WO2017045892A1

WO2017045892A1 - Release of odoriferous substances from microcapsules

Info

Publication number: WO2017045892A1
Application number: PCT/EP2016/070066
Authority: WO
Inventors: Thomas Gerke; Christian Kropf; Ursula Huchel; Axel Griesbeck; Björn PORSCHEN
Original assignee: Henkel Ag & Co. Kgaa
Priority date: 2015-09-18
Filing date: 2016-08-25
Publication date: 2017-03-23
Also published as: EP3350305A1; DE102015217981A1

Abstract

The invention relates to the release of odoriferous substances from microcapsules. As a result, a long-lasting fragance is achieved.

Description

Release of fragrances from microcapsules

The present invention relates to the release of fragrances from microcapsules. This allows a long-lasting fragrance experience.

In different areas of everyday life the consumer is confronted with fragrances. One of the problems associated with this is the relatively rapid loss

Odor intensity of the corresponding compounds, due to their volatility. Furthermore, some fragrances can not be incorporated stably in the application products.

For example, washing or cleaning agents, cosmetics but also, for example, adhesives, usually contain fragrances which give the compositions a pleasant odor. Here, the odor of other ingredients is masked by the fragrances, so that when

Consumers a pleasant smell impression arises.

In addition, detergents and cosmetic products contain fragrances that ensure that the laundry or the body of a person should have a pleasant fragrance. In the detergent sector, not only the moist but also the dry laundry should have the longest possible fresh fragrance. In general, however, fragrances are volatile substances, so that a long-lasting scent effect is difficult to achieve. Especially with fragrances that represent the fresh and light notes of the perfume and evaporate very quickly due to their relatively high vapor pressure, the desired longevity of the fragrance impression is hardly achievable.

Fragrance storage molecules (fragrance storage substances) are now described in the prior art. These are one way to release fragrances delayed. Depending on the chemical structure of the molecule, the incorporated fragrance is released by the action of heat or reaction with chemicals. This can be done, for example, by breaking a covalent bond in the fragrance storage molecule. However, the intensity of the scent is known

Fragrance storage molecules low and the scent effect obtained only for a short time.

Also known in the prior art is the incorporation of additives into detergents. These are introduced in the form of microcapsules in the detergent. During washing, the microcapsules are deposited on the textiles to be cleaned and then, for example, during use of the textile diffused or by friction, so by breaking the capsules when using or wearing the textile, released. The use of

Microcapsules improve the performance of the additives over a direct introduction of the Additive in the detergent, especially if the capsule surface is such that it has a greater affinity for the substrate, the garment or textile than the additive itself.

Surprisingly, it has now been found that when using special

Fragrance storage molecules released a release of the fragrances from capsules under special and thus controlled conditions. This allows a controlled release of a fragrance over a longer period of time, so that a pleasant and fresh scent persists over a longer period of time.

In a first embodiment, the object underlying the present invention is achieved by microcapsules comprising a core and a shell, wherein the core comprises at least one compound of general formula (I)

where R and / or R ² each independently of one another in the alpha position to C have an abstractable H atom.

According to the invention, the terms "capsules" and "microcapsules" in the present

Login used synonymously. According to the invention, the capsules have a core and a shell, so that the term "core-shell capsule" is also used hereinafter. When

Microcapsules are suitable capsules having a mean diameter Xso, 3 (volume average) of 1 to 100 μιη, preferably from 1 to 80 μιη, more preferably from 1 to 50 μιη and in particular from 1 to 40 μιη. The mean particle size diameter X 50.3 is determined by sieving or by means of a particle size analyzer Camsizer from Retsch.

Core-shell capsules in the context of the present invention are those capsules which have as external shell a wall material preferably solid at room temperature. At its core is the compound of the invention of the general formula (I) shown above. This compound is a fragrance-based material. According to the invention, it is also possible that a plurality of different compounds of the general formula (I) shown above are included. According to the invention, the core can both have a solid form and be liquid or viscous. Also conceivable are waxy structures. It is possible that the at least one fragrance storage material according to the general formula (I) substantially as Pure substance is contained in the capsule. Alternatively, those capsules are also conceivable in which the core comprises, in addition to the at least one fragrance storage material, further ingredients, such as solvents, stabilizers or other fragrances or olfactorily active substances, etc. Particularly preferred for the purposes of the present invention are capsules in which the core of the capsules is liquid, viscous or at least meltable at temperatures of 120 ° C or less, in particular 80 ° C and below, especially 40 ° C and below. This makes it possible to provide the fragrance storage material represented by a compound of the general formula (I) shown above in the core of the capsule at the desired time and enables a homogeneous distribution thereof in the core.

The core preferably comprises the fragrance storage substance of the general formula (I) in a proportion of 0.001 to 50 wt .-%, in particular from 0.05 to 45 wt .-%, particularly from 0.1 to 40 wt .-%, preferably from 1 to 38 wt .-% or from 5 to 35 wt .-%, particularly preferably from 5 to 30 wt .-%, based on the total weight of the core. It has been shown that a more fragrance storage material does not lead to a significantly longer fragrance experience, since the capsule is completely emptied when breaking the shell. At lower levels, the fragrance experience is no longer so noticeable to humans that he finds it beneficial.

The compounds of general formula (I) according to the invention are

Fragrance storage substances. If corresponding compounds are exposed to light, such as daylight or artificial light, in particular light having a wavelength in the range from 100 nm to 1000 nm, in particular from 150 nm to 700 nm, preferably from 200 nm to 500 nm, the stored fragrance becomes as well as N2 released.

Surprisingly, it has been found that upon exposure to light, a fragrance is released from this compound. At the same time, N2 is created. The shell of the invention

Microcapsules are not permeable to N2. This leads to an increase in pressure inside the microcapsules. If a certain pressure is exceeded, the capsule breaks, releasing the material of the core. In the microcapsules according to the invention, the fragrance which has been formed by elimination of N 2 from the compound according to the invention of the general formula (I) shown above is released, whereby a long-lasting fragrance experience is made possible.

Advantageously, a force of 0, 1 to 5 mN, in particular from 0.2 to 3 mN, preferably from 0.5 to 2 mN necessary to cause bursting of the capsules according to the invention. In an equally preferred embodiment, the capsules are not thermally stable. If the capsules are exposed to a temperature of at least 70 ° C., preferably of at least 60 ° C., preferably of at least 50 ° C. and in particular of at least 40 ° C., the

Compound according to the invention of the general formula (I) shown above, which is located inside the capsules, released.

The capsules which can be used according to the invention are preferably water-insoluble capsules. The water insolubility of the capsules has the advantage that they can thereby survive the washing or cleaning process and are thus able to absorb the fragrance only after the aqueous washing or cleaning process - for example, when drying by mere temperature increase or for example by sunlight during wear of Clothing or rubbing the surface - release.

In particular, it is preferred if the water-insoluble capsules are capsules in which the wall material (shell) is preferably polyurethanes, polyolefins, polyamides, polyacrylates, polyesters, polysaccharides, epoxy resins, silicone resins and / or

Polycondensation products of carbonyl compounds and NH-containing groups

Compounds such as melamine-urea-formaldehyde capsules or melamine-formaldehyde capsules or urea-formaldehyde capsules containing.

In a preferred embodiment, the capsules are inflatable capsules. The term drittable capsules means those capsules, which, when they adhere to a surface treated with it, can be opened by mechanical rubbing or by pressure, so that a release of content results only as a result of a mechanical action, for example when dealing with a Towel on which such capsules are deposited, dries hands. The shell of the capsules enclosing the core or (filled) cavity has an average thickness in the range from about 0.01 to 5 μm, preferably from about 0.05 μm to about 3 μm, in particular from about 0.05 μm to 1.5 μιη preferably about 80 nm to 150 nm, in particular 90 nm to 120 nm. Capsules are particularly well drivable if they are within the previously specified ranges concerning the average diameter and the average thickness.

Suitable materials for the capsules are usually high molecular weight compounds, for example protein compounds, for example gelatin, albumin, casein and others, cellulose derivatives, for example methylcellulose, ethylcellulose, cellulose acetate,

Cellulose nitrate, carboxymethylcellulose and other and especially synthetic polymers such as polyamides, polyethylene glycols, polyurethanes, polyacrylates, epoxy resins and other. The wall material (shell) used is preferably, for example, melamine-urea-formaldehyde or melamine-formaldehyde or urea-formaldehyde or polyacrylate copolymer. With particular preference, such capsules are used according to the invention, as in

US 2003/0125222 A1, DE 10 2008 051 799 A1 or WO 01/49817 are described.

Preferred melamine-formaldehyde microcapsules are prepared in which melamine-formaldehyde precondensates and / or their C 1 -C 4 -alkyl ethers in water in which a hydrophobic material is emulsified, the at least one fragrance and / or. other ingredients, such as at least one oil, condenses in the presence of a protective colloid. As the hydrophobic material that can be used in the core material (inter alia as an additive) for the production include all kinds of oils such as fragrances, vegetable oils, animal oils, mineral oils, paraffins, silicone oils and other synthetic oils. Suitable protective colloids are, for example

Cellulose derivatives such as hydroxyethylcellulose, carboxymethylcellulose and methylcellulose, polyvinylpyrrolidone, copolymers of N-vinylpyrrolidone, polyvinyl alcohols, partially hydrolyzed polyvinyl acetates, gelatin, gum arabic, xanthan gum, alginates, pectins, degraded starches, casein, polyacrylic acid, polymethacrylic acid, copolymers of acrylic acid and methacrylic acid, sulfonic acid group-containing water-soluble polymers containing sulfoethyl acrylate, sulfoethyl methacrylate or sulfopropyl methacrylate, as well as polymers of N- (sulfoethyl) -maleimide, 2-acrylamido-2-alkylsulfonic acids, styrenesulfonic acids and formaldehyde and condensates of phenolsulfonic acids and formaldehyde.

It is preferred in accordance with the invention to coat the microcapsules used according to the invention wholly or partly on their surface with at least one cationic polymer.

Accordingly, at least one cationic polymer of polyquaternium-1, polyquaternium-2, polyquaternium-4, is suitable as a cationic polymer for coating the microcapsules.

Polyquaternium-5, Polyquaternium-6, Polyquaternium-7, Polyquaternium-8, Polyquaternium-9, Polyquaternium-10, Polyquaternium-1 1, Polyquaternium-12, Polyquaternium-13, Polyquaternium-14, Polyquaternium-15, Polyquaternium-16, Polyquaternium -17, Polyquaternium-18,

Polyquaternium-19, Polyquaternium-20, Polyquaternium-22, Polyquaternium-24, Polyquaternium-27, Polyquaternium-28, Polyquaternium-29, Polyquaternium-30, Polyquaternium-31,

Polyquaternium-32, Polyquaternium-33, Polyquaternium-34, Polyquaternium-35, Polyquaternium-36, Polyquaternium-37, Polyquaternium-39, Polyquaternium-43, Polyquaternium-44,

Polyquaternium-45, Polyquaternium-46, Polyquaternium-47, Polyquaternium-48, Polyquaternium-49, Polyquaternium-50, Polyquaternium-51, Polyquaternium-56, Polyquaternium-57,

Polyquaternium-61, Polyquaternium-69, Polyquaternium-86. Very particular preference is given to polyquaternium-7. The polyquaternium nomenclature used in the context of this application cationic polymers is the declaration of cationic polymers according to International

Nomenclature of Cosmetic Ingredients (INCI-Declaration) of cosmetic raw materials.

Particularly preferred in the present invention are the core-shell capsules in which the shell comprises a wall material selected from melamine-urea-formaldehyde or melamine-formaldehyde or urea-formaldehyde or polyacrylate copolymer. It has been shown that in particular those capsules N2, which is formed in the release of fragrances from the compounds of general formula (I) according to the invention, can not diffuse. Rather, it comes to building a pressure inside the microcapsules, causing them to be destroyed above a certain threshold.

If the microcapsules are part of a washing or cleaning agent, they may also be in the form of a microcapsule granulate. To obtain a microcapsule granule, the microcapsules are contacted with a particulate carrier material. Support materials are in the context of the present invention, such materials, which is a very good

Have absorption property. The carrier material preferably knows one

Oil absorption capacity according to ISO 787-5 of at least 125 ml / 100 g, preferably of at least 150 ml / 100 g, more preferably of at least 175 ml / 100 g and in particular of at least 200 ml / 100 g. The oil absorption capacity serves as a measure of the

Absorption properties of a material. It is expressed in milliliters of oil per 100 grams of sample. For determination, a sample amount of the particulate material to be examined is placed on a plate. Lacquer oil is slowly added dropwise from a burette and rubbed with a knife spatula into the particulate material after each addition of the oil. The addition of the oil is continued until clumps of solid and oil have formed. From this point on, only one drop of lake oil is added and, after each addition of the oil, thoroughly distributed with the knife spatula. When a soft paste is formed, we stop the addition of oil. The paste should just be able to spread without, however, tear or crumble and even stick to the plate.

Preferred microcapsule granules therefore contain carrier material equipped with microcapsules, wherein the carrier material has an oil absorption capacity according to ISO 787-5 of at least 125 ml / 100 g, preferably of at least 150 ml / 100 g, more preferably of at least 175 ml / 100 g and in particular of at least 200 ml / 100 g. It is the

Oil absorption coefficient of the pure support material before microcapsule loading as determined previously. For the purposes of the present invention, the particulate carrier material may be a single particulate component or a mixture of a plurality of different components. It is crucial that the sum of all carrier materials after one hour of heating in the dry state have an oil absorption capacity of 100 ml / 100 g or more.

The BET surface area according to DIN ISO 9277: 2003-05 of the support material is preferably at least 10 m ² / g, preferably at least 40 m ² / g, in particular at least 70 m ² / g, regardless of the values of the oil absorption capacity at least 100 m ² / g, and more preferably at least 130 m ² / g.

The average particle size Xso, 3 of the support material is preferably below 100 mm, preferably below 75 mm, more preferably below 50 mm, more preferably below 25 mm, in particular below 10 mm and in particular below 5 mm.

The support material preferably comprises amorphous aluminosilicates. Among these amorphous compounds with different proportions of alumina (AI2O3) and silicon dioxide (S1O2) are understood to contain other metals. Preferably, that can be in the

describe methods according to the invention used amorphous aluminosilicate by means of the following formulas (I) or (II): x (M ₂ 0) y AI2O3 (Si0 ₂₎ w (H ₂ 0) (formula (I))

x (MeO) y (M ₂ O) Al ₂ O ₃ z (SD ₂ ) w (H ₂ O) (Formula (II))

In the formula (I), M represents an alkali metal, preferably sodium or potassium. With particular preference x takes values from 0.2 to 2.0, y the values from 0.5 to 10.0 and w all positive values including 0.

In the formula (II) Me stands for an alkaline earth metal, M for an alkali metal, moreover preferably x for values of 0.001 to 0.1, y for values of 0.2 to 2.0, z for values of 0.5 to 10 , 0 and w for positive values including 0.

Furthermore, instead of the amorphous aluminosilicates or in addition to these clays, preferably bentonites, the support material may be alkaline earth metal silicates, preferably calcium silicate,

Alkaline earth metal carbonates, in particular calcium carbonate and / or magnesium carbonate and / or silica.

Silicas are particularly preferably contained in the support material, the term silica here as a collective name for compounds of general formula (Si0 ₂ ) _m nH ₂ 0 stands. Precipitated silicas are prepared from an aqueous alkali silicate solution by precipitation with mineral acids. This forms colloidal primary particles, which agglomerate with progressive reaction and finally grow into aggregates. The powdery, voluminous forms have BET surface areas of 30 to 800 m ² / g.

Fumed silicas are classified as highly dispersed silicas

summarized, which are produced by flame hydrolysis. In this case, silicon tetrachloride is decomposed in a blast gas flame. Pyrogenic silicic acids have significantly less OH groups on their surface than precipitated silicas. Because of their silanol-related hydrophilicity, the synthetic silicas are often subjected to chemical aftertreatment processes in which the OH groups react with, for example, organic chlorosilanes. This results in modified, for example hydrophobic surfaces, which the

significantly improve the performance properties of silicas. Also chemically modified silicas fall within the scope of the present invention under the term "silicas".

Particularly advantageous embodiments provide this Sipernat ^® 22 S, Sipernat ^® 50 or Sipernat ^® 50 S from Evonik (Germany) is spray-dried and then milled silicas in particular, as these have proven to be highly absorbent.

However, preference is likewise given to the other silicas known from the prior art.

Corresponding microcapsule granules are described in detail in WO 2010/1 18959 A1. On the manufacturing process described there in particular beginning on page 12

corresponding granules is hereby incorporated by reference.

According to the invention, several different ones can also be present in the core of a microcapsule

Fragrance storage materials, so at least one or at least one fragrance storage material to be included.

"At least one" or "at least one" or "one or more" as used herein refers to 1 or more, for example, 2, 3, 4, 5, 6, 7, 8, 9 or more

In the context of the compound described herein, this indication does not refer to the absolute amount of molecules but to the nature of the ingredient. "Thus at least one compound of formula (I)" means one or more different compounds of formula (I), ie one or more several different types of compounds, together with quantities, the quantities refer to the total amount of the corresponding designated type of ingredient as already defined above. The microcapsules according to the invention have in the core at least one compound of the general formula (I)

According to the invention, R and R ^{2 are} each independently selected from a linear, aliphatic, olefinic or open-chain organic radical having 2 to 20 carbon atoms, in particular 2 to 12 carbon atoms, and 0 to 10 heteroatoms selected from N, O, S and Si; or

a branched or cyclic organic radical having 3 to 20 carbon atoms,

especially 3 to 12 carbon atoms, and 0 to 10 heteroatoms selected from N, O, S and Si; or

an aromatic or heteroaromatic organic radical having 4 to 20 carbon atoms, especially 4 to 12 carbon atoms, and 0 to 10 heteroatoms selected from N, O, S and Si; or

R and R ² are connected to each other with ring closure via a bridge Q and form a bridging part -R -QR ² -, where R and R ^{2 are} each independently a radical having 1 to 5 carbon atoms; and Q is a bridging substituted or unsubstituted group having 1 or 2 to 20 carbon atoms, especially 2 to 12

Carbon atoms, and 0 to 10 heteroatoms selected from N, O, S and Si.

In this case, R and / or R ^{2 in} each case independently of one another in the alpha position to C have an abstractable H atom. Thus, for example, if R has an abstractable hydrogen atom in the alpha position, the structure (Ia) shown below results; if R ² has an abstractable hydrogen atom in the alpha position relative to C, the structure (Ib) shown below results; if both R and R ^{2 have} a corresponding H atom, this results in structure (Ic).

(Ia) (Ib) (Ic)

In preferred embodiments, therefore, R and / or R ^{2 are} each independently a. a radical of the formula -CH (OH) -R ³ , -CH ₂ -C (O) -R ³ , -aryl, -Heteroaryl, -CH ₂ -aryl

or -CH2-heteroaryl, wherein R ³ is selected from the group consisting of hydrogen, substituted or unsubstituted, linear or branched alkyl, alkenyl or alkynyl having up to 20, preferably up to 10 carbon atoms, substituted or unsubstituted, linear or branched heteroalkyl, heteroalkenyl or heteroalkynyl with up to 20, preferably up to 10

Carbon atoms, and 1 to 6, preferably 1 to 4 heteroatoms selected from O, S and N, substituted or unsubstituted aryl having up to 20, preferably 6 to 10 carbon atoms, substituted or unsubstituted heteroaryl having up to 20, preferably 4 to 10 carbon atoms, and 1 to 6, preferably 1 to 4 heteroatoms selected from O, S and N, cycloalkyl or cycloalkenyl having up to 20, preferably 5 to 10 carbon atoms, and heterocycloalkyl or

Heterocacloalkenyl having up to 20, preferably 4 to 10 carbon atoms, and 1 to 6, preferably 1 to 4 heteroatoms selected from O, S and N; or

b. a substituted or unsubstituted linear alkyl of 1 or 2 to 5

Carbon atoms, or a substituted or unsubstituted branched alkyl having 3 to 5 carbon atoms.

"Alkyl" refers to a saturated aliphatic hydrocarbon including straight-chain and branched-chain groups Preferably, the alkyl group has from 1 to 10 carbon atoms, and when a numerical range of, for example, "1 to 10" is given herein, it is meant that this group, in this case The alkyl group, 1 carbon atom, 2 carbon atoms, 3 carbon atoms, etc. may have up to and including 10 carbon atoms, more particularly, the alkyl may be a middle alkyl containing 1 to 6 carbon atoms

Has carbon atoms, or a lower alkyl having 1 to 4 carbon atoms,

For example, methyl, ethyl, n-propyl, isopropyl, butyl, iso-butyl, tert-butyl, etc. act.

In the present application, "alkenyl" refers to an alkyl group as defined herein which consists of at least two carbon atoms and at least one carbon-carbon double bond, for example ethenyl, propenyl, butenyl or pentenyl and their structural isomers such as 1- or 2- Propenyl, 1-, 2-, or 3-butenyl, etc.

"Alkynyl" refers to an alkyl group as defined herein which is at least two

Carbon atoms and at least one carbon-carbon triple bond, For example, ethynyl (acetylene), propynyl, butynyl or pentynyl and their structural isomers as described above.

"Heteroalkyl", "heteroalkenyl" and "heteroalkynyl" as used herein refers to alkyl, alkenyl or alkynyl groups as defined above in which 1 or more carbon atoms are represented by heteroatoms, especially selected from O, S, N and Si , are replaced, for example

Ethoxyethyl, ethoxyethenyl, isopentoxypropyl, etc.

A "cycloalkyl" group refers to mono-, di- or polycyclic groups, especially from 3 to 8 carbon atoms, in which the ring is made of carbon atoms which are linked together by carbon-carbon single bonds, carbon-carbon double bonds and / or carbon The ring may have one, one, two or more double and / or triple bonds, but it does not have a complete conjugated pi-electron system. Cyclohexyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, etc. Examples of cycloalkyl groups are cyclopropane, cyclobutane, cyclopentane, cyclopentene, cyclohexane, adamantane, cyclohexadiene, cycloheptane and cycloheptatriene.

"Aryl" refers to monocyclic or polycyclic, i.e., adjacent, rings

Kohlenparaare have in common, groups, in particular 6 to 14

Carbon ring atoms possessing a fully conjugated pi-electron system. Examples of aryl groups are phenyl, naphthalenyl and anthracenyl.

A "heteroaryl" group refers to mono-, or dicyclic or polycyclic, that is rings which share an adjacent ring atomic aromatic ring, in particular from 5 to 10 ring atoms, where one, two, three or four ring atoms are nitrogen, oxygen Examples of heteroaryl groups are pyridyl, pyrrolyl, furyl, thienyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1 , 2,3-oxadiazolyl, 1, 2,4-oxadiazolyl, 1, 2,5-oxadiazolyl, 1, 3,4-oxadiazolyl, 1, 3,4-triazinyl, 1, 2,3-triazinyl, benzofuryl, isobenzofuryl , Benzothienyl, benzotriazolyl, isobenzothienyl, indolyl, isoindolyl, 3H-indolyl, benzimidazolyl, benzothiazolyl, benzoxazolyl, quinolizinyl, quinazolinyl, pthalazinyl, quinoxalinyl, cinnolinyl, naphthyridinyl, quinolyl, isoquinolyl, tetrazolyl, 5,6,7,8-tetrahydroquinolyl, 5 , 6, 7, 8-tetrahydroisoquinolyl, purinyl, pteridinyl, pyridinyl, pyrimidinyl, car bazolyl, xanthenyl or benzoquinolyl.

A "heterocycloalkyl" group refers to a monocyclic or fused ring of 5 to 10 ring atoms containing one, two or three heteroatoms selected from N, O and S. with the remainder of the ring atoms being carbon atoms. A "heterocycloalkenyl" group additionally contains one or more double bonds, but the ring does not have a complete conjugated pi-electron system Examples of heteroalicyclic groups are pyrrolidine, piperidine, piperazine, morpholine, imidazolidine, tetrahydropyridazine, tetrahydrofuran, thiomorpholine, tetrahydropyridine, and the like.

In the present invention, substituted means that one or more of hydrogen atoms, methyl groups, methylene groups, methine groups or quaternary carbon atoms of R, R ² , or R ^{3 of} the scavenging agent may each be independently replaced by heteroatoms. Heteroatoms in the context of the present invention are selected from the group consisting of nitrogen, oxygen, sulfur, silicon, selenium, phosphorus, fluorine, chlorine, bromine or iodine. One or more hydrogen atoms or methyl groups can be substituted by a heteroatom selected from the group consisting of nitrogen, oxygen, sulfur, silicon, selenium, phosphorus, fluorine, chlorine, bromine or iodine, one or more methylene groups can be selected from the group by a heteroatom Nitrogen, oxygen, sulfur, selenium, phosphorus, or silicon, one or more methine groups may be substituted by a heteroatom selected from the group consisting of nitrogen, phosphorus, or silicon, and one or more quaternary carbon atoms may be substituted by silicon. Should be replaced by the substitution hydrogen atom, a methyl group, a methylene group or a

Methine group arise free valences, these are basically saturated with hydrogen. A terminal methyl group next to a methylene group can therefore be exchanged, for example, for a hydroxy group or a sulfanyl group, so that a methylene-hydroxy group is obtained or a methylene-thiol group. Similarly, a

Isopropyl group which is a radical having two methyl groups and a methine group or a derivative of isopropyl group which is a group having a methyl group, a methylene group and a quaternary carbon atom, for example, having the following substitution patterns:

Hydrogen atoms, methyl groups, methylene groups, methine groups or quaternary carbon atoms of the radicals RR ² , or R ³ can in principle be arbitrarily substituted by heteroatoms however, with the exception of di- or polysulfides, no two directly adjacent groups are simultaneously substituted by heteroatoms.

According to the invention it is also possible that R and R ² are connected to each other with ring closure via a bridge element Q. In this case, the compound of the present invention has the following formula (II).

It is preferred for the bridging moiety -R -QR ² -, when the radicals R and R ^{2 are} independently a radical having 1 to 5 carbon atoms, wherein at least one atom of the radicals R and R ² in the alpha position to C a is a secondary, tertiary, or quaternary C atom, and Q is a bridging substituted or unsubstituted group of 1 or 2 to 20

Carbon atoms, in particular 2 to 12 carbon atoms, and 0 to 10 heteroatoms selected from N, O, S and Si. Preferably, the radicals R and R ² independently of one another are a radical having 1 to 5 carbon atoms, where Q is a substituted or unsubstituted radical having 1 to 10 carbon atoms bridging R and R ² .

In a further preferred embodiment of the invention, R and R ² in formula (II) independently of one another represent a radical having 1 to 5 carbon atoms, wherein at least one atom of the radicals R and R ² in the alpha position to C is a secondary or tertiary carbon atom , In a very particularly preferred embodiment of the invention, one of the two radicals R and R ^{2 is} a radical having 1 to 3 carbon atoms, wherein at least one atom of the radicals R and R ² in the alpha position to C is a secondary carbon atom, while each another radical R or R ^{2 is} a radical having 1 to 3 carbon atoms, wherein at least one atom of the radicals R and R ² in the alpha position to C is a tertiary carbon atom.

In a further preferred embodiment of the invention Q represents a bridging R and R ² are substituted or unsubstituted group, wherein the R and R ² bridging part of Q is chosen so that a four-, five-, six-, seven- or eight -membered ring present. Q is particularly preferred when the R and R ² bridging portion of Q is selected to be a five- or six-membered ring. Q preferably represents a hydrocarbon.

The bridging moiety -R -QR ² - is preferably a hydrocarbon. More preferably, the radical R and / or the radical R ² or the bridging part R -QR ^{2 is} a radical derived from a perfume alkane. "Derived radical" refers to the radical which forms when the formally unsaturated group of a perfume alkane nitrogen N2 binds and one of the two carbon atoms of the double bond of the alkene bonds to the nitrogen as shown in formula (I).

In a preferred embodiment, the fragrance alkene contains a semi-cyclic or exocyclic double bond in the event that R or R ^{2 are} cyclic compounds or R is linked together with R ² via ring closure via Q. Under the term "endocyclic

Double bond 'V'cyclic double bond' is a within the meaning of the present invention

To understand double bond in which both of the connected atoms ring atoms represent. For the purposes of the present invention, the term "exocyclic double bond" is to be understood as meaning a double bond in which none of the two atoms linked by the double bond represent ring atoms. For the purposes of the present invention, the term "semicyclic double bond" is to be understood as meaning a double bond in which one of the two atoms linked together by the double bond represents one ring atom and the other lies outside the ring:

endocyclic / semicyclic exocyclic cyclic double bond double bond double bond

The formation of the diazirine can take place via this double bond. Under the action of light, nitrogen is split off, which then releases the fragrance.

The exposure can be carried out in natural light or light generated by household lamps, in particular light having a wavelength in the range of 100 nm to 1000 nm, in particular from 150 nm to 700 nm, preferably from 200 nm to 500 nm. Exposure of just a few minutes is sufficient to release the fragrances.

When Q is substituted, Q is substituted with one or more groups independently of each other on Q preferably by C and / or N atoms included in the group are bound by C atoms contained in the group. When Q is bonded directly to a carbon atom contained in the group, the group is preferably a straight-chained or branched, saturated or unsaturated hydrocarbon group having up to 6 carbon atoms. When Q is substituted, Q may be substituted with an isopropenyl group.

When R and / or R ² and / or Q are substituted, the substitutions can give rise to stereocenters. Such stereocenters may have the (R), the (S), and mixtures of the (R) and (S) configurations.

In a preferred embodiment, the fragrance storage material according to the invention is derived from limonene and has the following structure (III):

In this case, the perfume storage molecule may be present in different configurations, as exemplified by the following formulas (IIIa) and (IIIb):

la) (IIIb)

If nitrogen (N2) breaks down from these fragrance storage substances, limonene is released as a fragrance. Limonen represents in this preferred embodiment, the Duftalalken, from which the fragrance storage material according to the invention is derived. Limonene is one of the most important scents in the field of detergents and cleaners. The smell of lime is often associated with freshness, which is synonymous with cleanliness and purity. According to the invention, the fragrance storage material can be derived from conventional fragrances which have an unsaturated CC bond, ie a double bond or a triple bond.

Suitable perfume alkenes are, for example, benzyl cinnamate, cinnamyl alcohol, ambrettolide,

Isoeugenol acetate, hexenyl benzoate, phenylethyl cinnamate, aldehyde C1 1 ene, amyl cinnamaldehyde, dipentene, cinnamic aldehyde, undecylene, 2-hexenol, dihydromyrcenol, hexylcinnamaldehyde, acetic, propidyl, 9-decenol, citral diethyl acetal, citrusal, geranial, neral, lyral, allylionone,

Hexenyl salicylate, allylamyl glycolate, brahmanol, phenyl acetate, citronellol, citronellyl acetate, cyclomethylene citronellol, cinnamyl acetate, linalool, linalyl formate, linalyl acetate, jasmone,

Undecavertol, myrcenoylacetate, bacdanol, nerolidol, allylhexanoate, allylheptanoate, ethyllinalool, epiton, gyran, neolavandate, iso-E-super, precyclone, polysantol, benzylideneacetone, isoeugenol, eugenol, geraniol, triplal, allylphenylacetate, 3-dodecenal, alpha-methylionone, alpha-ionone, beta-ionone, farenal, sandalore, tangerinol, karanal, dihydroisojasmon, leguminal, diantheme, hexenylcapronate, hexenylisovalerate, nerylacetate, maltol, cyclopidene, citronellal, ebanol,

Vetiveryl acetate, farnesol, butylcinnamaldehyde, rose oxide, isopentyrate, dupical, vernaldehyde, isobutylangelate, isobutyltiglate, melonal, ambrinol, dynascon, koavone, nerol oxide, nectaryl, anethole, spiroflor, cyclovertal, fleuroxene, vertosine, myrcene, isopulegol, gamma-terpinene, 4- Terpinene-1-ol, ocimene, valencene, gamma-cadins, delta-carene, alpha, cedrene, carveol,

Fernese, perillaaldehyde, myrtenal, myrtenol, germacren, citronellylformate, geranylformate, citronellylpropionate, geranylbutyrate, geranylpropionate, carveol, propylangelate, alpha-pinene, alpha-terpinene, limonene, beta-bisabolene, humulene, terpinolene, phellandrene, trichodiene, beta-asarone, alpha-thujen, beta-methylionone, vetiverol, beta-vetiven, gamma-vetiven, methyljasmonate, methylcinnamaldehyde, 2,6-nonadienal, sandalmysor, gergamal, alpha, patchouli, dihydrolinalool, clariton, prenylisobutyrate, terrestral, liminal, octalynol, azarbre, Azuril, bigadic oxide,

Dimethyloctanone, Givescon, isocyclocitral, geranyl ethyl ether, isoamyl cinnamate,

Dihydrolinalyl acetate, Isofreshal, Floral Super, terpinyl methyl ether, greenyl isobutyrate.

The compound of the general formula (I) present in the core of the capsules according to the invention can be prepared, for example, by dehydrogenation of a diaziridine of the general formula (IV).

(IV) The diazidines (IV) according to the invention can be obtained by reacting aldehydes, the general formula (Va) and (Vb), or ketones, the general formula (Vc), or.

In this case, ketones or aldehydes can be reacted by known methods, for example with ammonia and hydroxylamine sulfonic acid. The diaziridines can then be mild

Oxidizing agent, dehydrogenated to diazirines. Suitable oxidizing agents are, for example, chromium trioxide / sulfuric acid, iodine, silver oxide or t-butyl hypochlorite.

In a preferred embodiment, a ketone is used as the starting material. The reaction then corresponds to the following reaction scheme:

The ketones (Vc) or aldehydes (Va), (Vb) according to the invention may be fragrance ketones or fragrance aldehydes. As fragrance aldehydes or fragrance ketones, it is possible to use all customary fragrance aldehydes and fragrance ketones which are typically used to produce a pleasant scent sensation. Suitable fragrance aldehydes and fragrance ketones are well known to those skilled in the art. The fragrance ketones can all comprise ketones which can impart a desired fragrance or freshness. It is also possible to use mixtures of different ketones. Useful ketones are, for example, alpha-Damascone, delta-damascone, iso-damascone, carvone, gamma-methyl ionone, iso-E-super, 2,4,4,7-tetramethyl-oct-6-en-3-one, benzylacetone, Beta damascone, damascenone, methyldihydrojasmonate, methylcedrylon, hedione and mixtures thereof. Suitable fragrance aldehydes may be any aldehydes which, according to the Duftketone a desired fragrance or a

Convey a sense of freshness. It may in turn be individual aldehydes or

Aldehyde mixtures act. Suitable aldehydes are, for example, Melonal, Triplal, Ligustral, Adoxal, Lilial and so on. The fragrance aldehydes and fragrance ketones may have an aliphatic, cycloaliphatic, aromatic, ethylenically unsaturated structure or a combination of these structures. There may also be other heteroatoms or polycyclic structures. The structures may have suitable substituents such as hydroxyl or amino groups. Suitable fragrances of the ester type are, for example, benzyl acetate,

Phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate and so on. Fragrance compounds of the hydrocarbon type are, for example, terpenes such as limonene and pinene. Suitable fragrances of the ether type are, for example, benzyl ethyl ether and ambroxan. Suitable perfume alcohols are, for example, 10-undecen-1-ol, 2,6-dimethylheptan-2-ol, 2-methylbutanol, 2-methylpentanol, 2-phenoxyethanol, 2-phenylpropanol and so on. Perfumes or perfume oils can also be natural perfume mixtures, as they are accessible from plant sources. The fragrances or perfume oils can also be essential oils, such as, for example, angelica root oil, aniseed oil, arnica blossom oil and so on.

In a preferred embodiment of the invention, the perfume ketone of the general formula (Vc) is dihydrocarvone (5-isopropenyl-2-methylcyclohexanone). Dihydrocarvone has two stereogenic centers. The ketone of the general formula (Vc) is preferably selected from the group consisting of (2S, 5S) -5-isopropenyl-2-methylcyclohexanone ((-) - dihydrocarvone), (2S, 5R) -5-isopropenyl-2-one methylcyclohexanone ((+) - isodihydrocarvone), (2R, 5R) - 5-isopropenyl-2-methylcyclohexanone ((+) - dihydrocarvone, (2R, 5S) - 5-isopropenyl-2-methylcyclohexanone ((-) - isodihydrocarvone), or mixtures thereof In a particularly preferred embodiment, the ketone is of the general formula (Vc) (2S, 5R) -5-isopropenyl-2-methylcyclohexanone ((+) - isodihydrocarbone), or (2R, 5R) -5-isopropenyl- 2-methylcyclohexanone ((+) - dihydrocarvone), or mixtures thereof.

From (+) - dihydrocarvone and / or (+) - isodihydrocarvone is obtained by the process according to the invention

A process obtains a fragrance of the general formula (I), which lends on exposure to light limonene, which is one of the most important fragrances in the field of detergents and cleaners. The smell of lime is often associated with freshness, which is synonymous with cleanliness and purity.

The microcapsules of the invention can be stably incorporated into conventional detergents or cleaners, in cosmetics or other fragrance-containing compositions. They allow an immediate but also a delayed release of the stored perfume alcohols and alkenes. A preferred perfume is limonene. These fragrances give usual washing or

Detergents and cosmetics a particularly long lasting freshness impression. In particular, the dried, washed textile benefits from the good

Long-term freshness fragrance effect.

In another aspect, the present invention relates to a laundry or cleaning composition containing microcapsules as described herein.

In this case, it is possible according to the invention that the washing or cleaning agent, or other agents which comprise the microcapsules according to the invention, have different microcapsules. This means that the capsules, for example, have a different wall thickness, so that at different pressures bursting of the capsules and thus a release of the stored fragrance occurs. This allows a release of the stored fragrance over a longer period of time and thus a long-lasting fragrance experience.

Another object of the invention is a cosmetic agent comprising the microcapsules of the invention.

Yet another object of the invention is an air freshener containing the microcapsules described herein.

Finally, the present invention is also directed to a process for the long-lasting scenting of surfaces.

An object of the present invention is a washing or cleaning agent, preferably a detergent, fabric softener or washing aid, containing at least one

microcapsule according to the invention. In various embodiments, microcapsules are in amounts between 0.01 and 10 wt .-%, advantageously between 0.05 and 8 wt .-%, more preferably between 0.05 and 5 wt .-%, in particular between 0, 1 and 3 Wt .-%, each based on the total agent included. Suitable cleaning agents are, for example, hard surface cleaners, such as dishwashing detergents. It may also be detergents such as household cleaners, all-purpose cleaners, window cleaners, floor cleaners, etc. Preferably, it can be a product for cleaning toilet bowls and urinals, advantageously a rinsing cleaner for hanging in the toilet bowl. According to a preferred embodiment of the invention, the washing or cleaning agent according to the invention comprises at least one surfactant selected from anionic, cationic, nonionic, zwitterionic, amphoteric surfactants or mixtures thereof.

According to a further preferred embodiment of the invention, the agent according to the invention is in solid or liquid form.

Another object of the invention is a cosmetic composition containing microcapsules according to the invention, which the microcapsules preferably in amounts between 0.01 and 10 wt .-%, advantageously between 0.05 and 8 wt .-%, more preferably between 0.05 and 5 wt .-%, in particular between 0, 1 and 3 wt .-%, each based on the total agent contains.

Another object of the invention is an air care agent (for example, air freshener, room deodorant, room spray, etc.), containing microcapsules according to the invention, wherein the microcapsules preferably in amounts between 0.01 and 10 wt .-%, advantageously between 0.05 and 8 wt. %, more preferably between 0.05 and 5 wt .-%, in particular between 0, 1 and 3 wt .-%, each based on the total weight of the composition, are included.

According to another preferred embodiment of the invention are in one

agents according to the invention (i.e., detergents, cleansers, cosmetic or air care products) contain additional fragrances, in particular selected from the group consisting of fragrances of natural or synthetic origin, preferably more volatile fragrances, higher-boiling fragrances, solid fragrances and / or strong fragrances.

Adherent fragrances which are advantageously used in the present invention are, for example, essential oils such as angelica root oil, aniseed oil, arnica blossom oil, basil oil, bay oil, bergamot oil, Champacablütenöl, Edeltannöl, Edeltannenzapfen oil, Elemiöl, eucalyptus oil, fennel oil, spruce oil, galbanum oil, geranium oil, gingergrass oil , Guaiac wood,

Gurjun Balm Oil, Helichrysum Oil, Ho Oil, Ginger Oil, Iris Oil, Cajeput Oil, Calam Oil, Camomile Oil,

Camphor oil, kanga oil, cardamom oil, cassia oil, pine oil, copaiba balsam, coriander oil, spearmint oil, caraway oil, cumin oil, lavender oil, lemongrass oil, lime oil, tangerine oil,

Melissa Oil, Musk Grain Oil, Myrrh Oil, Clove Oil, Neroli Oil, Niaouli Oil, Olibanum Oil, Orange Oil, Origanum Oil, Palmarosa Oil, Patchouli Oil, Peru Balsam Oil, Petitgrain Oil, Pepper Oil, Peppermint Oil, Pimento Oil, Pine Oil, Rose Oil, Rosemary Oil, Sandalwood Oil, Celery Oil, Spik Oil, Star Aniseed Oil, Turpentine Oil, Thuja oil, thyme oil, verbena oil, vetiver oil, juniper berry oil, wormwood oil, wintergreen oil, ylang-ylang oil, hyssop oil, cinnamon oil, cinnamon oil, citronella oil, lemon oil and cypress oil. But also higher-boiling or solid fragrances of natural or synthetic origin can be used in the context of the present invention as adherent fragrances or fragrance mixtures, ie fragrances. These compounds include the following compounds and mixtures thereof: ambrettolide, alpha-amylcinnamaldehyde, anethole, anisaldehyde, anisalcohol, anisole, methyl anthranilate, acetophenone, benzylacetone, benzaldehyde, ethyl benzoate, benzophenone, benzyl alcohol, benzyl acetate, benzyl benzoate, benzyl formate, benzyl valerate, borneol , Bornyl acetate, alpha-bromostyrene, n-decyl aldehyde, n-dodecyl aldehyde, eugenol, eugenol methyl ether, eucalyptol, farnesol, fenchone, fenchyl acetate, geranyl acetate, geranyl formate, heliotropin, heptincarboxylic acid methyl ester, heptaldehyde,

Hydroquinone dimethyl ether, hydroxycinnamaldehyde, hydroxycinnamyl alcohol, indole, iron, isoeugenol, isoeugenol methyl ether, isosafrole, jasmon, camphor, karvakrol, karvon, p-cresol methyl ether, coumarin, p-methoxyacetophenone, methyl n-amyl ketone, methyl anthranilate, p-methylacetophenone, methylchavikol, p-methylquinoline, methyl-beta-naphthyl ketone, methyln-nonylacetaldehyde, methyl-n-nonyl ketone, muscone, beta-naphthol ethyl ether, beta- naphthol methyl ether, nerol, nitrobenzene, n-nonylaldehyde, nonyl alcohol, n-octylaldehyde, p-oxy- Acetophenone, pentadecanolide, beta-phenylethylalcohol, phenylacetaldehyde-dimethylacetal, phenylacetic acid, pulegone, safrole, salicylic acid isoamyl ester, methyl salicylate,

Salicylic acid hexyl ester, cyclohexyl salicylate, santalol, skatole, terpineol, thymine, thymol, gamma-undecalactone, vanillin, veratrum aldehyde, cinnamaldehyde, cinnamyl alcohol, cinnamic acid,

Cinnamic acid ethyl ester, cinnamic acid benzyl ester. The more volatile fragrances include, in particular, the lower-boiling fragrances of natural or synthetic origin, which can be used alone or in mixtures. Examples of more volatile fragrances are alkyl isothiocyanates (alkylmustard oils), butanedione, limonene, linalool, linayl acetate and propionate, menthol, menthone, methyl-n-heptenone, phellandrene, phenylacetaldehyde, terpinyl acetate, citral, citronellal.

According to another preferred embodiment, the agent according to the invention (i.e.

Washing or cleaning agent, cosmetic or air-conditioning agent), at least one, preferably several, active components, in particular washing, care, cleaning and / or cosmetic components, advantageously selected from the group comprising anionic surfactants, cationic surfactants, amphoteric surfactants , nonionic surfactants,

Acidifying agents, alkalizing agents, anti-wrinkling compounds, antibacterial agents, antioxidants, anti redeposition agents, antistatic agents, builders, bleaches,

Bleach activators, bleach stabilizers, bleach catalysts, ironing aids, cobuilders, fragrances, anti-shrinkage agents, electrolytes, enzymes, colorants, colorants, dyes,

Color transfer inhibitors, fluorescers, fungicides, germicides, odor-complexing Substances, adjuvants, hydrotropes, rinse aids, chelating agents, preservatives, corrosion inhibitors, water-miscible organic solvents, optical brighteners, perfumes, perfume carriers, pearlescers, pH adjusters, repellents and impregnating agents, polymers, swelling and anti-slip agents, foam inhibitors, phyllosilicates, dirt-repellent substances,

Silver protectants, silicone oils, soil release agents, UV protectants, viscosity regulators, thickeners, discoloration inhibitors, grayness inhibitors, vitamins and / or fabric softeners. For the purposes of this invention, amounts in wt .-%, unless otherwise stated, relate to the total weight of the composition according to the invention.

The amounts of the individual ingredients in the compositions according to the invention, ie detergents or cleaners, cosmetic products or air care products, are each based on

Purpose of the funds in question and the expert is in principle familiar with the orders of magnitude of the amounts of ingredients to use or can refer to the relevant literature. Depending on the intended use of the compositions according to the invention, for example, the surfactant content will be higher or lower. Usually, for example, the surfactant content of detergents can be between 10 and 50% by weight, preferably between 12.5 and 30% by weight and in particular between 15 and 25% by weight, while, for example, automatic dishwashing detergents are between 0 and 1 and 10 wt .-%, preferably between 0.5 and 7.5 wt .-% and in particular between 1 and 5 wt .-% surfactants may contain.

The compositions according to the invention (that is to say detergents or cleaners, cosmetic compositions or air care compositions) may comprise surfactants, preference being given to anionic surfactants, nonionic surfactants and mixtures thereof, but also cationic surfactants. Suitable nonionic surfactants are in particular ethoxylation and / or propoxylation of alkyl glycosides and / or linear or branched alcohols each having 12 to 18 carbon atoms in the alkyl moiety and 3 to 20, preferably 4 to 10 alkyl ether groups. Furthermore, corresponding ethoxylation and / or propoxylation products of N-alkylamines, vicinal diols,

Fatty acid esters and fatty acid amides which correspond to said long-chain alcohol derivatives with respect to the alkyl moiety, and alkylphenols having from 5 to 12 carbon atoms in the alkyl moiety.

Suitable anionic surfactants are in particular soaps and those which contain sulfate or sulfonate groups with preferably alkali ions as cations. Useful soaps are preferably the alkali salts of the saturated or unsaturated fatty acids having 12 to 18 carbon atoms.

Such fatty acids can also be used in incompletely neutralized form. Useful surfactants of the sulfate type include the salts of sulfuric acid half esters of Fatty alcohols containing 12 to 18 carbon atoms and the sulfation products of said nonionic surfactants having a low degree of ethoxylation. Suitable sulfonate-type surfactants include linear alkyl benzene sulfonates having 9 to 14 carbon atoms in the alkyl moiety, alkane sulfonates having 12 to 18 carbon atoms, and olefin sulfonates having 12 to 18

Carbon atoms, which are formed in the reaction of corresponding monoolefins with sulfur trioxide, and alpha-sulfofatty acid esters, which arise in the sulfonation of fatty acid methyl or - ethyl esters.

Cationic surfactants are preferably selected from esterquats and / or quaternary ammonium compounds (QAV) according to the general formula (R ^l ) (R ") (R ^m ) (R ^lv ) N ⁺ X ^" where R 'to R ^{IV are} identical or different Ci-22-alkyl radicals, C7-28-Arylalkylreste or heterocyclic radicals, wherein two or in the case of an aromatic inclusion as in pyridine even three radicals together with the nitrogen atom, the heterocycle, for example a pyridinium or Imidazoliniumverbindung form, and X ^"represents halide ions, sulfate ions, hydroxide ions or similar anions .QAVs are prepared by reacting tertiary amines with alkylating agents, such as, for example, methyl chloride, benzyl chloride, dimethyl sulfate,

Dodecyl bromide, but also ethylene oxide produced. The alkylation of tertiary amines with a long alkyl radical and two methyl groups succeeds particularly easily, and the quaternization of tertiary amines with two long radicals and one methyl group can be carried out with the aid of methyl chloride under mild conditions. Amines which have three long alkyl radicals or hydroxy-substituted alkyl radicals are less reactive and are quaternized, for example, with dimethyl sulfate. Examples of suitable QACs are benzalkonium chloride (N-alkyl-Ν, Ν-dimethylbenzylammonium chloride), benzalkone B (m, p-dichlorobenzyldimethyl-C 12 -alkylammonium chloride, benzoxonium chloride (benzyldodecyl-bis (2-hydroxyethyl) -ammonium chloride), cetrimonium bromide (N-hexadecyl-N, N-trimethyl-ammonium bromide),

Benzetonium chloride (N, N dimethyl-N [2- [p- (1,1,3,3-tetramethylbutyl) phenoxy] ethoxy] ethyl] benzyl ammonium chloride), dialkyl dimethyl ammonium chlorides such as di-n-decyl dimethyl ammonium chloride, didecyldimethylammonium bromide, dioctyldimethylammonium chloride, 1-cetylpyridinium chloride and thiazoline iodide and mixtures thereof. Preferred QACs are the benzalkonium chlorides having Cs-C22-alkyl radicals, in particular C 12 -C 14 -alkyl-benzyldimethylammonium chloride.

Preferred ester quats are methyl N- (2-hydroxyethyl) -N, N-di (tallowacyl oxyethyl) ammonium methosulfate, bis (palmitoyl) ethyl hydroxyethyl methyl ammonium methosulfate or methyl N, N bis (acyl-oxyethyl) -N- (2-hydroxyethyl) ammonium methosulfate. Commercially available examples are the methyl hydroxyalkyl marketed by Stepan under the trade name Stepantex® ^® alkylammoniummethosulfate or those known under the trade name Dehyquart® Products BASF SE or the known under the name Rewoquat products of the manufacturer Evonik.

Surfactants are present in the compositions according to the invention as detergents or cleaners, cosmetic compositions or air care agents, in proportions of preferably from 5% by weight to 50% by weight, in particular from 8% by weight to 30% by weight. In particular, in laundry aftertreatment agents are preferably up to 30 wt .-%, in particular 5 wt .-% to 15 wt .-% surfactants, among these preferably at least partially cationic surfactants used.

An agent according to the invention, in particular washing or cleaning agent, preferably contains at least one water-soluble and / or water-insoluble, organic and / or inorganic builder. The water-soluble organic builder substances include polycarboxylic acids, in particular citric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, in particular methylglycinediacetic acid, nitrilotriacetic acid and ethylenediaminetetraacetic acid, and polyaspartic acid, polyphosphonic acids, in particular aminotris (methylenephosphonic acid), ethylenediaminetetrakis (methylenephosphonic acid) and Hydroxyethane-1, 1-diphosphonic acid, polymeric hydroxy compounds such as dextrin and polymeric (poly) carboxylic acids, polymeric acrylic acids, methacrylic acids, maleic acids and copolymers thereof, which may also contain polymerized small amounts of polymerizable substances without carboxylic acid functionality. Suitable, although less preferred, compounds of this class are copolymers of acrylic or methacrylic acid with vinyl ethers, such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene, in which the acid content is at least 50% by weight. The organic builder substances can be used, in particular for the preparation of liquid agents, in the form of aqueous solutions, preferably in the form of 30 to 50 percent by weight aqueous solutions. All of the acids mentioned are generally used in the form of their water-soluble salts, in particular their alkali metal salts.

Organic builders may, if desired, be included in amounts of up to 40% by weight, more preferably up to 25% by weight, and preferably from 1% to 8% by weight. Quantities close to the stated upper limit are preferably used in paste-form or liquid, in particular water-containing, agents according to the invention. invention

Laundry aftertreatment agents, such as fabric softeners, may optionally be free of organic builder. Suitable water-soluble inorganic builder materials are, in particular, alkali metal silicates and polyphosphates, preferably sodium triphosphate. Crystalline or amorphous alkali metal silicates, if desired, in amounts of up to 50% by weight, preferably not more than 40% by weight and in liquid agents, in particular of 1% by weight, can be used as water-insoluble, water-dispersible inorganic builder materials. to 5 wt .-%, can be used. Among these, preferred are the detergent grade crystalline sodium aluminosilicates, especially zeolite A, P and optionally X. Amounts near the above upper limit are preferably used in solid, particulate agents. Suitable aluminosilicates have, in particular, no particles with a particle size greater than 30 μm, and preferably consist of at least 80% by weight of particles having a size of less than 10 μm.

Suitable substitutes or partial substitutes for the said aluminosilicate are crystalline alkali silicates which may be present alone or in a mixture with amorphous silicates. The alkali metal silicates useful as builders in the compositions according to the invention preferably have a molar ratio of alkali metal oxide to SiO 2 below 0.95, in particular from 1: 1, 1 to 1: 12, and may be present in amorphous or crystalline form. Preferred alkali metal silicates are the sodium silicates, in particular the amorphous sodium silicates, with a molar ratio of Na 2 O: SiO 2 of from 1: 2 to 12.8. Crystalline silicates which may be present alone or in a mixture with amorphous silicates are preferably crystalline phyllosilicates of the general formula Na.sub.2SixO.sub.2x + i.y H.sub.2O, in which x, the so-called modulus, is a number from 1.9 to 4 and y is a number is from 0 to 20 and preferred values for x are 2, 3 or 4. Preferred crystalline phyllosilicates are those in which x in the abovementioned general formula assumes the values 2 or 3. In particular, both beta- and delta-sodium disilicates (Na2Si20s · y H2O) are preferred. Also prepared from amorphous alkali silicates, practically anhydrous crystalline alkali silicates of the abovementioned general formula in which x is a number from 1, 9 to 2.1, can be used in inventive compositions. In a further preferred embodiment of the composition according to the invention, a crystalline sodium layer silicate with a modulus of 2 to 3 is used, as can be prepared from sand and soda. Crystalline sodium silicates with a modulus in the range of 1.9 to 3.5 are used in a further preferred embodiment of compositions according to the invention. If alkali metal aluminosilicate, in particular zeolite, is also present as an additional builder substance, the weight ratio of aluminosilicate to silicate, based in each case on anhydrous active substances, is preferably 1:10 to 10: 1. In compositions containing both amorphous and crystalline alkali silicates, the weight ratio is from amorphous alkali metal silicate to crystalline alkali metal silicate, preferably 1: 2 to 2: 1 and in particular 1: 1 to 2: 1. Builders are, if desired, in the inventive compositions preferably in amounts of up to 60 wt .-%, in particular from 5 wt .-% to 40 wt .-%, included. Laundry aftertreatment agents according to the invention, such as fabric softeners, are preferably free of inorganic builder.

Suitable peroxygen compounds are, in particular, organic peracids or pers acid salts of organic acids, such as phthalimidopercaproic acid, perbenzoic acid or salts of diperdodecanedioic acid, hydrogen peroxide and inorganic salts which release hydrogen peroxide under the conditions of use, such as perborate, percarbonate and / or persilicate. If solid peroxygen compounds are to be used, they can be used in the form of powders or granules, which can also be enveloped in a manner known in principle. Particular preference is given to using alkali percarbonate, alkali perborate monohydrate or, in particular, in liquid media, hydrogen peroxide in the form of aqueous solutions which contain 3% by weight to 10% by weight of hydrogen peroxide, if appropriate. If an agent according to the invention contains bleaches, such as preferably peroxygen compounds, they are present in amounts of preferably up to 50% by weight, in particular from 5% by weight to 30% by weight. The addition of small amounts of known bleach stabilizers such as phosphonates, borates or metaborates and metasilicates and magnesium salts such as magnesium sulfate may be useful.

As bleach activators, compounds which, under perhydrolysis conditions, are aliphatic peroxycarboxylic acids having preferably 1 to 10 carbon atoms, in particular 2 to

4 carbon atoms, and / or optionally substituted perbenzoic acid, can be used. Suitable substances are those which carry O- and / or N-acyl groups of the stated C atom number and / or optionally substituted benzoyl groups. Preference is given to polyacylated alkylenediamines, in particular tetraacetylethylenediamine (TAED), acylated triazine derivatives, in particular 1,5-diacetyl-2,4-dioxo-hexahydro-1,3,5-triazine (DADHT), acylated glycolurils, in particular tetraacetylglycoluril (TAGU), N-acylimides, in particular N-nonanoylsuccinimide (NOSI), acylated phenolsulfonates, in particular n-nonanoyl or isononanoyloxybenzenesulfonate (n- or iso-NOBS), carboxylic anhydrides, in particular phthalic anhydride, acylated polyhydric alcohols, in particular triacetin, ethylene glycol diacetate, 2,5- Diacetoxy-2,5-dihydrofuran and enol esters and acetylated sorbitol and mannitol or mixtures thereof (SORMAN), acylated sugar derivatives, in particular pentaacetylglucose (PAG), pentaacetylfruktose, tetraacetylxylose and octaacetyllactose as well as acetylated, optionally N-alkylated glucamine and gluconolactone, and / or N -acylated lactams, for example N-benzoyl-caprolactam. Hydrophilic substituted acyl acetals and acyl lactams are also preferably used. Combinations of conventional bleach activators can also be used become. Such bleach activators may be present in the customary amount range, preferably in amounts of from 1% by weight to 10% by weight, in particular from 2% by weight to 8% by weight, based on the total agent.

In addition to the conventional bleach activators listed above or in their place, sulfone imines and / or bleach-enhancing transition metal salts or transition metal complexes can also be present as so-called bleach catalysts.

Suitable enzymes which can be used in the compositions are those from the class of proteases, cutinases, amylases, pullulanases, hemicellulases, cellulases, lipases, oxidases and peroxidases and mixtures thereof. Particularly suitable are fungi or bacteria such as Bacillus subtilis, Bacillus licheniformis, Streptomyces griseus, Humicola lanuginosa, Humicola insolens,

Pseudomonas pseudoalcaligenes or Pseudomonas cepacia derived enzymatic agents. The optionally used enzymes may be adsorbed to carriers and / or embedded in encapsulants to protect against premature inactivation. If desired, they are preferably present in the compositions according to the invention in amounts of not more than 5% by weight, in particular from 0.2% by weight to 2% by weight.

The agents may optionally contain as optical brighteners, for example, derivatives of diaminostilbenedisulfonic acid or its alkali metal salts. For example, salts of 4,4'-bis (2-anilino-4-morpholino-1, 3,5-triazinyl-6-amino) stilbene-2,2'-disulphonic acid or similarly constructed compounds which are substituted for the morpholino Group carry a diethanolamino group, a methylamino group, an anilino group or a 2-methoxyethylamino group.

Suitable foam inhibitors include, for example, organopolysiloxanes and mixtures thereof with microfine, optionally silanized silica and paraffin waxes and mixtures thereof with silanated silicic acid or bis-fatty acid alkylenediamides. It is also advantageous to use mixtures of various foam inhibitors, for example those of silicones, paraffins or waxes. Preferably, the foam inhibitors, especially silicone and / or paraffin-containing foam inhibitors, are a granular, water-soluble

or dispersible carrier substance bound. In particular, mixtures of paraffin waxes and bistearylethylenediamides are preferred.

In addition, the agents may also contain components containing the oil and oil

Soil release agents from textiles have a positive effect on soils.

This effect becomes particularly clear when a textile is soiled which has previously been treated several times with an agent according to the invention containing this oil and fat dissolving component. was washed. Examples of preferred oil and fat dissolving components include nonionic cellulose ethers such as methylcellulose and methylhydroxypropylcellulose with a proportion of methoxyl groups of 15 to 30% by weight and of hydroxypropoxyl groups of 1 to 15% by weight, based in each case on the nonionic cellulose ether, as well as the known from the prior art polymers of phthalic acid and / or terephthalic acid or derivatives thereof with monomeric and / or polymeric diols, in particular polymers

Ethylene terephthalates and / or polyethylene glycol terephthalates or anionic and / or nonionic modified derivatives of these.

The compositions may also color transfer inhibitors, preferably in amounts of 0, 1 wt .-% to 2 wt .-%, in particular 0, 1 wt .-% to 1 wt .-%, containing, in a preferred

Embodiment of the Invention Polymers of vinylpyrrolidone, vinylimidazole, vinylpyridine-N-oxide or copolymers of these are.

Graying inhibitors have the task of keeping suspended from the textile fiber dirt suspended in the fleet. Water-soluble colloids of mostly organic nature are suitable for this purpose, for example starch, glue, gelatin, salts of ether carboxylic acids or ether sulfonic acids of starch or of cellulose or salts of acidic sulfuric acid esters of cellulose or starch. Also, water-soluble polyamides containing acidic groups are suitable for this purpose. Furthermore, other than the above-mentioned starch derivatives can be used, for example aldehyde starches. Preference is given to using cellulose ethers, such as carboxymethylcellulose (Na salt), methylcellulose, hydroxyalkylcellulose and mixed ethers, such as methylhydroxyethylcellulose, methylhydroxypropylcellulose, methylcarboxymethylcellulose and mixtures thereof, for example in amounts of from 0.1 to 5% by weight, based on the compositions.

Among the organic solvents which can be used in the compositions according to the invention, especially if they are in liquid or pasty form, are alcohols having 1 to 4

Carbon atoms, in particular methanol, ethanol, isopropanol and tert-butanol, diols having 2 to 4 carbon atoms, in particular ethylene glycol and propylene glycol, and mixtures thereof and the derivable from said classes of compounds ethers. Such water-miscible solvents are preferably present in the compositions according to the invention in amounts of not more than 30% by weight, in particular from 6% by weight to 20% by weight.

To set a desired, by the mixture of the other components not automatically resulting pH value, the compositions of the invention system and

environmentally acceptable acids, in particular citric acid, acetic acid, tartaric acid, malic acid, lactic acid, glycolic acid, succinic acid, glutaric acid and / or adipic acid, but also Mineral acids, in particular sulfuric acid, or bases, in particular ammonium or alkali metal hydroxides. Such pH regulators are optionally in the inventive compositions preferably not more than 20 wt .-%, in particular from 1, 2 wt .-% to 17 wt .-%, included.

The preparation of solid compositions of the invention (i.e., especially detergents or cleaners) presents no difficulties and can be carried out in a manner known in the art, for example by spray drying or granulation, with optional peroxygen compound and optional bleach catalyst optionally added later. For the preparation of inventive compositions having an increased bulk density, in particular in the range from 650 g / L to 950 g / L, a process comprising an extrusion step is preferred. The preparation of liquid inventive means also presents no difficulties and can also be done in a known manner.

The preparation of the compounds of the formula (I) according to the invention is exemplified by the preparation of a citronellol and geraniol-containing

Fragrance storage substance described. Via this basic synthesis route, the other compounds of the general formula (I) and in particular the compounds of the formulas (II) to (XIII) can also be prepared.

According to a preferred embodiment, the teaching according to the invention can be used to significantly increase the perfume fraction in detergents, cleaners and personal care products

decrease. This makes it possible to offer perfumed products even for those particularly sensitive consumers who can not use normally perfumed products due to special intolerances and irritations, or only to a limited extent.

In various embodiments of the present invention are the washing or

Detergents in liquid or solid form.

In addition to the compound according to the invention, a preferred solid, in particular powdered, detergent according to the invention may in particular also contain components which

for example, are selected from the following:

Anionic surfactants, such as preferably alkylbenzenesulfonate, alkyl sulfate, for example in

Amounts of preferably 5 to 30% by weight

Nonionic surfactants, such as preferably fatty alcohol polyglycol ethers,

Alkylpolyglucoside, fatty acid glucamide, for example, in amounts of preferably 0.5 to 15 wt .-% Builders, such as zeolite, polycarboxylate, sodium citrate, in amounts of, for example, from 0 to 70% by weight, advantageously from 5 to 60% by weight, preferably from 10 to 55% by weight, in particular from 15 to 40% by weight,

Alkalis, such as, for example, sodium carbonate, in amounts of, for example, from 0 to 35% by weight, advantageously from 1 to 30% by weight, preferably from 2 to 25% by weight, in particular from 5 to 20% by weight,

Bleaching agents, for example sodium perborate, sodium percarbonate, in amounts of, for example, from 0 to 30% by weight, advantageously from 5 to 25% by weight, preferably from 10 to 20% by weight,

Corrosion inhibitors, for example sodium silicate, in amounts of, for example, from 0 to 10% by weight, advantageously from 1 to 6% by weight, preferably from 2 to 5% by weight, in particular from 3 to 4% by weight,

Stabilizers, for example phosphonates, advantageously 0 to 1 wt .-%, foam inhibitor, for example soap, silicone oils, paraffins advantageously 0 to 4 wt .-%, preferably 0.1 to 3 wt .-%, in particular 0.2 to 1 wt. -%, enzymes, for example proteases, amylases, cellulases, lipases, advantageously

0 to 2 wt .-%, preferably 0.2 to 1 wt .-%, in particular 0.3 to 0.8 wt .-%, grayness inhibitor, for example carboxymethylcellulose, advantageously 0 to

1% by weight,

Discoloration inhibitor, for example polyvinylpyrrolidone derivatives, preferably 0 to

2% by weight,

Adjusting agent, for example sodium sulfate, advantageously 0 to 20 wt .-%, optical brightener, for example, stilbene derivative, biphenyl derivative, advantageously 0 to 0.4 wt .-%, in particular 0.1 to 0.3 wt .-%,

possibly other perfumes

if necessary water

if necessary, soap

possibly bleach activators

optionally cellulose derivatives

if necessary, dirt deflector,

% By weight, based in each case on the total agent.

In another preferred embodiment of the invention, the agent is in liquid form, preferably in gel form. Preferred liquid washing or cleaning agents and cosmetics have water contents of, for example, 10 to 95% by weight, preferably 20 to 80% by weight and in particular 30 to 70% by weight, based on the total agent. In the case of liquid

Concentrates, the water content may also be particularly low, for example <30 wt .-%, preferably <20% by weight, in particular <15% by weight,% by weight, based in each case on the total agent. The liquid agents may also contain non-aqueous solvents.

In addition to the compound according to the invention, a preferred liquid, in particular gel-form, detergent according to the invention may in particular also contain components which

for example, are selected from the following:

Amounts of preferably 5 to 40% by weight

Nonionic surfactants, such as preferably fatty alcohol polyglycol ethers,

Alkylpolyglucoside, fatty acid glucamide, for example, in amounts of preferably 0.5 to 25% by weight

Builders, such as, for example, zeolite, polycarboxylate, sodium citrate, advantageously from 0 to 15% by weight, preferably from 0.01 to 10% by weight, in particular from 0.1 to 5% by weight,

Foam inhibitor, for example soap, silicone oils, paraffins, in amounts of, for example, from 0 to 10% by weight, advantageously from 0.1 to 4% by weight, preferably from 0.2 to 2% by weight, in particular from 1 to 3% by weight. %

Enzymes, for example proteases, amylases, cellulases, lipases, in amounts of, for example, from 0 to 3% by weight, advantageously from 0.1 to 2% by weight, preferably from 0.2 to 1% by weight, in particular from 0.3 to 0.8% by weight,

Optical brightener, for example, stilbene derivative, biphenyl derivative, in amounts of, for example, 0 to 1 wt .-%, advantageously 0.1 to 0.3 wt .-%, in particular

0.1 to 0.4% by weight,

possibly other perfumes

stabilizers, if necessary

water

if appropriate, soap, in amounts of, for example, from 0 to 25% by weight, advantageously from 1 to 20% by weight, preferably from 2 to 15% by weight, in particular from 5 to 10% by weight, if appropriate, solvents (preferably alcohols) , advantageously 0 to 25 wt .-%, preferably 1 to 20 wt .-%, in particular 2 to 15 wt .-%,

% By weight, based in each case on the total agent.

In addition to the ketone according to the invention, a preferred liquid fabric softener according to the invention may in particular also contain components which are selected from the following:

Cationic surfactants, in particular esterquats, for example in amounts of from 5 to 30% by weight, Cosurfactants, such as, for example, glycerol monostearate, stearic acid, fatty alcohols, fatty alcohol ethoxylates, for example in amounts of 0 to 5% by weight, preferably 0 to 1 to 4% by weight,

Emulsifiers, for example fatty amine ethoxylates, for example in amounts of from 0 to 4% by weight, preferably from 0.1 to 3% by weight,

possibly other perfumes

Dyes, preferably in the ppm range (ppm by weight)

Stabilizers, preferably in the ppm range (ppm by weight)

Solvents, such as water, in amounts of preferably 60 to 90 wt.

%

% By weight, based in each case on the total agent.

Another object of the invention is a method for scenting surfaces, wherein a compound of the invention according to formula (I) or an inventive detergent or cleaning agent, cosmetic or air care agent is applied to the surface to be scented (for example, textile, dishes, floor) and the compound or agent is then exposed to light.

All embodiments described herein in connection with the compounds of formula (I) are equally applicable to the means, methods and uses described, and vice versa. Other embodiments can be found in the following examples, but the invention is not limited to these.

In the context of the present invention, all previously described and also preferred embodiments or the features described in each case can also be combined individually. In addition, in the context of the present invention, the term "comprising" also covers the alternative in which the products / methods / uses, with respect to which the term "comprising" is used, exclusively consist of the following

consists of described elements. Embodiment:

Exposure of (4R, 7R) -4-methyl-7- (prop-1-en-2-yl) -1,2-diazaspiro [2.5] oct-1-ene

washing conditions

In a Softronic W 1734 washing machine from Miele, cotton terry goods having a size of 30 cm × 30 cm and a total weight of 3.5 kg were rinsed in a rinse at a temperature of 20 ° C. The spin number was 1200 rpm; Water with a water hardness of 12 ° dH was used. After washing you dried at 20 ° C and 50% to 60% relative humidity.

In the rinse, a fabric conditioner was added. This fabric softener contained microcapsules according to the invention. The amount of fabric softener was 35 ml.

Following the drying process, an olfactory evaluation was performed by a panel of smokers. The following values are mean values from 6 evaluations (n = 6). This means

Product: conventional fabric softener containing the invention

Perfume microcapsules or unencapsulated perfume

FW: wet laundry

TW1 / TW7 dark dry laundry stored after 1 day / dry laundry after 7 days in the dark and evaluated

TW1 / TW7 light: dry laundry after 1 day / dry laundry after 7 days

Daylight stored and evaluated in daylight DOS. Capsules Dos. (%) Intensity (1-10)

Product FW TW1 TW1 TW7 TW7 dark light dark light

36 capsules 1, with 1% 0.20% 4 4 3 3 2 3 diazirine and perfume A

36 capsules 2, with 5% 0.20% 5 3 4 4 2 3 diazirine and perfume A

36 capsules 3, with 10% 0.20% 5 4 4 5 3 4 diazirine and perfume A

36 capsules 4, with 15% 0.20% 5 4 3 5 2 4 diazirine and perfume A

36 capsules 5, with 20% 0.20% 5 4 3 6 3 4 diazirine and perfume A

36 capsules 6, with 25% 0.20% 6 5 4 6 3 6 diazirine and perfume A

36 capsules 7, with 30% 0.20% 6 5 4 7 3 6 diazirine and perfume A

36 capsules 8, with 20% 0.20% 5 4 4 6 2 5 diazirine and perfume B

36 capsules 9, with 25% 0.20% 5 5 3 6 3 5 diazirine and perfume B

36 capsules 10, with 30% 0.20% 6 5 3 6 3 6 diazirine and perfume B

36 capsules 1 1 ^* , 0.20% 5 4 4 3 3

Perfume A

36 capsules 12 ^* , 0.20% 5 4 4 3 3 2 Perfume B

^* Comparative Examples

Column 1 ("Dos.") Indicates the amount of fabric softener in grams. Column 2 describes the added capsules; in column 3 ("Dos. (%)") the proportions are

Capsules according to the invention in wt .-% based on the total weight of the agent indicated.

Perfume A and Perfume B are different perfume compositions commonly found in fabric softeners or fabric cleaners. The choice of perfume composition has no influence on the olfactory evaluation. In the last two embodiments with capsule 1 1 and capsule 12 was none

Invention composition contained. Here, the olfactory impression was significantly worse than with the capsules according to the invention.

Claims

claims:

1. microcapsules comprising a core and a shell, wherein the core least Sti

Compound of the general formula (I)

2. Microcapsules according to claim 1, characterized in that the shell comprises a wall material selected from melamine-urea-formaldehyde or melamine-formaldehyde or urea-formaldehyde or polyacrylate copolymer.

3. microcapsules according to claim 1 or 2, characterized in that they have a full-area or partial surface coating with a cationic polymer.

4. microcapsules according to one of claims 1 to 3, characterized in that the core, the compound of general formula (I) in an amount of 0.001 to 50 wt .-%, in particular from 0.05 to 45 wt .-%, especially from 0, 1 to 40 wt .-%, particularly preferably from 5 to

30 wt .-%, based on the total weight of the core.

5. Microcapsules according to one of claims 1 to 4, characterized in that R and R ^{2 are} each independently selected from

a linear, aliphatic, olefinic or open-chain organic radical having 2 to 20 carbon atoms, especially 2 to 12 carbon atoms, and 0 to 10 heteroatoms selected from N, O, S and Si; or

a branched or cyclic organic radical having 3 to 20 carbon atoms, especially 3 to 12 carbon atoms, and 0 to 10 heteroatoms selected from N, O, S and Si; or

R and R ² are connected to each other with ring closure via a bridge Q and form a bridging part -R -QR ² -, where R and R ^{2 are} each independently of one another Stand with 1 to 5 carbon atoms; and Q is a bridging substituted or unsubstituted group having 1 or 2 to 20 carbon atoms, especially 2 to 12

Carbon atoms, and 0 to 10 heteroatoms selected from N, O, S and Si.

6. Microcapsules according to one of claims 1 to 5, characterized in that the bridging part -R -QR ² - is a hydrocarbon.

7. Microcapsules according to any one of claims 1 to 6, characterized in that R or R ² or the bridging part -R-QR ² - is a radical derived from a Duftalalkken and the Duftstoffalken is limonene in particular.

8. washing or cleaning agent containing microcapsules according to one of claims 1 to 7.

9. washing or cleaning agent according to claim 8, characterized in that

a. the microcapsules in amounts between 0.01 and 10 wt .-%, advantageously

between 0.05 and 8 wt .-%, more preferably between 0.05 and 5 wt .-%, in particular between 0, 1 and 3 wt .-%, each based on the total agent, is contained, and / or

b. the agent comprises at least one surfactant selected from the group consisting of

anionic, cationic, nonionic, zwitterionic, amphoteric surfactants and mixtures thereof, and / or

c. it is in liquid or solid form.

10. Air care agent containing at least one compound according to one of claims 1 to 7, wherein the agent, in particular the compound in amounts between 0.01 and 10 wt .-%, advantageously between 0.05 and 8 wt .-%, more advantageously between 0.05 and 5 wt .-%, in particular between 0, 1 and 3 wt .-%, each based on the total agent contains.

1 1. A cosmetic composition containing at least one compound according to any one of claims 1 to 7, wherein the agent, in particular the compound in amounts between 0.01 and 10 wt .-%, advantageously between 0.05 and 8 wt .-%, further advantageously between 0.05 and 5 wt .-%, in particular between 0, 1 and 3 wt .-%, each based on the total agent contains.

12. A method for scenting surfaces, characterized in that microcapsules are applied according to one of claims 1 to 7 on the surface to be scented and the microcapsules are then exposed to light.