CN102471671B - 传热方法 - Google Patents

传热方法 Download PDF

Info

Publication number
CN102471671B
CN102471671B CN201080032970.XA CN201080032970A CN102471671B CN 102471671 B CN102471671 B CN 102471671B CN 201080032970 A CN201080032970 A CN 201080032970A CN 102471671 B CN102471671 B CN 102471671B
Authority
CN
China
Prior art keywords
producing medium
described cold
cold
medium comprises
hydrogen
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.)
Active
Application number
CN201080032970.XA
Other languages
English (en)
Other versions
CN102471671A (zh
Inventor
W.雷切德
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.)
Arkema France SA
Original Assignee
Arkema France SA
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 Arkema France SA filed Critical Arkema France SA
Publication of CN102471671A publication Critical patent/CN102471671A/zh
Application granted granted Critical
Publication of CN102471671B publication Critical patent/CN102471671B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F01—MACHINES OR ENGINES IN GENERAL; ENGINE PLANTS IN GENERAL; STEAM ENGINES
    • F01K—STEAM ENGINE PLANTS; STEAM ACCUMULATORS; ENGINE PLANTS NOT OTHERWISE PROVIDED FOR; ENGINES USING SPECIAL WORKING FLUIDS OR CYCLES
    • F01K25/00—Plants or engines characterised by use of special working fluids, not otherwise provided for; Plants operating in closed cycles and not otherwise provided for
    • F01K25/08—Plants or engines characterised by use of special working fluids, not otherwise provided for; Plants operating in closed cycles and not otherwise provided for using special vapours
    • 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
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
    • C10M171/008—Lubricant compositions compatible with refrigerants
    • 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
    • C09K2205/106—Carbon dioxide
    • 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
    • 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
    • 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
    • C09K2205/122—Halogenated hydrocarbons
    • 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
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • C10M2207/2835—Esters of polyhydroxy compounds used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol or ester thereof; bound to an aldehyde, ketonic, ether, ketal or acetal radical
    • C10M2209/043—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol or ester thereof; bound to an aldehyde, ketonic, ether, ketal or acetal radical used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/09—Characteristics associated with water
    • C10N2020/097—Refrigerants
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/09—Characteristics associated with water
    • C10N2020/097—Refrigerants
    • C10N2020/099—Containing Chlorofluorocarbons
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/09—Characteristics associated with water
    • C10N2020/097—Refrigerants
    • C10N2020/101—Containing Hydrofluorocarbons
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/09—Characteristics associated with water
    • C10N2020/097—Refrigerants
    • C10N2020/103—Containing Hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/09—Characteristics associated with water
    • C10N2020/097—Refrigerants
    • C10N2020/106—Containing Carbon dioxide

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Combustion & Propulsion (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Mechanical Engineering (AREA)
  • General Engineering & Computer Science (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

本发明涉及制冷剂在有机兰金循环体系中的用途，所述制冷剂包含至少一种由式(I)R1CH＝CHR2表示的具有至少4个碳原子的氢氟烯烃，其中R1和R2独立地表示用至少一个氟原子取代的、任选地用至少一个氯原子取代的、具有1-6个碳原子的烷基。

Description

传热方法
本发明涉及借助于包含氢氟烯烃的组合物的能量转化方法。更具体地，本发明涉及包含氢氟烯烃的组合物在有机兰金循环体系中的用途。
随着能量价格的持续提高，对于能量的使用和回收的优化存在增长的需要。而且，用于提高对减少二氧化碳排放的需要的意识的活动显示出能量回收的重要性。
能量回收的原理是将未使用的能量转化为电。流体如气体的膨胀将动能转化为机械能。因此，涡轮机通过如下产生电：利用膨胀现象驱动轮子并产生电。
兰金循环构成用于由液态水/蒸汽产生能量的在工业水平上的基本循环。其由以下阶段组成：(i)加热；(ii)在恒温下进行蒸发直至达到饱和；(iii)等熵膨胀(理想情况)；(iv)在恒温下冷凝；和(v)等熵压缩。
兰金循环可应用于其它热力学体系，尤其是使用除蒸汽外的流体的热力学体系。有机兰金循环使得可利用这些其它流体的性能。
在蒙特利尔商议了由损耗大气臭氧层(具有臭氧损耗潜势，ODP)的物质导致的问题，在蒙特利尔签署了要求减少氯氟烃(CFC)的制造和使用的议定书。已经对该议定书进行了修正，要求放弃CFC并且扩展至对其它产品的控制。
氢氟烃(HFC)已经代替CFC和/或氢氯氟烃(HCFC)。
因此，已经提出1，1，3，3，3-五氟丙烷(HFC-245fa)作为用于有机兰金循环体系的流体，其中在140°F-300°F(60-149℃)的温度下对HFC-245fa进行加热(WO2006/113902)。
文献WO2005/085398公开了多氟化醚和多氟化酮的用途，它们作为在HFC-245fa的临界温度(154℃)或高于该临界温度，用于将热能转化为机械能(尤其是用于有机兰金循环体系)的流体。
采用这些多氟化醚或酮所遇到的问题是在冷凝器处的低压，从而促进空气渗透到装置中。湿气和氧气在装置中的存在导致机械部件的腐蚀和破坏。
本申请人现已发现：包含氢氟烯烃的组合物非常特别地适合作为用于在有机兰金循环体系(尤其是在60-150℃的低温下操作的体系)中的能量转化的流体。而且，这些组合物具有可忽略的ODP和低于现有流体的GWP(全球增温潜势)。这些混合物还具有高于150℃的临界温度，因此可在较高的温度下在有机兰金循环体系中使用。
流体对于温室效应的贡献由标准GWP量化，所述GWP概括升温效应，其以二氧化碳作为参考值1。
有机兰金循环体系在一个或多个级中使用称为制冷剂的流体操作。
本发明涉及使用涡轮机***的能量转化方法，所述涡轮机***具有至少一个相继包括如下步骤的级：制冷剂的蒸发步骤、在涡轮机中的膨胀步骤、在内交换器中的去过热(降温，desuperheating)步骤、所述流体的冷凝步骤、以及在泵中的液体压缩步骤，特征在于所述制冷剂包含至少一种由式(I)R1CH＝CHR2表示的具有至少4个碳原子的氢氟烯烃，其中R1和R2独立地表示用至少一个氟原子取代的、任选地用至少一个氯原子取代的、具有1-6个碳原子的烷基。
优选地，所述氢氟烯烃的至少一个烷基被氟原子完全取代。
优选地，制冷剂的冷凝温度大于或等于空气或天然冷源(湖泊或水流)的环境温度，取决于季节和地理位置，所述环境温度通常为-40℃～50℃。
优选地，制冷剂的蒸发温度为60-150℃、且有利地为80℃-150℃。
作为特别有利的式(I)的氢氟烯烃，我们可特别提及1，1，1，4，4，4-六氟丁-2-烯、1，1，1，4，4，5，5，5-八氟戊-2-烯、1，1，1，4-四氟丁-2-烯、1，1，1，4，4-五氟丁-2-烯、1，1，4-三氟丁-2-烯、1，1，1-三氟丁-2-烯、4-氯-1，1，1-三氟丁-2-烯、4-氯-4，4-二氟丁-2-烯。
优选的式(I)的氢氟烯烃可为顺式或反式、或者两者的混合。
除了式(I)的氢氟烯烃外，制冷剂可包含至少一种选自氢氟烃、烃、(氢)氟醚、氢氯氟丙烯、氢氟丙烯、醚、醇、甲酸甲酯、二氧化碳和反式-1，2-二氯乙烯的化合物。
作为氢氟烃，我们可特别提及1，1，1，3，3-五氟丁烷、1，1，1，2-四氟乙烷、五氟乙烷、1，1，1，3，3-五氟丙烷、1，1，1，2，3-五氟丙烷、1，1，1，2，2-五氟丙烷、1，1，1，3，3，3-六氟丙烷、1，1，2，2，3-五氟丙烷、1，1，1，3，3-五氟丁烷、1，1，1，2，2，3，4，5，5，5-十氟戊烷和1，1，1，2，3，3，3-七氟丙烷。
优选具有至少三个碳原子的烃。尤其优选具有5个碳原子的烃如戊烷、异戊烷、环戊烷。
优选的氢氯氟丙烯为2-氯-3，3，3-三氟丙-1-烯和1-氯-3，3，3-三氟丙-1-烯，尤其是反式-1-氯-3，3，3-三氟丙-1-烯。
优选的氢氟醚为具有3-6个碳原子的那些。
作为氢氟醚，我们可特别提及七氟甲氧基丙烷、九氟甲氧基丁烷和九氟乙氧基丁烷。氢氟醚可以若干种同分异构形式利用，例如1，1，1，2，2，3，3，4，4-九氟-乙氧基丁烷、1，1，1，2，3，3-六氟-2-(三氟甲基)-3-乙氧基丁烷、1，1，1，2，2，3，3，4，4-九氟-甲氧基丁烷、1，1，1，2，3，3-六氟-2-(三氟甲基)-3-甲氧基丁烷和1，1，1，2，2，3，3-七氟甲氧基丙烷。
优选的氢氟丙烯为三氟丙烯如1，1，1-三氟丙烯、四氟丙烯如2，3，3，3-四氟丙烯(HFO-1234yf)和1，3，3，3-四氟丙烯(顺式和/或反式的)。
醚可选自二甲醚、二***、二甲氧基甲烷或二丙氧基甲烷。
醇可选自乙醇、异丙醇、丁醇和异丁醇。
优选地，制冷剂包含至少一种式(I)的氢氟烯烃和至少一种氢氟烃。所述氢氟烃有利地选自1，1，1，3，3-五氟丁烷和1，1，1，3，3-五氟丙烷。
1，1，1，4，4，4-六氟丁-2-烯或1，1，1，4，4，5，5，5-八氟-戊-2-烯与甲酸甲酯、戊烷、异戊烷、环戊烷或反式-1，2-二氯乙烯的共沸组合物也可为合适的。
优选地，制冷剂包含至少10重量％的式(I)的氢氟烯烃。
根据本发明的一个实施方案，制冷剂包含：40-100重量％的1，1，1，4，4，4-六氟丁-2-烯；以及0-60重量％的至少一种选自戊烷、异戊烷、环戊烷和反式-1，2-二氯乙烯的化合物。
作为特别优选的制冷剂，我们可提及包含60-100重量％的1，1，1，4，4，4-六氟丁-2-烯和0-40重量％的环戊烷、戊烷、异戊烷或反式-1，2-二氯乙烯的那些。
本发明中所用的制冷剂可包含氢氟烯烃的稳定剂。相对于流体的总组成，该稳定剂占至多5重量％。
作为稳定剂，我们可特别提及：硝基甲烷；抗坏血酸；对苯二甲酸；唑，例如甲苯并***(tolutriazole)或苯并***；酚化合物，例如生育酚、对苯二酚、叔丁基对苯二酚、2，6-二-叔丁基-4-甲基苯酚；环氧化物(烷基环氧化物(任选地被氟化或全氟化)、或者烯基或芳族环氧化物)，例如正丁基缩水甘油醚、己二醇二缩水甘油醚、烯丙基缩水甘油醚、丁基苯基缩水甘油醚；亚磷酸酯；磷酸酯；膦酸酯；硫醇；和内酯。
根据本发明的方法中所用的制冷剂可包含润滑剂，例如矿物油、烷基苯、聚α烯烃、聚亚烷基二醇、多元醇酯和聚乙烯基醚。与制冷剂一起使用的润滑剂可包含用于改善流体的导热性以及流体与润滑剂的相容性的纳米颗粒。作为纳米颗粒，我们可特别提及Al2O3或TiO2的颗粒。
与制冷剂一起使用的润滑剂可包含沸石型减湿剂。沸石吸收水，这防止腐蚀和性能劣化。
实验部分
Evap：蒸发器，
Cond：冷凝器，
Temp：温度，
P：压力，
效率：其为由涡轮机提供的功率与供给至体系的有用高温功率之比。
下面给出在蒸发器处的温度保持为11.7℃且冷凝器处的温度为149℃的能量转化循环中的操作条件下的制冷剂性能。
涡轮机的等熵效率：100％
C：异戊烷
D：TDCE
F：戊烷
G：1，1，1，4，4，4-六氟丁-2-烯
PFE-PFIPK(全氟乙基全氟异丙基酮)
MPFBE(甲基全氟丁基醚)
结果表明：对于PEE-PFIPK和MPFBE这两种产品，在冷凝器处的压力低，这促进空气渗透到装置中。

Claims (10)

1.采用涡轮机***的能量转化方法，所述涡轮机***具有至少一个相继包括如下步骤的级：制冷剂的蒸发步骤、在涡轮机中的膨胀步骤、在内交换器中的去过热步骤、所述流体的冷凝步骤、以及在泵中的液体压缩步骤，特征在于所述制冷剂包含至少一种由式(I)R1CH＝CHR2表示的具有至少4个碳原子的氢氟烯烃，其中R1和R2独立地表示用至少一个氟原子取代的、任选地用至少一个氯原子取代的、具有1-6个碳原子的烷基，和蒸发温度为60-150℃。
2.权利要求1的方法，特征在于蒸发温度为80-150℃。
3.权利要求1或2的方法，特征在于所述制冷剂进一步包含至少一种选自氢氟烃、烃、(氢)氟醚、氢氯氟丙烯、氢氟丙烯、醚、甲酸甲酯、二氧化碳和反式-1,2-二氯乙烯的化合物。
4.权利要求3的方法，特征在于所述制冷剂包含至少一种选自1,1,3,3,3-五氟丙烷和1,1,3,3,3-五氟丁烷的氢氟烃。
5.权利要求3的方法，特征在于所述制冷剂包含至少一种选自戊烷、异戊烷和环戊烷的烃。
6.权利要求1或2的方法，特征在于所述制冷剂包含40-100重量％的1,1,1,4,4,4-六氟丁-2-烯、以及0-60重量％的至少一种选自戊烷、异戊烷、环戊烷和反式-1,2-二氯乙烯的化合物。
7.权利要求1或2的方法，特征在于所述制冷剂包含60-100重量％的1,1,1,4,4,4-六氟丁-2-烯、以及0-40重量％的环戊烷、戊烷、异戊烷或反式-1,2-二氯乙烯。
8.权利要求1或2的方法，特征在于所述制冷剂包含稳定剂。
9.权利要求1或2的方法，特征在于所述制冷剂包含润滑剂。
10.权利要求9的方法，特征在于所述润滑剂为聚亚烷基二醇、多元醇酯或聚乙烯基醚。
CN201080032970.XA 2009-07-28 2010-06-23 传热方法 Active CN102471671B (zh)

Applications Claiming Priority (3)

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
PCT/FR2010/051283 WO2011015738A1 (fr) 2009-07-28 2010-06-23 Procede de transfert de chaleur

Publications (2)

Publication Number Publication Date
CN102471671A CN102471671A (zh) 2012-05-23
CN102471671B true CN102471671B (zh) 2016-05-04

Family

ID=41786381

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201080032970.XA Active CN102471671B (zh) 2009-07-28 2010-06-23 传热方法

Country Status (8)

Country Link
US (3) US9279074B2 (zh)
EP (2) EP3444315A1 (zh)
JP (2) JP6071552B2 (zh)
CN (1) CN102471671B (zh)
ES (1) ES2689455T3 (zh)
FR (1) FR2948679B1 (zh)
PL (1) PL2459668T3 (zh)
WO (1) WO2011015738A1 (zh)

Families Citing this family (33)

* Cited by examiner, † Cited by third party
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
FR2968009B1 (fr) 2010-11-25 2012-11-16 Arkema France Fluides frigorigenes contenant du (e)-1,1,1,4,4,4-hexafluorobut-2-ene
JP5881725B2 (ja) 2010-11-25 2016-03-09 アルケマ フランス クロロトリフルオロプロペンとヘキサフルオロブテンとの組成物
WO2012134803A2 (en) * 2011-03-25 2012-10-04 3M Innovative Properties Company Fluorinated oxiranes as organic rankine cycle working fluids and methods of using same
BR112014003778B1 (pt) 2011-08-19 2021-04-06 E.I. Du Pont De Nemours And Company Processo para a recuperação de calor, sistema de ciclo de rankine orgânico e método para a substituição de hfc-245fa
CN103890065B (zh) * 2011-10-20 2016-02-03 纳幕尔杜邦公司 E-1-氯-2,3，3，3-四氟丙烯的类共沸组合物及其用途
CN103998563A (zh) * 2011-12-21 2014-08-20 纳幕尔杜邦公司 包含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的组合物在功率循环中的用途
WO2013096426A1 (en) * 2011-12-21 2013-06-27 E. I. Du Pont De Nemours And Company Use of e-1,1,1,4,4,5,5,5-octafluoro-2-pentene and optionally 1,1,1,2,3-pentafluoropropane in chillers
EP2794804A1 (en) * 2011-12-21 2014-10-29 E. I. Du Pont de Nemours and Company Use of e-1,1,1,4,4,5,5,5-octafluoro-2-pentene and optionally 1,1,1,2,3-pentafluoropropane in high temperature heat pumps
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
US10443912B2 (en) 2013-10-25 2019-10-15 Mitsubishi Heavy Industries Thermal Systems, Ltd. Refrigerant circulation device, method for circulating refrigerant and acid suppression method
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
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
EP3084152B1 (en) 2013-12-20 2023-05-31 3M Innovative Properties Company Fluorinated olefins as working fluids and methods of using same
CN107002515B (zh) 2014-10-30 2020-04-17 科慕埃弗西有限公司 (2e)-1,1,1,4,5,5,5-七氟-4-(三氟甲基)戊-2-烯在功率循环中的用途
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
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
DE102016210484A1 (de) 2016-06-14 2017-12-14 Evonik Degussa Gmbh Verfahren zur Entfeuchtung von feuchten Gasgemischen
DE102016210478A1 (de) 2016-06-14 2017-12-14 Evonik Degussa Gmbh Verfahren zur Entfeuchtung von feuchten Gasgemischen
DE102016210481B3 (de) 2016-06-14 2017-06-08 Evonik Degussa Gmbh Verfahren zum Reinigen einer ionischen Flüssigkeit
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

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101018931A (zh) * 2004-07-16 2007-08-15 霍尼韦尔国际公司 采用兰金循环***对来自燃料电池的废热进行热能转换所用的工作流体
CN101113689A (zh) * 2006-07-28 2008-01-30 通用电气公司 用于涡轮发动机的使用热管的传热***和方法
CN101432571A (zh) * 2006-04-25 2009-05-13 伊士曼化工公司 产生过热蒸汽的方法

Family Cites Families (32)

* Cited by examiner, † Cited by third party
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
EP2277942A3 (en) 2002-10-25 2014-07-09 Honeywell International, Incorporated. Compositions containing fluorine substituted olefins
US9005467B2 (en) 2003-10-27 2015-04-14 Honeywell International Inc. Methods of replacing heat transfer fluids
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
CA2591130A1 (en) 2004-12-21 2006-06-29 Honeywell International Inc. Stabilized iodocarbon compositions
AR052585A1 (es) * 2005-03-04 2007-03-21 Du Pont Aparato de refrigeracion/aire acondicionado accionado por una turbina impulsada por gas de escape de un motor, metodo para controlar la sobrecarga del compresor, metodo para proveer energia a un compresor.
US20060236698A1 (en) 2005-04-20 2006-10-26 Langson Richard K Waste heat recovery generator
TWI482748B (zh) 2005-06-24 2015-05-01 Honeywell Int Inc 含有經氟取代之烯烴之組合物
PL1951838T3 (pl) 2005-11-01 2013-12-31 Du Pont Kompozycje zawierające fluoroolefiny i ich zastosowania
ES2935258T3 (es) 2006-01-13 2023-03-03 Chemours Co Fc Llc Composiciones de aditivos refrigerantes que contienen perfluoropoliéteres
KR102067129B1 (ko) * 2007-04-27 2020-01-17 더 케무어스 컴퍼니 에프씨, 엘엘씨 Ｚ-1,1,1,4,4,4-헥사플루오로-2-부텐의 공비 및 공비-유사 조성물
BRPI0809736B8 (pt) 2007-06-12 2019-04-09 Du Pont composição e processo para produzir refrigeração
EP2156158A1 (en) * 2007-06-21 2010-02-24 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
WO2009032983A1 (en) 2007-09-06 2009-03-12 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
ES2559315T3 (es) 2007-12-19 2016-02-11 E. I. Du Pont De Nemours And Company Composiciones formadoras de espuma que contienen una mezcla azeotrópica o similar a un azeótropo que contiene z-1,1,1,4,4,4-hexafluoro-2-buteno y formiato de metilo y sus usos en la preparación de espumas basadas en poliisocianato
JP5774981B2 (ja) * 2008-04-04 2015-09-09 ダウ グローバル テクノロジーズ エルエルシー 冷媒組成物
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
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
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
FR2968009B1 (fr) 2010-11-25 2012-11-16 Arkema France Fluides frigorigenes contenant du (e)-1,1,1,4,4,4-hexafluorobut-2-ene

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101018931A (zh) * 2004-07-16 2007-08-15 霍尼韦尔国际公司 采用兰金循环***对来自燃料电池的废热进行热能转换所用的工作流体
CN101432571A (zh) * 2006-04-25 2009-05-13 伊士曼化工公司 产生过热蒸汽的方法
CN101113689A (zh) * 2006-07-28 2008-01-30 通用电气公司 用于涡轮发动机的使用热管的传热***和方法

Also Published As

Publication number Publication date
JP6071552B2 (ja) 2017-02-01
JP6138194B2 (ja) 2017-05-31
US20160115827A1 (en) 2016-04-28
JP2015158361A (ja) 2015-09-03
ES2689455T3 (es) 2018-11-14
FR2948679B1 (fr) 2011-08-19
WO2011015738A1 (fr) 2011-02-10
PL2459668T3 (pl) 2018-11-30
FR2948679A1 (fr) 2011-02-04
JP2013500374A (ja) 2013-01-07
US20180320560A1 (en) 2018-11-08
US10036285B2 (en) 2018-07-31
EP2459668B1 (fr) 2018-09-05
EP3444315A1 (fr) 2019-02-20
CN102471671A (zh) 2012-05-23
US20120117991A1 (en) 2012-05-17
US9279074B2 (en) 2016-03-08
EP2459668A1 (fr) 2012-06-06
US10704428B2 (en) 2020-07-07

Similar Documents

Publication Publication Date Title
CN102471671B (zh) 传热方法
CN102471670B (zh) 传热方法
JP6637551B2 (ja) 有機ランキンサイクル作動流体として有用なクロロ−及びブロモ−フルオロオレフィン化合物
JP5905897B2 (ja) （ｅ）−１，１，１，４，４，４−ヘキサフルオロブテ−２−エンを含む冷凍剤
JP2019082176A (ja) 熱から機械的エネルギーを発生させるための有機ランキンサイクルのための方法および組成物
CN102177215A (zh) 传热方法
JP6299763B2 (ja) 熱伝達方法および高温ヒートポンプ装置
TW201219349A (en) Compositions comprising cis-1,1,1,4,4,4-hexafluoro-2-butene and 2-difluoromethoxy-1,1,1,2-tetrafluoroethane and uses thereof
JP6435854B2 (ja) ２−クロロ−１，３，３，３−テトラフルオロプロペンを含む熱伝達媒体
TWI618792B (zh) 用於由熱產生機械能之有機郎肯循環的製程及組成物

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant