Aggregation-induced emission on benzothiadiazole dyads with large third-order optical nonlinearity

Two kinds of D–A molecular of (4-(4-(9H-carbazol-9-yl)phenyl))-7-nitrobenzothiadiazole (BSC) and 4-((4-(9H-carbazol-9-yl)phenyl)ethynyl)-7-nitrobenzothiadiazole (BEC) containing carbazole moieties as the donor were synthesized. X-ray crystal data elucidated the multiple intermolecular interactions. They exhibit distinctly different self-assembly behaviours. The nonlinear optical properties were studied using the top-hat Z-scan technique at 532 nm with a 21 ps pulse. The results indicate that they exhibit large third-order nonlinear absorption effects. The nonlinear absorption coefficients α2 fitting the experimental data are 6.3 × 10−12 m W−1 for BSC and 3.6 × 10−11 m W−1 for BEC. The time-resolved pump–probe results show that both nonlinear absorption and nonlinear refraction of BEC in CH2Cl2 solution have rapid optical responses, which indicate the nonlinear absorption and nonlinear refraction mechanism are excited-state nonlinear. Moreover, both of these two compounds are observed to be aggregation-induced emission (AIE) active. The aggregates of the well-formed one-dimensional microrods of BEC and BSC endow the material with potential applications in the field of optical devices.