Structurally different bisbenzoxazines (QB, RB, pHBA-pd and mHBA-pd) are synthesized using quinol, resorcinol, p-phenylenediamine and m-phenylenediamine and are thermally cured. The thermal stability of the materials was studied using TGA. The plate like structure resulting from the interlinking of the ladders by intermolecular hydrogen bonding provides thermal stability to poly(pHBA-pd). The kinetics of thermal degradation is followed using Vyazovkin and Friedman methods. The diphenol based polybisbenzoxazines show higher apparent activation energy for thermal degradation (Ea-D) (PQB = 252-330 kJ/mol than the diamine based polybisbenzoxazines (poly(pHBA-pd) = 98-188 kJ/mol). Aromatic amines are found to be released in considerable quantities from the diamine based polybisbenzoxazines whereas phenolics are released from diphenol based polybisbenzoxazines. (C) 2015 Elsevier B.V. All rights reserved.