2-[5,7-Dioxo-6-[4-(trifluoromethyl)phenyl]-[1,3]dithiolo[4,5-f]isoindol-2-ylidene]-6-[4-(trifluoromethyl)phenyl]-[1,3]dithiolo[4,5-f]isoindole-5,7-dione | 1255238-95-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[5,7-Dioxo-6-[4-(trifluoromethyl)phenyl]-[1,3]dithiolo[4,5-f]isoindol-2-ylidene]-6-[4-(trifluoromethyl)phenyl]-[1,3]dithiolo[4,5-f]isoindole-5,7-dione
• CAS: 1255238-95-9
• 化学式: C₃₂H₁₂F₆N₂O₄S₄
• 分子量: 730.713
• InChiKey: AJYVTINMKKBDFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  48
• 可旋转键数：
  2
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  176
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  6-[4-(Trifluoromethyl)phenyl]-[1,3]dithiolo[4,5-f]isoindole-2,5,7-trione 在 三甲氧基磷 作用下， 反应 8.0h， 以68%的产率得到2-[5,7-Dioxo-6-[4-(trifluoromethyl)phenyl]-[1,3]dithiolo[4,5-f]isoindol-2-ylidene]-6-[4-(trifluoromethyl)phenyl]-[1,3]dithiolo[4,5-f]isoindole-5,7-dione
  参考文献：
  名称：

  Electron-Withdrawing Substituted Tetrathiafulvalenes as Ambipolar Semiconductors

  摘要：

  The synthesis of four new TTF derivatives bearing phthalimides and fluorinated alkyl moieties as potential ambipolar semiconductors is described. The presence of such electron-withdrawing groups permits the stabilization of the energy of HOMO and LUMO orbitals. The solid-state structures of these novel molecules have been characterized by X-ray diffraction techniques. The potential of these materials as hole and electron conductors has been estimated under theoretical considerations by evaluating the position of the frontier energy levels as well as their charge carrier mobilities. Preparation of solution-processed single crystal organic field-effect transistors (OFETs) has resulted in hole mobilities of up to 0.33 cm(2) V-1 s(-1) for compound 1. On the other hand, electrical time of flight (EToF) measurements on single crystals of compound 3 demonstrated ambipolar transport, reaching very high mobility values around 2.0 cm(2) V-1 s(-1) both types of charges.

  DOI：

  10.1021/cm1021867