Another common motif in the top 10 monomers is the vinyl bridge, also called a vinylene link. The inclusion of a vinyl bridge in the polymer backbone has been shown to lower the HOMO-LUMO gap by extending the conjugation of the π-system, leading to greater delocalization of πelectrons . As a testament to this hypothesis, our GA found monomers with a bridge (e.g., monomers number 642 and 187) at a higher frequency than their derivatives without a vinyl bridge (monomers 35 and 115, respectively), as shown in Figure . Moreover, Cordaro and Wong have also commented that in their experience, in addition to drastically decreasing the HOMO-LUMO gap, a vinyl bridge also improves the solubility of polymers due to the increase in the polymer flexibility . Therefore, polymers with a low HOMO-LUMO gap, and potentially a stable triplet ground-state, will benefit from including a vinyl bridge in their backbone-both by lowering the intrinsic HOMO-LUMO gap compared to the non-bridged version and by potentially improving polymer solubility for synthesis, characterization, and application.