5,5'-di-n-hexyl-3,3'-bis(oct-1-ynyl)-2,2'-bithiophene | 1345692-41-2

• 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: 5,5'-di-n-hexyl-3,3'-bis(oct-1-ynyl)-2,2'-bithiophene
• 英文别名: 5-Hexyl-2-(5-hexyl-3-oct-1-ynylthiophen-2-yl)-3-oct-1-ynylthiophene；5-hexyl-2-(5-hexyl-3-oct-1-ynylthiophen-2-yl)-3-oct-1-ynylthiophene
• CAS: 1345692-41-2
• 化学式: C₃₆H₅₄S₂
• 分子量: 550.957
• InChiKey: UPDQSUAFGLALLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.3
• 重原子数：
  38
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,5'-di-n-hexyl-3,3'-bis(oct-1-ynyl)-2,2'-bithiophene 在 Wilkinson's catalyst 、 sulfur 作用下， 以 苯 为溶剂， 反应 6.25h， 以15%的产率得到2,4,6,8-tetra-n-hexylbenzo[2,1-b:3,4-b':5,6-c'']trithiophene
  参考文献：
  名称：

  Making Benzotrithiophene a Stronger Electron Donor

  摘要：

  A new member of the benzotrithiophene family, benzo[2,1-b:-3,44:5,6-c '']trithiophene (3a), and its alkyl substituted derivatives (3b-e) were synthesized and characterized. Their photophyscial, electrochemical, crystallographic, and self-assembly properties were described. Thin film structures varied widely with the exact nature of the alkyl substitution pattern, with decreasing self-assembly propensity with increasing alkyl chain length. The high HOMO levels and the coplanarity of these molecules show their potential as organic semiconductors and as donor components in donor-acceptor copolymers.

  DOI：

  10.1021/ol2025372
• 作为产物：
  描述：

  3,3'-二溴-2,2'-联噻吩 在 copper(l) iodide 、 正丁基锂 、 trans-bis(triphenylphosphine)palladium dichloride 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.5h， 生成 5,5'-di-n-hexyl-3,3'-bis(oct-1-ynyl)-2,2'-bithiophene
  参考文献：
  名称：

  Making Benzotrithiophene a Stronger Electron Donor

  摘要：

  A new member of the benzotrithiophene family, benzo[2,1-b:-3,44:5,6-c '']trithiophene (3a), and its alkyl substituted derivatives (3b-e) were synthesized and characterized. Their photophyscial, electrochemical, crystallographic, and self-assembly properties were described. Thin film structures varied widely with the exact nature of the alkyl substitution pattern, with decreasing self-assembly propensity with increasing alkyl chain length. The high HOMO levels and the coplanarity of these molecules show their potential as organic semiconductors and as donor components in donor-acceptor copolymers.

  DOI：

  10.1021/ol2025372

文献信息

• Making Benzotrithiophene a Stronger Electron Donor
  作者：Xin Guo、Suhao Wang、Volker Enkelmann、Martin Baumgarten、Klaus Müllen

  DOI：10.1021/ol2025372

  日期：2011.11.18

  A new member of the benzotrithiophene family, benzo[2,1-b:-3,44:5,6-c '']trithiophene (3a), and its alkyl substituted derivatives (3b-e) were synthesized and characterized. Their photophyscial, electrochemical, crystallographic, and self-assembly properties were described. Thin film structures varied widely with the exact nature of the alkyl substitution pattern, with decreasing self-assembly propensity with increasing alkyl chain length. The high HOMO levels and the coplanarity of these molecules show their potential as organic semiconductors and as donor components in donor-acceptor copolymers.