JPS6261115B2 - - Google Patents
Info
- Publication number
- JPS6261115B2 JPS6261115B2 JP58185532A JP18553283A JPS6261115B2 JP S6261115 B2 JPS6261115 B2 JP S6261115B2 JP 58185532 A JP58185532 A JP 58185532A JP 18553283 A JP18553283 A JP 18553283A JP S6261115 B2 JPS6261115 B2 JP S6261115B2
- Authority
- JP
- Japan
- Prior art keywords
- octafluoropropane
- conductive agent
- reaction
- hexafluoropropene
- present
- 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.)
- Expired
Links
- QYSGYZVSCZSLHT-UHFFFAOYSA-N octafluoropropane Chemical compound FC(F)(F)C(F)(F)C(F)(F)F QYSGYZVSCZSLHT-UHFFFAOYSA-N 0.000 claims description 18
- 229960004065 perflutren Drugs 0.000 claims description 16
- WGYKZJWCGVVSQN-UHFFFAOYSA-N mono-n-propyl amine Natural products CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 15
- 239000006258 conductive agent Substances 0.000 claims description 14
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims description 11
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 9
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 8
- 238000003682 fluorination reaction Methods 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 claims description 6
- 150000003973 alkyl amines Chemical class 0.000 claims description 5
- 150000003512 tertiary amines Chemical class 0.000 claims description 2
- 125000006308 propyl amino group Chemical group 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 9
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 8
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000005868 electrolysis reaction Methods 0.000 description 6
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 4
- 235000013024 sodium fluoride Nutrition 0.000 description 4
- 239000011775 sodium fluoride Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229910052757 nitrogen Chemical group 0.000 description 2
- 235000003270 potassium fluoride Nutrition 0.000 description 2
- 239000011698 potassium fluoride Substances 0.000 description 2
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000001312 dry etching Methods 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000002848 electrochemical method Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229960002050 hydrofluoric acid Drugs 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
【発明の詳細な説明】
本発明は、ヘキサフルオロプロペンを電解フツ
素化し、オクタフルオロプロパンを製造する方法
に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for electrolytically fluorinating hexafluoropropene to produce octafluoropropane.
オクタフルオロプロパンは、卓越した熱的、化
学的安定性の故に、不活性媒体や冷媒等として使
用されている他、半導体工業ではドライエツチン
グ剤としても利用されている。 Due to its excellent thermal and chemical stability, octafluoropropane is used not only as an inert medium and a refrigerant, but also as a dry etching agent in the semiconductor industry.
従来、このオクタフルオロプロパンの電気化学
的製法としては、プロパン（米国特許第3840445
号明細書）やｎ―プロピルアミン（エレクトロキ
ミカ・アクタ、第16巻、第1179〜1196頁、1971年
発行）を電解フツ素化する製法が知られている。 Conventionally, as an electrochemical method for producing octafluoropropane, propane (U.S. Pat. No. 3,840,445
A manufacturing method of electrolytically fluorinating n-propylamine (Electrochimica Acta, Vol. 16, pp. 1179-1196, published in 1971) is known.
しかし、上記従来法ではプロパンやｎ―プロピ
ルアミンをフツ素化しオクタフルオロプロパンを
製造するので、炭素に結合した水素又はチツ素を
すべてフツ素で置換しなければならず、その為著
しく多くの電気エネルギーを必要とする。また特
にプロパンをフツ素化するには、二段階に分けて
電解フツ素化反応を行ねばならず、電解槽等多く
の装置や工程を必要とする。 However, in the above conventional method, propane or n-propylamine is fluorinated to produce octafluoropropane, so all hydrogen or nitrogen bonded to carbon must be replaced with fluorine, which requires a significant amount of electricity. Requires energy. In particular, in order to fluorinate propane, the electrolytic fluorination reaction must be carried out in two stages, requiring many devices and processes such as an electrolytic tank.
本発明者らは、これら従来法の問題点を解決す
る為鋭意研究を行つた結果、ヘキサフルオロプロ
ペンを電解フツ素化すると容易にオクタフルオロ
プロパンが生成することを見い出し、本発明を完
成するに到つた。 The present inventors conducted intensive research to solve the problems of these conventional methods and found that octafluoropropane is easily produced when hexafluoropropene is electrolytically fluorinated. It has arrived.
すなわち、本発明はオクタフルオロプロパンを
製造するにあたり、ヘキサフルオロプロペンをフ
ツ化水素中電解フツ素化する事を特徴とするオク
タフルオロプロパンの製造方法を要旨とし、この
電解フツ素化を行うにあたり、導電剤を用いるこ
とにより、好適に本発明を実施することができ
る。 That is, the present invention is directed to a method for producing octafluoropropane, which is characterized in that, in producing octafluoropropane, hexafluoropropene is electrolytically fluorinated in hydrogen fluoride. By using a conductive agent, the present invention can be carried out suitably.
本発明を実施する際用いられる電解フツ素化反
応槽は、通常よく使用されているもの、例えばサ
イモンズ（Simons）らが、フルオリン・ケミス
トリー（Fluorine Chemistry）・第１巻・第417
〜418頁・1950年アカデミツクプレス社発行、に
記載した型式の反応槽を利用することができる。 The electrolytic fluorination reactor used in carrying out the present invention is one that is commonly used, for example, as described by Simons et al. in Fluorine Chemistry, Vol. 1, No. 417.
A reaction vessel of the type described in 1950, published by Academic Press, p. 418, can be used.
本発明の原料は、ヘキサフルオロプロペンであ
る。このヘキサフルオロプロペンは常温で気体で
あるので、反応槽内に設置した電極の下部から気
泡状にして反応槽内に供給するかあるいはフツ化
水素に予め溶解させておき、このフツ化水素を反
応槽内に導入することによつて供給する。 The raw material of the present invention is hexafluoropropene. Since this hexafluoropropene is a gas at room temperature, it can be supplied into the reaction tank in the form of bubbles from the bottom of the electrode installed in the reaction tank, or it can be dissolved in hydrogen fluoride in advance, and this hydrogen fluoride can be reacted. It is supplied by introducing it into the tank.
前記導電剤としては、低級アルキルアミンが用
いられる。この低級アルキルアミンとして、プロ
ピルアミン、ジプロピルアミン、第３アミン（例
えばトリプロピルアミンやトリブチルアミン）等
を示すことができ、好ましくはプロピルアミンま
たはジプロピルアミンである。 As the conductive agent, a lower alkylamine is used. Examples of the lower alkylamine include propylamine, dipropylamine, and tertiary amines (eg, tripropylamine and tributylamine), with propylamine or dipropylamine being preferred.
一般に、電解フツ素化の導電剤としては、フツ
化ナトリウムやフツ化カリウムが知られている。
しかしながらフツ化ナトリウムやフツ化カリウム
を用いて電解フツ素化反応を行うと、陽極が著し
く腐食されるという問題が生じる。本発明で利用
する上記導電剤は、このような腐食の少い優れた
ものであり、さらにプロピルアミンやジプロピル
アミンは、原料のヘキサフルオロプロペンが消費
されてしまうとそれ自身電解フツ素化されてオク
タフルオロプロパンに変換され、オクタフルオロ
プロパンの得量を増大させる利点もある。 Generally, sodium fluoride and potassium fluoride are known as conductive agents for electrolytic fluorination.
However, when an electrolytic fluorination reaction is carried out using sodium fluoride or potassium fluoride, a problem arises in that the anode is severely corroded. The conductive agent used in the present invention is an excellent material with little corrosion, and propylamine and dipropylamine themselves are electrolytically fluorinated once the raw material hexafluoropropene is consumed. It also has the advantage of increasing the yield of octafluoropropane.
本発明の反応では、上記導電剤の他、アンモニ
ア、カルボン酸クロライド又はフルオライド、ア
ルコール、メルカプタン、エーテル、チオエーテ
ル等も導電剤として利用することができる。 In the reaction of the present invention, in addition to the above conductive agents, ammonia, carboxylic acid chloride or fluoride, alcohol, mercaptan, ether, thioether, etc. can also be used as conductive agents.
この導電剤は、フツ化水素に対し通常20重量％
以下、好ましくは0.1〜10重量％で用いられる。 This conductive agent is usually 20% by weight based on hydrogen fluoride.
Hereinafter, it is preferably used in an amount of 0.1 to 10% by weight.
本発明の反応で採用される槽電圧は、通常10V
以下、好ましくは５〜8Vである。 The cell voltage employed in the reaction of the present invention is usually 10V.
Below, it is preferably 5 to 8V.
本発明の反応が行われる反応温度は、通常20℃
以下、−20℃以上である。 The reaction temperature at which the reaction of the present invention is carried out is usually 20°C.
Below, the temperature is -20℃ or higher.
上記導電剤濃度および槽電圧は、反応温度があ
まり高くならないよう（フツ化水素の沸点の20℃
前後に）、本発明を実施する際適宜調節される。 The above conductive agent concentration and cell voltage are set so that the reaction temperature does not become too high (20°C, which is the boiling point of hydrogen fluoride).
(before and after) may be adjusted as appropriate when implementing the present invention.
本発明で製造されたオクタフルオロプロパンを
主成分とする反応混合物は、通常その中に含まれ
るフツ化水素をフツ化ソーダやアルカリ水溶液等
で除いた後、アミン類に未反応ヘキサフルオロプ
ロペンを吸収させて除き、ついで目的物のオクタ
フルオロプロパンを冷却又は加圧することにより
液化して捕集する。 After the hydrogen fluoride contained in the reaction mixture containing octafluoropropane as a main component produced in the present invention is usually removed with sodium fluoride or an aqueous alkaline solution, unreacted hexafluoropropene is absorbed into the amines. Then, the target octafluoropropane is liquefied and collected by cooling or pressurizing.
以下、本発明の実施例を示す。 Examples of the present invention will be shown below.
実施例 １
ニツケル板を電極とする電解フツ素化反応槽
に、導電剤のジプロピルアミン0.4％を溶解させ
たフツ化水素を入れ、次ぎに原料のヘキサフルオ
ロプロペン（C3F6）をバブラーを通じて間歇的に
該槽内に導入しながら、電解電圧６〜8Vで電解
を行つた。浴温は０〜10℃に保持した。オクタフ
ルオロプロパン（C3F8）を主成分とする生成ガス
は、水洗後プロピルアミンで未反応ヘキサフルオ
ロプロペンを除去した後、液体酸素で冷却したコ
ールドトラツプで捕集した。Example 1 Hydrogen fluoride in which 0.4% dipropylamine, a conductive agent, was dissolved was put into an electrolytic fluorination reaction tank using a nickel plate as an electrode, and then the raw material hexafluoropropene (C 3 F 6 ) was added to a bubbler. Electrolysis was carried out at an electrolytic voltage of 6 to 8 V while intermittently introducing the solution into the tank. The bath temperature was maintained at 0-10°C. The produced gas containing octafluoropropane (C 3 F 8 ) as a main component was washed with water, unreacted hexafluoropropene was removed with propylamine, and then collected in a cold trap cooled with liquid oxygen.
３時間電解後、捕集した生成物をガスクロマト
グラフイーで分析したところ、CF40.8％、
NF313.0％、C2F60.5％、C3F882.5％、C4F100.5
％、C6F142.5％の結果を得た。C3F8の選択率は
87％であつた。 After 3 hours of electrolysis, the collected products were analyzed by gas chromatography and found to be CF 4 0.8%,
NF3 13.0%, C2F6 0.5 %, C3F8 82.5 %, C4F10 0.5
%, C 6 F 14 2.5% was obtained. The selectivity of C 3 F 8 is
It was 87%.
実施例 ２
導電剤としてプロピルアミン0.5％を使用した
他は、実施例１と同様の操作で電解フツ素化反応
を行つた。Example 2 An electrolytic fluorination reaction was carried out in the same manner as in Example 1, except that 0.5% propylamine was used as the conductive agent.
3.3時間電解後、捕集した生成物をガスクロマ
トグラフイーで分析したところ、CF40.5％、
NF310.0％、C2F60.7％、C3F882.9％、C4F101.0
％、C6F144.4％の結果を得た。C3F8の選択率は
85％であつた。 After 3.3 hours of electrolysis, the collected products were analyzed by gas chromatography and found to be 0.5% CF4 ,
NF3 10.0%, C2F6 0.7 %, C3F8 82.9 %, C4F10 1.0
%, C 6 F 14 4.4% was obtained. The selectivity of C 3 F 8 is
It was 85%.
実施例 ３
導電剤としてトリプロピルアミン１％を使用
し、電解電圧５〜7V、浴温−10〜０℃で電解を
行つた。生成ガスはフツ化ソーダでフツ酸を、ジ
プロピルアミンで未反応ヘキサフルオロプロペン
を除いた後、液体窒素で冷却したコールドトラツ
プで捕集した。Example 3 Electrolysis was carried out using 1% tripropylamine as a conductive agent at an electrolytic voltage of 5 to 7 V and a bath temperature of -10 to 0°C. The generated gas was collected in a cold trap cooled with liquid nitrogen after removing fluoric acid with sodium fluoride and unreacted hexafluoropropene with dipropylamine.
２時間電解後、コールドトラツプに捕集した生
成物を分析したところ、CF41.5％、NF33.8％、
C2F63.8％、C3F889.6％、C4F100.3％、C6F140.9
％の結果を得た。C3F8の選択率は90％であつ
た。 After 2 hours of electrolysis, the products collected in the cold trap were analyzed and found to be 1.5% CF 4 , 3.8% NF 3 ,
C 2 F 6 3.8%, C 3 F 8 89.6%, C 4 F 10 0.3%, C 6 F 14 0.9
% results were obtained. The selectivity for C 3 F 8 was 90%.
実施例 ４
導電剤としてトリブチルアミンを使用した他
は、実施例３と同様の操作で反応を行つた。Example 4 A reaction was carried out in the same manner as in Example 3, except that tributylamine was used as the conductive agent.
２時間電解後、コールドトラツプに捕集した生
成物を分析したところ、CF43.2％、NF33.6％、
C2F62.2％、C3F880.2％、C4F108.7％、C5F120.6
％、C6F141.5％の結果を得た。C3F8の選択率は
83％であつた。 After 2 hours of electrolysis, the products collected in the cold trap were analyzed and found to be 3.2% CF 4 , 3.6% NF 3 ,
C 2 F 6 2.2%, C 3 F 8 80.2%, C 4 F 10 8.7%, C 5 F 12 0.6
%, C 6 F 14 1.5% was obtained. The selectivity of C 3 F 8 is
It was 83%.
Claims (1)
り、ヘキサフルオロプロペンをフツ化水素中電解
フツ素化する事を特徴とするオクタフルオロプロ
パンの製造方法。 ２ 電解フツ素化にあたり、導電剤を用いる特許
請求の範囲第１項記載のオクタフルオロプロパン
の製造方法。 ３ 導電剤が低級アルキルアミンである特許請求
の範囲第２項記載のオクタフルオロプロパンの製
造方法。 ４ 低級アルキルアミンがプロピルアミン又はジ
プロピルアミンである特許請求の範囲第３項記載
のオクタフルオロプロパンの製造方法。 ５ 低級アルキルアミンが第３アミンである特許
請求の範囲第３項記載のオクタフルオロプロパン
の製造方法。[Scope of Claims] 1. A method for producing octafluoropropane, which comprises electrolytically fluorinating hexafluoropropene in hydrogen fluoride. 2. The method for producing octafluoropropane according to claim 1, which uses a conductive agent during electrolytic fluorination. 3. The method for producing octafluoropropane according to claim 2, wherein the conductive agent is a lower alkylamine. 4. The method for producing octafluoropropane according to claim 3, wherein the lower alkylamine is propylamine or dipropylamine. 5. The method for producing octafluoropropane according to claim 3, wherein the lower alkylamine is a tertiary amine.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58185532A JPS6077983A (en) | 1983-10-03 | 1983-10-03 | Manufacture of octafluoropropane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58185532A JPS6077983A (en) | 1983-10-03 | 1983-10-03 | Manufacture of octafluoropropane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6077983A JPS6077983A (en) | 1985-05-02 |
| JPS6261115B2 true JPS6261115B2 (en) | 1987-12-19 |
Family
ID=16172445
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58185532A Granted JPS6077983A (en) | 1983-10-03 | 1983-10-03 | Manufacture of octafluoropropane |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6077983A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107540515A (en) * | 2016-06-27 | 2018-01-05 | 和立气体（上海）有限公司 | A kind of preparation method of octafluoropropane |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2584825B2 (en) * | 1988-05-10 | 1997-02-26 | 株式会社トクヤマ | Electrolytic fluorination method |
| JP2847797B2 (en) * | 1989-09-06 | 1999-01-20 | ダイキン工業株式会社 | Working fluid |
| JP2794818B2 (en) * | 1989-09-06 | 1998-09-10 | ダイキン工業株式会社 | Working fluid |
| JPH0393888A (en) * | 1989-09-06 | 1991-04-18 | Daikin Ind Ltd | Working fluid |
| US5573654A (en) * | 1994-03-04 | 1996-11-12 | Minnesota Mining And Manufacturing Company | Process for making hexafluoropropane and perfluoropropane |
| CN1233606C (en) | 2001-01-15 | 2005-12-28 | 昭和电工株式会社 | Process for purifying octafluoropropane, process for preparing same and use thereof |
| JP2007176842A (en) * | 2005-12-27 | 2007-07-12 | Showa Denko Kk | Method for producing octafluoropropane |
| CN105624725B (en) * | 2016-03-23 | 2017-12-08 | 江西国化实业有限公司 | The preparation technology of full-fluorine octyl sulfuryl fluoride |
-
1983
- 1983-10-03 JP JP58185532A patent/JPS6077983A/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107540515A (en) * | 2016-06-27 | 2018-01-05 | 和立气体（上海）有限公司 | A kind of preparation method of octafluoropropane |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6077983A (en) | 1985-05-02 |
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