US3311444A - Dyeing or printing synthetic polyamide textile material - Google Patents

Dyeing or printing synthetic polyamide textile material Download PDF

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Publication number
US3311444A
US3311444A US418907A US41890764A US3311444A US 3311444 A US3311444 A US 3311444A US 418907 A US418907 A US 418907A US 41890764 A US41890764 A US 41890764A US 3311444 A US3311444 A US 3311444A
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US
United States
Prior art keywords
parts
textile material
dyeing
synthetic polyamide
polyamide textile
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
Application number
US418907A
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English (en)
Inventor
Krallmann Reinhold
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BASF SE
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BASF SE
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Publication date
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Publication of US3311444A publication Critical patent/US3311444A/en
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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B13/00Oxyketone dyes
    • C09B13/02Oxyketone dyes of the naphthalene series, e.g. naphthazarin
    • 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
    • D06P1/0048Converting dyes in situ in a non-appropriate form by hydrolysis, saponification, reduction with split-off of a substituent
    • 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
    • D06P3/24Polyamides; Polyurethanes
    • D06P3/26Polyamides; Polyurethanes using dispersed dyestuffs
    • 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

Definitions

  • This invention relates to a method of dyeing or printing synthetic polyamide textile material in fast black shades and to synthetic p-olyamide textile material which has been dyed black using 5,8-dihydroxy-1,4-naphthoquinone.
  • Dyeing of synthetic polyamide textile material in fast black shades usually offers difficulty because hardly any unitary dyes are available. As a rule it is necessary to use dye mixtures the individual components of which often exhibit unequal affinity and which in many cases have only unsatisfactory fastness properties. There is therefore a demand for a method by means of which very fast black dyeings or prints can be obtained on textile material of synthetic polyamides in a simple way.
  • synthetic polyamide textile material is dyed a very fast black by treating the said material at temperatures of from 90 to 220 C. with 5,8-dihydroxy-1,4-naphthoquinone.
  • This treatment is carried out by conventional methods of application, for example with dye liquors or print pastes.
  • textile material examples include fibers, filaments, threads, flock, Woven cloth and knitted cloth.
  • polyamides are those obtained by polymerization of epsilon-caprolactam, omega-undecanic acid or hexamethylene diamine with adipic acid or which contain such polymers.
  • Dyeings or prints in black shades having good fastness are obtained on the said textile material according to the new process.
  • the black dyeings are distinguished by good fastness to light and rubbing and very good wet fastness properties.
  • naphthazarin 5,8-dihydroxy-1,4-naphthoquinone has already been proposed as a mordant dye for vegetable fibers or for W001, but this compound has not been able to achieve any technical importance (Helvetica Chimica Acta, volume XXVI, part I (1943), 92). Since according to the prior art method, naphthazarin would only go onto the fiber if the material had been rnordanted with metal salts, such as aluminum salts or calcium salts, it could not have been expected that such good and fast dyeings would be obtained with naphthazarin on polyamide textile material Without metal mordants.
  • metal salts such as aluminum salts or calcium salts
  • the naphthazarin may be used in a form which has been made soluble, for example by sodium bisulfite, or preferably in finely divided form.
  • Dyeing of synthetic textile material is generally carried out in weakly alkaline to strongly acid aqueous liquors, but preferably in neutral to acid liquors and advantageously at temperatures of from 90 to 125 C.
  • the procedure may however also be that the textile material -is impregnated with an aqueous liquor containing the dye, and the impregnated material is squeezed, dried and heated for a short period at temperatures of from about 140 to 220 C.
  • the dye liquor may have the usual dyeing auxiliaries, for example levelling agents or surfactants, added to it.
  • dye liquors may be used which contain, in 1000 parts, 0.1 to 50 parts of finely divided or solu;
  • bilized dye 0.05 to 10 parts of a conventional dyeing auxiliary, for example the reaction product of 1 mole of sperm oil alcohol and moles of ethylene oxide, 0.5 to 5 parts of an acid, such as formic acid or acetic acid, and 900 to 995 parts of water.
  • a conventional dyeing auxiliary for example the reaction product of 1 mole of sperm oil alcohol and moles of ethylene oxide, 0.5 to 5 parts of an acid, such as formic acid or acetic acid, and 900 to 995 parts of water.
  • print pastes containing as a rule in 1000 parts, 1 to 150 parts of naphthazarin in finely divided or solubilized form, 200 to 650 parts of a conventional thickener, for example crystal gum, if necessary 1 to 50 parts of a conventional printing auxiliary, for example resorcinol, and 250 to 800 parts of water.
  • a conventional thickener for example crystal gum
  • resorcinol for example resorcinol
  • Example 1 A polyhexamethylene diamine adipate cloth is printed with a paste consisting of 70 parts of finely divided naphthazarin, 600 parts of a crystal gum thickening (1:1) and 330 parts of water. The printed cloth is dried and steamed for thirty minutes. The black print obtained has good light fastness and has very good wet fastness properties.
  • Example 2 100 parts of polycaprolactam flock is dyed for ninety minutes at to C. in a liquor consiting of 3000 parts of water, 5 parts of finely divided naphthazarin, 2.5 parts of the reaction product of 1 mole of castor oil and 40 parts of ethylene oxide, and 2 parts of 30% aqueous acetic acid.
  • the black dyeing obtained has good fastness to light and very good wet fastness.
  • a process for dyeing and printing textile material of synthetic polyamides which comprises contacting said material with 5,8-dihydroxy-1,4-naphthoquinone at temperatures from 90 to 220 C.
  • a process as claimed in claim 1 wherein there is applied to said textile material a printing paste containing about 1 to parts of 5,8-dihydroxy-1,4-naphth0quinone per 1000 parts of paste, and the material is then dried and treated with steam.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
US418907A 1963-12-18 1964-12-16 Dyeing or printing synthetic polyamide textile material Expired - Lifetime US3311444A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB74717A DE1259833B (de) 1963-12-18 1963-12-18 Verwendung von Naphthazarin zum Faerben und Bedrucken von synthetischem Textilmaterial

Publications (1)

Publication Number Publication Date
US3311444A true US3311444A (en) 1967-03-28

Family

ID=6978365

Family Applications (1)

Application Number Title Priority Date Filing Date
US418907A Expired - Lifetime US3311444A (en) 1963-12-18 1964-12-16 Dyeing or printing synthetic polyamide textile material

Country Status (9)

Country Link
US (1) US3311444A (de)
AT (1) AT250286B (de)
BE (1) BE657248A (de)
CH (1) CH417525A (de)
DE (1) DE1259833B (de)
DK (1) DK112725B (de)
FR (1) FR1417802A (de)
GB (1) GB1081438A (de)
NL (1) NL6414594A (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992001022A1 (fr) * 1990-07-11 1992-01-23 Ihara Chemical Industry Co., Ltd. Procede de fabrication de colorant noir, produit cosmetique contenant ledit colorant noir et procede d'application

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2687939A (en) * 1954-08-31 Organic compounds useful as dye

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2365809A (en) * 1940-06-29 1944-12-26 Celanese Corp Mordant dyeing of cellulose derivatives
CH323364A (de) * 1953-10-30 1957-07-31 Siemens Ag Aus Strom- und Spannungswandler kombinierter Wandler.
BE639135A (de) * 1962-05-24 1964-04-24

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2687939A (en) * 1954-08-31 Organic compounds useful as dye

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992001022A1 (fr) * 1990-07-11 1992-01-23 Ihara Chemical Industry Co., Ltd. Procede de fabrication de colorant noir, produit cosmetique contenant ledit colorant noir et procede d'application
US5358538A (en) * 1990-07-11 1994-10-25 Ihara Chemical Industry Co., Ltd. Process for production of black coloring material and cosmetics containing said black coloring material and use thereof

Also Published As

Publication number Publication date
FR1417802A (fr) 1965-11-12
AT250286B (de) 1966-11-10
DK112725B (da) 1969-01-13
CH417525A (de) 1967-02-15
NL6414594A (de) 1965-06-21
CH1561864A4 (de) 1966-03-31
DE1259833B (de) 1968-02-01
GB1081438A (en) 1967-08-31
BE657248A (de) 1965-06-17

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