WO1996015213A1

WO1996015213A1 - Textile softening agents

Info

Publication number: WO1996015213A1
Application number: PCT/EP1995/004349
Authority: WO
Inventors: Ansgar Behler; Manfred Weuthen; Günther Uphues; Almud Folge; Karlheinz Hill
Original assignee: Henkel Kommanditgesellschaft Auf Aktien
Priority date: 1994-11-14
Filing date: 1995-11-06
Publication date: 1996-05-23
Also published as: EP0792337A1; ES2128785T3; EP0792337B1; DE59505051D1; ATE176494T1; DE4440620A1

Abstract

The invention concerns the general field of textile treatment agents used in the household and textile industry and relates to agents which impart exceptional softness to textiles. The textile softening agents contain as softeners alkyl, alkenyl and/or acyl group-containing sugar derivatives, which are very well tolerated from the ecological point of view, and special combinations of non-ionic and cationic emulsifiers. The effect of the combination of non-ionic emulsifiers and cationic emulsifiers selected from the group comprising quaternary alkoxylated alkylamines, quaternary fatty acid alkanolamine esters and quaternary alkylamines is that the softening power of the softeners is not impaired and stable aqueous dispersions of the softeners are rendered possible over wide concentration ranges.

Description

'Textile softener'

The invention lies in the general field of textile treatment agents for the household and in textile technology and relates to agents for textiles which give them excellent softness. The textile softening agents contain sugar derivatives which carry ecologically very well tolerated alkyl, alkenyl and / or acyl residues, as well as special combinations of non-ionic and cationic emulsifiers. The special combination of non-ionic emulsifiers and cationic emulsifiers has the effect that the softness of the plasticizers does not deteriorate and stable aqueous dispersions of the plasticizers are possible over a wide range of concentrations.

Textile softening agents are understood in the context of the invention means which can be used both in textile technology for finishing, for example, yarns, fibers, knitted fabrics, fabrics and nonwovens, and in private households for aftertreatment of washed textiles. For the purposes of the invention, the textile softening agents contain plasticizers and an emulsifier combination which enable stable aqueous dispersions of the plasticizers.

Plasticizers are used in textile technology and in the home for finishing, for example to produce a pleasant, fluffy feel, to increase wearing comfort, to improve the processing properties or also to care for the textiles Quaternary ammonium compounds are used, since they are particularly easy to pull onto textiles.

The classic plasticizer distearyldimethylam onium chloride has become a subject of environmental discussion in recent years due to its aquatic toxicity. It has now been replaced by quaternized difatty acid alkanolamine esters, so-called esterquats, which are classified as better in their environmental behavior.

Recently there have been tendencies to provide plasticizers which contain compounds as main plasticizing components which no longer have any quaternary nitrogen groups.

For example, German Offenlegungsschrift DE-A-43 01 459 describes aqueous fabric softeners which can contain sugar or polysaccharide derivatives such as saccharide difatty acid esters or fatty alkyl polyglycoside fatty acid esters as non-ionic plasticizers. In order to obtain stable aqueous dispersions, according to this teaching, in addition to the optional addition of non-ionic emulsifiers such as fatty alcohol ethoxylates, the presence of cationic protective colloids such as chitosan is necessary. Such agents show good fabric softening effects, but if chitosan is also used as a cationic protective colloid, it is necessary to use organic acids as solubilizers. In addition, chitosan is only effective as a protective colloid in acidic medium.

It was an object of the present invention to provide new textile softening agents whose main softening components have no quaternary nitrogen compounds. In addition, the main plasticizing components should show very good softness performances, which are comparable to those of the classic plasticizers. Since the textile softening agents are generally used as aqueous dispersions at the same time, it was necessary to find emulsifiers for the plasticizing main components, which on the one hand did not negatively influence the softness performance of the main components. On the other hand, the emulsifiers should ensure stable aqueous dispersions, especially with different contents of main plasticizing components, without being dependent on the addition of solubilizers.

Surprisingly, the requirements are met if the textile softening agents contain sugar derivatives carrying alkyl, alkenyl and / or acyl residues as the main softening components, and special emulsifier combinations of nonionic emulsifiers and cationic emulsifiers.

The present invention therefore relates to textile softening agents containing, as plasticizers, alkyl, alkenyl and / or acyl radicals with 8 to 24 carbon atoms and sugar derivatives, as well as emulsifier combinations selected from at least one nonionic emulsifier and at least one cationic emulsifier the group of the al) quaternized alkoxylated alkylamines of the general formula (I)

where R = an aliphatic hydrocarbon residue with 6-22 carbon atoms

R '= H or CH3 x, y, z = independently of one another are a number from 1 to 20, where the sum x + y + z> 3,

A "- Anion mean

a2) quaternized fatty acid alkanolamine ester of the general formula (II)

- (C, "H2 _m 0) _v - (II)

in the R C0 - a saturated or unsaturated acyl group with 12 to 22 C atoms, R ² a group IC0 (0C _m H2m) w - _• ^an alkyl group with 1 - 4 C atoms or a hydroxyalkyl group with 2 - 4 C atoms and R3 is an alkyl group with 1 to 4 carbon atoms or a hydroxyalkyl group with 2 to 4 carbon atoms, in each case 2 or 3, u, v and w in each case a number from 1 to 4 and A "is an anion and

a3) quaternized alkylamines of the formula (III)

in the R ⁴ an aliphatic hydrocarbon radical with 6 to 22 carbon atoms, and

R5 is an aliphatic hydrocarbon radical having 1 to 4 carbon atoms or the group (CH2CHR7θ) ₀ H, where R7 * H or CH3 and 0 is a number from 1 to 20 and

R6 is an aliphatic hydrocarbon with 1 to 4 carbon atoms or the group (CH2CHR ⁷ 0) _n H, where R? = H or CH3 and n is a number from 1 to 20 and

R8 H or an aliphatic hydrocarbon radical with 1 to 4 carbon atoms and

B "mean an anion.

For the purposes of the invention, the term "sugar derivatives" includes derivatives of mono- and / or disaccharides and of oligoglycosides. This also includes the derivatives of hydrogenated monosaccharides such as xylitol, sorbitol and sorbitan. Furthermore, the terms "main plasticizing component" and "plasticizer" are used synonymously in the present application.

For the purposes of the invention, it is essential that the mono- and / or disaccharides and the oligoglycosides carry at least one, preferably at least two, alkyl, alkenyl and / or acyl radicals which have 8 to 24 carbon atoms. The alkyl, alkenyl and / or acyl radicals having 8 to 24 carbon atoms can be glycosidically or linked to the sugars via an ester bond. For the purposes of the invention it is possible for the sugars to carry, in addition to the two alkyl, alkenyl and / or acyl radicals having 8 to 24 carbon atoms, further alkyl, alkenyl and / or acyl radicals, these further radicals having no restriction on C. -Atoms are subject. These further radicals, which may also be glycosidically linked or linked to the sugars via an ester compound, preferably have 1 to 24 carbon atoms. The highest possible number of alkyl, alkenyl and / or acyl residues results from the number of free OH groups of the sugar, it being preferred for the mono- and disaccharides that at least one free OH group and Preferred at least 2 free OH groups remain. For the monosaccharides and disaccharides, it is recommended that about half of the free OH groups originally present remain free, and the rest, linked, carries the alkyl, alkenyl and / or acyl radicals.

Examples of suitable mono- and / or disaccharides are glucose, mannose, galactose, xylose, maltose, lactose, sucrose and Cl-C4-alkyl glycosides such as methyl glucoside. Examples of suitable hydrogenated monosaccharides are xylitol, sorbitan and sorbitol. Of these, glucose, methyl glucoside and sucrose are preferred. Instead of or in a mixture with the sugar derivatives of mono- and / or disaccharides, derivatives of alkyl and / or alkylene oligoglycosides of the formula (IV)

R ⁹ - 0 - [G] _p (IV)

in which R9 stands for alkyl or alkenyl residues with 1 to 24 C atoms, [G] for a sugar residue with 5 or 6 C atoms and p stands for a number from 1 to 10, as plasticizers in the textile softening agents . Alkyl and / or alkenyl oligoglycosides are known substances which can be obtained by the relevant methods of preparative organic chemistry. A process for their production is, for example, the acid-catalyzed acetalization of glucose with fatty alcohols. Representative of the extensive literature, reference is made to the European patent application EP-A-0301 298.

Derivatives of alkyl and / or alkenyl oligoglycosides are preferred which are derived from aldoses or ketoses and, because of their ready availability, in particular from glucose, so that [G] in formula (IV) preferably represents glucose. The index number p in the general formula (IV) indicates the degree of oligomerization (DP degree), ie the number of aldoses or ketoses linked to one another by glycosides. For a certain alkyl and / or alkenyl oligoglycoside, the value p is an analytically determined arithmetic parameter, which usually represents a fractional number. Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 3.0 are preferred; those alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is between 1.2 and 1.7 are particularly preferred.

The R 1 radical can be derived from saturated and / or unsaturated primary alcohols having 1 to 24, preferably 8 to 24, carbon atoms. Typical examples are 2-ethylhexanol, caprylic alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, gaducyl alcohol, arachyl alcohol, arachyl alcohol, arachyl alcohol which these alcohols can contain in different amounts.

As already explained, it is essential for the purposes of the invention that the sugars carry at least one, preferably at least two alkyl, alkenyl and / or acyl radicals which have 8 to 24 carbon atoms. Based on the group of the derivatives of the alkyl and / or alkenyl oligoglycosides of the formula (IV), this means that those from the group of the alkyl and / or alkenyl glycosides which, when R9 is an alkyl or alkenyl radical, are particularly preferred 8 to 24 carbon atoms, carry at least one further alkyl, alkenyl and / or acyl radical with 8 to 24 carbon atoms in order to obtain particularly preferred sugar derivatives with at least two alkyl, alkenyl and / or acyl radicals. If R ^ in the formula (IV) is an alkyl or alkenyl radical having 1 to 7 carbon atoms, this means that those from the group of the alkyl and / or alkenyl glycosides of the formula (IV) are particularly preferred, the two further alkyl, alkenyl and / or acyl radicals with 8 to 24 carbon atoms in order to arrive at the particularly preferred sugar derivatives with at least two alkyl, alkenyl and / or acyl radicals with 8 to 24 carbon atoms. As usual, technical mixtures of the sugars of the type described are preferably used, and in the case of the derivatives of the alkyl and / or alkenyl oligoglycosides of the formula (IV) according to the preferred type, these technical mixtures are preferably over 50% by weight of alkyl and / or contain alkenyl oligoglycosides with at least two alkyl, alkenyl and / or acyl radicals.

Very particularly preferred examples from the group of mono- and disaccharides are methyl glucoside difatty acid esters such as methyl glucoside distearate and sucrose tetrafatty acid esters such as sucrose tetrastearate. Suitable examples from the group of alkyl and / or alkenyl oligoglycosides are fatty alkyl oligoglucoside fatty acid monoesters such as lauryl oligoglucoside lauric acid ester, lauryl oligoglucoside stearic acid ester and stearyl oligoglucoside stearyl acid ester, the degree of oligomerization being between 1.2 and 1.7. Suitable examples from the group of hydrogenated monosaccharides are sorbitan ono and trifatty acid esters such as sorbitan mono and tristearate.

In addition to the sugar derivatives, the textile plasticizers according to the invention contain emulsifier combinations of nonionic and cationic emulsifiers as plasticizers. Quaternized alkoxylated alkylamines of the formula (I), quaternized fatty acid alkanolamine esters of the general formula (II) and / or quaternized alkylamines of the formula (III) are present as cationic emulsifiers.

The quaternized alkoxylated alkylamines of the formula (I) are known compounds which can be prepared, for example, according to DE-A-20 52 321 by ethoxylation of the corresponding alkylamines in the presence of water and subsequent neutralization. The products are obtained as thin, liquid aqueous solutions. Preferred are solutions of the quaternized alkoxylated alkylamines of the formula (I) which have an active substance content of 40 to 60% by weight. The aqueous solutions are preferably adjusted to a pH of 6 to 8.

If phosphoric acid is used for the neutralization, A ~ in formula (I) represents a corresponding equivalent proportion of the phosphate. On the basis of the pH set, it can be assumed that the anion is H2P04 "and / or HPO4 ² -.

Within the group of quaternized alkoxylated alkylamines of the formula

(I), preference is given to those in which R represents an aliphatic hydrocarbon radical having 12 to 22 carbon atoms and x, y, z independently of one another represent a number from 1 to 10, the sum of x + y + z is in the range from 3 to 10. The quaternized ethoxylated alkylamines (R'-H) are particularly suitable.

In the quaternized fatty acid alkanolamine esters of the general formula

(II) are also known compounds which can be obtained by the relevant methods of preparative chemistry and are usually referred to as "esterquats". WO 91/01295 describes a process for their preparation, according to which fatty acids are reacted with triethanolamine in the presence of reducing agents and with passage of air, and the diesters obtained are then quaternized with alkylating agents such as dimethyl sulfate, trimethyl phosphate or methyl halide. Since these are technical products, the ester quats of the general formula (II) are always mixtures of quaternized mono-, di- and tri-esters. If desired, the ester quats can be used in the form of organic solutions, for example dissolved in a branched lower alcohol such as isopropanol.

For the purposes of the invention, preference is given to quaternized fatty acid alkanolamine esters of the general formula (II) in which R ^ O represents an acyl group which is derived from pure fatty acids or technical mixtures of fatty acids such as lauric, myristic, palmitic, stearic, derives oleic, elaidic, petroselinic, linoleic, linolenic, arachic, behenic and / or erucic acid. In the formula (II) R C0 very particularly preferably stands for a saturated acyl group with 16 and / or 18 C atoms, R3 for a methyl group, m for the number 2, u, v and w for the number 1 and A ~ for a halide, methosulfate or methophosphate.

The quaternized alkylamines of the formula (III) are also known compounds. The neutralized tertiary amines falling under this group (R8 stands for H) can be neutralized by trialkylamines (R5 and R *> standing for an aliphatic hydrocarbon residue) or alkoxyalkylamines (R-5 and / or R ^ standing for the group) (CH2CHR ⁷ 0) _n H). Inorganic acids such as hydrochloric acid are preferably used for neutralization. The neutralization is preferably carried out in situ, ie the non-neutralized amines are used and the pH of the aqueous dispersions of the plasticizer according to the invention is adjusted from neutral to acidic by adding inorganic acids, as a result of which the neutralization of the tertiary amines is achieved. Particularly preferred neutralized tertiary amines of the formula (III) are those in which R ⁵ and R ^{6 represent} a CH2CH20H group (R ⁷ = H, n and o = 1). Within this group, those in which R ^{4 is} a saturated aliphatic hydrocarbon radical having 12 to 18 carbon atoms are particularly suitable. Tallow alkyl diethanolamine in neutralized form is very particularly preferred. Non-ionic emulsifiers are contained in the textile softening agents as a further emulsifier component. Non-ionic emulsifiers which can be used are those known from the prior art, especially those which have no tendency to swell when emulsified in water. Particularly suitable nonionic emulsifiers are compounds selected from the group consisting of b1) ethoxylated and / or propoxylated fatty acids and / or ethoxylated and / or propoxylated fatty acid esters and b2) fatty alcohol polyglycol ethers and / or end group-capped fatty alcohol polyglycol ethers and b3) alkyl and / or alkenyl oligoglycosides.

Ethoxylated and / or propoxylated fatty acids or fatty acid esters are also known compounds which are obtained by ethoxy and / or propoxylation of the fatty acids or fatty acid esters in the presence of catalysts. A process is known from DE-A-40 10 606, according to which ethoxylated and / or propoxylated fatty acid esters with a narrow homolog distribution are obtained, provided that the work is carried out in the presence of hydrophobized hydrotalils as catalysts. However, it is also entirely possible to first produce ethoxylated and / or propoxylated alcohols and then to esterify them with fatty acids.

Depending on the number of carbon atoms in the alcohol and fatty acid residue and the degree of alkoxylation, the products are obtained in liquid or solid form. Suitable ethoxylated and / or propoxylated fatty acids or fatty acid esters are shown in formula (V)

R ¹⁰ C-0 (CH2CH2θ) q (CH ₂ CHCH3θ) _r -R ¹¹ (V)

wherein R ^ CO = an aliphatic acyl radical having 6 to 22 carbon atoms q, r = independently of one another a number from 0 to 20, the Sum q + r> 1, R11 - H or an aliphatic hydrocarbon radical having 1 to 12 carbon atoms.

From this group, particular preference is given to the pure ethoxylates (r = 0) and, within this group, in turn to those for which in the formula (V) R ¹⁰ CO is an aliphatic acyl radical having 12 to 22 C atoms and R ^{11 is} H or one Alkyl radical having 1 to 4 carbon atoms and q is a number from 5 to 15 and r is the number 0.

Examples of fatty acids from which R 1 ° C. can be derived have been described in connection with the ester quats of the formula (II).

The optionally end-capped fatty alcohol polyglycol ethers are also a known class of compounds which can be prepared by appropriate methods in organic chemistry, for example by reacting alkyl halides with ethoxylated and / or propoxylated fatty alcohols in the presence of a catalyst. The fatty alcohol polyglycol ethers can be prepared by known ethoxylation and / or propoxylation of fatty alcohols.

Suitable compounds of these classes of compounds are shown in formula (VI).

R ¹² - (CH2CH2θ) _s (CH ₂ CHCH3θ) _t -R ¹³ (VI),

wherein R ² - an aliphatic hydrocarbon radical with 6 to 22 carbon atoms s, t = independently of one another a number from 0 to 20, the sum of s + t> 2, R! 3 = H or an aliphatic hydrocarbon radical with 1 to 12th C atoms mean.

For the purposes of the invention, preference is given to those compounds of the formula (VI) in which R ^{12 is} an aliphatic hydrocarbon radical having 12 to 22 C atoms, s is a number from 2 to 8, t is a number from 0 to 5 and R ¹³ represents hydrogen or an alkyl radical having 1 to 4 carbon atoms. R ¹² can be derived from pure fatty alcohols or technical mixtures of fatty alcohols such as lauryl, myristyl, palmityl, stearyl, arachidyl, behenyl, oleyl, elaidyl, linoleyl and / or linolenyl alcohol.

The alkyl and / or alkenyl oligoglycosides are also a known class of compounds which can be prepared, for example, by the acid-catalyzed acetalization of glucose with fatty alcohols. As a representative of the large number of literature, reference is made to the European patent application EP-A-0 301 298. Suitable alkyl and / or alkenyl oligoglycosides have been described in connection with formula (IV) of the present patent application.

It has proven to be advantageous if the nonionic emulsifiers are added at least in the same weight ratio, but preferably in smaller amounts in relation to the cationic emulsifiers. Preferred weight ratios of nonionic emulsifiers to cationic emulsifiers are 1: 1 to 3: 1, preferably 1.5: 1 to 2: 1.

The textile plasticizers contain the plasticizer in amounts of 60 to 95% by weight, the emulsifier combination in amounts of 5 to 40% by weight and, if appropriate, in amounts of 0 to 20% by weight of customary auxiliaries. The textile plasticizers preferably contain 70 to 90% by weight of the plasticizer, the emulsifier combination in amounts of 10 to 30% by weight and 0 to 20% by weight of customary auxiliaries. The amounts given relate to the active substance salary. Active substance content is understood to mean the content of plasticizers, emulsifiers and conventional auxiliaries, but not water.

Typical auxiliaries are, for example, pH regulators such as organic and inorganic acids, foam inhibitors, viscosity regulators, antioxidants, colorants, fragrances and soil release active substances. If the not yet neutralized tertiary alkylamines are used as cationic emulsifiers, the addition of acids, as already described, is absolutely necessary to adjust the pH.

The textile softening agents are generally used in the form of their aqueous dispersions. For the household, the usual concentrations of 3 to 6% by weight - based on the active substance content - are set. However, it is also possible to prepare higher concentrates with 10 to 30% by weight of active substance and either subsequently dilute to 3 to 6% by weight or correspondingly smaller amounts are added to the last rinsing bath.

The textile softening agents can also be used in textile technology in the concentrations customary for this purpose, since they can easily be applied by customary methods such as pull-out, immersion centrifugal, padding or spraying methods.

Another object of the present invention relates to a process for the production of textile softening agents according to claim 1, characterized in that the alkyl, alkenyl and / or acyl residues with 8 to 24 carbon atoms are melted and melted with the katio¬ African Emulsifiers are added before they are then added to the aqueous solutions or dispersions of the nonionic emulsifiers. Another subject relates to the use of alkyl, alkenyl and / or acyl radicals having sugar derivatives bearing 8 to 24 carbon atoms in a mixture with nonionic emulsifiers and cationic emulsifiers, selected from the group al), a2) and / or a3) from claim 1, in the form of their aqueous dispersions for softening household linen or as softening aftertreatment agent in textile technology.

B e s p e l e

A) Preparation of the plasticizers AI)

5 g of methyl glucoside distearate were melted and 0.8 g of tallow alkyl diethanolamine were added at 80 ° C. while stirring.

At the same time, an aqueous solution of 1.2 g of a technical C 2 / C 4 fatty alcohol mixture ethoxylated with 2 mol of ethylene oxide (chain distribution CIO: 0-2%; C12: 70-75%; C14: 25-30%; C16: 0-2%) in 93 g of water. The molten mixture was added to the aqueous solution. After cooling, the pH was adjusted to 4.1 with 37% strength by weight aqueous hydrochloric acid. This required approximately 0.1 g of hydrochloric acid.

A2)

Analogous to AI), an aqueous dispersion was prepared, but using 5 g of lauryl oligoglucoside monolauric acid ester (degree of oligomerization DP - 1.2) instead of the glucoside derivative.

A3)

Analogously to AI), an aqueous dispersion was prepared, but with 5 g of sucrose tetrastearate instead of the glucoside derivative.

A4)

5 g of sorbitan monostearate were melted and 0.8 g of an approximately 90% strength by weight solution of methyl-NN-bis (acyloxyethyl) -N- (2-hydroxyethyl) ammonium methosulfate in isopropanol was added at 80 ° C. while stirring . At the same time, an aqueous solution of 1.2 g of an approximately 30% by weight aqueous solution of methyl laurate ethoxylated with 12 mol of ethylene oxide in 93 g of water was prepared. The molten mixture was added to the aqueous solution. A5)

The procedure was similar to A4), but with 5 g of sorbitan tristearate.

A6)

The procedure was analogous to AI), but with 5 g of sorbitan monostearate.

A7)

The procedure was analogous to AI), but with 5 g of sorbitan tristearate.

B) Softness performance

Implementation:

An approximately 25 x 15 cm specimen made of cotton terry was weighed. Da¬ after ^β was in a 1 L beaker with tap water of 20 C, the Be¬ recognized treatment liquor. A fleet ratio (weight of test specimen to fleet quantity) of 1:20 was chosen. Based on the weight of the test object, 0.5% of the active substance of the substance to be tested was distributed in the fleet. The test specimen was now light for 5 min. B. with a stir bar in the fleet. It was then wrung out and air-dried for 24 hours (clothesline). The specimen should be rotated 4 times by 180 ^β C in the first 2 hours to avoid one-sided over-concentrations.

Rating:

Fresh standard tests must always be included to assess the soft grip. The assessment itself was a subjective (haptic) test, in which at least 4 people grab the test tissue and place it on a scale from 1 to 5. 5 means the grip impression of the water standard, ie liquor without active ingredient and is synonymous with the worst grip. The better the grip, the higher the grades, whereby 1 is very good. The result represents the average of the ratings of all test subjects.

Example grip note

AI) 1.9

A2) ² , 0

A3) 1.5

A4) ² , 4

A5) 2.5

A6) 1.9

A7). 2.0

Standard * 2.0

Water 5.0

Distearyldimethylammonium chloride

Claims

Patent claims

1. Textile plasticizers containing as plasticizers alkyl, alkenyl and / or acyl radicals with 8 sugar derivatives bearing 24 C atoms and an emulsifier combination of at least one nonionic emulsifier and at least one cationic emulsifier selected from the group of the al) quaternized alkoxylated alkylamines of the general formula (I)

where R = an aliphatic hydrocarbon radical with 6-22 carbon atoms R '= H or CH3 x, y, z = independently of one another a number from 1 to 20, the sum being x + y + z> 3, A = anion mean

a2) quaternized fatty acid alkanolamine ester of the general formula (II) - (C _m H _2m 0) _v - (II)

in the R- ^ CO - a saturated or unsaturated acyl group with 12 to 22 carbon atoms, R ² a group R ^ OfOC ^ mJw ~ » ^e ™ ^e alkyl group with 1 - 4 carbon atoms or a hydroxyalkyl group with 2 - 4 carbon atoms -Atoms and R ^{3 is} an alkyl group with 1 to 4 carbon atoms or a hydroxyalkyl group with 2 to 4 carbon atoms, in each case 2 or 3, u, v and w in each case a number from 1 to 4 and A "is an anion and

a3) neutralized tertiary amines of the formula (III)

in the R ⁴ an aliphatic hydrocarbon radical having 6 to 22 carbon atoms, and

R5 is an aliphatic hydrocarbon radical with 1 to 4 carbon atoms or the group (CH2CHR ⁷ 0) _o H, where R ⁷ = H or CH3 and 0 is a number from 1 to 20 and RÖ is an aliphatic hydrocarbon with 1 to 4 carbon atoms or the group (CH2CHR ⁷ 0) _n H, where R ⁷ = H or CH3 and n is a number from 1 to 20 and

RÖ H or an aliphatic hydrocarbon radical with 1 to 4 carbon atoms and

B ~ mean an anion.

2. Textile softening agent according to claim 1, characterized in that sugar derivatives with at least two alkyl, alkenyl and / or acyl radicals having 8 to 24 carbon atoms are contained as plasticizers.

3. Textile softening agent according to claim 1, characterized in that the softening agent derivatives of mono- and / or disaccharides and / or of alkyl and / or alkenyl oligoglycosides of the formula (IV)

⁹ - 0 - [G] _p (IV)

in which R ^{9 represents} alkyl or alkenyl radicals with 1 to 24 C atoms, [G] for a sugar radical with 5 or 6 C atoms and p stands for a number from 1 to 10.

4. Textile softening agent according to claim 1, characterized in that it is selected as a non-ionic emulsifier compounds from the group of bl) ethoxylated and / or propoxylated fatty acids and / or

Fatty acid esters b2) fatty alcohol polyglycol ethers and / or end group capped

Fatty alcohol polyglycol ether b3) contain alkyl and / or alkenyl oligoglycosides. 5. Textile softening agent according to claim 1, characterized in that it contains the nonionic emulsifiers in relation to the cationic emulsifiers in a weight ratio of 1: 1 to 3: 1, preferably 1,

5: 1 to 2: 1 included.

6. Textile softening agent according to claim 1, characterized in that it

60 to 95 wt .-% alkyl, alkenyl radicals and / or acyl radicals bearing

Sugar derivatives as plasticizers 5 to 40% by weight of emulsifier combination and 0 to 20% by weight of conventional auxiliaries

- based on the active substance content - included.

7. Textile softening agents according to claim 1, characterized in that they are used in the form of their aqueous dispersions with an active substance content of 2 to 35% by weight.

8. A process for the preparation of aqueous dispersions of textile softening agents according to claim 1, characterized in that the alkyl, alkenyl and / or acyl residues with 8 to 24 carbon atoms carrying sugar derivatives are melted and mixed with the cationic emulsifiers before they are subsequently added be added to aqueous solutions or dispersions of the non-ionic emulsifiers.

9. Use of alkyl, alkenyl and / or acyl radicals with sugar derivatives bearing 8 to 24 carbon atoms in a mixture with nonionic emulsifiers and cationic emulsifiers selected from the group al), a2) and / or a3) from claim 1 in the form of an aqueous dispersion for the softening of household laundry or as a softening after-treatment agent in the textile technology.