4.6 Article

Dual-Functionalized Imidazolium Ionic Liquids as Curing Agents for Epoxy Resins

Journal

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
Volume 59, Issue 7, Pages 3024-3034

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.iecr.9b06574

Keywords

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Funding

  1. National Natural Science Foundation of China [21676281, 21878278]
  2. Beijing Natural Science Foundation [2192054]
  3. Hebei Key RD Program [19251402D]
  4. Open Research Fund Program of Science and Technology on Aerospace Chemical Power Laboratory [STACPL120181B01]

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As epoxy resin curing agents, ionic liquids can help improve mechanical properties, flame retardancy, and wear and tear self-healing and extend the pot life of epoxy compositions. The functional design of ionic-liquid curing agents may significantly improve the overall performance of epoxy resins. In this paper, a series of dual-functionalized ionic liquids, e.g., 1-(3-amino-3-oxopropyl)-3-propynyl-imidazolium, 1-(3-amino-3-oxopropyl)-3-(2-amino-2-oxoethyl)-imidazolium, and 1-allyl-3-(2-amino-2-oxoethyl)-imidazolium combined with dicyanamide (N(CN)(2)(-)) or bis(trifluoromethylsulfonyl)imide (NTf2-) anions, were synthesized and characterized as curing agents for diglycidyl-4,5-epoxy-cyclohexane-1,2-dicarboxylate (TDE-85). medium or high-temperature curing agents for TDE-85 with the curing temperature The results showed that the obtained bifunctional ionic liquids can be used as a range of 130-208 degrees C and the best mass ratio range of 15:100-40:100. Thermosets obtained from the bifunctional ionic liquid and TDE-85 curing system exhibit better heat resistance with the glass transition temperature of 187-212 degrees C and the decomposition temperature at 10% weight loss of 282-357 degrees C. The curing reaction mechanism of the 1-(3-amino-3-oxopropyl)-3-(2-amino-2-oxoethyl)-imidazolium NTf2-/TDE-85 system mainly has three processes.

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