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US4670547A Expired / Lapsed US ⏱️ 0.0 years remaining

Tetrakisazo compounds having two 1-hydroxy-3- or 4-sulfo-6- or 7-amino- or substituted amino-naphthalene coupling component radicals the amino or substituted amino groups of which are linked 1,3,5-triazine rings

Assignee: Clariant Finance BVI Ltd
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Filing: 1984-11-08
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Granted: 1987-06-02
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Expires: 2004-11-08
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Abstract

Abstract Tetrakisazo compounds of the formula <IMAGE> and salts thereof, wherein B is <IMAGE> wherein B1 is a bridging radical as defined in the specification, R7 is hydrogen or C1-4alkyl, R8 is hydrogen or C1-4alkyl, and each Y is independently halo, hydroxy, amino, hydroxyamino, C1-4alkoxy, phenoxy, substituted phenoxy, an aliphatic, cycloaliphatic or aromatic amine radical or a saturated heterocyclic amine radical, each D is independently mono-, di- or tri-sulfonaphthyl or <IMAGE> wherein R2 is hydrogen, halo, carboxy, C1-4alkyl, C1-4haloalkyl, C1-4alkoxy, -COOR4, (C1-4alkyl)carbonylamino or (C1-4alkoxy)carbonylamino, wherein R4 is C1-4alkyl, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 substituents selected from halo, C1-4alkyl and C1-4alkoxy, R3 is hydrogen, halo, hydroxy, C1-4alkyl or C1-4alkoxy, and m is 0, 1 or 2, each M is independently <IMAGE> wherein R5 is hydrogen, halo, C1-4alkyl, C1-4alkoxy or sulfo, R6 is hydrogen, C1-4alkyl, C1-4alkoxy, ureido or (C1-4alkyl)-carbonylamino, and p is 0 or 1, and each R1 is independently hydrogen or C1-4alkyl, with the provisos that (i) each -NR4- radical is in the 6- or 7-position of the naphthalene ring to which it is attached, and (ii) the compound contains at least 4 sulfo groups, which are useful for dyeing and printing hydroxy group-containing and or nitrogen-containing organic substrates, especially textiles containing cellulose fibers, paper and leather. The fastness properties of the obtained dyeings may be improved by after-treating the dyed substrate with a special fixing agent.

Inventors

  • 👤 Friedrich Lehr

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 20:32
CPC Classifications
C; C09; C09B; C09B33/00; C09B33/18; C09B33/28; C09B62/00; C09B62/02; C09B62/04; C09B62/043; C09B62/08; C09B62/09

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 248 words
A compound of the formula ##STR84## or a salt thereof each cation of which is independently a non-chromophoric cation, wherein B b is ##STR85## wherein B 1b is 1,4-phenylene; 1,4-phenylene monosubstituted by chloro, methyl, methoxy, sulfo or carboxy; ##STR86## wherein each R 9b is independently hydrogen or sulfo, and Z 2b is a direct bond, --NH--, --CH═CH-- or --CH 2 CH 2 --, R 7a is hydrogen or methyl, R 8a is hydrogen or methyl, Y 2 is chloro, hydroxy, amino, 2-hydroxyethylamino, 2-sulfoethylamino, 2- or 3-hydroxypropylamino, di-(2-hydroxyethyl)amino, phenylamino, 3- or 4-sulfophenylamino or 3-carboxy-4-hydroxyphenylamino, and each Y 3 is independently chloro, amino, 2-hydroxyethylamino, 2-sulfoethylamino, phenylamino or 3- or 4-sulfophenylamino, each D 2 is ##STR87## or 1,5-, 3,6-, 4,8-, 5,7- or 6,8-disulfonaphthyl-2, wherein R 2b is hydrogen, chloro, carboxy, methyl, methoxy, --COOR 4b or acetamido, wherein R 4b is methyl, ethyl or benzyl, R 3b is hydrogen, chloro, methyl or methoxy, and m 1 is 1 or 2, each M 2 is ##STR88## or 1,4-naphthylene, wherein R 5b is hydrogen, methyl, methoxy or sulfo, and R 6b is hydrogen, methyl, methoxy or acetamido, each R 1a is hydrogen or methyl, and each ##STR89## radical is in the 6-position of the naphthalene ring to which it is attached or each ##STR90## radical is in the 7-position of the naphthalene ring to which it is attached, with the proviso that the two D 2 's are identical, the two M 2 's are identical, and the two R 1a 's are identical.
Claim 2
Dependent Claim 248 words
A compound of the formula ##STR84## or a salt thereof each cation of which is independently a non-chromophoric cation, wherein B b is ##STR85## wherein B 1b is 1,4-phenylene; 1,4-phenylene monosubstituted by chloro, methyl, methoxy, sulfo or carboxy; ##STR86## wherein each R 9b is independently hydrogen or sulfo, and Z 2b is a direct bond, --NH--, --CH═CH-- or --CH 2 CH 2 --, R 7a is hydrogen or methyl, R 8a is hydrogen or methyl, Y 2 is chloro, hydroxy, amino, 2-hydroxyethylamino, 2-sulfoethylamino, 2- or 3-hydroxypropylamino, di-(2-hydroxyethyl)amino, phenylamino, 3- or 4-sulfophenylamino or 3-carboxy-4-hydroxyphenylamino, and each Y 3 is independently chloro, amino, 2-hydroxyethylamino, 2-sulfoethylamino, phenylamino or 3- or 4-sulfophenylamino, each D 2 is ##STR87## or 1,5-, 3,6-, 4,8-, 5,7- or 6,8-disulfonaphthyl-2, wherein R 2b is hydrogen, chloro, carboxy, methyl, methoxy, --COOR 4b or acetamido, wherein R 4b is methyl, ethyl or benzyl, R 3b is hydrogen, chloro, methyl or methoxy, and m 1 is 1 or 2, each M 2 is ##STR88## or 1,4-naphthylene, wherein R 5b is hydrogen, methyl, methoxy or sulfo, and R 6b is hydrogen, methyl, methoxy or acetamido, each R 1a is hydrogen or methyl, and each ##STR89## radical is in the 6-position of the naphthalene ring to which it is attached or each ##STR90## radical is in the 7-position of the naphthalene ring to which it is attached, with the proviso that the two D 2 's are identical, the two M 2 's are identical, and the two R 1a 's are identical.
Claim 3
Dependent Claim 29 words
A compound according to claim 1, or a salt thereof each cation of which is independently lithium, sodium, potassium, ammonium, methylammonium, dimethylammonium, trimethylammonium, tetramethylammonium, triethylammonium, ethanolammonium, diethanolammonium or triethanolammonium.
Claim 4
Dependent Claim 21 words
A compound according to claim 2, or a salt thereof each cation of which is independently lithium, sodium, potassium or ammonium.
Claim 5
Dependent Claim 16 words
A compound according to claim 3, or a salt thereof each cation of which is sodium.
Claim 6
Dependent Claim 25 words
A compound according to claim 1, or a salt thereof each cation of which is independently a non-chromophoric cation, wherein each R 1a is hydrogen.
Claim 7
Dependent Claim 35 words
A compound according to claim 5, or a salt thereof each cation of which is independently a non-chromophoric cation, wherein each D 2 is ##STR91## wherein R 2c is hydrogen, chloro, methyl, methoxy or acetamido.
Claim 8
Dependent Claim 27 words
A compound according to claim 6, or a salt thereof each cation of which is independently a non-chromophoric cation, wherein R 2c is hydrogen, chloro or methyl.
Claim 9
Dependent Claim 32 words
A compound according to claim 5, or a salt thereof each cation of which is independently a non-chromophoric cation, wherein each M 2 is ##STR92## wherein R 5c is hydrogen or sulfo.
Claim 10
Dependent Claim 36 words
A compound according to claim 5, or a salt thereof each cation of which is independently a non-chromophoric cation, wherein each --NH-- radical is in the 6-position of the naphthalene ring to which it is attached.
Claim 11
Dependent Claim 83 words
A compound according to claim 5, or a salt thereof each cation of which is independently a non-chromophoric cation, wherein B b is ##STR93## wherein B 1c is 1,4-phenylene or ##STR94## wherein each R 9b is independently hydrogen or sulfo, and Z 2c is --CH═CH-- or --CH 2 CH 2 --, Y 3 is chloro, amino, 2-hydroxyethylamino, 2-sulfoethylamino, phenylamino or 3- or 4-sulfophenylamino, and each Y 4 is chloro, amino or 3-sulfophenylamino, with the proviso that the two Y 4 's are identical.
Claim 12
Dependent Claim 51 words
A compound according to claim 10, or a salt thereof each cation of which is independently a non-chromophoric cation, wherein B b is ##STR95## wherein Y 4 is chloro, amino or 3-sulfophenylamino, each D 2 is ##STR96## wherein R 2d is hydrogen, chloro or methyl, and each M 2 is ##STR97##
Claim 13
Dependent Claim 24 words
A compound according to claim 11, or a salt thereof each cation of which is independently a non-chromophoric cation, wherein R 2d is hydrogen.
Claim 14
Dependent Claim 29 words
A compound according to claim 12, or a salt thereof each cation of which is independently lithium, sodium, potassium, ammonium, methylammonium, dimethylammonium, trimethylammonium, tetramethylammonium, triethylammonium, ethanolammonium, diethanolammonium or triethanolammonium.
Claim 15
Dependent Claim 21 words
A compound according to claim 13, or a salt thereof each cation of which is independently lithium, sodium, potassium or ammonium.
Claim 16
Dependent Claim 16 words
A compound according to claim 14, or a salt thereof each cation of which is sodium.
Claim 17
Dependent Claim 23 words
The compound according to claim 12 having the formula ##STR98## or a salt thereof each cation of which is independently a non-chromophoric cation.
Claim 18
Dependent Claim 23 words
The compound according to claim 12 having the formula ##STR99## or a salt thereof each cation of which is independently a non-chromophoric cation.
Claim 19
Dependent Claim 7 words
A sodium salt according to claim 17.
Claim 20
Dependent Claim 23 words
The compound according to claim 12 having the formula ##STR100## or a salt thereof each cation of which is independently a non-chromophoric cation.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-06-01 1990-12-01 1991-06-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-06-01 1994-12-01 1995-06-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-06-01 1998-12-01 1999-06-02 $7700.00 Window Closed / Lapsed

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