DE1619107C3 - Antistatic textile auxiliary for synthetic fibers - Google Patents
Antistatic textile auxiliary for synthetic fibersInfo
- Publication number
- DE1619107C3 DE1619107C3 DE1619107A DE1619107A DE1619107C3 DE 1619107 C3 DE1619107 C3 DE 1619107C3 DE 1619107 A DE1619107 A DE 1619107A DE 1619107 A DE1619107 A DE 1619107A DE 1619107 C3 DE1619107 C3 DE 1619107C3
- Authority
- DE
- Germany
- Prior art keywords
- imidazoline
- fibers
- emulsion
- textile auxiliary
- parts
- 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.)
- Expired
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Classifications
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- 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
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
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- 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
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated acids
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/08—Amides
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/08—Amides
- C10M2215/082—Amides containing hydroxyl groups; Alkoxylated derivatives
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/223—Five-membered rings containing nitrogen and carbon only
- C10M2215/224—Imidazoles
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/26—Amines
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/28—Amides; Imides
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/46—Textile oils
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- 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
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
IO wichtsprozent Mineralöl und/oder aliphatischem Säureester als schmierendem Bestandteil und 0 bis 40 Gewichtsprozent eines anionischen und/oder nichtionischen Emulgiermittels. IO weight percent mineral oil and / or aliphatic acid ester as a lubricating component and 0 to 40 weight percent of an anionic and / or nonionic emulsifier.
2. Antistatischmachendes Textilhilfsmittel nach Anspruch 1, enthaltend zusätzlich ein oder mehrere höhere Alkohole und/oder eine oder mehrere höhere aliphatische Säuren.2. Antistatic textile auxiliary according to claim 1, additionally containing one or more higher alcohols and / or one or more higher aliphatic acids.
Die Erfindung betrifft ein antistatischmachendes Textilhilfsmittel vom Typ eines öl-in-Wasser-Gemisches, das eine stabile Emulsion bildet, die zum Verhindern von elektrischen Aufladungen synthetischer Fasern dient.The invention relates to an antistatic textile auxiliary of the type of an oil-in-water mixture, which forms a stable emulsion, which is used to prevent synthetic electrical charging Fibers is used.
Für diesen Zweck sind l-Äthylol-2-alkyl-imidazoline, die man durch Reaktion von Fettsäuren und Hydroxyäthyldiamin gewinnt, bekannt. Sie werden lediglich als kationische oberflächenaktive Mittel benutzt, da sie in Kombination mit anionischen Verbindungen als Emulgiermittel für Avivierzwecke ungeeignet sind.For this purpose are l-ethylol-2-alkyl-imidazolines, which is obtained by reacting fatty acids and hydroxyethyl diamine is known. you will be only used as a cationic surfactant as it is used in combination with anionic compounds are unsuitable as emulsifiers for finishing purposes.
Der Erfindung liegt die Aufgabe zugrunde, ein antistatischmachendes Textilhilfsmittel für synthetische Fasern zu schaffen, das eine stabile Emulsion bildet und den Fasern ausgezeichnete antistatische Eigenschaften verleiht.The invention is based on the object of providing an antistatic textile auxiliary for synthetic To create fibers that form a stable emulsion and give the fibers excellent antistatic properties Gives properties.
Das antistatischmachende Textilhilfsmittel für synthetische Fasern gemäß der Erfindung besteht aus einer Emulsion eines Gemisches aus 10 bis 50 Gewichtsprozent eines carboxyätbylierten Derivates von l-Äthylol-2-alkyl-2-imidazoiin, 40 bis 80 Gewichtsprozent Mineralöl .und/oder einem aliphatischen Säureester als schmierendem Bestandteil und 0 bis 40 Gewichtsprozent eines anionischen und/oder nichtionischen Emulgiermittels. Das Textilhilfsmittel gemäß der Erfindung kann noch zusätzlich ein oder mehrere höhere Alkohole und/oder eine oder mehrere höhere aliphatische Säuren enthalten.The antistatic textile auxiliary for synthetic fibers according to the invention consists of an emulsion of a mixture of 10 to 50 percent by weight of a carboxyethylated derivative of 1-Ethylene-2-alkyl-2-imidazoiin, 40 to 80 percent by weight mineral oil. and / or an aliphatic Acid ester as a lubricating ingredient and 0 to 40 percent by weight of an anionic and / or nonionic emulsifier. The textile auxiliary according to the invention can additionally contain one or more higher alcohols and / or one or more higher alcohols contain aliphatic acids.
Für das Aufbringen einer Textilhilfsmittelemulsion auf die Fasern spielt die Gleichförmigkeit der Emulsion und ihre Stabilität eine ausschlaggebende Rolle. Wenn beispielsweise die Fasern mit einer instabilen Emulsion behandelt werden, bilden sich nach dem Aufbringen der Emulsion Spannungsstellen, sobald die Fasern mit einer Metallwalze in Berührung kommen oder über diese geführt werden, was zur Folge hat, daß die Fasern brechen und ihre Qualität erheblich leidet.The uniformity of the emulsion plays a role in the application of a textile auxiliary emulsion to the fibers and their stability play a crucial role. For example, if the fibers with an unstable Are treated with the emulsion, tension points form after the application of the emulsion as soon as the Fibers come into contact with or are guided over a metal roller, with the result that that the fibers break and their quality suffers considerably.
Als schmierenden Bestandteil in Textilhilfsmitteln verwendet man in der Regel ein Mineralöl oder einen Fettsäureester. Als Emulgiermittel für das Mineralöl hat man bisher polyoxyäthylierte Fettsäuren, höhere Alkohole oder aliphatische Alkylamine bzw. -amide verwendet, jedoch sind diese nicht immer als Emulgiermittel für die Fettsäureester geeignet.A mineral oil or mineral oil is usually used as the lubricating component in textile auxiliaries Fatty acid esters. So far, polyoxyethylated fatty acids, higher ones, have been used as emulsifiers for mineral oil Alcohols or aliphatic alkylamines or amides are used, but these are not always used as emulsifiers suitable for the fatty acid esters.
Aus der USA.-Patentschrift 2730464 sind Textilhilfsmittel für synthetische Fasern bekannt, die aus Mineralöl und 2-Alkyl-imidazolin bestehen und den Fasern antistatische Eigenschaften verleihen sollen. Insbesondere ist auch l-Äthylol-2-alkyl-imidazolin als wesentlicher Bestandteil für eine antistatische Textilausrüstung angegeben. Demgegenüber bietet die gemäß der Erfindung verwendete carboxyäthylierte Imidazolinverbindung hinsichtlich ihrer Emulsionsbeständigkeit, der Verteilung auf den Schmälzrollen und dem Netzvermögen der Auftragsrollen einen wesentlichen technischen Fortschritt, wie dieses aus den weiter unten angeführten Vergleichsbeispielen hervorgeht.U.S. Pat. No. 2,730,464 discloses textile auxiliaries known for synthetic fibers, which consist of mineral oil and 2-alkyl-imidazoline and the Fibers are intended to impart antistatic properties. In particular, 1-ethylol-2-alkyl-imidazoline is also used specified as an essential component for an antistatic textile finish. In contrast, offers the carboxyethylated imidazoline compound used according to the invention with regard to its emulsion resistance, the distribution on the roller rollers and the wetting capacity of the application rollers represent a significant technical advance like this one from the comparative examples given below.
Das erfindungsgemäße Aviviermittel stellt eine sehr gleichförmige stabile Emulsion dar, die darüber hinaus hervorragende antistatische Eigenschaften aufweist.The softening agent according to the invention is a very uniform, stable emulsion, and moreover has excellent antistatic properties.
In dem neuen Aviviermittel kann die Menge der einzelnen Bestandteile in einem gewissen Bereich variieren, und zwar sollen die Bestandteile in den nachfolgend angegebenen anteiligen Mengen vorhandensein: In the new softener, the amount of the individual components can be within a certain range vary, namely the components should be present in the following proportions:
Carboxyäthyliertes Derivat des
l-Äthylol-2-alkyl-2-imidazolin
Emulgiermittel Lubricating ingredient
Carboxyethylated derivative of
1-Ethylene-2-alkyl-2-imidazoline
Emulsifier
10 bis 50
0 bis 4040 to 80
10 to 50
0 to 40
Gegebenenfalls können in dem Gemisch noch einIf necessary, a
Kupplungsmittel in Form ein oder mehrerer höherer Alkohole und/oder ein oder mehrerer höherer aliphatischer Säuren vorhanden sein.Coupling agents in the form of one or more higher alcohols and / or one or more higher aliphatic ones Acids are present.
Als Emulgiermittel kann man ein beliebiges anionisches oder nichtionisches oberflächenaktives Mittel oder ein Gemisch solcher Mittel einsetzen.Any anionic or nonionic surfactant can be used as the emulsifying agent or use a mixture of such agents.
Das erfindungsgemäße Textilhilfsmittel verwendet man gewöhnlich in Form einer Öl-in-Wasser-Emulsion, in welcher das schmierende Gemisch in einer anteiligen Menge von in der Regel 5 bis 30 Gewichtsprozent vorhanden ist. Die anteilige Menge an schmierendem Gemisch, die auf die Fasern oder • Garne aufgebracht wird, liegt gebräuchlicherweise bei 0,2 bis 1,0 Gewichtsprozent, vorzugsweise etwa bei 0,2 bis 0,5 Gewichtsprozent.The textile auxiliary according to the invention is usually used in the form of an oil-in-water emulsion, in which the lubricating mixture in a proportionate amount of usually 5 to 30 percent by weight is available. The proportional amount of lubricating mixture applied to the fibers or • Yarn is applied, is usually 0.2 to 1.0 percent by weight, preferably about at 0.2 to 0.5 percent by weight.
In Anwesenheit eines Alkali-Katalysators wurde bei 8O0C 1 Mol l-Äthylol^-heptadecenyl^-imidazolin 3 Stunden lang in einem wäßrigen Medium mit 1 Mol Methylacrylat umgesetzt, dann wurde das Produkt hydrolysiert, und- es wurde das Natriumsalz von 1 - Carboxyäthoxyäthyl - 2-heptadecenyl-2- imidazolin (dieses Salz wird im nachfolgenden als »carboxyliertes Imidazolin-Salz« bezeichnet) gewonnen. Unter Verwendung dieses Salzes wurde das folgende Gemisch zubereitet:In the presence of an alkali catalyst, 1 mol of 1-ethylol ^ -heptadecenyl ^ -imidazoline was reacted for 3 hours in an aqueous medium with 1 mol of methyl acrylate at 8O 0 C, then the product was hydrolyzed, and the sodium salt of 1 - Carboxyethoxyethyl - 2-heptadecenyl-2-imidazoline (this salt is hereinafter referred to as the "carboxylated imidazoline salt") obtained. Using this salt, the following mixture was prepared:
prozentWeight
percent
Mineralöl Carboxylated imidazoline salt
mineral oil
60
10
10 ·20th
60
10
10 ·
Natriumsalz von Erdölsulfonat Polyoxyethylene lauryl ether
Sodium salt of petroleum sulfonate
Die Teilchengröße der daraus erhaltenen Emulsion in Wasser betrug weniger als 0,2 Mikron, und wenn man die Emulsion eine Woche lang bei Zimmertempe-. ratur stehenließ, erfolgte weder Aufrahmen noch Absetzen. Die antistatische Eigenschaft der Emulsion wurde an Fasern mittels eines Potentiometers vom Typ Kasuga bei einer Fortbevvegungsgeschwindigkeit der Fasern von 300 m/Min, gemessen. Bei dem Ver-. such wurden 20 Fasern in Form eines Garns bei 40% relativer Feuchtigkeit und 200C geprüft.The particle size of the resulting emulsion in water was less than 0.2 microns, and if the emulsion was left for one week at room temperature. temperature, there was neither creaming nor settling. The antistatic property of the emulsion was measured on fibers by means of a potentiometer of the Kasuga type with the fibers moving at a speed of 300 m / min. At the ver. 20 fibers in the form of a yarn at 40% relative humidity and 20 ° C. were also tested.
Unbehandelte Garne
Behandelte Garne ...Untreated yarn
Treated yarns ...
Elektrisches Potential (Volt)Electric potential (volts)
+40,000 -5+40,000 -5
Bestandteilcomponent
Carboxyliertes Imidazolinsalz.Carboxylated imidazoline salt.
Octyloleat Octyl oleate
Polyoxyäthyleniertes Rizinusöl
Oleylalkohol " Polyoxyethylene castor oil
Oleyl alcohol "
Gewichtsprozent Weight percent
2020th
5050
2525th
Die antistatische Wirkung im Falle der Behandlung von Polyesterfasern unter Verwendung des zuvor aufgeführten Gemisches wurde geraessen. Zum Vergleich ist außerdem das Ergebnis aufgeführt, das erhalten wurde bei Prüfung der gleichen Fasern, die jedoch mittels eines üblichen Avivier-Öl-Gemisches aus einem Mineralöl und Polyoxyäthylenalkyläther (das nachfolgend als »konventionelles Avivier-Öl-Gemisch« bezeichnet wird) behandelt worden waren.The antistatic effect in the case of treating polyester fibers using the above listed mixture was eaten. Also listed for comparison is the result that was obtained was when testing the same fibers, but using a conventional finish-oil mixture from a mineral oil and polyoxyethylene alkyl ether (hereinafter referred to as the "conventional brightener-oil mixture" referred to) were treated.
Unbehandelte Fasern Untreated fibers
Fasern, die mit konventionellem Avivier-Öl-Gemisch behandelt waren Fibers that have been treated with a conventional mixture of brivier and oil
Fasern, die mit dem erfindungsgemäßen Mittel behandelt
worden waren Fibers treated with the agent according to the invention
had been
Elektrisches Potential (Volt) Electric potential (volts)
+45,000+45,000
+ 5,500+ 5.500
+50+50
*) Bestimmt durch den Absetz-Zustand, der eintrat, nachdem man 100 ml der 10%igen Emulsion in einem Meßzylinder 24 Stunden lang bei 3O0C stehengelassen hatte.*) Determined was allowed to stand in a graduated cylinder for 24 hours at 3O 0 C by the settling state, which occurred after 100 ml of the 10% emulsion.
Die antistatische Wirkung wurde durch Messen der elektrischen Potentiale verglichen, die entstehen, wenn ein Garn unter Reibung an einem metallischen Fadenführer vorbeigeführt wurde, das aus 34 Einzelfasern mit einem Gesamttiter von 210 Denier bestand' und mit 0,5% (auf das Trockengewicht der Fasern berechnet) mit einer Schmiermittelmischung präpariert war, die durch Mischen von 50% Mineralöl, 30% Polyoxyäthylenojeyläther mit 6 Oxyäthyjengruppen und 20% einer Imidazolinverbindung erhal-The antistatic effect was compared by measuring the electrical potentials that arise when a thread, made of 34 individual fibers, was guided past a metallic thread guide under friction with a total denier of 210 denier and at 0.5% (based on the dry weight of the fibers calculated) was prepared with a lubricant mixture obtained by mixing 50% mineral oil, 30% Polyoxyäthylenojeyläther with 6 Oxyäthyjengruppen and 20% of an imidazoline compound
ten worden war, die der folgenden Strukturformel I entsprachwhich corresponded to the following structural formula I.
R-CR-C
N-CH2 .
CH2CH2OCH2CH2COONaN-CH 2 .
CH 2 CH 2 OCH 2 CH 2 COONa
in VoltElectrical potential
in volts
ingFrictional force
ing
QsH31
QvH35
Q7H33
Kokosnuß-Alkyl
Unbehandelt ...QiH 23
QsH 31
QvH 35
Q7H33
Coconut alkyl
Untreated ...
-150
>-34Q
-100
-140
+4000 ■-120
-150
> -34Q
-100
-140
+4000 ■
56
53
50
55
25055
56
53
50
55
250
Es wurden 100 Teile SoTbitantrioleat und Sorbitanmonooleat (1:1) mittels des erfindungsgemäßen carboxylierten Imidazolinsalzes emulgiert, und man erhielt bei Verwendung von 30 bis 40 Teilen des Imidazolinsalzes eine sehr stabile Emulsion, während bei Verwendung des Acetats von l-Äthylol-2-alkyl-2-imidazolin oder des Reaktionsproduktes dieses Imidazoline mit Monochloressigsäure eine stabile Emulsion nicht gewonnen werden konnte. Dies ist in der nachfolgenden Tabelle veranschaulicht.There were 100 parts of SoTbitan trioleate and sorbitan monooleate (1: 1) emulsified by means of the carboxylated imidazoline salt according to the invention, and were obtained when using 30 to 40 parts of the imidazoline salt a very stable emulsion, while when using of the acetate of l-ethylol-2-alkyl-2-imidazoline or of the reaction product of this imidazoline a stable emulsion could not be obtained with monochloroacetic acid. This is in the following Table illustrates.
5U Beispiel 5 5U example 5
Für Vergleichszwecke wurden Schmiermittelmischungen hergestellt durch Vermischen von 50 Teilen Mineralöl, 10 Teilen Polyoxyäthylenoleyläther mit 6 Oxyäthylengruppen, 25 Teilen eines ,sulfatierten Oleyloleatnatriumsalzes und 15 Teilen 1-Polyoxyäthylen-2-hepta-decenyl-2-imidazolin, die den folgenden Strukturformeln II und III entsprechen, bzw. mit l-Äthylol-2-alkyl-2-imidazolin, welches der Strukturformel IV entspricht und gemäß der USA.-Patentschrift 2 730 464 zur antistatischen Textilbehandlung bekannt ist. Die Verbindungen II und III wurden durch Zusatz von 1 bzw. 3 Mol Äthylenoxyd zu l-Äthylol^-heptadecenyl^-imidazolin gewonnen. Die entsprechenden Schmälzmittelzusammensetzungen wurden mit Hilfe von Schmälzauftragsrollen auf mehrfädiges Nylongarn aus 34 Einzelfasern mit dem Gesamttiter 210 Denier in der Weise aufgetragen, daßFor comparison purposes, lubricant blends were made by mixing 50 parts Mineral oil, 10 parts of polyoxyethylene oleyl ether with 6 oxyethylene groups, 25 parts of a sulphated Oleyl oleate sodium salt and 15 parts of 1-polyoxyethylene-2-hepta-decenyl-2-imidazoline, which correspond to the following structural formulas II and III, or with 1-ethylol-2-alkyl-2-imidazoline, which of the structural formula IV corresponds to and according to US Pat. No. 2,730,464 for antistatic textile treatment is known. The compounds II and III were added by adding 1 and 3 moles of ethylene oxide, respectively L-Ethylol ^ -heptadecenyl ^ -imidazoline obtained. the Appropriate lubricant compositions were applied with the help of lubricant application rollers Multi-ply nylon yarn made of 34 individual fibers with a total titer of 210 denier applied in such a way that
eine Präparation von 0,5% der Mischung, auf das Fasergewicht gerechnet, auf die Fäden aufgetragen wurde. Die Fähigkeit der Verteilung einer 5%igen Lösung der Schmälzmittelmischung auf den Auftragsrollen, ihre Emulsionsbeständigkeit und die Potentiale, die bei der Reibung des behandelten Garns mit einem metallischen Fadenführer bei einer Garngeschwindigkeit von 300 m pro Minute entstanden, wurden gemessen. a preparation of 0.5% of the mixture, calculated on the fiber weight, applied to the threads would. The ability to distribute a 5% solution of the lubricant mixture on the application rollers, its emulsion resistance and the potentials, that of rubbing the treated yarn with a metallic thread guide at a yarn speed of 300 m per minute were measured.
R-CR-C
N-CH2 N-CH 2
IOIO
(H)(H)
N-CH2 N-CH 2
CH2CH, OCH7CH, OHCH 2 CH, OCH 7 CH, OH
R-CR-C
R-CR-C
N-CH2 N-CH 2
N-CH2 CH2CH2O(CH2CH2O)3HN-CH 2 CH 2 CH 2 O (CH 2 CH 2 O) 3 H
(III)(III)
N-CH2 N-CH 2
(IV)(IV)
N-CH2 CH2CH2OHN-CH 2 CH 2 CH 2 OH
in VoltElectrical potentials "
in volts
Es ist offensichtlich, daß die polyoxyäthylenierten Imidazolinverbindungen der Strukturformeln II, III und IV hinsichtlich ihrer Emulsionsbeständigkeit und dem Netzvermögen der Auftragsrollen oder derIt is evident that the polyoxyethylene imidazoline compounds of the structural formulas II, III and IV with regard to their resistance to emulsion and the wetting ability of the applicator rolls or the
Verteilung auf den Schmälzrollen der carboxylierten Imidazolinverbindung gemäß der Erfindung der Strukturformel I unterlegen sind.Distribution on the peeling rollers of the carboxylated imidazoline compound according to the invention of the structural formula I are inferior.
Die Emulsionsbeständigkeit, die Fähigkeit zum Netzen der Rollen und die elektrischen PotentialeThe emulsion resistance, the ability to network the roles and the electrical potentials
gruppen, 25 Teilen sulfatiertem Walöl und 10 Teilen der entsprechenden Imidazolinverbindungen gewon-groups, 25 parts of sulfated whale oil and 10 parts the corresponding imidazoline compounds obtained
bei Verwendung einer Schmälzmittelmischung, die 45 nen waren, wurden unter Verwendung der gleichenwhen using a lubricant mix which were 45 ns were using the same
durch Mischen von 50 Teilchen Mineralöl, 15 Teilen Polyoxyäthylen-Kokosalkyläther mit 5 Oxyäthylen-by mixing 50 parts of mineral oil, 15 parts of polyoxyethylene coconut alkyl ether with 5 oxyethylene
Methoden wie im Beispiel 5 gemessen, wobei folgende Ergebnisse erhalten wurden:Methods measured as in Example 5, the following results being obtained:
in VoltElectrical potential
in volts
2-imidazolin mit 2 Oxyäthylen-
gruppen
l-yS-hydroxyäthyl-2-heptadecylen-
imidazolin der Strukturformel IV
gemäß dem Stand der Technik
l-Carboxyäthoxyäthyl-2-heptadecenyl-
imidazolin-(2) l-polyoxyethylene-2-heptadecenyl-
2-imidazoline with 2 oxyethylene
groups
l-yS-hydroxyethyl-2-heptadecylene-
imidazoline of structural formula IV
according to the state of the art
l-carboxyethoxyethyl-2-heptadecenyl-
imidazoline- (2)
stabil'
stabilstable
stable'
stable
schlecht
gutWell
bad
Well
100500
100
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEK0062940 | 1967-07-26 |
Publications (2)
Publication Number | Publication Date |
---|---|
DE1619107A1 DE1619107A1 (en) | 1970-10-01 |
DE1619107C3 true DE1619107C3 (en) | 1974-01-24 |
Family
ID=7230853
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE1619107A Expired DE1619107C3 (en) | 1967-07-26 | 1967-07-26 | Antistatic textile auxiliary for synthetic fibers |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH478285A (en) |
DE (1) | DE1619107C3 (en) |
GB (1) | GB1189477A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6026864B2 (en) * | 1978-05-30 | 1985-06-26 | 花王株式会社 | Lubricating agent for synthetic fibers |
US6521683B1 (en) * | 1999-04-26 | 2003-02-18 | Witco Corporation | Antistatic agents and resin compositions incorporated therein |
-
1967
- 1967-07-26 DE DE1619107A patent/DE1619107C3/en not_active Expired
- 1967-08-01 GB GB35218/67A patent/GB1189477A/en not_active Expired
- 1967-08-07 CH CH1111467A patent/CH478285A/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
CH478285A (en) | 1969-10-31 |
GB1189477A (en) | 1970-04-29 |
CH1111467A4 (en) | 1969-10-31 |
DE1619107A1 (en) | 1970-10-01 |
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C3 | Grant after two publication steps (3rd publication) | ||
E77 | Valid patent as to the heymanns-index 1977 | ||
EHJ | Ceased/non-payment of the annual fee |