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Synthesis of polyarylates and aliphatic polyesters by divalent acyl-1,2,4-triazole: a route to metal-free synthesis at low temperature

Abstract

Aromatic, semiaromatic, and aliphatic polyesters were synthesized at moderate temperatures (25–80 °C) by the polymerization of divalent acyl-1,2,4-triazoles using 4-(dimethylamino)pyridine as a catalyst. The monomers were prepared from divalent acyl chloride in high yields, although some of them required that toluene and pyridine be used as solvents due to their high crystallinity. Melt polymerization in diphenyl ether was effective in affording semiaromatic and aliphatic polyesters. However, this method was not suitable for aromatic polyesters, as the reaction system became heterogeneous at 80 °C. Nevertheless, solution and interfacial polymerization reactions were effective in obtaining aromatic polyesters. The novel monomers provided polyester synthesis at moderate temperature without the use of any metal catalyst or halide monomers.

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Acknowledgements

8d was a gift from Osaka Gas Chemicals Co., Ltd.

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Correspondence to Yasuhiro Kohsaka.

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Kohsaka, Y., Mori, I., Homma, K. et al. Synthesis of polyarylates and aliphatic polyesters by divalent acyl-1,2,4-triazole: a route to metal-free synthesis at low temperature. Polym J 53, 887–893 (2021). https://doi.org/10.1038/s41428-021-00484-0

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