3 and (a+b+c)=2 or 3; and n is 0 or 1, under conditions effective to produce at least one C3 fluoroolefin.Type: GrantFiled: November 3, 2006Date of Patent: May 31, 2011Assignee: Honeywell International Inc.Inventors: Sudip Mukhopadhyay, Haridasan K. Nair, Hsueh S. Tung, Michael Van Der Puy, Robert C. Johnson, Daniel C. Merkel
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Publication number: 20090253929Abstract: The present invention concerns a compound of formula (I): wherein R1 is C1-4 alkyl, or benzyl optionally substituted by halogen, C1-4alkyl (optionally substituted by halogen or C1-4 alkoxy), C1-4 alkoxy, C1-4 alkoxycarbonyl, nitro or cyano; and a process for preparing a compound of formula (I).Type: ApplicationFiled: December 7, 2005Publication date: October 8, 2009Applicant: ASTRAZENECA ABInventors: Allison Noble, Matthew Perry
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Publication number: 20090143604Abstract: Described herein is a process for the manufacture of hydrofluoroalkanols of the structure RfCFClCHROH, comprising reacting a halofluorocarbon of the structure RfCFX2, wherein each X is independently selected from Cl, Br, and I, with an aldehyde and a reactive metal in a reaction solvent to generate a reaction product comprising a metal hydrofluoroalkoxide, neutralizing said metal hydrofluoroalkoxide to produce a hydrofluoroalkanol, and recovering the hydrofluoroalkanol.Type: ApplicationFiled: November 20, 2008Publication date: June 4, 2009Applicant: E. I. DU PONT DE NEMOURS AND COMPANYInventors: Mario Joseph Nappa, Xuehui Sun, Lev Moiseevich Yagupolskii, Andrey Anatolievich Filatov, Vladimir Nikolaevich Boiko, Yurii Lvovich Yagupolskii
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Patent number: 7498468Abstract: 4-Aminopicolinic acids having tri- and tetra-substituted aryl substituents in the 6-position, and their amine and acid derivatives, are potent herbicides demonstrating a broad spectrum of weed control.Type: GrantFiled: October 4, 2007Date of Patent: March 3, 2009Assignee: Dow AgroSciences LLCInventors: Terry W. Balko, John F. Daeuble, Thomas L. Siddall
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Patent number: 7371904Abstract: Disclosed is a process for the synthesis of 1,3,3,3-tetrafluoropropene which comprises, in one embodiment, reacting a compound of CF3X1 with a compound of CX2H?CHX3, wherein X1, X2, and X3 are each independently selected from the group consisting of fluorine, chlorine, bromine and iodine, to produce a reaction product comprising a compound of CF3CH?CHX3, wherein X3 is as described above; and when X3 is not fluorine, fluorinating the compound to produce 1,3,3,3-tetrafluoropropene. The process in another embodiment comprises preparing tetrafluoropropene comprising thermally cracking one or more compounds capable of producing a reaction mixture which preferably comprises diflurocarbene radicals and vinylidene fluoride, and converting said reaction mixture into—tetrafluoropropene (1,3,3,3-tetrafluoropropene).Type: GrantFiled: April 29, 2005Date of Patent: May 13, 2008Assignee: Honeywell International Inc.Inventors: Jing Ji Ma, Sudip Mukhopadhyay, Haridasan K. Nair, Hsueh S. Tung, Michael Van Der Puy
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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: 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: 7208645Abstract: The present invention provides a process for producing 4-(2-methylphenyl)benzotrifluoride, comprising reacting 4-chlorobenzotrifluoride with 2-methylphenylmagnesium chloride in the presence of cobalt-based catalyst and zinc salt.Type: GrantFiled: March 9, 2006Date of Patent: April 24, 2007Assignee: Sumitomo Chemical Company, LimitedInventors: Kiyoshi Sugi, Masahide Tanaka
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Patent number: 7102041Abstract: A process for preparing a haloalkane comprising: (a) contacting a haloalkane starting material with an alkene in the presence of an effective amount of a catalyst complex under conditions effective to facilitate an addition reaction and to form a product stream comprising a haloalkane product from the addition reaction, wherein the catalyst complex has a boiling point higher than that of the haloalkane product; and (b) recovering the haloalkane product from the product stream.Type: GrantFiled: December 8, 2004Date of Patent: September 5, 2006Assignee: Honeywell International Inc.Inventor: Hsueh Sung Tung
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Patent number: 7094936Abstract: Methods and materials are provided for the production and purification of halogenated compounds and intermediates in the production of 1,1,1,3,3-pentafluoropropane. In a preferred embodiment, the process steps include: (1) reacting carbon tetrachloride with vinyl chloride to produce 1,1,1,3,3-pentachloropropane; (2) dehydrochlorinating the 1,1,1,3,3-pentachloropropane with a Lewis acid catalyst to produce 1,1,3,3-tetrachloropropene; (3) fluorinating the 1,1,3,3-tetrachloropropene to produce 1-chloro-3,3,3-trifluoropropene; (4) fluorinating the 1-chloro-3,3,3-trifluoropropene to produce a product mixture containing 1,1,1,3,3-pentafluoropropane; and (5) separating 1,1,1,3,3-pentafluoropropane from by-products.Type: GrantFiled: October 16, 2003Date of Patent: August 22, 2006Assignee: Great Lakes Chemical CorporationInventors: Stephen Owens, Andrew Jackson, Vimal Sharma, Mitchel Cohn, John Cheng-Ping Qian, Julia Ann Sacarias, Yuichi Iikubo
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Patent number: 7053253Abstract: Perfluoro-4-methyl-2-pentene containing the undesirable perfluoro-2-methyl-2-pentene may be purified by contacting the mixture with at least a stoichiometric equivalent of an aqueous inorganic base (relative to the perfluoro-2-methyl-2-pentene), in the presence of a polar solvent.Type: GrantFiled: May 2, 2005Date of Patent: May 30, 2006Assignee: 3M Innovative Properties CompanyInventors: Zhongxing Zhang, Zai-Ming Qiu
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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: 6958422Abstract: The present invention relates to the pyrolysis of hydrochlorofluorocarbons to form fluoromonomers such as tetrafluoroethylene, the pyrolysis being carried out in a reaction zone lined with nickel and mechanically supported by a jacket of other corrosion resistant metal, the nickel lining providing an improved yield of valuable reaction products.Type: GrantFiled: December 17, 2003Date of Patent: October 25, 2005Assignee: E. I. du Pont de Nemours and CompanyInventors: Charles Joseph Noelke, Velliyur Nott Mallikarjuna Rao
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Patent number: 6924403Abstract: The present invention relates to the process of pyrolyzing tetrafluoroethylene to hexafluoropropylene by carrying out the pyrolysis in a tubular reactor that is lined with either nickel or nickel alloy which contains no greater than 8 wt % chromium.Type: GrantFiled: May 7, 2003Date of Patent: August 2, 2005Assignee: E. I. du Pont de Nemours and CompanyInventors: John James Barnes, Kenneth Paul Kelch, Thomas D. Sandbrook, David John Van Bramer
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Patent number: 6919490Abstract: The present invention relates to a process for continuously producing a perfluoroalkyl iodide represented by the general formula Rf(CF2CF2)nI, wherein Rf is a C1-6 perfluoroalkyl and n is an integer from 1 to 4, the method comprising continuously supplying a perfluoroalkyl iodide as a telogen represented by the general formula RfI, wherein Rf is as defined above, and tetrafluoroethylene as a taxogen to a tubular reactor packed with a metal catalyst comprising a powdery spherical metal or a sintered metal; and conducting telomerization at a temperature of 60 to 160° C. under a pressure of 0.1 to 5 MPa (gauge pressure). According to the present invention, medium-chain perfluoroalkyl iodides can be continuously and efficiently produced with little generation of impurities, such as hydrogen-containing organic compounds and the like.Type: GrantFiled: April 17, 2002Date of Patent: July 19, 2005Assignee: Daikin Industries, Ltd.Inventors: Yoshio Funakoshi, Jun Miki
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Patent number: 6858763Abstract: The present invention relates to a process for preparing an elastomeric ethylene-hexafluoropropylene copolymer with excellent vulcanization properties, which comprises emulsion polymerizing ethylene, hexafluoropropylene and when in demand, a monomer copolymerizable therewith in a aqueous medium at a low temperature of ?20° C. to 40° C. using a radical polymerization initiator.Type: GrantFiled: September 19, 2001Date of Patent: February 22, 2005Assignee: Daikin Industries, Ltd.Inventors: Mitsuo Tsukamoto, Masao Otsuka, Mitsuhiro Otani, Tatsuya Morikawa, Hideya Saito
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Patent number: 6844474Abstract: The present invention provides a vapor phase process for the production of difluoromethane, HFC-32. The process of this invention provides for the preparation of HFC-32 by a process that exhibits both good product yield and selectivity.Type: GrantFiled: October 28, 1997Date of Patent: January 18, 2005Assignee: Allied Signal Inc.Inventors: Paul Gene Clemmer, Addison Miles Smith, Hsueh Sung Tung, John Stephen Bass
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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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Publication number: 20040225166Abstract: A continuous process is provided for the manufacture of haloalkanes by the reaction of carbon tetrachloride with olefins in the presence of iron metal, trialkylphosphate, and ferric chloride. A fraction of the catalyst and co-catalyst are separated after the reaction and recycled. In a preferred application, the olefin is ethene, and the haloalkane product is 1,1,1,3-tetrachloropropane. Two distillation steps take place in order to enhance the production of 1,1,1,3-tetrachloropropane.Type: ApplicationFiled: August 26, 2003Publication date: November 11, 2004Applicant: VULCAN CHEMICALS A BUSINESS GROUP OF VULCAN MATERIALS COMPANYInventors: Richard L. Wilson, John L. Dawkins
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Patent number: 6806396Abstract: The present invention relates to the co-pyrolysis of fluoroform and chlorodifluoromethane to form a mixture of useful fluoroolefin and saturated HFCs, notably, tetrafluoroethylene and hexafluoropropylene and CF3CHF2 and CF3CHFCF3, respectively.Type: GrantFiled: December 16, 2002Date of Patent: October 19, 2004Assignee: E. I. du Pont de Nemours and CompanyInventors: Peter Gideon Gelblum, Velliyur Nott Mallikarjuna Rao, Charles Joseph Noelke, Norman Herron
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Publication number: 20040082822Abstract: The present invention relates to a process for simultaneously preparing tetrafluoroethylene and hexafluoropropylene by the pyrolysis of difluorochloromethane mixed in the molar ratio of super-heated steam/pre-heated difluorochloromethane ([H2O]/[R22]) of 5-10 under the conditions such as a temperature of 730° C. to 760° C. and a residence time of 0.01 to 0.2 seconds, where the unreacted R22 and produced HFP are recycled and controlled to have an appropriate molar ratio of HFP/R22 of 0.01 to 0.1 in order to obtain a high yield of HFP. Thus, the pyrolysis process of the present invention is efficient for preparing TFE and HFP, which are essential monomers in fluorinated resin industry.Type: ApplicationFiled: April 16, 2003Publication date: April 29, 2004Inventors: Dong Ju Moon, Jung Jo Jung, Yong Joon Lee, Sang Deuk Lee, Byoung Sung Ahn
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Publication number: 20040073032Abstract: A process for preparing compounds of the formula (II), 1Type: ApplicationFiled: October 2, 2003Publication date: April 15, 2004Applicant: Clariant GmbHInventors: Andreas Meudt, Michael Erbes, Klaus Forstinger
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Publication number: 20040049089Abstract: A mixture of fluoroalkyl iodide telomers represented by the formula: Rf(CF2CF2)nI wherein Rf represents a fluoroalkyl group whose number of carbon atoms is in the range of 1 to 10, with the polymerization degree n equal to or more than k that is an integer of 3 or more, is obtained by reacting a fluoroalkyl iodide with tetrafluoroethylene in a first reactor followed by fractionating a first reaction mixture which contains fluoroalkyl iodide telomers of low polymerization degree, as well as by reacting the telomer with n of (k−1) separated from the first reaction mixture with tetrafluoroethylene in the second reactor.Type: ApplicationFiled: July 18, 2003Publication date: March 11, 2004Inventors: Yukio Homoto, Kunitada Tanaka
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Publication number: 20040002621Abstract: The present invention relates to the process of pyrolyzing tetrafluoroethylene to hexafluoropropylene by carrying out the pyrolysis in a tubular reactor that is lined with either nickel or nickel alloy which contains no greater than 8 wt % chromium.Type: ApplicationFiled: May 7, 2003Publication date: January 1, 2004Inventors: John James Barnes, Kenneth Paul Kelch, Thomas D. Sandbrook, David John Van Bramer
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Publication number: 20030166981Abstract: The present invention relates to the co-pyrolysis of fluoroform and chlorodifluoromethane to form a mixture of useful fluoroolefin and saturated HFCs, notably, tetrafluoroethylene and hexafluoropropylene and CF3CHF2 and CF3CHFCF3, respectively.Type: ApplicationFiled: December 16, 2002Publication date: September 4, 2003Inventors: Peter Gideon Gelblum, Velliyur Nott Mallikarjuna Rao, Charles Joseph Noelke, Norman Herron
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Patent number: 6548712Abstract: The invention relates to a process for producing 1,1,1,5,5,5-hexafluoroacetylacetone. This process includes (a) hydrolyzing a metal complex of 1,1,1,5,5,5-hexafluoroacetylacetone into a 1,1,1,5,5,5-hexafluoroacetylacetone hydrate; and (b) dehydrating the hydrate into the 1,1,1,5,5,5-hexafluoroacetylacetone with high purity from a material containing a metal complex of 1,1,1,5,5,5-hexafluoroacetylacetone.Type: GrantFiled: March 15, 2001Date of Patent: April 15, 2003Assignee: Central Glass Company, LimitedInventors: Takeo Komata, Nariaki II
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Patent number: 6518467Abstract: A method of producing hydrofluorocarbons and/or hydrochlorofluorocarbons by using halogenated alkanes as a principal reactant. Generally, the method comprises the step of: (a) reacting a starting halogenated alkane corresponding to the formula (I): H3C—CX3 (I) wherein X is independently fluorine or chlorine, with a hydrohalocarbon adduct in the presence of a catalyst to form a hydrofluorocarbon and/or hydrochlorofluorocarbon.Type: GrantFiled: December 29, 2000Date of Patent: February 11, 2003Assignee: Honeywell International Inc.Inventors: Hsueh Sung Tung, Michael Van Der Puy
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Patent number: 6440892Abstract: The present invention provides a method and catalyst composition for carbonylating aromatic hydroxy compounds, comprising the step of contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst composition comprising an effective amount of at least one Group 8, 9, or 10 metal source, an effective amount of a combination of inorganic co-catalysts comprising at least one Group 4 metal source and at least one Group 11 metal source, an effective amount of at least one salt co-catalyst with an anion selected from the group consisting of carboxylate, benzoate, acetate, sulfate, and nitrate, wherein the carbonylation catalyst composition is free of a halide source.Type: GrantFiled: March 30, 2001Date of Patent: August 27, 2002Assignee: General Electric CompanyInventors: Kirill Vladimirovich Shalyaev, Grigorii Lev Soloveichik, Donald Wayne Whisenhunt, Jr., Bruce Fletcher Johnson
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Publication number: 20020087039Abstract: A method of producing hydrofluorocarbons and/or hydrochlorofluorocarbons by using halogenated alkanes as a principal reactant.Type: ApplicationFiled: December 29, 2000Publication date: July 4, 2002Inventors: Hsueh Sung Tung, Michael Van Der Puy
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Patent number: 6355849Abstract: The subject-matter of the present invention is a process of use in perfluoroalkylation and a reactant for making use of this process. This process is defined in that it comprises a stage in which a material of formula RfH and a base (or a species capable of generating a base) are brought into contact, in a polar and anhydrous medium, with a substrate carrying at least one electrophilic functional group. Application to organic synthesis.Type: GrantFiled: February 17, 2000Date of Patent: March 12, 2002Assignee: Rhodia ChimieInventors: Nicolas Roques, James Russel
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Patent number: 6348634Abstract: A reductive dimerization process of 1,1,1-trifluoro, 2,2,2-trichloroethane (CFC-113a) with hydrogen, with formation of 1,1,1,4,4,4-hexafluoro-2,2,3,3-tetrachlorobutane and 1,1,1,4,4,4-hexafluoro-2,2-dichlorobutene, and mixtures thereof, wherein the catalyst is constituted by metal ruthenium supported on graphitized carbon obtainable by treatment of the carbon at temperatures higher than 2000° C., in inert gas, or aluminum fluoride having an high surface area.Type: GrantFiled: February 2, 2000Date of Patent: February 19, 2002Assignee: Ausimont S.p.A.Inventors: Paolo Cuzzato, Ornella Majaron, Francesco Pinna
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Patent number: 6156163Abstract: A reagent comprising a compound of formula (I): R.sub.f --M(X) (Z).sub.n --Y--R, wherein R is a hydrocarbon radical advantageously having at most 10 carbon atoms and being selected from alkyls and aryls; R.sub.f is a radical of formula II: R.sub.1 --(C.XI..sub.2).sub.m --CF.sub.2 --, where R.sub.1 is a fluorine or chlorine atom or a carbon radical, m is 0 or a integer from 0-12, and each .XI., which may be the same or different, is a chlorine or preferably fluorine atom, with the proviso that when m is 0, R.sub.1 is electroattractive, preferably a fluorine atom;n is 0 or 1; M is a non-metal selected from carbon and chalcogens with an atomic number higher than oxygen; and each of X, Y and Z, which are the same or different, is a chalcogen; as well as a generator, for consecutive or simultaneous addition. The reagent is useful for organic synthesis.Type: GrantFiled: November 6, 1997Date of Patent: December 5, 2000Assignee: Rhodia ChimieInventors: Bernard Langlois, Nicolas Roques, Claude Wakselman, Marc Tordeux, Gerard Forat
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Patent number: 6031141Abstract: This invention provides a process for the manufacture of a fluoroolefin of the formula (R.sup.1).sub.2 C.dbd.C(R.sup.1).sub.2 wherein each R.sup.1 is independently selected from the group consisting of --H, --F, --CF.sub.3, --CHF.sub.2, --CH.sub.2 F, --C.sub.2 F.sub.5, --C.sub.2 HF.sub.4 and --C.sub.2 H.sub.2 F.sub.3, provided that at least one R.sup.1 is not --H. The process comprises contacting a hydrofluorocarbon of the formula (R.sup.1).sub.2 CHCF(R.sup.1).sub.2 with a catalyst comprising cubic chromium trifluoride, i.e., a chromium trifluoride having an X-ray diffraction powder pattern shown in Table I, at a temperature of from about 200.degree. C. to about 500.degree. C.Type: GrantFiled: August 6, 1998Date of Patent: February 29, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Rao V.N. Mallikarjuna, Munirpallam A. Subramanian
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Patent number: 6025532Abstract: In order to manufacture pentafluoroethane (F125) and/or 1,1,1,2,3,3,3-haptafluoropropane (F227ea), a trifluoromethane gas stream is subjected to pyrolysis and then the mixture of gases which result from this pyrolysis is brought into contact with a fluorination catalyst.Type: GrantFiled: June 17, 1998Date of Patent: February 15, 2000Assignee: Elf Atochem S.A.Inventors: Jean-Marc Sage, Eric Lacroix, Philippe Bonnet, Eric Jorda
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Patent number: 5750810Abstract: The present invention relates to the simultaneous manufacture of difluoromethane (F32) and 1,1,1,2-tetrafluoroethane (F134a) by pyrolysis of chlorodifluoromethane in the presence of hydrogen, working at a temperature above 500.degree. C. in the absence of any catalyst or metal surface. Depending on the operating conditions chosen, this process also makes it possible predominantly to manufacture either F134a or F32.Type: GrantFiled: July 30, 1997Date of Patent: May 12, 1998Assignee: Elf Atochem S.A.Inventors: Jean-Pierre Schirmann, Serge Hub, Andre Lantz
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Patent number: 5536890Abstract: 1,1,1,4,4,4-hexafluorobutane is obtained from a trifluoroethane compound, by reacting this with hydrogen in the gas phase and without a diluent on a palladium- and/or nickel-containing supported catalyst and subsequently hydrogenating the reaction product.Type: GrantFiled: November 4, 1994Date of Patent: July 16, 1996Assignee: Bayer AktiengesellschaftInventors: Dietmar Bielefeldt, Albrecht Marhold
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Patent number: 5516947Abstract: A process is disclosed for the conversion of halogenated methanes of the formula CCl.sub.y H.sub.2-y F.sub.2 (wherein y is 1 or 2) to a mixture of conversion products. The process involves reacting certain halogenated hydrocarbon feeds and hydrogen (wherein said halogenated methanes are at least one mole percent of the halogenated hydrocarbon feed) in a reaction vessel of alumina, silicon carbide or at least one metal selected from gold, chromium, aluminum, molybdenum, titanium, nickel, iron, cobalt, and their alloys at a temperature of from about 500.degree. C. to 800.degree. C. and a pressure from abut 101 kPa to 7000 kPa to produce a mixture of conversion products of said halogenated methanes which comprises at least 5 mole percent C.sub.2 H.sub.2 F.sub.4, wherein the mole ratio of CH.sub.2 FCF.sub.3 to CHF.sub.2 CHF.sub.2 in said C.sub.2 H.sub.2 F.sub.4 is at least about 1:9.Type: GrantFiled: April 21, 1995Date of Patent: May 14, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: William H. Manogue, Charles J. Noelke, Steven H. Swearingen
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Patent number: 5510545Abstract: The invention relates to a process for the preparation of saturated hydrofluorocarbons by hydrogenating at least one (hydro)fluorocarbon of the formula (I)R.sub.f --CH.sub.n Cl.sub.c Br.sub.d I.sub.e (I)in whichR.sub.f is C.sub.a F.sub.(2a-b)+1 H.sub.b where a is 1-4 and b is 0-4,n is 0-2c is 0-3d is 0-3e is 0-3c+d+e is 3-n,catalytically with hydrogen at elevated temperature.Type: GrantFiled: October 7, 1994Date of Patent: April 23, 1996Assignee: Hoechst AktiengesellschaftInventor: Rolf-Michael Jansen