Near-infrared solid-state fluorescent naphthooxazine dyes attached with bulky dibutylamino and perfluoroalkenyloxy groups at 6-and 9-positions

被引：31

作者：

Park, So-Yeon ^{[1
]}

Kubota, Yasuhiro ^{[1
]}

Funabiki, Kazumasa ^{[1
]}

Shiro, Motoo ^{[2
]}

Matsui, Masaki ^{[1
]}

机构：

[1] Gifu Univ, Dept Mat Sci & Technol, Fac Engn, Gifu 5011193, Japan

[2] Rigaku Corp, Xray Res Lab, Tokyo 1968666, Japan

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 10期

关键词：

Solid-state fluorescence; Naphthooxazine dye; X-ray crystallography; Perfluoropropylene trimer; Perfluoropropylene dimer; HEXAFLUOROPROPENE TRIMERS; STRUCTURAL ISOMERS; RED; ELECTROLUMINESCENCE; COUMARIN; BLUE; EPOXIDATION; EMITTERS; DOPANTS;

D O I：

10.1016/j.tetlet.2008.12.081

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

No solid-state fluorescence is observed for 9-(diethylamino)benzo[a]phenoxazin-5-one (Nile Red). However, 9-dibutylamino-6{perfluoro[4-methyl-3(1-methylethyl)-2-penten]-2-oxy}benzo[a]phenoxazin-5-one showed fluorescence maximum at 717 nm in solid state with fluorescence quantum yield 0.024. X-ray crystallographic analysis suggests that prevention of network pi pi interactions by the bulky fluorine-containing and dibutylamino groups is essential to show solid-state fluorescence. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：1131 / 1135

页数：5

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