6-{5-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-3,4-ethylenedioxythiophene-2-yl}-4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one-2-carbaldehyde | 1376711-84-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 6-{5-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-3,4-ethylenedioxythiophene-2-yl}-4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one-2-carbaldehyde
• 英文别名: 6-{5-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-3,4-ehylenedioxythiophen-2-yl}-4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one-2-carbaldehyde
• CAS: 1376711-84-0
• 化学式: C₃₆H₂₅NO₄S₃
• 分子量: 631.797
• InChiKey: CZFNZGFXRSTQOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.09
• 重原子数：
  44.0
• 可旋转键数：
  6.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  6-{5-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-3,4-ethylenedioxythiophene-2-yl}-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， 以55%的产率得到2-cyano-3-{6-{2-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-3,4-ethylenedioxy thiophen-5-yl}-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：

  4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one-2-carbaldehyde 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 36.0h， 生成 6-{5-{4-[N,N-bis(4-methylphenyl)amino]phenyl}-3,4-ethylenedioxythiophene-2-yl}-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