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Article

Unexpected Radical Telomerisation of Vinylidene Fluoride with 2-Mercaptoethanol

Université de Montpellier, CNRS, ENSCM, 34000 Montpellier, France
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Author to whom correspondence should be addressed.
Academic Editor: Viktor O. Iaroshenko
Molecules 2021, 26(11), 3082; https://doi.org/10.3390/molecules26113082
Received: 15 April 2021 / Revised: 10 May 2021 / Accepted: 11 May 2021 / Published: 21 May 2021
(This article belongs to the Special Issue Organofluorine Chemistry and Beyond)
The radical telomerisation of vinylidene fluoride (VDF) with 2-mercaptoethanol as chain transfer agent (CTA) was studied to synthesise fluorinated telomers which bear a hydroxy end-group, such as H(VDF)nS(CH2)2OH, under thermal (di-tert-butyl peroxide as the initiator) or photochemical initiations. A careful structural study of a typical H-VDF-S(CH2)2OH telomer was performed by 1H and 19F NMR spectroscopy. These analytical methods allowed us to explore the selective addition of the thiyl radical onto the hydrogenated side of VDF, and the telomer containing one VDF unit was obtained selectively. Surprisingly, for higher [VDF]o initial concentrations, a monoadduct telomer was produced as well as PVDF homopolymer. This feature was related to the fast consumption of the CTA. The kinetics of radical telomerisation led to a quite high transfer constant of the CTA (40 at 140 °C) that evidences the formation of a monoadduct as the only telomer formed. View Full-Text
Keywords: vinylidene fluoride; radical; telomerisation; mercaptan; chain transfer constant vinylidene fluoride; radical; telomerisation; mercaptan; chain transfer constant
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MDPI and ACS Style

Duc, M.; Boutevin, B.; Ameduri, B. Unexpected Radical Telomerisation of Vinylidene Fluoride with 2-Mercaptoethanol. Molecules 2021, 26, 3082. https://doi.org/10.3390/molecules26113082

AMA Style

Duc M, Boutevin B, Ameduri B. Unexpected Radical Telomerisation of Vinylidene Fluoride with 2-Mercaptoethanol. Molecules. 2021; 26(11):3082. https://doi.org/10.3390/molecules26113082

Chicago/Turabian Style

Duc, Michel, Bernard Boutevin, and Bruno Ameduri. 2021. "Unexpected Radical Telomerisation of Vinylidene Fluoride with 2-Mercaptoethanol" Molecules 26, no. 11: 3082. https://doi.org/10.3390/molecules26113082

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