Synthesis and thermal polymerization of phenylbutadiynylphenoxy group substituted 1,3,5-tricarbonylbenzene, cyclotriphosphazene and 1,3,5-triazine

Phenylbutadiynylphenoxy group substituted 1,3,5-tricarbonylbenzene (3), cyclotriphosphazene (4), and 1,3,5-triazine (5) were synthesized and their thermal transitions and polymerizations were investigated by using DSC, polarizing optical microscopy, wide angle XRD, and TGA. Compound 3 had a disc-like structure and exhibited polymorphism by heating. Compounds 3 and 4 showed melt transitions followed by thermal polymerization, while compound 5 was thermally polymerized in the solid state. The IR spectrum of the polymer of compound 5 showed that the polymerization proceeded by 1,4-addition. All polymers, particularly the polymer of compound 4 exhibited excellent thermal stabilities. Compound 4 retained 70% weight even at 800 degrees C.