EP3350304A1 - Diazirines utilisées en tant que photocages qui libèrent des molécules à liaisons doubles - Google Patents

Diazirines utilisées en tant que photocages qui libèrent des molécules à liaisons doubles

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Publication number
EP3350304A1
EP3350304A1 EP16756713.0A EP16756713A EP3350304A1 EP 3350304 A1 EP3350304 A1 EP 3350304A1 EP 16756713 A EP16756713 A EP 16756713A EP 3350304 A1 EP3350304 A1 EP 3350304A1
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
compound
weight
substituted
oil
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP16756713.0A
Other languages
German (de)
English (en)
Inventor
Thomas Gerke
Christian Kropf
Ursula Huchel
Axel Griesbeck
Björn PORSCHEN
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP3350304A1 publication Critical patent/EP3350304A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D229/00—Heterocyclic compounds containing rings of less than five members having two nitrogen atoms as the only ring hetero atoms
    • C07D229/02—Heterocyclic compounds containing rings of less than five members having two nitrogen atoms as the only ring hetero atoms containing three-membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00—Disinfection, sterilisation or deodorisation of air
    • A61L9/01—Deodorant compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00—Disinfection, sterilisation or deodorisation of air
    • A61L9/01—Deodorant compositions
    • A61L9/012—Deodorant compositions characterised by being in a special form, e.g. gels, emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0003—Compounds of unspecified constitution defined by the chemical reaction for their preparation
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
    • C11B9/003—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing less than six carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0069—Heterocyclic compounds
    • C11B9/0092—Heterocyclic compounds containing only N as heteroatom
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50—Perfumes
    • C11D3/502—Protected perfumes
    • C11D3/507—Compounds releasing perfumes by thermal or chemical activation
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair

Definitions

  • the present invention is in the field of fragrance storage materials, as used for example in the field of detergents or cleaners, cosmetics, printing inks, adhesives, and air care agents.
  • the invention relates to specific diazirines which function as fragile fragrance storage materials. Furthermore, the present invention relates to washing and
  • Diazirine Detergents, cosmetics and air care products containing such Diazirine. It also relates to a process for the long-lasting scenting of surfaces and also to a process for long-lasting scenting of the room and to a process for the preparation of the diazirines.
  • Detergents and cleaning agents or cosmetic products usually contain fragrances that give the products a pleasant smell.
  • fragrances that give the products a pleasant smell.
  • the smell of other ingredients is masked by the fragrances, so that the consumer creates a pleasant smell impression.
  • fragrances are among the important constituents of the detergent composition, since both the moist and the dry laundry should have a pleasant and fresh fragrance.
  • fragrances are volatile substances, so that a long-lasting scent effect is hardly realizable.
  • Laundry treatment agents such as detergents and softeners
  • an improved long-term odor effect of the treated laundry can be found.
  • the agents according to the invention also make it possible to increase the total amount of perfume contained in the agent and yet to achieve odor benefits on the laundered textiles, especially with regard to the sensation of freshness.
  • the present invention therefore relates to compounds of the formula (I)
  • R and / or R 2 each independently of one another in the alpha position to C have an abstractable H atom.
  • Yet another object of the invention is a washing or cleaning agent which comprises at least one compound of formula (I).
  • Another object of the present invention is a cosmetic agent comprising at least one compound of formula (I).
  • Another object of the present invention is an air care agent comprising at least one of the compounds according to formula (I).
  • Yet another object of the present invention is a process for scenting surfaces.
  • At least one or “at least one” as used herein refers to 1 or more, for example, 2, 3, 4, 5, 6, 7, 8, 9 or more
  • at least one compound of formula (I) therefore means, for example, one or more different compounds of formula (I), that is one or more different Types of Compounds
  • the amounts, together with amounts, refer to the total amount of the corresponding designated type of ingredient as already defined above.
  • alkyl hereinafter refers to a saturated aliphatic hydrocarbon including straight and branched chain groups
  • the alkyl group has 1 to 10 carbon atoms, and when a numerical range, for example, "1 to 10" is given herein, it is meant that this group may in this case have the alkyl group, 1 carbon atom, 2 carbon atoms, 3 carbon atoms, etc. up to and including 10 carbon atoms, in particular the alkyl may be a middle alkyl having 1 to 6 carbon atoms or a lower alkyl, the 1 to 4
  • Has carbon atoms for example, methyl, ethyl, n-propyl, isopropyl, butyl, iso-butyl, tert-butyl, etc. act.
  • alkenyl refers to an alkyl group, as defined herein, consisting 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 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
  • a "cycloalkyl” group refers to mono-, di- or polycyclic groups, especially from 3 to 8 carbon atoms, in which the ring is composed of carbon atoms connected to each other via carbon-carbon single bonds, carbon-carbon double bond and / or carbon
  • the ring may have one, one, two or more double and / or triple bonds, but it possesses not a complete conjugated pi-electron system.
  • a cycloalkyl radical is cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, etc.
  • cycloalkyl groups are cyclopropane, cyclobutane, cyclopentane, cyclopentene, cyclohexane, adamantane, cyclohexadiene, cycloheptane and cycloheptatriene.
  • Aryl refers to monocyclic or polycyclic, that is, rings that have adjacent carbon pairs in common, groups, especially 6 to 14
  • Carbon ring atoms possessing a fully conjugated pi-electron system are carbon ring atoms possessing a fully conjugated pi-electron system.
  • aryl groups are phenyl, naphthalenyl and anthracenyl.
  • heteroaryl group refers to mono-, di- or polycyclic rings sharing an adjacent ring atomic pair, aromatic rings, in particular from 5 to 10 ring atoms, where one, two, three or four ring atoms are nitrogen, oxygen or sulfur
  • 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, indoly
  • heterocycloalkyl 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 "Group additionally contains one or more double bonds. However, the ring does not have a complete conjugated pi-electron system.
  • heteroalicyclic groups include pyrrolidine, piperidine, piperazine, morpholine, imidazolidine, tetrahydropyridazine, tetrahydrofuran, thiomorpholine, tetrahydropyridine, and the like.
  • the compound of the present invention has the general formula (I)
  • R and / or R 2 each independently of one another in the alpha position to C have an abstractable H atom.
  • 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
  • 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
  • R and / or R 2 in each case independently of one another in the alpha position to C have an abstractable H atom.
  • R has an abstractable hydrogen atom in the alpha position
  • the structure (Ia) shown below results
  • R 2 has an abstractable hydrogen atom in the alpha position relative to C
  • the structure (Ib) shown below results
  • both R and R 2 have a corresponding H atom, this results in structure (Ic).
  • 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
  • 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
  • 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 substituted 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 free valences arise by the substitution of a hydrogen atom, a methyl group, a methylene group or a methine group, these are in principle 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.
  • a hydroxy group or a sulfanyl group so that a methylene-hydroxy group is obtained or a methylene-thiol group.
  • 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: C / heteroatom SH OH
  • Hydrogen atoms, methyl groups, methyl groups, methine or quaternary carbon atoms in the radicals RR 2, or R 3 may in principle be substituted arbitrarily by heteroatoms, but no two directly adjacent groups are simultaneously substituted by heteroatoms, with the exception of di- or polysulphides.
  • R and R 2 are connected to each other with ring closure via a bridge element Q.
  • the compound of the present invention has the following formula (II).
  • the radicals R and R 2 independently of one another are a radical having 1 to 5 carbon atoms, where 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.
  • radicals R and R 2 independently of one another are a radical having 1 to 5
  • Carbon atoms wherein at least one atom of the radicals R and R 2 in alpha-position to C is a secondary, tertiary or quaternary carbon atom and Q represents a R and R 2 bridging substituted or unsubstituted group having 1 to 10 carbon atoms.
  • 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
  • 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
  • the other 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 Is carbon atom.
  • Q is a substituted or unsubstituted group bridging R and R 2 , wherein the R and R 2 bridging portion of Q is selected such that one of 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.
  • 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 formally the unsaturated group of a perfume alkane on nitrogen and one of the two carbon atoms of the double bond of the alkene bonds to the nitrogen as shown in formula (I).
  • 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.
  • endocyclic is 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.
  • Double bond 'V'cyclic double bond' is a within the meaning 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.
  • 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:
  • the exposure may 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.
  • Q When Q is substituted, Q is substituted with one or more groups independently attached to Q by C and / or N atoms preferably contained in the group, preferably by C atoms included in the group.
  • 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.
  • Q When Q is substituted, Q may be substituted with an isopropenyl group.
  • stereocenters may have the (R), the (S), and mixtures of the (R) and (S) configurations.
  • the fragrance storage material according to the invention is derived from limonene and has the following structure (III):
  • the perfume storage molecule may be present in different configurations, as exemplified by the following formulas (IIIa) and (IIIb):
  • Limonen represents in this preferred embodiment, the Energy (N2) breaks down from these fragrance storage substances, limonene is released as a fragrance.
  • Limonen represents in this preferred embodiment, the Energy to 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.
  • the fragrance storage material can be derived from customary fragrances which have an unsaturated C-C bond, ie a double bond or a triple bond.
  • Suitable perfume alkenes are, for example, benzyl cinnamate, cinnamyl alcohol, ambrettolide,
  • Another aspect of the present invention is a process for producing a compound of the general formula (I)
  • R and / or R 2 each, independently of one another, have an abstractable H atom in the alpha position relative to C, by dehydrogenation of a diaziridine of the general formula (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.
  • 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.
  • a ketone is used as the starting material.
  • the reaction then corresponds to the following reaction scheme:
  • the ketones (Vc) or the aldehydes (Va), (Vb) may be fragrance ketones orWaldehyde.
  • 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 fragrance
  • 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 include alpha-damascone, delta-damascone, iso-damascone, carvone, gamma-methylionone, iso-E-super, 2,4,4,7-tetramethyl-oct-6-en-3-one, benzylacetone, Beta damascone, damascenone, methyldihydrojasmonate, methylcedrylon, hedione and mixtures thereof.
  • Aldehydes may be any aldehydes which, in accordance with the fragrance ketones, impart a desired fragrance or sensation of freshness. In turn, they may be individual aldehydes or aldehyde mixtures. Suitable aldehydes include 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.RTM 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.
  • Fragrances or perfume oils can also be natural perfume mixtures, such as those from vegetable oils Sources are accessible.
  • 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.
  • 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
  • the ketone is of the group consisting of (2S, 5S
  • 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.
  • Another object of the invention relates to the use of diazirines of the general formula (I) as fragrance storage materials.
  • Another object of the present invention is a washing or cleaning agent, preferably a detergent, fabric softener or washing aid, containing at least one compound of formula (I).
  • said compound is present in amounts of from 0.001 to 5% by weight, preferably from 0.005 to 4% by weight, more preferably from 0.005 to 3% by weight, most preferably from 0.01 to 2% by weight. , in each case 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.
  • 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.
  • the agent according to the invention is in solid or liquid form.
  • Another object of the invention is a cosmetic composition containing at least one compound according to formula (I), which preferably the compound in amounts of 0.001 to 5 wt .-%, preferably from 0.005 to 4 wt .-%, more preferably from 0.005 to 3 wt .-%, particularly preferably from 0.01 to 2 wt .-%, each based on the total agent contains.
  • formula (I) preferably the compound in amounts of 0.001 to 5 wt .-%, preferably from 0.005 to 4 wt .-%, more preferably from 0.005 to 3 wt .-%, particularly preferably from 0.01 to 2 wt .-%, each based on the total agent contains.
  • Another object of the invention is an air care agent, such as air freshener, room deodorant, room spray, etc., containing at least one compound according to formula (I), wherein the compound of formula (I) preferably in amounts of 0.001 to 5 wt .-%, preferably from 0.005 to 4 wt .-%, more preferably from 0.005 to 3 wt .-%, particularly preferably from 0.01 to 2 wt .-%, each based on the total weight of the composition is included.
  • the compound of formula (I) preferably in amounts of 0.001 to 5 wt .-%, preferably from 0.005 to 4 wt .-%, more preferably from 0.005 to 3 wt .-%, particularly preferably from 0.01 to 2 wt .-%, each based on the total weight of the composition is included.
  • agents according to the invention that is to say detergents or cleaners, cosmetic compositions, or air care compositions contain additional fragrances, in particular selected from the group comprising fragrances of natural or synthetic origin, preferably more volatile fragrances, higher-boiling fragrances, solid fragrances and / or adhesive 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,
  • Camphor 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,
  • fragrances or fragrance mixtures can in the context of the present invention as adherent fragrances or fragrance mixtures, ie Fragrances are used.
  • 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,
  • Salicylic acid hexyl ester cyclohexyl salicylate, santalol, skatole, terpineol, thymine, thymol, gamma-undecalactone, vanillin, veratrum aldehyde, cinnamaldehyde, cinnamyl alcohol, cinnamic acid,
  • 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.
  • the agent according to the invention that is washing or cleaning agent, cosmetic, or air care, at least one, preferably more, active components, in particular washing, care, cleaning active 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, complexing 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, stain-resistant substances, silver protectants, silicone oils, soil release agents, UV protectants, viscosity regulators, thickeners, discoloration inhibitors, grayness inhibitors, vitamins and / or softeners.
  • amounts in wt .-% relate to the total weight of the composition according to the invention.
  • compositions according to the invention that is to say detergents or cleaners, cosmetics or air-conditioning agents are each based on
  • the surfactant content will be higher or lower.
  • 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 agents according to the invention 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 products of alkyl glycosides and / or linear or branched alcohols each having 12 to
  • 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.
  • Useful surfactants of the sulfate type include the salts of the sulfuric acid half-esters of fatty alcohols having 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 alkylbenzenesulfonates having 9 to 14 carbon atoms in the alkyl moiety, Alkanesulfonates 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-sulfo fatty 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 Imidazoliniumtress form, and X "represents halide ions, sulfate ions, hydroxide ions or similar anions.
  • QAC are prepared by reacting tertiary amines with alkylating agents such as methyl chloride, benzyl chloride, dimethyl sulfate,
  • 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.
  • Suitable QACs are benzalkonium chloride (N-alkyl- ⁇ , ⁇ -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.
  • Commercial examples are sold by Stepan under the trade name Stepantex® ®
  • Methylhydroxyalkyldialkoyloxyalkylammoniummethosulfate or known under the trade name Dehyquart products from BASF SE or known under the name Rewoquat products of the manufacturer Evonik.
  • Surfactants are present in the agents according to the invention, that is to say detergents or cleaners, cosmetic agents 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 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
  • the water-soluble organic builders 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 1-hydroxyethane-1, 1-diphosphonic acid, polymeric hydroxy compounds such as dextrin and also polymeric (poly) carboxylic acids, polymeric acrylic acids, methacrylic acids, maleic acids and mixed polymers 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 acid or methacrylic acid with vinyl ethers, such as
  • 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.
  • 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.
  • alkali metal silicates and polyphosphates preferably sodium triphosphate.
  • Water-dispersible inorganic builder materials may in particular comprise crystalline or amorphous alkali metal aluminosilicates, if desired, in amounts of up to 50% by weight, preferably not more than 40% by weight, and in liquid agents, in particular from 1% by weight to 5% by weight. be used.
  • 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 no particles with a particle size greater than 30 ⁇ m, and preferably consist of at least 80% by weight of particles having a size of less than 10 ⁇ m.
  • 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.
  • both beta- and delta-sodium disilicates Na2Si20s ⁇ y H2O are preferred.
  • 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.
  • 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.
  • the weight ratio of aluminosilicate to silicate is preferably 1:10 to 10: 1.
  • the weight ratio of amorphous alkali metal silicate to crystalline alkali metal silicate is preferably 1: 2 to 2: 1 and especially 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 are preferably free of inorganic builder.
  • Suitable peroxygen compounds are in particular organic peracids or peracidic salts of organic acids, such as phthalimidopercaproic acid, Perbenzoic acid or salts of diperdodecanedioic acid, hydrogen peroxide and under the conditions of use hydrogen peroxide-releasing inorganic salts, such as perborate, percarbonate and / or persilicate into consideration.
  • organic peracids or peracidic salts of organic acids such as phthalimidopercaproic acid, Perbenzoic acid or salts of diperdodecanedioic acid, hydrogen peroxide and under the conditions of use hydrogen peroxide-releasing inorganic salts, such as perborate, percarbonate and / or persilicate into consideration.
  • solid peroxygen compounds can be used in the form of powders or granules, which can also be enveloped in a manner known in principle.
  • 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.
  • 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.
  • bleach stabilizers such as phosphonates, borates or metaborates and metasilicates and
  • Magnesium salts such as magnesium sulfate may be useful.
  • bleach activators it is possible to use compounds which, under perhydrolysis conditions, give aliphatic peroxycarboxylic acids having preferably 1 to 10 carbon atoms, in particular 2 to 4 carbon atoms, and / or optionally substituted perbenzoic acid.
  • Suitable substances are those which carry O- and / or N-acyl groups of the stated C atom number and / or optionally substituted benzoyl groups.
  • 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
  • Hydrophilic substituted acyl acetals and acyl lactams are also preferably used.
  • Combinations of conventional bleach activators can also be used. 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.
  • 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,
  • 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 as optical brighteners, for example derivatives of
  • Diaminostilbendisulfonklare or their 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 compounds of similar construction which are used instead of 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.
  • the foam inhibitors, especially silicone and / or paraffin-containing foam inhibitors are a granular, water-soluble foam inhibitors.
  • the agents may also contain components containing the oil and oil
  • the preferred oil and fat dissolving components include, for example, nonionic cellulose ethers such as methylcellulose and methylhydroxypropylcellulose with a proportion of methoxyl groups of 15 to 30 wt .-% and hydroxypropoxyl groups of 1 to 15 wt .-%, each based on the nonionic Cellulose ethers, 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 of ethylene terephthalates and / or polyethylene glycol terephthalates or anionic and / or nonionic modified derivatives of these.
  • 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.
  • water-soluble polyamides containing acidic groups are suitable for this purpose.
  • starch derivatives can be used, for example aldehyde starches.
  • 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.
  • compositions of the invention system and
  • Mineral acids in particular sulfuric acid, or bases, in particular ammonium or alkali metal hydroxides.
  • 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 inventive agents ie in particular washing or Detergent presents no difficulties and can be carried out in a manner known per se, for example by spray-drying or granulation, with optional peroxygen compound and optional bleach catalyst optionally being added later.
  • 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 teaching according to the invention can be used to significantly increase the perfume fraction in detergents, cleaners and personal care products
  • the detergents or cleaners are in liquid or solid form.
  • a preferred solid, in particular powdered, detergent according to the invention may in particular also contain components which
  • Anionic surfactants such as preferably alkylbenzenesulfonate, alkylsulfate, for example in amounts of preferably 5 to 30% by weight
  • Nonionic surfactants such as preferably fatty alcohol polyglycol ethers, alkyl polyglucoside,
  • Fatty acid glucamide for example, in amounts of preferably 0.5 to 15 wt .-%
  • Builders such as zeolite, polycarboxylate, sodium citrate, in amounts of
  • Alkalis such as sodium carbonate
  • Bleaching agents such as sodium perborate, sodium percarbonate, in amounts of
  • Corrosion inhibitors for example sodium silicate, in amounts of, for example, 0 to
  • Stabilizers for example phosphonates, advantageously 0 to 1% by weight
  • Foam inhibitor for example soap, silicone oils, paraffins, advantageously 0 to 4% by weight, preferably 0.1 to 3% by weight, in particular 0.2 to 1% by weight,
  • Enzymes for example proteases, amylases, cellulases, lipases, advantageously 0 to 2% by weight, preferably 0.2 to 1% by weight, in particular 0.3 to 0.8% by weight,
  • Graying 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 brighteners for example stilbene derivative, biphenyl derivative, advantageously from 0 to 0.4% by weight, in particular from 0.1 to 0.3% by weight,
  • 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.
  • 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.
  • the water content may also be particularly low, for example, ⁇ 30 wt .-%, preferably ⁇ 20 wt .-%, in particular ⁇ 15 wt .-%, wt .-% in each case based on the total agent.
  • the liquid agents may also contain non-aqueous solvents.
  • a preferred liquid, in particular gel-form, detergent according to the invention may in particular also contain components which
  • Anionic surfactants such as preferably alkylbenzenesulfonate, alkylsulfate, for example in amounts of preferably from 5 to 40% by weight
  • Nonionic surfactants such as preferably fatty alcohol polyglycol ethers, alkyl polyglucoside,
  • Fatty acid glucamide for example, in amounts of preferably 0.5 to 25 wt .-%
  • 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 quantities of
  • wt .-% for example 0 to 3 wt .-%, advantageously 0.1 to 2 wt .-%, preferably 0.2 to 1 wt .-%, in particular 0.3 to 0.8 wt .-%,
  • Optical brightener for example, stilbene derivative, biphenyl derivative, in amounts of
  • wt .-% for example 0 to 1 wt .-%, advantageously 0.1 to 0.3 wt .-%, in particular 0.1 to 0.4 wt .-%,
  • optionally 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,
  • solvent preferably alcohols
  • solvent advantageously 0 to 25 wt .-%, preferably 1 to 20 wt .-%, in particular 2 to 15 wt .-%,
  • 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
  • Cosurfactants such as glycerol monostearate, stearic acid, fatty alcohols,
  • Fatty alcohol ethoxylates for example in amounts of from 0 to 5% by weight, preferably from 0.1 to 4% by weight,
  • Emulsifiers such as fatty amine ethoxylates, for example in amounts from 0 to
  • Stabilizers preferably in the ppm range
  • Solvents such as water, in amounts of preferably 60 to 90 wt .-%, wt .-% each based on the total agent.
  • the present invention relates to a method for scenting surfaces, in which the surface to be scented with the inventive
  • Fragrance storage material of the general formula (I) brought into contact and the surface is then exposed to light is then exposed to light.
  • all of the abovementioned preferred embodiments or the features described in each case can also be combined individually with one another.
  • the term “comprising” also covers the alternative in which the products / methods / uses, with respect to which the term “comprising” is used, exclusively comprise those described below
  • the detection was carried out by GC (gas chromatography) comparison with the standard substances limonene and isolimones (from the company Aldrich).

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Abstract

Cette invention se rapporte au domaine des substances accumulatrices de parfum, pouvant par exemple être utilisées dans le domaine des produits de lavage ou de nettoyage, des produits cosmétiques ainsi que des agents de traitement de l'air. Cette invention concerne des diazirines spécifiques fonctionnant comme des substances accumulatrices de parfum thermolabiles et labiles en milieu acide. Cette invention concerne également des produits de lavage et de nettoyage, des produits cosmétiques ainsi que des agents de traitement de l'air renfermant de telles diazirines. La présente invention concerne en outre un procédé pour parfumer des surfaces pendant une longue durée et un procédé pour parfumer une pièce pendant une longue durée.
EP16756713.0A 2015-09-18 2016-08-25 Diazirines utilisées en tant que photocages qui libèrent des molécules à liaisons doubles Withdrawn EP3350304A1 (fr)

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DE102015217978.8A DE102015217978A1 (de) 2015-09-18 2015-09-18 Diazirine als Photocages, die Doppelbindungen enthaltende Moleküle freisetzen
PCT/EP2016/070065 WO2017045891A1 (fr) 2015-09-18 2016-08-25 Diazirines utilisées en tant que photocages qui libèrent des molécules à liaisons doubles

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DE102012210567A1 (de) * 2012-06-22 2013-12-24 Henkel Ag & Co. Kgaa Photolabile Duftspeicherstoffe
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