JPS6327487A - Production of hexafluoropropylene oxide - Google Patents
Production of hexafluoropropylene oxideInfo
- Publication number
- JPS6327487A JPS6327487A JP61168084A JP16808486A JPS6327487A JP S6327487 A JPS6327487 A JP S6327487A JP 61168084 A JP61168084 A JP 61168084A JP 16808486 A JP16808486 A JP 16808486A JP S6327487 A JPS6327487 A JP S6327487A
- Authority
- JP
- Japan
- Prior art keywords
- water
- organic solvent
- reaction
- nonionic surfactant
- insoluble organic
- 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
- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 title claims description 16
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000003960 organic solvent Substances 0.000 claims abstract description 23
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 11
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 27
- 150000001412 amines Chemical class 0.000 claims description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract description 9
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 abstract description 7
- 239000002904 solvent Substances 0.000 abstract description 3
- 239000002351 wastewater Substances 0.000 abstract description 3
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 abstract description 2
- 229940029284 trichlorofluoromethane Drugs 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000008346 aqueous phase Substances 0.000 description 10
- 239000012071 phase Substances 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000007800 oxidant agent Substances 0.000 description 3
- UBOXGVDOUJQMTN-UHFFFAOYSA-N 1,1,2-trichloroethane Chemical compound ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 239000003444 phase transfer catalyst Substances 0.000 description 1
- 150000004714 phosphonium salts Chemical group 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- -1 trichloroethylene, perchlorethylene Chemical group 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は、ヘキサフルオロプロピレンオキシドの製造法
に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a method for producing hexafluoropropylene oxide.
［従来の技術］
過酸化水素を酸化剤として使用し、ヘキサフルオロプロ
ピレン（以下ＨＦＰと略記する）よりヘキサフルオロプ
ロピレンオキシド（以下ＨＦＰＯと略記する）を製造す
る方法として、米国特許第３，３５８，００３号明細書
あるいは特開昭８０−１３８５７７号公報が知られてい
る。すなわち、米国特許第３，３５８，００３号明細書
では、ＨＦＰと水溶性有機溶剤を含有する過酸化水素の
アルカリ水溶液とを反応させて、ＨＦＰＯを得ているが
、最も有利な条件下でさえ、３０％程度の低い収率、３
５％程度の低い選択性でしかない、また、特開昭８０−
１３８５７７号公報では、ＨＦＰと水溶性有機溶剤を含
有する過酪化水素の水溶液に、さらに不活性な非水溶性
有機溶剤並びに、第四級アンモニウム塩、第四級ホスホ
ニウム塩およびカチオン用親油性錯化剤より選ばれる相
関移動触媒を加えて混合液をつくり、無機塩基の水溶液
を一定時間内に滴下する方法により。[Prior Art] As a method for producing hexafluoropropylene oxide (hereinafter abbreviated as HFPO) from hexafluoropropylene (hereinafter abbreviated as HFP) using hydrogen peroxide as an oxidizing agent, US Pat. No. 003 specification or Japanese Unexamined Patent Publication No. 80-138577 are known. That is, in U.S. Pat. No. 3,358,003, HFPO is obtained by reacting HFP with an alkaline aqueous solution of hydrogen peroxide containing a water-soluble organic solvent, but even under the most favorable conditions, , yield as low as 30%, 3
The selectivity is only as low as 5%.
No. 138577 discloses that an inert water-insoluble organic solvent, a quaternary ammonium salt, a quaternary phosphonium salt, and a lipophilic complex for cations are added to an aqueous solution of hydrogen perbutyride containing HFP and a water-soluble organic solvent. A phase transfer catalyst selected from the oxidizing agents is added to create a mixed solution, and an aqueous solution of an inorganic base is added dropwise within a certain period of time.
ＲＦＰ転化率８０〜９８％、選択率４８〜７４％を得て
いる。An RFP conversion rate of 80-98% and a selectivity of 48-74% were obtained.
［発明の解決しようとする問題点］
このように、過酸化水素水を用いて、ＨＦＰからＨＦＰ
ＯＱ生成させる従来法においては、水溶性有機溶剤を用
いる必要があった。しかしながら、水溶性有機溶剤（例
えばメタノール、アセトン″Ｊ）を用いた場合に、工業
的、経済的に有利に実施するためには、反応後の水相中
に含まれる水溶性有機溶剤を、蒸留等の方法により分離
・回収する必要があり、また、廃水中に残存する微量有
機溶剤のＣＯＤ除去等多大の費用を要する欠点がある。[Problems to be solved by the invention] In this way, HFP is converted into HFP using hydrogen peroxide solution.
Conventional methods for generating OQ require the use of water-soluble organic solvents. However, when a water-soluble organic solvent (e.g. methanol, acetone "J") is used, in order to carry out the reaction industrially and economically, the water-soluble organic solvent contained in the aqueous phase after the reaction must be removed by distillation. It is necessary to separate and recover the wastewater by methods such as the above, and there is also the drawback that it requires a large amount of cost, such as removing COD from trace amounts of organic solvents remaining in the wastewater.
この欠点を改良するためには、水相と容易に分離可能な
有機溶剤、すなわち非水溶性有機溶剤を用いた系で反応
が行なえれば有利であることに本発明者等は着眼し、本
発明に至ったものである。In order to improve this drawback, the present inventors focused on the fact that it would be advantageous to conduct the reaction in a system using an organic solvent that can be easily separated from the aqueous phase, that is, a water-insoluble organic solvent. This led to the invention.
［問題点を解決するためのｆ段］
本発明は、前述の問題点を解決すべくなされたものであ
り、ＲＦＰと過酸化水素との反応によりＨＦＰＯを製造
するにあたり、非水溶性有機溶剤と水との混合媒体中非
イオン性界面活性剤の存在下で、前記反応を行なうこと
を特徴とするＨＦＰＯの製造法を提供するものである。[F stage for solving the problem] The present invention was made to solve the above-mentioned problem, and in producing HFPO by the reaction of RFP and hydrogen peroxide, a water-insoluble organic solvent and a water-insoluble organic solvent are used. The present invention provides a method for producing HFPO, characterized in that the reaction is carried out in the presence of a nonionic surfactant in a mixed medium with water.
本発明の非水溶性有機溶媒としては、過酸化水素と反応
せず、反応温度より低い凝固点をもつものであればよい
が、ＨＦＰ、ＨＦＰＯおよび界面活性剤がト分可溶なも
のが望ましく、特に塩素化炭化水素、フッ素化塩素化炭
化水素、フッ素化塩素化炭化水素が好ましい。The water-insoluble organic solvent of the present invention may be one that does not react with hydrogen peroxide and has a freezing point lower than the reaction temperature, but preferably one that can dissolve HFP, HFPO, and a surfactant. Particularly preferred are chlorinated hydrocarbons, fluorinated chlorinated hydrocarbons, and fluorinated chlorinated hydrocarbons.
塩素化炭化水素としては、ジクロルメタン、トリクルメ
タン、１，１．１−）ジクロルメタン、トリクロルエチ
レン、パークルエチレン等を例示でき、フッ素化塩素化
炭化水素としては、トリクロロフルオロメタン、１．２
−ジフルオロテトラクロロエタン、１，１．２−）リフ
ルオロ１，２．２４リクロロエタン、等を挙げることが
できる。Examples of chlorinated hydrocarbons include dichloromethane, trichlormethane, 1,1.1-)dichloromethane, trichloroethylene, perchlorethylene, etc., and examples of fluorinated chlorinated hydrocarbons include trichlorofluoromethane, 1.2-)
-difluorotetrachloroethane, 1,1.2-)rifluoro-1,2.24-lichloroethane, and the like.
非イオン性界面活性剤としては、過酸化水素溶液相より
、過酸化水素を非水溶性有機溶媒相中に移行させたり、
非水溶性有機溶媒の乳化働分散を良好にする作用のある
ものであれば何ら限定されず、採用可能である０例えば
、高級脂肪酸とポリエチレングリコールやジェタノール
アミンとのエステル類、高級アミンや高級脂肪酸アミド
ヘエチレンオキサイドを付加したアミン類やアミド類、
あるいは、アミンオキシド基を有するもの等である。好
ましいものは、アミンオキシド基を有するものであり、
さらに好ましくは、アミンオキシド基及び末端に炭素数
３〜２１個のポリフルオロアルキル基を有するものであ
る。Nonionic surfactants can be used to transfer hydrogen peroxide from the hydrogen peroxide solution phase into the water-insoluble organic solvent phase,
Any material that has the effect of improving the emulsification and dispersion of water-insoluble organic solvents can be used without any limitations.For example, esters of higher fatty acids and polyethylene glycol or jetanolamine, higher amines, and higher Amines and amides with ethylene oxide added to fatty acid amide,
Alternatively, it may have an amine oxide group. Preferred are those having an amine oxide group,
More preferably, it has an amine oxide group and a polyfluoroalkyl group having 3 to 21 carbon atoms at the end.
非水溶性有機溶剤相と、水相との容積比は、反応条件に
より変化するものであるが、通常は、０．５：ｌ〜２０
：１．好ましくは３：１〜８：１を採用すればよい。水
相中の過酸化水素の濃度は５〜９０ｗｔ％、好ましくは
２０〜８０ｗｔ％が適８である。非水溶性有機溶剤相中
のＲＦＰの濃度はＯ，１〜４０ｗｔ％、好ましくは２〜
２５ｗｔ％が適当である０反応は、常圧又は加圧下に、
−３０℃〜５０℃、好ましくは−１５〜１０℃の温度範
囲で及び０．１〜２４ｈｒ、好ましくは０．５〜２ｈｒ
の反応時間で実施すればよい。非イオン性界面活性剤の
反応液中の存在量は、多すぎるとコスト負担が大きくな
り経済的に不利であり、少なすぎると、実質的な反応速
度が得られないため、０．０１−１０賛ｔ％、好ましく
は０．１〜５貿ｔ％が適当である。The volume ratio of the water-insoluble organic solvent phase to the aqueous phase varies depending on the reaction conditions, but is usually 0.5:l to 20:1.
:1. Preferably, a ratio of 3:1 to 8:1 may be adopted. The concentration of hydrogen peroxide in the aqueous phase is suitably 5 to 90 wt%, preferably 20 to 80 wt%. The concentration of RFP in the water-insoluble organic solvent phase is O, 1 to 40 wt%, preferably 2 to 40 wt%.
For the 0 reaction where 25 wt% is appropriate, under normal pressure or increased pressure,
-30°C to 50°C, preferably -15 to 10°C and 0.1 to 24 hr, preferably 0.5 to 2 hr
It can be carried out for a reaction time of If the amount of nonionic surfactant present in the reaction solution is too large, the cost burden will be large and it is economically disadvantageous; if it is too small, a substantial reaction rate cannot be obtained, so it is 0.01-10 A suitable amount is 0.1 to 5 t%, preferably 0.1 to 5 t%.
水相中の過酸化水素は、アルカリ性とすることにより、
酸素の放出が盛んとなるため、水相は、アルカリ水溶液
とすることが好ましい、アルカリ性とするために、水酸
化ナトリウムや水酸化カリウム等の水酸化アルカリ金属
類、あるいは水酸化マグネシウムや水酸化カルシウム等
の水酸化アルカリ土類金属類を０．１〜３０ｗｔ％。By making hydrogen peroxide in the aqueous phase alkaline,
Since the release of oxygen increases, the aqueous phase is preferably an alkaline aqueous solution.To make it alkaline, use alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, or magnesium hydroxide and calcium hydroxide. 0.1 to 30 wt% of alkaline earth metal hydroxides such as.
好ましくは １〜１０ｗｔ％水相中に添加するとよい。Preferably, it is added to the aqueous phase in an amount of 1 to 10 wt%.
［作用］ 本発明において、非イオン性界面活性剤は。[Effect] In the present invention, the nonionic surfactant is.
水相（過酸化水素溶液相）より過酸化水素を容易に非水
溶性有機溶媒相中に移行させ、非水溶性有機溶媒中に溶
解しているＨＦＰとの反応を行なわせる作用とともに、
非水溶性有機溶媒の乳化・分散を良好にすることにより
、水相との接触界面積の増加、反応速度の向Ｅ等の効果
をもつものと考えられ、これが、ＨＦＰＯの収率を向上
させているものと思われる。In addition to the action of easily transferring hydrogen peroxide from the aqueous phase (hydrogen peroxide solution phase) into the water-insoluble organic solvent phase and causing it to react with HFP dissolved in the water-insoluble organic solvent,
By improving the emulsification and dispersion of the water-insoluble organic solvent, it is thought to have effects such as increasing the contact area with the aqueous phase and improving the reaction rate, which improves the yield of HFPO. It seems that it is.
［実施例］
実施例１
フッ素樹脂製の攪拌翼を備えた内容量１００ｍ文のガラ
ス製耐圧オートクレーブに、１・１・２−トリクロロー
ト２・２−トリフルオロエタンＣ以後、 Ｒ−１１３と
略称する） ５４ｓ１．過酸化水素水（ｅ度３１％）
８鳳立、水酸化ナトリウム０．５４ｇｒ、非イオン性界
面活性剤として、ＲｒＣＯＮＨ（Ｃ：Ｈ２）３Ｎ（ＣＨ
３）？小
［Ｒｒ ： 炭素数平均９のパーフルオロアルキル基を
指す、］１１．８ｇを仕込む、液体窒素で冷却し、真空
排気したのち、ＨＦＰ２．８ｇｒを仕込んだ、徐々に昇
温し、２０℃で２蒔間反応させた。[Example] Example 1 In a pressure-resistant glass autoclave with an internal capacity of 100 m and equipped with a stirring blade made of fluororesin, 1,1,2-trichloroethane, 2,2-trifluoroethane C, abbreviated as R-113, was added. ) 54s1. Hydrogen peroxide solution (e degree 31%)
8 Hōri, sodium hydroxide 0.54g, RrCONH(C:H2)3N(CH
3)? Charge 11.8g of small [Rr: refers to a perfluoroalkyl group with an average of 9 carbon atoms]. Cool with liquid nitrogen and evacuate, then charge 2.8g of HFP. Gradually raise the temperature to 20℃. 2 Makima reaction was carried out.
反応終了後、反応液を静置させ、Ｒ−１１３相中に含ま
れるＲＦＰとＨＦＰＯをガスクロマトグラフィーにより
分析したところ、ＨＦＰの転化率３６％、ＨＦＰＯの選
択率９０％であった。After the reaction was completed, the reaction solution was allowed to stand, and the RFP and HFPO contained in the R-113 phase were analyzed by gas chromatography, and the conversion rate of HFP was 36% and the selectivity of HFPO was 90%.
実施例２
実施例１と同様の反応を、過酸化水素水３＋＋＋Ｊ１、
ＨＦＰ４．２ｇｒとして行なった。ＨＦＰの転化率２６
％、ＨＦＰＯの選択率８２％であった。Example 2 The same reaction as in Example 1 was carried out using hydrogen peroxide solution 3+++J1,
The test was carried out using HFP4.2gr. Conversion rate of HFP26
%, and the selectivity of HFPO was 82%.
実施例３
実施例１と同様の反応を、非イオン性界面活性剤を、に
＋２Ｈ２５Ｍ（Ｃ）１３ｈ Ｑ、７ｇｒ ニして行なっ
↓
た、）ＩＦＦの転化率２３％、ＨＦＰＯの選択率６８％
であった・
［比較例］
実施例１と同様の反応を、界面活性剤を添加せずに行な
った。その結果、ＨＦＰ転化；ｇ５８％、ＨＦＰＯの選
択率１４％であった。Example 3 The same reaction as in Example 1 was carried out using a nonionic surfactant with +2H25M(C)13hQ,7gr.
Comparative Example A reaction similar to Example 1 was carried out without adding a surfactant. As a result, the HFP conversion was 58%, and the HFPO selectivity was 14%.
［発明の効果］
本発明は、過酸化水素を酸化剤として使用し、ヘキサフ
ルオロプロピレンよりヘキサフルオロプロピレンオキシ
ドを製造するにあたり。[Effects of the Invention] The present invention uses hydrogen peroxide as an oxidizing agent to produce hexafluoropropylene oxide from hexafluoropropylene.
非イオン性界面活性剤の存在下で、非水溶性有機溶剤と
水相との二相系で反応を行なうことにより、反応後の溶
剤の回収を、二層分離等の比較的簡単な手段で行なえる
効果を持つ、また適当な反応条件を選らべば、分離後の
溶剤を、そのま−反応系にリサイクルできる効果も認め
られる。By performing the reaction in a two-phase system of a water-insoluble organic solvent and an aqueous phase in the presence of a nonionic surfactant, the solvent after the reaction can be recovered by relatively simple means such as two-layer separation. If appropriate reaction conditions are selected, the solvent after separation can be recycled directly to the reaction system.
Claims (2)
によりヘキサフルオロプロピレンオキシドを製造するに
あたり、非水溶性有機溶剤と水との混合媒体中、非イオ
ン性界面活性剤の存在下で、前記反応を行なうことを特
徴とするヘキサフルオロプロピレンオキシドの製造法。(1) In producing hexafluoropropylene oxide by the reaction of hexafluoropropylene and hydrogen peroxide, the reaction is carried out in a mixed medium of a water-insoluble organic solvent and water in the presence of a nonionic surfactant. A method for producing hexafluoropropylene oxide, characterized by carrying out the following steps.
るものである特許請求の範囲第１項記載の製造法。(2) The manufacturing method according to claim 1, wherein the nonionic surfactant has an amine oxide group.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61168084A JPS6327487A (en) | 1986-07-18 | 1986-07-18 | Production of hexafluoropropylene oxide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61168084A JPS6327487A (en) | 1986-07-18 | 1986-07-18 | Production of hexafluoropropylene oxide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6327487A true JPS6327487A (en) | 1988-02-05 |
Family
ID=15861546
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61168084A Pending JPS6327487A (en) | 1986-07-18 | 1986-07-18 | Production of hexafluoropropylene oxide |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6327487A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100468527B1 (en) * | 2001-10-23 | 2005-01-27 | 한국과학기술연구원 | Production Method of Hexafluoropropylene oxide from Hexafluoropropylene and Hydrogen Peroxide |
| JP2009209062A (en) * | 2008-03-03 | 2009-09-17 | Daicel Chem Ind Ltd | Method for producing epoxy compound |
| CN106243064A (en) * | 2016-08-01 | 2016-12-21 | 中触媒新材料股份有限公司 | The application of auxiliary agent in a kind of propylene ring oxidation reaction |
-
1986
- 1986-07-18 JP JP61168084A patent/JPS6327487A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100468527B1 (en) * | 2001-10-23 | 2005-01-27 | 한국과학기술연구원 | Production Method of Hexafluoropropylene oxide from Hexafluoropropylene and Hydrogen Peroxide |
| JP2009209062A (en) * | 2008-03-03 | 2009-09-17 | Daicel Chem Ind Ltd | Method for producing epoxy compound |
| CN106243064A (en) * | 2016-08-01 | 2016-12-21 | 中触媒新材料股份有限公司 | The application of auxiliary agent in a kind of propylene ring oxidation reaction |
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