US3681005A - Dyeing wool in fibrous material containing wool with 1:2 metal complex azo dyes,acid and aromatic hydro-carbons,carboxylic acids/esters or phenols - Google Patents
Dyeing wool in fibrous material containing wool with 1:2 metal complex azo dyes,acid and aromatic hydro-carbons,carboxylic acids/esters or phenols Download PDFInfo
- Publication number
- US3681005A US3681005A US849513A US3681005DA US3681005A US 3681005 A US3681005 A US 3681005A US 849513 A US849513 A US 849513A US 3681005D A US3681005D A US 3681005DA US 3681005 A US3681005 A US 3681005A
- Authority
- US
- United States
- Prior art keywords
- wool
- dyeing
- dyestuffs
- acid
- esters
- 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
Links
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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8214—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing ester and amide 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
- D06P1/651—Compounds without nitrogen
- D06P1/65106—Oxygen-containing compounds
-
- 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
- D06P1/651—Compounds without nitrogen
- D06P1/6515—Hydrocarbons
-
- 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
-
- 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
- D06P3/20—Wool using mordant dyes using metallisable dyes
-
- 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
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
Definitions
- the present invention provides a process for dyeing wool or blends consisting of wool and polyester fibres.
- dyestuffs of the indicated type would offer the particular advantage that, analogously to dispersion dyestuffs usual for the dyeing of polyester fibres, they could be dispersed in the cold in simple manner so that it would not be necessary any more in the preparation of the dyebath to boil the dyestuff in an aqueous medium.
- the complex metal dyestuffs concerned are often used in practice for dyeing the wool portion of blends of polyester fibres and wool the polyester portion of which is dyed with dispersion dyestuffs. Since the complex metal dyestuffs containing such solubilizing groups are soluble in the heat at a sufficient concentration only, their joint dissolution or dispersion with dispersion dyestuffs, which should be dispersed as cold as possible, is yet causing difficulties. A simultaneous dissolution of these dyestuif mixtures, however, would simplify the dyeing process and at the same time be time saving.
- fibrous woolen or wool-containing materials can be dyed with 1:2 complex-metal compounds of azo dyestuffs sparingly soluble or insoluble in water when the dyebath comprises, besides the cited dyestuffs and an acid and/or acid-yielding substances or, optionally, other customary adjuvants, auxiliaries acting as carriers.
- the present invention is based on the observation that the above specified auxiliaries, of which it is known that they act with hydrophobic fibre only and that have been employed, recently, as carriers for dyeing polyester fabrics with dispersion dyestuffs, surprisingly, serve in the dyeing of animal fibres, especially wool, with 1:2 complex-metal compounds of azo dyestuffs insoluble or sparingly soluble in water to improve the affinity of these dyestuffs to textile materials. Thereby very good color yields and deeper shades are obtained.
- the material to be dyed is treated in known manner for about 10 minutes on a winch beck, an X-shaped bobbin dyeing apparatus or another convenient dyeing machine, at about 40 to 60 C., in a dyebath not yet containing the dyestuff with an acid, for example acetic acid and/or an acidyielding substance, e.g., ammonium acetate or sulfate and an auxiliary acting as carrier.
- the pH of the pretreatment bath should be maintained in the neutral to acid range, preferably between 4 and 6.
- the sparingly soluble or insoluble complex-metal dyestuff is subsequently stirred with 10-40 times the amount of cold to warm water having a temperature of 20 to 50 C.
- the liquor is allowed to act on the material at said temperatures for another 10 minutes. Then the temperature is raised to the boil within, generally, 45 to 60 minutes or to about 106 C., the material being subsequently dyed at said temperatures for another one or two hours and finally rinsed.
- the soobtained dyeings are treated for 20 minutes in a fresh bath containing a non-ionic detergent of, for example, the type of a highly-ethoxylated fatty acid polyglycol ether and acetic acid at temperatures ranging from 60 to 80 C. and the goods are, subsequently, rinsed.
- the final cleaning may also consist in treating for 20 miuutes at 40 to 50 C. in a fresh bath containing hydrosulfite, ammonia and a non-ionic detergent, for example an oxethylated alkylphenol, acidifying, subsequently, the dyed material and rinsing it.
- auxiliaries for carrying out the process of the invention for the dyeing of wool essentially all products which, generally act as carriers in the dyeing of polyester fibres with dispersion dyestulfs may serve such, for example, as aromatic hydrocarbons, halogenated aromatic hydrocarbons, aromatic carboxylic acids or their esters, derivatives of phenols and other substances or, optionally, mixtures thereof.
- aromatic hydrocarbons particularly, o-phenylphenol, p-phenylphenol, diphenyl, o-dichlorobenzene, terephthalic acid dialkyl esters and hydroxyalkyl ethers of phenols (cf. German patent specification No. 1,001,- 966) are suitable.
- the carrier substances mentioned are mostly compounds sparingly soluble or insoluble in water which, when applied in aqueous preparations should, advantageously, be used in conjunction with a convenient emulsifier such as the oxalkylation products of phenols or phenol derivatives or an emulsifier mixture as disclosed, for example, in Belgian Pat. No. 703,716, should be employed.
- the auxiliaries intended to act in the present dyeing process as carriers are used in concentrations of 0.5 to 10, preferably 2 to 5 g. per litre of dyebath.
- the dyebath may, if required, contain a levelling agent, for example a condensation product of 1 mol of Z-heptadecyl-oxazoline-4-hydroxymethyl ether With 70 mols of ethylene oxide, a dispersing agent, e.g., a condensation product of sulfonated naphthalene and formaldehyde and/or a sequestration auxiliary, such, for example, as a polyphosphonate.
- a levelling agent for example a condensation product of 1 mol of Z-heptadecyl-oxazoline-4-hydroxymethyl ether
- a dispersing agent e.g., a condensation product of sulfonated naphthalene and formaldehyde and/or a sequestration auxiliary, such, for example, as a polyphosphonate.
- the present process can be applied to wool textiles in all stages of manufacture without difference.
- said dyestuif mixtures may also be adjusted for the purpose into the so-called paste form recently practised in trade with dispersion dyestuffs only, without the risk that the wool dyestufi in the mixture crystallizes as may occur with hydrosoluble dyestuffs.
- dyestulfs usual for the purpose may be employed, for example those of the azo or anthraquinone series or of the type of quinaphthalone, the azo dyestuffs, if required, applied in their metallized form.
- the percentages of the dyestuifs, auxiliaries and acids in the elxarcrliples refer to the dry weight of the material to be 4 EXAMPLE 1 10 g. of a wool flannel were treated for 10 minutes at a goods to liquor ratio 1:40 with an aqueous liquor of 40 C. containing 2% of acetic acid (of 30% strength) 5% of ammonium acetate and 3 g./l. of o-phenylphenol.
- Example 2 Dyeing was affected as disclosed in Example 1 using instead of the dyestuff specified in said example a combination of 0.7% of a 1:2 cobalt-complex compound of the dyestufi of formula 0.7% of the 1:2 chromium-complex compound of the dyestufl of formula and 0.7 of the 1:2 chromium complex compound of the dyestufl" of formula as a pulverulent mixture in commercial form and condition.
- a brown uniform dyeing was obtained substantially deeper in shade than produced without auxiliaries.
- EXAMPLE 3 Dyeing was efi'ected analogously as disclosed in Example 1 using instead of the dyestufi specified therein 2% of the 1:2 chromium complex compound of the dyestuff of formula the whole as a pulverulent mixture in commercial form and condition. A uniform red dyeing was obtained distinctly deeper in shade than produced without the use of auxiliaries.
- EXAMPLE 4 The dyeings were produced as described in the Examples 1-3; however, instead of wool flannel as textile material 5 g. of a worsted yarn and a polyester fibre yarn were used.
- the dyebath was heated to boiling temperature within 45 minutes and the goods dyed at the boil for another one and a half hours, whereupon they were rinsed, finally cleaned in an aqueous washing liquor to which a non-ionic detergent of the type of a highly ethoxylated fatty acid polyglycol ether and acetic acid had been added, at 70 C., rinsed again and dried.
- EXAMPLE 7 10 g. of a mixed yarn consisting of polyester fibres and wool (mixing ratio 55:45) were treated for about 10 minutes at a goods to liquor ratio 1:20 with an aqueous liquor having a temperature of 40 C. and containing 2% of acetic acid (of 30% strength) and 5% ammonium acetate.
- EXAMPLE 8 The dyeing was produced as described in Example 1, however using instead of the o-phenylphenol indicated in said example as auxiliary the products given below Quantity used Using the above mentioned auxiliaries according to Example 1 there were likewise obtained distinctly deeper shades than produced in the absence thereof.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19681769997 DE1769997A1 (de) | 1968-08-20 | 1968-08-20 | Verfahren zum Faerben von Wolle und Mischungen aus Wolle mit Polyesterfasern |
Publications (1)
Publication Number | Publication Date |
---|---|
US3681005A true US3681005A (en) | 1972-08-01 |
Family
ID=5700357
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US849513A Expired - Lifetime US3681005A (en) | 1968-08-20 | 1969-08-12 | Dyeing wool in fibrous material containing wool with 1:2 metal complex azo dyes,acid and aromatic hydro-carbons,carboxylic acids/esters or phenols |
Country Status (7)
Country | Link |
---|---|
US (1) | US3681005A (nl) |
AT (1) | AT299878B (nl) |
BE (1) | BE737736A (nl) |
CH (2) | CH532683A (nl) |
DE (1) | DE1769997A1 (nl) |
FR (1) | FR2016005B1 (nl) |
GB (1) | GB1262960A (nl) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3932121A (en) * | 1972-10-12 | 1976-01-13 | Hodogaya Kagaku Kogyo Kabushiki Kaisha | Process for the dyeing of modified polyester fibers |
US4820312A (en) * | 1986-08-30 | 1989-04-11 | Hoechst Aktiengesellschaft | Process for dyeing textiles made of polyester fiber/wool blends on jet-dyeing machines |
US20050204486A1 (en) * | 2002-06-05 | 2005-09-22 | Helmut Sieber | Dyeing polyester textile materials |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3702229A (en) * | 1970-12-29 | 1972-11-07 | Ciba Geigy Corp | Printing of anionic dyes on polycarbon-amides of bis(para-aminocyclohexyl)methane and dodecanedioic acid |
US3700405A (en) * | 1970-12-29 | 1972-10-24 | Ciba Geigy Corp | Dyeing of polycarbonamides of bis(paraamino-cyclohexyl)methane and dodecanediodic acid with anionic dyes |
DE2845536B1 (de) * | 1978-10-19 | 1980-03-13 | Hoechst Ag | Verfahren zum gleichmaessigen Echtfaerben von filzfrei ausgeruesteter Wolle mit Metallkomplexfarbstoffen |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB856381A (en) * | 1956-04-04 | 1960-12-14 | Peters Leo | Improvements in and relating to the dyeing of keratinous or regenerated protein-fibres |
FR1174420A (fr) * | 1956-05-28 | 1959-03-11 | Ciba Geigy | Procédé de teinture de mélanges fibreux |
CH444110A (de) * | 1963-02-08 | 1968-02-15 | Ciba Geigy | Verfahren zum Färben und Bedrucken von Wolle |
-
1968
- 1968-08-20 DE DE19681769997 patent/DE1769997A1/de active Pending
-
1969
- 1969-08-12 US US849513A patent/US3681005A/en not_active Expired - Lifetime
- 1969-08-18 AT AT787369A patent/AT299878B/de active
- 1969-08-18 CH CH1247669A patent/CH532683A/de unknown
- 1969-08-18 CH CH1247669D patent/CH1247669A4/xx unknown
- 1969-08-20 GB GB41526/69A patent/GB1262960A/en not_active Expired
- 1969-08-20 FR FR6928546A patent/FR2016005B1/fr not_active Expired
- 1969-08-20 BE BE737736D patent/BE737736A/xx not_active IP Right Cessation
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3932121A (en) * | 1972-10-12 | 1976-01-13 | Hodogaya Kagaku Kogyo Kabushiki Kaisha | Process for the dyeing of modified polyester fibers |
US4820312A (en) * | 1986-08-30 | 1989-04-11 | Hoechst Aktiengesellschaft | Process for dyeing textiles made of polyester fiber/wool blends on jet-dyeing machines |
US20050204486A1 (en) * | 2002-06-05 | 2005-09-22 | Helmut Sieber | Dyeing polyester textile materials |
Also Published As
Publication number | Publication date |
---|---|
FR2016005A1 (nl) | 1970-04-30 |
AT299878B (de) | 1972-07-10 |
CH532683A (de) | 1972-09-29 |
BE737736A (nl) | 1970-02-20 |
FR2016005B1 (nl) | 1975-03-21 |
CH1247669A4 (nl) | 1972-09-29 |
DE1769997A1 (de) | 1971-11-11 |
GB1262960A (en) | 1972-02-09 |
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