Examination of fluorination effect on physical properties of saturated long-chain alcohols by DSC and Langmuir monolayer

Two-Component Langmuir Monolayers and LB Films of DPPC with Partially Fluorinated Alcohol (F8H9OH)

“…1 forms a typical ordered monolayer under the present conditions. The insolubility and monolayer stability of F8H9OH with respect to the water subphase have been confirmed in a previous paper 21 . The π c value and limiting area of .…”

“…Perfluorooctyl nonanol F8H9OH was synthesized via a previously reported procedure 21 . L-α -Dipalmitoylphosphatidylcholine DPPC; purity >99 and the fluorescent probe, 1-palmitoyl-2-6-7-nitro-2-1,3-benzoxadiazol-4-yl amino hexanoyl -sn-glycero-3-phosphocholine NBD-PC , were obtained from Avanti Polar Lipids Alabaster, AL .…”

“…Therefore, this result supports the evidence of no fluidizing effect of F8H9OH on DPPC monolayers. To understand the distribution of each component in FM images, the following property needs to be taken into consideration as well; F8H9OH forms an ordered monolayer dark contrast in the temperature range from 283.2 to 303.2 21 , whereas DPPC domains are expressed by both bright LE and dark LC contrasts depending on surface pressure. If the F8H9OH domain is indicated by bright contrast disordered , the ordered domain ratio should decrease quantitatively with an increase in X F8H9OH .…”

Interfacial Properties in Langmuir Monolayers and LB Films of DPPC with Partially Fluorinated Alcohol (F8H7OH)

“…Perfluorooctyl heptanol F8H7OH was synthesized using a known protocol 25 . L-α-Dipalmitoylphosphatidylcholine DPPC; purity 99 and the fluorescent probe 1-palmitoyl-2-6-7-nitro-2-1,3-benzoxadiazol-4-yl amino hexanoyl -sn-glycero-3-phosphocholine NBD-PC were obtained from Avanti Polar Lipids Alabaster, AL, USA and were used without further purification.…”

Monolayer Compression Induces Fluidization in Binary System of Partially Fluorinated Alcohol (F4H11OH) with DPPC

“…The incorporation of F-chains n F ≤ 6 are expected to result in a reduction of the organ retention period relative to similar compounds with longer F-chains. In addition, the partially fluorinated amphiphiles n F ≤ 6 show irregular and unexpected physicochemical properties 15 . For example, the melting point of the partially fluorinated alcohols n F ≤ 6 is lower than the corresponding hydrogenated and perfluorinated alcohols.…”