2,2'-(2,5-bis(dodecyloxy)-1,4-phenylene)dithiophene | 135021-02-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2'-(2,5-bis(dodecyloxy)-1,4-phenylene)dithiophene
• 英文别名: 2,2'-[2,5-Bis(dodecyloxy)-1,4-phenylene]dithiophene；2-(2,5-didodecoxy-4-thiophen-2-ylphenyl)thiophene
• CAS: 135021-02-2
• 化学式: C₃₈H₅₈O₂S₂
• 分子量: 611.009
• InChiKey: JICAMSXAGOTNOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.7
• 重原子数：
  42
• 可旋转键数：
  26
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-二(十二烷氧基)苯 在 bis-triphenylphosphine-palladium(II) chloride 、 溴 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 2,2'-(2,5-bis(dodecyloxy)-1,4-phenylene)dithiophene
  参考文献：
  名称：

  噻吩和噻吩并[3,2-b]噻吩共轭聚合物的合成与表征

  摘要：

  Herein, we report the synthesis of two donor-acceptor-donor polymers (P1 and P2) based on thiophene (M1) and thieno [3,2-b]thiophene (M2) as the donor and 2,5-bis(dodecyloxy)benzene as the acceptor unit. The effects of different donor units on the polymers' electrochemical and optical properties were examined by cyclic voltammetry and spectroelectrochemical analysis. Introducing thieno[3,2-b]thiophene unit as the donor unit enhances pi-stacking and consequently lowering the bandgap of the resulting polymer. The electronic band gaps, defined as the onset of the pi-pi transition, were found to be 2.0 eV for P1 and 1.7 eV for P2. Both P1 and P2 films revealed multi-colored electrochromism. A dual-type complementary colored electrochromic device (ECD) using P2/PEDOT in sandwich configuration was constructed. Spectroelectrochemistry, switching ability and open circuit memory of the ECD were investigated. (C) 2015 The Electrochemical Society. All rights reserved.

  DOI：

  10.1149/2.0751509jes

文献信息

• Synthesis and Characterization of Thiophene and Thieno[3,2-b]thiophene Containing Conjugated Polymers
  作者：Elvin Rustamlı、Seza Goker、Simge Tarkuc、Yasemin Arslan Udum、Levent Toppare

  DOI：10.1149/2.0751509jes

  日期：——

  Herein, we report the synthesis of two donor-acceptor-donor polymers (P1 and P2) based on thiophene (M1) and thieno [3,2-b]thiophene (M2) as the donor and 2,5-bis(dodecyloxy)benzene as the acceptor unit. The effects of different donor units on the polymers' electrochemical and optical properties were examined by cyclic voltammetry and spectroelectrochemical analysis. Introducing thieno[3,2-b]thiophene unit as the donor unit enhances pi-stacking and consequently lowering the bandgap of the resulting polymer. The electronic band gaps, defined as the onset of the pi-pi transition, were found to be 2.0 eV for P1 and 1.7 eV for P2. Both P1 and P2 films revealed multi-colored electrochromism. A dual-type complementary colored electrochromic device (ECD) using P2/PEDOT in sandwich configuration was constructed. Spectroelectrochemistry, switching ability and open circuit memory of the ECD were investigated. (C) 2015 The Electrochemical Society. All rights reserved.