应用化学 ›› 2018, Vol. 35 ›› Issue (5): 544-551.DOI: 10.11944/j.issn.1000-0518.2018.05.170256

• 研究论文 • 上一篇    下一篇

新型双8-羟基喹啉配体及其锌、铝配位聚合物的合成和性能

郭照南,张斌,孙雪娇,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:2017-07-27 接受日期:2017-10-20 出版日期:2018-04-23 发布日期:2018-04-23
  • 通讯作者: 于世钧
  • 基金资助:
    国家自然科学基金(21403100)辽宁省教育厅科学研究(L2012383)项目资助

Synthesis and Properties of Novel Bis-8-Hydroxyquinoline Ligands and Zn(Ⅱ), Al(Ⅲ) Coordination Polymers

GUO Zhaonan,ZHANG Bin,SUN Xuejiao,LYU Chengwei,YU Shijun()   

  1. School of Chemistry and Chemical Engineering,Liaoning Normal University,Dalian,Liaoning 116029,China
  • Received:2017-07-27 Accepted:2017-10-20 Published:2018-04-23 Online:2018-04-23
  • Contact: YU Shijun
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21403100), the Science Research Project of the Department of Education of Liaoning Province(No.L2012383)

摘要:

合成2种双8-羟基喹啉配体:3,5-二[4-(8-羟基喹啉-5-亚甲氨基)苯氧基]苯甲酸辛酯(B8HQO)和3,5-二[4-(8-羟基喹啉-5-亚甲氨基)苯氧基]苯甲酸十六酯(B8HQH),进一步与Zn(Ⅱ)、Al(Ⅲ)配位,得到4种金属配位聚合物(B8HQO-Zn、B8HQH-Zn、B8HQO-Al和B8HQH-Al)。 通过元素分析、红外光谱(FIIR)、紫外可见光谱(UV-Vis)、核磁共振氢谱(1H NMR)、电感耦合等离子体发射光谱(ICP-OES)、热重分析(TGA)及荧光光谱等测试手段对配体及金属配位聚合物进行结构表征和性能研究。 结果表明,与配体B8HQO和B8HQH相比,4种配位聚合物的溶解性降低,但可部分溶于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)中。 锌、铝配位聚合物的5%失重温度分别在378和364 ℃附近,具有较好的热稳定性。 4种配位聚合物的DMF溶液(3×10-5 mol/L)在478~502 nm发射绿色荧光,荧光量子效率28%~37%,固体在528~553 nm发射强绿色荧光,具有良好的发光性能。

关键词: 双8-羟基喹啉, 锌, 铝, 配位聚合物

Abstract:

Two novel ligands, 3,5-bis(4-(8-hydroxyquinoline-5-methyleneamino)phenoxy)octyl benzoate(B8HQO) and 3,5-bis(4-(8-hydroxyquinoline-5-methyleneamino)phenoxy)hexadecyl benzoate(B8HQH) were synthesized and coordinated with Zn(Ⅱ) and Al(Ⅲ), respectively, to get the four corresponding coordination polymers(B8HQO-Zn, B8HQH-Zn,B8HQO-Al and B8HQH-Al). Their structures and properties were characterized by elemental analysis, Fourier transform infrared spectrometer(FTIR), UV-visible absorption(UV-Vis), proton nuclear magnetic resonance spectroscopy(1H NMR), inductively coupled plasma optical emission spectroscopy(ICP-OES), thermal gravimetric analyzer(TGA) and fluorescence spectroscopy. The results indicate that compared with B8HQO and B8HQH, the solubility of the four coordination polymers is reduced, but can be partially soluble in N,N-dimethyl formamide(DMF), N,N-dimethyl acetamide(DMAC), dimethylsulfone(DMSO), N-methylpyrrolidone(NMP). The 5% mass loss temperatures of zinc and aluminum coordination polymers at around 378 and 364 ℃, respectively, show that they have good thermal stability. The fluorescence measurement shows that they emit green luminescence at 478~502 nm in DMF solution(3×10-5 mol/L) and their fluorescence quantum efficiency is 28%~37%. The four coordination polymers emitting strong green luminescence at 528~553 nm in the solid state show that they have good luminescent properties.

Key words: bis-8-hydroxyquinoline, zinc, aluminum, coordination polymer