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Tetraphenylethene‐Based Conjugated Fluoranthene: A Potential Fluorescent Probe for Detection of Nitroaromatic Compounds
Authors:Dr. Yogesh Chandrasekaran  Dr. Nutalapati Venkatramaiah  Prof. Satish Patil
Affiliation:1. Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore, India), Fax;2. +91) 80‐23601310
Abstract:This study reports the synthesis and photophysical properties of a star‐shaped, novel, fluoranthene–tetraphenylethene (TFPE) conjugated luminogen, which exhibits aggregation‐induced blue‐shifted emission (AIBSE). The bulky fluoranthene units at the periphery prevent intramolecular rotation (IMR) of phenyl rings and induces a blueshift with enhanced emission. The AIBSE phenomenon was investigated by solvatochromic and temperature‐dependent emission studies. Nanoaggregates of TFPE, formed by varying the water/THF ratio, were investigated by SEM and TEM and correlated with optical properties. The TFPE conjugate was found to be a promising fluorescent probe towards the detection of nitroaromatic compounds (NACs), especially for 2,4,6‐trinitrophenol (PA) with high sensitivity and a high Stern–Volmer quenching constant. The study reveals that nanoaggregates of TFPE formed at 30 and 70 % water in THF showed unprecedented sensitivity with detection limits of 0.8 and 0.5 ppb, respectively. The nanoaggregates formed at water fractions of 30 and 70 % exhibit high Stern–Volmer constants (Ksv=79 998 and 51 120 m ?1, respectively) towards PA. Fluorescence quenching is ascribed to photoinduced electron transfer between TFPE and NACs with a static quenching mechanism. Test strips coated with TFPE luminogen demonstrate fast and ultra‐low‐level detection of PA for real‐time field analysis.
Keywords:aggregation  conjugation  fluorescence  sensors  structure–  activity relationships
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