TWI729126B - 氫氟烯烴及其使用方法 - Google Patents
氫氟烯烴及其使用方法 Download PDFInfo
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- TWI729126B TWI729126B TW106115122A TW106115122A TWI729126B TW I729126 B TWI729126 B TW I729126B TW 106115122 A TW106115122 A TW 106115122A TW 106115122 A TW106115122 A TW 106115122A TW I729126 B TWI729126 B TW I729126B
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- Prior art keywords
- heat transfer
- working fluid
- composition
- hydrofluoroolefin
- heat
- Prior art date
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- 238000000034 method Methods 0.000 title claims description 32
- 150000001875 compounds Chemical class 0.000 claims abstract description 107
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 18
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- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 239000012530 fluid Substances 0.000 claims description 107
- 238000012546 transfer Methods 0.000 claims description 30
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- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 6
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/14—Unsaturated ethers
- C07C43/17—Unsaturated ethers containing halogen
-
- 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
-
- 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
- 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
- C09K5/08—Materials not undergoing a change of physical state when used
- C09K5/10—Liquid materials
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/14—Unsaturated ethers
- C07C43/15—Unsaturated ethers containing only non-aromatic carbon-to-carbon double bonds
- C07C43/16—Vinyl ethers
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- 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
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/11—Ethers
- C09K2205/112—Halogenated ethers
-
- 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
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/12—Hydrocarbons
- C09K2205/126—Unsaturated fluorinated hydrocarbons
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- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
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| US201662333330P | 2016-05-09 | 2016-05-09 | |
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| EP3303436B1 (en) * | 2015-06-05 | 2020-12-09 | 3M Innovative Properties Company | Hydrofluoroolefins and methods of using same |
| WO2016196240A1 (en) * | 2015-06-05 | 2016-12-08 | 3M Innovative Properties Company | Hydrofluoroolefins and methods of using same |
| EP3515886A4 (en) * | 2016-09-26 | 2020-05-06 | 3M Innovative Properties Company | HYDROFLUOROLEFINS CONTAINING NITROGEN AND / OR OXYGEN AND METHOD FOR THE PRODUCTION AND USE THEREOF |
| TW201930244A (zh) | 2017-12-13 | 2019-08-01 | 美商3M新設資產公司 | 氫氟烯烴醚、組成物、使用其等之設備及方法 |
| JP7209722B2 (ja) | 2017-12-13 | 2023-01-20 | スリーエム イノベイティブ プロパティズ カンパニー | 誘電性流体及び電気デバイス中の全フッ素化１－アルコキシプロペン |
| JP7292280B2 (ja) * | 2017-12-13 | 2023-06-16 | スリーエム イノベイティブ プロパティズ カンパニー | 全フッ素化１－アルコキシプロペン、組成物、並びにそれらを使用するための方法及び装置 |
| JP7525481B2 (ja) * | 2018-10-15 | 2024-07-30 | 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 | フッ素化アルコキシビニルエーテル及びフッ素化アルコキシビニルエーテルの調製方法 |
| KR102826741B1 (ko) * | 2019-03-18 | 2025-06-27 | 솔베이 스페셜티 폴리머스 이태리 에스.피.에이. | 낮은 gwp를 갖는 플루오린화 화합물을 이용한 열교환 방법 |
| GB201916217D0 (en) * | 2019-10-03 | 2019-12-25 | Mexichem Fluor Sa De Cv | Composition |
| US20240021889A1 (en) * | 2020-12-11 | 2024-01-18 | Mexichem Fluor S.A. De C.V. | Composition |
| WO2023281421A1 (en) | 2021-07-07 | 2023-01-12 | 3M Innovative Properties Company | Hydrofluoroolefins and uses thereof |
| WO2023002341A1 (en) | 2021-07-20 | 2023-01-26 | 3M Innovative Properties Company | Hydrofluoroolefins and uses thereof |
| US20250066654A1 (en) * | 2023-08-24 | 2025-02-27 | Carbon Ventures, Llc | Sterically hindered hydrofluoroolefins with dipole moment and their blends with sterically hindered-olefins as refrigerants for high temperature heat pumps and working fluid for organic rankine cycles |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101553551A (zh) * | 2006-07-12 | 2009-10-07 | 苏威氟有限公司 | 使用氟醚化合物进行加热和冷却的方法、适合其的组合物及它们的用途 |
| TW201129534A (en) * | 2009-11-02 | 2011-09-01 | 3M Innovative Properties Co | Methods of using hydrofluoroethers as heat transfer fluids |
Family Cites Families (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3114778A (en) | 1963-12-17 | Fluorinated vinyl ethers and their | ||
| FR1362548A (fr) | 1963-04-09 | 1964-06-05 | Du Pont | Polyéthers fluorocarbonés et leur procédé de préparation |
| US3444150A (en) * | 1968-03-20 | 1969-05-13 | Polaroid Corp | Novel halogen-containing monomers and polymers |
| US4788352A (en) * | 1986-07-21 | 1988-11-29 | Shell Oil Company | Trifluoroalkenes and a method for their preparation |
| US6203944B1 (en) | 1998-03-26 | 2001-03-20 | 3M Innovative Properties Company | Electrode for a lithium battery |
| US6255017B1 (en) | 1998-07-10 | 2001-07-03 | 3M Innovative Properties Co. | Electrode material and compositions including same |
| US6653419B1 (en) * | 1999-05-04 | 2003-11-25 | E. .I Du Pont De Nemours And Company | Polyfluorinated epoxides and associated polymers and processes |
| US6303080B1 (en) * | 1999-10-08 | 2001-10-16 | 3M Innovative Properties Company | Hydrofluoroethers as heat-transfer fluids in low temperature processes requiring sterilization |
| US6548129B2 (en) * | 2000-03-15 | 2003-04-15 | Asahi Glass Company, Limited | Pellicle |
| JP4923376B2 (ja) | 2000-04-04 | 2012-04-25 | ダイキン工業株式会社 | 酸反応性基を有する新規なフッ素ポリマーおよびそれを用いた化学増幅型フォトレジスト組成物 |
| US7438995B2 (en) * | 2001-05-14 | 2008-10-21 | E.I. Du Pont De Nemours And Company | Use of partially fluorinated polymers in applications requiring transparency in the ultraviolet and vacuum ultraviolet |
| US7276624B2 (en) * | 2002-05-14 | 2007-10-02 | E. I. Du Pont De Nemours And Company | Fluorosulfates of hexafluoroisobutylene and its higher homologs |
| US20040089839A1 (en) * | 2002-10-25 | 2004-05-13 | Honeywell International, Inc. | Fluorinated alkene refrigerant compositions |
| US20040116742A1 (en) | 2002-12-17 | 2004-06-17 | 3M Innovative Properties Company | Selective reaction of hexafluoropropylene oxide with perfluoroacyl fluorides |
| JP4599958B2 (ja) | 2004-04-07 | 2010-12-15 | ダイキン工業株式会社 | 含フッ素エラストマー重合体及びその製造方法 |
| US7413676B2 (en) * | 2005-04-26 | 2008-08-19 | E.I. Du Pont De Nemours And Company | Heat transfer and refrigerant compositions comprising 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and a fluoroether |
| JP2009518460A (ja) * | 2005-11-01 | 2009-05-07 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | フルオロオレフィンを含む組成物およびそれらの使用 |
| JP2009542883A (ja) * | 2006-07-12 | 2009-12-03 | ゾルファイ フルーオル ゲゼルシャフト ミット ベシュレンクテル ハフツング | フルオロエーテル化合物を用いた加熱・冷却方法、これに適した組成物およびその用途 |
| JP2008116843A (ja) | 2006-11-07 | 2008-05-22 | Ricoh Co Ltd | 積層体、定着部材、定着装置及び画像形成装置 |
| US8193397B2 (en) | 2006-12-06 | 2012-06-05 | 3M Innovative Properties Company | Hydrofluoroether compounds and processes for their preparation and use |
| JP2009006586A (ja) | 2007-06-28 | 2009-01-15 | Ricoh Co Ltd | 積層体、それを用いた定着部材、定着装置及び画像形成装置 |
| WO2009019219A2 (en) * | 2007-08-03 | 2009-02-12 | Solvay (Société Anonyme) | Methods of using a solvent or a foam blowing agent |
| US9079818B2 (en) * | 2007-10-15 | 2015-07-14 | Honeywell International Inc. | Process for synthesis of fluorinated olefins |
| US8003004B2 (en) * | 2008-01-23 | 2011-08-23 | 3M Innovative Properties Company | Heat transfer apparatus and methods including hydrofluorocarbonates |
| US7566409B1 (en) | 2008-01-24 | 2009-07-28 | Mainstream Engineering Corporation | Replacement solvents having improved properties for refrigeration flushes |
| JP2009186786A (ja) | 2008-02-07 | 2009-08-20 | Ricoh Co Ltd | 積層体、それを用いた定着部材、定着装置及び画像形成装置 |
| WO2009108087A1 (en) | 2008-02-28 | 2009-09-03 | Volvo Lastvagnar Ab | A method and device for automatic or semiautomatic selection of a better starting gear in a vehicle |
| JP2009116843A (ja) | 2008-03-11 | 2009-05-28 | Chori Com Co Ltd | 情報処理装置、方法及びコンピュータプログラム |
| JP5429161B2 (ja) | 2008-03-25 | 2014-02-26 | ダイキン工業株式会社 | 含フッ素エラストマーおよびそれを含む架橋性組成物 |
| WO2009123013A1 (ja) | 2008-03-31 | 2009-10-08 | ダイキン工業株式会社 | 多官能含フッ素化合物及び該化合物の製造方法 |
| US8820079B2 (en) | 2008-12-05 | 2014-09-02 | Honeywell International Inc. | Chloro- and bromo-fluoro olefin compounds useful as organic rankine cycle working fluids |
| US20130091843A1 (en) * | 2008-12-05 | 2013-04-18 | Honeywell International Inc. | Fluoro olefin compounds useful as organic rankine cycle working fluids |
| WO2011092881A2 (en) * | 2010-02-01 | 2011-08-04 | Panasonic Corporation | Refrigeration apparatus |
| RU2407753C2 (ru) | 2009-03-25 | 2010-12-27 | Федеральное государственное унитарное предприятие "Ордена Ленина и ордена Трудового Красного Знамени научно-исследовательский институт синтетического каучука имени академика С.В. Лебедева" | Бромсодержащие сополимеры на основе винилиденфторида для термоагрессивостойких материалов |
| US8486295B2 (en) | 2010-07-09 | 2013-07-16 | E I Du Pont De Nemours And Company | Alkyl perfluoroalkene ethers and uses thereof |
| WO2012007374A1 (en) | 2010-07-14 | 2012-01-19 | Solvay Solexis S.P.A. | Fluoroelastomer composition |
| US10246572B2 (en) | 2010-12-16 | 2019-04-02 | Solvay Specialty Polymers Italy S.P.A. | Foamable fluoropolymer compositions |
| JP6333554B2 (ja) | 2010-12-20 | 2018-05-30 | ソルベイ スペシャルティ ポリマーズ イタリー エス．ピー．エー． | 低粘度フルオロエラストマー |
| JP2013045728A (ja) | 2011-08-25 | 2013-03-04 | Daikin Ind Ltd | 非水電解液、リチウムイオン二次電池、及び、モジュール |
| JP5987497B2 (ja) * | 2012-06-27 | 2016-09-07 | セントラル硝子株式会社 | フッ素化エーテルを含む熱伝達作動媒体 |
| CN103840178A (zh) | 2012-11-23 | 2014-06-04 | 中国科学院大连化学物理研究所 | 一种含氟磺酸离子交换膜在液流储能电池中的应用 |
| FR3010089B1 (fr) | 2013-09-02 | 2015-08-14 | Arkema France | Composition de polymeres fluores thermoplastiques pour les tubes off-shore |
| CN106574172B (zh) * | 2014-07-16 | 2018-11-02 | 3M创新有限公司 | 氢氟醚烯烃及其使用方法 |
| WO2016048808A1 (en) * | 2014-09-23 | 2016-03-31 | 3M Innovative Properties Company | Nitrogen containing hydrofluoroethers and methods of using same |
| WO2016196240A1 (en) * | 2015-06-05 | 2016-12-08 | 3M Innovative Properties Company | Hydrofluoroolefins and methods of using same |
| EP3303436B1 (en) * | 2015-06-05 | 2020-12-09 | 3M Innovative Properties Company | Hydrofluoroolefins and methods of using same |
| US10577335B2 (en) * | 2015-12-02 | 2020-03-03 | 3M Innovative Properties Company | Allylic terminally unsaturated hydrofluoroamine and allylic terminally unsaturated hydrofluoroether compounds and methods of using the same |
| US11046677B2 (en) * | 2016-12-21 | 2021-06-29 | 3M Innovative Properties Company | Hydrofluoroolefins and methods of using same |
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Patent Citations (2)
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| CN101553551A (zh) * | 2006-07-12 | 2009-10-07 | 苏威氟有限公司 | 使用氟醚化合物进行加热和冷却的方法、适合其的组合物及它们的用途 |
| TW201129534A (en) * | 2009-11-02 | 2011-09-01 | 3M Innovative Properties Co | Methods of using hydrofluoroethers as heat transfer fluids |
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| JP2019523752A (ja) | 2019-08-29 |
| KR102374272B1 (ko) | 2022-03-15 |
| EP3455322A4 (en) | 2019-12-18 |
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| KR20190005200A (ko) | 2019-01-15 |
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| TW201815737A (zh) | 2018-05-01 |
| JP6947486B2 (ja) | 2021-10-13 |
| US20190185402A1 (en) | 2019-06-20 |
| US10717694B2 (en) | 2020-07-21 |
| EP3455322A1 (en) | 2019-03-20 |
| CN109072053A (zh) | 2018-12-21 |
| CN109072053B (zh) | 2021-12-14 |
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