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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 266599Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/266599

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
EduktWaterHCID 962—
Edukt3,4,9,10-Perylenetetracarboxylic dianhydrideHCID 67191—
EduktHeptadecan-9-amineHCID 408570—
EduktN-(2,5-Di-t-butylphenyl)perylene-3,4-dicarboximideHCID 11081772—
KatalysatorZinc acetate (USP)HCID 2724192—
ProduktN-(1-Octylnonyl)perylene-3,4-dicarboximideHCID 19033227—

Reaktionsschritte

1.4 g (3.1 mmol) of perylene-3,4,9,10-tetracarboxylic dianhydride, 6.1 g of imidazole, 960 mg (3.7 mmol) of 9-aminoheptadecane (prepared according to DE-A 4,007,618), 150 mg (0.68 mmol) of zinc acetate dihydrate and 3.0 ml (170 mmol) of water are heated in an autoclave (100 ml) at 190° C. for 24 h. Workup is analogous to that used for preparing 2b. Yield 130 mg (7% by extractive recrystallization from methanol, such as described in Chem. Ber. 1985, 118, 4641) orange red crystals showing strong solid fluorescence, m.p. 143°-143.6° C. Rf (CHCl3 /silica gel)=0.94. UV (CHCl3): λmax (ε)=454 nm (sh, 17620), 485 (32530), 508 (29480). Fluorescence (CHCl3, exc. 485 nm): λmax (Irel)=572 (sh, 0.49), 536 (1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05650513
Quelldatensatzuspto-grants-1997_07
ORD IDord-b148e3223a964806845bb601e8e248b0
Quellennotizuspto-grants-1997_07