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Thermo-responsive diblock copolymer with pendant thiolactone group and its double postmodification

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Abstract

A thiolactone-containing maleimide Tla-Mal is synthesized and used for the copolymerization with N-iso-propylacrylamide (NIPAAm) via RAFT polymerization to prepare thermo-responsive diblock copolymer PNIPAAm-b-P(Tla-Mal). Thiolactone groups on the side chains can be opened by primary amine, releasing thiol groups which can be used for further thiol-Michael addition reaction. Double postmodification of PNIPAAm-b-P(Tla-Mal) is revealed using mPEG11-NH2 as nucleophile for the thiolactone ring-opening reaction and light-responsive o-nitrobenzyl acrylate for the subsequent thiol-Michael addition reaction. Because of the introduction of light-responsive o-nitrobenzyl ester group, the double modified polymer shows light- and thermo-responsiveness. The responsiveness of PNIPAAm-b-P(Tla-Mal) and its double modified polymer PNIPAAm-b-P(Tla-Mal)DM is demonstrated. It provides an easy strategy for the design of tailor-made stimuli-responsive materials using thiolactone-containing maleimide.

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  1. Department of Chemistry, Fudan University, Shanghai, 200433, People’s Republic of China

    Yutong Lu

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  1. Yutong Lu
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Lu, Y. Thermo-responsive diblock copolymer with pendant thiolactone group and its double postmodification. J Polym Res 29, 468 (2022). https://doi.org/10.1007/s10965-022-03298-7

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