An extensive investigation of structural, spectral, optical, electrical, and nonlinear optical properties of a novel crystal (S) 4-(5-bromo-2-acyloxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester

Abstract

The organic nonlinear optical chromophore crystal (S) 4-(5-Bromo-2-acyloxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester, abbreviated as BTHPM, was synthesized using Tetrahydro Furan (THF) as a solvent and crystals were grown using a slow solvent evaporation process. One pot multicomponent reaction of 5-Bromo-2-acyl salicylaldehyde with ethyl acetoacetate and urea using (−) Binol borane as a chiral lewis acid. The crystal structure and the lattice inter perfection of the material were determined by SXRD (Single crystal X-ray diffraction) analysis. The functional groups of the title compound were characterized by Fourier Transform Infrared (FTIR) spectral studies. The direct optical band gap was determined to be 5.9 eV, allowing the transparency down to 342 nm. The bond formation, splitting pattern and the atom environment was evidenced in 1H Nuclear Magnetic Resonance (1H NMR), and 13C Nuclear Magnetic Resonance (13C NMR) studies, using Deuterated chloroform (CDCl3) as reference. The analysis of photoconductivity has confirmed the crystal-positive photoconductivity. To investigate the third-order Nonlinear Optical (NLO) behaviour of BTHPM crystal, the nonlinear absorption coefficient, nonlinear refractive index, and third-order nonlinear susceptibility were measured using a Z-scan experiment. The BTHPM crystal dielectric properties were investigated at a range of frequencies.