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Synthesis of α,β-unsaturated esters of perfluoropolyalkylethers (PFPAEs) based on hexafluoropropylene oxide units for photopolymerization.


ABSTRACT: α,β-unsaturated esters are usually synthesized for polymer applications. However, the addition of maleate (cis-configuration) to a fluorinated moiety is challenging due to its potential isomerization during esterification. Various synthetic routes were attempted and led to very low conversion or side-products. The immiscibility of both reagents combined with an easy isomerization or attack on the double bond were potential explanations. In this paper, the synthesis of maleates oligo(hexafluoropropylene oxide) is reported by Steglich esterification and the reaction conditions are discussed depending on the molecular weight of the fluorinated moieties. After UV-curing, hydrophobic polymers were obtained by copolymerization with vinyl ethers by electron acceptor-donor systems.

SUBMITTER: Bonneaud C 

PROVIDER: S-EPMC9086334 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature

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Synthesis of α,β-unsaturated esters of perfluoropolyalkylethers (PFPAEs) based on hexafluoropropylene oxide units for photopolymerization.

Bonneaud Céline C   Decostanzi Mélanie M   Burgess Julia J   Trusiano Giuseppe G   Burgess Trevor T   Bongiovanni Roberta R   Joly-Duhamel Christine C   Friesen Chadron M CM  

RSC advances 20180921 57


α,β-unsaturated esters are usually synthesized for polymer applications. However, the addition of maleate (<i>cis-</i>configuration) to a fluorinated moiety is challenging due to its potential isomerization during esterification. Various synthetic routes were attempted and led to very low conversion or side-products. The immiscibility of both reagents combined with an easy isomerization or attack on the double bond were potential explanations. In this paper, the synthesis of maleates oligo(hexaf  ...[more]

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