Self-assembly and mechanochromic luminescence switching of trifluoromethyl substituted 1,3,4-oxadiazole derivatives

Ongungal, Rahul M.; Sivadas, Aneesh P.; Kumar, N. S. Saleesh; Menon, Sajith; Das, Suresh

doi:10.1039/c6tc02924h

Cited by 52 publications

(14 citation statements)

References 113 publications

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“…This indicates that the reorganization process that occurs over time at room temperature is basically the same as induced by annealing: the annealing treatment simply accelerates this process. The observed blue‐shift of the absorption spectrum of T2CAO , even in comparison to the spectrum of the molecule in THF solution (Figure S6), indicates a progressive ordering in H‐aggregates induced by increasing temperature, which is further corroborated by the progressive decrease in the intensity of the emission band with temperature and the enormous apparent Stokes‐shift.…”

Section: Resultsmentioning

confidence: 69%

Multistimuli‐Responsive Materials from Benzothiadiazole‐Based Charge‐Transfer Chromophores: Interdependence of Optical Properties and Aggregation

et al. 2018

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A family of multipolar V-shaped chromophores bearing an A'-D-A-D-A' structure were investigated, where 2,1,3-benzothiadiazole, acting as the central electron acceptor (A), is linked to two thiophene-based electron-donating moieties (D) end-capped with alkyl-cyanoacetate substituents (A'). The spectroscopic properties of thin films and powders were investigated and were compared to solutions and nanoaggregates. The optical properties strongly depended on the aggregation state and could be tuned by means of thermal treatment (annealing) of the films and through mechanical treatment (grinding) of the powders, demonstrating that these materials are multistimuli responsive. The spectroscopic analysis revealed the partial formation of J-aggregates both in the films and in powders, despite the weak luminescence. This behavior was interpreted as due to the partial formation of poorly fluorescent red-shifted aggregates acting as a sink in an efficient excitation energytransfer process from J-aggregates.

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Section: Resultsmentioning

confidence: 69%

Multistimuli‐Responsive Materials from Benzothiadiazole‐Based Charge‐Transfer Chromophores: Interdependence of Optical Properties and Aggregation

et al. 2018

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“…The PL spectrum and fluorescence lifetime changes are shown in Figure 3a and 3b, respectively. It has been reported that materials whose color changed by gelation retained their luminescent color even in xerogels after the solvent was removed and showed a grinding response [26]. The powder in its initial state exhibited blue luminescence and no response to grinding.…”

Section: Resultsmentioning

confidence: 99%

Blue-Shifting Mechanofluorochromic Luminescent Behavior of Polymer Composite Films Using Gelable Mechanoresponsive Compound

2021

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Mechanochromic luminescent dyes change their luminescence color upon exposure to external mechanical stimuli. In this study, we synthesized a liquid crystalline mechanochromic luminescent dye containing a terminal cholesterol molecule. The dissolution of the dye in 1,4-dioxane resulted in the formation of a gel. The luminescence of the xerogel obtained from the dioxane solution changed from green to blue upon grinding, indicating mechanochromic luminescence behavior. The anisotropic patterning of short-wavelength-shifted luminescence color change by directional handwriting on surface layer of liquid crystal was successfully demonstrated. Furthermore, blue-shifting mechanoresponsive polymer composite surface was fabricated by using the luminophore.

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“…Material applications of 1,3,4-oxadiazole derivatives lie in several areas. They can be used as photosensitizers, [24] liquid crystals, [25][26][27] luminescent materials, [28][29][30] electron-transport materials, [31,32] polymers, [33,34] herbicides [35] and corrosion inhibitors. [36,37] Thanks to their high therapeutic importance and material applications, a number of 1,3,4-oxadiazole synthetic methods have been developed.…”

Section: Introductionmentioning

confidence: 99%

Synthesis andin VitroAntimicrobial Activity Screening of New 3‐Acetyl‐2,5‐disubstituted‐1,3,4‐oxadiazoline Derivatives

Popiołek

Biernasiuk

Paruch

et al. 2019

Chemistry & Biodiversity

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Thirteen new 3‐acetyl‐2,5‐disubstituted‐1,3,4‐oxadiazoline derivatives were synthesized from corresponding hydrazide‐hydrazones of isonicotinic acid in the reaction with acetic anhydride. The obtained compounds were identified with the use of spectral methods (IR, 1H‐NMR, 13C‐NMR, MS). In vitro antimicrobial activity screening of synthesized compounds against a panel of bacteria and fungi revealed interesting antibacterial and antifungal activity of tested 1,3,4‐oxadiazoline derivatives, which is comparable to that of commonly used antimicrobial agents.

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Self-assembly and mechanochromic luminescence switching of trifluoromethyl substituted 1,3,4-oxadiazole derivatives

Abstract: Stimuli responsive luminescence switching, liquid crystalline and gelation properties of 1,3,4-oxadiazole derivatives were investigated.

Cited by 52 publications

References 113 publications

Multistimuli‐Responsive Materials from Benzothiadiazole‐Based Charge‐Transfer Chromophores: Interdependence of Optical Properties and Aggregation

Multistimuli‐Responsive Materials from Benzothiadiazole‐Based Charge‐Transfer Chromophores: Interdependence of Optical Properties and Aggregation

Blue-Shifting Mechanofluorochromic Luminescent Behavior of Polymer Composite Films Using Gelable Mechanoresponsive Compound

Synthesis andin VitroAntimicrobial Activity Screening of New 3‐Acetyl‐2,5‐disubstituted‐1,3,4‐oxadiazoline Derivatives

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