多苯环树枝状化合物的合成及对荧光小分子荧光作用  

Synthesis of A Multi-benzene Dendritic Molecule and Its Fluorescence Interaction with Different Fluorophores

作　　者：宁春花[1,2] 金圣[1] 王长领[1] 

机构地区：[1]常熟理工学院化学与材料工程学院,江苏常熟215506 [2]常熟理工学院江苏省新型功能材料重点建设实验室,江苏常熟215506

出　　处：《精细化工》2015年第12期1327-1332,共6页Fine Chemicals

基　　金：江苏省高校自然科学研究面上项目(15KJB430001)~~

摘　　要：以均苯四甲酸酐(PMDA)和二乙醇胺(DEA)为原料,制备均苯四甲酰四二乙醇胺(PTDA),用小分子荧光体3,5-二羟基苯甲酸(3,5-DAC)修饰PTDA,合成多苯环树枝状化合物(PTDA-3,5-DAC)。通过红外光谱、核磁共振和电喷雾质谱表征了其结构。研究了PTDA-3,5-DAC与荧光小分子(曙红B、罗丹明B、亚甲基蓝和达旦黄)组成的能量转移体系中,荧光小分子荧光强度的变化。结果表明,合成PTDA-3,5-DAC的最佳反应条件为:反应温度160℃,反应时间4 h,催化剂对甲苯磺酸质量占反应体系总质量的2.0%,产物产率为75.67%。PTDA-3,5-DAC作用于荧光小分子的DMF溶液,荧光强度增强。随着PTDA-3,5-DAC浓度的增大,曙红B、罗丹明B和亚甲基蓝的荧光强度先增大后减小;达旦黄的荧光强度保持较小程度的增强。Pyromellit-tetra-diethanol amine （PTDA） was synthesized from pyromellitic dianhydride （ PMDA ） and diethanol amine （ DEA ）. Multi-benzene dendritic molecule （ PTDA-3,5-DAC ） was synthesized from FFDA and 3,5-dihydroxybenzoic acid （ 3,5-DAC ） as modifier. Its structure was identified by FTIR, 1HNMR, 13CNMR and ESI-MS. In the energy transfer systems of PTDA- 3,5-DAC and fluorophores （Eosin B, Rhodamine B, Methylene blue and Titan yellow ）, the changes of fluorescence intensity were studied. The results showed that the optimum conditions were determined as following： reaction temperature was 160 ～C, reaction time was 4 h,the mass fraction of toluene sulfonic acid as catalyst to total mass of reaction substances was 2. 0%. The yield was 75.67%. The fluorescence of fluorophores increased when PTDA-3,5-DAC was added into the fluorophores＂ DMF solutions. The fluorescence of Eosin B, Rhodamine B and Methylene blue increased first and then decreased with the increasing concentration of PTDA-3,5-DAC. The fluorescence of Titan yellow lesser increased with the increasing concentration of PTDA-3,5-DAC.

关 键 词：多苯环树枝状化合物 均苯四甲酸酐 3 5-二羟基苯甲酸 荧光 功能材料 

分 类 号：TQ617.3[化学工程—精细化工]