WO2009019194A1

WO2009019194A1 - Fragrance composites with improved fragrance release

Info

Publication number: WO2009019194A1
Application number: PCT/EP2008/060071
Authority: WO
Inventors: Andreas Schmidt; Konstanze Mayer; Thomas Gassenmeier; Rainer Jeschke
Original assignee: Henkel Ag & Co. Kgaa
Priority date: 2007-08-07
Filing date: 2008-07-31
Publication date: 2009-02-12
Also published as: DE102007037147A1

Abstract

A fragrance composite is described, which is highly viscous or solid at temperatures up to at least 20°C and comprises at least one perfume oil and a carrier with a melting or flow range between 20°C and 110°C, wherein either the Teflon contact angle Φ of the perfume oil is between 56° ≤ Φ ≤ 160° and the dielectric constant of the carrier is between 1.8 and 2.3, or the Teflon contact angle Φ of the perfume oil is between 10° ≤ Φ < 55° and the carrier has a dielectric constant between 7.0 and 12.0. The present invention also provides a textile treatment product comprising an inventive fragrance composite, a process for producing the textile treatment product and a process for long-lasting fragrancing of textiles.

Description

"Fragrance composites with improved fragrance release"

The present invention relates to a fragrance composite which is highly viscous or solid at temperatures up to at least 20 ° C and comprises at least one perfume oil and a carrier having a melting or flow range between 20 ° C and 1 10 ° C, wherein either the Teflon contact angle Φ of the perfume oil is between 56 ° ≦ Φ ≦ 160 ° and the dielectric constant of the carrier is between 1, 8 and 2.3 or the teflon contact angle Φ of the perfume oil is between 10 ° ≦ Φ <55 ° and the carrier has a dielectric constant between 7.0 and 12.0.

Fragrances, flavors and perfume oils have become indispensable in everyday human life. They have always played an important role in human culture, first in cultic practices and a little later in beauty care. Even in our time, they have an outstanding and ever-increasing importance z. B. in the field of product scenting, in the field of personal care products or in the field of detergents and cleaners.

Decisive for the perceptibility of a fragrance is its volatility, whereby in addition to the nature of the functional groups and the structure of the chemical compound and the molecular weight plays an important role. For example, most odorants have molecular weights up to about 200 daltons, while molecular weights of 300 daltons and above are more of an exception. Due to the different volatility of fragrances, the smell of a perfume or fragrance composed of several fragrances changes during evaporation, whereby the odor impressions in "top note", "heart note" or "middle note" or "body") and "base note" ("end note" or "dry out"). Since odor perception is also largely based on odor intensity, the top note of a perfume is naturally determined by volatile compounds, while the base note is largely composed of less volatile, i.e. H. adherent fragrances. For example, in the composition of perfumes, more volatile fragrances can be bound to certain fixatives, preventing them from evaporating too quickly.

A fundamental method for the targeted release of fragrances, eg. B. from detergents, is their direct addition to the application formulation. Disadvantage of this method is the immediate release of the fragrance from the formulation, resulting in a short-term odor effect and thus the shelf life of the formulation strong decreases. In addition, the low chemical stability against atmospheric oxygen, which has been observed in numerous fragrances, especially aldehydes and alcohols. Attempts to encapsulate such substances or to include them in cyclodextrins have proven to be less successful or uneconomical due to high commodity prices.

To generate a long-lasting fragrance impression, the methods of immobilization by chemical derivatization of fragrances proved to be advantageous. Thus, WO-A-95/04809 teaches the slow cleavage of fragrance alcohol esters by means of lipases, whereby a long-lasting fragrance is caused. WO-A-97/30687 and EP-A-816322 link to sulfonates, sulfates and phosphates, with similar effects being achieved. Further possibilities for the targeted slow release of fragrance alcohols are betaine esters, as shown in EP-A-0799885, α-tertiary carbon esters in WO-A-98/07810, β-ketoesters in WO-A-98/07813 or linear or cyclic acetals. The subject of WO-A-94/06441 is the acidic hydrolysis of acetals and orthoesters, which are based on aldehydes / ketones or alcohols with fragrance properties. The chemical derivatization of fragrances, however, is often associated with high costs or technical effort and can ultimately lead to an alienation of the fragrance impression. Therefore, there is a continuing need for fragrances with a long-lasting odor effect.

The prior art contains further proposals to saturate this need. EP-A-0820762 describes the loading of silica particles with fragrances and their use in washing powders. EP-A-0281034 teaches the inclusion of perfume compositions in inorganic polymer matrices wherein the particular polymer is crosslinked. In these two patents, it is essentially about the absorption of perfume in carrier materials or the fixation of perfume on a support.

The international applications WO 99/21953 and WO 01/16280 deal in a similar context with methods for the production of perfume moldings, in particular scented beads. In this case, solid premixes of 65 to 95 wt .-% of excipient (s), 5 to 25 wt .-% of perfume and up to 10 wt .-% of excipients granulation or press agglomeration are subjected. The international application WO 05/056062 discloses scent composites consisting of a perfume oil and a carrier for the long-lasting scenting of substrate surfaces. All of these applications have in common that the encapsulation of the fragrance in a often meltable carrier, a delayed odor release should be achieved. However, there is still a need for improved fragrance composites, as especially the automatic drying at high temperatures or the drying and / or storage of textiles at high ambient temperatures leads to an undesirable reduction or complete elimination of the intended fragrance impression. Especially in the application of fabric softeners and the subsequent drying under the influence of heat the fragrance impression of the respective textiles is very weak.

The aim of the present invention was therefore the development of fragrance composites with improved fragrance release.

Surprisingly, it has now been found that the present object can be achieved by a fragrance composite for use in textile treatment agents which is highly viscous or solid at temperatures up to at least 20 ° C and as components at least one carrier or a mixture of different carriers with a melting or flow range between 20 ° C and 110 ° C and one

Dielectric constant between 1, 8 and 2.3 and a perfume oil with a determined on a teflon film contact angle Φ of 56 ° ≤ Φ ≤ 160 °, wherein the fragrance composite at a temperature between 20 ° C and 1 15 ° C substantially undecomposed of highly viscous or solid in a molten state.

Furthermore, the present object can be achieved by a fragrance composite for use in textile treatment agent which is highly viscous or solid at temperatures up to at least 20 ° C and as components at least one carrier or a mixture of different carriers with a melting or flow range between 20 ° C and 1 10 ° C and a dielectric constant between 7.0 and 12.0 and a perfume oil with a determined on a Teflon film contact angle Φ of 10 ° ≤ Φ <55 °, wherein the fragrance composite at a temperature between 20 ° C and 115 ° C. essentially undecomposed from high viscosity or solid to a molten state. The term "fragrance composite"("composite" is derived from "lat.""Componere": compose) states that the agent is composed of at least two components, viz. At least one perfume oil and at least one vehicle having a melting or pour point in the range of 20 ° C to 110 ° C, wherein the perfume oil may also be a harmonic mixture of several fragrances.

A fragrance composite is considered to be highly viscous if the Brookfield viscosity at 20 ° C. exceeds 10000 mPas, preferably 15000 mPas, especially 17500 mPas, preferably 20 000 mPas and more preferably 30 000 mPas. (Viscosity Measurement in a Brookfield Viscometer Model DV II at 20 rpm with Spindle 3)

The term "essentially undecomposed" takes into account the fact that some materials or compounds or substances and thus also objects containing such substances, can decompose on the supply of thermal energy, ie that the material in question is affected by the influence of temperature is changed in its structure in such a way that it is converted into a state which is no longer suitable for its original use, for example crosslinked polymers which can not be converted into a flowable state without irreversible changes In contrast to this, the fragrance composite according to the invention is distinguished by the fact that it undergoes a substantially undecomposed transition into a molten state, which means that even after the fragrance composite has been converted into a flowable state and subsequently returned to the solid state, it is not essential n changes in the properties relevant for its original purpose. In contrast, for example, is an object which undergoes decomposition in the transition to the molten state, so that the object, after the return to the solid state differs significantly from its initial state, z. B. in terms of its appearance, its feel, its smell or other aspects.

Specifically, "substantially undecomposed" means that the transition of the fragrance composite to the molten state proceeds in a manner such that the weight loss of the fragrance composite, which solidifies, flows, and restores as it passes through the states, preferably at most 10% by weight. , advantageously at most 5 wt .-%, more preferably at most 1 wt .-%, more preferably at most 0.5 wt .-%, in particular occurs no weight loss (wt .-% in each case based on the total Means), ie the fragrance composite can be liquefied and then converted back into the solid state without being subject to weight loss.

For the purposes of the invention, the term "melting and flow range" is understood to mean the temperature range whose lower limit is formed by the temperature at which the carrier or the mixture of various carriers changes from the highly viscous or solid state to the liquid state and its upper limit Temperature is determined at which the carrier or the mixture of different carriers has completely gone into the liquid state.

The term perfume oil is very broad in the sense of this invention, since it encompasses all those individual substances or substance mixtures which cause a pleasant, sensory odor in humans and therefore for perfuming or perfuming, for example, objects such as technical and sanitary articles, soaps , Cosmetics (personal care products), detergents and cleaners, fabric softeners and the like are suitable and find a variety of uses. In the context of this invention, the term perfume oil comprises essentially all essential oils, fragrances and flavorings, individually and in particular in a mixture of two to 100 or more different ingredients. But also essences and flavors or aromas or their mixtures fall here expressly under the concept of perfume oils. In addition, the term perfume oil (e) also explicitly includes the pheromones, although these are in the true sense not fragrances. In particular, the term perfume oils, of course, the classic perfume oils meant, so those that, for example, by squeezing the fruit peel, extraction of resinoids from resins, balsams, lichens and. Moosen, Destraktion of (flower) perfumes by means of supercritical gases (eg., CO ₂ ) or by steam distillation of previously processed crushed plant parts receives such. B. rose oil.

As perfume oils, for example, individual perfume compounds, for example, the synthetic products of the ester type, ethers, aldehydes, ketones, alcohols and hydrocarbons can be used. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzylformate, ethylmethylphenylglycinate, allylcyclohexylpropionate, styrallylpropionate and benzylsalicylate. The ethers include, for example, benzyl ethyl ether, to the aldehydes, for example, the linear alkanals having 8 - 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxycitronellal, lilial and bourgeonal, to the ketones such as the Jonones, oc-lsomethylionon and methyl cedrylketone, to the alcohols anethole, citronellol, eugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons include mainly the terpenes and balsams. Preferably, however, mixtures of different fragrances are used, which together produce an attractive fragrance.

The perfume oils may, of course, also contain natural fragrance mixtures, such as are available from plant or animal sources, e.g. Pine, citrus, jasmine, lily, rose or ylang-ylang oil. Also, lower volatility volatile oils, which are most commonly used as aroma components, are useful as perfume oils, e.g. Sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil and ladanum oil.

The contact angle is determined by means of a contact angle goniometer (nameplate: Krüss type G-1) from Krüss at 20 ° C. The surface used is Goodfellow teflon film 0.1 mm thick (tolerance + - 20% thickness) which is thoroughly cleaned with acetone before each test. The drop fall height is constantly 0 mm, i. The drop is carefully placed. If the drop is in contact with the surface, the needle is slowly removed. After discontinuing the drop of perfume oil, the baseline of the drop is brought to coincide with the baseline in the eyepiece by means of the variable table. Subsequently, the tangent line is applied via the corresponding auxiliary equipment and the contact angle between perfume oil and Teflon film is read. There is a five-fold determination, in each case the right and left angle is measured. The contact angle according to the invention is the arithmetic mean of all measured values.

In the context of the invention, the dielectric constant ε _{r is} to be understood as the substance-specific constant which is determined for the respective substances with the aid of a high-grade steel condenser at 22 ° C.-24 ° C. and 40 Hz. In this case, the capacitor is filled at temperatures of greater than 60 ° C with the respective carrier so that no bubbles or cavities are formed, which can affect the measurement result.

In addition to the general benefits for fragrance composites, such as the delayed release of fragrance or longer storage stability of the perfume oils by protecting the partially sensitive substances from external influences, lies in the improved fragrance release of expensive and often expensive to produce perfume oils a whole significant advantage of the invention. While in the international application WO 05/056062, for example, no restrictions whatsoever are made regarding the possible combinations of carrier and perfume oil, the fragrance composites according to the invention are restricted to certain combinations. Without being bound to a particular theory, it can be assumed that the coordination of the two components reduces the attractive interaction between the perfume and its carrier. In this way, even small amounts of a perfume oil can be effectively released. Especially in the case of automatic drying of textiles at higher temperatures, this is advantageous since, as a result of the high thermal load during the drying process, a large part of the volatile perfume oils is released in an uncontrolled manner and is thus no longer available for scenting the textiles. The inventive use of carrier and perfume oil and the associated weak interaction between these components even small residual amounts of perfume oil at the end of the drying process can be released effectively, creating a lasting scenting of the textiles succeeds.

Another advantage of the invention is the ability to reduce the total amount of expensive and often expensive to produce perfume oils compared to conventional formulations, since the fragrance composites of the invention provide a much more effective release of fragrance and thus better fragrance availability.

According to a preferred embodiment, an agent according to the invention is characterized in that, at temperatures between 30.degree. C. and 100.degree. C., preferably between 40.degree. C. and 90.degree. C., it changes substantially without decomposition into a molten state.

A further preferred embodiment of the invention is therefore that the carrier with a melting or flow range between 20 ° C and 1 10 ° C is selected from the group of fatty alcohols, fatty acids, silicone oils, silicone waxes, paraffins, nonionic surfactants, esterquats, natural oils , Waxes and / or polyalkylene glycols.

In a particularly preferred embodiment of the present invention, the fragrance composite according to the invention comprises as the carrier paraffin having a melting range of 55 ° C. to 70 ° C. and a perfume oil having a contact angle Φ of 56 ° ≦ Φ ≦ 160 ° determined on a teflon foil. In a further particularly preferred embodiment of the invention, the fragrance composite according to the invention comprises as carrier at least 95% hydrogenated castor oil, preferably a completely hydrogenated castor oil and a perfume oil with a contact angle Φ of 10 ° ≦ φ <55 ° determined on a teflon film.

For the purposes of the invention, the term hydrogenated castor oil is to be understood as meaning a substance which consists essentially of 1,2,3-propanetriol-tri- (12-hydroxystearate). Such a Castor oil is sold for example by the company Cognis under the brand name Cutina HR®.

A further preferred embodiment of the invention is that the fragrance composite consists exclusively of a carrier having a melting or flow range between 20 ° C and 110 ° C and a perfume oil, wherein the term perfume oil here also any mixture of different perfume oils can be understood ,

In another preferred embodiment of the invention, the fragrance composite in addition to a carrier having a melting or flow range between 20 ° C and 1 10 ° C and a perfume oil still at least one additive selected from the group of zeolites, bentonites, silicates, phosphates, urea and / or its derivatives, sulfates, carbonates, citrates, citric acid and / or acetates. Suitable zeolites, bentonites, silicates, phosphates, urea derivatives, sulfates, carbonates, citrates, citric acid and / or acetates are known to those skilled in the art and their amounts can easily be determined from this without undue experimentation.

According to a further preferred embodiment of the invention, all additives contained are substantially odorless.

Essentially odorless in this context means that the fragrance of the perfume oils is not counteracted by a particularly intense, possibly the odor of humans disturbing odor of the additives. The additives should therefore preferably have no significant odor and they should not reduce the fragrance of perfume oils.

According to a further preferred embodiment of the invention, the mass ratio of carrier to perfume oil in the scent composite in a range of 30: 1 to 1: 1 and preferably from 15: 1 to 2: 1 and more preferably between 10: 1 and 3: 1. Likewise provided by the present invention is a process for preparing a fragrance composite according to the invention, wherein in a first step the perfume oil is introduced into the melt of the carrier and then the mixture of perfume oil and carrier cools.

Another object of the present invention is a process for the long-lasting scenting of textiles, wherein the fragrance composite according to the invention is applied to the surface to be scented of textiles, preferably during the automatic washing or drying process.

Another object of the present invention is a textile treatment composition containing as at least one component, a fragrance composite according to the invention.

Furthermore, it is advantageous that the textile treatment agent is selected from the group consisting of detergents, fabric softeners, softening detergents ("2in1") and washing auxiliaries.

In the event that the fabric treatment agent is a detergent, it is preferred that it contains at least one surfactant selected from the group consisting of anionic, nonionic, zwitterionic and amphoteric surfactants. In the event that the fabric treatment agent is a softening detergent ("2in1"), it is preferred that it contains a softening component and at least one surfactant selected from the group consisting of anionic, nonionic, zwitterionic and amphoteric surfactants.

In the case where the fabric treatment agent is a softener, it is preferred that it contains a softening component.

Fabric softeners are preferred as textile treatment agents, since they only come in contact with the textiles in the last step of a conventional textile washing operation, the rinse cycle, and thus can attract as many of the fragrance composites to the textile without the risk that it will be removed during subsequent steps becomes. It is most preferred that the softening component is an alkylated quaternary ammonium compound wherein at least one alkyl chain is interrupted by an ester or amido group.

The softening component includes, for example, quaternary ammonium compounds such as monoalk (en) yltrimethylammonium compounds, dialk (en) yldimethylammonium compounds, mono-, di- or triesters of fatty acids with alkanolamines.

Suitable examples of quaternary ammonium compounds are shown, for example, in the formulas (I) and (II):

wherein in (I) R is an acyclic alkyl radical having 12 to 24 carbon atoms, R ^{1 is} a saturated C ₁ -C ₄ alkyl or hydroxyalkyl radical, R ² and R ^{3 are} either R or R ¹ or are an aromatic radical , X ^" is either a halide, methosulfate, methophosphate or phosphate ion and mixtures thereof Examples of cationic compounds of the formula (I) are monotaltrimethylammonium chloride, monostearyltrimethylammonium chloride, didecyldimethylammonium chloride, ditallowdimethylammonium chloride or dihexadecylammonium chloride.

Compounds of formula (II), (IM) and (IV) are so-called ester quats. Esterquats are characterized by excellent biodegradability. In formula (II) R ^{4 is} an aliphatic alk (en) yl radical having 12 to 22 carbon atoms with 0, 1, 2 or 3 double bonds and / or optionally with substituents; R ⁵ is H, OH or O (CO) R ⁷ , R ⁶ is, independently of R ^5, H, OH or O (CO) R ⁸ , where R ⁷ and R ⁸ are each independently an aliphatic alk (ene) ylrest having 12 to 22 carbon atoms with O, 1, 2 or 3 double bonds, m, n and p may each independently have the value 1, 2 or 3 have. X ^" can be either a halide, methosulfate, methophosphate or phosphate ion as well as mixtures of these anions Preferred compounds are those in which R ^{5 represents} the group O (CO) R ^7. Particular preference is given to compounds in which R ^{5 represents} the group Group 0 (CO) R ⁷ represents and R ⁴ and R ^{7 are} alk (en) yl radicals having 16 to 18 carbon atoms. Particularly preferred are compounds in which R ^{6 is} also OH. Examples of compounds of the formula (I) are methyl N- (2-hydroxyethyl) -N, N-di (tallowacyloxyethyl) ammonium methosulfate, bis (palmitoyloxyethyl) hydroxyethyl methyl ammonium methosulfate, 1, 2-bis - [tallowacyloxy] - 3-trimethylammoniumpropane chloride or methyl N, N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) ammonium methosulphate.

If quaternized compounds of the formula (II) are used which have unsaturated alkyl chains, the acyl groups are preferred whose corresponding fatty acids have an iodine number between 1 and 100, preferably between 5 and 80, more preferably between 10 and 60 and in particular between 15 and 45 and which have a cis / trans isomer ratio (in% by weight) of greater than 30:70, preferably greater than 50:50 and in particular equal to or greater than 60:40. Commercial examples are sold by Stepan under the tradename Stepantex ^® methylhydroxyalkyldialkoyloxyalkylammonium or those known under Dehyquart ^® Cognis products, known under Rewoquat ^® products from Degussa or those known under Tetranyl® products of Kao. Further preferred compounds are the diester quats of the formula (III) which are obtainable under the name Rewoquat® W 222 LM or CR 3099.

R ²¹ and R ²² are each independently an aliphatic radical having 12 to 22 carbon atoms with 0, 1, 2 or 3 double bonds.

Instead of the ester group 0 (CO) R, where R is a long-chain alk (en) yl radical, it is possible to use softening compounds which have the following groups: RO (CO), N (CO) R or RN (CO), where of these groups, N (CO) R groups are preferred.

In addition to the quaternary compounds described above, it is also possible to use other compounds as softening components, for example quaternary imidazolinium compounds of the formula (IV)

where R ^{9 is} H or a saturated alkyl radical having 1 to 4 carbon atoms, R ¹⁰ and R ¹¹ independently of one another may each be an aliphatic, saturated or unsaturated alkyl radical having 12 to 18 carbon atoms, R ^{10 may} alternatively also be 0 (CO) R ²⁰ where R ^{20 is} an aliphatic, saturated or unsaturated alkyl radical having 12 to 18 carbon atoms, and Z is an NH group or oxygen and X ^"is an anion, q can have integer values between 1 and 4.

Further particularly preferred plasticizing compounds are described by formula (V),

wherein R ^12, R ¹³ and R ¹⁴ independently represents a Ci- ₄ alkyl, alkenyl or hydroxyalkyl group, R ¹⁵ and R ¹⁶ each selected independently a C _8-28 - represents alkyl group, X ^"is an anion, and r is a number between 0 and 5. A preferred example of a cationic deposition aid of formula (V) is 2,3-bis [tallowloxy] -3-trimethylammoniumpropane chloride.

Further plasticizing components which can be used according to the invention are quaternized protein hydrolyzates or protonated amines.

Furthermore, cationic polymers are also suitable softening component. Suitable cationic polymers include the polyquaternium polymers as described in the CTFA Cosmetic Ingredient Dictionary (The Cosmetic, Toiletry and Fragrance, Inc., 1997), in particular the Polyquaternium-6, Polyquaternium-7, Polyquaternium, also referred to as Merquats. 10 polymers (Polymer JR, LR and KG series from Amerchol), polyquaternium-4 copolymers such as graft copolymers having a cellulose backbone and quaternary ammonium groups attached via allyldimethylammonium chloride, cationic cellulose derivatives such as cationic guar such as guar hydroxypropyltriammonium chloride, and similar quaternized guar Derivatives (eg Cosmedia Guar from Cognis or the Jaguar series from Rhodia), cationic quaternary sugar derivatives (cationic alkyl polyglucosides), eg the commercial product Glucquat® 100, according to CTFA nomenclature a "Lauryl Methyl Gluceth-10 Hydroxypropyl Dimonium Chloride", Copolymers of PVP and Dimethylaminomethacrylate, Copolymers of vinylimidazole and vinylpyrrolidone, aminosilicone polymers and copolymers.

Also usable are polyquaternized polymers (e.g., Luviquat® Care from BASF) and also chitin-based cationic biopolymers and their derivatives, for example, the polymer available under the trade name Chitosan® (manufacturer: Cognis).

Some of the cited cationic polymers additionally have skin and / or textile care properties.

Also usable are compounds of the formula (VI)

R ¹⁷ can be an aliphatic alk (en) yl radical having 12 to 22 carbon atoms with 0, 1, 2 or 3 double bonds, s can assume values between 0 and 5. R ¹⁸ and R ¹⁹ are each independently H, C _1-4 alkyl or hydroxyalkyl and X ^" is an anion.

Other suitable softening components include protonated or quaternized polyamines.

Particularly preferred plasticizing components are alkylated quaternary ammonium compounds of which at least one alkyl chain is interrupted by an ester group and / or amido group. Very particular preference is given to N-methyl-N- (2-hydroxyethyl) -N, N- (ditallowacyloxyethyl) ammonium methosulphate or bis (palmitoyloxyethyl) -hydroxyethylmethylammonium methosulphate.

The textile treatment agents in the form of fabric softeners may also contain nonionic softening components, especially polyoxyalkylene glycol alkanoates, polybutylenes, long-chain fatty acids, ethoxylated fatty acid ethanolamides, Alkyl polyglucosides, in particular sorbitan mono, di- and triesters, and fatty acid esters of polycarboxylic acids.

In the fabric softener according to the invention as a textile treatment agent, the softening component in amounts of 0.1 to 80 wt .-%, usually 1 to 40 wt .-%, preferably 2 to 20 wt .-% and in particular 3 to 15 wt .-% and the fragrance composite in amounts of 0.1 to 20 wt .-%, preferably 1 to 13 wt .-% and in particular 2 to 8 wt .-%, each based on the total textile treatment agent.

As a further component, the textile treatment agents in the form of fabric softeners may optionally contain one or more nonionic surfactants, it being possible to use those which are customarily also used in detergents.

In a preferred embodiment of the textile treatment agent, the fragrance composite according to the invention is not present in the form of compounds with other textile treatment ingredients, but in the form of separate solid particles, preferably spherical particles having a particle diameter of 1 .mu.m to 1 mm, particularly preferably from 10 .mu.m to 100 μm and in particular from 20 μm to 50 μm.

For the purposes of the invention, the term compound is to be understood as meaning a substance which, owing to the physical or chemical interaction of at least two substances, appears in its external appearance, preferably in its microscopic appearance, only as a structural unit and not as a separated composition of at least two substances is.

The term spherical particles is preferably to be understood as meaning a substantially spherical particle.

In a further preferred embodiment, the mass ratio between the perfume oil bound in the fragrance composite and the perfume oil present in the fabric treatment agent is between 70:30 and 30:70, preferably between 60:40 and 40:60 and in particular 50:50.

Also preferred is the use of the textile treatment agent for the long-lasting scenting of textiles, preferably during the automatic washing and / or drying process. Another object of the present invention is a method for producing a textile treatment agent, wherein in a first step, the solid fragrance composite is introduced into a melt of one or more compounds from the group of softening components, in a second step, the cooled to room temperature mixture of plasticizing Component and fragrance composite is dispersed in water at 30 ° C to 90 ° C and optionally in a third step further perfume oil is added.

embodiments

I) contact angle measurement

The contact angle is determined by means of a contact angle goniometer (nameplate: Krüss type G-1) from Krüss at 20 ° C. The surface used is a Goodfellow teflon film 0.1 mm thick (20% gauge thickness) which is thoroughly cleaned with acetone before each test. The drop fall height is constantly 0 mm, i. The drop is carefully placed. If the drop is in contact with the surface, the needle is slowly removed. After discontinuing the drop of perfume oil, the baseline of the drop is brought to coincide with the baseline in the eyepiece by means of the variable table. Subsequently, the tangent line is applied via the corresponding auxiliary equipment and the contact angle between perfume oil and Teflon film is read. There is a five-fold determination and measured each of the right and left angles. The contact angle according to the invention is the arithmetic mean of all measured values.

Contact angle of the perfume oils and perfume oil blends used

Contact angle ^[a]

Name Chemical name Source of supply (SD)

PEA phenylethyl alcohol CAS 60-12-8 76 ° (+ -3)

Ortho-tert-butyl-

OTBCA CAS 88-41-5 48 ° (+ -2) cyclohexyl acetate

PEA: OTBCA 5: 1 67 ° (+ -2)

PEA: OTBCA 1: 5 54 ° (+ -1)

Mix different

Perfume oil 1. - 52 ° (+ -3) Odorants

Mix different

Perfume oil 2 - 61 ° (+ -2) Odorants

[a] Contact angle with certain standard deviation (SD)

II) Determination of the Dielectric Constants

The relative dielectric constant is determined via a capacitance measurement on a plate capacitor. The condenser used is composed of two stainless steel plates, between which there is a Teflon gasket. The gap between the capacitor plates is filled at temperatures of more than 60 ° C up to the upper edge with the substance whose dielectric constant is to be determined. The measurement to determine the relative dielectric constant then takes place at 22 ° C to 24 ° C and 40 Hz.

Relative dielectric constant of the carriers used

Re L

Smp substance Dielektizitätskonst. source

["C] (εr)

Merck, Art. Paraffin 2.2 ± 0.0 59-61

107358

Cognis, Loti Cutina HR 11, 0 ± 0.7 85-88

CG61820002

III) Preparation of Softener Formulations

a) Softener formulation 1 containing paraffin fragrance composites

At approx. 80 ° C, 3 g of paraffin are melted in a separate 30 ml screw-cap jar. There are added dropwise 0.95 g of the perfume, for example, the perfume oil 1 to the paraffin melt during the stirring process. It is stirred for 5 minutes and then allowed to solidify the mixture in the refrigerator quickly. 27 g of Rewoquat WE18 (from Degussa) are melted at about 50 to 60 ° C. and 3.95 g of the solidified paraffin / perfume oil mixture are added in solid form. It is stirred for 10 minutes and allowed to solidify at RT. The homogeneous mixture is stable after cooling. From this mixture, the corresponding fabric softener formulation is prepared by dispersing 4.68 g in 36 ml of cold H ₂ O (corresponding to 13%) with stirring at 50 ° C to 60 ° C.

When all is dispersed add another 0.15 g of the appropriate perfume oil and stir for a further 10 minutes. Optionally are wt .-% MgCl ^* 6H ₂ O was added still 0.2.

b) Softener formulation 2 containing Cutina HR fragrance composites

At approx. 80 ° C, 3 g of Cutina HR are melted in a separate 30 ml screw-cap glass. There are added 0.95 g of the perfume, for example the perfume oil 2, to the melt drop by drop during the stirring process. It is stirred for 5 minutes and allowed to quickly solidify the mixture in the refrigerator.

27 g of Rewoquat WE18 (Degussa) are melted at about 50 ° C. to 60 ° C. and 3.95 g of the solidified Cutina HR / perfume oil mixture are added in solid form. It is stirred for 10 minutes and allowed to solidify at RT. The homogeneous mixture is stable after cooling. From this mixture, the corresponding softener formulation prepared by dispersing 4.68 g in 36 ml of cold H2O (corresponding to 13%) with stirring at 50 to 60 ° C.

When all is dispersed, add another 0.15 g of the respective perfume oil and stir for a further 10 minutes. Optionally, 0.2 wt .-% MgCrθhbO can be added.

c) softener formulation 3 as a comparative example

In a flask, 100 ml of dist. Submitted water and preheated to 60 ° C under reflux. Meanwhile, 1 1 g of Rewoquat WE18 (Degussa) is melted at 60 ° C and added to the preheated water and the mixture then stirred for 20-30 minutes. The dispersion is cooled to 30 ° C and the perfume added completely with stirring and finally stirred for 10 minutes. Optionally are wt .-% MgCl ^* 6H ₂ O was added still 0.2.

IV) performing the odor tests

a) General implementation

The textiles are washed with a commercially available heavy-duty detergent and then softened with 36 ml of the respective softener and dried.

Washing conditions:

Detergent: 105 g of a commercially available heavy-duty detergent

Softener formulation: 36 ml

Washer :: Miele Novotronic W 308

Primary wash performance: Single-lye procedure Normal program Cottons

Washing temperature: 60 ° C

Fleet volume: 15 1

Water hardness: 15 ° dH

Filling laundry: 3.5 kg of clean laundry

Fabric: Terry soap towels

Drying takes place both on the line for 24 h and in the tumbler (program

Koch-colored cabinet dry). For each subject own textiles are prepared.

The treated cloths are evaluated by an odor test with the help of test persons according to the following drying methods:

Method A: Drying in tumbler: Miele Novotronic T495C Method B: Drying in tumbler and storage for 24 h at 22 ° C For evaluation, a pair comparison was made.

The percentages given reflect which product is more intense

Fragrance impression produced on the treated laundry.

b) odor test

Softener contact method

No Pafümöl formulation waving! A B

1 87% 80%

PEA: OTBCA 5: 1 67 ° 3 13% 20%

2 43% 50%

PEA: OTBCA 5: 1 67 ° 3 57% 50%

1 90% 86%

PEA: OTBCA 5: 1 67 ° 2 10% 14%

1 100% 95%

Perfume oil 2 61 ^c 3 0% 5%

2 0% 35%

Perfume oil 2 61 ° 3 100% 65%

1 30% 35%

PEA: OTBCA 1: 5 54 ° 3 70% 65%

2 78% 67%

PEA: OTBCA 1: 5 54 ° 3 22% 33%

1 12% 25%

PEA: OTBCA 1: 5 54 ° 2 88% 75%

1 0% 20%

Perfume oil 1 52 ° 3 100% 80%

2 50% 68%

10 perfume oil 1 52 ° 3 50% 32% The odor test shows that an improved fragrance impression is achieved by matching the carrier to the particular perfume oil. In the entries 1 to 5 each a perfume oil is used, the contact angle is greater than 60 ° on a Teflon film. All fragrance composites with paraffin-based carriers lead to an improved odor impression compared to a commercially available fabric softener (softener formulation 3, entries 1 and 4) and fragrance composites with Cutina HR as a carrier (entry 3), while the latter fragrance composites to no improvement of the fragrance impression over a commercially available fabric softener lead (entries 2 and 5).

The use of perfume oils with contact angles of less than or equal to 56 ° (entries 6 to 10) results in an exactly opposite image. All Cutina HR-based fragrance composites lead to an improved odor impression compared to a commercially available fabric softener (softener formulation 3, entries 7 and 10) and fragrance composites with paraffin as a carrier (entry 8), while the latter fragrance composites do not improve the fragrance impression compared to a commercially available fabric softener ( Entries 6 and 9).

Claims

Patent claims

(1) Fragrance composite for use in textile treatment agents, characterized in that it is highly viscous or solid at temperatures up to at least 20 ° C and contains at least the following components:

A carrier or a mixture of different carriers with a melting or flow range between 20 ° C and 110 ° C and a dielectric constant between 1.8 and 2.3 and a perfume oil with a contact angle Φ of 56 ° ≤ Φ ≤ 160 determined on a Teflon film °, whereby the fragrance composite changes from a highly viscous or solid to a molten state essentially undecomposed at a temperature between 20°C and 115°C.

(2) Fragrance composite for use in textile treatment agents, characterized in that it is highly viscous or solid at temperatures up to at least 20 ° C and contains at least the following components:

A carrier or a mixture of different carriers with a melting or flow range between 20 ° C and 1 10 ° C and a dielectric constant between 7.0 and 12.0 and a perfume oil with a contact angle Φ determined on a Teflon film of 10 ° ≤ Φ < 55°, whereby the fragrance composite changes from a highly viscous or solid to a molten state essentially undecomposed at a temperature between 20°C and 115°C.

(3) Agent according to at least one of claims 1 and 2, characterized in that it changes into a molten state essentially undecomposed at temperatures between 30°C to 100°C, advantageously between 40°C to 90°C.

(4) Agent according to at least one of claims 1 to 3, characterized in that the carrier substance with a melting or flow range between 20 ° C and 1 10 ° C is selected from the group of fatty alcohols, fatty acids, silicone oils, silicone waxes, paraffins, Niotensides, esterquats, natural or artificial oils, waxes and/or polyalkylene glycols.

(5) Agent according to at least one of claims 1 to 4, characterized in that it consists exclusively of a carrier with a melting or flow range between 20 ° C and 1 10 ° C and a perfume oil.

(6) Agent according to at least one of claims 1 to 4, characterized in that, in addition to a carrier with a melting or flow range between 20 ° C and 110 ° C and a perfume oil, there is also at least one additive selected from the group of zeolites, bentonites , silicates, phosphates, urea and/or its derivatives, sulfates, carbonates, citrates, citric acid and/or acetates.

(7) Agent according to at least one of claims 1 to 6, characterized in that the mass ratio of carrier to perfume oil is in a range from 30:1 to 1:1 and preferably from 15:1 to 2:1 and particularly preferably between 10: 1 to 3:1.

(8) A method for producing an agent according to one of claims 1 to 7, characterized in that the perfume oil is introduced into the melt of the carrier and the mixture of perfume oil and carrier is then cooled.

(9) Method for long-lasting scenting of textiles, characterized in that an agent according to one of claims 1 to 7 is applied to the surface of textiles to be scented, preferably during the machine washing and/or drying process.

(10) Textile treatment agent containing an agent according to one of claims 1 to 7.

(1 1) Textile treatment agent according to claim 10, characterized in that the fragrance composite contained is not in the form of compounds with other textile treatment agent ingredients, but in the form of separate solid particles, preferably spherical particles.

(12) Textile treatment agent according to at least one of claims 10 and 11, characterized in that the fragrance composite contained is a substantially spherical particle with a particle diameter of 1 μm to 1 mm, particularly preferably from 10 μm to 100 μm and in particular from 20 μm to 50 μm.

(13) Textile treatment agent according to at least one of claims 10 to 12, characterized in that the textile treatment agent is a fabric softener which preferably contains a softening component.

(14) Use of a textile treatment agent according to at least one of claims 10 to 13 for the long-lasting scenting of textiles, preferably during the machine washing and/or drying process.

(15) A method for producing a fabric softener according to claim 13, characterized in that in a first step the solid fragrance composite is introduced into a melt of one or more compounds from the group of softening components, and in a second step the mixture of softening ingredients cooled to room temperature Component and fragrance composite is dispersed in water at 30 ° C to 90 ° C and optionally additional perfume oil is added in a third step.