Organocatalytic Synthesis of Polysulfonamides with Well-Defined Linear and Brush Architectures from a Designed/Synthesized Bis(N-sulfonyl aziridine)

Linlin Zhu, Huishan Huang, Ying Wang, Zhen Zhang, Nikos Hadjichristidis

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

We report a new synthetic methodology for polysulfonamides with well-defined linear and brush architectures by organocatalytic polymerizations. A new monomer, bis(2,3-disubstituted N-sulfonyl aziridine), has been rationally designed/synthesized and used in step-growth polymerization with various bisnucleophiles (dicarboxylic acids, diphenols, and dithiols). The branches or cross-linkages derived from the ring-opening polymerization of N-sulfonyl aziridines are suppressed using this specific bis(aziridine) monomer, resulting in a well-controlled linear polysulfonamide architecture. The synthesized polysulfonamides emit blue fluorescence in solution and exhibit excellent thermal properties with decomposition temperature at 5% weight loss (Td,5%) up to 360.0 °C and glass-transition temperature (Tg) ranging from 62.5 to 199.2 °C. Furthermore, a fast one-pot cascade approach has been developed toward polysulfonamide brush copolymers with a well-controlled grafted chain length.
Original languageEnglish (US)
Pages (from-to)8164-8172
Number of pages9
JournalMacromolecules
Volume54
Issue number17
DOIs
StatePublished - Aug 11 2021

Bibliographical note

KAUST Repository Item: Exported on 2021-11-24
Acknowledgements: This work is financially supported by the National Natural Science Foundation of China (21801049) and the Opening Project of Key Laboratory of Polymer Processing Engineering (South China University of Technology), Ministry of Education. N.H. acknowledges the support of the King Abdullah University of Science and Technology.

ASJC Scopus subject areas

  • Materials Chemistry
  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry

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