Fragrance composition containing 1,3-butanediol

Abstract

The present disclosure relates to fragrance compositions, particularly fragrance compositions containing 1,3-butanediol. The present disclosure also relates to consumer products, such as leave-on products, including eau de toilette, eau de parfum, body spray, and deodorant, containing the fragrance compositions.

Description

[Technical Field]

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS This application claims the benefit of priority to European Patent Application No. 22193249.4, filed August 31, 2022, which is incorporated by reference herein as if set forth in its entirety.

[0002] The present disclosure relates to fragrance compositions, particularly fragrance compositions containing 1,3-butanediol. The present disclosure also relates to consumer products, such as leave-on products, including eau de toilette, eau de parfum, body spray, and deodorant, containing the fragrance compositions.

[0003] Background technology The use of ethanol in consumer products, typically personal care products, is controversial. Such debates arise due to religious beliefs, environmental impacts, and the tendency for skin irritation. Accordingly, a growing movement to reduce the use of ethanol in personal care products has been observed over the past decade. Many industries, particularly the fragrance industry, are facing potentially new CARB regulations that seek to limit the percentage of volatile organic compounds (VOCs) in personal fragrance products containing 10% or less fragrance to 50% by January 2031.

[0004] However, reducing the ethanol content in fragrance products presents challenges. One challenge is the reduction of olfactory impact, which is the effectiveness or intensity of a cosmetic ingredient in the initial moments of product performance. Ethanol is highly volatile, which helps create olfactory impact. Replacing ethanol in a fragrance product with a less volatile solvent tends to reduce its olfactory impact, which is detrimental because olfactory impact is a very important characteristic of fragrances, as it provides the first impression of the fragrance. Another challenge is the reduction of the solubility of fragrance components. Ethanol is useful for solubilizing fragrance components, many of which are lipophilic. Reducing ethanol reduces the solubility of fragrance components, often resulting in undesirable results.

[0005] Thus, there is a continuing need for fragrance compositions that are low in VOC content yet can elicit desirable olfactory performance and solubility of fragrance components.

[0006] Summary of the Invention The following aspects of the present disclosure seek to address one or more of the above problems.

[0007] In a first aspect, the present disclosure provides a method for manufacturing a semiconductor device, comprising: a) 1,3-butanediol, b) a fragrance component comprising greater than 25% by weight, based on the weight of the fragrance component, of a perfume ingredient having a vapor pressure greater than 0.0008 Torr at 25°C; c) a volatile solvent having a vapor pressure greater than 0.1 mmHg at 20°C in an amount of 70% by weight or less, typically 20% to 70% by weight, based on the total weight of the fragrance composition; The present invention relates to a fragrance composition comprising:

[0008] In a second aspect, the present disclosure relates to consumer products comprising the fragrance compositions described herein.

[0009] In a third aspect, the present disclosure relates to a method of enhancing or modulating the perceived olfactory impact and / or long-lasting properties of a fragrance composition, comprising combining 1,3-butanediol with fragrance components and a volatile solvent having a vapor pressure of greater than 0.1 mmHg at 20°C to obtain a fragrance composition, wherein the volatile solvent having a vapor pressure of greater than 0.1 mmHg at 20°C is in an amount of 70% by weight or less, typically 20% to 70% by weight, based on the total weight of the fragrance composition. [Brief explanation of the drawings]

[0010] [Figure 1] FIG. 1 shows a comparison of olfactory performance between a reference composition and a composition of the invention, both containing the same fragrance. [Figure 2] FIG. 1 shows a comparison of olfactory performance between compositions of the present invention and corresponding control formulations. [Figure 3] FIG. 1 shows a comparison of olfactory performance between compositions of the present invention. [Figure 4] FIG. 1 shows another comparison of olfactory performance between compositions of the present disclosure.

[0011] MODE FOR CARRYING OUT THE INVENTION As used herein, the terms "a," "an," or "the" mean "one or more" or "at least one," unless otherwise specified.

[0012] Although compositions and methods are described in terms of "comprising," "containing," or "including" various components or steps, the compositions and methods can also "consist essentially of" or "consist of" various components, materials, and steps. As used herein, the term "consisting essentially of" shall be interpreted to mean including the recited components, materials, or steps and additional components, materials, or steps that do not materially affect the basic and novel characteristics of the composition or method. In some embodiments, compositions according to embodiments of the present disclosure "consisting essentially of" the recited components or materials do not contain additional components or materials that alter the basic and novel characteristics of the composition.

[0013] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains.

[0014] It should be understood that any numerical range recited herein is intended to include all subranges subsumed therein. For example, a range of "1 to 10" is intended to include all subranges between (and including) the recited minimum value of 1 and the recited maximum value of 10, i.e., having a minimum value of 1 or more and a maximum value of 10 or less. The disclosed numerical ranges are continuous and therefore include all values ​​between the minimum and maximum values. Unless otherwise specified, the various numerical ranges specified in this application are approximations.

[0015] As used herein, the term "about" or "approximately," unless otherwise specified, refers to an acceptable error for a particular value as determined by one of ordinary skill in the art, which depends in part on how the value is measured or determined. In certain embodiments, the term "about" or "approximately" means within 1, 2, 3, or 4 standard deviations. In certain embodiments, the term "about" or "approximately" means within 50%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0.05% of a given value or range.

[0016] Throughout this disclosure, various publications may be incorporated by reference. If the meaning of any words in such a publication incorporated by reference conflicts with the meaning of the words in this disclosure, the meaning of the words in this disclosure shall control unless otherwise indicated.

[0017] Various chemical names and structures may be listed throughout this disclosure. Unless otherwise specified, any stereoisomers, such as enantiomers, diastereomers, anomers, epimers, etc., and geometric isomers, such as cis / trans or E / Z isomers, of the listed chemical name or structure are contemplated. As will be understood by those skilled in the art, a stereoisomer may have one stereocenter, giving rise to enantiomers, or two or more stereocenters, giving rise to diastereomers, with each stereocenter having one of two different stereochemistries (i.e., R or S). Enantiomers may be characterized by their ability to rotate opposing plane-polarized light to the right, designated dextrorotatory, "(+)" or "D," or to the left, designated levorotatory, "(-)" or "L." Enantiomers may exist as racemic or scalenic mixtures. Geometric isomers refer to isomers that differ in the spatial relationship of atoms around a double bond and are typically designated E or Z according to conventional understanding in the chemical arts. Geometric isomers may also exist as mixtures of E and Z isomers. All of the above-mentioned isomeric variations of the chemical names or structures listed herein are included.

[0018] In a first aspect, the present disclosure provides a method for manufacturing a semiconductor device, comprising: a) 1,3-butanediol, b) a fragrance component comprising greater than 25% by weight, based on the weight of the fragrance component, of a perfume ingredient having a vapor pressure greater than 0.0008 Torr at 25°C; c) a volatile solvent having a vapor pressure greater than 0.1 mmHg at 20°C in an amount of 70% by weight or less, typically 20% to 70% by weight, based on the total weight of the fragrance composition; The present invention relates to a fragrance composition comprising:

[0019] The amount of 1,3-butanediol, also known as butylene glycol, can be present in any suitable amount. However, in some embodiments, 1,3-butanediol is present in an amount of at least 1% by weight, typically 1% to 50% by weight, and more typically 1% to 30% by weight, based on the total weight of the fragrance composition. 1,3-butanediol may be synthesized according to known methods or typically obtained from commercial sources.

[0020] The fragrance component comprises greater than 25% by weight, based on the weight of the fragrance component, of perfume ingredients having a vapor pressure greater than 0.0008 Torr at 25°C.

[0021] In some embodiments, the fragrance component comprises greater than 45%, typically greater than 50%, more typically greater than 55% by weight, based on the weight of the fragrance component, of perfume ingredients having a vapor pressure greater than 0.0008 Torr at 25°C.

[0022] In other embodiments, the fragrance component comprises from 45% to 99%, typically from 55% to 99%, more typically from 60% to 99%, by weight of a perfume ingredient having a vapor pressure greater than 0.0008 Torr at 25°C, based on the weight of the fragrance component.

[0023] Perfume ingredients having a vapor pressure of greater than 0.0008 Torr at 25°C can be selected from perfume ingredients known to those skilled in the art. As used herein, the term "vapor pressure" refers to the partial pressure of a given chemical species in air at a defined temperature. This defines the species' tendency to be in the gas phase rather than in a liquid or solid state. The higher the vapor pressure, the greater the proportion of the material found in a closed headspace at equilibrium. This is also related to the evaporation rate of the perfume ingredient, defined in the open environment where the material leaves the system. The vapor pressure of a perfume ingredient can be determined by any method known to those skilled in the art, such as the method disclosed in International Patent Application Publication No. 2015 / 089246.

[0024] In one suitable method to determine the vapor pressure of a fragrance material, one may visit the website "https: / / scifinder.cas.org / scifinder / view / scifinder / scifinderExplore.jsf" and follow the steps listed to obtain the vapor pressure. 1. Enter the CAS Registry Number of the specific fragrance material. 2. Select vapor pressure from the search results. 3. Record the vapor pressure (in torr at 25°C).

[0025] SciFinder uses Advanced Chemistry Development (ACD / Labs) Software Version 11.02, copyright 1994–2013. If the CAS number for a particular fragrance material is unknown or does not exist, the vapor pressure may be determined directly using the ACD / Labs reference program.

[0026] Exemplary perfume ingredients having a vapor pressure greater than 0.0008 Torr at 25° C. include, but are not limited to, the ingredients listed below: [Table 1-1] [Table 1-2]

Table 1-3

Table 1-4

Table 1-5

Table 1-6

Table 1-7

Table 1-8

Table 1-9

Table 1-10

Table 1-11

Table 1-12

Table 1-13

Table 1-14

Table 1-15

Table 1-16

Table 1-17

Table 1-18

Table 1-19

[0027] In some embodiments, the fragrance component comprises one or more perfume ingredients selected from 6-octen-1-ol, 3,7-dimethyl-; benzoic acid, 2-(methylamino)-, methyl ester; 1,6-octadien-3-ol, 3,7-dimethyl-; 1,6-octadien-3-ol, 3,7-dimethyl-, 3-acetate; acetic acid, phenylmethyl ester; decanal; cyclohexene, 1-methyl-4-(1-methylethenyl)-; cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-; octanal; and mixtures thereof.

[0028] The amount of fragrance component in the fragrance composition is not particularly limited, however, in some embodiments, the fragrance component is present in an amount of less than 50% by weight, typically from 1% to 50% by weight, and more typically from 1% to 15% by weight, based on the total weight of the fragrance composition.

[0029] The volatile solvent having a vapor pressure greater than 0.1 mmHg at 20°C is present in an amount of 70% or less. In some embodiments, the volatile solvent having a vapor pressure greater than 0.1 mmHg at 20°C is present in an amount of 20% to 70% by weight, based on the total weight of the fragrance composition. In other embodiments, the volatile solvent having a vapor pressure greater than 0.1 mmHg at 20°C is present in an amount of 50% to 70% by weight, based on the total weight of the fragrance composition. In other embodiments, the volatile solvent having a vapor pressure greater than 0.1 mmHg at 20°C is present in an amount of 50% or less. In some embodiments, the volatile solvent having a vapor pressure greater than 0.1 mmHg at 20°C is present in an amount of 20% to 50% by weight, based on the total weight of the fragrance composition. In some embodiments, the volatile solvent having a vapor pressure greater than 0.1 mmHg at 20°C is present in an amount of 40%, 41%, 42%, 43%, 44%, 45%, 46%, 47%, 48%, or 49% to 50% by weight based on the total weight of the fragrance composition.

[0030] Exemplary volatile solvents having a vapor pressure greater than 0.1 mmHg at 20° C. include, but are not limited to, ethanol, methanol, propanol, isopropanol, butanol, and mixtures thereof. In certain embodiments, the volatile solvent having a vapor pressure greater than 0.1 mmHg at 20° C. comprises ethanol.

[0031] In some embodiments, the ethanol is present in an amount of 40%, 41%, 42%, 43%, 44%, 45%, 46%, 47%, 48%, or 49% to 50% by weight based on the total weight of the fragrance composition.

[0032] The fragrance composition according to the present disclosure may further comprise at least one amphiphilic organic solvent different from 1,3-butanediol and characterized by a logP of ≧−2 and ≦2.

[0033] As used herein, "logP" refers to the logarithm (base 10) of the partition coefficient (P), which is defined as the ratio of the organic (typically oil) phase concentration of a compound to the aqueous phase concentration. LogP describes the partitioning of a compound in a two-phase system consisting of octanol and water (LogP = Log(C oct / C 水 )). This parameter provides an index of the hydrophilicity / lipophilicity of a compound: the higher the LogP, the more lipophilic the compound. The LogP value may be empirically determined or calculated. In some embodiments, the logP value is calculated. A calculated logP or C logP value can be obtained for each single fragrance ingredient according to methods known to those skilled in the art. For example, C logP can be obtained according to the program EPI suite (4.0); EPA (United States Environmental Protection Agency) and Syracuse Research Corporation (SRC), 2000. In another example, C logP can be calculated according to the method described by Suzuki T. 1992, CHEMICAL C 2, QCPE Program No. 608, Department of Chemistry, Indiana University; Suzuki T., Kudo YJ, Comput.-Aided Mol.Design 1990, 4, 155; Suzuki T., J.Comput.-Aided Mol.Design 1991, 5, 149. In yet another example, C log P may be determined using the application available at the following website: http: / / www.daylight.com / daycgi / clogp.

[0034] In certain embodiments, the at least one amphiphilic organic solvent is selected from the group consisting of glycols, typically 1,2-alkanediols such as 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, and 1,2-octanediol, and 1,3-alkanediols such as 1,3-propanediol, 2-methyl-1,3-propanediol, and 3-methyl-1,3-butanediol; 1,4-alkanediols such as 1,4-butanediol; dipropylene glycol, polyalkylene glycols, typically polyethylene glycol, polypropylene glycol, and poly(ethylene / propylene) glycol; C1-C10 alkyl esters of citric acid, typically triethyl citrate, and combinations thereof.

[0035] In certain embodiments, the fragrance composition further comprises a 1,2-alkanediol, typically 1,2-propanediol. In some embodiments, the fragrance composition further comprises 1,2-propanediol and one or more amphiphilic organic solvents selected from the group consisting of glycols, typically 1,2-alkanediols such as 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, and 1,2-octanediol, and 1,3-alkanediols such as 1,3-propanediol, 2-methyl-1,3-propanediol, and 3-methyl-1,3-butanediol; 1,4-alkanediols such as 1,4-butanediol; dipropylene glycol; polyalkylene glycols, typically polyethylene glycol, polypropylene glycol, and poly(ethylene / propylene) glycol; C1-C10 alkyl esters of citric acid, typically triethyl citrate, and combinations thereof.

[0036] The amount of the at least one amphiphilic organic solvent is not particularly limited, however, in one embodiment, the at least one amphiphilic organic solvent is present in an amount of 0.1% to 50% by weight, typically 0.1% to 30% by weight, more typically 5% to 15% by weight, based on the total weight of the fragrance composition.

[0037] The fragrance composition may further comprise a perfume adjunct.As used herein, a perfume adjunct refers to an ingredient that is used for the primary purpose of providing a pleasant effect, i.e., providing or adjusting an odor.In other words, such an adjunct must be recognized by those skilled in the art to be considered as a fragrance, not just having an odor, but also being able to provide or modify the odor of the composition in a positive or pleasant way.A perfume adjunct may provide additional benefits beyond modifying or providing an odor, such as longevity, blooming, malodor control, antibacterial effect, antiviral effect, microbial stability or pest control.

[0038] The nature and type of perfume co-ingredients do not warrant a more detailed description herein, 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 organoleptic effect. Generally speaking, these perfume co-ingredients belong to various chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen or sulfite heterocyclic compounds, and essential oils. The perfume co-ingredients can be of natural or synthetic origin. Suitable perfume co-ingredients are in any case listed in references such as S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its more recent editions, or other works of a similar nature, as well as in the abundant patent literature in the field of perfumery. It is also understood that the co-ingredients may be compounds known as pro-perfumes or pro-fragrances, known to release various types of perfume compounds in a controlled manner.

[0039] In some embodiments, the fragrance composition further comprises at least one fragrance modulator.

[0040] Fragrance modulators, also known as fixatives, are agents capable of affecting the way the odor, particularly evaporation rate and intensity, of a composition incorporating said modulator can be perceived over time by an observer or user, compared to the same perception in the absence of the modulator. In particular, modulators allow for an extended period of time over which a fragrance is perceived.

[0041] Examples of fragrance modulators suitable for use in accordance with the present disclosure include caprylyl alcohol, octanol, butyl octanol, isotridecyl alcohol, hexyldecanol, isostearyl alcohol, octyldodecanol, octyldodecanol, decyltetradecanol, tetradecyloctadecanol, PPG-20 methyl glucose ether, methyl glucoside polyol; ethyl glucoside polyol; propyl glucoside polyol; isocetyl alcohol; PPG-3 myristyl ether; neopentyl glycol diethylhexanoate; sucrose laurate; sucrose dilaurate, sucrose myristate, sucrose palmitate, sucrose stearate, sucrose distearate, sucrose tristearate, hyaluronic acid esters ... These include, but are not limited to, hyaluronic acid disaccharide sodium salt, sodium hyaluronate, propylene glycol propyl ether; dicetyl ether; polyglycerin-4 ether; isoceteth-5; isoceteth-7, isoceteth-10; isoceteth-12; isoceteth-15; isoceteth-20; isoceteth-25; isoceteth-30; disodium lauroamphodipropionate; hexaethylene glycol monododecyl ether; and mixtures thereof; neopentyl glycol diisononanoate; cetearyl ethylhexanoate; panthenol ethyl ether, DL-panthenol, N-hexadecyl n-nonanoate, noctadecyl n-nonanoate, pro-fragrance, cyclodextrin, encapsulation, and any combination thereof.

[0042] In one embodiment, the at least one fragrance modulator is hexyldecanol.

[0043] The fragrance composition may further comprise water, in some embodiments, present in an amount of from 0.1% to 99% by weight, typically from 0.1% to 30% by weight, more typically from 10% to 30% by weight, based on the total weight of the fragrance composition.

[0044] The fragrance composition described herein may contain a solid carrier. The fragrance composition or some elements of the fragrance composition, such as fragrance components, may be chemically or physically bound. Generally, such solid carriers are used to stabilize the composition or to control the evaporation rate of the composition or some components. Solid carriers are currently used in the art, and those skilled in the art know how to achieve the desired effect. Suitable solid carriers include, but are not limited to, absorbent gums or polymers or inorganic materials, such as porous polymers, cyclodextrins, dextrins, maltodextrins, wood-based materials, organic or inorganic gels, clays, gypsum talc, or zeolites.

[0045] Other suitable solid carriers include encapsulating materials. Examples of such materials include wall-forming and plasticizing materials, such as glucose syrup, natural or modified starch, hydrocolloids, cellulose derivatives, polyvinyl acetate, polyvinyl alcohol, proteins or pectin, vegetable gums, such as gum acacia (gum arabic), urea, sodium chloride, sodium sulfate, zeolites, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, carbohydrates, sugars, such as sucrose, monosaccharides, disaccharides, and polysaccharides, and derivatives, such as chitosan, starch, cellulose, carboxymethylmethylcellulose, methylcellulose. , hydroxyethyl cellulose, ethyl cellulose, propyl cellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol, and isomalt, polyethylene glycol (PEG), polyvinylpyrrolidine (PVP), polyvinyl alcohol, acrylamide, acrylates, polyacrylic acid and related maleic anhydride copolymers, amine functional polymers, vinyl ethers, styrene, polystyrene sulfonate, vinyl acid, ethylene glycol-propylene glycol block copolymers, vegetable gum, acacia gum, pectin, xanthan, alginate, carrageenan, citric acid or any water soluble solid acid, fatty alcohol or fatty acid, and mixtures thereof.

[0046] Other suitable encapsulating materials are described in reference texts known to those skilled in the art, for example, H. Scherz, Hydrokolloides: Stabilisatoren, Dickungs-und Geliermittel in Lebensmitteln, Band 2 der Schriftenreihe Lebensmittelchemie, Lebensmittelqualitat, Behr's Verlag GmbH & Co., Hamburg, 1996. Encapsulation is a process well known to those skilled in the art and can be carried out, for example, by using techniques such as spray drying, coagulation, or even extrusion; or by coating encapsulation, including coacervation and complex coacervation techniques.

[0047] Other exemplary solid carriers include core-shell capsules having resins of the aminoplast, polyamide, polyester, polyurea, or polyurethane type, and mixtures thereof, prepared using techniques well known to those skilled in the art, such as phase separation induced by polymerization, interfacial polymerization, coacervation, or combinations thereof, optionally in the presence of polymeric stabilizers or cationic copolymers.

[0048] Resins can be produced by polycondensation of aldehydes (e.g., formaldehyde, 2,2-dimethoxyethanal, glyoxal, glyoxylic acid, or glycolaldehyde, and mixtures thereof) with amines such as urea, benzoguanamine, glycoluril, melamine, methylolmelamine, methylated methylolmelamine, guanazole, and mixtures thereof. Alternatively, preformed resins such as alkylated polyamines, such as those commercially available under the Urac® (manufactured by Cytec Technology Corp.), Cymel® (manufactured by Cytec Technology Corp.), Urecoll®, or Luracoll® (manufactured by BASF), can be used.

[0049] Other suitable resins are those produced by polycondensation of polyols, such as glycerol, and polyisocyanates, for example the trimer of hexamethylene diisocyanate, the trimer of isophorone diisocyanate or xylylene diisocyanate, or the biuret of hexamethylene diisocyanate, or the trimer of xylylene diisocyanate with trimethylolpropane (marketed under the trademark Takenate® by Mitsui Chemicals, Inc.), among which mention may be made of the trimer of xylylene diisocyanate with trimethylolpropane and the biuret of hexamethylene diisocyanate.

[0050] The encapsulation of perfumes by polycondensation of amino resins, i.e., melamine-based resins, with aldehydes is well known in the art.Relevant publications include, but are not limited to, K. Dietrich et al., Acta Polymerica, 1989, Vol. 40, pp. 243, 325, and 683, and 1990, Vol. 41, pp. 91, and U.S. Patent No. 4,396,670, issued August 2, 1983.General knowledge in encapsulation technology is very important and cannot be comprehensive.More recent relevant publications that disclose the appropriate use of such microcapsules are represented, for example, by the article by K. Bruyninckx and M. Dusselier, ACS Sustainable Chemistry & Engineering, 2019, Vol. 7, pp. 8041-8054.These publications are incorporated herein by reference.

[0051] The fragrance composition may optionally include at least one perfume adjuvant.

[0052] The at least one perfume adjuvant is an ingredient capable of imparting additional benefits such as color, specific light resistance, chemical stability, etc. A detailed description of the nature and type of adjuvants commonly used in perfume compositions is not exhaustive, but it must be mentioned that said ingredients are well known to those skilled in the art.

[0053] Exemplary perfume adjuvants include, but are not limited to, viscosity agents (e.g., surfactants, thickeners, gelling and / or rheology modifiers), stabilizers (e.g., preservatives, antioxidants, heat / light and / or buffers or chelating agents, such as BHT), colorants (e.g., dyes and / or pigments), preservatives (e.g., antibacterial, antimicrobial, antifungal, or anti-irritant agents), abrasives, skin cooling agents, insect repellents, ointments, vitamins, and mixtures thereof.

[0054] The fragrance compositions according to the present disclosure can be prepared according to any method known to those skilled in the art, who can perfectly design the optimal formulation for the desired effect by applying standard knowledge and concepts known to those skilled in the art and by utilizing routine optimization methodologies to mix the above-mentioned components to arrive at the desired composition.

[0055] In a second aspect, the present disclosure relates to consumer products comprising the fragrance compositions described herein.

[0056] The form of the consumer product is not particularly limited. In some embodiments, the consumer product is a fragrance, a body care product, a cosmetic preparation, a skin care product, a fabric care product, an air care product, or a home care product.

[0057] In another embodiment, the consumer product is a light fragrance, a splash, an eau de toilette, an eau de parfum, a cologne, a body mist, a body spray, a hair mist, a shave or aftershave lotion, a shampoo, a coloring preparation, a color care product, a hair shaping product, a dental care product, a disinfectant, an intimate care product, a hair spray, a vanishing cream, a deodorant or antiperspirant, a depilatory, a tanning or sun product, a nail product, skin cleansing, makeup, a scented soap, a shower or bath mousse, an oil or gel, a foot / hand care product, a hygiene product, a liquid or solid or unit dose detergent, a fabric softener, a solid or liquid fabric scent booster, a fabric refresher, an ironing water, an air freshener, a "ready to use" powder air freshener, a mold remover, a furniture care product, a wipe, a dish detergent or hard surface cleaner, a leather care product, or a car care product.

[0058] The amount of the fragrance composition in the consumer product is not particularly limited. In some embodiments, the consumer product comprises the fragrance composition in an amount of 1% to 100% by weight, typically 1% to 95% by weight, more typically 2% to 80% by weight, and even more typically 3% to 70% by weight, based on the total weight of the consumer product.

[0059] In some embodiments, the consumer product comprises the fragrance composition in an amount of from 1% to 30% by weight, typically from 2% to 20% by weight, and more typically from 3% to 10% by weight, based on the total weight of the consumer product.

[0060] In a third aspect, the present disclosure relates to a method of enhancing or modulating the perceived olfactory impact and / or long-lasting properties of a fragrance composition, comprising combining 1,3-butanediol with fragrance components and a volatile solvent having a vapor pressure of greater than 0.1 mmHg at 20°C to obtain a fragrance composition, wherein the volatile solvent having a vapor pressure of greater than 0.1 mmHg at 20°C is in an amount of 70% by weight or less, typically 20% to 70% by weight, based on the total weight of the fragrance composition.

[0061] Generally, combining 1,3-butanediol with fragrance components and a volatile solvent having a vapor pressure greater than 0.1 mmHg at 20° C. can be accomplished using any suitable method known to those skilled in the art. For example, the components can be weighed and then mixed, typically by stirring, until homogeneous.

[0062] Fragrance compositions according to the present disclosure are generally homogeneous and transparent. As used herein, the term "homogeneous" means that all components of the composition are completely solubilized and the composition is uniform throughout. As used herein, the term "transparent" means that the composition has the property of transmitting light without appreciable light scattering. The transparency of a composition can be assessed by determining its turbidity, expressed in NTU (Nephelometric Turbidity Units), using a turbidimeter, measured in a 2.5 cm cell at 25°C and wavelengths between 400 and 600 nm. In some embodiments, the composition has a turbidity between 0 and 20 NTU.

[0063] Reference is made to the use of 1,3-butanediol to enhance or modify the perceived olfactory impact and / or long-lasting properties of fragrance compositions comprising volatile solvents having a vapor pressure greater than 0.1 mmHg at 20°C in an amount of up to 70% by weight, typically between 20% and 70% by weight, based on the total weight of the fragrance components and fragrance composition.

[0064] The compositions, products, methods, and uses according to the present disclosure are further illustrated by the following non-limiting examples.

[0065] Example 1. Eau de Toilette (EDT) according to the present disclosure An eau de toilette (EDT) according to the present disclosure was made by combining a fragrance ("Fragrance A") with the components and amounts summarized in Table 1 below. To obtain the composition of the present disclosure, all components were weighed and mixed in a beaker under magnetic stirring. A fragrance, typically a fragrance oil, was added to the mixture. Water was added and the solution was stirred until homogeneous. [Table 2]

[0066] "Fragrance A" had an inverted pyramid structure and contained the perfume ingredients listed in Table 2 below. [Table 3]

[0067] Example 2. Sensory panel A sensory panel was conducted to measure the olfactory performance comparing a reference EDT ("Control 1") and an EDT of the present invention ("EDT1"), both containing Fragrance A.

[0068] A Prazitherm PZ72 slide warmer was preheated to 32°C for 30 minutes. The blotter papers were placed on a precision hot plate. Using an adjustable volume pipette, 20 μl of solution was dispensed directly into the center of the glass plate and allowed to evaporate at 32°C. At different times (t = 0 min (fresh), 2 h, 4 h, and 6 h), randomized blotters were evaluated by seven panelists.

[0069] The methodology used was a three-way forced choice test. For each time point, panelists were presented with three samples, two of which were reference EDT ("Control 1") and one of which was the EDT1 of the present invention.

[0070] Panelists indicated which sample they perceived as higher in terms of overall strength.

[0071] hypothesis: H0: The two samples are not different. H1: Samples with technology have greater overall strength than samples without technology.

[0072] Associated risks: H0 rejection = α risk: Risks associated with false positives, which lead to conclusions that products are different when in fact they are not. Data were analyzed using binomial statistics.

[0073] Data interpretation: For p-values ​​obtained at α ≤ 0.05, samples with the technique had a stronger overall strength than samples without the technique. A trend difference was determined if the p-value obtained for α was 0.05<α≦0.10. For p values ​​obtained with α>0.10, the samples were not significantly different.

[0074] The results of the sensory evaluation are shown in Figure 1. Figure 1 shows a comparison of the olfactory performance between a reference EDT ("Control 1") and an EDT of the present invention ("EDT1"), both containing the same fragrance. The sensory panel results presented in Figure 1 show significantly higher performance of Fragrance A in EDT1 compared to the reference EDT at all time points. Thus, EDT1 was shown to provide greater fragrance impact and longer lasting power compared to the reference EDT.

[0075] Example 3. Effect of fragrance composition A sensory panel was conducted on several fragrances to test the effect of fragrance composition, characterized by the vapor pressure of the fragrance ingredients' constituents, on impact and longevity in the EDT of the present invention. The fragrances (Table 3), control formulations (Table 4), and formulations of the present invention (Table 5), characterized by the percentage of ingredients with vapor pressures above and below 0.0008 Torr (25°C), are shown below. [Table 4] [Table 5] [Table 6]

[0076] The EDTs of the present invention in Table 5 were compared to their corresponding control formulations in Table 4 using the methodology described in Example 2.

[0077] The sensory panel results are summarized in Figure 2, which shows a comparison of olfactory performance between the EDTs of the present invention in Table 5 compared to the corresponding control formulations in Table 4. Table 6 below summarizes the p-values ​​for the results shown in Figure 2. [Table 7]

[0078] These results show that olfactory impact and long-lasting properties were achieved with the low-VOC EDT of the present invention. It was found that olfactory impact and long-lasting properties increased with the proportion of fragrance materials having a vapor pressure greater than 0.0008 Torr at 25°C.

[0079] Example 4. Effect of 1,3-butanediol dosage. To test the effect of 1,3-butanediol dosage on fragrance impact, a sensory panel was conducted to compare Fragrance SR in a low VOC formulation containing 5% 1,3-butanediol with Fragrance SR in a low VOC formulation containing 10% 1,3-butanediol. The two low VOC formulations are shown in Table 7 below. [Table 8]

[0080] EDT9 and EDT10 were compared using the methodology described in Example 2 (EDT9 is taken as the reference).

[0081] The results of the sensory panel are summarized in Figure 3. Figure 3 shows a comparison of olfactory performance between EDT9 and EDT10. The results show significantly higher performance of Fragrance SR in EDT10 compared to EDT9. Thus, 10% 1,3-butanediol is shown to impart a greater impact to Fragrance SR than 5% 1,3-butanediol.

[0082] Example 5. Use of a fragrance modulator To test the effect of adding a fragrance modulator or fixative, a sensory panel was conducted to compare EDT 9 from Example 4 with fragrance SR in a low-VOC EDT ("EDT 11") containing 1% of the fragrance modulator, hexyldecanol, as shown in Table 8. [Table 9]

[0083] EDT9 and EDT11 were compared using the methodology described in Example 2 (EDT9 was taken as the reference).

[0084] The sensory panel results are summarized in Figure 4, which shows a comparison of olfactory performance between EDT9 and EDT11. The sensory panel results show a significantly higher performance of fragrance SR in EDT11 compared to EDT9, indicating that the addition of hexyldecanol has a greater impact on fragrance SR.

[0085] Example 6. Solubility test This test was performed on a fragrance ("Fragrance QS") characterized by a logP greater than 5 and containing a large amount of perfume ingredients that would cause solubility problems in hydroalcoholic solutions due to their high lipophilic content. Two low-VOC formulations were prepared, as shown in Table 9 below. [Table 10]

[0086] To test the effect of adding hexyldecanol on solubility, EDT12 and EDT13 were prepared. The EDT formulations were subjected to extreme temperature fluctuations for 6 days: 24 hours at -20°C / 24 hours at +25°C, 3 cycles. At the end of the test, the properties of each sample were evaluated.

[0087] Slight phase separation was observed in EDT12, whereas EDT13 was clear and homogeneous, thus demonstrating that the addition of hexyldecanol improves the solubility of lipophilic perfume ingredients.

[0088] The disclosed subject matter has been described with reference to specific details of particular embodiments thereof. It is not intended that such details be considered limitations on the scope of the disclosed subject matter, except to the extent that they are included in the appended claims.

[0089] Thus, the exemplary embodiments described herein are well adapted to achieve the objects and advantages mentioned, as well as those inherent therein. The particular embodiments disclosed above are illustrative only, as the exemplary embodiments described herein may be modified and practiced in different but equivalent manners apparent to those skilled in the art having the benefit of the teachings herein. Furthermore, no limitations are intended to the details of construction or design shown herein, other than as described in the following claims. It is therefore evident that the specific exemplary embodiments disclosed above may be altered, combined, or modified, and all such variations are considered within the scope and spirit of the exemplary embodiments described herein. The exemplary embodiments illustratively disclosed herein may suitably be practiced in the absence of any element not specifically disclosed herein and / or any optional element disclosed herein.

Claims

1. at least a) 1,3-butanediol, b) a fragrance component comprising greater than 25% by weight, based on the weight of the fragrance component, of a perfume ingredient having a vapor pressure greater than 0.0008 Torr at 25°C; c) a volatile solvent having a vapor pressure greater than 0.1 mmHg at 20°C in an amount of up to 70% by weight, typically 20% to 70% by weight, based on the total weight of the fragrance composition; A fragrance composition comprising:

2. 2. The fragrance composition of claim 1, wherein 1,3-butanediol is present in an amount of at least 1% by weight, typically from 1% to 50% by weight, more typically from 1% to 30% by weight, based on the total weight of the fragrance composition.

3. 3. A fragrance composition according to claim 1 or 2, wherein the fragrance component is present in an amount of less than 50% by weight, typically from 1% to 50% by weight, more typically from 1% to 15% by weight, relative to the total weight of the fragrance composition.

4. 4. A fragrance composition according to any one of claims 1 to 3, wherein the fragrance component comprises more than 45%, typically more than 50%, more typically more than 55% by weight, based on the weight of the fragrance component, of perfume ingredients having a vapor pressure of more than 0.0008 Torr at 25°C.

5. 5. The fragrance composition of claim 4, wherein the fragrance component comprises from 45% to 99%, typically from 55% to 99%, more typically from 60% to 99%, by weight of perfume ingredients having a vapor pressure greater than 0.0008 Torr at 25°C, based on the weight of the fragrance component.

6. 6. A fragrance composition according to any one of claims 1 to 5, further comprising at least one amphiphilic organic solvent different from 1,3-butanediol and characterized by a log P of ≧−2 and ≦2.

7. The at least one amphiphilic organic solvent may be selected from the group consisting of glycols, typically 1,2-alkanediols, such as 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, and 1,2-octanediol, and 1,3-alkanediols, such as 1,3-propanediol, 2-methyl-1,3-propanediol, and 3-methyl-1,3-butanediol; 1,4-alkanediols, such as 1,4-butanediol; dipropylene glycol; polyalkylene glycols, typically polyethylene glycol, polypropylene glycol, and poly(ethylene / propylene) glycol; C of citric acid; １ ~C １０ 7. The fragrance composition of claim 6, wherein the hydroxybenzoate is selected from the group consisting of alkyl esters, typically triethyl citrate, and combinations thereof.

8. 8. A fragrance composition according to claim 6 or 7, wherein the at least one amphiphilic organic solvent is present in an amount of from 0.1% to 50% by weight, typically from 0.1% to 30% by weight, more typically from 5% to 15% by weight, relative to the total weight of the fragrance composition.

9. 9. A fragrance composition according to any one of claims 1 to 8, wherein the volatile solvent having a vapour pressure of more than 0.1 mmHg at 20°C is present in an amount of up to 50% by weight, typically from 20% to 50% by weight, relative to the total weight of the fragrance composition.

10. 10. The fragrance composition of any one of claims 1 to 9, further comprising at least one fragrance modulator.

11. 11. The fragrance composition of claim 10, wherein said at least one fragrance modulator is hexyldecanol.

12. 12. A fragrance composition according to any one of claims 1 to 11, further comprising water.

13. 13. The fragrance composition of claim 12, wherein the water is present in an amount of from 0.1% to 99% by weight, typically from 0.1% to 30% by weight, more typically from 10% to 30% by weight, relative to the total weight of the fragrance composition.

14. A consumer product comprising a fragrance composition according to any one of claims 1 to 13.

15. 15. The consumer product of claim 14, which is a fragrance, a body care product, a cosmetic preparation, a skin care product, a fabric care product, an air care product, or a home care product.

16. 16. The consumer product of claim 14 or 15, which is a light fragrance, splash, eau de toilette, eau de parfum, cologne, body mist, body spray, hair mist, shave or aftershave lotion, shampoo, coloring preparation, color care product, hair shaping product, dental care product, disinfectant, intimate care product, hair spray, vanishing cream, deodorant or antiperspirant, depilatory, tanning or sun product, nail product, skin cleansing, make-up, scented soap, shower or bath mousse, oil or gel, foot / hand care product, hygiene product, liquid or solid or unit dose detergent, fabric softener, solid or liquid fabric scent booster, fabric refresher, ironing water, deodorizer, "ready to use" powder deodorizer, mold remover, furniture care product, wipe, dish detergent or hard surface cleaner, leather care product, or car care product.

17. 1. A method for enhancing or modulating the perceived olfactory impact and / or long-lasting properties of a fragrance composition, comprising the step of combining 1,3-butanediol with fragrance components and a volatile solvent having a vapor pressure of greater than 0.1 mmHg at 20°C to obtain the fragrance composition, wherein the volatile solvent having a vapor pressure of greater than 0.1 mmHg at 20°C is in an amount of up to 70% by weight, typically from 20% to 70% by weight, based on the total weight of the fragrance composition.

18. Use of 1,3-butanediol to enhance or modify the perceived olfactory impact and / or long-lasting properties of a fragrance composition comprising a volatile solvent having a vapor pressure greater than 0.1 mmHg at 20°C in an amount of up to 70% by weight, typically 20% to 70% by weight, based on the total weight of the fragrance components and fragrance composition.

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