3-Hexyl-5-[3-[4-hexyl-5-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]propyl]-2-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophene | 881662-61-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 3-Hexyl-5-[3-[4-hexyl-5-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]propyl]-2-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophene
• CAS: 881662-61-9
• 化学式: C₅₉H₇₂S₈
• 分子量: 1037.75
• InChiKey: OBTDDJPRDHWZRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  24.1
• 重原子数：
  67
• 可旋转键数：
  30
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  226
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-Hexyl-5-[3-[4-hexyl-5-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]propyl]-2-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 5'''-Bromo-5-[3-(3,3'''-dihexyl-[2,2';5',2'';5'',2''']quaterthiophen-5-yl)-propyl]-3,3'''-dihexyl-[2,2';5',2'';5'',2''']quaterthiophene
  参考文献：
  名称：

  Synthesis and Photophysical Properties of Two Dual Oligothiophene-Fullerene Linkage Molecules as Photoinduced Long-Distance Charge Separation Systems

  摘要：

  To further extend photoinduced charge separation previously observed for olio-othiophene-fullerene dyads (nT-C-60), we have studied two novel dual oligothiophene-fullerene triads, 8T-4T-C-60 and 4T-8T-C-60, where quaterthiophene (4T) and octithiophene (8T) are linked by a trimethylene chain and either one is attached to a fullerene (C-60). The cyclic voltanirnograrns and electronic absorption spectra of these triad compounds indicated no electronic interactions among, the three components. On the other hand, the emission spectra were markedly perturbed by electron transfer and/or energy transfer from the oligothiophene to fullerene. Detailed comparisons between the emission spectra of the triads (8T-4T-C-60 and 4T-8T-C-60) and the dyads (4T-C-60 and 8T-C-60) suggest that the additionally attached octithiophene or quaterthiophene in the triads is involved in the photophysical decay mechanism, and the 8T-4T-C-60 triad undergoes photoinduced electron transfer leading to long-distance charge separation. This was actually corroborated by observation of the specific bands due to 8T(.+)-4T-C-60(.-) species in the transient absorption spectra after photoexcitation of the octithiophene. The sandwich device based on the 8T-4T-C-60 triad produced a more effective photovoltaic response to visible light owing to the contribution of the additional octithiophene chromophore compared to that using the dyad 4T-C-60. On the other hand, the 4T-8T-C60- based device demonstrated a rather poorer photovoltaic performance when compared to the 8T-C-60 device.

  DOI：

  10.1021/jo051821v
• 作为产物：
  描述：

  1,3-二溴丙烷 、 α,ω-二己基四噻吩 5,5′-双(3-己基-2-噻吩基)-2,2′-联噻吩 在 正丁基锂 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 以20%的产率得到3-Hexyl-5-[3-[4-hexyl-5-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]propyl]-2-[5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophene
  参考文献：
  名称：

  Synthesis and Photophysical Properties of Two Dual Oligothiophene-Fullerene Linkage Molecules as Photoinduced Long-Distance Charge Separation Systems

  摘要：

  To further extend photoinduced charge separation previously observed for olio-othiophene-fullerene dyads (nT-C-60), we have studied two novel dual oligothiophene-fullerene triads, 8T-4T-C-60 and 4T-8T-C-60, where quaterthiophene (4T) and octithiophene (8T) are linked by a trimethylene chain and either one is attached to a fullerene (C-60). The cyclic voltanirnograrns and electronic absorption spectra of these triad compounds indicated no electronic interactions among, the three components. On the other hand, the emission spectra were markedly perturbed by electron transfer and/or energy transfer from the oligothiophene to fullerene. Detailed comparisons between the emission spectra of the triads (8T-4T-C-60 and 4T-8T-C-60) and the dyads (4T-C-60 and 8T-C-60) suggest that the additionally attached octithiophene or quaterthiophene in the triads is involved in the photophysical decay mechanism, and the 8T-4T-C-60 triad undergoes photoinduced electron transfer leading to long-distance charge separation. This was actually corroborated by observation of the specific bands due to 8T(.+)-4T-C-60(.-) species in the transient absorption spectra after photoexcitation of the octithiophene. The sandwich device based on the 8T-4T-C-60 triad produced a more effective photovoltaic response to visible light owing to the contribution of the additional octithiophene chromophore compared to that using the dyad 4T-C-60. On the other hand, the 4T-8T-C60- based device demonstrated a rather poorer photovoltaic performance when compared to the 8T-C-60 device.

  DOI：

  10.1021/jo051821v

文献信息

• Synthesis and Photophysical Properties of Two Dual Oligothiophene-Fullerene Linkage Molecules as Photoinduced Long-Distance Charge Separation Systems
  作者：Masashi Narutaki、Kazuo Takimiya、Tetsuo Otsubo、Yutaka Harima、Huimin Zhang、Yasuyuki Araki、Osamu Ito

  DOI：10.1021/jo051821v

  日期：2006.3.1

  To further extend photoinduced charge separation previously observed for olio-othiophene-fullerene dyads (nT-C-60), we have studied two novel dual oligothiophene-fullerene triads, 8T-4T-C-60 and 4T-8T-C-60, where quaterthiophene (4T) and octithiophene (8T) are linked by a trimethylene chain and either one is attached to a fullerene (C-60). The cyclic voltanirnograrns and electronic absorption spectra of these triad compounds indicated no electronic interactions among, the three components. On the other hand, the emission spectra were markedly perturbed by electron transfer and/or energy transfer from the oligothiophene to fullerene. Detailed comparisons between the emission spectra of the triads (8T-4T-C-60 and 4T-8T-C-60) and the dyads (4T-C-60 and 8T-C-60) suggest that the additionally attached octithiophene or quaterthiophene in the triads is involved in the photophysical decay mechanism, and the 8T-4T-C-60 triad undergoes photoinduced electron transfer leading to long-distance charge separation. This was actually corroborated by observation of the specific bands due to 8T(.+)-4T-C-60(.-) species in the transient absorption spectra after photoexcitation of the octithiophene. The sandwich device based on the 8T-4T-C-60 triad produced a more effective photovoltaic response to visible light owing to the contribution of the additional octithiophene chromophore compared to that using the dyad 4T-C-60. On the other hand, the 4T-8T-C60- based device demonstrated a rather poorer photovoltaic performance when compared to the 8T-C-60 device.