Fluorescent aryloxy-substituted perylene-3,4,9,10-tetracarboxylic acid diimides
AssigneeBASF SE
InventorsGuenther Seybold, Andreas Stange
Life of this patent
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Abstract
The novel compounds of the general formula ##STR1## where R.sup.1 and R.sup.2 are identical or different aliphatic, cycloaliphatic, aromatic or heterocyclic radicals which are free of groups which impart water solubility, X, Y and Z are each chlorine, bromine or a radical OR.sup.3 and R.sup.3 is unsubstituted or substituted phenyl, naphthyl or anthryl, are very useful as fluorescent dyes in organic material.
Claims7
A compound of the formula ##STR34## where R.sup.1 and R.sup.2 are identical or different C.sub.1 -C.sub.18 -alkyls which are unsubstituted or substituted by C.sub.1 -C.sub.18 -alkoxy, C.sub.1 -C.sub.18 -alkanoyloxy, C.sub.1 -C.sub.18 -alkylthio, hydroxyl, phenyl, phenoxy or phenylthio;
- cyclohexyl which is unsubstituted or substituted by hydroxyl, C.sub.1 -C.sub.5 -alkyl, methoxy, ethoxy, C.sub.1 - or C.sub.2 -alkylthio, C.sub.1 -C.sub.18 -alkanoyloxy or C.sub.1 -C.sub.18 -alkoxycarbonyl;
- phenyl which is monosubstituted or disubstituted in the ortho-position by C.sub.1 -C.sub.5 -alkyl or chlorine or by C.sub.1 -C.sub.5 -alkyl and chlorine;
- or naphthyl;
- X, Y and Z are each chlorine, bromine or --OR.sup.3, and R.sup.3 is unsubstituted phenyl, or phenyl substituted by cyano, halogen, nitro, C.sub.1 -C.sub.18 -alkyl or a mixture thereof, or naphthyl or anthryl, and wherein X, Y, Z and OR.sup.3 are in the 1, 6, 7 and 12 position.
A compound of the formula ##STR36## where R.sup.1 is phenyl which is monosubstitut4ed or disubstituted in the ortho position by C.sub.1 -C.sub.5 -alkyl or chlorine, the substituents being identical or different where there are two of them,
- X is chlorine or OR.sup.3 and
- R.sup.3 is phenyl which is unsubstituted or substituted by cyano, nitro, halogen or C.sub.1 -C.sub.8 -alkyl, or is naphthyl or anthryl.
A compound of the formula ##STR37## where R.sup.1 is 2,6-diisopropyl phenyl, 2,6-dimethylphenyl, 2,4,6-trimethylphenyl, 2,6-diethylphenyl, 2,4-diisopropylphenyl, 2,6-dimethyl-4-octylphenyl, 2,6-dimethyl-4-tridecylphenyl, 2,6-bistrifluoromethylphenyl, naphth-1-yl, anthr-9-yl, 9-(2',6'-diisopropylphenyl)-anthr-10-yl, 2-tert-butylphenyl, 2,4-di-tert-butylphenyl, 2,5-di-tert-butylphenyl, neopentyl, octyl, butyl, 2-heptyl, 2-ethylhex-1-yl, 4-(stearoyloxy)-but-2-yl or 4-(stearoyloxy)-but-1-yl, X is chlorine or --OR.sup.3 and
- R.sup.3 is phenyl which is unsubstituted or substituted by bromine, chlorine, fluorine or C.sub.1 -C.sub.8 -alkyl, or is naphthyl or anthryl.
Dependencies are inferred from the claim text.