Fused ring effect on optical nonlinearity and structure property relationship of anthracenyl chalcone based push-pull chromophores

Abstract

The Ultraviolet-visible (UV-Vis) spectra indicate that anthracenyl chalcones (ACs) have high maximum wavelengths and good transparency windows for optical applications and are suitable for optoelectronic applications owing to their HOMO–LUMO energy gaps (2.93 and 2.76 eV). Different donor substituents on the AC affect their dipole moments and nonlinear optical (NLO) responses. The positive, negative, and neutral electrostatic potential regions of the molecules were identified using molecular electrostatic potential (MEP). The stability of the molecule on account of hyperconjugative interactions and accompanying charge delocalization was analyzed using natural bond orbital (NBO) analysis. Open and closed aperture Z-scans were performed using a continuous-wave frequency-doubled diode-pumped solid-state (DPSS) laser to measure the nonlinear absorption and nonlinear refractive index coefficients, respectively. The valley-to-peak profile of AC indicated a negative nonlinear refractive index coefficient. The obtained single crystals possess reverse saturation absorption due to excited-state absorption. The structural and nonlinear optical properties of the molecules have been discussed, along with the role of anthracene substitution for enhancing the nonlinear optical properties. The calculated third-order susceptibility value was 1.10 x10-4 esu at an intensity of 4.1 kW/cm2, higher than the reported values for related chalcone derivatives. The NLO response for both ACs offers excellent potential in optical switching and limiting applications.

Dual-Mode Multiple Ion Sensing via Analyte-Specific Modulation of Keto–Enol Tautomerization of an ESIPT Active Pyrene Derivative: Experimental Findings and Computational Rationalization

“…A weak peak characterizes the UV–vis spectrum of PMHMP in the 300 nm region, presumably caused by the n−π* transition of the CN group. Additionally, two prominent bands were observed in the 387 and 413 nm regions, which can be attributed to the π–π* transitions of phenyl and pyrene rings, respectively . A distinct color change from colorless to yellow was observed immediately upon the addition of Cu 2+ ions into the CH 3 CN solution of PMHMP .…”

“…Additionally, two prominent bands were observed in the 387 and 413 nm regions, which can be attributed to the π–π* transitions of phenyl and pyrene rings, respectively. 58 A distinct color change from colorless to yellow was observed immediately upon the addition of Cu 2+ ions into the CH 3 CN solution of PMHMP . No other metal ions, including Zn 2+ , displayed any detectable color change even after incubating for a longer time.…”

Involvement of halogen and polyaromatic substituents in chalcone derivatives as dye sensitizers in solar cell applications

“…The synthesis process was performed using the Claisen-Schmidt condensation method, 9,12,13,18 which involved the reaction of 0.3 mmol 1-pyrenecarboxaldehyde (99%) and 0.3 mmol 4 0 -bromoacetophenone (98%) (PyBr) or 3 0 -fluoro-4 0 -methoxyacetophenone (99%) (PyF) in 20 mL methanol solvent. The condensation process of PyBr and PyF was aided by sodium hydroxide (NaOH: 10 mmol, 0.4 g) as a catalyst to speed up the reaction.…”

“…Therefore, a push-pull system can be created by alternating the donor (D) and acceptor (A) anchoring part of the compound since it leads to different properties and results. 13 A previous study has explained that good transmission of ICT contributes to a strong and bathochromic shift of the longest absorption maxima wavelength in the UV-Vis absorption spectrum. 14 Thus, this proves the potential of chalcone as an excellent photovoltaic material candidate since it possesses a push-pull system, good transmission of ICT and a bathochromic shift in the absorption wavelength in the UV-Vis spectra, which lead to satisfactory cell efficiency.…”

Synthesis, photophysical and nonlinear optical properties of push–pull tetrazoles

“…Organic push–pull molecules with a delocalized π-system exhibit highly efficient optoelectronic properties and show great promise as active components in the design of organic light-emitting diodes, 1 photodiodes, 2 solar cells 3 and nonlinear optical (NLO) devices. 4–6 Their unique spectroscopic properties are attributed to an intramolecular charge transfer (ICT) from the electron donating (D) to the electron accepting group (A) separated by a π-linker. 7 ICT generates a molecular dipole and polarization that imparts distinct electronic, linear and nonlinear optical properties to the molecule.…”