单噁二唑席夫碱的合成与光谱研究

Study on the synthesis and spectroscopy of single schiff base of oxadiazoles ring

4-硝基苯甲酸经酯化和肼解后制得4-硝基苯甲酰肼(2),再与苯甲酰氯反应得到N-苯甲酰基-N,-(对硝基苯甲酰基)-肼(3),(3)在SOCl2存在下脱水环化生成2-苯基-5-(对硝基苯基-)1,3,4-噁二唑(4),(4)被Zn/CaCl2还原为2-苯基-5-(对氨基苯基)-1,3,4-噁二唑(5),(5)与芳香醛反应生成2个含单噁二唑环的新型席夫碱。目标化合物用1 HNMR、FT-IR对其结构进行了验证。研究了它们的UV-Vis光谱和荧光光谱。UV-Vis光谱表明:目标化合物没出现噁二唑环和席夫碱单元所对应的特征吸收峰,共轭效应使两个结构的能带发生了部分杂化而形成新的能带结构,6a和6b分别在350nm和335nm出现最大吸收峰。荧光光谱表明:6a和6b分别在448nm和427nm出现最大发射峰。是一类蓝色发光材料。

4-nitrobenzene chlorobenzoyl hydrazine has been prepared by using esterification and hydrazinolysis of 4-nitrobenzoic acid.And then,reacting with benzovl chloride to give N-benzoyl-N＇-（4-nitro-benzoyl）-hydrazine,2-phenyl-5-（phenyl）-1,3,4-oxadiazole was synthesized by ring-closing reaction in the presence of SOCl2.and then（4） was reduced to 2-phenyl-5-（4-amino phenyl）-1,3,4-oxadiazole（5） by using Zn/CaCl2 as reduction reagent,at last,two single schiff base derivatives containing oxadiazole ring were obtained by the reaction of 2-phenyl-5-（4-amino phenyl）-1,3,4-oxadiazole with aromatic aldehydes.The structures of these compounds were confirmed by 1H-NMR and FT-IR.UV-Vis spectroscopy and fluorescent spectroscopy of them are confirmed.6a and 6b appeared maximum absorption peaks at 350 nm and 335 nm.Fluorescent spectroscopy results showed that： maximum emission peak of 6a and 6b appeared at 448 nm and 427 nm.the target compounds was a kind of blue luminescent materials.