One-pot synthesis of bio-based polycarbonates from dimethyl carbonate and isosorbide under metal-free condition

Fang, Wenjuan; Zhang, Zhencai; Yang, Zifeng; Zhang, Yaqin; Xu, Fengyuan; Li, Chenhao; An, Hongzhe; Song, Ting; Luo, Yunjun

doi:10.1039/d0gc01440k

Cited by 22 publications

(25 citation statements)

References 72 publications

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“…In this regard, a large range of catalysts was tested to selectively activate the endo or exo alcohol moieties and to prevent reactivity disparities that would considerably limit the molar mass of the PC. Among them, metal salts [202], metal alkoxides [203,204], inorganic carbonates [205], ionic liquids [206][207][208][209][210][211][212][213], organic bases [214] and others [215][216][217][218] enabled the facile construction of defect-free PCs derived from isosorbide with Mn values in the range of 14,000 to 55,000 g/mol. Carbonate metathesis polymerization principle catalyzed by K 2 CO 3 .…”

Section: Aromatic and Cycloaliphatic Pcsmentioning

confidence: 99%

En Route to CO2-Based (a)Cyclic Carbonates and Polycarbonates from Alcohols Substrates by Direct and Indirect Approaches

et al. 2022

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This review is dedicated to the state-of-the art routes used for the synthesis of CO2-based (a)cyclic carbonates and polycarbonates from alcohol substrates, with an emphasis on their respective main advantages and limitations. The first section reviews the synthesis of organic carbonates such as dialkyl carbonates or cyclic carbonates from the carbonation of alcohols. Many different synthetic strategies have been reported (dehydrative condensation, the alkylation route, the “leaving group” strategy, the carbodiimide route, the protected alcohols route, etc.) with various substrates (mono-alcohols, diols, allyl alcohols, halohydrins, propargylic alcohols, etc.). The second section reviews the formation of polycarbonates via the direct copolymerization of CO2 with diols, as well as the ring-opening polymerization route. Finally, polycondensation processes involving CO2-based dimethyl and diphenyl carbonates with aliphatic and aromatic diols are described.

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Section: Aromatic and Cycloaliphatic Pcsmentioning

confidence: 99%

En Route to CO2-Based (a)Cyclic Carbonates and Polycarbonates from Alcohols Substrates by Direct and Indirect Approaches

et al. 2022

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“…Fang et al (45) reported a one-pot approach for the synthesis of PIC and PDIC using triazabicyclo[4.4.0]dec-5-ene (TBD). In this case, the activation of both imine and amine moieties of the catalyst played a bifunctional role in the activation of hydroxyl and carboxylate groups in the reaction media.…”

Section: Isosorbide Polycarbonatesmentioning

confidence: 99%

The future of isosorbide as a fundamental constituent for polycarbonates and polyurethanes

Gómez-de-Miranda-Jiménez-de-Aberasturi

Centeno-Pedrazo

Prieto-Fernández

et al. 2021

Green Chemistry Letters and Reviews

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Isosorbide is a biobased compound which could become in the near future an advantageous competitor of petroleum-derived components in the synthesis of polymers of different nature. When the reactivity of isosorbide is not enough, it can be successfully transformed into secondary building blocks, such as isosorbide bis(methyl carbonate), which provides extra functionalities for polymerization reactions with diols or diamines. The present review summarizes the possibilities for isosorbide as a green raw material to be used in the synthesis of polycarbonates and polyurethanes to obtain products of similar or enhanced properties to the commercial equivalents.

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“…45,46 Furthermore, it is impossible to remove metal-based catalysts from PIC altogether, and such catalyst residues limit the end-use of PIC. 47,48 Therefore, the development of efficient and eco-friendly catalysts to enhance the reactivity of endo-OH and promote the carboxymethylation of DMC is desired.…”

Section: Introductionmentioning

confidence: 99%

Acylamido-based anion-functionalized ionic liquids for efficient synthesis of poly(isosorbide carbonate)

Fang

Zhang

et al. 2022

Catal. Sci. Technol.

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One-pot synthesis of bio-based polycarbonates from dimethyl carbonate and isosorbide under metal-free condition

Abstract: A synthetic strategy for bio-based polycarbonate was developed via one-pot polymerization of renewable monomer isosorbide and dimethyl carbonate using eco-friendly organo-catalysts.

Cited by 22 publications

References 72 publications

En Route to CO2-Based (a)Cyclic Carbonates and Polycarbonates from Alcohols Substrates by Direct and Indirect Approaches

En Route to CO2-Based (a)Cyclic Carbonates and Polycarbonates from Alcohols Substrates by Direct and Indirect Approaches

The future of isosorbide as a fundamental constituent for polycarbonates and polyurethanes

Acylamido-based anion-functionalized ionic liquids for efficient synthesis of poly(isosorbide carbonate)

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