Synthesis and Properties of<i>N</i>-Arylpyrrole-Functionalized Poly(1-hexene-<i>alt</i>-CO)
作者:Evan M. Samples、Jeremy M. Schuck、Padmanabh B. Joshi、Katherine A. Willets、Graham E. Dobereiner
DOI:10.1021/acs.macromol.8b01629
日期:2018.11.27
The 1,4-polyketone derived from 1-hexene and carbon monoxide, poly(1-hexene-alt-CO) (1), can undergo Paal–Knorr cyclization with substituted anilines to yield N-pyrrole-functionalized polyketones. A variety of pendant functionalities are introduced to 1, including azobenzene (6) and triarylamines (5a–e). The extent of incorporation depends on the nucleophilicity of the parent aniline. Polymer 6 exhibits
1,4-聚酮从1-己烯和一氧化碳,聚(1-己烯衍生的ALT -CO)(1),可以进行帕尔-克诺尔环化与取代的苯胺,得到ñ -吡咯官能聚酮。1引入了各种侧基官能团,包括偶氮苯(6)和三芳基胺(5a – e)。结合程度取决于母体苯胺的亲核性。聚合物6表现出UV诱导的反式→顺式光异构化,并且相对于母体1具有较低的光诱导分解速率。含三芳基胺的聚合物5a – e具有氧化还原活性,在化学氧化后形成光学活性自由基阳离子。与模型N-芳基吡咯化合物9a – e相比,聚合物5a – e在溶液相差动脉冲伏安法中表现出紫外可见吸收的七色移,并且在+0.5至+1.2 V(vs Ag / AgCl)之间显示特征。