US3637340A - Process for the dyeing and printing of textile material made of hydrophobic polyesters - Google Patents

Process for the dyeing and printing of textile material made of hydrophobic polyesters Download PDF

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Publication number
US3637340A
US3637340A US794771*A US3637340DA US3637340A US 3637340 A US3637340 A US 3637340A US 3637340D A US3637340D A US 3637340DA US 3637340 A US3637340 A US 3637340A
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United States
Prior art keywords
dyeing
water
component
weight
phenylphenol
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Expired - Lifetime
Application number
US794771*A
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English (en)
Inventor
Hans Mollet
Helmut Hohenegger
Karlheinz Keller
Rudolf Keller
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Novartis AG
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Ciba Geigy AG
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Filing date
Publication date
Priority claimed from CH162268A external-priority patent/CH511327A/de
Priority claimed from CH1652168A external-priority patent/CH547911A/de
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
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Publication of US3637340A publication Critical patent/US3637340A/en
Anticipated expiration legal-status Critical
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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
    • D06P3/34—Material containing ester groups
    • D06P3/36—Material containing ester groups using dispersed dyestuffs
    • 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
    • D06P1/90—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 dyes dissolved in organic solvents or aqueous emulsions thereof
    • D06P1/92—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 dyes dissolved in organic solvents or aqueous emulsions thereof in organic solvents
    • D06P1/928—Solvents other than hydrocarbons
    • 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
    • Y10S8/913—Amphoteric emulsifiers for dyeing
    • Y10S8/914—Amino carboxylic acids
    • 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
    • Y10S8/921—Cellulose ester or ether
    • 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
    • Y10S8/922—Polyester fiber

Definitions

  • ABSTRACT Process for dyeing or printing textile materials made from hydrophobic polyester fibers with dye liquors or inks containing water-dispersible dyestuff and a liquid auxiliary mixture comprising a fiber-swelling agent such as o-phenylphenol, a protective colloid such as polyvinylalcohol, a water-miscible organic solvent, water and optionally for use in dye liquors containing nonionogenic additives a sulfosuccinate or the like anion-active agent whereby foam formation during dyeing or printing is eliminated or at least greatly reduced.
  • a fiber-swelling agent such as o-phenylphenol
  • a protective colloid such as polyvinylalcohol
  • a water-miscible organic solvent water and optionally for use in dye liquors containing nonionogenic additives a sulfosuccinate or the like anion-active agent whereby foam formation during dyeing or printing is eliminated or at least greatly reduced.
  • This present invention relates to a process for dyeing or printing textile material of hydrophobic polyesters, particularly of linear polyesters, or cellulose triacetate in an aqueous medium in the presence of a fiber-swelling agent which acts as a dyeing accelerator.
  • the invention also concerns the dyeing liquors or printing pastes suitable for the process, the compositions of substances acting as dyeing accelerators, as well as the material dyed or printed according to this process.
  • auxiliary agents known as carriers or dyeing accelerators, have to be used for the dyeing of polyester fibers and cellulose triacetate fibers by means of dispersion dyestuffs at temperatures up to approximately 100 C.
  • These carriers are aliphatic, aromatic or aliphatic-aromatic compounds, ranging from those which are completely or partially water-soluble to those which are insoluble in water. These compounds produce a loosening up of the fiber structure, thus facilitating a diffusion of the dyestuff into the fibers.
  • the phenylphenols are especially suitable. The disadvantage of these compounds is, however, that it is comparatively difficult to produce from them aqueous emulsions which are stable on heating.
  • liquid carrier preparations which can be added directly to the dyeing bath.
  • Such liquid preparations for example, ylphenols in organic solvents.
  • the emulsions obtainable in this manner were often insufficiently stable on heating.
  • Attempts have been made to overcome the difficulty by adding certain surfactants or tensides to the carrier solution.
  • this has the disadvantage that an undesirable and troublesome amount of foam is produced during the dyeing process, associated with an unfavorable effect on the dye yield.
  • a process has now been found for the dyeing or printing of organic textile material of hydrophobic polyesters which avoids these disadvantages.
  • the new process comprises dyeing or printing said textile material with a dye liquor or ink con taining a. a water-dispersible mixture;
  • said auxiliary mixture contains, per 100 parts by weight thereof;
  • Suitable as hydrophobic polyester textile material are, e.g., cellulose triacetate fibers and, in particular, the linear polyester fibers of aromatic polycarboxylic acids with polyfunctional alcohols such as, e.g., polyethyleneglycol terephthalate or poly-( l ,4-cyclohexanedimethylol-terephthalate) fibers.
  • polyfunctional alcohols such as, e.g., polyethyleneglycol terephthalate or poly-( l ,4-cyclohexanedimethylol-terephthalate) fibers.
  • These materials can be used together in the form of mixed fabrics or together with other fibers, e.g., polyesterwool fabric, polyester-cotton fabric or polyacrylonitrile mixed fabrics.
  • the water-dispersible dyestuffs used which are difficultly soluble in water and which are present in the dyeing liquor mainly in the form of a fine suspension, can belong to the most varied classes of dyestuffs, for example, the azo, anthraquinone, acridone, perinone, quinophthalone, styryl or nitro dyestuffs.
  • the mixture of auxiliary agents which can be used as dyeing accelerators according to the invention may be composed of the following components: a' finely dispersed fiber-swelling agent, a protective colloid, a water-miscible organic solvent and water.
  • Suitable as the fiber-swelling agent are the usual compounds which can be used for the dyeing of polyester and cellulose triacetate textiles, principally however phenylphenols, especially o-phenylphenol or its water-soluble alkali metal salts.
  • hydrophilic polymers for example, gum arabic, gelatine, but especially polyvinyl alcohol or other analogously acting compounds, can be used.
  • water-miscible organic solvents those may be used, in which the carrier, in particular, o-phenylphenol, is soluble, for example, lower alkanediols, such as l,3-propanediol, or especially ethylene glycol; lower alkoxy-lower alkanol, such as 2- ethoxy ethanol; also N-methyl pyrrolidone, as well as formamide, dimethyl formamide, dimethyl acetamide, acetonitrile and similar dipolar, aprotic solvents.
  • the carrier in particular, o-phenylphenol
  • the carrier in particular, o-phenylphenol
  • An especially advantageous composition of the mixture of the auxiliary agents comprises o-phenylphenol, polyvinyl alcohol, ethylene glycol and water.
  • the new auxiliary mixture for use in dye liquors containing nonionogenic, additives contain a sulfosuccinate or the like aniomactive agent.
  • Suitable as sulfosuccinates are, in particular, the dialkyl esters of the sodium salt of sulfosuccinic acid, wherein each alkyl radical has from four to 12 carbon atoms, e.g., di-isobutyl-sodium-sulfosuccinate, di-n-amyl-sodium-sulfosuccinate, di-n-hexyl-sodium-sulfosuccinate, di-n-octyl-sodium-sulfosuccinate, di-n-dodecyl-sodium-sulfosuccinate and, in particular, di-iso-octyl-sodium-sulfosuceinate.
  • a particularly advantageous composition of the mixture of auxiliary agents comprises o-phenylphenol, polyvinyl alcohol, ethylene glycol, water and at least one part by weight of dialkyl-sodium-sulfosuccinate wherein each alkyl has from four to 12 carbon atoms.
  • the mixture of auxiliary agents is produced by first dissolving, while heating, the polyvinyl alcohol and optionally the dialkyl sulfosuccinate in the appropriate amount of water.
  • a solution of o-phenylphenol in ethylene glycol is prepared at the same time and the two solutions are combined, while stirring, at 50 to 60 C.
  • the aqueous polyvinyl alcohol solution can also be mixed with the ethylene glycol and the o-phenylphenol and optionally the dialkyl sulfosuccinate dissolved in this mixture.
  • a clear to slightly opalescent, almost colorless solution is obtained in both cases.
  • the dye bath or ink can contain 1 to 40 percent, preferably 5 to 20 percent of these mixtures of auxiliary agents, depending on the ratio of liquor to material.
  • the dyebath can optionally contain further additives commonly used for the dyeing or printing of polyester and cellulose triacetate fibers.
  • additives can be, for example, compounds which increase the color yield and brilliancy of the dyeings, such as condensation products from naphthalene sulfonic acids and formaldehyde, condensation products from higher fatty acids with aminoalkyl sulfonates, such as taurine, or sulfated addition products of ethylene oxide with higher fatty acids, also salts such as sodium sulfate, ammonium sulfate, sodium or ammonium phosphates and ammonium polyphosphates, acids such as sulfuric acid, acetic acid or formic acid.
  • the dyeing of the textile material can be carried out applying the usual carrier-dye process with dispersion dyestuffs, whereby the standard dyeing equipment is employed, i.e., winch vat, jigger, star, cheese dyeing or beam-type dyeing equipment.
  • the material to be dyed is run through in the bath at 60 to 70 C. with the mixture of auxiliary agents being used as a dyeing accelerator, whereby the bath has been adjusted to a pH value of 3-6.5, preferably 5, and optionally contains the above-mentioned additional additives.
  • the dyestuff is then added as an aqueous suspension and the temperature continuously increased up to the boiling temperature and, if pressure equipment be used, up to 100 C. Dyeing proceeds at this temperature for 1 to 2 hours.
  • the dyeing is subsequently washed with water and dried preferably at temperatures above 100 C., e.g., at 120 C.
  • the fabric is printed using the printing paste, which in addition to the dyestuff, the thickener and the usual additives, such as e.g., urea, also contains the mixture of auxiliary agents being used as a dyeing accelerator in accordance with the invention.
  • the dyestuff is subsequently fixed by steaming for -50 minutes at 100 C.
  • the printing is completed by rinsing and resoaping.
  • the advantages of the preparation, applicable according to the invention, of the dyeing accelerator lie principally in the fact that, compared with previously known preparations with a content of specific tensides, the troublesome foam formation during dyeing is very greatly reduced or eliminated, and that the color yield with a given amount of active substance is increased. Furthermore, undesirable effects are also avoided, which can occur in consequence of the incompatibility of such tenside with the dispersion agents already contained in the dye liquors.
  • the dyeing accelerator, used according to the invention is in the form of a liquid which is easy to handle. Moreover, by using a solution which is clear under the dyeing conditions, the danger of solid residues remaining on the fiber is avoided.
  • EXAMPLE 1 25 g. of polyester fabric are introduced into 1,000 mi. of dyeing liquor heated to 65 and containing 0.5 g. of ammonium sulphate, 0.1 g. of sodium pyrophosphate (neutral, anhydrous), 0.5 g. of a condensation product from napthalene sulphonic acid and formaldehyde, 0.5 g. of a reaction product of methyl taurine with oleic-acid chloride and 5.0 g. of a mixture comprising 2.25 g. of o-phenylphenol, 2.05 g. of ethylene glycol, 0.125 g.
  • the liquor is then cooled and the fabric rinsed with water at 60, and with water at 20, followed by drying at 120. A very pure blue dyeing is obtained in this manner.
  • the mixture used as dyeing accelerator is produced by firstly dissolving 2.5 percent by weight of the polyvinyl alcohol in 9 percent by weight of water, while stirring and heating to 60-80, followed by 2.5 percent by weight of di-iso-octyl sodium sulphosuccinate. 41 percent by weight of ethylene glycol are then added and, while stirring and at ca. 40-50, 45 percent by weight of o-phenylphenol are dissolved in this mixture. Corresponding solutions of polyvinyl alcohol and of diiso-octyl sodium sulphosuccinate in water and o-phenylphenol in ethylene glycol can also be mixed together while stirring and at 40-5 0.
  • EXAMPLE 2 g. of a polyester-wool mixed yarn (67:33) are introduced into 1,000 ml. of dyeing liquor heated to 65 and containing 0.5 g. of ammonium sulphate, 0.1 g. of sodium pyrophosphate (neutral, anhydrous), 1.0 ml. of acetic acid, 1.0 g. of a condensation product from naphthalene sulphonic acid and formaldehyde and 5.0 g. of a mixture, consisting of and 0.6 g. of the 1:2 chromium complex of the dyestuff 2- amino-4-methylsulphonylphenol 1-3'-chloropheny1-3- methylpyrazol-S-one.
  • Dyeing is performed for a further 15 minutes at 65 and the temperature is then increased within 45 minutes up the boiling point with further dyeing for 90 minutes while boiling.
  • the liquor is then cooled to 60 and the textile material is first rinsed in water at 60 and then in water at 20", followed by drying at An orange dyeing of high I color intensity is obtained in this manner.
  • EXAMPLE 3 33.3 g. of a polyester-cotton mixed fabric (65:35) are introduced into 1,000 mi. of dyeing liquor heated to 65 and containing 0.5 g. of ammonium sulphate, 0.5 g. of a condensation product from naphthalene sulphonic acid and formaldehyde, 0.5 g. of a reaction product of methyltaurine with oleic-acid chlorine and 5.0 g. of a mixture consisting of 2.25 g. of o-phenylphenol, 0.125 g. of di-iso-butyl sodium sulphosuccinate (85%), 2.05 g. of ethylene glycol, 0.125 g.
  • the textile material is then rinsed with water at 60 and then in a new bath (ratio of material to liquor 1:30), which contains 3 ml./l. of sodium hydroxide solution (38B.), 2 g./l. of sodium dithionite, 1 g./l. of a condensation product from 1 mol of coconut oil fatty acid and 2 mols of diethanolamine, the textile material is treated for 30 minutes at 80. it is then well rinsed and the cotton constituent is dyed as usual.
  • a new bath ratio of material to liquor 1:30
  • 2 g./l. of sodium dithionite 1 g./l. of a condensation product from 1 mol of coconut oil fatty acid and 2 mols of diethanolamine
  • EXAMPLE 4 25 g. of polyester fabric are introduced into 1,000 ml. of dyeing liquor heated to 65 and containing 0.5 g. of ammonium sulphate, 0.1 g. of sodium pyrophosphate (neutral, anhydrous), 0.5 g. of a condensation product from naphthalene sulphonic acid and formaldehyde, 0.5 g. of a reaction product of methyl taurine with oleic-acid chloride and 5.0 g. of a mixture comprising 2.5 g. of o-phenylphenol, 2.0 g. of ethylene glycol, 0.15 g.
  • the liquor is then cooled and the fabric rinsed with water at 60, and with water at 20, followed by drying at 120. A very pure blue dyeing is obtained in this manner.
  • the mixture used as a dyeing accelerator is produced by first dissolving 3 percent by weight of the polyvinyl alcohol in 7 percent by weight of water, while stirring and heating to 60-80. 40 percent by weight of ethylene glycol is then added and, while stirring and at ca. 4050, 50 percent by weight of o-phenylphenol is dissolved in this mixture. Corresponding solutions of polyvinyl alcohol in water and o-phenylphenol in ethylene glycol can also be mixed together while stirring and at 40-50.
  • EXAMPLE 5 g. of a polyester-wool mixed yarn (67:33) are introduced into 1,000 ml. of dyeing liquor heated to 65 and containing 0.5 g. of ammonium sulphate, 0.1 g. of sodium pyrophosphate (neutral, anhydrous),.l.0 ml. of acetic acid, 1.0 g. of a condensation product from naphthalene sulphonic acid and formaldehyde and 5.0 g. of a mixture, consisting of 2.5 g. of o-phenylphenol, 2.0 g. of ethylene glycol, 0.15 g.
  • Dyeing is performed for a further 15 minutes at 65 and the temperature is then increased within 45 minutes up to the boiling point with further dyeing for 90 minutes while boiling.
  • the liquor is then cooled to 60 and the textile material is firstly rinsed in water at 60 and then in water at 20, followed by drying at An orange dyeing of high color intensity is obtained in this manner.
  • EXAMPLE 6 33.3 g. of a polyester-cotton mixed fabric (65:35) are introduced into 1,000 ml. of dyeing liquor heated to 65 and containing 0.5 g. of ammonium sulphate, 0.5 g. of a condensation product from napthalene sulphonic acid and fonnaldehyde, 0.5 g. of reaction product of methyltaurine with oleicacid chloride and 5.0 g. of a mixture consisting of 2.5 g. of ophenylphenol, 2.0 g. of ethylene glycol, 0.15 g.
  • the textile material is then rinsed with water at 60 and then in a new bath (ratio of material to liquor 1:30), which contains 3 ml./l. of sodium hydroxide solution (38B.), 2 g./l. of sodium dithionite, l g./l. of a condensation product from 1 mol of coconut oil fatty acid and 2 mols of diethanolamine, the textile material is treated for 30 minutes at 80. It is then well rinsed and the cotton constituent is dyed as usual.
  • a process for the coloring of textile material selected from fibers of linear high-molecular esters of aromatic polycarboxylic acids and polyfunctional alcohols and fibers of cellulose triacetate, comprising dyeing or printing said textile material with a dye liquor or ink containing:
  • auxiliary mixture contains, per 100 parts by weight thereof;
  • component (a) at least 0.l and not more than about 65 parts by weight of component (a); at least one and not more than 5 parts by weight of component (B); at least 30 and not more than parts by weight of com- Pollen! (7); at least two and not more than 20 parts by weight of component (8); and from 0 to not more than l0 parts by weight of component 3.
  • ethylene glycol as component water
  • dialkylsodium-sulfosuccinate as component (e) wherein each alkyl has from four to 12 carbon atoms.
  • water-miscible organic solvent is selected from lower alkanediols, lower alkoxy-lower alkanols, N -methyl-pyrrolidone, formamide, dimethyl formamide, dimethyl-acetamide and acetonitrile.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
US794771*A 1968-02-02 1969-01-28 Process for the dyeing and printing of textile material made of hydrophobic polyesters Expired - Lifetime US3637340A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH162268A CH511327A (de) 1968-02-02 1968-02-02 Verfahren zum Färben oder Bedrucken von Textilmaterial aus hydrophoben Polyestern
CH1652168A CH547911A (en) 1968-11-06 1968-11-06 Dyeing or printing water-repellent polyester textiles - using compsn contg. fibre-swelling agent esp o-phenylphenol polyvinyl alcohol, a sulphosuccinate and water miscible org. solv

Publications (1)

Publication Number Publication Date
US3637340A true US3637340A (en) 1972-01-25

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Family Applications (1)

Application Number Title Priority Date Filing Date
US794771*A Expired - Lifetime US3637340A (en) 1968-02-02 1969-01-28 Process for the dyeing and printing of textile material made of hydrophobic polyesters

Country Status (5)

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US (1) US3637340A (enrdf_load_stackoverflow)
DE (1) DE1904919C2 (enrdf_load_stackoverflow)
FR (1) FR2001203A1 (enrdf_load_stackoverflow)
GB (1) GB1227514A (enrdf_load_stackoverflow)
NL (1) NL139005B (enrdf_load_stackoverflow)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4179267A (en) * 1972-07-14 1979-12-18 Ciba-Geigy Corporation Stable, highly concentrated dyestuff solutions miscible with water in any proportion
US6200667B1 (en) * 1997-03-24 2001-03-13 Canon Kabushiki Kaisha Cloth for textile printing, and textile printing process using the cloth and print obtained thereby
US6221112B1 (en) 1992-07-15 2001-04-24 Cp Films, Inc. Process for producing a colored polyester film

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2233101A (en) * 1939-01-28 1941-02-25 Nat Aniline & Chem Co Inc Vat dye composition
US2274751A (en) * 1942-03-03 Materials
US3313590A (en) * 1963-09-17 1967-04-11 Allied Chem Polyester dyeing with polychlorobenzene-aryl glycol ether dye solution and said dye solution
US3510243A (en) * 1965-12-09 1970-05-05 Geigy Ag J R Process for the continuous dyeing and printing of fibre material from linear,high molecular esters of aromatic polycarboxylic acids with polyfunctional alcohols
US3512913A (en) * 1965-07-26 1970-05-19 Bexford Ltd Dyeing polyethylene terephthalate film

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB757869A (en) * 1953-11-27 1956-09-26 Ciba Ltd Process for dyeing textile materials and foils composed of polyesters of aromatic dicarboxylic acids
DE964318C (de) * 1955-01-06 1957-05-23 Hoechst Ag Verfahren zum Faerben von Fasergut aus hochpolymeren Polyestern
US2972509A (en) * 1958-07-28 1961-02-21 Deering Milliken Res Corp Compositions and methods for dyeing polyester materials
NL249626A (enrdf_load_stackoverflow) * 1959-03-19
FR1374712A (fr) * 1963-11-08 1964-10-09 Geigy Ag J R Préparations tinctoriales non aqueuses
DE1469712A1 (de) * 1964-12-18 1969-01-02 Bayer Ag Verfahren zum Faerben von Gebilden aus Polyester oder Cellulosetriacetat

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2274751A (en) * 1942-03-03 Materials
US2233101A (en) * 1939-01-28 1941-02-25 Nat Aniline & Chem Co Inc Vat dye composition
US3313590A (en) * 1963-09-17 1967-04-11 Allied Chem Polyester dyeing with polychlorobenzene-aryl glycol ether dye solution and said dye solution
US3512913A (en) * 1965-07-26 1970-05-19 Bexford Ltd Dyeing polyethylene terephthalate film
US3510243A (en) * 1965-12-09 1970-05-05 Geigy Ag J R Process for the continuous dyeing and printing of fibre material from linear,high molecular esters of aromatic polycarboxylic acids with polyfunctional alcohols

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4179267A (en) * 1972-07-14 1979-12-18 Ciba-Geigy Corporation Stable, highly concentrated dyestuff solutions miscible with water in any proportion
US6221112B1 (en) 1992-07-15 2001-04-24 Cp Films, Inc. Process for producing a colored polyester film
US6200667B1 (en) * 1997-03-24 2001-03-13 Canon Kabushiki Kaisha Cloth for textile printing, and textile printing process using the cloth and print obtained thereby

Also Published As

Publication number Publication date
NL6901594A (enrdf_load_stackoverflow) 1969-08-05
DE1904919C2 (de) 1975-11-27
NL139005B (nl) 1973-06-15
FR2001203A1 (fr) 1969-09-26
DE1904919B1 (de) 1970-07-23
GB1227514A (enrdf_load_stackoverflow) 1971-04-07

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