Organocatalytic multicomponent polymerization of bis(aziridine)s, diols, and tosyl isocyanate toward poly(sulfonamide urethane)s

We report an organocatalytic aziridine-based multicomponent polymerization approach toward poly(sulfon-amide urethane)s. The polymerization was carried out using bis(N-sulfonyl aziridine)s, diols, and tosyl isocya-nate as the monomers and MTBD as the organocatalyst. Excellent yields (81???98%) were obtained for the desired step-growth polymerized products. The linear polymer structure was achieved, with no branching and cross -linking. Optically active poly(sulfonamide urethane)s were synthesized from chiral bis(N-sulfonyl aziridine) monomers. Thermal analysis of the poly(sulfonamide urethane)s revealed a decomposition temperature (Td,5%) up to 284.4 ???C at 5% weight loss. DSC analysis indicated that the glass transition temperature (Tg) ranged from 64.9 to 99.5 ???C. Such results are anticipated to accelerate the development of the aziridine-based synthetic approach toward functional polymeric materials.

Automated summary

In this study, an organocatalytic aziridine-based multicomponent polymerization approach was developed for the synthesis of poly(sulfon-amide urethane)s. The method demonstrated excellent yields and linear polymer structure. Additionally, optically active poly(sulfonamide urethane)s were successfully synthesized from chiral aziridine monomers.