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−236.4 kcal mol−1; Δ
+9.4 kcal mol−1, and 
79 kcal mol−1. Uncertainties of ±0.1 eV are assigned to appearance potentials and ±2 kcal mol−1 to heats of formation.
doi:10.1016/j.jfluchem.2004.06.002 
Copyright © 2004 Published by Elsevier B.V.
The preparation of primary poly-hexafluoropropylene oxide halides (poly-HFPO-CF2X where X = I, Br, Cl and F)
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Jon L. Howell
, 
, a, Norman Lua, Erik W. Pereza, Chadron M. Friesenc, Irek Novakb, Alfred Waterfeldb and Joseph S. Thrasherb
Received 18 May 2004;
Abstract
Perfluorinated polyethers (PFPEs) are an important class of chemicals in industry due to their outstanding thermal stability, chemical inertness, and low vapor pressure. Since the first report on the polymerization of hexafluoropropylene oxide, there have been many papers on functionalized PFPEs. We have found that the reaction of poly-hexafluoropropylene oxide (HFPO) acid fluoride with LiI leads, to first the secondary and subsequently, to the primary poly-HFPO iodide. The primary poly-HFPO iodide, like perfluoroalkyl iodide, should provide the starting point for many new products. In this paper, from the primary poly-HFPO iodide we have prepared the family of primary poly-HFPO halides (X = I, Br, Cl and F). Their spectral data are discussed.
Author Keywords: Perfluorinated polyether; Poly-hexafluoropropylene oxide; Poly-HFPO acid fluoride; Lithium iodide; Poly-HFPO iodide; Primary poly-HFPO halides
Article Outline
- 1. Introduction
- 2. Results
- 2.1. The preparation of primary poly-HFPO iodide (poly-HFPO-CF2I)
- 2.1.1. Spectral data of the secondary poly-HFPO iodide [poly-HFPO-CF(CF3)I]
- 2.1.2. Spectral data of the primary poly-HFPO iodide [(poly-HFPO-CF2I)]
- 2.2. The preparation of primary poly-HFPO bromide [(poly-HFPO-CF2Br)]
- 2.3. The preparation of primary poly-HFPO chloride [(poly-HFPO-CF2Cl)]
- 2.4. The preparation of primary poly-HFPO fluoride [(poly-HFPO-CF3)]
- 3. Discussion
- 4. Conclusions
- 5. Experimental
- 5.1. The preparation of secondary poly-HFPO iodide
- 5.2. The preparation of primary poly-HFPO iodide
- 5.2.1. Electron impact-mass spectrometry
- 5.2.2. Chemical ionization-mass spectroscopy (methane)
- 5.2.3. 13C nuclear magnetic resonance spectroscopy
- 5.2.4. 19F nuclear magnetic resonance spectroscopy
- 5.3. The preparation of primary poly-HFPO bromide
- 5.4. The preparation of primary poly-HFPO chloride
- 5.5. The preparation of primary poly-HFPO fluoride
- Acknowledgements
- References
