Synthesis of Poly(para-aminostyrene) from 4-Chloromethyl Styrene Homopolymer and Its Styrene Copolymer
4-Chloromethyl styrene homopolymer and its copolymers with styrene were prepared from their corresponding 4-chloromethyl styrene and styrene monomers at 1:0, 1:1, 1:3 and 1:5 mole ratios. These homo- and copolymers were synthesized by radical polymerization in presence of AIBN as initiator and dry toluene as solvent. Then, chloromethyl groups were converted into azidomethyl groups on the homo- and copolymers by substitution nucleophilic reaction in the presence of sodium azide (NaN3) and dry dimethylformamide (DMF) as solvent.Finally, poly(para-amino styrene) homopolymers with different mole ratios of amino group on the polymer chain were prepared by reaction of Schmidt rearrangement in the presence of 3-fluoromethane sulfonic acid from the homopolymer and its corresponding styrene copolymers having all azido methyl groups. Structures of the obtained homopolymers and copolymers were characterized by FTIR, 1H NMR, and 13CNMR spectroscopy. Solubility of the homopolymer and copolymer products was tested in some organic solvents.