2-(anthracen-2-ylethynyl)-5-hexylthiophene | 1449566-86-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(anthracen-2-ylethynyl)-5-hexylthiophene
• 英文别名: HTEA；2-(2-Anthracen-2-ylethynyl)-5-hexylthiophene；2-(2-anthracen-2-ylethynyl)-5-hexylthiophene
• CAS: 1449566-86-2
• 化学式: C₂₆H₂₄S
• 分子量: 368.543
• InChiKey: DUSINASREYPMEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-正己基噻吩 在 bis-triphenylphosphine-palladium(II) chloride 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 四丁基氟化铵 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 、 溶剂黄146 、 甲苯 为溶剂， 反应 38.0h， 生成 2-(anthracen-2-ylethynyl)-5-hexylthiophene
  参考文献：
  名称：

  Small asymmetric anthracene–thiophene compounds as organic thin-film transistors

  摘要：

  Anthracene and thiophene compounds are promising materials for OTFTs. We report here, the synthesis, as well as the physical, thermal, and optoelectronic properties of alkyl-substituted asymmetric anthracene-thiophene compounds connected by a bridged triple bond. The target molecules were synthesized using 2-bromoanthracene as the starting material, and the proceeding reactions included alkylation, bromination, and the Sonogashira coupling reaction. The synthesized compounds were both thermally and electrochemically stable. Among the synthesized compounds, HTEA (7a) and DTEA (7b) showed mobility and on/off ratio values of 1.3x10(-1) cm(2)/V s, 2.6 x 10(6) and 2.0x10(-2) cm(2)/V s, 1.0x10(6), respectively. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.041

文献信息

• Small asymmetric anthracene–thiophene compounds as organic thin-film transistors
  作者：Baji Shaik、Ji Hee Park、Tae Kyu An、Young Ri Noh、Soon Byung Yoon、Chan Eon Park、Young Jin Yoon、Yun-Hi Kim、Sang-Gyeong Lee

  DOI：10.1016/j.tet.2013.07.041

  日期：2013.9

  Anthracene and thiophene compounds are promising materials for OTFTs. We report here, the synthesis, as well as the physical, thermal, and optoelectronic properties of alkyl-substituted asymmetric anthracene-thiophene compounds connected by a bridged triple bond. The target molecules were synthesized using 2-bromoanthracene as the starting material, and the proceeding reactions included alkylation, bromination, and the Sonogashira coupling reaction. The synthesized compounds were both thermally and electrochemically stable. Among the synthesized compounds, HTEA (7a) and DTEA (7b) showed mobility and on/off ratio values of 1.3x10(-1) cm(2)/V s, 2.6 x 10(6) and 2.0x10(-2) cm(2)/V s, 1.0x10(6), respectively. (C) 2013 Elsevier Ltd. All rights reserved.