以4-氨基硝基苯为起始原料,通过溴代、重氮去氨基、硝基还原制备出重要中间体3,5-二溴苯胺,再以3,5-二溴苯胺和3-溴苯胺分别与苯酚衍生物进行重氮偶合反应,合成了10个 D-π-A 型偶氮苯衍生物,利用FT-IR、NMR、ESI-MS、元素分析和 X-单晶衍射等表征方法,确定目标化合物结构,并通过 UV-Vis 光谱研究了系列目标化合物光致变色性能,测定其光致顺反异构速率常数。研究结果表明,目标化合物表现出显著光致变色性能,顺反异构转变速率常数数量级为10－2~10－3 s－1,异构转变速率快慢主要取决于化合物分子的取代基空间位阻大小。
Starting from 4-nitroaniline,the key intermediate 3,5-dibromoaniline was obtained by sequential reac-tions of bromination,diazotization deamination and nitro-reduction.Then 3,5-dibromoaniline and 3-bromoani-line were reacted with phenol derivatives to give 10 novel D-π-A azobenzene derivatives via azo coupling respec-tively.The structures of the target compounds were confirmed by NMR,ESI-MS,elemental analysis and X-ray single crystal diffraction.The photochromic property was characterized by UV-Vis spectroscopy,and the re-versible cis-trans isomerization speed constants were tested.The results indicate that the target compounds dis-played sensitive photochromic response.The isomerization speeds constants ranged from 10-2 to 10-3 s-1 .The isomerization speeds mainly depended on molecular steric hindrance.
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