Tetraphenylethene-functionalized diketopyrrolopyrrole solid state emissive molecules: enhanced emission in the solid state and as a fluorescent probe for cyanide detection. Issue 60 (8th June 2016)

• Record Type: Journal Article
• Authors: Wang, Lingyun; Zhu, Linhui; Li, Lin; Cao, Derong
• Is Part Of: RSC advances. Volume 6:Issue 60(2016)
• Page Start: 55182
• Page End: 55193
• Publication Date: 2016-06-08
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c6ra10073b
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Tetraphenylethene-functionalized diketopyrrolopyrrole solid state red-emissive molecules (DPP1 andDPP2 ) with enhanced emission in the solid state have been developed. Abstract : Two conjugates of tetraphenylethene (TPE) and diketopyrrolopyrrole (DPP) were synthesized and their fluorescence properties were investigated. BothDPP1 andDPP2 show intense fluorescence and large Stokes shifts in both solution and solid state. In dilute THF, DPP1 andDPP2 show emission peaks at 606 nm and 632 nm with a Φ f value of 32% and 11%, respectively. However, the powder samples forDPP1 andDPP2 emit at 650 nm and 615 nm with a Φ f 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 toDPP2 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.