三嗪类双极性蓝色磷光主体材料的合成及性能

doi:10.7517/j.issn.1674-0475.2015.06.479

影像科学与光化学 ›› 2015, Vol. 33 ›› Issue (6): 479-486.DOI: 10.7517/j.issn.1674-0475.2015.06.479

三嗪类双极性蓝色磷光主体材料的合成及性能

陈雨^1,2, 蔺海浪^1,2, 林朝阳^1,2, 刘娅静^1,2, 赵鑫^1,2

1. 苏州科技大学化学生物与材料工程学院, 江苏苏州 215009;
2. 江苏省环境功能材料重点实验室, 江苏苏州 215009

收稿日期:2015-05-07 修回日期:2015-07-02 出版日期:2015-11-16 发布日期:2015-11-16
通讯作者: 赵鑫
基金资助:
苏州市应用基础研究计划项目(SYG201440)和国家级大学生创新创业训练计划项目(201410332011Z)资助

Synthesis and Properties of Triazine Derivatives as Bipolar Host Materials for Blue Phosphorescent Organic Light-emitting Diodes

CHEN Yu^1,2, LIN Hailang^1,2, LIN Zhaoyang^1,2, LIU Yajing^1,2, ZHAO Xin^1,2

1. College of Chemistry, Biology and Material Engineering, Suzhou University of Science and Technology, Suzhou 215009, Jiangsu, P. R. China;
2. Jiangsu Key Laboratory of Environmental Functional Materials, Suzhou 215009, Jiangsu, P. R. China

Received:2015-05-07 Revised:2015-07-02 Online:2015-11-16 Published:2015-11-16

摘要/Abstract

摘要：

设计合成了一种基于三嗪类的新型双极性蓝色磷光主体材料[4-(4,6-二-α-萘氧基-1,3,5-三嗪-2-基)苯基]9-咔唑(NOTPC),并对其结构进行了表征。通过紫外-可见(UV-Vis)吸收、荧光、低温磷光、循环伏安法、热重分析(TGA)、差热分析(DSC)和密度泛函理论(DFT)对其性能及结构进行了研究。结果表明,NOTPC在CH₂Cl₂稀溶液中的吸收峰位于341和374 nm;发射峰位于478 nm;NOTPC的低温(77 K)磷光光谱的第一发射峰位于442 nm,其三线态能级为2.80 eV,与蓝色磷光材料FIrpic(2.62 eV)的能级相匹配;NOTPC的HOMO主要分布在苯基咔唑单元,而LUMO主要定域在三嗪环上。其HOMO能级为-5.40 eV,与阳极ITO的功函(-4.5~-5.0 eV)相匹配,LUMO能级为-2.32 eV,接近于电子传输材料PBD(-2.82 eV),NOTPC表现出双极传导性能, 且热稳定性良好。

关键词: 均三嗪, 主体材料, 双极性, 蓝色磷光器件

Abstract:

A novel phosphorescent host materials, 9-(4-(4,6-di-α-naphthoxy-1,3,5-triazin-2-yl) phenyl) carbazole (NOTPC), was designed and synthesized, and its structure was characterized by means of IR,¹HNMR, ¹³CNMR and elemental analysis. The photophysical properties and energy-level structure of NOTPC were studied by ultraviolet-visble (UV-Vis) absoption, fluorescence, phosphorescent spectroscopies at 77 K, cyclic voltammetry (CV), thermogravimetric analysis(TGA), differential scanning calorimetry (DSC) and calculated by density functional theory(DFT). The results show that the maximum absorption wavelengths are located at about 290 nm, 340 nm in dilute CH₂Cl₂solution. NOTPC can emit blue fluorescence at 390 nm, 472 nm in dilute CH₂Cl₂solution, and exhibits blue phosphorescent emission at 452 nm and its triplet state energy (E_T) is estimated to be 2.80 eV. NOTPC can be used as host material for the blue emitter bis(4,6-difluorophenylpyridine)(picolinate)(Ⅲ) (Firpic) in PhOLED. DFT theoretical calculation reveals that the highest occupied molecular orbital (HOMO) of NOTPC is mainly distributed on N-phenly carbazole moiety, while the lowest unoccupied molecular orbital(LUMO) is mainly dispersed over the triazine moiety. Cyclic voltammetry measurement shows that HOMO energy level of NOTPC is located in -5.40 eV, which matches with the energy levels of ITO(-4.5--5.0 eV); LUMO energy level of NOTPC is located in -2.32 eV, which is close to the energy level of PBD (-2.82 eV). So NOTPC possesses bipolar properties of hole and electron transport, and has good thermal stability.

Key words: triazine, host material, biplor, blue phosphorescent OLEDs

陈雨, 蔺海浪, 林朝阳, 刘娅静, 赵鑫. 三嗪类双极性蓝色磷光主体材料的合成及性能[J]. 影像科学与光化学, 2015, 33(6): 479-486.

CHEN Yu, LIN Hailang, LIN Zhaoyang, LIU Yajing, ZHAO Xin. Synthesis and Properties of Triazine Derivatives as Bipolar Host Materials for Blue Phosphorescent Organic Light-emitting Diodes[J]. Imaging Science and Photochemistry, 2015, 33(6): 479-486.

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三嗪类双极性蓝色磷光主体材料的合成及性能

Synthesis and Properties of Triazine Derivatives as Bipolar Host Materials for Blue Phosphorescent Organic Light-emitting Diodes

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