Chinese Journal of Applied Chemistry ›› 2016, Vol. 33 ›› Issue (4): 452-458.DOI: 10.11944/j.issn.1000-0518.2016.04.150283

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Synthesis and Properties of Polyesters Containing Schiff Base Side Groups and Their Zinc Complexes

LU Yan,WU Siyu,MA Baiqing,SHI Jia,JIN Qifeng,YU Shijun()   

  1. School of Chemistry and Chemical Engineering,Liaoning Normal University,Dalian,Liaoning 116029,China
  • Received:2015-08-10 Accepted:2015-12-09 Published:2016-04-01 Online:2016-04-01
  • Contact: YU Shijun
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21173109), the Science and Technology Research Project of the Department of Education of Liaoning Province No.L2012383)

Abstract:

Two kinds of novel polyesters containing Schiff base side groups(P5, P6) were synthesized by multistep reactions. Subsequently, P5 and P6 reacted with zinc acetate to get zinc complexes(P5-Zn, P6-Zn). The structures and properties of polyesters and zinc complexes were characterized by elemental analysis, FT-IR, UV-Vis, 1H NMR, GPC, TG, DSC and fluorescence spectroscopy. Polyesters P5 and P6 are soluble in tetrahydrofurane(THF), CHCl3, N,N-dimethyl formamide(DMF), N,N-dimethyl acetamide(DMAc), dimethylsulfoxide(DMSO), and N-methyl pyrrolidone(NMP). Complexes P5-Zn and P6-Zn can be partly dissolved in THF and CHCl3, and completely dissolved in DMF, DMAc, DMSO, and NMP. The Mw and PDI of P5 and P6 are 4164, 6148 g/mol and 1.42, 1.43, respectively. The 5% mass loss temperatures of P5, P6, P5-Zn and P6-Zn are 339, 348, 367 and 358 ℃, respectively. The Tg values of P5, P5-Zn, P6 and P6-Zn are 88.8, 123.3, 39.8 and 63.8 ℃, respectively. Fluorescence emission peaks of P5 and P6 in DMF solution appear at 418 and 416 nm, emitting weak purple light. Fluorescence emission peaks of P5-Zn and P6-Zn in DMF solution appear at 505 and 506 nm, emitting strong green light. Fluorescence emission peaks of P5-Zn and P6-Zn in solid state appear at 527 and 532 nm, emitting strong green light.

Key words: Schiff base, polyester, zinc complex, synthesis, property