Synthesis and characterization of novel azobenzene-based mesogens and their organization at the air–water and air–solid interfaces

Gupta, Monika; Agarwal, Nishtha; Arora, Anu; Kumar, Sandeep; Kumar, Bharat; Sheet, Goutam; Pal, Santanu Kumar

doi:10.1039/c4ra05572a

Cited by 7 publications

(2 citation statements)

References 32 publications

(30 reference statements)

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“…The target compounds were obtained by following the synthetic route as illustrated in Scheme . Synthesis of compounds 2 , 3 , 4 , and 6 has been described in the earlier reports. − The final compounds 7 were prepared by reacting the triphenylene derivative 4 and azobenzene tetracarboxylic acid 6 in the presence of potassium hydroxide and tetraoctylammonium bromide using water as solvent under reflux for around 7 h (see Experimental Section for details). All the compounds were characterized by 1 H NMR, 13 C NMR, IR, UV–vis, and elemental analysis (ESI, Figures S1–S8).…”

Section: Resultsmentioning

confidence: 99%

“…Synthesis of compounds 2 , 3 , 4 , and 6 has been described in the earlier reports (Scheme ). − For the synthesis of the target compound 7 , compound 6 (1 equiv) was dissolved in aqueous KOH (1.1 equiv) solution. To that solution, compound 4 (6 equiv) was added followed by the addition of tetraoctylammonium bromide in catalytic amounts.…”

Section: Experimental Sectionmentioning

confidence: 99%

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TNF Induced Switching of Columnar Rectangular to Hexagonal Assemblies in a New Class of Triphenylene-Based Room Temperature Discotic Liquid Crystals

Gupta

Pal

2017

J. Phys. Chem. B

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A straightforward synthesis of triphenylene-based oligomeric systems that self-organize into room temperature columnar structures is presented. The compounds with longer spacer length (m = 10 and 12) exhibit columnar rectangular (Col) mesophase whereas the compound with m = 8 exists in glassy Col state. Interestingly, the Col self-assembly of these compounds switches to columnar hexagonal (Col) on doping the compounds with 2,4,7-trinitrofluorenone (TNF). For the dopant concentration of 1:1 with respect to native compound, an intermediate transition state between Col and Col phase was observed which completely transformed into the hexagonal phase on increasing the concentration to 1:2 (compound: TNF) and afterward. Both the Col and Col self-assemblies have been well resolved by detailed X-ray analysis. These kind of oligomeric compounds generally possess a combination of desirable alignment properties analogous to monomeric compounds and long-lived glassy states similar to that of polymeric mesogens. In addition, charge hopping behavior is expected to increase in these compounds due to donor-acceptor interactions. Overall, these compounds can find possible potential applications in semiconductor devices.

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Section: Resultsmentioning

confidence: 99%

Section: Experimental Sectionmentioning

confidence: 99%

TNF Induced Switching of Columnar Rectangular to Hexagonal Assemblies in a New Class of Triphenylene-Based Room Temperature Discotic Liquid Crystals

Gupta

Pal

2017

J. Phys. Chem. B

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Room‐Temperature Oligomeric Discotic Nematic Liquid Crystals over a Wide Temperature Range: Structure–Property Relationships

Gupta

Mohapatra

et al. 2017

Chemistry A European J

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The design and synthesis of three room-temperature discotic nematic (N ) liquid crystals (LCs) is presented. The LC consists of an azobenzene core attached to which are four pentaalkynylbenzene (PA) units through flexible alkyl spacers. The presence of a short azo linking group provides more disorder in the system, thereby reducing the packing efficiency among the PA units and resulting into the formation of a room-temperature N phase over a wide temperature range. Dielectric constant and birefringence studies were performed to gain further insights into the physical properties of the mesophase.

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Phase behaviour and adsorption of deoxyribonucleic acid onto an azobenzene liquid crystalline ligand at the interfaces

Xavier

Bhat

Yelamaggad

et al. 2023

Biophysical Chemistry

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Synthesis and characterization of novel azobenzene-based mesogens and their organization at the air–water and air–solid interfaces

Cited by 7 publications

References 32 publications

TNF Induced Switching of Columnar Rectangular to Hexagonal Assemblies in a New Class of Triphenylene-Based Room Temperature Discotic Liquid Crystals

TNF Induced Switching of Columnar Rectangular to Hexagonal Assemblies in a New Class of Triphenylene-Based Room Temperature Discotic Liquid Crystals

Room‐Temperature Oligomeric Discotic Nematic Liquid Crystals over a Wide Temperature Range: Structure–Property Relationships

Phase behaviour and adsorption of deoxyribonucleic acid onto an azobenzene liquid crystalline ligand at the interfaces

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