Synthesis and characterization of quaternized poly-alkyl alpha-chloroacetoxymethacrylates

The homopolymers of ethyl alpha-chloroacetoxymethacrylate (ECAM) and t-buty l alpha-chloroacetoxymethacrylate (TBCAM) were quaternized homogeneously wi th trimethylamine (TMA) and N,N-dimethyldodecylamine in N,N-dimethylformami de (DMF). The H-1-NMR measurments were used for the determination of the de gree of quaternization (DQ) values. The DQ value of poly-ECAM quaternized w ith TMA at room temperature after 1 h was found to be 84 %, while the DQ va lue for poly-ECAM quaternized with N,N-dimethyldodecylamine was 37 %. React ivity of poly-TBCAM was lower than that of poly-ECAM. The lower DQ value of TMA quaternized poly-TBCAM (19 %) is caused by steric hindrance in the vic inity of CH2Cl group due to bulky t-butyl group. Increasing reaction time, polymer concentration and temperature above a certain value for each polyme r, resulted in crosslinked polymers. Solubility of the quaternized polymers is controlled by the substituents. Thermogravimetric analysis showed disti nct differences in thermal stabilities which is controlled by the quaternar y amine groups and ester substituents.