A novel blue fluorescent 4-(1,2,2,6,6-pentamethylpiperidin-4-yloxy)-1,8-naphthalimide pH chemosensor based on photoinduced electron transfer
- 作者：Vladimir B. Bojinov ; Danail B. Simeonov ; Nikolai I. Georgiev
- 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
- 刊名：Dyes and Pigments
- 出版年：2008
- 期刊代码：31_01437208
- 类别：ms
- 出版时间：2008
- 卷：76
- 期：1
- 页码：41-46
- 文件大小：193 K
摘要
Three, blue emitting 2,2,6,6-tetramethylpiperidin-4-yloxy-1,8-naphthalimides rong>1 rong>–rong>3 rong> 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 rong>1 rong>, which lacks the “lower” amino receptor, and compound rong>2 rong>, 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 rong>1 rong> and rong>2 rong>, 4-(1,2,2,6,6-pentamethylpiperidin-4-yloxy)-1,8-naphthalimide rong>3 rong> displayed “on–off” switching in its fluorescence over a wider pH scale. From the luminescent changes pKa value of 8.63 was determined. This indicates that the chemosensor rong>3 rong> would be able to act as highly efficient “off–on” fluorescent switcher for pH.