2,7-dibromo-9-hydroxy-9-(5'-methyl-2,2'-bipyridyl-5-methyl)fluorene | 496876-09-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,7-dibromo-9-hydroxy-9-(5'-methyl-2,2'-bipyridyl-5-methyl)fluorene
• 英文别名: 2,7-Dibromo-9-[[6-(5-methylpyridin-2-yl)pyridin-3-yl]methyl]fluoren-9-ol；2,7-dibromo-9-[[6-(5-methylpyridin-2-yl)pyridin-3-yl]methyl]fluoren-9-ol
• CAS: 496876-09-6
• 化学式: C₂₅H₁₈Br₂N₂O
• 分子量: 522.239
• InChiKey: NADABNLSILBEHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  溴甲苯 、 2,7-dibromo-9-hydroxy-9-(5'-methyl-2,2'-bipyridyl-5-methyl)fluorene 在 sodium ethanolate 作用下， 以 四氢呋喃 为溶剂， 生成 5'-(9-Benzyloxy-2,7-dibromo-9H-fluoren-9-ylmethyl)-5-methyl-[2,2']bipyridinyl
  参考文献：
  名称：

  First Hydrogen-Bonding-Induced Self-Assembled Aggregates of a Polyfluorene Derivative

  摘要：

  A convenient approach to a novel polyfluorene derivative (P1) with hydrogen-bonding interactions and another derivative P2 without hydrogen-bonding interactions has been developed. The structure of polymers P1 and P2 is verified by FT-IR, H-1 and C-13 NMR, and elemental analysis. The investigation demonstrates that the intramolecular and intermolecular H-bonding interactions play an important role in the optical properties of PI in the dilute solution and in films. P1 emits different light in dilute solutions (blue color) and in solid states (yellowish-orange) under the irradiation of UV light. The time-resolved PL decay dynamics also demonstrate the existence of such interactions in P1. However, this phenomenon is not observed in another polymer (P2) without hydrogen-bonding interactions. The scanning electron microscopic (SEM) results of P1 at solid states reveal the formation of entangled nanostructures induced though the hydrogen-bonding interactions. Therefore, the investigation shows that the interaction between the nitrogen and the hydroxy group at the 9-position effectively affects the optical properties of P1, which might provide a new approach to control over molecular ordering through interchain interactions, especially the hydrogen bonding.

  DOI：

  10.1021/ma020744s
• 作为产物：
  描述：

  5 5'-二甲基-2,2'-二吡啶 、 2,7-二溴-9-芴酮 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 2,7-dibromo-9-hydroxy-9-(5'-methyl-2,2'-bipyridyl-5-methyl)fluorene
  参考文献：
  名称：

  First Hydrogen-Bonding-Induced Self-Assembled Aggregates of a Polyfluorene Derivative

  摘要：

  A convenient approach to a novel polyfluorene derivative (P1) with hydrogen-bonding interactions and another derivative P2 without hydrogen-bonding interactions has been developed. The structure of polymers P1 and P2 is verified by FT-IR, H-1 and C-13 NMR, and elemental analysis. The investigation demonstrates that the intramolecular and intermolecular H-bonding interactions play an important role in the optical properties of PI in the dilute solution and in films. P1 emits different light in dilute solutions (blue color) and in solid states (yellowish-orange) under the irradiation of UV light. The time-resolved PL decay dynamics also demonstrate the existence of such interactions in P1. However, this phenomenon is not observed in another polymer (P2) without hydrogen-bonding interactions. The scanning electron microscopic (SEM) results of P1 at solid states reveal the formation of entangled nanostructures induced though the hydrogen-bonding interactions. Therefore, the investigation shows that the interaction between the nitrogen and the hydroxy group at the 9-position effectively affects the optical properties of P1, which might provide a new approach to control over molecular ordering through interchain interactions, especially the hydrogen bonding.

  DOI：

  10.1021/ma020744s

文献信息

• First Hydrogen-Bonding-Induced Self-Assembled Aggregates of a Polyfluorene Derivative
  作者：Jian Pei、Xiao-Ling Liu、Zhi-Kuan Chen、Xin-Hai Zhang、Yee-Hing Lai、Wei Huang

  DOI：10.1021/ma020744s

  日期：2003.1.1

  A convenient approach to a novel polyfluorene derivative (P1) with hydrogen-bonding interactions and another derivative P2 without hydrogen-bonding interactions has been developed. The structure of polymers P1 and P2 is verified by FT-IR, H-1 and C-13 NMR, and elemental analysis. The investigation demonstrates that the intramolecular and intermolecular H-bonding interactions play an important role in the optical properties of PI in the dilute solution and in films. P1 emits different light in dilute solutions (blue color) and in solid states (yellowish-orange) under the irradiation of UV light. The time-resolved PL decay dynamics also demonstrate the existence of such interactions in P1. However, this phenomenon is not observed in another polymer (P2) without hydrogen-bonding interactions. The scanning electron microscopic (SEM) results of P1 at solid states reveal the formation of entangled nanostructures induced though the hydrogen-bonding interactions. Therefore, the investigation shows that the interaction between the nitrogen and the hydroxy group at the 9-position effectively affects the optical properties of P1, which might provide a new approach to control over molecular ordering through interchain interactions, especially the hydrogen bonding.