EP1138810B1 - Hydrophilic additive - Google Patents
Hydrophilic additive Download PDFInfo
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- EP1138810B1 EP1138810B1 EP01102561A EP01102561A EP1138810B1 EP 1138810 B1 EP1138810 B1 EP 1138810B1 EP 01102561 A EP01102561 A EP 01102561A EP 01102561 A EP01102561 A EP 01102561A EP 1138810 B1 EP1138810 B1 EP 1138810B1
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- European Patent Office
- Prior art keywords
- polypropylene
- fibers
- die
- der
- polyethylene glycol
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- 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.)
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Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/44—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds
- D01F6/46—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds of polyolefins
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
-
- 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
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2484—Coating or impregnation is water absorbency-increasing or hydrophilicity-increasing or hydrophilicity-imparting
-
- 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
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/60—Nonwoven fabric [i.e., nonwoven strand or fiber material]
Definitions
- the present invention relates to additives for the permanent hydrophilization of Polypropylene fibers.
- the surface of plastic products must have special effects that are either not at all or only during the shaping for technical reasons imperfectly or, for economic reasons, have it produced only disadvantageously.
- Such a Effects include improving wettability with polar liquids such as water -
- Technical applications are, for example, in the field of the production of Hygiene articles.
- nonwovens are usually made of synthetic fibers, such as polyolefin or polyester fibers, since these Fibers are inexpensive to produce, have good mechanical properties and are thermal are resilient.
- untreated polyolefin or polyester fibers are suitable for this Not intended for use because they are not sufficiently permeable due to their hydrophobic surface for aqueous liquids.
- the present invention relates to polypropylene fibers which are obtained by mixing polypropylene with an additive, then heating this mixture until it melts and spinning it into fibers by customary processes, characterized in that the additives are reaction products of 1 part of polyethylene glycol with a molecular weight of 400 2 parts of lauric acid or decanoic acid are selected.
- the additives in polypropylene containing materials preferably Fibers, fabrics such as nonwovens, foils and foams are used for permanent hydrophilization. All known polymer and copolymer types are suitable for this purpose Propylene.
- poly (propylene) such as isotactic polypropylene; syndiotactic polypropylene; Metallocene-catalyzed polypropylene, impact-modified Polypropylene, random copolymers based on ethylene and propylene, block copolymers Based on ethylene and propylene; EPM (poly [ethylene-co-propylene]); EPDM (poly [ethylene-co-propylene-co-conjugated Diene]).
- polystyrene resin examples include polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyrene resin, polystyren
- homopolymers and copolymers based on ethylene and Propylene is particularly preferred.
- exclusively polypropylene in one embodiment of the present invention exclusively polypropylene, in a further embodiment copolymers based on ethylene and Propylene, a.
- the alcohol and the Acid components are reacted in a molar ratio of about 1 to 2. Mixtures of the acids can also be reacted with the polyethylene glycol become.
- the fibers preferably contain the additives in amounts of 0.5 to 10% by weight, preferably 0.5 to 5 wt .-% and 1.0 to 2.5 wt .-% based on the fiber weight.
- the processes for spinning are known to the person skilled in the art and are described for example in WO 95/10648 or in US 3,855,046.
- Another object of the invention is the use of described above fibers for the production of textile fabrics.
- the textile fabrics are Nonwovens.
- these textile fabrics are for Use in diapers.
- the individual Wetting test is a suitable simulation. Diapers are usually over a Period worn from 3 to 5 hours, with the inside averaging up to 3 times with urine is wetted. It must then be ensured that a hydrophilic nonwoven based on a otherwise hydrophobic plastic is sufficiently wettable so that the urine through the fleece penetrate and can be bound by the absorber material of the diaper.
- Nonwovens can be produced using all of the methods known in the art for producing nonwovens, such as for example in Ullmann's Encyclopedia of Industrial Chemistry, Vol. A 17, VCH Weinheim 1994, Pages 572-581.
- Nonwovens are preferred, which are either were manufactured according to the so-called “dry laid” - or the spunbonded or spunbond process.
- the "dry laid” process is based on staple fibers, which are usually carded into single fibers separated and then using an aerodynamic or hydrodynamic process to be consolidated into the unconsolidated nonwoven. This is then, for example, by a thermal treatment combined to the finished fleece (the so-called "thermobonding").
- Example 1 Preparation of a polyethylene glycol 400 dilaurate
- 180g polyethylene glycol 400 are in the presence of 1.68g Svedcat 3 (Sn organic catalyst of Svedstab) with 155.6 decanoic acid.
- the reaction mixture is under nitrogen blanket heated to 100 ° C.
- the water formed is gradually distilled off, the bath temperature is up to increased to 180 ° C. If no more water is separated, the pressure is reduced to 5 mbar and the remaining water was distilled off at 180 ° C. for 45 minutes.
- the reaction is finished if none Water is deposited more.
- SZ 8.7 g KOH / g
- the wetting test is passed if C1 to C3 are less than 5 seconds.
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- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Artificial Filaments (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Abstract
Description
Die vorliegende Erfindung betrifft Additive zur permanenten Hydrophilierung von Polypropylenfasern.The present invention relates to additives for the permanent hydrophilization of Polypropylene fibers.
In zahlreichen Fällen muß die Oberfläche von Kunststoff-Erzeugnissen mit speziellen Effekten versehen werden, die sich während der Formgebung entweder aus technischen Gründen gar nicht bzw. nur unvollkommen oder aber aus wirtschaftlichen Gründen nur unvorteilhaft erzeugen lassen. Ein solcher Effekte ist beispielsweise die Verbesserung der Benetzbarkeit mit polaren Flüssigkeiten wie Wasser - technische Anwendungen liegen hier beispielsweise auf dem Gebiet der Herstellung von Hygieneartikeln.In numerous cases, the surface of plastic products must have special effects that are either not at all or only during the shaping for technical reasons imperfectly or, for economic reasons, have it produced only disadvantageously. Such a Effects include improving wettability with polar liquids such as water - Technical applications are, for example, in the field of the production of Hygiene articles.
Bei der Herstellung von Hygieneartikeln, wie Windeln oder Damenbinden, werden absorbierende Materialien verwendet, um wäßrige Flüssigkeiten aufzunehmen. Um den direkten Kontakt mit dem absorbierenden Material beim Tragen zu verhindern und den Tragekomfort zu erhöhen wird dieses Material mit einem dünnen, wasserdurchlässigen Vliesstoff umhüllt. Derartige Vliesstoffe werden üblicherweise aus synthetischen Fasern, wie Polyolefin- oder Polyesterfasern hergestellt, da diese Fasern preiswert zu produzieren sind, gute mechanische Eigenschaften aufweisen und thermisch belastbar sind. Allerdings eignen sich unbehandelte Polyolefin- oder Polyesterfasern für diesen Einsatzzweck nicht, da sie aufgrund ihrer hydrophoben Oberfläche keine ausreichende Durchlässigkeit für wäßrige Flüssigkeiten aufweisen.In the manufacture of hygiene articles, such as diapers or sanitary napkins, they become absorbent Materials used to absorb aqueous liquids. To have direct contact with the This will prevent absorbent material when worn and increase comfort Material covered with a thin, water-permeable nonwoven. Such nonwovens are usually made of synthetic fibers, such as polyolefin or polyester fibers, since these Fibers are inexpensive to produce, have good mechanical properties and are thermal are resilient. However, untreated polyolefin or polyester fibers are suitable for this Not intended for use because they are not sufficiently permeable due to their hydrophobic surface for aqueous liquids.
Es ist prinzipiell möglich, die Fasern durch nachträgliches Beschichten mit entsprechenden Präparationen die nötigen hydrophilen Eigenschaften zu verleihen oder bereits durch Zusatz geeigneter Additive bei der Herstellung der Fasern, diese ausreichend hydrophil auszurüsten. Letzteres wird in der WO 95/10648 beschrieben, wobei dort Diester von Polethylenglykol mit Fettsäuren bzw. deren Derivaten als geeignete permanten Additive offenbart werden. In den Beispielen werden Umsetzungsprodukte von Ölsäure mit Polyethylenglykol der Molmasse 400 als besonders vorteilhaft beschrieben.In principle, it is possible to coat the fibers with appropriate coatings Giving preparations the necessary hydrophilic properties or by adding suitable ones Additives in the production of the fibers to make them sufficiently hydrophilic. The latter is in the WO 95/10648 described, where diesters of polyethylene glycol with fatty acids or their Derivatives can be disclosed as suitable permanent additives. In the examples Reaction products of oleic acid with polyethylene glycol of molecular weight 400 as particularly advantageous described.
Überraschenderweise wurde nun festgestellt, daß ausgewählte Diester von Polyethylenglykolen bessere Eigenschaften in Bezug auf die hydrophile Ausrüstung von Polyolefine enthaltenden Materialien haben, als die in der WO 95/10648 konkret offenbarten Verbindungen. Surprisingly, it has now been found that selected diesters of polyethylene glycols better properties with regard to the hydrophilic finish of polyolefins containing Have materials than the compounds specifically disclosed in WO 95/10648.
Gegenstand der vorliegenden Erfindung sind Polypropylenfasern, die erhalten werden indem man Polypropylen mit einem Additiv vermischt, anschließend diese Mischung bis zum Schmelzen erwärmt und nach üblichen Verfahren zu Fasern spinnt, dadurch gekennzeichnet, dass als Additive Umsetzungsprodukte von 1 Teil Polyethylenglykol mit einem Molgewicht von 400 mit 2 Teilen Laurinsäure oder Dekansäure ausgewählt sind.The present invention relates to polypropylene fibers which are obtained by mixing polypropylene with an additive, then heating this mixture until it melts and spinning it into fibers by customary processes, characterized in that the additives are reaction products of 1 part of polyethylene glycol with a molecular weight of 400 2 parts of lauric acid or decanoic acid are selected.
Im Rahmen der Erfindung werden die Additive in Polypropylen enthaltenden Materialien, vorzugsweise Fasern, Flächengebilden, wie Vliesen, Folien und Schäumen zur permanten Hydrophilierung eingesetzt. Hierzu eignen sich an sich alle heute bekannten Polymer- und Copolymertypen auf Propylen-Basis.In the context of the invention, the additives in polypropylene containing materials, preferably Fibers, fabrics such as nonwovens, foils and foams are used for permanent hydrophilization. All known polymer and copolymer types are suitable for this purpose Propylene.
Für die erfindungsgemäße Lehre besonders geeignete Polymertypen sind in der nachfolgenden Zusammenstellung aufgezählt: Poly(propylene) wie isotaktisches Polypropylen; syndiotaktisches Polypropylen; Metallocen-katalysiert hergestelltes Polypropylen, schlagzähmodifiziertes Polypropylen, Random-Copolymere auf Basis Ethylen und Propylen, Blockcopolymere auf Basis Ethylen und Propylen; EPM (Poly[ethylen-co-propylen]); EPDM (Poly[ethylen-co-propylen-cokonjugiertes Dien]).Polymer types which are particularly suitable for the teaching according to the invention are set out below Compilation enumerated: poly (propylene) such as isotactic polypropylene; syndiotactic polypropylene; Metallocene-catalyzed polypropylene, impact-modified Polypropylene, random copolymers based on ethylene and propylene, block copolymers Based on ethylene and propylene; EPM (poly [ethylene-co-propylene]); EPDM (poly [ethylene-co-propylene-co-conjugated Diene]).
Weitere geeignete Polymertypen sind Polymerblends auf Basis von Polyethylen und Polypropylen.Other suitable types of polymer are polymer blends based on polyethylene and polypropylene.
Im Rahmen der vorliegenden Erfindung sind Homo- und Copolymere auf Basis von Ethylen und Propylen besonders bevorzugt. In einer Ausführungsform der vorliegenden Erfindung setzt man ausschließlich Polypropylen, in einer weiteren Ausführungsform Copolymere auf Basis von Ethylen und Propylen, ein. Als Diole werden Polyethylenglykole mit einem Molgewicht von 400, mit Laurin- oder Dekansäure nach an sich bekannten Verfahren, vorzugsweise in Gegenwart von Katalysatoren, umgesetzt. Die Alkohol- und die Säurekomponente werden im Mol-Verhältnis von etwa 1 zu 2 umgesetzt. Es können auch Mischungen der Säuren mit dem Polyethylenglykol umgesetzt werden.Within the scope of the present invention, homopolymers and copolymers based on ethylene and Propylene is particularly preferred. In one embodiment of the present invention exclusively polypropylene, in a further embodiment copolymers based on ethylene and Propylene, a. Polyethylene glycols with a Molecular weight of 400, with lauric or decanoic acid by processes known per se, preferably in the presence of catalysts, implemented. The alcohol and the Acid components are reacted in a molar ratio of about 1 to 2. Mixtures of the acids can also be reacted with the polyethylene glycol become.
Die Fasern enthalten die Additive vorzugsweise in Mengen von 0,5 bis 10 Gew.-%, vorzugsweise 0,5 bis 5 Gew.-% und 1,0 bis 2,5 Gew.-% bezogen auf das Fasergewicht. Weiterhin wird ein Verfahren zur Herstellung von hydrophilierten Polypropylenfasem beansprucht, wobei Polyolefine mit den Additiven gemäß obiger Beschreibung vermischt, anschließend diese Mischung bis zum Schmelzen erwärmt und nach üblichen Verfahren zu Fasern spinnt. Die Verfahren zur Verspinnung sind dem Fachmann bekannt und werden beispielsweise in der WO 95/10648 beschrieben oder in der US 3,855,046.The fibers preferably contain the additives in amounts of 0.5 to 10% by weight, preferably 0.5 to 5 wt .-% and 1.0 to 2.5 wt .-% based on the fiber weight. Furthermore, a method for Production of hydrophilized polypropylene fibers claimed, polyolefins with the additives mixed as described above, then this mixture is heated until it melts and spins into fibers by conventional methods. The processes for spinning are known to the person skilled in the art and are described for example in WO 95/10648 or in US 3,855,046.
Ein weiterer Gegenstand der Erfindung ist die Verwendung der oben beschriebenen Fasern zur Herstellung textiler Flächengebilde. Vorzugsweise sind dabei die textilen Flächengebilde Vliesstoffe. In einer besonders bevorzugten Ausführungsform sind diese textilen Flächengebilde zum Einsatz in Windeln bestimmt.Another object of the invention is the use of described above fibers for the production of textile fabrics. Preferably, the textile fabrics are Nonwovens. In a particularly preferred embodiment, these textile fabrics are for Use in diapers.
Für den letztgenannten Fall, den Einsatz von textilen Flächengebilden in Windeln, stellt der individuelle Benetzungstest eine geeignete Simulation dar. Windeln werden nämlich üblicherweise über einen Zeitraum von 3 bis 5 Stunden getragen, wobei ihre Innenseite durchschnittlich bis zu 3-mal mit Urin benetzt wird. Es muß dann gewährleistet sein, daß ein hydrophil ausgerüstetes Vlies auf Basis eines ansonsten hydrophoben Kunststoffs jeweils ausreichend benetzbar ist, so daß der Urin durch das Vlies penetrieren und vom Absorbermaterial der Windel gebunden werden kann.For the latter case, the use of textile fabrics in diapers, the individual Wetting test is a suitable simulation. Diapers are usually over a Period worn from 3 to 5 hours, with the inside averaging up to 3 times with urine is wetted. It must then be ensured that a hydrophilic nonwoven based on a otherwise hydrophobic plastic is sufficiently wettable so that the urine through the fleece penetrate and can be bound by the absorber material of the diaper.
Vliesstoffe können nach allen im Stand der Technik bekannten Verfahren der Vliesherstellung, wie sie beispielsweise in Ullmann's Encyclopedia of Industrial Chemistry, Vol. A 17, VCH Weinheim 1994, Seiten 572 - 581, beschrieben werden, hergestellt werden. Bevorzugt sind dabei Vliese, die entweder nach dem sogenannte "dry laid"- oder dem Spinnvlies- oder spunbond-Verfahren hergestellt wurden. Das "dry laid"-Verfahren geht von Stapelfasern aus, die üblicherweise durch Kardieren in Einzelfasem getrennt und anschließend unter Einsatz eines aerodynamischen oder hydrodynamischen Verfahrens zum unverfestigten Vliesstoff zusammengelegt werden. Dieser wird dann beispielsweise durch eine thermische Behandlung zum fertigen Vlies verbunden (das sogenannte "thermobonding"). Dabei werden die synthetischen Fasern entweder soweit erwärmt, daß deren Oberfläche schmilzt und die Einzelfasern an den Kontakstellen miteinander verbunden werden, oder die Fasern werden mit einem Additiv überzogen, welches bei der Wärmebehandlung schmilzt und so die einzelnen Fasern miteinander verbindet. Durch Abkühlung wird die Verbindung fixiert. Neben diesem Verfahren sind natürlich auch alle anderen Verfahren geeignet, die im Stand der Technik zum Verbinden von Vliesstoffen eingesetzt werden. Die Spinnvliesbildung geht dagegen von einzelnen Filamenten aus, die nach dem Schmelzspinnverfahren aus extrudierten Polymeren gebildet werden, welche unter hohem Druck durch Spinndüsen gedrückt werden. Die aus den Spinndüsen austretenden Filamente werden gebündelt, gestreckt und zu einem Vlies abgelegt, welches üblicherweise durch "thermobonding" verfestigt wird. Nonwovens can be produced using all of the methods known in the art for producing nonwovens, such as for example in Ullmann's Encyclopedia of Industrial Chemistry, Vol. A 17, VCH Weinheim 1994, Pages 572-581. Nonwovens are preferred, which are either were manufactured according to the so-called "dry laid" - or the spunbonded or spunbond process. The "dry laid" process is based on staple fibers, which are usually carded into single fibers separated and then using an aerodynamic or hydrodynamic process to be consolidated into the unconsolidated nonwoven. This is then, for example, by a thermal treatment combined to the finished fleece (the so-called "thermobonding"). there the synthetic fibers are either heated so far that their surface melts and the Individual fibers are connected to each other at the contact points, or the fibers are connected to one Additively coated, which melts during the heat treatment and so the individual fibers connects with each other. The connection is fixed by cooling. In addition to this procedure Of course, all other methods are also suitable which are known in the prior art for connecting Nonwovens are used. Spunbond formation, on the other hand, starts from individual filaments that are formed by the melt spinning process from extruded polymers, which under high Pressure is pressed through spinnerets. The filaments emerging from the spinnerets become bundled, stretched and laid down to form a fleece, which is usually "thermobonding" is solidified.
Im folgenden wird die Herstellung von Additiven gemäß der konkreten Offenbarung der WO 95/10648 beschrieben (Beispiele 3 und 4 ) sowie die Herstellung der erfindungsgemäßen Additive (Beispiele 1 und 2).The following is the production of additives according to the specific disclosure of WO 95/10648 described (Examples 3 and 4) and the preparation of the additives according to the invention (Examples 1 and 2).
139g (0,35 mol) Polyethylenglykol 400 werden in Gegenwart von 1,45g Svedcat 5 (Sn-organischer Katalysator der Fa. Svedstab) mit 149,75g (0,7 mol) Methyllaurat versetzt. Die Reaktionsmischung wird unter Stickstoffschutzgas auf 100°C erhitzt. Das gebildete Methanol wird sukzessiv abdestilliert, dabei wird die Badtemperatur bis auf 180°C erhöht. Wenn kein Methanol mehr abgeschieden wird, wird der Druck auf 5mbar reduziert und restliches Methanol bei 180°C über 45 Minuten abdestilliert. Die Reaktion ist beendet, wenn kein Methanol mehr abgeschieden wird. OHZ: 20mgKOH/g139 g (0.35 mol) of polyethylene glycol 400 are made in the presence of 1.45 g of Svedcat 5 (Sn-organic Svedstab catalyst) with 149.75 g (0.7 mol) of methyl laurate. The reaction mixture is heated to 100 ° C under nitrogen blanket. The methanol formed is gradually distilled off, thereby the bath temperature is increased to 180 ° C. If no more methanol is separated, the The pressure is reduced to 5 mbar and the remaining methanol is distilled off at 180 ° C. over 45 minutes. The The reaction is complete when no more methanol is deposited. OHZ: 20mgKOH / g
180g Polyethylenglykol 400 werden in Gegenwart von 1,68g Svedcat 3 (Sn-organischer Katalysator der Fa. Svedstab) mit 155,6 Decansäure versetzt. Die Reaktionsmischung wird unter Stickstoffschutzgas auf 100°C erhitzt. Das gebildete Wasser wird sukzessiv abdestilliert, dabei wird die Badtemperatur bis auf 180°C erhöht. Wenn kein Wasser mehr abgeschieden wird, wird der Druck auf 5 mbar reduziert und restliches Wasser bei 180°C über 45 Minuten abdestilliert. Die Reaktion ist beendet, wenn kein Wasser mehr abgeschieden wird. OHZ: 12 mgKOH/g, SZ: 8,7 g KOH/g180g polyethylene glycol 400 are in the presence of 1.68g Svedcat 3 (Sn organic catalyst of Svedstab) with 155.6 decanoic acid. The reaction mixture is under nitrogen blanket heated to 100 ° C. The water formed is gradually distilled off, the bath temperature is up to increased to 180 ° C. If no more water is separated, the pressure is reduced to 5 mbar and the remaining water was distilled off at 180 ° C. for 45 minutes. The reaction is finished if none Water is deposited more. OHZ: 12 mgKOH / g, SZ: 8.7 g KOH / g
140,7g Polyethylenglykol 400 werden in Gegenwart von 1,65g Svedcat 5 (Sn-organischer Katalysator der Fa. Svedstab) mit 189,8g Methylpalmitat versetzt. Die Reaktionsmischung wird unter Stickstoffschutzgas auf 100°C erhitzt. Das gebildete Methanol wird sukzessiv abdestilliert, dabei wird die Badtemperatur bis auf 180°C erhöht. Wenn kein Methanol mehr abgeschieden wird, wird der Druck auf 5mbar reduziert und restliches Methanol bei 180°C über 45 Minuten abdestilliert. Die Reaktion ist beendet, wenn kein Methanol mehr abgeschieden wird. OHZ: 20mg KOH/g140.7 g of polyethylene glycol 400 are in the presence of 1.65 g of Svedcat 5 (Sn organic catalyst from Svedstab) with 189.8 g of methyl palmitate. The reaction mixture is under Nitrogen protective gas heated to 100 ° C. The methanol formed is gradually distilled off, during which the bath temperature increased to 180 ° C. When no more methanol is deposited, the pressure drops reduced to 5 mbar and the remaining methanol was distilled off at 180 ° C. over 45 minutes. The reaction is ended when methanol is no longer separated. OHZ: 20mg KOH / g
122,3g Polyethylenglykol 400 werden in Gegenwart von 1,88g Svedcat 5 (Sn-organischer Katalysator der Fa. Svedstab) mit 177,9g Methyloleat versetzt. Die Reaktionsmischung wird unter Stickstoffschutzgas auf 100°C erhitzt. Das gebildete Methanol wird sukzessiv abdestilliert, dabei wird die Badtemperatur bis auf 180°C erhöht. Wenn kein Methanol mehr abgeschieden wird, wird der Druck auf 5mbar reduziert und restliches Methanol bei 180°C über 45 Minuten abdestilliert. Die Reaktion ist beendet, wenn kein Methanol mehr abgeschieden wird. OHZ: 9,3 mg KOH/g122.3 g of polyethylene glycol 400 are in the presence of 1.88 g of Svedcat 5 (Sn organic catalyst from Svedstab) with 177.9 g of methyl oleate. The reaction mixture is under Nitrogen protective gas heated to 100 ° C. The methanol formed is gradually distilled off, during which the bath temperature increased to 180 ° C. When no more methanol is deposited, the pressure drops reduced to 5 mbar and the remaining methanol was distilled off at 180 ° C. over 45 minutes. The reaction is ended when methanol is no longer separated. OHZ: 9.3 mg KOH / g
Mit unterschiedlichen Prüfsubstanzen (A und B = erfindungsgemäßes Beispiele; V1 bis V2 =
Vergleichsversuche) ausgerüstete Polypropylen-Prüfkörper wurden einem Benetzungstest unterworfen,
der wie folgt durchgeführt wird:
Der Benetzungstest gilt als bestanden wenn C1 bis C3 unter 5 Sekunden liegen.The wetting test is passed if C1 to C3 are less than 5 seconds.
Die Versuchsergebnisse sind in Tabelle 1 zusammengestellt; angegeben sind dabei die vollständigen
Eintauchzeiten (in Sekunden).
Aus den Ergebnissen wird deutlich, daß die erfindungsgemäß vorgeschlagenen Additive eine deutlich besserer Hydrophilierung der PP-Fasern ermöglichen, als sie aus der WO 95/10648 offenbarten Verbindungen.It is clear from the results that the additives proposed according to the invention are clear allow better hydrophilization of the PP fibers than they disclosed from WO 95/10648 Links.
Claims (3)
- , Polypropylene fibres obtained by mixing polypropylene with an additive, heating the resulting mixture until it melts and spinning the melt to fibres by conventional methods, characterized in that reaction products of 1 part of polyethylene glycol with a molecular weight of 400 with 2 parts of lauric acid or decanoic acid are selected as additives.
- Polypropylene fibres as claimed in claim 1, characterized in that the polypropylene fibers contain the additive in quantities of 0.5 to 10% by weight, preferably 0.5 to 5% by weight and more particularly 1.0 to 2.5% by weight.
- The use of the polypropylene fibres claimed in claims 1 and 2 for the production of flat textile materials.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10015554 | 2000-03-30 | ||
DE10015554A DE10015554A1 (en) | 2000-03-30 | 2000-03-30 | Hydrophilic additive |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1138810A1 EP1138810A1 (en) | 2001-10-04 |
EP1138810B1 true EP1138810B1 (en) | 2003-04-16 |
Family
ID=7636799
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP01102561A Expired - Lifetime EP1138810B1 (en) | 2000-03-30 | 2001-02-06 | Hydrophilic additive |
Country Status (17)
Country | Link |
---|---|
US (1) | US6699922B2 (en) |
EP (1) | EP1138810B1 (en) |
JP (1) | JP2003529672A (en) |
KR (1) | KR100752974B1 (en) |
CN (1) | CN1170015C (en) |
AT (1) | ATE237705T1 (en) |
BR (1) | BR0109646A (en) |
CA (1) | CA2405407A1 (en) |
CZ (1) | CZ20023252A3 (en) |
DE (2) | DE10015554A1 (en) |
DK (1) | DK1138810T3 (en) |
ES (1) | ES2197129T3 (en) |
HK (1) | HK1051881A1 (en) |
MX (1) | MXPA02009270A (en) |
SK (1) | SK285314B6 (en) |
TR (1) | TR200300987T4 (en) |
WO (1) | WO2001075199A1 (en) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7039717B2 (en) * | 2000-11-10 | 2006-05-02 | Nvidia Corporation | Internet modem streaming socket method |
CA2441762A1 (en) * | 2001-03-26 | 2002-10-03 | Tyco Healthcare Group Lp | Oil coated sutures |
WO2002076521A2 (en) * | 2001-03-26 | 2002-10-03 | Tyco Healthcare Group Lp | Polyolefin sutures having improved processing and handling characteristics |
TW579394B (en) * | 2001-04-24 | 2004-03-11 | Rhodia Industrial Yarns Ag | Process for the production of fine monofilaments made from polypropylene, fine monofilaments made from polypropylene, and their application |
DE10123863A1 (en) * | 2001-05-16 | 2002-11-21 | Cognis Deutschland Gmbh | Hydrophilizing additive for polyolefin fibers, especially polypropylene fibers for making nonwovens, comprises an alkoxylated alkylene glycol diester |
DE10206111A1 (en) * | 2002-02-13 | 2003-08-21 | Cognis Deutschland Gmbh | Softening of polyolefin objects |
MXPA05006208A (en) * | 2002-12-11 | 2005-08-19 | Corovin Gmbh | Hydrophilic polyolefin materials and method for producing the same. |
DE102004020083A1 (en) * | 2004-04-24 | 2005-11-17 | Cognis Deutschland Gmbh & Co. Kg | Polyolefin-containing wipes |
ATE410535T1 (en) * | 2004-07-09 | 2008-10-15 | Johnson & Johnson Gmbh | COSMETIC AND/OR DERMATOLOGICAL ABSORBENT PERSONAL CARE ARTICLE HAVING AT LEAST ONE ABSORBENT LAYER |
EP1794360A4 (en) * | 2004-09-28 | 2008-03-19 | Pgi Polymer Inc | Synthetic nonwoven wiping fabric |
WO2006056707A1 (en) * | 2004-11-29 | 2006-06-01 | Rhodia Chimie | Composition containing a thermoplastic polymer and a hydrophylising agent |
BRPI0610488A2 (en) * | 2005-05-30 | 2016-11-16 | Basf Ag | polymer composition and process for producing the same |
JP5188481B2 (en) * | 2009-09-17 | 2013-04-24 | 三井化学株式会社 | Fiber, non-woven fabric and its use |
JP5469429B2 (en) * | 2009-10-21 | 2014-04-16 | ダイワボウホールディングス株式会社 | Hydrophilic fiber and method for producing the same, and fiber assembly using the same |
US20110118686A1 (en) * | 2009-11-13 | 2011-05-19 | The Procter & Gamble Company | Substrate with adherence for feces and menses |
KR102316896B1 (en) | 2021-03-30 | 2021-10-26 | 주식회사 일신웰스 | Hydrophilic additive composition and plastic molding using it |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE615683A (en) * | 1961-03-29 | |||
CA948388A (en) | 1970-02-27 | 1974-06-04 | Paul B. Hansen | Pattern bonded continuous filament web |
JPH0710648A (en) * | 1993-06-21 | 1995-01-13 | Toshiba Ceramics Co Ltd | Thermally insulating material for semicondcutor heat treatment oven |
US5439734A (en) * | 1993-10-13 | 1995-08-08 | Kimberly-Clark Corporation | Nonwoven fabrics having durable wettability |
DE69716636T2 (en) * | 1996-06-26 | 2003-06-12 | Chisso Corp., Osaka | HYDROPHILE FIBERS, AND CLOTHING ITEMS AND FILTERS MADE THEREOF |
-
2000
- 2000-03-30 DE DE10015554A patent/DE10015554A1/en not_active Withdrawn
-
2001
- 2001-02-06 DK DK01102561T patent/DK1138810T3/en active
- 2001-02-06 ES ES01102561T patent/ES2197129T3/en not_active Expired - Lifetime
- 2001-02-06 EP EP01102561A patent/EP1138810B1/en not_active Expired - Lifetime
- 2001-02-06 AT AT01102561T patent/ATE237705T1/en not_active IP Right Cessation
- 2001-02-06 DE DE50100167T patent/DE50100167D1/en not_active Expired - Fee Related
- 2001-02-06 TR TR2003/00987T patent/TR200300987T4/en unknown
- 2001-02-13 US US09/782,366 patent/US6699922B2/en not_active Expired - Fee Related
- 2001-03-20 BR BR0109646-0A patent/BR0109646A/en not_active Application Discontinuation
- 2001-03-20 SK SK1382-2002A patent/SK285314B6/en not_active IP Right Cessation
- 2001-03-20 CN CNB018063365A patent/CN1170015C/en not_active Expired - Fee Related
- 2001-03-20 WO PCT/EP2001/003169 patent/WO2001075199A1/en active Application Filing
- 2001-03-20 CA CA002405407A patent/CA2405407A1/en not_active Abandoned
- 2001-03-20 CZ CZ20023252A patent/CZ20023252A3/en unknown
- 2001-03-20 JP JP2001573069A patent/JP2003529672A/en not_active Withdrawn
- 2001-03-20 MX MXPA02009270A patent/MXPA02009270A/en active IP Right Grant
- 2001-03-20 KR KR1020027012813A patent/KR100752974B1/en not_active IP Right Cessation
-
2003
- 2003-06-10 HK HK03104062A patent/HK1051881A1/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
EP1138810A1 (en) | 2001-10-04 |
HK1051881A1 (en) | 2003-08-22 |
DE10015554A1 (en) | 2001-10-11 |
CN1416480A (en) | 2003-05-07 |
SK285314B6 (en) | 2006-10-05 |
CA2405407A1 (en) | 2002-09-30 |
US6699922B2 (en) | 2004-03-02 |
DK1138810T3 (en) | 2003-07-28 |
SK13822002A3 (en) | 2003-04-01 |
KR100752974B1 (en) | 2007-08-30 |
ES2197129T3 (en) | 2004-01-01 |
US20020019184A1 (en) | 2002-02-14 |
TR200300987T4 (en) | 2004-01-21 |
JP2003529672A (en) | 2003-10-07 |
KR20030011806A (en) | 2003-02-11 |
CZ20023252A3 (en) | 2003-04-16 |
WO2001075199A1 (en) | 2001-10-11 |
CN1170015C (en) | 2004-10-06 |
ATE237705T1 (en) | 2003-05-15 |
DE50100167D1 (en) | 2003-05-22 |
MXPA02009270A (en) | 2004-08-12 |
BR0109646A (en) | 2003-04-22 |
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