3-(butoxymethyl)-6-(3-(butoxymethyl)-3-methyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-6-yl)-3-methyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine | 887907-97-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 3-(butoxymethyl)-6-(3-(butoxymethyl)-3-methyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-6-yl)-3-methyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine
• 英文别名: 3-(butoxymethyl)-6-(3-(butoxymethyl)-3-methyl-3,4-dihydro-2H-thieno[3,4-b][1,4]diozepin-6-yl)-3-methyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine；3-(Butoxymethyl)-6-[3-(butoxymethyl)-3-methyl-2,4-dihydrothieno[3,4-b][1,4]dioxepin-6-yl]-3-methyl-2,4-dihydrothieno[3,4-b][1,4]dioxepine；3-(butoxymethyl)-6-[3-(butoxymethyl)-3-methyl-2,4-dihydrothieno[3,4-b][1,4]dioxepin-6-yl]-3-methyl-2,4-dihydrothieno[3,4-b][1,4]dioxepine
• CAS: 887907-97-3
• 化学式: C₂₆H₃₈O₆S₂
• 分子量: 510.716
• InChiKey: YFYCOJQVXLPDHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (3-methyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-3-yl)methanol 在 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 3-(butoxymethyl)-6-(3-(butoxymethyl)-3-methyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepin-6-yl)-3-methyl-3,4-dihydro-2H-thieno[3,4-b][1,4]dioxepine
  参考文献：
  名称：

  Conformational locking for band gap control in 3,4-propylenedioxythiophene based electrochromic polymers

  摘要：

  我们报道了一种固定化的聚（3,4-亚丙基二氧噻吩）衍生物，其内置的聚合物构象限制在特定的二面角上锁定共轭链，从而为调控材料的光学和电子性质提供了手段。

  DOI：

  10.1039/b517819c

文献信息

• Conformational locking for band gap control in 3,4-propylenedioxythiophene based electrochromic polymers
  作者：Ryan M. Walczak、John S. Cowart, Jr.、Khalil A. Abboud、John R. Reynolds

  DOI：10.1039/b517819c

  日期：——

  We report a tethered poly(3,4-propylenedioxythiophene) derivative with a built-in polymer conformation restriction which locks the conjugated chain at a specific dihedral angle, thus providing a handle in which to tune the optical and electronic properties of the material.

  我们报道了一种固定化的聚（3,4-亚丙基二氧噻吩）衍生物，其内置的聚合物构象限制在特定的二面角上锁定共轭链，从而为调控材料的光学和电子性质提供了手段。
• Tethered PProDOTs: conformationally restricted 3,4-propylenedioxythiophene based electroactive polymers
  作者：Ryan M. Walczak、John S. Cowart、John R. Reynolds

  DOI：10.1039/b610232h

  日期：——

  Herein we report a complete family of conformationally restricted PProDOT derivatives with varying alkylene tether lengths. It was found that variation of the tether length and structure of the electropolymerizable monomer was successful in the fine-tuning of the electrochemical and optical properties of the subsequent material. It was found that the band gap of the materials could be varied between 1.94 and 2.26 eV, with the “sweet spot” for obtaining the maximum electronic band gap existing at the n = 6 tether length, while maintaining low redox potentials. It was also found that these polymers exhibited stable electrochromic behavior with colors varying from blue–purple to orange in their neutral states and transmissive in their doped states.

  本文报道了一组构象受限的PProDOT衍生物家族，其烷撑链长度各异。研究发现，通过改变链长及电聚合单体的结构，能够成功微调后续材料的电化学和光学性质。材料的带隙可在1.94至2.26电子伏特之间变化，其中最佳链长n=6时可获得最大电子带隙，同时保持较低的氧化还原电位。这些聚合物还表现出稳定的电致变色行为，它们在中性状态下的颜色从蓝紫色到橙色不等，而在掺杂状态下则呈透明态。