物理化学学报 >> 2014, Vol. 30 >> Issue (7): 1341-1346.doi: 10.3866/PKU.WHXB201405041

光化学和辐射化学 上一篇    下一篇

基于蒽/芘分子封端的芴-芳胺衍生物的可溶液加工的蓝光材料的合成与光电性质

欧阳密, 吴启超, 余振伟, 李洪飞, 张诚   

  1. 浙江工业大学化工学院, 杭州 310014
  • 收稿日期:2014-01-24 修回日期:2014-05-04 发布日期:2014-06-30
  • 通讯作者: 张诚 E-mail:czhang@zjut.edu.cn
  • 基金资助:

    国家自然科学基金(51203138,51273179)项目,国家重点基础研究发展规划项目(973)(2011CBA00700)和国家国际科技合作重点项目计划(2012DFA51210)资助

Synthesis and Photoelectrical Properties of Two Potential Solution-Processed Blue Fluorescent Emitters Based on Fluorene-Arylamine Derivatives End-Capped with Anthracene/Pyrene Molecules

OUYANG Mi, WU Qi-Chao, YU Zhen-Wei, LI Hong-Fei, ZHANG Cheng   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. China
  • Received:2014-01-24 Revised:2014-05-04 Published:2014-06-30
  • Contact: ZHANG Cheng E-mail:czhang@zjut.edu.cn
  • Supported by:

    The project was supported by the National Natural Science Foundation of China (51203138, 51273179), National Key Basic Research Program of China (973) (2011CBA00700), and International S&T Cooperation Program, China (2012DFA51210).

摘要:

合成了两类分别基于芘和蒽封端的芴-芳胺衍生物(FAn,FPy)的新型可溶液加工蓝色发光分子,两种材料均溶于常规的有机溶剂,并且可以旋涂成膜. 通过紫外-可见光谱和荧光光谱对其在溶液中和固态薄膜下的光学性能进行了表征,发现这两类分子在固态下发射峰分别位于449和465 nm,属于蓝色发光材料. 并通过循环伏安法表征了其电化学性能,计算得出FAn和FPy的最高占据分子轨道(HOMO)能级分别为-5.37 和-5.36eV. 结果表明N-己基二苯胺的引入有效阻止了分子在固态下的平面堆积,抑制了长波发射,并且提高了分子HOMO能级,改善了空穴注入能力. 差示扫描量热法(DSC)和热重分析(TGA)测试表明这两类化合物均显示出良好的热稳定性,其中FAn的玻璃化转变温度和热分解温度分别达到了207和439 ℃. 良好的性能使得这两类材料成为一种潜在的可溶液加工的蓝光材料.

关键词: 溶液加工, 蓝色荧光, 空穴注入, 芴, 芘,

Abstract:

Two novel potential solution-processed blue fluorescent emitters composed of a core fluorenediphenylamine unit capped with either anthracene (FAn) or pyrene (FPy) were synthesized and characterized. They were both soluble in common organic solvents and solutions gave smooth films after spin coating. Their optical properties in solution and in the film were investigated by UV-visible and photoluminescence (PL) spectroscopy. The PL emission maximum of FAn and FPy in the film state were found to be 449 and 465 nm, respectively. The electrochemical properties of the as-prepared samples were studied by cyclic voltammetry. The estimated highest occupied molecular orbital (HOMO) energy levels were -5.37 and -5.36 eV for FAn and FPy, respectively. These results indicate that the introduction of diphenylamine effectively prevents plane stacking of the molecules in the solid state, which suppresses the formation of long-wavelength aggregates, and the high HOMO levels enhance the hole-injection ability of the compounds. The results of differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA) indicate that the two materials have excellent thermal stability with the glass transition temperature of FAn reaching 207 ℃ and the thermal decomposition temperature as high as 439 ℃. The good performance of the fluorescent emitters makes them promising candidates as solution-processed blue organic light-emitting diodes.

Key words: Solution-processing, Blue fluorescent, Hole-injection, Fluorene, Pyrene, Anthracene

MSC2000: 

  • O644