The synthesis and spectroscopic properties fluorescent naphthalimide of novel, functional dyes
The synthesis and spectroscopic properties fluorescent naphthalimide of novel, functional dyes
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DOI：
10.1016/j.dyepig.2007.12.012
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发表时间：
2008-10-01
影响因子：
4.5
通讯作者：
Winnik, Mitchell A.
中科院分区：
文献类型：
--
作者：
Bardajee, Ghasem Rezanejade;Li, Alice Y.;Winnik, Mitchell A.
以4-溴代萘二甲酸酐为原料，通过与伯胺的缩合反应合成萘酰亚胺，然后在碱性介质中进行区域选择性的芳香亲核取代反应，合成了一系列新型的含氨基或羟基的萘酰亚胺染料。选择其中四种染料作为代表化合物，在不同极性溶剂中通过紫外吸收和稳态荧光光谱进行分析。此外，测量了这些染料在二氯甲烷中的荧光强度衰减。结果表明，染料的各种组合使能量转移实验的良好的供体-受体对。为了预测这些染料在通过自由基聚合合成染料标记的聚合物中的应用，描述了含甲基丙烯酸酯的单体染料和含用于ATRP聚合的引发剂的染料的合成。(C)2008爱思唯尔有限公司保留所有权利。
A series of novel naphthalimide dyes with amino or hydroxyl functional groups were synthesized by the condensation reaction of 4-bromonaphthalic anhydride with primary amines to form the naphthalimide, followed by regio-selective aromatic nucleophilic substitution in basic media. Four of the dyes were selected as representative compounds for analysis by UV absorption and steady state fluorescence spectroscopy in solvents with different polarity. In addition, fluorescence intensity decays of these dyes in dichloromethane were measured. The results suggest that various combinations of the dyes make good donor-acceptor pairs for energy transfer experiments. To anticipate the application of these dyes in the synthesis of dye-labeled polymers by radical polymerizations, the synthesis of a monomer dye containing a methacrylate ester and a dye containing initiator for ATRP polymerization is described. (C) 2008 Elsevier Ltd. All rights reserved.