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新型含噻二唑环双元Schiff碱光电材料的合成及其性能研究 被引量:3

Synthesis and Properties of Novel Di-Schiff Base Derivative Containing Thiadiazole Ring as Photoelectric Material
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摘要 合成了一种新型含噻二唑环双元Schiff碱有机光电材料。首先通过两种方法合成了中间体5-对氨基苯基-2-氨基-1,3,4-噻二唑,其中与以4-氨基苯甲酸为主要原料的合成方法相比,以4-硝基苯甲酸为主要原料的合成方法反应步骤多一步,但中间体收率可提高18%;将中间体与4-甲氧基苯甲醛反应生成2-(4-甲氧苯基亚甲氨基)-5-(4-甲氧苯基亚甲氨基苯基)-1,3,4-噻二唑(简称目标化合物)。通过1H NMR、FTIR和元素分析对目标化合物结构进行表征,并考察了该化合物的紫外-可见吸收光谱、荧光发射光谱、电化学性质以及热稳定性。实验结果表明,该化合物紫外-可见最大吸收峰出现在374nm处;蓝色荧光发射峰位于442m附近;由循环伏安法测得其电子亲和势为2.76eV,电离势为5.58eV;TG-DSC分析结果表明,目标化合物具有较好的热稳定性。 A novel organic di-Schiff base derivative containing thiadiazole ring, which could be used as photoelectric material, was synthesized. Firstly, the intermediate 5-(p-aminophenyl)-2-amino-1,3, 4- thiadiazole was synthesized through two ways. Although the first way using 4-nitrobenzoic acid as the main raw material had one more step than the second way using 4-aminobenzoic acid as the main raw material, its intermediate yield was 18% higher. The intermediate reacted with 4-methoxybenzaldehyde, and then the target compound 2-(4-p-rr^ethoxy-phenyl-methyleneamino )-5-(4-p-methoxy-phenyl-rnethylene aminophenyl )- 1,3,4-thiadiazole was obtained. The target compound was characterized by means of ~H NMR, FrIR and elemental analysis. Its UV-Vis spectrum, photo-luminescent spectrum, cyclic voltammetry curves and TG- DSC curves were studied. The UV-Vis result showed that the maximum absorption wavelength was 374 run. The photo-luminescent result showed that it could emit blue fluorescence and the maximum emissive wavelength was around 442 nm. The cyclic voltammetry curves indicated that the electron affinity was 2.76 eV and ionization potential was 5.58 eV. The TG-DSC curves revealed its good thermal stability.
出处 《石油化工》 CAS CSCD 北大核心 2011年第7期759-763,共5页 Petrochemical Technology
关键词 噻二唑 双元Schiff碱 有机光电材料 thiadiazole di-Schiff base photoelectric material
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