Expanding the aqueous-based redox-facilitated self-polymerization chemistry of catecholamines to 5,6-dihydroxy-1H-benzimidazole and its 2-substituted derivatives
作者:Ka Wai Fan、Matthew B. Peterson、Peter Ellersdorfer、Anthony M. Granville
DOI:10.1039/c5ra25590b
日期:——
with 5,6-dihydroxy-1H-benzimidazole (DHBI) to generate polymeric material that is analogous to poly(dopamine) (PDA), proving the possibility to expand the catecholamine-exclusive chemistry to N-heterocyclic catechol derivatives. DHBI underwent similar reaction pathways as dopamine to self-polymerize into the lightly cross-linked, π-conjugated poly(5,6-dihydroxy-1H-benzimidazole) (PDHBI). However, it was
可以使用5,6-二羟基-1 H-苯并咪唑(DHBI)进行水基氧化还原促进的自聚合反应,生成类似于聚(多巴胺)(PDA)的聚合材料,证明可以扩展儿茶酚胺- N-杂环邻苯二酚衍生物的专有化学。DHBI经历了与多巴胺类似的反应途径,以自聚合成轻度交联的,π-共轭的聚(5,6-二羟基-1 H)-苯并咪唑)(PDHBI)。然而,观察到DHBI的聚合进行得比多巴胺快,并且可以像多巴胺聚合一样在紫外线刺激下进一步增强。当在各种基材上涂布时,PDHBI涂料与PDA一样具有促进表面润湿性的作用,但由于交联密度降低,显示出较低的热稳定性。证明了DHBI和多巴胺之间的共聚相容性,并且通过掺入多巴胺作为共聚单体/交联剂,可以提高PDHBI的热稳定性。尽管两种聚合物之间的相似度很高,但PDHBI拥有咪唑部分作为独特特征。由于o的多用途化学-用于单体合成的-苯二胺,可以通过选择所需的羧酸来制备在咪唑环的2-碳位置处具