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<p>The curing of the biobased monomer 2-methoxy-4-(2-oxiranylmethyl)phenol, trivially called epoxidized eugenol (EE), with two industrially relevant Lewis base initiators is studied by differential scanning calorimetry and the results are compared with the curing of bisphenol A diglycidyl ether (DGEBA). The polymerization of EE initiated with either 1-methylimidazole (1-MI) or 2,4,6-tris(dimethylaminomethyl)phenol (K54) requires temperatures of about 80&#xa0;°C to proceed at a practically reasonable rate. The highest glass transition temperature (<i>T</i><sub>g</sub>) of 79&#xa0;°C is obtained by curing EE with 10&#xa0;mol% K54. The <i>T</i><sub>g</sub>s of homopolymers of EE initiated with K54 depend on the initiator loading and are 15–20&#xa0;°C higher than those obtained with 1-MI. The polymerization of blends of EE and DGEBA at 80&#xa0;°C is faster than the curing of either monomer alone. The <i>T</i><sub>g</sub>s of the copolymers prepared with K54 are largely unaffected by the ratio of the two monomers and are in the range of 94–96&#xa0;°C for 2:1, 1:1, and 1:2 blends and 5&#xa0;mol% K54 loading. In contrast, with 1-MI, the copolymers show higher <i>T</i><sub>g</sub>s with lower EE content in the formulation. The thermoset made from 1 part EE, 2 parts DGEBA, and 0.05 parts 1-MI shows a satisfactory high <i>T</i><sub>g</sub> of 134&#xa0;°C.</p> Graphical abstract <p></p>

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On the homopolymerization of epoxidized eugenol and its copolymerization with bisphenol A diglycidyl ether

  • 期刊论文

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  • 发表日期：

    2025年5月23日

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  • Johanna Lang,
  • Johanna M. Uher,
  • Susanne M. Fischer,
  • Christian Slugovc

摘要

The curing of the biobased monomer 2-methoxy-4-(2-oxiranylmethyl)phenol, trivially called epoxidized eugenol (EE), with two industrially relevant Lewis base initiators is studied by differential scanning calorimetry and the results are compared with the curing of bisphenol A diglycidyl ether (DGEBA). The polymerization of EE initiated with either 1-methylimidazole (1-MI) or 2,4,6-tris(dimethylaminomethyl)phenol (K54) requires temperatures of about 80 °C to proceed at a practically reasonable rate. The highest glass transition temperature (Tg) of 79 °C is obtained by curing EE with 10 mol% K54. The Tgs of homopolymers of EE initiated with K54 depend on the initiator loading and are 15–20 °C higher than those obtained with 1-MI. The polymerization of blends of EE and DGEBA at 80 °C is faster than the curing of either monomer alone. The Tgs of the copolymers prepared with K54 are largely unaffected by the ratio of the two monomers and are in the range of 94–96 °C for 2:1, 1:1, and 1:2 blends and 5 mol% K54 loading. In contrast, with 1-MI, the copolymers show higher Tgs with lower EE content in the formulation. The thermoset made from 1 part EE, 2 parts DGEBA, and 0.05 parts 1-MI shows a satisfactory high Tg of 134 °C.

Graphical abstract