N,N-diethyl-3,5-difluorobenzenesulfonamide | 1372794-94-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-diethyl-3,5-difluorobenzenesulfonamide
• 英文别名: N,N-diethyl-3,5-difluorobenzene sulfonamide
• CAS: 1372794-94-9
• 化学式: C₁₀H₁₃F₂NO₂S
• mdl: MFCD20044372
• 分子量: 249.282
• InChiKey: QALSJMBYAUDTSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-叔丁基苯酚 、 N,N-diethyl-3,5-difluorobenzenesulfonamide 在 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 21.0h， 以60%的产率得到
  参考文献：
  名称：

  Utilization of N,N-diethyl-3,5-difluorobenzene sulfonamide to prepare functionalized poly(arylene ether)s

  摘要：

  A series of poly(arylene ether)s carrying a pendant diethyl sulfonamide group was prepared by the meta activated nucleophilic aromatic substitution reaction of a new aryl difluoride monomer, N,N-diethyl-3,5-difluorobenzene sulfonamide. The synthesis of N,N-diethyl-3,5-difluorobenzene sulfonamide was achieved via the one-step reaction of diethyl amine with commercially available 3,5-difluorobenzenesulfonyl chloride. Model reactions and NMR data indicated that the fluoride atoms were sufficiently activated by the sulfonamide group, located in the meta position, to provide access to high molecular weight poly(arylene ether)s. The corresponding poly(arylene ether)s, were prepared by reaction of N,N-diethyl-3,5-difluorobenzene sulfonamide with bisphenol A, bisphenol AF, 4,4'-biphenol, hydroquinone, resorcinol, and 4,4'-dihydroxydiphenyl ether. The polymers were characterized via NMR spectroscopy, size exclusion chromatography, thermogravimetric analysis, and differential scanning calorimetry. The sulfonamide based poly(arylene ether)s displayed moderate thermal stability with 5% weight loss temperatures ranging from 366 to 385 degrees C, but possessed relatively low glass transition temperatures, 72-142 degrees C. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2012.11.072
• 作为产物：
  描述：

  二乙胺 、 3,5-二氟苯磺酰氯 以 二氯甲烷 、 水 为溶剂， 反应 24.0h， 以61%的产率得到N,N-diethyl-3,5-difluorobenzenesulfonamide
  参考文献：
  名称：

  Utilization of N,N-diethyl-3,5-difluorobenzene sulfonamide to prepare functionalized poly(arylene ether)s

  摘要：

  A series of poly(arylene ether)s carrying a pendant diethyl sulfonamide group was prepared by the meta activated nucleophilic aromatic substitution reaction of a new aryl difluoride monomer, N,N-diethyl-3,5-difluorobenzene sulfonamide. The synthesis of N,N-diethyl-3,5-difluorobenzene sulfonamide was achieved via the one-step reaction of diethyl amine with commercially available 3,5-difluorobenzenesulfonyl chloride. Model reactions and NMR data indicated that the fluoride atoms were sufficiently activated by the sulfonamide group, located in the meta position, to provide access to high molecular weight poly(arylene ether)s. The corresponding poly(arylene ether)s, were prepared by reaction of N,N-diethyl-3,5-difluorobenzene sulfonamide with bisphenol A, bisphenol AF, 4,4'-biphenol, hydroquinone, resorcinol, and 4,4'-dihydroxydiphenyl ether. The polymers were characterized via NMR spectroscopy, size exclusion chromatography, thermogravimetric analysis, and differential scanning calorimetry. The sulfonamide based poly(arylene ether)s displayed moderate thermal stability with 5% weight loss temperatures ranging from 366 to 385 degrees C, but possessed relatively low glass transition temperatures, 72-142 degrees C. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2012.11.072

文献信息

• MEMBRANE, APPARATUS, AND ASSOCIATED METHOD
  申请人：Yeager Gary William

  公开号：US20080203012A1

  公开（公告）日：2008-08-28

  A membrane is provided that is formed from a composition. The composition comprises a polyarylene ether polymer or copolymer comprising a zwitterion; or comprises a polyarylene polymer or copolymer comprising a zwitterion.

  提供了一种由成分形成的膜。该成分包括聚芳醚聚合物或共聚物，其中包括一个带有离子对的分子；或包括聚芳醚聚合物或共聚物，其中包括一个带有离子对的分子。
• COMPOSITION AND ASSOCIATED METHOD
  申请人：Yeager Gary William

  公开号：US20080207822A1

  公开（公告）日：2008-08-28

  Provided is a composition including a polyarylene ether polymer or copolymer comprising a zwitterionic, group. The zwitterionic group can derive from a zwitterionic precursor such as 4-(2-hydroxyethyl)-1-piperazine ethane sulfonic acid and comprises at least one atom of sulfur, phosphorus, or nitrogen. Embodiments also relate to an article, made from the composition, such as a membrane.

  提供的是一种化合物，其中包括聚芳醚聚合物或共聚物，其中包含一个带有两性离子基团。这个两性离子基团可以来自于两性离子前体，例如4-(2-羟乙基)-1-哌嗪乙烷磺酸，且至少包含一个硫、磷或氮原子。实施例还涉及使用该化合物制成的物品，例如膜。
• METHOD OF MAKING AND USING MEMBRANE
  申请人：Yeager Gary William

  公开号：US20080312349A1

  公开（公告）日：2008-12-18

  A process is provided that includes attaching a zwitterion to a polymer or a copolymer, wherein the polymer or copolymer comprises a polyarylene ether or a polyarylene.

  提供的过程包括将一种内盐离子（zwitterion）附着在聚合物或共聚物上，其中该聚合物或共聚物包括聚芳醚或聚芳烃。
• [EN] COMPOSITION, ITS USE IN THE PREPARATION OF MEMBRANES, AND SYSTEMS COMPRISING THE MEMBRANES<br/>[FR] COMPOSITION, UTILISATION DE CELLE-CI DANS LA PRÉPARATION DE MEMBRANES ET SYSTÈMES COMPRENANT DE TELLES MEMBRANES
  申请人：SABIC INNOVATIVE PLASTICS IP

  公开号：WO2008103599A2

  公开（公告）日：2008-08-28

  [EN] Provided is a composition including a polyarylene ether polymer or copolymer comprising a zwitterion, or a polyarylene polymer or copolymer comprising a zwitterion. Also provided is a process that includes attaching a zwitterion to a polymer or a copolymer, wherein the polymer or copolymer comprises a polyarylene ether or a polyarylene. Also provided is a membrane that is formed from the composition.
  [FR] La présente invention concerne une composition comprenant un polymère ou un copolymère de polyarylène éther comprenant un zwitterion, ou un polymère ou un copolymère de polyarylène comprenant un zwitterion. Cette invention concerne également un procédé qui consiste à lier un zwitterion à un polymère ou à un copolymère comprenant un polyarylène éther ou un polyarylène. En outre, cette invention concerne une membrane qui est produite à partir de ladite composition.
• Utilization of N,N-diethyl-3,5-difluorobenzene sulfonamide to prepare functionalized poly(arylene ether)s
  作者：Ryan Selhorst、Eric Fossum

  DOI：10.1016/j.polymer.2012.11.072

  日期：2013.1

  A series of poly(arylene ether)s carrying a pendant diethyl sulfonamide group was prepared by the meta activated nucleophilic aromatic substitution reaction of a new aryl difluoride monomer, N,N-diethyl-3,5-difluorobenzene sulfonamide. The synthesis of N,N-diethyl-3,5-difluorobenzene sulfonamide was achieved via the one-step reaction of diethyl amine with commercially available 3,5-difluorobenzenesulfonyl chloride. Model reactions and NMR data indicated that the fluoride atoms were sufficiently activated by the sulfonamide group, located in the meta position, to provide access to high molecular weight poly(arylene ether)s. The corresponding poly(arylene ether)s, were prepared by reaction of N,N-diethyl-3,5-difluorobenzene sulfonamide with bisphenol A, bisphenol AF, 4,4'-biphenol, hydroquinone, resorcinol, and 4,4'-dihydroxydiphenyl ether. The polymers were characterized via NMR spectroscopy, size exclusion chromatography, thermogravimetric analysis, and differential scanning calorimetry. The sulfonamide based poly(arylene ether)s displayed moderate thermal stability with 5% weight loss temperatures ranging from 366 to 385 degrees C, but possessed relatively low glass transition temperatures, 72-142 degrees C. (C) 2012 Elsevier Ltd. All rights reserved.