4-甲基2-辛氧基-6-苯氧基-1-苯基-7H-苯并[1,2,3-de]喹啉-7-酮的合成及光致变色性质.pdfVIP

4- 甲基2-辛氧基-6-苯氧基-1-苯基-7H-苯并[1，2 ，3-de]喹啉-7-酮的合成及 光致变色性质 朴英爱b 尹京花b 李元杰b 罗源b 吴学*,a (a 延边大学长白山生物功能因子省部共建教育部重点实验室 延吉 133002) b ( 延边大学化学系 延吉 133002) 摘要 本文合成了4-甲基-2-辛氧基-6-苯氧基-1-苯基-7H-苯并[1,2,3-de]喹啉-7-酮,通过红外光谱、核磁共 振和质谱方法对其结构进行了表征;利用紫外-可见光谱研究化合物的光致变色性,ana 醌式最大吸收波长较 trans 醌式红移72 nm,红移程度大于苯氧基萘并萘醌类衍生物10 nm 以上;利用TD/B3LYP 方法在溶剂存在下 计算了该物质的紫外吸收光谱,计算值和实验值变化趋势一致. 关键词 光致变色性;合成;理论计算 Synthesis and Photochromism of 4-methyl-2-(octyloxy)-6- phenoxy-1-phenyl-7H-naphtho[1,2,3-de]quinolin-7-one PIAO, Ying-Aib YIN, Jing-Huab LI,Yuan-Jieb LUO, Yuanb WU, Xue*a,b a ( Key Laboratory of Natural Resources of the Chanbai Mountain and Functional Molecules, Ministry of Education, Yanji 133002, China) b ( Departm ent of Chemistry, Yanbian University, Yanji 133002) Abstract In this article, 4-methyl-2-(octyloxy)-6-phenoxy-1-phenyl-7H-naphtho[1,2,3-de]quinolin-7-one was synthesized. and it was charactered by IR and NMR. In the photochromism study, we found that the peak maximum of ana had been red shift 72 nm than the trans. It was better than the phenoxynaphthacenequinone derivatives. In the more, we calculated with TD/B3LYP, and the result indicated the variety according with the experiments. Keywords photochromism; synthes; calculate in theoretics 苯氧基萘并萘醌类光致变色材料具有耐疲劳性和显色体在室温下热消色反应可以忽略等特 点,同时该类材料在紫外光辐照下所形成的信息可通过在氨气氛中处理固化,可望应用于3D光信 息储存[1-6],是一类重要的光致变色材料而备受人们的关注.在紫外光照射下,苯氧基萘并萘醌分 子的苯基发生l,5迁移,生成在可见光区有吸收的产物.其光化学机理为[7] :trans醌式经紫外光激 发,形成trans醌式激发单线态(S1),此激发单线态经系间窜跃形成trans激发三线态(T1),trans三 线态再经过能量转移形成ana三线态(T1),最后形成ana醌式产物.6－苯氧基-5,12－并四苯二醌