Diindenoperylene

206-44-0

188-94-3

1. Pre-grind the sodium amide flakes into powder, preventing moisture absorption during handling. 2. Under the protection of nitrogen, 20 g of fluoranthene, 10 g of powdered sodium amide and 60 g of N,N-dimethylacetamide were added to the first reaction vessel. The temperature was slowly raised to 164±1.5°C and the reaction was continuously stirred for 10 hours to obtain a dark blue to black mixed solution containing indeno[1,2,3-cd:1',2',3'-lm]hydrazone. 3. The reaction mixture was cooled to 10 °C, 60 g of anhydrous ethanol was added slowly dropwise, and the temperature of the solution was controlled not to exceed 20 °C. The reaction mixture was cooled to 10 °C, and 60 g of anhydrous ethanol was added slowly. After the temperature was stabilized, 80 g of water was added slowly to produce a deep red solid precipitate. Keep the temperature ≤ 20 ℃ during dropwise addition and stir at room temperature for 6 hours. 4. The precipitate was collected by filtration, washed to neutral, and dried at 80 °C for 6 h. 15 g of crude indeno[1,2,3-cd:1',2',3'-lm]perylene was obtained in 75.7% yield. 5. The crude product was crushed and added to the second reactor, 1 g of toluene was added, heated to reflux and kept for 3 hours. After filtration, the filter cake was dried at 80°C for 4 hours to give 6 g of magenta colored solid powder (first material) in 40% yield. After liquid chromatography analysis, the content of indeno[1,2,3-cd:1',2',3'-lm]hydrazone was 96.2%. 6. The first material was added to the third reaction vessel with 90 g of toluene and heated to reflux for 3 hours. After filtration, the filter cake was dried at 80 °C for 4 h. 2.8 g of magenta solid powder (second material) was obtained in 46.7% yield. The content of indeno[1,2,3-cd:1',2',3'-lm]hydrazone was analyzed by liquid chromatography as 98.4%.