Organic bases and protic acids as binary catalysts for ring-opening alternating copolymerization of epoxides and cycle anhydrides

Comprehensive Summary Efficient synthesis of polyester polyols with tunable molecular weight and microstructures from cyclic anhydride/epoxide mixtures by taking advantage of chain transfer reaction remains a great challenge, because most of the catalysts exhibit poor tolerance to chain transfer agent (CTA). In this contribution, we demonstrated that potassium acetate (KOAc) and 18‐crown‐6 (18‐C‐6) combination has great potential in the synthesis of diverse polyester polyols with controllable molecular weight and high‐end group fidelity. Compared with KOAc, KOAc/18‐C‐6 pair could induce a much faster chain transfer between the active and dormant chains, and thus produce polyester polyols with narrow and monomodal distribution. In addition, polyester polyols could be efficiently prepared in laboratory by using commercially available cyclic anhydride without further purification (containing about 2% diacid residual as CTA) with an extremely low catalyst loading ([catalyst pair] : [anhydride] : [epoxide] = 1 : 50000 : 250000, [catalyst pair] = 0.0004 mol%). KOAc/18‐C‐6 could also promote the self‐switchable copolymerization of cyclic anhydride/epoxide/cyclic ester mixtures. Ring‐ opening copolymerization of cyclic ester was initiated automatically after the full conversion of cyclic anhydride, finally producing polyester polyols with ABA‐type block structure.

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Potassium Acetate/18‐Crown‐6 Pair: Robust and Versatile Catalyst for Synthesis of Polyols from Ring‐Opening Copolymerization of Epoxides and Cyclic Anhydrides^†

Dou

Liu

Wang

et al. 2022

Chin. J. Chem.

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Controlled ring-opening copolymerization of epoxides and cyclic anhydrides through bifunctional thiourea–quaternary ammonium salt catalysts

Wang,

Li,

et al. 2024

Polym. Chem.

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Organic bases and protic acids as binary catalysts for ring-opening alternating copolymerization of epoxides and cycle anhydrides

Cited by 2 publications

References 39 publications

Potassium Acetate/18‐Crown‐6 Pair: Robust and Versatile Catalyst for Synthesis of Polyols from Ring‐Opening Copolymerization of Epoxides and Cyclic Anhydrides^†

Potassium Acetate/18‐Crown‐6 Pair: Robust and Versatile Catalyst for Synthesis of Polyols from Ring‐Opening Copolymerization of Epoxides and Cyclic Anhydrides^†

Controlled ring-opening copolymerization of epoxides and cyclic anhydrides through bifunctional thiourea–quaternary ammonium salt catalysts

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Organic bases and protic acids as binary catalysts for ring-opening alternating copolymerization of epoxides and cycle anhydrides

Cited by 2 publications

References 39 publications

Potassium Acetate/18‐Crown‐6 Pair: Robust and Versatile Catalyst for Synthesis of Polyols from Ring‐Opening Copolymerization of Epoxides and Cyclic Anhydrides†

Potassium Acetate/18‐Crown‐6 Pair: Robust and Versatile Catalyst for Synthesis of Polyols from Ring‐Opening Copolymerization of Epoxides and Cyclic Anhydrides†

Controlled ring-opening copolymerization of epoxides and cyclic anhydrides through bifunctional thiourea–quaternary ammonium salt catalysts

Contact Info

Product

Resources

About

Potassium Acetate/18‐Crown‐6 Pair: Robust and Versatile Catalyst for Synthesis of Polyols from Ring‐Opening Copolymerization of Epoxides and Cyclic Anhydrides^†

Potassium Acetate/18‐Crown‐6 Pair: Robust and Versatile Catalyst for Synthesis of Polyols from Ring‐Opening Copolymerization of Epoxides and Cyclic Anhydrides^†