Preparation of Zn porphyrin‐functionalized polystyrene and the fluorescence quenching of it by terbuthylazine

Abstract

ABSTRACTZinc tetraphenylporphyrin (ZnPP) was bond on the side chains of linear chloromethylated polystyrene (CMPS) through Friedel–Crafts alkylation reaction, and the metalloporphyrin‐functionalized polystyrene (ZnPP/PS) was obtained successfully. Its chemical structure was characterized with FTIR. And the effects of various factors on the bonding reaction of ZnPP had been investigated in detail. In addition, the photophysical properties of ZnPP/PS were studied by means of UV‐Vis spectroscopy and fluorescence spectroscopy. The research results show that ZnPP/PS could be prepared favorably through Friedel–Crafts alkylation reaction between ZnPP and CMPS, and the most bonding degree of ZnPP on PS is up to 7% under the condition of the temperature 25°C and 0.1 mL of SnCl4 lasting 8 h. Moreover, ZnPP/PS show the characteristic photophysical behavior similar to ZnPP. ZnPP moieties in ZnPP/PS interact with terbuthylazine (TBA) and form a complex with a red‐shift of Q‐band of absorbance peak from 559 to 565 nm. Especially TBA quenches ZnPP/PS emission intensity at 610 and 662 nm when excites at 423 nm. The TBA‐ZnPP/PS complex is formed in the ground state and TBA is bonded to the excited state of ZnPP/PS simultaneously on the basis of a non‐linear Stern–Volmer plot indicative of the combined dynamic and static quenching. © 2014 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014, 131, 40516.