JP2014503494A5 - - Google Patents
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- Publication number
- JP2014503494A5 JP2014503494A5 JP2013538962A JP2013538962A JP2014503494A5 JP 2014503494 A5 JP2014503494 A5 JP 2014503494A5 JP 2013538962 A JP2013538962 A JP 2013538962A JP 2013538962 A JP2013538962 A JP 2013538962A JP 2014503494 A5 JP2014503494 A5 JP 2014503494A5
- Authority
- JP
- Japan
- Prior art keywords
- ppm
- hcfo
- trifluoropropene
- chloro
- tetrafluoropropane
- 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.)
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- 238000000034 method Methods 0.000 claims description 18
- 239000012535 impurity Substances 0.000 claims description 12
- SMCNZLDHTZESTK-UHFFFAOYSA-N 2-chloro-1,1,1,2-tetrafluoropropane Chemical compound CC(F)(Cl)C(F)(F)F SMCNZLDHTZESTK-UHFFFAOYSA-N 0.000 claims description 10
- CDOOAUSHHFGWSA-OWOJBTEDSA-N (e)-1,3,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C\C(F)(F)F CDOOAUSHHFGWSA-OWOJBTEDSA-N 0.000 claims description 8
- FDOPVENYMZRARC-UHFFFAOYSA-N 1,1,1,2,2-pentafluoropropane Chemical compound CC(F)(F)C(F)(F)F FDOPVENYMZRARC-UHFFFAOYSA-N 0.000 claims description 8
- OQISUJXQFPPARX-UHFFFAOYSA-N 2-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Cl)=C OQISUJXQFPPARX-UHFFFAOYSA-N 0.000 claims description 8
- 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 7
- DMUPYMORYHFFCT-UPHRSURJSA-N (z)-1,2,3,3,3-pentafluoroprop-1-ene Chemical compound F\C=C(/F)C(F)(F)F DMUPYMORYHFFCT-UPHRSURJSA-N 0.000 claims description 4
- ZHJBJVPTRJNNIK-UPHRSURJSA-N (z)-1,2-dichloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(\Cl)=C\Cl ZHJBJVPTRJNNIK-UPHRSURJSA-N 0.000 claims description 4
- INEMUVRCEAELBK-UHFFFAOYSA-N 1,1,1,2-tetrafluoropropane Chemical compound CC(F)C(F)(F)F INEMUVRCEAELBK-UHFFFAOYSA-N 0.000 claims description 4
- PFFGXVGPSGJOBV-UHFFFAOYSA-N 1,1,1,3-tetrafluoropropane Chemical compound FCCC(F)(F)F PFFGXVGPSGJOBV-UHFFFAOYSA-N 0.000 claims description 4
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical compound FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims description 4
- IAPGBTZUBKUKOR-UHFFFAOYSA-N 2,3-dichloro-3,3-difluoroprop-1-ene Chemical compound FC(F)(Cl)C(Cl)=C IAPGBTZUBKUKOR-UHFFFAOYSA-N 0.000 claims description 4
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 claims description 4
- PRDFNJUWGIQQBW-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-yne Chemical compound FC(F)(F)C#C PRDFNJUWGIQQBW-UHFFFAOYSA-N 0.000 claims description 4
- HXNJCCYKKHPFIO-UHFFFAOYSA-N 3-chloro-1,1,2,3-tetrafluoroprop-1-ene Chemical compound FC(Cl)C(F)=C(F)F HXNJCCYKKHPFIO-UHFFFAOYSA-N 0.000 claims description 4
- 238000005984 hydrogenation reaction Methods 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical class FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 230000005670 electromagnetic radiation Effects 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41407410P | 2010-11-16 | 2010-11-16 | |
| US61/414,074 | 2010-11-16 | ||
| US13/281,063 | 2011-10-25 | ||
| US13/281,063 US8975454B2 (en) | 2008-07-31 | 2011-10-25 | Process for producing 2,3,3,3-tetrafluoropropene |
| PCT/US2011/060519 WO2012067980A2 (en) | 2010-11-16 | 2011-11-14 | Process for producing 2,3,3,3-tetrafluoropropene |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016146072A Division JP2016222697A (ja) | 2010-11-16 | 2016-07-26 | ２，３，３，３−テトラフルオロプロペンの製造法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014503494A JP2014503494A (ja) | 2014-02-13 |
| JP2014503494A5 true JP2014503494A5 (enExample) | 2014-12-25 |
| JP6013353B2 JP6013353B2 (ja) | 2016-10-25 |
Family
ID=46084581
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013538962A Active JP6013353B2 (ja) | 2010-11-16 | 2011-11-14 | ２，３，３，３−テトラフルオロプロペンの製造法 |
| JP2016146072A Pending JP2016222697A (ja) | 2010-11-16 | 2016-07-26 | ２，３，３，３−テトラフルオロプロペンの製造法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016146072A Pending JP2016222697A (ja) | 2010-11-16 | 2016-07-26 | ２，３，３，３−テトラフルオロプロペンの製造法 |
Country Status (8)
| Country | Link |
|---|---|
| US (4) | US8975454B2 (enExample) |
| EP (1) | EP2640682B1 (enExample) |
| JP (2) | JP6013353B2 (enExample) |
| KR (1) | KR20130140073A (enExample) |
| CN (3) | CN103328423A (enExample) |
| ES (1) | ES2692858T3 (enExample) |
| MX (1) | MX2013005514A (enExample) |
| WO (1) | WO2012067980A2 (enExample) |
Families Citing this family (70)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20230150900A1 (en) * | 2004-04-29 | 2023-05-18 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US9024092B2 (en) * | 2006-01-03 | 2015-05-05 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8845921B2 (en) * | 2008-04-09 | 2014-09-30 | Honeywell International Inc. | Separation of close boiling compounds by addition of a third compound |
| JP5701205B2 (ja) | 2008-05-07 | 2015-04-15 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | ２，３−ジクロロ−１，１，１−トリフルオロプロパン、２−クロロ−１，１，１−トリフルオロプロペン、２−クロロ−１，１，１，２−テトラフルオロプロパンまたは２，３，３，３−テトラフルオロプロペンを含む組成物 |
| WO2011077191A1 (en) * | 2009-12-23 | 2011-06-30 | Arkema France | Catalytic gas phase fluorination of 1230xa to 1234yf |
| FR2962130B1 (fr) * | 2010-06-30 | 2012-07-20 | Arkema France | Composition a base de 2,3,3,3-tetrafluoropropene |
| FR2962442B1 (fr) | 2010-07-09 | 2016-02-26 | Arkema France | Composition stable de 2,3,3,3-tetrafluoropropene |
| US8796493B2 (en) | 2011-09-30 | 2014-08-05 | Honeywell International Inc. | Methods to separate halogentated olefins from 2-chloro-1,1,1,2-tetrafluoropropane using a solid adsorbent |
| CN109232172A (zh) * | 2012-02-10 | 2019-01-18 | 汪海有 | 用于制造2,3,3,3-四氟丙烯的改进的方法 |
| WO2013184865A1 (en) * | 2012-06-06 | 2013-12-12 | E.I. Du Pont De Nemours And Company | PROCESS FOR THE REDUCTION OF RfCCX IMPURITIES IN FLUOROOLEFINS |
| FR3000096B1 (fr) * | 2012-12-26 | 2015-02-20 | Arkema France | Composition comprenant du 2,3,3,3-tetrafluoropropene |
| EP3412647B2 (en) * | 2013-03-15 | 2024-02-14 | The Chemours Company FC, LLC | Process for the reduction of alkyne impurities in fluoroolefins |
| KR20250152674A (ko) | 2013-03-15 | 2025-10-23 | 허니웰 인터내셔날 인코포레이티드 | 2,3,3,3-테트라플루오로프로펜 생성물에서 할로겐화 에틸렌 불순물을 제거하는 방법 |
| US10995047B2 (en) | 2013-03-15 | 2021-05-04 | The Chemours Company Fc, Llc | Process for the reduction of RƒC≡CX impurities in fluoroolefins |
| HUE068290T2 (hu) | 2013-03-15 | 2024-12-28 | Honeywell Int Inc | Eljárás 2-klór-1,1,2-tetrafluor-propán (HCFC-244bb) elõállítására |
| US20150259267A1 (en) | 2014-03-14 | 2015-09-17 | E.I. Du Pont De Nemours And Company | PROCESS FOR THE REDUCTION OF RfC=CX IMPURITIES IN FLUOROOLEFINS |
| US9233895B2 (en) | 2013-03-15 | 2016-01-12 | Honeywell International, Inc. | Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) |
| KR20160122786A (ko) * | 2014-02-10 | 2016-10-24 | 허니웰 인터내셔날 인코포레이티드 | 액상 플루오르화 반응을 위한 반응기 |
| CN106461293B (zh) | 2014-06-10 | 2019-01-08 | 株式会社Lg化学 | 热回收装置 |
| CN106459733B (zh) | 2014-09-25 | 2020-05-01 | 大金工业株式会社 | 含有hfc和hfo的组合物 |
| HUE060941T2 (hu) | 2014-09-26 | 2023-04-28 | Daikin Ind Ltd | Halogénolefin-bázisú készítmény és alkalmazása |
| ES2774378T3 (es) | 2014-09-26 | 2020-07-20 | Daikin Ind Ltd | Composición basada en haloolefina |
| JP6503765B2 (ja) * | 2015-02-02 | 2019-04-24 | セントラル硝子株式会社 | 含フッ素オレフィンを構成成分とする共沸様組成物 |
| FR3033791B1 (fr) | 2015-03-18 | 2017-04-14 | Arkema France | Stabilisation du 1-chloro-3,3,3-trifluoropropene |
| JP6028825B2 (ja) * | 2015-03-31 | 2016-11-24 | ダイキン工業株式会社 | ハイドロフルオロオレフィン化合物を含有する組成物 |
| EP3286160A4 (en) * | 2015-04-24 | 2019-01-16 | Honeywell International Inc. | METHOD FOR REDUCING 1233XF CONCENTRATION IN 244BB |
| US9764998B2 (en) * | 2015-05-12 | 2017-09-19 | Honeywell International Inc. | Process for making HCFO-1233zd |
| CN107635955A (zh) | 2015-05-21 | 2018-01-26 | 科慕埃弗西有限公司 | 通过SbF5进行的1233xf至244bb的氢氟化 |
| JP6102984B2 (ja) * | 2015-05-29 | 2017-03-29 | ダイキン工業株式会社 | 含フッ素化合物の製造方法 |
| GB201512510D0 (en) * | 2015-07-17 | 2015-08-19 | Mexichem Fluor Sa De Cv | Process |
| US9938213B2 (en) * | 2015-08-19 | 2018-04-10 | Honeywell International Inc. | Methods for removing acidic impurities from halogenated propenes |
| MX2018001665A (es) * | 2015-09-16 | 2018-05-07 | Honeywell Int Inc | Proceso novedoso para fabricar 2-cloro-3,3,3-trifluoropropeno a partir de 1,2-dicloro-3,3,3-trifluoropropeno. |
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| FR3056210B1 (fr) * | 2016-09-22 | 2020-03-13 | Arkema France | Procede de separation du 2-chloro-1,1,1,2-tetrafluoropropane et du 2-chloro-3,3,3-trifluoropropene. |
| FR3056209B1 (fr) * | 2016-09-22 | 2018-09-07 | Arkema France | Procede de preparation de 2-chloro-1,1,1-trifluoropropane. |
| MX2019005161A (es) | 2016-11-08 | 2019-08-12 | Honeywell Int Inc | Proceso para la produccion de ciclobutano fluorado. |
| CN106631682B (zh) * | 2016-12-31 | 2023-08-25 | 山东华安新材料有限公司 | 一种从2-氯-1,1,1,2-四氟丙烷中分离水的设备及方法 |
| GB201701099D0 (en) * | 2017-01-23 | 2017-03-08 | Mexichem Fluor Sa De Cv | Process |
| HRP20231540T1 (hr) | 2017-03-10 | 2024-03-01 | The Chemours Company Fc, Llc | Postupak za pripremu 3,3,3-trifluoroprop-1-ena |
| FR3065725B1 (fr) | 2017-04-28 | 2020-01-24 | Arkema France | Procede de purification du 1,1,1,2,2-pentafluoropropane. |
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| US7902410B2 (en) * | 2005-11-03 | 2011-03-08 | Honeywell International Inc. | Process for the manufacture of fluorinated alkanes |
| EP3336074B1 (en) | 2006-01-03 | 2025-07-09 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8664455B2 (en) | 2008-08-08 | 2014-03-04 | Honeywell International Inc. | Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) |
| 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 |
| TW200837036A (en) | 2006-11-15 | 2008-09-16 | Du Pont | Process for producing 2,3,3,3-tetrafluoropropene |
| US9040759B2 (en) * | 2007-07-06 | 2015-05-26 | Honeywell International Inc. | Preparation of fluorinated olefins via catalytic dehydrohalogenation of halogenated hydrocarbons |
| CN101492342A (zh) * | 2008-01-15 | 2009-07-29 | 霍尼韦尔国际公司 | 用催化剂SbCl3、SbCl5、SbF5、TiCl4、SnCl4、Cr2O3和氟化Cr2O3将2-氯-3,3,3-三氟丙烯氢氟化为2-氯-1,1,1,2-四氟丙烷 |
| US8070975B2 (en) | 2008-02-26 | 2011-12-06 | Honeywell International Inc. | Azeotrope-like composition of 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) and hydrogen fluoride (HF) |
| US7803283B2 (en) | 2008-03-31 | 2010-09-28 | Honeywell Internationl Inc. | Azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (HCFC-1233xf) and 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) |
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| JP5701205B2 (ja) * | 2008-05-07 | 2015-04-15 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | ２，３−ジクロロ−１，１，１−トリフルオロプロパン、２−クロロ−１，１，１−トリフルオロプロペン、２−クロロ−１，１，１，２−テトラフルオロプロパンまたは２，３，３，３−テトラフルオロプロペンを含む組成物 |
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| CN101659596A (zh) * | 2008-08-22 | 2010-03-03 | 霍尼韦尔国际公司 | 分离卤烃的方法 |
| US8252965B2 (en) | 2008-08-22 | 2012-08-28 | Honeywell International Inc. | Method for separating halocarbons |
| WO2010071136A1 (ja) * | 2008-12-16 | 2010-06-24 | 旭硝子株式会社 | ２－クロロ－１，１，１，２－テトラフルオロプロパンおよび２，３，３，３－テトラフルオロプロペンの製造方法 |
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2011
- 2011-10-25 US US13/281,063 patent/US8975454B2/en active Active
- 2011-11-14 KR KR1020137015281A patent/KR20130140073A/ko not_active Ceased
- 2011-11-14 JP JP2013538962A patent/JP6013353B2/ja active Active
- 2011-11-14 CN CN2011800650324A patent/CN103328423A/zh active Pending
- 2011-11-14 ES ES11841964.7T patent/ES2692858T3/es active Active
- 2011-11-14 CN CN201610597146.8A patent/CN106278803A/zh active Pending
- 2011-11-14 MX MX2013005514A patent/MX2013005514A/es unknown
- 2011-11-14 WO PCT/US2011/060519 patent/WO2012067980A2/en not_active Ceased
- 2011-11-14 CN CN201610597147.2A patent/CN106278804A/zh active Pending
- 2011-11-14 EP EP11841964.7A patent/EP2640682B1/en not_active Revoked
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- 2015-03-10 US US14/643,668 patent/US10155706B2/en active Active
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- 2017-02-28 US US15/445,407 patent/US10125068B2/en active Active
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