Study On N-substituted Maleimide With Flexible Side Chain

By using maleic anhydride, alanine and aliphatic alcohol as raw materials, N-substituted maleimides having both flexible side chain and chiral carbon atom were prepared through a new three-step and two-volume method. Appropriate solvents and catalyst were selected,and the better reaction conditons were determined. The monomer(BAM) with high optical rotation was prepared. However, it's optical polymer was'nt prepared in this paper. RAM were radically homopolymerized and BAM was copolymerized with styrene(St). The effects of solvents, temperature, concentration and monomer ratio on polymerization were discussed. N-(а-methyl-butyoxl )maleimide was polymerized with azodiisobutyronitrile(AIBN) as initiator. The change of initial polymerization rate with conversion was recorded by means of gravimetric method. The polymerization kinetics and the polymerization mechanism were also discussed. By means of UV and NMR, we have found that N-(а-methyl-butonylcarbonyl)(BAM,acceptor) and styrene (St,donor) can form 1:1(molar ratio) charge-transfer complex(CTC). The equilibrium constants of BAM/St complex were measured by 1H-NMR of Hanna-Ashbaugh. By using choloform as solvent, the copolymerization of BAM and St was carried out in ampoules with AIBN as initiator. The effects of monomer feed, reaction temperature and initiator concentration on copolymerization were discussed in detail . On this basis, the copolymerization kinetics were researched and the copolymerization mechanism were discussed. The monomer reactivity ratios of BAM and St pairs were determined by a Lewis and Mayo method. Moreover, it was found that the resulting copolymer had alternating structure when the polar fraction of BAM varied from 0.45 to 0.80, and the BAM/St copolymerization complied with free-complex mechanism.