DE10055947A1 - Aqueous composition useful for improving color retention on dyed or tinted hair, comprises a combination of a quaternary ammonium compound and another cationic surfactant - Google Patents

Abstract

Aqueous composition for treating dyed or tinted hair comprises a combination of a quaternary ammonium compound and another cationic surfactant. Aqueous composition for treating dyed or tinted hair comprises: (A) 3-25 wt.% of a combination of 75-97 wt.% of at least one quaternary ammonium compound of formula (Ia)-(Ic) and 3-25 wt.% of at least one compound of formula (IIa)-(IId); (B) 0.5-6 wt.% additives; and (C) water to 100 wt.%. R = Me, CH2CH(R<4>)OR<1> or CH2CH(R<5>)OR<2>; R<4>, R<5> = H or Me; R<1>, R<2> = H or COR<3>, at least one being H; R<3> = optionally substituted 13-19C hydrocarbyl with at least one double bond; R2aCO = 6-22C acyl; R2b, R2c = H or R2aCO; R2d = 1-4C alkyl or (AlkgO)qH; m, n, p = 0-12; q = 1-12; Alka-Alkg = ethylene, propylene or isopropylene; R, R = 7-21C alkyl or alkenyl; R' = H or 1-3C alkyl; Y = NH or O; R<6> = optionally substituted optionally saturated 8-20C hydrocarbyl; a, b = 1-8; a+b = 2-10; R<7> = optionally substituted 7-19C hydrocarbyl; R<8>-R<11> = (CH2CH2O)xH; x = 1-10 for a total of 8-20; A = an anion.

Description

The invention relates to hair treatment agents formulations for colored and / or tinted hair based one or more cationic surfactants and at least one another component which is the same as the overall formulation Give color preserving and conditioning effect in time and can be used before and / or after each hair wash.

Hair dyes for human hair in their various Variations have been particularly enjoyable in recent years an increasing popularity. In addition to the permanent coloring Due to fashion aspects, agents also have temporary and semi-permanent dyes found increasing acceptance.

The latter are used in particular wherever the Desire for a quick and uncomplicated variation or the Change of hair color is in the foreground.

This means that the color or tint when needed can be removed easily and with normal means. other on the one hand, it should at least be permanently drawn onto the hair be that it is not rubbed off in normal use and Clothes, towels or bed linen dirty.

With semi-permanent hair dye is self-ver provided that they are resistant to up to 6 to 8 washes.  

Frequent washing of the hair, but also the influence of z. T. polluted atmosphere affect that Hair negative. Even with temporary hair dyes after a while, especially after shampooing several times, the color intensity and shine decrease and the hair er seem paler and duller.

An object of the present invention is therefore to provide a For to find the formulation, which affects the tinted or dyed human hair detaching the dyes or Pigments largely delayed and preferably at the same time has a conditioning effect.

It has now been found that an aqueous hair rinse formulation consisting predominantly of cationic surfactants and at least 0.02 to about 4 wt .-%, based on the total form mulation, another connection, he demands fills, that is, the colors are applied through the Hair fixed so that the next time you wash the hair color none noticeable change.

The invention therefore relates to aqueous hair treatment agent formulations for colored and / or tinted hair based on one or more cationic surfactants and at least one further component, which give the overall formulation a color-preserving and conditioning effect at the same time and can be used before and / or after each hair wash containing
3 to 25% by weight of component A), consisting of

• 1. 75 to 97% by weight of quaternary ammonium compounds of the general formula (I)
  and or
  and or
  and
  3 to 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 '= -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 , R ^{1 '} , R ^2' = H, -C (O) -R ³ wherein R, an optionally substituted hydrocarbon radical containing 13 to 19 carbon atoms and containing at least one double bond, with the proviso that R ¹ , R ^{2 is} at least 1 to 1.5 times H,
  R ^2a CO = acyl radical with 6 to 22 carbon atoms,
  R ^2b and R ^{2c can} independently be hydrogen or R ^2a CO,
  R ^2d = alkyl radical with 1 to 4 carbon atoms or an (Alk ^g O) _q H group, where m, n and p = 0 to 12 or in total 0 to 12, q = 1 to 12;
  Alk ^ag independently of one another represent ethylene, propylene or isopropylene radicals,
  R '', R '''' = optionally containing, optionally branched alkyl or alkenyl radical containing 7 to 21 carbon atoms,
  R '''= H, short-chain alkyl radical with 1 to 3 C atoms,
  Y = NH or O,
  R ⁶ = optionally substituted hydrocarbon radical with 8 to 20 carbon atoms, optionally containing multiple compounds,
  a, b = 1 to 8, the sum of a + b being 2 to 10, in particular 3 to 8,
  R ⁷ = optionally substituted hydrocarbon radical with 7 to 19 carbon atoms,
  R ^8-10 = - (CH ₂ -CH ₂ -O) nH, where n = 1 to 10 and the sum of all n = 8 to 20, in particular 11 to 15,
  A ^(-) = anion of a quaternizing agent, in particular dimethyl sulfate, diethyl sulfate, methyl chloride,
• 2. 0.5 to 6% by weight of conventional auxiliaries and additives
• 3. ad 100 wt .-% water.

Another subject are aqueous hair treatment agents formulations based on esters from fatty acids and alkanol amines which are in a molar ratio of 1: 1.75 to 1: 2 be implemented.

Further objects of the invention are de claims finiert.

The quaternary compounds of the General formulas (I), (I '), (I ") are based on the on this Field of generally known processes by esterification of Alkanolamines, such as triethanolamine (TEA), methyl diethanolamine (MDEA), Methyldiisopropanolamine (MDIA), Methylethanolisopro panolamine (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 -acyloxy ethyl), N-beta-hydroxyethyl-ammonium methosulfate), are particularly widespread and are available under trade names such as TETRANYL® AT 75 (brands of KAO Corp.), STEPANTEX® VRH 90 (brands of Stepan Corp.) or REWOQUAT® WE 18 (brands of Goldschmidt Rewo GmbH & Co. KG).

As fatty acids for the esterification or transesterification monobasic fat known and customary in this field acids based on natural vegetable or animal oils with 6 to 22 carbon atoms, in particular with 12 to 18 Carbon atoms used, such as in particular coconut fat acids, palm, tallow, castor fatty acids in the form of their gly cerides, methyl or ethyl esters or as free acids.

The content of these fatty acids or fatty acid esters saturated portions, - if this is necessary - through the known catalytic hydrogenation processes to a ge desired iodine number or by mixing fully hydrated with unhydrogenated fat components.

The iodine number, as a measure of the average saturation degree of a fatty acid, the amount of iodine, which is from 100 g of Connection for the saturation of the double bonds added becomes.

Tallow fatty acids and palm fat are preferred according to the invention acids. They are commercially available products and are manufactured by ver different companies under their respective trade names offered.

The esterification or transesterification is carried out according to known methods carried out. Here, the alkanolamine with the ge desired amount of fatty acid corresponding to the degree of esterification or fatty acid esters, optionally in the presence of a catalyst sators, e.g. B. methanesulfonic acid, under nitrogen  160 to 240 ° C implemented and the water of reaction formed or the alcohol is distilled off continuously, for ver completion of the reaction, the pressure may be reduced can be.

According to the invention, the ratio is preferably selected such that predominantly diesters in technical reaction mixtures available.

The subsequent quaternization also takes place according to known ones Method. The procedure according to the invention is such that the ester, optionally with the use of a solvent preferably isopropanol, ethanol, 1,2-propylene glycol and / or Dipropylene glycol, at 60 to 90 ° C with equimolar amounts of Quaternizing agent with stirring, if appropriate under pressure, is offset and the completion of the reaction by Kon trolls of the total number of amines is monitored.

Examples of the quaternizing agents used are or ganic or inorganic acids, but preferably briefly chain dialkyl phosphates and sulfates such as especially Di methyl sulfate, diethyl sulfate, dimethyl phosphate, diethyl phosphate, short chain halogenated hydrocarbons, especially methyl chloride.

For the preparation of the quaternary ammonium compounds according to of the general formulas (I), (I '), (I ") were the following fatty acids listed also used.

Fatty acid I (FS I)

Partially hydrogenated tallow fatty acid with an acid number of 202 to 208, an iodine number of 36 to 44 and a carbon chain distribution of

Fatty acid II (FS II)

Partially hydrogenated palm fatty acid with an acid number from 205 to 212, an iodine number from 32 to 40 and a carbon chain distribution of

The following compounds were used as examples of the quaternary ammonium compounds according to formulas (I), (I '), (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) are prepared by the following reaction routes:
Component Ab1) is preferably prepared by reacting primary alkylamines with ethylene oxide and then quaternizing with an alkylating agent, such as dimethyl sulfate. According to the invention, preference is given to compounds based on cocosamine with a total of 3 to 8 stored ethylene oxide molecules.

Component Ab2) is preferably produced by Um setting of alkyldipropylenetriamine with ethylene oxide, whereby he according to the invention alkyl radicals with 18 carbon atoms and a total amount of added ethylene oxide molecules (sum n) from 11 to 15 be preferably be used.

Component Ab3) is preferably produced by Um setting of dimethylaminopropylamine with long chain fat acids, such as preferably coconut fatty acid and especially tallow fatty acid, in a molar ratio of 1: 1 and subsequent quater Nation with an alkylating agent, e.g. B. dimethyl sulfate.

Component Ab4) is preferably produced by Um setting of aminoethylethanolamine with a long chain fat acid in a molar ratio of 1.5: 1 and subsequent distillation of the excess aminoethylethanolamine, the amide being below Elimination of water cyclized to imidazoline.

The hair treatment agent formulations are produced by emulsifying or dispersing the respective individual com components in water. This can be done in this area usual procedures are applied.  

The usual procedure is to bring it down to approx. 10 ° C What was preheated below the clear melting point of the raw materials water is submitted, with good stirring if necessary required anti-foam emulsion and finally the clear one Melt the raw materials are dispersed. After cooling down Perfume oil is added at 40 ° C, and then you leave the Cool the melt to room temperature with stirring. The Hair treatment agents according to the invention can be the specified components within the in this area contain conventional limits, such as 3 to 25% by weight a mixture of the compounds of the general formulas (I) to (I ") and at least one compound of the general formulas II to V; 0.5 to 5% by weight of conventional auxiliaries and additives, such as 0.1 to 1% by weight preservative, 0.1 to 1% by weight Ent foaming agent and 0.1 to 1.5% by weight of perfume oil, UV stabilizers and the rest to 100 wt .-% (ad 100) water.

The hair treatment formulation according to the invention who after applying the hair colors, before and / or in the on after shampooing like usual hair aftertreatment (Rinse, cure etc.) applied.  

Examples

formulations

manufacturing

Phase I was homogenized at about 65 ° C. with stirring, and then the pH is adjusted to about 3.5 using phase II. After cooling to about 40 ° C., phase III was stirred in and homogenized. Finally, preservatives (after Need) added.

The hair treatment agent, a white dispersion with a Solids content of 7.5%, allowed for semi-permanent dyes Hair washing more hair than without post-treatment with the combi nation from the components of the invention. The hair colors are thus better fixed on the hair, the detachment ver hesitates.

Claims (5)

1. Aqueous hair treatment formulations for colored and / or tinted hair based on one or more cationic surfactants and at least one further component which give the overall formulation a color-preserving and conditioning effect at the same time and can be used before and / or after each hair wash
3 to 25% by weight of component A), consisting of

• 1. 75 to 97% by weight of quaternary ammonium compounds of the general formula (I)
  and or
  and or
  and
  3 to 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 '= -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 , R ^{1 '} , R ^2' = H, -C (O) -R ³ in which R ³ , an optionally substituted hydrocarbon radical having 13 to 19 carbon atoms and containing at least one double bond, with the proviso that R ¹ , R ^{2 is} at least 1 to 1.5 times H,
  R ^2a CO = acyl radical with 6 to 22 carbon atoms,
  R ^2b and R ^{2c can} independently be hydrogen or R ^2a CO,
  R ^2d = alkyl radical with 1 to 4 carbon atoms or an (Alk ^g O) _q H group, where m, n and p = 0 to 12 or in total 0 to 12, q = 1 to 12;
  Alk ^ag independently of one another represent ethylene, propylene or isopropylene radicals,
  R ", R '''' = optionally containing double bonds, optionally branched alkyl or alkenyl radical having 7 to 21 carbon atoms,
  R '''= H, short-chain alkyl radical with 1 to 3 C atoms,
  Y = NH or O,
  R ⁶ = optionally substituted hydrocarbon radical with 8 to 20 carbon atoms, optionally containing multiple compounds,
  a, b = 1 to 8, the sum of a + b being 2 to 10, in particular 3 to 8,
  R ⁷ = optionally substituted hydrocarbon radical with 7 to 19 carbon atoms,
  R ^8-11 = - (CH ₂ -CH ₂ -O) nH, in which n = 1 to 10 and the sum of all n = 8 to 20, in particular 11 to 15,
  A ^(-) = anion of a quaternizing agent, in particular dimethyl sulfate, diethyl sulfate, methyl chloride,
• 2. 0.5 to 6% by weight of conventional auxiliaries and additives
• 3. ad 100 wt .-% water.

2. Hair treatment agent formulations according to claim 1, because characterized in that partially hydrogenated as a fatty acid Tallow fatty acids or palm fatty acids with iodine numbers in the range from 30 to 50 can be used. 3. Hair treatment agent formulations according to claim 1, because characterized in that fatty acids and alkanolamines in Molar ratio of 1: 1.75 to 1: 2 are implemented. 4. hair treatment agent formulations according to claim 1, characterized in that mixtures of the components Ab) can also be used. 5. Hair treatment agent formulations according to claim 1, because characterized in that mixtures of components Ab1) and Ab3) can also be used.