3,7-Bis[5-(5-ethynylthiophen-2-yl)thiophen-2-yl]-10-hexadecylphenothiazine | 1187745-13-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 3,7-Bis[5-(5-ethynylthiophen-2-yl)thiophen-2-yl]-10-hexadecylphenothiazine
• 英文别名: 3,7-bis[5-(5-ethynylthiophen-2-yl)thiophen-2-yl]-10-hexadecylphenothiazine
• CAS: 1187745-13-6
• 化学式: C₄₈H₄₉NS₅
• 分子量: 800.254
• InChiKey: LLNLEXUULLSJGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.5
• 重原子数：
  54
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  142
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  trans-dichloro-bis(tri-n-butylphosphine)platinum(II) 、 3,7-Bis[5-(5-ethynylthiophen-2-yl)thiophen-2-yl]-10-hexadecylphenothiazine 在 copper(l) iodide 三乙胺 作用下， 以 二氯甲烷 、 三乙胺 为溶剂， 以57%的产率得到
  参考文献：
  名称：

  Harvesting solar energy using conjugated metallopolyyne donors containing electron-rich phenothiazine–oligothiophene moieties

  摘要：

  A new family of soluble, solution-processable metallopolyynes of platinum(II) functionalized with electron-rich phenothiazine-oligothiophene rings and their corresponding dinuclear model complexes were synthesized and characterized. The organometallic polymers show different degrees of absorption capabilities in the solar spectral region, rendering some of them good electron donors for fabricating bulk heterojunction polymer solar cells by blending with a methanofullerene electron acceptor. The influence of the number of thienyl rings along the polymer chain on the optical and photovoltaic properties of these metallopolymers was studied. At the same donor: acceptor blend ratio of 1:4 or 1:5, the light-harvesting capability and solar cell efficiency notably increase as the number of thienyl rings is doubled. Photoexcitation of the polymer solar cells results in a photoinduced electron transfer from the p-conjugated metallopolyyne to [6,6]-phenyl C-61-butyric acid methyl ester and the best-performing polymer showed a power conversion efficiency (PCE) up to similar to 1.3% with a corresponding peak external quantum efficiency of 63% under air mass (AM1.5) simulated solar illumination even at shorter absorption wavelength regime. The power dependencies of the solar cell parameters (including the short-circuit current density, open-circuit voltage, fill-factor and PCE) were also tested in detail. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.02.006
• 作为产物：
  描述：

  在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以62%的产率得到3,7-Bis[5-(5-ethynylthiophen-2-yl)thiophen-2-yl]-10-hexadecylphenothiazine
  参考文献：
  名称：

  Harvesting solar energy using conjugated metallopolyyne donors containing electron-rich phenothiazine–oligothiophene moieties

  摘要：

  A new family of soluble, solution-processable metallopolyynes of platinum(II) functionalized with electron-rich phenothiazine-oligothiophene rings and their corresponding dinuclear model complexes were synthesized and characterized. The organometallic polymers show different degrees of absorption capabilities in the solar spectral region, rendering some of them good electron donors for fabricating bulk heterojunction polymer solar cells by blending with a methanofullerene electron acceptor. The influence of the number of thienyl rings along the polymer chain on the optical and photovoltaic properties of these metallopolymers was studied. At the same donor: acceptor blend ratio of 1:4 or 1:5, the light-harvesting capability and solar cell efficiency notably increase as the number of thienyl rings is doubled. Photoexcitation of the polymer solar cells results in a photoinduced electron transfer from the p-conjugated metallopolyyne to [6,6]-phenyl C-61-butyric acid methyl ester and the best-performing polymer showed a power conversion efficiency (PCE) up to similar to 1.3% with a corresponding peak external quantum efficiency of 63% under air mass (AM1.5) simulated solar illumination even at shorter absorption wavelength regime. The power dependencies of the solar cell parameters (including the short-circuit current density, open-circuit voltage, fill-factor and PCE) were also tested in detail. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.02.006

文献信息

• Harvesting solar energy using conjugated metallopolyyne donors containing electron-rich phenothiazine–oligothiophene moieties
  作者：Wai-Yeung Wong、Wing-Cheong Chow、Kai-Yin Cheung、Man-Kin Fung、Aleksandra B. Djurišić、Wai-Kin Chan

  DOI：10.1016/j.jorganchem.2009.02.006

  日期：2009.8

  A new family of soluble, solution-processable metallopolyynes of platinum(II) functionalized with electron-rich phenothiazine-oligothiophene rings and their corresponding dinuclear model complexes were synthesized and characterized. The organometallic polymers show different degrees of absorption capabilities in the solar spectral region, rendering some of them good electron donors for fabricating bulk heterojunction polymer solar cells by blending with a methanofullerene electron acceptor. The influence of the number of thienyl rings along the polymer chain on the optical and photovoltaic properties of these metallopolymers was studied. At the same donor: acceptor blend ratio of 1:4 or 1:5, the light-harvesting capability and solar cell efficiency notably increase as the number of thienyl rings is doubled. Photoexcitation of the polymer solar cells results in a photoinduced electron transfer from the p-conjugated metallopolyyne to [6,6]-phenyl C-61-butyric acid methyl ester and the best-performing polymer showed a power conversion efficiency (PCE) up to similar to 1.3% with a corresponding peak external quantum efficiency of 63% under air mass (AM1.5) simulated solar illumination even at shorter absorption wavelength regime. The power dependencies of the solar cell parameters (including the short-circuit current density, open-circuit voltage, fill-factor and PCE) were also tested in detail. (C) 2009 Elsevier B.V. All rights reserved.