Abstract
A novel Schiff base, namely N1,N2-bis{3,4-bis(5,5-dimethyl-2-oxide-1,3,2-dioxaphosphinan-2-yl)oxy]benzylidene}ethane-1,2-diamine (PN), was synthesized by the condensation of 3,4-bis[(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy] benzaldehyde (PCHO) and ethylenediamine. Its chemical structure was characterized by 1H, 13C, 31P NMR, mass spectra and elemental analysis. PN was used as an additive flame retardant to improve the flame retardancy of diglycidyl ether of bisphenol A (DGEBA) cured by 4,4′-diaminodiphenylsulfone (DDS) with different phosphorus mass fraction. The incorporation of PN promoted DGEBA/DDS to yield more char residues under both nitrogen and air atmosphere, and exhibit good flame retardancy. With 1.5 wt% phosphorus mass fraction, PN-1.5/DGEBA/DDS could reach the highest flame retardant level of V-0 rating for UL-94 vertical burning test, obtain a limiting oxygen index (LOI) value of 32.4%, and keep relatively good mechanical properties by 81.52% of flexural strength and 90.40% of Izod impact strength compared with DGEBA/DDS. The flame-retardant mechanism researches revealed that PN presented a comprehensive mechanism of condensed phase, gas phase and phosphorus-nitrogen synergistic effect in DGEBA/DDS system.
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Acknowledgements
This work was supported by Natural Science Foundation of Guangxi Province (#2016GXNSFBA380072), Middle-Aged and Young Teachers’ Basic Ability Promotion Project of Guangxi (#2017KY0713) and Science Research Foundation of Baise University (#2015KAN05).
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You, GY., He, HW., Feng, B. et al. Synthesis and characterization of a novel Schiff base and its enhancement on flame retardancy of epoxy resins. Chem. Pap. 74, 2201–2210 (2020). https://doi.org/10.1007/s11696-020-01067-8
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DOI: https://doi.org/10.1007/s11696-020-01067-8