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  Metal-free visible-light-induced dithiol–ene clicking via carbon nitride to valorize 4-pentenoic acid as a functional monomer

Kumru, B., Mendoza Mesa, J., Antonietti, M., & Al-Naji, M. (2019). Metal-free visible-light-induced dithiol–ene clicking via carbon nitride to valorize 4-pentenoic acid as a functional monomer. ACS Sustainable Chemistry & Engineering, 7(21), 17574-17579. doi:10.1021/acssuschemeng.9b05351.

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Item Permalink: http://hdl.handle.net/21.11116/0000-0004-E674-6 Version Permalink: http://hdl.handle.net/21.11116/0000-0005-3E62-8
Genre: Journal Article

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 Creators:
Kumru, Baris1, Author              
Mendoza Mesa, Jose2, Author
Antonietti, Markus3, Author              
Al-Naji, Majd2, Author              
Affiliations:
1Bernhard Schmidt, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_2149676              
2Majd Al-Naji, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_3050472              
3Markus Antonietti, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863321              

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Free keywords: Photochemistry; Carbon nitride; Pentenoic acid; Dithiols; Dithiol−ene clicking; Bio-derived polymer
 Abstract: The necessity for more bio-based building blocks and processes have led to utilizing new polymerization approaches with a lower carbon footprint. Here, we demonstrate the synthesis of a visible-light-induced dithiol–ene clicking reaction between lignocellulosic biomass-derivable 4-pentenoic acid (4-PEA) and different dithiols, i.e., 1,2-ethanedithiol (EDT), 2,2-(ethylenedioxy)diethanethiol (EDDT), and 1,4-benzenedimethanethiol (BDT), using graphitic carbon nitride (g-CN) as a metal-free photocatalyst. The formation of dicarboxylic acid functional monomers were confirmed using 1H NMR and FT-IR. Furthermore, polyamides were synthesized from the dicarboxylic acid functional monomers to demonstrate the applicability of the monomers yielding new polyamide end polymers.

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Language(s): eng - English
 Dates: 2019-10-172019
 Publication Status: Published in print
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 Identifiers: DOI: 10.1021/acssuschemeng.9b05351
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Title: ACS Sustainable Chemistry & Engineering
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 7 (21) Sequence Number: - Start / End Page: 17574 - 17579 Identifier: ISSN: 2168-0485