CA3157433A1 - Azeotrope or azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (hcfo-1233xf) and water - Google Patents

Azeotrope or azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (hcfo-1233xf) and water Download PDF

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Publication number
CA3157433A1
CA3157433A1 CA3157433A CA3157433A CA3157433A1 CA 3157433 A1 CA3157433 A1 CA 3157433A1 CA 3157433 A CA3157433 A CA 3157433A CA 3157433 A CA3157433 A CA 3157433A CA 3157433 A1 CA3157433 A1 CA 3157433A1
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Canada
Prior art keywords
azeotrope
chloro
composition
trifluoropropene
water
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Pending
Application number
CA3157433A
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English (en)
French (fr)
Inventor
Haluk Kopkalli
Daniel C. Merkel
Hang T. Pham
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Honeywell International Inc
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Honeywell International Inc
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Filing date
Publication date
Application filed by Honeywell International Inc filed Critical Honeywell International Inc
Publication of CA3157433A1 publication Critical patent/CA3157433A1/en
Pending legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/25Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/38Separation; Purification; Stabilisation; Use of additives
    • C07C17/383Separation; Purification; Stabilisation; Use of additives by distillation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/54Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/56Platinum group metals
    • B01J23/64Platinum group metals with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/644Arsenic, antimony or bismuth
    • B01J23/6445Antimony
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/07Preparation of halogenated hydrocarbons by addition of hydrogen halides
    • C07C17/087Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated halogenated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/38Separation; Purification; Stabilisation; Use of additives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/38Separation; Purification; Stabilisation; Use of additives
    • C07C17/383Separation; Purification; Stabilisation; Use of additives by distillation
    • C07C17/386Separation; Purification; Stabilisation; Use of additives by distillation with auxiliary compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/38Separation; Purification; Stabilisation; Use of additives
    • C07C17/42Use of additives, e.g. for stabilisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C21/00Acyclic unsaturated compounds containing halogen atoms
    • C07C21/02Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
    • C07C21/04Chloro-alkenes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C21/00Acyclic unsaturated compounds containing halogen atoms
    • C07C21/02Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
    • C07C21/18Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00Heat-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
    • C09K5/02Materials undergoing a change of physical state when used
    • C09K5/04Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
    • C09K5/041Materials 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
    • C09K5/044Materials 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
    • C09K5/045Materials 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/10Components
    • C09K2205/12Hydrocarbons
    • C09K2205/126Unsaturated fluorinated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/32The mixture being azeotropic

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Combustion & Propulsion (AREA)
  • Thermal Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA3157433A 2019-11-06 2020-11-05 Azeotrope or azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (hcfo-1233xf) and water Pending CA3157433A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201962931489P 2019-11-06 2019-11-06
US62/931,489 2019-11-06
PCT/IB2020/020072 WO2021090072A1 (en) 2019-11-06 2020-11-05 Azeotrope or azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (hcfo-1233xf) and water

Publications (1)

Publication Number Publication Date
CA3157433A1 true CA3157433A1 (en) 2021-05-14

Family

ID=75750406

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3157433A Pending CA3157433A1 (en) 2019-11-06 2020-11-05 Azeotrope or azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (hcfo-1233xf) and water

Country Status (8)

Country Link
US (2) US12398085B2 (https=)
EP (1) EP4055113A4 (https=)
JP (2) JP2023500909A (https=)
KR (1) KR20220092961A (https=)
CN (4) CN114599762A (https=)
CA (1) CA3157433A1 (https=)
MX (1) MX2022005384A (https=)
WO (1) WO2021090072A1 (https=)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20220092961A (ko) * 2019-11-06 2022-07-04 허니웰 인터내셔널 인코포레이티드 2-클로로-3,3,3-트리플루오로프로펜(hcfo-1233xf)과 물의 공비 또는 공비 유사 조성물

Family Cites Families (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8084653B2 (en) 2004-04-29 2011-12-27 Honeywell International, Inc. Method for producing fluorinated organic compounds
ES3036520T3 (en) * 2006-01-03 2025-09-19 Honeywell Int Inc Method for producing fluorinated organic compounds
CA2531982A1 (en) * 2006-01-04 2007-07-04 Trican Well Service Ltd. A hydrocarbon fluid composition and the method of use
US8034251B2 (en) * 2007-01-03 2011-10-11 Honeywell International Inc. Azeotropic compositions of 2-chloro-3,3,3-trifluoropropene (HCFC-1233xf), 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb), and hydrogen fluoride (HF)
EP2129710B1 (en) * 2007-03-29 2011-11-09 Arkema, Inc. Hydrofluoropropene blowing agents for polystyrene
WO2009089400A1 (en) * 2008-01-11 2009-07-16 E. I. Du Pont De Nemours And Company Compositions and use of 2-chloro-3,3,3-trifluoropropene foam-forming composition in the preparation of polyisocyanate-based foams
US20090224207A1 (en) * 2008-03-06 2009-09-10 Pham Hang T Azeotrope-Like Composition of 2-Chloro-3,3,3-Trifluoropropene (HCFC-1233xf) and Hydrogen Fluoride (HF)
WO2009114397A2 (en) * 2008-03-07 2009-09-17 Arkema Inc. Stable formulated systems with chloro-3,3,3-trifluoropropene
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)
CN102131754B (zh) * 2008-08-26 2015-02-25 大金工业株式会社 共沸或类共沸组合物和制备2,3,3,3-四氟丙烯的方法
US9926244B2 (en) * 2008-10-28 2018-03-27 Honeywell International Inc. Process for drying HCFO-1233zd
US8927791B2 (en) * 2010-04-29 2015-01-06 Honeywell International Inc. Method for producing tetrafluoropropenes
US8747691B2 (en) * 2010-05-06 2014-06-10 Honeywell International Inc. Azeotrope-like compositions of tetrafluoropropene and water
US8951431B2 (en) * 2010-05-06 2015-02-10 E I Du Pont De Nemours And Company Azeotrope-like compositions of pentafluoropropene and water
US8680345B2 (en) * 2011-01-07 2014-03-25 Honeywell International Inc. Low temperature production of 2-chloro-3,3,3-trifluoropropene
US8741828B2 (en) * 2011-02-23 2014-06-03 Honeywell International Inc. Azeotrope and azeotrope-like compositions useful for the production of haloolefins
US9540295B2 (en) 2011-09-30 2017-01-10 Honeywell International Inc. Process for producing 2-chloro-3,3,3-trifluoropropene and 2,3,3,3-tetrafluoropropene
WO2013096727A1 (en) * 2011-12-22 2013-06-27 Honeywell International Inc. Azeotrope-like compositions including cis-1-chloro-3,3,3-trifluoropropene
US9162945B2 (en) * 2012-03-22 2015-10-20 Daikin Industries, Ltd. Process for preparing 2-chloro-3,3,3-trifluoropropene
JP2016511284A (ja) * 2013-03-13 2016-04-14 ハネウェル・インターナショナル・インコーポレーテッド 段階的フッ素化方法及び反応器システム
US9334206B2 (en) * 2013-03-15 2016-05-10 Honeywell International Inc. Integrated process to produce 2,3,3,3-tetrafluoropropene
WO2015006258A1 (en) 2013-07-12 2015-01-15 Arkema Inc. Method of separating organofluorine compounds using membrane
EP3040326B1 (en) * 2014-09-26 2020-01-08 Daikin Industries, Ltd. Haloolefin-based composition
CN106661438A (zh) * 2014-09-26 2017-05-10 大金工业株式会社 卤代烯类组合物及其使用
US20160262490A1 (en) * 2015-03-13 2016-09-15 Honeywell International Inc. Foams, foamable compositions and methods of making integral skin foams
US10029964B2 (en) * 2016-08-30 2018-07-24 Honeywell International Inc. Azeotropic or azeotrope-like compositions of 3,3,3-trifluoropropyne and water
MX2019006410A (es) * 2016-12-02 2019-09-04 Honeywell Int Inc Proceso para secar 1-cloro-3,3,3-trifluoropropeno (hcfo-1233zd).
JP6485493B2 (ja) * 2017-06-16 2019-03-20 ダイキン工業株式会社 ペンタフルオロプロパンと水とを含む共沸又は共沸様組成物、並びにペンタフルオロプロパンの製造方法
AU2020287313B2 (en) * 2019-06-04 2025-11-20 The Chemours Company Fc, Llc 2-chloro-3,3,3-trifluoropropene (1233XF) compositions and methods for making and using the compositions
KR20220092961A (ko) * 2019-11-06 2022-07-04 허니웰 인터내셔널 인코포레이티드 2-클로로-3,3,3-트리플루오로프로펜(hcfo-1233xf)과 물의 공비 또는 공비 유사 조성물

Also Published As

Publication number Publication date
MX2022005384A (es) 2022-05-19
WO2021090072A1 (en) 2021-05-14
CN114599762A (zh) 2022-06-07
CN112778975B (zh) 2024-11-08
US12398085B2 (en) 2025-08-26
CN112778975A (zh) 2021-05-11
US20220396537A1 (en) 2022-12-15
JP2025106435A (ja) 2025-07-15
JP2023500909A (ja) 2023-01-11
KR20220092961A (ko) 2022-07-04
CN119143570A (zh) 2024-12-17
EP4055113A4 (en) 2023-12-27
CN119143569A (zh) 2024-12-17
EP4055113A1 (en) 2022-09-14
US20250340498A1 (en) 2025-11-06

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