New, High Efficiency Nonlinear Optical Chalcone Co-Crystal and Structure–Property Relationship

Abstract

In our present study, we attempted to grow the single crystals of (2E)-1-(4-chlorophenyl)-3-[4-(methylsulfanyl)phenyl]prop-2-en-1-one by making use of the slow evaporation solution growth technique at room temperature. But the single crystal X-ray diffraction technique revealed that the grown crystal was a co-crystal with molecular formula C 16 H 13 Br 0.66 Cl 0.34 OS (4Br4MSP/4Cl4MSP). The presence of functional groups in the molecular structure is confirmed by Fourier transform infrared (FT-IR) spectroscopy. The UVÀvisÀNIR absorption spectrum shows that this co-crystal has a good transparency window for optical application. Second harmonic generation (SHG) analysis was done to explore nonlinear optical (NLO) characteristics of the material, and the co-crystal was found to have the highest SHG efficiency when compared with all the co-crystals reported in the literature.difficult to mention a suitable technique for a particular cocrystal to synthesize, unless it is confirmed by trial and error methods. 12,13 In this paper, we deal with the co-crystal of chalcone: its synthesis, growth, characterization, and structureÀNLO property relationship. The co-crystal obtained has co-formers, namely, (2EThe molecular structure of the co-crystal is given by C 16 H 13 Br 0.66 OS/C 16 H 13 Cl 0.34 OS (4Br4MSP/4Cl4MSP). The co-crystal is a donor-π-acceptor-π-donor (D-π-A-π-D) type of the molecule, and SHG efficiency is found to be greater than that of any of the co-crystals so far reported to our best knowledge. EXPERIMENTAL PROCEDURES Synthesis and Growth. The standard technique ClainsenÀSchmidt condensation method was used to synthesize the chalcone

Synthesis, crystal growth and characterization of a D-π-A type novel organic nonlinear optical single crystal

“…Since small organic molecules commonly refine to better than R = 0.05 [19], there exists a good agreement between observed and calculated intensities. In addition the low value of R shows the purity of the grown single crystal [20].…”

On the molecular structure of (E)-3-(9H-fluoren-2-yl)-1-(pyridin-2-yl)prop-2-en-1-one, theoretical calculations and SXRD studies

“…Electron delocalization across this enone submolecular fragment is reflected by their molecular polarizability and hyperpolarizability. Weak hydrogen-bonding interactions have been found to stabilize non-centrosymmetric packing of chalcones in the solid-state, conferring a quadratic NLO response to the resulting crystals [20][21][22].…”

The Influence of Methoxy and Ethoxy Groups on Supramolecular Arrangement of Two Methoxy-chalcones

“…13,[15][16][17][18] Also, due to its chemical structure, several chalcones have been reported to exhibit non-linear optical (NLO) properties that turn these compounds into potential functional materials. [19][20][21] A study with methoxychalcone 19 investigated the optical properties of 3,4-dimethoxy-4'-methoxychalcone and it has shown promise for nonlinear optical applications. On the basis of these features, the investigation on structural and synthetic perspective assumes noteworthy importance for the extending and understanding of the applicability of molecule.…”