新型双偶氮化合物的合成、表征及光响应性能研究

The synthesis,characterization and photoresponse of a novel diazo compound

以苯甲酸为原料,通过多步反应合成了1种新型双偶氮化合物3,5-二-(4-羟基苯基偶氮)苯甲酸乙酯.利用IR1、HNMR、UV-vis进行结构表征.该化合物(1.2×10-5mol.L-1四氢呋喃溶液)紫外光谱K带的最大吸收波长为360 nm,其摩尔吸光系数ε为62 833 L.mol-1.cm-1.在365 nm紫外光照射下,该化合物发生反-顺光异构化,光照6 min后达到光稳定态,K带最大吸收波长蓝移33 nm.将其置于暗室,40 h后恢复原态.偶氮发色团反-顺光异构化转化率(R)、光稳态顺式异构体含量(Y)分别为52.26%,54.88%.在质子溶剂乙醇中,溶剂与该化合物形成分子间氢键,导致该化合物在365 nm紫外光照射下不发生反-顺光异构化.

A novel diazo compound ethyl-[3,5-bis（4-hydroxyphenylazo）]benzoate was synthesized through multistep reactions with carboxybenzene as raw material.The structure was characterized by IR、1HNMR、UV-vis.The maximum absorption wavelength（1.2×10-5 mol·L-1 THF solution）、the molar absorption coefficient（ε） of the compound were 360 nm and 62 833 L·mol-1·cm-1.The compound took place trans-cis photoisomerization under 365 nm UV irradiation.The photostationary state was obtained after irradiation for 6 min.The maximum absorption wavelength（K band） of the compound blue shifted 33 nm.It recovered original state 40 h later in the dark.The efficiency of trans-cis photoisomerization（R）、the content of cis-isomer（Y） of azo chromophore were 52.26 % and 54.88%.In proton solvent（ethanol）,due to the formation of the intermolecular hydrogen bond between solvent and the compound,the trans-cis photoisomerization of the compound was inhibited under 365nm UV irradiation.