2-(4-溴苯氧基)-1,1,2,2-四氟乙磺酰氯 | 252975-56-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(4-溴苯氧基)-1,1,2,2-四氟乙磺酰氯
• 英文名称: 2-(4-bromophenoxy)-1,1,2,2-tetrafluoroethanesulfonyl chloride
• 英文别名: 2-(4-Bromophenoxy)tetrafluoroethanesulfonyl chloride
• CAS: 252975-56-7
• 化学式: C₈H₄BrClF₄O₃S
• 分子量: 371.535
• InChiKey: AUZVBDTXQWLZOM-UHFFFAOYSA-N

物化性质

• 沸点：
  292.0±40.0 °C(Predicted)
• 密度：
  1.853±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(4-溴苯氧基)-1,1,2,2-四氟乙磺酰氯 在 potassium fluoride 作用下， 以 乙腈 为溶剂， 反应 96.0h， 以90%的产率得到2-(4-Bromophenoxy)tetrafluoroethanesulfonyl fluoride
  参考文献：
  名称：

  Aromatic monomers with pendant fluoroalkylsulfonate and sulfonimide groups

  摘要：

  Novel styrene and dimethylisophthalate monomers with pendant lithium fluoroalkylsulfonate or sulfonimide functional groups have been prepared from the corresponding phenolic intermediates. One route involves several steps and uses 1,2-dibromotetrafluoroethane as the key fluorinated intermediate. A second route with fewer steps utilizes a perfluoroalkylsulfonyl-substituted vinyl ether as the source of the fluorinated substituents but affords a product with significantly higher equivalent weight. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00308-0
• 作为产物：
  描述：

  1-溴-4-(2-溴-1,1,2,2-四氟乙氧基)苯 在 sodium dithionite 、 水 、 氯 、 碳酸氢钠 作用下， 以 1,1,2-三氯三氟乙烷（CFC-113） 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2-(4-溴苯氧基)-1,1,2,2-四氟乙磺酰氯
  参考文献：
  名称：

  Aromatic monomers with pendant fluoroalkylsulfonate and sulfonimide groups

  摘要：

  Novel styrene and dimethylisophthalate monomers with pendant lithium fluoroalkylsulfonate or sulfonimide functional groups have been prepared from the corresponding phenolic intermediates. One route involves several steps and uses 1,2-dibromotetrafluoroethane as the key fluorinated intermediate. A second route with fewer steps utilizes a perfluoroalkylsulfonyl-substituted vinyl ether as the source of the fluorinated substituents but affords a product with significantly higher equivalent weight. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00308-0

文献信息

• Monomers comprising superacidic groups, and polymers therefrom
  申请人：Moore David Roger

  公开号：US20080114183A1

  公开（公告）日：2008-05-15

  The invention relates generally to monomers comprising superacidic functional groups. The superacidic functional groups comprise fluorinated sulfonate moieties. Monomers provided by the present invention include dihydroxy aromatic compounds, aromatic diamines, aromatic dicarboxylic acids, aromatic diacarboxylic acid esters, aromatic dithiols, and monomers comprising mixed functionalities, for example monomers comprising an aromatic amine group and an aromatic hydroxyl group. The monomers provided by the present invention are useful in the preparation of novel polymers comprising superacidic functional groups, materials useful in membrane applications. The superacidic functional groups present in the polymer compositions impart excellent proton conductivities. In one embodiment, the present invention provides monomers which may be used to prepare polymers useful as materials for polymer electrolyte fuel cell membranes.

  该发明涉及通常包含超酸性功能基团的单体。超酸性功能基团包括氟磺酸酯基团。本发明提供的单体包括二羟基芳香化合物、芳香二胺、芳香二羧酸、芳香二羧酸酯、芳香二硫醇和包含混合功能的单体，例如包含芳香胺基团和芳香羟基团的单体。本发明提供的单体在制备包含超酸性功能基团的新型聚合物方面是有用的，这些材料在膜应用中很有用。聚合物组合物中存在的超酸性功能基团赋予了优秀的质子传导性能。在一个实施例中，本发明提供的单体可用于制备作为聚合物电解质燃料电池膜材料的聚合物。
• Aromatic Ionomers with Highly Acidic Sulfonate Groups: Acidity, Hydration, and Proton Conductivity
  作者：Ying Chang、Giuseppe F. Brunello、Jeffrey Fuller、Marilyn Hawley、Yu Seung Kim、Melanie Disabb-Miller、Michael A. Hickner、Seung Soon Jang、Chulsung Bae

  DOI：10.1021/ma201759z

  日期：2011.11.8

  coupling with sulfonated phenyl bromides was developed for the preparation of aromatic ionomers. Superacidic fluoroalkyl sulfonic acid and less acidic aryl and alkyl sulfonic acids were efficiently incorporated into the aromatic ring of model polystyrene, and the resulting sulfonated ionomers were characterized for their properties as proton-conducting membranes. The membrane properties of ionomers containing

  开发了一种新颖的磺化方法，用于制备芳族离聚物，该方法涉及铱催化的芳族CH-H活化/硼化以及随后的Suzuki-Miyaura与磺化苯基溴化物的偶联。将超酸性氟代烷基磺酸和较少酸性的芳基和烷基磺酸有效地掺入模型聚苯乙烯的芳环中，并对所得磺化离聚物的质子传导膜性能进行了表征。比较了具有不同酸度强度的含磺酸基团的离聚物的膜性能，以研究酸度对水性能，质子电导率和形态的影响。超酸性氟烷基磺化离聚物（sPS-S 1）在较低的相对湿度下，尽管离子交换能力较低，并且吸水率较低，但与弱酸性芳基和烷基磺化离聚物（分别为sPS-S 2和sPS-S 3）相比，其质子传导率明显更高。研究了离聚物的水合行为与相对湿度的关系，以关联磺酸盐的酸强度和吸水性能。磺化离聚物的形态研究表明，sPS-S 1具有比sPS-S 3更大的亲水结构域。进行了分子动力学模拟，以了解在分子水平上超酸性离聚物质子传导性提高的起源。这些模拟表明，sPS-S
• [EN] AROMATIC POLYMERS WITH PENDANT FLUORINATED IONIC GROUPS<br/>[FR] POLYMERES AROMATIQUES PORTANT DES GROUPES IONIQUES FLUORES PENDANTS
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：WO1999067304A1

  公开（公告）日：1999-12-29

  (EN) A class of unsaturated compounds including containing a fluoroether-substituted aromatic ring, polymers, including ionomers, formed therefrom, and processes for forming them. The compositions of the invention have particular suitability for use in electrochemical applications.(FR) La présente invention concerne une classe de composés insaturés, et notamment des composés comprenant un cycle aromatique substitué par un fluoroéther, mais aussi des polymères ainsi que les ionomères formés à partir de ces polymères. L'invention concerne également les procédés d'élaboration correspondants. Les compositions de l'invention conviennent particulièrement aux applications d'électrochimie.

  本发明涉及一类不饱和化合物，特别是包含氟醚取代的芳香环的化合物；还涉及此类聚合物及其衍生物离子共聚物，并且涉及制备它们的过程。这些组合物特别适用于电化学应用。
• AROMATIC POLYMERS WITH PENDANT FLUORINATED IONIC GROUPS
  申请人：E.I. DUPONT DE NEMOURS AND COMPANY

  公开号：EP1095071B1

  公开（公告）日：2004-06-16
• Polymers comprising superacidic groups, and uses thereof
  申请人：Moore David Roger

  公开号：US20080114149A1

  公开（公告）日：2008-05-15

  The invention relates generally to polymers derived from monomers having aromatic superacidic functional groups. The superacidic functional groups comprise fluorinated sulfonate moieties. Polymers provided by the present invention include polyethers, polyesters, polycarbonates, polyestercarbonates, polyetherketones, and polyethersulfones among others. The polymers provided by the present invention include block and random copolymers. In one embodiment, the present invention provides a polyetherketone-polyethersulfone block copolymer comprising superacidic functional groups. Polymers comprising superacidic functional groups are useful materials in membrane applications. The superacidic functional groups present in the new polymer compositions impart excellent proton conductivities. In one embodiment, the present invention provides polymers useful as materials for polymer electrolyte fuel cell membranes.