To search for synthetic agents with low cytotoxicity and good antibacterial activity is essential for antimicrobial applications. Here we report a high throughput technique that carried out in multiwell plates via recyclable-catalyst-aided, opened-to-air, and sunlight-photolyzed RAFT (ROS-RAFT) polymerization. By using this method, three key monomers (MAG the sugar unit, DMAPMA the positively charged monomer, and DEMAA the hydrophobic monomer) can be polymerized in a controlled manner to afford glycopolymers. This simple high throughput technology is used to synthesize glycopolymers with variable compositions. The bacterial adhesion/killing ability and cytotoxicity of synthesized polymers have been evaluated, and glycopolymers with certain composition can achieve a balance of low cytotoxic and good antibacterial activity.