Chinese Journal of Applied Chemistry ›› 2017, Vol. 34 ›› Issue (3): 338-344.DOI: 10.11944/j.issn.1000-0518.2017.03.160304

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Synthesis and Properties of Polyesters Containing 8-Hydroxyquinoline Side Groups and Their Zn(Ⅱ), Al(Ⅲ) Complexes

WU Yan,GUO Zhaonan,LYU Chengwei,YU Shijun()   

  1. School of Chemistry and Chemical Engineering,Liaoning Normal University,Dalian,Liaoning 116029,China
  • Received:2016-07-28 Accepted:2016-10-08 Published:2017-02-27 Online:2017-02-27
  • Contact: YU Shijun
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21403100), the Science and Technology Research Project of the Department of Education of Liaoning Province(No.L2012383)

Abstract:

Two kinds of novel polyesters containing 8-hydroxyquinoline side groups(P5, P6) were synthesized by multistep reactions. Subsequently, polyesters P5 and P6 reacted with zinc acetate and aluminum chloride to get zinc complexes(P5-Zn, P6-Zn) and aluminum complexes(P5-Al, P6-Al). The structures and properties of polyesters and metal complexes were characterized by elemental analysis, IR, UV-Vis, 1H NMR, GPC, TG and fluorescence spectroscopy. Polyesters P5 and P6 can be easily dissolved in many solvents such as tetrahydrofurane(THF), N,N-dimethyl formamide(DMF), N,N-dimethyl acetamide(DMAC), dimethylsulfoxide(DMSO), and N-methyl pyrrolidone(NMP) at room temperature. Complexes P5-Zn, P6-Zn, P5-Al and P6-Al can be partially dissolved in DMF, DMAc, DMSO and NMP. The mass mean relative molecular mass(Mw) and polydispersity index(PDI) of P5 and P6 are 41200, 54200 and 1.50, 1.40, respectively. The 5% mass loss temperatures of P5, P6, P5-Zn, P6-Zn, P5-Al and P6-Al are 261.4, 291.1, 307.7, 306.2, 286.3 and 297.8 ℃, respectively. Fluorescence emission peaks of P5 and P6 in DMF solution appear at 432 and 429 nm, emitting weak purple light. Fluorescence emission peaks of P5-Zn, P6-Zn, P5-Al and P6-Al in solid state emerge at 550, 556, 531, 535 nm, emitting strong green light, which are all red-shifted to some extent, compared with their emission peaks in DMF solution located at 540, 537, 517 and 522 nm.

Key words: 8-hydroxyquinoline, polyester, zinc complex, aluminum complex