Compositions for preventing, reducing or improving aldehydes and ketones emitting odors and their use

Abstract

The present disclosure relates to compositions, typically fragrance compositions, that actively reduce aldehydes and ketones that emit malodors. The present disclosure also relates to the use and method of use of such compositions for preventing, reducing, or ameliorating malodors caused by such aldehydes and ketones that emit malodors.

Description

Technical Field

[0001] Cross - reference to Related Applications This application claims the benefit of priority of European Patent Application No. 22180210.1, filed on June 21, 2022, the entire content of which is hereby incorporated by reference into this specification.

[0002] The present disclosure relates to compositions that actively reduce malodorous aldehydes and ketones, typically fragrance compositions. The present disclosure also relates to the use and method of use of such compositions for preventing or reducing malodors caused by such malodorous aldehydes and ketones.

[0003] Background Art Body odor is an umbrella term for natural odors that originate from the human body. The human body can produce a series of substances that are often decomposed or transformed by natural processes such as auto - oxidation, bacterial action, enzymatic action, etc. The decomposition or transformation of naturally occurring compounds secreted onto the skin often results in compounds with unpleasant odors. In small amounts, such odors may not be noticeable. However, excessive accumulation of such decomposition or transformation products on the skin can cause strong unpleasant odors.

[0004] For example, in some regions of India, many people treat their hair with hair oil and wash their hair only once a week. Due to this routine, some malodorous aldehydes and ketones result from the oxidation of scalp sebum and / or fatty acids derived from hair oil.

[0005] Also, so - called "aging odor" is a characteristic odor that occurs in middle - aged and elderly people as a result of the decomposition of lipid hydroperoxides in the skin, which release malodorous aldehydes, mainly the compound 2 - nonenal (see S. Haze et al, J. Invest. Dermatol. 116:520 - 524 2001), and possibly other lipid oxidation products.

[0006] Body odor can arise not only from a person's skin, hair, or scalp, but also from the person's clothing. While the clothing is being worn, sweat and oils from the wearer's skin can be transferred to and absorbed by the clothing. Through auto-oxidation, bacterial action, or enzymatic action, skin lipids deposited on the fabric can be oxidized to form intermediate hydroperoxides, which can further decompose to release aldehydes and other compounds that emit an unpleasant odor. This can also result in body odor that can be perceived by the wearer and / or people near the wearer.

[0007] Therefore, there is a continuing need for compositions and methods for preventing, reducing, or improving the olfactory perception of malodors resulting from the accumulation of aldehydes and ketones that emit an unpleasant odor on a human or other surface.

[0008] SUMMARY OF THE INVENTION The following aspects of the present disclosure seek to address one or more of the above problems.

[0009] In a first aspect, the present disclosure provides a) an active ingredient comprising at least one 1,3-dicarbonyl compound and optionally at least one basic compound, wherein the amount of the 1,3-dicarbonyl compound is at least 10% by weight, typically at least 20% by weight, more typically at least 30% by weight, based on the total weight of the composition; and b) at least one component selected from the group consisting of a perfume carrier and a perfume base, the at least one component being different from the at least one 1,3-dicarbonyl compound and relates to a fragrance composition.

[0010] In a second aspect, the present disclosure relates to a perfumed consumer product comprising the fragrance composition described herein.

[0011] In a third aspect, the present disclosure relates to the use of an aromatic composition or a scented consumer product described herein for preventing, reducing, or improving aldehydes and ketones that emit odors from target hair, scalp, skin, or any combination thereof.

[0012] In a fourth aspect, the present disclosure relates to the use of an aromatic composition or a scented consumer product described herein for preventing, reducing, or improving aldehydes and ketones that emit odors from any inanimate surface, typically fabrics.

[0013] Mode for Carrying Out the Invention As used herein, the terms "a," "an," or "the" mean "one or more" or "at least one" unless otherwise specified.

[0014] The compositions and methods are described from the perspective of "comprising," "containing," or "including" various components or steps, but the compositions and methods can also "consist essentially of" or "consist of" various components, substances, and steps. As used herein, the term "consist essentially of" is construed to mean including the recited components, substances, or steps, and additional components, substances, or steps that do not materially affect the basic and novel characteristics of the composition or method. In some embodiments, a composition according to an embodiment of the present disclosure that "consists essentially of" the recited components or substances does not include any additional components or substances that would change the basic and novel characteristics of the composition.

[0015] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this specification pertains.

[0016] It should be understood that any numerical range recited herein is intended to include all sub-ranges subsumed therein. For example, the range “1 to 10” is intended to include all sub-ranges between and including the recited minimum value of 1 and the recited maximum value of 10, i.e., all sub-ranges having a minimum value of 1 or more and a maximum value of 10 or less. Since the disclosed numerical ranges are continuous, they include all values between the minimum and maximum values. Unless otherwise specified, the various numerical ranges specified in this application are approximate values.

[0017] As used herein, the terms “about” or “approximately” mean, unless otherwise specified, an acceptable error for a particular value as determined by one of ordinary skill in the art, which depends in part on how the value is measured or determined. In certain embodiments, the terms “about” or “approximately” mean within 1, 2, 3, or 4 standard deviations. In certain embodiments, the terms “about” or “approximately” mean within 50%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0.05% of a given value or range.

[0018] Throughout this disclosure, various publications may be incorporated by reference. To the extent that any language in such incorporated publications conflicts with the language of this disclosure, the language of this disclosure shall control, unless otherwise indicated.

[0019] In a first aspect, the present disclosure provides a) an active ingredient comprising at least one 1,3-dicarbonyl compound and optionally at least one basic compound, wherein the amount of the 1,3-dicarbonyl compound is at least 10% by weight, typically at least 20% by weight, more typically at least 30% by weight, based on the total weight of the composition; and b) at least one component selected from the group consisting of a fragrance carrier and a fragrance base, the at least one component being different from the at least one 1,3-dicarbonyl compound and relates to a fragrance composition.

[0020] While not wishing to be bound by any particular theory, the fragrance compositions described herein utilize Knoevenagel condensations in which at least one 1,3-dicarbonyl compound can form a carbanion that undergoes nucleophilic addition to the carbonyl carbon of an aldehyde or ketone that emits an offensive odor. Following the removal of H2O, an unsaturated condensation product is formed, which has little or no offensive odor.

[0021] The 1,3-dicarbonyl compound is not particularly limited. However, in one embodiment, at least one 1,3-dicarbonyl compound has the formula (I)

Chemical formula

[0022] As used herein, with respect to organic groups where x and y are each integers, “Cx-Cy” means that the group can contain from x to y carbon atoms per group.

[0023] As used herein, the term "alkyl" refers to a monovalent straight-chain or branched saturated hydrocarbon group, more typically a monovalent straight-chain or branched saturated (C1-C 40 ) hydrocarbon group, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, hexyl, 2-ethylhexyl, octyl, decyl, lauryl, hexadecyl, octadecyl, eicosyl, behenyl, tricontyl, and tetracontyl.

[0024] As used herein, the term "alkoxy" refers to a monovalent group represented as -O-alkyl, where the alkyl group is as defined herein. Examples of alkoxy groups include, but are not limited to, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, and tert-butoxy.

[0025] As used herein, the term "aryl" refers to a monovalent unsaturated hydrocarbon group containing one or more 6-membered carbon rings in which the unsaturation can be represented by three conjugated double bonds. Aryl groups include monocyclic aryl and polycyclic aryl. Polycyclic aryl refers to a monovalent unsaturated hydrocarbon group containing a plurality of 6-membered carbon rings in which the adjacent rings may be linked to each other by one or more bonds or divalent bridging groups or may be fused to each other and in which the unsaturation can be represented by three conjugated double bonds. Examples of aryl groups include, but are not limited to, phenyl, anthracenyl, naphthyl, phenanthrenyl, fluorenyl, and pyrenyl.

[0026] Any substituent or group described herein may, in some cases, be substituted at one or more carbon atoms with one or more of the same or different substituents described herein. For example, an alkyl group may further be substituted with an aryl group or another alkyl group. Any substituent or group described herein may also, in some cases, be substituted at one or more carbon atoms with one or more substituents selected from the group consisting of halogen, such as F, Cl, Br, and I; nitro (NO2), cyano (CN), hydroxy (OH), thio (SH), methylthio (SCH3), amino (NH2), carboxyl (COOH), amide (CONH), and the like.

[0027] Exemplary 1,3-dicarbonyl compounds include, but are not limited to, malonic acid, malonic acid esters, acetoacetic acid, acetoacetic acid esters, Meldrum's acid, and the like.

[0028] In one embodiment, R1 and R2 are each independently C1-C6 alkyl or C1-C6 alkoxy.

[0029] In another embodiment, R1 is C1-C6 alkyl, typically ethyl, and R2 is C1-C6 alkoxy, typically ethoxy.

[0030] In yet another embodiment, at least one 1,3-dicarbonyl compound is ethyl acetoacetate.

[0031] Generally, the amount of 1,3-dicarbonyl compound in the fragrance composition is at least 10% by weight, typically at least 20% by weight, more typically at least 30% by weight, based on the total weight of the composition.

[0032] In one embodiment, the amount of at least one 1,3-dicarbonyl compound is 10% to 99% by weight, typically 20% to 99% by weight, more typically 30% to 99% by weight, even more typically 50% to 99% by weight, based on the total weight of the composition.

[0033] The fragrance composition may optionally contain at least one basic compound. Without wishing to be bound by theory, the at least one basic compound activates the acidic hydrogen atom on at least one 1,3-dicarbonyl compound to promote the formation of a carbanion that undergoes nucleophilic addition to the carbonyl carbon of an aldehyde or ketone that emits an offensive odor. In the absence of the basic compound, some odor reduction still occurs, but this is not efficient. Thus, in one embodiment, the fragrance composition contains both at least one 1,3-dicarbonyl compound and at least one basic compound.

[0034] The basic compound can be any compound that can form a stabilized carbanion that reacts with an aldehyde and / or ketone that emits an offensive odor by deprotonating the acidic proton between the two carbonyl groups of the 1,3-dicarbonyl compound. Suitable basic compounds include, but are not limited to, alkali metal salts and alkaline earth metal salts of hydroxides, carbonates, bicarbonates, phosphates, dihydrogen phosphates, hydrogen phosphates, sulfates, and hydrogen sulfates; and amines.

[0035] The amount of the at least one basic compound is not particularly limited. In one embodiment, the amount of the basic compound is present in an amount of 0 wt% to 50 wt%, typically 0.1 wt% to 40 wt%, more typically 0.5 wt% to 30 wt%, and even more typically 1 wt% to 10 wt% based on the total weight of the fragrance composition.

[0036] In one embodiment, the at least one basic compound is a compound represented by formula (II)

Chemical formula

[0037] Exemplary compounds represented by formula (II) include, but are not limited to, primary, secondary, and tertiary amines, carbocyclic amines, amino acids, etc.

[0038] The pKa of the basic compound is not particularly limited, but the pKa may be considered to optimize the catalytic efficiency. In one embodiment, at least one basic compound has a pKa > 9.

[0039] In one embodiment, at least one basic compound is selected from the group consisting of pyrrolidine, ethanolamine, diethylamine, triethylamine, tributylamine, piperidine, alanine, proline, dimethylalkylamine, diethanolalkylamine, and mixtures thereof. One or more basic compounds can be used in any combination. As used herein, dimethylalkylamine refers to a compound represented by formula (II) wherein R4 and R5 are each methyl and R3 is a C8-C 16 alkyl group, e.g., C8, C 10 , C 12 , C 14 , or C 16 alkyl group. Similarly, diethanolalkylamine refers to a compound represented by formula (II) wherein R4 and R5 are each an OH-substituted ethyl group and R3 is a C8-C 16 alkyl group, e.g., C8, C 10 , C 12 , C 14 , or C 16 alkyl group.

[0040] In some embodiments, at least one basic compound is selected from the group consisting of ethanolamine, diethylamine, tributylamine, piperidine, alanine, proline, dimethylalkylamine, diethanolalkylamine, and mixtures thereof.

[0041] The weight ratio of at least one 1,3-dicarbonyl compound to at least one basic compound is not particularly limited. In one embodiment, the weight ratio of at least one 1,3-dicarbonyl compound to at least one basic compound is from 50:50 to 99:1, typically from 80:10 to 95:5, more typically from 85:15 to 95:5.

[0042] In some embodiments, the weight ratio of at least one 1,3-dicarbonyl compound to at least one basic compound is from 60:40 to 99:1, typically from 85:15 to 98:2.

[0043] Compositions according to the present disclosure include at least one component selected from the group consisting of a fragrance carrier and a fragrance base, and the at least one component is different from at least one 1,3-dicarbonyl compound.

[0044] As used herein, "fragrance carrier" refers to a material that is substantially neutral from the perspective of fragrance production, i.e., a material that does not significantly alter the sensory properties of the fragrance components. The carrier may be liquid or solid. Exemplary liquid carriers include, but are not limited to, emulsion systems, i.e., solvent and surfactant systems, or solvents typically used in fragrance production. A comprehensive description of the nature and types of solvents commonly used in fragrance production may not be possible. However, suitable solvents include glycols such as propylene or butylene glycol; glycerol; dipropylene glycol and its monoethers, 1,2,3-propanetriyl triacetate, dimethyl glutarate, dimethyl adipate, 1,3-diacetyloxypropane-2-yl acetate, diethyl phthalate, isopropyl myristate, rosin resins (such as Abalyn® available from Eastman), benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethanol, triethyl citrate, and mixtures thereof; as well as naturally derived solvents such as glycerol and vegetable oils such as palm oil, sunflower oil, linseed oil, and mixtures thereof, but are not limited thereto.

[0045] The solid carrier is a material to which the fragrance composition, or some elements of the fragrance composition, can be chemically or physically bonded. Generally, such solid carriers are used to stabilize the composition or to control the evaporation rate of the composition or some of its components. The solid carriers are those currently used in the art, and a person skilled in the art knows how to achieve the desired effect. Suitable solid carriers include, but are not limited to, absorbent gums or polymers or inorganic materials such as porous polymers, cyclodextrins, dextrins, maltodextrins, wood-based materials, organic or inorganic gels, clays, gypsum, talc, or zeolites.

[0046] Other suitable solid carriers include encapsulating materials. Examples of such materials are wall-forming materials and plasticizing materials such as glucose syrup, natural or modified starch, hydrophilic colloids, cellulose derivatives, polyvinyl acetate, polyvinyl alcohol, proteins or pectin, vegetable gums such as gum acacia (arabic gum), urea, sodium chloride, sodium sulfate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, carbohydrates, sugars such as sucrose, monosaccharides, disaccharides, and polysaccharides, and derivatives such as chitosan, starch, cellulose, carboxymethyl methylcellulose, methylcellulose, hydroxyethyl cellulose, ethyl cellulose, propyl cellulose, polyol / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol, and isomalt, polyethylene glycol (PEG), polyvinyl pyrrolidone (PVP), polyvinyl alcohol, acrylamide, acrylates, polyacrylic acid and related maleic anhydride copolymers, amine-functional polymers, vinyl ethers, styrene, polystyrene sulfonate, vinyl acids, ethylene glycol-propylene glycol block copolymers, vegetable gums, gum acacia, pectin, xanthan, alginate, carrageenan, citric acid or any water-soluble solid acid, fatty alcohols or fatty acids, and mixtures thereof may be included.

[0047] Other suitable encapsulation materials are described in reference texts known to those skilled in the art, such as H. Scherz, Hydrokolloide: Stabilisatoren, Dickungs- und Geliermittel in Lebensmitteln, Band 2 der Schriftenreihe Lebensmittelchemie, Lebensmittelqualität, Behr’s Verlag GmbH & Co., Hamburg, 1996. Encapsulation is a process well-known to those skilled in the art and can be carried out, for example, by using techniques such as spray drying, agglomeration, or extrusion; or it consists of coating encapsulation such as coacervation and complex coacervation techniques.

[0048] As other exemplary solid carriers, core-shell capsules having resins of the aminoplast, polyamide, polyester, polyurethane, or polyurea type, and mixtures thereof, which are produced by using phase separation induced by techniques well-known to those skilled in the art, such as polymerization, interfacial polymerization, coacervation, or combinations thereof, optionally in the presence of a polymer stabilizer or a cationic copolymer, are mentioned.

[0049] The resin can be produced by polycondensation of an aldehyde (e.g., formaldehyde, 2,2-dimethoxyethanal, glyoxal, glyoxylic acid, or glycolaldehyde, and mixtures thereof) with amines such as urea, benzoguanamine, glycoluril, melamine, methylol melamine, methylated methylol melamine, guanazole, and mixtures thereof. In addition, pre-formed resins such as alkylated polyamines, for example, those commercially available under the trademarks Urac® (origin: Cytec Technology Corp.), Cymel® (origin: Cytec Technology Corp.), Urecoll®, or Luracoll® (origin: BASF) can also be used.

[0050] As other suitable resins, there are those produced by polycondensation of polyols such as glycerol, and polyisocyanates, for example, trimers of hexamethylene diisocyanate, trimers of isophorone diisocyanate or xylylene diisocyanate, or biurets of hexamethylene diisocyanate, or trimers of xylylene diisocyanate with trimethylolpropane (commercially available as Takenate (registered trademark) by Mitsui Chemicals, Inc.). Among them, trimers of xylylene diisocyanate with trimethylolpropane and biurets of hexamethylene diisocyanate are preferred.

[0051] The encapsulation of flavors by polycondensation of amino resins, namely melamine-based resins, with aldehydes is well-known in the art. Relevant publications include, but are not limited to, K. Dietrich et al. Acta Polymerica, 1989, vol. 40, pages 243, 325, and 683, and 1990, vol. 41, pages 91, and U.S. Patent No. 4,396,670 issued on August 2, 1983. General knowledge in encapsulation technology is very important and cannot be comprehensive. More recent suitable publications disclosing the appropriate use of such microcapsules are represented, for example, by the article of K. Bruyninckx and M. Dusselier, ACS Sustainable Chemistry & Engineering, 2019, vol. 7, pages 8041 - 8054. This publication is incorporated herein by reference.

[0052] The fragrance base is a composition containing at least one fragrance auxiliary component. According to the present disclosure, the fragrance auxiliary component is different from at least one 1,3-dicarbonyl compound and is a compound used for the main purpose of imparting a hedonic effect, that is, imparting or modulating an odor. In other words, such an auxiliary component must be recognized by those skilled in the art as being able to not only have an odor but also positively or pleasantly impart or modify the odor of the composition in order to be considered a fragrance auxiliary component. In some embodiments, the fragrance auxiliary component may impart additional benefits beyond modifying or imparting an odor, such as persistence, blooming, malodor neutralization, antibacterial effect, antiviral effect, microbial stability, or pest control.

[0053] The nature and type of the fragrance auxiliary components present in the base do not warrant a more detailed description here and are not comprehensive in any case. Those skilled in the art can select them based on general knowledge according to the intended use, or application and the desired sensory stimulation effect. Generally speaking, the fragrance auxiliary components belong to various chemical classifications such as alcohols, lactones, esters, ethers, acetates, nitriles, terpenoids, nitrogen or sulfur heterocyclic compounds, and essential oils, and the fragrance auxiliary components may be of natural origin or synthetic origin. Suitable fragrance auxiliary components typically include compounds known to release various types of fragrance compounds in a controlled manner, which are typically known as pro-fragrances or pro-aromatics.

[0054] The fragrance base according to the present disclosure is not limited to the above-mentioned fragrance auxiliary components, and many other suitable auxiliary components are listed in references known to those skilled in the art, such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more recent version, which is incorporated herein by reference.

[0055] For a composition containing both a perfume carrier and a perfume base, suitable perfume carriers other than those previously specified may include ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (available from Exxon Chemical), glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (available from Dow Chemical Company), or hydrogenated castor oil such as that known under the trademark Cremophor® RH 40 (available from BASF).

[0056] The fragrance composition may optionally contain at least one fragrance adjuvant.

[0057] At least one fragrance adjuvant is a component that can impart additional benefits such as color, specific lightfastness, chemical stability, etc. While a detailed description of the nature and types of adjuvants commonly used in fragrance compositions is not inclusive, it must be mentioned that the said components are well-known to those skilled in the art.

[0058] Exemplary fragrance adjuvants include, but are not limited to, viscosity agents (e.g., surfactants, thickeners, gelling and / or rheology modifiers), stabilizers (e.g., preservatives, antioxidants, heat / light and / or buffer or chelating agents such as BHT), colorants (e.g., dyes and / or pigments), preservatives (e.g., antibacterial, antimicrobial, or anti-irritant agents), abrasives, skin coolants, fixatives, insect repellents, emollients, vitamins, and mixtures thereof.

[0059] A fixative, also known as a "modulator", is an agent that has the ability to affect the odor of a composition incorporating the modulator, particularly the evaporation rate and intensity, in a manner that can be perceived over time by an observer or user as compared to the same perception in the absence of the modulator. In particular, the modulator makes it possible to extend the time during which the fragrance is perceived. Suitable modulators include, but are not limited to, methyl glucoside polyol; ethyl glucoside polyol; propyl glucoside polyol; isocetyl alcohol; PPG-3 myristyl ether; neopentyl glycol diethylhexanoate; sucrose laurate; sucrose dilaurate, sucrose myristate, sucrose palmitate, sucrose stearate, sucrose distearate, sucrose tristearate, disodium hyaluronate disaccharide, sodium hyaluronate, propylene glycol propyl ether; dicetyl ether; polyglycerin-4 ether; isocetes-5; isocetes-7, isocetes-10; isocetes-12; isocetes-15; isocetes-20; isocetes-25; isocetes-30; disodium lauroamphodipropionate; hexaethylene glycol monododecyl ether; and mixtures thereof; neopentyl glycol diisononanoate; cetearyl ethylhexanoate; panthenol ethyl ether, DL-panthenol, N-hexadecyl n-nonanoate, octadecyl n-nonanoate, pro-fragrance, cyclodextrin, encapsulation, and any combination thereof.

[0060] The fragrance compositions according to the present disclosure can be prepared according to any method known to those skilled in the art. A person skilled in the art can, by applying the standard knowledge and concepts known to those skilled in the art and by utilizing routine optimization methodologies, mix the above-described components to reach the desired fragrance composition and thus perfectly design an optimal formulation for the desired effect.

[0061] In a second aspect, the present disclosure relates to a consumer product containing a fragrance and comprising the fragrance composition described herein.

[0062] As consumer products containing fragrance: - Perfumes, such as fine fragrance, splash, eau de toilette, eau de parfum, cologne, shaving lotion or aftershave lotion; - Fabric care products, such as liquid or solid detergents, detergent tablets, detergent bars, detergent pastes, detergent pouches, liquid fabric softeners, fabric softener sheets, fabric scent boosters, pre-wash treatments, fabric fresheners, ironing water, or laundry bleaches, - Hair care products, such as shampoos, hair conditioners, such as rinse-off conditioners or leave-on conditioners; hair creams, hair oils, hair styling products, such as sprays, mousses, or gels; hair coloring products, or hair permanent wave products; - Skin care products, such as face creams, body-face creams, face lotions, shaving products (which may be in the form of foams, creams, gels, or oils), body and / or hand products (which may be in the form of lotions, creams, gels, or oils), skin firming products, depilatory agents, talcum powders, foot care creams, or lotions, baby wipes, cleansing wipes, moisturizing wipes, sunburn or sun protection products (which may be in the form of sprays, lotions, creams, or oils), foot / hand care products, makeup, vanishing creams; - Skin cleansing products, such as bar soaps, shower gels, liquid hand soaps, bath foams, shower or bath mousses, oils or gels; body scrubs, sanitary products, or intimate wash products; - Body deodorant or antiperspirant products, such as body deodorant sprays, roll-on deodorants, deodorant sticks, deodorant creams, antiperspirant sprays, antiperspirant sticks, roll-on antiperspirants, antiperspirant sticks, or antiperspirant creams; - Nail products; - Home care products, such as disinfectants, mold removers, furniture care products, hard surface wipes, dishwashing detergents, hard surface cleaners, leather care products, or car care products are possible.

[0063] In one embodiment, the consumer product containing a fragrance is a hair care product selected from the group consisting of shampoo, rinse-off conditioner, and leave-on conditioner.

[0064] In another embodiment, the consumer product containing a fragrance is a skin care and / or skin cleansing product selected from the group consisting of body cream, face cream, body-face cream, shower gel, solid soap, and body scrub.

[0065] The amount of the fragrance composition used in the consumer product containing a fragrance is not particularly limited. However, in one embodiment, the amount of the fragrance composition is 0.25 wt% to 5 wt%, typically 0.50 to 2 wt%, more typically 0.75 wt% to 1.5 wt% based on the total amount of the consumer product containing a fragrance.

[0066] The amount of at least one 1,3-dicarbonyl compound in the consumer product containing a fragrance is not particularly limited. In one embodiment, the amount of at least one 1,3-dicarbonyl compound is 0.01 wt% to 4 wt%, typically 0.05 wt% to 2 wt%, more typically 0.1 wt% to 1.5 wt% based on the total amount of the consumer product containing a fragrance.

[0067] The amount of at least one basic compound in the consumer product containing a fragrance is not particularly limited. However, in one embodiment, the amount of at least one basic compound is 0.0001 wt% to 2 wt%, typically 0.0025 wt% to 1 wt%, more typically 0.0025 wt% to 0.5 wt%, even more typically 0.02 wt% to 0.3 wt% based on the total amount of the consumer product containing a fragrance.

[0068] In a third aspect, the present disclosure relates to the use of an aromatic composition or a scented consumer product described herein for preventing, reducing, or improving aldehydes and ketones that emit odors from the hair, scalp, skin, or any combination thereof of interest.

[0069] The use of an aromatic composition or a scented consumer product described herein for preventing, reducing, or improving aldehydes and ketones that emit odors from the hair, scalp, skin, or any combination thereof of interest can be achieved using methods known to those skilled in the art. In one suitable method, the method includes applying an aromatic composition or a scented consumer product described herein to the hair, scalp, skin, or any combination thereof of interest, typically a human. In one embodiment, the method includes massaging an aromatic composition or a scented consumer product described herein into the hair or scalp of the subject.

[0070] In a fourth aspect, the present disclosure relates to the use of an aromatic composition or a scented consumer product described herein for preventing, reducing, or improving aldehydes and ketones that emit odors from any inanimate surface.

[0071] Odors can originate from inanimate surfaces such as cloth and textiles used in clothing, bedding, upholstery, etc. due to the transfer of sweat, lipids, and / or oils from the user's skin. Through auto-oxidation, bacterial action, or enzymatic action, the sweat, lipids, and / or oils deposited on the surface can be oxidized to intermediate hydroperoxides, which can further decompose to release aldehydes and other compounds that emit odors. In a suitable method for reducing aldehydes and ketones that emit odors from any inanimate surface, the method includes contacting an aromatic composition or a scented consumer product described herein with the inanimate surface.

[0072] In some embodiments, particularly in middle-aged and elderly individuals, the decomposition of lipid hydroperoxides on the skin releases aldehydes that emit an unpleasant odor, mainly the compound 2-nonenal. Thus, in one embodiment of the use described above, the aldehydes that emit an unpleasant odor include 2-nonenal.

[0073] The compositions, products, uses, and methods according to the present disclosure are further illustrated by the following non-limiting examples.

[0074] Example 1. Analytical Reduction of Aldehydes and Ketones from Scalp Malodor In this example, scalp malodor reconstruction was used to represent scalp malodor. The components of scalp malodor reconstruction are shown in Table 1.

[0075] [Table 1]

[0076] A mixture of scalp malodor reconstruction, ethyl acetoacetate, and various basic compounds was prepared according to Table 2 below. The amounts of each component are expressed in parts by weight.

[0077] [Table 2]

[0078] Each mixture was stirred until homogeneous and left at room temperature for 2 hours. When the reaction was complete, a color change from red-orange to yellowish was observed.

[0079] Scalp malodor reconstruction alone (Comparative Example C1) and Mixtures A - I were analyzed by gas chromatography combined with mass spectrometry, GC-MS. 1 g of the product was placed in a 20 ml solid-phase microextraction SPME vial, and the decomposition of aldehydes and ketones was measured from the headspace of the mixture.

[0080] The analysis was performed at room temperature by GC-MS (GC Agilent 5975 B) using the SPME method (sample 1 g / column DB-1ms, length 30 m × I.D 25 mm × film 0.25 μm / helium flow rate 1.2 ml / min, pressure 80.5 Kpa / split 20 / 60 °C for 2 minutes, up to 250 °C at 7 °C / min).

[0081] The amounts of scalp malodor components remaining in mixtures A - I are shown in Tables 3a and 3b below and are expressed as wt% relative to the weight of the starting scalp malodor reconstruction.

[0082] [Table 3-1]

[0083] [Table 3-2]

[0084] The GC-MS analysis results show that sample A containing only ethyl acetoacetate (without basic compounds) and samples (B, D, F, H) containing only basic compounds can already reduce the levels of aldehydes and ketones present in scalp malodor. However, for the best effect on aldehyde C9, a significantly better reduction of both aldehydes and ketones is obtained by the combination of ethyl acetoacetate and basic compounds, and it was confirmed that the best results are achieved with ethanolamine as the basic compound. In this reaction, the basic compound enhances the efficiency of the reaction between the active substance and the malodorous aldehydes and ketones.

[0085] Example 2. Olfactory evaluation The samples prepared according to Example 1 were evaluated olfactorily from jars by a panel of 5 experts. A rating scale of 1 - 7 was used (1 = no malodor / / 7 = very strong malodor). The results of the olfactory evaluation are reported in Table 4 below.

[0086] [Table 4]

[0087] It has been demonstrated that the perception of scalp malodor is reduced by using either ethyl acetoacetate alone (A) or a basic compound alone (B, D, F, H). However, the combination of ethyl acetoacetate and a basic compound was far superior (C vs. A and B and C1, E vs. A and D and C1, G vs. A and F and C1, I vs. A and H and C1).

[0088] Therefore, the analysis results in Table 3 follow the olfactory evaluation summarized in Table 4.

[0089] Example 3. Efficiency of Reducing Scalp Malodor Tests of mixtures of ethyl acetoacetate and ethanolamine at various concentrations were carried out to determine the optimal efficiency for reducing scalp malodor. For scalp malodor reconstruction (Table 1), several mixtures of ethyl acetoacetate and ethanolamine were prepared and the amounts of each component were varied. The mixtures were stirred until homogeneous and left at room temperature for 2 hours. When the reaction was complete, a color change from orange-red to yellowish was observed. The samples and component amounts are summarized in Table 5 below. The amounts are expressed in parts by weight.

[0090]

Table 5

[0091] Samples J - S were analyzed by GC-MS according to the procedure described in Example 1. The results are summarized in Table 6-1 and Table 6-2 below. The amounts of scalp malodor components remaining in mixtures J - S are expressed as wt% relative to the weight of the initial scalp malodor reconstruction.

[0092]

Table 6-1

[0093]

Table 6-2

[0094] It was observed that a decrease in the dosage of ethyl acetoacetate, an active compound, or ethanolamine, a basic compound, resulted in a decrease in aldehydes and ketones emitting scalp odor.

[0095] Comparing the results obtained with 0.9% vs. 0.1% ethyl acetoacetate in the final application, it was observed that 0.1% ethyl acetoacetate had a lower reduction in the concentration of aldehydes and ketones emitting odor. A reduction in aldehydes and ketones from scalp odor was still observed, but to a lesser extent. The concentration of the remaining aldehydes changed little, while the concentration of the remaining ketones increased significantly (Sample C vs. S).

[0096] Comparing the results obtained with 0.1% vs. 0.005% ethanolamine in the final application, it was observed that 0.005% ethanolamine had less impact on the reduction of aldehyde and ketone concentrations. A reduction in aldehydes and ketones from scalp odor was still evident, but to a lesser extent, especially for the reduction of benzaldehyde. The concentration of the remaining aldehyde C9 changed little, the concentration of the remaining ketones increased slightly, and the concentration of the remaining benzaldehyde increased significantly (Sample C vs. L).

[0097] Example 4. Leave-on conditioner A leave-on hair conditioner composition was prepared using the components and amounts summarized in Table 7 below.

[0098]

Table 7

[0099] Before adding guar, sodium EDTA was dissolved in water with stirring until completely dispersed. Paraffin was added and the mixture was stirred until it became slightly creamy. Genamin CTAC was added and the mixture was stirred until well homogenized. Next, the mixture was heated to 75 °C. While stirring, Phase C was added and then the mixture was cooled to 40 °C. Phase D was added to the container and the mixture was stirred until a homogenized mixture was obtained. The mixture began to emulsify. While emulsifying the mixture, Phase E and Phase F were added. The emulsification process was continued until a cream was obtained. The mixture was cooled to 35 °C and a preservative was added. Emulsification was maintained until the product reached the appropriate viscosity. A mixture of ethyl acetoacetate / ethanolamine (90 / 10) was prepared and applied at 0.50% in the leave-on conditioner.

[0100] 0.1 g of this leave-on conditioner was applied onto a hair swatch (0.5 g / 8 cm × 1 cm), and the hair swatch was gently massaged between two fingers until the product was fully absorbed by the hair. Next, the same hair swatch was soiled with 0.050 g of scalp malodor reconstruction (Table 1) diluted at 1% in isopropyl myristate. After gently massaging the hair swatch between two fingers until the product was fully absorbed by the hair, it was cut into three pieces and placed into a 20 ml SPME vial. The vial containing the hair swatch was closed and left at room temperature for 24 hours to allow the reaction to occur, and then analyzed by GC-MS according to the procedure described in Example 1. This procedure was carried out on three hair swatches and the average results are reported in Table 8. The amount of scalp malodor components remaining on the hair swatch is expressed as wt% relative to the weight of the scalp malodor reconstruction at the start.

[0101]

Table 8

[0102] The measured values summarized in Table 8 indicate that a leave-on conditioner containing 0.45% ethyl acetoacetate and 0.05% ethanolamine had a very good effect on reducing aldehydes and ketones present during scalp malodor reconstruction when deposited on the hair. A reduction of almost half of the aldehyde and ketone concentrations was measured. Furthermore, among the aldehydes and ketones present during scalp malodor reconstruction, aldehyde C9 and methylheptenone were most efficiently reduced.

[0103] Example 5. Rinse-off conditioner Using the components and amounts summarized in Table 9 below, a rinse-off conditioner composition was prepared.

[0104]

Table 9

[0105] The components of Phase A were mixed until a homogeneous mixture was obtained. The tyrosin was completely dissolved. Next, the mixture was heated to 70 - 75°C. The components of Phase B were combined and melted at 70 - 75°C. Next, the components of Phase B were added to Phase A with good stirring and mixing was continued until cooled to 60°C. Next, the components of Phase C were added with stirring and continuously mixed until the mixture was cooled to 40°C. The pH was adjusted to 3.5 - 4.0 with a citric acid solution. A mixture of ethyl acetoacetate / ethanolamine (90 / 10) was prepared and applied at 0.50% in the rinse-off conditioner.

[0106] 0.1 g of this leave - in conditioner was applied onto a hair swatch (0.5 g / 8 cm×1 cm), and the hair swatch was gently massaged between two fingers until the product was fully absorbed by the hair. Then, it was immersed three times (3 times in, 3 times out) in a beaker filled with 200 ml of warm water. Next, it was immersed again in the same beaker and gently moved back and forth and in each direction three times. The same rinse protocol was repeated with a second beaker filled with 200 mL of warm water. Excess water was wrung out from the hair swatch between two fingers. The same hair swatch was soiled with 0.050 g of scalp malodor reconstitution (Table 1) diluted to 1% in isopropyl myristate. After gently massaging the hair swatch between two fingers until the product was fully absorbed by the hair, it was cut into three pieces and placed in a 20 - ml SPME vial. The vial containing the hair swatch was closed and left at room temperature for 24 hours to allow the reaction to occur, and then analyzed by GC - MS according to the procedure described in Example 1. This procedure was performed on three hair swatches, and the average results were reported in Table 10. The amount of scalp malodor components remaining on the hair swatch was expressed as wt% relative to the weight of the initial scalp malodor reconstitution.

[0107]

Table 10

[0108] The measured values summarized in Table 10 indicate that a leave - in conditioner containing 0.45% ethyl acetoacetate and 0.05% ethanolamine had a positive effect on the reduction of aldehydes and ketones present in the scalp malodor reconstitution when deposited on the hair. A reduction of nearly one - third in the aldehyde and ketone concentrations was measured. Furthermore, among the aldehydes and ketones present in the scalp malodor reconstitution, aldehyde C9 and methyl heptenone were reduced most efficiently.

[0109] Example 6. Shampoo Composition A pearl shampoo composition was prepared using the components and amounts summarized in Table 11 below.

[0110]

Table 11

[0111] A premix having guar hydroxypropyltrimonium chloride and polyquaternium-10 was added to water and sodium EDTA tetrasodium while mixing. Once the mixture became homogeneous, NaOH was added. Next, the Phase C components were added and the mixture was heated to 75 °C. The Phase D components were added and mixed until homogeneous. Heating was stopped and the temperature of the mixture was lowered to room temperature. At 45 °C, the components of Phase E were added while mixing. The final viscosity was adjusted with 25% NaCl solution and the pH 5.5 - 6 was adjusted with 10% NaOH solution. A mixture of ethyl acetoacetate / ethanolamine (90 / 10) was prepared and applied at 0.50% in the pearl shampoo.

[0112] 0.1 g of this shampoo was applied onto a hair swatch (0.5 g / 8 cm × 1 cm) and the hair swatch was gently washed between two fingers until the product was sufficiently foamed. Then, it was immersed three times (3 times in, 3 times out) in a beaker filled with 200 ml of warm water. Next, it was immersed again in the same beaker and gently moved three times in each direction, back and forth. The same rinse protocol was repeated with a second beaker filled with 200 mL of warm water. Excess water was wrung out from the hair swatch between two fingers. The same hair swatch was soiled with 0.050 g of scalp malodor reconstruction diluted at 1% in isopropyl myristate (Table 1). The hair swatch was gently massaged between two fingers until the product was sufficiently absorbed by the hair, then cut into three pieces and placed in a 20 ml SPME vial. The vial containing the hair swatch was closed and left at room temperature for 24 hours to allow the reaction to occur, and then analyzed by GC-MS according to the procedure described in Example 1. This procedure was carried out on three hair swatches and the average results are reported in Table 12 below. The amount of scalp malodor components remaining on the hair swatch is expressed as wt% relative to the weight of the scalp malodor reconstruction at the start.

[0113]

Table 12

[0114] The measured values summarized in Table 12 indicate that a shampoo containing 0.45% ethyl acetoacetate and 0.05% ethanolamine had a slight but positive effect on the reduction of aldehydes and ketones present during scalp malodor reconstruction when deposited on the hair. A reduction of less than 20% in aldehyde and ketone concentrations was measured. Furthermore, among the aldehydes and ketones present during scalp malodor reconstruction, aldehyde C9 and methylheptenone were most efficiently reduced.

[0115] Example 7. Olfactory Evaluation A mixture of ethyl acetoacetate / ethanolamine (90 / 10) was incorporated into hair care applications at various concentrations (0.1 wt%, 0.3 wt%, and 0.5 wt%) to form sample T-AB.

[0116] Hair swatches (10 g / 20 cm × 7 cm) were pretreated with 1 g of each sample T-AB and then soiled with 0.50 g of scalp malodor reconstruction (Table 1) diluted to 1% in isopropyl myristate using the same protocol as described in Examples 4, 5, and 6. Next, the hair swatches were evaluated olfactorily by a panel of 5 experts. A rating scale of 1 - 7 was used (1 = no malodor / / 7 = very strong malodor). The results of the olfactory evaluation are reported in Table 13 below.

[0117]

Table 13

[0118] As shown in Table 13, the perception of scalp malodor was reduced by using different hair care applications containing a mixture of ethyl acetoacetate and ethanolamine. The best performance against scalp malodor was obtained when the hair was pretreated with a leave-on conditioner containing a mixture of ethyl acetoacetate and ethanolamine, followed by a rinse-off conditioner, and then a shampoo.

[0119] Ethyl acetoacetate at a concentration of 0.45% in combination with 0.05% ethanolamine in leave-on conditioner application (Sample V) showed optimal performance against aldehydes and ketones emitting malodor from the scalp. The malodor reduction was clearly perceptible olfactorily, and the delta of the reference scalp malodor intensity to the scalp malodor intensity of Sample V was 5.

[0120] Example 8. Fragrance Composition Two fragrances were prepared. One fragrance (Fragrance A) contained neither 1,3-dicarbonyl compounds nor basic compounds, while one fragrance (Fragrance B) contained 51% ethyl acetoacetate and 2% ethanolamine. To avoid side reactions between ethyl acetoacetate and / or ethanolamine in the fragrance and other components, the fragrance was designed to contain no aldehydes (0.00%) and a very low level of ketones (1.6%). The fragrance compositions are shown in Table 14 below.

[0121]

Table 14

[0122] A 1:1 mixture of Fragrance A with scalp malodor reconstruction and a 1:0.47 mixture of Fragrance B (Table 1) were prepared to obtain Sample AC and Sample AD.

[0123] According to the compositions of fragrance A and fragrance B, sample AC contained neither 1,3-dicarbonyl compounds nor basic compounds, while sample AD contained ethyl acetoacetate and ethanolamine. These samples were stirred until homogeneous and left at room temperature for 2 hours. When the reaction was complete, a color change from red-orange to yellowish color was observed. 1 g of each sample was weighed into a 20 ml SPME vial, and the decomposition of aldehydes and ketones present in scalp malodor was measured from the headspace by GC-MS using the analytical method described previously. The analysis results are shown in Table 15. The amounts of scalp malodor components remaining in samples AC and AD are expressed as wt% relative to the weight of the initial scalp malodor reconstruction.

[0124]

Table 15

[0125] The measured values summarized in Table 15 indicate that a fragrance containing 51% ethyl acetoacetate and 2% ethanolamine significantly reduced aldehydes and ketones in scalp malodor.

[0126] Example 9. Olfactory Evaluation of Hair Swatches Fragrance A and fragrance B were used at the same dosage in various hair care applications to form samples AC - AD (Table 16). Hair swatches (10 g / 20 cm × 7 cm) were pretreated with 1 g of samples AC - AD and then soiled with 0.50 g of scalp malodor reconstruction diluted to 1% in isopropyl myristate (Table 1) using the same protocol as described in Example 7. The hair swatches (10 g / 20 cm × 7 cm) were evaluated olfactorily by a panel of 5 experts. A rating scale of 1 - 7 was used (1 = no malodor / / 7 = very strong malodor). The results of the olfactory evaluation are reported in Table 16.

[0127]

Table 16

[0128] In hair care applications containing fragrance A (without activator), the perception of scalp malodor had already been reduced, but in hair care applications containing fragrance B (with activator), it was confirmed that the performance against scalp malodor was far superior.

[0129] When the hair was pretreated with a leave-on conditioner containing fragrance B, followed by a rinse-off conditioner, and then shampoo, the best performance against scalp malodor was obtained.

[0130] Fragrance B applied at 0.5% in the leave-on conditioner showed the best performance against aldehydes and ketones emitting malodor from the scalp (Sample AC).

[0131] The reduction of malodor was clearly perceptible olfactorily, and the delta of the scalp malodor intensity standard for Sample AC was 6 (after 6 hours).

[0132] Example 10. Analytical reduction of trans-2-nonenal from "elderly malodor" A mixture of trans-2-nonenal, ethyl acetoacetate, and ethanolamine ("Product A") was prepared (100 parts by weight of trans-2-nonenal, 90 parts by weight of ethyl acetoacetate, and 10 parts by weight of ethanolamine). The mixture was stirred until homogeneous and left at room temperature for 2 hours. When the reaction was complete, a color change from red-orange to yellowish was observed.

[0133] The "elderly malodor" reconstitution (trans-2-nonenal), as well as the mixture with ethyl acetoacetate and ethanolamine, was analyzed by GC-MS. 1 g of the product was placed in a 20 ml SPME vial, and the decomposition of trans-2-nonenal was measured from the headspace of the mixture.

[0134] The analysis was carried out at room temperature by GC-MS (GC Agilent 5975 B) using the SPME method (1 g of sample / column DB-1ms, length 30 m × I.D 25 mm × film 0.25 μm / helium flow rate 1.2 ml / min, pressure 80.5 Kpa / split 20 / 60 °C for 2 minutes, up to 250 °C at 7 °C / min).

[0135] The amount of residual malodor was measured by GC-MS and was 18.29% by weight relative to the weight of the "elderly malodor" reconstruction at the start. This result indicates that the mixture of ethyl acetoacetate and ethanolamine (90:10) significantly reduced trans-2-nonenal.

[0136] The samples were evaluated olfactorily from the jars by a panel of 5 experts. An evaluation scale of 1 - 7 was used (1 = no malodor / / 7 = very strong malodor). The results of the olfactory analysis are reported in Table 17 below.

[0137]

Table 17

[0138] Also, the malodor reduction was clearly perceptible olfactorily (Table 17), and the delta of the elderly malodor intensity standard for Product A was 5.5.

[0139] Example 11. Body lotion composition A body lotion composition was prepared using the components and amounts summarized in Table 18 below.

[0140]

Table 18

[0141] Phase A and Phase B were heated separately to 70 - 75 °C. After adding Phase A to Phase B, a vacuum was applied. The mixture was stirred and cooled to 55 °C with stirring at room temperature (RT) for 15 minutes.

[0142] The mixture was cooled to room temperature, and when it reached a temperature of 45°C, phenoxyethanol (and) piroctone olamine were added. The mixture was stirred for 5 minutes, and sodium carbomer was added. The mixture was stirred for 3 minutes. Next, stirring was stopped for 15 minutes. When the temperature of the mixture reached 30°C, stirring was turned on again for another 15 minutes until the cream was uniform, shiny, and free of lumps. If necessary, the pH was adjusted to 6.70 - 7.20 with Glydant, Phenonip, or Nipaguard PO5, or the pH was adjusted to 6.30 - 7.00 with Nikkoguard.

[0143] Example 12. Evaluation of Body Lotion Composition A 0.1% dilution of trans - 2 - nonenal ("elderly body odor") in MIP was used as the malodor standard.

[0144] A mixture of ethyl acetoacetate and ethanolamine was weighed using a ratio of 90%:10% and applied to the body lotion composition according to Example 11 at a dosage of 0.3%.

[0145] 0.40 g of water was uniformly sprayed onto two small wool swatches (11 cm × 6 cm, 1.00 g) (one for the malodor standard ("Sample A") and one for the body lotion ("Sample B")). Next, using a pipette, 0.25 g of the malodor standard was uniformly distributed in the center of each swatch. The wool swatches were rubbed 10 times and maintained on a hot plate at 32°C for 15 minutes. After 15 minutes, 0.6 g of the body lotion containing the active substances (acetate and ethanolamine) was uniformly applied onto the active Sample B swatch.

[0146] The Swatch was maintained on a hot plate at 32 °C for an additional 15 minutes to dry it. Next, two wool Swatches, the malodor reference sample A and the active sample B were placed in separate 20 ml SPME vials and left at room temperature for 2 hours. After 2 hours, the decomposition of trans-2-nonenal, as determined by the presence of residual trans-2-nonenal, was measured by GC-MS from the headspace of the Swatch.

[0147] The analysis was performed at room temperature by GC-MS (GC Agilent 5975 B) using the SPME method (sample 1 g / column DB-1ms, length 30 m × I.D 25 mm × film 0.25 μm / helium flow rate 1.2 ml / min, pressure 80.5 Kpa / split 20 / 60 °C for 2 minutes, 7 °C / min to 250 °C).

[0148] The GC-MS analysis was repeated after 24 hours. The results of these analyses are reported in Table 19 below.

[0149]

Table 19

[0150] The measured values summarized in Table 18 indicate that a mixture of ethyl acetoacetate and ethanolamine (90:10) significantly reduced the presence of trans-2-nonenal when applied at 0.3% in the body lotion.

[0151] The samples were evaluated olfactorily from the jars by a panel of 5 experts. A rating scale of 1 - 7 was used (1 = no malodor / / 7 = very strong malodor). The results of the olfactory analysis are reported in Table 20 below.

[0152]

Table 20

[0153] In addition, the reduction of malodor was sufficiently recognized olfactorily (Table 20), and the delta of the elderly malodor intensity standard for Sample B after 24 hours was 4.5.

[0154] The disclosed subject matter is described with reference to specific details of particular embodiments. Such details are not intended to be construed as limitations on the scope of the disclosed subject matter except as included in the scope of the appended claims.

[0155] Accordingly, the exemplary embodiments described herein are well adapted to attain the recited objects and advantages, as well as those inherent herein. The specific embodiments disclosed above are merely illustrative, as the exemplary embodiments described herein may be modified and practiced in different but equivalent manners apparent to those skilled in the art having the benefit of the teachings herein. Further, except as otherwise recited in the following claims, it is not intended to limit the details of construction or design shown herein. Accordingly, the specific exemplary embodiments disclosed above may be varied, combined, or modified, and all such variations are considered to be within the scope and spirit of the exemplary embodiments described herein. It is apparent that the exemplary embodiments described and exemplified herein may be practiced appropriately in the absence of any element and / or any optional element not specifically disclosed herein.

Claims

1. a) an active ingredient comprising at least one 1,3-dicarbonyl compound and at least one basic compound, wherein the amount of the 1,3-dicarbonyl compound is at least 20% by weight, more typically at least 30% by weight, of the total weight of the composition; and b) At least one component selected from the group consisting of fragrance carriers and fragrance bases, which is different from the at least one 1,3-dicarbonyl compound. A fragrance composition containing the following:

2. The aforementioned at least one 1,3-dicarbonyl compound is of formula (I) 【Chemistry 1】 It is a compound represented by, During the ceremony, R １ and R ２ are each independently H, OH, C １ to C ２０ alkyl, typically C １ to C １０ alkyl, more typically C １ to C ６ alkyl, or C １ to C ２０ alkoxy, typically C １ to C １０ alkoxy, more typically C １ to C ６ alkoxy, or R １ and R ２ Together, they form a five-membered or six-membered carbon ring, which may be interrupted by one or more heteroatoms; where R １ and R ２ In some cases, halogens, aryls, alkoxys, CNs, NOs ２ ,OH,SH,SCH ３ NH ２ COOH, and CONH ２ The fragrance composition according to claim 1, which may contain one or more substituents selected from the group consisting of the following.

3. The fragrance composition according to claim 1, wherein the at least one 1,3-dicarbonyl compound is ethyl acetoethyl acetate.

4. The fragrance composition according to claim 1, wherein the amount of the at least one 1,3-dicarbonyl compound is 10% to 99% by weight, typically 20% to 99% by weight, more typically 30% to 99% by weight, and even more typically 50% to 99% by weight, based on the total weight of the fragrance composition.

5. The fragrance composition according to claim 1, wherein the amount of the basic compound is present in an amount of 0% to 50% by weight, typically 0.1% to 40% by weight, more typically 0.5% to 30% by weight, and even more typically 1% to 10% by weight, based on the total weight of the fragrance composition.

6. The aforementioned at least one basic compound is of formula (II) 【Chemistry 2】 A compound or salt thereof represented by, During the ceremony, R ３ H, aryl, C １ ~C ２０ Alkyl, typically C １ ~C １０ Alkyl, more typically C １ ~C ６ Alkyl, or CHR ａ COOR ｂ And here, R ａ and R ｂ These are H and C, which are independent of each other. １ ~C ２０ Alkyl, typically C １ ~C １０ Alkyl, more typically C １ ~C ６ It is alkyl; R ４ and R ５ These are H, Ayl, and C, respectively, independently. １ ~C ２０ Alkyl, typically C １ ~C １０ Alkyl, more typically C １ ~C ６ alkyl, or CHR ａ COOR ｂ And here, R ａ and R ｂ These are H and C, which are independent of each other. １ ~C ２０ Alkyl, typically C １ ~C １０ Alkyl, more typically C １ ~C ６ It is alkyl; or R ４ and R ５ They come together to form a five- or six-membered carbon ring, which may be interrupted by one or more heteroatoms; Here, R ３ , R ４ , and R ５ In some cases, halogens, aryls, alkoxys, CNs, NOs ２ ,OH,SH,SCH ３ NH ２ COOH, and CONH ２ The fragrance composition according to claim 1, which may contain one or more substituents selected from the group consisting of the following.

7. The fragrance composition according to claim 1, wherein the at least one basic compound has a pKa > 9 and is typically selected from the group consisting of pyrrolidine, ethanolamine, diethylamine, triethylamine, tributylamine, piperidine, alanine, proline, dimethylalkylamine, diethanolalkylamine, and mixtures thereof.

8. The fragrance composition according to claim 1, wherein the weight ratio of the at least one 1,3-dicarbonyl compound to the at least one basic compound is 50:50 to 99:1, typically 80:10 to 95:5, and more typically 85:15 to 95:

5.

9. A consumer product containing fragrance, comprising the fragrance composition described in claim 1.

10. The fragranced consumer product according to claim 9 is a fragrance, a fabric care product, a hair care product, a skin care product, a skin cleansing product, a body deodorant or antiperspirant product, a nail product, or a home care product; typically, a hair care product selected from the group consisting of shampoos, rinse-off conditioners, and leave-on conditioners.

11. The fragranced consumer product according to claim 9, wherein the fragranced consumer product is a skincare and / or skin cleansing product selected from the group consisting of body cream, face cream, body-face cream, shower gel, bar soap, and body scrub.

12. The amount of the at least one 1,3-dicarbonyl compound is 0.01% to 4% by weight, typically 0.05% to 2% by weight, more typically 0.1% to 1.5% by weight, relative to the total amount of the flavored consumer product, according to claim 9.

13. The amount of the at least one basic compound is 0.0001% to 2% by weight, typically 0.0025% to 1% by weight, more typically 0.0025% to 0.5% by weight, and even more typically 0.02% to 0.3% by weight, relative to the total amount of the flavored consumer product, according to claim 9.

14. Use of the fragrance composition according to claim 1 or the fragrance-containing consumer product according to claim 9 for preventing, reducing, or improving aldehydes and ketones that emit unpleasant odors, typically originating from human hair, scalp, skin, or any combination thereof, or from any inanimate surface, typically fabric.

15. The use according to claim 14, wherein the aldehyde emitting the aforementioned malodorous odor includes 2-nonenal.

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