Agent for coloring keratinous materials using aminosilicone, coloring compound and ester oil

Abstract

The subject of the present invention is (a1) at least one amino-functionalized silicone polymer, and (a2) at least one coloring compound, and (a3) at least one ester oil The second subject is a method for dyeing keratinous materials, in particular human hair, comprising applying the agent to the keratinous materials.

Description

[Technical Field]

[0001] The subject of the present application is an agent for coloring keratinous materials, in particular human hair, which contains at least one amino-functionalized silicone polymer (a1), at least one coloring compound (a2) and at least one ester oil (a3).

[0002] A second subject of the present application is a method for dyeing keratinous materials, in particular human hair, in which an agent according to the first subject of the invention is applied to the keratinous materials, allowed to act and then rinsed off again with water. [Background technology]

[0003] Changing the shape and color of keratinous materials, especially human hair, is a key area of ​​modern cosmetics. To change hair color, experts know a variety of coloring systems depending on the coloring requirements. Oxidative dyes are usually used for permanent and solid dyeing, have good fastness properties, and provide good gray coverage. Such colorants usually contain oxidative dye precursors, so-called developer and coupler components, which together form the actual dye under the influence of an oxidizing agent such as hydrogen peroxide. Oxidative dyes are characterized by very long-lasting color results.

[0004] When using direct dyes, the pre-formed dye diffuses from the colorant into the hair fiber. Compared to oxidative dyes, the color obtained with direct dyes is shorter-lasting and washes out quickly. The color of direct dyes typically remains on the hair for 5 to 20 washes.

[0005] It is known that the use of color pigments can cause short-term color changes in hair and / or skin. Color pigments are understood to be insoluble coloring substances. They exist in the form of small particles in the dye formulation in an undissolved state and are merely deposited on the outer surface of hair fibers and / or skin surfaces. Therefore, they can usually be removed without residue by rinsing several times with a detergent containing a surfactant. Various products of this type are available on the market under the name of hair mascara.

[0006] Until now, the use of oxidative dyes has been the only option when users want particularly long-lasting coloring. However, despite numerous optimization attempts, the unpleasant ammonia and amine odors of oxidative hair dyes cannot be completely avoided. In addition, the damage to hair that still accompanies the use of oxidative dyes has a negative effect on the user's hair. Therefore, the ongoing challenge is the research into alternative, high-performance dyeing processes. In particular, the color strength and wash fastness of dyes based on the use of pigments still need to be improved. Summary of the Invention [Problem to be solved by the invention]

[0007] The object of the present invention is to provide a dyeing system that has color strength as comparable as possible to oxidative dyeing.However, the oxidative dye precursors that are usually used for this purpose should not be used.There is a need for a technology that allows previously known coloring compounds (especially pigments) to be fixed to hair in a very durable way.When using the agent in the dyeing process, it should achieve a particularly strong dyeing result with good fastness.In addition, the agent should also have improved gray hair coverage. [Means for solving the problem]

[0008] Surprisingly, it has been found that this problem can be solved excellently when keratinous materials, in particular hair, are colored with an agent containing at least one amino-functionalized silicone polymer (a1), at least one coloring compound (a2) and at least one ester oil (a3).

[0009] A first subject of the invention is an agent for coloring keratinous materials, in particular human hair, comprising: (a1) at least one amino-functionalized silicone polymer, and (a2) at least one coloring compound, and (a3) at least one ester oil; [Effects of the Invention]

[0010] In the course of the research carried out in this invention, it was surprisingly found that the use of ester oils (a3) ​​in agents containing aminosilicones (a1) and coloring compounds (a2) leads to improved color strength when the agents are applied to keratinous materials, in particular human hair, in dyeing processes. These positive effects are observed when the coloring compounds (a2) are pigments. DETAILED DESCRIPTION OF THE INVENTION

[0011] [Keratinous substances] Keratinous materials include hair, skin, nails (e.g., fingernails and / or toenails). Wool, fur, and feathers also fall within the definition of keratinous materials.

[0012] Preferably, keratinous material is understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Keratinous material is understood to be human hair.

[0013] [Coloring Agent] In the context of the present invention, the term "coloring agent" is used to refer to the coloring of keratinous materials, hair coloring, which is caused by means of coloring compounds, in particular pigments, in which the pigments are deposited as coloring compounds on the surface of the keratinous materials in a particularly homogeneous, uniform and smooth film.

[0014] Amino-functionalized silicone polymer (a1) As a first component (a1) essential to the present invention, the agent contains at least one amino-functionalized silicone polymer, which may alternatively be called aminosilicone or amodimethicone.

[0015] Silicone polymers are macromolecules having a molecular weight of at least 500 g / mol, preferably at least 1000 g / mol, more preferably at least 2500 g / mol, and particularly preferably at least 5000 g / mol, and comprising repeating organic units.

[0016] The maximum molecular weight of a silicone polymer depends on the degree of polymerization (number of monomers being polymerized) and batch size, and is determined in part by the polymerization method. For purposes of this invention, it is understood that a silicone polymer having a maximum molecular weight of 10 7 g / mol or less, preferably 10 6 g / mol or less, particularly preferably 10 5 It is preferred that it is less than or equal to g / mol.

[0017] Silicone polymers contain many Si-O repeating units, and the Si atoms may carry organic residues, such as alkyl or substituted alkyl groups. Silicone polymers are therefore alternatively referred to as polydimethylsiloxanes.

[0018] The silicone polymer is based on more than 10 Si-O repeat units, preferably more than 50 Si-O repeat units, more preferably more than 100 Si-O repeat units, and most preferably more than 500 Si-O repeat units, corresponding to a high molecular weight.

[0019] Amino-functionalized silicone polymer is understood to mean the functionalized silicone that has at least one structural unit with amino group.Preferably, amino-functionalized silicone polymer has a plurality of structural units, each of which has at least one amino group.Amino group is understood to mean primary amino group, secondary amino group and tertiary amino group.All of these amino groups can be protonated under acidic environment and exist in their cationic form.

[0020] In principle, when the amino-functionalized silicone polymer (a1) has at least one primary, at least one secondary and / or at least one tertiary amino group, the amino-functionalized silicone polymer (a1) can be used to obtain advantageous effects.However, the dyeing with the highest washing fastness is found when the amino-functionalized silicone polymer (a1) that contains at least one secondary amino group is used in the agent.

[0021] In one very particularly preferred embodiment, the agent according to the invention is characterized in that it comprises at least one amino-functionalized silicone polymer (a1) having at least one secondary amino group.

[0022] The secondary amino groups may be located in various portions of the amino-functionalized silicone polymer. At least one, and preferably more than one, of the formula (Si amino): [ka] Particularly advantageous effects have been observed when using amino-functionalized silicone polymers (a1) having structural units

[0023] In the structural unit of formula (Si-amino), the abbreviations ALK1 and ALK2 independently represent linear or branched divalent C 1- C 20 Represents an alkylene group.

[0024] In another very particularly preferred embodiment, the agent according to the invention is a compound of the formula (Si amino): [ka] [In the formula, ALK1 and ALK2 independently express linear or branched C 1- C 20 represents a divalent alkylene group] The composition is characterized in that it comprises at least one amino-functionalized silicone polymer (a1) containing at least one structural unit of

[0025] Positions marked with an asterisk (*) indicate bonds to additional structural units of the silicone polymer. For example, the silicon atom adjacent to the asterisk may be bonded to another oxygen atom, and the oxygen atom adjacent to the asterisk may be bonded to another silicon atom or even to C 1- It may be bonded to a C6 alkyl group.

[0026] Divalent C 1- C 20 The alkylene group may alternatively be a divalent or divalent C 1- C 20 They may be referred to as alkylene groups, which means that each ALK1 or AK2 group can form two bonds.

[0027] In the case of ALK1, one bond arises from the silicon atom to the ALK1 group, and the second bond is between ALK1 and the secondary amino group.

[0028] In the case of ALK2, one bond is from the secondary amino group to the ALK2 group and the second bond is between ALK2 and the primary amino group.

[0029] Linear divalent C 1- C 20Examples of alkylene groups include methylene (-CH-), ethylene (-CH-CH-), propylene (-CH-CH-CH-), and butylene (-CH-CH-CH-CH-). The propylene group (-CH-CH-CH-) is particularly preferred. From a chain length of 3 C atoms, the divalent alkylene group may also be branched. Branched divalent divalent C 3- C 20 Examples of alkylene groups are (-CH2-CH(CH3)-) and (-CH2-CH(CH3)-CH2-).

[0030] In another particularly preferred embodiment, the structural unit of formula (Si amino) represents a repeating unit in the amino-functionalized silicone polymer (a1), so that the silicone polymer comprises a plurality of structural units of formula (Si amino).

[0031] Particularly well suited amino-functionalized silicone polymers (a1) having at least one secondary amino group are listed below.

[0032] The agent of the present invention is represented by the formula (Si-I) and the formula (Si-II): [ka] Dyeings with the best washfastness could be obtained when the composition contained at least one amino-functionalized silicone polymer (a1) which contained structural units of the formula:

[0033] In a further clearly very particularly preferred embodiment, the agent according to the invention is characterized in that the agent has the formula (Si-I) and the formula (Si-II): [ka] The composition is characterized in that it contains at least one amino-functionalized silicone polymer (a1) containing structural units of the formula:

[0034] The corresponding amino-functionalized silicone polymer having the structural units (Si-I) and (Si-II) is, for example, the commercial product DC 2-8566 or Dowsil 2-8566 Amino Fluid, sold by Dow Chemical Company and designated "Siloxanes and Silicones, 3-[(2-aminoethyl)amino]-2-methylpropyl Me, di-Me-siloxane" and CAS number 106842-44-8.

[0035] In another preferred embodiment, the agent of the present invention has the formula (Si-III): [ka] [In the formula, m and n are numbers selected so that the sum (n+m) is in the range of 1 to 1000; n is a number in the range of 0 to 999, and m is a number in the range of 1 to 1000. R1, R2 and R3 are the same or different and represent a hydroxy group or a C1-4 alkoxy group; where at least one of R1 to R3 represents a hydroxy group. The composition is characterized in that it comprises at least one amino-functional silicone polymer (a1) of the formula:

[0036] Preferred further agents of the present invention have the formula (Si-IV): [ka] [where: p and q are numbers selected so that the sum (p+q) is in the range of 1 to 1000; p is a number in the range of 0 to 999, and q is a number in the range of 1 to 1000, R1 and R2 are different and represent a hydroxy group or a C1-4 alkoxy group, and at least one of R1 to R2 represents a hydroxy group. The composition is characterized in that it comprises at least one amino-functional silicone polymer (a1) of the formula:

[0037] Silicones of formula (Si-III) and formula (Si-IV) differ in the group at the Si atom bearing the nitrogen-containing group: in formula (Si-III), R2 represents a hydroxyl group or a C1-4 alkoxy group, while in formula (Si-IV) the group is a methyl group. The individual Si groups designated by the subscripts m and n or p and q do not have to be present as blocks; rather, the individual units may be present in a statistically distributed manner, i.e., in formulas (Si-III) and (Si-IV), not every R1-Si(CH3)2 group is bonded to a -[O-Si(CH3)2] group.

[0038] Formula (Si-V): [ka] [where: A represents the group -OH, -O-Si(CH3)3, -O-Si(CH3)2OH, -O-Si(CH3)2OCH3, D represents the group -H, -Si(CH3)3, -Si(CH3)2OH, -Si(CH3)2OCH3; b, n, and c each represent an integer of 0 to 1000. For more information n>0 and b+c>0 At least one of the conditions A = -OH or D = -H is met. It has also been found that agents according to the invention comprising at least one amino-functional silicone polymer (a1) of the formula are particularly effective in terms of the desired effect.

[0039] In the above formula (Si-V), the individual siloxane units with the subscripts b, c and n are statistically distributed, ie, not necessarily block copolymers.

[0040] The agent of the present invention has the formula (Si-VI): [ka] wherein R is a hydrocarbon or hydrocarbon residue having from 1 to about 6 carbon atoms and Q is a compound represented by the general formula -R 1 HZ is a polar group, where R 1 is bonded to hydrogen and the Z residue and is a divalent linking group composed of carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms, or carbon, hydrogen and nitrogen atoms; Z is an organic amino-functional residue containing at least one amino functional group; "a" has a value ranging from about 0 to about 2, "b" has a value ranging from about 1 to about 3, "a" + "b" is 3 or less, "c" is a number ranging from about 1 to about 3, x is a number ranging from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25, y is a number ranging from about 20 to about 10,000, preferably from about 125 to about 10,000, and most preferably from about 150 to about 1,000; and M is a suitable silicone end group known in the prior art, preferably trimethylsiloxy. Non-limiting examples of groups represented by R include alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl, and the like; alkenyl groups such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, and alkylallyl; cycloalkyl groups such as cyclobutyl, cyclopentyl, and cyclohexyl; phenyl groups, benzyl groups, halohydrocarbon residues such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, and chlorophenyl; and sulfur-containing groups such as mercaptoethyl, mercaptopropyl, mercaptohexyl, and mercaptophenyl; preferably, R is an alkyl group containing from 1 to about 6 carbon atoms, and most preferably, R is methyl. 1Examples of include methylene, ethylene, propylene, hexamethylene, decamethylene, -CHCH(CH)CH-, phenylene, naphthylene, -CHCHSCHCH-, -CHCHOCH-, -OCHCH-, -OCHCHCH-, -CHCH(CH)C(O)OCH-, -(CH)CC(O)OCHCH-, -CHCH-, -CHCHCH-; and -(CH)C(O)SCHCH-.

[0041] Z is an organic amino functional group containing at least one amino functional group. An example of the formula for Z is NH(CH2) z NH2, where z is 1 or greater. Another formula for Z is -NH(CH2) z (CH2) zz NH, where z and zz are both independently 1 or greater, and this structure includes a diamino ring structure, such as piperazinyl. Z is most preferably a -NHCHCHNH group. Another formula for Z is -N(CH) z (CH2) zz NX2 or -NX2, where each X in X2 is independently selected from the group consisting of hydrogen and alkyl groups having 1 to 12 carbon atoms; and zz is 0.

[0042] Q is most preferably a polar amine functional residue of formula -CH2CH2CH2NHCH2CH2NH2, where "a" has a value ranging from about 0 to about 2, "b" has a value ranging from about 2 to about 3, "a" + "b" is 3 or less, and "c" is a number ranging from about 1 to about 3. a Q b SiO (4-a-b) / 2 Unit: R c SiO (4-c) / 2 The molar ratio of units ranges from about 1:2 to 1:65, preferably from about 1:5 to about 1:65, and most preferably from about 1:15 to about 1:20. If more than one silicone of the above formula is used, the various variable substituents in the above formula may be different for the various silicone components present in the silicone mixture.

[0043] In one particularly preferred embodiment, the agent according to the invention is characterized in that it comprises at least one aminofunctional silicone polymer (a1) of formula (Si-VII): [ka] where: ·G is -H, phenyl group, -OH, -O-CH3, -CH3, -O-CH2CH3, -CH2CH3, -O-CH2CH2CH3, -CH2CH2CH3, -O-CH(CH3)2, -CH(CH3)2, -O-CH2CH2C H2CH3, -CH2CH2CH2CH3, -O-CH2CH(CH3)2, -CH2CH(CH3)2, -O-CH(CH3)CH2CH3, -CH(CH3)CH2CH3, -OC(CH3)3, -C(CH3)3; · a represents a number between 0 and 3, especially 0; ·b represents a number between 0 and 1, especially 1, m and n are numbers whose sum (m+n) is 1 to 2000, preferably 50 to 150, where n is preferably assumed to have a value of 0 to 1999 and 49 to 149, and m is preferably assumed to have a value of 1 to 2000 and 1 to 10; R' is -QN(R'')-CH2-CH2-N(R'')2 -QN(R'')2 -QN + (R'')3A - -QN + H(R'')2A - -QN + H2(R'')A - -QN(R'')-CH2-CH2-N + R''H2A - , is a monovalent group selected from where each Q is a chemical bond, -CH2-, -CH2-CH2-, -CH2CH2CH2-, -C(CH3)2-, -CH2CH2CH2CH2-, -CH2C(CH3)2-, or -CH(CH3)CH2CH2-; R'' is -H, -phenyl, -benzyl, -CH2-CH(CH3)Ph, C 1-20 represents alkyl groups, preferably identical or different groups selected from the group consisting of -CH3, -CH2CH3, -CH2CH2CH3, -CH(CH3)2, -CH2CH2CH2H3, -CH2CH(CH3)2, -CH(CH3)CH2CH3, -C(CH3)3, and A represents an anion preferably selected from chloride, bromide, iodide or methosulfate. means.

[0044] In another preferred embodiment, the agent according to the invention has the formula (Si-VIIa): [ka] [In the formula, m and n are numbers such that the sum (m+n) is 1 to 2000, preferably 50 to 150, and n is preferably assumed to be a value of 0 to 1999 and 49 to 149, and m is preferably assumed to be a value of 1 to 2000 and 1 to 10.] The composition is characterized in that it contains at least one amino-functional silicone polymer (a1) of the formula:

[0045] According to the INCI declaration, such silicones are called trimethylsilylamodimethicones.

[0046] In the context of a further preferred embodiment, the agent of the present invention has the formula (Si-VIIb): [ka] [In the formula, R represents an -OH, -O-CH3, or -CH3 group; m, n1, and n2 are numbers such that the sum (m + n1 + n2) is 1 to 2000, preferably 50 to 150; the sum (n1 + n2) is preferably assumed to be a value of 0 to 1999 or 49 to 149; and m is preferably assumed to be a value of 1 to 2000 or 1 to 10.] The composition is characterized in that it contains at least one amino-functional silicone polymer (a1) of the formula:

[0047] According to the INCI declaration, such amino-functionalized silicone polymers are called amodimethicones.

[0048] Regardless of which amino-functional silicone is used, agents containing amino-functional silicone polymers with an amine number greater than 0.25 meq / g, preferably greater than 0.3 meq / g and greater than 0.4 meq / g, are preferred. The amine number represents the milligram equivalents of amine per gram of amino-functional silicone. It can be determined by titration and is expressed in mg KOH / g.

[0049] Furthermore, agents containing the special 4-morpholinomethyl-substituted silicone polymer (a1) are also suitable. This amino-functionalized silicone polymer contains structural units of the formula (SI-VIII) and structural units of the formula (Si-IX). [ka]

[0050] The corresponding 4-morpholinomethyl substituted silicone polymers are listed below.

[0051] A very particularly preferred amino-functionalized silicone polymer is known under the name amodimethicone / morpholinomethylsilsesquioxane copolymer and is commercially available in the form of the raw material Belsil ADM 8301 E from Wacker.

[0052] As the 4-morpholinomethyl-substituted silicone, for example, silicones having structural units of the formulae (SI-VIII), (Si-IX) and (Si-X) can be used. [ka] During the ceremony, R1 is -CH3, -OH, -OCH3, -O-CH2CH3, -O-CH2CH2CH3 or -O-CH(CH3)2; R2 is —CH3, —OH, or —OCH3.

[0053] Particularly preferred compositions according to the invention comprise at least one 4-morpholinomethyl-substituted silicone of formula (Si-XI), [ka] where: R1 is -CH3, -OH, -OCH3, -O-CH2CH3, -O-CH2CH2CH3 or -O-CH(CH3)2; R2 is —CH3, —OH, or —OCH3. B represents the group -OH, -O-Si(CH3)3, -O-Si(CH3)2OH, -O-Si(CH3)2OCH3, D represents the group -H, -Si(CH3)3, -Si(CH3)2OH, -Si(CH3)2OCH3; a, b, and c independently represent integers from 0 to 1000, provided that a+b+c>0; m and n each independently represent an integer of 1 to 1000; however, At least one of the conditions B=-OH or D=-H is met, · The units a, b, c, m and n are statistically distributed or block-like in the molecule.

[0054] Structural formula (Si-XI) is intended to indicate that the siloxane groups n and m are not necessarily directly bonded to the terminal groups B or D, respectively. Rather, in preferred formulas (Si-VI) a > 0 or b > 0, and in particularly preferred formulas (Si-VI) a > 0 and c > 0, i.e., the terminal groups B or D are preferably bonded to dimethylsiloxy groups. Also, in formula (Si-VI), the siloxane units a, b, c, m, and n are preferably statistically distributed.

[0055] The silicones of formula (Si-VI) used according to the present invention may be trimethylsilyl terminated (D or B = -Si(CH3)3), but may also be dimethylsilylhydroxy terminated at both ends or dimethylsilylhydroxy terminated and dimethylsilylmethoxy terminated at one end. Particularly preferred silicones in the context of the present invention are those in each context: B=-O-Si(CH3)2OH and D=-Si(CH3)3 B=-O-Si(CH3)2OH and D=-Si(CH3)2OH B=-O-Si(CH3)2OH and D=-Si(CH3)2OCH3 B=-O-Si(CH3)3 and D=-Si(CH3)2OH B=-O-Si(CH3)2OCH3 and D=-Si(CH3)2OH These silicones provide a considerable improvement in the hair properties of hair treated with the agent of the invention and a seriously improved protection in oxidative treatments.

[0056] It has been found to be particularly advantageous if the agent according to the invention contains the amino-functionalized silicone polymer (a1) in a specific amount range: Particularly satisfactory results have been obtained when the agent contains a total amount of 0.1 to 8.0 wt. %, preferably 0.2 to 5.0 wt. %, more preferably 0.3 to 3.0 wt. %, and most preferably 0.4 to 2.5 wt. %, based on the total weight of the agent.

[0057] In another particularly preferred embodiment, the agent according to the invention is characterized in that it contains one or more amino-functionalized silicone polymers (a1) in a total amount of 0.1 to 8.0% by weight, preferably 0.2 to 5.0% by weight, more preferably 0.3 to 3.0% by weight, very particularly preferably 0.4 to 2.5% by weight, based on the total weight of the agent.

[0058] [Coloring compound (a2)] As a second essential component, the composition according to the invention contains at least one coloring compound (a2).

[0059] For the purposes of the present invention, a coloring compound is a substance capable of imparting color to keratin materials. Particularly well-suited coloring compounds can be selected from the group of pigments, direct-acting dyes, photochromic dyes, and thermochromic dyes.

[0060] In a further preferred embodiment, the agent according to the invention is characterized in that it comprises at least one coloring compound (a2) from the group consisting of pigments, direct dyes, photochromic dyes and thermochromic dyes.

[0061] A pigment within the meaning of the present invention is a coloring compound having a solubility in water of less than 0.5 g / L, preferably less than 0.1 g / L, and even more preferably less than 0.05 g / L at 25°C. Water solubility can be determined, for example, by the following method: 0.5 g of pigment is weighed into a beaker. A stirring bar is added. Then, 1 liter of distilled water is added. The mixture is heated to 25°C for 1 hour while stirring with a magnetic stirrer. If undissolved components of the pigment are still visible in the mixture after this period, the solubility of the pigment is less than 0.5 g / L. If the pigment-water mixture cannot be visually evaluated due to the high intensity of the finely dispersed pigment, the mixture is filtered. If undissolved pigment remains on the filter paper, the solubility of the pigment is less than 0.5 g / L.

[0062] Suitable color pigments can be of inorganic and / or organic origin.

[0063] In a preferred embodiment, the agent according to the invention is characterized in that it comprises at least one coloring compound (a2) from the group consisting of inorganic and / or organic pigments.

[0064] Preferred color pigments are selected from synthetic or natural inorganic pigments. Naturally occurring inorganic color pigments can be made from, for example, chalk, ochre, umber, green earth, burnt terra di sienna, or graphite. In addition, inorganic color pigments can include black pigments such as black iron oxide, color pigments such as ultramarine or red iron oxide, fluorescent or phosphorescent pigments.

[0065] Particularly suitable are colored metal oxides, hydroxides and oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, chromates, and / or molybdates. Preferred colored pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarine blue (sodium aluminum sulfosilicate, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI 77289), iron blue (ferric ferrocyanide, CI 77510), and / or carmine (cochineal).

[0066] According to the present invention, colored pearlescent pigments are also particularly preferred. They are usually mica and / or mica-based and can be coated with one or more metal oxides. Mica belongs to the layered silicates. The most important representatives of these silicates are muscovite, phlogopite, sodalite, biotite, lepidolite, and margarite. To prepare pearlescent pigments in combination with metal oxides, mica, muscovite, or phlogopite are coated with metal oxides.

[0067] As an alternative to natural mica, synthetic mica coated with one or more metal oxides can also be used as pearlescent pigments. Particularly preferred pearlescent pigments are based on natural or synthetic mica (mica) and coated with one or more of the above-mentioned metal oxides. The color of each pigment can be changed by changing the layer thickness of one or more metal oxides.

[0068] In a further preferred embodiment, the agent according to the invention is characterized in that it contains at least one coloring compound (a2) from the group of inorganic pigments, preferably selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments, and / or from colored mica or mica-based pigments coated with at least one metal oxide and / or metal oxychloride.

[0069] In a further preferred embodiment, the composition according to the invention is characterized in that it comprises (a) at least one coloring compound (a2) from the group of pigments selected from mica or mica-based pigments reacted with one or more metal oxides from the group consisting of titanium dioxide (CI 77891), black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and / or brown iron oxides (CI 77491, CI 77499), manganese violet (CI 77742), ultramarine blue (sodium aluminum sulfosilicate, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI 77289), chromium oxide (CI 77288) and / or iron blue (ferric ferrocyanide, CI 77510).

[0070] Examples of particularly suitable color pigments are commercially available under the trade names Rona®, Colorona®, Xirona®, Dichrona®, and Timiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® from Eckart Cosmetic Colors, and Sunshine® from Sunstar.

[0071] Particularly preferred color pigments having the trade name Colorona® are, for example: Colorona Copper, Merck, Mica, CI77491 (Iron Oxide) Colorona Passion Orange, Merck, Mica, CI77491 (Iron Oxide), Alumina Colorona Patina Silver, Merck, Mica, CI 77499 (Iron Oxides), CI 77891 (Titanium Dioxide) Colorona RY, Merck, CI 77891 (Titanium Dioxide), Mica, CI 75470 (Carmine) Colorona Oriental Beige, Merck, Mica, CI 77891 (Titanium Dioxide), CI 77491 (Iron Oxides) Colorona Dark Blue, Merck, mica, titanium dioxide, ferric ferrocyanide Colorona Chameleon, Merck, CI77491 (iron oxide), mica Colorona Aborigine Amber, Merck, Mica, CI 77499 (Iron Oxides), CI 77891 (Titanium Dioxide) Colorona Blackstar Blue, Merck, CI 77499 (iron oxide), mica Colorona Patagonian Purple, Merck, Mica, CI 77491 (Iron Oxide), CI 77891 (Titanium Dioxide), CI 77510 (Ferric Ferrocyanide) Colorona Red Brown, Merck, Mica, CI 77491 (Iron Oxides), CI 77891 (Titanium Dioxide) Colorona Russet, Merck, CI 77491 (Titanium Dioxide), Mica, CI 77891 (Iron Oxides) Colorona Imperial Red, Merck, mica, titanium dioxide (CI 77891), D&C RED NO. 30 (CI 73360) Colorona Majestic Green, Merck, CI77891 (Titanium Dioxide), Mica, CI77288 (Chromium Oxide Green) Colorona Light Blue, Merck, Mica, Titanium Dioxide (CI 77891), Ferric Ferrocyanide (CI 77510) Colorona Red Gold, Merck, Mica, CI 77891 (Titanium Dioxide), CI 77491 (Iron Oxides) Colorona Gold Plus MP 25, Merck, Mica, Titanium Dioxide (CI 77891), Iron Oxide (CI 77491) Colorona Carmine Red, Merck, mica, titanium dioxide, carmine Colorona Blackstar Green, Merck, Mica, CI 77499 (Iron Oxides) Colorona Bordeaux, Merck, Mica, CI 77491 (Iron Oxide) Colorona Bronze, Merck, Mica, CI77491 (Iron Oxide) Colorona Bronze Fine, Merck, Mica, CI 77491 (Iron Oxide) Colorona Fine Gold MP 20, Merck, Mica, CI 77891 (Titanium Dioxide), CI 77491 (Iron Oxides) Colorona Sienna Fine, Merck, CI77491 (iron oxide), mica Colorona Sienna, Merck, Mica, CI77491 (Iron Oxide) Colorona Precious Gold, Merck, Mica, CI 77891 (Titanium Dioxide), Silica, CI 77491 (Iron Oxides), Tin Oxide Colorona Sun Gold Sparkle MP 29, Merck, Mica, Titanium Dioxide, Iron Oxides, Mica, CI77891, CI77491(EU) Colorona Mica Black, Merck, CI 77499 (Iron Oxides), Mica, CI 77891 (Titanium Dioxide) Colorona Bright Gold, Merck, Mica, CI 77891 (Titanium Dioxide), CI 77491 (Iron Oxides) Colorona Blackstar Gold, Merck, Mica, CI 77499 (Iron Oxides).

[0072] Other particularly preferred color pigments having the trade name Xirona® are, for example: Xirona Golden Sky, Merck, Silica, CI77891 (Titanium Dioxide), Tin Oxide Xirona Caribbean Blue, Merck, Mica, CI77891 (Titanium Dioxide), Silica, Tin Oxide Xirona Kiwi Rose, Merck, Silica, CI77891 (Titanium Dioxide), Tin Oxide Xirona Magic Mauve, Merck, Silica, CI77891 (Titanium Dioxide), Tin Oxide.

[0073] Additionally, particularly preferred color pigments having the trade name Unipure® are, for example: Unipure Red LC 381 EM, Sensient CI77491 (iron oxide), silica Unipure Black LC 989 EM, Sensient, CI77499 (iron oxide), silica Unipure Yellow LC 182 EM, Sensient, CI77492 (iron oxide), silica.

[0074] In a further embodiment, the agent according to the invention may also comprise one or more coloring compounds (a2) selected from the group consisting of organic pigments.

[0075] The organic pigments according to the invention are correspondingly insoluble organic dyes or color lacquers, which may be selected, for example, from the group of nitroso, nitro-azo, xanthene, anthraquinone, isoindolinone, isoindolinone, quinacridone, perinone, perylene, diketopyrrolopyrrole, indigo, thioindide, dioxazine, and / or triarylmethane compounds.

[0076] Examples of particularly suitable organic pigments are carmine, quinacridone, phthalocyanine, sorghum, blue pigments having color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments having color index numbers CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments having color index numbers CI 61565, CI 61570, CI 74260, and color index numbers CI 61570. orange pigments having the color index numbers CI11725, CI15510, CI45370, CI71105, and red pigments having the color index numbers CI12085, CI12120, CI12370, CI12420, CI12490, CI14700, CI15525, CI15580, CI15620, CI15630, CI15800, CI15850, CI15865, CI15880, CI17200, CI26100, CI45380, CI45410, CI58000, CI73360, CI73915, and / or CI75470.

[0077] In another particularly preferred embodiment, the agent according to the invention is preferably a pigment selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, blue pigments having the color index numbers CI42090, CI69800, CI69825, CI73000, CI74100, CI74160, yellow pigments having the color index numbers CI11680, CI11710, CI15985, CI19140, CI20040, CI21100, CI21108, CI47000, CI47005, green pigments having the color index numbers CI61565, CI61570, CI74260, and CI11725, CI155 10, CI45370, CI71105, orange pigments having the Color Index numbers CI12085, CI12120, CI12370, CI12420, CI12490, CI14700, CI15525, CI15580, CI15620, CI15630, CI15800, CI15850, CI15865, CI15880, CI17200, CI26100, CI45380, CI45410, CI58000, CI73360, CI73915, and / or CI75470.

[0078] The organic pigment may be a color paint. In the sense of the present invention, the term color lacquer refers to particles containing a layer of absorbed dye, and the particles and dye units are insoluble under the above-mentioned conditions. The particles may be, for example, inorganic substrates. They may be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate, or even aluminum.

[0079] For example, alizarin color varnish can be used.

[0080] Due to their excellent lightfastness and heat resistance, the use of the above pigments in the agent of the present invention is particularly preferred.It is also preferred that the pigments used have a specific particle size.Therefore, according to the present invention, at least one pigment has an average particle size D of 1.0 to 50 μm, preferably 5.0 to 45 μm, preferably 10 to 40 μm, 14 to 30 μm. 50 It is advantageous to have an average particle size D 50 can be determined, for example, using dynamic light scattering (DLS).

[0081] The coloring compound (a2), a colorant compound from the group of pigments, represents the second essential component of the agent according to the invention and is preferably used in the agent in a specific range of amounts.

[0082] Particularly satisfactory results have been obtained when the agent according to the invention contains one or more pigments (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0.1 to 5.0% by weight, more preferably 0.2 to 2.5% by weight, and very preferably 0.25 to 1.5% by weight, based on the total weight of the agent.

[0083] In another very particularly preferred embodiment, the agent according to the invention is characterized in that it contains one or more pigments (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0.1 to 5.0% by weight, more preferably 0.2 to 2.5% by weight, and very particularly preferably 0.25 to 1.5% by weight, based on the total weight of the agent.

[0084] As the coloring compound (a2), the agent according to the present invention may also contain one or more direct dyes. Direct dyes are dyes that are absorbed directly into hair and do not require an oxidation process to form color. Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes, or indophenols.

[0085] Direct dyes within the meaning of the present invention have a solubility in water (760 mmHg) of more than 0.5 g / L at 25° C. and therefore should not be considered as pigments.

[0086] Preferably, direct dyes within the meaning of the present invention have a solubility in water (760 mmHg) of more than 1.0 g / L at 25°C.

[0087] Direct dyes can be divided into anionic, cationic, and nonionic direct dyes.

[0088] In a further embodiment, the agent according to the invention is characterized in that it comprises at least one coloring compound (a2) from the group consisting of anionic, nonionic and cationic direct dyes.

[0089] Suitable cationic direct dyes include Basic Blue 7, Basic Blue 26, HC Blue 16, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), HC Blue No. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51 and Basic Red 76.

[0090] As nonionic direct dyes, nonionic nitro and quinone dyes as well as neutral azo dyes can be used. Suitable nonionic direct dyes are those described under the following international names or trade names: HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, HC Red BN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9, as well as known compounds such as 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis-(2-hydroxyethyl)-amino-2-nitrobenzene, and 3-nitro-4-(2-hydroxyethyl)-aminophenol. 2-(2-hydroxyethyl)amino-4,6-dinitrophenol, 4-[(2-hydroxyethyl)amino]-3-nitro-1-methylbenzene, 1-amino-4-(2-hydroxyethyl)-amino-5-chloro-2-nitrobenzene, 4-amino-3-nitrophenol, 1-(2'-ureidoethyl)amino-4-nitrobenzene, 2-[(4-amino-2-nitrophenyl)amino]benzoic acid, 6-nitro-1,2,3,4-tetrahydroquinoxaline, 2-hydroxy-1,4-naphthoquinone, picramic acid and its salts, 2-amino-6-chloro-4-nitrophenol, 4-ethylamino-3-nitrobenzoic acid, and 2-chloro-6-ethylamino-4-nitrophenol.

[0091] Anionic direct dyes are also called acid dyes. Acid dyes are direct dyes that have at least one carboxylic acid group (-COOH) and / or one sulfonic acid group (-SO3H). Depending on the pH value, the protonated forms of the carboxylic acid or sulfonic acid groups (-COOH, -SO3H) can be converted to their deprotonated forms (-COO - , -SO3 -The proportion of the protonated form increases with decreasing pH. When direct dyes are used in the form of their salts, the carboxylic acid or sulfonic acid group is present in the deprotonated form and is neutralized with a corresponding stoichiometric equivalent of a cation to maintain electrical neutrality. The acid dyes of the present invention can also be used in the form of their sodium salts and / or their potassium salts.

[0092] Acid dyes within the meaning of the present invention have a solubility in water (760 mmHg) of more than 0.5 g / L at 25° C. and therefore should not be considered pigments. Preferably, acid dyes within the meaning of the present invention have a solubility in water (760 mmHg) of more than 1.0 g / L at 25° C.

[0093] Alkaline earth salts (such as calcium and magnesium salts) or aluminum salts of acid dyes often have lower solubilities than the corresponding alkali salts. If the solubility of these salts is less than 0.5 g / L (25°C, 760 mmHg), they do not fall within the definition of direct dyes.

[0094] An essential feature of acid dyes is their ability to form an anionic charge, whereby the carboxylic or sulfonic acid group involved is usually attached to a different chromophore system. Suitable chromophore systems can be found, for example, in the structures of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes, and / or indophenol dyes.

[0095] In a further embodiment, the agent for dyeing keratinous materials is characterized in that it comprises at least one anionic direct dye selected from the group consisting of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and / or indophenol dyes, wherein the dyes from the above group each have at least one carboxylic acid group (-COOH), sodium carboxylate group (-COONa), potassium carboxylate group (-COOK), sulfonic acid group (-SO3H), sodium sulfonate group (-SO3Na), and / or potassium sulfonate group (-SO3K).

[0096] Suitable acid dyes may include, for example, one or more compounds selected from the following group: Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n°B001), Acid Yellow 3 (COLIPA n°C54, D&C Yellow No. 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (CI 18965), Acid Yellow 23 (COLIPA n°C29, Covacap Jaune W1100 (LCW), Sicovit Tartrazine 85 E102 (BASF), tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No. 5), Acid Yellow 36 (CI 13065), Acid Yellow 121 (CI 18690), Acid Orange 6 (CI 14270), Acid Orange 7 (2-Naphthol Orange, Orange II, CI 15510, D&C Orange 4, COLIPA n°C 015), Acid Orange 10 (CI 16230; Orange G sodium salt), Acid Orange 11 (CI 45370), Acid Orange 15 (CI 50120), Acid Orange 20 (CI 14600), Acid Orange 24 (BROWN 1; CI 20170; KATSU 201; sodium salt; Brown No. 201; RESORCIN BROWN; ACID ORANGE 24; Japan Brown 201; D&C Brown No. 1), Acid Red 14 (CI 14720), Acid Red 18 (E124, Red 18; CI 16255), Acid Red27 (E123, CI16185, C-Rot46, Real red D, FD&C Red Nr.2, Food Red9, Naphthol red S), Acid Red33 (Red33, Fuchsia red, D&C Red33, CI17200), Acid Red35 (CIC.I.18065)、Acid Red51(CI45430、Pyrosin B、テトライオドフルオレセイン、Eosin J、イオデオシン)、Acid Red52(CI45100、Food Red106、Solar Rhodamine B、Acid Rhodamine B、Red n°106 Pontacyl Brilliant Pink)、Acid Red73(CI27290)、Acid Red87(Eosin、CI45380)、Acid Red92(COLIPA n℃53、CI45410)、Acid Red95(CI45425、Erythtosine、Simacid Erythrosine Y)、Acid Red184(CI15685)、Acid Red195、Acid Violet43(Jarocol Violet43、Ext.D&C Violet n°2、C.I.60730、COLIPA n℃063)、Acid Violet49(CI42640)、Acid Violet50(CI50325)、Acid Blue1(Patent Blue、CI42045)、Acid Blue3(Patent Blue V、CI42051)、Acid Blue7(CI42080)、Acid Blue104(CI42735)、Acid Blue9(E133、Patent Blue AE、Amido blue AE、Erioglaucin A、CI42090、C.I.Food Blue2)、Acid Blue62(CI62045)、Acid Blue74(E132、CI73015)、Acid Blue80(CI61585)、Acid Green3(CI42085、Foodgreen1)、Acid Green5(CI42095)、Acid Green9(C.I.42100)、Acid Green22(C.I.42170)、Acid Green25(CI61570、Japan Green201、D&C Green No.5)、Acid Green50(Brilliant Acid Green BS、C.I.44090, Acid Brilliant Green BS, E142), Acid Black1(Black n°401, Naphthalene Black10B, Amido Black10B, CI20 470, COLIPA n°B15), Acid Black52(CI15711), Food Yellow8(CI14270), Food Blue5, D&C Yellow8, D&C Green5, D&C Orange10, D&C Orange11, D&C Red21, D&C Red27, D&C Red33, D&C Violet2, and / or D&C Brown1. .

[0097] For example, the water solubility of an anionic direct dye can be determined as follows: 0.1 g of anionic direct dye is placed in a beaker. A stirring bar is added. 100 mL of water is then added. The mixture is heated to 25°C while stirring magnetically. This mixture is stirred for 60 minutes. The aqueous mixture is then visually evaluated. If there is still undissolved residue, the amount of water is increased, for example, in 10 mL increments. Water is added until the amount of dye used is completely dissolved. If the dye strength is too high to visually evaluate the dye-water mixture, the mixture is filtered. If undissolved dye remains on the filter paper, the solubility test is repeated with a larger amount of water. If 0.1 g of anionic direct dye dissolves in 100 mL of water at 25°C, the solubility of the dye is 1.0 g / L.

[0098] Acid Yellow 1 is called 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid disodium salt and has a solubility in water of at least 40 g / L (25° C.).

[0099] Acid Yellow 3 is a mixture of the sodium salts of the mono- and di-sulfonic acids of 2-(2-quinolyl)-1H-indene-1,3(2H)-dione and has a water solubility of 20 g / L (25° C.).

[0100] Acid Yellow 9 is called the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid and has a solubility in water of greater than 40 g / L (25°C).

[0101] Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1-(4-sulfophenyl)-4-((4-sulfophenyl)azo)-1H-pyrazole-3-carboxylic acid and is highly soluble in water at 25°C.

[0102] Acid Orange 7 is the sodium salt of 4-[(2-hydroxy-1-naphthyl)azo]benzenesulfonate. Its water solubility is greater than 7 g / L at 25°C.

[0103] Acid Red 18 is the trinalium salt of 7-hydroxy-8-[(E)-(4-sulfonato-1-naphthyl)-diazenyl)]-1,3-naphthalenedisulfonate and has very high water solubility of more than 20% by weight.

[0104] Acid Red 33 is the dianthrlium salt of 5-amino-4-hydroxy-3-(phenylazo)-naphthalene-2,7-disulfonate, and its solubility in water is 2.5 g / L (25° C.).

[0105] Acid Red 92 is the disodium salt of 3,4,5,6-tetrachloro-2-(1,4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl)benzoic acid, and its solubility in water is shown to be greater than 10 g / L (25° C.).

[0106] Acid Blue 9 is the disodium salt of 2-({4-[N-ethyl(3-sulfonatobenzyl)amino]phenyl}{4-[(N-ethyl(3-sulfonatobenzyl)imino]-2,5-cyclohexadien-1-ylidene}methyl)-benzenesulfonate and has a solubility in water of greater than 20% by weight (25°C).

[0107] In a further embodiment, the agent according to the invention is therefore selected from the group consisting of acid yellow 1, acid yellow 3, acid yellow 9, Acid Yellow 17, Acid Yellow 23, Acid Yellow 36, Acid Yellow 121, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 11, Acid Orange 15, Acid Orange 20, Acid Orange 24, Acid Red 14, Acid Red 27, Acid Red 33, Acid Red 35, Acid Red 51, Acid Red 52, Acid Red 73, Acid Red 87, Acid Red 92, Acid Red 95, Acid Red 184, Acid Red 195, Acid Violet 43, Acid Violet 49, Acid Violet 50, Acid Blue 1, Acid Blue 3, Acid Blue 7, Acid Blue 104, Acid Blue 9, Acid Blue 62, Acid Blue 74, Acid Blue 80, Acid Green 3, Acid Green 5, Acid and at least one direct dye (a2) selected from the group consisting of D&C Green 9, Acid Green 22, Acid Green 25, Acid Green 50, Acid Black 1, Acid Black 52, Food Yellow 8, Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 11, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet 2, and / or D&C Brown 1.

[0108] The one or more direct acting dyes can be used in various amounts in the agent of the present invention depending on the desired color strength. Satisfactory results have been obtained when the agent contains one or more direct dyes (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0.1 to 8.0% by weight, more preferably 0.2 to 6.0% by weight, and most preferably 0.5 to 4.5% by weight, based on the total weight of the agent.

[0109] Furthermore, the agent according to the invention may contain at least one photochromic or thermochromic dye as coloring compound (a2).

[0110] Photochromic dyes are dyes that undergo a reversible change in hue in response to irradiation with UV light (sunlight or black light). In this process, UV light alters the chemical structure of the dyes and therefore their absorption behavior (photochromism).

[0111] Thermochromic dyes are dyes that undergo a reversible change in hue in response to a change in temperature. In this process, the change in temperature alters the chemical structure of the dye and therefore its absorption behavior (thermochromism).

[0112] The agent of the present invention may contain one or more photochromic dyes (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0.1 to 8.0% by weight, more preferably 0.2 to 6.0% by weight, and most preferably 0.5 to 4.5% by weight, based on the total weight of the composition.

[0113] [Ester oil (a3)] As a third essential component (a3), the agent according to the invention contains at least one ester oil.

[0114] Ester oil is C 12- C 24 Fatty acids and fatty acids 1- C 24 It is an ester with an alcohol and has a liquid aggregate state at room temperature (25° C.). In other words, the ester oil according to the present invention is characterized by having a melting point of less than 25° C. at normal pressure (1013 mbar).

[0115] In other words, a first subject of the invention is an agent for coloring keratinous materials, in particular human hair, comprising: (a1) at least one amino-functionalized silicone polymer, and (a2) at least one coloring compound, and (a3) At least one ester oil having a melting point of less than 25° C. at 1013 mbar.

[0116] C 12- C 24 Fatty acids and aliphatic monovalent C 1- C 24 A particularly strong increase in color intensity was observed when dyeing keratinous materials with an agent containing at least one ester oil (a3) ​​selected from the group consisting of monoesters with alcohols.

[0117] In accordance with a further embodiment, the agent for dyeing keratinous materials is characterized in that it comprises: (a3) is C 12- C 24 Fatty acids and aliphatic monovalent C 1- C 24 It contains at least one ester with an alcohol.

[0118] In accordance with a further embodiment, the agent for dyeing keratinous materials is characterized in that it comprises: (a3) is C 12- C 24 Fatty acids and aliphatic monovalent C 1- C 24 It comprises at least one ester oil with an alcohol, the ester oil having a melting point of less than 25°C at 1013 mbar.

[0119] Suitable C for forming ester oil (a3) 12- C 24Examples of fatty acids include caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselinic, linoleic, linolenic, eleostearic, arachidic, gadoleic, behenic, and erucic acids, as well as mixtures thereof. Examples of fatty alcohol moieties in ester oils include isopropyl, caprylic, capryl, 2-ethylhexyl, capric, lauryl, isotridecyl, myristyl, cetyl, palmoleyl, stearyl, isostearyl, oleyl, elaidyl, petroselinyl, linoleyl, linolenyl, eleostearyl, arachidyl, gadoleyl, behenyl, erucyl, and brassidyl alcohols, as well as mixtures thereof.

[0120] These C 12- C 24 Fatty acids are C 1- C 24 It is esterified by reaction with an aliphatic alcohol, particularly preferably a monoalcohol, so that the esterification produces a monoester.

[0121] C 1- C 24 The fatty alcohols may be linear or branched, saturated or mono- or polyunsaturated.

[0122] For example, an alcohol selected from the group consisting of methanol, ethanol, n-propanol, iso-propanol, n-butanol, n-pentanol, 2-ethyl-hexanol, n-hexanol, n-octanol, n-decanol and n-dodecanol may be used in the reaction of C 1- C 24 The saturated aliphatic alcohol can be used.

[0123] Monovalent, unsaturated C 1- C 24 Examples of alcohols include oleyl alcohol (octadec-9-en-1-ol), palmitoleic alcohol (cis-9-hexadecen-1-ol), elaidyl alcohol (trans-9-octadecen-1-ol) and cis-11-octadecen-1-ol.

[0124] To form the ester (a3) ​​according to the invention, C 12- C 24 Fatty acids and C 1- C 12 The alcohol is selected so that the ester formed by esterification from the two reactants is an ester oil, ie it has a melting point of less than 25° C. at 1013 mbar.

[0125] Some ester oils (a3) ​​according to the invention can be used in the form of commercial raw materials which are mixtures of esters obtained from fatty acids of different chain lengths and / or alcohols of different chain lengths. These raw materials may have a melting range. For these raw materials, a melting point below 25°C means that the melting process begins at a temperature below 25°C.

[0126] For example, an ester oil in the form of a specific raw material can be used in the agent, and if the raw material has a melting range of 16 to 27° C., the raw material contains at least one ester oil having a melting point below 25° C. Thus, the ester oil is in accordance with the present invention.

[0127] Particularly preferred ester oils are, for example, the common (EO-I): [ka] [In the formula, R1 is an unbranched or branched, saturated or unsaturated C 11- C 23 represents an alkyl group, and R2 is unbranched or branched, saturated or unsaturated C 1- C 24 alkyl group] is a compound of

[0128] In accordance with a further embodiment, the agent for dyeing keratinous materials is characterized in that it comprises: (a3) is a compound of the general formula (EO-I): [ka] [In the formula, R1 is an unbranched or branched, saturated or unsaturated C 11- C 23 represents an alkyl group, R2 is unbranched or branched, saturated or unsaturated C 1- C 24 alkyl group] The composition contains at least one ester oil.

[0129] The group R1 is an unbranched or branched, saturated or unsaturated C 11- C 23 represents an alkyl group.

[0130] Preferably, the group R1 is an unbranched or branched, saturated or unsaturated C 1 -C 2 -C 3 -C 4 -C 5 -C 6 -C 7 -C 8 -C 9 -C 10 -C 11 -C 12 -C 13 -C 14 -C 15 -C 16 -C 17 -C 18 -C 19 -C 20 -C 21 -C 22 -C 23 11- C 17 represents an alkyl group.

[0131] Highly preferably, the group R1 is an unsaturated C 11- C 17 It is an alkyl group.

[0132] The group R2 is an unbranched or branched, saturated or unsaturated C 1- C 24 represents an alkyl group.

[0133] Preferably, the group R2 is an unbranched or branched, saturated C1- C 12 represents an alkyl group.

[0134] Particularly preferably, the group R2 is an unbranched or branched, saturated C 1- Represents a C8 alkyl group.

[0135] According to the invention, the following are particularly preferred: 2-ethylhexyl palmitate (Cegesoft® 24), isopropyl myristate (Rilanit® IPM), isononanoic acid C16-18 alkyl ester (Cetiol® SN), 2-ethylhexyl stearate (Cetiol® 868), cetyl oleate, glycerol tricaprylate, coconut fatty alcohol caprylate / caprylate (Cetiol® LC), n-butyl stearate, oleyl erucate (Cetiol® J). 600), isopropyl palmitate (Rilanit® IPP), oleyl oleate (Cetiol®), hexyl laurate (Cetiol® A), di-n-butyl adipate (Cetiol® B), cetearyl isononanoate (Cetiol® SN), decyl oleate (Cetiol® V).

[0136] Most preferably, the ester oil (a3) ​​is selected from the group consisting of isopropyl myristate, 2-ethylhexyl palmitate, C16-18 alkyl isononanoate, 2-ethylhexyl stearate, cetyl oleate, coconut fatty alcohol caprylate, coconut fatty alcohol caprylate, n-butyl stearate, oleyl erucate, isopropyl palmitate, oleyl oleate, hexyl laurate, cetearyl isononanoate, and decyl oleate.

[0137] In the context of a further embodiment, the agent for dyeing keratinous materials is characterized in that it comprises: (a3) At least one ester oil selected from the group consisting of isopropyl myristate, 2-ethylhexyl palmitate, C16-18 alkyl isononanoate, 2-ethylhexyl stearate, cetyl oleate, coconut fatty alcohol caprylate, coconut fatty alcohol caprylate, n-butyl stearate, oleyl erucate, isopropyl palmitate, oleyl oleate, hexyl laurate, cetearyl isononanoate, and decyl oleate.

[0138] Isopropyl myristate, also known as myristate isopropyl ester, has a CAS number of 110-27-0. Isopropyl myristate is a colorless, odorless liquid. Its melting point is 0-1°C (BSI).

[0139] 2-Ethylhexyl palmitate, also known as hexadecanoic acid 2-ethylhexyl ester, has a CAS number of 29806-73-3. 2-Ethylhexyl palmitate is a branched, saturated ester oil of palmitic acid and ethylhexyl alcohol. At room temperature, 2-ethylhexyl palmitate exists as a clear, colorless liquid with a slight fatty odor.

[0140] Isononanoic acid C16-18 alkyl ester is also known as isononanoic acid cetearyl, and has CAS numbers 84878-33-1 and 84878-34-2. Isononanoic acid C16-18 alkyl ester is a clear, slightly yellowish liquid. At 20°C, isononanoic acid C16-18 alkyl ester has a viscosity of 19-22 mPas.

[0141] Stearic acid 2-ethylhexyl ester, also known as ethylhexyl stearate, has a CAS number of 91031-48-0. It is a clear, slightly yellowish, thin liquid oil. At 20°C, it has a viscosity of 14-16 mPas, and remains more oily at room temperature.

[0142] Cetyl oleate has the CAS number 22393-86-8.

[0143] Coconut fatty alcohol caprylate / caprate has the CAS number 95912-86-0. It is a mixture of C8-C10 fatty acids and C12-C18 fatty alcohols, and is in the form of a yellow liquid with a melting point of 10°C.

[0144] N-Butyl stearate, also known as butyl stearic acid ester, has CAS numbers 85408-76-0 (C16-18) and 123-95-5 (C18). N-Butyl stearate is a yellowish liquid that begins to melt at 16°C.

[0145] Oleyl erucate has the CAS number 17673-56-2. It is a yellow liquid. At 20°C, oleyl acrylate has a viscosity of 40-50 MPa, making it an oil at room temperature.

[0146] Isopropyl palmitate, also known as propan-2-yl hexadecanoate, has the CAS number 142-91-6. Its melting point is 13.5°C.

[0147] Oleyl oleate, also known as cis-9,10-octadecenyl cis-9,10-octadecanoate or oleic acid oleyl ester, has the CAS number 3687-45-4. Oleyl oleate is a clear, slightly yellowish oil with a viscosity of 25-30 mPas at 20°C and is an oil at room temperature.

[0148] Hexyl laurate, also known as hexyl laurate, has the CAS number 34316-64-8. At room temperature, hexyl laurate is a clear, yellowish, odorless oil. At 20°C, hexyl laurate has a viscosity of 5-7 MPa, making it a more oily oil at room temperature.

[0149] Cetearyl isononanoate, also known as isononanoic acid C16-18 alkyl esters, has CAS numbers 84878-33-1 and 84878-34-2. Cetearyl isononanoate is a yellowish liquid with a melting point of 16-22°C.

[0150] Decyl oleate, also known as decyl oleate, has the CAS number 3687-46-5. Decyl oleate is a slightly yellowish liquid with a viscosity of 15-20 mPas at 20°C. Therefore, decyl oleate is an oil at room temperature.

[0151] Isopropyl myristate is most preferred.

[0152] The above ester oils (a3), preferred compounds, and particularly preferred compounds are advantageously used in the agents of the present invention in amounts within specific ranges.

[0153] Particularly satisfactory results have been obtained when the agent contains one or more ester oils (a3) ​​in a total amount of 0.1 to 20.0% by weight, preferably 0.5 to 15.0% by weight, more preferably 1.0 to 10.0% by weight, most preferably 4.0 to 8.0% by weight, based on the total weight of the agent.

[0154] In a further preferred embodiment, the agent according to the invention is characterized in that it contains one or more ester oils (a3) ​​in a total amount of 0.1 to 20.0% by weight, preferably 0.5 to 15.0% by weight, more preferably 1.0 to 10.0% by weight, very particularly preferably 4.0 to 8.0% by weight, based on the total weight of the agent.

[0155] [Fatty alcohol in the preparation] As a further optional component, the agent of the present invention may comprise at least one C 12- C 24 It may additionally contain a fatty alcohol.

[0156] C 12- C 24 The fatty alcohol may be a saturated, monounsaturated or polyunsaturated, linear or branched fatty alcohol having 12 to 24 C atoms.

[0157] Preferred linear saturated C 12- C 24 Examples of fatty alcohols are dodecan-1-ol (dodecyl alcohol, lauryl alcohol), tetradecan-1-ol (tetradecyl alcohol, myristyl alcohol), hexadecan-1-ol (hexadecyl alcohol, cetyl alcohol, palmityl alcohol), octadecan-1-ol (octadecyl alcohol, stearyl alcohol), arachyl alcohol (eicosan-1-ol), heneicosyl alcohol (henicosan-1-ol), and / or behenyl alcohol (docosan-1-ol).

[0158] Preferred linear unsaturated fatty alcohols are (9Z)-octadec-9-en-1-ol (oleyl alcohol), (9E)-octadec-9-en-1-ol (elaidyl alcohol), (9Z,12Z)-octadeca-9,12-dien-1-ol (linoleyl alcohol), (9Z,12Z,15Z)-octadeca-9,12,15-trien-1-ol (linolenoyl alcohol), gadoleyl alcohol ((9Z)-eicosa-9-en-1-ol), arachidonic acid alcohol ((5Z,8Z,11Z,14Z)-eicosa-5,8,11,14-tetraen-1-ol), erucyl alcohol ((13Z)-docos-13-en-1-ol), and / or brassidyl alcohol ((13E)-docosene-1-ol).

[0159] Preferred representatives of branched fatty alcohols are 2-octyl-dodecanol, 2-hexyl-dodecanol and / or 2-butyl-dodecanol.

[0160] In accordance with a further preferred embodiment, the agent according to the invention preferably comprises at least one C selected from the group consisting of: 12- C 24 Characterized in that it contains fatty alcohols: Dodecan-1-ol (dodecyl alcohol, lauryl alcohol), Tetradecan-1-ol (tetradecyl alcohol, myristyl alcohol), Hexadecan-1-ol (hexadecyl alcohol, cetyl alcohol, palmityl alcohol), Octadecan-1-ol (octadecyl alcohol, stearyl alcohol), Arachyl alcohol (eicosan-1-ol), Henicosyl alcohol (henicosan-1-ol), Behenyl alcohol (docosane-1-ol), (9Z)-Octadec-9-en-1-ol (oleyl alcohol), (9E)-Octadec-9-en-1-ol (elaidyl alcohol), (9Z,12Z)-octadeca-9,12-dien-1-ol (linoleyl alcohol), (9Z,12Z,15Z)-octadeca-9,12,15-trien-1-ol (linolenoyl alcohol), Gadreil alcohol ((9Z)-eicos-9-en-1-ol), Arachidonic acid alcohol ((5Z,8Z,11Z,14Z)-eicosa-5,8,11,14-tetraen-1-ol), Erucyl alcohol ((13Z)-docos-13-en-1-ol), Brassidyl alcohol ((13E)-docosene-1-ol), 2-octyl-dodecanol, 2-hexyldodecanol, and / or 2-Butyldodecanol.

[0161] A very specific range of amounts of one or more C 12- C 24It has been found that it is very preferable to use fatty alcohols.

[0162] The agent of the present invention is one or more C in a total amount of 2.0 to 50.0 wt. %, preferably 3.0 to 30.0 wt. %, more preferably 4.0 to 20.0 wt. %, even more preferably 5.0 to 15.0 wt. %, and most preferably 5.0 to 13.0 wt. %, based on the total weight of the composition. 12- C 24 It is particularly preferred if it contains a fatty alcohol.

[0163] [Surfactant in the medium] As further optional components, the agent according to the present invention can further comprise at least one surfactant.It has been found to be particularly preferable to continue to use at least one nonionic surfactant in the agent, in order to further optimize the formation of emulsion.

[0164] Therefore, very preferably, the agent according to the invention further comprises at least one surfactant.

[0165] The term surfactant (T) refers to surface-active substances that can form adsorbed layers on surfaces and interfaces or aggregate in the bulk phase to form micellar colloids or lyotropic mesophases. A distinction is made between anionic surfactants, which consist of a hydrophobic group and a negatively charged hydrophilic head group; amphoteric surfactants, which carry both a negative charge and a countervailing positive charge; cationic surfactants, which have a positively charged hydrophilic group in addition to the hydrophobic residue; and nonionic surfactants, which have no charge but possess a strong dipole moment and are highly hydrated in aqueous solution.

[0166] Nonionic surfactants contain, as hydrophilic groups, for example, polyol groups, polyalkylene glycol ether groups or a combination of polyol and polyglycol ether groups. Such links include: addition products of 2 to 50 mol of ethylene oxide and / or 0 to 5 mol of propylene oxide onto linear and branched fatty alcohols, fatty alcohol polyglycol ethers or fatty alcohol polypropylene glycol ethers or mixed fatty alcohol polyethers having 6 to 30 C atoms, addition products of 2 to 50 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide onto linear and branched fatty acids having 6 to 30 carbon atoms, onto fatty acid polyglycol ethers or fatty acid polypropylene glycol ethers or onto mixed fatty acid polyethers, addition products of 2 to 50 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide onto linear and branched alkylphenols, alkylphenol polyglycol ethers or alkylpolypropylene glycol ethers or mixed alkylphenol polyethers having 8 to 15 carbon atoms in the alkyl group, Addition products of 2 to 50 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide onto linear and branched fatty alcohols containing 8 to 30 C atoms, onto fatty acids containing 8 to 30 C atoms, onto alkylphenols containing 8 to 15 C atoms in the alkyl group, terminated by a methyl group or a C2-C6 alkyl group, such as the grades available under the trade names Dehydol® LS, Dehydol® LT (Cognis). C of addition products of 1 to 30 moles of ethylene oxide to glycerol 12 -C 30 fatty acid monoesters and diesters, addition products of 5 to 60 moles of ethylene oxide onto castor oil and hydrogenated castor oil, polyol fatty acid esters, such as the commercially available products Hydagen® HSP (Cognis) or Sovermol® grades (Cognis), Alkoxylated triglycerides, ·Formula (Tnio-1): [ka] [In the formula, R 1 CO is a linear or branched, saturated and / or unsaturated acyl group having 6 to 22 carbon atoms, and R 2 is hydrogen or methyl, and R 3 is a straight-chain or branched alkyl group containing 1 to 4 carbon atoms, and w is a number from 1 to 20. Alkoxylated fatty acid alkyl esters of Amine oxides, hydroxy mixed ethers, as described in the examples of DE-OS 19738866, addition products of ethylene oxide onto sorbitan fatty acid esters, such as sorbitan fatty acid esters and polysorbates; Sugar fatty acid esters and addition products of ethylene oxide onto sugar fatty acid esters, Addition products of ethylene oxide to fatty acid alkanolamides and fatty amines, Formula (E4-II): [ka] [In the formula, R 4 is an alkyl or alkenyl group containing 4 to 22 carbon atoms, G is a sugar group containing 5 or 6 carbon atoms, and p is a number from 1 to 10. Sugar tensides of the alkyl and alkenyl oligoglucoside type are prepared by the methods described above. They can be obtained by the relevant methods of preparative organic chemistry. Alkyl and alkenyl oligoglycosides can be derived from aldoses or ketoses having 5 or 6 carbon atoms, preferably glucose. Therefore, preferred alkyl and / or alkenyl oligoglycosides are alkyl and / or alkenyl oligoglucosides. The index number p in the general formula (Tnio-2) indicates the degree of oligomerization (DP), i.e., the distribution of monoglycosides and oligoglycosides, and is a number between 1 and 10. p must always be an integer within each molecule and can take values ​​from 1 to 6. However, the value p for a given alkyl oligoglycoside is an analytically determined arithmetic quantity, which is usually expressed as a fraction. Preferably, alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 3.0 are used. From the viewpoint of application technology, alkyl and / or alkenyl oligoglycosides with a degree of oligomerization of less than 1.7 and between 1.2 and 1.4 are preferred. 4 can be derived from primary alcohols containing 4 to 11, preferably 8 to 10, carbon atoms. Typical examples include butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecylic alcohol, as well as technical mixtures thereof, such as those obtained in the hydrogenation of technical fatty acid methyl esters or in the process of hydrogenating aldehydes from the oxo synthesis of lauren. Preferred are technical C8-C 18 Obtained as an initial step in the distillative separation of palm fatty alcohols, it contains less than 6 wt.% C 12 May be contaminated with alcohol, chain length C8-C 10 Alkyl oligoglucosides (DP=1-3) and industrial C9 / 11These are alkyl oligoglucosides based on oxoalcohols (DP = 1-3). The alkyl or alkenyl group R15 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms. Typical examples include lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadolinyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol, and the technical mixtures thereof obtained as described above. Hydrogenated C with a DP of 1-3 12 / 14 Palm alcohol-based alkyl oligoglucosides are preferred. Sugar surfactants of fatty acid N-alkyl polyhydroxyalkylamide type, nonionic surfactants of formula (Tnio-3), [ka] In the formula, R 5 CO is an aliphatic acyl group containing 6 to 22 carbon atoms, and R 6 where [Z] is hydrogen, an alkyl group or a hydroxyalkyl group containing 1 to 4 carbon atoms, and [Z] is a linear or branched polyhydroxyalkyl group containing 3 to 12 carbon atoms and 3 to 10 hydroxyl groups. Fatty acid N-alkyl polyhydroxyalkylamides are known substances that are typically obtained by reductive amination of reducing sugars with ammonia, alkylamines or alkanolamines, followed by acylation with fatty acids, fatty acid alkyl esters or fatty acid chlorides. Fatty acid N-alkyl polyhydroxyalkylamides are preferably derived from reducing sugars having 5 or 6 carbon atoms, especially glucose. Thus, preferred fatty acid N-alkyl polyhydroxyalkylamides are those of the formula (Tnio-4): [ka] The fatty acid N-alkyl glucamides are represented by the formula: Preferably, the glucamide of formula (Tnio-4) is used as a fatty acid-N-alkyl polyhydroxyalkylamide, where R represents hydrogen or an alkyl group, and R 7 CO represents the acyl residue of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, arachidic acid, gadoleic acid, behenic acid, or erucic acid, or a technical mixture thereof. Particularly preferred are fatty acid N-alkylglucamides of formula (Tnio-4), obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C12 / 14 coconut fatty acid or the corresponding derivatives. Furthermore, polyhydroxyalkylamides can also be derived from maltose and palatinose.

[0167] The sugar surfactant may be present in the agent according to the invention in an amount of 0.1 to 20% by weight, based on the total amount of the agent, preferably 0.5 to 15% by weight, particularly preferably 0.5 to 7.5% by weight.

[0168] Other typical examples of nonionic surfactants are fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, mixed ethers or mixed formals, protein hydrolysates (especially wheat-based vegetable products) and polysorbates.

[0169] Alkylene oxide addition products to saturated linear fatty alcohols and fatty acids, each containing 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid, as well as sugar surfactants, have proven to be preferred nonionic surfactants. Preparations with excellent properties are also obtained when fatty acid esters of ethoxylated glycerol are included as nonionic surfactants.

[0170] These bonds are distinguished by the following parameters: The alkyl group R contains 6 to 22 carbon atoms and can be either linear or branched. Primary linear and 2-methyl-branched aliphatic groups are preferred. Such alkyl groups are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cytyl, and 1-stearyl. 1-octyl, 1-decyl, 1-lauryl, and 1-myristyl are particularly preferred. When so-called "oxo alcohols" are used as starting materials, compounds with an odd number of carbon atoms in the alkyl chain predominate.

[0171] The alkyl group-containing compounds used as surfactants can be homogeneous substances, but in the production of these substances it is usually preferable to start from natural plant or animal raw materials so that a mixture of substances with different alkyl chain lengths is obtained depending on the respective raw materials.

[0172] For surfactants that are the addition products of ethylene and / or propylene oxide to fatty alcohols or derivatives of these addition products, both products with "normal" homolog distribution and products with narrow homolog distribution can be used. "Normal" homolog distribution refers to the mixture of homologs obtained by the reaction of fatty alcohols with alkylene oxides using alkali metals, alkali metal hydroxides, or alkali metal alcoholates as catalysts. On the other hand, for example, when using hydrotalcite, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides, or alcoholates as catalysts, narrowed homolog distributions can be obtained. In some cases, it is preferable to use products with narrow homolog distributions.

[0173] Particularly satisfactory results have been obtained when the agent according to the invention contains at least one ethoxylated fatty alcohol having a degree of ethoxylation of 10 to 40.

[0174] In another very particularly preferred embodiment, the agent according to the invention has the formula (TI): [ka] [In the formula, Rb is a saturated or unsaturated, unbranched or branched C 8- C 24 Alkyl groups, preferably saturated, unbranched C 16- C 18 represents an alkyl group, m is an integer between 10 and 40, preferably an integer between 20 and 35, and particularly preferably the number 30. The composition is characterized by containing at least one nonionic surfactant (b4) of the above formula.

[0175] A particularly suitable nonionic surfactant of this type is Ceteareth-30. Ceteareth-30 is a mixture of cetyl alcohol and stearyl alcohol, each ethoxylated with 30 units of ethylene oxide. The mixture of cetyl alcohol and stearyl alcohol is also called cetearyl alcohol. Ceteareth-30 has the CAS number 68439-49-6 and can be purchased, for example, from BASF under the trade name Eumulgin B3.

[0176] Nonionic surfactants, particularly nonionic surfactants of formula (TI), are preferably used in agent (b) in an appropriate amount range. Thus, based on the total weight of agent (b), agent (b) may contain one or more nonionic surfactants in a total amount of 0.1 to 20% by weight, preferably 0.2 to 10% by weight, more preferably 0.3 to 5% by weight, and most preferably 0.4 to 2.5% by weight.

[0177] [Water content in the agent] The above-mentioned agents are ready-to-use agents that can be applied to keratinous materials. These ready-to-use agents preferably have a high water content. It has been found that agents containing 50.0 to 98.0% by weight, preferably 60.0 to 90.0% by weight, more preferably 70.0 to 90.0% by weight, and most preferably 75.0 to 90.0% by weight of water, based on the total weight of the agent, are particularly suitable.

[0178] In a further clearly very particularly preferred embodiment, the agent according to the invention is characterized in that it contains 50.0 to 98.0% by weight, preferably 60.0 to 90.0% by weight, even more preferably 70.0 to 90.0% by weight, very particularly preferably 75.0 to 90.0% by weight, of water, based on the total weight of the agent.

[0179] [Other optional ingredients in the formulation] In addition to the essential components (a1) to (a3) ​​of the present invention already described above, the agent of the present invention may also contain further optional components.

[0180] For example, the agent may contain a film-forming polymer.The film-forming polymer may be selected from the group consisting of, for example, polyvinylpyrrolidone (PVP), vinylpyrrolidone / vinyl acetate copolymer, vinylpyrrolidone / styrene copolymer, vinylpyrrolidone / ethylene copolymer, vinylpyrrolidone / propylene copolymer, vinylpyrrolidone / vinyl caprolactam copolymer, vinylpyrrolidone / vinyl formamide copolymer, and / or vinylpyrrolidone / vinyl alcohol copolymer, and expressly very particularly preferred is polyvinylpyrrolidone (PVP).

[0181] Further suitable film-forming polymers may be selected from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides, homopolymers or copolymers of methacrylic acid amides, copolymers of vinylpyrrolidone, copolymers of vinyl alcohol, copolymers of vinyl acetate, homopolymers or copolymers of ethylene, homopolymers or copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters, and / or polyamides.

[0182] Film-forming polymers selected from the group of synthetic polymers, polymers obtained by free-radical polymerization, or natural polymers have proven to be well suited.

[0183] Other particularly well suited film-forming polymers are homopolymers or copolymers of olefins such as cycloolefins, butadiene, isoprene or styrene, vinyl ethers, vinyl amides, at least one C 1- C 20 It may be selected from esters or amides of (meth)acrylic acid having alkyl, aryl, or C2-C10 hydroxyalkyl groups.

[0184] Other film-forming polymers may be selected from homo- or copolymers of isooctyl (meth)acrylate; isononyl (meth)acrylate; 2-ethylhexyl (meth)acrylate; lauryl (meth)acrylate; isopentyl (meth)acrylate; n-butyl (meth)acrylate; isobutyl (meth)acrylate; ethyl (meth)acrylate; methyl (meth)acrylate; tert-butyl (meth)acrylate; stearyl (meth)acrylate; hydroxyethyl (meth)acrylate; 2-hydroxypropyl (meth)acrylate; 3-hydroxypropyl (meth)acrylate; and / or mixtures thereof.

[0185] Further film-forming polymers may be selected from (meth)acrylamides; N-alkyl-(meth)acrylamides, those with C2-C18 alkyl groups, such as N-ethyl-acrylamide, N-tert-butyl-acrylamide, le N-octyl-acrylamide; homo- or copolymers of N-di(C1-C4)alkyl-(meth)acrylamides.

[0186] Other suitable anionic copolymers include those of acrylic acid, methacrylic acid, or their C copolymers, such as those sold under the INCI Declaration Acrylate Copolymers. 1-Examples of suitable commercially available products include copolymers of C6 alkyl esters. A suitable commercially available product is, for example, Aculyn® 33 manufactured by Rohm & Haas. 1- Also preferred are copolymers of C6 alkyl esters and esters of ethylenically unsaturated acids and alkoxylated fatty alcohols. Suitable ethylenically unsaturated acids are, in particular, acrylic acid, methacrylic acid, and itaconic acid, and suitable alkoxylated fatty alcohols are, in particular, steareth-20 or ceteth-20.

[0187] Commercially available polymers include Aculyn® 22 (acrylates / steareth-20 methacrylate copolymer), Aculyn® 28 (acrylates / beheneth-25 methacrylate copolymer), Structure 2001® (acrylates / steareth-20 itaconate acid copolymer), Structure 3001® (acrylates / ceteth-20 itaconate copolymer), Structure Plus® (acrylates / aminoacrylate C10-30 alkyl PEG-20 itaconate copolymer), Carbopol® 1342, 1382, Ultrez 20, Ultrez 21 (acrylates / C10-30 alkyl acrylate crosspolymer), Synthalen W2000® (acrylates / palmethylene-25 acrylate copolymer), or Soltex®, sold by Rohme und Haas. Contains OPT (Acrylates / C12-22 Alkyl Methacrylate Copolymer).

[0188] Homo- and copolymers of N-vinylpyrrolidone, vinylcaprolactam, vinyl-(C1-C6)alkyl-pyrrole, vinyl-oxazole, vinyl-thiazole, vinylpyrimidine, vinylimidazole may be mentioned as suitable polymers based on vinyl monomers.

[0189] Also suitable are copolymers octylacrylamide / acrylates / butylaminoethyl methacrylate copolymers, such as those commercially available under the tradenames AMPHOMER® or LOVOCRYL® 47 from NATIONAL STARCH, or acrylates / octylacrylamide copolymers commercially available under the tradenames DERMACRYL® LT and DERMACRYL® 79 from NATIONAL STARCH.

[0190] Suitable olefinic polymers include homopolymers and copolymers of ethylene, propylene, butene, isoprene, and butadiene.

[0191] Alternatively, block copolymers can be used as the film-forming hydrophobic polymer, containing at least one block of styrene or a styrene derivative. These block copolymers can be copolymers containing one or more other blocks in addition to the styrene block, such as styrene / ethylene, styrene / ethylene / butylene, styrene / butylene, styrene / isoprene, or styrene / butadiene. Such polymers are commercially available from BASF under the trade name "Luvitol HSB."

[0192] In principle, it has been found that, although both anionic and cationic and / or nonionic polymers can be used in the agent according to the present invention, it is particularly preferable to use no additional ionic compounds or to use only a small amount.In other words, when the agent is nonionic and therefore does not contain any cationic and anionic polymers or contains only a small amount, it is possible to achieve a particularly strong improvement in color intensity.For this reason, it has been found that the total content of all anionic polymers contained in the agent is particularly preferred to be less than 0.1 wt%.Furthermore, it has been found that the total content of all cationic polymers contained in the agent is particularly preferred to be less than 0.1 wt%.The amount of cationic polymer or anionic polymer is related to the total weight of the agent.

[0193] In another very particularly preferred embodiment, the agent according to the invention comprises, based on the total weight of the agent: The total content of all anionic polymers contained in the agent is less than 0.1% by weight, and The total content of all cationic polymers contained in the agent is less than 0.1% by weight. It is characterized by:

[0194] In addition to the above-mentioned nonionic surfactants, the agent can also contain one or more charged surfactants in principle. The term surfactant refers to a surface-active substance. A distinction is made between anionic surfactants, which consist of a hydrophobic group and a negatively charged hydrophilic head group; amphoteric surfactants, which have both a negative charge and a compensating positive charge; cationic surfactants, which have a hydrophobic group and a positively charged hydrophilic group; and nonionic surfactants, which have no charge but have a strong dipole moment and are strongly hydrated in aqueous solution.

[0195] Zwitterionic surfactants contain at least one quaternary ammonium group and at least one -COO group in the molecule. (-) -or-SO3 (-) These are surface-active compounds having a hydroxyl group. Particularly suitable zwitterionic surfactants are N-alkyl-N,N-dimethylammonium glycinates, such as cocoalkyl-dimethylammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, such as cocoacylaminopropyldimethylammonium glycinate, and so-called betaines, such as 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazolines, each having 8 to 18 carbon atoms in the alkyl or acyl group, and cocoacylaminoethylhydroxyethylcarboxymethylglycinate. A preferred zwitterionic surfactant is a fatty acid amide derivative known under the INCI name cocamidopropyl betaine.

[0196] Amphoteric surfactants are C 8- C 24A surface-active compound containing at least one free amino group and at least one -COOH- or -SO3H group in addition to the alkyl or acyl group, capable of forming an internal salt. Examples of suitable amphoteric surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids, and alkylaminoacetic acids, each containing approximately 8 to 24 carbon atoms in the alkyl group. Typical examples of amphoteric or zwitterionic surfactants are alkylbetaines, alkylamidobetaines, aminopropionates, aminoglycinates, imidazolinium betaines, and sulfobetaines.

[0197] Examples of amphoteric surfactants are N-cocoalkylaminopropionate, cocosaocylaminoethylaminopropionate, and C 12- C 18 -acyl sarcosine.

[0198] In addition, the agent may contain at least one cationic surfactant.Cationic surfactants are surfactants, i.e., surface-active compounds, each of which has one or more positive charges.Cationic surfactants contain only positive charges.Usually, these surfactants are composed of a hydrophobic part and a hydrophilic head group, the hydrophobic part is usually composed of a hydrocarbon backbone (for example, one or two linear or branched alkyl chains), and one or more positive charges are on the hydrophilic head group.Examples of cationic surfactants include: quaternary ammonium compounds which may have, as hydrophobic groups, one or two alkyl chains with a chain length of 8 to 28 C atoms, quaternary phosphonium salts substituted with one or more alkyl chains having a chain length of 8 to 28 C atoms, or Tertiary sulfonium salts is.

[0199] Furthermore, the cationic charge may be part of a heterocycle (e.g., an imidazolium or pyridinium ring) in the form of an onium structure. In addition to the functional unit bearing the cationic charge, the cationic surfactant may also contain other uncharged functional groups, as in the case of esterquats. The cationic surfactant is used in a total amount of 0.1 to 45% by weight, preferably 1 to 30% by weight, and most preferably 1 to 15% by weight, based on the total weight of each agent.

[0200] Furthermore, the agent according to the present invention may also contain at least one anionic surfactant. Anionic surfactants are surface-active agents that have only an anionic charge (neutralized by the corresponding counter cation). Examples of anionic surfactants are fatty acids, alkyl sulfates, alkyl ether sulfates, and ether carboxylic acids with 12 to 20 carbon atoms in the alkyl group and up to 16 glycol ether groups in the molecule.

[0201] In principle, although both anionic and cationic and / or nonionic surfactants can be used in the agent according to the present invention, it has been found that it is particularly preferable not to use additional ionic compounds or to use them in only small amounts.In other words, when the agent is nonionic and therefore does not contain any cationic and anionic surfactants or contains only small amounts, it can achieve a particularly strong improvement in color intensity.For this reason, it has been found that it is particularly preferable for the total content of all anionic surfactants contained in the agent to be less than 0.1 wt%.Furthermore, it has been found that it is particularly preferable for the total content of all cationic surfactants contained in the agent to be less than 0.1 wt%.The amount of cationic polymer or anionic surfactant is related to the total weight of the agent.

[0202] In another very particularly preferred embodiment, the agent according to the invention comprises, based on the total weight of the agent: The total content of all anionic surfactants contained in the agent is less than 0.1% by weight, and The total content of all cationic surfactants contained in the agent is less than 0.1% by weight. It is characterized by:

[0203] The agent may also contain other active ingredients, auxiliaries and additives (e.g. fatty components solid at room temperature, solvents), structuring agents (e.g. glucose, maleic acid, and lactic acid, etc.), hair conditioning compounds (e.g. phospholipids, such as lecithin and cephalin); perfume oils, dimethyl isosorbide, and cyclodextrin; fiber structure improving active ingredients, in particular mono-, di-, and oligosaccharides such as glucose, galactose, fructose, fruit sugar, and lactose; dyes for coloring the product; anti-dandruff active ingredients such as piroctone olamine, zinc omadine, and climazole; amino acids and oligopeptides; animal and / or plant-based protein hydrolysates and their fatty acid condensation products or optionally in the form of anionic or cationic modified derivatives; vegetable oils; light stabilizers and UV-screeners; panthenol, pantothenic acid, pantolactone, allantoin, pyrrolidinone carboxylic acid, and and their salts, and active ingredients such as bisabolol; polyphenols, especially hydroxycinnamic acids, 6,7-dihydroxycoumarin, hydroxybenzoic acids, catechins, tannins, leucoanthocyanidins, anthocyanidins, flavanones, flavones, and flavonols; ceramides or pseudoceramides; vitamins, provitamins, and vitamin precursors; plant extracts; fats and waxes such as fatty alcohols, beeswax, montan wax, and kerosene; swelling and penetrating agents such as glycerol, propylene glycol monoethyl ether, carbonates, bicarbonates, guanidine, urea, and primary, secondary, and tertiary phosphates; opacifying agents such as latex, styrene / PVP, and styrene / acrylamide copolymers; pearlizing agents such as ethylene glycol mono- and distearate, and PEG-3-distearate; and blowing agents such as propane-butane mixtures, N2O, dimethyl ether, CO2, and air.

[0204] The selection of these other substances is made by a specialist according to the properties desired for the agent. Regarding other optional components and the amounts of these components to be used, explicit reference is made to relevant manuals known to a specialist. The additional active ingredients and auxiliary substances are preferably used in the agent according to the present invention in amounts of 0.0001 to 25% by weight and 0.0005 to 15% by weight, respectively, based on the total weight of each agent.

[0205] [pH value of agent] The pH of the agent according to the invention is preferably adjusted to a neutral to alkaline pH. Most preferably, the agent has an alkaline pH in the range of 7.0 to 11.5, preferably 8.0 to 11.0, most preferably 8.5 to 10.5. Under basic conditions, the amino-functionalized silicone polymer (a1) can be particularly well dissolved or dispersed without protonation.

[0206] Within the scope of further preferred embodiments, the agent according to the invention comprises It is characterized by having a pH of 7.0 to 11.5, preferably 8.0 to 11.0, and particularly preferably 8.5 to 10.5.

[0207] To adjust the desired pH, the agent according to the invention may contain at least one alkalizing agent. For the purposes of the present invention, the pH value is the pH value measured at a temperature of 22°C.

[0208] As alkalizing agents, the agents may include, for example, ammonia, alkanolamines, and / or basic amino acids.

[0209] The alkanolamines that can be used in the agents of the present invention are preferably C 111 having at least one hydroxyl group. 2-The preferred alkanolamine is selected from the group consisting of 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol, and 2-amino-2-methylpropane-1,3-diol.

[0210] Particularly preferred alkanolamines according to the invention are selected from 2-aminoethan-1-ol and / or 2-amino-2-methylpropan-1-ol. Thus, a particularly preferred embodiment is characterized in that the agent according to the invention contains an alkanolamine selected from 2-aminoethan-1-ol and / or 2-amino-2-methylpropan-1-ol as alkalizing agent.

[0211] For the purposes of the present invention, an amino acid is an organic compound containing at least one protonatable amino group and at least one -COOH or -SOH group in its structure. Preferred amino acids are aminocarboxylic acids, particularly α-(alpha)-aminocarboxylic acids and ω-aminocarboxylic acids, with α-aminocarboxylic acids being particularly preferred.

[0212] According to the present invention, a basic amino acid is an amino acid with an isoelectric point pI greater than 7.0.

[0213] The basic α-aminocarboxylic acid contains at least one asymmetric carbon atom. In the context of the present invention, both enantiomers can be used equally as specific compounds or their mixtures, especially as racemates. However, it is particularly advantageous to use the naturally preferred isomer form, usually in the L configuration.

[0214] The basic amino acid is preferably selected from the group formed by arginine, lysine, ornithine, and histidine, and particularly preferably arginine and lysine.Therefore, in another particularly preferred embodiment, the agent according to the invention is characterized in that the alkalizing agent is a basic amino acid from the group of arginine, lysine, ornithine, and / or histidine.

[0215] Furthermore, the agent may contain other alkalizing agents, in particular inorganic alkalizing agents. The inorganic alkalizing agents that can be used according to the invention are preferably selected from the group formed by sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.

[0216] Particularly preferred alkalizing agents are ammonia, 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol, 2-amino-2-methylpropane-1,3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate, and potassium carbonate.

[0217] In another very particularly preferred embodiment, the agent according to the invention is characterized in that it comprises at least one alkalizing agent selected from the group consisting of ammonia, 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol, 2-amino-2-methylpropane e-1,3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate, and potassium carbonate.

[0218] [How to dye keratin materials] The above-mentioned agents can be suitably used in methods for dyeing keratinous materials, in particular human hair.

[0219] A second subject of the invention is therefore a method for coloring keratinous materials, in particular human hair, comprising the following steps: (1) applying a coloring agent to the keratinous material, wherein the coloring agent is an agent as disclosed in detail in the description of the first subject of the present invention, (2) exposing a colorant to the keratinous material; and (3) Rinse the dye off with water.

[0220] In step (1) of the method according to the present invention, the agent of the first invention is applied to a keratinous material, most preferably human hair.

[0221] In step (2) of the method according to the invention, the agent is then allowed to act on the keratinous materials after its application. In this connection, different exposure times are conceivable, for example, between 30 seconds and 60 minutes.

[0222] However, the main advantage of the dyeing system according to the invention is that an intense color result can be achieved even after a short exposure time, and for this reason it is advantageous if the application mixture remains on the keratinous materials for a relatively short period of time, from 30 seconds to 15 minutes, preferably from 30 seconds to 10 minutes, particularly preferably from 1 to 5 minutes, after its application.

[0223] In a further preferred embodiment, the method according to the invention comprises the steps of: (2) Exposing the colorant to the keratinous material for a period ranging from 30 seconds to 15 minutes, preferably from 30 seconds to 10 minutes, and most preferably from 1 to 5 minutes. It is characterized by:

[0224] Finally, following the action of the application mixture on the keratinous materials, it is rinsed off with water in step (3) of the method.

[0225] Here, in one embodiment, the applied mixture can be rinsed off with water only, i.e., without a post-treatment or shampoo. The use of a post-treatment or conditioner in step (6) is also conceivable in principle.

[0226] However, in order to solve the problems of the present invention and to increase the convenience of use, it has been found to be particularly preferable to rinse off the agent in step (3) with water alone, without the aid of any further post-treatment agent, shampoo or conditioner.

[0227] In a further preferred embodiment, the method according to the invention comprises the steps of: (3) Rinse the dye off using only water. It is characterized by:

[0228] With regard to further preferred embodiments of the method according to the invention, what was said for the agent according to the invention applies, mutatis mutandis. The initial disclosure of this specification encompasses at least the following aspects. [1] (a1) at least one amino-functionalized silicone polymer, and (a2) at least one coloring compound, and (a3) at least one ester oil 1. An agent for dyeing keratinous materials, in particular human hair, comprising: [2] The agent according to [1], characterized in that it contains at least one amino-functionalized silicone polymer (a1) having at least one secondary amino group. [3] Formula (Si amino): TIFF0007747623000022.tif8079 [In the formula, ALK1 and ALK2 independently express linear or branched C 1- C 20 represents a divalent alkylene group] The agent according to [1] or [2], characterized in that it contains at least one amino-functionalized silicone polymer (a1) containing at least one structural unit of [4] Structural units of formula (Si-I) and formula (Si-II): TIFF0007747623000023.tif87148 The agent according to any one of [1] to [3], characterized in that it contains at least one amino-functionalized silicone polymer (a1) comprising: [5] The agent according to any one of [1] to [4], characterized in that it contains one or more amino-functionalized silicone polymers (a1) in a total amount of 0.1 to 8.0 wt. %, preferably 0.2 to 5.0 wt. %, more preferably 0.3 to 3.0 wt. %, and very particularly preferably 0.4 to 2.5 wt. %, based on the total weight of the composition. [6] The agent according to any one of [1] to [5], characterized in that it contains at least one coloring compound (a2) selected from the group consisting of pigments, direct dyes, photochromic dyes, and thermochromic dyes. [7] The agent according to any one of [1] to [6], characterized in that it contains at least one coloring compound (a2) selected from the group of inorganic pigments, preferably selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments, and / or preferably selected from colored mica or mica-based pigments coated with at least one metal oxide and / or metal oxychloride. [8] Carmine, quinacridone, phthalocyanine, sorghum, blue pigments having color index numbers CI42090, CI69800, CI69825, CI73000, CI74100, and CI74160, yellow pigments having color index numbers CI11680, CI11710, CI15985, CI19140, CI20040, CI21100, CI21108, CI47000, and CI47005, green pigments having color index numbers CI61565, CI61570, and CI74260, and oranges having color index numbers CI11725, CI15510, CI45370, and CI71105 The agent according to any one of [1] to [7], characterized in that it contains at least one coloring compound (a2) selected from the group of organic pigments, preferably selected from the group consisting of pigments and red pigments having the color index numbers CI12085, CI12120, CI12370, CI12420, CI12490, CI14700, CI15525, CI15580, CI15620, CI15630, CI15800, CI15850, CI15865, CI15880, CI17200, CI26100, CI45380, CI45410, CI58000, CI73360, CI73915, and / or CI75470. [9] The agent according to any one of [1] to [8], characterized in that it contains one or more pigments (a2) in a total amount of 0.01 to 10.0% by weight, preferably 0.1 to 5.0% by weight, more preferably 0.2 to 2.5% by weight, and very particularly preferably 0.25 to 1.5% by weight, based on the total weight of the composition.

[10] (a3) ​​C 12- C 24 Fatty acids and aliphatic monovalent C 1- C 24 At least one ester with an alcohol The agent according to any one of [1] to [9], comprising:

[11] (a3) ​​General formula (EO-I): TIFF0007747623000024.tif2570 [In the formula, R1 is an unbranched or branched, saturated or unsaturated C 11- C 23 represents an alkyl group, R2 is unbranched or branched, saturated or unsaturated C 1- C 24 alkyl group] At least one ester oil of The agent according to any one of [1] to

[10] , comprising:

[12] (a3) ​​Isopropyl myristate, 2-ethylhexyl palmitate, isononanoic acid C 16- C 18 At least one ester oil selected from the group consisting of alkyl esters, 2-ethylhexyl stearate, cetyl oleate, coconut fatty alcohol caprylate, coconut fatty alcohol caprylate, n-butyl stearate, oleyl erucate, isopropyl palmitate, oleyl oleate, hexyl laurate, cetearyl isononanoate, and decyl oleate. The agent according to any one of [1] to

[11] , comprising:

[13] The agent according to any one of [1] to

[12] , characterized in that it contains one or more ester oils (a3) ​​in a total amount of 0.1 to 20.0 wt. %, preferably 0.5 to 15.0 wt. %, more preferably 1.0 to 10.0 wt. %, and most preferably 4.0 to 8.0 wt. %, based on the total weight of the agent.

[14] Dodecan-1-ol, tetradecan-1-ol, hexadecan-1-ol, octadecan-1-ol, arachidyl alcohol, henicosyl alcohol, behenyl alcohol, (9Z)-octadec-9-en-1-ol, (9E)-octadec-9-en-1-ol, (9Z,12Z)-octadeca-9,12-dien-1-ol, (9Z,12Z,15Z)-octadeca-9,12-dien-1-ol, ctadeca-9,12,15-trien-1-ol, (9Z)-eicos-9-en-1-ol, (5Z,8Z,11Z,14Z)-eicosa-5,8,11,14-tetraen-1-ol, (13Z)-docos-13-en-1-ol, (13E)-docosene-1-ol, 2-octyl-dodecanol, 2-hexyl-dodecanol, and / or 2-butyl-dodecanol At least one C preferably selected from the group consisting of 12- C 24 The agent according to any one of [1] to

[13] , characterized in that it contains a fatty alcohol.

[15] Equation (TI): TIFF0007747623000025.tif3288 [where: Rb is a saturated or unsaturated, unbranched or branched C 8- C 24 Alkyl groups, preferably saturated, unbranched C 16- C 18 represents an alkyl group, m is an integer between 10 and 40, preferably an integer between 20 and 35, and particularly preferably the number 30. The agent according to any one of [1] to

[14] , characterized in that it contains at least one nonionic surfactant preferably selected from the nonionic surfactants listed below.

[16] The agent according to any one of [1] to

[15] , which contains water and has a pH of 7.0 to 11.5, preferably 8.0 to 11.0, and particularly preferably 8.5 to 10.5.

[17] The following steps: (1) applying the colorant according to any one of [1] to

[16] to a keratinous material; (2) exposing the keratinous material to a colorant; and (3) Rinse the dye with water 1. A method for dyeing keratinous materials, in particular human hair, comprising:

[18] (2) Exposing the colorant to the keratinous material for a period ranging from 30 seconds to 15 minutes, preferably from 30 seconds to 10 minutes, and most preferably from 1 to 5 minutes. The method according to

[17] , characterized in that: [Example]

[0229] [1. Formulation] The following formulations were prepared (all data in % by weight unless otherwise stated): [Table 1]

[0230] [2. Application] After preparation, each agent (V1 and E1) was applied to hair (Kerling, Euronatural hair white, liquor ratio: 1 g of agent (E1) per 1 g of hair). The agent was left to act for 3 minutes. After that, the hair was thoroughly washed with water (1 minute), dried, and then the color was measured using a Datacolor Spectraflash 450 colorimeter.

[0231] The dE value used to assess color intensity is calculated by dividing the L measured on each hair section by the following: * a * b * Colorimetric values ​​are derived from: dE=[(L i -L0) 2 +(a i -a0) 2 +(b i -b0)] 1 / 2 L0, a0, and b0 = measurements of comparative staining (V1) L i , a i , and b i =Measured value of staining by (E) of the present invention

[0232] The chromaticity of the coloring is calculated according to the following formula:

number

[0233] The L value indicates the brightness of the color: the lower the L value, the darker and more intense the color. [Table 2]

[0234] Darker, more intense color (lower L value) and higher color (higher C value) were measured for the agent of the invention (E1).

Claims

1. (a1) at least one amino-functionalized silicone polymer, and (a2) at least one coloring compound, and (a3) at least one ester oil An agent for dyeing hair, comprising: The coloring compound is at least one coloring compound (a2) selected from the group of inorganic pigments selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments, and / or selected from colored mica or mica-based pigments coated with at least one metal oxide and / or metal oxychloride, and / or Carmine, quinacridone, phthalocyanine, sorghum, blue pigments having Color Index Numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74160, yellow pigments having Color Index Numbers CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments having Color Index Numbers CI 61565, CI 61570, CI 74260, and color index numbers CI 11725, CI 15510, CI 45370, CI 7 1105, and red pigments having Color Index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15800, CI 15850, CI 15865, CI 15880, CI 17200, CI 26100, CI 45380, CI 45410, CI 58000, CI 73360, CI 73915, and / or CI 75470. Including, The agent contains 50.0 to 98.0% by weight of water based on the total weight of the agent; The agent (a3), wherein the at least one ester oil comprises at least one ester of a C 12 -C 24 fatty acid and an aliphatic monohydric C 1 -C 24 alcohol.

2. 2. The agent according to claim 1, characterized in that it comprises at least one amino-functionalized silicone polymer (a1) having at least one secondary amino group.

3. Formula (Si Amino): 【Chemical 1】 [In the formula, ALK1 and ALK2 are independently linear or branched C １－ C ２０ represents a divalent alkylene group] 3. The agent according to claim 1, characterized in that it comprises at least one amino-functionalized silicone polymer (a1) comprising at least one structural unit of the formula:

4. Structural units of formula (Si-I) and structural units of formula (Si-II): 【Chemistry 2】 4. The agent according to claim 1, comprising at least one amino-functionalized silicone polymer (a1) comprising:

5. 5. The agent according to claim 1, comprising one or more amino-functionalized silicone polymers (a1) in a total amount of 0.1 to 8.0% by weight, based on the total weight of the composition.

6. 6. The agent according to claim 1, wherein the agent contains one or more pigments (a2) in a total amount of 0.01 to 10.0% by weight, based on the total weight of the composition.

7. (a3) General formula (EO-I): 【Chemistry 3】 [In the formula, R1 is an unbranched or branched, saturated or unsaturated C １１－ C ２３ represents an alkyl group, R2 is an unbranched or branched, saturated or unsaturated C １－ C ２４ alkyl group] At least one ester oil of The agent according to any one of claims 1 to 6, comprising:

8. (a3) Isopropyl myristate, 2-ethylhexyl palmitate, isononanoic acid C １６－ C １８ At least one ester oil selected from the group consisting of alkyl esters, 2-ethylhexyl stearate, cetyl oleate, coconut fatty alcohol caprylate, coconut fatty alcohol caprylate, n-butyl stearate, oleyl erucate, isopropyl palmitate, oleyl oleate, hexyl laurate, cetearyl isononanoate, and decyl oleate. The agent according to any one of claims 1 to 7, comprising:

9. 9. The agent according to claim 1, characterized in that it contains one or more ester oils (a3) ​​in a total amount of 0.1 to 20.0% by weight, based on the total weight of the agent.

10. Dodecan-1-ol, tetradecan-1-ol, hexadecan-1-ol, octadecan-1-ol, arachyl alcohol, heneicosyl alcohol, behenyl alcohol, (9Z)-octadec-9-en-1-ol, (9E)-octadec-9-en-1-ol, (9Z,12Z)-octadeca-9,12-dien-1-ol, (9Z,12Z,15Z)-octadeca-9,12,15- at least one C selected from the group consisting of: (9Z)-eicos-9-en-1-ol, (5Z,8Z,11Z,14Z)-eicosa-5,8,11,14-tetraen-1-ol, (13Z)-docos-13-en-1-ol, (13E)-docose-1-en-1-ol, 2-octyl-dodecanol, 2-hexyl-dodecanol, and / or 2-butyl-dodecanol; １２－ C ２４ The agent according to any one of claims 1 to 9, characterized in that it contains a fatty alcohol.

11. Formula (TI): 【Chemistry 4】 [where: Rb is a saturated or unsaturated, unbranched or branched C ８－ C ２４ represents an alkyl group, m is an integer from 10 to 40.

11. The agent according to claim 1, comprising at least one nonionic surfactant selected from the group consisting of:

12. 12. The agent according to claim 1, which contains water and has a pH of 7.0 to 11.

5.

13. Steps below: (1) applying the colorant according to any one of claims 1 to 12 to hair; (2) exposing the hair to a colorant; and (3) Step 3: Rinse the dye with water A method for dyeing hair, comprising:

14. (2) Exposing the hair to the colorant for a period ranging from 30 seconds to 15 minutes. The method of claim 13, wherein:

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