化学学报 ›› 2002, Vol. 60 ›› Issue (8): 1513-1516. 上一篇    下一篇

研究论文

含蒽醌基单偶氮染料光电导性质构效研究

张玉红;赵华绒;俞庆森   

  1. 浙江大学化学系,杭州(310027)
  • 发布日期:2002-08-15

Synthesis and Photoconductive Properties of Azo Pigment from Anthraquinone

Zhang Yuhong;Zhao Huarong;Yu Qingsen   

  1. Department of Chemistry, Zhejiang University,Hangzhou(310027)
  • Published:2002-08-15

由1-氨基蒽醌和不同偶合基合成了九个含蒽醌基的单偶氮染料,并对其进行了 元素分析、红外光谱和紫外光谱表征。紫外光谱研究结果表明,偶合基酰胺芳环上 取代基对偶氮染料的吸收光谱影响不大。当偶合基由2-羟基-3-氨替酰胺萘酚( Azol~8)变为2-羟基-11氢-苯并咔唑-3-氨替酰胺萘酚(Azo9)时,偶氮染料的吸收 红移了130 nm,最大吸收出现在662 nm处,成为近红外染料。偶氮染料光电导性质 的研究表,偶合基酰胺芳环上取代基吸电子效应越强,光敏性越好,且与Hammett 常数σ有良好的相关性。值得注意的是萘环上扩大一个咔唑环(Azo9),使偶氮染 料的光敏性提高了几十倍,表明在萘环上扩大共轭环是提高偶氮染料光敏性的一个 良好途径。

关键词: 蒽醌, 偶氮染料, 吸收光谱法, 光敏性, 元素分析, 红外分光光度法, 电导

Nine azo pigments have been synthesized by coupling 1- aminoanthraquinone with various couplers. The results of elemental analysis and IR spectrum indicate that the synthesis and purification are successful. It is important to note that when the coupler was changed from 2-hydroxy-3-naphthanilide to 2-hydroxy-11 H- benzocarbazole-3-carboxanilide (Azo9), a red shift of 130 nm from 528 nm to 662 nm in DFM solution was observed. The photoconductive properties were performed on a bilayer xerographic device. The results show that the photosensitivity of the pigment has a sensitivity relationship with both electronic and conjugate effects. The electron- withdrawing groups in the anilide ring of the coupler moiety enhance the photosensitivity. Remarkable increase of photosensitivity was observed with Azo9, suggesting that conjugation effects drastically influence the photoconductive properties.

Key words: ANTHRAQUINONE, AZO DYES, ABSORPTION SPECTROMETRY, PHOTOSENSITIVITY, ELEMENTAL ANALYSIS, IR

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