Abstract
Silyl ether constitutes a multipurpose (macro)molecular functionality for being, e.g., SuFEx-clickable and easily cleavable as a hydroxyl precursor. Its direct incorporation by anionic polymerization is challenged by its base susceptibility. In this study, a two-component organocatalyst shows strict epoxy-selectivity in the anionic ring-opening polymerization (ROP) of commercially available tert-butyldimethylsilyl (R)-(-)-glycidyl ether (TBSGE). The silyl ether pendant groups are fully preserved in the resultant polyether and readily undergo acidic hydrolysis to yield well-defined linear polyglycerol (PGC). Combination of the ROP with mechanistically distinct polymerization chemistries delivers PGC-based polyurethane and a hybrid amphiphilic block copolymer. The SuFEx reaction with sulfonyl fluoride shows effective tuning of polyTBSGE into a sulfonate-functionalized polyether. We have thus exploited the chemoselectivity of organocatalysis to facilitate access to polymers carrying reactive pendant functionalities.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Similar Papers
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.