EP0109030B1 - Process for the dyeing of textile goods containing flame retarding linear polyester fibres - Google Patents
Process for the dyeing of textile goods containing flame retarding linear polyester fibres Download PDFInfo
- Publication number
- EP0109030B1 EP0109030B1 EP83111120A EP83111120A EP0109030B1 EP 0109030 B1 EP0109030 B1 EP 0109030B1 EP 83111120 A EP83111120 A EP 83111120A EP 83111120 A EP83111120 A EP 83111120A EP 0109030 B1 EP0109030 B1 EP 0109030B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- dyeing
- fibers
- dyestuffs
- fiber
- containing flame
- 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
Links
- 0 CCc1c(*=N*=*c2cc(*=*)*(*(N)N)cc2C)ccc(N)c1 Chemical compound CCc1c(*=N*=*c2cc(*=*)*(*(N)N)cc2C)ccc(N)c1 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
- 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/528—Polyesters using reactive 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
Definitions
- the present invention relates to a process for dyeing fiber material which consists of flame-retardant, linear phthalic acid esters with condensed phosphorus-containing chain links or contains such, with water-insoluble disperse dyes.
- DE-PS-2 346 787 describes the production of flame-retardant textile material from linear phthalate fibers with condensed, phosphorus-containing chain links.
- the same literature reference already gives an indication of the dyeing of these fibers with disperse dyes and with acid dyes.
- Flame retardant fibers of the type mentioned are not to be described as carrier-free dyeable, but they can be dyed to medium color depths without carrier addition with good color yield at cooking temperature.
- the purpose of the present invention is now to alleviate the above-mentioned deficiencies that occur when dyeing flame-retardant polyester fibers and to achieve flawlessly real dyeings on textile material containing only such fibers or the corresponding component of fiber blends, and that according to common practice Dyeing processes. In this way, the application technology sector of these types of fibers should be expanded considerably.
- disperse dyes containing in the molecule at least one strongly polarized vinyl sulfone-type group bonded to an aromatic nucleus of the chromophore are used as colorants and the fixation of these dyes on the fiber from aqueous dispersion at pH values in the range from 5 to 10 brought about by exposure to heat.
- the advantages that can be achieved on the basis of these measures are good fastness to washing and sublimation of such dyeings even in deep tones. Good to very good lightfastness properties also result from such dyeings.
- the washing fastness properties that were previously insufficient for washing at 60 ° C can now be described as very good.
- the fiber material can now be used in the object sector, i.e. H. can be used for any kind of usage-related textiles. Use in the laundry area (e.g. bed linen for hospitals and nursing homes) is no longer impossible.
- These fibers can now also be used in a mixture with cellulose fibers, which has not hitherto been possible, because even in a mixture with flame-retardant cellulose fibers, the required fastness properties of the dyeings have not been achieved.
- the area of application for certain modified polyester fibers is expanded and fire safety is increased.
- All water-insoluble disperse dyes can be used as dyes for the dyeing process according to the invention which, in the finely dispersed state, are otherwise also suitable for dyeing synthetic fiber material, provided that in the present case they have a strongly polarized grouping of the vinyl sulfone type.
- Most representatives of this class of dyes are constitutionally azo, anthraquinone, nitro or quinophthalone compounds, are predominantly free of carboxyl and / or sulfo groups and all have at least one strongly polarized group attached to an aromatic nucleus of the chromophore in the molecule Base of the vinyl sulfone residue.
- the dyes are, as is customary with disperse dyes, dispersed and then added to the dyebath in the usual way. In general, dyeing takes place at pH values from 5 to 10. Experience has shown that the best color yields are obtained at pH 7 to 9.
- Suitable fiber materials for the present dyeing process in the textile material used are flame-retardant, linear phthalic acid esters with condensed, phosphorus-containing chain links based on carboxyphosphinic acids according to DE-PS2346787.
- Cellulose fibers, but also wool fibers, are primarily used as mixture components of natural origin for the modified polyester fibers mentioned.
- thermosol processes or block processes with subsequent thermosoling temperatures above 190 ° C. should be avoided, it being immaterial whether the dye is fixed by dry heat using hot air or superheated steam, contact heat or IR radiation.
- a fabric made of flame-retardant, linear phthalic acid ester fibers with condensed, phosphorus-containing chain links is wound straight onto a perforated staining tree (winding thickness approx. 30% of the tree diameter) and in an HT tree dyeing machine with one-sided liquor circulation from inside to outside at 120 ° C for 45 min with one treated aqueous liquor, which is a fine dispersion of 1.2% of the disperse dye of the formula
- the goods so dyed are first rinsed with water and then soaped at the boil for 20 minutes in a neutral, aqueous bath.
- a golden yellow dyeing is obtained on the fiber material with excellent fastness to light, boil, and heat set.
- a linen weave (160 g / m 2 ) made of flame-retardant, linear phthalic acid ester fibers with condensed, phosphorus-containing chain links is placed on a padder with an aqueous dye liquor containing 30 g / l of the disperse dye of the formula
- padded fabric contains in finely dispersed form and is adjusted to a pH of about 8, padded at room temperature and a liquor absorption of about 60% and then dried at 130 ° C.
- the padded fabric is then subjected to a dry heat treatment at 190 ° C. for 60 seconds to fix the dye on the fiber and then soaped at the boil in a neutral, aqueous bath.
- the pigeon gray coloration resulting from the treated textile is characterized by excellent fastness to boiling.
- a velvet fabric made of flame-retardant, linear phthalic acid ester fibers with condensed, phosphorus-containing chain links is treated in a closed reel skid at cooking temperature for 60 minutes with an aqueous liquor which contains 1% of the disperse dye of the formula in a conventionally dispersed state and 4% of a carrier emulsion based on 60% methylnaphthalene and which is adjusted to a practically neutral environment.
- the fabric dyed in this way is rinsed hot with water after completion of the dyeing operation and then subjected to a neutral boil in the aqueous medium for 20 minutes.
- the carrier used is removed from the goods by a subsequent hot air treatment of the dyeing at 150 ° C. for 3 minutes. A blue dyeing with very good fastness to washing and heat setting is obtained on the textile.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
- Drying Of Solid Materials (AREA)
- Artificial Filaments (AREA)
Abstract
Description
Die vorliegende Erfindung betrifft ein Verfahren zum Färben von Fasermaterial, das aus schwer entflammbaren, linearen Phthalsäureestern mit einkondensierten phosphorhaltigen Kettengliedern besteht oder solche enthält, mit wasserunlöslichen Dispersionsfarbstoffen.The present invention relates to a process for dyeing fiber material which consists of flame-retardant, linear phthalic acid esters with condensed phosphorus-containing chain links or contains such, with water-insoluble disperse dyes.
In der DE-PS-2 346 787 wird die Herstellung von schwer entflammbarem Textilgut aus linearen Phthalsäureesterfasern mit einkondensierten, phosphorhaltigen Kettengliedern beschrieben. Der gleichen Literaturstelle läßt sich auch bereits ein Hinweis auf das Färben dieser Fasern mit Dispersionsfarbstoffen und mit Säurefarbstoffen entnehmen. Flammhemmende Fasern der erwähnten Gattung sind zwar nicht als carrierfrei färbbar zu bezeichnen, sie können aber bis zu mittleren Farbtiefen ohne Carrierzusatz mit guter Farbausbeute bei Kochtemperatur gefärbt werden. Mit handelsüblichen Dispersionsfarbstoffen werden - wie aus der Zeitschrift Chemiefasern/Textilindustrie 30/82 (1980), Seiten 38-45 ersichtlich ist - wohl auch sehr tiefe Töne erzielt, jedoch haben sich die Naßechtheitseigenschaften, besonders die Kochwaschbeständigkeit solcher Färbungen als so schlecht erwiesen, daß Textilgut aus derart gefärbten Fasern für den Einsatz als Gebrauchsartikel und für Berufskleidung nicht in Betracht kommt. Laut den Werbeschriften der HOECHST AG kann diese modifizierte Fasertype auch für die Erzeugung von Bettwäsche verwendet werden ; farbige Bettwäsche mit Hilfe von Dispersionsfarbstoffen herkömmlicher Art herzustellen, ist indessen bis jetzt nicht möglich gewesen. Für diese Einsatzgebiete sind gute Waschechtheitseigenschaften unbedingt erforderlich.DE-PS-2 346 787 describes the production of flame-retardant textile material from linear phthalate fibers with condensed, phosphorus-containing chain links. The same literature reference already gives an indication of the dyeing of these fibers with disperse dyes and with acid dyes. Flame retardant fibers of the type mentioned are not to be described as carrier-free dyeable, but they can be dyed to medium color depths without carrier addition with good color yield at cooking temperature. With commercially available disperse dyes - as can be seen from the magazine Chemiefaser / Textilindustrie 30/82 (1980), pages 38-45 - very deep tones may also be achieved, but the wet fastness properties, especially the resistance to hot washing of such dyeings, have proven so poor that Textile from such dyed fibers for use as a consumer item and for work clothing is out of the question. According to the HOECHST AG advertising leaflets, this modified type of fiber can also be used for the production of bed linen; It has not yet been possible to produce colored bed linen with the aid of conventional disperse dyes. Good wash fastness properties are essential for these applications.
Sinn und Zweck der vorliegenden Erfindung ist es nunmehr, die zuvor geschilderten, beim Färben von flammwidrigen Polyesterfasern zutage tretenden Mängel zu beheden und einwandfrei echte Färbungen auf ausschließlich solche Fasern aufweisendem Textilgut oder der entsprechenden Komponente von Fasermischungen zu erzielen, und zwar nach in der Praxis gebräuchlichen Färbeprozessen. Auf diese Weise sollte der anwendungstechnische Sektor dieser Fasertypen beträchtlich erweitet werden.The purpose of the present invention is now to alleviate the above-mentioned deficiencies that occur when dyeing flame-retardant polyester fibers and to achieve flawlessly real dyeings on textile material containing only such fibers or the corresponding component of fiber blends, and that according to common practice Dyeing processes. In this way, the application technology sector of these types of fibers should be expanded considerably.
Diese Aufgabe wird erfindungsgemäß dadurch gelöst, daß man als Farbmittel Dispersionsfarbstoffe enthaltend im Molekül mindestens eine an einen aromatischen Kern des Chromophors gebundene stark polarisierte Gruppierung vom Vinylsulfon-Typ einsetzt und man die Fixierung dieser Farbstoffe auf der Faser aus wäßriger Dispersion bei pH-Werten im Bereich von 5 bis 10 durch Hitzeeinwirkung herbeiführt.This object is achieved in that disperse dyes containing in the molecule at least one strongly polarized vinyl sulfone-type group bonded to an aromatic nucleus of the chromophore are used as colorants and the fixation of these dyes on the fiber from aqueous dispersion at pH values in the range from 5 to 10 brought about by exposure to heat.
Die Vorteile, welche man aufgrund dieser Maßnahmen erlangt, sind gute Kochwasch- und Sublimierechtheiten solcher Färbungen sogar in tiefen Tönen. Auch gute bis sehr gute Lichtechtheitseigenschaften ergeben sich bei derartigen Färbungen. Die früher nicht ausreichenden Waschechtheitseigenschaften bei der 60 °C-Wäsche können jetzt als sehr gut bezeichnet werden. Das Fasermaterial kann fortan im Objektsektor, d. h. für jede Art von gebrauchsgebundenen Textilien eingesetzt werden. Auch eine Verwendung im Wäsche-Bereich (z. B. Bettwäsche für Krankenanstalten und Pflegeheime) ist nicht mehr unmöglich. Diese Fasern lassen sich nun auch zusammen in Mischung mit Cellulosefasern benutzen, was bisher nicht realisierbar gewesen ist, denn auch in Mischung mit schwer entflammbaren Cellulosefasern sind die erforderlichen Echtheitseigenschaften der Färbungen nicht erreicht worden. Schließlich wird das Einsatzgebiet für bestimmte modifizierte Polyesterfasern erweitert und die Brandsicherheit dabei erhöht.The advantages that can be achieved on the basis of these measures are good fastness to washing and sublimation of such dyeings even in deep tones. Good to very good lightfastness properties also result from such dyeings. The washing fastness properties that were previously insufficient for washing at 60 ° C can now be described as very good. The fiber material can now be used in the object sector, i.e. H. can be used for any kind of usage-related textiles. Use in the laundry area (e.g. bed linen for hospitals and nursing homes) is no longer impossible. These fibers can now also be used in a mixture with cellulose fibers, which has not hitherto been possible, because even in a mixture with flame-retardant cellulose fibers, the required fastness properties of the dyeings have not been achieved. Finally, the area of application for certain modified polyester fibers is expanded and fire safety is increased.
Ein derartiges Ergebnis war insofern überraschend, als die Verwendung von Dispersionsfarbstoffen mit stark polarisierten Gruppierungen vom Vinylsulfon-Typ für Färbungen auf normalen PES-Fasern keinerlei Vorteile bezüglich der färberischen Eigenschaften im Vergleich zu denen mit Dispersionsfarbstoffen herkömmlicher Art hervorbringt. Demgegenüber haben sich Dispersionsfarbstoffe enthaltend stark polarisierte Gruppierungen vom Vinylsulfon-Typ beim Färben der modifizierten Fasern, die in bestimmten Strukturbereichen eine Lockerung der Molekülsegmente aufweisen, als vorteilhaft erwiesen.Such a result was surprising in that the use of disperse dyes with highly polarized vinylsulfone-type groupings for dyeing on normal PES fibers gives no advantages in terms of dyeing properties compared to those with conventional disperse dyes. In contrast, disperse dyes containing highly polarized groups of the vinyl sulfone type have proven to be advantageous in dyeing the modified fibers, which have a loosening of the molecular segments in certain structural areas.
Als Farbstoffe für das erfindungsgemäße Färbeverfahren können alle wasserunlöslichen Dispersionsfarbstoffe Anwendung finden, die sich in feindispergiertem Zustand sonst auch für das Färben von synthetischem Fasermaterial eignen, soweit sie im vorliegenden Fall eine stark polarisierte Gruppierung vom Vinylsulfon-Typ besitzen. Die meisten Vertreter dieser Farbstoffklasse gehören ihrer Konstitution nach zu den Azo-, Anthrachinon-, Nitro- oder Chinophthalon-Verbindungen, sind vorwiegend carboxyl- und/oder sulfogruppenfrei und tragen alle im Molekül mindestens eine an einen aromatischen Kern des Chromophors gebundene stark polarisierte Gruppierung auf Basis des Vinylsulfon-Restes.All water-insoluble disperse dyes can be used as dyes for the dyeing process according to the invention which, in the finely dispersed state, are otherwise also suitable for dyeing synthetic fiber material, provided that in the present case they have a strongly polarized grouping of the vinyl sulfone type. Most representatives of this class of dyes are constitutionally azo, anthraquinone, nitro or quinophthalone compounds, are predominantly free of carboxyl and / or sulfo groups and all have at least one strongly polarized group attached to an aromatic nucleus of the chromophore in the molecule Base of the vinyl sulfone residue.
Die Farbstoffe werden, wie es bei Dispersionsfarbstoffen üblich ist, dispergiert und dann in gewohnter Weise dem Färbebad zugegeben. Im allgemeinen färbt man bei pH-Werten von 5 bis 10. Erfahrungsgemäß werden bei pH 7 bis 9 die besten Farbausbeuten erhalten.The dyes are, as is customary with disperse dyes, dispersed and then added to the dyebath in the usual way. In general, dyeing takes place at pH values from 5 to 10. Experience has shown that the best color yields are obtained at pH 7 to 9.
Für das vorliegende Färbeverfahren eignen sich als Fasermaterial in dem zum Einsatz gelangenden Textilgut schwer entflammbare, lineare Phthalsäureester mit einkondensierten, phosphorhaltigen Kettengliedern auf Basis von Carboxyphosphinsäuren gemäß DE-PS2346787. Als Mischungskomponenten natürlicher Herkunft für die erwähnten modifizierten Polyesterfasern finden vor allem Cellulosefasern, aber auch Wollfasern Verwendung.Suitable fiber materials for the present dyeing process in the textile material used are flame-retardant, linear phthalic acid esters with condensed, phosphorus-containing chain links based on carboxyphosphinic acids according to DE-PS2346787. Cellulose fibers, but also wool fibers, are primarily used as mixture components of natural origin for the modified polyester fibers mentioned.
Bei diesem Fasermaterial ist es gleichgültig, ob zur Durchführung der Färbeoperation nach einem Klotz-Prozeß oder nach der Ausziehmethode vorgegangen wird. Bei den Arbeitsweisen unter Kochtemperatur-Bedingungen wird, wie allgemein üblich, der Flotte noch Carrier zugesetzt; bei HT-Färbungen sollte aufgrund einer möglichen Festigkeitseinbuße des Fasermaterials bei Temperaturen nicht höher als 120°C verfahren werden. Bei Thermosolverfahren oder Klotzverfahren mit anschließendem Thermosolieren sollen Temperaturen über 190 °C vermieden werden, wobei es unwesentlich ist, ob die Farbstoff-Fixierung durch Trockenhitze mittels Heißluft bzw. überhitztem Dampf, Kontakthitze oder IR-Strahlung erfolgt.With this fiber material, it does not matter whether the dyeing operation is carried out using a block process or the pull-out method. When working under cooking temperature conditions, as usual, carriers are added to the liquor; for HT stains should be used at temperatures not higher than 120 ° C due to a possible loss in strength of the fiber material. In thermosol processes or block processes with subsequent thermosoling, temperatures above 190 ° C. should be avoided, it being immaterial whether the dye is fixed by dry heat using hot air or superheated steam, contact heat or IR radiation.
Die nachstehenden Beispiele dienen zur Erläuterung der Erfindung. Die darin angeführten Prozentangaben sind Gewichtsprozente und sind im Falle der Angaben für die Flottenaufnahme auf das Gewicht der trockenen Ware bezogen.The following examples serve to illustrate the invention. The percentages given therein are percentages by weight and, in the case of the data for the liquor intake, are based on the weight of the dry goods.
Ein Gewebe aus schwer entflammbaren, linearen Phthalsäureesterfasern mit einkondensierten, phosphorhaltigen Kettengliedern wird auf einen perforierten Färbebaum kantengerade gewickelt (Wickeldicke etwa 30 % des Baumdurchmessers) und in einem HT-Baumfärbeapparat mit einseitiger Flottenzirkulation von innen nach außen bei 120°C während 45 min mit einer wässrigen Flotte behandelt, welche eine Feindispersion aus 1,2 % des Dispersionsfarbstoffes der FormelA fabric made of flame-retardant, linear phthalic acid ester fibers with condensed, phosphorus-containing chain links is wound straight onto a perforated staining tree (winding thickness approx. 30% of the tree diameter) and in an HT tree dyeing machine with one-sided liquor circulation from inside to outside at 120 ° C for 45 min with one treated aqueous liquor, which is a fine dispersion of 1.2% of the disperse dye of the formula
Ein Gewebe in Leinenbindung (160 g/m2) aus schwer entflammbaren, linearen Phthalsäureesterfasern mit einkondensierten, phosphorhaltigen Kettengliedern wird auf einem Foulard mit einer wässrigen Farbflotte, die 30 g/I des Dispersionsfarbstoffes der FormelA linen weave (160 g / m 2 ) made of flame-retardant, linear phthalic acid ester fibers with condensed, phosphorus-containing chain links is placed on a padder with an aqueous dye liquor containing 30 g / l of the disperse dye of the formula
Die auf dem behandelten Textilgut resultierende Taubengrau-Färbung zeichnet sich durch eine ausgezeichnete Kochwaschechtheit aus.The pigeon gray coloration resulting from the treated textile is characterized by excellent fastness to boiling.
Bei der Durchführung der vorliegenden Klotzfärbung ist es unerheblich, ob die Nachwäsche kontinuierlich oder diskontinuierlich erfolgt. Auch kann ohne weiteres, falls es die Gewebeschaffenheit verlangt, ein handelsübliches Netzmittel zur Klotzflotte gegeben werden.When carrying out the present block dyeing, it is irrelevant whether the after-washing is carried out continuously or discontinuously. A commercial wetting agent can also be added to the padding liquor, if the fabric requires it.
Ein Samtgewebe aus schwer entflammbaren, linearen Phthalsäureesterfasern mit einkondensierten, phosphorhaltigen Kettengliedern wird in einer geschlossenen Haspelkufe bei Kochtemperatur 60 min lang mit einer wässrigen Flotte behandelt, welche 1 % des Dispersionsfarbstoffes der Formel
Das in dieser Weise durch Ausziehen gefärbte Gewebe wird nach Abschluß der Färbeoperation mit Wasser heiß gespült und dann 20 min lang im wässrigen Medium einer neutralen Kochwäsche unterzogen. Der benutzte Carrier wird durch eine folgende Heißluftbehandlung der Färbung bei 150 °C während 3 min wieder aus der Ware entfernt. Man erhält auf dem Textilgut eine Blaufärbung mit sehr guter Wasch- und Thermofixierechtheit.The fabric dyed in this way is rinsed hot with water after completion of the dyeing operation and then subjected to a neutral boil in the aqueous medium for 20 minutes. The carrier used is removed from the goods by a subsequent hot air treatment of the dyeing at 150 ° C. for 3 minutes. A blue dyeing with very good fastness to washing and heat setting is obtained on the textile.
Claims (2)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT83111120T ATE22133T1 (en) | 1982-11-13 | 1983-11-08 | PROCESS FOR DYING TEXTILE MADE OF FLAMMABLE, LINEAR POLYESTER FIBERS. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19823242033 DE3242033A1 (en) | 1982-11-13 | 1982-11-13 | METHOD FOR DYING TEXTILE MATERIAL FROM FLAME-RETARDANT, LINEAR POLYESTER FIBERS |
DE3242033 | 1982-11-13 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0109030A1 EP0109030A1 (en) | 1984-05-23 |
EP0109030B1 true EP0109030B1 (en) | 1986-09-10 |
Family
ID=6178056
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP83111120A Expired EP0109030B1 (en) | 1982-11-13 | 1983-11-08 | Process for the dyeing of textile goods containing flame retarding linear polyester fibres |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0109030B1 (en) |
JP (1) | JPS59117556A (en) |
AT (1) | ATE22133T1 (en) |
DE (2) | DE3242033A1 (en) |
PT (1) | PT77647B (en) |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB896041A (en) * | 1958-11-18 | 1962-05-09 | Hoechst Ag | Process for producing fast dyeings or prints on textile materials or films of lineararomatic polyesters |
DE2362683A1 (en) * | 1973-12-17 | 1975-06-19 | Cassella Farbwerke Mainkur Ag | PROCESS FOR DYING POLYESTER-COTTON BLEND FABRICS |
-
1982
- 1982-11-13 DE DE19823242033 patent/DE3242033A1/en not_active Withdrawn
-
1983
- 1983-11-08 EP EP83111120A patent/EP0109030B1/en not_active Expired
- 1983-11-08 DE DE8383111120T patent/DE3366130D1/en not_active Expired
- 1983-11-08 AT AT83111120T patent/ATE22133T1/en not_active IP Right Cessation
- 1983-11-11 PT PT77647A patent/PT77647B/en unknown
- 1983-11-12 JP JP58211729A patent/JPS59117556A/en active Pending
Also Published As
Publication number | Publication date |
---|---|
EP0109030A1 (en) | 1984-05-23 |
JPS59117556A (en) | 1984-07-06 |
ATE22133T1 (en) | 1986-09-15 |
PT77647B (en) | 1986-04-17 |
DE3366130D1 (en) | 1986-10-16 |
DE3242033A1 (en) | 1984-05-17 |
PT77647A (en) | 1983-12-01 |
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