New electron-deficient 2,1,3-benzothiadiazole-cored donor-acceptor compounds: synthesis, photophysical and electroluminescent properties

被引：6

作者：

Gribanov, Pavel S. ^{[1
]}

Loginov, Dmitry A. ^{[1
,2
]}

Lypenko, Dmitry A. ^{[3
]}

Dmitriev, Artem V. ^{[3
]}

Tokarev, Sergey D. ^{[1
]}

Aleksandrov, Alexey E. ^{[3
]}

Tameev, Alexey R. ^{[3
]}

Chernyadyev, Andrey Yu. ^{[3
]}

Osipov, Sergey N. ^{[1
]}

机构：

[1] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Moscow 119334, Russia

[2] GV Plekhanov Russian Univ Econ, Moscow 117997, Russia

[3] Russian Acad Sci, AN Frumkin Inst Phys Chem & Electrochem, Moscow 119071, Russia

来源：

MENDELEEV COMMUNICATIONS | 2023年 / 33卷 / 05期

基金：

俄罗斯基础研究基金会;

关键词：

luminophore; benzothiadiazole; cross-coupling; luminescence; OLED; SMALL MOLECULES; PERFORMANCE; FLUORINATION; DYES;

D O I：

10.1016/j.mencom.2023.09.035

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Three new 2,1,3-benzothiadiazole-containing luminophores with different electron deficiency of acceptor block have been prepared via the Pd-catalyzed Suzuki cross-coupling and nucleophilic fluorine substitution with cyano group. Photophysical and electroluminescent properties of the compounds obtained were investigated to estimate their potential for optoelectronic applications. The introduction of two fluorine atoms in the benzothiadiazole moiety leads to the hypsochromic shift of the electroluminescent emission, whereas the incorporation of two cyano groups shifts it into the long-wave region. All synthesized compounds were used as emissive layers in OLED devises.

引用

页码：701 / 704

页数：4

共 36 条

[11] Synthesis and optical properties of novel unsymmetrically substituted benzothiadiazole-based luminophores [J].

Gribanov, Pavel S. ;

Lypenko, Dmitry A. ;

Dmitriev, Artem V. ;

Pozin, Sergey I. ;

Topchiy, Maxim A. ;

Asachenko, Andrey F. ;

Loginov, Dmitry A. ;

Osipov, Sergey N. ;

Khim, Ser. .

MENDELEEV COMMUNICATIONS, 2021, 31 (01) :33-35

[12] Multispectral labeling of antibodies with polyfluorophores on a DNA backbone and application in cellular imaging [J].

Guo, Jia ;

Wang, Shenliang ;

Dai, Nan ;

Teo, Yin Nah ;

Kool, Eric T. .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2011, 108 (09) :3493-3498

[13]

Kao K. C., 1981, ELECT TRANSPORT SOLI

[14] Novel 2,1,3-benzothiadiazole-based red-fluorescent dyes with enhanced two-photon absorption cross-sections [J].

Kato, S ;

Matsumoto, T ;

Shigeiwa, M ;

Gorohmaru, H ;

Maeda, S ;

Ishi-i, T ;

Mataka, S .

CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (08) :2303-2317

[15] Engineering of Mixed Host for High External Quantum Efficiency above 25% in Green Thermally Activated Delayed Fluorescence Device [J].

Kim, Bo Seong ;

Lee, Jun Yeob .

ADVANCED FUNCTIONAL MATERIALS, 2014, 24 (25) :3970-3977

[16] A Simple and Strong Electron-Deficient 5,6-Dicyano[2,1,3]benzothiadiazole-Cored Donor-Acceptor-Donor Compound for Efficient Near Infrared Thermally Activated Delayed Fluorescence [J].

Kumsampao, Jakkapan ;

Chaiwai, Chaiyon ;

Chasing, Pongsakorn ;

Chawanpunyawat, Thanyarat ;

Namuangruk, Supawadee ;

Sudyoadsuk, Taweesak ;

Promarak, Vinich .

CHEMISTRY-AN ASIAN JOURNAL, 2020, 15 (19) :3029-3036

[17] Molecular Design of Photovoltaic Materials for Polymer Solar Cells: Toward Suitable Electronic Energy Levels and Broad Absorption [J].

Li, Yongfang .

ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (05) :723-733

[18] Oligothiophene-Bridged Bis(arylene ethynylene) Small Molecules for Solution-Processible Organic Solar Cells with High Open-Circuit Voltage [J].

Liu, Qian ;

Zhan, Hongmei ;

Ho, Cheuk-Lam ;

Dai, Feng-Rong ;

Fu, Yingying ;

Xie, Zhiyuan ;

Wang, Lixiang ;

Li, Jin-Hua ;

Yan, Feng ;

Huang, Shu-Ping ;

Wong, Wai-Yeung .

CHEMISTRY-AN ASIAN JOURNAL, 2013, 8 (08) :1892-1900

[19] Simplified phosphorescent organic light-emitting devices using heavy doping with an Ir complex as an emitter [J].

Miao, Yanqin ;

Du, Xiaogang ;

Wang, Hua ;

Liu, Huihui ;

Jia, Husheng ;

Xu, Bingshe ;

Hao, Yuying ;

Liu, Xuguang ;

Li, Wenlian ;

Huang, Wei .

RSC ADVANCES, 2015, 5 (06) :4261-4265

[20] Multi-colour organic light-emitting displays by solution processing [J].

Müller, CD ;

Falcou, A ;

Reckefuss, N ;

Rojahn, M ;

Wiederhirn, V ;

Rudati, P ;

Frohne, H ;

Nuyken, O ;

Becker, H ;

Meerholz, K .

NATURE, 2003, 421 (6925) :829-833

← 1 2 3 4 →