双H-苯并咪唑-基-十三碳烯的合成及其性能-精细化工.DOC

1,1-双(1H-苯并咪唑-2-基)-1-十三碳烯的合成及其性能 钱永1,2*，胡俊伟1，徐艳梅 1 （1．苏州科技大学 化学生物与材料工程学院，江苏 苏州215009；2．江苏省环境功能材料重点实验室，江苏 苏州 215009） 摘要：以邻苯二胺丙二酸为3mol/L盐酸催化下合成双1H-苯并咪唑甲烷通过Knoevenagel反应合成了H-苯并咪唑-2-基)-1-十三碳烯。利用元素分析、FTIR1HNMR对合成产物的结构进行了表征。考察了常规碱催化剂对反应的影响，发现六氢吡啶催化效果最好，产物收率达76.33%。UV-Vis和荧光光谱（FL）测定了目标化合物的光学性能。结果表明和3nm 3处有紫外吸收峰，可有效覆盖日光紫外线UVA和UVB波段；在360 nm 波长激发下，目标化合物溶液在λem=468nm处有蓝紫色荧光，固体em=483.5 nm处有蓝紫色荧光，荧光量子产率为0.47。标题化合物荧光增白效果与常用荧光增白剂VBL相当。 关键词：Knoevenagel反应；荧光性能Synthesis and Properties of 1,1-Bis (1H-benzimidazole-2-yl) -1- tridecylene QIAN Yong1,2, HU Junwei1, XU Yanmei1 (1. School of Chemistry, Biology and Material Engineering, Suzhou University of Science and Technology, Suzhou 215009,Jiangsu, China;2. Jiangsu Key Laboratory of Environmental Functional Material, Suzhou 215009,Jiangsu, China) Abstract:The intermediate bis(1H-benzimidazole-2-yl) methane was synthesized by using o-phenylenediamine and malonic acid as raw materials. Then, a novel compound 1,1-bis(1H-benzoimididazole-yl)-1- tridecylene was synthesized via Knoevenagel reaction from lauric aldehyde and bis(1H-benzimidazole-2-yl) methane. The structure of the target compound was characterized by means of elemental analysis, FTIR and 1HNMR spectra. The effect of conventional base catalysts on the yield of the title compound in Knoevenagel reaction was investigated, and the result indicated that piperidine has the best catalysis effect with a yield 76.33%.UV-Vis, solution fluorescence and solid fluorescence spectroscopy were used to study its photophysics properties. The results showed that the entitle compound has three UV absorption peaks at 243, 315 and 361nm in the dilute solution of ethanol, and a blue-purple fluorescence emission peak at 468nm excited by 360nm. Solid state thin film of the product also emitted a blue-purple fluorescence emission peak at 483.5 nm with a about 20nm red shift compared to the solution fluorescence. The fluorescence quantum yield of the title compound was 0.47. And contrastive tests showed t