Highly active organocatalyst from a trivalent phosphazenium salt for ring-opening copolymerization of epoxides and cyclic anhydrides enhanced by hydrogen bonding interactions

Jiang, Chunhuan; Wang, Junqi; Liu, Xiaoyu; You, Xiaoxia; Zhong, Ronglin; Ren, Chuanli; Li, Zhibo

doi:10.1007/s11426-024-2105-8

Sci. China Chem.

2024

DOI: 10.1007/s11426-024-2105-8

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Highly active organocatalyst from a trivalent phosphazenium salt for ring-opening copolymerization of epoxides and cyclic anhydrides enhanced by hydrogen bonding interactions

Chunhuan Jiang,

Junqi Wang,

Xiaoyu Liu

et al.

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Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO₂: From Well‐Defined Block to Truly Random Copolymers

Ma,

Wang,

Jiang

et al. 2024

Angewandte Chemie

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Copolymers with precise compositions and controlled sequences are great appealing for high‐performance polymeric materials, but their synthesis is very challenging. In this study, tetrakis[tris(dimethylamino)phosphoranylidenamino] phosphonium chloride (P5Cl) and triethylboron (TEB) were chosen as the binary catalyst to synthesize both well‐defined block and truly random poly(ester‐carbonate) copolymers via the one‐pot/one‐step terpolymerization of epoxide/anhydride/CO2 under metal‐free conditions. The bulky nature of phosphazenium cation not only led to loose cation−anion pairs and enhanced the reactivity, but also provided the chain‐end an appropriate protection and improved the controllability. In particular, P5Cl/TEB with a molar ratio of 1/0.5 showed an extraordinary chemoselectivity for ring‐opening alternating copolymerization (ROAC) of cyclohexene oxide (CHO) and phthalic anhydride (PA) first and then ROAC of CHO/CO2. Thus, well‐defined block polyester‐polycarbonate copolymers were synthesized by CHO/PA/CO2 terpolymerization. The chemoselectivity was easily tuned and the ROAC of CHO/PA and ROAC of CHO/CO2 occurred simultaneously with P5Cl/TEB = 1/2, producing truly random poly(ester‐carbonate) copolymers from CHO/PA/CO2. In addition, this P5Cl/TEB catalyst and the strategy to regulate its chemoselectivity are versatile for various anhydrides, epoxides and initiators. Thus, poly(ester‐carbonate) copolymers with varying sequences, compositions, and topologies are successfully synthesized, making it possible to compare their properties and to expand their applications.

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Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO₂: From Well‐Defined Block to Truly Random Copolymers

Ma,

Wang,

Jiang

et al. 2024

Angewandte Chemie

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show abstract

Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO₂: From Well‐Defined Block to Truly Random Copolymers

Ma,

Wang,

Jiang

et al. 2024

Angew Chem Int Ed

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Highly active organocatalyst from a trivalent phosphazenium salt for ring-opening copolymerization of epoxides and cyclic anhydrides enhanced by hydrogen bonding interactions

Cited by 2 publications

References 44 publications

Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO₂: From Well‐Defined Block to Truly Random Copolymers

Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO₂: From Well‐Defined Block to Truly Random Copolymers

Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO₂: From Well‐Defined Block to Truly Random Copolymers

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Highly active organocatalyst from a trivalent phosphazenium salt for ring-opening copolymerization of epoxides and cyclic anhydrides enhanced by hydrogen bonding interactions

Cited by 2 publications

References 44 publications

Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO2: From Well‐Defined Block to Truly Random Copolymers

Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO2: From Well‐Defined Block to Truly Random Copolymers

Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO2: From Well‐Defined Block to Truly Random Copolymers

Contact Info

Product

Resources

About

Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO₂: From Well‐Defined Block to Truly Random Copolymers

Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO₂: From Well‐Defined Block to Truly Random Copolymers

Bulky Phosphazenium Salt Controlling Chemoselective Terpolymerization of Epoxide, Anhydride and CO₂: From Well‐Defined Block to Truly Random Copolymers