Spray-dried compositions comprising benefit agents
Patent Information
- Application Number
- CN202580017908.X
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2024-03-01
- Filing Date
- 2025-02-26
- Publication Date
- 2026-09-25
AI Technical Summary
[0008]此外,如果格雷维尔烘箱中的粉末样品由于自热机制而达到比相同炉温下参考石墨粉温度高60℃的温度,则该样品可能会自燃
[0168]在香料组合物中使用2wt.-%的迷迭香提取物NATROX™或3wt.-%的包含4.0至7.5wt.-%鼠尾草酸和鼠尾草酚的迷迭香提取物[N.A.S.]TM,将喷雾干燥组合物的自热温度提高到与相同量(2wt.-%)的不是生物基的或可生物降解的Tinogard TS(组合物2)几乎相同的程度,Tinogard TS(组合物2)不是生物基的或可生物降解的。
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Abstract
Description
[0001] This invention relates to spray-dried compositions comprising beneficial agents embedded in a water-soluble matrix, methods for preparing such compositions, consumer products containing such compositions, and the use of substantially odorless, biodegradable antioxidants for increasing the autothermal and / or Grewer temperature of spray-dried compositions. Background of the Invention
[0003] Beneficial agents are known to be incorporated into consumer products such as home care, personal care, and fabric care products. These beneficial agents include, for example, fragrances, flavorings, cosmetic active ingredients, and bioactive components such as biocides and pharmaceuticals.
[0004] Spray drying is a known technique for encapsulating beneficial agents, particularly volatile ones such as flavorings and seasonings. Such spray-dried compositions are typically prepared from an emulsion of the beneficial agent, which is sprayed into a drying chamber. In this method, a biopolymer with surface-active properties is often used as an emulsifier, which forms a water-soluble matrix during spray drying in which the flavoring is embedded.
[0005] This spray-dried composition provides a powder form that is easy to manufacture and exhibits favorable protection and release profiles for beneficial agents. Furthermore, these encapsulations are becoming increasingly attractive to consumers today due to their greater awareness of environmental and resource conservation, as they are often based on bio-based and / or biodegradable materials. Therefore, spray-dried compositions have a low ecological footprint and allow for the efficient encapsulation of fragrances. They also exhibit beneficial release properties.
[0006] However, spray-dried compositions are obtained in powder form with particle sizes ranging from 1 to 100 μm and are essentially composed of carbonaceous materials. Such powdered materials can exhibit high self-heating potential, with self-heating initiation temperatures, for example, below 130°C or even below 125°C, or lower. Therefore, it may be necessary to reduce the temperature of the spray-drying apparatus to a level that affects the entire drying process. This can have detrimental effects on drying speed and completeness, as well as on dryer throughput. Furthermore, the accumulation of raw materials in powders with low self-heating temperatures can cause critical safety issues, such as spontaneous combustion of the powder on hot surfaces. The self-heating temperature is the minimum temperature above which the powder spontaneously and automatically reacts, causing it to smolder without any external ignition source. Smoldering combustion can then lead to powder fires or even explosions.
[0007] The autothermal onset temperature and autothermal temperature of the bulk powder were measured calorimetrically in a so-called Grewer oven.
[0008] Furthermore, if a powder sample in the Greville oven reaches a temperature 60°C higher than that of a reference graphite powder at the same oven temperature due to a self-heating mechanism, the sample may spontaneously combust.
[0009] WO2003 / 043728A1 claims protection for flavoring or seasoning microcapsules, characterized in that the microcapsules further contain an effective amount of a fire retardant that can reduce the dust hazard explosion category of the microcapsules to St-1. The fire retardant is selected from sodium silicate, potassium silicate, sodium carbonate, sodium bicarbonate, monoammonium phosphate or monoammonium carbonate, diammonium phosphate, monosodium phosphate, disodium phosphate or trisodium phosphate, sodium hypophosphite, melamine cyanurate, chlorinated hydrocarbons, and mixtures thereof.
[0010] EP1796621A1 discloses a spray-dried composition containing a depressant, said depressant being composed of C1 to C12 carboxylic acids, their salts, and mixtures thereof.
[0011] While these documents specifically address the potential problems of dust explosions, such as those measured by the so-called explosion St level, and the possibility of reducing the dust hazards of spray-dried compositions, they remain silent on the self-heating potential of such compositions, particularly the temperature at which self-heating occurs.
[0012] Therefore, it is still necessary to increase the autothermal temperature of spray-dried powders containing spice or flavoring compositions, and more particularly, spray-dried powders containing spice or flavoring compositions, to a value above 125°C, preferably above 130°C.
[0013] This problem is addressed by the subject matter of the independent claims. Invention Overview
[0015] In a first aspect, the present invention provides a spray-dried composition comprising 30 wt.-% to 60 wt.-%, more particularly 35 wt.-% to 55 wt.-% of a beneficial agent, wherein the beneficial agent comprises more than 10 wt.-%, more particularly more than 12 wt.-%, and even more particularly more than 14 wt.-% of total aldehydes, monoterpenes, or mixtures thereof; and wherein the spray-dried composition comprises a substantially odorless, biodegradable antioxidant, wherein the level of the antioxidant is 0.01 wt.-% to 10 wt.-% of the beneficial agent.
[0016] In a preferred embodiment, the at least one antioxidant is bio-based and soluble in the flavor or seasoning composition.
[0017] In a preferred embodiment, the antioxidant is sarsaparilla acid, sarsaparilla phenol, or a mixture thereof.
[0018] In a second aspect, the present invention provides a method for obtaining a spray-dried composition according to the present invention, the method comprising the following steps:
[0019] a) Forming an emulsion, wherein the beneficial agent is dispersed in an aqueous phase, the aqueous phase comprising an encapsulating material and the emulsion comprising an antioxidant;
[0020] b) Spray drying the emulsion formed in a) to form a powder, wherein the beneficial agent is encapsulated in the encapsulating material; and
[0021] The level of the beneficial agent is 30 wt.-% to 60 wt.-%, more particularly 35 wt.-% to 55 wt.-%, of the spray-dried composition; and the level of the antioxidant is 0.01 wt.-% to 10 wt.-%, of the beneficial agent.
[0022] In a third aspect, the present invention provides a consumer product, preferably a fabric care product, a home care product, or a personal care product, comprising a spray-dried composition according to the present invention.
[0023] In a fourth aspect, the present invention provides the use of substantially odorless, biodegradable antioxidants, more specifically biologically derived and oil-soluble antioxidants, for increasing the autothermal temperature of spray-dried compositions.
[0024] definition
[0025] In the context of this invention, "beneficial agent" refers to a lipophilic component or a mixture of lipophilic components that form the oil phase.
[0026] "Encapsulation" refers to the dispersion of beneficial agents within a solid encapsulating material. Typically, the beneficial agents are dispersed in the encapsulating material in the form of droplets. This system can also be called a "dry emulsion."
[0027] The "self-heating" temperature is the minimum temperature above which the powder spontaneously and automatically reacts, causing it to smolder and burn without any external ignition source. This smoldering combustion can then lead to a powder fire or even an explosion.
[0028] The "self-heating onset temperature" or "Greville temperature" is the point where a positive deviation occurs in the linear relationship between the sample temperature and the oven temperature in the thermogram. This deviation indicates that a spontaneous exothermic reaction is occurring within the sample. Therefore, the Greville temperature is lower than the "self-heating" temperature.
[0029] In the context of this invention, the Greville temperature is measured using a Greville oven, as described in Example 2. The output of the measurement is a thermogram showing the sample temperature as a function of the oven temperature (or heating time, since the oven temperature increases linearly with heating time).
[0030] This measurement is only applicable to samples that are solid throughout the entire temperature range during the test.
[0031] The term "substantially odorless" means that the antioxidant exhibits almost no discernible odor, and that the odor is low / mild enough not to interfere with the scent of the beneficial agent, especially when the beneficial agent is a fragrance. Additionally, users of "fragrance-free" cosmetics or other products will not notice the antioxidant. The term "substantially odorless" also includes, within its range, almost completely odorless and completely odorless.
[0032] In the context of this invention, the pass criterion for "ease of biodegradability" is assessed according to OECD Method 301F, which involves manometric respirometry. In this method, the pass level for "ease of biodegradability" is defined as achieving 60% of the basal oxygen demand (BOD) and / or chemical oxygen demand (COD). This pass value must be achieved within a 10-day window within a 28-day testing period. The 10-day window begins when the degree of biodegradation reaches 10% of the BOD and / or COD and must end before day 28 of the test. Preferred methods for conducting OECD Method 301F are provided below.
[0033] Based on the positive results in the readily available biodegradability tests, it can be presumed that the chemicals will undergo rapid and eventual biodegradation in the environment (Introduction to the OECD 25 guidelines for the Testing of Chemicals, Section 3, Part 1: Principles and Strategies Related to the Testing of Degradation of Organic Chemicals; adopted: July 2003).
[0034] To assess the pass criteria for "inherently biodegradable," biodegradation studies can be conducted using OECD Method 302C, but OECD Method 301F can also be used, although they have different pass criteria. These methods are also suitable for volatile materials.
[0035] OECD Method 302C is described in OECD guidelines for the Testing of Chemicals, Section 3, 5 Test No. 302C: Inherent Biodegradability: Modified MITI Test (II) (adopted: 12 May 1981; revised: 8 September 2009; https: / / doi.org / 10.1787 / 9789264070400-en).
[0036] In the context of this invention, the pass criterion for "inherently biodegradable" is assessed using OECD method 302C. In this method, the pass level for "inherently biodegradable" is 70% of the theoretical oxygen demand. There is no time limit for reaching this level.
[0037] A biodegradation rate higher than 70% can be considered as evidence of inherent ultimate biodegradability (OECD guidelines for the Testing of Chemicals, Section 3, Part 1: Principles and Strategies Related to the Testing of Degradation of Organic Chemicals; adopted: July 2003).
[0038] If OECD Method 301F is used to assess the pass criterion for “inherently biodegradable,” the pass level is 60% of the theoretical oxygen demand and / or chemical oxygen demand. This pass value can be achieved after a 28-day testing period, which is typically extended to 60 days. The 10-day window is not applicable.
[0039] In the context of this invention, if the ingredient is an essential oil, it is considered a "biodegradable ingredient" if all its components present at a level of ≥1 wt.% fall within the definitions of "inherently biodegradable" and / or "easily biodegradable" as defined above. However, essential oils can also undergo the above-described biodegradation tests.
[0040] The term "bio-based" refers to the source of materials and specifically to materials intentionally made from substances derived from living (or formerly living) organisms, as opposed to materials derived from petroleum. This definition includes natural materials, such as naturally extracted essential oils, as well as materials that have undergone some degree of processing, such as essential oil fractions.
[0041] The term "water-soluble" means that when a material is mixed with water at the required level, it dissolves in water at a temperature above about 10°C.
[0042] The term "soluble in beneficial agents" means that when mixed with a beneficial agent at the claimed level, the material dissolves in the beneficial agent at a temperature above about 10°C. In the context of this invention, the beneficial agent is lipophilic and therefore dissolves oil-soluble materials.
[0043] Detailed description
[0044] Preferred and / or optional features of the invention will now be described. Any aspect of the invention may be combined with any other aspect of the invention unless the context otherwise requires. Any preferred or optional feature of any aspect may be combined, alone or in combination, with any aspect of the invention and any other preferred or optional feature unless the context otherwise requires.
[0045] Typically, any lipophilic beneficial agent, especially a liquid lipophilic beneficial agent, can be encapsulated in a hydrophilic encapsulating material or matrix by spray drying, producing a powder containing various amounts of such a composition dispersed and embedded in the matrix. This powder is solid in a dry environment and at relative humidity up to 70%. Typically, the beneficial agent is emulsified in an aqueous phase in which the hydrophilic encapsulating material is dissolved, thereby forming an oil-in-water emulsion. The emulsion is then removed by spraying it in a drying tower, where a large number of emulsion droplets come into contact with air heated to 80°C to 220°C, more particularly 150°C to 210°C. The outlet temperature is 50°C to 100°C.
[0046] The resulting product is a powder material in which the beneficial agent is dispersed in the encapsulating material in the form of droplets. The droplets typically have an average size of 0.1 to 5 micrometers.
[0047] Typically, the level of beneficial agents in spray-dried powders is 10 to 30 wt.-%. However, for cost reasons, it may be advantageous to increase this level to 40 wt.-% or even 50 wt.-% or higher.
[0048] For safety reasons, it is generally recommended that the Greville temperature be 60°C higher than the spray dryer's outlet temperature.
[0049] Powders with Greville temperatures of 125°C and higher, more specifically 130°C or higher, are considered safe, provided that the outlet temperature does not exceed 65°C, more specifically 70°C.
[0050] However, the applicant has observed that, under certain conditions, the self-heating temperature of powders containing 30 to 60 wt.-%, more particularly 35 wt.-% to 55 wt.-%, of beneficial agents may be below 125°C.
[0051] This is especially true for beneficial agents that contain high levels of aldehydes and / or monoterpenes.
[0052] Therefore, it may be necessary to reduce the temperature of the spray dryer to the point that it affects the entire drying process, or it may be necessary to reduce or completely suppress the levels of aldehydes and monoterpenes.
[0053] The applicant has now unexpectedly discovered that adding antioxidants (even at low levels) to an emulsion containing such relatively high levels of aldehydes and / or monoterpenes prior to spray drying does indeed raise the Greville temperature of the resulting powder containing this key benefit to above 125°C or even above 130°C.
[0054] Consumers are increasingly concerned about the use of materials derived from non-renewable sources, such as synthetic petrochemical products, and the methods used to manufacture consumer goods. The "clean label" concept has been one of the biggest trends of the decade. The term itself has many meanings, including sustainable, naturally derived or bio-based and biodegradable ingredients, and minimal environmental handling and impact. However, it is often difficult to meet the requirements for suitable encapsulation compositions using natural or naturally derived materials. Bio-based and biodegradable ingredients used in customer formulations must offer a unique combination of performance and sustainability, thereby instilling confidence in consumers regarding the safety and efficacy of these ingredients. Therefore, considering the need to increase the environmental sustainability of compositions, it may be desirable to prioritize biodegradable, and more specifically, biodegradable and bio-based antioxidants.
[0055] Therefore, in a first aspect, the present invention provides a spray-drying composition comprising 30 wt.-% to 60 wt.-%, more particularly 35 wt.-% to 55 wt.-% of a beneficial agent, wherein said beneficial agent comprises more than 10 wt.-%, more particularly more than 12 wt.-%, and even more particularly more than 14 wt.-% of total aldehydes, monoterpenes, or mixtures thereof; and
[0056] The spray-dried composition contains an odorless, biodegradable antioxidant, wherein the level of the antioxidant is from 0.01 wt.% to 10 wt.% of the beneficial agent.
[0057] The antioxidants are biodegradable, and more particularly biodegradable and bio-based antioxidants.
[0058] Furthermore, when the beneficial agent is a flavoring or seasoning composition, it is necessary that the antioxidant does not interfere with the overall sensory properties of the composition, and that certain odorous or flavorful materials, such as guaiacol, cresol, vanillin, gingerone, eugenol, dihydroeugenol, thymol, and methoxycresol, are not used, depending on the desired odor or flavor characteristics of the flavoring or seasoning. The antioxidants suitable for use in this invention are selected from phenolic compounds, such as ascorbic acid and its salts, tocopherol, catechol, lutein, sage, sageol, quercetin, catechin, panthenol 10, kaempferol, naringenin, hesperidin, curcumin, rosmarinic acid, ascorbic acid fatty acid esters; or mixtures thereof.
[0059] Non-phenolic antioxidants, such as citric acid and its salts, uric acid and its salts, lipoic acid and its salts, citrate fatty acid esters, alkyl citrate esters and alkyl lipoic acid esters, are also suitable for this invention.
[0060] However, although water-soluble antioxidants can be encapsulated in hydrophilic encapsulation matrices and may also help mitigate self-heating, it is preferable that the antioxidants are soluble in lipophilic beneficial agents.
[0061] Therefore, in a preferred embodiment of the present invention, the at least one antioxidant is soluble in a beneficial agent.
[0062] The antioxidant level in the beneficial agent ranges from 0.01 wt.% to 10 wt.% based on the total weight of the beneficial agent, and the selected level may depend on the level of aldehydes and / or monoterpenes. Generally, the higher the level of these latter substances, the higher the required level of antioxidant.
[0063] In one embodiment, the ratio between the amount of the antioxidant and the amount of total aldehydes, monoterpenes, or mixtures thereof is from about 0.003 to about 0.027, preferably from about 0.01 to about 0.02.
[0064] In a preferred embodiment, the at least one antioxidant is biodegradable and bio-based, and is selected from sarsaparilla acid (5,6-dihydroxy-1,1-dimethyl-7-prop-2-yl-2,3,4,9,10,10a-hexahydro-phenanthroline-4a-carboxylic acid; sarsaparillaol (4aR,9S,10aS)-5,6-dihydroxy-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydro-1H-9,4a(epoxymethylene)-phenanthroline-12-one; tocopherol (α-tocopherol ((2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyl-tetrazyl]-3,4-dihydro-2H-chromene-6-ol); β-Tocopherol (2,5,8-trimethyl-2-(4,8,12-trimethyltetrazyl)-3,4-dihydro-2H-1-benzopyran-6-ol); δ-Tocopherol ((2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltetrazyl]-3,4-dihydrochromene-6-ol); and γ-Tocopherol (2,7,8-trimethyl-2-(4,8,12-trimethyltetrazyl)-3,4-dihydro-2H-1-benzopyran-6-ol); Quercetin (2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one); Lutein (β,ε-carotene-3,3'-diol); Catechin ((2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol), panthenol 10 ([(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetradecano-2,6,10,14,18,22,26,30,34,38-decaenyl]-5,6-dimethoxy-3-methylcyclohexane-2,5-diene-1,4-dione); kaempferol (3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one); Naringenin ((2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one); hesperidin ((2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one); lipoic acid ((R)-5-(1,2-dithiacyclopentan-3-yl)valeric acid); curcumin ((1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadien-3,5-dione); ascorbic acid fatty acid esters; or mixtures thereof.
[0065] The applicant has discovered that, among the aforementioned biodegradable and bio-based antioxidants, a mixture of caryopsisic acid and caryopsisol is particularly effective in increasing the Greville temperature of spray-dried powders containing aldehydes, monoterpenes, or mixtures thereof. Surprisingly, these antioxidants have been shown to work effectively with non-biodegradable Tinogard TS at levels of 0.1 to 0.3 wt.%. ® Octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate (from BASF) was as effective at a level of 2 wt.-% (see Composition 6 in Example 2 as Composition 2). The same advantages as BHT, BHA and their derivatives were observed.
[0066] Sagelic acid and sageol have the advantage of being odorless and are readily available from many essential oils.
[0067] In a preferred embodiment of the invention, the total level of caryopsisic acid, caryopsisol, or mixtures thereof is 0.02 wt.-% to 5.0 wt.-%, preferably 0.08 wt.-% to 2.0 wt.-%, and even more preferably 0.1 wt.-% to 1.0 wt.-%.
[0068] Sageric acid and sageol can be used in solid form or as essential oils, extracts, absolutes, or resins containing these substances. However, essential oils, extracts, absolutes, or resins are more readily soluble in beneficial agents.
[0069] In a preferred embodiment, caryopic acid and caryopicol are used in the form of essential oils, extracts, or absolutes, preferably from plants of the Lamiaceae family (Lamiaceae). Lamiaceae species), preferably sage ( Salvia officinalis L. ),rosemary( Rosemary officinalis L. ), basil Ocimum basilicum L. ), Oregano ( Common oregano L. ), thyme Thymus vulgaris L. ), wild carrots Carrot L. ) and fennel ( Fennel vulgar Mill), preferably obtained from rosemary.
[0070] In a preferred embodiment, the essential oil, extract, or aliquot or fraction thereof containing enriched levels of caryopsisic acid and caryopsisol is deodorized by any means known in the art.
[0071] In a preferred embodiment, the beneficial agent is a flavoring or seasoning composition, more particularly a spice composition. Such compositions typically contain aldehydes and optionally terpenes, which, as mentioned above, can affect the Greville temperature.
[0072] Fragrance aldehydes include, but are not limited to, 2,6,10-trimethylundec-9-enal (e.g., adolphal); 2-decenal; 4-decenal; 6-decenal; 7-decenal; 9-decenal; 2-methyldecenal (e.g., undecenal MOA); undecenal; dodecaaldehyde; 2-methylundecenal (e.g., lauryl aldehyde MNA); hexanal; heptanal; octanal; nonanal; decanal; benzaldehyde; 3-(4-(tert-butyl)phenyl)propanal (e.g., borzolaldehyde); 2,4-dimethylcyclohexyl-3-en-1-carboxaldehyde (e.g., privet aldehyde); 3-(4-isopropylphenyl)-2-methylpropanal (e.g., taurenal); (E)-4-((3aS,7aS)-hexahydro-1H-4,7-methyleneinden-5(6H)-ylidene)butanal (e.g., doubicail); 3-(4-methoxyphenyl)-2-methylpropanal (e.g., anisaldehyde); 3-(3-isopropylphenyl)butanal (e.g., anthocyanin); (E)-hex-2-enal (e.g., hexenal-2-trans); 2-phenylpropanal (e.g., solanal); 3-(4-(tert-butyl)phenyl)-2-methylpropanal (e.g., lily aldehyde); 3-methyl-5-phenylpentanal (e.g., mevlanal); 2,6-dimethylhept-5-enal (e.g., melon aldehyde); (Z)-2-methyl-3-phenylpropenal (e.g., methylcinnamaldehyde); (3aR,4R,6S,7R,7aR)-6-methoxyoctahydro-1H-4,7-methoxyoctahydro-1-carboxaldehyde (e.g., Scentenal); 4-methylbenzaldehyde (e.g., p-methylbenzaldehyde); 3-(benzo[d][1,3]dioxane-5-yl)-2-methylpropanal (e.g., neojasmonal); 3,5,5-trimethylhexanal (e.g., isononanal); (E)-3,7-dimethyloct-2,6-dienal (e.g., citral); 3,7-dimethyloct-6-enal (e.g., citronellol); (E)-dec-2-enal (e.g., trans-2-decenal); (E)-dodeceno-2-enal (e.g., dodecenoal); (2E,6E)-3,7-dimethylnonan-2,6-dienal (e.g., ethyl citral); 7-hydroxy-3,7-dimethyloctanal (e.g., hydroxycitronellol); 2,4,6-trimethylcyclohexyl-3-enal (e.g., isocyclocitral); 3-methylbutanal (e.g., isovaleral); 2-methyl-3-(4-methylphenyl)propanal (e.g., Jasmorange); (4E)-9-hydroxy-5,9-dimethyl-4-decenal (e.g., Mahonial); 7-methoxy-3,7-dimethyloctanal (e.g., Melonia); 6-methoxy-2,6-dimethylheptanal (e.g., methoxycucurbital); (Z)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexyl-2-enyl)but-2-enal (e.g., Methyl Ional Beta);5-Methyl-2-phenylhex-2-enal, (E)-5-methyl-2-phenylhex-2-enal, (Z)-5-methyl-2-phenylhex-2-enal (e.g., methylphenylhexenal); 4-(4-methylpent-3-en-1-yl)cyclohex-3-enal (e.g., styraldehyde); (2E,6Z)-non-2,6-dienal (e.g., nonadienal); (Z)-non-6-enal (e.g., nonenal-6-cis); 3-(4-(2-methylpropyl)-2-methylphenyl)propanal (e.g., Nympheal); (E)-2,6,10-trimethylundec-5,9-dienal (e.g., Oncidal); 2-phenoxyacetaldehyde (e.g., phenoxyacetaldehyde); 3-phenylpropanal (e.g., phenylpropanal); 1-Methyl-4-(4-methylpent-3-en-1-yl)cyclohex-3-encarbaldehyde (e.g., methyl citric acid B); 2,6,6-trimethylcyclohex-1,3-diencarbaldehyde (e.g., crocin); 4-vinylcyclohex-1-encarbaldehyde (e.g., Shisolia); 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal (e.g., silver aldehyde); 2-(p-tolyl)acetaldehyde (e.g., syringaldehyde); 3,7-dimethyloctanal (e.g., tetrahydrocitral); 2,4-dimethylcyclohex-3-encarbaldehyde (e.g., Tricyclal); (E)-trideceno-2-enal (e.g., trans-2-tridecenoal); and 3-phenylbutanal (e.g., neoprivetal).
[0073] Fragrance terpenes include, but are not limited to, 1-methyl-4-prop-1-en-2-yl-cyclohexene (e.g., limonene); 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene (e.g., pinene α); 6,6-dimethyl-2-methylenebicyclo[3.1.1]heptane (e.g., pinene β); 7-methyl-3-methyleneoct-1,6-diene (e.g., myrcene); 1-(E)-3,7-dimethyloct-1,3,6-triene (e.g., ocimene); 1-methyl-4-prop-2-ylbenzene (e.g., p-cymene); 1-methyl-4-prop-2-ylbenzene (e.g., allocimenene); (1S,4R)-2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane (e.g., camphene); 3,7,7-Trimethylbicyclo[4.1.0]hept-3-ene (e.g., Δ-3-carene); 1-Methyl-4-propyl-2-ylcyclohexene (e.g., p-menthene); methyl-4-(propyl-2-ethylene)cyclohex-1-ene (e.g., terpinene); 1-Methyl-4-propyl-2-yl-cyclohexadiene (e.g., terpinene); citrus oil; and distilled orange terpenes.
[0074] These aldehydes and monoterpenes can be blended with other fragrance ingredients, such as (E)-1-(2,6,6-trimethylcyclohexyl-2-en-1-yl)but-2-en-1-one (e.g., methyl-Turkeyone); 1-(2,6,6-trimethyl-1-cyclohexyl-3-en-yl)but-2-en-1-one (e.g., butyl-Turkeyone); 5-hexyloxacyclopentan-2-one (e.g., propane-decyl lactone); 2,6-dimethyloct-7-en-2-ol (e.g., dihydromyrcenol); 2-methyl-1-phenylprop-2-yl butyrate (e.g., dimethyl benzyl butyrate); diphenyl ether (e.g., diphenyl ether); (E)-3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol (e.g., ebony alcohol); ethyl cyclohexylcarboxylate (e.g., Esterly); Ethyl 3-oxobutyrate (e.g., ethyl acetoacetate); Ethyl hexanoate (e.g., ethyl hexanoate); Ethyl 2-methylpropionate (e.g., ethyl isobutyrate); 2-ethyl-3-hydroxy-4H-pyran-4-one (e.g., ethyl maltol); Ethyl 2-methylbutyrate (e.g., ethyl 2-methylbutyrate); Ethyl heptadate (e.g., ethyl heptadate); 1,4-dioxane-5,17-dione (e.g., ethylene brassinate); (3aR,6S,7aS)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methylene indene-6-yl ester (e.g., tricyclodecenyl propionate); 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopentadieno[g]isochromene (e.g., galore musk); (E)-3,7-dimethyloctyl-2,6-dien-1-ol (e.g., geraniol intermediate 60); (E)-3,7-dimethyloctyl-2,6-dien-1-yl acetate (e.g., synthetic geraniol acetate); methyl 3-oxo-2-pentylcyclopentane acetate (e.g., methyl dihydrojasmonate); (Z)-hexyl-3-en-1-ol (e.g., hexenol-3-cis); (Z)-hexyl-3-en-1-yl acetate (e.g., cis-3-hexenyl acetate); (Z)-hexyl-3-en-1-yl butyrate (e.g., cis-3-hexenyl butyrate); hexyl acetate (e.g., hexyl acetate); hexyl 2-methylpropionate (e.g., hexyl isobutyrate); hexyl 2-hydroxybenzoate (e.g., hexyl salicylate); (E)-4-(2,6,6-trimethylcyclohexyl-1-en-1-yl)but-3-en-2-one (e.g., acetyl ionone); 3-methyl butyl butyrate (e.g., isoamyl acetate); 3-methyl butyl butyrate (e.g., isoamyl butyrate); 2-methylpropionic acid (e.g., isobutyric acid); 2-methylbutyrate isopropyl ester (e.g., isopropyl methyl-2-butyrate); (E)-3-methyl-4-(2,6,6-trimethylcyclohexyl-2-en-1-yl)but-3-en-2-one (e.g., isomethyl ionone 70);Acetic acid (3aR,6S,7aS)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methylene indene-6-yl ester (e.g., tricyclodecenyl acetate); (3E,6E)-2,4,4,7-tetramethylnonan-6,8-dien-3-one oxime (e.g., rabenoxane 1% / Ipm-Tec); (2E,6Z)-3,7-dimethylnonan-2,6-dienonitrile (e.g., ethyl citrate); (Z)-hex-3-en-1-ylmethyl carbonate (e.g., chlorophenoxyyl); 3,7-dimethyl oct-1,6-dien-3-ol (e.g., synthetic linalool); ethyl 2-methylpentanoate (e.g., chamomile); 3-methyl-5-phenylpentan-1-ol (e.g., rosehip alcohol); methyl 2-aminobenzoate (e.g., methyl anthranilate); Methyl benzoate (e.g., methyl benzoate); methyl 2-hydroxybenzoate (e.g., methyl salicylate); 2-(2-(4-methylcyclohexyl-3-en-1-yl)propyl)cyclopentan-1-one (e.g., fentanyl); 5-pentyloxacyclopentan-2-one (e.g., nonanolide); 5-butyloxacyclopentan-2-one (e.g., octanolide); 1-(2-naphthyl)-ethyl ketone (e.g., sweet orange crystal); (2-methoxyethyl)benzene (e.g., ethyl phenethyl methyl ether); 5-heptyldihydrofuran-2(3H)-one (e.g., peach aldehyde); 3,7-dimethyloct-1-ol (e.g., tetrahydrogeraniol); 2-cyclohexylhept-1,6-dien-3-one (e.g., pharaohone); 2-phenylethyl acetate (e.g., phenylethyl acetate); 2-phenylethanol (e.g., phenylethanol); 3-Methylbut-2-en-1-yl acetate (e.g., isopentenyl acetate); 4-(4-hydroxyphenyl)but-2-one (e.g., raspberry ketone); 2,2,2-trichloro-1-phenylethyl acetate (e.g., crystal rose); 4-(dodecylthio)-4-methylpentan-2-one (e.g., Scentaurus Juicy); 1-phenylethyl acetate (e.g., styrax acetate); (E)-2-((3,5-dimethylhex-3-en-2-yl)oxy)-2-methylpropyl cyclopropanecarboxylate (e.g., yucca musk); 2-(4-methylcyclohex-3-en-1-yl)prop-2-ol (e.g., terpineol); 3,7-dimethyloct-3-ol (e.g., tetrahydrolinalool); oxacyclohexadecane-2-one (e.g., Tibetan musk); (E)-4-methyldec-3-en-5-ol (e.g., methyldecenol); And 2-methoxynaphthalene (e.g., ethylnaphthalene methyl ether).
[0075] Other fragrance aldehydes, monoterpenes, ethers and other fragrance components can also be found in fragrance literature such as "Perfume & Flavor Chemicals", S. Arctander (Allured Publishing, 1994).
[0076] In a preferred embodiment of the invention, the fragrance composition comprises at least one, preferably at least two, more preferably at least four, even more preferably at least eight, and still more preferably at least twelve biodegradable components, and wherein the biodegradable components are present at a total concentration of at least 75 wt.-%, preferably at least 80 wt.-%, more preferably at least 85 wt.-%, even more preferably at least 90 wt.-%, and still more preferably at least 95 wt.-%.
[0077] Suitable biodegradable flavoring ingredients include, but are not limited to, 1-phenylethyl ketone (e.g., acetophenone); 2,6,10-trimethylundecano-9-enal (e.g., adolcarbazaldehyde); 2-(tert-butyl)cyclohexyl acetate (e.g., o-tert-butylcyclohexyl acetate); hex-1-ol (e.g., C6 hexanol); decanal (e.g., C10 decanal); 2-methyldecanal (e.g., methyl octyl acetaldehyde); undecano-10-enal (e.g., C11 undecenoal); undecanoal (e.g., C110 undecanoal); dodecanal (e.g., C12 lauraldehyde); 2-methylundecanoal (e.g., methyl nonanal); hex-1-aldehyde (e.g., food-grade C6 hexanal); octanal (e.g., food-grade C8 octanal); 3,5,5-trimethylhexanal (e.g., C9 isononanal); nonanal (e.g., food-grade C9 nonanal); decanal (e.g., C10 decanal); undecano-10-enal (e.g., C11 undecenoal); 2-Methylundecaldehyde (e.g., methylnonacetaldehyde); (E)-Undec-9-enal (e.g., isoc-11 aldehyde); 2-(3-methylbutoxy)acetic acid prop-2-enyl ester (e.g., gluconate); prop-2-enyl hexanoate (e.g., allyl hexanoate); prop-2-enyl ester of 3-cyclohexylpropionate (e.g., bromelain); prop-2-enyl heptanoate (e.g., allyl heptanoate); 3,8,8,11a-tetramethyldodecyl-1H-3,5a-epoxynaphtho[2,1-c]oxetane (e.g., ambroxol); (Z)-oxetane heptadecano-10-en-2-one (e.g., asterolone); (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran (e.g., ammonium bromide); pentyl butyrate (e.g., pentyl butyrate); (Z)-2-benzylheptanal (e.g., pentyl cinnamaldehyde); pentyl 2-hydroxybenzoate (e.g., pentyl salicylate); (E)-1-methoxy-4-(prop-1-en-1-yl)benzene (e.g., synthetic anethole); 4-methoxybenzyl acetate (e.g., anisyl acetate); 1-(3,3-dimethylcyclohexyl)ethyl formate (e.g., averman ester); 4-methoxybenzaldehyde (e.g., p-oxybenzaldehyde-p-cresol); (E)-2-((7-hydroxy-3,7-dimethyl-octyl)amino)methyl benzoate (e.g., nerolidin); Benzaldehyde (e.g., benzaldehyde); Benzyl acetate (e.g., benzyl acetate); 4-Phenylacetyl-2-one (e.g., benzylacetone); Phenylacetyl alcohol (e.g., benzyl alcohol); Benzyl benzoate (e.g., benzyl benzoate); Benzyl 3-Phenylacetyl-2-enoate (e.g., benzyl cinnamate); Benzyl 2-hydroxybenzoate (e.g., benzyl salicylate); Octahydro-2H-chromene-2-one (e.g., bicyclononalactone); (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ol (e.g., borneol crystals);(2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hepta-2-yl acetate (e.g., Borneol acetate liquid); 3-(4-(tert-butyl)phenyl)propanal (e.g., borazonal); Butyl acetate (e.g., butyl acetate); 4-(tert-butyl)cyclohexyl acetate (e.g., p-butylcyclohexyl acetate); (1S,4S)-1,7,7-trimethylbicyclo[2.2.1]hepta-2-one (e.g., synthetic camphor); (5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one (e.g., L-carvone); (1R,6S,8aS)-6-methoxy-1,4,4,6-tetramethyloctahydro-1H-5,8a-methylenechalane ring (e.g., cypress methyl ether); (E)-1-(2,6,6-trimethylcyclohexyl-2-en-1-yl)hept-1,6-dien-3-one (e.g., allyl methyl ionone); (E)-3-phenylprop-2-en-1-ol (e.g., synthetic cinnamyl alcohol); (2E)-3-phenylprop-2-enal (e.g., cinnamaldehyde); (E)-3-phenylprop-2-en-1-yl acetate (e.g., cinnamyl acetate); (Z)-hex-3-en-1-ol (e.g., cis-3-hexenol); (Z)-3-methyl-2-(pent-2-en-1-yl)cyclopent-2-enone (e.g., cis-jasmone); (E)-3,7-dimethyloct-2,6-dienal (e.g., citral); 3,7-dimethyloct-6-enal (e.g., synthetic citronellol); 3,7-dimethyloct-6-en-1-ol (e.g., citronellol); 3,7-Dimethyloctyl-6-en-1-yl acetate (e.g., citronellol acetate); 3,7-Dimethyloctyl-6-en-1-yl formate (e.g., citronellol formate); 3,7-Dimethyloctyl-6-enonitrile (e.g., citronellol); dodecanoic acid (e.g., cypermethrin); 4-cyclohexyl-2-methylbut-2-ol (e.g., citronellol); 2-hydroxy-3-methylcyclopentan-2-enone (e.g., methylcyclopentenolone); (Z)-3-methylcyclotetradec-5-enone (e.g., musk); 2H-chromen-2-one (e.g., pure coumarin crystals); 1-methoxy-4-methylbenzene (e.g., p-methylphenylmethyl ether); 4-isopropylbenzonitrile (e.g., cumin); 2,4-Dimethylcyclohexyl-3-en-1-carboxaldehyde (e.g., privet aldehyde); 3-(4-isopropylphenyl)-2-methylpropanaldehyde (e.g., tartrazine); (E)-1-(2,6,6-trimethylcyclohexyl-1,3-dien-1-yl)but-2-en-1-one (e.g., dafurenone styrannosyl); (E)-1-(2,6,6-trimethylcyclohexyl-2-en-1-yl)but-2-en-1-one (e.g., methyl-dafurenone); 5-hexyloxacyclopentan-2-one (e.g., propyl-decanolide); (E)-deceno-4-enal (e.g., decenoal-4-trans); 1-methoxy-4-propylbenzene (e.g., dihydroanisole);2,6-Dimethyl-7-en-2-ol (e.g., dihydromyrcenol); 2-methyl-1-phenylprop-2-yl acetate (e.g., dimethylbenzyl alcohol); 2-methyl-1-phenylprop-2-yl butyrate (e.g., dimethylbenzyl alcohol); 2,6-Dimethyl-hept-2-ol (e.g., dimethylheptanol); diphenyl ether (e.g., diphenyl ether); (E)-dodecenoal (e.g., dodecenoal 10% / Tec); (E)-3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol (e.g., ebony alcohol); ethyl cyclohexylcarboxylate (e.g., Esterly); ethyl acetate (e.g., ethyl acetate); ethyl 3-oxobutyrate (e.g., ethyl acetoacetate); ethyl 3-phenylprop-2-enoate (e.g., ethyl cinnamate); ethyl hexanoate (e.g., ethyl hexanoate); (E)-3,7-Dimethylnon-1,6-dien-3-ol (e.g., ethyl linalool); 2-Ethyl-3-hydroxy-4H-pyran-4-one (e.g., ethyl maltol); ethyl 2-methylbutyrate (e.g., ethyl methyl-2-butyrate); ethyl heptanoate (e.g., ethyl heptanoate); 3-ethoxy-4-hydroxybenzaldehyde (e.g., ethyl vanillin); 1,4-dioxane-5,17-dione (e.g., ethylene brassinolate); (1s,4s)-1,3,3-trimethyl-2-oxobicyclo[2.2.2]octane (e.g., natural eucalyptol); 4-allyl-2-methoxyphenol (e.g., eugenol); methyl 2,4-dihydroxy-3,6-dimethylbenzoate (e.g., synthetic oakmoss); (1S,2R,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol (e.g., fentanyl alcohol); 3-(4-methoxyphenyl)-2-methylpropanal (e.g., anisaldehyde); 3-(3-isopropylphenyl)butanal (e.g., anthocyanin); tetrahydro-4-methyl-2-(2-methylpropyl)-2H-pyran-4-ol (e.g., lily of the valley pyran Hc); 2-(sec-butyl)cyclohexanone (e.g., menthone); 2-methyldecanoic acid (e.g., cyhalothrin); 1-(5,5-dimethylcyclohexyl-1-en-1-yl)pent-4-en-1-one (e.g., gluconone); (E)-3,7-dimethyloct-2,6-dien-1-ol (e.g., geraniol); (E)-3,7-dimethyloct-2,6-dien-1-yl acetate (e.g., synthetic geraniol acetate); (E)-6,10-dimethylundec-5,9-dien-2-one (e.g., geranylacetone); (E)-oxacyclohexadeca-12-en-2-one (e.g., cyclopentadecanol); methyl 3-oxo-2-pentylcyclopentane acetate (e.g., methyl dihydrojasmonic acid); benzo[d][1,3]dioxacyclopentadien-5-carboxaldehyde (e.g., jasmine aldehyde crystals); (E)-hex-2-enal (e.g., hexenal-2-trans);(Z)-Hex-3-en-1-ol (e.g., hexenol-3-cis); (Z)-hex-3-en-1-yl acetate (e.g., cis-3-hexenyl acetate); (Z)-hex-3-en-1-yl 2-methylpropionic acid (e.g., cis-3-hexenyl isobutyrate); (Z)-hex-3-en-1-yl 2-hydroxybenzoic acid (e.g., cis-3-hexenyl salicylate); hexyl acetate (e.g., hexyl acetate); (E)-2-benzyloctanal (e.g., hexyl cinnamaldehyde); hexyl 2-methylpropionate (e.g., hexyl isobutyrate); hexyl 2-hydroxybenzoate (e.g., hexyl salicylate); 7-hydroxy-3,7-dimethyloctanal (e.g., synthetic hydroxycitronellol); 1H-indole (e.g., indole); (E)-4-(2,6,6-trimethylcyclohexyl-1-en-1-yl)but-3-en-2-one (e.g., ethyl ionone); (E)-4-(2,6,6-trimethylcyclohexyl-2-en-1-yl)but-3-en-2-one (e.g., methyl ionone); 3-methylbutyl butyrate (e.g., isoamyl acetate); (E)-2-methoxy-4-(prop-1-en-1-yl)phenol (e.g., isoeugenol); 2-isopropyl-5-methylcyclohexanone (e.g., Isomenthone Dl); isopropyl 2-methylbutyrate (e.g., isopropyl methyl-2-butyrate); (E)-3-methyl-4-(2,6,6-trimethylcyclohexyl-2-en-1-yl)but-3-en-2-one (e.g., isomethyl ionone 70); (Z)-3-methyl-2-(pent-2-en-1-yl)cyclopent-2-enone (e.g., cis-jasmone); 3-butyl-5-methyltetrahydro-2H-pyran-4-yl acetate (e.g., jasmonic acid); 3-pentyltetrahydro-2H-pyran-4-yl acetate (e.g., jasmine pyran); (Z)-hex-3-en-1-ylmethyl carbonate (e.g., chlorophenyl); 3-(4-(tert-butyl)phenyl)-2-methylpropanal (e.g., lily aldehyde); 1-methyl-4-prop-1-en-2-yl-cyclohexene (e.g., limonene, levo-limonene, dextro-limonene); 2-(5-methyl-5-vinyltetrahydrofuran-2-yl)prop-2-ol (e.g., linalool oxide); 3,7-dimethyloct-1,6-dien-3-ol (e.g., synthetic linalool); 3,7-Dimethyloctyl-1,6-dien-3-yl acetate (e.g., for the synthesis of linaloyl acetate); (4E)-9-hydroxy-5,9-dimethyl-4-decenal (e.g., Mahonial); 3-hydroxy-2-methyl-4H-pyran-4-one (e.g., maltol); ethyl 2-methylpentanoate (e.g., chamomile); (4-isopropylcyclohexyl)methanol (e.g., lily of the valley alcohol); 3-methyl-5-phenylpentan-1-ol (e.g., rose alcohol); 2,6-dimethylheptan-5-enal (e.g., melonaldehyde);2-Isopropyl-5-methylcyclohexanol (e.g., menthol, levomenthol, racemic menthol); 2-Isopropyl-5-methylcyclohexanone (e.g., menthone, isomenthone, levomenthone, racemic menthone); methyl 2-aminobenzoate (e.g., methyl anthranilate); methyl benzoate (e.g., methyl benzoate); methyl 3-phenylprop-2-enoate (e.g., methyl cinnamate); 2-ethoxy-4-(methoxymethyl)phenol (e.g., methyl tantalize); methyl 2-hexyl-3-oxocyclopentane-1-carboxylate (e.g., methyl dihydroisojasmonate); 6-methylhept-5-en-2-one (e.g., methyl heptenone); 8-methyl-1-oxospiro[4.5]dec-2-one (e.g., methyl lactone); methyl non-2-ynyl ester (e.g., methyl octyryne carboxylate); Methyl 2-hydroxybenzoate (e.g., methyl salicylate); (Z)-3-methylcyclopentadecano-5-enone (e.g., muscone); 4-(4-methylpent-3-en-1-yl)cyclohex-3-enaldehyde (e.g., styraldehyde); 7-methyl-3-methylene oct-1,6-diene (e.g., myrcene 90); 2-methyl undecanoic acid (e.g., Mystikal); 2-(2-(4-methylcyclohex-3-en-1-yl)propyl)cyclopentanone (e.g., succinate); (E)-non-2-enoic acid methyl ester (e.g., succinate); (2Z)-3,7-dimethyl oct-2,6-dien-1-ol (e.g., Neurolex); (E)-3,7,11-trimethyldodec-1,6,10-trien-3-ol (e.g., synthetic nerolidol); 2-ethoxynaphthalene (e.g., ethylnaphthalene ether crystals); (Z)-3,7-dimethyloctyl-2,6-dien-1-yl acetate (e.g., nerolithate Hc); (E)-13-methyloxetane-15-decano-10-en-2-one (e.g., Nirvanolide); (2E,6Z)-nonano-2,6-dienal (e.g., nonadienal); (2Z,6E)-2,6-nonadien-1-ol (e.g., nonadienol-2,6); 5-pentyloxetane-2-one (e.g., nonanolide); (Z)-nonano-6-enal (e.g., nonenal-6-cis); (Z)-nonano-6-en-1-ol (e.g., nonenol-6-cis); 2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate (e.g., norepyl acetate); 3-(4-(2-methylpropyl)-2-methylphenyl)propanal (e.g., Nympheal); Oct-2-one (e.g., Octanone-2); 1-(2-naphthyl)-ethyl ketone (e.g., sweet orange crystal); (2-methoxyethyl)benzene (e.g., ethyl phenethyl methyl ether); 5-heptyldihydrofuran-2(3H)-one (e.g., peachal); 3,7-dimethyloct-1-ol (e.g., tetrahydrogeraniol); 2-cyclohexylhept-1,6-dien-3-one (e.g., pharaohelone);2-Methylpropionic acid 2-(phenoxy)ethyl ester (e.g., phenoxyethyl isobutyrate); 2-Phenylacetaldehyde (e.g., phenylacetaldehyde); 2-Phenylacetaldehyde acetate (e.g., phenylethyl acetate); 2-Phenylacetaldehyde (e.g., phenylethanol); 2-Methylpropionic acid 2-phenylethyl ester (e.g., phenylethyl isobutyrate); 2-Phenylacetaldehyde 2-phenylethyl ester (e.g., phenylethyl phenylacetate); 3-Phenylacetaldehyde-1-ol (e.g., phenylpropanol); 6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane (e.g., pinene β); 3-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)propanal (e.g., pine acetaldehyde); (2E,5E)-5,6,7-trimethyloct-2,5-dien-4-one (e.g., Pomarose); 1-Methyl-4-(4-methylpent-3-en-1-yl)cyclohex-3-enaldehyde (e.g., methyl citric acid B); 3-methylbut-2-en-1-yl acetate (e.g., isopentenyl acetate); (E)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-en-1-ol (e.g., sandalwood); 4-(4-hydroxyphenyl)but-2-one (e.g., raspberry ketone); 4-methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran (e.g., rose ether Co); 4-methyl-2-phenyl-3,6-dihydro-2H-pyran (e.g., aromatic rose ether); 3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-2-ol (e.g., sandalwood); (Z)-2-acetyl-4-methyltridecano-2-enoic acid ethyl ester (e.g., Scentaurus Clean); 4-(dodecylthio)-4-methylpentan-2-one (e.g., Scentaurus Juicy); cyclopentadecanone, oxacycloheptadecane-2-one (e.g., cyclohexadecanol); 1-phenylethyl acetate (e.g., styrax acetate); (E)-6-ethyl-3-methyloct-6-en-1-ol (e.g., Super Lily of the Valley); (E)-2-((3,5-dimethylhex-3-en-2-yl)oxy)-2-methylpropyl cyclopropanecarboxylate (e.g., Yucca Musk); 1-methyl-4-prop-2-ylcyclohex-1,4-diene (e.g., propylterpinene); 2-(4-methyl-1-cyclohex-3-enyl)prop-2-ol (e.g., methylterpineol); 2-(4-methylcyclohexyl-3-en-1-yl)prop-2-ol (e.g., terpineol); 1-methyl-4-(prop-2-ethylene)cyclohexyl-1-ene (e.g., terpinene); 2-(4-methyl-1-cyclohexyl-3-en-yl)prop-2-yl acetate (e.g., terpineol); 3,7-dimethyloct-3-ol (e.g., tetrahydrolinalool); oxetane-2-one (e.g., Tibetan musk); 2-isopropyl-5-methylphenol (e.g., thymol);1-(cyclopropylmethyl)-4-methoxybenzene (e.g., cyclopropyl anisole); (E)-tridecyl-2-enonitrile (e.g., tridecylen-2-onitrile); 3-phenylbutanal (e.g., neoprivetaldehyde); 3-(benzo[d][1,3]dioxane-5-yl)-2-methylpropanal (e.g., neojasmine aldehyde); undecane-2-one (e.g., methyl nonyl ketone); (3E,5Z)-undecyl-1,3,5-triene (e.g., undecanetriene); (E)-4-methyldecyl-3-en-5-ol (e.g., methyl decanol); 4-hydroxy-3-methoxybenzaldehyde (e.g., vanillin); (Z)-cyclohexadecyl-5-enone (e.g., cyclohexadecenone); (2E,6Z)-nonyl-2,6-dienonitrile (e.g., violetonitrile 10% / Tec); and 2-methoxynaphthalene (e.g., ethylnaphthalene methyl ether).
[0078] In a preferred embodiment, the spray-dried composition of this type typically has a beneficial agent ratio of 10 wt.-% to 70 wt.-%, preferably 25 wt.-% to 60 wt.-%, more preferably 35 wt.-% to 55 wt.-%, and even more preferably 40 wt.-% to 50 wt.-% relative to the total weight of the composition.
[0079] More generally, if the level of the beneficial agent (payload) is too high, additional risks may arise, such as the risk of explosion. Additionally, the proportion of unencapsulated beneficial agents, often referred to as "surface oil," may be too high. Conversely, a low payload increases the cost of the spray-dried composition.
[0080] The water-soluble matrix may contain at least one material selected from starch, particularly water-soluble modified starch, maltodextrin, mannitol, chitosan, gum arabic, alginate, cellulose, pectin, gelatin, polyvinyl alcohol, and mixtures thereof. The resulting flavor encapsulants are easy and cost-effective to manufacture. Furthermore, they are prepared from non-toxic and biodegradable natural materials. Therefore, such encapsulants are more attractive to consumers.
[0081] When starch is a water-soluble modified starch, it can be made from native starch or pregelatinized starch. It can be derived from tubers, legumes, cereals, and grains, such as corn starch, wheat starch, rice starch, waxy corn starch, oat starch, cassava starch, waxy barley starch, waxy rice starch, sweet rice starch, amioca starch, potato starch, tapioca starch, and mixtures thereof.
[0082] The water-soluble modified starch may be selected from bleached starch, hydroxypropyl starch, hydroxypropyl distarch phosphate, hydroxypropyl distarch glycerol, acetylated distarch phosphate, acetic starch esterified with acetic anhydride, acetic starch esterified with vinyl acetate, acetylated distarch adipate, acetylated distarch glycerol, sodium octenyl succinate starch, and mixtures thereof.
[0083] Preferably, the modified starch is sodium octenyl succinate dextrin, which is obtained through the chemical or enzymatic degradation of starch. This type of modified dextrin, also known by the general term "OSA-modified starch," is available under various trademarks, such as Puritygum. ® HiCap ® 100 and Capsul ® They all come from Ingredion.
[0084] Water-soluble OSA-modified starch, more specifically OSA-modified dextrin, possesses emulsifying and emulsion-stabilizing capabilities. Due to the hydrophobic properties of starch modifiers, they have the ability to encapsulate beneficial agent droplets in the form of oil-in-water emulsions. Modified starches as described above offer numerous advantages, including high emulsifying and encapsulating properties, low viscosity (even at high solids contents), and excellent antioxidant properties to ensure good fragrance and / or cosmetic preservation and stability of sensitive ingredients.
[0085] When the water-soluble matrix contains water-soluble modified starch, it may additionally contain materials selected from maltodextrin, mannitol, and mixtures thereof. Both maltodextrin and mannitol increase the glass transition temperature of the matrix. Furthermore, maltodextrin is a film-forming agent.
[0086] Maltodextrin is characterized by its dextrin equivalent (DE). A higher DE corresponds to a lower molecular weight of maltodextrin. In the context of this invention, maltodextrins with different DE values can be combined to provide optimized encapsulation properties. Without being bound by any theory, it is believed that a mixture of low-DE and high-DE maltodextrins improves the stacking of the water-soluble matrix.
[0087] In addition to the materials described above, the water-soluble matrix may also contain hemicellulose. In the context of this invention, the term "hemicellulose" should be understood as a polysaccharide selected from dextran, particularly xyloglucan, mannan, particularly glucomannan, and xylan, particularly arabinoxylan and glucuronic acid xylan.
[0088] It has been found that the addition of hemicellulose to water-soluble matrices, particularly starch matrices, leads to the modification of the matrices and improves their flavor release properties under the activation of moisture and mechanical (e.g., friction).
[0089] The hemicellulose is preferably xyloglucan, particularly xyloglucan obtainable from tamarind seeds. Xyloglucan is the most abundant hemicellulose in the primary cell wall of non-grass plants, typically accounting for 20 wt.% of the cell wall dry weight. Xyloglucan has a backbone composed of 1,4-linked β-D-glucose residues. Up to 75% of the backbone residues are replaced at C6 by monosaccharide, disaccharide, or trisaccharide side chains. Preferably, the hemicellulose is xyloglucan obtainable from tamarind seeds, particularly xyloglucan obtained from tamarind seeds, also known as "tamarind kernel powder" or "tamarind gum." In tamarind gum, the side chains consist of one or two α-D-xylanosyl units, optionally capped with β-D-galactopyranosyl, α-L-arabinofuranosyl, or β-D-xylanosyl units.
[0090] In a preferred embodiment, the water-soluble encapsulating material comprises at least one material selected from starch, particularly water-soluble modified starch, more particularly sodium octenyl succinate starch, maltodextrin, mannitol, chitosan, gum arabic, alginate, pectin, gelatin, polyvinyl alcohol, and mixtures thereof.
[0091] In the context of this invention, the beneficial agent may be at least partially encapsulated in a core-shell microcapsule, the core-shell microcapsule comprising a core and a shell surrounding the core.
[0092] "Encapsulated core" refers to a droplet of beneficial agent surrounded by a solid wall / shell. The size of such microcapsules is typically 5 to 500 micrometers. Microcapsules containing beneficial agents and the techniques behind their preparation are well-known and widely used, and any known microcapsule is suitable for the compositions disclosed herein. Typical examples of suitable microcapsules are those with shells made of acrylic polymers, polyurea, and amino plastic polymers such as urea- and melamine-formaldehyde. Optionally cross-linked natural and biodegradable materials, such as gelatin, can also be used. These are well-known in the art and can be prepared by any known method.
[0093] In one specific embodiment, microcapsules containing beneficial agents, having walls made of a biodegradable material such as gelatin, are dispersed in a biodegradable solid material such as starch, optionally with free droplets of beneficial agents also encapsulated therein.
[0094] In a second aspect, the present invention provides a method for obtaining a spray-dried composition according to any one of the preceding claims, the method comprising the steps of:
[0095] a) Forming an emulsion, wherein the beneficial agent is dispersed in an aqueous phase, the aqueous phase comprising a water-soluble encapsulating material, and the emulsion comprising an antioxidant;
[0096] b) Spray drying the emulsion formed in a) to form a powder, wherein the beneficial agent is embedded in the encapsulating material; and
[0097] The level of the beneficial agent is 30 wt.-% to 60 wt.-%, more particularly 35 wt.-% to 55 wt.-%, of the spray-dried composition; and the level of the antioxidant is 0.01 wt.-% to 10 wt.-%, of the beneficial agent.
[0098] The beneficial agents, encapsulating materials, and antioxidants are as described above.
[0099] For step a), the antioxidant may be mixed into the beneficial agent and aqueous phase or added to the system before, during, or after emulsification. The beneficial agent is emulsified under high-shear mixing to form an oil-in-water emulsion with an average droplet size preferably less than 5 micrometers, more preferably less than 2 micrometers, and most preferably less than 1 micrometer. Preferably, the emulsion contains less than 60 wt% water, more preferably less than 55 wt% water, and most preferably less than 51 wt% water; while the remainder of the emulsion contains the aforementioned proportions of the beneficial agent and a carbohydrate-based matrix component.
[0100] Regarding step b), spray drying can be performed using a rotary disc or nozzle atomizer, such as a pneumatic nozzle or a two-fluid nozzle or rotary disc, into a co-current hot air drying chamber. As mentioned above, the air inlet temperature is typically 80°C to 220°C, more specifically 150°C to 200°C. The outlet temperature is 50°C to 100°C. Alternatively, spray drying can be carried out in a fluidized bed dryer or a drum dryer, meaning anywhere the emulsion is dried by contact with hot air.
[0101] In a preferred embodiment,
[0102] a) The antioxidants are sarsaparillaric acid and / or sarsaparillaol; and
[0103] b) The encapsulating material is a combination of octenyl succinic acid modified starch dextrin and maltodextrin, mannitol or a mixture thereof.
[0104] In a particularly preferred embodiment, the beneficial agent is a flavoring or seasoning composition, and the method includes the following steps:
[0105] a) Forming an emulsion, the emulsion comprising, based on its total weight:
[0106] i. 15 wt.% to 35 wt.% of a spice or flavoring composition, preferably 20 wt.% to 30 wt.%
[0107] ii. 15 wt.% to 30 wt.%, preferably 20 wt.% to 25 wt.% of octenyl succinic acid modified starch dextrin;
[0108] iii. 0 to 10 wt.-%, preferably 4 to 6 wt.-%, of maltodextrin, mannitol, or mixtures thereof; and
[0109] iv. 25 wt.% to 70 wt.%, preferably 39 wt.% to 56 wt.% water;
[0110] Based on the total weight of the spice or flavoring composition, the spice or flavoring composition comprises:
[0111] i. More than 10 wt.% of total aldehydes, monoterpenes, or mixtures thereof, more particularly more than 12 wt.% of total aldehydes, monoterpenes, or mixtures thereof; and
[0112] ii. 0.01 wt.% to 10 wt.%, optionally 0.02 wt.% to 5.0 wt.%, preferably 0.08 wt.% to 2.0 wt.%, even more preferably 0.1 wt.% to 1.0 wt.% of sarsaparilla acid, sarsaparilla phenol, or mixtures thereof; and
[0113] b) Spray-dry the emulsion formed in a) to form a powder, wherein the beneficial agent is encapsulated in the encapsulating material.
[0114] In a specific implementation, the method includes an additional step of diluting the spray-dried composition obtained in step b) in a solid carrier.
[0115] In a specific implementation, the solid carrier is selected from urea, sodium chloride, sodium sulfate, sodium acetate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, sugars, polyethylene glycol, polyvinylpyrrolidone, citric acid, or any water-soluble solid acid, fatty alcohol, fatty acid, and mixtures thereof.
[0116] Diluting this powder in a carrier material allows for the provision of formulations that comply with dust explosion regulations, since the explosion risk is known to increase with the concentration of the fragrance component in the powder.
[0117] When a solid carrier is used, the proportion of the spray-dried composition relative to the total weight of the powder formulation can be from 0.1 to 50 wt.-%, preferably from 1 to 30 wt.-%, and even more preferably from 3 to 15 wt.-%. The proportion of the solid carrier relative to the total weight of the powder formulation can be from 10 to 99.9 wt.-%, preferably from 30 to 97 wt.-%, and even more preferably from 50 to 95 wt.-%. Under these conditions, the powder can be kept below the critical explosive level in terms of explosiveness and minimum ignition energy.
[0118] As an alternative to or in addition to a solid carrier, the powder formulations of the present invention may also contain a flow agent. The flow agent is selected from silica, sodium salts, calcium salts, and zeolites. The flow agent limits the risk of powder agglomeration and clogging, and facilitates the transfer of the encapsulation composition from one container to another.
[0119] In a third aspect, the present invention provides a consumer product comprising a spray-dried composition according to the invention, wherein the consumer product is anhydrous or wherein the water activity is less than 0.25, preferably less than 0.1.
[0120] A water activity exceeding 0.25 in consumer products may result in excessive moisture in the product, which could plasticize or dissolve the hydrophilic encapsulating matrix and thus affect the storage stability of the spray-dried composition.
[0121] Such consumer products include laundry care powder detergents and solid single-dose detergents, such as tablets, laundry care conditioner tablets, solid fragrance enhancers, dry personal cleaning compositions, shampoos, anhydrous deodorants and antiperspirant compositions, and household care compositions, such as hard surface powder cleaners and dishwashing tablets.
[0122] The consumer product may contain the undiluted spray-dried composition as described above, preferably at a level of 0.005 to 5 wt.-%, more preferably 0.01 to 1 wt.-%, and even more preferably 0.02 to 0.5 wt.-%.
[0123] In a fourth aspect, the present invention provides a substantially odorless, biodegradable antioxidant, more particularly a bio-based and biodegradable antioxidant, even more preferably caryopsisic acid, caryopsisol or mixtures thereof, for use in increasing the autothermal and / or Greville temperature of spray-dried powders containing more than 10 wt.-%, more particularly more than 12 wt.-%, and even more particularly more than 14 wt.-% of total aldehydes, monoterpenes or mixtures thereof.
[0124] Further features and specific advantages of the present invention will become apparent from the following embodiments.
[0125] Example 1: Fragrance Composition
[0126] Antioxidant-free fragrance (flavor) compositions A, B, C, and D were prepared by mixing the fragrance ingredients listed in Tables 1 to 4 at given concentrations.
[0127] Table 1: Fragrance Composition A
[0128]
[0129] Table 2: Fragrance Composition B
[0130]
[0131] Table 3: Fragrance Composition C
[0132]
[0133] Table 4: Fragrance Composition D
[0134]
[0135] As summarized in Table 5, Fragrance A contains 15.6 wt.% of aldehydes, which is more than 15 wt.%, and therefore falls into the group of fragrance compositions that can result in powders with low Greville temperatures.
[0136] Fragrance B contains 8 wt.% total aldehydes and 12 wt.% monoterpenes. Therefore, fragrance B belongs to the group of fragrance compositions that can result in a powder with a low Greville temperature.
[0137] Fragrance C contains 15.5 wt.% aldehyde. Therefore, fragrance C falls into the group of fragrance compositions that can result in powders with low Greville temperatures.
[0138] Fragrance D contains 7 wt.% of an aldehyde (4 wt.% of hexylcinnamaldehyde ((E)-2-benzylidene octaldehyde)) and monoterpenes (3 wt.% of terpenes). According to the invention, this fragrance is not critical.
[0139] Table 5
[0140]
[0141] Example 2: Preparation of spray-dried composition and measurement of its Greville temperature
[0142] The following preparation is made of a spray-dried composition comprising the fragrance composition prepared in Example 1:
[0143] Tap water (45.3 g) was weighed into a stainless steel beaker. Then, sodium octenyl succinate starch E1450 (21.9 g) and mannitol (5.5 g) were weighed into the same beaker. The resulting mixture was first manually stirred with a stainless steel rod, then homogenized at 13,500 rpm using an IKA T25 Ultra-Turrax homogenizer to obtain a homogeneous solution. A flavoring composition (27.4 g (or 26.3 g for Comparative Composition 2) containing known amounts of pure flavoring A, B, C, or D and known amounts of antioxidants (if specified) (Tables 6 and 7) was added to the resulting mixture. High-shear mixing was then performed at 22,000–24,000 rpm for 20–30 min using the same homogenizer to produce an emulsion. The droplet size distribution was measured by dynamic light scattering and was 0.5–2 μm.
[0144] The emulsion was spray-dried using a LabPlant SD-06 spray dryer. The spray drying process parameters are as follows:
[0145] - Inlet temperature: 190℃
[0146] - Outlet temperature: 90℃
[0147] - Peristaltic pump speed: 485 mL / h
[0148] - Air velocity: 3.7 m / s
[0149] The resulting spray-dried powder was mixed with Aerosil 200 silica (1.0 g) in a sealed mixing container.
[0150] The Greville temperature of the spray-dried samples was measured by calorimetry in a Greville oven (manufactured by Tüv Süd). Six 8-ml wire mesh baskets were placed in a heated air stream (2 L / min), five containing the spray-dried composition to be measured and one containing a reference graphite sample. Each of the six baskets was attached with a thermocouple to monitor the internal temperature of the sample. The air stream temperature was then increased from ambient temperature to 400°C at a rate of 1°C / min, and the temperature of each sample was monitored. The temperature at which the average temperature of the spray-dried sample began to deviate from the average temperature of the reference graphite sample was taken as the self-heating temperature and recorded in Tables 6 and 7.
[0151] Spray-dried compositions containing fragrance composition C (sample C) and three other fragrance compositions (C1, C2 and C3) derived from the fragrance, with different levels of aldehydes and monoterpenes, were also prepared, as reported in Table 6.
[0152] Table 6. Fragrance Compositions C, C1, C2 and C3
[0153]
[0154] Table 7 shows the Greville temperatures for all the spray-dried compositions described above that do not contain any antioxidants.
[0155] Table 7
[0156]
[0157] As can be clearly seen from Tables 5, 6 and 7, relatively high levels of total aldehydes and monoterpenes (above 10 wt%) in the flavoring compositions are critical for the Greville temperature of spray-dried compositions containing these flavorings (compositions containing flavorings A, B, C, C2 and C3, where the Greville temperature is below 125°C).
[0158] When the levels of total aldehydes and monoterpenes in the flavor composition are relatively low (i.e., below 10 wt.-%, for compositions containing flavor D and C1), the Greville temperature (self-heating temperature) is above 130°C, so there is no problem.
[0159] The Greville temperatures of the spray-dried compositions containing flavoring compositions A with different antioxidants and different levels of antioxidants, as well as the Greville temperatures of flavoring compositions B and D, are shown in Table 8.
[0160] Table 8. Greville temperatures for spray-dried compositions 1 to 13
[0161]
[0162] a contrast
[0163] b In contrast, the fragrance composition emulsified 4% less before spray drying.
[0164] Table 9: Nominal Antioxidant Concentration Range in NATROX™ and [NAS]™ Rosemary Extracts
[0165]
[0166] The results in Table 8 clearly show that, compared with the value of Comparative Composition 1, which has a low Greville temperature and does not contain antioxidants in Spray-dried Fragrance Composition A, all antioxidants significantly increased the autothermal temperature of the spray-dried compositions (Compositions 2-11).
[0167] As little as 2 wt.% of bio-based and biodegradable rosemary extract NATROX™ is sufficient to raise the Greville temperature of the spray-dried composition to a level above 125°C, wherein the spray-dried composition comprises 20 wt.% of a fragrance composition in an emulsion prior to spray drying, wherein the fragrance composition contains more than 10 wt.% of total aldehydes and monoterpenes (compositions 3 to 11).
[0168] Use 2 wt.-% of rosemary extract NATROX™ or 3 wt.-% of rosemary extract containing 4.0 to 7.5 wt.-% caryophyllic acid and caryophyllin [NAS] in the fragrance composition. TM The autothermal temperature of the spray-dried composition was increased to almost the same extent as that of the same amount (2 wt.-%) of non-bio-based or biodegradable Tinogard TS (composition 2), which is non-bio-based or biodegradable.
Claims
1. A spray-dried composition comprising 30 wt.-% to 60 wt.-%, more particularly 35 wt.-% to 55 wt.-% of a beneficial agent, wherein said beneficial agent comprises more than 10 wt.-%, more particularly more than 12 wt.-%, and even more particularly more than 14 wt.-% of total aldehydes, monoterpenes or mixtures thereof; Furthermore, the spray-dried composition contains a substantially odorless, biodegradable antioxidant, wherein the level of the antioxidant is from 0.01 wt.% to 10 wt.% of the beneficial agent.
2. The spray-dried composition according to claim 1, wherein the antioxidant is soluble in the beneficial agent.
3. The spray-drying composition according to claim 2, wherein the antioxidant is biodegradable and bio-based, optionally wherein the antioxidant is selected from sarsaparilla acid (5,6-dihydroxy-1,1-dimethyl-7-prop-2-yl-2,3,4,9,10,10a-hexahydro-phenanthroline-4a-carboxylic acid; sarsaparillaol ((4aR-(4aα,9α,10aβ))-1,3,4,9,10,10a-hexahydro-5,6-dihydroxy-1,1-dimethyl-7-(1-methylethyl)-2H-9,4a-(epoxymethylene)phenanthroline-12-one); tocopherol (α-tocopherol ((2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyl-tetrazyl]-3,4-dihydro-2H-chromene-6-ol); β-Tocopherol (2,5,8-trimethyl-2-(4,8,12-trimethyltetrazyl)-3,4-dihydro-2H-1-benzopyran-6-ol); δ-Tocopherol ((2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltetrazyl]-3,4-dihydrochromene-6-ol); and γ-Tocopherol (2,7,8-trimethyl-2-(4,8,12-trimethyltetrazyl)-3,4-dihydro-2H-1-benzopyran-6-ol); Quercetin (2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one); Lutein (β,ε-carotene-3,3'-diol); Catechin ((2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol), panthenol 10 ([(2E,6E,10E,14E,18E,22E,26E,30E,34E)-3,7,11,15,19,23,27,31,35,39-decamethyltetradecano-2,6,10,14,18,22,26,30,34,38-decaenyl]-5,6-dimethoxy-3-methylcyclohexane-2,5-diene-1,4-dione); kaempferol (3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one); Naringenin ((2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one); hesperidin ((2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one); lipoic acid ((R)-5-(1,2-dithiacyclopentan-3-yl)valeric acid); curcumin ((1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadien-3,5-dione); ascorbic acid fatty acid esters; or mixtures thereof.
4. The spray-dried composition according to any one of the preceding claims, wherein the ratio of the amount of said antioxidant to the amount of total aldehydes, monoterpenes or mixtures thereof is from about 0.003 to about 0.027, preferably from about 0.01 to about 0.
02.
5. The spray-dried composition according to any one of the preceding claims, wherein the antioxidant is sarsaparilla acid and / or sarsaparilla phenol, optionally wherein the total level of sarsaparilla acid and sarsaparilla phenol is from 0.02 wt.% to 5.0 wt.% of the beneficial agent, preferably from 0.08 wt.% to 2.0 wt.% or even more preferably from 0.1 wt.% to 1.0 wt.%.
6. The spray-dried composition according to any one of the preceding claims, wherein caryopsisic acid and caryopsisol are used in the form of essential oil, extract or absolute oil, preferably from plants of the Lamiaceae family ( Lamiaceae species), preferably sage ( Salvia officinalis L. ),rosemary( Rosmarinus officinalis L ), basil Ocimum basilicum L. ), Oregano ( Origanum vulgare L. ), thyme Thymus vulgaris L. ), wild carrots Daucus carota L. ) and fennel ( Foeniculum vulgare Mill), preferably obtained from rosemary.
7. The spray-dried composition according to any one of the preceding claims, wherein the beneficial agent is a spice or flavoring composition, more particularly a spice composition.
8. The spray-dried composition according to claim 7, wherein the flavoring or seasoning composition comprises at least one, preferably at least two, more preferably at least four, even more preferably at least eight, and still more preferably at least twelve biodegradable components, and wherein the biodegradable components are present at a total concentration of at least 75 wt.-%, preferably at least 80 wt.-%, more preferably at least 85 wt.-%, even more preferably at least 90 wt.-%, and still more preferably at least 95 wt.-%, relative to the total weight of the flavoring composition.
9. The spray-dried composition according to any one of the preceding claims, wherein the proportion of the beneficial agent is 10 wt.-% to 70 wt.-%, preferably 25 wt.-% to 60 wt.-%, more preferably 35 wt.-% to 55 wt.-%, and even more preferably 40 wt.-% to 50 wt.-%, relative to the total weight of the composition.
10. The spray-drying composition according to any one of the preceding claims, wherein the water-soluble encapsulating material comprises at least one material selected from starch, particularly water-soluble modified starch, more particularly sodium octenyl succinate starch, maltodextrin, mannitol, chitosan, gum arabic, alginate, pectin, gelatin, polyvinyl alcohol, and mixtures thereof.
11. The spray-dried composition according to any one of the preceding claims, wherein the beneficial agent is at least partially encapsulated in a core-shell microcapsule, the core-shell microcapsule comprising a core and a shell surrounding the core.
12. A method for obtaining a spray-dried composition according to any one of the preceding claims, the method comprising the steps of: a) Forming an emulsion, wherein the beneficial agent is dispersed in an aqueous phase, the aqueous phase comprising an encapsulating material and the emulsion comprising an antioxidant; b) Spray drying the emulsion formed in step a) to form a powder, wherein the beneficial agent is embedded in the encapsulating material; and The level of the beneficial agent is 30 wt.-% to 60 wt.-%, more particularly 35 wt.-% to 55 wt.-%, of the spray-dried composition; and the level of the antioxidant is 0.01 wt.-% to 10 wt.-%, of the beneficial agent.
13. The method according to claim 12, wherein: a) The antioxidant is caryopsisic acid and / or caryopsisol; and b) The encapsulating material is a combination of octenyl succinic acid modified starch dextrin and maltodextrin, mannitol or a mixture thereof.
14. The method of claim 13, further comprising the following steps: a) Forming an emulsion, the emulsion comprising, based on its total weight: i. 15 wt.% to 35 wt.% of a spice or flavoring composition, preferably 20 wt.% to 30 wt.% ii. 15 wt.% to 30 wt.%, preferably 20 wt.% to 25 wt.% of octenyl succinic acid modified starch dextrin; iii. 0 to 10 wt.-%, preferably 4 to 6 wt.-%, of maltodextrin, mannitol, or mixtures thereof; and iv. 25 wt.% to 70 wt.%, preferably 39 wt.% to 56 wt.% water; Based on the total weight of the spice or flavoring composition, the spice or flavoring composition comprises: i. More than 10 wt.% of total aldehydes, monoterpenes or mixtures thereof, especially more than 12 wt.% of total aldehydes, monoterpenes or mixtures thereof; ii. 0.01 wt.% to 10 wt.%, optionally 0.02 wt.% to 5.0 wt.%, preferably 0.08 wt.% to 2.0 wt.%, even more preferably 0.1 wt.% to 1.0 wt.% of sarsaparilla acid, sarsaparilla phenol, or mixtures thereof; and b) Spray-dry the emulsion formed in a) to form a powder, wherein the flavoring or seasoning composition is encapsulated in the encapsulation material.
15. The method of claim 14, further comprising the step of mixing the spray-dried composition with a solid carrier.
16. The method according to claim 15, wherein the solid carrier is selected from urea, sodium chloride, sodium sulfate, sodium acetate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, sugars, polyethylene glycol, polyvinylpyrrolidone, citric acid or any water-soluble solid acid, fatty alcohol, fatty acid and mixtures thereof.
17. A consumer product comprising the spray-dried composition according to any one of claims 1 to 11 or claim 15, wherein the consumer product is anhydrous or wherein the water activity is less than 0.25, preferably less than 0.1, optionally wherein the consumer product is selected from laundry care powder detergents, solid single-dose detergents, such as tablets, laundry care conditioner tablets, solid fragrance enhancers, dry personal cleaning compositions, shampoos, anhydrous deodorants, antiperspirant compositions, household care compositions, such as hard surface powder cleaners and dishwashing tablets.
18. Use of substantially odorless, biodegradable antioxidants, especially biologically derived and oil-soluble antioxidants, for increasing the autothermal and / or Greville temperature of spray-dried compositions.
Citation Information
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