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两种新型D/A型聚噻吩衍生物的合成、定性和光学性能

Two novel D/A-polythiophene derivatives:Synthesis,characterization and photoluminescence properties
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摘要 采用Heck偶联法和三氯化铁氧化还原聚合法合成了两种新型的D/A-PTh衍生物,聚(3-(2-(4-叔丁基苯基)-5-(4-乙烯苯基)-1,3,4-噁二唑))噻吩(P3OXDT)和聚(3-辛-4-(2-(4-叔丁基苯基)-5-(4-乙烯苯基)-1,3,4-噁二唑))-聚3-辛基噻吩(P3O4OXDT-P3OT)共聚物,它们都以聚噻吩作为主链并且含有1,3,4-噁二唑侧基。通过UV-Vis,1 H NMR,凝胶渗透色谱(GPC)和荧光光谱仪(PL)进行定性分析,并与聚3-辛基噻吩(P3OT)进行了对比研究。它们都具有较高的分子量,展示出了良好的可溶性,好的成膜能力。热重分析表明,这3种材料都具有较好的热稳定性。与P3OT相比,通过在P3O4OXD-P3OT侧链引入1,3,4-噁二唑衍生物明显地增加了聚合物的能隙,紫外光谱、荧光发射光谱都发生了明显的蓝移。P3OXDT,P3OT和P3O4OXD-P3OT在氯仿中的荧光量子产率分别是0.31、0.05和0.04。 Two novel D/A-PTh derivatives having a polythiophene backbone and 1,3,4-oxdiazole derivatives as side groups: poly(3-(2-(4-tert-butylphenyl)-5-(4-vinylphenyl)-1,3,4-oxadiazole))thiophene(P3OXDT) was obtained by heck coupling reaction of 3-bromothiophene and 2-(4-tert-butylphenyl)-5-(4-vinylphenyl)-1,3,4-oxadiazole and then iron(Ⅲ) chloride oxidation polymerization;poly(3-octyl-4-(2-(4-tert-butylphenyl)-5-(4-vinylphenyl)-1,3,4-oxadiazole))-co-poly(3-octyl thiophene)(P3O4OXDT-P3OT) was obtained by iron(III) chloride oxidation of 3-octyl thiophene and heck coupling reaction with 2-(4-tert-butylphenyl)-5-(4-vinylphenyl)-1,3,4-oxadiazole.They were all characterized with UV-Vis,1H NMR,gel permeation chromatography(GPC) and photoluminescence(PL) spectroscopy and compared with poly(3-octyl thiophene).All of them showed excellent solubility,good film-formation ability,and high thermal stability.Compared with P3OT,it is obvious that the introduction of the 1,3,4-oxdiazole side groups in P3O4OXD-P3OT can increase the band gap energy.The PL quantum yield of 0.31 for P3OXDT in chloroform is higher than 0.05 and 0.04 for P3OT and P3O4OXD-P3OT,respectively.
出处 《功能材料》 EI CAS CSCD 北大核心 2011年第6期1075-1078,1082,共5页 Journal of Functional Materials
基金 国家自然科学基金资助项目(21075015)
关键词 聚噻吩 HECK偶联反应 供体-受体 polythiophenes heck coupling reaction donor-acceptor
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