perfluorohexane-1,6-bis-sulfonyl fluoride | 144368-88-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 磺酰卤
• 英文名称: perfluorohexane-1,6-bis-sulfonyl fluoride
• 英文别名: Perfluor-1.6-hexan-disulfonylfluorid；Dodecafluorohexane-1,6-disulfonyl difluoride；1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorohexane-1,6-disulfonyl fluoride
• CAS: 144368-88-7
• 化学式: C₆F₁₄O₄S₂
• 分子量: 466.173
• InChiKey: OXYNLVWARSYWNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  85
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  perfluorohexane-1,6-bis-sulfonyl fluoride 在 sodium sulfide nonahydrate 、 硫化氢 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 96.0h， 生成
  参考文献：
  名称：

  Synthesis of diazonium (perfluoroalkyl) benzenesulfonylimide zwitterions

  摘要：

  The synthesis and properties of diazonium (perfluoroalkyl) benzenesulfonylimide (PFSI) zwitterions are described. The general procedures for the diazonium PFSI zwitterions involve three steps: (1) a coupling reaction, (2) a reduction reaction and (3) a diazotization reaction. These novel diazonium PFSI zwitterions represent a new versatile class of remarkably stable diazonium materials with potential for modification of carbon supports for electrodes in proton exchange membrane (PEM) fuel cells. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2012.11.007
• 作为产物：
  描述：

  在 potassium fluoride 、 氯 作用下， 以 水 、 乙腈 为溶剂， 反应 6.0h， 生成 perfluorohexane-1,6-bis-sulfonyl fluoride
  参考文献：
  名称：

  A useful synthesis of ω-iodoperfluoroalkanesulfonyl fluorides and perfluoroalkane-α,ω-bis-sulfonyl fluorides

  摘要：

  Omega-iodoperfluoroalkanesulfonyl fluorides and perfluoroalkane-alpha,omega-bis-sulfonyl fluorides have been prepared via deiodosulfination, chlorination, and then chlorine-fluorine exchange reaction of alpha,omega-diiodoperfluoroalkanes I(CF2)nI (n=3, 4, 6). Similar reaction of I(CF2)2O(CF2)2SO2F affords FSO2(CF2)2O(CF2)2SO2F.

  DOI：

  10.1016/s0022-1139(00)82200-9

文献信息

• Synthesis of the first difunctional N-fluoro perfluoroalkylsulfonylimides, CF3SO2NFSO2(CF2)nSO2NFSO2CF3
  作者：Jie Zhang、Darryl D DesMarteau、Sharique Zuberi、Jing-Ji Ma、Lixin Xue、Samuel M Gillette、Hanne Blau、Rolf Gerhardt

  DOI：10.1016/s0022-1139(02)00121-5

  日期：2002.7

  Synthesis of difunctional N,N′-difluoro perfluoroalkylsulfonamides, CF3SO2NFSO2(CF2)nSO2NFSO2CF3, where n=4, 6 is reported. A related compound with an oxygen linkage CF3SO2NFSO2(CF2)2O(CF2)2SO2NFSO2CF3 has also been prepared. These reagents showed good activity for electrophilic fluorination.

  报道了双官能N，N′-二氟全氟烷基磺酰胺，CF 3 SO 2 NFSO 2（CF 2）n SO 2 NFSO 2 CF 3的合成，其中n＝ 4、6。还制备了具有氧键CF 3 SO 2 NFSO 2（CF 2）2 O（CF 2）2 SO 2 NFSO 2 CF 3的相关化合物。这些试剂显示出良好的亲电氟化活性。
• Multi-acid polymers and methods of making the same
  申请人：Nissan North America, Inc.

  公开号：US10035144B2

  公开（公告）日：2018-07-31

  Multi-acid polymers for use as a fuel cell membrane, for example, have multi-acid monomers that have an imide base and more than two proton conducting groups. The multi-acid polymers are made by reacting a polymer precursor in sulfonyl fluoride or sulfonyl chloride form with a compound with an acid giving group. One example of a multi-acid polymer is: wherein R is one or more units of a non-SO2F or non-SO2Cl portion of a polymer precursor in sulfonyl fluoride or sulfonyl chloride form.

  例如，用作燃料电池膜的多酸聚合物具有多酸单体，这些单体具有一个酰亚胺基和两个以上的质子传导基团。多酸聚合物是由磺酰氟或磺酰氯形式的聚合物前体与带有酸性基团的化合物反应制成的。多酸聚合物的一个例子是 其中 R 是磺酰氟或磺酰氯形式的聚合物前体的非SO2F 或非SO2Cl 部分的一个或多个单元。
• Multi-acid polymers from multifunctional amino acids and sulfonyl halide precursors and methods of making the same
  申请人：NISSAN NORTH AMERICA, INC.

  公开号：US10153505B2

  公开（公告）日：2018-12-11

  Multi-acid polymers are produced having the formula R—SO2—NH—R′—(SO3H)n and made from a polymer precursor in sulfonyl fluoride form or sulfonyl chloride form The R is one or more units of the polymer precursor without sulfonyl fluoride or sulfonyl chloride, R′ is the portion of the amino sulfonic acid without the SO3H and NH, n is one or more, and the multi-acid polymer has two or more proton conducting groups. A method of making the multi-acid polymers includes reacting an amino acid having multiple sulfonic acids with a polymer precursor in sulfonyl fluoride form or sulfonyl chloride form in a mild base condition to produce the multi-acid polymer having two or more proton conducting groups.

  R是聚合物前体的一个或多个不含磺酰氟或磺酰氯的单元，R′是氨基磺酸中不含SO3H和NH的部分，n是一个或多个，多酸聚合物具有两个或多个质子传导基团。制造多酸聚合物的方法包括在温和的碱条件下，使具有多个磺酸的氨基酸与磺酰氟形式或磺酰氯形式的聚合物前体反应，生成具有两个或多个质子传导基团的多酸聚合物。
• Multi-acid polymers from multifunctional amino phosphonic acids and sulfonyl halide precursors and methods of making the same
  申请人：Nissan North America, Inc.

  公开号：US10930961B2

  公开（公告）日：2021-02-23

  Multi-acid polymers are produced having the formula R—SO2—NH—R′—(SO3H)n and made from a polymer precursor in sulfonyl fluoride form or sulfonyl chloride form The R is one or more units of the polymer precursor without sulfonyl fluoride or sulfonyl chloride, R′ is the portion of the amino sulfonic acid without the SO3H and NH, n is one or more, and the multi-acid polymer has two or more proton conducting groups. A method of making the multi-acid polymers includes reacting an amino acid having multiple sulfonic acids with a polymer precursor in sulfonyl fluoride form or sulfonyl chloride form in a mild base condition to produce the multi-acid polymer having two or more proton conducting groups.

  R是聚合物前体的一个或多个不含磺酰氟或磺酰氯的单元，R′是氨基磺酸中不含SO3H和NH的部分，n是一个或多个，多酸聚合物具有两个或多个质子传导基团。制造多酸聚合物的方法包括在温和的碱条件下，使具有多个磺酸的氨基酸与磺酰氟形式或磺酰氯形式的聚合物前体反应，生成具有两个或多个质子传导基团的多酸聚合物。
• Reaction of sulfuryl fluoride and sulfonyl florides with fluoro olefins
  作者：Stanley Temple

  DOI：10.1021/jo01265a070

  日期：1968.1