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Trisazo dyes having a 4-(1-amino-3,6-disulfo-8-hydroxy-7-phenylazonaphthyl-2-azo)phenylazo group linked to a coupling component radical

Assignee: Sandoz AG
•
Filing: 1980-02-04
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Granted: 1984-08-28
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Expires: 2000-02-04
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Abstract

Abstract Dyes of the formula <IMAGE> and mixtures thereof, in which R signifies a radical of formula (a), (b), (c), (d), (e), (f), (g) or (h) <IMAGE> (a) in which R1 signifies an amino, anilino or toluidino radical, R2 signifies a hydroxy or amino radical, and either R3 signifies hydrogen, or, where R1 and R2 signify amino, R3 signifies hydrogen, nitro, -SO3M or C1-6 alkyl; <IMAGE> (b) in which R4 signifies a hydroxy, amino, anilino or toluidino radical, preferably a hydroxy or amino radical; <IMAGE> (c) <IMAGE> (d) <IMAGE> (e) <IMAGE> (f) <IMAGE> (g) <IMAGE> (h) in which R5 signifies a hydroxy radical, a C1-6 alkylsulphonyloxy radical, a phenylsulphonyloxy radical, an amino radical, a C1-6 alkylsulphonylamino radical or a phenysulphonylamino radical, preferably a hydroxy radical, R6 signifies a C1-6 alkyl, C1-6 alkoxy, acetyl, carboxyl or carbamoyl radical, R7 signifies hydrogen, an acyl radical or an unsubstituted or substituted C1-6 alkyl, phenyl or naphthyl radical, R' signifies hydrogen, methyl or methoxy, and M signifies hydrogen or an equivalent of a cation, useful for dyeing natural and regenerated cellulose, natural and synthetic polyamides, polyurethanes, basically modified polyolefins and anodized aluminum and particularly for dyeing paper and leather. The obtained dyeings have shades that range from blue and green to deep black and exhibit good fastness to light, wet treatments and sweat. The dyes build-up particularly well on nylon at neutral pH conditions and have good affinity for leather.

Inventors

  • 👤 Heinz Wicki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 08:52
CPC Classifications
C; C09; C09B; C09B35/00; C09B35/38; C09B35/44; C09B35/46; C09B35/461; D; D06; D06P; D06P1/00; D06P1/39; D06P3/00; D06P3/02; D06P3/04; D06P3/32; D06P3/3206; D06P3/3226; D21; D21H; D21H21/00; D21H21/14; D21H21/28

Claims Analysis

Total Claims: 40
Claim 1
Independent Claim 140 words
A compound of the formula ##STR32## or a mixture of such compounds, wherein R is ##STR33## wherein R 4 is hydroxy, --NH 2 , anilino or toluidino, R 5 is hydroxy, C 1-6 alkylsulfonyloxy, phenylsulfonyloxy, --NH 2 , C 1-6 alkylsulfonylamino or phenylsulfonylamino, R 6 is C 1-6 alkyl, C 1-6 alkoxy, acetyl, carboxy or carbamoyl, and R 7 is hydrogen; (C 1-6 alkyl)carbonyl; benzoyl; C 1-6 alkyl; C 1-6 alkyl substituted by C 1-6 alkoxy, chloro, cyano or hydroxy; phenyl; phenyl substituted by --SO 3 M, nitro, cyano or --NH 2 or by 1 to 3 substituents independently selected from the group consisting of halo, C 1-6 alkyl and C 1-6 alkoxy; naphthyl or naphthyl monosubstituted or disubstituted by --SO 3 M, wherein each halo is independently fluoro, chloro or bromo, and each M is hydrogen or a cation.
Claim 2
Dependent Claim 140 words
A compound of the formula ##STR32## or a mixture of such compounds, wherein R is ##STR33## wherein R 4 is hydroxy, --NH 2 , anilino or toluidino, R 5 is hydroxy, C 1-6 alkylsulfonyloxy, phenylsulfonyloxy, --NH 2 , C 1-6 alkylsulfonylamino or phenylsulfonylamino, R 6 is C 1-6 alkyl, C 1-6 alkoxy, acetyl, carboxy or carbamoyl, and R 7 is hydrogen; (C 1-6 alkyl)carbonyl; benzoyl; C 1-6 alkyl; C 1-6 alkyl substituted by C 1-6 alkoxy, chloro, cyano or hydroxy; phenyl; phenyl substituted by --SO 3 M, nitro, cyano or --NH 2 or by 1 to 3 substituents independently selected from the group consisting of halo, C 1-6 alkyl and C 1-6 alkoxy; naphthyl or naphthyl monosubstituted or disubstituted by --SO 3 M, wherein each halo is independently fluoro, chloro or bromo, and each M is hydrogen or a cation.
Claim 3
Dependent Claim 39 words
A compound according to claim 1 having the formula ##STR34## or a mixture of such compounds, wherein R" is ##STR35## wherein R 4 is hydroxy, --NH 2 , anilino or toluidino, and each M is hydrogen or a cation.
Claim 4
Dependent Claim 49 words
A compound according to claim 1, or a mixture of such compounds, wherein each M is hydrogen, an alkali metal cation or ##STR36## wherein each of R 10 , R 11 and R 12 is independently hydrogen, C 1-4 alkyl or C 1-4 alkyl monosubstituted or disubstituted by hydroxy.
Claim 5
Dependent Claim 10 words
A compound according to claim 1, wherein R is ##STR37##
Claim 6
Dependent Claim 6 words
A compound according to claim 2.
Claim 7
Dependent Claim 49 words
A compound according to claim 2, or a mixture of such compounds, wherein each M is hydrogen, an alkali metal cation or ##STR38## wherein each of R 10 , R 11 and R 12 is independently hydrogen, C 1-4 alkyl or C 1-4 alkyl monosubstituted or disubstituted by hydroxy.
Claim 8
Dependent Claim 21 words
A compound according to claim 6, or a mixture of such compounds, wherein each M is hydrogen, lithium, sodium or potassium.
Claim 9
Dependent Claim 6 words
A compound according to claim 7.
Claim 10
Dependent Claim 27 words
A compound according to claim 2, or a mixture of such compounds, wherein R" is ##STR39## wherein R 4 is hydroxy, --NH 2 , anilino or toluidino.
Claim 11
Dependent Claim 6 words
A compound according to claim 9.
Claim 12
Dependent Claim 10 words
A compound according to claim 10 wherein R" is ##STR40##
Claim 13
Dependent Claim 10 words
A compound according to claim 11 wherein R" is ##STR41##
Claim 14
Dependent Claim 10 words
A compound according to claim 12 having the formula ##STR42##
Claim 15
Dependent Claim 10 words
A compound according to claim 2 wherein R" is ##STR43##
Claim 16
Dependent Claim 48 words
A mixture comprising (a) a compound of the formula ##STR44## or a mixture of such compounds, and (b) a compound of the formula ##STR45## or a mixture of such compounds, wherein each M is hydrogen or a cation, and the mole ratio of (a) to (b) is 1:9-9:1.
Claim 17
Dependent Claim 48 words
A mixture comprising (a) a compound of the formula ##STR44## or a mixture of such compounds, and (b) a compound of the formula ##STR45## or a mixture of such compounds, wherein each M is hydrogen or a cation, and the mole ratio of (a) to (b) is 1:9-9:1.
Claim 18
Dependent Claim 18 words
A mixture according to claim 15 wherein the mole ratio of (a) to (b) is greater than 1:1.
Claim 19
Dependent Claim 17 words
A mixture according to claim 16 wherein the mole ratio of (a) to (b) is 2 1/3:1-4:1.
Claim 20
Dependent Claim 16 words
A compound according to claim 2 having the formula ##STR46## or a mixture of such compounds.
Claim 21
Dependent Claim 45 words
A compound according to claim 18, or a mixture of such compounds, wherein each M is hydrogen, an alkali metal cation or ##STR47## wherein each of R 10 , R 11 and R 12 is independently hydrogen, C 1-4 alkyl monosubstituted or disubstituted by hydroxy.
Claim 22
Dependent Claim 21 words
A compound according to claim 19, or a mixture of such compounds, wherein each M is hydrogen, lithium, sodium or potassium.
Claim 23
Dependent Claim 17 words
A compound according to claim 20, or a mixture of such compounds, wherein each M is sodium.
Claim 24
Dependent Claim 6 words
A compound according to claim 18.
Claim 25
Dependent Claim 21 words
A mixture of compounds according to claim 2 comprising, aside from isomeric forms, at least two compounds of the formula ##STR48##
Claim 26
Dependent Claim 33 words
A mixture of compounds according to claim 23 comprising, aside from isomeric forms, two compounds of the formula ##STR49## wherein the mole ratio of one compound to the other is 1:1 to 9:1.
Claim 27
Dependent Claim 23 words
A mixture of compounds according to claim 24 wherein the mole ratio of one compound to the other is 1 6/7:1 to 4:1.
Claim 28
Dependent Claim 21 words
A compound of the formula ##STR50## wherein R' is hydrogen, methyl or methoxy, and each M is hydrogen or a cation.
Claim 29
Dependent Claim 21 words
A compound of the formula ##STR50## wherein R' is hydrogen, methyl or methoxy, and each M is hydrogen or a cation.
Claim 30
Dependent Claim 43 words
A compound according to claim 26 wherein each M is hydrogen, an alkali metal cation or ##STR51## wherein each of R 10 , R 11 and R 12 is independently hydrogen, C 1-4 alkyl or C 1-4 alkyl monosubstituted or disubstituted by hydroxy.
Claim 31
Dependent Claim 51 words
A compound according to claim 27 wherein each M is hydrogen, lithium, sodium, potassium or ##STR52## wherein each of R' 10 , R' 11 and R' 12 is independently hydrogen, C 1-4 alkyl or C 2-4 -hydroxyalkyl wherein at least two carbon atoms separate the hydroxy group from the nitrogen atom.
Claim 32
Dependent Claim 15 words
A compound according to claim 28 wherein each M is hydrogen, lithium, sodium or potassium.
Claim 33
Dependent Claim 10 words
A compound according to claim 26 wherein R' is methoxy.
Claim 34
Dependent Claim 12 words
A compound according to claim 26 wherein R' is hydrogen or methyl.
Claim 35
Dependent Claim 15 words
A compound according to claim 31 wherein each M is hydrogen, lithium, sodium or potassium.
Claim 36
Dependent Claim 12 words
A compound according to claim 31 wherein R' is hydrogen or 4-methyl.
Claim 37
Dependent Claim 10 words
A compound according to claim 33 wherein R' is hydrogen.
Claim 38
Dependent Claim 15 words
A compound according to claim 34 wherein each M is hydrogen, lithium, sodium or potassium.
Claim 39
Dependent Claim 10 words
A compound according to claim 33 wherein R' is 4-methyl.
Claim 40
Dependent Claim 15 words
A compound according to claim 36 wherein each M is hydrogen, lithium, sodium or potassium.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-08-28 1988-02-27 1988-08-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-08-28 1992-02-27 1992-08-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-08-28 1996-02-27 1996-08-28 $7700.00 Window Closed / Lapsed

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