Degradation-resistant aldehyde-containing compositions

Abstract

An aldehyde-containing dry powder composition is described comprising a carrier, an emulsifier, and at least one aldehyde component encapsulated in the carrier wherein the aldehyde-containing powder composition has a 28-day retention value of at least 93% and is free of alcohol or propylene glycol.

Description

[0001] Related Applications

[0002] This application hereby claims priority under 35 USC §119 to U.S. Provisional Patent Application 63 / 337,310, filed on May 2, 2022 in the name of Charles Pershing Beetz, Ki Yul Cho, Robert Tyszkiewicz, Steven Charles Hardek, and Daniel Michael Schlipf, for "DEGRADATION-RESISTANT ALDEHYDE-CONTAINING COMPOSITIONS," the entire contents of which are incorporated herein by reference for all purposes. Technical Field

[0003] The present disclosure generally relates to aldehyde-containing compositions that are resistant to degradation. Background Art

[0004] Currently, in the manufacture and commercialization of aldehyde-containing compositions, the compositions may be supplied as (i) aqueous emulsions, (ii) oils dissolved in solvents such as ethanol, propylene glycol or benzyl alcohol, or (iii) washed compositions that have been treated to remove water-insoluble components. Such compositions may include, for example, flavoring compositions and fragrance compositions that are manufactured and packaged for transport, storage and subsequent use, which may involve processing with additional materials to form the final product.

[0005] Each of the above methods has associated drawbacks.

[0006] Aqueous emulsions have the disadvantage that the compositions are susceptible to emulsion instability in the final product. Compositions of oils dissolved in solvents such as ethanol and propylene glycol have the disadvantage of chemical modification associated with reactions with the solvents in the composition, in addition to safety and toxicity issues. Washable compositions, when containing organoleptic ingredients, have the inherent problem of imperfect organoleptic properties due to the washing process.

[0007] The above-mentioned defects are increased by the tendency of the aldehyde chemical moieties in the composition to degrade and form acetals and other reaction products that impair the performance of the composition and the products produced therefrom. For example, the degradation of the aldehyde flavoring ingredients may severely reduce the taste, aroma, appearance and viscosity of the flavoring composition and its subsequent formulated products. As another example, the degradation of the aldehyde flavoring ingredients can significantly reduce or otherwise impair the desired smell or aroma of the final product.

[0008] Another disadvantage is encountered when the aldehyde-containing composition is prepared as an aqueous emulsion of the emulsified ingredients or as a solvent composition in oil because the resulting composition has a large amount of water or solvent, which can significantly increase the volume of the composition and the associated cost and complexity of packaging, shipping and processing the composition for subsequent use.

[0009] Therefore, the art has been seeking improvements to readily degradable aldehyde-containing compositions. Summary of the invention

[0010] The present disclosure relates to degradation-resistant aldehyde-containing compositions.

[0011] In one aspect, the present disclosure relates to an aldehyde-containing dry powder composition comprising a carrier, an emulsifier, and at least one aldehyde component encapsulated in the carrier, wherein the aldehyde-containing dry powder composition has a twenty-eight-day retention value of at least 93% and does not contain alcohol or propylene glycol.

[0012] In another aspect, the present invention relates to a method of using the degradation-resistant aldehyde-containing dry powder composition of the present disclosure, which comprises formulating or processing the degradation-resistant aldehyde-containing powder composition with one or more other components to form a final formulated product.

[0013] Other aspects, features and embodiments of the present disclosure will be more fully apparent from the ensuing description and appended claims. BRIEF DESCRIPTION OF THE DRAWINGS

[0014] Figure 1 Results are shown for the flavor retention properties of hexanal, 2-hexenal, benzaldehyde, vanillin, and 4-(p-hydroxyphenyl)-2-butanone in dry powder flavor compositions of the present disclosure ("dry powder flavor compositions") and in respective liquid flavor compositions of ethanol ("ethanol compositions") and propylene glycol ("propylene glycol compositions").

[0015] Figure 2 is a graph of the concentration (%) of acetal reaction products formed from the reaction of aldehyde flavor ingredients in ethanol liquid flavor compositions ("ethanol acetals") and acetal reaction products formed from the reaction of aldehyde flavor ingredients in polyethylene glycol liquid flavor compositions ("PG acetals") as a function of storage time in days over a 28 day test period. DETAILED DESCRIPTION

[0016] The present disclosure relates to degradation-resistant aldehyde-containing compositions.

[0017] As used herein, the singular forms "a," "an," and "the" include plural referents unless the context clearly dictates otherwise.

[0018] As used herein, the term "dry" in relation to the aldehyde-containing powder composition of the present disclosure means that the powder composition does not contain a moisture content greater than 5 wt % based on the total weight of the powder composition.

[0019] As used herein, the “twenty-eight day retention value” applied to the aldehyde component refers to the percentage concentration of the aldehyde component initially present in the composition after the composition is stored at 25° C. for 28 days, wherein the percentage concentration of the aldehyde component is measured by gas chromatography / mass spectrometry (GC / MS) using a solution of dichloromethane and methanol in which the composition containing the aldehyde component is dissolved and dichloromethane and methanol are present in a volume ratio of 2:1.

[0020] As used herein, the aldehyde-containing dry powder composition of the present disclosure, "ready-to-drink" and its abbreviation "RTD" means that once the aldehyde-containing dry powder composition is mixed with a liquid beverage medium, for example, a liquid beverage medium such as water, alcohol, alcohol-water solution or other aqueous, non-aqueous, alcoholic, non-alcoholic or other liquid beverage medium for consumption, a drinkable flavored beverage product is produced.

[0021] As described herein with respect to its features, aspects, and embodiments, the present disclosure may be constructed in specific embodiments to include, consist of, or consist essentially of some or all of these features, aspects, embodiments, and elements and components thereof are brought together to form further embodiments of the present disclosure. The present disclosure contemplates various permutations and combinations of these features, aspects, and embodiments, as these are within the scope of the present invention. Therefore, the present disclosure may be specified to include, consist of, or consist essentially of these specific features, aspects, and embodiments, or any combination and permutation of one or more selected thereof.

[0022] In one aspect, the present disclosure relates to an aldehyde-containing dry powder composition, comprising a carrier, an emulsifier, and at least one aldehyde component encapsulated in the carrier, wherein the aldehyde-containing powder composition has a twenty-eight-day retention value of at least 93% and does not contain alcohol or propylene glycol. As used in this context, the term "alcohol" does not include polyvinyl alcohol (PVA), and PVA may be present in the aldehyde-containing dry powder composition of the present disclosure accordingly.

[0023] The aldehyde-containing dry powder composition can be of any suitable type, and for example, can be or include a food, beverage, fragrance, coating, pigment, flavoring, drug, therapeutic, pharmaceutical, homeopathic, biological, probiotic, constructed, formulated or other type of composition, as well as mixtures, blends, complexes and combinations of two or more of the above.

[0024] In various embodiments, the aldehyde-containing dry powder composition may be a precursor or intermediate composition, wherein the aldehyde component is provided or configured to impart specific properties, such as sensory properties, when subsequently processed or formulated with other materials to form a final product.

[0025] In embodiments where the aldehyde component comprises an organoleptic aldehyde component, the aldehyde component may, for example, comprise an aldehyde flavoring component for use in an aldehyde-containing dry powder composition of the present disclosure for producing flavored end products such as foods, beverages, and other edible or ingestible products, e.g., nutritional supplements, pharmaceuticals, therapeutics, medications, homeopathic products, biological products, and probiotic products.

[0026] In various embodiments, the aldehyde-containing dry powder composition of the present disclosure may include one or more aldehyde flavoring ingredients, providing an aldehyde-containing dry powder flavoring composition that, when added to a liquid such as water, alcohol, aqueous alcohol, or other liquid beverage medium, produces a ready-to-drink (RTD) flavored beverage product. The RTD flavored beverage product may be of any suitable type and may include cola, sports drinks, nutritional drinks, seltzer, and the like.

[0027] In other embodiments, the sensory aldehyde component may, for example, include an aldehyde flavoring component, which is used in the aldehyde-containing dry powder composition of the present disclosure to produce an odor or scented final product, such as perfume, cologne, toilet water, shampoo, soap, deodorant, detergent, shower gel, air freshener, candle, wax, clothing, packaging, cosmetics, hygiene products, skin care products, detergents, cleaning products and aromatherapy products, but the present disclosure is not limited thereto.

[0028] The aldehyde component in the aldehyde-containing powder composition can be of any suitable type. The aldehyde component in each embodiment can, for example, include an aldehyde component selected from the group consisting of: acetaldehyde; acetal B; α-amylcinnamaldehyde; benzaldehyde; 2-benzofurancarboxaldehyde; bis(methylthio)methane; 4-(methylthio)butyraldehyde; α-butylcinnamaldehyde; butyraldehyde; cinnamaldehyde; cis-4-heptenal; cis-5-isopropenyl-cis-2-metal cyclopentane-1-carboxaldehyde (cis-5-isopropenyl-cis-2-metal cyclopentane-1-carboxaldehyde) cyclopentane-1-carboxaldehyde); citronellyl acetaldehyde; cuminaldehyde; decanal; 2-decenal; 4-decenal; (+ / -)-cis- and trans-1,2-dihydroperillaldehyde; 2,4-dimethylbenzaldehyde; 2,6-dimethyloctanal; 3,7-dimethyloctanal; 2,8-dithianon-4-en-4-carboxaldehyde; divanillin; 2-dodecenal; (Z)-4-dodecenal; 2 ,3-Epoxydecanal; 4,5-Epoxy-(E)-2-decanal; 2,3-Epoxyheptanal; 2,3-Epoxyoctanal; p-Ethoxybenzaldehyde; 4-Ethylbenzaldehyde; 2-Ethylbutyraldehyde; 2-Ethyl-2-hexenal; 2-Ethyl-2-hexenal; 1-Ethyl-2-pyrrolecarboxaldehyde; Ethyl vanillin; Ethyl vanillin β-D-pyranoglucopyranoside; Ethyl vanillin isobutyrate; Acaciaaldehyde; 2-Formyl-6,6-dimethylbicyclo(3.3.1)hept-2-ene; Furfural; 2-Furfurylidenebutyraldehyde; 2,4-heptadienal; Heptanal; 2-Heptenal; Trans, Trans-2,4-hexane dienal; hexanal; 2-hexenal; 3-hexenal; cis-3-hexenal; trans-3-hexenal; cis-4-hexenal; trans-4-hexenal; α-hexylcinnamaldehyde; 2-hexylidene hexanal; 4-hydroxybenzaldehyde; hydroxycitronellal; 4-hydroxy-3,5-dimethoxybenzaldehyde; 2-hydroxy-4-methoxybenzaldehyde; 2-hydroxy-4-methylbenzaldehyde; isobutylaldehyde; 2-isopropyl-5-methyl-2-hexenal; p-isopropylphenylacetaldehyde; 3-(p-isopropylphenyl)propanal; IVY formaldehyde; lauryl aldehyde; p-menth-1-ene-9-aldehyde; 3-mercapto-2-methylpentanal; p- Methoxy-α-methylcinnamaldehyde; o-methoxybenzaldehyde; p-methoxybenzaldehyde; o-methoxycinnamaldehyde; p-methoxycinnamaldehyde; 2-methyl-3-(2-furyl)propenal; 2-methyl-2-butenal; 3-methyl-2-butenal; 2-methylbutanal; 3-methylbutanal; α-methylcinnamaldehyde; p-methylcinnamaldehyde; 3-(3,4-methylenedioxyphenyl)-2-methylpropanal; 5-methylfurfural; 3-(5-methyl-2-furyl)butanal; 3-(5-methyl-2-furyl)prop-2-enal; 3-[(2-methyl-3-furyl)thio]butanal;6-Methylheptanal; 3-methylhexanal; 1-methyl-1H-pyrrole-2-carbaldehyde; 4-methyl-2-(methylthiomethyl)-2-hexenal; 5-methyl-2-(methylthiomethyl)-2-hexenal; 4-methyl-2-(methylthiomethyl)-2-pentenal; 2-methyloctanal; (+ / -)-6-methyloctanal; 2-methyl-2-octenal; 2-methylpentanal; 2-methyl-2-pentenal; 4-methyl-2-pentenal; 2-methyl-4-phenylbutanal; 3-methyl-2-phenylbutanal; 5-methyl-2-phenyl-2-hexenal; 4-methyl-2-phenyl-2-pentenal; 2-methyl-2-(methyldithio)propanal; 2-methyl-3-(p-isopropylphenyl)propanal; 2-methylthio Acetaldehyde; 3-(methylthio)butyraldehyde; 2-((methylthio)methyl)-2-butenal; 2-(methylthiomethyl)-3-phenylpropenal; 5-methyl-2-thiophenecarboxaldehyde; 3-(methylthio)propanal; 2-methyl-2-tolylpropanal (mixed o-, m-, p-); 12-methyltridecanal; 2-methylundecanal; (+ / -)-2-(5-methyl-5-vinyltetrahydrofuran-2-yl)propanal; myristicaldehyde; 2,4-nonadienal; 2-trans-6-trans-nonadienal; 2,6-nonadienal diethyl acetal; nonanal; nonan-2,4,6-trienal; 2-nonanal; cis-6-nonenal; 9-octadecenal; trans, trans-2,4-octadienal; 2-trans-6-trans-octadienal; octanal; 2- Octenal; cis-5-octenal; trimeraldehyde; 2,4-pentadienal; 2-pentenal; 4-pentenal; perillaldehyde; phenylacetaldehyde; 2-phenyl-2-butenal; (+ / -)-2-phenyl-4-methyl-2-hexenal; 2-phenyl-4-pentenal; 3-phenyl-4-pentenal; 2-phenyl-3-(2-furyl)-prop-2-enal; 2-phenylpropanal; 3-phenylpropanal; jasmine; 1,3-p-menthadiene-7-aldehyde; propionaldehyde; methylglyoxal; salicylaldehyde; tetradec-2-enal (tetradic-2-enal); (Z)-8-tetradecenal; tolualdehyde (mixed o-, m-, p-); p-tolylacetaldehyde; 2-(p-tolyl)propanal; 2-trans-6-cis-dodecanal enal; 2-trans-6-cis-nonadienal; trans-4-nonenal; trans, trans-2,4-dodecadienal; tridecanal; 2-trans-4-cis-7-cis-tridecatrienal; 2-tridecenal; 2,6,6-trimethyl-1- and 2-cyclohexene-1-carboxaldehyde; 2,6,6-trimethylcyclohexa-1,3-dienylcarboxaldehyde; 2,6,6-trimethyl-1-cyclohexene-1-acetaldehyde; 2,2,3-trimethylcyclopent-3-en-1-ylacetaldehyde; 3,5,5-trimethylhexanal; 2,4-undecadienal; γ-undecanone; undecal; (E)-4-undecenoic acid; 10-undecenal; 2-undecenal; 9-undecenal; valeraldehyde; vanillin; vanillin acetate; vanillin isobutyrate;Veratraldehyde; and combinations of two or more of the foregoing. ;

[0029] In various other embodiments, the aldehyde component can, for example, include an aldehyde component selected from the group consisting of: benzaldehyde; acetaldehyde; furfural; isovaleraldehyde; decanal; trans-2-hexenal; hexenal; melonaldehyde; nonadienal; isobutyraldehyde nat; prenal; anisaldehyde; octanal; anisicaldehyde; cinnamaldehyde; nonanal; 4-methyl-2-phenyl-2-pentenal A; 2,4-nonadienal; nonenal; 2-methylbutanal; heptaldehyde; phenylacetaldehyde; cyclamen aldehyde; aldehyde); 2,4-dodecadienal; perillaldehyde; 5-methylfurfural; decanal; undecanal; undecanal; valeraldehyde; 2-phenylpropanal; 3-phenylpropanal; hydroxybenzaldehyde; heliotropine; vanillin; geranial; neral; raspberryketone; hydroxycitronellal; C7-C 18 Aliphatic aldehydes; 3,5-dimethyl-3-cyclohexene-1-carbaldehyde; 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde; and combinations of two or more of the foregoing, but the present disclosure is not limited thereto.

[0030] In various embodiments, the aldehyde-containing dry powder compositions of the present disclosure may include one or more aldehyde flavoring ingredients to provide a base or concentrated powder composition that can then be processed with other materials to form a final flavoring product.

[0031] In each embodiment of the aldehyde-containing flavoring dry powder composition of the present invention, the aldehyde component can, for example, include aldehydes selected from the following: benzaldehyde; acetaldehyde; furfural; isovaleraldehyde; decanal; trans-2-hexenal; hexenal; melonaldehyde; nonadienal; isobutyraldehyde; isopentenal; anisaldehyde; octanal; anisaldehyde; cinnamaldehyde; nonanal; 4-methyl-2-phenyl-2-pentenal A; 2,4-nonadienal; nonenal; 2-methylbutyraldehyde; heptanal; phenylacetaldehyde; sedge aldehyde; 2,4-dodecadienal; perillaldehyde; 5-methylfurfural; decanal; undecanal; valeraldehyde; 2-phenylpropanal; 3-phenylpropanal; hydroxybenzaldehyde; jasmine aldehyde; vanillin; geranial; citral; raspberry ketone; and combinations of two or more of the foregoing.

[0032] In other embodiments, the aldehyde component in the aldehyde-containing flavoring dry powder composition can be selected from the group consisting of benzaldehyde; acetaldehyde; furfural; isovaleraldehyde; decanal; trans-2-hexenal; hexenal; melonaldehyde; nonadienal; isobutylaldehyde; isopentenal; anisaldehyde; octanal; anisaldehyde; cinnamaldehyde; and a combination of two or more of the foregoing.

[0033] In still other embodiments, the aldehyde component in the aldehyde-containing flavoring powder composition may include an aldehyde component selected from the group consisting of benzaldehyde; acetaldehyde; furfural; hexenal; trans-2-hexenal; vanillin; and combinations of two or more of the foregoing.

[0034] In various embodiments, the aldehyde-containing dry powder composition of the present disclosure may include one or more aldehyde fragrance ingredients to provide a base or concentrated powder composition, which can then be processed with other materials to form a final product with an odor or fragrance. Aldehyde fragrance ingredients that can be used for this purpose include, but are not limited to, benzaldehyde, anisaldehyde, C7-C 18 Fatty aldehydes, vanillin, hexyl cinnamaldehyde, hydroxycitronellal, 3,5-dimethyl-3-cyclohexene-1-carboxaldehyde, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde, etc.

[0035] The carrier in the aldehyde-containing powder composition of the present disclosure can be of any suitable type. In a specific embodiment, the carrier can, for example, include any one or more materials such as: (i) a polysaccharide carrier, for example, starch, modified food starch, natural starch, maltodextrin, alginate, pectin, methylcellulose, ethylcellulose, hydrocolloid, inulin, carbohydrates, monosaccharides, disaccharides and trisaccharides, soluble fiber or polydextrose; (ii) protein, for example, animal protein, vegetable protein, caseinate, gelatin, soy protein, pea protein, whey protein or milk protein; (iii) gum, for example, guar gum, xanthan gum, gum arabic (gum arabic), gellan gum or carrageenan; (iv) ester, for example, polysorbate, stearate or oleate; and / or (v) lipids and waxes, for example, coconut oil, medium chain triglyceride (MCT) oil, vegetable oil, sunflower oil, palm oil, carnauba wax or beeswax, but the present invention is not limited thereto.

[0036] In various embodiments, the carrier may be or include maltodextrin, cyclodextrin or gum arabic. In other embodiments, the carrier may be or include natural starch, hydrolyzed starch or modified starch. Different types of starch may be advantageously applied to various embodiments of the present disclosure. In various embodiments, cellulose, methylcellulose, ethylcellulose or other cellulose materials may be used. In other embodiments, the carrier may be whey protein, soy protein or gelatin. In other embodiments, different types of synthetic polymer carriers may be used, such as polyvinyl pyrrolidone, polyvinyl alcohol, polyacrylamide, polyvinyl acetate, polyethylene oxide and polyacrylic acid. It should be accordingly understood that in the broad practice of the present disclosure, the carrier may be appropriately and widely varied to at least partially encapsulate the aldehyde component in the aldehyde-containing dry powder composition.

[0037] The emulsifier can be of any suitable type and can, for example, include emulsifiers such as Tween® polysorbate, sodium caseinate, low methoxyl pectin, gelatin, La-dipalmitoylphosphatidylcholine (DPPC), cholesterol, polyvinyl alcohol (PVA), sodium stearoyl lactylate, mono- and diglycerol, phosphatides, locust bean gum, xanthan gum, citric acid fatty acid glycerides and / or any other emulsifier or combination of emulsifiers suitable for constituting the aldehyde-containing dry powder composition.

[0038] It should be appreciated that in specific embodiments of the present disclosure, the aldehyde-containing powder composition can utilize the same components as the carrier and emulsifier, wherein such components will be effective to at least partially encapsulate the aldehyde component and also effectively stabilize the suspension used to produce and / or present in the aldehyde-containing dry powder composition. The aldehyde-containing dry powder composition of the present disclosure can be constructed to include a carrier, an emulsifier, and an aldehyde component in any suitable amount of the various components and relative proportions of these components determined to be suitable for providing the desired properties for the final product produced with such aldehyde-containing powder composition, including compositions in which the carrier and the emulsifier are composed of the same components having the properties of the carrier and the emulsifier.

[0039] The aldehyde component loading in the aldehyde-containing dry powder composition of the present disclosure can be any suitable concentration accordingly, for example, based on the weight of the carrier in the aldehyde-containing powder composition, the aldehyde component loading is 2 wt%-50 wt%. For example, based on the weight of the carrier in the aldehyde-containing powder composition, the aldehyde component loading is measured in wt%, which can be greater than at least one of 2 wt%, 3 wt%, 4 wt%, 5 wt%, 6 wt%, 7 wt%, 8 wt%, 9 wt%, 10 wt%, 12 wt%, 15 wt%, 18 wt%, 20 wt%, 22 wt%, 25 wt%, 28 wt%, 30 wt%, 32 wt%, 35 wt%, 38 wt%, 40 wt%, 42 wt%, 44 wt%, 45 wt%, 46 wt%, 47 wt%, 48 wt% and up to 50 wt%. The aldehyde component loading is measured in wt% based on the weight of the carrier in the aldehyde-containing powder composition, and can be within a range where the lower limit value is one of the above values ​​and the upper limit value is one of the above values ​​greater than the lower limit value, for example, a range of 2%-40%, a range of 10%-50%, a range of 3%-30%, a range of 5%-42%, a range of 2%-20%, a range of 12%-35%, or other suitable ranges that provide the desired properties of the aldehyde-containing dry powder composition and the final product produced with the dry powder composition.

[0040] The aldehyde-containing dry powder composition of the present disclosure can be formed to have any suitable particle size and particle size distribution characteristics. For example, the aldehyde-containing dry powder composition in each embodiment can have a particle size distribution in which at least 50% of the powder particles are in the range of 25-250 μm, but the present invention is not limited thereto. In various embodiments, the size of the dry powder particles can be in the range of 50-400 μm, 75-350 μm, 80-300 μm, 100-250 μm, or in other suitable ranges. In other embodiments, the aldehyde-containing dry powder composition can have a particle size distribution in which at least 75%, 80%, 85%, 88%, 90%, 91%, 92%, 94% or 95% of the particles of the dry powder composition have a particle size of 80 µm, 85 µm, 90 µm, 95 µm, 100 µm, 110 µm, 120 µm, 130 µm, 140 µm, 150 µm, 160 µm, 170 µm, 180 µm, 190 µm, 200 µm or more, or a particle size range in which the lower limit value is one of the above particle size numerical values ​​and the upper limit value is one of the above particle size numerical values ​​greater than the lower limit value. The aldehyde-containing dry powder composition in each embodiment may have an average particle size in the range of 40-300 μm, or in other suitable ranges such as 75-250 μm, 80-200 μm, 85-150 μm, 90-120 μm, or other lower or higher ranges.

[0041] In various embodiments, the aldehyde-containing dry powder composition of the present invention may have a powder particle void volume that is less than at least one of 15%, 14%, 13%, 12%, 11%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1% or 0.5% of the total particle volume, or a powder particle void volume within a range where the lower limit value is one of the above percentage numerical values ​​and the upper limit value is one of the above percentage numerical values ​​greater than the lower limit value.

[0042] Powder particle void volume is determined as the calculated percentage of volume occupied by any air pockets within the particle. Powder particle void volume measurements rely on scanning electron microscopy (SEM) cross-sectional images to view the internal cross-section of the particle for measurement. Powder particle void volume values ​​are reported as a percentage and are calculated as the volume of air (or other gas) pockets / total particle volume defined by the external particle boundaries. The steps for determining the void volume of a powder particle are as follows: 1) approximately 100 mg of powder is thoroughly mixed in 5 mL of epoxy resin; 2) the resin is cast in a mold (Electron MicroscopySciences part number 70900) and allowed to cure for one day; 3) after curing, the mold is cut in half to present a clean surface of the cross-sectional particle embedded in the resin; 4) microscopic imaging analysis is performed at 5 KV between .1 and 1 KX and the cross-sectional diameter of the particle and any cross-sectional area of ​​internal voids are measured from the cross-section using image analysis software (Image J, National Institute of Health); 5) the void volume is calculated by summing the void volumes (based on V = 4 / 3*π*r 3 Calculated) divided by the total particle volume and multiplied by 100.

[0043] In a specific embodiment, the aldehyde-containing dry powder composition of the present invention can have a weight percentage moisture content of less than at least one of 7%, 6%, 5%, 4.5%, 4%, 3.5%, 3%, 2.75%, 2.5%, 2.25%, 2%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.1%, 1.0%, 0.9%, 0.8%, 0.75%, 0.7%, 0.65%, 0.6%, 0.55%, 0.5%, 0.45%, 0.4%, 0.35%, 0.3%, 0.25%, 0.2%, 0.15% and 0.1%, based on the total weight of the aldehyde-containing dry powder composition, or a powder particle weight percentage moisture content within the range where the lower limit value is one of the above percentage numerical values ​​and the upper limit value is one of the above percentage numerical values ​​greater than the lower limit value.

[0044] The aldehyde-containing dry powder composition of the present disclosure can have a bulk density of any suitable characteristics, and in specific embodiments, for example, can have a bulk density in the range of 0.8-1.4 g / mL, or a bulk density in the range of 1.0-1.2 g / mL, or a bulk density in other ranges that provide useful properties and effective processing and end-use properties. The bulk density is determined by the following steps: 1) weighing a calibrated Copley BEP2 25 mL density cup on a balance; 2) filling the cup until it overflows and scraping off the excess, 3) reweighing the cup containing the powder; 4) dividing the weight (in grams) by 25 mL (the volume of the cup).

[0045] In various embodiments, the aldehyde component in the aldehyde-containing dry powder composition of the present disclosure has a twenty-eight-day retention value of at least one of greater than 93%, 93.5%, 94%, 94.5%, 95%, 95.5%, 96%, 96.5%, 97%, 97.5%, 98%, 98.5%, 99% and 99.5% and up to 100%, or a twenty-eight-day retention value within a range where the lower limit value is one of the above percentage numerical values ​​and the upper limit value is one of the above percentage numerical values ​​greater than the lower limit value (e.g., 100%).

[0046] In various embodiments, the aldehyde-containing dry powder composition of the present disclosure includes a base or concentrated powder composition for preparing a beverage formulation that can be introduced into a suitable beverage liquid for consumption at the place of use to produce a beverage that can be consumed immediately, such as a ready-to-drink (RTD) aldehyde-containing dry powder composition. The aldehyde component in this RTD composition can include any suitable type of aldehyde flavoring agent component to provide a subsequently formed beverage with a corresponding desired flavoring and taste characteristics. The beverage subsequently formed can be a carbonated beverage or a non-carbonated beverage, depending on the nature of the beverage liquid into which the aldehyde-containing dry powder composition is introduced, or the aldehyde-containing dry powder mixture can be composed of an effervescent component to provide a corresponding effervescent beverage.

[0047] More generally, the aldehyde-containing dry powder compositions of the present disclosure may be composed of any of a variety of dry ingredients, including antioxidants, stabilizers, preservatives, solubilizers, anti-caking agents, etc., which may be necessary and / or beneficial to provide the desired properties to the composition and / or the final product made therefrom.

[0048] The aldehyde-containing dry powder compositions of the present disclosure can be produced, packaged, transported and stored under dry conditions. Therefore, compared to compositions supplied in liquid form, the aldehyde-containing dry powder compositions of the present disclosure have made substantial progress in the art relative to compositions supplied in liquid form, such as liquid flavoring compositions or liquid flavor compositions containing large amounts of ethanol, propylene glycol and / or water, characterized by high weight and volume and temperature constraints, which adversely affect packaging, transportation and storage requirements compared to the aldehyde-containing dry powder compositions of the present disclosure.

[0049] The aldehyde-containing dry powder composition of the present disclosure can be formed in any suitable manner and by any suitable processing conditions and processing steps and sequence. In each embodiment, this aldehyde-containing dry powder composition is formed by spray drying, wherein an aqueous or other solvent-based suspension containing a carrier, an emulsifier and an aldehyde component is contacted with a suitable drying fluid and spray-dried to produce an aldehyde-containing dry powder composition. The spray drying method described in U.S. Patents 8,939,388, 9,332,776, 9,551,527, 9,861,945, 9,993,787, 10,155,234, 10,252,181 and 10,486,173 can be used, but the present disclosure is not limited thereto, and other powder formation methods can also be used, such as freeze drying, drum drying, microwave dehydration, extrusion, etc.

[0050] The present disclosure relates in a further aspect to a method of using the aldehyde-containing dry powder composition of the present invention as described in various aspects herein, including, for example, formulating or treating the aldehyde-containing dry powder mixture with one or more other components to form a final product.

[0051] The final product may be, for example, a product in which the aldehyde component comprises an organoleptic aldehyde component of the final product. For example, the organoleptic aldehyde component may be an aldehyde flavoring component, for which the final product may be a food, beverage, nutritional product, pharmaceutical product, therapeutic product, medical product, homeopathic product, biological product or probiotic product.

[0052] The final product can be, for example, a ready-to-drink (RTD) flavored beverage product formed by adding the aldehyde-containing dry powder composition to a drinkable liquid to form a beverage product having desired flavoring, taste and aroma characteristics, such as a cola, sports drink, nutritional drink, soda or other beverage product.

[0053] In other embodiments, the final product can be a product wherein the aldehyde component comprises an aldehyde fragrance component of the sensory performance of the final product, for use in final products such as perfumes, colognes, eau de toilette, shampoos, soaps, deodorants, detergents, shower gels, air fresheners, candles, waxes, apparel, packaging, cosmetics, hygiene products, skin care products, detergents, cleaning products, and aromatherapy products.

[0054] The aldehyde-containing dry powder compositions disclosed herein represent a substantial advancement in the art, providing compositions that can be easily transported, stored, and ultimately processed or formulated to form final products without loss and / or degradation of the aldehyde component and without the associated adverse effects on performance that occur when propylene glycol, ethanol, and similar reagents are used to produce compositions containing aldehyde components.

[0055] The present disclosure reflects the unexpected discovery that alcohols, propylene glycol and similar agents are not necessary to prepare aldehyde ingredient base or concentrate compositions for subsequent formulation or processing to produce end products containing such aldehyde ingredients, and that the aldehyde-containing dry powder compositions of the present disclosure provide stable and excellent property retention for the intended end product uses of such aldehydes.

[0056] Features and advantages of the present disclosure are further illustrated with reference to the following examples, which should not be construed as limiting the scope of the disclosure in any way.

[0057] Example 1

[0058] A blend of aldehyde flavoring components was studied to evaluate reactions with ethanol and propylene glycol, common solvents used in preparing flavoring compositions subsequently used to make ready-to-drink beverages and other flavored aqueous formulations. The aldehyde flavors in the flavoring blend were hexanal (26.67 wt%), 2-hexenal (26.66 wt%), benzaldehyde (26.67%), vanillin (10 wt%), and 4-(p-hydroxyphenyl)-2-butanone (10 wt%), all weight percentages based on the total weight of the flavor mixture.

[0059] After compounding the aldehyde flavoring blend, an aqueous suspension comprising the flavoring blend, a starch carrier and a modified food starch emulsifier was formulated to provide a 10% loading of the flavoring blend in a dry powder composition, and the aqueous suspension was spray dried by contacting with dry air introduced into the contacting operation at a temperature of 43.3° C. to obtain a 10% loading flavoring powder.

[0060] For comparison, liquid flavor compositions were prepared using the same flavor blend in an amount of 10 wt % based on the total weight of the liquid flavor composition in ethanol or propylene glycol, which are conventionally used solvents in liquid flavor compositions.

[0061] The spray-dried dry powder flavoring composition and liquid flavoring composition were stored at room temperature (25°C) for 28 days. During this period, the dry powder composition and liquid flavoring composition were analyzed by gas chromatography / mass spectrometry (GC / MS) to determine the changes in flavoring composition and the appearance of reaction byproducts. In the GC / MS analysis, dichloromethane and methanol solutions were used to extract the samples. The samples were injected into an Agilent 7890 GC gas chromatograph, and the oven was set to a temperature ramp rate of 40°C / min from 60°C to 230°C on an HP-1 column. The results were analyzed using Agilent Chemstation software.

[0062] Figure 1 Shown are the results of flavor retention curves for hexanal, 2-hexenal, benzaldehyde, vanillin, and 4-(p-hydroxyphenyl)-2-butanone in a spray-dried flavor powder composition of the present disclosure ("CoolZoom powder") and in corresponding liquid flavor compositions of ethanol ("ethanol") and propylene glycol ("propylene glycol").

[0063] like Figure 1 As shown, the retention of flavoring compounds in CoolZoom powder was approximately 100% over the 28-day test period (values ​​greater than 100% are due to analytical method variance). For CoolZoom powder, no loss of retention of the starting aldehyde flavoring oil component was observed in the dry powder composition produced by the spray-drying encapsulation process.

[0064] In contrast, during the same 28-day test period, the flavoring agent components stored in the ethanol and the flavoring agent components stored in the propylene glycol have changed significantly in the flavoring agent retention. The reaction of the flavoring aldehydes in ethanol and the ethanol liquid flavoring agent composition causes the flavoring agent composition to change over time. This may be due to the reversibility of the aldehyde-ethanol reaction that occurs in the ethanol liquid flavoring agent composition. On the other hand, during the same period of time, the reaction of the propylene glycol in the flavoring agent aldehyde and the propylene glycol liquid flavoring agent composition causes the initial flavoring agent composition to be observed to decline by 15%-70% in the first three days, which eventually causes the initial flavoring agent compound to reduce by 30%-85%.

[0065] Figure 2 is a graph of the concentration (%) of acetal reaction products formed by the reaction of aldehyde flavor ingredients in ethanol liquid flavor compositions ("ethanol acetals") and acetal reaction products produced by the reaction of aldehyde flavor ingredients in polyethylene glycol liquid flavor compositions ("PG acetals") as a function of time in days over a 28-day test period.

[0066] In the ethanol liquid flavor composition (ethanol acetal), hexanal and benzaldehyde each react to form the corresponding diethyl acetal. A small portion of 4-(p-hydroxyphenyl)-2-butanone in the ethanol liquid flavor composition (ethanol acetal) also reacts to form the corresponding diethyl acetal. On the other hand, all flavoring ingredients in the propylene glycol liquid flavor composition (PG acetal) react significantly to form polyethylene glycol acetal reaction products, and this acetal reaction product ultimately accounts for about 30% of the flavor distribution.

[0067] In Table 1 below, the flavor profile data is shown, including the original aldehyde flavor ingredient and the acetal reaction product formed after 28 days. The flavor sensory performance data was obtained from www.thegoodscentscompany.com.

[0068]

[0069] The data in Table 1 demonstrate that the acetal content of liquid flavor compositions using ethanol or propylene glycol increases significantly, while the flavor dry powder compositions of the present disclosure maintain the original flavor ingredients with substantially complete flavor retention and no deleterious formation of flavor-damaging acetals. DETAILED DESCRIPTION

[0070] Embodiment 1. An aldehyde-containing dry powder composition comprises a carrier, an emulsifier, and at least one aldehyde component encapsulated in the carrier, wherein the aldehyde-containing dry powder composition has a 28-day retention value of at least 93% and does not contain alcohols or propylene glycol.

[0071] Embodiment 2. The aldehyde-containing dry powder composition of embodiment 1, wherein the twenty-eight-day retention value is greater than at least one of 93%, 93.5%, 94%, 94.5%, 95%, 95.5%, 96%, 96.5%, 97%, 97.5%, 98%, 98.5%, 99% and 99.5%.

[0072] Embodiment 3. The aldehyde-containing dry powder composition of embodiment 1, wherein at least one aldehyde component includes an aldehyde selected from the group consisting of: acetaldehyde; acetal B; α-amylcinnamaldehyde; benzaldehyde; 2-benzofurancarboxaldehyde; bis(methylthio)methane; 4-(methylthio)butyraldehyde; α-butylcinnamaldehyde; butyraldehyde; cinnamaldehyde; cis-4-heptenal; cis-5-isopropenyl-cis-2-metal cyclopentane-1-carboxaldehyde; citronellyl acetaldehyde; cuminaldehyde; decanal; 2-decenal; 4-decenal; (+ / -)-cis and trans-1,2-dihydroperillaldehyde; 2,4-dimethylbenzaldehyde; 2,6-dimethyloctanal; 3,7-dimethyloctanal; 2,8-dithianon-4-ene-4-carboxaldehyde; divanillin; 2-dodecenal; (Z)-4-dodecenal enal; 2,3-epoxydecanal; 4,5-epoxy-(E)-2-decanal; 2,3-epoxyheptanal; 2,3-epoxyoctanal; p-ethoxybenzaldehyde; 4-ethylbenzaldehyde; 2-ethylbutanal; 2-ethyl-2-hexenal; 2-ethyl-2-hexenal; 1-ethyl-2-pyrrolecarboxaldehyde; ethyl vanillin; ethyl vanillin β-D-pyranoglucopyranoside; ethyl vanillin isobutyrate; acaciaaldehyde; 2-formyl-6,6-dimethylbicyclo(3.3.1)hept-2-ene; furfural; 2-furfurylidenebutanal; 2,4-heptadienal; heptanal; 2-hexenal; trans, trans-2,4-hexadienal; hexanal; 2-hexenal; 3-hexenal; cis-3-hexenal; trans-3-hexenal; cis-4-hexenal aldehyde; trans-4-hexenal; α-hexylcinnamaldehyde; 2-hexylidenehexanal; 4-hydroxybenzaldehyde; hydroxycitronellal; 4-hydroxy-3,5-dimethoxybenzaldehyde; 2-hydroxy-4-methoxybenzaldehyde; 2-hydroxy-4-methylbenzaldehyde; isobutylaldehyde; 2-isopropyl-5-methyl-2-hexenal; p-isopropylphenylacetaldehyde; 3-(p-isopropylphenyl)propanal; IVY formaldehyde; lauryl aldehyde; p-menth-1-ene-9-aldehyde; 3-mercapto-2-methylpentanal; p-methoxy-α-methylcinnamaldehyde; o-methoxybenzaldehyde; p-methoxybenzaldehyde; o-methoxycinnamaldehyde; p-methoxycinnamaldehyde; 2-methyl-3-(2-furyl)propenal; 2-methyl-2-butenal; 3-methyl-2-butenal; 2- Methylbutyraldehyde; 3-methylbutyraldehyde; α-methylcinnamaldehyde; p-methylcinnamaldehyde; 3-(3,4-methylenedioxyphenyl)-2-methylpropanal; 5-methylfurfural; 3-(5-methyl-2-furyl)butyraldehyde; 3-(5-methyl-2-furyl)prop-2-enal; 3-[(2-methyl-3-furyl)thio]butyraldehyde; 6-methylheptanal; 3-methylhexanal; 1-methyl-1H-pyrrole-2-carbaldehyde; 4-methyl-2-(methylthiomethyl)-2-hexenal; 5-methyl-2-(methylthiomethyl)-2-hexenal; 4-methyl-2-(methylthiomethyl)-2-pentenal; 2-methyloctanal; (+ / -)-6-methyloctanal; 2-methyl-2-octenal; 2-methylpentanal;2-Methyl-2-pentenal; 4-methyl-2-pentenal; 2-methyl-4-phenylbutyraldehyde; 3-methyl-2-phenylbutyraldehyde; 5-methyl-2-phenyl-2-hexenal; 4-methyl-2-phenyl-2-pentenal; 2-methyl-2-(methyldithio)propionaldehyde; 2-methyl-3-(p-isopropylphenyl)propionaldehyde; 2-methylthioacetaldehyde; 3-(methylthio)butyraldehyde; 2-((methylthio)methyl)-2-butenal; 2-(methylthiomethyl)-3-phenylpropenal; 5-methyl-2-thiophenecarboxaldehyde; 3-(methylthio)propionaldehyde; 2-methyl-2-tolylpropionaldehyde (mixed o-, m-, p-); 12 -methyl tridecaldehyde; 2-methyl undecanal; (+ / -)-2-(5-methyl-5-vinyltetrahydrofuran-2-yl) propanal; myristic aldehyde; 2,4-nonadienal; 2-trans-6-trans-nonadienal; 2,6-nonadienal diethyl acetal; nonanal; nona-2,4,6-trienal; 2-nonanal; cis-6-nonenal; 9-octadecenal; trans, trans-2,4-octadienal; 2-trans-6-trans-octadienal; octanal; 2-octenal; cis-5-octenal; trimeraldehyde; 2,4-pentadienal; 2-pentenal; 4-pentenal; perillaldehyde; phenylacetaldehyde; 2-phenyl-2-butenal; (+ / -)-2- Phenyl-4-methyl-2-hexenal; 2-phenyl-4-pentenal; 3-phenyl-4-pentenal; 2-phenyl-3-(2-furyl)-prop-2-enal; 2-phenylpropanal; 3-phenylpropanal; jasmine; 1,3-p-menthadienal; propanal; methylglyoxal; salicylaldehyde; tetradecene-2-enal; (Z)-8-tetradeceneal; tolualdehyde (mixed o-, m-, p-); p-tolylacetaldehyde; 2-(p-tolyl)propanal; 2-trans-6-cis-dodecenal; 2-trans-6-cis-nonadienal; trans-4-nonenal; trans, trans-2,4-dodecadienal; tridecanal; 2-trans-4-cis -7-cis-tridecatrienal; 2-tridecaenal; 2,6,6-trimethyl-1- and 2-cyclohexene-1-carboxaldehyde; 2,6,6-trimethylcyclohexa-1,3-dienylcarboxaldehyde; 2,6,6-trimethyl-1-cyclohexene-1-acetaldehyde; 2,2,3-trimethylcyclopent-3-en-1-ylacetaldehyde; 3,5,5-trimethylhexanal; 2,4-undecadienal; γ-undecanone; undecal; (E)-4-undecenoic acid; 10-undecenal; 2-undecenal; 9-undecenal; valeraldehyde; vanillin; vanillin acetate; vanillin isobutyrate; veratraldehyde; and combinations of two or more of the foregoing. ;

[0073] Embodiment 4. The aldehyde-containing dry powder composition of embodiment 1, wherein at least one aldehyde component includes an aldehyde component selected from the group consisting of: benzaldehyde; acetaldehyde; furfural; isovaleraldehyde; decanal; trans-2-hexenal; hexenal; melonaldehyde; nonadienal; isobutylaldehyde; isopentenal; anisaldehyde; octanal; anisaldehyde; cinnamaldehyde; nonanal; 4-methyl-2-phenyl-2-pentenal A; 2,4-nonadienal; nonenal; 2-methylbutanal; heptaldehyde; phenylacetaldehyde; sedge aldehyde; 2,4-dodecadienal; perilla aldehyde; 5-methylfurfural; decanal; undecanealdehyde; undecenal; valeraldehyde; 2-phenylpropanal; 3-phenylpropanal; hydroxybenzaldehyde; jasmine aldehyde; vanillin; geranial; citral; raspberry ketone); hydroxycitronellal; C7-C 18 Aliphatic aldehydes; 3,5-dimethyl-3-cyclohexene-1-carbaldehyde; 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde; and combinations of two or more of the foregoing.

[0074] Embodiment 5. The aldehyde-containing dry powder composition of embodiment 1, wherein at least one aldehyde component includes an aldehyde selected from the group consisting of: benzaldehyde; acetaldehyde; furfural; isovaleraldehyde; decanal; trans-2-hexenal; hexenal; melonaldehyde; nonadienal; isobutyraldehyde; isopentenal; anisaldehyde; octanal; anisaldehyde; cinnamaldehyde; nonanal; 4-methyl-2-phenyl-2-pentenal A; 2,4-nonadienal; nonenal; 2-methylbutyraldehyde; heptanal; phenylacetaldehyde; sedge aldehyde; 2,4-dodecadienal; perillaldehyde; 5-methylfurfural; decanal; undecanal; valeraldehyde; 2-phenylpropanal; 3-phenylpropanal; hydroxybenzaldehyde; jasmine aldehyde; vanillin; geranial; citral; raspberry ketone; and a combination of two or more of the foregoing.

[0075] Embodiment 6. The aldehyde-containing dry powder composition of embodiment 1, wherein at least one aldehyde component includes an aldehyde selected from the group consisting of: benzaldehyde; acetaldehyde; furfural; isovaleraldehyde; decanal; trans-2-hexenal; hexenal; melonaldehyde; nonadienal; isobutylaldehyde; isopentenal; anisaldehyde; octanal; anisaldehyde; cinnamaldehyde; and a combination of two or more of the foregoing.

[0076] Embodiment 7. The aldehyde-containing dry powder composition of embodiment 1, wherein the at least one aldehyde component comprises an aldehyde selected from the group consisting of: benzaldehyde; acetaldehyde; furfural; hexenal; trans-2-hexenal; vanillin; and combinations of two or more of the foregoing.

[0077] Embodiment 8. The aldehyde-containing dry powder composition of embodiment 1, wherein the at least one aldehyde component comprises an aldehyde selected from the group consisting of: benzaldehyde; anisaldehyde; C7-C 18fatty aldehydes; vanillin; hexyl cinnamaldehyde; hydroxycitronellal; 3,5-dimethyl-3-cyclohexene-1-carbaldehyde; 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde; and combinations of two or more of the foregoing.

[0078] Embodiment 9. The aldehyde-containing dry powder composition of embodiment 1, wherein the carrier comprises at least one selected from the group consisting of polysaccharides, proteins, gums, esters, lipids, waxes and synthetic polymers.

[0079] Embodiment 10. The aldehyde-containing dry powder composition of embodiment 1, wherein the carrier includes at least one selected from the group consisting of starch, modified food starch, natural starch, maltodextrin, alginate, pectin, methylcellulose, ethylcellulose, hydrocolloid, inulin, carbohydrates, monosaccharides, disaccharides and trisaccharides, soluble fiber, polydextrose, animal protein, vegetable protein, caseinate, gelatin, soy protein, pea protein, whey protein, milk protein, guar gum, xanthan gum, gum arabic (gum arabic), gellan gum, carrageenan, polysorbate, stearate, oleate, coconut oil, medium chain triglyceride (MCT) oil, vegetable oil, sunflower oil, palm oil, carnauba wax, beeswax, polyvinyl pyrrolidone, polyvinyl alcohol, polyacrylamide, polyvinyl acetate, polyethylene oxide and polyacrylic acid.

[0080] Embodiment 11. The aldehyde-containing dry powder composition of embodiment 1, wherein the carrier comprises starch.

[0081] Embodiment 12. The aldehyde-containing dry powder composition of embodiment 1, wherein the carrier comprises at least one selected from the group consisting of maltodextrin, cyclodextrin and gum arabic.

[0082] Embodiment 13. The aldehyde-containing dry powder composition of embodiment 1, wherein the carrier comprises at least one selected from the group consisting of cellulose, methyl cellulose, and ethyl cellulose.

[0083] Embodiment 14. The aldehyde-containing dry powder composition of embodiment 1, wherein the carrier comprises at least one selected from the group consisting of whey protein, soy protein and gelatin.

[0084] Embodiment 15. The aldehyde-containing dry powder composition of embodiment 1, wherein the carrier comprises at least one selected from the group consisting of polyvinyl pyrrolidone, polyvinyl alcohol, polyacrylamide, polyvinyl acetate, polyethylene oxide, and polyacrylic acid.

[0085] Embodiment 16. The aldehyde-containing dry powder composition of embodiment 1, wherein the emulsifier includes at least one selected from the group consisting of polysorbate, sodium caseinate, low methoxy pectin, gelatin, La-dipalmitoylphosphatidylcholine (DPPC), cholesterol, polyvinyl alcohol (PVA), sodium stearoyl lactylate, mono- and di-glycerols, ammoniumphosphatide, locust bean gum, xanthan gum and citric acid fatty acid glyceride (citrem).

[0086] Embodiment 17. The aldehyde-containing dry powder composition of embodiment 1, wherein the carrier and the emulsifier are composed of the same component having properties of the carrier and the emulsifier.

[0087] Embodiment 18. The aldehyde-containing dry powder composition of embodiment 1, wherein the aldehyde component loading is 2 wt%-50 wt% based on the weight of the carrier in the aldehyde-containing powder composition.

[0088] Embodiment 19. The aldehyde-containing dry powder composition of embodiment 1, wherein the weight percentage loading of the aldehyde component is greater than at least one of 2 wt%, 3 wt%, 4 wt%, 5 wt%, 6 wt%, 7 wt%, 8 wt%, 9 wt%, 10 wt%, 12 wt%, 15 wt%, 18 wt%, 20 wt%, 22 wt%, 25 wt%, 28 wt%, 30 wt%, 32 wt%, 35 wt%, 38 wt%, 40 wt%, 42 wt%, 44 wt%, 45 wt%, 46 wt%, 47 wt%, and 48 wt% and up to 50 wt%, based on the weight of the carrier in the aldehyde-containing powder composition.

[0089] Embodiment 20. The aldehyde-containing dry powder composition of embodiment 1, wherein the weight percentage loading of the aldehyde component is at a lower limit value of 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 12%, 15%, 18%, 20%, 22%, 25%, 28%, 30%, 32%, 35%, 38%, 40%, 42%, 44%, 45%, 46%, 47%, 48% or 50% based on the weight of the carrier in the aldehyde-containing powder composition, and the upper limit value is 120 of the above numerical values ​​greater than the lower limit value.

[0090] Embodiment 21. The aldehyde-containing dry powder composition of embodiment 1, wherein the weight percentage loading of the aldehyde component is in the range of 2%-40%, in the range of 10%-50%, in the range of 3%-30%, in the range of 5%-42%, in the range of 2%-20% or in the range of 12%-35% based on the weight of the carrier in the aldehyde-containing powder composition.

[0091] Embodiment 22. The aldehyde-containing dry powder composition of embodiment 1, having a powder particle size distribution in which at least 50% of the powder particles have a particle size in the range of 25 µm to 250 µm.

[0092] Embodiment 23. The aldehyde-containing dry powder composition of embodiment 1, wherein at least 75%, 80%, 85%, 88%, 90%, 91%, 92%, 94% or 95% of the particles in the powder composition have a particle size of at least one of 80 µm, 85 µm, 90 µm, 95 µm, 100 µm, 110 µm, 120 µm, 130 µm, 140 µm, 150 µm, 160 µm, 170 µm, 180 µm, 190 µm and 200 µm.

[0093] Embodiment 24. The aldehyde-containing dry powder composition of embodiment 1, which has an average particle size in the range of 40-300 μm.

[0094] Embodiment 25. The aldehyde-containing dry powder composition of embodiment 1, wherein the powder particles in the powder composition have a powder particle void volume that is less than at least one of 15%, 14%, 13%, 12%, 11%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1% or 0.5% of the total particle volume.

[0095] Embodiment 26. The aldehyde-containing dry powder composition of embodiment 1 has a weight percentage moisture content of less than at least one of 7%, 6%, 5%, 4.5%, 4%, 3.5%, 3%, 2.75%, 2.5%, 2.25%, 2%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.1%, 1.0%, 0.9%, 0.8%, 0.75%, 0.7%, 0.65%, 0.6%, 0.55%, 0.5%, 0.45%, 0.4%, 0.35%, 0.3%, 0.25%, 0.2%, 0.15% and 0.1% based on the total weight of the aldehyde-containing powder composition.

[0096] Embodiment 27. The aldehyde-containing dry powder composition of embodiment 1, which has a bulk density in the range of 0.8-1.4 g / mL.

[0097] Embodiment 28. A method of using the aldehyde-containing dry powder composition of any one of embodiments 1-27, comprising formulating or processing the aldehyde-containing powder composition with one or more other components to form a final product.

[0098] Embodiment 29. The method of embodiment 28, wherein the final product is a product wherein the at least one aldehyde component comprises an organoleptic aldehyde component of the final product.

[0099] Embodiment 30. The method of Embodiment 29, wherein the organoleptic aldehyde component is an aldehyde flavor component.

[0100] Embodiment 31. The method of embodiment 30, wherein the final product is a product selected from the group consisting of a food, a beverage, a nutritional supplement, a pharmaceutical product, a therapeutic product, a medical product, a homeopathic product, a biological product, and a probiotic product.

[0101] Embodiment 32. The method of embodiment 30, wherein the final product is a ready-to-drink (RTD) flavored beverage product formed by adding the aldehyde-containing dry powder composition to a drinkable liquid.

[0102] Embodiment 33. The method of Embodiment 29, wherein the organoleptic aldehyde ingredient is an aldehyde fragrance ingredient.

[0103] Embodiment 34. The method of embodiment 33, wherein the final product is a product selected from the group consisting of perfume, cologne, eau de toilette, shampoo, soap, deodorant, detergent, body wash, air freshener, candle, wax, clothing, packaging, cosmetics, hygiene products, skin care products, detergents, cleaning products and aromatherapy products.

[0104] Although the present disclosure has been described herein with reference to specific aspects, features, and illustrative embodiments, it should be understood that the utility of the present disclosure is not limited thereto, but should be extended to and encompass many other variations, modifications, and alternative embodiments, as would be suggested by a person of ordinary skill in the art based on the description herein. Accordingly, the present disclosure as protected by the following claims is intended to be broadly interpreted and construed within its spirit and scope to include all such variations, modifications, and alternative embodiments.

Claims

1. An aldehyde-containing dry powder composition, comprising a carrier, an emulsifier and at least one aldehyde component encapsulated in the carrier, wherein the aldehyde-containing dry powder composition has a twenty-eight-day retention value of at least 93% and does not contain alcohol or propylene glycol.

2. The aldehyde-containing dry powder composition according to claim 1, in, The twenty-eight day retention value is greater than at least one of 93%, 93.5%, 94%, 94.5%, 95%, 95.5%, 96%, 96.5%, 97%, 97.5%, 98%, 98.5%, 99% and 99.5%.

3. The aldehyde-containing dry powder composition according to claim 1, in, The at least one aldehyde component comprises an aldehyde selected from the group consisting of acetaldehyde; acetal B; α-amylcinnamaldehyde; benzaldehyde; 2-benzofurancarboxaldehyde; bis(methylthio)methane; 4-(methylthio)butyraldehyde; α-butylcinnamaldehyde; butyraldehyde; cinnamaldehyde; cis-4-heptenal; cis-5-isopropenyl-cis-2-metallocyclopentane-1-carboxaldehyde; citronellyl acetaldehyde; cuminaldehyde; decanal; 2-decenal; 4-decenal; (+ / -)-cis and trans-1,2-dihydroperillaldehyde; 2,4-dimethylbenzaldehyde; 2,6-dimethyloctanal; 3,7-dimethyloctanal; 2,8-dithianon-4-ene-4-carboxaldehyde; divanillin; 2-dodecenal; (Z)-4-dodecenal; 2,3-epoxydecanal; 4,5- Epoxy-(E)-2-decanal; 2,3-epoxyheptanal; 2,3-epoxyoctanal; p-ethoxybenzaldehyde; 4-ethylbenzaldehyde; 2-ethylbutanal; 2-ethyl-2-hexenal; 2-ethyl-2-hexenal; 1-ethyl-2-pyrrolecarboxaldehyde; ethyl vanillin; ethyl vanillin β-D-pyranoglucopyranoside; ethyl vanillin isobutyrate; acaciaaldehyde; 2-formyl-6,6-dimethylbicyclo(3.3.1)hept-2-ene; furfural; 2-furfurylidenebutanal; 2,4-heptadienal; heptanal; 2-hexenal; trans, trans-2,4-hexadienal; hexanal; 2-hexenal; 3-hexenal; cis-3-hexenal; trans-3-hexenal; cis-4-hexenal; trans-4-hexenal; α-hexylcinnamaldehyde; 2-Hexylidenehexanal; 4-hydroxybenzaldehyde; hydroxycitronellal; 4-hydroxy-3,5-dimethoxybenzaldehyde; 2-hydroxy-4-methoxybenzaldehyde; 2-hydroxy-4-methylbenzaldehyde; isobutylaldehyde; 2-isopropyl-5-methyl-2-hexenal; p-isopropylphenylacetaldehyde; 3-(p-isopropylphenyl)propanal; IVY formaldehyde; lauryl aldehyde; p-menth-1-en-9-aldehyde; 3-mercapto-2-methylpentanal; p-methoxy-α-methylcinnamaldehyde; o-methoxybenzaldehyde; p-methoxybenzaldehyde; o-methoxycinnamaldehyde; p-methoxycinnamaldehyde; 2-methyl-3-(2-furyl)propenal; 2-methyl-2-butenal; 3-methyl-2-butenal; 2-methylbutanal; 3-methylbutanal; α-methylcinnamaldehyde; p-Methylcinnamaldehyde; 3-(3,4-methylenedioxyphenyl)-2-methylpropanal; 5-methylfurfural; 3-(5-methyl-2-furanyl)butanal; 3-(5-methyl-2-furanyl)prop-2-enal; 3-[(2-methyl-3-furanyl)thio]butanal; 6-methylheptanal; 3-methylhexanal; 1-methyl-1H-pyrrole-2-carbaldehyde; 4-methyl-2-(methylthiomethyl)-2-hexenal; 5-methyl-2-(methylthiomethyl)-2-hexenal; 4-methyl-2-(methylthiomethyl)-2-pentenal; 2-methyloctanal; (+ / -)-6-methyloctanal; 2-methyl-2-octenal; 2-methylpentanal; 2-methyl-2-pentenal; 4-methyl-2-pentenal;2-Methyl-4-phenylbutyraldehyde; 3-methyl-2-phenylbutyraldehyde; 5-methyl-2-phenyl-2-hexenal; 4-methyl-2-phenyl-2-pentenal; 2-methyl-2-(methyldithio)propanal; 2-methyl-3-(p-isopropylphenyl)propanal; 2-methylthioacetaldehyde; 3-(methylthio)butyraldehyde; 2-((methylthio)methyl)-2-butenal; 2-(methylthiomethyl)-3-phenylpropenal; 5-methyl-2-thiophenecarboxaldehyde; 3-(methylthio)propanal; 2-methyl-2-tolylpropanal (mixed o-, m-, p-); 12-methyltridecal; 2-methylundecal; (+ / -)-2-(5-methyl-5-vinyltetrahydrofuran-2-yl)propanal; myristic aldehyde; 2,4-nonadienal; 2-trans-6-trans-nonadienal; 2,6-nonadienal diethyl acetal; nonanal; nona-2,4,6-trienal; 2-nonanal; cis-6-nonenal; 9-octadecenal; trans, trans-2,4-octadienal; 2-trans-6-trans-octadienal; octanal; 2-octenal; cis-5-octenal; trimeraldehyde; 2,4-pentadienal; 2-pentenal; 4-pentenal; perillaldehyde; phenylacetaldehyde; 2-phenyl-2-butenal; (+ / -)-2-phenyl-4-methyl-2-hexenal enal; 2-phenyl-4-pentenal; 3-phenyl-4-pentenal; 2-phenyl-3-(2-furyl)-prop-2-enal; 2-phenylpropanal; 3-phenylpropanal; jasminal; 1,3-p-menthadienal; propanal; methylglyoxal; salicylaldehyde; tetradecene-2-enal; (Z)-8-tetradeceneal; tolualdehyde (mixed o-, m-, p-); p-tolylacetaldehyde; 2-(p-tolyl)propanal; 2-trans-6-cis-dodecenal; 2-trans-6-cis-nonadienal; trans-4-nonenal; trans, trans-2,4-dodecadienal; tridecanal; 2-trans-4-cis-7-cis- Tridecadienal; 2-tridecenal; 2,6,6-trimethyl-1- and 2-cyclohexene-1-carboxaldehyde; 2,6,6-trimethylcyclohexa-1,3-dienylcarboxaldehyde; 2,6,6-trimethyl-1-cyclohexene-1-acetaldehyde; 2,2,3-trimethylcyclopent-3-en-1-ylacetaldehyde; 3,5,5-trimethylhexanal; 2,4-undecadienal; γ-undecanone; undecal; (E)-4-undecenoic acid; 10-undecenal; 2-undecenal; 9-undecenal; valeraldehyde; vanillin; vanillin acetate; vanillin isobutyrate; veratraldehyde; and combinations of two or more of the foregoing. ; 4. The aldehyde-containing dry powder composition according to claim 1, in, The at least one aldehyde component comprises an aldehyde selected from the group consisting of benzaldehyde; acetaldehyde; furfural; isovaleraldehyde; decanal; trans-2-hexenal; hexenal; melonaldehyde; nonadienal; isobutyraldehyde; isopentenal; anisaldehyde; octanal; anisaldehyde; cinnamaldehyde; nonanal; 4-methyl-2-phenyl-2-pentenal A; 2,4-nonadienal; nonenal; 2-methylbutyraldehyde; heptaldehyde; phenylacetaldehyde; cyperaldehyde; 2,4-dodecadienal; perillaldehyde; 5-methylfurfural; decanal; undecanealdehyde; undecenal; valeraldehyde; 2-phenylpropanal; 3-phenylpropanal; hydroxybenzaldehyde; heliotropin; vanillin; geranial; citral; raspberry ketone; hydroxycitronellal; C 7 -C 18 Aliphatic aldehydes; 3,5-dimethyl-3-cyclohexene-1-carbaldehyde; 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde; and combinations of two or more of the foregoing.

5. The aldehyde-containing dry powder composition according to claim 1, in, The at least one aldehyde component includes an aldehyde selected from the group consisting of benzaldehyde; acetaldehyde; furfural; isovaleraldehyde; decanal; trans-2-hexenal; hexenal; melonaldehyde; nonadienal; isobutyraldehyde; isopentenal; anisaldehyde; octanal; anisaldehyde; cinnamaldehyde; nonanal; 4-methyl-2-phenyl-2-pentenal A; 2,4-nonadienal; nonenal; 2-methylbutyraldehyde; heptanal; phenylacetaldehyde; sedgealdehyde; 2,4-dodecadienal; perillaldehyde; 5-methylfurfural; decanal; undecanal; valeraldehyde; 2-phenylpropanal; 3-phenylpropanal; hydroxybenzaldehyde; heliotropin; vanillin; geranial; citral; raspberry ketone; and a combination of two or more of the foregoing.

6. The aldehyde-containing dry powder composition according to claim 1, in, The at least one aldehyde component includes an aldehyde selected from the group consisting of: benzaldehyde; acetaldehyde; furfural; isovaleraldehyde; decanal; trans-2-hexenal; hexenal; melonaldehyde; nonadienal; isobutylaldehyde; isopentenal; anisaldehyde; octanal; anisaldehyde; cinnamaldehyde; and combinations of two or more of the foregoing.

7. The aldehyde-containing dry powder composition according to claim 1, in, The at least one aldehyde component comprises an aldehyde selected from the group consisting of: benzaldehyde; acetaldehyde; furfural; hexenal; trans-2-hexenal; vanillin; and combinations of two or more of the foregoing.

8. The aldehyde-containing dry powder composition according to claim 1, in, The at least one aldehyde component comprises an aldehyde selected from the group consisting of: benzaldehyde; anisaldehyde; C 7 -C 18 fatty aldehydes; vanillin; hexyl cinnamaldehyde; hydroxycitronellal; 3,5-dimethyl-3-cyclohexene-1-carbaldehyde; 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde; and combinations of two or more of the foregoing.

9. The aldehyde-containing dry powder composition according to claim 1, in, The carrier includes at least one selected from the group consisting of polysaccharides, proteins, gums, esters, lipids, waxes and synthetic polymers.

10. The aldehyde-containing dry powder composition according to claim 1, in, The carrier includes at least one selected from the group consisting of starch, modified food starch, natural starch, maltodextrin, alginate, pectin, methylcellulose, ethylcellulose, hydrocolloids, inulin, carbohydrates, monosaccharides, disaccharides and trisaccharides, soluble fiber, polydextrose, animal protein, vegetable protein, caseinate, gelatin, soy protein, pea protein, whey protein, milk protein, guar gum, xanthan gum, gum arabic (gum arabic), gellan gum, carrageenan, polysorbate, stearate, oleate, coconut oil, medium chain triglyceride (MCT) oil, vegetable oil, sunflower oil, palm oil, carnauba wax, beeswax, polyvinyl pyrrolidone, polyvinyl alcohol, polyacrylamide, polyvinyl acetate, polyethylene oxide and polyacrylic acid.

11. The aldehyde-containing dry powder composition according to claim 1, in, The carrier includes starch.

12. The aldehyde-containing dry powder composition according to claim 1, in, The carrier includes at least one selected from the group consisting of maltodextrin, cyclodextrin and gum arabic.

13. The aldehyde-containing dry powder composition according to claim 1, in, The carrier includes at least one selected from the group consisting of cellulose, methyl cellulose, and ethyl cellulose.

14. The aldehyde-containing dry powder composition according to claim 1, in, The carrier includes at least one selected from the group consisting of whey protein, soy protein and gelatin.

15. The aldehyde-containing dry powder composition according to claim 1, in, The carrier includes at least one selected from the group consisting of polyvinyl pyrrolidone, polyvinyl alcohol, polyacrylamide, polyvinyl acetate, polyethylene oxide and polyacrylic acid.

16. The aldehyde-containing dry powder composition according to claim 1, in, The emulsifier includes at least one selected from the group consisting of polysorbate, sodium caseinate, low methoxy pectin, gelatin, La-dipalmitoyl-phosphatidylcholine (DPPC), cholesterol, polyvinyl alcohol (PVA), sodium stearoyl lactylate, monoglycerol and diglycerol, phosphatamine, locust bean gum, xanthan gum and citric acid fatty acid glyceride.

17. The aldehyde-containing dry powder composition according to claim 1, in, The carrier and emulsifier are composed of the same components having the properties of a carrier and an emulsifier.

18. The aldehyde-containing dry powder composition according to claim 1, in, The aldehyde component loading is 2 wt%-50 wt% based on the weight of the carrier in the aldehyde-containing powder composition.

19. The aldehyde-containing dry powder composition according to claim 1, in, The weight percent loading of the aldehyde component is greater than at least one of 2 wt%, 3 wt%, 4 wt%, 5 wt%, 6 wt%, 7 wt%, 8 wt%, 9 wt%, 10 wt%, 12 wt%, 15 wt%, 18 wt%, 20 wt%, 22 wt%, 25 wt%, 28 wt%, 30 wt%, 32 wt%, 35 wt%, 38 wt%, 40 wt%, 42 wt%, 44 wt%, 45 wt%, 46 wt%, 47 wt%, 48 wt% and up to 50 wt% based on the weight of the carrier in the aldehyde-containing powder composition.

20. The aldehyde-containing dry powder composition according to claim 1, in, The weight percentage loading of the aldehyde component is within the following range based on the weight of the carrier in the aldehyde-containing powder composition: wherein the lower limit value is 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 12%, 15%, 18%, 20%, 22%, 25%, 28%, 30%, 32%, 35%, 38%, 40%, 42%, 44%, 45%, 46%, 47%, 48% or 50%, and the upper limit value is 120 of the above values ​​greater than the lower limit value.

21. The aldehyde-containing dry powder composition according to claim 1, in, The weight percent loading of the aldehyde component is in the range of 2%-40%, 10%-50%, 3%-30%, 5%-42%, 2%-20% or 12%-35% based on the weight of the carrier in the aldehyde-containing powder composition.

22. The aldehyde-containing dry powder composition according to claim 1, having a powder particle size distribution in which at least 50% of the powder particles have a particle size in the range of 25 μm to 250 μm.

23. The aldehyde-containing dry powder composition according to claim 1, in, At least 75%, 80%, 85%, 88%, 90%, 91%, 92%, 94% or 95% of the particles in the powder composition have a particle size of at least one of 80 µm, 85 µm, 90 µm, 95 µm, 100 µm, 110 µm, 120 µm, 130 µm, 140 µm, 150 µm, 160 µm, 170 µm, 180 µm, 190 µm and 200 µm.

24. The aldehyde-containing dry powder composition according to claim 1, having an average particle size in the range of 40 μm to 300 μm.

25. The aldehyde-containing dry powder composition according to claim 1, in, The powder particles in the powder composition have a powder particle void volume of less than at least one of 15%, 14%, 13%, 12%, 11%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1% or 0.5% of the total particle volume.

26. The aldehyde-containing dry powder composition according to claim 1, having a weight percentage moisture content of less than at least one of 7%, 6%, 5%, 4.5%, 4%, 3.5%, 3%, 2.75%, 2.5%, 2.25%, 2%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.1%, 1.0%, 0.9%, 0.8%, 0.75%, 0.7%, 0.65%, 0.6%, 0.55%, 0.5%, 0.45%, 0.4%, 0.35%, 0.3%, 0.25%, 0.2%, 0.15% and 0.1% based on the total weight of the aldehyde-containing powder composition.

27. The aldehyde-containing dry powder composition according to claim 1, having a bulk density in the range of 0.8-1.4 g / mL.

28. A method of using the aldehyde-containing dry powder composition according to any one of claims 1 to 27, comprising formulating or processing the aldehyde-containing powder composition with one or more additional components to form a final product.

29. The method according to claim 28, in, The final product is a product wherein the at least one aldehyde component comprises the organoleptic aldehyde component of the final product.

30. The method according to claim 29, in, The organoleptic aldehyde component is an aldehyde flavoring component.

31. The method according to claim 30, in, The final product is a product selected from the group consisting of food, beverage, nutritional supplement, pharmaceutical product, therapeutic product, medical product, homeopathic product, biological product and probiotic product.

32. The method according to claim 30, in, The final product is a ready-to-drink (RTD) flavored beverage product formed by adding the aldehyde-containing dry powder composition to a drinkable liquid.

33. The method according to claim 29, in, The organoleptic aldehyde component is an aldehyde fragrance component.

34. The method according to claim 33, in, The end product is a product selected from the group consisting of perfume, cologne, eau de toilette, shampoo, soap, deodorant, detergent, shower gel, air freshener, candle, wax, clothing, packaging, cosmetics, hygiene products, skin care products, detergents, cleaning products and aromatherapy products.

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