6-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one-2-carbaldehyde | 1376711-79-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 6-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one-2-carbaldehyde
• 英文别名: 10-[4-(4-methyl-N-(4-methylphenyl)anilino)phenyl]-7-oxo-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene-4-carbaldehyde
• CAS: 1376711-79-3
• 化学式: C₃₀H₂₁NO₂S₂
• 分子量: 491.634
• InChiKey: DVPQLWUOXRMXSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  93.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one-2-carbaldehyde 、 氰乙酸 在 哌啶 作用下， 以 氯仿 为溶剂， 反应 12.0h， 以76%的产率得到2-cyano-3-{6-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one-2-yl}acrylic acid
  参考文献：
  名称：

  Panchromatic donor–acceptor–acceptor sensitizers based on 4H-cyclopenta[2,1-b:3,4-b′]dithiophen-4-one as a strong acceptor for dye-sensitized solar cells

  摘要：

  Three new donor-acceptor-acceptor near-infrared organic dyes based on 4H-cyclopenta[2,1-b:3,4-b'] dithiophen-4-one as an additional acceptor were developed and used in dye-sensitized solar cells. By virtue of the simple donor-acceptor-acceptor configuration and systematic tuning of the electron-donating ability of the donor moiety, the absorption spectrum of HIQ3 on TiO2 extended to 900 nm. Remarkably, DSCs sensitized with HIQ3 showed broad incident monochromatic photon-to-current conversion efficiency spectra across the entire visible range and extending into the near-infrared region as far as 1100 nm. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.03.002
• 作为产物：
  描述：

  4-溴-4',4''-二甲基三苯胺 在 四(三苯基膦)钯 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 25.25h， 生成 6-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one-2-carbaldehyde
  参考文献：
  名称：

  [EN] ORGANIC DYE, DYE-SENSITIZED METAL OXIDE SEMICONDUCTOR ELECTRODE AND DYE-SENSITIZED SOLAR CELL
  [FR] COLORANT ORGANIQUE, ÉLECTRODE SEMI-CONDUCTRICE À BASE D'OXYDE MÉTALLIQUE SENSIBLISÉE PAR COLORANT ET CELLULE SOLAIRE À COLORANT

  摘要：

  公开号：

  WO2013008951A8

文献信息

• [EN] ORGANIC DYE, DYE-SENSITIZED METAL OXIDE SEMICONDUCTOR ELECTRODE AND DYE-SENSITIZED SOLAR CELL<br/>[FR] COLORANT ORGANIQUE, ÉLECTRODE SEMI-CONDUCTRICE À BASE D'OXYDE MÉTALLIQUE SENSIBLISÉE PAR COLORANT ET CELLULE SOLAIRE À COLORANT
  申请人：NAT INST FOR MATERIALS SCIENCE

  公开号：WO2013008951A8

  公开（公告）日：2014-07-10
• Panchromatic donor–acceptor–acceptor sensitizers based on 4H-cyclopenta[2,1-b:3,4-b′]dithiophen-4-one as a strong acceptor for dye-sensitized solar cells
  作者：Chuanjiang Qin、Ashraful Islam、Liyuan Han

  DOI：10.1016/j.dyepig.2012.03.002

  日期：2012.9

  Three new donor-acceptor-acceptor near-infrared organic dyes based on 4H-cyclopenta[2,1-b:3,4-b'] dithiophen-4-one as an additional acceptor were developed and used in dye-sensitized solar cells. By virtue of the simple donor-acceptor-acceptor configuration and systematic tuning of the electron-donating ability of the donor moiety, the absorption spectrum of HIQ3 on TiO2 extended to 900 nm. Remarkably, DSCs sensitized with HIQ3 showed broad incident monochromatic photon-to-current conversion efficiency spectra across the entire visible range and extending into the near-infrared region as far as 1100 nm. (C) 2012 Elsevier Ltd. All rights reserved.