FR3078700B1 - Procede de production du 2,3,3,3-tetrafluoropropene - Google Patents
Procede de production du 2,3,3,3-tetrafluoropropene Download PDFInfo
- Publication number
- FR3078700B1 FR3078700B1 FR1851954A FR1851954A FR3078700B1 FR 3078700 B1 FR3078700 B1 FR 3078700B1 FR 1851954 A FR1851954 A FR 1851954A FR 1851954 A FR1851954 A FR 1851954A FR 3078700 B1 FR3078700 B1 FR 3078700B1
- Authority
- FR
- France
- Prior art keywords
- stream
- tetrafluoropropene
- trifluoropropene
- chloro
- reactor
- 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
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 title abstract 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 4
- OQISUJXQFPPARX-UHFFFAOYSA-N 2-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Cl)=C OQISUJXQFPPARX-UHFFFAOYSA-N 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 2
- 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
- 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
- C07C17/204—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 a halogen
-
- 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
- B01J23/24—Chromium, molybdenum or tungsten
- B01J23/26—Chromium
-
- 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
- C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
-
- 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)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La présente invention concerne un procédé pour la production de 2,3,3,3-tétrafluoropropène comprenant les étapes : i) dans un premier réacteur, mise en contact d'un courant A comprenant 2-chloro-3,3,3-trifluoropropène avec de l'acide fluorhydrique en phase gazeuse en présence d'un catalyseur pour produire un courant B comprenant 2,3,3,3-tétrafluoropropène, HF et 2-chloro-3,3,3-trifluoropropène n'ayant pas réagi ; et ii) dans un second réacteur, mise en contact en phase gazeuse en présence ou non d'un catalyseur d'acide fluorhydrique avec un courant comprenant au moins un composé chloré sélectionné parmi le groupe consistant en 1,1,1,2,3-pentachloropropane, 2,3-dichloro-1,1,1-trifluoropropane , 2,3,3,3-tétrachloropropène et 1,1,2,3-tétrachloropropène pour produire un courant C comprenant 2-chloro-3,3,3-trifluoropropène, caractérisé en ce que le courant B obtenu à l'étape i) alimente ledit second réacteur utilisé pour l'étape ii) ; et en ce que la conductivité électrique dudit courant A fourni à l'étape i) est inférieure à 15 mS/cm.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1851954A FR3078700B1 (fr) | 2018-03-07 | 2018-03-07 | Procede de production du 2,3,3,3-tetrafluoropropene |
| PCT/FR2019/050479 WO2019170991A1 (fr) | 2018-03-07 | 2019-03-04 | Procédé de production du 2,3,3,3-tétrafluoropropène |
| EP19715971.8A EP3762355A1 (fr) | 2018-03-07 | 2019-03-04 | Procédé de production du 2,3,3,3-tétrafluoropropène |
| CN201980015511.1A CN111770908A (zh) | 2018-03-07 | 2019-03-04 | 2,3,3,3-四氟丙烯的生产工艺 |
| US16/976,599 US11084768B2 (en) | 2018-03-07 | 2019-03-04 | Process for the production of 2,3,3,3-tetrafluoropropene |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1851954 | 2018-03-07 | ||
| FR1851954A FR3078700B1 (fr) | 2018-03-07 | 2018-03-07 | Procede de production du 2,3,3,3-tetrafluoropropene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR3078700A1 FR3078700A1 (fr) | 2019-09-13 |
| FR3078700B1 true FR3078700B1 (fr) | 2020-07-10 |
Family
ID=62528616
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR1851954A Expired - Fee Related FR3078700B1 (fr) | 2018-03-07 | 2018-03-07 | Procede de production du 2,3,3,3-tetrafluoropropene |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US11084768B2 (fr) |
| EP (1) | EP3762355A1 (fr) |
| CN (1) | CN111770908A (fr) |
| FR (1) | FR3078700B1 (fr) |
| WO (1) | WO2019170991A1 (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 |
| FR3078699B1 (fr) | 2018-03-07 | 2020-02-21 | Arkema France | Procede de production du 2,3,3,3-tetrafluoropropene |
| FR3078698B1 (fr) | 2018-03-07 | 2020-02-21 | Arkema France | Procede de production du 2-chloro-3,3,3-trifluoropropene |
| 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 |
| CN116143583B (zh) * | 2023-04-19 | 2023-07-07 | 山东澳帆新材料有限公司 | 一种2,3,3,3-四氟丙烯和1,3,3,3-四氟丙烯的联产制备方法 |
| WO2026015158A2 (fr) * | 2024-07-09 | 2026-01-15 | The Chemours Company Fc, Llc | Procédé d'hydrofluoration en phase vapeur non catalytique pour la fabrication de hcfo-1233xf et de hcfo-1232xf à partir de hco-1230xa |
Family Cites Families (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL98704C (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 |
| US8058486B2 (en) | 2004-04-29 | 2011-11-15 | Honeywell International Inc. | Integrated process to produce 2,3,3,3-tetrafluoropropene |
| US8067649B2 (en) * | 2004-04-29 | 2011-11-29 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| JP5118645B2 (ja) * | 2005-11-03 | 2013-01-16 | ハネウェル・インターナショナル・インコーポレーテッド | フッ素化有機化合物を製造するための方法 |
| US8952208B2 (en) * | 2006-01-03 | 2015-02-10 | Honeywell International Inc. | Method for prolonging a catalyst's life during hydrofluorination |
| PL4212499T3 (pl) | 2006-01-03 | 2026-07-13 | Honeywell International Inc. | Sposób wytwarzania fluorowanych związków organicznych |
| CN101522597B (zh) | 2006-10-03 | 2013-05-29 | 墨西哥化学阿玛科股份有限公司 | 通过脱卤化氢制备c3-c6(氢)氟烯烃的方法 |
| WO2008054781A1 (fr) | 2006-10-31 | 2008-05-08 | E. I. Du Pont De Nemours And Company | Procédés de production de fluoropropanes et d'halopropènes et compositions azéotropiques de 2-chloro-3,3,3-trifluoropropène avec du hf et de 1,1,1,2,2-pentafluoropropane avec du hf |
| FR2916755B1 (fr) | 2007-05-31 | 2009-08-21 | Arkema France | Procede de preparation d'(hydro)(chloro)(fluoro)olefines |
| WO2009003084A1 (fr) | 2007-06-27 | 2008-12-31 | Arkema Inc. | Procédé pour la fabrication d'hydrofluorooléfines |
| FR2929271B1 (fr) | 2008-03-28 | 2010-04-16 | Arkema France | Procede pour la preparation du 1,2,3,3,3-pentafluoropropene- 1 |
| KR102010208B1 (ko) | 2008-05-07 | 2019-08-12 | 더 케무어스 컴퍼니 에프씨, 엘엘씨 | 2,3-다이클로로-1,1,1-트라이플루오로프로판, 2-클로로-1,1,1-트라이플루오로프로펜, 2-클로로-1,1,1,2-테트라플루오로프로판 또는 2,3,3,3-테트라플루오로프로펜을 포함하는 조성물 |
| US8614361B2 (en) | 2009-04-23 | 2013-12-24 | Daikin Industries, Ltd. | Process for preparation of 2,3,3,3-tetrafluoropropene |
| CN102686542A (zh) | 2009-12-23 | 2012-09-19 | 阿克马法国公司 | 1233xf到1234yf的催化气相氟化 |
| 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 |
| EP3363776B1 (fr) | 2010-10-22 | 2020-01-01 | Arkema France | Procédé de préparation de 2,3,3,3-tétrafluoropropène |
| EP2665692B1 (fr) | 2011-01-21 | 2018-12-05 | Arkema France | Fluoration catalytique en phase gazeuse |
| RU2571415C2 (ru) | 2011-01-21 | 2015-12-20 | Аркема Франс | Каталитическое газофазное фторирование |
| FR2980474B1 (fr) | 2011-09-27 | 2013-08-30 | Arkema France | Procede de fabrication du 2,3,3,3-tetrafluoropropene |
| CN104080759A (zh) * | 2011-10-14 | 2014-10-01 | 塞尔马·贝克特什维克 | 生产2,3,3,3-四氟丙烯的方法 |
| EP3296281B1 (fr) * | 2011-12-14 | 2022-08-03 | Arkema France | Procédé de 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 |
| EP2837613B1 (fr) | 2012-04-09 | 2017-12-20 | Asahi Glass Company, Limited | Composition azéotropique ou de type azéotrope, et procédé de production de 2,3,3,3-tétrafluoropropène ou de chlorométhane |
| FR2991598B1 (fr) | 2012-06-08 | 2015-08-07 | Arkema France | Regeneration de catalyseur par injection de gaz chauffe |
| CN104428273B (zh) | 2012-07-10 | 2018-09-14 | 大金工业株式会社 | 用于制造含氟烯烃的方法 |
| CN104520259B (zh) * | 2012-08-08 | 2016-08-24 | 大金工业株式会社 | 用于制造2,3,3,3-四氟丙烯的方法 |
| 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 |
| 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 |
| FR3078698B1 (fr) | 2018-03-07 | 2020-02-21 | Arkema France | Procede de production du 2-chloro-3,3,3-trifluoropropene |
-
2018
- 2018-03-07 FR FR1851954A patent/FR3078700B1/fr not_active Expired - Fee Related
-
2019
- 2019-03-04 WO PCT/FR2019/050479 patent/WO2019170991A1/fr not_active Ceased
- 2019-03-04 CN CN201980015511.1A patent/CN111770908A/zh active Pending
- 2019-03-04 EP EP19715971.8A patent/EP3762355A1/fr not_active Withdrawn
- 2019-03-04 US US16/976,599 patent/US11084768B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| WO2019170991A1 (fr) | 2019-09-12 |
| EP3762355A1 (fr) | 2021-01-13 |
| US20210002188A1 (en) | 2021-01-07 |
| US11084768B2 (en) | 2021-08-10 |
| FR3078700A1 (fr) | 2019-09-13 |
| CN111770908A (zh) | 2020-10-13 |
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