A new route to perfluoro(propyl vinyl ether) monomer: Synthesis of perfluoro (2-propoxypropionyl) fluoride from non-fluorinated compounds

Citation
T. Okazoe et al., A new route to perfluoro(propyl vinyl ether) monomer: Synthesis of perfluoro (2-propoxypropionyl) fluoride from non-fluorinated compounds, ADV SYNTH C, 343(2), 2001, pp. 215-219
Citations number
23
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ADVANCED SYNTHESIS & CATALYSIS
ISSN journal
1615-4150 → ACNP
Volume
343
Issue
2
Year of publication
2001
Pages
215 - 219
Database
ISI
SICI code
1615-4150(200102)343:2<215:ANRTPV>2.0.ZU;2-L
Abstract
Perfluoro(2-propoxypropionyl) fluoride (1a), which is the precursor of the perfluorinated propyl vinyl ether (PPVE) monomer of an industrially importa nt perfluoroalkoxy copolymer (PFA), was synthesized by utilizing direct flu orination of the non-fluorinated counterpart for the first time. The partia lly-fluorinated ester 7 synthesized from the desired perfluorinated acid fl uoride la itself and tile non-fluorinated alcohol 5, which has a carbon ske leton corresponding to the desired compound 1a, was perfluorinated by liqui d-phase direct fluorination with elemental fluorine. Degradation of the res ulting perfluorinated ester 8 gave 2 mols of the desired acid fluoride 1a. In a sense, this process can be called self-multiplication of a perfluorina ted acid fluoride from a non-fluorinated alcohol.