Synthesis and nonlinear optical properties of some donor–acceptor oxadiazoles

Abstract

Heterocyclic 1,3,4-oxadiazole moiety has been used as a new p-conjugation relay to prepare a number of donor-acceptor molecules carrying a p-electron-rich aromatic ring as a donor and either a p-nitrophenyl or a pyridine/pyridinium ring as an acceptor. Several of these oxadiazoles display significant second-order molecular nonlinearity, b (14-124 • 10 À30 esu) and provide the basis for future design of efficient nonlinear optical materials having the oxadiazole core.

Effects of different basis sets and donor‐acceptor groups on linear and second‐order nonlinear optical properties and molecular frontier orbital energies

“…The series of D-A oxadiazoles (5a-f, 8a-f, and 9a-f) were synthesized by Masraqui et al [13]. Optimized molecular structures of 5a-f, 8a-f, and 9a-f were depicted [38].…”

“…It is frequently used in pharmaceutical industry [1][2][3][4][5][6]. Various oxadiazole-containing molecular structures were synthesized [7][8][9][10][11][12][13]. Furthermore, the 1,3,4-oxadiazole ring which is a new NLO motifs among the heterocyclic compounds were used as a -bridge on the ground.…”

“…Furthermore, the 1,3,4-oxadiazole ring which is a new NLO motifs among the heterocyclic compounds were used as a -bridge on the ground. Its reduced aromaticity may offer better prospects for -electron delocalization across the D-A links [13]. However, typical electron-transporting materials usually contain a -electron deficient heterocyclic moiety, such as oxadiazoles, triazoles, triazines, etc., which can effectively improve the electron affinity [14,15].…”

“…Theoretical determination of hyperpolarizability is quite useful both in understanding the relationship between the molecular structure and nonlinear optical properties. It also provides a guideline to experimentalists for the design and synthesis of organic NLO materials [13]. Nonlinearity in organic chromophores can be synthetically modulated by varying the composition or length of conjugated -systems, and by evaluating the effects of various electron-donor and -acceptor groups.…”

Synthesis, Fluorescence Properties and Biological Activity of 8‐Hydroxyquinoline Conjugate Bonded Aromatic Heterocyclic Derivatives

“…[1][2][3][4] Aromatic heterocyclic systems have been increasingly used as a result of their effective expansion of the π-π conjugated system to enhance electron transfer and increase the rigidity of the molecular unit to inhibit intermolecular photoreactions. Materials of this kind have been extensively used, for example, in linear and nonlinear optics, [5][6][7] as emission and electron conduction layers in organic light emitting devices (OLED), 8 and as luminescent probes for metal ions. 9 Several small heterocyclic molecules have been demonstrated to be capable of inducing stem-cell proliferation and differentiation in vitro.…”