Single-layer assembly of pyrene end-capped terthiophene and its sensing performances to nitroaromatic explosives

• DOI: 10.1039/c1jm14022a
• Publication Date: 2011-11-16T12:24:00Z
• Authors: Taihong Liu; Liping Ding; Keru Zhao; Wenliang Wang; Yu Fang
• Keywords: Picric acid; Terthiophene; Aqueous two-phase system

A terthiophene (3T) derivative of 5-(1-pyrenyl)-2,2′:5′,2′′-terthiophene (Py-3T) was synthesized and chemically immobilized onto a glass wafer surface via flexible spacer by employing single-layer chemistry technique. Unlike the film fabricated in same way but with 3T as fluorophore, present study possesses unprecedented photochemical stability at ambient conditions. Fluorescence studies revealed that emission is significantly selectively quenched presence nitroaromatic compounds (NACs), group typical explosives, both vapor phase aqueous solution. Experimental theoretical demonstrated quenching may be result electron transfer from electron-rich Py-3T to electron-deficient NACs. It found for sensing, response time efficiency systems are dominantly determined pressures NACs tested. The sensing performances were also investigated. In this case, however, specific binding picric acid (PA), NAC, makes compound show superior than other Moreover, fast reaches equilibrium within 90 s. Furthermore, acids, bases, apple juice, perfume, commonly organic solventsetc. little effect upon phase. Both solution reversible. stable least 6 months provided it properly preserved. basic contribution work not only creating new fluorescent properties phase, particular PA providing photochemically which combine advantages small molecular fluorophores those conjugated polymers/oligomers, developing films.