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EP0538714A1 - Biodegradable fibers treating agent - Google Patents

Biodegradable fibers treating agent Download PDF

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Publication number
EP0538714A1
EP0538714A1 EP92117479A EP92117479A EP0538714A1 EP 0538714 A1 EP0538714 A1 EP 0538714A1 EP 92117479 A EP92117479 A EP 92117479A EP 92117479 A EP92117479 A EP 92117479A EP 0538714 A1 EP0538714 A1 EP 0538714A1
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EP
European Patent Office
Prior art keywords
fiber preparation
compounds
preparation agent
weight
fiber
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.)
Granted
Application number
EP92117479A
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German (de)
French (fr)
Other versions
EP0538714B1 (en
EP0538714B2 (en
Inventor
Rolf Dr. Kleber
Lothar Jaeckel
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Clariant Produkte Deutschland GmbH
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Hoechst AG
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/165—Ethers
    • D06M13/17—Polyoxyalkyleneglycol ethers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2904—Staple length fiber
    • Y10T428/2907—Staple length fiber with coating or impregnation
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core
    • Y10T428/2964—Artificial fiber or filament
    • Y10T428/2967—Synthetic resin or polymer
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core
    • Y10T428/2964—Artificial fiber or filament
    • Y10T428/2967—Synthetic resin or polymer
    • Y10T428/2969—Polyamide, polyimide or polyester

Definitions

  • polyoxyalkylene glycols which evaporate residue-free when heat-treated synthetic fibers such as texturing, so that when used in fiber preparation agents, the cleaning intervals of the texturing devices used are relatively long in time apart.
  • end-capped polyoxyalkylene glycols are known from EP-B-162 530, which have good properties as fiber preparation agents and are also distinguished by low residue formation on the fiber after heating processes.
  • biodegradable is to be understood to mean that the constituents of fiber preparation agents, such as lubricants, surfactants, thread-closing agents or also antistatic agents, are completely or at least 70% by weight by biological means, for example by the enzymes or contained in the sewage sludge of a sewage treatment plant Bacteria are broken down.
  • Preferred constituents of these biodegradable fiber preparation agents are compounds of the formula I in which R is a 1-methylpropylene radical, 2-methylpropylene radical or a 2,2-dimethylpropylene radical, particularly preferably a 1-methylethylene radical (isopropylene radical).
  • the compounds of the formula I are well suited as fiber preparation agents.
  • the compounds of formula I are generally water-soluble or water-dispersible. They can be used as fiber preparation agents either alone or as a mixture with one another or with others known per se Fiber preparation agents such as surfactants, antistatic agents, such as P2O5 ester salts, lubricants, such as ester oils or thread-locking agents, such as ethoxylated castor oils, which must also be biodegradable.
  • the proportion of the compounds of the formula I should be in the range from 10 to 100 parts by weight, based on the fiber preparation agent.
  • the coating should be 0.1 to 1% by weight, preferably 0.3 to 0.5% by weight, based on the weight of the fiber, the Compounds of formula I are contained in the fiber preparation agent according to the percentages given above.
  • the fiber preparation agents can be applied from aqueous solution, dispersion or emulsion, optionally with the use of suitable solvents or dispersing agents. Since most of the compounds of formula I are readily water-soluble, in contrast to mineral or ester oils, no additional emulsifiers are required when applied to the fiber.
  • the application is carried out according to the usual methods, for example by splashing, dipping, spraying, padding or gear pumps.
  • Suitable synthetic fibers for which the fiber preparation agents are to be used are, for example, fibers made of polyesters, polyamides, polyacrylonitrile, polyolefins or the copolymers of the abovementioned compounds.
  • Table I summarizes the glycols and alkaline catalysts presented and the amount of ethylene oxide metered in at the reaction temperature and pressure.
  • Table I Example No. Glycol Ethylene oxide catalyst Reaction temperature (° C) Reaction pressure (kPa) (G) (mol) (G) (mol) Art (% By weight) 1 1,2-propylene glycol 76.0 1.0 510.4 11.6 NaOH 1.0 140-150 50-400 2nd 1,2-propylene glycol 76.0 1.0 660.0 15.0 Na2CO3 3.0 140-150 30-300 3rd 1,2-propylene glycol 76.0 1.0 880.0 20.0 K2CO3 2.5 140-150 50-400 4th 1,2-propylene glycol 76.0 1.0 1276.0 29.0 NaOH 2.0 120-140 50-400
  • Biodegradability test Biodegradability is determined using the OECD 303 A test. The biological elimination [% DOC] is determined depending on the time [d] (day, English: day). Table III shows the maximum biological elimination after 28 days. Table III Example No. Biological elimination [%] Time [d] 1 > 90% 28 2nd > 90% 28 3rd > 90% 28 4th > 90% 18th

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Treatment Of Fibers During Manufacturing Processes (AREA)
  • Biological Depolymerization Polymers (AREA)

Abstract

Die Erfindung betrifft Faserpräparationsmittel, gekennzeichnet durch einen Gehalt an Verbindungen der allgemeinen Formel HO(CH2CH2O)x-RO-(CH2CH2O)yH I worin R für einen einfach oder mehrfach alkylsubstituierten Alkylenrest mit 2 bis 4 Kohlenstoffatomen in der Alkylenkette und mit Methyl, Ethyl, Propyl oder Isopropyl als Alkylsubstituent steht und die Summe von x und y 10 bis 20 beträgt, wobei x und y verschieden von Null sind sowie ein Verfahren zum Präparieren von Fasern.The invention relates to fiber preparation agents, characterized by a content of compounds of the general formula HO (CH2CH2O) x-RO- (CH2CH2O) yH I where R is a mono- or polysubstituted alkyl-substituted alkylene radical having 2 to 4 carbon atoms in the alkylene chain and containing methyl, ethyl, Propyl or isopropyl is an alkyl substituent and the sum of x and y is 10 to 20, where x and y are different from zero and a method for preparing fibers.

Description

Aus US-A-4 179 544 und US-A-4 227 390 sind Polyoxyalkylenglykole bekannt, die bei einer Wärmebehandlung von präparierten Synthesefasern, wie dem Texturieren, rückstandslos verdampfen, so daß bei deren Verwendung in Faserpräparationsmitteln die Reinigungsintervalle der eingesetzten Texuriereinrichtungen zeitlich relativ lange auseinander liegen. Aus EP-B-162 530 sind sogenannte endverschlossene Polyoxyalkylenglykole bekannt, die gute Eigenschaften als Faserpräparationsmittel besitzen und sich ebenfalls durch geringe Rückstandsbildung auf der Faser nach Erhitzungsprozessen auszeichnen.From US-A-4 179 544 and US-A-4 227 390 polyoxyalkylene glycols are known which evaporate residue-free when heat-treated synthetic fibers such as texturing, so that when used in fiber preparation agents, the cleaning intervals of the texturing devices used are relatively long in time apart. So-called end-capped polyoxyalkylene glycols are known from EP-B-162 530, which have good properties as fiber preparation agents and are also distinguished by low residue formation on the fiber after heating processes.

Alle diese Verbindungen zeigen jedoch den erheblichen Nachteil, daß sie biologisch nur mäßig abbaubar sind. In den letzten Jahren werden an Faserpräparationsmittel zusätzliche Bedingungen dahingehend gestellt, daß diese Mittel im Abwasser biologisch gut abbaubar sein sollen. Diese Bedingungen zielen darauf ab, die in die Abwässer von Textilbetrieben beim Färben oder Vorbehandeln gelangenden Faserpräparationsmittel durch biologischen Abbau zu eliminieren. Unter dem Begriff "biologisch abbaubar" ist zu verstehen, daß die Bestandteile von Faserpräparationsmitteln, wie Gleitmittel, Tenside, Fadenschlußmittel oder auch Antistatika vollständig oder zumindest zu 70 Gew.-% auf biologischem Weg, z.B. durch die in dem Klärschlamm einer Kläranlage enthaltenen Enzyme oder Bakterien, abgebaut werden. Dabei ist es wünschenswert, daß bei dem Abbau chemisch einfache Verbindungen, wie Kohlendioxid, Wasser, Sulfat oder Phosphat, entstehen.
Um die biologische Abbaubarkeit von chemischen Verbindungen beurteilen zu können, wurden eine Reihe von Testverfahren erarbeitet. Als geeignetes Verfahren zur Überprüfung der biologischen Abbaubarkeit von Faserpräparationsmitteln wird der "Coupled-Units-Test" (OECD-303-A-Test) genannt.However, all of these compounds have the considerable disadvantage that they are only moderately biodegradable. In recent years, additional requirements have been placed on fiber preparation agents so that these agents are said to be readily biodegradable in wastewater. These conditions aim to eliminate the fiber preparation agents that get into the wastewater of textile companies during dyeing or pretreatment by biodegradation. The term "biodegradable" is to be understood to mean that the constituents of fiber preparation agents, such as lubricants, surfactants, thread-closing agents or also antistatic agents, are completely or at least 70% by weight by biological means, for example by the enzymes or contained in the sewage sludge of a sewage treatment plant Bacteria are broken down. It is desirable that chemically simple compounds such as carbon dioxide, water, sulfate or phosphate are formed during the decomposition.
In order to assess the biodegradability of chemical compounds, a number of test procedures have been developed. As a suitable method for checking the biodegradability of fiber preparation agents the "Coupled Units Test" (OECD-303-A test).

Die Bereitstellung biologisch abbaubarer Faserpräparationsmittel bereitet nach wie vor große Schwierigkeiten. Hier will die Erfindung Abhilfe schaffen.The provision of biodegradable fiber preparation agents continues to present great difficulties. The invention seeks to remedy this.

Gegenstand der Erfindung sind Faserpräparationsmittel, gekennzeichnet durch einen Gehalt an Verbindungen der allgemeinen Formel



        HO(CH₂CH₂O)x-RO-(CH₂CH₂O)yH   I



worin

R
für einen einfach oder mehrfach alkylsubstituierten Alkylenrest mit 2 bis 4 Kohlenstoffatomen in der Alkylenkette und mit Methyl, Ethyl, Propyl oder Isopropyl als Alkylsubstituent steht und
die Summe von x und y 10 bis 20 beträgt, wobei x und y verschieden von Null sind.
The invention relates to fiber preparation agents, characterized by a content of compounds of the general formula



HO (CH₂CH₂O) x -RO- (CH₂CH₂O) y H I



wherein
R
represents a single or multiple alkyl-substituted alkylene radical having 2 to 4 carbon atoms in the alkylene chain and with methyl, ethyl, propyl or isopropyl as the alkyl substituent and
the sum of x and y is 10 to 20, where x and y are different from zero.

Bevorzugte Bestandteile dieser biologisch abbaubaren Faserpräparationsmittel sind Verbindungen der Formel I, in denen R ein 1-Methylpropylenrest, 2-Methylpropylenrest oder ein 2,2-Dimethylpropylenrest, besonders bevorzugt ein 1-Methylethylenrest (Isopropylenrest), ist.Preferred constituents of these biodegradable fiber preparation agents are compounds of the formula I in which R is a 1-methylpropylene radical, 2-methylpropylene radical or a 2,2-dimethylpropylene radical, particularly preferably a 1-methylethylene radical (isopropylene radical).

Die Herstellung dieser Verbindungen der Formel I erfolgt nach dem in der EP-B-166 958 beschriebenen Verfahren, indem ein Glykol mit Ethylenoxid umgesetzt wird.These compounds of the formula I are prepared by the process described in EP-B-166 958 by reacting a glycol with ethylene oxide.

Infolge ihrer unerwartet geringen Rückstandsbildung bei Erhitzungsprozessen, wie dem Texturieren, und ihrer überraschend guten biologischen Abbaubarkeit, eignen sich die Verbindungen der Formel I gut als Faserpräparationsmittel. Die Verbindungen der Formel I sind im allgemeinen wasserlöslich oder in Wasser dispergierbar. Sie können als Faserpräparationsmittel sowohl allein als auch in Mischung untereinander oder mit anderen an sich bekannten Faserpräparationsmitteln wie Tensiden, Antistatika, wie P₂O₅-Estersalzen, Gleitmitteln, wie Esterölen oder Fadenschlußmitteln, wie ethoxylierten Rizinusölen angewendet werden, die ebenfalls biologisch abbaubar sein müssen.As a result of their unexpectedly low residue formation in heating processes, such as texturing, and their surprisingly good biodegradability, the compounds of the formula I are well suited as fiber preparation agents. The compounds of formula I are generally water-soluble or water-dispersible. They can be used as fiber preparation agents either alone or as a mixture with one another or with others known per se Fiber preparation agents such as surfactants, antistatic agents, such as P₂O₅ ester salts, lubricants, such as ester oils or thread-locking agents, such as ethoxylated castor oils, which must also be biodegradable.

Bei Verwendung einer Mischung der Verbindungen der Formel I mit bekannten Faserpräparationsmitteln soll der Anteil der Verbindungen der Formel I im Bereich von 10 bis 100 Gew.-Teilen, bezogen auf das Faserpräparationsmittel liegen. Bei der Präparation von Synthesefasern mit den Verbindungen der Formel I oder deren Mischungen soll die Auflage 0,1 bis 1 Gew.-%, bevorzugt 0,3 bis 0,5 Gew.-%, bezogen auf das Gewicht der Faser betragen, wobei die Verbindungen der Formel I entsprechend den vorstehend prozentualen Angaben in dem Faserpräparationsmittel enthalten sind.When using a mixture of the compounds of the formula I with known fiber preparation agents, the proportion of the compounds of the formula I should be in the range from 10 to 100 parts by weight, based on the fiber preparation agent. In the preparation of synthetic fibers with the compounds of the formula I or their mixtures, the coating should be 0.1 to 1% by weight, preferably 0.3 to 0.5% by weight, based on the weight of the fiber, the Compounds of formula I are contained in the fiber preparation agent according to the percentages given above.

Die Faserpräparationsmittel können aus wäßriger Lösung, Dispersion oder Emulsion, gegebenenfalls unter Mitverwendung geeigneter Löse- oder Dispergiermittel, aufgebracht werden.
Da die meisten Verbindungen der Formel I gut wasserlöslich sind, bedarf es bei dem Aufbringen auf die Faser, im Gegensatz zum Mineral oder Esterölen, keiner zusätzlichen Emulgatoren.The fiber preparation agents can be applied from aqueous solution, dispersion or emulsion, optionally with the use of suitable solvents or dispersing agents.
Since most of the compounds of formula I are readily water-soluble, in contrast to mineral or ester oils, no additional emulsifiers are required when applied to the fiber.

Das Aufbringen erfolgt nach den üblichen Methoden beispielsweise durch Pflatschen, Tauchen, Sprühen, Foulardieren oder Zahnradpumpen.The application is carried out according to the usual methods, for example by splashing, dipping, spraying, padding or gear pumps.

Als Synthesefasern, für die die Faserpräparationsmittel anzuwenden sind, kommen z.B. Fasern aus Polyestern, Polyamiden, Polyacrylnitril, Polyolefinen oder den Copolymeren der vorstehend genannten Verbindungen in Betracht.Suitable synthetic fibers for which the fiber preparation agents are to be used are, for example, fibers made of polyesters, polyamides, polyacrylonitrile, polyolefins or the copolymers of the abovementioned compounds.

Allgemeine Vorschrift zur Herstellung der nachfolgend genannten Acetale:
In einem mit Rührer umgestalteten Reaktionsgefäß werden die Menge von Glykol und alkalischem Katalysator vorgelegt. Nach Spülen mit Stickstoff zur Entfernung des Sauerstoffs wird auf 120 bis 125°C erhitzt und bei dieser Temperatur unter Rühren 2 h lang unter Wasserstrahlvakuum gehalten. Nach Wegnahme des Wasserstrahlvakuums wird unter Rühren auf 130 bis 140°C erhitzt, worauf bei dieser Temperatur in einer Zeit von etwa 3 h die erforderliche Menge gasförmiges Ethylenoxid zudosiert wird. Das Ende der Ethylenoxid-Zugabe wird am abfallenden und im wesentlichen konstant bleibende Druck erkennbar. Zur Reinigung des Reaktionsproduktes von gegebenenfalls anwesenden flüchtigen Anteilen wird dieses eine halbe Stunde lang unter Rühren bei etwa 80°C und einem Vakuum von 2 kPa gehalten.General instructions for the production of the acetals mentioned below:
The amount of glycol and alkaline catalyst are placed in a reaction vessel redesigned with a stirrer. After flushing with nitrogen to remove the oxygen, the mixture is heated to 120 to 125 ° C. and kept at this temperature with stirring for 2 hours under a water jet vacuum. After the water jet vacuum has been removed, the mixture is heated to 130 ° to 140 ° C. with stirring, whereupon the required amount of gaseous ethylene oxide is metered in at this temperature in about 3 hours. The end of the ethylene oxide addition can be recognized by the falling and essentially constant pressure. To purify the reaction product from any volatile constituents that may be present, it is kept for half an hour with stirring at about 80 ° C. and a vacuum of 2 kPa.

In der nachstehenden Tabelle I sind die vorgelegten Glykole und alkalischen Katalysatoren sowie die bei der Reaktionstemperatur und dem Reaktionsdruck zudosierte Ethylenoxid-Menge zusammengefaßt. Tabelle I Beispiel Nr. Glykol Ethylenoxid Katalysator Reaktionstemperatur (°C) Reaktions-Druck (kPa) (g) (mol) (g) (mol) Art (Gew.-%) 1 1,2-Propylenglykol 76,0 1,0 510,4 11,6 NaOH 1,0 140-150 50-400 2 1,2-Propylenglykol 76,0 1,0 660,0 15,0 Na₂CO₃ 3,0 140-150 30-300 3 1,2-Propylenglykol 76,0 1,0 880,0 20,0 K₂CO₃ 2,5 140-150 50-400 4 1,2-Propylenglykol 76,0 1,0 1276,0 29,0 NaOH 2,0 120-140 50-400 Table I below summarizes the glycols and alkaline catalysts presented and the amount of ethylene oxide metered in at the reaction temperature and pressure. Table I Example No. Glycol Ethylene oxide catalyst Reaction temperature (° C) Reaction pressure (kPa) (G) (mol) (G) (mol) Art (% By weight) 1 1,2-propylene glycol 76.0 1.0 510.4 11.6 NaOH 1.0 140-150 50-400 2nd 1,2-propylene glycol 76.0 1.0 660.0 15.0 Na₂CO₃ 3.0 140-150 30-300 3rd 1,2-propylene glycol 76.0 1.0 880.0 20.0 K₂CO₃ 2.5 140-150 50-400 4th 1,2-propylene glycol 76.0 1.0 1276.0 29.0 NaOH 2.0 120-140 50-400

Prüfung der Verstampfungsrate der Beispiele 1 bis 4:
Im Abdampftest werden jeweils 1 g der in Tabelle I aufgeführten Beispiele 1 bis 4 bei 220°C gehalten und die Verluste nach 0,33 Stunden (20 Minuten) und 24 Stunden beurteilt. Die prozentualen Verluste der Beispiele 1 bis 4 sind Tabelle II zu entnehmen. Tabelle II Beispiel Nr. Zeitdauer 20 Minuten 24 Stunden 1 9% >95% 2 8% >95% 3 7% >95% 4 6% >95% Testing the evaporation rate of Examples 1 to 4:
In the evaporation test, 1 g each of Examples 1 to 4 listed in Table I are kept at 220 ° C. and the losses are assessed after 0.33 hours (20 minutes) and 24 hours. The percentage losses in Examples 1 to 4 are shown in Table II. Table II Example No. Duration 20 minutes 24 hours 1 9% > 95% 2nd 8th% > 95% 3rd 7% > 95% 4th 6% > 95%

Prüfung der biologischen Abbaubarkeit:
Die biologische Abbaubarkeit wird mit Hilfe des OECD 303 A-Testes ermittelt. Dabei wird die biologische Elimination [% DOC] in Abhängigkeit von der Zeit [d] (day, englisch: Tag) bestimmt.
Tabelle III gibt den Höchstwert der biologischen Elimination nach 28 Tagen an. Tabelle III Beispiel Nr. Biologische Elimination [%] Zeit [d] 1 >90% 28 2 >90% 28 3 >90% 28 4 >90% 18 Biodegradability test:
Biodegradability is determined using the OECD 303 A test. The biological elimination [% DOC] is determined depending on the time [d] (day, English: day).
Table III shows the maximum biological elimination after 28 days. Table III Example No. Biological elimination [%] Time [d] 1 > 90% 28 2nd > 90% 28 3rd > 90% 28 4th > 90% 18th

Claims (5)

Faserpräparationsmittel, gekennzeichnet durch einen Gehalt an Verbindungen der allgemeinen Formel



        HO(CH₂CH₂O)x-RO-(CH₂CH₂O)yH   I



worin
R für einen einfach oder mehrfach alkylsubstituierten Alkylenrest mit 2 bis 4 Kohlenstoffatomen in der Alkylenkette und mit Methyl, Ethyl, Propyl oder Isopropyl als Alkylsubstituent steht und
die Summe von x und y 10 bis 20 beträgt, wobei x und y verschieden von Null sind.Fiber preparation agent, characterized by a content of compounds of the general formula



HO (CH₂CH₂O) x -RO- (CH₂CH₂O) y H I



wherein
R represents a single or multiple alkyl-substituted alkylene radical having 2 to 4 carbon atoms in the alkylene chain and with methyl, ethyl, propyl or isopropyl as the alkyl substituent and
the sum of x and y is 10 to 20, where x and y are different from zero. Faserpräparationsmittel nach Anspruch 1, dadurch gekennzeichnet, daß der Gehalt an Verbindungen der Formel I im Bereich von 10 bis 100 Gew.-Teilen, bezogen auf das Faserpräparationsmittel, liegt.Fiber preparation agent according to Claim 1, characterized in that the content of compounds of the formula I is in the range from 10 to 100 parts by weight, based on the fiber preparation agent. Faserpräparationsmittel nach Anspruch 1 oder 2, dadurch gekennzeichnet, daß als weitere Bestandteile gegebenenfalls biologisch abbaubare Antistatika, Fadenschlußmittel und/oder Gleitmittel enthalten sind.Fiber preparation agent according to claim 1 or 2, characterized in that optionally biodegradable antistatic agents, thread closure agents and / or lubricants are contained as further constituents. Faserpräparationsmittel nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß die biologische Abbaubarkeit oberhalb 90 Gew.-% liegt.Fiber preparation agent according to one of claims 1 to 3, characterized in that the biodegradability is above 90% by weight. Verfahren zum Präparieren von Fasern, dadurch gekennzeichnet, daß die Auflage des Faserpräparationsmittels nach einem der Ansprüche 1 bis 4 im Bereich von 0,1 bis 1,0 Gew.-%, bezogen auf das Gewicht der Faser, beträgt.Process for preparing fibers, characterized in that the support of the fiber preparation agent according to one of claims 1 to 4 is in the range from 0.1 to 1.0% by weight, based on the weight of the fiber.
EP92117479A 1991-10-19 1992-10-13 Biodegradable fibers treating agent Expired - Lifetime EP0538714B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4134610 1991-10-19
DE4134610 1991-10-19

Publications (3)

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EP0538714A1 true EP0538714A1 (en) 1993-04-28
EP0538714B1 EP0538714B1 (en) 1997-03-12
EP0538714B2 EP0538714B2 (en) 1999-09-01

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EP92117479A Expired - Lifetime EP0538714B2 (en) 1991-10-19 1992-10-13 Biodegradable fibers treating agent

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US (1) US5266221A (en)
EP (1) EP0538714B2 (en)
JP (1) JP3258724B2 (en)
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US5434237A (en) * 1993-02-13 1995-07-18 Hoechst Ag Ester compounds, process for their preparation and their use
WO2001086055A1 (en) * 1999-03-24 2001-11-15 Nicca Chemical Co., Ltd. Oily material for treating fiber and method for treating fiber with oily material

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TW225562B (en) * 1991-10-15 1994-06-21 Hoechst Ag
DE4410708C1 (en) * 1994-03-28 1995-07-13 Hoechst Ag Aramid fibre with good mechanical, antistatic and processing properties
KR20160108856A (en) 2015-03-09 2016-09-21 한국전자통신연구원 Electromagnetic wave sensor and method for generating the electromagnetic wave sensor
CN115852683B (en) * 2022-11-30 2024-06-14 上海丰泽源科技有限公司 Degradable PLA spinning oil and preparation method thereof

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GB2017100A (en) * 1978-03-22 1979-10-03 Hoechst Ag Polyglycol mixed formals and use as lubricants for fibre processing
GB2109403A (en) * 1981-11-27 1983-06-02 Shell Int Research Alkoxylate textile processing oils
EP0189804A2 (en) * 1985-01-28 1986-08-06 BASF Corporation Low residue fiber spin finishes
DE3936975C1 (en) * 1989-11-07 1991-01-24 Tudapetrol Mineraloelerzeugnisse Nils Hansen Kg, 2000 Hamburg, De Spooling oil to treat textured fibres or yarns - comprises vegetable oil, ester of vegetable fatty acid, fatty alcohol polyglycol ether, fatty alcohol methacrylate, etc.

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US5434237A (en) * 1993-02-13 1995-07-18 Hoechst Ag Ester compounds, process for their preparation and their use
WO2001086055A1 (en) * 1999-03-24 2001-11-15 Nicca Chemical Co., Ltd. Oily material for treating fiber and method for treating fiber with oily material

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KR930008233A (en) 1993-05-21
EP0538714B1 (en) 1997-03-12
JP3258724B2 (en) 2002-02-18
DE59208170D1 (en) 1997-04-17
EP0538714B2 (en) 1999-09-01
BR9204029A (en) 1994-03-22
JPH05279924A (en) 1993-10-26
CA2080741A1 (en) 1993-04-20
ATE150108T1 (en) 1997-03-15
TR26747A (en) 1995-05-15
ES2100997T5 (en) 1999-12-01
US5266221A (en) 1993-11-30
MX9205982A (en) 1993-04-01
AR247432A1 (en) 1994-12-29
ES2100997T3 (en) 1997-07-01

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