咔唑并噻唑类蓝色荧光材料的合成及电致发光性质

doi:10.6023/cjoc201902035

有机化学 ›› 2019, Vol. 39 ›› Issue (9): 2534-2540.DOI: 10.6023/cjoc201902035 上一篇下一篇

研究论文

咔唑并噻唑类蓝色荧光材料的合成及电致发光性质

张婷^a, 邱子夜^a, 程肖杰^a, 张雨露^a, 汪徐春^a,b

a 安徽科技学院化学与材料工程学院安徽凤阳 233100;
b 纳米矿物材料及应用教育部工程研究中心武汉 430074

收稿日期:2019-02-28 修回日期:2019-04-23 发布日期:2019-05-15
通讯作者: 张婷 E-mail:tingzhang84@163.com
基金资助:
安徽省教育厅自然科学基金重点项目（Nos.KJ2018A0525，1508085QB41）、安徽科技学院大学生创新课题（No.201810879X017）、纳米矿物材料及应用教育部工程研究中心开放课题（No.NGM2018KF006）和安徽科技学院重点学科（No.AKZDXK2015A01）资助项目.

Synthesis and Electroluminescence of Thiazolo[5,4-b]carbazole Based Blue Fluorescent Materials

Zhang Ting^a, Qiu Ziye^a, Cheng Xiaojie^a, Zhang Yulu^a, Wang Xuchun^a,b

a School of Chemistry and Material Engineering, Anhui Science and Technology University, Fengyang, Anhui 233100;
b Engineering Research Center of Nano-Geo Materials of Ministry of Education, China University of Geosciences, Wuhan 430074

Received:2019-02-28 Revised:2019-04-23 Published:2019-05-15
Contact: 10.6023/cjoc201902035 E-mail:tingzhang84@163.com
Supported by:
Project supported by the Key Research Funds of Anhui Province (Nos. KJ2018A0525, 1508085QB41), the Student's Platform for Innovation and Entrepreneurship Training Program of Anhui Science and Technology University (No. 201810879X017), the Open Project for Engineering Research Center of Nano-Geo Materials of Ministry of Education (No. NGM2018KF006), and the Key Discipline of Anhui Science and Technology University (No. AKZDXK2015A01).

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1. 咔唑并噻唑类蓝色荧光材料的合成及电致发光性质.PDF(709KB)

摘要/Abstract

以钯为催化剂，通过C-C和C-N偶联反应分别合成了两种咔唑并噻唑类蓝色荧光材料：TCz-PCz和TCz-TPA，并采用质谱、¹H NMR、¹³C NMR和元素分析等对其结构进行了鉴定.系统地研究了这些材料的热稳定性、光物理性质和电化学行为，结果表明这些化合物具有良好的热稳定性和形态稳定性，热分解温度高达400℃，玻璃化转变温度为119℃.在溶液中，这两种材料均发射出强的蓝光，荧光量子效率分别为71%和73%；这些分子的HOMO能级分别为-5.41和-5.21 eV，较高的HOMO能级有利于器件中空穴从空穴传输层向发光层的注入和传输.以TCz-PCz为发光材料，通过真空蒸镀技术制备了非掺杂型有机电致发光器件，研究了其电致发光性能.结果显示该器件具有稳定的蓝光发射，启亮电压仅为3.1 V，最大发光亮度和电流效率分别为2190 cd·m^-2和2.88 cd·A^-1.

关键词: 有机电致发光器件, 蓝光材料, 咔唑并噻唑, 非掺杂, 钯催化反应

Two thiazolo[5,4-b]carbazole based blue fluorescent materials, namely TCz-PCz and TCz-TPA, were synthesized by palladium catalyzed C-C and C-N coupling reactions, and their structures were confirmed by ¹H NMR, ¹³C NMR, mass spectrometry and elemental analysis. The thermal, photophysical, and electrochemical properties of these materials were fully investigated. The results indicate that these compounds possess thermal and amorphous stabilities with decomposition temperature up to 400℃ and glass transition temperatures of 119℃. Both TCz-PCz and TCz-TPA show strong blue emission in solution with high fluorescent quantum yields of 71% and 73%, respectively. These molecules show high HOMO energy levels of -5.41 and -5.21 eV that are favorable for hole injection and transportation from hole-transporting layer to the emitting layer in devices. The non-doped blue OLED using TCz-PCz as emitter through vacuum evaporation was fabricated for purpose of investigating its electroluminescence properties. The device exhibited stable blue electroluminescence, a low turn-on voltage of 3.1 V, a maximum luminance of 2190 cd·m^-2, and a maximum current efficiency of 2.88 cd·A^-1 were achieved, respectively.

Key words: organic light-emitting diodes, blue fluorescent materials, thiazolo[5,4-b]carbazole, non-doped, palladium catalyzed reaction

引用此文

张婷, 邱子夜, 程肖杰, 张雨露, 汪徐春. 咔唑并噻唑类蓝色荧光材料的合成及电致发光性质[J]. 有机化学, 2019, 39(9): 2534-2540.

Zhang Ting, Qiu Ziye, Cheng Xiaojie, Zhang Yulu, Wang Xuchun. Synthesis and Electroluminescence of Thiazolo[5,4-b]carbazole Based Blue Fluorescent Materials[J]. Chin. J. Org. Chem., 2019, 39(9): 2534-2540.

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咔唑并噻唑类蓝色荧光材料的合成及电致发光性质

Synthesis and Electroluminescence of Thiazolo[5,4-b]carbazole Based Blue Fluorescent Materials

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