2,6,9,10-tetrakis(perfluorooctyl)anthracene

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2,6,9,10-tetrakis(perfluorooctyl)anthracene
• 英文别名: 2,6,9,10-tetrakisheptadecafluorooctylanthracene；2,6,9,10-Tetrakis(heptadecafluorooctyl)anthracene；2,6,9,10-tetrakis(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctyl)anthracene
• 化学式: C₄₆H₆F₆₈
• 分子量: 1850.45
• InChiKey: JEZMQNZOFCDHAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  26.7
• 重原子数：
  114
• 可旋转键数：
  28
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  68

反应信息

• 作为产物：
  描述：

  全氟辛基碘烷 、 2,6,9,10-tetrabromoanthracene 在 铜 作用下， 以 二甲基亚砜 为溶剂， 反应 20.5h， 以64%的产率得到2,6,9,10-tetrakis(perfluorooctyl)anthracene
  参考文献：
  名称：

  芳烃在多氟化溶剂中的出乎意料的光稳定性提高。

  摘要：

  尽管存在于空气中的O（2）浓度高于烃类溶剂中的O（2）浓度，但通过相应芳族核的全氟烷基化和使用多氟化溶剂，可以显着提高芳香化合物在空气中的光稳定性。

  DOI：

  10.1039/c2cc35591d

文献信息

• [EN] FLUORINATED AROMATIC MATERIALS AND THEIR USE IN OPTOELECTRONICS<br/>[FR] MATIÈRES AROMATIQUES FLUORÉES ET LEUR UTILISATION EN OPTOÉLECTRONIQUE
  申请人：UNIV SOUTH DAKOTA

  公开号：WO2011022678A1

  公开（公告）日：2011-02-24

  Fluorinated aromatic materials, their synthesis and their use in optoelectronics. In some cases, the fluorinated aromatic materials are perfluoroalkylated aromatic materials that may include perfluoropolyether substituents.

  氟化芳香材料，它们的合成以及它们在光电子学中的应用。在某些情况下，这些氟化芳香材料是全氟烷基化芳香材料，可能包括全氟聚醚取代基。
• Strengthening π–π Interactions While Suppressing C_sp2–H···π (T-Shaped) Interactions via Perfluoroalkylation: A Crystallographic and Computational Study That Supports the Beneficial Formation of 1-D π–π Stacked Aromatic Materials
  作者：Haoran Sun、Usha K. Tottempudi、Jeffery D. Mottishaw、Prem N. Basa、Anjaneyulu Putta、Andrew G. Sykes

  DOI：10.1021/cg301151u

  日期：2012.11.7

  The design and synthesis of aromatic crystalline materials with controllable crystal structure packing is of particular interest in organic semiconductor and optoelectronic devices, where 1-D pi-pi stacked structures that enhance charge mobility are the most beneficial. We report here that the pi-pi interactions between aromatic molecules can be strengthened and the C-sp2-H center dot center dot center dot pi (T-shape) interaction can be suppressed by perfluoroalkylation of corresponding aromatics. Both crystal structure data and ab initio calculations show that the pi-pi interaction is strengthened due to the electronic effects of perfluoroalkyl substituents, and the C-sp2-H center dot center dot center dot pi interaction is suppressed by the steric effects of the perfluoroalkyl substituents. The C-sp3-F center dot center dot center dot F-C-sp3 attractive interactions between perfluoroalkyl chains further stabilize the crystal structures. We also found that C-sp3-F center dot center dot center dot pi interaction can be eliminated if an optimal electron deficiency of the pi system is tuned by adjusting the number of perfluoroalkyl substituents. The insight gained from this study is of particular interest in organic semiconductor research as well as the fields of molecular recognition, sensing, and design of enzyme inhibitors where pi-pi interactions are also important.
• FLUORINATED AROMATIC MATERIALS AND THEIR USE IN OPTOELECTRONICS
  申请人：The University Of South Dakota

  公开号：EP2467353A1

  公开（公告）日：2012-06-27
• FLUORINATED AROMATIC MATERIALS AND THEIR USE IN OPTOELECTRONICS
  申请人：The University of South Dakota

  公开号：US20150207078A1

  公开（公告）日：2015-07-23

  Fluorinated aromatic materials, their synthesis and their use in optoelectronics. In some cases, the fluorinated aromatic materials are perfluoroalkylated aromatic materials that may include perfluoropolyether substituents.
• US9024094B2
  申请人：——

  公开号：US9024094B2

  公开（公告）日：2015-05-05