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Behavior of 10-(perfluorohexyl)-decanol, a partially fluorinated analog of hexadecanol, at the air–water interface
Journal article   Peer reviewed

Behavior of 10-(perfluorohexyl)-decanol, a partially fluorinated analog of hexadecanol, at the air–water interface

Hans-Joachim Lehmler and Paul M Bummer
Journal of fluorine chemistry, Vol.117(1), pp.17-22
2002
DOI: 10.1016/S0022-1139(02)00169-0

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Abstract

10-(Perfluorohexyl)-decanol is a partially fluorinated analog of hexadecanol, an important detergent alcohol. With a melting point of T=48.82 °C and a melting enthalpy of Δ H=53.96 J/g, the intermolecular interactions of the fluorinated alcohol are weaker compared to hexadecanol ( T=52.67 °C, Δ H=244.41 J/g). The behavior of this fluorinated alcohol at the air–water interface was studied on five different subphases, namely, water, NaCl (150 mM), CaCl 2 (2 mM), HCl (pH=2.0), and urea (0.5 M). Similar to other partially fluorinated amphiphiles, the compression isotherms of the fluorinated alcohol on all subphases are more expanded compared to the hydrocarbon alcohol with a limiting area of 32–36 Å 2 per molecule and a temperature-dependent phase transition at 5.6–8.2 mN/m (37 °C, compression rate of 10 mm/min). The dependence of the compression isotherms of 10-(perfluorohexyl)-decanol on subphase composition and temperature follows the trends reported for tetra- and hexadecanol. In particular, a shift to smaller molecular areas with increasing temperatures was observed on all five subphases. The shift to smaller molecular areas on urea indicates that in the case of 10-(perfluorohexyl)-decanol the effect is largely due to a loss of material from the air–water interface during compression of the monolayers. However, a squeezing-out of water molecules from the hydration sphere of the polar headgroup may still occur but can not be unambiguously proven.
DSC Fluorinated Hexadecanol Langmuir isotherms

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