5-5'-(10-(4-hexylphenyl)-10H-phenothiazin-3,7'-diyl)-dithiophene-2-carbaldehyde | 1415103-80-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-5'-(10-(4-hexylphenyl)-10H-phenothiazin-3,7'-diyl)-dithiophene-2-carbaldehyde
• 英文别名: 5-[7-(5-Formylthiophen-2-yl)-10-(4-hexylphenyl)phenothiazin-3-yl]thiophene-2-carbaldehyde；5-[7-(5-formylthiophen-2-yl)-10-(4-hexylphenyl)phenothiazin-3-yl]thiophene-2-carbaldehyde
• CAS: 1415103-80-8
• 化学式: C₃₄H₂₉NO₂S₃
• 分子量: 579.808
• InChiKey: LSAHNTDDLSOGQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.83
• 重原子数：
  40.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-5'-(10-(4-hexylphenyl)-10H-phenothiazin-3,7'-diyl)-dithiophene-2-carbaldehyde 、 氰乙酸 在 哌啶 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以42.3%的产率得到3-{5-[7-[5-(2-carboxy-2-cyanovinyl)thiophen-2-yl]-10-(4-hexylphenyl)-10H-phenothiazin-3-yl]thiophen-2-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：

  吩噻嗪 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三叔丁基膦 、 bis(triphenylphosphine)palladium(II) dichloride 、 溴 、 溶剂黄146 、 sodium t-butanolate 、 三氯氧磷 作用下， 以 四氢呋喃 、 氯仿 、 甲苯 为溶剂， 反应 50.0h， 生成 5-5'-(10-(4-hexylphenyl)-10H-phenothiazin-3,7'-diyl)-dithiophene-2-carbaldehyde
  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

文献信息

• 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
  作者：Hyo Jeong Jo、Jung Eun Nam、Dae-Hwan Kim、Hyojeong Kim、Jin-Kyu Kang

  DOI：10.1016/j.dyepig.2013.10.032

  日期：2014.3

  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.