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Preparation and Characterization of New Environmental Functional Polymers Based on Vanillin and N-isopropylacrylamide for Post Polymerization

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Abstract

The study aims to synthetize a new functional acrylate monomer from vanillin in one step reaction. The new monomer has called by vanillin acrylate and abbreviated (VA). It was confirmed by chemical methods 1H NMR, 13C, IR and UV indicated logic results. The homopolymer has been prepared by free radical polymerization and characterized chemically and physically, the 1HNMR and IR have proofed the presence of aldehyde group in the polymer main chain. This monomer was used to synthesize three different molar concentrations of temperature responsive functional polymers with N-isopropylacrylamide via free radical polymerization by AIBN in solution. The 1H NMR was used for determination of actual mole concentration of each monomer. The aldehyde group in polymers were used as a linker for grafting with primary amine compounds by click reactions to form Schiff’s base imine compounds. The grafted copolymers were also investigated by 1H NMR and IR for structure elucidation. Gel permeation chromatography GPC was used for determination the molecular weight and polydispersity; DSC for glass temperature of solid polymers; XRD for crystallinity. UV–Vis Spectroscopy was used for the determination of phase separation or the lower critical solution temperature (Tc) of polymers solution before and after grafting, not only in deionized water but in pH 5 and pH 11.

Graphical Abstract

Synthesis of new functional monomer based on vanillin in one step reaction. Monomer has been successfully polymerized by free radical polymerization using AIBN as initiator. Three different mole ratios (10, 15, 20 mol%) of copolymer with NIPAAm were prepared. All monomers and polymers have been chemically elucidated. The aldehyde functional group used as linker for primary amine compounds, the final products have been characteristics as T, pH dual responsive polymers the phase transition temperature of copolymer before and after grafting was determined by UV.vis Spectroscopy.

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Acknowledgements

The authors are grateful acknowledge to Egyptian culture and missions, and The Deutscher Akademischer Austauch (DAAD) for financial assistance during the post doctor work in Germany of Momen S.A. Abdelaty.

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Authors and Affiliations

  1. Polymer Lap, Chemistry Department, Faculty of Science (Assiut), Al-Azhar University, Assiut, 71524, Egypt

    Momen S. A. Abdelaty

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  1. Momen S. A. Abdelaty
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Correspondence to Momen S. A. Abdelaty.

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Abdelaty, M.S.A. Preparation and Characterization of New Environmental Functional Polymers Based on Vanillin and N-isopropylacrylamide for Post Polymerization. J Polym Environ 26, 636–646 (2018). https://doi.org/10.1007/s10924-017-0960-2

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  • DOI: https://doi.org/10.1007/s10924-017-0960-2

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