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Cross-linked PMMA-based bifunctional amino derivatives

An experimental and DFT study

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Abstract

The main purpose of the present study is to investigate the role of 1,12-diaminododecane and 4,4′-diaminobiphenyl, as bifunctional amino derivatives, on the properties of poly(methyl methacrylate) (PMMA). Cross-linked PMMA derivatives of different degrees (2, 5, 10, 20, 30, 50, and 70 mass%) were synthesized by the interaction of neat PMMA with these two cross-linking agents through a polycondensation technique. FT-IR probes the possible interaction between the carbonyl (C=O) group of PMMA and the amino group of the diamine compounds. The change in the degree of crystallinity from one polymer to another is affected by the ratio and type of cross-linking. The surface morphology is dramatically changed by increasing the degree of cross-linking as evidenced from the SEM images. A major mass loss between 209 and 471 °C was observed from the TG curve of C-PMMA-H2, whereas C-PMMA-ph2 showed a major mass loss between 223 and 538 °C. A significant change in the thermal degradation behavior of cross-linked polymers was investigated at high cross-linking degrees. All products showed a final decomposition temperature (FDT) higher than pure PMMA. Considering the best result, FDT increased from 390 °C for pure PMMA to 577 °C for C-PMMA-H4 and 607 °C for C-PMMA-ph7. Moreover, a theoretical thermochemical analysis of the monomeric cross-linked isodesmic reaction was performed using density functional theory (DFT). The heat of formation of reactants and products was calculated and analyzed. The study, also, showed that the reactions are endothermic and spontaneous in the reverse direction at all temperatures.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, King Abdulaziz University, P.O. Box 80203, Jeddah, 21589, Saudi Arabia

    Mahmoud A. Hussein, Hasinah K. Albeladi, Reda M. El-Shishtawy & Osman I. Osman

  2. Polymer Chemistry Lab, Chemistry Department, Faculty of Science, Assiut University, Assiut, 71516, Egypt

    Mahmoud A. Hussein

  3. Dyeing, Printing and Textile Auxiliaries Department, Textile Research Division, National Research Centre, Dokki, Cairo, Egypt

    Reda M. El-Shishtawy

  4. Chemistry Department, Faculty of Science, Khartoum University, P.O. Box 321, 11111, Khartoum, Sudan

    Osman I. Osman

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  1. Mahmoud A. Hussein
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Hussein, M.A., Albeladi, H.K., El-Shishtawy, R.M. et al. Cross-linked PMMA-based bifunctional amino derivatives. J Therm Anal Calorim 134, 1715–1728 (2018). https://doi.org/10.1007/s10973-018-7764-z

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  • DOI: https://doi.org/10.1007/s10973-018-7764-z

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