Automated PET-RAFT was completed using oxygen-tolerant PET-RAFT chemistry coupled with adaptation of the Hamilton Microlab STARlet liquid handling robot to complete this chemistry. The DMA, MMA, BMA, and TMAEMA monomers were prepared at a 2 M concentration in DMSO and deinhibited by passing solutions through columns containing inhibitor remover beads (Sigma-Aldrich), glass wool (Fisher Scientific), and aluminum oxide (Sigma-Aldrich). Meanwhile, the methacrylic acid NHS monomer was prepared in anhydrous DMSO at 0.4 M with 1 mol equivalent acetic acid/NHS. The degree of polymerization (DP) of the polymer was varied between 200, 300, and 400 by shifting the final monomer:CTA molar ratios (200:1, 300:1, and 400:1) and fixing the final CTA:ZnTPP molar ratio (50:1). All reagents were loaded into 1.5 mL centrifuge tubes, dispensed by the liquid handling robot into a 96-well polypropylene plate, and photoinitiated by a 560 nm LED light for 16 h. Representative monomer, copolymer, and copolymer conjugate structures were also included (Figures ).