Synthesis, Structure, Photoluminescence, and Electroluminescence of Siloles that Contain Planar Fluorescent Chromophores

被引:30
作者
Chen, Bin [1 ]
Jiang, Yibin [2 ]
He, Bairong [1 ]
Zhou, Jian [1 ]
Sung, Herman H. Y. [4 ,5 ]
Williams, Ian D. [4 ,5 ]
Lu, Ping [6 ]
Kwok, Hoi Sing [2 ]
Qiu, Huayu [1 ]
Zhao, Zujin [1 ,3 ]
Tang, Ben Zhong [3 ,4 ,5 ]
机构
[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China
[2] Hong Kong Univ Sci & Technol, Ctr Display Res, Kowloon, Hong Kong, Peoples R China
[3] S China Univ Technol, State Key Lab Luminescent Mat & Devices, Guangzhou 510640, Peoples R China
[4] HKUST, Div Biomed Engn, Dept Chem, Inst Adv Study, Kowloon, Hong Kong, Peoples R China
[5] HKUST, Inst Mol Funct Mat, Kowloon, Hong Kong, Peoples R China
[6] Jilin Univ, State Key Lab Supramol Struct & Mat, Changchun 130012, Peoples R China
基金
中国国家自然科学基金;
关键词
chromophores; conjugation; electroluminescence; fluorescence; siloles; AGGREGATION-INDUCED EMISSION; LIGHT-EMITTING-DIODES; ENHANCED EMISSION; CONJUGATED POLYMERS; EXPLOSIVE DETECTION; CHARGE MOBILITY; UP BIOPROBE; 2,3,4,5-TETRAPHENYLSILOLES; TETRAPHENYLETHENE; COPOLYMERS;
D O I
10.1002/asia.201402468
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
Herein, a new series of siloles that were 2,5-substituted with planar fluorescent chromophores (PFCs), including fluorene, fluoranthene, naphthalene, pyrene, and anthracene, were synthesized and characterized. These compounds showed weak emission in the solution state, owing to active intramolecular rotation (IMR), but the synergistic effect from electronic coupling between the PFC and the silole ring compensated for the emission quenching by the IMR process to some extent, thereby affording higher emission efficiencies than those of 2,3,4,5-tetraphenylsiloles in solution. These new siloles showed enhanced emission efficiencies in the aggregated state. The electroluminescence (EL) color and efficiency of new siloles were sensitive towards the PFC. Siloles containing naphthalene moieties showed green EL emission, whilst those containing anthracene moieties showed orange EL emission. The siloles containing pyrene moieties exhibited yellow EL emission at 546nm, with a peak luminance of 49000cdcm(-2) and a high current efficiency of 9.1cdA(-1).
引用
收藏
页码:2937 / 2945
页数:9
相关论文
共 68 条
[1]
[Anonymous], ANGEW CHEM
[2]
Synthesis of new dipyridylphenylaminosiloles for highly emissive organic electroluminescent devices [J].
Aubouy, L ;
Gerbier, P ;
Huby, N ;
Wantz, G ;
Vignau, L ;
Hirsch, L ;
Janot, JM .
NEW JOURNAL OF CHEMISTRY, 2004, 28 (09) :1086-1090
[3]
Molecular engineering to improve the charge carrier balance in single-layer silole-based OLEDs [J].
Aubouy, Laurent ;
Huby, Nolwenn ;
Hirsch, Lionel ;
van der Lee, Arie ;
Gerbier, Philippe .
NEW JOURNAL OF CHEMISTRY, 2009, 33 (06) :1290-1300
[4]
Berlman I. B., 1971, HDB FLUORESCENCE SPE
[5]
Boydston A.J., 2004, Angew. Chem, V116, P6496
[6]
Improving quantum efficiencies of siloles and silole-derived butadiene chromophores through structural tuning [J].
Boydston, AJ ;
Pagenkopf, BL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (46) :6336-6338
[7]
Conjugation versus rotation: good conjugation weakens the aggregation-induced emission effect of siloles [J].
Chen, Bin ;
Nie, Han ;
Lu, Ping ;
Zhou, Jian ;
Qin, Anjun ;
Qiu, Huayu ;
Zhao, Zujin ;
Tang, Ben Zhong .
CHEMICAL COMMUNICATIONS, 2014, 50 (34) :4500-4503
[8]
2,5-Difluorenyl-Substituted Siloles for the Fabrication of High-Performance Yellow Organic Light-Emitting Diodes [J].
Chen, Bin ;
Jiang, Yibin ;
Chen, Long ;
Nie, Han ;
He, Bairong ;
Lu, Ping ;
Sung, Herman H. Y. ;
Williams, Ian D. ;
Kwok, Hoi Sing ;
Qin, Anjun ;
Zhao, Zujin ;
Tang, Ben Zhong .
CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (07) :1931-1939
[9]
Highly efficient organic light-emitting diodes with a silole-based compound [J].
Chen, HY ;
Lam, WY ;
Luo, JD ;
Ho, YL ;
Tang, BZ ;
Zhu, DB ;
Wong, M ;
Kwok, HS .
APPLIED PHYSICS LETTERS, 2002, 81 (04) :574-576
[10]
Synthesis, light emission, nanoaggregation, and restricted intramolecular rotation of 1,1-substituted 2,3,4,5-tetraphenylsiloles [J].
Chen, JW ;
Law, CCW ;
Lam, JWY ;
Dong, YP ;
Lo, SMF ;
Williams, ID ;
Zhu, DB ;
Tang, BZ .
CHEMISTRY OF MATERIALS, 2003, 15 (07) :1535-1546