In this paper, two allyl compounds (EUPH and EUIS) were prepared from eugenol (EU), phthaloyl chloride (PH-Cl) and m-phthaloyl chloride (IS-Cl) and their molecular structures were respectively characterized by FTIR, 1H NMR and 13C NMR. Two thiol-ene click polymers (TCPs, EUPH/4SH and EUIS/4SH) were respectively obtained by curing with pentaerythritol tetrakis(mercaptopropionate) (4SH) and their thermal properties, thermomechanical properties, mechanical properties and thermal stability of EUPH/4SH and EUIS/4SH were respectively confirmed by DSC, DMA, universal material testing machine and TGA. The results showed that EUPH/4SH exhibited better thermal and mechanical properties. Specifically, its glass transition temperature (TgDSC) was 65.4 oC, and the tensile strength and tensile modulus of EUPH/4SH were 61.4 MPa and 1.4 GPa, respectively. These excellent comprehensive properties of EUPH/4SH are due to the unique rigid molecular structures of EUPH and the high network crosslinking density of EUPH/4SH. Moreover, the cytotoxicity grade of EUPH/4SH was grade 0 by MTT method, which demonstrates that it has potential application in biomedical materials.