Phosphonate-containing N-phenyl maleimide monomers were synthesized by a tw
o-step reaction. All maleimide polymers were synthesized by free radical po
lymerization in toluene solution using azobis(isobutyronitrile) (AIBN) as i
nitiator. The structures of the maleimide monomers were identified by H-1,
C-13, P-31-NMR, and element analysis. Differential scanning calorimetry (DS
C) and thermogravimetric analysis (TG) were used to analyze the thermal pro
perties of the polymers. The degree of polymerization in phosphonate-contai
ning maleimide polymers should be affected by side chains. The introduction
of phosphonate into a side chain of maleimide polymer may reduce the glass
transition temperature (T-g) and thermal stability, but increase char yiel
d of solid residue as an excellent flame retardant. T-g and thermal stabili
ty of the phosphonate-containing maleimide polymers depended on substitutio
n of the phenyl ring in the side chain. Phosphonate-containing maleimide po
lymers with halogen or sulfur atom may combine the flame retarding mechanis
m of gas-phase and solid-phase to promote their flame retardancy.