Star-shaped triphenylene discotic liquid crystalline oligomers and their hydrogen-bonded supramolecular complexes with simple acids

Zhao, Ke‐Qing; Bai, Xiaoyin; Xiao, Bo; Gao, Yuexiang; Hu, Ping; Wang, Bi‐Qin; Zeng, Qingdao; Wang, Chen; Heinrich, Benoît; Donnio, Bertrand

doi:10.1039/c5tc02576a

Cited by 33 publications

(12 citation statements)

References 73 publications

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“…The absorption spectra (see ESI, Figure S15) of TP1Br and TP2Br precursors display two main absorption maxima (λ abs ) at 280 and 310 nm which are assigned to the π-π* and n-π* transitions from the TP fragments, respectively. 84 As expected, the absorption measured for TP2Br is twice the one measured for TP1Br. Due to the high absorption coefficient of the TP cores and the low one of the cluster core in the same area, absorption spectra of Cplx1 and Cplx2 are similar to the absorption spectra of TP1Br and TP2Br.…”

Section: Photophysical Properties In Solutionsupporting

confidence: 78%

Ionic columnar clustomesogens: associations between anionic hexanuclear rhenium clusters and liquid crystalline triphenylene tethered imidazoliums

et al. 2018

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Providing several functionalities to a single material is an emerging challenge with many industrial prospects in materials sciences. Self-assembled organic-inorganic hybrid materials endowed with emission properties are part of these new materials. While the inorganic moieties provide emissivity, the organic part confers nanostructuration and processability. Here we describe how columnar arrangements can be obtained by assembling, via electrostatic interactions, isometric anionic inorganic nanoemitters, namely [Re6Se8(CN)6]4-, with imidazolium counter cations bearing triphenylene units. The resulting hybrids combine the emission of both components and energy transfer has been evidenced between both entities. Hole charge mobilities of the hybrid organic-inorganic columnar mesophases were also evaluated by the space charge limited current (SCLC) method.

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Section: Photophysical Properties In Solutionsupporting

confidence: 78%

Ionic columnar clustomesogens: associations between anionic hexanuclear rhenium clusters and liquid crystalline triphenylene tethered imidazoliums

et al. 2018

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“…Columnar discotic liquid crystals(DLC) possessing polycyclic aromatic cores are well known as mesophase semiconductors, [51][52][53][54][55] the discotic column formed by the stacked aromatic cores functiona se lectron transport pathways with the one-dimensional features of am olecular wire, whereas the peripheral alkyl chains serve as insulators. DLC semiconductors are presently being investigated as active materials in printed organic thin-film devices,s uch as organic photovoltaic solar cells (OPV), [56] organic field-effect transistors (OFET), [26] and organic light-emitting diodes (OLED).…”

Section: Chargecarrier Mobility By Time-of-flight (Tof) Techniquementioning

confidence: 99%

Board‐like Fused‐Thiophene Liquid Crystals and their Benzene Analogs: Facile Synthesis, Self‐Assembly, p‐Type Semiconductivity, and Photoluminescence

Zhao

Wang

et al. 2019

Chemistry An Asian Journal

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Fused-thiophene discotic liquid crystals were designed and easily synthesized by Suzukic oupling and FeCl 3 oxidized tandemc yclodehydrogenation reactions, including homo-andcross-coupling reactions. The resultingh exagonal and rectangular columnar mesomorphic supramolecular structures formed werec haracterized by polarizing optical microscopy,d ifferential scanning calorimetry,a nd smallangle X-ray scattering. The charge carrier transport proper-ties in the mesophases of two of the synthesized fused-thiophene discogensw ere measured by transient photocurrent time-of-flight (TOF) technique, revealing fast hole transport values in the range of 10 À3 to 10 À2 cm 2 V À1 s À1 ,t hus demonstratingp otentiala pplications in electronic devices.T he luminescent sanidic mesogens, with different extended p-conjugated systems, also emitb lue, green, or red light,w ith absolute photoluminescent quantum yields as high as 18 %.

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“…The DSC curves of TM1 exhibited two endothermic transitions at 115.3 and 164.0 °C upon heating and two exothermic transitions at 137.4 and 118.1 °C upon cooling (Figure b). POM results indicated that a typical masaic texture was observed when slow cooling to 137.0 °C, indicating a possible hexagonal columnar liquid crystalline phase (Figure a) ,. Upon further cooling to 118.4 °C, the liquid crystals began to crystallize into brick‐like crystals with large boundary (Figure a) .…”

Section: Resultsmentioning

confidence: 99%

Thieno[3, 2‐b]thiophene‐Based Discotic Liquid Crystal Mesogens: Rational Synthesis, Physical Properties and Self‐Assembly

Tian

Zhou

et al. 2017

ChemistrySelect

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The straightforward synthesis of rigid fused thienoacenes through FeCl3 mediated Scholl cylcodehydrogenation by utilizing thieno[3, 2‐b]thiophene as core and alkylthiophenes (alkyloxylphenyls) as arms is described. Their thermal behaviours were studied by different techniques such as thermo‐gravimetric analysis, differential scanning calorimetry, polarizing optical microscopy and X‐ray diffraction. Their self‐assembly properties were systematically investigated by variable concentration NMR, scanning electron microscopy and transmission electron microscopy. These new discotic mesogens have very good thermal stability and display thermo‐tropic liquid crystalline behaviours. Ordered columnar liquid crystalline phases and crystalline phases were observed for these compounds with tunable phase transition temperatures and mesophase widths. Interestingly, these compounds could simultaneously generate micro‐ribbons in various solvents due to strong π‐π intermolecular interactions.

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Star-shaped triphenylene discotic liquid crystalline oligomers and their hydrogen-bonded supramolecular complexes with simple acids

Abstract: The synthesis and self-assembly properties of four novel star-shaped oligomers containing triphenylene discotic mesogens are reported.

Cited by 33 publications

References 73 publications

Ionic columnar clustomesogens: associations between anionic hexanuclear rhenium clusters and liquid crystalline triphenylene tethered imidazoliums

Ionic columnar clustomesogens: associations between anionic hexanuclear rhenium clusters and liquid crystalline triphenylene tethered imidazoliums

Board‐like Fused‐Thiophene Liquid Crystals and their Benzene Analogs: Facile Synthesis, Self‐Assembly, p‐Type Semiconductivity, and Photoluminescence

Thieno[3, 2‐b]thiophene‐Based Discotic Liquid Crystal Mesogens: Rational Synthesis, Physical Properties and Self‐Assembly

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