Fluorescent diketopyrrolopyrroles

1. A fluorescent diketopyrrolopyrrole of the formula

wherein R 1 and R 2 may be the same or different and are selected from a C 1 -C 25 alkyl group, an allyl group, which can be substituted one to three times with C 1 -C 3 alkyl, a cycloalkyl group, which can optionally be substituted one to three times with C 1 -C 8 alkyl and/or C 1 -C 8 alkoxy, a cycloalkyl group, which is condensed one or two times by phenyl which can be substituted one to three times with C 1 -C 4 -alkyl, halogen, nitro, or cyano, an alkenyl group, a cycloalkenyl group, an alkynyl group, a heterocyclic group, haloalkyl, haloalkenyl, haloalkynyl, a heterocyclic group, a ketone or aldehyde group, an ester group, a carbamoyl group, a silyl group, a siloxanyl group, aryl, heteroaryl, or —CR 3 R 4 —(CH 2 ) m -A 3 wherein R 3 and R 4 independently from each other stand for hydrogen or C 1 -C 4 alkyl, or phenyl which can be substituted one to three times with C 1 -C 3 alkyl, A 3 stands for aryl, or heteroaryl, which can be substituted one to three times with C 1 -C 8 alkyl and/or C 1 -C 8 alkoxy, and m stands for 0, 1, 2, 3 or 4,

A 1 stands for

wherein R 25′ is a C 6 -C 12 aryl group, which may be substituted by one, or more C 1 -C 8 alkyl, or C 1 -C 8 alkoxy groups, R 300 is C 1 -C 8 alkyl, a C 6 -C 24 aromatic, or C 2 -C 17 heteroaromatic group, which may be substituted by one, or more C 1 -C 8 alkyl, or C 1 -C 8 alkoxy groups,

R 21 , R 22 , R 23 , R 25 and R 26 are independently of each other hydrogen, C 1 -C 8 alkyl, a hydroxyl group, a mercapto group, C 1 -C 8 alkoxy, C 1 -C 8 alkylthio, halogen, halo-C 1 -C 8 alkyl, a cyano group, an aldehyde group, a ketone group, a carboxyl group, an ester group, a carbamoyl group, an amino group, a nitro group, a silyl group or a siloxanyl group,

R 27 and R 28 are independently of each other

wherein R 29 , R 30 and R 31 are independently of each other hydrogen, C 1 -C 8 alkyl, C 1 -C 8 alkoxy or a group —NR 32 R 33 , wherein R 32 and R 33 are independently of each other

wherein R 34 is hydrogen, C 1 -C 8 alkyl or C 1 -C 8 alkoxy, or

R 27 and R 28 together with the nitrogen atom to which they are bonded form a five or six membered heterocyclic ring, which can be condensed by one or two optionally substituted phenyl groups, R 29′ and R 30′ independently from each other stands for hydrogen, C 1 -C 8 -alkyl or C 1 -C 8 -alkoxy, and A 2 stands for A 1 with the proviso that A 2 and A 1 have different meanings within the same molecule;

A 2 stands for

wherein R 122 to R 123 may be the same or different and are selected from hydrogen, C 1 -C 25 group, cycloalkyl, aralkyl, alkenyl, cycloalkenyl, alkynyl, hydroxyl, a mercapto group, alkoxy, alkylthio, an aryl ether group, an aryl thioether group, aryl, a heterocyclic group, halogen, haloalkyl, haloalkenyl, haloalkynyl, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an ester group, a carbamoyl group, a group NR 27 R 28 , wherein R 27 and R 28 are as defined above, a nitro group, a silyl group, a siloxanyl group, a substituted or unsubstituted vinyl group, or at least two adjacent substituents R 115 to R 121 form an aromatic, heteroaromatic or aliphatic fused ring system,

R 124 and R 125 may be the same or different and are selected from C 1 -C 18 alkyl; or R 124 and R 125 together form a five-, six- or seven-membered ring, which can optionally be substituted by C 1 -C 8 alkyl, or which can optionally be condensed one or two times by phenyl which can be substituted one to three times with C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, halogen and cyano; or

A 2 stands for a heteroaromatic group

wherein R 131 to R 152 may be the same or different and are selected from hydrogen, C 1 -C 25 alkyl group, cycloalkyl, aralkyl, alkenyl, cycloalkenyl, alkynyl, hydroxyl, a mercapto group, alkoxy, alkylthio, an aryl ether group, an aryl thioether group, aryl, a heterocyclic group, halogen, haloalkyl, haloalkenyl, haloalkynyl, a cyano group, an aldehyde group, a carbonyl group, a carboxyl group, an ester group, a carbamoyl group, a group NR 27 R 28 , wherein R 27 and R 28 are as defined above, a nitro group, a silyl group, a siloxanyl group, a substituted or unsubstituted vinyl group.

2. The fluorescent diketopyrrolopyrrole according to claim 1 , wherein R 1 and R 2 independently from each other stand for C 1 -C 8 alkyl, C 5 -C 12 -cycloalkyl, which can be substituted one to three times with C 1 -C 8 alkyl and/or C 1 -C 8 alkoxy, phenyl or 1- or 2-naphthyl which can be substituted one to three times with C 1 -C 8 alkyl and/or C 1 -C 8 alkoxy, or —CR 3 R 4 —(CH 2 ) m -A 3 , wherein R 3 and R 4 stand for hydrogen, or C 1 -C 4 alkyl, A 3 stands for phenyl or 1- or 2-naphthyl, which can be substituted one to three times with C 1 -C 8 alkyl and/or C 1 -C 8 alkoxy, and m stands for 0 or 1.

3. The fluorescent diketopyrrolopyrrole according to claim 1 , wherein A 1 stands for

wherein R 300 is C 1 -C 8 alkyl, phenyl, which can be substituted by one, or more C 1 -C 8 alkyl, or C 1 -C 8 alkoxy groups, R 9 is hydrogen, phenyl, 1-naphthyl, which can be substituted by one, or more C 1 -C 8 alkyl, or C 1 -C 8 alkoxy groups; C 1 -C 8 alkyl, or C 1 -C 8 alkoxy, and

R 21 is hydrogen, C 1 -C 8 alkyl or C 1 -C 8 alkoxy.

4. The fluorescent diketopyrrolopyrrole according to claim 3 , selected from the group consisting of

wherein R 1 is allyl, C 1 -C 8 alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, sec.-butyl, isobutyl, tert.-butyl, n-pentyl, 2-pentyl, 3-pentyl, 2,2-dimethylpropyl, n-hexyl, n-heptyl, n-octyl, 1,1,3,3-tetramethylbutyl and 2-ethylhexyl, tri(C 1 -C 8 alkyl)silyl, such as trimethylsilyl, —CH 2 -A 3 ′, —CHCH 3 -A 3 or —CH 2 —CH 2 -A 3 , wherein A 3 stands for phenyl, which can be substituted one, two, or three times with C 1 -C 8 alkyl.