KR102369619B1 - 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 - Google Patents
3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 Download PDFInfo
- Publication number
- KR102369619B1 KR102369619B1 KR1020167018850A KR20167018850A KR102369619B1 KR 102369619 B1 KR102369619 B1 KR 102369619B1 KR 1020167018850 A KR1020167018850 A KR 1020167018850A KR 20167018850 A KR20167018850 A KR 20167018850A KR 102369619 B1 KR102369619 B1 KR 102369619B1
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- Prior art keywords
- trifluoropropene
- catalyst
- halide
- metal
- chlorination
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/04—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/08—Halides
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/08—Halides
- B01J27/10—Chlorides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
- C07C19/10—Acyclic saturated compounds containing halogen atoms containing fluorine and chlorine
-
- 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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/18—Carbon
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/128—Halogens; Compounds thereof with iron group metals or platinum group metals
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/132—Halogens; Compounds thereof with chromium, molybdenum, tungsten or polonium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/08—Halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/08—Halides
- C07C2527/10—Chlorides
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020227006274A KR102515340B1 (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361917657P | 2013-12-18 | 2013-12-18 | |
| US61/917,657 | 2013-12-18 | ||
| PCT/US2014/071114 WO2015095497A1 (en) | 2013-12-18 | 2014-12-18 | Catalytic chlorination of 3,3,3-trifluoropropene to 2,3-dichloro-1,1,1-trifluoropropane |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020227006274A Division KR102515340B1 (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20160100335A KR20160100335A (ko) | 2016-08-23 |
| KR102369619B1 true KR102369619B1 (ko) | 2022-03-03 |
Family
ID=53403684
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020167018850A Active KR102369619B1 (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
| KR1020257005228A Pending KR20250026892A (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
| KR1020227006274A Active KR102515340B1 (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
| KR1020247015438A Active KR102771487B1 (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
| KR1020237009965A Active KR102666338B1 (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
Family Applications After (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020257005228A Pending KR20250026892A (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
| KR1020227006274A Active KR102515340B1 (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
| KR1020247015438A Active KR102771487B1 (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
| KR1020237009965A Active KR102666338B1 (ko) | 2013-12-18 | 2014-12-18 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US9938208B2 (https=) |
| EP (2) | EP3083536B1 (https=) |
| JP (4) | JP6553619B2 (https=) |
| KR (5) | KR102369619B1 (https=) |
| CN (2) | CN106164026B (https=) |
| ES (1) | ES3054908T3 (https=) |
| MX (2) | MX2016007916A (https=) |
| WO (1) | WO2015095497A1 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102369619B1 (ko) * | 2013-12-18 | 2022-03-03 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
| EP3592723B1 (en) | 2017-03-10 | 2023-10-25 | The Chemours Company FC, LLC | Process for preparing 3,3,3-trifluoroprop-1-ene |
| JP2019151629A (ja) * | 2018-03-05 | 2019-09-12 | セントラル硝子株式会社 | 化合物の製造方法 |
| FR3081721B1 (fr) * | 2018-06-01 | 2022-04-15 | Arkema France | Procede de preparation d'un sel de lithium de bis(fluorosulfonyl)imide |
| CN112384490A (zh) | 2018-07-09 | 2021-02-19 | 科慕埃弗西有限公司 | 用于整合式2,3,3,3-四氟丙烯制造工艺的组合物和方法 |
| EP4326697A1 (en) | 2021-04-19 | 2024-02-28 | The Chemours Company FC, LLC | Compositions containing 3,3,3-trifluoropropene (1243zf) and methods for making and using the compositions |
| KR20240138166A (ko) | 2023-03-10 | 2024-09-20 | 광주과학기술원 | 전기화학적 탈합금 처리를 이용한 고함량의 비금속을 함유하는 전이금속 촉매 및 이의 제조방법 |
| CN121816334A (zh) | 2023-09-18 | 2026-04-07 | 科慕埃弗西有限公司 | 用于制备2-氯-1,1,1,2-四氟丙烷的方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20110031436A1 (en) | 2008-05-07 | 2011-02-10 | E.I. Du Pont De Nemours And Company | Compositions comprising 2,3-dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene |
| CN102056875A (zh) | 2008-04-09 | 2011-05-11 | 墨西哥化学阿玛科股份有限公司 | 制备1,1,1-三氟-2,3-二氯丙烷的方法 |
| US20110160498A1 (en) | 2008-09-11 | 2011-06-30 | Arkema France | Process for the preparation of trifluorinated and tetrafluorinated compounds |
| JP2014210765A (ja) | 2013-04-02 | 2014-11-13 | セントラル硝子株式会社 | 1,2−ジクロロ−3,3,3−トリフルオロプロペンの製造方法 |
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| DE3331962A1 (de) * | 1983-09-05 | 1985-03-21 | Wacker-Chemie GmbH, 8000 München | Verfahren zur aufbereitung von chlorwasserstoff als einsatzstoff fuer den ethylenoxichlorierungsprozess |
| DE3445896C1 (de) * | 1984-12-15 | 1986-04-10 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur kontinuierlichen Herstellung von 1.2-Dichlorethan |
| IN172054B (https=) * | 1988-02-24 | 1993-03-27 | Du Pont | |
| US5120883A (en) * | 1991-08-26 | 1992-06-09 | E. I. Du Pont De Nemours And Company | Catalytic process for producing CCl3 CF3 |
| KR950011099B1 (ko) * | 1992-06-05 | 1995-09-28 | 한국과학기술연구원 | 1,1,1-트리플루오로-2,2-디클로로에탄의 제조 방법 |
| US6204418B1 (en) * | 1994-09-07 | 2001-03-20 | John E. Stauffer | Process for the chlornation of hydrocarbons |
| EP1084093B1 (en) * | 1998-06-02 | 2004-08-18 | E.I. Dupont De Nemours And Company | Processes for the production of hexafluoropropene and optionally other halogenated hydrocarbons containing fluorine |
| US6583328B1 (en) * | 1999-04-05 | 2003-06-24 | Pcbu Services, Inc. | Method for the preparation of 1,1,1,3,3-pentafluoropropene and 1,1,1,3,3-pentafluoropropane |
| JP2002273206A (ja) * | 2001-03-16 | 2002-09-24 | Mitsubishi Chemicals Corp | 合成反応装置及びそれを用いる合成反応方法 |
| JP2007105668A (ja) * | 2005-10-14 | 2007-04-26 | Mitsubishi Chemicals Corp | 気液反応方法及びそのための装置 |
| US8071825B2 (en) * | 2006-01-03 | 2011-12-06 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| GB0806422D0 (en) * | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
| GB0706978D0 (en) * | 2007-04-11 | 2007-05-16 | Ineos Fluor Holdings Ltd | Process |
| 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 |
| 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 |
| WO2011135395A1 (en) * | 2010-04-26 | 2011-11-03 | Arkema France | Process for the manufacture of 2-chloro-3, 3,3-trifluoropropene (hcfo1233xf) by liquid phase fluorination of pentachloropropane |
| KR101641740B1 (ko) * | 2010-04-30 | 2016-07-21 | 동우 화인켐 주식회사 | 구리와 티타늄을 포함하는 금속막용 식각액 조성물 |
| US8927791B2 (en) * | 2010-04-29 | 2015-01-06 | Honeywell International Inc. | Method for producing tetrafluoropropenes |
| CN102336630B (zh) * | 2011-07-07 | 2014-01-29 | 浙江衢化氟化学有限公司 | 一种2,3-二氯-1,1,1-三氟丙烷的催化合成方法 |
| CN103418367B (zh) * | 2013-07-12 | 2015-10-28 | 西安近代化学研究所 | 一种用于氯氟烷烃制备含氟烯烃的催化剂及制备方法 |
| KR102369619B1 (ko) * | 2013-12-18 | 2022-03-03 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 3,3,3-트리플루오로프로펜의 2,3-디클로로-1,1,1-트리플루오로프로판으로의 촉매적 염소화 |
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2014
- 2014-12-18 KR KR1020167018850A patent/KR102369619B1/ko active Active
- 2014-12-18 KR KR1020257005228A patent/KR20250026892A/ko active Pending
- 2014-12-18 WO PCT/US2014/071114 patent/WO2015095497A1/en not_active Ceased
- 2014-12-18 CN CN201480075865.2A patent/CN106164026B/zh active Active
- 2014-12-18 KR KR1020227006274A patent/KR102515340B1/ko active Active
- 2014-12-18 KR KR1020247015438A patent/KR102771487B1/ko active Active
- 2014-12-18 US US15/106,418 patent/US9938208B2/en active Active
- 2014-12-18 EP EP14872853.8A patent/EP3083536B1/en active Active
- 2014-12-18 ES ES19217132T patent/ES3054908T3/es active Active
- 2014-12-18 JP JP2016541625A patent/JP6553619B2/ja active Active
- 2014-12-18 CN CN202011000993.4A patent/CN112321383A/zh active Pending
- 2014-12-18 EP EP19217132.0A patent/EP3643695B1/en active Active
- 2014-12-18 MX MX2016007916A patent/MX2016007916A/es unknown
- 2014-12-18 KR KR1020237009965A patent/KR102666338B1/ko active Active
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2016
- 2016-06-16 MX MX2022016383A patent/MX2022016383A/es unknown
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2018
- 2018-02-20 US US15/899,990 patent/US10843987B2/en active Active
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2019
- 2019-07-04 JP JP2019125345A patent/JP6888896B2/ja active Active
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2021
- 2021-05-19 JP JP2021084699A patent/JP7697816B6/ja active Active
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2023
- 2023-09-15 JP JP2023150037A patent/JP2023169295A/ja active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102056875A (zh) | 2008-04-09 | 2011-05-11 | 墨西哥化学阿玛科股份有限公司 | 制备1,1,1-三氟-2,3-二氯丙烷的方法 |
| US20110031436A1 (en) | 2008-05-07 | 2011-02-10 | E.I. Du Pont De Nemours And Company | Compositions comprising 2,3-dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3,3,3-tetrafluoropropene |
| US20110160498A1 (en) | 2008-09-11 | 2011-06-30 | Arkema France | Process for the preparation of trifluorinated and tetrafluorinated compounds |
| CN102143930A (zh) | 2008-09-11 | 2011-08-03 | 法国阿科玛公司 | 三氟化物和四氟化物的制备方法 |
| JP2012502089A (ja) * | 2008-09-11 | 2012-01-26 | アルケマ フランス | 三フッ素化及び四フッ素化の化合物を生産するための方法 |
| JP2014210765A (ja) | 2013-04-02 | 2014-11-13 | セントラル硝子株式会社 | 1,2−ジクロロ−3,3,3−トリフルオロプロペンの製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP6553619B2 (ja) | 2019-07-31 |
| EP3083536A4 (en) | 2017-07-26 |
| EP3643695B1 (en) | 2025-09-24 |
| KR20230044546A (ko) | 2023-04-04 |
| CN112321383A (zh) | 2021-02-05 |
| JP2019163339A (ja) | 2019-09-26 |
| JP6888896B2 (ja) | 2021-06-18 |
| ES3054908T3 (en) | 2026-02-09 |
| KR20160100335A (ko) | 2016-08-23 |
| JP2023169295A (ja) | 2023-11-29 |
| KR102515340B1 (ko) | 2023-03-30 |
| EP3083536A1 (en) | 2016-10-26 |
| WO2015095497A1 (en) | 2015-06-25 |
| JP2017504609A (ja) | 2017-02-09 |
| CN106164026A (zh) | 2016-11-23 |
| CN106164026B (zh) | 2021-02-09 |
| KR102771487B1 (ko) | 2025-02-25 |
| US20160340276A1 (en) | 2016-11-24 |
| KR20240070712A (ko) | 2024-05-21 |
| US9938208B2 (en) | 2018-04-10 |
| JP7697816B2 (ja) | 2025-06-24 |
| EP3083536B1 (en) | 2020-01-15 |
| US10843987B2 (en) | 2020-11-24 |
| KR20250026892A (ko) | 2025-02-25 |
| US20180237364A1 (en) | 2018-08-23 |
| MX2022016383A (es) | 2023-01-30 |
| JP7697816B6 (ja) | 2025-07-15 |
| KR102666338B1 (ko) | 2024-05-17 |
| KR20220029771A (ko) | 2022-03-08 |
| EP3643695A1 (en) | 2020-04-29 |
| MX2016007916A (es) | 2016-09-13 |
| JP2021119205A (ja) | 2021-08-12 |
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