FR3078698B1 - Procede de production du 2-chloro-3,3,3-trifluoropropene - Google Patents
Procede de production du 2-chloro-3,3,3-trifluoropropene Download PDFInfo
- Publication number
- FR3078698B1 FR3078698B1 FR1851955A FR1851955A FR3078698B1 FR 3078698 B1 FR3078698 B1 FR 3078698B1 FR 1851955 A FR1851955 A FR 1851955A FR 1851955 A FR1851955 A FR 1851955A FR 3078698 B1 FR3078698 B1 FR 3078698B1
- Authority
- FR
- France
- Prior art keywords
- trifluoropropene
- chloro
- stream
- production
- tetrachloropropene
- 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.)
- Expired - Fee Related
Links
- OQISUJXQFPPARX-UHFFFAOYSA-N 2-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Cl)=C OQISUJXQFPPARX-UHFFFAOYSA-N 0.000 title abstract 3
- ZXPCCXXSNUIVNK-UHFFFAOYSA-N 1,1,1,2,3-pentachloropropane Chemical compound ClCC(Cl)C(Cl)(Cl)Cl ZXPCCXXSNUIVNK-UHFFFAOYSA-N 0.000 abstract 1
- UMGQVBVEWTXECF-UHFFFAOYSA-N 1,1,2,3-tetrachloroprop-1-ene Chemical compound ClCC(Cl)=C(Cl)Cl UMGQVBVEWTXECF-UHFFFAOYSA-N 0.000 abstract 1
- PQUUGVDRLWLNGR-UHFFFAOYSA-N 2,3,3,3-tetrachloroprop-1-ene Chemical compound ClC(=C)C(Cl)(Cl)Cl PQUUGVDRLWLNGR-UHFFFAOYSA-N 0.000 abstract 1
- QJMGASHUZRHZBT-UHFFFAOYSA-N 2,3-dichloro-1,1,1-trifluoropropane Chemical compound FC(F)(F)C(Cl)CCl QJMGASHUZRHZBT-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
Classifications
-
- 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
- C07C17/25—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
- C07C17/093—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
- 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
Landscapes
- 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
La présente invention concerne un procédé de production du 2-chloro-3,3,3-trifluoropropène comprenant les étapes de : a) fourniture d'un courant A comprenant au moins un des composés sélectionnés parmi le groupe consistant en 2,3-dichloro-1,1,1-trifluoropropane, 1,1,1,2,3-pentachloropropane, 1,1,2,3-tetrachloropropene et 2,3,3,3-tétrachloropropène ; b) dans un réacteur, mise en contact dudit courant A avec HF en présence ou non d'un catalyseur pour produire un courant B comprenant 2-chloro-3,3,3-trifluoropropène ; caractérisé en ce que la conductivité électrique dudit courant A fourni à l'étape a) est inférieure à 15 mS/cm.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1851955A FR3078698B1 (fr) | 2018-03-07 | 2018-03-07 | Procede de production du 2-chloro-3,3,3-trifluoropropene |
| US16/976,520 US11028027B2 (en) | 2018-03-07 | 2019-03-04 | Process for producing 2-chloro-3,3,3-trifluoropropene |
| EP19715970.0A EP3762354A1 (fr) | 2018-03-07 | 2019-03-04 | Procédé de production du 2-chloro-3,3,3-trifluoropropène |
| CN201980015035.3A CN111757863A (zh) | 2018-03-07 | 2019-03-04 | 2-氯-3,3,3-三氟丙烯的生产工艺 |
| PCT/FR2019/050478 WO2019170990A1 (fr) | 2018-03-07 | 2019-03-04 | Procédé de production du 2-chloro-3,3,3-trifluoropropène |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1851955 | 2018-03-07 | ||
| FR1851955A FR3078698B1 (fr) | 2018-03-07 | 2018-03-07 | Procede de production du 2-chloro-3,3,3-trifluoropropene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR3078698A1 FR3078698A1 (fr) | 2019-09-13 |
| FR3078698B1 true FR3078698B1 (fr) | 2020-02-21 |
Family
ID=62597647
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR1851955A Expired - Fee Related FR3078698B1 (fr) | 2018-03-07 | 2018-03-07 | Procede de production du 2-chloro-3,3,3-trifluoropropene |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US11028027B2 (fr) |
| EP (1) | EP3762354A1 (fr) |
| CN (1) | CN111757863A (fr) |
| FR (1) | FR3078698B1 (fr) |
| WO (1) | WO2019170990A1 (fr) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3023286B1 (fr) | 2014-07-02 | 2018-02-16 | Arkema France | Procede de fabrication de tetrafluoropropene |
| FR3078700B1 (fr) | 2018-03-07 | 2020-07-10 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
| FR3078699B1 (fr) | 2018-03-07 | 2020-02-21 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
| FR3081158B1 (fr) | 2018-05-16 | 2020-07-31 | Arkema France | Procede de production du 1-chloro-3,3,3-trifluoropropene. |
| FR3083232B1 (fr) | 2018-06-27 | 2021-11-12 | Arkema France | Procede de production du 1-chloro-3,3,3-trifluoropropene |
| FR3086287B1 (fr) | 2018-09-26 | 2020-09-18 | Arkema France | Stabilisation du 1-chloro-3,3,3-trifluoropropene |
| BR112021022059A2 (pt) * | 2018-10-26 | 2021-12-28 | Chemours Co Fc Llc | Composições de fluoropropeno, métodos de produção de uma mistura e de resfriamento, processos para transferência de calor, para tratamento de uma superfície e para formação de uma composição, sistema de refrigeração, aparelhos de refrigeração, uso da composição de fluoropropeno e método para substituição de um refrigerante |
| CN117797839B (zh) * | 2023-12-06 | 2026-01-30 | 西安近代化学研究所 | 一种1,1,1,3-四氯丙烷氯氟化制备2-氯-3,3,3-三氟丙烯用催化剂 |
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| BE527988A (fr) | 1953-04-09 | |||
| US4902838A (en) | 1988-12-28 | 1990-02-20 | E. I. Du Pont De Nemours And Company | Isomerization of saturated fluorohydrocarbons |
| GB9007029D0 (en) | 1990-03-29 | 1990-05-30 | Ici Plc | Chemical process |
| US5227350A (en) | 1990-09-14 | 1993-07-13 | Imperial Chemical Industries Plc | Fluorination catalyst regeneration |
| GB9224594D0 (en) | 1991-12-10 | 1993-01-13 | Ici Plc | Water separation process |
| US5322597A (en) | 1992-07-30 | 1994-06-21 | Minnesota Mining And Manufacturing Company | Bipolar flow cell and process for electrochemical fluorination |
| DE69715284T2 (de) | 1996-04-17 | 2003-07-31 | Ausimont S.P.A., Mailand/Milano | Katalysator für die Fluorierung von halogenierten Kohlwasserstoffen |
| DE69909860T2 (de) | 1998-02-26 | 2004-05-27 | Central Glass Co., Ltd., Ube | Verfahren zur Herstellung von fluorierten Propanen |
| FR2808268B1 (fr) | 2000-04-26 | 2002-08-30 | Atofina | Liquides ioniques derives d'acides de lewis a base de titane, niobium, tantale, etain ou antimoine, et leurs applications |
| US8067649B2 (en) | 2004-04-29 | 2011-11-29 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8058486B2 (en) | 2004-04-29 | 2011-11-15 | Honeywell International Inc. | Integrated process to produce 2,3,3,3-tetrafluoropropene |
| EP2497821B1 (fr) * | 2005-11-01 | 2019-04-03 | The Chemours Company FC, LLC | Compositions de solvants comprenant des hydrocarbures fluores insaturés |
| WO2007056148A1 (fr) * | 2005-11-03 | 2007-05-18 | Honeywell International Inc. | Procede de production de composes organiques fluores |
| PL3336074T3 (pl) | 2006-01-03 | 2025-10-20 | Honeywell International Inc. | Sposób produkcji fluorowanych związków organicznych |
| KR101394583B1 (ko) | 2006-10-03 | 2014-05-12 | 멕시켐 아만코 홀딩 에스.에이. 데 씨.브이. | 탄소수 3-6의 (하이드로)플루오로알켄의 생성을 위한 탈수소할로겐화 방법 |
| CN103483141B (zh) | 2006-10-31 | 2015-09-16 | 纳幕尔杜邦公司 | 氟丙烷、卤代丙烯以及2-氯-3,3,3-三氟-1-丙烯与hf的共沸组合物和1,1,1,2,2-五氟丙烷与hf的共沸组合物的制备方法 |
| FR2916755B1 (fr) | 2007-05-31 | 2009-08-21 | Arkema France | Procede de preparation d'(hydro)(chloro)(fluoro)olefines |
| PL2170785T3 (pl) | 2007-06-27 | 2018-12-31 | Arkema Inc. | Sposób wytwarzania fluorowodoroolefin |
| US8563789B2 (en) * | 2007-06-27 | 2013-10-22 | Arkema Inc. | Process for the manufacture of hydrofluoroolefins |
| FR2929271B1 (fr) | 2008-03-28 | 2010-04-16 | Arkema France | Procede pour la preparation du 1,2,3,3,3-pentafluoropropene- 1 |
| DK2634231T3 (da) | 2008-05-07 | 2022-09-19 | Chemours Co Fc Llc | Sammensætninger |
| CN102405203B (zh) | 2009-04-23 | 2015-04-08 | 大金工业株式会社 | 制备2,3,3,3-四氟丙烯的方法 |
| PL2516366T3 (pl) | 2009-12-23 | 2017-04-28 | Arkema France | Katalityczne fluorowanie 1233xf do 1234yf w fazie gazowej |
| GB201010958D0 (en) | 2010-06-30 | 2010-08-11 | 3M Innovative Properties Co | Process for manufacturing perfluoroolefins by pyrolysis of perfluorocarbons in the presence of hydrogen |
| JP5899227B2 (ja) * | 2010-10-22 | 2016-04-06 | アルケマ フランス | 2,3,3,3−テトラフルオロプロペンの製造方法 |
| RU2541541C1 (ru) | 2011-01-21 | 2015-02-20 | Аркема Франс | Каталитическое газофазное фторирование |
| EP3257832B2 (fr) | 2011-01-21 | 2022-10-19 | Arkema France | Fluoration catalytique en phase gazeuse |
| FR2980474B1 (fr) | 2011-09-27 | 2013-08-30 | Arkema France | Procede de fabrication du 2,3,3,3-tetrafluoropropene |
| PL2766331T3 (pl) * | 2011-10-14 | 2021-09-20 | Honeywell International, Inc. | Sposób wytwarzania 2,3,3,3-tetrafluoropropenu |
| EP2791093B1 (fr) | 2011-12-14 | 2017-10-04 | Arkema France | Procédé pour la préparation de 2,3,3,3-tétrafluoropropène |
| 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 |
| FR2986525B1 (fr) | 2012-02-03 | 2014-02-14 | Arkema France | Procede de production de 2,3,3,3-tetrafluoropropene |
| CN104169247B (zh) | 2012-04-09 | 2017-03-29 | 旭硝子株式会社 | 共沸或类共沸组合物、以及2,3,3,3‑四氟丙烯或氯甲烷的制造方法 |
| FR2991598B1 (fr) | 2012-06-08 | 2015-08-07 | Arkema France | Regeneration de catalyseur par injection de gaz chauffe |
| JP6213480B2 (ja) | 2012-07-10 | 2017-10-18 | ダイキン工業株式会社 | 含フッ素オレフィンの製造方法 |
| CN103420782B (zh) * | 2013-07-12 | 2015-05-13 | 西安近代化学研究所 | 一种氯氟烷烃催化脱氯化氢制备含氟烯烃的方法 |
| FR3013606B1 (fr) | 2013-11-28 | 2015-11-13 | Arkema France | Procede de purification d'acide chlorhydrique |
| US9255045B2 (en) | 2014-01-13 | 2016-02-09 | Arkema France | E-1-chloro-3,3,3-trifluoropropene production process from 1,1,3,3-tetrachloropropene |
| FR3023286B1 (fr) | 2014-07-02 | 2018-02-16 | Arkema France | Procede de fabrication de tetrafluoropropene |
| JP7168321B2 (ja) * | 2014-10-16 | 2022-11-09 | スポレク プロ ヘミコウ アー フツニ ブイロブ,アクツィオバ スポレチェノスト | 方法 |
| CN105753638B (zh) * | 2014-12-13 | 2018-08-31 | 西安近代化学研究所 | 2,3,3,3-四氟丙烯的合成方法 |
| FR3036398B1 (fr) | 2015-05-22 | 2019-05-03 | Arkema France | Compositions a base de 1,1,3,3-tetrachloropropene |
| WO2017178857A1 (fr) | 2016-04-13 | 2017-10-19 | Arkema France | Procédé de fabrication du 2,3,3,3-tétrafluoropropène |
| CN107540011A (zh) | 2016-06-23 | 2018-01-05 | 中化近代环保化工(西安)有限公司 | 一种高比表面积的催化剂、其制备方法及应用 |
| FR3078699B1 (fr) | 2018-03-07 | 2020-02-21 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
| FR3078700B1 (fr) | 2018-03-07 | 2020-07-10 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
-
2018
- 2018-03-07 FR FR1851955A patent/FR3078698B1/fr not_active Expired - Fee Related
-
2019
- 2019-03-04 CN CN201980015035.3A patent/CN111757863A/zh active Pending
- 2019-03-04 EP EP19715970.0A patent/EP3762354A1/fr not_active Withdrawn
- 2019-03-04 US US16/976,520 patent/US11028027B2/en not_active Expired - Fee Related
- 2019-03-04 WO PCT/FR2019/050478 patent/WO2019170990A1/fr not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| CN111757863A (zh) | 2020-10-09 |
| FR3078698A1 (fr) | 2019-09-13 |
| EP3762354A1 (fr) | 2021-01-13 |
| US11028027B2 (en) | 2021-06-08 |
| WO2019170990A1 (fr) | 2019-09-12 |
| US20210002189A1 (en) | 2021-01-07 |
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Effective date: 20190913 |
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