US2178744A - Coloration of textile materials - Google Patents

Coloration of textile materials Download PDF

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US2178744A
US2178744A US170053A US17005337A US2178744A US 2178744 A US2178744 A US 2178744A US 170053 A US170053 A US 170053A US 17005337 A US17005337 A US 17005337A US 2178744 A US2178744 A US 2178744A
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coupling
materials
cellulose
cellulose acetate
constituents
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US170053A
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Ellis George Holland
Topham Charles Finley
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Celanese Corp
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Celanese Corp
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/82Textiles which contain different kinds of fibres
    • D06P3/8204Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/40Cellulose acetate
    • D06P3/44Preparing azo dyes on the material
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/68Preparing azo dyes on the material

Definitions

  • This invention relates to improvements in the coloration of textile materials and particularly to improvements in the coloration of mixed textile materials containing filaments or fibres of organic derivatives of cellulose and other filaments or fibres, for example cotton fibres.
  • mixed textile materials containing filaments, yarns or the like of organic derivatives of cellulose and other 10 filamentary constitutents are solid or cross-dyed by impregnating the materials with diazotisable bases, including diazotisable dyestuffs, which, when diazotised and coupled, form dyestufls both for the organic derivative of cellulose constituents and for the other constituents, and then effecting diazotisation and coupling of the diazotised bases.
  • diazotisable dyestuffs which, when diazotised and coupled, form dyestufls both for the organic derivative of cellulose constituents and for the other constituents, and then effecting diazotisation and coupling of the diazotised bases.
  • the coupling components for the organic derivative of. cellulose constituents are incorporated in the materials before diazotisation.
  • coupling to form the dyestuff for the organic derivative of cellulose materials may take place in the cold, e. g. simultaneously with diazotisation.
  • the coupling component for the organic derivative of cellulose constituent in the materials before diazotisation this is not essential and if desired I the whole of the coupling component or components may be introduced into thefabric or other material after diazotisation.
  • 'boric acid or other sihtable buffering agent may be introduced into the medium containing the coupling component, after cold coupling of the it! diazo compound on the cotton fibre has been effected, in order to assist the coupling of the diazo compound on the cellulose acetate or other organic derivative of cellulose filaments during a treatment at raised temperature.
  • Example 1 60 A cellulose acetate-cotton woven fabric is introduced into a dyebath containing about 3% of a 10% paste containing 1-amino-3-methoxy benzene-4azo-dimethylaniline, 0.4% of a 10% paste containing 4-nitro 2-methoxy amino benzene, about 10% of Chlorazol Black B. H. (Color Index No. 401), about 1% of naphthol A. s., 0.3% of caustic soda and 1% of boric acid.
  • the dyebath ratio is about :1. and the initial temperature is C., the temperature being raised during an hour to about 80 C. Two additions 5 of of Glaubers salt are made during the treatment.
  • the fabric is washed off and diazotised at 10-20 C. for 30 minutes in a 30:1 bath containing about 5% of sodium nitrite and 20% of formic acid. It is then washed off and introduced into a 30:1 bath containing about 1% of naphthol A. S. and 0.3% caustic soda and is worked first for about 30 minutes at a temperature of 10-15" C. to form the cotton dyestufi and then for a further 30 minutes 15 at a temperature of 75 C. to form the cellulose acetate dyestuif. The fabric is then introduced into a cold soap bath having a soap concentration of about 0.25% and containing about 3% of soda ash, the temperature being raised to 75 C. during about half an hour. The fabric is then washed off and dried.
  • Example 2 A mixed cellulose acetate viscose fabric is dyed in a bath containing 10% of ortho-methoxy benzene azoa-naphthylamine and 4% of diazo fast yellow 3GL, exhaustion being assisted, if necessary, by the addition of salt. The material is then diazotised in the cold, rinsed and treated in a bath containing 2% of p-naphthol at room temperature, the temperature being gradually raised to about C.
  • Example 3 A mixed cellulose acetate viscose fabric is dyed in a bath containing the following constituents:
  • Example 4 A cellulose acetateviscose fabric is dyed in a similar manner to that described in Example 3 using a bath containing the following constituents:
  • the fabric is introduced into a diazotising bath for about 30 minutes in which diazotisation is effected and coupling on the cellulose acetate constituents takes place.
  • the fabric is then rinsed and introduced into a bath containing 1% of phenylmethyl-pyrozolone in which coupling on the viscose' takes place.
  • the fabric treated contains about 50% of each type of yarn.
  • the proportions of dyestuffs are calculated on the weights of the respective yarns and the other reagents on the weights of the fabrics, except where otherwise stated.
  • the process of the present invention is applicable to the coloring of mixed yarns, fabrics and other textile materials containing constituents made of cellulose acetate or other organic derivative of cellulose together with other constituents, for example cotton or regenerated cellulose fibres.
  • the organic derivative of cellulose constituents may for example be continuous filaments, obtained for example by the extrusion of a solution of cellulose acetate, spun yarns, made from staple fibres obtained for example from such continuous filaments or by the acetylation of cotton or other cellulosig fibres without destroying their structure, or filamentary materials of relatively high denier such as straw or slit foil.
  • the process is applicable to the production of any suitable azo dyestuffs on the mixed mate rials.
  • suitable bases which may be employed may be mentioned o-chloraniline, para-nitraniline, para-nitrobenzene azo-paraxylidine, m-nitro-p-toluidine, o-anisidine, dianisidine, a-naphthylamine, benzidine, and mono aceto-acetyl 4.4 diamino azobenzene
  • suitable coupling components may be mentioned resorcin, fi-naphthol, anaphthol, amino-phenols and amino-naphthols, oxy-naphthoic acids, ,B-naphthylamine, p.amino diphcnylamine, and fi-keto-acidyl arylides, e. g. diaceto acetyl-o-tolidide.
  • yarns or the like of cellulose acetate and cellulosic filaments, yarns or the like which comprises impregnating the materials with the diazotizable base component andthe coupling component of the dyestuff for the cellulose acetate constituent of the materials and with the diazotizable base component of the dyestuff for the cellulosic constituent of the materials, and then effecting diazotization of the diazotized bases and the coupling of the coupling component for the cellulose derivative dyestufi, and then coupling with a coupling component of the dyestuff for the cellulosic constituents.
  • Process for the coloration with azo dyestuffs of mixed textile materials containing filaments, yarns or the like of organic derivatives of cellulose and cellulosic filaments, yarns or the like which comprises impregnating the materials with the diazotizablc base component and the coupling component of the dyestuff for the organic derivative of cellulose constituent of the materials and with the diazotizable base component of the dyestuff for the cellulosic-constituents of the materials, then diazotizing the base components, applying a coupling component for the dyestufi" of the cellulosic constituents and coupling the same at about room temperature, and subsequently effecting coupling of the components of the dyestuff for the organic derivative of cellulose constituent at a materially higher tempera ture.
  • Process for the coloration with azo dyestuffs of mixed textile aterials containing filaments, yarns or the like of cellulose acetate and cellulosic filaments, yarns or the like which comprises impregnating the materials with the diazotizable base component and the coupling componentof the dyestuil for the cellulose acetate constituent of the materials and With the diazotizable base component of the dyestuff for the cellulosic constituent of the materials, then diazotizing the base components, applying a coupling component for the dyestuff of the cellulosic constituents and coupling the same at about room temperature, and subsequently effecting coupling of the components of the dyestuff for the cellulose acetate constituent at a materially higher temperature.
  • Process for the coloration with azo dyestuffs of mixed textile materials containing filaments, yarns or the like of cellulose acetate and cellulosic filaments, yarns or the like which comprises impregnating the materials with the diazotizable base component and the coupling component of the dyestuff for the cellulose acetate constituent of the materials and with the diazotizable base component of the dyestuff for the cellulosio constituent of the materials, then diazotizing the base components, applying a couthe said coupling component being an arylide of 2:3 hydroxynaphthoic acid, and with'the diazotizable base component of the dyestufi for the cellulosic constituent of the materials, and then efiecting diazotization of the diazotized bases and the coupling of the coupling component for the cellulose derivative dyestuff, and then coupling with a coupling component of the dyestufi forthe cellulosic constituents
  • yarns or the like of cellulose acetate and cellulosic filaments, yarns or the like which comprises impregnatingthe materials with the diazotizable base component and the coupling component of the dyestufi for the cellulose acetate constituent of the materials, the said coupling component beingan'arylide of 2:3 hydroxynaphthoic acid, and

Description

Patented Nov. 7, 1939 UNITED STATES PATENT OFFICE- Spondon, near Derby, England, assignors to Celanese Corporation of America, a corporation of Delaware No Drawing. Application October 20, 1937, Se-
rial No. 170,053. In Great Britain November 9,
7 Claims.
This invention relates to improvements in the coloration of textile materials and particularly to improvements in the coloration of mixed textile materials containing filaments or fibres of organic derivatives of cellulose and other filaments or fibres, for example cotton fibres.
According to the present invention mixed textile materials containing filaments, yarns or the like of organic derivatives of cellulose and other 10 filamentary constitutents are solid or cross-dyed by impregnating the materials with diazotisable bases, including diazotisable dyestuffs, which, when diazotised and coupled, form dyestufls both for the organic derivative of cellulose constituents and for the other constituents, and then effecting diazotisation and coupling of the diazotised bases. Preferably the coupling components for the organic derivative of. cellulose constituents are incorporated in the materials before diazotisation.
With suitable components, coupling to form the dyestuff for the organic derivative of cellulose materials may take place in the cold, e. g. simultaneously with diazotisation. In other cases it may be desirable to treat the materials at an increased temperature, e. g. 60 to 80 C., in the presence of the coupling component after formation of the dyestuff for the cotton or other constituent has been effected at a lower temperature, e. g. 10 to 20 C.
- While it is preferable to incorporate the coupling component for the organic derivative of cellulose constituent in the materials before diazotisation this is not essential and if desired I the whole of the coupling component or components may be introduced into thefabric or other material after diazotisation. In ithls case 'boric acid or other sihtable buffering agent may be introduced into the medium containing the coupling component, after cold coupling of the it! diazo compound on the cotton fibre has been effected, in order to assist the coupling of the diazo compound on the cellulose acetate or other organic derivative of cellulose filaments during a treatment at raised temperature.
The following are examples of the dyeing of mixed fabrics according to the process of the present invention:--
Example 1 60 A cellulose acetate-cotton woven fabric is introduced into a dyebath containing about 3% of a 10% paste containing 1-amino-3-methoxy benzene-4azo-dimethylaniline, 0.4% of a 10% paste containing 4-nitro 2-methoxy amino benzene, about 10% of Chlorazol Black B. H. (Color Index No. 401), about 1% of naphthol A. s., 0.3% of caustic soda and 1% of boric acid. The dyebath ratio is about :1. and the initial temperature is C., the temperature being raised during an hour to about 80 C. Two additions 5 of of Glaubers salt are made during the treatment. After this treatment the fabric is washed off and diazotised at 10-20 C. for 30 minutes in a 30:1 bath containing about 5% of sodium nitrite and 20% of formic acid. It is then washed off and introduced into a 30:1 bath containing about 1% of naphthol A. S. and 0.3% caustic soda and is worked first for about 30 minutes at a temperature of 10-15" C. to form the cotton dyestufi and then for a further 30 minutes 15 at a temperature of 75 C. to form the cellulose acetate dyestuif. The fabric is then introduced into a cold soap bath having a soap concentration of about 0.25% and containing about 3% of soda ash, the temperature being raised to 75 C. during about half an hour. The fabric is then washed off and dried.
The proportions of reagents given above are all based on the weight of the fabric except where otherwise stated.
Example 2 A mixed cellulose acetate viscose fabric is dyed in a bath containing 10% of ortho-methoxy benzene azoa-naphthylamine and 4% of diazo fast yellow 3GL, exhaustion being assisted, if necessary, by the addition of salt. The material is then diazotised in the cold, rinsed and treated in a bath containing 2% of p-naphthol at room temperature, the temperature being gradually raised to about C.
In this manner a dyed mixed fabric is obtained in which the cellulose acetate yarn is dyed a deep purple and the viscose yarn a reddish orange.
Example 3 A mixed cellulose acetate viscose fabric is dyed in a bath containing the following constituents:
Per cent Fast red RL base 1 Naphthol ASLT 2 Sodium hydroxide 0.5 Chlorazol Black BH. (Color Index No. 401)- 10 The alkali is buffered with boric acid or glucose and the material is treated for about an hour at to C. with the addition of 50% of. Glaubers salt to increase the exhaustion of the cotton color. After rinsing the material is introduced into a 15:1 bath containing 5% of sodium nitrite and 20% of formic acid and worked cold for 30 minutes. Diazotisation of the bases and coupling on the cellulose acetate take place in this bath, a deep red color being developed after about 30 minutes. The material is then rinsed and introduced into a fresh bath, containing one gran; per litre of soda ash and 1% of naphthol ASLT dissolved in 0.25% of caustic soda, to complete coupling on the viscose.
In this manner a dyed mixed fabric is obtained in which the cellulose acetate constituents are colored a deep red and the viscose constituents a navy blue, coupling on both the constituents being completed at a temperature of about 30 C.
Example 4 A cellulose acetateviscose fabric is dyed in a similar manner to that described in Example 3 using a bath containing the following constituents:
Per cent Fast red RL base 1 Naphthol ASLT 2 Caustic soda 0.5 Diazo fast green GFL 3 After treatment with the above liquor the fabric is introduced into a diazotising bath for about 30 minutes in which diazotisation is effected and coupling on the cellulose acetate constituents takes place. The fabric is then rinsed and introduced into a bath containing 1% of phenylmethyl-pyrozolone in which coupling on the viscose' takes place.
In this manner a dyed mixed fabric is obtained in which the cellulose acetate constituents are colored a bright red and the viscose constituents green.
In each of the above examples the fabric treated contains about 50% of each type of yarn. In Examples 2-4 the proportions of dyestuffs are calculated on the weights of the respective yarns and the other reagents on the weights of the fabrics, except where otherwise stated.
The process of the present invention is applicable to the coloring of mixed yarns, fabrics and other textile materials containing constituents made of cellulose acetate or other organic derivative of cellulose together with other constituents, for example cotton or regenerated cellulose fibres. The organic derivative of cellulose constituents may for example be continuous filaments, obtained for example by the extrusion of a solution of cellulose acetate, spun yarns, made from staple fibres obtained for example from such continuous filaments or by the acetylation of cotton or other cellulosig fibres without destroying their structure, or filamentary materials of relatively high denier such as straw or slit foil. The process is applicable to the production of any suitable azo dyestuffs on the mixed mate rials. As examples of suitable bases which may be employed may be mentioned o-chloraniline, para-nitraniline, para-nitrobenzene azo-paraxylidine, m-nitro-p-toluidine, o-anisidine, dianisidine, a-naphthylamine, benzidine, and mono aceto-acetyl 4.4 diamino azobenzene, while as examples of suitable coupling components may be mentioned resorcin, fi-naphthol, anaphthol, amino-phenols and amino-naphthols, oxy-naphthoic acids, ,B-naphthylamine, p.amino diphcnylamine, and fi-keto-acidyl arylides, e. g. diaceto acetyl-o-tolidide.
Having described our invention, what we desire to secure by Letters Patent is:
1. Process for the coloration with azo dyestuffs of mixed textile materials containing filaments, yarns or the like of organic derivatives of cellulose and cellulosic filaments, yarns or the like, which comprises impregnating the materials with the diazotizable base component and the couof mixed textile materials containing filaments,
yarns or the like of cellulose acetate and cellulosic filaments, yarns or the like, which comprises impregnating the materials with the diazotizable base component andthe coupling component of the dyestuff for the cellulose acetate constituent of the materials and with the diazotizable base component of the dyestuff for the cellulosic constituent of the materials, and then effecting diazotization of the diazotized bases and the coupling of the coupling component for the cellulose derivative dyestufi, and then coupling with a coupling component of the dyestuff for the cellulosic constituents.
3. Process for the coloration with azo dyestuffs of mixed textile materials containing filaments, yarns or the like of organic derivatives of cellulose and cellulosic filaments, yarns or the like, which comprises impregnating the materials with the diazotizablc base component and the coupling component of the dyestuff for the organic derivative of cellulose constituent of the materials and with the diazotizable base component of the dyestuff for the cellulosic-constituents of the materials, then diazotizing the base components, applying a coupling component for the dyestufi" of the cellulosic constituents and coupling the same at about room temperature, and subsequently effecting coupling of the components of the dyestuff for the organic derivative of cellulose constituent at a materially higher tempera ture.
4. Process for the coloration with azo dyestuffs of mixed textile aterials containing filaments, yarns or the like of cellulose acetate and cellulosic filaments, yarns or the like, which comprises impregnating the materials with the diazotizable base component and the coupling componentof the dyestuil for the cellulose acetate constituent of the materials and With the diazotizable base component of the dyestuff for the cellulosic constituent of the materials, then diazotizing the base components, applying a coupling component for the dyestuff of the cellulosic constituents and coupling the same at about room temperature, and subsequently effecting coupling of the components of the dyestuff for the cellulose acetate constituent at a materially higher temperature.
5. Process for the coloration with azo dyestuffs of mixed textile materials containing filaments, yarns or the like of cellulose acetate and cellulosic filaments, yarns or the like, which comprises impregnating the materials with the diazotizable base component and the coupling component of the dyestuff for the cellulose acetate constituent of the materials and with the diazotizable base component of the dyestuff for the cellulosio constituent of the materials, then diazotizing the base components, applying a couthe said coupling component being an arylide of 2:3 hydroxynaphthoic acid, and with'the diazotizable base component of the dyestufi for the cellulosic constituent of the materials, and then efiecting diazotization of the diazotized bases and the coupling of the coupling component for the cellulose derivative dyestuff, and then coupling with a coupling component of the dyestufi forthe cellulosic constituents.
organic derivatives of cellu- 5 '7. Process for the coloration with aZo dyestuffs of mixed textile materials containing filaments,
yarns or the like of cellulose acetate and cellulosic filaments, yarns or the like, which comprises impregnatingthe materials with the diazotizable base component and the coupling component of the dyestufi for the cellulose acetate constituent of the materials, the said coupling component beingan'arylide of 2:3 hydroxynaphthoic acid, and
with the diazotizable base component of the dyestufi'ifor the cellulosic constituent of the matethe dyestufi of at about frooni temperature, and subsequently efiecting" coupling of the components of theclyestufi 'forthe cellulose acetate constituent at a materiallyfhigher temperature. r
GEORGE HOLLAND ELLIS.
CHARLES FINLEY TOPHAM.
rials',-then,diazotizing the base components, applying a cou-pling component for the cellulosicconstituents and coupling the same
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2583192A (en) * 1949-09-17 1952-01-22 Waite Carpet Company Rug
FR2320383A1 (en) * 1975-08-05 1977-03-04 Hoechst Ag PREPARATION PROCESS ON THE FIBER OF NON-WATER-SOLUBLE AZOIC DYES
US4183727A (en) * 1976-06-05 1980-01-15 Hoechst Aktiengesellschaft Process for the production of water-insoluble azo dyestuffs on the fiber

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2583192A (en) * 1949-09-17 1952-01-22 Waite Carpet Company Rug
FR2320383A1 (en) * 1975-08-05 1977-03-04 Hoechst Ag PREPARATION PROCESS ON THE FIBER OF NON-WATER-SOLUBLE AZOIC DYES
US4082503A (en) * 1975-08-05 1978-04-04 Hoechst Aktiengesellschaft Process for the production of water-insoluble azo dyestuffs on the fiber
US4183727A (en) * 1976-06-05 1980-01-15 Hoechst Aktiengesellschaft Process for the production of water-insoluble azo dyestuffs on the fiber

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