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Polybenzoxazine intrinsically installed N-methylpyridinium iodide functions efficient organocatalyst for CO2 fixation into cyclic carbonate

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Abstract Polybenzoxazine containing N-methylpyridinium iodide (PBz-[PyMe]I) was first utilized as an efficient catalyst for CO2 fixation into cyclic carbonates. The polymer structure was determined as a phenolic-type polybenzoxazine characterized by… Click to show full abstract

Abstract Polybenzoxazine containing N-methylpyridinium iodide (PBz-[PyMe]I) was first utilized as an efficient catalyst for CO2 fixation into cyclic carbonates. The polymer structure was determined as a phenolic-type polybenzoxazine characterized by FT-IR, 1H NMR. PBz-[PyMe]I shows a wide scope of substrates for the reaction of cycloaddition of CO2 with epoxides including aliphatic epoxides, styrene oxide derivatives, glycidyl ethers, and spiro-epoxyoxindole at 120 °C within two hours, and obtains high yields up to 96%. The catalyst was recycled up to four times remaining 82% catalytic activity comparing to the first run. A combined hydrogen-bonding mechanism activated by both phenol and pyridinium salt was proposed and verified. The synthesis and application of PBz-[PyMe]I suggested the viability of other catalytic moieties could be introduced into polybenzoxazine.

Keywords: co2; polybenzoxazine; methylpyridinium iodide; co2 fixation; fixation cyclic

Journal Title: European Polymer Journal
Year Published: 2021

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