DICYANVINYLSUBSTITUIERTE FURANDERIVATE, VERFAHREN ZU IHRER HERSTELLUNG UND DEREN VERWENDUNG

The furan derivatives have the formula in which x and x are identical or different and represent H, alkyl, alkenyl, aryl, halogen, NO2 or CN. In the formula I, n can be 0 or 1. In the case of n = 0, A is, for example, -CH2OR (where R is, for example, H, alkyl or aryl), in the case of n = 1, A denotes, for example, -CH=N-Z-N=CH-, When compounds of the type n = 0 are prepared, the hydroxymethyl group of 5-hydroxymethylfurfural (HMF) is first converted into a derivative and the aldehyde group is reacted with malonitrile, or, alternatively, the aldehyde group is initially converted into a derivative, the hydroxymethyl group is then oxidised and reacted with malonitrile. The compounds of the type n = 1 are prepared by either condensing two substituted or unsubstituted 5-hydroxymethylfurfural molecules first with one molecule containing at least two NH2 groups and, after oxidation of the two hydroxymethyl groups with malonitrile or, alternatively, first two hydroxymethylfurfural molecules are linked with elimination of water and the reaction with0 the malonitrile is then carried out, or two substituted or unsubstituted hydroxymethylfurfurals are linked via a two-carbon bridge by a benzoin addition reaction, the hydroxymethyl groups on the furan ring are then oxidised and reacted with malonitrile. The furan derivatives can be used directly or in the form of their cycloaddition products for various applications in the electrooptical sector, for example for the production of optical data recording systems or organic electrically conducting substances or electron transfer catalysts.