Compositions containing fragrance materials

By using high vapor pressure ester-containing fragrance materials such as 3-methoxybutyl acetate, the problem of low vapor pressure in fruit-scented fragrance materials has been solved, achieving effective diffusion of fragrances in consumer products and achieving environmental protection and cost savings.

CN122095068APending Publication Date: 2026-05-26PROCTER & GAMBLE CO
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Patent Information

Application Number
CN202480065969.9
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-10-26
Filing Date
2024-10-25
Publication Date
2026-05-26

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Abstract

Compositions including fragrance materials with fruity notes, such as consumer products and / or fragrance compositions.
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Description

Technical Field

[0001] This disclosure relates to compositions comprising fragrance materials having fruity aroma notes, such as consumer products and / or fragrance compositions. This disclosure also relates to methods for preparing and using such compositions. Background Technology

[0002] Consumer products infused with pleasant fragrances (such as cleaning products, soaps, detergents, fabric fresheners, antiperspirants, air fresheners, and high-quality fragrances) are always in high demand. Consumers generally prefer fragrance materials that are described as "fruity" or have a "fruity scent." Most fruity fragrance materials have ester functional groups. However, a significant drawback of most ester-based fruity fragrance materials is their relatively low vapor pressure. Low vapor pressure fragrance materials resist escaping from liquid consumer product compositions, thus reducing their likelihood of reaching the consumer's nose and providing a pleasant sensation. Therefore, there is a persistent demand for new fragrance materials that possess both a fruity scent and a relatively high vapor pressure.

[0003] Furthermore, in order to overcome the low vapor pressure while still imparting the desired fruity scent to consumer products, manufacturers have traditionally simply added more fruity fragrance materials containing esters to them. New fragrance materials that possess both fruity notes and relatively high vapor pressure would allow for lower dosage levels in consumer products, thus providing more sustainable consumer products that also deliver the desired fruity scent.

[0004] Therefore, there is a continued demand for novel fragrance materials with fruity notes that can be used in consumer products, compositions, and related methods. Summary of the Invention

[0005] This disclosure relates to compositions comprising fragrance materials, such as consumer products and / or fragrance compositions, the fragrance material comprising at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate.

[0006] For example, this disclosure relates to a consumer product comprising: a first fragrance material comprising at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate, wherein the fragrance material is present in an amount of at least 0.0003% by weight of the consumer product composition; and a processing aid.

[0007] This disclosure also relates to consumer products, such as laundry detergents and other cleaning products, comprising: a first fragrance material comprising at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate, wherein the fragrance material is present in an amount between about 0.0003% and about 0.8% by weight of the consumer product composition; and a treatment aid.

[0008] This disclosure also relates to consumer products, such as high-quality fragrance compositions, laundry fragrance enhancers, and air freshener liquid compositions, the consumer products comprising: a first fragrance material comprising at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate, wherein the fragrance material is present in an amount between about 0.0003% and about 20.0% by weight of the consumer product composition; and a treatment aid.

[0009] This disclosure also relates to a method for preparing a consumer product, the method comprising the step of combining a first fragrance material with a processing aid or a substrate, wherein the first fragrance material comprises at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate.

[0010] This disclosure also relates to a method for treating a surface or environment, the method comprising the step of providing a fragrance material to the surface or environment, the fragrance material comprising at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate.

[0011] This disclosure also relates to the use of fragrance materials comprising at least one of the following on surfaces or in the environment: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate. Detailed Implementation

[0012] This disclosure relates to compositions, consumer products, and methods comprising fragrance materials having fruity notes. In addition to having fruity notes, the ester-containing fragrance materials detailed herein possess certain advantageous properties that make them more attractive to consumer product manufacturers. For example, because the ester-containing fragrance materials described herein have a relatively higher vapor pressure compared to conventional fragrance materials with fruity notes, they may be even more desirable by saving on raw material costs, carbon footprint, and / or formulation space. Furthermore, because the fragrance materials detailed herein contain ester bonds, such fragrance materials are also expected to have improved biodegradability.

[0013] Fragrance materials, compositions, consumer products, and related methods are discussed in more detail below.

[0014] As used herein, the articles “a” and “an” when used in a claim are to be understood to refer to one or more things protected or described by the claims. As used herein, the terms “comprising,” “including,” and “containing” are intended to be non-limiting. The compositions of this disclosure may comprise, consist substantially of, or be composed of the components of this disclosure.

[0015] The term "substantially free" may be used herein. This means that the referred material is present in very small amounts, not intentionally added to the composition to form a portion of the composition, or preferably not at analytically detectable levels. This means that the composition includes the referred material only as an impurity among other intentionally added materials. If present, the referred material may be present at levels of less than 1%, less than 0.1%, less than 0.01%, or even 0% by weight of the composition.

[0016] As used herein, “consumer products” can include baby care products, beauty care products, fabric and home care products, household care products, feminine care products, health products, food (including snacks), beverages, and / or high-quality fragrance products or devices that are generally intended for use or consumption in the form of a product for sale. Such products include, but are not limited to, diapers, bibs, wipes; products and / or methods involving the treatment of hair (human, dog, and / or cat hair), including bleaching, coloring, dyeing, conditioning, shampooing, and styling; deodorants and antiperspirants; personal hygiene products; cosmetics; skin care products, including the application of creams, lotions, and other topical products (including high-quality fragrance products) for consumer use; and shaving products, including products and / or methods involving the treatment of fabrics, hard surfaces, and any other surfaces in fabric and home care areas, including: air care (including air fresheners and fragrance delivery systems), car care, dishwashing, fabric conditioning (including softening and / or freshening), laundry detergents, laundry detergent and rinse additives and / or conditioners. Cleaning and / or treatment of hard surfaces (including floor and toilet cleaners), and other cleaning for consumer or business use; products and / or methods relating to toilet paper, facial tissues, paper towels and / or paper towels; tampons, feminine hygiene products; products and / or methods relating to oral care, including toothpaste, teething gels, teeth cleaners, denture adhesives, teeth whitening; over-the-counter health products, including cough and cold medicines, analgesics, RX medications, pet health and nutrition; food products, including processed food products primarily intended for consumption between or as a dietary supplement (non-limiting examples include potato chips, unfermented corn chips, popcorn, crackers, tortilla chips, cereal bars, vegetable flakes or chips, snack mixes, party mixes, multigrain flakes, snack biscuits, cheese snacks, pork rinds, corn snacks, small ball snacks, squeezed snacks and bagel flakes); beverages, including carbonated drinks, tea, flavored water and coffee; and water purification.

[0017] As used herein, the phrase "fabric care products" includes compositions and formulations designed to treat fabrics. Such compositions include, but are not limited to, laundry cleaning compositions and detergents, fabric softening compositions, fabric strengthening compositions, fabric freshening compositions, laundry pre-wash agents, laundry pre-treatment agents, laundry additives, spray products, dry cleaning agents or compositions, laundry rinsing additives, washing additives, post-rinse fabric treatment agents, ironing aids, unit-dosage formulations, delayed-delivery formulations, detergents on or incorporated into porous substrates or nonwoven sheets, and other suitable forms that are apparent to those skilled in the art from the teachings herein. Such compositions may be used as laundry pre-treatment agents, laundry post-treatment agents, or may be added during rinsing or washing cycles in a laundry operation.

[0018] Unless otherwise specified, all component or composition levels refer to the active portion of the component or composition and do not include impurities that may be present in commercially available sources of such components or compositions, such as residual solvents or byproducts (including small amounts of decomposition products that may form during storage).

[0019] Unless otherwise specified, all temperatures in this document are in degrees Celsius (°C). Unless otherwise specified, all measurements in this document were taken at 20°C and atmospheric pressure.

[0020] In all embodiments of this disclosure, unless otherwise specified, all percentages are by weight of the total composition. Unless otherwise specified, all ratios are by weight.

[0021] It should be understood that each maximum numerical limit given throughout this specification includes each lower numerical limit, as such lower numerical limits are explicitly stated herein. Each minimum numerical limit given throughout this specification will include each higher numerical limit, as such higher numerical limits are explicitly stated herein. Each numerical range given throughout this specification will include each narrower numerical range falling within such a wider numerical range, as all such narrower numerical ranges are explicitly stated herein.

[0022] Ester-containing fragrance materials with fruity notes :

[0023] Many of the compositions, products, and methods described herein include ester-containing fragrance materials with fruity notes. As described in more detail below, such materials are believed to provide compositions and products with a pleasant aroma, while also possessing certain advantageous properties such as a relatively high vapor pressure that provides a more pronounced aromatic bloom, which helps to save on raw material costs and reduce the carbon footprint.

[0024] As described herein, the ester-containing compounds specifically detailed are referred to as fragrance materials. As further described in the Examples section below, certain ester-containing compounds of interest (such as, but not limited to, 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate) are characterized by fruity notes, as well as certain other desirable properties, including relatively high vapor pressures (when compared to other ester-containing fragrance materials with fruity notes), which may make them desirable alternatives to traditional fragrance materials with fruity notes in consumer products. Table 1 below lists four of these fragrance materials of interest that have proven usable in this document.

[0025] Table 1 :

[0026]

[0027] The vapor pressure at 25°C is a theoretical value predicted by a physicochemical property model simulator from ACD / Labs. This vapor pressure model is widely accepted in industry and used by CAS / SciFinder. Calculate Physicochemical Properties | PhysChem Suite | ACD / Labs (acdlabs.com)

[0028] The predicted minimum vapor pressure of the fragrance materials (diethyl isobutylmalonate) listed in Table 1 is higher than 65% of the predicted vapor pressure of all known fruit ester fragrance raw materials. Therefore, all four listed fragrance materials have relatively high vapor pressures when compared to all known fruit ester PRMs. This prediction of relatively high vapor pressure results in a higher likelihood of reaching the consumer's nose and imparting a pleasant sensation, as will be further demonstrated using the topspace data in the Examples section of this document.

[0029] Consumer products

[0030] This disclosure relates to consumer products comprising ester-containing fragrance materials having a fruity aroma. Typically, the consumer product will also contain processing aids. Alternatively or additionally, the consumer product may contain fragrance materials supplied to a substrate.

[0031] Consumer products may take any suitable form. Preferably, consumer products are baby care products, beauty care products, fabric care products, home care products, household care products, feminine care products, health care products, food products, beverage products, high-quality fragrance products, or combinations thereof. The consumer products disclosed herein may be compositions, devices, or combinations thereof applicable to baby care products, beauty care products, fabric care products, home care products, household care products, feminine care products, health care products, food, beverages, and / or high-quality fragrance applications. For consumer health reasons, it may be preferred that the consumer product is not a tobacco-related product, such as cigarettes, electronic cigarettes, or products designed to produce a tobacco-like odor (such as aerosols).

[0032] Consumer products may preferably be fabric care products and / or home care products, wherein home care products are selected from the group consisting of hard surface cleaners, dish care products, air care products, or combinations thereof. Consumer products may be cleaning and / or treatment products.

[0033] Consumer products may take any suitable form or combination of forms. For example, consumer products may include forms selected from: liquid compositions, granular compositions, aqueous colloids, single-compartment pouches, multi-compartment pouches, soluble sheets, lozenges or beads, fibrous articles, tablets, rods, strips, sheets, sprays, foams / mousse, nonwoven sheets, dispensing devices, creams, absorbent articles, pastes, adhesives, adhesive patches, or mixtures thereof. Consumer products may be compositions, such as liquid compositions, contained in containers, dispensing devices, or other suitable articles of manufacture.

[0034] The consumer product may contain a first fragrance material, wherein the fragrance material is present in an amount of at least 0.0003% by weight of the consumer product; and a processing aid.

[0035] Consumer products may contain at least 0.0003%, or at least 0.0005%, or at least 0.001%, or at least 0.01%, or at least 0.05%, or at least 0.5%, or at least 0.8%, or at least 1.0%, or at least 2.0%, or at least 5.0%, or at least 10.0% of a first fragrance material (e.g., an ester-containing fragrance material with a fruity scent) by weight of the consumer product. Consumer products containing first fragrance materials in this range are typically laundry products, detergents, and other cleaning products containing surfactants. For consumer products containing a large amount of fragrance (such as high-quality fragrance products, fragrance enhancers, activated air fresheners, and volatile composition dispensers (activated or unactivated)), such consumer products may preferably contain a first fragrance material (e.g., an ester-containing fragrance material with a fruity scent) in an amount between about 0.0003% and about 20.0% by weight of the consumer product. Preferably, a minimum amount of fragrance material is used to deliver the desired olfactory performance.

[0036] In some embodiments, the consumer product may contain a first fragrance material (e.g., an ester-containing fragrance material with a fruity aroma) in an amount of up to about 99%, or up to about 50%, or up to about 25%, or up to about 10%, or up to about 5%, or up to about 1% by weight of the consumer product. Preferably, a maximum or limited amount of the first fragrance material is present to include other auxiliaries or fragrance materials.

[0037] Consumer products may contain a first fragrance material (e.g., an ester-containing fragrance material with a fruity aroma) in an amount of about 0.01% to about 99%, or about 0.1% to about 50%, or about 0.5% to about 10%, or about 1% to about 5% by weight of the consumer product.

[0038] Consumer products may contain a first fragrance material (e.g., an esterified fragrance material with a fruity aroma) and a second fragrance material selected from the group consisting of any fragrance material suitable for the intended product or end use, wherein the total fragrance material consists of at least 10%, or at least 20%, or at least 30%, or at least 40%, or at least 50%, or at least 60%, or at least 70%, or at least 80%, or at least 90%, or at least 95% biodegradable material. The term "biodegradable" is defined herein as the chemical dissolution, disintegration, or digestion of a biodegradable fragrance by bacteria or other biological means at a rate greater than 50%, according to the OECD 301 C test method, which defines the biodegradability of the material. In this test, the biodegradable fragrance is suspended in a phosphate buffer containing activated sludge inoculum, and oxygen consumption and / or carbon dioxide formation are measured by an electrolytic respiration meter. The test material is the sole carbon and energy source, and under aerobic conditions, microorganisms metabolize organic matter, producing CO2 as the final product.

[0039] For example, a consumer product may include: a first fragrance material, which is an ester-containing fragrance material having a fruity aroma; an optional second fragrance material selected from the group detailed in Table 2 herein, and mixtures thereof; and a processing aid; wherein, if present, the weight ratio of the first fragrance material to the second fragrance material is from 100:0 to 1:99.

[0040] The weight ratio of the first fragrance material (e.g., an ester-containing fragrance material with a fruity aroma) to the second fragrance material selected from the groups detailed in Table 2 herein and mixtures thereof may be 100:0 to 1:99, or 100:0 to 25:75, or 100:0 to 50:50, or 100:0 to 51:49, or 100:0 to 75:25, or 100:0 to 90:10, or 100:0 to 95:5, or 100:0 to 99:1.

[0041] It is preferable to formulate only one or more of the materials disclosed in this invention as listed in Table 1, and to omit other fragrance materials (e.g., the fragrance materials listed in Table 2). For example, consumer products may be substantially free of a second fragrance material, such as the fragrance materials listed in Table 2. Specifically, consumer products may contain ester-containing fragrance materials with fruity notes as detailed in Table 1, and substantially free of fragrance materials as detailed in Table 2.

[0042] The first fragrance material may be present in the consumer product as a free oil, or it may be part of a fragrance delivery system. For example, a fruity fragrance material detailed herein may be encapsulated in or otherwise associated with delivery particles (e.g., embedded within delivery particles). For example, a fruity fragrance material may be in the core of a core-shell delivery particle. The fruity fragrance material may be covalently or ionicly bonded, preferably covalently bonded to a carrier material, thereby forming a pre-fragrance material that releases the fragrance material when the bond breaks, such as by exposure to water or light. Thus, the fragrance material (e.g., the fragrance materials in Table 1) may be part of a fragrance delivery system, wherein the fragrance delivery system is a delivery particle, a pre-fragrance material, or a combination thereof.

[0043] As described above, consumer products contain processing aids. Processing aid materials may provide beneficial effects in the intended end use of the composition, or they may be processing aids and / or stabilizing agents. The exact nature of the processing aid and its incorporation level will depend on the physical form of the composition and the nature of the operation in which it is used. Those skilled in the art will be able to select the appropriate materials and levels for a given product or application.

[0044] Suitable processing aids may include antioxidants, surfactants, conditioning agents, deposition aids, rheology modifiers or structural agents, bleaching systems, stabilizers, detergent builders, chelating agents, dye transfer inhibitors, dispersants, enzymes, enzyme stabilizers, catalytic metal complexes, polymer dispersants, clay and dirt removers / anti-redeposition agents, brighteners, defoamers, siloxanes, toners, cosmetic dyes, fragrance additives, fragrance delivery systems, structural elasticizers, carriers, water-soluble growth promoters, processing aids, anti-agglomeration agents, coatings, formaldehyde removers, pigments, and mixtures thereof.

[0045] Processing aids may include a carrier. Such carriers can be hydrophilic (e.g., water) or hydrophobic (e.g., oil). The fruit-scented fragrance materials described in this invention are relatively hydrophobic and can be readily coupled to a hydrophobic carrier. Carriers particularly useful in consumer products include, but are not limited to, isopropyl myristate (IPM) and Neobee... ® Caprylic / capric triglyceride, dipropylene glycol, propylene glycol monomethyl ether (DPM), tripropylene glycol monomethyl ester (TPM), triethyl citrate (TEC), or mixtures thereof. Therefore, the consumer product may contain a carrier, wherein the carrier is preferably IPM, DPM, or mixtures thereof. Preferably, the carrier comprises isopropyl myristate.

[0046] Isopropyl myristate and other hydrophobic carriers can be particularly useful when fruity fragrance materials are encapsulated in certain core-shell delivery particles (such as those with acrylate or chitosan shells). The core of the delivery particle may contain isopropyl myristate and the fruity fragrance material.

[0047] Fragrance composition

[0048] This disclosure also relates to fragrance compositions. Such compositions typically comprise a mixture of fragrance ingredients. The fragrance compositions of this disclosure may be in the form of premixes or intermediate compositions that are combined with other materials to prepare a final product, such as a consumer product.

[0049] For example, the fragrance composition may take the form of a fragrance composition that is a mixture of fragrance materials, such as a fragrance blend that can be formulated into a consumer product.

[0050] The fragrance composition may comprise a first fragrance material and a second fragrance material different from the first fragrance material, wherein the first fragrance material is the fragrance material detailed in Table 1, and wherein the first fragrance material is present in an amount of at least 1% by weight of the fragrance composition.

[0051] The first fragrance material may be present in an amount of at least 0.005%, or at least 0.05%, or even 0.1% by weight of the fragrance composition. The first fragrance material may be present in an amount of about 0.005% to about 20%, or about 0.05% to about 10%, or about 0.005% to about 3%, or about 0.1% to about 1.5% by weight of the fragrance composition. The first fragrance material may be present in an amount of at least 1%, or at least 2%, or at least 5%, or even at least 10%, or even at least 20% by weight of the fragrance composition. The first fragrance material may be present in an amount of 1% to about 99%, or 1% to about 50%, or about 1% to about 25%, or about 1% to about 10%, or about 1% to about 5% by weight of the fragrance composition.

[0052] The second fragrance material can be freely selected from any group of fragrance materials suitable for the intended product or end use (e.g., one or more fragrance materials detailed in Table 2). As used herein, the term "fragrance ingredient" (or "PRM") refers to a compound having a molecular weight of at least about 100 g / mol and which can be used alone or together with other fragrance ingredients to impart odor, aroma, flavor, or fragrance. Typical PRMs particularly include aromatic and / or aliphatic alcohols, ketones, aldehydes, esters, ethers, carboxylic acids, nitriles, nitrites, and alkenes, such as terpenes and alkynes. A list of common PRMs can be found in various references, such as "Perfume and Flavor Chemicals," Volumes I and II; Steffen Arctander Allured Pub. Co. (1994) and "Perfumes: Art, Science and Technology," Miller, PM and Lamparsky, D., Blackie Academic and Professional (1994).

[0053] As a non-limiting illustrative example, suitable second fragrance materials are provided in Table 2 below. The second fragrance materials may be selected from the groups or combinations thereof provided in Table 2.

[0054] Table 2 :

[0055]

[0056]

[0057]

[0058]

[0059]

[0060] The weight ratio of the fragrance material in Table 1 to its counterpart (e.g., the fragrance materials listed in Table 2) can be particularly preferred. For example, the weight ratio of the fragrance material in Table 1 with a fruity aroma to the second fragrance material can be 100:0 to 1:99, or 100:0 to 25:75, or 100:0 to 50:50, or 100:0 to 51:49, or 100:0 to 75:25, or 100:0 to 90:10, or 100:0 to 95:5, or 100:0 to 99:1.

[0061] To provide a complete and desired olfactory experience, the fragrance composition may contain three or more fragrance materials. The fragrance composition may also contain a third fragrance material. The fragrance composition may contain two to fifty fragrance materials, or two to thirty fragrance materials. For simplicity and ease of manufacture, it may be desirable to limit the number of components in the fragrance composition. For example, the fragrance composition may contain two to twenty, or to fifteen, or to ten fragrance materials.

[0062] The fragrance composition may also include a carrier, preferably isopropyl myristate (IPM) or Neobee. ® The carriers of caprylic / capric triglycerides, dipropylene glycol, propylene glycol monomethyl ether (DPM), tripropylene glycol monomethyl ester (TPM), triethyl citrate (TEC), or mixtures thereof, more preferably the carriers comprising isopropyl myristate.

[0063] Other useful carriers can be solvents or emulsifiers, such as nonionic surfactants, which can help incorporate the fragrance composition into the final product form. The fragrance composition can be in the form of an emulsion, preferably an oil-in-water emulsion.

[0064] The fragrance compositions disclosed herein can be incorporated into consumer products, as described in more detail above. Therefore, this disclosure relates to consumer products comprising fragrance compositions as described herein. Preferably, the consumer products are baby care products, beauty care products, fabric care products, home care products, household care products, feminine care products, health care products, food products, beverage products, high-quality fragrance products, or combinations thereof.

[0065] The fragrance composition may be present in the consumer product in an amount of at least 0.1%, preferably at least 0.5%, more preferably at least 1% by weight of the consumer product. The fragrance composition may be present in the consumer product in an amount of about 0.1% to about 99.9%, or about 0.1% to about 50%, or about 0.1% to about 25%, or about 0.1% to about 10%, or about 0.1% to about 5%, or about 1% to about 5% by weight of the consumer product.

[0066] Additional fragrance materials :

[0067] The fragrance compositions disclosed herein may also include additional fragrance materials. Some non-limiting examples of such additional fragrance materials are listed in Table 3 below.

[0068] Table 3 :

[0069]

[0070]

[0071]

[0072]

[0073]

[0074] Methods for preparing consumer products

[0075] This disclosure also relates to methods for preparing consumer products. For example, the method may include the step of combining a fragrance material with a processing aid or a substrate, wherein the fragrance material is an ester-containing fragrance material having a fruity aroma (e.g., one or more fragrance materials detailed in Table 1).

[0076] Preferably, the fragrance material is in liquid form. The fragrance material may be combined with one or more other materials. For example, the fragrance material may be part of a fragrance composition comprising at least one fragrance material from Table 2 or another fragrance material that may be used herein.

[0077] Fragrance materials may be part of a fragrance composition, which may be combined with processing aids to form a consumer product.

[0078] The consumer products disclosed herein can be formulated in any suitable form and prepared by any method chosen by the formulator. Fragrance materials, second fragrance materials (if any), fragrance compositions, processing aids, and / or base compositions can be combined in batch processes, in loop processes, and / or by in-line mixing methods. Suitable equipment for the methods disclosed herein may include continuous stirred tank reactors, homogenizers, turbine agitators, recirculation pumps, paddle mixers, high-shear mixers, static mixers, plow shear mixers, belt mixers, vertical shaft pelletizers, and rotary drum mixers (both in batch and continuous process configurations, when available), spray dryers, and extruders.

[0079] The resulting composition can be placed in a container to form a consumer product as described herein. The container can be a bottle, preferably a plastic bottle, and more preferably a plastic bottle containing recycled plastic. The resulting composition can be placed in an aerosol or other spray container according to known methods.

[0080] This method may include the step of combining an aromatherapy material with a substrate. The substrate may be a nonwoven sheet. The substrate may be an absorbent material or article. The first aromatherapy agent may be combined with the substrate by any suitable method, including spraying.

[0081] processing method

[0082] This disclosure also relates to a method for treating surfaces or the environment with a fruit-scented fragrance material as detailed herein. The fruit-scented fragrance material may be part of a consumer product.

[0083] The treatment method involves the steps of applying a fruity fragrance material to a surface or environment. Suitable surfaces may include fabrics, hard surfaces, tableware, hair, or skin. Suitable environments may include interior spaces, such as rooms in residential, commercial, or industrial environments.

[0084] The method may include the step of contacting a surface (preferably a fabric) with a fragrance material having a fruity scent (optionally as part of a consumer product according to this disclosure).

[0085] The method may include the step of providing an aromatic material with a fruity scent (optionally as part of a consumer product according to this disclosure) to the environment (preferably an internal environment). The step of providing the aromatic material with a fruity scent may be carried out via a spraying method or by diffusion.

[0086] use

[0087] This disclosure also relates to the use of fragrance materials having fruity scents to provide a pleasant fragrance to consumer products, surfaces, or the environment. Such materials, products, surfaces, and the environment have been discussed in more detail above.

[0088] combination

[0089] The specific combinations contemplated in this disclosure are described herein in paragraphs indicated by the following letters. These combinations are illustrative in nature and not limiting.

[0090] A. A consumer product comprising a fragrance material comprising at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate; and b) a processing aid; and wherein the fragrance material is present in an amount between about 0.0005% by weight and about 0.8% by weight based on the weight of the consumer product composition.

[0091] B. The consumer product according to paragraph A, wherein the fragrance material is present in the consumer product in an amount of at least 0.001%, preferably at least 0.01%, more preferably at least 0.1%, more preferably at least 0.5%, and more preferably at least 0.75% by weight of the consumer product.

[0092] C. A consumer product according to any one of paragraphs A to B, wherein the fragrance material is part of a fragrance delivery system, wherein the fragrance delivery system is a delivery particle, a pre-fragrance material, or a combination thereof.

[0093] D. A consumer product according to any one of paragraphs A to C, wherein the fragrance material is part of a fragrance delivery system, wherein the fragrance delivery system is a delivery particle, a pre-fragrance material, or a combination thereof.

[0094] E. The consumer product according to any one of paragraphs A to D, wherein the processing aid is selected from the group consisting of: surfactants, conditioning agents, deposition aids, rheology modifiers, structural agents, bleaching systems, stabilizers, detergent builders, chelating agents, dye transfer inhibitors, dispersants, enzymes, enzyme stabilizers, catalytic metal complexes, polymer dispersants, clay and dirt removers / anti-redeposition agents, brighteners, defoamers, siloxanes, toners, cosmetic dyes, fragrance neutralizers, fragrance delivery systems, structural elasticizers, carriers, water-soluble growth promoters, processing aids, anti-agglomeration agents, coatings, formaldehyde removers, pigments, or mixtures thereof.

[0095] F. The consumer product according to any one of paragraphs A to E, wherein the processing aid comprises a carrier, preferably comprising isopropyl myristate (IPM), Neobee ® The carriers of caprylic / capric triglycerides, dipropylene glycol, propylene glycol monomethyl ether (DPM), tripropylene glycol monomethyl ester (TPM), triethyl citrate (TEC), or mixtures thereof, more preferably the carriers comprising isopropyl myristate.

[0096] G. Consumer products according to any one of paragraphs A to F, wherein the consumer products are baby care products, beauty care products, fabric care products, home care products, family care products, feminine care products, health care products, food products, beverage products, high-quality fragrance products, or combinations thereof.

[0097] H. The consumer product according to any one of paragraphs A to G, wherein the consumer product is a fabric care product and / or a home care product, wherein the home care product is selected from the group consisting of hard surface cleaners, dish care products, air care products, or combinations thereof.

[0098] I. A consumer product according to any one of paragraphs A to H, wherein the consumer product comprises forms selected from the following: liquid composition, granular composition, aqueous colloid, single-compartment pouch, multi-compartment pouch, soluble sheet, lozenge or bead, fibrous article, tablet, rod, strip, sheet, spray, foam / mousse, nonwoven sheet, cream, absorbent article, paste, gel, adhesive, adhesive patch or mixture thereof.

[0099] J. A method for preparing a consumer product, the method comprising the step of combining a fragrance material with a processing aid or a substrate, wherein the fragrance material comprises at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate.

[0100] K. The consumer product described in paragraph J, wherein the fragrance material is in liquid form.

[0101] L. A method for treating a surface or environment, the method comprising the step of providing the surface or environment with an aromatic material comprising at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate.

[0102] M. Use of fragrance materials comprising at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate.

[0103] N. A consumer product comprising a first fragrance material comprising at least one of the following: hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate; and a processing aid; wherein the first fragrance material is present in an amount between about 0.0003% and about 20.0% by weight of the consumer product composition.

[0104] O. The consumer product according to paragraph N, wherein the fragrance material is present in the consumer product in an amount of at least 1.0%, preferably at least 2.0%, more preferably at least 5.0%, more preferably at least 10.0%, and more preferably at least 15.0% by weight of the consumer product.

[0105] P. A consumer product according to any one of paragraphs N to O, wherein the fragrance material is part of a fragrance delivery system, wherein the fragrance delivery system is a delivery particle, a pre-fragrance material, or a combination thereof.

[0106] Q. A consumer product according to any one of paragraphs N to P, wherein the fragrance material is part of a fragrance delivery system, wherein the fragrance delivery system is a delivery particle, a pre-fragrance material, or a combination thereof.

[0107] R. A consumer product according to any one of paragraphs N to Q, wherein the processing aid comprises a carrier, preferably comprising isopropyl myristate (IPM), Neobee ® The carriers of caprylic / capric triglycerides, dipropylene glycol, propylene glycol monomethyl ether (DPM), tripropylene glycol monomethyl ester (TPM), triethyl citrate (TEC), or mixtures thereof, more preferably the carriers comprising isopropyl myristate.

[0108] S. A consumer product according to any one of paragraphs N to R, wherein the consumer product is an air care product, a high-quality fragrance product, or a combination thereof.

[0109] Test methods

[0110] It should be understood that the test methods disclosed in the Test Methods section of this application should be used to determine the corresponding parameter values ​​of the subject matter claimed by the applicant as claimed and described herein.

[0111] Spice headspace method

[0112] Spice topspace data for various materials were collected using the methods described below.

[0113] The partition coefficient was calculated by determining the amount of PRM in the headspace above a solution of known concentration using GC / FID-MS (Agilent 7890 and 5977A MSD) equipped with a thermal desorption unit (Gerstel MPS2) and a dynamic headspace sampler (Gerstel DHS). This technique allows for automated headspace collection using a MultiPurpose Sampler (MPS). The PRM of interest was prepared at a known concentration in isopropyl myristate (IPM) or propylene glycol monomethyl ether (DPM), and 1 mL was pipetted into a 20 mL headspace vial.

[0114] DHS conditions: The sample was tempered in the unit at 30°C. A 10 mL / min helium flow purges the 20 mL headspace containing the analyte above the sample onto an adsorbent tube (TDU) containing 25 mg TenaxTA 35 / 60 (Restek catalog number 25701).

[0115] TDU conditions: The adsorbent tube was desorbed using a programmed procedure, starting with solvent discharge at 30°C for 2 minutes, then ramping up to 270°C at 720°C / min and holding for 8 minutes. The analyte was refocused onto the glass bead liner at -60°C and then desorbed to 270°C at a rate of 12°C / s onto the GC column.

[0116] GC / MS conditions: A 30m × 250μm × 0.25μm Agilent 122-5532UI column was used at a flow rate of 1.5 mL / min. A temperature program from 50°C to 280°C, holding for 2 minutes, and a ramp rate of 12°C / min were suitable. Scan parameters with solvent delay at DPM or SIM mode MSD parameters were applied to achieve appropriate detection.

[0117] Analytical standards were available from AK Scientific, Inc., Union City, CA 94587, USA. Stock solutions were prepared at approximately 0.5 g / L. The stock solutions were then diluted to 4 to 5 concentrations in the range of approximately 0.05 g / L to 0.00005 g / L. These standard solutions were then analyzed by GC / MS. This analysis was performed using the same TDU desorption and GC / MS conditions described above, where 1 μL of liquid was injected onto the TDU tube instead of being collected by DHS. The injection volume on the column and the area response of the target m / z were used to create a calibration curve with a linear fit.

[0118] The quantification of the headspace was performed using the PRM target m / z area response of the flavor components and the linear equation of the calibration curve.

[0119] Example

[0120] The embodiments provided below are intended to be illustrative in nature and are not intended to be limiting.

[0121] Example 1. Top Space Data

[0122] Headspace data for the flavors of 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate in isopropyl myristate (IPM) were collected using the headspace method described in the Testing Methods section above. Headspace data for the flavors of ethyl berry ester (diethyl 1,4-cyclohexanedicarboxylate, CAS No. 72903-27-6) and neopentyl ester (propionic acid, 3a,4,5,6,7,7aa-hexahydro-4,7-methylene-1H-inden-6-yl-2,2-dimethyl ester; CAS No. 68039-44-1) in isopropyl myristate (IPM) were also collected using the headspace method described in the Testing Methods section above. For all flavor headspace data, the average value was recorded after three replicate runs.

[0123] The flavor head space data for 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, and methyl 4-methoxybicyclo[2,2,2]octyl-1-carboxylate in isopropyl myristate (IPM) were compared with those for ethyl berry acetate and neopentyl ester in isopropyl myristate (IPM). The flavor head space ratios are shown in Table 4 below. As an example, the ratio of 3-methoxybutyl acetate to ethyl berry acetate was compared as follows:

[0124] HSR=HS 目标 / HS 参考 = 126.4

[0125] Where HSR is the headspace ratio, HS 目标 It is the top space of 3-methoxybutyl acetate, and HS 参考 It is the top space of berry ethyl ester.

[0126] Table 4 :

[0127]

[0128] Berry ethyl acetate and neopentyl acetate were chosen for comparison because they are popular fruity esters and were predicted to have lower vapor pressures than our PRM. Therefore, actual test data confirmed what the model data predicted: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate are more likely to be perceived at lower levels in consumer products, or at the same level but with greater intensity, compared to most other flavoring materials with fruity notes.

[0129] The dimensions and values ​​disclosed herein should not be construed as strictly limited to the precise numerical values ​​cited. Rather, unless otherwise specified, each such dimension is intended to represent the stated value and the range surrounding its functional equivalent. For example, a dimension disclosed as “40 mm” is intended to represent “approximately 40 mm”.

[0130] Unless expressly excluded or otherwise limited, every reference cited herein, including any cross-references or related patents or patent applications, and any patent application or patent claiming priority to or benefiting from it, is incorporated herein by reference in its entirety. Reference to any reference is not an endorsement of it as prior art to any disclosed or protected art herein, nor is it an endorsement of any such invention, either on its own or in combination with any one or more references. Furthermore, where any meaning or definition of a term in this invention conflicts with any meaning or definition of the same term in referenced documents, the meaning or definition given to that term in this invention shall prevail.

[0131] While specific embodiments of the invention have been illustrated and described, it will be apparent to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. Therefore, it is intended that all such changes and modifications falling within the scope of the invention be covered by the appended claims.

Claims

1. A consumer product, said consumer product comprising: a) a first fragrance material, the first fragrance material comprising at least one of the following: 3-methoxybutyl acetate, hexyl methacrylate, diethyl isobutylmalonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate; and b) Processing aids; and The first fragrance material is present in an amount between 0.0003% and 0.8% by weight of the consumer product composition.

2. The consumer product according to claim 1, wherein the fragrance material is present in the consumer product in an amount of at least 0.001%, preferably at least 0.01%, more preferably at least 0.1%, more preferably at least 0.5%, and more preferably at least 0.75% by weight of the consumer product.

3. The consumer product according to any of the preceding claims, wherein the fragrance material is part of a fragrance delivery system, wherein the fragrance delivery system is a delivery particle, a pre-fragrance material, or a combination thereof.

4. The consumer product according to any of the preceding claims, wherein the fragrance material is part of a fragrance delivery system, wherein the fragrance delivery system is a delivery particle, a pre-fragrance material, or a combination thereof.

5. The consumer product according to any one of the preceding claims, wherein the processing aid is selected from the group consisting of: surfactants, conditioning agents, deposition aids, rheology modifiers, structural agents, bleaching systems, stabilizers, detergent builders, chelating agents, dye transfer inhibitors, dispersants, enzymes, enzyme stabilizers, catalytic metal complexes, polymer dispersants, clay and dirt removal / anti-redeposition agents, brighteners, defoamers, siloxanes, toners, cosmetic dyes, fragrance neutralizers, fragrance delivery systems, structural elasticizers, carriers, water-soluble growth promoters, processing aids, anti-agglomeration agents, coatings, formaldehyde removers, pigments, or mixtures thereof.

6. The consumer product according to any of the preceding claims, wherein the processing aid comprises a carrier, preferably comprising isopropyl myristate (IPM) or Neobee. ® The carriers of caprylic / capric triglycerides, dipropylene glycol, propylene glycol monomethyl ether (DPM), tripropylene glycol monomethyl ester (TPM), triethyl citrate (TEC), or mixtures thereof, more preferably the carriers comprising isopropyl myristate.

7. The consumer product according to any of the preceding claims, wherein the consumer product is a baby care product, beauty care product, fabric care product, home care product, family care product, feminine care product, health care product, food product, beverage product, high-quality fragrance product, or a combination thereof.

8. The consumer product according to any of the preceding claims, wherein the consumer product is a fabric care product and / or a home care product, wherein the home care product is selected from the group consisting of hard surface cleaners, dish care products, air care products, or combinations thereof.

9. The consumer product according to any of the preceding claims, wherein the consumer product comprises a form selected from the following: liquid composition, granular composition, aqueous colloid, single-compartment pouch, multi-compartment pouch, soluble sheet, lozenge or bead, fibrous article, tablet, rod, strip, sheet, spray, foam / mousse, nonwoven sheet, cream, absorbent article, paste, gel, adhesive, adhesive patch, or mixture thereof.

10. A consumer product, said consumer product comprising: b) A first fragrance material comprising at least one of the following: hexyl methacrylate, diethyl isobutyl malonate, diethyl cyclobutane-1,1-dicarboxylate, and methyl 4-methoxybicyclo[2,2,2]octane-1-carboxylate; and b) Processing aids; and The first fragrance material is present in an amount between 0.0003% and 20.0% by weight of the consumer product composition.

11. The consumer product of claim 10, wherein the fragrance material is present in the consumer product in an amount of at least 1.0%, preferably at least 2.0%, more preferably at least 5.0%, more preferably at least 10.0%, and more preferably at least 15.0% by weight of the consumer product.

12. The consumer product of claims 10 to 11, wherein the fragrance material is part of a fragrance delivery system, wherein the fragrance delivery system is a delivery particle, a pre-fragrance material, or a combination thereof.

13. The consumer product of claims 10 to 12, wherein the fragrance material is part of a fragrance delivery system, wherein the fragrance delivery system is a delivery particle, a pre-fragrance material, or a combination thereof.

14. The consumer product according to claims 10 to 13, wherein the processing aid comprises a carrier, preferably comprising isopropyl myristate (IPM) or Neobee. ® The carriers of caprylic / capric triglycerides, dipropylene glycol, propylene glycol monomethyl ether (DPM), tripropylene glycol monomethyl ester (TPM), triethyl citrate (TEC), or mixtures thereof, more preferably the carriers comprising isopropyl myristate.

15. The consumer product according to claims 10 to 14, wherein the consumer product is an air care product, a high-quality fragrance product, or a combination thereof.