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Synthesis of poly(diethylaminoethyl methacrylate-co-2,2,6,6-tetramethyl-4-piperidyl methacrylate)s and their segmental motion study

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Abstract

Poly(2-(diethylamino)ethyl methacrylate) (PDEAEMA) is a pH-sensitive polymer, while a few recent studies have shown it to possess temperature responsiveness as well. In this article, poly(2-(diethylamino)ethyl methacrylate-co-2,2,6,6-tetramethyl-4-piperidyl methacrylate)s, DEA-TMPMs, were synthesized. The TMPM moieties in DEA-TMPMs were subsequently oxidized with hydrogen peroxide to obtain poly(2-(diethylamino)ethyl methacrylate-co-2,2,6,6-tetramethylpiperidine-1-oxyl methacrylate), DEA-TMPs, having nitroxide radicals on the polymer chains. DEA-TMPMs were characterized by nuclear magnetic resonance spectroscopy, gel permeation chromatography, differential scanning calorimetry and thermogravimetry techniques, whereas DEA-TMPs were analyzed by Fourier transform infrared spectroscopy, cyclic voltammetry, and electron paramagnetic resonance (EPR) spectroscopy. The results showed that at low pH, the rotational mobility of nitroxide radicals was reduced as EPR spectra mostly consisted of slow-motion component. This slow-motion component in the EPR spectra remained unchanged below neutral pH. These results indicated a sort of interaction among nitroxide radicals and protonated amine groups of DEAEMA monomers.

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Funding

Financial support from the National Key Research and Development program (2016YFB0302403) is gratefully acknowledged.

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Authors and Affiliations

  1. State Key Laboratory of Chemical Engineering, College of Chemical & Biological Engineering, Zhejiang University, Hangzhou, 310027, People’s Republic of China

    Kaleem-ur-Rahman Naveed, Li Wang, Haojie Yu, Md Alim Uddin, Shah Fahad & Ahsan Nazir

  2. Oncological Surgery and Cancer Center, the First Affiliated Hospital, Zhejiang University, Hangzhou, 310003, People’s Republic of China

    Lisong Teng

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  1. Kaleem-ur-Rahman Naveed
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Naveed, KuR., Wang, L., Yu, H. et al. Synthesis of poly(diethylaminoethyl methacrylate-co-2,2,6,6-tetramethyl-4-piperidyl methacrylate)s and their segmental motion study. Colloid Polym Sci 298, 1473–1486 (2020). https://doi.org/10.1007/s00396-020-04717-1

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