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含苯乙炔单元的聚亚胺的合成、表征、电导率及荧光性质

Synthesis, Characterization, Electrical Conductivity and Fluorescence Properties of Polyimine Bearing Phenylacetylene Units.

作者信息

Şenol Dilek, Kolcu Feyza, Kaya İsmet

机构信息

Faculty of Sciences and Arts, Department of Chemistry, Polymer Synthesis and Analysis Laboratory, Çanakkale Onsekiz Mart University, 17020, Çanakkale, Turkey.

Lapseki Vocational School, Department of Chemistry and Chemical Processing Technologies, Çanakkale Onsekiz Mart University, Çanakkale, Turkey.

出版信息

J Fluoresc. 2016 Sep;26(5):1579-90. doi: 10.1007/s10895-016-1842-z. Epub 2016 Jun 23.

Abstract

In this study, a Schiff base was synthesized by the condensation reaction of 4-bromobenzaldehyde and 4-aminophenol. Then, phenylacetylene substituted Schiff base monomer (IPA) was obtained by HBr elimination reaction of IPA with phenylacetylene through Sonogashira reaction. IPA was polymerized via chemical oxidative polycondensation reaction. FT-IR and NMR measurements were used for the structural analyses of the synthesized substances. Fluorescence and UV-Vis analyses were carried out for optical characterization. Electrochemical characteristics, electrical conductivities and thermal properties were determined using cyclic voltammetry (CV), four-point probe conductometer, TG-DTA and DSC methods. The main purpose of the present study was to investigate the effects of phenylacetylene bearing units on the properties of conjugated aromatic polyimines. The spectral analysis signified a green light emission behavior when irradiated at different wavelengths. Combined with fluorescent behavior and good thermal stability, the electrical conductivity was found to be very crucial for π-conjugated polymer.

摘要

在本研究中,通过4-溴苯甲醛与4-氨基苯酚的缩合反应合成了一种席夫碱。然后,通过Sonogashira反应使IPA与苯乙炔进行HBr消除反应,得到了苯乙炔取代的席夫碱单体(IPA)。IPA通过化学氧化缩聚反应进行聚合。采用傅里叶变换红外光谱(FT-IR)和核磁共振(NMR)测量对合成物质进行结构分析。进行荧光和紫外-可见光谱分析以进行光学表征。使用循环伏安法(CV)、四点探针电导率仪、热重-差示热分析(TG-DTA)和差示扫描量热法(DSC)测定电化学特性、电导率和热性能。本研究的主要目的是研究含苯乙炔单元对共轭芳香聚亚胺性能的影响。光谱分析表明,在不同波长照射下呈现绿色发光行为。结合荧光行为和良好的热稳定性,发现电导率对于π共轭聚合物非常关键。

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