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Perfluoroether

Perfluoroethers are a class of organofluorine compound containing one or more ether functional group. In general these compounds are structurally analogous to the related hydrocarbon ethers, except for the distinctive properties of fluorocarbons.

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 extrusion of highly chemically-resistant tubing. It also confers on the polymer a translucent appearance.[1]

Low molecular weight fluorinated ethers edit

 
PFA tubing is commonly used to handle aggressive chemicals
 
Nafion is a fluoroether with strongly acidic sulfonic acid substituents

Acyclic perfluoroethers are analogues of diethylether, e.g. O(C2F5)2, such perfluoro(2-ethoxyethane)sulfonic acid (PFEESA).

More interesting and more useful are the cyclic ethers, especially, the epoxides. Tetrafluoroethyene oxide and hexafluoropropylene oxide are two of the simplest cyclic perfluoroethers. These are precursors of perfluoro(methyl vinyl ether) (CF2=CFOCF3) and perfluoro(propyl vinyl ether), and are used as comonomers with tetrafluoroethylene.

Polymeric perfluoroethers edit

Perfluoroalkoxy alkanes (PFAs) are fluoropolymers with properties similar to polytetrafluoroethylene (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.

Krytox is a grease generated by the polymerization of hexafluoropropylene oxide. Its chemical formula is F−(CF(CF3)−CF2−O)n−CF2CF3. The ether groups are integral to the polymer chain.[2]

Nafion is a perfluorinated polyether with pendant sulfonic acid groups (RSO3H).

Precautions edit

At high temperatures or in a fire, perfluoroethers decompose and may release hydrogen fluoride. Any residue must be handled using protective equipment.

References edit

  1. ^ Günter Siegemund; Werner Schwertfeger; Andrew Feiring; Bruce Smart; Fred Behr; Herward Vogel; Blaine McKusick (2002). "Fluorine Compounds, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a11_349. ISBN 3-527-30673-0.
  2. ^ Michael G. Costello; Richard M. Flynn; John G. Owens (2001). "Fluoroethers and Fluoroamines". Kirk-Othmer Encyclopedia of Chemical Technology. Weinstein: Wiley-VCH. doi:10.1002/0471238961.0612211506122514.a01.pub2. ISBN 0-471-23896-1.

External links edit

  • MFA Properties

perfluoroether, class, organofluorine, compound, containing, more, ether, functional, group, general, these, compounds, structurally, analogous, related, hydrocarbon, ethers, except, distinctive, properties, fluorocarbons, introduction, ether, function, perflu. Perfluoroethers are a class of organofluorine compound containing one or more ether functional group In general these compounds are structurally analogous to the related hydrocarbon ethers except for the distinctive properties of fluorocarbons 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 extrusion of highly chemically resistant tubing It also confers on the polymer a translucent appearance 1 Contents 1 Low molecular weight fluorinated ethers 2 Polymeric perfluoroethers 3 Precautions 4 References 5 External linksLow molecular weight fluorinated ethers edit nbsp PFA tubing is commonly used to handle aggressive chemicals nbsp Nafion is a fluoroether with strongly acidic sulfonic acid substituentsAcyclic perfluoroethers are analogues of diethylether e g O C2F5 2 such perfluoro 2 ethoxyethane sulfonic acid PFEESA More interesting and more useful are the cyclic ethers especially the epoxides Tetrafluoroethyene oxide and hexafluoropropylene oxide are two of the simplest cyclic perfluoroethers These are precursors of perfluoro methyl vinyl ether CF2 CFOCF3 and perfluoro propyl vinyl ether and are used as comonomers with tetrafluoroethylene Polymeric perfluoroethers editPerfluoroalkoxy alkanes PFAs are fluoropolymers with properties similar to polytetrafluoroethylene 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 Krytox is a grease generated by the polymerization of hexafluoropropylene oxide Its chemical formula is F CF CF3 CF2 O n CF2CF3 The ether groups are integral to the polymer chain 2 Nafion is a perfluorinated polyether with pendant sulfonic acid groups RSO3H Precautions editAt high temperatures or in a fire perfluoroethers decompose and may release hydrogen fluoride Any residue must be handled using protective equipment References edit Gunter Siegemund Werner Schwertfeger Andrew Feiring Bruce Smart Fred Behr Herward Vogel Blaine McKusick 2002 Fluorine Compounds Organic Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a11 349 ISBN 3 527 30673 0 Michael G Costello Richard M Flynn John G Owens 2001 Fluoroethers and Fluoroamines Kirk Othmer Encyclopedia of Chemical Technology Weinstein Wiley VCH doi 10 1002 0471238961 0612211506122514 a01 pub2 ISBN 0 471 23896 1 External links editMFA Properties Retrieved from https en wikipedia org w index php title Perfluoroether amp oldid 1185812064, wikipedia, wiki, book, books, library,

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