CN102433197A - 基于2,3,3,3-四氟丙烯的组合物 - Google Patents
基于2,3,3,3-四氟丙烯的组合物 Download PDFInfo
- Publication number
- CN102433197A CN102433197A CN2011102750189A CN201110275018A CN102433197A CN 102433197 A CN102433197 A CN 102433197A CN 2011102750189 A CN2011102750189 A CN 2011102750189A CN 201110275018 A CN201110275018 A CN 201110275018A CN 102433197 A CN102433197 A CN 102433197A
- Authority
- CN
- China
- Prior art keywords
- hfo
- compsn
- weight
- tetrafluoeopropene
- refrigeration agent
- 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.)
- Pending
Links
Classifications
-
- 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
- C09K2205/12—Hydrocarbons
- C09K2205/126—Unsaturated fluorinated 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
- C09K2205/22—All components of a mixture being fluoro compounds
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
- C10M2207/2895—Partial esters containing free hydroxy groups 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
- 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/30—Refrigerators lubricants or compressors lubricants
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Physics & Mathematics (AREA)
- Combustion & Propulsion (AREA)
- Thermal Sciences (AREA)
- Materials Engineering (AREA)
- Lubricants (AREA)
Abstract
本申请涉及基于2,3,3,3-四氟丙烯的组合物。本申请的主题是包含基于多元醇酯(POE)或PVE的润滑剂以及含有1~99重量%的2,3,3,3-四氟丙烯(HFO-1234yf)和1~99重量%的反式-1,3,3,3-四氟丙烯(反式-HFO-1234ze)的制冷剂F的组合物。本申请的主题还为所述组合物在制冷、空气调节以及热泵中的用途。
Description
本发明涉及能够用于制冷、空气调节和热泵的含有2,3,3,3-四氟丙烯和反式-1,3,3,3-四氟丙烯以及至少一种润滑剂的组合物。
在蒙特利尔讨论了由损耗大气臭氧层的物质所引起的问题,其中签署了强制减少氯氟烃(CFC)的制造和使用的协议。该协议已经成为这样的修正案的主题,所述修正案要求放弃CFC并且将规定扩展至其它产品,包括氢氯氟烃(HCFC)。
制冷工业和空调工业已经在这些制冷剂的替代方面进行了大量投入,因此氢氟烃(HFC)已经上市。
在机动车工业中,许多国家中出售的车辆的空调系统已经由氯氟烃(CFC-12)制冷剂变为对臭氧层的危害较小的氢氟烃(1,1,1,2-四氟乙烷:HFC-134a)制冷剂。然而,从由京都议定书所设定的目标的观点来看,HFC-134a(GWP=1430)被认为具有高的发热能力(heating power)。制冷剂对温室效应的贡献通过标准即GWP(全球变暖潜势)量化,其通过将二氧化碳作为基准值1来概括发热能力。
氢氟烯烃(HFO)具有低的发热能力并因而满足由京都议定书所设定的目标。文献JP 4-110388公开了氢氟丙烯作为传热剂。
在工业领域中,最通常使用的制冷机基于通过液态制冷剂的蒸发的冷却。在气化后,制冷剂被压缩,然后冷却以回到液态并从而继续该循环。
所用的制冷压缩机为往复式、涡旋式、离心式或螺杆式的。通常,为了减少移动部件的磨损和发热、完成它们的密封性并使它们不被腐蚀,压缩机的内部润滑是必需的。
除了良好的传热剂性能外,为了使制冷剂在商业上被接受,其特别地必须表现出热稳定性以及与润滑剂的相容性。具体地,高度期望制冷剂与压缩机中所用的润滑剂相容,所述压缩机存在于大部分制冷系统中。对于制冷系统的实施和效率而言,制冷剂与润滑剂的这种组合是重要的;特别地,在整个工作温度范围内,润滑剂应当在制冷剂中是充分可溶的或可溶混的。
因此,已经开发聚亚烷基二醇(PAG)作为机动车空调中的HFC-134a的润滑剂。
在文献WO 2004/037913的实施例2中已经描述了1,1,3,3,3-五氟丙烯和1,3,3,3-四氟丙烯与润滑剂的溶混性的测试。在实施例3中还已描述了与聚亚烷基二醇的相容性测试。但是,这些测试没有详细说明1,3,3,3-四氟丙烯异构体的性质。
就在最近,2,3,3,3-四氟丙烯被选择作为机动车空调中的制冷剂用于代替HFC-134a。
本申请人现已开发可用于制冷、空气调节和热泵的制冷剂和润滑剂的配对。
因此,本申请的主题是包含含有1~99重量%的2,3,3,3-四氟丙烯(HFO-1234yf)和1~99重量%的反式-1,3,3,3-四氟丙烯(反式-HFO-1234ze)的制冷剂F、以及至少一种基于多元醇酯(POE)或聚乙烯醚(PVE)的润滑剂的组合物。
制冷剂F还可含有HFC-134a,且优选地含有至多10重量%的HFC-134a。
优选地,根据本发明的组合物包含含有5~70重量%的2,3,3,3-四氟丙烯(HFO-1234yf)和30~95重量%的反式-1,3,3,3-四氟丙烯(反式-HFO-1234ze)的制冷剂F、以及至少一种基于多元醇酯(POE)或聚乙烯基醚(PVE)的润滑剂。
特别优选的组合物包含含有25~55重量%的2,3,3,3-四氟丙烯(HFO-1234yf)和45~75重量%的反式-1,3,3,3-四氟丙烯(反式-HFO-1234ze)的制冷剂F、以及至少一种基于多元醇酯(POE)或聚乙烯基醚(PVE)的润滑剂。
所述制冷剂F与单独的HFO-1234yf相比具有如下优点:具有低的可燃性,且反式-HFO-1234ze的制造方法不如反式-HFO-1234yf的制造方法复杂且昂贵。此外,所述制冷剂F与POE或PVE组合表现出良好的热稳定性。
由于制冷剂F的临界温度高,因而其可有利地用于在非常高的温度(约100℃)下产生热。
多元醇酯通过多元醇(含有至少两个羟基-OH的醇)与单官能或多官能羧酸或者与单官能羧酸的混合物的反应获得。除去在该反应期间形成的水,以防止逆反应(即水解)。
根据本发明,优选的多元醇为具有新戊基骨架的那些,例如新戊二醇、三羟甲基丙烷、季戊四醇和二季戊四醇;季戊四醇是优选的多元醇。
所述羧酸可含有2~15个碳原子,碳骨架可为线型或支化的。特别地可提及正戊酸、正己酸、正庚酸、正辛酸、2-乙基己酸、2,2-二甲基戊酸、3,5,5-三甲基己酸、己二酸和丁二酸、以及它们的混合物。
一些醇官能团未被酯化,但它们的比例保持为低的。因此,POE可包含0~5相对摩尔%的CH2-OH单元,相对于-CH2-O-(C=O)-单元。
优选的POE润滑剂为在40℃下具有1~1000厘斯(cSt)、优选10~200cSt、且有利地30~80cSt的粘度的那些。
聚乙烯基醚(PVE)油优选为以下两种单元的共聚物:
单元1: 单元2:
该油的性质(特别是粘度、制冷剂的溶解度、以及与制冷剂的溶混性)可通过改变m/n比以及m+n之和调节。优选的PVE油是具有50~95重量%的单元1的那些。
根据本发明的一个优选实施方式,润滑剂占所述组合物的10~50重量%(包括端点)。
制冷剂F还可含有添加剂例如有气味的化合物。
本发明的主题还为上述组合物在以下中的用途:
-制冷,特别是家庭或商业制冷、冷藏室、食品工业、加工工业、冷藏运输(卡车、船);
-空气调节:家庭、商业或工业空气调节,其中所用的设备为冷却器或直接膨胀设备;
-热泵,特别是中等温度热泵和高温热泵。
由于根据本发明的组合物的滑移温度低,其可用于带有干膨胀式蒸发器的装置和带有在泛滥式系统中操作的蒸发器的装置两者。
实验部分
热稳定性试验根据标准ASHRAE 97-2007:“sealed glass tube method totest the chemical stability of materials for use within refrigerant systems”进行。
测试条件如下:
制冷剂重量:2.2g
润滑剂重量:5g
温度: 200℃
持续时间: 14天
将润滑剂引入42.2ml玻璃管中。然后,将该管在真空下抽空并然后向其中加入制冷剂F。然后,将该管焊接以使其关闭并将其置于200℃烘箱中14天。
在该测试结尾,进行多种分析:
-收取气相以通过气体色谱法分析:主要杂质通过GC/MS(与质谱法联用的气体色谱法)鉴别。来自制冷剂F的杂质与来自润滑剂的杂质可由此合并;
-分析润滑剂:颜色(通过光谱色度法,Labomat DR Lange LICO220 ModelMLG131)、含水量(通过Karl Fischer电量分析法,Mettler DL37)和酸值(通过采用0.01N甲醇(methanolic)氢氧化钾定量测定)。
测试三种商业润滑剂:PAG ND8油、POE Ze-GLES RB68油、及PVEFVC 68D油。
如前所述进行该程序,除了将制冷剂替换为制冷剂F。注意到,在POE或PVE的存在下,向HFO-1234yf中加入反式-HFO-1234ze改善润滑剂的稳定性。而且,在POE的存在下,制冷剂的稳定性也得到改善。
应用
使用制冷剂F的系统的热力学性能
计算工具
使用RK-Soave方程式计算混合物的密度、焓、熵以及液汽平衡数据。该方程式的使用需要知道所讨论的混合物中所用纯物质的性质以及对于各二元组合的相互作用的系数。
对于各纯物质所必需的数据为:
沸点、临界压力和临界温度、随着温度从沸点至临界点变化的压力曲线、随温度变化的饱和液体和饱和蒸汽的密度。
HFO的温度-压力曲线数据通过静态法测量。临界压力和温度使用由Setaram销售的C80热量计测量。随温度变化的在饱和状态下的密度通过由école des Mines de Paris[French Engineering School]的实验室开发的振动管密度计技术测量。
二元相互作用系数:
RK-Soave方程式使用二元相互作用系数来表示混合物中各产品的行为。该系数根据实验的液汽平衡数据计算。
用于液汽平衡测量的技术是静态分析池法。平衡池包括蓝宝石管,且装配有两个Rolsitm电磁取样器。其浸在低温恒温浴(Huber HS40)中。使用通过在变速下旋转的磁场驱动的磁力搅拌加速达到平衡。通过使用热导计(TCD)的气体色谱法(HP5890系列II)进行样品分析。
反式-HFO-1234ze/HFO-1234yf
对于18℃的等温线,进行对HFO-1234ze/HFO-1234yf二元组合的液汽平衡测量。
压缩系统
考虑装配有蒸发器、冷凝器、液体-蒸汽换热器(内部换热器)、螺杆式压缩机和压力调节器的压缩系统。
该系统采用15℃的过热和在冷凝器出口和蒸发器出口之间的内部换热器工作。
压缩机的等熵效率取决于压缩比。该效率根据以下方程式计算:
对于螺杆式压缩机,等熵效率方程式(1)的常数a、b、c、d和e根据在“Handbook of air conditioning and refrigeration,page 11.52”中公布的标准数据计算。
性能系数(COP)定义为系统所提供的有效功率除以系统所提供或消耗的功率。
洛伦茨性能系数(COPLorenz)是参比性能系数。其取决于温度且用于比较各种制冷剂的COP。
洛伦茨性能系数定义如下:
(温度T的单位为K)
在调节的空气以及制冷的情况中的洛伦茨COP:
在加热的情况中的洛伦茨COP:
对于各组合物,洛伦茨循环的性能系数作为相应温度的函数计算。
%COP/COPLorenz是系统的COP相对于相应的洛伦茨循环的COP的比。
在冷却模式中的结果
在冷却模式中,压缩系统在-5℃的蒸发温度和50℃的冷凝温度之间工作。
各组合物的成分(HFO-1234yf、反式-HFO-1234ze)的值以重量百分比给出。
在加热模式中的结果
在加热模式中,压缩系统在-5℃的蒸发温度和50℃的冷凝温度之间工作。
各组合物的成分(HFO-1234yf、反式-HFO-1234ze)的值以重量百分比给出。
Claims (7)
1.组合物,包含制冷剂F和至少一种基于多元醇酯(POE)或PVE的润滑剂,所述制冷剂F含有1~99重量%的2,3,3,3-四氟丙烯(HFO-1234yf)和1~99重量%的反式-1,3,3,3-四氟丙烯(反式-HFO-1234ze)。
2.权利要求1的组合物,特征在于所述制冷剂F包含5~70重量%的2,3,3,3-四氟丙烯(HFO-1234yf)和30~95重量%的反式-1,3,3,3-四氟丙烯(反式-HFO-1234ze)。
3.权利要求1或2的组合物,特征在于所述制冷剂F包含25~55重量%的2,3,3,3-四氟丙烯(HFO-1234yf)和45~75重量%的反式-1,3,3,3-四氟丙烯(反式-HFO-1234ze)。
4.权利要求1-3中任一项的组合物,特征在于所述POE是由具有新戊基骨架的多元醇例如新戊二醇、三羟甲基丙烷、季戊四醇和二季戊四醇得到的。
5.权利要求1-4中任一项的组合物,特征在于所述POE是由含有2~15个碳原子的线型或支化羧酸得到的。
6.权利要求1-5中任一项的组合物,特征在于所述POE占该组合物的10~50重量%。
7.权利要求1-6中任一项的组合物在制冷、空气调节和热泵中的用途。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1057482A FR2964975B1 (fr) | 2010-09-20 | 2010-09-20 | Composition a base de 2,3,3,3-tetrafluoropropene |
FR1057482 | 2010-09-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
CN102433197A true CN102433197A (zh) | 2012-05-02 |
Family
ID=43838010
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2011102750189A Pending CN102433197A (zh) | 2010-09-20 | 2011-09-16 | 基于2,3,3,3-四氟丙烯的组合物 |
Country Status (9)
Country | Link |
---|---|
US (2) | US9512343B2 (zh) |
EP (1) | EP2431441A2 (zh) |
JP (1) | JP2012062468A (zh) |
KR (1) | KR20120030947A (zh) |
CN (1) | CN102433197A (zh) |
AU (1) | AU2011224132B2 (zh) |
CA (1) | CA2749098A1 (zh) |
FR (1) | FR2964975B1 (zh) |
TW (1) | TW201226369A (zh) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014202017A1 (zh) * | 2013-06-21 | 2014-12-24 | 浙江蓝天环保高科技股份有限公司 | 一种混合制冷剂 |
CN106458802A (zh) * | 2014-09-26 | 2017-02-22 | 大金工业株式会社 | 卤代烯烃类组合物 |
CN110431211A (zh) * | 2017-03-10 | 2019-11-08 | 阿科玛法国公司 | 包含2,3,3,3-四氟丙烯和反式-1,3,3,3-四氟丙烯的准共沸组合物 |
Families Citing this family (42)
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 |
FR2936806B1 (fr) | 2008-10-08 | 2012-08-31 | Arkema France | Fluide refrigerant |
FR2937328B1 (fr) | 2008-10-16 | 2010-11-12 | Arkema France | Procede de transfert de chaleur |
US20170080773A1 (en) | 2008-11-03 | 2017-03-23 | Arkema France | Vehicle Heating and/or Air Conditioning Method |
FR2950071B1 (fr) | 2009-09-11 | 2012-02-03 | Arkema France | Compositions ternaires pour refrigeration basse capacite |
FR2950070B1 (fr) | 2009-09-11 | 2011-10-28 | Arkema France | Compositions ternaires pour refrigeration haute capacite |
FR2950069B1 (fr) | 2009-09-11 | 2011-11-25 | Arkema France | Utilisation de compositions ternaires |
FR2950067B1 (fr) | 2009-09-11 | 2011-10-28 | Arkema France | Fluide de transfert de chaleur en remplacement du r-410a |
US10035938B2 (en) | 2009-09-11 | 2018-07-31 | Arkema France | Heat transfer fluid replacing R-134a |
FR2950066B1 (fr) | 2009-09-11 | 2011-10-28 | Arkema France | Refrigeration basse et moyenne temperature |
FR2950065B1 (fr) | 2009-09-11 | 2012-02-03 | Arkema France | Fluide refrigerant binaire |
FR2950068B1 (fr) | 2009-09-11 | 2012-05-18 | Arkema France | Procede de transfert de chaleur |
FR2957083B1 (fr) | 2010-03-02 | 2015-12-11 | Arkema France | Fluide de transfert de chaleur pour compresseur centrifuge |
FR2959997B1 (fr) | 2010-05-11 | 2012-06-08 | Arkema France | Fluides de transfert de chaleur et leur utilisation dans des echangeurs de chaleur a contre-courant |
FR2959999B1 (fr) | 2010-05-11 | 2012-07-20 | Arkema France | Fluides de transfert de chaleur et leur utilisation dans des echangeurs de chaleur a contre-courant |
FR2962442B1 (fr) | 2010-07-09 | 2016-02-26 | Arkema France | Composition stable de 2,3,3,3-tetrafluoropropene |
FR2964976B1 (fr) | 2010-09-20 | 2012-08-24 | Arkema France | Composition a base de 1,3,3,3-tetrafluoropropene |
FR2964977B1 (fr) | 2010-09-20 | 2013-11-01 | Arkema France | Composition a base de 3,3,3-tetrafluoropropene |
FR2971512B1 (fr) | 2011-02-10 | 2013-01-18 | Arkema France | Compositions binaires de 2,3,3,3-tetrafluoropropene et d'ammoniac |
FR2974812B1 (fr) | 2011-05-04 | 2014-08-08 | Arkema France | Compositions de transfert de chaleur presentant une miscibilite amelioree avec l'huile de lubrification |
FR2986236B1 (fr) | 2012-01-26 | 2014-01-10 | Arkema France | Compositions de transfert de chaleur presentant une miscibilite amelioree avec l'huile de lubrification |
FR3000093B1 (fr) | 2012-12-26 | 2015-07-17 | Arkema France | Composition azeotropique ou quasi-azeotropique de chloromethane |
FR3000096B1 (fr) | 2012-12-26 | 2015-02-20 | Arkema France | Composition comprenant du 2,3,3,3-tetrafluoropropene |
FR3000095B1 (fr) | 2012-12-26 | 2015-02-20 | Arkema France | Composition comprenant du 2,3,3,3-tetrafluoropropene et du 1,2-difluoroethylene |
JP5973357B2 (ja) * | 2013-02-05 | 2016-08-23 | 株式会社鷺宮製作所 | 圧力検知ユニット及び圧力検知ユニットの製造方法 |
FR3003569B1 (fr) | 2013-03-20 | 2015-12-25 | Arkema France | Composition comprenant hf et 1,3,3,3-tetrafluoropropene |
FR3003565B1 (fr) | 2013-03-20 | 2018-06-29 | Arkema France | Composition comprenant hf et 2,3,3,3-tetrafluoropropene |
FR3008419B1 (fr) | 2013-07-11 | 2015-07-17 | Arkema France | Compositions a base de 2,3,3,3-tetrafluoropropene presentant une miscibilite amelioree |
JP2015140994A (ja) * | 2014-01-30 | 2015-08-03 | 日立アプライアンス株式会社 | 空気調和機及び冷凍機油 |
JP6153562B2 (ja) | 2014-09-25 | 2017-06-28 | ダイキン工業株式会社 | Hfcとhfoとを含有する組成物 |
DK3018183T3 (da) | 2014-09-26 | 2022-12-05 | Daikin Ind Ltd | Halogenolefinbaseret sammensætning og anvendelse deraf |
FR3033791B1 (fr) | 2015-03-18 | 2017-04-14 | Arkema France | Stabilisation du 1-chloro-3,3,3-trifluoropropene |
JP6159373B2 (ja) * | 2015-10-07 | 2017-07-05 | 出光興産株式会社 | 冷凍機油、冷凍機用組成物、冷凍機及び冷凍機油の選定方法 |
US10238571B2 (en) | 2016-06-22 | 2019-03-26 | Toyota Motor Engineering & Manufacturing North America, Inc. | Vision-assist devices and methods of calibrating image data of a vision-assist device |
FR3057271B1 (fr) | 2016-10-10 | 2020-01-17 | Arkema France | Utilisation de compositions a base de tetrafluoropropene |
FR3057272B1 (fr) | 2016-10-10 | 2020-05-08 | Arkema France | Compositions azeotropiques a base de tetrafluoropropene |
FR3067035B1 (fr) * | 2017-06-02 | 2020-10-30 | Arkema France | Compositions a base de trifluoroethylene, et leurs utilisations |
FR3070982B1 (fr) | 2017-09-12 | 2019-08-30 | Arkema France | Composition a base d'hydrochlorofluoroolefine et d'huile minerale |
FR3077572B1 (fr) | 2018-02-05 | 2021-10-08 | Arkema France | Composition azeotropique ou quasi-azeotropique ternaire comprenant hf, 2,3,3,3-tetrafluoropropene et 1,1,1,2,2,-pentafluoropropane. |
FR3077822B1 (fr) * | 2018-02-15 | 2020-07-24 | Arkema France | Compositions de transfert de chaleur en remplacement du r-134a |
FR3077773B1 (fr) * | 2018-02-15 | 2023-05-26 | Arkema France | Procede de chauffage et / ou de climatisation d’un vehicule |
BR112021022059A2 (pt) * | 2018-10-26 | 2021-12-28 | Chemours Co Fc Llc | Composições de fluoropropeno, métodos de produção de uma mistura e de resfriamento, processos para transferência de calor, para tratamento de uma superfície e para formação de uma composição, sistema de refrigeração, aparelhos de refrigeração, uso da composição de fluoropropeno e método para substituição de um refrigerante |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101622332A (zh) * | 2007-02-27 | 2010-01-06 | 新日本石油株式会社 | 冷冻机油和冷冻机用工作流体组合物 |
Family Cites Families (38)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH04110388A (ja) | 1990-08-31 | 1992-04-10 | Daikin Ind Ltd | 熱伝達用流体 |
WO2001019875A1 (fr) * | 1999-09-10 | 2001-03-22 | Idemitsu Kosan Co., Ltd. | Procede de production d'un compose oxygene a purete elevee, et huile lubrifiante |
EP2314653A3 (en) | 2002-10-25 | 2014-07-23 | Honeywell International Inc. | Compositions containing fluorine substituted olefins |
US7655610B2 (en) * | 2004-04-29 | 2010-02-02 | Honeywell International Inc. | Blowing agent compositions comprising fluorinated olefins and carbon dioxide |
US20060243944A1 (en) * | 2005-03-04 | 2006-11-02 | Minor Barbara H | Compositions comprising a fluoroolefin |
US7569170B2 (en) * | 2005-03-04 | 2009-08-04 | E.I. Du Pont De Nemours And Company | Compositions comprising a fluoroolefin |
US7462053B2 (en) * | 2006-07-03 | 2008-12-09 | Hon Hai Precision Ind. Co., Ltd. | Electrical contact and process for making the same and connector comprising the same |
FR2932492B1 (fr) | 2008-06-11 | 2010-07-30 | Arkema France | Compositions a base d'hydrofluoroolefines |
FR2932493B1 (fr) | 2008-06-11 | 2010-07-30 | Arkema France | Compositions a base d'hydrofluoroolefines |
FR2936806B1 (fr) | 2008-10-08 | 2012-08-31 | Arkema France | Fluide refrigerant |
FR2937906B1 (fr) | 2008-11-03 | 2010-11-19 | Arkema France | Procede de chauffage et/ou climatisation d'un vehicule. |
FR2938551B1 (fr) | 2008-11-20 | 2010-11-12 | Arkema France | Procede de chauffage et/ou climatisation d'un vehicule |
FR2938550B1 (fr) | 2008-11-20 | 2010-11-12 | Arkema France | Composition comprenant du 2,3,3,3-tetrafluoropropene procede de chauffage et/ou climatisation d'un vehicule |
FR2942237B1 (fr) | 2009-02-13 | 2013-01-04 | Arkema France | Procede de chauffage et/ou climatisation d'un vehicule |
FR2950071B1 (fr) | 2009-09-11 | 2012-02-03 | Arkema France | Compositions ternaires pour refrigeration basse capacite |
FR2950067B1 (fr) | 2009-09-11 | 2011-10-28 | Arkema France | Fluide de transfert de chaleur en remplacement du r-410a |
FR2950065B1 (fr) | 2009-09-11 | 2012-02-03 | Arkema France | Fluide refrigerant binaire |
FR2950068B1 (fr) | 2009-09-11 | 2012-05-18 | Arkema France | Procede de transfert de chaleur |
FR2950069B1 (fr) | 2009-09-11 | 2011-11-25 | Arkema France | Utilisation de compositions ternaires |
FR2950066B1 (fr) | 2009-09-11 | 2011-10-28 | Arkema France | Refrigeration basse et moyenne temperature |
FR2950070B1 (fr) | 2009-09-11 | 2011-10-28 | Arkema France | Compositions ternaires pour refrigeration haute capacite |
FR2957083B1 (fr) | 2010-03-02 | 2015-12-11 | Arkema France | Fluide de transfert de chaleur pour compresseur centrifuge |
FR2959997B1 (fr) | 2010-05-11 | 2012-06-08 | Arkema France | Fluides de transfert de chaleur et leur utilisation dans des echangeurs de chaleur a contre-courant |
FR2959999B1 (fr) | 2010-05-11 | 2012-07-20 | Arkema France | Fluides de transfert de chaleur et leur utilisation dans des echangeurs de chaleur a contre-courant |
FR2962130B1 (fr) | 2010-06-30 | 2012-07-20 | Arkema France | Composition a base de 2,3,3,3-tetrafluoropropene |
FR2962442B1 (fr) | 2010-07-09 | 2016-02-26 | Arkema France | Composition stable de 2,3,3,3-tetrafluoropropene |
FR2964976B1 (fr) | 2010-09-20 | 2012-08-24 | Arkema France | Composition a base de 1,3,3,3-tetrafluoropropene |
FR2964977B1 (fr) | 2010-09-20 | 2013-11-01 | Arkema France | Composition a base de 3,3,3-tetrafluoropropene |
FR2971512B1 (fr) | 2011-02-10 | 2013-01-18 | Arkema France | Compositions binaires de 2,3,3,3-tetrafluoropropene et d'ammoniac |
FR2974812B1 (fr) | 2011-05-04 | 2014-08-08 | Arkema France | Compositions de transfert de chaleur presentant une miscibilite amelioree avec l'huile de lubrification |
FR2976289B1 (fr) | 2011-06-07 | 2013-05-24 | Arkema France | Compositions binaires de 1,3,3,3-tetrafluoropropene et d'ammoniac |
FR2986007B1 (fr) | 2012-01-25 | 2015-01-23 | Arkema France | Compositions de transfert de chaleur presentant une miscibilite amelioree avec l'huile de lubrification |
FR2986236B1 (fr) | 2012-01-26 | 2014-01-10 | Arkema France | Compositions de transfert de chaleur presentant une miscibilite amelioree avec l'huile de lubrification |
FR3000093B1 (fr) | 2012-12-26 | 2015-07-17 | Arkema France | Composition azeotropique ou quasi-azeotropique de chloromethane |
FR3000096B1 (fr) | 2012-12-26 | 2015-02-20 | Arkema France | Composition comprenant du 2,3,3,3-tetrafluoropropene |
FR3000095B1 (fr) | 2012-12-26 | 2015-02-20 | Arkema France | Composition comprenant du 2,3,3,3-tetrafluoropropene et du 1,2-difluoroethylene |
FR3003569B1 (fr) | 2013-03-20 | 2015-12-25 | Arkema France | Composition comprenant hf et 1,3,3,3-tetrafluoropropene |
FR3003565B1 (fr) | 2013-03-20 | 2018-06-29 | Arkema France | Composition comprenant hf et 2,3,3,3-tetrafluoropropene |
-
2010
- 2010-09-20 FR FR1057482A patent/FR2964975B1/fr active Active
-
2011
- 2011-08-05 EP EP11176740A patent/EP2431441A2/fr not_active Withdrawn
- 2011-08-09 CA CA2749098A patent/CA2749098A1/fr not_active Abandoned
- 2011-08-15 TW TW100129052A patent/TW201226369A/zh unknown
- 2011-08-25 JP JP2011183521A patent/JP2012062468A/ja active Pending
- 2011-09-14 US US13/232,165 patent/US9512343B2/en active Active
- 2011-09-16 CN CN2011102750189A patent/CN102433197A/zh active Pending
- 2011-09-16 KR KR1020110093521A patent/KR20120030947A/ko not_active Application Discontinuation
- 2011-09-20 AU AU2011224132A patent/AU2011224132B2/en active Active
-
2016
- 2016-10-19 US US15/297,569 patent/US20170037291A1/en not_active Abandoned
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101622332A (zh) * | 2007-02-27 | 2010-01-06 | 新日本石油株式会社 | 冷冻机油和冷冻机用工作流体组合物 |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014202017A1 (zh) * | 2013-06-21 | 2014-12-24 | 浙江蓝天环保高科技股份有限公司 | 一种混合制冷剂 |
CN106458802A (zh) * | 2014-09-26 | 2017-02-22 | 大金工业株式会社 | 卤代烯烃类组合物 |
CN106458802B (zh) * | 2014-09-26 | 2020-03-31 | 大金工业株式会社 | 卤代烯烃类组合物 |
CN111205163A (zh) * | 2014-09-26 | 2020-05-29 | 大金工业株式会社 | 卤代烯烃类组合物 |
CN110431211A (zh) * | 2017-03-10 | 2019-11-08 | 阿科玛法国公司 | 包含2,3,3,3-四氟丙烯和反式-1,3,3,3-四氟丙烯的准共沸组合物 |
Also Published As
Publication number | Publication date |
---|---|
US9512343B2 (en) | 2016-12-06 |
TW201226369A (en) | 2012-07-01 |
JP2012062468A (ja) | 2012-03-29 |
US20170037291A1 (en) | 2017-02-09 |
FR2964975B1 (fr) | 2012-08-24 |
US20120068105A1 (en) | 2012-03-22 |
AU2011224132A1 (en) | 2012-04-05 |
FR2964975A1 (fr) | 2012-03-23 |
AU2011224132B2 (en) | 2013-03-07 |
CA2749098A1 (fr) | 2012-03-20 |
EP2431441A2 (fr) | 2012-03-21 |
KR20120030947A (ko) | 2012-03-29 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN102433197A (zh) | 基于2,3,3,3-四氟丙烯的组合物 | |
CN102408876A (zh) | 基于1,3,3,3-四氟丙烯的组合物 | |
CN102959037B (zh) | 包含2,3,3,3-四氟丙烯的组合物 | |
RU2543191C2 (ru) | Двухкомпонентный хладагент | |
CN101687738B (zh) | R-1233在液体冷却器中的用途 | |
RU2539157C2 (ru) | Низкотемпературное и среднетемпературное охлаждение | |
KR102331678B1 (ko) | 디플루오로메탄, 펜타플루오로에탄, 테트라플루오로프로펜 및 임의로 프로판을 포함하는 열전달 유체 | |
JP7410888B2 (ja) | 1,1,2-トリフルオロエチレンおよび二酸化炭素をベースにした組成物 | |
CN102844400B (zh) | 包含2,3,3,3-四氟丙烯和1,1,1,2-四氟乙烷的组合物,包含它们的冷却器以及在其中产生冷却的方法 | |
CN103221504B (zh) | 3,3,3-三氟丙烯组合物 | |
CN103261359A (zh) | 包含e-1,3,3,3-四氟丙烯和至少一种四氟乙烷的制冷剂的冷却应用 | |
JPH08218062A (ja) | 冷媒組成物とその製造方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C12 | Rejection of a patent application after its publication | ||
RJ01 | Rejection of invention patent application after publication |
Application publication date: 20120502 |