Synthesis and properties of bipolar derivatives of 1,3,5-triazine and carbazole

被引:46
作者
Matulaitis, T. [1 ]
Kostiv, N. [1 ]
Grazulevicius, J. V. [1 ]
Peciulyte, L. [1 ]
Simokaitiene, J. [1 ]
Jankauskas, V. [2 ]
Luszczynska, B. [3 ]
Ulanski, J. [3 ]
机构
[1] Kaunas Univ Technol, Dept Polymer Chem & Technol, Radvilenu Pl 19, LT-50254 Kaunas, Lithuania
[2] Vilnius State Univ, Dept Solid State Elect, Sauletekio Al 9, LT-10222 Vilnius, Lithuania
[3] Lodz Univ Technol, Dept Mol Phys, Lodz, Poland
关键词
Triazine; Carbazole; Photoluminescence; Solvatochromism; Hole mobility; Theoretical study; LIGHT-EMITTING-DIODES; ELECTRON-TRANSPORT MATERIALS; BLUE; PHOSPHORESCENT; TRIAZINE; MOLECULES; TIME; UNITS; HOST;
D O I
10.1016/j.dyepig.2015.11.001
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Three new bipolar star-shaped derivatives of 2,4,6-triphenyl-1,3,5-triazine containing carbazolyl groups were designed, synthesized and characterized. All the materials possess high thermal stability and high glass transition temperatures ranging 97-226 degrees C. Photophysical study of the dilute solutions and neat films of the synthesized compounds was performed. Lippert-Mataga plots revealed linear dependence of Stokes shifts on the orientation polarizability for all the compounds. The dilute solutions of the triazine derivatives exhibited high photoluminescence quantum yields reaching 0.85, while for the neat films photoluminescence efficiency of 0.20-0.33 was observed. Ionization potentials of the solid layers of carbazole-triazine adducts estimated by photoelectron spectroscopy were found to be in the range of 5.49-5.97 eV. Hole drift mobility of the materials well exceeded the magnitude of 10(-3) cm(2) V-1 s(-1) at an electric field of 6.4 . 10(5) V/cm. The selected compounds were tested as light emitting materials in organic light emitting diodes based on host-guest systems. (C) 2016 Published by Elsevier Ltd.
引用
收藏
页码:45 / 58
页数:14
相关论文
共 69 条
  • [41] TERT BUTYL-SUBSTITUTED CARBAZOLES
    NEUGEBAUER, FA
    FISCHER, H
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1972, 105 (08): : 2686 - +
  • [42] Glass forming donor-substituted s-triazines: Photophysical and electrochemical properties
    Reghu, Renji R.
    Grazulevicius, Juozas V.
    Simokaitiene, Jurate
    Matulaitis, Tomas
    Miasojedovas, Arunas
    Kazlauskas, Karolis
    Jursenas, Saulius
    Data, Przemyslaw
    Lapkowski, Mieczyslaw
    Zassowski, Pawel
    [J]. DYES AND PIGMENTS, 2013, 97 (03) : 412 - 422
  • [43] Glass-Forming Carbazolyl and Phenothiazinyl Tetra Substituted Pyrene Derivatives: Photophysical, Electrochemical, and Photoelectrical Properties
    Reghu, Renji R.
    Grazulevicius, Juozas V.
    Simokaitiene, Jurate
    Miasojedovas, Arunas
    Kazlauskas, Karolis
    Jursenas, Saulius
    Data, Przemyslaw
    Karon, Krzysztof
    Lapkowski, Mieczyslaw
    Gaidelis, Valentas
    Jankauskas, Vygintas
    [J]. JOURNAL OF PHYSICAL CHEMISTRY C, 2012, 116 (30) : 15878 - 15887
  • [44] Air stable electron-transporting and ambipolar bay substituted perylene bisimides
    Reghu, Renji R.
    Bisoyi, Hari Krishna
    Grazulevicius, Juozas V.
    Anjukandi, Padmesh
    Gaidelis, Valentas
    Jankauskas, Vygintas
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (21) : 7811 - 7819
  • [45] SOLVATOCHROMIC DYES AS SOLVENT POLARITY INDICATORS
    REICHARDT, C
    [J]. CHEMICAL REVIEWS, 1994, 94 (08) : 2319 - 2358
  • [46] High-Efficiency Blue and White Organic Light-Emitting Devices Incorporating a Blue Iridium Carbene Complex
    Sasabe, Hisahiro
    Takamatsu, Jun-ichi
    Motoyama, Takao
    Watanabe, Soichi
    Wagenblast, Gerhard
    Langer, Nicolle
    Molt, Oliver
    Fuchs, Evelyn
    Lennartz, Christian
    Kido, Junji
    [J]. ADVANCED MATERIALS, 2010, 22 (44) : 5003 - +
  • [47] Phosphorescent Organic Light-Emitting Diodes with Simplified Device Architecture
    Seo, Ji Hyun
    Kim, Hoe Min
    Choi, Eun Young
    Choi, Dae Hyuk
    Park, Jung Hwan
    Yoo, Han Seong
    Kang, Hyun Ju
    Lee, Kum Hee
    Yoon, Seung Soo
    Kim, Young Kwan
    [J]. JAPANESE JOURNAL OF APPLIED PHYSICS, 2010, 49 (08)
  • [48] Analyzing bipolar carrier transport characteristics of diarylamino-substituted heterocyclic compounds in organic light-emitting diodes by probing electroluminescence spectra
    Son, Kyung Soo
    Yahiro, Masayuki
    Imai, Toshiro
    Yoshizaki, Hiroki
    Adachi, Chihaya
    [J]. CHEMISTRY OF MATERIALS, 2008, 20 (13) : 4439 - 4446
  • [49] Blue organic light-emitting diodes based on pyrazoline phenyl derivative
    Stakhira, P.
    Khomyak, S.
    Cherpak, V.
    Volyniuk, D.
    Simokaitiene, J.
    Tomkeviciene, A.
    Kukhta, N. A.
    Grazulevicius, J. V.
    Kukhta, A. V.
    Sun, X. W.
    Demir, H. V.
    Hotra, Z.
    Voznyak, L.
    [J]. SYNTHETIC METALS, 2012, 162 (3-4) : 352 - 355
  • [50] An efficient implementation of time-dependent density-functional theory for the calculation of excitation energies of large molecules
    Stratmann, RE
    Scuseria, GE
    Frisch, MJ
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1998, 109 (19) : 8218 - 8224