Comprehensive study of the molecular structure and nonlinear optical response of two novel halogenated pyrenyl-chalcones

Alsaee, Saleh K.; Razak, Ibrahim Abdul; Arshad, Suhana; Abdullah, Mundzir; Bakar, Mohamad Aizat Abu

doi:10.1016/j.molstruc.2023.135021

Cited by 7 publications

(5 citation statements)

References 46 publications

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“…The conjugation of electron withdrawing group (EWG) and electron donating group (EDG) with donor pyrene have develop the increment in the performance of DSSC [9,60]. The addition of two oxygen atoms as the strong acceptor group in Py1 show the higher efficiency comparing to the EDG anchoring group (Py2) proving the D-π-A architecture able to accelerate the electron movement process and avoid the dye aggregation to further enhance the DSSC performance.…”

Section: Photovoltaic Studiesmentioning

confidence: 99%

“…Chalcone is also recognized as 1,3-diarylprop-2-en-1-one which are constructed by a planar π-conjugated system [6]. The π-conjugation in chalcone refers to the alternation of single and double bonds in the chain of carbon atoms within the structural configuration, which aids in enhancing charge transfer throughout the molecules [9,10]. According to a previous study [10], the presence of a π-conjugated double bond in the chalcone derivative leads to a strong intramolecular charge transfer (ICT) and excellent absorption coefficient in the UV spectrum, thereby further enhancing the efficiency of solar cells.…”

Section: Introductionmentioning

confidence: 99%

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Research perspectives on the structure-property relationship of polyaromatic pyrene-based chalcone derivatives as dye-sensitizers in DSSC applications

Mohd Nizar,

Rosli,

Samsuri

et al. 2023

Phys. Scr.

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Photovoltaic studies in DSSC have continued to be fascinated by chalcone derivatives because of their straightforward synthesis, green synthetic process and low toxicity properties using Claisen-Schmidt condensation method. In this report, the implementation of the newly synthesized pyrenyl chalcone derivatives, Py1 and Py2 as dye-sensitizers and the characterization studies are further discussed. The grown crystals are characterized via several spectroscopic analyses such as ATR, 1H and 13C NMR and UV–vis analyses. The UV–vis analysis shows a lower energy gap in Py1 (2.79 eV) in comparison to Py2 (2.90 eV) which further indicates better flow of charge transfer. The analysis of crystal packing reveals the arrangement of head-to-head by intermolecular π—π contacts and head-to-tail via intermolecular C–H···O interactions in Py1 and Py2, respectively. The intermolecular interactions act to stabilize the crystal structure and further improve the charge transfer within the dyes and enhancement of DSSC efficiency. In electrochemical analysis using cyclic voltammetry (CV), Py1 and Py2 are found in the suitable HOMO and LUMO energy levels which confirms their applicability as photosensitizer materials. After the fabrication process, DSSC layers are continued for FESEM and EDX analyses before proceeding for the performance study. The Py1 with D-π-A architecture has significantly revealed a higher efficiency than D-π-D structure of Py2.

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Section: Photovoltaic Studiesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Research perspectives on the structure-property relationship of polyaromatic pyrene-based chalcone derivatives as dye-sensitizers in DSSC applications

Mohd Nizar,

Rosli,

Samsuri

et al. 2023

Phys. Scr.

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“…Currently in clinical use or in advanced clinical trials, chalcones have shown significant binding through intercalation with DNA showing higher binding constants (Kb). [51,52] Likewise, NLO properties of chalcones [53][54][55][56][57] bearing variety of substituents have been studied for their extensive applications such as photonic technologies of opto-and micro-electronics, all-optical switching, ease of chemical modification and optical limiting (OL) frequency doubling. [58] Generally, chalcone derivatives comprise of donor-acceptor (D-A) π-electronic system, [59] consisting conjugated path which allows the distribution of electron density asymmetrically.…”

Section: Introductionmentioning

confidence: 99%

Photophysical and biological aspects of α, β‐unsaturated ketones: Experimental and in silico approach

Samreen

Hussain

Yar

et al. 2023

J Biochem & Molecular Tox

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In this work, four fluorinated α, β‐unsaturated ketones named as 3‐(3‐bromophenyl)−1‐(3‐(trifluoromethyl)phenyl)prop‐2‐en‐1‐one (1), 3‐(4‐methoxyphenyl)−1‐(3‐(trifluoromethyl)phenyl) prop‐2‐en‐1‐one (2), 3‐(3‐bromo‐5‐chloro‐2‐hydroxyphenyl)‐1‐(3‐(trifluoromethyl)phenyl) prop‐2‐en‐1‐one (3) and 3‐(2‐hydroxy‐5‐methylphenyl)‐1‐(3‐(trifluoromethyl)phenyl)prop‐2‐en‐1‐one (4) were synthesized by Claisen–Schmidt reaction. The synthesized molecules were then characterized through ultraviolet‐visible spectroscopy (UV‐Vis), Fourier transform infrared (FTIR), 1H‐NMR, 13C‐NMR, and mass spectrometry. The antioxidant potential, Urease inhibition, and interaction of compounds 1–4 with Salmon sperm DNA were experimentally explored and supported by molecular docking studies. The synthesized compounds strongly interact with SS‐DNA through intercalative mode. It was noticed that compound 1 served as potent Urease inhibitor while compound 4 as better antioxidant among synthesized compounds. Moreover, frontier molecular orbitals, nonlinear optical (NLO) properties, natural bond orbitals, molecular electrostatic potential, natural population analysis, and photophysical properties of synthesized compounds were accomplished through density functional theory and time‐dependent density functional theory. The band gap of all the compounds have been worked out using Taucs method. In addition to that, a precise comparative account of UV and IR data obtained from theoretical and experimental findings showed good agreement between theoretical and experimental data. The findings of our studies reflected that compounds 1–4 possess better NLO properties than Urea standard and the band gap data also reflected their prospective use towards optoelectronic materials. The better NLO behavior of compounds was attributed to the noncentrosymmetric structure of synthesized compounds.

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“…Push-Pull system with -conjugated configuration is a promising structure to achieve significant improvement on power conversion efficiency (PCE). Chalcones, which are composite of aromatic rings connected by a three-carbon chain ( -unsaturated IOP Publishing doi:10.1088/1755-1315/1281/1/012030 2 ketones), belong to a -conjugated push-pull configuration structure which has fascinated the growing scientific community attention due to their potential applications in optoelectronic devices [9][10][11][12]. The push-pull configuration of -conjugated system is promising structure to enhance intramolecular charge transfer (ICT).…”

Section: Introductionmentioning

confidence: 99%

“…The potential of the compound as DSSC dye was confirmed using DFT computations and photovoltaic calculations. The optical limiting process was investigated using the same method as mentioned in our previous study [11].…”

Section: Introductionmentioning

confidence: 99%

Potential of a new pyrene based chalcone as a dye on DSSC solar cell and optical limiting

Alsaee,

Razak,

Arshad

et al. 2023

IOP Conf. Ser.: Earth Environ. Sci.

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Herin, this work focuses on the potential of a pyrene-based chalcone named EDPP1 as a sensitizer in DSSC using density functional theory (DFT) concerning FMO and UV-Vis absorption spectrum. The EDPP1 compound was synthesized using Claisen-Schmidt reaction and characterized via FTIR, UV-Vis absorption, and DFT. UV-Vis absorption spectrum revealed that the bandgap of the EDDP1 is E g = 3.5e V with fully transmittance above λ cut off = 499nm and high absorption at UV region. The energy level diagram suggests that EDPP1 is a promising sensitizer in DSSCs as it meets the required dye conditions. Additionally, optical limiting study revealed that the EDPP1 compound has the ability to limit laser power above 875 mW. Overall, these results suggest that EDPP1 has potential as a sensitizer in DSSCs and as an optical limiter.

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Comprehensive study of the molecular structure and nonlinear optical response of two novel halogenated pyrenyl-chalcones

Cited by 7 publications

References 46 publications

Research perspectives on the structure-property relationship of polyaromatic pyrene-based chalcone derivatives as dye-sensitizers in DSSC applications

Research perspectives on the structure-property relationship of polyaromatic pyrene-based chalcone derivatives as dye-sensitizers in DSSC applications

Photophysical and biological aspects of α, β‐unsaturated ketones: Experimental and in silico approach

Potential of a new pyrene based chalcone as a dye on DSSC solar cell and optical limiting

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