ES2811226T3 - Proceso para la eliminación de un contaminante de una hidroclorofluoroolefina por destilación extractiva - Google Patents
Proceso para la eliminación de un contaminante de una hidroclorofluoroolefina por destilación extractiva Download PDFInfo
- Publication number
- ES2811226T3 ES2811226T3 ES19152628T ES19152628T ES2811226T3 ES 2811226 T3 ES2811226 T3 ES 2811226T3 ES 19152628 T ES19152628 T ES 19152628T ES 19152628 T ES19152628 T ES 19152628T ES 2811226 T3 ES2811226 T3 ES 2811226T3
- Authority
- ES
- Spain
- Prior art keywords
- contaminant
- extraction solvent
- hydrochlorofluoroolefin
- stream
- distillation column
- 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
- 239000000356 contaminant Substances 0.000 title claims abstract description 48
- 238000000034 method Methods 0.000 title claims description 31
- 238000000895 extractive distillation Methods 0.000 title description 30
- 239000002904 solvent Substances 0.000 claims abstract description 73
- 238000000605 extraction Methods 0.000 claims abstract description 61
- 238000004821 distillation Methods 0.000 claims abstract description 48
- 239000000203 mixture Substances 0.000 claims abstract description 28
- 150000001875 compounds Chemical class 0.000 claims abstract description 25
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims abstract description 24
- 229940029284 trichlorofluoromethane Drugs 0.000 claims abstract description 24
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims abstract description 17
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims abstract description 10
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 8
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 claims abstract description 4
- 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 claims description 14
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- 229950005499 carbon tetrachloride Drugs 0.000 description 7
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- 238000000926 separation method Methods 0.000 description 7
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 6
- VVWFZKBKXPXGBH-UHFFFAOYSA-N 1,1,1,3,3-pentachloropropane Chemical compound ClC(Cl)CC(Cl)(Cl)Cl VVWFZKBKXPXGBH-UHFFFAOYSA-N 0.000 description 5
- 238000003682 fluorination reaction Methods 0.000 description 5
- 238000012856 packing Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 150000004045 organic chlorine compounds Chemical class 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XPIGFCKQOOBTLK-UHFFFAOYSA-N 1,1,3,3-tetrachloroprop-1-ene Chemical compound ClC(Cl)C=C(Cl)Cl XPIGFCKQOOBTLK-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000003344 environmental pollutant Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 231100000719 pollutant Toxicity 0.000 description 2
- 239000003507 refrigerant Substances 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910018287 SbF 5 Inorganic materials 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000001348 alkyl chlorides Chemical class 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- -1 heat transfer media Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
- C07C17/386—Separation; Purification; Stabilisation; Use of additives by distillation with auxiliary compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/34—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances
- B01D3/40—Extractive distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261605883P | 2012-03-02 | 2012-03-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2811226T3 true ES2811226T3 (es) | 2021-03-11 |
Family
ID=49083170
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES19152628T Active ES2811226T3 (es) | 2012-03-02 | 2013-02-22 | Proceso para la eliminación de un contaminante de una hidroclorofluoroolefina por destilación extractiva |
| ES13754019T Active ES2711134T3 (es) | 2012-03-02 | 2013-02-22 | Proceso para la eliminación de contaminante de una hidroclorofluoroolefina por destilación extractiva |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES13754019T Active ES2711134T3 (es) | 2012-03-02 | 2013-02-22 | Proceso para la eliminación de contaminante de una hidroclorofluoroolefina por destilación extractiva |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US9284241B2 (OSRAM) |
| EP (2) | EP3511312B1 (OSRAM) |
| JP (1) | JP6230548B2 (OSRAM) |
| KR (1) | KR102029667B1 (OSRAM) |
| CN (2) | CN104144900A (OSRAM) |
| BR (1) | BR112014021670B1 (OSRAM) |
| CA (1) | CA2866326C (OSRAM) |
| ES (2) | ES2811226T3 (OSRAM) |
| HU (2) | HUE050404T2 (OSRAM) |
| IN (1) | IN2014DN07237A (OSRAM) |
| MX (1) | MX354639B (OSRAM) |
| PL (2) | PL3511312T3 (OSRAM) |
| TR (1) | TR201902296T4 (OSRAM) |
| TW (1) | TWI606028B (OSRAM) |
| WO (1) | WO2013130342A1 (OSRAM) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2891855T3 (es) * | 2014-01-13 | 2022-01-31 | Arkema France | Procedimiento de producción de E-1-cloro-3,3,3-trifluoropropeno a partir de 1,1,3,3-tetracloropropeno |
| FR3032706B1 (fr) * | 2015-02-17 | 2019-10-11 | Arkema France | Procede de separation du 2-chloro-1,1-difluoroethane et du trans-dichloroethylene |
| CN105601471B (zh) * | 2015-10-22 | 2017-08-25 | 北京宇极科技发展有限公司 | 3,3,4,4,5,5‑六氟环戊烯的提纯方法 |
| CN106631683A (zh) * | 2016-11-16 | 2017-05-10 | 西安近代化学研究所 | 一种提纯1,1,1,3,3‑五氟丙烷的方法 |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2403310A1 (de) * | 1973-01-29 | 1974-08-08 | Lummus Co | Erzeugung von chlorfluormethanen |
| JPS49134609A (OSRAM) * | 1973-05-08 | 1974-12-25 | ||
| JPS606337B2 (ja) * | 1979-05-24 | 1985-02-18 | 株式会社トクヤマ | 塩素化炭化水素の精製方法 |
| GB9018372D0 (en) * | 1990-08-21 | 1990-10-03 | Ici Plc | Separation process |
| JPH04316525A (ja) * | 1991-04-16 | 1992-11-06 | Showa Denko Kk | １，１，１，２−テトラフルオロエタンの精製方法 |
| JP3684427B2 (ja) * | 1994-02-07 | 2005-08-17 | イー・アイ・デュポン・ドゥ・ヌムール・アンド・カンパニー | ハロゲン化炭化水素とクロロペンタフルオロエタンとを含む混合物からペンタフルオロエタンを分離する方法 |
| EP0729932A1 (en) * | 1995-03-03 | 1996-09-04 | Central Glass Company, Limited | Method of producing halopropane |
| JPH10310541A (ja) * | 1997-03-11 | 1998-11-24 | Central Glass Co Ltd | １，１，１，３，３−ペンタフルオロプロパンの分離方法 |
| DE69807962T2 (de) * | 1997-03-11 | 2003-01-30 | Central Glass Co., Ltd. | Verfahren zur Reinigung von rohem 1,1,1,3,3-Pentafluorpropan |
| JPH11209316A (ja) * | 1998-01-27 | 1999-08-03 | Central Glass Co Ltd | １，１，１，３，３−ペンタフルオロプロパンの分離方法 |
| JP2001513520A (ja) * | 1997-08-12 | 2001-09-04 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 抽出蒸留によるジフルオロメタンの精製 |
| US6264399B1 (en) | 1999-10-14 | 2001-07-24 | The Lubrizol Corporation | Method to remediate soil using a surfactant of a salt of an acrylamidoalkanesulfonic acid-amine reaction product |
| JP4225736B2 (ja) * | 2002-03-11 | 2009-02-18 | 昭和電工株式会社 | フルオロエタンの製造方法およびその用途 |
| US7423103B2 (en) * | 2004-06-21 | 2008-09-09 | Exxonmobil Chemical Patents Inc. | Low fouling and high activity polymerization process |
| CN101583582B (zh) * | 2006-09-08 | 2013-09-11 | 纳幕尔杜邦公司 | 包含1,1,1,2,3-五氟丙烯和氟化氢的共沸组合物及其用途 |
| US7981312B2 (en) * | 2006-10-31 | 2011-07-19 | E. I. Du Pont De Nemours And Company | Processes for producing and compositions comprising 2,3,3,3-tetrafluoropropene and/or 1,2,3,3-tetrafluoropropene |
| CN105859516A (zh) * | 2007-09-13 | 2016-08-17 | 阿科玛股份有限公司 | 包含氢氟烯烃的z和e立体异构体的组合的组合物 |
| CN102159634B (zh) * | 2008-07-16 | 2014-06-25 | 霍尼韦尔国际公司 | 作为发泡剂、气溶胶和溶剂的具有hfc-245fa的hfo-1234ze混合异构体 |
| US8642819B2 (en) * | 2008-11-19 | 2014-02-04 | Arkema Inc. | Process for the manufacture of hydrochlorofluoroolefins |
| US8217208B2 (en) * | 2008-12-12 | 2012-07-10 | Honeywell International, Inc. | Isomerization of 1-chloro-3,3,3-trifluoropropene |
| US8075797B2 (en) * | 2009-01-29 | 2011-12-13 | Honeywell International Inc. | Azeotrope-like compositions of pentafluoropropane, chlorotrifluoropropene, and hydrogen fluoride |
| JP5477011B2 (ja) * | 2009-02-03 | 2014-04-23 | セントラル硝子株式会社 | （ｚ）−１−クロロ−３，３，３−トリフルオロプロペンの精製方法 |
| KR101684333B1 (ko) * | 2009-03-24 | 2016-12-08 | 알케마 인코포레이티드 | 불화수소로부터 ｒ１２３３의 분리 |
| US8486293B2 (en) * | 2009-10-30 | 2013-07-16 | E I Du Pont De Nemours And Company | Hydrogen fluoride-HFC-254eb azeotrope and its uses |
| US9045386B2 (en) * | 2010-02-18 | 2015-06-02 | Honeywell International Inc. | Integrated process and methods of producing (E)-1-chloro-3,3,3-trifluoropropene |
| US8293954B2 (en) * | 2010-03-10 | 2012-10-23 | Honeywell International Inc. | Catalyst life improvement for the vapor phase manufacture of 1-chloro-3,3,3-trifluoropropene |
| KR101492315B1 (ko) * | 2010-07-23 | 2015-02-11 | 다이킨 고교 가부시키가이샤 | 2,3,3,3-테트라플루오로프로펜의 정제 방법 |
-
2013
- 2013-02-22 IN IN7237DEN2014 patent/IN2014DN07237A/en unknown
- 2013-02-22 ES ES19152628T patent/ES2811226T3/es active Active
- 2013-02-22 ES ES13754019T patent/ES2711134T3/es active Active
- 2013-02-22 US US14/381,011 patent/US9284241B2/en active Active
- 2013-02-22 CN CN201380012242.6A patent/CN104144900A/zh active Pending
- 2013-02-22 EP EP19152628.4A patent/EP3511312B1/en active Active
- 2013-02-22 BR BR112014021670-3A patent/BR112014021670B1/pt active IP Right Grant
- 2013-02-22 EP EP13754019.1A patent/EP2819980B1/en active Active
- 2013-02-22 CA CA2866326A patent/CA2866326C/en active Active
- 2013-02-22 JP JP2014559928A patent/JP6230548B2/ja active Active
- 2013-02-22 PL PL19152628T patent/PL3511312T3/pl unknown
- 2013-02-22 WO PCT/US2013/027205 patent/WO2013130342A1/en not_active Ceased
- 2013-02-22 CN CN201810601276.3A patent/CN108863713B/zh active Active
- 2013-02-22 PL PL13754019T patent/PL2819980T3/pl unknown
- 2013-02-22 KR KR1020147024526A patent/KR102029667B1/ko active Active
- 2013-02-22 MX MX2014010500A patent/MX354639B/es active IP Right Grant
- 2013-02-22 TR TR2019/02296T patent/TR201902296T4/tr unknown
- 2013-02-22 HU HUE19152628A patent/HUE050404T2/hu unknown
- 2013-02-22 HU HUE13754019A patent/HUE043143T2/hu unknown
- 2013-03-01 TW TW102107390A patent/TWI606028B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| EP3511312B1 (en) | 2020-07-15 |
| TW201336807A (zh) | 2013-09-16 |
| BR112014021670B1 (pt) | 2020-09-29 |
| MX2014010500A (es) | 2014-11-26 |
| ES2711134T3 (es) | 2019-04-30 |
| MX354639B (es) | 2018-03-14 |
| WO2013130342A1 (en) | 2013-09-06 |
| EP2819980A4 (en) | 2015-11-25 |
| CA2866326A1 (en) | 2013-09-06 |
| KR20140132351A (ko) | 2014-11-17 |
| CA2866326C (en) | 2020-01-07 |
| EP3511312A1 (en) | 2019-07-17 |
| PL3511312T3 (pl) | 2020-11-30 |
| CN108863713B (zh) | 2024-05-07 |
| CN108863713A (zh) | 2018-11-23 |
| TWI606028B (zh) | 2017-11-21 |
| IN2014DN07237A (OSRAM) | 2015-04-24 |
| US20150005539A1 (en) | 2015-01-01 |
| HUE043143T2 (hu) | 2019-08-28 |
| EP2819980A1 (en) | 2015-01-07 |
| KR102029667B1 (ko) | 2019-10-08 |
| CN104144900A (zh) | 2014-11-12 |
| US9284241B2 (en) | 2016-03-15 |
| JP6230548B2 (ja) | 2017-11-15 |
| HUE050404T2 (hu) | 2020-12-28 |
| JP2015511955A (ja) | 2015-04-23 |
| TR201902296T4 (tr) | 2019-03-21 |
| PL2819980T3 (pl) | 2019-05-31 |
| EP2819980B1 (en) | 2019-01-23 |
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