N,N''-Bis(2,6-diisopropylphenyl)-1,6,7,12-tetraphenoxy-3,4,9,10-perylenetetracarboxylic Diimide has applications in the photosensors and optical detectors.
Synthesis of bis(2,6-diisopropylphenyl)-5,6,12,13-tetraphenoxyanthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H, 9H)-tetraone(PTCDA): PBI-Cl (1.7 g, 2 mmol) was stirred under argon with phenol (1.6 mL, 16 mmol) in N-methyl-pyrrolidone (60 mL) in a 250 mLround flask in the presence of powdered anhydrous K2CO3 (1.1 g,8 mmol). The temperature was maintained at 90 °C overnight under N2. After cooling to room temperature, the reaction liquid was poured into the water and extracted with ethyl acetate. The combined organic layers were dried over anhydrous Na2SO4 and evaporated in a vacuum. The crude product was purified by chromatography (silica gel, ethylacetate: petroleum=1:10). Red solid ROT 300 was obtained. Yield: 92%。