Molecular structure and chiral recognition ability of highly branched cyclic dextrin carbamate derivative.

A hyperbranched polymer, highly branched cyclic dextrin tris(3,5-dimethylphenylcarbamate) (HDMPC), consisting of rigid rodlike subchains was synthesized to investigate dimensional and hydrodynamic properties of HDMPC in methyl acetate and 4-methyl-2-pentanone at 25 °C. Both gyration radii and intrinsic viscosities of the HDMPC sample in the two solvents were much smaller than those for the linear amylose tris(3,5-dimethylphenylcarbamate) (ADMPC) chain with the corresponding molar mass. The chiral column made of the HDMPC sample has chiral separation ability for 8 racemates with a mobile phase of hexane/2-propanol while 6 of them were also separated by our previously investigated linear ADMPC column. These results indicate that HDMPC retains the functionality of the rigid linear ADMPC chain with much smaller chain dimensions and lower solution viscosity than those for the linear chain with the same molar mass.