difluoro(phenylsulfanyl)methanesulfonyl fluoride

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: difluoro(phenylsulfanyl)methanesulfonyl fluoride
• 英文别名: PhS(CF2)SO2F；(Phenylthio)difluoromethanesulfonic acid fluoride
• 化学式: C₇H₅F₃O₂S₂
• 分子量: 242.243
• InChiKey: ZAQQSXJOHBXUEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  difluoro(phenylsulfanyl)methanesulfonyl fluoride 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 21.5h， 生成 N-benzyl-N-(trifluoromethanesulfonyl)-(phenylsulfanyl)difluoromethanesulfonamide
  参考文献：
  名称：

  Syntheses of a wide family of new aryl based perfluorosulfonimide lithium salts. Electrochemical performances of the related polymer electrolytes

  摘要：

  This paper reports both on a general multistep synthesis of a wide family of aryl substituted perfluorosulfonimides and on a preliminary electrochemical investigation of two lithium salts hosted by a poly(oxyethylene) homopolymer. Both salts have a cationic transference number more than twice that of LiTFSI. Additionally, one of these salts exhibits markedly higher cationic conductivities than POE/LiTFSI electrolytes. These preliminary data are very encouraging as, thanks to the aryl moiety, a wide variety of salts can be considered in order to still improve the performances of polymer electrolytes. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.06.041
• 作为产物：
  描述：

  [(bromodifluoromethyl)sulfanyl]benzene 在 1-(chloromethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diium tetrafluoroborate 、 二氧化硫 、 magnesium 、 cesium fluoride 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 difluoro(phenylsulfanyl)methanesulfonyl fluoride
  参考文献：
  名称：

  Syntheses of a wide family of new aryl based perfluorosulfonimide lithium salts. Electrochemical performances of the related polymer electrolytes

  摘要：

  This paper reports both on a general multistep synthesis of a wide family of aryl substituted perfluorosulfonimides and on a preliminary electrochemical investigation of two lithium salts hosted by a poly(oxyethylene) homopolymer. Both salts have a cationic transference number more than twice that of LiTFSI. Additionally, one of these salts exhibits markedly higher cationic conductivities than POE/LiTFSI electrolytes. These preliminary data are very encouraging as, thanks to the aryl moiety, a wide variety of salts can be considered in order to still improve the performances of polymer electrolytes. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.06.041

文献信息

• AROMATIC SULPHONYLIMIDES, PREPARATION THEREOF AND USE THEREOF AS ELECTROLYTE
  申请人：Sanchez Jean-Yves

  公开号：US20100174113A1

  公开（公告）日：2010-07-08

  The invention relates to a process for preparing aromatic sulphonylimides, to the sulphonylimides obtained, and to the use thereof as salt of an electrolyte. The sulphonylimides correspond to the formula [R—SO 2 —N—SO 2 R′] r M (I). R′ is an ArZL- group. R′ is a perfluoroalkyl group or an ArZL- group. Z is an S, SO or SO 2 group. L is a —(CF 2 ) n —CFR f — group. n is 0 or 1; R f represents F or a C 1 to C 8 perfluoroalkyl group; Ar is an aromatic group. M represents H, an alkali metal cation, an alkaline earth metal cation, a trivalent or tetravalent metal cation, or an organic cation. The process consists in preparing a compound RSO2N(R′)SO2R′ from RSO 2 F, and in replacing the group R′ by nucleophilic substitution reaction so as to obtain the compound (I), R′ being a benzyl or trimethylsilyl group.

  该发明涉及一种制备芳香磺酰亚胺的方法，所得的磺酰亚胺以及将其用作电解质盐。磺酰亚胺对应于式[R—SO2—N—SO2R′]rM（I）。R′是ArZL-基团。R′是全氟烷基基团或ArZL-基团。Z是S、SO或SO2基团。L是—(CF2)n—CFRf—基团。n为0或1；Rf代表F或C1到C8的全氟烷基基团；Ar是芳香族基团。M代表H、碱金属阳离子、碱土金属阳离子、三价或四价金属阳离子或有机阳离子。该方法包括从RSO2F制备化合物RSO2N(R′)SO2R′，并通过亲核取代反应将基团R′替换为以获得化合物（I），其中R′是苄基或三甲基硅基团。
• An Efficient Preparation of New Sulfonyl Fluorides and Lithium Sulfonates
  作者：Fabien Toulgoat、Bernard. R. Langlois、Maurice Médebielle、Jean-Yves Sanchez

  DOI：10.1021/jo701318n

  日期：2007.11.1

  polyfluoroalkanesulfonyl fluorides is reported. This method, based on the synthesis of polyfluoroalkyl trimethyl silanes (precursors of polyfluoroalkylsulfinates) as intermediates, allows the successive transformations to be carried out in one pot. Moreover, these sulfonyl fluorides can be obtained from the corresponding sulfinates by electrophilic fluorination. This original approach avoids isolation and purification

  报道了几种多氟链烷磺酰氟的有效制备方法。该方法基于多氟烷基三甲基硅烷（多氟烷基亚磺酸盐的前体）作为中间体的合成，可以在一个罐中进行连续的转化。而且，这些磺酰氟可以通过亲电氟化从相应的亚磺酸盐获得。这种原始方法避免了某些热或水解不稳定中间体的分离和纯化。因此，已经从卤代二氟甲基化的前体RCF 2 X（X = F，Br; R = ArC（O），ArS（O）n（CF 2）m ; n = 0，1，2; m制备了一系列新的磺酰氟。 = 1、2），并已转化为相应的磺酸锂，它们有潜力用作锂电池的电解质。
• Efficient Preparation of New Fluorinated Lithium and Ammonium Sulfonimides
  作者：Fabien Toulgoat、Bernard. R. Langlois、Maurice Médebielle、Jean-Yves Sanchez

  DOI：10.1021/jo800272q

  日期：2008.7.1

  An efficient preparation of new fluorinated lithium and ammonium sulfonimides, from the corresponding sulfonyl fluorides, is reported. These sulfonyl fluorides are reacted with benzylamine, then triflated. Due to the high leaving ability of fluorinated sulfonimides, the formed N-benzylsulfonimides are simply debenzylated with an alcohol. Finally, the intermediate oxonium sulfonimides are neutralized

  据报道，由相应的磺酰氟有效地制备了新的氟化锂和铵磺酰亚胺。这些磺酰氟与苄胺反应，然后三氟甲磺酸。由于氟化磺酰亚胺的高离去能力，所形成的N-苄基磺酰亚胺简单地用醇脱苄基。最后，中间体氧鎓磺酰亚胺被各种碱原位中和。所获得的磺酰亚胺是锂电池或燃料电池的潜在电解质。
• Aromatic sulfonylimides, preparation thereof and use thereof as electrolyte
  申请人：Sanchez Jean-Yves

  公开号：US08853448B2

  公开（公告）日：2014-10-07

  The invention relates to a process for preparing aromatic sulfonylimides, to the sulfonylimides obtained, and to the use thereof as salt of an electrolyte. The sulfonylimides correspond to the formula [R—SO2—N—SO2R′]rM (I). R′ is an ArZL- group. R′ is a perfluoroalkyl group or an ArZL- group. Z is an S, SO or SO2 group. L is a —(CF2)n—CFRf— group. n is 0 or 1; Rf represents F or a C1 to C8 perfluoroalkyl group; Ar is an aromatic group. M represents H, an alkali metal cation, an alkaline earth metal cation, a trivalent or tetravalent metal cation, or an organic cation. The process consists in preparing a compound RSO2N(R′)SO2R′ from RSO2F, and in replacing the group R′ by nucleophilic substitution reaction so as to obtain the compound (I), R′ being a benzyl or trimethylsilyl group.

  本发明涉及一种制备芳香基磺酰亚胺的方法，所得磺酰亚胺以及其作为电解质盐的用途。所述磺酰亚胺符合公式[R-SO2-N-SO2R']rM(I)，其中R'为ArZL-基团。R'为全氟烷基或ArZL-基团。Z为S、SO或SO2基团。L为-(CF2)n-CFRf-基团。n为0或1；Rf代表F或C1至C8的全氟烷基；Ar为芳香基团。M代表H、碱金属阳离子、碱土金属阳离子、三价或四价金属阳离子或有机阳离子。该方法包括从RSO2F制备化合物RSO2N(R')SO2R'，并通过亲核取代反应替换R'基团以获得化合物(I)，其中R'为苄基或三甲基硅基团。
• New aryl-containing fluorinated sulfonic acids and their ammonium salts, useful as electrolytes for fuel cells or ionic liquids
  作者：R. Arvai、F. Toulgoat、M. Médebielle、B. Langlois、F. Alloin、C. Iojoiu、J.Y. Sanchez

  DOI：10.1016/j.jfluchem.2008.06.009

  日期：2008.10

  Several aryl-containing ammonium sulfonates have been prepared either by cationic metathesis from the corresponding lithium sulfonates or from the corresponding sulfonic acids. The latter have been obtained by elution of an Amberlite resin with alcoholic solutions of the lithium sulfonates. These ammonium sulfonates exhibit interesting conductivities and thermal properties which allow them to be promising candidates as electrolytes for electricity storage. (C) 2008 Elsevier B.V. All rights reserved.