2-(9-butyl-9H-carbazol-3-yl)thiazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(9-butyl-9H-carbazol-3-yl)thiazole
• 英文别名: 2-(9-Butylcarbazol-3-yl)-1,3-thiazole；2-(9-butylcarbazol-3-yl)-1,3-thiazole
• 化学式: C₁₉H₁₈N₂S
• 分子量: 306.431
• InChiKey: PQHUARWUBJVXIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  46.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(9-butyl-9H-carbazol-3-yl)thiazole 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 40.0h， 生成 [Ru(4,4′-dicarboxylic acid-2,2′-bipyridine)₂(9-butyl-3-(thiazol-2-yl)-9H-carbazole)]⁺PF₆^-
  参考文献：
  名称：

  Thiocyanate-free ruthenium(II) cyclometalated complexes containing uncommon thiazole and benzothiazole chromophores for dye-sensitized solar cells

  摘要：

  Four novel thiocyanate-free ruthenium(II) complexes based on thiazole and benzothiazole cyclometalating ligands were synthesized, characterized and applied in dye-sensitized solar cells (DSSCs). Their photophysical, electrochemical, thermal and photovoltaic properties have been investigated and the experimental results can be correlated well with the computational results obtained by density functional theory (DFT) calculations. Based on the DFT results, the HOMO of the complexes is localized on the electron-donating carbazole or triphenylamine unit whereas the LUMO mainly lies on 4,4'-dicarboxyl-2,2'-bipyridine. These dyes exhibit good thermal stability with the onset decomposition temperature at 5% weight-loss (T-d) over 360 degrees C. For the DSSC device using the dye with the benzothiazole/carbazole-based cyclometalating ligand, the power conversion efficiency (eta) can reach up to 2.98%, with a short-circuit photocurrent density (J(sc)) of 6.25 mA cm(-2), an open-circuit photovoltage (V-oc) of 0.659 V and a high fill factor (ff) of 0.724 under illumination of an AM 1.5 solar cell simulator. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.04.023
• 作为产物：
  描述：

  N-正丁基咔唑 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 氯仿 、 水 为溶剂， 反应 48.0h， 生成 2-(9-butyl-9H-carbazol-3-yl)thiazole
  参考文献：
  名称：

  Thiocyanate-free ruthenium(II) cyclometalated complexes containing uncommon thiazole and benzothiazole chromophores for dye-sensitized solar cells

  摘要：

  Four novel thiocyanate-free ruthenium(II) complexes based on thiazole and benzothiazole cyclometalating ligands were synthesized, characterized and applied in dye-sensitized solar cells (DSSCs). Their photophysical, electrochemical, thermal and photovoltaic properties have been investigated and the experimental results can be correlated well with the computational results obtained by density functional theory (DFT) calculations. Based on the DFT results, the HOMO of the complexes is localized on the electron-donating carbazole or triphenylamine unit whereas the LUMO mainly lies on 4,4'-dicarboxyl-2,2'-bipyridine. These dyes exhibit good thermal stability with the onset decomposition temperature at 5% weight-loss (T-d) over 360 degrees C. For the DSSC device using the dye with the benzothiazole/carbazole-based cyclometalating ligand, the power conversion efficiency (eta) can reach up to 2.98%, with a short-circuit photocurrent density (J(sc)) of 6.25 mA cm(-2), an open-circuit photovoltage (V-oc) of 0.659 V and a high fill factor (ff) of 0.724 under illumination of an AM 1.5 solar cell simulator. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.04.023

文献信息

• Thiocyanate-free ruthenium(II) cyclometalated complexes containing uncommon thiazole and benzothiazole chromophores for dye-sensitized solar cells
  作者：Chi-Ho Siu、Cheuk-Lam Ho、Jian He、Tao Chen、Xiaoneng Cui、Jianzhang Zhao、Wai-Yeung Wong

  DOI：10.1016/j.jorganchem.2013.04.023

  日期：2013.12

  Four novel thiocyanate-free ruthenium(II) complexes based on thiazole and benzothiazole cyclometalating ligands were synthesized, characterized and applied in dye-sensitized solar cells (DSSCs). Their photophysical, electrochemical, thermal and photovoltaic properties have been investigated and the experimental results can be correlated well with the computational results obtained by density functional theory (DFT) calculations. Based on the DFT results, the HOMO of the complexes is localized on the electron-donating carbazole or triphenylamine unit whereas the LUMO mainly lies on 4,4'-dicarboxyl-2,2'-bipyridine. These dyes exhibit good thermal stability with the onset decomposition temperature at 5% weight-loss (T-d) over 360 degrees C. For the DSSC device using the dye with the benzothiazole/carbazole-based cyclometalating ligand, the power conversion efficiency (eta) can reach up to 2.98%, with a short-circuit photocurrent density (J(sc)) of 6.25 mA cm(-2), an open-circuit photovoltage (V-oc) of 0.659 V and a high fill factor (ff) of 0.724 under illumination of an AM 1.5 solar cell simulator. (C) 2013 Elsevier B.V. All rights reserved.