Title:
REACTIVE DYE MIXTURES
Document Type and Number:
WIPO Patent Application WO/2001/000736
Kind Code:
A2
Abstract:
A dye mixture comprises, as component (A), a reactive dye of the formula (A) wherein each of Y?1¿ and Y?2¿, independently, is a vinyl group or a group of the formula -CH¿2?CH¿2?Q in which Q is a leaving group removable under alkaline conditions to provide a vinyl group; and, as component (B), at least one additional reactive dye selected from a monopyrazole dye of the formula (I), a mono or disazo dye of the formula (II), a monoazopyridone dye of the formula (III), a monoazonaphthyl dye of the formula (IV), a disazoaminonaphthyl dye of the formula (V), a formazan dye of the formula (VI), an azoacetoacetanilide dye of the formula (VII), a disazo dye of the formula (VIII), a naphthalimide or a naphthalenetriazole dye of the formula (IX), a metal phthalocyanine dye of the formula (X) or a triphendioxazine dye of the formula (XI), as defined herein.
Inventors:
ZAMPONI ANDREA MARIA (DE)
Application Number:
PCT/IB2000/000902
Publication Date:
January 04, 2001
Filing Date:
June 21, 2000
Export Citation:
Assignee:
BASF AG (DE)
ZAMPONI ANDREA MARIA (DE)
ZAMPONI ANDREA MARIA (DE)
International Classes:
C09B62/04; C09B62/513; C09B62/085; C09B62/09; C09B62/10; C09B62/245; C09B62/25; C09B62/325; C09B62/473; C09B62/503; C09B62/51; C09B67/22; (IPC1-7): C09B62/00
Foreign References:
| EP0870807A1 | 1998-10-14 | |||
| EP0149170A2 | 1985-07-24 | |||
| EP0982374A1 | 2000-03-01 | |||
| US5931974A | 1999-08-03 | |||
| EP0976794A1 | 2000-02-02 | |||
| US6015439A | 2000-01-18 | |||
| EP0827987A2 | 1998-03-11 | |||
| EP0832939A2 | 1998-04-01 | |||
| EP0224224A2 | 1987-06-03 | |||
| EP0668328A2 | 1995-08-23 | |||
| EP0600322A2 | 1994-06-08 |
Attorney, Agent or Firm:
Coleiro, Raymond (York House 23 Kingsway, London WC2B 6HP, GB)
Download PDF:
Claims:
CLAIMS
| 1. | A dye mixture comprising, as component (A), a reactive dye of the formula (A) wherein each of Y1 and Y2, independently, is a vinyl group or a group of the formulaCH2CH2Q in which Q is a leaving group removable under alkaline conditions to provide a vinyl group; and, as component (B), at least one reactive dye selected from (I) a monoazopyrazole dyeof the formula wherein: RI is an aryl group selected from phenyl and naphthyl groups optionally having at least one substituent thereon, the substituents, or each substituent independently, being selected from a sulphonic acid group and a salt thereof, a C14 alkyl group, a C14alkoxy group, a hydroxy group, a carboxyl group, a chlorine atom, a vinyl sulphonyl group and a group SO2CH2CH2Q1 in which Q1 is a leaving group removable under alkaline conditions to provide a vinyl sulphonyl group; R2 is a phenyl or naphthyl group, optionally having at. least one substituent thereon, the substituent, or each substituent, independently, being selected from a sulphonic acid group and a salt thereof, alkoxy group, a hydroxy group, a chlorine atom, a vinyl sulphonyl group, a group SO2CH2CH2Q2 in which Q2 is a leaving group removable under alkaline conditions to provide a vinyl sulphonyl group, a group Het and a group L5Het, where Het is an optionally substituted aromatic heterocyclic reactive or nonreactive group or a reactive or nonreactive group having an aliphatic chain and L5 is as defined below; and R6 is a methyl group, an amide group or a carboxyl group or a salt thereof; each of R40 and R41, independently, is an aryl group selected from phenyl and naphthyl groups, each of which, independently, is optionally substituted by a vinylsulphonyl group, a group SO2CH2CH2Q1 in which Ql is a leaving group removable under alkaline conditions to provide a vinylsulphonyl group; or the group Het, where Het is as defined above; at least one of R1, R2, R40 and R41 being, or having thereon at least one substituent which is, reactive; each of L1 L2 and Ls independently is a linking group selected from N (R20), in which R20 is hydrogen or C14 alkyl; C (=O); C (=O) O ; S (=0) 2; S (=O) NH ; C (=O) NH ; and NHC (=O) NH; and each of x, y and z, independently, is zero or 1; and, when the group R1 is substituted by a hydroxy group ortho to the azo group, a metallized derivative thereof; (II) a monoazo or disazo dye of the formula wherein: Het is an optionally substituted aromatic heterocyclic reactive or nonreactive group or a reactive or nonreactive group having an aliphatic chain; R3 or each R3, independently, is a chlorine atom, a methyl group, a methoxy group, a sulphonic acid group or a salt thereof, or is an amino group of the formula in which each of R18 and R19, independently, is hydrogen, chloro, methyl, (C14 alkyl) carbonyl, aminocarbonyl, vinylsulphonyl or a group SO2CH2CH2Ql, in which Q1 is as defined above; R4, or each R4 independently, is hydrogen, a sulphonic acid group or a salt thereof, a ClB alkyl group, a Cl4 alkoxy group, a vinyl sulphonyl group or a group SO2CH2CH2Q2 in which Q2 is a leaving group removable under alkaline conditions to provide a vinyl sulphonyl group, which Cl4 alkyl group or Cl4 alkyl moiety of the C14 alkoxy group is optionally interrupted by an oxygen atom to provide an ether group and is optionally substituted by a vinyl sulphonyl group or a group SO2CH2CH2Q2, in which Q2 is as defined above; or R4 (or when q is 2, each R4 independently) is a phenyl group optionally substituted by at least one sulphonic acid group or a salt thereof or at least one group Het, where Het is as defined above ; or R4 is a group Het, where Het is as defined'above; RI is an aryl group selected from phenyl and naphthyl groups each optionally substituted by at least one sulphonic acid group or a salt thereof or at least one group Het, as defined above; R20 is a hydrogen atom or a C14 alkyl group; R21 is a hydrogen atom, a C1_4 alkyl group, a sulphonic acidC14 alkyl group, a chioroalkylsulphonylC14 alkyl group or a group Het, where Het is as defined above; m is 1 or 2; p is zero, 1 or 2; q is zero, 1 or 2; each of w1 and w2 is zero or 1 ; and W3 is 1,2 or 3; and when p is zero, q is zero; at least one of R4, R5, R18, R19, R21 and Het being, or having thereon at least one substituent which is, reactive. (III) a monoazopyridone dye of the formula wherein: each of R40, R41, L1 and 2 is as defined above; R'is optionally present and is a cyano group or the groupCH2SO3H or the groupC (=O) NH2; each of R24 and R25, independently, is a hydrogen atom, a Cl4 alkyl group, a sulphoC14 alkyl group, or a carboxyl group; n is 1 or 2; r is zero or 1; and each ofSiands is zero or 1 ; and when R40 is a phenyl or naphthyl group S2 is 1; at least one of R40 and R41 being, or having thereon at least one substituent which is, reactive; (IV) a monoazonaphthyl dye of the formula wherein: each of R1, R40, R41, L1, L2, x, y and z is as defined above; R9 is CH3 (C=O), Het (as defined above) or an aryl group selected from phenyl and naphthyl, which Het or aryl group is optionally substituted by at least one substituent, the or each substituent, independently, being selected from a sulphonic acid group and a salt thereof, a C14 alkyl group, a C14 alkoxy group, a hydroxy group, an amino group optionally substituted by at least one methyl or sulphato group, a vinyl sulphonyl group and a group SO2CH2CH2Q1 in which Ql isas defined above; R35 is a C14 alkyl or C24 alkenyl group, which C14 alkyl or C24 alkenyl group is optionally substituted by at least one halogen atom, a sulphonic acid group or salt thereof, a chloroalkylsulphonyl group, a vinylsulphonyl group orSO2CH2CH2Ql, where Ql is as defined above and which C14 alkyl or C24 alkenyl group optionally additionally contains at least one oxygen or sulphur atom in the chain thereof; the group Het (as defined above); or an aryl group selected from phenyl and naphthyl, which Het or aryl group is optionally substituted by at least one substituent, the substituent. or each substituent independently, being selected from a sulphonic acid group and a salt thereof, a C14 alkyl group, a Ci. alkoxy group, a halogen atom, a hydroxy group, an amino group optionally substituted by at least one methyl or sulphato group, a vinylsulphonyl group, a <BR> <BR> <BR> <BR> <BR> vinylsulphonyloxyethyl group and a group SO2CH2CH2Q1 in which Q' is as defined above; R50 is a vinylsulphonyl group or a group SO2CH2CH2Q1 (in which Q1 is as defined above); at least one of RI R9, R35, R40, R41 and R50 is, or has thereon at least one substituent which is, reactive; L3 is a linking group selected from N (R20), in which R20 is as defined above; CO; COO; NHCO; NHCONH; SO2NH and SO2; L4 is a linking group selected from N (R21), in which R21 is as defined above, CO, COO, NHCO, NHCONH, SO2NH and SO2; Z is hydroxy, amino or methylamino; a is zero or 14; b is zero or 13; c is zero or 1; d is zero, 1 or 2; e is zero or 1; and when each of RI and Z provides a hydroxyl group ortho to the azo group, a metallized derivative thereof; (V) a disazoaminonaphthyl dye of the formula wherein: each of R, R40, R41, L1, L2, x, y and z is as defined above; each of V and W, independently, is NH2 or OH; R14 isan aryl group selected from phenyl and naphthyl groups optionally having at least one substituent thereon, the substituents, or each substituent independently, being selected from a sulphonic acid group and a salt thereof, a Cl4 alkyl group, a C14 alkoxy group, a hydroxy group, a vinyl sulphonyl group, a group SO2CH2CH2Ql in which Q1 is a leaving group removable under alkaline conditions to provide a vinyl sulphonyl group; each of R51 and R52 independently is an aryl group selected from phenyl and naphthyl groups each of which is optionally substituted by a vinyl sulphonyl group, a group SO2CH2CH2Ql in which Ql is a leaving group removable under alkaline conditions to provide a vinyl sulphonyl group, or the group Het3, where Het3 is an optionally substituted aromatic heterocyclic reactive group or a reactive group having an aliphatic chain ; each of L3 and L4, independently, is a linking group selected from N (R20), in which P20 is hydrogen or C14 alkyl; C (=O); C (=O)0; S (=0) 2; S (=O) NH ; C (=O)NH; and NHC (=O) NH; each of f, g and h, independently is zero or 1; and at least one of R,R,R,RandR is, or has thereon at least one substituent which is, reactive. (VI) a formazan dye of the formula wherein: each of R"and R independently of one another, each R15 independently of one another and each R17 independently of one another, is a sulphonic acid group or a salt thereof, a vinyl sulphonyl group or a group SO2CH2CH2Ql in which Ql is a leaving group removable under alkaline conditions to provide a vinyl sulphonyl group; each of Het1 and Het2, independently, is an optionally substituted aromatic heterocyclic reactive or nonreactive group or a reactive or nonreactive group having an aliphatic chain; and each of R60 and R61, independently, is an aryl group selected from phenyl and naphthyl groups each of which is optionally substituted by a sulphonic acid group or a salt thereof, a vinylsulphonyl group or a group SO2CH2CH2Qi in which Q1 is as defined above ; X1 is a sulphonic acid group or a salt thereofor halogen; each of i, j and v, independently, is zero, 1 or 2; and each of k, 1, t and u, independently, is zero or 1; and at least one of R16, R17, R50, R51, Het1 and Het2 is, or has thereon at least one substituent which is, reactive; (VII) a dye of the formula wherein: each of R1, R2, R3, R4, R20, R21, R40, l1, het, x, p, q, wl, w2 and w3 is as defined above; and at least one of Rl, R2, R3, R4, R21, R40 and Het is, or has thereon at least one substituent which is, reactive ; (VIII) a disazo dye of the formula wherein R55 is an aryl group selected from phenyl and naphthyl groups; R56 is a sulphonic acid group or a salt thereof or a reactive group selected from a vinyl sulphonylgroup and a group SO2CH2CH2Q1in which Ql is a leaving group removable under alkaline conditions to provide a vinyl sulphonyl group; Rs7 is an amino group or a group NHRA in which RA is a C14 alkyl group; R59 is a sulphonic acid group or a salt thereof; R59 is a sulphonic acid group or a salt thereof, a reactive group'selected'from a'vinyl sulphonyl group and a group SO2CH2CH2Q2 in which Q2 is a leaving group removable under alkaline conditions to provide a vinyl sulphonyl group; or the group R59is a group Het or a group L10Het, where Het is an optionally substituted aromatic heterocyclic reactive or non reactive group; R65 is a ureido group or a group HNC (=O) RI in which RI is a C14 alkyl group; L1° is a linking group selected from N (RZ°), in which hydrogenorC14alkyl;C(=O);C(=O)O;S(=O)2;S(=O)NH;R20is C (=O)NH; and NHC (=O) NH; y, is zero, 1,2 or 3; y2 is zero, 1 or 2; y3 is zero or 1; and y4 is zero or 1; and at least one of R56 and R59 is a reactive group. |
| 2. | (IX) a dye of the formula or (X) a metal phthalocyanine dye of the formula wherein: MPc is a metallophthalocyanine chromophore; each of R'° and independently, is hydrogen or C14alkyl; B is a hydrocarbon bridging group; Het is a reactive heterocyclic group; each of x1, x. |
| 3. | and x3 is a respective average value; x1 + x. |
| 4. | + x3 = 4; x1 is 1least X. |
| 5. | is zero or 1; and X3 is at least 1; and (XI) a triphenodioxazine dye of the formula (XI) (or a salt thereof) wherein: each of g1 and B2, independently, is a hydrocarbon bridging group; Ul is H or S03H; and each of T1 and T2, independently, is halo, C14 alkyl, or C14 alkoxy; each of R80 and R81 is a phenyl group substituted by at least one sulphonic acid group or a salt thereof; each of Het'and Het'is as defined above; and at least one of Het1 and Het. |
| 6. | is a reactive group. |
| 7. | 2 A dye mixture according to claim 1, wherein, in the dye of the formula (A), at least one of Y1 and Y2 is the group CH2CH2Q and Q is selected from chlorine, bromine, C14alkylsulfonyl, phenylsulfonyl, OS03H, SS03H, OP (O) (OH) 2@ (C14alkyl)C14alkylsulfonyloxy,phenylsulfonyloxy, carbonyloxy, (C14 dialkyl) amino or a radical of the formula where zi, Z10 and Z11 are identical or different and are each, independently of one another, C14 alkyl or benzyl and Ane is in each case one equivalent of an anion. |
| 8. | 3 A dye mixture according to claim 2, in which, in the @ reactive dye of the formula (A), each of Y1 and Y2 is the group HO3SOCH2CH2. |
| 9. | A dye mixture according to any preceding claim, wherein the reactive dye (B) contains a group Het, where Het is an optionally substituted aromatic heterocyclic reactive group derived from a halogensubstituted heterocyclic compound selected from 1,3,5triazine, quinoxaline, phthalazine, pyrimidine, pyridazine and 2(C14 alkylsulphonyl) benzothiazole. |
| 10. | A dye mixture according to claim 4, wherein the aromatic heterocyclic reactive group is substituted and at least one substituent is a halogen atom. |
| 11. | A dye mixture according to any one of claims 1 to 3, wherein the reactive dye (B) contains a group Het, where Het is a reactive group having an aliphatic chain and selected from acryloyl, mono, dior trichloroacryloyl, mono, dior tribromoacryloyl,COCC1=CHCOOH,COCH=CC1COOH, 2 chloropropionyl, 2dichloropropionyl, 1,2dibromopropionyl, 3phenylsulfonylpropionyl, 3methylsulfonylpropionyl, 2sulfatoethylaminosulfonyl, 2chloro2,3,3trifluorocyclo butylcarbonyl, 2,2,3,3tetrafluorocyclobutylcarbonyl, 2,2,3,3tetrafluorocyclobutylsulfonyl, 2 (2,2,3,3 tetrafluorocyclobutyl) acryloyl, 1or 2alkylor 1or 2 arylsulfonylacryloyl, or a radical of the formula SO2y3, SO2NHY3, CONHL6SO2Y3 or NHCONHL6SO2Y3 where!/isCiC/ alkylene or phenylene and Y3 is a vinyl group or a group of the formula CH2CH2Q3 in which Q3 is a leaving group removable under alkaline conditions to provide a vinyl group. |
| 12. | A dye mixture according to any preceding claim, wherein the reactive dye (B) has at least one of the groups Q1 and Q2 therein and the or each of groups Q1 and Q2 independently is selected from chlorine, bromine, C14alkylsulfonyl, phenylsulfonyl, OP(O)(OH)2,C14alkylsulfonlyloxy,SSO3H, phenylsulfonyloxy, (C14 alkl) carbonyloxy, (C14 dialkyl) amino or a radical of the formula where Z9, Z10 and Z11 are identical or different and are each, independently of one another, C14alkyl or benzyl and Ane is in each case one equivalent of an anion. |
| 13. | A dye mixture according to any preceding claim, wherein the reactive dye (B) is a monoazopyrazole dye of the formula (I), given and defined in claim 1. |
| 14. | A dye mixture according to claim 8, wherein, in the reactive dye (B) of the formula (I),at least one of the group [ (R41L2)z (R40L1)y]R1 and the group R2 has a group So2CH2SO2Q2 substituted thereon, Q2 being as defined in claim 1. |
| 15. | A dye mixture according to claim 8 or claim 9, wherein, in the reactive dye (B) of the formula (I), x is zero and the group R1 is substituted by at least one of a sulphonic acid group and the groupSO2CH2SO2Qi, wherein Q1 is as defined in claim 1. |
| 16. | A dye mixture according to claim 8 or claim 9, wherein, in the reactive dye (B) of the formula (I), each of x, y and z is 1, each of L1 and L2 is NH, R40 is the group Het, where Het is a triazine ring substituted by a halogen atom and R41 is an optionally substituted phenyl group. |
| 17. | A dye mixture according to claim 8 or claim 9, wherein, in the reactive dye (B) of the formula (I), each of x and z is 1, y is zero, L is NH and R4l is the group Het, where Het is a difluorochloropyrimidinyl group. |
| 18. | A dye mixture according to claim 8 or claim 9, wherein, in the reactive dye (B) of the formula (I), each of x and z is 1, y is zero, L is CONH (in which the nitrogen atom is attached to the group R1 and the carbon to the group R41) and R41 is the group Het, where Het is a 2,3dichloroquinoxaline group. |
| 19. | A dye mixture according to any one of claims 8 to 13, wherein, in the reactive dye (B) of the formula (I), R2 is a phenyl or naphthyl group substituted by at least one of a sulphonic acid group and the groupSO2CH2SO2Q2, where Q2 is as defined in claim 1. |
| 20. | A dye mixture according to any one of claims 8 to 13, wherein, in the reactive dye (B) of the formula (I), R is a phenyl or naphthyl group substituted at least by the group NHHet, where Het is a triazine ring substituted by a halogen atom and optionally substituted by the group. |
| 21. | A dye mixture according to any one of claims 8 to 15, wherein, in the reactive dye (B) of the formula (I), the group R1 is substituted by a hydroxy group ortho to the azo group and the reactive dye (B) is in the form of a copper complex. |
| 22. | A dye mixture according to any one of claims 1 to 7, wherein the reactive dye (B) is monoazo or disazo dye of the formula (II), given and defined in claim 1. |
| 23. | A dye mixture according to claim 17, wherein, in the reactivedye (B) of theformula(B) of theformula (II), the group RI is an aryl group selected from phenyl and naphthyl groups each substituted by at least one sulphonic acid group or a salt thereof or by a group Het, wherein Het is a vinylsulphonyl group or a group SO2CH2CH2Q1 in which Ql is as defined in claim 1. |
| 24. | A dye mixture according to claim 16 or claim 18, wherein, in the reactive dye (B) of the formula (II), m is 1, which dye is a monoazo dye. |
| 25. | A dye mixture according to claim 19, wherein, in the reactive dye (B) of the formula (II), each of wl, w2, p and q is zero, W3 is at least 2, at least one of the groups R3 is a sulphonic acid group and the group Rs is an aryl group selected from phenyl and naphthyl groups each substituted by a vinylsulphonyl group or a groupSO2CH2CH2Ql, where Q1 is as defined in claim 1. |
| 26. | A dye mixture according to claim 19, wherein, in the reactive dye (B) of the formula (II), each of w1 and w2 is zero, each of p and q is 1, R21 is hydrogen and RI is selected from a triazine ring substituted by at least one halogen atom and optionally additionally substituted by an amino group; and a pyrimidine group substituted by at least one halogen atom and optionally additionally substituted by a methylgroup. 22. |
| 27. | Adye mixtureaccording to claim 19, wherein, in the reactive dye (B) of the formula (II), each of w1, w2, p and q is 1, R20 is hydrogen, Het is a triazine ring substituted by a halogen atom, R21 is hydrogen and R4 is selected from a phenyl group or a groupSO2CH2CH2Ql, where Qu ils as defined in claim 1, and a straight or branched C24 alkylene chain substituted by a substituent selected from a hydroxyl group; a sulphonic acid group or salt thereof; a vinylsulphonyl group, a group SO2CH2CH2Q2, where Q2 is as defined in claim 1; and a pyrimidinylamino group in which the pyrimidinyl group is substituted by at least one halogen atom and optionally additionally by a methyl group; and which straight or branched C4 alkylene group optionally contains a hetero atom selected from 0, S and N (H). |
| 28. | A dye mixture according to claim 19, wherein, in the reactive dye (B) of the formula (II), each of w1 and w2 is zero, each of p and q is 1 and each of 1 and RI is the group OS03H. |
| 29. | A dye mixture according to claim 19, wherein, in the reactive dye (B) of the formula (II), w1 is zero, w2is 1, p is 1, q is 1, R21 is hydrogen, R4 is a pyrimidinyl group substituted by at least one halogen atom and optionally additionally substituted by a methyl group and Het is a nonreactive heterocyclic group of the formula 25. A dye mixture according to claim 19, which contains a dye of the formula (44) 26. |
| 30. | A dye mixture according to any one of claims 1 to 7, wherein the reactive dye (B) is a monoazopyridone dye of the formula (III), given and defined in claim 1. |
| 31. | A dye according to claim 26, wherein, in the reactive dye (B) of the formula (III), each of r, Si and s2 is 1, each c L and L2 is NH, R40 is a triazine ring substituted by a halogen atom and R41 is selected from a phenyl group substituted by at least one of a chlorine atom, a sulphonic acid group or a salt thereof, a vinylsulphonyl group or a group SO2CH2CH2Q1, where Q1 is as defined in claim 1; and a straight or branched chain C24 alkylene group optionally containing at least one oxygen atom and substituted by a vinylsulphonyl group or a group SO2CH2CH2Q1, where Ql is as defined in claim 1. |
| 32. | A dye mixture according to claim 26, wherein, in the reactive dye (B) of the formula (III), each of r and s, is 1, s2 is zero, L2 is NH, R"is a pyrimidinyl group substituted by at least one halogen atom and optionally additionally substituted by a methyl group and R40 is a naphtho (l, 2d)1,2,3triazole substituted by at least one sulphonic acid group or salt thereof. |
| 33. | A dye mixture according to claim 26, wherein, in the reactive dye (B) of the formula (III), each of rl, Si and s2 is 1, L1 is CONH (in which the carbon atom is attached to the group Riz), L2 is NH, R4° is an optionally substituted phenyl group and R4l is a pyrimidinyl group substituted by at least one halogen atom and optionally additionally substituted by a methyl group. |
| 34. | A dye mixture according to any one of claims 1 to 7, wherein the reactive dye (B) is a monoazonaphthyl dye of the formula (IV), given and defined in claim 1. |
| 35. | A dye mixture according to claim 30, wherein, in the reactive dye (B) of the formula (IV), x is zero, d is 1 and a or b is 1. |
| 36. | A dye mixture according to claim 31, wherein e is zero. |
| 37. | A dye mixture according to claim 30, wherein, in the reactive dye (B) of the formula, x is 1, y is zero, z is 1, L2 is NH and R41 is a pyrimidinyl group substituted by at least one halogen atom and optionally additionally substituted by a methyl group. |
| 38. | A dye mixture according to claim 30, wherein, in the reactive dye (B) of the formula (IV), x is 1, y is zero, Z is 1, L2 is CONH (with the carbon atom attached to the group RI and the nitrogen atom to the group R41) and R41 is a phenyl group substituted by a vinylsulphonyl group or a group SO2CH2CH2Ql, where Ql is as defined in claim 1. |
| 39. | A dye mixture according to claim 30, wherein, in the reactive dye (B) of the formula (IV) each of x, y and z is 1, each of L' and L2 is NH, R40 is a triazine ring substituted by a halogen atom and R41 is an aromatic group selected from phenyl and naphthyl groups each substituted by at least one of a sulphonic acid group or a salt thereof, a vinylsulphonyl group and the groupSO2CH2CH2Ql, where Q1 is as defined in claim 1. |
| 40. | A dye mixture according to any one of claims 33 to 35, wherein e is zero. |
| 41. | A dye mixture according to claim 30, wherein, in the reactive dye (B) of the formula (IV), e is 1, c is zero, L3 is CONH (where either the nitrogen or carbon atom thereof is attached to the group R9) and R9 is a methyl group. |
| 42. | A dye mixture according to claim30, wherein,,in the reactive dye (B) of the formula (IV), e is 1, c is zero, L'ils CONH (where either the nitrogen or carbon atom thereof is attached to the group R9) and R9 is a phenyl group optionally substituted by at least one substituent, the or each substituent being selected from methoxy, carboxyethyl, sulphoethyl, carboxyethenyl, 1,2dibromoalkyl, chloroethylsulphonyl, vinylsulphonyl, a group of the formula SO2CH2CH2Ql, where Ql is as defined in claim 1 and a 2,3 dichloroquinoxaline group. |
| 43. | A dye mixture according to claim 30, wherein, in the reactive dye (B) of the formula (IV), e is 1, c is 1, L3 is CONH (where either the nitrogen or carbon atom thereof is attached to the group R9), R9 is a phenyl group substituted at least by the group L4R35, where L4 is NH and R35 is a vinyl group optionally substituted by a halogen atom or a pyrimidinyl group substituted by a halogen atom and optionally additionally substituted by a methyl group. |
| 44. | A dye mixture according to claim 30, wherein, in the reactive dye (B) of the formula (IV), e is 1, c is zero, L3 is N (RZ°), where R20 is as defined in claim 1 and R9 is a vinylsulphonyl group, a groupSO2CH2CH2Ql wherein Ql is as defined in claim 1, or a pyrimidinyl group substituted by a halogen atom and optionally additionally substituted by a methyl group. |
| 45. | A dye mixture according to claim 40, wherein, in the group N (R20), R20 is a halogen atom or a methyl group. |
| 46. | A dye mixture according to claim 30, wherein, in the reactive dye (B) of the formula (IV), e is 1, c is zero, L3 is N (R20), where R20 is as defined in claim 1 and R9 is a triazine ring substituted by at least one halogen atom. |
| 47. | A dye mixture according to claim 42, wherein the triazine ring is substituted by two halogen atoms. |
| 48. | A dye mixture according to claim 42, wherein the triazine ring is substituted by one halogen atom and a morpholinyl group. |
| 49. | A dye mixture according to claim 30, wherein, in the reactive dye (B) of the formula (IV), e is 1, c is 1, L3 is N (R20), where R20 is as defined in claim 1, L4 is the group R2 :, where R21 is as defined in claim 1 and R31 is selected from a phenyl group optionally substituted by a sulphonic acid group or salt thereof, a halogen atom, a vinylsulphonyloxyalkyl group, a vinylsulphonyl group or the groupSO2CH2CH2Ql, where Q1 is as defined in claim 1; and a C14 alkyl group optionally substituted by a vinylsulphonyl group, the groupSO2CH2CH2Qi, where Q1 is as defined in claim 1, a sulphonic acid group or a salt thereof or a chloroalkylsulphonyl group, which C14 alkyi groupoptionally additionally contains at least one oxygen or sulphur atom in the chain thereof. |
| 50. | A dye mixture according to any one of claims 37 to 45, wherein x is zero. |
| 51. | A dye mixture according to any one of claims 30 to 46, wherein, in the reactive dye (B) of the formula (IV), each of the groups Rl and the naphthalene nucleus is substituted by a respective hydroxyl group ortho to the azo group and the reactive dye (B) is in the form of a copper complex thereof. |
| 52. | A dye mixture according to claim 30, which contains a dye of the formula (53) 49.A dye mixture according to any one or claims 1 to 7, wherein the reactive dye (B) is a disazo dye of the formula (V), given and defined in claim 1. |
| 53. | A dye mixture according to claim 49, wherein, in the reactive dye (B) of the formula (V), V is amino, W is hydroxy, each ofRland is a phenyl group substituted by at least one substituent, the or each substituentindependentlybeing selected from a sulphonic acid group or a salt thereof, a vinylsulphonyl group and a group SO2CH2CH2Ql, where Q1 is as defined in claim 1 and R14 is optionally additionally substituted by at least one methoxy group. |
| 54. | A dye mixture according to claim 49 or claim 50, wherein, in the reactive dye (B) of the formula (V), each of x and h is zero. |
| 55. | A dye mixture according to claim 49 or claim 50, wherein, in the reactive dye (B) of the formula (V), at least one of x and h is 1. |
| 56. | A dye mixture according to claim 52, wherein, each of x and h is 1. |
| 57. | A dye mixture according to claim 50, wherein each of x, y and z is 1, each of L' and L2 is NH, R40 is a triazine ring substituted by a'halogen atom and R41 is a phenyl group substituted by at least one substituent, the or each substituent independently being selected from a sulphonic acid group or a salt thereof, a vinylsulphonyl group and a group SO2CH2CH2Ql, where Ql is as defined in claim 1. |
| 58. | A dye mixture according to any one of claims 50 and 52 to 54, wherein each of f, g and h is 1, each of L3 and L4 is NH, R51 is a triazine ring substituted by a halogen atom and R52 is a phenyl group substituted by at least one substituent the or each substituent independently being selected from a halogen atom, a sulphonic acid group or a salt thereof, a vinylsulphonyl group and a group SO2CH2CH2Ql, where Ql is as defined in claim 1. |
| 59. | A dye mixture according to claim 49, wherein, in the reactive dye (B) of the formula (V), V is amino, W is hydroxy, h is zero and R14 is a naphthalene group substituted by at least one sulphonic acid group. |
| 60. | A dye mixture according to claim 56, wherein each of x, y and z is 1, Rl is a phenyl group optionally substituted by a sulphonic acid group or a salt thereof, each of Ll and L2 is NH, R4° is a triazine ring substituted by a halogen atom and R"is a phenyl group substituted by at least one substituent, the or each substituent independently being selected from a sulphonic acid group or a salt thereof, a vinylsulphonyl group and a group SO2CH2CH2Ql, where Ql is as defined in claim 1. |
| 61. | A dye mixture according to claim 49, wherein, in the reactive dye (B) of the formula (V), V is amino, W is hydroxy, h is 1, f is zero, g is 1, L4 is NH and R52 is the group Het3, where Het3 is a substituted aromatic heterocyclic group. |
| 62. | A dye mixture according to claim 58, wherein the group Het3 is a pyrimidinyl group substituted by at least one halogen atom and optionally additionally substituted by a methyl group. |
| 63. | A dye mixture according to claim 59, wherein x is zero and Ru ils a phenyl group substituted by a vinylsulphonyl group or SO2CH2CHzQl, where Ql is as defined in claim 1. |
| 64. | A dye mixture according to claim 49, wherein, in the reactive dye (B) of the formula (V), V is amino, W is hydroxy, h is 1, f is zero, g is 1, L4 is NHCO (where either the nitrogen or carbon atom thereof is attached to the group Rl4) and R52 is the group Het3, where Het3 is a reactive group having an aliphatic chain. |
| 65. | A dye mixture according to claim 61, wherein the group Het3 is a vinylsulphonyl group or SO2CH2CH2Q1, where Ql is as defined in claim 1. |
| 66. | A dye mixture according to claim 62, wherein x is zero and RI is a phenyl group substituted by a vinylsulphonyl group or SO2CH2CH2Ql, where Ql is as defined in claim 1. |
| 67. | A dye mixture according to claim 49, which contains a dye of the formula (105). |
| 68. | A dye mixture according to claim 64, which additionally contains a dye of the formula (44). |
| 69. | A dye mixture according to claim 49, which contains a dye of the formula (163). |
| 70. | A dye mixture according to claim 49, which contains a dye of the formula (167). |
| 71. | A dye mixture according to claim 66 or 67, which contains each of the dyes of the formulae (163) and (167). |
| 72. | A dye mixture according to any one of claims 1 to 7, wherein the reactive dye (B) is a formazan dye of the formula (VI) given and defined in claim 1. |
| 73. | A dye mixture according to claim 69, wherein, in the reactive dye (B) of the formula (VI), each of u and v is zero, i is 1, R16 is a sulphonic acid group or a salt thereof, j is 2 and one R17 is a sulphonic acid group or a salt thereof and the other R17 is a vinylsulphonyl group or SO2CH2CH2Ql, where Ql is as defined in claim 1. |
| 74. | A dye mixture according to claim 69, wherein, in the reactive dye (B) of the formula (VI), v is zero, i is 1, R"is a sulphonic acid group or a salt thereof, j is 1, Rl7 is a sulphonic acid group, u is 1 and Het1 is a triazine ring substituted by a halogen atom. |
| 75. | A dye mixture according to claim 71, wherein each of k and 1 is zero, t is 1 and R"is a phenyl group substituted by at least one sulphonic acid group or a salt thereof. |
| 76. | A dye mixture according to claim 71, wherein each of k, 1 and t is 1, each of R60 and R6l independently is a phenyl group subsituted by at least one sulphonic acid group or a salt thereof andHetis a triazine ring substituted by a halogen atom. |
| 77. | A dye mixture according to claim 71, wherein each of k and t is zero, 1 is 1 and Het2 is a reactive group having an aliphatic chain. |
| 78. | A dye mixture according to any one of claims 1 to 7, wherein the reactive dye (B) is a disazo dye of the formula (VIII), given and defined in claim 1. |
| 79. | A dye mixture according to claim 75, wherein R55 is a naphthyl group; R56 is a sulphonic acid group or a salt thereof ; R59 is a group El°Het, where Lazzis the group N (H) and Het is a reactive heterocyclic group substituted by at least one halogen atom; Yl is 1,2 or 3 ; and each of yz, y3 and y4 is zero. |
| 80. | A dye of the formula. |
| 81. | A dye mixture according to claim 75, wherein R55 is a phenyl group; the or each group inde sulphonic acid group or a salt thereof or is a reactive group selected from a vinyl sulphonyl group and a group SO2CH2CHQ2 in which Q2 is as defined in claim 1; y1 is 1 or 2; and at least one group R56 is a said reactive group or the group R59 is or includes a reactive group. |
| 82. | A dye mixture according to claim 78, wherein a. least one group R56 or the group R59 is a reactive group selected from a vinyl sulphonyl group and a group SO2CH2CH2Q2 in which Q2 is as defined in claim 1. |
| 83. | A dye mixture according to claim 78, wherein at least one group R56 is a sulphonic acid group or a salt thereof and R59 is the group L1°Het", where L10 is the group N (H) and Het is a reactive triazine group substituted by a halogen atom and additionally, by the group NHCH2CH2SO3H. |
| 84. | A disazo dye of the formula. |
| 85. | A disazo dye of the formula. |
| 86. | A dye mixture according to any one or claims 1 to 7, wherein the reactive dye (B) is a phthalocyanine dye of the formula (X), given and defined in claim 1. |
| 87. | A dye mixture according to claim 83, wherein, in the reactive dye (B) of the formula (X), respective average values of Xi, X2 and x3 are x, is 3, x2 is zero and X3 is 1, three of the four isoindole rings of the phthalocyanine have a respective sulphonic acid substituent (or a salt thereof) thereon and the other isoindole ring has a group SO2NHBNHHet substituted thereon. |
| 88. | A dye mixture according to claim 84, wherein B is a straight or branched C24 alkylene group and Het is a triazine ring substituted by at least one halogen atom and optionally additionally substituted by a methoxy group. |
| 89. | A dye mixture according to any one of claims 1 to 7, wherein the reactive dye (B) is a triphendioxazine dye of the formula (XI), given and defined in claim 1, or a salt thereof. |
| 90. | A dye mixture according to claim 86, wherein, in the reactive dve (B) of the formula (XI), each of T1 and T2 is a halogen atom, each U1 is a sulphonic acid group or a salt . thereof, each of B1 and B2 independently is a straight or branched C24 alkylene group, each of Het1 and Het2 independently is a triazine ring substituted by a halogen atom and each o~ R80 and R8l independently is a phenyl group substituted by at least one sulphonic acid group or a salt thereof. |
| 91. | A dye mixture according to any preceding claim comprising, by weight of the total weight of the dyes, from 10 to 99.5% by weight, inclusive of component (A), given and defined above, and from 0.5 to 90% by weight, inclusive of component (B), given and defined in claim 1. |
Description:
INTERNATIONAL SEARCH REPORT International Application No PC IB 00/00902 C. (Continuation) DOCUMENTS CONSIDERED TO BE RELEVANT Category ° Citation of document, with indication, where appropriate, of the relevant passages Relevant to claim No. Y, P US 5 931 974 A (PEDEMONTE RONALD P) 1-76, 3 August 1999 (1999-08-03) 78-80, 82-88 column 1, last paragraph column 3, paragraph 1 X, P column 4; examples 2,12 1-3 Y, P EP 0 976 794 A (DYSTAR TEXTILFARBEN GMBH & 1-76, CO) 2 February 2000 (2000-02-02) 78-80, 82-88 the whole document Y, P US 6 015 439 A (PEDEMONTE RON ET AL) 1-76, 18 January 2000 (2000-01-18) 78-80, 82-88 the whole document Y EP 0 827 987 A (DYSTAR TEXTILFARBEN GMBH & 1-76, CO) 11 March 1998 (1998-03-11) 78-80, 82-88 the whole document Y EP 0 832 939 A (DYSTAR TEXTILFARBEN GMBH & 1-76, CO) 1 April 1998 (1998-04-01) 78-80, 82-88 the whole document Y EP 0 224 224 A (HOECHST AG) 1-76, 3 June 1987 (1987-06-03) 78-80, cited in the application 82-88 the whole document Y EP 0 668 328 A (HOECHST AG) 1-76, 23 August 1995 (1995-08-23) 78-80, cited in the application 82-88 the whole document Y EP 0 600 322 A (HOECHST AG) 1-76, 8 June 1994 (1994-06-08) 78-80, cited in the application 82-88 page 3; example 14 1 Intnrnational application No. INTERNATIONAL SEARCH REPORT PCT/IB 00/00902 Box I Observations where certain claims were found unsearchable (Continuation of item 1 of first sheet) This International Search Report has not been established in respect of certain claims under Article 17 (2) (a) for the following reasons: 1. F Claims Nos. : because they relate to subject matter not required to be searched by this Authority, namely: 2. C Claims Nos.: because they relate to parts of the International Application that do not comply with the prescribed requirements to such an extent that no meaningful International Search can be carried out, specifically: 3.0 ClaimsNos.: because they are dependent claims and are not drafted in accordance with the second and third sentences of Rule 6.4 (a). Box 11 Observations where unity of invention is lacking (Continuation of item 2 of first sheet) This International Searching Authority found multiple inventions in this international application, as follows : see additional sheet 1. As all required additional search fees were timely paid by the applicant, this International Search Report covers all searchable claims. 2. As ai ! searchable claims could be searched without effort justifying an additional fee, this Authority did not invite payment of any additional fee. 3. As only some of the required additional search fees were timely paid by the applicant, this International Search Report covers only those claims for which fees were paid, specifically claims Nos.: 4. No required additional search fees were timely paid by the applicant. Consequently, this International Search Report is restricted to the invention first mentioned in the claims; it is covered by claims Nos.: 1-76,78-81,83-88 Remark on Protest The additional search fees were accompanied by the applicant's protest. g No protest accompanied the payment of additional search fees. FURTHER INFORMATION CONTINUED FROM PCT/ISA/210 This International Searching Authority found multiple (groups of) inventions in this international application, as follows: 1. Claims: 1-76,78-81,83-88 Mixtures of a reactive dye A with a at least one reactive dye B-a dye of 85A as described in claim 81 2. Claim: 77 Dye of formula 71 3. Claim: 82 A dye of formula 85B INTERNATIONAL SEARCH REPORT International Application No 'nformation on patent family 00/00902 PC I B Ci3/i309C2 Patent document Publication Patent Publication cited in search report date member (s) date EP 0870807 A 14-10-1998 CN 1195678 A 14-10-1998 JP 10279827 A 20-10-1998 SG 68660 A 16-11-1999 US 5849887 A 15-12-1998 US 5989298 A 23-11-1999 EP 0149170 A 24-07-1985 CH 657865 A 30-09-1986 DE 3470556 D 26-05-1988 JP 1598737 C 28-O1-1991 JP 2022107 B 17-05-1990 JP 60155271 A 15-08-1985 EP 0982374 A 01-03-2000 US 6106580 A 22-08-2000 BR 9904074 A 12-09-2000 JP 2000072980 A 07-03-2000 US 5931974 A 03-08-1999 EP 0976793 A 02-02-2000 JP 2000086925 A 28-03-2000 EP 0976794 A 02-02-2000 DE 4405358 A 24-08-1995 BR 9500672 A 24-10-1995 CA 2142742 A 20-08-1995 CN 1114664 A 10-01-1996 CZ 9500440 A 15-11-1995 DE 59508235 D 08-06-2000 EP 0668328 A 23-08-1995 EP 0971002 A 12-01-2000 EP 0978543 A 09-02-2000 EP 0978544 A 09-02-2000 EP 0964034 A 15-12-1999 EP 0969050 A 05-01-2000 EP 0982375 A 01-03-2000 JP 7304986 A 21-11-1995 PL 307324 A 21-08-1995 US 6015439 A 18-01-2000 WO 0049093 A 24-08-2000 EP 0827987 A 11-03-1998 DE 19635999 A 12-03-1998 BR 9704598 A 27-10-1998 DE 59702561 D 07-12-2000 JP 10152624 A 09-06-1998 US 5780602 A 14-07-1998 EP 0832939 A 01-04-1998 DE 19640203 A 02-04-1998 JP 11043624 A 16-02-1999 EP 0224224 A 03-06-1987 DE 3542025 A 11-06-1987 DE 3683895 A 26-03-1992 JP 1954737 C 28-07-1995 JP 6084480 B 26-10-1994 JP 62131073 A 13-06-1987 US 4705524 A 10-11-1987 EP 0668328 A 23-08-1995 DE 4405358 A 24-08-1995 BR 9500672 A 24-10-1995 CA 2142742 A 20-08-1995 CN 1114664 A 10-01-1996 CZ 9500440 A 15-11-1995 INTERNATIONAL SEARCH REPORT International Application No Information on patent family members P 00/00902 Patent document Publication Patent Publication cited in search report date member (s) date EP 0668328 A DE 59508235 D 08-06-2000 EP 0971002 A 12-01-2000 EP 0978543 A 09-02-2000 EP 0978544 A 09-02-2000 EP 0964034 A 15-12-1999 EP 0969050 A 05-01-2000 EP 0976794 A 02-02-2000 EP 0982375 A O1-03-2000 JP 7304986 A 21-11-1995 PL 307324 A 21-08-1995 EP 0600322 A 08-06-1994 BR 9304856 A 31-05-1994 CN 1099052 A 22-02-1995 CZ 9302542 A 15-06-1994 DE 59309975 D 20-04-2000 JP 6263997 A 20-09-1994 TR 27428 A 21-04-1995 US 5445654 A 29-08-1995