Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (9): 2534-2540.DOI: 10.6023/cjoc201902035 Previous Articles     Next Articles

ARTICLE

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   

  1. 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 Tinga, Qiu Ziyea, Cheng Xiaojiea, Zhang Yulua, Wang Xuchuna,b   

  1. 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).

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