CA2938370C - Procede de production d'hydrochlorofluoroolefines - Google Patents

Procede de production d'hydrochlorofluoroolefines Download PDF

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Publication number
CA2938370C
CA2938370C CA2938370A CA2938370A CA2938370C CA 2938370 C CA2938370 C CA 2938370C CA 2938370 A CA2938370 A CA 2938370A CA 2938370 A CA2938370 A CA 2938370A CA 2938370 C CA2938370 C CA 2938370C
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CA
Canada
Prior art keywords
catalyst
trans
cis
acid
liquid phase
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CA2938370A
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English (en)
Other versions
CA2938370A1 (fr
Inventor
Maher Y. Elsheikh
Philippe Bonnet
John A. Wismer
Sri R. Seshadri
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Arkema Inc
Original Assignee
Arkema Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US14/167,150 external-priority patent/US8987534B2/en
Application filed by Arkema Inc filed Critical Arkema Inc
Publication of CA2938370A1 publication Critical patent/CA2938370A1/fr
Application granted granted Critical
Publication of CA2938370C publication Critical patent/CA2938370C/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • 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
    • 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
    • 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)

Abstract

Cette divulgation concerne un procédé de production de trans 1-chloro-3,3,3-trifluoropropène (trans 1233zd) par fluoration de 1230za et/ou de 240fa en un mélange cis/trans de 1233zd, et séparation de l'isomère trans suivie par l'isomérisation du cis-1233zd en trans 1233zd dans l'étape de fluoration. L'étape de fluoration est mise en uvre en phase gazeuse ou en phase liquide. L'isomérisation est mise en uvre en phase gazeuse à l'aide d'un catalyseur Cr hétérogène à surface élevée, supporté ou non supporté.
CA2938370A 2014-01-29 2015-01-28 Procede de production d'hydrochlorofluoroolefines Active CA2938370C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US14/167,150 2014-01-29
US14/167,150 US8987534B2 (en) 2008-11-19 2014-01-29 Process for the manufacture of hydrochlorofluoroolefins
PCT/US2015/013202 WO2015116629A1 (fr) 2014-01-29 2015-01-28 Procédé de production d'hydrochlorofluorooléfines

Publications (2)

Publication Number Publication Date
CA2938370A1 CA2938370A1 (fr) 2015-08-06
CA2938370C true CA2938370C (fr) 2022-07-12

Family

ID=53757674

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2938370A Active CA2938370C (fr) 2014-01-29 2015-01-28 Procede de production d'hydrochlorofluoroolefines

Country Status (7)

Country Link
EP (1) EP3099655A4 (fr)
JP (1) JP2017507121A (fr)
KR (1) KR20160113669A (fr)
CN (1) CN105939986B (fr)
CA (1) CA2938370C (fr)
MX (1) MX390649B (fr)
WO (1) WO2015116629A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20180194703A1 (en) * 2017-01-06 2018-07-12 Honeywell International Inc. Systems and methods for separating (e)-1-chloro-3,3,3-trifluoropropene, hf, and a heavy organic and reactor purge
JP7485666B2 (ja) * 2018-11-15 2024-05-16 アーケマ・インコーポレイテッド ヒドロクロロフルオロオレフィンを含む粗製ストリームを精製する方法
CN114262254B (zh) * 2022-03-02 2025-09-02 北京宇极科技发展有限公司 一种制备e-1-氯-3,3,3-三氟丙烯的方法

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US7563936B2 (en) * 2006-10-27 2009-07-21 Honeywell International Inc Processes for geometric isomerization of halogenated olefins
EP2349962B1 (fr) * 2008-11-19 2020-02-26 Arkema Inc. Procédé de fabrication d'hydrochlorofluorooléfines
US8987534B2 (en) * 2008-11-19 2015-03-24 Arkema Inc. Process for the manufacture of hydrochlorofluoroolefins
US9045386B2 (en) * 2010-02-18 2015-06-02 Honeywell International Inc. Integrated process and methods of producing (E)-1-chloro-3,3,3-trifluoropropene
US8704017B2 (en) * 2010-09-03 2014-04-22 Honeywell International Inc. Continuous low-temperature process to produce trans-1-chloro-3,3,3-trifluoropropene
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
JP6107465B2 (ja) * 2012-06-29 2017-04-05 セントラル硝子株式会社 １−クロロ−３，３，３−トリフルオロプロペンの製造方法

Also Published As

Publication number Publication date
CN105939986A (zh) 2016-09-14
EP3099655A4 (fr) 2017-06-07
JP2017507121A (ja) 2017-03-16
EP3099655A1 (fr) 2016-12-07
CA2938370A1 (fr) 2015-08-06
CN105939986B (zh) 2018-11-20
KR20160113669A (ko) 2016-09-30
MX2016009803A (es) 2016-11-14
MX390649B (es) 2025-03-21
WO2015116629A1 (fr) 2015-08-06

Similar Documents

Publication Publication Date Title
CA2743670C (fr) Procede de fabrication d'hydrochlorofluoroolefines
EP2349957B1 (fr) Procédé de fabrication d'hydrofluorooléfines
US8987535B2 (en) Process for the manufacture of hydrochlorofluoroolefins
JP6084168B2 (ja) トランス−１−クロロ−３，３，３−トリフルオロプロペン、トランス−１，３，３，３−テトラフルオロプロペン、及び１，１，１，３，３−ペンタフルオロプロパンを共に製造するための統合方法
JP2013520421A (ja) （ｅ）−１−クロロ−３，３，３−トリフルオロプロペンを製造する統合プロセス及び方法
US8987534B2 (en) Process for the manufacture of hydrochlorofluoroolefins
CA2940149C (fr) Procede de fabrication d'hydrochlorofluoroolefines
CA2938370C (fr) Procede de production d'hydrochlorofluoroolefines

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