JPH01139542A - Polyfluoroether - Google Patents
PolyfluoroetherInfo
- Publication number
- JPH01139542A JPH01139542A JP63194027A JP19402788A JPH01139542A JP H01139542 A JPH01139542 A JP H01139542A JP 63194027 A JP63194027 A JP 63194027A JP 19402788 A JP19402788 A JP 19402788A JP H01139542 A JPH01139542 A JP H01139542A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- fluorine
- compound shown
- polyfluoroether
- formulas
- 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
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims abstract description 6
- -1 hexafluoropropene [perfluoro (2- methyl-2-pentene)] Chemical compound 0.000 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 abstract description 21
- 239000011737 fluorine Substances 0.000 abstract description 19
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 abstract description 17
- 150000001875 compounds Chemical class 0.000 abstract description 12
- 238000009835 boiling Methods 0.000 abstract description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 7
- 238000010438 heat treatment Methods 0.000 abstract description 4
- 238000005476 soldering Methods 0.000 abstract description 4
- 238000012360 testing method Methods 0.000 abstract description 4
- 239000013638 trimer Substances 0.000 abstract description 4
- 239000000539 dimer Substances 0.000 abstract description 2
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 238000003682 fluorination reaction Methods 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 229920001774 Perfluoroether Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000004949 mass spectrometry Methods 0.000 description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- UJMWVICAENGCRF-UHFFFAOYSA-N oxygen difluoride Chemical class FOF UJMWVICAENGCRF-UHFFFAOYSA-N 0.000 description 3
- 239000012808 vapor phase Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- FAEGGADNHFKDQX-UHFFFAOYSA-N 1,1,1,3,4,4,5,5,5-nonafluoro-2-(trifluoromethyl)pent-2-ene Chemical compound FC(F)(F)C(C(F)(F)F)=C(F)C(F)(F)C(F)(F)F FAEGGADNHFKDQX-UHFFFAOYSA-N 0.000 description 2
- PBVZTJDHQVIHFR-UHFFFAOYSA-N 1,1,2,3,3,3-hexafluoroprop-1-ene Chemical compound FC(F)=C(F)C(F)(F)F.FC(F)=C(F)C(F)(F)F PBVZTJDHQVIHFR-UHFFFAOYSA-N 0.000 description 2
- VJRSWIKVCUMTFK-UHFFFAOYSA-N 1,1,2,3,3,3-hexafluoroprop-1-ene Chemical compound FC(F)=C(F)C(F)(F)F.FC(F)=C(F)C(F)(F)F.FC(F)=C(F)C(F)(F)F VJRSWIKVCUMTFK-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- ROVMKEZVKFJNBD-UHFFFAOYSA-N 1,1,1,2,2,3,3,4,5,5,5-undecafluoro-4-(trifluoromethyl)pentane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(C(F)(F)F)C(F)(F)F ROVMKEZVKFJNBD-UHFFFAOYSA-N 0.000 description 1
- NJBCRXCAPCODGX-UHFFFAOYSA-N 2-methyl-n-(2-methylpropyl)propan-1-amine Chemical compound CC(C)CNCC(C)C NJBCRXCAPCODGX-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 229960004624 perflexane Drugs 0.000 description 1
- ZJIJAJXFLBMLCK-UHFFFAOYSA-N perfluorohexane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F ZJIJAJXFLBMLCK-UHFFFAOYSA-N 0.000 description 1
- YVBBRRALBYAZBM-UHFFFAOYSA-N perfluorooctane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YVBBRRALBYAZBM-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052594 sapphire Inorganic materials 0.000 description 1
- 239000010980 sapphire Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Electric Connection Of Electric Components To Printed Circuits (AREA)
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は、ポリフルオロエーテルに関し、更に詳しくは
、集積回路の試験液、気相ハンダ付は用熱媒体などとし
て利用することができるポリフルオロエーテルに関する
。Detailed Description of the Invention [Field of Industrial Application] The present invention relates to polyfluoroether, and more specifically, polyfluoroether, which can be used as a test liquid for integrated circuits, a heating medium for vapor phase soldering, etc. Concerning ether.
[従来の技術]
従来、ポリフルオロエーテルとして、米国特許第2,5
00,388号公報、ザ・ジャーナル・オブ・オーガニ
ック・ケミストリー(J、Org。[Prior art] Conventionally, as polyfluoroether, US Pat.
No. 00,388, The Journal of Organic Chemistry (J, Org.
Chem、 ) 50巻(1985)5156頁、特開
昭58−43934号公報などに記載された化合物が知
られている。しかし、これら既知化合物は、いずれも沸
点が低く、コストが高く、集積回路の試験液、気相ハン
ダ付は用熱媒体などとして利用することができなかった
。Chem.) Vol. 50 (1985) p. 5156, JP-A-58-43934, etc., are known compounds. However, all of these known compounds have low boiling points and high costs, and cannot be used as test fluids for integrated circuits or as heating media for vapor phase soldering.
[発明が解決しようとする課M]
本発明の1つの目的は、熱的、化学的に安定な新規ポリ
フルオロエーテルを提供することである。[Problem M to be Solved by the Invention] One object of the present invention is to provide a novel polyfluoroether that is thermally and chemically stable.
本発明の他の目的は、収率のよい前記ポリフルオロエー
テルの製法を提供することである。Another object of the present invention is to provide a method for producing the polyfluoroether with good yield.
[課題を解決するための手段]
上記課題は、約200〜250℃の沸点を有し、化学的
、熱的に安定な、特定の構造を有するポリフルオロエー
テルにより解決される。[Means for Solving the Problems] The above problems are solved by a polyfluoroether having a boiling point of about 200 to 250°C, chemically and thermally stable, and having a specific structure.
即ち、本発明は、式:
%式%)
[式中、mは2〜5の数、nは1〜5の数、Rf”は炭
素原子数7〜11のパーフルオロアルキル基Rf’は炭
素原子数3〜11のパーフルオロアルキル基を表す。]
で示されるポリフルオロエーテルを提供する。That is, the present invention is a perfluoroalkyl group having 7 to 11 carbon atoms, and Rf' is a perfluoroalkyl group having 7 to 11 carbon atoms. represents a perfluoroalkyl group having 3 to 11 atoms.] A polyfluoroether represented by the following is provided.
本発明のポリフルオロエーテルは次のようにして製造す
ることができる。The polyfluoroether of the present invention can be produced as follows.
例えばポリフルオロエーテル(I)は、ヘキサフルオロ
プロペンの二量体[パーフルオロ(2−メチル−2−ペ
ンテン)コと、式:
%式%
[式中、mは前記と同意義。]
で示される含フツ素アルコールとを塩基の存在下に反応
させることにより得られる。For example, polyfluoroether (I) is a dimer of hexafluoropropene [perfluoro(2-methyl-2-pentene)] and has the formula: %formula% [wherein m has the same meaning as above. ] It is obtained by reacting the fluorine-containing alcohol represented by the following in the presence of a base.
なお、この反応に関しては、例えば有機合成化学協会誌
39巻第1号51頁(1981)を参照することができ
る。Regarding this reaction, reference may be made to, for example, Journal of the Society of Organic Synthetic Chemistry, Vol. 39, No. 1, p. 51 (1981).
ポリフルオロエーテル(I[)は、ポリフルオロエーテ
ル(I)をフッ素ガスによりフッ素化することにより得
られる。Polyfluoroether (I[) is obtained by fluorinating polyfluoroether (I) with fluorine gas.
ポリフルオロエーテル(III)および(IV)は、ヘ
キサフルオロプロペンの三量体[パーフルオロ[3−(
1−メチルエチル)−4−メチル−2ペンテン]コと、
式。Polyfluoroethers (III) and (IV) are hexafluoropropene trimers [perfluoro[3-(
1-methylethyl)-4-methyl-2pentene],
formula.
H(CFICFt)ncHtoI(
[式中、nは前記と同意義。コ
で示される含フツ素アルコールとを塩基の存在下に反応
させることにより得られる。H(CFICFt)ncHtoI (wherein n has the same meaning as above. It is obtained by reacting a fluorine-containing alcohol represented by the above in the presence of a base.
ポリフルオロエーテル(III)および(IV)は、上
記とIllにフッ素化することによりパーフルオロエー
テル、たとえばポリフルオロエーテル(V)に導き得る
。Polyfluoroethers (III) and (IV) can be led to perfluoroethers, such as polyfluoroethers (V), by fluorination as described above and Ill.
前記反応において、ヘキサフルオロプロペンの二量体ま
たは三量体および含フツ素アルコールは、通常、ヘキサ
フルオロプロペンの二量体または三量体1モルに対し含
フツ素アルコール0.5〜1.2モル、好ましくは0.
8〜1.0モルの割合で用いられる。In the above reaction, the hexafluoropropene dimer or trimer and the fluorinated alcohol are usually used in an amount of 0.5 to 1.2 fluorinated alcohol per mole of the hexafluoropropene dimer or trimer. Mol, preferably 0.
It is used in a proportion of 8 to 1.0 mol.
塩基は、含フツ素アルコールに対し、通常、0゜8〜l
O1好ましくは1〜3モル使用する。塩基としては、3
級アミンが好ましく、通常トリエチルアミンが用いられ
る。The base is usually 0°8 to 1 liter relative to the fluorine-containing alcohol.
O1 is preferably used in an amount of 1 to 3 mol. As a base, 3
A class amine is preferred, and triethylamine is usually used.
反応温度は、通常、−10〜10℃である。The reaction temperature is usually -10 to 10°C.
前記フッ素によるフッ素化反応において、ポリフルオロ
エーテル(1)、(I)または(It/)とフッ素との
反応量比は、通常、ポリフルオロエーテル1モルに対し
フッ素1〜20モル、好ましくは1.5〜5モルである
。フッ素は、通常、窒素、ヘリウムなどの不活性気体で
フッ素濃度5〜90容量%、好ましくは20〜60容量
%に希釈して使用する。希釈しないで使用することもで
きる。フッ素に高圧水銀灯、低圧水銀灯などで紫外線を
照射し、より多くのフッ素ラジカルを形成して反応させ
ると、パーフルオロエーテルめ収率が向上する。 フッ
素化反応温度は、通常、−75〜100℃、好ましくは
一30〜25℃である。In the fluorination reaction using fluorine, the reaction amount ratio of polyfluoroether (1), (I) or (It/) and fluorine is usually 1 to 20 mol, preferably 1 mol of fluorine per 1 mol of polyfluoroether. .5 to 5 moles. Fluorine is usually used after being diluted with an inert gas such as nitrogen or helium to a fluorine concentration of 5 to 90% by volume, preferably 20 to 60% by volume. It can also be used undiluted. When fluorine is irradiated with ultraviolet light using a high-pressure mercury lamp or a low-pressure mercury lamp, and more fluorine radicals are formed and reacted, the yield of perfluoroether improves. The fluorination reaction temperature is usually -75 to 100°C, preferably -30 to 25°C.
フッ素化反応では、パーフルオロアルカン(たとえば、
パーフルオロヘキサン、パーフルオロオクタン)などの
溶媒を使用してもよい。In fluorination reactions, perfluoroalkanes (e.g.
Solvents such as perfluorohexane, perfluorooctane) may also be used.
[実施例コ
以下、実施例を示し、本発明のポリフルオロエーテルの
製法を具体的に説明する。[Example] Hereinafter, the method for producing the polyfluoroether of the present invention will be specifically explained with reference to Examples.
実施例1
滴下ロート、温度計および還流冷却器を備えた500z
(lフラスコに2009(0,67mol)のパーフル
オロ−2−メチル−2−ペンテンと849(0,83m
o1)のトリエチルアミンを入れ、0〜5℃に水冷しな
がら、1849(0,56mol)の式:%式%
で示される含フツ素アルコールを6時間かけて滴下した
。Example 1 500z with addition funnel, thermometer and reflux condenser
(2009 (0.67 mol) perfluoro-2-methyl-2-pentene and 849 (0.83 mol) were added to a flask.
o1) triethylamine was added, and while cooling with water at 0 to 5°C, a fluorine-containing alcohol represented by the formula 1849 (0.56 mol): % formula % was added dropwise over 6 hours.
混合物を25℃で10時間撹拌した後、氷水中に注ぎ、
油層を希塩酸と水とで順次洗浄した。塩化カルシウム上
で乾燥し、減圧蒸留で2069の無色液体を得た。10
3〜105℃725 mmHga 核磁気共鳴分析お
よび質量分析を行ったところ、式:
で表わされる化合物と
式:
%式%)
で表わされる化合物のほぼ1:1の混合物であった。The mixture was stirred at 25°C for 10 hours and then poured into ice water.
The oil layer was washed successively with dilute hydrochloric acid and water. Drying over calcium chloride and vacuum distillation gave 2069 as a colorless liquid. 10
Nuclear magnetic resonance analysis and mass spectrometry at 3-105°C, 725 mmHga were conducted, and it was found to be a mixture of approximately 1:1 of a compound represented by the formula: and a compound represented by the formula: %formula%).
この混合物を50%KOH水溶液loom(及びジイソ
ブチルアミン50xQと共に20時間加熱還流すること
により全て不飽和体に変換した。沸点210〜215℃
。This mixture was heated under reflux for 20 hours with a 50% KOH aqueous solution (and diisobutylamine 50xQ) to completely convert it into unsaturated forms. Boiling point: 210-215°C
.
実施例2
冷却ジャケットおよび紫外線照射用サファイヤ製窓を備
えた鉄製反応器に、溶媒としてのパーフルオロイソヘキ
サン550gを入れ、75Wの高圧水銀灯(東芝(株)
製)で紫外線を照射しながら、0〜5℃で、窒素で20
容量%に希釈したフッ素を60xQ/分の割合で10分
間導入した後、同じ条件で紫外線照射およびフッ素の導
入を続けながら、実施例!で得た混合物を1.249/
時間の割合で反応器に供給した。10時間後、混合物の
供給を止め、希釈したフッ素だけを1時間流した。Example 2 550 g of perfluoroisohexane as a solvent was placed in a steel reactor equipped with a cooling jacket and a sapphire window for ultraviolet irradiation, and a 75W high-pressure mercury lamp (Toshiba Corporation) was used.
While irradiating ultraviolet rays with a
After introducing fluorine diluted to volume% at a rate of 60xQ/min for 10 minutes, UV irradiation and fluorine introduction were continued under the same conditions. The mixture obtained in 1.249/
was fed to the reactor at the rate of 1 hour. After 10 hours, the mixture feed was stopped and only diluted fluorine was allowed to flow for 1 hour.
窒素で30分間フラッシュし、反応混合物を水酸化ナト
リウムの10%の水溶液および水で順に洗浄した。塩化
カルシウム上で乾燥後、蒸留により式:
で示される3−n−へブトキシ−2−メチルペンタン8
.6gを得た。沸点: 198〜200℃。Flushed with nitrogen for 30 minutes, the reaction mixture was washed sequentially with a 10% aqueous solution of sodium hydroxide and water. After drying over calcium chloride, distillation yields 3-n-hebutoxy-2-methylpentane of the formula: 8
.. 6g was obtained. Boiling point: 198-200°C.
次に質量分析およびIIF−核磁気共鳴分析(内部標準
: トリフルオロ酢酸)の結果を示す。Next, the results of mass spectrometry and IIF-nuclear magnetic resonance analysis (internal standard: trifluoroacetic acid) are shown.
質量分析: M/e= 385 (M+−CeF 1s)。Mass spectrometry: M/e=385 (M+-CeF 1s).
369 (M+−C,F 、30)。369 (M+-C, F, 30).
319 (M” OC?F ll)
lap−核磁気共鳴分析
(フッ素原子の位置は、前記式に付した符号で示す。)
:
δ(ppm)=−t 04.2(a)、 −55,6(
b)。319 (M”OC?F ll) lap-nuclear magnetic resonance analysis (The position of the fluorine atom is indicated by the symbol attached to the above formula.)
: δ(ppm)=-t 04.2(a), -55,6(
b).
−49,6(c)、 −47,7(d)。-49,6(c), -47,7(d).
−41,4(e)、−4,9(f)。-41,4(e), -4,9(f).
−3,7(g)、4.7(h)
実施例3
実施例1の含フツ素アルコールにかえ、式:%式%
で示される含フツ素アルコールを使用した他は実施例1
および2と同様の手順で式;
%式%)
で示される化合物を得た。沸点=221〜222℃。-3,7(g), 4.7(h) Example 3 Example 1 except that instead of the fluorine-containing alcohol of Example 1, a fluorine-containing alcohol represented by the formula: % formula % was used.
In the same manner as in 2 and 2, a compound represented by the formula: %formula%) was obtained. Boiling point = 221-222°C.
実施例4
実施例1においてパーフルオロ−2−メチル−2−ペン
テンに代えてパーフルオロ−3−(1−メチルエチル)
−4−メチル−2−ペンテン302 g(0、67mo
l)を用いた以外は同様に反応を行った。Example 4 Perfluoro-3-(1-methylethyl) was used in place of perfluoro-2-methyl-2-pentene in Example 1.
-4-Methyl-2-pentene 302 g (0.67 mo
The reaction was carried out in the same manner except that 1) was used.
アルカリ/アミン溶液で処理後、精溜し、230〜23
5℃の沸点を有する
CF(CFり t
/
(CF3)!−C=CCF3
\/
CF
\
0CR=(CFtCFt)sH
および
合計700gを得た。この化合物は熱的に極めて安定で
あった。After treatment with alkali/amine solution, rectification, 230-23
A total of 700 g of CF (CFt/(CF3)!-C=CCF3\/CF\0CR=(CFtCFt)sH) with a boiling point of 5[deg.] C. was obtained. This compound was extremely thermally stable.
[発明の効果]
本発明のパーフルオロエーテルは、約200〜250℃
の沸点を有し、しかも化学的、熱的に安定であるので、
集積回路の試験液、気相ハンダ付は用熱媒体等として好
適なものである。[Effect of the invention] The perfluoroether of the present invention has a temperature of about 200 to 250°C.
It has a boiling point of , and is chemically and thermally stable.
It is suitable as a heating medium for testing liquids for integrated circuits, vapor phase soldering, and the like.
特許出願人 ダイキン工業株式会社Patent applicant: Daikin Industries, Ltd.
Claims (1)
炭素原子数7〜11のパーフルオロアルキル基Rf^2
は炭素原子数3〜11のパーフルオロアルキル基を表す
。] で示されるポリフルオロエーテル。1. Formulas: ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(II) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(III) ▲There are mathematical formulas, chemical formulas, tables, etc. ▼(IV) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(V) [In the formula, m is a number from 2 to 5, n is a number from 1 to 5, and Rf^1 is a perfluorocarbon compound having 7 to 11 carbon atoms. Alkyl group Rf^2
represents a perfluoroalkyl group having 3 to 11 carbon atoms. ] A polyfluoroether represented by:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63194027A JPH01139542A (en) | 1987-08-03 | 1988-08-03 | Polyfluoroether |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP19394187 | 1987-08-03 | ||
JP62-193941 | 1987-08-03 | ||
JP63194027A JPH01139542A (en) | 1987-08-03 | 1988-08-03 | Polyfluoroether |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH01139542A true JPH01139542A (en) | 1989-06-01 |
Family
ID=26508194
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63194027A Pending JPH01139542A (en) | 1987-08-03 | 1988-08-03 | Polyfluoroether |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH01139542A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008162985A (en) * | 2006-12-29 | 2008-07-17 | Jiemuko:Kk | Fluorinated inert liquid with enhanced light transmission property and its manufacturing method |
CN114316909A (en) * | 2022-03-03 | 2022-04-12 | 北京宇极科技发展有限公司 | Fluorine-containing heat transfer fluid and preparation method and application thereof |
-
1988
- 1988-08-03 JP JP63194027A patent/JPH01139542A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008162985A (en) * | 2006-12-29 | 2008-07-17 | Jiemuko:Kk | Fluorinated inert liquid with enhanced light transmission property and its manufacturing method |
CN114316909A (en) * | 2022-03-03 | 2022-04-12 | 北京宇极科技发展有限公司 | Fluorine-containing heat transfer fluid and preparation method and application thereof |
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