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2H-Pyran-2-one-Functionalized Diketopyrrolopyrrole Dye: Design, Synthesis, and Explosives Sensor
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-12-19 , DOI: 10.1021/acs.joc.2c01439 Kerba S More 1 , Harshad A Mirgane 1 , Salman Shaikh 2 , Vijayanand Perupogu 3 , Shailesh S Birajdar 4 , Avinash L Puyad 2 , Sidhanath V Bhosale 4 , Sheshanath V Bhosale 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-12-19 , DOI: 10.1021/acs.joc.2c01439 Kerba S More 1 , Harshad A Mirgane 1 , Salman Shaikh 2 , Vijayanand Perupogu 3 , Shailesh S Birajdar 4 , Avinash L Puyad 2 , Sidhanath V Bhosale 4 , Sheshanath V Bhosale 1
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In this work, a 2H-pyran-2-one-functionalized diketopyrrolopyrrole (DPP) (coded as receptor 1) was designed, synthesized, and fully characterized by various spectroscopic methods. The physical properties of molecular architecture 1 were studied employing theoretical calculations. Receptor 1 was elegantly scrutinized for the sensing of explosive nitroaromatic compounds (NACs). Receptor 1 exhibited detection of nitro explosives, i.e., picric acid (PA), 2,4-dinitrophenol (DNP), and nitrophenol (NP), via the fluorescence quenching mechanism. The Stern–Volmer equation was employed to evaluate the effectiveness of the quenching process. It was found that 1 exhibited a detection limit of about 7.58 × 10–5, 8.35 × 10–5, and 9.05 × 10–5 M toward PA, DNP, and NP, respectively. The influence of interfering metal ions and anions on PA detection was investigated thoroughly. Furthermore, receptor 1-based low-cost fluorescent thin-layer chromatography (TLC) plates were developed for the recognition of PA.
中文翻译：
2H-吡喃-2-一官能化二酮吡咯并吡咯染料：设计、合成和爆炸物传感器
在这项工作中，设计、合成了2 H-吡喃-2-酮官能化二酮吡咯并吡咯(DPP)（编码为受体1 ），并通过各种光谱方法对其进行了充分表征。通过理论计算研究了分子结构1的物理性质。受体1经过严格审查，可用于检测爆炸性硝基芳香族化合物 (NAC)。受体1通过荧光猝灭机制表现出对硝基爆炸物的检测，即苦味酸(PA)、2,4-二硝基苯酚(DNP)和硝基苯酚(NP)。采用 Stern-Volmer 方程来评估淬火工艺的有效性。结果发现1对PA、DNP和NP的检测限分别约为7.58 × 10 –5 、8.35 × 10 –5和9.05 × 10 –5 M。深入研究了干扰金属离子和阴离子对PA检测的影响。此外，还开发了基于受体1 的低成本荧光薄层色谱 (TLC) 板来识别 PA。
更新日期：2022-12-19
中文翻译：
2H-吡喃-2-一官能化二酮吡咯并吡咯染料：设计、合成和爆炸物传感器
在这项工作中，设计、合成了2 H-吡喃-2-酮官能化二酮吡咯并吡咯(DPP)（编码为受体1 ），并通过各种光谱方法对其进行了充分表征。通过理论计算研究了分子结构1的物理性质。受体1经过严格审查，可用于检测爆炸性硝基芳香族化合物 (NAC)。受体1通过荧光猝灭机制表现出对硝基爆炸物的检测，即苦味酸(PA)、2,4-二硝基苯酚(DNP)和硝基苯酚(NP)。采用 Stern-Volmer 方程来评估淬火工艺的有效性。结果发现1对PA、DNP和NP的检测限分别约为7.58 × 10 –5 、8.35 × 10 –5和9.05 × 10 –5 M。深入研究了干扰金属离子和阴离子对PA检测的影响。此外，还开发了基于受体1 的低成本荧光薄层色谱 (TLC) 板来识别 PA。
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