化学学报 ›› 2007, Vol. 65 ›› Issue (11): 1051-1056. 上一篇    下一篇

研究论文

氟代位置对苝酰亚胺聚集态结构和电子传输性能的影响

黄嘉驰1, 杨立功*,1, 莫雄1,2, 施敏敏1, 汪茫1, 陈红征*,1   

  1. (1浙江大学高分子科学与工程学系 教育部高分子合成与功能构造重点实验室 杭州 310027)
    (2湖南大学化学化工学院 长沙 410082)
  • 投稿日期:2006-11-17 修回日期:2007-01-08 发布日期:2007-06-14
  • 通讯作者: 杨立功

Influence of Fluorination Position on Aggregate Structure and Elec-tron Transport of Perylene Diimide Derivatives

HUANG Jia-Chi1; YANG Li-Gong*,1; MO Xiong1,2; SHI Min-Min1; WANG Mang1; CHEN Hong-Zheng*,1   

  1. (1 Department of Polymer Science and Engineering, Key Laboratory of Macromolecule Synthesis and Functionalization of Ministry of Education, Zhejiang University, Hangzhou 310027)
    (2 College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082)
  • Received:2006-11-17 Revised:2007-01-08 Published:2007-06-14
  • Contact: YANG Li-Gong

合成了三种新型的有机电子受体: N,N'-二(2-氟代苯基)-3,4,9,10-苝四羧基二酰亚胺(D2MFPP)、N,N'-二(3-氟代苯基)-3,4,9,10-苝四羧基二酰亚胺(D3MFPP)和N,N'-二(4-氟代苯基)-3,4,9,10-苝四羧基二酰亚胺(D4MFPP). 利用元素分析、傅立叶变换红外(FTIR)等方法表征了它们的分子结构, 用紫外-可见光吸收光谱(UV-Vis)、X射线衍射(XRD)和原子力显微镜(AFM)等手段研究了氟代位置对苝酰亚胺薄膜聚集态结构的影响, 发现氟代使苝酰亚胺的聚集态发生变化, 且不同位置的氟代对其影响也不一样. 除了分子结构的影响, 外场条件也会产生很大的作用. 通过制备场效应晶体管研究了其电子传输性能, 发现氟代后器件的空气稳定性有明显提高.

关键词: 氟代苝酰亚胺, 聚集态结构, 电子传输

Three novel organic semiconductors based on fluorinated perylene diimides were synthesized through the nucleophilic reactions between 3,4,9,10-perylenetetracarboxylic dianhydride (PTDA) and fluorinated anilines. The chemical structures were characterized by elemental analysis, FTIR and UV-Vis absorption. The aggregate structures in thin films were investigated carefully by controlling experimental conditions such as substrate temperature and annealing. It was found that fluorination, as well as the substrate temperature, would influence the aggregate structure when fluorine atoms were introduced into different positions of the molecule. Thin film transistors (TFT) using a top-contact geometry were fabricated by vapor-deposition of these perylene diimide derivatives as the semiconductive channel on surface treated SiO2/Si substrates. TFT with fluorinated perylene diimide derivatives showed much better air-stability than that with their parent compound.

Key words: fluorinated perylene diimide, aggregate structure, electron transport