Fluorine Is Sole Halogen Patents (Class 570/136)
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Patent number: 11547990Abstract: A dehydrochlorination process is disclosed. The process involves contacting RfCHClCH2Cl with a chromium oxyfluoride catalyst in a reaction zone to produce a product mixture comprising RfCCl?CH2, wherein Rf is a perfluorinated alkyl group.Type: GrantFiled: November 22, 2021Date of Patent: January 10, 2023Assignee: THE CHEMOURS COMPANY FC, LLCInventor: Mario Joseph Nappa
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Patent number: 11427520Abstract: A process for producing one or both of tetrafluoroethylene and hexafluoropropylene, which includes pyrolyzing a low molecular weight fluorine compound by continuous reaction in a microreactor.Type: GrantFiled: November 16, 2020Date of Patent: August 30, 2022Assignee: DAIKIN INDUSTRIES, LTD.Inventors: Toshihiko Ohta, Hideki Nakaya, Mai Hirai, Takashi Yasuhara, Atsushi Noguchi
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Patent number: 11001545Abstract: According to a method for producing a perfluoroalkadiene compound represented by general formula (1): CF2?CF—(CF2)n-4—CF?CF2 (1), wherein n is an integer of 4 or more, the method comprising a reaction step of adding a nitrogen-containing compound to a solution of a compound represented by general formula (2): X1CF2—CFX2—(CF2)n-4—CF2X1 (2), wherein n is the same as above, X1 is the same or different and is a halogen atom other than fluorine, and X2 is a halogen atom, the perfluoroalkadiene compound can be obtained at a high yield.Type: GrantFiled: February 2, 2018Date of Patent: May 11, 2021Assignee: DAIKIN INDUSTRIES, LTD.Inventors: Yuusuke Etou, Atsushi Maruo, Katsuya Nakai, Kazuhiro Takahashi
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Patent number: 10995046Abstract: There is provided a method of producing 1,2,3,4-tetrachlorobutane capable of stably and economically producing 1,2,3,4-tetrachlorobutane. A reactant solution (1) containing 3,4-dichloro-1-butene is charged in a reaction vessel (11) having an inner surface, to be brought into contact with the reactant solution (1), made of a metal and a chlorine gas is introduced into the reactant solution (1) to perform a reaction between 3,4-dichloro-1-butene and the chlorine gas to produce 1,2,3,4-tetrachlorobutane. The reaction is performed while carrying out an operation of taking out at least a portion of the reactant solution (1) from the reaction vessel (11), filtering the reactant solution (1) thus taken out to remove a solid matter, and returning the filtered reactant solution (1) into the reaction vessel (11).Type: GrantFiled: October 11, 2018Date of Patent: May 4, 2021Assignee: SHOWA DENKO K.K.Inventors: Katsumi Mikami, Nozomi Kusumoto, Shinya Oguro, Yohsuke Fukuchi
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Patent number: 10717694Abstract: A hydrofluoroolefin compound is represented by the following general formula (I): where Rf is a linear or branched perfluorinated alkyl group containing 2-10 carbon atoms and optionally contains (i) at least one catenated heteroatom selected from O or N; or (ii) a ring structure having 3 to 6 ring carbon atoms that optionally contains one or more catentated heteroatoms selected from O or N.Type: GrantFiled: May 1, 2017Date of Patent: July 21, 2020Assignee: 3M Innovative Properties CompanyInventors: Sean M. Smith, William M. Lamanna, Michael G. Costello, Michael J. Bulinski
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Patent number: 10577295Abstract: The present invention relates, at least in part, to a process for making chlorotrifluoroethylene (CFO-1113) from 1,2-dichloro-1,1,2-trifluoroethane (HCFC-123a). In certain aspects, the process includes dehydrochlorinating 1,2-dichloro-1,1,2-trifluoroethane (HCFC-123a) in the presence of a catalyst selected from the group consisting of (i) one or more metal halides; (ii) one or more halogenated metal oxides; (iii) one or more zero-valent metals or metal alloys; (iv) combinations thereof.Type: GrantFiled: December 22, 2017Date of Patent: March 3, 2020Assignee: HONEYWELL INTERNATIONAL INC.Inventors: Haiyou Wang, Hsueh Sung Tung
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Patent number: 10370313Abstract: There is provided a method of efficiently manufacturing purified 1224yd containing 1224yd at a high concentration from a mixture containing 1224yd and a compound that forms an azeotropic composition or an azeotropic-like composition with 1224yd. A manufacturing method of purified 1224yd, includes making a first mixture of 1224yd and a compound (X1) forming an azeotropic composition or an azeotropic-like composition with 1224yd to be brought into contact with a first extraction solvent to obtain purified 1224yd not substantially containing the compound (X1).Type: GrantFiled: August 20, 2018Date of Patent: August 6, 2019Assignee: AGC Inc.Inventors: Tomoaki Taniguchi, Jumpei Nomura, Takayuki Sakai, Takashi Hayase
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Patent number: 10358402Abstract: Provided is a process for producing fluorinated alkenes by providing a microwave plasma in a reactor chamber, introducing a protective gas feed into the reactor chamber, and contacting a conversion feed comprising at least one fluorinated linear or branched alkane with the plasma. Also provided are an apparatus and the use of the process and the apparatus.Type: GrantFiled: September 30, 2015Date of Patent: July 23, 2019Assignee: 3M INNOVATIVE PROPERTIES COMPANYInventors: Tilman C. Zipplies, Klaus Hintzer, Monika A. Willert-Porada, Thorsten Gerdes, Jens Herdegen, Achim Schmidt-Rodenkirchen, Stephan Aschauer
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Patent number: 10189756Abstract: The present invention provides adiabatic plug flow reactors suitable for the production of chlorinated and/or fluorinated propene and higher alkenes from the reaction of chlorinated and/or fluorinated alkanes and chlorinated and/or fluorinated alkenes. The reactors comprise one or more designs that minimize the production of by-products at a desired conversion.Type: GrantFiled: July 7, 2016Date of Patent: January 29, 2019Assignee: BLUE CUBE IP LLCInventors: Max M. Tirtowidjojo, Hua Bai, Debashis Chakraborty, Juergen Eiffler, Heinz Groenewald, Kurt F. Hirsekorn, Manfred Kokott, William J. Kruper, Thomas U. Luebbe, Thomas J. Parsons, Avani Maulik Patel, Marcus Wobser
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Patent number: 9902672Abstract: A hydrofluoroolefin is produced by reacting a chlorofluoroolefin with hydrogen in the presence of a platinum group metal catalyst supported on a carbon carrier to obtain a hydrofluoroolefin. The chlorofluoroolefin is represented by formula (1): CZX?CClY, where X is F or Cl, Y is F, Cl or H, and Z is F or CF3. The hydrofluoroolefin is represented by formula (2): CZX? ?CHY?, where X? is F when X is F, or X? is H when X is Cl, Y? is F when Y is F, or Y? is H when Y is Cl or H, and Z is the same as Z in the formula (1). The carbon carrier has acidic functional groups, and the total acidic functional group amount in the carbon carrier is at most 50 ?mol/g.Type: GrantFiled: February 6, 2017Date of Patent: February 27, 2018Assignee: ASAHI GLASS COMPANY, LIMITEDInventors: Xu Wang, Shinji Terazono, Masahiro Kanda, Satoshi Kawaguchi, Mitsugu Kasagawa
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Patent number: 9884796Abstract: A process for the manufacture of halogenated olefins in semi-batch mode by dehydrohalogenation of halogenated alkanes in the presence of an aqueous base such as KOH which simultaneously neutralizes the resulting hydrogen halide. During the process, aqueous base is continuously added to the haloalkane which results in better yields, lower by-product formation and safer/more controllable operation.Type: GrantFiled: April 16, 2013Date of Patent: February 6, 2018Assignee: HONEYWELL INTERNATIONAL INC.Inventors: George R. Cook, Haluk Kopkalli, Stephen A. Cottrell, Yuon Chiu, Peter Scheidle, Daniel C. Merkel
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Patent number: 9758451Abstract: A subject-matter of the invention is a process for the preparation of 2,3,3,3-tetrafluoro-1-propene which comprises the following stages: (i) hydrogenation of hexafluoropropylene to give 1,1,1,2,3,3-hexafluoropropane; (ii) dehydrofluorination of the 1,1,1,2,3,3-hexafluoropropane obtained in the preceding stage to give 1,2,3,3,3-pentafluoro-1-propene; (iii) hydrogenation of the 1,2,3,3,3-pentafluoro-1-propene obtained in the preceding stage to give 1,1,1,2,3-pentafluoropropane; and (iv) dehydrofluorination of the 1,1,1,2,3-pentafluoropropane obtained in the preceding stage to give 2,3,3,3-tetrafluoro-1-propene. Stages (ii) and (iv) are carried out using a water and potassium hydroxide mixture with the potassium hydroxide representing between 58 and 86% by weight of the mixture and at a temperature of between 110 and 180° C.Type: GrantFiled: December 22, 2015Date of Patent: September 12, 2017Assignee: Arkema FranceInventors: Anne Pigamo, Michel Devic, Laurent Wendlinger
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Patent number: 9079818Abstract: Disclosed is a process for the synthesis of fluorinated olefins, and in particularly preferred embodiments tetrafluorinated olefins having F on an unsaturated, non-terminal carbon, such as 2,3,3,3-tetrafluoropropene. The preferred processes of the present invention in accordance with one embodiment generally comprise: (a) reacting a compound of formula (I) X1X2??(I) with a compound of formula (II) CX1X2X3CX1?CX1X2??(II) to produce a reaction product comprising a compound of formula (III) CF3CHX1CH2X2??(III), and (b) exposing said compound of formula (III) to reaction conditions effective to convert said compound of formula (III) to a compound of formula (IV) CF3CZ?CH2??(IV) wherein X1, X2, and X3 are each independently selected from the group consisting of hydrogen, chlorine, bromine, fluorine and iodine, provided that X1 and X2 in formula (I) are not both hydrogen and Z is Cl, I, Br, or F.Type: GrantFiled: October 12, 2008Date of Patent: July 14, 2015Assignee: HONEYWELL INTERNATIONAL INC.Inventors: Sudip Mukhopadhyay, Cheryl L. Bortz, Barbara A. Light, Cheryl L. Cantlon, Robert C. Johnson
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Patent number: 9040759Abstract: A process for making a fluorinated olefin having the step of dehydrochlorinating a hydrochlorofluorocarbon having at least one hydrogen atom and at least one chlorine atom on adjacent carbon atoms, preferably carried out in the presence of a catalyst selected from the group consisting of (i) one or more metal halides, (ii) one or more halogenated metal oxides, (iii) one or more zero-valent metals/metal alloys, (iv) a combination of two or more of the foregoing.Type: GrantFiled: July 2, 2008Date of Patent: May 26, 2015Assignee: HONEYWELL INTERNATIONAL INC.Inventors: Haiyou Wang, Hsueh Sung Tung, Sudip Mukhopadhyay
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Patent number: 9000238Abstract: The present disclosure relates to a process for separating a fluoroolefin from a mixture comprising hydrogen fluoride and fluoroolefin, comprising azeotropic distillation both with and without an entrainer. In particular are disclosed processes for separating any of HFC-1225ye, HFC-1234ze, HFC-1234yf or HFC-1243zf from HF.Type: GrantFiled: August 16, 2012Date of Patent: April 7, 2015Assignee: E I du Pont de Nemours and CompanyInventors: Jeffrey P. Knapp, Barry Asher Mahler, Donald J. Toton
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Patent number: 8999196Abstract: The invention is to provide a new liquid crystal compound having a high clearing point, a good compatibility with other compounds, a small viscosity, and a high stability to heat, light and so forth; compound (1) is provided: R1CF2nR2??(1) wherein, for example, R1 is alkyl having 4 to 10 carbons or —(CH2)2—CH?CH2, R2 is alkyl having 2 to 10 carbons, n is 8, and R1 and R2 are not allowed to be straight-chain alkyl having an identical number of carbons.Type: GrantFiled: August 23, 2012Date of Patent: April 7, 2015Assignees: JNC Corporation, JNC Petrochemical CorporationInventors: Hiroyuki Tanaka, Sayaka Fujimori
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Publication number: 20150051426Abstract: To provide a method for stably storing tetrafluoropropene filled in a container for e.g. storage or transportation, without occurrence of reaction such as polymerization. A method for storing tetrafluoropropene in a gaseous-liquid state composed of a gas phase and a liquid phase in a closed container, wherein the oxygen concentration (content) in the above gas phase is adjusted to at least 3 vol ppm and less than 3,000 vol ppm at a temperature of 25° C.Type: ApplicationFiled: October 27, 2014Publication date: February 19, 2015Applicant: ASAHI GLASS COMPANY, LIMITEDInventors: Masato Fukushima, Masaaki Tsuzaki, Maki Shigematsu
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Patent number: 8936757Abstract: Apparatuses and processes are provided for stripping gaseous hydrocarbons from particulate material. One process comprises the step of contacting particles containing hydrocarbons with a stripping vapor in countercurrent flow to remove at least a portion of the hydrocarbons with the stripping vapor to form stripped particles. Contacting the particles includes advancing the particles down a sloping element of a structured packing toward a reinforcing rod that is disposed along a lower channel portion of the sloping element. The particles are advanced over the reinforcing rod. The particles are contacted with the stripping vapor that is rising up adjacent to the lower channel portion.Type: GrantFiled: December 28, 2011Date of Patent: January 20, 2015Assignee: UOP LLCInventors: Erick D. Gamas-Castellanos, Mitchell John Kowalczyk
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Publication number: 20150017064Abstract: A trifluoroethylene composition which is safe to handle and which can be safely stored and transported at pressures of up to 5.00 MPa. The composition comprises trifluoroethylene and HCl in a molar ratio trifluoroethylene:HCl from 10:90 to 63:37. When the composition is a compressed gas it has a pressure of from 0.50 to 5.00 MPa.Type: ApplicationFiled: January 31, 2013Publication date: January 15, 2015Inventor: Emanuela Antenucci
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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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Publication number: 20140316169Abstract: The present invention discloses a manufacturing process to produce high purity 1234yf from 245eb, which preferably includes the removal of impurities present in 245eb raw material, the dehydrofluorination of 245eb, and the removal of impurities present in final crude product. The disclosed manufacturing process allows the production of a 1234yf product with lower the levels of 1225ye and/or trifluoropropene, preferably in amounts of less than about 500, and 50 ppm, respectively.Type: ApplicationFiled: June 30, 2014Publication date: October 23, 2014Inventors: HAIYOU WANG, HSUEH SUNG TUNG, RAJIV R. SINGH, IAN SHANKLAND
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Publication number: 20140306146Abstract: The present invention is an etching gas comprising an unsaturated fluorohydrocarbon represented by CxHyFz (wherein x=3, 4, or 5, y+z?2x, and y>z) and a method comprising selectively etching a silicon nitride film relative to a silicon oxide film or a silicon film using the etching gas. According to the present invention, a silicon nitride film stacked on a silicon oxide film or a silicon film can be highly selectively etched.Type: ApplicationFiled: March 27, 2012Publication date: October 16, 2014Applicant: ZEON CORPORATIONInventors: Azumi Ito, Atsuyo Yamazaki
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Patent number: 8816138Abstract: The present invention provides a method for producing 3-chloro-pentafluoropropene at a high yield through one reaction step of chlorinating perfluoroallyl fluorosulfate. The present invention directs to a method for producing 3 -chloro-pentafluoropropene, including the step of bringing perfluoroallyl fluorosulfate and an onium chloride compound into contact with each other to produce the 3-chloro-pentafluoropropene.Type: GrantFiled: March 28, 2011Date of Patent: August 26, 2014Assignee: Daikin Industries, Ltd.Inventors: Shinsuke Ohshita, Yuichi Hashikawa, Masahiro Kondo, Takashi Yoshimura, Noriyuki Shinoki, Emi Mantani
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Patent number: 8759281Abstract: The present invention relates to fluorocarbon vectors for the delivery of antigens to immunoresponsive target cells. It further relates to fluorocarbon vector-antigen constructs and the use of such vectors associated with antigens as vaccines and immunotherapeutics in animals.Type: GrantFiled: January 20, 2012Date of Patent: June 24, 2014Assignee: Immune Targeting Systems Ltd.Inventors: Dominique Bonnet, Carlton B. Brown, Bertrand Georges, Philip J. Sizer
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Patent number: 8696926Abstract: A process is disclosed for making CF3CH2CHF2, CF3CH?CHF and/or CF3CH?CHCl. The process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CHClCH2X, halopropenes of the formula CX3CCl?CH2 and halopropenes of the formula CX2?CClCH2X, wherein each X is independently F or Cl, with HF in a reaction zone to produce a product mixture comprising HF, HCl, CF3CH2CHF2, CF3CH?CHF and CF3CH?CHCl; and recovering the CF3CH2CHF2, CF3CH?CHF and/or CF3CH?CHCl from the product mixture. Also disclosed is a process for making CF3CF2CH3 and/or CF3CF?CH2. In each of the processes the molar ratio of HF to total amount of starting material fed to the reaction zone is at least stoichiometric. Also disclosed is an azeotropic composition comprising CF3CCl?CH2, and HF. Also disclosed is an azeotropic composition comprising CF3CF2CH3, and HF.Type: GrantFiled: November 29, 2012Date of Patent: April 15, 2014Assignee: E I du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Patent number: 8692037Abstract: Disclosed are compositions comprising HFC-245eb and at least one additional compound selected from the group consisting of HFO-1234ze, HFC-245fa, HFC-236cb, HFC-236ea, HFC-236fa, HFC-227ea, HFC-227ca, HFO-1225yc, HFO-1225zc, HFO-1225ye, methane, ethane, propane, HFC-23, HFC-143a, HFC-134, HFC-134a, FC-1216, HFO-1234yf, HFC-254eb, HFO-1243zf, and HFC-254fb. Compositions comprising HFC-245eb are useful in processes to make HFO-1234yf. Also disclosed are compositions comprising HFO-1234yf and at least one additional compound selected from the group consisting of HFO-1234ze, HFC-254eb, HFC-254fb, HFO-1243zf, HFCHFC-245eb, HFC-245fa, HFC-245cb, HFC-236cb, HFC-236ea, HFC-236fa, HFC-227ea, HFC-227ca, HFO-1225yc, HFO-1225zc, HFO-1225ye, methane, ethane, propane, HFC-23, HFC-134, HFC-134a, HFO-1132a and FC-1216. Compositions comprising HFO-1234yf are useful as heat transfer compositions for use in refrigeration, air-conditioning and heat pump systems.Type: GrantFiled: November 14, 2012Date of Patent: April 8, 2014Assignee: E I du Pont de Nemours and CompanyInventors: Barry Asher Mahler, Mario Joseph Nappa, Jeffrey P Knapp
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Publication number: 20140077123Abstract: To provide a working medium for heat cycle which has less influence over the ozone layer, which has less influence over global warming and which provides a heat cycle system excellent in the cycle performance (the efficiency and the capacity), and a heat cycle system excellent in the cycle performance (the efficiency and the capacity). A working medium for heat cycle comprising 1,2-difluoroethylene is employed for a heat cycle system (such as a Rankine cycle system, a heat pump cycle system, a refrigerating cycle system 10 or a heat transport system).Type: ApplicationFiled: November 19, 2013Publication date: March 20, 2014Applicant: ASAHI GLASS COMPANY, LIMITEDInventor: Masato FUKUSHIMA
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Publication number: 20140070132Abstract: To provide a working medium for heat cycle, of which combustibility is suppressed, which has less influence over the ozone layer, which has less influence over global warming and which provides a heat cycle system excellent in the cycle performance (capacity), and a heat cycle system, of which the safety is secured, and which is excellent in the cycle performance (capacity). A working medium for heat cycle comprising 1,1,2-trifluoroethylene is employed for a heat cycle system (such as a Rankine cycle system, a heat pump cycle system, a refrigerating cycle system 10 or a heat transport system).Type: ApplicationFiled: November 19, 2013Publication date: March 13, 2014Applicant: ASAHI GLASS COMPANY, LIMITEDInventor: Masato FUKUSHIMA
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Patent number: 8633339Abstract: Disclosed herein are blowing agents comprising fluorocarbons and/or hydrofluorocarbons useful in foamable compositions. Also disclosed are methods for forming a foam comprising the aforementioned blowing agents.Type: GrantFiled: November 1, 2006Date of Patent: January 21, 2014Assignee: E I du Pont de Nemours and CompanyInventors: Joseph Anthony Creazzo, Mario Joseph Nappa, Allen Capron Sievert, Ekaterina N. Swearingen
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Patent number: 8604257Abstract: Disclosed is a process for the preparation of fluorine-containing olefins comprising contacting a chlorofluoroalkane with hydrogen in the presence of a catalyst at a temperature sufficient to cause replacement of the chlorine substituents of the chlorofluoroalkane with hydrogen to produce a fluorine-containing olefin. Also disclosed are catalyst compositions for the hydrodechlorination of chlorofluoroalkanes comprising copper metal deposited on a support, and comprising palladium deposited on calcium fluoride, poisoned with lead and reducing the in the presence or absence of a dehydrochlorination catalyst under conditions effective to form a product stream comprising cis-1,1,1,4,4,4-hexafluoro-2-butene (HFO-1336).Type: GrantFiled: May 19, 2011Date of Patent: December 10, 2013Assignee: Honeywell International Inc.Inventors: Andrew Joseph Poss, Michael Van Der Puy, Rajiv Ratna Singh, David Nalewajek, Haridasan K. Nair
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Patent number: 8558041Abstract: The present invention provides isothermal multitube reactors suitable for the production of chlorinated and/or fluorinated propene and higher alkenes from the reaction of chlorinated and/or fluorinated alkanes and chlorinated and/or fluorinated alkenes. The reactors utilize a feed mixture inlet temperature at least 20° C. different from a desired reaction temperature.Type: GrantFiled: October 8, 2010Date of Patent: October 15, 2013Assignee: Dow Global Technologies, LLCInventors: Max M. Tirtowidjojo, Hua Bai, Debashis Chakraborty, Juergen Eiffler, Heinz Groenewald, Kurt F. Hirsekorn, Manfred Kokott, William J. Kruper, Jr., Thomas U. Luebbe, Avani M. Patel, Shirley S. Sexton, Peter Wenzel, Marcus Wobser
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Patent number: 8558040Abstract: Disclosed herein are blowing agents comprising fluorocarbons and/or hydrofluorocarbons useful in foamable compositions. Also disclosed are methods for forming a foam comprising the aforementioned blowing agents.Type: GrantFiled: November 1, 2006Date of Patent: October 15, 2013Assignee: E I du Pont de Nemours and CompanyInventors: Joseph Anthony Creazzo, Mario Joseph Nappa, Allen Capron Sievert, Ekaterina N. Swearingen
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Patent number: 8552227Abstract: A dehydrofluorination process is disclosed for making hydrofluoroolefins of the structure RfCH?CHRf, wherein each Rf is independently a perfluoroalkyl group or a perfluoroalkyl group having a terminal hydrogen. The process involves reacting RfCH2CHFRf with a basic aqueous solution to produce a product mixture comprising RfCH?CHRf.Type: GrantFiled: December 10, 2009Date of Patent: October 8, 2013Assignee: E I du Pont de Nemours and CompanyInventors: Allen Capron Sievert, Norman A. Carlson
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Patent number: 8530709Abstract: The present invention provides a method for the preparation of suitable chlorofluorocarbon and hydrochlorofluorocarbon materials or chlorofluorocarbon and hydrochlorofluorocarbon alkene and alkyne intermediates which serve as useful feedstock for fluorination and reduction to cis-1,1,1,4,4,4-hexafluoro-2-butene. Also presented is a continuous process for the production of cis-1,1,1,4,4,4-hexafluoro-2-butene from the alkene and alkyne intermediates.Type: GrantFiled: May 19, 2011Date of Patent: September 10, 2013Assignee: Honeywell International Inc.Inventors: Andrew Joseph Poss, David Nalewajek, Michael Van Der Puy, Haridasan K. Nair
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Patent number: 8530708Abstract: Disclosed are processes for producing halogenated olefins, and preferably tetrafluorinated propene(s), from one or more alkanes having both fluorine substituents and non-fluorine substituents, preferably with a high degree of conversion and selectivity. Preferably the process comprises the use of a catalyzed reaction in which the catalyst is selected from the group consisting of activated carbons, halogentated mono- and di-valent metal oxides, mono- and di-valent Lewis acid metal halides, zero-valent metals, and combinations of these.Type: GrantFiled: October 27, 2006Date of Patent: September 10, 2013Assignee: Honeywell International Inc.Inventors: Haiyou Wang, Hsueh Sung Tung, Sudip Mukhopadhyay
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Patent number: 8524835Abstract: Disclosed is a peroxide-crosslinkable fluoroelastomer obtained by copolymerization of 0.1 to 20 mol % of a mixture of fluoroolefin iodides represented by the general formulae: CnF2n+1CF2CH?CF(CF2CF2)mI [Ia] and CnF2n+1CF?CHCF2(CF2CF2)mI [Ib], wherein n is an integer of 0 to 5, and m is an integer of 1 to 3. The peroxide-crosslinkable fluoroelastomer is copolymerized with a monomer having a side chain containing a peroxide-crosslinkable halogen atom, and has excellent vulcanizate physical properties and improved compression set characteristics when subjected to peroxide crosslinking.Type: GrantFiled: August 17, 2009Date of Patent: September 3, 2013Assignee: Unimatec Co., Ltd.Inventors: Daisuke Murai, Mitsuru Maeda, Seiichiro Murata
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Publication number: 20130217784Abstract: Disclosed are the use of fluorine substituted olefins, including tetra- and penta-fluoropropenes, in a variety of applications, including in methods of depositing catalyst on a solid support, methods of sterilizing articles, cleaning methods and compositions, methods of applying medicaments, fire extinguishing/suppression compositions and methods, flavor formulations, fragrance formulations and inflating agents.Type: ApplicationFiled: March 15, 2013Publication date: August 22, 2013Applicant: HONEYWELL INTERNATIONAL INC.Inventor: HONEYWELL INTERNATIONAL INC.
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Patent number: 8454738Abstract: Disclosed is a mold-releasing agent comprising, as active ingredients, a graft copolymer (A) in which a polyalkylene glycol or an alkyl ether thereof is graft-copolymerized with a polyfluoro-1-alkene represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)bCH?CH2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3), and a polyfluoroalkylphosphonic acid represented by the general formula: CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cP(O)(OH)2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3, and c is an integer of 1 to 3) or a salt thereof (B). The mold-releasing agent comprises, as an active ingredient, a compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, and having mold release performance equivalent to or more than that of a mold-releasing agent comprising a compound having a perfluoroalkyl group containing 8 or more carbon atoms as an active ingredient.Type: GrantFiled: June 3, 2010Date of Patent: June 4, 2013Assignee: Unimatec Co., Ltd.Inventors: Yoshiyama Kaneumi, Seiichiro Murata, Katsuyuki Sato
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Patent number: 8445735Abstract: Described is a method for producing fluoropropenes of formula CF3CX?CX2 wherein each X is F or H, at least one X is H, and at least one X is F, comprising pyrolyzing a hydrofluorochloropropane of formula CF3CXYCX2Y, wherein each X is F or H, at least one X is H, and at least one X is F, and one Y is Cl and the other Y is H, in the gas-phase in a reaction vessel, maintained at a temperature high enough to effect the pyrolysis of said hydrofluorochloropropane to said fluoropropene, wherein the selectivity for the production of the fluoropropene is at least 80%, in he absence of a catalyst.Type: GrantFiled: May 23, 2012Date of Patent: May 21, 2013Assignee: E I du Pont de Nemours and CompanyInventor: Mario Joseph Nappa
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Publication number: 20130105724Abstract: The invention relates to a stable composition (CS) comprising at least x wt.-% 2,3,3,3-tetrafluoropropene (99.8?x<100), at most y wt.-% unsaturated compound(s) (Ia) (0<y?0.2) selected from among 3,3,3-trifluoropropene (HFO-1243zf) and the positional isomers of 2,3,3,3-tetrafluoropropene, such as 1,3,3,3-tetrafluoropropene (isomers Z and E) and 1,1,2,3-tetrafluoropropene, and, optionally, at most 500 ppm of 3,3,3-trifluoropropyne and/or at most 200 ppm 1,1,1,2,3-pentafluoropropene (HFO-1225ye).Type: ApplicationFiled: June 20, 2011Publication date: May 2, 2013Applicant: Arkema FranceInventor: Beatrice Boussand
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Publication number: 20130098396Abstract: Disclosed are compositions comprising unsaturated hydrofluorocarbons, an alkene with the formula of 1,1,1,4,4,5,5,6,6,6-decafluorohex-2-ene and its isomers (the “153-10 isomers”). The invention further relates to use of said compositions in methods to clean, degrease, deflux, dewater, deposit fluorolubricant, carrier fluid applications and heat transfer applications. The invention further relates to novel 153-10 isomer mixtures, their method of making and their use as cleaning compositions and in the methods listed above.Type: ApplicationFiled: October 8, 2012Publication date: April 25, 2013Applicant: E I DU PONT DE NEMOURS AND COMPANYInventor: E I DU PONT DE NEMOURS AND COMPANY
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Patent number: 8426657Abstract: The present invention relates to compositions and processes of using perfluoropolyether to maintain or improve the oil return, lubrication, cooling capacity, or energy efficiency of a refrigeration, air conditioning or heat transfer system.Type: GrantFiled: September 23, 2011Date of Patent: April 23, 2013Assignee: E I du Pont de Nemours and CompanyInventors: Thomas J. Leck, Thomas Frank Saturno, Gregory A. Bell
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Publication number: 20130091843Abstract: Aspects of the present invention are directed to working fluids and their use in processes wherein the working fluids comprise compounds having the structure of formula (I): wherein R1, R2, R3, and R4 are each independently selected from the group consisting of: H, F, Cl, Br, and C1-C6 alkyl, at least C6 aryl, at least C3 cycloalkyl, and C6-C15 alkylaryl optionally substituted with at least one F, Cl, or Br, wherein formula (I) contains at least one F and optionally at least one Cl or Br, provided that if any R is Br, then the compound does not have hydrogen. The working fluids are useful in Rankine cycle systems for efficiently converting waste heat generated from industrial processes, such as electric power generation from fuel cells, into mechanical energy or further to electric power. The working fluids of the invention are also useful in equipment employing other thermal energy conversion processes and cycles.Type: ApplicationFiled: November 30, 2012Publication date: April 18, 2013Applicant: HONEYWELL INTERNATIONAL INC.Inventor: Honeywell International Inc.
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Patent number: 8415439Abstract: The present invention provides an ETFE-type copolymer having a high melt tension and excellent blow moldability. An ethylene-tetrafluoroethylene copolymer which comprises ethylene units, tetrafluoroethylene units and units of a monomer (A) having at least two copolymerizable double bonds and which has a ratio (X/W) of its melt tension (XmN) to a load (Wkg) applied for the measurement of the melt tension being at least 0.8.Type: GrantFiled: April 13, 2010Date of Patent: April 9, 2013Assignee: Asahi Glass Company, LimitedInventors: Shintaro Fukunaga, Atsushi Funaki
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Patent number: 8398882Abstract: A process is disclosed for making CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2. The process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CHClCH2X, halopropenes of the formula CClX2CCl?CH2 and halopropenes of the formula CX2?CClCH2X, wherein each X is independently F or Cl, with HF in a reaction zone to produce a product mixture comprising HF, HCl, CF3CF2CH3, CF3CF?CH2 and CF3CCl?CH2; and recovering the CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2 from the product mixture.Type: GrantFiled: October 31, 2007Date of Patent: March 19, 2013Assignee: E I du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Patent number: 8395000Abstract: Disclosed are methods for producing fluorinated organic compounds, including hydrofluoropropenes, which preferably comprises converting at least one compound of formula (I): CF3CHXCH2X??(I) to at least one compound of formula (II) CF3CZCHZ??(II). where X is independently Cl, Br, I or F, and Z independently is H or F. In certain preferred embodiments, each Z is different.Type: GrantFiled: February 8, 2010Date of Patent: March 12, 2013Assignee: Honeywell International Inc.Inventors: Sudip Mukhopadhyay, Haridasan K. Nair, Hsueh S. Tung, Michael Van Der Puy, Daniel C. Merkel, Rajesh K. Dubey, Jing Ji Ma
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Publication number: 20130048913Abstract: The invention is to provide a new liquid crystal compound having a high clearing point, a good compatibility with other compounds, a small viscosity, and a high stability to heat, light and so forth; compound (1) is provided: R1?CF2?nR2??(1) wherein, for example, R1 is alkyl having 4 to 10 carbons or —(CH2)2—CH?CH2, R2 is alkyl having 2 to 10 carbons, n is 8, and R1 and R2 are not allowed to be straight-chain alkyl having an identical number of carbons.Type: ApplicationFiled: August 23, 2012Publication date: February 28, 2013Applicants: JNC PETROCHEMICAL CORPORATION, JNC CORPORATIONInventors: Hiroyuki TANAKA, Sayaka FUJIMORI
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Patent number: 8377187Abstract: Disclosed is a graft copolymer in which a polyalkylene glycol or an alkyl ether thereof is graft-copolymerized with a polyfluoro-1-alkene represented by the general formula: CnF2n+(CH2CF2)a(CF2CF2)bCH?CH2 (wherein n is an integer of 1 to 6, a is an integer of 1 to 4, and b is an integer of 1 to 3). The graft copolymer is an oligomer compound having a perfluoroalkyl group containing 6 or less carbon atoms, which is said to have low bioaccumulation potential, and having, when used as an active ingredient of a mold-releasing agent, mold release performance equivalent to that of a compound having a perfluoroalkyl group containing 8 or more carbon atoms.Type: GrantFiled: June 3, 2010Date of Patent: February 19, 2013Assignee: Unimatec Co., Ltd.Inventors: Yoshiyama Kaneumi, Seiichiro Murata, Katsuyuki Sato
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Publication number: 20130037279Abstract: Disclosed herein are flame suppression compounds and methods of use thereof. The compounds include unsaturated fluorocarbons appropriate for use in fire protection applications.Type: ApplicationFiled: October 15, 2012Publication date: February 14, 2013Applicant: E I DU PONT DE NEMOURS AND COMPANYInventor: E I DU PONT DE NEMOURS AND COMPANY
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Patent number: RE45076Abstract: Disclosed herein is a process for the preparation of fluorine-containing olefins comprising contacting a chlorofluoroalkene with hydrogen in the presence of a catalyst at a temperature sufficient to cause replacement of the chlorine substituents with hydrogen. Also disclosed is a catalyst composition for the hydrodechlorination of chlorofluoroalkenes comprising copper metal deposited on a support.Type: GrantFiled: September 7, 2012Date of Patent: August 12, 2014Assignee: E I du Pont de Nemours and CompanyInventors: Mario Joseph Nappa, Ekaterina N Swearingen