2-(2,3-dihydrothieno[3,4-b][1,4]dioxin-2-ylmethoxy)-6-{[2-(2-methoxyethoxy)ethoxy]ethoxy}-9,10-anthraquinone | 1220103-60-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(2,3-dihydrothieno[3,4-b][1,4]dioxin-2-ylmethoxy)-6-{[2-(2-methoxyethoxy)ethoxy]ethoxy}-9,10-anthraquinone
• 英文别名: 2-(2,3-Dihydrothieno[3,4-b][1,4]dioxin-3-ylmethoxy)-6-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]anthracene-9,10-dione；2-(2,3-dihydrothieno[3,4-b][1,4]dioxin-3-ylmethoxy)-6-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]anthracene-9,10-dione
• CAS: 1220103-60-5
• 化学式: C₂₈H₂₈O₉S
• 分子量: 540.591
• InChiKey: BIVBQXFRMBABKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  38
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2-(氯甲基)-2,3-二氢-噻吩并[3,4-b]-1,4-二噁英 、 2-hydroxy-6-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}-9,10-anthraquinone 在 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以53%的产率得到2-(2,3-dihydrothieno[3,4-b][1,4]dioxin-2-ylmethoxy)-6-{[2-(2-methoxyethoxy)ethoxy]ethoxy}-9,10-anthraquinone
  参考文献：
  名称：

  Synthesis, electropolymerization and oxidation kinetics of an anthraquinone-functionalized poly(3,4-ethylenedioxythiophene)

  摘要：

  The chemical synthesis of an EDOT derivative endowed with an electron acceptor anthraquinone moiety (AQ-EDOT) is described. The electrochemical polymerization of the monomer has been studied by cyclic voltammetry, chronoamperometry and chronopotentiometry. The monomer oxidation-polymerization takes places on platinum at potentials more positive than 1.3V vs. Ag/AgCl. The polymer film presents a stable redox process with E-0 = 0.22V, that can be assigned to the characteristic exchange process of the parent unsubstituted PEDOT polymer. An unstable redox process at E-0 = -1.00V, present decreasing charges on the consecutive cycles despite that the lost reduction charge is recovered by two irreversible oxidation processes taking place at high anodic potentials 0.00 and 0.16V. A structural charge trapping effects occurring by reduction at -1.1V and re-oxidation at 0.16V of the anthraquinone moiety is suggested. The stable redox process is not affected by cycling allowing the obtention of the oxidation empirical kinetics, kinetic coefficients and reaction orders. Different initial states attained by reduction at different cathodic potentials for a constant time were explored for the kinetic study. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2009.10.011