The purpose of this investigation was to prepare by bulk polymerization six new isocyanatoacrylate copolymers and to characterize them. The isocyanatoacrylate copolymers, which were prepared by tri-n-butylborane oxide (TBBO)-initiated free-radical polymerization, were formed from 1 : 1 mol mixtures of 2-isocyanatoethyl methacrylate (IEM) with 2-hydroxyethyl methacrylate (HEMA), hydroxypropyl methacrylate (HPMA), 2-hydroxyethyl thiomethacrylate (HETMA), ethylthioethyl methacrylate (ETEMA), 2-(acetoxyacetoxy)ethyl methacrylate (AAEMA), and tetrahydrofurfuryl methacrylate (THFMA). These six copolymers were compared to the homopolymer of IEM, which was polymerized in an identical fashion. The bulk polymers were fractionated into their acetone-soluble and acetone-insoluble components. Physical characterization via photoacoustic infrared (PASIR) spectroscopy showed vast differences in residual isocyanate content. Differential scanning calorimetry (DSC) thermal analysis was carried out on all polymers. Elemental analysis (nitrogen) determined the ratio of IEM to the comonomer and boron analysis showed whether the initiator stayed in the acetone-insoluble fraction or was "extracted" into the acetone-soluble fraction. In conclusion, we found that the composition of the copolymers correlated well with the predicted design.