EP0675941B1 - Aqueous textile softener dispersions - Google Patents
Aqueous textile softener dispersions Download PDFInfo
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- EP0675941B1 EP0675941B1 EP94903767A EP94903767A EP0675941B1 EP 0675941 B1 EP0675941 B1 EP 0675941B1 EP 94903767 A EP94903767 A EP 94903767A EP 94903767 A EP94903767 A EP 94903767A EP 0675941 B1 EP0675941 B1 EP 0675941B1
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- Prior art keywords
- dispersions
- compounds
- quaternary ammonium
- ammonium compounds
- fatty
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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
- D06M13/322—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
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
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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
- D06M2200/50—Modified hand or grip properties; Softening compositions
Definitions
- the present invention relates to aqueous fabric softener dispersions which, despite their particularly high content of fabric softening active ingredients, have a low viscosity which does not increase, or increases only insignificantly, even after prolonged storage.
- Aqueous textile softener dispersions tend to thicken when stored, especially at temperatures below or above room temperature. This behavior is particularly pronounced in textile softener dispersions with a high active ingredient content.
- the commercial fabric softener concentrates contain approximately 15 to 25% by weight of active ingredient.
- a low initial viscosity is generally set using different electrolytes. If the active substance content is even higher, an appreciable increase in viscosity is observed even in the presence of electrolyte during storage, which either takes place immediately after production, in particular after a shear stress caused by stirring or pumping, or during storage.
- the object of the present invention is therefore to provide aqueous textile plasticizer dispersions with a high active ingredient content, the viscosity of which is low and which does not increase, or does not increase significantly, even after storage.
- the active ingredient of the dispersions according to the invention should be easily and completely biodegradable; the products should also be easy to dilute with cold water, and the textiles treated with them should have good softness and good rewetting properties after drying.
- Another object of the present invention is to provide textile softener dispersions, the proportion of non-textile softening components is as low as possible.
- the present invention relates to concentrated textile plasticizer dispersions containing quaternary ammonium compounds derived from triethanolamine and containing one, two or three fatty acyloxyethyl groups, which are characterized in that the proportion of compounds having two fatty acyloxyethyl groups is greater than 50 mol. %, based on the total amount of quaternary ammonium compounds.
- the quaternary ammonium compounds mentioned are readily biodegradable because of the ester groups contained therein in the long residues and have therefore recently gained interest.
- the compounds mentioned include, for example, the compounds known from DE-A-16 19 058, DE-A-19 35 499 or US 3,915,867 with one, two or three fatty acyloxyethyl radicals on the nitrogen atom. These compounds can easily be prepared, for example, by esterification of triethanolamines with fatty acid or by transesterification of fatty acid esters with triethanolamine and subsequent quaternization. Corresponding processes for the production on an industrial scale have also been known for a long time; Compounds made by these methods are commercially available compounds. Depending on the stoichiometric ratio of fatty acids or fatty acid esters and triethanolamine, the reaction products contain different amounts of compounds with one, two or three fatty acyloxyalkyl groups.
- Quaternary ammonium compounds suitable according to the invention contain a proportion of compounds with two acyloxyethyl groups of more than 50 mol%, based on the total amount of quaternary ammonium compounds. This is all the more surprising since, according to the teaching of EP-A-498 050 emulsions, the more than 15% by weight of fatty acid esters of N-methyl-N, N, N-trihydroxyethyl-ammonium-methyl sulfate contain, have a viscosity of less than 100 mPas at 25 ° C if the quaternary ammonium compounds contain an average of 1.1 to 1.7 fatty acid residues.
- the content of quaternary ammonium compounds with one and with three acyloxyethyl groups in the molecule is of a certain importance in terms of application technology: it has been found in corresponding studies that it is advantageous for the stability of the dispersions if the content of quaternaries Ammonium compounds with only one acyloxyethyl group is not higher than 40 mol% and the content of quaternary ammonium compounds with three acyloxyethyl groups is not higher than 10 mol%, based on the total amount of quaternary ammonium compounds.
- a particularly preferred embodiment of the invention therefore results in a concentrated textile plasticizer dispersion containing quaternary ammonium compounds of the formula I.
- R 1 CO is a fatty acyl group with 12-22 C atoms
- R 4 is an alkyl group with 1-4 C atoms or a hydroxyalkyl group with 2-4 C atoms
- a (-) is a halide or methoxysulfate anion, and which contain no more than 40 mol% of compounds in which R 2 and R 3 are hydrogen and which contain no more than 10 mol% of compounds in which R 2 and R 3 is an R 1 CO group and which contain more than 50 mol% of compounds, in which R 2 is hydrogen and R 3 is an R 1 CO group.
- Preferred fatty acyl groups R 1 CO are unsaturated fatty acyl groups such as the oleoyl group or also mixtures which are derived from unsaturated technical fatty acid mixtures with a high proportion of oleoyl groups, for example soybean oil fatty acid, tallow fatty acid or palm oil fatty acid.
- the effect described on which the present invention is based can be used particularly in the case of textile plasticizer dispersions with a high content of quaternary ammonium compounds.
- Another object of the present invention are therefore concentrated fabric softener dispersions, which are characterized in that the dispersions contain more than 15% by weight of quaternary ammonium compounds, which in turn are mixtures of quaternary ammonium compounds with one, two or three fatty acyloxyalkyl groups, the The proportion of compounds with two fatty acyloxyethyl groups is greater than 50 mol%, based on the total amount of quaternary ammonium compounds.
- Concentrated textile plasticizer dispersions of the type described above with a viscosity of less than 1,000 mPas at 20 ° C. are particularly preferred. It is particularly advantageous that textile softener dispersions according to the invention even have a viscosity of less than 500 mPas at 20 ° C. These are therefore a further subject of the present invention.
- the textile softener dispersions according to the invention may additionally contain other constituents customary in textile softener dispersions. However, they are not necessary to achieve the effect according to the invention, but at best serve to complete the most complete possible property profile of the dispersions, so that they are easily accepted by the consumer.
- Suitable auxiliaries and additives which are usually present in textile plasticizer dispersions are, for example, electrolytes, nonionic dispersants, in particular fatty alcohols or polyols, to which ethylene oxide and / or propylene oxide are attached.
- Fatty amine ethoxylates like sorbitan esters and sorbitan ester derivatives, can also be used as dispersants.
- Electrolytes suitable for influencing the viscosity are inorganic or organic salts, such as, for example, magnesium chloride or sodium acetate.
- auxiliaries or additives are organic solvents; These include, in particular, lower alcohols, such as, for example, ethanol or isopropyl alcohol, but also glycols and polyglycols or else glycol ethers or glycol ether acetates. It is also possible to use fragrances or dyes or additives which impart gloss. To improve the durability of the textile plasticizer dispersions according to the invention, they can also contain suitable preservatives.
- the dispersions mentioned are distinguished by the fact that their initial viscosity does not increase or only increases insignificantly after production and after prolonged storage, above all after a previous shear stress, that they have a high active ingredient content, that they can easily be diluted in cold water, which is particularly noticeable when washing in automatic washing machines that they are easily biodegradable and completely biodegradable and that the textiles treated with them not only have a soft feel after drying, but also good rewettability, especially for textiles worn on the skin be of particular importance. Because the textile plasticizer dispersions according to the invention do not necessarily have to contain additional auxiliaries and additives, the requirement for the highest possible proportion of textile-softening compounds or for the smallest possible proportion of non-textile-softening constituents is also met.
- the viscosity is given in mPas at 20 ° C., measured with a Brookfield viscometer at 20 revolutions per minute. The viscosity was measured after a shear stress caused by pumping the dispersion immediately after production and 3 days later.
- Table 1 attempt Mol% content Viscosity mPas fresh 3 days 1 56 105 190 2nd 62 175 180 3rd 45 1000 2000 4th 38 8000 10,000 5 48 4500 8000 6 49 400 5400 7 47 225 1000 8th 46 275 4600
- the dispersions of experiments 1 and 2 according to the invention have a low viscosity, which increases only slightly after storage.
- the dispersions of experiments 3 to 8 not according to the invention have a higher viscosity even in the fresh state, which in addition rises to values of 1000 to 10,000 mPas within 3 days.
Abstract
Description
Die vorliegende Erfindung betrifft wäßrige Textilweichmacher-Dispersionen, die trotz ihres besonders hohen Gehaltes an textilweichmachenden Wirkstoffen eine geringe Viskosität aufweisen, die sich auch nach längerer Lagerzeit nicht oder nur unwesentlich erhöht.The present invention relates to aqueous fabric softener dispersions which, despite their particularly high content of fabric softening active ingredients, have a low viscosity which does not increase, or increases only insignificantly, even after prolonged storage.
Wäßrige Textilweichmacher-Dispersionen neigen bei Lagerung, insbesondere bei Temperaturen unterhalb oder oberhalb der Raumtemperatur, zur Verdikkung. Besonders ausgeprägt ist dieses Verhalten bei Textilweichmacher-Dispersionen mit einem hohen Wirkstoffgehalt. Die marktüblichen Textilweichmacher-Konzentrate enthalten circa 15 bis 25 Gew.-% Wirkstoff. Zur Herstellung lagerstabile Dispersionen wird in der Regel mit Hilfe unterschiedlicher Elektrolyte eine niedrige Ausgangsviskosität eingestellt. Bei einem noch höheren Wirkstoffgehalt beobachtet man aber auch in Gegenwart von Elektrolyt bei der Lagerung eine nennenswerte Viskositätserhöhung, die entweder unmittelbar nach der Herstellung, insbesondere nach einer durch Rühren oder Pumpen erfolgten Scherbelastung, oder aber im Laufe der Lagerung stattfindet.Aqueous textile softener dispersions tend to thicken when stored, especially at temperatures below or above room temperature. This behavior is particularly pronounced in textile softener dispersions with a high active ingredient content. The commercial fabric softener concentrates contain approximately 15 to 25% by weight of active ingredient. In order to produce storage-stable dispersions, a low initial viscosity is generally set using different electrolytes. If the active substance content is even higher, an appreciable increase in viscosity is observed even in the presence of electrolyte during storage, which either takes place immediately after production, in particular after a shear stress caused by stirring or pumping, or during storage.
Aufgabe der vorliegenden Erfindung ist daher die Bereitstellung wäßriger Textilweichmacher-Dispersionen mit einem hohen Wirkstoffgehalt, deren Viskosität niedrig ist und die auch nach Lagerung nicht oder nicht wesentlich ansteigt. Dabei soll der Wirkstoff der erfindungsgemäBen Dispersionen biologisch leicht und vollständig abbaubar sein; die Produkte sollen zudem auch mit kaltem Wasser leicht verdünnbar sein, die damit behandelten Textilien sollen nach dem Trocknen eine gute Weichheit und ein gutes Wiederbenetzungsvermögen aufweisen. Eine weitere Aufgabe der vorliegenden Erfindung besteht auch in der Bereitstellung von Textilweichmacher-Dispersionen, deren Anteil an nichttextilweichmachenden Bestandteilen möglichst gering ist.The object of the present invention is therefore to provide aqueous textile plasticizer dispersions with a high active ingredient content, the viscosity of which is low and which does not increase, or does not increase significantly, even after storage. The active ingredient of the dispersions according to the invention should be easily and completely biodegradable; the products should also be easy to dilute with cold water, and the textiles treated with them should have good softness and good rewetting properties after drying. Another object of the present invention is to provide textile softener dispersions, the proportion of non-textile softening components is as low as possible.
Gegentstand der vorliegenden Erfindung sind dementsprechend konzentrierte Textilweichmacher-Dispersionen mit einem Gehalt an quartären Ammoniumverbindungen, die sich von Triethanolamin ableiten und eine, zwei oder drei Fettacyloxyethylgruppen enthalten, die dadurch gekennzeichnet sind, daß der Anteil an Verbindungen mit zwei Fettacyloxyethylgruppen größer ist als 50 Mol-%, bezogen auf die Gesamtmenge an quartären Ammoniumverbindungen.Accordingly, the present invention relates to concentrated textile plasticizer dispersions containing quaternary ammonium compounds derived from triethanolamine and containing one, two or three fatty acyloxyethyl groups, which are characterized in that the proportion of compounds having two fatty acyloxyethyl groups is greater than 50 mol. %, based on the total amount of quaternary ammonium compounds.
Die genannten quartären Ammoniumverbindungen sind wegen der darin in den langen Resten enthaltenen Estergruppen biologisch leicht abbaubar und haben deswegen in letzter Zeit an Interesse gewonnen. Zu den genannten Verbindungen zählen beispielsweise die aus der DE-A-16 19 058, der DE-A-19 35 499 oder der US 3,915,867 bekannten Verbindungen mit ein, zwei oder drei Fettacyloxyethylresten am Stickstoffatom. Man kann diese Verbindungen beispielsweise leicht durch Veresterung von Triethanolaminen mit Fettsäure oder durch Umesterung von Fettsäureestern mit Triethanolamin und anschließender Quarternierung herstellen. Entsprechende Verfahren zur Herstellung in großtechnischem Maßstab sind ebenfalls seit langem bekannt; nach diesen Verfahren hergestellte Verbindungen sind handelsübliche Verbindungen. Je nach dem stöchiometrischen Verhältnis von Fettsäuren oder Fettsäureestern und Triethanolamin enthalten die Reaktionsprodukte unterschiedliche Mengen an Verbindungen mit einem, zwei oder drei Fettacyloxyalkylgruppen.The quaternary ammonium compounds mentioned are readily biodegradable because of the ester groups contained therein in the long residues and have therefore recently gained interest. The compounds mentioned include, for example, the compounds known from DE-A-16 19 058, DE-A-19 35 499 or US 3,915,867 with one, two or three fatty acyloxyethyl radicals on the nitrogen atom. These compounds can easily be prepared, for example, by esterification of triethanolamines with fatty acid or by transesterification of fatty acid esters with triethanolamine and subsequent quaternization. Corresponding processes for the production on an industrial scale have also been known for a long time; Compounds made by these methods are commercially available compounds. Depending on the stoichiometric ratio of fatty acids or fatty acid esters and triethanolamine, the reaction products contain different amounts of compounds with one, two or three fatty acyloxyalkyl groups.
Wenngleich diese technischen Gemische mit unterschiedlicher Zusammensetzung als Textilweichmacher geeignet sind, ist es doch in hohem Maße überraschend, daß Gemische mit einem hohen Anteil an Verbindungen mit zwei Fettacyloxyethylgruppen zu Textilweichmacher-Dispersionen führen, die in frischem Zustand nach Scherbelastung eine niedrige Viskosiät haben, die sich auch nach Lagerung nicht oder nur unwesentlich erhöht.Although these technical mixtures with different compositions are suitable as fabric softeners, it is highly surprising that mixtures with a high proportion of compounds with two fatty acyloxyethyl groups lead to fabric softener dispersions which, when fresh, have a low viscosity after shear stress, which are not increased or only slightly increased even after storage.
Erfindungsgemäß geeignete quartäre Ammoniumverbindungen enthalten einen Anteil an Verbindungen mit zwei Acyloxyethylgruppen von mehr als 50 Mol-%, bezogen auf die Gesamtmenge an quartären Ammoniumverbindungen. Dies ist umso überraschender, als nach der Lehre der EP-A-498 050 Emulsionen, die mehr als 15 Gew.-% Fettsäureester des N-Methyl-N,N,N-trihydroxyethyl-ammonium-methylsulfat enthalten, bei 25 °C eine Viskosität von weniger als 100 mPas haben, wenn die quartären Ammoniumverbindungen im Mittel 1,1 bis 1,7 Fettsäureresten enthalten.Quaternary ammonium compounds suitable according to the invention contain a proportion of compounds with two acyloxyethyl groups of more than 50 mol%, based on the total amount of quaternary ammonium compounds. This is all the more surprising since, according to the teaching of EP-A-498 050 emulsions, the more than 15% by weight of fatty acid esters of N-methyl-N, N, N-trihydroxyethyl-ammonium-methyl sulfate contain, have a viscosity of less than 100 mPas at 25 ° C if the quaternary ammonium compounds contain an average of 1.1 to 1.7 fatty acid residues.
Überraschend ist auch die Beobachtung, daß der beobachtete Effekt unterhalb eines Anteils von 50 Mol-% an Verbindungen mit zwei Acyloxyalkylgruppen im Gemisch der quartären Ammoniumverbindungen praktisch nicht auftritt, während er bei einem Anteil von mehr als 50 Mol-% ausgesprochen deutlich ist.Also surprising is the observation that the observed effect practically does not occur below a proportion of 50 mol% of compounds with two acyloxyalkyl groups in the mixture of the quaternary ammonium compounds, while it is extremely pronounced at a proportion of more than 50 mol%.
Neben dem Gehalt an Diestern ist auch der Gehalt an quartären Ammoniumverbindungen mit einer und mit drei Acyloxyethylgruppen im Molekül von einer gewissen anwendungstechnischen Bedeutung: Es hat sich bei entsprechenden Untersuchungen herausgestellt, daß es für die Stabilität der Dispersionen von Vorteil ist, wenn der Gehalt an quartären Ammoniumverbindungen mit nur einer Acyloxyethylgruppe nicht höher als 40 Mol-% und der Gehalt an quartären Ammoniumverbindungen mit drei Acyloxyethylgruppen nicht höher als 10 Mol-%, bezogen auf die Gesamtmenge an quartären Ammoniumverbindungen, ist.In addition to the content of diesters, the content of quaternary ammonium compounds with one and with three acyloxyethyl groups in the molecule is of a certain importance in terms of application technology: it has been found in corresponding studies that it is advantageous for the stability of the dispersions if the content of quaternaries Ammonium compounds with only one acyloxyethyl group is not higher than 40 mol% and the content of quaternary ammonium compounds with three acyloxyethyl groups is not higher than 10 mol%, based on the total amount of quaternary ammonium compounds.
Als eine besonders bevorzugte Ausführungsform der Erfindung ergibt sich daher eine konzentrierte Textilweichmacher-Dispersion mit einem Gehalt an quartären Amnoniumverbindungen der Formel I
Der geschilderte der vorliegenden Erfindung zugrundeliegende Effekt läßt sich besonders bei Textilweichmacher-Dispersionen mit einem hohen Gehalt an quartären Ammoniumverbindungen nutzen. Ein weiterer Gegenstand der vorliegenden Erfindung sind daher konzentrierte Textilweichmacher-Dispersionen, die dadurch gekennzeichnet sind, daß die Dispersionen mehr als 15 Gew.-% an quartären Ammoniumverbindungen enthalten, die ihrerseits Gemische von quartären Ammoniumverbindungen mit einer, zwei oder drei Fettacyloxyalkylgruppen sind, wobei der Anteil an Verbindungen mit zwei Fettacyloxyethylgruppen größer ist als 50 Mol-%, bezogen auf die Gesamtmenge an quartären Ammoniumverbindungen.The effect described on which the present invention is based can be used particularly in the case of textile plasticizer dispersions with a high content of quaternary ammonium compounds. Another object of the present invention are therefore concentrated fabric softener dispersions, which are characterized in that the dispersions contain more than 15% by weight of quaternary ammonium compounds, which in turn are mixtures of quaternary ammonium compounds with one, two or three fatty acyloxyalkyl groups, the The proportion of compounds with two fatty acyloxyethyl groups is greater than 50 mol%, based on the total amount of quaternary ammonium compounds.
Mit besonderem Vorteil läßt sich dieser Effekt bei Dispersionen ausnutzen, die mehr als 30 Gew.-% an quartären Ammoniumverbindungen enthalten; diese sind daher ein weiterer Gegenstand der vorliegenden Erfindung.This effect can be used to particular advantage in the case of dispersions which contain more than 30% by weight of quaternary ammonium compounds; these are therefore a further subject of the present invention.
Besonders bevorzugt sind konzentrierte Textilweichmacher-Dispersionen der zuvor beschriebenen Art mit einer Viskosität von weniger als 1 000 mPas bei 20 °C. Dabei ist es von besonderem Vorteil, daß erfindungsgemäße Textilweichmacher-Dispersionen sogar eine Viskosität von weniger als 500 mPas bei 20 °C haben. Diese sind daher ein weiterer Gegenstand der vorliegenden Erfindung.Concentrated textile plasticizer dispersions of the type described above with a viscosity of less than 1,000 mPas at 20 ° C. are particularly preferred. It is particularly advantageous that textile softener dispersions according to the invention even have a viscosity of less than 500 mPas at 20 ° C. These are therefore a further subject of the present invention.
Die erfindungsgemäßen Textilweichmacher-Dispersionen können außer den bereits genannten textilweichmachenden Wirkstoffen, die in einem wäßrigen System dispergiert vorliegen, zusätzlich noch andere in Textilweichmacher-Dispersionen üblichen Bestandteile enthalten. Sie sind zur Erzielung des erfindungsgemäßen Effektes aber nicht erforderlich, sondern dienen allenfalls zur Vervollständigung eines möglichst abgerundeten Eigenschaftsbildes der Dispersionen, so daß sie vom Verbraucher leicht aktzeptiert werden. Geeignete, üblicherweise in Textilweichmacher-Dispersionen vorhandene Hilfs- und Zusatzstoffe sind beispielsweise Elektrolyte, nichtionische Dispergatoren, insbesondere Fettalkohole oder Polyole, an die Ethylenoxid und/oder Propylenoxid angelagert sind. Auch Fettamin-Ethoxylate können ebenso wie Sorbitanester und Sorbitanesterderivate als Dispergatoren Verwendung finden. Zur Beeinflussung der Viskosität geeignete Elektrolyte sind anorganische oder organische Salze, wie beispielsweise Magnesiumchlorid oder Natriumacetat.In addition to the textile softening agents already mentioned, which are dispersed in an aqueous system, the textile softener dispersions according to the invention may additionally contain other constituents customary in textile softener dispersions. However, they are not necessary to achieve the effect according to the invention, but at best serve to complete the most complete possible property profile of the dispersions, so that they are easily accepted by the consumer. Suitable auxiliaries and additives which are usually present in textile plasticizer dispersions are, for example, electrolytes, nonionic dispersants, in particular fatty alcohols or polyols, to which ethylene oxide and / or propylene oxide are attached. Fatty amine ethoxylates, like sorbitan esters and sorbitan ester derivatives, can also be used as dispersants. Electrolytes suitable for influencing the viscosity are inorganic or organic salts, such as, for example, magnesium chloride or sodium acetate.
Eine weitere fakultative Gruppe von geeigneten Hilfs- bzw. Zusatzstoffen sind organische Lösungsmittel; hierzu gehören insbesondere niedere Alkohole, wie beispielsweise Ethanol oder Isopropylalkohol, aber auch Glykole und Polyglykole oder auch Glykolether oder Glykoletheracetate. Ferner können Duftstoffe oder Farbstoffe oder auch Perglanz verleihende Zusatzstoffe eingesetzt werden; zur Verbesserung der Haltbarkeit der erfindungsgemäßen Textilweichmacher-Dispersionen können diese auch geeignete Konservierungsstoffe enthalten.Another optional group of suitable auxiliaries or additives are organic solvents; These include, in particular, lower alcohols, such as, for example, ethanol or isopropyl alcohol, but also glycols and polyglycols or else glycol ethers or glycol ether acetates. It is also possible to use fragrances or dyes or additives which impart gloss. To improve the durability of the textile plasticizer dispersions according to the invention, they can also contain suitable preservatives.
Die genannten Dispersionen zeichnen sich dadurch aus, daß deren Ausgangsviskosität nach der Herstellung und bei längerer Lagerung, vor allen Dingen nach einer vorhergehenden Scherbelastung nicht oder nur unwesentlich ansteigt, daß sie einen hohen Wirkstoffgehalt aufweisen, daß sie auch in kaltem Wasser leicht verdünnbar sind, was sich besonders beim Einspülen in automatischen Waschmaschinen positiv bemerkbar macht, daß sie biologisch leicht und vollständig abbaubar sind und daß die damit behandelten Textilien nach dem Trocknen nicht nur einen weichen Griff sondern auch eine gute Wiederbenetzbarkeit aufweisen, was insbesondere für Textilien, die auf der Haut getragen werden, von besonderer Bedeutung ist. Dadurch, daß die erfindungsgemäßen Textilweichmacher-Dispersionen nicht notwendigerweise zusätzliche Hilfs- und Zusatzstoffe enthalten müssen, ist auch die Forderung nach einem möglichst hohen Anteil an textilweichmachenden Verbindungen bzw. an einen möglichst geringen Anteil an nichttextilweichmachenden Bestandteilen erfüllt.The dispersions mentioned are distinguished by the fact that their initial viscosity does not increase or only increases insignificantly after production and after prolonged storage, above all after a previous shear stress, that they have a high active ingredient content, that they can easily be diluted in cold water, which is particularly noticeable when washing in automatic washing machines that they are easily biodegradable and completely biodegradable and that the textiles treated with them not only have a soft feel after drying, but also good rewettability, especially for textiles worn on the skin be of particular importance. Because the textile plasticizer dispersions according to the invention do not necessarily have to contain additional auxiliaries and additives, the requirement for the highest possible proportion of textile-softening compounds or for the smallest possible proportion of non-textile-softening constituents is also met.
Die folgenden Beispiele von Tabelle 1 zeigen die überraschend niedrige Viskosität konzentrierter Textilweichmacher-Dispersionen mit einem durch NMR-Spektroskopie ermittelten Gehalt an quartären Ammoniumverbindungen mit über 50 Mol-% an Verbindungen mit zwei Fettacyloxyethylgruppen im Molekül im Vergleich zu ansonsten gleich zusammengesetzten und hergestellten Dispersionen, deren quartäre Ammoniumverbindungen weniger als 50 Mol-% an Verbindungen mit zwei Fettacyloxyethylgruppen im Molekül enthalten. Alle Dispersionen enthalten 34 Gew.-% quartäre Ammoniumverbindungen mit einer, zwei und drei Fettacyloxyethylgruppen. Die Viskosität wird in mPas bei 20 °C, gemessen mit Brookfield-Viskosimeter bei 20 Umdrehungen pro Minute, angegeben. Gemessen wurde die Viskosität nach einer durch Pumpen der Dispersion erfolgten Scherbelastung unmittelbar nach der Herstellung und 3 Tage später.
Die Dispersionen der erfindungsgemäBen Versuche 1 und 2 haben in frischem Zustand eine geringe Viskosität, die auch nach Lagerung nur wenig ansteigt. Demgegenüber haben die Dispersionen der nichterfindungsgemäßen Versuche 3 bis 8 schon in frischem Zustand eine höhere Viskosität, die zudem noch innerhalb von 3 Tagen auf Werte von 1000 bis 10 000 mPas ansteigt.In the fresh state, the dispersions of experiments 1 and 2 according to the invention have a low viscosity, which increases only slightly after storage. In contrast, the dispersions of experiments 3 to 8 not according to the invention have a higher viscosity even in the fresh state, which in addition rises to values of 1000 to 10,000 mPas within 3 days.
Claims (6)
- Concentrated fabric softener dispersions containing quaternary ammonium compounds which are derived from triethanolamine and which contain one, two or three fatty acyloxyethyl groups, characterized in that the percentage content of compounds containing two fatty acyloxyethyl groups is greater than 50 mole-%, based on the total quantity of quaternary ammonium compounds.
- Concentrated fabric softener dispersions as claimed in claim 1, characterized in that the percentage content of compounds containing only one fatty acyloxyethyl group is no higher than 40 mole-% while the percentage content of compounds containing three acyloxyethyl groups is no higher than 10 mole-%, based on the total quantity of quaternary ammonium compounds.
- Concentrated fabric softener dispersions as claimed in claim 1 or 2, characterized in that the dispersions contain more than 15% by weight of quaternary ammonium compounds.
- Concentrated fabric softener dispersions as claimed in any of claims 1 to 3, characterized in that the dispersions contain more than 30% by weight of quaternary ammonium compounds.
- Concentrated fabric softener dispersions as claimed in any of claims 1 to 4, characterized in that their viscosity at 20°C is below 1000 mPas.
- Concentrated fabric softener dispersions as claimed in any of claims 1 to 5, characterized in that their viscosity is below 500 mPas.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4243701A DE4243701A1 (en) | 1992-12-23 | 1992-12-23 | Aqueous textile softener dispersions |
| DE4243701 | 1992-12-23 | ||
| PCT/EP1993/003525 WO1994014935A1 (en) | 1992-12-23 | 1993-12-14 | Aqueous textile softener dispersions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0675941A1 EP0675941A1 (en) | 1995-10-11 |
| EP0675941B1 true EP0675941B1 (en) | 1996-08-28 |
Family
ID=6476278
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP94903767A Revoked EP0675941B1 (en) | 1992-12-23 | 1993-12-14 | Aqueous textile softener dispersions |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0675941B1 (en) |
| AT (1) | ATE141943T1 (en) |
| DE (2) | DE4243701A1 (en) |
| ES (1) | ES2091130T3 (en) |
| WO (1) | WO1994014935A1 (en) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4446137A1 (en) * | 1994-12-23 | 1996-06-27 | Huels Chemische Werke Ag | Quaternized triethanolamine difatty acid esters |
| US5916863A (en) * | 1996-05-03 | 1999-06-29 | Akzo Nobel Nv | High di(alkyl fatty ester) quaternary ammonium compound from triethanol amine |
| US5919750A (en) * | 1997-07-24 | 1999-07-06 | Akzo Nobel Nv | Fabric softener composition |
| JP4024438B2 (en) | 1999-11-01 | 2007-12-19 | 花王株式会社 | Quaternary ammonium salt composition |
| DE60223614T2 (en) | 2001-03-08 | 2009-07-09 | Kao Corp. | softener composition |
| DE10134224B4 (en) * | 2001-07-13 | 2012-12-20 | Clariant Produkte (Deutschland) Gmbh | Additives for inhibiting gas hydrate formation |
| US8618316B1 (en) | 2004-03-05 | 2013-12-31 | Stepan Company | Low temperature ramp rate ester quat formation process |
| EP1876223B1 (en) * | 2006-07-06 | 2009-02-18 | Clariant (Brazil) S.A. | Concentrated esterquat composition |
| US8361953B2 (en) | 2008-02-08 | 2013-01-29 | Evonik Goldschmidt Corporation | Rinse aid compositions with improved characteristics |
| MY160707A (en) | 2010-04-01 | 2017-03-15 | Evonik Degussa Gmbh | Fabric softener active composition |
| KR101425294B1 (en) | 2010-04-01 | 2014-07-31 | 에보니크 데구사 게엠베하 | Fabric softener active composition |
| CN102869757B (en) | 2010-04-28 | 2015-12-02 | 赢创德固赛有限公司 | Fabric sofetening composition |
| US8507425B2 (en) | 2010-06-29 | 2013-08-13 | Evonik Degussa Gmbh | Particulate fabric softener comprising ethylenediamine fatty acid amides and method of making |
| WO2013113453A1 (en) | 2012-01-30 | 2013-08-08 | Evonik Industries Ag | Fabric softener active composition |
| SG11201405008SA (en) | 2012-02-21 | 2014-09-26 | Stepan Co | Fabric softener compositions |
| PL2847307T3 (en) | 2012-05-07 | 2016-10-31 | Fabric softener active composition and method for making it | |
| EP2956532B1 (en) | 2013-02-15 | 2020-10-07 | Rhodia Operations | Fabric softener |
| WO2014154234A1 (en) | 2013-03-25 | 2014-10-02 | Rhodia Operations | Fabric softener |
| BR102014025172B1 (en) | 2013-11-05 | 2020-03-03 | Evonik Degussa Gmbh | METHOD FOR MANUFACTURING A TRIS- (2-HYDROXYETHYL) -METHYLMETHYL ESTER OF FATTY ACID AND ACTIVE COMPOSITION OF SOFTENING CLOTHES |
| WO2015074692A1 (en) | 2013-11-20 | 2015-05-28 | Rhodia Operations | Fabric softener composition |
| UA119182C2 (en) | 2014-10-08 | 2019-05-10 | Евонік Дегусса Гмбх | Fabric softener active composition |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| DE3612479A1 (en) * | 1986-04-14 | 1987-10-15 | Henkel Kgaa | AQUEOUS CONCENTRATED TEXTILE SOFTENER |
| JPH02139480A (en) * | 1988-11-21 | 1990-05-29 | Kao Corp | Softening finishing agent |
| DE4101251A1 (en) * | 1991-01-17 | 1992-07-23 | Huels Chemische Werke Ag | AQUEOUS EMULSIONS CONTAINING FATTY ACID ESTERS OF N-METHYL-N, N, N-TRIHYDROXYETHYL-AMMONIUM-METHYL SULFATE |
| DE4212156A1 (en) * | 1992-04-10 | 1993-10-14 | Henkel Kgaa | Aqueous textile treatment agent with low viscosity |
| DE4224067A1 (en) * | 1992-07-21 | 1994-01-27 | Henkel Kgaa | Tumbler aids |
-
1992
- 1992-12-23 DE DE4243701A patent/DE4243701A1/en not_active Withdrawn
-
1993
- 1993-12-14 ES ES94903767T patent/ES2091130T3/en not_active Expired - Lifetime
- 1993-12-14 WO PCT/EP1993/003525 patent/WO1994014935A1/en not_active Application Discontinuation
- 1993-12-14 DE DE59303601T patent/DE59303601D1/en not_active Revoked
- 1993-12-14 AT AT94903767T patent/ATE141943T1/en not_active IP Right Cessation
- 1993-12-14 EP EP94903767A patent/EP0675941B1/en not_active Revoked
Also Published As
| Publication number | Publication date |
|---|---|
| DE4243701A1 (en) | 1994-06-30 |
| DE59303601D1 (en) | 1996-10-02 |
| ES2091130T3 (en) | 1996-10-16 |
| WO1994014935A1 (en) | 1994-07-07 |
| EP0675941A1 (en) | 1995-10-11 |
| ATE141943T1 (en) | 1996-09-15 |
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