[[2-[4-(环氧乙烷基甲氧基)苄基]苯氧基]甲基]环氧乙烷 | 57469-07-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [[2-[4-(环氧乙烷基甲氧基)苄基]苯氧基]甲基]环氧乙烷
• 英文名称: ortho,para-bisphenol F diglycidyl ether
• 英文别名: o,p-BFDGE；[2-(2,3-epoxy-propoxy)-phenyl]-[4-(2,3-epoxy-propoxy)-phenyl]-methane；[2-(2,3-Epoxy-propoxy)-phenyl]-[4-(2,3-epoxy-propoxy)-phenyl]-methan；({2-[p-(oxiranylmethoxy)benzyl]phenoxy}methyl)oxirane；((2-(p-(Oxiranylmethoxy)benzyl)phenoxy)methyl)oxirane；2-[[2-[[4-(oxiran-2-ylmethoxy)phenyl]methyl]phenoxy]methyl]oxirane
• CAS: 57469-07-5
• 化学式: C₁₉H₂₀O₄
• 分子量: 312.365
• InChiKey: KWBKELCPJJUMNV-UHFFFAOYSA-N

物化性质

• 沸点：
  463.6±25.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)
• 保留指数：
  2576

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  43.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,4'-二羟基二苯甲烷 、 环氧氯丙烷 在 四丁基溴化铵 、 potassium hydroxide 作用下， 以62%的产率得到[[2-[4-(环氧乙烷基甲氧基)苄基]苯氧基]甲基]环氧乙烷
  参考文献：
  名称：

  Well-Defined Networks from DGEBF—The Importance of Regioisomerism in Epoxy Resin Networks

  摘要：

  The previously ignored or unreported impact of regiosomerism within diglycidyl ether of bisphenol F (DGEBF) on its network properties is presented. Routes to the isomers of DGEBF were explored: high-performance liquid chromatography showed good separation of the three isomers [para-para-DGEBF (ppDGEBF), para-ortho-DGEBF (poDGEBF), and ortho-ortho-DGEBF (ooDGEBF)] with small yields; column chromatography gave good separation of pp- + po- from oo-DGEBF but pp-/po- separation was not achieved. Synthesis was optimized to crude yields of 76% for pp-; 87% for po-, and 86% for oo-. Subsequently, crosslinked networks were prepared with meta-xylylenediamine. With increasing ortho content, degradation of chemical resistance and an inherent weakening of the network was observed, that is, glass transition temperature (T-g), beta transition temperature (T-beta), density, crosslink density, and the desorption diffusion coefficient decreased, whereas sorption diffusion coefficient and ultimate solvent uptake increased. This clearly shows that a subtle chemical structure change can significantly impact network performance.

  DOI：

  10.1021/acs.macromol.9b01441

文献信息

• Thermosetting resin from a diphenol and a diglycidyl ether of a diphenol
  申请人：UNION CARBIDE & CARBON CORP

  公开号：US02506486A1

  公开（公告）日：1950-05-02
• [EN] HIGH REFRACTIVE INDEX, LOW VISCOSITY ROOM TEMPERATURE TWO-PART EPOXY RESINS<br/>[FR] RÉSINES ÉPOXY À DEUX COMPOSANTS À FAIBLE VISCOSITÉ, À INDICE DE RÉFRACTION ÉLEVÉ, DURCISSANT À TEMPÉRATURE AMBIANTE
  申请人：MEMPILE INC

  公开号：WO2009031146A1

  公开（公告）日：2009-03-12

  The present invention describes high refractive index, low viscosity room temperature two-part epoxy resins and adhesive compositions comprising them.
• Well-Defined Networks from DGEBF—The Importance of Regioisomerism in Epoxy Resin Networks
  作者：Stephen T. Knox、Anthony Wright、Colin Cameron、John Patrick Anthony Fairclough

  DOI：10.1021/acs.macromol.9b01441

  日期：2019.9.24

  The previously ignored or unreported impact of regiosomerism within diglycidyl ether of bisphenol F (DGEBF) on its network properties is presented. Routes to the isomers of DGEBF were explored: high-performance liquid chromatography showed good separation of the three isomers [para-para-DGEBF (ppDGEBF), para-ortho-DGEBF (poDGEBF), and ortho-ortho-DGEBF (ooDGEBF)] with small yields; column chromatography gave good separation of pp- + po- from oo-DGEBF but pp-/po- separation was not achieved. Synthesis was optimized to crude yields of 76% for pp-; 87% for po-, and 86% for oo-. Subsequently, crosslinked networks were prepared with meta-xylylenediamine. With increasing ortho content, degradation of chemical resistance and an inherent weakening of the network was observed, that is, glass transition temperature (T-g), beta transition temperature (T-beta), density, crosslink density, and the desorption diffusion coefficient decreased, whereas sorption diffusion coefficient and ultimate solvent uptake increased. This clearly shows that a subtle chemical structure change can significantly impact network performance.