一种联咔唑类双极性蓝色磷光主体材料的合成及性能

doi:10.7517/j.issn.1674-0475.2016.04.355

影像科学与光化学 ›› 2016, Vol. 34 ›› Issue (4): 355-363.DOI: 10.7517/j.issn.1674-0475.2016.04.355

一种联咔唑类双极性蓝色磷光主体材料的合成及性能

陈雨^1,2, 张强^1,2, 刘娅静^1,2, 杨爽爽^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:2016-01-24 修回日期:2016-04-15 出版日期:2016-07-15 发布日期:2016-07-15
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 Bicarbazole Derivatives as Bipolar Host Materials for Blue Phosphorescent Organic Light-emitting Diodes

CHEN Yu^1,2, ZHANG Qiang^1,2, LIU Yajing^1,2, YANG Shuangshuang^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:2016-01-24 Revised:2016-04-15 Online:2016-07-15 Published:2016-07-15

摘要/Abstract

摘要：

以联咔唑作为电子给体,二苯基磷氧基团作为电子受体,设计合成了双极性蓝色磷光主体材料6,6'-二(二苯基磷氧基)-9,9'-二己基-3,3'-联咔唑(DPDBC)。通过紫外-可见(UV-Vis)、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)对其性能及轨道能级等进行了研究。结果表明,化合物DPDBC在CH₂Cl₂稀溶液中有两个吸收峰,最大吸收峰位于306 nm;它的荧光发射峰位于420 nm,属于深蓝色荧光;DPDBC的低温磷光光谱的第一发射峰位于447 nm,其三重态能级为2.77 eV,与蓝色磷光客体材料FIrpic (2.62 eV)的能级相匹配;测定其循环伏安特性曲线,计算得到它的HOMO能级为-5.48 eV,与阳极ITO的功函(-4.5~-5.0 eV)相匹配,LUMO能级为-2.36 eV,接近于电子传输材料PBD(-2.82 eV),表明它具有双极性能;TGA显示其分解温度为410℃,表明热稳定性能优良,DSC显示其T_g温度为140℃,表明其具有无定形态结构及良好的成膜性能。因此,DPDBC是一种集双极性传输性能于一体,同时又具有优良热稳定性能的潜在蓝色磷光主体材料。

关键词: 联咔唑, 二苯基磷氧, 双极性, 蓝色磷光材料

Abstract:

A novel phosphorescent host material functionalized with bicarbazole and phosphine oxides, 6,6'-Bis(diphenyl-phosphinoyl)-9,9'-dihexyl-3,3'-bicarbazole (DPDBC), was designed and synthesized. The structure was characterized by means of ¹HNMR, ¹³CNMR, IR and HRMS. The photophysical properties and energy level structure of DPDBC were studied by ultraviolet-visble (UV-Vis) absorption, fluorescence, phosphorescent spectroscopies at 77 K, cyclic voltammetry (CV), thermogravimetric analysis(TGA), differential scanning calorimetry (DSC) and density functional theory(DFT). The results show that it has two absorption lands in dilute CH₂Cl₂ solution. The maximum absorption wavelength locates at 306 nm. DPDBC can emit blue photofluorescence at 420 nm in dilute CH₂Cl₂ solution, and exhibit phosphorescent emission at 447 nm from the highest energy vibronic subband at 77 K, from which the triplet state energy (E_T) is estimated to be 2.77 eV. DPDBC can be used as host material for the blue emitter FIrpic in PhOLED. Cyclic voltammetry measurement shows that the HOMO energy level of DPDBC locates at -5.48 eV, which matches the energy levels of ITO; the LUMO energy level of DPDBC locates at -2.36 eV, which is close to the energy level of PBD (-2.82 eV). So as a host material for blue phosphorescent organic light-emitting diodes, DPDBC possesses bipolar properties of hole and electron transport, and has good thermal stability.

Key words: bicarbazole, phosphine oxide, bipolar, blue phosphorescent

陈雨, 张强, 刘娅静, 杨爽爽, 赵鑫. 一种联咔唑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, 2016, 34(4): 355-363.

CHEN Yu, ZHANG Qiang, LIU Yajing, YANG Shuangshuang, ZHAO Xin. Synthesis and Properties of Bicarbazole Derivatives as Bipolar Host Materials for Blue Phosphorescent Organic Light-emitting Diodes[J]. Imaging Science and Photochemistry, 2016, 34(4): 355-363.

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一种联咔唑类双极性蓝色磷光主体材料的合成及性能

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

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