Precision synthesis of 3-substituted urushiol analogues and the realization of their urushiol-like performance.

ABSTRACT: Urushiol is a resource-limited natural coating material with diverse applications; however, the synthesis of urushiol analogues and the realization of their urushiol-like performance remain challenging. Herein, four urushiol analogues, namely, 3-((4-alkenoylpiperazin-1-yl)methyl)catechols with the precise 3-substitution pattern on a catechol as that found in urushiol were synthesized by employing the Mannich reaction of catechol with formaldehyde and N-Boc-piperazine as the key step in a two-step route. By using optimization, the advantages of convenience in operation, cost-effectiveness, and scalability could be obtained. The electropolymerization of these analogues on copper was found to be practical due to their higher aerobic stability than urushiol, affording robust coatings wi

SUBMITTER: Wei Z 

PROVIDER: S-EPMC9069942 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature