Y-type Langmuir−Blodgett Films of 2,3-Bis((2-hydroxyethyl)oxy)-6,7,10,11-tetrakis(pentyloxy)triphenylene:  An X-ray Reflection Study

Abstract

Using X-ray reflectivity, we have investigated the vertical ordering of multilayers of an asymmetrically substituted triphenylene derivative. A value of 1.37 nm is found for the thickness of an individual monolayer. Detailed fits for the reflectivity data have been performed. The corresponding electron density profiles suggest that very smooth, regular Y-type films are formed. The absence of clear Bragg peaks in the X-ray reflection curve and the small electron density fluctuations in the multilayer can be explained by an interdigitating packing of edge-on oriented disks in adjacent layers.

Thin Layers of Columns of an Amphiphilic Hexa-peri-hexabenzocoronene at Silicon Wafer Surfaces

“…Much effort has been made to orient disklike molecules macroscopically, 1,2 which has included the research on monolayers and Langmuir-Blodgett multilayers of discotic liquid crystals. [3][4][5][6][7][8][9][10][11][12][13] The molecules of alkyl substituted hexa-peri-hexabenzocoronenes (HBCs) self-assemble to columnar structures of face-to-face stacked aromatic cores surrounded by saturated hydrocarbons. 14 Strong π-π interactions result in stable liquid crystalline phases and also allow the formation of well-organized layers with columnar ordered molecules.…”

Characterization of 2,3,6,7,10,11-hexahydroxytriphenylene and its effects on cell viability in human cancer cell lines

“…The planar and conjugated structure of triphenylene allows the formation of π-π stacks where molecules assemble as columns, resulting in columnar mesophases. Because of the π-π stacking characteristics, HHTP derivatives have also been intensively investigated as self-assembled thin films, especially in Langmuir-Blodgett films (Karthaus et al 1992;Tsukruk et al 1993;Henderson et al 1997;Vaes et al 1998) and liquid crystal phases (Beattie et al 1992;Manickam et al 2001;Kumar 2004). The columnar stacking properties of triphenylenes were exploited by Ogoshi et al (Ogoshi et al 2009) to generate star-shaped and tadpole-shaped structures, which were used as templates for synthesis of wire-assembled gold nanostructures.…”

Hexa-peri-hexabenzocoronenes – Controlling their Self-Assembly by Engineering the Lateral Substituents

“…The self-assembling behavior of HBC derivatives can be investigated by a series of different techniques, such as: scanning tunneling microscopy (STM), [46] wideangle X-ray scattering (WAXS), [47] nuclear magnetic resonance (NMR), [48] UV/Vis and fluorescence spectroscopy, [49] Langmuir-Blodgett techniques, [50] to mention only the most important ones. Due to the inherently low volatility and the relatively low solubility of perfluorinated HBC derivatives in common organic solvents, some of the before-mentioned techniques are not applicable for these compounds.…”