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DE1020302B - Process to improve the dyeability while increasing the stability of polyester fibers - Google Patents

Process to improve the dyeability while increasing the stability of polyester fibers

Info

Publication number
DE1020302B
DE1020302B DEI9670A DEI0009670A DE1020302B DE 1020302 B DE1020302 B DE 1020302B DE I9670 A DEI9670 A DE I9670A DE I0009670 A DEI0009670 A DE I0009670A DE 1020302 B DE1020302 B DE 1020302B
Authority
DE
Germany
Prior art keywords
stability
polyalkylene oxide
dyeability
glycol
dispersion
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
Application number
DEI9670A
Other languages
German (de)
Inventor
Duncan Sheppey Davies
Donald William Oldfield
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Publication of DE1020302B publication Critical patent/DE1020302B/en
Pending legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
    • B65G—TRANSPORT OR STORAGE DEVICES, e.g. CONVEYORS FOR LOADING OR TIPPING, SHOP CONVEYOR SYSTEMS OR PNEUMATIC TUBE CONVEYORS
    • B65G23/00—Driving gear for endless conveyors; Belt- or chain-tensioning arrangements
    • B65G23/02—Belt- or chain-engaging elements
    • B65G23/14—Endless driving elements extending parallel to belt or chain
    • 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
    • D06P1/6426—Heterocyclic compounds
    • 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
    • D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino 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
    • D06P1/651—Compounds without nitrogen
    • D06P1/65106—Oxygen-containing compounds
    • D06P1/65112—Compounds containing aldehyde or ketone 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
    • D06P1/651—Compounds without nitrogen
    • D06P1/65106—Oxygen-containing compounds
    • D06P1/65118—Compounds containing hydroxyl groups

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

Verfahren zur Verbesserung der Färbbarkeit unter Erhöhung der Stabilität von Polyesterfasern Die Erfindung betrifft ein Verfahren zur Verbesserung der Färbbarkeit unter Erhöhung der Stabilität von Polyesterfasern und ähnlichen Erzeugnissen aus Terephthalsäure und einem Glykol. Process for improving the dyeability while increasing the stability of polyester fibers The invention relates to a method for improving the dyeability increasing the stability of polyester fibers and similar products Terephthalic acid and a glycol.

Polyester aus Terephthalsäure und einem Glykol besitzen ausgezeichnete faserbildende Eigenschaften. Ein Nachteil dieser Fasern liegt darin, daß sie eine beschränkte Affinität für einige Farbstoffe besitzen. Um diese Affinität zu verbessern, ist es in der britischen Patentschnft 682 866 vorgeschlagen worden, derartige Polyester durch Zusatz eines Polyalkylenoxyds zu modifizieren. Aus diesen modifizierten Polyestern hergestellte Fasern besitzen nun zwar verbesserte Färbbarkeit, verlieren aber ihre Zugfestigkeit, wenn man sie bei hohen Temperaturen Luft oder Sauerstoff aussetzt, in solchem Maße, daß sie für Handelszwecke unbrauchbar sind. Polyesters made from terephthalic acid and a glycol are excellent fiber-forming properties. A disadvantage of these fibers is that they are a have limited affinity for some dyes. To improve this affinity, it has been suggested in British Patent No. 682,866 to use such polyesters to be modified by adding a polyalkylene oxide. From these modified polyesters Manufactured fibers now have improved dyeability, but lose their Tensile strength when exposed to air or oxygen at high temperatures, to such an extent that they are unusable for commercial purposes.

Aus der deutschen Patentanmeldung T 4925 IVd/8 K ist es bekannt, daß der Zusatz von Oxydationsschutzrnitteln für Kautschuk zu natürlichen oder synthetischen Fasern, wie Polyamidfasern, bessere Widerstandsfähigkeit hinsichtlich des Abbaus gibt. From the German patent application T 4925 IVd / 8 K it is known that the addition of anti-oxidants for rubber to natural or synthetic Fibers, such as polyamide fibers, have better resistance to degradation gives.

Es wurde nun gefunden, daß der vollständige Festigkeitsverlust bei den bekannten modifizierten Polyestern durch Behandeln mit an sich bekannten Oxydationsschutzmitteln für Kautschuk verhindert werden kann. It has now been found that the complete loss of strength at the known modified polyesters by treatment with antioxidants known per se for rubber can be prevented.

Das erfindungsgemäße Verfahren zur Verbesserung der Färbbarkeit unter Erhöhung der Stabilität von aus Terephthalsäure und einem Glykol der Strukturformel HO (CH2) nOH, in der n eine ganze Zahl bedeutet, die größer als 1, jedoch nicht größer als 10 ist, hergestellten Polyestern besteht somit darin, daß man aus Polyestern mit einkondensiertem Polyalkylenoxyd von hohem Molekulargewicht verfertigte Erzeugnisse mit einer Lösung oder Dispersion eines als Oxydationsschutzmittel für Kautschuk bekannten Stoffes behandelt. The inventive method to improve the dyeability under Increasing the stability of terephthalic acid and a glycol of the structural formula HO (CH2) nOH, in which n is an integer that is greater than 1, but not is greater than 10, produced polyesters thus consists in being made from polyesters Products manufactured with condensed polyalkylene oxide of high molecular weight with a solution or dispersion of an anti-oxidation agent for rubber known substance treated.

Als Glykol wird aus Gründen seiner Billigkeit und leichten Erhältlichkeit Äthylenglykol bevorzugt. Ebenso wird Polyäthylenoxyd als Polyalkylenoxyd bevorzugt; es können jedoch auch andere Oxyde, wie z. B. Polypropylenoxyd, verwendet werden. Das Molekulargewicht des Polyalkylenoxyds beträgt vorzugsweise 1000 bis 6000. Glycol is used for the sake of its cheapness and availability Ethylene glycol preferred. Polyethylene oxide is also preferred as the polyalkylene oxide; however, other oxides such as. B. polypropylene oxide, can be used. The molecular weight of the polyalkylene oxide is preferably 1,000 to 6,000.

Das zu verwendende Kautschuk-Oxydationsschutzmittel kann aus den folgenden Klassen von Verbindungen ausgewählt werden: eine und mehrwertige Phenole, Dioxydiphenylmethane, Chinone, Diarylaminderivate, p-Phenylendiaminderivate, Diphenochinone, Phenothiazinderivate und Dihydroacridinderivate. The rubber antioxidant to be used can be selected from the following classes of compounds can be selected: monohydric and polyhydric phenols, Dioxydiphenylmethane, quinones, diarylamine derivatives, p-phenylenediamine derivatives, diphenoquinones, Phenothiazine derivatives and dihydroacridine derivatives.

Es wurde gefunden, daß p-Phenylendiaminderivate, und zwar besonders N, N'-Di-/3-naphthyl-p-phenylendiamin, sich sehr gut für die Zwecke der Erfindung eignen. It has been found that p-phenylenediamine derivatives, in particular N, N'-di- / 3-naphthyl-p-phenylenediamine, work very well for the purposes of the invention suitable.

Für die Behandlung kann jedes Lösungsmittel verwendet werden, das den Polyesterfasern nicht schadet. Aus Gründen der Einfachheit wird eine wäßrige Lösung oder Dispersion bevorzugt; es werden mit einer derartigen Lösung oder Dispersion vorzügliche Ergebnisse erhalten. Any solvent can be used for the treatment does not harm the polyester fibers. For the sake of simplicity, it will be an aqueous one Solution or dispersion preferred; it will be with such a solution or dispersion obtained excellent results.

Folgende Beispiele, in denen die Teile sich auf Gewichtsmengen beziehen, dienen zur Erläuterung der Erfindung. The following examples, in which the parts refer to quantities by weight, serve to explain the invention.

Beispiel 1 Eine Faser, die aus einem aus 100 Teilen Terephthalsäure, 85 Teilen Äthylenglykol und 15 Teilen Polyäthylenoxyd von einem Molekulargewicht von 1540 hergestellten Polyester gesponnen ist, wird bei 100C C mit einer 0,2 gewichtsprozentigen wäßrigen Dispersion von N, N'-Dinaphthyl-p-phenylendiamin behandelt, die als Dispergiermittel 0,2 0/, Natriumoleylsulfat enthält. Sodann wird die Faser mit Aceton gewaschen und getrocknet. Ein 10 cm langes Stück dieser : Faser zerreißt in Luft bei 213C unter einer Belastung von 50 g nach 39 Minuten. Unbehandelte Fasern der gleichen Art reißen bei der gleichen Temperatur und Spannung in Luft bereits nach 3,75 Minuten. Example 1 A fiber made from a 100 parts terephthalic acid, 85 parts of ethylene glycol and 15 parts of polyethylene oxide of one molecular weight from 1540 made polyester is spun at 100C with a 0.2 weight percent aqueous dispersion of N, N'-dinaphthyl-p-phenylenediamine treated as a dispersant 0.2%, contains sodium oleyl sulfate. The fiber is then washed with acetone and dried. A 10 cm long piece of this: fiber breaks in air at 213C a load of 50 g after 39 minutes. Untreated fibers of the same kind tear at the same temperature and voltage in air after 3.75 minutes.

Beispiel 2 Eine Probe der im Beispiel 1 beschriebenen Faser wird in ähnlicher Weise mit einer 0,2 gewichtsprozentigen wäßrigen Dispersion von (2, 2'-Dio. xy-3, 3'-di-tert.-butyl-5,5'-dimethyl)-diphenylmethan behandelt. Ein 10 cm langes Stück der Faser zerreißt in Luft bei 213°C unter einer Belastung von 50 g nach 12 Minuten. Example 2 A sample of the fiber described in Example 1 is used in a similar way with a 0.2 percent by weight aqueous dispersion of (2, 2'-Dio. xy-3, 3'-di-tert-butyl-5,5'-dimethyl) -diphenylmethane treated. A 10 cm long piece of fiber tears in air at 213 ° C under a Load of 50 g after 12 minutes.

Beispiel 3 Eine Probe der im Beispiel 1 beschriebenen Faser wird in ähnlicher Weise mit einer 0,2 gewichtsprozentigen wäßrigen Dispersion von 5-Phenyldihydroacridin behandelt. Ein 10 cm langes Stück der Faser zerreißt in Luft bei einer Belastung von 50 g nach 13 minuten. Example 3 A sample of the fiber described in Example 1 is used in a similar manner with a 0.2 weight percent aqueous dispersion of 5-phenyldihydroacridine treated. A 10 cm long piece of the fiber breaks in air under stress from 50 g after 13 minutes.

Die obigen Beispiele zeigen, wie das erfindungsgemäße Verfahren die Widerstandsfähigkeit von Fasern, die aus den genannten Polyestern hergestellt sind, gegen. bbau in Luft oder Sauerstoff erhöht. The above examples show how the inventive method the Resistance of fibers made from the named polyesters, against. Build-up in air or oxygen increases.

Die Erfindung ist mit Bezug auf Fasern beschrieben worden; das Verfahren läßt sich jedoch auch auf andere Erzeugnisse, wie Filme und Einzelfasern sowie andere Formkörper, anwenden. The invention has been described with reference to fibers; the procedure however, it can also be applied to other products such as films and single fibers as well as others Moldings, apply.

Claims (6)

PATENTANSPRÜCHE: 1. Verfahren zur Verbesserung der Färbbarkeit unter Erhöhung der Stabilität von aus Terephthalsäure und einem Glykol der Strukturformel EO (CH2)nOH, worin n eine ganze Zahl zwischen 1 und 10 bedeutet, erhältlichen Polyester, gekennzeichnet durch die Kombination der beiden folgenden, an scih bekannten Merkmale; Modifizierung der Polyester durch Herstellungs unter Zusatz eines Polyalkylenoxyds von hohem Mclekulargewicht und anschließende Behandlung der Erzeugnisse mit der Lösung oder Dispersion eines als Oxydationsschutzmittel für Kautschuk bekannten Stoffes. PATENT CLAIMS: 1. Method of improving the dyeability under Increasing the stability of terephthalic acid and a glycol of the structural formula EO (CH2) nOH, where n is an integer between 1 and 10, available polyester, characterized by the combination of the following two, of well-known features; Modification of the polyester by production with the addition of a polyalkylene oxide of high molecular weight and subsequent treatment of the products with the Solution or dispersion of one known as an anti-oxidant for rubber Substance. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß man als Glykol Äthylenglykol verwendet. 2. The method according to claim 1, characterized in that as Glycol ethylene glycol used. 3. Verfahren nach Apaspruch 1, dadurch gekennzeichnet, daß man als Polyalkylenoxyd Polyäthylenoxyd verwendet. 3. The method according to Apas claim 1, characterized in that as Polyalkylene oxide polyethylene oxide used. 4. Verfahren nach Anspruch 1 und 3, gekennzeichent druch die Verwendung eines Polyalkyenoxyds mit einem Molekulargewieht zwischen 1000 und 6000. 4. The method according to claim 1 and 3, marked by the use of a polyalkylene oxide with a molecular weight between 1000 and 6000. 5. Verfahren nach Anspruch 1 bis 4, dadurch gekennzeichent, daß man als Oxydationsschuntzmittel ein Derivat des p-Phenylendianins, insbesondere N,N'-Di-ß-naphthyl-p-phenylendiamin verwendet. 5. The method according to claim 1 to 4, characterized in that one as antioxidant, a derivative of p-phenylenedianine, in particular N, N'-di-ß-naphthyl-p-phenylenediamine used. 6. Verfahren nach Anspruch 1 bis 5, dadurch gekennzeichenet, daß man das Kautschuk-Oxydationsschutzmittel in wä'Ariger Lösung oder Dispersion anwendet. 6. The method according to claim 1 to 5, characterized in that the rubber antioxidant is used in aqueous solution or dispersion. In Betracht gezogene Druckschriften: Deutsche PatentanmeldunO T 4925 : IVc 8k. Considered publications: Deutsche PatentanmeldunO T 4925 : IVc 8k.
DEI9670A 1954-02-12 1955-01-14 Process to improve the dyeability while increasing the stability of polyester fibers Pending DE1020302B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1020302X 1954-02-12

Publications (1)

Publication Number Publication Date
DE1020302B true DE1020302B (en) 1957-12-05

Family

ID=10868457

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI9670A Pending DE1020302B (en) 1954-02-12 1955-01-14 Process to improve the dyeability while increasing the stability of polyester fibers

Country Status (2)

Country Link
BE (1) BE535856A (en)
DE (1) DE1020302B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1149894B (en) * 1959-06-18 1963-06-06 Eastman Kodak Co N, N'-Di-aryl-p-phenylenediamines as stabilizers for linear polyesters

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1149894B (en) * 1959-06-18 1963-06-06 Eastman Kodak Co N, N'-Di-aryl-p-phenylenediamines as stabilizers for linear polyesters

Also Published As

Publication number Publication date
BE535856A (en)

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