We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Synthesis and characterization of fluorinated phosphonium ionic liquids.
- Authors
Tindale, Jocelyn J.; Na, Chris; Jennings, Michael C.; Ragogna, Paul J.
- Abstract
A wide variety of phosphonium ionic liquids containing fluorous ponytails Rfn (Rfn = –(CF2)n–1CF3; n = 4, 6, 10) are synthesized by the reaction of Rfn-(CH2)2-I with trialkylphosphines (R3P; R = Me, nBu, nOct). The efficacy of multiple metathetical routes to anion exchange have been investigated, thus the corresponding BF4–, PF6–, tosylate (OTs–) and triflate (OTf–) derivatives have also been prepared. All compounds have been comprehensively characterized by multinuclear NMR spectroscopy, ESI-MS, DSC, and TGA/SDTA, and in the case of [Me3PCH2CH2Rf4][I] by single crystal X-ray diffraction. These materials range from high melting solids (e.g., [Me3P(CH2)2Rf4][I] Tm = 195 °C) to very low melting liquids (e.g., [nOct3P(CH2)2Rf4][OTf] Tg = –64 °C), and they all have high thermal decomposition points (295 to 394 °C). Incorporation of the more weakly coordinating BF4– and PF6– yielded a significant increase in the melting point of the materials, in contrast to OTf– and OTs– derivatives, which all exhibited significantly depressed melting points.
- Subjects
PHOSPHONATES; IONS; PHOSPHINE; CHEMICAL decomposition; CRYSTALS
- Publication
Canadian Journal of Chemistry, 2007, Vol 85, Issue 10, p660
- ISSN
0008-4042
- Publication type
Article
- DOI
10.1139/V07-035