EP0510048B2 - Spinning preparations in the form of aqueous emulsions or aqueous solutions containing polymers - Google Patents
Spinning preparations in the form of aqueous emulsions or aqueous solutions containing polymers Download PDFInfo
- Publication number
- EP0510048B2 EP0510048B2 EP91902137A EP91902137A EP0510048B2 EP 0510048 B2 EP0510048 B2 EP 0510048B2 EP 91902137 A EP91902137 A EP 91902137A EP 91902137 A EP91902137 A EP 91902137A EP 0510048 B2 EP0510048 B2 EP 0510048B2
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- EP
- European Patent Office
- Prior art keywords
- water
- soluble
- aqueous
- spin
- emulsions
- 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.)
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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
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/53—Polyethers
-
- 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
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
-
- 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
- the invention relates to spin finishes in the form of aqueous emulsion or aqueous solutions containing water-soluble polymer compounds with weight average molecular weights greater than 10 6 , a process for reducing the spin-off of spin finishes from fiber surfaces and the use of certain water-soluble polymer compounds with weight average molecular weights greater than 10 6 in aqueous Emulsions or aqueous solutions of spin finishes to reduce the spin-off of spin finishes from fiber surfaces.
- the invention accordingly relates to spin finishes based on smoothing agents, emulsifiers, antistatic agents and / or wetting agents containing polymer compounds, in the form of aqueous emulsions or aqueous solutions, which are characterized in that they comprise one or more of the following water-soluble polymer compounds with weight average molecular weights greater than 10 6 contain: polyalkylene oxides and / or polyacrylic and / or polymethacrylamides and / or copolymers of acrylic and / or methacrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms, the aqueous emulsions or aqueous solutions of the spin finishes 0.0001 to Contain 0.05% by weight of water-soluble polymer compounds.
- Another object of the invention is a method for reducing the spin-off of spin finishes from fiber surfaces, which is characterized in that immediately after the capillaries emerge from the spinneret spin finishes containing one or more of the following water-soluble polymer compounds with weight average molecular weights greater than 10 6 : polyalkylene oxides and / or Polyacrylic and / or polymethacrylamides and / or copolymers of acrylic and / or methacrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms contain, are applied in the form of aqueous emulsions or aqueous solutions to the thread bundle, the aqueous spin finish emulsions or solutions containing 0.0001 to 0.05% by weight of water-soluble polymer compounds.
- the invention furthermore relates to the use of water-soluble polyalkylene oxides with weight average molecular weights greater than 10 6 , water-soluble polyacrylic and / or polymethacrylamides with weight average molecular weights greater than 10 6 and / or water-soluble copolymers of acrylic and / or methacrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms with weight average molecular weights greater than 106 in aqueous emulsions or aqueous solutions of spin finishes which contain 0.0001 to 0.05% by weight of water-soluble polymer compound, to reduce the spin-off of the spin finishes from fiber surfaces.
- the content of water-soluble polymer compounds with weight average molecular weights greater than 10 6 in the aqueous emulsions or in the aqueous solutions of the spin finishes according to the invention is between 0.0001 and 0.05% by weight.
- Polyethylene oxides, polyacrylamides and / or copolymers of acrylamide and carboxylic acids with 3 to 5 carbon atoms are preferably used as water-soluble polymer compounds with weight average molecular weights greater than 10 6 .
- Polyethylene oxides with weight average molecular weights greater than 10 6 are for example from Union Carbide as powder under the names Polyox R WSR301 and Polyox R WSR Coagulant and polyacrylamides with weight average molecular weights greater than 10 6 for example from Henkel KGaA under the name Ferrocryl R or from Stockhausen under the name Praestol R. offered.
- Copolymers of acrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms, for example copolymers of acrylamide and acrylic acid with weight average molecular weights greater than 10 6, are available, for example, under the name Superfloc R (manufacturer: Cyanamid).
- Polyethylene oxides are particularly preferably used as water-soluble polymer compounds with weight average molecular weights greater than 10 6 in spin finishes.
- Suitable lubricants in spin finishes according to the invention are, for example, mineral oils, carboxylic acid esters, prepared from aliphatic carboxylic acids with 8 to 22 carbon atoms and straight and / or branched, optionally alkoxylated alkyl alcohols with 1 to 22 carbon atoms, for example isobutyl stearate, n-hexyl laurate, tallow fatty acid -2-ethylhexyl ester, coconut fatty acid triglycerides and / or trimethylolpropane tripelargonate, silicones, for example dimethylpolysiloxane and / or polyalkylene glycols, for example ethylene oxide / propylene oxide mixed polymers with average molecular weights between 600 and 6,000.
- mineral oils for example, mineral oils, carboxylic acid esters, prepared from aliphatic carboxylic acids with 8 to 22 carbon atoms and straight and / or branched, optionally alkoxylated al
- Anionic, cationic and / or antistatic agents come as anionic, cationic and / or nonionic surfactants, such as mono- and / or diglycerides, for example glycerol mono- and / or glycerol dioleate, alkoxylated, preferably ethoxylated and / or propoxylated fats, oils, fatty alcohols with 8 to 22 carbon atoms and / or C 8-18 Alkylphenols, for example Rizi nut oil, ethoxylated with 10 to 40 mol ethylene oxide (EO), and / or C 16-18 fatty alcohols, alkoxylated with ethylene oxide and / or propylene oxide, if desired alkoxylated C 8-22 fatty acid mono- and / or diethanolamides, for example optionally ethoxylated oleic acid mono - and / or -diethanolamide, tallow fatty acid mono- and / or -diethanolamide and / or coconut
- alkyl sulfosuccinates for example sodium dioctyl sulfosuccinate and / or amine oxides, for example dimethyldodecylamine oxide.
- smoothing agents, emulsifiers, antistatic agents and / or wetting agents it must be taken into account that a large number of the substances mentioned perform not only one function, but several functions in spin finishes: for example, a smoothing agent can simultaneously act as an antistatic agent and / or as an emulsifier .
- Emulsifiers, antistatic agents and / or wetting agents can in any mixing ratio to each other used in the spin finishes according to the invention will.
- the spin finishes according to the invention can be pH regulators, for example aliphatic C 1-22 carboxylic acids and / or C 1-4 hydroxycarboxylic acids, such as acetic acid, glycolic acid and / or oleic acid, alkali metal hydroxides, such as potassium hydroxide and / or amines, such as triethanolamine Contain thread-closing agents, for example fatty acid sarcosides and / or copolymers with maleic anhydride and / or polyurethanes according to DE 38 30 468, bactericides and / or anti-corrosion agents.
- pH regulators for example aliphatic C 1-22 carboxylic acids and / or C 1-4 hydroxycarboxylic acids, such as acetic acid, glycolic acid and / or oleic acid, alkali metal hydroxides, such as potassium hydroxide and / or amines, such as triethanolamine Contain thread-closing agents, for example fatty acid sarcoside
- the preparations which have a temperature between 18 and 30 ° C have, with the help of application rollers or using dosing pumps with suitable applicators upset.
- After treatment the bundles of thread are opened with the preparations Spools wound.
- the bundles of threads can for example from polyesters, polyamides, Polyolefins and / or polyacrylic exist.
- the spin finishes according to the invention adhere very well to fiber surfaces and become at today's high thread speeds only thrown in very small quantities.
- the data in% mean% by weight.
- aqueous emulsion was prepared from 150 g of the above-mentioned spin finish and 840 g of water, and 10 g of an aqueous 1% by weight Polyox R WSR301 solution were stirred into it at 20 ° C.
- Polyester 167 dtex / 34 filaments
- the polymer-containing spin finish emulsion which had a temperature of 20 ° C., was applied immediately after the capillaries emerged via a metering pump (oil coating: 1.5% by weight).
- the amount sprayed off was collected and weighed. In comparison to the spin finish without the addition of polymer, a reduction in the amount sprayed off was achieved with the polymer-containing spin finish by 82%.
Abstract
Description
Die Erfindung betrifft Spinnpräparationen in Form wäßriger Emulsion oder wäßriger Lösungen, die wasserlösliche Polymerverbindungen mit Gewichtsmitteln der Molekulargewichte größer 106 enthalten, ein Verfahren zur Verminderung des Abschleuderns von Spinnpräparationen von Faseroberflächen sowie die Verwendung bestimmter wasserlöslicher Polymerverbindungen mit Gewichtsmitteln der Molekulargewichte von größer 106 in wäßrigen Emulsionen oder wäßrigen Lösungen von Spinnpräparationen zur Verminderung des Abschleuderns der Spinnpräparationen von Faseroberflächen.The invention relates to spin finishes in the form of aqueous emulsion or aqueous solutions containing water-soluble polymer compounds with weight average molecular weights greater than 10 6 , a process for reducing the spin-off of spin finishes from fiber surfaces and the use of certain water-soluble polymer compounds with weight average molecular weights greater than 10 6 in aqueous Emulsions or aqueous solutions of spin finishes to reduce the spin-off of spin finishes from fiber surfaces.
Bei der Herstellung von Chemiefasern, die aus der Schmelze ersponnen werden, ist der erste Verarbeitungsprozeß unmittelbar nach Austritt der Kapillaren aus der Spinndüse, das heißt unmittelbar nach der Bildung der Filamente die Behandlung der Faseroberfläche mit Spinnpräparationen, die als Hauptwirksubstanzen Glättemittel und Antistatika enthalten ("Chemiefasern/Textil-Industrie" 1977, 328 - 335). Es ist allgemein bekannt, daß ohne eine solche Präparierung Chemiefasern weder hergestellt noch in der textilen Weiterverarbeitung verwendet werden können. Das Aufbringen eines Glättemittels ist notwendig, weil die ursprüngliche Oberfläche der meisten polymeren Fasermaterialien hohe Reibungskräfte verursacht, so daß durch die ständigen Kontakte mit beispielsweise Leitorganen während der Herstellungs- und Verarbeitungssprozesse ein Abscheuern der Fasern erfolgt, was letztlich zu Filament- oder Garnbrüchen führen kann. Des weiteren nehmen polymere Filamentmaterialien im allgemeinen nur wenig Wasser auf. Sie neigen daher dazu, sich elektrostatisch aufzuladen.In the production of man-made fibers which are spun from the melt, the first processing process immediately after the capillaries emerge from the spinneret, i.e. immediately after the formation of the filaments, is the treatment of the fiber surface with spin finishes which contain smoothing agents and antistatic agents as the main active substances (" Chemical fibers / textile industry " 1977, 328 - 335). It is generally known that chemical fibers cannot be produced or used in textile processing without such a preparation. The application of a smoothing agent is necessary because the original surface of most polymeric fiber materials causes high frictional forces, so that the fibers are rubbed off due to the constant contact with, for example, guide elements during the manufacturing and processing processes, which can ultimately lead to filament or yarn breaks. Furthermore, polymeric filament materials generally absorb little water. They therefore tend to become electrostatically charged.
Bei der Faserherstellung sowie bei der Weiterverarbeitung der Fasern sind heute schnellaufende Maschinen mit Fadengeschwindigkeiten von bis zu 6 000 m/Minute üblich. Bei diesen hohen Geschwindigkeiten kommt es häufig zum Abspritzen eines nicht unerheblichen Teils der aufgetragenen textilen Gleitmittel, wie Spinnpräparationen oder Spulöle. Das Abschleudern der Gleitmittel stellt nicht nur eine Verschwendung dar; durch das Abschleudern ist es auch nahezu unmöglich, die für die einzelnen Arbeitsprozesse benötigten Auftragsmengen exakt einzuhalten. Darüberhinaus bringt das Abspritzen auch eine Beeinträchtigung der Sicherheit mit sich, beispielsweise schlüpfrige Fußböden in der unmittelbaren Umgebung der Maschinen sowie Atmungsbehinderungen und Hautreizungen, hervorgerufen durch abgeschleuderte Tröpfchen, die sich in Form feiner Nebel verteilen. Zur Verminderung des Abspritzens von textilen Gleitmitteln während der Faserherstellung und - verarbeitung wurde bereits vielfach vorgeschlagen, den textilen Gleitmitteln Polymerverbindungen zuzusetzen. So ist beispielsweise aus US 44 00 281 bekannt, daß textile Gleitmittel auf Basis von Kohlenwasserstoffen, wie Mineralölen, und/oder Fettsäureestern und/oder Fetten und/oder Ölen, die hochmolekulare Polymere von α-Mono-olefinen mit 4 bis 20 C-Atomen enthalten, ein verbessertes Haftvermögen auf der Faseroberfläche besitzen. Ferner ist aus den europäischen Schutzrechten EP 261 415 und EP 127 293 bekannt, daß die Verwendung von hochmolekularen Polyisobutenen sowie die Verwendung von Copolymeren, die als Monomerenbestandteile Butene in Kombination mit C5-20-α-Olefinen enthalten, eine Verminderung des Abspritzens von Spulölen während der Garnverarbeitung bewirken. Die in US 4 098 702 beschriebenen Spulöle enthalten polymere Viskositätsindexverbesserer, beispielsweise Polyisobutene mit Molekulargewichten zwischen 20 000 und 2 000 000, Polyalkylstyrole mit Molekulargewichten zwischen 20 000 und 2 000 000 oder Polymethacrylate mit Molekulargewichten zwischen 300 000 und 800 000, zur Verbesserung der Haftung der Spulöle an der Faseroberfläche.High-speed machines with thread speeds of up to 6,000 m / minute are common today in fiber production and in the further processing of the fibers. At these high speeds, a not insignificant part of the applied textile lubricants, such as spin finishes or winding oils, is often sprayed off. Throwing off the lubricants is not just a waste; due to the spinning off, it is also almost impossible to exactly comply with the order quantities required for the individual work processes. In addition, the spraying also has an adverse effect on safety, for example slippery floors in the immediate vicinity of the machines, as well as breathing difficulties and skin irritation, caused by droplets being thrown off and distributed in the form of fine mist. To reduce the spraying of textile lubricants during fiber production and processing, it has often been proposed to add polymer compounds to the textile lubricants. For example, it is known from US 44 00 281 that textile lubricants based on hydrocarbons, such as mineral oils and / or fatty acid esters and / or fats and / or oils, the high molecular weight polymers of α-mono-olefins having 4 to 20 carbon atoms contain, have an improved adhesion to the fiber surface. Furthermore, it is known from European property rights EP 261 415 and EP 127 293 that the use of high molecular weight polyisobutenes and the use of copolymers which contain butenes as monomer constituents in combination with C 5-20 -α-olefins reduce the spraying off of flushing oils effect during yarn processing. The winding oils described in US 4,098,702 contain polymeric viscosity index improvers, for example polyisobutenes with molecular weights between 20,000 and 2,000,000, polyalkylstyrenes with molecular weights between 20,000 and 2,000,000 or polymethacrylates with molecular weights between 300,000 and 800,000, to improve the adhesion of the Spooling oils on the fiber surface.
Die mit den bekannten Polymerverbindungen erzielte Verminderung des Abschleuderns von textilen Gleitmitteln, insbesondere von Spinnpräparationen von Faseroberflächen ist jedoch in vielen Fällen noch nicht zufriedenstellend. Die der Erfindung zugrunde liegende Aufgabe bestand daher in der Entwicklung von Spinnpräparationen, die, im Vergleich zu bekannten Spinnpräparationen, deutlich verbesserte Hafteigenschaften auf den Faseroberflächen besitzen und die somit bei den heute üblichen hohen Fadengeschwindigkeiten nicht mehr oder nur noch in sehr geringen Mengen abgeschleudert werden.With the known polymer compounds Achieved reduction of the spin off of textiles Lubricants, especially spin finishes of fiber surfaces, however, is in many Cases not yet satisfactory. That of the invention underlying task was therefore in the development of spin finishes, which, in Compared to known spin finishes, clearly improved adhesive properties on the fiber surfaces own and thus with the today usual high thread speeds are not more or only in very small quantities be thrown out.
Es wurde nun gefunden, daß die an die zu entwickelnden Spinnpräparationen gestellten hohen Anforderungen erfüllt werden, wenn Spinnpräparationen, die in Form wäßriger Emulsionen oder wäßriger Lösungen vorliegen, wasserlösliche Polymerverbindungen mit Gewichtsmitteln der Molekulargewichte von größer 106 enthalten.It has now been found that the high demands placed on the spin finishes to be developed are met when spin finishes which are in the form of aqueous emulsions or aqueous solutions contain water-soluble polymer compounds with weight average molecular weights of greater than 10 6 .
Gegenstand der Erfindung sind dementsprechend Spinnpräparationen auf Basis von Glättemittel, Emulgatoren, Antistatika und/oder Netzmitteln mit einem Gehalt an Polymerverbindungen, in Form wäßriger Emulsionen oder wäßriger Lösungen, die dadurch gekennzeichnet sind, daß sie eine oder mehrere der folgenden wasserlöslichen Polymerverbindungen mit Gewichtsmitteln der Molekulargewichte größer 106 enthalten: Polyalkylenoxide und/oder Polyacryl- und/oder Polymethacrylamide und/oder Copolymere aus Acryl- und/oder Methacrylamid und ungesättigten Carbonsäuren mit 3 bis 5 C-Atomen, wobei die wäßrigen Emulsionen oder wäßrigen Lösungen der Spinnpräparationen 0,0001 bis 0,05 Gew.-% wasserlösliche Polymerverbindungen enthalten. The invention accordingly relates to spin finishes based on smoothing agents, emulsifiers, antistatic agents and / or wetting agents containing polymer compounds, in the form of aqueous emulsions or aqueous solutions, which are characterized in that they comprise one or more of the following water-soluble polymer compounds with weight average molecular weights greater than 10 6 contain: polyalkylene oxides and / or polyacrylic and / or polymethacrylamides and / or copolymers of acrylic and / or methacrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms, the aqueous emulsions or aqueous solutions of the spin finishes 0.0001 to Contain 0.05% by weight of water-soluble polymer compounds.
Weiterer Erfindungsgegenstand ist ein Verfahren
zur Verminderung des Abschleuderns von
Spinnpräparationen von Faseroberflächen, welches
dadurch gekennzeichnet ist, daß unmittelbar nach
Austritt der Kapillaren aus der Spinndüse Spinnpräparationen,
die eine oder mehrere der folgenden
wasserlöslichen Polymerverbindungen mit Gewichtsmitteln
der Molekulargewichte größer 106:
Polyalkylenoxide und/oder
Polyacryl- und/oder Polymethacrylamide und/oder
Copolymere aus Acryl- und/oder Methacrylamid
und ungesättigten Carbonsäuren mit 3 bis 5 C-Atomen
enthalten, in Form wäßriger Emulsionen oder wäßriger
Lösungen auf die Fadenbündel aufgebracht
werden, wobei die wäßrigen Spinnpräparation-Emulsionen oder -Lösungen 0,0001 bis
0,05 Gew.-% wasserlösliche Polymerverbindungen enthalten.Another object of the invention is a method for reducing the spin-off of spin finishes from fiber surfaces, which is characterized in that immediately after the capillaries emerge from the spinneret spin finishes containing one or more of the following water-soluble polymer compounds with weight average molecular weights greater than 10 6 : polyalkylene oxides and / or Polyacrylic and / or polymethacrylamides and / or copolymers of acrylic and / or methacrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms
contain, are applied in the form of aqueous emulsions or aqueous solutions to the thread bundle, the aqueous spin finish emulsions or solutions containing 0.0001 to 0.05% by weight of water-soluble polymer compounds.
Ferner ist Gegenstand der Erfindung die Verwendung von wasserlöslichen Polyalkylenoxiden mit Gewichtsmitteln der Molekulargewichte größer 106, wasserlöslichen Polyacryl- und/oder Polymethacrylamiden mit Gewichtsmitteln der Molekulargewichte größer 106 und/oder wasserlöslichen Copolymeren aus Acryl- und/oder Methacrylamid und ungesättigten Carbonsäuren mit 3 bis 5 C-Atomen mit Gewichtsmitteln der Molekulargewichte größer 106 in wäßrigen Emulsionen oder wäßrigen Lösungen von Spinnpräparationen die 0,0001 bis 0,05 Gew.-% wasserlösliche Polymerverbindung enthalten, zur Verminderung des Abschleuderns der Spinnpräparationen von Faseroberflächen.The invention furthermore relates to the use of water-soluble polyalkylene oxides with weight average molecular weights greater than 10 6 , water-soluble polyacrylic and / or polymethacrylamides with weight average molecular weights greater than 10 6 and / or water-soluble copolymers of acrylic and / or methacrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms with weight average molecular weights greater than 106 in aqueous emulsions or aqueous solutions of spin finishes which contain 0.0001 to 0.05% by weight of water-soluble polymer compound, to reduce the spin-off of the spin finishes from fiber surfaces.
Der Gehalt an wasserlöslichen Polymerverbindungen mit Gewichtsmitteln der Molekulargewichte größer 106 liegt in den wäßrigen Emulsionen oder in den wäßrigen Lösungen der erfindungsgemäßen Spinnpräparationen zwischen 0,0001 und 0,05 Gew.-%. Als wasserlösliche Polymerverbindungen mit Gewichtsmitteln der Molekulargewichte größer 106 werden vorzugsweise Polyethylenoxide, Polyacrylamide und/oder Copolymere aus Acrylamid und Carbonsäuren mit 3 bis 5 C-Atomen eingesetzt. Polyethylenoxide mit Gewichtsmitteln der Molekulargewichte größer 106 werden beispielsweise von Union Carbide als Pulver unter den Namen PolyoxR WSR301 und PolyoxR WSR Coagulant und Polyacrylamide mit Gewichtsmitteln der Molekulargewichte größer 106 beispielsweise von Henkel KGaA unter der Bezeichnung FerrocrylR oder von Stockhausen unter der Bezeichnung PraestolR angeboten. Copolymere aus Acrylamid und ungesättigten Carbonsäuren mit 3 bis 5 C-Atomen, beispielsweise Copolymere aus Acrylamid und Acrylsäure mit Gewichtsmitteln der Molekulargewichte größer 106 sind beispielsweise unter dem Namen SuperflocR (Hersteller: Cyanamid) erhältlich.The content of water-soluble polymer compounds with weight average molecular weights greater than 10 6 in the aqueous emulsions or in the aqueous solutions of the spin finishes according to the invention is between 0.0001 and 0.05% by weight. Polyethylene oxides, polyacrylamides and / or copolymers of acrylamide and carboxylic acids with 3 to 5 carbon atoms are preferably used as water-soluble polymer compounds with weight average molecular weights greater than 10 6 . Polyethylene oxides with weight average molecular weights greater than 10 6 are for example from Union Carbide as powder under the names Polyox R WSR301 and Polyox R WSR Coagulant and polyacrylamides with weight average molecular weights greater than 10 6 for example from Henkel KGaA under the name Ferrocryl R or from Stockhausen under the name Praestol R. offered. Copolymers of acrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms, for example copolymers of acrylamide and acrylic acid with weight average molecular weights greater than 10 6, are available, for example, under the name Superfloc R (manufacturer: Cyanamid).
Als wasserlösliche Polymerverbindungen mit Gewichtsmitteln der Molekulargewichte größer 106 werden Polyethylenoxide in Spinnpräparationen besonders bevorzugt eingesetzt.Polyethylene oxides are particularly preferably used as water-soluble polymer compounds with weight average molecular weights greater than 10 6 in spin finishes.
Wäßrige Emulsionen oder wäßrige Lösungen
von Spinnpräparationen, die Glättemittel, Emulgatoren,
Antistatika und/oder Netzmittel und gegebenenfalls
weitere Additive enthalten, werden bei
Temperaturen zwischen 18 und 25 °C entweder
mit wasserlöslichen Polymerverbindungen mit Gewichtsmitteln
der Molekulargewichte größer 106
versetzt oder zu wasserlöslichen Polymerverbindungen
mit Gewichtsmitteln der Molekulargewichte
größer 106 gegeben. Bei der Herstellung erfindungsgemäßer
Spinnpräparationen werden die
wasserlöslichen Polymerverbindungen vorzugsweise
in Form wäßriger Lösungen eingesetzt. Die erhaltenen
wäßrigen polymerhaltigen Spinnpräparationemulsionen
oder -lösungen enthalten
0,0001
bis 0,05 Gew.-% wasserlösliche Polymere mit Gewichtsmitteln
der Molekulargewichte größer 106
und haben einen Gesamtaktivsubstanzgehalt zwischen
3 und 40 Gew.-%. Bezogen auf den Gesamtaktivsubstanzgehalt
enthalten polymerfreie,
wäßrige Emulsionen oder Lösungen von Spinnpräparationen
vorzugsweise
Als Glättemittel in erfindungsgemäßen Spinnpräparationen eignen sich beispielsweise Mineralöle, Carbonsäureester, hergestellt aus aliphatischen Carbonsäuren mit 8 bis 22 C-Atomen und gerad- und/oder verzweigtkettigen, gegebenenfalls alkoxylierten Alkylalkoholen mit 1 bis 22 C-Atomen, beispielsweise Isobutylstearat, n-Hexyllaurat, Talgfettsäure-2-ethylhexylester, Kokosfettsäuretriglyceride und/oder Trimethylolpropan-tripelargonat, Silicone, beispielsweise Dimethylpolysiloxan und/oder Polyalkylenglycole, beispielsweise Ethylenoxid/Propylenoxid-Mischpolymere mit mittleren Molekulargewichten zwischen 600 und 6 000. Als Emulgatoren, Netzmittel und/oder Antistatika kommen anionische, kationische und/oder nichtionische Tenside in betracht, wie Mono- und/oder Diglyceride, beispielsweise Glycerinmono- und/oder Glycerindioleat, alkoxylierte, vorzugsweise ethoxylierte und/oder propoxylierte Fette, Öle, Fettalkohole mit 8 bis 22 C-Atomen und/oder C8-18-Alkylphenole, beispielsweise Rizinusöl, ethoxyliert mit 10 bis 40 Mol Ethylenoxid (EO), und/oder C16-18-Fettalkahole, alkoxyliert mit Ethylenoxid und/oder Propylenoxid, gewünschtenfalls alkoxylierte C8-22-Fettsäuremono- und/oder -diethanolamide, beispielsweise gegebenenfalls ethoxyliertes Ölsäuremono- und/oder -diethanolamid, Talgfettsäuremono- und/oder -diethanolamid und/oder Kokosfettsäuremono- und/oder -diethanolamid, Alkali- und/oder Ammoniumsulfonate von gegebenenfalls alkoxylierten C8-22-Alkylalkoholen, C8-22-Alkenylalkoholen und/oder aromatischen Alkoholen, Umsetzungsprodukte von gegebenenfalls alkoxylierten C4-22-Alkylalkoholen mit Phosphorpentoxid oder Phosphoroxychlorid in Form ihrer Alkali-, Ammonium- und/oder Aminsalze, beispielsweise Phosphorsäureester von gegebenenfalls ethoxylierten C12/14-Fettalkoholen, Alkali- und/oder Ammoniumsalze von C8-22-Alkylsulfosuccinaten, beispielsweise Natriumdioctylsulfosuccinat und/oder Aminoxide, beispielsweise Dimethyldodecylaminoxid. Bei dieser beispielhaften Aufzählung von Glättemitteln, Emulgatoren, Antistatika und/oder Netzmitteln muß berücksichtigt werden, daß eine Vielzahl der genannten Substanzen nicht nur eine Funktion, sondern mehrere Funktionen in Spinnpräparationen erfüllen: beispielsweise kann ein Glättemittel gleichzeitig auch als Antistatikum und/oder als Emulgator wirken.Suitable lubricants in spin finishes according to the invention are, for example, mineral oils, carboxylic acid esters, prepared from aliphatic carboxylic acids with 8 to 22 carbon atoms and straight and / or branched, optionally alkoxylated alkyl alcohols with 1 to 22 carbon atoms, for example isobutyl stearate, n-hexyl laurate, tallow fatty acid -2-ethylhexyl ester, coconut fatty acid triglycerides and / or trimethylolpropane tripelargonate, silicones, for example dimethylpolysiloxane and / or polyalkylene glycols, for example ethylene oxide / propylene oxide mixed polymers with average molecular weights between 600 and 6,000. Anionic, cationic and / or antistatic agents come as anionic, cationic and / or nonionic surfactants, such as mono- and / or diglycerides, for example glycerol mono- and / or glycerol dioleate, alkoxylated, preferably ethoxylated and / or propoxylated fats, oils, fatty alcohols with 8 to 22 carbon atoms and / or C 8-18 Alkylphenols, for example Rizi nut oil, ethoxylated with 10 to 40 mol ethylene oxide (EO), and / or C 16-18 fatty alcohols, alkoxylated with ethylene oxide and / or propylene oxide, if desired alkoxylated C 8-22 fatty acid mono- and / or diethanolamides, for example optionally ethoxylated oleic acid mono - and / or -diethanolamide, tallow fatty acid mono- and / or -diethanolamide and / or coconut fatty acid mono- and / or -diethanolamide, alkali and / or ammonium sulfonates of optionally alkoxylated C 8-22 -alkyl alcohols, C 8-22 -alkenyl alcohols and / or aromatic alcohols, reaction products of optionally alkoxylated C 4-22 alkyl alcohols with phosphorus pentoxide or phosphorus oxychloride in the form of their alkali, ammonium and / or amine salts, for example phosphoric acid esters of optionally ethoxylated C 12/14 fatty alcohols, alkali and / or ammonium salts of C. 8-22 alkyl sulfosuccinates, for example sodium dioctyl sulfosuccinate and / or amine oxides, for example dimethyldodecylamine oxide. In this exemplary list of smoothing agents, emulsifiers, antistatic agents and / or wetting agents, it must be taken into account that a large number of the substances mentioned perform not only one function, but several functions in spin finishes: for example, a smoothing agent can simultaneously act as an antistatic agent and / or as an emulsifier .
Emulgatoren, Antistatika und/oder Netzmittel können in jedem Mischungsverhältnis zueinander in den erfindungsgemäßen Spinnpräparationen eingesetzt werden.Emulsifiers, antistatic agents and / or wetting agents can in any mixing ratio to each other used in the spin finishes according to the invention will.
Als Additive können die erfindungsgemäßen Spinnpräparationen pH-Wert-Regulanzien, beispielsweise aliphatische C1-22-Carbonsäuren und/oder C1-4-Hydroxycarbonsäuren, wie Essigsäure, Glycolsäure und/oder Ölsäure, Alkalihydroxide, wie Kaliumhydroxid und/oder Amine, wie Triethanolamin, Fadenschlußmittel, beispielsweise Fettsäuresarcoside und/oder Mischpolymerisate mit Maleinsäureanhydrid und/oder Polyurethane gemäß DE 38 30 468, Bakterizide und/oder Korrosionsschutzmittel enthalten.As additives, the spin finishes according to the invention can be pH regulators, for example aliphatic C 1-22 carboxylic acids and / or C 1-4 hydroxycarboxylic acids, such as acetic acid, glycolic acid and / or oleic acid, alkali metal hydroxides, such as potassium hydroxide and / or amines, such as triethanolamine Contain thread-closing agents, for example fatty acid sarcosides and / or copolymers with maleic anhydride and / or polyurethanes according to DE 38 30 468, bactericides and / or anti-corrosion agents.
Die Applikation polymerhaltiger, wäßriger Spinnpräparation-Emulsionen oder -Lösungen erfolgt in bekannter Weise unmittelbar nach Austritt der Kapillaren aus der Spinndüse. Die Präparationen, die eine Temperatur zwischen 18 und 30 °C haben, werden mit Hilfe von Auftragswalzen oder mittels Dosierpumpen über geeignete Applikatoren aufgebracht. Die Aktivsubstanzauftragsmenge (Ölauflage) der erfindungsgemäßen Spinnpräparation-Emulsionen oder Spinnpräparation-Lösungenliegt zwischen 0,3 und 2,0 Gew.-%, bezogen auf das Gewicht der Fadenbündel. Nach der Behandlung mit den Präparationen werden die Fadenbündel auf Spinnspulen aufgewickelt. Die Fadenbündel können beispielsweise aus Polyestern, Polyamiden, Polyolefinen und/oder Polyacryl bestehen.The application of polymeric, aqueous Spin finish emulsions or solutions in a known manner immediately after leaving the capillaries from the spinneret. The preparations, which have a temperature between 18 and 30 ° C have, with the help of application rollers or using dosing pumps with suitable applicators upset. The active substance order quantity (oil layer) the spin finish emulsions according to the invention or spin finish solutions between 0.3 and 2.0 wt .-%, based on the Weight of the thread bundle. After treatment the bundles of thread are opened with the preparations Spools wound. The bundles of threads can for example from polyesters, polyamides, Polyolefins and / or polyacrylic exist.
Die erfindungsgemäßen Spinnpräparationen haften sehr gut auf Faseroberflächen und werden bei den heute üblichen hohen Fadengeschwindigkeiten nur in sehr geringen Mengen abgeschleudert.The spin finishes according to the invention adhere very well to fiber surfaces and become at today's high thread speeds only thrown in very small quantities.
Die Angaben in % bedeuten Gew.-%.The data in% mean% by weight.
Aus 150 g der obengenannten Spinnpräparation und 840 g Wasser wurde eine wäßrige Emulsion hergestellt und in diese bei 20 °C 10 g einer wäßrigen 1 gew.-%igen PolyoxR WSR301-Lösung eingerührt. Polyester (167 dtex/34 Filamente) wurde mit einer Spinngeschwindigkeit von 3 200 Meter pro Minute gesponnen. Der Auftrag der polymerhaltigen Spinnpräparation-Emulsion, die eine Temperatur von 20 °C hatte, erfolgte unmittelbar nach Austritt der Kapillaren über eine Dosierpumpe (Ölauflage: 1,5 Gew.-%). An der ersten Stelle nach der Applikation der Spinnpräparation, an der das Faserbündel seine Laufrichtung änderte, wurde die abgespritzte Menge gesammelt und gewogen. Im Vergleich zu der Spinnpräparation ohne Polymerzusatz wurde mit der polymerhaltigen Spinnpräparation eine Reduzierung der abgespritzten Menge von 82 % erzielt.An aqueous emulsion was prepared from 150 g of the above-mentioned spin finish and 840 g of water, and 10 g of an aqueous 1% by weight Polyox R WSR301 solution were stirred into it at 20 ° C. Polyester (167 dtex / 34 filaments) was spun at a spinning speed of 3,200 meters per minute. The polymer-containing spin finish emulsion, which had a temperature of 20 ° C., was applied immediately after the capillaries emerged via a metering pump (oil coating: 1.5% by weight). At the first point after the application of the spin finish, at which the fiber bundle changed its direction, the amount sprayed off was collected and weighed. In comparison to the spin finish without the addition of polymer, a reduction in the amount sprayed off was achieved with the polymer-containing spin finish by 82%.
Claims (9)
- Spin finishes based on smoothing agents, emulsifiers, antistatic agents and/or wetting agents containing polymer compounds in the form of aqueous emulsions or aqueous solutions, characterized in that they contain one or more of the following water-soluble polymer compounds having weight average molecular weights of more than 106:polyalkylene oxides and/orpolyacrylamides and/or polymethacrylamides and/orcopolymers of acrylamide and/or methacrylamide and unsaturated carboxylic acids containing 3 to 5 carbon atoms,the aqueous emulsions or aqueous solutions of the spin finishes containing 0.0001 to 0.05% by weight of water-soluble polymer compounds.
- Spin finishes as claimed in claim 1, characterized in that the aqueous emulsions or aqueous solutions of the spin finishes contain water-soluble polyethylene oxides, water-soluble polyacrylamides and/or water-soluble copolymers of acrylamide and unsaturated carboxylic acids containing 3 to 5 carbon atoms.
- Spin finishes as claimed in one or more of claims 1 and 2, characterized in that the aqueous emulsions or aqueous solutions of the spin finishes contain water-soluble polyethylene oxides.
- A process for reducing the sling-off of spin finishes from fibre surfaces, characterized in that, immediately after the capillaries emerge from the spinning jet, spin finishes containing one or more of the following water-soluble polymer compounds having weight average molecular weights of more than 106:polyalkylene oxides and/orpolyacrylamides and/or polymethacrylamides and/orcopolymers of acrylamide and/or methacrylamide and unsaturated carboxylic acids containing 3 to 5 carbon atoms,in the form of aqueous emulsions or aqueous solutions are applied to the filament bundles,the aqueous spin finish emulsions or solutions containing 0.0001 to 0.05% by weight of water-soluble polymer compounds.
- A process as claimed in claim 4, characterized in that aqueous spin finish emulsions or solutions containing water-soluble polyethylene oxides, water-soluble polyacrylamides and/or water-soluble copolymers of acrylamide and unsaturated C3-5 carboxylic acids are applied to the filament bundles.
- A process as claimed in one or both of claims 4 to 5, characterized in that aqueous spin finish emulsions or solutions containing water-soluble polyethylene oxides are applied to the filament bundles.
- The use of water-soluble polyalkylene oxides having weight average molecular weights of more than 106 and/or water-soluble polyacrylamides and/or polymethacrylamides having weight average molecular weights of more than 106 and/or water-soluble copolymers of acrylamide and/or methacrylamide and unsaturated carboxylic acids containing 3 to 5 carbon atoms having weight average molecular weights of more than 106 in aqueous emulsions or aqueous solutions of spin finishes containing 0.001 to 5% by weight of water-soluble polymer compound to reduce the sling-off of the spin finishes from fibre surfaces.
- The use claimed in claim 7, characterized in that water-soluble polyethylene oxides, water-soluble polyacrylamides and/or water-soluble copolymers of acrylamide and unsaturated C3-5 carboxylic acids are used.
- The use claimed in one or both of claims 7 to 8, characterized in that water-soluble polyethylene oxides are used.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4000304A DE4000304A1 (en) | 1990-01-08 | 1990-01-08 | POLYMER-BASED SPIDER PREPARATIONS IN THE FORM OF AQUEOUS EMULSIONS OR AQUEOUS SOLUTIONS |
| DE4000304 | 1990-01-08 | ||
| PCT/EP1990/002288 WO1991010717A1 (en) | 1990-01-08 | 1990-12-21 | Spinning preparations in the form of aqueous emulsions or aqueous solutions containing polymers |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0510048A1 EP0510048A1 (en) | 1992-10-28 |
| EP0510048B1 EP0510048B1 (en) | 1994-09-21 |
| EP0510048B2 true EP0510048B2 (en) | 1998-11-04 |
Family
ID=6397714
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP91902137A Expired - Lifetime EP0510048B2 (en) | 1990-01-08 | 1990-12-21 | Spinning preparations in the form of aqueous emulsions or aqueous solutions containing polymers |
Country Status (4)
| Country | Link |
|---|---|
| US (2) | US5382372A (en) |
| EP (1) | EP0510048B2 (en) |
| DE (2) | DE4000304A1 (en) |
| WO (1) | WO1991010717A1 (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3939549A1 (en) * | 1989-11-30 | 1991-06-06 | Henkel Kgaa | Lubricant for textiles, partic. for thread during high speed mfr. - or processing contains alkyl acrylate or methacrylate homo-polymer or copolymer of specified min. limiting viscosity |
| US5545481A (en) * | 1992-02-14 | 1996-08-13 | Hercules Incorporated | Polyolefin fiber |
| US6156715A (en) * | 1997-01-13 | 2000-12-05 | Ecolab Inc. | Stable solid block metal protecting warewashing detergent composition |
| WO1999066004A1 (en) | 1998-06-15 | 1999-12-23 | The Lubrizol Corporation | Aqueous composition containing a water-soluble or water-dispersable synthetic polymer |
| US6491839B1 (en) | 1999-05-07 | 2002-12-10 | Cognis Corporation | Process for making a textile finish composition having anti-sling properties |
| WO2001034736A1 (en) * | 1999-10-26 | 2001-05-17 | Cognis Corporation | Polymeric lubricant compositions, and methods for their use |
| US9309378B2 (en) | 2009-06-19 | 2016-04-12 | Exacto, Inc. | Emulsion compositions comprising polyacrylamide copolymer and ethylene oxide—propylene oxide copolymer |
| US9307758B2 (en) | 2009-06-19 | 2016-04-12 | Exacto, Inc. | Polyacrylamide based agricultural compositions |
| US9428630B2 (en) | 2009-06-19 | 2016-08-30 | Exacto, Inc. | Water-in-oil polyacrylamide-based microemulsions and related methods |
| CN102912640B (en) * | 2012-10-25 | 2014-06-25 | 上虞市皇马化学有限公司 | Crude-oil polyester industrial yarn finish and preparation method thereof |
| CN103147168B (en) * | 2013-03-06 | 2017-06-16 | 常州市灵达化学品有限公司 | A kind of spinning oil and preparation method |
| WO2014158175A1 (en) * | 2013-03-28 | 2014-10-02 | Exacto, Inc. | Emulsion compositions comprising polyacylamide copolymer and ethylene oxide-propylene oxide copolymer |
| CN114000229A (en) * | 2021-12-08 | 2022-02-01 | 江苏双江能源科技股份有限公司 | Anti-splashing agent for polyester DTY oil agent and preparation method thereof |
| CN114517409A (en) * | 2022-03-25 | 2022-05-20 | 杭州临港化纤有限公司 | Silk thread texturing oil and preparation method thereof |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU464487B2 (en) * | 1971-06-16 | 1975-08-11 | Colgate-Palmolive Pty. Ltd. | Light duty detergent formulations |
| DE2408636A1 (en) * | 1973-02-23 | 1974-09-05 | Graham Barker | TEXTILE TREATMENT PRODUCTS |
| US3977979A (en) * | 1973-09-14 | 1976-08-31 | George A. Goulston Company, Inc. | Yarn finish formulations |
| US4108800A (en) * | 1975-03-26 | 1978-08-22 | Milliken Research Corporation | Cleaning composition |
| US4078133A (en) * | 1975-12-01 | 1978-03-07 | Kazutaka Ozima | Process for producing water-soluble vinyl high-polymers by reversed-phase emulsion polymerization |
| US4098702A (en) * | 1976-04-09 | 1978-07-04 | George A. Goulston Company, Inc. | Yarn finish formulation |
| US4169061A (en) * | 1976-04-22 | 1979-09-25 | Eastman Kodak Company | Fiber treating compositions |
| US4294883A (en) * | 1976-08-19 | 1981-10-13 | Hoechst Fibers Industries, Div. Of American Hoechst Corporation | Staple fiber, finish therefor and process for use of same |
| US4253951A (en) * | 1978-11-09 | 1981-03-03 | The Procter & Gamble Company | Method of reducing aerosolization of wastewater |
| US4214920A (en) * | 1979-03-23 | 1980-07-29 | Exxon Research & Engineering Co. | Method for producing solar cell-grade silicon from rice hulls |
| US4310434A (en) * | 1980-05-28 | 1982-01-12 | The Procter & Gamble Company | Poly(ethylene oxide) compositions with controlled solubility characteristics |
| US4400281A (en) * | 1981-08-19 | 1983-08-23 | Atlantic Richfield Co. | Yarn processing lubricants |
| EP0127293A3 (en) * | 1983-04-24 | 1987-04-15 | HENKEL CORPORATION (a Delaware corp.) | Coning oil lubricant compositions |
| US4915855A (en) * | 1986-05-05 | 1990-04-10 | Hoechst Celanese Corp. | Viscosity regulators for water-based spin finishes |
| PH24631A (en) * | 1986-08-25 | 1990-08-17 | Henkel Corp | Low-sling fiber lubricant comprising shearreduced high molecular wight polyisobutylene |
-
1990
- 1990-01-08 DE DE4000304A patent/DE4000304A1/en not_active Ceased
- 1990-12-21 DE DE59007287T patent/DE59007287D1/en not_active Expired - Fee Related
- 1990-12-21 EP EP91902137A patent/EP0510048B2/en not_active Expired - Lifetime
- 1990-12-21 US US07/867,704 patent/US5382372A/en not_active Expired - Lifetime
- 1990-12-21 WO PCT/EP1990/002288 patent/WO1991010717A1/en active IP Right Grant
-
1994
- 1994-09-21 US US08/310,017 patent/US5490943A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0510048B1 (en) | 1994-09-21 |
| DE59007287D1 (en) | 1994-10-27 |
| US5382372A (en) | 1995-01-17 |
| EP0510048A1 (en) | 1992-10-28 |
| WO1991010717A1 (en) | 1991-07-25 |
| US5490943A (en) | 1996-02-13 |
| DE4000304A1 (en) | 1991-07-11 |
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