CN102245548B - 1-氯-3,3,3-三氟丙烯的异构化 - Google Patents

1-氯-3,3,3-三氟丙烯的异构化 Download PDF

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Publication number
CN102245548B
CN102245548B CN200980149935.3A CN200980149935A CN102245548B CN 102245548 B CN102245548 B CN 102245548B CN 200980149935 A CN200980149935 A CN 200980149935A CN 102245548 B CN102245548 B CN 102245548B
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trifluoropropene
chloro
feed stream
product stream
stream
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CN102245548A (zh
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R·赫尔斯
R·R·辛赫
K·波克罗夫斯基
童雪松
D·默克尔
H·王
M·范德皮伊
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Honeywell International Inc
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
    • C07C17/358—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by isomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B63/00—Purification; Separation; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/02—Alkenes
    • C07C11/10—Alkenes with five carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/12—Alkadienes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/12—Alkadienes
    • C07C11/16—Alkadienes with four carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/21—Alkatrienes; Alkatetraenes; Other alkapolyenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/22—Aliphatic unsaturated hydrocarbons containing carbon-to-carbon triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/28—Aliphatic unsaturated hydrocarbons containing carbon-to-carbon double bonds and carbon-to-carbon triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/38—Separation; Purification; Stabilisation; Use of additives
    • C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C21/00—Acyclic unsaturated compounds containing halogen atoms
    • C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
    • C07C21/18—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
CN200980149935.3A 2008-12-12 2009-12-10 1-氯-3,3,3-三氟丙烯的异构化 Active CN102245548B (zh)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US12221808P 2008-12-12 2008-12-12
US61/122218 2008-12-12
US12/633420 2009-12-08
US12/633,420 US8217208B2 (en) 2008-12-12 2009-12-08 Isomerization of 1-chloro-3,3,3-trifluoropropene
PCT/US2009/067420 WO2010068715A2 (en) 2008-12-12 2009-12-10 Isomerization of 1-chloro-3,3,3-trifluoropropene

Publications (2)

Publication Number Publication Date
CN102245548A CN102245548A (zh) 2011-11-16
CN102245548B true CN102245548B (zh) 2015-02-04

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US (1) US8217208B2 (enExample)
EP (1) EP2379474B1 (enExample)
JP (3) JP5745425B2 (enExample)
KR (2) KR101839442B1 (enExample)
CN (1) CN102245548B (enExample)
CA (1) CA2746089C (enExample)
ES (1) ES2533079T3 (enExample)
MX (1) MX2011006010A (enExample)
WO (1) WO2010068715A2 (enExample)

Families Citing this family (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2937328B1 (fr) 2008-10-16 2010-11-12 Arkema France Procede de transfert de chaleur
US8217208B2 (en) * 2008-12-12 2012-07-10 Honeywell International, Inc. Isomerization of 1-chloro-3,3,3-trifluoropropene
FR2962442B1 (fr) 2010-07-09 2016-02-26 Arkema France Composition stable de 2,3,3,3-tetrafluoropropene
US8704017B2 (en) * 2010-09-03 2014-04-22 Honeywell International Inc. Continuous low-temperature process to produce trans-1-chloro-3,3,3-trifluoropropene
US8378158B2 (en) * 2010-12-03 2013-02-19 Honeywell International Inc. Azeotrope-like compositions of (Z)-1-chloro-3,3,3-trifluoropropene and hydrogen fluoride
US9156752B2 (en) * 2011-01-04 2015-10-13 Honeywell International Inc. High purity E-1-chloro-3,3,3-trifluoropropene and methods of making the same
JP5750917B2 (ja) * 2011-02-01 2015-07-22 セントラル硝子株式会社 シス−１−クロロ−３，３，３−トリフルオロプロペンの製造方法
US8404907B2 (en) * 2011-02-18 2013-03-26 Honeywell International Inc. Process for cis-1-chloro-3,3,3-trifluoropropene
US8653309B2 (en) * 2011-04-20 2014-02-18 Honeywell International Inc. Process for producing trans-1233zd
US8436217B2 (en) * 2011-04-25 2013-05-07 Honeywell International Inc. Integrated process to co-produce 1,1,1,3,3-pentafluoropropane, trans-1-chloro-3,3,3-trifluoropropene and trans-1,3,3,3-tetrafluoropropene
JP5834791B2 (ja) 2011-11-11 2015-12-24 セントラル硝子株式会社 （ｅ）−１−クロロ−３，３，３−トリフルオロプロペンの製造方法
JP5790438B2 (ja) 2011-11-21 2015-10-07 セントラル硝子株式会社 トランス−１−クロロ−３，３，３−トリフルオロプロペンの製造方法
US8754272B2 (en) 2011-12-07 2014-06-17 Honeywell International Inc. Process for cis-1-chloro-3,3,3-trifluoropropene
US8653310B2 (en) * 2011-12-07 2014-02-18 Honeywell International Inc. Process for making cis-1-chloro-3,3,3-trifluoropropene
JP5899974B2 (ja) 2012-02-02 2016-04-06 セントラル硝子株式会社 （ｅ）−１−クロロ−３，３，３−トリフルオロプロペンの製造方法
BR112014021670B1 (pt) * 2012-03-02 2020-09-29 Arkema Inc Métodos para a remoção de contaminante de uma hidroclorofluorolefina por destilação extrativa, trans-1,1,1-trifluoro-3-cloro-2-propeno (1233zd(e)) purificado e processo de destilação
US9000239B2 (en) * 2012-05-15 2015-04-07 Honeywell International Inc. Methods for producing 1-chloro-3,3,3-trifluoropropene from 2-chloro-3,3,3-trifluoropropene
WO2013187489A1 (ja) * 2012-06-13 2013-12-19 セントラル硝子株式会社 １－クロロ－３，３，３－トリフルオロ－１－プロペン及び１，３，３，３－テトラフルオロプロペンの製造方法
US20140275644A1 (en) * 2013-03-14 2014-09-18 Honeywell International Inc. Method to produce cis-1-chloro-3,3,3-trifluoropropene
US9162947B2 (en) * 2013-03-15 2015-10-20 Honeywell International Inc. High temperature isomerization of (E)-1-chloro-3,3,3-trifluoropropene to (Z)-1-chloro-3,3,3-trifluoropropene
EP3026368A4 (en) 2013-10-25 2016-08-31 Mitsubishi Heavy Ind Ltd REFRIGERANT CIRCULATION DEVICE, METHOD FOR CIRCULATING A REFRIGERANT AND METHOD FOR ACIDIFYING THE ACID
JP6381890B2 (ja) * 2013-10-25 2018-08-29 三菱重工サーマルシステムズ株式会社 冷媒循環装置、冷媒循環方法および異性化抑制方法
JP6575526B2 (ja) 2014-10-02 2019-09-18 セントラル硝子株式会社 ２−クロロ−１，３，３，３−テトラフルオロプロペン及び１−クロロ−３，３，３−トリフルオロプロペンを含有する共沸様組成物
FR3033791B1 (fr) 2015-03-18 2017-04-14 Arkema France Stabilisation du 1-chloro-3,3,3-trifluoropropene
JP2016222647A (ja) 2015-06-02 2016-12-28 セントラル硝子株式会社 ハイドロハロフルオロオレフィンの製造方法
JP7101478B2 (ja) 2015-06-30 2022-07-15 Ａｇｃ株式会社 ヒドロクロロフルオロオレフィンの製造方法、および２，３，３，３－テトラフルオロプロペンの製造方法
JP7070419B2 (ja) * 2016-09-12 2022-05-18 Ａｇｃ株式会社 １－クロロ－２，３，３－トリフルオロプロペンの製造方法
US20190016652A1 (en) * 2017-07-12 2019-01-17 Honeywell International Inc. Systems and methods for manufacturing and separating (z)-1-chloro-3,3,3-trifluoropropene
FR3070982B1 (fr) 2017-09-12 2019-08-30 Arkema France Composition a base d'hydrochlorofluoroolefine et d'huile minerale
US10000431B1 (en) 2018-01-30 2018-06-19 Honeywell International Inc. Process for the production of 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd)
US9994502B1 (en) 2018-01-30 2018-06-12 Honeywell International Inc. Process for the production of 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd)
US10717662B2 (en) 2018-02-07 2020-07-21 Honeywell International Inc. Process for the removal of iron and phosphate ions from a chlorinated hydrocarbon waste stream
JP6753434B2 (ja) * 2018-06-13 2020-09-09 ダイキン工業株式会社 ジフルオロエチレンの製造方法
FR3086287B1 (fr) * 2018-09-26 2020-09-18 Arkema France Stabilisation du 1-chloro-3,3,3-trifluoropropene
CN111925274B (zh) * 2020-09-17 2021-03-02 北京宇极科技发展有限公司 Z-1-氯-3,3,3-三氟丙烯的制备方法
CN116670104A (zh) * 2020-12-22 2023-08-29 中央硝子株式会社 不饱和氯氟碳的制造方法、和组合物
CN112811975B (zh) * 2021-04-22 2021-07-30 泉州宇极新材料科技有限公司 气相异构化制备z-1-r-3,3,3-三氟丙烯的方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040049082A1 (en) * 2001-01-26 2004-03-11 Christoph Wegner Thermal isomerizaton of lycopene
CN101177378A (zh) * 2006-10-27 2008-05-14 霍尼韦尔国际公司 卤化烯烃的几何异构化方法
US20100163781A1 (en) * 2007-04-11 2010-07-01 Andrew Paul Sharratt Process

Family Cites Families (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE536296A (enExample) 1954-03-22
IT535373A (enExample) 1954-06-10
US2846458A (en) 1956-05-23 1958-08-05 Dow Corning Organosiloxane ethers
US2889379A (en) 1957-02-06 1959-06-02 Dow Chemical Co Preparation of 3, 3, 3-trifluoropropene
US4465786A (en) 1982-09-27 1984-08-14 General Electric Company Catalyst composition for the preparation of 3,3,3-trifluoropropene
US4761308A (en) 1987-06-22 1988-08-02 General Electric Company Process for the preparation of reflective pyrolytic graphite
US4798818A (en) 1987-11-27 1989-01-17 Dow Corning Corporation Catalyst composition and process for its preparation
HU210404B (en) 1989-04-24 1995-04-28 Huetzen Process for producing polyurethane foam free of halogenated hydrocarbons
DE3933335C2 (de) 1989-10-06 1998-08-06 Basf Ag Verfahren zur Herstellung von Polyurethan-Hartschaumstoffen mit geringer Wärmeleitfähigkeit und ihre Verwendung
EP0431542A3 (en) 1989-12-07 1991-12-27 Hoechst Aktiengesellschaft Process for the preparation of foams
CZ7197A3 (cs) 1994-07-11 1998-02-18 Alliedsignal Inc. Způsob výroby 1,1,1,3,3-pentafluorpropanu
US6111150A (en) 1996-06-20 2000-08-29 Central Glass Company, Limited Method for producing 1,1,1,3,3,-pentafluoropropane
US5710352A (en) * 1996-09-19 1998-01-20 Alliedsignal Inc. Vapor phase process for making 1,1,1,3,3-pentafluoropropane and 1-chloro-3,3,3-trifluoropropene
US5900185A (en) 1996-09-27 1999-05-04 University Of New Mexico Tropodegradable bromine-containing halocarbon additives to decrease flammability of refrigerants, foam blowing agents, solvents, aerosol propellants, and sterilants
JP3031465B2 (ja) * 1998-02-26 2000-04-10 セントラル硝子株式会社 １，１，１，３，３−ペンタフルオロプロパンの製造方法
DE69909860T2 (de) * 1998-02-26 2004-05-27 Central Glass Co., Ltd., Ube Verfahren zur Herstellung von fluorierten Propanen
JP3031464B2 (ja) * 1998-02-26 2000-04-10 セントラル硝子株式会社 １，１，１，３，３−ペンタフルオロプロパンの製造方法
BE1011765A3 (fr) 1998-02-26 2000-01-11 Solvay Procede d'hydrofluoration d'hydrocarbures.
US6124510A (en) 1998-07-21 2000-09-26 Elf Atochem North America, Inc. 1234ze preparation
US6583328B1 (en) * 1999-04-05 2003-06-24 Pcbu Services, Inc. Method for the preparation of 1,1,1,3,3-pentafluoropropene and 1,1,1,3,3-pentafluoropropane
ES2312469T3 (es) 2000-08-10 2009-03-01 Solvay (Societe Anonyme) Proceso para obtener un hidrofluoroalcano purificado.
US7230146B2 (en) 2003-10-27 2007-06-12 Honeywell International Inc. Process for producing fluoropropenes
US20080292564A1 (en) 2002-10-25 2008-11-27 Honeywell International, Inc. Aerosol compositions containing fluorine substituted olefins and methods and systems using same
US9796848B2 (en) 2002-10-25 2017-10-24 Honeywell International Inc. Foaming agents and compositions containing fluorine substituted olefins and methods of foaming
US9005467B2 (en) 2003-10-27 2015-04-14 Honeywell International Inc. Methods of replacing heat transfer fluids
US9255046B2 (en) * 2003-07-25 2016-02-09 Honeywell International Inc. Manufacturing process for HFO-1234ze
US6844475B1 (en) 2003-08-08 2005-01-18 Honeywell International Business Machines Low temperature production of 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd)
US7659434B2 (en) * 2004-04-29 2010-02-09 Honeywell International Inc. Method for producing fluorinated organic compounds
CA2564897C (en) * 2004-04-29 2012-11-27 Honeywell International Inc. Processes for synthesis of 1,3,3,3-tetrafluoropropene
US8084653B2 (en) * 2004-04-29 2011-12-27 Honeywell International, Inc. Method for producing fluorinated organic compounds
TWI626262B (zh) 2005-06-24 2018-06-11 哈尼威爾國際公司 發泡體及其產品
TWI645031B (zh) * 2005-06-24 2018-12-21 哈尼威爾國際公司 含有經氟取代之烯烴之組合物及其用途
JP4314391B2 (ja) * 2005-07-07 2009-08-12 独立行政法人産業技術総合研究所 フッ素化触媒とその製造方法及びそれら触媒を用いたフッ素化合物の製造方法
US20080007788A1 (en) 2006-06-30 2008-01-10 Good Frederick L Smart page photo sizing, composing and cropping tool
US8067650B2 (en) 2006-08-24 2011-11-29 Honeywell International Inc. Process for the production of HFO trans-1234ze from HFC-245fa
US7485760B2 (en) 2006-08-24 2009-02-03 Honeywell International Inc. Integrated HFC trans-1234ze manufacture process
WO2008121783A1 (en) * 2007-03-29 2008-10-09 Arkema Inc. Blowing agent composition of hydrochlorofluoroolefin
JP5380882B2 (ja) * 2007-04-17 2014-01-08 セントラル硝子株式会社 ３，３，３−トリフルオロプロピンの製造方法
US7829747B2 (en) 2008-04-24 2010-11-09 Honeywell International Inc. Process for dehydrofluorination of 3-chloro-1,1,1,3-tetrafluoropropane to 1-chloro-3,3,3-trifluoropropene
CA2743670C (en) * 2008-11-19 2016-04-12 Arkema Inc. Process for the manufacture of hydrochlorofluoroolefins
US8217208B2 (en) * 2008-12-12 2012-07-10 Honeywell International, Inc. Isomerization of 1-chloro-3,3,3-trifluoropropene

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040049082A1 (en) * 2001-01-26 2004-03-11 Christoph Wegner Thermal isomerizaton of lycopene
CN101177378A (zh) * 2006-10-27 2008-05-14 霍尼韦尔国际公司 卤化烯烃的几何异构化方法
US20100163781A1 (en) * 2007-04-11 2010-07-01 Andrew Paul Sharratt Process

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Publication number Publication date
WO2010068715A3 (en) 2010-09-16
EP2379474B1 (en) 2015-01-14
US8217208B2 (en) 2012-07-10
CA2746089C (en) 2019-11-26
KR20170007862A (ko) 2017-01-20
ES2533079T3 (es) 2015-04-07
JP2012512160A (ja) 2012-05-31
US20100152504A1 (en) 2010-06-17
EP2379474A2 (en) 2011-10-26
KR20110106363A (ko) 2011-09-28
WO2010068715A2 (en) 2010-06-17
EP2379474A4 (en) 2012-07-25
CA2746089A1 (en) 2010-06-17
JP5745425B2 (ja) 2015-07-08
JP6082765B2 (ja) 2017-02-15
JP2015110648A (ja) 2015-06-18
KR101839442B1 (ko) 2018-03-16
KR101698482B1 (ko) 2017-01-20
JP2017110020A (ja) 2017-06-22
CN102245548A (zh) 2011-11-16
WO2010068715A4 (en) 2010-11-04
MX2011006010A (es) 2011-07-13

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