perfluorobis[1-(2-fluorosulfonyl)ethoxy]propionyl peroxide | 56347-80-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: perfluorobis[1-(2-fluorosulfonyl)ethoxy]propionyl peroxide
• 英文别名: perfluorodi[1-(2-fluorosulfonyl)ethoxy]propionyl peroxide；perfluoro[2-(2-fluorosulfonyl)ethoxy]propynoyl peroxide；perfluoro-di[1-(2-fluorosulfonyl)ethoxy]propynoyl peroxide；perfluoro-di[2-(2-fluorosulfonyl)ethoxy]propionyl peroxide；[2,3,3,3-Tetrafluoro-2-(1,1,2,2-tetrafluoro-2-fluorosulfonylethoxy)propanoyl] 2,3,3,3-tetrafluoro-2-(1,1,2,2-tetrafluoro-2-fluorosulfonylethoxy)propaneperoxoate
• CAS: 56347-80-9
• 化学式: C₁₀F₁₈O₁₀S₂
• 分子量: 686.207
• InChiKey: ZNYNDAIJTTYEKM-UHFFFAOYSA-N

物化性质

• 沸点：
  356.2±52.0 °C(Predicted)
• 密度：
  1.939±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  156
• 氢给体数：
  0
• 氢受体数：
  28

反应信息

• 作为反应物：
  描述：

  perfluorobis[1-(2-fluorosulfonyl)ethoxy]propionyl peroxide 、 1,4-二甲氧基-2,5-二甲基苯 以 1,1,2-三氯三氟乙烷（CFC-113） 为溶剂， 反应 0.17h， 以43%的产率得到1,1,2,2-tetrafluoro-2-[1,2,2,2-tetrafluoro-1-(1-methoxy-2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-yl)ethoxy]ethanesulfonyl fluoride
  参考文献：
  名称：

  One-electron oxidation of alkyl alkoxybenzenes by ω-fluorosulfonylperfluorodiacyl peroxide

  摘要：

  The oxidation of p-methylanisole 3a, dialkoxybenzenes 3b, 3c and alkyl dialkoxybenzenes 3d-h by perfluorodi[1-(2-fluorosulfonyl) ethoxy]propionyl peroxide 1 afforded main products 4-omega-fluorosulfonylperfluoroalkyl-4-alkoxy-2,5-cyclohexa-dienones and minor ring omega-fluorosulfonylperfluoroalkylation products. The electron transfer mechanism of the reactions is also proved by ESR detection of the radical cations of the donor molecules. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.11.002
• 作为产物：
  描述：

  2,3,3,3-四氟-2-[1,1,2,2-四氟-2-(氟磺酰基)乙氧基]丙酰氟 以 various solvent(s) 为溶剂， 生成 perfluorobis[1-(2-fluorosulfonyl)ethoxy]propionyl peroxide
  参考文献：
  名称：

  氟化离聚物对-全氟-[1-（2-磺酸）乙氧基]乙基化聚丙烯腈-苯乙烯的合成与表征

  摘要：

  通过聚丙烯腈-苯乙烯（AS）（1）与全氟-二[2-（2 ）之间的电子转移反应合成了氟化离聚物对-全氟[1-（2-磺酸）乙氧基]乙基化聚丙烯腈-苯乙烯（SFAS）（5）。-过氟-磺酰基）乙氧基]丙酰过氧化物（FAP）（2），然后将对-全氟[1-（2-氟磺酰基）乙氧基]乙基化的聚丙烯腈-苯乙烯进行碱水解和酸化（3）。FTIR和19很好地表征了离聚物5的微观结构1 H NMR。其发生脱磺以上197℃用TGA，取代通过滴定测定的程度（DS）和离子交换容量（IEC）发现通过改变的摩尔比控制良好2：1。由离聚物5制成的质子交换膜在25℃下具有13.4至135.3％的吸水率和高达10 -2  S cm -1的电导率。

  DOI：

  10.1016/j.jfluchem.2006.04.013

文献信息

• EPR studies on H-abstraction from methylbenzenes by “magic blue” reagent
  作者：Hong-Yan Dou、Hong-Bo Ni、Cheng-Xue Zhao、Yong-Ming Zhang

  DOI：10.1016/j.jfluchem.2005.04.009

  日期：2005.8

  After mixing a methylbenzene 4 with "magic blue" solution in F113 (CCIF2CCl2F) containing bis[perfluoro[1-(2-fluorosulfonyl)ethoxy] ethyl) nitroxide 2 and perfluoro-1-nitroso-1-[1-(2-fluorosulfonyl)ethoxy] ethane 3 at room temperature, benzylic H-atom of 4 could be selectively abstracted by 2, and benzyl radical 5 thus generated was immediately trapped by 3. Based on hyper-fine splitting constants (hfsc), the structure of the spin adducts perfluoro[1-(2-fluorosulfonyl)ethoxyl ethyl benzyl nitroxides 6 derived from seven methylbenzenes have been identified. The mechanism of the H-abstraction/spin trapping process is also discussed. (c) 2005 Elsevier B.V. All rights reserved.
• Synthesis and characterization of perfluoro[1-(2-fluorosulfonyl)ethoxy]ethyl end-capped styrene oligomers
  作者：Chuan-Jin Guan、Lin Chen、Cheng-Hua Deng、Cheng-Xue Zhao

  DOI：10.1016/s0022-1139(02)00273-7

  日期：2003.1

  Styrene oligomers with perfluoro[1-(2-fluorosulfonyl)ethoxy]ethyl end-groups have been synthesized with moderate to high yields (52-97%) via radical oligomerization by using perfluoro[2-(2-fluorosulfonyl)ethoxy]propyonyl peroxide (PPP) at various reactant ratios of styrene over PPP (80,160,240,300,360 and 420) and different temperatures (33, 37 and 42degreesC), and characterized by FTIR, H-1 NMR and F-19 NMR. The molecular weight of the oligomers measured by gel permeation chromatography (GPC) is dependent on the reactant ratio and reaction temperature. The polydispersity of the oligomers varies from 1.99 to 3.30. The oligomer obtained at the reactant ratio of 300 has the maximum yield (97%) and much broader polydispersity (3.30). The contact angles of water, theta(H2O), on the oligomer films are much bigger than that of polystyrene (PS). The glass transition temperature of the oligomers, T-g, increases with the increase of molecular weight and is lower than that of the parent polymer. (C) 2002 Elsevier Science B.V. All rights reserved.
• EPR studies on regio-selective H-abstraction by “magic blue” reagent from polymers
  作者：Hong-Bo Ni、Hong-Yan Dou、Chi-xing Zhou、Cheng-Xue Zhao

  DOI：10.1016/j.jfluchem.2006.01.006

  日期：2006.3

  The radical reactions of polyolefin and olefin copolymers (4-9), polydienes and diene coplymers (10-15), and polysiloxane (16) with "magic blue" reagent containing H-abstracting agent-bis(perfluoro-l-[1-(2-fluorosulfonyl)ethoxy] ethyl) nitroxide [FSO2CF2CF2OCF(CF3)(2)N(O-center dot) (2)and spin trap-perfluoro-l-nitroso-[1-(2-fluoro-sulfonyl)ethoxy]ethane FSO2CF2CF2OCF(CF3)NO (3) were studied by EPR detection of the spin adducts of the corresponding polymeric radicals generated in the H-abstraction step to the spin trap 3, namely, the nitroxides FSO2CF2CF2OCF(CF3)N(O-center dot) (polymer-H) 17-29. EPR studies have provided information about the regio-selectivity of H-abstraction, the subsequent radical steps followed H-abstraction and grounded a possibility of employing "magic blue" reagent in polymer modification via H-abstraction-initiated grafting polymerization. (c) 2006 Published by Elsevier B.V.