Synthesis and structural studies on (E)-3-(2,6-difluorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one: a promising...

Area of Science:

• Materials Science
• Crystallography
• Computational Chemistry

Background:

• Chalcones are versatile organic compounds with diverse applications.
• Fluorinated organic molecules often exhibit unique electronic and optical properties.
• Nonlinear optical (NLO) materials are crucial for advanced photonic technologies.

Purpose of the Study:

• To synthesize and fully characterize a new fluorinated chalcone derivative.
• To investigate the crystal structure and intermolecular interactions.
• To evaluate the material's potential as a nonlinear optical material through experimental and theoretical methods.

Main Methods:

• Synthesis and crystallization of (E)-3-(2,6-difluorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one.
• Comprehensive characterization using SEM, spectroscopy (IR, GC-MS, NMR, Raman, UV-Vis), TGA, DSC, and single crystal XRD.
• Computational studies including DFT calculations for electric parameters and molecular orbital analysis.

Main Results:

• The fluorinated chalcone was synthesized in 90% yield and crystallized in the P2(1)/c space group.
• Structural analysis revealed stabilization through C-H⋯O, C-H⋯F interactions, and π⋯π stacking.
• Calculated third-order nonlinear susceptibility (χ(3)) of 369.294 × 10⁻²² m² V⁻² indicates significant NLO properties.

Conclusions:

• The synthesized fluorinated chalcone exhibits promising nonlinear optical properties.
• The crystal structure and intermolecular forces play a role in its material characteristics.
• This compound represents a potential candidate for applications in nonlinear optics.