Polysiloxane-containing concentrates with improved storage stability and use thereof in textile care compositions

Abstract

The invention relates to novel concentrates containing polysiloxanes having improved stability and improved performance properties and to the use thereof in laundry and cleaning formulations, preferably in fabric care compositions.

Claims

1. A concentrate comprising components A-F as follows: A) one or more polysiloxanes selected from the group consisting of: polyether siloxanes; amino-functional polysiloxanes; polysiloxanes having long-chain alkyl radicals; and mixtures of thereof; wherein all polysiloxanes, in total, comprise 20% by weight to 80% by weight; B) one or more ester oils or mineral oils, wherein all ester oils and mineral oils, in total, comprise 5% by weight to 50%; C) one or more nonionic surfactants, wherein all nonionic surfactants, in total, comprise 1% by weight to 25%; D) one or more hydrotropic nonaqueous solvents, or a mixture of hydrotropic, non-aqueous solvents selected from the group consisting of: mono- and dihydric aliphatic alcohols; glycol ethers; and polyols, wherein all solvents, in total, comprise 0.1% by weight to 50% by weight; E) optionally water wherein the water comprises 0% by weight to 3% by weight; F) optionally one or more acids wherein all acids, in total, comprises 0% by weight to 3% by weight; wherein: the content of components E) and F) in total, based on the overall weight of the concentrates, is between 0 and 5% by weight; and the % by weight values are based on the overall composition of the concentrate and the amounts of the individual components A) to F), and optionally further components, are chosen such that in total they add up to 100% by weight of the concentrate.

2. The concentrate of claim 1, wherein component A) is a polysiloxane of formula 1:
M.sub.aD.sub.bD.sup.A.sub.cD.sup.B.sub.dD.sup.c.sub.eT.sub.fT.sup.A.sub.gQ.sub.h  (formula 1), wherein: M=[R.sup.2R.sup.1.sub.2SiO.sub.1/2] D=[R.sup.1.sub.2SiO.sub.2/2] D.sup.A=[R.sup.1Si(R.sup.7NHR.sup.3)O.sub.2/2] D.sup.B=[R.sup.1SiR.sup.4O.sub.2/2] D.sup.C=[R.sup.1SiR.sup.5O.sub.2/2] T=[R.sup.1SiO.sub.3/2] T.sup.A=[Si(CH.sub.2CH.sub.2CH.sub.2NHR.sup.3)O.sub.3/2] Q=[SiO.sub.4/2] where: R.sup.1 are independently of one another identical or different, linear or branched, saturated or unsaturated hydrocarbon radicals having 1 to 30 carbon atoms or are aromatic hydrocarbon radicals having 6 to 30 carbon atoms; R.sup.2 are independently of one another identical to R.sup.1, a linear or branched, saturated or unsaturated alkoxy radical having 1 to 30 carbon atoms, or are a hydroxyl group; R.sup.3 are independently of one another hydrogen or a nitrogen-substituted hydrocarbon radical having 1 to 30 carbon atoms; R.sup.4 are independently of one another identical or different, linear or branched, saturated or olefinically unsaturated hydrocarbon radicals having 8 to 30 carbon atoms; R.sup.5 are independently of one another identical or different, linear or branched, saturated or unsaturated polar hydroxyl-substituted amide radicals having 1 to 30 carbon atoms and/or linear or branched, saturated or unsaturated polar hydroxyl-substituted urea derivatives having 1 to 30 carbon atoms and/or hydroxyl-substituted carbamate radicals having 1 to 30 carbon atoms and/or ethoxylated amine radicals having 1 to 30 carbon atoms and/or guanidine radicals or alkylenylguanidine radicals having 1 to 30 carbon atoms; R.sup.7 are independently of one another identical or different, linear or branched, saturated or unsaturated, divalent hydrocarbon groups having 1 to 20 carbon atoms; a is 2 to 20; b is 10 to 5000; c is 1 to 500; d is 0 to 500; e is 0 to 500; f is 0 to 20; g is 0 to 20; h is 0 to 20; or ionic adducts thereof with protic reactants H.sup.+A.sup.−.

3. The concentrate of claim 2, wherein R.sup.5 is selected from the group of substituents of formulae 1a to 1j: ##STR00005## wherein R.sup.6 is hydrogen, a hydrocarbon radical, an acyl radical, a carboxylate radical or a carbamate or carbonate radical, and x is to 1 to 20.

4. The concentrate of claim 3, wherein: R.sup.1 is a methyl phenyl radical; R.sup.2 is a methyl radical; R.sup.3 is hydrogen; R.sup.4 is hexadecyl- or octadecyl-; R.sup.7 is C.sub.3H.sub.6; a is 2; b is 20 to 1000; c is 1 to 30; d is 0 to 30; e is 1 to 30; f is 0; g is 0; and h is 0.

5. The concentrate of claim 1, wherein component A) is a polysiloxane of formula 2:
M.sub.iM.sub.jD.sub.kD.sup.1.sub.lD.sup.2.sub.mT.sub.nQ.sub.o  (formula 2) wherein: M=[R.sup.2R.sup.1.sub.2SiO.sub.1/2] M.sup.1=[R.sup.1R.sup.10.sub.2SiO.sub.1/2] D=[R.sup.1.sub.2SiO.sub.2/2] D.sup.1=[R.sup.1R.sup.10SiO.sub.2/2] D.sup.2=[R.sup.1R.sup.13SiO.sub.2/2] T=[R.sup.1SiO.sub.3/2] Q=[SiO.sub.4/2] where: i is 0 to 20; j is 0 to 20; k is 3 to 450; is 0 to 60; m is 0 to 60; n is 0 to 20; o is 0 to 20; wherein: i+j≥2 and N=i+j+k+l+m+n≤500, j+1+m≥1; R.sup.1 are independently of one another identical or different, linear or branched, saturated or unsaturated hydrocarbon radicals having 1 to 30 carbon atoms or are aromatic hydrocarbon radicals having 6 to 30 carbon atoms; R.sup.2 are independently of one another identical to R.sup.1, an alkoxy radical or a hydroxyl group; R.sup.10 are independently of one another identical or different polyether radicals R.sup.13 are independently of one another identical or different, linear or branched, saturated or olefinically unsaturated hydrocarbon radicals having 8 to 30 carbon atoms.

6. The concentrate of claim 5, wherein R.sup.10 are independently of one another identical or different polyether radicals of general formula 3: ##STR00006## wherein: R.sup.11 are identical or different alkyl radicals having 1 to 18 carbon atoms and optionally having ether functions or aryl radicals having 6-18 carbon atoms and optionally having ether functions or hydrogen; R.sup.12 are identical or different radicals from the group: R.sup.1, hydrogen, —C(O)R.sup.1; p is 2 to 18; q is 0 to 100; r is 0 to 100; s is 0 to 100; t is 0 to 80; with the proviso that q+r+s+t≥3.

7. The concentrate of claim 6, wherein: i is 2 to 3; j is 0 to 2; k is 10 to 250; is 0 to 30; m is 0 to 30; n is 0 to 2; and o is 0 to 2.

8. The concentrate of claim 1, wherein component B) are ester oils or mineral oils, which are: immiscible with water such that, at room temperature, aqueous mixtures of the oils, at oil concentrations of 0.5-99.5% by volume based on the total mixture, have a cloudiness perceptible to the human eye or a formation of two or more phases; and/or have an interfacial tension to water of >5 mN/m.

9. The concentrate of claim 1, wherein component B) is selected from the group consisting of: esters of linear and/or branched fatty acids with linear and/or branched mono- or polyhydric alcohols; mono-, di- or triglycerides in liquid or solid form; esters of carboxylic acids, aromatic carboxylic acids or dicarboxylic acids with linear or branched fatty alcohols, unbranched or branched polyhydric alcohols or unbranched or branched alcohols; linear, cyclic or branched hydrocarbons, with or without substituents, with or without double bonds; vegetable oils; carbonates with unbranched or branched alcohols; and mixtures of ester oils and mineral oils mentioned above.

10. The concentrate of claim 1, wherein component C) is selected from the group consisting of: addition products of ethylene oxide and/or propylene oxide to linear fatty alcohols, fatty acids, fatty acid amides, fatty amines and to alkylphenols; glycerol mono-, -di- and -triesters and sorbitan mono-, -di- and -triesters of saturated and unsaturated fatty acids and ethylene oxide addition products thereof; alkyl mono- and -oligoglycosides and ethylene oxide addition products thereof; long-chain fatty alcohols having a mean chain length of 10 to 24, carbon atoms; partial esters based on linear, branched, unsaturated or saturated fatty acids, ricinoleic acid, 12-hydroxystearic acid, polyglycerol, pentaerythritol, dipentaerythritol and sugar alcohols, polyglucosides, mono-, di- and trialkyl phosphates and also mono-, di- and/or tri-PEG-alkyl phosphates and salts thereof, and citric acid esters; further alkoxylated triglycerides, mixed ethers and mixed formulas, optionally partially oxidized alkyl oligoglycosides or alkenyl oligoglycosides or glucoronic acid derivatives, fatty acid N-alkylglucamides, polyglycerol esters; mixtures of nonionic surfactants specified above.

11. The concentrate of claim 1, wherein the percentage of each component is as follows: A) all polysiloxanes, in total, comprise 30% by weight to 80% by weight; B) all ester oils and mineral oils, in total, comprise 5% by weight to 35% by weight; C) all nonionic surfactants, in total, comprise 2% by weight to 15% by weight; D) all solvents, in total, comprise 0.1% by weight to 30% by weight; E) water comprises 0% by weight to 1% by weight; and F) all acids, in total, comprise 0% by weight to 1% by weight; wherein the % by weight values are based on the overall composition of the concentrate and the amounts of the individual components A) to F) and optionally further components are chosen such that in total they add up to 100% by weight of the concentrate.

12. The concentrate of claim 1, wherein the percentage of each component is as follows: A) all polysiloxanes, in total, comprise 45% by weight to 75% by weight; B) all ester oils and mineral oils, in total, comprise 10% by weight to 35% by weight; C) all nonionic surfactants, in total, comprise 5% by weight to 15% by weight; D) all solvents, in total, comprise 1% by weight to 15% by weight; E) water comprises 0% by weight; and F) all acids, in total, present comprise 0% by weight; wherein the % by weight values are based on the overall composition of the concentrate and the amounts of the individual components A) to F) and optionally further components are chosen such that in total they add up to 100% by weight of the concentrate.

13. A process for producing a laundry or cleaning formulation, comprising: a) providing the concentrate of claim 1; b) mixing said concentrate with a water-containing phase, wherein the water-containing phase comprises at least one cationic, fabric-softening compound comprising one or more long-chain alkyl groups in a molecule.

14. The process of claim 13, wherein the water-containing phase comprises at least one quaternary ammonium salt and/or a preservative and/or at least one perfume.

15. The process of claim 14, wherein the percentage of each component in the concentrate is as follows: A) all polysiloxanes, in total, comprise 45% by weight to 75% by weight; B) all ester oils and mineral oils, in total, comprise 10% by weight to 35% by weight; C) all nonionic surfactants, in total, comprise 5% by weight to 15% by weight; D) all solvents, in total, comprise 1% by weight to 15% by weight; E) water comprises 0% by weight; and F) all acids, in total, present comprise 0% by weight; wherein the % by weight values are based on the overall composition of the concentrate and the amounts of the individual components A) to F) and optionally further components are chosen such that in total they add up to 100% by weight of the concentrate.

Description

COMPARATIVE EXAMPLE

(1) A microemulsion according to EP2557107A1 was used as a comparative example. The composition is shown in table 2.

(2) TABLE-US-00002 TABLE 2 Comparative Example Polysiloxane 1 43 Tego Alkanol TD 6 16 BDG 8 DPnB 8 Water 25 Total 100 Appearance clear immediately after production Stability in weeks 10 weeks at RT Stability at 40° C. cloudy/biphasic after 3 weeks

(3) The comparative example shows that concentrates according to EP2557107A1 do not exhibit sufficient storage stability at higher temperatures since phase separation took place.

E USE EXAMPLES

(4) E1 Production of Fabric Softener Compositions

(5) To produce the fabric softener formulations for the comparative examples V1 and V2, REWOQUAT

(6) WE 18 (trade name of Evonik Nutrition & Care GmbH, triethanol-based esterquat having an active content of 90%) heated to 50° C. in the amount reported in table 3 was added with stirring to the amount reported in table 3 of tapwater heated to 35° C. and to the amount reported in table 3 of 1% dye solution. This was followed by stirring using a propeller stirrer at 50° C. for 20 minutes. The dispersion was cooled to room temperature over about one hour. 3 g of perfume oil were then added at room temperature.

(7) Comparative example V3 was performed analogously to V1 and V2 except that the mixture was cooled to 30° C. over 20 minutes and then in the final step in addition to the perfume oil an aminosiloxane microemulsion according to EP 2 557 107 A1 was added in the amount reported in table 3. The microemulsion had the composition reported in table 2:

(8) Inventive fabric softener formulations W1 and W2 were produced analogously to V3 with the exception that in the final step instead of the microemulsion according to table 2 inventive concentrates from the examples B1 and B2 were added. The compositions of the fabric softeners V1 to V3 and W1 to W2 are summarized in table 3:

(9) TABLE-US-00003 TABLE 3 V1 V2 V3 W1 W2 Concentration Concentration Concentration Concentration Concentration % of WE 18 = 6% of WE 18 = 8% of WE 18 = 6% of WE 18 = 6% of WE 18 = 6% REWOQUAT 33 g 44 g 33 g 33 g 33 g WE 18 Tap water 462.8 g 451.8 g 455.7 g 457.3 g 456.5 g Dye solution 1.2 1.2 1.2 1.2 1.2 Microemulsion — — 0.6 — — Concentrate — — — 0.6 from B1 0.6 from B2 Perfume oil 3 g 3 g 3 g 3 g 3 g

(10) E2 Pretreatment of the Cotton Fabric

(11) Cotton terrycloth fabric (WFK Test Fabric WFK 12 A) of size 80 cm×50 cm with a basis weight of about 350 g/m.sup.2 was washed twice with heavy-duty laundry detergent at 40° C., rinsed twice, spun and dried in air hanging on a line in a single ply.

(12) E3 Soft Hand

(13) To determine the softening activity of the inventive concentrates on fabrics the cotton towels from E2 were treated with the fabric softeners V1-3, W1 and W2.

(14) E3.1 Treatment of the Cotton Fabric

(15) The fabric softeners of table 3 were each diluted with cold tap water to afford a rinse solution containing 0.025% by weight of active fabric conditioning substances.

(16) The cotton towels were immersed in 2 litres of the rinse solution for 10 minutes. It should be ensured here that the towels are wetted homogeneously by the rinse solution. Subsequently, the towels were spun and dried at room temperature hanging on a line in a single ply. The treated cotton terrycloth towels were cut into 10 identical pieces of 16 cm×25 cm.

(17) E3.2 Assessment of Soft Hand

(18) To assess soft hand, an experienced team of 9 individual testers was assembled, who used a hand panel test to evaluate the anonymized hand specimens from E3.1. In this test, each tester receives their own cotton towel. The assessment is made on a scale from 0 (hard and unpleasant feel) to 5 (soft and pleasant feel) with the option of intervening integer values. For the assessment of soft hand, the individual evaluations were added up, meaning that, with 9 testers, a maximum soft hand value of 45 is possible.

(19) For the hand specimens, in addition, an untreated sample without obvious marking (blank value) was always included.

(20) The results of the assessment of soft hand are reported in Table 4.

(21) TABLE-US-00004 TABLE 4 Summary of the soft hand results Cotton fabric treated with fabric softener Soft hand V1 29 V2 34 V3 34 W1 31 W2 34

(22) Table 4 shows that fabric softener formulations W1 and W2 containing 0.6% by weight of the inventive concentrates exhibit a better soft hand than the fabric softener V1 without the inventive concentrates. To achieve a soft hand comparable with W2 without use of the inventive concentrates the WE18 concentration in V2 had to be increased by up to 30% compared to V1 (V1: 6% by weight and V2: with 8% by weight). The use of the inventive concentrates is thus markedly more efficient.

(23) E4 Perfume Retention

(24) To determine the perfume retention effect of the microemulsions containing perfume on fabrics, cotton towels were treated therewith.

(25) E4.1 Treatment of the Cotton Fabric

(26) Cotton fabric was treated analogously to E3.1.

(27) E2.3.2 Assessment of Perfume Retention

(28) To assess perfume retention an experienced team of 11 individual testers was assembled and used an odour panel test to assess the anonymized odour specimens of the cotton fabric treated with the fabric softeners V1, V3, W1 and W2. In this test, each tester receives their own cotton towel. No more than two different cloths were assessed relative to one another in one odour panel. The assessment was made on a scale from 1 (less intense) to 2 (more intense) with the option of intervening integer values in the final total for all test persons. For the assessment of odour, the individual evaluations were added up, meaning that, with 11 testers, a maximum value of 22 is possible. The assessment of perfume retention was made 24 h after the treatment of the fabrics and after 7 days.

(29) The results are summarized in Table 5:

(30) TABLE-US-00005 TABLE 5 Summary of results for perfume retention Result for perfume Result for perfume Cotton fabric treated retention retention with fabric softener after 24 h after 7 days V1 14 12 V3 18 16 W1 18 18 W2 19 18

(31) The results in table 5 show that fabric softeners containing the inventive concentrates exhibit the best perfume retention, especially after 7 days.