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US 7,410,594 B2Granted
Trichromatic dyeing process and dye mixtures used therein
AssigneeClariant Finance (BVI) Limited
InventorsMarkus Gisler, Roland Wald
Life of this patent
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Abstract
The present invention relates to a process for the trichromatic dyeing or printing of hydroxy-group-containing or nitrogen-containing organic substrates with dye mixtures and also to such dye mixtures and hydroxy-group-containing or nitrogen-containing organic substrates dyed or printed therewith.
Claims15
Trichromatic coloring process for coloring a hydroxy-group-containing or nitrogen-containing organic substrate comprising the step of coloring the substrate with a dye mixture comprising at least one red-dyeing compound of the formula (I)
- wherein
- R1 is a C1-4-alkyl group or a substituted C2-4-alkyl group,
- R2 and R3 are independently from each other H;
- —OH;
- —CN;
- C1-2-alkyl;
- —SO3H;
- —COOH;
- —OC1-2-alkyl or —NH2,
- X is a halogen radical and
- Y —CH═CH2 or —CH2CH2-Z, wherein Z is a radical which can be eliminated by alkali,
- at least one yellow or orange -dyeing compound is selected from the group consisting of:
- formula (II)
- wherein
- R4 and R5 signify independently from each other H or —SO3H,
- A is a group of formula (i) or (ia)
- wherein
- X and Y are defined above,
- R6 and R7 independently from each other H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl,
- B is
- wherein R8 C1-4alkyl;
- —NH2 or —NHC1-4alkyl,
- wherein the asterisk marks the bond to the —N═N— group;
- of formula (III)
- wherein
- R9 —SO3H or —SO2Y, wherein Y is defined above,
- R10 H or —SO3H,
- R11 H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl,
- D is
- wherein
- X and Y are defined above and
- R12 is H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl;
- and formula (IV)
- wherein
- R13 is H;
- methyl;
- methoxy, ethoxy;
- —NHCONH2 or —NHCOCH3,
- R14 is H;
- methyl;
- methoxy or ethoxy,
- RG is
- wherein
- R15 is H or chlorine,
- Y is defined above;
- and at least one blue-dyeing compound selected from the group consisting of:
- formula (V)
- wherein
- R16 is H or —SO3H,
- R17 is
- wherein
- X and Y have the same meanings as defined above,
- R18 and R19 are independently from one another H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl,
- n is 0 or 1,
- T is
- wherein
- R16 has the meanings as defined above and Y has the meanings as defined above and
- R20 is H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl;
- formula (VI)
- in which
- R21 is H or —COOH,
- each of R22 and R24 is independently H;
- —COOH;
- —SO3H;
- —NHCOCH3;
- —NHCOCHY2—CH2Y1;
- —NHCOCY2═CH2 or —NHCOCH2Y1,
- R23—COOH,
- Y1 is chlorine;
- bromine;
- —OSO3H or —SSO3H and
- Y2 is H;
- chlorine or bromine;
- formula (VII)
- in which
- Y has the same meanings as defined above,
- R25 H or —SO3H,
- R26 H or —SO3H;
- and formula (VIII)
- wherein
- each Y has independently from each other the same meaning as defined above,
- R27 and R28 are independently from each other H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl.
85 more elements
Trichromatic coloring process for coloring a hydroxy-group-containing or nitrogen-containing organic substrate comprising the step of coloring the substrate with a dye mixture comprising at least one red-dyeing compound of the formula (I)
- wherein
- R1 is a C1-4-alkyl group or a substituted C2-4-alkyl group,
- R2 and R3 are independently from each other H;
- —OH;
- —CN;
- C1-2-alkyl;
- —SO3H;
- —COOH;
- —OC1-2-alkyl or —NH2,
- X is a halogen radical and
- Y —CH═CH2 or —CH2CH2-Z, wherein Z is a radical which is eliminated by alkali;
- at least one blue-dyeing compound is selected from the group consisting of:
- formula (V)
- wherein
- R16 is H or —SO3H,
- R17 is
- wherein
- X and Y are defined above,
- R18 and R19 are independently from one another H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl,
- n is 0 or 1,
- T is
- wherein
- R16 has the meanings as defined above and Y is defined above and
- R20 is H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl;
- formula (VI)
- in which
- R21 is H or —COOH,
- each of R22 and R24 is independently H;
- —COOH;
- —SO3H;
- —NHCOCH3;
- —NHCOCHY2—CH2Y1;
- —NHCOCY2═CH2 or —NHCOCH2Y1,
- R23—COOH,
- Y1 is chlorine;
- bromine;
- —OSO3H or —SSO3H and
- Y2 is H;
- chlorine or bromine;
- formula (VII)
- in which
- Y is defined above,
- R25 H or —SO3H,
- R26 H or —SO3H;
- and formula (VIII)
- wherein
- each Y is independently from each other defined above,
- R27 and R28 are independently from each other H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl;
- and at least on yellow or orange -dyeing compound.
49 more elements
A dye mixture comprising:
- at least one red-dyeing compound of the formula (I)
- wherein
- R1 is a C1-4-alkyl group or a substituted C2-4-alkyl group,
- R2 and R3 are independently from each other H;
- —OH;
- —CN;
- C1-2-alkyl;
- —SO3H;
- —COOH;
- —OC1-2-alkyl or —NH2,
- X is a halogen radical and
- Y —CH═CH2 or —CH2CH2-Z, wherein Z is a radical which is eliminated by alkali,
- at least one yellow or orange -dyeing compound,
- and at least one blue-dyeing compound selected from the group consisting of:
- formula (V)
- wherein
- R16 is H or —SO3H,
- R17 is
- wherein
- X and Y are defined above,
- R18 and R19 are independently from one another H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl,
- n is 0 or 1,
- T is
- wherein
- R16 has the meanings as defined above and Y is defined above, and
- R20 is H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl;
- formula (VI)
- wherein
- R21 is H or —COOH,
- each of R22 and R24 is independently H;
- —COOH;
- —SO3H;
- —NHCOCH3;
- —NHCOCHY2—CH2Y1;
- —NHCOCY2═CH2 or —NHCOCH2Y1,
- R23—COOH,
- Y1 is chlorine;
- bromine;
- —OSO3H or —SSO3H and
- Y2 is H;
- chlorine or bromine;
- formula (VII)
- in which
- Y is defined above,
- R25 H or —SO3H,
- R26 H or —SO3H;
- and formula (VIII)
- wherein
- each Y has independently from each other the same meaning as defined above
- R27 and R28 are independently from each other H;
- unsubstituted C1-4alkyl or substituted C1-4alkyl.
50 more elements
Dependencies are inferred from the claim text.