Inducing a triplet harvesting mechanism into pyrene gain media would extend the classes of available materials with the required properties to eventually achieve continuous wave (CW) or possibly direct electrically pumped organic lasers. In this report, we examine a series of pyrenes with substituents of increasing donor strength (see Figure ). The pyrene core serves as a highly efficient building block towards organic lasing, while the substituents influence its emissive characteristics through their electron donating effect. We employ carbazole, which is heavily used in organic electronics and triplet-harvesting compounds, due to its electron donating ability. Additionally, we bridge the distance between donor and acceptor with phenyl and fluorene units to buffer its electronic effect on the pyrene core. Our results indicate that weaker donors allow ASE, whereas stronger donors lead to decreasing ϕ, while they increase the ability to harvest triplet states. There might be an intermediate regime, at which both effects are sufficiently strong. To prove triplet involvement, we manufacture OLEDs for the most promising materials, which provide hard-to-achieve violet-blue emission at an external quantum efficiency (EQE) to more than 7%, clearly corroborating triplet involvement.