Synthesis and Polymerization of N-Substituted Acrylamide Containing Pyrrole Ring in N-Substituent

Abstract

N-Substituted acrylamide derivatives containing Pyrrole nucleus were synthesized.
It was found that the rate equation of homopolymerization of PMA (R=H) was Rp=k[PMA]1.05, [AIBN]0.48 and that the chain transfer to PMA was not degradative. ln the copolymerization, the e value of PMA varied with polymerization conditions. Using styrene as a comonomer, the polarization of the carbonyl group of PMA was relieved due to dimerization through the hydrogen bonding so that the e value of PMA was negative (- O, 64). On the other hand, in the copolymerization with MMA, the dimerization of PMA was disturbed partially due to the intermolecular hydrogen bonding between PMA and MMA. Therefore the polarization of PMA was more increased to give a positive e value (+0.41), The hydrogen bending was confirmed by the red shift NH(pyrrole) in IR spectra.