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Synthesis, characterization and rheological properties of epoxy monomers derived from bifunctional aromatic amines

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Abstract

Several new epoxy monomers were synthesized from glycidylation of functional aromatic amines containing hydroxyl or thiol groups. The epoxy monomers were triglycidyl-2-aminophenol, triglycidyl-2-aminothiophenol, tetraglycidyl-1,2-phenylenediamine and tetraglycidyl-4-methyl-1,2-phenylenediamine. The characterization of the epoxy monomers was carried out by FTIR and 1H NMR spectroscopy. Rheological properties of solutions of the epoxy monomers in ethanol were evaluated using an advanced rheometer. The effect of solution concentration and temperature on the viscosity of the epoxy solution was evaluated. The shear rheology study at various temperatures of the epoxy resins solutions in ethanol was carried out on solutions with concentrations ranges form 0.5 to 5 wt% and temperatures (20–70 °C). The results revealed that the tetra-functional epoxy resins behave as Newtonian liquids and its viscosity is independent on the shear rate. However, the solutions of tri-functional epoxy resins are non-Newtonian liquids, and their viscosities are shear rate dependent. The activation energy of the epoxy monomers was calculated from the Arrhenius equation using solution with concentrations ranges of 0.5–5 wt%.

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Authors and Affiliations

  1. Laboratory of Agroresources, Polymers and Process Engineering, Department of Chemistry, Faculty of Science, Ibn Tofail University, BP 133, 14000, Kenitra, Morocco

    Omar Dagdag, Azzouz Essamri & Ahmed El Harfi

  2. Laboratory of Optoelectronics, Physical Chemistry of Materials and Environment, Department of Physics, Faculty of Science, Ibn Tofail University, BP 133, 14000, Kenitra, Morocco

    Lahoucine El Gana

  3. Laboratory REMTEX, Higher School of Textile and Clothing Industries, BP 7731, Oulfa, Casablanca, Morocco

    Mehdi El Bouchti & Omar Cherkaoui

  4. Department of Chemistry, An-Najah National University, P. O. Box 7, Nablus, Palestine

    Othman Hamed & Shehdeh Jodeh

Authors
  1. Omar Dagdag
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  2. Azzouz Essamri
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  3. Lahoucine El Gana
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  4. Mehdi El Bouchti
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  5. Othman Hamed
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  6. Omar Cherkaoui
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  7. Shehdeh Jodeh
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  8. Ahmed El Harfi
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Correspondence to Omar Dagdag or Othman Hamed.

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Dagdag, O., Essamri, A., El Gana, L. et al. Synthesis, characterization and rheological properties of epoxy monomers derived from bifunctional aromatic amines. Polym. Bull. 76, 4399–4413 (2019). https://doi.org/10.1007/s00289-018-2607-4

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  • DOI: https://doi.org/10.1007/s00289-018-2607-4

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