Nonlinear Optical Properties of Pyrene Derivatives Based on a Donor–Acceptor Structure and Its Polyurethane Composites

Two pyrenyl Schiff base derivatives with π conjugated structures (B2 and B3) were designed and synthesized. Then, B2 and B3 were added into polyurethane to obtain doped and bonded polyurethane nonlinear optical materials (B2/PU and B3/PU), respectively. The synthesized B2, B3, and polyurethane nonlinear optical materials were tested by a nanosecond (ns) and picosecond (ps) pulse Z-scan at a 532 nm wavelength. Due to the two-photon absorption-induced excited state absorption (TPA-ESA), B2, B3, and polyurethane nonlinear optical materials show reverse saturable absorption (RSA). From a quantum chemistry calculation, it can be concluded that the RSA of B2 and B3 comes from the large π conjugated system and intramolecular charge transfer. Furthermore, B2, B3, and the polyurethane nonlinear optical materials show good optical limiting. B2/PU and B3/PU not only have excellent nonlinear optical properties but also have good transmittance, thermal stability, and processability of polyurethane materials. The combination of pyrenyl Schiff base derivatives and polyurethane materials greatly improves the application of nonlinear small molecules in the field of optical limiting and all-optical switching.