Efficient synthesis and structural effects of ambipolar carbazole derivatives

被引:7
作者
Zassowski, Pawel
Ledwon, Przemyslaw
Kurowska, Aleksandra
Herman, Artur P.
Jarosz, Tomasz
Lapkowski, Mieczyslaw
Cherpak, Vladyslav
Stakhira, Pavlo
Peciulyte, Laura
Volyniuk, Dmytro
Grazulevicius, Juozas Vidas
机构
[1] Silesian University of Technology, Faculty of Chemistry, Strzody 9, Gliwice
[2] Centre of Polymer and Carbon Materials, Polish Academy of Sciences, Curie-Sklodowskiej 34, Zabrze
[3] Lviv Polytechnic National University, S. Bandera 12, Lviv
[4] Kaunas University of Technology, Department of Polymer Chemistry and Technology, Radvilenu pl. 19, Kaunas
关键词
Carbazole; 1,3,5-triazine; Star-shaped; Ambipolar charge transport; Structural effects; LIGHT-EMITTING-DIODES; ACTIVATED DELAYED FLUORESCENCE; SENSITIZED SOLAR-CELLS; PORPHYRIN TRIAD; PHOSPHORESCENT; HOST; EMISSION; EMITTERS; DEVICES; OLEDS;
D O I
10.1016/j.synthmet.2016.11.015
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
A new class of carbazole derivatives, with varying degree of core substitution was synthesized and characterized. The presented synthetic route requires mild conditions, starts from low-cost substrates and leads to the formation of the target products With good yields. The optical and electronic properties of the synthesized materials were estimated and supported by DFT calculations. Investigated compounds emit violet light with quantum efficiency reaching 18.2%. Electrochemical and electron photoemission spectroscopy revealed that ionization potentials are in range of 5.10-5.30 eV. Time-of-flight measurements revealed that those compounds have balanced hole and electron mobility in range of 4.27.10(-6)-8.42.10(-5) cm(2)/Vs for star-shaped compound and 6.2 x 10(-7)-6.2 x 10(-6) cm(2)/Vs for linear derivatives. Electroluminescence spectra of the OLED device prepared using the newly synthesized compounds were characterized by broad emission in visible range, resulting in white light generation. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:1 / 11
页数:11
相关论文
共 50 条
[21]   Synthesis, photophysical and electroluminescent properties of phenanthroimidazole derivatives with terminal carbazole or pyrene [J].
Peng, Jiang ;
Ye, Kaiqi ;
Zhang, Gonghe ;
Zhan, Yong ;
Jia, Junhui ;
Xue, Pengchong ;
Lu, Ran .
SYNTHETIC METALS, 2014, 193 :94-101
[22]   Synthesis of Dendritic Oligo-Spiro(fluorene-9,9′-xanthene) Derivatives with Carbazole and Fluorene Pendants and their Thermal, Optical, and Electroluminescent Properties [J].
Chu, Zengze ;
Wang, Dan ;
Zhang, Chao ;
Fan, Xing ;
Tang, Yanwei ;
Chen, Lin ;
Zou, Dechun .
MACROMOLECULAR RAPID COMMUNICATIONS, 2009, 30 (20) :1745-1750
[23]   Highly efficient TADF OLEDs with low efficiency roll-off based on novel acridine-carbazole hybrid donor-substituted pyrimidine derivatives [J].
Zhang, Qing ;
Sun, Shuaiqiang ;
Chung, Won Jae ;
Yoon, Sung Joon ;
Wang, Yaxiong ;
Guo, Runda ;
Ye, Shaofeng ;
Lee, Jun Yeob ;
Wang, Lei .
JOURNAL OF MATERIALS CHEMISTRY C, 2019, 7 (39) :12248-12255
[24]   Synthesis and Photophysical Properties of Bipolar Compound: Triphenylamine/Diazafluorene-Carbazole [J].
Sivakumar, Radhakrishnan ;
Satheesh, Rajamohan ;
Manivel, Arumugam ;
Contreras, David ;
Paulraj, Manidurai .
JOURNAL OF FLUORESCENCE, 2025, 35 (04) :2273-2284
[25]   Synthesis, photoluminescence and electroluminescence properties of iridium complexes with bulky carbazole dendrons [J].
Iguchi, Noriaki ;
Pu, Yong-Jin ;
Nakayama, Ken-ichi ;
Yokoyama, Masaaki ;
Kido, Junji .
ORGANIC ELECTRONICS, 2009, 10 (03) :465-472
[26]   Synthesis and Electro-Optical Properties of Carbazole-Substituted Pyrene Derivatives [J].
Jeong, Seonju ;
Park, Sung Hwan ;
Kim, Ki-Soo ;
Kwon, Younghwan ;
Ha, Ki-Ryong ;
Choi, Byeong-Dae ;
Han, Yoon Soo .
JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY, 2011, 11 (05) :4351-4356
[27]   Synthesis, supramolecular structures and luminescent properties of quinacridone derivatives bearing carbazole groups [J].
Zhao GuoLi ;
Fan Yan ;
Huo Cheng ;
Bian Hang ;
Song WeiFeng ;
Zhang JingYing ;
Wang Yue .
CHINESE SCIENCE BULLETIN, 2009, 54 (10) :1677-1684
[28]   Synthesis and electro-optical properties of carbazole derivatives for organic device applications [J].
Kim, Ki-Soo ;
Jeong, Seonju ;
Kim, Cham ;
Ham, Jae-Yong ;
Kwon, Younghwan ;
Choi, Byoung-Dae ;
Han, Yoon Soo .
SYNTHETIC METALS, 2009, 159 (17-18) :1870-1875
[29]   Efficient red phosphorescent OLEDs employing carbazole-based materials as the emitting host [J].
Chang, Chih-Hao ;
Griniene, Raimonda ;
Su, Yu-De ;
Yeh, Chia-Chi ;
Kao, Hao-Che ;
Grazulevicius, Juozas Vidas ;
Volyniuk, Dmytro ;
Grigalevicius, Saulius .
DYES AND PIGMENTS, 2015, 122 :257-263
[30]   An ambipolar electrochromic polymer based on carbazole and naphthalene bisimide: Synthesis and electro-optical properties [J].
Koyuncu, Fatma Baycan .
ELECTROCHIMICA ACTA, 2012, 68 :184-191