Abstract
Poly(glycidyl methacrylate) (PGMA) has been synthesised by cobalt catalysed chain transfer polymerisation (CCTP) yielding, in one step, polymers with two points for post polymerisation functionalisation; the activated terminal vinyl bond and in chain epoxide groups. Epoxide ring-opening and a combination of thiol-Michael addition and epoxide ring-opening has been used for the post-functionalisation with amines and thiols to prepare a range of functional materials.
Highlights
Epoxides are a highly reactive functional group arising from high ring strain of the three-membered ring.[1]
Epoxide containing polymers were synthesised via catalysed chain transfer polymerisation (CCTP) of glycidyl methacrylate, with control of molecular weight accessed by increasing or decreasing the CoBF catalyst concentration
Epoxide containing polymers were subsequently functionalised via several routes; full functionalisation with primary amines led to the functionalisation of both epoxide and vinyl groups, whereas functionalisation with secondary amines retained high levels of vinyl functionality whilst obtaining full amine addition to epoxide groups
Summary
Epoxides are a highly reactive functional group arising from high ring strain of the three-membered ring.[1]. Scheme 1 Dual functionalisation of poly-GMA via thiol-Michael addition to vinyl groups and epoxide ring-opening with functional amines. Reaction of poly-GMA (B) with dibenzylamine was attempted as it was postulated that the CH2 groups between the amine and phenyl ring may reduce the steric hindrance, a low level of approximately 35% amine addition was observed, the majority of epoxide peaks remained, indicating limitations in the functionalisation of these materials using hindered secondary amines.
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: 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.
