Issue 33, 2022

Tributylphosphine-catalyzed aziridine-based cycloaddition polymerization toward thiacyclic polymers

Abstract

An organocatalytic cycloaddition polymerization approach for the facile synthesis of thiacyclic polymers is established in this work. Bis(N-sulfonyl aziridine)s and diisocyanates are employed as the monomers, and they undergo cycloaddition polymerizations smoothly in the presence of tributylphosphine. Different kinds of bis(N-sulfonyl aziridine)s, including 2,3-disubstituted and 2-substituted ones, are applicable for this polymerization. Two kinds of diisocyanates, 1,4-phenylene diisothiocyanate and 1,4-butane diisothiocyanate, are used, and the produced poly(thiazolidin-2-imine)s exhibited different photophysical properties. The synthesized poly(thiazolidin-2-imine)s with alkyl linkages are luminous in the solid state and in solution, but the aryl-linked ones are nonluminous. In addition, the luminescent polymer can serve as a selective and sensitive fluorescence sensor for Fe3+.

Graphical abstract: Tributylphosphine-catalyzed aziridine-based cycloaddition polymerization toward thiacyclic polymers

Supplementary files

Article information

Article type
Paper
Submitted
01 Maa 2022
Accepted
01 Agu 2022
First published
02 Agu 2022

Polym. Chem., 2022,13, 4809-4816

Tributylphosphine-catalyzed aziridine-based cycloaddition polymerization toward thiacyclic polymers

Z. Zhou, Y. Wang, L. Zhu, D. Dang and Z. Zhang, Polym. Chem., 2022, 13, 4809 DOI: 10.1039/D2PY00569G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements