US3195974A - Sulfur dye baths containing alkali metal borohydrides and process of dyeing cellulose textiles therewith - Google Patents

Sulfur dye baths containing alkali metal borohydrides and process of dyeing cellulose textiles therewith Download PDF

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Publication number
US3195974A
US3195974A US267931A US26793163A US3195974A US 3195974 A US3195974 A US 3195974A US 267931 A US267931 A US 267931A US 26793163 A US26793163 A US 26793163A US 3195974 A US3195974 A US 3195974A
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US
United States
Prior art keywords
sulfur
dye
water
sodium
alkali metal
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
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US267931A
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English (en)
Inventor
Neale Charles Eric
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Southern Bleachery and Print Works Inc
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Southern Bleachery and Print Works Inc
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Filing date
Publication date
Application filed by Southern Bleachery and Print Works Inc filed Critical Southern Bleachery and Print Works Inc
Priority to US267931A priority Critical patent/US3195974A/en
Priority to GB1040/64A priority patent/GB998946A/en
Priority to FR962039A priority patent/FR1381063A/fr
Priority to CH274264A priority patent/CH408855A/de
Priority to CH2065A priority patent/CH416552A/de
Priority to NL6403267A priority patent/NL6403267A/xx
Application granted granted Critical
Publication of US3195974A publication Critical patent/US3195974A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/30—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using sulfur dyes

Definitions

  • the pre ent invention relates to an improved method of reducing sulfur dyes which reduction may or may not be in conjunction with dyeing of textile materials with the reduced sultur dye. To the extent such reduction i in conjunction with dyeing, the present invention also relates to an improved method of dyeing cellulose textile materials with sulfur dyes.
  • Sulfur dyes are made, for the most part, by reacting sodium sulfide or elemental sulfur with nitroor aminosubstituted aromatic hydrocarbons, like benzene and naphthalene.
  • the exact chemical structure of many sulfur dyes is not presently known. In their initial state they are insoluble in water, and can be converted to water-soluble form. Conversion of the insoluble form to the water soluble form may still not render the dye substantive toward cellulosic fibers, and the water-soluble but insubstantive form many require reduction to the substantive form. The stated conversions have been accomplished through reduction with sodium suulfide (Na S) or sodium sulfhydrate (NaHS) in alkaline medium.
  • Na S sodium suulfide
  • NaHS sodium sulfhydrate
  • the conversions may take place entirely separate and apart from any dyeing operation, and solely to provide the dye in marketable form, such as an aqueous solution of the sulfur dye in water-soluble, cellulose-insubstantive form or in water-soluble, cellulose substantive form.
  • at least a portion of the conversion may take place as part of, or in conjunction with, a dyeing operation.
  • the sulfur dye in water-insoluble form or in Water-soluble, cellulose-insubstantive form may be applied to the cellulosic textile material following which it is reduced to cellulose-substantive form. Eventually the dye on the textile material is oxidized back to its insoluble form.
  • the sulfur dye may be reduced from Water-insoluble, cellulose-insubstantive form to watersoluble, cellulose-substantive form, or the dye may simply be reduced from water-soluble, celiulose-insubstantive form to water-soluble, cellulose-substantive form.
  • the reduction, by the present invention may take place in conjunction with a dyeing operation, as by applying, to the cellulosic textile material, the sulfur dye in waterinsoluble form or in wa ter-soluble, cellulose-insubstantive form, and then reducing the dye, according to the present invention, to cellulose-substantive form.
  • dyeing as used herein includes localized dyeing, that is printing, as well as overall dyeing.
  • the concentration of. sodium sulfide or sodium sulfhydrate may depend upon the extent of reduction and upon the concentration of dye or dyes, which in turn may depend upon the intensity of dyeing desired.
  • the temperature of the reduction medium may vary from ambient or room temperature to elevated temperatures, even as high as 230 F, and the exact temperature may be dictated by the particular dyeing technique used, when the reduction takes place in conjunction with a dyeing operation.
  • the reduction medium may be applied to the dye-containing textile material at room temperature following which the material may be heated, as by steaming.
  • the medium in which the reduction takes place will be alkaline, usually at a pH of at least 9.5. This is normally provided by the addition of a water soluble base, usually an alkali metal salt or hydroxide, like sodium carbonate or sodium hydroxide.
  • the borohydride may be any of the alkali metal borohydrides, especially those of sodium or potassium. Sodium borohydride is presently preferred.
  • the amount of borohydride employed may vary somewhat, depending upon the amount of sulfur dye and upon the conditions, including time and temperature, of exposure of the reduced sulfur dye to oxidation, such as from air, in the particular system used as will be understood by those skilled in the art. Amounts of borohydride between about (3.01% and about 1%, preferably between about 0.1% and about 0.6%, by weight, based on the Weight of the sulfur dye may be used.
  • the reduction may take place separate and apart from any dyeing operation in which case the b0rohydride along with the sulfur-containing reducing agent, may simply be mixed with the sulfur dye to be reduced.
  • the mixing will take place in water, with sufficient base being included to provide the desired alkaline pH.
  • the reduced sulfur dye in Water-soluble, substantive form, may subsequently be applied to the cellulosic textile material.
  • a sulfur dye solution containing the dye in substantive form may be somewhat unstable, particularly during handling and use, with a tendency for the dye to revert to insubstantive form.
  • an alkali metal borohydridernay be added to such a sulfur dye solution, before marketing or at least before application to the cel'lulosic textile material, to maintain the dye in substantive form.
  • the cellulosic textile material containing sulfur dye in cellulosic-insubstantive form is contacted with the reducing medium to reduce the dye to cellulosesubstantive form.
  • the sulfur dye maybe applied to the cellulosic textile material in water-insoluble form or in water-soluble but insubstantive form and then reduced to substantive form according to thepresentinvention.
  • the cellulosic textile material may or may not be dried orpartially dried between application of the sulfur dye and contact with the reducing medium. If the dye in. substantive form is applied to the textile material which is then subjected to a dyeing operation, some or all of the dyecan revert to insubstantive form before contact with the reducing medium.
  • Such textile material containingsulfur dye in insubstantive form, may be treated in accordance with the present invention to reduce the insubstantive form of the sulfur dye to substantive form.
  • the dye is onthecellulosic textile material in cellulose-substantive form, further treatment,
  • the sulfur dye bath may contain the usual additives, such as Glaubers salt, thickeners, surfactants, and the like.
  • regenerated cellulose as well as cotton, in the form of fibers, filaments, yarnsor cloth, in which the cellulosic material may be the sole textile material present or is admixed with other, noncellulosic, materials; a
  • the dye bath is an aqueous solution, at 120 F., madeup of the following:
  • the dyed cloth is extremelyv level in appearance, shows less neppiness and has improved rewettability in subse-' quent resin-finishing, as compared to the same material 7 treated in the same manner but omitting the borohydride.
  • the "dyed cloth is also markedly free from bronziness.
  • the shade uniformity of the run is excellent and shows less variation than that normally anticipated.
  • Example II sulfur dyes, in water-soluble, celluloseinsubstantive form, are reduced to cellulose-substantive form with sodium sulfhydrate and borohydride.
  • Example III In this example water-insoluble sulfur dyes. are reduced to water-soluble, cellulose-substantive form using sodium sulfide and borohyd-ride. A mixture of 6 oz./gal. of C1. Sulfur Brown 37 and 2 oz./gal. of 0.1. Sulfur Green l6,"in water, at 140 F., 7'
  • aqueous solution containing 2.4%, by weight, of sodium sulfide; 0.8% sodium carbonate; 0.05% sodium borohydride, and 0.16% sodium hydroxide is then padded, at 100 F., onto the cloth.
  • the cloth is steamed, at about 225 F., for 30 seconds, rinsed, oxidized with sodium bichroma-te and acetic acid, rinsed, soaped, rinsed and dried, all according to conventional procedure.
  • the results are comparable to those obtained in Example 1.
  • Example IV Water-insoluble sulfur dyes are reduced to water-soluble, cellulose-substantive form using sodium sulfhyd-rate and 'borohydride.
  • Example III The procedure of Example III is followed with 2.4% sodium sulfhydrate, instead of sodium sulfide, in the reducing bath, and using the following mixture of dyes:
  • alkali met-a1 borohydri-de comprises sodium borohydride.
  • alkali metal borohydride comprises sodium bor-o:hydride.
  • alkali metal 'borohydride comprises sodium borohydride.
  • composition of claim 12 having a pH above 9.5.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
US267931A 1963-03-26 1963-03-26 Sulfur dye baths containing alkali metal borohydrides and process of dyeing cellulose textiles therewith Expired - Lifetime US3195974A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
US267931A US3195974A (en) 1963-03-26 1963-03-26 Sulfur dye baths containing alkali metal borohydrides and process of dyeing cellulose textiles therewith
GB1040/64A GB998946A (en) 1963-03-26 1964-01-09 Reduction of sulphur dyes
FR962039A FR1381063A (fr) 1963-03-26 1964-01-30 Procédé perfectionné de réduction des colorants an soufre
CH274264A CH408855A (de) 1963-03-26 1964-03-04 Verfahren zum Färben oder Bedrucken von Cellulosetextilmaterialien mit Schwefelfarbstoffen
CH2065A CH416552A (de) 1963-03-26 1964-03-04 Verfahren zur Herstellung einer marktfähigen Farbstofflösung
NL6403267A NL6403267A (de) 1963-03-26 1964-03-26

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US267931A US3195974A (en) 1963-03-26 1963-03-26 Sulfur dye baths containing alkali metal borohydrides and process of dyeing cellulose textiles therewith

Publications (1)

Publication Number Publication Date
US3195974A true US3195974A (en) 1965-07-20

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US267931A Expired - Lifetime US3195974A (en) 1963-03-26 1963-03-26 Sulfur dye baths containing alkali metal borohydrides and process of dyeing cellulose textiles therewith

Country Status (5)

Country Link
US (1) US3195974A (de)
CH (2) CH416552A (de)
FR (1) FR1381063A (de)
GB (1) GB998946A (de)
NL (1) NL6403267A (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060282957A1 (en) * 2005-06-16 2006-12-21 Schoots Harrie P Method for dyeing textiles

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2091417A (en) * 1933-01-23 1937-08-31 Gen Aniline Works Inc Sulphur dyestuff preparations
US2745788A (en) * 1954-04-30 1956-05-15 Gillette Co Dyeing with quinones or hydroquinones and borohydrides and compositions therefor
GB818790A (en) * 1957-04-16 1959-08-26 Farbefabriken Bayer Ag Process for printing textile fabrics with vat dyestuffs
US2993743A (en) * 1961-07-25 i i ttts
US3118724A (en) * 1957-10-11 1964-01-21 Dieter Goerrig Processes for reduction of organic substances with alkali-metal borohydrides in the presence of catalysts
US3118868A (en) * 1960-11-07 1964-01-21 Holliday Co Ltd L B Sulphurised vat dyestuffs in solubilised form
US3124411A (en) * 1964-03-10 Method for dyeing textile materials

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2993743A (en) * 1961-07-25 i i ttts
US3124411A (en) * 1964-03-10 Method for dyeing textile materials
US2091417A (en) * 1933-01-23 1937-08-31 Gen Aniline Works Inc Sulphur dyestuff preparations
US2745788A (en) * 1954-04-30 1956-05-15 Gillette Co Dyeing with quinones or hydroquinones and borohydrides and compositions therefor
GB818790A (en) * 1957-04-16 1959-08-26 Farbefabriken Bayer Ag Process for printing textile fabrics with vat dyestuffs
US3118724A (en) * 1957-10-11 1964-01-21 Dieter Goerrig Processes for reduction of organic substances with alkali-metal borohydrides in the presence of catalysts
US3118868A (en) * 1960-11-07 1964-01-21 Holliday Co Ltd L B Sulphurised vat dyestuffs in solubilised form

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060282957A1 (en) * 2005-06-16 2006-12-21 Schoots Harrie P Method for dyeing textiles
US7201780B2 (en) * 2005-06-16 2007-04-10 Rohm And Haas Company Method for dyeing textiles

Also Published As

Publication number Publication date
CH416552A (de) 1966-07-15
CH274264A4 (de) 1965-11-30
CH408855A (de) 1966-09-30
FR1381063A (fr) 1964-12-04
GB998946A (en) 1965-07-21
NL6403267A (de) 1964-09-28

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