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Review
. 2009;85(8):276-89.
doi: 10.2183/pjab.85.276.

Overview on the history of organofluorine chemistry from the viewpoint of material industry

Takashi Okazoe  1
Affiliations
Review

Overview on the history of organofluorine chemistry from the viewpoint of material industry

Takashi Okazoe. Proc Jpn Acad Ser B Phys Biol Sci. 2009.

Abstract

Fluorine (from "le fluor", meaning "to flow") is a second row element of Group 17 in the periodic table. When bound to carbon it forms the strongest bond in organic chemistry to give organofluorine compounds. The scientific field treating them, organofluorine chemistry, started before elemental fluorine itself was isolated. Applying the fruits in academia, industrial organofluorine chemistry has developed over 80 years via dramatic changes during World War II. Nowadays, it provides various materials essential for our society. Recently, it utilizes elemental fluorine itself as a reagent for the introduction of fluorine atoms to organic molecules in leading-edge industries. This paper overviews the historical development of organofluorine chemistry especially from the viewpoint of material industry.

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Figures

Scheme 1.
Scheme 1.
Fluorination with CoF3.
Scheme 2.
Scheme 2.
Synthesis of partially-fluorinated ethylene monomers.
Scheme 3.
Scheme 3.
Synthesis of PPVE.
Scheme 4.
Scheme 4.
Synthesis of a monomer for ion-exchange membrane.
Scheme 5.
Scheme 5.
Synthesis of a monomer for perfluorinated carboxylic acid membrane.
Scheme 6.
Scheme 6.
Synthesis of PPVE from a non-fluorinated dichloroethyl ether.
Scheme 7.
Scheme 7.
The PERFECT method for synthesis of perfluorinated vinyl ethers.
Scheme 8.
Scheme 8.
The PERFECT method for synthesis of various perfluorinated acyl fluorides.
Scheme 9.
Scheme 9.
The PERFECT method for synthesis of monomers for carboxylic acid membrane.
Scheme 10.
Scheme 10.
The PERFECT method for synthesis of monomers for perfluorosulfonic acid membrane.
Scheme 11.
Scheme 11.
The PERFECT method for synthesis of perfluoro ketones.
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References

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MeSH terms