Synthesis and properties of monolithic photorefractive carbazole-derived calix4arenes

摘要

As a new class class of multi-functional compounds, three kinds of calix[4]arene molecules were newly synthesized: calix[4]aenes containing two 3-nitro-N-allyl carbazoles, two N-aillyl carbazoles and one of each at the lower rim. These compounds take cone conformation in solution because of the 1, 3-di-O-substitution at the lowe rrim. Those compounds take amorphous state as proved by differential scanning calorimetry and powder X-ray diffraction and they can be made into films without supporting polymer matrix. second-harmonic generation signals were observed in the films of the two calix[4]arenes containing nitro groups after electric poliing at a temperature above glass transition point. Enhancement of d_33 in the calix[4]arene with nitrocarbazole derivatives compared with the calix[4]arene with both carbazole and nitrocarbazole derivatives was observed, which might be attributed partially to some extent to the conformational regulation between the two carbazole chromophores. Using two beam coupling experiments, photorefractive effect was observed in the film of the calix[4]arene with both carbazole and nitrocarbazle derivatives doped with 2, 4, 7-trinitro-9-fluorenone. This is the first report on the photorefractive prperty of calix[4]arene compound.