Reactive & Functional Polymers, Vol.40, No.2, 135-141, 1999
Quaternary salt formation of optically active helical polymethacrylates having pyridyl group in the side chain
The reaction of diphenyl-3-pyridylmethyl and 1-(3-pyridyl)dibenzosuberyl methacrylates with CH3I in CHCl3 at 35 degrees C for 24 h lead to quantitative quaternization of pyridyl group while the reaction using diphenyl-2-pyridylmethyl and 1-(2-pyridyl)dibentosuberyl methacrylates gave only low degree of quaternization. Single-handed helical poly(diphenyl-3-pyridylmethyl) and poly[1-(3-pyridyl)dibenzosuberyl methacrylate] were also quantitatively quaternized with CH3I under the above reaction conditions: the former polymer appeared to lose its helical conformation and the chiroptical properties through the reaction while the conformation of the latter polymer seems to sun;ive the quaternization process. The latter polymer quantitatively reacted with decyl and octadecyl iodides in a CHCl3-DMSO mixture at 55 degrees C to give hairy rod molecules.