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<title>Perfluoroether</title>

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<span id="openzim-page-title" class="mw-page-title-main"><span class="mw-page-title-main">Perfluoroether</span></span>

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<div id="mw-content-text" class="mw-body-content mw-content-ltr" lang="en" dir="ltr"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><p><b>Perfluoroethers</b> are a class of <a href="Organofluorine_compound" class="mw-redirect" title="Organofluorine compound">organofluorine compound</a> containing one or more <a href="Ether" title="Ether">ether</a> <a href="Functional_group" title="Functional group">functional group</a>. In general these compounds are structurally analogous to the related hydrocarbon ethers, except for the distinctive properties of <a href="Fluorocarbon" title="Fluorocarbon">fluorocarbons</a>.

</p><p>The introduction of an ether function to a perfluoro-polymer chain also provides thermoplastic properties to the polymer, making thermal forming possible. This is a great technological advantage for producing a large variety of shapes (e.g., beakers, funnels, flasks for laboratory uses, etc...) and allows <a href="Plastics_extrusion" class="mw-redirect" title="Plastics extrusion">extrusion</a> of highly chemically-resistant tubing. It also confers on the polymer a translucent appearance.<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup>

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<div class="mw-heading mw-heading2"><h2 id="Low_molecular_weight_fluorinated_ethers">Low molecular weight fluorinated ethers</h2></div>

<p><a href="Open-chain_compound" title="Open-chain compound">Acyclic</a> perfluoroethers are analogues of <a href="Diethylether" class="mw-redirect" title="Diethylether">diethylether</a>, e.g. O(C<sub>2</sub>F<sub>5</sub>)<sub>2</sub>, such perfluoro(2-ethoxyethane)sulfonic acid (PFEESA).

</p><p>Of practical utility are the fluorinated <a href="Epoxide" title="Epoxide">epoxides</a>. Tetrafluoroethylene oxide and <a href="Hexafluoropropylene_oxide" title="Hexafluoropropylene oxide">hexafluoropropylene oxide</a>. These are precursors of <a href="Perfluoro(methyl_vinyl_ether)" title="Perfluoro(methyl vinyl ether)">perfluoro(methyl vinyl ether)</a> (CF<sub>2</sub>=CFOCF<sub>3</sub>) and perfluoro(propyl vinyl ether),<sup id="cite_ref-PerfluorinatedVinylEtherSynthesisPatent_2-0" class="reference"><a href="#cite_note-PerfluorinatedVinylEtherSynthesisPatent-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> and are used as <a href="Monomer" title="Monomer">comonomers</a> with <a href="Tetrafluoroethylene" title="Tetrafluoroethylene">tetrafluoroethylene</a>, where they improve the properties of the resulting <a href="Polytetrafluoroethylene" title="Polytetrafluoroethylene">polytetrafluoroethylene</a> (e.g., <a href="Teflon" class="mw-redirect" title="Teflon">Teflon</a>).

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<div class="mw-heading mw-heading2"><h2 id="Polymeric_perfluoroethers">Polymeric perfluoroethers</h2></div>

<p><a href="Perfluoroalkoxy_alkane" title="Perfluoroalkoxy alkane">Perfluoroalkoxy alkanes</a> (PFAs) are <a href="Fluoropolymer" title="Fluoropolymer">fluoropolymers</a> with properties similar to <a href="Polytetrafluoroethylene" title="Polytetrafluoroethylene">polytetrafluoroethylene</a> (PTFE). Methylfluoroalkoxy (MFA) is a polytetrafluoroethylene perfluoro methylvinylether prepared with a different ratio of PTFE and MVE monomers to that used for PFA. In these materials, the ether groups are pendant from the polymer backbone.

</p><p><a href="Krytox" title="Krytox">Krytox</a> is a grease generated by the polymerization of hexafluoropropylene oxide. Its <a href="Chemical_formula" title="Chemical formula">chemical formula</a> is F−(CF(CF<sub>3</sub>)−CF<sub>2</sub>−O)<sub><i>n</i></sub>−CF<sub>2</sub>CF<sub>3</sub>. The ether groups are integral to the polymer chain.<sup id="cite_ref-Ullmann_3-0" class="reference"><a href="#cite_note-Ullmann-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup>

</p><p><a href="Nafion" title="Nafion">Nafion</a> is a perfluorinated polyether with pendant <a href="Sulfonic_acid" title="Sulfonic acid">sulfonic acid</a> groups (RSO<sub>3</sub>H).

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<div class="mw-heading mw-heading2"><h2 id="Precautions">Precautions</h2></div>

<p>At high temperatures or in a fire, perfluoroethers decompose and may release <a href="Hydrogen_fluoride" title="Hydrogen fluoride">hydrogen fluoride</a>. Any residue must be handled using protective equipment.

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<div class="mw-heading mw-heading2"><h2 id="References">References</h2></div>

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</style><cite id="CITEREFGünter_SiegemundWerner_SchwertfegerAndrew_FeiringBruce_Smart2002" class="citation encyclopaedia cs1">Günter Siegemund; Werner Schwertfeger; Andrew Feiring; Bruce Smart; Fred Behr; Herward Vogel; Blaine McKusick (2002). "Fluorine Compounds, Organic". <i>Ullmann's Encyclopedia of Industrial Chemistry</i>. Weinheim: Wiley-VCH. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2F14356007.a11_349">10.1002/14356007.a11_349</a>. <a href="ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <bdi>3-527-30673-0</bdi>.</cite></span>

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</style><span class="citation patent" id="CITEREFJohn_Ferguson_Harris,_Jr.Donald_Irwin_McCane1965"><a rel="nofollow" class="external text" href="https://worldwide.espacenet.com/textdoc?DB=EPODOC&IDX=US3180895A">US patent 3180895A</a>, John Ferguson Harris, Jr. & Donald Irwin McCane, "Fluorocarbon Ethers", issued 1965-04-27</span><span class="Z3988" title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Apatent&rft.number=3180895A&rft.cc=US&rft.title=Fluorocarbon+Ethers&rft.inventor=John+Ferguson+Harris%2C+Jr.&rft.date=1965-04-27&rft.appldate=1960-11-25"><span style="display: none;"> </span></span></span>

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<li id="cite_note-Ullmann-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-Ullmann_3-0">^</a></b></span> <span class="reference-text"><cite id="CITEREFMichael_G._CostelloRichard_M._FlynnJohn_G._Owens2001" class="citation encyclopaedia cs1">Michael G. Costello; Richard M. Flynn; John G. Owens (2001). "Fluoroethers and Fluoroamines". <i>Kirk-Othmer Encyclopedia of Chemical Technology</i>. Weinstein: Wiley-VCH. <a href="Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2F0471238961.0612211506122514.a01.pub2">10.1002/0471238961.0612211506122514.a01.pub2</a>. <a href="ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <bdi>0-471-23896-1</bdi>.</cite></span>

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<div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2></div>

<ul><li><a rel="nofollow" class="external text" href="https://www.fluorotherm.com/technical-information/materials-overview/pfa-properties/">MFA Properties</a></li></ul></div><div><div class="zim-footer">

This article is issued from <a class="external text" title="Last edited on 2025-04-25" href="https://en.wikipedia.org/wiki/?title=Perfluoroether&oldid=1287360230">Wikipedia</a>. The text is available under <a class="external text" href="https://creativecommons.org/licenses/by-sa/4.0/deed.en">Creative Commons Attribution-Share Alike 4.0</a> unless otherwise noted. Additional terms may apply for the media files.

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