WO1991012364A1

WO1991012364A1 - Active agent combination for textile treatment

Info

Publication number: WO1991012364A1
Application number: PCT/EP1991/000207
Authority: WO
Inventors: Theodor Völkel; Peter Sandkühler; Rolf Puchta
Original assignee: Henkel Kommanditgesellschaft Auf Aktien
Priority date: 1990-02-13
Filing date: 1991-02-04
Publication date: 1991-08-22
Also published as: EP0515423A1; JPH05504174A; DE4004294A1; KR920703912A

Abstract

A combination of condensation products of carboxylic acids or their derivatives with hydroxyalky polyamines and quaternary ammonium compounds containing one, two or three acyloxy alkyl groups in the molecule forms a mixture of active agents for softening textiles with a strong softening action which is easily biodegradable and has a long shelf life in aqueous preparations.

Description

"Active ingredient combi atton for textile treatment"

The invention relates to an active ingredient combination for textile treatment based on condensation products of carboxylic acids or carboxylic acid derivatives with hydroxyalkyl polyamines.

Textile treatment agents based on fatty acid condensation products from carboxylic acids or carbonic acid derivatives with hydroxyalkyl polyamines are known, for example, from DE-A-37 30 792. The condensation products described therein contain hydrophilic dispersion accelerators to improve the dispersibility and thus differ from the condensation products of DE-A-3530302. These fatty acid condensation products with dispersion accelerators, like the partially neutralized fatty acid co-condensation products of DE-A-3901 820, are characterized by particularly good dispersibility in cold water. They are therefore excellently suitable for use in highly diluted aqueous liquors for finishing fibers and yarns as well as in detergents and in post-treatment agents for washed textiles to improve the lubricity and softness of the textiles treated with them.

In some cases, however, it is desirable to further improve the softness of the textiles treated with it and then dried. The stability of the viscosity of aqueous textile treatment agents containing fatty acid condensation products, especially at higher active substance contents and after longer storage at low temperatures, can also be improved. It has now surprisingly been found that the desired property improvements can be achieved by a combination with certain quaternary ammonium compounds. The present invention therefore relates to an active ingredient combination for textile treatment containing fatty acid condensation products which additionally contain at least one quaternary ammonium compound with one, two or three acyloxyalkyl groups in the molecule. Such compounds are, for example, from known from DE-A-16 93 145, DE-A-19 35 499, DE-B-24 30 140 or EP-B-22 562. These quaternary ammonium compounds, which contain at least one long residue with an ester group, are notable for good biodegradability. They thus give treated textiles good softness, which, however, according to the teaching of the present invention, can be improved to a level by the combination with the described fatty acid condensation products, which is above the softness performance of the fatty acid condensation products on the one hand and the quaternary ones On the other hand, ammonium compound with ester groups in the long residues can be raised. This synergistic effect is surprising and cannot be derived from the information in the references cited in an obvious manner.

Textile treatment compositions which contain such a combination of active ingredients from fatty acid condensation products and specific quaternary ammonium compounds are notable for their remarkable viscosity stability, even after prolonged storage, and for their unexpectedly good softness. Quaternary ammonium compounds which are particularly suitable for the active compound combination according to the invention contain 2-acyloxyethyl groups, 2-acyloxypropyl groups or 2-acyloxyisoprophyl groups. These are compounds which are known per se for use in textile treatment. In particular, they are quaternary ammonium compounds of the formula I:

Rl R ² R3 R N + X- (I)

in the

R ^{1 represents} an alkyl group with 1 to 4 carbon atoms, in particular methyl;

R ^{2 is} an alkyl or alkenyl group having 1 to 22 carbon atoms, or a hydroxyalkyl group having 2 to 4 carbon atoms;

R ^{3 is} an alkyl or alkenyl group with 1 to 22 carbon atoms or an acyloxyalkyl group, the acyl radical of which is derived from saturated or unsaturated, linear or branched fatty acids with 10 to 22 carbon atoms and the oxyalkyl group of which is the oxyethyl or oxypropyl or oxyisopropyl group; R4 = R3 or R ² ; X "is an anion.

Commercially available compounds of this formula are, for example, the commercial products Stepantex, from Stepan or Synprola, from ICI. The typical commercial products listed, for example, under the brand name Stepantex contain two 2-acyloxyalkyl groups, whereas the commercial products listed, for example, under the trademark, Synprolam, contain a 2-acyloxyalkyl group. Both commercial products are well suited for the active ingredient combinations according to the invention.

Accordingly, the quaternary ammonia compounds which are particularly suitable for the active compound combinations according to the invention are nium compounds are compounds of the formula I in which R * is the methyl group, R ^{2 is} the hydroxyethyl group, R and R ^ 2-acyloxyethyl groups with acyl radicals having 10 to 22 carbon atoms and as an anion a chloride, bromide or methosulfate Anion included. Quaternary ammonium compounds of the formula I are equally suitable, in which R ¹ and R ^{2 are} the methyl group, R is a 2-acyloxyethyl group with acyl radicals with 10 to 22 carbon atoms, R ^{4 is} an alkyl or alkenyl group with 10 to 22 carbon atoms, and X is a chloride, bromide or methosulfate anion. Textile treatment agents with likewise good properties contain quaternary ammonium compounds of the formula I in which R * is the methyl group, R ^{2 is} the hydroxyethyl group, R and R ^{4 are} 2-acyloxyethyl groups with acyl radicals having 10 to 22 carbon atoms and X is a chloride , bromide or methosulfate anion, in combination with a quart¬ ary ammonium compound of the formula II in which Rl _{un (j} R2 (j-per thylgruppe Me _¬ R a 2-Acyloxyethylgruppe with acyl groups having 10 to 22 carbon atoms, R ⁴ contains an alkyl or alkenyl group with 10 to 22 carbon atoms and X is a chloride, bromide or methosulfate anion. Accordingly, the present invention furthermore relates to a combination of active substances which, in addition to fatty acid condensation products, comprises a combination of quaternary ammonium compounds from compounds with and Contains compounds with two 2-acyloxyalkyl groups.

With regard to their softening effect, particularly valuable active ingredient combinations contain the fatty acid condensation product in a weight ratio of 5: 1 to 1:10, preferably in a weight ratio of 1: 1 to 1: 3, to the quaternary ammonium compound. The best results are obtained with a combination of fatty acid condensation products and quaternary ammonium compounds in a weight ratio of 1: 3. The amount of fatty acid condensation products and quaternary ammonium compound in appropriate ready-to-use textile treatment agents makes up 2 to 50% by weight. Compositions with an active ingredient content above about 10 to 15% by weight can be made up into products which are particularly stable in storage if the weight ratio is in the range from 1: 5 to 1:10.

In addition to the active substances mentioned, ready-to-use textile treatment agents generally also contain customary auxiliaries, dyes and fragrances. These are, for example, dispersants, viscosity regulators, preservatives, low molecular weight mono- or dihydric alcohols, polyglycols with molecular weights between 200 and 1000.

Suitable dispersants are, above all, nonionic surface-active substances which owe their hydrophilic properties to the presence of special functional groups and very generally to an accumulation of hydroxyl groups. This category includes e.g. B. polyhydric alcohols of the ethylene glycol, propylene glycol and glycerol type. Addition products of ethylene oxide and / or propylene oxide with fatty alcohols, with fatty acids, fatty amines and fatty acid or suic acid amides are primarily suitable, the dispersants or emulsifiers being 3 to 100, preferably 6 to 40 and in particular 8 to 25 ether residues ^'' All ethylene glycol ether residues can contain per molecule. Other suitable nonionic surfactants are the water-soluble adducts of ethylene oxide with 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups with polypropylene glycol or with alkylpolypropylene glycol with 1 to 10 carbon atoms, in which the polypropylene chain acts as a hydrophobic radical. In addition, there are also fatty alcohols, fatty acids, fatty amines and fatty acid amides without the addition of ethylene oxide and / or propylene oxide suitable dispersants. In some cases, etheramine or etherammonium compounds are also suitable dispersants.

Organic or inorganic acids can be used to set a certain desired pH. If desired, optical brighteners, bleaches, such as. B. H2O2 or foam inhibitors, such as. As silicone oil can be added.

As viscosity regulators are electrolytes, such as. B. sodium acetate or calcium chloride and organic compounds, for example paraffin oil, fatty acid esters and water-soluble polymers, such as. B. polyvinyl alcohol or polyvinyl pyrrolidone can be used.

Other common auxiliary substances are, for example, antioxidants and soil release active substances.

In addition to liquid active substance dispersions, the active substance combinations according to the invention can also be prepared in solid forms which are dissolved, melted or dispersed for use. Solid forms in this sense are, for example, flakes, tablets, flakes, granules, pellets or powder, and more or less absorbent flexible substrates which are impregnated with the active ingredient combinations.

_^^

Examples

The following examples illustrate the unexpected synergistic increase in the softness performance of textile treatment agents with an active ingredient combination according to the present invention. To this end, test textiles made from cotton terry toweling were treated in an aqueous liquor containing a total of 0.2 g active ingredient combination per liter for 5 minutes at 18 ° C. and then dried.

The active ingredient combination consisted of a fatty acid condensation product A, which was obtained by reacting stearic acid with aminoethylethanolamine and then 40% partial neutralization with lactic acid according to German patent application P 3901 820.2 and the following commercial quaternary ammonium compounds in the stated weight ratios ( Condensation product A: quaternary ammonium compound B, C, D or E).

Mean

B = N-methyl-N (2-hydroxyethyl) -N, N-di (tallow acyloxyethyl) ammonium methosulfate C = N-methyl-N (2-hydroxyethyl) -N, N-di (hydrotalgacyloxyethyl) ammonium methosulfate D = N-methyl-N (2-hydroxyethyl) -N, N-di (oleoyloxyethyl) ammonium methosulfate

E = -ci2 / 22- ^{fatty alk} y ¹ - ^N - ^diTOtπ y ¹ - ^N - ² - ^ ^roχ y ^etn y ¹ - ^N - ^fettac y ^lo y- ethy1ammonium methosulfate Table 1

Continuation of table 1

Continuation of table 1

After drying, the test textiles treated with the liquors according to Examples 1-25 were tested for their softness by 5 experienced persons after drying, and were rated from 1 (- very hard) to 6 (= very soft). The results listed in Table 2 under "Softness" were obtained as mean values:

Table 2 softness

The examples given show that the determined softness values of the test textiles, which were treated with the active compound combinations 2 to 4, 7 to 9, 12 to 14, 17 to 19, 21 and 22, are higher than the values of the individual Test fabrics of Examples 1, 5, 6, 10, 11, 15, 16, 20, 23 to 25 treated with active ingredient components alone.

Claims

Patent claims

1. Active ingredient combination for textile treatment containing fatty acid condensation products, characterized in that it additionally contains at least one quaternary ammonium compound with one, two or three acyloxyalkyl groups in the molecule.

2. Active ingredient combination for textile treatment according to claim 1, characterized in that it contains quaternary ammonium compounds with 2-acyloxyethyl groups, 2-acyloxypropyl groups or 2-acyloxyisopropyl groups.

3. Active ingredient combination for textile treatment according to one of claims 1 or 2, characterized in that it contains quaternary ammonium compounds of the formula I:

R- R- R- R * N ⁺ X- (I)

contains in which

R- represents an alkyl group with 1 to 4 carbon atoms, especially methyl;

R ^{2 is} an alkyl or alkenyl group with 1 to 22 carbon atoms or a hydroxyalkyl group with 2 to 4 carbon atoms;

R ^{3 is} an alkyl or alkenyl group with 1 to 22 carbon atoms or an acyloxyalkyl group whose acyl radical is derived from saturated or unsaturated fatty acids having 10 to 22 carbon atoms and whose oxyalkyl group is the oxyethyl or oxypropyl or oxyisopropyl group; R ⁴ = R ³ or R ² ; X "is an anion.

4. Active ingredient combination for textile treatment according to one of claims 1 to 3, characterized in that it contains a quaternary ammonium compound of the formula I in which R is the methyl group, R ^{2 is} the hydroxyethyl group, R ³ and R ⁴ -Acyloxyethyl- groups with acyl radicals having 10 to 22 carbon atoms and X "is a chloride, bromide or methosulfate anion.

5. Active ingredient combination for textile treatment according to one of claims 1 to 3, characterized in that it contains a quaternary ammonium compound of the formula I in which R ¹ and R ^{2 are} the methyl group, R ^{3 is} a 2-acyloxyethyl group with acyl radicals having 10 to 22 carbon atoms, R ^{4 is} an alkyl or alkenyl group having 10 to 22 carbon atoms and X "is a chloride, bromide or methosulfate anion.

6. Active ingredient combination for textile treatment according to one of claims 4 or 5, characterized in that it is a quaternary ammonium compound of the formula I in which R is the methyl group, R ^{2 is} the hydroxyethyl group, R ³ and R ^{4 are} 2-acyloxyethyl groups with acyl radicals with 10 to 22 carbon atoms and X- is a chloride, bromide or methosulfate anion, in combination with a quaternary ammonium compound of the formula I in which R ¹ and R ^{2 are} the methyl group, R ^{3 is} a 2-acyloxyethyl group with acyl radicals having 10 up to 22 carbon atoms, R ^{4 contains} an alkyl or alkenyl group with 10 to 22 carbon atoms and X "contains a chloride, bromide or metholsulfate anion.

7. Active ingredient combination for textile treatment according to one of claims 1 to 6, characterized in that it contains the fatty acid re-condensation product in a weight ratio of 5: 1 to 1:10, preferably in a weight ratio of 1: 1 to 1 : 3 contains the quaternary ammonium compound.

8. Active substance combination for textile treatment according to one of claims 1 to 7, characterized in that the active substance combination is contained in ready-to-use textile treatment agents in a concentration of 2 to 50% by weight.

9. Active substance combination for textile treatment according to one of claims 1 to 8, characterized in that it additionally contains other auxiliaries, dyes and fragrances customary in textile treatment agents.