2-bromo-4H-indeno[1,2-b]thiophene | 1113063-23-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-bromo-4H-indeno[1,2-b]thiophene
• CAS: 1113063-23-2
• 化学式: C₁₁H₇BrS
• 分子量: 251.147
• InChiKey: MJKXUIHXQHZXSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-4H-indeno[1,2-b]thiophene 在 三乙基硅烷 、 [4,4'-双(1,1-二甲基乙基)-2,2'-联吡啶]二氯化镍(II) 、 硫酸 、 盐酸羟胺 、 ammonium acetate 、 四丁基溴化铵 、 硝酸 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.5h， 生成
  参考文献：
  名称：

  CN116082298

  摘要：

  公开号：
• 作为产物：
  描述：

  4H-indeno[1,2-b]thiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以97%的产率得到2-bromo-4H-indeno[1,2-b]thiophene
  参考文献：
  名称：

  Quaterthiophenes with Terminal Indeno[1,2-b]thiophene Units as p-Type Organic Semiconductors

  摘要：

  Quaterthiophenes 4T, Oct-4T, and Tol-4T based on a central 2,2'-bithiophene core alpha,omega,-terminated with 4,4-unsubstituted and 4,4-disubstituted n-octyl or p-tolyl indeno[1,2-b]thiophene have been synthesized by Stille or Miyaura-Suzuki couplings. Compound 4T was also synthesized by an alternative route involving a soluble precursor bearing solubilizing trimethylsilyl groups which have been eliminated in the last step. The electronic properties of the compounds have been analyzed by cyclic voltammetry, UV-vis absorption and fluorescence emission spectroscopy. Thermal evaporation of 4T and Oct-4T leads to crystalline thin films and UV-vis absorption and X-ray diffraction data for these films suggest that the molecules adopt a quasi-vertical orientation onto the substrate. Strong pi-pi intermolecular interactions have been observed for 4T but not for molecules Oct-4T due to the presence of n-octyl chains. Sublimed thin films of Tol-4T show an amorphous character. The characterization of field-effect transistors fabricated from these three materials gave a hole-mobility of 2.2 x 10(-2) cm(2) V-1 s(-1) with an on/off ratio of 2.2 x 10(4) for 4T while no field-effect was observed for Oct-4T and Tol-4T.

  DOI：

  10.1021/jo802028n

文献信息

• Quaterthiophenes with Terminal Indeno[1,2-<i>b</i>]thiophene Units as <i>p</i>-Type Organic Semiconductors
  作者：Laurent Pouchain、Olivier Alévêque、Yohann Nicolas、Agathe Oger、Charles-Henri Le Régent、Magali Allain、Philippe Blanchard、Jean Roncali

  DOI：10.1021/jo802028n

  日期：2009.2.6

  Quaterthiophenes 4T, Oct-4T, and Tol-4T based on a central 2,2'-bithiophene core alpha,omega,-terminated with 4,4-unsubstituted and 4,4-disubstituted n-octyl or p-tolyl indeno[1,2-b]thiophene have been synthesized by Stille or Miyaura-Suzuki couplings. Compound 4T was also synthesized by an alternative route involving a soluble precursor bearing solubilizing trimethylsilyl groups which have been eliminated in the last step. The electronic properties of the compounds have been analyzed by cyclic voltammetry, UV-vis absorption and fluorescence emission spectroscopy. Thermal evaporation of 4T and Oct-4T leads to crystalline thin films and UV-vis absorption and X-ray diffraction data for these films suggest that the molecules adopt a quasi-vertical orientation onto the substrate. Strong pi-pi intermolecular interactions have been observed for 4T but not for molecules Oct-4T due to the presence of n-octyl chains. Sublimed thin films of Tol-4T show an amorphous character. The characterization of field-effect transistors fabricated from these three materials gave a hole-mobility of 2.2 x 10(-2) cm(2) V-1 s(-1) with an on/off ratio of 2.2 x 10(4) for 4T while no field-effect was observed for Oct-4T and Tol-4T.
• CN116082298
  申请人：——

  公开号：——

  公开（公告）日：——