6533b7cffe1ef96bd1258fbc

RESEARCH PRODUCT

Cyclodextrins in polymer synthesis: polymerization of methyl methacrylate under atom-transfer conditions (ATRP) in aqueous solution

Markus HartensteinJoachim StorsbergAxel H. E. MüllerHelmut Ritter

subject

Polymers and PlasticsChemistryOrganic ChemistryRadical polymerizationPhotochemistryLiving free-radical polymerizationchemistry.chemical_compoundEnd-groupChain-growth polymerizationPolymerizationPolymer chemistryMaterials ChemistryReversible addition−fragmentation chain-transfer polymerizationMethyl methacrylateIonic polymerization

description

Host guest complexes of methyl methacrylate (MMA) and randomly methylated β-cyclodextrin (m-β-CD, 1 a) were polymerized in aqueous medium using atom-transfer radical polymerization. Ethyl 2-bromoisobutyrate (EBIB) was used as an initiator, copper(I) bromide as the catalyst, and bipyridine (bipy) or 4,4′-di-(5-nonyl)-2,2´-bipyridine (dNbipy) as ligands. The unthreading of m-β-CD during the polymerization led to water-insoluble poly(methyl methacrylate) (PMMA). It was found that using dNbipy resulted in higher monomer conversion than using bipy as the ligand under similar conditions. Furthermore, it is shown that the polymerization of MMA under these conditions has a living character. The polymers obtained have a much lower polydispersity than those obtained from conventional free-radical polymerization. Also, the block copolymerization of PMMA bearing a bromoester end group with CD-complexed styrene (2 a) was carried out under ATRP conditions in aqueous medium.

https://doi.org/10.1002/1521-3927(20001201)21:18<1342::aid-marc1342>3.0.co;2-z