Naslov
Self-Assembly and Dimerization of Aromatic Dinitroso Derivatives on Gold Surface

Autori
Biljan, Ivana ; Klačić, Tin ; Varga, Katarina ; Kralj, Marko ; Delač Marion, Ida ; Vančik, Hrvoj

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
24th IUPAC International Conference on Physical Organic Chemistry: Book of Abstracts / Cristiano, Lurdes ; Lourenço, João ; Garcia, Ana - Faro, 2018, 173-173

ISBN
978-989-8859-35-8

Skup
24th IUPAC International Conference on Physical Organic Chemistry (ICPOC 24)

Mjesto i datum
Faro, Portugal, 01.07.2018. - 06.07.2018

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Self-assembly ; Aromatic dinitroso compounds ; Dimerization

Sažetak
Aromatic C-nitroso compounds appear in three different forms, as monomers, and Z- and E- azodioxides. Nitroso monomers and their azodioxy dimers are in equilibrium in solution, in which monomers are dominant at ambient conditions while lowering of temperature promotes dimerization. In solid state, aromatic C-nitroso compounds are usually present as E-azodioxides. Adsorption of compounds with exposed aromatic C-nitroso groups on metal surfaces provides opportunities for design of self-assembled bilayers (SABs). Bilayers could be formed by interactions of nitroso groups at the monolayer interface and those free in solution through azodioxide bonds. Our recent studies suggested that sulfur-containing nitrosobenzene derivatives form both self- assembled monolayers (SAMs) and bilayers (SABs) on gold surface.1, 2 Scanning tunneling microscopy (STM) revealed that within monolayers and bilayers molecules are arranged into ordered hexagonal structures. Here, we investigated self-assembly and possible dimerization of aromatic dinitroso derivatives on an Au(111) surface. Aromatic dinitroso compounds are interesting because they can generate oligomers and polymers by the intermolecular formation of azodioxide bonds. We prepared two new aromatic dinitroso derivatives with nitroso groups in mutual meta-position and with alkyl chains of various lengths ending with thiocyanate group for adsorption on an Au(111). Adlayers of dinitroso derivatives on gold surface were studied by polarization modulation infrared reflection-absorption spectroscopy (PM-IRRAS), atomic force microscopy (AFM), STM, ellipsometry and water contact angle measurements. The results obtained revealed the appearance of monolayers and bilayers of aromatic dinitroso compounds on an Au(111), the latter being formed by intermolecular interactions of nitroso groups through E- azodioxide bonds. Adlayers of aromatic dinitroso derivatives on gold surface seem to be less ordered in comparison to those of mononitroso derivatives, probably because of the steric hindrance induced by nitroso groups in mutual meta-position.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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