Issue 43, 2023

Catalyst-free, atom-economical and regioselective multicomponent polymerizations of diamines, CS2, and diepoxides toward functional polydithiourethanes

Abstract

Sulfur-containing polymers have attracted extensive attention due to their fascinating properties and promising applications; thus, it is significant to develop economical and efficient synthesis strategies, extend the polymer family, and establish various applications for sulfur-containing polymers. In this work, the first example of room temperature one-step conversion from CS2 to hydroxyl-functional polydithiourethanes is demonstrated through a multicomponent polymerization of diamines, CS2, and diepoxides. This multicomponent polymerization enjoys the unique advantages of atom economy, catalyst-free and room temperature conditions, and abundant and cheap monomers. A series of hydroxyl-functional polydithiourethanes were produced with high molecular weights of up to 53 100 g mol−1 and high yields of up to 97%. Nonconventional fluorescence was observed from the polydithiourethanes, owing to the “heterodox clusters” composed of lone-pair-containing electron-rich heteroatoms. Thanks to the strong coordination of dithiourethane moieties with metal ions, these polymers can be utilized to sequester toxic Hg2+ ions with high removal efficiency (>99.9%). This multicomponent polymerization can make use of abundantly existing diamines, CS2, and diepoxides to produce functional polydithiourethanes with diverse structures, demonstrating its great potential in practical applications.

Graphical abstract: Catalyst-free, atom-economical and regioselective multicomponent polymerizations of diamines, CS2, and diepoxides toward functional polydithiourethanes

Supplementary files

Article information

Article type
Paper
Submitted
13 Sep 2023
Accepted
06 Oct 2023
First published
07 Oct 2023

Polym. Chem., 2023,14, 4898-4905

Catalyst-free, atom-economical and regioselective multicomponent polymerizations of diamines, CS2, and diepoxides toward functional polydithiourethanes

X. Zhao, L. Wang, G. Zhou, S. Feng and L. Li, Polym. Chem., 2023, 14, 4898 DOI: 10.1039/D3PY01041D

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