Synergistic odor reducing compounds

Abstract

Suggested is a composition for masking, inhibiting and / or reducing malodor, the composition comprising (a) menthyl acetate, (b) 5-(3-methylphenyl)pentan-1-ol (rosaphen), and (c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol).

Description

SYNERGISTIC ODOR REDUCING COMPOUNDSFIELD OF INVENTION

[0001] The present invention relates in general to odor neutralizers and their use for masking, inhibiting, and / or reducing malodors.BACKGROUND OF THE INVENTION

[0002] In many applicational areas, perfumes or fragrances are used for masking malodors. Annoyance caused by malodors occurs frequently in daily life and impairs personal well-being. Such malodors are, for example, those resulting from substances transpired or excreted by humans, in particular, perspiration, feces and urine, odors caused by animal feces or urine, in particular, those of domestic pets, kitchen odors, such as those resulting from the preparation of onions, garlic, cabbage or fish, odors due to tobacco smoke, and in particular, cold tobacco smoke, molds and waste.

[0003] In addition, malodors are caused by many industrially produced basic materials used in cleansing agents, such as, for example, detergents and fabric softeners, or in body care products, such as, for example, soaps and cosmetics. The use of specific cosmetic preparations, such as, for example, hair dyes, hair-forming agents and depilatories, also produce malodors. Many rubber and plastic products also produce malodors if, due to the method of their manufacture, they still contain quantities of highly odorous, volatile active ingredients.

[0004] These malodors are usually caused by particularly odorous substances which are, however, frequently only present in trace amounts. Such substances include, for example, nitrogen-containing compounds such as ammonia and amines, heterocyclic compounds such as pyridines, pyrazines, indoles, etc. and sulfur-containing compounds such as hydrogen sulfide, mercaptans, sulfides, etc. The masking of malodors is a problem, which is difficult to handle and solve with perfume or fragrance compositions. Various methods have been developed to counter or reduce malodour beyond odour masking with strong fragrance. Activated carbon and zeolites have been used as absorbents for malodours but these are not suited for incorporation into many products.

[0005] The document US 7,157,411 B2 discloses an odor neutralizer comprising at least one ester selected from the group consisting of: isomenthyl isobutyrate, isomenthyl crotonate, isomenthyl butyrate and isomenthyl propionate.

[0006] The document WO 2017 / 071752 A1 discloses that Norlimbanolis capable of inhibiting and / or masking fishy odour.

[0007] The document EP 2 133 102 B1 relates relates to the use of a single alcohol or to a mixture comprising or consisting of two or more different alcohols for reducing an odour, in particular an unpleasant odour, or as an auxiliary (odour neutraliser) for reducing an (unpleasant) odor.

[0008] The document US 9,550,959 B2 discloses perfume compositions comprising petit grain oil and hydroxy carboxylic acid esters, optionally together with certain terpenes and / or selected essential oils show a synergistic behaviour and are suitable to fight various malodours simultaneously.

[0009] Thus, while it is apparent from the prior art that there are many methods which attempt to prevent malodor none are completely satisfactory. Thus, the underlying objective of the present invention was to provide compounds, which can be used not only for masking malador, but also for malodor prevention, malodor elimination, malodor receptor blocking and perceptual integration.SUMMARY OF THE INVENTION

[0010] This is solved by the composition according to the present invention. In one embodiment according to the invention, there is provided a composition for masking, inhibiting and / or reducing malodor, the composition comprising or consisting of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1 -ol (rosaphen), and(c) 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol).

[0011] Although malodor counteraction is a well investigated matter, the inventors have surprisingly found that the composition according to the invention does not only rely on the masking properties of individual fragrance compositions or fragrance raw materials, but combines multiple malodor counteraction approaches, including but not limited to malodorprevention, malodor elimination, malodor receptor blocking and perceptual integration. Thus, the composition according to the invention provides enhanced malodor control with preferably synergistic properties.

[0012] A distinction is generally made between "masking" and "counteracting" malodor. The term "masking" indicates that a fragrance, usually having a pleasant odor, is introduced. The intensity of the odor from the masking fragrance may cover or modify the objectionable odor or can be so intense that it renders the objectionable odor imperceptible. The term "counteracting" indicates that the perceived intensity of the objectionable odor is lower or undetectable in the presence of the counteracting agent. The difference is that a counteracting substance may be used at concentrations that do not overwhelm odor perception and may in fact contribute little or no odor, though it reduces or eliminates the perception of the disagreeable odor. The compositions of this invention may provide both masking and counteracting effects in any given application.

[0013] In the context of the present invention the term "malodor masking" means that the unpleasant smell of one or more substances or a composition is entirely suppressed or reduced.

[0014] In the context of the present invention, the term "inhibiting malodor" means that the formation of an unpleasant smell is entirely suppressed or at least reduced. For example, the suppression or inhibition of the formation of an unpleasant smell may be achieved by the suppression or inhibition of the production of sweat and / or by the suppression or inhibition of microbial activity. This term also refers to the blocking of the unpleasant odorant at the olfactory receptor level. This term belongs in the context of the present invention to "counteracting malodor" properties. This means, that the inhibition is not achieved by a beneficial intrinsic odor of an added compound. Preferably, the added compound is an odor neutral molecule without a beneficial intrinsic odor and / or the used concentrations of the compounds do not overwhelm odor perception and may in fact contribute little or no odor. Therefore, in the context of the present invention the term "inhibiting" does not relate to fragrance compounds which only cover an unpleasant smell due to a strong beneficial intrinsic odor.

[0015] As used herein, the term "malodor reducing" or "malodor reducing composition" means the reduction of the concentration of malodorous compounds in the air and / or the reduction of the perception of malodor to the human nose as measured by either chemical analysis orsensory methods (for example by a sensory evaluator). This term belongs in the context of the present invention to "counteracting malodor" properties. This means, that the malodor reduction is not achieved by a beneficial intrinsic odor of an added compound. Preferably, the added compound is an odor neutral molecule without a beneficial intrinsic odor and / or the used concentrations of the compounds do not overwhelm odor perception and may in fact contribute little or no odor. Therefore, in the context of the present invention the term "reducing malodor" does not relate to fragrance compounds which only cover an unpleasant smell due to a strong beneficial intrinsic odor.

[0016] As used herein, the term "sensory evaluator" is a person having a skill as an expert for physical perfume / odor evaluation, and is screened by odor sensory test and has been trained as a sensory evaluator more than six months.

[0017] In a preferred embodiment according to the present invention, the composition additionally comprises linolal and / or ethylene brassylate. Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1 -ol (rosaphen),(c) 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol), and(d) linolal.

[0018] Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1 -ol (rosaphen),(c) 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol), and(e) ethylene brassylate.

[0019] Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1 -ol (rosaphen),(c) 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol),(d) linolal, and(e) ethylene brassylate.

[0020] Menthyl acetate is a natural monoterpene which contributes to the smell and flavor of peppermint. It is the acetate ester of menthol. Menthyl acetate has the following CAS-No.: 89- 48-5

[0021] 5-(3-methylphenyl)pentan-1 -ol, also known as rosaphen, has the following CAS-No.: 25634-93-9.

[0022] 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol, also known as timberol, has the following CAS-No.: 70788-30-6.

[0023] Linolal is known by the fragrance industry and is a mixture of compounds according to CAS Nr. 93821 -14-8, preferably Linolal is a mixture of C13 and C15 aldehydes. In other words, Linolal is preferably a hydroformylation products of alkenes C12 to C14 or the reaction mass of pentadecanal, tridecanal, 2-methyldodecanal and 2-methyltetradecanal.

[0024] Ethylene brassylate is a macrocyclic musk and has the following CAS-No.: 105-95-3.

[0025] In a preferred embodiment according to the invention the composition comprises(a) from about 1 to about 33 weight% of menthyl acetate,(b) from about 1 to about 33 weight% of 5-(3-methylphenyl)pentan-1 -ol,(c) from about 1 to about 33 weight% of 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol, and(d) from about 0 to about 25 weight% of linolal, and / or(e) from about 0 to about 50 weight % of ethylene brassylate.

[0026] In a preferred embodiment according to the invention the composition consists of(a) from about 1 to about 33 weight% of menthyl acetate,(b) from about 1 to about 33 weight% of 5-(3-methylphenyl)pentan-1 -ol,(c) from about 1 to about 33 weight% of 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol, and(d) from about 0 to about 25 weight% of linolal, and / or(e) from about 0 to about 50 weight % of ethylene brassylate, on condition that the amounts add to 100 wt.-%.

[0027] In a further preferred embodiment according to the invention the composition comprises(a) from about 1 to about 33 weight% of menthyl acetate,(b) from about 1 to about 33 weight% of 5-(3-methylphenyl)pentan-1-ol,(c) from about 1 to about 20 weight% of 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol, and(d) from about 1 to about 25 weight% of linolal.

[0028] In a further preferred embodiment according to the invention the composition consists of(a) from about 1 to about 33 weight% of menthyl acetate,(b) from about 1 to about 33 weight% of 5-(3-methylphenyl)pentan-1-ol,(c) from about 1 to about 20 weight% of 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol, and(d) from about 1 to about 50 weight% of linolal. on condition that the amounts add to 100 wt.-%.

[0029] In a further preferred embodiment according to the invention the composition comprises(a) from about 1 to about 33 weight% of menthyl acetate,(b) from about 1 to about 33 weight% of 5-(3-methylphenyl)pentan-1-ol,(c) from about 1 to about 20 weight% of 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol, and(e) from about 25 to about 50 weight % of ethylene brassylate.

[0030] In a further preferred embodiment according to the invention the composition consists of(a) from about 1 to about 33 weight% of menthyl acetate,(b) from about 1 to about 33 weight% of 5-(3-methylphenyl)pentan-1-ol,(c) from about 1 to about 20 weight% of 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol, and(e) from about 25 to about 50 weight % of ethylene brassylate. on condition that the amounts add to 100 wt.-%.

[0031] In a further preferred embodiment according to the invention the composition comprises(a) from about 5 to about 10 weight% of menthyl acetate,(b) from about 10 to about 20 weight% of 5-(3-methylphenyl)pentan-1-ol,(c) from about 5 to about 10 weight% of 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol,(d) from about 5 to about 10 weight% of linolal, and(e) from about 25 to about 50 weight % of ethylene brassylate.

[0032] In a further preferred embodiment according to the invention the composition consists of(a) from about 5 to about 10 weight% of menthyl acetate,(b) from about 10 to about 20 weight% of 5-(3-methylphenyl)pentan-1-ol,(c) from about 5 to about 10 weight% of 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol,(d) from about 5 to about 10 weight% of linolal, and(e) from about 25 to about 50 weight % of ethylene brassylate.

[0033] on condition that the amounts add to 100 wt.-%. In general, all kinds of malodor can be masked, inhibited and / or reduced by the composition according to the present invention. However, preferably the malador is selected from the group consisting of female body odors, urine and ammonia.

[0034] In a preferred embodiment according to the invention, the composition comprises or consists of compounds (a), (b) and (c) in ratios by weight of from about 1 :2:1 to about 1 :4:1.

[0035] In a preferred embodiment according to the invention, the composition comprises or consists of compounds (a), (b), (c) and (d) in ratios by weight of from about 1 :2:1 :1 to about 1 :4:1 :1.

[0036] In a preferred embodiment according to the invention, the composition comprises or consists of compounds (a), (b), (c) and (e) in ratios by weight of from about 1 :2:1 :5 to about 1 :4:1 :10.

[0037] In a preferred embodiment according to the invention, the composition comprises or consists of compounds (a), (b), (c), (d) and (e) in ratios by weight of from about 1 :2:1 :1 :5 to about 1 :4:1 :1:10.

[0038] In a preferred embodiment according to the invention the composition can comprise further fragrance raw materials. Preferably, the composition according to the invention comprises at least two, at least three, at least four, at least five, at least six, at least seven, at least eight, at least nine, at least ten further fragrance raw materials. The composition accordingto the invention may contain any desired combination of fragrance raw materials and resulting notes, formulated to achieve the desired fragrance character.

[0039] Examples of fragrance raw materials which may be part of the composition according to the invention can be found, for example, in S. Arctander, Perfume and Flavor Materials, Vol. I and II, Montclair, N. J. 1969, self-published, or K. Bauer ei a / ., Common Fragrance and Flavor Materials, 4th Edition, Wiley-VCH, Weinheim 2001.

[0040] Specifically mentioned are: Essential Oils and extracts, for example Ambrette Seed Absolue; Amyris Oil; Angelica Root Oil; Apricot Seed Oil; Artemisia Oil; Basil Oil; Bay Oil; Beeswax Abs; Benzoin Resinoid; Bergamot Oil; Boya; Cabreuva Oil; Cade Oil; Cananga Oil Java; Caraway Oil; Cardamom Abs. / Oil; Carrot Seed Oil; Cassia Oil; Cassie Abs. A Egypt; Cassis Abs. Burgundy; Castroreum Abs.; Cedar Leaf Oil; Cedarwood Oil; Cedarwood Oil; Cedarwood Oil Atlas; Celery Seed Oil; Chamomile Oil Blue; Chamomile Oil Roman; Cinnamon Bark Oil; Cinnamon Leaf Oil; Cistus Labdanum Abs.SIS; Cistus Oil; Citronella Oil Formosa / Java; Clary Sage Oil; Clove Bud Oil; Clove Leaf Oil; Coconut Oil; Copaiba Balsam Oil; Coriander Oil; Cumin Oil; Cypress Oil; Cypriol Oil; Davana Oil; Dill Weed Oil; Dynamone; Elemi Oil / Gum; Estragon Oil; Eucalyptus Oil Citriodora; Fennel Oil Sweet; Fir Balsam Abs.; Fucus Abs.; Galbanum Oil; Geranium Oil; Ginger Extract / Oil; Grapefriut Oil White; Guaiac Wood Oil; Gurjun Balsam Oil; Hay Abs; Hydrocarboresin B; Immortelle Abs.; Jasmin Abs.; Jasmin Abs. Sambac; Juniper Berry Oil R.S; Labdanum Abs. / Resinoide; Laurel Noble Leaf Oil FLS; Lavandin Oil; Lavender Oil White; Lemon Oil; Lemon Oil Terpenes; Lemon Oil Winter; Lemongrass Oil; Lentisque Abs.; Lime Oil; Lime Oil Terpenes; Litsea Cubeba Oil; Longoza Oil; Lovage Root Oil; Mace Oil Dist. Low Safrol; Mace Oil; Magnolia Flower Oil; Magnolia Leaf Oil; Mandarin Oil; Marjoram Oil; Mentha Arv. Oil; Mimosa Abs.; Mousse C Abs.; Myrrh Oil; Myrtle Oil; Narcisse Abs.; Neroli Oil; Nutmeg Oil; Olibanum Oil; Opoponax Oil / Resinoid; Orange Flower Abs.; Orange Oil; Origanum Oil; Osmanthus Abs.; Palmarosa Oil; Parsley Leaf Oil; Parsley Seed Oil; Patchouli Oil; Pepper Black Oil; Pepper Oil / Abs. Sichuan Type; Peppermint Oil; Peru Balsam Oil; Petitgrain Bigaeade Abs.; Petitgrain Oil Citronnier; Pimento Leaf Oil; Pine Needle Abs.; Pine Needle Oil; Pink Pepper Leaf Oil; Red Berry Extract; Red Berry Oil; Rose Abs.; Rosemary Oil; Rum CO2 Extract; Sage Officinale Oil Dalm; Sandalwood Oil; Spearmint Oil; Spike Oil ; Star Anise Oil; Styrax Oil; Sweet Almond Oil; Tagetes Oil; Tangerine Cravo Oil Brazil; Tea Tree Oil; Thuja Oil; Thyme Oil; Timut Pepper Oil; Tonka Bean Abs.; Tuberose Abs.; Tumeric Oil ; Turpentine Oil; Vanilla Abs ; Vetiver Oil / Abs; Violet Leaves Abs.; Wheat Bran Abs.; Wormwood Oil; Ylang Ylang Oil und Bestandteile davon sowie isolierte Inhaltsstoffe;

[0041] Alcohols, for example 1 -(2-tert-butylcyclohexyl)oxybutan-2-ol (139504-68-0; Amber core); 2,6-di-tert-butyl-p -creso I (128-37-0; BHT Ionol); (Z)-3-methyl-5 -(2,2,3-trimethyl-1 - cyclopent-3-enyl)pent-4-en-2-ol (67801 -20-1; Ebanol); 4-methyl-2-(2-methylpropyl)oxan-4-ol (63500-71 -0; Florosa / Pyranol); [(1 R,2S)-1 -methyl-2-[[(1 R,3S,5S)-1,2,2-trimethyl-3- bicyclo[3.1.0]hexanyl]methyl]cyclopropyl]methanol (198404-98-7; Javanol); (3R)-1 -[(1 R,6S)- 2,2,6-trimethylcyclohexyl]hexan-3-ol; (3S)-1 -[(1 R,6S)-2,2,6-trimethylcyclohexyl]hexan-3-ol (70788-30-6; Norlimbanol); 3-methyl-5-phenylpentan-1-ol (55066-48-3; Phenoxanol); (E)-3,3- dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1 -yl)-4-penten-2-ol (107898-54-4; Polysantol); 3- methyl-5-(2,2,3-trimethylcyclopent-3-en-1 -yl)pentan-2-ol (1471313-03-7; 65113-99-7;Sandalore); (2E)-2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1 -yl)-buten-1-ol + 2-ethyl-4-(2,2,3- trimethyl-3-cyclopenten-1 -yl)-2-buten-1 -ol (106185-75-5; 28219-61-6; Sandranol); (E)-4- methyldec-3-en-5-ol (81782-77-6; Undecavertol); 3-[5,5,6-Trimethylbicyclo[2.2.1]hept-2- yl]cyclohexan-1-ol (70955-71 -4; Sandela); hexan-1 -ol; octan-1 -ol; decan-1 -ol; dodecan-1 -ol; Borneol; Isoborneol; Citronellol; L-Citronellol; Dihydro Eugenol; Dihydro Myrcenol; Dimethyl Benzyl Carbinol; Ethyl Linalool; Eugenol; Geraniol; Cis-3-Hexenol; Isobornyl Cyclohexanol; Linalool; Nerolidol; Phenylethyl alcohol; Phenylethyl Dimethyl Carbinol; Phenylpropyl Alcohol; Propenyl Guaethol; Sulfurol; alpha-Terpineol; Tetrahydro Linalool; Thymol;

[0034] Aldehydes, for example 2,6,10-trimethylundec-9-enal (141 -13-9; Adoxal; Farenal); alpha-,3,3-trimethyl-cyclohexanemethanolformate (25225-08-5; Aphermate); 4-(1, 1 - dimethylethyl)-benzenepropanal (18127-01 -0; Bourgeonal); 6-methoxy-2,6-dimethyloctanal (929253-05-4; Calypsone); 4-methoxy-.alpha.-methyl-benzenepropanal (5462-06-6; Canthoxal); oc,2,2,6-tetramethylcyclohexenebutanal (65405-84-7; Cetonal); 8,8-dimethyl- 1,2,3,4,5,6,7,8-octahydro-2-naphthaldehyde + 1,2,3,4,5,6,7,8-octahydro-5,5-dimethyl-2- naphthalenecarboxaldehyde (68991 -96-8; 68991-97-9; Cyclomyral); 4-(octahydro-4,7- methano-5H-inden-5-ylidene butanal (30168-23-1; Dupical); 4,8-dimethyl-4,9-decadienal (71077-31 -1; Floral Super); 3-(4-ethylphenyl)-2,2-dimethylpropanal + 3-(2-ethylphenyl)-2,2- dimethylpropanal (67634-15-5; 67634-14-4; Florazon); beta-methyl-3-(1 -methylethyl)- benzenepropanal (12509-85-5; Florhydral); methylenedioxyphenyl-methylpropanal (1205-17- 0; Helional); oc,4-dimethylbenzenepropanal (41496-43-9; Jasmorange, Satinaldehyde); (Z,E)- 2,4-dimethyl cyclohex-3-ene-1-carbaldehyde (68039-49-6; 68737-61 -1; Ligustral, Tripalal, Cyclal C, Vertocitral) ; 3-(4-tert-butylphenyl)butanal (80-54-6; Lilial); (1 R)-|3,4-dimethyl-3- cyclohexene-1 -propanal (199445-85-7; Liminal); (4R)-4-(1 -Methylethyl)-1 -cyclohexene-1 - propanal (1378867-81 -2; Lilybelle); (4S)-4-(1 -Methylethyl)-1 -cyclohexene-1-propanal(1378867-82-3; Lilybelle Isomer); 4-(4-Hydroxy-4-methyl-pentyl)-3-cyclohexen-1 - carboxyaldehyde (130066-44-3; Lyral); 6-methyl-1 -8-yl-methyleth l-bicyclo[2.2.2]oct-5-ene-2- carboxaldehyde (67845-30-1; Maceal); (±)-2,6-Dimethyl-5-heptenal (106-72-9; Melonal); (E)- 2,6,10-trimethylundeca-5,9-dienal (54082-68-7; Oncidal); 6,6-Dimethyl-2-norpinene-2- propionaldehyde (33885-51-7; Pinoacet aldehyde); 1 -methyl-4-(4-methyl-3- pentenyl)cyclohex-3-ene-1 -carboxaldehyde + 6,6-dimethyl-2-norpinene-2-propionaldehyde (119652-81-2; 52475-86-2; Precyclemone B); 3-phenylbutanal (16251 -77-7; Trifernal); octahydro-5-methoxy-4,7-methano-1 H-indene-2-carboxaldehyde (86803-90-9; Scentenal); rel-(3aR,4R,5R,7R,7aR)-octahydro-4,7-methano-1 H-indene-5-carboxaldehyde (145374-28-3; Ventral); 4-(4-methyl pent-3-enyl) cyclohex-3-ene-1 -carbaldehyde (37677-14-8; Vertomugal); Hexanal; Heptanal; Octanal; 2-Nonen-1-al; Nonanal; Decanal; Undecenal; 2-Methyldecanal; 10- Undecenal; Undecanal; Dodecanal; 2-Methylundecanal; Anisic Aldehyde; Benzaldehyde; Citral; Citronella I; Cinnamaldehyde; Cuminic Aldehyde; Cyclamen aldehyde; Dihydrocitronellal; trans- 2-dodecanal; Ethyl Vanillin; Geranial; Heliotropin / Piperonal; trans-2-hexenal; Alpha-hexyl- cinnamic aldehyde; Hydratropic Aldehyde; Hxdroxy Citronellal; Isocyclocitral;; Methoxycitronellal; Neral; Phenylacetaldehyde; Tangerinal; Cyclamen Homoaldehyde; Vanillin;

[0035] Amines, amides and nitriles, such as for example 3,7-dimethyloct-6-enenitrile (51566- 62-2; Argunitril); (E / Z)-3-methyl-5-phenylpent-2-enenitrile (53243-59-7; 53243-60-0; 93893- 89-1; Citronitrile); 3,7-dimethylnona-2,6-dienenitrile (61792-11 -8; Lemonile); 4-[(3E)-4,8- dimethylnona-3,7-dienyl]pyridine (38462-23-6; Maritima); tridec-2-enenitrile (22629-49-8; Ozonil); 2-cyclohexylidene-2-phenylacetonitrile (10461-98-0; Peonile); Indole;

[0036] Ester, for example cis-2-tert-butylcyclohexyl acetate + (2-tert-butylcyclohexyl) acetate (20298-69-5; 88-41 -5; Argumex HC / LC); ethyl 3-methyl-3-phenyloxirane-2-carboxylate (77- 83-8; Aldehyde C16 so-called); prop-2-enyl 2-cyclohexyloxyacetate (68901 -15-5; Cyclogalbanat); methyl 2,4-dihydroxy-3,6-dimethylbenzoate (4707-47-5; Evernyl); 4- methylpentan-2-yl (E)-but-2-enoate (35206-51 -0; Frutinat); ethyl 2-ethyl-6,6- dimethylcyclohex-2-ene-1 -carboxylate (57934-97-1; 77851 -07-1; Givescone); methyl 3-oxo-2- pentylcyclopentaneacetate (24851 -98-7; Hedione); 2-(1 -(3',3'-dimethyl-1 '-cyclohexyl)ethoxy)- 2-methyl propyl propanoate (141773-73-1; Helvetolide); 3a,4,5,6,7,7a-hexahydro-4,7- methanoinden-6-yl acetate (5413-60-5; Herbalflorat); 3a,4,5,6,7,7a-hexahydro-4,7- methanoinden-6-yl acetate (5413-60-5; Herbalflorat); [(Z)-hex-3-enyl] methyl carbonate (67633-96-9; Leafovert); ethyl 2-methylpentanoate (39255-32-8; Manzanate); 2-[1 -(3,3- Dimethylcyclohexyl)ethoxy]-2-oxoethyl propionate (236391 -76-7; Romandolide); ethyl 2-cyclopent-2-en-1 -ylacetate (15848-49-4; Sultanene); (1 S,2R,5S)-5-methyl-2-(1-methylethyl)- cyclohexanolacetate + [(1 R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]-acetate (29066-34-0; 89-48-5; Symfresh RF / Menthylacetate); 3-hydroxy-2,2,4-trimethylpentyl 2-methylpropanoate (25265-77-4; Symfresh NX); (4-methyl-4-phenylpentan-2-yl)-acetate (68083-58-9; Vertikolacetat); Allyl Amyl Glycolate; Allyl Caproate; Allyl Cyclohexyl Propionate; Allyl Heptoate; Benzyl Acetate; Benzyl Salicylate; Citronellyl Acetate; Dimethyl Benzyl Carbinyl Acetate ;Dimethyl Benzyl Carbinyl Butyrate; Ethyl Butyrate; Ethyl Caproate; Trans / Cis-2,4-Ethyl Decadienoate; Ethyl-2-Methyl Butyrate; Geranyl Acetate; Herbyl Propionate; Cis / Trans-3- Hexenyl Acetate; Cis-3 Hexenyl Acetate; Cis-3 Hexenyl Butyrate; Cis-3-Hexenyl Isobutyrate; Cis- 3-Hexenyl Salicylate; Hexyl Acetate; Hexyl Butyrate; Hexyl Isobutyrate; Hexyl Salicylate; Isoamyl Acetate; Isobornyl Acetate; Isobutyl Acetate; Isoeugenyl Acetate; Linalyl Acetate; Methyl Octin Carbonate; Neryl Acetate; Phenylethyl Butyrate; Phenylethyl Cinnamate; Prenyl Acetate; Styralyl Acetate; Methylanthranilat;

[0037] Ether, for example (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b- octahydro-1 H-benzo[e][1]benzofuran (6790-58-5; Ambroxide); 5-hexyl-4-methyloxolan-2-one (67663-01 -8; Aprifloren); cyclohexadec-2-en-1 -one (2550-59-6; 3100-36-5; 88642-03-9; Aurelione); 3,4-diethyl-2,5-dimethylcyclohex-2-en-1 -one (68845-36-3; Azarbre); 1,3,4,6,7,8- hexahydro-4,6,6,7,8,8-hexamethylcyclopenta(g)-2-benzopyran (1222-05-5; Galaxolide); (2R,4S)-2-methyl-4-propyl-1,3-oxathiane + 2-methyl-4-propyl-1,3-oxathiane (59323-76-1, 261 -699-8; Oxane / Oxanthia; 3,7'-Dimethyl-3,4,4a,5,8,8a-hexahydrospiro-(1,4- methanonaphthalene- 2(1 H),2'-oxirane) (41816-03-9; Rhubofix); Anethol; Lime Oxide; Nerolin Yara Yara; Orange Flower Ether;

[0038] Ketones, for example 7-methyl-3,4-dihydro-2H-1,5-benzodioxepin-3-one (249-320- 4; Calone); 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4H-inden-4-one (251 -649-3; Cashmeran); [3R-(3a,3a|3,6a,7p,8aa)]-octahydro-6-methoxy-3,6,8,8-tetramethyl-1 H-3a,7- methanoazulene + (3R,3aS,6R,7R,8aS)-octahydro-6-methoxy-3,6,8,8-tetramethyl-1 H-3a,7- methanoazulene (19870-74-7; 67874-81 -1; Cedramber); 3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1 H-benzo[e][1]benzofuran (3738-00-9; Cetalox); 1 -(5,5-dimethyl- 1 -cyclohexenyl)pent-4-en-1 -one (56973-85-4; Dynascone, Galbascone); 1 -[bis(2- hydroxypropyl)amino]propan-2-ol; 5-methylhept-2-en-4-one (102322-83-8; 81925-81-7; Filbertone); 4-(4-hydroxyphenyl)butan-2-one (5471 -51 -2; Frambinon); (8E)-cyclohexadec-8- en-1 -one (3100-36-5; Globanone); 4-(2,5,6,6-tetramethylcyclohex-2-enyl)but-3-en-2-one (201 -219-6; Alpha Irone); 1 -(2,3,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl)ethanone (54464-57-2; Iso E Super); cyclohexadecanone (2550-52-9; Isomuscone); 5,5,9,13- tetramethyl-14,16-dioxatetracyclo[11.2.1.01, 10.04, 9]hexadecane (57345-19-4; Ketamber); 5- hexyl-5-methyloxolan-2-one (7011 -83-8; Lactojasmone); (E)-3-methyl-4-(2,6,6-trimethyl-1 - cyclohex-2-enyl)but-3-en-2-one (127-51-5; Methyl Ionone Gamma Coeur); N-1 -(2,6,6- trimethyl-1-cyclohex-2-enyl)pent-1 -en-3-one (1335-46-2; Methyl Ionone Gamma Pure); (5E)- 3-methylcyclopentadec-5-en-1 -one; (5E)-3-methylcyclopentadec-5-en-1 -one (63314-79-4; 82356-51 -2; Muscenone); 3-methylcyclopentadecan-1 -one (541 -91 -3; Muscone); 2-[2-(4- methyl-1 -cyclohex-3-enyl)propyl]cyclopentan-1-one (95962-14-4; Nectaryl); 1 -(3-methyl-1 - benzofuran-2-yl)ethan-1-one (23911 -56-0; Nerolione); octahydro-7-methyl-1,4- methanonaphthalen-6(2H)-one (41724-19-0; Plicatone); 1 -(3,5,5,6,8,8-hexamethyl-6,7- dihydronaphthalen-2-yl)ethanone + 1 -(3,5,5,6,8,8-hexamethyl-6,7-dihydronaphthalen-2- yl)ethanone (1506-02-1; 21145-77-7; Tonalide); 2,2,5-trimethyl-5-pentylcyclopentan-1 -one (65443-14-3; Veloutone); Damascenone; Alpha Damascone; Beta Damascone; Delta Damascone; Beta Dihydro Ionone; Dihydro Jasmone; Ethyl Maltol; Gamma Hexalactone; Alpha Ionone; Beta Ionone; Jasmin Lactone; Jasmolactone CNC; Jasmone Cis; Maltol; Methyl Ionone;

[0039] Lactones, for example 5-heptyloxolan-2-one (104-67-6; Aldehyde C14 So-Called); 5- pentyloxolan-2-one (203-219-1; Aldehyde C18 So-Called); (9Z)-17-oxacycloheptadec-9-en-1 - one (28645-51 -4; Ambrettolide); (12E)-1 -oxacyclohexadec-12-en-2-one + (3E)- oxacyclohexadec-3-en-2-one (111879-80-2; 34902-57-3; Globalide); 16-oxacyclohexadecan-1 - one (106-02-5; Supra Macrolide); Delta Decalactone; Gamma Decalactone; Gamma Octalactone; Rose Oxide High Cis.

[0040] Compositions according to the invention can be adsorbed on a carrier, which ensures both a fine distribution of the fragrances in the product and an additionally controlled release during use. Such carriers can be porous inorganic materials such as light sulfate, silica gels, zeolites, plasters, clays, clay granules, aerated concrete, etc. or organic materials such as wood, cellulose-based substances, sugar, dextrins (e.g. maltodextrin) or plastics such as PVC, polyvinyl acetates or polyurethanes. The resulting combination of compositions according to the invention and carrier substance is also to be understood as a fragrance composition according to the invention.

[0041] Compositions according to the invention can also be microencapsulated, spray-dried, as inclusion complexes or as extrusion products and added in this form to a product to be perfumed, for example.

[0042] If necessary, the properties of the compositions modified in this way can be further optimized by so-called "coating" with suitable materials with a view to a more targeted release of fragrances, for which purpose waxy plastics such as polyvinyl alcohol are preferably used. The resulting products in turn represent perfumed articles according to the invention.

[0043] Compositions according to the invention can advantageously be used in concentrated form, in solutions or in the modified form described above for the production of perfumed articles according to the invention, such as perfume extracts, eau de perfumes, eau de toilettes, aftershave, eau de colognes, pre-shave products, splash colognes and perfumed refreshing towels and the perfuming of acidic, alkaline and neutral cleaning agents such as floor cleaners, window glass cleaners, dishwashing detergents , Bathroom and sanitary cleaners, scouring milk, solid and liquid toilet cleaners, powder and foam carpet cleaners, textile fresheners, ironing aids, liquid detergents, powder detergents, laundry pretreatment agents such as bleaches, soaking agents and stain removers, fabric softeners, laundry soaps, washing tablets, and disinfectants Air fresheners in liquid, gel-like or applied form on a solid carrier, aerosol sprays, waxes and polishes such as furniture polishes, floor waxes, shoe creams and personal care products such as solid and liquid soaps, shower gels, shampoos, shaving soaps, shaving foams, bath oils, cosmetic emulsions of the oil-in-water, of the water-in-oil and of the water-in-oil-in-water type such as, for example, skin creams and lotions, face creams and lotions, sun protection creams and lotions, after-sun creams and lotions, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, after-shave creams and lotions, tanning creams and lotions, hair care products such as hair sprays, hair gels, setting hair lotions , Hair conditioners, permanent and semi-permanent hair dyes, hair shaping agents such as cold waves and hair straighteners, hair lotions, hair creams and lotions, deodorants and antiperspirants such as underarm sprays, roll-ons, deodorant sticks, deodorant creams, products in decorative cosmetics such as eye shadow, nail varnish, Lipsticks, mascara and candles, lamp oils, incense sticks, insecticides, repellants and fuels. Of course, fragrance compositions or perfumed article according to the invention can also be included in cosmetic compositions or household compositions.

[0044] Thus, a further embodiment according to the invention relates to a perfumed article or a cosmetic composition or a household composition comprising the composition according to the invention. Non limiting examples of perfumed articles of the present invention have been provided above. It goes without saying that perfumed articles, household or cosmetic compositions contain other substances that are typical ingredients to them and are notexplicitly mentioned here. As stated above, the composition for masking, inhibiting and / or reducing malodor according to the invention comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen), and(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol).

[0045] In a preferred embodiment according to the present invention, the composition additionally comprises linolal and / or ethylene brassylate. Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen),(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol), and(d) linolal.

[0046] Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen),(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol), and(e) ethylene brassylate.

[0047] Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen),(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol),(d) linolal, and(e) ethylene brassylate.

[0048] It goes without saying that further preferred embodiments listed above, which are not expressly mentioned here, also apply to the perfumed article, cosmetic or household composition of the present invention.

[0049] Another object of the present invention is the use of the composition according to the present invention for masking, inhibiting and / or reducing malodor. As stated above, the composition for masking, inhibiting and / or reducing malodor according to the invention comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen), and(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol).

[0050] In a preferred embodiment according to the present invention, the composition additionally comprises linolal and / or ethylene brassylate. Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen),(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol), and(d) linolal.

[0051] Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen),(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol), and(e) ethylene brassylate.

[0052] Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen),(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol),(d) linolal, and(e) ethylene brassylate.

[0053] It goes without saying that further preferred embodiments listed above, which are not expressly mentioned here, also apply to use of the present invention.

[0054] Another object of the present invention is a method for masking, inhibiting and / or reducing malodor, comprising the steps of(a) providing a malodor masking, inhibiting and / or reducing composition according to the present invention(b) bringing the composition into contact with the malodor or the malodor causing substance(s).

[0055] As stated above, the composition for masking, inhibiting and / or reducing malodor according to the invention comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen), and(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol).

[0056] In a preferred embodiment according to the present invention, the composition additionally comprises linolal and / or ethylene brassylate. Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen),(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol), and(d) linolal.

[0057] Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen),(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol), and(e) ethylene brassylate.

[0058] Preferably, the composition comprises or consists of(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen),(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol),(d) linolal, and(e) ethylene brassylate.

[0059] It goes without saying that further preferred embodiments listed above, which are not expressly mentioned here, also apply to the method of the present invention.

[0060] In the following, the invention is further characterized on the basis of the examples. If not stated otherwise, all percentages are weight percentages.EXAMPLESExample 1Testing of the malodor reducing compounds according to the present invention for their activity against sweat malodor.(a) An artificial sweat malodor was prepared according to the following formula shown in Table 1.(b) To a 4 oz. jar containing a cotton pad was applied 1 pL of the sweat malodor. Immediately following, 100 pL of the blend to be tested was added. The jar was sealed with a lid and allowed to incubate overnight at room temperature. The headspace above the samples in the jar were evaluated by a trained sensory panel. A jar containing the malodor only was used as a reference. Both the fragrance intensity and malodor intensity of each jar were rated on a linear scale of 0 (no odor) - 10 (strongest imaginable odor). As shown in Figure 1, the mean intensity of each sample is reported. All fragrance samples were rated approximately a 5 on the 11 -point scale, indicating no significant difference in intensity between the samples. Figures 2-3 show the malodor reduction values as compared to the sweat malodor only control.Table 1. Artificial sweat malodor compositionChemical Name % (w / w)Isovaleric acid 0.042-Methyl butyric acid 0.04Caproic acid 0.073-Methyl-2-hexenoic acid 0.1Octanoic acid 0.04Nonanoic acid 0.044-Ethyl octanoic acid 0.02Caprinoic acid 0.043-Hydroxy-3-methylhexanoic acid 0.063-Mercapto-3-methyl-1 -hexanol 0.001Undecanoic acid 0.02Butyric acid 0.093-Mercapto-1 -hexanol 0.0017-Octenoic acid 0.05Example 2Testing of the malodor reducing compounds according to the present invention for their activity against trimethylamine (TMA) malodor.(a) To a 4 oz. jar containing a cotton pad was applied 5 pL of a TMA solution (25% w / w in H2O). Immediately following, 10 pL of the blend to be tested was added. The jar was sealed with a lid and allowed to incubate overnight at room temperature. The headspace above the samples in the jar were evaluated by a trained sensory panel. Ajar containing the TMA malodor alone was used as a reference. Both the fragrance intensity and malodor intensity of each jar were rated on a linear scale of 0 (no odor) - 10 (strongest imaginable odor). As shown in Figure 4, the mean fragrance intensity of each sample is reported. The fragranced samples were designed to be iso-intense so a masking effect due to fragrance intensity alone could be ruled out. Figure 5 shows the malodor reduction values as compared to the TMA malodor only control.Example 3Testing of the malodor reducing compounds against cyclohexylamine.(a) To a 4 oz. jar containing a cotton pad was applied 5 pL of a cyclohexylamine solution. Immediately following, 10 pL of the test blend was added. The jar was sealed with a lid and allowed to incubate overnight at room temperature. The headspace above the samples in the jar were evaluated by a trained sensory panel. A jar containing cyclohexylamine malodor alone was used as a reference. Both the fragrance intensity and malodor intensity of each jar were rated on a linear scale of 0 (no odor) - 10 (strongest imaginable odor). As shown in Figure 6, the mean fragrance intensity of each sample is reported. The fragranced samples were designed to be iso-intense so a masking effect due to fragrance intensity alone could be ruled out. Figure 7 shows the malodor reduction values as compared to the cyclohexylamine malodor only control.Example 4Testing of the musty malodor prevention of materials.(a) To a 4 oz. jar containing a cotton swatch was applied 500 pL of a dilute test solution. Immediately following, 500 pL of a musty odor forming inoculant was added. The jar was loosely sealed with a lid and allowed to incubate for 3 days at room temperature. The headspace above the samples in the jar were evaluated by a trained sensory panel at day 1 and again at day 3. A jar containing water plus the inoculant was used as a malodor only reference. Figure 8. shows the mean malodor intensities of test materials at day 1 vs. day 3, showing malodor prevention over time. Figure 9 shows the malodor reduction / prevention percentages at day three, as compared to a malodor only control

Claims

CLAIMS1. A composition for masking, inhibiting and / or reducing malodor, the composition comprising(a) menthyl acetate,(b) 5-(3-methylphenyl)pentan-1-ol (rosaphen), and(c) 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol (timberol).

2. The composition according to claim 1, wherein the composition additionally comprises linolal and / or ethylene brassylate.

3. The composition according to claim 1 and / or claim 2, wherein the composition comprises(a) from about 1 to about 33 weight % of menthyl acetate,(b) from about 1 to about 33 weight % of 5-(3-methylphenyl)pentan-1-ol,(c) from about 1 to about 33 weight % of 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol,(d) from about 0 to about 25 weight % of linolal, and / or(e) from about 0 to about 50 weight % of ethylene brassylate.

4. The composition according to at least one of the preceding claims, wherein the composition comprises(a) from about 1 to about 33 weight % of menthyl acetate,(b) from about 1 to about 33 weight % of 5-(3-methylphenyl)pentan-1-ol,(c) from about 1 to about 20 weight % of 1-(2,2,6-Trimethylcyclohexyl)hexan-3-ol, and(d) from about 1 to about 25 weight % of linolal.

5. The composition according to at least one of the preceding claims, wherein the composition comprises(a) from about 1 to about 33 weight % of menthyl acetate,(b) from about 1 to about 33 weight % of 5-(3-methylphenyl)pentan-1-ol,(C) from about 1 to about 20 weight % of 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol, and(e) from about 25 to about 50 weight % of ethylene brassylate.

6. The composition according to at least one of the preceding claims, wherein the composition comprises(a) from about 5 to about 10 weight % of menthyl acetate,(b) from about 10 to about 20 weight % of 5-(3-methylphenyl)pentan-1-ol,(c) from about 5 to about 10 weight % of 1 -(2,2,6-Trimethylcyclohexyl)hexan-3-ol,(d) from about 5 to about 10 weight % of linolal, and(e) from about 25 to about 50 weight % of ethylene brassylate.

7. The composition according to at least one of the preceding claims, wherein said malodor is selected from the group consisting of female body odors, urine, ammonia,8. The composition according to at least one of the preceding claims, comprising compounds (a), (b) and (c) in ratios by weight of from about 1 :2:1 to about 1 :4:1.

9. The composition according to at least one of the preceding claims, comprising compounds (a), (b), (c) and (d) in ratios by weight of from about 1 :2:1 :1 to about 1 :4:1 :1.

10. The composition according to at least one of the preceding claims, comprising compounds (a), (b), (c) and (e) in ratios by weight of from about 1 :2:1 :5 to about 1 :4:1 :10.

11. The composition according to at least one of the preceding claims, comprising compounds (a), (b), (c), (d) and (e) in ratios by weight of from about 1 :2:1 :1 :5 to about 1 :4:1 :1 :10.

12. A perfumed article, a cosmetic composition or a household composition comprising the composition according to any one of the preceding claims.

13. Use of the composition according to claim 1 for masking, inhibiting and / or reducing malodor.

14. The use according to claim 13, wherein the composition additionally comprises linolal and / or ethylene brassylate.

15. A method for masking, inhibiting and / or reducing malodor, comprising the steps of(a) providing a malodor masking, inhibiting and / or reducing composition according to claim 1,(b) bringing the composition into contact with the malodor or the malodor causing substance(s).

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