Soap composition

Abstract

The present invention relates to a soap composition comprising a soap active material and a fragrance composition comprising at least one profressing compound, the fragrance composition releasing the fragrance compound upon reaction of the at least one profressing compound with oxygen. The present invention also relates to soap articles comprising the soap composition and their uses, as well as methods for imparting, improving, enhancing or adjusting the fragrance staying power of the fragrance composition over time in the soap composition.

Description

[Technical Field]

[0001] The present invention relates to the field of perfumery, and more particularly to a soap composition. The present invention relates to a soap composition comprising a soap active material and a fragrance composition comprising at least one profressing compound, the fragrance composition releasing the fragrance compound upon reaction of the at least one profressing compound with oxygen. The present invention also relates to a soap article comprising the soap composition and its use, as well as a method for imparting, improving, enhancing, or adjusting the fragrance staying power of the fragrance composition over time in the soap composition. [Background technology]

[0002] Fragrance often plays a key role in a consumer's choice of a product as it plays a key role in the product's perceived performance.

[0003] In the early days of the fragrance industry, fragrance compositions containing ingredients designated as top, middle, and base notes were commonly used in personal care compositions and most other categories. Top notes were volatile ingredients that lacked persistence on blotters or smelling strips and provided intense performance upon initial product application. Middle notes, or "modifiers," had moderate volatility and provided persistence on blotters. Meanwhile, heavier base notes provided longer-lasting effects. In fact, the volatility of many of the compounds designated as top and middle notes was problematic. Middle and bottom notes were responsible for maintaining the fragrance on surfaces such as the skin for a significant period of time, allowing the fragrance to be experienced long after bathing. A common problem with traditional fragrance ingredients in soap bars was the loss of top and middle notes during storage due to degradation or evaporation, resulting in a weaker fragrance impact compared to a freshly made batch. Indeed, soap compositions have a pH above 9, making them an aggressive medium for perfume compositions, posing a significant challenge to the industry to create robust perfume compositions that perform well in soap bars.

[0004] Therefore, there is a need to develop perfumed compositions that perform well at all stages of a product's typical use cycle, providing high fragrance intensity, for example, during the use of a soap bar, blooming, lathering and washing stages, and on the skin after towel drying, while also imparting a pleasant fragrance to the skin and wash area for an extended period of time after use (also referred to as long-lasting).

[0005] Furthermore, soap bars are made from soap bases, which have a typical odor. While typical tallow bases provide synthetic, waxy, creamy, fatty, and animalic notes, palm oil fatty acid-based soaps produce earthy, plastic, burnt, and metallic notes. These base notes deteriorate over long storage times, thereby reducing the effectiveness of the fragrance. In particular, some bases produce a foul odor in addition to the typical base odor. Therefore, soap fragrance ingredients play a role in masking the base odor in addition to imparting the fragrance experience. Therefore, it is highly desirable to use a combination of ingredients that slowly release fragrance throughout the product's life cycle, remaining stable in the soap while enhancing its benefits at each point during use.

[0006] US Patent No. 6,336,553 teaches that soap bars can be effectively packaged in a substantially transparent material so that they can be seen through the packaging material, thereby providing low fragrance loss.

[0007] US Patent Application Publication No. 20050003975 discloses that fragrance compositions containing specific high-impact accords and personal cleansing compositions, particularly soap bars, containing these fragrance compositions are provided. In a preferred embodiment, the fragrance composition is encapsulated in starch or the like so as to release the fragrance when exposed to water, such as in a shower.

[0008] WO 2016 / 135193 describes a perfumed composition comprising a β-thiocarbonyl profragrance derivative.

[0009] WO 03 / 049666 describes compounds for the controlled release of active molecules, and mentions compounds containing at least one β-oxy or β-thiocarbonyl moiety capable of liberating an active molecule such as, for example, an α,β-unsaturated ketone, an aldehyde or a carboxylic acid ester.

[0010] However, the above-referenced applications do not disclose or suggest that the advantageous use of a particular pro-fragrance in a soap composition or soap article causes the article to change stage or phase from a solid, liquid, gaseous or foaming phase as in the soap composition of the present invention. Furthermore, the particular pro-fragrance in a perfumed soap composition has long-term effects at different stages of use in such a soap composition.

[0011] There is a need to provide a soap composition that can provide users with different olfactory impressions at different times of use. Therefore, an object of the present invention is to provide a soap composition that releases fragrance over a long period of time with a noticeable change in the scent profile at different times of use. A further object is to provide a soap composition or soap article that has an air freshening effect over a long period of time. Furthermore, a further object is to improve the stability of fragrance compounds, especially in soap compositions, and / or to provide additional control over the kinetics of fragrance release of pro-fragrance compounds upon application.

[0012] Description of the Invention The present invention addresses these needs by providing a soap composition that can provide various user impressions at different times of use, and that also provides long-lasting fragrance and air-freshening effects.

[0013] According to a first aspect, the present invention provides a method for producing a medicament for a medicament comprising: - a soap active material; - a fragrance composition comprising at least one pro-fragrance compound; The present invention relates to a soap composition comprising:

[0014] According to one embodiment, the present invention comprises: - a soap active material; - a fragrance composition comprising at least one pro-fragrance compound, wherein the at least one pro-fragrance compound releases a fragrance compound upon reaction with oxygen; The present invention relates to a soap composition comprising:

[0015] This soap composition offers several advantages. The use of a pro-fragrance improves the stability of fragrance compounds during storage. Furthermore, the pro-fragrance, which reacts continuously with oxygen, can release fragrance compounds derived from the pro-fragrance over an extended period of time, resulting in a soap composition or soap bar with a long-lasting air freshening effect. Furthermore, the advantageous use of oxygen as a reactant can accelerate the fragrance release reaction in certain situations during the use of such a soap composition, thereby providing different user impressions during different use times. Thus, the soap composition of the present invention provides high fragrance intensity during all stages of a product's typical use cycle, maintaining a stronger odor in the clean, dry bar and during use stages such as washing, blooming, and lathering. Furthermore, the odor on the skin after towel drying as well as the odor in the wash area are more intense for a longer period of time. A further advantage of the soap bar of the present invention is its long-lasting air freshening effect when the soap bar is typically used indoors, such as in a bathroom.

[0016] In a second aspect, the present invention relates to a soap article comprising the soap composition as defined above, wherein the soap article may be in the form of a liquid cleanser, a toilet bar, a laundry bar, preferably a soap-based or syndet-based laundry bar, a shaving composition, a personal cleansing composition, a body care product, a fragrance, a shampoo, preferably a shower gel, preferably a soap-based shower gel or a syndet-based shower gel, more preferably a syndet-based soap bar, or most preferably a soap bar.

[0017] In a third aspect, the present invention relates to the use of a soap composition or soap article to impart, improve, enhance or control the fragrance intensity of a fragrance composition on the skin, a surface or in the air surrounding the skin, surface or soap article under ambient conditions over an extended period of time, preferably over a period of 48 hours, preferably 24 hours, more preferably 18 hours, even more preferably 12 hours, most preferably 10 hours or 8 hours.

[0018] In a fourth aspect, the present invention relates to a method for imparting, improving, enhancing or adjusting the fragrance intensity of a fragrance composition on skin, a surface, or in the air surrounding the skin, surface or soap article under ambient conditions over an extended period of time, preferably over a period of 48 hours, preferably 24 hours, more preferably 18 hours, even more preferably 12 hours, and most preferably 10 hours or 8 hours, the method comprising the step of applying a soap composition of the present invention or a soap article of the present invention to the skin, surface or air.

[0019] In another aspect, the present invention relates to the use of a pro-fragrance as defined herein to impart, improve, enhance or adjust the fragrance staying power of a fragrance composition in a stored soap composition or soap article over an extended period of time, preferably 18 months, preferably 12 months, more preferably 3 months.

[0020] In a further aspect, the present invention relates to a method for imparting, improving, enhancing or adjusting the fragrance staying power of a fragrance composition in a soap composition or soap article during storage over an extended period of time, preferably over a period of 18 months, preferably 12 months, more preferably 3 months, said method comprising the step of incorporating into the soap composition or soap article a pro-fragrance as defined herein. [Brief explanation of the drawings]

[0021] [Figure 1] 1 is a bar graph showing analytical data for the release of δ-damascone, α-ionone, and β-ionone. The graph shows the increase in ion counts (represented by peak area) for δ-damascone, α-ionone, and β-ionone from headspace solid-phase microextraction (HS-SPME) of the grated surface of soap bars after the soap bars were stored at 45° C. for 1, 2, and 3 months, compared to a control without formula a) or formulas b) and c). The figure shows the amount of compounds released during analysis.

[0022] Detailed Description of the Invention The present inventors have invented a soap composition and a soap article that releases fragrance in specific situations during use of the soap composition or soap article, thereby providing different impressions to the user during different use times. Furthermore, the soap composition and soap article, such as a soap bar, provide improved cleaning benefits.

[0023] While the present invention will be described with reference to specific embodiments, this description is not intended to be construed in a limiting sense.

[0024] Before describing exemplary embodiments of the present invention in detail, definitions that are important for understanding the present invention are provided.

[0025] In the context of the present invention, the terms "about" and "approximately" indicate an interval of precision that a person skilled in the art would understand to still ensure the technical effect of the feature in question. The terms typically indicate a deviation from the indicated numerical value of ±20%, preferably ±15%, more preferably ±10%, and even more preferably ±5%. In particular, these terms indicate an exact value.

[0026] As used in this specification and the appended claims, "%" or "% by weight" means "% by weight" unless otherwise specified.

[0027] A "soap composition" is understood as a composition comprising a perfuming or fragrance composition and a soap active material. The soap composition may be liquid or dry. The soap composition may be included in a personal cleansing composition such as a soap bar, shower gel or shampoo.

[0028] The soap composition is contained in a syndet-based or soap-based article. In particular, such a soap composition is contained in a soap-based shower gel or a syndet-based shower gel. In particular, the soap composition is contained in a syndet-based soap bar. In particular, the soap composition is contained in a soap bar. In a particular embodiment, the soap composition may be a fabric cleansing soap composition, such as a laundry bar, preferably a soap-based or syndet-based laundry bar.

[0029] In certain embodiments, the "soap composition" is not contained in a liquid laundry detergent or fabric softener or a powdered form of a solid laundry detergent.

[0030] In certain embodiments, the soap composition or soap article is in the form of a bar.

[0031] In certain embodiments, the "soap composition" is contained in a cleansing bar product, more particularly a cleansing bar that includes a salt of a weak acid.

[0032] "Soap-active material" is understood to be a material containing a detergent or surfactant and / or a salt of a weak acid. Typically, the soap-active material may be a salt of a weak acid, which may be formed from a fatty acid and a strong base, such as sodium hydroxide. The terms surfactant and detergent may be used interchangeably. The detergent may also be a synthetic detergent.

[0033] The soap active material may be contained in the soap composition in an amount of 5 to 95% by weight of the soap composition, preferably 10 to 90% by weight, more preferably 10 to 88% by weight. The soap active material may be contained in the soap composition in an amount of at least 20% by weight of the soap composition, preferably 25% by weight, more preferably 30% by weight, or more preferably at least 35% by weight.

[0034] Fatty acids are C6 to C 25 Fatty acids, preferably C6-C 24 Fatty acids, preferably C8 to C 24 Fatty acids, even more preferably C8-C 22 The fatty acid salt may be defined as a fatty acid. The salt of the fatty acid may be a sodium salt, potassium salt, or ammonium salt of the fatty acid, preferably a sodium salt of the fatty acid. The fatty acid or its salt may be derived from a plant or animal. In one embodiment, the soap bar or soap composition of the present invention may comprise one or more fatty acids or salts thereof selected from the group including caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, α-linoleic acid, hydroxystearic acid, arachidic acid, behenic acid, or mixtures thereof.

[0035] In one embodiment, the pH of the soap solution may be greater than 5. The pH of the soap solution may preferably be about 5.5. The pH of the soap solution may preferably be about 5 to 11. The pH of the soap solution may preferably be about 5.5 to 9.

[0036] In another embodiment, the pH of the soap solution may be greater than 8.0. Preferably, the pH of the soap solution may be greater than 9.0. More preferably, the pH of the soap solution may be between 9.0 and 10.5.

[0037] The soap active materials may contain 3 to 70% by weight of water, preferably 4 to 40% by weight, most preferably 5 to 20% by weight, based on the total soap active materials.

[0038] The soap active material may be a salt of a fatty acid, particularly a sodium salt of a fatty acid.

[0039] The term "soap-based" means that a sodium salt of a fatty acid may be present. In the soap composition, the sodium salt of a fatty acid may be present in an amount of 40 to 92%, or 60 to 87%, or 75 to 84% by weight of the soap composition.

[0040] The term "syndet" means that the soap composition or soap article comprises at least one synthetic detergent. The synthetic detergent may be present in an amount of 0.001 to 50%, preferably 5 to 40%, more preferably 10 to 30% by weight of the syndet soap composition or syndet soap article, such as a syndet soap bar, a syndet laundry bar, or a syndet shower gel.

[0041] The syndet-based composition or article may contain one or more synthetic detergents or surfactants. The syndet-based composition or article may contain an anionic synthetic surfactant. The syndet-based composition or article may contain a nonionic or amphoteric synthetic surfactant. The syndet-based composition or article may contain a fatty acid salt as an anionic synthetic detergent. The anionic synthetic detergent may be one or more of the group including sulfonates, sulfates, isethionates, sarcosinates, phosphates, and phosphonates. The syndet-based composition or article may contain one or more synthetic detergents selected from the group consisting of alkyl oligoglycosides and alkenyl oligoglycosides. The synthetic detergents may include amino acid-based surfactants, ethoxylated amines, ethers, fatty acid esters, amides, alkanolamides, or combinations thereof. The syndet-based composition or article may preferably comprise one or more synthetic detergents from the group selected from linear alkyl benzene sulfonates (LABS), sodium lauryl ether sulfate (SLES), sodium dodecyl sulfate (SDS), α-olefin sulfonates, cocamide MEA, cocamide DEA, fatty alcohol ethoxylates, ethoxylated sorbitan esters, α-sulfomethyl esters and alkyl polyglucosides, ethoxylated amines, sodium myreth sulfate betaine, sodium cocoyl isethionate (SCI), coco monoglyceride sulfate (CMGS), alkyl glyceryl ether sulfonates (AGES), or combinations thereof.

[0042] The syndet soap composition or product may be a pure syndet composition or product, i.e., a composition or product, particularly a bar, based solely on synthetic detergents. The syndet soap composition or product may be free of fatty acid salts, particularly sodium fatty acid salts. Preferably, the soap and synthetic detergent may be mixed with a soap active material in the soap composition. Such a syndet soap composition or product is known as a soap syndet or syndet soap composition. The syndet soap composition or product may comprise a soap active material, such as a salt of a weak acid as defined hereinabove, and at least one synthetic detergent. The soap active material is particularly a sodium fatty acid salt.

[0043] In certain embodiments, the soap composition or article comprises a sodium salt of a fatty acid in an amount of 40 to 90% by weight, and a synthetic detergent in an amount of 0.0 to 20% by weight, preferably 0.01 to 20% by weight, based on the total weight of the soap composition.

[0044] In certain embodiments, the soap composition or article comprises a sodium salt of a fatty acid in an amount of 40 to 90% by weight, and a synthetic detergent in an amount of 0.0 to 15% by weight, preferably 0.01 to 15% by weight, based on the total weight of the soap composition.

[0045] In certain embodiments, the soap composition or article comprises a sodium salt of a fatty acid in an amount of 60 to 85% by weight, and a synthetic detergent in an amount of 0.0 to 15% by weight, preferably 0.01 to 15% by weight, based on the total weight of the soap composition.

[0046] In certain embodiments, the soap composition or article comprises a sodium salt of a fatty acid in an amount of 40-90% by weight and a synthetic detergent in an amount of 3-12% by weight, preferably 5% by weight, based on the total weight of the soap composition. In certain embodiments, the synthetic detergent is a sulfonated or sulfate detergent, more preferably selected from the group comprising synthetic detergents selected from LAS (linear alkyl benzene sulfonic acid), AOS (alpha-olefin sulfonic acid), ammonium lauryl sulfate, sodium laureth sulfate, sodium lauryl sarcosinate, sodium myreth sulfate, sodium cocoyl isethionate (SC1), coco monoglyceride sulfate (CMGS), alkyl glyceryl ether sulfonates (AGES), betaine, or any combination thereof.

[0047] In a particular embodiment, the soap composition or article comprises a sodium salt of a fatty acid in an amount of 40 to 90% by weight, based on the total weight of the soap composition, and a synthetic detergent in an amount of 0.0 to 20% by weight, preferably 0.01 to 20% by weight, more preferably 0.01 to 15% by weight, and the soap article is preferably a soap bar.

[0048] In certain embodiments, the soap composition or article is a syndet system, more preferably a laundry bar.

[0049] The laundry bar composition or article may be a pure syndet bar. A pure syndet bar may comprise 5-30%, 10-25%, and more preferably 15-22% by weight of one or more synthetic detergents, based on the total weight of the laundry bar. In certain embodiments, 30-75% by weight of the total weight of the laundry bar may be fillers, structurants, builders, and / or insoluble materials.

[0050] In a particular embodiment, the soap composition or article is a syndet-based soap bar, preferably a personal care soap bar. The soap bar may comprise 40 to 60% by weight of a sodium salt of a fatty acid and 0.1 to 30% by weight of a synthetic detergent, based on the total weight of the soap composition. The composition may also comprise betaine or sodium cocoyl isethionate (SCI) as a synthetic surfactant.

[0051] The soap active material may be contained in soap noodles. The soap noodles may contain fatty acids derived from either vegetable oils or animal fats. Soap noodles can be produced by saponifying neutral fats and oils, neutralizing fatty acids, and saponifying methyl esters. Soap noodles can be used as the main ingredient in producing soap bars and therefore can be used as a soap base. This soap base may have a unique odor depending on the nature of the raw materials used to produce the soap noodles. Typical tallow soap bases provide synthetic, waxy, creamy, fatty, and animalic notes, while palm oil fatty acid-based soap bases produce earthy, plastic, burnt, and metallic notes. This soap base note can deteriorate with storage of the soap composition, thereby reducing the fragrance impact. In particular, some bases may produce an unpleasant odor in addition to the normal base odor. Soap base fragrance ingredients have the challenge of masking the base odor in addition to imparting a fragrance experience.

[0052] The term "fragrance composition" as used herein refers to a composition containing at least one professional fragrance compound. The fragrance composition may optionally contain ingredients selected from the group including fragrance compounds that can be used interchangeably with perfuming compounds, and fragrance ingredients that can be used interchangeably with perfuming ingredients. Such ingredients are well known to those skilled in the art.

[0053] A fragrance composition may be in the form of a single component or a composition of perfume ingredients. The term "perfuming component" or "fragrance component" may include "fragrance compound" or "perfuming compound" that is primarily used to impart or adjust odor. Therefore, the term "perfuming compound", which is interchangeable with the term "fragrance compound", should be understood as an active ingredient in a perfume preparation or composition that imparts a pleasant effect. In other words, it should be recognized by those skilled in the art of perfumery that a compound that is considered to be a perfume ingredient not only has an odor, but can also impart or adjust the odor of a composition in a positive or pleasant way.

[0054] For the purposes of this disclosure, a fragrance composition may also include combinations of perfume components with additional perfume components that together improve, enhance, or regulate the release of perfume compounds, such as perfume precursors, emulsions, or dispersions, as well as combinations that provide additional benefits beyond the benefits of regulating or providing a fragrance, such as long-lasting properties, blooming properties, odor control, antibacterial effects, microbial stability, and insect control. The nature and type of perfume components do not warrant a more detailed description here, and are in any case not exhaustive. Those skilled in the art can select them based on their general knowledge and according to the intended use or application and the desired sensory effect. Generally speaking, these perfume components belong to various chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils, and the perfume components can be of natural or synthetic origin.

[0055] In particular, the following perfuming ingredients may be mentioned which are commonly used in perfume formulations, for example: - aldehydes: decanal, dodecanal, 2-methylundecanal, 10-undecenal, octanal, nonanal and / or nonenal; - Fragrance-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; - Balsamic 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 ingredients: Methyl dihydrojasmonate, linalool, citronellol, phenylethanol, 3-(4-tert-butylphenyl)-2-methylpropanol, hexyl cinnamic aldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, β-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 (2E)-1-(2,6,6-trimethyl-2-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-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-dihydrodiphenyl ether Methyl jasmonate, 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, amyl cinnamic aldehyde, 8-decen-5-olide, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, vermicelli isobutyrate and / or a mixture of methyl ionone isomers; - Fruity 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, 3-methyl-5-cyclopentene 2-{1S}-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate tadecen-1-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-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'-cyclopentene-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 ingredients): 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.

[0056] The fragrance compositions are not limited to the perfuming co-ingredients mentioned above, many others of which are mentioned in reference texts such as the book Perfume and Flavor Chemicals, 1969, by S. Arctander, Montclair, New Jersey, USA, or its latest edition, or other works of a similar nature, as well as in the extensive patent literature in the field of perfumery.

[0057] According to the present invention, the fragrance composition may comprise, in addition to at least one pro-fragrance compound and further fragrance compounds and ingredients, at least one solvent currently used in the perfume industry for dissolving the above ingredients. In one embodiment, the solvent is preferably selected from the group consisting of dipropylene glycol (4-oxa-2,6-heptanediol, 2-methyl-3-oxa-1,5-hexanediol, 2,4-dimethyl-3-oxa-1,5-pentanediol), Isopar M (C13-C14 hydrocarbons), Isopar L (C11-C13 hydrocarbons), isopropyl myristate (isopropyl tetradecanoate), ethyl citrate (triethyl 2-hydroxy-1,2,3-propanetricarboxylate), triacetin (1,2,3-propanetriyl triacetate), benzyl benzoate, 1,3-propanediol, vegetable oils (e.g. almond oil, argan oil, cottonseed oil, corn oil, olive oil, sunflower oil, castor oil) and mixtures thereof. In a further embodiment, the fragrance composition comprises at least one solvent in an amount of up to 50% by weight, preferably up to 30% by weight, of the total fragrance composition.

[0058] In yet another embodiment, the fragrance composition may be in the form of free oil and / or encapsulated oil. The fragrance composition may optionally be partially or totally encapsulated in microcapsules or core-shell microcapsules, which refer to a release system comprising an oily core of a hydrophobic active ingredient encapsulated by a polymeric shell. The fragrance composition may also optionally be partially or totally encapsulated within a matrix formed by a carrier material. The carrier material may include a monomeric, oligomeric, or polymeric carrier material, or a mixture of two or more thereof. The oligomeric carrier may be a carbohydrate, such as sucrose, lactose, raffinose, maltose, trehalose, or a fructooligosaccharide. Examples of monomeric carrier materials include glucose, fructose, mannose, galactose, arabinose, fucose, sorbitol, and mannitol. The polymeric carrier has more than 10 monomer units covalently linked together. In a preferred embodiment, the carrier may be a polymeric carrier material. Non-limiting examples of polymeric carrier materials include polyvinyl acetate, polyvinyl alcohol, dextrin, maltodextrin, glucose syrup, natural or modified starch, polysaccharides, carbohydrates, chitosan, gum arabic, polyethylene glycol, polyvinylpyrrolidone, polyvinyl alcohol, acrylamide, acrylates, polyacrylic acid. Encapsulation of the fragrance or flavor in a carrier material can provide protection against aging, enhanced impact during use, and sustained release from the base.

[0059] As used herein, the term "pro-fragrance compound" refers to a structure in which a fragrance compound is covalently linked to a suitable base to form a non-volatile fragrance complex. This complex releases a fragrance compound, particularly an olfactory fragrance compound, upon triggering by an external stimulus. Pro-fragrance compounds may be based on a Michael-type 1,4-addition reaction in which amines, alcohols, carboxylic acids, and thiols react with the double bond of an α,β-unsaturated ketone in a fragrance compound. The external trigger may be contact with moisture and / or exposure to light and / or elevated temperature and / or an oxidative environment. Thus, such pro-fragrance compounds provide some control over the kinetics of fragrance release to trigger a sensory effect through sequential release. In particular, oxygen is used as the external stimulus for the release of the fragrance compound. This oxygen may be atmospheric oxygen.

[0060] The term "non-volatile fragrance complex" means that the "pro-fragrance compound" is a fragrance complex and has low volatility as a fragrance compound.

[0061] In certain embodiments, the pro-fragrance compound of the present invention is the compound [ka] is selected from the group consisting of: [In the formula, a) w represents an integer of 1 to 10,000; b) n represents 1 or 0; c) m represents an integer of 1 to 6; d) P represents a hydrogen atom or a group capable of forming an aromatic α,β-unsaturated ketone, aldehyde or carboxylic acid ester, and is represented by the formula [ka] is represented by [In the formula, The wavy line indicates the position of the bond between P and X. R1 is a hydrogen atom, a C1-C6 alkoxyl group, or a C1-C 15 represents a linear, cyclic, or branched alkyl, alkenyl, or alkadienyl group (which may be substituted with a C1-C4 alkyl group); R 2 , R 3 and R 4 is a hydrogen atom, an aromatic ring, or a C1-C 15 represents a linear, cyclic or branched alkyl, alkenyl or alkadienyl group (optionally substituted with a C1-C4 alkyl group), or a group R 1 ~R 4 two or three of the R 1 , R 2 , R 3 or R 4 form a saturated or unsaturated ring containing the carbon atom to which the group is attached, which ring is optionally substituted with a C1-C8 straight, branched or cyclic alkyl or alkenyl group, provided that at least one of the P groups is of formula (II) as defined hereinabove. e) X's each independently represent a functional group selected from the group consisting of formulae i) to xiv); [ka] [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 are hydrogen atoms, C1 to C 22 represents a saturated or unsaturated alkyl group or aryl group (which may be substituted with a C1-C6 alkyl group or alkoxyl group or a halogen atom), provided that when P represents a hydrogen atom, X may not be present. f) G represents a polyvalent group (m+1 valent) derived from a cyclic, linear, or branched alkyl, cyclic, linear, or branched alkenyl, phenyl, alkylphenyl, or alkenylphenyl hydrocarbon group having 1 to 22 carbon atoms, which hydrocarbon group may be substituted with 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; g) Q represents a hydrogen atom (where w=1 and n=1) or a polymer or copolymer selected from the group consisting of poly(alkylimines), polypeptides (e.g., polylysine), or a polysaccharide selected from the group consisting of cellulose, cyclodextrin, and starch, or a cationic quaternized silicon polymer, such as Abilquat® (source: Goldsmith, USA), or a polymer or any copolymer derived from monomer units selected from the group consisting of formulae A) to C). [ka] wherein the hatched 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 are all, independently of one another, fractions between 0 and 1, such that o+p+q=1, r+s=1, t+u+v=1, provided that neither o nor p, nor r nor t, are equal to 0; R 6 represents a hydrogen atom or a side chain from a natural or unnatural amino acid such as glycine, alanine, phenylalanine, arginine, histidine, lysine, aspartic acid, glutamic acid, cysteine, methionine, glutamine, asparagine, threonine, serine, leucine, isoleucine, valine, tyrosine, or tryptophan; R 7 are simultaneously or independently a hydrogen atom or a C1-C 16 represents a hydrocarbon group, R8 simultaneously or independently of each other, - a hydrogen atom or a halogen atom, - C1-C6 hydrocarbon groups optionally containing 1 to 4 heteroatoms selected from the group consisting of oxygen and sulfur atoms, - COOR * (In the formula, R * is a C1-C group containing hydrogen atoms and optionally 1-30 oxygen atoms. 60 represents an alkyl or alkenyl group), - OR 7 Group or COR 7 group; or - Pyrrolidone units connected by nitrogen atoms represents M represents a hydrogen atom, an alkali metal ion, or an earth alkali metal ion.

[0062] In another embodiment, X represents a functional group selected from the group consisting of Formula ii) through Formula iv): In certain embodiments, X represents a functional group of Formula ii).

[0063] The expression "fragrant α,β-unsaturated ketone, aldehyde or carboxylic acid ester" used in the definition of P is understood to mean an α,β-unsaturated ketone, aldehyde or carboxylic acid ester that is recognized by those skilled in the art as being used in perfumery as a perfuming ingredient. Generally, the fragrant α,β-unsaturated ketone, aldehyde or carboxylic acid ester is a compound having 8 to 20 carbon atoms, or even more preferably 10 to 15 carbon atoms.

[0064] Likewise, it is not possible to provide an exhaustive list of currently known fragrant compounds that can be used in the synthesis of the compounds of the invention as defined hereinabove and subsequently released. However, preferred examples include: α-damascone, β-damascone, γ-damascone, δ-damascone, 1-[6-ethyl-2,6-dimethyl-3-cyclohexen-1-yl]-2-buten-1-one, α-ionone, β-ionone, γ-ionone, δ-ionone, β-damascenone, 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, 8-methyl ... ethyl-α-ionone or 10-methyl-α-ionone, 2-octenal, 1-(2,2,3,6-tetramethyl-1-cyclohexyl)-2-buten-1-one, 4-(2,2,3,6-tetramethyl-1-cyclohexyl)-3-buten-2-one, 2-cyclopentadecen-1-one, nootkatone, cinnamic aldehyde, 2,6,6-trimethylbicyclo[3.1.1]heptane-3-spiro-2'-cyclohexen-4'-one, ethyl 2,4-decadienoate, ethyl 2-octenoate, methyl 2-nonenoate, ethyl 2,4-undecadienoate, and methyl 5,9-dimethyl-2,4,8-decatrienoate.

[0065] According to any embodiment of the invention, P may represent, in the form of any one of its isomeric forms, a group of formulae (P-1) to (P-14): [ka] [wherein the wavy line has the meaning given above, the dotted line represents a single or double bond, and R a is a hydrogen atom or a methyl group, and R b is a hydrogen atom, a hydroxy group, a methoxy group, or a C1-C4 linear or branched alkyl group, and R c represents a hydrogen atom or a C1-C4 linear or branched alkyl group.

[0066] According to an optional embodiment of the present invention, P is of the formula [ka] may represent a group of [wherein the wavy line has the meaning given above, the dotted line represents a single or double bond, and R a is a hydrogen atom or a methyl group]

[0067] According to any embodiment of the present invention, P may represent a group of formula (P-1), (P-2), (P-1)', (P-2)', (P-3), (P-7) or (P-13), (P-14) or (P-14)' as defined above. Even more specifically, P may represent a compound of formula (P-1), (P-2), (P-1)', (P-2)', or (P-3) or (P-14).

[0068] According to any embodiment of the present invention, G may represent a divalent cyclic, linear, or branched alkyl, alkenyl, alkanedienyl, or alkylbenzene hydrocarbon group having 1 to 22 carbon atoms, which may be substituted with 1 to 10 functional groups selected from the group consisting of ethers, esters, ketones, aldehydes, carboxylic acids, thiols, thioethers, amines, quaternary amines, and amides. In particular, G may represent a divalent linear or branched alkyl hydrocarbon group having 1 to 22 carbon atoms, which may be substituted with 1 to 5 functional groups selected from the group consisting of ethers, esters, ketones, aldehydes, carboxylic acids, thiols, thioethers, amines, quaternary amines, and amides. In particular, G may represent a divalent linear or branched alkyl hydrocarbon group having 2 to 15 carbon atoms, which may be substituted with 1 to 2 functional groups selected from the group consisting of ethers and esters. In particular, G may represent a divalent linear alkyl hydrocarbon group having 3 to 15 carbon atoms, said hydrocarbon group being optionally substituted to contain one ester functional group. In particular, G may represent a divalent linear alkyl hydrocarbon group having 3 to 14 carbon atoms.

[0069] According to any embodiment of the present invention, Q may represent a hydrogen atom or a copolymer comprising at least one repeating unit of formula B-1. In particular, Q may represent a hydrogen atom or a copolymer comprising at least one repeating unit of formula B-1 and at least one repeating unit of formula B-2. According to any embodiment of the present invention, R 7 may simultaneously or independently represent a hydrogen atom or a C1-3 alkyl group. 7 may simultaneously or independently represent a hydrogen atom or a methyl or ethyl group. In particular, R 7 may simultaneously or independently represent a hydrogen atom or a methyl group.

[0070] According to a particular embodiment, the soap composition comprises a pro-fragrance compound, the pro-fragrance compound being selected from the group consisting of formulae a) to d). [ka] [Wherein R is C1 to C 20 Alkyl or alkenyl group, preferably C6-C 16 an alkyl or alkenyl group, more preferably C 12 represents an alkyl group]

[0071] According to another particular embodiment, the soap composition comprises a pro-fragrance compound, the pro-fragrance compound being a linear polysiloxane copolymer comprising at least one repeating unit of formula (III). [ka] wherein the double-hatched line indicates a bond to another repeat unit.

[0072] "Release of fragrance compounds" means that the pro-fragrance compound releases fragrance compounds, which have an olfactory effect. In particular, the release of such fragrance compounds may be triggered by an external stimulus. This external stimulus may be oxygen. The oxygen may be atmospheric oxygen.

[0073] The pro-fragrance of formula III) releases carvone as the fragrance compound, which is also known as 2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one.

[0074] The pro-fragrance of formula a) releases δ-damascone as the fragrance compound. The pro-fragrance may preferably be (+-)-trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone. δ-damascone is also known as (2Z)-1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one.

[0075] The pro-fragrance of formula b) or c) releases an ionone as a fragrance compound. The pro-fragrance may be present as an isomer mixture of formula b) and formula c). The isomer mixture may have a mass ratio of formula b) to formula c) of 40:60 to 60:40. In particular, the isomer mixture may have a mass ratio of formula b) to formula c) of about 55:45. In particular, the pro-fragrance releases two isomers of ionone as fragrance compounds.

[0076] In particular, the pro-fragrance of formula b) releases α-ionone as the fragrance compound. The pro-fragrance of formula b) may preferably be (+-)-4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone. α-Ionone is also known as (+-)-(3E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one.

[0077] In particular, the pro-fragrance of formula c) releases β-ionone as the fragrance compound. The pro-fragrance of formula c) may preferably be (+-)-4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone. β-ionone is also known as (3E)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one.

[0078] The pro-fragrance of formula d) releases oct-2-en-4-one as the fragrance compound. The pro-fragrance may preferably be (±)-2-(dodecylthio)octan-4-one. Oct-2-en-4-one may be released as its (E) or (Z) isomer or as a mixture thereof, with the (E) isomer being preferred.

[0079] According to any embodiment of the present invention, non-limiting examples of β-thiocarbonyl profresorant derivatives as represented by formula (I) include: 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-1-one (derived from δ-damascone, also known and called Haloscent® D), 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)butane. -1-one (derived from α-damascone) or 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-one (derived from ionone, also known and called Haloscent® I), 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one (derived from ionone, also known and called Haloscent® I), or mixtures thereof.

[0080] In another embodiment, the soap composition comprises one to eight structurally distinct pro-fragrances. In further embodiments, the soap composition may comprise one to three structurally distinct pro-fragrances. In certain embodiments, the soap composition comprises one or two pro-fragrances. As used herein, the term "structurally distinct pro-fragrances" includes structural isomers. In contrast, pro-fragrances that are not structurally distinct also include configurational and conformational isomers. Thus, the α- and β-isomers of the pro-fragrances of formulas b) and c) cannot be understood as "structurally distinct pro-fragrances."

[0081] In a further embodiment, the soap composition comprises two different profresence compounds in a specific weight ratio. The two different profresence compounds may comprise compounds selected from the group consisting of formulae a), b), c), and III). In particular, the two different profresence compounds may comprise formulae a), b), and / or c). The profresence of formula a) and the profresences of formulae b) and c) may be used in a weight ratio of about 10:1 to 1:10, preferably about 5:1 to 1:5, and more preferably about 2:1 to 1:2. In a particular embodiment, the weight ratio of the profresence of formula a) to the profresences of formulae b) and c) is 1:1.

[0082] According to certain embodiments, the soap composition comprises a fragrance composition, which may be present in an amount of 0.01 to 10% by weight, preferably 0.1 to 3% by weight, preferably 0.3 to 1.8% by weight, and more preferably 0.5 to 1.2% by weight, based on the total weight of the soap composition. The fragrance composition comprises at least one profresence, which may be present in an amount of 0.01 to 10% by weight, preferably 0.02 to 7% by weight, and preferably 0.5 to 8% by weight of the fragrance composition. In certain embodiments, the at least one profresence may be present in an amount of 0.1 to 5% by weight of the fragrance composition. In further embodiments, the at least one profresence reacts with oxygen, releasing the at least one fragrance in an amount of 0.01 to 10% by weight, preferably 0.05 to 8% by weight of the fragrance composition.

[0083] In one embodiment, the soap composition or soap article imparts, improves, enhances, or modulates the fragrance intensity of a fragrance composition on skin, a surface, or in the air surrounding the skin, surface, or soap article under ambient conditions over an extended period of time, preferably 48 hours, preferably 24 hours, more preferably 18 hours, even more preferably 12 hours, and most preferably 10 hours or 8 hours. The extended period during which fragrance intensity is improved on a surface or in the air surrounding a surface may be up to 48 hours after using the soap composition under ambient conditions. The extended period during which fragrance intensity is improved on a surface or in the air surrounding a surface may be at least 12 hours after using the soap composition under ambient conditions. The extended period during which fragrance intensity is improved on skin or in the air surrounding the skin may be at least 4 hours, preferably 8 hours, after using the soap composition under ambient conditions. The extended period during which fragrance intensity is improved on skin or in the air surrounding the skin may be up to 12 hours after using the soap composition under ambient conditions. Thus, the soap compositions or soap articles of the present invention are applied to the skin, a surface, or the air by lathering and / or cleansing the surface or skin. The soap compositions or soap articles of the present invention are applied at ambient temperature while exposed to oxygen.

[0084] The term "surface" as used herein refers to any surface to which soap can be applied. The surface may be a textile or a hard surface. A hard surface may be, but is not limited to, wood, ceramic, metal, glass, stone, plastic, or leather. A textile may be, but is not limited to, woven or nonwoven.

[0085] In one embodiment, the soap composition or soap article imparts, improves, enhances or modulates the fragrance staying power of the fragrance composition in the stored soap composition or soap article over an extended period of time, preferably 24 months, 18 months, preferably 12 months, more preferably 3 months, where the storage of the soap composition or soap article occurs at ambient temperature while exposed to oxygen.

[0086] According to another particular embodiment, the soap composition comprises a pro-fragrance compound, which may be present in an amount of 0.000001 to 1% by weight, preferably 0.00001 to 0.1% by weight, more preferably 0.00005 to 0.09% by weight, even more preferably 0.00025 to 0.036% by weight, and most preferably 0.005 to 0.03% by weight, based on the total weight of the soap composition.

[0087] According to further specific embodiments, the soap composition comprises a pro-fragrance that releases fragrance compounds upon reaction with oxygen in an amount of 0.01 to 10% by weight, preferably 0.05 to 8% by weight, based on the total weight of the fragrance composition, over an extended period of time, preferably 18 months, preferably 12 months, more preferably 3 months, after exposure to oxygen at ambient temperature. The extended period over which the pro-fragrance releases fragrance compounds may be up to 24 months after exposure to oxygen at ambient temperature. The extended period over which the pro-fragrance releases fragrance compounds may be at least 12 months after exposure to oxygen at ambient temperature. The extended period over which the pro-fragrance releases fragrance compounds may be at least 3 months after exposure to oxygen at ambient temperature.

[0088] According to another particular embodiment, the soap composition further comprises a filler, which is present in an amount of 0.002 to 35% by weight, preferably 0.2 to 5.0% by weight, and is optionally one or more compounds selected from the group consisting of TiO2, talc, and sugar. The sugar used as a filler may be any sugar, particularly sorbitol, or any sugar in combination with sorbitol. The soap product may comprise a filler.

[0089] In a second aspect, the present invention relates to a soap article comprising the soap composition defined above.

[0090] According to another particular embodiment, the soap article may be in the form of a liquid cleanser, a toilet bar, a laundry bar, preferably a soap-based or syndet-based laundry bar, a shaving composition, a personal cleansing composition, a body care product, a fragrance, a shampoo, preferably a shower gel, preferably a soap-based shower gel or a syndet-based shower gel, more preferably a syndet-based soap bar, or most preferably a soap bar. In one embodiment, the soap article may be in the form of a laundry bar. In a further embodiment, the soap article may be in the form of a syndet-based soap bar, a soap bar, or a soap-based shower gel or a syndet-based shower gel. In a particular embodiment, the soap article may be in the form of a soap bar. In a particular embodiment, the "soap article" does not include a liquid laundry detergent or a fabric softener. In a further particular embodiment, the "soap article" does not include a solid laundry detergent in powder form. In a particular embodiment, the "soap product" is a laundry bar.

[0091] In one embodiment, the soap bar or soap composition of the present invention may contain one or more surfactants. The surfactant is one or more compounds selected from the group consisting of sodium salts of fatty acids, such as sodium salts of palm oil fatty acids, sodium salts of palm kernel oil fatty acids, linear alkylbenzene sulfonic acids, ammonium lauryl sulfate, ammonium laureth sulfate, sodium lauryl sarcosinate, and / or sodium myreth sulfate. The synthetic surfactant may be a synthetic surfactant from the group consisting of LAS (linear alkylbenzene sulfonic acids), AOS (alpha-olefin sulfonic acids), ammonium lauryl sulfate, sodium laureth sulfate, sodium lauryl sarcosinate, sodium myreth sulfate, sodium cocoyl isethionate (SCI), coco monoglyceride sulfate (CMGS), alkyl glyceryl ether sulfonates (AGES), or combinations thereof. In one embodiment, the soap-active material may contain one or more synthetic detergents selected from the group including sulfonates, sulfates, alcohol sulfates, alcohol ethoxylates, ethoxylated alkylphenols, sulfated fatty alcohol ethoxylates, lignosulfonates, isethionates, sarcosinates, glutamates, organophosphites, phosphates, phosphones, betaines, sugar esters, ethoxylated amines, ethers, fatty acid esters, amides, alkanolamides, or combinations thereof. In one embodiment, the soap-active material may contain one or more synthetic detergents selected from the group including linear alkylbenzene sulfonates (LABS), sodium lauryl ether sulfate (SLES), sodium dodecyl sulfate (SDS), α-olefin sulfonates, cocamide MEA, cocamide DEA, fatty alcohol ethoxylates, ethoxylated sorbitan esters, α-sulfomethyl esters, betaines, or combinations thereof.

[0092] In further embodiments, the soap bar or soap composition of the present invention may optionally further comprise one or more ingredients selected from processing aids, humectants, fillers, sequestering agents, neutralizing agents, superfatting agents, binders, builders, structurants, preservatives, and colors. In certain embodiments, the soap composition comprises at least a surfactant, a processing aid, a neutralizing agent, a humectant, and a pro-fragrance. In one embodiment, the processing aid may be sodium chloride, sodium sulfate, sodium carbonate, or sodium phosphate, or a combination thereof. In certain embodiments, the processing aid may be sodium chloride. In certain embodiments, the neutralizing agent may be sodium hydroxide. In certain embodiments, the filler may be titanium dioxide, talc powder, bentonite, kaolin, dolomite, calcite, starch, sodium sulfate (NaSO), aluminum sulfate, sodium carbonate (NaCO), sodium phosphate, soda ash, sodium silicate, sodium aluminosilicate, sodium aluminophosphate, and sodium aluminate, or a combination thereof. As used herein, the term "sodium phosphate" refers to sodium phosphate, which may exist in different grades. Additionally, phosphates may be condensed anions, including di-, tri-, tetra-, and polyphosphates. These salts may be in water-free and hydrated forms. Sodium phosphate, as used herein, generally refers to sodium tripolyphosphate (NaPO 10). In certain embodiments, the humectant may be glycerin, sorbitol, a sugar, or a combination thereof. In certain embodiments, a structuring agent may be added to the soap bar or soap composition of the present invention. The structuring agent may be a salt. In certain embodiments, the sequestering agent may be tetrasodium etidronate, tetrasodium ethylenediaminetetraacetic acid (EDTA), or a combination thereof. In certain embodiments, titanium dioxide is used as a skin lightening agent. In certain embodiments, the binder may be a starch or a polymer. The polymer may be carboxymethyl cellulose. In another embodiment, no binder is used in the soap composition. In certain embodiments, the superfatting agent may be lauric acid. The superfatting agent may be present in an amount of 0.1 to 10%, preferably 1 to 5%, by weight of the soap bar or soap composition. In certain embodiments, the pigment may be Cl 12490, Cl 12740, or Cl 12150. The pigment may be included in an amount of 0.000001 to 0.001% by weight of the soap bar or soap composition, preferably 0.00001 to 0.0001% by weight.

[0093] According to another particular embodiment, the soap bar or soap composition further comprises a filler, the filler being present in an amount of 0.002 to 35% by weight, preferably 0.2 to 5.0% by weight. The filler is optionally one or more compounds selected from the group including TiO2, talc, bentonite, kaolin, calcium carbonate, sugar, sodium sulfate, aluminum sulfate, sodium carbonate, sodium silicate, bentonite, soda ash, sodium aluminosilicate, sodium aluminophosphate, and sodium aluminate or sodium phosphate. The sugar used as a filler may be any sugar, particularly sorbitol, or any sugar in combination with sorbitol.

[0094] In further embodiments, the soap bar of the present invention can have an air freshening effect. The soap bar of the present invention has a long-lasting air freshening effect when used normally in a room such as a bathroom. Normal use of the soap bar can be for hand washing more than 50 times per day. Normal use of the soap bar can be for hand washing up to 50 times per day. Normal use of the soap bar can be for hand washing about 20 times per day. The air freshening effect of the soap bar can last for at least 12 hours. In particular, the air freshening effect of the soap bar can last for at least 18 hours. The air freshening effect of the soap bar can last for up to 3 months when the soap bar is used normally. The air freshening effect of the dried soap bar can last for at least 3 months. The soap bar can have an air freshening effect not only in a wet state but also in a dry state. A dried soap bar is a soap bar that has not come into contact with water. A dried soap bar can be a soap bar that has come into contact with water for more than 2 hours, preferably more than 4 hours, and more preferably more than 6 hours. The air freshening effect of the dried soap bar of the present invention can be long-lasting. The air freshening effect of the dried soap bar can be at least one month when the soap bar is placed in a cabin. The air freshening effect of the dried soap bar can be up to three months when the soap bar is placed in a cabin. Therefore, the air freshening effect can be sustained even if the soap bar is placed in a cabin or toilet room.

[0095] The soap bars of the present invention may contain any of the following ingredients, alone or in combination with each other, in the respective amounts: 40 to 90% by weight, or preferably 60 to 85% by weight, of sodium salts of fatty acids; 0.0 to 5.0% by mass, or preferably 0.0 to 3.0% by mass, of linear alkylbenzene sulfonic acid; optionally, 0.0 to 5.0% by weight, or preferably 0.0 to 3.0% by weight, of an α-olefin sulfonate; optionally, 0.0 to 5.0% by weight, or preferably 0.0 to 3.0% by weight, of ammonium lauryl sulfate, ammonium laureth sulfate, sodium lauryl sarcosinate and / or sodium myreth sulfate; 0.05 to 1.5% by weight, or preferably 0.4 to 0.8% by weight, of sodium chloride; 0.01 to 13% by mass, or preferably 0.01 to 2.0% by mass, of sodium hydroxide; 0.1 to 35% by weight, or preferably 0.3 to 10% by weight, or more preferably 0.2 to 5% by weight of a filler, including talc powder, bentonite, starch, sugar, sodium sulfate, sodium carbonate, or sodium phosphate, or a combination thereof; 0.1 to 9% by mass, or preferably 1.0 to 5.0% by mass, of glycerin; 0.0 to 9.0% by mass, or preferably 0.0 to 5.0% by mass, of sorbitol and / or sugar; 0.1 to 0.5% by weight, or preferably 0.1 to 0.3% by weight, of titanium dioxide; 0.001 to 0.4% by weight, or preferably 0.01 to 0.2% by weight, of tetrasodium etidronate; 0.001 to 0.4% by mass, preferably 0.01 to 0.2% by mass, of tetrasodium EDTA; 0.1 to 3.0% by weight, or preferably 0.5 to 1.2% by weight, of a fragrance composition as defined herein, and 8.0 to 18% by weight, or preferably 10 to 12% by weight, of water (based on the total weight of the soap bar).

[0096] In a third aspect, the present invention relates to the use of a soap composition or soap article to impart, improve, enhance, or modulate the fragrance intensity of a fragrance composition on skin, a surface, or in the air surrounding the skin, surface, or soap article under ambient conditions over an extended period of time, preferably 48 hours, preferably 24 hours, more preferably 18 hours, even more preferably 12 hours, and most preferably 10 hours or 8 hours. The extended period of improved fragrance intensity may be up to 48 hours after use of the soap composition under ambient conditions. Furthermore, the extended period of improved fragrance intensity may be at least 8 hours after use of the soap composition under ambient conditions. Furthermore, the extended period of improved fragrance intensity may be 8-10 hours after use of the soap composition under ambient conditions. In certain embodiments, the extended period of improved or modulated fragrance intensity may be at least 12 hours after use of the soap composition under ambient conditions.

[0097] In a further aspect, the present invention relates to a method for imparting, improving, enhancing or adjusting the fragrance intensity of a fragrance composition on skin, a surface, or in the air surrounding the skin, surface or soap article over an extended period of time, preferably 48 hours, preferably 24 hours, more preferably 18 hours, even more preferably 12 hours, and most preferably 10 hours or 8 hours, the method comprising the step of applying a soap composition of the present invention or a soap article of the present invention to the skin, surface or air.

[0098] In another aspect, the present invention relates to the use of a pro-fragrance as defined herein to impart, improve, enhance or adjust the fragrance staying power of a fragrance composition in a stored soap composition or soap article over an extended period of time, preferably 18 months, preferably 12 months, more preferably 3 months. The extended period over which the pro-fragrance releases fragrance compounds may be up to 24 months after exposure to oxygen at ambient temperature. Furthermore, the extended period over which the pro-fragrance releases fragrance compounds may be at least 12 months after exposure to oxygen at ambient temperature.

[0099] In a further aspect, the present invention relates to a method for imparting, improving, enhancing or adjusting the fragrance staying power of a fragrance composition in a soap composition or soap article during storage over an extended period of time, preferably over a period of 18 months, preferably 12 months, more preferably 3 months, said method comprising the step of incorporating into the soap composition or soap article a pro-fragrance as defined herein. [Example]

[0100] The present invention is further illustrated by the following non-limiting examples.

[0101] [Example 1: Soap bar formulation] The soap bars have the following compositions in Table 1:

[0102] [Table 1]

[0103] Example 2: Preparation of soap noodles containing fragrance [Table 2]

[0104] The soap noodles were mixed with TiO2 and fragrance by passing them through a soap plodder several times. The soap noodles were then molded in a final plodder and stamped into tablet shapes with a stamper.

[0105] Exemplary Preparation of Soap Noodles Soap noodles were produced from distilled palm oil and palm kernel oil fatty acids. The soap noodles were supplied by PT. Wilmer Nabati Indonesia. The soap noodles were weighed and added to a typical Z-arm soap mixer. The soap noodles used in this example had a moisture content of approximately 12%. The soap material used in this invention has a moisture content of approximately 10% to approximately 15%. Titanium dioxide and fragrance were added separately to the Z-arm soap mixer. The ingredients were mixed for approximately 5 to 10 minutes for homogenization and then transferred from the mixer to a plodder. The plodder was a soap extruder consisting of an aluminum or stainless steel screw, a jacketed barrel for cooling with a water chiller, a hopper for receiving the soap from the Z-arm mixer, and a gearbox and electrical system for operating the equipment. The soap homogenized in the Z-arm mixer was processed through the plodder and punched into soap bars in a soap bar manufacturing system. The soap bars were formed with clean bar edges without the need for double stamping. The soap bars were packaged in cardboard boxes. When used in the normal manner, the soap bars were suitable for application to the skin.

[0106] (Fragrance Compositions for Soap Bars - Overview) For the fragrance composition, the convenient formulas in the table below are provided.

[0107] Fragrance A (Table 3) Fragrance A1 {Table 3 + 3% of the professional fragrance of formula a)} Fragrance A2 {Table 3 + 3% of the pre-fragrance formulas b) and c)} Fragrance B (Table 5) B1 - {Fragrance B + 1.25% pre-fragrance of formula a) + 1.25% pre-fragrance of formulas b) and c)} B2 - {Fragrance B + Formula a) Pro-Fragrance 2.5%} B3 - {Fragrance B + 2.5% of pre-fragrance formulas b) and c)} Fragrance C (Table 7) Fragrance C1 {Table 7 + 1% of the professional fragrance of formula a)} Fragrance D (Table 9) · Fragrance D1 {0.05% of the professional fragrance of Table 9 + formula a)}.

[0108] Example 3: Olfactory evaluation of the release of perfume composition A incorporated into a soap bar. Olfactory evaluations were performed on the dry soap bar (dry soap bar), i.e., the release of the perfume composition incorporated into the soap bar before adding water, on the skin after washing (washed), on the room air filling during the lathering stage (cabin bloom immediate), and on the room air filling after a specific time (cabin bloom 4 hours). All evaluations were performed by 3, 4 or 5 panelists.

[0109] (a) All soap bar samples were prepared and allowed to age for at least 2 days, preferably 4 days, before evaluation. (b) Soap (dry) odor evaluation: The dry soap bars were evaluated from the cardboard box and the evaluator's ratings and comments were recorded. (c) Odor assessment of soap bar (lathering from forearm) in the assessment cabin (an isolated small cabin equipped with a washbasin and an air purge facility to purify any residual odor): Soap was applied to the clean forearm of one volunteer. The soap bar (weighing 40 g) was washed with tap water for 10 seconds, and the wet soap was rubbed back and forth 10 times on one forearm. A small amount of water was used to generate a typical lather on the applied area, after which the assessment was carried out. This process was repeated on the other arm. The soap lather on the volunteer's forearm was immediately assessed by the panelists. (d) Cabin bloom was assessed from the outside through the odor window immediately after foaming. (e) The same cabin bloom was assessed 4 hours later.

[0110] (Fragrance A) [Table 3]

[0111] Fragrance olfactory descriptors: Aldehydic, floral, musky, spicy and woody.

[0112] [Table 4]

[0113] Evaluators provided an olfactory rating after smelling each soap at each rating stage. The average of all ratings is tabulated above. Higher ratings indicate better olfactory performance.

[0114] The soap bars were evaluated at 25-27°C two days after the samples were prepared, and the evaluation showed that Fragrance A1 and Fragrance A2, respectively, had a significant improvement in fragrance intensity due to the pro-fragrance of formula a) and the pro-fragrance of formulas b) and c), an effect that began to appear even two days after the batches were prepared.

[0115] Another set of bars was kept at 50°C for 7 days. These conditions were chosen to mimic market samples after approximately 2 months. This evaluation showed that fragrances A1 and A2 exhibited a significant improvement in fragrance intensity with the pro-fragrance of formula a) and the pro-fragrance of formulas b) and c), respectively. This effect was noticeable even after 7 days at 50°C following the batch production.

[0116] [Example 4: Olfactory and analytical evaluation of soap bars at different stages] (Fragrance B) [Table 5-1] [Table 5-2]

[0117] Fragrance olfactory descriptors: Musky, floral, aldehydic, ambery, fruity, and woody.

[0118] (a) Headspace solid-phase microextraction of soap bars over time. The pro-fragrance of formula a) and the pro-fragrance of formulas b) and c) were added to fragrance B at the following application levels and soaps were prepared with equal amounts of fragrance: The following four options were used for further evaluation:

[0119] Fragrance Details 1. Fragrance B {Control} 2.B1 - {Fragrance B + 1.25% of pre-fragrance of formula a) + 1.25% of pre-fragrance of formula b) and formula c)} 3.B2 - {Fragrance B + 2.5% of formula a) professional fragrance} 4.B3 - {Fragrance B + 2.5% of pre-fragrance of formula b) and formula c)}

[0120] 90g soap bars were prepared and maintained under the following stability conditions for further evaluation. Analytical data for grated soap stored at 45°C for 1 month, 2 months, and 3 months, compared to controls without formula a) or formulas b) and c), are shown in Figure 1. Samples were analyzed for δ-damascone, α-ionone, and β-ionone. The area increase for δ-damascone, α-ionone, and β-ionone is shown in a bar graph (Figure 1). Formula a) produced δ-damascone, while formulas b) and c) produced α-ionone and β-ionone by oxidation with atmospheric oxygen. The method employed for soap bar analysis was as follows:

[0121] The surface of the soap bar was grated. 0.5 g samples were sampled in duplicate, followed by HS-SPME (headspace solid-phase microextraction). The equipment used for GC-MS was an Agilent 6890 / 5973 with a Gerstel MPS2 & SPME. The results are shown in Figure 1. Figure 1 shows the increase in the number of ions (expressed as peak areas) of δ-damascone, α-ionone, and β-ionone in headspace solid-phase microextraction (HS-SPME) from the grated surface of the soap bar after 1, 2, and 3 months of storage at 45°C. Thus, Figure 1 clearly shows the release of the compounds δ-damascone, α-ionone, and β-ionone at each time point of the analysis.

[0122] Gas chromatography mass spectrometer (GC-MS) GC-MS Strategy for Soap Fragrances: GC-MS was used to detect volatile compounds in fragrance mixtures by combining the relative gas chromatographic retention times and elution patterns of the components in the fragrance mixture with mass spectral fragmentation patterns. In gas chromatography, sample components are distributed (i.e., flow) between two phases: a stationary phase and a mobile phase. Compounds with a higher affinity for the stationary phase spend more time in the column than samples with a higher affinity for the mobile phase, resulting in slower elution and a longer retention time (tR). The detectors used are a flame ionization detector (FID) and a mass spectrometry detector (MS). The FID ignites the sample as it leaves the column, and the ions generated by the hydrogen flame are "counted" by the amount of current. The mass spectrometer counts the number of ions generated from all fragments detected within the instrument. For the SPME method, soap is grated, diluted 10-fold, and then added to an SPME vial in the GC instrument. Typically, 1 g of diluted solution is used. The soap solution is heated to 60°C, and the volatiles pass through the GC instrument. Analyses were always performed in duplicate.

[0123] (b) Analytical evaluation of soap bars over time δ-Damascone Peak Area - AA: Fragrance B1, containing 1.25% by weight of formula a) and formulas b) and c), showed an increase in the δ-damascone peak from the first month onwards. A gradual release of δ-damascone was demonstrated. Fragrance B2, containing 2.5% by weight of formula a), resulted in a higher release of δ-damascone. Increasing the use of formula a) resulted in an increased release of δ-damascone in the analysis (Figure 1).

[0124] α-Ionone Peak Area - BB: Fragrance B1, containing 1.25% by weight of the pro-fragrance of formula a) and 1.25% by weight of the pro-fragrance of formulas b) and c), showed an increase in the α-ionone peak from the first month onwards. A gradual release of α-ionone was demonstrated. Fragrance B3, containing 2.5% by weight of the pro-fragrance of formulas b) and c), showed a higher release of α-ionone. Increasing the use of formulas b) and c) in the product resulted in an increased release of α-ionone (Figure 1).

[0125] β-ionone peak area - CC: Fragrance B1, with 1.25% by weight each of formula a) and formulas b) and c), showed an increase in the β-ionone peak from the first month. A gradual release of β-ionone was demonstrated. Fragrance B3, with 2.5% by weight of formulas b) and c), showed a higher release of β-ionone. Increasing the use of pro-fragrances of formulas b) and c) in the product resulted in an increased release of β-ionone (Figure 1).

[0126] (c) Olfactory evaluation of soap bars at different stages Olfactory Evaluation of Aged Soap Cleansing Stages: The soap bars were evaluated at 1 month, 2 months and 3 month intervals using the protocol of Example 3. The following stages were evaluated: a.Dry bar b. Whisk c. Long-lasting effect on skin (after washing and wiping dry) d. Cabin bloom after 4 hours e. Cabin bloom in 18 hours

[0127] As shown below (Table 6), significant improvements in fragrance intensity were observed for all fragrances containing Formula a) and Formulas b) and c) compared to the control. This effect was even more pronounced in the fragrance stability. Fragrance stability is determined by the loss of fragrance ingredients due to degradation and / or evaporation. Pro-fragrances, such as thioethers in Formula a) and Formula b) and Formula c), are high-molecular-weight molecules. Therefore, they do not evaporate easily. This makes the effect on the stability of these molecules even more apparent, as some other ingredients have already evaporated from the surface or been decomposed by reaction with the soap base. The soap bars were kept at 45°C for three months to mimic market shelf-life conditions. A rule of thumb is that a 10°C increase in temperature doubles the reaction rate. Therefore, the lifetime of the soap bar under ambient conditions after approximately one year can be estimated using these conditions. While typical fragrance ingredients are more volatile and therefore more likely to evaporate, Formula a) and Formula b) and c) remain in the soap bar and continue to emanate. As a result, better fragrance cue was obtained at all stages using formula a) as well as formulas b) and c). In particular, soap bars containing formula a) as well as formulas b) and c) were observed to still bloom in the cabin after 18 hours. This indicates oxidative slow release of the perfume remaining in the cabin after washing.

[0128] [Table 6]

[0129] As shown above, Fragrance B passed the stability test at 45°C after three months, but all pre-fragrance options exhibited better fragrance release. Floral, fruity, and woody notes were enhanced during the lathering and wash phases, resulting in a better fragrance perception. Cabin bloom was assessed after 4 and 18 hours, and Fragrance B exhibited little cabin bloom, while all other pre-fragrance options had significantly better floral-fruity release.

[0130] (Fragrance C) Fragrance C1 {Table 7 + 1% of formula a) Pro-fragrance} [Table 7-1] [Table 7-2]

[0131] Fragrance olfactory descriptors: Floral, fruity, powdery, woody, aldehydic, and musky.

[0132] As shown below, significant improvements in fragrance intensity and stability were observed for compositions containing the pro-fragrance of formula a) compared to the control. The effect on fragrance stability was also more pronounced at lower application rates than in the previous examples. The soap bars were kept at 45°C for 3 months to mimic shelf-life conditions in the market, and then the soap bars were olfactorily evaluated during the washing phase.

[0133] [Table 8]

[0134] As shown above, Fragrance C passed the dry soap bar stability requirement by keeping it at 45°C for 3 months, but better fragrance release was observed with 1.0% of the pro-fragrance of formula a) during the lathering and wash stages, with enhanced aldehydic, floral, fruity and musky notes providing better fragrance release.

[0135] (Fragrance D) Fragrance D1 {Table 9 + 0.05% of the professional fragrance of formula a)} [Table 9]

[0136] Olfactory Descriptors: Citrus, fruity, lemon, floral, orange, and green.

[0137] When 0.05% by weight of the pro-fragrance of formula a) was used in the fragrance composition, a significant improvement in fragrance intensity and fragrance stability was observed compared to the control (Table 10 shown below). The use of 0.05% by weight of the pro-fragrance of formula a) in the fragrance composition produced a more pronounced effect in terms of stability than the previous examples. The soap bars were kept at 50°C for 14 days to mimic the condition of soap after approximately two months on the commercial shelf. The soap bars were compared to a control sample that did not contain formula a).

[0138] [Table 10]

[0139] Even when the application amount of the pre-fragrance of formula a) in fragrance D was very low, the olfactory profile of the dried soap bars could be described as having a greater body / volume. Thus, sharper citrus, floral, fruity and green signals were observed during the washing phase. When evaluated at 50°C after 14 days, the dried soap bars with pre-fragrance a) showed better fragrance characteristics, including increased fragrance intensity and greater volume.

[0140] (Conclusion) Summary of all evaluations: Fragrances with different olfactory directions were tested both with and without the pre-fragrances of formula a and / or the pre-fragrances of formulas b) and c). Samples with the pre-fragrances of formula a and / or the pre-fragrances of formulas b) and c) showed significantly improved olfactory effects compared to the control fragrance without such pre-fragrances in the dry soap bar, the washing stage, and the cabin bloom stage, respectively. Samples with the pre-fragrances of formula a) and the pre-fragrances of formulas b) and c) also showed sequential release of δ-damascone and a mixture of α- and β-ionones when analytically evaluated at intervals of 1, 2, and 3 months. It can therefore be concluded that the fragrance effect was enhanced by the sequential release of δ-damascone and ionones in the presence of atmospheric oxygen.

[0141] All experiments showed that the addition of different amounts of formula a) and / or formulas b) and c) improved the performance of the soap fragrance and enhanced its performance at all stages of use of the soap composition.

[0142] [Example 5: Soap bar evaluation] a.Fragrance [Table 11-1]

[0143] [Table 11-2]

[0144] [Table 11-3]

[0145] b. Olfactory evaluation of the release of fragrance compositions incorporated into laundry bars - Synthetic detergent laundry bars (synthet) (Composition) [Table 12]

[0146] (Evaluation Protocol) Sample preparation Thirty-six terry cloth face towels were soaked in water and wrung out by hand. The soap bar was rubbed 20 times onto the wet face towels. Each towel was rubbed 20 times in 20 L of water. All towels were rinsed once with 40 L of water.

[0147] The towels were line dried in an odor-free environment. Two panelists evaluated each set of towels.

[0148] (result) [Table 13]

[0149] (Conclusion) Olfactory evaluations performed on dried fabrics (terry cloth face towels) after 3 and 5 days - those washed with laundry soap containing fragrance B {pro-fragranced according to formula a)} performed significantly better and had a much stronger scent intensity than those washed with laundry soap containing fragrance E {non-pro-fragranced}. From day 3 to day 5, the scent intensity on the fabric decreases for fragrance E, but remains the same for fragrance E1 on days 3 and 5, further amplifying the olfactory difference between fragrance E and fragrance E1, with fragrance E1 being much stronger.

[0150] c. Long-lasting fragrance in laundry bars throughout the product lifecycle (Composition) The formulation for testing fragrance longevity in laundry bars throughout the product usage lifecycle is the same as Example 5b above: Fragrance E {No professional fragrance} Fragrance E1 {Pro-fragrance of formula a)} Laundry Bar - Formulation 1

[0151] (Evaluation Protocol) Both laundry bars were rubbed 100 times on a terry cloth face towel each day, and experts smelled and rated the fragrance intensity of the used laundry bars on a scale of 0 to 5 (0 being the lowest and 5 being the highest). The same process was repeated for five days, and experts rated the fragrance intensity of the used laundry bars on all five days.

[0152] (result) [Table 14]

[0153] (Conclusion) This study shows that laundry bars with fragrance E1 {with pro-fragrance of formula a)} have increased olfactory intensity and longer lasting scent throughout the laundry soap usage life cycle (days 2, 3, 4 and 5) than laundry bars with fragrance E {without pro-fragrance}.

[0154] d. Stability evaluation (Composition) The formulation for stability evaluation is the same as in Example 5b above. Fragrance E {No professional fragrance} Fragrance E1 {Pro-fragrance of formula a)} Laundry Bar - Formulation 1

[0155] (Evaluation Protocol) A stability study of laundry bars with perfume E and perfume E1 was carried out under the following conditions: Storage conditions: cold (4°C) (Cold), room temperature (22°C) (RT), hot and dry (45°C, 40% relative humidity) (HD), hot and humid (40°C, 85% relative humidity) (HH).

[0156] Assessment of scent intensity on laundry bars after the stability study and on fabrics after 3 days of washing and 5 days of drying. Scent intensity is scaled from 0 (no scent) to 5 (very strong scent). The washing and drying protocol is the same as in Example 5c above.

[0157] (result) [Table 15]

[0158] [Table 16]

[0159] e. Conclusion Olfactory evaluation of laundry bars after stability study: From the table above, it can be seen that in stability studies covering all different stability conditions (specifically room temperature, hot and humid, and hot and dry), laundry bars with fragrance E1 {with pro-fragrance of formula a)} show a much stronger olfactory impact (indicating better scent retention) on the clean laundry soap bar after storage compared to laundry soap bars with fragrance E {without pro-fragrance}.

[0160] Olfactory evaluation of washed and dried fabrics (days 3 and 5) using laundry soap bars stored at high temperature and humidity (40°C, 85% relative humidity) for 1 month, 2 months, and 3 months: From the table above, it can be seen that terry towels washed in a laundry bar with fragrance E1 exhibited higher levels of fragrance intensity on days 3 and 5 for all samples compared to towels washed in a laundry bar with fragrance E {No Pro-Fragrance}.

[0161] Example 6: Olfactory evaluation of the release of perfume compositions incorporated into laundry bars - laundry soap bar (formulation 3) & laundry soap syndet bar (formulation 4) a. Formulation [Table 17]

[0162] (Evaluation Protocol) Sample preparation Thirty-six terry cloth face towels were soaked in water and wrung out by hand. The bar was rubbed 20 times against the wet face towels. Each towel was rubbed 20 times in 20 L of water. All towels were rinsed once with 40 L of water.

[0163] The towels were line dried in an odor-free environment. Two panelists evaluated each set of towels.

[0164] (result) [Table 18]

[0165] (Conclusion) Olfactory evaluation performed on dried fabric (terry cloth face towel) after 3 and 5 days: Washes with laundry soap containing fragrance E1 (pre-fragranced according to formula a)) perform much better and have a much stronger scent intensity than those washed with laundry soap containing fragrance E (non-pre-fragranced). From day 3 to day 5, the scent intensity on the fabric decreases for fragrance E, but remains the same for fragrance E1 on days 3 and 5, further amplifying the olfactory difference between fragrance E and fragrance E1, with fragrance E1 being much stronger.

[0166] b. Long-lasting fragrance in laundry bars throughout the product lifecycle (Composition) The formula for fragrance longevity is the same as in Example 6a above. Fragrance E {No professional fragrance} Fragrance E1 {Pro-fragrance of formula a)} Laundry Bar - Formulation 3

[0167] (Evaluation Protocol) Both laundry bars were rubbed 100 times daily on a terry cloth face towel, and experts then smelled the used laundry bars and rated them on a scale of 0 to 5 (0 being the lowest and 5 being the highest). The same process was repeated for five days, with experts rating the fragrance intensity of the used laundry bars on each of the five days.

[0168] (result) [Table 19]

[0169] (Conclusion) This study demonstrates that laundry bars with fragrance E1 (with formula a) pre-fragranced) have greater olfactory intensity and longer-lasting scent throughout the laundry soap usage life cycle (days 2, 3, 4 and 5) than laundry bars with fragrance E (without pre-fragranced).

[0170] c. Stability evaluation (Composition) The formulation for stability evaluation is the same as in Example 6a above. Fragrance E {No professional fragrance} Fragrance E1 {Pro-fragrance of formula a)} Laundry Soap Bar - Formulation 3

[0171] (Evaluation Protocol) A stability study of laundry bars with perfume E and perfume E1 was carried out under the following conditions: Storage conditions: cold (4°C), room temperature (22°C), dry (45°C, 40% relative humidity), hot and humid (40°C, 85% relative humidity) Evaluation times: Day 0, Month 1, Month 2 and Month 3.

[0172] Evaluation of laundry bars after stability study and fabrics after 3 days of washing and 5 days of drying. Scent intensity is scaled from 0 (no odor) to 5 (very strong odor). Wash & dry protocol is the same as previous example.

[0173] (result) [Table 20]

[0174] [Table 21]

[0175] d. Conclusion Olfactory evaluation of laundry bars after stability study: From the table above it can be seen that in the stability study covering all different stability conditions, the laundry soap bar with fragrance E1 {with pro-fragrance of formula a)} shows a much stronger olfactory impact (indicating better scent retention) in the clean laundry soap bar after storage compared to the laundry soap bar with fragrance E {without pro-fragrance}.

[0176] Olfactory evaluation of washed and dried fabrics (days 3 and 5) using laundry soap bars stored at high temperature and humidity (40°C, 85% relative humidity) for 1 month, 2 months, and 3 months: From the table above, it can be seen that terry towels washed with a laundry soap bar containing fragrance E1 exhibited higher levels of scent intensity on days 3 and 5 compared to towels washed with a laundry soap bar containing fragrance E {No Pro-Fragrance} for all samples.

Claims

1. 1. A soap composition comprising: a soap active material comprising a sodium salt of a fatty acid in an amount of 40 to 92% by weight based on the total weight of the soap composition; a fragrance composition comprising at least one pro-fragrance compound, said at least one pro-fragrance compound releasing a fragrance compound when reacting with oxygen; Including, The profressing compound is 【Chemical 1】 A soap composition selected from the group consisting of: [wherein R represents a C 1 -C 20 alkyl or alkenyl group]

2. A soap composition as described in claim 1, wherein the fragrance composition is present in an amount of 0.01 to 10% by weight based on the total weight of the soap composition.

3. 3. The soap composition of claim 1, wherein the pro-fragrance compound is present in an amount of 0.000001 to 1% by weight, based on the total weight of the soap composition.

4. The soap composition of claim 1 further comprising a filler.

5. The filler is TiO ２ 5. The soap composition of claim 4, wherein the additive is one or more compounds selected from the group consisting of talc, sodium sulfate, sodium carbonate, sodium phosphate, and sugar.

6. A soap article comprising the soap composition of any one of claims 1 to 5.

7. 7. The soap article of claim 6, in the form of a liquid cleanser, a toilet bar, a laundry bar, a shaving composition, a personal cleansing composition, a body care product, a shampoo, or a soap bar.

8. Use of a soap composition according to any one of claims 1 to 5 or a soap article according to claim 6 or 7 to impart, improve, enhance or control the fragrance intensity of the fragrance composition on the skin, a surface or in the air surrounding the skin, the surface or the soap article under ambient conditions over an extended period of time.

9. A method for imparting, improving, enhancing or adjusting the fragrance intensity of the fragrance composition on skin, a surface, or in the air surrounding the skin, the surface or a soap article over an extended period of time under ambient conditions, the method comprising applying a soap composition according to any one of claims 1 to 5 or a soap article according to claim 6 or 7 to the skin, surface or air.

10. 10. Use of a pro-fragrance as defined in claim 1 for imparting, improving, enhancing or adjusting the fragrance retention of a fragrance composition over an extended period of time in a stored soap composition or soap article, wherein the soap composition or soap article comprises a soap active material comprising a sodium salt of a fatty acid in an amount of 40 to 92% by weight based on the total weight of the soap composition or soap article.

11. A method for imparting, improving, enhancing or adjusting the fragrance retention of a fragrance composition over an extended period of time in a stored soap composition or soap article, said method comprising the step of incorporating a pro-fragrance as defined in claim 1 into a soap composition or soap article, said soap composition or soap article comprising a soap active material comprising a sodium salt of a fatty acid in an amount of 40 to 92% by weight based on the total weight of said soap composition or soap article.

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