2,6-bis(dimethylsilyl)-4,4-diphenylcyclopentadithiophene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,6-bis(dimethylsilyl)-4,4-diphenylcyclopentadithiophene
• 英文别名: (10-Dimethylsilyl-7,7-diphenyl-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-4-yl)-dimethylsilane；(10-dimethylsilyl-7,7-diphenyl-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-4-yl)-dimethylsilane
• 化学式: C₂₅H₂₆S₂Si₂
• 分子量: 446.784
• InChiKey: PEWDBLOJUGFAHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-bis(dimethylsilyl)-4,4-diphenylcyclopentadithiophene 在 5%-palladium/activated carbon 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以86%的产率得到2,6-bis(dimethylhydroxysilyl)-4,4-diphenylcyclopenthadithiophene
  参考文献：
  名称：

  Synthesis and optical properties of poly(tetramethylsilarylenesiloxane) derivative bearing diphenylcyclopentadithiophene moiety

  摘要：

  The thermal and optical properties of a novel diphenylcyclopentadithiophene-based poly(-tetramethylsilarylenesiloxane) derivative (P1), which was prepared via polycondensation of a novel disilanol monomer, i.e., 2,6-bis(dimethylhydroxysilyl)-4,4-diphenylcyclopentadithiophene (M1), were investigated. P1 exhibited good solubility in common organic solvents, such as benzene, toluene, chloroform, dichloromethane and THF at ambient temperature. The glass transition temperature (T-g) of P1 was determined by differential scanning calorimetry to be 109 degrees C. No melting temperature (T-m) of P1 was observed, indicating the obtained P1 was an amorphous polymer. The temperature at 5% weight loss (T-d5) of P1 was 454 degrees C, indicating the rather good thermostability of P1. Bathochromic and hyperchromic effects were observed in the absorption and fluorescence spectra by introducing dimethylsilyl substituents onto 4,4-diphenylcyclopentadithiophene skeleton. The fluorescence quantum yields (Phi(FS)) of M1 and P1 in chloroform were determined to be 0.36 and 0.39, respectively. It was revealed that M1 and P1 exhibited the higher fluorescence intensity than diphenylcyclopentadithiophene owing to the cooperative effects of the introduction of diphenyl groups onto spiro carbon of cyclopentadithiophene as well as dimethylsilyl moieties onto 2- and 6-position of cyclopentadithiophene skeleton. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2014.10.048
• 作为产物：
  描述：

  2,2'-联二噻吩 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 四甲基乙二胺 、 四氯化锡 、 溶剂黄146 、 锌 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 正己烷 、 氯仿 、 水 为溶剂， 反应 56.5h， 生成 2,6-bis(dimethylsilyl)-4,4-diphenylcyclopentadithiophene
  参考文献：
  名称：

  Synthesis and optical properties of poly(tetramethylsilarylenesiloxane) derivative bearing diphenylcyclopentadithiophene moiety

  摘要：

  The thermal and optical properties of a novel diphenylcyclopentadithiophene-based poly(-tetramethylsilarylenesiloxane) derivative (P1), which was prepared via polycondensation of a novel disilanol monomer, i.e., 2,6-bis(dimethylhydroxysilyl)-4,4-diphenylcyclopentadithiophene (M1), were investigated. P1 exhibited good solubility in common organic solvents, such as benzene, toluene, chloroform, dichloromethane and THF at ambient temperature. The glass transition temperature (T-g) of P1 was determined by differential scanning calorimetry to be 109 degrees C. No melting temperature (T-m) of P1 was observed, indicating the obtained P1 was an amorphous polymer. The temperature at 5% weight loss (T-d5) of P1 was 454 degrees C, indicating the rather good thermostability of P1. Bathochromic and hyperchromic effects were observed in the absorption and fluorescence spectra by introducing dimethylsilyl substituents onto 4,4-diphenylcyclopentadithiophene skeleton. The fluorescence quantum yields (Phi(FS)) of M1 and P1 in chloroform were determined to be 0.36 and 0.39, respectively. It was revealed that M1 and P1 exhibited the higher fluorescence intensity than diphenylcyclopentadithiophene owing to the cooperative effects of the introduction of diphenyl groups onto spiro carbon of cyclopentadithiophene as well as dimethylsilyl moieties onto 2- and 6-position of cyclopentadithiophene skeleton. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2014.10.048