Synthesis of s-triazine based tri-imidazole derivatives and their application as thermal latent curing agents for epoxy resin
| Autor: | Shuang Yang, Yefa Hu, Qiaoxin Zhang, Jun Wang, Bin Zhang, Jianwen Cheng, Siqi Huo, Guoping Ding |
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| Rok vydání: | 2018 |
| Předmět: |
Substitution reaction
Materials science Mechanical Engineering Cyanuric chloride 02 engineering and technology Epoxy 010402 general chemistry 021001 nanoscience & nanotechnology Condensed Matter Physics 01 natural sciences 0104 chemical sciences chemistry.chemical_compound Nucleophile chemistry Mechanics of Materials visual_art Polymer chemistry visual_art.visual_art_medium Polar effect Imidazole General Materials Science 0210 nano-technology Curing (chemistry) Triazine |
| Zdroj: | Materials Letters. 216:127-130 |
| ISSN: | 0167-577X |
| Popis: | A series of novel s-triazine based tri-imidazole derivatives were successfully prepared through the substitution reaction of cyanuric chloride with imidazole (IM), 2-methylimidazole (2MI), 2-ethylimidazole (2EI) and 2-ethyl-4-methylimidazole (EMI), respectively. The synthesized tri-imidazole derivatives were applied in epoxy resin (EP) to investigate their curing behaviors and thermal latency. Compared with the EP systems containing the unmodified imidazoles, the curing exothermic peaks of the EP systems containing s-triazine based tri-imidazole derivatives shifted to higher temperature regions. Moreover, the EP systems containing s-triazine based tri-imidazole derivatives had much longer storage stability at room temperature. The s-triazine structure with strong electron withdrawing effect reduced the nucleophilicity of pyridine-like nitrogen atom of imidazole ring, resulting in the suppression of reactivity of the modified imidazole derivatives towards EP at room temperature. Nevertheless, the s-triazine based tri-imidazole derivatives regained fast curing performance towards EP at elevated temperatures. |
| Databáze: | OpenAIRE |
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