ES2666489T3 - Métodos de preparación de 2,3,3,3-tetrafluoro-2-propeno - Google Patents

Métodos de preparación de 2,3,3,3-tetrafluoro-2-propeno Download PDF

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Publication number
ES2666489T3
ES2666489T3 ES12737145.8T ES12737145T ES2666489T3 ES 2666489 T3 ES2666489 T3 ES 2666489T3 ES 12737145 T ES12737145 T ES 12737145T ES 2666489 T3 ES2666489 T3 ES 2666489T3
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Prior art keywords
hydrofluorination
vapor phase
tcp
liquid
phase
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ES12737145.8T
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English (en)
Inventor
Stephen A. Cottrell
Yuon Chiu
Hsueh Sung Tung
Kevin D. Uhrich
Peter Scheidle
Haluk Kopkalli
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Honeywell International Inc
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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
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
    • C07C17/21—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms with simultaneous increase of the number of halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/18—Arsenic, antimony or bismuth
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
    • C07C17/087—Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
    • C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
    • C07C17/206—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being HX
    • 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
    • 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)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Un proceso para la fabricación de 1234yf a partir de 1,1,2,3-tetracloropropeno (TCP) en tres etapas integradas que incluyen: (a) la hidrofluoración R-1 de TCP para formar 1233xf en la fase vapor; (b) la hidrofluoración R-2 de 1233xf para formar 244bb en cualquiera de la fase líquida o en la fase líquida seguido de la fase vapor; y (c) la deshidrocloración R-3 de 244bb en cualquiera de la fase líquida o vapor para producir 1234yf; en el que la hidrofluoración en fase vapor de TCP en la etapa (a) se lleva a cabo a una presión más baja que la hidrofluoración en fase líquida de 1233xf de la etapa (b); y en el que el HCl generado durante las etapas (a), (b), y/o (c) se lava con agua para formar una disolución de ácido y los componentes orgánicos generados durante las etapas (a), (b), y/o (c) se lavan con una disolución cáustica y luego se secan antes del procesamiento adicional.

Description

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Claims (1)

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ES12737145.8T 2011-01-19 2012-01-13 Métodos de preparación de 2,3,3,3-tetrafluoro-2-propeno Active ES2666489T3 (es)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201161434005P 2011-01-19 2011-01-19
US201161434005P 2011-01-19
US201113313649 2011-12-07
US13/313,649 US9890096B2 (en) 2011-01-19 2011-12-07 Methods of making 2,3,3,3-tetrafluoro-2-propene
PCT/US2012/021158 WO2012099776A1 (en) 2011-01-19 2012-01-13 Methods of making 2,3,3,3-tetrafluoro-2-propene

Publications (1)

Publication Number Publication Date
ES2666489T3 true ES2666489T3 (es) 2018-05-04

Family

ID=46491269

Family Applications (1)

Application Number Title Priority Date Filing Date
ES12737145.8T Active ES2666489T3 (es) 2011-01-19 2012-01-13 Métodos de preparación de 2,3,3,3-tetrafluoro-2-propeno

Country Status (8)

Country Link
US (1) US9890096B2 (es)
EP (1) EP2665696B1 (es)
JP (1) JP5953317B2 (es)
KR (1) KR101925339B1 (es)
CN (2) CN103534228A (es)
ES (1) ES2666489T3 (es)
MX (1) MX2013008287A (es)
WO (1) WO2012099776A1 (es)

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US8927791B2 (en) * 2010-04-29 2015-01-06 Honeywell International Inc. Method for producing tetrafluoropropenes
MX2014002893A (es) 2011-09-15 2014-04-30 Daikin Ind Ltd Metodo para purificar hidrocarburos clorados.
US9399609B2 (en) 2013-03-12 2016-07-26 Honeywell International Inc. Method for mitigating HFC-245cb formation during HCFO-1233xf hydrofluorination to HCFC-244bb
CN105026350A (zh) * 2013-03-13 2015-11-04 霍尼韦尔国际公司 分级氟化方法和反应器系统
US9353029B2 (en) 2013-03-14 2016-05-31 Honeywell International, Inc. Fluorination process and reactor
US9272968B2 (en) 2013-03-14 2016-03-01 Honeywell International Inc. Process to suppress the formation of 3,3,3-trifluoropropyne in fluorocarbon manufacture
US20140275651A1 (en) * 2013-03-15 2014-09-18 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
PL2986583T3 (pl) * 2013-04-18 2019-12-31 Honeywell International Inc. Układ reakcyjny i sposób wytwarzania fluorowanych związków organicznych
US20150225315A1 (en) * 2014-02-10 2015-08-13 Honeywell International Inc. Reactor design for liquid phase fluorination
JP6648039B2 (ja) * 2014-02-10 2020-02-14 ハネウェル・インターナショナル・インコーポレーテッドＨｏｎｅｙｗｅｌｌ Ｉｎｔｅｒｎａｔｉｏｎａｌ Ｉｎｃ． 液相フッ素化反応のための反応器
EP3202755B1 (en) 2014-09-30 2020-01-15 Daikin Industries, Ltd. Method for producing 2, 3, 3,3-tetrafluoropropene
JP6210073B2 (ja) * 2015-01-21 2017-10-11 ダイキン工業株式会社 フルオロプロペンの製造方法
CN107743479A (zh) * 2015-04-24 2018-02-27 霍尼韦尔国际公司 降低244bb中的1233xf浓度的方法
CN107635955A (zh) * 2015-05-21 2018-01-26 科慕埃弗西有限公司 通过SbF5进行的1233xf至244bb的氢氟化
GB2540427B (en) * 2015-07-17 2017-07-19 Mexichem Fluor Sa De Cv Process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf)
GB201512510D0 (en) * 2015-07-17 2015-08-19 Mexichem Fluor Sa De Cv Process
US9938213B2 (en) * 2015-08-19 2018-04-10 Honeywell International Inc. Methods for removing acidic impurities from halogenated propenes
GB201701099D0 (en) 2017-01-23 2017-03-08 Mexichem Fluor Sa De Cv Process
KR101992230B1 (ko) 2017-08-08 2019-06-25 (주)후성 기상 촉매를 이용한 1,1,1-트리플루오로-2-클로로프로펜과 1,1,1,2-테트라플루오로프로펜의 동시 제조 방법
US10233137B1 (en) * 2017-10-13 2019-03-19 Honeywell International Inc. Method for removing unsaturated halogenated impurities from 2,3,3,3-tetrafluoropropene (HFO-1234yf)
US10246389B1 (en) 2018-01-08 2019-04-02 Honeywell International Inc. Compositions containing 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)
US10351494B1 (en) 2018-01-08 2019-07-16 Honeywell International Inc. Systems and methods for reducing the formation of impurities during 244bb dehydrochlorination to 1234yf
CN112313199A (zh) 2018-06-06 2021-02-02 霍尼韦尔国际公司 用于HCFC-244bb的脱氯化氢以制备HFO-1234yf的方法
US10941091B2 (en) 2018-12-03 2021-03-09 Honeywell International Inc. Processes for producing high-purity trifluoroiodomethane

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KR100458671B1 (ko) * 1995-10-10 2005-02-03 이네오스 플루어 홀딩즈 리미티드 플루오르화수소회수방법
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PL2545021T3 (pl) 2010-03-10 2017-03-31 Arkema France Sposób fluorowania w fazie ciekłej

Also Published As

Publication number Publication date
CN108358745A (zh) 2018-08-03
EP2665696A4 (en) 2015-12-23
KR20140004725A (ko) 2014-01-13
EP2665696A1 (en) 2013-11-27
JP5953317B2 (ja) 2016-07-20
WO2012099776A1 (en) 2012-07-26
MX2013008287A (es) 2013-09-13
EP2665696B1 (en) 2018-03-14
JP2014510716A (ja) 2014-05-01
US9890096B2 (en) 2018-02-13
US20120184785A1 (en) 2012-07-19
KR101925339B1 (ko) 2019-02-27
CN103534228A (zh) 2014-01-22

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