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Tetraphenylethene-functionalized diketopyrrolopyrrole solid state emissive molecules: enhanced emission in the solid state and as a fluorescent probe for cyanide detection†
Lingyun Wang,Linhui Zhu,Lin Li,Derong Cao
RSC Advances Pub Date : 06/02/2016 00:00:00 , DOI:10.1039/C6RA10073B
Abstract

Two conjugates of tetraphenylethene (TPE) and diketopyrrolopyrrole (DPP) were synthesized and their fluorescence properties were investigated. Both DPP1 and DPP2 show intense fluorescence and large Stokes shifts in both solution and solid state. In dilute THF, DPP1 and DPP2 show emission peaks at 606 nm and 632 nm with a Φf value of 32% and 11%, respectively. However, the powder samples for DPP1 and DPP2 emit at 650 nm and 615 nm with a Φf value of 13% and 7%, respectively. Moreover, DPP2 shows remarkable selectivity and specificity toward CN over other anions. The color changed from pink to colorless when CN was added to DPP2 in THF. The maximum emission intensity at 632 nm is quenched 94.6%, which constitutes the fluorescence signature for cyanide detection. The detection limit is 0.3 μM using the fluorescence spectra changes, which is far lower than the WHO guideline of 1.9 μM.

Graphical abstract: Tetraphenylethene-functionalized diketopyrrolopyrrole solid state emissive molecules: enhanced emission in the solid state and as a fluorescent probe for cyanide detection
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