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Fluorescence Modulation in Triphenyl Pyrazoline- and Azobenzene-Based Side-Chain Polymethacrylate

AASCIT Journal of Chemistry
Vol.4 , No. 2, Publication Date: Sep. 3, 2018, Page: 27-31

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Authors

[1]	Liang Zhang, School of Material Science and Engineering, Yancheng Institute of Technology, Yancheng, China.
[2]	Feng Zhang, Key Laboratory for Advanced Technology in Environmental Protection of Jiangsu Province, Yancheng Institute of Technology, Yancheng, China.
[3]	Qi Liu, School of Material Science and Engineering, Yancheng Institute of Technology, Yancheng, China.

Abstract

A novel polymethacrylate derivative, poly(4-(2,5-diphenyl-3,4-dihydro-2H-pyrazol-3-yl)-phenyl methacrylate-co-4-methacryloyloxyazobenzene) [PDPMA-co-PMOAB], was synthesized and characterized via ¹H NMR. The copolymer combined the photoluminescence and photochemical behavior of both triphenyl pyrazoline and azobenzene moieties in the side chains. The photoluminescence property of the polymer so obtained could be modified through the photochemical isomerization reaction of the photoactive groups. The copolymer showed good solubility in common solvents such as acetone, dichloromethane, and tetrahydrofuran (THF). The composition of DPMA/MOAB (mol/mol) in the copolymer was also calculated from ¹H NMR, and the ratio was 0.78:1. The UV-vis spectrum of PDPMA-co-PMOAB showed an overlap band of the pyrazoline moiety and azobenzene moiety (π-π* transition) at 336 nm and a band at 450 nm attributed to the n-π* transition band of azobenzene. Spectral changes accompanied the photochemical conversion of trans–cis form on irradiation of PDPMA-co-PMOAB at UV light 365 nm in THF solution. Meanwhile, the emission was enhanced by eightfold after irradiation for 16 min.

Keywords

Fluorescence, Pyrazoline, Azobenzene, Trans–cis Isomerization

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