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US 2010/0196676 A1Published application
Azo dyes
AssigneeHuntsman International LLC
InventorsRomeo Dreier, Alfons Arquint, Urs Lauk, Patric Nowack
Life of this patent
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Abstract
The present invention relates to disperse azo dyes based on a phthalimido-substituted aniline coupling component and an aromatic-carbocyclic or an aromatic-heterocyclic diazo component, to a process for the preparation of such dyes and to their use in the dyeing or printing of semi-synthetic and, especially, synthetic hydrophobic fibre materials, more especially textile materials.
Claims19
A dye of formula
- wherein Ar is a radical of formula (1a)-(1l)
- wherein
- R1 is hydrogen, C1-C12 alkyl, C1-C12 alkoxy or halogen,
- R2 is hydrogen, C1-C12 alkyl, halogen or —NHCOR8, wherein R8 is C1-C12 alkyl unsubstituted or substituted by one or more C1-C12 alkoxy groups, hydroxyl groups, amino groups or halogen atoms;
- C5-C30 aryl unsubstituted or substituted by one or more C1-C12 alkyl groups, C1-C12 alkoxy groups, hydroxyl groups, amino groups or halogen atoms;
- or C5-C30 heteroaryl unsubstituted or substituted by one or more C1-C12 alkyl groups, C1-C12 alkoxy groups, hydroxyl groups, amino groups or halogen atoms,
- R3 is C1-C12 alkyl unsubstituted or substituted by one or more C1-C12 alkoxy groups, hydroxyl groups, amino groups, —COOR8 groups, —OCOR8 groups, wherein R8 is as defined above, or halogen atoms;
- C2-C12 alkenyl unsubstituted or substituted by one or more C1-C12 alkoxy groups, hydroxyl groups, amino groups or halogen atoms;
- or C6-C36 aralkyl unsubstituted or substituted by one or more C1-C12 alkoxy groups, hydroxyl groups, amino groups or halogen atoms,
- R4 is hydrogen or C1-C12 alkyl,
- X is oxygen or sulfur,
- n is 0 or 1,
- m is a number from 1 to 5,
- R2 not being hydrogen or methyl when n=0 and m=1,
- Y is —CO— or —SO2—,
- R5, R6 and R7 are each independently of the others hydrogen, C1-C12 alkyl, C1-C12 alkoxy, halogen, —CN, —NO2, —CF3, —COOR8 or —CONHR9, wherein R9 is C1-C12 alkyl, C5-C30 aryl or C5-C30 heteroaryl,
- R10 is hydrogen, C1-C12 alkyl, C1-C12 hydroxyalkyl, C1-C12 cyanoalkyl, C5-C30 aryl or C6-C36 aralkyl,
- Z1 and Z2 are each independently of the other bromine, chlorine, cyano, nitro or trifluoro-methyl, but radicals of formula (1a) wherein Z1 and Z2 are chlorine are excluded,
- Z3 is bromine, chlorine, cyano, nitro, trifluoromethyl or C1-C12 alkyl,
- Z4 is chlorine or —CONH2,
- Z5 is chlorine, bromine, C1-C12 alkyl or C1-C12 alkoxy,
- Z6 and Z7 are each independently of the other hydrogen, bromine, chlorine, cyano, nitro or trifluoromethyl,
- Z8 is cyano, nitro or C1-C12 alkoxycarbonyl,
- Z9 is hydrogen, bromine, chlorine, C1-C12 alkyl, C5-C30 aryl or C6-C36 aralkyl, and
- Z10 is hydrogen, cyano, nitro or —COR4, wherein R4 is as defined above.
22 more elements
(canceled)
Dependencies are inferred from the claim text.