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Halochromic Isoquinoline with Mechanochromic Triphenylamine: Smart Fluorescent Material for Rewritable and Self-Erasable Fluorescent Platform

2016; American Chemical Society; Volume: 8; Issue: 48 Linguagem: Inglês

10.1021/acsami.6b11939

1944-8252

Palamarneri Sivaraman Hariharan, Ebrahim M. Mothi, Dohyun Moon, Savarimuthu Philip Anthony,

Molecular Sensors and Ion Detection

Halochromic isoquinoline attached mechanochromic triphenylamine, N-phenyl-N-(4-(quinolin-2-yl)phenyl)benzenamine (PQPBA) and tris(4-(quinolin-2-yl)phenyl)amine (TQPA), smart fluorescent materials exhibit thermo/mechanochromism and tunable solid state fluorescence and their unusual halochromic response in PMMA matrix have been used for fabricating rewritable and self-erasable fluorescent platforms. PQPBA and TQPA showed strong fluorescence in solution (Φf = 0.9290 (PQPBA) and 0.9160 (TQPA)) and moderate solid state fluorescence (Φf = 20 (PQPBA) and 17% (TQPA). Interestingly, they exhibited a rare temperature (0-100 °C) dependent positive fluorescence enhancement via activating radiative vibrational transition. The deaggregation of PQPBA and TQPA in PMMA polymer matrix lead to the enhancement of fluorescence intensity strongly and fabricated strong blue fluorescent thin films (Φf = 58% (PQPBA) and 54% (TQPA). The halochromic isoquinoline has been exploited for demonstrating reversible off-on fluorescence switching by acid (TFA (trifluoroacetic acid)/HCl) and base (NH3) treatment in both solids as well as PMMA thin films. Importantly, rewritable and self-erasable fluorescent platform has been achieved by make use of unusual fluorescence responses of PQPBA/TQPA with TFA/HCl after exposing NH3. Single crystal and powder X-ray diffraction (PXRD) studies provided the insight on the solid-state fluorescence and external stimuli-induced fluorescence changes.