Imidazole → N-(1-Nonyldecyl)perylene-3,4-dicarboximide

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Reaction Steps

230 mg (0.70 mmol) of perylene-3,4-dicarboxylic anhydride are reacted with 400 mg (1.40 mmol) of 10-aminononadecane (prepared according to DE-A 4,007,618) and 1.0 g of imidazole under an argon inert atmosphere as in 2c, followed by workup. After chromatography on silica gel using chloroform, the reaction product is applied to silica gel using petroleum ether, and the purely aliphatic by-products are washed off with about 11 of petroleum ether. The reaction product is then eluted with toluene, and is then recrystallized by extraction with pentane. Yield 400 mg (85%), m.p. 143°-143.5° C. Rf (silica gel/CHCl3)=0.94. UV (CHCl3): λmax (ε)=507 nm (31319), 482 (32213), 453 (sh, 17450). Fluorescence (CHCl3, exc. 507 nm) λmax (Irel)=539 (1), 557 (0.47).

Provenance & Evidence