JPH0393883A - Working fluid - Google Patents
Working fluidInfo
- Publication number
- JPH0393883A JPH0393883A JP1231883A JP23188389A JPH0393883A JP H0393883 A JPH0393883 A JP H0393883A JP 1231883 A JP1231883 A JP 1231883A JP 23188389 A JP23188389 A JP 23188389A JP H0393883 A JPH0393883 A JP H0393883A
- Authority
- JP
- Japan
- Prior art keywords
- pentafluorodimethyl ether
- working fluid
- compounds
- ether
- pentafluorodimethyl
- 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
- 239000012530 fluid Substances 0.000 title claims abstract description 13
- ACYQYBAHTSKBLM-UHFFFAOYSA-N difluoromethoxy(trifluoro)methane Chemical compound FC(F)OC(F)(F)F ACYQYBAHTSKBLM-UHFFFAOYSA-N 0.000 claims abstract description 20
- 150000001875 compounds Chemical class 0.000 abstract description 6
- 238000009835 boiling Methods 0.000 abstract description 4
- -1 epoxides Chemical class 0.000 abstract description 4
- 125000005396 acrylic acid ester group Chemical group 0.000 abstract description 2
- 230000006378 damage Effects 0.000 abstract description 2
- 125000004971 nitroalkyl group Chemical group 0.000 abstract description 2
- XEIJMVGQZDKEPZ-UHFFFAOYSA-N perfluoroethanamine Chemical compound FN(F)C(F)(F)C(F)(F)F XEIJMVGQZDKEPZ-UHFFFAOYSA-N 0.000 abstract description 2
- 150000002989 phenols Chemical class 0.000 abstract description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003381 stabilizer Substances 0.000 abstract description 2
- WSANLGASBHUYGD-UHFFFAOYSA-N sulfidophosphanium Chemical class S=[PH3] WSANLGASBHUYGD-UHFFFAOYSA-N 0.000 abstract description 2
- 150000001639 boron compounds Chemical class 0.000 abstract 1
- 150000002118 epoxides Chemical class 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 abstract 1
- 239000003507 refrigerant Substances 0.000 description 7
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 6
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 5
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 5
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 238000005057 refrigeration Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 description 2
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 150000005827 chlorofluoro hydrocarbons Chemical class 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000000779 depleting effect Effects 0.000 description 1
- CZHYKKAKFWLGJO-UHFFFAOYSA-N dimethyl phosphite Chemical compound COP([O-])OC CZHYKKAKFWLGJO-UHFFFAOYSA-N 0.000 description 1
- KUMNEOGIHFCNQW-UHFFFAOYSA-N diphenyl phosphite Chemical compound C=1C=CC=CC=1OP([O-])OC1=CC=CC=C1 KUMNEOGIHFCNQW-UHFFFAOYSA-N 0.000 description 1
- NFORZJQPTUSMRL-UHFFFAOYSA-N dipropan-2-yl hydrogen phosphite Chemical compound CC(C)OP(O)OC(C)C NFORZJQPTUSMRL-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000005437 stratosphere Substances 0.000 description 1
- 238000004781 supercooling Methods 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- AJSTXXYNEIHPMD-UHFFFAOYSA-N triethyl borate Chemical compound CCOB(OCC)OCC AJSTXXYNEIHPMD-UHFFFAOYSA-N 0.000 description 1
- KTFAZNVGJUIWJM-UHFFFAOYSA-N trimethyl(sulfanylidene)-$l^{5}-phosphane Chemical compound CP(C)(C)=S KTFAZNVGJUIWJM-UHFFFAOYSA-N 0.000 description 1
- IKXFIBBKEARMLL-UHFFFAOYSA-N triphenoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=S)OC1=CC=CC=C1 IKXFIBBKEARMLL-UHFFFAOYSA-N 0.000 description 1
- MDCWDBMBZLORER-UHFFFAOYSA-N triphenyl borate Chemical compound C=1C=CC=CC=1OB(OC=1C=CC=CC=1)OC1=CC=CC=C1 MDCWDBMBZLORER-UHFFFAOYSA-N 0.000 description 1
- JZNDMMGBXUYFNQ-UHFFFAOYSA-N tris(dodecylsulfanyl)phosphane Chemical compound CCCCCCCCCCCCSP(SCCCCCCCCCCCC)SCCCCCCCCCCCC JZNDMMGBXUYFNQ-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は、冷凍機、ヒートポンプなどにおいて使用され
る作動流体に関する。DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to working fluids used in refrigerators, heat pumps, etc.
従来技術とその問題点
従来、作動流体乃至冷媒としては、クロロフルオロ炭化
水素、フルオロ炭化水素、これらの共沸組戊物並びにそ
の近辺の組成の組戊物が知られている。これらは、フロ
ン又はフロン系冷媒と称されており、現在冷凍機用の作
動流体としてはトリクロロフルオロメタン（フロン−１
１）、ジクロロジフルオロメタン（フロン−１２）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、ある種のフロン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フロンについては、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
。制限の対象となるフロンの一種に上記の様に汎用され
ているフロン−１１およびフロン−１２がある。冷凍・
空調設備の普及に伴い、需要が毎年増大しているフロン
の使用及び生産の制限は、居住環境をはじめとして、現
在の社会機構全般に与える影響が大きい。従って、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低
い新たな冷媒の開発が緊急の課題となっている。BACKGROUND ART Conventionally, as working fluids or refrigerants, chlorofluorohydrocarbons, fluorohydrocarbons, azeotropic compositions thereof, and compositions in the vicinity thereof have been known. These are called fluorocarbons or fluorocarbon-based refrigerants, and trichlorofluoromethane (fluorocarbon-1) is currently used as a working fluid for refrigerators.
1), dichlorodifluoromethane (Freon-12), etc. are mainly used. However, in recent years, it has been pointed out that certain types of fluorocarbons can destroy the ozone layer in the stratosphere when released into the atmosphere, resulting in serious adverse effects on the earth's ecosystem, including humans. Therefore, the use and production of fluorocarbons, which have a high possibility of depleting the ozone layer, has been restricted by international agreements. Types of fluorocarbons that are subject to restrictions include Freon-11 and Freon-12, which are commonly used as described above. frozen·
Restrictions on the use and production of fluorocarbons, the demand for which is increasing every year with the spread of air conditioning equipment, have a major impact on the current social structure as a whole, including the living environment. Therefore, there is an urgent need to develop new refrigerants that have no or low risk of causing ozone depletion problems.
問題点を解決するための手段
本発明者は、大気中に放出された場合にもオゾン層に及
ぼす影響が小さいか或いは影響のない新たな冷媒を得る
べく、秤々研究を重ねてきた。その結果、ペンタフルオ
ロジメチルエーテルが、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。また、ペンタフルオロジメチ
ルエーテルがヒートポンブ用の作動流体としても優れた
性質を具備していることを併せて見出した。Means for Solving the Problems The present inventor has conducted extensive research in order to obtain a new refrigerant that has little or no effect on the ozone layer even when released into the atmosphere. As a result, it was found that pentafluorodimethyl ether meets the requirements for the purpose. We have also discovered that pentafluorodimethyl ether has excellent properties as a working fluid for heat pumps.
すなわち、本発明は、ペンタフルオロジメチルエーテル
からなる作動流体に係る。That is, the present invention relates to a working fluid consisting of pentafluorodimethyl ether.
本発明で使用するペンタフルオロジメチルエーテルの主
な物性は、以下の通りである。The main physical properties of pentafluorodimethyl ether used in the present invention are as follows.
沸点 −３４．４°Ｃ
臨界温度 ８３．９°Ｃ
臨界圧力 ３ ８． ６ｋｇ／ｃＪ ＊
ａ分子量 １３６
本発明において、ペンタフルオロジメチルエーテルには
、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−プチレンオキシド
、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、ジイソプロビルホスファイト、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
リエチルボレート、トリフェニルボレート、フエニルボ
ロン酸、ジフエニルボロン酸などのホウ素化合物；２，
６−ジー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、バライソプロペニル
トルエン；などの安定剤を作動流体重量の０．０１〜５
％程度添加することができる。Boiling point -34.4°C Critical temperature 83.9°C Critical pressure 3 8. 6kg/cJ *
a Molecular weight: 136 In the present invention, pentafluorodimethyl ether may be used in combination with a stabilizer, if necessary. That is,
When a high degree of stability is required under harsh usage conditions, epoxides such as propylene oxide, 1,2-butylene oxide, glycidol, etc.: dimethyl phosphite, diisopropylphosphite, diphenyl phosphite, etc. phosphites; thiophosphites such as trilauryl trithiophosphite; phosphine sulfides such as triphenoxyphosphine sulfide and trimethylphosphine sulfide; boron such as boric acid, triethylborate, triphenylborate, phenylboronic acid, and diphenylboronic acid Compound; 2,
Phenols such as 6-di-tert-butyl para-cresol; Nitroalkanes such as nitromethane and nitroethane; Acrylic acid esters such as methyl acrylate and ethyl acrylate; Other dioxane, tert-butanol, pentaerythritol, barisopropenyltoluene 0.01 to 5 of the weight of the working fluid.
% can be added.
また、ペンタフルオロジメチルエーテル重量の５０％ま
での範囲内で、ペンタフルオロジメチルエーテルの沸点
と±５０℃以内の沸点を有する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、フロン−２２．
３２，１２４，１２５．１３４ａ，１４２ｂ，１４３ａ
，１５２などのフロン類；パーフルオロジメチルエーテ
ルなどのエーテル類；バーフルオロエチルアミンなどの
アミン類などが例示される。Further, another compound having a boiling point within ±50° C. of the boiling point of pentafluorodimethyl ether can be mixed within a range of up to 50% of the weight of pentafluorodimethyl ether. Examples of such compounds include Freon-22.
32, 124, 125. 134a, 142b, 143a
, 152; ethers such as perfluorodimethyl ether; and amines such as perfluoroethylamine.
発明の効果
本発明で使用するペンタフルオロジメチルエーテルは、
易分解性であり、オゾン層に影響を与える塩素原子及び
臭素原子を含まないので、オゾン層の破壊問題を生じる
危険性は無い。Effects of the invention The pentafluorodimethyl ether used in the present invention is
Since it is easily decomposed and does not contain chlorine atoms and bromine atoms that affect the ozone layer, there is no risk of causing ozone layer destruction problems.
またペンタフルオロジメチルエーテルは、高分子化合物
に対する溶解性が低いので、既存の冷凍機器などにおけ
る材料変更などを行うことなく、そのまま使用可能であ
る。Furthermore, since pentafluorodimethyl ether has low solubility in high molecular compounds, it can be used as is without changing the materials in existing refrigeration equipment or the like.
さらに、ペンタフルオロジメチルエーテルは、熱安定性
に優れ、不燃性なので、通常の冷凍機器などにおいて、
やはりそのまま使用可能である。Furthermore, pentafluorodimethyl ether has excellent thermal stability and is nonflammable, so it can be used in ordinary refrigeration equipment, etc.
It can still be used as is.
本発明で使用するペンタフルオロジメチルエーテルは、
冷媒としてだけではなく、ヒートポンプなどの作動流体
としても、有用である。The pentafluorodimethyl ether used in the present invention is
It is useful not only as a refrigerant but also as a working fluid for heat pumps and the like.
実施例
以下に実施例を示し、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 will be shown below to further clarify the features of the present invention.
実施例１
冷媒としてペンタフルオロジメチルエーテルを使用する
１馬力の冷凍機において、凝縮器における冷媒の（Ｉ）
凝縮温度［℃］および（ＩＩ）蒸発温度［℃］を第１表
に示す数値とし、凝縮器過冷却度を０℃として、運転を
行った。Example 1 In a 1 horsepower refrigerator using pentafluorodimethyl ether as the refrigerant, (I) of the refrigerant in the condenser
The condensation temperature [°C] and (II) evaporation temperature [°C] were set to the values shown in Table 1, and the condenser supercooling degree was set to 0°C.
第１表に各条件下における（Ｉ［）蒸発圧力［ｋｇ／ｃ
Ｊコ、（ＩＶ）凝縮圧力［ｋｇ／ｃＪコ、（Ｖ）冷凍能
力［ｋｃａｌ／ｒｎ３］および（ＶＩ）吐出ガス温度を
示す。Table 1 shows (I[) evaporation pressure [kg/c] under each condition.
(IV) Condensing pressure [kg/cJ], (V) Refrigeration capacity [kcal/rn3] and (VI) Discharge gas temperature.
比較例１〜２
ペンタフルオロジメチルエーテルに代えてフロン−１１
またはフロン−１２を使用する以外は実施例１と同様に
して、冷凍機の運転を行なった。Comparative Examples 1-2 Freon-11 instead of pentafluorodimethyl ether
Alternatively, the refrigerator was operated in the same manner as in Example 1 except that Freon-12 was used.
その結果を第１表に併せて示す。The results are also shown in Table 1.
実施例２
操作条件を一部変更する以外は実施例１と同様にして、
冷凍機の運転を行なった。その結果を第２表に示す。Example 2 Same as Example 1 except for changing some operating conditions,
Operated the refrigerator. The results are shown in Table 2.
比較例３〜４
ペンタフルオロジメチルエーテルに代えてフロン−１１
またはフロン−１２を使用する以外は実施例２と同様に
して、冷凍機の運転を行なった。Comparative Examples 3-4 Freon-11 instead of pentafluorodimethyl ether
Alternatively, the refrigerator was operated in the same manner as in Example 2 except that Freon-12 was used.
その結果を第２表に併せて示す。The results are also shown in Table 2.
第１表及び第２表に示す結果から、本発明の作動流体が
、従来の作動流体に比して、優れた冷凍能力を発揮する
ことが明らかである。From the results shown in Tables 1 and 2, it is clear that the working fluid of the present invention exhibits superior refrigerating ability compared to conventional working fluids.
（以 上）(that's all)
Claims (1)
体。(1) A working fluid consisting of pentafluorodimethyl ether.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1231883A JPH0393883A (en) | 1989-09-06 | 1989-09-06 | Working fluid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1231883A JPH0393883A (en) | 1989-09-06 | 1989-09-06 | Working fluid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0393883A true JPH0393883A (en) | 1991-04-18 |
Family
ID=16930523
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1231883A Pending JPH0393883A (en) | 1989-09-06 | 1989-09-06 | Working fluid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0393883A (en) |
Cited By (4)
| 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 |
| US5538658A (en) * | 1992-07-28 | 1996-07-23 | E. I. Du Pont De Nemours And Company | Refrigerant compositions including pentafluorodimethyl ether |
| US5605882A (en) * | 1992-05-28 | 1997-02-25 | E. I. Du Pont De Nemours And Company | Azeotrope(like) compositions of pentafluorodimethyl ether and difluoromethane |
| US5650089A (en) * | 1991-12-03 | 1997-07-22 | The United States Of America, As Represented By The Administrator Of The U.S. Environmental Protection Agency | Refrigerant compositions with fluorinated dimethyl ether and either difluoroethane or cyclopropane, and use thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3362180A (en) * | 1965-08-25 | 1968-01-09 | Du Pont | Chemical process |
| US3922228A (en) * | 1973-03-22 | 1975-11-25 | Phillips Petroleum Co | Azeotropic composition consisting of difluoromethyl trifluoromethylether and dimethyl ether |
-
1989
- 1989-09-06 JP JP1231883A patent/JPH0393883A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3362180A (en) * | 1965-08-25 | 1968-01-09 | Du Pont | Chemical process |
| US3922228A (en) * | 1973-03-22 | 1975-11-25 | Phillips Petroleum Co | Azeotropic composition consisting of difluoromethyl trifluoromethylether and dimethyl ether |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5650089A (en) * | 1991-12-03 | 1997-07-22 | The United States Of America, As Represented By The Administrator Of The U.S. Environmental Protection Agency | Refrigerant compositions with fluorinated dimethyl ether and either difluoroethane or cyclopropane, and use thereof |
| US6063305A (en) * | 1991-12-03 | 2000-05-16 | The United States Of America As Represented By The Administrator Of The Environmental Protection Agency | Refrigerant compositions containing a hydrofluoropropane and a hydrofluorocarbon |
| US5605882A (en) * | 1992-05-28 | 1997-02-25 | E. I. Du Pont De Nemours And Company | Azeotrope(like) compositions of pentafluorodimethyl ether and difluoromethane |
| US5648016A (en) * | 1992-05-28 | 1997-07-15 | E. I. Du Pont De Nemours And Company | Azeotrope (like) composition with fluoromethyl trifluoromethyl ether and 1,1-difluoroethane |
| US5779931A (en) * | 1992-05-28 | 1998-07-14 | E. I. Du Pont De Nemours And Company | Azeotrope (like) compositions with difluoromethoxytetrafluoro-propane and pentafluoropropane, and methods of use |
| US6830703B2 (en) | 1992-05-28 | 2004-12-14 | E. I. Du Pont De Nemours And Company | Compositions of a hydrofluoroether and a hydrofluorocarbon |
| US6835321B2 (en) | 1992-05-28 | 2004-12-28 | E. I. Du Pont De Nemours And Company | Compositions of a hydrofluoroether and a hydrofluorocarbon |
| US6905630B2 (en) | 1992-05-28 | 2005-06-14 | E. I. Du Pont De Nemours And Company | Compositions of a hydrofluoroether and a hydrofluorocarbon |
| US5538658A (en) * | 1992-07-28 | 1996-07-23 | E. I. Du Pont De Nemours And Company | Refrigerant compositions including pentafluorodimethyl ether |
| 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 |
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