Novel phosphorous-containing epoxy thermosets with improved anti-flammability, smoke suppression, and dielectric properties

Abstract

As one of the most commonly used thermosetting resins, the flammability of epoxy resins (EPs) has become a key factor limiting the expansion of their application range. Herein, a novel phosphorous-containing epoxy monomer (EDPPO) was synthesized using diallyl amine and diphenyl phosphoryl chloride as the starting materials. Subsequently, EDPPO was thermally cured with two diamine hardeners, 4, 4′-diaminodiphenyl sulfone (DDS) and 4,4′-dithiodianiline (DTDA). Additionally, commercial diglycidyl ether of bisphenol A (DGEBA)-type epoxy pre-polymers were cured with DDS and DTDA as comparative samples. The cured EDPPO-based thermosets showed excellent flame-retardant properties coupled with smoke suppression. Specifically, the limiting oxygen index (LOI) for the EDPPO/DDS (P content 6.4 wt.%) reached 32.0 %, and the UL-94 vertical burning test reached a V-0 rating. In addition, the PHRR, THR, and TSP values of EDPPO/DDS were 61.6 %, 49.1 %, and 58.5 % lower than those of DGEBA/DDS, respectively. The flame retardant mechanism analysis indicated that the excellent flame retardancy for cured EDPPO-based thermosets was attributed to the combined modes of action in condensed (promoting the charring capacity) and gaseous phases (quenching the active radicals). More importantly, EDPPO/DDS and EDPPO/DTDA exhibited lower dielectric constant and dielectric loss than DGEBA/DDS and DGEBA/DTDA. This work provided novel phosphorous-containing epoxy thermosets with improved anti-flammability, smoke suppression, and dielectric properties.