METHOD FOR PREPARING A HIGH-PERFORMANCE FRAGRANCE COMPOSITION, HIGH-PERFORMANCE FRAGRANCE COMPOSITION AND HAIR CONDITIONING PRODUCT
A high-performance fragrance composition with defined deposition and retention values addresses the challenge of long-lasting fragrance on dry hair by using a specific blend of ingredients, achieving superior longevity and intensity.
Patent Information
- Application Number
- BR112025019074
- Authority / Receiving Office
- BR · BR
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2023-03-15
- Filing Date
- 2024-03-14
- Publication Date
- 2026-07-07
AI Technical Summary
Existing fragrance compositions fail to provide long-lasting fragrance on dry hair, despite previous attempts to enhance fragrance properties for specific product applications.
A high-performance fragrance composition comprising at least five fragrance ingredients, each with specific deposition and retention values, formulated to achieve a combined range of 60% < R + 5D < 150%, where R is fragrance retention on dry hair after 10 hours and D is deposition on wet hair, with certain ingredients present at specific dosages to enhance longevity.
The composition ensures long-lasting fragrance intensity on dry hair for at least 10 hours, exceeding previous formulations in perceived intensity and duration.
Abstract
Description
"METHOD FOR PREPARING A HIGH-PERFORMANCE FRAGRANCE COMPOSITION, HIGH-PERFORMANCE FRAGRANCE COMPOSITION AND HAIR CONDITIONING PRODUCT" State of the art
[0001] Attempts have been made to create fragrance accords and compositions suitable for specific product applications with superior or enhanced properties, bringing benefits to the consumer. For example, WO 1999 / 065458 defines two categories of fragrance ingredients to be formulated into high-impact accords based on a combination of boiling point, partition coefficient (ClogP), and measured odor detection limits. These accords can optionally be encapsulated in starch to provide a fragrance boost to a powdered detergent when dispersed in water. US Patent 9,222,055 provides a high-intensity fragrance that includes 75% to 100% of at least two key fragrance ingredients with boiling points between 100 °C and 300 °C at a pressure of 760 mmHg, molecular weights in the range of 70 to 175 atomic mass units, and ClogP values between 0 and 4.US patent 2005 / 0003975 also discloses perfume compositions composed of high-impact accord perfume ingredients classified by boiling point, calculated CLogP, and odor detection thresholds. Document EP 196454 describes fragrance compositions for use in consumer products to reduce allergic reactions.
[0002] Despite the many attempts described above, there is still a need to create high-performance, long-lasting fragrances, particularly for dry hair. The present invention meets this need in the art. Brief Description of the Invention
[0003] This invention is a high fragrance composition Petition 870250080574, dated 09 / 08 / 2025, p. 89 / 125 2 / 31 performance composed of at least five fragrance ingredients, each having an analytical deposition value and a retention value, wherein the combined analytical deposition value and retention value of each fragrance fall within a range established by formula (I): 60% < R + 5 D<150% (I), where “R” is the experimentally determined fragrance retention percentage in a dry hair sample after 10 hours and “D” is the experimentally determined fragrance deposition percentage in a wet hair sample, where the at least five fragrances include: (i) at least two fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of the fragrance ingredients is present in a dosage greater than 2% by weight of the high-performance fragrance composition, and (ii) at least three fragrance ingredients with an intensity value greater than 60, wherein each of the fragrance ingredients is present in a dosage greater than 1% by weight of the high-performance fragrance composition, wherein the intensity value of (i) and (ii) is determined on a scale of 0 to 100.
[0004] In one aspect, the high-performance fragrance composition includes at least two to four fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of the fragrance ingredients is present in a dosage greater than 2% by weight of the fragrance composition.
[0005] In other respects, the high-performance fragrance composition includes at least two to four fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of the aforementioned Petition 870250080574, dated 08 / 09 / 2025, page 90 / 125 3 / 31 fragrance ingredients are present in a dosage exceeding 5% by weight of the fragrance composition.
[0006] In additional aspects, the high-performance fragrance composition includes at least three to five fragrance ingredients with an intensity value greater than 60, wherein each of the fragrance ingredients is present in a dosage greater than 1% by weight of the fragrance composition.
[0007] In some other respects, the high-performance fragrance composition includes at least two to four fragrance ingredients with an intensity value greater than 60, wherein each of the fragrance ingredients is present in a dosage greater than 4% by weight of the fragrance composition.
[0008] A rinse-out hair conditioning product is also provided, which includes a product base and a high-performance fragrance composition. Detailed description of the invention
[0009] As used in this document, the terms “comprises,” “comprising,” “includes,” “that includes,” “has,” “having,” or any other variation thereof, are intended to cover a non-exclusive inclusion. For example, a process, method, article, or apparatus comprising a list of elements is not necessarily limited to those elements alone, but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Additionally, unless expressly stated otherwise, “or” refers to an inclusive or, not an exclusive or. For example, a condition A or B is satisfied by one of the following: A is true (or present) and B is false (or not present), A is false (or not present) and B is true (or present), and both A and B are true (or present). Petition 870250080574, dated 09 / 08 / 2025, p. 91 / 125 4 / 31
[0010] Additionally, the use of “a” or “an” is used to describe elements and components described in this document. This is done merely for convenience and to give a general sense of the scope of the invention. This description should be read to include one or at least one, and the singular also includes the plural, unless the contrary is obvious.
[0011] Unless otherwise defined, all technical and scientific terms used in this document have the same meaning as commonly understood by a person skilled in the art to which this invention pertains. In case of conflict, this descriptive report, including definitions, shall prevail. Although methods and materials similar or equivalent to those described in this document may be used in the practice or testing of embodiments of the present invention, suitable methods and materials are described below. Furthermore, the materials, methods, and examples are for illustrative purposes only and are not intended to be limiting.
[0012] The present disclosure illustratively described in this document may be adequately practiced in the absence of any element or elements, limitation or limitations not specifically disclosed in this document. Although compositions and methods are described in this document in terms of “comprising” various components or steps, the compositions and methods may also “consist essentially of” or “consist” of the various components or steps, unless otherwise stated.
[0013] This invention is a high-performance fragrance composition that exhibits long-lasting performance on dry hair for at least 10 hours. The fragrances were selected based on their deposition and retention on hair samples. A set of fragrances demonstrated adequate deposition and retention on dry hair for at least 10 hours and is defined by the analytical values of deposition and retention using the Petition 870250080574, dated 08 / 09 / 2025, page 92 / 125 5 / 31 formula (I): 60% < R + 5 D < 150% (I) where “R” is the experimentally determined fragrance retention percentage in a dry hair sample after 10 hours and “D” is the experimentally determined fragrance deposition percentage in a wet hair sample. The perceived intensity (scale of 0 to 100) of fragrances within this class (i.e., fragrances defined by formula (I)) was then evaluated in rinse-out conditioner applications, and certain fragrances demonstrated superior fragrance intensity formulations in dry hair. Based on this analysis, a set of key characteristics was developed to produce a high-performance fragrance and a rinse-out conditioner product containing it.
[0014] Thus, this invention provides a high-performance fragrance composition and a rinse-out conditioning product containing the same, wherein the fragrance composition includes at least five fragrance ingredients, each fragrance ingredient having an analytical deposition value and a retention value, wherein the combined analytical deposition value and retention value of each fragrance fall within a range set forth by formula (I): 60% < R + 5 D < 150% (I), where “R” is the experimentally determined fragrance retention percentage in a dry hair sample after 10 hours and “D” is the experimentally determined fragrance deposition percentage in a wet hair sample. In some respects, the high-performance fragrance composition and the rinse-out conditioner product containing it include at least five, at least six, at least seven, at least eight, at least nine, or at least 10 or more Petition 870250080574, dated 08 / 09 / 2025, page 93 / 125 6 / 31 fragrance ingredients having a combined analytical deposition value and retention value that fall within the range established by formula (I).
[0015] In certain respects, the at least five fragrances included in the high-performance fragrance composition are further defined by their intensity values. In particular, the at least five fragrances comprise: (i) at least two fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of these fragrance ingredients is present in a dosage greater than 2% by weight of the high-performance fragrance composition, and (ii) at least three fragrance ingredients with an intensity value greater than 60, wherein each of these fragrance ingredients is present in a dosage greater than 1% by weight of the high-performance fragrance composition.
[0016] As used in this document, the terms “high-performance fragrance composition”, “fragrance composition”, “fragrance formulation”, “perfume composition”, “fragrance accord” or “perfume accord” refer to a composition comprising at least five fragrances, wherein the fragrance composition is intended to be used in a rinse-out conditioner application, i.e., to impart a pleasant odor to the conditioner or to mask an unpleasant odor from the conditioner.
[0017] As used in this document, the terms “perfume”, “fragrance”, “fragrance material” and “fragrance ingredient” are used interchangeably to designate the component in the high-performance fragrance composition that is capable of imparting or modifying the odor of hair or other substrates. A fragrance ingredient may encompass any perfume raw materials suitable for use in fragrances, including materials such as, for example, alcohols, aldehydes, ketones, esters, Petition 870250080574, dated 09 / 08 / 2025, p. 94 / 125 7 / 31 Ethers, acetates, nitriles, terpene hydrocarbons, nitrogenous or sulfurous heterocyclic compounds, and essential oils. Non-limiting examples of fragrance materials may also include pro-fragrances, such as acetal pro-fragrances, ketal pro-fragrances, ester pro-fragrances, hydrolyzable inorganic-organic pro-fragrances, and mixtures thereof. Fragrance materials can be released from pro-fragrances in various ways. For example, fragrance may be released as a result of simple hydrolysis, or by a change in an equilibrium reaction, or by a change in pH, or by enzymatic release. Individual fragrance ingredients are readily available from commercial sources such as International Flavor & Fragrances (New York, NY), Givaudan Fragrances Corp. (East Hanover, NJ), Symrise (Branchburg, NJ), and Firmenich (Princeton, NJ).
[0018] “Pure” or “pure oil” refers to a fragrance composition free from extraneous matter. A pure fragrance composition includes only fragrance ingredients and is not encapsulated and / or bound to other compounds that would cause a delay in the release of the fragrance ingredients.
[0019] As used in this document, a fragrance ingredient selected for use in a high-performance fragrance composition is defined as a fragrance ingredient that exhibits an adequate level of deposition on wet hair and a high level of retention for at least 10 hours on dry hair. In specific aspects, a fragrance ingredient selected for use in a high-performance fragrance composition exhibits at least 1% to 25% deposition on wet hair, for example, at least 1%, 5%, 7%, 10%, 12%, 15%, 17%, 20%, 22% or 25% deposition on wet hair. The level of deposition of a fragrance is determined by uniformly applying a rinse-out conditioning product, including the fragrance ingredient, to a hair sample and measuring it. Petition 870250080574, dated 08 / 09 / 2025, page 95 / 125 8 / 31 of the amount of fragrance deposited on the hair sample after rinsing the hair sample with water to remove residual product. Fragrance measurements are made by extracting the fragrance from the wet hair sample with solvent and comparing the amount of fragrance extracted, for example, determined by gas chromatography, with one or more control samples.
[0020] In addition to the appropriate level of deposition, a fragrance ingredient selected for use in a high-performance fragrance composition exhibits at least 60% retention in dry hair for at least 10 hours, for example, at least 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95% or 100% retention in dry hair for at least 10 hours. The retention level of a fragrance is determined by uniformly applying a rinse-out conditioning product, including the fragrance ingredient, to a hair sample, measuring the amount of fragrance deposited in the hair sample after rinsing the hair sample with water to remove residual product, allowing the hair sample to dry, and after 10 hours, measuring the amount of fragrance retained in the dry hair sample.Fragrance measurements are taken as described above, and fragrance retention is determined in relation to the amount of fragrance deposited; for example, a 5% loss of fragrance after 10 hours indicates that 95% of the deposited fragrance was retained.
[0021] The fragrance ingredients with a combined analytical deposition value and retention value that fall within the range established by formula (I) are presented in Table 1. Notably, the fragrance ingredients listed in Table 1 are not considered base notes that perfumers typically select to provide long-lasting performance on dry hair. Table 1 | Fragrance Ingredient | CAS No. | R | D | R+5D | Petition 870250080574, dated 08 / 09 / 2025, page 96 / 125 9 / 31 BUTIRATO DE DIMETIL BENZIL CARBINILA 10094-34-5 17,2 35 121 ROSETONE 90-17-5 6,4 33 65 BACDANOL 28219-61-6 7 60 95 CYCLAMAL 103-95-7 9,8 39 88 BOURGEONAL 18127-01-0 4,9 91 115,5 LILIAL 80-54-6 5,3 96 122,5 ALD C-16 77-83-8 10,5 32 84,5 STARFLEUR 56836-93-2 12,4 58 120 ALD C-12 MNA 110-41-8 8,4 66 108 ARCTIC 61668-40-4 12,5 23 85,5 GAMA-DECALACTONA 706-14-9 11,5 38,4 95,9 TIMOL 89-83-8 12,2 57 118 OPALINE 174155-47-6 10 65 115 VANITROPE 94-86-0 19,2 28 124 SALICYNALVA 3508-98-3 8,6 60 103 GALBASCONE 56973-85-4 11,7 43 101,5 BENZOATO DE BENZILA 120-51-4 13,6 57 125 ÓLEO DE PATCHOULI 9 / 3 / 8014 20 13 113 CYCLAPROP 67634-24-6 12,3 39 100,5 KHUSINIL 75490-39-0 7,5 31 68,5 INDOLE 120-72-9 14 24 94 GAMA-UNDECALACTONA 104-67-6 12,6 41 104 DAMASCONE ALFA 24720-09-0 4,1 52 72,5 ALD C-ll INTRELEVEN 143-14-6 17,4 26 113 RHUBOFIX 41816-03-9 6,1 56 86,5 FARAONE 313973-37-4 18,9 29 123,5 DAMASCONE DELTA 71048-82-3 8,6 23,7 66,7 AMYL-CINNAMALDEHYDE 78605-96-6 12 64 124 ETH-2,4-DECADIENATE 3025-30-7 17,8 23.4 112.4 ISO BUTYL QUINOLINE 65442-31-1 15.8 39 118 ALD C-12 LAURIC 112-54-9 13 30 95,
[0022] In addition to meeting the criteria set forth in formula (I), at least two fragrance ingredients of the high-performance fragrance composition have an intensity value in the range of 40 to 60, and at least three fragrance ingredients of the high-performance fragrance composition have an intensity value greater than 60. As used in this document, the terms “fragrance intensity”, “perceived intensity”, “perceived fragrance intensity”, “perceived fragrance performance” or “perceived performance” are used interchangeably to refer to Petition 870250080574, dated 09 / 08 / 2025, p. 97 / 125 10 / 31 intensity of a fragrance as perceived by a consumer. These olfactory characteristics of a fragrance composition are typically evaluated under different conditions by panels of trained experts, capable of unequivocally differentiating the odor of a given fragrance composition in a first condition, for example, during or after dilution of a rinse-out conditioner containing said fragrance composition, or on a substrate wetted with the product, from the odor of the same fragrance product, but in a second condition, for example, after the product has dried on the substrate. Under these conditions, the difference is considered perceptible to the consumer, i.e., most consumers will perceive the change in odor from said first condition to said second condition.
[0023] For the purposes of this invention, fragrance intensity is classified on a scale ranging from 0 to 100, thus providing a fragrance intensity value or score. In specific aspects, fragrance intensity is determined in a dry phase, for example, after applying the fragrance to wet hair and subsequently drying the hair. In other aspects, fragrance intensity is determined 24 hours after drying. In still other aspects, fragrance intensity is determined on a substrate, for example, hair samples, at a dosage of 0.2% by weight in a rinse-out conditioning product. According to this classification, a fragrance intensity value of 4 would indicate that the fragrance on the substrate being evaluated produces a weak intensity, while an intensity value of 70 would indicate that the fragrance on the substrate generates a very strong smell.
[0024] Fragrance intensity indices can also be used to classify the intensity of fragrance in a fragrance composition or in a consumer product containing it (collectively referred to as a “sample”). The fragrance intensity index is the ratio Petition 870250080574, dated 08 / 09 / 2025, page 98 / 125 11 / 31 between (i) the sensory intensity score of a sample and (ii) the sensory intensity score of allyl amyl glycolate (AAG), as a standard. The sensory intensity score of AAG is scaled on a range of 0 to 100, assessed by a sensory panel when AAG is dissolved in an appropriate solvent (e.g., diethyl phthalate). The sample is also assessed by the same panel at the same concentration, preferably under the same conditions and in the same sensory evaluation study conducted on the same day. The fragrance intensity index is then calculated as: sensory intensity score of a sample / sensory intensity score of AAG. See, for example, US 2020 / 0046616 Al and US 9,162,085 B2.
[0025] The fragrance ingredients, standard, accords, fragrance compositions and rinse-out conditioning products described in this document can be evaluated as described above and can also be evaluated following well-known protocols in the art using different scales, which can be normalized to a scale of 0 to 100 to calculate fragrance intensity values.
[0026] According to the present invention, the fragrance composition includes at least two fragrance ingredients having, on a scale of 0 to 100, an intensity value in the range of 40 to 60. In certain aspects, the fragrance composition includes, more preferably, at least two, preferably three, or most preferably four fragrance ingredients with an intensity value in the range of 40 to 60. In other aspects, the fragrance composition includes at least two fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of said fragrance ingredients is present in a dosage greater than 2% by weight of the fragrance composition. In certain aspects, the fragrance composition includes at least two fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of the fragrance ingredients Petition 870250080574, dated 08 / 09 / 2025, page 99 / 125 12 / 31 is present in a dosage greater than 2% by weight, preferably 3% by weight, more preferably 4% by weight, or most preferably 5% by weight of the fragrance composition. In some aspects, the fragrance composition includes at least two, three, or four fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of said fragrance ingredients is present in a dosage greater than 2% by weight, 3% by weight, 4% by weight, or 5% by weight of the fragrance composition. In other aspects, the fragrance composition includes at least two, three, or four fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of said fragrance ingredients is present in a dosage not greater than 10% by weight, 9% by weight, 8% by weight, 7% by weight, 6% by weight, or 5% by weight of the fragrance composition.
[0027] The present invention further provides that the fragrance composition includes at least three fragrance ingredients with an intensity value greater than 60 on a scale of 0 to 100. In certain aspects, the fragrance composition includes, more preferably, at least three, preferably four, or most preferably five fragrance ingredients with an intensity value greater than 60. In other aspects, the fragrance composition includes at least three fragrance ingredients with an intensity value greater than 60, wherein each of the fragrance ingredients is present in a dosage greater than 1% by weight of the fragrance composition.In certain aspects, the fragrance composition includes at least three fragrance ingredients with an intensity value greater than 60, wherein each of the fragrance ingredients is present in a dosage greater than 1% by weight, preferably 2% by weight, more preferably 3% by weight or, even more preferably, 4% by weight of the fragrance composition. In specific aspects, the fragrance composition includes at least three, four or five fragrance ingredients with a value of... Petition 870250080574, dated 08 / 09 / 2025, pages 100 / 125 13 / 31 intensity greater than 60, wherein each of the fragrance ingredients is present in a dosage greater than 1% by weight, 2% by weight, 3% by weight or 4% by weight of the fragrance composition. In other respects, the fragrance composition includes at least three, four or five fragrance ingredients with an intensity value greater than 60, wherein each of said fragrance ingredients is present in a dosage not greater than 10% by weight, 9% by weight, 8% by weight, 7% by weight, 6% by weight or 5% by weight of the fragrance composition.
[0028] The intensity values of the fragrance ingredients in Table 1 are presented in Table 2. Table 2 Fragrance Ingredient CAS No. Intensity Value DIMETHYL BENZYL CARBINYL BUTYRATE 10094-34-5 40 ROSETONE 90-17-5 40 BACDANOL 28219-61-6 43 CYCLAMAL 103-95-7 44 BOURGEONAL 18127-01-0 47 LILIAL 80-54-6 48 ALD C-16 77-83-8 49 STARFLEUR 56836-93-2 50 ALD C-12 MNA 110-41-8 50 ARCTICAL 61668-40-4 50 GAMMA-DECALACTONE 706-14-9 52 THYMOL 89-83-8 53 OPALINE 174155-47-6 54 Vanitrope 94-86-0 54 Salicynalva 3508-98-3 54 Galbascone 56973-85-4 55 Benzyl Benzoate 120-51-4 57 Patchouli Oil 9 / 3 / 8014 58 Cycloprop 67634-24-6 61 Khusinil 75490-39-0 62 Indole 120-72-9 63 Gamma-Undecalactone 104-67-6 64 Damascone Alpha 24720-09-0 64 Ald C-ll Intreleven 143-14-6 67 Rhubofix 41816-03-9 68 FARAONE 313973-37-4 69 Petition 870250080574, dated 09 / 08 / 2025, pp. 101 / 125 14 / 31 DAMASCONE DELTA 71048-82-3 70 AMYL CINNAMALDEHYDE 78605-96-6 73 ETH-2,4-DECADIENOATE 3025-30-7 76 ISO BUTYL QUINOLINE 65442-31-1 80 ALD C-12 LAURIC 112-54-9 83
[0029] In some aspects, the fragrance composition includes at least 2% by weight of DIMETH BENZ CARB BUTY, at least 2% by weight of BACDANOL, at least 1% by weight of CYCLAPROP, at least 1% by weight of GAMMA-UNDECALACTONE and at least 1% by weight of AMYL CINN ALD, based on the total weight of the high-performance fragrance composition.
[0030] In addition to the high-performance fragrance ingredients listed in Tables 1 and 2, the fragrance composition may also include at least 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 or more additional fragrance ingredients. In some aspects, the fragrance composition includes at least 10, at least 15, at least 20, at least 25, at least 30, at least 35, at least 40, at least 45, and / or at least 50 additional fragrance ingredients. The more fragrance raw materials that make up a fragrance composition, the more complex that fragrance composition is considered to be.
[0031] Additional fragrance ingredients, if not already included as high-performance fragrance ingredients, may include: (i) essential oils, concretes, absolutes, resins, resinoids, balsams, tinctures, such as, for example: tincture of grey amber, amyris oil, angelica seed oil, angelica root oil, anise oil, valerian oil, basil oil, tree moss absolute, laurel oil, mugwort oil, benzoin resinoid, bergamot oil, beeswax absolute, birch tar oil, bitter almond oil, savory oil, buchu leaf oil, cabreúva oil, cade oil, calamus oil, camphor oil, cananga oil, cardamom oil, cascarilla oil, cassia oil, cassia absolute, castoreum absolute, cedar leaf oil, wood oil Petition 870250080574, dated 09 / 08 / 2025, pp. 102 / 125 15 / 31 cedarwood, cistus oil, citronella oil, lemon oil, copaiba balsam, copaiba balsam oil, coriander oil, costus root oil, cumin oil, cypress oil, davana oil, dill oil (leaves), dill oil (seeds), eau de brouts absolute, oakmoss absolute, elemi oil, tarragon oil, eucalyptus citriodora oil, eucalyptus oil (cineole type), fennel oil, fir needle oil, galbanum oil, galbanum resin, geranium oil, grapefruit oil, guaiac oil, gurjun balsam, gurjun balsam oil, helichrysum absolute, helichrysum oil, ginger oil, iris root absolute, iris root oil, absolute of jasmine, blue chamomile oil, Roman chamomile oil, carrot seed oil, pine needle oil, spearmint oil, meadow cumin oil, labdanum oil, labdanum absolute, labdanum resin, lavandin absolute, lavandin oil, lavender absolute.lavender oil, lemongrass oil, lovage oil, distilled lime oil, pressed lime oil, linaloe oil, Litsea cubeba oil, bay leaf oil, mace oil, marjoram oil, tangerine oil, massoi bark oil, mimosa absolute, ambrette seed oil, musk tincture, clary sage oil, nutmeg oil, myrrh absolute, myrrh oil, myrtle oil, clove leaf oil, clove bud oil, neroli oil, frankincense absolute, frankincense oil, opoponax oil, orange blossom absolute, orange oil, oregano oil, palmarosa oil, patchouli oil, perilla oil, Peru balsam oil, parsley leaf oil, parsley seed oil, petitgrain oil, peppermint oil, pepper oil, allspice oil, pine oil, pennyroyal oil, rose absolute, rosewood oil, rose oil, rosemary oil, Dalmatian sage oil, Spanish sage oil, sandalwood oilcelery seed oil, lavender spike oil, star anise oil, storax oil, marigold oil, tea tree oil, turpentine oil, thyme oil, tolu balsam, tonka bean absolute. Petition 870250080574, dated 09 / 08 / 2025, pp. 103 / 125 16 / 31 tuberose absolute, vanilla extract, violet leaf absolute, verbena oil, vetiver oil, juniper oil, wine lees oil, wormwood oil, gaultheria oil, ylang-ylang oil, hyssop oil, civet absolute, cinnamon leaf oil, cinnamon bark oil and fractions thereof or isolated ingredients thereof; (ii) hydrocarbons such as, for example, 3-carene, α-pinene, β-pinene, α-terpinene, γ-terpinene, p-cymene, bisabolene, camphene, caryophyllene, cedrene, farnesene, limonene, longifolene, myrcene, ocimene, valencene, (E,Z)1,3,5-undecatriene, styrene and diphenylmethane; (iii) aliphatic alcohols such as, for example, hexanol, octanol, 3-octanol, 2,6-dimethyl-heptanol, 2-methyl-2-heptanol, 2-methyl-2-octanol, (E)-2-hexenol, (E)- and (Z)-3-hexenol, octen-3-ol, a mixture of 3,4,5,6,6-pentamethyl-3 / 4-hepten-2-ol and 3,5,6,6-tetramethyl-4-methylene-heptan-2-ol, (E,Z)2,6-nonadienol, 3,7-dimethyl-7-methoxyoctan-2-ol, 9-decenol, 10-undecenol, 4-methyl-3-decen-5-ol, aliphatic aldehydes and their acetals, such as, for example, hexanal, heptanal, octanal, nonanal, decanal, undecanal, dodecanal, tridecanal, 2-methyloctanal, 2-methylnonanal, (E)-2-hexenal, (Z)-4-heptenal, 2,6-dimethyl-5heptenal, 10-undecenal, (E)-4-decenal, 2-dodecenal, 2, 6, 10-trimethyl-5,9-undecadienal, heptanal-diethylacetal, 1,1-dimethoxy-2,2,5-trimethyl-4-hexene, and citronelliloxyacetaldehyde; (iv) Aliphatic ketones and their oximes, such as, for example, 2-heptanone, 2-octanone, 3-octanone, 2-nonanone, 5-methyl-3-heptanone, 5-methyl-3-heptanonoxime, 2,4,4,7-tetramethyl-6-octen-3-one, aliphatic compounds containing sulfur, such as, for example, 3-methylthiohexanol, 3-methylthiohexyl acetate, 3-mercaptohexanol, 3-mercaptohexyl acetate, 3-mercaptohexyl butyrate, 3-acetylthiohexyl acetate, 1-menthen-8-thiol and aliphatic nitriles (for example, 2-nonenonitrile, 2-tridecenenitrile, 2,12-tridecenenitrile, 3,7-dimethyl-2,6-octadienonitrile and 3,7-dimethyl-6-octenonitrile); Petition 870250080574, dated 08 / 09 / 2025, pages 104 / 125 17 / 31 (v) aliphatic carboxylic acids and their esters, such as, for example, (E)- and (Z)-3-hexenyl formate, ethyl acetoacetate, isoamyl acetate, hexyl acetate, 3,5,5-trimethylhexyl acetate, 3-methyl-2-butenyl acetate, (E)-2-hexenyl acetate, (E)- and (Z)-3-hexenyl acetate, octyl acetate, 3-octyl acetate, 1-octen-3-yl acetate, ethyl butyrate, butyl butyrate, isoamyl butyrate, hexyl butyrate, (E)- and (Z)-3-hexenyl isobutyrate, hexyl crotonate, ethyl isovalerate, ethyl-2-methyl pentanoate, ethyl hexanoate, allyl hexanoate, ethyl heptanoate, allyl heptanoate, ethyl octanoate, ethyl (E,Z)-2,4-decadienoate, methyl 2-octinate, methyl 2-noninate, allyl-2-isoamyl oxyacetate and methyl 3,7-dimethyl-2,6-octadienoate; (vi) acyclic terpene alcohols, such as, for example, citronellol, geraniol, nerol, linalool, lavandulol, nerolidol, farnesol, tetrahydrolinalol, tetrahydrogeraniol, 2, 6-dimethyl-7-octen-2-ol, 2, 6-dimethyloctan-2-ol, 2-methyl-6-methylene7-octen-2-ol, 2,6-dimethyl-5,7-octadien-2-ol,2,6-dimethyl-3,5-octadien-2-ol, 3,7-dimethyl-4,6-octadien-3-ol, 3,7-dimethyl-1,5,7-octatrien-3-ol,2, 6-dimethyl-2, 5, 7octatrien-l-ol, as well as formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates, hexanoates, crotonates, tiglinates and 3-methyl-2butenoates thereof; (vii) acyclic terpene ketones and aldehydes, such as, for example, geranial, neral, citronellal, 7-hydroxy-3,7-dimethyloctanal, 7-methoxy-3,7-dimethyloctanal, 2,6,10-trimethyl-9-undecenal, α-sinensal, β-sinensal, geranylacetone, as well as the dimethyl and diethylacetals of geranial, neral and 7-hydroxy-3,7-dimethyloctanal; (viii) cyclic terpenic alcohols, such as, for example, menthol, isopulegol, alfa-terpineol, terpinen-4-ol, mentan-8-ol, mentan-l-ol, mentan-7-ol, borneol, isoborneol, oxidol de linalol, nopol, cedrol, ambrinol, vetiverol, guaiol and os formatos, acetatos, propionatos, isobutiratos, butiratos, isovaleratos, pentanoatos, hexanoatos, crotonatos, tiglinatos and 3-methyl-2-butenoatos de alfa Petition 870250080574, of 08 / 09 / 2025, p. 105 / 125 18 / 31 terpineol, terpinen-4-ol, metan-8-ol, metan-L-ol, metan-7-ol, borneol, isoborneol, oxidol de linalol, nopol, cedrol, ambrinol, vetiverol e guaiol; (ix) cyclic terpene aldehydes and ketones, such as, for example, menthone, isomenthone, 8-mercaptomenthan-3-one, carvone, camphor, fenchone, α-ionone, β-ionone, α-n-methylionone, β-n-methylionone, α-isomethylionone, β-isomethylionone, α-irone, α-damascone, β-damascone, β-damascenone, δ-damascone, γ-damascone, 1-(2,4,4-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, 1,3,4,6,7,8α-hexahydro-1,1,5,5-tetramethyl-2H-2, 4a-methanonaphalene-8 (5H-)one, nootkatone, dihydronootkatone; acetylated cedar oil (cedrylmethylketone); (x) cyclic alcohols, such as, for example, 4-tert-butylcyclohexanol, 3,3,5-trimethylcyclohexanol, 3-isocamfilcyclohexanol, 2,6,9-trimethyl-Z2,Z5,E9-cyclododecatrien-1-ol, 2-isobutyl-4-methyltetrahydro-2H-pyrano-4-ol; (xi) cycloaliphatic alcohols, such as, for example, alpha,3, 3trimethylcyclohexylmethanol, 2-methyl-4- (2, 26, 3-trimethyl-3-cyclopent-1-yl) butanol, 2methyl- 4 -(2,2,3-trimethyl-3-cyclopent-1-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3cyclopent-1-yl) -2-buten-l-ol, 3-methyl-5-(2, 2, 3- trimethyl- 3- cyclopent-1-yl), -pentane 3-methyl-5- (2, 2, 3- trimethyl-3-cyclopent-l-yl) -4-penten-2-ol, 3, 3-dimethyl-5-(2, 2, 3-trimethyl-3-cyclopent-l-yl) -4-penten-2-ol,1- (2, 2, 6-trimethyl-3-hexyl) 1-(2, 2, 6- trimethylcyclohexyl) hexan-3-ol; (xii) cyclic and cycloaliphatic ethers, such as, for example, cineol, cedrylmethyl ether, cyclododecylmethyl ether; (xiii) (ethoxymethoxy) cyclododecane; alpha-cedreno epóxido, 3a, 6, 6, 9a-tetrametil-dodecahidronaphto [2, 1- b]furano, 3a-ethyl-6, 6, 9a-trimetildodecahidronaphto [2, 1- b]furano, 1, 5, 9-trimetil-13-oxabiciclo [10. 1.0] trideca-4, 8- dieno, óxido de rosa, 2- (2, 4-dimetil-3-ciclohexen-l-yl)-5- metil-5-(1metilpropyl)-1, 3-dioxano; (xiv) Cyclic cetones, such as, for example, 4-terc-butylcyclo Petition 870250080574, 08 / 09 / 2025, pág. 106 / 125 19 / 31 hexanona, 2, 2,5-trimethyl-5-pentylcyclopentanone, 2-heptylcyclopentanone, 2pentylcyclopentanone, 2-hidroxi-3-methyl-2-cyclopenten-1 -ona, 3-methyl-cis -2penten-1 -yl-2-cyclopenten-1 -ona, 3-methyl-2-pentyl-2-cyclopenten-l-ona, 3-methyl-4cyclopentadecenone, 3-methyl-5-cyclopentadecenone, 3-methylcyclopentadecanone, 4-(1-ethoxyvinyl)5,5-tetramethylcyclo-hexanone, 4-terc-pentylcyclo-hexanone 5-cyclohexadecen-l-ona, 7-di-hydro-1,1, 2, 3, 3-pentamethyl-4(5H)-indanone, 5-ciclohexadecen-l-ona, 8-ciclo-hexadecen-l-ona, 9-ciclo-heptadecen-l-ona, ciclopentadecanona, aldeídos cicloalifáticos, tais como, por exemplo, 4-dimetil3-ciclo-hexeno carbaldeído, 2-metil-4-(2, 2, 6-trimetil-ciclo-hexen-l-il)-2-butenal, 4-(4-hidroxi-4-metilpentil)-3-ciclo-hexenocarbaldeído, 4-(4-metil-3-penten-l-il)-3ciclo-hexenocarbaldeído; (xv) cycloaliphatic ketones such as, for example, 1-(3-dimethylcyclohexyl)-4-penten-1-one, 1-(5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 3,8-tetramethyl-1,2, 3, 4, 5, 6, 7,8-octahydro-2-naphthalenylmethylketone, methyl-2,6,10-trimethyl-2,5,9-cyclododecatrienylketone, tert-butyl-(2,4-dimethyl-3-cyclohexen-1-yl)ketone; (xvi) esters of cyclic alcohols, such as, for example, 2-tert-butylcyclohexyl acetate, 4-tert-butylcyclohexyl acetate, 2-tert-pentylcyclohexyl acetate, 4-tert-pentylcyclohexyl acetate, decahydro-2-naphthyl acetate, 3-pentyltetrahydro-2H-pyran4-yl acetate, decahydro-2,5,5,5-sa-tetramethyl-2-naphthyl acetate, 4,7-methane-3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl acetate, 4,7-methane-3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl propionate, 4-isobutyrate, 7-methane-3a,4,5,6,7,7a-hexahydro-5 or 6-indenyl acetate, 4,7-methanooctahydro-5 or 6-indenyl acetate; (xvii) cycloaliphatic carboxylic acid esters, such as, for example, allyl 3-cyclohexylpropionate, allyl cyclohexyloxyacetate, methyl dihydrojasmonate, methyl jasmonate, methyl 2-hexyl-3-oxocyclopentanecarboxylate, 2-ethyl-6,6-dimethyl-2-cyclohexenecarboxylate Petition 870250080574, dated 08 / 09 / 2025, pages 107 / 125 20 / 31 ethyl, ethyl 2, 3, 6, 6-tetramethyl-2-cyclohexenecarboxylate, ethyl 2-methyl-1,3dioxolane-2-acetate; (xviii) aromatic and aliphatic alcohols, such as, for example, benzyl alcohol, 1-phenylethyl alcohol, 2-phenylethyl alcohol, 3-phenylpropanol, 2-phenylpropanol, 2-phenoxyethanol, 2,2-dimethyl-3-phenylpropanol, 2,2-dimethyl-3-(3-methylphenyl)propanol, 1,1-dimethyl-2-phenylethyl alcohol, 1,1-dimethyl-3-phenylpropanol, 1-ethyl-1-methyl-3-phenylpropanol, 2-methyl-5-phenylpentanol, 3-methyl-5-phenylpentanol, 3-phenyl-2-propen-1-ol, 4-methoxybenzyl alcohol, 1-(4-isopropylphenyl)ethanol; (xix) esters of aliphatic alcohols and aliphatic carboxylic acids, such as, for example, benzoyl acetate, benzoyl propionate, isobutyrate of benzene, isovalerate of benzene, acetate of 2-phenylethyl, propionate of 2-phenylethyl, isobutyrate of 2-phenylethyl, isovalerate of 2-phenylethyl, acetato of 1-phenylethyl, acetato of α-trichloromethylbenzyl, α,acetato de α-methylphenyletila, α,butirato de αmethylphenyletila, acetato de cinnamila, isobutirato de 2-phenoxyetila, acetato de 4metoxibenzila, éteres aralifáticos, tais como por exemplo éter 2-feniletilmetílico, éter 2-feniletilisoamílico, éter 2-feniletil-1-etoxietoxi, dimetilacetal de fenilacetaldeído, dietilacetal de fenilacetaldeído, dimetilacetal de hidratropaldeído, glicerolacetal de fenilacetaldeído, 2, 4, 6-trimetil-4-fenil-1,3dioxano, 4, 4a,5,9b-tetra-hidroindeno[1,2-d]-m-dioxina, 4, 4a,5,9b-tetra-hidro-2, 4-dimetilindeno [1,2-d]-m-dioxina; (xx) aromatic and aliphatic aldehydes, such as, for example, benzaldehyde; phenylacetaldehyde, 3-phenylpropanal, hydratropaldehyde, 4methylbenzaldehyde, 4-methylphenylacetaldehyde, 3-(4-ethylphenyl)-2-dimethylpropanal, 2methyl-3-(4-isopropylphenyl)propanal, 2-methyl-3-(4-butyl-propanal) 3-(4-terc butylphenyl)propanal, cinnamaldehyde, α-butylcinnamaldehyde, α-amylcinamaldehyde, αhexylcinnamaldehyde, 3-methyl-5-phenylpentanal, 4-methoxybenzaldehyde, 4-hydroxy-3methoxybenzaldehyde, 4-hydroxy-benzaldehyde, 3, 4-methylene- dioxybenzaldehyde, 3, 4-dimethoxybenzaldehyde, 2-methyl-3-(4-methoxyphenyl)propanal, 2Petition 870250080574, of 08 / 09 / 2025, p. 108 / 125 21 / 31 methyl-3-(4-methylenodioxyphenyl)propanal; (xxi) aromatic and aliphatic ketones, such as, for example, acetophenone, 4-methylacetophenone, 4-methoxyacetophenone, 4-tert-butyl-2,6-dimethylacetophenone, 4-phenyl-2-butanone, 4-(4-hydroxyphenyl)-2-butanone, 1-(2-naphthalenyl)ethanone, benzophenone, 1,1,2,3,3,6-hexamethyl-5-indanyl methyl ketone, 6-tert-butyl-1,1-dimethyl-4-indanyl methyl ketone, 1-[2,3-dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-5-indenyl]ethanone, 5',6',7',8'-tetrahydro-3', 5', 5', 6', 8', 8'-hexamethyl2-acetonaphtone; (xxii) aromatic and araliphatic carboxylic acids and their esters, such as, for example, benzoic acid, phenylacetic acid, methyl benzoate, ethyl benzoate, hexyl benzoate, benzyl benzoate, methyl phenylacetate, ethyl phenylacetate, geranyl phenylacetate, phenylethyl phenylacetate, methyl vinamate, ethyl cinnamate, benzyl cinnamate, phenylethyl cinnamate, cinnamyl cinnamate, allyl phenoxyacetate, methyl salicylate, isoamyl salicylate, hexyl salicylate, cyclohexyl salicylate, cis-3-hexenyl salicylate, benzyl salicylate, phenylethyl salicylate, methyl 4-dihydroxy-3-6-dimethylbenzoate, ethyl 3-phenylglycidate, ethyl 3-methyl-3-phenylglycidate; (xxiii) aromatic compounds containing nitrogen, such as, for example, 2,4,6-trinitro-1,3-dimethyl-5-tert-butylbenzene, 3,5-dinitro-2,6-dimethyl-4-tert-butylacetophenone, cinnamonitrile, 5-phenyl-3-methyl-2-pentenonitrile, 5-phenyl-3-methylpentanonitrile, methyl anthranilate, methyl N-methylanthranilate, Schiff bases of methyl anthranilate with 7-hydroxy-3-dimethyl-octanal, 2-methyl-3-(4-tert-butylphenyl)propanal or 2,4-dimethyl-3-cyclohexenecarbaldehyde, 6-isopropylquinoline, 6-isobutylquinoline, 6-sec-butylquinoline, indole, skatole, 2methoxy-3-isopropylpyrazine, 2-isobutyl-3-methoxypyrazine; (xxiv) phenols, phenyl ethers and phenyl esters, such as, for example, estragole, anethole, eugenol, eugenyl methyl ether, isoeugenol, isoeugenol methyl ether, thymol, carvacrol, diphenyl ether, β-naphthyl methyl ether, β Petition 870250080574, dated 08 / 09 / 2025, pages 109 / 125 22 / 31 naphthyl ethyl, β-naphthylisobutyl ether, 1,4-dimethoxybenzene, eugenyl acetate, 2-methoxy-4-methylphenol, 2-ethoxy-5-(1-propenyl)phenol, β-cresyl phenylacetate; (xxv) heterocyclic compounds, such as, for example, 2,5-dimethyl-4-hydroxy-2H-furan-3-one, 2-ethyl-4-hydroxy-5-methyl-2H-furan-3-one, 3-hydroxy-2-methyl-4H-pyran-4-one, 2-ethyl-3-hydroxy-4H-pyran-4-one; (xxvi) lactones, such as, for example, 1,4-octanolide, 3-methyl-14-octanolide, 1,4-nonanolide, 1,4-decanolide, 8-decen-1,4-olide, 1,4-undecanolide, 1,4-dodecanolide, 1,5-decanolide, 1,5-dodecanolide, 1,15-pentadecanolide, cis-e trans-11-pentadecen-1,15-olide, cis-e trans-12-pentadecen-1,15-olide, 1,16-hexadecanolide, 9-hexadecen-1,16-olide, 10-oxa-1,16-hexadecanolide, 11-oxa-1,16-hexadecanolide, 12-oxa-1,16-hexadecanolideo, ethylene 1,12-dodecanedioate, ethylene 1,13-tridecanedioate, coumarin, 2, 3-di-hydrocoumarin and octa-hydrocoumarin;and (xxvii) odor neutralizing agents including α,β-unsaturated carbonyl compounds, including but not limited to those disclosed in US 6,610,648 and EP 2,524,704, amyl cinnamaldehyde, benzophenone, benzyl benzoate, benzylisoeugenol, benzylphenyl acetate, benzyl salicylate, butyl cinnamate, cinnamyl butyrate, cinnamyl isovalerate, cinnamyl propionate, decyl acetate, ethyl myristate, isobutyl cinnamate, isoamyl salicylate, phenethyl benzoate, phenethylphenyl acetate, triethyl citrate, tripropylene glycol-n-butyl ether, bicycloalkaline acid isomers [2.2. [1] hept-5-ene-2-carboxylic acid, ethyl ester, silver nanoparticles, zinc undecenylate, β-naphthyl methyl ether, β-naphthyl ketone, benzyl acetone. May include a mixture of hexahydro-4,7-methanoinden-5-yl propionate and hexahydro-4,7-methanoinden-6-yl propionate; 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-methyl-3-buten-2-one; 3,7-dimethyl-2-6-nonadiene-1-nitrile;dodecahydro-3a,6,9a-tetramethylnaphtho(2,1-b)furan; ethylene glycol cyclic ester of n-dodecanedioic acid; l-cyclohexadecen-6-one; l-cycloheptadecen-10-one; and corn and peppermint oil. They may also include 1-cyclohexylethane-1-yl butyrate; 1Petition 870250080574, dated 09 / 08 / 2025, p. 110 / 125; 23 / 31 cyclohexetan-1-yl acetate; 1-cyclohexetan-1-ol; 1-(4'-methylethyl)cyclohexylethane-1-yl propionate; and 2'-hydroxy-1'-ethyl (2-phenoxy) acetate, each of which is marketed under the trademark VEILEX by International Flavors & Fragrances Inc. More suitable odor neutralizing agents are polymers containing an α-keto, benzaldehyde, or α,β-unsaturated carbonyl group, such as those described in US 2012 / 0294821, US 2013 / 0101544, and US 2013 / 0101545.
[0032] Additional fragrance ingredients are described, for example, in Arctander (2000) Perfume Flavors and Chemicals. Volumes I and II, Montclair, NJ; The Merck Index, 8th Edition (1968) Merck & Co., Inc. Rahway, NJ; Allured's Flavor and Fragrance Materials (2015) Allured Publishing Corp.
[0033] The fragrance composition of this invention can be used as a pure fragrance and / or encapsulated in a delivery system. There is a wide variety of encapsulation materials that allow the delivery of fragrances at various points in the cleaning or conditioning process. Suitable encapsulation materials include starches, oligosaccharides, cyclodextrins, polyethylenes, polyamides, polystyrenes, polyisoprenes, polycarbonates, polyesters, polyacrylates, vinyl polymers, polyurethanes, amorphous silica, precipitated silica, fumed silica, aluminosilicates such as zeolites and alumina, and mixtures thereof.
[0034] The fragrance composition of the present invention finds particular use in a rinse-out hair conditioner. Rinse-out hair conditioning products, including the high-performance fragrance composition of the invention, will also include a product base, which performs one or more specific actions, such as cleansing, softening and conditioning or the like. The components of the hair product base may include any suitable additive that produces the intended effect under the intended conditions of use of the hair care product. For example, the ingredients of the hair product base may be selected from agents Petition 870250080574, dated 08 / 09 / 2025, pages 111 / 125 24 / 31 hair conditioners, skin care agents, sun protection agents, and skin conditioning agents. A person skilled in the art will understand that the base ingredients of the hair product will be selected based on the intended use of the hair product. For example, a hair conditioning product may include one or more surfactants, silicones, chelating agents, colorants, pigments, or formaldehyde scavengers suitable for providing the desired benefit to the consumer.
[0035] The surfactants used may be of the anionic, non-ionic, zwitterionic, amphoteric or cationic type, or may comprise compatible mixtures of these types. The product may contain up to 0.01% to about 30%, alternatively from about 0.01% to about 20%, more alternatively from about 0.1% to about 10%, by weight of the product, of a surfactant.
[0036] Suitable silicones include Si-O moieties and may be selected from (a) non-functionalized siloxane polymers, (b) functionalized siloxane polymers and combinations thereof. The molecular weight of the organosilicone is normally indicated by reference to the viscosity of the material. In one aspect, organosilicones may have a viscosity of about 10 to about 2,000,000 centistokes at 25 °C. In another aspect, suitable organosilicones may have a viscosity of about 10 to about 800,000 centistokes at 25 °C.
[0037] Suitable organosilicones may be linear, branched, or cross-linked. In some examples, the organosilicone may be a cyclic silicone. The cyclic silicone may be a cyclomethicone of the formula [(CH3)2SiO]n, where n is an integer that may range from about 3 to about 7, or from about 5 to about 6.
[0038] In some examples, the organosilicone may include a functionalized siloxane polymer. Functionalized siloxane polymers may include one or more functional moieties selected from the amino group, Petition 870250080574, dated 08 / 09 / 2025, pages 112 / 125 25 / 31 starch, alkoxy, hydroxy, polyether, carboxy, hydride, mercapto, sulfate phosphate and / or quaternary ammonium moieties. These moieties may be directly attached to the siloxane structure via a divalent (i.e., “pendant”) alkylene radical or may form part of the structure. Suitable functionalized siloxane polymers include materials selected from the group consisting of aminosilicones, amidosilicones, silicone polyethers, silicone-urethane polymers, quaternary ABn silicones, amino ABn silicones and combinations thereof.
[0039] In some examples, the functionalized siloxane polymer may include a silicone polyether, also referred to as a “dimethicone copolyol”. In general, silicone polyethers include a polydimethylsiloxane structure with one or more polyoxyalkylene chains. The polyoxyalkylene moieties may be incorporated into the polymer as pendant chains or as end blocks. In some examples, the functionalized siloxane polymer may include an aminosilicone.
[0040] The product may contain less than about 5%, or from about 0.01% to about 3%, by weight of the product, of a chelating agent, such as citrates; nitrogen-containing aminocarboxylates without P, such as EDDS, EDTA and DTPA; aminophosphonates, such as diethylenetriaminepentamethylenephosphonic acid and ethylenediaminetetramethylenephosphonic acid; nitrogen-free phosphonates, for example, HEDP; and nitrogen- or oxygen-containing chelating agents without P and without carboxylates.
[0041] The hair product may contain any fragrance composition described herein at a level of 0.01% to 20% by weight (for example, 0.02% to 10% by weight, 0.05% to 5% by weight, 0.05% to 2% by weight, 0.1% to 0.5% by weight), wherein the lower limit may be 0.01% by weight, 0.02% by weight, 0.05% by weight, 0.1% by weight, 0.2% by weight or 0.5% by weight, and the upper limit may be 20% by weight, 15% by weight Petition 870250080574, dated 08 / 09 / 2025, pages 113 / 125 26 / 31 by weight, 10% by weight, 8% by weight, 6% by weight, 5% by weight, 3% by weight, 2% by weight, 1% by weight, 0.8% by weight or 0.5% by weight. In certain aspects, the rinse-out hair conditioner includes between 0.5% by weight and 1.2% by weight of the high-performance fragrance composition.
[0042] As will be understood by a person skilled in the art, the fragrance ingredients that meet the criteria of formula (I) and the intensity values set forth herein may vary depending on the product and / or the components of the product base in which the fragrance ingredients will be included.
[0043] All parts, percentages and proportions referred to in this document and in the claims are by weight, unless otherwise indicated.
[0044] The values and dimensions disclosed in this document should not be understood as being strictly limited to the exact numerical values mentioned. Instead, unless otherwise indicated, each of these values is intended to mean both the stated value and a functionally equivalent range around that value. For example, a value disclosed as “50%” is intended to mean “approximately 50%” and includes, for example, 50±5%.
[0045] When a quantity, concentration, or other value or parameter is given as a range, preferred range, or a list of upper preferred values and / or lower preferred values, this shall be understood as specifically revealing all ranges formed from any pair of any upper range limit or preferred value and any lower range limit or preferred value, regardless of whether the ranges are separately revealed. Where a range of numerical values is recited in this document, unless otherwise stated, the range is intended to include its endpoints and all whole numbers and fractions within the range. Petition 870250080574, dated 09 / 08 / 2025, pp. 114 / 125 27 / 31 For example, when a range of “1 to 10” is recited, the recited range should be interpreted as including ranges “1 to 8”, “3 to 10”, “2 to 7”, “1.5 to 6”, “3.4 to 7.8”, “1 to 2 and 7 to 10”, “2 to 4 and 6 to 9”, “1 to 3.6 and 7.2 to 8.9”, “1 to 5 and 10”, “2 and 8 to 10”, “1.5 to 4 and 8” and the like.
[0046] The terms “g”, “mg” and “μg” refer to “gram”, “milligram” and “microgram”, respectively. The terms “L” and “mL” refer to “liter” and “milliliter”, respectively.
[0047] The invention is described in more detail by the following non-limiting examples. Without further elaboration, it is believed that a person skilled in the art can, based on the description in this document, use the present invention to its full extent. All publications cited in this document are incorporated by reference in their entirety. Example 1: Analytical measurement of fragrance recovery
[0048] Preparation of the internal standard solution. Ethyl tetradecanoate (0.1 g) was placed in a 100 mL flask and ethanol was added to prepare the ethyl tetradecanoate standard.
[0049] Preparation of standard solutions. A stock solution was prepared by weighing 10*m of pure perfume in a 100 mL bottle (“m” is the theoretical weight of the perfume deposited) and adding qs with ethanol. “m” was equal to the weight of the product applied to the hair (mg) x dosage of the fragrance in the product (%).
[0050] In addition, three standard solutions representing 10%, 5% and 2% recovery were prepared by adding, respectively, 1000 pL, 500 pL and 200 pL of the stock solution in 20 mL bottles, adding 200 pL of the internal standard and qs with ethanol.
[0051] Extraction of perfume from hair. A hair sample was placed in a 30 mL container. Ethanol (20 mL) and 200 µL of the internal standard (ethyl tetradecanoate) were added to the hair sample. Each Petition 870250080574, dated 08 / 09 / 2025, pages 115 / 125 The 28 / 31 container was sealed and placed in an ultrasonic bath for 30 minutes and subsequently transferred to a shaker plate for 30 minutes. After shaking, a 2 mL gas chromatography tube was filled with the extract. Standard solutions, along with three individual samples for each hair sample, were analyzed for fragrance deposition by injecting the sample into a GC-MS using a SIM acquisition method. Standard solutions were injected into the GC-MS using the same acquisition method.
[0052] Quantification. Fragrance recovery was determined by quantifying all perfumery ingredients using a calibration curve obtained from standard solutions. Example 2: Determining fragrance intensity
[0053] The ingredients were dosed at 0.2% in the shampoo and 0.2% in the conditioner. For this analysis, samples of synthetic hair were used.
[0054] Application protocol for hair samples. Hair samples were immersed in cold water for 2 minutes. Shampoo (2 g) was applied to the sample and the hair was rotated 10 times in a circular motion in one direction and then 10 times in the other direction. The hair sample was smoothed 5 times from top to bottom and then left to rest for 5 minutes. The sample was rinsed horizontally for 30 seconds and then 2 g of conditioner was applied. Once again, the sample was rotated 10 times in a circular motion in one direction and then 10 times in the other direction, smoothed 5 times from top to bottom, left to rest for 5 minutes and rinsed horizontally for 30 seconds. The hair sample was wrung out to remove excess water and hung to dry overnight.
[0055] Evaluation of hair samples. After drying for 24 hours, a trained panel of at least 15 people evaluated the intensity of the fragrance. Petition 870250080574, dated 08 / 09 / 2025, pages 116 / 125 29 / 31 in dry hair samples compared to Allyl Amyl Glycolate (AAG) as a reference, which was equal to 50 on the intensity scale of 0 to 100. Example 3: Protocol for evaluating fragrance performance
[0056] Application protocol for hair samples. A hair conditioner base was dosed with between 0.4% by weight and 1.4% by weight of a fragrance composition of the invention. A sample of natural hair (8 g) was wetted under a stream of water (25 °C, flow rate 2 L / min) for 1 minute. The hair sample was gently squeezed with two fingers to remove excess water. The hair sample was placed in a Petri dish on a scale and 2 g of conditioner were applied to the hair sample. The hair was lathered between the palms of the hands in a clockwise direction for 10 turns, followed by 10 counter-clockwise circular movements. The sample hair was detangled and placed in a Petri dish for 15 seconds to allow the fragrance in the conditioner to be absorbed by the hair.Holding the sample horizontally with both hands, it was rinsed under a stream of water (25 °C, flow rate 2 L / min) while slowly moving from side to side for 20 seconds. Using two fingers, the hair sample was gently squeezed to remove excess water.
[0057] Evaluation of hair samples. After drying for 24 hours, a panel of 15 untrained people evaluated the fragrance intensity in the dried hair samples. Example 4: Performance of a fragrance formulation including high-performance fragrance ingredients
[0058] To demonstrate the effect of the fragrance composition of the invention on improving performance in dry hair, several different fragrance compositions and comparative compositions were prepared (Table 3). Accord AA (a reference accord) contained two ingredients with an intensity >60 at a dosage >1% (i.e., CYCLAPROP and GAMMA). Petition 870250080574, dated 09 / 08 / 2025, pp. 117 / 125 30 / 31 DECALACTONE) and an ingredient with an intensity >40 at a dosage of 2% (i.e., CYCLAMAL), with additional basic ingredients that were maintained at a constant quantity in all accords (i.e., HEXENOL CIS-3, VERDOX, PHENOXYETHYL ISOBUTYRATE, ALLYL CYCLOHEXYL PROP, IONONE BETA EXTRA, HELIONAL, DAMASCENONE, KHARISMAL). Accords AC and AC' contained three or four ingredients with an intensity >60 at a dosage >1% (i.e., CYCLAPROP, GAMMA DECALACTONE, DAMASCENONE DELTA, AMYL CINN ALD COEUR) and two or three ingredients with an intensity >40 at a dosage >2% (i.e., CYCLAMAL, OXYPHENYLON, and LILIAL). Accords AE and AD did not meet the requirements regarding the number and / or dosage of fragrance ingredients required by the method of this invention. TABLE 3 Fragrance Intensity Quantity (grams) AA AC AC' AD AE HEXENOL CIS-3 4 2 2 2 2 2 VERDOX 11 60 60 60 60 60 PHENOXYETHYL ISO BUTYRATE 14 20 20 20 20 20 ALLYL CYCLOHEXYL PROPYL 20 9 9 9 9 9 BETA-IONONE EXTRA 26 2.5 2.5 2.5 2.5 2.5 HELIONAL 28 7.5 7.5 7.5 7.5 7.5 DAMASCENONE 35 0.9 0.9 0.9 0.9 0.9 KHARISMAL 38 2.5 2.5 2.5 2.5 2.5 METH DH JASMONATE 32 120 96.1 67.6 106 110.1 CYCLAMAL 44 29 29 29 29 29 OXYPHENYLON 54 6 20 20 20 6 LILIAL 48 1 1 20 1 1 CYCLAPROP 61 12 12 12 12 12 GAMMA-DECALACTONE 66 14 14 14 14 14 DAMASCONE DELTA 67 2.5 2.5 12 2.5 2.5 AMYL-CINNAMALDEHYDE COEUR 77 0.1 10 10 0.1 10 Water - 711 711 711 711 711 Total - 1000 1000 1000 1000 1000 Perceived intensity in 24 hours 2.3 3.3 5.6 2 2.1 Petition 870250080574, dated 09 / 08 / 2025, pp. 118 / 125 31 / 31
[0059] The chords AC, AC', AD, and AE were compared with the reference chord AA. Each chord was applied at 1% in the hair conditioner base shown in Table 4. The intensity of each chord was evaluated by a neutral panel (N=12) in samples after 24 hours.
[0060] The results of this analysis indicated that the perceived intensity of each of the AC and AC' chords was significantly higher than that of the reference chord AA. In comparison, the perceived intensities of the AD and AE chords were similar to those of the reference chord AA. Example 5: Hair conditioner formulations
[0061] High-performance fragrance compositions are formulated into a rinse-out hair conditioner. Examples of rinse-out hair conditioner base formulations are presented in Tables 4 and 5. Table 4 Ingredient % w / w Water (Aqua) QS 100 Disodium EDTA (BASF) 0.10 Cetyl alcohol (BASF) 1.50 Stearyl alcohol (BASF) 2.00 Behentrimonium methosulfate (Croda) 6.00 Bishydroxy / methoxyamodimethicone (Dow) 3.00 Methylchloroisothiazolinone (and) Methylisothiazolinone (Dow) 0.10 Panthenol (DSM) 0.30 Panthenyl ethyl ether (DSM) 1.00 Citric acid (30% solution in water) 0.15
[0062] pH 4.3±0.2; Viscosity 180,000-270,000 cPs. TABLE 5 Ingredient Range % of ingredient in the formulation Water (Aqua) QS 100 QS 100 Cetearyl alcohol 1%-8% 3.00 Stearamidopropyl dimethylamine (TAS) 0%-4% 0.80 Behentrimonium chloride (BTAC) 0%-4% 0.60 Cetrimonium chloride (CTAC) 0%-4% -
Claims
1. METHOD FOR PREPARING A HIGH-PERFORMANCE FRAGRANCE COMPOSITION, the method being characterized by comprising at least the steps of: - selecting at least five fragrance ingredients, each ingredient having an analytical deposition value and a retention value, wherein the combined analytical deposition value and retention value of each fragrance fall within a range established by formula (I): 60% < R + 5 D < 150% (I), wherein “R” is the experimentally determined fragrance retention percentage in a dry hair sample after 10 hours and “D” is the experimentally determined fragrance deposition percentage in a wet hair sample, wherein the at least five fragrances comprise: (i) at least two fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of the fragrance ingredients is present in a dosage greater than 2% by weight of the high-performance fragrance composition,and (ii) at least three fragrance ingredients with an intensity value greater than 60, wherein each of the fragrance ingredients is present in a dosage greater than 1% by weight of the high-performance fragrance composition, wherein the intensity value of (i) and (ii) is determined on a scale of 0 to 100, - and combining said at least five ingredients in a high-performance composition.
2. METHOD, according to claim 1, characterized in that the intensity value of said fragrance ingredients is determined according to the method comprising at least the steps of: (a) immersing a sample of synthetic hair in cold water for 2 minutes; (b-1) applying 2 g of shampoo containing 0.2% of a fragrance ingredient to said hair sample; (b-2) rotating the hair sample 10 times in a circular motion in one direction and then 10 times in the opposite direction; (b-3) smoothing the hair sample 5 times from top to bottom; (b-4) letting the hair sample stand for 5 minutes; (b-5) rinsing the hair sample horizontally for 30 seconds; (c-1) apply 2 g of conditioner containing 0.2% of the fragrance ingredient to the hair sample; (c-2) rotate the hair sample 10 times in a circular motion in one direction and then 10 times in the opposite direction;(c-3) Smooth the hair sample 5 times from top to bottom; (c-4) Let the sample stand for 5 minutes; (c-5) Rinse the hair sample horizontally for 30 seconds; (d) Twist the hair sample and dry for 24 hours; and, (e) Evaluate the fragrance intensity of the fragrance ingredient in the dried sample using a trained panel of at least 15 people, where the intensity is rated on a scale of 0 to 100, with Allyl Amyl Glycolate (AAG) as the reference standard set at 50.
3. METHOD, according to claims 1 or 2, characterized in that the composition comprises (i) at least two to four fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of the fragrance ingredients is present in a dosage greater than 2% by weight of the fragrance composition.
4. METHOD, according to claims 1 to 3, characterized in that the composition comprises (i) at least two to four fragrance ingredients with an intensity value in the range of 40 to 60, wherein each of said fragrance ingredients is present in a dosage greater than 5% by weight of the fragrance composition.
5. METHOD, according to any one of claims 1 to 4, characterized in that the composition comprises (ii) at least three to five fragrance ingredients with an intensity value greater than 60, wherein each of the fragrance ingredients is present in a dosage greater than 1% by weight of the fragrance composition.
6. METHOD, according to claims 1 to 5, characterized in that the composition comprises (ii) at least two to four fragrance ingredients with an intensity value greater than 60, wherein each of said fragrance ingredients is present in a dosage greater than 4% by weight of the fragrance composition.
7. METHOD, according to any one of claims 1 to 6, characterized in that the composition includes at least 6, at least 7, at least 8, at least 9 or at least 10 fragrance ingredients having a combined analytical deposition value and retention value that fall within the range set forth by formula (I).
8. METHOD, according to any one of claims 1 to 7, characterized in that the fragrance ingredients are selected from Table 1: Table 1 Petition 870250080574, dated 08 / 09 / 2025, p. 122 / 125 4 / 5 Fragrance ingredients 7 60 98 CYCLAMAL 103-95-7 ¢0 39 88 BOURGEONAL 18127-01-0 4.9 91 115.5 LILIAL BO-54-6 5.3 96 122.5 ALD C-16 77-83-8 10.5 32 84.5 STARFLEUR 56836-93-2 12.4 58 120 ALD C-12 MNA 110-41-8 8 , 4 66 108 ARCTICAL 6166Θ-40-4 12.5 23 95.5 GAMMA-OECALACTONE 706-14-9 11 .5 38 , 4 95.9 THYMOL 89-83-8 12.2 57 118 OPALINE 174155-47-6 10 65 115 VANTTROPE 94-86-0 19.2 28 124 SALICYNALVA 3508-98-3 8.6 60 103 GALBASCONE 56973-85-4 11.7 13 101.5 BENZOATE OE BENZELA 120-51-4 13.6 57 125 Patchouli Oil 9 / 3 / 8014 20 13 113 Cycloprop 67634-24-6 12.3 39 100.5 Khusinil 75490-39-0 7.5 31 68.5 Indole 120-7Ξ-9 14 24 94 G Ama-unde Calactone 104-67-6 12,6 41 1'04 DAMASCONE ALPHA 24720-09-0 4.1 52 72.5 ALD C-ll INTRELEVEN 143-14-6 17 .4 26 113 RHOBOFIX 41816-03-9 6.1 56 B6.5 FARAONE 313973-37-4 18.9 29 123.5 DAMASCONE DELIA 71048-82-3 CD Ül 23.7 66.7 AMYL-CINAHALDEÍ DO 78605-96-6 12 64 124 ETH-2,4-DECADIENOATE 3025-30-7 17.0 23.4 112.4 I3SO BUTYL OUINOLINE 65442-31-1 15.9 39 118 ALD C-12 LAURIC 112-54-9 13 30 95, 9. METHOD, according to any one of claims 1 to 8, characterized in that the composition includes at least 2% by weight of DIMETH BENZ CARB BUTY, at least 2% by weight of BACDANOL, at least 1% by weight of CYCLAPROP, at least 1% by weight of UNDECALACTONE GAMMA and at least 1% by weight of AMYL CINN ALD.
10. METHOD, according to any one of claims 1 to 9, characterized in that the composition additionally includes at least 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 15, 20, 25, 30, 35, 40, 45, or at least 50 additional fragrance ingredients. Petition 870250080574, dated 09 / 08 / 2025, p. 123 / 125 5 / 5 11. METHOD, according to any one of claims 1 to 10, characterized in that the composition is prepared as a pure oil and / or is encapsulated in a distribution system.
12. METHOD, according to any one of claims 1 to 11, characterized in that the composition is incorporated into a rinse-out conditioning product.
13. METHOD, according to claim 12, characterized in that the fragrance is present in a rinse-out conditioning product at a level of 0.01% by weight to 20% by weight.
14. HIGH-PERFORMANCE FRAGRANCE COMPOSITION characterized by being obtained according to the method as defined in any one of claims 1 to 11.
15. Rinse-off hair conditioning product characterized by comprising a product base and a high-performance fragrance composition, as defined in claim 14.