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Molecular Foundry

HIGHLIGHTSCovalent Organic Frameworks with Irreversible Linkages via Novel Chemistry
April 30, 2022

Scientific Achievement

Formation of Indazole-COF (top) and BIY-COF (bottom) via either a one-pot or stepwise approach. The key chemistry, based on Cadogan reaction, transforms the reversible imine linkages into irreversible ones that promote proton transport, leading to high intrinsic proton conductivity.

A team of Foundry staff and users developed a new synthetic strategy for making Covalent Organic Frameworks (COFs) with irreversible linkages and produced COFs with intrinsic proton conductivity.

Significance and Impact

This is the first time that COFs have been made with irreversible indazole and benzimidazolyidene linkages. It offers versatile options to construct COFs and control their functionality and opens the door to a broader class of functional porous materials.

Research Details

  • The team used a new approach combining imine chemistry with the Cadogan reaction to synthesize COFs with irreversible indazole- and benzimidazolyidene-linkages
  • The BIY-COF displays excellent intrinsic proton conductivity without the need for external proton transfer reagents.
  • The method offers versatile options to construct COFs with conceivable opportunities to control band gap and other semiconducting properties.
S. Yang, C. Yang, C., Dun, H. Mao, R.S.H Khoo, L.M. Klivansky, J.A. Reimer, J.J. Urban, J. Zhang, Y. Liu, J. Am. Chem. Soc., 2022,144, 9827-9835. DOI: 10.1021/jacs.2c02405

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