WO1993010203A1 - Refrigerant comprising octafluorobutane - Google Patents

Refrigerant comprising octafluorobutane Download PDF

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Publication number
WO1993010203A1
WO1993010203A1 PCT/JP1992/001502 JP9201502W WO9310203A1 WO 1993010203 A1 WO1993010203 A1 WO 1993010203A1 JP 9201502 W JP9201502 W JP 9201502W WO 9310203 A1 WO9310203 A1 WO 9310203A1
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Prior art keywords
refrigerant
chf
present
chfcf
group
Prior art date
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PCT/JP1992/001502
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French (fr)
Japanese (ja)
Inventor
Yukio Omure
Masahiro Noguchi
Katsuki Fujiwara
Hiroshi Momota
Original Assignee
Daikin Industries, Ltd.
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Publication of WO1993010203A1 publication Critical patent/WO1993010203A1/en

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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
    • 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

Definitions

  • Refrigerant consisting of octafluorobenzene
  • the present invention relates to a novel refrigerant.
  • a working fluid or a refrigerant As a working fluid or a refrigerant, a chlorofluoroalkane, an azeotropic composition thereof, and a composition having a composition in the vicinity thereof have been known.
  • the working fluids for refrigerators at present are CFC11 (trichlorofluorometer), CFC12 (dichlorodifluorometer) and CFC114.
  • New paper Demand is increasing year by year due to the spread of air conditioning and refrigeration equipment. Restrictions on the use and production of these refrigerants have been imposed by all current social organizations, including living environments, food storage and transportation. Due to its large impact on the public, the development of new refrigerants that have no or very low risk of causing ozone depletion has become an urgent issue.
  • Promising compounds that can be substituted for the above-mentioned chlorofluoroalkanes include chlorofluoroalkanes or fluoroalkanes containing a hydrogen atom, such as HCFC21 Fluoromethane), HFC23 (Trifluoromethane), HFC32 (Difluoromethane), HCFC123 (Trichlorofluoroethane), HCFC124 (Monochlorotetrafluoroethane), HFC125 (Pentafluoroethan), HCFC13a (monochlorotrifluoroethane), HFC134a (tetrafluorene), HCFC144b (monochlorodifluoroethane), HFC143 a (trifluo).
  • chlorofluoroalkanes or fluoroalkanes containing a hydrogen atom such as HCFC21 Fluoromethane), HFC23 (Trifluoromethane), HFC32 (Difluoromethan
  • HCFC123 is an ODP It is not much regulated (e.g., about 1Z50 for CFC 11), but may be more toxic than CFC 11 and may have 0 DP in the future. It is hoped that this will be replaced by a compound from Zeguchi.
  • the present invention provides a refrigerant that has low toxicity to the human body, has zero ODP, has excellent performance as a refrigerant, and does not substantially involve a change in composition during a phase change during equipment operation. Is the main purpose.
  • the present inventor has conducted various studies in view of the above-mentioned state of the art. As a result, they have found that a refrigerant composed of a fluorinated hydrocarbon having a specific structure has requirements meeting its purpose.
  • the present invention provides CF n CF 2 CH 2 CF 3 (1,1,1,2,2,4,4,4-octanol phenol) and CF 3 CH (CHF 2 ) CF n (2— Difluoromethyl-1,1,1,3,3,3—tetrafluoroprono.
  • CHF 2 CF (CHF 2 ) provides a refrigerant selected from the group consisting of CF 3 (2-difluoromethyl—1,1,2,3,3,3-tetrafluoropropane). 0
  • the present invention relates to CF 3 CF 2 CH. CF 3 ⁇
  • An object of the present invention is to provide a refrigerator that operates using one type of refrigerant selected from the group consisting of:
  • the present invention relates to CF. CF 2 CH £ CF 3 ,
  • CHF 2 CF (CHF 2 ) provides use as one type of refrigerant selected from the group consisting of CF 3 .
  • Preferred refrigerants used in the present invention include CF 3 CF 2 CH 2 CF 3 , CF ⁇ CH (CHF £ ) ⁇ , and CF.
  • C New paper Four types of HFCF 2 CHF 2 and CF 3 CF 2 CF 2 CH 2 F are mentioned.
  • the refrigerant of the present invention may contain another refrigerant to such an extent that its performance is not impaired.
  • the six types of fluorinated hydrocarbons used in the present invention are all known compounds and are produced according to known methods.
  • the main physical properties of the refrigerant used in the present invention are as shown in Table 1 below.
  • Refrigerant CF 0 CF 2 CH 2 CF 3 (marked below (a), molecular weight 200)
  • Refrigerant CHF 2 CF (CHF 2 ) CF 3 (hereinafter referred to as refrigerant) ( molecular weight 200 2
  • Ozone destruction coefficient 0 A stabilizer may be used in combination with the refrigerant of the present invention, if necessary. That is, when a high degree of stability is required under severe use conditions, epoxides such as propylene oxide, 1,2-butylene oxide, and glycidyl; dimethyl phosphite; Phosphites such as triisopropyl phosphite, diphenyl phosphite; triphosphorites such as trilaurine oletrito phosphite; tripheno Phosphine sulfides such as xyphosphin sulfide and trimethyl phosphine sulfide; boric acid, trinethyl bolate, trifluorophenyl borane, phenyl boronin New paper Boron compounds such as acid and diphenylboronic acid; 2,6-di-tert-butyl.
  • epoxides such as propylene oxide, 1,2-
  • Phenols such as lacresole; nitroalkanes such as nitromethane and nitroethane; acrylate esters such as methyl acrylate and ethyl acrylate; and other dioxane, tert.-butanol, and pen as possible out to the stabilizer such as adding approximately 0 0 1-5% of the refrigerant weight; Taerisuri Torr, Nono 0 Raisopuro Bae Nirutoruen..
  • ethers such as dimethyl ether and pentafluoromethyl ether
  • amines such as perfluoroethylamine
  • LPG liquid phase polymer
  • the refrigerant according to the present invention has a relatively excellent refrigerant performance because the compressor gas discharge temperature is low and the evaporating pressure and the condensing pressure are in appropriate ranges.
  • the refrigerant (e) and the refrigerant (f) can be easily operated in a range higher than the heat cycle temperature range implemented in the present invention because the evaporating pressure and the condensing pressure are relatively low.
  • the refrigerant (a) and the refrigerant (b) have a refrigerating capacity equal to or higher than that of the CFC 11 and exhibit an overall excellent performance that the coefficient of performance is about the same. Therefore, it can be replaced with CFC11 used as a refrigerant for turbochargers.
  • the refrigerant according to the present invention is composed of a single compound, liquid management, reuse after recovery, and the like can be advantageously performed.
  • the refrigerant according to the present invention has low solubility in a polymer compound, it can be used as it is without changing the material in an existing refrigerator.
  • the refrigerant according to the present invention has excellent compatibility with PAG (polyalkylene glycol) -based oil, polyester-based oil and the like.
  • the refrigerant according to the present invention is nonflammable and has good thermal stability
  • the evaporation temperature of the refrigerant in the condenser is 5 ° C
  • the condensing temperature is 40 ° C
  • the superheat temperature at the compressor inlet is 12 ° C and the supercooling degree at the condenser outlet is 5 ° C. 0 Driving was performed.
  • Polyalkylene glycol was used as refrigerating machine oil.
  • Table 2 shows the coefficient of performance (COP), refrigeration capacity [kcalZm 3 ], and compressor gas discharge temperature (° C).
  • Table 2 also shows the results of CFC 11 for comparison.

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

Abstract

A refrigerant comprising one member selected from the group consisting of the following compounds: CF3CF2CH2CF3, CF3CH(CHF2)CF3, CF3CHFCF2CHF2, CF3CF2CF2CH2F, CHF2CF2CF2CHF2 and CHF2CF(CHF2)CF3 a refrigerator containing said refrigerant, and the use thereof.

Description

明 細 書  Specification
ォクタフルォロブ夕 ンからなる冷媒  Refrigerant consisting of octafluorobenzene
技 術 分 野  Technical field
本発明は、 新規な冷媒に関する。  The present invention relates to a novel refrigerant.
背 景 技 術 .  Background technology.
従来、 作動流体乃至冷媒と しては、 ク ロ口フルォロアル カ ン類、 これらの共沸組成物並びにその近辺の組成の組成 物が知られている。 これらのうち、 現在冷凍機用の作動流 体と しては、 C F C 1 1 ( 卜 リ ク ロロフルォロメ タ ン） 、 C F C 1 2 (ジク ロ ロ ジフルォロメ タ ン） 、 C F C 1 1 4 Conventionally, as a working fluid or a refrigerant, a chlorofluoroalkane, an azeotropic composition thereof, and a composition having a composition in the vicinity thereof have been known. Of these, the working fluids for refrigerators at present are CFC11 (trichlorofluorometer), CFC12 (dichlorodifluorometer) and CFC114.
(1 , 2 — ジク ロ ロ ー 1 , 1， 2， 2—テ ト ラ フルォロェ タ ン） などが主に使用されている。 しかしながら、 近年、 大気中に放出された場合に、 これらのク ロ口フルォロアル カ ンが、 分解するまでに長時間を要するために成層圏まで 上昇して、 そこで分解生成した塩素ラ ジカルが成層圏のォ ゾン層を破壊し、 その結果、 人類を含む地球上の生態系に 重大な悪影響を及ぼすこ とが指摘されている。 従って、 ォ ゾン層破壊の可能性の高いこれらク ロロフルォロアルカ ン については、 国際的な取り決めにより、 使用及び生産が制 限されるに至っている。 現在制限の対象となっている ク ロ 口フルォロアルカ ンと しては、 上記の R l l、 R 1 2、 R 1 1 4などがある。 新たな用紙 空調 ·冷凍設備の普及に伴い、 需要が毎年増大している これら冷媒の使用及び生産の制限は、 居住環境をはじめと して、 食料品の貯蔵 ·輸送などの点で、 現在の社会機構全 般に与える影響が大きいので、 オゾン破壊問題を生じる危 険性の無い或いはその危険性の極めて低い新たな冷媒の開 発が緊急の課題となつている。 (1, 2-dichloro-1, 1, 2, 2-tetrafluoroethylene) are mainly used. However, in recent years, when released into the atmosphere, these chlorofluoroalkanes rise to the stratosphere because they take a long time to decompose, and the chlorine radicals produced there degrade the chlorine radical into the stratosphere. It has been pointed out that the destruction of the Dzong layer has resulted in serious adverse effects on global ecosystems, including humans. Therefore, the use and production of these chlorofluoroalkanes, which are highly likely to cause ozone layer destruction, have been limited by international agreements. Currently, the chlorofluoroalkanols subject to the restriction include Rll, R12, and R114 mentioned above. New paper Demand is increasing year by year due to the spread of air conditioning and refrigeration equipment. Restrictions on the use and production of these refrigerants have been imposed by all current social organizations, including living environments, food storage and transportation. Due to its large impact on the public, the development of new refrigerants that have no or very low risk of causing ozone depletion has become an urgent issue.
上記の様なクロ口フルォロアルカ ンに代替し得る有望な 化合物 （以下代替候捕化合物という） と しては、 水素原子 を含むクロロフルォロアルカンまたはフルォロアルカ ン、 例えば、 H C F C 2 1 (ジクロ口モノ フルォロメタン） 、 H F C 2 3 ( ト リ フルォロメ タ ン） 、 H F C 3 2 (ジフル ォロメタン） 、 H C F C 1 2 3 (ジクロ口 ト リ フルォロェ タン） 、 H C F C 1 2 4 (モノ クロロテ トラフルォロエタ ン） 、 H F C 1 2 5 (ペンタフルォロェタ ン） 、 H C F C 1 3 3 a (モノ ク ロロ ト リ フルォロェタン） 、 H F C 1 3 4 a (テ トラフルォロェタ ン） 、 H C F C 1 4 2 b (モノ ク ロロ ジフルォロェタン） 、 H F C 1 4 3 a ( ト リ フルォ 口ェタン） などが挙げられる。  Promising compounds that can be substituted for the above-mentioned chlorofluoroalkanes (hereinafter referred to as alternative scavenging compounds) include chlorofluoroalkanes or fluoroalkanes containing a hydrogen atom, such as HCFC21 Fluoromethane), HFC23 (Trifluoromethane), HFC32 (Difluoromethane), HCFC123 (Trichlorofluoroethane), HCFC124 (Monochlorotetrafluoroethane), HFC125 (Pentafluoroethan), HCFC13a (monochlorotrifluoroethane), HFC134a (tetrafluorene), HCFC144b (monochlorodifluoroethane), HFC143 a (trifluo).
しかしながら、 これらの代替候捕化合物は、 オゾン破壞 係数 （以下 0 D Pという） 、 不燃性ならびにその他の冷媒 として要求される各種性能を全て満足するものではない。 例えば H C F C 1 2 3は、 O D Pが前記の規制対象化合物 新たな に比してかなり低いので （例えば、 C F C 1 1の約 1 Z 5 0 ) 、 規制の対象とはなつていないが、 C F C 1 1 より も 毒性が強いこ と もあり、 将来的には 0 D Pがゼ口の化合物 により代替されるこ とが望ま しい。 However, these alternative scavenger compounds do not satisfy all of the ozone depletion potential (hereinafter referred to as 0 DP), incombustibility and various performances required for other refrigerants. For example, HCFC123 is an ODP It is not much regulated (e.g., about 1Z50 for CFC 11), but may be more toxic than CFC 11 and may have 0 DP in the future. It is hoped that this will be replaced by a compound from Zeguchi.
本発明は、 人体に対する毒性が低く.、 O D Pがゼロであ り、 冷媒と しての性能に優れ、 機器運転時の相変化に際し ての組成変化を実質的に伴わない冷媒を提供するこ とを主 な目的とする。  The present invention provides a refrigerant that has low toxicity to the human body, has zero ODP, has excellent performance as a refrigerant, and does not substantially involve a change in composition during a phase change during equipment operation. Is the main purpose.
発 明 の 開 示  Disclosure of the invention
本発明者は、 上記のような技術の現状に鑑みて種々研究 を重ねてきた。 その結果、 特定構造のフ ッ素化炭化水素か らなる冷媒がその目的に合致する要件を具備していること を見出した。  The present inventor has conducted various studies in view of the above-mentioned state of the art. As a result, they have found that a refrigerant composed of a fluorinated hydrocarbon having a specific structure has requirements meeting its purpose.
即ち、 本発明は、 C F n C F 2 C H2 C F3 ( 1， 1， 1， 2 , 2， 4 , 4 , 4—ォク 夕 フノレオロブタ ン） 、 C F 3 C H ( C H F 2 ) C F n ( 2 — ジフルォ ロメ チル一 1， 1， 1， 3 , 3， 3 —テ ト ラ フルォロプロノ、。ン） 、 That is, the present invention provides CF n CF 2 CH 2 CF 3 (1,1,1,2,2,4,4,4-octanol phenol) and CF 3 CH (CHF 2 ) CF n (2— Difluoromethyl-1,1,1,1,3,3,3—tetrafluoroprono.
C F。 C H F C F n C H F ( 1， 1， 1， 2， 3， 3 CF. CHFCF n CHF (1, 1, 1, 2, 3, 3
2  Two
4 , 4ーォク タ フノレオロ ブタ ン） 、 C F 0 C F2 C F 9 C H2 F ( 1 , 1 , 1 , 2 , 2 , 3 , 3 , 4—ォク タ フルォロ ブタ ン） 、 4, 4 Oku data Funoreoro pig down), CF 0 CF 2 CF 9 CH 2 F (1, 1, 1, 2, 2, 3, 3, 4- O pin definition Furuoro pig down),
C H F n C F„ C Fn C H F ( 1 , 1 , 2 , 2, 3， 3, CHF n CF „CF n CHF (1, 1, 2, 2, 3, 3,
2 2 2 新た な用紙 4 , 4ーォクタフルォロブタン） および 2 2 2 New paper 4, 4-octafluorobutane) and
C H F2 C F (C H F2 ) C F3 (2—ジフルォロメチル — 1 , 1 , 2 , 3， 3， 3—テ トラフルォロプロパン） か らなる群より選ばれた 1種からなる冷媒を提供するもので め 0 CHF 2 CF (CHF 2 ) provides a refrigerant selected from the group consisting of CF 3 (2-difluoromethyl—1,1,2,3,3,3-tetrafluoropropane). 0
また、 本発明は、 C F3 C F2 C H。 C F3 ヽ Further, the present invention relates to CF 3 CF 2 CH. CF 3ヽ
C F3 C H (C H F2 ) C F3 、 CF 3 CH (CHF 2 ) CF 3 ,
C F 3 C H F C F 2 C H F 2 CF 3 CHFCF 2 CHF 2
C F3 C F2 C F C H2 F、 CF 3 CF 2 CFCH 2 F,
C H F9 C F 0 C F 2 C H F 2 および CHF 9 CF 0 CF 2 CHF 2 and
C H F2 C F (C H F2 ) C F。 からなる群より選ばれた 1種からなる冷媒を用いて作.動する冷凍機を提供する もの である。 CHF 2 CF (CHF 2 ) CF. An object of the present invention is to provide a refrigerator that operates using one type of refrigerant selected from the group consisting of:
さらに、 本発明は、 C F。 C F2 C H£ C F 3 、 Furthermore, the present invention relates to CF. CF 2 CH £ CF 3 ,
C F3 C H (C H F2 ) C F3 、 CF 3 CH (CHF 2 ) CF 3 ,
C F3 C H F C F2 CH F2 、 CF 3 CHFCF 2 CH F 2 ,
C F3 C F£ C F2 C H2 F、 CF 3 CF £ CF 2 CH 2 F,
C H F 9 C F 2 C F 2 C H F 2 および CHF 9 CF 2 CF 2 CHF 2 and
CH F2 C F (C H F2 ) C F3 からなる群より選ばれた 1種の冷媒と しての使用を提供する ものである。 CHF 2 CF (CHF 2 ) provides use as one type of refrigerant selected from the group consisting of CF 3 .
本発明で使用する好ま しい冷媒と しては、 C F3 C F2 C H2 C F3 、 C F λ C H (C H F£ ) 〇 、 C F。 C 新たな用紙 H F C F 2 C H F 2 および C F 3 C F 2 C F 2 C H 2 Fの 4種が挙げられる。 Preferred refrigerants used in the present invention include CF 3 CF 2 CH 2 CF 3 , CFλ CH (CHF £ ) 〇, and CF. C New paper Four types of HFCF 2 CHF 2 and CF 3 CF 2 CF 2 CH 2 F are mentioned.
なお、 本発明の冷媒には、 その性能を阻害しない程度に 他の冷媒を含んでいても良い。  The refrigerant of the present invention may contain another refrigerant to such an extent that its performance is not impaired.
本発明で使用する 6種類のフ ッ素化炭化水素はすべて公 知の化合物であり、 公知の方法に従い製造される。  The six types of fluorinated hydrocarbons used in the present invention are all known compounds and are produced according to known methods.
本発明で使用する冷媒の主な物性は、 以下の表 1に示す 通りである  The main physical properties of the refrigerant used in the present invention are as shown in Table 1 below.
1  1
冷 媒 C F 0 C F 2 C H2 C F 3 ( 下 （a)と記载する, 分子量 2 0 2 Refrigerant CF 0 CF 2 CH 2 CF 3 (marked below (a), molecular weight 200)
沸点 （°C) 1 8  Boiling point (° C) 1 8
蒸発潜熱（kcal/kg:0O 3 1 6 Latent heat of vaporization (kcal / kg: 0O 3 1 6
臨界温度 （で） 1 4 8 Critical temperature (in) 1 4 8
オゾン破壌係数 0 Ozone destruction coefficient 0
1 (続 き ） 1 (continued)
冷 媒 C F n C H (C H F2 ) C F3 (H下 （b)と記載する。 ） 分子量 2 0 2 Refrigerant CF n CH (CHF 2 ) CF 3 (Below H, described as (b).) Molecular weight 20 2
沸点 （°C) ' 1 7 Boiling point (° C) '1 7
蒸発潜熱（kcal/kg:0O 3 1. 9 Latent heat of vaporization (kcal / kg: 0O 3 1.9
臨界温度 （°C) 1 4 4 新た な 用紙 オゾン破壌係数 0 Critical temperature (° C) 1 4 4 New paper Ozone destruction coefficient 0
1 (続き） 1 (continued)
冷 媒 C F3 C H F C F。 C H F。 （耵冷媒（ と する。） Refrigerant CF 3 CHFCF. CHF. (耵 refrigerant)
2 2  twenty two
分子量 2 0 2 沸点 （°C) 3 5 蒸発潜熱（kcal/kg:0O 3 5 3 臨界温度 （で） 1 7 0 オゾン破壌係数 0  Molecular weight 2 0 2 Boiling point (° C) 3 5 Latent heat of vaporization (kcal / kg: 0O 3 5 3 Critical temperature (in) 1 7 0 Ozone destruction coefficient 0
(続き） 冷 媒 C F3 C F9 C F2 C H2 F 0(下冷媒（d)と記载する。） (Continued) Refrigerant CF 3 CF 9 CF 2 CH 2 F 0 (referred to as lower refrigerant (d))
O  O
分子量 2 0 2 沸点 （°C) 2 5 蒸発潜熱（kcal/kg:GO 3 2 9 臨界温度 （°C) 1 5 8 オゾン破壌係数 0 Molecular weight 2 0 2 Boiling point (° C) 2 5 Latent heat of vaporization (kcal / kg : GO 3 2 9 Critical temperature (° C) 1 5 8 Ozone destruction coefficient 0
1 (続き） 1 (continued)
冷 媒 CHF2 C F9 C F CHF? (H下冷媒（e)と する。） 分子量 2 0 2 沸点 (。C) 44 新たな用紙 蒸発潜熱（kcal/kg:0t) 3 7. 5 Refrigerant CHF 2 CF 9 CF CHF ? (Refer to refrigerant (e) under H.) Molecular weight 202 Boiler point (.C) 44 New paper Latent heat of vaporization (kcal / kg : 0t) 37.5
臨界温度 （で） 1 8 3  Critical temperature (in) 1 8 3
オゾン破壊係数 — 0  Ozone depletion potential — 0
1 (続き）  1 (continued)
冷 媒 C H F2 C F (C H F2 ) C F3 (以下冷媒 ）と記載する ( 分子量 2 0 2 Refrigerant CHF 2 CF (CHF 2 ) CF 3 (hereinafter referred to as refrigerant) ( molecular weight 200 2
沸点 （°C) 5 6  Boiling point (° C) 5 6
蒸発潜熱（kcal/kg:0¾) 3 9 , 3  Latent heat of vaporization (kcal / kg: 0¾) 3 9, 3
臨界温度 C) 2 0 0  Critical temperature C) 2 0 0
オゾン破壌係数 0 本発明冷媒には、 必要に応じ、 安定剤を併用するこ とが 出来る。 即ち、 過酷な使用条件下により高度の安定性が要 求される場合には、 プロ ピレンォキシ ド、 1 , 2—ブチレ ンォキシ ド、 グリ シ ド一ルなどのェポキシ ド類 ； ジメ チル ホスフ ァイ ト、 ジイ ソプロ ピルホスフ ァ イ ト、 ジフ エニル ホスフ ァイ ト などのホスフ ァ イ ト類 ； ト リ ラ ウ リ ノレ ト リ チ ォフ ォスフ ァ イ トなどのチォホスフ ァ イ ト類 ； ト リ フ エ ノ キシホスフ ィ ンサルフ ァ イ ド、 ト リ メ チルホスフ ィ ンサル フ ァイ ドなどのホスフ ィ ンサルフ ァ イ ド類 ； ホウ酸、 ト リ ェチ レボレー ト、 ト リ フ ヱニルボレー ト、 フ ヱニルボロ ン 新た な用紙 酸、 ジフヱニルボロ ン酸などのホウ素化合物 ； 2 ， 6—ジ 一 t e r t —プチルノ、。ラク レゾールなどのフエノール類 ； ニ トロメタン、 ニ トロェタンなどのニトロアルカ ン類 ； ァ ク リル酸メチル、 ァク リル酸ェチルなどのァク リル酸エス テル類 ； その他ジォキサン、 t e r t.ーブタノ ール、 ペン タエリスリ トール、 ノヽ0ライソプロぺニルトルエン ； などの 安定剤を冷媒重量の 0 . 0 1 〜 5 %程度添加することがで きる。 Ozone destruction coefficient 0 A stabilizer may be used in combination with the refrigerant of the present invention, if necessary. That is, when a high degree of stability is required under severe use conditions, epoxides such as propylene oxide, 1,2-butylene oxide, and glycidyl; dimethyl phosphite; Phosphites such as triisopropyl phosphite, diphenyl phosphite; triphosphorites such as trilaurine oletrito phosphite; tripheno Phosphine sulfides such as xyphosphin sulfide and trimethyl phosphine sulfide; boric acid, trinethyl bolate, trifluorophenyl borane, phenyl boronin New paper Boron compounds such as acid and diphenylboronic acid; 2,6-di-tert-butyl. Phenols such as lacresole; nitroalkanes such as nitromethane and nitroethane; acrylate esters such as methyl acrylate and ethyl acrylate; and other dioxane, tert.-butanol, and pen as possible out to the stabilizer such as adding approximately 0 0 1-5% of the refrigerant weight; Taerisuri Torr, Nono 0 Raisopuro Bae Nirutoruen..
また、 本発明の目的乃至効果を損なわない範囲で、 本発 明冷媒には他の化合物を混合するこ とが出来る。 この様な 化合物と しては、 ジメチルエーテル、 ペンタフルォロジメ チルエーテルなどのエーテル類 ； パーフルォロェチルァミ ンなどのアミ ン類 ； L P Gなどが例示される。  Further, other compounds can be mixed with the refrigerant of the present invention as long as the objects and effects of the present invention are not impaired. Examples of such compounds include ethers such as dimethyl ether and pentafluoromethyl ether; amines such as perfluoroethylamine; LPG.
本発明で使用するフッ素化炭化水素は、 易分解性であり、 オゾン層に影響を与える塩素原子を含まないので、 O D P はゼロであり、 オゾン層の破壌問題を生じる危険性はない。 本発明による冷媒は、 圧縮機ガス吐出温度が低く、 蒸発 圧および凝縮圧が適切な範囲にあるので冷媒性能が比較的 優れている。 本発明による冷媒のうち、 冷媒 （ e ) および 冷媒 （ f ) は、 蒸発圧および凝縮圧が比較的低いので、 本 発明で実施したヒー トサイクル温度領域より高い範囲で容 易に操作し得る。 新た な用紙 本発明による冷媒のうち、 冷媒 （ a ) および冷媒 （b ) は、 C F C 1 1 と同等以上の冷凍能力を有し、 成績係数は 同等程度であるという総合的に優れた性能を発揮する。 従 つて、 ターボ用冷媒などと して使用されている C F C 1 1 に代替し得る。 Since the fluorinated hydrocarbon used in the present invention is easily decomposable and does not contain chlorine atoms that affect the ozone layer, the ODP is zero and there is no danger of causing the ozone layer to break. The refrigerant according to the present invention has a relatively excellent refrigerant performance because the compressor gas discharge temperature is low and the evaporating pressure and the condensing pressure are in appropriate ranges. Among the refrigerants according to the present invention, the refrigerant (e) and the refrigerant (f) can be easily operated in a range higher than the heat cycle temperature range implemented in the present invention because the evaporating pressure and the condensing pressure are relatively low. New paper Among the refrigerants according to the present invention, the refrigerant (a) and the refrigerant (b) have a refrigerating capacity equal to or higher than that of the CFC 11 and exhibit an overall excellent performance that the coefficient of performance is about the same. Therefore, it can be replaced with CFC11 used as a refrigerant for turbochargers.
本発明による冷媒は、 単一化合物からなるので、 液管理、 回収後の再利用などを有利に行ない得る。  Since the refrigerant according to the present invention is composed of a single compound, liquid management, reuse after recovery, and the like can be advantageously performed.
本発明による冷媒は、 高分子化合物に対する溶解性が低 いので、 既存の冷凍機における材料変更などを行なう こ と なく、 そのまま使用可能である。  Since the refrigerant according to the present invention has low solubility in a polymer compound, it can be used as it is without changing the material in an existing refrigerator.
本発明による冷媒は、 P A G (ポ リ アルキレ ングリ コー ル） 系油、 ポリエステル系油などとの相溶性に優れている。  The refrigerant according to the present invention has excellent compatibility with PAG (polyalkylene glycol) -based oil, polyester-based oil and the like.
本発明による冷媒は、 不燃性であり、 熱安定性も良好で ある  The refrigerant according to the present invention is nonflammable and has good thermal stability
発明を実施するための最良の形態  BEST MODE FOR CARRYING OUT THE INVENTION
以下に実施例および比較例を示し、 本発明の特徴とする ところをより一層明らかにする。  Examples and comparative examples are shown below to further clarify features of the present invention.
実施例 1 Example 1
本発明の冷媒 （冷媒 （ a ) 〜冷媒 （ f ) ) を各々使用す る 1馬力の冷凍機において、 凝縮器における冷媒の蒸発温 度を 5 °Cと し、 凝縮温度を 4 0 °Cと し、 圧縮機入り 口の過 熱温度を 1 2°Cとし、 凝縮器出口の過冷却度を 5°Cと して、 新た な ¾紙 0 運転を行なつた。 In the one-horsepower refrigerator using the refrigerants (refrigerant (a) to refrigerant (f)) of the present invention, the evaporation temperature of the refrigerant in the condenser is 5 ° C, and the condensing temperature is 40 ° C. The superheat temperature at the compressor inlet is 12 ° C and the supercooling degree at the condenser outlet is 5 ° C. 0 Driving was performed.
冷凍機油と しては、 ポリアルキレングリ コールを使用し た。  Polyalkylene glycol was used as refrigerating machine oil.
表 2に成績係数 （C O P) 、 冷凍能力 [kcalZm3 ] お よび圧縮機ガス吐出温度 （°C) を示す。 Table 2 shows the coefficient of performance (COP), refrigeration capacity [kcalZm 3 ], and compressor gas discharge temperature (° C).
また、 表 2には、 比較と して C F C 1 1についての結果 を併せて示す。  Table 2 also shows the results of CFC 11 for comparison.
表 2  Table 2
冷 媒 C O P 冷凍能力 圧縮機ガス吐出  Refrigerant C O P Refrigeration capacity Compressor gas discharge
(kcal/m3 ) 温度 （で） 冷媒 （a) 7. 0 1 5 1 4 0 冷媒 （b) 7. 0 1 6 0 4 0 冷媒 （ c) 7. 1 7 3 4 0 冷媒 （d) 7. 1 1 0 4 4 0 冷媒 （ e) 7. 2 5 2 4 0 冷媒 （ f ) 7. 2 3 3 4 0 (kcal / m 3 ) Temperature (in) Refrigerant (a) 7.015 14 0 refrigerant (b) 7.0 16 00 refrigerant (c) 7.173 4 0 refrigerant (d) 7 11.104.40 Refrigerant (e) 7.2 5.24 Refrigerant (f) 7.23.304
(CFC11) 7. 3 1 3 0 5 2  (CFC11) 7.3 1 3 0 5 2
表 2に示す結果から、 C F C 1 1に比して本発明による 冷媒は総合的にバラ ンスの取れた特性を具備していること が明らかである。  From the results shown in Table 2, it is clear that the refrigerant according to the present invention has overall balanced characteristics as compared with CFC 11.
新たな用紙 New paper

Claims

請 求 の 範 囲  The scope of the claims
1. C F 3 C F 2 C H2 C F3 、 1. CF 3 CF 2 CH 2 CF 3 ,
C F 3 C H ( C H F C F 3 、 CF 3 CH (CHFCF 3 ,
C F 3 C H F C F 2 C H F2 、 CF 3 CHFCF 2 CHF 2 ,
C F3 C F2 C F 2 C H2 F、 CF 3 CF 2 CF 2 CH 2 F,
C H F 2 C F 2 C F 2 C H F 2 および CHF 2 CF 2 CF 2 CHF 2 and
C H F。 C F ( C H F 2 ) C F 3 からなる群よ り選ばれた 1種からなる冷媒。 CHF. CF (CHF 2 ) A refrigerant consisting of one type selected from the group consisting of CF 3 .
. t g C F 0 ^ H 2 C F r> ヽ .tg CF 0 ^ H 2 CF r> ヽ
C F3 C H ( C H F 2 ) C F3 、 CF 3 CH (CHF 2 ) CF 3 ,
C F 3 C H F C F n C H F 2 および CF 3 CHFCF n CHF 2 and
C F。 C F2 C F 0 C H2 Fからなる群よ り選ばれた 1種 からなる請求項 1に記載の冷媒。 CF. Refrigerant according to claim 1 consisting of CF 2 CF 0 CH 2 1 kind selected Ri by the group consisting of F.
3. C F ^ r 2 し し r 3 ヽ 3. CF ^ r 2 then r 3 ヽ
C F。 C H ( C H F 2 ) C F 3 、 CF. CH (CHF 2 ) CF 3 ,
C F 3 C H F C F 2 C H F2 、 CF 3 CHFCF 2 CHF 2 ,
C F 3 C F 9 C F 2 C H2 F、 CF 3 CF 9 CF 2 CH 2 F,
C H F 2 C F 2 C F 9 C H F 2 および CHF 2 CF 2 CF 9 CHF 2 and
C H F 2 C F ( C H F 2 ) C F 3 からなる群よ り選ばれた 1種からなる冷媒を用いて作動する冷凍機。 CHF 2 CF (CHF 2 ) A refrigerator that operates using one type of refrigerant selected from the group consisting of CF 3 .
4. C F 3 C F 2 C H2 C F 3 、 4. CF 3 CF 2 CH 2 CF 3 ,
C F3 C H ( C H F 2 ) C F 3 、 CF 3 CH (CHF 2 ) CF 3 ,
新た な 用紙 C F 3 C H F C F2 C H F2 および New paper CF 3 CHFCF 2 CHF 2 and
C F3 C F2 C F2 C H2 Fからなる群より選ばれた 1種 からなる冷媒を用いて作動する冷凍機。 5. C F C F2 C H2 C F3 、 C F3 C H (C H F2 ) C F3 、 C F3 C H F C F 0 C H F2 、 A refrigerator that operates using one type of refrigerant selected from the group consisting of CF 3 CF 2 CF 2 CH 2 F. 5.CFCF 2 CH 2 CF 3 , CF 3 CH (CHF 2 ) CF 3 , CF 3 CHFCF 0 CHF 2 ,
C F3 C F2 C F2 C H2 F、 CF 3 CF 2 CF 2 CH 2 F ,
C H F 2 C F 9 C F 2 C H F 2 および CHF 2 CF 9 CF 2 CHF 2 and
C H F 0 C F CC H F2 ) C F3 からなる群より選ばれた 1種の冷媒と しての使用。 CHF 0 CF CC HF 2) use of a one refrigerant selected from the group consisting of CF 3.
6. C F3 C F2 C H9 C F3 、 6. CF 3 CF 2 CH 9 CF 3 ,
C F。 C H (CH F2 ) C F3 、 C F3 C H F C F2 C H F2 および CF. CH (CH F 2 ) CF 3 , CF 3 CHFCF 2 CHF 2 and
C F„ C F 2 C F9 CH2 Fからなる群より選ばれた 1種 の請求項 5に記載の冷媒と しての使用。 6. Use as a refrigerant according to claim 5 selected from the group consisting of CF „CF 2 CF 9 CH 2 F.
新た な用紙 New paper
PCT/JP1992/001502 1991-11-19 1992-11-18 Refrigerant comprising octafluorobutane WO1993010203A1 (en)

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JP3303386A JPH05140547A (en) 1991-11-19 1991-11-19 Refrigerant composed of octafluorobutane

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Cited By (11)

* Cited by examiner, † Cited by third party
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WO1996010061A1 (en) * 1994-09-29 1996-04-04 E.I. Du Pont De Nemours And Company Oftafluorobutane compositions
EP0735124A1 (en) * 1995-03-28 1996-10-02 Elf Aquitaine Active composition having a laminated structure and its use as reaction medium
US5562854A (en) * 1994-09-29 1996-10-08 E. I. Du Pont De Nemours And Company Octafluorobutane compositions
US5562853A (en) * 1994-09-29 1996-10-08 E. I. Du Pont De Nemours And Company 1,1,2,2,3,3,4,4,-octafluorobutane compositions
EP0738772A1 (en) * 1995-04-20 1996-10-23 Elf Atochem S.A. Near azeotropic mixtures based on difluoromethane and pentadifluoromethylether and their use as refrigerant fluids
US5626790A (en) * 1992-11-19 1997-05-06 E. I. Du Pont De Nemours And Company Refrigerant compositions including 1,1,2-trifluoroethane and hexafluoropropane
US5681800A (en) * 1994-12-08 1997-10-28 Exxon Chemical Patents Inc. Biodegradable branched synthetic ester base stocks and lubricants formed therefrom
US5688431A (en) * 1994-09-29 1997-11-18 E. I. Du Pont De Nemours And Company Octafluorobutane compositions
US5705471A (en) * 1994-09-29 1998-01-06 E. I. Du Pont De Nemours And Company 1,1,2,2,3,3,4,4-octaflourobutane compositions
US5730894A (en) * 1996-04-16 1998-03-24 E. I. Du Pont De Nemours And Company 1,1,2,2,3,3,4,4-octafluorobutane azeotropic (like) compositions
US6156224A (en) * 1992-06-19 2000-12-05 Matsushita Electric Industrial Co., Ltd. Working fluid containing perfluorodimethylether

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JPH01153786A (en) * 1987-12-11 1989-06-15 Asahi Glass Co Ltd Working medium mixture
EP0431458A1 (en) * 1989-12-07 1991-06-12 Daikin Industries, Limited Cleaning composition
JPH03229732A (en) * 1990-02-02 1991-10-11 Asahi Glass Co Ltd Production of styrenic resin foam

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JPH01153786A (en) * 1987-12-11 1989-06-15 Asahi Glass Co Ltd Working medium mixture
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JPH03229732A (en) * 1990-02-02 1991-10-11 Asahi Glass Co Ltd Production of styrenic resin foam

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6156224A (en) * 1992-06-19 2000-12-05 Matsushita Electric Industrial Co., Ltd. Working fluid containing perfluorodimethylether
US5626790A (en) * 1992-11-19 1997-05-06 E. I. Du Pont De Nemours And Company Refrigerant compositions including 1,1,2-trifluoroethane and hexafluoropropane
US5654264A (en) * 1994-09-29 1997-08-05 E. I. Du Pont De Nemours And Company Octafluorobutane compositions
US5705471A (en) * 1994-09-29 1998-01-06 E. I. Du Pont De Nemours And Company 1,1,2,2,3,3,4,4-octaflourobutane compositions
US5562853A (en) * 1994-09-29 1996-10-08 E. I. Du Pont De Nemours And Company 1,1,2,2,3,3,4,4,-octafluorobutane compositions
US5772911A (en) * 1994-09-29 1998-06-30 E. I. Du Pont De Nemours And Company 1,1,2,2,3,3,4,4-Octafluorobutane compositions
US5562854A (en) * 1994-09-29 1996-10-08 E. I. Du Pont De Nemours And Company Octafluorobutane compositions
US5562855A (en) * 1994-09-29 1996-10-08 E. I. Du Pont De Nemours And Company Octafluorobutane compositions
WO1996010061A1 (en) * 1994-09-29 1996-04-04 E.I. Du Pont De Nemours And Company Oftafluorobutane compositions
US5653908A (en) * 1994-09-29 1997-08-05 E. I. Du Pont De Nemours And Company Octafluorobutane compositions
US5688431A (en) * 1994-09-29 1997-11-18 E. I. Du Pont De Nemours And Company Octafluorobutane compositions
US5681800A (en) * 1994-12-08 1997-10-28 Exxon Chemical Patents Inc. Biodegradable branched synthetic ester base stocks and lubricants formed therefrom
EP0735124A1 (en) * 1995-03-28 1996-10-02 Elf Aquitaine Active composition having a laminated structure and its use as reaction medium
FR2733241A1 (en) * 1995-04-20 1996-10-25 Atochem Elf Sa PSEUDO-AZEOTROPIC MIXTURES BASED ON DIFLUOROMETHANE AND PENTAFLUORODIMETHYLETHER, AND THEIR APPLICATIONS AS REFRIGERANTS
EP0738772A1 (en) * 1995-04-20 1996-10-23 Elf Atochem S.A. Near azeotropic mixtures based on difluoromethane and pentadifluoromethylether and their use as refrigerant fluids
US5730894A (en) * 1996-04-16 1998-03-24 E. I. Du Pont De Nemours And Company 1,1,2,2,3,3,4,4-octafluorobutane azeotropic (like) compositions

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