WO2010098447A1 - Composition de fluide frigorigène contenant de l'hydrofluoropropane à faible potentiel de réchauffement planétaire - Google Patents
Composition de fluide frigorigène contenant de l'hydrofluoropropane à faible potentiel de réchauffement planétaire Download PDFInfo
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- WO2010098447A1 WO2010098447A1 PCT/JP2010/053095 JP2010053095W WO2010098447A1 WO 2010098447 A1 WO2010098447 A1 WO 2010098447A1 JP 2010053095 W JP2010053095 W JP 2010053095W WO 2010098447 A1 WO2010098447 A1 WO 2010098447A1
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- refrigerant composition
- refrigerant
- hydrofluoropropene
- hfo
- stabilizer
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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
- 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
- C09K2205/102—Alcohols
-
- 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
-
- 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
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- 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
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- 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
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- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
Definitions
- the present invention relates to a stabilized refrigerant composition containing hydrofluoropropene such as 2,3,3,3-tetrafluoropropene having a low global warming potential.
- chlorofluorofluorocarbon CFC
- hydrochlorofluorocarbon HCFC
- chlorofluorocarbons CFC
- chlorofluorocarbons released into the atmosphere destroy the ozone layer and have a serious adverse effect on the earth's ecosystem including humans. Therefore, the use and production of Freon, which already has a high risk of ozone depletion, has been regulated by international agreements.
- dichlorodifluoromethane (CFC-12) has been mainly used as a refrigerant for household refrigerators, car air conditioners, turbo chillers, container refrigeration equipment, etc., but it is a hydrofluorocarbon due to the aforementioned regulations.
- 1,1,2-tetrafluoroethane (HFC-134a).
- HFO-1225ye 1,2,3,3,3-pentafluoro-1-propene
- HFO-1234yf 2,3,3,3 Hydrofluoropropenes
- Patent Document 1 and the like report a stabilization technique.
- Patent Document 1 describes that stabilizers such as phenolic compounds, thiophosphates, benzoquinones, and arylalkyl ethers are added to the fluoroolefin.
- the present invention provides a refrigerant composition containing hydrofluoropropene having a low global warming potential (GWP), which can maintain a stable state for a long time even in the presence of air (oxygen).
- GWP global warming potential
- the present inventor has at least one stabilizer (antioxidant) selected from the group consisting of aliphatic alcohols having 1 to 4 carbon atoms and 1 to 4 alcohols. It has been found that a refrigerant composition containing an agent can maintain a stable state for a long time even in the presence of air (oxygen). Such a refrigerant composition can maintain stability over a long period of time even when air (oxygen) is mixed during refrigerant filling construction of a stationary air conditioner such as a home air conditioner.
- the conventional mechanism for decomposing HFC refrigerants without unsaturated bonds is the reduction of halogen atoms, and the durability of the refrigerant is determined by tests taking into account decomposition acceleration factors such as temperature, metal (catalyst), moisture, and air. Evaluating stability.
- a mixture of air and a metal catalyst (Fe, Cu, or Al) in refrigeration oil and refrigerant (HFO-1225ye) at 175 ° C. is 2 After heating for a week, the appearance of the mixture is evaluated. That is, the evaluation is performed by the same thermal stability acceleration test as that of the conventional (HFC refrigerant).
- this method merely evaluates the appearance of the liquid phase of the mixture (coloring grade; Rating), and does not allow the acid in the system to corrode or reduce the refrigeration capacity when hydrofluoropropene is used as a refrigerant. Sufficient evaluation has not been made on the occurrence.
- the decomposition mechanism of the refrigerant composition containing hydrofluoropropene is dominated by the oxidation reaction between the unsaturated bond and oxygen, and CF 3 COOH, HF, which is the main cause of the above problem due to the oxidation reaction. It has been clarified that acids such as these are formed, and the evaluation method has been established. Specifically, after treating a refrigerant composition containing hydrofluoropropene at a predetermined temperature for a predetermined time, and evaluating the acid content of the refrigerant composition after the treatment, the thermal stability of hydrofluoropropene more realistically Evaluation of sex became possible.
- the present invention relates to a refrigerant composition containing the following hydrofluoropropene.
- a refrigerant composition comprising hydrofluoropropene and a stabilizer, wherein the stabilizer is at least one selected from the group consisting of aliphatic alcohols having 1 to 4 carbon atoms and 1 to 4 alcohol valences.
- the hydrofluoropropene is 2,3,3,3-tetrafluoropropene (HFO-1234yf), (Z or E-) 1,3,3,3-tetrafluoropropene (HFO-1234ze), (Z or E- ) 1,2,3,3,3-pentafluoropropene (HFO-1225ye), (Z or E-) 1,1,3,3,3-pentafluoropropene (HFO-1225zc), and (Z or E Item 2)
- the refrigerant composition according to item 1 which is at least one selected from the group consisting of 3,3,3-trifluoropropene (HFO-1243zf).
- the refrigerant composition according to Item 1 wherein the content of the stabilizer relative to 100 parts by weight of hydrofluoropropene is 0.1 to 5.0 parts by weight. 4).
- Item 2. The refrigerant composition according to Item 1, further comprising refrigerating machine oil. 5).
- the refrigerant composition is selected from the group consisting of a vapor compression heat pump such as a refrigerator, a refrigerator, a mobile air conditioner, a refrigerator (chiller), a container refrigeration apparatus, a home air conditioner, a commercial air conditioner, or a water heater.
- a vapor compression heat pump such as a refrigerator, a refrigerator, a mobile air conditioner, a refrigerator (chiller), a container refrigeration apparatus, a home air conditioner, a commercial air conditioner, or a water heater.
- Item 6 The refrigerant composition according to any one of Items 1 to 5, which is used in 7).
- a method for stabilizing a refrigerant composition comprising hydrofluoropropene the method comprising stabilizing at least one selected from the group consisting of aliphatic alcohols having 1 to 4 carbon atoms and 1 to 4 alcohol valences
- a stabilizing method comprising adding an agent. 8).
- a method for evaluating the stability of a refrigerant composition containing hydrofluoropropene and a stabilizer wherein the refrigerant composition is heated in a sealed container in the presence and / or absence of oxygen, and then treated.
- the evaluation method characterized by analyzing the acid content of a refrigerant composition after.
- the refrigerant composition of the present invention does not contain chlorine and bromine, there is no danger of destroying the ozone layer even if released into the atmosphere.
- the global warming potential is low, the stability in the presence of air (oxygen) is at the same level as that of existing HFC refrigerants, and it has sufficient durability even when used as a refrigerant composition for stationary refrigerators.
- the refrigerant composition of the present invention contains hydrofluoropropene and a stabilizer, and the stabilizer is at least one selected from the group consisting of aliphatic alcohols having 1 to 4 carbon atoms and 1 to 4 alcohol valences. It is characterized by being.
- refrigerant hydrofluoropropene examples include 2,3,3,3-tetrafluoropropene (HFO-1234yf) and (Z or E-) 1,3,3,3-tetrafluoropropene (HFO-1234ze). , (Z or E-) 1,2,3,3,3-pentafluoropropene (HFO-1225ye), (Z or E-) 1,1,3,3,3-pentafluoropropene (HFO-1225zc) (Z or E-) 3,3,3-trifluoropropene (HFO-1243zf) and the like. These hydrofluoropropenes can be used alone or in admixture of two or more.
- the refrigerant composition of the present invention may be further mixed with an existing HFC refrigerant in addition to the hydrofluoropropene.
- the content ratio of the HFC refrigerant is 50% by weight or less, preferably 30% by weight or less, more preferably 20% by weight or less based on the total weight of the refrigerant.
- the refrigerant composition of the present invention may contain refrigerating machine oil in addition to hydrofluoropropene depending on applications.
- refrigerating machine oil A well-known thing can be used as refrigerating machine oil.
- at least one of poly (oxy) alkylene glycols, polyvinyl ethers, and polyol esters is particularly preferable.
- the kinematic viscosity of the refrigerating machine oil at 40 ° C. is preferably 5 to 400 cSt, more preferably 30 to 400 cSt.
- the kinematic viscosity in this specification is a value measured with a capillary viscometer among viscometers defined in JIS Z 8803 (liquid viscosity-measurement method).
- the amount of refrigerant containing hydrofluoropropene is usually 16 to 50 parts by weight with respect to 10 parts by weight of refrigerating machine oil, but it varies depending on the specifications of the oil tank of the refrigerating machine. It is not particularly limited to this range.
- the refrigerant composition of the present invention comprises an aliphatic alcohol having 1 to 4 carbon atoms and an alcohol number of 1 to 4 as a stabilizer (antioxidant) in order to impart stability to oxygen of a refrigerant containing hydrofluoropropene. Contained as.
- examples of the monohydric alcohol include C 1 to C 4 linear and branched alcohols.
- the alkyl group of the alcohol may contain an ether bond.
- Specific examples include methanol, ethanol, (n-, iso-) propyl alcohol, (n-, sec-, tert-) butanol and the like, preferably methanol, isopropyl alcohol, sec-butanol and tert-butanol. is there.
- polyhydric alcohol examples include C 2 -C 4 alcohols having 2 to 4 hydroxyl groups, and the hydrocarbon chain in the alcohol may contain an ether bond.
- specific examples include ethylene glycol, propylene glycol, glycerol, erythritol and the like. Ethylene glycol is preferable.
- the aliphatic alcohols having 1 to 4 carbon atoms and 1 to 4 carbon numbers, which are stabilizers, can be used alone or in admixture of two or more.
- the blending amount of the stabilizer is usually 0.1 to 5.0 parts by weight, more preferably 0.3 to 3.0 parts by weight with respect to 100 parts by weight of hydrofluoropropene.
- the content of the stabilizer relative to the hydrofluoropropene is too small, the effect cannot be obtained, and if it is too large, it is not preferable from the viewpoint of sludge generation and economy, so the above range is suitable.
- a solvent may be optionally added within a range that does not adversely affect the stability of oxygen and hydrofluoropropene.
- a solvent include glyme compounds, preferably diglyme.
- the addition amount of the solvent is 30% by weight or less, preferably 15 to 25% by weight, more preferably 15 to 20% by weight, based on the total weight of the stabilizer.
- the stabilizer used in the present invention has a very high stabilizing (acid value prevention) effect compared to that exemplified in Patent Document 1 (see Examples and Comparative Examples).
- Patent Document 1 merely evaluates the appearance of the liquid phase of the mixture (coloring grade; Rating), and the corrosion in the system due to the oxidative decomposition of hydrofluoropropene and the reduction of the refrigerating capacity. This is because the generation of acid, which is the main cause of this, has not been evaluated.
- the heat treatment of the refrigerant composition in a sealed container in the presence and / or absence of oxygen, the acid content of the refrigerant composition after the treatment is performed. It is characterized by analyzing.
- a shield tube for example, a shielded Pyrex (registered trademark) glass tube or the like
- the evaluation method of the present invention corresponds to a so-called acceleration test, for example, the heating temperature can be set in the range of 90 to 200 ° C.
- the heat treatment time can be set in the range of 72 to 720 hours.
- coolant composition after a process it can implement by the method as described in an Example.
- the evaluation method of the present invention it is possible to appropriately evaluate the generation of acids such as CF 3 COOH and HF due to an oxidation reaction, which is the main cause of problems such as corrosion in the system and a decrease in refrigeration capacity. Therefore, if the evaluation method of the present invention is used, it becomes possible to screen for a more realistic stabilizer.
- the refrigerant composition of the present invention is described in, for example, Japanese Patent Application Laid-Open No. 2000-178543, Japanese Patent Application Laid-Open No. 2008-308610, Japanese Patent No. 2863159 and the like when a high degree of thermal stability is required.
- An HFC refrigerant used in a conventional HFC refrigerant system or a heat stabilizer for refrigeration oil can be used in combination.
- heat stabilizer examples include (i) aliphatic nitro compounds such as nitromethane, nitroethane and nitropropane, aromatic nitro compounds such as nitrobenzene and nitrostyrene, and aromatics such as p-isopropenyltoluene and diisopropenylbenzene. (Ii) phenols such as 2,6-di-t-butyl-p-cresol, epoxies such as 1,2-butylene oxide, and amines such as phenyl- ⁇ -naphthylamine Can be mentioned.
- aliphatic nitro compounds such as nitromethane, nitroethane and nitropropane
- aromatic nitro compounds such as nitrobenzene and nitrostyrene
- aromatics such as p-isopropenyltoluene and diisopropenylbenzene.
- phenols such as 2,6-di-t-butyl-p-
- one or more compounds selected from the above (i) and (ii) can be used, and in this case, two or more compounds from the above (i) or (ii) are used. May be.
- the amount of heat stabilizer used varies depending on the type of the stabilizer, but should be such that it does not interfere with the properties of the refrigerant performance.
- the amount of heat stabilizer used is usually preferably about 0.1 to 5% by weight, more preferably about 0.3 to 3% by weight in the refrigerant composition.
- the refrigerant composition of the present invention can be used for various applications such as a refrigerant, a heat transfer medium, a working fluid, and a foaming agent in the same manner as conventional chlorofluorocarbon.
- refrigerant compositions for refrigerators, refrigerators, mobile air conditioners, refrigerators (chillers), container refrigeration equipment, household air conditioners, commercial air conditioners, steam compression heat pumps for water heaters, and other various low-temperature equipment Useful as.
- it is useful as a refrigerant composition for use in stationary air conditioners and the like that require on-site refrigerant filling and have a high possibility of oxygen contamination.
- Examples 1 to 10 and Comparative Examples 1 to 10 (Preparation of refrigerant composition) The following were prepared as refrigerants.
- X: HFO-1234yf (CF 3 CF CH 2 manufactured by Daikin Industries)
- Y comparative product
- HFC-32 manufactured by CF 2 H 2 Daikin Industries
- Z HFO-1225ye (CF 3 CH ⁇ CF 2 manufactured by Daikin Industries)
- Each refrigerant composition was prepared so as to have the composition shown in Table 1 below.
- Test example 1 Pyrex (registered trademark) glass tubes (ID8mm ⁇ ⁇ OD12mm ⁇ ⁇ L300mm) are filled with a total of 20 types of refrigerant compositions (Examples 1-10, Comparative Examples 1-10) shown in Table 1 (refrigerant + stabilizer). Further, an air test was carried out so that the oxygen concentration shown in Table 1 was adjusted, and after enclosing, an accelerated test was performed in which heating was performed at a temperature of 150 ° C. for one week (168 hours).
- Total acid value analysis of refrigerating machine oil The total acid value of the refrigerating machine oil after gas recovery was measured by a method based on the total acid value analysis method of JIS K-2211 (refrigerating machine oil). Refrigeration machine oil after acceleration test is weighed, dissolved in toluene / isopropanol / water mixed solvent, neutralized with 1 / 100N KOH / ethanol solution using ⁇ -naphtholbenzein as indicator, and frozen from titration. The machine oil total acid value (mg ⁇ KOH / g) was measured.
- Comparative Examples 1 to 3 each consisted of HFO-1234yf, HFC-32, and HFO-1225ye, all of which were evaluated for stability under anoxic conditions, and no signs of decomposition (acid generation) were observed. .
- Comparative Examples 4 to 6 are obtained by coexisting oxygen with Comparative Examples 1 to 3, respectively.
- the production of acid content is greatly increased in HFO-1234yf and HFO-1225ye, which are hydrofluoropropenes. This indicates that the stability of hydrofluoropropene in the presence of oxygen is extremely low compared to that of the conventional HFC refrigerant (HFC-32).
- Comparative Example 7 a mixture of HFO-1234yf and HFC-32 and oxygen coexist, but the amount of acid content generated is approximately 80% of HFO-1234yf (Comparative Example 4) and is proportional to the composition ratio.
- the acid content in Examples 1 to 9 is lower than that in Comparative Examples 4 to 9, indicating that the oxidation of hydrofluoropropene by oxygen is suppressed.
- Example 2 HFO-1225ye is used as the refrigerant, but the effect of the stabilizer (B: methanol) can be confirmed in the same manner as HFO-1234yf alone (Example 1). Hydrofluoropropenes other than HFO-1234yf The inhibitory effect was recognized.
- Example 8 a mixture of HFO-1234yf and HFC-32 was used as the refrigerant, but as with HFO-1234yf alone (Example 1), its inhibitory effect was also observed as a mixture with HFC-32.
- Example 10 and Comparative Example 10 are refrigerant compositions containing refrigerating machine oil, and their performance is compared with and without a stabilizer.
- Example 10 both the acid content in the gas and the total acid value of the refrigerating machine oil are reduced as compared with Comparative Example 10. This is presumably because the inhibitory effect of the stabilizer suppresses the oxidation of ether oil by oxygen as well as the suppression of acid generation by the reaction of HFO-1234yf and oxygen.
- hydrofluoropropene such as 2,3,3,3-tetrafluoropropene and its composition are stabilized by a stabilizer so that they are equally stable to oxygen even in the presence of air (oxygen). I confirmed what I showed. Therefore, by adding the stabilizer of the present invention to hydrofluoropropene having an unsaturated bond, the stability in the presence of oxygen could be improved to the same level as that of the HFC refrigerant (HFC-32). Therefore, it has been found that the refrigerant composition of the present invention is useful as a refrigerant composition for stationary air conditioners that does not affect the global environment as much as possible and exhibits the same stability as conventional HFC refrigerants.
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- Combustion & Propulsion (AREA)
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- Lubricants (AREA)
Abstract
La présente invention concerne une composition de fluide frigorigène qui contient un hydrofluoropropane à faible potentiel de réchauffement planétaire (GWP), la composition de fluide frigorigène pouvant conserver un état stable pendant une longue période temps même en présence d'air (oxygène).
L'invention concerne spécifiquement une composition de liquide frigorigène qui contient un hydrofluoropropane et un stabilisateur, ledit stabilisateur étant au moins un type choisi dans le groupe constitué par des alcools aliphatiques ayant 1 à 4 atomes de carbone et une valence des alcools allant de 1 à 4.
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JP2011501670A JP5590023B2 (ja) | 2009-02-26 | 2010-02-26 | 温暖化係数の低いハイドロフルオロプロペンを含む冷媒組成物 |
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JP2009044926 | 2009-02-26 | ||
JP2009-044926 | 2009-02-26 |
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PCT/JP2010/053095 WO2010098447A1 (fr) | 2009-02-26 | 2010-02-26 | Composition de fluide frigorigène contenant de l'hydrofluoropropane à faible potentiel de réchauffement planétaire |
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2012066608A1 (fr) * | 2010-11-19 | 2012-05-24 | 三菱電機株式会社 | Appareil de conditionnement d'air |
WO2013161724A1 (fr) | 2012-04-27 | 2013-10-31 | 旭硝子株式会社 | Procédé de conservation de tétrafluoropropène et récipient de conservation de tétrafluoropropène |
JP5590024B2 (ja) * | 2009-02-26 | 2014-09-17 | ダイキン工業株式会社 | 温暖化係数の低いハイドロフルオロプロペンを含む冷媒組成物 |
WO2015008695A1 (fr) | 2013-07-16 | 2015-01-22 | 旭硝子株式会社 | Procédé de stockage de trifluoroéthylène et réservoir de stockage de trifluoroéthylène |
KR20190087590A (ko) | 2016-11-28 | 2019-07-24 | 샌트랄 글래스 컴퍼니 리미티드 | 드라이 에칭제 조성물 및 드라이 에칭 방법 |
CN111073602A (zh) * | 2019-12-05 | 2020-04-28 | 鸿蒙科技(浙江)有限公司 | 一种提高HFO1234yf制冷能效的组合物 |
US10669464B2 (en) | 2014-09-26 | 2020-06-02 | Daikin Industries, Ltd. | Haloolefin-based composition |
US10731065B2 (en) | 2014-09-26 | 2020-08-04 | Daikin Industries, Ltd. | Haloolefin-based composition and use thereof |
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JPH0238481A (ja) * | 1988-07-29 | 1990-02-07 | Toho Chem Ind Co Ltd | 吸収令凍機用吸収剤組成物 |
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JP5590024B2 (ja) * | 2009-02-26 | 2014-09-17 | ダイキン工業株式会社 | 温暖化係数の低いハイドロフルオロプロペンを含む冷媒組成物 |
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- 2010-02-26 JP JP2011501670A patent/JP5590023B2/ja active Active
- 2010-02-26 WO PCT/JP2010/053095 patent/WO2010098447A1/fr active Application Filing
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JPH0585970A (ja) * | 1991-09-25 | 1993-04-06 | Daikin Ind Ltd | 冷 媒 |
JP2008208261A (ja) * | 2007-02-27 | 2008-09-11 | Nippon Oil Corp | 冷凍機油組成物および冷凍機用作動流体組成物 |
JP2009298927A (ja) * | 2008-06-13 | 2009-12-24 | Mitsubishi Electric Corp | 冷凍機油、圧縮機及び冷凍サイクル装置 |
Cited By (27)
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