New 1,6,9,14-tetra-substituted terrylenetetracarbodiimides, preparation and use as colorant, dispersant, pigment additive, intermediate, emitter and laser dye and in fluorescence conversion, bioluminescence array and photovoltaics

摘要

New 1,6,9,14-tetra-substituted terrylenetetracarbodiimides (I) are claimed, in which the 1,6-positions and 9,14-positions independently are substituted by bromo, cyano, (het)aryloxy, (het)arylthio, optionally substituted (hetero)-alk(en)yl or -alkynyl, N-heterocyclyleth(en)yl, N-heterocyclylethynyl or (substituted) amino. 1,6,9,14-Tetra-substituted terrylenetetracarbodiimides of formula (I) are new X, Y = Br, CN, (het)aryloxy or (het)arylthio (optionally mono- or poly-substituted by 1-12C alkyl, 1-12C alkoxy, -COOR1, -SO3R1, halogen, COOH, carboxy, CN, -CONHR2 and/or -NHCOR2), -L-R3, -N(R2)2; R, R' = H, 1-30C alkyl (optionally with -O-, -S-, -NR1-, -CO- and/or -SO2- group(s) in the chain and optionally mono- or poly-substituted by CN, 1-6 C alkoxy, aryl (optionally substituted by 1-18 C alkyl or 1-6 C alkoxy) and/or a 5-7-N-heterocyclic group, which may contain other hetero-atoms and may be aromatic), 5-8 C cycloalkyl (optionally with -O-, -S- and/or -NR1- group(s) in the C skeleton and/or mono- or poly-substituted by 1-6 C alkyl), (het)aryl (optionally mono- or poly-substituted by 1-18 C alkyl, 1-6 C alkoxy, CN, -CONHR2, -NHCOR2 and/or (het)arylazo, which may be substituted by 1-10 C alkyl, 1-6 C alkoxy or CN); L = 1,2-ethylene, 1,2-ethenylene or 1,2-ethynylene; R1 = H or 1-6C alkyl; R2 = H, 1-18C alkyl or (het)aryl, optionally substituted by 1-6 C alkyl, 1-6 C alkoxy, halogen, OH, carboxy or CN); R3 = 1-18C alkyl (optionally with -O-, -S-, -NR1-, -CO- and/or -SO2- group(s) in the chain and optionally substituted by -COOR1, -SO3R1, OH, CN, 1-6C alkoxy, aryl (optionally substituted by 1-18 C alkyl or 1-6 C alkoxy) and/or a 5-7-N-heterocyclic group, which may contain other hetero-atoms and may be aromatic). Independent claims are also included for methods of preparing (I).