EP0990695A1 - Fabric softener with dye transfer inhibiting properties - Google Patents

Abstract

Color-preserving fabric conditioner contains 3-25 wt. % component (A), comprising 75-97 wt. % quaternary di-(2-hydroxyethyl)- or di-(2-hydroxypropyl)-dimethylammonium or tri-(2-hydroxyethyl)- or tri-(2-hydroxypropyl)-methyl ammonium compound (I), and 3-25 wt. % other ammonium or amine compound(s), (B) 0.5-6 wt. % usual ancillaries and additives and (C) water to 100 wt. %. Color-preserving fabric conditioner contains 3-25 wt. % component (A), comprising (Aa) 75-97 wt. % quaternary di-(2-hydroxyethyl)- or di-(2-hydroxypropyl)-dimethylammonium or tri-(2-hydroxyethyl)- or tri-(2-hydroxypropyl)-methyl ammonium compound of formula (I), and (Ab) 3-25 wt. % other ammonium or amine compound(s) of formula (II), (III), (IV) and/or (V), (B) 0.5-6 wt. % usual ancillaries and additives and (C) water to 100 wt. %: R = methyl (-CH3) or a substituted ethyl group of the formula -CH2-CH(R<4>)-OR<1> or -CH2-CH(R<5>)-OR2; R = hydrogen (H) or CH3; R<1>, R<2> = at least 1-1.5 mole H, otherwise an acyl group, -C(O)-R<3>; R<3> = optionally substituted 13-19 carbon (C) hydrocarbyl, optionally with multiple bonds; a, b = 1-2; a+b = 2-10, especially 3-8; R<7> = optionally substituted 7-19 C hydrocarbyl; R<8-11> = -(CH2-CH2-O)n; n = 1-10 with the sum of all n = 8-20; A<-> = the anion of a quaternizing agent.

Description

The invention relates to fabric softener formulations based on or more cationic surfactants and at least one other Component which gives the overall formulation an improved color-preserving Give effect on textiles.

Over time, the detergent industry has been using textile detergents improved cleaning ability developed. So positive and desirable this is for hygienic reasons, the disadvantageous effect, in particular after several wash cycles, not to be overlooked: with colored or colored printed textiles appear a more or less strong fading of the colors on.

Color leaching becomes even more disruptive when it is added to the wash liquor released dyes are transferred to other textiles.

Therefore, attempts have been made in the past to differentiate the problem Solve ways, such as by treating the textiles with so-called "dye scavengers" during the washing process.

Also the use of color fixatives, which affect the adhesion of the dyes the fiber should improve, and the detergent or rinse aid has been proposed several times (EP-A-0 704 523, EP-A-0 341 205, EP-A-0 462 806, WO 94/11482, EP-A-0 811 679).

Progress has been made, but mostly only through high fixative components 5-8% by weight. There was therefore still a need Laundry softener, which with a reduced proportion of fixatives have a high color-preserving effect.

It has now been found that a fabric softener formulation exists predominantly from cationic surfactants and at least 0.02 to approx. 4% by weight, based on the overall formulation, another compound, this Requirements met, that is, the colors are replaced by the Fabric softening process fixed on the fabric so that the next wash the bleeding is greatly reduced.

Aa) 75-97 Gew% quaternären Ammoniumverbindungen der allgemeinen Formel (I)

und
3-25 Gew% mindestens einer der Verbindungen

mit der Bedeutung

R =

-CH₃, -CH₂-CH(R⁴)-OR¹, -CH₂-CH(R⁵)-OR² , worin R⁴, R⁵ gleich oder verschieden H, -CH₃ sein können,

R¹, R² =

H, -C(O)-R³, worin R³ ein gegebenenfalls substituierter, gegebenenfalls Doppelbindungen enthaltender Kohlenwasserstoffrest mit 13-19 C-Atomen, mit der Maßgabe, daß R¹ und R² min 1 bis 1,5 mal = H sind,

R⁶ =

gegebenenfalls substituierter, gegebenenfalls Mehrfachverbindungen enthaltender Kohlenwasserstoffrest mit 8-20 C-Atomen ist,

a,b =

1-8, wobei die Summe aus a+b 2-10, insbesondere 3-8 ist,

R⁷ =

gegebenenfalls substituierter Kohlenwasserstoffrest mit 7-19 C-Atomen ist,

R^8-11 =

-(CH₂-CH₂-O)_nH , worin n = 1-10 und die Summe aller n = 8-20, insbesondere 11-15 betragen kann,

A^- =

Anion eines Quaternierungsmittels, insbesondere des Dimethylsulfats, Diethylsulfats, Methylchlorids sein kann,

B) 0,5-6 Gew% üblicher Hilfs- und Zusatzstoffe,

C) ad 100 Gew% Wasser.

The invention therefore relates to fabric softeners with a color-retaining effect
3-25% by weight of component A), consisting of

Aa) 75-97% by weight of quaternary ammonium compounds of the general formula (I)

and
3-25% by weight of at least one of the compounds

with the meaning

R =

-CH ₃ , -CH ₂ -CH (R ⁴ ) -OR ¹ , -CH ₂ -CH (R ⁵ ) -OR ² , where R ⁴ , R ^{5 may be the} same or different H, -CH ₃ ,

R ¹ , R ² =

H, -C (O) -R ³ , in which R ^{3 is} an optionally substituted hydrocarbon radical with 13-19 C atoms, optionally containing double bonds, with the proviso that R ¹ and R ² min = 1 to 1.5 times = H ,

R ⁶ =

optionally substituted hydrocarbon radical with 8-20 C atoms, optionally containing multiple compounds,

a, b =

1-8, the sum of a + b being 2-10, in particular 3-8,

R ⁷ =

optionally substituted hydrocarbon radical with 7-19 C atoms,

R ^8-11 =

- (CH ₂ -CH ₂ -O) _n H, where n = 1-10 and the sum of all n = 8-20, in particular 11-15,

A ^- =

Anion of a quaternizing agent, in particular dimethyl sulfate, diethyl sulfate, methyl chloride,

B) 0.5-6% by weight of conventional auxiliaries and additives,

C) ad 100% water.

Another subject are aqueous fabric softeners, in which as Alkanolamines methyldiethanolamine or triethanolamine can be used.

Another subject is aqueous fabric softeners based on esters from fatty acids and alkanolamines in a molar ratio of 1: 1.75 to 1: 2 be implemented.

Further objects of the invention are defined by the claims.

The quaternary compounds of the general formula I are according to those generally known in this field Processes by esterification of alkanolamines such as triethanolamine (TEA), Methyl-diethanolamine (MDEA), methyl-diisopropanolamine (MDIA), methylethanol-isopropanolamine (MEIPA), triisopropanolamine (TIPA) with fatty acid and subsequent quaternization.

Ester compounds based on triethanolamine such as N-methyl, N, N-bis (beta-C _14-18 -acyloxyethyl), N-beta-hydroxyethyl-ammonium methosulfate), which are available under trade names such as TETRANYL® AT 75 ( Trademark of KAO Corp.), STEPANTEX® VRH 90 (trademark of Stepan Corp.) or REWOQUAT® WE 18 (trademark of Witco Surfactants GmbH).

The fatty acids for the esterification or transesterification are those on this Field known and usual monobasic fatty acids based on natural vegetable or animal oils with 12-22 carbon atoms, especially with 14-18 carbon atoms, such as in particular palm, tallow, Castor fatty acids with iodine numbers in the range from 20 to 80, especially 30 to 50, in the form of their glycerides, methyl or ethyl esters or as free acids.

The content of these fatty acids or fatty acid esters in unsaturated portions, - as far as this is necessary - by the known catalytic Hydrogenation process set to a desired iodine number or by Mixing of fully hydrogenated with unhydrogenated fat components achieved.

The iodine number, as a measure of the average degree of saturation of a Fatty acid, is the amount of iodine, which is from 100 g of the compound for saturation of the double bonds.

Partially hydrogenated tallow fatty acids and are preferred according to the invention Palm fatty acids. They are commercially available products and are manufactured by offered to various companies under their respective trade names.

The esterification or transesterification is carried out according to known methods carried out. Here, the alkanolamine with the desired Degree of esterification corresponding amount of fatty acid or fatty acid ester, optionally in the presence of a catalyst, e.g. B. methanesulfonic acid, reacted under nitrogen at 160-240 ° C and the formed Water of reaction or the alcohol is distilled off continuously Completion of the reaction, the pressure may be reduced can.

Preferred according to the invention, the ratio is chosen so that in the technical reaction mixtures predominantly the diesters are present.

The subsequent quaternization is also carried out using known methods. The procedure according to the invention is such that the ester, optionally under Use of a solvent, preferably isopropanol, ethanol, 1,2-propylene glycol and / or dipropylene glycol, at 60-90 ° C with equimolar Amounts of the quaternizing agent with stirring, if appropriate under pressure, and the completion of the reaction by controlling the Total number of amines is monitored.

Examples of the quaternizing agents used are organic or inorganic acids, but preferably short-chain dialkyl phosphates and sulfates such as in particular dimethyl sulfate, diethyl sulfate, dimethyl phosphate, Diethyl phosphate, short chain halogenated hydrocarbons, in particular Methyl chloride.

For the preparation of the quaternary ammonium compounds according to General formula (I) the following fatty acids were also used.

Fatty acid I (FS I)

Partially hydrogenated tallow fatty acid with an acid number of 202-208, an iodine number of 36-44 and a carbon chain distribution of <C 16 approx. 2% C 16 approx. 25% C 16 ' approx. 2% C 17 approx. 2% C 18 approx. 28% C 18 ' approx. 37% C 18 '' approx. 3% > C 18 approx. 2%

Fatty acid II (FS II )

Partially hydrogenated palm fatty acid with an acid number of 205-212, an iodine number of 32-40 and a carbon chain distribution of <C 16 approx. 2% C 16 approx. 46% C 16 ' approx. 1% C 17 - C 18 approx. 13% C 18 ' approx. 36% C 18 '' approx. 2% > C 18 approx. 1%

The following compounds were used as examples of the quaternary ammonium compounds of the formula (I): Component Aa1): TEA: FS I = 1: 1.75 Component Aa2): TEA: FS II = 1: 1.85 Component Aa3): MDEA: FS I = 1: 2

The compounds according to Ab) can be prepared by processes known per se.
Component Ab1) is preferably prepared by reacting primary alkylamines with ethylene oxide and subsequent quaternization with an alkylating agent, such as dimethyl sulfate. According to the invention, preference is given to compounds based on coconut amine with a total of 3-8 attached ethylene oxide molecules.

Component Ab2) is preferably produced by reacting Alkyldipropylenetriamine with ethylene oxide, with alkyl radicals according to the invention 18 carbon atoms and a total of added ethylene oxide molecules (Sum n) of 11-15 are preferably used.

Component Ab3) can be obtained by reacting dimethylaminopropylamine with long chain fatty acids, such as preferably coconut fatty acid and especially tallow fatty acid, in a molar ratio of 1: 1 and subsequent Quaternization with an alkylating agent such as dimethyl sulfate.

Component Ab4) is preferably produced by reacting Aminoethylethanolamine with a long-chain fatty acid in a molar ratio of 1.5: 1 and subsequent distillation of the excess aminoethylethanolamine, wherein the amide cyclized with elimination of water to the imidazoline.

The fabric softener is produced by emulsifying or Disperse the individual components in water. Here, the usual procedures in this area are applied.

Usually one proceeds in such a way that the down to about 10 C below the The melting point of the plasticizer is preheated water, with good stirring first the dye solution, then if necessary required antifoam emulsion and finally the clear melt of the Plasticizer and component Ab) as a mixture or in any Order is dispersed. After adding a subset of Perfume oil is added to the electrolyte solution, followed by the remaining amount Electrolyte solution, and then allowed to stir to room temperature cooling down. The fabric softener according to the invention can specified components within the usual in this area Contain limits, such as 3-25% by weight of a mixture of the Compounds of general formula I with at least one compound of general formulas II to V; 0.5 to 6% by weight of common auxiliaries and additives like 0.1-1% by weight of dyes, 0.1-1% by weight of preservatives, 0.1-1% by weight Defoaming agents and in particular 0.1-1.5% by weight of an alkali and / or Alkaline earth metal salt; 0.1-1.5% by weight of perfume oil and the rest 100% by weight (ad 100) water.

Like the fabric softeners belonging to the known prior art the fabric softener according to the invention following the actual Washing process added in the last rinse. The application concentration after dilution with water lies in the range depending on the application 0.1-10 g of fabric softener per liter of treatment liquor.

Examples :

(1) Component Aa1) 90% Component Ab1) with R ⁶ = cocoalkyl, 10% a + b = 5 and A ^- = methyl sulfate (2) Component Aa1) 92% Component Ab2) with R ⁶ = tallow alkyl and 8th % R ⁸ + R ⁹ + R ¹⁰ + R ¹¹ = 13 A ^- = methyl sulfate (3) Component Aa1) 92% Component Ab3) with R ⁷ = nor-tallow alkyl 5% A ^- = methyl sulfate Component Ab1) with R ⁶ = cocoalkyl, 3% a + b = 5 and A ^- = methyl sulfate (4) Component Aa2) 90% Component Ab1) with R ⁶ = cocoalkyl, 10% a + b = 5 and A ^- = methyl sulfate (5) Component Aa3) MDEA: FSI = 1: 2 90% Component Ab4) with R ⁷ = nor-cocoalkyl 10%

Exams :

To test the color loss of the colored test fabric, the fabric was subjected to 10 washing cycles, rinsing and drying after each washing. The color intensity (light reflection) of the test fabric was measured before the first wash and after the 5th and 10th drying. Test conditions: Apparatus: Laboratory washing machine: Linitest® (Heraeus) Color fabric: Cotton fabric with sulfur dye Sulfur Black 1, (Sandozol® Black 4 G -RDT) Laundry: 1.5 g color fabric Laundry detergent: Persil® Color Gel (Henkel) Quantity: 10 g / l Fleet quantity: 150 ml Washing temperature: 40 ° C Washing time: 45 minutes Post-treatment: Fabric softener: according to sample recipes Amount of fabric softener: 1.75 g / l Temperature rinse: 20 ° C Rinsing time: 10 mins Drying time: 24 hours Measuring device: Lico 200, Dr. Long; Measurement procedure: according to the manufacturer's instructions.

The measured values indicated in the graphic below are the light reflection values (measured values) determined with the aid of the measuring device: a defined light beam is flashed onto the test specimen with a xenon flash lamp. According to DIN 5033, the diffuse reflection of the sample is measured at an angle of 8 °. The measured values are directly related to the intensity of a dye. Low reflection values stand for dark colors, that is, the lower the value, the lower the color separation and the more effective the fabric softener formulation.

Claims (6)

Containing fabric softener with a color-retaining effect
3-25% by weight of component A), consisting of Aa) 75-97% by weight of quaternary ammonium compounds of the general formula (I)

and
3-25% by weight of at least one of the compounds

with the meaning

R =

-CH ₃ , -CH ₂ -CH (R ⁴ ) -OR ¹ , -CH ₂ -CH (R ⁵ ) -OR ₂ , where R ⁴ , R ^{5 may be the} same or different H, -CH ₃ ,

R ¹ , R ² =

H, -C (O) -R ³ in which R ^{3 is} an optionally substituted hydrocarbon radical with 13-19 C atoms, optionally containing double bonds, with the proviso that R ¹ and R ² min are 1-1.5 mol = H,

R ⁶ =

optionally substituted hydrocarbon radical with 8-20 C atoms, optionally containing multiple compounds,

a, b =

1-8, the sum of a + b being 2-10, in particular 3-8

R ⁷ =

optionally substituted hydrocarbon radical with 7-19 C atoms,

R ^8-11 =

- (CH2-CH2-O) _n H, where n = 1-10 and the sum of all n = 8-20,

A ^- =

Anion of a quaternizing agent,

B) 0.5-6% by weight of conventional auxiliaries and additives, C) ad-100 wt% water. Fabric softener according to claim 1, characterized in that as Alkanolamine, methyldiethanolamine or triethanolamine is used. Fabric softener according to claim 1, characterized in that as Fatty acid partially hydrogenated tallow fatty acids or palm fatty acids with iodine numbers in Range from 30 to 50 can be used. Fabric softener according to claim 1, characterized in that Fatty acids and alkanolamines in a molar ratio of 1: 1.75 to 1: 2 implemented become. Fabric softener according to claim 1, characterized in that Mixtures of components Ab) can also be used. Fabric softener according to claim 1, characterized in that Mixtures of components Ab1) and Ab3) can also be used.