| 1008125-52-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 1008125-52-7
• 化学式: C₆₇H₈O₂
• 分子量: 844.799
• InChiKey: RAIKIKYMVCPQKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.02
• 重原子数：
  69.0
• 可旋转键数：
  1.0
• 环数：
  33.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1,9-(4-hydroxycyclohexano)buckminsterfullerene 、 丙炔酸 在 对甲苯磺酸 作用下， 以 甲苯 、 1-氯萘 为溶剂， 反应 24.0h， 以92%的产率得到
  参考文献：
  名称：

  [EN] PROCESS AND METHOD FOR THE EFFICIENT PREPARATION OF FULLERYNES
  [FR] PROCÉDÉ ET MÉTHODE POUR LA PRÉPARATION EFFICACE DE FULLERYNES

  摘要：

  制备新型富勒烯，该富勒烯（例如C60，C70，C80等）含有一个或多个炔基官能团，并可能含有额外的官能团，例如羟基，卤素，酯，卤代酯，苯基，寡聚（乙二醇）和全氟烷基等。文中介绍了两种所需的制备路线。第一种是在特定溶剂中使用特殊设计的反应器进行Fischer酯化反应，与此前的Steglich反应相比，可以避免副反应和低收率。第二种方法使用乙炔基格氏试剂，其亲核性降低且稳定性更高，相比于此前使用的锂有机化合物或其他格氏试剂，可以避免多次无法控制的加成反应。

  公开号：

  WO2012005762A1

文献信息

• Improved synthesis of fullerynes by Fisher esterification for modular and efficient construction of fullerene polymers with high fullerene functionality
  作者：Wen-Bin Zhang、Jinlin He、Xuehui Dong、Chien-Lung Wang、Hui Li、Fuai Teng、Xiaopeng Li、Chrys Wesdemiotis、Roderic P. Quirk、Stephen Z.D. Cheng

  DOI：10.1016/j.polymer.2011.07.026

  日期：2011.9

  For the first time, the scope of Fisher esterification has been extended to fullerene derivatives to improve the synthesis of alkyne-functionalized fullerenes (fullerynes) using 1-chloronaphthalene as a solvent and a specially-designed, home-made reactor to promote high yield. The design allows for higher solubility of fullerene derivatives and a continuous azeotropic distillation for the removal of water to drive the reaction to completion with yields >90%. Both fullerynes (Fulleryne01 and Fulleryne02) were found to "click" to polymers, such as azide-functionalized poly(epsilon-caprolactone) (PCL-N(3)), in high efficiency without the need for fractionation. As evidenced by (1)H NMR, (13)C NMR, size exclusion chromatography, and matrix assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectrometry, the fullerene polymers thus obtained possess well-defined structure, narrow polydispersity (similar to 1.01 by MALDI-TOF mass spectrometry; similar to 1.03 by size exclusion chromatography), and high fullerene functionality (similar to 100%). They can serve as model compounds for the investigations of polymer structures and dynamics. (C) 2011 Elsevier Ltd. All rights reserved.