A novel blue fluorescent 4-(1,2,2,6,6-pentamethylpiperidin-4-yloxy)-1,8-naphthalimide pH chemosensor based on photoinduced electron transfer

被引：41

作者：

Bojinov, Vladimir B.

Simeonov, Danail B.

Georgiev, Nikolai I.

机构：

[1] Univ Chem Technol & Met, Dept Organ Synth, BU-1756 Sofia, Bulgaria

[2] Bulgarian Acad Sci, Inst Inorgan Chem, BU-1113 Sofia, Bulgaria

来源：

DYES AND PIGMENTS | 2008年 / 76卷 / 01期

基金：

美国国家科学基金会;

关键词：

4-oxy-1,8-naphthalimide; blue fluorescence; 2,2,6,6-tetramethylpiperidine; 1,2,2,6,6-pentamethylpiperidine; optical sensor; pH sensing; photoinduced electron transfer;

D O I：

10.1016/j.dyepig.2006.08.006

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Three, blue emitting 2,2,6,6- tetramethylpiperidin-4-yloxy-1, 8-naphthalimides 1-3 were configured as "fluorophore-spacer-receptor" systems. The photophysical characteristics of the dyes were investigated in water/DMF (4: 1, v/v) solution. 1,8-Naphthalimide 1, which lacks the "lower" amino receptor, and compound 2, containing a secondary amino receptor at 1,8-naphthalimide 4-oxy moiety, did not show significant changes in emission properties as a function of pH. In contrast to compounds 1 and 2, 4-(1,2,2,6,6-pentamethylpiperidin-4-yloxy)- 1,8-naphthalimide 3 displayed "on-off" switching in its fluorescence over a wider pH scale. From the luminescent changes pK(a) value of 8.63 was determined. This indicates that the chemosensor 3 would be able to act as highly efficient "off-on" fluorescent switcher for pH. (C) 2006 Elsevier Ltd. All rights reserved.

引用

页码：41 / 46

页数：6

共 66 条

[1]

Balzani V, 2000, ANGEW CHEM INT EDIT, V39, P3348, DOI 10.1002/1521-3773(20001002)39:19<3348::AID-ANIE3348>3.0.CO

[2]

2-X

[3]

BISSELL RA, 1993, TOP CURR CHEM, V168, P223

[4] MOLECULAR FLUORESCENT SIGNALING WITH FLUOR SPACER RECEPTOR SYSTEMS - APPROACHES TO SENSING AND SWITCHING DEVICES VIA SUPRAMOLECULAR PHOTOPHYSICS [J].