ES2539939T3 - Procedimientos de producción de 1,2,3,3,3-pentafluoropropeno - Google Patents
Procedimientos de producción de 1,2,3,3,3-pentafluoropropeno Download PDFInfo
- Publication number
- ES2539939T3 ES2539939T3 ES07796389.0T ES07796389T ES2539939T3 ES 2539939 T3 ES2539939 T3 ES 2539939T3 ES 07796389 T ES07796389 T ES 07796389T ES 2539939 T3 ES2539939 T3 ES 2539939T3
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- ES
- Spain
- Prior art keywords
- pentafluoropropene
- production procedures
- alumina
- reaction
- reacting
- 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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Links
- 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 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- IRPGOXJVTQTAAN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanal Chemical compound FC(F)(F)C(F)(F)C=O IRPGOXJVTQTAAN-UHFFFAOYSA-N 0.000 abstract 1
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminum fluoride Inorganic materials F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
- C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
- C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
- C09K5/045—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
- C07C17/087—Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated halogenated hydrocarbons
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
-
- 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
- C07C17/354—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by hydrogenation
-
- 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
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Combustion & Propulsion (AREA)
- Thermal Sciences (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Un procedimiento para preparar 1,2,3,3,3-pentafluoropropeno, que comprende: hacer reaccionar CF3CClFCCl2F con H2 en una zona de reacción en presencia de un catalizador que comprende una cantidad catalíticamente efectiva de paladio soportado sobre un soporte seleccionado del grupo que consiste en alúmina, alúmina fluorada, fluoruro de aluminio y sus mezclas, para producir una mezcla de productos que comprende 1,2,3,3,3-pentafluoropropeno, en el que la relación en moles de H2 a CF3CClFCCl2F alimentados a la zona de reacción está entre 1:1 y 5:1.
Description
Tabla 1
- T ºC
- Relación molar H2/215bb/HF 1234yf 1243zf 263fb Z-1225ye E-1225ye 245eb Z- o E-1215yb E- o Z-1215yb 226ea 215bb
- 225
- 2/1/4 2,6 ND 1,6 16,7 18,0 29,3 5,6 4,3 ND 13,2
- 250
- 2/1/4 3,2 ND 1,8 21,4 20,9 20,5 8,5 6,6 ND 9,3
- 275
- 2/1/4 3,1 2,5 2,1 44,6 10,5 14,8 5,9 4,5 ND 2,7
- 300
- 2/1/4 3,1 2,8 1,9 43,8 10,7 2,5 10,4 4,7 ND 2,3
- 300
- 4/1/8 16,3 0,1 7,9 28,8 7,3 24,7 ND ND ND ND
- 300
- 1/1/8 0,7 1,2 ND 16,0 4,4 ND 19,0 9,1 9,3 33,7
- 350
- 1/1/8 0,7 1,2 ND 9,6 1,4 ND 13,8 6,1 21,3 29,4
- 350
- 2/1/8 3,6 1,4 ND 28,5 8,8 ND 15,3 7,1 17,0 3,8
- ND = no detectado
Claims (1)
-
imagen1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81664906P | 2006-06-27 | 2006-06-27 | |
| US816649P | 2006-06-27 | ||
| PCT/US2007/014646 WO2008002501A2 (en) | 2006-06-27 | 2007-06-22 | 1,2,3,3,3-pentafluoropropene production processes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2539939T3 true ES2539939T3 (es) | 2015-07-07 |
Family
ID=38657962
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES07796389.0T Active ES2539939T3 (es) | 2006-06-27 | 2007-06-22 | Procedimientos de producción de 1,2,3,3,3-pentafluoropropeno |
Country Status (6)
| Country | Link |
|---|---|
| US (8) | US8263816B2 (es) |
| EP (1) | EP2043980B1 (es) |
| JP (1) | JP5393454B2 (es) |
| CN (2) | CN101479218B (es) |
| ES (1) | ES2539939T3 (es) |
| WO (1) | WO2008002501A2 (es) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8766020B2 (en) * | 2008-07-31 | 2014-07-01 | Honeywell International Inc. | Process for producing 2,3,3,3-tetrafluoropropene |
| ES3036520T3 (en) * | 2006-01-03 | 2025-09-19 | Honeywell Int Inc | Method for producing fluorinated organic compounds |
| US8377327B2 (en) | 2006-06-27 | 2013-02-19 | E I Du Pont De Nemours And Company | Tetrafluoropropene production processes |
| US8263816B2 (en) | 2006-06-27 | 2012-09-11 | E I Du Pont De Nemours And Company | 1,2,3,3,3-Pentafluoropropene production processes |
| US7833434B2 (en) * | 2006-06-27 | 2010-11-16 | E. I. Du Pont De Nemours And Company | Tetrafluoropropene production processes |
| RU2445302C2 (ru) | 2006-06-27 | 2012-03-20 | Е.И. Дюпон Де Немур Энд Компани | Способы получения тетрафторпропена |
| EP4328213A3 (en) * | 2006-10-27 | 2024-04-03 | Honeywell International Inc. | A high purity 2,3,3,3-tetrafluoropropene |
| TW200831446A (en) * | 2006-11-15 | 2008-08-01 | Du Pont | Processes for producing pentafluoropropenes and certain azeotropes comprising HF and certain halopropenes of the formula C3HCIF4 |
| CA3093427A1 (en) | 2008-05-07 | 2009-11-12 | The Chemours Company Fc, Llc | Compositions comprising 1,1,1,2,3-pentafluoropropane or 2,3,3,3-tetrafluoropropene |
| GB0808836D0 (en) | 2008-05-15 | 2008-06-18 | Ineos Fluor Ltd | Process |
| CN102448921B (zh) | 2009-06-03 | 2014-04-23 | 纳幕尔杜邦公司 | 制备2,3,3,3-四氟丙烯的催化剂和方法 |
| US8487145B2 (en) | 2009-06-03 | 2013-07-16 | E I De Pont De Nemours And Company | Catalysts and process to manufacture 2,3,3,3-tetrafluoropropene |
| US9003797B2 (en) | 2011-11-02 | 2015-04-14 | E L Du Pont De Nemours And Company | Use of compositions comprising 1,1,1,2,3-pentafluoropropane and optionally Z-1,1,1,4,4,4-hexafluoro-2-butene in power cycles |
| US20130104575A1 (en) | 2011-11-02 | 2013-05-02 | E I Du Pont De Nemours And Company | Use of compositions comprising 1,1,1,2,3-pentafluoropropane and optionally z-1,1,1,4,4,4-hexafluoro-2-butene in high temperature heat pumps |
| US20130104573A1 (en) | 2011-11-02 | 2013-05-02 | E I Du Pont De Nemours And Company | Use of compositions comprising 1,1,1,2,3-pentafluoropropane and optionally z-1,1,1,4,4,4-hexafluoro-2-butene in chillers |
| EP2794805A1 (en) | 2011-12-21 | 2014-10-29 | E. I. Du Pont de Nemours and Company | Use of compositions comprising e-1,1,1,4,4,5,5,5-octafluoro-2-pentene and optionally, 1,1,1,2,3-pentafluoropropane in power cycles |
| CN104011165A (zh) | 2011-12-21 | 2014-08-27 | 纳幕尔杜邦公司 | E-1,1,1,4,4,5,5,5-八氟-2-戊烯和任选的1,1,1,2,3-五氟丙烷在高温热泵中的用途 |
| CN103998562A (zh) | 2011-12-21 | 2014-08-20 | 纳幕尔杜邦公司 | E-1,1,1,4,4,5,5,5-八氟-2-戊烯和任选的1,1,1,2,3-五氟丙烷在冷却器中的用途 |
| CN119118781A (zh) | 2018-06-06 | 2024-12-13 | 霍尼韦尔国际公司 | 用于HCFC-244bb的脱氯化氢以制备HFO-1234yf的方法 |
| WO2021093029A1 (en) | 2019-11-13 | 2021-05-20 | Fujian Yongjing Technology Co., Ltd | New process for synthesis of 2,3,3,3-tetrafluoropropene (1234yf) and 2,3-dichloro-1,1,1-trifluoropropane (243db) |
| WO2024186820A1 (en) | 2023-03-07 | 2024-09-12 | The Chemours Company Fc, Llc | Use of compositions comprising pentafluoropropene, tetrafluoropropene, and tetrafluoroethane in power cycles; and power cycle apparatus |
| CN117402137A (zh) * | 2023-09-15 | 2024-01-16 | 山东华夏神舟新材料有限公司 | 一种全氟(2,2-二甲基)-1,3-二氧杂环戊烯的制备方法 |
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| US2466189A (en) | 1946-07-12 | 1949-04-05 | Du Pont | Process for adding fluorine to acyclic olefinic compounds |
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| RU2445302C2 (ru) * | 2006-06-27 | 2012-03-20 | Е.И. Дюпон Де Немур Энд Компани | Способы получения тетрафторпропена |
| US7833434B2 (en) | 2006-06-27 | 2010-11-16 | E. I. Du Pont De Nemours And Company | Tetrafluoropropene production processes |
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| JP5416587B2 (ja) | 2006-10-03 | 2014-02-12 | メキシケム、アマンコ、ホールディング、ソシエダッド、アノニマ、デ、カピタル、バリアブレ | プロセス |
| TW200838835A (en) * | 2006-11-15 | 2008-10-01 | Du Pont | Processes for producing pentafluoropropenes and azeotropes comprising HF and certain halopropenes of the formula C3CI2F4, C3CIF5, or C3HF5 |
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| KR102233877B1 (ko) | 2019-04-01 | 2021-03-30 | 엘지전자 주식회사 | 태양 전지 패널 및 이의 제조 방법 |
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2007
- 2007-06-22 US US12/301,065 patent/US8263816B2/en active Active
- 2007-06-22 CN CN2007800237034A patent/CN101479218B/zh active Active
- 2007-06-22 ES ES07796389.0T patent/ES2539939T3/es active Active
- 2007-06-22 EP EP20070796389 patent/EP2043980B1/en active Active
- 2007-06-22 CN CN201310308829.3A patent/CN103396288B/zh active Active
- 2007-06-22 WO PCT/US2007/014646 patent/WO2008002501A2/en not_active Ceased
- 2007-06-22 JP JP2009518190A patent/JP5393454B2/ja active Active
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2012
- 2012-07-02 US US13/539,963 patent/US20120267567A1/en not_active Abandoned
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2013
- 2013-10-10 US US14/050,636 patent/US10392545B2/en active Active
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2019
- 2019-07-01 US US16/458,350 patent/US11053421B2/en active Active
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2021
- 2021-06-02 US US17/336,575 patent/US11708516B2/en active Active
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2023
- 2023-06-06 US US18/206,127 patent/US11912923B2/en active Active
- 2023-11-10 US US18/506,244 patent/US12110444B2/en active Active
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2024
- 2024-09-06 US US18/827,389 patent/US20240425741A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US12110444B2 (en) | 2024-10-08 |
| CN101479218A (zh) | 2009-07-08 |
| US20240425741A1 (en) | 2024-12-26 |
| WO2008002501A3 (en) | 2008-03-20 |
| EP2043980B1 (en) | 2015-04-29 |
| US20090264690A1 (en) | 2009-10-22 |
| US20230313012A1 (en) | 2023-10-05 |
| US20190322917A1 (en) | 2019-10-24 |
| JP2009542652A (ja) | 2009-12-03 |
| EP2043980A2 (en) | 2009-04-08 |
| CN103396288B (zh) | 2016-12-28 |
| US11912923B2 (en) | 2024-02-27 |
| US20140034870A1 (en) | 2014-02-06 |
| JP5393454B2 (ja) | 2014-01-22 |
| US11053421B2 (en) | 2021-07-06 |
| US8263816B2 (en) | 2012-09-11 |
| WO2008002501A2 (en) | 2008-01-03 |
| CN103396288A (zh) | 2013-11-20 |
| US11708516B2 (en) | 2023-07-25 |
| US10392545B2 (en) | 2019-08-27 |
| US20120267567A1 (en) | 2012-10-25 |
| CN101479218B (zh) | 2013-08-21 |
| US20210292627A1 (en) | 2021-09-23 |
| US20240076536A1 (en) | 2024-03-07 |
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