取代基对螺噁嗪类化合物光致变色性能影响的探究

本文合成了4种螺噁嗪类化合物,并通过FTIR、1H NMR、ESI-MS对其结构进行了表征。研究了吲哚环上氮原子和噁嗪环9′位不同的取代基及溶剂化效应对其光致变色性能的影响。结果表明,吲哚环的氮原子引入体积较大的基团对螺噁嗪最大吸收波长无明显影响,然而有利于开环体的稳定性,且溴原子的引入会影响螺噁嗪的光响应性;噁嗪环9′位上的供电子基团会降低螺噁嗪的开环体稳定性;螺噁嗪开环体的褪色过程符合一级动力学方程;在非质子溶剂中,螺噁嗪开环体的最大吸收波长呈现正向溶剂化效应;有机酸的加入,可以增加开环体的热稳定性。

Study on the Influence of Substituents on the Photochromic Properties of Spirooxazine Compounds

Four spirooxazine compounds were synthesized,and their structures were characterized by FTIR,1H NMR,and ESI-MS.The effects of different substituents on the nitrogen atom of the indole ring and the 9′-position of the oxazine ring and the solvation effect on the photochromic properties were studied.The results show that the bulky group on the indole nitrogen atom has no significant effect on the maximum absorption wavelength,but it is beneficial to the stability of the PMC and the introduction of bromine atoms can reduce the light responsiveness of spirooxazine.The electron-donating group at the 9′-position of the oxazine ring can reduce the stability of the PMC.Moreover,the fading process of the spirooxazine conforms to the first-order kinetic equation.In aprotic solvents,theλmax of PMC is positively correlated with solvent polarity.The addition of organic acid can increase the thermal stability of the PMC.