2-Keto-pentafluor-propansulfonsaeure-aethylester | 62949-68-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2-Keto-pentafluor-propansulfonsaeure-aethylester
• 英文别名: Ethyl-2-oxopentafluorpropansulfonat；ethyl 2-ketopentafluoropropanesulfonate；ethyl 2-oxopentafluoropropanesulfonate；Ethyl 1,1,3,3,3-pentafluoro-2-oxopropane-1-sulfonate
• CAS: 62949-68-2
• 化学式: C₅H₅F₅O₄S
• 分子量: 256.15
• InChiKey: IWYWYPXNZJXKNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-Keto-pentafluor-propansulfonsaeure-aethylester 在 三氟乙酸 作用下， 生成 2-ketopentafluoropropanesulfonic acid
  参考文献：
  名称：

  Polyfluoroallyloxy compounds, their preparation and copolymers therefrom

  摘要：

  聚氟碳酰化合物（如聚氟酮或聚氟羧酸氟化物）与氟离子和聚氟烯基氯化物、溴化物或氟磺酸酯的反应会产生聚氟烯基氧基羧酸氟化物或磺酰氟化物，例如CF.sub.2 .dbd.CFCF.sub.2 OCF.sub.2 CF.sub.2 SO.sub.2 F。这些聚氟烯基氧基化合物与四氟乙烯、氯三氟乙烯或偏氟乙烯等乙烯类不饱和单体共聚合，形成可塑性高的聚合物，在某些情况下具有导电性或可湿润并可染色。

  公开号：

  US04273729A1
• 作为产物：
  描述：

  2-乙氧基-1,1,3,3,3-五氟丙-1-烯 在 三氧化硫 作用下， 生成 2-Keto-pentafluor-propansulfonsaeure-aethylester
  参考文献：
  名称：

  Sulfonation of acyclic fluorovinyl ethers

  摘要：

  DOI：

  10.1021/ja00446a037

文献信息

• Zum reaktionsverhalten funktionalisierter fluorolefine
  作者：D. Hass、H. Holfter、U. Schröder

  DOI：10.1016/0022-1139(93)03061-p

  日期：1994.10

  The reactions of functionalized fluoro-olefins, CF2=CFX (X=−SiMe3, −SO2OSiMe3) and CF2=C(CF3)X (X= −OSiMe3, −OSO2OSiMe3), with CH3CH2OH, H2O, SO3 and SO2FCF2C(O)F, have been investigated. The influence of the trimethylsilyl group on the olefins changes their molecular properties; rather than an attack at the double bond fission of the C-Si or O-Si bond occurs in most of the reactions. With metal fluorides

  CF 2 = CFX（X = -SiMe 3，-SO 2 OSiMe 3）和CF 2 = C（CF 3）X（X = -OSiMe 3，-OSO 2 OSiMe 3）官能化的氟烯烃与CH 3 CH 2 OH，H 2 O，SO 3和SO 2 FCF 2C（O）F，已被研究。三甲基甲硅烷基对烯烃的影响改变了它们的分子性质。而不是在大多数反应中发生C-Si或O-Si键的双键裂变。用金属氟化物如KF或CsF作为反应物，观察到形成了氟代三甲基硅烷。然而，仅CF 2＝ C（CF 3）X，其中X ＝ -OSiMe 3或-OSO 2 OSiMe 3通过在C（O）F基团上的取代而与SO 2 FCF 2 C（O）F反应。SO 3和CF 2 = CFSO 2 OSiMe 3之间的反应产生了新的磺内酯Me 3 SiOSO2 2。讨论了起始官能化氟代烯烃的反应行为。
• 2-Ketopentafluoropropanesulfonic acid and related acids
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04160780A1

  公开（公告）日：1979-07-10

  2-Ketopentafluoropropanesulfonic acid is obtained as a product of the reaction of sulfur trioxide and ethyl pentafluoroisopropenyl ether or by transesterification from corresponding esters. Similar sulfonic acids may be obtained by the latter process. The new compounds are useful as monomers for producing polymers, particularly moldable, dyeable, fluoropolymers, and as cationic initiators, e.g., for tetrahydrofuran polymerization.

  2-酮基五氟丙烷磺酸是由三氧化硫和乙基五氟异丙烯醚反应产生的产物，或通过相应酯的酯交换反应得到。类似的磺酸也可以通过后一种方法获得。这些新化合物可用作生产聚合物的单体，特别是可塑性、可染色、氟聚合物，以及作为阳离子引发剂，例如用于四氢呋喃聚合。
• Polymers of 2-ketopentafluoropropanesulfonic acid and related acids with
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04214070A1

  公开（公告）日：1980-07-22

  2-Ketopentafluoropropanesulfonic acid is obtained as a product of the reaction of sulfur trioxide and ethyl pentafluoroisopropenyl ether or by transesterification from corresponding esters. Similar sulfonic acids may be obtained by the latter process. The new compounds are useful as monomers for producing polymers, particularly moldable, dyeable, fluoropolymers, and as cationic initiators, e.g., for tetrahydrofuran polymerization.

  2-氟代异丙烯基五氟代乙醚和三氧化硫反应或通过相应酯的酯交换反应制得2-酮基五氟代丙烷磺酸。类似的磺酸也可以通过后一种方法获得。这些新化合物可用作生产聚合物的单体，特别是可模塑、可染色、氟聚合物，以及作为阳离子引发剂，例如用于四氢呋喃聚合反应。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.3, 6.2.3.1, page 48 - 120
  作者：

  DOI：——

  日期：——
• Poly(arylene ether sulfone) Statistical Copolymers Bearing Perfluoroalkylsulfonic Acid Moieties
  作者：Haibo Li、Andrew B. Jackson、Nathan J. Kirk、Kenneth A. Mauritz、Robson F. Storey

  DOI：10.1021/ma102717d

  日期：2011.2.22

  The perfluoroalkylsulfonate monomer, N,N-diisopropylethylammonium 2,2-bis(p-hydroxyphenyl)pentafluoropropanesulfonate (H PPS), was synthesized in three steps. Using triethyl phosphite, hexafluoroacetone was first converted to ethyl pentafluoroisopropenyl ether. Reaction of the ether with sulfur trioxide produced 2-ketopentafluoropropanesulfonic acid. The acid was condensed with 2 equiv of phenol, and the product was isolated as the N,N-diisopropylethylammonium salt. The structure of the final product was confirmed by X-ray crystallography. Poly(arylene ether sulfone)s (PAES) were prepared by homopolymerization of HPPS with bis(4-fluorophenyl) sulfone (FPS) and copolymerization of varying molar ratios of HPPS/biphenol (BP) with FPS. Copolymer number-average molecular weights were in the range 27 000-34 000 g/mol (GPC). Copolymer compositions ranged from 20 to 61 mol % HPPS (HPPS/BP molar ratio 0.25-1.56) as determined by F-19 NMR spectroscopy. Ion exchange capacity of the copolymers (by titration) ranged from 0.36 to 1.25 mequiv/g. Equilibrium water uptake of the copolymers at 80 degrees C and 90% relative humidity increased from 7.2 to 14.3 mol H2O/mol H+, and proton conductivity increased from 1.6 to 23 mS/cm, as the HPPS/PB ratio increased from 0.25 to 1.56.