1 Department of Chemistry and Biochemistry, Concordia University, 7141 Sherbrooke St. W., Montreal, Québec H4B 1R6, Canada. louis.cuccia@concordia.ca.

Alkyl chain length effects on double-deck assembly at a liquid/solid interface.

Nanoscale. 2018 Aug 09;10(31):14993-15002

Authors: Fang Y, Cibian M, Hanan GS, Perepichka DF, De Feyter S, Cuccia LA, Ivasenko O

Abstract

Controlled double-deck packing is an appealing means to expand upon conventional 2D self-assembly which is critical in crystal engineering, yet it is rare and poorly understood. Herein, we report the first systematic study of double-deck assembly in a series of alkylated aminoquinone derivatives at the liquid-solid interface. The competition between the fraction of alkyl chains adsorbed on the surface and the optimal conformation of the alkyl chains near the head group leads to a stepwise structural transformation ranging from complete double-deck packing to complete monolayer packing. Alkyl chains on the bottom or top layer of the double-deck assemblies were selectively visualized by carefully tuning the scanning tunneling microscopy settings. A method to easily identify mirror image domains was discovered based on the coincidence of domain boundaries with a graphite main axis. The effect of molecular symmetry and metal complexation on the formation of the double-deck assembly was also explored. Based on 2D crystal engineering principles, this bottom-up double-deck assembly can potentially provide an essential toehold for constructing precise 3D hierarchical structures.

PMID: 30052249 [PubMed]