Eight kinds of chiral diacid monomers were prepared with amino acids with different side groups or configurations. Polyester-imides (PEIs) were synthesized from these diacid monomers and diphenol monomers through polycondensation reaction, and the performances and properties were compared with the chiral polyamide-imides (PAIs) previously synthesized by our work group. Their thermal properties were analyzed by thermo gravimetric analysis (TGA) and dynamic thermomechanical analysis (DMA), and it was found that the glass transition temperature (Tg) of PEI was mainly affected by the volume of side groups. Their degradability was studied through buffer degradation experiments, and the changes in their water contact angle, molecular weight, structure and appearance during the degradation process were characterized by contact angle tester, gel permeation chromatography (GPC), Fourier transform infrared spectroscopy (FTIR), and scanning electron microscopy (SEM). With degradation, the hydrophilicity of PEI was improved, and when amino acids with larger side groups or D configuration were introduced into the backbone of PEI, the degradability decreased.