2-hexanoylthieno[3,2-b]thiophene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并噻吩类
• 英文名称: 2-hexanoylthieno[3,2-b]thiophene
• 英文别名: 1-Thieno[3,2-b]thiophen-5-ylhexan-1-one；1-thieno[3,2-b]thiophen-5-ylhexan-1-one
• 化学式: C₁₂H₁₄OS₂
• 分子量: 238.375
• InChiKey: MXZYBOQPJBITFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hexanoylthieno[3,2-b]thiophene 在 正丁基锂 、 potassium hydroxide 、 肼 作用下， 以 四氢呋喃 、 三乙二醇 为溶剂， 反应 3.0h， 生成 5-己基噻吩并[3,2-B]噻吩-2-硼酸频哪醇酯
  参考文献：
  名称：

  A small molecule composed of anthracene and thienothiophene devised for high-performance optoelectronic applications

  摘要：

  An asymmetric small molecule composed of anthracene and alkylated thienothiophene (2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene) was synthesized via the Suzuki coupling reaction. The thermal stability, photochemical properties, and morphological characteristics were investigated using thermogravimetric analysis, differential scanning calorimetry, cyclic voltammetry, UV-visible spectroscopy, and X-ray diffraction techniques. The compound demonstrated a good thermal stability of 5% at a decomposition temperature of 336 degrees C. The solution-processed single-crystal transistor, devised with 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene, exhibited high performance with a hole mobility of 0.1 cm(2)/Vs. Furthermore, by utilizing the high mobility of 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene, we demonstrated its unprecedented high photoresponsivity of 3370 A/W, a finding that can be attributed to the very efficient photoconductive behavior of a single crystal of 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.04.004
• 作为产物：
  描述：

  噻吩并[3,2-b]噻吩 、 己酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以91%的产率得到2-hexanoylthieno[3,2-b]thiophene
  参考文献：
  名称：

  A small molecule composed of anthracene and thienothiophene devised for high-performance optoelectronic applications

  摘要：

  An asymmetric small molecule composed of anthracene and alkylated thienothiophene (2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene) was synthesized via the Suzuki coupling reaction. The thermal stability, photochemical properties, and morphological characteristics were investigated using thermogravimetric analysis, differential scanning calorimetry, cyclic voltammetry, UV-visible spectroscopy, and X-ray diffraction techniques. The compound demonstrated a good thermal stability of 5% at a decomposition temperature of 336 degrees C. The solution-processed single-crystal transistor, devised with 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene, exhibited high performance with a hole mobility of 0.1 cm(2)/Vs. Furthermore, by utilizing the high mobility of 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene, we demonstrated its unprecedented high photoresponsivity of 3370 A/W, a finding that can be attributed to the very efficient photoconductive behavior of a single crystal of 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.04.004

文献信息

• A small molecule composed of anthracene and thienothiophene devised for high-performance optoelectronic applications
  作者：Young Ju Jang、Byung Tack Lim、Soon Byung Yoon、Ho Jun Choi、Jae Un Ha、Dae Sung Chung、Sang-Gyeong Lee

  DOI：10.1016/j.dyepig.2015.04.004

  日期：2015.9

  An asymmetric small molecule composed of anthracene and alkylated thienothiophene (2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene) was synthesized via the Suzuki coupling reaction. The thermal stability, photochemical properties, and morphological characteristics were investigated using thermogravimetric analysis, differential scanning calorimetry, cyclic voltammetry, UV-visible spectroscopy, and X-ray diffraction techniques. The compound demonstrated a good thermal stability of 5% at a decomposition temperature of 336 degrees C. The solution-processed single-crystal transistor, devised with 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene, exhibited high performance with a hole mobility of 0.1 cm(2)/Vs. Furthermore, by utilizing the high mobility of 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene, we demonstrated its unprecedented high photoresponsivity of 3370 A/W, a finding that can be attributed to the very efficient photoconductive behavior of a single crystal of 2-(anthracen-2-yl)-5-hexylthieno[3,2-b]thiophene. (C) 2015 Elsevier Ltd. All rights reserved.