US3467485A - Process for the dyeing of polyamide fibers - Google Patents

Process for the dyeing of polyamide fibers Download PDF

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Publication number
US3467485A
US3467485A US367235A US3467485DA US3467485A US 3467485 A US3467485 A US 3467485A US 367235 A US367235 A US 367235A US 3467485D A US3467485D A US 3467485DA US 3467485 A US3467485 A US 3467485A
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Prior art keywords
acid
wool
parts
liquor
fibers
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US367235A
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Inventor
Alfred Schaeuble
Ernst Adolf Rauchle
Willi Leutenegger
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Novartis AG
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JR Geigy AG
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Priority claimed from CH531262A external-priority patent/CH412787A/de
Priority claimed from CH632463A external-priority patent/CH450352A/de
Priority claimed from CH632563A external-priority patent/CH399412A/de
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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
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02—Material containing basic nitrogen
    • D06P3/04—Material containing basic nitrogen containing amide groups
    • D06P3/14—Wool
    • D06P3/16—Wool using acid dyes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06B—TREATING TEXTILE MATERIALS USING LIQUIDS, GASES OR VAPOURS
    • D06B3/00—Passing of textile materials through liquids, gases or vapours to effect treatment, e.g. washing, dyeing, bleaching, sizing, impregnating
    • D06B3/10—Passing of textile materials through liquids, gases or vapours to effect treatment, e.g. washing, dyeing, bleaching, sizing, impregnating of fabrics
    • D06B3/16—Passing of textile materials through liquids, gases or vapours to effect treatment, e.g. washing, dyeing, bleaching, sizing, impregnating of fabrics in superimposed, i.e. stack-packed, form
    • 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
    • D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/60—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
    • D06P1/613—Polyethers without nitrogen
    • 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
    • D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/60—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
    • D06P1/613—Polyethers without nitrogen
    • D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
    • 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
    • D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642—Compounds containing nitrogen
    • D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
    • 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
    • D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642—Compounds containing nitrogen
    • D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
    • D06P1/6495—Compounds containing carbonamide -RCON= (R=H or hydrocarbons)
    • D06P1/6496—Condensation products from carboxylic acids and hydroxyalkyl amine (Kritchewski bases)
    • 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
    • D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/653—Nitrogen-free carboxylic acids or their salts
    • D06P1/6533—Aliphatic, araliphatic or cycloaliphatic
    • 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
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02—Material containing basic nitrogen
    • D06P3/04—Material containing basic nitrogen containing amide groups
    • D06P3/14—Wool
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06B—TREATING TEXTILE MATERIALS USING LIQUIDS, GASES OR VAPOURS
    • D06B2700/00—Treating of textile materials, e.g. bleaching, dyeing, mercerising, impregnating, washing; Fulling of fabrics
    • D06B2700/09—Apparatus for passing open width fabrics through bleaching, washing or dyeing liquid
    • D06B2700/095—Apparatus for passing open width fabrics through bleaching, washing or dyeing liquid for continuous treatment of open width fabrics, in which the fabric is guided without tension, e.g. superimposed or festooned, in order to extend the duration of treatment
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/904—Mixed anionic and nonionic emulsifiers for dyeing
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/907—Nonionic emulsifiers for dyeing
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/917—Wool or silk
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/924—Polyamide fiber
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/924—Polyamide fiber
    • Y10S8/925—Aromatic polyamide

Definitions

  • the impregnating material comprises a thickened aqueous liquor or a thickened printing paste containing an acid wool dyestutf and a thickener in addition to:
  • a polyglycolether selected from the group consisting of fatty alcohols and saturatedfatty acids having 8 to 14 carbon atoms, each mol of which is condensed with 4 to 12 equivalents of ethylene oxide.
  • the invention also provides impregnation liquors for the dyeing and printing of the polyamide fibers as well as Patented Sept. 16, 1969 "ice compositions for use as dyeing auxiliaries in thickened dye liquors.
  • the present invention concerns processes for the dyeing of polyamide fibers as well as dye liquors suitable for these processes.
  • the continuous dyeing of polyamide fibers is known.
  • a known process consists, for example, in impregnating wool with a preferably thickened aqueous solution of acid wool dyestuffs at temperatures under the drawing temperature of these dyestuffs, then drying the impregnated goods, passing them through a hot acid bath to fix the dyestuff (acid shock method) and then rinsing.
  • this process has considerable disadvantagese.g. it produces uneven dyeingsit has not attained any practical importance.
  • impregnation liquors have also a number of disadvantages. Above all, such impregnation liquors are not stable, as often after a few hours for no apparent external reason they separate irreversibly into two phases, one poor in auxiliaries and the other containing the main amount of dyestufi' and auxiliaries. This phase formation in the'impregnation liquor makes level dyeing, particularly of large batches, more difficult.
  • thickened aqueous solutions of acid wool dyestuffs and thickening agent which, as substantial color transfer agent (carrier), contain a mixture of (a) an active amount of soluble salts of saturated aliphatic monocarboxylic acids having 8 to 14 carbon atoms, (b) polyglycol others which are the condensation products of fatty alchols or fatty acids having 8 to 14 carbon atoms, with ethylene oxide in such amount that the polyglycol ethers contain 4 to 12 ether groups; optionally, the aforesaid color transfer agent may contain other auxiliaries.
  • carrier substantial color transfer agent
  • Natural or synthetic polyamide fibers are impregnated with such liquors at temperatures which are below the drawing temperature of these dyestuifs and the dyeing of the fiber materials so treated is completed by a heat treatment in a humid medium (steam), without or combined with the action of acid (acid shock bath) and then rinsing, preferably in cold water.
  • a humid medium steam
  • acid acid shock bath
  • non-foaming anion active dispersing agents from the class of aromatic sulfonic acids or their water-soluble salts, in particular fl-tetrahydronaphthalene sulfonic acid or a mixture of aand fi-tetrahydronaphthalene sulfonic acid or of their water soluble salts are necessary to maintain the dye liquor in a monophase state when Kritchevsky bases are used, the present process can be performed, completely unexpectedly, without such additions, thus rendering it simpler and more economical to carry out in practice.
  • the temperature at which 60-70% of the amount dyestulf employed in the dyebath has drawn onto the fiber in one minute is at least 70 C. or higher and preferably 90 to 100 C.
  • the impregnation of the fiber materials with the dyestuff must be performed at a temperature below this drawing temperature and above room temperature (20 C.), preferably in the range of 40 to 70 C., and at a pH of at least 5 and up to 11 and even higher, preferably about 6.5 to 8.
  • the impregnation liquor loses its homogeneous nature (monophase), with ensuing drawbacks of multiphase impregnation as set forth above.
  • the process according to the invention is excellently suitable for the continuous dyeing of polyamides, particularly of wool, with a one-phase dyebath of the abovedefined pH, depending on the alkali-resistance of the fiber being dyed.
  • dyebaths containing as carrier solely soluble salts of saturated aliphatic monocarboxylic acids as defined under (a), supra can be used for dyeing the same above-described fibers only in a pH range of 6.5 and higher.
  • the invention thus constitutes an important advance in the art of dyeing nitrogen-containing fibers, and especially of wool on the one hand because, as is well-known, wool is most advantageously dyed in a pH range below 6 and as closely to the isoelectric point of wool as possible. Thanks to the instant invention, this desirable pH range can be approached down to a pH value of about 5. Dyebaths according to the invention should not be used below this pH value because the one-phase system would break down.
  • salts of suitable saturated aliphatic carboxylic acids are used, for example, alkali salts such as lithium, sodium or potassium salts, ammonium salts or N-alkylor N-hydroxyalkylammonium salts or alkoxyalkyl-substituted ammonium salts of caprylic acid, pelargonic acid, capric acid, lauric acid or myristic acid, or of the acid mixtures all comprehended by the inclusive term coconut oil fatty acids, or of decyloxyacetic acid, lauryloxy acetic acid, decylthioacetic acid or of laurylthioacetic acid.
  • alkali salts such as lithium, sodium or potassium salts, ammonium salts or N-alkylor N-hydroxyalkylammonium salts or alkoxyalkyl-substituted ammonium salts of caprylic acid, pelargonic acid, capric acid, lauric acid or myristic acid, or of the acid mixtures all comprehended by
  • N-substituted ammonium salts of the acids mentioned are derived from primary, secondary or tertiary amines, e.g. from monoalkylamines such as methyl, ethyl, propyl or isopropyl amine, from hydroxyalkylamines such as fl-hydroxy-ethyl, or [3- or 'y-hydroxypropyl amine, from dialkylamines such as diethylamine, and, in particular, from bis-(hydroxyalkyl)-amines such as bis-(fi-hydroxyethyl)-amine or bis-('y-hydroxypropyl)-amine or from his (5, dihydroxypropyl)-amine, from N alkyl N- (hydroxyalkyl)-amines such as N-methylor N'ethyl- N-(B-hydroxyethyD-amine or N-methylor N-ethyl-N- (y-hydroxypropyD-amine, also from strong cyclic nitrogen bases
  • B-hydroxyethyl-amine from tri- (B-hydroxyethyl-amine, from N-alkyl bis N (hydroxyalkyl)-amines such as N-rnethylor N-ethyl-N,N-bis-(B hydroxyethyl)-amine or N-methylor N-ethyl-N,N-bis- (B- or 'y-hydroxypropyl)-amine or N-ethyl-N,N-bits- (fin-dihydroxypropyl)-amine, or from diamines, i.e. hydroxyalkylated diamines such as tetrahydroxyethylethylenediamine.
  • N-alkyl bis N (hydroxyalkyl)-amines such as N-rnethylor N-ethyl-N,N-bis-(B hydroxyethyl)-amine or N-methylor N-ethyl-N,N-bis- (B- or 'y-hydroxypropyl)-
  • the alkali, alkylammonium or hydroxyalkylammonium salts mainly the (B-hydroxyethyD- ammonium salts, bis-(fi-hydroxyethyl)-ammonium salts, bis ('y hydroxypropyl) ammonium salts, methyl (B- hydroxyethyl)-ammonium salts, methyl-bis-(fl-hydroxyethyl) ammonium salts or methyl (5, dihydroxypropyl)-ammonium salts of coconut oil fatty acids have proved to be particularly good.
  • component (b) of the mixed carrier in the dyebaths according to the invention namely reaction products of 4 to 12, preferably 5 to 10 equivalents of ethylene oxide with one equivalent of, e.g., octyldecyl-, dodecyl-, tetradecyl-alcohol or with one equivalent of one of the fatty acids mentioned above are used as polyglycol others.
  • auxiliaries mentioned under b) which may be present in the impregnation liquors are essentially the following: inorganic salts such as sodium chloride or sodium sulfate, particularly also chromic acid salts when metallizable dyestulfs are used, also lower alkanoic acids such as acetic acid, but principally amides of saturated aliphatic monocarboxylic acids having 8 to 14 carbon atoms which are derived from primary and secondary amines having at least one low hydroxyalkyl group. When such amides are present in the liquor, the weight ratio of amides to mixture of the water-soluble salts and polyglycolethers must be about 1:2 or less.
  • Suitable amides are derived, for example, from the higher fatty acids and mono-hydroxy-lower alkylamines described above, e.g. B- hydroxyethylamine, y-hydroxypropylamine or fi,'y-dihydroxypropylamine, bis-(hydroxy-lower alkyl)-arnines such as bis-(fl-hydroxyethyD-amine or bis-('y-hydroxypropyD- amine or bis-(a-methyl-B-hydroxyethyl)-amine, N-alkyl- N-(hydroxy-lower alkyl)-amines such as N-methylor N- ethyl-N-(fl-hydroxyethyD-amine or N-methylor N-ethyl- N-( -hydroxypropyl)-amine as well as the lower alkyl ethers, particularly the methyl or ethyl ethers, of the hydroxy-lower alkylamines mentioned such as p-methoxyor fl
  • an aliphatic radical such as an alkyl, alkoxy or alkanoyl radical means a radical from 1 to 4 carbon atoms.
  • the acid wool dyestuffs usable according to the invention i.e. those which are present as anions in a neutral to weakly acid dyebath, can be of any class of dyestuffs desired.
  • they can be metal-free, heavy-metal containing or metallizable monoor poly-azo dyestufis, formazane, anthraquinone, phthalocyanine or nitro dyestuffs.
  • the process according to the invention is suitable in particular for dyeing with metallizable azo dyestuffs, this in the presence of soluble chromic acid salts, or with metal-containing azo dyestuffs, preferably with monoazo dyestuffs which contain 2 molecules of azo dyestuff bound to one heavy metal atom such as chromium or cobalt.
  • the thickeners used are the products known in textile printing, in particular the water soluble salts of alginic acids. However, also cellulose derivatives such as methyl cellulose or soluble salts of carboxymethyl cellulose can be used. Sufficient amounts of thickener should be used in the dye liquors according to the invention to impart to those liquors a viscosity of about 35 to 75 centipoises.
  • Both natural and also synthetic polyamide fibers can be dyed according to the invention.
  • natural polyamides are wool and silk;
  • synthetic polyamides are nylon, Perlon (Perlon-Waren Schweizer notion, Registered Company, Frankfurt am Main, Germany), Rilsan (Socit Organico, Paris, France) or Grilon (F. Emser Werke, Ems, Switzerland), etc.
  • thermd fix conditions i.e. for example at a temperature of 150- 250 is advantageous.
  • the dyeing process according to the invention is employed chiefly for W001. This is finished under more mild conditions, e.g. in a hot to boiling acid bath or by steaming.
  • the polyamide material can be dyed according to the invention in any form desired, for example in the form of flakes, slubbing, yarn or fabrics, the latter two after the conventional chlorination prior to printing, or even without such chlorination.
  • Mixed fibers such as cellulose fibers mixed or encased with polyamides, particularly also in the form of mixed fabrics, can also be dyed, in particular mixed fabrics of wool and polyester fibers such as cellulose acetate, cellulose triacetate and, particularly, polyterephthalic acid diol ester fibers.
  • Only the polyamide (wool) portion can be dyed or also the polyamide portion can be dyed according to the invention and the polyester portion can be dyed simultaneously with dispersion dyestuffs.
  • Impregnation solutions according to the invention are advantageuosly produced by mixof a soluble salt of saturated aliphatic monocarboxylic acid having 8 to 14 carbon atoms and 5 to 30 g.'/liter of a polyglycol ether of fatty alcohols or fatty acids having 8 to 14 carbon atoms, which polyglycol ethers contain 4 to 12 ether groups and optionally other auxiliaries and preferably an amide of saturated, aliphatic monocarboxylic acids having 8 to 14 carbon atoms; the liquor has the above-mentioned pH range, or is adjusted to the same in the usual manner.
  • the polyamide fibers are impregnated advantageously at 4070 C. and then wrung out to the desired content of impregnation liquor which is about 40 to 110% of the weight of the fibers, and preferably at least 80% in the case of wool.
  • the impregnated polyamide fibers are steamed this is done by the usual methods, advantageously with neutral saturated steam. Wool and silk are steamed at about 90-120 C; synthetic fibers are steamed at 90-140" 0.; the preferred temperature range for steaming under substantially ambient pressure is at about 101 to 130 C.
  • the fixing of the dyestuff of the polyamide fibers by 7 treatment in a hot acid bath is performed by the known methods.
  • the content of acid for this purpose is about 5 to 15 g./ liter.
  • the goods are introduced into the acid bath advantageously at -98 C.
  • Inorganic and organic acids are suitable for the acid bath. Examples 1 of suitable inorganic acids are sulfuric acid, phosphoric acid or hydrochloric acid and examples of suitable organic acids are formic acid or acetic acid. Organic acids are preferred, in particular formic acid. In some cases it is useful to also add to the acid bath water-soluble salts, preferably water-soluble calcium salts of mineral acids, in particular calcium chloride.
  • the goods treated by acid shock or by steaming are rinsed with cold or Warm water which can contain the auxiliaries usual in the dyeing industry, e.g., formic acid oracetic acid, or also wetting or wash-active substances.
  • auxiliaries usual in the dyeing industry, e.g., formic acid oracetic acid, or also wetting or wash-active substances.
  • the process for the dyeing of polyamide fibers according to the invention has the following advantages: the impregnation liquor is homogeneous and substantially insensitive to electro lytes; it is thus more stable in the continuous process; in addition, even when producing very deep shades, a more level dyeing is obtained; it is also possible to dye blended wool material of various origin and quality and nevertheless obtain the same good level dyeing as with wool of a single source and quality, particularly when the dyebath contains the above-described amides of saturated aliphatic monocarboxylic acids as adjuvant besides the decisive homogeneity-maintaining mixture of water-soluble salt (a) and polyglycolethers (b).
  • the fibers dyed according to the invention retain a soft feel and can be spun better; also the impregnation liquors are easily produced, they have, so to speak, unlimited stability and they do not substantially soil the apparatus; finally, a previous drying of the impregnated goods can be avoided which is a saving in time and apparatus.
  • this invention concerns a process for producing prints on woollen goods, particularly on non-chlorinated woollen woven fabrics and yarns, by fabric printing methods; it further relates to the printing pastes used for this purpose as well as, as industrial product, the woollen fabrics and yarns so printed.
  • the process according to this aspect of the invention consists in printing unchlorinated woollen fabrics or yarns at room temperature and a pH of at least 2, with a printing paste which contains at least one acid wool dyestulf, which paste contains as carriersoluble salts of saturated, aliphatic monocarboxylic acids having 8 to 14 carbon atoms as well as polyglycol ethers of fatty alcohols or fatty acids having 8 to 14 carbon atoms, which polyglycol ethers have 4 to 12 ether groups, and, optionally, other auxiliaries, and fixing the printed goods by steaming with subsequent rinsing.
  • fabric printing as used in describing this aspect of the invention, there is meant only the textile printing of fabrics or yarn, and not the vigoureux printing methods mentioned hereinbefore.
  • the above-mentioned fixing treatment of the freshly printed-on Woollen fabric or yarn involves drying the said material at a temperature not exceeding 70 C., preferably of about 40 to 60 C., and then steaming the material with saturated steam of about 101-102 C. in a conventional steaming apparatus.
  • the steamed, printed material is then rinsed in cold water and may then either be allowed to dry or may be subjected to other conventional finishing treatments, such as soaping and the like.
  • the printing paste used according to the invention contains, for example, alkali metal salts such as lithium, sodium or potassium salts, or also ammonium salts of caprylic, pelargonic, capric, lauric or myristic acid or the salts of the mixture of acids comprised in the term coconut oil fatty acids, or of decyloxy, lauryloxy, decylmercapto or laurlymercapto acetic acid.
  • alkali metal salts such as lithium, sodium or potassium salts
  • ammonium salts of caprylic, pelargonic, capric, lauric or myristic acid or the salts of the mixture of acids comprised in the term coconut oil fatty acids, or of decyloxy, lauryloxy, decylmercapto or laurlymercapto acetic acid.
  • ammonium ions can contain N-substituents, particularly alkyl groups having 1 to 4 carbon atoms which alkyl groups may be substituted by the hydroxyl group or by a lower alkoxy group, preferably of 1 to 2 carbon atoms.
  • polyglycol ethers having 5 to ether groups are useful in the fabric printing pastes according to the invention.
  • These polyglycol ethers are the reaction products of fatty alcohols or fatty acids, having 8 to 14 carbon atoms, with from 5 to 10 equivalents of ethylene oxide; preferably, lauryl alcohol is used as fatty alcohol, and as fatty acids there are used those mentioned above in the discussion of the carboxylic acid salts, in particular the coconut oil fatty acids.
  • the weight ratio of the fatty acid salts as defined to the polyglycol ethers in the paste is about 1:1.
  • a printing paste which also contains amides obtained by reaction of saturated, aliphatic monocarboxylic acids having 8 to 14 carbon atoms with ammonia or primary or secondary amines which contain at least one hydroxylower alkyl group.
  • amides are derived, for example, from the fatty acids mentioned above in the discussion of the salts of fatty acids and from ammonia or the following aliphatic amines:
  • N-alkyl-N-(hydroxy-lower alkyl)-amines such as N- methylor N-ethyl-N-(B-hydroxyethyl)-amino, or N- methylor N-ethyl-N-(hydroxy-propyl)-amine.
  • the bis-(hydroxyalkyl)-amides of the fatty acids described above, particularly of the coconut oil fatty acids, are preferred, and especially those amides the hydroxyalkyl radicals of which have from 2 to 3 carbon atoms, because they give a particularly good color yield.
  • amides are obtained by reacting esters of suitable fatty acids with lower alkanols, e.g. fatty acid methyl or ethyl ester, with the desired amine, the reaction being performed in the presence of sodium or potassium alcoholate.
  • lower alkanols e.g. fatty acid methyl or ethyl ester
  • the printing paste to be used according to this aspect of the invention contains, as carrier, the fatty acid salts and polyglycol ethers as defined under the first aspect of the invention, as well as, optionally, the amides mentioned above, preferably in amounts of, in all, about to 40 grams, preferably in amounts of about 30 grams per kilogram of paste.
  • thickeners in amounts conventional in the fabric printing industry, in particular soluble types of gum such as so-called crystal-gum, or thickeners having a cellulose basis such as carob bean flour, tragacanth, galactomaunan, British gum, orin alkaline medium also the watersoluble salts of alginic acids, or cellulose derivatives such as methyl cellulose or soluble salts of carboxymethyl cellulose.
  • the paste can also contain acids, in particular lower fatty acids such as formic acid and, mainly acetic acid, organic solvents such as alcohols, particularly lower alkanols such as isopropanol, glycols such as ethylene glycol or thiodiethylene glycol, or triols such as glycerin, as well as carbonic acid amides and thiocarbonic acid amides, in particular urea or thiourea.
  • acids in particular lower fatty acids such as formic acid and, mainly acetic acid, organic solvents such as alcohols, particularly lower alkanols such as isopropanol, glycols such as ethylene glycol or thiodiethylene glycol, or triols such as glycerin, as well as carbonic acid amides and thiocarbonic acid amides, in particular urea or thiourea.
  • the acid wool dyestuffs in the printing paste usable according to this aspect of the invention can be of the most various classes of dyestuffs.
  • they are of the technically proved classes of azo, anthraquinone, phthalocyanine, nitro or formazane dyestuffs which, if desired, may also contain metals such as copper, nickel, chromium or cobalt.
  • azo dyestuffs mainly monoazo dyestuffs are used, e.g.
  • benzene-azohydroxybenzene those of the type benzene-azohydroxybenzene, benzene azo aminobenzene, benzeneazo-hydroxynaphthalene, benzene-azo-aminonaphthalene, benzene azo hydroxypyrazole, 'benzene-azo-aminopyrazole, benzene-azo-acyloacetylarylamide or those of the analogous naphthalene-azoand heterocycle-azo types, whereby as heterocycles, five or six-membered heterocycles, particularly those containing nitrogen, can be mentioned such as thiazoles, imidazoles, triazoles, oxdiazoles, thiadiazoles, pyrimidines, benzothiazoles, 'benzotriazoles, indazoles, quinolines.
  • polyazo dyestuffs can be used.
  • the azo dyestuffs can be metallized, principally by chromium or cobalt, but also by copper or nickel. Particularly favorable results are produced by heavy-metal containing azo dyestuffs, i.e. chromium or cobalt containing azo dyestuffs, preferably monoazo dyestuffs which contain one metal atom bound to two molecules of dyestutf.
  • the woollen fabrics and yarns to be printed according to this aspect of the invention can be of pure wool or mixed fabrics, in the latter case preferably a blended fabric of wool and polyester fibers.
  • polyester is meant high molecular organic esters such as cellulose dito tri-acetate, particularly, however, polymeric esters of aromatic polycarboxylic acids with polyvalent alcohols, especially polyglycol terephthalate. It is possible to print only the wool part or also both the wool and polyester parts together.
  • the woollen fabric or yarn is printed and the printed goods are steamed by conventional methods. Beautiful, strongly colored prints are obtained.
  • the printed goods are advantageously rinsed, for example, with cold or warm water which can contain the auxiliaries usual in textile printing, e.g. formic acid or acetic acid, or, wetting agents or detergents.
  • the auxiliaries usual in textile printing e.g. formic acid or acetic acid, or, wetting agents or detergents.
  • Example 1 40 parts of the commercial form of the chromium complex compound of the monoazo dyestulf Z-aminophenol- 4-methylsulfone- 1-phenyl-3-methyl pyrazolone (molar ratio of dyestuffzchromium is 2:l)-containing about 50% of dextrin as diluting agent '(coupage)-are dissolved in 60-warm mixture of 300 parts of an aqueous 2.5% solution of carob bean flour and 30 parts of a carrier mixture consisting of bis-(fi-hydroxyethyD-amine salt of coconut oil fatty acids and the condensation product of 1 mol of dodecyl alcohol and 5 mols of ethylene oxide in a weight ratio of 1:1, which 30 parts have been admixed with 250 parts of water.
  • a carrier mixture consisting of bis-(fi-hydroxyethyD-amine salt of coconut oil fatty acids and the condensation product of 1 mol of dodecyl alcohol and 5 mols of ethylene oxide in a weight ratio of 1:1,
  • the resulting solution is diluted to 900 parts with warm water (70 C.), and the pH is adjusted to about 6 with dilute acetic acid.
  • the temperature of the mixture should then be about 60.
  • Wool flannel is impregnated at 60 with this, liquor, squeezed out to a liquor content of about 80% calculated on the dry weight of the goods and steamed with saturated steam at 102 under slight excess pressure for 4 minutes.
  • the goods are then washed with a solution containing 1 g./liter of nonylphenol polyglycol ether, then rinsed with water, then washed with an aqueous solution containing 2 mL/liter of 85%-formic acid and, if necessary, again rinsed with water.
  • a level and well-penetrated orange Wool dyeing is obtained which has no so-called sandwich effect.
  • Example 2 Wool flannel is impregnated at 60 with an impregnation liquor produced according to Example 1, first paragraph, and wrung out to a liquorcontent of about 80%.
  • the foularded fabric is passed through a 98-hot aqueous bath which contains 8 ml./liter of aqueous 85%-formic acid at a. rate allowing the material to be in the bath for 5 minutes. Only a negligible bleeding of the dyestuff into the bath occurs.
  • the wool flannel so dyed is then washed for 5 minutes with a 45 warm aqueous solution of 0.5 g./liter of nonylphenol polyglycol ether and then rinsed with cold water.
  • the orange dyeing obtained is well penetrated and has no so-called sandwic effect.
  • Example 3 W001 flannel is impregnated in the foulard at 40 with a liquor which, instead of the metal-containing azo dyestuif mentioned in paragraph 1 of Example 1, contains the dyestuif Polar Brilliant Blue GAW (C.I. 61,135, Acid Blue 127), but which is otherwise produced according to paragraph 1 of Example 1, and wrung out to a liquor content of
  • the goods are then steamed for 4 minutes at 102 under slight excess pressure.
  • the goods are then Washed with a solution containing 1 g./ liter of nonylphenol polyglycol ether, then rinsed with water, washed with an aqueous solution containing 2 mL/Iiter of formic acid and, if necessary, again rinsed with water.
  • a level and well penetrated blue wool dyeing is obtained which has no so-called sandwich effect.
  • the disazo dyestufr coupled in acid medium of the formula NHz Hogsor the dyestufl Neolan Yellow 8GE (C.I. Acid Yellow 101) containing 1 chromium atomzl dyestuff molecule is used and otherwise the procedure described in the example is followed, then equally good and level red or yellow material which is well penetrated is obtained.
  • Example 4 40 parts of the disazo dyestuff Woolen slubbing is impregnated at 60 with this solution, the pH of which has been adjusted to 6 with acetic acid, wrung out to a liquor content of about 80% and steamed for 30 minutes at 98 under slight excess pressure.
  • the goods are then rinsed with a 50 warm aqueous solution of 0.5 g./liter of a condensation product according to U.S.P. 2,089,212, then rinsed with water at about 30, then treated with a 30 warm aqueous solution of 0.2 ml./liter of 85% formic acid and finally rinsed again with 30 warm water.
  • Woollen slubbing which is evenly dyed red is obtained. It can be well combed and spun.
  • Example 5 80 parts of Eriochrome Black A (C.I. 15,710) are dissolved in a 60 warm mixture of 300 parts of a 2.5% sodium alginate solution and 30 parts of a mixture consisting, in a weight ratio of 1:1, of N-methyl-N-(p-hydroxyethyl)-amine salt of coconut oil fatty acid and of the condensation product of 1 mol of coconut oil fatty acids and 5 mols of ethylene oxide, as well as parts of potassium chromate, both said mixture and potassium chromate being dissolved in 250 parts of warm water.
  • the solution obtained is diluted with water to 1000 parts; the temperature should be 20.
  • Woollen slubbing is impregnated with this liquor at 20-30", wrung out to a liquor content of about 100% and steamed with saturated steam for 1 hour at 98.
  • the goods are then rinsed with an aqueous solution of 0.5 g./liter of a condensation product according to U.S.P. 2,089,212 in a back-washing machine, rinsed with water at about 30, then acidified in a new bath with an aqueous 30 warm solution of 0.2 ml./liter of 85% formic acid and finally again rinsed with 30 warm water.
  • Woollen slubbing dyed a level black is obtained. It can be well combed and spun.
  • Example 6 45 parts of Eriochrome Red B (C.I. 18,760), 27.5 parts of Eriochrome Brilliant Red BL (Cl. 17,995) and 0.9 part of Eriochrome Blue SE (C.I. 16,680) are dissolved in a 60 warm mixture of 300 parts of a 2.5 aqueous sodium alginate solution and 30 parts of a mixture of, in a weight ratio of 1:1, N-methyl-N-(fl-hydroxyethyD-amine salt of coconut oil fatty acid and the condensation product of 1 mol of tetradecyl alcohol and 7 mols of ethylene oxide, as well as 10 parts of sodium chromate, in mixture with 250 parts of warm water.
  • the solution obtained is diluted with warm water to 1000 parts.
  • the temperature should be 60.
  • Woollen slubbing is impregnated with this liquor at 60, wrung out to a liquor content of about 80% and steamed for 30 minutes at 98 with saturated steam.
  • the goods are then rinsed with a 50 warm aqueous solution of 0.5 g./liter of a condensation product according to U.S.P. 2,089,212, rinsed with water at about 30, then treated with a 30 warm aqueous solution of 0.2 ml./ liter of 85 formic acid and finally again rinsed with 30 warm water.
  • Example 7 Silk serge is impregnated at 40 with an impregnation liquor produced according to Example 1 paragraph 1, wrung out to a liquor content of 80% and treated for 5 minutes in a 98 warm aqueous bath which contains 8 ml./liter of formic acid. Only a very slight bleeding of the dyestulf into the acid bath occurs. The goods are afterwards washed with a 45 warm aqueous solution of 0.5 g./1iter of nonylphenol polyglycol ether and then rinsed with cold water.
  • Nylon canvas is impregnated with this liquor, wrung out to a liquor content of 50% of the weight of the fibers, steamed for 8 minutes at a temperature of and then rinsed first with hot and then with cold water.
  • Example 9 Nylon canvas is impregnated at 40 with an impregnation liquor produced according to Example 8 paragraph 1 but which only contains 36 of the amount of dyestuif given in that example.
  • the goods are then wrung out to a liquor content of 50% of the weight of the fibres and then treated for 4 minutes in a 98 warm aqueous both containing 4 ml./liter of 85 formic acid. Only an inconsiderable bleeding of the dyestuif into the acid bath occurs.
  • the nylon canvas so dyed is then rinsed with warm and cold water; a good and level olive dyeing is obtained.
  • Example 10 A poly-e-aminocaprolactam (Perlon, Perlon-Waren Schweizer notion, Registered Company, Frankfurt Company, Frankfurt am Main, Germany) is impregnated at 40 with a liquor produced according to Example 9), wrung out to a liquor content of 50% of the weight of the fibres and dried under thermo-fix conditions for 45 seconds at 190.
  • the Perlon canvas so impregnated is entered into a 98 warm aqueous bath which contains 4 ml./liter of 85% formic acid and treated in this bath for 4 minutes at the boil. It is then rinsed first with warm and then with cold water.
  • the solution obtained is diluted with suflicient cold water to make 1000 parts by volume. Woolen slubbing is impregnated at 40 with this liquor, the pH of which has been adjusted to 6 by the addition of acetic acid, wrung out to a liquor content of 103% calculated on the fibres, and then steamed for 8 /2 minutes at 104 with saturated steam.
  • the goods are then washed with a solution containing 1 g./litre of nonyl phenol polyglycol ether and 1 mL/liter of concentrated ammonia solution, then rinsed with Water, then washed with an aqueous solution containing 2 ml./ liter of 85% formic acid and, if necessary, again rinsed with water.
  • the orange-red woolen slubbing so dyed is well penetrated and is very level.
  • the feel of the goods is soft and voluminous and the material can be well combed and spun.
  • Grey coloured woolen slubbing is obtained which is distinguished by a full voluminous feel.
  • the goods can be combed and spun well.
  • the solution obtained is made up of 1000 parts with water.
  • the temperature of the solution should be 60.
  • Wool flannel is impregnated at 60 with this liquor, and wrung out to a liquor content of 80%.
  • the foularded fabric is entered into a 98 warm aqueous bath which contains 8 ml./liter of 85 formic acid and is treated in this bath for 5 minutes.
  • the grey wool flannel dyed in this way is washed with a 45 warm aqueous solution of 0.5 g./liter of nonylphenol polyglycol ether and then rinsed with cold water. In this way a well penetrated grey wool flannel is obtained which has good evenness and is without a so-called sandwic efi'ect.
  • Example 14 Woollen slubbing is foularded at 60 with an impregnation liquor produced according to paragraph 1 of Example 13 but containing the dyestutt Polar Brilliant Blue GAW (C.I. 61,135, Acid Blue 127) instead of the metalcontaining azo dyestuif mentioned in paragraph 1 of example 13, and the wrung out to a liquor content of about
  • the goods are then entered into a 98 warm aqueous bath containing 8 ml./liter of formic acid. The goods are treated in this bath for 5 minutes.
  • the blue woollen slubbing so dyed is well penetrated and can be Well combed and spun.
  • Example 15 Woollen worsted fabric is impregnated at 60 with an impregnation liquor produced according to Example 6, fourth paragraph and the goods are wrung out to a liquor content of 80%.
  • the foularded fabric is then entered into a 98 warm aqueous bath containing 8 mL/liter of 85 formic acid.
  • the fabric is treated in this bath for 5 minutes. An insignificant bleeding of the dyestuff into the acid bath occurs.
  • the goods are then washed with a 45 warm aqueous solution of 0.5 g./litre of nonylphenol polyglycol ether and then rinsed with cold water.
  • Example 16 40 parts of the dyestulf Eriochrome Blue SE (Cl. 16-,- 680) are dissolved in a 60 warm mixture of 300 parts of a 2.5% aqueous sodium aliginate solution, to which are added 15 parts of N-methy1-N-( fi-hydroxyethyl)- amine salt of coconut oil fatty acid and 15 parts of the condensation product of 1 mol of dodecyl alcohol and 5 mols of ethylene oxide as well as 10 parts of potassium chromate in 250 parts of water. The solution obtained is made up to 1000 parts with water and the pH is adjusted to 6 with acetic acid. The temperature should be 60.
  • Wool flannel is impregnated with this liquor at 60 and wrung out to a liquor content of 80%.
  • the foularded fabric is entered into a 98 warm aqueous bath which contains 8 ml./liter of 85% formic acid and treated in this bath for 5 minutes. Only an inconsiderable bleeding of the dyestutf into the acid bath occurs.
  • the blue wool flannel so dyed is then washed with a 45 warm aqueous solution of 0.5 g./litre of nonylphenol polyglycol ether and then rinsed with cold water. In this way a well penetrated very even blue wool flannel is obtained which has no so-called sandwich effect.
  • Example 17 Wool flannel is impregnated and steamed according to Example 1.
  • the goods, while still moist, are entered into a 98 warm aqueous bath which contains 8 ml./liter of 85% formic acid and are kept in this bath for minutes, only an inconsiderable bleeding of the dyestuff occurring.
  • the wool flannel so dyed is then washed in a 45 warm aqueous solution of 0.5 g./liter of nonylphenol polyglycol ether and afterwards rinsed with cold water.
  • Example 18 A fabric consisting of 45 parts of wool and 55 parts of Terylene (I.C.I. Manchester, England) is impregnated and steamed analogously to Example 1. The wool portion of the fabric is dyed orange whilst the polyester portion remains substantially undyed.
  • Example 19 A mixed fabric of wool and cellulose triacetate is impregnated and steamed analogously to Example 1. The wool part of the fabric is dyed orange whilst the triacetate part remains substantially undyed.
  • Example 20 Wool flannel is impregnated in the foulard at 40 with a liquor which, instead of the metal-containing azo dyestuif mentioned in paragraph 1 of Example 1, contains the dyestutf Polar Brilliant Red B (Cl. 17,995, Acid Red 133), but which is otherwise produced according to paragraph 1 of Example 1, and wrung out to a liquor content of 100%.
  • the goods are then steamed for 15 minutes at about 95 to 98 C.
  • the goods are then washed with a solution containing 1 g./liter of nonylphenol polyglycol ether, then rinsed with water, washed with an aqueous solution containing 2 ml./1iter of 85% formic acid and, if necessary, again rinsed with water.
  • a level and well penetrated red wool dyeing is obtained which has no so-called sandwich effect.
  • Neolan Yellow 8GB C.I. Acid Yellow 101
  • 1 chromium atomzl dyestutf molecule containing 1 chromium atomzl dyestutf molecule is used and otherwise the procedure described in the example is followed, then equally good and leve lred or yellow material which is well penetrated is obtained.
  • Example 21 Woollen slubbing is foularded at 60 with an impregnation liquor produced according to paragraph 1 of Example 13 but containing the dyestuff Polar Brilliant Red B (C.I. 17,995, Acid Red 133) instead of the metalcontaining azo dyestutf mentioned in paragraph 1 of Example 13, and then wrung out to a liquor content of about 100%.
  • the goods are then entered into a 98 warm aqueous bath containing 8 ml./liter of 85% formic acid. The goods are treated in this bath for 5 minutes.
  • the red woollen slubbing so dyed is well penetrated and can be well combed and spun.
  • Example 22 20 g. of the dyestuif C.I. Acid 85 (No. 22,245) are mixed with 60 g. of urea and the mixture is pasted with 50 ml. of cold water. 330 ml. of boiling water are poured over the paste and 50 g. of thidiethylene glycol, 400g. of aqueous %-acetic acid and 30 g. of-
  • Closely woven woollen fabric is printed by a conventional fabric printing method with the above paste, dried in a drying chamber at about 50, and then steamed with saturated steam of 101-102" and rinsed with cold water. Vivid, brilliant, scarlet prints are obtained.
  • naphtha1ene-1-phenylaminonaphthalene-S-sul honic acid 6 parts of 0.1.
  • Acid Green 9 No. 42,100
  • Acid range 63 reduced with 15.62 parts of sodium sulphate.
  • the improvement which comprises (a) adding to the impregnation liquor prior to the impregnation of the fiber therewith (1) as color transfer agent for transferring the said acid wool dyestuif during fixing from the deposit on the fiber into the interior of the fiber, an effective amount of a water-soluble salt of a saturated aliphatic monocarboxylic fatty acid having 8 to 14 carbon atoms with a monoto divalent cation selected from the group consisting of alkali metal ion, ammonium ion, lower alkyl-substituted ammonium ion, hydroxy-lower alkyl-substituted ammonium ion, lower 'alkoxyalkyl substituted ammonium ion, morpholinium ion, piperidinium ion, and hydroxy-(lower alkyl)-substituted ethylene-diammonium ion, and
  • polyglycolether selected from the group consisting of fatty alcohols and saturated fatty acids having 8 to 14 carbon atoms, each mole of which is condensed with 4 to 12 equivalents of ethylene oxide, and
  • polyglycolether selected from the group consisting of fatty alcohols and saturated fatty acids having 8 to 14 carbon atoms, each mole of which is condensed with 4 to 12 equivalents of ethylene oxide, and
  • a polyglycolether selected from the group consisting of fatty alcohols and saturated fatty acids having 8 to 14 carbon atoms, each mol of which is condensed with 4 to 12 equivalents of ethylene oxide, and
  • a polyglycolether selected from the group consisting of fatty alcohols and saturated fatty acids having 8 to 14 carbon atoms, each mol of which is condensed with 4 to 12 equivalents of ethylene oxide, and
  • the improvement which comprises (a) adding to the impregnation liquor (1) as color transfer agent for transferring the said acid wool dyestutf during fixing from the deposit on the fiber into the interior of the fiber, an effective amount of water-soluble salt of a saturated aliphatic monocarboxylic fatty acid having 8 to 14 carbon atoms with a monoto divalent cation selected from the group consisting of alkali metal ion, ammonium ion, lower alkyl-substituted ammonium ion, hydroxylower alkyl-substituted ammonium ion, lower alkoxy-alkyl-substituted ammonium ion, morpholinium ion, piperidinium ion, and hydroxy- (lower alkyl)-substituted ethylene diammonium 1on,
  • a polyglycolether selected from the group consisting of fatty alcohols and saturated fatty acids having 8 to 14 carbon atoms, each mol of which is condensed with 4 to 12 equivalents of ethylene oxide,
  • the improvement which comprises (a) adding to the impregnation liquor prior to the impregnation of the fiber therewith (l) as color transfer agent for transferring the said acid wool dyestutf during fixing from the deposit on the fiber into the interior of the fiber, an effective amount of a water-soluble salt of a saturated aliphatic monocarboxylic fatty acid having 8 to 14 carbon atoms with a monoto divalent cation selected from the group consisting of alkali metal ion, ammonium ion, lower alkyl-substituted ammonium ion, hydroxy-lower alkyl-substituted ammonium ion, lower alkoxyalkyl-substituted ammonium ion, morpholinium ion, piperidinium ion, and hydroxy-(lower alkyl)-substituted ethylene-diammonium ion,
  • a polyglycolether selected from the group consisting of fatty alcohols and saturated fatty acids having 8 to 14 carbon atoms, each mol of which is condensed with 4 to 12 equivalents of ethylene oxide, and
  • the weight ratio of (1) to (2) ranging from about 12:1 to1z3, and the weight ratio (3) to the mixture of (1) and (2) being not greater than about 1:2, and
  • An impregnation liquor for the dyeing of polyamide fibers consisting essentially of 1) a thicker-than-water aqueous solution of an aci wool dyestuff,
  • a polyglycolether selected from the group consisting of fatty alcohols and saturated fatty acids having 8 to 14 carbon atoms, each mol of which is condensed with 4 to 12 equivalents of ethylene oxide, the ratio of said color transfer agent to the member defined under (3) being about 1:1.
  • polyglycolether is that of a fatty alcohol having 8 to 14 carbon atoms with 4 to 6 CH -CH O groups.
  • a process for the printing of textile fiber material selected from the group consisting of woollen woven fabric and woollen yarn which process comprises printing on the said material with a thickened printing paste containing an acid wool dyestuff and a thickener at a temperature below the drawing temperature of the dyestuff, whereby the dyestuif is deposited on the fibers of the said material without drawing on the same substantively, and then steaming the printed material in a humid medium, and thereby fixing the dyestuff on the fiber
  • the improvement which comprises (a) adding to the printing paste prior to the printing of the said material therewith 1) as color transfer agent for transferring the said acid wool dyestuif during steaming from the deposit on the fiber into the interior of the fibers, an effective amount of a water-soluble salt of a saturated aliphatic monocarboxylic acid having 8 to 14
  • a polyglycolether selected from the group consisting of fatty alcohols and saturated fatty acids having 8 to 14 carbon atoms, each mol of which is condensed with 4 to 12 equivalents of ethylene oxide,
  • a polyglycolether selected from the group consisting of fatty alcohols and saturated fatty acids having 8 to 14 carbon atoms, each mol of which is condensed with 4 to 12 equivalents of ethylene oxide, and
  • the weight ratio of (1) to (2) ranging from about 12:1 to 1:3, and the weight ratio (3) to the mixture of (1) and (2) being not greater than about 1:2.

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CH531262A CH412787A (de) 1962-05-03 1962-05-03 Verfahren zum Färben oder Bedrucken von natürlichen oder synthetischen Polyamidfasern mit Farbstoffen mit anionischem Charakter
CH632463A CH450352A (de) 1963-05-21 1963-05-21 Verfahren zur Erzeugung von Farbmustern auf unchlorierter Wolle
CH632563A CH399412A (de) 1963-05-21 1963-05-21 Verfahren zur Erzeugung von Farbmustern auf unchlorierter Wolle

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US3963432A (en) * 1972-10-27 1976-06-15 Imperial Chemical Industries Limited Aqueous compositions for use in applying dyestuffs

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US4780105A (en) * 1987-04-15 1988-10-25 Stockhausen, Inc. Composition for dyeing material of synthetic aromatic polyamide fibers: cationic dye and n-alkyl phthalimide
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US8182552B2 (en) * 2006-12-28 2012-05-22 Kimberly-Clark Worldwide, Inc. Process for dyeing a textile web
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US7674300B2 (en) 2006-12-28 2010-03-09 Kimberly-Clark Worldwide, Inc. Process for dyeing a textile web
US20080157442A1 (en) * 2006-12-28 2008-07-03 Kimberly-Clark Worldwide, Inc. Process For Cutting Textile Webs With Improved Microwave Absorbing Compositions
US20080155762A1 (en) * 2006-12-28 2008-07-03 Kimberly-Clark Worldwide, Inc. Process for dyeing a textile web
US7740666B2 (en) * 2006-12-28 2010-06-22 Kimberly-Clark Worldwide, Inc. Process for dyeing a textile web
US20080156157A1 (en) * 2006-12-28 2008-07-03 Kimberly-Clark Worldwide, Inc. Process For Cutting Textile Webs With Improved Microwave Absorbing Compositions
US20080156428A1 (en) * 2006-12-28 2008-07-03 Kimberly-Clark Worldwide, Inc. Process For Bonding Substrates With Improved Microwave Absorbing Compositions
US8632613B2 (en) * 2007-12-27 2014-01-21 Kimberly-Clark Worldwide, Inc. Process for applying one or more treatment agents to a textile web
CN102808338B (zh) * 2012-08-23 2015-08-19 苏州联胜化学有限公司 一种涤纶染色载体及其染色方法

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US3471248A (en) 1969-10-07

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