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Cyclodextrins in polymer synthesis: polymerization of methyl methacrylate under atom‐transfer conditions (ATRP) in aqueous solution
Author(s) -
Storsberg Joachim,
Hartenstein Markus,
Müller Axel H. E.,
Ritter Helmut
Publication year - 2000
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/1521-3927(20001201)21:18<1342::aid-marc1342>3.0.co;2-z
Subject(s) - polymer chemistry , atom transfer radical polymerization , methyl methacrylate , polymerization , living free radical polymerization , copolymer , reversible addition−fragmentation chain transfer polymerization , living polymerization , radical polymerization , ionic polymerization , cationic polymerization , monomer , chain transfer , chemistry , materials science , polymer , organic chemistry
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.