tris(4-(5-(3-nonyl-2-(thiophen-2-yl)thieno[3,2-b]thiophen-5-yl)thiophen-2-yl)phenyl)amine | 1260162-14-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tris(4-(5-(3-nonyl-2-(thiophen-2-yl)thieno[3,2-b]thiophen-5-yl)thiophen-2-yl)phenyl)amine
• 英文别名: 4-[5-(6-nonyl-5-thiophen-2-ylthieno[3,2-b]thiophen-2-yl)thiophen-2-yl]-N,N-bis[4-[5-(6-nonyl-5-thiophen-2-ylthieno[3,2-b]thiophen-2-yl)thiophen-2-yl]phenyl]aniline
• CAS: 1260162-14-8
• 化学式: C₈₇H₈₇NS₁₂
• 分子量: 1531.45
• InChiKey: FBPZQWKIIOUDMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  34.5
• 重原子数：
  100
• 可旋转键数：
  36
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  342
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  tris(4-(5-(2-bromo-3-nonylthieno[3,2-b]thiophen-5-yl)thiophen-2-yl)phenyl)amine 、 2-三丁基甲锡烷基噻吩 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以85%的产率得到tris(4-(5-(3-nonyl-2-(thiophen-2-yl)thieno[3,2-b]thiophen-5-yl)thiophen-2-yl)phenyl)amine
  参考文献：
  名称：

  New star-shaped molecules derived from thieno[3,2-b]thiophene unit and triphenylamine

  摘要：

  A series of new substituted triphenylamine (TPA) derivatives with alkyl thieno[3,2-b]thiophene and thiophene units were synthesized in a combinatorial manner. Suzuki coupling of a dioxaborolane TPA derivative and 2-bromo-3-nonylthieno[3,2-b]thiophene or Stille coupling of fresh stannyl thieno[3,2-b]thiophene was used. All compounds were characterized by H-1 and C-13 NMR, HRMS, UV-vis spectrometry and DSC measurements. It was demonstrated that the optical and thermal properties of these materials can be tuned by varying both the conjugation length and thienothiophene and thiophene combination on the TPA branches. Moreover, the measured molar extinction coefficients were increasing from 63,000 (lambda(max) = 354 nm) to 131,000 L mol(-1) cm(-1) (lambda(max) = 428 nm) for TPA-thienothiophenes and TPA-bithiophene thienothiophenes, respectively. Some of them showed molecular glass behavior. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.082

文献信息

• New star-shaped molecules derived from thieno[3,2-b]thiophene unit and triphenylamine
  作者：N. Metri、X. Sallenave、L. Beouch、C. Plesse、F. Goubard、C. Chevrot

  DOI：10.1016/j.tetlet.2010.10.082

  日期：2010.12

  A series of new substituted triphenylamine (TPA) derivatives with alkyl thieno[3,2-b]thiophene and thiophene units were synthesized in a combinatorial manner. Suzuki coupling of a dioxaborolane TPA derivative and 2-bromo-3-nonylthieno[3,2-b]thiophene or Stille coupling of fresh stannyl thieno[3,2-b]thiophene was used. All compounds were characterized by H-1 and C-13 NMR, HRMS, UV-vis spectrometry and DSC measurements. It was demonstrated that the optical and thermal properties of these materials can be tuned by varying both the conjugation length and thienothiophene and thiophene combination on the TPA branches. Moreover, the measured molar extinction coefficients were increasing from 63,000 (lambda(max) = 354 nm) to 131,000 L mol(-1) cm(-1) (lambda(max) = 428 nm) for TPA-thienothiophenes and TPA-bithiophene thienothiophenes, respectively. Some of them showed molecular glass behavior. (C) 2010 Elsevier Ltd. All rights reserved.