Cyclodextrins in polymer synthesis: Dimethyl-β-cyclodextrin as thermosensitive retardant for the radical polymerization of N-methacryloyl-L-tyrosine derivatives in water
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Titel:
Cyclodextrins in polymer synthesis: Dimethyl-β-cyclodextrin as thermosensitive retardant for the radical polymerization of N-methacryloyl-L-tyrosine derivatives in water
Beschreibung:
AbstractThe synthesis and characterization of N-methacryloyl-L-tyrosine methyl ester (3a) and ethyl ester (3b), and their acetyl derivatives O-acetyl-N-methacryloyl- L-tyrosine methyl ester (4a) and ethyl ester (4b) are described. Monomers 3 and 4 were complexed with RAMEB (randomly methylated ß-cyclodextrin) yielding water soluble host-guest complexes 5a-d. The radical polymerization of monomers 3 and 4 was investigated in the presence as well as in the absence of RAMEB in aqueous medium at room temperature and also at 60°C. It is shown that the polymerization tendency of complexes 5a-d at room temperature is lower, leading to polymers of higher molecular weight, compared to the free monomers 3 and 4. Furthermore, the polymerization of monomers 3 and 4 was carried out in homogenous organic solution using 2,2’-azoisobutyronitrile as initiator, and the results are discussed.