4.7 Article

Synthesize and introduce bio-based aromatic s-triazine in epoxy resin: Enabling extremely high thermal stability, mechanical properties, and flame retardancy to achieve high-performance sustainable polymers

Journal

CHEMICAL ENGINEERING JOURNAL
Volume 406, Issue -, Pages -

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.cej.2020.126881

Keywords

Biomass; s-Triazine derivative; Sustainable polymers; Epoxy resin; High-performance

Funding

  1. National Nature Science Foundation of China [51873027, U1663226, 51673033]
  2. Natural Science Foundation of Liaoning Province [2019-ZD-0139]
  3. National Key Research and Development Program of China [2017YFB0307600]

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A method was proposed to synthesize an aromatic s-triazine derivative from biomass feedstock, which can be employed to construct a bio-based epoxy precursor with high performance. The resulting cured epoxy presented remarkable properties, including high glass transition temperature, flexural modulus, and strength, as well as excellent intrinsic flame retardancy, surpassing commercial petroleum-based epoxy resin.
Developing bio-based epoxy resins with high thermal stability and mechanical properties as well as satisfactory intrinsic flame retardancy is of increasing demand, though this has always been limited by the lack of bio-based polyaromatic building blocks. Herein, a simple and universal method was proposed to synthesize an aromatic s-triazine derivative from biomass feedstock, vanillin, and the obtained compound can be employed to construct a bio-based epoxy precursor (THMT-EP). With 4,4'-diaminodiphenyl sulfone (DDS) as curing agent, thanks to the unique structures of aromatic s-triazine, the resulting cured THMT-EP/DDS presented remarkable integrated properties outperforming than commercial petroleum-based bisphenol A epoxy resin (DGEBA), including a record glass transition temperature of 300 degrees C, as well as a high flexural modulus of 4137 MPa and a flexural strength of 134.2 MPa, which were 120 degrees C, 53.9% and 14.3% higher than those of DGEBA/DDS, respectively. Furthermore, the cured THMT-EP/DDS also showed excellent intrinsic flame retardancy, passing the V-0 rating in UL-94 test. This study opens an avenue for the synthesis of bio-based feedstocks with rigid aromatic and functional structure, and contributes to the development of bio-based high-performance polymers.

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