Ciba-Geigy Corporation

Hans Schlapfer

Adolf Emil Siegrist

Guglielmo Kabas

Geza Kormany

Stilbene compounds of the formula ##STR1## wherein R denotes the radical ##STR2## and wherein the rings A, B, C, D and E can carry non-chromophoric substituents are useful for the optical brightening of organic materials.

Stilbene compounds

Process for the manufacture of styrene compounds of the formula ##STR1## wherein A denotes one of the ring systems ##STR2## and wherein R.sub.1 denotes hydrogen, alkyl with 1 to 8 carbon atoms, cyclohexyl, phenylalkyl with 1 to 3 carbon atoms in the alkyl part, phenyl, alkoxy with 1 to 4 carbon atoms, or chlorine, or, conjointly with R.sub.2, denotes alkylene with 3 or 4 carbon atoms, R.sub.2 denotes hydrogen or alkyl with 1 to 4 carbon atoms or, conjointly with R.sub.1, denotes alkylene with 3 or 4 carbon atoms, R.sub.3 denotes hydrogen or methyl, R.sub.4 denotes hydrogen, m-methyl, alkyl with 2 to 8 carbon atoms, phenyl, alkoxy with 1 to 4 carbon atoms, or chlorine, or, conjointly with R.sub.5, denotes a fused benzene ring, R.sub.5 denotes hydrogen or chlorine or, conjointly with R.sub.4, denotes a fused benzene ring, X.sub.1 denotes hydrogen, alkyl with 2 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms or chlorine, X.sub.2 denotes hydrogen or chlorine, Y denotes hydrogen, chlorine, alkyl with 1 to 4 carbon atoms or phenyl and Z denotes hydrogen or chlorine, which is characterized in that a methyl compound of the formula ##STR3## is reacted with a Schiff's base of the formula ##STR4## wherein Ar denotes an aromatic radical, in dimethylformamide in the presence of a strongly basic alkali metal compound, the reaction mixture being irradiated, at least initially, with UV light.

Process for the manufacturing of styrene derivatives, new styrene

Styrene compounds of the formula ##STR1## wherein Q denotes one of the ring systems of the formulae ##STR2## wherein M represents oxygen or sulphur, Z represents hydrogen, lower alkyl or phenyl and n represents the number 1 or 2 and the rings A and B can each contain 1 to 3 non-chromophoric substituents.

Styrene compounds

Stilbene compounds of the formula ##STR1## wherein Q denotes the 1,3,4-oxadiazol-2,5-ylene or 1,2,4-oxadiazol-3,5-ylene radical and Q.sub.1 denotes one of the radicals ##STR2## and the rings A, B, C, D and E can each contain 1 to 3 non-chromophoric substituents.

The present invention relates to new coumarine derivatives in which coumarine residues substituted in 7-position or 5,6-benzo-coumarine residues are further substituted in 3-position by optionally further substituted 2-phenyl-triazol-4-yl 2- or 1-phenyl-pyrazol-4-yl. The new compounds are useful optical brighteners for organic materials.

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Basel, Switzerland

Hans Schlapfer