This paper describes the synthesis and optoelectronic properties of a new reduced band gap copolymer based on the silacyclopentadiene (silole) and diketopyrrolopyrrole (DPP) cores. A 2,5-borylphenylsilole monomer was prepared using the Kumada-type nickel-mediated intramolecular cyclization reaction and then copolymerized with 3,6-bis(5-bromothiophene-2-yl)-N,N'-bis(2-decyltetradecyl)-1,4-dioxopyrrolo[3,4-c]pyrrole by a Suzuki cross-coupling polycondensation reaction to give P3. Two other silole-aryl polymers (P1 and P2) were prepared as a control to demonstrate the effect of the DPP moiety on the optoelectronic properties of the polymer. During the investigation of the optoelectrical properties of P3, the absorption spectrum revealed a small solvent effect with no real trend in solvent polarity. Based on the onset value from the absorption spectrum of the film, a band gap of 1.60 eV was calculated, whereas a value of 1.84 eV was determined by cyclic voltammetry. The polymer P3 exhibits nonreversible redox processes with both low oxidation and reduction potentials of 0.48 and -1.36 V, respectively, suggesting this reduced band gap polymer could potentially function as an ambipolar material.