Alkyl sulfone bridged phosphorus flame-retardants for polypropylene

Abstract

Three novel alkyl sulfone bridged phosphorus (P) compounds namely 6,6′-(sulfonylbis(ethane-2,1-diyl))bis(dibenzo[c,e][1,2]oxaphosphinine 6-oxide) (SEDOPO), sulfonylbis(ethane-2,1-diyl))bis(diphenylphosphine oxide) (SEDPPO), and tetraphenyl (sulfonyl bis(ethane-2,1-diyl)) bis(phosphonate) (SEDPP) (i.e. phosphine oxide, phosphinate and phosphonate, respectively) were synthesized via a Michael addition reaction with good yields (≥ 85%) at a 200-g scale. They exhibited thermal stability above 250 °C, which allowed them to be melt-processed with polypropylene (PP) and formed into thin films (~ 0.6 mm). Rheological measurements of the PP blends exhibited a typical shear thinning behavior and provided evidence for the synthesized compound's thermo-oxidative stabilizing effect. This was also confirmed by thermal analysis showing that the thermo-oxidative stability of PP-SEDOPO and PP-SEDPPO blends was higher (~25 °C) than the blank PP; however, PP-SEDPP had a smaller impact. Small scale fire tests of the PP-FR blends confirmed the flame retardant efficacy of the new P-compounds. Cone calorimetry on PP-SEDOPO blends showed a reduction in the heat release rate (HRR) (~48%) compared to blank PP. Further thermal and evolved gas analysis of the PP blends confirmed that the new P-compounds are primarily active in the gas-phase.