To validate our hypothesis for full-color tuning of NDI-initiated TSCT polymers, we first developed two ML models that capture their structure-property relationships, which were then used to predict the properties of unknown or hypothetical structures. To create a training set of sufficient size, we synthesized new NDI-initiated polymers with different styrenic substituents than those previously reported . Consequently, seven types of polymers bearing electron-deficient groups (e.g., 4-chlorophenyl) to electron-rich groups (e.g., 4-hydroxylphenyl) were obtained, as shown in Figure 1A (top). For each polymer group, degrees of polymerization (DP) between 20 and 70 were achieved by varying the monomer/initiator feed ratio or by changing the polymerization time. In addition, a simple debromination reaction was conducted to generate different π-conjugated groups at the polymer chain end. Finally, a library of 71 NDI-polymers (Appendix A) with diverse chemical structures was obtained.