EP0591108A1 - Procédé de teinture de matériaux fibreux contenant de la laine - Google Patents
Procédé de teinture de matériaux fibreux contenant de la laine Download PDFInfo
- Publication number
- EP0591108A1 EP0591108A1 EP93810677A EP93810677A EP0591108A1 EP 0591108 A1 EP0591108 A1 EP 0591108A1 EP 93810677 A EP93810677 A EP 93810677A EP 93810677 A EP93810677 A EP 93810677A EP 0591108 A1 EP0591108 A1 EP 0591108A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- wool
- parts
- dyeing
- weight
- dyed
- 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.)
- Granted
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
- D06P1/642—Compounds containing nitrogen
- D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino 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
- 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
-
- 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
- Y10S8/93—Pretreatment before dyeing
Definitions
- the present invention relates to a new process for high-temperature dyeing wool or wool-containing fiber materials.
- auxiliaries in order to counteract fiber damage which occurs in particular during high-temperature dyeing.
- auxiliaries Many of the known auxiliaries contain formaldehyde or release formaldehyde when heated, which is not toxicologically harmless.
- the present invention thus relates to a process for dyeing wool-containing fiber materials with anionic dyes, which is characterized in that these materials are prepared in the presence of a reaction product of an epihalohydrin and an amine of the formula R - NH2 (1), where R is hydrogen or C1-C6 alkyl, dyes as wool protection.
- R as C1-C6 alkyl is e.g. n- or iso-propyl, n-, iso-, sec- or tert-butyl, straight-chain or branched pentyl or hexyl or, preferably, methyl or ethyl.
- R preferably represents hydrogen, methyl or ethyl and particularly preferably hydrogen.
- Epihalohydrins suitable for the production of the wool protection agents according to the invention are, for example, epibromohydrin or preferably epichlorohydrin.
- the wool protection agents according to the invention are prepared by reacting the amine of the formula (1) with excess epihalohydrin; a molar ratio of 1-5 moles of epihalohydrin per mole of amine of formula (1), preferably 2.5-3 moles of epihalohydrin per mole of amine of formula (1) and particularly preferably 3 moles of epihalohydrin per mole of amine of formula (1) as workable.
- the reaction is preferably carried out in an aqueous medium at temperatures of ⁇ 100 ° C and the exotherm that occurs is controlled by suitable cooling. It is preferred here to use the reactants e.g.
- the reaction times can vary within wide limits, but are generally 1 to 24 hours and preferably 2-10 hours.
- the solution of the reaction product obtained can then be used in a conventional manner, e.g. by subjecting it to steam distillation to remove unwanted by-products.
- the wool preservative is obtained in the form of an aqueous solution, the water content of which can be determined and, if necessary, adjusted to a certain value.
- the general procedure is to obtain the wool-containing fiber material in the presence of e.g. 0.5 to 10% by weight, preferably 1 to 6% by weight, based on the weight of the material to be dyed, dyes wool protection agent according to the invention.
- a preferred embodiment of the present invention relates to a method for dyeing wool-containing fiber materials with anionic dyes, which is characterized in that these materials in the presence of 0.5 to 10 wt .-%, based on the weight of the material to be dyed, from a reaction product 2.5-3.0 molar equivalents of epichlorohydrin and 1 molar equivalent of amine of the formula R - NH2 (1), where R is hydrogen, methyl or ethyl, dyes as a wool protection agent.
- a particularly preferred embodiment of the present invention relates to a process for dyeing wool-containing fiber materials with anionic dyes, which is characterized in that these materials are present in the presence of 1 to 6 % By weight, based on the weight of the material to be dyed, of a reaction product of 2.5-3.0 mol equivalents of epichlorohydrin and 1 mol equivalent of ammonia as wool preservative.
- the wool-containing fiber material can be wool alone or a mixture of e.g. Trade wool / polyamide or wool / polyester.
- Mixtures of wool and synthetic polyamide are preferably dyed with anionic dyes and mixtures of wool and polyester fibers are preferably dyed with disperse and anionic dyes. Suitable anionic dyes and disperse dyes are known to the person skilled in the art.
- the fiber material can be in various stages of processing, e.g. in the form of yarns, flakes, sliver, knitwear such as knitwear or knitted fabrics, as a nonwoven fabric or preferably as a woven fabric.
- the mixed fiber materials are preferably fiber blends of wool and polyester, which are generally present in a proportion of 20 to 50 parts by weight of wool to 80-50 parts by weight of polyester.
- the fiber mixtures preferred for the process contain 45 parts of wool and 55 parts of polyester fibers.
- the liquor ratio can be selected within a wide range in the process according to the invention; it is e.g. 1: 1 to 1: 100 and preferably 1:10 to 1:50.
- the dyebath can contain other customary additives.
- other customary additives e.g. Mineral acids, organic acids and / or their salts, which serve to adjust the pH value of the dye bath, further electrolytes, leveling agents, wetting agents and defoamers and, if dyeing wool / polyester mixtures, carriers and / or dispersant.
- the dye bath has a pH of e.g. 4 to 6.5 and preferably from 5.2 to 5.8.
- the process according to the invention is generally carried out at a temperature of e.g. 60 to 130 ° C carried out.
- the dyeing is expediently carried out by the exhaust process, for example at a temperature in the range from 60 to 106 ° C., preferably from 95 to 98 ° C.
- the dyeing time can vary depending on the requirements, however, it is preferably 60-120 minutes.
- the dyeing of the polyester / wool mixed fiber materials is advantageously carried out in a single bath from an aqueous liquor using the exhaust process. It is preferably dyed by the so-called high-temperature process in closed, pressure-resistant apparatus at temperatures above 100 ° C., expediently between 110 and 125 ° C. and preferably at 118 to 120 ° C. and, if appropriate, under pressure.
- the mixed fiber materials can also be processed by the usual carrier dyeing process at temperatures below 106 ° C, e.g. in the temperature range from 75 to 98 ° C in the presence of one or more carriers.
- the dyeing of the polyester / wool mixed fiber materials can be carried out by first treating the material to be dyed with the wool protection agent and, if appropriate, the carrier, and then dyeing. One can also proceed in such a way that the material to be dyed is treated simultaneously with the wool preservative, the dyes and, if appropriate, auxiliaries.
- the textile mixed fiber material is preferably added to a liquor which contains the wool protection agent and, if appropriate, other customary auxiliaries and has a temperature of 40-50 ° C., and the material is treated at this temperature for 5 to 15 minutes.
- the temperature is then increased to about 60 to 70 ° C., the dye is added, the mixture is slowly heated to the dyeing temperature and then dyeing is carried out at this temperature for about 20 to 60, preferably 30 to 45 minutes. Finally, the liquor is cooled to about 60 ° C and the colored material is worked up as usual.
- Parts mean parts by weight, percentages by weight.
- the water content of the reaction solution is determined and the mixture is made up by adding dist. Water to an active substance content of 50 wt .-% and receives 7526 parts of a slightly yellow, clear, practically odorless 50% solution of the wool protection agent.
- the reaction mixture is then subjected to steam distillation in order to drive off by-products formed, in particular 1,3-dichloro-2-propanol and 1-chloro-2,3-propanediol.
- the water content of the reaction solution is determined and the mixture is made up by adding dist. Water to an active substance content of 40 wt .-% and receives 518 parts of a slightly yellow, clear, practically odorless 40% solution of the wool protection agent.
- 100 parts of a mixed fabric, consisting of 55% polyester and 45% wool, are in a circulation apparatus with a liquor 2.0 parts of an aqueous preparation according to Example 1, 0.5 parts of a sulfated fatty amine polyglycol ether, 1.0 parts of a commercially available auxiliary mixture (based on carboxylic and phosphoric acid aromatic compounds) and 2.0 parts sodium acetate contains in 1200 parts of water and is adjusted to pH 5.5 with acetic acid, 5 min. pretreated at 40 ° C.
- the liquor is then heated to 120 ° C within 30 minutes, whereby at 70 ° C 2.0 parts of the dye mixture consisting of 1.6% by weight of dye of the formula 60% by weight of dye of the formula 5.0% by weight of dye of the formula 4.0 parts of dye of the formula 3.3 parts of dye of the formula 15.0 parts of dye of the formula and 10 parts of sodium sulfate be added to the fleet. It is stained for 40 min. at 120 ° C and then cools the dye liquor to 60 ° C. The usual post-wash is then carried out. You get a rub-fast, level, red tone-on-tone coloring without loss of wool quality.
- 100 parts of a wool fabric with a m2 weight of 180 g are in 1000 parts of an aqueous liquor containing 4 parts of ammonium sulfate, 2 parts of an aqueous preparation according to Example 1 and 0.5 parts of a Treated naphthalenesulfonic acid condensate product at 50 ° C for 10 min; the pH of the liquor is previously adjusted to about 6 with acetic acid. Then 3 parts of the dye of the formula added and a further 5 min. treated. The dyeing liquor is then removed within approx. 45 min. heated to approx. 98 ° C and the tissue for 60 min. colored at this temperature. Then allow to cool to approx. 60 ° C, rinse as usual and dry the dyed fabric. You get a rub-fast, level blue color without negatively influencing the wool quality.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH3078/92 | 1992-10-01 | ||
CH307892 | 1992-10-01 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0591108A1 true EP0591108A1 (fr) | 1994-04-06 |
EP0591108B1 EP0591108B1 (fr) | 1996-06-05 |
Family
ID=4248141
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP93810677A Expired - Lifetime EP0591108B1 (fr) | 1992-10-01 | 1993-09-23 | Procédé de teinture de matériaux fibreux contenant de la laine |
Country Status (9)
Country | Link |
---|---|
US (1) | US5435807A (fr) |
EP (1) | EP0591108B1 (fr) |
JP (1) | JPH06192973A (fr) |
AU (1) | AU668588B2 (fr) |
CA (1) | CA2107292A1 (fr) |
DE (1) | DE59302811D1 (fr) |
ES (1) | ES2088654T3 (fr) |
NZ (1) | NZ248805A (fr) |
ZA (1) | ZA937267B (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999028546A1 (fr) * | 1997-11-27 | 1999-06-10 | Ciba Specialty Chemicals Holding Inc. | Procede de coloration de matieres fibreuses contenant de la laine |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2672458B2 (ja) * | 1993-11-05 | 1997-11-05 | ツヤック株式会社 | 蛋白繊維製品の低温染色化剤及びこれを用いた染色法 |
US5830240A (en) * | 1996-10-23 | 1998-11-03 | Solutia Inc. | Fibers and textile materials having enhanced dyeability and finish compositions used thereon |
US5944852A (en) * | 1996-10-23 | 1999-08-31 | Solutia Inc. | Dyeing process |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1977252A (en) * | 1933-05-12 | 1934-10-16 | Du Pont | Vat dyestuff paste |
US1977250A (en) * | 1933-05-12 | 1934-10-16 | Du Pont | Vat dyestuff paste |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3441609A (en) * | 1964-03-24 | 1969-04-29 | Us Agriculture | Ammonia-epichlorohydrin reaction products |
US3544363A (en) * | 1965-11-09 | 1970-12-01 | Cassella Farbwerke Mainkur Ag | Dyed textile materials having improved wet fastness properties and method of producing same |
US4054542A (en) * | 1975-04-14 | 1977-10-18 | Buckman Laboratories, Inc. | Amine-epichlorohydrin polymeric compositions |
GB1543572A (en) * | 1975-05-09 | 1979-04-04 | Iws Nominee Co Ltd | Fibre treatment process |
JPS60134080A (ja) * | 1983-12-16 | 1985-07-17 | 一方社油脂工業株式会社 | 繊維材料の染色性改良方法、カチオン性の繊維反応性化合物及びその製造方法 |
US4728337A (en) * | 1985-11-08 | 1988-03-01 | Ciba-Geigy Corporation | Assistant combination and use thereof as wool textile finishing agent |
DE3706176A1 (de) * | 1987-02-26 | 1988-09-08 | Sandoz Ag | Mischung mit synergistischen eigenschaften |
EP0447352B1 (fr) * | 1990-03-15 | 1994-12-21 | Ciba-Geigy Ag | Procédé pour améliorer le rendement et la solidité au mouillé de la teinture ou de l'impression avec des colorants anioniques de matériau fibreux cellulosique |
-
1993
- 1993-09-23 EP EP93810677A patent/EP0591108B1/fr not_active Expired - Lifetime
- 1993-09-23 ES ES93810677T patent/ES2088654T3/es not_active Expired - Lifetime
- 1993-09-23 DE DE59302811T patent/DE59302811D1/de not_active Expired - Fee Related
- 1993-09-24 US US08/126,815 patent/US5435807A/en not_active Expired - Fee Related
- 1993-09-28 JP JP5240912A patent/JPH06192973A/ja active Pending
- 1993-09-29 CA CA002107292A patent/CA2107292A1/fr not_active Abandoned
- 1993-09-29 NZ NZ248805A patent/NZ248805A/en unknown
- 1993-09-30 ZA ZA937267A patent/ZA937267B/xx unknown
- 1993-09-30 AU AU48741/93A patent/AU668588B2/en not_active Ceased
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1977252A (en) * | 1933-05-12 | 1934-10-16 | Du Pont | Vat dyestuff paste |
US1977250A (en) * | 1933-05-12 | 1934-10-16 | Du Pont | Vat dyestuff paste |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999028546A1 (fr) * | 1997-11-27 | 1999-06-10 | Ciba Specialty Chemicals Holding Inc. | Procede de coloration de matieres fibreuses contenant de la laine |
Also Published As
Publication number | Publication date |
---|---|
ES2088654T3 (es) | 1996-08-16 |
CA2107292A1 (fr) | 1994-04-02 |
US5435807A (en) | 1995-07-25 |
EP0591108B1 (fr) | 1996-06-05 |
NZ248805A (en) | 1995-09-26 |
JPH06192973A (ja) | 1994-07-12 |
AU4874193A (en) | 1994-04-14 |
AU668588B2 (en) | 1996-05-09 |
ZA937267B (en) | 1994-04-05 |
DE59302811D1 (de) | 1996-07-11 |
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