Impact of donor–acceptor alternation on optical power limiting behavior of H–Shaped thiophene–imidazo[2,1-b] [1,3,4]thiadiazole flanked conjugated oligomers

Kakekochi, Viprabha; P, P. Nikhil; Chandrasekharan, K.; D, Udaya Kumar

doi:10.1016/j.dyepig.2019.108181

Cited by 16 publications

(4 citation statements)

References 42 publications

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“…A number of 1,3,4-thiadiazole derivatives have been shown to offer promising antimicrobial, antitumor, or neuroprotective properties [ 2 , 3 , 4 , 5 , 6 ], and several have already entered clinical trials or found practical therapeutic applications [ 7 ]. Numerous 1,3,4-thiadiazole-based molecules have also been considered in the process of designing novel lasers [ 8 ], oxidation inhibitors [ 9 ], and chelating agents for complexation of various d-block metal ions [ 10 ]. In recent years, many research teams, ours included, have been engaged in studies of 1,3,4-thiadiazole derivatives demonstrating a variety of interesting crystallographic, spectroscopic and biophysical properties [ 11 ], often considered as essential for pharmacological potential.…”

Section: Introductionmentioning

confidence: 99%

Cooperativity of ESPT and Aggregation-Induced Emission Effects—An Experimental and Theoretical Analysis of a 1,3,4-Thiadiazole Derivative

Budziak-Wieczorek,

Kaczmarczyk,

Rząd

et al. 2024

IJMS

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4-[5-(Naphthalen-1-ylmethyl)-1,3,4-thiadiazol-2-yl]benzene-1,3-diol (NTBD) was extensively studied through stationary UV–vis absorption and fluorescence measurements in various solvents and solvent mixtures and by first-principles quantum chemical calculations. It was observed that while in polar solvents (e.g., methanol) only a single emission band emerged; the analyzed 1,3,4-thiadiazole derivative was capable of producing dual fluorescence signals in low polarity solvents (e.g., n-hexane) and certain solvent mixtures (e.g., methanol/water). As clearly follows from the experimental spectroscopic studies and theoretical modeling, the specific emission characteristic of NTBD is triggered by the effect of enol → keto excited-state intramolecular proton transfer (ESIPT) that in the case of solvent mixture is reinforced by aggregation of thiadiazole molecules. Specifically, the restriction of intramolecular rotation (RIR) due to environmental hindrance suppresses the formation of non-emissive twisted intramolecular charge transfer (TICT) excited keto* states. As a result, this particular thiadiazole derivative is capable of simultaneously producing both ESIPT and aggregation-induced emission (AIE).

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Section: Introductionmentioning

confidence: 99%

Cooperativity of ESPT and Aggregation-Induced Emission Effects—An Experimental and Theoretical Analysis of a 1,3,4-Thiadiazole Derivative

Budziak-Wieczorek,

Kaczmarczyk,

Rząd

et al. 2024

IJMS

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“…And have a strong biological activity, therefore widely used in the pharmaceutical, medicinally, and as pesticides [22][23][24]. Therefore, for the synthesis of new 1,3,4-thiadiazolines and thaiazolidinone derivatives, there are several methods to obtain 1,3,4-thiadiazoles, mostly achieved by condensation substituted thiohydrazide with thiocyanate, also by the reaction between thiosemicarbazone with acetic anhydride [25][26][27][28][29]. The heterocyclic thaiazolidinone is mostly achieved by the reaction from the reaction isomethan group with thioglycolic acid [30], also a reaction chloroacetic acid with thiosemicarbazones [31][32][33].…”

Section: Introductionmentioning

confidence: 99%

Anticancer, Antioxidant Activities and Molecular Docking Study of Thiazolidine -4-one and Thiadiazol Derivatives

Alsalim

Nasir

El‐Arabey

et al. 2022

Preprint

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Liver cancer accounts for a major portion of the global cancer burden. In many nations, the prevalence of this condition has risen in recent decades. New series of thaiazolidinones and thaiadiazolidine have been designed, synthesized, and evaluated for potential antioxidant and antihepatocarcinogenic activity. The antioxidant activity of synthesized compounds was evaluated using a DPPH assay. Furthermore, we examined the compounds against HepG2 cells using MTT assay, flow cytometry analysis through the cell cycle, reactive oxygen species, and apoptosis. The result showed that compound 6b has the highest antioxidant activity with IC50 =60.614±0.739 µM. The anticancer activity showed that compounds 5 and 6b have significant toxicity against liver cancer cells HepG2, IC50 values (9.082 and 4.712) µM, respectively. Flow cytometry experiments revealed that compound 5 arrested HepG2 cells in the S process, while compound 6b arrested HepG2 cells in the G1. Compound 6b had a greater reduction in reactive oxygen species and late apoptosis than compound 5. Substantially, compound 5 had affinity energies of -7.6 and -8.5 for Akt and CDK4 proteins, respectively, but compound 6b had affinity energies of -7.8 and -10.1 for Akt1 and CDK4 proteins, respectively. Consequently, compound 6b had lower binding energies than compound 5. In this work, we used multiple bioinformatics methods to shed light on the prospective therapeutic use of these series as novel candidates to target immune cells in the tumor microenvironment of hepatocellular carcinomas such as CD8+ T cells, endothelial cells, and hematopoietic stem cells. The results of antioxidant, anticancer, molecular docking studies, and bioinformatic analysis showed that compound 6b has a potential impact and could be developed for drug discovery with further research.

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“…Among the studied organic molecules, the donor–acceptor (D-A) system is found to be one of the best candidates for NLO applications. The intramolecular charge transfer (ICT) between donor–acceptor pairs (D-A) in organic systems extends the delocalization of π electrons, which in turn provides high polarizability and thus strong nonlinear optical response upon interacting with laser. − One can also modify the electronic structure of the D-A system by appropriate incorporation of a donor and/or acceptor that further improve the molecular polarizability as well as electronic and optoelectronic properties. Moreover, an organic system with extended conjugation with a suitable π electron linker or suitable donor and/or acceptor enhances the NLO activity through enhanced ICT.…”

Section: Introductionmentioning

confidence: 99%

All-Optical Diode Action through Enhanced Nonlinear Response from Polymeric Photonic Crystal Microcavity

Purayil

Kakekochi

Dalimba

et al. 2021

ACS Appl. Electron. Mater.

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The search for materials for nanophotonic devices needs a way to overcome the limitations of weak nonlinear optical response due to reduced size. The requirement of a high-power excitation source for inducing nonlinear effects in the active medium poses a hurdle in realizing all-optical and integrated optoelectronic systems. Nanosized optical materials can be embedded in photonic cavities to enhance its optical nonlinear responses through confinement effects. This report systematically investigates the linear and nonlinear optical properties of polymeric 1D-photonic crystals (PhC) with a defect layer incorporated with an imidazo-thiadiazole derivative small molecule. The nonlinear optical studies were carried out by means of a z-scan technique under nanosecond pulse using a Q-switched Nd:YAG laser operating at 532 nm. The resonant excitation creates strong confinement of light in the photonic microcavity and facilitates strong light–matter interaction that induces nonlinear response at low input intensities. A giant enhancement in the nonlinear absorption and optical limiting action was observed for PhC comparing to the bare sample. The significant enhancement in the absorptive nonlinearity is utilized for realizing a practical, on-chip, passive, all-optical diode with a PhC/Au hybrid structure. The asymmetrical nonlinear absorption of the hybrid structure exhibits non-reciprocal light transmission in the nonlinear regime. The high transmittance contrast ratio for forward/reverse bias operation and cost-effective fabrication methods makes our system a potential candidate toward the realization of compact photonic integrated devices.

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Impact of donor–acceptor alternation on optical power limiting behavior of H–Shaped thiophene–imidazo[2,1-b] [1,3,4]thiadiazole flanked conjugated oligomers

Cited by 16 publications

References 42 publications

Cooperativity of ESPT and Aggregation-Induced Emission Effects—An Experimental and Theoretical Analysis of a 1,3,4-Thiadiazole Derivative

Cooperativity of ESPT and Aggregation-Induced Emission Effects—An Experimental and Theoretical Analysis of a 1,3,4-Thiadiazole Derivative

Anticancer, Antioxidant Activities and Molecular Docking Study of Thiazolidine -4-one and Thiadiazol Derivatives

All-Optical Diode Action through Enhanced Nonlinear Response from Polymeric Photonic Crystal Microcavity

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