Synthesis and characterization of 1,2,3-triazole appended polythiophene based reusable fluorescent probe for the efficient detection of trace nitroaromatics
Autor: | Sk Najmul Islam, Sanjib K. Patra, Dipanjan Giri |
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Rok vydání: | 2018 |
Předmět: |
chemistry.chemical_classification
Polymers and Plastics Organic Chemistry Supramolecular chemistry Picric acid 02 engineering and technology Polymer 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry 01 natural sciences Combinatorial chemistry Fluorescence 0104 chemical sciences chemistry.chemical_compound chemistry Polymerization Materials Chemistry Thiophene Polythiophene Naked eye 0210 nano-technology |
Zdroj: | Polymer. 134:242-253 |
ISSN: | 0032-3861 |
DOI: | 10.1016/j.polymer.2017.11.070 |
Popis: | Emissive π-conjugated poly(3-benzyl-1,2,3-triazole thiophene) (P1) and poly(3- benzylthiophene) (P2) have been synthesized via Ni(II)-mediated Grignard metathesis (GRIM) polymerization from the corresponding monomers, 2-bromo-5-iodo-3-benzyl-1,2,3-triazole thiophene (M2) and 2,5-dibromo-3-benzyl thiophene (M3) respectively. The well-defined and soluble π-conjugated polymers have been characterized by multinuclear NMR spectra as well as by tetradetector GPC studies showing molecular weight (Mn) of 19.3 and 17.6 kDa with the polydispersity indices of 1.35 and 1.24 respectively. The synthesized π-conjugated polymers have been explored as fluorescent chemosensor for nitroaromatics (NACs). P1 polymeric probe having 1,2,3-triazole appendage shows the superiority over P2 towards the detection of picric acid vapor as manifested by the fluorescent quenching profile (89% and 41% respectively) due to the facile supramolecular interaction between p-type polymer and electron deficient NACs assisted by the polar 1,2,3-triazolyl unit. To understand the ‘turn-off’ sensing mechanism though photo-induced electron transfer (PET), the detailed photophysical studies have been carried out Furthermore, test paper kits have also been fabricated, showing remarkable trace detection towards picric acid in nano-molar range by naked eye, making it a useful tool for a quick, easy and inexpensive way of detecting NAC explosives. |
Databáze: | OpenAIRE |
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