Two fluorescence-enhanced probes, 4-(2,4-dinitrophenoxy)-N-(2-hydroxyethyl)-1,8-naphthalimide(NTE-1) and 4-(2,4-dinitrophenoxy)-N-(4-(2,4-dinitrophenoxy)phenyl)-1,8-naphthalimide(NTE-2), have been designed and synthesized for detection of H2S. 4-Hydroxy-1,8-naphthalimide as fluorophore in combination with 2,4-dinitrophenyl ether as H2S response site constructed the fluorescence probes. The consequences showed that both NTE-1 and NTE-2 displayed large red-shift(excess 100 nm) in absorption spectra and more than 30-fold fluorescence enhancement in response to H2S. Moreover, the dual site probe, NTE-2, displayed wider linear range between fluorescence intensity and concentration of H2S(0—40 μmol/L) compared with single site probe, which can be applied to quantitative detection of high concentration of H2S. The photoinduced electron transfer(PET) response mechanism of probe was further studied by analyzing the distributions of molecular orbital. Importantly, the probes have potential practical applications in detection of H2S.

中文翻译：

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基于1,8-萘二甲酰亚胺的新型硫化氢荧光探针的合成与性能

两个荧光增强探针，4-（2,4-二硝基苯氧基）-N-（2-羟乙基）-1,8-萘二甲酰亚胺（NTE-1）和4-（2,4-二硝基苯氧基）-N-（4-设计并合成了（2,4-二硝基苯氧基）苯基）-1,8-萘二甲酰亚胺（NTE-2），用于检测H2S。以4-羟基-1,8-萘二甲酰亚胺为荧光团，结合2,4-二硝基苯醚作为H2S响应位点，构建了荧光探针。结果表明，NTE-1和NTE-2在吸收光谱中均显示出大的红移（超过100 nm），并且响应H2S时荧光增强了30倍以上。此外，与单点探针相比，双点探针NTE-2在荧光强度和H2S浓度之间显示出更宽的线性范围（0-40μmol/ L），可用于定量检测高浓度的H2S。通过分析分子轨道的分布，进一步研究了探针的光诱导电子转移（PET）响应机理。重要的是，这些探针在检测H2S方面具有潜在的实际应用。