Improved fragrance compositions containing sulfur-containing pro-fragrance compounds

JP2024537974A5Pending Publication Date: 2025-10-27FIRMENICH SA
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Patent Information

Application Number
JP2024518091
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2021-10-20
Filing Date
2022-10-20
Publication Date
2025-10-27

AI Technical Summary

Technical Problem

Perfume compositions containing sulfur-containing pro-fragrances face issues with the oxidation of these compounds leading to the formation of hydrogen sulfide, which results in an unpleasant odor, particularly in consumer products like fabric conditioners and shower gels, and the use of traditional scavengers and preservatives like benzisothiazolin-3-one is under regulatory pressure.

Method used

A perfume composition comprising at least 19% by weight of a sulfur-containing pro-fragrance compound that promotes the formation of hydrogen sulfide, combined with specific perfume raw materials and encapsulation in core-shell microcapsules to minimize odor release.

Benefits of technology

The solution effectively reduces the formation and release of hydrogen sulfide odor in consumer products, maintaining a pleasant fragrance while avoiding the use of regulated preservatives.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention relates to a fragrance composition comprising at least one fragrance raw material and at least one sulfur-containing pro-fragrance compound, the fragrance composition not comprising more than 19% by weight of the fragrance raw material promoting the formation of hydrogen sulfide from the sulfur-containing pro-fragrance. The present invention further relates to a method for preparing such a fragrance composition, as well as to a consumer product comprising the fragrance composition according to the present invention.
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Description

[Technical field]

[0001] The present invention relates to a fragrance composition comprising at least one fragrance raw material and at least one sulfur-containing pro-fragrance compound, the fragrance composition not comprising more than 19% by weight of the fragrance raw material promoting the formation of hydrogen sulfide from the sulfur-containing pro-fragrance. The present invention further relates to a method for preparing such a fragrance composition, as well as to a consumer product comprising the fragrance composition according to the present invention.

[0002] 2. Background of the Invention Fragrance compositions containing sulfur-containing profragrances are widely used in the fragrance industry. However, there is a risk that at least a portion of the sulfur-containing profragrances in the fragrance composition will be oxidized to form hydrogen sulfide, which has an unpleasant odor comparable to that of rotten eggs.

[0003] In perfume oils that contain one or more sulfur-containing professional fragrances, some attempts have been made to reduce the formation of hydrogen sulfide.In one approach, the unpleasant perception of hydrogen sulfide is prevented by adding a scavenger molecule to the fragrance composition that can capture the hydrogen sulfide that is formed.For example, triethanolamine is often used as a hydrogen sulfide scavenger molecule that can capture hydrogen sulfide by forming odorless salt.

[0004] However, when perfume compositions containing sulfur-containing professional fragrances are incorporated into consumer products such as home or personal care products, the above-mentioned hydrogen sulfide scavenging concept no longer works well. In particular, in acidic consumer products such as fabric conditioner formulations or shower gels, the trapped hydrogen sulfide may be released again from the scavenger molecules, leading to the formation of an unpleasant rotten egg odor in the final consumer product.

[0005] For this reason, preservatives such as benzoisothiazolin-3-one (BIT), methylchloroisothiazolinone (CIT), or methylisothiazolinone (MIT) are often added to consumer products to reduce the formation and / or release of hydrogen sulfide in the consumer products. However, such preservatives have recently come under regulatory pressure and may need to be removed from such consumer products in the near future.

[0006] In view of the above, there is a need to find alternative and / or improved solutions to the above problems with regard to the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds in perfume compositions and consumer products, respectively.

[0007] In the context of the present invention, it has surprisingly been found that some perfume raw materials contained in a perfume composition other than one or more sulfur-containing professional fragrance compounds promote the release of hydrogen sulfide from said one or more sulfur-containing professional fragrance compounds.The present invention is therefore directed to perfume compositions in which such disadvantageous perfume raw materials are in limited amounts in order to reduce the formation of hydrogen sulfide from the sulfur-containing professional fragrance compounds.

[0008] Detailed Description The present invention relates to a fragrance composition comprising at least one fragrance raw material and at least one sulfur-containing pro-fragrance compound, the fragrance composition not comprising more than 19% by weight of the fragrance raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance.

[0009] A "fragrance composition" is to be understood as a composition that is liquid at about 20° C. and capable of imparting a hedonic effect, i.e., a composition to be considered as a fragrance composition must be recognized by those skilled in the fragrance art as not merely imparting an odor, but as being capable of imparting or modifying the olfactory perception in a positive or pleasant way.

[0010] According to the present invention, the fragrance composition comprises at least one sulfur-containing pro-fragrance compound.

[0011] A properfume, or profragrance, is a compound that is able to release one, two or three perfume compounds, also called PRMs (perfume raw materials), by external action, and to extend the perfuming effect of the PRMs. This results in the release of the perfume raw materials from the properfume compound by (chemical) cleavage of the properfume compound. Typically, the properfume itself has low volatility and is ideally (almost) odorless. Properfumes can advantageously be characterized by a vapor pressure of less than 0.01 Pa, as obtained by calculation using the software EPIwin v.3.10 (2000, available from the US Environmental Protection Agency). According to one embodiment, the vapor pressure is less than 0.001 Pa. Properfumes may also advantageously be characterized by a molecular weight of more than 270, even more than 300, or even more than 350. The terms "proferfume" or "professional fragrance" have their usual meaning in the art, as reported, for example, in A. Herrmann, Angew. Chem. Int. Ed., 2007, 46, pp. 5836-5863.

[0012] The external action that leads to the cleavage of the proparfume compounds may be light. By "light" we mean any form of electromagnetic radiation, not limited to any particular wavelength. The release of PRMs from such proparfume compounds is usually more effective with shorter wavelengths (higher energy input).

[0013] Cleavage of certain proparfume compounds can also be induced by air / oxygen, whereby PRMs can be released from the proparfume compounds by oxidation in the presence of air (ambient air) or oxygen.

[0014] Additionally, PRMs may be released from certain propargyric compounds by heat, where "heat" means any input of energy caused by an increase in temperature.

[0015] Additionally, PRMs may be released by moisture from certain propurfume compounds. Such propurfume compounds may exhibit chemical bonds that are susceptible to water-induced cleavage and therefore may be cleaved in the presence of water. In some cases, cleavage may be induced and / or promoted at certain pH values.

[0016] Additionally, PRMs may be released from certain propurfume compounds upon exposure to enzymes, which may exhibit chemical bonds that can be efficiently cleaved in the presence of enzymes.

[0017] In some cases, PRM may be released from certain propurfume compounds based not only on one type of release mechanism, but on two or more of the above types simultaneously, e.g., air / oxygen and moisture release.

[0018] According to the invention, since the fragrance composition comprises at least one sulfur-containing pro-fragrance compound, said sulfur-containing pro-fragrance compound carries the risk of forming unpleasant hydrogen sulfide upon oxidation of said compound.

[0019] In certain embodiments, the fragrance composition comprises one, two, three, four or more sulfur-containing professional fragrance compounds. Preferably, the fragrance composition comprises one or two sulfur-containing professional fragrance compounds. More preferably, the fragrance composition comprises one sulfur-containing professional fragrance compound.

[0020] In certain embodiments, the sulfur-containing pro-fragrance compound has the formula: [ka] [In the formula, a) w represents an integer from 1 to 10,000; b) n represents 1 or 0; c) m represents an integer from 1 to 6; d) P represents a hydrogen atom or a group which is prone to form an odoriferous α,β-unsaturated ketone, aldehyde or carboxylic acid ester and has the formula: [ka] [wherein the wavy line indicates the position of the bond between the P and S; R 1 is a hydrogen atom, a C1-C6 alkoxy group, or a C1-C 15 represents a linear, cyclic, or branched alkyl, alkenyl, or alkadienyl group, optionally substituted with 1 to 4 C1 to C4 alkyl groups; R 2 , R 3 , and R 4 are each independently a hydrogen atom, an aromatic ring, or a C1-C 15 represents a linear, cyclic or branched alkyl, alkenyl or alkadienyl group, optionally substituted with a C1-C4 alkyl group; or a group R 1 ~R 4 two or three of these are bonded to each other and have 5 to 20 carbon atoms, and the group R 1 , R 2 , R 3 , or R 4 forms a saturated or unsaturated ring containing the carbon atom to which is attached, which ring is optionally substituted with a C1-C8 linear, branched or cyclic alkyl or alkenyl group; with the proviso that at least one of the groups P is of formula (II) as defined above. Represented by; e) G represents a polyvalent group (having a valence of m+1) derived from a cyclic, linear, alicyclic, or branched alkyl group having 1 to 22 carbon atoms, a cyclic, linear, alicyclic, or branched alkenyl group, a phenyl group, an alkylphenyl group, or an alkenylphenyl hydrocarbon group, the hydrocarbon group being optionally substituted and containing 1 to 10 functional groups selected from the group consisting of halogens, alcohols, ethers, esters, ketones, aldehydes, carboxylic acids, thiols, thioethers, amines, quaternary amines, and amides; and f) Q represents a hydrogen atom (in which case w=1 and n=1) or a polymer or copolymer selected from the group consisting of poly(alkylimines), peptides (e.g., lysine), or a polysaccharide selected from the group consisting of cellulose, cyclodextrin, and starch, or a cationic quaternized silicon polymer, or further represented by the formulae A-1), A-2), A-3), B-1), B-2), C-1), C-2), and C-3): [ka] [wherein the oblique line indicates the position of the bond between the monomer unit and G; Y is an oxygen atom, a sulfur atom, or NR 7 Represents the group; o, p, q, r, s, t, u, and v all represent, independently of one another, fractions between 0 and 1, such that o+p+q=1, r+s=1, and t+u+v=1, provided that either o or p, and r and t are not 0; R 6 represents a hydrogen atom or a side chain from a natural or unnatural amino acid, such as glycine, alanine, phenylalanine, arginine, histidine, lysine, aspartic acid, glutamic acid, cysteine, methionine, glutamine, asparagine, threonine, serine, leucine, isoleucine, valine, tyrosine, or tryptophan; R 7 are simultaneously or independently a hydrogen atom or a C1-C 16 represents a hydrocarbon group; R 8may be used simultaneously or independently of one another. - a hydrogen atom or a halogen atom; - a C1-C6 hydrocarbon group, optionally containing 1 to 4 heteroatoms selected from the group consisting of oxygen and sulfur atoms; - Expression COOR * [In the formula, R * is a C1-C alkyl group containing hydrogen atoms and optionally 1-30 oxygen atoms 60 a carboxylic acid group, which represents an alkyl or alkenyl group; - OR 7 Group or COR 7 Group; or - Pyrrolidone units linked by nitrogen atoms represents; and M represents a hydrogen atom, an alkali metal ion, or an alkaline earth metal ion. represents a polymer or random copolymer derived from monomer units selected from the group consisting of: It is of the following.

[0021] The expression "perfuming α,β-unsaturated ketones, aldehydes or carboxylic acid esters" used in the definition of P is understood to mean α,β-unsaturated ketones, aldehydes or carboxylic acid esters that are recognized by those skilled in the art to be used as perfuming ingredients in perfumery. Generally, said perfuming α,β-unsaturated ketones, aldehydes or carboxylic acid esters are compounds having between 8 and 20 carbon atoms, or even more preferably between 10 and 15 carbon atoms.

[0022] Likewise, it is not possible to provide an exhaustive list of currently known odoriferous compounds, which can be used to synthesize and subsequently release compounds of formula (I) as defined above. However, preferred examples include: α-damascone, β-damascone, γ-damascone, δ-damascone, α-ionone, β-ionone, γ-ionone, δ-ionone, β-damascenone, 2-methyl-1-(2,6,6-trimethylcyclohex-3-en-1-yl)but-2-en-1-one, 1-[6-ethyl-2,6-dimethyl-3-cyclohexen-1-yl]-2-buten-1-one, 3 ... -5-propyl-2-cyclohexen-1-one, 2-methyl-5-(1-propen-2-yl)-2-cyclohexen-1-one, 2,5-dimethyl-5-phenyl-1-hexen-3-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 3,7-dimethylocta-2,6-dienal, 8-methyl-α-ionone or 10-methyl-α-ionone, 2-octenyl 1-(2,2,3,6-tetramethylcyclohexyl)but-2-en-1-one, 4-(2,2,3,6-tetramethylcyclohexyl)but-3-en-2-one, 2-cyclopentadecen-1-one, 4,4a-dimethyl-6-(1-propen-2-yl)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone, cinnamaldehyde, 2,6,6-trimethylspiro[bicyclo [3.1.1]heptane-3,1'-cyclohexane]-2'-en-4'-one, ethyl 2,4-deca-dienoate, ethyl 2-octenoate, methyl 2-octenoate, methyl 2-nonenoate, ethyl 2,4-undecadienoate, 4-methylpent-3-en-2-one, oct-2-en-4-one, and methyl 5,9-dimethyl-2,4,8-decatrienoate.

[0023] In certain embodiments, P is represented by the formulas (P-1) to (P-14): [ka] [In the formula, the wavy line has the meaning given above, the dotted line represents a single or double bond, R a is a hydrogen atom or a methyl group, and R b represents a hydrogen atom, a hydroxyl group, a methoxy group, or a C1-C4 linear or branched alkyl group; R c represents a hydrogen atom or a C1-C4 linear or branched alkyl group. A group selected from the group consisting of: is represented in any one of its isomeric forms.

[0024] In certain embodiments, P has the formula: [ka] [In the formula, the wavy line has the meaning given above, the dotted line represents a single or double bond, R a is a hydrogen atom or a methyl group. represents a group selected from the group consisting of:

[0025] In certain embodiments, P represents a group selected from the group consisting of formulae (P-1), (P-2), (P-1)', (P-2)', (P-3), (P-7), (P-13), (P-14) or (P-14)' as defined above. It is preferred that P represents a group selected from the group consisting of formulae (P-1), (P-1)', (P-2), (P-2)', (P-3) or (P-14)' as defined above.

[0026] In certain embodiments, G may represent a divalent cyclic, linear, or branched alkyl, alkenyl, alkanedienyl, or alkylbenzene hydrocarbon group having 1 to 22 carbon atoms, optionally substituted, and containing 1 to 10 functional groups selected from the group consisting of ethers, esters, ketones, aldehydes, carboxylic acids, thiols, thioethers, amines, quaternary amines, and amides.

[0027] In certain embodiments, G represents a divalent linear or branched alkyl hydrocarbon group having 1 to 22 carbon atoms, said hydrocarbon group being optionally substituted and containing 1 to 5 functional groups selected from the group consisting of ethers, esters, ketones, aldehydes, carboxylic acids, thiols, thioethers, amines, quaternary amines, and amides.

[0028] In certain embodiments, G represents a divalent linear or branched alkyl hydrocarbon group having 2 to 15 carbon atoms, said hydrocarbon group being optionally substituted and containing 1 to 2 functional groups selected from the group consisting of ethers and esters.

[0029] In certain embodiments, G represents a divalent linear alkyl hydrocarbon group having 3 to 15 carbon atoms, said hydrocarbon group being optionally substituted and containing one ester functional group.

[0030] In certain embodiments, G represents a divalent linear alkyl hydrocarbon group having 3 to 14 carbon atoms.

[0031] In certain embodiments, Q represents a hydrogen atom or a copolymer comprising at least one repeat unit of formula B-1 as defined above.

[0032] In certain embodiments, Q represents a hydrogen atom or a copolymer comprising at least one repeat unit of formula B-1 and at least one repeat unit of formula B-2.

[0033] In certain embodiments, R 7 are simultaneously or independently a hydrogen atom, or C 1-3 It represents an alkyl group. Preferably, R 7 simultaneously or independently represent a hydrogen atom or a methyl or ethyl group. More preferably, R 7 simultaneously or independently represent a hydrogen atom or a methyl group.

[0034] In certain embodiments, the propurfume compound is defined by formula (I) above, wherein - w=1, n=1, m=1, - P represents a group that is prone to generate odoriferous α,β-unsaturated ketones and aldehydes, and has the formula: [ka] [In the formula, R 2 , R 3 , and R 4 are each independently a hydrogen atom, C6-C 10 Aromatic ring, or C1-C 15 represents a linear, cyclic or branched alkyl, alkenyl or alkadienyl group, optionally substituted with a C1-C4 alkyl group; or a group R 1 ~R 4 two or three of the R 1 , R 2 , R 3 , or R 4 forms a saturated or unsaturated ring containing the carbon atom to which is attached, which ring is optionally substituted with a C1-C8 linear, branched, or cyclic alkyl or alkenyl group. Represented by; - G represents a divalent group derived from a cyclic, linear or branched alkyl, alkenyl, phenyl, alkylphenyl or alkenylphenyl hydrocarbon group having 2 to 8 carbon atoms, optionally containing 1 or 2 oxygen, sulfur and / or nitrogen atoms; Q is a group represented by the formula B-1) [wherein R 7 is C1~C 16 represents a hydrocarbon group], or a random copolymer.

[0035] In certain embodiments, the sulfur-containing proparfume compound has the formula: [ka] [wherein the double slash indicates a bond to another repeating unit] It is a linear polysiloxane copolymer having at least one repeat unit of the formula:

[0036] Properfume of formula (III) releases 2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one as a fragrance compound, which is also known as carvone. Carvone exists in the form of two enantiomers, namely (R)-(-)-2-methyl-5-(1-propen-2-yl)-2-cyclohexen-1-one (l-carvone, or carvone laevo) and (S)-(+)-2-methyl-5-(1-propen-2-yl)-2-cyclohexen-1-one (d-carvone, or carvone dextro). The two enantiomers are reported to have slightly different minty odor tonalities. Nevertheless, both enantiomers are expected to have similar effects in terms of copolymer preparation and release efficiency.

[0037] In certain embodiments, the sulfur-containing propurfume compound has the formula (IV): [ka] [In the formula, P has the same meaning as defined above; G represents a divalent group derived from a linear or branched alkyl or alkenyl group having 2 to 15 carbon atoms, optionally including -OR 9 , -(NR 9 )2, -COOR 9 , and R 9 group, wherein R 9 represents a hydrogen atom, or a C1-C6 alkyl or alkenyl group; and Q represents a hydrogen atom. It is of the following.

[0038] In certain embodiments, the propurfume compound of formula (I) has the formulae a) to d): [ka] [In the formula, R is C1 to C 20 Alkyl or alkenyl group, preferably C6-C 15 An alkyl or alkenyl group, more preferably C 12 represents an alkyl group] or any combination thereof.

[0039] In a particular embodiment, the pro-fragrance compound of formula (I) is selected from the group consisting of methyl or ethyl 2-(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-ylamino)-3-(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-ylthio)propanoate, methyl or ethyl 2-(4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-ylamino)-3-(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-ylthio)propanoate, 2-(2-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-4-ylthio)propanate, methyl or ethyl 2-(2-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-4-ylamino)-3-(2-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-4-ylthio)propanate, methyl or ethyl 2-(2-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-4-ylamino)-3-(2-oxo-4-(2,6,6 -Trimethylcyclohex-2-en-1-yl)butan-4-ylthio)propanate, 3-(dodecylthio)-1-(6-ethyl-2,6-dimethylcyclohex-3-en-1-yl)butan-1-one, 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)-1-butanone, 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)-1-butanone, 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)-2-butanone, 2-dodecylsulfanyl-5-methyl-heptan-4-one, 2-cyclohexyl-1-dodecylsulfanyl-hept-6-en-3-one, 3-(dodecylthio)-5-isopropenyl-2-methylcyclohexanone, 2-(dodecylthio)-4-octanone, 4-(dodecylthio)-4-methylpentan-2-one, methyl or ethyl N,S-bis(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)-L-cysteinate, methyl or ethyl S-(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)-L-cysteinate, and any mixture thereof.

[0040] Preferably, the pro-fragrance compounds of formula (I) are 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (Haloscent® D), 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-1-one, 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one (Haloscent® I), and 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one (Haloscent® I). and methyl or ethyl S-(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)-L-cysteinate, and any mixture thereof. Preferably, the pro-fragrance compound of formula (I) may be 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D), 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one (HaloScent® I), 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one (HaloScent® I), or a mixture thereof.Preferably, the pro-fragrance compound of formula (I) is a mixture of 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D), 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one (HaloScent® I), and 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one (HaloScent® I).

[0041] In another preferred embodiment, the sulfur-containing pro-fragrance compound of formula (I) is 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D).

[0042] In another preferred embodiment, the sulfur-containing pro-fragrance compound of formula (I) is a mixture of 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one (HaloScent® I) and 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one (HaloScent® I).

[0043] In a particular embodiment, the fragrance composition comprises at least one sulfur-containing pro-fragrance compound in an amount of at least 0.05% by weight, preferably at least 0.1% by weight, more preferably at least 1% by weight, and even more preferably at least 2% by weight, relative to the total weight of the fragrance composition.

[0044] In another particular embodiment, the fragrance composition comprises at least one sulfur-containing pro-fragrance compound in an amount of at least 5% by weight, preferably at least 10% by weight, more preferably at least 15% by weight.

[0045] In certain embodiments, the fragrance composition comprises at least one sulfur-containing pro-fragrance compound in an amount of 0.05% to 50% by weight, preferably 0.1% to 30% by weight, more preferably 1% to 25% by weight, more preferably 2% to 25% by weight, and even more preferably 2% to 15% by weight, relative to the total weight of the fragrance composition.

[0046] According to the present invention, a perfume composition comprises at least one perfume raw material.

[0047] A "perfume compound" or "perfume raw material" is a compound that is used as an active ingredient in a perfume preparation or composition to impart a hedonic effect, i.e., for the primary purpose of imparting or compounding a pleasant odor. In other words, a compound to be considered a perfume compound must be recognized by those skilled in the perfumery arts as not merely having an odor, but also as being capable of imparting or compounding the odor of a composition in a positive or pleasant manner.

[0048] Perfume raw materials are well known to those skilled in the art, and their properties cannot be described in detail here, nor in any case will they be exhaustive. Those skilled in the art can select perfume raw materials based on their general knowledge and according to the intended use or application and the sensory effect that is desired to be achieved. Many of these perfume ingredients are listed in reference documents such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, NJ, USA, or its latest edition, and the abundant patent literature in the perfumery field.

[0049] In a particular embodiment, the fragrance composition comprises tricyclo[5.2.1.0 2,6]dec-3 / 4-en-8-yl acetate, (Z)-3-hexenyl acetate, 2-methoxy-4-(2-propen-1-yl)phenol, patchouli oil, 4-(2-methyl-2-propanyl)cyclohexyl acetate, allyl (2 / 3-methylbutoxy)acetate, 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, (3Z)-3-hexen-1-ol, 1,1-dimethyl-2-phenylethyl acetate, hexyl acetate, 1,1'-oxydibenzene, 1-methoxy-4-methylbenzene, (1R,2R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl acetate, 1-phenylvinyl acetate, ethyl (E)-3-phenyl-2 1,4-Dimethyl-2-phenylethylbutanoate, 1,4-Dioxacycloheptadecane-5,17-dione, methyl 2-hydroxybenzoate, acetophenone, allyl hexanoate, (+ / -)-hex-3-en-1-yl methyl carbonate, 1,1,2,3,3-pentamethyl-1,2,3,5,6,7-hexahydro-4H-inden-4-one, allyl(cyclohexyloxy)acetate, lavandin oil, (2,2-dimethoxyethyl)benzene, 2-methylbutylbutyrate, 3-methylbutylbutyrate, 1,1-dimethyl-2-phenylethylbutanoate, 1,4-dioxacycloheptadecane-5,17-dione, methyl 2-hydroxybenzoate, acetophenone, allyl hexanoate, (3Z)-hex-3-en-1-yl methyl carbonate, and any mixtures thereof.

[0050] It is to be understood that the PRM does not promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds.

[0051] In certain embodiments, the perfume composition comprises at least one perfume raw material that does not promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds.

[0052] In certain embodiments, the fragrance composition comprises a fragrance raw material selected from the group consisting of tricyclo[5.2.1.02,6]dec-3 / 4-en-8-yl acetate, (Z)-3-hexenyl acetate, 2-methoxy-4-(2-propen-1-yl)phenol, patchouli oil, 4-(2-methyl-2-propanyl)cyclohexyl acetate, allyl (2 / 3-methylbutoxy)acetate, 2-methylbutyl butyrate, 3-methylbutyl butyrate, 1,1-dimethyl-2-phenylethyl butanoate, 1,4-dioxacycloheptadecane-5,17-dione, and any mixture thereof.

[0053] In certain embodiments, the fragrance composition comprises a fragrance raw material selected from the group consisting of 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, (3Z)-3-hexen-1-ol, 1,1-dimethyl-2-phenylethyl acetate, hexyl acetate, 1,1'-oxydibenzene, 1-methoxy-4-methylbenzene, (1R,2R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl acetate, methyl 2-hydroxybenzoate, acetophenone, allyl hexanoate, and any mixture thereof.

[0054] In certain embodiments, the fragrance composition comprises a fragrance raw material selected from the group consisting of 1-phenylvinyl acetate, ethyl (E)-3-phenyl-2-propenoate, (+ / -)-3,7-dimethyl-1-octanol, ethyl butanoate, 1,1,2,3,3-pentamethyl-1,2,3,5,6,7-hexahydro-4H-inden-4-one, allyl(cyclohexyloxy)acetate, lavandin oil, (2,2-dimethoxyethyl)benzene, (3Z)-hex-3-ene-methyl carbonate, and any mixture thereof.

[0055] In certain embodiments, the perfume composition comprises the perfume raw materials tricyclo[5.2.1.02,6]dec-3 / 4-en-8-yl acetate, (Z)-3-hexenyl acetate, 2-methoxy-4-(2-propen-1-yl)phenol, patchouli oil, 4-(2-methyl-2-propanyl)cyclohexyl acetate, allyl (2 / 3-methylbutoxy)acetate, 2-methylbutyl butyrate, 3-methylbutyl butyrate, 1,1-dimethyl-2-phenylethyl butanoate, and 1,4-dioxychlorheptadecane-5,17-dione.

[0056] In certain embodiments, the perfume composition comprises the perfume raw materials 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, (3Z)-3-hexen-1-ol, 1,1-dimethyl-2-phenylethyl acetate, hexyl acetate, 1,1'-oxydibenzene, 1-methoxy-4-methylbenzene, (1R,2R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl acetate, methyl 2-hydroxybenzoate, acetophenone, and allyl hexanoate.

[0057] In certain embodiments, the perfume composition comprises the perfume raw materials 1-phenylvinyl acetate, ethyl (E)-3-phenyl-2-propenoate, (+ / -)-3,7-dimethyl-1-octanol, ethyl butanoate, 1,1,2,3,3-pentamethyl-1,2,3,5,6,7-hexahydro-4H-inden-4-one, allyl(cyclohexyloxy)acetate, lavandin oil, 9-decen-1-ol, and (2,2-dimethoxyethyl)benzene.

[0058] In certain embodiments, the fragrance composition comprises at least one fragrance raw material in an amount of 10% to 95% by weight, more preferably 20% to 90% by weight, and even more preferably 30% to 80% by weight, based on the total weight of the fragrance composition.

[0059] In certain embodiments, the fragrance composition comprises at least one fragrance raw material and at least one sulfur-containing pro-fragrance compound, wherein the fragrance composition does not contain more than 18% by weight of fragrance raw materials that promote the formation of hydrogen sulfide from the sulfur-containing pro-fragrance, preferably more than 15% by weight, preferably more than 12% by weight, preferably more than 10% by weight, preferably more than 8% by weight, and even more preferably more than 5% by weight.

[0060] In certain embodiments, the weight ratio of the at least one perfume raw material to the at least one sulfur-containing pro-fragrance compound in the perfume composition is from 1000:1 to 1:10, preferably from 100:1 to 1:1, more preferably from 50:1 to 2:1.

[0061] In a particular embodiment, the weight ratio of the at least one fragrance raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance to the at least one sulfur-containing pro-fragrance compound in the fragrance composition is 2.4:1-0, preferably 2:1-0, preferably 1.8:1-0, preferably 1.5:1-0, preferably 1.2:1-0, preferably 1.1:1-0, preferably 1:1-0, preferably 1:1.2-0, preferably 1:1.5-0, preferably 1:1.8-0, preferably 1:2-0, preferably 1:3-0, preferably 1:10-0, more preferably 1:100-0.

[0062] In a particular embodiment, the weight ratio of the at least one perfume raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance to the at least one sulfur-containing pro-fragrance compound in the perfume composition is from 2.4:1 to 0.0001:1, preferably from 2:1 to 0.0001:1, preferably from 1.8:1 to 0.0001:1, preferably from 1.5:1 to 0.0001:1, preferably from 1.2:1 to 0.0001 :1, preferably 1.1:1 to 0.0001:1, preferably 1:1 to 0.0001:1, preferably 1:1.2 to 0.0001:1, preferably 1:1.5 to 0.0001:1, preferably 1:1.8 to 0.0001:1, preferably 1:2 to 0.0001:1, preferably 1:3 to 0.0001:1, preferably 1:10 to 0.0001:1, more preferably 1:100 to 0.0001:1.

[0063] According to the present invention, the fragrance composition does not contain more than 19% by weight, preferably more than 18% by weight, preferably more than 15% by weight, preferably more than 12% by weight, preferably more than 10% by weight, preferably more than 8% by weight, even more preferably more than 5% by weight of fragrance raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds.

[0064] In certain embodiments, the perfume composition comprises at least one perfume raw material that promotes the formation of hydrogen sulfide from a sulfur-containing pro-fragrance compound.

[0065] Where the fragrance composition comprises only one fragrance raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance, the amount statement of 19% by weight or less relates to the single fragrance raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance.

[0066] In certain embodiments, the perfume raw materials that promote the formation of hydrogen sulfide from the sulfur-containing professional fragrance induce a hydrogen sulfide odor when mixed with the sulfur-containing professional fragrance compound in a ratio of 1:1 (w / w) and stored at 50° C. for 2 weeks. That is, each perfume raw material present in the perfume composition can induce a hydrogen sulfide odor when mixed with the sulfur-containing professional fragrance compound in a ratio of 1:1 (w / w) and stored at 50° C. for 2 weeks. It is preferred that the perfume raw materials induce a hydrogen sulfide odor when mixed with 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) in a ratio of 1:1 (w / w) and stored at 50° C. for 2 weeks. The mixing is preferably performed in a 10 mL glass jar. The perfume raw materials may be used as is or dissolved in a solvent, for example at a concentration of 10% to 50%.

[0067] In certain embodiments, the perfume raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds belong to the chemical class of alcohols, preferably terpene alcohols.

[0068] In certain embodiments, perfume raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds exhibit a logP (octanol-water partition coefficient) greater than 4.

[0069] In certain embodiments, the perfume raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds are 4-(4-hydroxyphenyl)-2-butanone, 2-phenylethanol, (+ / -)-2-phenyl-1-propanol, indole, 1-(2-naphthyl)ethanone, (+ / -)-alpha terpineol, methyl 2-((1RS,2RS)-3-oxo-2-pentylcyclopentyl)acetate, (+ / -)-3,7-dimethyl-1,6-octadien-3-ol, 3,7-dimethyl-2,6-octadien-1-ol, (+ / -)-3-methyl-5-phenyl-1-pentanol, methyl 2-((1RS,2RS)-3-oxo-2-pentylcyclopentyl)acetate ... , (-)-R-3,7-dimethyl-6-octenenitrile, (+ / -)-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (+ / -)-2,2,2-trichloro-1-phenylethyl acetate, (+ / -)-2,6-dimethyl-7-octen-2-ol, cyclohexylidene(phenyl)acetonitrile, (+ / -)-3,7-dimethyl-6-octen-1-ol, (+ / -)-3,7-dimethyl-3-octanol, 2-ethoxynaphthalene, (+ / -)-1,5-dimethyl-1-vinyl-4-hexenyl acetate, tricyclo[5.2.1.0 2,6]dec-3 / 4-en-8-ylpropanoate, (+ / -)-2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, allyl 3-cyclohexylpropanoate, (+ / -)-1-(2-tert-butyl-1-cyclohexyloxy)-2-butanol, (4E)-3,3-dimethyl-5-[(1R)- 2,2,3-Trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, (3Z)-3-hexen-1-yl salicylate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, (+)-2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-methylpropyl propionate, 1-[(1RS,2RS)-1,2,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenyl] Ethanone / 1-((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethanone / 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethanone / 1-[(1RS,2RS,8aSR)-1,2,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethanone / 1-[(2RS,3RS, 8aRS)-2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl]ethanone, (+ / -)-3-endo / exo-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane, (3aRS,5aSR,9aSR,9bRS)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 3-methyl-4 / 5-cyclopentadecen-1-one, and any mixture thereof.

[0070] In a preferred embodiment, the perfume raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance compound is selected from the group consisting of (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, (+ / -)-3-methyl-5-phenyl-1-pentanol, (+ / -)-3,7-dimethyl-6-octen-1-ol, and any mixtures thereof.

[0071] In a preferred embodiment, the perfume raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance compound is (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol.

[0072] In a preferred embodiment, the perfume raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance compound is (+ / -)-3-methyl-5-phenyl-1-pentanol.

[0073] In a preferred embodiment, the perfume raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance compound is (+ / -)-3,7-dimethyl-6-octen-1-ol.

[0074] In a particular embodiment, the fragrance composition does not comprise more than 4% by weight, preferably more than 3% by weight, more preferably more than 2% by weight of fragrance raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds, and most preferably the fragrance composition does not comprise any fragrance raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds, i.e. the fragrance composition does not comprise any fragrance raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds.

[0075] In certain embodiments, the fragrance composition does not contain more than 1% by weight of fragrance raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds.

[0076] In certain embodiments, the fragrance composition does not contain more than 0.5% by weight of fragrance raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds.

[0077] In certain embodiments, the fragrance composition does not contain more than 0.3% by weight of fragrance raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds.

[0078] In certain embodiments, the fragrance composition comprises a fragrance raw material that promotes the formation of hydrogen sulfide from a sulfur-containing pro-fragrance compound in an amount of from 0.01% to 1% by weight, preferably from 0.1% to 0.5% by weight.

[0079] In certain embodiments, the fragrance composition according to the present invention comprises a hydrogen sulfide scavenger.

[0080] By "hydrogen sulfide scavenger" is meant a compound capable of scavenging hydrogen sulfide so that the unpleasant odor of hydrogen sulfide is reduced or not noticeable.

[0081] In certain embodiments, the hydrogen sulfide scavenger is an amine selected from the group consisting of monoethanolamine, diethanolamine, triethanolamine, methyldiethanolamine, dimethylethanolamine, alkyldiethanolamines, ethoxylated alkyldiethanolamines, 1,1',1'',1'''-[1,2-ethanediyldi(nitrilo)]tetra(2-propanol), and any mixtures thereof. Preferably, the hydrogen sulfide scavenger is a tertiary amine selected from the group consisting of triethanolamine, methyldiethanolamine, dimethylethanolamine, alkyldiethanolamines, ethoxylated alkyldiethanolamines, 1,1',1'',1'''-[1,2-ethanediyldi(nitrilo)]tetra(2-propanol), and any mixtures thereof.

[0082] In certain embodiments, the fragrance composition comprises a hydrogen sulfide scavenger in an amount of 0.1% to 10% by weight, preferably 0.5% to 5% by weight.

[0083] In a particular embodiment, the ratio of hydrogen sulfide scavenger to sulfur-containing pro-fragrance compound is from 2:1 to 1:20, preferably from 1:1 to 1:10.

[0084] In certain embodiments, the perfume composition is fully or partially encapsulated. The perfume composition may be encapsulated in a microcapsule. The perfume composition is preferably encapsulated in a core-shell microcapsule, the perfume composition being contained in a core surrounded by a shell. The shell of the microcapsule protects the perfume composition from the environment. The shell is made of a material capable of releasing the perfume composition. The shell is preferably made of a material capable of releasing the perfume composition by shell breakage and / or diffusion through the shell. The skilled person is familiar with the processes for producing said microcapsules.

[0085] The nature of the shell may vary. In certain embodiments, the shell of the microcapsule comprises a material selected from the group consisting of polyurea, polyurethane, polyamide, polyester, poly(meth)acrylate (i.e. polyacrylate and / or polymethacrylate), polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, and mixtures thereof. The shell may also be hybrid, i.e. organic-inorganic, for example a hybrid shell composed of at least two crosslinked inorganic particles, or even a shell resulting from the hydrolysis and condensation reaction of a polyalkoxysilane macromonomer composition.

[0086] According to certain embodiments, core-shell microcapsules can also be produced by using various encapsulation methods.

[0087] In preferred embodiments, the shells of the microcapsules may each independently be selected from the group of aminoplast, polyamide, polyester, polyurea, and polyurethane shells, and mixtures thereof.

[0088] In certain embodiments, the shell of the microcapsule comprises an aminoplast copolymer, such as, for example, melamine-formaldehyde, or urea-formaldehyde, or crosslinked melamine formaldehyde, or melamine glioxal.

[0089] In certain embodiments, the shell of the microcapsule is based on polyurea and is made from, for example, isocyanate-based monomers and amine-containing crosslinkers, such as, but not limited to, guanidine carbonate and / or guanazole. Certain polyurea microcapsules comprise a polyurea wall that is a reaction product by polymerization between at least one polyisocyanate containing at least two isocyanate functional groups and at least one reactant selected from the group consisting of amines (e.g., water-soluble guanidine salts and guanidine), colloidal stabilizers or emulsifiers, and encapsulated fragrances. However, the use of amines may be omitted.

[0090] In certain embodiments, the microcapsule shell is polyurethane-based, such as, but not limited to, made from polyisocyanates and polyols, polyamides, polyesters, and the like.

[0091] In certain embodiments, the microcapsules have a polymer shell resulting from complex coacervation, where the shell is optionally crosslinked.

[0092] In certain embodiments, the coacervate comprises a first polyelectrolyte, preferably selected from proteins (e.g., gelatin), polypeptides, or polysaccharides (e.g., chitosan), most preferably gelatin, and a second polyelectrolyte, preferably an alginate, a cellulose derivative, a guar gum, a pectinate salt, a carrageenan, polyacrylic and methacrylic acid, or a xanthan gum, or even a vegetable gum, e.g., acacia gum (gum arabic), most preferably gum arabic.

[0093] The first material of the coacervate can be hardened chemically using a suitable crosslinker such as glutaraldehyde, glyoxal, formaldehyde, tannic acid, or genipin, or can be hardened enzymatically using an enzyme such as transglutaminase.

[0094] The second polymeric material may be selected from the group consisting of polyureas, polyurethanes, polyamides, polyesters, polyacrylates, polysiloxanes, polycarbonates, polysulfonamides, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, and mixtures thereof, preferably from the group consisting of polyureas and / or polyurethanes.

[0095] In certain embodiments, the fragrance composition according to the present invention comprises a fragrance carrier.

[0096] By "perfume carrier" is meant herein a material that is substantially neutral from the perfume point of view, i.e. does not significantly alter the organoleptic properties of the perfuming ingredients. Said carrier may be liquid or solid.

[0097] The liquid carrier can be, as a non-limiting example, an emulsifying system, i.e., a solvent and surfactant system, or a solvent commonly used in perfumery.The nature and type of the solvent commonly used in perfumery cannot be covered in detail.However, as a non-limiting example, it can be mentioned solvents such as butylene glycol or propylene glycol, glycerol, dipropylene glycol and its monoethers, 1,2,3-propanetriyl triacetate, dimethyl glutarate, dimethyl adipate, 1,3-diacetyloxypropan-2-yl acetate, diethyl phthalate, isopropyl myristate, benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethano, triethyl citrate, or mixtures thereof, which are the most commonly used. Other suitable perfume carriers beyond those identified above include ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (manufacturer: Exxon Chemical), or glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (manufacturer: Dow Chemical Company), or hydrogenated castor oil such as those known under the trademark Cremophor® RH 40 (manufacturer: BASF).

[0098] Solid carrier is meant to refer to a material that can chemically or physically bind the perfumed composition or some elements of the perfumed composition.Generally, such solid carriers are used to stabilize the composition or to control the evaporation rate of the composition or some components.Solid carriers are currently used in the art, and those skilled in the art know how to achieve the desired effect.However, non-limiting examples of solid carriers can include absorbent gums or polymers or inorganic materials, such as porous polymers, cyclodextrins, wood materials, organic or inorganic gels, clays, gypsum talc, or zeolites.

[0099] Other non-limiting examples of solid carriers can include encapsulation materials.Examples of such materials can include wall-forming materials and plasticizing materials, such as monosaccharides, disaccharides, trisaccharides, natural starches, modified starches, hydrocolloids, cellulose derivatives, polyvinyl acetates, polyvinyl alcohols, proteins, pectins, or materials described in further references, such as H. Scherz, Hydrokolloide: Stabilisatoren, Dickungs- und Geliermittel in Lebensmitteln, Band 2 der Schriftenreihe Lebensmittelchemie, Lebensmittelqualitaet, Behr's Verlag GmbH & Co., Hamburg, 1996.Encapsulation is a method well known to those skilled in the art, and can be carried out by using techniques such as spray drying, agglomeration, or even extrusion, or consist of coating encapsulation, including coacervation and complex coacervation techniques.

[0100] Non-limiting examples of solid carriers include core-shell capsules comprising aminoplast, polyamide, polyester, polyurea or polyurethane type resins, or mixtures thereof, all of which are well known to those skilled in the art, for which techniques such as phase separation processes induced by polymerization, interfacial polymerization, coacervation, or all of which are described in the prior art, are used, optionally in the presence of polymeric stabilizers, or cationic copolymers.

[0101] The resins can be prepared by polycondensation of aldehydes (e.g., formaldehyde, 2,2-dimethoxyethanal, glyoxal, glyoxylic aldehyde or glycolaldehyde, and mixtures thereof) with amines, such as, for example, urea, benzoguanamine, glycoluril, melamine, methylolmelamine, methylated methylolmelamine, guanazole, and mixtures thereof. Alternatively, preformed resins, such as alkylolated polyamines, available commercially under the trademarks Urac® (manufactured by Cytec Technology Corp.), Cymel® (manufactured by Cytec Technology Corp.), Urecoll®, or Luracoll® (manufactured by BASF), can be used.

[0102] Other resins are those produced by polycondensation of polyols such as glycerol with polyisocyanates such as the trimer of hexamethylene diisocyanate, the trimer of isophorone diisocyanate or the trimer of xylylene diisocyanate, or the biuret of hexamethylene diisocyanate, or the trimer of xylylene diisocyanate, and trimethylolpropane (known under the trademark Takenate®; supplier: Mitsui Chemicals), among others, those obtained by polycondensation of the trimer of xylylene diisocyanate with trimethylolpropane and with the biuret of hexamethylene diisocyanate.

[0103] In a particular embodiment, the perfume composition according to the invention comprises at least one perfume adjuvant.

[0104] The term "perfuming auxiliaries" is understood as ingredients that can provide additional benefits such as color, specific light resistance, chemical stability, etc. The nature and type of auxiliaries commonly used in perfume bases cannot be exhaustive in a detailed description, but it is necessary to mention that such ingredients are well known to those skilled in the art. However, non-limiting examples can include: viscosity agents (e.g. surfactants, thickeners, gelling agents, and / or rheology modifiers), stabilizers (e.g. preservatives, antioxidants, heat / light, and / or buffers, or chelating agents, e.g. BHT), colorants (e.g. dyes and / or pigments), preservatives (e.g. antibacterial agents, bactericides, fungicides, or anti-irritants), abrasives, skin cooling agents, fixatives, insect repellents, ointments, vitamins, and mixtures thereof.

[0105] In certain embodiments, the fragrance composition comprises a compound of the formula: [ka] [In the formula, R 12 and R 10 represent, separately and independently of one another, a hydrogen atom, a halogen atom, preferably chlorine, a C1-C4 linear or branched alkyl group, an amino group, or a benzylamino group; or R 12 and R 10 together represent a phenyl or pyridine ring, optionally substituted with 1 to 4 C1-C4 linear or branched alkyl or alkenyl groups and / or 1 to 2 halogen atoms, preferably chlorine atoms; and R 11 represents a hydrogen atom, an alkali metal atom, in particular Na or K, a phenyl or benzyl group, optionally substituted with one or two halogen atoms, and / or one or two methyl, trifluoromethyl, methoxy or amino groups, an amine group, or a C1-C8 linear, branched or cyclic unsaturated hydrocarbon group, optionally substituted with one or two nitrogen, oxygen or halogen atoms. The compound contains at least one compound selected from the isothiazolones listed below.

[0106] In certain embodiments of the invention, the compound of formula (V) is 12 and R 10 separately and independently of one another, represent a hydrogen atom, a chlorine atom, or a methyl group, or R 12 and R 10 together represent a phenyl ring, and R 11 represents a hydrogen atom or a methyl group.

[0107] According to a particular embodiment of the invention, said compound of formula (V) is selected from the group of isothiazolones consisting of 1,2-benzisothiazol-3(2H)-one, 4- or 5-chloro-2-methylisothiazol-3(2H)-one, or 2-methylisothiazol-3(2H)-one, or more preferably 5-chloro-2-methylisothiazol-3(2H)-one, or 1,2-benzisothiazol-3(2H)-one, most preferably 1,2-benzisothiazol-3(2H)-one.

[0108] According to a particular embodiment of the present invention, the compound of formula (V) is present in the fragrance composition of the present invention at a concentration of 0.0% to 5% by weight based on the total weight of the fragrance composition. According to a more preferred embodiment of the present invention, the concentration of the compound of formula (V) is 0.001% to 3%, preferably 0.005% to 0.1%, of the total weight.

[0109] The fragrance composition of the present invention can be advantageously used in all fields of modern fragrance, i.e. fine perfumes or functional fragrances, to positively impart or perfume the odor of consumer products to which said composition is added.

[0110] Therefore, another aspect of the present invention relates to a consumer product comprising a fragrance composition according to the present invention.

[0111] For the sake of clarity, it is noted that the term "consumer product" is to be understood as a consumer product that is expected to provide at least a pleasant perfuming effect to the surface to which it is applied (e.g., skin, hair, fabric, or hard surface). For the sake of clarity, the consumer product is a non-edible product.

[0112] The nature and type of ingredients of perfumed consumer products does not warrant a more detailed description herein, which would in any case not be exhaustive: a person skilled in the art can select them on the basis of his general knowledge and according to the nature of the product and the desired effect.

[0113] Non-limiting examples of suitable consumer products include perfumes, such as fine perfumes, splashes or eau de parfums, colognes or shave or aftershave lotions; fabric care products, such as liquid, pod or solid detergents or tablet detergents, fabric softeners, liquid or solid fragrance enhancers, dryer sheets, fabric fresheners, ironing water, paper, bleach, carpet cleaners, curtain care products; body care products, such as hair care products (e.g., shampoos, leave-on or rinse-off hair conditioners, colorants or hairsprays, color care products, hair shaping products), dental care products, disinfectants, intimate care products; cosmetic preparations, such as skin creams or lotions, vanishing creams, or deodorants, or antiperspirants ( sprays or roll-ons), depilatories, tanning or after-sun products, nail products, skin cleansing, make-up; or skin care products (e.g. soaps, shower or bath mousses, oils or gels, hygiene products or foot / hand care products); air care products such as, for example, air fresheners or "ready to use" powdered air fresheners that can be used in home spaces (rooms, refrigerators, cupboards, shoes or cars) and / or public spaces (hall, hotel, mall, etc.); or home care products such as, for example, mould removers, furniture care products, wipes, dishwashing detergents or hard surface (e.g. floor, bath, sanitary or window cleaner) cleaners; leather care products; car care products such as, for example, polishes, waxes or plastic cleaners.

[0114] Representative examples of fabric detergent or softener compositions that can incorporate the perfume composition of the present invention are described in WO 97 / 34986, or U.S. Pat. No. 4,137,180, and U.S. Pat. No. 5,236,615, or European Patent Publication No. 799885. Other representative detergent and softener compositions that can be used are described in Ullmann's Encyclopedia of Industrial Chemistry, Vol. 20, Wiley-VCH, Weinheim, p. 355-540 (2012); Flick, Advanced Cleaning Product Formulations, Noye Publication, Park Ridge, New Jersey (1989); Showell, in Surfactant Science Series, Vol. 71: Powdered Detergents, Marcel Dekker, New York (1988); Proceedings of the World Conference on Detergents (4th, 1998, Montreux, Switzerland), AOCS print, and other publications.

[0115] In certain embodiments, the consumer product is a personal or home care product, preferably a fabric conditioner, shower gel, or rinse-off conditioner.

[0116] In certain embodiments, the consumer product has an acidic pH value, preferably below pH 5.5, preferably between pH 2.5 and pH 5.5.

[0117] The proportions in which the perfume composition according to the invention can be incorporated into the various articles or compositions mentioned above vary within wide ranges, depending on the nature of the article or product to be perfumed.

[0118] In certain embodiments, the consumer product comprises the fragrance composition in an amount of 0.1 wt. % to 10 wt. %, preferably 0.2 wt. % to 5 wt. %, more preferably 0.3 wt. % to 4 wt. %, even more preferably 0.4 wt. % to 3 wt. %, based on the total weight of the consumer product.

[0119] In certain embodiments, the consumer product comprises no more than 0.5% by weight, preferably no more than 0.4% by weight, more preferably no more than 0.3% by weight, and even more preferably no more than 0.1% by weight of a fragrance ingredient that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance.

[0120] In certain embodiments, the consumer product comprises between 0.0001% and 0.5%, preferably between 0.01% and 0.1%, by weight of a fragrance ingredient that promotes the formation of hydrogen sulfide from a sulfur-containing pro-fragrance.

[0121] In certain embodiments, the consumer product is a fragrance, a fabric care product, a body care product, a cosmetic preparation, a skin care product, an air care product, or a home care product. Preferably, the consumer product is a fabric softener, a shower gel, or a rinse-off hair conditioner.

[0122] According to certain embodiments, the consumer product may also include zinc salts, such as zinc ricinoleate, zinc acetate, and / or zinc stearate, laureth-3, tetrahydroxypropylethylenediamine, propylene glycol, or mixtures thereof.

[0123] According to a particular embodiment of the present invention, the perfumed consumer product of the present invention is a liquid fabric softener comprising a fabric softener active base in an amount of 85% to 100% by weight based on the total weight of the perfumed consumer product. The main component of the fabric softener active base is water or an aqueous solvent. The fabric softener active base may comprise dialkyl quaternary ammonium salts, dialkyl ester quaternary ammonium salts, Hamburg ester quats, triethanolamine quats, silicones, and mixtures thereof. Optionally, the fabric softener active base may further comprise a viscosity modifier, preferably selected from the group consisting of calcium chloride, in an amount of 0.05% to 1% by weight based on the total weight of the liquid base.

[0124] According to a particular embodiment of the present invention, the consumer product of the present invention is an all-purpose cleaner comprising an all-purpose cleaner active base in an amount of 85% to 100% by weight based on the total weight of the consumer product. The main component of the all-purpose cleaner active base is water or an aqueous solvent. The all-purpose active base may comprise a linear alkylbenzene sulfonate (LAS) in an amount of 0% to 4%, preferably 1% to 2%, a non-ionic surfactant in an amount of 0% to 8%, preferably 2% to 4%, and an acid such as citric acid in an amount of 0.1% to 0.5%.

[0125] According to a particular embodiment of the present invention, the perfumed consumer product of the present invention is a rinse-off conditioner comprising a rinse-off conditioner active base in an amount of 85% to 99.95% by weight, based on the total weight of the perfumed consumer product. The main component of the rinse-off conditioner active base is water or an aqueous solvent. The rinse-off conditioner active base may comprise cetyltrimonium chloride, stearyltrimonium chloride, benzalkonium chloride, behentrimonium chloride, and mixtures thereof.

[0126] According to a particular embodiment of the present invention, the consumer product of the present invention is a liquid detergent comprising a liquid detergent active base in an amount of 85% to 100% by weight based on the total weight of the consumer product. The main component of the liquid detergent active base is water or an aqueous solvent. The liquid detergent active base may comprise an anionic surfactant, such as alkyl benzene sulfonate (ABS), linear alkyl benzene sulfonate (LAS), secondary alkyl sulfonate (SAS), primary alcohol sulfate (PAS), lauryl ether sulfate (LES), sodium lauryl ether sulfate (SLES), methyl ester sulfonate (MES); a non-ionic surfactant, such as alkylamine, alkanolamide, fatty alcohol poly(ethylene glycol) ether, fatty alcohol ethoxylate (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymer, amine oxide, alkyl polyglucoside, alkyl polyglucosamide; or a mixture thereof.

[0127] According to a particular embodiment of the present invention, the consumer product of the present invention is a solid detergent comprising a solid detergent active base in an amount of 85% to 100% by weight, based on the total weight of the consumer product. The solid detergent active base may comprise at least one surfactant selected from the group consisting of anionic surfactants, nonionic surfactants, cationic surfactants, zwitterionic surfactants, and mixtures thereof. The surfactant in the solid detergent active base is preferably selected from the group consisting of linear alkene benzene sulfonates (LABS), sodium laureth sulfate, sodium lauryl ether sulfate (SLES), sodium lauryl sulfate (SLS), alpha olefin sulfonates (AOS), methyl ester sulfonates (MES), alkyl polyglycosides (APG), primary alcohol ethoxylates, and in particular lauryl alcohol ethoxylates (LAE), primary alcohol sulfonates (PAS), soaps, and mixtures thereof. The solid detergent active base may further comprise additional ingredients commonly used in powder detergent consumer products selected from the group consisting of bleaching agents such as TAED (tetraacetylethylenediamine); buffers; builders such as, for example, zeolites, sodium carbonate, or mixtures thereof; soil releasing or soil suspending polymers; granulating enzyme particles such as, for example, cellulase, lipase, protease, mannanase, pectinase, or mixtures thereof; corrosion inhibitors; antifoam agents; suds suppressors; dyes; fillers such as, for example, sodium silicate, sodium sulfate, or mixtures thereof; a hydrogen peroxide source such as, for example, sodium percarbonate, or sodium perborate; and mixtures thereof.

[0128] According to a particular embodiment of the present invention, the perfumed consumer product of the present invention is a shampoo or shower gel comprising a shampoo or shower gel active base in an amount of 85% to 100% by weight based on the total weight of the perfumed consumer product. The main component of the shampoo or shower gel active base is water or an aqueous solvent. The shampoo or shower gel active base may comprise sodium alkyl ether sulfate, ammonium alkyl ether sulfate, alkyl amphoacetic acid, cocamidopropyl betaine, cocamide MEA, alkyl glucoside, and amino acid-based surfactant.

[0129] According to a particular embodiment of the present invention, the perfumed consumer product of the present invention is a soap bar comprising a soap active base in an amount of 85% to 100% by weight, based on the total weight of the perfumed consumer product. The soap bar active base may comprise a salt of a weak acid, typically a fatty acid and a salt of a weak acid, which may be a strong base such as sodium hydroxide.

[0130] In certain embodiments, the consumer product comprises a preservative, preferably selected from the group consisting of benzoisothiazolin-3-one, methylchloroisothiazolinone, methylisothiazolinone, and any mixture thereof.

[0131] In certain embodiments, the consumer product does not contain any perfume ingredients that promote the formation of hydrogen sulfide from the sulfur-containing pro-fragrance, aside from those that may be present in a perfume composition-based consumer product.

[0132] In a particular embodiment, the consumer product comprises the perfume composition according to the present invention and a consumer product base.With respect to the consumer product base, ingredients and components are understood to mean that they make the consumer product function, that is, the ingredients are characteristic of each consumer product.Examples of characteristic ingredients are given above for each individual consumer product.Thus, the consumer product base can be, for example, a fabric softener base, a shower gel base, or a rinse-off hair conditioner base.

[0133] Another aspect of the present invention relates to a method of preparing a fragrance composition comprising the steps of mixing a sulfur-containing pro-fragrance compound with at least one fragrance raw material to obtain a fragrance composition that does not contain more than 19% by weight of a fragrance raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance compound.

[0134] The individual embodiments mentioned for the perfume composition according to the invention also apply to the method according to the invention.

[0135] Working Example Example 1 Identification of fragrance raw materials that promote the formation of hydrogen sulfide from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D): Perfume raw materials that promote the formation of hydrogen sulfide from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) were identified by mixing individual perfume raw materials with 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) in a 1:1 (w / w) ratio in a 10 mL glass jar and storing the mixture at 50° C. for two weeks. If a hydrogen sulfide odor (similar to a rotten egg odor) can be perceived after two weeks, it is concluded that the perfume raw material promotes the formation of hydrogen sulfide from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D).

[0136] The following perfume raw materials were subjected to the above test procedure and were found to promote the formation of hydrogen sulfide from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D), such that a hydrogen sulfide odor was perceptible at a storage time of 2 weeks at 50° C. (see Table 1 below): [Table 1-1]

[0137] [Table 1-2]

[0138] From the above, it can be seen that alcohols, particularly terpene alcohols, are prevalent among the perfume raw materials identified as promoting the formation of hydrogen sulfide from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D). Furthermore, several of the perfume raw materials identified as promoting the formation of hydrogen sulfide from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) exhibit log P values ​​greater than 4.

[0139] Example 2 Preparation of the fragrance composition: Three fragrance compositions were prepared by mixing fragrance raw materials that do not promote the formation of hydrogen sulfide from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) with 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) in a ratio of 90% fragrance raw materials to 10% HaloScent® D. The individual fragrance raw materials present in the fragrance compositions were in equal amounts on a weight basis.

[0140] The first fragrance composition comprises the following compounds: - 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D); - Fragrance ingredients that do not promote the formation of hydrogen sulfide: tricyclo[5.2.1.02,6]dec-3 / 4-en-8-yl acetate, (Z)-3-hexenyl acetate, 2-methoxy-4-(2-propen-1-yl)phenol, patchouli oil, 4-(2-methyl-2-propanyl)cyclohexyl acetate, and allyl (2 / 3-methylbutoxy)acetate, 2-methylbutylbutyrate, 3-methylbutylbutyrate, 1,1-dimethyl-2-phenylethylbutanoate, and 1,4-dioxacycloheptadecane-5,17-dione; - Dipropylene glycol; It included:

[0141] The second fragrance composition comprises the following compounds: - 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D); - Fragrance ingredients that do not promote the formation of hydrogen sulfide: 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, (3Z)-3-hexen-1-ol, 1,1-dimethyl-2-phenylethyl acetate, hexyl acetate, 1,1'-oxydibenzene, 1-methoxy-4-methylbenzene, and (1R,2R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl acetate, methyl 2-hydroxybenzoate, acetophenone, and allyl hexanoate; It included:

[0142] The third fragrance composition comprises the following compounds: - 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D); - Fragrance ingredients that do not promote the formation of hydrogen sulfide: 1-Phenylvinyl acetate, ethyl (E)-3-phenyl-2-propenoate, (+ / -)-3,7-dimethyl-1-octanol, ethyl butanoate, 1,1,2,3,3-pentamethyl-1,2,3,5,6,7-hexahydro-4H-inden-4-one, allyl (cyclohexyloxy)acetate, lavandin oil, and (2,2-dimethoxyethyl)benzene, and (3Z)-hex-3-en-1-yl methyl carbonate; It included:

[0143] None of the three fragrance compositions promoted the formation of hydrogen sulfide and no unpleasant hydrogen sulfide odor was perceptible after two weeks of storage at 50°C.

[0144] To the first perfume composition, a perfume raw material ((-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol) promoting the formation of hydrogen sulfide was added in different amounts (5%, 10%, 20%, 30% and 40% by weight, respectively, based on the total weight of the perfume composition). Each amount was tested to see whether the malodor of hydrogen sulfide could be perceived when the final perfume composition was stored at 50° C. for 1 week and 2 weeks, respectively.

[0145] The results for the first fragrance composition are summarized in Table 2 below.

[0146] [Table 2]

[0147] From Table 2, it can be seen that when the amount of (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol was 5% by weight and 10% by weight, the unpleasant odor of hydrogen sulfide could not be perceived even after two weeks of storage. However, when the amount of (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol was 20% by weight (and above), the unpleasant odor of hydrogen sulfide was perceived even after one week of storage at 50°C. This leads to the conclusion that if the amount of (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol in the fragrance composition is up to 19% by weight, the unpleasant odor of hydrogen sulfide during storage is not caused.

[0148] Similarly, a perfume raw material promoting the formation of hydrogen sulfide ((+ / -)-3-methyl-5-phenyl-1-pentanol) was added in varying amounts (5%, 10%, 20%, 30% and 40% by weight, respectively, based on the total weight of the perfume composition) to a second perfume composition, and each amount was tested to see whether the malodour of hydrogen sulfide could be perceived when the final perfume composition was stored at 50°C for 1 week and 2 weeks, respectively.

[0149] The results for the second fragrance composition are summarized in Table 3 below.

[0150] [Table 3]

[0151] From Table 3, it can be seen that when the amount of (+ / -)-3-methyl-5-phenyl-1-pentanol is 5% by weight and 10% by weight, the unpleasant odor of hydrogen sulfide cannot be perceived even after 2 weeks of storage. However, when the amount of (+ / -)-3-methyl-5-phenyl-1-pentanol is more than 20% by weight, the unpleasant odor of hydrogen sulfide is perceived even after 1 week of storage at 50°C. This leads to the conclusion that when the amount of (+ / -)-3-methyl-5-phenyl-1-pentanol in the fragrance composition is up to 19% by weight, the unpleasant odor of hydrogen sulfide is not caused during storage.

[0152] Similarly, to a third perfume composition, a perfume raw material ((+ / -)-3,7-dimethyl-6-octen-1-ol) promoting the formation of hydrogen sulfide was added in varying amounts (5%, 10%, 20%, 30% and 40% by weight, respectively, based on the total weight of the perfume composition). Each amount was tested to see whether the malodor of hydrogen sulfide could be perceived when the final perfume composition was stored at 50°C for 1 week and 2 weeks, respectively.

[0153] The results for the third fragrance composition are summarized in Table 4 below.

[0154] [Table 4]

[0155] From Table 4, it can be seen that when the amount of (+ / -)-3,7-dimethyl-6-octen-1-ol is 5% by weight and 10% by weight, the unpleasant odor of hydrogen sulfide cannot be perceived even after 2 weeks of storage.However, when the amount of (+ / -)-3,7-dimethyl-6-octen-1-ol is more than 20% by weight, the unpleasant odor of hydrogen sulfide is perceived even after 1 week of storage.This leads to the conclusion that when the amount of (+ / -)-3,7-dimethyl-6-octen-1-ol in the fragrance composition is up to 19% by weight, it does not cause the unpleasant odor of hydrogen sulfide during storage.

Claims

1. A fragrance composition comprising at least one fragrance raw material and at least one sulfur-containing pro-fragrance compound, wherein the fragrance composition does not contain more than 19% by weight of the fragrance raw material that promotes the formation of hydrogen sulfide from the sulfur-containing pro-fragrance.

2. 2. The fragrance composition according to claim 1, wherein the fragrance raw material that promotes the formation of hydrogen sulfide from the sulfur-containing profressing compound induces a hydrogen sulfide odor when mixed with the sulfur-containing profressing compound in a 1:1 (w / w) ratio and stored at 50°C for two weeks.

3. 2. The fragrance composition of claim 1, wherein said fragrance composition does not contain more than 10% by weight, preferably no more than 5% by weight, of fragrance ingredients that promote the formation of hydrogen sulfide from said sulfur-containing profressance.

4. 2. The fragrance composition according to claim 1, wherein the weight ratio of said at least one fragrance raw material that promotes the formation of hydrogen sulfide from said sulfur-containing pro-fragrance to said at least one sulfur-containing pro-fragrance compound in said fragrance composition is 2.4:1-0.

5. The sulfur-containing pro-fragrance compound has the formula: 【Chemical 1】 [In the formula, a) w represents an integer from 1 to 10,000; b) n represents 1 or 0; c) m represents an integer from 1 to 6; d) P represents a hydrogen atom or a group which is prone to form an odoriferous α,β-unsaturated ketone, aldehyde or carboxylic acid ester and has the formula: 【Chemistry 2】 wherein the wavy line indicates the position of the bond between the P and S; R 1 is a hydrogen atom, C 1 ~C 6 Alkoxyl group, or C 1 ~C 15 represents a linear, cyclic, or branched alkyl, alkenyl, or alkadienyl group, optionally having 1 to 4 C 1 ~C 4 substituted with an alkyl group; R 2 , R 3 , and R 4 are each independently a hydrogen atom, an aromatic ring, or C 1 ~C 15 represents a linear, cyclic, or branched alkyl, alkenyl, or alkadienyl group, optionally C 1 ~C 4 substituted with an alkyl group; or a group R 1 ~R 4 two or three of which are bonded to each other and have 5 to 20 carbon atoms, and the group R 1 , R 2 , R 3 , or R 4 forms a saturated or unsaturated ring containing the carbon atom to which is attached, and this ring may optionally be 1 ~C 8 substituted with a linear, branched, or cyclic alkyl or alkenyl group; provided that at least one of the groups P is of formula (II) as defined above. It is represented by; e) G represents a polyvalent group (having a valence of m+1) derived from a cyclic, linear, alicyclic, or branched alkyl group having 1 to 22 carbon atoms, a cyclic, linear, alicyclic, or branched alkenyl group, a phenyl group, an alkylphenyl group, or an alkenylphenyl hydrocarbon group, said hydrocarbon group being optionally substituted and containing 1 to 10 functional groups selected from the group consisting of halogen, alcohol, ether, ester, ketone, aldehyde, carboxylic acid, thiol, thioether, amine, quaternary amine, and amide; and f) Q is a hydrogen atom (in which case w=1 and n=1), or a polymer or copolymer selected from the group consisting of poly(alkylimines), peptides (e.g., lysine), or a polysaccharide selected from the group consisting of cellulose, cyclodextrin, and starch, or a cationic quaternized silicon polymer, or further a compound of the formulae A-1), A-2), A-3), B-1), B-2), C-1), C-2), and C-3): 【Chemistry 3】 wherein the diagonal line indicates the position of the bond between the monomer unit and G; Y is an oxygen atom or a sulfur atom, or NR 7 represents a group; o, p, q, r, s, t, u, and v all, independently of one another, represent fractional numbers between 0 and 1, such that o+p+q=1, r+s=1, and t+u+v=1, provided that either o or p, and r and t, are not 0; R 6 represents a hydrogen atom or a side chain from a natural or unnatural amino acid, such as glycine, alanine, phenylalanine, arginine, histidine, lysine, aspartic acid, glutamic acid, cysteine, methionine, glutamine, asparagine, threonine, serine, leucine, isoleucine, valine, tyrosine, or tryptophan; R 7 are simultaneously or independently a hydrogen atom or C 1 ~C 16 represents a hydrocarbon group; R 8 simultaneously or independently of each other, a hydrogen atom or a halogen atom; C optionally containing 1 to 4 heteroatoms selected from the group consisting of oxygen and sulfur atoms 1 ~C 6 hydrocarbon groups; - Formula COOR * [In the formula, R * is a C group containing a hydrogen atom and optionally 1 to 30 oxygen atoms 1 ~C 60 a carboxylic acid group, which represents an alkyl group or an alkenyl group; - OR 7 group, or COR 7 group; or - pyrrolidone units linked by nitrogen atoms represents; and M represents a hydrogen atom, an alkali metal ion, or an alkaline earth metal ion. represents a polymer or random copolymer derived from monomer units selected from the group consisting of 2. The fragrance composition according to claim 1, wherein

6. The sulfur-containing pro-fragrance compound has the formula: 【Chemistry 4】 wherein R is C 1 ~C 20 an alkyl group or an alkenyl group, preferably C 6 ~C 15 an alkyl group or an alkenyl group, more preferably C 12 represents an alkyl group] 2. The fragrance composition of claim 1, wherein the compound is selected from the group consisting of:

7. 2. The fragrance composition of claim 1, wherein the sulfur-containing pro-fragrance compound is selected from the group consisting of 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one, 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one, 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one, and any mixture thereof.

8. The fragrance raw materials that promote the formation of hydrogen sulfide from the sulfur-containing pro-fragrance compounds are 4-(4-hydroxyphenyl)-2-butanone, 2-phenylethanol, (+ / -)-2-phenyl-1-propanol, indole, 1-(2-naphthyl)ethanone, (+ / -)-alpha terpineol, methyl 2-((1RS,2RS)-3-oxo-2-pentylcyclopentyl)acetate, (+ / -)-3,7-dimethyl-1,6-octadien-3-ol, 3,7-dimethyl-2,6-octadien-1-ol, (+ / -)-3-methyl-5-phenyl-1-pentanol, (- )-R-3,7-dimethyl-6-octenenitrile, (+ / -)-(2,5-dimethyl-2,3-dihydro-1H-inden-2-yl)methanol, (+ / -)-2,2,2-trichloro-1-phenylethyl acetate, (+ / -)-2,6-dimethyl-7-octen-2-ol, cyclohexylidene(phenyl)acetonitrile, (+ / -)-3,7-dimethyl-6-octen-1-ol, (+ / -)-3,7-dimethyl-3-octanol, 2-ethoxynaphthalene, (+ / -)-1,5-dimethyl-1-vinyl-4-hexenyl acetate, tricyclo[5.2.1.0 (2,6) ]dec-3 / 4-en-8-ylpropanoate, (+ / -)-2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, allyl 3-cyclohexylpropanoate, (+ / -)-1-(2-tert-butyl-1-cyclohexyloxy)-2-butanol, (4E)-3,3-dimethyl-5-[(1R)-2,2 ,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, (3Z)-3-hexen-1-yl salicylate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, (+)-2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-methylpropylpropionate, 1-[(1RS,2RS)-1,2,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenyl]ethanone / 1- ((2RS,3RS)-2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethanone / 1-[(2RS,3RS,8aRS)-2,3,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethanone / 1-[(1RS,2RS,8aSR)-1,2,8,8-tetramethyl-1,2,3,5,6,7,8,8a-octahydro-2-naphthalenyl]ethanone / 1-[(2RS,3RS,8aRS)-2,3, 2. The fragrance composition according to claim 1, wherein the aromatic hydrocarbon group is selected from the group consisting of a mixture of 8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydro-2-naphthalenyl]ethanone, (+ / -)-3-endo / exo-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane, (3aRS,5aSR,9aSR,9bRS)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 3-methyl-4 / 5-cyclopentadecen-1-one, and any mixture thereof.

9. Tricyclo[5.2.1.0 2,6 ]dec-3 / 4-en-8-yl acetate, (Z)-3-hexenyl acetate, 2-methoxy-4-(2-propen-1-yl)phenol, patchouli oil, 4-(2-methyl-2-propanyl)cyclohexyl acetate, allyl (2 / 3-methylbutoxy)acetate, 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, (3Z)-3-hexen-1-ol, 1,1-dimethyl-2-phenylethyl acetate, hexyl acetate, 1,1'-oxydibenzene, 1-methoxy-4-methylbenzene, (1R,2R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl acetate, 1-phenylvinyl acetate, ethyl (E)-3-phenyl-2-propenoate 2. The fragrance composition of claim 1, comprising a fragrance raw material selected from the group consisting of: (+ / -)-3,7-dimethyl-1-octanol, ethyl butanoate, 1,1,2,3,3-pentamethyl-1,2,3,5,6,7-hexahydro-4H-inden-4-one, allyl(cyclohexyloxy)acetate, lavandin oil, (2,2-dimethoxyethyl)benzene, 2-methylbutyl butyrate, 3-methylbutyl butyrate, 1,1-dimethyl-2-phenylethyl butanoate, and 1,4-dioxacycloheptadecane-5,17-dione, methyl 2-hydroxybenzoate, acetophenone, allyl hexanoate, (3Z)-hex-3-en-1-yl methyl carbonate, and any mixture thereof.

10. 2. The fragrance composition according to claim 1, comprising a hydrogen sulfide scavenger, wherein the hydrogen sulfide scavenger is preferably an amine selected from the group consisting of monoethanolamine, diethanolamine, triethanolamine, methyldiethanolamine, dimethylethanolamine, alkyldiethanolamine, ethoxylated alkyldiethanolamine, 1,1',1'',1'''-[1,2-ethanediyldi(nitrilo)]tetra(2-propanol), and any mixture thereof.

11. A consumer product comprising a fragrance composition according to any one of claims 1 to 10.

12. 12. The consumer product of claim 11, which is a personal or home care product, preferably a fabric conditioner, shower gel, or rinse-off hair conditioner.

13. 12. Consumer product according to claim 11, having an acidic pH value, preferably below 5.5, preferably between 2.5 and 5.

5.

14. 12. A consumer product according to claim 11, comprising a preservative preferably selected from the group consisting of benzisothiazolin-3-one, methylchloroisothiazolinone, methylisothiazolinone, and any mixture thereof.

15. 1. A method for preparing a fragrance composition, comprising the step of mixing a sulfur-containing pro-fragrance compound with at least one fragrance raw material to obtain a fragrance composition that does not contain more than 19% by weight of fragrance raw materials that promote the formation of hydrogen sulfide from said sulfur-containing pro-fragrance compound.