WO2001070384A2

WO2001070384A2 - Use of perfumed alcohol alkoxylates as solubilizing auxiliary agents

Info

Publication number: WO2001070384A2
Application number: PCT/EP2001/003087
Authority: WO
Inventors: Thomas Otto Gassenmeier; Lars Zander
Original assignee: Henkel Kommanditgesellschaft Auf Aktien
Priority date: 2000-03-20
Filing date: 2001-03-17
Publication date: 2001-09-27
Also published as: DE10013765A1; AU2001254699A1; WO2001070384A3

Abstract

The invention relates to the use of one or more perfumed alcohol alkoxylates of the general formula (I) as solubilizing auxiliary agents in aqueous preparations that optionally contain surfactants. In said formula: R?1O-[CH(R2)-CH(R2')O-]¿n-R3, in which R1 represents the perfumed alkyl group of a perfumed alcohol of the formula R?1OH; R2 and R2'¿ independently of one another represent hydrogen or a CH¿3? group, whereby at least one of the groups R?2 and R2'¿ represents hydrogen; R3 represents hydrogen, an alkyl group with between 1 and 60 carbon atoms, a group (C=O)R3', wherein R3' represents hydrogen or an alkyl group with between 1 and 60 carbon atoms, or represents R1; and n represents a whole number between 1 and 100.

Description

Use of fragrance alcohol alkoxylates as solubilizing agents

The present invention relates to the use of fragrance alcohol alkoxylates as solubilizing aids.

Hydrophobic, per se water-insoluble substances such as perfume oils, essential oils, vitamins or lipid-replenishing substances are often constituents in water-containing cosmetic formulations such as shower baths, shampoos, cleaning solutions, eau de toilette or in water-containing washing, rinsing and cleaning agents such as liquid detergents or liquid hand dishwashing liquid. For the purpose of incorporating water-insoluble constituents per se into such water-containing formulations, it is customary to use solubilizers which serve for the improved production of aqueous and aqueous-alcoholic pseudo solutions (“solubilizates”) of water-insoluble substances with oil-like behavior, as mentioned above Substances are based on the fact that their solubility in surfactant micelles is greater than in the aqueous phase, which means that surfactants which are capable of forming micelles even at low concentrations appear to be particularly suitable as solubilizers [Parf. Cosm. 65, 679 (1984)]. For example, the use of alkyl glucosides as emulsifiers is known from the prior art. The emulsifying and dispersing properties of polyglycerol poly-12-hydroxystearates is the subject of the two German patent applications DE-A 144 20 516 and DE-A1 196 43 062. Mixtures of alkyl glucosides and polyglycerol poly-12-hydroxystearates and their use as emulsifiers are described in DE A1 195 33 539. However, the formation of emulsions follows a different mechanism than solubilization. Accordingly, it cannot be concluded from the suitability of a substance as an emulsifier that it also has solubilizing properties.

The earlier patent application entitled "Use of Detergent Mixtures as Solubilizers" (Henkel KGaA) describes the use of mixtures of alkyl and / or alkenyl oligoglycosides and polyol esters (polyol polyhydroxy-12-stearates) as solubilizers for the production of clear solubilizates oleophilic substances of the type mentioned above.

The use of alkoxylated surfactants for solubilizing oleophilic substances in aqueous systems is also known from the prior art. Often come here ethoxylated castor oil (e.g. PEG-35 Castor Oil, Eumulgin ^R RO 35, Cognis) or ethoxylated hydrogenated castor oil (PEG-40 Hydrogenated Castor Oil, e.g. Eumulgin ^R HRE 40, Cognis, or Cremophor ^R RH 40 , BASF). A disadvantage of these compounds is that, depending on the perfume oil used, the product batch generally has to be stirred for several minutes to hours in order to obtain clear solutions or solubilizates. This is disadvantageous in large-scale production, since intensive stirring in aqueous surfactant-containing systems can lead to excessive foaming. In addition, a long stirring time is an undesirable cost factor in view of the elapsed time and the energy expenditure for the operation of the agitator. Another disadvantage of the alkoxylate-based compounds commonly used to date is their cha- characteristic intrinsic smell that can interfere with the fragrance impression in the products obtained.

The object of the present invention was therefore to provide new solubilization aids for the production of clear solubilisates of oleophilic substances in aqueous systems. In particular, such solubilizing aids or solubilizers should be provided which contribute to the simplified incorporation of oleophilic substances into the aqueous systems and which do not interfere with the preparations obtained in terms of their own odor, possibly even have a pleasant fragrance in the aqueous system or even a pleasant fragrance in the system to lend.

Oleophilic substances are to be understood as meaning hydrophobic substances which are sparingly soluble in water, such as, for example, perfume oils or essential oils. Low solubility in water means in particular a solubility of less than 10 g / l and very particularly less than 1 g / l at 20 ° C., in each case based on the volume of the solvent.

Surprisingly, it has now been found that certain fragrance alcohol alkoxylates are outstandingly suitable as solubilizing agents for oleophilic substances in aqueous systems. When incorporated with the oleophilic substances, the scent alcohol alkoxylates used according to the invention lead to clear solubilizates and, moreover, have a pleasant, natural fragrance. It was also surprisingly found that the fragrance impression of fragrances (perfume oils, etc.) contained in the aqueous systems can be intensified and / or lengthened and / or qualitatively changed in the presence of the fragrance alcohol alkoxylates used according to the invention.

The invention therefore relates to the 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 ; and

- n stands for an integer from 1 to 100,

as solubilizing aids in aqueous preparations, preferably in surfactant-containing aqueous preparations.

Suitable surfactants are, in particular, the surfactants familiar to the person skilled in the art for use in detergents, dishwashing detergents, cleaning agents and cosmetic agents.

The optionally surfactant-containing preparations in which the fragrance alcohol alkoxylate (s) according to the present invention is / are used include a single or a mixture of two or more fragrance alcohol alkoxyates of the general formula (I) mentioned above. In the formula (I), the radical R ^{1 is} selected from the group of fragrance alcohol residues R ¹ of fragrance alcohols R ¹ 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 mentioned 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 are preferably used in the surfactant-containing preparations Group of the following fragrance alcohol residues: 10-undecen-1-yl, 2,5-dimethylhept-2-yl, 2,6-dimethylhept-2-yl, 2-methyl-butyl, 2-methylpentyl, 2-phenoxyethyl, 2 -Phenyl-propyl, 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-non- 1-yl, 9-decen-1-yl, alpha-methylbenzyl, alpha-terpinyl, amylsalicyl, benzyl, benzylsalicyl, beta-terpinyl, butylsalicyl, citronellyl, cyclohexylsalicyl, decanyl, dihydrolinaloyl, dihydromyrcenyl, dimethylptylyl, dimethylbenyl, dimethyl Ethylvanillyl, eugenyl, farnesyl, geranyl, heptyl, hexylsalicyl, isoborneyl, isoeugenyl, isononyl, isopulegyl, lavendulyl, linaloyl, mentyl, myrcenyl, myrtenyl, n-hexyl, neryl, nerodilyl, nonyl, octyl-yl-menthan-menthan- Phenylethyl, 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), in principle all isomers or mixtures thereof are suitable, but preferred are those whose alcohol R OH leads to particularly good results of the solubilization process.

In a preferred embodiment of the use according to the invention, the radical R ¹ in the general formula (I) is an isononyl radical. When alkoxylated isononyl alcohols of the general formula (I) are used in the aqueous preparations, which may contain surfactants, excellent results are obtained according to the invention in connection with the desired properties as good solubilizing agents leading to clear solubilizates, but also as long-lasting fragrances.

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 my formula (I) used, wherein R ^{1 is} selected from the group geranyl, citronellyl, tetrahydrogeranyl, linaloyl, dihydrolinaloyl, tetrahydrolinaloyl, uryl, myrcenyl, dihydromyrcenyl, lavendulyl, farnesyl, nerolidyl, menthyl, iso-pulegyl, terpinyl , Tetrahydromuguyl, phenylethyl and 2,5-dimethyl-hept-2-yl. With alkoxylated fragrance alcohols of the general formula (I), in which R ^{1 has} one of the meanings mentioned, optionally containing surfactant-containing aqueous preparations, an excellent solubilization performance can be achieved in washing, rinsing, cleaning or conditioning agents or in cosmetic preparations; it can also be used to apply long-lasting intensive fragrance notes to a wide variety of objects.

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 = 0) R ^{3 '} , where R ^{3' is} hydrogen or an alkyl radical having 1 to 60 carbon atoms is, or R ¹ . R ³ in the general formula (I) is particularly preferably hydrogen. The alkoxylated fragrance alcohols used according to the invention in the optional surfactant-containing aqueous preparations, 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 optionally surfactant-containing aqueous 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 '} ) -0-] _n - in the molecule can only stand for ethoxy groups (in this case stand R ² and R ^{2 '} both only for hydrogen) or for propoxy only Groups (in this case R ² or R ^{2 stands} for CH ₃ , while the other radical stands for H) or for 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 the statement of 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 alk-oxylation 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 polymerisates”), 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 stands for an integer from 1 to 99, m stands for an integer of 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 both an ethoxy block can also be bound to a propoxy block and the block bound to R ¹ 0 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 of the general formula (Ia) are used in the aqueous surfactant preparations which may contain surfactants,

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

R ¹ O - [CH ₂ -CH ₂ -O-] _k - [CH (R ² ) -CH (R ^{2 '} ) -0-] _m - R ³ (la)

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;

- R ^{3 represents} hydrogen, an alkyl radical having 1 to 60 carbon atoms, a radical - (C = 0) 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 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 aromatic alcohol alkoxylates, in particular terpene alcohol alkoxylates, comprising aqueous surfactant preparations which may contain surfactants and have particularly advantageous properties, for example in solubilization of oleophilic components in the preparations, but also in the controlled release of fragrance over a long period of time, and thus achieves the object of the invention in a surprising and convincing manner, in which context the use of such fragrance alcohol alkoxylates or terpene alcohol alkoxylates of the general formula is particularly preferred (I) in optionally surfactant-containing aqueous preparations in which n is an integer in the range from 5 to 20 and fluctuates by at most + 3, preferably at most ± 2, by a certain numerical value or k and m in general A formula (Ia) stands for integers in the range from 5 to 20 and fluctuates by at most ± 3, preferably at most ± 2, by a certain numerical value. For example, the use of such fragrance alcohol alkoxylates in aqueous surfactant preparations which may contain surfactants 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 these is statistically greater The amount of the molecules of the product present ethoxy residues or propoxy residues in the aforementioned cases varies, 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 , Products with a narrow distribution of the number of alkoxy groups when used in if appropriate, aqueous preparations containing surfactants have particularly good properties in the solubilization of oleophilic components and in fragrance adhesion and release.

Particularly preferred, but non-limiting examples of aqueous preparations which may contain surfactants and which can be used advantageously because of the good fragrance properties are 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-] _π - 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 (I.4.)

Farnesyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (I.5.)

Tetrahydromuguyl - O - [CH (R ² ) -CH (R ^{2 '} ) -0-] _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. 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.

One or more fragrance alcohol alkoxylate (s) of the general formula (I) in an amount of 0.001 to 50% by weight, preferably in an amount of 0.01 to 20% by weight, are particularly preferred in the aqueous preparations according to the invention which may contain surfactants in an amount of 0.02 to 5% by weight and in particular in an amount of 0.05 to 2% by weight, based on the preparation. According to the invention, one or more fragrance alcohol alkoxylate (s) of the general formula (I) in an amount of 0.001 to 10% by weight, preferably, are used in the surfactant-containing aqueous preparations - insofar as they are detergents, dishwashing detergents or cleaning agents in an amount of 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 surfactant-containing detergent -, dishwashing, cleaning or finishing agent preparation used.

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 cosmetic preparation.

The optional surfactant-containing aqueous preparations, in which one or more fragrance alcohol alkoxide (s) are used, show an optimized fragrance impression due to the content of the fragrance alcohol alkoxylates. In preparations for which the fragrance alcohol alkoxylates were distilled before being added to the preparation and thus freed from the fragrance-producing fragrance alcohol (the fragrance alcohol alkoxylate was almost odorless before the addition), the fragrance alcohol alkoxylates evoke a fragrance which characterizes the preparation and which persists for a long time persists and thus survives a longer storage or transport time of the surfactant-containing preparation. The scent is also well transferred to the object to be treated and adheres reliably there; it is released over a longer period of time and thus reliably leads to the desired fragrance. This can be described as surprising for detergents and cleaning agents as well as for cosmetic preparations. Preparations of this type, in which one or more fragrance alcohol alkoxylates of the general formula (I) are used according to the invention, furthermore show a surprisingly good solubilizing capacity for oleophilic substances and lead to clear solubilisates in aqueous systems.

As is known, fragrances are added to preparations in order to improve the overall aesthetic impression of the products and, in addition to the technical performance (washing, rinsing and cleaning results), to provide the consumer with a sensorially typical and unmistakable product. In a preferred embodiment of the present invention, the optional surfactant-containing aqueous preparations may contain, in addition to the fragrance alcohol alkoxylates, one or more further components which leave a scent impression. Individual fragrance 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, p-t-butylcyclohexyl acetate, linalyl acetate, dimethylbenzyl carboxylate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethyl methylphenylglycinate, allylcyclohexyl propylateylateylateyl methylpylateylateylateylateylateolate, methylateylateylateylateylateylateylateylateylateylateylateylamylylpylate, methylateylateylateylateylateyl, methylalylateylateylateylateylateylateylate, methylateylatexylate, methylateylateylate, methylateolate, The esters of fragrance alcohols with inorganic acids or organic acids, as disclosed in the prior art, are also to 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, phenol nylethyl 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.

Such perfume oils can also contain natural fragrance mixtures, such 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 peels (bergamot, lemon, oranges), roots (macis, 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 balsams (galbanum, elemi, benzoin, myrrh, olibanum, Opoponax, Labdanum). Animal raw materials, such as civet and castoreum, are also suitable.

The fragrance content is usually up to 2% by weight of the total preparation.

The fragrances can be incorporated directly into the preparations; however, it can also be advantageous to apply the fragrances to carriers which increase the adhesion of the perfume to the laundry and ensure a long-lasting fragrance for the textiles due to a slower fragrance release. Cyclodextrins, for example, have proven themselves as such carrier materials. The cyclodextrin-perfume complexes can also be coated with other auxiliaries. Surprisingly, however, it was found in the context of the present invention that the fragrance impression of the aforementioned fragrances, which may additionally be added to the optionally surfactant-containing aqueous preparations, can be modified, for example strengthened and / or lengthened and / or qualitatively changed, if the preparations contain one or more fragrance alcohol alkoxylates of the general formula (I) compared to the case where 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 capable of sustainably enhancing the olfactory impressions of the components of a multicomponent system, such as an aqueous preparation which may contain surfactants, or a mixture of two or more fragrances intensify. This phenomenon is also surprising for detergents or cleaning agents as well as for cosmetic preparations. Furthermore, it is surprising that 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 solubilizing capacity for oleophilic substances and lead to clear solubilizates.

It has furthermore been found that a homogeneous mixture, hereinafter also referred to as a concentrate, can be prepared from a fragrance alcohol alkoxylate of the general formula (I) and an oleophilic substance, which has a high proportion of the oleophilic substance, for example in the range from 10 to 50 % By weight, based on the total weight of the mixture. This mixture is excellently suitable as a concentrate to produce clear solubilizates of the oleophilic substance by dilution with water or aqueous, possibly surfactant-containing liquids. Suitable selection of the quantitative ratio between fragrance alcohol alkoxylate and oleophilic substance in the concentrate, which can be determined by means of simple routine experiments, can be carried out in this way produce concentrates which, by dilution, produce high-content aqueous preparations which may contain surfactants enable on the oleophilic substance. Preferred oleophilic substances are fragrances, perfume oils and essential oils.

In addition to the fragrance alcohol alkoxylate (s) mentioned and optionally additionally added fragrances, the aqueous preparations which may contain surfactants contain one or more substances from the group of surfactants, surfactant compounds, builders, bleaching agents, bleach activators, enzymes, foam inhibitors, dyes and - in the event that the preparations are at least partially in the form of moldings - binding and disintegration aids, 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 aqueous preparations which may contain surfactants, and their selection is not subject to any restriction for the person skilled in the art imposed by the use of the scented 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, for example in surfactant-containing aqueous preparations, and further compounds for special purposes, can be found in the applicant's patent application entitled "Alkoxylated fragrance alcohols and their use" of the same day, to which reference is hereby made.

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.

Example 1 Premixes of Perfume Oil and Scented Alcohol Alkoxylates

The amounts of the individual compounds given in Table 1 below were mixed together in the customary manner.

Table 1

The from / requests show that from a content of more than 3 molecules EO per molecule geraniol, clear preliminary solutions can be produced from perfume oil and fragrance alcohol alkoxylate. Example 2 Solubilization of Perfume Oils in Aqueous Surfactant Solutions

First, a surfactant solution with the composition shown in Table 2 below was prepared:

Table 2

In each case 1 g of the recipes mentioned in Example 1 were introduced and the ingredients of the surfactant recipe mentioned in Table 2 of an aqueous surfactant solution were added to 100 g. As a result, the solution formed with formulations 2 and 3 was spontaneously clear and thus showed good solubilization, while the mixture formed with formulations 4 and 5 was initially in the form of a cloudy emulsion, which, however, became clear after a few minutes of stirring and thus also showed good solubilization.

Example 3 Solubilization of Tea Tree Oil in Water

Mixtures of tea tree oil with the alkoxylated scented alcohol geraniol + 7 EO were made in mixing ratios of 1: 2 to 1: 9. Water was added to these mixtures with stirring until the resulting mixture became cloudy (batch 3.1 to 3.4). Table 3 shows the amount of water at which the solubilizate of tea tree oil, geraniol + 7 EO and water was just just clear.

In a comparative experiment (approach 3.5), 10 g of a commercially available "water-soluble tea tree oil" (manufacturer: Main Camp; composition: 10% by weight of tea tree oil Melaleuca alternifolia, tocopherol, hydrogenated castor oil, alcohol denate, aqua) were used in an analogous manner Water mixed until the first turbidity.

Table 3

Approach tea tree oil geraniol water

[g] + 7 EO [g]

[G]

3.1 2 6.6

3.2 3 12

3.3 4 40

3.4 9> 300

3.5 Λ * - 4

Amount of tea tree oil in 10 g of commercially available "water-soluble tea tree oil" With the aid of the mixtures according to the invention of tea tree oil and geraniol + 7 EO, clear solubilizates with a content of tea tree oil between 0.3 and 33% by weight can thus be produced, in each case based on the total weight of the solubilisate.

In contrast, the commercially available "water-soluble tea tree oil" can only be used to produce clear solubilizates with a tea tree oil content of between 7 and 10% by weight, based in each case on the total weight of the solubilizate.

Example 4 Solubilization of tea tree oil in an aqueous surfactant solution

First, a surfactant solution with the following composition was prepared:

Component quantity

(Wt .-%)

Sodium Laureth Sulfate 9.0

Decyl glycoside 2.0

Cocoamidopropyl betaine 1.0

Water ad 100

30 g of this surfactant solution were placed in front of it and such an amount of a mixture of 1 part by weight of tea tree oil and 4 parts by weight of the alkoxylated aromatic alcohol geraniol + 7 EO was added until the solubilizate became cloudy (batch 4.1). In comparison, the commercially available "water-soluble tea tree oil" from Example 3 was added to the surfactant solution in an analogous manner until the solubilizate became cloudy (batch 4.2). Table 4 shows the amount added at which the solubilizate was just clear.

Table 4

Approach addition in g corresponding content of pure tea tree oil in the solubilizate (% by weight)

4.1 49 12.4 4.2 13.5 3.1

The test results show that the mixture of tea tree oil and geraniol + 7 EO can be incorporated into the aqueous surfactant solution in a significantly higher concentration than the commercially available “water-soluble tea tree oil”.

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 ^{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,

as a solubilizing aid in aqueous preparations.

2. Use of fragrance alcohol alkoxylates of the general formula (I) according to claim 1 as solubilizing agents or solubilizers for the preparation of clear solubilizates in the aqueous phase.

3. Use according to claim 1 or claim 2, wherein R ¹ in the general formula (I) is an isononyl radical.

4. Use according to claim 1 or claim 2, wherein R ¹ in the general formula (I) represents a terpene residue of a terpene alcohol, preferably wherein R ^{1 is} selected from the group consisting of geranyl, citronellyl, tetrahydrogeranyl, linaloyl, Dihydrolinaloyl, tetrahydrolinaloyl, neryl, myrcenyl, di hydromyrcenyl, lavendulyl, farnesyl, nerolidyl, mentyl, isopulegyl, terpinyl, thymyl, tetrahydromuguyl and 2,5-dimethylhept-2-yl.

5. Use according to one of claims 1 to 4, 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 from 5 to 20 stands.

6. Use according to one of claims 1 to 5, wherein the number n of the ethoxy and / or propoxy groups in the general formula (I) has a narrow distribution, preferably wherein n in the general formula (I) for an integer is 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 according to any one of claims 1 to 6, comprising the use of one or more fragrance alcohol alkoxylate (s) from the group

Isononyl - O - [CH (R ² ) -CH (R ^{2 '} ) -0-] _π - 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 (I.4.)

Farnesyl - O - [CH (R ² ) -CH (R ^{2 '} ) -O-] _n - H (I.5.)

Tetrahydromuguyl - O - [CH (R ² ) -CH (R ^{2 '} ) -0-] _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 the general formula (I) stands for an integer in the range from 5 to 20 and fluctuates by at most ± 3, more preferably by at most ± 2, about a specific numerical value.

8. Use of fragrance alcohol alkoxylates according to one of claims 1 to 7 to obtain an aqueous preparation with an optimized fragrance impression.

9. Use according to one of claims 1 to 8, wherein the aqueous preparation additionally contains one or more fragrance (s).

10. Use of fragrance alcohol alkoxylates in fragrance-containing preparations according to claim 9 with modified, in particular with enhanced and / or prolonged and / or quantitatively changed, fragrance impression of the fragrance (s) additionally contained.

11. Use of fragrance alcohol alkoxylates according to one or more of claims 1 to 10 in amounts of 0.001 to 50% by weight, preferably in amounts of 0.01 to 20% by weight, more preferably in amounts of 0.02 to 5% by weight .-%, in particular from 0.05 to 2 wt .-%, each based on the total weight of the preparation.

12. Use according to any one of claims 1 to 11, wherein the preparations are detergent preparations, dishwashing preparations, detergent preparations, finishing agents or cosmetic preparations.

13. Use of a mixture of at least one fragrance alcohol alkoxylate of the general formula (I) and at least one oleophilic substance as a concentrate for the preparation of an aqueous preparation.

14. Use according to claim 13, characterized in that the oleophilic substance is selected from the group consisting of fragrances, perfume oils and essential oils.

15. Use according to any one of claims 1 to 14, wherein the preparation contains one or more surfactants.