FR3082200B1 - Procede de production de 2,3,3,3-tetrafluoropropene et reacteur pour la mise en oeuvre de celui-ci. - Google Patents
Procede de production de 2,3,3,3-tetrafluoropropene et reacteur pour la mise en oeuvre de celui-ci. Download PDFInfo
- Publication number
- FR3082200B1 FR3082200B1 FR1855105A FR1855105A FR3082200B1 FR 3082200 B1 FR3082200 B1 FR 3082200B1 FR 1855105 A FR1855105 A FR 1855105A FR 1855105 A FR1855105 A FR 1855105A FR 3082200 B1 FR3082200 B1 FR 3082200B1
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- France
- Prior art keywords
- fixed bed
- reactor
- inlet
- tetrafluoropropene
- trifluoropropene
- Prior art date
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- 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 2
- 239000003054 catalyst Substances 0.000 abstract 2
- FFTOUVYEKNGDCM-OWOJBTEDSA-N (e)-1,3,3-trifluoroprop-1-ene Chemical compound F\C=C\C(F)F FFTOUVYEKNGDCM-OWOJBTEDSA-N 0.000 abstract 1
- 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
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- 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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- 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
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
- B01J8/04—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds
- B01J8/0446—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds the flow within the beds being predominantly vertical
- B01J8/0449—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds the flow within the beds being predominantly vertical in two or more cylindrical beds
- B01J8/0453—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds the flow within the beds being predominantly vertical in two or more cylindrical beds the beds being superimposed one above the other
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- 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
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
- B01J8/04—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds
- B01J8/0492—Feeding reactive fluids
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- 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
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
- B01J8/04—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds
- B01J8/0496—Heating or cooling the reactor
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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
- C07C17/202—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
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- 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
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- 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
- B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
- B01J2208/00008—Controlling the process
- B01J2208/00017—Controlling the temperature
- B01J2208/00026—Controlling or regulating the heat exchange system
- B01J2208/00035—Controlling or regulating the heat exchange system involving measured parameters
- B01J2208/00044—Temperature measurement
- B01J2208/00061—Temperature measurement of the reactants
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- 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
- B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
- B01J2208/00008—Controlling the process
- B01J2208/00017—Controlling the temperature
- B01J2208/00477—Controlling the temperature by thermal insulation means
- B01J2208/00495—Controlling the temperature by thermal insulation means using insulating materials or refractories
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- 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
- B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
- B01J2208/00008—Controlling the process
- B01J2208/00017—Controlling the temperature
- B01J2208/00513—Controlling the temperature using inert heat absorbing solids in the bed
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- 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
- B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
- B01J2208/00008—Controlling the process
- B01J2208/00548—Flow
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- 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
- B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
- B01J2208/02—Processes carried out in the presence of solid particles; Reactors therefor with stationary particles
- B01J2208/023—Details
- B01J2208/024—Particulate material
- B01J2208/025—Two or more types of catalyst
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La présente invention se rapporte à un procédé de production du 2,3,3,3-tétrafluoropropène comprenant les étapes : i) dans un premier réacteur adiabatique comportant un lit fixe composé d'une entrée et d'une sortie, mise en contact de 2-chloro-3,3,3-trifluoropropène avec de l'acide fluorhydrique en phase gazeuse en présence d'un catalyseur pour produire un courant A comprenant 2,3,3,3-tétrafluoropropène, HF et 2-chloro-3,3,3-trifluoropropène n'ayant pas réagi ; et ii) dans un second réacteur adiabatique comportant un lit fixe composé d'une entrée et d'une sortie, mise en contact en phase gazeuse en présence ou non d'un catalyseur d'acide fluorhydrique avec 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 B comprenant 2-chloro-3,3,3-trifluoropropène , caractérisé en ce que le courant A obtenu à l'étape i) alimente ledit second réacteur utilisé pour l'étape ii) ; la température à l'entrée du lit fixe d'un desdits premier ou second réacteurs est comprise entre 300°C et 400°C et la différence de température longitudinale entre l'entrée du lit fixe et la sortie du lit fixe du réacteur considéré est inférieure à 20°C.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1855105A FR3082200B1 (fr) | 2018-06-12 | 2018-06-12 | Procede de production de 2,3,3,3-tetrafluoropropene et reacteur pour la mise en oeuvre de celui-ci. |
PCT/FR2019/051353 WO2019239037A1 (fr) | 2018-06-12 | 2019-06-06 | Procédé de production de 2,3,3,3-tétrafluoropropène et réacteur pour la mise en œuvre de celui-ci |
EP19745191.7A EP3807239A1 (fr) | 2018-06-12 | 2019-06-06 | Procede production de 2,3,3,3-tetrafluoropropene et reacteur pour la mise en oeuvre de celui-ci |
US16/973,253 US11247952B2 (en) | 2018-06-12 | 2019-06-06 | Process for producing 2,3,3,3-tetrafluoropropene, and reactor for carrying out said process |
CN201980038980.5A CN112243433A (zh) | 2018-06-12 | 2019-06-06 | 生产2,3,3,3-四氟丙烯的方法和实施所述方法的反应器 |
FR2007053A FR3098127B1 (fr) | 2018-06-12 | 2020-07-03 | Procédé de production de 2,3,3,3-tétrafluoropropène et réacteur pour la mise en œuvre de celui-ci |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1855105A FR3082200B1 (fr) | 2018-06-12 | 2018-06-12 | Procede de production de 2,3,3,3-tetrafluoropropene et reacteur pour la mise en oeuvre de celui-ci. |
FR1855105 | 2018-06-12 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR2007053A Division FR3098127B1 (fr) | 2018-06-12 | 2020-07-03 | Procédé de production de 2,3,3,3-tétrafluoropropène et réacteur pour la mise en œuvre de celui-ci |
Publications (2)
Publication Number | Publication Date |
---|---|
FR3082200A1 FR3082200A1 (fr) | 2019-12-13 |
FR3082200B1 true FR3082200B1 (fr) | 2020-08-28 |
Family
ID=65031253
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR1855105A Active FR3082200B1 (fr) | 2018-06-12 | 2018-06-12 | Procede de production de 2,3,3,3-tetrafluoropropene et reacteur pour la mise en oeuvre de celui-ci. |
Country Status (5)
Country | Link |
---|---|
US (1) | US11247952B2 (fr) |
EP (1) | EP3807239A1 (fr) |
CN (1) | CN112243433A (fr) |
FR (1) | FR3082200B1 (fr) |
WO (1) | WO2019239037A1 (fr) |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8058486B2 (en) | 2004-04-29 | 2011-11-15 | Honeywell International Inc. | Integrated process to produce 2,3,3,3-tetrafluoropropene |
DE102005052923A1 (de) * | 2005-11-03 | 2007-05-10 | Basf Ag | Verfahren zum stabilen Betreiben eines kontinuierlich ausgeübten Herstellprozesses zur Erzeugung von Acrolein, oder Acrylsäure oder deren Gemisch aus Propan |
CN103553871A (zh) | 2006-10-31 | 2014-02-05 | 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 |
KR20120093202A (ko) | 2009-10-09 | 2012-08-22 | 다우 글로벌 테크놀로지스 엘엘씨 | 단열식 플러그 흐름 반응기 및 염화 및/또는 불화 프로펜 및 고급 알켄의 제조 방법 |
ES2645268T3 (es) | 2011-12-14 | 2017-12-04 | Arkema France | Proceso para la preparación de 2,3,3,3 tetrafluoropropeno |
EP2882704B1 (fr) * | 2012-08-08 | 2018-02-28 | Daikin Industries, Ltd. | Procédé pour produire le 2,3,3,3-tétrafluoropropène |
FR3013606B1 (fr) | 2013-11-28 | 2015-11-13 | Arkema France | Procede de purification d'acide chlorhydrique |
-
2018
- 2018-06-12 FR FR1855105A patent/FR3082200B1/fr active Active
-
2019
- 2019-06-06 US US16/973,253 patent/US11247952B2/en active Active
- 2019-06-06 CN CN201980038980.5A patent/CN112243433A/zh active Pending
- 2019-06-06 EP EP19745191.7A patent/EP3807239A1/fr active Pending
- 2019-06-06 WO PCT/FR2019/051353 patent/WO2019239037A1/fr unknown
Also Published As
Publication number | Publication date |
---|---|
WO2019239037A1 (fr) | 2019-12-19 |
US11247952B2 (en) | 2022-02-15 |
FR3082200A1 (fr) | 2019-12-13 |
US20210246091A1 (en) | 2021-08-12 |
EP3807239A1 (fr) | 2021-04-21 |
CN112243433A (zh) | 2021-01-19 |
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