Naphthalene-substituted 2,3,4,5-tetraphenylsiloles: synthesis, structure, aggregation-induced emission and efficient electroluminescence

被引：24

作者：

Jiang, Tao ^{[1
]}

Jiang, Yibing ^{[4
]}

Qin, Wei ^{[2
]}

Chen, Shuming ^{[4
]}

Lu, Yahong ^{[1
]}

Lam, Jacky W. Y. ^{[2
]}

He, Bairong ^{[1
]}

Lu, Ping ^{[3
]}

Sung, Herman H. Y. ^{[2
]}

Williams, Ian D. ^{[2
]}

Kwok, Hoi Sing ^{[4
]}

Zhao, Zujin ^{[1
]}

Qiu, Huayu ^{[1
]}

Tang, Ben Zhong ^{[2
]}

机构：

[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310036, Zhejiang, Peoples R China

[2] Hong Kong Univ Sci & Technol, Dept Chem, Dept Biomed Engn, Inst Adv Study,Inst Mol Funct Mat, Kowloon, Hong Kong, Peoples R China

[3] Jilin Univ, State Key Lab Supramol Struct & Mat, Changchun 130012, Peoples R China

[4] HKUST, Ctr Display Res, Kowloon, Hong Kong, Peoples R China

来源：

JOURNAL OF MATERIALS CHEMISTRY | 2012年 / 22卷 / 38期

基金：

中国国家自然科学基金;

关键词：

LIGHT-EMITTING-DIODES; MOLECULAR GLASS MATERIALS; TURN-ON DETECTION; EXPLOSIVE DETECTION; SILOLE; DEVICES; PHOTOLUMINESCENCE; POLYMERS; COPOLYMERS; LUMINOGENS;

D O I：

10.1039/c2jm34621d

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Two thermally stable naphthalene-substituted 2,3,4,5-tetraphenylsiloles, 1,1-dimethyl-2,5-bis[4-(naphthalen-1-yl)phenyl]-3,4-diphenylsilole (D-1-NpTPS) and 1,1-dimethyl-2,5-bis[4-(naphthalen-2-yl)phenyl]-3,4-diphenylsilole (D-2-NpTPS), have been synthesized and fully characterized. D-2-NpTPS shows redder absorption and emission than D-1-NpTPS due to the better conjugation between naphthalen-2-yl groups and phenyl rings at the 2,5-positions of the silole core. While they are weakly fluorescent in solutions, strong luminescence is induced when aggregated in poor solvents or fabricated into solid films, with high fluorescence quantum yields up to 99%, demonstrating their aggregation-induced emission (AIE) feature. Efficient non-doped organic light-emitting diodes utilizing D-1-NpTPS and D-2-NpTPS as light-emitting layers are fabricated. Remarkably high electroluminescence efficiencies of 10.5 cd A(-1), 7.3 lm W-1, and 3.2% are acheived by the D-2-NpTPS device.

引用

页码：20266 / 20272

页数：7

共 69 条

[31] Electronic structure of a silole derivative-magnesium thin film interface [J].

Mäkinen, AJ ;

Uchida, M ;

Kafafi, ZH .

JOURNAL OF APPLIED PHYSICS, 2004, 95 (05) :2832-2838

[32] Siloles symmetrically substituted on their 2,5-positions with electron-accepting and donating moieties: facile synthesis, aggregation-enhanced emission, solvatochromism, and device application [J].

Mei, Ju ;

Wang, Jian ;

Sun, Jing Zhi ;

Zhao, Hui ;

Yuan, Wangzhang ;

Deng, Chunmei ;

Chen, Shuming ;

Sung, Herman H. Y. ;

Lu, Ping ;

Qin, Anjun ;

Kwok, Hoi Sing ;

Ma, Yuguang ;

Williams, Ian D. ;

Tang, Ben Zhong .

CHEMICAL SCIENCE, 2012, 3 (02) :549-558

[33] Non-dispersive and air-stable electron transport in an amorphous organic semiconductor [J].

Murata, H ;

Malliaras, GG ;

Uchida, M ;

Shen, Y ;

Kafafi, ZH .

CHEMICAL PHYSICS LETTERS, 2001, 339 (3-4) :161-166

[34] Enhancing the photoluminescence intensity of conjugated polycationic polymers by using quantum dots as antiaggregation reagents [J].

Nguyen, BT ;

Gautrot, JE ;

Ji, CY ;

Brunner, PL ;

Nguyen, MT ;

Zhu, XX .

LANGMUIR, 2006, 22 (10) :4799-4803

[35] Spiro compounds for organic optoelectronics [J].

Saragi, Tobat P. I. ;

Spehr, Till ;

Siebert, Achim ;

Fuhrmann-Lieker, Thomas ;

Salbeck, Josef .

CHEMICAL REVIEWS, 2007, 107 (04) :1011-1065

[36] A New Fluorometric Turn-On Detection of L-Lactic Acid Based on the Cascade Enzymatic and Chemical Reactions and the Abnormal Fluorescent Behavior of Silole [J].

Shen, Xiang ;

Zhang, Guanxin ;

Zhang, Deqing .

ORGANIC LETTERS, 2012, 14 (07) :1744-1747

[37] Specific Detection of Integrin αvβ3 by Light-Up Bioprobe with Aggregation-Induced Emission Characteristics [J].

Shi, Haibin ;

Liu, Jianzhao ;

Geng, Junlong ;

Tang, Ben Zhong ;

Liu, Bin .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (23) :9569-9572

[38] Synthesis, Crystal Structure, and Photophysical Properties of (1E,3E,5E)-1,3,4,6-Tetraarylhexa-1,3,5-trienes: A New Class of Fluorophores Exhibiting Aggregation-Induced Emission [J].

Shimizu, Masaki ;

Tatsumi, Hironori ;

Mochida, Kenji ;

Shimono, Katsuhiro ;

Hiyama, Tamejiro .

CHEMISTRY-AN ASIAN JOURNAL, 2009, 4 (08) :1289-1297

[39] Spiro-silacycloalkyl tetraphenylsiloles with a tunable exocyclic ring:: Preparation, characterization, and device application of 1,1′-silacycloalkyl-2,3,4,5-tetraphenylsiloles [J].

Son, Ho-Jin ;

Han, Won-Sik ;

Chun, Ji-Yun ;

Lee, Chan-Jae ;

Han, Jung-In ;

Ko, Jaejung ;

Kang, Sang Ook .

ORGANOMETALLICS, 2007, 26 (03) :519-526

[40] Silole-pyrrole co-oligomers: Their synthesis, structure and UV-VIS absorption spectral [J].

Tamao, K ;

Ohno, S ;

Yamaguchi, S .

CHEMICAL COMMUNICATIONS, 1996, (16) :1873-1874

← 1 2 3 4 5 6 7 →