Patent US4861344A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4861344A Expired / Lapsed US ⏱️ 0.0 years remaining

Reactive water-soluble azo dyes containing carboxy- or carbamoyl-pydridinium groups for dyeing textiles

Assignee: Hoechst AG
•
Filing: 1987-10-30
•
Granted: 1989-08-29
•
Expires: 2007-10-30
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted or unsubstituted, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH═CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy; n is the number zero or 1; B is a radical of the formula ##STR3## where R is equal to carboxy or carbamoyl; M is hydrogen or an alkali metal; and K is one of five radicals described in the specification, each of which contains a fiber-reactive group. These azo compounds produce fast dyeings on carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers. On cellulose, fast dyeings are also obtained in a weakly acid to neutral medium, for example together with disperse dyes for dyeing a polyester fiber portion.

Inventors

  • 👤 Ludwig Schlafer
  • 👤 Hartmut Springer
  • 👤 Reinhard Hahnle

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 22:46
CPC Classifications
C; C09; C09B; C09B29/00; C09B29/34; C09B29/36; C09B62/00; C09B62/44; C09B62/4401; C09B62/4403; C09B62/4411; C09B62/4415; Y; Y10; Y10S; Y10S8/00; Y10S8/916; Y10S8/918; Y10S8/92; Y10S8/922

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 367 words
A process for dyeing a hydroxy group-containing fiber material in an aqueous bath, wherein a water-soluble azo compound is applied to the material in an aqueous solution and allowed to act on the material from the aqueous solution at a pH value between 4 and 8 and at a temperature between 100° and 150° C. to be fixed on the material, said water-soluble azo compound having the formula ##STR40## in which A is phenylene unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, chlorine, sulfo and carboxy, or A is a group of the formula ##STR41## in which W is a direct bond or a vinylidene group of the formula --CH═CH-- or a group of the formula --NH--CO--NH-- and R* is hydrogen or nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy; B is a pyridinium group of the formula ##STR42## in which R is carboxy or carbamoyl; n is zero or 1; M is hydrogen or an alkali metal; K is a group of the formula ##STR43## the one --SO 3 M group being bonded in the meta- or para-position relative to the --NH--Z group or is ##STR44## in which D is phenylene unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy and sulfo, or is naphthylene unsubstituted or substituted by 1 or 2 sulfos; R 1 is hydrogen, chlorine, alkyl group of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; R 2 is hydrogen or alkyl of 1 to 4 carbon atoms; G is carboxy, methyl or carbalkoxy of 2 to 5 carbon atoms; Y is a vinyl, β-sulfatoethyl or β-chloroethyl; M has the abovementioned meaning; m is zero or 1; Z is α- or β-bromoacryloyl or is β-chloropropionyl, β-chloroethylsulfonylbenzoyl or (β-chloroethylsulfonylmethyl)-benzoyl or a group of the formula ##STR45## in which D and Y have the abovementioned meanings and Hal is chlorine or fluorine; one of the sulfo, sulfato and carboxy groups forming an anion equivalent to the pyridinium cation.
Claim 2
Dependent Claim 367 words
A process for dyeing a hydroxy group-containing fiber material in an aqueous bath, wherein a water-soluble azo compound is applied to the material in an aqueous solution and allowed to act on the material from the aqueous solution at a pH value between 4 and 8 and at a temperature between 100° and 150° C. to be fixed on the material, said water-soluble azo compound having the formula ##STR40## in which A is phenylene unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, chlorine, sulfo and carboxy, or A is a group of the formula ##STR41## in which W is a direct bond or a vinylidene group of the formula --CH═CH-- or a group of the formula --NH--CO--NH-- and R* is hydrogen or nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy; B is a pyridinium group of the formula ##STR42## in which R is carboxy or carbamoyl; n is zero or 1; M is hydrogen or an alkali metal; K is a group of the formula ##STR43## the one --SO 3 M group being bonded in the meta- or para-position relative to the --NH--Z group or is ##STR44## in which D is phenylene unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy and sulfo, or is naphthylene unsubstituted or substituted by 1 or 2 sulfos; R 1 is hydrogen, chlorine, alkyl group of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; R 2 is hydrogen or alkyl of 1 to 4 carbon atoms; G is carboxy, methyl or carbalkoxy of 2 to 5 carbon atoms; Y is a vinyl, β-sulfatoethyl or β-chloroethyl; M has the abovementioned meaning; m is zero or 1; Z is α- or β-bromoacryloyl or is β-chloropropionyl, β-chloroethylsulfonylbenzoyl or (β-chloroethylsulfonylmethyl)-benzoyl or a group of the formula ##STR45## in which D and Y have the abovementioned meanings and Hal is chlorine or fluorine; one of the sulfo, sulfato and carboxy groups forming an anion equivalent to the pyridinium cation.
Claim 3
Dependent Claim 41 words
A process according to claim 1, wherein, in the azo compound, A is para-phenylene or a sulfo-substituted para-phenylene or a 2,2'- or 3,3'-disulfodiphen-4,4'-ylene or a group of the formula ##STR46## in which M has the meaning set forth in claim 1.
Claim 4
Dependent Claim 14 words
A process according to claim 1, wherein, in the azo compound, Y is β-sulfatoethyl.
Claim 5
Dependent Claim 14 words
A process according to claim 2, wherein, in the azo compound, Y is β-sulfatoethyl.
Claim 6
Dependent Claim 15 words
A process according to claim 1, wherein the fiber material is a cellulose fiber material.
Claim 7
Dependent Claim 19 words
A process according to claim 1, wherein dyeing is carried out at a pH value between 5 and 7.5.
Claim 8
Dependent Claim 25 words
A process as claimed in claim 5, wherein the fiber material used is a cellulose fiber/polyester fiber blend or a cellulose fiber/cellulose triacetate fiber blend.
Claim 9
Dependent Claim 25 words
A process as claimed in claim 6, wherein the fiber material used is a cellulose fiber/polyester fiber blend or a cellulose fiber/cellulose triacetate fiber blend.

References Cited (Backward Citations)

DE2634308A1 Cited
GB2008145A Cited
GB2008144A Cited
US4323497A Cited
US4378312A Cited
US4300902A Cited
US4453945A Cited
EP0167219A1 Cited
US4626589A Cited
GB2159829A Cited
US4686286A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-08-28 1993-02-27 1993-08-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-08-28 1997-02-27 1997-08-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-08-28 2001-02-27 2001-08-29 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag