JP2015158361A5 - - Google Patents
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- Publication number
- JP2015158361A5 JP2015158361A5 JP2015107072A JP2015107072A JP2015158361A5 JP 2015158361 A5 JP2015158361 A5 JP 2015158361A5 JP 2015107072 A JP2015107072 A JP 2015107072A JP 2015107072 A JP2015107072 A JP 2015107072A JP 2015158361 A5 JP2015158361 A5 JP 2015158361A5
- Authority
- JP
- Japan
- Prior art keywords
- stage
- trans
- refrigerant
- process according
- butene
- 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.)
- Granted
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- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 12
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 claims description 12
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 10
- 239000003507 refrigerant Substances 0.000 claims description 8
- NLOLSXYRJFEOTA-OWOJBTEDSA-N (e)-1,1,1,4,4,4-hexafluorobut-2-ene Chemical compound FC(F)(F)\C=C\C(F)(F)F NLOLSXYRJFEOTA-OWOJBTEDSA-N 0.000 claims description 7
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 claims description 6
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 7
- 230000008020 evaporation Effects 0.000 claims 2
- 238000001704 evaporation Methods 0.000 claims 2
- 239000000314 lubricant Substances 0.000 claims 2
- 230000006835 compression Effects 0.000 claims 1
- 238000007906 compression Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 229920001515 polyalkylene glycol Polymers 0.000 claims 1
- 229920005862 polyol Polymers 0.000 claims 1
- -1 polyol ester Chemical class 0.000 claims 1
- 229920001289 polyvinyl ether Polymers 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- VKKBJZFVPNUYQL-OWOJBTEDSA-N (E)-1,1,1,4,4-pentafluorobut-2-ene Chemical compound FC(F)\C=C\C(F)(F)F VKKBJZFVPNUYQL-OWOJBTEDSA-N 0.000 description 1
- ICTYZHTZZOUENE-NSCUHMNNSA-N (e)-1,1,1-trifluorobut-2-ene Chemical compound C\C=C\C(F)(F)F ICTYZHTZZOUENE-NSCUHMNNSA-N 0.000 description 1
- OKIYQFLILPKULA-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,4-nonafluoro-4-methoxybutane Chemical compound COC(F)(F)C(F)(F)C(F)(F)C(F)(F)F OKIYQFLILPKULA-UHFFFAOYSA-N 0.000 description 1
- AHVCRWLQBFGUKH-UHFFFAOYSA-N 1,1,1,4-tetrafluorobut-2-ene Chemical compound FCC=CC(F)(F)F AHVCRWLQBFGUKH-UHFFFAOYSA-N 0.000 description 1
- YUXNODKRNXNFFO-UHFFFAOYSA-N 1,1,4-trifluorobut-2-ene Chemical compound FCC=CC(F)F YUXNODKRNXNFFO-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical group ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- SLLMGLPBJIHXSR-UHFFFAOYSA-N 1-chloro-1,1-difluorobut-2-ene Chemical compound CC=CC(F)(F)Cl SLLMGLPBJIHXSR-UHFFFAOYSA-N 0.000 description 1
- GCOYJVXNTBXPGM-UHFFFAOYSA-N 4-chloro-1,1,1-trifluorobut-2-ene Chemical compound FC(F)(F)C=CCCl GCOYJVXNTBXPGM-UHFFFAOYSA-N 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 229940104873 methyl perfluorobutyl ether Drugs 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- RMLFHPWPTXWZNJ-UHFFFAOYSA-N novec 1230 Chemical compound FC(F)(F)C(F)(F)C(=O)C(F)(C(F)(F)F)C(F)(F)F RMLFHPWPTXWZNJ-UHFFFAOYSA-N 0.000 description 1
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 1
- KFUSEUYYWQURPO-OWOJBTEDSA-N trans-1,2-dichloroethene Chemical group Cl\C=C\Cl KFUSEUYYWQURPO-OWOJBTEDSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0955267A FR2948679B1 (fr) | 2009-07-28 | 2009-07-28 | Procede de transfert de chaleur |
| FR0955267 | 2009-07-28 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012522207A Division JP6071552B2 (ja) | 2009-07-28 | 2010-06-23 | 熱伝達方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015158361A JP2015158361A (ja) | 2015-09-03 |
| JP2015158361A5 true JP2015158361A5 (cg-RX-API-DMAC7.html) | 2016-10-13 |
| JP6138194B2 JP6138194B2 (ja) | 2017-05-31 |
Family
ID=41786381
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012522207A Active JP6071552B2 (ja) | 2009-07-28 | 2010-06-23 | 熱伝達方法 |
| JP2015107072A Active JP6138194B2 (ja) | 2009-07-28 | 2015-05-27 | 熱伝達方法 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012522207A Active JP6071552B2 (ja) | 2009-07-28 | 2010-06-23 | 熱伝達方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US9279074B2 (cg-RX-API-DMAC7.html) |
| EP (2) | EP2459668B1 (cg-RX-API-DMAC7.html) |
| JP (2) | JP6071552B2 (cg-RX-API-DMAC7.html) |
| CN (1) | CN102471671B (cg-RX-API-DMAC7.html) |
| ES (1) | ES2689455T3 (cg-RX-API-DMAC7.html) |
| FR (1) | FR2948679B1 (cg-RX-API-DMAC7.html) |
| PL (1) | PL2459668T3 (cg-RX-API-DMAC7.html) |
| WO (1) | WO2011015738A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20130091843A1 (en) * | 2008-12-05 | 2013-04-18 | Honeywell International Inc. | Fluoro olefin compounds useful as organic rankine cycle working fluids |
| US8820079B2 (en) | 2008-12-05 | 2014-09-02 | Honeywell International Inc. | Chloro- and bromo-fluoro olefin compounds useful as organic rankine cycle working fluids |
| FR2937328B1 (fr) | 2008-10-16 | 2010-11-12 | Arkema France | Procede de transfert de chaleur |
| FR2948679B1 (fr) | 2009-07-28 | 2011-08-19 | Arkema France | Procede de transfert de chaleur |
| EP3543311B1 (en) | 2010-11-25 | 2022-11-09 | Arkema France | Use of compositions of chloro-trifluoropropene and hexafluorobutene |
| FR2968009B1 (fr) * | 2010-11-25 | 2012-11-16 | Arkema France | Fluides frigorigenes contenant du (e)-1,1,1,4,4,4-hexafluorobut-2-ene |
| CN103702988A (zh) * | 2011-03-25 | 2014-04-02 | 3M创新有限公司 | 作为有机兰金循环工作流体的氟化环氧化物和使用其的方法 |
| ES2989330T3 (es) | 2011-08-19 | 2024-11-26 | Chemours Co Fc Llc | Proceso de ciclos de Rankine orgánicos para generar energía mecánica a partir de calor |
| HK1198174A1 (en) * | 2011-10-20 | 2015-03-13 | E. I. Du Pont De Nemours And Company | Azeotrope-like compositions of e-1-chloro-2,3,3,3-tetrafluoropropene and uses thereof |
| 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 |
| 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 |
| 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 |
| DE102012200907A1 (de) | 2012-01-23 | 2013-07-25 | Evonik Industries Ag | Verfahren und Absorptionsmedium zur Absorption von CO2 aus einer Gasmischung |
| FR2989084B1 (fr) | 2012-04-04 | 2015-04-10 | Arkema France | Compositions a base de 2,3,3,4,4,4-hexafluorobut-1-ene |
| US20140260252A1 (en) * | 2013-03-15 | 2014-09-18 | Honeywell International Inc. | Stabilized hfo and hcfo compositions for use in high temperature heat transfer applications |
| DE102013212805A1 (de) * | 2013-07-01 | 2015-01-08 | Evonik Industries Ag | Verwendung von hoch effizienten Arbeitsmedien für Wärmekraftmaschinen |
| DE102013110256A1 (de) | 2013-09-17 | 2015-03-19 | Fuchs Petrolub Se | Betriebsmittel für einen Dampfkreisprozess |
| JP6381890B2 (ja) * | 2013-10-25 | 2018-08-29 | 三菱重工サーマルシステムズ株式会社 | 冷媒循環装置、冷媒循環方法および異性化抑制方法 |
| CN105473955B (zh) | 2013-10-25 | 2017-12-08 | 三菱重工制冷空调系统株式会社 | 冷媒循环装置、冷媒循环方法以及酸抑制方法 |
| JP6213194B2 (ja) | 2013-11-29 | 2017-10-18 | セントラル硝子株式会社 | 熱エネルギーを機械エネルギーへ変換する方法、有機ランキンサイクル装置、及び作動流体を置換える方法 |
| JP6773326B2 (ja) | 2013-12-20 | 2020-10-21 | スリーエム イノベイティブ プロパティズ カンパニー | 作動流体としてのフッ素化オレフィン及びその使用方法 |
| JP6641364B2 (ja) | 2014-10-30 | 2020-02-05 | 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 | 動力サイクルにおける（２ｅ）−１，１，１，４，５，５，５−ヘプタフルオロ−４−（トリフルオロメチル）ペンタ−２−エンの使用 |
| FR3033791B1 (fr) | 2015-03-18 | 2017-04-14 | Arkema France | Stabilisation du 1-chloro-3,3,3-trifluoropropene |
| DE102015212749A1 (de) | 2015-07-08 | 2017-01-12 | Evonik Degussa Gmbh | Verfahren zur Entfeuchtung von feuchten Gasgemischen |
| JP6599749B2 (ja) * | 2015-12-14 | 2019-10-30 | 三井・ケマーズ フロロプロダクツ株式会社 | 共沸混合物様組成物 |
| EP3257568B1 (de) | 2016-06-14 | 2019-09-18 | Evonik Degussa GmbH | Verfahren zur entfeuchtung von feuchten gasgemischen mit ionischen flüssigkeiten |
| DE102016210478A1 (de) | 2016-06-14 | 2017-12-14 | Evonik Degussa Gmbh | Verfahren zur Entfeuchtung von feuchten Gasgemischen |
| EP3257843A1 (en) | 2016-06-14 | 2017-12-20 | Evonik Degussa GmbH | Method of preparing a high purity imidazolium salt |
| DE102016210483A1 (de) | 2016-06-14 | 2017-12-14 | Evonik Degussa Gmbh | Verfahren und Absorptionsmittel zur Entfeuchtung von feuchten Gasgemischen |
| DE102016210481B3 (de) | 2016-06-14 | 2017-06-08 | Evonik Degussa Gmbh | Verfahren zum Reinigen einer ionischen Flüssigkeit |
| DE102016210484A1 (de) | 2016-06-14 | 2017-12-14 | Evonik Degussa Gmbh | Verfahren zur Entfeuchtung von feuchten Gasgemischen |
| FR3056222B1 (fr) | 2016-09-19 | 2020-01-10 | Arkema France | Composition a base de 1-chloro-3,3,3-trifluoropropene |
| FR3070982B1 (fr) | 2017-09-12 | 2019-08-30 | Arkema France | Composition a base d'hydrochlorofluoroolefine et d'huile minerale |
| FR3115290B1 (fr) * | 2020-10-19 | 2023-11-17 | Arkema France | Régulation thermique d’une batterie par immersion dans une composition liquide |
Family Cites Families (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2394762A2 (fr) | 1977-06-17 | 1979-01-12 | Inst Tech Porc | Appareil de regulation de climat des locaux |
| FR2511386A1 (fr) | 1981-08-11 | 1983-02-18 | Inst Francais Du Petrole | Utilisation d'hydrocarbures chloro-fluores comme fluides de transfert de chaleur a temperature elevee |
| US4948526A (en) | 1989-09-26 | 1990-08-14 | Allied-Signal Inc. | Azeotrope-like compositions of pentafluorodimethyl ether and monochlorodifluoromethane |
| JPH04110388A (ja) | 1990-08-31 | 1992-04-10 | Daikin Ind Ltd | 熱伝達用流体 |
| DE10056606A1 (de) | 2000-11-15 | 2002-05-23 | Solvay Fluor & Derivate | Verwendung von Gemischen,die 1,1,1,3,3-Pentafluorbutan enthalten, als Kältemittel oder Wärmerträger |
| US6913076B1 (en) | 2002-07-17 | 2005-07-05 | Energent Corporation | High temperature heat pump |
| US9005467B2 (en) | 2003-10-27 | 2015-04-14 | Honeywell International Inc. | Methods of replacing heat transfer fluids |
| SI3170880T1 (sl) | 2002-10-25 | 2020-07-31 | Honeywell International Inc. | Uporaba sestavkov, ki kot hladilni sestavek vsebujejo HFO-1234ZE ali HFO-1234YF |
| US7100380B2 (en) | 2004-02-03 | 2006-09-05 | United Technologies Corporation | Organic rankine cycle fluid |
| US20050188697A1 (en) | 2004-03-01 | 2005-09-01 | Honeywell Corporation | Fluorinated ketone and fluorinated ethers as working fluids for thermal energy conversion |
| US7428816B2 (en) | 2004-07-16 | 2008-09-30 | Honeywell International Inc. | Working fluids for thermal energy conversion of waste heat from fuel cells using Rankine cycle systems |
| EP2258789A3 (en) | 2004-12-21 | 2012-10-24 | Honeywell International Inc. | Stabilized iodocarbon compositions |
| JP2008531975A (ja) | 2005-03-04 | 2008-08-14 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | エンジン排ガス駆動タービンを動力源とする冷凍／空気調節装置 |
| US20060236698A1 (en) | 2005-04-20 | 2006-10-26 | Langson Richard K | Waste heat recovery generator |
| TWI708756B (zh) | 2005-06-24 | 2020-11-01 | 美商哈尼威爾國際公司 | 含有經氟取代之烯烴之組合物 |
| BRPI0619713B1 (pt) | 2005-11-01 | 2018-02-06 | E. I. Du Pont De Nemours And Company | Método de produção de aquecimento ou resfriamento e método de substituição de composição refrigerante ou fluido de transferência de calor original |
| ES2712097T3 (es) * | 2006-01-13 | 2019-05-09 | Chemours Co Fc Llc | Composiciones de aditivos refrigerantes que contienen perfluoropoliéteres |
| US20070245736A1 (en) * | 2006-04-25 | 2007-10-25 | Eastman Chemical Company | Process for superheated steam |
| US7900437B2 (en) * | 2006-07-28 | 2011-03-08 | General Electric Company | Heat transfer system and method for turbine engine using heat pipes |
| KR101903306B1 (ko) * | 2007-04-27 | 2018-10-01 | 이 아이 듀폰 디 네모아 앤드 캄파니 | Ｚ-1,1,1,4,4,4-헥사플루오로-2-부텐의 공비 및 공비-유사 조성물 |
| EP2152833B1 (en) * | 2007-06-12 | 2014-07-23 | E. I. Du Pont de Nemours and Company | Azeotropic and azeotrope-like compositions of e-1,1,1,4,4,4-hexafluoro-2-butene |
| WO2008157757A1 (en) * | 2007-06-21 | 2008-12-24 | E. I. Du Pont De Nemours And Company | Method for leak detection in heat transfer system |
| US8561405B2 (en) * | 2007-06-29 | 2013-10-22 | General Electric Company | System and method for recovering waste heat |
| US20090049856A1 (en) | 2007-08-20 | 2009-02-26 | Honeywell International Inc. | Working fluid of a blend of 1,1,1,3,3-pentafluoropane, 1,1,1,2,3,3-hexafluoropropane, and 1,1,1,2-tetrafluoroethane and method and apparatus for using |
| AU2008296223B2 (en) | 2007-09-06 | 2013-07-04 | E. I. Du Pont De Nemours And Company | Azeotropic and azeotrope-like compositions of E-1,1,1,4,4,5,5,5-Octafluoro-2-pentene |
| US20090095014A1 (en) | 2007-10-12 | 2009-04-16 | Andrew Sun | Working fluid of a blend of 1,1,1,2-tetrafluoroethane, 1,1,1,2,3,3,3-heptafluoropropane, and 1,1,1,3,3,3-hexafluoropropane and method and apparatus for using |
| CA2708274C (en) | 2007-12-19 | 2016-10-18 | E. I. Du Pont De Nemours And Company | Foam-forming compositions containing azeotropic or azeotrope-like mixtures containing z-1,1,1,4,4,4-hexafluoro-2-butene and their uses in the preparation of polyisocyanate-based foams |
| CN102046752B (zh) * | 2008-04-04 | 2013-07-31 | 陶氏环球技术公司 | 制冷剂组合物 |
| US8820079B2 (en) * | 2008-12-05 | 2014-09-02 | Honeywell International Inc. | Chloro- and bromo-fluoro olefin compounds useful as organic rankine cycle working fluids |
| US20100154419A1 (en) * | 2008-12-19 | 2010-06-24 | E. I. Du Pont De Nemours And Company | Absorption power cycle system |
| FR2948678B1 (fr) | 2009-07-28 | 2011-10-14 | Arkema France | Procede de transfert de chaleur |
| FR2948679B1 (fr) | 2009-07-28 | 2011-08-19 | Arkema France | Procede de transfert de chaleur |
| US8846754B2 (en) * | 2009-12-16 | 2014-09-30 | Honeywell International Inc. | Azeotrope-like compositions of cis-1,1,1,4,4,4-hexafluoro-2-butene |
| US20110144216A1 (en) * | 2009-12-16 | 2011-06-16 | Honeywell International Inc. | Compositions and uses of cis-1,1,1,4,4,4-hexafluoro-2-butene |
| FR2968009B1 (fr) | 2010-11-25 | 2012-11-16 | Arkema France | Fluides frigorigenes contenant du (e)-1,1,1,4,4,4-hexafluorobut-2-ene |
-
2009
- 2009-07-28 FR FR0955267A patent/FR2948679B1/fr active Active
-
2010
- 2010-06-23 CN CN201080032970.XA patent/CN102471671B/zh active Active
- 2010-06-23 ES ES10745306.0T patent/ES2689455T3/es active Active
- 2010-06-23 JP JP2012522207A patent/JP6071552B2/ja active Active
- 2010-06-23 US US13/386,719 patent/US9279074B2/en active Active
- 2010-06-23 EP EP10745306.0A patent/EP2459668B1/fr active Active
- 2010-06-23 WO PCT/FR2010/051283 patent/WO2011015738A1/fr not_active Ceased
- 2010-06-23 PL PL10745306T patent/PL2459668T3/pl unknown
- 2010-06-23 EP EP18191824.4A patent/EP3444315A1/fr not_active Withdrawn
-
2015
- 2015-05-27 JP JP2015107072A patent/JP6138194B2/ja active Active
-
2016
- 2016-01-06 US US14/989,130 patent/US10036285B2/en active Active
-
2018
- 2018-07-13 US US16/034,514 patent/US10704428B2/en active Active
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