DE1083224B - Process for dyeing high-polymer linear polyester, in particular polyethylene glycol terephthalate, containing or consisting of textile material - Google Patents
Process for dyeing high-polymer linear polyester, in particular polyethylene glycol terephthalate, containing or consisting of textile materialInfo
- Publication number
- DE1083224B DE1083224B DEF23732A DEF0023732A DE1083224B DE 1083224 B DE1083224 B DE 1083224B DE F23732 A DEF23732 A DE F23732A DE F0023732 A DEF0023732 A DE F0023732A DE 1083224 B DE1083224 B DE 1083224B
- Authority
- DE
- Germany
- Prior art keywords
- polyethylene glycol
- glycol terephthalate
- textile material
- dyeing
- linear polyester
- 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.)
- Pending
Links
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
- 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
-
- 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
- D06P1/16—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 dispersed, e.g. acetate, dyestuffs
-
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
-
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
-
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
-
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/62—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
-
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
-
- 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
-
- 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8223—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
-
- 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
- D06P5/001—Special chemical aspects of printing textile materials
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zum Färben von hochpolymere lineare Polyester, insbesondere Polyäthylenglykolterephthalat, enthaltendem oder aus diesen bestehendem Textilmaterial Das Färben von Fasergut aus hochpolymeren linearen Polyestern, insbesondere solchen vom Typ des Polyäthylenglykolterephthalats, ist verhältnismäßig schwierig, weil dem Fasergut funktionelle Gruppen fehlen. Hinzu kommt, daß das Quellungsvermögen des Fasermaterials in wäßrigem Medium außerordentlich gering ist. Um nun das Eindringen von Farbstoffen, mit denen die Polyesterfasern gefärbt werden sollen, beispielsweise Dispersions-, Entwicklungs- oder Küpenfarbstoffe, zu fördern, verwendet man Hilfsmittel, sogenannte Carrier. Die verschiedensten Verbindungen sind als Carrier verwendet worden. Trotzdem macht das Färben des Polyestermaterials noch Schwierigkeiten, da eine Anzahl der bisher bekannten Carrier unangenehme Eigenschaften aufweisen. So besitzen z. B. halogenierte aromatische Kohlenwasserstoffe toxische Eigenschaften oder hinterlassen in den Fasern Rückstände, die beim späteren Bügeln einen unangenehmen Geruch verursachen. Mit Wasserdampf flüchtige Carrier verursachen durch Zurücktropfen während des Färbevorganges irreparable fleckige Färbungen.Process for dyeing high-polymer linear polyester, in particular polyethylene glycol terephthalate, containing or consisting of textile material The dyeing of fiber material from high-polymer linear polyesters, especially those of the polyethylene glycol terephthalate type , is relatively difficult because the fiber material lacks functional groups. In addition, the swelling capacity of the fiber material in an aqueous medium is extremely low. In order to promote the penetration of dyes with which the polyester fibers are to be dyed, for example disperse, developing or vat dyes, auxiliaries, so-called carriers, are used. A wide variety of connections have been used as carriers. Nevertheless, the dyeing of the polyester material still causes difficulties, since a number of the carriers known to date have unpleasant properties. So have z. B. halogenated aromatic hydrocarbons have toxic properties or leave residues in the fibers that cause an unpleasant odor when ironing later. Carriers that are volatile with water vapor cause irreparable spotty colorations when they drip back during the dyeing process.
Als recht brauchbare Carrier haben sich o- und P-Oxydiphenyl erwiesen. Die Anwendung der Verbindungen stieß jedoch bisher auf beträchtliche Schwierigkeiten, da die Zubereitungen dieser Produkte unter Verwendung von Alkoholen, z. B. Pineöl, und Türkischrotöl beim Färben die Oxydiphenyle nicht voll wirksam werden lassen und die Verwendung von Chlorbenzolen als Lösungsmittel Schwierigkeiten wegen derenWasserdampfflüchtigkeit verursacht. Man hat auch versucht, die genannten Diphenylderivate in Form der Natriumsalze einzusetzen und im Verlauf des Färbeprozesses die Phenole durch Zugabe von Säuren in Freiheit zu setzen. Hierdurch wird jedoch der Färbeprozeß beträchtlich kompliziert, denn beim einbadigen Färben von Ihiischungen aus Polyesterfasermaterial und Wolle, Naturseide oder ähnlichen Fasern würde eine unangenehme Beschränkung der Auswahl der Farbstoffe eintreten, da zum Färben des Wollanteils je nach Qualität und Verwendungszweck der Ware sowohl neutral ziehende Metallkomplexfarbstoffe als auch stark sauer ziehende Farbstoffe eingesetzt werden.O- and P-oxydiphenyl have proven to be quite useful carriers. However, the application of the compounds has so far encountered considerable difficulties, since the preparations of these products using alcohols, e.g. B. pine oil, and turkey red oil do not allow the oxydiphenyls to be fully effective in dyeing and the use of chlorobenzenes as solvents causes difficulties because of their water vapor volatility. Attempts have also been made to use the diphenyl derivatives mentioned in the form of the sodium salts and to liberate the phenols by adding acids in the course of the dyeing process. However, this makes the dyeing process considerably more complicated, because the one-bath dyeing of mixtures of polyester fiber material and wool, natural silk or similar fibers would result in an uncomfortable limitation of the choice of dyes, since both neutral metal complex dyes and metal complex dyes for dyeing the wool component, depending on the quality and intended use of the goods strongly acidic dyes can also be used.
Es wurde nun gefunden, daß man Textihnaterial aus hochpolymeren linearen Polyestern, insbesondere aus Polyäthylenglykolterephthalat, besonders vorteilhaft mit Dispersions-, Entwicklungs- und Küpenfarbstoffen färben kann, wenn man als Hilfsmittel Mischungen aus o- oder p-Oxydiphenyl, vollständig oder teilweise hydrierten aromatischen Kohlenwasserstoffen oder deren Alkyl-, Oxy- oder Halogenderivaten und oberflächenaktiven Alkylarylsulfonaten verwendet.It has now been found that textile material made of high polymer linear Polyesters, especially those made from polyethylene glycol terephthalate, are particularly advantageous can dye with disperse, developing and vat dyes, if you use it as an aid Mixtures of o- or p-oxydiphenyl, fully or partially hydrogenated aromatic Hydrocarbons or their alkyl, oxy or halogen derivatives and surface-active Alkylarylsulfonaten used.
Als vollständig oder teilweise hydrierte aromatische Kohlenwasserstoffe seien beispielsweise Tetrahydronaphthalin und Dekahydronaphthalin genannt. Als Alkyl- arylsulfonate eignen sich solche Produkte, die eine ausgesprochene Oberflächenaktivität besitzen und als Netz-oder Waschmittel anzusprechen sind. Der Alkylrest dieser Verbindungen enthält etwa 6 bis 20 und mehr Kohlenstoffatome.Examples of fully or partially hydrogenated aromatic hydrocarbons are tetrahydronaphthalene and decahydronaphthalene. Suitable alkyl aryl sulfonates are those products which have pronounced surface activity and can be used as wetting agents or detergents. The alkyl radical of these compounds contains about 6 to 20 and more carbon atoms.
Das Mengenverhältnis der einzelnen Komponenten kann in weiten Grenzen schwanken. So erhält man klare Lösungen der Komponenten, wenn man o- bzw. p-Oxydiphenyl mit den hydrierten aromatischen Kohlenwasserstoffen im Gewichtsverhältnis 65:5 bis 5:65 mischt und diesen Mischungen etwa ein Viertel bis etwa das Dreifache an Alkylarylsulfonat, bezogen auf die Gewichtsmenge des eingesetzten Phenols, zugibt. Ein Überschuß an Alkylarylsulfonat ist an sich nicht schädlich, jedoch sind die Mischungen dann keine klaren Lösungen mehr, eine Eigenschaft, die für die Praxis nicht erwünscht ist.-Die Ilischungen werden dem Färbebad üblicherweise in emulgierter Form zugesetzt. Es ist vorteilhaft, zunächst eine Stammemulsion zu bereiten, indem man die Mischung der in Betracht kommenden Komponenten in Wasser einrührt. Hierbei ist es vorteilhaft, auf 1 Teil der Mischung etwa 3 Teile Wasser vorzulegen. Bei der Bereitung der Stammemulsionen hat es sich als zweckmäßig erwiesen, dem Wasser weitere oberflächenaktive Stoffe zuzusetzen, beispielsweise Paraffin- oder Halogenparaffinsulfonate, primäre oder sekundäre Phosphors#iureester sowie deren Oxäthylierungsprodukte u. ä. Hierdurch wird die Feinverteilung der Ernulsion im Färbebad wesentlich gefördert.The proportions of the individual components can vary within wide limits. Clear solutions of the components are obtained if o- or p-oxydiphenyl is mixed with the hydrogenated aromatic hydrocarbons in a weight ratio of 65: 5 to 5:65 and these mixtures contain about a quarter to about three times the amount of alkylarylsulfonate, based on the amount by weight of the phenol used, admits. An excess of alkylarylsulfonate is not harmful per se, but the mixtures are then no longer clear solutions, a property which is not desirable in practice. The mixtures are usually added to the dyebath in emulsified form. It is advantageous to first prepare a stock emulsion by stirring the mixture of the components under consideration into water. It is advantageous to add about 3 parts of water to 1 part of the mixture. When preparing the stock emulsions, it has proven to be useful to add other surface-active substances to the water, for example paraffin or haloparaffin sulfonates, primary or secondary phosphoric esters and their oxyethylation products, etc. This significantly promotes the fine distribution of the emulsion in the dyebath.
Die Produkte können nicht nur beim Färben, sondern auch beim Drucken verwendet werden. Ferner ist es möglich, auch Farbstoffpräparate herzustellen, die neben dem Farbstoff das für das Färben als Hilfsstoff notwendige Gemisch der genannten Komponenten enthalten sowie noch sonstige übliche Zusatzstoffe.The products can not only be used for dyeing, but also for printing be used. It is also possible to produce dye preparations that in addition to the dye, the mixture of these mentioned as an auxiliary for dyeing Contain components as well as other common additives.
Es wurde-weiterhin gefunden, daß die Stabilität der Mischungen insbesondere gegen Kälteeinwirkung ganz wesentlich erhöht werden kann, wenn man ihnen noch niederinolekulare aliphatische Ketone -und bzw. oder Dialkylamide niedennolekularer aliphafischer Carbonsäuren zusetzt. Als Ketone eignen sich beispielsweise Aceton, Diäthylketon und insbesondere Methyläthylketon. Als Dialkylamide von niederen aliphatischen Carbonsäuren seien beispielsweise genannt: Dimethylacetamid, Diäthy1formamid und Dimethylforn-lamid, wobei insbesondere die Verwendung des letzteren ausgezeichnete Ergebnisse liefert. Diese Lösungsmittel werden den Mischungen in relativ geringen Mengen von einigen Prozent zugesetzt. Verwendet man Mischungen von Ketonen und Dialkylcarbonsäureamiden, so hat es sich als sehr zweckmäßig erwiesen, eine Mischung von Methyläthylketon und Dimethylformamid irn Verhältnis 1 zu etwa 2 bis 3 zu verwenden.It has also been found that the stability of the mixtures, in particular against the effects of cold, can be increased quite significantly if they are also added with low molecular weight aliphatic ketones and / or dialkylamides of low molecular weight aliphatic carboxylic acids. Suitable ketones are, for example, acetone, diethyl ketone and, in particular, methyl ethyl ketone. Examples of dialkylamides of lower aliphatic carboxylic acids are: dimethylacetamide, diethy1formamide and dimethylformamide, the use of the latter in particular giving excellent results. These solvents are added to the mixtures in relatively small amounts of a few percent. If mixtures of ketones and dialkylcarboxamides are used, it has proven to be very useful to use a mixture of methyl ethyl ketone and dimethylformamide in a ratio of 1 to about 2 to 3 .
Das Verfahren gemäß der vorliegenden Erfindung gestattet es, Textilmaterial, beispielsweise Fasern, Fäden, Gewebe, Gewirke usw., aus hochpolymeren linearen Polyestern, insbesondere Polyäthylenglykolterephthalat, in einfacher Weise mit bestem Erfolg zu färben. Auch Mischgewebe aus Polyäthylenglykolterephthalat und nativen Fasern, wie Wolle usw., können mit sehr guten Ergebnissen gefärbt -werden.The method according to the present invention allows textile material, for example fibers, threads, fabrics, knitted fabrics, etc., made of high-polymer linear polyesters, in particular polyethylene glycol terephthalate, in a simple manner with great success to color. Also mixed fabrics made of polyethylene glycol terephthalate and native fibers, like wool etc., can be dyed with very good results.
Beispiel 5 g Polyäthylenglykolterephthalatgarn werden im Flottenverhältnis 1: 40 111, Stunden in einem kochenden Färbebad gefärbt, das, bezogen auf das Warengewicht, 40/, des Farbstoffs der Formel sowie 3 g/1 einer Mischung von 45,5 Teilen o-Oxydiphenyl, 24,5 Teilen Tetrahydronaphthalin, 25,0 Teilen einer 660/#gen wäßrigen Paste eines Alkylarylsulfonates, 3,5 Teilen Dirnethylformamid und 1,5 Teilen Methyläthylketon enthält. Nach dem Färben wird gründlich heiß gespült. Man erhält eine violette Färbung, die ganz wesentlich tiefer ist als eine ohne den Zusatz der Hilfsmittelmischung hergestellte Färbung. EXAMPLE 5 g of polyethylene glycol terephthalate yarn are dyed in a liquor ratio of 1: 40 111 hours in a boiling dyebath which, based on the weight of the goods, is 40% of the dye of the formula and 3 g / l of a mixture of 45.5 parts of o-oxydiphenyl, 24.5 parts of tetrahydronaphthalene, 25.0 parts of a 660 / # gen aqueous paste of an alkylarylsulfonate, 3.5 parts of dimethylformamide and 1.5 parts of methyl ethyl ketone. After dyeing, it is rinsed thoroughly with hot water. The result is a violet coloration which is very much deeper than a coloration produced without the addition of the auxiliary mixture.
Die erhaltene Färbung ist auch viel tiefer als eine unter Verwendung von 3,5 g/1 einer Mischung aus 40 Teilen o-Oxydiphenyl, 30 Teilen Türkischrotöl und 30 Teilen Pineöl hergestellte Färbung.The coloration obtained is also much deeper than a coloration produced using 3.5 g / l of a mixture of 40 parts of o-oxydiphenyl, 30 parts of Turkish red oil and 30 parts of pine oil.
Gleiche Ergebnisse erhält man, wenn man an Stelle des Farbstoffs A Farbstoffe der folgenden Konstitutionen verwendet: wobei in beiden Fällen eine sehr viel tiefere Blaufärbung erzielt wird.The same results are obtained if dyes of the following constitutions are used instead of dye A: in both cases a much deeper blue coloration is achieved.
Claims (3)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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DEF23732A DE1083224B (en) | 1957-08-10 | 1957-08-10 | Process for dyeing high-polymer linear polyester, in particular polyethylene glycol terephthalate, containing or consisting of textile material |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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DEF23732A DE1083224B (en) | 1957-08-10 | 1957-08-10 | Process for dyeing high-polymer linear polyester, in particular polyethylene glycol terephthalate, containing or consisting of textile material |
Publications (1)
Publication Number | Publication Date |
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DE1083224B true DE1083224B (en) | 1960-06-15 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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DEF23732A Pending DE1083224B (en) | 1957-08-10 | 1957-08-10 | Process for dyeing high-polymer linear polyester, in particular polyethylene glycol terephthalate, containing or consisting of textile material |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2142318B2 (en) * | 1971-08-24 | 1979-01-04 | Bayer Ag, 5090 Leverkusen | Use of mixtures for emulsifying dye accelerators containing hydroxyaryl groups |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB609948A (en) * | 1946-06-06 | 1948-10-08 | Alan Stanley Fern | Dyeing of highly polymeric linear esters |
GB609943A (en) * | 1946-03-26 | 1948-10-08 | Alan Stanley Fern | Dyeing of highly polymeric linear esters |
GB609945A (en) * | 1946-06-06 | 1948-10-08 | Thomas Vickerstaff | Dyeing of highly polymeric linear esters |
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1957
- 1957-08-10 DE DEF23732A patent/DE1083224B/en active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB609943A (en) * | 1946-03-26 | 1948-10-08 | Alan Stanley Fern | Dyeing of highly polymeric linear esters |
GB609948A (en) * | 1946-06-06 | 1948-10-08 | Alan Stanley Fern | Dyeing of highly polymeric linear esters |
GB609945A (en) * | 1946-06-06 | 1948-10-08 | Thomas Vickerstaff | Dyeing of highly polymeric linear esters |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2142318B2 (en) * | 1971-08-24 | 1979-01-04 | Bayer Ag, 5090 Leverkusen | Use of mixtures for emulsifying dye accelerators containing hydroxyaryl groups |
DE2142318C3 (en) * | 1971-08-24 | 1979-09-06 | Bayer Ag, 5090 Leverkusen | Use of mixtures for emulsifying dye accelerators containing hydroxyaryl groups |
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