AbstractSeven structurally different diepoxides, triepoxides or tetraepoxides bearing azomethine linkages were synthesized and characterized. The reactions of 4‐hydroxybenzaldehyde or 3,4‐dihydroxybenzaldehyde with 4‐aminophenol or 4‐aminobenzoic acid afforded azomethines, which reacted subsequently with excess of epichlorohydrin in the presence of benzyltrimethylammonium bromide to yield diepoxides or triepoxides. Triepoxides were prepared by reacting 4‐hydroxybenzaldehyde with 5‐aminoisophthalic acid or 4‐amino‐2‐hydroxybenzoic acid again to yield azomethines, which were subsequently reacted with epichlorohydrin. In addition, a tetraepoxide was prepared from the reaction of 1,4‐benzenedicarbaldehyde with a double molar amount of 4‐amino‐2‐hydroxybenzoic acid to afford a bisazomethine followed by reaction with epichlorohydrin. The epoxy compounds were characterized by IR and 1H NMR spectroscopy. Their thermal polymerization in the presence of 4,4‐diaminodiphenylsulfone (DDS) was investigated by DTA. Thermal stabilities of cured resins were ascertained by TGA and isothermal gravimetric analysis (IGA) in N2 or air. The polymer derived from the tetraepoxide was the most heat‐resistant. It was stable in N2 up to 313°C and afforded an anaerobic char yield of 58% at 800°C.