Composition containing an adamantyl ester-containing compound

Abstract

Compositions such as consumer products and / or fragrance compositions containing adamantyl ester-containing compounds.

Description

[Technical Field]

[0001] This disclosure relates to compositions such as consumer products and / or fragrance compositions that contain adamantyl ester-containing fragrances. This disclosure further relates to processes for producing and using such compositions. [Background technology]

[0002] There is always a high demand for consumer products that incorporate pleasant scents, such as cleaning products, soaps, detergents, fabric fresheners, antiperspirants, air fresheners, and fine fragrances. One popular fragrance material traditionally used and associated with consumer products is octahydrotetramethylacetophenone, also known as 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)ethanone, also known as OTNE. Where OTNE is unavailable, alternative fragrance materials with a similar scent profile are needed. Therefore, there is a continued need for new fragrance materials that can be used in consumer products, compositions, and related processes. [Overview of the project] [Means for solving the problem]

[0003] This disclosure relates to compositions such as consumer products and / or fragrance compositions, comprising adamantyl ester-containing compounds such as 2-methyl-2-adamantyl acetate, 2-adamantyl acetate, or 2-adamantyl propanoate.

[0004] For example, the present disclosure relates to a consumer product comprising a first fragrance material, which is an adamantyl ester-containing compound, present in an amount of at least 0.0005% by weight of the consumer product composition, and a processing aid.

[0005] The disclosure also relates to a process for producing a consumer product, comprising the step of combining a first fragrance material with a processing aid or substrate, wherein the first fragrance material is an adamantyl ester-containing compound.

[0006] This disclosure also relates to a process for treating a surface or environment, the process comprising the step of providing an adamantyl ester-containing compound to the surface or environment.

[0007] This disclosure also relates to the use of adamantyl ester-containing compounds in consumer products, surfaces, or the environment. [Modes for carrying out the invention]

[0008] This disclosure relates to compositions, consumer products, and processes comprising adamantyl ester-containing compounds as alternatives to OTNE. The adamantyl ester-containing GC(O)-OQ structural compounds detailed herein differ from compounds previously known in the art and are proposed as fragrances in at least one of two ways. The previously known compounds have an adamantyl group as part of the G radical, or the adamantyl group is part of the Q radical, but two or more carbons of the adamantyl group are substituted. No known fragrance compounds are known in which a single repositionally substituted adamantyl group is located on the Q radical. Thus, it is surprising to find that these long-neglected materials are very useful aromatic materials, for example, demonstrating surprisingly high headspace properties. In addition to having a similar fragrance profile to OTNE, namely cedar and amber aromas, the adamantyl ester-containing compounds also possess certain advantageous properties that can make these compounds more attractive to consumer product manufacturers. For example, since the adamantyl ester-containing compounds described herein have a relatively higher headspace compared to OTNE, they may be even more preferable by saving raw material costs, carbon dioxide emissions, and / or compounding space. Furthermore, because adamantyl esters contain ester bonds, the adamantyl ester-containing compounds are also expected to have improved biodegradability. In addition, the adamantyl ester-containing compounds detailed herein may also have improved oxidation resistance and better bloom (i.e., volatility).

[0009] Fragrance materials, compositions, consumer products, and related processes will be discussed in more detail below.

[0010] When used herein, the articles “a” and “an” as used in the claims are understood to mean one or more of the claimed or described items. When used herein, the terms “include,” “includes,” and “including” are meant to be non-limiting. The compositions of the Disclosure may include, be essentially made from, or consist of the components of the Disclosure.

[0011] In this specification, the terms “substantially free of” or “substantially free from” may also be used. This means that the indicated material is present in minimal amounts and is not intentionally added to the composition to form part of the composition, or preferably is not present in an analytically detectable concentration. It means that the composition contains the indicated material only as an impurity among one of the other materials that are intentionally included. If the indicated material is present, it may be present in a concentration of less than 1% by weight, less than 0.1% by weight, less than 0.01% by weight, or even 0% by weight of the composition.

[0012] As used herein, “consumer products” may generally include infant care, beauty care, textiles and home care, family care, women’s care, healthcare, food (including snacks), beverages, and / or fine fragrance products or devices intended to be used or consumed in the form in which they are sold. Such products include diapers, bibs, and wipes; products and / or related methods for treating hair (human, dog, and / or cat) (including bleaching, coloring, dyeing, conditioning, shampooing, and styling); deodorants and antiperspirants; personal cleansers; cosmetics; skincare products including creams, lotions, and other topically applied products for consumer use, as well as shaving products, fabrics, and home care products, including products and / or related methods for treating fabrics, hard surfaces, and any other surfaces (including air care including air purifiers and fragrance delivery systems, car care, dishwashing, fabric conditioning (including softening and / or deodorizing), laundry washing, washing and rinsing additives and / or care, hard surface cleaning and / or treatment including floor and toilet cleaners, and other cleaning products for consumer or commercial use); toilet paper, tissues, and paper towels. Products and / or methods related to nicks and / or paper towels; tampons, sanitary napkins; products and / or methods related to oral care, including toothpaste, toothpaste gel, mouthwash, denture adhesive, teeth whitening agents; commercially available healthcare products (including cough and cold medicines, analgesics, RX medicines, pet health and nutrition products); food products (primarily processed food products intended to be eaten between or with meals (non-exclusive examples include potato chips, tortilla chips, popcorn, pretzels, corn chips, cereal bars, vegetable chips or crisps, mixed snacks, party mixes, multigrain chips, cracker snacks, cheese snacks, pork rinds, corn snacks, small ball snacks, extruded snacks and bagel chips)); beverages including carbonated drinks, tea, flavored water, and coffee; and purified water.

[0013] As used herein, the term “fabric care products” includes compositions and formulations designed for treating fabrics. Such compositions include, but are not limited to, laundry cleaning compositions and detergents, fabric softening compositions, fabric strengthening compositions, fabric deodorizing compositions, pre-wash detergents, pre-wash treatments, laundry additives, spray products, dry cleaning agents or compositions, wash rinse additives, washing additives, post-rinse fabric treatments, ironing aids, unit-dose formulations, delayed-delivery formulations, detergents contained on or in porous substrates or nonwoven sheets, and other suitable forms that may be apparent to those skilled in the art in consideration of the teachings herein. Such compositions may be used as pre-wash or post-wash treatments, or added during the rinse or wash cycle of a laundry operation.

[0014] Unless otherwise noted, all concentrations of components or compositions refer to the active portion of that component or composition, excluding impurities that may be present in the commercially available source of such components or compositions, such as residual solvents or by-products (including trace amounts of degradation products that may form during storage).

[0015] All temperatures in this specification are in degrees Celsius (°C) unless otherwise specified. Unless otherwise specified, all measurements in this specification are performed at 20°C and atmospheric pressure.

[0016] In all embodiments of this disclosure, all percentages are relative to the total weight of the composition unless otherwise specifically stated. Unless otherwise specifically stated, all ratios are weight ratios.

[0017] It should be understood that all maximum numerical limitations given throughout this specification include all lower numerical limitations in the same manner as if such lower numerical limitations were expressly recited herein. All minimum numerical limitations given throughout this specification include all higher numerical limitations in the same manner as if such higher numerical limitations were expressly recited herein. All numerical ranges given throughout this specification include any narrower numerical ranges that fall within such broader numerical ranges in the same manner as if such narrower numerical ranges were all expressly recited herein.

[0018] Adamantyl ester-containing compound: The compositions, products, and processes described herein include adamantyl ester-containing compounds. As described in more detail below, such materials can provide a pleasant fragrance (i.e., a fragrance profile similar to OTNE) to compositions and products while also having certain advantageous properties such as promoting savings in raw material costs, carbon dioxide emissions, and / or formulation space, and a more pronounced fragrance bloom.

[0019] As described herein, certain specific adamantyl ester-containing compounds are referred to as (the first) fragrance materials.

[0020] The basic structure of certain adamantyl ester-containing compounds is G-C(O)-O-Q. G and Q are carbon-containing radicals connected only through an ester bond. Q contains a single adamantyl moiety, and only one carbon atom of the adamantyl moiety is substituted with something other than hydrogen. Thus, the compound is

[0021] [Chemical formula] selected from any of these mixtures.

[0022] For either Formula 1 or Formula 2, 1. R is hydrogen or hydrocarbyl, 2. E contains only a single -CO2- moiety, 3. The molecular formula is C 11+n H 16+2n-m O2, where n is an integer from 1 to 7, preferably from 1 to 5, more preferably from 1 to 3, and even more preferably from 1 to 2, m is 0 or 2, when m is 0, the molecule does not contain a carbon-carbon double bond, and when m is 2, the molecule contains a single carbon-carbon double bond, preferably the carbon-carbon double bond is directly bonded to the carbonyl carbon atom.

[0023] Non-limiting examples of the adamantyl ester-containing compounds detailed herein include the following.

[0024]

Chem.

[0025]

Chem.

[0026]

Chem.

[0027] As further described in the Examples section below, certain interesting adamantyl ester-containing compounds, such as, but not limited to, 2-methyl-2-adamantyl acetate, 2-adamantyl acetate, or 2-adamantyl propanoate, are characterized by an OTNE-like scent profile and certain other desirable properties, including a high headspace, that can make them desirable alternatives to OTNE in consumer products.

[0028] Consumer products This disclosure relates to consumer products containing adamantyl ester-containing compounds. Typically, consumer products also include processing aids. Additionally or alternatively, consumer products may include adamantyl ester-containing compounds provided to a substrate.

[0029] Consumer products may take any suitable form. Preferably, consumer products are infant care products, beauty care products, fabric care products, home care products, family care products, women's care products, healthcare products, food products, beverage products, fine fragrance products, or combinations thereof. Consumer products of this disclosure may be compositions, devices, or combinations thereof useful for infant care, beauty care, fabric care, home care, family care, women's care, healthcare, food, beverages, and / or fine fragrance applications. For consumer health reasons, it may be preferable that consumer products are not tobacco-related products such as cigarettes, e-cigarettes, or products intended to give a tobacco-like smell (such as aerosols).

[0030] Consumer products may preferably be fabric care products and / or home care products, and home care products may be selected from the group consisting of hard surface cleaners, dish care products, air care products, or combinations thereof. Consumer products may also be cleaning and / or processing products.

[0031] Consumer products may take any preferred form or combination of forms. For example, consumer products may include forms selected from liquid compositions, granular compositions, hydrocolloids, single-compartment pouches, multi-compartment pouches, soluble sheets, pastils or beads, textile articles, tablets, sticks, bars, flakes, sprays, foams / mousses, nonwoven sheets, dispensing devices, creams, absorbent articles, pastes, adhesives, adhesive patches, or mixtures thereof. Consumer products may also be compositions such as liquid compositions contained in containers, dispensing devices, or other preferred articles.

[0032] The consumer product may include a first fragrance material, which is an adamantyl ester-containing compound, present in the consumer product in an amount of at least 0.0005% by weight, and a processing aid.

[0033] The consumer product may contain the first fragrance material (adamantyl ester-containing compound) in an amount of at least 0.0005% by weight, preferably at least 0.001% by weight, more preferably at least 0.01% by weight, preferably at least 0.1% by weight, preferably at least 0.5% by weight, and more preferably at least 1% by weight of the consumer product. It is preferable to have a certain minimum amount of the first fragrance material present in order to deliver the desired olfactory performance.

[0034] The consumer product may contain the first fragrance material (adamantyl ester-containing compound) in an amount of up to about 99% by weight of the consumer product, preferably up to about 50% by weight, preferably up to about 25% by weight, more preferably up to about 10% by weight, even more preferably up to about 5% by weight, and even more preferably up to about 1% by weight. It may be preferable to have a certain maximum amount or limit of the present first fragrance material in order to include other auxiliary agents or fragrance materials.

[0035] The consumer product may contain the first fragrance material (adamantyl ester-containing compound) in an amount of about 0.01% to about 99% by weight, preferably about 0.1% to about 50% by weight, more preferably about 0.5% to about 10% by weight, and more preferably about 1% to about 5% by weight.

[0036] The consumer product may comprise a first fragrance material (adamantyl ester-containing compound) 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 comprises at least 10%, more preferably at least 20%, more preferably at least 30%, more preferably at least 40%, more preferably at least 50%, more preferably at least 60%, more preferably at least 70%, more preferably at least 80%, more preferably at least 90%, and more preferably at least 95% of 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%, in accordance with the OECD 301 C test method which defines the readily biodegradable nature of a material. In this test, the biodegradable fragrance is suspended in a phosphate-buffered medium containing an active sludge inoculant, and the consumption of oxygen and / or the formation of carbon dioxide is measured via an electrolytic respiratory analyzer. The test material is the sole source of carbon and energy, and is under aerobic conditions where microorganisms metabolize organic matter to produce CO2 as the final product.

[0037] For example, consumer products include a first fragrance material which is an adamantyl ester-containing compound, and OTNE, 4-methyl-8-methylene-tricyclo[3.3.1.1 3,7 The first fragrance material may comprise a second fragrance material of any choice selected from the group consisting of decane-2-ol acetate and mixtures thereof, and a processing aid, wherein the weight ratio of the first fragrance material to the second fragrance material (if present) is 100:0 to 1:99.

[0038] The first aromatic material (adamantyl ester-containing compound) and OTNE, 4-methyl-8-methylene-tricyclo[3.3.1.1. 3,7The weight ratio of decane-2-ol acetate to a second aromatic material selected from the group of mixtures thereof may be 100:0 to 1:99, preferably 100:0 to 25:75, preferably 100:0 to 50:50, more preferably 100:0 to 51:49, more preferably 100:0 to 75:25, more preferably 100:0 to 90:10, more preferably 100:0 to 95:5, and more preferably 100:0 to 99:1.

[0039] It may be preferable to formulate only the materials of this disclosure and exclude other fragrance materials. For example, consumer products may contain OTNE and 4-methyl-8-methylene-tricyclo[3.3.1.1 3,7 It may substantially contain secondary fragrance materials such as decane-2-ol acetate. In particular, consumer products may contain adamantyl ester-containing compounds and substantially contain OTNE.

[0040] The first fragrance material may be present as a free oil in the consumer product or as part of a fragrance delivery system. For example, the adamantyl ester-containing compound may be encapsulated in the delivery particles or associated with the delivery particles in another way (e.g., embedded within the delivery particles). For example, the adamantyl ester-containing compound may be present in the core of a core-shell delivery particle. The adamantyl ester-containing compound may be covalently or ionically bonded, preferably covalently, to the carrier material, thereby forming a pro-fragrance material that releases the adamantyl ester-containing compound when the bond is broken, such as by exposure to water or light. Thus, the first fragrance material, for example, the adamantyl ester-containing compound, may be part of a fragrance delivery system, which may be a delivery particle, a pro-fragrance material, or a combination thereof.

[0041] As described above, consumer products include processing aids. Processing aids may provide benefits in the intended end use of the composition and may be processing aids and / or stabilizing aids. The exact properties of the processing aids and the concentration in which they are incorporated depend on the physical form of the composition and the nature of the work in which it is used. A person skilled in the art will be able to select appropriate materials and concentrations for a given product or application.

[0042] Suitable processing aids include antioxidants, surfactants, conditioning active substances, adhesion aids, rheological modifiers or structuring agents, bleaching agents, stabilizers, builders, chelating agents, color transfer inhibitors, dispersants, enzymes, enzyme stabilizers, catalytic metal complexes, polymer dispersants, mud and stain removers / anti-re-adhesion agents, whitening agents, foam inhibitors, silicones, colorants, aesthetic dyes, undiluted fragrances, additional fragrance delivery systems, structural elastochemicals, carriers, hydrotropes, processing aids, anti-aggregating agents, coatings, formaldehyde scavengers, pigments, or mixtures thereof.

[0043] The processing aid may include a carrier. Such a carrier may be inherently hydrophilic (e.g., water) or hydrophobic (e.g., oil). The adamantyl ester-containing compounds described herein are inherently relatively hydrophobic and can be conveniently bound to hydrophobic carriers. Particularly useful carriers in consumer products include, but are not limited to, isopropyl myristate (IPM), Neobee® caprylic / capric triglyceride, dipropylene glycol, propylene glycol monomethyl ether (DPM), tripropylene glycol monomethyl ester (TPM), triethyl citrate (TEC), or mixtures thereof. Therefore, consumer products may include a carrier, which is preferably IPM, DPM, or a mixture thereof. Preferably, the carrier contains isopropyl myristate.

[0044] Isopropyl myristate and other hydrophobic carriers may be particularly useful when adamantyl ester-containing compounds are encapsulated in certain core-shell delivery particles, such as those having an acrylate-based or chitosan-based shell. The core of the delivery particle may contain both isopropyl myristate and the adamantyl ester-containing compound.

[0045] Fragrance composition This disclosure also relates to fragrance compositions. Such compositions typically comprise a mixture of fragrance components. The fragrance compositions of this disclosure may take the form of premixes or intermediate compositions that are combined with other materials to produce a final product, such as a consumer product.

[0046] For example, a fragrance composition may take the form of a mixture of fragrance materials, such as fragrance accords, which can be incorporated into consumer products.

[0047] The fragrance composition may include a first fragrance material and a second fragrance material different from the first fragrance material, wherein the first fragrance material is an adamantyl ester-containing compound, preferably 2-adamantylpropanoate, more preferably 2-adamantyl acetate, and even more preferably 2-methyl-2-adamantyl acetate, and the first fragrance material is present in an amount of at least 1% by weight of the fragrance composition.

[0048] The first aromatic material may be present in an amount of at least 0.005%, preferably at least 0.05%, or even more than 0.1%. The first aromatic material may be present in an amount of about 0.005% to about 10%, preferably about 0.05% to about 3%, more preferably about 0.1% to about 1.5%. The first aromatic material may be present in an amount of at least 1% by weight, preferably at least 2% by weight, more preferably at least 5% by weight, or even more preferably at least 10% by weight, or even more preferably at least 20% by weight of the aromatic composition. The first aromatic material may be present in an amount of 1% to about 99% by weight, preferably 1% to about 50% by weight, more preferably about 1% to about 25% by weight, more preferably about 1% to about 10% by weight, and even more preferably about 1% to about 5% by weight of the aromatic composition.

[0049] The second fragrance material may be selected from the group consisting of any fragrance material suitable for the intended product or end use. The term “fragrance raw material” (or “perfume raw material, “PRM”), as used herein, means a compound having a molecular weight of at least about 100 g / mol and useful for imparting odor, fragrance, essence, or scent, either alone or in combination with other fragrance raw materials. Typical PRMs include, among others, aromatic and / or aliphatic alcohols, ketones, aldehydes, esters, ethers, carboxylic acids, nitriles, nitrites and alkenes, e.g., terpenes and alkynes. A general list of PRMs can be found in various references, for example, “Perfume and Flavor Chemicals” Vol. I and II; Steffen Arctander Allured Pub. Co. (1994) and “Perfumes: Art, Science and Technology,” Miller, P.M. and Lamparsky, D., Blackie Academic and Professional (1994).

[0050] As non-limiting exemplary examples, preferred second fragrance materials are provided in Table A below. The second fragrance materials may be selected from the group provided in Table A, or combinations thereof.

[0051] [Table 1]

[0052] In some embodiments, the second aromatic material is OTNE, or 4-methyl-8-methylene-tricyclo[3.3.1.1 3,7It may be decane-2-ol acetate. However, it is particularly preferable to control the weight ratio of the adamantyl ester-containing compound to its counterpart. For example, the weight ratio of the adamantyl ester-containing compound to the second aromatic material may be 100:0 to 1:99, preferably 100:0 to 25:75, preferably 100:0 to 50:50, more preferably 100:0 to 51:49, more preferably 100:0 to 75:25, more preferably 100:0 to 90:10, more preferably 100:0 to 95:5, and more preferably 100:0 to 99:1.

[0053] To provide a complete and desirable olfactory experience, the fragrance composition may contain three or more fragrance materials. The fragrance composition may further contain a third fragrance material. The fragrance composition may contain 2 to about 50 fragrance materials, preferably 2 to about 30 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 2 to about 20, or about 15, or about 10 fragrance materials.

[0054] The fragrance composition may further contain a carrier, preferably isopropyl myristate (IPM), Neobee® caprylic / capric triglyceride, dipropylene glycol, propylene glycol monomethyl ether (DPM), tripropylene glycol monomethyl ester (TPM), triethyl citrate (TEC), or a mixture thereof, more preferably a carrier containing isopropyl myristate.

[0055] Other useful carriers may be solvents or emulsifiers, such as nonionic surfactants, which can help incorporate the fragrance composition into the final product form. The fragrance composition may be in the form of an emulsion, preferably an oil-in-water emulsion.

[0056] The fragrance compositions of this disclosure may be incorporated into consumer products, which are described in more detail above. Accordingly, this disclosure relates to consumer products comprising the fragrance compositions described herein. Preferably, consumer products are infant care products, beauty care products, fabric care products, home care products, family care products, women's care products, healthcare products, food products, beverage products, fine fragrance products, or combinations thereof.

[0057] The fragrance composition may be present in the consumer product in an amount of at least 0.1% by weight, preferably at least 0.5% by weight, and more preferably at least 1% by weight. The fragrance composition may be present in the consumer product in an amount of about 0.1% to about 99.9% by weight, or about 0.1% to about 50% by weight, or about 0.1% to about 25% by weight, or about 0.1% to about 10% by weight, or about 0.1% to about 5% by weight, or about 1% to about 5% by weight.

[0058] Additional fragrance ingredients: The fragrance compositions disclosed herein may also include additional fragrance materials. Some non-limiting examples of such additional fragrance materials are listed in Table B below. At least one of the additional fragrance materials listed in Table B may be used alone in a consumer product or in combination with any other fragrance materials disclosed herein.

[0059] [Table 2-1]

[0060] [Table 2-2]

[0061] [Table 2-3]

[0062] [Table 2-4]

[0063] [Table 2-5]

[0064] The process of creating products for consumers This disclosure also relates to a process for manufacturing consumer products. For example, the process may include a step of combining a first fragrance material with a processing aid or a base material, the first fragrance material being an adamantyl ester-containing compound, preferably 2-adamantylpropanoate, more preferably 2-adamantyl acetate, and even more preferably 2-methyl-2-adamantyl acetate.

[0065] Preferably, the first fragrance material is in liquid form. The first fragrance material may be combined with one or more other materials. For example, the first fragrance material may be part of a fragrance composition that includes at least a second fragrance material.

[0066] The first fragrance material may be part of a fragrance composition, which may be combined with a processing aid to form a consumer product.

[0067] The consumer compositions of this disclosure can be formulated in any preferred form and prepared by any process selected by the compounder. The first fragrance material, the second fragrance material (if present), the fragrance composition, the processing aid, and / or the base composition can be combined in a batch process, a recirculating loop process, and / or an in-line mixing process. Suitable equipment for use in the methods disclosed herein includes continuous agitated tank reactors, homogenizers, turbine agitators, recirculating pumps, paddle mixers, high-shear mixers, static mixers, plow shear mixers, ribbon blenders, vertical shaft granulators and drum mixers (both batch-type and, where available, in continuous process configurations), spray dryers, and extruders.

[0068] As described herein, the resulting composition may be placed in a container to form a consumer product. The container may be a bottle, preferably a plastic bottle, more preferably a plastic bottle made of recycled plastic. The resulting composition may be placed in an aerosol or other spray container according to known methods.

[0069] The process may include a step of combining a first fragrance material with a base material. The base material may be a nonwoven sheet. The base material may be an absorbent material or article. The first fragrance can be combined with the base material by any preferred method, including spraying.

[0070] Processing This disclosure also relates to a process for treating a surface or environment with an adamantyl ester-containing compound, preferably 2-methyl-2-adamantyl acrylate, more preferably 2-adamantyl propanoate, more preferably 2-adamantyl acetate, and even more preferably 2-methyl-2-adamantyl acetate, as described in more detail above. The adamantyl ester-containing compound may be part of a consumer product.

[0071] The processing method includes providing an adamantyl ester-containing compound 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 residences, commercial facilities, or industrial environments.

[0072] The process may include bringing a surface, preferably a fabric, into contact with an adamantyl ester-containing compound as part of a consumer product according to the present disclosure.

[0073] The process may include a step of providing the adamantyl ester-containing compound to the environment, preferably an internal environment, as part of a consumer product according to the present disclosure, which is optionally done. The step of providing the adamantyl ester-containing compound may be carried out via a spraying process or by diffusion.

[0074] use This disclosure also relates to the use of adamantyl ester-containing compounds, preferably 2-adamantylpropanoate, more preferably 2-adamantyl acetate, and even more preferably 2-methyl-2-adamantyl acetate, for providing a pleasant fragrance to consumer products, surfaces, or environments. Such materials, products, surfaces, and environments are discussed in more detail above.

[0075] combination The specific combinations contemplated in this disclosure are described in the following alphabetically designated sections herein. These combinations are for illustrative purposes only and are not intended to limit the scope of this disclosure. A. A consumer product comprising a first aromatic material consisting of the compound GC(O)-OQ, wherein G and Q are carbon-containing radicals connected only by ester bonds, and Q contains a single adamantyl moiety, with only one carbon atom of the adamantyl moiety being substituted with something other than -H, and the compound is i)

[0076] [ka] ii)

[0077] [ka] iii) Selected from the group consisting of these mixtures, For either Equation 1 or Equation 2, aR is hydrogen or hydrocarbyl, bE contains only a single -CO2- portion, c. The molecular formula is C 11+n H 16+2n-m It is O2, In the formula, n is an integer from 1 to 7, and m is 0 or 2. When m is 0, the molecule does not contain a carbon-carbon double bond, When m is 2, the molecule contains a single carbon-carbon double bond, and the first aromatic material, b) A consumer product comprising a processing aid, wherein the first fragrance material is present in an amount of at least 0.0005% by weight of the consumer product composition. The consumer products listed in paragraph A, where Bn is an integer between 1 and 5. A consumer product as described in paragraph A or B, wherein Cn is an integer between 1 and 3. A consumer product as described in any of paragraphs A to C, wherein Dn is an integer of 1 or 2. Consumer products listed in any of paragraphs A through D, where Em is 0. F. The first aromatic material is a)

[0078] [ka] b)

[0079] [ka] c)

[0080] [ka] d)

[0081] [ka] e)

[0082] [ka] f)

[0083] [ka] g) A consumer product according to any of paragraphs A to E, selected from the group consisting of these mixtures. G. a)

[0084] [ka] b)

[0085] [ka] c) The consumer product according to any of paragraphs A to F, further comprising a second aromatic material selected from the group consisting of these mixtures. H. Consumer products further contain antioxidants, and the first fragrance material is

[0086] [ka] The consumer product described in any of paragraphs A through G. I. Consumer products further contain antioxidants, and the first fragrance material is

[0087] [ka] The consumer product described in any of paragraphs A through H. J. A consumer product according to any one of paragraphs A to I, wherein the weight ratio of the first fragrance material to the second fragrance material is 100:0 to 25:75, preferably 100:0 to 50:50, more preferably 100:0 to 51:49, more preferably 100:0 to 75:25, more preferably 100:0 to 90:10, more preferably 100:0 to 95:5, and more preferably 100:0 to 99:1. K. The consumer product according to any of paragraphs A to J, wherein the first fragrance material is present in the consumer product in an amount of at least 0.001% by weight, preferably at least 0.01% by weight, more preferably at least 0.1% by weight, more preferably at least 0.5% by weight, and more preferably at least 1% by weight. L. A consumer product according to any of paragraphs A to K, wherein the first fragrance material is present in the consumer product in an amount of at least 0.001% by weight, preferably at least 0.01% by weight, more preferably at least 0.1% by weight, more preferably at least 0.5% by weight, and more preferably at least 1% by weight. M. A consumer product as described in any of paragraphs A to L, wherein the first fragrance material is part of a fragrance delivery system, and the fragrance delivery system is a delivery particle, a pro-fragrance material, or a combination thereof. N. A consumer product according to any of paragraphs A to M, wherein the first fragrance material is part of a fragrance delivery system, and the fragrance delivery system is a delivery particle, a pro-fragrance material, or a combination thereof. O. A consumer product as described in any of paragraphs A to N, wherein the processing aid is selected from the group consisting of surfactants, conditioning active substances, adhesion aids, rheological modifiers, structuring agents, bleaching agents, stabilizers, builders, chelating agents, color transfer inhibitors, dispersants, enzymes, enzyme stabilizers, catalytic metal complexes, polymer dispersants, mud and stain removers / anti-re-adhesion agents, whitening agents, foam inhibitors, silicones, colorants, aesthetic dyes, undiluted fragrances, additional fragrance delivery systems, structural elastochemicals, carriers, hydrotropes, processing aids, anti-aggregating agents, coatings, formaldehyde scavengers, pigments, or mixtures thereof. P. The consumer product according to any one of paragraphs A to O, wherein the processing aid comprises a carrier, preferably isopropyl myristate (IPM), Neobee® caprylic / capric triglyceride, dipropylene glycol, propylene glycol monomethyl ether (DPM), tripropylene glycol monomethyl ester (TPM), triethyl citrate (TEC), or a mixture thereof, more preferably a carrier comprising isopropyl myristate. Q. Consumer products as described in any of paragraphs A-P, where the consumer product is an infant care product, a beauty care product, a fabric care product, a home care product, a family care product, a women's care product, a healthcare product, a food product, a beverage product, a fine fragrance product, or a combination thereof. R. The consumer product is a fabric care product and / or a home care product, and the home care product is selected from the group consisting of hard surface cleaners, dish care products, air care products, or combinations thereof, the consumer product according to any of paragraphs A - Q. S. The consumer product is in a form selected from the group consisting of liquid compositions, granular compositions, hydrocolloids, single-compartment pouches, multi-compartment pouches, soluble sheets, pastilles or beads, fibrous articles, tablets, sticks, bars, flakes, sprays, foams / mousses, non-woven sheets, creams, absorbent articles, pastes, gels, adhesives, adhesive patches, or mixtures thereof, the consumer product according to any of paragraphs A - R. T. A process for making a consumer product, the process comprising a step of combining a first fragrance material with a processing aid or a substrate, the first fragrance material being compound G - C(O) - O - Q, wherein G and Q are carbon-containing radicals connected only via an ester bond, Q contains a single adamantyl moiety, and only one carbon atom of the adamantyl moiety is substituted with something other than -H, and the compound is i)

[0088]

Chemical formula

[0089]

Chemical formula

[0090] [ka] ii)

[0091] [ka] iii) Selected from the group consisting of these mixtures, For either Equation 1 or Equation 2, A) R is hydrogen or hydrocarbyl, B)E contains only a single -CO2- moiety, C) The molecular formula is C 11+n H 16+2n-m It is O2, In the formula, n is an integer from 1 to 7, and m is 0 or 2. When m is 0, the molecule does not contain a carbon-carbon double bond, and A process comprising the step of providing a compound GC(O)-OQ, which contains a single carbon-carbon double bond, to a surface or environment, when m is 2. W. Use of compound GC(O)-OQ, where G and Q are carbon-containing radicals connected only by ester bonds, Q contains a single adamantyl moiety, and only one carbon atom of the adamantyl moiety is substituted with something other than -H, and the compound is i)

[0092] [ka] ii)

[0093] [ka] iii) Selected from the group consisting of these mixtures, For either Equation 1 or Equation 2, A) R is hydrogen or hydrocarbyl, B)E contains only a single -CO2- moiety, C) The molecular formula is C 11+n H 16+2n-m It is O2, In the formula, n is an integer from 1 to 7, and m is 0 or 2. When m is 0, the molecule does not contain a carbon-carbon double bond, and When m is 2, the molecule contains a single carbon-carbon double bond. The use of compound GC(O)-OQ to provide fragrance to consumer products, surfaces, or the environment.

[0094] Test method It will be understood that the values ​​of each parameter of the subject matter of the present invention claimed and described herein should be determined using the test methods disclosed in the chapter on test methods of this application.

[0095] Headspace method Fragrance headspace data is collected for various materials according to the methods provided below.

[0096] The partition coefficient is calculated by determining the amount of PRM in the headspace above a solution of known concentration using a GC / FID-MS (Agilent 7890 and 5977A MSD) equipped with a thermal desorption unit (Gerstel MPS2) and a dynamic headspace sampler (Gerstel DHS (Dynamic Headspace Sampler)). This technique enables automated headspace collection using a multi-purpose sampler (MPS). The PRM of interest is prepared at a known concentration in isopropyl myristate (IPM) or propylene glycol monomethyl ether (DPM), and 1 mL is pipetted into a 20 mL headspace vial.

[0097] DHS conditions: Adjust the sample temperature to 30°C in the unit. Purge the 20 mL headspace containing the analyte above the sample onto an adsorption tube (TDU) containing 25 mg of TenaxTA 35 / 60 (Restek catalog no. 25701) with a helium flow of 10 ml / min.

[0098] TDU conditions: Desorb the adsorption tube using a program that starts with solvent venting at 30°C for 2 minutes, then increases the temperature to 270°C at 720°C / min and holds for 8 minutes. Refocus the analyte onto the glass bead liner at -60°C, and then desorb it onto the GC column at a rate of 12°C / second to 270°C.

[0099] GC / MS conditions: Use a 30m × 250μm × 0.25μm Agilent 122-5532UI column and a flow rate of 1.5 mL / min. Hold for 2 minutes at a temperature program of 50°C to 280°C, with a ramp rate of 12°C / min being preferred. Apply a solvent delay scan or SIM mode MSD parameters for DPM to achieve appropriate detection.

[0100] The analytical standards can be obtained from AK Scientific, Inc., Union City, CA 94587, USA. Prepare a stock solution at approximately 0.5 g / L. Then, dilute the stock solution to 4-5 concentrations ranging from approximately 0.05 g / L to 0.00005 g / L. These standard solutions are then analyzed by GC / MS. This analysis is performed using the same TDU desorption and GC / MS conditions as above, but with 1 μL liquid injection onto the TDU tube instead of DHS collection. A calibration plot is constructed using a linear fit, utilizing the volume injected into the column and the area response at the target m / z.

[0101] Headspace quantification is performed using a linear equation of the PRM target m / z area response and calibration plot of the fragrance component. [Examples]

[0102] The embodiments provided below are intended to be illustrative and not limiting.

[0103] Example 1. Headspace data Fragrance headspace data are collected for various materials according to the headspace method provided above in the Test Methods chapter. The air / solvent partition coefficient is determined and indexed accordingly (for example, the partition coefficient for OTNE is set to 1.00).

[0104] The results for 2-adamantylpropanoate, 2-adamantylacetate, and 2-methyl-2-adamantylacetate in isopropyl myristate (IPM) are provided in Table 1 below.

[0105] [Table 3] * The average of three copies.

[0106] Overall, the adamantyl ester-containing compounds tested were found in headspace approximately 5.5 to 8.7 times more frequently than OTNE from IPM, a common solvent used in fragrance delivery particles. The increased volatility of adamantyl ester-containing compounds compared to OTNE is advantageous because a higher proportion of the adamantyl ester-containing compounds are found in the air from consumer products. Therefore, adamantyl ester-containing compounds are more likely to be perceived at lower concentrations in consumer products, or at higher intensity at the same concentration in consumer products.

[0107] The dimensions and values ​​disclosed herein should not be understood as being strictly limited to the exact numerical values ​​listed. Instead, unless otherwise specified, each such dimension is intended to mean both the listed value and the functionally equivalent range encompassing that value. For example, a dimension disclosed as "40 mm" is intended to mean "approximately 40 mm."

[0108] All documents referenced herein, including any patents or patent applications that are cross-referenced or related, and any patent applications or patents on which this application claims priority or benefit thereof, are incorporated herein by reference in their entirety, unless expressly excluded or otherwise limited. No reference to any document shall be deemed prior art to any invention disclosed or claimed herein, nor shall any such invention be taught, suggested, or disclosed, either alone or in combination with any one or more other references. Furthermore, to the extent that any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in any document incorporated by reference, the meaning or definition given to that term in this document shall prevail.

[0109] While specific embodiments of the present 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 within the scope of the invention be covered in the appended claims.

Claims

1. It is a consumer product, a) A first aromatic material comprising compound G-C(O)-O-Q, G and Q are carbon-containing radicals connected only via ester bonds. Q contains a single adamantyl part, In the adamantyl portion, only one carbon atom is substituted with something other than -H. The aforementioned compound, i) 【Chemistry 1】 ii) 【Chemistry 2】 iii) Selected from the group consisting of these mixtures, For either formula 1 or formula 2, a. R is hydrogen or hydrocarbyl, b. E is a single -CO ２ - Including only the portion, c. The molecular formula is C １１＋ｎ H １６＋２ｎ－ｍ O ２ And, In the formula, n is an integer from 1 to 7, and m is 0 or 2. When m is 0, the molecule does not contain a carbon-carbon double bond. When m is 2, the molecule contains a single carbon-carbon double bond, and the first aromatic material, b) A processing aid comprising, A consumer product in which the first fragrance material is present in an amount of at least 0.0005% by weight of the consumer product composition.

2. The consumer product according to claim 1, wherein n is an integer from 1 to 5.

3. The consumer product according to claim 1 or 2, wherein n is an integer from 1 to 3.

4. A consumer product according to any one of claims 1 to 3, wherein n is an integer from 1 to 2.

5. A consumer product according to any one of claims 1 to 4, wherein m is 0.

6. The first fragrance material is a) 【Transformation 3】 b) 【Chemistry 4】 c) 【Transformation 5】 d) 【Transformation 6】 e) 【Transformation 7】 f) 【Transformation 8】 g) A consumer product according to any one of claims 1 to 5, selected from the group consisting of these mixtures.

7. a) 【Chemistry 9】 b) 【Chemistry 10】 c) The consumer product according to any one of claims 1 to 6, further comprising a second fragrance material selected from the group consisting of these mixtures.

8. The consumer product further contains an antioxidant, and the first fragrance material is 【Chemistry 11】 The consumer product according to any one of claims 1 to 7.

9. The consumer product further contains an antioxidant, and the first fragrance material is 【Chemistry 12】 The consumer product according to any one of claims 1 to 8.

10. The consumer product according to any one of claims 1 to 9, wherein the weight ratio of the first fragrance material to the second fragrance material is 100:0 to 25:75, preferably 100:0 to 50:50, more preferably 100:0 to 51:49, more preferably 100:0 to 75:25, more preferably 100:0 to 90:10, more preferably 100:0 to 95:5, and more preferably 100:0 to 99:

1.

11. The consumer product according to any one of claims 1 to 10, wherein the first fragrance material is present in the consumer product in an amount of at least 0.001% by weight, preferably at least 0.01% by weight, more preferably at least 0.1% by weight, more preferably at least 0.5% by weight, and more preferably at least 1% by weight.

12. The consumer product according to any one of claims 1 to 11, wherein the first fragrance material is present in the consumer product in an amount of at least 0.001% by weight, preferably at least 0.01% by weight, more preferably at least 0.1% by weight, more preferably at least 0.5% by weight, and more preferably at least 1% by weight.

13. The consumer product according to any one of claims 1 to 12, wherein the first fragrance material is part of a fragrance delivery system, and the fragrance delivery system is a delivery particle, a pro-fragrance material, or a combination thereof.

14. The consumer product according to any one of claims 1 to 13, wherein the first fragrance material is part of a fragrance delivery system, and the fragrance delivery system is a delivery particle, a pro-fragrance material, or a combination thereof.

15. The consumer product according to any one of claims 1 to 14, wherein the processing aid is selected from the group consisting of surfactants, conditioning active substances, adhesion aids, rheology modifiers, structuring agents, bleaching agents, stabilizers, builders, chelating agents, color transfer inhibitors, dispersants, enzymes, enzyme stabilizers, catalytic metal complexes, polymer dispersants, mud and stain removers / anti-re-adhesion agents, whitening agents, foam inhibitors, silicones, colorants, aesthetic dyes, undiluted fragrances, additional fragrance delivery systems, structural elastochemicals, carriers, hydrotropes, processing aids, anti-aggregating agents, coatings, formaldehyde scavengers, pigments, or mixtures thereof.

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