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Cyclodextrins in polymer synthesis: Free radical polymerization of cyclodextrin complexes with N ‐methacryloyl‐11‐aminoundecanoic acid or N ‐methacryloyl‐1‐aminononane as guest monomers
Author(s) -
Jeromin Julia,
Noll Olaf,
Ritter Helmut
Publication year - 1998
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/(sici)1521-3935(19981201)199:12<2641::aid-macp2641>3.0.co;2-y
Subject(s) - monomer , polymer chemistry , polymerization , chemistry , cyclodextrin , polymer , radical polymerization , aqueous solution , organic chemistry
The hydrophobic monomers N ‐methacryloyl‐11‐aminoundecanoic acid ( 1 ) or N ‐methacryloyl‐1‐aminononane ( 2 ) were incorporated as guests into the cavity of heptakis(2,6‐di‐ O ‐methyl)‐β‐cyclodextrin (Me 2 ‐β‐CD) as a host, yielding the water compatible monomers N ‐methacryloyl‐11‐aminoundecanoic acid/Me 2 ‐β‐CD‐complex ( 1a ) and N ‐methacryloyl‐1‐aminononane/Me 2 ‐β‐CD complex ( 2a ). These complexes were polymerized radically in aqueous medium. The resulting polymers 1b and 2b which were obtained from the complexes 1a and 2a , are insoluble in water because of the unthreading of the cyclodextrin during the polymerization. The polymerization rate of 1a and 2a is high in comparison to the rate of the uncomplexed monomers 1 and 2 in solution. In addition, also the yields and viscosities of the polymers 1b, 2b prepared from complexed monomers in water are significantly higher than to the corresponding values of polymers 1c, 2c prepared in solution.