Functionalized perylene tetracarboxylic acid diimides
AssigneeMax-Planck-Gesellschaft der Wissenschaftene.V.
InventorsStefan Becker, Harm-Anton Klok, Juan Rodriguez-Hernandez, Falk Schuch, Klaus Mullen
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Abstract
The invention relates to the use of functionalized perylene-3,4,9,10-tetracarboxylic acid diimides as initiator and/or co-reactant for polymerization reactions, to polymers prepared using the perylene-3,4,9,10-tetracarboxylic acid diimide compounds, to the use of these colored and/or fluorescent polymers, and to novel functionalized perylenetetracarboxylic acid diimides.
Claims21
The use of perylene-3,4,9,10-tetracarboxylic acid diimide compounds of the formula (I)
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- in which each R1 is, independently of the others, an alkyl or aryl group, which may be unbranched or branched, unsubstituted or substituted, and
- each R2 is, independently of the others, H, halogen, C1-C4-alkyl, C1-C4-alkoxy, C5-C15-aryl, C5-C15-aryloxy or a radical which contains at least one functional group Y selected from hydroxyl, ether, ester, halogen, amine, amide, thiol, an ethylenically unsaturated double bond, an acetylenically unsaturated triple bond and/or carboxyl, which may, if desired, be provided with a protecting group or an activating group, with the proviso that at least one R2 contains a functional group Y,
- as initiator and/or co-reactant for a polymerization reaction.
A colored and/or fluorescent polymer which has been formed by reaction of at least one monomer with a perylene-3,4,9,10-tetracarboxylic acid diimide compound of the formula (I)
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- in which each R1 is, independently of the others, an alkyl or aryl group, which may be unbranched or branched, unsubstituted or substituted, and each R2 is, independently of the others, H, halogen, C1-C4-alkyl, Cl-C4-alkoxy, C5-C15-aryl, C5-C15-aryloxy or a radical which contains at least one functional group Y selected from hydroxyl, ether, ester, halogen, amine, amide, thiol, an ethylenically unsaturated double bond, an acetylenically unsaturated triple bond and/or carboxyl, which may, if desired, be provided with a protecting group or an activating group, with the proviso that at least one R2 contains a functional group Y,
- where the perylene-3,4,9,10-tetracarboxylic acid diimide compound is covalently bonded into the polymer.
A star-shaped polypeptide which has been formed by reaction of amino acids with a perylene-3,4,9,10-tetracarboxylic acid diimide compound of the formula (I)
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- in which each R1 is, independently of the others, an alkyl or aryl group, which may be unbranched or branched, unsubstituted or substituted, and
- each R2 is, independently of the others, H, halogen, C1-C4-alkyl, C1-C4-alkoxy, C5-C15-aryl, C5-C15-aryloxy or a radical which contains at least one functional group Y selected from hydroxyl, ether, ester, halogen, amine, amide, thiol, an ethylenically unsaturated double bond, an acetylenically unsaturated triple bond and/or carboxyl, which may, if desired, be provided with a protecting group or an activating group, with the proviso that at least one R2 contains a functional group Y,
- and is fluorescent in an aqueous solution.
A perylene-3,4,9,10-tetracarboxylic acid diimide compound of the formula (I)
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- in which R1 is a radical which contains at least one aromatic ring, and
- each R2 is, independently of the others, H, halogen, C1-C4-alkyl, C1-C4-alkoxy, C5-C15-aryl, C5-C15-aryloxy or a radical which contains at least one functional group Y selected from hydroxyl, ether, ester, amine, amide, thiol, an ethylenically unsaturated double bond, an acetylenically unsaturated triple bond and/or carboxyl, which may, if desired, be provided with a protecting group or an activating group, with the proviso that at least three functional groups Y are present in the compound.
Dependencies are inferred from the claim text.