Benzylidenecyclohexanone-triazole-based conjugated polymer: Click synthesis, Staudinger end-capping and application as optical probe scaffold. (October 2016)

• Record Type: Journal Article
• Authors: Shi, Wei; Xu, Linxian; Xie, Zhengfeng; Chen, Xin
• Is Part Of: Dyes and pigments. Volume 133(2016)
• Page Start: 406
• Page End: 414
• Publication Date: 2016-10
• Subjects: Conjugated polymer -- Benzylidenecyclohexanone -- Phosphinimine -- Optical probe -- Ratiometric; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2016.06.026
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: A type of benzylidenecyclohexanone-triazole based conjugated polymer (P5 ) was successfully synthesized by Cu + -catalyzed Click reaction. The THF solution ofP5 exhibited specific optical response (increase in absorption and decrease in fluorescence) toward I − . With the further addition of Hg 2+ into the assembly ofP5 -I −, distinctive recovery of optical properties was detected, suggests thatP5 -I − adduct can act as fluorescence turn-on probing platform for Hg 2+ . Post-polymerization ofP5 was implemented by catalyst-free Staudinger reaction betweenP5 and triphenylphosphine to afford phosphinimine-endcapped polymer (P5-TPP ). Different from the blue-greenish emission (∼490 nm) ofP5, P5-TPP emitted yellow light (∼550 nm) in THF–water mixture (VTHF /Vwater = 2/8).P5-TPP displayed specific fluorescence ratiometric alteration toward hypochlorite ion in THF–water mixture (VTHF /Vwater = 2/8, pH = 7.4), which might be due to the hypochlorite-induced hydrolysis of phosphinimine energy-transfer acceptors inP5-TPP . The results suggest thatP5 can act as structure scaffold for the construction of optical probe for triple analytes (I −, Hg 2+ and ClO − ). Graphical abstract: Highlights: Benzylidenecyclohexanone-triazole based conjugated polymer (P5 ) was synthesized. Fluorescence ofP5 was specifically quenched by the introduction of I − . Fluorescence turn-on probing of Hg 2+ was achieved byP5 /I − assembly. Phosphinimine-endcapped polymer (P5-TPP ) was obtained by Staudinger reaction. P5-TPP displayed fluorescence ratiometric alteration toward hypochlorite ion.