Scholarlink

Abstract <p>A new chalcone derivative, (E)-3-(anthracene-9-yl)- 1-(2-fluoro-5-methoxyphenyl)prop-2-en-1-one (AFP), was synthesized via the Claisen–Schmidt condensation method. Its molecular structure was confirmed by x-ray single-crystal diffraction, revealing an s-cis configuration and crystallization in the monoclinic <i>Cc</i> space group. Density functional theory (DFT) calculations at the B3LYP/6-311++G(<i>d</i>,<i>p</i>) level were performed to optimize the structure and analyze its electronic properties, including frontier molecular orbitals, molecular electrostatic potential, dipole moment, polarizability, and hyperpolarizability. The calculated highest occupied molecular orbital (HOMO)–lowest occupied molecular orbital (LUMO) energy gap was 3.08&#xa0;eV, indicating promising electronic characteristics. Photophysical studies showed a maximum excitation wavelength of 454&#xa0;nm and an emission peak at 456&#xa0;nm, corresponding to a <i>π</i>→<i>π</i>* electronic transition. A Stokes shift of 70&#xa0;nm suggested a relatively rigid molecular framework. Ultraviolet–visible (UV–Vis) spectroscopy revealed a high absorption maximum at 399&#xa0;nm, with experimental data closely matching theoretical DFT predictions. Additionally, thermal analysis via thermogravimetric analysis (TGA) demonstrated excellent stability, with an onset decomposition temperature of 298.63°C. These findings highlight a strong correlation between the electronic structure and nonlinear optical performance of AFP, underscoring its potential for advanced optical applications.</p> Graphical Abstract <p></p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Revealing the Connection Between Electronic Structure and Nonlinear Optical Performance in Anthracene Chalcones

  • 期刊论文

  • 发表日期：

    2025年6月9日

查看全文
  • Siti Hajar Wahida Jamaludin,
  • Nur Alia Suraya Baharudin,
  • Nurul Shahira Abdullah,
  • Nurul Wafaa Mahussin,
  • Nurhana Syakirah Yushaizad,
  • Ibrahim Abdul Razak,
  • Dian Alwani Zainuri

摘要

Abstract

A new chalcone derivative, (E)-3-(anthracene-9-yl)- 1-(2-fluoro-5-methoxyphenyl)prop-2-en-1-one (AFP), was synthesized via the Claisen–Schmidt condensation method. Its molecular structure was confirmed by x-ray single-crystal diffraction, revealing an s-cis configuration and crystallization in the monoclinic Cc space group. Density functional theory (DFT) calculations at the B3LYP/6-311++G(d,p) level were performed to optimize the structure and analyze its electronic properties, including frontier molecular orbitals, molecular electrostatic potential, dipole moment, polarizability, and hyperpolarizability. The calculated highest occupied molecular orbital (HOMO)–lowest occupied molecular orbital (LUMO) energy gap was 3.08 eV, indicating promising electronic characteristics. Photophysical studies showed a maximum excitation wavelength of 454 nm and an emission peak at 456 nm, corresponding to a π→π* electronic transition. A Stokes shift of 70 nm suggested a relatively rigid molecular framework. Ultraviolet–visible (UV–Vis) spectroscopy revealed a high absorption maximum at 399 nm, with experimental data closely matching theoretical DFT predictions. Additionally, thermal analysis via thermogravimetric analysis (TGA) demonstrated excellent stability, with an onset decomposition temperature of 298.63°C. These findings highlight a strong correlation between the electronic structure and nonlinear optical performance of AFP, underscoring its potential for advanced optical applications.

Graphical Abstract