取代芳香醛缩芳香胺双席夫碱的合成及谱学性质有机化学.pdfVIP

2008 年第 28 卷 有 机 化 学 Vol. 28, 2008 第 8 期, 1404～2409 Chinese Journal of Organic Chemistry No. 8, 1404～1409 ·研究论文· 取代芳香醛缩芳香胺双席夫碱的合成及谱学性质 洪 涌 a 肖静怡a 陈世平 b 王蔚玲 a 黄可龙*,a (a 中南大学化学化工学院 长沙 410083) (b 湖南工业大学科技处 株洲 412008) 摘要 采用冰浴合成法合成了一系列席夫碱, 其中 4 种化合物为首次报道, 研究了其 IR, 1H NMR 波谱性质, 测定了它 们在溶液中以及固态时的紫外吸收光谱和荧光光谱, 探讨了席夫碱类化合物分子结构与光谱之间的关系. 实验结果表 明, 水杨醛上的邻羟基是席夫碱类化合物具有荧光性质必要条件; 极性溶剂中, 苯甲醛邻位和对位上 OH 的存在均可引 起双席夫碱结构的变化. 关键词 双席夫碱; 荧光光谱; 紫外吸收光谱; 分子结构 Synthesis of Substituted Aromatic Aldehydes Bis-Schiff Bases and Their Spectrum Properties HONG, Yonga XIAO, Jing-Yia CHEN, Shi-Pingb WANG, Wei-Linga HUANG, Ke-Long*,a (a College of Chemistry and Chemical Engineering, Central South University, Changsha 410083) (b Science Technology Department, Hunan University of Technology, Zhuzhou 412008) Abstract A series of Schiff bases were synthesized by reacting aromatic aldehyde with primary amines in an ice bath. Four of them were first reported. The chemical structures of these compounds were character- 1 ized by means of IR and H NMR spectra. Their UV absorption and fluorescence spectrum were determined in solution and solid state, and the relationship between the molecule structures and the spectra was dis- cussed. It was found that an OH group at an ortho position in the salicylaldehyde is necessary for strong fluorescence properties of Schiff base and the main fa