CA2940149C - Procede de fabrication d'hydrochlorofluoroolefines - Google Patents
Procede de fabrication d'hydrochlorofluoroolefines Download PDFInfo
- Publication number
- CA2940149C CA2940149C CA2940149A CA2940149A CA2940149C CA 2940149 C CA2940149 C CA 2940149C CA 2940149 A CA2940149 A CA 2940149A CA 2940149 A CA2940149 A CA 2940149A CA 2940149 C CA2940149 C CA 2940149C
- Authority
- CA
- Canada
- Prior art keywords
- catalyst
- trans
- isomerization
- group
- cis
- 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.)
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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
-
- 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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
- B01J21/04—Alumina
-
- 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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- B01J21/063—Titanium; Oxides or hydroxides thereof
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
-
- 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
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
-
- 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
-
- 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
- C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/266—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions of hydrocarbons and halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/269—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions of only halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/01—Acyclic saturated compounds containing halogen atoms containing chlorine
Landscapes
- 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
La présente invention concerne un procédé de fabrication de 1-chloro-3,3,3-trifluoropropène trans (1233zd trans) par fluoration du 1230za et/ou du 240fa jusqu'à obtenir un mélange cis/trans du 1233zd, séparation de l'isomère trans suivie par une isomérisation de 1233zd cis en 1233zd trans dans l'étape de fluoration. L'étape de fluoration est effectuée dans la phase gazeuse ou la phase liquide. L'isomérisation est effectuée dans la phase gazeuse avec un catalyseur au Cr hétérogène à surface élevée, supporté ou non supporté.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14/183,828 US8987535B2 (en) | 2008-11-19 | 2014-02-19 | Process for the manufacture of hydrochlorofluoroolefins |
US14/183,828 | 2014-02-19 | ||
PCT/US2015/013204 WO2015126584A1 (fr) | 2014-02-19 | 2015-01-28 | Procédé de fabrication d'hydrochlorofluorooléfines |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2940149A1 CA2940149A1 (fr) | 2015-08-27 |
CA2940149C true CA2940149C (fr) | 2022-06-21 |
Family
ID=53878808
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2940149A Active CA2940149C (fr) | 2014-02-19 | 2015-01-28 | Procede de fabrication d'hydrochlorofluoroolefines |
Country Status (8)
Country | Link |
---|---|
EP (1) | EP3107883A4 (fr) |
JP (1) | JP2017509606A (fr) |
KR (1) | KR102354556B1 (fr) |
CN (1) | CN106061929A (fr) |
BR (1) | BR112016019246A2 (fr) |
CA (1) | CA2940149C (fr) |
MX (1) | MX2016010693A (fr) |
WO (1) | WO2015126584A1 (fr) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6826280B2 (ja) * | 2016-01-15 | 2021-02-03 | 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 |
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 |
CN108033872B (zh) * | 2017-12-05 | 2021-07-09 | 安庆市华璞环保材料科技有限责任公司 | 一种清洁环保生产1,1’,2,3-四氯丙烯的方法及其设备 |
CN113527047A (zh) * | 2020-04-22 | 2021-10-22 | 陕西中蓝化工科技新材料有限公司 | 一种联产制备反式-HFO-1234ze和顺式-HFO-1234ze的工艺 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2740132B1 (fr) * | 1995-10-23 | 1997-12-19 | Solvay | Procede pour la preparation de 1,1,1,3,3-pentafluoropropane |
US5705779A (en) * | 1996-08-08 | 1998-01-06 | Alliedsignal Inc. | Preparation of 1,1,1,3,3-pentachloropropane by photochlorination of 1,1,1,3-tetrachloropropane |
CN105646135A (zh) * | 2008-11-19 | 2016-06-08 | 阿科玛股份有限公司 | 用于制造氢氯氟烯烃的方法 |
US8987534B2 (en) * | 2008-11-19 | 2015-03-24 | Arkema Inc. | Process for the manufacture of hydrochlorofluoroolefins |
CN101544535B (zh) * | 2009-05-01 | 2012-07-18 | 浙江三美化工股份有限公司 | 一种合成1,1,1,3,3-五氯丙烷的制备方法 |
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 |
JP5821633B2 (ja) * | 2011-12-29 | 2015-11-24 | 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 |
US8829254B2 (en) * | 2012-02-14 | 2014-09-09 | Honeywell International Inc. | Process for making 1,3,3,3-tetrafluoropropene |
JP5858836B2 (ja) * | 2012-03-19 | 2016-02-10 | 株式会社トクヤマ | ポリクロロプロパンの製造方法 |
FR2989374A1 (fr) * | 2012-04-11 | 2013-10-18 | Arkema France | Procede de preparation d'un compose olefinique sous forme d'un isomere specifique. |
CN104603089B (zh) * | 2012-06-13 | 2016-08-24 | 中央硝子株式会社 | 1-氯-3,3,3-三氟-1-丙烯及1,3,3,3-四氟丙烯的制造方法 |
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 |
-
2015
- 2015-01-28 WO PCT/US2015/013204 patent/WO2015126584A1/fr active Application Filing
- 2015-01-28 JP JP2016552956A patent/JP2017509606A/ja active Pending
- 2015-01-28 CN CN201580009258.0A patent/CN106061929A/zh active Pending
- 2015-01-28 BR BR112016019246A patent/BR112016019246A2/pt not_active Application Discontinuation
- 2015-01-28 CA CA2940149A patent/CA2940149C/fr active Active
- 2015-01-28 EP EP15752266.5A patent/EP3107883A4/fr not_active Withdrawn
- 2015-01-28 KR KR1020167022720A patent/KR102354556B1/ko active IP Right Grant
- 2015-01-28 MX MX2016010693A patent/MX2016010693A/es unknown
Also Published As
Publication number | Publication date |
---|---|
MX2016010693A (es) | 2016-11-23 |
KR20160122745A (ko) | 2016-10-24 |
EP3107883A1 (fr) | 2016-12-28 |
KR102354556B1 (ko) | 2022-01-25 |
JP2017509606A (ja) | 2017-04-06 |
WO2015126584A1 (fr) | 2015-08-27 |
CA2940149A1 (fr) | 2015-08-27 |
CN106061929A (zh) | 2016-10-26 |
BR112016019246A2 (pt) | 2017-10-10 |
EP3107883A4 (fr) | 2017-07-05 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request |
Effective date: 20200124 |
|
EEER | Examination request |
Effective date: 20200124 |