Synthesis, liquid crystalline properties and fluorescence of polycatenar 1,3,4‐oxadiazole derivatives

Wang, Haitao; Zhang, Fenglong; Bai, Binglian; Zhang, Peng; Shi, Jing; Yu, Dingyi; Zhao, Yunfeng; Wang, Yue; Li, Min

doi:10.1080/02678290802262737

Cited by 38 publications

(9 citation statements)

References 19 publications

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“…A variety of mesophases formed by polycatenars makes them an important scaffold for the introduction of additional functionalities, and such systems might have potential applications as photoconductors, OLEDs, OFETs, or microlasers . Especially columnar phases with two‐dimensional (2D) order are of interest, as stacking of molecules into columns might, for example, strongly influence their fluorescent properties through the formation of either H‐ or J‐aggregates, or result in high charge mobility along the columns …”

Section: Introductionmentioning

confidence: 82%

Polycatenar Mesogens with Various Degree of Flexibility of Molecular Structure

et al. 2016

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A series of newly synthesised rod-like polycatenar mesogens forms columnar phases, with the number of molecules in the column cross section depending on the core rigidity. For non-symmetric molecules, an additional density modulation, namely helical arrangement of molecules with a periodicity of approximately 10 molecular distances develops along the columns. For one of the compounds, a new type of columnar liquid crystal phase with 3D positional order is observed. Introducing a stilbene unit in the mesogenic core enhances the fluorescent properties of the compounds. In the hexagonal columnar phase, polarised light emission is observed.

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Section: Introductionmentioning

confidence: 82%

Polycatenar Mesogens with Various Degree of Flexibility of Molecular Structure

et al. 2016

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“…1, 3, 4-Oxadiazole/Thiadiazole based liquid crystals 1837 410 nm, respectively. 32,33 The observed larger red shift in the absorption and emission of thiadiazole compounds is ascribed to the higher polarizability and also attributed to the basic nature of sulphur atom in the thiadiazole moiety compared to the oxadiazole compounds. 34 In the entire series of compounds, 5a-5d and 6a-6d, with increasing length of alkoxy chain, there is no change in wavelength of absorption and emission bands as the increase in the alkoxy terminal chain does not influence on photophysical properties.…”

Section: Photophysical Propertiesmentioning

confidence: 99%

Bent Shaped 1,3,4-Oxadiazole/Thiadiazole heterocyclic rings containing liquid crystals

Selvarasu

Kannan

2015

J Chem Sci

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Two series of bent shaped 1,3,4-oxadiazole/thiadiazole heterocyclic ring containing liquid crystalline (LC) compounds were synthesized and characterized by FT-IR, 1 H, 13 C-NMR and ESI-Mass spectroscopic techniques. Liquid crystal properties were investigated by polarized optical microscopy and differential scanning calorimetry. All the compounds exhibited mesophases such as nematic, smectic A and smectic C phases. The liquid crystalline effects were ascertained by changing the central atom in the heterocyclic ring and by increasing the length of the terminal alkyloxy chains which bring considerable improvements on the mesomorphic properties. The absorption and emission spectral studies of all the compounds were investigated and confirmed.

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“…A white solid of 4 was obtained in 60.6% yield. 1 Trimethyl((4-(4-pentylcyclohexyl)phenyl)ethynyl)silane (7) Into a 250 mL two-necked round-bottom flask were added 84 mg of Pd(PPh 3 ) 2 Cl 2 , 23 mg of CuI, 63 mg of PPh 3 , 4.28 g (12 mmol) of 1-iodo-4-(4-pentylcyclohexyl)benzene (5), and a mixture of 150 mL of THF/TEA (30:120, v/v) under nitrogen. The mixture was stirred at room temperature for 30 min, then 2 mL (14.4 mmol) of (trimethylsiyl)acetylene (6) was injected.…”

Section: -((12-bromododecyl)oxy)-4-iodobenzene (4)mentioning

confidence: 99%

“…Despite of the promising prospects of highly emissive LCDs, the synthesis of LLCs is still challenging. In the LC phases, many molecular emitters, particularly those formed by disc-like emissive molecules [7], are highly emissive in solution, but dim in the solid-state when aggregates are formed. The chromophoric mesogens are usually regularly packed and undergo strong intramolecular interactions, which often quench their light emissions due to the formation of detrimental species such as excimers and exciplexes [8,9], exhibiting typical aggregation caused quenching (ACQ) effect.…”

Section: Introductionmentioning

confidence: 99%

1-((12-Bromododecyl)oxy)-4-((4-(4-pentylcyclohexyl) phenyl)ethynyl) benzene: Liquid crystal with aggregation-induced emission characteristics

et al. 2013

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The luminescent liquid crystals (LLCs) are expected to solve the conflicts between the aggregation caused quenching and the requirement of aggregation or self-organization for LCs. Herein, we developed a new strategy of applying aggregation-induced emission (AIE) phenomenon to the molecular design of LCs towards LLCs. In this report, a calamitic liquid crystal based on tolane with AIE characteristics was successfully synthesized and the chemical structure was characterized by 1 H, 13 C NMR, and matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) high-resolution mass spectra. The fluorescence behavior was studied by fluorescence spectroscopy and the liquid crystal phase behaviors were investigated by differential scanning calorimetry (DSC), polarized optical microscopy (POM). The crystal structure was obtained by X-ray diffraction crystallography with P1 space group. Results demonstrated that the sample was AIE active and the LC phases sequence during cooling was nematic, smectic C and smectic B phase. aggregation-induced emission, tolane, liquid crystal, phase behavior

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Synthesis, liquid crystalline properties and fluorescence of polycatenar 1,3,4‐oxadiazole derivatives

Cited by 38 publications

References 19 publications

Polycatenar Mesogens with Various Degree of Flexibility of Molecular Structure

Polycatenar Mesogens with Various Degree of Flexibility of Molecular Structure

Bent Shaped 1,3,4-Oxadiazole/Thiadiazole heterocyclic rings containing liquid crystals

1-((12-Bromododecyl)oxy)-4-((4-(4-pentylcyclohexyl) phenyl)ethynyl) benzene: Liquid crystal with aggregation-induced emission characteristics

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