This paper presents a feasible method for introducing crosslinkable groups into a polymer to achieve excellent chemical resistance and improved thermal stability. Here, 3,6-bi(4-fluorobenzenzoyl)-N-allylcarbazole, a novel allyl-containing difluoroketone monomer, is synthesized and characterized. The resulting monomer is polymerized with phenolphthalein through the aromatic nucleophilic substitution reaction at 160 ∘ C to provide the soluble poly(aryl ether ketone) (PAEK) with a pendant allyl group. The obtained PAEK is characterized using Fourier transform infrared spectroscopy, NMR and gel permeation chromatography. The crosslinking reaction of the polymer occurs at 270 ∘ C, and it imparts excellent solvent resistance. DSC analysis shows that the glass transition temperature (T g ) of the cured polymer increases to 262-306 ∘ C when the curing temperature is elevated or when the curing time is extended within certain limits. The rate of increase of T g and the rate of the crosslinking reaction decrease as the curing time is extended under all of the investigated curing temperatures. The cured PAEKs possess good thermal stability with 5% weight loss temperatures up to 450 ∘ C. The tensile strength and Young's modulus of the polymer film cured at 300 ∘ C for 2 h are 65 MPa and 1.4 GPa, respectively. In addition, the polymer films before and after curing exhibit similar UV−visible absorption and blue light emission.