Photophysical and nonlinear optical properties of para-substituted nitrobenzofurazan: A comprehensive DFT investigation

被引：29

作者：

Cherif, Imen

Raissi, Hanen ^{[2
]}

Abiedh, Khouloud ^{[3
]}

Gassoumi, Bouzid ^{[4
]}

Caccamo, Maria Teresa ^{[5
]}

Magazu, Salvatore ^{[5
]}

Said, Ayoub Haj ^{[4
,6
]}

Hassen, Fredj ^{[3
]}

Boubaker, Taoufik ^{[2
]}

Ayachi, Sahbi ^{[1
]}

机构：

[1] Univ Monastir, Fac Sci, Lab Phys chim Mat LR01ES19, Ave Environm, Monastir 5019, Tunisia

[2] Univ Monastir, Fac Sci, Lab Chim Heterocycl Prod Nat & React LR11ES39, Ave Environm, Monastir 5019, Tunisia

[3] Univ Monastir, Fac Sci, Lab Microoptoelect & Nanostruct LR99 ES29, Monastir, Tunisia

[4] Univ Monastir, Lab Interfaces & Mat Avances LIMA, Fac Sci, Ave Environm, Monastir 5019, Tunisia

[5] Univ Messina, Dipartimento Sci Matemat & Informat Sci Fis & Sci, Viale Ferdinando Stagno Alcontres 31, I-98166 Messina, Italy

[6] Technopole Sousse, Ctr Rech Microelect Nanotechnol, Sahloul BP 334, Sousse, Tunisia

来源：

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 2023年 / 443卷

关键词：

Benzofurazan; Optical properties; DFT; ICT; NLO; FT-RAMAN; QUANTITATIVE-ANALYSIS; VIBRATIONAL-SPECTRA; MOLECULAR-STRUCTURE; CHARGE-TRANSFER; HYDROGEN-BONDS; NLO PROPERTIES; UV; IR; ORBITALS;

D O I：

10.1016/j.jphotochem.2023.114850

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We investigate the ability of the 4-chloro-7-nitrobenzofurazan (NBD-Cl) to append Pyrrolidine (Pyrr), a sec-ondary amine, acting as a nucleophile group in SNAr reactions resulting in the fluorescent NBD-Pyrr compound. Their electrochemical and photo-physical responses have been thoroughly investigated using Cyclic Voltam-metry (CV), UV-Visible, photoluminescence (cw-PL) and time resolved photoluminescence (TR-PL) spectros-copies. The intra-molecular charge transfer associated to nonlinear optical (NLO) properties of NBD-Pyrr molecule has reported, for the first time. Important NLO parameters such as dipole moment (& mu;), polarizability (& alpha;), anisotropy of polarizability (A & alpha;) and first and second order hyperpolarizabilities (13 and & gamma;) are calculated at the B3LYP/6-31 + g(d,p) level of theory as well. Additionally, natural bond orbital (NBO) and quantum theory of atoms in molecules (QTAIM), Hirshfeld surface (HS), Electron Localization Function (ELF), and Localized orbital locator (LOL) analyses have been used to illustrate structure and bonding in the NBD-Pyrr molecule.

引用

页数：15

共 93 条

[1] Density functional theory studies on the structure, spectra (FT-IR, FT-Raman, and UV) and first order molecular hyperpolarizability of 2-hydroxy-3-methoxy-N-(2-chloro-benzyl)-benzaldehyde-imine: Comparison to experimental data [J].