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Water-soluble pyridone monoazo compounds suitable as fiber reactive dyestuffs

Assignee: Hoechst AG
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Filing: 1985-07-22
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Granted: 1987-04-21
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Expires: 2005-07-22
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Abstract

Abstract Monoazo compounds which are suitable as fiber-reactive dyestuffs have the general formula (1) ##STR1## in which: D is a benzene or naphthalene ring or a radical of the formula (2) or (3) ##STR2## R 1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy, nitro or halogen, if D stands for a benzene ring, and R 2 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, carboxy or sulfo, if D stands for a benzene ring, or R 1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy, halogen, sulfo or a group of the formula --SO 2 --Y (where Y has the meaning mentioned hereinafter), if D stands for a naphthalene ring, and R 2 is hydrogen or sulfo, if D is a naphthalene ring, or R 1 is, if D is a radical of the formula (2), hydrogen, nitro, chlorine or alkoxy of 1 to 4 carbon atoms, R 1 being bonded to the benzene nucleus V, and R 2 is, if D is a radical of the formula (2), chlorine, sulfo, nitro or hydrogen, R 2 being bonded to the benzene nucleus W, or R 1 is, if D is a radical of the formula (3), hydrogen, nitro or sulfo, R 1 being bonded to the benzene nucleus V, and R 2 is, if D is a radical of the formula (3), chlorine, sulfo or hydrogen, R 2 being bonded to the benzene nucleus W; the group --SO 2 --Y in the formulae (2) and (3) is bonded to V or W, preferably to V; Y is vinyl or ethyl which contains bonded in the β-position a substituent which is eliminatable as an anion under alkaline conditions; R is hydrogen or carbamoyl, B is alkyl of 1 to 4 carbon atoms which is substituted by sulfato, phosphato, carboxy or sulfo; M is hydrogen or one equivalent of a monovalent, divalent or trivalent metal; the moieties B, R 1 , R 2 and R can have meanings which are identical to or different from one another. The new monoazo compounds produce on hydroxy- and/or carboxamido-containing materials, in particular fiber materials, such as cellulose fibers and wool, useful dyeings and prints having good end-use and manufacturing fastness properties.

Inventors

  • 👤 Marcos Segal

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 06:05
CPC Classifications
C; C09; C09B; C09B62/00; C09B62/02; C09B62/28; D; D06; D06P; D06P1/00; D06P1/38; D06P1/384; C09B62/44; C09B62/503; C09B62/507; C09B62/51

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 347 words
A water-soluble monoazo compound of the formula ##STR19## in which: D is a benzene ring or a naphthalene ring or a radical of the formula (2) or (3) ##STR20## R 1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 bis 4 carbon atoms, hydroxy, nitro or halogen, if D is a benzene ring, and R 2 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, carboxy or sulfo, if D is a benzene ring, or R 1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy, halogen, sulfo or a group of the formula --SO 2 --Y (where Y has the meaning mentioned hereinafter), if D is a naphthalene ring, and R 2 is hydrogen or sulfo, if D is a naphthalene ring, or R 1 is, if D is a radical of the formula (2), hydrogen, nitro, chlorine or alkoxy of 1 to 4 carbon atoms, and is bonded to the benzene ring V, and R 2 is, if D is a radical of the formula (2), hydrogen, chlorine, sulfo, or nitro and is bonded to the benzene ring W, or R 1 is, if D is a radical of the formula (3), hydrogen, nitro or sulfo, and is bonded to the benzene ring V, and R 2 is, if D is a radical of the formula (3), hydrogen, chlorine or sulfo and is bonded to the benzene ring W; the group --SO 2 --Y is bonded in the formulae (2) and (3) to V or W, and the azo group is bonded to W; Y is vinyl or ethyl substituted in the β-position by a substituent which eliminates as an anion under alkaline conditions; R is hydrogen or carbamoyl; B is alkyl of 1 to 4 carbon atoms substituted by one sulfato, phosphato, carboxy or sulfo; M is hydrogen or an alkali metal; the moieties B, R 1 , R 2 and R can have meanings which are identical to or different from one another.
Claim 2
Dependent Claim 347 words
A water-soluble monoazo compound of the formula ##STR19## in which: D is a benzene ring or a naphthalene ring or a radical of the formula (2) or (3) ##STR20## R 1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 bis 4 carbon atoms, hydroxy, nitro or halogen, if D is a benzene ring, and R 2 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, carboxy or sulfo, if D is a benzene ring, or R 1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy, halogen, sulfo or a group of the formula --SO 2 --Y (where Y has the meaning mentioned hereinafter), if D is a naphthalene ring, and R 2 is hydrogen or sulfo, if D is a naphthalene ring, or R 1 is, if D is a radical of the formula (2), hydrogen, nitro, chlorine or alkoxy of 1 to 4 carbon atoms, and is bonded to the benzene ring V, and R 2 is, if D is a radical of the formula (2), hydrogen, chlorine, sulfo, or nitro and is bonded to the benzene ring W, or R 1 is, if D is a radical of the formula (3), hydrogen, nitro or sulfo, and is bonded to the benzene ring V, and R 2 is, if D is a radical of the formula (3), hydrogen, chlorine or sulfo and is bonded to the benzene ring W; the group --SO 2 --Y is bonded in the formulae (2) and (3) to V or W, and the azo group is bonded to W; Y is vinyl or ethyl substituted in the β-position by a substituent which eliminates as an anion under alkaline conditions; R is hydrogen or carbamoyl; B is alkyl of 1 to 4 carbon atoms substituted by one sulfato, phosphato, carboxy or sulfo; M is hydrogen or an alkali metal; the moieties B, R 1 , R 2 and R can have meanings which are identical to or different from one another.
Claim 3
Dependent Claim 21 words
A compound according to claim 1, in which D is a radical of formula (2) in which R 2 is hydrogen.
Claim 4
Dependent Claim 21 words
A compound according to claim 1, in which D is a radical of formula (3) in which R 2 is hydrogen.
Claim 5
Dependent Claim 31 words
A compound according to claim 1, in which D is a radical of formula (2) or (3), to which the group --SO 2 --Y is bonded at the benzene ring V.
Claim 6
Dependent Claim 48 words
A compound according to claim 1, wherein D is a benzene ring, R 1 is hydrogen, alkyl group of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or chlorine, and R 2 is hydrogen, alkyl of 1 to 4 carbon atoms, carboxy or sulfo.
Claim 7
Dependent Claim 35 words
A compound according to claim 1, of the formula ##STR21## in which R 1 is hydrogen or sulfo, R 2 is hydrogen or sulfo, and B, R and Y are defined as in claim 1.
Claim 8
Dependent Claim 35 words
A compound according to claim 1 of the formula ##STR22## in which R 1 is hydrogen or sulfo, R 2 is hydrogen or sulfo, and B, R and Y are defined as in claim 1.
Claim 9
Dependent Claim 22 words
A compound according to claim 1, of the formula ##STR23## in which B, M and Y are defined as in claim 1.
Claim 10
Dependent Claim 21 words
A compound according to claim 1, of the formula ##STR24## in which M and Y are defined as in claim 1.
Claim 11
Dependent Claim 21 words
A compound according to claim 1, of the formula ##STR25## in which M and Y are defined as in claim 1.
Claim 12
Dependent Claim 22 words
A compound according to claim 1, wherein B is alkyl of 1 to 3 carbon atoms substituted by one sulfo or carboxy.
Claim 13
Dependent Claim 10 words
A compound according to claim 1, wherein B is β-sulfoethyl.
Claim 14
Dependent Claim 10 words
A compound according to claim 4, wherein B is β-sulfoethyl.
Claim 15
Dependent Claim 10 words
A compound according to claim 7, wherein B is β-sulfoethyl.
Claim 16
Dependent Claim 10 words
A compound according to claim 1, wherein R is hydrogen.
Claim 17
Dependent Claim 10 words
A compound according to claim 7, wherein R is hydrogen.
Claim 18
Dependent Claim 10 words
A compound according to claim 11, wherein R is hydrogen.
Claim 19
Dependent Claim 10 words
A compound according to claim 12, wherein R is hydrogen.
Claim 20
Dependent Claim 20 words
A compound according to claim 1, wherein Y is vinyl, β-thiosulfatoethyl, β-phosphatoethyl, β-chloroethyl, β-(C 2 -C 5 -alkanoyloxy)-ethyl or β-sulfatoethyl.
Claim 21
Dependent Claim 12 words
A compound according to claim 1, wherein Y is vinyl or β-sulfatoethyl.

References Cited (Backward Citations)

DE1924570A1 Cited
US3926944A Cited
GB1372527A Cited
GB1353474A Cited
US4066638A Cited
US4134887A Cited
FR2254675A1 Cited
US4247456A Cited
GB2010882A Cited
US4305874A Cited
US4564672A Cited
US4430259A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-04-20 1990-10-20 1991-04-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-04-20 1994-10-20 1995-04-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-04-20 1998-10-20 1999-04-21 $7700.00 Window Closed / Lapsed

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