Tuning of fluorescence properties of aminoterpyridine fluorophores by N-substitution.

Tuning of fluorescence properties of aminoterpyridine fluorophores by N-substitution.
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DOI:
10.1039/b707662b
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发表时间:
2007-08
影响因子:
3.2
通讯作者:
--
中科院分区:
化学3区
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合成了6 - 氨基 -()和6,6' - 二氨基 - 2,2':6',2'' - 三联吡啶()的几种N - 烷基和N - 苯基衍生物,并研究了它们的荧光性质。随着N - 取代基数量的增加,观察到连续的红移现象。还表明荧光团对溶剂的敏感性根据N - 取代方式有很大差异。单氨基 - 三联吡啶(tpy:2,2':6',2'' - 三联吡啶)在乙醇中其荧光几乎完全猝灭,而完全N - 烷基化的二氨基 - 三联吡啶则保留了其荧光。结果表明,N - 取代是调节氨基 - 三联吡啶荧光的辐射能量和溶剂敏感性的一种有用方法。
Several N-alkyl and N-phenyl derivatives of 6-amino- () and 6,6'-diamino-2,2':6',2''-terpyridine () were synthesized, and their fluorescence properties were studied. A successive red-shift was observed as the number of the N-substituted groups increased. It was also shown that the susceptivity of the fluorophores to a solvent varied considerably according to the mode of the N-substitution. While the monoamino-tpys (tpy: 2,2':6',2''-terpyridine) suffered almost complete quenching of their fluorescence in ethanol, the fully N-alkylated diamino-tpys and retained their fluorescence. The results show that N-substitution is a useful way to tune both the radiation energy and solvent susceptivity of the fluorescence of the amino-tpys.