2,2'-dibromo-3,3'-bis(tridecanoxy)-5,5'-bithiophene | 1227087-86-6

• 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: 2,2'-dibromo-3,3'-bis(tridecanoxy)-5,5'-bithiophene
• 英文别名: 2-Bromo-5-(5-bromo-4-tridecoxythiophen-2-yl)-3-tridecoxythiophene；2-bromo-5-(5-bromo-4-tridecoxythiophen-2-yl)-3-tridecoxythiophene
• CAS: 1227087-86-6
• 化学式: C₃₄H₅₆Br₂O₂S₂
• 分子量: 720.757
• InChiKey: SEBZVOQSYOASND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.2
• 重原子数：
  40
• 可旋转键数：
  27
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 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：

  十三烷醇 在 potassium fluoride 、 N-溴代丁二酰亚胺(NBS) 、 二(氰基苯)二氯化钯 、 碳酸氢钠 、 silver nitrate 、 溶剂黄146 作用下， 以 氯仿 、 二甲基亚砜 、 甲苯 为溶剂， 反应 41.5h， 生成 2,2'-dibromo-3,3'-bis(tridecanoxy)-5,5'-bithiophene
  参考文献：
  名称：

  Synthesis, characterization, and field-effect transistor performance of poly[2,6-bis(3-tridecanoxythiophen-2-yl)benzo[1,2-b;4,5-b′]dithiophene]

  摘要：

  AbstractA new copolymer of benzo[1,2‐b:4,5‐b′]dithiophene and 3,3′‐bis(tridecanoxy)‐5,5′‐bithiophene was synthesized through Stille copolymerization. The bis‐(3‐alkoxythiophene) monomer was synthesized through a silver fluoride mediated, palladium‐catalyzed cross‐coupling, in which bromide functional groups were preserved instead of consumed. The copolymer has been characterized and applied in field‐effect transistors, giving a hole mobility of 2 × 10−3 cm2/Vs and an on/off ratio >106, with negligible hysteresis, on standard silicon substrates. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1973–1978, 2010

  DOI：

  10.1002/pola.23964

文献信息

• Synthesis, characterization, and field-effect transistor performance of poly[2,6-bis(3-tridecanoxythiophen-2-yl)benzo[1,2-b;4,5-b′]dithiophene]
  作者：Mark A. M. Leenen、Tim Meyer、Fabio Cucinotta、Heiko Thiem、Ralf Anselmann、Luisa De Cola

  DOI：10.1002/pola.23964

  日期：2010.5.1

  AbstractA new copolymer of benzo[1,2‐b:4,5‐b′]dithiophene and 3,3′‐bis(tridecanoxy)‐5,5′‐bithiophene was synthesized through Stille copolymerization. The bis‐(3‐alkoxythiophene) monomer was synthesized through a silver fluoride mediated, palladium‐catalyzed cross‐coupling, in which bromide functional groups were preserved instead of consumed. The copolymer has been characterized and applied in field‐effect transistors, giving a hole mobility of 2 × 10−3 cm2/Vs and an on/off ratio >106, with negligible hysteresis, on standard silicon substrates. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1973–1978, 2010