Improved fragrance compositions containing sulfur-containing pro-fragrance compounds

Abstract

The present invention relates to a perfume composition comprising at least one sulfur-containing professional fragrance compound and at least one aldehyde perfume raw material, wherein the at least one aldehyde perfume raw material is present in an amount effective to reduce the formation of hydrogen sulfide from the sulfur-containing professional fragrance. The present invention further relates to a consumer product comprising the perfume composition according to the present invention, as well as the use of at least one aldehyde perfume raw material to reduce the formation of hydrogen sulfide from the sulfur-containing professional fragrance.

Description

[Technical field]

[0001] The present invention relates to a perfume composition comprising at least one sulfur-containing professional fragrance compound and at least one aldehyde perfume raw material, wherein the at least one aldehyde perfume raw material is present in an amount effective to reduce the formation of hydrogen sulfide from the sulfur-containing professional fragrance. The present invention further relates to a consumer product comprising the perfume composition according to the present invention, as well as the use of at least one aldehyde perfume raw material to reduce the formation of hydrogen sulfide from the sulfur-containing professional fragrance.

[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] Some attempts have been made to reduce the formation of hydrogen sulfide in perfume oils that contain one or more sulfur-containing professional fragrances.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 the perfume composition containing the sulfur-containing professional fragrance is incorporated into a consumer product such as a home care product or a personal care product, the above-mentioned hydrogen sulfide trapping 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 trapping agent molecule, leading to the formation of an unpleasant rotten egg odor in the final consumer product. Hydrogen sulfide may be perceived even as part of a home care or personal care product that is pH-neutral (pH value of about 7).

[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 aldehyde perfume raw materials can reduce the formation of hydrogen sulfide from sulfur-containing professional fragrance compounds, especially in perfume compositions.The present invention therefore relates to perfume compositions comprising an amount of aldehyde perfume raw materials effective to reduce the formation of hydrogen sulfide from sulfur-containing professional fragrance compounds. [Brief description of the drawings]

[0008] [Figure 1] FIG. 1 shows the relative percentage of hydrogen sulfide formation from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) in perfume compositions containing aldehyde perfume raw materials of Group A. [Diagram 2] FIG. 1 shows the relative percentage of hydrogen sulfide formation from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) in perfume compositions containing Group B aldehyde perfume raw materials. [Diagram 3]FIG. 1 shows the relative percentage of hydrogen sulfide formation from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) in perfume compositions containing Group C aldehyde perfume raw materials.

[0009] Detailed Description The present invention provides a fragrance composition comprising at least one sulfur-containing pro-fragrance compound and at least one aldehyde fragrance raw material, at least one aldehyde perfume raw material is present in an amount effective to reduce the formation of hydrogen sulfide from the sulfur-containing pro-fragrance compounds; At least one aldehyde fragrance raw material is R-CH 2 -CHO, and R'-CH(R')-CHO; [In the formula, R represents a hydrogen atom or a C group which may optionally contain 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom. 1 ~C 18 represents a hydrocarbon group; The R' groups are each independently a C 1 -C 2 -O 3 -C 3 -O 4 -O 5 -O 6 -O 7 -O 8 -O 9 -O 10 -O 11 -O 12 -O 13 -O 14 -O 15 -O 16 -O 17 -O 18 -O 19 -O 20 -O 21 -O 22 -O 23 -O 24 -O 25 1 ~C 18 represents a hydrocarbon group; or both R' groups together represent C 5-16 Cycloalkyl groups, C 5-16 Cycloalkenyl group, C 4-14 Heterocycloalkyl group or C 4-14 heterocycloalkenyl groups, each of which is optionally C 1-15 Alkyl group, C 2-15 Alkenyl group, C 1-15 Alkoxy group, C 3-15 Cycloalkyl groups, C 5-15 Cycloalkenyl group, C 6-10 Aryl groups, and / or C 6-10aryloxy groups, each of which is optionally C 1-8 Alkyl group, C 1-8 Alkoxy groups, carboxylic acid groups, and / or C 1-4 It may be substituted with one or more carboxylic acid ester groups, and the heteroatoms represent one or more oxygen atoms.

[0010] 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.

[0011] According to the present invention, the fragrance composition comprises at least one sulfur-containing pro-fragrance compound.

[0012] 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, said vapor pressure is less than 0.001 Pa. Properfumes can also advantageously be characterized by a molecular weight of more than 270, or more than 300, or 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, 5836-5863.

[0013] The external action leading 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 at shorter wavelengths (higher energy input).

[0014] Cleavage of certain proparfume compounds may also be air / oxygen induced, whereby PRMs can be released from the proparfume compounds by oxidation in the presence of air (ambient air) or oxygen.

[0015] Additionally, PRMs may be released from certain propargyric compounds by heat, where "heat" means any input of energy caused by an increase in temperature.

[0016] 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.

[0017] 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.

[0018] In some cases, PRM may be released from a particular propurfume compound not only through one release mechanism, but through two or more of the above simultaneously, e.g., release through air / oxygen and moisture.

[0019] According to the invention, the fragrance composition comprises at least one sulfur-containing pro-fragrance compound, which, upon oxidation of said compound, runs the risk of forming unpleasant hydrogen sulfide.

[0020] 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.

[0021] In certain embodiments, the sulfur-containing pro-fragrance compound is of the formula: [ka] Where: 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 liable 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, C 1 ~C 6 Alkoxy 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 may be 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; C 1 ~C 4 may be substituted with an alkyl group; or 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 the group is attached, and the ring is 1 ~C 8 may be substituted with linear, branched, or cyclic alkyl or alkenyl groups. wherein at least one of the P groups is of formula (II) as defined above; e) G represents a polyvalent group (m+1 valent) derived from a hydrocarbon group having 1 to 22 carbon atoms, where the hydrocarbon group is a cyclic, linear, alicyclic, or branched alkyl group, a cyclic, linear, alicyclic, or branched alkenyl group, a phenyl group, an alkylphenyl group, or an alkenylphenyl group, which may be optionally substituted to contain 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 (wherein w=1 and n=1) or a polymer or copolymer selected from the group consisting of poly(alkylimines), peptides (e.g., lysine), a polysaccharide selected from the group consisting of cellulose, cyclodextrin, and starch, a cationic quaternized silicon polymer, or further a polymer or random copolymer derived from monomer units selected from the group consisting of formulae A-1), A-2), A-3), B-1), B-2), C-1), C-2), and C-3): [ka] [wherein the hatched 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, decimal numbers between 0 and 1, such that o+p+q=1, r+s=1, and t+u+v=1, with the proviso 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, for example, glycine, alanine, phenylalanine, arginine, histidine, lysine, aspartic acid, glutamic acid, cysteine, methionine, glutamine, asparagine, threonine, serine, leucine, isoleucine, valine, tyrosine, or tryptophan; R 7 may be simultaneously or independently a hydrogen atom or a C 1 ~C 16 represents a hydrocarbon group; R 8 may be used simultaneously or independently of one another. - Hydrogen or halide atoms; - C, which may optionally contain 1 to 4 heteroatoms selected from the group consisting of oxygen and sulfur atoms 1 ~C 6 Hydrocarbon radicals; - Expression COOR * A carboxylic acid group represented by [R * represents a hydrogen atom or optionally contains 1 to 30 oxygen atoms; 1 ~C 60 represents an alkyl group or represents 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.

[0022] 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.

[0023] 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- Methyl-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-octenal, 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-trimethylcyclohexyl Mention may be made of ethyl spiro[bicyclo[3.1.1]heptane-3,1'-cyclohexane]-2'-en-4'-one, ethyl 2,4-deca-dienoate, ethyl 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.

[0024] In certain embodiments, P represents a group selected from the group consisting of formulas (P-1) to (P-14), in any one of its isomeric forms: [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 is a hydrogen atom, a hydroxyl group, a methoxy group, or C 1 ~C 4 Represents a linear or branched alkyl group, R c is a hydrogen atom or C 1 ~C 4 represents a straight or branched alkyl group.

[0025] In certain embodiments, P represents a group selected from the group consisting of the following formulae: [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.

[0026] 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.

[0027] In certain embodiments, G may represent a divalent hydrocarbon group having 1 to 22 carbon atoms, which is a cyclic, linear, or branched alkyl, alkenyl, alkanedienyl, or alkylbenzene, which may be optionally substituted and contain 1 to 10 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 1 to 22 carbon atoms, which is optionally substituted and contains 1 to 5 functional groups selected from the group consisting of ethers, esters, ketones, aldehydes, carboxylic acids, thiols, thioethers, amines, quaternary amines, and amides.

[0029] 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.

[0030] 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.

[0031] In certain embodiments, G represents a divalent linear alkyl hydrocarbon group having 3 to 14 carbon atoms.

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

[0033] 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.

[0034] In certain embodiments, R 7 may be simultaneously or independently a hydrogen atom or a C 1-3 It represents an alkyl group. Preferably, R 7 simultaneously or independently represent a hydrogen atom, a methyl group or an ethyl group. More preferably, R 7 simultaneously or independently represent a hydrogen atom or a methyl group.

[0035] In certain embodiments, the propurfume compound is defined by formula (I) above, wherein - w=1, n=1, m=1, P represents a group prone to form odoriferous α,β-unsaturated ketones or aldehydes and is represented by the formula: [ka] [In the formula, R 2 , R 3 , and R 4 are each independently a hydrogen atom, C 6 ~C 10 Aromatic ring, or C 1 ~C 15 represents a linear, cyclic, or branched alkyl, alkenyl, or alkadienyl group; C 1 ~C 4 may be substituted with an alkyl group; or 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, and this ring is optionally 1 ~C 8 may be substituted with linear, branched, or cyclic alkyl or alkenyl groups; - 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 represents a polymer or random copolymer derived from formula B-1), where R 7 is C 1 ~C 16 represents a hydrocarbon group).

[0036] In certain embodiments, the sulfur-containing propurfume compound is a linear polysiloxane copolymer comprising at least one repeat unit of the following formula: [ka] [In the formula, the double hatched line indicates a bond to another repeating unit.]

[0037] 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.

[0038] In certain embodiments, the sulfur-containing proparfume compound is of 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; -OR 9 , -(NR 9 ) 2 , -COOR 9 , and R 9 group, wherein R 9 is a hydrogen atom, C 1 ~C6 represents an alkyl or alkenyl group; and Q represents a hydrogen atom.

[0039] In certain embodiments, the proparfume compound of formula (I) is a compound of formulas a)-d), or any combination thereof. [ka] [In the formula, R 5 is C 1 ~C 20 An alkyl or alkenyl group, preferably C 6 ~C 15 An alkyl or alkenyl group, more preferably C 12 represents an alkyl group.

[0040] 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.

[0041] 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 mixtures of any of the above. 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 any 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).

[0042] 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).

[0043] 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).

[0044] 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.

[0045] 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.

[0046] 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.

[0047] According to the present invention, the fragrance composition comprises at least one aldehyde fragrance raw material, the at least one aldehyde fragrance raw material being R-CH 2 -CHO and R'-CH(R')-CHO.

[0048] "Hydrocarbon group" is understood to mean a group consisting of hydrogen and carbon atoms, which may be in the form of an aliphatic hydrocarbon, i.e. linear or branched, saturated hydrocarbon (e.g. alkyl group), linear or branched, unsaturated hydrocarbon (e.g. alkenyl or alkynyl group), saturated cyclic hydrocarbon (e.g. cycloalkyl) or unsaturated cyclic hydrocarbon (e.g. cycloalkenyl or cycloalkynyl), or in the form of an aromatic hydrocarbon, i.e. aryl group, or in the form of a mixture of said types of groups, such as specific groups including linear alkyl (e.g. having one or more carbon-carbon double bonds), branched alkenyl, (poly)cycloalkyl and aryl moieties (unless a limitation specifying only one type is mentioned). Similarly, in all embodiments of the present invention, when a group is referred to as being in the form of more than one type of topology (e.g. linear, cyclic, or branched) and / or saturated or unsaturated (e.g. alkyl, aromatic, or alkenyl), what is meant is that the group may contain moieties having any one of said topologies, or that the group is saturated or unsaturated, as described above. Similarly, in all embodiments of the present invention, when a group is referred to as being in the form of one of saturated or unsaturated (e.g. alkyl), what is meant is that the group may be in any type of topology (e.g. linear, cyclic, or branched) or have some moieties with different topologies.

[0049] The term "optionally" is understood to mean that the group to be optionally substituted or that the group optionally comprises may or may not be substituted with a certain functional group or may or may not include a certain atom. The term "one or more" is understood to mean substituted with 1 to 7, preferably 1 to 5, more preferably 1 to 3, certain functional groups.

[0050] The terms "alkyl" and "alkenyl" are understood to include branched and straight chain alkyl and alkenyl groups. The terms "alkenyl", "cycloalkenyl", and "heterocycloalkenyl" are understood to include one, two, or three olefinic double bonds, preferably one or two olefinic double bonds. The terms "cycloalkyl", "cycloalkenyl", "heterocycloalkyl", "heterocycloalkenyl", and "heterocycle" are understood to include monocyclic or fused, spiro, and / or bridged bicyclic or tricyclic cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, and heterocyclic groups, preferably monocyclic cycloalkyl, cycloalkenyl, heterocycloalkyl, and heterocycloalkenyl groups.

[0051] The term "aryl" is understood to include any group having at least one aromatic group, such as a phenyl group, an indenyl group, an indanyl group, a benzodioxolyl group, a dihydrobenzodioxinyl group, a tetrahydronaphthalenyl group, or a naphthalenyl group.

[0052] 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.

[0053] According to the present invention, the aldehyde perfume raw material is not an aldehyde pro-fragrance compound.

[0054] In certain embodiments, the perfume composition comprises one, two, three, four or more aldehyde perfume raw materials. In one embodiment, the perfume composition comprises one aldehyde perfume raw material. In another embodiment, the perfume composition comprises two aldehyde perfume raw materials. In another embodiment, the perfume composition comprises three aldehyde perfume raw materials. In another embodiment, the perfume composition comprises four aldehyde perfume raw materials. In another embodiment, the perfume composition comprises five aldehyde perfume raw materials. In another embodiment, the perfume composition comprises more than five aldehyde perfume raw materials.

[0055] According to the invention, R may be a hydrogen atom or may optionally contain 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom. 1 ~C 16 R may be a hydrocarbon group. Preferably, R is a hydrogen atom or a C group optionally containing 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom. 1 ~C 14 R may be a hydrocarbon group. Preferably, R is a hydrogen atom or a C group optionally containing 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom. 1 ~C 12R may be a hydrocarbon group. Preferably, R is a hydrogen atom or a C group optionally containing 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom. 1 ~C 10 Preferably, R is C 1 ~C 10 Alkyl group or C 2 ~C 10 Preferably, R is C 3 ~C 10 Alkyl group or C 3 ~C 10 Preferably, R is C 5 ~C 10 Alkyl group or C 3 ~C 10 Even more preferably, R is C 6 ~C 10 Alkyl group or C 6 ~C 10 It may be an alkenyl group.

[0056] According to the invention, the first R' group is a C 1 -C 2 -R 3 -C 3 -R 4 -R 5 -R 6 -R 7 -R 8 -R 9 -R 10 -R 11 -R 12 -R 13 -R 14 -R 15 -R 16 -R 17 -R 18 -R 19 -R 20 -R 21 -R 22 -R 23 -R 24 - 1 ~C 16 Preferably, the first R' group is a C 1 -C 2 -H 2 O 2 -C 3 -H 2 O 2 -C 1 ... 1 ~C 14 Preferably, the first R' group is a C 1 -C 2 -H 2 O 2 -C 3 -H 2 O 2 -C 1 ... 1 ~C 12 Preferably, the first R' group is a C 1 -C 2 -H 2 O 2 -C 3 -H 2 O 2 -C 1 ... 1 ~C 10 Preferably, the first R′ group is C 1 ~C10 Alkyl group or C 2 ~C 10 Preferably, the first R′ group is C 1 ~C 8 Alkyl group or C 2 ~C 8 Preferably, the first R′ group is C 1 ~C 6 Alkyl group or C 2 ~C 6 Preferably, the first R′ group is C 1 ~C 4 Alkyl group or C 2 ~C 4 Preferably, the first R′ group is C 1 ~C 3 Alkyl group or C 2 ~C 3 Preferably, the first R′ group is C 1 ~C 2 Alkyl group or C 2 It may be an alkenyl group. Preferably, the first R' group may be a methyl group.

[0057] According to the present invention, the second R' group is a C 1 -C 2 -R 3 -C 3 -R 4 -R 5 -R 6 -R 7 -R 8 -R 9 -R 10 -R 11 -R 12 -R 13 -R 14 -R 15 -R 16 -R 17 -R 18 -R 19 -R 20 -R 21 -R 22 -R 23 -R 24 1 ~C 16 Preferably, the second R' group is a C 1 -C 2 -H 2 O ... 1 ~C 14 Preferably, the second R' group is a C 1 -C 2 -H 2 O ... 1 ~C 12 Preferably, the second R' group is a C 1 -C 2 -H 2 O ... 1 ~C10 Preferably, the second R′ group is C 1 ~C 10 Alkyl group or C 2 ~C 10 Preferably, the second R′ group is C 3 ~C 10 Alkyl group or C 3 ~C 10 Preferably, the second R′ group is C 5 ~C 10 Alkyl group or C 3 ~C 10 Even more preferably, the second R′ group is 6 ~C 10 Alkyl group or C 6 ~C 10 It may be an alkenyl group.

[0058] According to the invention, both R' together form C 5-14 Cycloalkyl groups, C 5-14 Cycloalkenyl group, C 4-12 Heterocycloalkyl group, or C 4-12 heterocycloalkenyl groups, each of which may optionally be 1-10 Alkyl group, C 2-10 Alkenyl group, C 1-10 Alkoxy group, C 3-10 Cycloalkyl groups, C 5-10 Cycloalkenyl group, C 6-8 Aryl groups, and / or C 6-8 aryloxy groups, each of which is optionally substituted with one or more of 1-6 Alkyl group, C 1-6 Alkoxy groups, carboxylic acid groups, and / or C 1-3 The heteroatoms may be substituted with one or more carboxylic acid ester groups, and the heteroatoms represent one or more oxygen atoms. Preferably, both R' together represent C 5-12 Cycloalkyl groups, C 5-12 Cycloalkenyl group, C 4-10 Heterocycloalkyl group, or C 4-10heterocycloalkenyl groups, each of which may optionally be 1-8 Alkyl group, C 2-8 Alkenyl group, C 1-8 Alkoxy group, C 3-8 Cycloalkyl groups, C 5-8 Cycloalkenyl group, C 6 Aryl groups, and / or C 6 aryloxy groups, each of which is optionally selected from the group consisting of C 1-4 Alkyl group, C 1-4 Alkoxy groups, carboxylic acid groups, and / or C 1-2 The heteroatoms may be substituted with one or more carboxylic acid ester groups, and the heteroatoms represent one or more oxygen atoms. Preferably, both R' together represent C 5-10 Cycloalkyl groups, C 5-10 Cycloalkenyl group, C 4-8 Heterocycloalkyl group, or C 4-8 heterocycloalkenyl groups, each of which may optionally be 1-6 Alkyl group, C 2-6 Alkenyl group, C 1-6 Alkoxy group, C 3-6 Cycloalkyl groups, C 5-7 Cycloalkenyl group, C 6 Aryl groups, and / or C 6 aryloxy groups, each of which is optionally substituted with one or more of the following: 1-4 Alkyl group, C 1-4 Alkoxy groups, carboxylic acid groups, and / or C 1-2 The heteroatoms may be substituted with one or more carboxylic acid ester groups, and the heteroatoms represent one or more oxygen atoms. Preferably, both R' together represent C 5-10 Cycloalkyl groups, C 5-10 Cycloalkenyl group, C 4-8 Heterocycloalkyl group, or C 4-8 heterocycloalkenyl groups, each of which may optionally be 1-6 Alkyl group, C 2-6 Alkenyl group, C 1-6 Alkoxy group, C 3-6Cycloalkyl groups, C 5-7 Cycloalkenyl group, C 6 Aryl groups, and / or C 6 aryloxy groups, each of which is optionally selected from the group consisting of C 1-3 Alkyl group, C 1-3 Alkoxy groups, carboxylic acids, and / or C 1-2 The heteroatoms may be substituted with one or more carboxylic acid ester groups, and the heteroatoms represent one or more oxygen atoms. Preferably, both R' together represent C 5-10 Cycloalkyl groups, C 5-10 Cycloalkenyl group, C 4-8 Heterocycloalkyl group, or C 4-8 heterocycloalkenyl groups, each of which may optionally be 1-4 Alkyl group, C 2-4 Alkenyl group, C 1-4 Alkoxy group, C 5-6 Cycloalkyl groups, C 5-6 Cycloalkenyl group, C 6 Aryl groups, and / or C 6 aryloxy groups, each of which is optionally selected from the group consisting of C 1-4 Alkyl group, C 1-4 Alkoxy groups, carboxylic acid groups, and / or C 1-2 The heteroatoms may be substituted with one or more carboxylic acid ester groups, and the heteroatoms represent one or more oxygen atoms. Preferably, both R' together represent C 5-8 Cycloalkyl groups, C 5-8 Cycloalkenyl group, C 4-6 Heterocycloalkyl group, or C 4-6 heterocycloalkenyl groups, each of which may optionally be 1-4 Alkyl group, C 2-4 Alkenyl group, C 1-4 Alkoxy group, C 5-6 Cycloalkyl groups, C 5-6 Cycloalkenyl group, C 6 Aryl groups, and / or C 6aryloxy groups, each of which is optionally selected from the group consisting of C 1-4 Alkyl group, C 1-4 Alkoxy groups, carboxylic acid groups, and / or C 1-2 It may be substituted with one or more of the carboxylic acid ester groups, and the heteroatoms represent one or more oxygen atoms.

[0059] In a preferred embodiment, the at least one aldehyde perfume raw material is R-CH 2 R-CH 2 The chemical structure of -CHO is shown.

[0060] In certain embodiments, the at least one aldehyde perfume raw material is selected from the group consisting of (+ / -)-2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal, (+ / -)-2-methylundecanal, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, (+ / -)-3-(4-isopropylphenyl)-2-methylpropanal, (+ / -)-3-(1,3-benzodioxol-5-yl)-2-methylpropanal, (+ / -)-3 / 4-(4-methylphenyl)-2-methylpropanal, (+ / -)-3-(1,3-benzodioxol-5-yl ... (E)-2-dodecenal, (Z)-3-dodecenal, dodecanal, (+ / -)-2,6-dimethyl-5-heptenal, (+ / -)-3 / 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, (+ / -)-8α / 9α-methoxy-1α,2β,6β-tricyclo[5.2.1.0] 2,6]Decane-3β-carbaldehyde, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, (+ / -)-2-methyldecanal, (+ / -)-2,6,10-trimethyl-9-undecenal, (1RS,6RS)-3,6-dimethyl-3-cyclohexene-1-carbaldehyde, (1RS,6RS)-4,6-dimethyl-3-cyclohexene Cyclohexene-1-carbaldehyde, (1RS,6SR)-4,6-dimethyl-3-cyclohexene-1-carbaldehyde, (+ / -)-8,8-dimethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenecarbaldehyde, (+ / -)-5,5-dimethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenecarbaldehyde, (+ / -)-2,2-dimethyltricyclo[6.2.1.0 1,6]Undecane-7-one, 3-(1,1 / 3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, decenal, dodecanal, undecanal, octanal, (+ / -)-7-hydroxy-3,7-dimethyloctanal, 10-undecenal, nonanal, 10-undecenal, (9E)-9-undecenal, (9Z)-9-undecenal Indecenal, 3-(1,1 / 3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, (+ / -)-3-(3-isopropyl-1-phenyl)butanal, 3-(4-tert-butylphenyl)propanal, (+)-(R)-3,7-dimethyl-6-octenal, (+ / -)-3,7-dimethyl-6-octenal, (+ / -)-3 -Phenylbutanal, 3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, phenylacetaldehyde, hexanal, (E)-4-decenal, 7-hydroxy-3,7-dimethyloctanal, (4Z)-4-dodecenal, tridecanal, heptanal, 3-phenylpropanal, 3-methylbutanal, (4-methylphenyl)acetaldehyde, 6-methoxy-2,6-dimethyloctanal, 7-isopropyl-5-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde, 8-isopropyl-6-methylbicyclo[2.2.2] Oct-5-ene-2-carbaldehyde, 3-(4-isobutylphenyl)-2-methylpropanal, octahydro-1H-4,7-methanoindene-2-carbaldehyde, (E)-2,6,10-trimethylundeca-5,9-dienal, (E)-3,7,11-trimethyldodeca-6,10-dienal, 4-(octahydro-5H-4,7-methanoinden-5-ylidene)butanal, 3-(4-isopropylphenyl)propanal acetaldehyde, 4,8-dimethyldec-4,9-dienal, (E)-5,9-dimethyldec-4,8-dienal, 2-((3,7-dimethylocta-2,6-dien-1-yl)oxy)acetaldehyde, (4Z,7Z)-deca-4,7-dienal, (S,Z)-6-(2,2,3-trimethylcyclopent-3-en-1-yl)hex-4-enal, 6,8-dimethylnon-7-enal, and any mixture thereof.

[0061] In certain embodiments, the at least one aldehyde perfume raw material is selected from the group consisting of (+ / -)-2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal, (+ / -)-2-methylundecanal, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, (+ / -)-3-(4-isopropylphenyl)-2-methylpropanal, (+ / -)-3-(1,3-benzodioxol-5-yl)-2-methylpropanal, (+ / -)-3 / 4-(4-methylphenyl)-2-methylpropanal, (+ / -)-3-(1,3-benzodioxol-5-yl ... (E)-2-dodecenal, (Z)-3-dodecenal, dodecanal, (+ / -)-2,6-dimethyl-5-heptenal, (+ / -)-3 / 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, (+ / -)-3-(4-methoxyphenyl)-2-methylpropanal, (+ / -)-8α / 9α-methoxy-1α,2β,6β-tricyclo[5.2.1.0] 2,6]Decane-3β-carbaldehyde, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, (+ / -)-2-methyldecanal, (+ / -)-2,6,10-trimethyl-9-undecenal, (1RS,6RS)-3,6-dimethyl-3-cyclohexene-1-carbaldehyde, (1RS,6RS)-4,6-dimethyl-3-cyclohexene Cyclohexene-1-carbaldehyde, (1RS,6SR)-4,6-dimethyl-3-cyclohexene-1-carbaldehyde, (+ / -)-8,8-dimethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenecarbaldehyde, (+ / -)-5,5-dimethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenecarbaldehyde, (+ / -)-2,2-dimethyltricyclo[6.2.1.0 1,6 ]undecan-7-one, 6-methoxy-2,6-dimethyloctanal, 7-isopropyl-5-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde, 8-isopropyl-6-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde, 3-(4-isobutylphenyl)-2-methylpropanal, octahydro-1H-4,7-methanoindene-2-carbaldehyde, (E)-2,6,10-trimethylundec-5,9-dienal, and any mixture thereof.

[0062] In a preferred embodiment, the at least one aldehyde perfume raw material is 3-(1,1 / 3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, decenal, dodecanal, undecanal, octanal, (+ / -)-7-hydroxy-3,7-dimethyloctanal, 10-undecenal, nonanal, 10-undecenal, (9E)-9-undecenal, (9Z)-9-undecenal, 3-(1,1 / 3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, 3-(4-tert-butylphenyl)propanal, (+)-(R)-3,7-dimethyl-6-octenal, (+ / -)-3,7-dimethyl-6-octenal, (+ / -)-3-phenylbutanal, 3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, 3-(4,4-dimethyl- 1-cyclohexen-1-yl)propanal, phenylacetaldehyde, hexanal, (E)-4-decenal, 7-hydroxy-3,7-dimethyloctanal, (4Z)-4-dodecenal, tridecanal, heptanal, 3-phenylpropanal, 3-methylbutanal, (4-methylphenyl)acetaldehyde, (E)-3,7,11-trimethyldodeca-6,10-dienal, 4-(octahydro-5H-4,7-methanoinden-5-ylidene)butanal, 3- The compound is selected from the group consisting of (4-isopropylphenyl)propanal, 4,8-dimethyldeca-4,9-dienal, (E)-5,9-dimethyldeca-4,8-dienal, 2-((3,7-dimethylocta-2,6-dien-1-yl)oxy)acetaldehyde, (4Z,7Z)-deca-4,7-dienal, (S,Z)-6-(2,2,3-trimethylcyclopent-3-en-1-yl)hex-4-enal, 6,8-dimethylnon-7-enal, and any mixture thereof.

[0063] In a particular embodiment, the at least one aldehyde perfume raw material is 3-(1,1 / 3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal. In another embodiment, the at least one aldehyde perfume raw material is decenal. In another embodiment, the at least one aldehyde perfume raw material is dodecanal. In another embodiment, the at least one aldehyde perfume raw material is undecanal. In another embodiment, the at least one aldehyde perfume raw material is octanal. In another embodiment, the at least one aldehyde perfume raw material is (+ / -)-7-hydroxy-3,7-dimethyloctanal. In another embodiment, the at least one aldehyde perfume raw material is 10-undecenal. In another embodiment, the at least one aldehyde perfume raw material is (9E)-9-undecenal. In another embodiment, the at least one aldehyde perfume raw material is (9Z)-9-undecenal. In another embodiment, the at least one aldehyde perfume raw material is 3-(1,1 / 3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal. In another embodiment, the at least one aldehyde perfume raw material is (+ / -)-3-(3-isopropyl-1-phenyl)butanal. In another embodiment, the at least one aldehyde perfume raw material is (+)-(R)-3,7-dimethyl-6-octenal. In another embodiment, the at least one aldehyde perfume raw material is (+ / -)-3,7-dimethyl-6-octenal. In another embodiment, the at least one aldehyde perfume raw material is (+ / -)-3-phenylbutanal. In another embodiment, the at least one aldehyde perfume raw material is 3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal. In another embodiment, the at least one aldehyde perfume raw material is (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal. In another embodiment, the at least one aldehyde perfume raw material is 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal. In another embodiment, the at least one aldehyde perfume raw material is phenylacetaldehyde.In another embodiment, the at least one aldehyde perfume raw material is hexanal. In another embodiment, the at least one aldehyde perfume raw material is (E)-4-decenal. In another embodiment, the at least one aldehyde perfume raw material is 7-hydroxy-3,7-dimethyloctanal. In another embodiment, the at least one aldehyde perfume raw material is (4Z)-4-dodecenal. In another embodiment, the at least one aldehyde perfume raw material is tridecanal. In another embodiment, the at least one aldehyde perfume raw material is heptanal. In another embodiment, the at least one aldehyde perfume raw material is 3-phenylpropanal. In another embodiment, the at least one aldehyde perfume raw material is 3-methylbutanal. In another embodiment, the at least one aldehyde perfume raw material is (4-methylphenyl)acetaldehyde.

[0064] An amount of at least one aldehyde perfume raw material in a perfume composition effective to reduce the formation of hydrogen sulfide from a sulfur-containing pro-fragrance can be determined by one skilled in the art.

[0065] For example, a certain amount of at least one aldehyde perfume raw material can be combined with at least one sulfur-containing professional fragrance, and optionally other perfume raw materials.The mixture can then be heated at a temperature of 50°C for 2 weeks.Subsequent sensory evaluation can make it possible to conclude whether the addition of a certain amount of aldehyde perfume raw material is effective in reducing hydrogen sulfide odor, compared to a control sample that does not contain at least one aldehyde perfume raw material.Alternatively, the release of hydrogen sulfide during storage at 50°C for 2 weeks can be measured by chromatography-mass spectrometry (GC-MS), optionally combined with solid phase microextraction (SPME), and compared with the control sample.

[0066] Thus, in certain embodiments, the effective amount of aldehyde perfume raw material for reducing the formation of hydrogen sulfide is determined by measuring the release of hydrogen sulfide upon storage of the perfume composition for two weeks at 50° C. The release of hydrogen sulfide is preferably measured by sensory evaluation and / or chromatography-mass spectrometry (GC-MS), optionally combined with solid phase microextraction (SPME).

[0067] In a particular embodiment, the perfume composition comprises at least one aldehyde perfume raw material in an amount of at least 0.75% by weight, preferably at least 1.5% by weight, more preferably at least 2.5% by weight, and most preferably at least 5% by weight, based on the total weight of the perfume composition. In said embodiment, the at least one aldehyde perfume raw material is R-CH 2 It is preferred to show the chemical structure -CHO.

[0068] In a particular embodiment, the perfume composition comprises at least one aldehyde perfume raw material in an amount of at least 2.5% by weight, based on the total weight of the perfume composition. In said embodiment, the at least one aldehyde perfume raw material preferably exhibits the chemical structure R'-CH(R')-CHO as defined above.

[0069] In a particular embodiment, the perfume composition comprises at least one aldehyde perfume raw material in an amount of up to 85% by weight, preferably up to 80% by weight, preferably up to 70% by weight, preferably up to 60% by weight, preferably up to 50% by weight, preferably up to 40% by weight, preferably up to 20% by weight, even more preferably up to 20% by weight. In said embodiment, the at least one aldehyde perfume raw material is R-CH 2 It is preferred to show the chemical structure -CHO.

[0070] In a particular embodiment, the perfume composition comprises at least one aldehyde perfume raw material in an amount of 0.75% to 85% by weight, preferably 0.75% to 80% by weight, preferably 0.75% to 70% by weight, preferably 0.75% to 60% by weight, preferably 0.75% to 50% by weight, preferably 0.75% to 40% by weight, preferably 0.75% to 20% by weight, even more preferably 0.75% to 20% by weight. In said embodiment, the at least one aldehyde perfume raw material is an aldehyde-R-CH 2 It is preferred to show the chemical structure -CHO.

[0071] In certain embodiments, the perfume composition comprises at least one aldehyde perfume raw material in an amount of from 1% to 85% by weight, preferably from 1% to 80% by weight, preferably from 1% to 70% by weight, preferably from 1% to 60% by weight, preferably from 1% to 50% by weight, preferably from 1% to 40% by weight, preferably from 1% to 20% by weight, even more preferably from 1% to 20% by weight. In said embodiments, the at least one aldehyde perfume raw material is an aldehyde-based perfume raw material having the R-CH 2 It is preferred to show the chemical structure -CHO.

[0072] In a particular embodiment, the perfume composition comprises at least one aldehyde perfume raw material in an amount of from 1.5% to 85% by weight, preferably from 1.5% to 80% by weight, preferably from 1.5% to 70% by weight, preferably from 1.5% to 60% by weight, preferably from 1.5% to 50% by weight, preferably from 1.5% to 40% by weight, preferably from 1.5% to 20% by weight, even more preferably from 1.5% to 20% by weight. In said embodiment, the at least one aldehyde perfume raw material is an aldehyde-based perfume raw material having an R-CH 2 It is preferred to show the chemical structure -CHO.

[0073] In a particular embodiment, the perfume composition comprises at least one aldehyde perfume raw material in an amount of from 2.5% to 85% by weight, preferably from 2.5% to 80% by weight, preferably from 2.5% to 70% by weight, preferably from 2.5% to 60% by weight, preferably from 2.5% to 50% by weight, preferably from 2.5% to 40% by weight, preferably from 2.5% to 20% by weight, even more preferably from 2.5% to 20% by weight. In said embodiment, the at least one aldehyde perfume raw material is an aldehyde group represented by R-CH as defined above. 2 It is preferred to show the chemical structure -CHO.

[0074] In certain embodiments, the perfume composition comprises at least one aldehyde perfume raw material in an amount of 0.75-5% by weight.

[0075] Apart from the above mentioned aldehyde perfume raw materials, the perfume composition according to the present invention may further comprise non-aldehyde perfume raw materials, and other aldehyde perfume raw materials.

[0076] Various perfume raw materials are well known to those skilled in the art, and their properties cannot be described in detail here, and in any case, it will not be exhaustive.A skilled perfumer can select perfume raw materials based on his general knowledge and according to the intended use or application and the sensory effect that it is desired to achieve.Generally, these perfume raw materials belong to chemical classes such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, thiols, terpenoids, nitrogen or sulfur heterocyclic compounds, and essential oils, and perfume raw materials can be of natural or synthetic origin. Many of these flavoring ingredients are listed in the book Perfume and Flavor Chemicals by S. Arctander, 1969, Montclair, NJ, USA, or its latest edition, or other treatises of a similar nature, such as Fenaroli's Handbook of Flavor Ingredients, 1975, CRC Press, or Synthetic Food Adjuncts, 1947, MB Jacobs., Van Nostrand Co., Inc. Suitable solvents and adjuvants are also well known in the art.

[0077] Fragrance raw materials (including aldehyde and non-aldehyde fragrance raw materials) may, for example: Aldehyde components: (2E)-2-benzylidene octanal, 4-methoxybenzaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 3,7-dimethyl-2,6-octadienal, (E)-2-pentyl-3-phenyl-2-propenal, 4-hydroxy-3-methoxybenzaldehyde, benzo[d][1,3]dioxole-5-carbaldehyde, benzaldehyde, (E)-3-phenyl-2-propenal, 3-(2 / 4-ethylphenyl)-2,2-dimethylpropanal, (2E)-2-methyl-3-phenyl-2-propenal, 3,7-dimethyl-2,6-octadienal, (2E)-2- benzylidene octanal, (+ / -)-1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde, (2E)-2-dodecenal, (2E,6Z)-2,6-nonadienal, 4-(2-propanyl)benzaldehyde, 4-methylbenzaldehyde, 4-formyl-2-methoxyphenyl 2-methylpropanoate, (3,4-dimethoxybenzylidene)(methyl)-lambda3-oxidan, (2E,6Z)-2,6-nonadienal, (E)-2-decenal, (E)-2-tridecenal, 3,6,7-trimethyl-2,6-octadienal, and 2-hydroxybenzaldehyde; Aromatic Herbal Ingredients: Eucalyptus Oil, Camphor, Eucalyptol, 5-Methyltricyclo[6.2.1.0~2,7~]undecane-4-one, 1-Methoxy-3-hexanethiol, 2-Ethyl-4,4-dimethyl-1,3-oxathiane, 2,2,7 / 8,9 / 10-Tetramethylspiro[5.5]undec-8-en-1-one, Menthol, and / or α-Pinene; Balsam ingredients: coumarin, ethyl vanillin, and / or vanillin; Citrus ingredients: dihydromyrcenol, citral, orange oil, linalyl acetate, citronellyl nitrile, orange terpenes, limonene, 1-p-menthen-8-yl acetate, and / or 1,4(8)-p-menthadiene; Floral components: Methyl dihydrojasmonate, linalool, citronellol, phenylethanol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexyl cinnamic aldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, beta-ionone, methyl 2-(methylamino)benzoate, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, cyclohexen-1-yl)-1-penten-3-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, 2,5-dimethyl-2-indanmethanol, 2,6,6-trimethyl-3- Cyclohexene-1-carboxylate, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, hexyl salicylate, 3,7-dimethyl-1,6-nonadien-3-ol, 3-(4-isopropylphenyl)-2-methylpropanal, vergyl acetate, geraniol, p-mentha-1-en-8-ol, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, high cis-dihydro Methyl jasmonate, 3-methyl-5-phenyl-1-pentanol, vergyl propionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthanol, propyl (S)-2-(1,1-dimethylpropoxy)propanoate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, amylcinnamaldehyde, 8-decen-5-olide, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-Dimethylethyl)-1-cyclohexyl acetate, vergyl isobutyrate, and / or a mixture of methyl ionone isomers; Fruit ingredients: gamma-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxathiane, 4-decanolide, ethyl 2-methyl-pentanoate, hexyl acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allyl heptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-acetate, 3-(3,3 / 1,1-dimethyl-5-indanyl)propanal, diethyl 1,4-cyclohexanedicarboxylate, 3-methyl-2-hexen-1-yl acetate, 1-[3,3-dimethylcyclohexyl]ethyl[3-ethyl-2-oxiranyl]acetate, and / or diethyl 1,4-cyclohexanedicarboxylate; Green Ingredients: 2-Methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styrallyl acetate, allyl (2-methylbutoxy)acetate, 4-methyl-3-decen-5-ol, diphenyl ether, (Z)-3-hexen-1-ol, and / or 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one; Musk ingredients: 1,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecen-1-one, 3-methylcyclopentadecanone, 1-oxa-12-cyclohexadecen-2-one, 1-oxa-13-cyclohexadecen-2-one, (9Z)-9-cycloheptadecen-1-one, 2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate, 3-methyl-5-cyclopentene tadecen-1-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta-g-2-benzopyran, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate, oxacyclohexadecan-2-one, and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate; Woody ingredients: 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 3,4'-dimethylspiro[oxirane-2,9'-tricyclo[6.2.1.0 2,7 ]undec[4]ene, (1-ethoxyethoxy)cyclododecane, 2,2,9,11-tetramethylspiro[5.5]undec-8-en-1-yl acetate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, patchouli oil, terpene fraction of patchouli oil, clearwood®, (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, methyl cedryl ketone, 5-(2,2,3-trimethyl-3-cyclopentenyl)-3-methylpentan-2-ol, 1-(2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)ethan-1-one, and / or isobornyl acetate; Other ingredients (e.g., amber, powdery spicy, or watery): dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan and any stereoisomers thereof, heliotropin, anisaldehyde, eugenol, cinnamic aldehyde, clove oil, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, 2,5,5-trimethyl-1,2,4,4a,5,6,7-octahydro-2-naphthalenol, 1-phenylvinyl acetate, 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane, and / or 3-(3-isopropyl-1-phenyl)butanal, It may be.

[0078] In certain embodiments, the perfume composition comprises the perfume raw materials in an amount of from 10% to 99% by weight, preferably from 10% to 95% by weight, more preferably from 20% to 90% by weight, and even more preferably from 30% to 80% by weight, based on the total weight of the perfume composition, including all types of perfume raw materials.

[0079] In certain embodiments, the perfume composition consists of perfume raw materials and at least one sulfur-containing pro-fragrance compound.

[0080] In certain embodiments, the weight ratio of perfume raw materials 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 4:1.

[0081] In certain embodiments, the fragrance composition according to the present invention comprises a hydrogen sulfide scavenger.

[0082] 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.

[0083] 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.

[0084] 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.

[0085] 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.

[0086] 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.

[0087] The nature of the shell may vary. According to certain embodiments, the shell of the microcapsules 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.

[0088] According to certain embodiments, core-shell microcapsules can also be produced by using various encapsulation methods.

[0089] 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.

[0090] 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.

[0091] 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.

[0092] 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.

[0093] In certain embodiments, the microcapsules have a polymer shell resulting from complex coacervation, where the shell is optionally crosslinked.

[0094] 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.

[0095] 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.

[0096] 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.

[0097] In certain embodiments, the fragrance composition according to the present invention comprises a fragrance carrier.

[0098] 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.

[0099] 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 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).

[0100] 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.

[0101] 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.

[0102] 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, using techniques such as phase separation processes induced by polymerization, interfacial polymerization, coacervation, or all of which are described in the prior art, optionally in the presence of polymeric stabilizers or cationic copolymers.

[0103] The resins can be prepared by polycondensation of aldehydes (e.g., formaldehyde, 2,2-dimethoxyethanal, glyoxal, glyoxylic acid 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), may be used.

[0104] 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, with the trimer of xylylene diisocyanate and the biuret of trimethylolpropane and hexamethylene diisocyanate.

[0105] In a particular embodiment, the perfume composition according to the invention comprises at least one perfume adjuvant.

[0106] 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. As used herein, a "fixative", also called a "modifier", refers to an agent capable of influencing the manner in which the odor of a composition in which it is incorporated, particularly the evaporation rate and intensity, can be perceived by an observer or user over time, as compared to the same perception in the absence of the modifier. In particular, modifiers can extend the time over which their fragrance is perceived.Non-limiting examples of suitable modifiers include 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, hyaluronic acid disaccharide sodium salt, sodium hyaluronate, propylene glycol propyl ether; dicetyl ether; polyglycerin-4 ether. ;Isoceteth-5;Isoceteth-7;Isoceteth-10;Isoceteth-12;Isoceteth-15;Isoceteth-20;Isoceteth-25;Isoceteth-30;Disodium lauroamphodipropionate;Hexaethylene glycol monododecyl ether;and mixtures thereof;Neopentyl glycol diisononanoate;Cetearyl ethylhexanoate;Panthenol ethyl ether, DL-panthenol, n-hexadecyl n-nonanoate, n-octadecyl n-nonanoate, Profragrance, cyclodextrin, and encapsulates and combinations thereof. Up to 20% by weight of the modifier, based on the total weight of the perfumed composition, may be incorporated into the perfumed consumer product.

[0107] In certain embodiments, the fragrance composition comprises at least one compound selected from among isothiazolones of the formula: [ka] [In the formula, R 12 and R 10 are separately and independently of each other a hydrogen atom, a halogen atom (preferably chlorine), C 1 ~C 4 represents a straight or branched alkyl group, an amino group, or a benzylamino group; or R 12 and R 10 together represent a phenyl ring or a pyridine ring, optionally having 1 to 4 C 1 ~C 4may be substituted with a linear or branched alkyl or alkenyl group and / or one to two halogen atoms (preferably chlorine atoms); and R 11 represents a hydrogen atom, an alkali metal atom (especially Na or K), a phenyl or benzyl group optionally substituted by one or two halogen atoms and / or one or two methyl, trifluoromethyl, methoxy or amino groups, an amine group, or a C group optionally substituted by one or two nitrogen, oxygen or halogen atoms. 1 ~C 8 represents a linear, branched, or cyclic unsaturated hydrocarbon group.

[0108] According to a particular embodiment 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.

[0109] 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.

[0110] 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.

[0111] In a particular embodiment, the perfume composition according to the present invention does not contain more than 19% by weight, preferably not more than 10% by weight, of perfume raw materials that promote the formation of hydrogen sulfide from the sulfur-containing pro-fragrance.

[0112] Perfume raw materials that promote the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds may induce a hydrogen sulfide odor when mixed with a sulfur-containing pro-fragrance compound in a 1:1 (w / w) ratio and stored for 2 weeks at 50° C. Preferably, they 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 1:1 (w / w) ratio and stored for 2 weeks at 50° C. The mixing is preferably performed in a 10 mL glass jar.

[0113] Fragrance raw materials that may be considered to be fragrance raw materials that promote hydrogen sulfide formation from sulfur-containing pro-fragrances include: 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 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 The compounds are a mixture of 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, and 3-methyl-4 / 5-cyclopentadecen-1-one.

[0114] 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.

[0115] Therefore, another aspect of the present invention relates to a consumer product comprising a fragrance composition according to the present invention.

[0116] 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.

[0117] 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.

[0118] Non-limiting examples of suitable consumer products include, for example, perfumes such as fine perfumes, splashes or eau de parfums, colognes or shave or aftershave lotions; fabric care products such as, for example, 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; 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. or body care products such as intimate care products; cosmetic preparations (e.g. skin creams or lotions, vanishing creams, or deodorants, or antiperspirants (e.g. 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.

[0119] 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.

[0120] In certain embodiments, the consumer product is a personal or home care product, preferably a fabric conditioner, shower gel, or rinse-off conditioner.

[0121] 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.

[0122] 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.

[0123] 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.

[0124] 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.

[0125] 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.

[0126] 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 present in an amount of 85% to 100% by weight, based on the total weight of the consumer product.

[0127] 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.

[0128] 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 nonionic 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%.

[0129] 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.

[0130] 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.

[0131] 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, the rinse-off conditioner active base being present 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.

[0132] 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, the liquid detergent active base being present 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 alkyl amine, 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.

[0133] 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); buffering agents; builder agents 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; antifoaming 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.

[0134] In certain embodiments, the consumer product preferably comprises a preservative selected from the group consisting of benzoisothiazolin-3-one, methylchloroisothiazolinone, methylisothiazolinone, and any mixture thereof.

[0135] 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.

[0136] Another aspect of the present invention is a method for reducing the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds, comprising the steps of adding at least one aldehyde perfume raw material to a sulfur-containing pro-fragrance compound; At least one aldehyde fragrance raw material is R-CH 2 -CHO, and R'-CH(R')-CHO. [In the formula, R represents a hydrogen atom or a C group which may optionally contain 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom. 1 ~C 18 represents a hydrocarbon group; The R' groups are each independently a C 1 -C 2 -O 3 -C 3 -O 4 -O 5 -O 6 -O 7 -O 8 -O 9 -O 10 -O 11 -O 12 -O 13 -O 14 -O 15 -O 16 -O 17 -O 18 -O 19 -O 20 -O 21 -O 22 -O 23 -O 24 -O 25 1 ~C 18 represents a hydrocarbon group; or both R' groups together represent C 5-16 Cycloalkyl groups, C 5-16 Cycloalkenyl group, C 4-14 Heterocycloalkyl group or C 4-14 heterocycloalkenyl groups, each of which is optionally 1-15 Alkyl group, C 2-15 Alkenyl group, C 1-15 Alkoxy group, C 3-15 Cycloalkyl groups, C 5-15 Cycloalkenyl group, C 6-10 Aryl groups, and / or C6-10 aryloxy groups, each of which is optionally selected from the group consisting of C 1-8 Alkyl group, C 1-8 Alkoxy groups, carboxylic acid groups, and / or C 1-4 It may be substituted with one or more carboxylic acid ester groups, and the heteroatoms represent one or more oxygen atoms.

[0137] In certain embodiments, a sulfur-containing pro-fragrance compound is present in a fragrance composition.

[0138] In certain embodiments, the at least one aldehyde perfume raw material is added in an amount effective to reduce the formation of hydrogen sulfide from the sulfur-containing pro-fragrance compounds.

[0139] Another aspect of the present invention is the use of at least one aldehyde perfume raw material to reduce the formation of hydrogen sulfide from a sulfur-containing professional fragrance, the at least one aldehyde perfume raw material being selected from the group consisting of R-CH 2 -CHO, and R'-CH(R')-CHO. [In the formula, R represents a hydrogen atom or a C group which may optionally contain 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom. 1 ~C 18 represents a hydrocarbon group; The R' groups are each independently a C 1 -C 2 -O 3 -C 3 -O 4 -O 5 -O 6 -O 7 -O 8 -O 9 -O 10 -O 11 -O 12 -O 13 -O 14 -O 15 -O 16 -O 17 -O 18 -O 19 -O 20 -O 21 -O 22 -O 23 -O 24 -O 25 1 ~C 18 represents a hydrocarbon group; or both R' groups together represent C 5-16 Cycloalkyl groups, C 5-16 Cycloalkenyl group, C 4-14 Heterocycloalkyl group or C 4-14 heterocycloalkenyl groups, each of which is optionally 1-15 Alkyl group, C 2-15 Alkenyl group, C 1-15Alkoxy group, C 3-15 Cycloalkyl groups, C 5-15 Cycloalkenyl group, C 6-10 Aryl groups, and / or C 6-10 aryloxy groups, each of which is optionally selected from the group consisting of C 1-8 Alkyl group, C 1-8 Alkoxy groups, carboxylic acid groups, and / or C 1-4 It may be substituted with one or more carboxylic acid ester groups, and the heteroatoms represent one or more oxygen atoms.

[0140] The individual embodiments described above for the fragrance composition according to the invention also apply to the methods and uses according to the invention. EXAMPLES

[0141] [Example 1] Reduction of Hydrogen Sulfide Formation from 3-(Dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) by Addition of Aldehyde Fragrance Raw Materials A control fragrance composition containing 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) in an amount of 15% by weight based on the total weight of the fragrance composition was heated in a 15 mL glass jar at a temperature of 50° C. After 2 and 4 weeks of heating, the release of hydrogen sulfide from the pro-fragrance compounds was evaluated by olfactory analysis. In addition, after 2 weeks of heating, the release of hydrogen sulfide was measured by chromatography-mass spectrometry (GC-MS) in solid phase microextraction (SPME) mode.

[0142] In addition, several sample perfume compositions were prepared by adding various amounts (weight % based on the total weight of the final perfume composition) of each of the various aldehyde perfume raw materials to the control perfume composition, and these perfume composition samples were tested for hydrogen sulfide release in the same manner as described above for the control perfume composition.

[0143] Olfactory analysis revealed that there are three distinct groups of aldehyde fragrance raw materials based on their ability to reduce the formation of hydrogen sulfide from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D): - Group A (R-CH 2 -CHO): a highly efficient aldehyde perfume raw material; said aldehyde makes it possible to dramatically reduce the perceived hydrogen sulphide already at an amount of 0.75% by weight. - Group B (R'-CH(R')-CHO): efficient aldehyde perfume raw materials; said aldehydes allowed a significant reduction in the perceived hydrogen sulfide at an amount of 2.5% by weight. - Group C (comparative): Inefficient aldehyde perfume raw materials; the aldehydes alone were barely able to reduce the perceived hydrogen sulphide even at amounts of 5% by weight or more.

[0144] Table 1 provides an overview of the aldehyde fragrance raw materials tested, as well as the structural group to which each individual fragrance raw material belongs, and also shows the efficiency of each individual aldehyde fragrance raw material in reducing hydrogen sulfide emissions (based on their classification into Group A, Group B, and Group C, respectively).

[0145] [Table 1-1]

[0146] [Table 1-2]

[0147] [Table 1-3]

[0148] [Table 1-4]

[0149] In Figure 1, the results for the release of hydrogen sulfide from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) measured by chromatography-mass spectrometry (GC-MS) are shown for some aldehyde perfume raw materials of group A (highly efficient). The release of hydrogen sulfide is expressed in comparison with the release of hydrogen sulfide of a control perfume composition (containing 15% by weight of HaloScent® D and no added aldehyde perfume raw materials). From Figure 1, it can be seen that the aldehyde perfume raw materials of group A, even at a concentration of only 0.75% by weight, already bring about a dramatic reduction in the percentage of hydrogen sulfide release compared to the control (no added aldehyde perfume raw materials).

[0150] In Figure 2, the results of hydrogen sulfide release from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) as measured by chromatography-mass spectrometry (GC-MS) are shown for several aldehyde perfume raw materials of group B (efficient). The hydrogen sulfide release is expressed in comparison to the hydrogen sulfide release of a control perfume composition (containing 15% by weight of HaloScent® D and no added aldehyde perfume raw materials). From Figure 2, it can be seen that the aldehyde perfume raw materials of group B, at least at a concentration of 2.5% by weight, caused a dramatic reduction in the hydrogen sulfide release percentage compared to the control (no added aldehyde perfume raw materials).

[0151] In Figure 3, the results of hydrogen sulfide release from 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D) as measured by chromatography-mass spectrometry (GC-MS) are shown for several aldehyde perfume raw materials of group C (ineffective). Hydrogen sulfide release is expressed in comparison to the hydrogen sulfide release of a control perfume composition (containing 15% by weight of HaloScent® D and no added aldehyde perfume raw materials). From Figure 3, a significant reduction in the reduction of hydrogen sulfide formation can be seen when using aldehyde perfume raw materials of group C compared to aldehyde perfume raw materials of groups A / B.

[0152] [Example 2] Reducing the Formation of Hydrogen Sulfide in Perfumed Shampoo Bases A clear shampoo base was prepared having the ingredients shown in Table 2.

[0153] A representative shampoo formulation that is unscented, clear, and isotropic is listed in Table 2. An unscented shampoo formulation was prepared by dispersing Polyquaternium-10 in water. The remaining ingredients of Phase A were added in sequence and mixed separately, mixing well after each addition. This premix was added to the Polyquaternium-10 dispersion and mixed for an additional 5 minutes. Then premixed Phase B and premixed Phase C were added with stirring (Monomuls® 90L-12 was heated to melt into Texapon® NSO IS). Phases D and E were added with stirring. The pH was adjusted to 4.0-4.5 with citric acid solution to obtain the unscented shampoo formulation listed in Table 2.

[0154] [Table 2]

[0155] Additionally, a fragrance composition A according to Table 3 was prepared.

[0156] [Table 3-1]

[0157] [Table 3-2]

[0158] 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D), and triethanolamine were then introduced into Perfume Composition A at levels of 20% by weight (HaloScent® D), and 4% by weight (triethanolamine), respectively, to produce Control Perfume Composition B.

[0159] Furthermore, 20% by weight of HaloScent (registered trademark) D and 4% by weight of an aldehyde other than triethanolamine shown in Table 4 were introduced into fragrance A in the amounts shown in Table 4 to produce test fragrance compositions C to G.

[0160] [Table 4]

[0161] Each fragrance composition B-G was then blended at a level of 1% by weight into the shampoo base composition shown in Table 2. Each shampoo sample was then stored at room temperature and at 50°C (accelerated storage conditions), respectively, and olfactory evaluation of hydrogen sulfide malodor was performed after 1 week and 2 weeks of storage. The results are shown in Table 5.

[0162] From Table 5 it can be seen that for the control shampoo sample without aldehyde and containing perfume composition B, a moderate malodor of hydrogen sulfide was perceptible after 1 and 2 weeks of storage at room temperature, and furthermore, a strong malodor of hydrogen sulfide was perceptible after 1 and 2 weeks of storage at 50°C.

[0163] On the other hand, for shampoo samples containing one of the fragrance compositions C-G (with individual aldehydes), no hydrogen sulfide malodor was detectable either upon storage at room temperature or upon storage at 50° C. This indicates that the individual aldehydes contained in fragrance compositions C-G effectively reduced the formation of hydrogen sulfide upon storage of the shampoo samples.

[0164] [Table 5]

[0165] [Example 3] Reducing the Formation of Hydrogen Sulfide in Perfumed Shampoo Bases A mixture of 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one and 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one (HaloScent® I), and triethanolamine were introduced into fragrance composition A of Table 3 at levels of 10% by weight (HaloScent® I) and 4% by weight (triethanolamine), respectively, to produce control fragrance composition H.

[0166] Additionally, HaloScent® I (10% by weight) and triethanolamine (4% by weight) were introduced into fragrance composition A according to Table 3 along with various aldehydes to produce fragrance compositions I to L. Fragrance compositions I to L are shown in Table 6 below.

[0167] [Table 6]

[0168] Each fragrance composition H-L was then blended at a level of 1% by weight into the shampoo base composition shown in Table 2. Each shampoo sample was then stored at room temperature and at 50°C (accelerated storage conditions), respectively, and an olfactory evaluation of hydrogen sulfide malodor was performed after 1 week and 2 weeks of storage. The results are shown in Table 7.

[0169] From Table 7 it can be seen that for the control shampoo sample containing no aldehyde and containing perfume composition H, a moderate malodor of hydrogen sulfide was perceptible after 1 and 2 weeks of storage at room temperature. In addition, a strong malodor of hydrogen sulfide was also perceptible after 1 and 2 weeks of storage at 50°C.

[0170] In contrast, for shampoo samples containing one of the fragrance compositions I-L (with individual aldehydes), no hydrogen sulfide malodor was detectable either upon storage at room temperature or upon storage at 50° C. This indicates that the individual aldehydes contained in fragrance compositions I-L effectively reduced the formation of hydrogen sulfide upon storage of the shampoo samples.

[0171] [Table 7]

[0172] [Example 4] (Reducing the formation of hydrogen sulfide in fragrance compositions) α-Trimethylsiloxane-ω-trimethylsilanepoly{[({3-((2-methyl-3-oxo-5-(prop-1-en-2-yl)cyclohexyl)thio)propyl}methyl)siloxane]-co-dimethylsiloxane} (pro-fragrance of formula (III)) was incorporated into fragrance composition A of Table 3 at a level of 10% by weight to produce control fragrance composition M.

[0173] Furthermore, the profragrance of formula (III) (10% by weight) was introduced into the fragrance composition A according to Table 3 together with various aldehydes to prepare fragrance compositions N to R. The fragrance compositions N to R are shown in Table 8 below.

[0174] [Table 8]

[0175] Each of the fragrance compositions M to R was then stored at room temperature and at 50° C. (accelerated storage conditions), and an olfactory evaluation of the malodor of hydrogen sulfide was performed after 3 days and 1 week. The results are shown in Table 9.

[0176] From Table 9 it can be seen that for the control perfume composition samples containing no aldehyde and containing perfume composition M, a strong malodour of hydrogen sulphide was perceptible after storage at 50°C for 3 days and 1 week.

[0177] In contrast, for the fragrance composition samples containing one of the fragrance compositions N-R (having individual aldehydes), the malodor of hydrogen sulfide was not detectable upon storage at 50° C. This indicates that the individual aldehydes contained in the fragrance compositions N-R effectively reduced the formation of hydrogen sulfide upon storage of the fragrance composition samples.

[0178] [Table 9]

[0179] [Example 5] (Liquid fabric softener composition) The fragrance compositions M to R shown in Example 4 were incorporated into the fabric softener compositions shown in Table 10 to prepare liquid fabric softener compositions.

[0180] [Table 10]

[0181] The softener is prepared by weighing out methyl bis[(ethyl tallowate)]-2-hydroxyethyl ammonium methyl sulfate and heating it to 65°C. Water is then placed in a reactor and heated to 65°C with stirring. Methyl bis[(ethyl tallowate)]-2-hydroxyethyl ammonium methyl sulfate is then added to the mixture. The mixture is stirred for 15 minutes and CaCl 2Next, each fragrance composition is added (0.3% to 3% by weight based on the total weight of the liquid fabric softener). The mixture is stirred for 15 minutes and allowed to cool to room temperature while stirring (viscosity: shear rate 106 sec -1 at 35±5mPas).

[0182] [Example 6] Reducing the formation of hydrogen sulfide in shower gel formulations A clear shower gel base was prepared having the ingredients according to Table 11. A representative unscented clear shower gel formulation was prepared by mixing the ingredients for each phase shown in Table 11 in order until completely dissolved. The final pH was adjusted to 4.5 and the viscosity to 3000 cPo ± 1500 cPo (Brookfield RV / Spindle No. 4 / 20 RPM).

[0183] [Table 11]

[0184] Furthermore, a fragrance composition S according to Table 12 was prepared.

[0185] [Table 12]

[0186] 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (HaloScent® D), and triethanolamine were then introduced into Fragrance Composition S at levels of 10% by weight (HaloScent® D), and 4% by weight (triethanolamine), respectively, to produce Control Fragrance Composition A'.

[0187] Next, 10% by weight of HaloScent (registered trademark) D and 4% by weight of an aldehyde other than triethanolamine shown in Table 13 were introduced into fragrance S in the amounts shown in Table 13 to prepare test fragrance compositions A' to F'.

[0188] [Table 13]

[0189] Each fragrance composition A'-F' was then incorporated at a level of 1.0% by weight into the shower gel base composition set out in Table 11. The perfumed shower gel samples were then each stored at 50°C (accelerated storage conditions) and an olfactory evaluation of hydrogen sulfide malodour was carried out after one week of storage. The results are shown in Table 14.

[0190] From Table 14 it can be seen that for the control shower gel sample containing no aldehyde and containing perfume composition A', a strong malodour of hydrogen sulphide was perceptible after storage at 50° C. for 1 week.

[0191] In contrast, for perfumed shower gel samples containing one of the fragrance compositions B'-F' (with individual aldehydes), no hydrogen sulfide malodor was detectable upon storage for one week at 50° C. This indicates that the individual aldehydes contained in fragrance compositions B'-F' effectively reduced the formation of hydrogen sulfide upon storage of the shower gel samples.

[0192] [Table 14]

Claims

1. 1. A fragrance composition comprising at least one sulfur-containing pro-fragrance compound and at least one aldehyde perfume raw material, said at least one aldehyde perfume raw material is present in an amount effective to reduce the formation of hydrogen sulfide from said sulfur-containing pro-fragrance compounds; The at least one aldehyde perfume raw material is R-CH ２ -CHO, and R'-CH(R')-CHO. wherein R represents a hydrogen atom or a C group optionally containing 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom; １ ~C １８ represents a hydrocarbon group; The R' groups are independently of one another and may optionally contain 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom. １ ~C １８ represents a hydrocarbon group; or both R′ groups together represent C ５－１６ Cycloalkyl group, C ５－１６ Cycloalkenyl group, C ４－１４ Heterocycloalkyl group, or C ４－１４ heterocycloalkenyl groups, each of which is optionally C １－１５ Alkyl group, C ２－１５ Alkenyl group, C １－１５ Alkoxy group, C ３－１５ Cycloalkyl group, C ５－１５ Cycloalkenyl group, C ６－１０ aryl groups, and / or C ６－１０ aryloxy groups, each of which is optionally C １－８ Alkyl group, C １－８ Alkoxy groups, carboxylic acid groups, and / or C １－４ It may be substituted with one or more carboxylic acid ester groups, and the heteroatom represents one or more oxygen atoms.

2. 2. The fragrance composition of claim 1, wherein the sulfur-containing pro-fragrance compound is of the formula: 【Chemical 1】 where: 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 liable 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 may be 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; １ ~C ４ may be substituted with an 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 the group is attached, and the ring is １ ~C ８ and optionally substituted with a linear, branched, or cyclic alkyl or alkenyl group. wherein at least one of the P groups is of formula (II) as defined above; e) G represents a polyvalent group (m+1) derived from a hydrocarbon group having 1 to 22 carbon atoms, wherein the hydrocarbon group is a cyclic, linear, alicyclic, or branched alkyl group, a cyclic, linear, alicyclic, or branched alkenyl group, a phenyl group, an alkylphenyl group, or an alkenylphenyl group, and the hydrocarbon group may be optionally substituted to contain 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 represents a hydrogen atom (wherein w=1 and n=1), or a polymer or copolymer selected from the group consisting of poly(alkylimines), peptides (e.g., lysine), a polysaccharide selected from the group consisting of cellulose, cyclodextrin, and starch, a cationic quaternized silicon polymer, or a polymer or random copolymer derived from monomer units selected from the group consisting of formulae A-1), A-2), A-3), B-1), B-2), C-1), C-2), and C-3): 【Chemistry 3】 wherein the hatched 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 a group; o, p, q, r, s, t, u, and v all independently represent decimal numbers from 0 to 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, for example, 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 halide 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 ＊ A carboxylic acid group represented by [R ＊ represents a hydrogen atom or C optionally containing 1 to 30 oxygen atoms １ ~C ６０ represents an alkyl group or represents 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.

3. The sulfur-containing pro-fragrance compound has the formula: 【Chemistry 4】 [In the formula, R ５ is C １ ~C ２０ an alkyl or alkenyl group, preferably C ６ ~C １５ an alkyl or alkenyl group, more preferably C １２ represents an alkyl group], and any combination thereof; or The sulfur-containing pro-fragrance compound has the formula: 【Chemistry 5】 wherein the double hatched line indicates a bond to another repeat unit. is a linear polysiloxane copolymer containing at least one repeating unit of The fragrance composition according to claim 1.

4. 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.

5. 2. The fragrance composition according to claim 1, wherein said fragrance composition comprises said at least one sulfur-containing profressing compound in an amount of 0.05 to 50% by weight, preferably 0.1 to 30% by weight, more preferably 0.5 to 25% by weight.

6. the at least one aldehyde perfume raw material is selected from the group consisting of (+ / -)-2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal, (+ / -)-2-methylundecanal, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, (+ / -)-3-(4-isopropylphenyl)-2-methylpropanal, (+ / -)-3-(1,3-benzodioxol-5-yl)-2-methylpropanal, (+ / -)-3 / 4-(4-methyl-3-pentenyl)phenyl]propanal, (E)-2-Dodecenal, (Z)-3-Dodecenal, Dodecanal, (+ / -)-2,6-Dimethyl-5-heptenal, (+ / -)-3 / 4-(4-Hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, (+ / -)-3-(4-Methoxyphenyl)-2-methylpropanal, (+ / -)-8α / 9α-Methoxy-1α,2β,6β-Tricyclo[5.2.1.0 ２，６ ] decane-3β-carbaldehyde, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, (+ / -)-2-methyldecanal, (+ / -)-2,6,10-trimethyl-9-undecenal, (1RS,6RS)-3,6-dimethyl-3-cyclohexene-1-carbaldehyde, (1RS,6RS)-4,6-dimethyl-3-cyclohexene-1-carbaldehyde, (1RS,6SR)-4,6-dimethyl-3-cyclohexene Xene-1-carbaldehyde, (+ / -)-8,8-dimethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenecarbaldehyde, (+ / -)-5,5-dimethyl-1,2,3,4,5,6,7,8-octahydro-2-naphthalenecarbaldehyde, 3-(1,1 / 3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, decenal, dodecanal, undecanal, octanal, (+ / -)-7-hydroxy-3,7-dimethyloctanal, 10-undecena ethanol, nonanal, 10-undecenal, (9E)-9-undecenal, (9Z)-9-undecenal, 3-(1,1 / 3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, (+ / -)-3-(3-isopropyl-1-phenyl)butanal, 3-(4-tert-butylphenyl)propanal, (+)-(R)-3,7-dimethyl-6-octenal, (+ / -)-3,7-dimethyl-6-octenal, (+ / -)-3-phenylbutanal, 3-[(1R)-4- Methyl-3-cyclohexen-1-yl]butanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, phenylacetaldehyde, hexanal, (E)-4-decenal, 7-hydroxy-3,7-dimethyloctanal, (4Z)-4-dodecenal, tridecanal, heptanal, 3-phenylpropanal, 3-methylbutanal, (4-methylphenyl)acetaldehyde, 6-methoxy-2,6-Dimethyloctanal, 7-isopropyl-5-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde, 8-isopropyl-6-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde, 3-(4-isobutylphenyl)-2-methylpropanal, octahydro-1H-4,7-methanoindene-2-carbaldehyde, (E)-2,6,10-trimethylundeca-5,9-dienal, (E)-3,7,11-trimethyldodeca-6,10-dienal, 4-(octahydro-5H-4,7-methanoindene-5 2. The fragrance composition according to claim 1, wherein the aromatic hydrocarbon group is selected from the group consisting of (4Z,7Z)-deca-4,7-dienal, (S,Z)-6-(2,2,3-trimethylcyclopent-3-en-1-yl)hex-4-enal, 6,8-dimethylnon-7-enal, and any mixture thereof.

7. the at least one aldehyde perfume raw material is selected from the group consisting of 3-(1,1 / 3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, decenal, dodecanal, undecanal, octanal, (+ / -)-7-hydroxy-3,7-dimethyloctanal, 10-undecenal, nonanal, 10-undecenal, (9E)-9-undecenal, (9Z)-9-undecenal, 3-(1,1 / 3,3-dimethyl-2,3-dihydro-1H-inden-5-yl)propanal, Panal, (+ / -)-3-(3-isopropyl-1-phenyl)butanal, 3-(4-tert-butylphenyl)propanal, (+)-(r)-3,7-dimethyl-6-octenal, (+ / -)-3,7-dimethyl-6-octenal, (+ / -)-3-phenylbutanal, 3-[(1R)-4-methyl-3-cyclohexen-1-yl]butanal, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, 3-(4,4-dimethyl-1-cyclohexen-1-yl)-butanal (4-methylphenyl)propanal, phenylacetaldehyde, hexanal, (E)-4-decenal, 7-hydroxy-3,7-dimethyloctanal, (4Z)-4-dodecenal, tridecanal, heptanal, 3-phenylpropanal, 3-methylbutanal, (4-methylphenyl)acetaldehyde, (E)-3,7,11-trimethyldodeca-6,10-dienal, 4-(octahydro-5H-4,7-methanoinden-5-ylidene)butanal, 3-(4-isopropylphenyl 7. The fragrance composition according to claim 6, wherein the hydroxybenzoate is selected from the group consisting of (S,Z)-6-(2,2,3-trimethylcyclopent-3-en-1-yl)hex-4-enal, 6,8-dimethylnon-7-enal, and any mixture thereof.

8. 2. The fragrance composition according to claim 1, wherein said fragrance composition comprises said at least one aldehyde fragrance raw material in an amount of at least 0.75% by weight, preferably at least 1.5% by weight, more preferably at least 2.5% by weight, based on the total weight of said fragrance composition.

9. 2. The fragrance composition according to claim 1, comprising a hydrogen sulfide scavenger, 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.

10. A consumer product comprising a fragrance composition according to any one of claims 1 to 9.

11. 11. The consumer product of claim 10, which is a personal or home care product, preferably a fabric conditioner, shower gel, or rinse-off conditioner.

12. 11. The consumer product of claim 10, having an acidic pH value, preferably below 5.5, more preferably between 2.5 and 5.

5.

13. 11. The consumer product of claim 10, comprising a preservative, preferably selected from the group consisting of benzisothiazolin-3-one, methylchloroisothiazolinone, methylisothiazolinone, and any mixture thereof.

14. 1. A method for reducing the formation of hydrogen sulfide from sulfur-containing pro-fragrance compounds, comprising the step of adding at least one aldehyde perfume raw material to said sulfur-containing pro-fragrance compounds; The at least one aldehyde perfume raw material is R-CH ２ -CHO, and R'-CH(R')-CHO. wherein R represents a hydrogen atom or a C group optionally containing 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom; １ ~C １８ represents a hydrocarbon group; The R' groups are independently of one another and may optionally contain 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom. １ ~C １８ represents a hydrocarbon group; or both R′ groups together represent C ５－１６ Cycloalkyl group, C ５－１６ Cycloalkenyl group, C ４－１４ Heterocycloalkyl group, or C ４－１４ heterocycloalkenyl groups, each of which is optionally C １－１５ Alkyl group, C ２－１５ Alkenyl group, C １－１５ Alkoxy group, C ３－１５ Cycloalkyl group, C ５－１５ Cycloalkenyl group, C ６－１０ aryl groups, and / or C ６－１０ aryloxy groups, each of which is optionally C １－８ Alkyl group, C １－８ Alkoxy groups, carboxylic acid groups, and / or C １－４ It may be substituted with one or more carboxylic acid ester groups, and the heteroatom represents one or more oxygen atoms.

15. 1. Use of at least one aldehyde perfume raw material to reduce the formation of hydrogen sulfide from a sulfur-containing pro-fragrance, said at least one aldehyde perfume raw material being selected from the group consisting of R—CH ２ -CHO, and R'-CH(R')-CHO. wherein R represents a hydrogen atom or a C group optionally containing 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom; １ ~C １８ represents a hydrocarbon group; The R' groups are independently of one another and may optionally contain 1 to 3 oxygen atoms, and / or 1 to 2 nitrogen atoms, and / or 1 sulfur atom. １ ~C １８ represents a hydrocarbon group; or both R′ groups together represent C ５－１６ Cycloalkyl group, C ５－１６ Cycloalkenyl group, C ４－１４ Heterocycloalkyl group, or C ４－１４ heterocycloalkenyl groups, each of which is optionally C １－１５ Alkyl group, C ２－１５ Alkenyl group, C １－１５ Alkoxy group, C ３－１５ Cycloalkyl group, C ５－１５ Cycloalkenyl group, C ６－１０ aryl groups, and / or C ６－１０ aryloxy groups, each of which is optionally C １－８ Alkyl group, C １－８ Alkoxy groups, carboxylic acid groups, and / or C １－４ It may be substituted with one or more carboxylic acid ester groups, and the heteroatom represents one or more oxygen atoms.

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