1,7-diaroxy- or 1,7-arylthio-substituted perylene-3,4,9,10-tetracarboxylic acids, their dianhydrides and diimides
AssigneeBASF SE
InventorsArno Bohm, Harald Arms, Georg Henning, Peter Blaschka
Life of this patent
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Abstract
1,7-Disubstituted perylene-3,4,9,10-tetracarboxylic dianhydrides I and perylene-3,4,9,10-tetracarboxylic acids Ia ##STR1## where R is substituted or unsubstituted aryloxy, arylthio, hetaryloxy or hetarylthio, their preparation and use as pigments, laser dyes and precursors for preparing fluorescent dyes, polymeric colorants, pigments and pigment additives, and 1,7-disubstituted perylene-3,4,9,10-tetracarboxylic diimides (VI) as intermediates thereof.
Claims5
A 1,7-disubstituted perylene-3,4,9,10-tetracarboxylic dianhydride of the general formula I or perylene-3,4,9,10-tetracarboxylic acid of the general formula Ia ##STR8## where R is aryloxy, arylthio, hetaryloxy or hetarylthio each of which can be substituted one or more times by C.sub.1 -C.sub.30 -alkyl whose carbon chain can be interrupted by one or more groups --O--, --S--, --NR.sup.1 --, --CO-- and/or --SO.sub.2 -- and/or can be substituted one or more times by --COOR.sup.1, --SO.sub.3 R.sup.1, hydroxyl, cyano, C.sub.1 -C.sub.6 -alkoxy, C.sub.5 -C.sub.8 -cycloalkyl or a 5 - to 7-membered heterocyclic radical which is attached via nitrogen and can contain one additional nitrogen, oxygen or sulfur atom, or can be substituted one or more times by C.sub.1 -C.sub.6 -alkoxy, cyano, --COOR.sup.1 or --SO.sub.3 R.sup.1, where R.sup.1 is hydrogen or C.sub.1 -C.sub.6 -alkyl.
A process for the preparation of 1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride or 1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid or, respectively, perylene-3,4,9,10-tetracarboxylic acid or 1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid by brominating perylene-3,4,9,10-tetracarboxylic dianhydride or, respectively, perylene-3,4,9,10-tetracarboxylic acid or, respectively, perylene-3,4,9,10-tetracarboxylic acid in 100% by weight sulfuric acid, which comprises brominating in the presence of iodine at 80-90.degree. C. and metering in the bromine slowly.
Dependencies are inferred from the claim text.