有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
超強酸性固体触媒Nafion-Hを用いる有機合成
大和 武彦
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1995 年 53 巻 6 号 p. 487-499

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The catalytic applications of Nafion-H, a superacidic perfluororesinsulfonic acid in organic synthesis are reviewed. Nafion-H, the acid form of a commercial Nafion-K ionomer, is a highly acidic (H0≥-12) solid catalyst superior to conventional resinsulfonic acids such as sulfonated polystyrenes in its catalytic activity, thermal stability and chemical resistance.
Nafion-H catalyst is effective in a wide range of liquid and gas phase reactions, including electrophilic substitutions on aromatic nuclei, dehydration of alcohols, rearrangements, polymerizations and so on. Nafion-H and related perfluoroalkanesulfonic acids are not only much stronger acids but are also stable in corrosive environments and at temperature up to 210°C. Furthermore, specific advantages of using insoluble resins as catalysts include i) ease of by-product separation from the main reaction product usually by simple filtration; ii) prevention of intermolecular reaction of reactive species or functional groups by simulating high dilution conditions; iii) the possibility of reusing recovered reagents as well as eliminating the use of volatile or noxious substances.

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