New cyano-substituted organic dyes containing different electrophilic groups: aggregation-induced emission and large two-photon absorption cross section

被引：21

作者：

Zhou, Haitao ^{[1
,2
]}

Huang, Wei ^{[1
,2
]}

Ding, Li ^{[1
,2
]}

Cai, Shengyun ^{[1
,2
]}

Li, Xin ^{[3
]}

Li, Bo ^{[4
]}

Su, Jianhua ^{[1
,2
]}

机构：

[1] E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China

[2] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

[3] KTH Royal Inst Technol, Sch Biotechnol, Dept Theoret Chem & Biol, SE-10691 Stockholm, Sweden

[4] E China Normal Univ, Minist Educ, Key Lab Polar Mat & Devices, Shanghai 200241, Peoples R China

来源：

TETRAHEDRON | 2014年 / 70卷 / 39期

关键词：

Aggregation-induced emission; Two photon absorption; Cross section; Solid fluorescence; MOLECULES; DESIGN; CHROMOPHORES; PERFORMANCE;

D O I：

10.1016/j.tet.2014.05.016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three aggregation-induced emission active dyes (3a-c) were synthesized and their one- and two-photon absorption properties have been investigated. They were all found to be weakly fluorescent in THF solution, while they exhibited dramatic fluorescence enhancement in water/THF mixtures. The solid fluorescence of 3a-c was recorded and their fluorescence quantum efficiency (Phi(F)) values were determined to be 8.0%, 8.1%, and 16.4%, respectively. Moreover, the two-photon absorption (2PA) cross-sections (sigma) of 3a-c were measured and 3a showed the highest value of 702 GM. The excellent aggregation-induced emission and 2PA properties provide a promising alternative for biophotonic materials. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：7050 / 7056

页数：7

共 28 条

[1] Design of organic molecules with large two-photon absorption cross sections [J].

Albota, M ;

Beljonne, D ;

Brédas, JL ;

Ehrlich, JE ;

Fu, JY ;

Heikal, AA ;

Hess, SE ;

Kogej, T ;

Levin, MD ;

Marder, SR ;

McCord-Maughon, D ;

Perry, JW ;

Röckel, H ;

Rumi, M ;

Subramaniam, C ;

Webb, WW ;

Wu, XL ;

Xu, C .

SCIENCE, 1998, 281 (5383) :1653-1656

[2]

[Anonymous], 2009, BOSTON NEWS LETT

[3] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652

[4] Large two-photon absorption cross section: molecular tweezer as a new promising class of compounds for nonlinear optics [J].

Chakrabarti, Swapan ;

Ruud, Kenneth .

PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2009, 11 (15) :2592-2596

[5] Development of Novel Conjugated Donor Polymers for High-Efficiency Bulk-Heterojunction Photovoltaic Devices [J].

Chen, Junwu ;

Cao, Yong .

ACCOUNTS OF CHEMICAL RESEARCH, 2009, 42 (11) :1709-1718

[6] Aggregation-induced and crystallization-enhanced emissions of 1,2-diphenyl-3,4-bis(diphenylmethylene)-1-cyclobutene [J].

Dong, Yongqiang ;

Lam, Jacky W. Y. ;

Qin, Anjun ;

Sun, Jiaxin ;

Liu, Jianzhao ;

Li, Zhen ;

Sun, Jingzhi ;

Sung, Herman H. Y. ;

Williams, Ian D. ;

Kwok, Hoi Sing ;

Tang, Ben Zhong .

CHEMICAL COMMUNICATIONS, 2007, (31) :3255-3257

[7] SELF-CONSISTENT MOLECULAR-ORBITAL METHODS .12. FURTHER EXTENSIONS OF GAUSSIAN-TYPE BASIS SETS FOR USE IN MOLECULAR-ORBITAL STUDIES OF ORGANIC-MOLECULES [J].

HEHRE, WJ ;

DITCHFIELD, R ;

POPLE, JA .

JOURNAL OF CHEMICAL PHYSICS, 1972, 56 (05) :2257-+

[8] Aggregation-induced emission: phenomenon, mechanism and applications [J].

Hong, Yuning ;

Lam, Jacky W. Y. ;

Tang, Ben Zhong .

CHEMICAL COMMUNICATIONS, 2009, (29) :4332-4353

[9]

HUA JL, 2004, POLYMER, V45, P7143

[10] New thermally stable cyano-substituted D-A-π-A-D molecules with aggregation-induced emission and large two-photo absorption cross-sections [J].

Huang, Wei ;

Zhou, Haitao ;

Li, Bo ;

Su, Jianhua .

RSC ADVANCES, 2013, 3 (09) :3038-3045

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