EP0116510A1 - Process for the fixation of direct or reactive dyeings on cellulosic fibres - Google Patents
Process for the fixation of direct or reactive dyeings on cellulosic fibres Download PDFInfo
- Publication number
- EP0116510A1 EP0116510A1 EP84420023A EP84420023A EP0116510A1 EP 0116510 A1 EP0116510 A1 EP 0116510A1 EP 84420023 A EP84420023 A EP 84420023A EP 84420023 A EP84420023 A EP 84420023A EP 0116510 A1 EP0116510 A1 EP 0116510A1
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- Prior art keywords
- fixing
- dyes
- dyes according
- zirconium
- carried out
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Classifications
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- 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
- D06P5/10—After-treatment with compounds containing metal
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- 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
- Y10S8/918—Cellulose textile
Definitions
- the present invention relates to a process for fixing dyes produced with direct and reactive dyes on cellulosic fibers.
- the application of a fixing agent is carried out after dyeing according to the conventional methods of application carried out or by exhaustion in a long bath, or continuously or semi-continuously.
- the application of a fixing agent can also be carried out during a finishing operation, particularly during treatments carried out using thermosetting resins intended to modify the physical characteristics of an article.
- a strengthening of the fixing power of the fixatives introduced resulting in an improvement in the solidity of the colors produced.
- the improvement manifests with direct and reactive dyes.
- the conditions of the present invention make it possible to improve wet solidities, such as, for example, solidities in washing, in water, in sweat, etc.
- the present invention therefore relates to a process for fixing dyes produced in direct or reactive dyes on cellulosic fibers, according to which a zirconium salt is added to conventional fixatives.
- fixatives are those usually used to improve the solidities of direct or reactive dyes, for example the condensation products of formaldehyde with the compounds comprising in their molecule at least one amino group, such as the condensation products of formaldehyde with guanidine, the aminotriazine, aminoguanidine, dicyandiamidine biguanidine and dicyanodiamide.
- the zirconium salt is zirconium oxychloride.
- the fixing method according to the invention is, in the case of reactive dyes, advantageously carried out directly after dyeing, without an intermediate washing operation.
- the resins used are those currently known and used to achieve the permanent finishing of cellulosic articles, such as resins based on urea-formaldehyde, melamine-formaldehyde, glyoxal-carbamate, etc.
- the quantity of fixative used can vary according to the requirements of the article under consideration, this quantity possibly being between 0.1 and 50% relative to the weight of the fiber, and preferably between 1 and 5% by compared to fiber.
- the amount of zirconium salt is also introduced according to the desired results may be varied between 95% and with respect to the q uan- tity scavenger introduced, and is preferably between 20 and 40%.
- the dyeing of the cellulosic fibers is carried out according to conventional dyeing methods, currently known; fixing is carried out after dyeing according to the impregnation and drying processes
- a previously bleached and hydrophilized cotton fabric is dyed with a direct dye, the reference to the Color Index is Blue Direct 78.
- Dyeing is carried out by exhaustion according to the conventional process at a temperature of 95 ° C in the presence of sodium chloride.
- the impregnation is carried out at a temperature of 20 ° C., the quantity of bath absorbed is expressed between the rollers of a scarf so as to retain 80% of the impregnation bath relative to the weight of the fiber, then dried immediately the material impregnated on the oar for 2 minutes at the temperature of 120 ° C.
- a second sample is treated under identical conditions, after adding 2 g per liter of ziconium oxychloride in the previous impregnation bath.
- the fixing is carried out using a fixing agent resulting from the condensation of biguanidine with formaldehyde.
- a previously bleached and hydrophilized cotton fabric is dyed using a reactive dye, the reference to the Color Index is Blue Reactive 3.
- Dyeing is carried out according to the so-called conventional Pad-Therm process (padding-heat treatment).
- the impregnation is carried out at a temperature of 20 ° C., the sample is then expressed between the rolls of a scarf so as to retain 80% of the impregnation bath relative to the weight of the fiber, then dried on a ream for 2 minutes at 120 ° C.
- a previously bleached and hydrophilized cotton fabric is dyed using a reactive dye, the reference to the Color Index is Reactive Blue 137.
- Dyeing is carried out using the conventional Pad Steam process (padding, spraying).
- the washing fastness test at 60 ° C and 95 ° C also shows a higher resistance of the color having been treated in the presence of zirconium.
- Determining the nervousness of the articles obtained also makes it possible to highlight an improvement of the order of 15% in the nervousness of the fiber on the samples made in the presence of zirconium salts.
Abstract
Description
La présente invention concerne un procédé de fixation des teintures réalisées en colorants directs et réactifs sur fibres cellulosiques.The present invention relates to a process for fixing dyes produced with direct and reactive dyes on cellulosic fibers.
On sait qu'il n'est généralement pas possible d'arriver à des solidités élevées lors des teintures des fibres cellulosiques en colorants directs ; on utilise donc fréquemment, pour améliorer la tenue des colorants, des agents de fixation.We know that it is generally not possible to achieve high solidities when dyeing cellulose fibers with direct dyes; therefore, fixing agents are frequently used to improve the behavior of the dyes.
Le problème est souvent le même lors des teintures en colorants réactifs et l'utilisation de fixateurs s'impose, notamment dans les cas ôù le savonnage après teinture n'a pas permis d'éliminer la totalité du colorant non fixé, responsable des solidités insuffisantes aux traitements humides.The problem is often the same when dyeing in reactive dyes and the use of fixatives is essential, especially in cases where soaping after dyeing has not made it possible to remove all of the non-fixed dye, responsible for the insufficient solidities. wet treatments.
De nombreux composés ont été proposés pour améliorer les solidités des teintures effectuées en colorants directs ou réactifs. Il s'agit le plus fréquemment de produits de condensation du formaldéhyde avec des composés -comportant dans leur molécule au moins un groupement aminé, tels que les produits de condensation du formaldéhyde avec la guanidine, l'aminotriazine, l'aminoguanidine, la dicyandiamidine, la biguanidine et plus particulièrement la dicyandiamide.Many compounds have been proposed to improve the solidity of dyes made with direct or reactive dyes. They are most frequently condensation products of formaldehyde with compounds comprising in their molecule at least one amino group, such as the condensation products of formaldehyde with guanidine, aminotriazine, aminoguanidine, dicyandiamidine, biguanidine and more particularly dicyandiamide.
On a également préconisé d'ajouter à ces fixateurs, en vue de l'amélioration des solidités des colorants, des sels de différents métaux tels que les sels de cuivre, de chrome ou d'aluminium.It has also been recommended to add to these fixatives, with a view to improving the solidity of the dyes, salts of different metals such as copper, chromium or aluminum salts.
Dans tous les cas, l'application d'un agent de fixation est réalisé après teinture selon les procédés conventionnels d'application effectués ou par épuisement en bain long, ou de façon continue ou semi-continue.In all cases, the application of a fixing agent is carried out after dyeing according to the conventional methods of application carried out or by exhaustion in a long bath, or continuously or semi-continuously.
L'application d'un agent de fixation peut également être réalisée au cours d'une opération de finissage particulièrement au cours de traitements réalisés à l'aide de résines thermodurcissables destinées à modifier les caractéristiques physiques d'un article. On observe dans ce cas un renforcement du pouvoir de fixation des fixateurs introduits se traduisant par une amélioration de la solidité des coloris réalisés.The application of a fixing agent can also be carried out during a finishing operation, particularly during treatments carried out using thermosetting resins intended to modify the physical characteristics of an article. In this case, there is a strengthening of the fixing power of the fixatives introduced, resulting in an improvement in the solidity of the colors produced.
Il a été observé par la demanderesse, au cours de ses études, que l'emploi de sels de zirconium permettait de renforcer l'efficacité des agents de fixation précédemment cités.It has been observed by the Applicant, during its studies, that the use of zirconium salts makes it possible to reinforce the effectiveness of the above-mentioned fixing agents.
L'amélioration se manifeste avec les colorants directs et réactifs.The improvement manifests with direct and reactive dyes.
Cette amélioration se manifeste également de façon plus importante lorsque la fixation est réalisée au cours d'un traitement de finissage effectué à l'aide de résines thermodurcissables. On observe dans ce cas que l'emploi d'un sel de zirconium permet d'accroître le niveau général de la solidité des colorants considérés et contribue également à favoriser le processus de polymérisation de la résine déposée sur la fibre.This improvement is also manifested more significantly when the fixing is carried out during a finishing treatment carried out using thermosetting resins. It is observed in this case that the use of a zirconium salt makes it possible to increase the general level of the solidity of the dyes considered and also contributes to promoting the polymerization process of the resin deposited on the fiber.
Appliquées aux teintures en colorants directs, les conditions de la présente invention permettent d'améliorer les solidités humides, telles que par exemple les solidités au lavage, à l'eau, à la sueur, etc...Applied to direct dye dyes, the conditions of the present invention make it possible to improve wet solidities, such as, for example, solidities in washing, in water, in sweat, etc.
Leur application sur les teintures en colorants réactifs fait en outre apparaître la possibilité de suppression de l'opération du lavage ou du savonnage habituellement pratiquée après teinture en maintenant un niveau élevé de la solidité des coloris réalisés. Cette possibilité conduit à réaliser des économies importantes dans le processus d'application d'un colorant réactif. Parmi les avantages observés, on peut par exemple citer un rendement tinctorial nettement plus élevé conduisant à une économie importante en colorants, une moindre pollution des eaux de rejet, une économie de temps, d'eau, de vapeur, ou des produits habituellement nécessaires réaliser le lavage.Their application to dyes in reactive dyes also reveals the possibility of eliminating the washing or soaping operation usually carried out after dyeing while maintaining a high level of solidity of the colors produced. This possibility leads to significant savings in the process of applying a reactive dye. Among the advantages observed, we can for example cite a significantly higher dyeing yield leading to a significant saving in dyes, less pollution of waste water, a saving of time, water, steam, or products usually necessary to achieve. washing.
La présente invention a donc pour objet un procédé de fixation des teintures réalisées en colorants directs ou réactifs sur fibres cellulosiques, selon lequel on ajoute aux fixateurs conventionnels un sel de zirconium.The present invention therefore relates to a process for fixing dyes produced in direct or reactive dyes on cellulosic fibers, according to which a zirconium salt is added to conventional fixatives.
Selon l'invention, ces fixateurs sont ceux habituellement utilisés pour améliorer les solidités des colorants directs ou réactifs, par exemple les produits de condensation du formaldéhyde avec les composés comportant dans leur molécule au moins un groupe aminé, tels que les produits de condensation du formaldéhyde avec la guanidine, l'aminotriazine, l'aminoguanidine, la dicyandiamidine la biguanidine et la dicyandiamide.According to the invention, these fixatives are those usually used to improve the solidities of direct or reactive dyes, for example the condensation products of formaldehyde with the compounds comprising in their molecule at least one amino group, such as the condensation products of formaldehyde with guanidine, the aminotriazine, aminoguanidine, dicyandiamidine biguanidine and dicyanodiamide.
Selon un mode de réalisation préféré de l'invention, le sel de zirconium est l'oxychlorure de zirconium.According to a preferred embodiment of the invention, the zirconium salt is zirconium oxychloride.
Le procédé de fixation selon l'invention est,dans le cas des colorants réactifs, avantageusement réalisé directement après teinture, sans opération de lavage intermédiaire.The fixing method according to the invention is, in the case of reactive dyes, advantageously carried out directly after dyeing, without an intermediate washing operation.
Il est également possible de réaliser simultanément la fixation des teintures et le finissage du tissu, l'utilisation du sel de zirconium contribuant également dans ce cas au processus de polymérisation de la résine mise en oeuvre.It is also possible to simultaneously carry out the fixing of the dyes and the finishing of the fabric, the use of the zirconium salt also contributing in this case to the polymerization process of the resin used.
Les résines utilisées sont celles actuellement connues et utilisées pour réaliser le finissage permanent des articles cellulosiques, telles que les résines à base d'urée-formaldéhyde, de mélamine-formaldéhyde, de glyoxal- carbamate, etc...The resins used are those currently known and used to achieve the permanent finishing of cellulosic articles, such as resins based on urea-formaldehyde, melamine-formaldehyde, glyoxal-carbamate, etc.
Selon l'invention, la quantité de fixateur utilisé peut varier selon les exigences de l'article considéré, cette quantité pouvant se situer entre 0,1 et 50 % par rapport au poids de la fibre, et de préférence entre 1 et 5 % par rapport à la fibre.According to the invention, the quantity of fixative used can vary according to the requirements of the article under consideration, this quantity possibly being between 0.1 and 50% relative to the weight of the fiber, and preferably between 1 and 5% by compared to fiber.
La quantité de sel de zirconium introduite est également fonction des résultats recherchés cette quantité peut varier entre l et 95 % par rapport à la quan- tité de fixateur introduite, et se situe de préférence entre 20 et 40 %.The amount of zirconium salt is also introduced according to the desired results may be varied between 95% and with respect to the q uan- tity scavenger introduced, and is preferably between 20 and 40%.
Selon l'invention, la teinture des fibres cellulosiques est réalisée selon les procédés de teinture conventionnels, actuellement connus ; la fixation est réalisée après teinture selon les procédés d'imprégnation et de séchageAccording to the invention, the dyeing of the cellulosic fibers is carried out according to conventional dyeing methods, currently known; fixing is carried out after dyeing according to the impregnation and drying processes
Les exemples suivants illustrent l'invention, sans toutefois la limiter.The following examples illustrate the invention without, however, limiting it.
On teint un tissu de coton préalablement blanchi et hydrophilisé à l'aide d'un colorant direct dont la référence au Color Index est le Bleu Direct 78.A previously bleached and hydrophilized cotton fabric is dyed with a direct dye, the reference to the Color Index is Blue Direct 78.
On réalise la teinture par épuisement selon le processus conventionnel à une température de 95°C en présence de chlorure de sodium.Dyeing is carried out by exhaustion according to the conventional process at a temperature of 95 ° C in the presence of sodium chloride.
Après teinture, on rince à l'eau froide, puis on sèche le tissu obtenu.After dyeing, it is rinsed with cold water, then the fabric obtained is dried.
On réalise ensuite la fixation du coloris obtenu en opérant dans les conditions suivantes :
- On imprègne par foulardage une partie de cet échantillon dans un bain ayant la composition suivante :
- - 10 g/1 d'agent de fixation résultant de la condensation du formaldéhyde avec la dicyandiamide
- - 1 g/1 d'acide acétique à 80 %.
- A part of this sample is impregnated by padding in a bath having the following composition:
- - 10 g / 1 of fixing agent resulting from the condensation of formaldehyde with dicyandiamide
- - 1 g / 1 of 80% acetic acid.
On réalise l'imprégnation à la température de 20°C, on exprime entre les rouleaux d'un foulard la quantité de bain absorbée de façon à conserver 80 % du bain d'imprégnation par rapport au poids de la fibre, puis on sèche immédiatement la matière imprégnée sur rame pendant 2 minutes à la température de 120°C.The impregnation is carried out at a temperature of 20 ° C., the quantity of bath absorbed is expressed between the rollers of a scarf so as to retain 80% of the impregnation bath relative to the weight of the fiber, then dried immediately the material impregnated on the oar for 2 minutes at the temperature of 120 ° C.
On traite un deuxième échantillon dans des conditions identiques, après avoir ajouté dans le précédent bain d'imprégnation 2 g par litre d'oxychlorure de zi- conium.A second sample is treated under identical conditions, after adding 2 g per liter of ziconium oxychloride in the previous impregnation bath.
On procède ensuite sur les échantillons obtenus au contrôle de la tenue au lavage à 60°C et 95°C, selon les tests décrits dans la norme française NFG 07.015.We then proceed to the samples obtained to check the resistance to washing at 60 ° C and 95 ° C, according to the tests described in French standard NFG 07.015.
On observe à la suite des deux tests une tenue plus élevée du coloris ayant été fixé en présence du selde zirconium. On enregistre à titre indicatif les résultats suivants :
On reprend les conditions de l'exemple 1.The conditions of example 1 are repeated.
On réalise la fixation à l'aide d'un agent de fixation résultant de la condensation de la biguanidine avec le formaldéhyde.The fixing is carried out using a fixing agent resulting from the condensation of biguanidine with formaldehyde.
On observe, comme dans exemple 1, une amélioration de la solidité du coloris au lavage lorsque la fixation est réalisée en présence du sel de zirconium.As in example 1, an improvement in the color fastness to washing is observed when the fixing is carried out in the presence of the zirconium salt.
On teint un tissu de coton préalablement blanchi et hydrophilisé à l'aide d'un colorant réactif dont la référence au Color Index est Bleu Réactif 3.A previously bleached and hydrophilized cotton fabric is dyed using a reactive dye, the reference to the Color Index is Blue Reactive 3.
On réalise la teinture selon le procédé dit Pad-Therm conventionnel (foulardage-traitement thermique).Dyeing is carried out according to the so-called conventional Pad-Therm process (padding-heat treatment).
Après teinture, on divise l'échantillon obtenu en trois parties puis on procède aux opérations suivantes :
- - A - On rince l'échantillon à l'eau froide, puis à l'eau chaude et on procède finalement à un savonnage de l'échantillon coloré pendant 5 minutes à 80°C.
- -B - On rince rapidement à l'eau froide, puis on traite l'échantillon par foulardage dans un bain ayant la composition suivante :
- 20 g/1 d'agent de fixation résultant de la condensation du formaldéhyde avec la dicyandiamide
- 2 g/1 d'acide acétique à 80 %.
- - A - The sample is rinsed with cold water, then with hot water and finally soaping of the colored sample is carried out for 5 minutes at 80 ° C.
- -B - Rinse quickly with cold water, then treat the sample by padding in a bath having the following composition:
- 20 g / 1 of fixing agent resulting from the condensation of formaldehyde with dicyandiamide
- 2 g / 1 of 80% acetic acid.
On réalise l'imprégnation à la température de 20°C, on exprime ensuite l'échantillon entre les rouleaux d'un foulard de façon à retenir 80 % du bain d'imprégnation par rapport au poids dela fibre, puis on sèche sur rame pendant 2 minutes à 120°C.The impregnation is carried out at a temperature of 20 ° C., the sample is then expressed between the rolls of a scarf so as to retain 80% of the impregnation bath relative to the weight of the fiber, then dried on a ream for 2 minutes at 120 ° C.
- C - On procède selon les conditions de l'exemple précédent (B), après avoir ajouté dans le bain de fixation 5 g par litre d'oxychlorure de zirconium.- C - We proceed according to the conditions of the previous example (B), after having added to the fixing bath 5 g per liter of zirconium oxychloride.
On note, après traitement, que l'intensité coloristique des échantillons B et C est de 25 % plus élevée que celle de l'échantillon A.It is noted, after treatment, that the color intensity of samples B and C is 25% higher than that of sample A.
Après contrôle de la solidité au lavage à 60°C et 95°C, on constate une tenue plus élevée sur l'échantillon fixé en présence de zirconium.After checking the fastness to washing at 60 ° C and 95 ° C, there is a higher resistance on the fixed sample in the presence of zirconium.
On teint un tissu de coton préalablement blanchi et hydrophilisé à l'aide d'un colorant réactif dont la référence au Color Index est le Bleu Réactif 137.A previously bleached and hydrophilized cotton fabric is dyed using a reactive dye, the reference to the Color Index is Reactive Blue 137.
On réalise la teinture selon le procédé Pad Steam conventionnel (foulardage, vaporisage).Dyeing is carried out using the conventional Pad Steam process (padding, spraying).
Après teinture, on procède au finissage selon les conditions de l'exemple 3.After dyeing, the finishing is carried out according to the conditions of Example 3.
On constate, après traitement, un rendement coloristique plus élevé sur les échantillons ayant été fixés.After treatment, there is a higher color yield on the samples that have been fixed.
Le test de solidité au lavage à 60°C et 95°C montre également une tenue plus élevée du coloris ayant été traité en présence de zirconium.The washing fastness test at 60 ° C and 95 ° C also shows a higher resistance of the color having been treated in the presence of zirconium.
teint un tissu de coton selon les conditions ce l'exemple 3.dyes a cotton fabric according to the conditions of Example 3.
Après teinture, on procède aux opérations suivantes :
- Echantillon A. On rince à l'eau froide, puis à l'eau chaude, on savonne le coloris à la température de 80°C, puis on imprègne l'échantillon dans le bain de résine suivant, afin de réaliser un finissage permanent
- 100 g/l d'une solution aqueuse à 50 % de DMDHEU (Diméthyloldihydro- xyéthylène Urée)
- 7 g/1 de chlorure de magnésium.
Après imprégnation par foulardage- exprimage entre les rouleaux d'un foulard afin de retenir 80 % de bain d'imprégnation, on sèche à 100°C, puis on soumet l'échantillon à un traitement thermique pendant 3 minutes à 150°C. - Echantillon B. On rincé rapidement à l'eau froide, puis
on opère ensuite, sans lavage à l'eau chaude ni savonnage, au finissage selon les conditions appliquées à l'échantillon A. - Echantillon C. On opère comme indiqué pour l'échantillon B, mais en introduisant dans le bain de résine 20 g par litre d'un fixateur résultant de la condensation du formaldéhyde avec la dicyandiamide.
- Echantillon D. On opère comme indiqué pour l'échantillon C, en introduisant dans le bain de résine, en plus de l'agent de fixation, 5 g par litre d'oxychlorure de zirconium.
- Sample A. It is rinsed with cold water, then with hot water, the color is soaped at a temperature of 80 ° C., then the sample is impregnated in the following resin bath, in order to achieve a permanent finishing.
- 100 g / l of a 50% aqueous solution of DMDHEU (Dimethyloldihydroxyethylene Urea)
- 7 g / 1 of magnesium chloride.
After impregnation by padding - expressing between the rolls of a scarf in order to retain 80% of impregnation bath, it is dried at 100 ° C., then the sample is subjected to a heat treatment for 3 minutes at 150 ° C. - Sample B. Rinse quickly with cold water, then
then, without washing with hot water or soaping, the finishing is carried out according to the conditions applied to sample A. - Sample C. The procedure is as indicated for sample B, but by introducing into the resin bath 20 g per liter of a fixative resulting from the condensation of formaldehyde with dicyandiamide.
- Sample D. The procedure is carried out as indicated for sample C, by introducing into the resin bath, in addition to the fixing agent, 5 g per liter of zirconium oxychloride.
Les résultats obtenus, pour ces différents échantillons, sont-résumés ci-après :The results obtained for these different samples are summarized below:
La détermination de la nervosité des articles obtenus permet également de mettre en évidence une amélioration de l'ordre de 15 % de la nervosité de la fibre sur les échantillons réalisés en présence de sels de zirconium.Determining the nervousness of the articles obtained also makes it possible to highlight an improvement of the order of 15% in the nervousness of the fiber on the samples made in the presence of zirconium salts.
Claims (9)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT84420023T ATE28674T1 (en) | 1983-02-11 | 1984-02-08 | PROCESS FOR FIXING DYEING WITH DIRECT OR REACTIVE DYES ON CELLULOSE FIBERS. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8302873 | 1983-02-11 | ||
| FR8302873A FR2540902B1 (en) | 1983-02-11 | 1983-02-11 | PROCESS FOR FIXING DYES CARRIED OUT WITH DIRECT DYES AND REAGENTS ON CELLULOSIC FIBERS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0116510A1 true EP0116510A1 (en) | 1984-08-22 |
| EP0116510B1 EP0116510B1 (en) | 1987-07-29 |
Family
ID=9286159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP84420023A Expired EP0116510B1 (en) | 1983-02-11 | 1984-02-08 | Process for the fixation of direct or reactive dyeings on cellulosic fibres |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4547196A (en) |
| EP (1) | EP0116510B1 (en) |
| JP (1) | JPS59157387A (en) |
| AT (1) | ATE28674T1 (en) |
| DE (1) | DE3465120D1 (en) |
| FR (1) | FR2540902B1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0294081A2 (en) * | 1987-06-04 | 1988-12-07 | Milliken Research Corporation | Process for pattern dyeing of textile materials |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5207800A (en) * | 1991-10-07 | 1993-05-04 | Burlington Chemical Co., Inc. | Low toxicity, biodegradable salt substitute for dyeing textiles: magnesium acetate in direct or reactive dyeing of cotton |
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| FR826631A (en) * | 1936-09-17 | 1938-04-06 | Ste Ind Chim Bale | Process for the improvement of industrial products, improved products, baths and preparations for the improvement of these products |
| FR1286054A (en) * | 1960-02-05 | 1962-03-02 | Sun Chemical Corp | Composition for the treatment of cellulosic textiles |
| BE665387A (en) * | 1964-06-20 | 1965-10-01 | ||
| FR2476670A1 (en) * | 1980-02-22 | 1981-08-28 | Sandoz Sa | PRODUCT, COMPOSITION AND PROCESS FOR IMPROVING SOLIDITY AT THE MOUILLE OF CELLULOSIC FIBER SUBSTANTIVE DYES |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2650152A (en) * | 1951-07-21 | 1953-08-25 | American Cyanamid Co | Printing assistants for vat colors comprising zirconium salts |
| FR1086380A (en) * | 1953-07-10 | 1955-02-11 | Teintureries Laval | Tissue treatment process |
| US3429647A (en) * | 1965-01-06 | 1969-02-25 | Monsanto Co | Method of preventing jute staining |
| CH260068D (en) * | 1967-03-02 | |||
| FR1593912A (en) * | 1968-12-02 | 1970-06-01 | ||
| FR2073223A6 (en) * | 1969-07-04 | 1971-10-01 | Givaudan Sarl | Azoic pigment dyestuff - contg zirconyl chloride - and benzoic acid esp for cotton |
| NL8104330A (en) * | 1980-09-24 | 1982-04-16 | Sandoz Ag | METHOD FOR LAUNCHING CELLULOSE-CONTAINING TEXTILE AND SUBSTANCES TO BE USED THEREIN. |
| CH673195B5 (en) * | 1981-05-14 | 1990-08-31 | Sandoz Ag | |
| CH669081GA3 (en) * | 1981-05-14 | 1989-02-28 | ||
| CH672388B5 (en) * | 1981-05-16 | 1990-05-31 | Sandoz Ag | |
| NL8202475A (en) * | 1981-06-22 | 1983-01-17 | Sandoz Ag | IMPROVEMENTS IN OR WITH REGARD TO ORGANIC COMPOUNDS. |
| CH669705GA3 (en) * | 1982-08-30 | 1989-04-14 |
-
1983
- 1983-02-11 FR FR8302873A patent/FR2540902B1/en not_active Expired
-
1984
- 1984-02-08 AT AT84420023T patent/ATE28674T1/en active
- 1984-02-08 EP EP84420023A patent/EP0116510B1/en not_active Expired
- 1984-02-08 DE DE8484420023T patent/DE3465120D1/en not_active Expired
- 1984-02-13 JP JP59023046A patent/JPS59157387A/en active Pending
- 1984-02-13 US US06/579,703 patent/US4547196A/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR826631A (en) * | 1936-09-17 | 1938-04-06 | Ste Ind Chim Bale | Process for the improvement of industrial products, improved products, baths and preparations for the improvement of these products |
| FR1286054A (en) * | 1960-02-05 | 1962-03-02 | Sun Chemical Corp | Composition for the treatment of cellulosic textiles |
| BE665387A (en) * | 1964-06-20 | 1965-10-01 | ||
| FR2476670A1 (en) * | 1980-02-22 | 1981-08-28 | Sandoz Sa | PRODUCT, COMPOSITION AND PROCESS FOR IMPROVING SOLIDITY AT THE MOUILLE OF CELLULOSIC FIBER SUBSTANTIVE DYES |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0294081A2 (en) * | 1987-06-04 | 1988-12-07 | Milliken Research Corporation | Process for pattern dyeing of textile materials |
| EP0294081A3 (en) * | 1987-06-04 | 1989-10-18 | Milliken Research Corporation | Process for pattern dyeing of textile materials |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2540902A1 (en) | 1984-08-17 |
| US4547196A (en) | 1985-10-15 |
| JPS59157387A (en) | 1984-09-06 |
| FR2540902B1 (en) | 1986-05-16 |
| DE3465120D1 (en) | 1987-09-03 |
| EP0116510B1 (en) | 1987-07-29 |
| ATE28674T1 (en) | 1987-08-15 |
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