Fluorinated self-assembled monolayers: composition, structure and interfacial properties

Barriet, David; Lee, T.Randall

doi:10.1016/s1359-0294(03)00054-2

Cited by 80 publications

(115 citation statements)

References 56 publications

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“…For the SAMs derived from the F8H10SH, the contact angle values are higher than those obtained from the C18SH film, which is consistent with previously observed values on SAMs derived from partially fluorinated adsorbates with the same degree of terminal fluorination [81,84]. The low surface energy enjoyed by fluorinated interfaces compared to hydrocarbon interfaces is consistent with the higher contact angle values observed on the F8H10SH SAM [85][86][87]. …”

Section: Wettability Of the Filmssupporting

confidence: 89%

Unsymmetrical Spiroalkanedithiols Having Mixed Fluorinated and Alkyl Tailgroups of Varying Length: Film Structure and Interfacial Properties

Chinwangso

Hill

Marquez

et al. 2018

Preprint

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Abstract:A custom-designed series of unsymmetrical spiroalkanedithiols having tailgroups comprised of a terminally fluorinated chain and a hydrocarbon chain of varying lengths were synthesized and used to prepare self-assembled monolayers (SAMs) on gold substrates. The specific structure of the adsorbates was of the formwhere n = 7, 9, and 12 (designated as F8H10-C10, F8H10-C12, and F8H10-C18, respectively).The influence of the length of the hydrocarbon chain in the bidentate dithiol on the structure and interfacial properties of the monolayer was explored. A structurally analogous partially fluorinated monodentate alkanethiol and the corresponding normal alkanethiols were used to generate appropriate SAMs as reference systems. Ellipsometric thickness measurements showed an unexpectedly low film thickness for the SAMs derived from the bidentate adsorbates, possibly due to disruptions in interchain packing caused by the fluorocarbon chains (i.e., phase-incompatible fluorocarbon-hydrocarbon interactions), ultimately giving rise to loosely packed and disordered films. Analysis by X-ray photoelectron spectroscopy (XPS) were also consistent with a model in which the films were loosely packed; additionally, the XPS spectra confirmed the attachment of the sulfur headgroups of the bidentate adsorbates onto the gold substrates. Studies of the SAMs by polarization modulation-infrared reflection-adsorption spectroscopy (PM-IRRAS) suggested that as the length of the hydrocarbon chain in the adsorbates was extended, a more ordered surface was achieved by reducing the tilt of the fluorocarbon segment. The wettability data indicated that the adsorbates with longer alkyl chains were less wettable than those with shorter alkyl chains, likely due to an increase in interchain van der Waals forces in the former.Preprints (www.preprints.org) | NOT PEER-REVIEWED | Posted:

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Section: Wettability Of the Filmssupporting

confidence: 89%

Unsymmetrical Spiroalkanedithiols Having Mixed Fluorinated and Alkyl Tailgroups of Varying Length: Film Structure and Interfacial Properties

Chinwangso

Hill

Marquez

et al. 2018

Preprint

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“…For a given number of carbon atoms, a linear F-alkyl chain has a $50% larger cross-section area than an alkyl chain (27-30 Å 2 , vs. 18-21 Å 2 ). The van der Waals diameters are $5.6 Å for F-alkyl chains and $4.2 Å for alkyl chains (Barriet and Lee, 2003). F-alkyl chains are thus more space demanding than alkyl chains.…”

Section: Perfluoroalkyl Chains Versus Alkyl Chainsmentioning

confidence: 99%

Selected physicochemical aspects of poly- and perfluoroalkylated substances relevant to performance, environment and sustainability—Part one

Krafft

Riess²

2015

Chemosphere

215

119

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“…There is another important issue that needs to be addressed before the organic effect is analyzed. The unusual properties of fluorocarbons center on their simultaneous hydrophobic and lipophobic nature [29]. Accordingly, fluorinated amphiphiles have limited miscibility with hydrogenated amphiphiles or organic solvents [12].…”

Section: Solvent Effectsmentioning

confidence: 99%

Solvent effect on the aggregate of fluorinated gemini surfactant at silica surface

Song

Wang

et al. 2006

Journal of Colloid and Interface Science

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Fluorinated self-assembled monolayers: composition, structure and interfacial properties

Cited by 80 publications

References 56 publications

Unsymmetrical Spiroalkanedithiols Having Mixed Fluorinated and Alkyl Tailgroups of Varying Length: Film Structure and Interfacial Properties

Unsymmetrical Spiroalkanedithiols Having Mixed Fluorinated and Alkyl Tailgroups of Varying Length: Film Structure and Interfacial Properties

Selected physicochemical aspects of poly- and perfluoroalkylated substances relevant to performance, environment and sustainability—Part one

Solvent effect on the aggregate of fluorinated gemini surfactant at silica surface

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