US 7,544,217 B2
Dye mixtures
Antoine Clement, Marly (Switzerland); Alfons Arquint, Basel (Switzerland); and Urs Lauk, Zurich (Switzerland)
Assigned to Huntsman International LLC, The Woodlands, Tex. (US)
Appl. No. 11/914,256
PCT Filed May 03, 2006, PCT No. PCT/EP2006/062018
§ 371(c)(1), (2), (4) Date Nov. 13, 2007,
PCT Pub. No. WO2006/120148, PCT Pub. Date Nov. 16, 2006.
Claims priority of application No. 05104029 (EP), filed on May 13, 2005.
Prior Publication US 2008/0263789 A1, Oct. 30, 2008
Int. Cl. A61Q 5/10 (2006.01); C09B 56/12 (2006.01)
U.S. Cl. 8—638  [8/639; 8/643; 534/655] 14 Claims
 
1. A dye mixture comprising
(A) from 20 to 80% by weight of one or more compounds of formula (1)

OG Complex Work Unit Drawing
wherein R1 is C1-C12 alkyl, or C2-C12 alkyl interrupted by one or more oxygen atoms and/or —COO— groups and R2, R3, R4 and R5, each independently of the others, is hydrogen, C1-C12 alkyl, chlorine, bromine, hydroxy or amino and
(B) from 20 to 80% by weight of at least one compound of formulae (2)-(12)

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing
wherein R6 is C1-C12 alkyl, or C2-C12 alkyl interrupted by one or more oxygen atoms and/or —COO— groups and R7, R8, R9 and R10, each independently of the others, is hydrogen, C1-C12 alkyl, chlorine, bromine, hydroxy or amino,with the proviso that the radical R6 in formula (2) is different from the radical R1 in formula (1),
X is the radical of a coupling component from the benzene, indene or carbazole series,
R11 and R12, each independently of the other, is Cl, Br, CF3 or CN,
R13 is C1-C12 alkyl, C5-C24 aryl or C6-C30 aralkyl,
R14 is H, Cl, Br or C1-C12 alkyl,
R15 and R16, each independently of the other, is H, Cl, Br, C1-C12 alkyl, C1-C12 alkoxy or —COOR33, wherein R33 is C1-C12 alkyl or C1-C12 alkoxy-C1-C12 alkyl,
R17 is C1-C12 alkyl or C1-C12 alkoxy-C1-C12 alkyl,
R18 and R19, each independently of the other, is H, Cl, Br, C1-C12 alkyl, C1-C12 alkoxy or —COOR33, wherein R33 is as defined hereinabove,
R20 and R21 are H, Cl, Br, CF3 or CN or R20 and R21 together form a six-membered aromatic or cycloaliphatic ring,
Y is the radical of a diazo component of the benzene, naphthalene, diphenyl, azobenzene, thiophene, benzothiazole, benzisothiazole, thiadiazole, indazole, benzotriazole, pyrazole, chromone, phthalimide or diphenylene oxide series,
R22 is H, C1-C12 alkyl or C1-C12 alkoxy-C1-C12 alkyl,
R23 is H, Cl, Br, C1-C12 alkyl, C1-C12 alkoxy or —COOR33, wherein R33 is as defined hereinabove,
R24, R25 and R26, each independently of the other, is H, Cl, Br, OH, C1-C12 alkyl, C1-C12 alkoxy or —COOR33, wherein R33 is as defined hereinabove,
R27 and R28, each independently of the other, is H, Cl, Br or C1-C12 alkyl,
R29 and R30, each independently of the other, is H, Cl, Br, OH, C1-C12 alkyl, C1-C12 alkoxy or —COOR33, wherein R33 is as defined hereinabove, and
R31 and R32 are C1-C12 alkyl, C5-C24 aryl or C6-C30 aralkyl, the sum of components (A)+(B) being 100% by weight.