CN1703193A - Fragrance composition including an ionic liquid, its preparation and use - Google Patents

Abstract

This invention relates to fragrance compositions comprising at least one ionic liquid as a fixative, and their preparation and use. The fragrance compositions of this invention have the advantage that the ionic liquid, as a polar solvent, can appropriately delay the volatilization of basic aromatic components, wherein the ionic liquid has almost no vapor pressure. A wide selection of ionic liquids allows for precise control of the rate of evaporation of aromatic components. The polarity of the ionic liquid can vary over a wide range depending on the structure of the cations and/or anions, and the ionic liquid used as a fixative can precisely meet the physicochemical and/or olfactory requirements of the aromatic components.

Description

Fragrance composition with at least one ionic liquid, process for its preparation and use thereof

technical field

The present invention relates to perfume compositions having at least one ionic liquid as fixative, and to their preparation and use.

Background technique

In the production of fragrances, deodorant refers to substances that can improve the fragrance stability of fragrances combined in soaps without fragrances, and slow down and adapt to the volatilization of individual fragrance components, so that in Fragrance characteristics can be quite persistent during evaporation. Most of the substances used as fixatives are relatively difficult to volatilize and have high boiling points, which can have fragrance or no fragrance. A distinction is made between the four main types of deodorants. Self-fixatives, which, due to their low volatility, retain their inherent odor for a long time without preventing other, more volatile components from releasing their odors (synthetic musks); Weak and therefore sticks to crystalline substances used as stabilizers or diffusers (diethylene glycol methyl ether); irritants and their bases or synthetic analogues (ambergris, castoreum, musk, civet, muscone, Some macrolides, Fixative 404, etc.), which are natural animal fixatives, used as "catalysts" to release odors; "true" fixatives, fixatives fixed by adsorption (halfflower oil extract, styroxine, tulle balsam, benzoin, iris, oak moss, myrrh, etc.). Fixatives, also commonly called bases, act on the basis of lowering the vapor pressure of fragrances, for example through dipole formation, linked hydrogen bridges, adsorption, formation of azeotropes, although some other actions include The physiological action of the skin also produces the sensation of influence (Rmpp Lexikon Chemie-Version 2.0, Stuttgart/New York: Georg Thieme Verlag 1999).

Although new scent variations and thus new artificial fragrances or fragrance ingredients are being used, there is still a need to find new substances as fixatives suitable for specific fragrance ingredients or fragrance ingredient combinations. The number of suitable compounds suitable as fixatives is far less than the rapidly growing number of fragrance ingredients and fragrance or fragrance compositions.

Contents of the invention

It is therefore our aim to provide a fixative which can control the evaporation and/or release of fragrance or fragrance ingredients from a fragrance composition in a targeted manner, which should be of a wide variety so as to be suitable for the different fragrances used or fragrance requirements, especially aromas and fragrances newly produced in a simple manner.

Surprisingly, we have found that ionic liquids are unexpectedly suitable as fixatives in fragrance compositions because they have practically no vapor pressure and, depending on the structure of the cations and/or anions used, in Their polarity can be easily adjusted over a wide range so that they can be tailored to specific fragrances.

The invention therefore provides a fragrance composition with a fixative, characterized in that the fragrance composition has at least one ionic liquid as a fixative.

Likewise, the present invention provides a process for preparing a perfume composition of the present invention comprising intensively mixing a perfume ingredient with an ionic liquid.

Furthermore, the invention provides the use of the fragrance composition according to the invention in various daily products, such as fine fragrances (Fcinparfüme), body care compositions (Körperpflegemittel), cosmetics, such as soaps, deodorants And more substances, detergent fragrances, fabric softener fragrances or masking industrial odors and fragrances used in the preparation, but also everyday products with fragrance compositions according to the present invention.

An advantage of the fragrance compositions according to the invention is that they can be produced in a simple manner. In particular, the fixatives can be formulated in a simple manner into the fragrance or fragrance ingredients used. The use of ionic liquids also has the advantage that, despite their low vapor pressure, ionic liquids have relatively low viscosities. For conventional compounds used as fixatives such as diethylene glycol methyl ether, the low vapor pressure of most substances is coupled with high viscosity, so that the processability of such compositions is impaired and/or needs to be modified. Dilute accordingly.

The invention is described by the following examples, which should not limit the invention.

Detailed ways

The fragrance composition with a fixative according to the present invention is attractive in that it has at least one ionic liquid as a fixative. Preferably, the perfume composition has, based on the base oil, 0.1 to 20% by weight of ionic liquid, particularly preferably 0.5 to 10% by weight of ionic liquid, most particularly preferably 1 to 5% by weight of ionic liquid sex liquid.

For fragrance compositions, the following classifications are commonly used in fragrances:

Among them, base oil should be understood as the meaning of real fragrance or aromatic oil.

In general, an ionic liquid is understood as a liquid composed exclusively of ions. In the traditional terminology division of salt melts, which are usually highly molten, highly viscous and in many cases very aggressive media, ionic liquids are liquids at low temperatures (<100°C) And has a relatively low viscosity. Although ionic liquids have been known since 1914, they have been extensively studied in the last decade only as solvents and/or catalysts in organic synthesis (K.R.Seddon in J.Chem.Technol.Biotechnol.68(1997), 351 -356; T.Welton, in Chem.Rev.99(1999), 2071-2083; J.D.Holbrey, K.R.Seddon in Clean Products and Processesl (1999) 223-236; P.Wasserscheid, W.Keim in Angew.Chem. 112 (2000), 3926-3945 and a review article by R. Sheldon in Chem. Comm. (2001), 2399-2407). Preferred ionic liquids have a melting point of less than 80°C. Most particularly preferred ionic liquids are capable of existing in the liquid phase at room temperature.

In terms of ionic liquids, the perfume composition preferably has at least one salt with a cation as shown in the following structures 1 to 8,

Wherein, R1, R2, R3, R4, R5 and R6 are the same or different, and they are hydrogen, a straight chain or branched aliphatic hydrocarbon group having 1 to 20 carbon atoms, a cycloaliphatic group having 5 to 30 carbon atoms An aromatic hydrocarbon group, an aromatic hydrocarbon group having 6 to 30 carbon atoms, an alkaryl group having 7 to 40 carbon atoms, a straight-chain or branched aliphatic hydrocarbon group having 2 to 20 carbon atoms, which is replaced by one or more Heteroatom (oxygen, NH, NCH ₃ ) separated, linear or branched aliphatic hydrocarbon radicals having 2 to 20 carbon atoms, which are separated by one or more groups selected from the group -OC(O)-, -(O) CO-, -NH-C(O)-, -(O)C-NH-, -(CH ₃ )NC(O)-, -(O)CN(CH ₃ )-, -S(O) ₂ - O-, -OS(O) ₂ -, -S(O) ₂ -NH-, -NH-S(O) ₂ -, -S(O) ₂ -N(CH ₃ )-, -N(CH ₃ )-S(O) ₂ -separated by functional groups (Funktionalitten) and terminally functionalized with -OH, -NH ₂ , -N(H)CH ₃ , straight-chain or branched-chain lipids with 1 to 20 carbon atoms A group hydrocarbon group or a polyether with a block or random structure such as -(R ⁷ -O) _n -R ⁸ , wherein R ⁷ is a linear or branched chain hydrocarbon group containing 2 to 4 carbon atoms, n=1 to 30, R ⁸ is hydrogen, a straight chain or branched aliphatic hydrocarbon group with 1 to 20 carbon atoms, a cycloaliphatic hydrocarbon group with 5 to 30 carbon atoms, an aromatic hydrocarbon group with 6 to 30 carbon atoms An aliphatic hydrocarbon group, an alkaryl group having 7 to 40 carbon atoms, or a -C(O)-R ⁹ group, wherein R ⁹ is a straight-chain or branched aliphatic hydrocarbon group having 1 to 20 carbon atoms, having Cycloaliphatic hydrocarbon groups of 5 to 30 carbon atoms, aromatic hydrocarbon groups of 6 to 30 carbon atoms, alkaryl groups of 7 to 40 carbon atoms; and anions selected from halides such as chloride, bromine phosphate and iodide, preferably iodide; phosphate, halophosphate, preferably hexafluorophosphate; alkylphosphate, nitrate, sulfate, hydrogensulfate, alkylsulfate, preferably octylsulfate; Sulfate, perfluorinated alkyl- and arylsulfate, sulfonate, alkylsulfonate, arylsulfonate, perfluorinated alkyl- and arylsulfonate, preferably trifluoromethanesulfonate (triflate) ; perchlorate, tetrachloroaluminate, tetrafluoroborate, alkyl borate, preferably B(C ₂ H ₅ ) ₃ C ₆ H ₁₃ ⁻ ; tosylate, saccharinate, alkyl carboxylate and a bis(perfluoroalkylsulfonyl)amide anion, preferably a bis(trifluoromethanesulfonyl)amide anion; or a mixture of a plurality of these salts.

In a preferred embodiment of the fragrance composition according to the invention, the ionic liquid has a halogen-free anion selected from the group consisting of phosphate, alkylphosphate, nitrate, sulfate, alkylsulfate, Arylsulfate, sulfonate, alkylsulfonate, arylsulfonate, alkylborate, toluenesulfonate, saccharinate and alkylcarboxylate, especially preferred are alkylsulfate, especially octylsulfate , and tosylate.

It is especially preferred that the perfume composition has at least one salt as ionic liquid with a cation selected from the group consisting of imidazolium, pyridinium, ammonium or phosphonium ions of the formula:

Where R and R'=H, which are the same or different substituted or unsubstituted alkyl, alkenyl or aryl groups, with the proviso that R and R' have the same or different meanings.

Particularly preferred ionic liquids are, for example, 1-ethyl-3-methylimidazolium tosylate, trioctylammonium octyl sulfate, 1,3-dimethylimidazolium octyl sulfate, 1-ethylimidazolium octyl sulfate, Base-3-methyl-imidazolium bis(trifluoromethanesulfonate)amide, 1-methyl-2-nortallow (nortallow)-3-tallowamidoethyl-imidazolium methylsulfate or 1 -Methyl-2-noroleyl-3-oleylamidoethylimidazolium methosulfate.

It is advantageous if the perfume composition has an ionic liquid with one or more of the above-mentioned salts. Here, both cations and anions can be different. The ionic liquids of the fragrance composition especially preferably have different anions. By using different anions and/or cations, their properties will be optimally matched to the other constituents of the perfume composition, especially the fragrance constituents.

The preparation of ionic liquids is generally known and can be prepared, for example, by methods described in the literature, especially S. Saba, A. Brescia, M. Kaloustian, Tetrahedron Letters 32 (38) (1991), 5031-5034, EP 1 072 654 and EP 1 178 106. In addition, ionic liquids may also be commercially available. Thus, for example, 1,3-dimethylimidazolium methylsulfate, 1-butyl-3-methylimidazolium methylsulfate, 1-ethyl-3-methylimidazolium tosylate, 1 -Ethyl-2,3-dimethylimidazolium tosylate and ECOENG ^™ , these halogen-free salts, can be obtained from Solvent Innovation GmbH, Alarichstr. 14-16, 50679 Köln, Germany.

Depending on the intended use of the fragrance composition, ionic liquids, like all other ingredients, are screened in order to exclude substances with adverse health or ecological effects on man, nature and the environment. Thus, fragrance compositions such as perfume or food fragrance compositions that come into direct contact with human organisms must be completely non-toxic in effect, while fragrance compositions such as room deodorizers that are completely non-hazardous in direct contact with human or animal organisms, The requirements on the fragrance composition can be lower.

However, for some selective applications it may be advantageous if a compound having microbicidal properties, especially an ionic liquid, is present in the fragrance composition. If the perfume composition is used to suppress odors formed by microorganisms, since the compound with microbicidal properties can kill microorganisms, the new formation of bad odors can be suppressed or at least delayed. The nature of the compound is always satisfactory. Applications are, for example, deodorants or foot sprays.

In addition to the ionic liquid, the fragrance composition according to the invention can also have other fixatives selected from known self-fixatives, pseudo-fragrances, stimulants and/or "true" fixatives.

Perfume compositions can also have a matrix substance. The matrix substance can be solid or liquid. Suitable liquid matrix substances are, for example, organic solvents such as alcohols or ethers or water or mixtures thereof. Especially for perfume applications, the fragrance composition can have alcohol, especially high-purity ethanol, as liquid base substance (solvent). Solid matrix substances can be, for example, solid salts such as sodium chloride, sodium sulfate, detergent additives such as citrates or polycarboxylates, soaps, polymers such as cellulose, sheet silicates such as bentonite, montmorillonite Or organically modified sheet silicates (commonly known as organoelectric silicates), zeolites or cyclodextrins. These substances are always required if the fragrance composition is applied in solid form or if the fragrance is released only on contact with water.

A fragrance composition according to the invention can have a usual, known and customary compound as fragrance, fragrance, fragrance ingredient or fragrance ingredient. In particular, the fragrance composition can have natural, natural-identical, semi-synthetic and/or fully synthetic fragrances or fragrances as fragrances or fragrances. Such ingredients are well known. For example in Flavor and Fragrance Meterials, Worldwide Ref. List (14th ed.), Wheaton: Allured 1987; Frosch et al. (ed.), Fragrances: Beneficial and Adverse Effects, Berlin: Springer 1997; Hager (5th ed.) 1, 152, 198 ff.: Kirk-Othmer (4th edition) 18, 171-201; Rmpp Lexikon Naturstoffe, p.552f., Ullmann (4th edition) 20, 199-287; (5th edition) A11, 141-250, Vollmer and Franz, Chemie in Bad u. Küche, pp.128-140, Stuttgart: Thieme 1991, Calkin and Jellinek, Parfumery-Practice and Principles, New York: Wiley 1994; Kirk-Othmer (4th edition) 17, 594- 603; 18, 171-201; Ullmann (4th edition) 17, 645-650; 20, 199-287; (5th edition) A 11, 141-250; Umbach (ed.), Kosmetik, 2nd edition, Pages 343-360, 408-417, Stuttgart: Thieme 1995; Vollmer and Franz, Chemische Produkte im Alltag, pages 129-142, 433-449, Stuttgart: Thieme 1985. A review and background information on aroma compounds.

Rmpp Lexikon Chemie-Version 2.0, Stuttgart/New York: Georg Thieme Verlag 1999 gives an overview under the keywords of various fragrances, fragrances (Parfüms), fragrances (Duftstoffe), fixatives and fragrance substances . A breakdown of typical perfume-forming compositions (for example perfume compositions) is also given here, which also fall within the subject matter of the present invention if they have ionic liquids as fixatives. The structure of the fragrance composition (Parfüm Komposition) is divided into:

1. Top-level ingredients (main, highest, inherent fragrance), volatile fragrances with new characteristics;

2. Intermediate ingredients (fragrance, main body, essence, essence, main body), moderately volatile fragrances with common flower characteristics;

3. Basic ingredients (root, aftertaste), low-volatility fragrances that determine the basic characteristics of fragrances (dominant odor).

Thus, the essential ingredient is also usually a fixative, which increases the stickiness and cohesion of the volatile fragrances and stabilizes the fragrance composition. Using an adjuvant, the top, middle and base ingredients can be more closely linked together and the fragrance composition can be formed more smoothly.

In addition to ionic liquids as fragrance-emitting substances, compounds or mixtures present in perfume compositions include, for example, the following compounds or products from the company Harmann and Reimer.

Abriceine, Acetanisol dest., Acetanisol krist., Pure Acetophenone, Agarwood D50092NS, Agrumen Aldehyde 6947L, Agrumex HC, Agrumex LC, Agrumovert 10897C/L, Aldehyde C6 nat., Aldehyde C11 MOA, Aldehyde C12 MNA, the name is usually called aldehyde C14, usually called aldehyde C16, usually called aldehyde C18/Abricolin, alcohol C6 nat., alcohol C8, alcohol C9, alcohol C10, alcohol C12, Allinat/allyl isothiocyanate, Allinat/alkene isothiocyanate Propyl ester (stab.), allyl caproate, allyl caproate kosher, allyl cyclohexylpropionate, allyl heptanoate, allyl phenoxyacetate, Amarocit ^® , Ambre83LN DB10028, Ambrebois D50407 , Ambrettia C, Musk Lactone, AmbrinolS, Ambroxid krist., Ananas Coeur D50214, Anethole NPU 21/22℃, Anethole supra 21.5℃, Pure Anisaldehyde, Anisyl Alcohol, Anisole, Anisyl Acetate, Apple 74180C PM, Apriconia 28855P extra PM, Baldrian Identoil B, Basil Oil Synthessence, Laurel Identoil, Benzylidene Acetone, Benzaldehyde, Benzaldehyde dd, Benzophenone Krist., Benzyl Acetate, Benzyl Acetone, Benzyl Alcohol dd, Benzyl Alcohol FR , Benzyl Benzoate H&R, Benzyl Benzoate M, Benzyl Cinnamate, Benzyl Formate, Benzyl Propionate, Benzyl Salicylate, Colorless Bergamot Identoil, African Bergamot Synthessence, Blackberry D50260E, Bois de Cachemire D50008, Bois Doux 78008SP PM, Boisanol, Boronal, butyrate nat., butyl butyrate, cocoa and chocolate D50546B, Melaleuca Identoil, Calmus Synthessence Asaron-free, canaan oil Identoil, decanoate nat., caproate nat ., Caramel Acetate, Cardamom R Identoil, Cardamom Synthessence, Cinnamon Identoil, Cinnamon Identoil B dunkel, Black Currant D50060B, Cedar Leaf Identoil, Chloroacetophenone, Chrysanthemum, Cinnamyl Acetate, Citral extra, Lemon R, Lemon Synthessence FF, Citronella Identoil, Citronell Identoil, Citronellyl Tiglate, Citronitrol, Citrowanil® ^B , Citrozone D50620B, Citrylal, Citronellal E, Clarifruit D50757, Clarionine (Clarion Base) D50774, ^CorapanTQ® , Coriander Identoil, Corps 1729, Corps 98N DB10025, Corps RacineVS, Woody (Costus) Synthessence, Coumarone, Cumin Synthesence, Cyprus Identoil, Datilat, Gamma Decalactone nat., Beta Decalyl Acetate, Diacetyl Nat., Dibenzocycloheptanone, Dibenzyl Ether, Diethyl Phthalate (DEP), Dihydrocoumarin, Dimethyl Anthranilate, Dimethyl Butyrate Benzyl Benzyl Methyl Ester, Dimethyl Sulfide nat., Phenyl Ether, Magnificent Fir Identoil, Magnificent Fir Identoil B, Oak Moss Resin D50342, Strawberry D50026C, Nat. Acetate, Tarragon Identoil, Ethoxylated Furanone , ethyl 2-methylbutyrate nat., ethyl caproate non-kosher, ethyl 2-methylbutyrate, ethyl acetate nat., ethyl acetoacetate, ethyl benzoate, ethyl butyrate , ethyl butyrate nat., ethyl caproate, ethyl caproate nat., ethyl caprylate, ethyl caprylate nat., ethyl cinnamate, ethyl formate, ethyl heptanoate, ethyl isovalerate, Ethyl phenyl acetate, ethyl propionate, ethyl salicylate, ammonium oleoresin, eucalyptus oil ball agent (Globulus) BP, eugenol, eugenol methyl ether, Farenal, anise oil techn., Feuilles de Tomate79569PM , Spruce Green 8001S, Spruce Conifer Identoil Bsib., Spruce Conifer Identoil sib., Filbertone G, Canada Balsam DM, Fleur de Cassis SBUPM, Floropal, Florophyll 10183, Fragolane, Framboson 10583F, Frutinat, White Galbanum Synthesence, White Galbanum Synthresin B, African Geranium Identoil, Geranium Identoil Bourbon, Geranyl tiglint, Globalid 100%, Globanone 50% DEP, Globanone 50% DPG, Globanone 50% IPM, Grape Fruit D50075N, Grape Fruit Identoil D61286G, Green Melon D50315, Guava 10875N, Helichrysum Synthessence, Herbaflorat, Hexyl Acetate, Hexyl Acetate nat., Hexyl Salicylate, Hydrocitronitril, IndianSpice 10898, Indoflor H&R krist., Indole FF, Ginger Spez .D40393S, Pure Ionone 100%, Iris Synthetic Rubber H&R, Irolene P, Isoamyl Acetate G, Isoamyl Acetate nat., Isoamyl Butyrate, Isoamyl Butyrate nat., Isoamyl Isobutyrate nat., Isoamyl Isovalerate, Isoananat, Isobornyl Acetate, Nat. Isobutyrate, Isobutyl Acetate Nat., Isobutyl Quinoline, Isobutyl Quinoline 54, Isoeugenol Methyl Ether, Isotabacnaturelle LN DB10038, Jasmaprunat, Chamomile Identoil Blue, Chamomile rm.Synthesence, Pine Needle Identoil, Pine Needle Identoil B, Pine Needle IdentoilB P, kiwi D50195PM, p-Cresol, Lactojasmon, Lavandin Identoil 30/32 %, Lavandin Identoil French Type 30/32%, Lavandin Provence D50817, Lavender Identoil Mt Type, Blanc 40/42%, Lavender Oil Mt Type, Blanc 40/42%, Leguminal, Pure Limonene d, Loganberry D50398N PM , bay leaf oil D50286, nutmeg oil extra, Macrolide ^® , Macrolide ^® supra, Mandranol, Magnolan, Majantol, Mandarine, Manderine Synthessence, Mango D50436PM, Maracuja D50042E PM, Marjoliane N DB10018, Mayciane N DB10023, German melissa Identoil , Menthol D dist., Menthol Liquid, Menthol rac., Menthol rac.PH, Menthol-1 dest., Menthol-1 H&R Conjugated, Menthol Oil, Menthone-1/-Isomenthone -d, Menthyl Acetate-1, Metaxa D50247C, 2,3-Methylethylpyrazine, Methyl 2-Methylbutyrate, p-Methylacetophenone, Anthranilate, Methyl Benzoate Ester H&R, Methyl Benzoate Techn. Pure, Methyl Beta Naphtholone Krist., 2-Methyl Butyrate Nat., Methyl Cinnamate, Methyl Phenyl Acetate, Methyl Salicylate, Alpha Form Cinnamaldehyde, MielBlanc N DB10024, Musk Seed Synthessence, Mugetanol, Mugofleur D50444PM, Sage Identoil, Sage Identoil B, Lilac Flower Identoil, Clove Leaf Identoil dunkel, Clove Leaf Oil entf., Neononyl Acetate, Neroli Oil Identoil, Nerolidol Yara Yara krist., Neroli Oil 4663, Frankincense Synthetic Resin, Orange Identoil TSA, Orange Oil spez.D40393P, Oregano Identoil, Oryclonextra, Oryclon spezial, Osmanthia 353, Ozonil, Palisandal, Palisandin, Palmarosa Synthessence, Pastinak Synthessence, Patchouli Synthesence N, Patchouli Oil dentf.DM, Pear D50313A PM, Peruvian Gum Identoil, Peruvian Gum kstl.H&R, Orange Leaf Lime Synthesence, Orange Leaf Identoil R, Peach D40110PM, Plum D50424, Phenirat, Phenoxyethanol/Arosol, phenylacetaldehyde 100%, phenylacetaldehyde dimethyl acetal, phenylethyl acetate, pure phenylethyl alcohol, phenethyl cinnamate krist., phenylethyl isobutyrate, phenylethylphenyl acetate , Phenylpropanol, Pepper Tree Identoil, Poivre Coeur H&R PM, Poivron N DB10029, Prenyl Acetate, Prenyl Salicylate, Profarnesal, Projasmone P, Propionate nat., Propyl Acetate nat. , Ursolic Acid N DB10027, Pyroprunat, Yohimine Alkaloids (RainForest) D50339C PM, Resedafol, Rosaphen, Rose Booster D50221A, Rose F50048R PG, Rosemary Identoil, Spanish Rosemary Identoil, Balsambras bras.Identoil, Sage Identoil span., Sage Identoil span., Sandalwood SEAD50820, Sandel 80, Sandel extra, Sandel Forte, Sandel H&R, Sandel H&R super, Sandel SP, Sandel Typ Ostind, SandelholzTyp Ostind, Sandolen H&R, Spik Oil (Spik ) Identoil, Stella Identoil D50186, Styrollyl acetate, Sweet Amber D50807, Tobacco H&R D50799, Teatree D50780A, Thyme Identoil, Thyme Red Identoil, Thyme Synthabsolue, Thymol dest., Thyme Phenol krist.H&R, Tonca Synthetic Resin, Vanillin nat., French Verbena Identoil, Verdeflora D50375D, Verdural F, Vertocitral, Vertocitral C, Vertosine, Vetiver Identoil J, Juniper Identoil10900, Juniper Synthessence, Willow Fragrance 6103CB HG, oil of wintergreen, ylang-ylang 10372MT, ylang-ylang-ylang Identoil Bourbon I, ylang-ylang-ylangi Identoil BourbonII, ylang-ylang-ylangi Identoil Bourbon III, cinnamaldehyde, cinnamaldehyde nat., phenylpropenyl alcohol, cinnamon leaf Identoil and/ Or Cinnamon Bark Identoil.

It is self-evident that the fragrance compositions according to the invention may contain these compounds, especially as fragrances, suitable as fragrances, aromas or fragrances, or as solid or liquid matrix substances, which are provided by other manufacturers or occur in nature material provided.

In addition to the aforementioned ingredients, it is advantageous if the compositions according to the invention further have additives such as emulsion excipients, preservatives or the like.

The perfume composition according to the invention is preferably prepared by the method according to the invention. It is remarkable that, for the preparation of a fragrance composition according to the present invention, at least one fragrance/fragrance or base oil is intensively mixed with at least one ionic liquid. It is advantageous if the fragrance and/or ionic liquid is mixed with the solid or liquid matrix substance and/or additives prior to intensive mixing.

Base oils, which in most cases consist of more than one aroma component, are usually cold blended at room temperature via cold blending operations in order to avoid undesired side reactions with the aroma. The base oil can be mixed directly with the ionic liquid. The mixing of the base oil and the ionic liquid is also preferably carried out by a cold mixing operation at room temperature or at a temperature of up to 35°C. If an ingredient, i.e. fragrance or ionic liquid, is in solid form, they are preferably first dissolved in a solvent, if desired at elevated temperature, then cooled and mixed with liquid fragrance or base oil, then they may optionally already contain ionic liquid.

For substances with low miscibility or high viscosity, it is advantageous to use agitation systems with high shearforces (rotor stator systems such as Turrax systems). If solids are mixed there, the liquids are added first and then mixed in a suitable dispersing unit.

The perfume composition according to the present invention can be used as perfume, soap additive, deodorant additive and the like. In particular, the fragrance composition according to the present invention can be used in the production of fragrances, soaps, deodorants, hair treatment compositions, body care compositions, detergents and cleaners, household products, room fresheners and room sprays , food and luxury goods, flavor and condiment ingredients or smoking agents. Products having these compositions, especially the aforementioned daily products, can be easily obtained from the fragrance compositions of the present invention. Such products may be eg fine fragrances, body care compositions, cosmetics, detergent fragrances, fabric softener fragrances or industrial odor masking fragrances.

Detailed ways

Example:

Prepare three kinds of perfume compositions according to the prescription that embodiment 1-3 records, all have (I) and do not have (Ia) fixative in each kind of:

Example 1:

Composition of I Ia chypre perfume

300 300 Peppermint Oil

80 80 Mousee de Chene absol.

60 60 ylang ylang ylang

15 15 jasmine absol.

15 15 Rose de Mai absol.

20 20 Dianthine (Firmenich)

50 50 Iralia

60 60 Irrozol

35 35 Propylphenylacetaldehyde

15 15 Vanillin

70 70 Vetiver Oil

50 50 Oppononax

100 100 sunflower oil

20 20 Sandel oil O.I.

40 40 Patchouli Oil

30 30 Dihydrocoumarone

5 40 cyclopentadecanolid

35 0 1.3-Dimethyl-imidazolium methylsulfate

1000 1000 parts by weight

Example 2:

I Ia Ia Musk Base

280 280 synthetic rose

80 80 Rose absol.

100 100 jasmine liqu.S.A.

60 60 synthetic jasmine

60 60 Geranium oil

125 125 Peppermint oil

25 25 Patchouli Oil

50 50 synthetic tuberose

25 25 tuberose absol.

60 60 cinnamon oil

40 40 benzoin Siam resinous substance

25 25 Synthetic civet incense

45 70 Cyclopentadecanone

25 0 1-ethyl-3-methylimidazolium tosylate

1000 1000 parts by weight

Example 3:

I Ia Rose Composition

5 5 5 Geranium Oil Bourbon

10 10 phenethyl isoamyl ether

20 20 phenylacetaldehyde

20 20 citral

30 30 dihydrorose oxide

40 40 phenylethyl acetate

80 80 phenylethyl alcohol

50 50 geranyl acetate

250 280 Geraniol

450 450 citronellol

10 15 Ethyl vanillin

35 0 1-Butyl-3-methylimidazolium methylsulfate

1000 1000

Example 4:

To determine the blocking strength of the compositions, the respective compositions as described in Examples 1 to 3 comprising an ionic liquid according to the invention (embodiment variant 1) were sprayed onto 3 x 3 cm cotton fibers , a comparative experiment was carried out with the corresponding composition without ionic liquid, and the adhesion strength was determined by odor test. All compositions with ionic liquids were found to have significantly greater blocking strength than the corresponding compositions without ionic liquids. This means that in compositions with ionic liquids, the perceived fragrance lasts longer than in compositions without ionic liquids.

Claims (17)

1. flavor compositions, it has fixastive, it is characterized in that, and flavor compositions has at least a ionic liquid as fixastive.

2. the flavor compositions of asking for protection as claim 1, wherein compositions has by base oil, and 0.1% weight is to the ionic liquid of 20% weight.

3. the flavor compositions of asking for protection as claim 1 or 2, wherein compositions has by the basis, and 0.5% weight is to the ionic liquid of 10% weight.

4. the flavor compositions of asking for protection as claim 1 to 3, wherein ionic liquid is the cationic salt with following structure,

Wherein, R1, R2, R3, R4, R5 and R6 are identical or different, they are hydrogen, have the straight or branched aliphatic hydrocarbyl of 1 to 20 carbon atom, have 5 to 30 carbon atoms the cyclic aliphatic alkyl, have 6 to 30 carbon atoms aromatic hydrocarbyl, have 7 to 40 carbon atoms alkaryl, have the straight or branched aliphatic hydrocarbyl of 2 to 20 carbon atoms, it is by one or more hetero atoms (oxygen, NH, NCH ₃) separate, have the straight or branched aliphatic hydrocarbyl of 2 to 20 carbon atoms, its by one or more be selected from group-O-C (O)-,-(O) C-O-,-NH-C (O)-,-(O) C-NH-,-(CH ₃) N-C (O)-,-(O) C-N (CH ₃)-,-S (O) ₂-O-,-O-S (O) ₂-,-S (O) ₂-NH-,-NH-S (O) ₂-,-S (O) ₂-N (CH ₃)-,-N (CH ₃)-S (O) ₂-functional group separate terminal quilt-OH ,-NH ₂,-N (H) CH ₃Functionalized straight or branched aliphatic hydrocarbyl with 1 to 20 carbon atom or have block-wise or disordered structure as-(R ⁷-O) _n-R ⁸Shown polyethers, wherein R ⁷Be the straight or branched alkyl that comprises 2 to 4 carbon atoms, n=1 to 30, R ⁸Be hydrogen, have 1 to 20 carbon atom the straight or branched aliphatic hydrocarbyl, have 5 to 30 carbon atoms the cyclic aliphatic alkyl, have 6 to 30 carbon atoms aromatic hydrocarbyl, have 7 to 40 carbon atoms alkaryl or-C (O)-R ⁹Group, wherein R ⁹Be straight or branched aliphatic hydrocarbyl, cyclic aliphatic alkyl, the aromatic hydrocarbyl with 1 to 20 carbon atom, alkaryl with 7 to 40 carbon atoms with 6 to 30 carbon atoms with 5 to 30 carbon atoms; And a kind of anion; it is selected from halogenide, phosphate radical, halophosphoric acid root, alkyl phosphoric acid root, nitrate anion, sulfate radical, bisulfate ion, alkyl sulfate, aromatic sulfuric acid root, perfluorinated alkyl-and aromatic sulfuric acid root, sulfonate radical, alkyl azochlorosulfonate, aryl sulfonic acid root, perfluorinated alkyl-and aryl sulfonic acid root, perchlorate, tetrachloro aluminate, tetrafluoroborate, boron alkyl acid group, tosylate, glucide acid group, alkyl carboxylic acid root and two (perfluoroalkyl group sulfonyl) amide anion, or the mixture of multiple these salt.

5. the flavor compositions of asking for protection one of at least as claim 1 to 4 wherein uses as ionic liquid to have cationic salt, and it is selected from the imidazol ion shown in the following array structure, pyridinium ion, ammonium ion or phosphonium ion described cation:

R and R '=H wherein, they are identical or different replacement or unsubstituted alkyl, alkylene or aryl, additional conditions are that R and R ' have identical or different implication.

6. the flavor compositions of asking for protection one of at least as claim 1 to 5; wherein ionic liquid has not halogen-containing anion, and described anion is selected from phosphate radical, alkyl phosphoric acid root, nitrate anion, sulfate radical, alkyl sulfate, aromatic sulfuric acid root, sulfonate radical, alkyl azochlorosulfonate, aryl sulfonic acid root, boron alkyl acid group, tosylate, glucide acid group and alkyl carboxylic acid root.

7. the flavor compositions of asking for protection one of at least as claim 1 to 6, wherein the ionic liquid of flavor compositions has different aniones.

8. the flavor compositions of asking for protection one of at least as claim 1 to 7, wherein flavor compositions has microbicidel character.

9. the flavor compositions of asking for protection one of at least as claim 1 to 8, wherein, except that having at least a ionic liquid, it also has fixastive, and it is selected from self fixastive, supposition pastil, stimulus object and/or " very " fixastive.

10. the flavor compositions of asking for protection one of at least as claim 1 to 9, it has the alcohol as solvent.

11. as the flavor compositions that claim 1 to 10 is asked for protection one of at least, its have as spice natural, with natural identical, semi-synthetic and/or complete synthesis spice.

12. as the flavor compositions that claim 1 to 11 is asked for protection one of at least, it has antiseptic.

13. the method for the flavor compositions that production such as claim 1 to 12 are asked for protection one of at least is wherein with at least a spice and at least a ionic liquid powerful mixing.

14. as the method that claim 13 is asked for protection, wherein the mixing of spice and ionic liquid is at room temperature cold carries out.

15. the flavor compositions of asking for protection as one of claim 1 to 12 is as senior spice, watch box compositions, cosmetics, detergent spice, fabric softener spice or as the purposes of covering the spice of industrial abnormal smells from the patient.

16. a product, it has as one of any flavor compositions of asking for protection of claim 1 to 12.

17. as the product that claim 16 is asked for protection, wherein product is senior spice, watch box compositions, cosmetics, detergent spice, fabric softener spice or the pastil of covering industrial abnormal smells from the patient.