1,7-disubstituted perylene-3,4,9,10-tetracarboxylic acids, their dianhydrides and diimides
AssigneeBASF SE
InventorsArno Böhm, Harald Arms, Georg Henning, Peter Blaschka
Life of this patent
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Abstract
A 1,7-disubstituted perylene-3,4,9,10-tetracarboxylic diimide of the general formula VI where X1 and X1 re independently bromine or —L—R, where L is 1,2-ethylene, 1,2-ethenylene or 1,2-ethynylene and R is hydrogen or C1-C30-alkyl whose carbon chain can be interrupted by one or more groups —O—, —S—, —NR3—, —CO— and/or —SO2— and/or which can be substituted one or more times by —COOR3, —SO3R3, hydroxyl, cyano, C1-C6-alkoxy, C5-C8-cycloalkyl or aryl or by a 5- to 7-membered heterocyclic radical which is attached via a nitrogen atom and can include further heteroatoms and/or can be aromatic, R3 being hydrogen or C1-C6-alkyl.
Claims7
A 1,7-disubstituted perylene-3,4,9,10-tetracarboxylic diimide of the general formula VI
- where
- X1 is bromine or is —L—R, where
- L is 1,2-ethylene, 1,2-ethenylene or 1,2-ethynylene and
- R is hydrogen or C1-C30-alkyl whose carbon chain can be interrupted by one or more groups —O—, —S—, —NR3—, —CO— and/or —SO2— and/or which can be substituted one or more times by —COOR3, —SO3R3, hydroxyl, cyano, C1-C6-alkoxy, C5-C8-cycloalkyl or aryl or by a 5- to 7-membered heterocyclic radical which is attached via a nitrogen atom and can include further heteroatoms and/or can be aromatic, R3 being hydrogen or C1-C6-alkyl;
- X2 is bromine or —L—R;
- R4 is C4-C30-alkyl whose carbon chain can be interrupted by one or more groups —O—, —S— or —CO—, or is C5-C8-cycloalkyl or aryl which can be substituted one or more times by C1-C6-alkyl or C1-C6-alkoxy.
A process for preparing a 1,7-dibromoperylene-3,4,9,10-tetracarboxylic diimide of the general formula IV
- where R4 is C4-C30-alkyl whose carbon chain can be interrupted by one or more groups —O—, —S— or —CO—, or is C5-C8-cycloalkyl or aryl which can be substituted one or more times by C1-C6-alkyl or C1-C6-alkoxy, which comprises reacting 1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride or, respectively, 1,7-dibromoperylene-3,4,9,10-tetracarboxylic acid in the presence of a polar aprotic solvent and in the presence or absence of an imidation catalyst with a primary amine of the general formula III
- R4—NH2 III.
Dependencies are inferred from the claim text.