EP0675979A1 - Fibre adjuvants - Google Patents

Fibre adjuvants

Info

Publication number
EP0675979A1
EP0675979A1 EP94903762A EP94903762A EP0675979A1 EP 0675979 A1 EP0675979 A1 EP 0675979A1 EP 94903762 A EP94903762 A EP 94903762A EP 94903762 A EP94903762 A EP 94903762A EP 0675979 A1 EP0675979 A1 EP 0675979A1
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
methyl
hydrogen
fatty acid
acyl radical
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.)
Withdrawn
Application number
EP94903762A
Other languages
German (de)
French (fr)
Inventor
Joaquim Bigorra Llosas
Maria Dolors L Pez G Mez
Antoni Soler Codina
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0675979A1 publication Critical patent/EP0675979A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—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 nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C219/02—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C219/04—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C219/06—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having the hydroxy groups esterified by carboxylic acids having the esterifying carboxyl groups bound to hydrogen atoms or to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C219/02—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C219/04—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C219/08—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having at least one of the hydroxy groups esterified by a carboxylic acid having the esterifying carboxyl group bound to an acyclic carbon atom of an acyclic unsaturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/16—Anti-static materials
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • 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
    • 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

Definitions

  • the invention relates to auxiliaries for synthetic fibers which contain quaternized fatty acid triethanolamine ester salts and to the use of these salts for the preparation of the agents mentioned.
  • spin finishes In addition to the smoothness and the thread closure, the fiber manufacturers generally place further requirements on spin finishes, of which the reduction in friction, the softening of the fiber filaments and the compatibility with Dyes are the main ones. In addition to the requirements mentioned, spin finishes must be temperature-resistant and non-corrosive, easy to remove from the fiber and physiologically harmless. Cationic surfactants, in particular of the quaternized fatty amine type, are usually used for this purpose. However, these show the disadvantage of a biodegradability which is not satisfactory in all cases.
  • the object of the invention was to provide new auxiliaries for the production of synthetic fibers which have improved biodegradability.
  • the invention relates to fiber auxiliaries which contain quaternized fatty acid triethanolamine ester salts of the formula (I) as active component,
  • R --- CO is an acyl radical having 6 to 22 carbon atoms
  • R and R 2 independently of one another are hydrogen or R --- CO
  • R 1 is an alkyl radical having 1 to 10 carbon atoms
  • x, y and z are 1 or numbers from 2 to 30
  • X is a halide or alkyl sulfate.
  • the salts according to the invention reduce the electrostatic charge on synthetic fibers. They also have fiber-enhancing properties, are stable at high temperatures, readily biodegradable and physiologically harmless.
  • the quaternized fatty acid triethanolamine ester salts are known substances which can be obtained by the relevant methods of preparative organic chemistry.
  • a process for their preparation as described in international patent application WO 91/1295 (Henkel), consists in esterifying fatty acids with triethanolamine in the presence of hypophosphorous acid and the technical fatty acid ester mixture, the mono-, di- and tri - contains ester, then quaternize with methyl chloride or diethyl sulfate.
  • polyglycol ether group-containing, ie ethoxylated, quaternized fatty acid triethanolamine ester salts are the subject of a previously unpublished application by the applicant.
  • ethoxylated triethanolamine which in turn is esterified and quaternized in a known manner. In this case, you usually add an average of 2 to 30, preferably 2 to 10 moles of ethylene oxide of triethanolamine in the esterification.
  • quaternized fatty acid triethanolamine ester salts are used for the preparation of the antistatic agents, fatty acid and triethanolamine or triethanolamine ethoxylate in a molar ratio of 1.2: 1 to 2.1: 1, preferably 1.64: 1 to 1.92: 1 have been used.
  • Fiber auxiliaries with particularly advantageous technical properties are obtained if quaternized fatty acid triethanola ester salts of the formula (I) are used in which
  • R ⁇ O is an acyl radical having 16 to 18 carbon atoms
  • R2 and R3 is hydrogen
  • R 4 is methyl
  • x, y and z are each 1
  • X is chloride or methyl sulfate
  • R - CO is an acyl radical with 16 to 18 carbon atoms
  • R2 and R3 are hydrogen
  • R 4 is methyl
  • x, y and z are numbers from 2 to 30
  • X is chloride or methyl sulfate
  • Quaternized fatty acid triethanolamine ester salts reduce the electrostatic charge on fibers and reduce the friction between the filaments. They have revitalizing properties, are temperature-stable and easily biodegradable.
  • Another object of the invention therefore relates to the use of the quaternized fatty acid triethanolamine ester salts for the production of spin finishes and finishing agents for synthetic fibers, in particular acrylic and polyester fibers.
  • the spin finishes or finishing agents are applied in the form of aqueous dispersions to the synthetic fibers immediately after they emerge from the spinneret.
  • the agents which have a temperature between 18 and 60 ° C, z. B. applied by application rollers or dosing pumps via suitable applicators.
  • the agents are preferably used in the form of their aqueous dispersions, which have a solids content of 3 to 40, preferably 5 to 30,% by weight and, in addition to the quaternized fatty acid triethanolamine ester salts, also other customary ingredients, such as, for example, synthetic ester oils , Sorbitan esters, silicones, polyethers, phosphoric acid esters, fatty acid alkanolamines, ethoxylated fatty acids and block polymers of ethylene and propylene oxide ("Pluronic types”) and the like.
  • the proportion of quaternized fatty acid triethanolamine ester salts in the compositions can be 1 to 100, preferably 30 to 70% by weight, based on the solids content.
  • the application amount of the spin finishes or finishing agents in the form of their aqueous dispersions is in the range customary for the fiber industry between 0.1 and 30, preferably 1 to 20% by weight, based on the weight of the fibers.
  • Base tallow acid unhardened
  • Base coconut fatty acid unhardened
  • Base tallow acid hardened
  • Base tallow acid 50% hardened
  • Dye bleeding (dye: cationic black) visual assessment:

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Materials Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Described are quaternary fatty-acid triethanolamine ester salts of formula (I) in which R1CO is an acyl group with 6 to 22 carbon atoms; R?2 and R3¿, independently of each other, are hydrogen or R1CO; R4 is an alkyl group with 2 to 10 carbon atoms; x, y, and z are 1 or a number from 2 to 30 and X is a halide ion or an alkyl sulphate. Such salts are suitable for use in the preparation of adjuvants for synthetic fibres.

Description

Faserhilfsmittel Fiber auxiliaries
Gebiet der ErfindungField of the Invention
Die Erfindung betrifft Hilfsmittel für synthetische Fasern, die einen Gehalt an quaternierten Fettsäure-triethanolamin- ester-Salzen aufweisen sowie die Verwendung dieser Salze zur Herstellung der genannten Mittel.The invention relates to auxiliaries for synthetic fibers which contain quaternized fatty acid triethanolamine ester salts and to the use of these salts for the preparation of the agents mentioned.
Stand der TechnikState of the art
Synthetische Fasern werden nach dem Filamentbildungsprozeß mit Präparationsmitteln versehen, die für ihre Weiterverar¬ beitung unentbehrlich sind. Diese sogenannten "Spinnpräpara¬ tionen" setzen die elektrostatische Aufladung sowohl zwischen den Filamenten untereinander, als auch zwischen den Fila en- ten und den Führungselementen der Spinnmaschinen herab [Ull- manns Encyclopaedie der technischen Chemie, Bd. 23, S.7-9, Verlag Chemie, Weinheim, 1983)].After the filament formation process, synthetic fibers are provided with preparation agents which are indispensable for their further processing. These so-called "spinning preparations" reduce the electrostatic charge both between the filaments among one another and between the filaments and the guide elements of the spinning machines [Ullmanns Encyclopaedie der Technische Chemie, Vol. 23, pp. 7-9, Verlag Chemie, Weinheim, 1983)].
Neben der Glätte und dem Fadenschluß werden von den Faserher¬ stellern in der Regel noch weitere Anforderungen an Spinnprä¬ parationen gestellt, von denen die Verminderung der Reibung, die Avivage der Faserfilamente sowie die Verträglichkeit mit Farbstoffen die wichtigsten sind. Neben den genannten Anfor¬ derungen müssen Spinnpräparationen temperaturbeständig und nicht korrosiv, von der Faser leicht zu entfernen und physio¬ logisch unbedenklich sein. Üblicherweise werden für diesen Zweck kationische Tenside, insbesondere vom Typ der quater- nierten Fettamine eingesetzt. Diese zeigen jedoch den Nach¬ teil einer nicht in allen Fällen zufriedenstellenden biolo¬ gischen Abbaubarkeit.In addition to the smoothness and the thread closure, the fiber manufacturers generally place further requirements on spin finishes, of which the reduction in friction, the softening of the fiber filaments and the compatibility with Dyes are the main ones. In addition to the requirements mentioned, spin finishes must be temperature-resistant and non-corrosive, easy to remove from the fiber and physiologically harmless. Cationic surfactants, in particular of the quaternized fatty amine type, are usually used for this purpose. However, these show the disadvantage of a biodegradability which is not satisfactory in all cases.
Die Aufgabe der Erfindung bestand nun darin, neue Hilfsmittel für die Herstellung von synthetischen Fasern zur Verfügung zu stellen, die über eine verbesserte biologische Abbaubarkeit verfügen.The object of the invention was to provide new auxiliaries for the production of synthetic fibers which have improved biodegradability.
Beschreibung der Erf ndungDescription of the invention
Gegenstand der Erfindung sind Faserhilfsmittel, die als Wirk¬ komponente quatemierte Fettsäure-triethanolaminester-Salze der Formel (I) enthalten,The invention relates to fiber auxiliaries which contain quaternized fatty acid triethanolamine ester salts of the formula (I) as active component,
R*R *
ΓΓ
[RlCO-(θra2CH2)x-N-(CH2CH2θ)yR2] X" (X) [ RlCO- (θra 2 CH 2 ) x -N- (CH2CH2 θ ) yR2 ] X " ( X )
I I
in der R---CO für einen Acylrest mit 6 bis 22 Kohlenstoffato¬ men, R- und R~ unabhängig voneinander für Wasserstoff oder R---CO, R^ für einen Alkylrest mit 1 bis 10 Kohlenstoffatomen, x, y und z für 1 oder Zahlen von 2 bis 30 und X für ein Ha- logenid oder Alkylsulfat steht.in which R --- CO is an acyl radical having 6 to 22 carbon atoms, R and R 2 independently of one another are hydrogen or R --- CO, R 1 is an alkyl radical having 1 to 10 carbon atoms, x, y and z are 1 or numbers from 2 to 30 and X is a halide or alkyl sulfate.
Überraschenderweise wurde gefunden, daß die erfindungsgemäßen Salze die elektrostatische Aufladung von synthetischen Fasern herabsetzen. Sie besitzen ferner gegenüber Fasern avivierende Eigenschaften, sind hochtemperaturstabil, biologisch leicht abbaubar und physiologisch unbedenklich.It has surprisingly been found that the salts according to the invention reduce the electrostatic charge on synthetic fibers. They also have fiber-enhancing properties, are stable at high temperatures, readily biodegradable and physiologically harmless.
Herstellung der AusgangsstoffeProduction of raw materials
Bei den quaternierten Fettεäure-triethanolaminester-Salzen handelt es sich um bekannte Stoffe, die nach den einschlägi¬ gen Verfahren der präparativen organischen Chemie erhalten werden können. Ein Verfahren zu ihrer Herstellung, wie es in der Internationalen Patentanmeldung WO 91/1295 (Henkel) be¬ schrieben wird, besteht darin, Fettsäuren in Gegenwart von unterphosphoriger Säure mit Triethanolamin zu verestern und das technische Fettsäureestergemisch, das Mono-, Di- und Tri- ester enthält, anschließend mit Methylchlorid oder Di ethyl- sulfat zu quaternieren.The quaternized fatty acid triethanolamine ester salts are known substances which can be obtained by the relevant methods of preparative organic chemistry. A process for their preparation, as described in international patent application WO 91/1295 (Henkel), consists in esterifying fatty acids with triethanolamine in the presence of hypophosphorous acid and the technical fatty acid ester mixture, the mono-, di- and tri - contains ester, then quaternize with methyl chloride or diethyl sulfate.
Die entsprechenden polyglycolethergruppenhaltigen, d. h. eth- oxylierten quarternierten Fettsäure-triethanolaminester-Salze sind Gegenstand einer bisher unveröffentlichten Anmeldung der Anmelderin. Zu ihrer Herstellung kann man von ethoxyliertem Triethanolamin ausgehen, welches dann in wiederum bekannter Weise verestert und quaterniert wird. Üblicherweise setzt man in diesem Fall Anlagerungsprodukte von durchschnittlich 2 bis 30, vorzugsweise 2 bis 10 Mol Ethylenoxid an Triethanolamin in die Veresterung ein.The corresponding polyglycol ether group-containing, ie ethoxylated, quaternized fatty acid triethanolamine ester salts are the subject of a previously unpublished application by the applicant. For their preparation, one can start from ethoxylated triethanolamine, which in turn is esterified and quaternized in a known manner. In this case, you usually add an average of 2 to 30, preferably 2 to 10 moles of ethylene oxide of triethanolamine in the esterification.
In einer bevorzugten Ausführungsform der Erfindung werden für die Herstellung der Antistatikmittel quatemierte Fettsäure- triethanolaminester-Salze verwendet, zu deren Herstellung Fettsäure und Triethanolamin bzw. Triethanolaminethoxylat im molaren Verhältnis von 1,2 : 1 bis 2,1 : 1, vorzugsweise 1,64 : 1 bis 1,92 : 1 eingesetzt worden sind.In a preferred embodiment of the invention, quaternized fatty acid triethanolamine ester salts are used for the preparation of the antistatic agents, fatty acid and triethanolamine or triethanolamine ethoxylate in a molar ratio of 1.2: 1 to 2.1: 1, preferably 1.64: 1 to 1.92: 1 have been used.
FaserhilfsmittelFiber auxiliaries
Faserhilfsmittel mit besonders vorteilhaften anwendungstech¬ nischen Eigenschaften werden erhalten, wenn man quatemierte Fettsäure-triethanola inester-Salze nach Formel (I) einsetzt, in derFiber auxiliaries with particularly advantageous technical properties are obtained if quaternized fatty acid triethanola ester salts of the formula (I) are used in which
a) R^O für einen Acylrest mit 16 bis 18 Kohlenstoffatomen, R2 und R3 für Wasserstoff, R4 für Methyl, x, y und z jeweils für 1 und X für Chlorid oder Methylsulfat steht;a) R ^ O is an acyl radical having 16 to 18 carbon atoms, R2 and R3 is hydrogen, R 4 is methyl, x, y and z are each 1 and X is chloride or methyl sulfate;
b) R--CO für einen Acylrest mit 16 bis 18 Kohlenstoffatomen, R2 und R3 für Wasserstoff, R4 für Methyl, x, y und z für Zahlen von 2 bis 30 und X für Chlorid oder Methylsulfat steht;b) R - CO is an acyl radical with 16 to 18 carbon atoms, R2 and R3 are hydrogen, R 4 is methyl, x, y and z are numbers from 2 to 30 and X is chloride or methyl sulfate;
c) R****CO für einen Acylrest mit 16 bis 18 Kohlenstoffatomen, R2 für R-^CO, R3 für Wasserstoff, R4 für Methyl, x, y und z jeweils für 1 und X für Chlorid oder Methylsulfat steht und/oder d) R^CO für einen Acylrest mit 16 bis 18 Kohlenstoffatomen, R2 für R^CO, R^ für Wasserstoff, R4 für Methyl, x, y und z für Zahlen von 2 bis 30 und X für Chlorid oder Methyl¬ sulfat steht.c) R **** CO for an acyl radical with 16 to 18 carbon atoms, R 2 for R- ^ CO, R3 for hydrogen, R 4 for methyl, x, y and z each represents 1 and X for chloride or methyl sulfate and /or d) R ^ CO for an acyl radical with 16 to 18 carbon atoms, R 2 for R ^ CO, R ^ for hydrogen, R 4 for methyl, x, y and z for numbers from 2 to 30 and X for chloride or methyl sulfate stands.
Gewerbliche AnwendbarkeitIndustrial applicability
Quatemierte Fettsäure-triethanolaminester-Salze vermindern die elektrostatische Aufladung bei Fasern und setzen die Rei¬ bung zwischen den Filamenten herab. Sie besitzen avivierende Eigenschaften, sind temperaturstabil und biologisch leicht abbaubar.Quaternized fatty acid triethanolamine ester salts reduce the electrostatic charge on fibers and reduce the friction between the filaments. They have revitalizing properties, are temperature-stable and easily biodegradable.
Ein weiterer Gegenstand der Erfindung betrifft daher die Ver¬ wendung der quaternierten Fettsäure-triethanolaminester-Salze zur Herstellung von Spinnpräparationen und Avivage ittel für synthetische Fasern, insbesondere Acryl- und Polyesterfasern.Another object of the invention therefore relates to the use of the quaternized fatty acid triethanolamine ester salts for the production of spin finishes and finishing agents for synthetic fibers, in particular acrylic and polyester fibers.
Wie in der Textilindustrie üblich, werden die Spinnpräpara¬ tionen bzw. Avivagemittel in Form wäßriger Dispersionen auf die synthetischen Fasern unmittelbar nach Austritt aus der Spinndüse appliziert. Die Mittel, die eine Temperatur zwi¬ schen 18 und 60°C haben, werden z. B. von Auftragwalzen oder Dosierpumpen über geeignete Applikatoren aufgebracht. Bevor¬ zugt werden die Mittel in Form ihrer wäßrigen Dispersionen eingesetzt, die einen Feststoffgehalt von 3 bis 40, vorzugs¬ weise 5 bis 30 Gew.-% aufweisen und neben den quaternierten Fettsäure-triethanolaminester-Salzen noch weitere übliche Inhaltsstoffe, wie beispielsweise synthetische Esteröle, Sorbitanester, Silicone, Polyether, Phosphorsäureester, Fett- säurealkanolamine, ethoxylierte Fettsäuren sowie Blockpolyme¬ re des Ethylen- und Propylenoxids ( "Pluronic-Typen" ) und der¬ gleichen aufweisen können. Der Anteil der quaternierten Fett- säure-triethanolaminester-Salze an den Mitteln kann dabei 1 bis 100, vorzugsweise 30 bis 70 Gew.-% - bezogen auf den Feststoffgehalt - betragen.As is common in the textile industry, the spin finishes or finishing agents are applied in the form of aqueous dispersions to the synthetic fibers immediately after they emerge from the spinneret. The agents, which have a temperature between 18 and 60 ° C, z. B. applied by application rollers or dosing pumps via suitable applicators. The agents are preferably used in the form of their aqueous dispersions, which have a solids content of 3 to 40, preferably 5 to 30,% by weight and, in addition to the quaternized fatty acid triethanolamine ester salts, also other customary ingredients, such as, for example, synthetic ester oils , Sorbitan esters, silicones, polyethers, phosphoric acid esters, fatty acid alkanolamines, ethoxylated fatty acids and block polymers of ethylene and propylene oxide ("Pluronic types") and the like. The proportion of quaternized fatty acid triethanolamine ester salts in the compositions can be 1 to 100, preferably 30 to 70% by weight, based on the solids content.
Die Auftragmenge der Spinnpräparationen bzw. Avivagemittel in Form ihrer wäßrigen Dispersionen liegt in dem für die Faser¬ industrie üblichen Bereich zwischen 0,1 und 30, vorzugsweise 1 bis 20 Gew.-% - bezogen auf das Gewicht der Fasern.The application amount of the spin finishes or finishing agents in the form of their aqueous dispersions is in the range customary for the fiber industry between 0.1 and 30, preferably 1 to 20% by weight, based on the weight of the fibers.
Die folgenden Beispiele sollen den Gegenstand der Erfindung näher erläutern, ohne ihn darauf einzuschränken. The following examples are intended to explain the subject matter of the invention in more detail without restricting it.
BeispieleExamples
Auf Polyesterfilamente wurde eine 15 gew.-%ige Spinnfaser¬ präparation eines Esterquats der Formel (I) gemäß Tab.l in Wasser aufgetragen (ölauflage 0,35 Gew.-%).A 15% by weight spin fiber preparation of an ester quat of the formula (I) according to Table 1 was applied to polyester filaments in water (oil coating 0.35% by weight).
R* l+ R * l +
[RlC0-(0CH2CH2)x-N-(CH2CH20)yR2] X" (I)[RlC0- (0CH 2 CH2) x -N- (CH2CH20) yR2] X "(I)
I I
Tab.1; EsterquatsTab. 1; Esterquats
Legende; a) Basis Taigfettsäure, ungehärtet b) Basis Kokosfettsäure, ungehärtet c) Basis Taigfettsäure, gehärtet d) Basis Taigfettsäure, 50 % gehärtetLegend; a) Base tallow acid, unhardened b) Base coconut fatty acid, unhardened c) Base tallow acid, hardened d) Base tallow acid, 50% hardened
Im Fall der Esterquats gemäß Bsp.l, 2 und 3 betrug das Fett¬ säure : Triethanolaminverhältnis 1,9 : 1, im Fall Bsp.3 1,4 : 1 und im Fall Bsp.5 1,2 : 1. Folgende Parameter wurden bestimmt;In the case of the esterquats according to Examples 1, 2 and 3, the fatty acid: triethanolamine ratio was 1.9: 1, in the case of Example 3 1.4: 1 and in the case of Example 5 1.2: 1. The following parameters were determined;
dynamische Reibungskoeffizienten gegen Faden bei einer . Geschwindigkeit von 8 mm/min, gemessen am Rothschild F- Meter (Klima 20°C, 65 % relative Feuchte);dynamic coefficient of friction against thread in a. Speed of 8 mm / min, measured on the Rothschild F meter (climate 20 ° C, 65% relative humidity);
dynamische Reibungskoeffizienten gegen Metall bei einer Geschwindigkeit von 20 bzw. 100 m/min, gemessen am Rothschild F-Meter (Klima 20°C, 65 % relative Feuchte).dynamic coefficients of friction against metal at a speed of 20 or 100 m / min, measured on the Rothschild F-Meter (climate 20 ° C, 65% relative humidity).
elektrostatische Aufladung an Metall bei einer Ge¬ schwindigkeit von 100 m/min, 2 min, T = 20°C, gemessen am Statikvoltmeter Rothschild (Klima 20°C, 65 % rel. Feuchte) .electrostatic charging on metal at a speed of 100 m / min, 2 min, T = 20 ° C, measured on the static voltmeter Rothschild (climate 20 ° C, 65% relative humidity).
elektrostatische Aufladung an Metall bei einer Ge¬ schwindigkeit von 100 m/min, 2 min, T = 150°C, gemessen am Statikvoltmeter Rothschild (Klima 20°C, 65 % rel. Feuchte) .electrostatic charging on metal at a speed of 100 m / min, 2 min, T = 150 ° C, measured on the static voltmeter Rothschild (climate 20 ° C, 65% relative humidity).
Farbstoffausblutung (Farbstoff: Kationisch Schwarz) visuelle Beurteilung:Dye bleeding (dye: cationic black) visual assessment:
I = kein AusblutenI = no bleeding
II = geringes AusblutenII = little bleeding
III = starkes AusblutenIII = heavy bleeding
IV = sehr starkes AusblutenIV = very heavy bleeding
ie Anwendungsbeispiele sind in Tab.2 zusammengefaßt. Tab.2: AnwendungsbeispieleThe application examples are summarized in Tab. 2. Tab. 2: Application examples
Legende: dRK dynamischer ReibungskoeffizientLegend: DRC dynamic coefficient of friction
Fl dRK gegen Faden (Geschwindigkeit 8 m/min)Fl dRK against thread (speed 8 m / min)
F2 dRK gegen Metall (Geschwindigkeit 20 m/min)F2 dRK against metal (speed 20 m / min)
F3 dRK gegen Metall (Geschwindigkeit 100 m/min)F3 dRK against metal (speed 100 m / min)
EA1 Elektrostatische Aufladung ( 20°C)EA1 electrostatic charge (20 ° C)
EA2 Elektrostatische Aufladung (150°C)EA2 electrostatic charge (150 ° C)
FA Farbstoffausblutung FA dye bleeding

Claims

Patentansprüche Claims
1. Faserhilfsmittel, enthaltend quatemierte Fettsäure- triethanolaminester-Salze der Formel (I),1. fiber auxiliaries containing quaternized fatty acid triethanolamine ester salts of the formula (I),
R4 l+ [RlCO-(OCH2CH2)x-N-(CH2CH2θ)yR2] X~ (I)R4 l + [RlCO- (OCH 2 CH2) x -N- (CH2CH2θ) yR2] X ~ (I)
I I
in der R co für einen Acylrest mit 6 bis 22 Kohlen¬ stoffatomen, R2 und R unabhängig voneinander für Was¬ serstoff oder Rico, R4 für einen Alkylrest mit 1 bis 10 Kohlenstoffatomen, x, y und z für 1 oder Zahlen von 2 bis 30 und X für ein Halogenid oder Alkylsulfat steht.in the R co for an acyl radical with 6 to 22 carbon atoms, R 2 and R independently of one another for hydrogen or Rico, R 4 for an alkyl radical with 1 to 10 carbon atoms, x, y and z for 1 or numbers of 2 to 30 and X represents a halide or alkyl sulfate.
2. Faserhilfsmittel nach Anspruch 1, dadurch gekennzeich¬ net, daß R CO für einen Acylrest mit 16 bis 18 Kohlen¬ stoffatomen, R2 und R für Wasserstoff, R4 für Methyl, x, y und z jeweils für 1 und X für Chlorid oder Methyl¬ sulfat steht.2. Fiber auxiliary according to claim 1, characterized gekennzeich¬ net that R CO for an acyl radical with 16 to 18 carbon atoms, R 2 and R for hydrogen, R 4 for methyl, x, y and z each for 1 and X for chloride or methyl sulfate.
3. Faserhilfsmittel nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, daß R CO für einen Acylrest mit 16 bis 18 Kohlenstoffatomen, R2 und R für Wasserstoff, R4 für Methyl, x, y und z für Zahlen von 2 bis 30 und X für Chlorid oder Methylsulfat steht. 3. Fiber auxiliaries according to claims 1 and 2, characterized in that R CO for an acyl radical with 16 to 18 carbon atoms, R 2 and R for hydrogen, R 4 for methyl, x, y and z for numbers from 2 to 30 and X. stands for chloride or methyl sulfate.
4. Faserhilfsmittel nach den Ansprüchen 1 bis 3, dadurch gekennzeichnet, daß R****CO für einen Acylrest mit 16 bis 18 Kohlenstoffatomen, R2 für R!CO, R3 für Wasserstoff, R4 für Methyl, x, y und z jeweils für 1 und X für Chlo¬ rid oder Methylsulfat steht.4. Fiber auxiliaries according to claims 1 to 3, characterized in that R **** CO for an acyl radical with 16 to 18 carbon atoms, R 2 for R! CO, R 3 for hydrogen, R 4 for methyl, x, y and z stands for 1 and X for chloride or methyl sulfate.
5. Faserhilfsmittel nach den Ansprüchen 1 bis 4, dadurch gekennzeichnet, daß R co für einen Acylrest mit 16 bis 18 Kohlenstoffatomen, R2 für R co, R3 für Wasserstoff, R4 für Methyl, x, y und z für Zahlen von 2 bis 30 und X für Chlorid oder Methylsulfat steht.5. Fiber auxiliaries according to claims 1 to 4, characterized in that R co for an acyl radical having 16 to 18 carbon atoms, R 2 for R co, R 3 for hydrogen, R 4 for methyl, x, y and z for numbers of 2 to 30 and X represents chloride or methyl sulfate.
6. Verwendung von quaternierten Fettsäure-triethanolamin- ester-Salzen nach den Ansprüchen 1 bis 5 für die Her¬ stellung von Spinnpräparationen für synthetische Fasern.6. Use of quaternized fatty acid triethanolamine ester salts according to claims 1 to 5 for the manufacture of spinning preparations for synthetic fibers.
7. Verwendung von quaternierten Fettsäure-triethanolamin- ester-Salzen nach den Ansprüchen 1 bis 5 für die Her¬ stellung von Avivagemitteln für synthetische Fasern. 7. Use of quaternized fatty acid triethanolamine ester salts according to claims 1 to 5 for the manufacture of finishing agents for synthetic fibers.
EP94903762A 1992-12-22 1993-12-13 Fibre adjuvants Withdrawn EP0675979A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4243550 1992-12-22
DE19924243550 DE4243550C1 (en) 1992-12-22 1992-12-22 Fiber auxiliaries and their use
PCT/EP1993/003518 WO1994015011A1 (en) 1992-12-22 1993-12-13 Fibre adjuvants

Publications (1)

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EP0675979A1 true EP0675979A1 (en) 1995-10-11

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EP94903762A Withdrawn EP0675979A1 (en) 1992-12-22 1993-12-13 Fibre adjuvants

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EP (1) EP0675979A1 (en)
DE (1) DE4243550C1 (en)
WO (1) WO1994015011A1 (en)

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Publication number Priority date Publication date Assignee Title
DE19714044C1 (en) * 1997-04-05 1998-04-16 Henkel Kgaa Hydrophilic textile conditioners containing no polyolefin waxes
DE19829788A1 (en) * 1998-07-03 2000-01-05 Henkel Kgaa Use of ester quats as antistatic agents
DE19903715C2 (en) * 1999-01-30 2002-12-05 Cognis Deutschland Gmbh Use of fatty acid alkanolamine esters as internal antistatic agents for thermoplastics
DE10054020B4 (en) * 2000-11-01 2007-04-26 Cognis Ip Management Gmbh Use of mixtures as textile treatment agents

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DE1469399A1 (en) * 1965-07-01 1968-12-12 Henkel & Cie Gmbh Softeners for textiles
DE1619058A1 (en) * 1967-12-01 1971-01-28 Hoechst Ag Preparations for treating textiles
DE1935499A1 (en) * 1969-07-12 1971-01-14 Basf Ag Softeners
DE2525610C2 (en) * 1975-06-09 1985-04-11 Henkel KGaA, 4000 Düsseldorf Cationic softeners with improved cold water solubility
DE69121887T2 (en) * 1991-07-29 1997-04-03 Kao Corp Process for the preparation of quaternary compounds
DE4135115A1 (en) * 1991-10-24 1993-04-29 Trigon Chemie Gmbh New cationic quat. ammonium chloride surfactants - used as brighteners, conditioners and disinfectants, e.g. for textiles
DE4203489A1 (en) * 1992-02-07 1993-08-12 Henkel Kgaa METHOD FOR PRODUCING LOW-VISCUS AQUEOUS ESTERQUAT CONCENTRATES

Non-Patent Citations (1)

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Title
See references of WO9415011A1 *

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DE4243550C1 (en) 1994-06-01
WO1994015011A1 (en) 1994-07-07

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