Citation: ZHANG Bin, Sun Xuejiao, LÜ Chengwei, YU Shijun. Synthesis and Fluorescent Properties of Polyesters Containing 8-Hydroxyquinoline Side Groups and Their Zn(Ⅱ) and Al(Ⅲ) Complexes[J]. Chinese Journal of Applied Chemistry, ;2019, 36(3): 306-313. doi: 10.11944/j.issn.1000-0518.2019.03.180229 shu

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

School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian, Liaoning 116029, China

Corresponding author: YU Shijun, sjyu@lnnu.edu.cn
Received Date: 29 June 2018
Revised Date: 6 August 2018
Accepted Date: 29 August 2018

Fund Project: the National Natural Science Foundation of China 21403100Supported by the National Natural Science Foundation of China(No.21403100), the Science Research Project of the Department of Education of Liaoning Province(No.L2012383)the Science Research Project of the Department of Education of Liaoning Province L2012383

Figures(9)

Three kinds of novel polyesters containing 8-hydroxyquinoline side groups(P7~P9) were synthesized, and subsequently their zinc complexes(P7-Zn~P9-Zn) and aluminum complexes(P7-Al~P9-Al) were obtained by reactions with zinc acetate and aluminum chloride, respectively. The structures and properties of polyesters and their metal complexes were characterized by elemental analysis, infrared(IR), ultraviolet-visable spectroscopy(UV-Vis), proton nuclear magnetic resonance(¹H NMR), gel permeation chromatography(GPC), thermogravimetric analysis(TG), differential scanning calorimetry(DSC) and fluorescence spectroscopy. The polyesters obtained are soluble in N, N-dimethyl formamide(DMF), N, N-dimethyl acetamide(DMAC), dimethylsulfoxide(DMSO), and N-methyl pyrrolidone(NMP). Complexes P7-Zn~P9-Zn and P7-Al~P9-Al can be partially dissolved in DMF, DMAC, DMSO and NMP. The M_w and polydispersity index(PDI) of P7~P9 are 1.79×10⁴, 2.14×10⁴ and 2.52×10⁴ g/mol and 1.54, 1.64 and 1.72, respectively. The 5% mass loss temperatures of P7~P9, P7-Zn~P9-Zn and P7-Al~P9-Al are 291.6, 291.3, 284.9, 348.7, 339.2, 334.6, 316.1, 316.7 and 316.0℃, respectively. The glass transition temperatures(T_g) of P7~P9 are 121.8, 106.2 and 91.3℃, respectively, and T_g of their metal complexes are all higher than 180℃. Fluorescence emission peaks of P7~P9 in DMF solution appear at 413~418 nm, emitting weak purple light. Fluorescence emission peaks of P7-Zn~P9-Zn and P7-Al~P9-Al in DMF solution emerged at 509~513 and 485~487 nm, respectively, emitting strong green light, Fluorescence emission peaks of P7-Zn~P9-Zn and P7-Al~P9-Al in solid state located at 516~519 and 492~497 nm, respectively, emitting strong green light. The fluorescence quantum yields of P7~P9, P7-Zn~P9-Zn and P7-Al~P9-Al are 5.5%~8.4%, 21%~28% and 23%~29%, respectively.
- 8-hydroxyquinoline,
- polyester,
- zinc complex,
- aluminum complex
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