EP0572353B2 - Verfahren zum Färben von Leder - Google Patents
Verfahren zum Färben von Leder Download PDFInfo
- Publication number
- EP0572353B2 EP0572353B2 EP19930810365 EP93810365A EP0572353B2 EP 0572353 B2 EP0572353 B2 EP 0572353B2 EP 19930810365 EP19930810365 EP 19930810365 EP 93810365 A EP93810365 A EP 93810365A EP 0572353 B2 EP0572353 B2 EP 0572353B2
- Authority
- EP
- European Patent Office
- Prior art keywords
- process according
- dye
- weight
- methyl
- radical
- 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/32—Material containing basic nitrogen containing amide groups leather skins
- D06P3/3206—Material containing basic nitrogen containing amide groups leather skins using acid dyes
- D06P3/3226—Material containing basic nitrogen containing amide groups leather skins using acid dyes dis-polyazo
Definitions
- the present invention relates to a method for dyeing leather with anionic Dyes and leather dyed using the process.
- the invention thus relates to a process for dyeing leather with anionic Dyes, characterized in that an aqueous solution is used for dyeing, containing a polyazo dye with at least 2 sulfo groups and less than 1.5% by weight, based on the weight of the dye, of alkali halide, the Dyes do not exist as lithium salts.
- Suitable substituents on the phenyl or naphthyl radical A are, for example, C 1 -C 4 -alkyl, which here and in general comprises methyl, ethyl, n- or iso-propyl or n-, iso-, sec.- or tert-butyl , C 1 -C 4 alkoxy, which generally means methoxy, ethoxy, n- or iso-propoxy or n-, iso-, sec- or tert-butoxy, halogen, for example fluorine, bromine and especially chlorine; Trifluoromethyl; C 1 -C 4 alkylsulfonyl, especially methyl or ethylsulfonyl; Sulfamoyl; N-mono- or N, N-di-C 1 -C 4 alkylsulfamoyl; Carbamoyl; N-mono- or N, N-di-C 1 -C 4 alkyl
- Preferred diazo components are compounds of the formula wherein R 1 and R 2 are each independently hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, nitro, trifluoromethyl, C 1 -C 4 alkylsulfonyl, acetylamino, hydroxyacetylamino, propionylamino, sulfamoyl, carbamoyl , Cyano, carboxy or phenoxy mean.
- R 1 and R 2 are independently of one another hydrogen, methyl, ethyl, methoxy, ethoxy, chlorine, nitro, trifluoromethyl, methylsulfonyl, ethylsulfonyl, sulfamoyl, carbamoyl, cyano, acetylamino and phenoxy.
- R 1 and R 2 independently of one another particularly preferably represent hydrogen, methyl, methoxy, nitro or chlorine.
- Examples of preferred compounds of the formula (3) are: Aniline, 2-, 3- or 4-methylaniline, 2-, 3- or 4-methoxyaniline, 2-, 3- or 4-chloroaniline, 2-, 3- or 4-nitroaniline, 2-chloro-4-nitroaniline, 2-methyl-4-nitroaniline, 2,5-dichloroaniline, 2,5-dimethylaniline, 2,5-dimethoxyaniline or 2-methoxy-5-methylaniline.
- X is OH and it is also preferred that the group X is not on the same ring as the NH 2 group.
- B denotes the rest of a coupling component, in particular a coupling component from the benzene or naphthalene series.
- B is preferably a radical of the formula wherein R 3 is hydroxy, amino, N-mono- or N, N-di-C 1 -C 4 alkylamino, phenylamino or o-, m- or p-methylphenylamino and R 4 and R 5 each independently of the other meanings R 3 have or represent hydrogen, benzoylamino, C 1 -C 4 alkanoylamino, carboxymethylamino, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, phenoxy, carboxy, halogen, nitro or sulfo.
- R 3 as N-mono- or N, N-di-C 1 -C 4 -alkylamino is, for example, methyl-, ethyl-, n- or iso-propyl- or n-, iso-, sec. - or tert.
- R 3 are hydroxy, amino, N-methyl- and N-ethylamino, N, N-dimethyl- and N, N-diethylamino and phenylamino.
- R 3 particularly preferably represents hydroxy or amino.
- R 4 and / or R 5 as well as the variables below as C 1 -C 4 alkyl are generally methyl, ethyl, n- or iso-propyl or n-, iso-, sec.- or tert-butyl.
- R 4 and / or R 5 or the following variables stand for C 1 -C 4 alkoxy, then methoxy, ethoxy, n- or iso-propoxy or n-, iso-, sec.- or tert.- Butoxy includes.
- R 4 and / or R 5 as halogen is generally, for example, fluorine, bromine and in particular chlorine, as in the following.
- R 4 and / or R 5 with the meaning C 1 -C 4 alkanoylamino are, for example, propionylamino, hydroxyacetylamino and in particular acetylamino.
- Sulfo generally includes the free acid form (-SO 3 H) as well as the salt form, alkali metal salts (Na, K) or ammonium salts being particularly suitable.
- R 4 and R 5 independently of one another preferably represent hydrogen, sulfo, acetylamino, methyl, ethyl, methoxy, ethoxy, chlorine, carboxy, hydroxy, amino, N-methyl- or N-ethylamino, N, N-dimethyl- or N, N-diethylamino or phenylamino and particularly preferably for hydrogen, amino, hydroxy, methyl, methoxy, phenylamino or N, N-dimethyl- or N, N-diethylamino.
- R 3 is hydroxyl, amino, N-methyl- or N-ethylamino, N, N-dimethyl- or N, N-diethylamino or phenylamino
- R 4 and R 5 each independently represent hydrogen, acetylamino, methyl, ethyl, methoxy, ethoxy, chlorine, carboxy, hydroxy, amino, N-methyl- or N-ethylamino, N, N-dimethyl- or N, N-diethylamino or phenylamino.
- a particularly preferred embodiment of the present invention relates to the use of 3-aminophenol, Resorcinol or 1,3-phenylenediamine as a coupling component.
- n is preferably 2 and m is preferably 1.
- the dyes of the formula (1) or (2) prepared in the usual way normally contain about 5 to 30% by weight. % Alkali halide, based on the weight of the dye. This alkali halide is used in the synthesis of the dye formed and / or added to the dye solution obtained to separate the dye. In addition, often the solid or liquid commercial form of the dye by adding alkali halide to the desired color strength set.
- an aqueous solution containing a dye is used with less than 1.5% by weight, based on the weight of the dye, of alkali halide.
- the dyes that are commercially available or produced in the usual way must therefore be used are largely freed from the alkali halide in the dyeing process according to the invention. This happens on itself known way, for example by reverse osmosis, ultrafiltration or dialysis. Such desalination processes are known, e.g. from EP-A 0 059782. Also known are the membranes used in these processes, e.g. from EP-A 0 061 424.
- the process conditions for this desalination are chosen so that dye solutions are obtained which contain less than 1.5% by weight, based on the weight of the dye, of alkali halide.
- Dye salts as well Salts with higher molecular weight cations and / or anions are not or only slightly removed.
- the dye is in the form of an aqueous solution which, if desired, can be concentrated or, e.g. by spray drying, can be evaporated to dryness.
- the dye liquor can contain other additives, e.g. Acids or bases for setting the desired pH value, and auxiliaries, such as. Wetting agents, greasing agents, color-deepening aids, leveling agents, and / or Antifoam.
- additives e.g. Acids or bases for setting the desired pH value
- auxiliaries such as. Wetting agents, greasing agents, color-deepening aids, leveling agents, and / or Antifoam.
- the dyeing is preferably carried out by the exhaust process, e.g. with a liquor ratio of 1: 1.5 to 1: 20, preferably 1: 2 to 1:10, and at temperatures of 20 to 100 ° C, preferably 30 to 60 ° C.
- the leather can be subjected to a pretreatment, for example neutralization or Walke.
- the dyeing time varies depending on the type of leather and the desired depth of color, but is generally between 30 and 180 minutes. After the dyeing, the leather is rinsed and finished as usual.
- Parts mean Parts by weight and percentages by weight.
- the dyes are used in commercially available powder form; the stated amounts of dye refer to the coupe 100% dye commercial form.
- This solution is desalinated in a laboratory reverse osmosis system under the following conditions: polysulfone membrane, approx. 40 ° C, feed: 12 l / h, 25 bar, flux 1289 l / m 2 d (average). After 4.5 hours, 1.9 kg of a solution with a dye content of 18.0% by weight and a sodium chloride content of 0.05% by weight (0.9% by weight, based on dye) are obtained. This desalted and concentrated solution is adjusted to a dye content of 15% after filtration through a 10 ⁇ m sieve with water.
- the leather is made into a liquor made from 1000 parts of water and 2 parts of ammonia 24% and 13.33 parts of the dye solution described above at 50 ° C.
- the mixture After a dyeing time of 60 minutes, the mixture is acidified with 4 parts of 85% formic acid and then 20 Minutes further colored.
- the dyed leather is finished after a treatment in a fresh bath with 1000 parts of water, 2.5 parts of a condensation product of formaldehyde, dicyandiamide, ammonium chloride and ethylenediamine and 0.5 parts of 85% formic acid for 45 minutes at 50 ° C.
- the leather obtained is dyed black is characterized by good fastness properties and good opacity.
- the leather neutralized in this way is then in a liquor of 1000 parts water, 2 parts ammonia 24% and 15 parts of the dye solution described in Example 1 are dyed at 50 ° C. After 30 minutes, the dyeing liquor 3 parts of a synthetic fatliquor (mixture of alkylbenzenes, aliphatic hydrocarbons, Alkanesulfonic acids and surfactants) and after a further 30 minutes 0.5 parts formic acid 85%, diluted with 5 parts Water, added. The treatment is then continued at 50 ° C. for 20 minutes
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH168792A CH685251A5 (de) | 1992-05-26 | 1992-05-26 | Verfahren zum Färben von Leder. |
CH1687/92 | 1992-05-26 | ||
CH168792 | 1992-05-26 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0572353A1 EP0572353A1 (de) | 1993-12-01 |
EP0572353B1 EP0572353B1 (de) | 1996-06-19 |
EP0572353B2 true EP0572353B2 (de) | 1999-06-09 |
Family
ID=4216257
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19930810365 Expired - Lifetime EP0572353B2 (de) | 1992-05-26 | 1993-05-18 | Verfahren zum Färben von Leder |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0572353B2 (es) |
JP (1) | JPH0665869A (es) |
CH (1) | CH685251A5 (es) |
DE (1) | DE59302989D1 (es) |
ES (1) | ES2089774T3 (es) |
MX (1) | MX9303069A (es) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102004027812A1 (de) | 2004-06-08 | 2006-01-05 | Basf Ag | Verfahren zum Reaktiv-Färben von Leder |
EP1882749A1 (en) | 2006-07-25 | 2008-01-30 | Joseph Mellini | Leather-surface repair-composition and the method for surface repair of leather surfaces |
TWI540186B (zh) * | 2015-07-16 | 2016-07-01 | 臺灣永光化學工業股份有限公司 | 黑色染料組成物及其用途 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2360634A1 (fr) * | 1976-08-03 | 1978-03-03 | Ugine Kuhlmann | Nouveaux colorants trisazoiques hydrosolubles |
DE59004417D1 (de) * | 1989-12-11 | 1994-03-10 | Ciba Geigy | Verfahren zum Färben von Leder. |
DE4124437A1 (de) * | 1990-07-26 | 1992-01-30 | Ciba Geigy Ag | Polyazofarbstoffe |
-
1992
- 1992-05-26 CH CH168792A patent/CH685251A5/de not_active IP Right Cessation
-
1993
- 1993-05-18 ES ES93810365T patent/ES2089774T3/es not_active Expired - Lifetime
- 1993-05-18 EP EP19930810365 patent/EP0572353B2/de not_active Expired - Lifetime
- 1993-05-18 DE DE59302989T patent/DE59302989D1/de not_active Expired - Fee Related
- 1993-05-26 MX MX9303069A patent/MX9303069A/es not_active IP Right Cessation
- 1993-05-26 JP JP5123756A patent/JPH0665869A/ja not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
CH685251A5 (de) | 1995-05-15 |
ES2089774T3 (es) | 1996-10-01 |
DE59302989D1 (de) | 1996-07-25 |
EP0572353A1 (de) | 1993-12-01 |
EP0572353B1 (de) | 1996-06-19 |
MX9303069A (es) | 1994-06-30 |
JPH0665869A (ja) | 1994-03-08 |
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