Abstract
The synthesis of a simple fluorescent naphthalimide-based receptor N-allyl-4-iminodi(N-butylacetamide)-1,8-naphthalimide 3 was carried out as a selective picrate (Pic–) anion probe, and the detecting behavior of this probe was studied by fluorescence spectroscopy. In DMF solution, the interaction of compound 3 with different anions, including Pic–, F–, Cl–, Br–, I–, OH–, Ac–, NO3
–, ClO4
–, SCN–, SO3
2–, SO4
2–, H2PO4
–, and HPO4
2–, revealed significant fluorescence quenching only with the Pic– anion. By adding the picrate anions, green-yellow fluorescence emission quenches, which is easily observed by naked eyes under a 365 nm UV light irradiation. This phenomenon is essential for producing a highly selective and sensitive fluorescent probe for picrate anions. The probe can be applied to the quantification of Pic– with a linear range covering from 4.97 × 10–6 to 6.82 × 10–5
m and a detection limit of 5.8 × 10–7
m. Most importantly, probe 3 has a high selectivity for picrate over competitive anions and picrate-containing analytes, which meet the selective requirements for practical application. Thus, the present results would be inspiring findings in the future design of reaction-based fluorescent turn-off probes for the environmentally relevant picrate probe.
摘要:合成了一种简单的荧光基础的萘酰亚胺受体N-烯丙基-4-亚基二(正丁基乙酰胺)-1,8-萘酰亚胺3,作为选择性的硝酸苦味酸根(Pic–)探针,并通过荧光光谱研究了该探针的检测行为。在DMF溶液中,化合物3与不同阴离子(包括Pic–、F–、Cl–、Br–、I–、OH–、Ac–、NO3–、ClO4–、SCN–、SO32–、SO42–、H2PO4–和HPO42–)的相互作用表明,只有Pic–阴离子能够显著猝灭荧光。通过添加硝酸苦味酸根,绿黄色荧光发射被猝灭,裸眼在365 nm紫外光下容易观察到。这一现象对于制备高选择性和灵敏度的硝酸苦味酸根荧光探针至关重要。该探针可用于硝酸苦味酸根的定量,线性范围为4.97 × 10–6到6.82 × 10–5 m,检测限为5.8 × 10–7 m。最重要的是,探针3对硝酸苦味酸根具有高选择性,优于竞争性阴离子和含硝酸苦味酸根的样品,符合实际应用的选择性要求。因此,这些结果将对未来设计基于反应的荧光熄灭探针用于环境相关硝酸苦味酸根探测具有启发意义。