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Macromolecular Research, Vol.30, No.12, 937-946, December, 2022
Synthesis of Phosphorous Phenanthrene/L-Tryptophan Flame Retardant for Enhanced Flame Retardancy of Epoxy Resins
A new type of phosphorus-containing intrinsic flame retardant was prepared with L-tryptophan (L-Trp) and 9,10-dihydro-9-oxa-10-phosphorbenzophenanthrene- 10-oxide (DOPO) as the main components. The Schiff base from the reaction of 1,4-terephthalaldehyde and L-tryptophan provides active sites, and then the phosphorous compound, DOPO, is successfully introduced into the Schiff base to synthesize L-Trp-DOPO flame retardant. The intrinsic flame retardant property of LTrp- DOPO comes from the reaction of carbonyl groups and the epoxy groups in epoxy resin (EP) matrix. The prepared L-Trp-DOPO flame retardant can efficiently improve the flame retardancy and smoke suppression of the base material of EP. Cone calorimetric test (CCT) of EP/L-Trp-DOPO composite material was carried out. The data showed that the peak heat release rate (pk-HRR) value was reduced by 50.8% (from 1459 kW/m2 to 717 kW/m2), the THR value reduced by 78.3%, and the limiting oxygen index (LOI) value was increased by 24%. The addition of new flame retardant greatly reduced the release of toxic CO gas. The flame retardant mechanism was explored, and it can be found that after thermal decomposition of L-Trp- DOPO a dense carbon layer can be produced to isolate the fire source. In addition, during the combustion process, L-Trp-DOPO will produce phosphorus-containing free radicals which will quench the active free radicals in the gas phase and dilute the combustible gas. The prepared L-Trp-DOPO flame retardant has a flame retardant effect in both the condensed phase and the gas phase during the combustion process.