3,7-bis([2,2']bithiophen-5-yl)-10-(4-hexylphenyl)-10H-phenothiazine | 1529792-98-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3,7-bis([2,2']bithiophen-5-yl)-10-(4-hexylphenyl)-10H-phenothiazine
• 英文别名: 10-(4-Hexylphenyl)-3,7-bis(5-thiophen-2-ylthiophen-2-yl)phenothiazine；10-(4-hexylphenyl)-3,7-bis(5-thiophen-2-ylthiophen-2-yl)phenothiazine
• CAS: 1529792-98-0
• 化学式: C₄₀H₃₃NS₅
• 分子量: 688.039
• InChiKey: RBMICTYTZHAGLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.66
• 重原子数：
  46.0
• 可旋转键数：
  10.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3,7-bis([2,2']bithiophen-5-yl)-10-(4-hexylphenyl)-10H-phenothiazine 在 哌啶 、 三氯氧磷 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 12.0h， 生成 3-{5'-[7-[5'-(2-carboxy-2-cyanovinyl)[2,2']bithiophenyl-5-yl]-10-(4-hexylphenyl)-10H-phenothiazin-3-yl]}[2,2']bithiophenyl-5-yl-2-cyanoacrylic acid
  参考文献：
  名称：

  A comparison of the electronic and photovoltaic properties of novel twin-anchoring organic dyes containing varying lengths of π-bridges in dye-sensitized solar cells

  摘要：

  Two novel donor acceptor pi-conjugated (D-pi-A) organic dyes have been engineered as sensitizers for applications in dye-sensitized solar cells. The derivatives of phenothiazine containing different numbers of thiophene units in the chromophore were synthesized to investigate the correlation between the number of pi-bridge photovoltaic properties,as photosensitizers for dye-sensitized solar cells. The organic dye with dithiophene units exhibited a higher molar extinction coefficient and more efficient electron injection from the dye to TiO2 conduction band leading to an improved light harvesting efficiency. The solar-to-electricity conversion efficiency of 7.3% in the case of the bis(dithienyl) bridged dye with an open-circuit voltage of 0.636 V and short-circuit photocurrent density of 18.692 m A cm(-2), deriving from a higher absorption with respect to the mono (2,5-thienyl) containing dye, as conformed by incident photo-to-current conversion efficiency measurements. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.10.032
• 作为产物：
  描述：

  1-(4-溴苯基)己烷 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三叔丁基膦 、 bis(triphenylphosphine)palladium(II) dichloride 、 溴 、 溶剂黄146 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 42.0h， 生成 3,7-bis([2,2']bithiophen-5-yl)-10-(4-hexylphenyl)-10H-phenothiazine
  参考文献：
  名称：

  A comparison of the electronic and photovoltaic properties of novel twin-anchoring organic dyes containing varying lengths of π-bridges in dye-sensitized solar cells

  摘要：

  Two novel donor acceptor pi-conjugated (D-pi-A) organic dyes have been engineered as sensitizers for applications in dye-sensitized solar cells. The derivatives of phenothiazine containing different numbers of thiophene units in the chromophore were synthesized to investigate the correlation between the number of pi-bridge photovoltaic properties,as photosensitizers for dye-sensitized solar cells. The organic dye with dithiophene units exhibited a higher molar extinction coefficient and more efficient electron injection from the dye to TiO2 conduction band leading to an improved light harvesting efficiency. The solar-to-electricity conversion efficiency of 7.3% in the case of the bis(dithienyl) bridged dye with an open-circuit voltage of 0.636 V and short-circuit photocurrent density of 18.692 m A cm(-2), deriving from a higher absorption with respect to the mono (2,5-thienyl) containing dye, as conformed by incident photo-to-current conversion efficiency measurements. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.10.032