JPH0585970A - Refrigerant - Google Patents

Refrigerant

Info

Publication number
JPH0585970A
JPH0585970A JP3245934A JP24593491A JPH0585970A JP H0585970 A JPH0585970 A JP H0585970A JP 3245934 A JP3245934 A JP 3245934A JP 24593491 A JP24593491 A JP 24593491A JP H0585970 A JPH0585970 A JP H0585970A
Authority
JP
Japan
Prior art keywords
refrigerant
trifluoropropene
trifluoromethyl
present
ozone
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
Application number
JP3245934A
Other languages
Japanese (ja)
Inventor
Yukio Omure
幸雄 大牟礼
Masahiro Noguchi
真裕 野口
Katsuki Fujiwara
克樹 藤原
Hiroshi Momota
博史 百田
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.)
Daikin Industries Ltd
Original Assignee
Daikin Industries Ltd
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 Daikin Industries Ltd filed Critical Daikin Industries Ltd
Priority to JP3245934A priority Critical patent/JPH0585970A/en
Publication of JPH0585970A publication Critical patent/JPH0585970A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To provide a novel refrigerant causing no ozone decomposition, excellent in various performs, comprising 2-trifluoromethyl-3,3,3-trifluoropropene. CONSTITUTION:The objective refrigerant comprising 2-trifluoromethyl-3,3,3 trifluoropropene and, where appropriate, also containing a stabilizer, ether compound, amino compound, etc., The 2-trifluoromethyl-3,3,3-trifluoropropene, which is readily decomposable and contains no chlorine affecting the ozone layer, has no concern for the ozone layer depletion, The present refrigerant has high refrigerant ability and is good in coefficient of performance; therefore, may be an alternative to the existing refrigerant for turbo-generator, etc. Because this refrigerant consisting essentially of a single compound, it is advantageous in maintenance, reuse after recovery, etc., being low in dissolution for polymeric compounds and also excellent in compatibility and thermal stability.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は、新規な冷媒に関する。FIELD OF THE INVENTION The present invention relates to a novel refrigerant.

【0002】[0002]

【従来技術とその問題点】従来、作動流体乃至冷媒とし
ては、クロロフルオロアルカン類、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、CFC11
(トリクロロフルオロメタン)、CFC12(ジクロロ
ジフルオロメタン)、CFC114(1,2−ジクロロ
−1,1,2,2−テトラフルオロエタン),HCFC
22(クロロジフルオロメタン)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、これらのクロロフルオロアルカンが、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オゾン層を破壊し、
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、オゾン層破壊の
可能性の高いこれらクロロフルオ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ロフ
ルオロアルカンとしては、上記のR11、R12、R1
14などがある。
2. Description of the Related Art Conventionally, as working fluids or refrigerants, chlorofluoroalkanes, azeotropic compositions thereof, and compositions having compositions in the vicinity thereof have been known. Of these, CFC11 is currently used as a working fluid for refrigerators.
(Trichlorofluoromethane), CFC12 (dichlorodifluoromethane), CFC114 (1,2-dichloro-1,1,2,2-tetrafluoroethane), HCFC
22 (chlorodifluoromethane) and the like are mainly used. However, in recent years, when released to the atmosphere, these chlorofluoroalkanes rise to the stratosphere because it takes a long time to decompose, and the chlorine radicals generated there decompose the ozone layer in the stratosphere. ,
As a result, it has been pointed out that it has a serious adverse effect on the earth's ecosystem including humankind. Therefore, use and production of these chlorofluoroalkanes, which have a high possibility of depleting the ozone layer, have been limited by international agreements. The currently restricted chlorofluoroalkanes include R11, R12 and R1 above.
There are 14 and so on.

【0003】前記のクロロフルオロアルカンのうちHC
FC22は、オゾン破壊係数(以下ODPという)が前
記の規制対象化合物に比してかなり低いので(例えば、
CFC11の約1/20)、規制の対象とはなっていな
いが、将来的にはODPがゼロの化合物により代替され
ることが望ましい。
HC among the above-mentioned chlorofluoroalkanes
FC22 has an ozone depletion potential (hereinafter referred to as ODP) that is considerably lower than that of the above-mentioned regulated compounds (for example,
CFC11 is about 1/20), which is not subject to regulation, but it is desirable that it be replaced by a compound with zero ODP in the future.

【0004】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っている。
With the spread of air-conditioning and refrigerating equipment, the use and production of these refrigerants, which are in increasing demand every year, are limited in terms of living environment, storage and transportation of foods, etc.
Since it has a great impact on current social mechanisms in general, development of a new refrigerant having no or very low risk of ozone depletion is an urgent issue.

【0005】上記の様なクロロフルオロアルカンに代替
し得る有望な化合物(以下代替候補化合物という)とし
ては、水素原子を含むクロロフルオロアルカンまたはフ
ルオロアルカン、例えば、HCFC21(ジクロロモノ
フルオロメタン)、HFC23(トリフルオロメタ
ン)、HFC32(ジフルオロメタン)、HCFC12
4(モノクロロテトラフルオロメタン)、HFC125
(ペンタフルオロエタン)、HCFC133a(モノク
ロロトリフルオロエタン)、HFC134a(テトラフ
ルオロエタン)、HCFC142b(モノクロロジフル
オロエタン)、HFC143a(トリフルオロエタン)
などが挙げられる。
Promising compounds that can substitute for the above-mentioned chlorofluoroalkanes (hereinafter referred to as alternative candidate compounds) are chlorofluoroalkanes or fluoroalkanes containing a hydrogen atom, such as HCFC21 (dichloromonofluoromethane), HFC23 ( Trifluoromethane), HFC32 (difluoromethane), HCFC12
4 (monochlorotetrafluoromethane), HFC125
(Pentafluoroethane), HCFC133a (monochlorotrifluoroethane), HFC134a (tetrafluoroethane), HCFC142b (monochlorodifluoroethane), HFC143a (trifluoroethane)
And so on.

【0006】しかしながら、これらの代替候補化合物
は、単独では、ODP、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。
従って、これらの2種以上を混合物として使用すること
も考えられる。しかしながら、混合物を冷媒として使用
する場合には、単なる混合状態では、熱交換器内で蒸発
或いは凝縮という相変化を生ずる際に、組成変化を伴う
ので、機器の運転上信頼性が保たれ難い。
However, these alternative candidate compounds alone do not satisfy all the ODP, nonflammability, and other various performances required as a refrigerant.
Therefore, it is also conceivable to use two or more of these as a mixture. However, when the mixture is used as a refrigerant, in a simple mixed state, the composition is changed when a phase change such as evaporation or condensation occurs in the heat exchanger, so that it is difficult to maintain the operational reliability of the device.

【0007】また、共沸混合組成物として、CFC12
/HFC152a=78.3/26.2重量%のもの
(R500)、HCFC22/CFC115=48.8
/51.2重量%のもの(R502)、CFC13/H
FC23=59.9/40.1重量%のもの(R50
3)、HFC32/CFC115=48.2/51.8
重量%のもの(R504)などが知られているが、これ
らの冷媒は塩素原子を含んでいるので、今後その使用が
制限される方向にある。
As an azeotropic composition, CFC12
/HFC152a=78.3/26.2 wt% (R500), HCFC22 / CFC115 = 48.8
/51.2% by weight (R502), CFC13 / H
FC23 = 59.9 / 40.1% by weight (R50
3), HFC32 / CFC115 = 48.2 / 51.8
Weight percent (R504) and the like are known, but since these refrigerants contain chlorine atoms, their use is likely to be restricted in the future.

【0008】[0008]

【発明が解決しようとする課題】本発明は、ODPがゼ
ロであり、冷媒としての性能に優れ、機器運転時に相変
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。
SUMMARY OF THE INVENTION The main object of the present invention is to provide a refrigerant having zero ODP, excellent performance as a refrigerant, and substantially not accompanied by a composition change due to a phase change during equipment operation. And

【0009】[0009]

【課題を解決するための手段】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、、2−トリフルオロメチル−3,3,3−トリフル
オロプロペン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 inventors have conducted various studies in view of the current state of the art as described above. As a result, they have found that 2-trifluoromethyl-3,3,3-trifluoropropene has the requirements that meet its purpose.

【0010】すなわち、本発明は、2−トリフルオロメ
チル−3,3,3−トリフルオロプロペンからなる冷媒
を提供するものである。
That is, the present invention provides a refrigerant comprising 2-trifluoromethyl-3,3,3-trifluoropropene.

【0011】本発明で使用する2−トリフルオロメチル
−3,3,3−トリフルオロプロペンの主な物性は、以
下の表1に示す通りである。 表 1 分子量 140 沸点(℃) 13 臨界温度(℃) 152 臨界圧力(kg/cm2 ・a) 31.9 蒸発潜熱(kcal/kg:0℃) 36.9 オゾン分解能 0
The main physical properties of 2-trifluoromethyl-3,3,3-trifluoropropene used in the present invention are shown in Table 1 below. Table 1 Molecular weight 140 Boiling point (° C) 13 Critical temperature (° C) 152 Critical pressure (kg / cm 2 · a) 31.9 Latent heat of vaporization (kcal / kg: 0 ° C) 36.9 Ozone resolution 0

【0012】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、プロピレンオキシ
ド、1,2−ブチレンオキシド、グリシドールなどのエ
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、ジフェニルホスファイトなどのホスファイ
ト類;トリラウリルトリチオフォスファイトなどのチオ
ホスファイト類;トリフェ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、トリエチルボレート、トリ
フェニルボレート、フェニルボロン酸、ジフェニルボロ
ン酸などのホウ素化合物;2,6−ジ−tert・ブチ
ルパラクレゾールなどのフェノール類;ニトロメタン、
ニトロエタンなどのニトロアルカン類;アクリル酸メチ
ル、アクリル酸エチルなどのアクリル酸エステル類;そ
の他ジオキサン、tert−ブタノール、ペンタエリス
リトール、パライソプロペニルトルエン;などの安定剤
を冷媒重量の0.01〜5%程度添加することができ
る。
If desired, a stabilizer may be used in combination with the refrigerant of the present invention. That is, when a high degree of stability is required under severe conditions of use, epoxides such as propylene oxide, 1,2-butylene oxide and glycidol; phosphites such as dimethyl phosphite, diisopropyl phosphite and diphenyl phosphite. Phites; thiophosphites such as trilauryltrithiophosphite; phosphine sulfides such as triphenoxyphosphine sulfide and trimethylphosphine sulfide; boron compounds such as boric acid, triethylborate, triphenylborate, phenylboronic acid and diphenylboronic acid Phenols such as 2,6-di-tert-butylparacresol; nitromethane;
Nitroalkanes such as nitroethane; acrylic acid esters such as methyl acrylate and ethyl acrylate; other dioxane, tert-butanol, pentaerythritol, paraisopropenyltoluene; It can be added.

【0013】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
ンタフルオロジメチルエーテルなどのエーテル類;パー
フルオロエチルアミンなどのアミン類;LPGなどが例
示される。
Further, other compounds can be mixed with the refrigerant of the present invention within a range that does not impair the objects and effects of the present invention. Examples of such compounds include ethers such as dimethyl ether and pentafluorodimethyl ether; amines such as perfluoroethylamine; LPG and the like.

【0014】[0014]

【発明の効果】本発明で使用する2−トリフルオロメチ
ル−3,3,3−トリフルオロプロペンは、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、ODPはゼロであり、オゾン層の破壊問題を生じる
危険性はない。本発明による冷媒は、冷凍能力が高く、
成績係数も比較的良好である。例えば、CFC11に比
して、冷凍能力において約1.25倍であり、成績係数
においては同等であるという総合的に優れた性能を発揮
する。従って、ターボ用などの冷媒として現在使用され
ているCFC11に代替し得る。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。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。本発明による冷媒は、PAG(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。本発明による冷媒は、熱安定性に比較的優れて
いる。
INDUSTRIAL APPLICABILITY The 2-trifluoromethyl-3,3,3-trifluoropropene used in the present invention is easily decomposable and contains no chlorine atom which affects the ozone layer. Yes, there is no risk of ozone depletion problems. The refrigerant according to the present invention has a high refrigerating capacity,
The coefficient of performance is also relatively good. For example, as compared with CFC11, the refrigerating capacity is about 1.25 times, and the coefficient of performance is equivalent, which is a comprehensively excellent performance. Therefore, it can be replaced with the CFC 11 currently used as a refrigerant for turbos and the like. The refrigerant according to the present invention is
Since it consists of a single compound, liquid management, reuse after recovery, etc. can be advantageously performed. Since the refrigerant according to the present invention has a 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) oil, polyester oil, and the like. The refrigerant according to the present invention has relatively excellent thermal stability.

【0015】[0015]

【実施例】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 Examples and comparative examples will be shown below to further clarify the features of the present invention.

【0016】実施例1 本発明による冷媒を使用する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℃とし、凝縮温度を
40℃とし、圧縮機入り口の過熱温度を9℃とし、凝縮
器出口の過冷却度を5℃として、運転を行なった。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。
表2に成績係数(COP)、冷凍能力[kcal/m3 ]お
よび圧縮機ガス吐出温度(℃)を示す。また、表2に
は、比較としてCFC11についての結果を併せて示
す。 表 2 COP 冷凍能力 圧縮機ガス吐出 (kcal/m3 ) 温度 (℃) 本発明 7.1 157 40(CFC11 ) 7.3 125 51 表2に示す結果から、CFC11に比して、本発明によ
る冷媒が冷凍能力に特に優れ、且つ成績係数も同等であ
り、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。
Example 1 In a 1-hp refrigerator using the refrigerant according to the present invention,
The operation was performed by setting the evaporation temperature of the refrigerant in the condenser to 5 ° C, the condensation temperature to 40 ° C, the superheat temperature at the compressor inlet to 9 ° C, and the supercooling degree to the condenser outlet at 5 ° C. Polyalkylene glycol was used as the refrigerating machine oil.
Table 2 shows the coefficient of performance (COP), refrigerating capacity [kcal / m 3 ] and compressor gas discharge temperature (° C). Table 2 also shows the results for CFC11 for comparison. Table 2 COP refrigeration capacity Compressor gas discharge (kcal / m 3 ) Temperature (℃) Present invention 7.1 157 40 (CFC11) 7.3 125 51 From the results shown in Table 2, the refrigerant according to the present invention is particularly excellent in refrigerating capacity and has the same coefficient of performance as compared with CFC11. It is clear that it has balanced properties.

───────────────────────────────────────────────────── フロントページの続き (72)発明者 藤原 克樹 大阪府摂津市西一津屋1番1号 ダイキン 工業株式会社淀川製作所内 (72)発明者 百田 博史 大阪府摂津市西一津屋1番1号 ダイキン 工業株式会社淀川製作所内 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Katsuji Fujiwara No. 1 Nishiichitsuya, Settsu City, Osaka Prefecture Daikin Industries, Ltd. Yodogawa Manufacturing Co., Ltd. (72) Hiroshi Momota No. 1 Nishiichitsuya, Settsu City, Osaka Prefecture Daikin Industries, Ltd. Yodogawa Manufacturing Co., Ltd.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】 2−トリフルオロメチル−3,3,3−
トリフルオロプロペンからなる冷媒。
1. 2-Trifluoromethyl-3,3,3-
Refrigerant consisting of trifluoropropene.
JP3245934A 1991-09-25 1991-09-25 Refrigerant Pending JPH0585970A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP3245934A JPH0585970A (en) 1991-09-25 1991-09-25 Refrigerant

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP3245934A JPH0585970A (en) 1991-09-25 1991-09-25 Refrigerant

Publications (1)

Publication Number Publication Date
JPH0585970A true JPH0585970A (en) 1993-04-06

Family

ID=17141036

Family Applications (1)

Application Number Title Priority Date Filing Date
JP3245934A Pending JPH0585970A (en) 1991-09-25 1991-09-25 Refrigerant

Country Status (1)

Country Link
JP (1) JPH0585970A (en)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994026837A1 (en) * 1993-05-19 1994-11-24 E.I. Du Pont De Nemours And Company Refrigerant compositions including an acyclic fluoroether
JP2007510039A (en) * 2003-10-27 2007-04-19 ハネウェル・インターナショナル・インコーポレーテッド Fluorinated alkene refrigerant composition
WO2007053697A2 (en) 2005-11-01 2007-05-10 E. I. Du Pont De Nemours And Company Compositions comprising fluoroolefins and uses thereof
WO2007053178A1 (en) * 2005-11-01 2007-05-10 E. I. Du Pont De Nemours And Company Processes for production and purification of hydrofluoroolefins
WO2010098447A1 (en) * 2009-02-26 2010-09-02 ダイキン工業株式会社 Refrigerant composition containing hydrofluoropropane with low-global warming potential
JP2010235950A (en) * 2002-10-25 2010-10-21 Honeywell Internatl Inc Composition containing fluorine-substituted olefin
US8012368B2 (en) 2005-11-01 2011-09-06 E. I. Du Pont De Nemours And Company Compositions comprising fluoroolefins and uses thereof
US8052181B2 (en) 2007-02-28 2011-11-08 Nifco Inc. Latch device and opening and closing apparatus using same
JP2012140629A (en) * 2005-11-01 2012-07-26 E I Du Pont De Nemours & Co Composition comprising fluoroolefin and use thereof
JP2012528926A (en) * 2009-06-03 2012-11-15 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー Chiller containing cis-1,1,1,4,4,4-hexafluoro-2-butene and method for producing cooling in the apparatus
CN104194726A (en) * 2004-04-29 2014-12-10 霍尼韦尔国际公司 Compositions containing fluorine substituted olefins
AU2012229664A8 (en) * 2005-11-01 2015-03-05 The Chemours Company Fc, Llc. Compositions comprising fluoroolefins and uses thereof
US9029430B2 (en) * 2002-10-25 2015-05-12 Honeywell International Inc. Foaming agents, foamable compositions, foams and articles containing fluorine substituted olefins, and methods of making same
EP2590916B1 (en) 2010-07-09 2016-10-12 Arkema France Stable 2,3,3,3-tetrafluoropropene composition
JP2018150556A (en) * 2005-06-24 2018-09-27 ハネウェル・インターナショナル・インコーポレーテッドHoneywell International Inc. Compositions containing fluorine substituted olefins

Cited By (62)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994026837A1 (en) * 1993-05-19 1994-11-24 E.I. Du Pont De Nemours And Company Refrigerant compositions including an acyclic fluoroether
US5484546A (en) * 1993-05-19 1996-01-16 E. I. Du Pont De Nemours And Company Refrigerant compositions including an acylic fluoroether
US5607616A (en) * 1993-05-19 1997-03-04 E. I. Du Pont De Nemours And Company Azeotrope(like) compositions with fluoromethyl trifluoromethyl ether and dimethyl ether
JP2017101250A (en) * 2002-10-25 2017-06-08 ハネウェル・インターナショナル・インコーポレーテッド Compositions containing fluorine substituted olefins
JP2021152177A (en) * 2002-10-25 2021-09-30 ハネウェル・インターナショナル・インコーポレーテッドHoneywell International Inc. Compositions containing fluorine-substituted olefins
EP2314654B1 (en) 2002-10-25 2016-08-03 Honeywell International Inc. Compositions containing fluorine substituted olefins
US9029430B2 (en) * 2002-10-25 2015-05-12 Honeywell International Inc. Foaming agents, foamable compositions, foams and articles containing fluorine substituted olefins, and methods of making same
EP3170880B1 (en) 2002-10-25 2020-04-29 Honeywell International Inc. Use of compositions comprising hfo-1234ze or hfo-1234yf as refrigerant composition
JP2020015920A (en) * 2002-10-25 2020-01-30 ハネウェル・インターナショナル・インコーポレーテッドHoneywell International Inc. Compositions containing fluorine substituted olefins
JP2010235950A (en) * 2002-10-25 2010-10-21 Honeywell Internatl Inc Composition containing fluorine-substituted olefin
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