(2Z,2'Z)-3,3'-(9-hexyl-9H-carbazole-3,6-diyl)bis(2-(4'-formylbiphenyl-4-yl)acrylonitrile) | 1376231-73-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (2Z,2'Z)-3,3'-(9-hexyl-9H-carbazole-3,6-diyl)bis(2-(4'-formylbiphenyl-4-yl)acrylonitrile)
• 英文别名: (Z)-3-[6-[(Z)-2-cyano-2-[4-(4-formylphenyl)phenyl]ethenyl]-9-hexylcarbazol-3-yl]-2-[4-(4-formylphenyl)phenyl]prop-2-enenitrile
• CAS: 1376231-73-0
• 化学式: C₅₀H₃₉N₃O₂
• 分子量: 713.879
• InChiKey: MIMKDTKUZVGFJU-XHVGDULWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  55
• 可旋转键数：
  13
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-羧甲基绕丹宁 、 (2Z,2'Z)-3,3'-(9-hexyl-9H-carbazole-3,6-diyl)bis(2-(4'-formylbiphenyl-4-yl)acrylonitrile) 在 ammonium acetate 、 溶剂黄146 作用下， 反应 12.0h， 以53%的产率得到2,2'-(5E,5'E)-5,5'-(4',4''-(1Z,1'Z)-2,2'-(9-hexyl-9H-carbazole-3,6-diyl)bis(1-cyanoethene-2,1-diyl)bis(biphenyl-4',4-diyl))bis(methan-1-yl-1-ylidene)bis(4-oxo-2-thioxothiazolidin-3-yl-5-ylidene)diacetic acid
  参考文献：
  名称：

  Synthesis of D-(π-A)2 organic chromophores for dye-sensitized solar cells

  摘要：

  New bi-anchoring donor-pi-acceptor (D-pi-A) metal-free organic dyes based on diphenylamine, carbazole as donor, cyano vinyl biphenyl as a pi-linker and cyanoacrylic acid, rhodanine-3-acetic acid as acceptor/anchor are synthesized, characterized and used for the dye-sensitized solar cell (DSSC) applications. Among the fabricated DSSCs, device based on the carbazole as donor, cyano vinyl biphenyl as a pi-linker and cyanoacrylic acid as acceptor exhibits a high power conversion efficiency of 2.37% with a short-circuit current density of 5.18 mAcm(-2), an open-circuit photo voltage of 0.766 V and a fill factor of 50.8% under AM1.5 illumination (85 mWcm(-2)) compared to other devices. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.02.016
• 作为产物：
  描述：

  N-hexylcarbazole 在 potassium tert-butylate 、 palladium diacetate 、 potassium carbonate 、 亚磷酸三对甲苯酯 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 17.0h， 生成 (2Z,2'Z)-3,3'-(9-hexyl-9H-carbazole-3,6-diyl)bis(2-(4'-formylbiphenyl-4-yl)acrylonitrile)
  参考文献：
  名称：

  Synthesis of D-(π-A)2 organic chromophores for dye-sensitized solar cells

  摘要：

  New bi-anchoring donor-pi-acceptor (D-pi-A) metal-free organic dyes based on diphenylamine, carbazole as donor, cyano vinyl biphenyl as a pi-linker and cyanoacrylic acid, rhodanine-3-acetic acid as acceptor/anchor are synthesized, characterized and used for the dye-sensitized solar cell (DSSC) applications. Among the fabricated DSSCs, device based on the carbazole as donor, cyano vinyl biphenyl as a pi-linker and cyanoacrylic acid as acceptor exhibits a high power conversion efficiency of 2.37% with a short-circuit current density of 5.18 mAcm(-2), an open-circuit photo voltage of 0.766 V and a fill factor of 50.8% under AM1.5 illumination (85 mWcm(-2)) compared to other devices. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.02.016

文献信息

• Synthesis of D-(π-A)2 organic chromophores for dye-sensitized solar cells
  作者：Sekar Ramkumar、Subbaiah Manoharan、Sambandam Anandan

  DOI：10.1016/j.dyepig.2012.02.016

  日期：2012.9

  New bi-anchoring donor-pi-acceptor (D-pi-A) metal-free organic dyes based on diphenylamine, carbazole as donor, cyano vinyl biphenyl as a pi-linker and cyanoacrylic acid, rhodanine-3-acetic acid as acceptor/anchor are synthesized, characterized and used for the dye-sensitized solar cell (DSSC) applications. Among the fabricated DSSCs, device based on the carbazole as donor, cyano vinyl biphenyl as a pi-linker and cyanoacrylic acid as acceptor exhibits a high power conversion efficiency of 2.37% with a short-circuit current density of 5.18 mAcm(-2), an open-circuit photo voltage of 0.766 V and a fill factor of 50.8% under AM1.5 illumination (85 mWcm(-2)) compared to other devices. (C) 2012 Elsevier Ltd. All rights reserved.