EP0344560A2 - Procédé de teinture de polyamides naturels ou synthétiques - Google Patents
Procédé de teinture de polyamides naturels ou synthétiques Download PDFInfo
- Publication number
- EP0344560A2 EP0344560A2 EP89109143A EP89109143A EP0344560A2 EP 0344560 A2 EP0344560 A2 EP 0344560A2 EP 89109143 A EP89109143 A EP 89109143A EP 89109143 A EP89109143 A EP 89109143A EP 0344560 A2 EP0344560 A2 EP 0344560A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- dyeing
- dyes
- leather
- wool
- 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.)
- Withdrawn
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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/28—Preparing azo dyes on the material
-
- 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
- D06P3/24—Polyamides; Polyurethanes
- D06P3/241—Polyamides; Polyurethanes using acid 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/14—Wool
- D06P3/16—Wool using acid dyes
Definitions
- the present invention relates to a novel process for dyeing natural or synthetic polyamides using 1: 1 chromium complexes of azo or azomethine dyes containing sulfonic acid groups, the dyes being used in the form of their betaines.
- the dyeing of wool with 1: 1 chromium complex dyes based on azo or azomethine is generally known.
- the wool is treated with the dyes, which are usually present in the form of their sodium salts, in a strongly acidic medium.
- the pH of the aqueous dye liquor is generally around 2.
- the object of the present invention was therefore to provide a method by means of which the material to be dyed is spared as much as possible, but at the same time ensuring sufficient levelness of the coloring.
- betaines of all 1: 1 chromium complexes of azo or azomethine dyes containing sulfonic acid groups are practically suitable for the process according to the invention. Preference is given to the use of betaines which contain one or two sulfonic acid groups.
- betaines from such 1: 1 chromium complex dyes is known and is described, for example, in Ullmann's Encyclopedia of Industrial Chemistry, Volume 16, p. 565, 4th edition, 1978.
- Suitable azo or azomethine dyes on which the 1: 1 chromium complexes are based, have as diazo or amino component e.g. Hydroxy group-containing aniline or aminonaphthalene derivatives, which are optionally substituted by halogen, C1-C4-alkyl, C1-C4-alkoxy, nitro, carboxyl, sulfamoyl or C1-C4-mono- or dialkylsulfamoyl.
- diazo or amino component e.g. Hydroxy group-containing aniline or aminonaphthalene derivatives, which are optionally substituted by halogen, C1-C4-alkyl, C1-C4-alkoxy, nitro, carboxyl, sulfamoyl or C1-C4-mono- or dialkylsulfamoyl.
- aldehyde components e.g. Hydroxy group-containing benzo- or naphthaldehyde derivatives, which are optionally substituted by halogen, C1-C4-alkyl, C1-C4-alkoxy or nitro, or optionally substituted by C1-C4-alkyl, C1-C4-alkoxy, nitro or halogen-substituted 1-phenyl -3-methyl-4-formylpyrazol-5-one.
- aldehyde components e.g. Hydroxy group-containing benzo- or naphthaldehyde derivatives, which are optionally substituted by halogen, C1-C4-alkyl, C1-C4-alkoxy or nitro, or optionally substituted by C1-C4-alkyl, C1-C4-alkoxy, nitro or halogen-substituted 1-phenyl -3-methyl-4-formylpyrazol-5-one.
- the diazo component or the coupling component must have at least one sulfonic acid group.
- the amino component or the aldehyde component must contain at least one sulfonic acid group.
- Important 1 1 chromium complex dyes of sulfonic acid group-containing azo or azomethine dyes, which can be used in the form of their betaines in the new process, for example C.I. Acid Yellow 99, C.I. Acid Yellow 104, C.I. Acid Yellow 176, C.I. Acid Orange 72, C.I. Acid Orange 74, C.I. Acid Red 179, C.I. Acid Red 183, C.I. Acid Red 186, C.I. Acid Red 214, C.I. Acid Violet 58, C.I. Acid Blue 156, C.I. Acid Blue 158, C.I. Acid Blue 161, C.I. Acid Green 12, C.I. Acid Green 35 or C.I. Acid Black 54.
- C.I. Acid Yellow 99 C.I. Acid Yellow 104, C.I. Acid Yellow 176, C.I. Acid Orange 72, C.I. Acid Orange 74, C.I. Acid Red 179, C.I. Acid Red 183, C.I. Acid
- Suitable natural polyamides which can be dyed using the process according to the invention are, for example, leather or textile fiber material.
- Textile fiber material is primarily wool. Mixtures of wool / polyamide, wool / polyester, wool / cellulose or wool / polyacrylonitrile or silk should also be mentioned.
- the fiber material can in the
- Suitable fiber material made of synthetic polyamides which can be dyed according to the invention, is that of all known, suitable synthetic polymids.
- the fiber material can also be in a wide variety of packaging, e.g. as loose material, sliver, yarn, piece goods or carpet.
- the dyeing of wool or leather using the new method is preferred.
- the process according to the invention is expediently carried out in such a way that the betaine, e.g. in solid form or in the form of an aqueous suspension to the dye liquor.
- the proportion of chromium complex dye is e.g. 0.0004 to 0.5%, preferably 0.001 to 0.15%.
- the pH of the dye liquor should generally be 3 to 7, preferably 3 to 6 and in particular 3.5 to 5. This pH value is adjusted by adding appropriate amounts of inorganic or organic acids. Suitable acids are e.g. Sulfuric acid, formic acid or acetic acid. The use of formic acid is preferred.
- the dye liquor may further contain auxiliaries and additives which are customary in practice, e.g. Defoamers, wetting agents or anti-wrinkle agents.
- the material to be colored is then, e.g. in an amount of 2 to 20%, preferably 5 to 10%, in each case based on the weight of the dyeing liquor, added to the dyeing liquor and dyed at a temperature of 80 to 100 ° C. After the dyeing process, which generally takes 1 to 3 hours, has ended, the dyed material is removed from the dyebath, rinsed and dried.
- An advantage of the method according to the invention is that when wool is dyed under the conditions according to the invention there is only slight damage to the wool, since the wool is treated close to its isoelectric point. Another advantage is that before the actual dyeing process, the dissolution of the sodium salts of the 1: 1 chromium complex dyes in water known in the known processes is not carried out must become. This step is generally lengthy. In addition, clumping of the dye often occurs, which can cause uneven colorations.
- aqueous dye liquor containing 2% by weight of an auxiliary based on an oxyethylated oleylamine, 5% by weight of sodium sulfate ⁇ 10 H2O and 5% by weight of formic acid (85% by weight), 0.6% by weight of the betaine was of CI Acid Blue 161 (CI No. 15 706) (see Example 1).
- this dye liquor woolen fabric was treated at 98 to 100 ° C for 1 hour. the pH of the liquor was 3.2. The fabric was then removed from the liquor, rinsed and dried. A level coloration resulted.
- Woolen fabric was dyed analogously to Example 2. 0.35% by weight of the betaine from C.I. Acid Red 183 (C.I. No. 18 800) was used. Here, too, a level coloring resulted.
- Glove leather was tanned, greased and dried using customary methods.
- the percentages relate to the dry weight of the glove leather.
- Glove leather was treated at a temperature of 50 ° C. in 100% of an aqueous liquor which contained 2% ammonia and 1% of a wetting agent based on an adduct of ethylene oxide with oleylamine, for 120 minutes. This liquor was then discarded and the glove leather to be dyed was removed from the dyeing vessel. Then 600% of an aqueous liquor and 4% of the betaine from CI Acid Blue 161 (CI No. 15 706) were fed to the dyeing vessel. The glove leather was then placed in the dyeing vessel and drummed for 60 minutes. After the addition of 4% formic acid (85% by weight), in 2 portions, at 15 minute intervals, the drum was drummed for a further 30 minutes. The dye liquor was then drained off and rinsed. The leather was then worked up by conventional methods, ie stretched, dried, moistened and stubbed.
- the percentages relate to the dry weight of the upper leather.
- 2% of the betaine was from C.I. Acid Blue 161 (C.I. No. 15 706) was given.
- the leather was drummed in this fleet for 60 minutes. After the addition of 4% of a commercially available fat licker, it was drummed for a further 60 minutes, then 1% of formic acid (85% by weight) was added and the drum was drummed for a further 30 minutes. The dye liquor was then drained off and the leather rinsed.
- the leather was then worked up using conventional methods, i.e. stretched, dried, moistened and rolled.
- Glove leather was dyed analogously to Example 4. 4% of the betaine was used by C.I. Acid Red 183 (C.I. No. 18 800) was used.
- the dyes listed in the following table can be converted into the betaines of their 1: 1 chromium complex analogously to Example 1 and used in the dyeing process analogously to Examples 2 to 7.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3818182A DE3818182A1 (de) | 1988-05-28 | 1988-05-28 | Verfahren zum faerben von natuerlichen oder synthetischen polyamiden |
| DE3818182 | 1988-05-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0344560A2 true EP0344560A2 (fr) | 1989-12-06 |
| EP0344560A3 EP0344560A3 (fr) | 1991-10-30 |
Family
ID=6355332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP19890109143 Withdrawn EP0344560A3 (fr) | 1988-05-28 | 1989-05-20 | Procédé de teinture de polyamides naturels ou synthétiques |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4979962A (fr) |
| EP (1) | EP0344560A3 (fr) |
| JP (1) | JPH0219578A (fr) |
| KR (1) | KR890017422A (fr) |
| CN (1) | CN1038138A (fr) |
| AR (1) | AR240576A1 (fr) |
| AU (1) | AU606525B2 (fr) |
| DE (1) | DE3818182A1 (fr) |
| PT (1) | PT90599A (fr) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3932912A1 (de) * | 1989-10-03 | 1991-04-11 | Sandoz Ag | Sterisch gehinderte aminogruppen enthaltende synthetische polyamide |
| US6443998B1 (en) * | 2000-04-14 | 2002-09-03 | Shaw Industries, Inc. | Trichromatic fiber dyeing processes and compositions thereof |
| CN104047686A (zh) * | 2014-05-23 | 2014-09-17 | 浙江达峰汽车技术有限公司 | 一种金属型柴油车尾气催化净化器 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1806582A1 (de) * | 1968-11-02 | 1970-05-21 | Hoechst Ag | Sulfonylbetaingruppenhaltige Monoazofarbstoffe und Verfahren zu deren Herstellung |
| EP0124679B1 (fr) * | 1983-01-13 | 1987-11-11 | Ciba-Geigy Ag | Procédé de teinture ou d'impression de fibres en polyamide |
-
1988
- 1988-05-28 DE DE3818182A patent/DE3818182A1/de not_active Withdrawn
-
1989
- 1989-05-11 AR AR31389889A patent/AR240576A1/es active
- 1989-05-18 PT PT90599A patent/PT90599A/pt not_active Application Discontinuation
- 1989-05-20 EP EP19890109143 patent/EP0344560A3/fr not_active Withdrawn
- 1989-05-25 JP JP1130296A patent/JPH0219578A/ja active Pending
- 1989-05-26 US US07/357,280 patent/US4979962A/en not_active Expired - Fee Related
- 1989-05-26 AU AU35222/89A patent/AU606525B2/en not_active Ceased
- 1989-05-27 KR KR1019890007182A patent/KR890017422A/ko not_active Withdrawn
- 1989-05-27 CN CN89103689A patent/CN1038138A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CN1038138A (zh) | 1989-12-20 |
| AU606525B2 (en) | 1991-02-07 |
| EP0344560A3 (fr) | 1991-10-30 |
| AR240576A1 (es) | 1990-05-31 |
| JPH0219578A (ja) | 1990-01-23 |
| US4979962A (en) | 1990-12-25 |
| KR890017422A (ko) | 1989-12-16 |
| PT90599A (pt) | 1989-11-30 |
| AU3522289A (en) | 1989-11-30 |
| DE3818182A1 (de) | 1989-12-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
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| AK | Designated contracting states |
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| 17P | Request for examination filed |
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| PUAL | Search report despatched |
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| AK | Designated contracting states |
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| 17Q | First examination report despatched |
Effective date: 19920714 |
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| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN |
|
| 18W | Application withdrawn |
Withdrawal date: 19921111 |