8,19,25,31-Tetratert-butyl-3,14-diethynylnonacyclo[14.6.6.65,12.02,15.04,13.06,11.017,22.023,28.029,34]tetratriaconta-2(15),3,6(11),7,9,13,17(22),18,20,23(28),24,26,29(34),30,32-pentadecaene | 881842-23-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 8,19,25,31-Tetratert-butyl-3,14-diethynylnonacyclo[14.6.6.65,12.02,15.04,13.06,11.017,22.023,28.029,34]tetratriaconta-2(15),3,6(11),7,9,13,17(22),18,20,23(28),24,26,29(34),30,32-pentadecaene
• 英文别名: 8,19,25,31-tetratert-butyl-3,14-diethynylnonacyclo[14.6.6.65,12.02,15.04,13.06,11.017,22.023,28.029,34]tetratriaconta-2(15),3,6(11),7,9,13,17(22),18,20,23(28),24,26,29(34),30,32-pentadecaene
• CAS: 881842-23-5
• 化学式: C₅₄H₅₄
• 分子量: 703.023
• InChiKey: ZRNMQIKGCGCXSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  54
• 可旋转键数：
  6
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 以0.075 g的产率得到8,19,25,31-Tetratert-butyl-3,14-diethynylnonacyclo[14.6.6.65,12.02,15.04,13.06,11.017,22.023,28.029,34]tetratriaconta-2(15),3,6(11),7,9,13,17(22),18,20,23(28),24,26,29(34),30,32-pentadecaene
  参考文献：
  名称：

  Conjugation Enhancement of Intramolecular Exciton Migration in Poly(p-phenylene ethynylene)s

  摘要：

  Efficient energy migration in conjugated polymers is critical to their performance in photovoltaic, display, and sensor devices. The ability to precisely control the polymer conformation is a key issue for the experimental investigations and deeper understanding of the nature of this process. We make use of specially designed iptycene-containing poly(p-phenylene ethynylene)s that display chain-extended conformations when dissolved in nematic liquid crystalline solvents. In these solutions, the polymers show a substantial enhancement in the intrachain exciton migration rate, which is attributed to their increased conjugation length and better alignment. The organizational enhancement of the energy transfer efficiency, as determined by site-selective emission from lower energy traps at the polymer termini, is accompanied by a significant increase of the fluorescence quantum yield. The liquid crystalline phase is a necessary requirement for these phenomena to occur, and when the temperature was increased above the nematic-isotropic transition, we observed a dramatic reduction of the energy transfer efficiency and fluorescence quantum yield. The ability to improve the exciton migration efficiency through precise control of the polymer structure with liquid crystalline solutions demonstrates the importance of a polymer's conformation for energy transfer, and provides a way to improve the energy transporting performance of conjugated polymers.

  DOI：

  10.1021/ja051936g

文献信息

• Conjugation Enhancement of Intramolecular Exciton Migration in Poly(<i>p</i>-phenylene ethynylene)s
  作者：Evgueni E. Nesterov、Zhengguo Zhu、Timothy M. Swager

  DOI：10.1021/ja051936g

  日期：2005.7.1

  Efficient energy migration in conjugated polymers is critical to their performance in photovoltaic, display, and sensor devices. The ability to precisely control the polymer conformation is a key issue for the experimental investigations and deeper understanding of the nature of this process. We make use of specially designed iptycene-containing poly(p-phenylene ethynylene)s that display chain-extended conformations when dissolved in nematic liquid crystalline solvents. In these solutions, the polymers show a substantial enhancement in the intrachain exciton migration rate, which is attributed to their increased conjugation length and better alignment. The organizational enhancement of the energy transfer efficiency, as determined by site-selective emission from lower energy traps at the polymer termini, is accompanied by a significant increase of the fluorescence quantum yield. The liquid crystalline phase is a necessary requirement for these phenomena to occur, and when the temperature was increased above the nematic-isotropic transition, we observed a dramatic reduction of the energy transfer efficiency and fluorescence quantum yield. The ability to improve the exciton migration efficiency through precise control of the polymer structure with liquid crystalline solutions demonstrates the importance of a polymer's conformation for energy transfer, and provides a way to improve the energy transporting performance of conjugated polymers.