JPH01249752A - Production of bis(trifluoroactyl)peroxide - Google Patents
Production of bis(trifluoroactyl)peroxideInfo
- Publication number
- JPH01249752A JPH01249752A JP7474088A JP7474088A JPH01249752A JP H01249752 A JPH01249752 A JP H01249752A JP 7474088 A JP7474088 A JP 7474088A JP 7474088 A JP7474088 A JP 7474088A JP H01249752 A JPH01249752 A JP H01249752A
- Authority
- JP
- Japan
- Prior art keywords
- peroxide
- bis
- trifluoroacetyl
- trifluoroacetic anhydride
- sodium carbonate
- 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
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 16
- 150000002978 peroxides Chemical class 0.000 title description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims abstract description 30
- QAEDZJGFFMLHHQ-UHFFFAOYSA-N trifluoroacetic anhydride Chemical compound FC(F)(F)C(=O)OC(=O)C(F)(F)F QAEDZJGFFMLHHQ-UHFFFAOYSA-N 0.000 claims abstract description 29
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 23
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims abstract description 22
- 229910000029 sodium carbonate Inorganic materials 0.000 claims abstract description 15
- 229910000027 potassium carbonate Inorganic materials 0.000 claims abstract description 11
- ICGJEQXHHACFAH-UHFFFAOYSA-N (2,2,2-trifluoroacetyl) 2,2,2-trifluoroethaneperoxoate Chemical compound FC(F)(F)C(=O)OOC(=O)C(F)(F)F ICGJEQXHHACFAH-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 abstract description 7
- 239000003795 chemical substances by application Substances 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 3
- 239000003905 agrochemical Substances 0.000 abstract description 2
- 239000003814 drug Substances 0.000 abstract description 2
- 239000003505 polymerization initiator Substances 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229940079593 drug Drugs 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000000047 product Substances 0.000 description 4
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 4
- PNQBEPDZQUOCNY-UHFFFAOYSA-N trifluoroacetyl chloride Chemical compound FC(F)(F)C(Cl)=O PNQBEPDZQUOCNY-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- ZJRXSAYFZMGQFP-UHFFFAOYSA-N barium peroxide Chemical compound [Ba+2].[O-][O-] ZJRXSAYFZMGQFP-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- FKGYFHXXFBKLNH-UHFFFAOYSA-N 2-(trifluoromethyl)thiophene Chemical compound FC(F)(F)C1=CC=CS1 FKGYFHXXFBKLNH-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- AROOONRTAWQUQN-UHFFFAOYSA-N barium;hydrogen peroxide Chemical compound [Ba].OO AROOONRTAWQUQN-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000002390 heteroarenes Chemical class 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は工業的に安全かつ高収率でビス（トリフルオロ
アセチル）ペルオキシドを製造する方法に関する。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a method for producing bis(trifluoroacetyl) peroxide industrially safely and in high yield.
〈従来の技術及びその欠点〉
従来、ビス（トリフルオロアセチル）ペルオキシドの製
造法としては、例えばトリフルオロアセチルクロリドと
過酸化水素と水酸化ナトリウムとを反応させる方法が知
られている（ジャーナル・オブ・ジ・アメリカン・ケミ
カル・ソサエティー。<Prior art and its disadvantages> As a conventional method for producing bis(trifluoroacetyl) peroxide, for example, a method of reacting trifluoroacetyl chloride, hydrogen peroxide, and sodium hydroxide is known (Journal of -The American Chemical Society.
第１０８巻、３１３２頁、１９８６年）。またトリフル
オロアセチルクロリドを用いる方法以外に無水トリフル
オロ酢酸と過酸化ナトリウムとを反応させる方法（ジャ
ーナル・オブ・フルオライン・ケシストリー、第５巻、
２４５頁、１９７５年）又は無水トリフルオロ酢酸と過
酸化バリウムとを反応させる方法（米国特許、第２５８
０３５９号。Vol. 108, p. 3132, 1986). In addition to the method using trifluoroacetyl chloride, there is also a method of reacting trifluoroacetic anhydride with sodium peroxide (Journal of Fluorine Chemistry, Vol. 5,
245, 1975) or a method of reacting trifluoroacetic anhydride with barium peroxide (US Pat. No. 258)
No. 0359.
１９５１年）等がそれぞれ知られている。1951), etc. are known.
しかしながら、前記トリフルオロアセチルクロリドを用
いた製造方法では、トリフルオロアセチルクロリドが常
圧において沸点−１８℃の気体であるため、取扱いが困
難であり、さらに特殊な製造装置を必要とするので；工
業的に有効な製造方法が得られないという欠点がある。However, in the production method using trifluoroacetyl chloride, since trifluoroacetyl chloride is a gas with a boiling point of -18°C at normal pressure, it is difficult to handle and requires special production equipment; The disadvantage is that no economically effective manufacturing method can be obtained.
また、無水トリフルオロ酢酸と過酸化ナトリウム又は過
酸化バリウムとを反応させる方法では、過酸化ナトリウ
ム又は過酸化水素バリウムが結晶物であるため工業的に
使用することが難しく、しかも目的とするビス（トリフ
ルオロアセチル）ペルオキシドの収率が非常に低いとい
う欠点がある。In addition, in the method of reacting trifluoroacetic anhydride with sodium peroxide or barium peroxide, sodium peroxide or barium hydrogen peroxide is a crystalline substance, making it difficult to use industrially. The disadvantage is that the yield of trifluoroacetyl) peroxide is very low.
〈発明が解決しようとする課題〉
本発明の目的は、短時間にて安全に、しかも高収率にて
ビス（トリフルオロアセチル）ペルオキシドを得ること
ができる。工業的にも優れたビス（トリフルオロアセチ
ル）ペルオキシドの製造法を提供することである。<Problems to be Solved by the Invention> An object of the present invention is to be able to obtain bis(trifluoroacetyl) peroxide safely in a short time and in high yield. An object of the present invention is to provide an industrially excellent method for producing bis(trifluoroacetyl)peroxide.
く課題を解決するための手段〉
本発明によれば、無水トリフルオロ酢酸と過酸化水素と
を炭酸ナトリウム及び／又は炭酸カリウムの存在下にお
いて反応させることを特徴とするビス（トリフルオロア
セチル）ペルオキシドの製造法が提供される。Means for Solving the Problems According to the present invention, bis(trifluoroacetyl) peroxide is produced by reacting trifluoroacetic anhydride and hydrogen peroxide in the presence of sodium carbonate and/or potassium carbonate. A manufacturing method is provided.
以下１本発明を更に詳細に説明する。The present invention will be explained in more detail below.
本発明の製造法では、炭酸ナトリウム及び／又は炭酸カ
リウムの存在下において、無水トリフルオロ酢酸と過酸
化水素とを反応させることを特徴とする。The production method of the present invention is characterized in that trifluoroacetic anhydride and hydrogen peroxide are reacted in the presence of sodium carbonate and/or potassium carbonate.
本発明において、ビス（トリフルオロアセチル）ペルオ
キシドを製造する際の無水トリフルオロ酢酸と過酸化水
素と炭酸ナトリウム及び／又は炭酸カリウムとの仕込み
モル比は、１：０．０５〜２．０：０．０５〜３．０で
あることが好ましく、特に１：０．１〜１．０：０．１
〜２．０の範囲であることが望ましい。前記無水トリフ
ルオロ酢酸に対する前記過酸化水素と前記炭酸ナトリウ
ム及び／又は炭酸カリウムとの仕込みモル比が２．０及
び３．０を超える場合には、生成物であるビス（トリフ
ルオロアセチル）ペルオキシドの収率が低下するので好
ましくない。また前記仕込みモル比が各々０．０５未満
では１反応時間が長くなり、しかも生成物の収率も低下
するので好ましくない。更に前記炭酸ナトリウム及び／
又は炭酸カリウムは、水に溶解しアルカリ溶液として用
いることが望ましく、水溶液中の炭酸ナトリウム及び／
又は炭酸カリウムの濃度は１〜２０重量％、特に好まし
くは５〜１５重量％の範囲であることが望ましい。この
際前記濃度が２０重量％を超える場合は、生成物の収率
が低下するので好ましくなく、１重量％未満では反応効
率が著しく低下し工業的に不向きとなるため好ましくな
い。In the present invention, the molar ratio of trifluoroacetic anhydride, hydrogen peroxide, and sodium carbonate and/or potassium carbonate when producing bis(trifluoroacetyl)peroxide is 1:0.05 to 2.0:0. It is preferably from .05 to 3.0, especially from 1:0.1 to 1.0:0.1
It is desirable that it be in the range of ~2.0. When the charging molar ratio of the hydrogen peroxide and the sodium carbonate and/or potassium carbonate to the trifluoroacetic anhydride exceeds 2.0 and 3.0, the product bis(trifluoroacetyl) peroxide This is not preferred because the yield decreases. Furthermore, if the molar ratio of each of the charges is less than 0.05, one reaction time becomes longer and the yield of the product also decreases, which is not preferable. Furthermore, the sodium carbonate and/or
Alternatively, potassium carbonate is preferably dissolved in water and used as an alkaline solution, and sodium carbonate and/or
Alternatively, the concentration of potassium carbonate is desirably in the range of 1 to 20% by weight, particularly preferably 5 to 15% by weight. In this case, if the concentration exceeds 20% by weight, the yield of the product will decrease, which is undesirable, and if it is less than 1% by weight, the reaction efficiency will drop significantly, making it unsuitable for industrial use.
本発明において無水トリフルオロ酢酸と過酸化水素とを
反応させるには、炭酸ナトリウム及び／又は炭酸カリウ
ムの存在下、好ましくは例えば１．１．２−トリクロロ
トリフルオロエタン等のフッ素及び／又は塩素を含む脂
肪族系の溶媒と共に反応させることが望ましく、この際
の反応温度は一２０〜０℃の範囲であることが好ましい
。In the present invention, in order to react trifluoroacetic anhydride and hydrogen peroxide, preferably fluorine and/or chlorine such as 1.1.2-trichlorotrifluoroethane is added in the presence of sodium carbonate and/or potassium carbonate. It is desirable to carry out the reaction together with an aliphatic solvent containing the above-mentioned aliphatic solvent, and the reaction temperature at this time is preferably in the range of -20 to 0°C.
−２０’Ｃ未満では反応速度が著しく低下して、工業的
に不利であり、１０℃を超えると副反応が多くなり好ま
しくない。また熟成を含む反応時間は２０〜６０分の範
囲で行うことが望ましい。また、必要ならば公知の精製
法により生成物であるビス（トリフルオロアセチル）ペ
ルオキシドを精製することができる。If it is less than -20'C, the reaction rate will drop significantly, which is industrially disadvantageous, and if it exceeds 10C, side reactions will increase, which is undesirable. Further, the reaction time including aging is desirably carried out within a range of 20 to 60 minutes. Further, if necessary, the product bis(trifluoroacetyl)peroxide can be purified by a known purification method.
〈発明の効果〉
本発明の製造法では、短時間にて安全に、しかも高収率
にて、ビス（トリフルオロアセチル）ペルオキシドを製
造することができ、且つ製造時に特殊な製造装置を必要
としないので、工業的にも有用なビス（トリフルオロア
セチル）ペルオキシドの製造法を提供することができる
。<Effects of the Invention> The production method of the present invention allows bis(trifluoroacetyl) peroxide to be produced safely in a short period of time and in high yield, and does not require special production equipment during production. Therefore, it is possible to provide an industrially useful method for producing bis(trifluoroacetyl)peroxide.
また本発明の製造法により得られたビス（トリフルオロ
アセチル）ペルオキシドは、重合開始剤、医薬又は農薬
等の合成中間体として有用なトリフルオロメチル化合物
のトリフルオロメチル化剤として利用することができる
。In addition, bis(trifluoroacetyl) peroxide obtained by the production method of the present invention can be used as a trifluoromethylating agent for trifluoromethyl compounds, which is useful as a polymerization initiator and a synthetic intermediate for pharmaceuticals, agricultural chemicals, etc. .
〈実施例〉
以下本発明を、実施例、比較例及び参考例により更に詳
細に説明するが、′本発明はこれらに限定されるもので
はない。<Examples> The present invention will be described in more detail below with reference to Examples, Comparative Examples, and Reference Examples, but the present invention is not limited thereto.
ス】Ｕ（［
撹拌装置、温度計及び滴下ロートを備えた３００ｍＱの
４つロフラスコに、炭酸ナトリウム８．０６ｇ （０，
０７６モル）、食塩４．３５ｇ及び水７２．５ｇを添加
し溶解した。次いで撹拌下、１，１．２−トリクロロト
リフルオロエタン１５０ｇを添加後、約−５℃まで冷却
し、５０％過酸化水素水８．６１ｇ （０，１２９モル
）を添加した。次に約−５℃に冷却した無水トリフルオ
ロ酢酸２０．０ｇ（０，０９５モル）と１．１，２−ト
リクロロトリフルオロエタン３０ｇとの混合液を温度範
囲一５〜−２℃にて５分間にわたり滴下した。滴下終了
後−５〜Ｏ℃の範囲で３０分間熟成を行ない、有機層を
分離後、１００ｍＱの水で２回洗浄を行なった。その結
果、収量１８２．５ ｇ 。[ 8.06 g of sodium carbonate (0,
076 mol), 4.35 g of common salt, and 72.5 g of water were added and dissolved. Next, while stirring, 150 g of 1,1.2-trichlorotrifluoroethane was added, the mixture was cooled to about -5°C, and 8.61 g (0,129 mol) of 50% hydrogen peroxide solution was added. Next, a mixture of 20.0 g (0,095 mol) of trifluoroacetic anhydride cooled to about -5°C and 30 g of 1,1,2-trichlorotrifluoroethane was added at a temperature range of -5 to -2°C. It was added dropwise over a period of minutes. After completion of the dropwise addition, aging was carried out for 30 minutes at a temperature of -5 to 0°C, and the organic layer was separated and washed twice with 100 mQ of water. As a result, the yield was 182.5 g.
収率９２％（以下、収率は無水トリフルオロ酢酸に対す
る理論モル収率である。）で目的とするビス（トリフル
オロアセチル）ペルオキシドが得られた。The target bis(trifluoroacetyl)peroxide was obtained with a yield of 92% (hereinafter, the yield is a theoretical molar yield based on trifluoroacetic anhydride).
災庭災Ｉ
炭酸ナトリウムを炭酸カリウムに代えた以外は、実施例
１と同様に反応を行った。その結果、収量１８０．５ｇ
、、収率８９％で目的とするビス（トリフルオロアセチ
ル）ペルオキシドが得られた。Disaster I The reaction was carried out in the same manner as in Example 1, except that sodium carbonate was replaced with potassium carbonate. As a result, the yield was 180.5g.
The desired bis(trifluoroacetyl)peroxide was obtained with a yield of 89%.
失凰盤Ａ
炭酸ナトリウムの水溶液濃度を実施例１の１０％（水７
２．５０ｇ）から５％（水１５３．１４ｇ）に代えた以
外は実施例１と同様に反応を行った。その結果、収量１
７８．０ｇ、収率８５％で目的とするビス（トリフルオ
ロアセチルキシドが得られた。Excretion disk A The concentration of the aqueous solution of sodium carbonate was changed to 10% of Example 1 (water 7
The reaction was carried out in the same manner as in Example 1, except that the amount of water (2.50 g) was changed to 5% (153.14 g of water). As a result, the yield is 1
The desired bis(trifluoroacetyl oxide) was obtained in an amount of 78.0 g and a yield of 85%.
去】１１引
無水トリフルオロ酢酸、過酸化水素及び炭酸ナトリウム
の仕込みモル比を１：０．１：０．１から１：０．５：
０．５に代えた以外は実施例１と同様に反応を行った。[11] The molar ratio of trifluoroacetic anhydride, hydrogen peroxide and sodium carbonate was 1:0.1:0.1 to 1:0.5:
The reaction was carried out in the same manner as in Example 1 except that the amount was changed to 0.5.
その結果、収量１７２．５ｇ、収率７３％で目的とする
ビス（トリフルオロアセチル）ペルオキシドが得られた
。As a result, the desired bis(trifluoroacetyl)peroxide was obtained in a yield of 172.5 g and a yield of 73%.
ル較■工
過酸化水素及び炭酸ナトリウムの代わりに過酸化ナトリ
ウムを用いた以外は実施例１と同様に反応を行なった．
その結果目的とするビス（トリフルオロアセチル）ペル
オキシドは全く得られなかった・
参ｍ
上記の実施例により得られたビス（トリフルオロアセチ
ル）ペルオキシド０．４５ｇ （２ミリモル）を含む１
，１．２−トリクロロトリフルオロエタン溶液３０．中
に，チオフェン０．３４ｇ（４ミリモル）を加え、窒素
気流下，４０℃にて３時間反応させた．反応終了後、反
応物を３０ｍＱの水で洗浄を行ない、硫酸マグネシウム
で乾燥後、反応生成物をガスクロマトグラフィー、ＩＲ
、ＭＡＳＳ，ＮＭＲにより分析した結果，２−トリフル
オロメチルチオフェンが収率９８％で得られた。A reaction was carried out in the same manner as in Example 1, except that sodium peroxide was used instead of hydrogen peroxide and sodium carbonate.
As a result, the desired bis(trifluoroacetyl) peroxide was not obtained at all.
, 1.2-trichlorotrifluoroethane solution 30. 0.34 g (4 mmol) of thiophene was added thereto, and the mixture was reacted at 40° C. for 3 hours under a nitrogen stream. After the reaction was completed, the reaction product was washed with 30 mQ of water, dried over magnesium sulfate, and the reaction product was analyzed by gas chromatography and IR.
As a result of analysis by , MASS, and NMR, 2-trifluoromethylthiophene was obtained in a yield of 98%.
以上のように本発明により製造されるビス（！ーリフル
オロアセチル）ペルオキシドはへテロ芳香族及び芳香族
化合物のトリフルオロメチル化剤として有効であること
が判る。As described above, it has been found that the bis(!-lifluoroacetyl) peroxide produced by the present invention is effective as a trifluoromethylating agent for heteroaromatic and aromatic compounds.
Claims (1)
及び／又は炭酸カリウムの存在下において反応させるこ
とを特徴とするビス（トリフルオロアセチル）ペルオキ
シドの製造法。A method for producing bis(trifluoroacetyl) peroxide, which comprises reacting trifluoroacetic anhydride and hydrogen peroxide in the presence of sodium carbonate and/or potassium carbonate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7474088A JPH01249752A (en) | 1988-03-30 | 1988-03-30 | Production of bis(trifluoroactyl)peroxide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7474088A JPH01249752A (en) | 1988-03-30 | 1988-03-30 | Production of bis(trifluoroactyl)peroxide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01249752A true JPH01249752A (en) | 1989-10-05 |
Family
ID=13555942
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7474088A Pending JPH01249752A (en) | 1988-03-30 | 1988-03-30 | Production of bis(trifluoroactyl)peroxide |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01249752A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0700885A1 (en) * | 1994-09-10 | 1996-03-13 | Solvay Interox Limited | Process for the introduction of fluoro-carbon substituents in organic compounds |
| US6911561B2 (en) | 2001-06-05 | 2005-06-28 | Regents Of The University Of Minnesota | Compositions including fluorinated peroxides, methods of making, and the use thereof |
| JP2022536700A (en) * | 2019-06-12 | 2022-08-18 | ヌーリオン ケミカルズ インターナショナル ベスローテン フェノーツハップ | Process for producing diacyl peroxide |
| US11976034B2 (en) | 2019-06-12 | 2024-05-07 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
-
1988
- 1988-03-30 JP JP7474088A patent/JPH01249752A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0700885A1 (en) * | 1994-09-10 | 1996-03-13 | Solvay Interox Limited | Process for the introduction of fluoro-carbon substituents in organic compounds |
| US6911561B2 (en) | 2001-06-05 | 2005-06-28 | Regents Of The University Of Minnesota | Compositions including fluorinated peroxides, methods of making, and the use thereof |
| JP2022536700A (en) * | 2019-06-12 | 2022-08-18 | ヌーリオン ケミカルズ インターナショナル ベスローテン フェノーツハップ | Process for producing diacyl peroxide |
| US11976035B2 (en) | 2019-06-12 | 2024-05-07 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
| US11976034B2 (en) | 2019-06-12 | 2024-05-07 | Nouryon Chemicals International B.V. | Process for the production of diacyl peroxides |
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