WO2001070925A1 - Use of aromatic alcohol alxoxylates in detergents and cosmetic formulations - Google Patents

Abstract

The invention relates to the use of one or more aromatic alcohol alkoxylates of general formula (I) R<1>O-[CH(R<2>)-CH(R<2'>)-O-]n-R<3>, wherein R<1> represents the aromatic alkyl radical of an aromatic alcohol of formula R<1>OH; R<2> and R<2>, independently of each other, represent hydrogen or a CH3 radical, at least one of the radicals R<2> and R<2'> representing hydrogen; R<3> represents hydrogen, an alkyl radical with 1 to 60 carbon atoms, a radical-(C=O)R<3'>, wherein R<3'> represents hydrogen or an alkyl radical with 1 to 60 carbon atoms or R<1>; and n represents a whole number from 1 to 100; and which has/have a film pressure pi > 35 mN/m at their CMC, in detergents or cosmetic agents. The invention also relates to a hair treatment method for improving the tactile characteristics of hair and to a washing or cleaning method which uses one or more aromatic alcohol alkoxylates of general formula (I) and hair cosmetic agents containing one or more aromatic alcohol alkoxylates of general formula (I). The invention also relates to detergents containing one or more aromatic alcohol alkoxylates of general formula (I).

Description

 Use of fragrance alcohol alkoxylates in washing and cleaning agents and cosmetic preparations

The present invention relates to the use of fragrance alcohol alkoxylates in washing and cleaning agents and cosmetic preparations. The invention also relates to detergents and cleaning agents or cosmetic preparations which contain one or more fragrance alcohol alkoxylate (s) to improve the washing and cleaning properties. The present invention further relates to a process for improving the washing and cleaning properties, in which laundry or cleaning goods or - in a cosmetic process the human body or parts thereof, such as, for example, the hair - are treated with at least one preparation which comprises one or more aromatic alcohol alkoxy - lat (e) includes.

From European patent EP 0486 592 B1 a process for the production of high-density detergents and cleaning agents is known, in which a homogeneous, solid and free-flowing premix is extruded under pressure and the strand is cut to a predetermined granule size by means of a cutting device after exiting the hole shape becomes. The homogeneous solid and free-flowing premix contains a plasticizer and / or lubricant, which causes the solid and free-flowing premix to become plastically softened and extrudable under the pressure or under the entry of specific work. Preferred plasticizers and / or lubricants are surfactants and / or polymers which are preferably used in liquid, pasty or gel-like preparation form. After exiting the hole shape, the system is no longer subjected to shear forces and the viscosity of the system is reduced in such a way that the extruded strand can be cut to predeterminable extrudate dimensions. From international patent application WO-91/13678, for example, an extruder is known which can be used to carry out this method.

The extruded detergent or cleaning agent granules which can be produced by this process can contain high proportions of surfactants, for example up to 35% by weight, and have very good properties in terms of both use and consumption.

The detergent granules obtainable by the process described in European Patent EP 0 486 592 B1 have a high bulk density, usually at least 500 g / l. Granules with a high bulk density generally have a very compact grain structure, the porosity of the granules decreasing up to an almost complete elimination of the connected pore system. However, the decrease in porosity is generally associated with an undesirable delay in dissolution, which can lead to deposits of detergent granules on textiles.

The undesired delay in dissolution can additionally be caused by the fact that many surfactants, in particular nonionic surfactants, or surfactant mixtures tend to form gel phases. Such gelling can already occur at tenside contents of 10% by weight, based on the total agent, that is to say with amounts of surfactant which are quite common in washing or cleaning agents. Experience shows that the tendency to form gels also increases with the increasingly compact grain structure of the particles. Gels are understood to mean dispersions which, in addition to a reduction in viscosity due to shear, also a dependence and dependence on the shear time Show structure of binding forces between molecules or particles. Only when the gel phase is destroyed, for example by prolonged shear, i.e. the binding forces are broken, does the viscosity decrease and the mixture returns to a flowable state.

A number of both solid and liquid substances which are hydrophilic, water-soluble or water-dispersible are known as gel formation inhibitors or structure breakers. Some of them are mentioned, for example, in international patent application WO 93/02176. Examples of gel formation preventers are polyalkylene glycols, sulfates and in particular the disulphates of lower polyalkylene glycol ethers with a relative molecular weight between 600 and 6000, the water-soluble salts of mono- and / or disulphosuccinates of the lower polyalkylene glycol ethers, addition products of about 20 to 40 moles of alkylene oxide a mole of an aliphatic alcohol having essentially 8 to 20 carbon atoms, ethylene glycol monoalkyl ether of the general formula RO (CH ₂ CH ₂ -O-) _n H, where R is a radical having 2 to 8 carbon atoms and n is a number from 1 to 8, and alkoxylated fatty acid real esters, preferably with 1 to 4 carbon atoms in the alkyl chain.

However, the gel preventive agents described above have the disadvantage that they are additives which do not contribute to the washing performance of the extrudates.

An object of the present invention was to provide washing or cleaning agents and cosmetic agents which show improved washing and cleaning performance and in particular do not tend to form gel phases.

Due to frequent washing and shampooing as well as increased environmental influences, long hair in particular is particularly exposed to stress today. Try post-treatment agents that contain nourishing substances to remedy this. For this purpose, modern conditioning agents, cures and conditioners contain cationic surfactants, preferably those of the esterquat type, which give the hair a pleasant soft feel and reduce the static charge between the fibers, which reduces combing work. Although various compounds, especially cationic compounds, already have very good application properties, there is a need in the market for a continuously improved performance profile. Accordingly, it was a further object of the invention to provide cosmetic agents which are said to impart improved tactile properties, in particular improved grip properties, to the hair.

The tactile properties of hair after the use of hair cosmetic products are of great importance for the consumer acceptance of such products. So far, various cosmetic additives have been added to hair cosmetics, which should create a positive grip. Examples are silicone derivatives, cationically modified cellulose ethers and refatting substances. These substances have various disadvantages, such as a gradual accumulation on the hair or a certain foam-suppressing effect. It was therefore also an object of the invention to find substances which produce a positive handle on the hair and, if possible, have a positive effect on the foaming power of formulations, and therefore ideally have a surfactant character.

Surprisingly, it was found that the use of fragrance alcohol alkoxylates in washing or cleaning agents or cosmetic agents leads to a considerable improvement in washing or cleaning performance. The washing or cleaning agents show a reduced tendency to form gel phases. Cosmetic preparations that contain fragrance alcohol alkoxylates impart improved tactile properties to the hair. After treating the hair with hair cosmetics that contain one or more fragrance alcohol oxylate (s) surprisingly not only significantly improves the feel of the hair and its combability, but also achieves that the hair smells noticeably better due to the scent alcohol (s) applied to the hair or the impression of fragrance in the hair cosmetics Perfume oils contained in agents intensified and sustainably extended. This surprisingly achieves additional advantageous effects.

The invention therefore relates to the use of one or more fragrance alcohol alkoxylates of the general formula (I)

R ¹ 0 - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I)

wherein

- R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH;

- R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen;

- R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ³ , in which R ^{3 represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; and

- n stands for an integer from 1 to 100,

and which has a film pressure π> 35 mN / m at its critical micelle formation concentration (CMC), in detergents or cleaning agents or cosmetic preparations.

The invention also relates to a method for improving the tactile properties of the hair, in which the hair is treated with at least one cosmetic preparation which comprises one or more fragrance alcohol alkoxylate (s) of the general formula (I),

R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I) wherein

- R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH;

- R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen;

- R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ^{3 '} , in which R ^{3' represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; and

- n is an integer from 1 to 100; and

- and which has a film pressure π> 35 mN / m at your CMC,

in an amount that improves the tactile properties of the hair.

The invention also relates to a method for improving the washing or cleaning properties of washing or cleaning agents, in which one or more objects are treated with at least one washing or cleaning agent preparation which contains one or more fragrance alcohol alkoxylate (s) of the general formula (I )

R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I)

wherein

- R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH;

- R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen;

- R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ^{3 '} , in which R ^{3' represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; and

- n is an integer from 1 to 100; and and which has a film pressure π> 35 mN / m in their CMC,

in an amount that improves washing or cleaning performance. The invention also relates to detergents or cleaning agents containing surfactants with a low tendency to gel, which in addition to ingredients known per se contain one or more fragrance alcohol alkoxylate (s) of the general formula (I),

R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I)

wherein

- R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH;

- R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen;

- R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ³ , in which R ^{3 represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; and

- n is an integer from 1 to 100; and

- Which have a film pressure π> 35 mN / m in their CMC.

The invention further relates to cosmetic agents, in particular hair cosmetic preparations, which, in addition to ingredients known per se, comprise one or more fragrance alcohol alkoxylate (s) of the general formula (I),

R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] n - R ³ (I)

wherein

- R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH;

- R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen; - R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ^{3 '} , in which R ^{3' represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; and

- n is an integer from 1 to 100; and

- Which have a film pressure π> 35 mN / m in their CMC.

The detergents or cleaning agents or the cosmetic preparations, in particular the hair cosmetic preparations in which the fragrance alcohol alkoxylate (s) according to the present invention is / are used, thus comprise a single fragrance alcohol alkoxylate or also a mixture of two or more fragrance alcohol alkoxylates of the above-mentioned general Formula (I). In the formula (I), the radical R ^{1 is} selected from the group of fragrance alcohol residues R ¹ of fragrance alcohols R OH. In the context of the present invention, the term “fragrance alcohols” is understood to mean fragrance molecules which have free hydroxyl groups which can be etherified, regardless of how the molecule is further structured. Salicylic acid ethers are also conceivable as fragrance alcohol alkoxylates. Preferred representatives can be named from the large group of fragrance alcohols, so that in the context of the present invention, fragrance alcohol alkoxylates of the general formula (I) in which R ^{1 is} selected from the group of the following fragrance alcohol residues are preferably used in the surfactant-containing preparations : 10-Undecen-1-yl, 2,5-dimethylhept-2-yl, 2,6-dimethylhept-2-yl, 2-methylbutyl, 2-methylpentyl, 2-phenoxyethyl, 2-phenylpropyl, 2-tert-butylcyclohexyl , 3,5,5-trimethylcyclohexyl, 3-hexyl, 3-methyl-5-phenylpentyl, 3-octyl, 3-phenylpropyl, 4-heptenyl, 4-isopropylcyclohexyl, 4-tert-butylcyclohexyl, 6,8-dimethyl -2-nonyl, 6-nonen-1-yl, 9-decen-1-yl, alpha-methylbenzyl, alpha-terpinyl, amylsalicyl, benzyl, benzylsalicyl, beta-terpinyl, butylsalicyl, citronellyl, cyclohexylsalicyl, decanyl, Di - hydrolinaloyl, dihydromyrcenyl, dimethylbenzyl, dimethylheptyl, dimethyloctyl, ethyl salicyl, ethyl vanillyl, eugenyl, famesyl, geranyl, heptyl, hexylsalicyl, isoborneyl, isoe ugenyl, isononyl, isopulegyl, lavendulyl, linaloyl, menthyl, myrcenyl, myrtenyl, n-hexyl, neryl, nerodilyl, nonyl, octyl, para-menthan-7-yl, phen ylethyl, phenyl, phenylsalicyl, tetrahydrogeranyl, tetrahydrolinaloyl, tetrahydromuguyl, thymyl, trans-2-cis-6-nonadienyl, trans-2-nonen-1-yl, trans-2-octenyl, undecyl, vanillyl and cinnamyl. In a case in which a residue can occur in several isomers (for example farnesyl, nerolidyl), basically all isomers or their mixtures are suitable, but preferred are those whose alcohol R ¹ OH leads to particularly good results in improving the tactile properties of the hair leads.

In a preferred embodiment of the use of fragrance alcohol alkoxylates according to the invention in detergents or cleaning agents or cosmetic agents, the radical R ¹ in the general formula (I) represents an isononyl radical. When using alkoxylated isononyl alcohols of the general formula (I) in surfactant-containing preparations, excellent results are obtained according to the invention in connection with the desired properties as a means of preventing gelation, an improvement in the tactile properties of the hair, but also as a long-lasting fragrance.

In a further embodiment of the use of fragrance alcohol alkoxylates, which is likewise preferred according to the invention, the radical R ¹ in the general formula (I) represents a terpene radical of a terpene alcohol R ¹ OH. According to the invention, alkoxylated terpene alcohols of the above general formula (I) are particularly preferably used, in which R ^{1 is} selected from the group geranyl, citronellyl, tetrahydrogeranyl, linaloyl, dihydrolinaloyl, tetrahydrolinaloyl, neuryl, myrcenyl, dihydromyrcenyl, lavendulyl, farnesyl, nerolidyl , Isopulegyl, Terpinyl, Thymyl, 2,5.Dimethylhept-2-yl, Tetra hydromuguyl and Phenyllethyl. Hair cosmetic preparations containing alkoxylated fragrance alcohols of the general formula (I), in which R ^{1 has} one of the meanings mentioned above, can achieve a significant improvement in the tactile properties of the hair in cosmetic treatment processes; it can also be used to apply long-lasting intensive fragrance notes to the hair. In the case of detergents or cleaning agents, the use of fragrance alcohol oxylates for a lower tendency to gel and excellent surfactant properties. In the latter case, too, fragrances can be applied that stick for a long time after the washing or cleaning process and are released in a controlled manner.

According to the invention, the meaning of R ³ in the general formula (I) is hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ³ , in which R ^{3 represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ . R ³ in the general formula (I) is particularly preferably hydrogen. The alkoxylated fragrance alcohols used in the hair cosmetic preparations or washing or cleaning agents according to the invention, in particular the alkoxylated terpene alcohols, are therefore particularly preferably the non-derivatized direct reaction products of an alkoxylation of the corresponding fragrance or terpene alcohols.

According to the invention, the meaning of R ² and R ² in the general formula (I) can be hydrogen or methyl (CH ₃ ), at least one of the radicals R ² or R ^{2 being} hydrogen (H). The alkoxylated fragrance alcohols or alkoxylated terpene alcohols used in the washing or cleaning agents or in the hair cosmetic preparations are therefore ethoxylates or propoxylates or alkoxylated derivatives of the corresponding fragrance alcohols or terpene alcohols which contain both ethoxy groups and propoxy groups. The general formula (I) above is to be understood such that the group - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - in the molecule can stand exclusively for ethoxy groups (in this case stand R ² and R ^{2 are} both only hydrogen) or exclusively propoxy groups (in this case either R ² or R ^{2 is} CH ₃ while the other radical is hydrogen), or the coexistence of ethoxy groups and propoxy groups in the fragrance alcohol alkoxylate used. The number of alkoxy groups in the molecule - indicated by the index n - can vary within wide ranges and is, according to the invention, in the range from 1 to 100, preferably in the range from 3 to 50, more preferably in the range from 5 to 30 and most preferably in the range from 5 to 20. It is clear to the person skilled in the art in the field of alkoxylated derivatives of fragrance alcohols that although a general formula such as formula (I) the value of n is an integer; In practice, however, products of an alkoxylation regularly give rise to products with a distribution of the number of alkoxy groups over a certain range, so that a product of a alkoxylation reaction carried out under certain conditions results in a general formula according to the pattern of the general formula (I) However, the number n of the alkoxy groups actually present in the product is reflected in an average number, which can also differ from an integer in the range defined above.

In the event that both ethoxy groups and propoxy groups can be present as alkoxy groups in the molecule of the alkoxylated fragrance alcohols used in accordance with the invention, in particular the alkoxylated terpene alcohols, general formula (I) includes both such alkoxylated fragrance alcohols , in which ethoxy groups and propoxy groups are randomly arranged in the alkoxy chain (“random polymers”), as well as those alkoxylated aromatic alcohols in which blocks of several ethoxy groups in addition to blocks of several propoxy groups in the Chain are arranged ("block copolymers"). The latter fragrance alcohol alkoxylates, preferably terpene alcohol alkoxylates, can also be represented by the following general formula (Ia), which is a special case of the general formula (I):

R ¹ O - [CH ₂ -CH ₂ -O-] _k - [CH (R ² ) -CH (R ^{2 '} ) -O-] _m - R ³ (la).

In the general formula (Ia), R ¹ , R ² , R ² and R ^{3 have the} same meaning as in the general formula (I), k is an integer from 1 to 99, m is an integer from 1 to 99 and the sum of k and m represents an integer from 2 to 100. The above formula (Ia) is to be understood such that a scent alkoxy radical / terpene alkoxy radical R ¹ O- is attached to an ethoxy block as well can also be bound to a propoxy block and the block bound to R ¹ O is then followed in each case by a block of the other type. Of course, a block of the other type can then be connected again, if necessary, even if this does not result directly from the general formula (Ia). The stipulations for the total number of blocks of the respective type as well as the total number of all blocks are the above-mentioned ranges of the numbers for k and m and their sum, which is in any case at or above 2 and should not exceed 100.

According to a particularly preferred embodiment of the invention, fragrance alcohol alkoxylates, in particular terpene alcohol alkoxylates, of the general formula (I) and the general formula (Ia) are used in the washing or cleaning agents or hair cosmetic preparations,

R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I)

R ¹ O - [CH ₂ -CH ₂ -O-] _k - [CH (R ² ) -CH (R ^{2 '} ) -O-] m - R ³ (la)

wherein

- R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH;

- R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen;

- R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ^{3 '} , in which R ^{3' represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ;

- n is an integer from 1 to 100;

k is an integer from 1 to 99, m is an integer from 1 to 99 and the sum of k and m is an integer from 2 to 100; and

- Which have a film pressure π> 25 mN / m in their CMC. and which have a narrow distribution of the number of ethoxy and / or propoxy groups.

The use of such "narrow-range alkoxylates" - comparable compounds with a narrow alkoxylation range are also known in other fields of technology - leads to fragrance alcohol alkoxylates, in particular terpene alcohol alkoxylates, extensive detergents or cleaning agents or hair cosmetic preparations with particularly advantageous properties, for example in the improvement of washing or cleaning performance or the improvement of the tactile properties of the hair, but also in the controlled release of fragrance over a long time, and thus achieves the object of the invention in a surprising and convincing manner, which is particularly preferred Context, the use of such fragrance alcohol alkoxylates or terpene alcohol alkoxylates of the general formula (I) in detergents or cleaning agents or in hair cosmetic preparations in which n is an integer in the range from 5 to 20 and by at most ± 3, preferably at most ± 2 to a certain numerical value fluctuates or k and m in the general formula (la) stand for integers in the range from 5 to 20 and fluctuate by at most ± 3, preferably by at most ± 2, by a certain numerical value. For example, the use of such fragrance alcohol alkoxylates in washing or cleaning agents and hair cosmetic preparations is particularly preferred according to the invention, in which 3, 6, 7, 10 or 20 alkoxy residues are bound to a fragrance alkoxy residue or terpene alkoxy residue and the number of statistical Ethoxy residues or propoxy residues present in a larger amount of the molecules of the product in the abovementioned cases, for example, only between 1 and 5 or between 4 and 8 or between 4 and 9 or between 7 and 13 or between 17 and 23 fluctuates. Products with a narrow distribution of the number of alkoxy groups result in particularly good results when used in hair cosmetic preparations in improving the tactile properties of the hair and in fragrance adhesion and release Characteristics. They are particularly good agents for preventing gelling when used in detergents or cleaning agents.

Particularly preferred but non-limiting examples of hair cosmetic preparations with fragrance alcohol alkoxylates which can advantageously be used on account of the good fragrance properties and the improvement of the tactile hair properties are hair cosmetic preparations with the compounds represented by the following formulas (1.1.) To (I.8.):

Isononyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (1.1.)

Geranyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (I.2.)

Terpinyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (I.3.)

Citronellyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (1.4.)

Farnesyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (1.5.)

Tetrahydromuguyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (1.6.)

2,5-dimethylhept-2-yl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (1.7.)

Phenylethyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (1.8.)

wherein R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen and n being an integer in the range from 5 to 20. These compounds also have particular advantages for those in which n fluctuates by at most ± 3, preferably at most ± 2, by a certain numerical value. The same compounds are also particularly preferred for use as additives for preventing gelation and for achieving good solubilizing properties and an improved fragrance characteristic in washing or cleaning agents.

The fragrance alcohol alkoxylates according to the present use are particularly advantageously characterized in that they have a film pressure in the range from> 35 mN / m, particularly preferably in the range from 38 to 43, measured at the CMC (critical micelle formation concentration). Information on film printing and its measurement can be found, for example, in “Th. Engels et al .; Progr. Colloid Polym. Be. 111 (1998), 117-126 ".

According to the invention, one or more fragrance alcohol alkoxylate (s) of the general formula (I) are used in cosmetic preparations in an amount of 0.001 to 10% by weight, preferably in an amount of 0.01 to 5% by weight, particularly preferably in an amount from 0.02 to 3% by weight and in particular in an amount of 0.05 to 2% by weight, based on the hair cosmetic preparation. In detergents or cleaning agents, the amounts of the one or more fragrance alcohols of the general formula (I) are likewise in the range from 0.001 to 10% by weight, preferably in an amount from 0.01 to 5% by weight. %, particularly preferably in an amount of 0.02 to 3% by weight and in particular in an amount of 0.05 to 2% by weight, based on the washing or cleaning agents.

Cosmetic preparations or detergents or cleaning agents in which one or more fragrance alcohol alkoxylate (s) are used show an optimized fragrance impression due to the content of the fragrance alcohol alkoxylates. So call in agents or preparations for which the fragrance alcohol alkoxylates produced in a known way were distilled before addition and thus freed from the fragrance-producing fragrance alcohol (the fragrance alcohol alkoxylate product was almost odorless before the addition), the fragrance alcohol alkoxylates already a washing or Detergent or the cosmetic preparation characterizing fragrance that lasts for a long time and thus survives a longer storage or transport time of the detergent or cleaning agent or the cosmetic preparation. The fragrance is also well transferred to the object to be treated, for example textiles, surfaces, hair, in particular human hair, and adheres reliably there; it is released over a longer period of time and thus reliably leads to the desired fragrance. This can be for both cosmetic preparations as well for detergents or cleaning agents can be described as surprising. Cosmetic preparations of this type, in which one or more fragrance alcohol alkoxylate (s) of the general formula (I) are used according to the invention, show a surprisingly good ability to improve the tactile properties of the hair and lead to smoothly combable hair with gloss, smoothness and feel , Detergents or cleaning agents containing one or more fragrance alcohol alkoxylate (s) of the general formula (I) show only a slight tendency to gel, are significantly improved with regard to their surfactant properties, which have an advantageous effect in the washing or cleaning process, and give textiles a long-lasting and intense fragrance,

As is known, fragrances are added to detergents or cleaning agents or cosmetic preparations in order to improve the overall aesthetic impression of the products and, in addition to the technical performance (washing, cleaning and care results), to provide the consumer with a sensorially typical and distinctive product , In a preferred embodiment of the present invention, in the washing or cleaning agents or in the cosmetic preparations, in addition to the fragrance alcohol alkoxylates of the general formula (I), one or more further components which leave a scent impression, such as, for example, perfume oils and fragrances, can be present. Individual perfume compounds can be used as perfume oils or fragrances, for example the synthetic products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type.

Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, pt-butylcyclohexyl acetate, linalyl acetate, dimethylbenzyl carboxylate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methylphenyl glycinate, allyl cyclohexyl hexylateylylyllylpylpropylate, melylalylylpylpropylate, melylalylylpylpropylate, melylalylatepylate, methylatelylylpylate, methylatelylylpylate, methyllalylatepylate, methylalylatepylate, methylateylateylate, methylalylateylate, methylalylateyl, The esters of scented alcohols with inorganic acids or organic acids, as disclosed in the prior art, should also be mentioned here. The ethers include, for example, benzyl ethyl ether and ambroxan. The aldehydes include e.g. B. linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lileal and bourgeonal.

The ketones include the ionones, α-isomethyl ionone and methyl cedryl ketone. Alcohols include anethole, citronellol, eugenol, geraniol, linalool, phenylethyl alcohol and terpineol. The hydrocarbons mainly include terpenes such as limonene and pinene.

Mixtures of different fragrances are preferably used which are coordinated with one another in such a way that they together produce an appealing fragrance.

Perfume oils that can be used can also contain natural fragrance mixtures as are obtainable from plant sources. Natural fragrances include: extracts of flowers (lily, lavender, linden flowers, orange flowers, chamomile, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain, sage, lemon balm, mint, cinnamon leaves ), Fruits (anise, coriander, caraway, nutmeg, cloves, juniper), fruit peel (beramotte, lemon, oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus, vetiver), woods (pine -, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, Myrrh, olibanum, opoponax, labdanum). Animal raw materials, such as civet and castoreum, are also suitable. The fragrance content is usually in the range up to 2% by weight of the total surfactant-containing preparation of the detergent or cleaning agent or of the cosmetic preparation.

The fragrances can be incorporated directly into the washing or cleaning agents or into the cosmetic preparations; however, it can also be advantageous to apply the fragrances to carriers.

Surprisingly, however, it was found in the context of the present invention that the fragrance impression of the aforementioned fragrances additionally added to the washing or cleaning agents or the cosmetic preparations can be strengthened and / or lengthened and / or changed quantitatively if the washing or cleaning agents or the cosmetic ones Preparations contain one or more fragrance alcohol alkoxylate (s) of the general formula (I) compared to the case in which detergents or cleaning agents or hair cosmetic preparations contain only the aforementioned conventional fragrances. The fragrance alcohol alkoxylates of the general formula (I) are therefore suitable as a fragrance booster, that is to say as a substance which is able to give the olfactory impressions of the components of a multi-substance system such as a detergent or cleaning agent or a hair cosmetic preparation or a mixture of two or intensify several fragrances sustainably. This phenomenon is also general for detergents or cleaning agents as well as for cosmetic preparations and is particularly surprising for hair cosmetic preparations. Furthermore, it is surprising that preparations of this type in which one or more fragrance alcohol alkoxylates of the general formula (I) are used according to the invention show a surprisingly good ability to improve the tactile properties of the hair. Detergents or cleaning agents show no tendency to gel and show an optimal dissolving behavior when dissolved in the washing liquor or cleaning liquor. In addition to the fragrance alcohol alkoxylate (s) mentioned and any additional fragrances added, the detergents or cleaning agents or cosmetic preparations contain one or more substances from the group of substances which are usually present in the concentrations known to those skilled in the art in detergents or cleaning agents or in cosmetic preparations of the respective type are included, without being limited to these components in individual cases. These classes of substances are generally known to the person skilled in the art for these purposes, in particular for use in detergents or cleaning agents or cosmetic preparations. For the person skilled in the art, their selection is not subject to any restriction imposed by the use of the fragrance alcohol alkoxylates. A description of substances of the substance classes of the abovementioned compounds which can be used in addition to the fragrance alcohol alkoxylates by way of example in surfactant-containing preparations - and further compounds for special purposes - can be found in the patent application filed in parallel with the title "Alkoxylated fragrance alcohols and their use" by the applicant on the same day reference is hereby made.

The invention also relates to a method for improving the tactile properties of the hair, in which the hair is treated with at least one cosmetic preparation which comprises one or more fragrance alcohol alkoxylate (s) of the general formula (I),

R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I)

wherein

- R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH;

- R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen;

- R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ³ , in which R ^{3 represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; - n represents an integer from 1 to 100, and

- which have a film pressure π> 35 mN / m in their CMC,

in an amount that improves the tactile properties of the hair.

With regard to the fragrance alcohol ethoxylates of the general formula (I) used in the preparations for the cosmetic treatment of the hair, reference can be made to the above explanations regarding the fragrance alcohol alkoxylates.

In the process according to the invention for improving the tactile properties of the hair, the hair, in particular the human hair, is treated with at least one cosmetic preparation which contains one or more fragrance alcohol alkoxylates of the above general formula (I) in an amount which improves the tactile properties of the hair. The exact amount depends on the agent used, the ingredients of the preparation used for the treatment and also the form of application and is, for example - without being understood as a restriction - for a hair shampoo in the range from 0.1 to 10% by weight. %, preferably in the range from 0.5 to 5% by weight and in particular in the range from 0.7 to 2% by weight, based on the total weight of the hair cosmetic preparation, in this case the shampoo. However, amounts in the range from 0.5 to 15% by weight, preferably in the range from 1 to 10% by weight and in particular in the range from 2 to 10% by weight, can also be used (for example in the case of a spray) to the total weight of the hair cosmetic preparation, in this case the spray, or else (for example in a rinse) amounts in the range from 0.1 to 5% by weight, preferably in the range from 0.5 to 3% by weight and in particular Amounts in the range of 0.8 to 2 wt .-%, based on the total weight of the hair cosmetic preparation, in this case the rinse.

The invention also relates to a method for improving the washing or cleaning properties of washing or cleaning agents, in which a or several object (s) are treated with at least one washing or cleaning agent preparation which contains one or more fragrance alcohol alkoxylate (s) of the general formula (I),

R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I)

wherein

- R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH;

- R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen;

- R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ^{3 '} , in which R ^{3' represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; and

- n is an integer from 1 to 100; and

and which has a film pressure π> 35 mN / m in their CMC,

in an amount that improves washing or cleaning performance. Particularly advantageous in this process are the property of largely preventing gelling and the property of imparting a good, long-lasting fragrance to the treated objects, such as textiles, surfaces and cleaned objects.

The invention also relates to hair cosmetic compositions comprising, in addition to ingredients known per se, one or more fragrance alcohol alkoxylate (s) of the general formula (I),

R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I)

wherein

- R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH; - R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen;

- R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ³ , in which R ^{3 represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ;

- n is an integer from 1 to 100; and

- Which have a film pressure π> 35 mN / m in their CMC.

The hair cosmetic agents or preparations according to the invention can be hair washing agents, hair care agents, hair setting agents and hair shaping agents as well as hair coloring agents and hair removal agents. The most important group of these are shampoos or hair shampoos, hair care products such as hair rinses, hair lotions, hairdressing aids and spa packs, and hair setting agents such as hair sprays and hair lacquers.

With regard to the ingredients known per se contained in such hair cosmetic agents, the person skilled in the art can resort to agents known from the prior art without being restricted by the use of the fragrance alcohol alkoxylates. The components are explained in detail in various prior art publications and therefore do not need to be mentioned in detail here.

The fragrance alcohol alkoxylates, in particular the terpene alcohol alkoxylates, of the above general formula (I), in which the number of ethoxy groups and propoxy groups has a narrow range, are regarded as particularly advantageous in the hair cosmetic compositions according to the invention. Those terpene alcohol alkoxylates with a narrow distribution of the number of ethoxy groups and / or propoxy groups in which the radicals R ¹ are isononyl, geranyl, terpinyl, 2,5-dimethylhept-2-yl, farnesyl, tetrahydromu guyl and / or phenylethyl. With such means, the tactile properties of the hair, in particular their combability, their feel and their volume improve; the hair also gets a pleasant and long-lasting fragrance.

The invention also relates to detergents or cleaning agents containing surfactants with a low tendency to gel, which in addition to ingredients known per se contain one or more fragrance alcohol alkoxylate (s) of the general formula (I),

R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I)

wherein

- R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH;

- R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen;

- R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical ~ (C = O) R ^{3 '} , in which R ^{3' represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ;

- n is an integer from 1 to 100; and

- Which have a film pressure π> 35 mN / m in their CMC.

The invention is explained in more detail by the following examples, which relate to preferred embodiments of the invention, but are not limited to these.

Examples 1 and 2

Shampoo formulations were produced in accordance with Table 1 below:

Strands of hair (2 g) were pre-cleaned with an aqueous surfactant solution and then rinsed thoroughly.

Then 1 g of the formulations of Examples 1 and 2 per gram of hair were applied to the hair tresses and also thoroughly rinsed out. After the strands of hair had dried under air-conditioned conditions, their tactile properties were examined and assessed by sensors.

Table 1

The hair treated with the formulation of Example 2 containing the fragrance alcohol ethoxylate geraniol-6 PEG was easier to comb and showed advantages in properties such as good smoothness and feel. The sensory profile results from the attached FIG. 1. It was determined by the person skilled in the art. known sensory assessment procedures. In FIG. 1, “Geraniol 6 EO” is to be understood as the formulation according to Example 2, and under “placebo” the formulation according to Example 1.

Example 3

Hair rinses (rinse-off) are often used in practice to give the hair special cosmetic properties such as to give an improved grip, better combability, shine or good stylability.

In practice, there are mainly formulations containing non-ionic emulsifiers and thickeners, cationic compounds and care ingredients, e.g. Lipids and the like other cosmetic active ingredients.

A disadvantage of the formulations of the prior art is the generally more or less great strain on the hair due to the conditioning compounds used, which manifests itself in noticeable residues in the hair, a certain amount of sticking and reduced hair volume.

In the present example, two rinsing formulations S1 and S2 were used to check whether and which additional effects result from the use of terpene alcohol ethoxylates according to the invention in hair rinses.

Table 2

0.5 g / g of hair was applied from each of the present formulations S1 and S2. After an exposure time of 20 min, the rinsing was carried out with warm tap water and, after drying, the sensory properties of the strands of hair were checked by a test panel.

The hair treated with formulation S2, like the hair treated with formulation S1, had good combability, soft tips and a pleasant feel. The strands treated with formulation S2 were better assessed with regard to residues in the hair and hair volume.

Example 4

Recipes 1 and 2 given in Table 3 below were used to check the prevention of gelation and a possible improvement in fragrance by terpene alcohol ethoxylates according to the invention. The The only difference between the two recipes is the type of alcohol ethoxylate used.

Gelling when washing into the washing drum did not take place. The agent dissolved reliably and completely in the wash liquor.

Table 3

The following experimental design was used to measure a possible fragrance enhancement: Items to be washed: terry towels, tea towels, prewashed with a fragrance-free formula, additional 3.5 kg of laundry; Washing machine Miele W 918; Washing temperature: 60 ° C; Use of 75 g each of recipe 1 or 2.

Result: A smell of the wet and dry laundry by a total of 15 test subjects resulted in a more intense and pleasant fragrance impression on both wet and dry test laundry when using recipe 2.

Claims

claims 1. Use of one or more fragrance alcohol alkoxylates of the general formula (I) R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I) wherein - R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH; - R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen; - R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ³ , in which R ^{3 represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; - n is an integer from 1 to 100; and which have a film pressure π> 35 mN / m at their critical micelle formation concentration (CMC), in detergents or cleaning agents and cosmetic products. 2. Use of fragrance alcohol alkoxylates according to claim 1, wherein R ¹ in the general formula (I) is an isononyl radical. 3. Use of fragrance alcohol alkoxylates according to claim 1, wherein R ¹ in the general formula (I) represents a terperi radical of a terpene alcohol, preferably wherein R ^{1 is} selected from the group consisting of geranyl, citronellyl, tetrahydrogeranyl, linaloyl, dihydrolinaloyl, tetrahydrolinaloyl , Neuryl, myrcenyl, dihydromyrcenyl, lavendulyl, farnesyl, nerolidyl, menthyl, iso- pulegyl, terpinyl, thymyl, 2,5-dimethylhept-2-yl, tetrahydromuguyl and phenylethyl. 4. Use of fragrance alcohol alkoxylates according to one of claims 1 to 3, wherein n in the general formula (I) for an integer from 3 to 50, preferably for an integer from 5 to 30, even more preferably for an integer of 5 up to 20. 5. Use of fragrance alcohol alkoxylates according to any one of claims 1 to 4, wherein the number n of ethoxy and / or propoxy groups in the general formula (I) has a narrow distribution, preferably wherein n in the general formula (I) for a is an integer in the range from 5 to 20 and fluctuates by at most ± 3, more preferably at most ± 2, by a certain numerical value. 6. Use according to one of claims 1 to 5, comprising the use of one or more fragrance alcohol alkoxylate (s) from the group Isononyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (1.1.) Geranyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (I.2.) Terpinyl - O - [CH (R ² ) -CH (R ² ) -O-] _π - H (I.3.) Citronellyl - O - [CH (R) -CH (R ^{2 '} ) -O-] _n - H (I.4.) Farnesyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (I.5.) Tetrahydromuguyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (I.6.) 2,5-dimethylhept-2-yl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (I.7.) Phenylethyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (I.8.) wherein R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen and n being an integer in the range from 5 to 20, preferably in which n in of the general formula (I) represents an integer in the range from 5 to 20 and fluctuates by at most ± 3, more preferably by at most ± 2, by a certain numerical value. 7. Use of fragrance alcohol alkoxylates according to one of claims 1 to 6 in fragrance-containing preparations with modified, in particular with enhanced and / or prolonged and / or qualitatively changed, fragrance impression of the fragrance (s) additionally contained. 8. Use of fragrance alcohol alkoxylates according to one or more of claims 1 to 7 in amounts of 0.001 to 10% by weight, preferably in amounts of 0.01 to 5% by weight, more preferably in amounts of 0.02 to 3% by weight .-%, in particular from 0.05 to 2 wt .-%. 9. A process for improving the tactile properties of the hair, in which the hair is treated with at least one cosmetic preparation which comprises one or more fragrance alcohol alkoxylate (s) of the general formula (I), R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I) wherein - R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH; - R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen; - R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ^{3 '} , in which R ^{3' represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; - n is an integer from 1 to 100; and - which have a film pressure π> 35 mN / m in their CMC, in an amount that improves the tactile properties of the hair. 10. A method for improving the washing or cleaning properties of washing or cleaning agents, in which one or more objects are treated with at least one washing or cleaning agent preparation which contains one or more fragrance alcohol alkoxylate (s) of the general formula (I), R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] n - R ³ (I) wherein - R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH; - R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen; - R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ^{3 '} , in which R ^{3' represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; - n is an integer from 1 to 100; and and which has a film pressure π> 35 mN / m in their CMC, in an amount that improves washing or cleaning performance. 11. Cosmetic compositions comprising, in addition to ingredients known per se, one or more fragrance alcohol alkoxylate (s) of the general formula (I), R ¹ O - [CH (R) -CH (R ^{2 '} ) -O-] _n - R ³ (I) wherein - R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH; - R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen; R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ³ , in which R ^{3 'represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; - n is an integer from 1 to 100; and - Which have a film pressure π> 35 mN / m in their CMC. 12. Detergent or cleaning agent comprising, in addition to ingredients known per se, one or more fragrance alcohol alkoxylate (s) of the general formula (D, R ¹ O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - R ³ (I) wherein - R ^{1 represents} the scent alkyl radical of a scented alcohol of the formula R ¹ OH; - R ² and R ² independently of one another are hydrogen or a CH ₃ radical, at least one of the radicals R ² and R ^{2 being} hydrogen; R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = O) R ³ , in which R ^{3 'represents} hydrogen or an alkyl radical having 1 to 60 carbon atoms, or R ¹ ; - n is an integer from 1 to 100; and - Which have a film pressure π> 35 mN / m in their CMC.