Supramolecular Liquid Crystals. Self-Assembly of a Trimeric Supramolecular Disk and Its Self-Organization into a Columnar Discotic Mesophase

Suarez, Mauricio; Lehn, Jean‐Maríe; Zimmerman, Steven C.; Skoulios, A.; Heinrich, Benoît

doi:10.1021/ja981722h

Cited by 257 publications

(124 citation statements)

References 72 publications

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“…For example, discotic liquid crystals form by the assembly of ''sector''-shaped components into disks, which thereafter organize into columns (21), and template binding by molecular strands induces wrapping into helical disk-like objects, which then aggregate into large supramolecular assemblies (22).…”

Section: From Preorganization Towardmentioning

confidence: 99%

Toward complex matter: Supramolecular chemistry and self-organization

Lehn

2002

Proc. Natl. Acad. Sci. U.S.A.

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759

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Section: From Preorganization Towardmentioning

confidence: 99%

Toward complex matter: Supramolecular chemistry and self-organization

Lehn

2002

Proc. Natl. Acad. Sci. U.S.A.

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1,254

759

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“…1,2 Various routes have been studied to complex different molecules together, exploiting intermolecular forces of various natures such as metal coordination, polar and hydrogen bonding, π-π interactions, and ionic complexation. The metal coordination chemistry involves weak to strong interactions depending on the type of metal and ligand used.…”

Section: Introductionmentioning

confidence: 99%

Real Space Imaging and Molecular Packing of Dendronized Polymer−Lipid Supramolecular Complexes

et al. 2007

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The present work describes the molecular structure and the topology in real space of self-assembled comblike liquid crystalline polymers based on supramolecular ionic complexation of dendronized polymers and lipids. The molecular organization was studied as a function of the generation of the dendronized polymers and the length of the lipid tails, both parameters being known to strongly influence the final liquid crystalline (LC) structures stable at thermodynamic equilibrium (Macromolecules 2007(Macromolecules , 40, 2822(Macromolecules -2830. Transmission electron microscopy (TEM) on selectively stained samples allowed imaging of the structures in real space, the identification of individual domains in the various LC phases, and direct comparison of lattice periods with values obtained by small-angle X-ray scattering (SAXS). TEM and SAXS were found in perfect agreement, and surprisingly, the alkyl tails were shown to form the discrete domains in all LC columnar phases. On the basis of these results, various possible molecular packing motifs in the LC phases were considered. First, the combination of density measurements of individual dendronized polymers and lipids with the ratio of lipid-dendronized polymer complexation, measured by elemental analysis, allowed establishing the exact volume fraction of the two supramolecular components and thus, the radii of cylinders and lamellae widths in the various columnar and lamellar LC phases observed. Then, by comparing these topological values with the contour length of the lipids, it was possible to conclude that, in all columnar phases, the lipids adopt a fully stretched configuration with homeotropic arrangement, while in the lamellar phase, lipids tails are essentially interdigitated. The control of lattice periods of LC structures in the range of 2-5 nm and the possibility to confine the lipids in the cylindrical domains make these materials as possible templates for nanoporous materials and ultra densely packed nanochannels.

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“…When the carboxylic acid group was protected by octadecyl, hexyl, and ethyl esters, the carbonyl stretching frequency shifted from &1706 to & 1770 cm -1 , which suggested the existence of hydrogen bonds (Molla et al 2014;Fitié et al 2011). The 1 H NMR signals at low fields (12-15 ppm) are good reporters of the environment around hydrogen-bonded protons (Suárez et al 1998;Chin et al 1997). As shown in Fig.…”

Section: Aggregation Studiesmentioning

confidence: 93%

Synthesis and self-association of dibenzothiophene derivatives for simulation of hydrogen bonding interaction in asphaltenes

Bian

Song

et al. 2015

Pet. Sci.

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The dibenzothiophene derivatives, namely 2-(dibenzothiophene-2-carbonyl)benzoic acid and 2-(dibenzothiophene-2-carbonyl)alkyl benzoate, were synthesized and characterized by nuclear magnetic resonance ( 1 H NMR), matrix-assisted laser desorption/ionization time of flight mass spectrometry, and elemental analysis. The selfassociation behavior of these dibenzothiophene derivatives in CH 2 Cl 2 and CH 3 CN was investigated using UV-visible absorption spectroscopy, fourier transform infrared spectroscopy, and atomic force microscopy. It was found that the carboxylic acid exhibited a strong self-association trend in CH 2 Cl 2 solution at a concentration of about 5 9 10 -7 M. Hydrogen bonding of carboxyl in the dibenzothiophene derivatives was confirmed to be the main driving force for the formation of the carboxylic acid aggregates.

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Supramolecular Liquid Crystals. Self-Assembly of a Trimeric Supramolecular Disk and Its Self-Organization into a Columnar Discotic Mesophase

Cited by 257 publications

References 72 publications

Toward complex matter: Supramolecular chemistry and self-organization

Toward complex matter: Supramolecular chemistry and self-organization

Real Space Imaging and Molecular Packing of Dendronized Polymer−Lipid Supramolecular Complexes

Synthesis and self-association of dibenzothiophene derivatives for simulation of hydrogen bonding interaction in asphaltenes

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