Investigations and facile synthesis of a series of novel multi-functional two-photon absorption materials

Abstract

Six centrosymmetric D-(p-A) 3 structural triphenylamine derivatives that can be used as two-photon photopolymerization and optical data storage chromophores, tris[4-(4-pyridylethenyl)phenyl]amine (1), tris [4-(2-pyridylethenyl)phenyl]amine (2), tris(4-cyanoethenylphenyl)amine (3), tris[4-butylacrylatephenyl]amine (4), tris[4-methylacrylatephenyl]amine (5) and tris[4-acrylicethenylphenyl]amine (6), have been successfully synthesized via a triple palladium-catalyzed Heck coupling reaction, and the novel chromophores were fully characterized by elemental analysis, IR, 1 H-NMR and ESIMS. The structure for 3 was determined by single crystal X-ray diffraction study. One-and two-photon absorption and fluorescence in various solvents were experimentally investigated. Two-photon initiated polymerization microfabrication and optical data recording experiments were carried out under 780 nm laser radiation, and the possible polymerization mechanism is discussed based on theoretical calculations. All the six chromophores have relatively large two-photon absorption crosssections, and exhibit optical memory and highly efficient two-photon initiated polymerization abilities.

Crystal structures, two-photon absorption and theoretical calculation of a series of bis-vinylpyridine compounds synthesized by one-step solid state reaction

“…The few-state model is used to study the TPA cross-section of the molecules [17,29]. The calculated largest TPA cross-sections of the three molecules are 17.3, 6.9 and 32 GM, respectively.…”

“…With the above consideration, although some of these materials exhibited large TPA cross-sections and good TPA properties, most of them were obtained through complicated routes, including our recent work [17]. Investigating simple and efficient synthesis of TPA chromophores would be beneficial to the development of TPA materials.…”

The synthesis, two-photon absorption and blue upconversion fluorescence of novel, nitrogen-containing heterocyclic chromophores

“…A tremendous amount of recent attention has been attracted to synthesize and investigate the behaviors of organic molecules with two-photon absorption (TPA) properties for their potential applications in materials science and biological imaging [1][2][3][4][5]. Efficient TPA molecules with different emission wavelengths for biological imaging applications are helpful to reduce background light scattering and auto-fluorescence from fluorescence proteins in biological cells and organisms.…”

Synthesis, structure and nonlinear optical properties of two novel two-photon absorption chromophores

“…Furthermore, we attempt to use new chromophores as optical data storage materials by the method of void creation in polymer (PMMA) as the references [17−19] . The optical system that we used for data recording and reading with the new material was similar to the instrumental setup used in the literature [20,21] . The novel chromophores possess potential application perspectives due to their simple preparation, efficient initiating properties and coordinating ability.…”