EP0288026A2 - Procédé de teinture en semi-continu avec des ester-sels de dérivés leuco de colorants à cuve - Google Patents
Procédé de teinture en semi-continu avec des ester-sels de dérivés leuco de colorants à cuve Download PDFInfo
- Publication number
- EP0288026A2 EP0288026A2 EP19880106293 EP88106293A EP0288026A2 EP 0288026 A2 EP0288026 A2 EP 0288026A2 EP 19880106293 EP19880106293 EP 19880106293 EP 88106293 A EP88106293 A EP 88106293A EP 0288026 A2 EP0288026 A2 EP 0288026A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- dye
- liquor
- dyed
- padded
- padding
- 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- Withdrawn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
- 238000000034 method Methods 0.000 title claims abstract description 32
- 150000003839 salts Chemical class 0.000 title claims abstract description 9
- 238000010015 semi-continuous dyeing Methods 0.000 title claims description 5
- 239000000984 vat dye Substances 0.000 title description 4
- NXYNTHCSPIVNNX-SAIUNTKASA-N leucoester Natural products CCCCCCCCCCCCCCCC(=CCOC(=O)CCC[C@H](C)CCC[C@H](C)CCC(C)C)C NXYNTHCSPIVNNX-SAIUNTKASA-N 0.000 title 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 34
- 239000000463 material Substances 0.000 claims abstract description 28
- 238000011161 development Methods 0.000 claims abstract description 21
- 150000002148 esters Chemical class 0.000 claims abstract description 18
- LSGOVYNHVSXFFJ-UHFFFAOYSA-N vanadate(3-) Chemical compound [O-][V]([O-])([O-])=O LSGOVYNHVSXFFJ-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000007864 aqueous solution Substances 0.000 claims abstract description 7
- 239000000975 dye Substances 0.000 claims description 64
- 239000000203 mixture Substances 0.000 claims description 12
- 239000000243 solution Substances 0.000 claims description 12
- DAFQZPUISLXFBF-UHFFFAOYSA-N tetraoxathiolane 5,5-dioxide Chemical compound O=S1(=O)OOOO1 DAFQZPUISLXFBF-UHFFFAOYSA-N 0.000 claims description 7
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 claims description 6
- 229920003043 Cellulose fiber Polymers 0.000 claims description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 abstract description 18
- 235000010288 sodium nitrite Nutrition 0.000 abstract description 9
- 239000004753 textile Substances 0.000 abstract description 2
- FHHJDRFHHWUPDG-UHFFFAOYSA-N peroxysulfuric acid Chemical compound OOS(O)(=O)=O FHHJDRFHHWUPDG-UHFFFAOYSA-N 0.000 abstract 2
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 description 11
- 238000010521 absorption reaction Methods 0.000 description 10
- 239000004744 fabric Substances 0.000 description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 7
- 238000004043 dyeing Methods 0.000 description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 239000000835 fiber Substances 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 5
- 229910003206 NH4VO3 Inorganic materials 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- JZBWUTVDIDNCMW-UHFFFAOYSA-L dipotassium;oxido sulfate Chemical compound [K+].[K+].[O-]OS([O-])(=O)=O JZBWUTVDIDNCMW-UHFFFAOYSA-L 0.000 description 3
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 3
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- 238000004040 coloring Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000007257 deesterification reaction Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000002657 fibrous material Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 2
- 229910000343 potassium bisulfate Inorganic materials 0.000 description 2
- OKBMCNHOEMXPTM-UHFFFAOYSA-M potassium peroxymonosulfate Chemical compound [K+].OOS([O-])(=O)=O OKBMCNHOEMXPTM-UHFFFAOYSA-M 0.000 description 2
- 229910052939 potassium sulfate Inorganic materials 0.000 description 2
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 2
- 239000004627 regenerated cellulose Substances 0.000 description 2
- JXUKQCUPTNLTCS-UHFFFAOYSA-N vat green 1 Chemical compound C1=CC=C[C]2C(=O)C(C3=C45)=CC=C4C(C4=C67)=CC=C7C(=O)[C]7C=CC=CC7=C6C=C(OC)C4=C5C(OC)=CC3=C21 JXUKQCUPTNLTCS-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 241000322338 Loeseliastrum Species 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000010014 continuous dyeing Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- XDBSEZHMWGHVIL-UHFFFAOYSA-M hydroxy(dioxo)vanadium Chemical compound O[V](=O)=O XDBSEZHMWGHVIL-UHFFFAOYSA-M 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- WQEVDHBJGNOKKO-UHFFFAOYSA-K vanadic acid Chemical compound O[V](O)(O)=O WQEVDHBJGNOKKO-UHFFFAOYSA-K 0.000 description 1
- XMDMAACDNUUUHQ-UHFFFAOYSA-N vat orange 1 Chemical compound C1=CC(C2=O)=C3C4=C1C1=CC=CC=C1C(=O)C4=CC=C3C1=C2C(Br)=CC=C1Br XMDMAACDNUUUHQ-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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
- 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
- D06P1/22—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 vat dyestuffs including indigo
- D06P1/28—Esters of vat dyestuffs
Definitions
- the present invention relates to a process for semi-continuous dyeing with leuco vat ester dyes, which are padded from aqueous solution onto the fabric web to be dyed and then developed.
- these dyes After their application to the dyed material, these dyes are usually split by a strong acid (ester cleavage) and oxidized by means of a rapidly acting oxidizing agent.
- the leuco vat ester dyes change into the form of an insoluble, unlinked vat dye.
- this splitting and oxidation takes place using sulfuric acid and sodium nitrite, i.e. the nitrous acid released from the sodium nitrite serves as an oxidizing agent.
- nitrous gases occur, which represent an unpleasant smell and are also toxic. Attempts have been made to To suppress or at least prevent the nitrous gases from escaping, but this can only be successfully achieved with the utmost care of the personnel and with a specially equipped system.
- the present invention is aimed at avoiding nitrous gases by replacing the sodium nitrite and at the same time bringing about a complete oxidation of the leuco vat ester dyes applied in a block process.
- the invention relates to a process for the semi-continuous dyeing of cellulose fiber-containing material with one or more leucocubes ester dyes, the dye or the dye mixture being padded, developed and aftertreated from the aqueous solution onto the material to be dyed, characterized in that the aqueous solution of the dye or the dye mixture contains a vanadate and that to develop the dye or dyes the material to be dyed with an aqueous liquor containing sulfuric acid and peroxomonosulfuric acid and / or a salt of peroxomonosulfuric acid, and then left to rest or stored.
- vanadate and peroxomonosulfuric acid depend on the type and amount of the dye used, on the development time and on the temperature during development. Suitable quantities of these reagents can be determined in a few preliminary tests. As vanadates, especially vanadates of oxidation level V come into question, which are derived from orthovanadic acid H3VO4 or metavanadic acid HVO3.
- the cellulose fiber-containing material is preferably padded with a dye solution which contains sodium, potassium, or ammonium vanadate, in particular NH4VO3, and, if appropriate, conventional auxiliaries.
- the material should be about 0.1 to 5 g / kg vanadate, based on the weight of the dry material.
- padding is carried out with a liquor which, in addition to sulfuric acid, preferably contains an alkali metal or ammonium salt of peroxomonosulfuric acid, in particular the commercially available triple salt K5 (HSO5) 2 (HSO4) (SO4), and after storage, preferably for 15 minutes to 5 hours at room temperature, neutralized in the usual way and aftertreated.
- concentration of sulfuric acid and peroxomonosulfate in the developing liquor is preferably such that 9 to 15 g / kg sulfuric acid (corresponding to about 5 to 8 ml / kg 96% sulfuric acid) and 0.25 30 g / kg peroxomonosulfate correspond to the liquor absorption. based on the weight of the dry cellulosic material.
- the material to be dyed can be padded with the dye solution, which also contains conventional auxiliaries and the vanadate, and wet-padded with the developing liquor after 10 seconds to 2 minutes of air.
- the dye is developed during subsequent storage or lingering.
- the material to be dyed is then washed neutral in the customary manner and subjected to heat treatment in the presence of water. The duration of the development depends on the amount of the dyes used and on the rate constant for the ester cleavage of the dyes.
- the material to be dyed is left to store for some time at room temperature after padding with the dye liquor, for example overnight or preferably for 2 to 6 hours. Then it is padded with the development liquor, then stored again at room temperature for exposure to the development liquor, neutralized after development and treated (soaped).
- Another variant includes drying after padding with the dye solution and before padding with the developing liquor.
- steaming can also be used, in particular continuous treatment with steam and heat similar to the process of US Pat. No. 4,465,490 (EP-B-0 087 740).
- Water-soluble esterified vat dyes of the antrachinoid and indigoid dye class in particular the commercially available sodium and potassium salts of the sulfuric acid esters of leuco vat dyes, can be used as leuco vat ester dyes for the process according to the invention.
- the aqueous solution of the dye or the dye mixture for the first padding process generally contains other conventional auxiliaries, for example alkali such as soda or sodium hydroxide, wetting agents and dispersants, such as, in particular, anionic and nonionic surfactants.
- the dye liquor can contain other conventional auxiliaries, for example leveling agents or complexing agents for alkaline earth metal ions.
- a typical approach to the aqueous dye solution for dyeing cotton fabric includes, for example xg / l dye or dyes, 0.5 g / l soda, calcined; 1 to 3 g / l padding aid (wetting agent, dispersing agent), 0.1 to 5 g / l ammonium vanadate (NH4VO3).
- the dye concentration can be selected in a wide range and depends on the desired depth of color. Usually there is a dye concentration below 300 g / l, preferably from 0.001 to 60 g / l, in particular 0.001 to 30 g / l, used.
- Aqueous dye solutions of the above-mentioned composition are suitable for padding at 20 to 30 ° C., with a liquor absorption of about 60 to 80% taking place in cotton.
- the dyed material is then stored for some time and then padded with the development liquor.
- the development liquor can also contain additional auxiliaries, preferably an acid-resistant dispersant.
- the goods sealed with the above-mentioned dye solution can be padded with an aqueous development liquor of the following composition at 20 to 30 ° C. and an additional liquor absorption of about 7 to 10%: 5 to 10 g / l dispersant (acid-resistant), 60 ml / l sulfuric acid (96%), 15 g / l peroxomonosulfate.
- the material to be dyed is stored, preferably at room temperature, until the oxidation to the insoluble vat colors has ended. After the development of the dye or dyes is rinsed, neutralized and soaped as usual.
- the liquor absorption is about 70 to 90%, for pile fabrics 80 to 110%.
- the liquor absorption in mixed fabrics usually also differs from that Fleet absorption from pure cotton.
- the optimal composition of the dye solution and the development liquor can therefore deviate in other cellulose materials from the composition mentioned above as an example for cotton goods.
- the method according to the invention is suitable for dyeing cellulosic fiber materials such as textile fabrics made of native and / or regenerated cellulose, in particular woven, knitted or non-woven fabrics made of cotton.
- the process is also suitable for cellulose fiber materials that contain other fibers such as polyester or polyamide fibers. If the other types of fibers in the blended fabric are not sufficiently dyed, which is usually the case, the method according to the invention can be combined with a known dyeing method suitable for the other types of fibers.
- the process according to the invention is distinguished above all from the conventional padding process using leuco vat ester dyes using sodium nitrite by the absence of nitrous gases.
- the process therefore does not require devices for trapping nitrous gases.
- An advantage of the preferred method over many other dyeing methods is the low temperature (room temperature) in the first padding process and in the development of the dye after the second padding process. Apart from the usual after-treatment, no heating is required.
- a batch of cotton shirt fabric is washed with an aqueous liquor of 25 ° C. padded, the fleet was manufactured with the following components and concentrations: 8 g / l of a commercially available leuco vat ester dye with CI No. 69 526 (CI Solubilized Vat Black 25) 0.5 g / l soda, calcined, 1 g / l of an anionic rapid network, 2 g / l ammonium vanadate and 1 g / l of an auxiliary based on an oxyethylated nonylphenol.
- CI No. 69 526 CI Solubilized Vat Black 25
- the goods are passed through an air passage for one minute after padding and then padded with an aqueous development liquor which has been produced using the following constituents and amounts: 10 g / l of a naphthalenesulfonic acid / formaldehyde condensate as a dispersant 60 ml / l sulfuric acid, 96%, 25 g / l of a commercially available triple salt of 45 to 50% KHSO5 (potassium peroxomonosulfate), 25 to 20% KHSO4 and about 30% K2SO4.
- the additional fleet intake is 8%.
- the temperature of the fleet is 25 ° C. After padding, it is cut off and left to stand for 15 minutes at room temperature. After rinsing, neutralizing and soaping twice in the customary manner, the shirting material becomes gray with the fastness properties known from leuco vat ester dyes.
- a batch of mercerized, bleached cotton poplin is padded at 25 ° C with an aqueous liquor made using the following ingredients and amounts: 16 g / l of the leuco vat ester dye with CI No. 59826 (CI Solubilized Vat Green 1) in a commercially available form, 8 g / l of the leuco vat ester dye with CI No. 59106 (CI Solubilised Vat Orange 1) in a commercially available form, 0.5 g / l soda (calcined), 2 g / l of an anionic rapid network combination, 5 g / l ammonium vandadate.
- CI No. 59826 CI Solubilized Vat Green 1
- 8 g / l of the leuco vat ester dye with CI No. 59106 CI Solubilised Vat Orange 1 in a commercially available form
- the fleet intake is 70%. After padding, the dyed material is put down and stored overnight at room temperature. The next day, at 20 ° C., an aqueous liquor is used, which has been prepared using the following ingredients and amounts: 10 g / l dispersant based on naphthalenesulfonic acid / formaldehyde condensate, 55 ml / l sulfuric acid (96%), 30 g / l of the triple salt mentioned in Example 1, which contains potassium peroxomonosulfate.
- the additional fleet intake is 10%. Then the color material is rolled up and left to stand for 30 minutes at room temperature. After the aftertreatment, which is carried out as usual, an olive-colored poplin is obtained.
- a batch of cotton fabric (calico) is padded at 70% liquor absorption with an aqueous liquor at 20 ° C., the liquor having been produced with the following constituents and concentrations: 0.8 g / l of a commercially available leuco vat ester dye with CI No. 69526 (Solubilized Vat Black 25), 0.5 g / l soda (calcined), 2 g / l of an anionic rapid network 2 g / l ammonium vanadate (NH4VO3), 1 g / l of an auxiliary based on an oxyethylated nonylphenol.
- aqueous development liquor which has been produced using the following constituents and concentrations: 10 g / l of a naphthalenesulfonic acid / formaldehyde condensate as a dispersant 60 ml / l sulfuric acid, 96%, 25 g / l of a standard triple salt of 45 to 50% KHSO5 (potassium peroxomonosulfate), 25 to 20% KHSO4 and about 30% K2SO4.
- the additional liquor absorption is 8% at a liquor temperature of 25 ° C. After padding, it is cut off and left to stand for 15 minutes at room temperature. It is then rinsed, neutralized and soaped twice in the usual way. A gray coloration of the cotton fabric is obtained with the fastness properties known from leuco vase ester dyes.
- a cotton terry toweling is padded with a liquor absorption of 70% with an aqueous liquor at 20 ° C, which was produced using the following components and concentrations: 3 g / l of the leuco vat ester dye with CI No. 59826 (CI Solubilized Vat Green 1) in a commercially available form, 0.5 g / l soda (calcined), 1 g / l of a wetting agent made from alkanesulfonate as an essential component, 2 g / l ammonium vanadate (NH4VO3), 1 g / l of an impregnation aid (adduct of 8.5 moles of ethylene oxide with 1 mole of nonylphenol).
- the fabric is treated in a continuous manner for 30 seconds at 80 ° C. wet temperature and 110 ° C. dry temperature in a chamber and padded with an aqueous development liquor of the composition given in Example 1 at 25 ° C. liquor temperature and 8% additional liquor absorption.
- the tissue is then removed and left for 15 minutes at room temperature. After normal rinsing, neutralizing and soaping, a green color is obtained with good fastness properties.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3713715 | 1987-04-24 | ||
| DE19873713715 DE3713715A1 (de) | 1987-04-24 | 1987-04-24 | Verfahren zum halbkontinuierlichen faerben mit leukokuepenesterfarbstoffen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0288026A2 true EP0288026A2 (fr) | 1988-10-26 |
Family
ID=6326201
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP19880106293 Withdrawn EP0288026A2 (fr) | 1987-04-24 | 1988-04-20 | Procédé de teinture en semi-continu avec des ester-sels de dérivés leuco de colorants à cuve |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0288026A2 (fr) |
| JP (1) | JPS63288280A (fr) |
| DE (1) | DE3713715A1 (fr) |
-
1987
- 1987-04-24 DE DE19873713715 patent/DE3713715A1/de not_active Withdrawn
-
1988
- 1988-04-20 EP EP19880106293 patent/EP0288026A2/fr not_active Withdrawn
- 1988-04-21 JP JP63096987A patent/JPS63288280A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63288280A (ja) | 1988-11-25 |
| DE3713715A1 (de) | 1988-11-17 |
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