4-(5-((1E,7E)-5-bromo-2-(2-ethylhexyloxy)-3-((E)-2-(3-hexyl-5-(7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)vinyl)styryl)-4-hexylthiophen-2-yl)-7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole | 1428113-70-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: 4-(5-((1E,7E)-5-bromo-2-(2-ethylhexyloxy)-3-((E)-2-(3-hexyl-5-(7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)vinyl)styryl)-4-hexylthiophen-2-yl)-7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole
• CAS: 1428113-70-5
• 化学式: C₇₀H₈₅BrN₄OS₆
• 分子量: 1270.77
• InChiKey: ZMKJLCNRJQIXFI-CBSZVXRSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  24.8
• 重原子数：
  82.0
• 可旋转键数：
  35.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  60.79
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (5-(1,3-二氧杂烷-2-基)-4-己基噻吩-2-基)三丁基锡 、 4-(5-((1E,7E)-5-bromo-2-(2-ethylhexyloxy)-3-((E)-2-(3-hexyl-5-(7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)vinyl)styryl)-4-hexylthiophen-2-yl)-7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole 在 四(三苯基膦)钯 、 盐酸 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 30.5h， 以57.5%的产率得到5-(4-(2-ethylhexyloxy)-3,5-bis((E)-2-(3-hexyl-5-(7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)vinyl)phenyl)-3-hexylthiophene-2-carbaldehyde
  参考文献：
  名称：

  Synthesis and photovoltaic properties of new branchlike organic dyes containing benzothiadiazole or triphenylamine-linked consecutive vinylenes units

  摘要：

  Two novel branchlike organic dyes (WD1 and FD1) based on 4,7-bis-(4-hexylthiophen-2-yl)benzo[1,2,5]thiadiazole (DTBT) and triphenylamine, containing vinylenes and consecutive vinylenes as pi-conjugated unit, respectively, were designed and synthesized for dye-sensitized solar cells (DSSCs). The photophysical, electrochemical and photovoltaic properties of the dyes were investigated. The introduction of consecutive vinylenes into two branches of the FD1 molecule leads to a remarkably red-shifted absorption and higher molar extinction coefficient compared with the reference dye D2. The DSSCs based on FD1 and WD1 dyes exhibited the power conversion efficiency of 7.04% and 2.18% under AM1.5G irradiation (100 mW/cm(2)). (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.01.009
• 作为产物：
  描述：

  3-hexyl-5-(7-(4-hexylthiophene-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophene-2-carbaldehyde 、 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 以83.2%的产率得到4-(5-((1E,7E)-5-bromo-2-(2-ethylhexyloxy)-3-((E)-2-(3-hexyl-5-(7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)vinyl)styryl)-4-hexylthiophen-2-yl)-7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole
  参考文献：
  名称：

  Synthesis and photovoltaic properties of new branchlike organic dyes containing benzothiadiazole or triphenylamine-linked consecutive vinylenes units

  摘要：

  Two novel branchlike organic dyes (WD1 and FD1) based on 4,7-bis-(4-hexylthiophen-2-yl)benzo[1,2,5]thiadiazole (DTBT) and triphenylamine, containing vinylenes and consecutive vinylenes as pi-conjugated unit, respectively, were designed and synthesized for dye-sensitized solar cells (DSSCs). The photophysical, electrochemical and photovoltaic properties of the dyes were investigated. The introduction of consecutive vinylenes into two branches of the FD1 molecule leads to a remarkably red-shifted absorption and higher molar extinction coefficient compared with the reference dye D2. The DSSCs based on FD1 and WD1 dyes exhibited the power conversion efficiency of 7.04% and 2.18% under AM1.5G irradiation (100 mW/cm(2)). (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.01.009

文献信息

• Synthesis and photovoltaic properties of organic small molecules containing triphenylamine and benzothiadiazole moieties with different terminal groups
  作者：Changwei Wang、Zhencai Cao、Bin Zhao、Ping Shen、Xunshan Liu、Haohao Li、Tianpei Shen、Songting Tan

  DOI：10.1016/j.dyepig.2013.03.011

  日期：2013.9

  Three new organic small molecules (TPA-DTBT, TPA-DTBT-TH and TPA-DTBT-CAO) containing triphenylamine (TPA) and 4,7-bis(thiophen-2-yl)benzo[1,2,5]thiadiazole (DTBT) moieties with different terminal groups were designed and synthesized. Their thermal, photophysical, electrochemical and photovoltaic properties were investigated. The introduction of 2-ethylhexyl cyanoacetate and 2-tetradecyl thiophene as terminal groups extended molecular pi-conjugation length and broadened the absorption spectra. Three small molecules exhibit good solubility in common organic solvents, good film-forming ability, and thermal stability. Bulk heterojunction (BHJ) solar cells based on the blend of small molecule TPA-DTBT and PC61BM showed a power conversion efficiency (eta) of 1.85%. (C) 2013 Elsevier Ltd. All rights reserved.