Patent ID: 6603020
Filing Date: 2003-08-05
Classification: C09B,C09K

Abstract:
Fluorescent diketopyrrolopyrroles (â€œDPPsâ€ ) of the formula I wherein R1 and R2, independently from each other, stand for C1-C25-alkyl, allyl which can be substituted one to three times with C1-C3alkyl or Ar3, â€”CR3R4â€”(CH2)mâ€”Ar3, wherein R3 and R4 independently from each other stand for hydrogen or C1-C4alkyl, or phenyl which can be substituted one to three times with C1-C3 alkyl,Ar3 stands for phenyl or 1- or 2-naphthyl which can be substituted one to three times with C1-C8alkyl, C1-C8alkoxy, halogen or phenyl, which can be substituted with C1-C8alkyl or C1-C8alkoxy one to three times, and m stands for 0, 1, 2, 3 or 4, and wherein C1-C25-alkyl or â€”CR3R4â€”(CH2)mâ€”Ar3, can be substituted with a functional group capable of increasing the solubility in water which are selected from the group consisting of a tertiary amino group, â€”SO3, or PO42âˆ’, Ar1 and Ar2, independently from each other, stand for â€ƒwherein R5 stands for C1-C6alkyl, â€”NR8R9, â€”OR10, â€”S(O)nR8, â€”Se(O)nR8, or phenyl, which can be substituted one to three times with C1-C8alkyl or C1-C8alkoxy, wherein R8 and R9, independently from each other, stand for hydrogen, C1-C25-alkyl, C5-C12-cycloalkyl, â€”CR3R4â€”(CH2)mâ€”Ph, R10, wherein R10 stands for C6-C24-aryl, or a saturated or unsaturated heterocyclic radical having five to seven ring atoms, wherein the ring consists of carbon atoms and one to three hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, wherein Ph, the aryl and heterocyclic radical can be substituted one to three times with C1-C8alkyl, C1-C8alkoxy, or halogen, or R8 and R9 stand for â€”C(O)R11, wherein R11, can be C1-C25-alkyl, C5-C12-cycloalkyl, R10, â€”OR12 or â€”NR13R14, wherein R12, R13, and R14 stand for C1-C25-alkyl, C5-C12-cycloalkyl, C6-C24-aryl, or a saturated or unsaturated heterocyclic radical comprising five to seven ring atoms, wherein the ring consists of carbon atoms and one to three hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, wherein the aryl and heterocyclic radical can be substituted one to three times with C1-C8alkyl or C1-C8alkoxy, or â€”NR8R9 stands for a five- or six-membered heterocyclic radical in which R8 and R9 together stand for tetramethylene, pentamethylene, â€”CH2â€”CH2â€”Oâ€”CH2â€”CH2â€”, or â€”CH2â€”CH2â€”NR5â€”CH2â€”CH2â€”, and n stands for 0, 1, 2 or 3, and wherein R6 and R7, independently from each other, stand for hydrogen or R5, but do not stand simultaneously for hydrogen.