22-(Pyrene-1-carbonyloxy)docosyl pyrene-1-carboxylate | 96157-44-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 22-(Pyrene-1-carbonyloxy)docosyl pyrene-1-carboxylate
• 英文别名: 22-(pyrene-1-carbonyloxy)docosyl pyrene-1-carboxylate
• CAS: 96157-44-7
• 化学式: C₅₆H₆₂O₄
• 分子量: 799.106
• InChiKey: JIIFOOHBEWJNSJ-UHFFFAOYSA-N

物化性质

• 沸点：
  877.9±38.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  19.6
• 重原子数：
  60
• 可旋转键数：
  27
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  L,22-二十二碳二醇 、 pyren-1-ylcarbonyl chloride 生成 22-(Pyrene-1-carbonyloxy)docosyl pyrene-1-carboxylate
  参考文献：
  名称：

  Chain Length Dependence of Intramolecular Excimer Formation with 1,n-Bis(1-pyrenylcarboxy)alkanes for n = 1−16, 22, and 32

  摘要：

  Time-resolved and photostationary measurements in alkane solvents as a function of temperature are presented for the 1,n-bis(1-pyrenylcarboxy)alkanes (1PC(n)1PC, n = 1-16, 22, 32) with n methylene groups in the chain. For all compounds except 1PC(1)1PC intramolecular excimer fluorescence is observed. From fluorescence decay analysis and quenching data, the rate constant k(a) of excimer formation in the series 1PC(n)1PC is determined as a function of chain length. The value of k(a), as well as that of the excimer-to-monomer fluorescence quantum yield ratio Phi'/Phi, peaks at n = 5 and then gradually decreases with increasing n. These results are in clear contrast to those obtained previously with the 1,n-di(1-pyrenyl)alkanes (1Py(n)1Py), where Phi'/Phi, reaches its maximum at n = 3, with a sharp minimum (no excimer formation) at n = 7. This difference is attributed to a reduced steric hindrance at the excimer configuration (k(a)) and to dimer formation in the electronic ground state between the pyrenylcarboxy end groups in 1PC(n)1PC (Phi'/Phi). Both effects arise from the absence of methylene hydrogens next to the pyrenyl moieties of these molecules, which hydrogens prevent excimer formation in the case of 1Py(7)1Py.

  DOI：

  10.1021/jp991611k

文献信息

• Chain Length Dependence of Intramolecular Excimer Formation with 1,<i>n</i>-Bis(1-pyrenylcarboxy)alkanes for <i>n</i> = 1−16, 22, and 32
  作者：Klaas A. Zachariasse、Antonio L. Maçanita、Wolfgang Kühnle

  DOI：10.1021/jp991611k

  日期：1999.10.1

  Time-resolved and photostationary measurements in alkane solvents as a function of temperature are presented for the 1,n-bis(1-pyrenylcarboxy)alkanes (1PC(n)1PC, n = 1-16, 22, 32) with n methylene groups in the chain. For all compounds except 1PC(1)1PC intramolecular excimer fluorescence is observed. From fluorescence decay analysis and quenching data, the rate constant k(a) of excimer formation in the series 1PC(n)1PC is determined as a function of chain length. The value of k(a), as well as that of the excimer-to-monomer fluorescence quantum yield ratio Phi'/Phi, peaks at n = 5 and then gradually decreases with increasing n. These results are in clear contrast to those obtained previously with the 1,n-di(1-pyrenyl)alkanes (1Py(n)1Py), where Phi'/Phi, reaches its maximum at n = 3, with a sharp minimum (no excimer formation) at n = 7. This difference is attributed to a reduced steric hindrance at the excimer configuration (k(a)) and to dimer formation in the electronic ground state between the pyrenylcarboxy end groups in 1PC(n)1PC (Phi'/Phi). Both effects arise from the absence of methylene hydrogens next to the pyrenyl moieties of these molecules, which hydrogens prevent excimer formation in the case of 1Py(7)1Py.