US3291556A - Process for dyeing wool yarn and preparations for use therein - Google Patents

Process for dyeing wool yarn and preparations for use therein Download PDF

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Publication number
US3291556A
US3291556A US324185A US32418563A US3291556A US 3291556 A US3291556 A US 3291556A US 324185 A US324185 A US 324185A US 32418563 A US32418563 A US 32418563A US 3291556 A US3291556 A US 3291556A
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United States
Prior art keywords
weight
wool
levelling agent
dyeing
percent
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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US324185A
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English (en)
Inventor
Berger Alfred
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BASF Schweiz AG
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Ciba AG
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Classifications

    • 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
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/14Wool
    • D06P3/20Wool using mordant dyes using metallisable dyes
    • 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
    • D06P1/00General 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
    • D06P1/44General 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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/52General 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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
    • D06P1/5264Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
    • D06P1/5292Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds containing Si-atoms
    • 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
    • D06P1/00General 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
    • D06P1/44General 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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/60General 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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
    • D06P1/607Nitrogen-containing polyethers or their quaternary derivatives
    • 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
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/14Wool
    • 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
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/14Wool
    • D06P3/148Wool using reactive dyes
    • 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
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/14Wool
    • D06P3/16Wool using acid dyes
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/907Nonionic emulsifiers for dyeing
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/908Anionic emulsifiers for dyeing

Definitions

  • polyglycol ether derivatives containing on an average 20 to 70, preferably 25 to 40, ethenoxy (CH CH -O) groups, of primary or secondary amines containing at least one higher aliphatic residue bound to the amino group or water-soluble salts of acid esters which are derived on one hand from polybasic acids and on the other hand from these polyglycol ether derivatives, can be used as levelling agents in wool dyeing.
  • levelling agents are conventionally used in an amount of about 0.1 to 8 by weight, advantageously of 0.5 to 3% by weight, calculated on the Weight of the material to be dyed.
  • levelling agents of the kind defined above produce very level dyeings on wool fabrics, dyeing of wool yarn with wool dyestuffs, more especially when the wool yarn is dyed in apparatus by the so-called suspension dyeing method, in the presence of the levelling agents refer-red to, the wool yarn generally suffers a varying degree of sticking together, as a result of which the dyeing finally obtained is correspondingly patchy.
  • the wool yarn in hank form undergoes practically no sticking and very level dyeings can be obtained by using dyebaths that contain in addition to the wool dyestuff and the levelling agent defined above (a) Paraffin oil in an amount of over 100, preferably of about 150, percent by weight, referred to the levelling agent,
  • a silicone defoaming agent in an amount of at least 0.1% by weight referred to the levelling agent.
  • the wool yarn is dyed with wool dyestuffs by the dyeing methods conventionally applied to wool.
  • wool dyestuffs for example complex chromium or cobalt compounds of monoazo dyestuffs in which 1 atom of chromium or cobalt is bound in complex union to 2 molecules of azo dyestuff, the molecule of the complex compound being free from any acid groups imparting solubility in water.
  • wool dyestuffs that contain at least one acid group imparting solubility in water, that is to say a carboxylic acid group or a sulphonic acid group not participating in the formation of the metal complex, such as acid wool dyestuffs that are free from metal bound in complex union; complex chromium compounds, containing sulphonic acid groups, of monoazo-dyestuffs in which 1 atom of chromium is bound in complex union with 1 molecule of azo dyestuff; water-soluble reactive dyestuffs and complex chromium or cobalt compounds of monoazo dyestuffs in which 1 atom of chromium or cobalt is bound in complex union with 2 molecules of azo dyestuff, and the molecule of the complex compound may contain one or more than one acid group imparting solubility in water.
  • wool yarn is dyed in dyebaths that contain in addition to the wool dyestuff and a certain leveling agent the above-mentioned proportions of (a) paraffin oil, (b) an emulsifier for paraffin oil, and (c) -a silicone defoaming agent.
  • ethenoxy (CH CH O) groups of preferably unsaturated aliphatic compounds that can be hydroxyethylated, more especially of unsaturated fatty alcohols or fatty acids, for example theadduct of about 6 mols of ethylene oxide with 1 mol of oleyl alcohol, or the adduct of 4 mols of ethylene oxide with 1 mol of oleic acid sorbitan ester, or the esterification product of oleic acid with a polyethyleneglycol having a molecular weight of 300; furthermore non-ionic compounds whose molecule contains fewer than 4 or no ethenoxy groups at all, for example the adduct of 2 to 3 mols of ethylene oxide with 1 mol of oleyl alcohol, or oleyl alcohol itself.
  • CH O ethenoxy
  • the silicone defoaming agents to be used are organopolysiloxanes, for example alkylphenylpolysiloxanes or more especially alkylpolysiloxanes such as methylpolysiloxanes having at 25 C. a viscosity of at least 0.7 centipoise.
  • Preferred silicone defoaming agents are, for ex- 3 ample, the methylpolysiloxanes having at 25 C. a viscosity of 50 to 1500, preferably of about 100 to 500, centipoises. Relevant methylpolysiloxanes correspond to the i la. It
  • R represents a methyl or methoxy group
  • x is a Whole number greater than 1, being for example 50 to 400 or more.
  • the amount of silicone defoarning agent to be used is at least 0.1% by weight, for example 0.7 to about by weight, referred to the weight of the levelling agent. While an addition of more than 10% of defoaming agent is not harmful, it does not oifer any advantage over the specified smaller amounts either.
  • levelling agent the paraffin oil, the emulsifier for paraffin oil and the silicone defoaming agent may be added separately to the dyebath.
  • the present invention includes also stable, more especially aqueous, preparations suitable for dyeing wool yarn with 'WOOl dyestuffs by the present process, said preparations containing in addition to the levelling agent of the kind defined above
  • wool yarn is dyed by the present process very level shades are obtained.
  • the present process is of special value in cases where the previously known methods cause sticking of the wool yarn and as a result the dyeings may easily turn out patchy.
  • Example 1 100 kg. of wool yarn are pre-wetted at C. for 5 minutes in 2000 litres of water in a bank dyeing apparatus (single pole suspension system), whereupon 2 kg. of glacial acetic acid, 10 kg. of crystalline sodium sulfate, 4 kg. of Preparation A described below and 1 kg. of the dyestufi of the formula 2 K Ha li (I) SO Na No.0 8
  • the yarn is dyed a level blue shade and does not tend to stick.
  • Preparation A can be manufactured thus:
  • Example 2 kg. of Wool yarn are pre-wetted for 10 minutes at 50 C. in 1000 litres of water in a hank dyeing apparatus, whereupon 2 kg. of glacial acetic acid, 10 kg. of crystalline sodium sulfate, 4 kg. of Preparation B described below and 1 kg. of the 1:2-chr0mium complex compound of the monoazo dyestuffs of the formula which dyes wool yarn red-brown shades, are added.
  • the temperature is raised to the boil within 45 minutes and the yarn is dyed for one hour at the boil, then cooled, rinsed in cold water and dried. A level red-brown dyeing is obtained, and the wool yarn does not tend to stick.
  • Preparation B can be manufactured thus:
  • Preparation C 80 parts of the reaction product of 30 mols of ethylene oxide with 1 mol of a commercial mixture of primary alkylamines containing about of stearylamine, 55% of arachidylamine and 35% of behenylamine, are melted at 60 C. and neutralised with 2.4 parts of glacial acetic acid. The melt is mixed with 120 parts of paraffin oil, 14.5 parts of oleyl alcohol and 14.5 parts of the adduct of 6 mols of ethylene oxide with 1 mol of oleyl alcohol (emulsifier). While stirring the mixture at 60 C., 116 parts of water are added portionwise within 30 minutes and the whole is mixed with 2 to 5 parts of methylpolysiloxane (silicone defoaming agent). A fine emulsion is obtained.
  • a commercial mixture of primary alkylamines containing about of stearylamine, 55% of arachidylamine and 35% of behenylamine are melted at 60 C. and neutralised
  • Preparation D 80 parts of the reaction product of 30 mols of ethylene oxide with 1 mol of a commercial mixture of primary alkylamines containing about 30% of palmitylamine, 40% of stearylamine, of arachidylamine and 10% of behenylamine are melted at 60 C. and neutralised with 2.4'parts of glacial acetic acid. The melt is then mixed with 120 parts of parafiin oil, 14.5 parts of oleyl alcohol and 14.5 parts of the adduct of 6 mols of ethylene oxide with 1 mol of oleyl alcohol (emulsifier).
  • Example 3 100 kg. of wool yarn are pre-wetted for 5 minutes at 50 C. in 2000 litres of water in a hank dyeing apparatus, whereupon there are added 2 kg. of glacial acetic acid, 10 kg. of crystalline sodium sulfate, 4 kg. of Preparation E described below and 500 g. of the red-dyeing acid dyestulf of the formula Within 30 minutes the temperature is raised to the boil and the yarn is dyed for one hour at the boil, then cooled, rinsed in cold water and dried.
  • Preparation E can be manufactured thus:
  • blue-dyeing dyestufr used in the above example there may be used the blue-dyeing copper phthalocyanine trisulfonic acid.
  • the levelling agent (A) being a polyglycol ether derivative of an at most secondary higher fatty monoamine, said polyglycol ether derivative containing 25 to 40 (ethenoxy) groups, and the wool dyestuff being one which contains at least one acid group imparting solubility in water.
  • a levelling agent which process comprises dyeing the wool yarn in an aqueous dyebath containing in addition to the wool dyestuif and levelling agent (A) (I) paraffin oil in an amount of 100 to 150 percent by Weight, referred to the Weight of the levelling agent (II) an emulsifying agent for paraffin oil in an amount of at least and at most 25 percent by weight, referred to the weight of the parafiin oil, and
  • the levelling agent (A) being a polyglycol ether derivative of an at most secondary higher fatty monoamine, said polyglycol ether derivative containing 25 to 40 CH CH O (ethenoxy) group, and the wool dyestulf being one which contains at least one acid group imparting solubility in water.
  • a levelling agent which process comprises dyeing the Wool yarn in an aqueous dyebath containing in addition to the Wool dyestuff and levelling agent (A) (I) paraffin oil in an amount of :100 to 150 percent by weight, referred to the weight of the levelling agent (II) an emulsifying agent for parafiin oil in an amount of at least 5 and at most 25 percent by weight, re ferred to the weight of the parafiin oil, and
  • the levelling agent (A) being a polyglycol ether derivative of a mixture of amines consisting substantially of amines of the formula wherein n represents a whole positive number of at least and at most 21, and at least percent by weight of the amines present in the mixture having at least 20 carbon atoms, said polyglycol ether derivative containing about 30 CH -CH O (ethenoxy)-groups, and the wool dyestuif being one which contains at least one acid group imparting solubility in water.
  • a stable aqueous dyeing assistant preparation suitable for use in dyeing wool yarn with wool dyestuffs in the presence of a levelling agent said preparation containing a levelling agent (A) and (I) paraffin oil in an amount of at least 100 percent by weight, referred to the weight of the levelling agent (A),
  • the levelling agent (A) being a polyglycol ether derivative of an at most secondary higher fatty monoa'rnine, said polyglycol ether derivative containing 25 to 40 -CH CH -O (ethenoxy) group, and the wool dyestuff being one which contains at least one acid group imparting solubility in water.
  • a stable aqueous dyeing assistant prepartion suitable for use in dyeing wool yarn with wool dyestuffs in the presence of a levelling agent said preparation containing a levelling agent (A) and (I) paraffin oil in an amount to percent by weight, referred to the Weight of the levelling agent (II) an emulsifying agent for parafiin oil in an amount of at least 5 and at most 25 percent by weight, referred to the weight of the paraflin oil, and
  • the levelling agent (A) being a polyglycol ether derivative of an at most secondary higher fatty monoamine, said polyglycol ether derivative containing 25 to 40 CH -CH O (ethenoxy) groups.
  • a stable aqueous dyeing assistant preparation suitable for use in dyeing wool yarn with wool dyestuffs in the presence of a levelling agent said preparation containing a levelling agent (A) and (I) paraffin oil in an amount of 100 to 150 percent by weight, referred to the weight of the levelling agent (II) an emulsifying agent for paraffin oil in an amount of at least 5 and at most 25 percent by weight, referred to the weight of the paraffin oil, and
  • the levelling agent (A) being a polyglycol ether derivative of a mixture of amines consisting substantially of amines of the formula wherein n represents a whole positive number of at least 15 and at most 21, and at least 20 percent by weight of the amines present in the mixture having at least 20 carbon atoms, said polyglycol ether derivative containing about 30 CH CH O- (ethenoxy) groups.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US324185A 1962-11-23 1963-11-18 Process for dyeing wool yarn and preparations for use therein Expired - Lifetime US3291556A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1377462A CH384533A (de) 1962-11-23 1962-11-23 Verfahren zum Färben von Wollgarn mit Wollfarbstoffen

Publications (1)

Publication Number Publication Date
US3291556A true US3291556A (en) 1966-12-13

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US324185A Expired - Lifetime US3291556A (en) 1962-11-23 1963-11-18 Process for dyeing wool yarn and preparations for use therein

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US (1) US3291556A (xx)
AT (1) AT246687B (xx)
BE (1) BE640296A (xx)
CH (1) CH384533A (xx)
ES (1) ES293782A1 (xx)
GB (1) GB999591A (xx)
NL (2) NL142213B (xx)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3954399A (en) * 1972-03-28 1976-05-04 Sumitomo Chemical Company, Limited Process for dyeing nitrogen-containing fibers
US3960486A (en) * 1973-09-27 1976-06-01 Basf Aktiengesellschaft Powdered, highly concentrated and stably dispersible dye formulations
US5665123A (en) * 1993-04-15 1997-09-09 Nippon Sanmo Sensyoku Co., Ltd. Modified wool and process of imparting shrink-proofing property to wool

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1970578A (en) * 1930-11-29 1934-08-21 Ig Farbenindustrie Ag Assistants for the textile and related industries
US2828180A (en) * 1952-05-31 1958-03-25 Anonima Italiana Colori E Affi Water-in-oil dyestuff emulsions and their application to the dyeing and printing of cloths and fibers
US3097039A (en) * 1963-07-09 Hoas oh
US3129052A (en) * 1964-04-14 New dyeing process
US3211512A (en) * 1961-05-25 1965-10-12 Ciba Ltd Paraffin oil dye assistant and wool dyeing therewith

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3097039A (en) * 1963-07-09 Hoas oh
US3129052A (en) * 1964-04-14 New dyeing process
US1970578A (en) * 1930-11-29 1934-08-21 Ig Farbenindustrie Ag Assistants for the textile and related industries
US2828180A (en) * 1952-05-31 1958-03-25 Anonima Italiana Colori E Affi Water-in-oil dyestuff emulsions and their application to the dyeing and printing of cloths and fibers
US3211512A (en) * 1961-05-25 1965-10-12 Ciba Ltd Paraffin oil dye assistant and wool dyeing therewith

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3954399A (en) * 1972-03-28 1976-05-04 Sumitomo Chemical Company, Limited Process for dyeing nitrogen-containing fibers
US3960486A (en) * 1973-09-27 1976-06-01 Basf Aktiengesellschaft Powdered, highly concentrated and stably dispersible dye formulations
US5665123A (en) * 1993-04-15 1997-09-09 Nippon Sanmo Sensyoku Co., Ltd. Modified wool and process of imparting shrink-proofing property to wool

Also Published As

Publication number Publication date
BE640296A (xx) 1964-05-22
AT246687B (de) 1966-04-25
CH384533A (de) 1964-05-30
NL142213B (nl) 1974-05-15
GB999591A (en) 1965-07-28
ES293782A1 (es) 1964-04-01
NL300900A (xx)

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