含不同核心第一代π-共轭不对称树状化合物的合成

Synthesis of the First Generation π-Conjugate Unsymmetrical Dendrimers with Different Cores

以3,5-二叔丁基苯酚、三氟甲基磺酸酐和4,5-二乙炔基-2-甲氧基苯酚为原料,合成了4,5-双(3',5'-二叔丁基苯基乙炔基)-2-甲氧基苯酚(单分子枝),单分子枝的酚羟基用三氟甲基磺酸酐酯化得到磺酸酯,后者再分别与偶氮苯、联苯、蒽和芘发色团偶联,得到含不同核心的第一代π-共轭不对称树状化合物。目标化合物的组成和结构分别经1H NMR谱、13C NMR谱、IR光谱和元素分析予以表征。其溶解性测试表明,相对于核(不同的发色团),所有树状化合物均能溶于常用的有机溶剂,并显示出良好的热稳定性。这将有利于其掺杂入其它材料和器件中。

4,5-Bis（3′,5′-di-tert-butylphenylethynyl）-2-methoxyphenol（dendron） was synthesized from 3,5-di-tertbutyl phenol, trifluoromethanesulfonic anhydride and 4,5-diethynyl-2-methoxyphenol. The phenolic hydroxyl group was subsequently esterified by trifluoromethanesulfonic anhydride. By coupling different chromophores（biphenyl, azobenzene, anthracene, pyrene） on the as-obtained sulfonic esters, π-conjugate unsymmetrical dendrimers with different cores were obtained. 1H NMR, 13C NMR spectroscopy, FT-IR spectroscopy and element analysis were deployed to characterize the resultant products. The solubility of the dendrimers reveals that, compared to the cores（varieties of chromophores）, all dendrimers are soluble in most common organic solvents. Meanwhile, the dendrimers show improved thermostability. These two characters make the dendrimers to be easily blended with other materials or added into equipments.