Naslov
Insights into the polymerization of aromatic dinitroso derivatives initiated by nitroso-terminated monolayer on Au(111) surface

Autori
Biljan, Ivana ; Nuić, Laura ; Panić, Barbara ; Šrut Rakić, Iva ; Kralj, Marko

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

Izvornik
28th Croatian Meeting of Chemists and Chemical Engineers: Book of Abstracts / Rogošić, Marko - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2023, 57-57

Skup
28th Croatian Meeting of Chemists and Chemical Engineers (28HSKIKI)

Mjesto i datum
Rovinj, Hrvatska, 28.03.2023. - 31.03.2023

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
Aromatic dinitroso derivatives ; Au(111) surface ; Ellipsometry ; Atomic force microscopy ; Nano-FTIR spectroscopy

Sažetak
In solid state, aromatic C-nitroso compounds typically appear as E-azodioxides, while in solution the nitroso monomer-azodioxide equilibrium is established, with monomers being the preferred form under ambient conditions. An interesting class are compounds with multiple aromatic nitroso groups which can react intermolecularly to form oligomeric or polymeric azodioxides. The simplest such compound is 1, 4- dinitrosobenzene, which polymerizes into very stable one-dimensional (1D) polymer, classified as a potential widebandgap organic semiconductor (OSC). In addition to 1, 4-dinitrosobenzene, a series of aromatic dinitroso derivatives were recently investigated as potential OSCs and several systems with interesting electronic properties were identified. The ability of aromatic Cnitroso compounds to form azodioxides could be exploited for the systematic design of bilayer and multilayer films on metal surfaces. Due to the solid-state photochromic and thermochromic behavior of azodioxy/nitroso system, layers formed via azodioxy bonds could be disassembled and reassembled by UV radiation and heat, respectively. Previously, we reported that the adsorption of aromatic C-nitroso derivatives through sulfur headgroups on Au(111) surface results in the formation of nitroso monolayers and azodioxy bilayers. Herein, we explored the possibility of polymerization of various aromatic dinitroso compounds initiated by nitroso- terminated monolayer on Au(111) surface. Recently established experimental conditions [5] were used for targeted preparation of monolayers with exposed nitroso terminal groups which were subjected to interactions with the six structurally different aromatic dinitroso compounds. Ellipsometry was used to determine average film thicknesses at various adsorption times, while atomic force microscopy (AFM) was employed for studying their morphological and topographical characteristics. Valuable information about chemical composition of the films at the nanoscale was obtained from nano-FTIR spectra. The collected results indicated the formation of azodioxy oligomer films and a greater tendency towards on-surface oligomerization with a longer adsorption time. However, it seems that the films are composed of only a few monomeric subunits or that poorly organized surface structures are formed with tilted and intertwined chains.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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