Terminally perfluorinated long-chain alkanethiols

Graupe, Michael; Koini, Thomas; Wang, Vincent Y.; Nassif, George M; Colorado, Ramon; Villazana, Ramon J.; Dong, Henry; Miura, Yasühiro; Shmakova, Olga E.; Lee, T.Randall

doi:10.1016/s0022-1139(98)00284-x

Cited by 64 publications

(66 citation statements)

References 30 publications

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“…The semifluorinated thiols were synthesized using methods described in a previous report (15), and analytical data for the compounds will be published separately (16,17). For reference, measurements with hexadecanethiol (Fluka, >95%) were also made.…”

Section: Methodsmentioning

confidence: 99%

Force Measurements between Semifluorinated Thiolate Self-Assembled Monolayers: Long-Range Hydrophobic Interactions and Surface Charge

Ederth

Tamada

Claesson

et al. 2001

Journal of Colloid and Interface Science

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Section: Methodsmentioning

confidence: 99%

Force Measurements between Semifluorinated Thiolate Self-Assembled Monolayers: Long-Range Hydrophobic Interactions and Surface Charge

Ederth

Tamada

Claesson

et al. 2001

Journal of Colloid and Interface Science

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“…In particular, the CF 3 -terminated surfaces, when compared with the non-fluorinated surfaces generated from CH 3 (CH 2 ) n SH, are less wettable in contact with non-polar liquids like hexadecane, but surprisingly more wettable in contact with polar liquids like water. The non-van der Waals energy component is significant for the CF 3 -terminated surfaces in contrast to the negligibly small magnitude for the CH 3 -terminated surfaces [6,8,9]. Furthermore, the friction on the terminally fluorinated SAMs is greater than that on the purely hydrocarbon SAMs [10][11][12].…”

Section: Introductionmentioning

confidence: 91%

“…Highly-ordered films that provide a useful surface for examining the interfacial properties have been fabricated by the self-assembly technique [1][2][3][4]. Notably, the wetting behavior of self-assembled monolayers (SAMs) generated by the adsorption of terminally fluorinated CF 3 (CH 2 ) n SH molecules on gold shows some unexpected trends [5][6][7][8][9]. In particular, the CF 3 -terminated surfaces, when compared with the non-fluorinated surfaces generated from CH 3 (CH 2 ) n SH, are less wettable in contact with non-polar liquids like hexadecane, but surprisingly more wettable in contact with polar liquids like water.…”

Section: Introductionmentioning

confidence: 99%

Effective van der Waals surface energy of self-assembled monolayer films having systematically varying degrees of molecular fluorination

Takenaga

Graupe

et al. 2008

Journal of Colloid and Interface Science

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“…[16] Typical overall yields for the radical addition, dehalogenation, and purification were about 50%. 8 …”

Section: Experimental Part Materialsmentioning

confidence: 99%

Synthesis and Characterization of Poly[oxy(ω,ω,ω‐trifluoroalkylsulfonylmethyl)ethylene]s: Effect of Terminal CF₃ and CH₃ Moieties on the Wettability of the Comb‐Like Polymers

Kim¹,

Sohn²,

Lee³

2007

Macro Chemistry & Physics

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Two CF3‐terminated polymers were synthesized by polymer analogous reactions in order to study the effect of the terminal CF3 groups on their surface properties. ESCA and NEXAFS showed that they contain highly ordered side chains oriented perpendicularly to the polymer surface. The CF3‐terminated polymers showed enhanced wettability by polar solvents as compared to the corresponding CH3‐terminated polymers, while the wettability by non‐polar dodecane showed the opposite trend. This was attributed to specific interactions between the oriented surface dipoles of the CF3‐terminated surfaces and the polar solvents. Thus, terminal CF3 groups in a polymer can increase its surface polarity.magnified image

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Terminally perfluorinated long-chain alkanethiols

Cited by 64 publications

References 30 publications

Force Measurements between Semifluorinated Thiolate Self-Assembled Monolayers: Long-Range Hydrophobic Interactions and Surface Charge

Force Measurements between Semifluorinated Thiolate Self-Assembled Monolayers: Long-Range Hydrophobic Interactions and Surface Charge

Effective van der Waals surface energy of self-assembled monolayer films having systematically varying degrees of molecular fluorination

Synthesis and Characterization of Poly[oxy(ω,ω,ω‐trifluoroalkylsulfonylmethyl)ethylene]s: Effect of Terminal CF₃ and CH₃ Moieties on the Wettability of the Comb‐Like Polymers

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Terminally perfluorinated long-chain alkanethiols

Cited by 64 publications

References 30 publications

Force Measurements between Semifluorinated Thiolate Self-Assembled Monolayers: Long-Range Hydrophobic Interactions and Surface Charge

Force Measurements between Semifluorinated Thiolate Self-Assembled Monolayers: Long-Range Hydrophobic Interactions and Surface Charge

Effective van der Waals surface energy of self-assembled monolayer films having systematically varying degrees of molecular fluorination

Synthesis and Characterization of Poly[oxy(ω,ω,ω‐trifluoroalkylsulfonylmethyl)ethylene]s: Effect of Terminal CF3 and CH3 Moieties on the Wettability of the Comb‐Like Polymers

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Synthesis and Characterization of Poly[oxy(ω,ω,ω‐trifluoroalkylsulfonylmethyl)ethylene]s: Effect of Terminal CF₃ and CH₃ Moieties on the Wettability of the Comb‐Like Polymers