jp035134o_si_012.pdf (3.16 kB)
Aggregation Behavior of Fluorooctanols in Hydrocarbon Solvents
journal contribution
posted on 2003-10-16, 00:00 authored by Akio Ohta, Ryo Murakami, Akiko Urata, Tsuyoshi Asakawa, Shigeyoshi Miyagishi, Makoto AratonoThe association behaviors of three 1-octanols (1-octanol: C8OH; 1,1,2,2-tetrahydrotridecafluorooctanol:
TFC8OH; and 1,1-dihydropentadecafluorooctanol: DFC8OH) in two hydrocarbon solvents (n-hexane and
benzene) were examined by vibration spectroscopy from 288.15 to 318.15 K. From the analysis of results
with a mass action model, it was found that dimers and tetramers of 1-octanols coexisted with monomers in
the n-hexane solution. These aggregates were formed by hydrogen bonding between the OH groups of
1-octanols. In the n-hexane solutions, an increase in the fluorination number of the 1-octanol molecule enhanced
the intermolecular hydrogen bonding between the OH groups, but reduced the amounts of polymeric species.
Conversely, in the benzene solution, the NIR experiment suggested that the OH groups of 1-octanols did not
interact with other OH groups, but with the benzene molecules instead. It was found from 19F NMR chemical
shift measurements that the fluorooctanols in the benzene solution aggregated by interaction between the
fluorocarbon chains instead of by hydrogen bonding.