bis(4-glycidyloxyphenyl)disulfide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: bis(4-glycidyloxyphenyl)disulfide
• 英文别名: (4-glycidyloxyphenyl) disulfide；BGPDS；1,2-Bis(4-(oxiran-2-ylmethoxy)phenyl)disulfane；2-[[4-[[4-(oxiran-2-ylmethoxy)phenyl]disulfanyl]phenoxy]methyl]oxirane
• 化学式: C₁₈H₁₈O₄S₂
• 分子量: 362.471
• InChiKey: IDMBFRXGXNEYRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  94.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4,4’-二羟基二苯二硫醚 、 环氧溴丙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到bis(4-glycidyloxyphenyl)disulfide
  参考文献：
  名称：

  基于双动态共价键的高性能环氧Vitrimer复合材料

  摘要：

  通过在环氧树脂的交联网络中引入动态共价键（DCB），可以赋予热固性环氧树脂材料独特的动态性能。然而，获得具有高机械、热力学和动态性能的环氧材料仍然是一个挑战。在这项工作中，使用具有亚胺键的固化剂（PAMD）和具有二硫键的环氧树脂（BGPDS）制备了一系列具有双DCB的环氧玻璃体。 PAMD和BGPDS交联并形成均匀的芳香族骨架，保证了材料的机械和热性能。高密度DCB保证了环氧玻璃体的动态性能。此外，将四针状氧化锌晶须（T-ZnOw）添加到环氧玻璃体中以进一步增强。结果表明，T-ZnOw 含量为 10 wt.% 的环氧 vitrimer 复合材料表现出高拉伸强度、高T g、高愈合效率、形状重构、再加工和快速降解。降解产物可回收并生产新的环氧玻璃体，实现闭环回收，减少环境污染和资源浪费。

  DOI：

  10.1002/pol.20230819

文献信息

• Degradable epoxy resins prepared from diepoxide monomer with dynamic covalent disulfide linkage
  作者：Akira Takahashi、Tomoyuki Ohishi、Raita Goseki、Hideyuki Otsuka

  DOI：10.1016/j.polymer.2015.11.057

  日期：2016.1

  Development of a methodology for designing network polymers with both structural rigidity and facile degradability is an important challenge. In this paper, we demonstrate the efficient degradation of epoxy resins with disulfide linkages synthesized from bis(4-glycidyloxyphenyl)disulfide and several diamines. The synthesis was carried out without any undesired side-reactions derived from disulfide bonds, as supported by the structural characterization of the model linear polymer. While tensile testing revealed that the obtained resins possess comparable mechanical properties to the reference resin without disulfide bonds, they degraded into completely soluble fragments on a time-scale of several tens of minutes via disulfide exchange reaction in the presence of base. On the other hand, the resin containing disulfide bonds only at the diamine moieties only partially degraded and remained undissolved under the same conditions, which indicates that the design for fragmenting into smaller molecules is effective for the degradation of epoxy resins with dynamic disulfide linkages. (C) 2015 Elsevier Ltd. All rights reserved.
• DISULFIDE-CONTAINING SELF-HEALING POLYMER BLEND
  申请人：Repsol, S.A.

  公开号：EP3555203A1

  公开（公告）日：2019-10-23
• Electrically disbonding materials
  申请人：Gilbert Michael D.

  公开号：US20100000878A1

  公开（公告）日：2010-01-07

  An electrochemically disbondable composition is provided having a matrix functionality and an electrolyte functionality. The matrix functionality provides an adhesive bond to a substrate, and the electrolyte functionality provides sufficient ionic conductivity to the composition to support a faradaic reaction at an interface with an electrically conductive surface in contact with the composition, whereby the adhesive bond is weakened at the interface. The composition may be a phase-separated composition having first regions of substantially matrix functionality and second regions of substantially electrolyte functionality. Adhesive and coating compositions and methods of disbonding also are described.
• US7332218B1
  申请人：——

  公开号：US7332218B1

  公开（公告）日：2008-02-19
• US7968188B2
  申请人：——

  公开号：US7968188B2

  公开（公告）日：2011-06-28