Premium
High‐Molar‐Mass, First and Second Generation L ‐Lysine Dendronized Polymethacrylates
Author(s) -
Zhang Afang
Publication year - 2008
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/marc.200800145
Subject(s) - circular dichroism , molar mass , optical rotation , chemistry , polymer chemistry , steric effects , dendrimer , lysine , polymerization , aqueous solution , materials science , stereochemistry , polymer , organic chemistry , amino acid , biochemistry
The first ( PG1 ) and second ( PG2 ) generation dendronized polymethacrylates with L ‐lysine based dendrons have been synthesized, and their conformation has been investigated. The chiral dendrons can be synthesized efficiently on a multi‐gram scale from L ‐lysine by a solution peptide coupling method, and the over‐all yields for the first ( MG1 ) and second ( MG2 ) generation macromonomers are 77 and 75%, respectively. High molar masses (1 to 2 million) of PG1 and PG2 are achieved by conventional radical polymerization of the corresponding macromonomers. Characterization with optical rotation, circular dichroism, and UV measurements showed that, in contrast to PG1 , PG2 adopts a single‐handed helical conformation in solution, which is stable in different polar solvents and also over a broad temperature range. Interestingly, the stable helical conformation remained in aqueous solution after deprotection of the terminal amines, by which the mass and steric hindrance of the dendrons reduced significantly.