Textile articles for tumble drying
Patent Information
- Application Number
- JP2023579723
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2021-07-15
- Filing Date
- 2022-06-28
- Publication Date
- 2025-07-08
- Estimated Expiration
- Not applicable · inactive patent
AI Technical Summary
Existing dryer sheets struggle to maintain a long-lasting and intense fragrance impression during tumble drying due to the instability of fragrance compounds under high temperatures and mechanical agitation.
Incorporation of perfume precursor compounds in textile articles, specifically in a non-fibrous coating layer, which release fragrance compounds upon exposure to external influences such as light, air, heat, moisture, or enzymes, ensuring prolonged fragrance perception.
The perfume precursor compounds provide a continuous and long-lasting fragrance impression on garments even after extended periods, surpassing the fragrance intensity of traditional dryer sheets.
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Abstract
Description
[Technical field]
[0001] The present invention relates to a textile article comprising a perfume precursor compound that can be used for tumble drying.The present invention further relates to a method for making the textile article and to the use of the textile article for improving, enhancing, imparting and / or modifying the fragrance impression and / or fragrance intensity of clothes during tumble drying.
[0002] 2. Background of the Invention A well-known commodity in the laundry care industry is the dryer sheet. In use, consumers typically use at least one sheet during the drying cycle of the laundry process. Dryer sheets are generally based on fabrics, the fabric material carrying one or more ingredients that provide desirable benefits to the clothes during the tumble drying process. Such ingredients can be, for example, fragrances, antistatic agents, dye transfer inhibitors, brighteners, enzymes, stain repellents, wrinkle reducing agents, fabric softeners, and the like.
[0003] It is an important factor for customer satisfaction that a dryer sheet imparts a high intensity pleasant odor impression to clothes that lasts as long as possible during the tumble drying process, i.e., the pleasant odor impression should last as long as possible after the tumble drying process.
[0004] This goal is challenging because the high temperatures and mechanical agitation that occur during the tumble drying process significantly affect the stability and lifetime of many perfume compounds. Thus, although a pleasant odor impression of the laundry can be perceived immediately after the tumble drying process, the effect may not be strong enough, long-lasting, or both.
[0005] One method to address the above objectives is to encapsulate the perfume compounds in a carrier material and then incorporate the perfume compounds into a dryer sheet. In encapsulated form, the perfume compounds can withstand the fairly harsh conditions encountered during tumble drying, and the encapsulated perfume deposited on the clothes during tumble drying is not released immediately, but rather can be released continuously, often extending the perception of the fragrance, allowing the fragrance to continue to be perceived after several days or even months. However, encapsulation of perfume ingredients can be laborious and expensive.
[0006] Therefore, other solutions are desired to improve and extend the fragrance impression imparted to clothes during the tumble drying process. [Brief description of the drawings]
[0007] [Figure 1] FIG. 1 shows the overall fragrance intensity of towels dried with unscented dryer sheets and towels dried with scented dryer sheets.
[0008] Detailed Description of the Invention The present invention relates to a textile article comprising a perfume precursor compound, The fragrance precursor compound has the formula [ka] [In the formula, a) w represents an integer from 1 to 10,000; b) n represents 1 or 0; c) m represents an integer from 1 to 6; d) P represents a hydrogen atom or a radical which is prone to form an odoriferous α,β-unsaturated ketone, aldehyde, or carboxylic acid ester, and has the formula [ka] is represented by In the formula, the wavy line indicates the position of the bond between P and X. R 1is a C1-C alkyl group optionally substituted with a hydrogen atom, a C1-C6 alkoxyl radical, or 1 to 4 C1-C4 alkyl groups; 15 represents a linear, cyclic or branched alkyl, alkenyl or alkadienyl radical of the formula: R 2 , R 3 , and R 4 are each independently a hydrogen atom, an aromatic ring, or a C1-C alkyl group optionally substituted with a C1-C4 alkyl group. 15 or a group R 1 ~R 4 Two or three of the above are bonded together to form a carbon atom having 5 to 20 carbon atoms, and the carbon atom has the above R 1 , R 2 , R 3 , or R 4 forming a saturated or unsaturated ring to which the groups are attached, which ring is optionally substituted by C1-C8 linear, branched or cyclic alkyl or alkenyl groups, with the proviso that at least one of the P groups is of formula (II) as defined above, e) X is, independently of each other, a group represented by the formulae i) to xiv): [ka] represents a functional group selected from the group consisting of In the formula, the wavy line is as defined above, the bold line indicates the position of the bond between X and G, and R 5 is a hydrogen atom, C1-C 22 represents a saturated or unsaturated alkyl or aryl group, optionally substituted by a C1-C6 alkyl or alkoxy group or a halogen atom, with the proviso that when P represents a hydrogen atom, X may be absent; f) G represents a polyvalent radical (having a valence of m+1) derived from a cyclic, straight-chain, alicyclic, or branched alkyl, cyclic, straight-chain, alicyclic, or branched alkenyl, phenyl, alkylphenyl, or alkenylphenyl hydrocarbon radical having 1 to 22 carbon atoms, which hydrocarbon radical is optionally substituted and contains 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; g) 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), or polysaccharides selected from the group consisting of cellulose, cyclodextrins, and starch, or a cationic quaternized silicone polymer, or further represented by the formulae A-1), A-2), A-3), B-1), B-2), C-1), C-2), and C-3): [ka] represents a polymer or random copolymer derived from monomer units selected from the group consisting of: where the dashed line indicates the position of the bond between the monomer unit and G, Y is an oxygen or sulfur atom, or NR 7 represents a group, o, p, q, r, s, t, u, and v all represent, independently of one another, fractions between 0 and 1, such that o+p+q=1, r+s=1, and t+u+v=1, with the proviso that either o or p, and r and t, are not equal to 0; R 6 represents a hydrogen atom or a side chain derived from a natural or unnatural amino acid, such as glycine, alanine, phenylalanine, arginine, histidine, lysine, aspartic acid, glutamic acid, cysteine, methionine, glutamine, asparagine, threonine, serine, leucine, isoleucine, valine, tyrosine, or tryptophan; R 7are simultaneously or independently a hydrogen atom or a C1-C 16 represents a hydrocarbon group, R 8 may be used simultaneously or independently of one another. - Hydrogen or halide atoms; - a C1-C6 hydrocarbon group optionally containing 1 to 4 heteroatoms selected from the group consisting of oxygen and sulfur atoms; - R * C1-C containing hydrogen atoms and optionally 1-30 oxygen atoms 60 represents an alkyl or alkenyl group of the formula COOR * carboxylic acid group; - OR 7 Group or COR 7 Group; or - Pyrrolidone units linked through nitrogen atoms represents M represents a hydrogen atom, an alkali metal ion, or an alkaline earth metal ion. The present invention relates to a textile article, the composition being a compound of the formula:
[0009] The present invention relates to textile articles comprising perfume precursor compounds according to formula (I).
[0010] In certain embodiments, the fibrous article is suitable for tumble drying.
[0011] In certain embodiments, the fibrous article is a tumble dryer sheet, a dryer ball, a dryer sachet, or a wipe. Preferably, the fibrous article is a tumble dryer sheet.
[0012] In certain embodiments, the fibrous article comprises a fibrous support layer and a non-fibrous coating layer.
[0013] The fibrous support layer represents the basic structure of the textile article and comprises, preferably consists of, woven and / or nonwoven fabrics.
[0014] Preferably, the fibrous support layer comprises a nonwoven fabric, preferably consisting of a nonwoven fabric. The nonwoven fabric may comprise a bonded fibrous or filamentary product having a web fibrous structure or a carded fibrous structure (where the fiber strength is suitable for carding), or may comprise a fibrous mat in which the fibers or filaments are distributed randomly or in a random arrangement (i.e., the arrangement of fibers in a carded web, where there is often partial orientation of the fibers, and a completely random distribution orientation) or are substantially aligned. The fibers or filaments may be natural (e.g., wool, silk, jute, hemp, cotton, linen, sisal, or ramie) or synthetic (e.g., rayon, cellulose esters, polyvinyl derivatives, polyolefins, polyamides, or polyesters). The nonwoven fibrous support layer may be manufactured by any method readily selected by a person skilled in the art. Examples include the method disclosed in U.S. Pat. No. 5,246,603.
[0015] The fibrous support layer can be constructed to obtain desired physical properties such as, for example, absorbency, tensile strength, thickness, etc. For example, the desired absorbency can be achieved by increasing the thickness of the fibrous support layer, i.e., by stacking multiple carded webs or mats until a sufficient thickness is achieved to obtain the required absorbent properties, or by depositing a sufficient thickness of fibers on a screen.
[0016] A non-fibrous coating layer refers to a coating that covers at least a portion of the surface of the fibrous support layer, preferably covering the entire surface of the fibrous support layer, which is not based on fibers, i.e. does not include woven and / or nonwoven fabrics.
[0017] Preferably, the weight of the coating layer corresponds to 43 to 75% by weight relative to the total weight of the textile article.
[0018] In certain embodiments, the non-fibrous coating layer includes a softening agent. Preferably, the softening agent is methyl bis[ethyl(tallowate)]-2-hydroxyethyl ammonium methyl sulfate.
[0019] In a particular embodiment, the perfume precursor compound according to formula (I) is present in the fibrous support layer and / or in the non-fibrous coating layer.
[0020] Preferably, the perfume precursor compound according to formula (I) is present at least in the non-textile coating layer, more preferably the perfume precursor compound according to formula (I) is present only in the coating layer, whereby the perfume precursor compound according to formula (I) may be present on the surface of the non-textile coating layer and / or within said coating layer, i.e. the perfume precursor compound may be incorporated within the coating layer.
[0021] In this regard, spraying the perfume precursor compound onto the coating layer can achieve a state in which the perfume precursor compound is present on the surface of the coating layer.
[0022] Additionally, perfume precursor compounds can be incorporated within the coating layer, for example by adding the perfume precursor compounds to the coating layer in a molten state and then applying the coating layer to the fibrous support layer.
[0023] According to the present invention, a textile article comprises a perfume precursor compound according to formula (I).
[0024] A fragrance precursor or pro-fragrance is a compound that, upon exposure to an external influence, is capable of releasing one, two or more fragrance compounds, also called PRMs (Perfume Raw Materials), in a manner that sustains the fragrance effect of the PRMs. The release of one or more fragrance compounds relies on the cleavage of chemical bonds in the fragrance precursor compound.
[0025] In certain embodiments, the perfume precursor compound according to formula (I) releases one, two or three perfume compounds. Preferably, the perfume precursor compound of formula (I) releases one perfume compound.
[0026] A "perfume compound" or "perfume raw material" is a compound that is used as an active ingredient in a perfuming preparation or composition to impart a hedonic effect, i.e., used for the primary purpose of imparting or modifying a pleasant odor. In other words, a compound that is considered to be a perfuming ingredient must not only have a mere odor, but must also be recognized by those skilled in the perfuming art as being able to impart or modify the odor of a composition in a positive or pleasant way.
[0027] The external influence which triggers the release of the perfume compound from the perfume precursor compound according to formula (I) may be exposure to light, air (ambient air) / oxygen, heat, moisture or enzymes.
[0028] "Light" means any form of electromagnetic radiation and is not limited to any particular wavelength. Release of PRMs from perfume precursor compounds is generally more effective at shorter wavelengths (higher energy input).
[0029] In certain embodiments, the perfume precursor compounds according to formula (I) release perfume compounds upon exposure to light.
[0030] For the sake of clarity, "ambient air" or similar expressions refer to the usual meaning understood by those skilled in the art, i.e. oxidation occurs in air at room temperature and under atmospheric pressure. In other words, the environment in which compounds are oxidized is air. Thus, perfume precursors are understood to be oxidized in ambient air. In particular, perfume precursors are understood to not necessarily require a pure oxygen environment, heat, or a catalyst to be oxidized.
[0031] In certain embodiments, the perfume precursor compounds according to formula (I) release the perfume compounds upon exposure to air (ambient air) / oxygen.
[0032] By "heat" is meant any energy input caused by an increase in temperature. The temperature applied is not limited to a particular temperature range, but rather depends on the individual perfume precursor. Determining the appropriate temperature is within the knowledge of one of ordinary skill in the art.
[0033] In certain embodiments, the perfume precursor compounds according to formula (I) release perfume compounds upon exposure to heat.
[0034] The external influence that triggers the release of the PRM from the perfume precursor compound may also rely on exposure to moisture. This requires that the perfume precursor compound exhibits chemical bonds that are susceptible to water-induced cleavage. It is within the knowledge of a person skilled in the art to identify perfume precursor compounds that have chemical bonds that are susceptible to water-induced cleavage.
[0035] In certain embodiments, the perfume precursor compounds according to formula (I) release perfume compounds upon exposure to moisture.
[0036] The external influence that triggers the release of the PRM from the perfume precursor compound may also rely on exposure to one or more enzymes. This requires that the perfume precursor compound exhibits chemical bonds that can be efficiently cleaved in the presence of the enzyme. It is within the knowledge of the skilled artisan to determine which chemical bonds can be effectively cleaved by a particular type of enzyme.
[0037] In certain embodiments, the perfume precursor compounds according to formula (I) release perfume compounds upon exposure to one or more enzymes.
[0038] In certain embodiments, the perfume precursor compound does not rely on only one of the above-mentioned external influences, but on two or more of the above-mentioned external influences, either simultaneously or independently of each other, to promote the release of perfume raw materials. However, for any perfume precursor compound, there are usually one or two release mechanisms that are particularly efficient or superior compared to other types that can be theoretically assumed. It is well within the knowledge of a person skilled in the art to determine the main type of release mechanism for an existing perfume precursor.
[0039] In certain embodiments, textile articles comprising perfume precursor compounds according to formula (I) release perfume compounds upon exposure to air (ambient air) / oxygen and moisture.
[0040] In a particular embodiment, the textile article comprises at least one additional perfume precursor compound other than the perfume precursor compound according to formula (I). Thus, the textile article may comprise one, two, three, four, five or more additional perfume precursor compounds other than the perfume precursor compound according to formula (I). The one or more additional perfume precursor compounds may also be perfume precursor compounds corresponding to formula (I). The additional perfume precursor compounds may release PRM by the same release mechanism as the perfume precursor compound according to formula (I) or by a different release mechanism. Under the release mechanism, it is understood that an external influence triggers the release of PRM from the perfume precursor compound as shown above. Preferably, the at least one further perfume precursor compound is 2-phenylethyloxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yloxo(phenyl)acetate, (Z)-hex-3-en-1-yloxo(phenyl)acetate, 3,7-dimethyl-2,6-octadien-1-yl hexadecanoate, bis(3,7-dimethylocta-2,6-dien-1-yl)succinate, (2E,6Z)-2,6-nonadienyl hexadecanoate, (2E,6Z)-2,6-nonadien-1-yl tetradecanoate, (2E,6Z)-2,6-nonadien-1-yl dodecanoate, (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene, 1-Methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, (2-((2-methylundec-1-en-1-yl)oxy)ethoxy)benzene, 2-Methyl-1-(octan-3-yloxy)undec-1-ene, 1-Methoxy-4-(1-phenethoxyprop-1-en-2-yl)benzene, 1-Methyl-4-(1-phenethoxyprop-1-en-2-yl)benzene, 2-(1-phenethoxyprop-1-en-2-yl)naphthalene, (2-phenethoxyvinyl)benzene, 2-(1-((3,7-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)ethyl)benzene, 4-allyl-2-methoxy-1-((2-methoxy-2-phenylvinyl)oxy)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1-methoxy-4-(1-phenethoxyprop-1-en-2-yl)benzene, (2-((2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(2-methyl-3-phenethoxyallyl)benzene, (2-((2-isopropyl-5-methyl The aryl group is selected from the group consisting of 1-isopropyl-4-methyl-2-((2-pentylcyclohexylidene)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy-1-((2-pentylcyclopentylidene)methoxy)-4-propylbenzene, 2-ethoxy-1-((2-methoxy-2-phenylvinyl)oxy)-4-methylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 1-isopropyl-2-((2-methoxy-2-phenylvinyl)oxy)-4-methylbenzene, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzaldehyde, or mixtures thereof.
[0041] In certain embodiments, X represents a functional group selected from the group consisting of formulas ii), iii), viii), ix), and xiv). In certain embodiments, X represents a functional group of formula ii).
[0042] With regard to the expression "perfuming α,β-unsaturated ketones, aldehydes or carboxylic acid esters" used in the definition of P, this expression is understood to be an α,β-unsaturated ketone, aldehyde or carboxylic acid ester that is recognized by the skilled artisan as being used in perfumery as a perfuming ingredient. Generally, said perfuming α,β-unsaturated ketones, aldehydes or carboxylic acid esters are compounds having from 8 to 20 carbon atoms, or even more preferably from 10 to 15 carbon atoms.
[0043] Likewise, it is not possible to give an exhaustive list of currently known odoriferous compounds that can be used to synthesize and subsequently release the perfume precursor compounds of formula (I) defined above. However, preferred examples include: alpha-damascone, beta-damascone, gamma-damascone, delta-damascone, alpha-ionone, beta-ionone, gamma-ionone, delta-ionone, beta-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-alpha-ionone or 10-methyl-alanine. Phi-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, (E)-3-phenylprop-2-enal ( cinnamic aldehyde), 2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,1'-cyclohexane]-2'-en-4'-one, ethyl 2,4-deca-dienoate, ethyl 2-octenoate, methyl 2-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.
[0044] In certain embodiments, P is represented by the formulas (P-1) to (P-14): [ka] [In the formula, the wavy line has the meaning given above, the dotted line represents a single bond or a double bond, and R a is a hydrogen atom or a methyl group, and R b represents a hydrogen atom, a hydroxyl or methoxy group, or a C1-C4 linear or branched alkyl group; R c represents a hydrogen atom or a C1-C4 linear or branched alkyl group. represents a radical in any one of its isomeric forms selected from the group consisting of:
[0045] In certain embodiments, P has the formula: [ka] [In the formula, the wavy line has the meaning given above, the dotted line represents a single bond or a double bond, and R a is a hydrogen atom or a methyl group. represents a radical selected from the group consisting of:
[0046] In certain embodiments, P represents a radical selected from the group consisting of formula (P-1), (P-2), (P-1)', (P-2)', (P-3), (P-7), (P-13), (P-14) or (P-14)' as defined above. Preferably, P represents a radical selected from the group consisting of formula (P-1), (P-1)', (P-2), (P-2)', (P-3) or (P-14)' as defined above.
[0047] In certain embodiments, G may represent a divalent cyclic, linear, alicyclic, or branched alkyl, alkenyl, alkanedienyl, or alkylbenzene hydrocarbon radical having 1 to 22 carbon atoms, which is optionally substituted and contains 1 to 10 functional groups selected from the group consisting of ethers, esters, ketones, aldehydes, carboxylic acids, thiols, thioethers, amines, quaternary amines, and amides.
[0048] In certain embodiments, G represents a divalent linear or branched alkyl or alkenyl hydrocarbon radical having 1 to 22 carbon atoms, said hydrocarbon radical being optionally substituted and containing 1 to 5 functional groups selected from the group consisting of ethers, esters, ketones, aldehydes, carboxylic acids, thiols, thioethers, amines, quaternary amines, and amides.
[0049] In certain embodiments, G represents a divalent linear or branched alkyl or alkenyl hydrocarbon radical having 2 to 15 carbon atoms, said hydrocarbon radical being optionally substituted and containing 1 to 2 functional groups selected from the group consisting of ethers and esters.
[0050] In certain embodiments, G represents a divalent linear alkyl or alkenyl hydrocarbon radical having 3 to 15 carbon atoms, said hydrocarbon radical being optionally substituted and containing one ester functional group.
[0051] In certain embodiments, G represents a divalent linear alkyl hydrocarbon radical having 3 to 14 carbon atoms.
[0052] In certain embodiments, Q represents a hydrogen atom or a copolymer comprising at least one repeat unit of formula B-1 as defined above.
[0053] 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.
[0054] 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 or a methyl or ethyl group. More preferably, R 7 simultaneously or independently represent a hydrogen atom or a methyl group.
[0055] In a particular embodiment, the perfume precursor compound according to formula (I) is - w=1; n=1; m=1; - P represents a radical that is likely to produce an odoriferous α,β-unsaturated ketone or aldehyde, and the formula [ka] [In the formula, R 2 , R 3 , and R 4 are each independently a hydrogen atom, C6-C 10 Aromatic ring or C1-C optionally substituted with C1-C4 alkyl groups 15 or a group R 1 ~R 4 Two or three of the above are bonded together to form a carbon atom having 5 to 20 carbon atoms, and the carbon atom has the above R 1 , R 2 , R 3 , or R 4 a saturated or unsaturated ring to which the groups are attached, the ring being optionally substituted with a C1-C8 linear, branched, or cyclic alkyl or alkenyl group; Represented by; X represents formula ii), - G represents a divalent radical derived from a cyclic, linear or branched alkyl, alkenyl, phenyl, alkylphenyl, or alkenylphenyl hydrocarbon radical having from 2 to 8 carbon atoms and optionally containing from 1 to 2 oxygen, sulfur, and / or nitrogen atoms; Q is a group represented by the formula B-1) [wherein R 7 is C1~C 16 represents a polymer or random copolymer derived from It is characterized by:
[0056] In a particular embodiment, the perfume precursor compound according to formula (I) has the formula [ka] [wherein the double dashed line indicates a bond to another repeat unit] It is a linear polysiloxane copolymer containing at least one repeat unit of
[0057] The perfume precursor of formula (III) releases 2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one, also known as carvone, as the perfume compound. Carvone exists in the form of two enantiomers, namely (R)-(-)-2-methyl-5-(1-propen-2-yl)-2-cyclohexen-1-one (L-carvone or levorotatory carvone) and (S)-(+)-2-methyl-5-(1-propen-2-yl)-2-cyclohexen-1-one (D-carvone or dextrorotatory carvone). The two enantiomers are reported to have slightly different minty notes. Nevertheless, according to the present invention, both enantiomers are expected to have similar effects in terms of copolymer preparation and release efficiency. According to the invention, carvone can be used as a racemate or as a mixture enriched in one of the two enantiomers. Preferably, a mixture enriched in levorotatory carvone is used.
[0058] In a particular embodiment, the perfume precursor compound has the formula (IV): [ka] [In the formula, P has the same meaning as defined above, G is optional -OR 9 group, -NR 9 2 units, -COOR 9 Groups, and R 9 Group (where R 9 represents a divalent radical derived from a linear or branched alkyl or alkenyl radical having 2 to 15 carbon atoms, substituted with one or more groups selected from the group consisting of: Q represents a hydrogen atom. It is of the following.
[0059] In certain embodiments, the perfume precursor compound according to formula (I) has the formulae a) to d): [ka] [In the formula, R is C1 to C 20 Alkyl or alkenyl groups, preferably C6 to C 16 More preferably, the alkyl or alkenyl group 12 represents an alkyl group] is selected from the group consisting of:
[0060] The perfume precursor of formula a) releases delta-damascone as the perfume compound. Said perfume precursor may preferably be (±)-trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone. Delta-damascone is also known as 1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one.
[0061] The perfume precursor of formula b) or c) releases an ionone as a perfume compound. The perfume precursor may be present as an isomer mixture of formula b) and formula c). The isomer mixture may have a weight ratio of formula b) to formula c) of 40:60 to 60:40. In particular, the isomer mixture may have a weight ratio of formula b) to formula c) of about 55:45. In particular, the perfume precursor releases two isomers of an ionone as a perfume compound.
[0062] In particular, the perfume precursor of formula b) releases alpha-ionone as the perfume compound.The above perfume precursor of formula b) may preferably be (±)-4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone.Alpha-ionone is also known as (±)-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one.
[0063] In particular, the perfume precursor of formula c) releases beta-ionone as the perfume compound.The above perfume precursor of formula c) may preferably be (±)-4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone.Beta-ionone is also known as (3E)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one.
[0064] The perfume precursor of formula d) releases oct-2-en-4-one as the perfume compound. Said perfume precursor may preferably be (±)-2-(dodecylthio)octan-4-one. Oct-2-en-4-one may be released as its (E)-isomer or (Z)-isomer or as a mixture thereof, with the (E)-isomer being preferred.
[0065] In a particular embodiment, the perfume precursor compound according to formula (I) is 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, 2-(4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-ylamino)-3-(4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-ylthio)propanoate, 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)propanoate 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)propanoate 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)propanoate -yl)butan-4-ylthio)methyl or ethyl propanoate, 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, 3-(dodecylsulfonyl)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one, 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)-2-butanone, 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, 2-(dodecylsulfonyl)octan-4-one, 4-(dodecylthio)-4-methylpentan-2-one, N,S-bis(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)-L-cysteine methyl or ethyl, S-(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)-L-cysteine methyl or ethyl, 4-oxooctan-2-yl dodecanoate, and any mixture thereof.
[0066] Preferably, the perfume precursor compound of formula (I) is selected from the group consisting of 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). ent®I), 2-(dodecylthio)-4-octanone, 2-(dodecylsulfonyl)octan-4-one, 4-(dodecylthio)-4-methylpentan-2-one, N,S-bis(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)-L-cysteine methyl or ethyl, S-(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)-L-cysteine methyl or ethyl, 4-oxooctan-2-yl dodecanoate, or any mixture thereof.
[0067] More preferably, the perfume precursor compound of formula (I) is 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (Haloscent® D), 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one (Haloscent® I), 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one (Haloscent® I), or a mixture thereof.
[0068] Even more preferably, the perfume precursor 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).
[0069] Most preferably, the perfume precursor compound of formula (I) is a mixture of 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (Haloscent® D) and 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one (Haloscent® I).
[0070] In certain embodiments, the inclusion of perfume precursor compounds in the textile article is not dependent on deposition of the perfume precursor compounds during the washing process.
[0071] In a particular embodiment, the perfume precursor compound according to formula (I) is not encapsulated, which means that the perfume precursor compound according to formula (I) is not encapsulated in a polymeric carrier material before being added to the textile article according to the present invention.
[0072] In certain embodiments, the perfume precursor compound according to formula (I) is dissolved in a solvent before being added to the textile article. Examples of suitable solvents are 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, ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (supplier: Exxon Chemical), glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (supplier: Dow Chemical Company), hydrogenated castor oil such as that known under the trademark Cremophor® RH 40 (supplier: BASF), or mixtures thereof. Thus, in the above embodiment, the fibrous article also includes such a solvent.
[0073] In a particular embodiment, the textile article comprises the perfume precursor compound in an amount of 0.000086 to 1.875 wt.-%, preferably 0.000086 to 1.5 wt.-%, more preferably 0.000086 to 1 wt.-%, even more preferably 0.000086 to 0.75 wt.-%, still even more preferably 0.001 to 0.375 wt.-%, and most preferably 0.0172 to 0.1875 wt.-%, based on the total weight of the textile article.
[0074] In a particular embodiment, the perfume precursor compound according to formula (I) is present in a non-textile coating layer, in which case the perfume precursor compound is present in the coating layer in an amount of 0.0002 to 2.5 wt. %, preferably in an amount of 0.0002 to 1 wt. %, more preferably in an amount of 0.04 to 0.25 wt. %, based on the total weight of the coating layer.
[0075] In certain embodiments, the textile article further comprises: i) at least one component selected from the group consisting of a perfume carrier and a perfume base; and ii) optionally at least one flavoring adjuvant; The fragrance composition includes:
[0076] By "perfume carrier" is meant herein a material which is substantially neutral from the perfume point of view, i.e. which does not significantly alter the organoleptic properties of the perfuming ingredients. The carrier may be liquid or solid.
[0077] The liquid carrier may include, as a non-limiting example, an emulsifying system, i.e. a system of solvent and surfactant, or a solvent commonly used in perfumery.A detailed description of the nature and type of solvent commonly used in perfumery cannot be exhaustive.However, as a non-limiting example, it may include the most commonly used 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, Abalyn® (rosin resin, available from Eastman), benzyl benzoate, benzyl alcohol, 2-(2-ethoxyethoxy)-1-ethano, triethyl citrate, or mixtures thereof, or naturally occurring solvents such as glycerol or various vegetable oils, for example palm oil, sunflower oil, or linseed oil. In the case of compositions containing both a perfume carrier and a perfume base, other suitable perfume carriers than those specified above may be ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar® (supplied by Exxon Chemical), or glycol ethers and glycol ether esters such as those known under the trademark Dowanol® (supplied by Dow Chemical Company), or hydrogenated castor oil such as those known under the trademark Cremophor® RH 40 (supplied by BASF).
[0078] Solid carrier is intended to refer to the material that perfume composition or some elements of perfume composition can be chemically or physically bound.Generally, such solid carrier is used to stabilize composition or control the evaporation rate of composition or some components.The use of solid carrier is current in the art, and those skilled in the art understand how to achieve desired effect.However, non-limiting examples of solid carrier can include adsorbent gum or polymer or inorganic material, such as porous polymer, cyclodextrin, dextrin, maltodextrin, wood material, organic or inorganic gel, clay, gypsum talc, or zeolite.
[0079] Other non-limiting examples of solid carriers include encapsulation materials. Examples of such materials can include wall-forming materials and plasticizing materials, such as glucose syrup, natural or modified starches, hydrocolloids, cellulose derivatives, polyvinyl acetate, polyvinyl alcohol, proteins or pectins, vegetable gums such as gum arabic, urea, sodium chloride, sodium sulfate, zeolites, sodium carbonate, sodium bicarbonate, clays, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, carbohydrates, sugars such as sucrose, monosaccharides, disaccharides, trisaccharides and polysaccharides and derivatives such as chitosan, starch, cellulose, carboxymethylmethylcellulose, methylcellulose, hydroxyethylcellulose, ethylcellulose, propylcellulose, and the like, polyols / sugar alcohols such as sorbitol. , maltitol, xylitol, erythritol, and isomalt, polyethylene glycols (PEG), polyvinylpyrrolidine (PVP), polyvinyl alcohol, acrylamides, acrylates, polyacrylic acid and related, maleic anhydride copolymers, amine functional polymers, vinyl ethers, styrene, polystyrene sulfonates, vinyl acids, ethylene glycol-propylene glycol block copolymers, vegetable gums, acacia gum, pectin, xanthan, alginates, carrageenan, citric acid or any water soluble solid acid, fatty alcohols or fatty acids, and mixtures thereof, or further materials cited in 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, coagulation or even extrusion, or it can consist of coating encapsulation, including coacervation and complex coacervation techniques.
[0080] Non-limiting examples of solid carriers include core-shell capsules using 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 methods induced by polymerization, interfacial polymerization, coacervation or all of the above (all of which are described in the prior art), optionally in the presence of polymeric stabilizers or cationic copolymers.
[0081] 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 urea, benzoguanamine, glycoluril, melamine, methylolmelamine, methylated methylolmelamine, guanazole, and mixtures thereof. Alternatively, alkylolated polyamines can be used that are preformed resins, such as those commercially available under the trademarks Urac® (supplied by Cytec Technology Corp.), Cymel® (supplied by Cytec Technology Corp.), Urecoll® or Luracoll® (supplied by BASF).
[0082] Another type of resin is produced by polycondensation of a polyol, such as glycerol, with a polyisocyanate, such as the trimer of hexamethylene diisocyanate, the trimer of isophorone diisocyanate or xylylene diisocyanate, or the biuret of hexamethylene diisocyanate, or the trimethylolpropane adduct of the trimer of xylylene diisocyanate (known under the trademark Takenate®; supplied by Mitsui Chemicals), especially the trimethylolpropane adduct of the trimer of xylylene diisocyanate, and the biuret of hexamethylene diisocyanate.
[0083] Representative examples of some promising literature on the encapsulation of perfumes by polycondensation of amino resins, i.e. melamine-based resins with aldehydes, include the articles published by K. Dietrich et al. in Acta Polymerica, vol. 40, 1989, pages 243, 325 and 683, and vol. 41, 1990, page 91, which already describe the various parameters that affect the preparation of said core-shell microcapsules according to the methods of the prior art, which are further detailed and exemplified in the patent literature. US Patent No. 4,396,670 by Wiggins Teape Group Limited is a relevant precedent for such patent literature. Since then, the literature in this field has been expanded by many other authors, and it is considered impossible to cover all the published developments here, but a general knowledge of encapsulation techniques is very important. Representative recent relevant publications disclosing suitable uses of the microcapsules include H.Y. Lee et al. Journal of Microencapsulation, 2002, vol. 19, pages 559-569, WO 01 / 41915, or even the article by S. Bone et al. Chimia, 2011, vol. 65, pages 177-181.
[0084] The term "perfume base" is understood to be a composition comprising at least one perfume compound. Perfume compound has the same meaning as defined above. Perfume precursor compounds are not considered as perfume compounds.
[0085] The nature and type of perfume compounds present in the base are not warranted to be described in further detail herein and are in any case not exhaustive, and the skilled person can select them on the basis of his general knowledge and depending on the intended use or application and the desired organoleptic effect. In general terms, these perfuming co-ingredients belong to different chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen- or sulphur-containing heterocyclic compounds and essential oils, and said perfuming co-ingredients may be of natural or synthetic origin.
[0086] Examples of perfume compounds commonly used in perfume formulations are: Aldehydic components: decanal, dodecanal, 2-methyl-undecanal, 10-undecenal, octanal, nonanal, and / or nonenal; 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 alpha-pinene; Balsam-based 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, hexylcinnamic 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, 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-indanethanol, 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-diaminetetraacetate Methyl hydrojasmonate, 3-methyl-5-phenyl-1-pentanol, vergyl propionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthanol, (S)-2-(1,1-dimethylpropoxy)propyl propanoate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, amylcinnamic aldehyde, 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-methylpentanoate, 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, (2-methylbutoxy)allyl 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® (supplied by Firmenich SA), (1'R,E)-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, cinnamaldehyde, clove oil, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, 2,5,5-trimethyl-1,2,3,4,4a,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 is.
[0087] In certain embodiments, the at least one perfume compound is selected from the group consisting of isopropyl myristate, 1,4-dioxacycloheptadecane-5,17-dione, 1-oxa-12 / 13-cyclohexadecen-2-one, 2-(2-methyl-2-propanyl)cyclohexyl acetate, (3Z)-3-hexen-1-yl salicylate, (2E)-2-benzylideneoctanal, 1-(1,2,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl)ethanone, 2-((1RS,2RS)-3-oxopropyl alcohol, 1-(1,2,8,8-tetramethyl-1,3,4,5,6,7-hexahydronaphthalen-2-yl)ethanone ... so-2-pentylcyclopentyl)methyl acetate, 1,1-dimethyl-2-phenylethyl butanoate, 4-(4-hydroxyphenyl)-2-butanone, allyl heptanoate, (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 3-ethoxy-4-hydroxybenzaldehyde, 4-methoxybenzaldehyde, (+-)-4-decanolide, (+-)-3,7-dimethyl-1,6-octadien-3-ol, (+-)-5-heptyl dihydro-2(3H)-furanone, tricyclo[5.2.1.0(2,6)]dec-3 / 4-en-8-ylpropanoate, (+-)-1,5-dimethyl-1-vinyl-4-hexenyl acetate, (10E)-oxacycloheptadec-10-en-2-one, dipropylene glycol, 3-pentyltetrahydro-2H-pyran-4-yl acetate, (+-)-(3E)-4-(2,6,6-trimethyl-1 / 2-cyclohexen-1-yl)-3-buten-2-one, 2-ethyl-3-hydroxy-4(4h )-pyranone, 2-methyl-1,3-dioxolane-2-ethyl acetate, allyl 3-cyclohexylpropanoate, 1,1-dimethyl-2-phenylethyl acetate, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, beta-pinene, (3E)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one, (+-)-(2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, or any mixture thereof.
[0088] The at least one perfume compound according to the present invention is not limited to the perfume compounds mentioned above, and in any case many other such co-ingredients are listed in references such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA or its latest editions, or other works of a similar nature, as well as in the abundant patent literature in the perfumery field.
[0089] The term "perfuming adjuvant" is understood to be an ingredient that can provide additional added benefits, such as color, specific light resistance, chemical stability, etc. A detailed description of the nature and type of adjuvant commonly used in perfume bases cannot be exhaustive, but it should be mentioned that such ingredients are well known to those skilled in the art. However, specific non-limiting examples can include the following: 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 or antimicrobial or antifungal or antiirritant), abrasives, skin cooling agents, fixatives, insect repellents, ointments, vitamins, and mixtures thereof.
[0090] In certain embodiments, at least one perfume compound is encapsulated.At least one perfume compound can be encapsulated, for example, in a core-shell microcapsule.It is understood that not only a single perfume compound but also a mixture of perfume compounds can be encapsulated in one microcapsule.
[0091] Materials suitable for encapsulating perfume compounds are widely described in the prior art. By way of non-limiting example, the microcapsule shell may be aminoplast-, polyurea-, or polyurethane-based.
[0092] In a particular embodiment, the perfume composition is present in the fibrous support layer and / or in the non-fibrous coating layer. Preferably, the perfume composition is present in the non-fibrous coating layer. Preferably, the perfume composition is incorporated into the non-fibrous coating layer.
[0093] In certain embodiments, the textile article further comprises at least one agent selected from the group consisting of antistatic agents, dye transfer inhibitors, whitening agents, enzymes, stain repellents, wrinkle reducing agents, and fabric softeners.
[0094] The fabric softener may include cationic nitrogen-containing compounds such as quaternary ammonium compounds. In general, the fabric softener may include suitable cationic, anionic, nonionic, and zwitterionic compounds. Suitable fabric softeners are well known to those skilled in the art.
[0095] Antistatic agents minimize or eliminate the build-up of electric charge. Examples of antistatic agents are quaternary ammonium salts, aliphatic amines, phosphate esters, and ethylene glycol.
[0096] Dye transfer inhibitors are agents that prevent the transfer of dyes from one fiber to another. Dye transfer inhibitors are mainly polymers and can be found in various types of materials, for example polyvinylpyrrolidone or polyimidazole can be used.
[0097] Furthermore, those skilled in the art are also aware of suitable whitening agents, enzymes, stain repellents, wrinkle reducing agents that may also be present in the textile article.
[0098] In certain embodiments, the textile article further comprises a protective overprint layer over the non-textile coating layer. The protective overprint layer may comprise a PEG (polyethylene glycol) solution, where the PEG solution may be at a 60% concentration in water.
[0099] Another aspect of the invention relates to a method for making a textile article according to the invention, comprising the step of adding to a textile article an effective amount of a perfume precursor compound according to formula (I).
[0100] In certain embodiments, an effective amount of perfume precursor compound refers to an amount of perfume precursor compound of 0.000086-1.875 wt.%, preferably 0.000086-1.5 wt.%, more preferably 0.000086-1 wt.%, even more preferably 0.000086-0.75 wt.%, still more preferably 0.001-0.375 wt.%, and most preferably 0.0172-0.1875 wt.%, based on the total weight of the textile article.
[0101] In a particular embodiment, the perfume precursor compound according to formula (I) is incorporated into a fibrous substrate layer of a textile article.
[0102] In certain embodiments, the perfume precursor compounds according to formula (I) are incorporated into a non-textile coating layer and / or applied to the surface of a coating layer.
[0103] Preferably, the perfume precursor compound according to formula (I) is incorporated into a non-textile coating layer.
[0104] When the perfume precursor compounds are incorporated into a non-fibrous coating layer, it is preferred to add the perfume precursor compounds to the coating layer before applying the coating layer containing the perfume precursor compounds to the surface of the fibrous support layer, for example by melting the coating layer and adding the perfume precursor compounds to the melt.
[0105] When the perfume precursor compound is applied to the surface of a non-fibrous coating layer, it is preferred that the perfume precursor compound is sprayed onto the surface of the coating layer.
[0106] In certain embodiments, the method further comprises applying a protective overprint layer over the non-fibrous coating layer. Preferably, the protective overprint layer comprises a PEG (polyethylene glycol) solution.
[0107] In certain embodiments, the method further comprises the step of adding at least one agent selected from the group consisting of antistatic agents, dye transfer inhibitors, whitening agents, enzymes, stain repellents, wrinkle reducing agents, and fabric softeners. The agent may be incorporated into the fibrous support layer, into a non-fibrous coating layer, and / or applied to the surface of a coating layer.
[0108] In certain embodiments, the perfume precursor compounds are not added to the textile article by the washing process, in other words, the perfume precursor compounds are not added to the textile article by being deposited on the textile article during the washing process.
[0109] Another aspect of the present invention relates to the use of a textile article according to the present invention for improving, enhancing, imparting and / or modifying the odor impression and / or odor intensity of clothes during tumble drying.
[0110] Clothing is understood to mean any fabric or laundry that can be dried in a tumble dryer.
[0111] In a particular embodiment, the tumble drying is carried out at a temperature of 45-70°C.
[0112] In certain embodiments, the perfume precursors according to formula (I) are transferred from the textile article to the clothes during tumble drying, such that the perfume precursors according to formula (I) are deposited on the tumble dried clothes.
[0113] Another aspect of the invention relates to a method for improving, enhancing, imparting and / or modifying the odor impression and / or odor intensity of clothes comprising the step of adding a textile article according to the invention to the clothes during tumble drying.
[0114] Working Example Example 1 Preparation of a Perfume Composition Containing Perfume Precursors: A fragrance composition was prepared by mixing the ingredients according to Table 1 below.
[0115] [Table 1-1]
[0116] [Table 1-2]
[0117] The perfume composition as a perfume precursor compound includes 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, and 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one.
[0118] Preparation of scented tumble dryer sheets: Methyl bis[ethyl(tallowate)]-2-hydroxyethylammonium methylsulfate (softener) was melted at 65° C. and the perfume composition according to Table 1 was mixed with the melt at 5% by weight under stirring. The molten mixture was then evenly applied onto the surface of a pre-cut nonwoven sheet (sheet weight was 0.65 g) held on a hot plate. A total of 1.3 g of the melt was used to coat the nonwoven. Thus, the total weight of the final perfumed tumble dryer sheet was 1.95 g.
[0119] Wash and dry cycle: Cotton towels (25 pieces, each measuring approximately 33 cm x 33 cm and each weighing approximately 50 g) were washed in a General Electric two-tier washer / dryer on the lightly soiled whites / medium setting using unscented detergent (50 g).
[0120] The towels were then dried with either unscented dryer sheets or scented dryer sheets. The scented dryer sheets were the dryer sheets described above with the scented composition according to Table 1. After drying, the towels were stored in a storage container. The dried towel samples were randomized and blinded. Selected experienced panelists were then instructed to rate the overall fragrance intensity of each sample (towel) on an unlabeled continuous linear scale from 0 = no perceptible fragrance to 10 = extremely strong fragrance.
[0121] Sensory evaluation was performed at three time points (after 14 days, 30 days, and 100 days). The results are shown in Figure 1. At each time point, significantly higher fragrance intensity was perceived for towels dried with the scented dryer sheets compared to unscented dryer sheets (see Figure 1). At each time point, the left bar in Figure 1 represents the fragrance intensity of towels dried with unscented dryer sheets and the right bar represents the fragrance intensity of towels dried with scented dryer sheets.
[0122] Even after 100 days of drying and storage, towels dried with scented dryer sheets were perceived to have significantly higher odor intensity than towels dried with unscented dryer sheets. After this extended period of time, it is reasonable to assume that the higher odor intensity observed in towels dried with scented dryer sheets is not solely due to the presence of fragrance compounds, but rather due to the presence of the fragrance precursor compounds 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one and 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1 / 2-en-1-yl)butan-2-one (shown in Table 1), since it can be expected that typical volatile fragrance compounds would no longer have a significant effect on the overall odor intensity after such an extended storage period. In contrast, perfume precursor compounds continuously release perfume compounds, thus providing a long-lasting fragrance impression to towels dried with the perfumed dryer sheets.
[0123] Example 2 A tumble dryer sheet was prepared as described in Example 1. Thus, the scented tumble dryer sheet contains a perfume composition in a non-fibrous coating layer. This sample is referred to as the coated sample (C sample).
[0124] In addition, a scented tumble dryer sheet was prepared by applying the scent composition described in Table 1 of Example 1 directly onto a pre-cut nonwoven sheet (sheet weight was 0.65 g). The amount of scent composition added to the fabric was 0.065 g, which is equal to the amount of scent composition present in the coating layer of the C sample. The sample thus prepared contained the scent composition in the fiber support layer and is referred to as the fiber sample (T sample).
[0125] Cotton towels (25 pieces, each measuring approximately 33 cm×33 cm and each weighing approximately 50 g) were washed as described in Example 1.
[0126] The towels were then dried as described in Example 1 along with either the C or T samples.
[0127] After drying, the towels were stored in a storage container for 7 days. The dried towel samples were randomized and blinded. Selected experienced panelists (n=24) were then instructed to evaluate which of the dried towel samples had the stronger fragrance intensity. That is, the panelists had to determine whether the towel dried with the C sample or the T sample was perceived as having the stronger fragrance intensity. Seventeen out of 24 panelists selected the towel sample dried with the C sample as having the stronger fragrance intensity, and only seven panelists selected the towel sample dried with the T sample as having the stronger fragrance intensity. Thus, it was found that the perfumed tumble dryer sheet containing the fragrance precursor compound in the non-fibrous coating layer (C sample) provided a significantly higher fragrance intensity (significance level 95%) compared to the perfumed tumble dryer sheet containing the fragrance precursor compound in the fibrous support layer (T sample).
[0128] This has been found to be particularly beneficial to fragrance delivery performance when perfume precursor compounds are present in a non-textile coating layer.
[0129] Example 3 A scented tumble dryer sheet according to the present invention was prepared as described in Example 1, except that instead of using the scent composition according to Table 1, a scent composition according to Table 2 was used as shown below.
[0130] [Table 2-1]
[0131] [Table 2-2] [Table 2-3]
[0132] Furthermore, a control tumble dryer sheet was prepared in the same manner as described for the tumble dryer sheet according to the invention, except that in the preparation of the control tumble dryer sheet, the perfume composition according to Table 2 was modified and the perfume precursor compound 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one was replaced by dipropylene glycol, i.e., in the perfume composition used in the control tumble dryer sheet, the aforementioned perfume precursor compounds and their corresponding amounts (total of 5.5% by weight) were replaced by dipropylene glycol.
[0133] The inventive tumble dryer sheet and the control tumble dryer sheet were then used twice in succession during the drying of cotton towels to evaluate the reusability of the inventive tumble dryer sheet.
[0134] First wash and dry cycle: An initial set of cotton towels (25 pieces, each measuring approximately 33 cm×33 cm and each weighing approximately 50 g) was washed as described in Example 1.
[0135] The towels were then dried as described in Example 1 with either a tumble dryer sheet according to the invention or a control tumble dryer sheet.
[0136] After drying, the towels were stored in a storage container for 7 days. The dried towel samples were randomized and blinded. Selected experienced panelists (n=26) were then instructed to evaluate which of the dried towel samples had the stronger fragrance intensity. That is, the panelists had to determine whether the towels dried with the tumble dryer sheet according to the invention or the control tumble dryer sheet perceived the stronger fragrance intensity. Eighteen out of 26 panelists selected the towel samples dried with the tumble dryer sheet according to the invention as having the stronger fragrance intensity, and only eight panelists selected the towel samples dried with the control tumble dryer sheet as having the stronger fragrance intensity. Thus, it was found that the tumble dryer sheet according to the invention containing the perfume precursor compound provided a significantly higher fragrance intensity (significance level 95%) compared to the control tumble dryer sheet that did not contain the perfume precursor compound.
[0137] Second wash and dry cycle: A second set of cotton towels (25 pieces, each measuring approximately 33 cm×33 cm and each weighing approximately 50 g) was washed as described in Example 1.
[0138] Both the tumble dryer sheet according to the invention and the control tumble dryer sheet were used again during the drying of the second set of cotton towels. Drying was carried out as described in Example 1.
[0139] After drying, the towels were stored in a storage container for 7 days. The dried towel samples were randomized and blinded. Selected experienced panelists (n=26) were then instructed to evaluate which of the dried towel samples had the stronger fragrance intensity. That is, the panelists had to determine whether the towels dried with the reused tumble dryer sheet according to the present invention or the towels dried with the reused control tumble dryer sheet were perceived as having the stronger fragrance intensity. 24 out of 26 panelists selected the towel samples dried with the tumble dryer sheet according to the present invention as having the stronger fragrance intensity, and only 2 panelists selected the towel samples dried with the control tumble dryer sheet as having the stronger fragrance intensity. Thus, it was found that the tumble dryer sheet according to the present invention containing the fragrance precursor compound provides a significantly higher fragrance intensity (significance level 99%) during repeated use of the tumble dryer sheet compared to the control tumble dryer sheet that did not contain the fragrance precursor compound.
[0140] From this, it was found that the sheet for use in a tumble dryer according to the present invention is suitable for repeated use and at the same time continues to provide a sufficient fragrance strength.
Claims
1. A fibrous article containing a fragrance precursor compound, wherein the fragrance precursor compound has the formula 【Chemical 1】 [wherein, 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 radical that readily forms an aromatic α,β-unsaturated ketone, aldehyde, or carboxylic acid ester, and is represented by the formula 【Chemical Formula 2】 wherein the wavy line indicates the position of the bond between said P and X, e) X, independently of one another, represents a functional group selected from the group consisting of formulas i) to xiv): R 1 represents a hydrogen atom, C 1 to C 6 alkoxyl radical, or a C 1 to C 4 linear, cyclic, or branched alkyl, alkenyl, or alkadienyl radical optionally substituted by 1 to 4 C 1 to C 15 and the like, R 2 、R 3 、and R 4 are, independently of one another, a hydrogen atom, an aromatic ring, or a C 1 -C 4 linear, cyclic, or branched alkyl, alkenyl, or alkadienyl radical which is substituted by an alkyl group, or two or three of the groups R 1 -R 15 are joined together to form a saturated or unsaturated ring having 5 to 20 carbon atoms, to which the R 1 -, R 4 -, R 1 -, R 2 -, R 3 -, or R 4 groups are attached, and this ring is optionally substituted by a linear, branched, or cyclic alkyl or alkenyl group of C 1 -C 8 , provided that at least one of the P groups is as defined in formula (II) above. f) G represents a polyvalent radical (having m + 1 valences) derived from a cyclic, straight-chain, alicyclic, or branched alkyl, cyclic, straight-chain, alicyclic, or branched alkenyl, phenyl, alkylphenyl, or alkenylphenyl hydrocarbon radical having 1 to 22 carbon atoms, said hydrocarbon radical being optionally substituted and containing 1 to 10 functional groups selected from the group consisting of halogen, alcohol, ether, ester, ketone, aldehyde, carboxylic acid, thiol, thioether, amine, quaternary amine, and amide, 【Chemical Formula 3】 g) Q represents a hydrogen atom (in which case w = 1 and n = 1), or a polymer or copolymer selected from the group consisting of poly(alkylimine), a peptide (e.g., lysine), or a polysaccharide selected from the group consisting of cellulose, cyclodextrin, and starch, or a cationic quaternized silicon polymer, or further, a polymer or random copolymer derived from monomer units selected from the group consisting of formulas A-1), A-2), A-3), B-1), B-2), C-1), C-2), and C-3): In the formula, the wavy line is as defined above, the thick line indicates the position of the bond between said X and G, and R 5 represents a hydrogen atom, C 1 to C 22 represents a saturated or unsaturated alkyl group or aryl group, optionally substituted by a C 1 to C 6 alkyl group or alkoxyl group or halogen atom, provided that when P represents a hydrogen atom, X may not be present. wherein the broken line indicates the position of the bond between said monomer unit and G, o, p, q, r, s, t, u, and v all independently represent a fraction between 0 and 1, o + p + q = 1, r + s = 1, and t + u + v = 1, provided that either o or p, and r and t, are not equal to 0, 【Chemical Formula 4】 - a hydrogen or halide atom; - a pyrrolidone unit linked by a nitrogen atom Y represents an oxygen or sulfur atom, or an NR 7 group, represents, R 6 represents a hydrogen atom or a side chain derived from a natural or non-natural amino acid such as glycine, alanine, phenylalanine, arginine, histidine, lysine, aspartic acid, glutamic acid, cysteine, methionine, glutamine, asparagine, threonine, serine, leucine, isoleucine, valine, tyrosine, or tryptophan, R 7 represents, simultaneously or independently, a hydrogen atom or a C 1 -C 16 hydrocarbon group, R 8 is, simultaneously or independently of one another, M represents a hydrogen atom, an alkali, or an alkaline earth metal ion] - A C containing 1 to 4 heteroatoms optionally selected from the group consisting of oxygen atoms and sulfur atoms 1 - C 6 - hydrocarbon group; -R * wherein R represents a hydrogen atom, an alkyl group or an alkenyl group having 1 to 30 oxygen atoms optionally selected from C 1 to C 60 ; the carboxylic acid group of the formula COOR * ; - OR 7 a group or COR 7 group; or is a compound of, a fibrous article.
2. The fragrance precursor compound of formula (I) is - w = 1; n = 1; m = 1; - P represents a radical that readily forms an aromatic α,β-unsaturated ketone, aldehyde, and is represented by the formula 【Chemical Formula 5】 [wherein, R 1 has the same meaning as defined in claim 1, and R 2 , R 3 , and R 4 are, independently of one another, a hydrogen atom, a C 6 -C 10 aromatic ring, or optionally a C 1 -C 4 alkyl group-substituted C 1 -C 15 linear, cyclic, or branched alkyl, alkenyl, or alkadienyl radical, or two or three of the groups R 1 -R 4 are joined together to form a saturated or unsaturated ring having 5 to 20 carbon atoms, and the carbon atoms contained therein are bonded to the R 1 , R 2 , R 3 , or R 4 group, and this ring is optionally substituted by a linear, branched, or cyclic alkyl group or alkenyl group of C 1 -C 8 represented by - X represents formula (ii), - G has 2 to 8 carbon atoms and is a divalent radical derived from a cyclic, straight-chain, or branched alkyl, alkenyl, phenyl, alkylphenyl, or alkenylphenyl hydrocarbon radical optionally containing 1 to 2 oxygen atoms, sulfur atoms, and / or nitrogen atoms, - Q represents a polymer or random copolymer derived from formula B-1) [wherein R 7 represents a C 1 to C 16 hydrocarbon group]. The fibrous article according to claim 1, characterized in that.
3. The fragrance precursor compound is selected from the group consisting of formulas (a) to (d): 【Chemical Formula 6】 [wherein, R represents an alkyl group or an alkenyl group of C 1 to C 20 or the fragrance precursor compound is 【Chemical Formula 7】 [wherein the double dashed line indicates a bond to another repeating unit] a linear polysiloxane copolymer containing at least one repeating unit of The fibrous article according to claim 1.
4. The fragrance precursor compound is 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one, 2-(dodecylthio)-4-octanone, 2-(dodecylsulfonyl)octan-4-one, 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, and 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one, 4-(dodecylthio)-4-methylpentan-2-one, N,S-bis(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)-L-cysteic acid methyl or ethyl, S-(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)-L-cysteic acid methyl or ethyl, 4-oxooctan-2-yl dodecanoate, or any mixture thereof, The fibrous article according to claim 1, selected from the group consisting of.
5. The fibrous article according to claim 1, wherein the fragrance precursor compound is not encapsulated.
6. The fibrous article according to claim 1, wherein the fibrous article comprises a fibrous support layer and a non-fibrous coating layer.
7. The fibrous article according to claim 6, wherein the fragrance precursor compound is present in the fibrous support layer and / or the non-fibrous coating layer, preferably the non-fibrous coating layer.
8. The fiber article according to claim 1, wherein the article contains the fragrance precursor compound in an amount of 0.000086 to 1.875% by weight, preferably 0.001 to 0.375% by weight, more preferably 0.0172 to 0.1875% by weight, based on the total weight of the article.
9. The fiber article, i) at least one component selected from the group consisting of a fragrance carrier and a fragrance base; and ii) optionally at least one fragrance adjuvant The fiber article according to claim 1, further comprising a perfuming composition containing the same.
10. The fiber article according to claim 9, wherein the perfuming composition is present in a non-fiber coating layer.
11. The fiber article according to claim 1, wherein the fiber article is a tumble dryer sheet, a dryer ball, a dryer sachet, or a wipe, preferably a tumble dryer sheet.
12. The fiber article according to claim 1, wherein the fiber article contains at least one agent selected from the group consisting of an antistatic agent, a migration inhibitor, a brightening agent, an enzyme, an antifouling agent, a wrinkle reducer, and a softener.
13. A method for producing a fiber article as defined in any one of claims 1 to 12, comprising the step of adding an effective amount of a fragrance precursor compound according to formula (I) to the fiber article.
14. Use of a fiber article as defined in any one of claims 1 to 12 for improving, enhancing, imparting, and / or modifying the aroma impression and / or aroma intensity of laundry during tumble drying.
15. A method for improving, enhancing, imparting, and / or modifying the aroma impression and / or aroma intensity of laundry, comprising the step of adding a fiber article as defined in any one of claims 1 to 12 to the laundry during tumble drying.