WO2009105521A1 - Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation - Google Patents

Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation Download PDF

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Publication number
WO2009105521A1
WO2009105521A1 PCT/US2009/034492 US2009034492W WO2009105521A1 WO 2009105521 A1 WO2009105521 A1 WO 2009105521A1 US 2009034492 W US2009034492 W US 2009034492W WO 2009105521 A1 WO2009105521 A1 WO 2009105521A1
Authority
WO
WIPO (PCT)
Prior art keywords
separation
azeotropic distillation
tetrafluoropropene
processes
hydrogen fluoride
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.)
Ceased
Application number
PCT/US2009/034492
Other languages
French (fr)
Inventor
Jeffrey P. Knapp
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to RU2010138730/04A priority Critical patent/RU2474569C2/en
Priority to CN200980105856.2A priority patent/CN101952229B/en
Priority to ES09712619.7T priority patent/ES2483995T3/en
Priority to JP2010547742A priority patent/JP2011513228A/en
Priority to KR1020167027804A priority patent/KR101851887B1/en
Priority to CA2712616A priority patent/CA2712616A1/en
Priority to KR1020187037961A priority patent/KR102136117B1/en
Priority to BRPI0906015-4A priority patent/BRPI0906015A2/en
Priority to EP09712619.7A priority patent/EP2247560B1/en
Priority to KR1020187010791A priority patent/KR101937117B1/en
Priority to MX2010009081A priority patent/MX2010009081A/en
Priority to KR1020207010230A priority patent/KR20200039844A/en
Publication of WO2009105521A1 publication Critical patent/WO2009105521A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B7/00—Halogens; Halogen acids
    • C01B7/19—Fluorine; Hydrogen fluoride
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Separation By Low-Temperature Treatments (AREA)

Abstract

Disclosed herein is a process for the separation of HFC-1234ze and HF by azeotropic distillation. Additionally disclosed is a process for the separation of HFC1234ze, HFC-245eb and/or 245fa, and HF by azeotropic distillation.
PCT/US2009/034492 2008-02-21 2009-02-19 Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation Ceased WO2009105521A1 (en)

Priority Applications (12)

Application Number Priority Date Filing Date Title
RU2010138730/04A RU2474569C2 (en) 2008-02-21 2009-02-19 Method of separating 1,3,3,3,-tetrafluopropene from hydrogen fluoride by azeotropic distillation
CN200980105856.2A CN101952229B (en) 2008-02-21 2009-02-19 Process for separating 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation
ES09712619.7T ES2483995T3 (en) 2008-02-21 2009-02-19 Processes for the separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation
JP2010547742A JP2011513228A (en) 2008-02-21 2009-02-19 Method for separating 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation
KR1020167027804A KR101851887B1 (en) 2008-02-21 2009-02-19 Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation
CA2712616A CA2712616A1 (en) 2008-02-21 2009-02-19 Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation
KR1020187037961A KR102136117B1 (en) 2008-02-21 2009-02-19 Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation
BRPI0906015-4A BRPI0906015A2 (en) 2008-02-21 2009-02-19 "process for separating a mixture comprising hf and hfc-1234ze, process for separating an e-hfc-1234ze from a mixture including hydrogen fluoride and said e-hfc-1234ze, process for separating" of hydrogen fluoride from a mixture containing hydrogen fluoride and e-hfc-1234ze, process for purifying an e-hfc-1234ze from a mixture of e-hfc-1234ze and hf, process for purifying hf from a mixture comprising e-hfc-1234ze and hf, process for separating e-hfc-1234ze from a mixture of e-hfc-1234ze, hf and at least one of hfc-245fa or hfc-245eb and process for hfc-1234yf separation from hfc-1234ze "
EP09712619.7A EP2247560B1 (en) 2008-02-21 2009-02-19 Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation
KR1020187010791A KR101937117B1 (en) 2008-02-21 2009-02-19 Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation
MX2010009081A MX2010009081A (en) 2008-02-21 2009-02-19 Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation.
KR1020207010230A KR20200039844A (en) 2008-02-21 2009-02-19 Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US3037108P 2008-02-21 2008-02-21
US61/030,371 2008-02-21

Publications (1)

Publication Number Publication Date
WO2009105521A1 true WO2009105521A1 (en) 2009-08-27

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2009/034492 Ceased WO2009105521A1 (en) 2008-02-21 2009-02-19 Processes for separation of 1,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation

Country Status (11)

Country Link
US (1) US8658846B2 (en)
EP (1) EP2247560B1 (en)
JP (2) JP2011513228A (en)
KR (5) KR101937117B1 (en)
CN (1) CN101952229B (en)
BR (1) BRPI0906015A2 (en)
CA (1) CA2712616A1 (en)
ES (1) ES2483995T3 (en)
MX (1) MX2010009081A (en)
RU (1) RU2474569C2 (en)
WO (1) WO2009105521A1 (en)

Cited By (12)

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WO2011139956A3 (en) * 2010-05-06 2012-04-19 Honeywell International Inc. Azeotrope-like compositions of tetrafluoropropene and water
WO2012063566A1 (en) * 2010-11-10 2012-05-18 セントラル硝子株式会社 Process for producing trans-1,3,3,3-tetrafluoropropene
US8518293B2 (en) 2010-09-03 2013-08-27 Honeywell International Inc. 1,3,3,3-tetrafluoropropene process azeotropes with HF
US8658846B2 (en) 2008-02-21 2014-02-25 E I Du Pont De Nemours And Company Processes for separation of 2,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation
CN103673503A (en) * 2013-12-27 2014-03-26 上海磊诺工业气体有限公司 Heptafluoropropane recycling system
WO2014147310A1 (en) 2013-03-20 2014-09-25 Arkema France Composition comprising hf and 2,3,3,3-tetrafluoropropene
WO2014147314A1 (en) 2013-03-20 2014-09-25 Arkema France Composition comprising hf and 3,3,3-trifluoropropene
WO2017108520A1 (en) 2015-12-23 2017-06-29 Arkema France Method for producing and purifying 2,3,3,3-tetrafluoro-1-propene
US10029963B2 (en) 2013-03-20 2018-07-24 Arkema France Composition comprising HF and 1,3,3,3-tetrafluoropropene
JP2020152913A (en) * 2008-05-07 2020-09-24 ザ ケマーズ カンパニー エフシー リミテッド ライアビリティ カンパニー 2,3-Dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3 Composition containing 3,3-tetrafluoropropene
WO2024015371A1 (en) * 2022-07-14 2024-01-18 Honeywell International Inc. Method for reducing chlorofluorocarbon impurities in the manufacture of 7rans-1,3,3,3-tetrafluoropropene (hfo-1234ze(e))
EP3581631B1 (en) 2009-12-22 2024-11-06 The Chemours Company FC, LLC Compositions comprising 2,3,3,3-tetrafluoropropene

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CN104024189B (en) * 2011-12-28 2016-01-13 旭硝子株式会社 The purification process of 2,3,3,3-tetrafluoeopropene, purification devices and manufacture method
JP6011008B2 (en) * 2012-04-27 2016-10-19 旭硝子株式会社 Azeotropic or azeotrope-like composition and method for producing 2,3,3,3-tetrafluoropropene or hexafluoropropene
FR3000093B1 (en) * 2012-12-26 2015-07-17 Arkema France AZEOTROPIC OR QUASI-AZEOTROPIC COMPOSITION OF CHLOROMETHANE
CN103288589A (en) * 2013-06-04 2013-09-11 同济大学 Method for co-production of trifluoroethylene and hydrogen fluoride
JP6102984B2 (en) * 2015-05-29 2017-03-29 ダイキン工業株式会社 Method for producing fluorine-containing compound
CN108430959B (en) * 2015-12-16 2021-11-26 Ａｇｃ株式会社 Process for producing hydrofluoroolefin
FR3046164B1 (en) * 2015-12-23 2021-01-08 Arkema France PROCESS FOR THE PRODUCTION AND PURIFICATION OF 2,3,3,3-TETRAFLUOROPROPENE.
FR3046165B1 (en) * 2015-12-23 2019-12-13 Arkema France PROCESS FOR THE PRODUCTION AND PURIFICATION OF 2,3,3,3-TETRAFLUORO-1-PROPENE
FR3046163B1 (en) * 2015-12-23 2019-12-13 Arkema France PROCESS FOR THE PRODUCTION AND PURIFICATION OF 2,3,3,3-TETRAFLUORO-1-PROPENE.
FR3046159B1 (en) * 2015-12-23 2019-12-13 Arkema France PROCESS FOR THE PREPARATION OF 2,3,3,3-TETRAFLUOROPROPENE AND RECYCLING OF 1,1,1,2,2-PENTAFLUOROPROPANE FREE OF IMPURITIES.
US10399004B2 (en) * 2016-09-08 2019-09-03 Eastman Chemical Company Thermally integrated distillation systems and processes using the same
FR3065726B1 (en) * 2017-04-28 2019-04-19 Arkema France PROCESS FOR THE PRODUCTION AND PURIFICATION OF 2,3,3,3-TETRAFLUOROPROPENE
US10351494B1 (en) * 2018-01-08 2019-07-16 Honeywell International Inc. Systems and methods for reducing the formation of impurities during 244bb dehydrochlorination to 1234yf
MX2021005775A (en) * 2018-11-15 2021-07-02 Arkema Inc Method to purify a crude stream containing hydrochlorofluoroolefi n.
WO2020158668A1 (en) * 2019-01-28 2020-08-06 ダイキン工業株式会社 Azeotropic composition containing 1,2-difluoroethylene or 1,1,2-trifluoroethylene and hydrogen fluoride
CN119320307A (en) * 2019-11-06 2025-01-17 霍尼韦尔国际公司 Azeotrope or azeotrope-like compositions of 3, 3-Trifluoropropyne (TFPY) and Hydrogen Fluoride (HF)
CN113624570B (en) * 2021-08-06 2023-04-28 清华大学 Vapor-liquid phase balance device and method for analyzing HF in fluorocarbon
US20240376360A1 (en) * 2023-05-09 2024-11-14 Honeywell International Inc. Azeotrope and azeotrope-like compositions of 1,1,2-trichloro-1,2,2-trifluoroethane (cfc-113) and 1,1,2-trifluoroethane (hfc-143) and applications thereof
US20240376031A1 (en) * 2023-05-10 2024-11-14 Honeywell International Inc. Azeotrope and azeotrope-like compositions of 1,1,2-trifluoroethane (hfc-143) and 1-chloro-1,1,2-trifluoroethane (hcfc-133b) and applications thereof

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Cited By (22)

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Publication number Priority date Publication date Assignee Title
US8658846B2 (en) 2008-02-21 2014-02-25 E I Du Pont De Nemours And Company Processes for separation of 2,3,3,3-tetrafluoropropene from hydrogen fluoride by azeotropic distillation
JP2020152913A (en) * 2008-05-07 2020-09-24 ザ ケマーズ カンパニー エフシー リミテッド ライアビリティ カンパニー 2,3-Dichloro-1,1,1-trifluoropropane, 2-chloro-1,1,1-trifluoropropene, 2-chloro-1,1,1,2-tetrafluoropropane or 2,3 Composition containing 3,3-tetrafluoropropene
EP3581631B1 (en) 2009-12-22 2024-11-06 The Chemours Company FC, LLC Compositions comprising 2,3,3,3-tetrafluoropropene
EP2566929B1 (en) 2010-05-06 2016-08-10 Honeywell International Inc. AZEOTROPiC AND AZEOTROPE-LIKE COMPOSITION OF TRANS-1,3,3,3-TETRAFLUOROPROPENE AND WATER
WO2011139956A3 (en) * 2010-05-06 2012-04-19 Honeywell International Inc. Azeotrope-like compositions of tetrafluoropropene and water
US8747691B2 (en) 2010-05-06 2014-06-10 Honeywell International Inc. Azeotrope-like compositions of tetrafluoropropene and water
EP2566929B2 (en) † 2010-05-06 2020-03-18 Honeywell International Inc. Azeotropic and azeotrope-like composition of trans-1,3,3,3-tetrafluoropropene and water
US8518293B2 (en) 2010-09-03 2013-08-27 Honeywell International Inc. 1,3,3,3-tetrafluoropropene process azeotropes with HF
WO2012063566A1 (en) * 2010-11-10 2012-05-18 セントラル硝子株式会社 Process for producing trans-1,3,3,3-tetrafluoropropene
CN103209942A (en) * 2010-11-10 2013-07-17 中央硝子株式会社 Method for producing trans-1,3,3,3-tetrafluoropropene
WO2014147314A1 (en) 2013-03-20 2014-09-25 Arkema France Composition comprising hf and 3,3,3-trifluoropropene
EP2976319A1 (en) * 2013-03-20 2016-01-27 Arkema France Composition comprising hf and 3,3,3-trifluoropropene
EP2976317B1 (en) 2013-03-20 2021-03-24 Arkema France Composition comprising hf and 2,3,3,3-tetrafluoropropene
US10029963B2 (en) 2013-03-20 2018-07-24 Arkema France Composition comprising HF and 1,3,3,3-tetrafluoropropene
US10266465B2 (en) * 2013-03-20 2019-04-23 Arkema France Composition comprising HF and 1,3,3,3-tetrafluoropropene
EP2976318B1 (en) * 2013-03-20 2020-12-09 Arkema France Composition comprising hf and 1,3,3,3-tetrafluoropropene
WO2014147310A1 (en) 2013-03-20 2014-09-25 Arkema France Composition comprising hf and 2,3,3,3-tetrafluoropropene
CN103673503A (en) * 2013-12-27 2014-03-26 上海磊诺工业气体有限公司 Heptafluoropropane recycling system
US10479746B2 (en) 2015-12-23 2019-11-19 Arkema France Method for producing and purifying 2,3,3,3-tetrafluoro-1-propene
FR3046162A1 (en) * 2015-12-23 2017-06-30 Arkema France PROCESS FOR PRODUCING AND PURIFYING 2,3,3,3-TETRAFLUORO-1-PROPENE
WO2017108520A1 (en) 2015-12-23 2017-06-29 Arkema France Method for producing and purifying 2,3,3,3-tetrafluoro-1-propene
WO2024015371A1 (en) * 2022-07-14 2024-01-18 Honeywell International Inc. Method for reducing chlorofluorocarbon impurities in the manufacture of 7rans-1,3,3,3-tetrafluoropropene (hfo-1234ze(e))

Also Published As

Publication number Publication date
JP2011513228A (en) 2011-04-28
JP5809331B2 (en) 2015-11-10
KR20100138932A (en) 2010-12-31
ES2483995T3 (en) 2014-08-08
RU2474569C2 (en) 2013-02-10
KR101937117B1 (en) 2019-01-09
KR20180042459A (en) 2018-04-25
CN101952229B (en) 2014-06-04
KR102136117B1 (en) 2020-07-22
RU2010138730A (en) 2012-03-27
KR20200039844A (en) 2020-04-16
US20120261252A1 (en) 2012-10-18
CN101952229A (en) 2011-01-19
KR101851887B1 (en) 2018-04-24
KR20160120803A (en) 2016-10-18
BRPI0906015A2 (en) 2015-06-30
CA2712616A1 (en) 2009-08-27
MX2010009081A (en) 2010-09-07
JP2014193931A (en) 2014-10-09
US8658846B2 (en) 2014-02-25
EP2247560A1 (en) 2010-11-10
KR20190002750A (en) 2019-01-08
EP2247560B1 (en) 2014-06-04

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