Incorporation of phenoxy groups in self-assembled monolayers of trichlorosilane derivatives

Effects on film thickness, wettability, and molecular orientation

Nolan Tillman, Abraham Ulman, Jay S. Schildkraut, Thomas L. Penner

Research output: Contribution to journalArticle

Abstract

To evaluate the possibilities for preparing monolayer films from trichlorosilane derivatives containing aromatic functional groups, model studies of monolayer-forming trichlorosilanes which incorporate a phenoxy moiety in various positions of a long alkyl chain were undertaken. Self-assembled monolayers of several such compounds could be successfully formed. The properties of these monolayers have been evaluated by utilizing ellipsometry, wettability measurements, and FTIR and compared with analogous alkyltrichlorosilanes. Monolayers prepared from 1-(trichlorosilyl)-11-(p-n-nonylphenoxy)undecane (1) show that the phenoxy group can be introduced into such monolayers with no loss of oleophobicity, as compared with octadecyltrichlorosilane (OTS), and with spectral features which indicate a high level of monolayer order and close packing. Linear dichroism measurements using FTIR-ATR are used to estimate the orientation of the alkyl chains and the phenoxy group in 1, and a model is proposed to explain the results. Shortening of the alkyl chain lengths in several examples led to more disordered, liquidlike monolayers. The orientation of the phenoxy group did not vary significantly with position in the alkyl chain.

Original languageEnglish (US)
Pages (from-to)6136-6144
Number of pages9
JournalJournal of the American Chemical Society
Volume110
Issue number18
StatePublished - 1988

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Wettability
Molecular orientation
Self assembled monolayers
Fourier Transform Infrared Spectroscopy
Film thickness
Wetting
Monolayers
Derivatives
Ellipsometry
Dichroism
trichlorosilane
Chain length
Functional groups
octadecyltrichlorosilane
undecane

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Incorporation of phenoxy groups in self-assembled monolayers of trichlorosilane derivatives : Effects on film thickness, wettability, and molecular orientation. / Tillman, Nolan; Ulman, Abraham; Schildkraut, Jay S.; Penner, Thomas L.

In: Journal of the American Chemical Society, Vol. 110, No. 18, 1988, p. 6136-6144.

Research output: Contribution to journalArticle

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