WO1994013772A1 - Aqueous textile softener dispersions - Google Patents
Aqueous textile softener dispersions Download PDFInfo
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- WO1994013772A1 WO1994013772A1 PCT/EP1993/003441 EP9303441W WO9413772A1 WO 1994013772 A1 WO1994013772 A1 WO 1994013772A1 EP 9303441 W EP9303441 W EP 9303441W WO 9413772 A1 WO9413772 A1 WO 9413772A1
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- fatty acid
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- ethylene oxide
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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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- 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
Definitions
- the present invention relates to aqueous fabric softener dispersions which, despite a 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 plasticizer dispersions tend to thicken when stored for a long time, 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 textile softener concentrates contain about 15 to 25% by weight of active ingredient.
- To produce storage-stable dispersions a very low starting viscosity is generally set using different electrolytes. With an even higher active ingredient content, however, a noticeable increase in viscosity is observed even in the presence of electrolyte during storage, which either occurs immediately after production or during storage.
- the object of the present invention was therefore to provide an aqueous textile plasticizer dispersion with a high active ingredient content, the viscosity of which is low and which does not increase significantly even during storage and which can easily be thinned further with cold water.
- the proportion of nonionic, non-textile softening dispersant should be as low as possible.
- the textile-softening cationic active ingredient should moreover be present in an amount of more than 15% by weight, it should impart good softness to the treated textiles, not impair the ability to reuse them and be easily and rapidly biodegraded in the waste water.
- the present invention accordingly relates to an aqueous textile softener dispersion containing quaternary ammonium compounds and nonionic dispersants which soften the textile, characterized in that the dispersion
- b) contains 0.001-0.5% by weight of nonionic dispersants which are selected from
- the quaternary ammonium compounds mentioned are readily and rapidly biodegradable because of the ester or acid groups contained in the long residues and have therefore recently gained interest.
- the compounds mentioned include, for example, the compounds known from DE-A-16 19058, DE-A-19 35499 or US Pat. No. 3,915,867 with 1, 2 or 3 fatty acyloxyalkyl radicals on the nitrogen atom. These compounds can be easily prepared, for example, by esterification of alkanolamines with fatty acid or by transesterification of fatty acid esters with alkanolamine and subsequent quaternization. Corresponding processes for the production on an industrial scale have also been known for a long time; Compounds produced by these processes are commercially available compounds.
- Compounds which are of particular interest with regard to the stability of the viscosity of the aqueous dispersions prepared therewith are those whose fatty acyl groups are wholly or partly unsaturated.
- Derive th fatty acids which are at least 30, preferably at least 55% in cis form.
- Suitable quaternary ammonium compounds are also known from US 5,066,414, EP 0293 953 A2, EP 0 309052 A2 and EP 0345842 A2.
- Suitable quaternary ammonium compounds also include those derived from dimethylaminopropanediol-1,2 with two ester groups. They are described, for example, in DE-A-27 28841. A manufacturing process leading to such products with a low pour point is the subject of EP-A-420465.
- the quaternary ammonium compounds mentioned can surprisingly also be processed into viscosity-stable aqueous dispersions if the content of quaternary ammonium compounds is particularly high, ie for example 15 to 60% by weight, based on the aqueous dispersion, preferably 20 to 40% by weight .-%. This has been achieved by the selection according to the invention of nonionic dispersants * even at contents of less than 0.5% by weight of the dispersants.
- Hydroxy fatty acids are understood in particular to mean ricinole fatty acid and 9-hydroxystearic acid. Also suitable as hydroxy fatty acids in the sense of this invention are hydroxyl-containing fatty acids which are obtained by epoxidation of palmitoleic acid, oleic acid or erucic acid and subsequent epoxy ring opening with protic reagents such as e.g. Water, alcohols or carboxylic acids are available.
- the adducts of 3-100 moles of ethylene oxide with 1 / mole of a polyol fatty alcohol ester include, for example, ethoxylates of fatty acids. remono- and -diglycerides, of sorbitan mono-, di- and sesquiesters of Ci2-C22 fatty acids, on mono- and di-fatty acid esters of di- and triglycerol as well as on triglycerides such as castor oil.
- ethylene oxide addition products on ring opening products of epoxidized triglycerides such as those e.g. are obtained by epoxidation of soybean oil, hydrogenation or reaction (epoxy ring opening) with protic compounds such as e.g. with H2O, carboxylic acids or alcohols with 1 - 10 C atoms and subsequent addition of ethylene oxide.
- protic compounds such as e.g. with H2O, carboxylic acids or alcohols with 1 - 10 C atoms and subsequent addition of ethylene oxide.
- Such products are e.g. known from DE 39 23 394 AI.
- ethylene oxide adducts of fatty acid (Ci2-C22) - me methyl ester are preferred.
- Ethylene oxide addition products which additionally contain 1-10 oxypropyl groups and which are obtained by addition of propylene oxide and ethylene oxide, simultaneously or in succession, are also suitable.
- the selected dispersants to be used according to the invention are already in an added amount of 0.001 to 0.1% by weight in preferred textile plasticizer dispersions capable of markedly reducing the viscosity and preventing subsequent thickening during storage to such an extent that the flow and Pourability and good further dilutability with water are maintained.
- RCO is an oleoyl residue derived from tallow fatty acid
- only 0.01-0.1% by weight of the dispersant is required to stabilize the viscosity of a dispersion containing 20-40% by weight of the quaternary ammonium compound.
- aqueous textile softener dispersions do not have a low initial viscosity, for example through the use of quaternary ammonium compounds of a suitable structure, it is advisable to set a low viscosity by adding an electrolyte.
- Suitable electrolytes are, for example, sodium chloride, sodium acetate, magnesium sulfate or calcium chloride and in particular magnesium chloride. Small amounts are also sufficient to set a low initial viscosity by adding an electrolyte.
- the electrolyte is present in the dispersion in concentrations of 0.01 to 3% by weight, based on the finished dispersion.
- the dispersions mentioned are distinguished by the fact that their initial viscosity does not increase or only increases slightly after production, even after prolonged storage in a wide temperature range, that they have a high active ingredient content, and that they can easily be diluted with cold water, which is particularly noticeable when washing it in automatic washing machines, and that the textiles treated with it do not only Chen grip but also have good rewettability, which is particularly important for textiles that are worn on the skin.
- aqueous textile plasticizer dispersions the 34% by weight of a compound of the formula I (Stepante ⁇ (R) - VS90 as a textile-softening, quaternary ammonium compound), an esterification product of triethanolamine quaternized with dimethyl sulfate with two Moles of tallow fatty acid), have high viscosity stability when very small amounts of non-ionic dispersants are added.
- the comparative batches without dispersant or with fatty alcohol ethoxylates with only 5 or 7 moles of ethylene oxide (example 9V, 10V) already show an unacceptable increase in viscosity after 1 week of storage.
- the viscosity (Pas) was measured in all cases using a Brookfield rotary viscometer with spindle 2 and 20 revolutions per minute at 20 ° C.
- the textile softener dispersions tested have the following composition:
- Viscosity (20 ° C)
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Abstract
Description
"Wäßrige Textilweichmacher-DispersJonen" "Aqueous textile softener dispersions"
Die vorliegende Erfindung betrifft wäßrige Textilweichmacher-Disper- sionen, die trotz eines besonders hohen Gehaltes an textilweichma- chenden 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 a 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 längerer Lagerung, insbesondere bei Temperaturen unterhalb oder oberhalb der Raumtempe¬ ratur, zur Verdickung. Besonders ausgeprägt ist dieses Verhalten bei Textilweichmacher-Dispersionen mit hohem Wirkstoffgehalt. Die markt¬ üblichen Textilweichmacher-Konzentrate enthalten ca. 15 bis 25 Gew.-% Wirkstoff. Zur Herstellung lagerstabiler Dispersionen wird in der Regel mit Hilfe unterschiedlicher Elektrolyte eine sehr niedrige Ausgangsviskosität eingestellt. Bei einem noch höheren Wirkstoffge¬ halt beobachtet man aber auch in Gegenwart von Elektrolyt bei der Lagerung eine nennenswerte Viskositätserhöhung, die entweder unmit- telbar nach der Herstellung oder aber während der Lagerung auftritt.Aqueous textile plasticizer dispersions tend to thicken when stored for a long time, 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 textile softener concentrates contain about 15 to 25% by weight of active ingredient. To produce storage-stable dispersions, a very low starting viscosity is generally set using different electrolytes. With an even higher active ingredient content, however, a noticeable increase in viscosity is observed even in the presence of electrolyte during storage, which either occurs immediately after production or during storage.
Der Zusatz von ethoxylierten Fettalkoholen zur Verbesserung der Ver- dünnbarkeit bzw. Auflösbarkeit konzentrierter Dispersionen in der Spülflotte ist bereits in mehreren Druckschriften vorgeschlagen wor¬ den, z.B. in EP 0 040 562 Bl, EP 0 280 550 Bl, EP 0 503 221 AI, EP 0 507478 AI oder EP 0 523 922 A2. Die dort vorgeschlagenen Eth- oxylate müssen jedoch in Konzentrationen von mehr als 1 Gew.- ein¬ gesetzt werden, um in konzentrierten Dispersionen mit mehr als 15 Gew.-% des kationischen Textilweichmachers eine ausreichende Visko¬ sitätsstabilisierung -und Dispergierbarkeit zu gewährleisten. Aufgabe der vorliegenden Erfindung war daher die Bereitstellung einer wäßrigen Textilweichmacher-Dispersion mit hohem Wirkstoffge¬ halt, deren Viskosität niedrig ist und die auch bei Lagerung nicht wesentlich ansteigt und die sich leicht mit kaltem Wasser weiterver¬ dünnen läßt. Dabei soll der Anteil an nichtionischem, nicht textil- weichmachendem Dispergiermittel möglichst niedrig sein. Der textil- weichmachende kationische Wirkstoff soll darüber hinaus in einer Menge von mehr als 15 Gew.-% vorliegen, er soll den behandelten Tex¬ tilien eine gute Weichheit verleihen, das Wiederbenutzungsvermögen nicht beeinträchtigen und im Abwasser leicht und rasch biologisch abgebaut werden.The addition of ethoxylated fatty alcohols to improve the dilutability or dissolvability of concentrated dispersions in the washing liquor has already been proposed in several publications, for example in EP 0 040 562 B1, EP 0 280 550 B1, EP 0 503 221 A1, EP 0 507478 AI or EP 0 523 922 A2. However, the ethoxylates proposed there must be used in concentrations of more than 1% by weight in order to ensure adequate viscosity stabilization and dispersibility in concentrated dispersions with more than 15% by weight of the cationic textile softener. The object of the present invention was therefore to provide an aqueous textile plasticizer dispersion with a high active ingredient content, the viscosity of which is low and which does not increase significantly even during storage and which can easily be thinned further with cold water. The proportion of nonionic, non-textile softening dispersant should be as low as possible. The textile-softening cationic active ingredient should moreover be present in an amount of more than 15% by weight, it should impart good softness to the treated textiles, not impair the ability to reuse them and be easily and rapidly biodegraded in the waste water.
Es wurden nun spezielle nichtionische Dispergatoren gefunden, die bereits in Mengen von weniger als 0,5 Gew.-% solchen Dispersionen eine gute Viskositätskonstanz und ein gutes Kaltwasser-Dispergier- vermögen verleihen.Special nonionic dispersants have now been found which, even in amounts of less than 0.5% by weight, give such dispersions good viscosity constancy and good cold water dispersing capacity.
Gegenstand der vorliegenden Erfindung ist dementsprechend eine wä߬ rige Textilweicher-Dispersion mit einem Gehalt an textilweichmachen- den quartären Ammoniumverbindungen und nichtionischen Dispergatoren, dadurch gekennzeichnet, daß die DispersionThe present invention accordingly relates to an aqueous textile softener dispersion containing quaternary ammonium compounds and nonionic dispersants which soften the textile, characterized in that the dispersion
a) 15 - 60 Gew.-% quartäre Ammoniumverbindungen mit zwei oder drei über Ester- oder Amidbindungen damit verknüpften linearen Alkyl- oder Acylgruppen mit jeweils 12 - 22 C-Atomena) 15-60% by weight of quaternary ammonium compounds with two or three linear alkyl or acyl groups linked to them via ester or amide bonds, each having 12-22 carbon atoms
b) 0,001 - 0,5 Gew.-% nichtionische Dispergatoren enthält, die aus¬ gewählt sind ausb) contains 0.001-0.5% by weight of nonionic dispersants which are selected from
Anlagerungsprodukten von 40 - 200 Mol Ethylenoxid an 1 Mol linearen Fettalkohol mit 12 - 22 C-Atomen Anlagerungsprodukten von 10 - 150 Mol Ethylenoxid an 1 Mol einer linearen Fettsäure oder Hydroxyfettsäure mit 12 - 22 C-Atomen, an ein Mol eines linearen Fettalkylamins mit 12 - 22 C-Atomen oder an ein Mol eines Ci-C-j-Niedrigalkylesters einer Fettsäure oder Hydroxyfettsäure mit 12 - 22 C-AtomenAddition products of 40-200 moles of ethylene oxide with 1 mole of linear fatty alcohol with 12-22 carbon atoms Addition products of 10-150 moles of ethylene oxide with 1 mole of a linear fatty acid or hydroxy fatty acid with 12-22 C atoms, with one mole of a linear fatty alkylamine with 12-22 C atoms or with one mole of a Ci-Cj-lower alkyl ester of a fatty acid or hydroxy fatty acid with 12 - 22 carbon atoms
Anlagerungsprodukten von 3 - 100 Mol Ethylenoxid an 1/m Mol eines Polyol-fettsäureesters aus m Mol einer Fettsäure oder Hydroxyfettsäure mit 12 - 22 C-Atomen und einem Mol eines Polyols mit 1 - 6 C-Atomen und 2 - 6 Hydroxylgruppen, wobei m einen Wert von 1 bis 6 annehmen kann, oderAddition products of 3-100 moles of ethylene oxide with 1 / m mole of a polyol fatty acid ester from m moles of a fatty acid or hydroxy fatty acid with 12-22 C atoms and one mole of a polyol with 1-6 C atoms and 2-6 hydroxyl groups, where m can have a value from 1 to 6, or
Gemischen aus solchen Ethylenoxid-Anlagerungsprodukten.Mixtures of such ethylene oxide addition products.
Die genannten quartären Ammoniumverbindungen sind wegen der darin in den langen Resten enthaltenen Ester- oder A idgruppen biologisch leicht und schnell abbaubar und haben deswegen in letzter Zeit an Interesse gewonnen. Zu den genannten Verbindungen zählen beispiels¬ weise die aus der DE-A-16 19058, der DE-A-19 35499 oder der US 3^915,867 bekannten Verbindungen mit 1, 2 oder 3 Fettacyloxyal- kylresten am Stickstoffatom. Man kann diese Verbindungen beispiels¬ weise leicht durch Veresterung von Alkanolaminen mit Fettsäure oder durch Umesterung von Fettsäureestern mit Alkanolamin und anschlie¬ ßender Quaternierung herstellen. Entsprechende Verfahren zur Her¬ stellung in großtechnischem Maßstab sind ebenfalls seit langem be¬ kannt; nach diesen Verfahren hergestellte Verbindungen sind handels¬ übliche Verbindungen.The quaternary ammonium compounds mentioned are readily and rapidly biodegradable because of the ester or acid groups contained in the long residues and have therefore recently gained interest. The compounds mentioned include, for example, the compounds known from DE-A-16 19058, DE-A-19 35499 or US Pat. No. 3,915,867 with 1, 2 or 3 fatty acyloxyalkyl radicals on the nitrogen atom. These compounds can be easily prepared, for example, by esterification of alkanolamines with fatty acid or by transesterification of fatty acid esters with alkanolamine and subsequent quaternization. Corresponding processes for the production on an industrial scale have also been known for a long time; Compounds produced by these processes are commercially available compounds.
Hinsichtlich der Stabilität der Viskosität der damit hergestellten wäßrigen Dispersionen besonders interessante Verbindungen sind sol¬ che, deren Fettacylgruppen sich ganz oder teilweise von ungesättig- ten Fettsäuren ableiten, die zu wenigstens 30, vorzugsweise zu we¬ nigstens 55 % in cis-Form vorliegen.Compounds which are of particular interest with regard to the stability of the viscosity of the aqueous dispersions prepared therewith are those whose fatty acyl groups are wholly or partly unsaturated. Derive th fatty acids, which are at least 30, preferably at least 55% in cis form.
Geeignete quartäre Ammoniumverbindungen sind auch aus US 5,066,414, EP 0293 953 A2, EP 0 309052 A2 und EP 0345842 A2 bekannt.Suitable quaternary ammonium compounds are also known from US 5,066,414, EP 0293 953 A2, EP 0 309052 A2 and EP 0345842 A2.
Zu den geeigneten quartären Ammoniumverbindungen zählen auch die von Dimethylaminopropandiol-1,2 abgeleiteten Verbindungen mit zwei Estergruppen. Sie werden beispielsweise in der DE-A-27 28841 be¬ schrieben. Ein Herstellungsverfahren, das zu derartigen Produkten mit einem niedrigen Fließpunkt führt, ist Gegenstand der EP-A-420465.Suitable quaternary ammonium compounds also include those derived from dimethylaminopropanediol-1,2 with two ester groups. They are described, for example, in DE-A-27 28841. A manufacturing process leading to such products with a low pour point is the subject of EP-A-420465.
Die genannten quartären Ammoniumverbindungen lassen sich überra¬ schenderweise auch dann zu viskositätsstabilen wäßrigen Dispersionen verarbeiten, wenn der Gehalt an quartären Ammoniumverbindungen be¬ sonders hoch ist, d.h. beispielsweise 15 bis 60 Gew.-%, bezogen auf die wäßrige Dispersion, vorzugsweise 20 bis 40 Gew.-% beträgt. Dies ist durch die erfindungsgemäße Auswahl von nichtionischen Disperga¬ toren* bereits bei Gehalten von weniger als 0,5 Gew.-% der Disperga¬ toren erreicht worden.The quaternary ammonium compounds mentioned can surprisingly also be processed into viscosity-stable aqueous dispersions if the content of quaternary ammonium compounds is particularly high, ie for example 15 to 60% by weight, based on the aqueous dispersion, preferably 20 to 40% by weight .-%. This has been achieved by the selection according to the invention of nonionic dispersants * even at contents of less than 0.5% by weight of the dispersants.
Unter Hydroxyfettsäuren werden insbesondere die Ricinolfettsäure und die 9-Hydroxystearinsäure verstanden. Als Hydroxyfettsäuren im Sinne dieser Erfindung eignen sich aber auch Hydroxylgruppen enthaltende Fettsäuren, die durch Epoxidation von Palmitoleinsäure, Olsäure oder Erucasäure und anschließende Epoxid-Ringöffnung mit protischen Reagenzien wie z.B. Wasser, Alkoholen oder Carbonsäuren erhältlich sind.Hydroxy fatty acids are understood in particular to mean ricinole fatty acid and 9-hydroxystearic acid. Also suitable as hydroxy fatty acids in the sense of this invention are hydroxyl-containing fatty acids which are obtained by epoxidation of palmitoleic acid, oleic acid or erucic acid and subsequent epoxy ring opening with protic reagents such as e.g. Water, alcohols or carboxylic acids are available.
Die Anlagerungsprodukte von 3 - 100 Mol Ethylenoxid an 1/m Mol eines Polyolfettalkoholesters umfassen z.B. Ethoxylate von Fettsäu- remono- und -diglyceriden, von Sorbitanmono-, -di- und -sesquiestern von Ci2-C22-Fettsäuren, an Mono- und Di-fettsäureester des Di- und Triglycerins sowie auch an Triglyceride wie z.B. an Ricinusöl.The adducts of 3-100 moles of ethylene oxide with 1 / mole of a polyol fatty alcohol ester include, for example, ethoxylates of fatty acids. remono- and -diglycerides, of sorbitan mono-, di- and sesquiesters of Ci2-C22 fatty acids, on mono- and di-fatty acid esters of di- and triglycerol as well as on triglycerides such as castor oil.
Besonders gut geeignet sind auch die Ethylenoxid-Anlagerungsprodukte an Ringöffnungsprodukte epoxidierter Triglyceride, wie sie z.B. er¬ halten werden durch Epoxidation von Sojaöl, Hydrierung oder Um¬ setzung (Epoxid-Ringöffnung) mit protischen Verbindungen wie z.B. mit H2O, Carbonsäuren oder Alkoholen mit 1 - 10 C-Atomen und an¬ schließende Ethylenoxid-Anlagerung. Solche Produkte sind z.B. aus DE 39 23 394 AI bekannt.The ethylene oxide addition products on ring opening products of epoxidized triglycerides, such as those e.g. are obtained by epoxidation of soybean oil, hydrogenation or reaction (epoxy ring opening) with protic compounds such as e.g. with H2O, carboxylic acids or alcohols with 1 - 10 C atoms and subsequent addition of ethylene oxide. Such products are e.g. known from DE 39 23 394 AI.
Gut geeignet sind auch die Ethylenoxid-Anlagerungsprodukte an Fett- säure(Ci2-C22)-methylester, von diesen sind insbesondere solche mit 10 - 50 Mol Ethylenoxid bevorzugt. Weiterhin eignen sich auch Ethy- lenoxid-Anlagerungsprodukte, die zusätzlich 1 - 10 Oxypropylgruppen enthalten und die durch Anlagerung von Propylenoxid und Ethylenoxid, gleichzeitig oder nacheinander, erhalten werden. Die ausgewählten, erfindungsgemäß zu verwendenden Dispergatoren sind in bevorzugten Textilweichmacher-Dispersionen bereits in einer Zusatzmenge von 0,001 bis 0,1 Gew.-% in der Lage, die Viskosität merklich zu senken und ein Nachdicken bei Lagerung so weit verhindern, daß die Fließ- und Gießfähigkeit und eine gute Weiterverdünnbarkeit mit Wasser er¬ halten bleiben.Also highly suitable are the ethylene oxide adducts of fatty acid (Ci2-C22) - me methyl ester, of these, particularly those having 10 - 50 mol ethylene oxide are preferred. Ethylene oxide addition products which additionally contain 1-10 oxypropyl groups and which are obtained by addition of propylene oxide and ethylene oxide, simultaneously or in succession, are also suitable. The selected dispersants to be used according to the invention are already in an added amount of 0.001 to 0.1% by weight in preferred textile plasticizer dispersions capable of markedly reducing the viscosity and preventing subsequent thickening during storage to such an extent that the flow and Pourability and good further dilutability with water are maintained.
Überraschend wurde festgestellt, daß bei Verwendung einer textil- weich achenden quartären Ammoniumverbindung des Typs der Formel I (Handelsname: Stepanteχ(R)vS90) CH - CH2 - OHIt was surprisingly found that when a quaternary ammonium compound of the type of the formula I (trade name: Stepanteχ ( R ) vS90) with a soft-soft texture is used CH - CH 2 - OH
RCOO - CH2 - CH - N(+) - CH2 - CH2 - OCOR CH30S03(-) (I),RCOO - CH 2 - CH - N ( + ) - CH 2 - CH 2 - OCOR CH 3 0S0 3 (-) (I),
II.
CH3 CH 3
in der RCO ein von Taigfettsäure abgeleiteter Oleoylrest ist, zur Viskositätsstabilisierung einer Dispersion mit einem Gehalt von 20 - 40 Gew.-% der quartären Ammoniumverbindung nur 0,01 - 0,1 Gew.-% des Dispergators erforderlich sind.in which RCO is an oleoyl residue derived from tallow fatty acid, only 0.01-0.1% by weight of the dispersant is required to stabilize the viscosity of a dispersion containing 20-40% by weight of the quaternary ammonium compound.
Falls die wäßrigen Textilweichmacher-Dispersionen nicht schon ohne¬ hin eine geringe Ausgangsviskosität haben, beispielsweise durch die Verwendung von quartären Ammoniumverbindungen geeigneter Struktur, ist es zweckmäßig, eine niedrige Viskosität durch den Zusatz eines Elektrolyten einzustellen. Geeignete Elektrolyten sind beispiels¬ weise Natriumchlorid, Natriumacetat, Magnesiumsulfat oder Calciu - chlorid und insbesondere Magnesiumchlorid. Zur Einstellung einer niedrigen Ausgangsviskosität durch Zusatz eines Elektrolyts reichen ebenfalls geringe Mengen aus. Der Elektrolyt liegt beispielsweise in Konzentrationen von 0,01 bis 3 Gew.-%, bezogen auf die fertige Dispersion, in der Dispersion vor.If the aqueous textile softener dispersions do not have a low initial viscosity, for example through the use of quaternary ammonium compounds of a suitable structure, it is advisable to set a low viscosity by adding an electrolyte. Suitable electrolytes are, for example, sodium chloride, sodium acetate, magnesium sulfate or calcium chloride and in particular magnesium chloride. Small amounts are also sufficient to set a low initial viscosity by adding an electrolyte. For example, the electrolyte is present in the dispersion in concentrations of 0.01 to 3% by weight, based on the finished dispersion.
Die genannten Dispersionen zeichnen sich dadurch aus, daß deren Aus¬ gangsviskosität nach der Herstellung- auch bei längerer Lagerung in einem breiten Temperaturbereich nicht oder nur geringfügig ansteigt, daß sie einen hohen Wirkstoffgehalt aufweisen, daß sie auch mit kal¬ tem Wasser leicht verdünnbar sind, was sich besonders beim Einspülen in automatischen Waschmaschinen positiv bemerkbar macht, und daß die damit behandelten Textilien nach dem Trocknen nicht nur einen wei- chen Griff sondern auch eine gute Wiederbenetzbarkeit aufweisen, was insbesondere für Textilien, die auf der Haut getragen werden, von besonderer Bedeutung ist. The dispersions mentioned are distinguished by the fact that their initial viscosity does not increase or only increases slightly after production, even after prolonged storage in a wide temperature range, that they have a high active ingredient content, and that they can easily be diluted with cold water, which is particularly noticeable when washing it in automatic washing machines, and that the textiles treated with it do not only Chen grip but also have good rewettability, which is particularly important for textiles that are worn on the skin.
B e i s p i e l eB e i s p i e l e
In den folgenden Beispielen wird gezeigt, daß wäßrige Textilweich¬ macher-Dispersionen, die als textilweichmachende, quartäre Ammonium¬ verbindung 34 Gew.-% einer Verbindung der Formel I (Stepanteχ(R)- VS90, ein mit Dimethylsulfat quaterniertes Veresterungsprodukt von Triethanolamin mit zwei Mol Taigfettsäure) enthalten, eine hohe Vis¬ kositätsstabilität bei Zusatz von sehr niedrigen Mengen an nicht¬ ionischen Dispergatoren aufweisen. Demgegenüber zeigen die Ver¬ gleichs-Ansätze ohne Dispergator oder mit Fettalkohol-Ethoxylaten mit nur 5 oder 7 Mol Ethylenoxid (Beispiel 9V, 10V) schon nach 1-wöchiger Lagerung einen nicht akzeptablen Viskositätsanstieg.The following examples show that aqueous textile plasticizer dispersions, the 34% by weight of a compound of the formula I (Stepanteχ (R) - VS90 as a textile-softening, quaternary ammonium compound), an esterification product of triethanolamine quaternized with dimethyl sulfate with two Moles of tallow fatty acid), have high viscosity stability when very small amounts of non-ionic dispersants are added. In contrast, the comparative batches without dispersant or with fatty alcohol ethoxylates with only 5 or 7 moles of ethylene oxide (example 9V, 10V) already show an unacceptable increase in viscosity after 1 week of storage.
Die Viskosität ( Pas) wurde in allen Fällen mit einem Brookfield- Rotationsviskosi eter mit Spindel 2 und 20 Umdrehungen pro Minute bei 20 °C gemessen.The viscosity (Pas) was measured in all cases using a Brookfield rotary viscometer with spindle 2 and 20 revolutions per minute at 20 ° C.
Die geprüften Textilweichmacher-Dispersionen weisen folgende Zu¬ sammensetzung auf:The textile softener dispersions tested have the following composition:
Quartäre Ammoniumverbindung (Formel I) 34 Gew.-%Quaternary ammonium compound (formula I) 34% by weight
Dispergator X Gew.-%Dispersant X% by weight
MgCl2 0,8 Gew.-%MgCl2 0.8% by weight
Wasser ad 100,0 Gew.-%
Umsetzungsprodukt von epoxidierte Sojaöl mit Cs/io-Fettsäure (TMOI pro Mol Epoxid-Sauerstoff) und mit 9 Mol E0 (pro Mol Soja¬ öl)Reaction product of epoxidized soybean oil with Cs / io fatty acid (TMOI per mole of epoxy oxygen) and with 9 moles of E0 (per mole of soybean oil)
Die Viskosität (mPas) wurde mit einem Brookfield-Rotationsviskosime- ter (Spindel 2, 20 Umdrehungen pro Minute) bei 20°C frisch, d.h. unmittelbar nach der Herstellung und nach 1 Woche Lagerung gemessen. Viskosität (20°C)The viscosity (mPas) was measured using a Brookfield rotary viscometer (spindle 2, 20 revolutions per minute) fresh at 20 ° C., ie immediately after production and after 1 week of storage. Viscosity (20 ° C)
Claims
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP94902704A EP0674701B1 (en) | 1992-12-16 | 1993-12-07 | Aqueous textile softener dispersions |
| DE59306802T DE59306802D1 (en) | 1992-12-16 | 1993-12-07 | AQUEOUS FABRIC SOFTENER DISPERSIONS |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4242480A DE4242480A1 (en) | 1992-12-16 | 1992-12-16 | Aqueous textile softener dispersions |
| DEP4242480.1 | 1992-12-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1994013772A1 true WO1994013772A1 (en) | 1994-06-23 |
Family
ID=6475439
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP1993/003441 Ceased WO1994013772A1 (en) | 1992-12-16 | 1993-12-07 | Aqueous textile softener dispersions |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0674701B1 (en) |
| AT (1) | ATE154632T1 (en) |
| DE (2) | DE4242480A1 (en) |
| ES (1) | ES2102809T3 (en) |
| WO (1) | WO1994013772A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7183240B2 (en) * | 2001-07-13 | 2007-02-27 | Clariant Produkte (Deutschland) Gmbh | Additives for inhibiting the formation of gas hydrates |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0040562A2 (en) * | 1980-05-14 | 1981-11-25 | Cotelle S.A. | Concentrated softener composition for textile fibres |
| EP0094655A2 (en) * | 1982-05-18 | 1983-11-23 | Hoechst Aktiengesellschaft | Concentrated laundry softening agents |
| EP0188242A2 (en) * | 1985-01-18 | 1986-07-23 | Henkel Kommanditgesellschaft auf Aktien | Concentrated aqueous textile softener |
| EP0354011A1 (en) * | 1988-08-04 | 1990-02-07 | Albright & Wilson Limited | Fabric conditioners |
| EP0409504A2 (en) * | 1989-07-17 | 1991-01-23 | Unilever Plc | Fabric softening composition |
| EP0523922A2 (en) * | 1991-07-15 | 1993-01-20 | Unilever Plc | Fabric softening composition |
-
1992
- 1992-12-16 DE DE4242480A patent/DE4242480A1/en not_active Withdrawn
-
1993
- 1993-12-07 AT AT94902704T patent/ATE154632T1/en active
- 1993-12-07 ES ES94902704T patent/ES2102809T3/en not_active Expired - Lifetime
- 1993-12-07 DE DE59306802T patent/DE59306802D1/en not_active Expired - Lifetime
- 1993-12-07 EP EP94902704A patent/EP0674701B1/en not_active Expired - Lifetime
- 1993-12-07 WO PCT/EP1993/003441 patent/WO1994013772A1/en not_active Ceased
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0040562A2 (en) * | 1980-05-14 | 1981-11-25 | Cotelle S.A. | Concentrated softener composition for textile fibres |
| EP0094655A2 (en) * | 1982-05-18 | 1983-11-23 | Hoechst Aktiengesellschaft | Concentrated laundry softening agents |
| EP0188242A2 (en) * | 1985-01-18 | 1986-07-23 | Henkel Kommanditgesellschaft auf Aktien | Concentrated aqueous textile softener |
| EP0354011A1 (en) * | 1988-08-04 | 1990-02-07 | Albright & Wilson Limited | Fabric conditioners |
| EP0409504A2 (en) * | 1989-07-17 | 1991-01-23 | Unilever Plc | Fabric softening composition |
| EP0523922A2 (en) * | 1991-07-15 | 1993-01-20 | Unilever Plc | Fabric softening composition |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7183240B2 (en) * | 2001-07-13 | 2007-02-27 | Clariant Produkte (Deutschland) Gmbh | Additives for inhibiting the formation of gas hydrates |
| US8034748B2 (en) | 2001-07-13 | 2011-10-11 | Clariant Produkte (Deutschland) Gmbh | Additives for inhibiting the formation of gas hydrates |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0674701A1 (en) | 1995-10-04 |
| ES2102809T3 (en) | 1997-08-01 |
| DE4242480A1 (en) | 1994-06-23 |
| ATE154632T1 (en) | 1997-07-15 |
| DE59306802D1 (en) | 1997-07-24 |
| EP0674701B1 (en) | 1997-06-18 |
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