Free radical homopolymerization of 2,6 -dichloro 4 –nitro (phenyl)maleimide (N-DCPNPMI) was performed at 70 oC using Dimethylformamide (DMF) as a solvent and Benzoyl peroxide (BPO) as a free radical initiator to obtain homopolymer (H- DCPNPMI). The effect of different free radical initiators, solvents and time has been investigated. H-DCPNPMI is characterized by nitrogen percentage, solubility test, FT-IR, 1H NMR analysis. The intrinsic viscosity of HDCPNPMI in DMF solution was 0.0578 dL/g. Thermogravimetric analysis (TGA) characterizes the thermal stability of H-DCPNPMI. The initial decomposition temperature of H-DCPNPMI was 150 oC. The gel permeation chromatography (GPC) determines the molecular weight (2768.6) and polydispersity index (PDI) 1.69 for H-DCPNPMI.