Functional regioregular (poly)urethanes from soft nucleophiles and cyclic iminocarbonates

Autor:	Bruno Grignard, Pieter Mampuys, Julien Escudero, Dario Masullo, Filip Lemière, Bert U. W. Maes, Christophe Detrembleur
Rok vydání:	2022
Předmět:	Chemistry Polymers and Plastics Organic Chemistry Bioengineering Biochemistry
Zdroj:	Polymer Chemistry
ISSN:	1759-9962 1759-9954
DOI:	10.1039/d2py01077a
Popis:	The catalyst-free synthesis of urethanes from cyclic iminocarbonates, used as masked isocyanates, and soft nucleophiles (i.e. carboxylic acids and thiols) has been studied. Remarkably, the ring-opening reaction was fully site-selective (i.e. methylene). The disclosed method showed high functional group tolerance towards carboxylic acids bearing alkyl-, alkenyl-, ketone-, pyrone- and hydroxyl groups. This methodology was further applied for the construction of regioregular functional polyurethanes by step-growth copolymerization of cyclic bisiminocarbonates and dicarboxylic acids or dithiols. M-w up to 34 000 g mol(-1) was obtained in a fully atom-economical manner using an equimolar amount of both monomers.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f728671b6c44a66e0d2d7e1036b786c4 https://doi.org/10.1039/d2py01077a Zobrazit plný text záznamu