WO1994005754A1 - Aqueous textile softener dispersions - Google Patents
Aqueous textile softener dispersions Download PDFInfo
- Publication number
- WO1994005754A1 WO1994005754A1 PCT/EP1993/002308 EP9302308W WO9405754A1 WO 1994005754 A1 WO1994005754 A1 WO 1994005754A1 EP 9302308 W EP9302308 W EP 9302308W WO 9405754 A1 WO9405754 A1 WO 9405754A1
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- WIPO (PCT)
- Prior art keywords
- dispersions
- textile
- fatty
- quaternary ammonium
- ammonium compounds
- Prior art date
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Classifications
-
- 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
- C11D1/645—Mixtures of compounds all of which are cationic
-
- 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
- C11D1/40—Monoamines or polyamines; Salts thereof
-
- 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 patent application relates to aqueous textile softener dispersions which are acidic and are therefore able not only to give the textiles a soft feel in the aftertreatment of washed textiles in a rinsing bath, but also possibly to return them to the textiles from the previous washing cycle neutralize remaining alkaline detergent residues.
- Such quaternary ammonium compounds in particular have recently Interest obtained that contain fatty acyloxyalkyl residues bound to nitrogen.
- Such compounds have also been known for a long time, for example from DE-A-16 19 058, DE-A-19 35 499 or US 3,915,867.
- These compounds can be easily prepared, for example, by esterification of alkanolamines with fatty acids or by transesterification of fatty acid esters with alkanolamines and subsequent quaternization.
- Corresponding processes for the production on an industrial scale have also been known for a long time.
- the object of the present invention was therefore to provide aqueous plasticizer dispersions based on quaternary ammonium compounds with one, two or three long-chain acyloxyalkyl groups which are acidic and are hydrolysis-stable even after prolonged storage.
- This object is achieved according to the invention solved by dispersions which are adjusted to a pH of less than 5 with a content of the dispersions of quaternary ammonium compounds in the range of 3 to 20% by weight, preferably 5 to 15, and which are obtained by adding a long-chain primary and / or se ⁇ secondary amines are marked.
- the textile-soft acher dispersions according to the invention are surprisingly stable despite their high acid content even after prolonged storage.
- the textile softener dispersions described above can in principle contain quaternary ammonium compounds as the active ingredient which contain either one or two or three fatty acyloxyalkyl radicals. However, since such compounds can only be prepared on an industrial scale in a complex manner, textile plasticizer dispersions are preferred which contain quaternary ammonium compounds in the form of a mixture of compounds having one, two or three fatty acyloxyalkyl radicals, in particular one, two or three fatty acyloxyethyl radicals.
- quaternary ammonium compounds with fatty acyloxyalkyl radicals in addition to the compounds with fatty acyloxyethyl radicals already mentioned, those products are also suitable which contain quaternary ammonium compounds with fatty acyloxyalkyl radicals other than fatty acyloxyethyl radicals, for example quaternary arnmonium compounds with fatty acyloxypropyl radicals and with fatty acyloxy propyl radicals.
- the fatty acyl radicals can be derived from saturated and unsaturated, branched or unbranched fatty acids. In general, they are derived from fatty acids containing 12 to 22 carbon atoms.
- those are preferably used quaternary ammonium compounds which have a high proportion of fatty acyl residues which are wholly or partly derived from unsaturated fatty acids which are predominantly present in cis-For.
- Long-chain primary and / or secondary amine which is important according to the invention, surprisingly brings about, in addition to the associated slight increase in the pH, a significant improvement in the storage stability of the acidified textile-plasticizer dispersions.
- Long-chain primary or secondary amines for the purposes of the present invention are to be understood as compounds which contain a long-chain fatty alkyl or alkene radical.
- compounds which contain only one long-chain fatty alkyl or alkenyl radical may also contain a C 1 -C 3 -alkyl radical. They have their effect in particular in textile plasticizer dispersions which are adjusted to a pH of less than 3, preferably less than 2.
- Acids suitable for setting such a low pH are preferably acids from the group comprising glycolic acid, lactic acid, citric acid or phosphoric acid. They are added to the textile softener dispersions in such amounts that they set the desired low pH. In addition to the preferred acids mentioned for setting the low pH, other organic or inorganic acids can be used if required, provided they are sufficiently acidic and with the materials and textiles with which they are used in the treatment Come, are tolerated.
- a secondary amine with two C12 to C22 alkyl or alkenyl groups has proven particularly useful as the amine.
- the ditallow alkylamine is particularly preferred. Only a relatively small amount is needed to achieve the stability-improving effect Addition of amine required. In general, 0.5 to 5% by weight, based on the fabric softener dispersions, is sufficient, with an addition of 1 to 3% by weight being preferred.
- the textile plasticizer dispersions according to the invention can additionally contain auxiliaries customary in aqueous textile plasticizer dispersions, such as, for example, dispersants, preservatives, inorganic or organic electrolytes, buffer substances, viscosity regulators, dyes, fragrances or solvents.
- auxiliaries customary in aqueous textile plasticizer dispersions such as, for example, dispersants, preservatives, inorganic or organic electrolytes, buffer substances, viscosity regulators, dyes, fragrances or solvents.
- the textile softener dispersions according to the invention can additionally contain one or more other plasticizing active ingredients of other classes of compounds.
- Examples include sorbitan esters, swellable layered silicates, fatty acid condensation products with polyaines, quaternary ammonium compounds with fatty alkyl or alkenyl radicals, alkypolyglycosides or fatty acid.
Abstract
Acid-set textile softener dispersions based on quaternary ammonium compounds with one, two or three fatty acyloxyalkyl groups are particularly storage stable if they contain a primary and/or secondary amine.
Description
Wäßrige Textilweichmacher-Dispersionen Aqueous textile softener dispersions
Die vorliegende Patentanmeldung betrifft wäßrige Textilweichmacher- Dispersionen, die sauer eingestellt sind und damit im Stande sind, bei der Nachbehandlung von gewaschenen Textilien in einem Spülbad den Textilien nicht nur einen weichen Griff zu -verleihen, sondern auch eventuell vom vorangegangen Waschgang auf den Textilien zurück¬ gebliebene alkalische Waschmittelreste zu neutralisieren.The present patent application relates to aqueous textile softener dispersions which are acidic and are therefore able not only to give the textiles a soft feel in the aftertreatment of washed textiles in a rinsing bath, but also possibly to return them to the textiles from the previous washing cycle neutralize remaining alkaline detergent residues.
Vor allen Dingen in gewerblichen Wäschereien ist es üblich, die ge¬ waschenen Textilien im Anschluß an den Waschvorgang mit einem Be¬ handlungsmittel nachzubehandeln, das nicht nur texti lweichmachende Wirkstoffe sondern auch freie Säure enthält, wobei die freie Säure dazu dient, eventuell nicht ausgespülte alkalische Waschmittelrück¬ stände auf den Textilien unter Salzbildung zu neutralisieren. Des¬ halb ist es erforderlich, daß die im allgemeinen wäßrigen Textil- Nachbehandlungsmittel eine Menge an freier Säure enthalten, die zu einem niedrigen pH-Wert der Texti lweichmacher-Dispersionen führt. Zum Weichmachen von Textilien werden seit langem quartäre Ammonium¬ verbindungen verwendet, die wegen ihres kationischen Charakters leicht und vollständig auf die negativ geladene Faseroberfläche auf¬ ziehen. Wegen ihrer leichten biologischen Abbaubarkeit haben in letzter Zeit vor allem solche quartäre Ammoniumverbindungen an In-
teresse gewonnen, die Fettacyloxyalkylreste am Stickstoff gebunden enthalten. Derartige Verbindungen sind ebenfalls seit langem be¬ kannt, beispielsweise aus der DE-A-16 19 058, der DE-A-19 35 499 oder der US 3,915,867. Man kann diese Verbindungen beispielsweise leicht durch Veresterung von Alkanolaminen mit Fettsäuren oder durch Umesterung von Fettsäureestern mit Alkanolaminen und anschließender Quaternierung herstellen. Entsprechende Verfahren zur Herstellung in großtechnischen Maßstab sind ebenfalls seit langem bekannt.Above all in commercial laundries, it is customary to aftertreat the washed textiles after the washing process with a treatment agent which contains not only textile-softening active ingredients but also free acid, the free acid serving to serve, possibly not rinsed out alkaline Neutralize detergent residues on the textiles with salt formation. It is therefore necessary that the generally aqueous textile aftertreatment agents contain an amount of free acid which leads to a low pH of the fabric softener dispersions. Quaternary ammonium compounds have long been used to soften textiles, which, because of their cationic character, easily and completely absorb onto the negatively charged fiber surface. Because of their easy biodegradability, such quaternary ammonium compounds in particular have recently Interest obtained that contain fatty acyloxyalkyl residues bound to nitrogen. Such compounds have also been known for a long time, for example from DE-A-16 19 058, DE-A-19 35 499 or US 3,915,867. These compounds can be easily prepared, for example, by esterification of alkanolamines with fatty acids or by transesterification of fatty acid esters with alkanolamines and subsequent quaternization. Corresponding processes for the production on an industrial scale have also been known for a long time.
Die genannten quartären Ammoniumverbindungen mit Fettacyloxyalkylre- sten neigen naturgemäß in wäßrigem Medium zur Hydrolyse am Acylrest. Nach der Lehre der EP-A-239 910 soll für bestimmte kationische Weichmacher mit Esterbindungen das Optimum an Hydrolysestabilität in wäßrigem Medium bei einem pH-Wert von 2,5 bis 4,2 in 0,5- bis 1,5- Gew.-%iger Verdünnung vorliegen. Oberhalb und unterhalb dieses pH- Wert-Bereiches sollen die wäßrigen Wirkstoff-Dispersionen unter hy¬ drolytischer Zersetzung der Wirkstoffe zunehmend instabil werden. Für Textilweichmacher-Dispersionen, die in gewerblichen Wäschereien zusätzlich zum Weichmachen der Textilien die Funktion der Neutrali¬ sation alkalischer Waschmittelreste zu übernehmen haben, ist es er¬ forderlich, daß die Dispersionen trotz ihres hohen Säureanteils auch bei längerer Lagerung ausreichend hydrolysestabil sind. Beim Einsatz der aus ökologischen Gründen bevorzugten quatären Amπioniumverbindun- gen mit einer, zwei oder drei langkettigen Acyloxyalkylgruppen tre¬ ten hierbei Schwierigkeiten auf, die sich dadurch äußern, daß saurer eingestellte Dispersionen mit den oben genannten Wirkstoffen bei längerer Lagerung instabil sind.The quaternary ammonium compounds mentioned with fatty acyloxyalkyl residues naturally tend in an aqueous medium to hydrolize the acyl radical. According to the teaching of EP-A-239 910, the optimum of hydrolysis stability in aqueous medium at a pH of 2.5 to 4.2 in 0.5 to 1.5% by weight should be achieved for certain cationic plasticizers with ester bonds. % dilution. Above and below this pH range, the aqueous active ingredient dispersions are to become increasingly unstable with hydrolytic decomposition of the active ingredients. For textile softener dispersions which, in addition to softening the textiles, have to take over the function of neutralizing alkaline detergent residues in commercial laundries, it is necessary that the dispersions are sufficiently stable to hydrolysis, even after prolonged storage, despite their high acid content. When using the quaternary ammonium compounds which are preferred for ecological reasons and have one, two or three long-chain acyloxyalkyl groups, difficulties arise which are manifested by the fact that more acidic dispersions with the above-mentioned active ingredients are unstable after prolonged storage.
Die Aufgabe der vorliegenden Erfindung bestand daher darin, wäßrige Texti lweichmacher-Dispersionen auf Basis von quartären Ammoniumver¬ bindungen mit einer, zwei oder drei langkettigen Acyloxyalkylgruppen bereitzustellen, die sauer eingestellt sind und auch bei längerer Lagerung hydrolysestabil sind. Diese Aufgabe wird erfindungsgemäß
durch Dispersionen gelöst, die auf einem pH-Wert von unter 5 bei einem Gehalt der Dispersionen an quartären Ammoniumverbindungen im Bereich von 3 bis 20 Gew.-%, vorzugsweise 5 bis 15 eingestellt sind und die durch einen Zusatz eines langkettigen primären und/oder se¬ kundären Amins gekennzeichnet sind. Die erfindungsgemäßen Texti1- weich acher-Dispersionen sind überraschenderweise trotz ihres hohen Säureanteils auch bei längerer Lagerung stabil.The object of the present invention was therefore to provide aqueous plasticizer dispersions based on quaternary ammonium compounds with one, two or three long-chain acyloxyalkyl groups which are acidic and are hydrolysis-stable even after prolonged storage. This object is achieved according to the invention solved by dispersions which are adjusted to a pH of less than 5 with a content of the dispersions of quaternary ammonium compounds in the range of 3 to 20% by weight, preferably 5 to 15, and which are obtained by adding a long-chain primary and / or se ¬ secondary amines are marked. The textile-soft acher dispersions according to the invention are surprisingly stable despite their high acid content even after prolonged storage.
Die zuvor beschriebenen Textilweichmacher-Dispersionen können als Wirkstoff zwar grundsätzlich quartäre Arnmoniumverbindungen enthal¬ ten, die entweder eine oder zwei oder drei Fettacyloxyalkylreste enthalten. Da derartige Verbindungen im industriellen Maßstab aber nur aufwendig herstellbar sind, sind Textilweichmacher-Dispersionen bevorzugt, die quartäre Arnmoniumverbindungen in Form eines Gemisches von Verbindungen mit einer, zwei oder drei Fettacyloxyalkylresten, insbesondere mit einer, zwei oder drei Fettacyloxyethylresten ent¬ halten. Dabei werden solche Textilweichmacher-Dispersionen bevor¬ zugt, die in dem Gemisch der quartären Arnmoniumverbindungen solche Verbindungen enthalten, bei denen der Anteil mit zwei Fettacyloxyal¬ kylresten größer ist als der Anteil quartärer Arnmoniumverbindungen mit einem oder drei Fettacyloxyalkylresten. Als quartäre Arnmonium¬ verbindungen mit Fettacyloxyalkylresten kommen außer den bereits genannten Verbindungen mit Fettacyloxyethylresten auch solche Pro¬ dukte in Frage, die quartäre Arnmoniumverbindungen mit anderen Fett¬ acyloxyalkylresten als Fettacyloxyethylreste enthalten, beispiels¬ weise quartäre Arnmoniumverbindungen mit Fettacyloxypropylresten und mit Fettacyloxyisopropylresten. Die Fettacylreste können sich von gesättigten und ungesättigten, verzweigten oder unverzweigten Fett¬ säuren ableiten. Im allgemeinen leiten sie sich von Fettsäuren ab, die 12 bis 22 Kohlenstoffatome enthalten. Falls es für die erfin¬ dungsgemäßen Textilweichmacher-Dispersionen wichtig ist, daß sie eine niedrige Viskosität haben, verwendet man vorzugsweise solche
quartären Arnmoniumverbindungen, die einen hohen Anteil an Fettacyl- resten haben, die sich ganz oder teilweise von ungesättigten Fett¬ säuren ableiten, die zu einem überwiegenden Anteil in cis-For vor¬ liegen.The textile softener dispersions described above can in principle contain quaternary ammonium compounds as the active ingredient which contain either one or two or three fatty acyloxyalkyl radicals. However, since such compounds can only be prepared on an industrial scale in a complex manner, textile plasticizer dispersions are preferred which contain quaternary ammonium compounds in the form of a mixture of compounds having one, two or three fatty acyloxyalkyl radicals, in particular one, two or three fatty acyloxyethyl radicals. Preference is given to textile softener dispersions which contain compounds in the mixture of quaternary ammonium compounds in which the proportion with two fatty acyloxyalkyl radicals is greater than the proportion of quaternary ammonium compounds with one or three fatty acyloxyalkyl radicals. As quaternary ammonium compounds with fatty acyloxyalkyl radicals, in addition to the compounds with fatty acyloxyethyl radicals already mentioned, those products are also suitable which contain quaternary ammonium compounds with fatty acyloxyalkyl radicals other than fatty acyloxyethyl radicals, for example quaternary arnmonium compounds with fatty acyloxypropyl radicals and with fatty acyloxy propyl radicals. The fatty acyl radicals can be derived from saturated and unsaturated, branched or unbranched fatty acids. In general, they are derived from fatty acids containing 12 to 22 carbon atoms. If it is important for the textile plasticizer dispersions according to the invention that they have a low viscosity, those are preferably used quaternary ammonium compounds which have a high proportion of fatty acyl residues which are wholly or partly derived from unsaturated fatty acids which are predominantly present in cis-For.
Der erfindungsgemäß wichtige Zusatz eines langkettigen primären und/oder sekundären Amins bewirkt außer der damit verbundenen ge¬ ringfügigen Heraufsetzung des pH-Werts überraschenderweise eine sig¬ nifikante Verbesserung der Lagerstabilität der sauer eingestellten Textilweichmacher-Dispersionen. Unter langkettigen primären bzw. sekundären Aminen im Sinne der vorliegenden Erfindung sind Verbin¬ dungen zu verstehen, die einen langkettigen Fettalkyl- oder -alke- nylrest enthalten. Verbindungen die nur einen langkettigen Fettal¬ kyl- oder -alkenylrest enthalten, können im übrigen neben Wasser¬ stoff einen C\- bis C-3-Alkylrest enthalten. Sie entfalten ihre Wir¬ kung insbesondere in Textilweichmacher-Dispersionen, die auf einen pH-Wert von unter 3, vorzugsweise von unter 2 eingestellt sind. Zur Einstellung eines derart niedrigen pH-Wertes geeignete Säuren sind vorzugsweise Säuren aus der Glykolsäure, Milchsäure, Citronensäure oder Phophorsäure umfassenden Gruppe. Sie werden den Textilweichma¬ cher-Dispersionen in solchen Mengen zugesetzt, daß damit der ge¬ wünschte niedrige pH-Wert eingestellt wird. Außer den genannten be¬ vorzugten Säuren zur Einstellung des niedrigen pH-Werts können im Bedarfsfall noch andere organische oder anorganische Säuren verwen¬ det werden, sofern sie ausreichend stark sauer sind und mit den Ma¬ terialien und Textilien, mit denen sie bei der Behandlung in Berüh¬ rung kommen, verträglich sind.The addition of a long-chain primary and / or secondary amine, which is important according to the invention, surprisingly brings about, in addition to the associated slight increase in the pH, a significant improvement in the storage stability of the acidified textile-plasticizer dispersions. Long-chain primary or secondary amines for the purposes of the present invention are to be understood as compounds which contain a long-chain fatty alkyl or alkene radical. In addition to hydrogen, compounds which contain only one long-chain fatty alkyl or alkenyl radical may also contain a C 1 -C 3 -alkyl radical. They have their effect in particular in textile plasticizer dispersions which are adjusted to a pH of less than 3, preferably less than 2. Acids suitable for setting such a low pH are preferably acids from the group comprising glycolic acid, lactic acid, citric acid or phosphoric acid. They are added to the textile softener dispersions in such amounts that they set the desired low pH. In addition to the preferred acids mentioned for setting the low pH, other organic or inorganic acids can be used if required, provided they are sufficiently acidic and with the materials and textiles with which they are used in the treatment Come, are tolerated.
Zur Verbesserung der Lagerstabilität der erfindungsgemäßen Texti1- weichmacher-Dispersionen besonders bewährt hat sich als Amin ein sekundäres Amin mit zwei C12- bis C22-Alkyl- oder-Alkenylgruppen. Dabei ist besonders bevorzugt das Ditalgalkylamin. Für die Erzielung der stabi litätsverbessernden Wirkung ist nur ein relativ geringer
Zusatz an Amin erforderlich. Im allgemeinen reichen 0,5 bis 5 Gew.-% bezogen auf die Textilweichmacher-Dispersionen, wobei ein Zusatz von 1 bis 3 Gew.-% bevorzugt ist.To improve the storage stability of the textile softener dispersions according to the invention, a secondary amine with two C12 to C22 alkyl or alkenyl groups has proven particularly useful as the amine. The ditallow alkylamine is particularly preferred. Only a relatively small amount is needed to achieve the stability-improving effect Addition of amine required. In general, 0.5 to 5% by weight, based on the fabric softener dispersions, is sufficient, with an addition of 1 to 3% by weight being preferred.
Die erfindungsgemäßen Textilweichmacher-Dispersionen können zusätz¬ lich in wäßrigen Textilweichmacher-Dispersionen übliche Hilfsstoffe wie beispielsweise Dispergatoren, Konservierungsmittel, anorganische oder organische Elektrolyte, Puffersubstanzen, Viskositätsstellmit¬ tel, Farbstoffe, Duftstoffe oder Lösungsmittel enthalten. In einer weiteren Ausführungsform können die erfindungsgemäßen Textilweichma¬ cher-Dispersionen neben quartären Arnmoniumverbindungen mit einer, zwei oder drei Fettacyloxyalkylresten zusätzlich einen oder mehrere andere weichmachende Wirkstoffe anderer Verbindungsklassen enthal¬ ten. Beispiele hierfür sind Sorbitanester, quellfähige Schichtsili¬ kate, Fettsäurekondensationsprodukte mit Polya inen, quartäre Arnmo¬ niumverbindungen mit Fettalkyl- bzw. -alkenylresten, Alkypolyglyco- side oder Fettsäure.
The textile plasticizer dispersions according to the invention can additionally contain auxiliaries customary in aqueous textile plasticizer dispersions, such as, for example, dispersants, preservatives, inorganic or organic electrolytes, buffer substances, viscosity regulators, dyes, fragrances or solvents. In a further embodiment, in addition to quaternary ammonium compounds with one, two or three fatty acyloxyalkyl radicals, the textile softener dispersions according to the invention can additionally contain one or more other plasticizing active ingredients of other classes of compounds. Examples include sorbitan esters, swellable layered silicates, fatty acid condensation products with polyaines, quaternary ammonium compounds with fatty alkyl or alkenyl radicals, alkypolyglycosides or fatty acid.
B e i s p i e l eB e i s p i e l e
Die folgenden Beispiele demonstrieren die überlegene Lagerstabilität der erfindungsgemäßen Texti lweichmacher-Dispersionen. Als texti1- weichmachender Wirkstoff wurde ein handelsübliches Gemisch quartärer Ammonium-Verbindungen, deren Hauptbestandteil Methyl-hydroxyethyl- di-(talgacyloxyethyl-)ammonium-methosulfat war, verwendet. Der er¬ findungsgemäß die Lagerstabilität verbessernde Zusatz war handelsüb¬ liches Ditalgalkylamin. Tabelle 1 enthält die Zusammensetzung (Gew.-%) von 4 Textilweichmacher-Dispersionen des Standes der Tech¬ nik I bis IV und von 4 erfindungsgemäßen Textilweichmacher-Disper¬ sionen V bis VIII, deren ebenfalls in der Tabelle angegebener pH- Wert mit verschiedenen Säuren eingestellt wurde. Die Lagerstabilität wurde frisch und nach 4 Wochen Lagerung beurteilt und in der letzten Zeile von Tabelle 1 aufgeführt.
The following examples demonstrate the superior storage stability of the plasticizer dispersions of the invention. A commercially available mixture of quaternary ammonium compounds, the main constituent of which was methyl hydroxyethyl di (tallow acyloxyethyl) ammonium methosulfate, was used as the textile-softening active ingredient. The additive improving the storage stability according to the invention was commercially available ditallow alkylamine. Table 1 contains the composition (% by weight) of 4 fabric softener dispersions of the prior art I to IV and of 4 fabric softener dispersions V to VIII according to the invention, the pH of which is also given in the table with various acids was discontinued. The storage stability was assessed fresh and after 4 weeks of storage and listed in the last line of Table 1.
Tabel le 1Table 1
Alle erfindungsgemäßen Textilweichmacher-Dispersionen waren nach 4-wöchiger Lagerung noch homogen, während die Amin-freien Dispersio¬ nen Phasentrennung aufwiesen.
All textile plasticizer dispersions according to the invention were still homogeneous after 4 weeks of storage, while the amine-free dispersions had phase separation.
Claims
1. Wäßrige Texti lweichmacher-Dispersionen auf Basis von quartären Arnmoniumverbindungen mit einer, zwei oder drei langkettigen Acyloxyalkylgruppen, dadurch gekennzeichnet, daß die Dispersionen auf einen pH-Wert von unter 5 bei einem Gehalt der Dispersionen an quartären Arnmoniumverbindungen im Bereich von 3 bis 20 Gew.-%, vorzugsweise 5 bis 15 eingestellt sind und weiter gekennzeichnet durch einen Zusatz eines langket¬ tigen primären und/oder sekundären Amins.1. Aqueous textile softener dispersions based on quaternary ammonium compounds with one, two or three long-chain acyloxyalkyl groups, characterized in that the dispersions to a pH of less than 5 with a content of the dispersions of quaternary ammonium compounds in the range of 3 to 20 wt .-%, preferably 5 to 15 are set and further characterized by the addition of a long-chain primary and / or secondary amine.
2. Textilweichmacher-Dispersionen nach Anspruch 1, dadurch gekennzeichnet, daß sie auf einen pH-Wert von unter 3, insbesondere von unter 2 eingestellt sind.2. Textile plasticizer dispersions according to claim 1, characterized in that they are adjusted to a pH of less than 3, in particular less than 2.
3. Textilweichmacher-Dispersionen nach Anspruch 1 oder 2, dadurch gekennzeichnet, daß deren pH-Wert mit einer Säure aus der Glykolsäure, Milchsäu¬ re, Citronensäure oder Phosphorsäure umfassenden Gruppe einge¬ stellt ist.3. Textile plasticizer dispersions according to claim 1 or 2, characterized in that their pH is adjusted with an acid from the group consisting of glycolic acid, lactic acid, citric acid or phosphoric acid.
4. Textilweichmacher-Dispersionen nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß das Amin ein sekundäres Amin mit zwei C12- bis C22-Alk l- oder-Alkenylgruppen ist.4. Textile plasticizer dispersions according to one of claims 1 to 3, characterized in that the amine is a secondary amine with two C12 to C22 alk l or alkenyl groups.
5. Texti lweichmacher-Dispersionen nach einem der Ansprüche 1 bis 4, dadurch gekennzeichnet, daß das Amin Ditalgalkyla in ist. 5. Textile plasticizer dispersions according to one of claims 1 to 4, characterized in that the amine is ditallowalkyla in.
6. Textilweichmacher-Dispersionen nach einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, daß das Amin in den Dispersionen zu 0,5 bis 5 vorzugsweise zu 1 bis 3 Gew.-% enthalten ist. 6. Textile plasticizer dispersions according to one of claims 1 to 5, characterized in that the amine is contained in the dispersions to 0.5 to 5, preferably 1 to 3 wt .-%.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4229649.8 | 1992-09-04 | ||
| DE19924229649 DE4229649A1 (en) | 1992-09-04 | 1992-09-04 | Aqueous textile softener dispersions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1994005754A1 true WO1994005754A1 (en) | 1994-03-17 |
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ID=6467284
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP1993/002308 WO1994005754A1 (en) | 1992-09-04 | 1993-08-26 | Aqueous textile softener dispersions |
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| Country | Link |
|---|---|
| DE (1) | DE4229649A1 (en) |
| WO (1) | WO1994005754A1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015075063A1 (en) * | 2013-11-21 | 2015-05-28 | Unilever Plc | Composition |
| US10588839B2 (en) | 2013-11-21 | 2020-03-17 | Conopco, Inc. | Method of shaping hair |
| US10617615B2 (en) | 2013-11-21 | 2020-04-14 | Conopco, Inc. | Method of treating hair |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1883691A2 (en) | 2005-05-18 | 2008-02-06 | Stepan Company | Low solids, high viscosity fabric softener compositions and process for making the same |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0206375A1 (en) * | 1985-05-28 | 1986-12-30 | Unilever N.V. | Liquid cleaning and softening compositions |
| EP0239910A2 (en) * | 1986-04-02 | 1987-10-07 | The Procter & Gamble Company | Biodegradable fabric softeners |
| EP0404471A1 (en) * | 1989-06-19 | 1990-12-27 | Unilever Plc | Fabric softening composition |
-
1992
- 1992-09-04 DE DE19924229649 patent/DE4229649A1/en not_active Withdrawn
-
1993
- 1993-08-26 WO PCT/EP1993/002308 patent/WO1994005754A1/en active Application Filing
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0206375A1 (en) * | 1985-05-28 | 1986-12-30 | Unilever N.V. | Liquid cleaning and softening compositions |
| EP0239910A2 (en) * | 1986-04-02 | 1987-10-07 | The Procter & Gamble Company | Biodegradable fabric softeners |
| EP0404471A1 (en) * | 1989-06-19 | 1990-12-27 | Unilever Plc | Fabric softening composition |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015075063A1 (en) * | 2013-11-21 | 2015-05-28 | Unilever Plc | Composition |
| US10588839B2 (en) | 2013-11-21 | 2020-03-17 | Conopco, Inc. | Method of shaping hair |
| US10617615B2 (en) | 2013-11-21 | 2020-04-14 | Conopco, Inc. | Method of treating hair |
Also Published As
| Publication number | Publication date |
|---|---|
| DE4229649A1 (en) | 1994-03-10 |
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