Perylene derivative synthesis process, perylene derivative...

Details Perylene derivative synthesis process, perylene derivative... Perylene derivative synthesis process, perylene derivative...

2004-10-07

2010-06-08

O'Sullivan, Peter G (Department: 1621)

Chemistry of hydrocarbon compounds

Aromatic compound synthesis

By condensation of entire cyclic molecules or entire...

Reexamination Certificate

active

07732652

ABSTRACT:
The invention aims to provide a perylene derivative preparation process featuring satisfactory yields and improved preparation efficiency, a perylene derivative obtained by the process, and an organic EL device using the same. The object is achieved by a perylene derivative preparation process comprising subjecting to coupling reaction a 1,8-dihalogenated naphthalene derivative of the formula (1):wherein X is Cl, Br or I, R1to R4, R11and R12each are hydrogen, alkyl, alkoxy, alkylthio, alkenyl, alkenyloxy, alkenylthio, aralkyl, aralkyloxy, aralkylthio, aryl, aryloxy, and arylthio radicals which may be substituted, amino radical, cyano radical, hydroxyl radical, —COOM1radical (wherein M1is hydrogen, alkyl, alkenyl, aralkyl or aryl), —COM2radical (wherein M2is hydrogen, alkyl, alkenyl, aralkyl, aryl or amino), or —OCOM3radical (wherein M3is alkyl, alkenyl, aralkyl or aryl), and at least two adjoining radicals selected from among R1to R4, R11and R12may bond or fuse together to form a substituted or unsubstituted carbocyclic aliphatic ring, aromatic ring or fused aromatic ring with the carbon atoms on which they substitute, with the proviso that when the carbocyclic aliphatic ring, aromatic ring or fused aromatic ring has substituent radicals, the substituent radicals are the same as R1to R4, R11and R12, to thereby synthesize a perylene derivative of the formula (2):wherein R1′ to R4′, R11′ and R12′ are as defined for R1to R4, R11and R12in formula (1), and R1to R4, R11and R12and R1′ to R4′, R11′ and R12′ may be the same or different.

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R. Scholl, et al., “Perlyene, A Highly Condensed Aromatic Hydrocarbon C20H12”, J. Chem. Ber., Dec. 31, 1910, pp. 2202-2209 (with English Translation).
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