ES2533079T3 - Isomerización de 1-cloro-3,3,3-trifIuoropropeno - Google Patents
Isomerización de 1-cloro-3,3,3-trifIuoropropeno Download PDFInfo
- Publication number
- ES2533079T3 ES2533079T3 ES09832509.5T ES09832509T ES2533079T3 ES 2533079 T3 ES2533079 T3 ES 2533079T3 ES 09832509 T ES09832509 T ES 09832509T ES 2533079 T3 ES2533079 T3 ES 2533079T3
- Authority
- ES
- Spain
- Prior art keywords
- chloro
- trifluoropropene
- mixture
- metal oxide
- packing material
- 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
Links
- 238000006317 isomerization reaction Methods 0.000 title 1
- LDTMPQQAWUMPKS-OWOJBTEDSA-N (e)-1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)\C=C\Cl LDTMPQQAWUMPKS-OWOJBTEDSA-N 0.000 abstract 4
- LDTMPQQAWUMPKS-UPHRSURJSA-N (z)-1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)\C=C/Cl LDTMPQQAWUMPKS-UPHRSURJSA-N 0.000 abstract 4
- 239000000463 material Substances 0.000 abstract 3
- 229910044991 metal oxide Inorganic materials 0.000 abstract 2
- 150000004706 metal oxides Chemical class 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 238000012856 packing Methods 0.000 abstract 2
- 239000002841 Lewis acid Substances 0.000 abstract 1
- -1 Lewis acid metal halide Chemical class 0.000 abstract 1
- 229910045601 alloy Inorganic materials 0.000 abstract 1
- 239000000956 alloy Substances 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910001507 metal halide Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000010935 stainless steel Substances 0.000 abstract 1
- 229910001220 stainless steel Inorganic materials 0.000 abstract 1
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
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B63/00—Purification; Separation; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
- C07C11/10—Alkenes with five carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/12—Alkadienes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/12—Alkadienes
- C07C11/16—Alkadienes with four carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/21—Alkatrienes; Alkatetraenes; Other alkapolyenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/22—Aliphatic unsaturated hydrocarbons containing carbon-to-carbon triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/28—Aliphatic unsaturated hydrocarbons containing carbon-to-carbon double bonds and carbon-to-carbon triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
-
- 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
Abstract
Un método para convertir (E)-1-cloro-3,3,3-trifluoropropeno en (Z)-1-cloro-3,3,3-trifluoropropeno, que comprende: proporcionar una corriente de alimentación que consiste esencialmente en (E)-1-cloro-3,3,3-trifluoropropeno o una mezcla de (E)-1-cloro-3,3,3-trifluoropropeno y (Z)-1-cloro-3,3,3-trifluoropropeno con menos de 5% en peso de (Z)-1- cloro-3,3,3-trifluoropropeno; poner en contacto la corriente de alimentación con una superficie calentada que se mantiene entre 150°C y 400°C durante un periodo de tiempo suficiente para convertir al menos una porción del (E)-1- cloro-3,3,3-trifluoropropeno en (Z)-1-cloro-3,3,3-trifluoropropeno para producir una corriente de producto y destilar la corriente de producto para separar los isómeros (E) y (Z) entre sí, en la que la superficie calentada incluye la superficie exterior de un material de empaquetamiento y el material de empaquetamiento es acero inoxidable o un material catalítico que comprende: un óxido de metal, óxido de metal halogenado, un haluro de metal de ácido de Lewis o un metal de valencia cero o una mezcla o aleación de los mismos.
Description
Claims (1)
-
imagen1
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12221808P | 2008-12-12 | 2008-12-12 | |
US122218P | 2008-12-12 | ||
US12/633,420 US8217208B2 (en) | 2008-12-12 | 2009-12-08 | Isomerization of 1-chloro-3,3,3-trifluoropropene |
US633420 | 2009-12-08 | ||
PCT/US2009/067420 WO2010068715A2 (en) | 2008-12-12 | 2009-12-10 | Isomerization of 1-chloro-3,3,3-trifluoropropene |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2533079T3 true ES2533079T3 (es) | 2015-04-07 |
Family
ID=42241324
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES09832509.5T Active ES2533079T3 (es) | 2008-12-12 | 2009-12-10 | Isomerización de 1-cloro-3,3,3-trifIuoropropeno |
Country Status (9)
Country | Link |
---|---|
US (1) | US8217208B2 (es) |
EP (1) | EP2379474B1 (es) |
JP (3) | JP5745425B2 (es) |
KR (2) | KR101839442B1 (es) |
CN (1) | CN102245548B (es) |
CA (1) | CA2746089C (es) |
ES (1) | ES2533079T3 (es) |
MX (1) | MX2011006010A (es) |
WO (1) | WO2010068715A2 (es) |
Families Citing this family (36)
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FR2937328B1 (fr) | 2008-10-16 | 2010-11-12 | Arkema France | Procede de transfert de chaleur |
US8217208B2 (en) * | 2008-12-12 | 2012-07-10 | Honeywell International, Inc. | Isomerization of 1-chloro-3,3,3-trifluoropropene |
FR2962442B1 (fr) | 2010-07-09 | 2016-02-26 | Arkema France | Composition stable de 2,3,3,3-tetrafluoropropene |
US8704017B2 (en) | 2010-09-03 | 2014-04-22 | Honeywell International Inc. | Continuous low-temperature process to produce trans-1-chloro-3,3,3-trifluoropropene |
US8378158B2 (en) * | 2010-12-03 | 2013-02-19 | Honeywell International Inc. | Azeotrope-like compositions of (Z)-1-chloro-3,3,3-trifluoropropene and hydrogen fluoride |
US9156752B2 (en) * | 2011-01-04 | 2015-10-13 | Honeywell International Inc. | High purity E-1-chloro-3,3,3-trifluoropropene and methods of making the same |
JP5750917B2 (ja) * | 2011-02-01 | 2015-07-22 | セントラル硝子株式会社 | シス−1−クロロ−3,3,3−トリフルオロプロペンの製造方法 |
US8404907B2 (en) * | 2011-02-18 | 2013-03-26 | Honeywell International Inc. | Process for cis-1-chloro-3,3,3-trifluoropropene |
US8653309B2 (en) | 2011-04-20 | 2014-02-18 | Honeywell International Inc. | Process for producing trans-1233zd |
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 |
JP5834791B2 (ja) * | 2011-11-11 | 2015-12-24 | セントラル硝子株式会社 | (e)−1−クロロ−3,3,3−トリフルオロプロペンの製造方法 |
JP5790438B2 (ja) * | 2011-11-21 | 2015-10-07 | 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 |
US8653310B2 (en) | 2011-12-07 | 2014-02-18 | Honeywell International Inc. | Process for making cis-1-chloro-3,3,3-trifluoropropene |
US8754272B2 (en) | 2011-12-07 | 2014-06-17 | Honeywell International Inc. | Process for cis-1-chloro-3,3,3-trifluoropropene |
JP5899974B2 (ja) | 2012-02-02 | 2016-04-06 | セントラル硝子株式会社 | (e)−1−クロロ−3,3,3−トリフルオロプロペンの製造方法 |
HUE050404T2 (hu) * | 2012-03-02 | 2020-12-28 | Arkema Inc | Eljárás szennyezés eltávolítására hidroklórfluorolefinbõl extraktív desztillációval |
US9000239B2 (en) * | 2012-05-15 | 2015-04-07 | Honeywell International Inc. | Methods for producing 1-chloro-3,3,3-trifluoropropene from 2-chloro-3,3,3-trifluoropropene |
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 |
US20140275644A1 (en) * | 2013-03-14 | 2014-09-18 | Honeywell International Inc. | Method to produce cis-1-chloro-3,3,3-trifluoropropene |
US9162947B2 (en) * | 2013-03-15 | 2015-10-20 | Honeywell International Inc. | High temperature isomerization of (E)-1-chloro-3,3,3-trifluoropropene to (Z)-1-chloro-3,3,3-trifluoropropene |
CN105473955B (zh) | 2013-10-25 | 2017-12-08 | 三菱重工制冷空调系统株式会社 | 冷媒循环装置、冷媒循环方法以及酸抑制方法 |
JP6381890B2 (ja) | 2013-10-25 | 2018-08-29 | 三菱重工サーマルシステムズ株式会社 | 冷媒循環装置、冷媒循環方法および異性化抑制方法 |
EP3202882B1 (en) | 2014-10-02 | 2019-09-18 | Central Glass Company, Limited | Azeotropic like composition containing 2-chloro-1,3,3,3-tetrafluoropropene and 1-chloro-3,3,3-trifluoropropene |
FR3033791B1 (fr) | 2015-03-18 | 2017-04-14 | Arkema France | Stabilisation du 1-chloro-3,3,3-trifluoropropene |
JP2016222647A (ja) * | 2015-06-02 | 2016-12-28 | セントラル硝子株式会社 | ハイドロハロフルオロオレフィンの製造方法 |
JP7101478B2 (ja) * | 2015-06-30 | 2022-07-15 | Agc株式会社 | ヒドロクロロフルオロオレフィンの製造方法、および2,3,3,3-テトラフルオロプロペンの製造方法 |
CN109689604A (zh) * | 2016-09-12 | 2019-04-26 | Agc株式会社 | 1-氯-2,3,3-三氟丙烯的制造方法 |
US20190016652A1 (en) * | 2017-07-12 | 2019-01-17 | Honeywell International Inc. | Systems and methods for manufacturing and separating (z)-1-chloro-3,3,3-trifluoropropene |
FR3070982B1 (fr) | 2017-09-12 | 2019-08-30 | Arkema France | Composition a base d'hydrochlorofluoroolefine et d'huile minerale |
US10000431B1 (en) | 2018-01-30 | 2018-06-19 | Honeywell International Inc. | Process for the production of 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd) |
US9994502B1 (en) | 2018-01-30 | 2018-06-12 | Honeywell International Inc. | Process for the production of 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd) |
US10717662B2 (en) | 2018-02-07 | 2020-07-21 | Honeywell International Inc. | Process for the removal of iron and phosphate ions from a chlorinated hydrocarbon waste stream |
JP6753434B2 (ja) | 2018-06-13 | 2020-09-09 | ダイキン工業株式会社 | ジフルオロエチレンの製造方法 |
FR3086287B1 (fr) * | 2018-09-26 | 2020-09-18 | Arkema France | Stabilisation du 1-chloro-3,3,3-trifluoropropene |
CN111925274B (zh) * | 2020-09-17 | 2021-03-02 | 北京宇极科技发展有限公司 | Z-1-氯-3,3,3-三氟丙烯的制备方法 |
CN112811975B (zh) * | 2021-04-22 | 2021-07-30 | 泉州宇极新材料科技有限公司 | 气相异构化制备z-1-r-3,3,3-三氟丙烯的方法 |
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2009
- 2009-12-08 US US12/633,420 patent/US8217208B2/en active Active
- 2009-12-10 ES ES09832509.5T patent/ES2533079T3/es active Active
- 2009-12-10 MX MX2011006010A patent/MX2011006010A/es active IP Right Grant
- 2009-12-10 KR KR1020177000752A patent/KR101839442B1/ko active IP Right Grant
- 2009-12-10 JP JP2011540878A patent/JP5745425B2/ja active Active
- 2009-12-10 WO PCT/US2009/067420 patent/WO2010068715A2/en active Application Filing
- 2009-12-10 CN CN200980149935.3A patent/CN102245548B/zh active Active
- 2009-12-10 EP EP09832509.5A patent/EP2379474B1/en active Active
- 2009-12-10 KR KR1020117016180A patent/KR101698482B1/ko active IP Right Grant
- 2009-12-10 CA CA2746089A patent/CA2746089C/en active Active
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2015
- 2015-02-13 JP JP2015026314A patent/JP6082765B2/ja active Active
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2017
- 2017-01-23 JP JP2017009607A patent/JP2017110020A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
KR20170007862A (ko) | 2017-01-20 |
EP2379474B1 (en) | 2015-01-14 |
KR101698482B1 (ko) | 2017-01-20 |
WO2010068715A3 (en) | 2010-09-16 |
WO2010068715A2 (en) | 2010-06-17 |
JP2017110020A (ja) | 2017-06-22 |
JP2015110648A (ja) | 2015-06-18 |
EP2379474A4 (en) | 2012-07-25 |
US20100152504A1 (en) | 2010-06-17 |
US8217208B2 (en) | 2012-07-10 |
CA2746089C (en) | 2019-11-26 |
KR101839442B1 (ko) | 2018-03-16 |
CN102245548A (zh) | 2011-11-16 |
CA2746089A1 (en) | 2010-06-17 |
WO2010068715A4 (en) | 2010-11-04 |
JP6082765B2 (ja) | 2017-02-15 |
JP5745425B2 (ja) | 2015-07-08 |
CN102245548B (zh) | 2015-02-04 |
JP2012512160A (ja) | 2012-05-31 |
EP2379474A2 (en) | 2011-10-26 |
MX2011006010A (es) | 2011-07-13 |
KR20110106363A (ko) | 2011-09-28 |
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