Synthesis and Fluorescent Properties of Peripherally 1,8-Naphthalimide-Labeled Dendron
Synthesis and Fluorescent Properties of Peripherally 1,8-Naphthalimide-Labeled Dendron
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外围1,8-萘二甲酰亚胺标记树枝状大分子的合成及荧光性质
DOI：
10.6023/cjoc201305034
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发表时间：
2013
影响因子：
1.9
通讯作者：
Qian Ying
中科院分区：
文献类型：
--
作者：
Luo Xiaoyan;Qian Ying
以4-溴-1，8-萘二甲酸酐为原料，通过亲核取代反应和Michael加成反应，合成了一种新的1，8-萘二甲酰亚胺化合物4-哌啶基-9-乙氨基-{ N，N -双[（4-哌啶基-1，8-萘二甲酰亚胺）-乙氨基羰基乙基]氨基}-1，8-萘二甲酰亚胺（BPNAN）。用熔点、核磁共振氢谱和高分辨质谱对产物进行了表征。测定了其物理化学性质。目标化合物具有较强的荧光。随着溶剂极性的增加，BPNAN的位置发生红移。同时检测了pH荧光探针、金属离子和ct-DNA探针的作用。BPNAN的荧光强度随pH值的变化沿着变化，可作为pH荧光探针。当Cu 2 +浓度为8 μ mol/L时，BPNAN的荧光强度增强到原来的1.2倍。当ct-DNA浓度达到500 μ g/mL时，荧光强度最大。总之，BPNAN是一种优良的荧光材料。
A novel 1,8-naphthalimide compound, 4-piperidyl-9-ethylamino-{ N , N -bis[(4-piperidyl-1,8- naphathlimide)-ethylaminocarbonylethyl]amino}-1,8-naphthalimide (BPNAN), was synthesized through acly-nucleophilic substitution reaction and Michael addition reaction based on 4-bromo-1,8-naphthalic anhydride. The product was characterized by melting point, 1 H NMR and HRMS techniques. The photophysical properties were detected. The target compound exhibited strong fluorescence. BPNAN showed red shifts with increasing of the solvent polarity. pH fluorescent probe actions, metal ions and ct-DNA probes were also detected. The fluorescence intensity of BPNAN changed obviously along with pH value and can be applied as pH fluorescent probes. When the ion concentration of Cu 2 ＋ was 8 μ mol/L, the fluorescence intensity of BPNAN enhanced to 1.2 times of the original one. When the concentration of ct-DNA was up to 500 μ g/mL, the fluorescence intensity was the maximum one. In a word, BPNAN is a good kind of fluorescent materials.