Click chemically modified azobenzene derivatives and their third-order nonlinear optical properties

Abstract

A series of symmetric and asymmetric charge-transfer azobenzene complexes are synthesized by Sonogashira coupling reaction, and olefin-alkyne click chemistry without by-products. The click products with adjustable energy levels of the frontier orbitals are tested by NMR, IR, and MS, which have good solubility and are easy to synthesize through the introduction of TCNE, TCNQ, F4-TCNQ. Both UV-VIS-NIR spectroscopy and electrochemical studies are carried out and the cyclic voltammogram has a good correlation with spectroscopy. As a side group, the click part has a positive impact on the material. The nonlinear phenomenon of azobenzene derivatives is experimentally represented by Z-scan technology on 532 nm, and each compound exhibits the expected nonlinear optical properties.