基于三苯胺和螺(芴-9,9'-氧杂蒽)的星射形蓝光寡聚材料的合成与光电性质

doi:10.3866/PKU.WHXB201206071

物理化学学报 >> 2012, Vol. 28 >> Issue (08): 2000-2007.doi: 10.3866/PKU.WHXB201206071

基于三苯胺和螺(芴-9,9'-氧杂蒽)的星射形蓝光寡聚材料的合成与光电性质

初增泽, 王丹, 张超, 邹德春

北京大学化学与分子工程学院, 北京分子科学国家实验室, 北京 100871

收稿日期:2012-05-07 修回日期:2012-06-07 发布日期:2012-07-10
通讯作者: 邹德春 E-mail:dczou@pku.edu.cn
基金资助:
国家自然科学基金(50833001)及国家重点基础研究发展规划项目(973) (2011CB933300)资助.

Synthesis and Optoelectronic Properties of Blue-Emitting Star-Burst Oligomers Based on Triphenylamine and Spiro(fluorene-9,9'-xanthene)

CHU Zeng-Ze, WANG Dan, ZHANG Chao, ZOU De-Chun

Beijing National Laboratory for Molecular Sciences, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China

Received:2012-05-07 Revised:2012-06-07 Published:2012-07-10
Contact: ZOU De-Chun E-mail:dczou@pku.edu.cn
Supported by:
The project was supported by the National Natural Science Foundation of China (50833001) and National Key Basic Research Program of China (973) (2011CB933300).

摘要/Abstract

摘要：

通过Sonogashira 反应合成了基于三苯胺、螺(芴-9,9'-氧杂蒽)及芴的星射形寡聚物. 三种寡聚物(TPA-F、TPA-SFX和TPA-SFXCz)都具有很高的热分解温度, 分别为417、439和425 °C. 差示扫描量热(DSC)分析研究表明, 它们也具有高的玻璃化转变温度(T_g), 都在100 °C以上, 其中两种螺芴取代的寡聚物(TPA-SFX和TPA-SFXCz)的T_g分别达到141和127 °C. 光物理的研究发现, 在薄膜中, TPA-F具有很宽的双发射峰, 峰值为424 和455 nm; 而TPA-SFX 和TPA-SFXCz 仍保持单一蓝光发射, 发射峰分别为434 和442 nm. 这表明将三苯胺非平面结构和螺形取代基团相结合, 能有效抑制在薄膜中聚集和激基缔合物的产生. 电化学的研究表明, 由于引入富电子的三苯胺核心结构, 三者都具有-5.4 eV左右的较高的HOMO能级. 通过旋涂法制备了结构为ITO(氧化铟锡)/PEDOT:PSS(聚3,4-乙撑二氧噻吩:聚苯乙烯磺酸盐)/寡聚物/TPBI(1,3,5-三(1-苯基-1H-苯并咪唑-2-基)苯)/LiF/Al 电致发光器件. 器件测试结果表明, TPA-SFX的器件具有最好的光电性能. 以它为发光层, 获得最大亮度为2680 cd·m^-2、最大电流效率为0.35 cd·A^-1、色坐标为(0.17, 0.13)的蓝光器件.

关键词: 有机电致发光二极管, 三苯胺, 螺(芴-9,9'-氧杂蒽), 星射形, 蓝光材料

Abstract:

Three star-burst conjugated oligomers based on triphenylamine (TPA), fluorene and spiro (fluorene-9,9'-xanthene) (SFX) have been synthesized via the Sonogashira cross-coupling reaction. These well-defined oligomers possess high decomposition temperatures (T_d) at 417, 439, and 425 °C, respectively. Differential scanning calorimetry (DSC) demonstrates two oligomers which incorporate the SFX unit, TPA-SFX and TPA-SFXCz, possess higher glass transition temperatures (T_g) at 141 and 127 ° C, respectively, compared with 101 °C for TPA-F. The investigation of their optical properties shows TPA-SFX and TPA-SFXCz exhibit a single blue emission in film with emission peaks at 434 and 442 nm, respectively, whereas TPA-F shows a broad double-peak emission located at 424 and 455 nm, which implies the nonplanar TPA and spiro SFX moieties can effectively restrict the formation of aggregates or excimers. Electrochemical investigations show that these oligomers have relatively high HOMO levels at around -5.4 eV due to incorporation of the electron-rich TPA core. Electroluminescence (EL) devices with a configuration of ITO (indium tin oxide)/PEDOT:PSS (poly(3,4-ethylenedioxythiophene): poly (styrenesulfonate))/ oligomer/TPBI (1,3,5-tris(1-phenyl-1H -benzimidazol-2-yl)benzene)/LiF/Al were constructed using these oligomers as the emitter by spin-coating, with TPBI as the electron-transporting and hole-blocking layer. The device using TPA-SFX as the emitting layer exhibits bright blue emission with the maximum brightness and maximum current efficiency of 2680 cd·A^-2 and 0.35 cd·A^-1, and CIE color coordination of (0.17, 0.13).

Key words: Organic light-emitting diodes, Triphenylamine, Spiro(fluorene-9,9'-xanthene), Star-burst, Blue-emitting materials

初增泽, 王丹, 张超, 邹德春. 基于三苯胺和螺(芴-9,9'-氧杂蒽)的星射形蓝光寡聚材料的合成与光电性质[J]. 物理化学学报, 2012, 28(08), 2000-2007. doi: 10.3866/PKU.WHXB201206071

CHU Zeng-Ze, WANG Dan, ZHANG Chao, ZOU De-Chun. Synthesis and Optoelectronic Properties of Blue-Emitting Star-Burst Oligomers Based on Triphenylamine and Spiro(fluorene-9,9'-xanthene)[J]. Acta Phys. -Chim. Sin. 2012, 28(08), 2000-2007. doi: 10.3866/PKU.WHXB201206071

链接本文: https://www.whxb.pku.edu.cn/CN/10.3866/PKU.WHXB201206071

https://www.whxb.pku.edu.cn/CN/Y2012/V28/I08/2000

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基于三苯胺和螺(芴-9,9'-氧杂蒽)的星射形蓝光寡聚材料的合成与光电性质

Synthesis and Optoelectronic Properties of Blue-Emitting Star-Burst Oligomers Based on Triphenylamine and Spiro(fluorene-9,9'-xanthene)

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