Liquid‐Crystalline Triangle Honeycomb Formed by a Dithiophene‐Based X‐Shaped Bolaamphiphile

Cheng, Xiaonong; Dong, Xian; Wei, Guanghui; Prehm, Marko; Tschierske, Carsten

doi:10.1002/anie.200903247

Cited by 52 publications

(36 citation statements)

References 26 publications

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“…5.27) [157,159,[177][178][179][180]. This is because the X-shaped conformation preferably adopted by these molecules made it impossible for the aromatic cores to pack back-to-back [159]. The single wall structure allows the formation of polygons with a smaller number of sides, as less space inside the cylinder cells is occupied by the aromatic cores, and therefore, more chain volumes are required to fill this space.…”

Section: Bolaamphiphilesmentioning

confidence: 96%

“…5.27) [159]. The hexagonal columnar phase of compound 88/6 was the first example of an LC honeycomb formed by triangular cylinders reported for a T-shaped bolaamphiphilic polyphile [159]. As shown in Fig.…”

Section: Bolaamphiphilesmentioning

confidence: 96%

“…For example, the T-shaped single chain compound 87 forms a square honeycomb, whereas the X-shaped double chain compound 88/6 with two hexyl chains, occupying a slightly larger volume, forms a smaller triangular honeycomb instead (Fig. 5.27) [159]. The hexagonal columnar phase of compound 88/6 was the first example of an LC honeycomb formed by triangular cylinders reported for a T-shaped bolaamphiphilic polyphile [159].…”

Section: Bolaamphiphilesmentioning

confidence: 97%

“…5.27) [137,138,140,141,159,176], to only one (single-wall honeycombs) for double chain bolaamphiphiles (see Fig. 5.27) [157,159,[177][178][179][180].…”

Section: Bolaamphiphilesmentioning

confidence: 98%

“…In order to realize practical applications of these complex LC phases, for example to organize π-conjugated aromatics into functional organic electronic devices [153][154][155][156], series oligothiophene-based bolaamphiphiles are studied [157][158][159]. Because oligothiophenes are an interesting class of organic semiconductors Reproduced from Ref.…”

Section: Bolaamphiphilesmentioning

confidence: 99%

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Hydrogen Bonding for Supramolecular Liquid Crystals

Cheng

Gao

2015

Lecture Notes in Chemistry

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This chapter reviews the recent development on hydrogen bonded supramolecular low molecular weight liquid crystals (LCs), including hydrogen bonded rodlike and bent-shaped supramolecular LCs, columnar LCs, as well as nonconventional liquid crystals. IntroductionLiquid crystals (LCs) combine order and mobility on a molecular level and are important both in material and life science [1][2][3][4][5][6][7][8][9]. Different liquid crystalline phases have provided new methods for the design of supramolecular materials [10][11][12][13]. Nematic phases have found widely commercial applications as displays for computers and telecommunications [14], lamellar, columnar, micellar, and bicontinuous cubic phases and even more complicated new phases have also found wide applications as advanced materials [12,[15][16][17].Supramolecular liquid crystals can be obtained through hydrogen bonding, which was first introduced by Kato, and Lehn [21]. They exhibit a variety of physical properties, which make them attractive for applications in the field of nanoscience, materials, and biology and offer a very elegant and effective approach to adding functionalization in a controllable and convenient way to the molecular architecture. Complex 1 that exhibits smectic and nematic phases [18] and complex 2 that shows a columnar phase [21] are the two earliest examples for supramolecular hydrogen bonded liquid crystals. The design principle of hydrogen bonded supramolecule was also applied to prepare side-chain polymers 3 [19,20] and main-chain liquid crystal polymer 4 [22] and 5 [23], in this way the field of supramolecular polymers was introduced [24][25][26].

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Section: Bolaamphiphilesmentioning

confidence: 96%

Section: Bolaamphiphilesmentioning

confidence: 96%

Section: Bolaamphiphilesmentioning

confidence: 97%

“…5.27) [137,138,140,141,159,176], to only one (single-wall honeycombs) for double chain bolaamphiphiles (see Fig. 5.27) [157,159,[177][178][179][180].…”

Section: Bolaamphiphilesmentioning

confidence: 98%

Section: Bolaamphiphilesmentioning

confidence: 99%

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Hydrogen Bonding for Supramolecular Liquid Crystals

Cheng

Gao

2015

Lecture Notes in Chemistry

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Side‐Branched Polyphiles and Polygonal Cylinder Phases

Tschierske

Ungar

2014

Handbook of Liquid Crystals

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Self‐Assembly at Different Length Scales: Polyphilic Star‐Branched Liquid Crystals and Miktoarm Star Copolymers

Ungar

Tschierske

Abetz

et al. 2011

Adv Funct Materials

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of the original manuscript:Ungar, G.; Tschierske, C.; Abetz, V.; Holyst, R.; Bates, M.A.; Lui, F.; Prehm, M.; Kieffer, R.; Zeng, X.; Walker, M.; Glettner, B.; Zywocinski, A.: Keywords: columnar liquid crystals, polygonal honeycombs, polyphiles, miktoarm star terpolymers, simulation, Langmuir films, rod-coil molecules, surface alignment Abstract: This article reviews the diversity of phase morphologies observed recently in starbranched liquid crystalline and polymeric compounds containing at least three immiscible segments. Bolaamphiphiles and facial amphiphiles with a rod-like aromatic core, two endgroups and one (T-shape) or two chains (X-shape) attached laterally to the core form numerous honeycomb-like liquid crystal phases, as well as a variety of novel lamellar and 3D-ordered mesophases. Molecular self-organization is described in bulk phases and in thin films on solid and liquid surfaces, as well as in Langmuir-Blodgett films. The remarkably reversible formation of mono-and tri-layer films is highlighted. In the bulk, T-shaped "rod-coil" molecules without the appended end-groups form predominantly lamellar phases if the core is a straight rod, but the bent-core variety forms hexagonal honeycombs. Furthermore, selfassembly of "Janus"-type molecules, such as those with Y-shaped star mesogens bearing different mutually incompatible side-groups, is discussed. Also covered is the diversity of morphologies observed in miktoarm star terpolymers i.e. polymers with three different and 3 incompatible arms of well-defined lengths. A range of bulk phases with 3D or 2D order are observed, combining layers, cylinders and cocontinuous networks. Similarities and differences are highlighted between the liquid crystal morphologies on the 3-15 nm scale and the polymer morphologies on the scale 10-100 nm. A separate section is dedicated to computer simulations of such systems, particularly those using dissipative particle and molecular dynamics. Of special interest are the recently synthesised X-shaped tetraphilic molecules, where two different and incompatible side-chains are attached at opposite sides of the rod-like core. The tendency for their phase separation produces LC honeycombs with cells of different compositions that can be represented as paving a plane with different color tiles. Self-Assembly at Different Length Scales: Polyphilic StarBranched Liquid Crystals and Miktoarm Star CopolymersThe independent variation of chain length and "color" creates the potential for developing a considerable range of complex new 2d-and 3d soft nanostructures. Analogous X-shaped rodcoil compounds with unequal side groups are also of considerable interest, forming tubular lyotropic structures capable of confining strings of guest molecules.

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Liquid‐Crystalline Triangle Honeycomb Formed by a Dithiophene‐Based X‐Shaped Bolaamphiphile

Cited by 52 publications

References 26 publications

Hydrogen Bonding for Supramolecular Liquid Crystals

Hydrogen Bonding for Supramolecular Liquid Crystals

Side‐Branched Polyphiles and Polygonal Cylinder Phases

Self‐Assembly at Different Length Scales: Polyphilic Star‐Branched Liquid Crystals and Miktoarm Star Copolymers

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