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Preparation of Thermo-sensitive oxidizable N-vinylcaprolactam-based terpolymers and their self-assembling property

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Poly(N-vinylcaprolactam-co-hydroxyethyl acrylate-co-phenyl vinyl sulfide) (poly(VC-co-HEA-co-PVS)) and poly(N-vinylcaprolactam-co-N-vinylpyrrolidone-co-phenyl vinyl sulfide) (poly(VC-co-VP-co-PVS)) were synthesized as thermos-sensitive oxidizable terpolymers. The copolymerization was confirmed by the 1H-NMR and FT-IR spectroscopy. VC homopolymer exhibited its lower critical solution temperature (LCST) around 32 ℃. The copolymerization of HEA with VC and of VP with VC decreased and increased the LCST of VC homopolymer, respectively. The inclusion of PVS (an oxidizable monomer) in the copolymers decreased the LCST. The PVS of the copolymers could be oxidized by H2O2, solution (0.1%), evidenced by 1H-NMR spectroscopy. Upon the oxidation, the LCST of poly(VC-co-PVS) and poly(VC-co-HEA-co-PVS) increased markedly possibly due to an increase in the hydrophilicity of PVS. However, the LCST of poly(VC-co-VP-co-PVS) was not markedly affected by the oxidation. The interface activity of poly(VC-co-PVS) and poly(VC-co-HEA-co-PVS) slightly decreased but that of poly(VC-co-VP-co-PVS) markedly increased by the oxidation. The critical micelle concentration of the copolymers was determined by a fluorescence method, and it was 0.087 to 0.105 mg/mL. The micelles of the copolymers were found as circular objects on a transmission electron microscope. The mean hydrodynamic diameters of micelles were 107.4 to 471.6 nm, depending on the polymer composition. The PVS-containing copolymers formed larger micelles than VC homopolymer, possibly because the monomer could enhance an intermolecular hydrophobic interaction due to its phenyl group.

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Acknowledgements

This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (No. 2018R1A6A1A03025582). This work was supported by the National Research Foundation of Korea(NRF) grant funded by the Korea government(MSIT) (No. 2022R1A2C2003353).

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  1. Soo Chan Park and Hyeon Ki Son these authors contributed equally to this work.

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  1. Department of Biomedical Science & Institute of Bioscience and Biotechnology, Kangwon National University, Chuncheon, 24341, Republic of Korea

    Soo Chan Park, Hyeon Ki Son & Jin-Chul Kim

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Park, S., Son, H. & Kim, JC. Preparation of Thermo-sensitive oxidizable N-vinylcaprolactam-based terpolymers and their self-assembling property. J Polym Res 31, 57 (2024). https://doi.org/10.1007/s10965-024-03909-5

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