Odd-even chain length-dependent order in pH-switchable self-assembled layers

Chemistry : a European Journal
Frank AuerBörje Sellergren

Abstract

The reversible self-assembly of a series of bipolar amphiphiles, alpha,omega-bis(3- or 4-amidinophenoxy)alkanes (chain length n = 5-12), on mercaptoalkanoic acid-functionalized gold surfaces (chain length n = 10, 11, 14, 15) has been studied by in-situ ellipsometry, IR reflection absorption spectroscopy (IRAS), and atomic force microscopy (AFM). The layer order, amphiphile orientation, and tendency to form bilayers depends on the position of the amidine substituent, the alkyl chain length of both the amidine amphiphile and the underlying acid self-assembled monolayer (SAM), and whether the amidine alkyl chain contained an even or odd number of methylene groups. Thus, para-substituted bisbenzamidines containing more than six methylene groups (n>6) and with an odd number (n = 7, 9, 11) tended to form bilayered structures, whereas those containing an even number formed monolayers when adsorbed on SAMs of the long-chain acids (n = 14, 15). This behavior also correlated with the average tilt angle of the benzene moieties of the amphiphiles, as estimated by IRAS. The odd-numbered chains gave lower tilt angles than the even-numbered ones, and a possible model that accounts for these results is proposed. IRAS also revealed a higher ord...Continue Reading

Citations

Sep 25, 2014·Physical Chemistry Chemical Physics : PCCP·Grzegorz GabkaAdam Pron
Mar 1, 2017·Physical Chemistry Chemical Physics : PCCP·Jiahao ChenMartin M Thuo
Oct 19, 2006·Chemical Communications : Chem Comm·Simon M Turega, Douglas Philp
Feb 22, 2011·Chemistry : a European Journal·Marinha dF CapelaAnne Petitjean
Sep 29, 2011·Organic & Biomolecular Chemistry·Weiwen ZhaoAnne Petitjean
Feb 18, 2011·Journal of the American Chemical Society·Martin M ThuoGeorge M Whitesides
Mar 20, 2018·Langmuir : the ACS Journal of Surfaces and Colloids·Sing Yee YeungBörje Sellergren
May 24, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Sing Yee YeungBörje Sellergren
Aug 30, 2011·Organic Letters·Weiwen ZhaoAnne Petitjean
Jun 13, 2015·Langmuir : the ACS Journal of Surfaces and Colloids·Jiahao ChenMartin Thuo
Mar 1, 2005·Inorganic Chemistry·Pei-Qing ZhengLan-Sun Zheng
Jan 11, 2007·Langmuir : the ACS Journal of Surfaces and Colloids·Thomas A DanielDavid L Allara

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