应用化学 ›› 2017, Vol. 34 ›› Issue (3): 338-344.DOI: 10.11944/j.issn.1000-0518.2017.03.160304

• 研究论文 • 上一篇    下一篇

含8-羟基喹啉侧基聚酯及其锌、铝配合物的合成和性能

吴岩,郭照南,吕成伟,于世钧()   

  1. 辽宁师范大学化学化工学院 辽宁 大连 116029
  • 收稿日期:2016-07-28 接受日期:2016-10-08 出版日期:2017-02-27 发布日期:2017-02-27
  • 通讯作者: 于世钧
  • 基金资助:
    国家自然科学基金项目(21403100)辽宁省教育厅科学技术研究项目(L2012383)资助

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)

摘要:

合成了2种新型含8-羟基喹啉侧基聚酯(P5,P6),进一步与无水醋酸锌和六水氯化铝反应,得到4种聚酯锌、铝配合物(P5-Zn,P6-Zn,P5-Al,P6-Al)。 采用元素分析仪、傅里叶变换红外光谱仪、紫外可见光谱仪、核磁共振氢谱仪、凝胶渗透色谱仪、热重分析仪和荧光光谱仪等技术手段对其结构和性能进行了表征。 聚酯P5和P6易溶于四氢呋喃(THF)、N,N-二甲基甲酰胺(DMF)、N,N-二甲基乙酰胺(DMAC)、二甲基亚砜(DMSO)和N-甲基吡咯烷酮(NMP)等常用的有机溶剂,配合物P5-Zn、P6-Zn、P5-Al和P6-Al部分溶于DMF、DMAC、DMSO和NMP等溶剂。 聚酯P5和P6的质均相对分子质量Mw为4.11×104和5.42×104,相对分子质量分布指数PDI为1.50和1.40。 聚酯P5和P6的5%失重温度分别为261.4和291.1 ℃,配合物P5-Zn、P6-Zn、P5-Al和P6-Al的5%失重温度分别为307.7、306.2、286.3和297.8 ℃。 聚酯P5和P6的DMF溶液(5×10-5 mol/L)在432和429 nm处发射较弱紫色荧光,配合物P5-Zn、P6-Zn、P5-Al和P6-Al的DMF溶液(5×10-5 mol/L)分别在540、537、517和522 nm处发强绿色荧光,固体分别在550、556、531和535 nm处发射强绿色荧光。

关键词: 8-羟基喹啉, 聚酯, 锌配合物, 铝配合物

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