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Semifluorinated thiols in Langmuir monolayers: A study by nonlinear and linear vibrational spectroscopies
University of São Paulo, Brazil.
Jagiellonian University, Poland.
University of São Paulo, Brazil.
University of São Paulo, Brazil.ORCID iD: 0000-0002-2457-4303
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2015 (English)In: Journal of Colloid and Interface Science, ISSN 0021-9797, E-ISSN 1095-7103, Vol. 460, 290-302 p.Article in journal (Refereed) Published
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Abstract [en]

A series of semifluorinated thiols of the general formula CmF2m+1CnH2nSH (abbr. FmHnSH) have been synthesized and characterized in Langmuir monolayers with surface pressure-area isotherms, complemented with polarization-modulated reflection absorption spectroscopy (PM-IRRAS) and sum-frequency generation (SFG) techniques. A comparative analysis was performed for compounds having the same length of fluorinated segment (F-10) and variable length of the hydrogenated part (H-6, H-10, H-12), and having identical hydrogenated segment (H-12) connected to a fluorinated moiety of different lengths (F-6, F-8, F10). For the sake of comparison, an alkanethiol (H18SH) was also examined, and F10H10COOH and F10H10OH molecules were used for helping the assignment of SFG spectra of CH stretches. SFG was applied to investigate the hydrocarbon chain and the terminal CF3 group, while PM-IRRAS was used to probe CF2 groups. The number of gauche defects in the hydrocarbon chain increased with the increasing length of the molecule, either by elongation of the hydrogenated or perflu-orinated part. SFG measurements recorded at three polarization combinations (ppp, ssp, sps) enabled us to estimate the tilt angle of the terminal CF3 group in semifluorinated thiol molecules as ranging from 35 to 45, which is consistent with nearly vertical fluorinated segments. Upon increasing the surface pressure, the fluorinated segment gets slightly more upright, but the hydrocarbon chain tilt increases while keeping the same average number of gauche defects. The extent of disorder in the hydrogenated segment may be controlled by varying the size of the fluorinated segment, and this could be exploited for designing functionalized surfaces with insertion of other molecules in the defect region.

Place, publisher, year, edition, pages
2015. Vol. 460, 290-302 p.
National Category
Condensed Matter Physics Physical Chemistry
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URN: urn:nbn:se:miun:diva-27282DOI: 10.1016/j.jcis.2015.08.069ISI: 000363077800035PubMedID: 26364075OAI: oai:DiVA.org:miun-27282DiVA: diva2:918991
Available from: 2016-04-12 Created: 2016-03-19 Last updated: 2016-04-15Bibliographically approved

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Volpati, DiogoRimoli, Caio Vaz
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