Solid composition
Patent Information
- Application Number
- JP2024533892
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2021-12-06
- Filing Date
- 2022-12-05
- Publication Date
- 2025-12-15
AI Technical Summary
Existing consumer products face challenges in providing biodegradable and bio-based scent boosters that effectively control the release of fragrances and enhance fragrance perception over time, while meeting consumer expectations for sustainability and performance.
A solid composition comprising a water-soluble biodegradable carrier and microcapsules encapsulating benefit agents, such as fragrances, using a core-shell structure to control release and enhance fragrance perception on fabrics.
The composition enhances fragrance perception on fabrics and provides a sustainable solution by ensuring biodegradability and effective fragrance release, addressing consumer concerns for both performance and environmental impact.
Abstract
Description
[Technical field]
[0001] The present invention relates to a solid composition for the controlled release of a benefit agent. In particular, the present invention relates to a solid composition consisting of a microcapsule composition comprising a solid water-soluble biodegradable carrier and a polymer that encapsulates a benefit agent, wherein the benefit agent is encapsulated in a core-shell comprising microcapsules comprising a core and a shell surrounding the core. The present invention also relates to a method of making the solid composition as defined herein, a consumer product comprising the solid composition as defined herein, and the use of the solid composition and the consumer product to improve the perception or enhance the performance of a benefit agent in a consumer product. [Background technology]
[0002] 2. Background of the Invention Developing consumer products, such as household care, personal care, and fabric care products, that optimize exposure of receptor sites to effective levels of benefit agents over extended periods of time is a major challenge. Several studies have shown that benefit agents are perceived as more effective if they are available at targeted sites at specific times and at individually customized levels. This challenge can be met by utilizing encapsulated benefit agents.
[0003] It is known to incorporate encapsulated benefit agents into consumer products such as household care, personal care, fabric care and pet care products, including, for example, fragrances, cosmetics, food ingredients, nutraceuticals, drugs and substrate enhancers.
[0004] Benefit agents are encapsulated for a variety of reasons. Microcapsules can separate and protect them from external suspension media, such as consumer product bases, in which such materials are incompatible or unstable. They are also used to aid in the deposition of benefit agents onto substrates, such as skin, hair, fabrics, or hard household surfaces. They also function as a means of controlling the spatiotemporal release of benefit agents.
[0005] Fragrances are a significant part of consumer products. Fragrances are volatile. They react with other components and are susceptible to heat, moisture and a variety of other factors. It is therefore important to control the release of fragrances in consumer products at the desired site and at the desired rate.
[0006] Scent boosters make up a category of consumer products that are used to deliver fragrance at some point in a consumer product application. Scent boosters are available in either solid or liquid form.
[0007] Typically, solid scent boosters are added directly to the washing machine before the start of the wash cycle. The function of the scent booster is to enhance the consumer's perception of fragrance throughout the wash and rinse cycles, the moment the laundry is removed from the washing machine, while the laundry is drying, and after the laundry is dried.
[0008] Such release profile is achieved by combining free, unencapsulated fragrance components together with encapsulated fragrance components, where the free fragrance components essentially contribute to enhancing fragrance perception on wet fabrics, while the encapsulated components essentially contribute to enhancing fragrance perception on dry fabrics.In addition, the encapsulated components may be released during handling of the fabric, typically under the action of mechanical forces.Core-shell microcapsules may be used, where the core contains the encapsulated fragrance components and is surrounded by an impermeable, frangible shell.Both the free and encapsulated fragrance components are dispersed in the scent booster.
[0009] The concept of "clean label" has been one of the biggest trends of the last decade. The term itself has many definitions, including sustainable, naturally derived, and biodegradable ingredients as well as minimal processing and environmental impact. Consumers are increasingly concerned about the sustainability of the products they use, yet biodegradable and / or naturally derived ingredients generally fail to meet consumer expectations as they do not perform as well as their more established non-biodegradable counterparts.
[0010] WO 2011 / 056938 discloses a laundry scent additive composition in a pastille formulation that contains both fragrance encapsulated in core-shell microcapsules and free fragrance dispersed within a matrix of polyethylene glycol.
[0011] US 2017 / 226690 discloses a scent booster composition for a pastille formulation that contains both fragrance encapsulated in core-shell microcapsules and free fragrance dispersed in a matrix of clay and polyethylene glycol.
[0012] However, neither clay nor polyethylene glycol are biodegradable, so there is a need to provide a solid fragrance booster that is biodegradable. There is also a need to provide a fragrance booster that is biobased. Summary of the Invention
[0013] Summary of the Invention In a first aspect, the present invention provides a solid composition comprising: a) a solid, water-soluble, biodegradable carrier; and b) A microcapsule composition comprising a polymer encapsulating a benefit agent, where the benefit agent is encapsulated in a core-shell comprising microcapsules comprising a core and a shell surrounding the core. In a further aspect, the present invention provides methods of preparing the compositions described herein.
[0014] The present invention further provides consumer products comprising the compositions described herein. In a further aspect there is provided the use of the solid compositions and consumer products described herein to improve the perception or enhance the performance of a benefit agent in a consumer product.
[0015] definition The term "benefit agent" refers to a substance that, when added to a product, may improve the consumer's perception of the product or enhance the product's action in an application. Examples of benefit agents include perfume or fragrance ingredients, cosmetic ingredients, bioactive agents (such as germicides, insect repellents, and pheromones), substrate enhancers (such as silicones and brighteners), enzymes (such as lipases and proteases), dyes, pigments, and nutraceuticals.
[0016] The term "bio-based" refers to materials that are intentionally made from materials derived from living (or once-living) organisms, in reference to the origin of the material, as opposed to materials derived from petroleum. The definition encompasses both natural materials, such as naturally extracted proteins and polysaccharides, and materials that have been somewhat processed, such as cellulose fibers.
[0017] A "biodegradable" material is defined as a material whose physical and chemical properties deteriorate and decompose completely when exposed to the environment. This property is therefore related to the end of life of the material. Biobased materials can be biodegradable or non-degradable. Similarly, many biobased materials are biodegradable (eg, starch), but not all biodegradable materials are biobased.
[0018] In the context of the present invention, a "biodegradable" ingredient is one that meets the passing criteria of "inherently biodegradable" and / or "readily biodegradable" in at least one OECD biodegradability test. For the avoidance of ambiguity, this means that if an ingredient passes one test but fails one or more other tests, the passing result takes precedence over the other test results.
[0019] To assess the pass criteria for "ready biodegradability", biodegradability testing can be performed using standardized methods such as OECD Method 301C, OECD Method 301D, OECD Method 301F, and OECD Method 310.
[0020] OECD Method 301C, OECD Method 301D, and OECD Method 301F are described in the OECD Guidelines for the Testing of Chemicals, Section 3, Test No. 301: Ready Biodegradability (adopted: July 17, 1992; https: / / doi.org / 10.1787 / 9789264070349-en).
[0021] OECD Method 301 is described in OECD Guidelines for the Testing of Chemicals, Section 3, Test No. 301: Ready Biodegradability - CO2 in sealed vessels (Headspace Test) (adopted: 23 March 2006; amended 26 September 2014; https: / / doi.org / 10.1787 / 9789264070349-en).
[0022] In the context of the present invention, the pass criterion for "ready biodegradability" is evaluated according to OECD Method 301F, which refers to manometric respirometry. In this method, the pass criterion for "ready biodegradability" is to reach 60% of the theoretical oxygen demand and / or chemical oxygen demand. This pass value must be achieved within 10 days of the 28-day test period. The 10-day window begins when the degree of biodegradation reaches 10% of the theoretical oxygen demand and / or chemical oxygen demand and must end by the 28th day of the test. If a positive result is obtained in the test for ready biodegradability, it is assumed that the chemical undergoes rapid and ultimate biodegradation in the environment (Introduction to the 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).
[0023] The term "solid" indicates that the material is in a solid state of cohesion at a temperature below about 40°C. The term "water soluble" indicates that the material is completely soluble in water at temperatures above about 10°C. In the context of the present invention, unless otherwise indicated, all percentages refer to percentages by weight (% w / w). DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0024] Detailed explanation Preferred and / or optional features of the invention are now described. Any aspect of the invention may be combined with any other aspect of the invention unless the context requires otherwise. Any preferred or optional feature of any aspect may be combined, alone or in combination, with any aspect of the invention, as well as with any other preferred or optional feature, unless the context requires otherwise.
[0025] The Applicant has surprisingly and unexpectedly found that a) a solid, water-soluble, biodegradable carrier; and b) a microcapsule composition comprising a polymer encapsulating a benefit agent, wherein the benefit agent is encapsulated in a core-shell comprising a microcapsule comprising a core and a shell surrounding the core. It has been found that a solid composition consisting of is capable of enhancing the overall fragrance perception on fabrics as compared to conventional non-biodegradable compositions.
[0026] The present invention therefore provides a solid composition comprising: a) a solid, water-soluble, biodegradable carrier; and b) A microcapsule composition comprising a polymer encapsulating a benefit agent, wherein the benefit agent is encapsulated in a core-shell comprising microcapsules comprising a core and a shell surrounding the core.
[0027] Carrier The carriers used in the present invention are solid, water-soluble and biodegradable. Suitable carriers for the present invention include carbohydrates such as sucrose, monosaccharides, disaccharides, polysaccharides and derivatives such as starch, cellulose, methylcellulose, ethylcellulose, propylcellulose; hydrogenated carbohydrates; hydrolyzed carbohydrates; polyols such as threitol, arabitol, ribitol, galactitol, fucitol, iditol, inositol, sorbitol, mannitol, maltitol, lactitol, isomalt, xylitol and erythritol; or combinations thereof.
[0028] In one embodiment, the carrier is not a polymer. The solid composition is free of any water soluble polymers, such as starch, modified starch, maltodextrin, polysaccharides, carbohydrates, chitosan, gum arabic, polyethylene glycol (PEG), polyvinylpyrrolidone (PVP), polyvinyl alcohol, acrylamide, acrylates, polyacrylic acid and related, maleic anhydride copolymers, amine functional polymers, vinyl ethers, styrene, polystyrene sulfonic acid, vinyl acid, ethylene glycol-propylene glycol block copolymers, and mixtures thereof.
[0029] In one embodiment, the carrier is a sugar alcohol. Sugar alcohols (also called polyhydric alcohols, polyalcohols, alditols, glycitols) are organic compounds that are typically derived from sugars and contain one hydroxyl group (-OH) attached to each carbon atom. Because they contain multiple -OH groups, they are classified as polyols. They are white, water-soluble solids that occur naturally or are produced industrially by hydrogenation of sugars. Thus, sugar alcohols are considered biobased ingredients, making the composition more sustainable from a raw material sourcing perspective.
[0030] Sugar alcohols have the general formula (CHOH) n H2 and are further differentiated by the relative orientation (stereochemistry) of these -OH groups within the same chemical formula. In one embodiment, the sugar alcohol has the general formula (CHOH) where n is 4, 5 or 6, such as xylitol, sorbitol, arabitol, mannitol, erythritol or mixtures thereof. n H2. Optionally, the sugar alcohol is xylitol or sorbitol.
[0031] In one embodiment, the melting point of the carrier is from about 70° C. to about 200° C., optionally from 80° C. to about 150° C. The lower the melting point of the carrier, the more sustainable the composition.
[0032] In one embodiment, the proportion of the carrier is about 70 wt.-% to about 99 wt.-%, preferably about 80 wt.-% to about 98.5 wt.-%, and more preferably about 85 wt.-% to about 98 wt.-%, based on the total weight of the solid composition.
[0033] The hygroscopicity of different materials varies with relative humidity. Moisture pickup limits the shelf life of consumer products in which the material is a major component. In one embodiment, the carrier is therefore not hygroscopic. The advantage of such a carrier is that the solid composition does not absorb moisture during storage.
[0034] Benefit Agent Benefit agents suitable for incorporation into the core of the core-shell microcapsules of the present invention include perfume ingredients, cosmetic ingredients, bioactive agents (such as germicides, insect repellents and pheromones), substrate enhancers (such as silicones and whitening agents), enzymes (such as lipases and proteases), dyes, pigments, and nutraceuticals.
[0035] In one embodiment, the benefit agent comprises, and optionally consists of, at least one fragrance ingredient. Comprehensive lists of fragrance ingredients that may be encapsulated in accordance with the present invention can be found in perfumery texts, such as "Perfume & Flavor Chemicals", S. Arctander (Allured Publishing, 1994). The encapsulated fragrance ingredient according to the present invention preferably comprises a fragrance ingredient selected from the group consisting of: ACETYL ISOEUGENOL ((E)-2-methoxy-4-(prop-1-en-1-yl)phenyl acetate); ADOXAL (2,6,10-trimethylundec-9-enal); AGRUMEX (2-(tert-butyl)hexyl cycloacetate); ALDEHYDE C 10 DECYLIC (decanal); ALDEHYDE C 11 MOA (2-methyldecanal); ALDEHYDE C 11 UNDECYLENIC (undec-10-enal); ALDEHYDE C 110 UNDECYLIC (undecanal); ALDEHYDE C 12 LAURIC (dodecanal); ALDEHYDE C 12 MNA PURE (2-methylundecanal); ALDEHYDE C 8 OCTYLIC (octanal); ALDEHYDE C 9 ISONONYLIC(3,5,5-TRIMETHYLHEXANAL);ALDEHYDE C 9 NONYLIC FOOD GRADE(NONANAL);ALDEHYDE C 90 NONENYLIC((E)-NONA-2-ENAL);ALDEHYDE ISO C 11((E)-UNDEC-9-ENAL);ALDEHYDE MANDARINE((E)-DODECA-2-ENAL);ALLYL AMYL GLYCOLATE(PROP-2-ENYL 2-(3-METHYLBUTOXY)ACETATE);ALLYL CAPROATE(PROP-2-ENYL HEXANOATE);ALLYL CYCLOHEXYL PROPIONATE(PROP-2-ENYL 3-CYCLOHEXYLPROPANOATE);ALLYL OENANTHATE(PROP-2-ENYLHEPTANOATE);AMBER CORE(1-((2-(tert-butyl)cyclohexyl)oxy)butan-2-ol);AMBERKETAL (3,8,8,11a-tetramethyldodecahydro-1H-3,5a-epoxynaphtho[2,1-c]oxepin);AMBERMAX (1,3,4,5,6,7-hexahydro-beta,1,1,5,5-pentamethyl-2H-2,4a-methanonaphthalene-8-ethanol);AMBRETTOLIDE ((Z)-oxacycloheptadec-10-en-2-one);AMBROFIX ((3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran);AMYL BUTYRATE (pentyl butanoate);AMYL CINNAMIC ALDEHYDE ((Z)-2-benzylidene heptanal);AMYL SALICYLATE(PENTYL 2-HYDROXYBENZOATE);ANETHOLE SYNTHETIC((E)-1-METHOXY-4-(PROP-1-EN-1-YL)BENZENE);ANISYL ACETATE(4-METHOXYBENZYL ACETATE);APHERMATE(1-(3,3-DIMETHYLCYCLOHEXYL)ETHYL FORMATE);AUBEPINE PARA CRESOL(4-METHOXYBENZALDEHYDE);AURANTIOL((E)-METHYL 2-((7-HYDROXY-3,7-DIMETHYLOCTYLIDENE)AMINO)BENZOATE); BELAMBRE((1R,2S,4R)-2'-ISOPROPYL-1,7,7-TRIMETHYLSPIRO[BICYCLO[2.2.1]HEPTANE-2,4'-[1,3]DIOXANE]);BENZALDEHYDE;BENZYL ACETATE;BENZYL ACETONE;BENZYL BENZOATE;BENZYL SALICYLATE;BERRYFLOR(ETHYL 6-ACETOXYHEXANOATE);BICYCLO NONALACTONE;BOISAMBRENE FORTE((ethoxymethoxy)-cyclododecane);BOISIRIS((1S,2R,5R)-2-ethoxy-2,6,6-trimethyl-9-methylenebicyclo[3.3.1]nonane);BORNEOL CRYSTALS((1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol);BORNYL ACETATE((2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate);BOURGEONAL(3-(4-(tert-butyl)phenyl)propanal);BUTYL BUTYRO LACTATE(1-butoxy-1-oxopropan-2-yl butanoate);BUTYL CYCLOHEXYL ACETATE PARA(4-(tert-butyl)cyclohexyl acetate);BUTYL QUINOLINE SECONDARY(2-(2-methylpropyl)quinoline);CAMPHOR SYNTHETIC((1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one);CARVACROL(5-isopropyl-2-methylphenol);CARVONE LAEVO((5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one);CASHMERAN(1,1,2,3,3-pentamethyl-2,3,6,7-tetrahydro-1H-inden-4(5H)-one);CASSYRANE(5-tert-butyl-2-methyl-5-propyl-2H-furan);CEDRENE((1S,8aR)-1,4,4,6-TETRAMETHYL-2,3,3a,4,5,8-HEXAHYDRO-1H-5,8a-METHANOAZULENE);CEDRYL ACETATE((1S,6R,8aR)-1,4,4,6-TETRAMETHYLOCTAHYDRO-1H-5,8a-METHANOAZULENE-6-YL ACETATE);CEDRYL METHYL ETHER((1R,6S,8aS)-6-METHOXY-1,4,4,6-TETRAMETHYLOCTAHYDRO-1H-5,8a-METHANOAZULENE);CETONE V((E)-1-(2,6,6-TRIMETHYLCYCLOHEX-2-EN-1-YL)HEPT-1,6-DIEN-3-ONE);CINNAMIC ALCOHOL SYNTHETIC((E)-3-PHENYLPROP-2-EN-1-OL);CINNAMIC ALDEHYDE((2E)-3-PHENYLPROP-2-ENAL);CINNAMYL ACETATE((E)-3-PHENYLPROP-2-EN-1-YL ACETATE);CIS JASMONE((Z)-3-METHYL-2-(PENT-2-EN-1-YL)CYCLOPENT-2-ENONE);CIS-3-HEXENOL((Z)-HEX-3-EN-1-OL);CITRAL TECH((E)-3,7-DIMETHYLOCTA-2,6-DIENAL);CITRATHAL R((Z)-1,1-DIETHOXY-3,7-DIMETHYLOCTA-2,6-DIENE);CITRONELLAL(3,7-DIMETHYLOCTA-6-ENAL);CITRONELLOL EXTRA(3,7-DIMETHYLOCTA-6-EN-1-OL);CITRONELLYL ACETATE(3,7-DIMETHYLOCTA-6-EN-1-YL ACETATE);CITRONELLYL FORMATE(3,7-DIMETHYLOCTA-6-EN-1-YL FORMATE);CITRONELLYL NITRILE(3,7-DIMETHYLOCTA-6-ENE NITRILE);CLONAL(DODECANE NITRILE);CORANOL(4-CYCLOHEXYL-2-METHYLBUTANE-2-OL);COSMONE((Z)-3-METHYLCYCLOTETRADECA-5-ENONE);COUMARIN PURE CRYSTALS(2H-CHROMEN-2-ONE);CRESYL ACETATE PARA((4-METHYLPHENYL) ACETATE);CRESYL METHYL ETHER PARA(1-METHOXY-4-METHYLBENZENE);CUMIN NITRILE(4-ISOPROPYLBENZONITRILE);CYCLAL C(2,4-DIMETHYLCYCLOHEX-3-ENE-1-CARBALDEHYDE);CYCLAMEN ALDEHYDE EXTRA(3-(4-ISOPROPYLPHENYL)-2-METHYLPROPANAL);CYCLOGALBANATE(ALLYL 2-(CYCLOHEXYLOXY)ACETATE);CYCLOHEXYL ETHYL ACETATE(2-CYCLOHEXYL ETHYL ACETATE);CYCLOHEXYL SALICYLATE(CYCLOHEXYL 2-HYDROXYBENZOATE);CYCLOMYRAL(8,8-DIMETHYL-1,2,3,4,5,6,7,8-OCTAHYDRONAPHTHALENE-2-CARBALDEHYDE);CYMENE PARA(1-METHYL-4-PROPAN-2-YLBENZENE); DAMASCENONE((E)-1-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-2-en-1-one);DAMASCONE ALPHA((E)-1-(2,6,6-trimethylcyclohexa-2-en-1-yl)but-2-en-1-one);DAMASCONE DELTA(1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one);DECALACTONE GAMMA(5-Hexyloxolan-2-one);DECENAL-4-TRANS((E)-Deca-4-enal);DELPHONE(2-Pentylcyclopentanone);DELTA-3 CARENE((1S,6S)-3,7,7-Trimethylbicyclo[4.1.0]hept-3-ene);DIHEXYL FUMARATE(DIHEXYL-BUTA-2-ENEDIOATE);DIHYDRO ANETHOLE(1-METHOXY-4-PROPYLBENZENE);DIHYDRO JASMONE(3-METHYL-2-PENTYLCYCLOPENT-2-ENONE);DIHYDRO MYRCENOL(2,6-DIMETHYLOCTA-7-EN-2-OL);DIMETHYL ANTHRANILATE(METHYL 2-(METHYLAMINO)BENZOATE);DIMETHYL BENZYL CARBINOL DIMETHYL BENZYL CARBINOL(2-METHYL-1-PHENYLPROPAN-2-OL);DIMETHYL BENZYL CARBINYL ACETATE(2-METHYL-1-PHENYLPROPAN-2-YL ACETATE);DIMETHYL BENZYL CARBINYL BUTYRATE(2-METHYL-1-PHENYLPROPAN-2-YL BUTANOAATE);DIMETHYL OCTENONE (4,7-dimethyloct-6-en-3-one);DIMETOL (2,6-dimethylheptan-2-ol);DIPENTENE (1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene);DIPHENYL OXIDE (oxydibenzene);DODECALACTONE DELTA (6-heptyltetrahydro-2H-pyran-2-one);DODECALACTONE GAMMA (5-octyloxolan-2-one);DODECENAL ((E)-dodec-2-enal);DUPICAL((E)-4-((3aS,7aS)-Hexahydro-1H-4,7-methanoinden-5(6H)-ylidene)butanal;EBANOL((E)-3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol);ESTERLY(ETHYL CYCLOHEXYL CARBOXYLATE);ETHYL ACETATE;ETHYL ACETOACETATE;ETHYL CINNAMATE;ETHYL HEXANOATE;ETHYL LINALOO((E)-3,7-DIMETHYLNONA-1,6-DIEN-3-OL);ETHYL LINALYL ACETATE((Z)-3,7-DIMETHYLNONA-1,6-DIEN-3-YL ACETATE);ETHYL MALTOL(2-ETHYL-3-HYDROXY-4H-PYRAN-4-ONE);ETHYL METHYL-2-BUTYRATE(ETHYL 2-METHYL BUTANATE);ETHYL OCTANOATE(ETHYL OCTANOATE);ETHYL OENANTHATE(ETHYL HEPTANOATE);ETHYL PHENYL GLYCIDATE(ETHYL 3-PHENYLOXIRANE-2-CARBOXYLATE);ETHYL SAFRANATE(ETHYL 2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIENE-1-CARBOXYLATE);ETHYL VANILLIN(3-ETHOXY-4-HYDROXYBENZALDEHYDE);ETHYLENE BRASSYLATE(1,4-dioxacycloheptadecane-5,17-dione);EUCALYPTOL((1s,4s)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane);EUGENOL(4-allyl-2-methoxyphenol);EVERNYL(methyl 2,4-dihydroxy-3,6-dimethylbenzoate); FENCHYL ACETATE((2S)-1,3,3-TRIMETHYLBICYCLO[2.2.1]HEPTANE-2-YL ACETATE);FENCHYL ALCOHOL((1S,2R,4R)-1,3,3-TRIMETHYLBICYCLO[2.2.1]HEPTANE-2-OL);FENNALDEHYDE(3-(4-METHOXYPHENYL)-2-METHYLPROPANAL);FIXAMBRENE(3a,6,6,9a-TETRAMETHYLDODECAHYDRONAPHTHO[2,1-B]FURAN);FIXOLIDE(1-(3,5,5,6,8,8-HEXAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)ETHANONE);FLORALOZONE (3-(4-ethylphenyl)-2,2-dimethylpropanal);FLORHYDRAL(3-(3-isopropylphenyl)butanal);FLORIDILE((E)-undec-9-enenitrile);FLOROCYCLENE((3aR,6S,7aS)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoinden-6-ylpropanoate);FLOROPAL(2,4,6-trimethyl-4-phenyl-1,3-dioxane);FLOROSA HC(TETRAHYDRO-4-METHYL-2-(2-METHYLPROPYL)-2H-PYRAN-4-OL);FRESKOMENTHE(2-(SEC-BUTYL)CYCLOHEXANONE);FRUCTONE(ETHYL 2-(2-METHYL-1,3-DIOXOLANE-2-YL)ACETATE);FRUITATE((3aS,4S,7R,7aS)-ETHYLOCTAHYDRO-1H-4,7-METHANOINDENE-3a-CARBOXYLATE);FRUTONILE(2-METHYLDECANONITRILE);GALBANONE PURE(1-(5,5-dimethylcyclohex-1-en-1-yl)pent-4-en-1-one);GARDENOL(1-phenylethyl acetate);GARDOCYCLENE((3aR,6S,7aS)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoinden-6-yl 2-methylpropanoate);GERANIOL((E)-3,7-dimethylocta-2,6-dien-1-ol);GERANYL ACETATE((E)-3,7-dimethylocta-2,6-dien-1-yl acetate);GERANYL CROTONATE((E)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL BUT-2-ENOATE);GERANYL ISOBUTYRATE((E)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL 2-METHYLPROPANOATE);GIVESCONE(ETHYL 2-ETHYL-6,6-DIMETHYL CYCLOHEX-2-ENE CARBOXYLATE);HABANOLIDE((E)-OXACYCLOHEXADECA-12-EN-2-ONE);HEDIONE(METHYL 3-OXO-2-PENTYL CYCLOPENTANEACETATE);HELIOTROPINE CRYSTALS(BENZO[d][1,3]DIOXOLE-5-CARBALDEHYDE);HERBANATE((2S)-ETHYL 3-ISOPROPYL BICYCLO[2.2.1]HEPTA-5-ENE-2-CARBOXYLATE);HEXENAL-2-TRANS((E)-HEX-2-ENAL);HEXENOL-3-CIS((Z)-HEX-3-EN-1-OL);HEXENYL-3-CIS ACETATE((Z)-HEX-3-EN-1-YL ACETATE);HEXENYL-3-CIS BUTYRATE((Z)-HEX-3-EN-1-YL BUTANOAATE);HEXENYL-3-CIS ISOBUTYRATE((Z)-HEX-3-EN-1-YL 2-METHYLPROPANOAATE);HEXENYL-3-CIS SALICYLATE ((Z)-HEX-3-EN-1-YL 2-HYDROXYBENZOATE);HEXYL ACETATE;HEXYL BENZOATE;HEXYL BUTYRATE;HEXYL CINNAMIC ALDEHYDE ((E)-2-BENZYLIDENEOCTANAL);HEXYL ISOBUTYRATE (HEXYL 2-METHYLPROPANOATE);HEXYL SALICYLATE (HEXYL 2-HYDROXYBENZOATE);HYDROXYCITRONELLAL (7-HYDROXY-3,7-DIMETHYLOCTANAL); INDOFLOR(4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxine);INDOLE PURE(1H-indole);INDOLENE(8,8-di(1H-indol-3-yl)-2,6-dimethyloctan-2-ol);IONONE BETA((E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one);IRISANTHEME((E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one);IRISONE ALPHA((E)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one);IRONE ALPHA((E)-4-(2,5,6,6-tetramethylcyclohex-2-en-1-yl)but-3-en-2-one);ISO E SUPER(1-(2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethanone);ISOAMYL ACETATE(3-methylbutyl acetate);ISOAMYL BUTYRATE(3-methylbutyl butanoate);ISOBUTYL METHOXY PYRAZINE(2-methylpropyl 3-methoxypyrazine);ISOCYCLOCITRAL(2,4,6-trimethylcyclohex-3-enecarbaldehyde);ISOEUGENOL((E)-2-methoxy-4-(prop-1-en-1-yl)phenol);ISOJASMONE B 11(2-hexylcyclopent-2-en-1-one);ISOMENTHONE DL(2-isopropyl-5-methylcyclohexanone);ISONONYL ACETATE(3,5,5-trimethylhexyl acetate);ISOPROPYL METHYL-2-BUTYRATE(isopropyl 2-methylbutanoate);ISOPROPYL QUINOLINE(6-isopropylquinoline);ISORALDEINE((E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one);JASMACYCLENE((3aR,6S,7aS)-3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoinden-6-yl acetate);JASMONE CIS((Z)-3-Methyl-2-(pent-2-en-1-yl)cyclopent-2-enone);JASMONYL(3-Butyl-5-methyltetrahydro-2H-pyran-4-yl acetate);JASMOPYRANE FORTE(3-Pentyltetrahydro-2H-pyran-4-yl acetate);JAVANOL((1-Methyl-2-((1,2,2-trimethylbicyclo[3.1.0]hexan-3-yl)methyl)cyclopropyl)methanol);KOAVONE((Z)-3,4,5,6,6-Pentamethylhept-3-en-2-one);LAITONE(8-Isopropyl-1-oxaspiro[4.5]decan-2-one);LEAF ACETAL((Z)-1-(1-ethoxyethoxy)hex-3-ene);LIFFAROME((Z)-hex-3-en-1-yl methyl carbonate);LILIAL(3-(4-(tert-butyl)phenyl)-2-methylpropanal);#N / ALINALOOL(3,7-dimethylocta-1,6-dien-3-ol);LINALOOL OXIDE(2-(5-methyl-5-vinyltetrahydrofuran-2-yl)propan-2-ol);LINALYL ACETATE(3,7-dimethylocta-1,6-dien-3-yl acetate); MAHONIAL((4E)-9-HYDROXY-5,9-DIMETHYL-4-DECENALE);MALTOL(3-HYDROXY-2-METHYL-4H-PYRAN-4-ONE);MALTYL ISOBUTYRATE(2-METHYL-4-OXO-4H-PYRAN-3-YL 2-METHYLPROPANOATE);MANZANATE(ETHYL 2-METHYLPENTANOATE);MAYOL((4-ISOPROPYLCYCLOHEXYL)METHANOL);MEFROSOL(3-METHYL-5-PHENYLPENTANOATE);MELONAL(2,6-DIMETHYLHEPTA-5-ENAL);#N / A#N / AMERCAPTO-8-METHANE-3-ONE(MERCAPTO-PARA-MENTHAN-3-ONE);METHYL ANTHRANILATE(METHYL 2-AMINOBENZOATE);METHYL BENZOATE(METHYL BENZOATE);METHYL CEDRYL KETONE(1-((1S,8aS)-1,4,4,6-TETRAMETHYL-2,3,3a,4,5,8-HEXAHYDRO-1H-5,8a-METHANOAZULEN-7-YL)ETHANONE);METHYL CINNAMATE(METHYL 3-PHENYLPROP-2-ENOATE);METHYL DIANTILIS(2-ETHOXY-4-(METHOXYMETHYL)PHENOL);METHYL DIHYDRO ISOJASMONATE(METHYL 2-HEXYL-3-OXOCYCLOPENTANE-1-CARBOXYLATE);METHYL HEPTENONE PURE(6-METHYLHEPTA-5-EN-2-ONE);METHYL LAITONE(8-METHYL-1-OXASPIRO[4.5]DECAN-2-ONE;METHYL NONYL KETONE(UNDECA-2-ONE);METHYL OCTYNE CARBONATE(METHYL NONA-2-YNOATE);METHYL PAMPLEMOUSSE(6,6-DIMETHOXY-2,5,5-TRIMETHYLHEX-2-ENE);METHYL SALICYLATE(METHYL 2-HYDROXYBENZOATE);MUSCENONE((Z)-3-METHYLCYCLOPENTADECA-5-ENONE);MYRALDENE(4-(4-METHYLPENT-3-EN-1-YL)CYCLOHEX-3-ENECARBALDEHYDE);MYRCENE(7-METHYL-3-METHYLENEOCTA-1,6-DIENE);MYSTIKAL(2-METHYLUNDECANOIC ACID);NECTARYL(2-(2-(4-METHYLCYCLOHEX-3-EN-1-YL)PROPYL)CYCLOPENTANONE);NEOBERGAMATE FORTE (2-methyl-6-methyleneoct-7-en-2-yl acetate); NEOCASPIRENE EXTRA (10-isopropyl-2,7-dimethyl-1-oxaspiro[4.5]Deca-3,6-diene;NEOFOLIONE((E)-methylnon-2-enoate);NEROLEX((2Z)-3,7-dimethylocta-2,6-dien-1-ol);NEROLIDOL((Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol);NEROLIDYLE((Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-yl acetate);NEROLINE CRYSTALS(2-ethoxynaphthalene);NEROLIONE(1-(3-methylbenzofuran-2-yl)ethanone);NERYL ACETATE((Z)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL ACETATE);NIRVANOLIDE((E)-13-METHYLOXACYCLOPENTADECA-10-EN-2-ONE);NONADIENAL((2E,6Z)-NONA-2,6-DIENAL);NONADIENOL-2,6((2Z,6E)-2,6-NONADIEN-1-OL);NONADYL(6,8-DIMETHYLNONAN-2-OL);NONALACTONE GAMMA(5-PENTYLOXOLAN-2-ONE);NONENAL-6-CIS((Z)-NONA-6-ENAL);NONENOL-6-CIS((Z)-NONA-6-EN-1-OL);NOPYL ACETATE(2-(6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate);NYMPHEAL(3-(4-(2-methylpropyl)-2-methylphenyl)propanal);OCTALACTONE DELTA(6-propyltetrahydro-2H-pyran-2-one);METHYL HEXYL KETONE(octan-2-one);ORANGER CRYSTALS(1-(2-naphthalenyl)-ethanone);ORIVONE(4-(tert-pentyl)cyclohexanone);. PANDANOL((2-METHOXYETHYL)BENZENE);PARA TERT BUTYL CYCLOHEXYL ACETATE(4-(tert-butyl)cyclohexyl acetate);PARADISAMIDE(2-ETHYL-N-METHYL-N-(m-TOLYL)BUTANIMIDE);PEACH PURE(5-Heptyldihydrofuran-2(3H)-one);PELARGENE(2-METHYL-4-METHYLENE-6-PHENYLTETRAHYDRO-2H-PYRAN);PELARGOL(3,7-DIMETHYLOCTANE-1-OL);PEONILE(2-CYCLOHEXYLIDENE-2-PHENYLACETONITRILE);PETALIA(2-CYCLOHEXYLIDENE-2-(o-TOLYL)ACETONITRILE);PHARAONE(2-CYCLOHEXYLHEPTA-1,6-DIEN-3-ONE);PHENOXY ETHYL ISOBUTYRATE(2-(PHENOXY)ETHYL 2-METHYLPROPANOATE);PHENYL ACETALDEHYDE(2-PHENYL-ETHANAL);PHENYL ETHYL ACETATE(2-PHENYLETHYL ACETATE);PHENYL ETHYL ALCOHOL(2-PHENYLETHYL ETHANOL);PHENYL ETHYL ISOBUTYRATE(2-PHENYLETHYL 2-METHYLPROPANOATE);PHENYL ETHYL PHENYL ACETATE(2-PHENYLETHYL 2-PHENYLETHYL ACETATE);PHENYL PROPYL ALCOHOL(3-PHENYLPROPAN-1-OL);PINENE ALPHA(2,6,6-TRIMETHYLBICYCLO[3.1.1]HEPT-2-ENE);PINENE BETA(6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane);PINOACETALDEHYDE(3-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)propanal);PIVAROSE(2,2-Dimethyl-2-phenylethylpropanoate);POMAROSE((2E,5E)-5,6,7-Trimethylocta-2,5-dien-4-one);POMELOL(2,4,7-Trimethyl-6-octen-1-ol);PRECYCLEMONE B(1-Methyl-4-(4-methylpent-3-en-1-yl)cyclohex-3-enecarbaldehyde);PRENYL ACETATE(3-METHYL-2-BUT-2-EN-1-YL ACETATE);PRUNOLIDE(5-PENTYLDIHYDROFURAN-2(3H)-ONE);RADJANOL SUPER((E)-2-ETHYL-4-(2,2,3-TRIMETHYLCYCLOPENT-3-EN-1-YL)BUTA-2-EN-1-OL);RASPBERRY KETONE(4-(4-HYDROXYPHENYL)BUTA-2-ONE);RHUBAFURAN(2,4-DIMETHYL-4-PHENYLTETRAHYDROFURAN);ROSACETOL(2,2,2-TRICHLORO-1-PHENYLETHYL ACETATE);ROSALVA(DECA-9-EN-1-OL);ROSE OXIDE(4-METHYL-2-(2-METHYLPROP-1-EN-1-YL)TETRAHYDRO-2H-PYRAN);ROSE OXIDE CO(4-methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran);ROSYFOLIA(1-methyl-2-(5-methylhex-4-en-2-yl)cyclopropylmethanol);ROSYRANE SUPER(4-methylene-2-phenyltetrahydro-2H-pyran);SAFRALEINE(2,3,3-trimethyl-1-indanone);SAFRANAL(2,6,6-trimethylcyclohexa-1,3-dienecarbaldehyde);SANDALORE EXTRA(3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pentan-2-ol);SCENTAURUS CLEAN(ethyl (Z)-2-acetyl-4-methyltridec-2-enoate);SCENTAURUS JUICY(4-(dodecylthio)-4-methylpentan-2-one);SERENOLIDE(2-(1-(3,3-dimethylcyclohexyl)ethoxy)-2-methylpropyl cyclopropanecarboxylate);SILVANONE SUPRA(cyclopentadecanone, hexadecanolide);SILVIAL(2-methyl-3-[4-(2-methylpropyl)phenyl]propanal);SPIROGALBANONE(1-(spiro[4.5]dec-6-en-7-yl)pent-4-en-1-one);STEMONE((E)-5-methylheptan-3-one oxime);STYRALLYL ACETATE(1-phenylethyl acetate);SUPER MUGUET ((E)-6-ethyl-3-methyloct-6-en-1-ol);SYLKOLIDE ((E)-2-((3,5-dimethylhex-3-en-2-yl)oxy)-2-methylpropyl cyclopropanecarboxylate); TERPINENE ALPHA(1-METHYL-4-PROPAN-2-YL CYCLOHEXA-1,3-DIENE);TERPINENE GAMMA(1-METHYL-4-PROPAN-2-YL CYCLOHEXA-1,4-DIENE);TERPINEOL(2-(4-METHYLCYCLOHEX-3-EN-1-YL)PROPAN-2-OL);TERPINEOL ALPHA(2-(4-METHYLCYCLOHEX-3-ENYL)PROPAN-2-OL);TERPINEOL PURE(2-(4-METHYLCYCLOHEX-3-ENYL)PROPAN-2-OL);TERPINOLENE(1-METHYL-4-(PROPAN-2-YLIDENE)CYCLOHEXA-1-ENE);TERPINYL ACETATE(2-(4-METHYLCYCLOHEX-3-ENYL)PROPAN-2-YL ACETATE);TETRAHYDRO LINALOOL(3,7-DIMETHYLOCTANE-3-OL);TETRAHYDRO MYRCENOL(2,6-DIMETHYLOCTANE-2-OL);THIBETOLIDE(OXACYCLOHEXADECAN-2-ONE);THYMOL(2-ISOPROPYL-5-METHYLPHENOL);TOSCANOL(1-(CYCLOPYLMETHYL)-4-METHOXYBENZENE);TRICYCLAL(2,4-DIMETHYLCYCLOHEXA-3-ENECARBALDEHYDE);TRIDECENE-2-NITRILE((E)-TRIDECENENITRILE);TRIFERNAL(3-PHENYLBUTANAL);TROPIONAL(3-(BENZO[d][1,3]DIOXO) 5-(2-METHYL-5-YL)-2-METHYLPROPANAL;TROPIONAL(3-(BENZO[d][1,3]DIOXOL-5-YL)-2-METHYLPROPANAL);UNDECATRIENE((3E,5Z)-UNDECA-1,3,5-TRIENE);UNDECAVERTOL((E)-4-METHYL-3-ENE-5-OL);VANILLIN(4-HYDROXY-3-METHOXYBENZALDEHYDE);VELOUTONE(2,2,5-TRIMETHYL-5-PENTYL CYCLOPENTANONE);VELVIONE((Z)-CYCLOHEXADECANE-5-ENONE);VIOLET NITRILE((2E,6Z)-NONA-2,6-DIENENITRILE);YARA YARA(2-METHOXYNAPHTHALENE);ZINARINE(2-(2,4-DIMETHYLCYCLOHEXYL)PYRIDINE);BOIS CEDRE ESS CHINE;EUCALYPTUS GLOBULUS ESS CHINA;GALBANUM ESS;GIROFLE FEUILLES ESS RECT MADAGASCAR;LAVANDIN GROSSO OIL FRANCE ORPUR;MANDARIN OIL WASHED COSMOS;ORANGE TERPENES;PATCHOULI ESS INDONESIE;and YLANG ECO ESSENCE.These fragrance ingredients, thanks to their favorable lipophilicity and olfactory performance, are particularly suitable for obtaining stable and performant microcapsules;
[0036] In one embodiment of the invention, more than 75%, preferably more than 80%, even more preferably more than 85%, even more preferably more than 90%, even more preferably more than 95% of the fragrance ingredients are biodegradable and are selected from the group consisting of: ACETYL ISOEUGENOL ((E)-2-methoxy-4-(prop-1-en-1-yl)phenyl acetate); ADOXAL (2,6,10-trimethylundec-9-enal); AGRUMEX (2-(tert-butyl)cyclohexyl acetate); ALDEHYDE C 10 DECYLIC (decanal); ALDEHYDE C 11 UNDECYLENIC (undec-10-enal); ALDEHYDE C 110 UNDECYLIC (undecanal); ALDEHYDE C 12 LAURIC (dodecanal); ALDEHYDE C 12 MNA (2-methylundecanal); ALDEHYDE C 8 OCTYLIC(OCTANAL);CYCLAMEN ALDEHYDE EXTRA(3-(4-ISOPROPYLPHENYL)-2-METHYLPROPANAL);ALDEHYDE ISO C 11((E)-UNDEC-9-ENAL);ALLYL AMYL GLYCOLATE(PROP-2-ENYL 2-(3-METHYLBUTOXY)ACETATE);ALLYL CYCLOHEXYL PROPIONATE(PROP-2-ENYL 3-CYCLOHEXYLPROPANOATE);ALLYL OENANTHATE(PROP-2-ENYLHEPTANOATE);AMBRETTOLIDE((Z)-OXACYCLOHEPTADECA-10-EN-2-ONE);AMBROFIX((3aR,5aS,9aS,9bR)-3a,6,6,9a-TETRAMETHYL-2,4,5,5a,7,8,9,9b-OCTAHYDRO-1H-BENZO[E][1]BENZOFURAN);AMYL SALICYLATE(PENTYL 2-HYDROXYBENZOATE);AUBEPINE PARA CRESOL(4-METHOXYBENZALDEHYDE);BENZYL ACETATE(BENZYL ACETATE);BENZYL SALICYLATE(BENZYL 2-HYDROXYBENZOATE);BORNYL ACETATE((2S,4S)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTANE-2-YL ACETATE); CARVACROL(5-ISOPROPYL-2-METHYLPHENOL);CEDRENE((1S,8aR)-1,4,4,6-TETRAMETHYL-2,3,3a,4,5,8-HEXAHYDRO-1H-5,8a-METHANOAZULENE);CEDRYL ACETATE((1S,6R,8aR)-1,4,4,6-TETRAMETHYLOCTAHYDRO-1H-5,8a-METHANOAZULENE-6-YL ACETATE);CEDRYL METHYL ETHER((1R,6S,8aS)-6-METHOXY-1,4,4,6-TETRAMETHYLOCTAHYDRO-1H-5,8a-METHANOAZULENE);CITRAL((E)-3,7-DIMETHYLOCTA-2,6-DIENAL);CITRONELLOL(3,7-DIMETHYLOCTA-6-EN-1-OL);CITRONELLYL ACETATE(3,7-DIMETHYLOCTA-6-EN-1-YL ACETATE);COSMONE((Z)-3-METHYLCYCLOTETRADECA-5-ENONE);CRESYL METHYL ETHER PARA(1-METHOXY-4-METHYLBENZENE);CYCLOHEXYL ETHYL ACETATE(2-CYCLOHEXYL ETHYL ACETATE);CYCLOHEXYL SALICYLATE(CYCLOHEXYL 2-HYDROXYBENZOATE);DAMASCENONE((E)-1-(2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIEN-1-YL)BUTA-2-EN-1-ONE);DAMASCONE ALPHA((E)-1-(2,6,6-TRIMETHYLCYCLOHEXA-2-EN-1-YL)BUTA-2-EN-1-ONE);DECALACTONE GAMMA(5-HEXYLOXOLAN-2-ONE);DECENAL-4-TRANS((E)-DECA-4-ENAL);DIHYDRO MYRCENOL(2,6-DIMETHYLOCTA-7-EN-2-OL);DIPHENYL OXIDE(OXYDIBENZENE);DIHYDRO ANETHOLE(1-METHOXY-4-PROPYLBENZENE);DIHYDRO JASMONE(3-METHYL-2-PENTYLCYCLOPENT-2-ENONE);DIMETHYL ANTHRANILATE(METHYL 2-(METHYLAMINO)BENZOATE);DIMETHYL BENZYL CARBINYL ACETATE(2-METHYL-1-PHENYLPROPAN-2-YL ACETATE);DIMETHYL BENZYL CARBINYL BUTYRATE(2-METHYL-1-PHENYLPROPAN-2-YL BUTANATE);DIMETOL(2,6-DIMETHYLHEPTANE-2-OL);DODECALACTONE DELTA(6-HEPTYLTETRAHYDRO-2H-PYRAN-2-ONE);DODECALACTONE GAMMA(5-OCTYLOXOLAN-2-ONE);DODECENAL((E)-DODECA-2-ENAL);EBANOL((E)-3-METHYL-5-(2,2,3-TRIMETHYLCYCLOPENT-3-EN-1-YL)PENT-4-EN-2-OL);ETHYL HEXANOATE(ETHYL HEXANOATE);ETHYL METHYL-2-BUTYRATE(ETHYL 2-METHYL BUTYRATE);ETHYL MALTOL(2-ETHYL-3-HYDROXY-4H-PYRAN-4-ONE);ETHYL OENANTHATE(ETHYL HEPTANOATE);ETHYL VANILLIN(3-ETHOXY-4-HYDROXYBENZALDEHYDE);ETHYLENE BRASSYLATE(1,4-DIOXACYCLOHEPTADECANE-5,17-DIONE);EUCALYPTOL((1s,4s)-1,3,3-TRIMETHYL-2-OXABICYCLO[2.2.2]OCTANE);EUGENOL(4-ALLYL-2-METHOXYPHENOL);EVERNYL(METHYL 2,4-DIHYDROXY-3,6-DIMETHYLBENZOATE); FIXAMBRENE(3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan);FLORHYDRAL(3-(3-isopropylphenyl)butanal);FLORIDILE((E)-undec-9-enenitrile);GALBANONE PURE(1-(5,5-dimethylcyclohex-1-en-1-yl)pent-4-en-1-one);GARDENOL(1-phenylethyl acetate);GERANIOL((E)-3,7-dimethylocta-2,6-dien-1-ol);GERANYL ACETATE((E)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL ACETATE);HABANOLIDE((E)-OXACYCLOHEXADECA-12-EN-2-ONE);HEDIONE(METHYL 3-OXO-2-PENTYLCYCLOPENTANE ACETATE);HEXENAL-2-TRANS((E)-HEX-2-ENAL);HEXENOL-3-CIS((Z)-HEX-3-EN-1-OL);HEXENYL-3-CIS ACETATE((Z)-HEX-3-EN-1-YL ACETATE);HEXENYL-3-CIS SALICYLATE((Z)-HEX-3-EN-1-YL 2-HYDROXYBENZOATE);HEXYL ACETATE(HEXYL ACETATE);INDOLENE(8,8-DI(1H-INDOLE-3-YL)-2,6-DIMETHYLOCTANE-2-OL);IONONE BETA((E)-4-(2,6,6-TRIMETHYLCYCLOHEX-1-EN-1-YL)BUTA-3-EN-2-ONE);IRISANTHEME((E)-3-METHYL-4-(2,6,6-TRIMETHYLCYCLOHEX-2-EN-1-YL)BUTA-3-EN-2-ONE);IRISONE ALPHA((E)-4-(2,6,6-TRIMETHYLCYCLOHEX-2-EN-1-YL)BUTA-3-EN-2-ONE);ISOAMYL ACETATE(3-METHYLBUTYL ACETATE);ISOAMYL BUTYRATE (3-methylbutylbutanoate);ISOEUGENOL ((E)-2-methoxy-4-(prop-1-en-1-yl)phenol);ISOJASMONE B 11 (2-hexylcyclopent-2-en-1-one);ISORALDEINE((E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one);JASMONYL(3-butyl-5-methyltetrahydro-2H-pyran-4-yl acetate);LAITONE(8-isopropyl-1-oxaspiro[4.5]decan-2-one);LEMONILE((2E,6Z)-3,7-dimethylnona-2,6-dienenitrile);LINALOOL(3,7-dimethylocta-1,6-dien-3-ol);LINALOOL OXIDE(2-(5-methyl-5-vinyltetrahydrofuran-2-yl)propan-2-ol);LINALYL ACETATE(3,7-DIMETHYLOCTA-1,6-DIEN-3-YL ACETATE);MANZANATE(ETHYL 2-METHYLPENTANOATE);MAYOL((4-ISOPROPYLCYCLOHEXYL)METHANOL);MEFROSOL(3-METHYL-5-PHENYLPENTAN-1-OL);MELONAL(2,6-DIMETHYLHEPTA-5-ENAL);MERCAPTO-8-METHANE-3-ONE(MERCAPTO-PARA-MENTHAN-3-ONE);METHYL ANTHRANILATE(METHYL 2-AMINOBENZOATE);METHYL BENZOATE(METHYL BENZOATE);METHYL DIANTILIS(2-ETHOXY-4-(METHOXYMETHYL)PHENOL);METHYL HEPTENONE PURE(6-METHYLHEPTA-5-EN-2-ONE);METHYL LAITONE(8-METHYL-1-OXASPIRO[4.5]DECAN-2-ONE);METHYL OCTYNE CARBONATE(METHYL NONA-2-YNOATE);METHYL SALICYLATE(METHYL 2-HYDROXYBENZOATE); NECTARYL(2-(2-(4-methylcyclohex-3-en-1-yl)propyl)cyclopentanone);NEOFOLIONE((E)-methylnon-2-enoate);NEROLEX((2Z)-3,7-dimethylocta-2,6-dien-1-ol);NEROLIDOL((Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol);NEROLINE CRYSTALS(2-ethoxynaphthalene);NEROLIONE(1-(3-methylbenzofuran-2-yl)ethanone);NERYL ACETATE((Z)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL ACETATE);NONADIENAL((2E,6Z)-NONA-2,6-DIENAL);NONENAL-6-CIS((Z)-NONA-6-ENAL);NONENOL-6-CIS((Z)-NONA-6-EN-1-OL);NYMPHEAL(3-(4-(2-METHYLPROPYL)-2-METHYLPHENYL)PROPANAL);OCTALACTONE DELTA(6-PROPYLTETRAHYDRO-2H-PYRAN-2-ONE);ORANGER CRYSTALS(1-(2-NAPHTHYL)-ETHANONE);PARA TERT BUTYL CYCLOHEXYL ACETATE(4-(TERT-BUTYL)CYCLOHEXYL ACETATE);PEACH PURE(5-heptyldihydrofuran-2(3H)-one);PELARGOL(3,7-dimethyloctan-1-ol);PHENYL ETHYL ACETATE(2-phenylethyl acetate);PINENE ALPHA(2,6,6-trimethylbicyclo[3.1.1]hept-2-ene);PINENE BETA(6,6-dimethyl-2-methylenebicyclo[3.1.1]Heptane;POMAROSE((2E,5E)-5,6,7-trimethylocta-2,5-dien-4-one);POMELOL FF(2,4,7-trimethyl-6-octen-1-ol);PRENYL ACETATE(3-methylbut-2-en-1-yl acetate);PRUNOLIDE(5-pentyldihydrofuran-2(3H)-one);RASPBERRY KETONE(4-(4-hydroxyphenyl)butan-2-one);ROSALVA(dec-9-en-1-ol);ROSE OXIDE CO(4-methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran);ROSYRANE SUPER(4-methyl-2-phenyl-3,6-dihydro-2H-pyran);SAFRANAL(2,6,6-trimethylcyclohexa-1,3-dienecarbaldehyde);SCENTAURUS JUICY(4-(dodecylthio)-4-methylpentan-2-one);SILVIAL(2-methyl-3-[4-(2-methylpropyl)phenyl]propanal);STYRALLYL ACETATE(1-phenylethyl acetate);SYLKOLIDE((E)-2-((3,5-dimethylhex-3-en-2-yl)oxy)-2-methylpropylcyclopropanecarboxylate);. TERPINENE GAMMA(1-METHYL-4-PROPAN-2-YL CYCLOHEXA-1,4-DIENE);TERPINEOL(2-(4-METHYLCYCLOHEX-3-EN-1-YL)PROPAN-2-OL);TERPINOLENE(1-METHYL-4-(PROPAN-2-YLIDENE)CYCLOHEX-1-ENE);TETRAHYDRO LINALOOL(3,7-DIMETHYLOCTANE-3-OL);TOSCANOL(1-(CYCLOPYLMETHYL)-4-METHOXYBENZENE);TRIDECENE-2-NITRILE((E)-TRIDECENE-2-ENE NITRILE);TRIFERNAL(3-PHENYLBUTANAL);TROPIONAL(3-(BENZO[d][1,3]DIOXOL-5-YL)-2-METHYLPROPANAL);UNDECAVERTOL((E)-4-METHYLDECA-3-EN-5-OL);YARA YARA(2-METHOXYNAPHTHALENE);BOIS CEDRE ESS CHINE (CEDARWOOD OIL); EUCALYPTUS GLOBULUS ESS CHINA (EUCALYPTUS OIL); GALBANUM ESS (GALBANUM OIL); GIROFLE FEUILLES ESS RECT MADAGASCAR (Clove Oil); LAVANDIN GROSSO OIL FRANCE ORPUR (LAVANDIN OIL); MANDARIN OIL WASHED COSMOS (MANDARIN OIL); ORANGE TERPENES (ORANGE TERPENES); PATCHOULI ESS INDONESIE (PATCHOULI OIL); AND YLANG ECO ESSENCE (IRANOAN OIL).
[0037] All of the above ingredients not only meet at least one of the above biodegradability criteria, but also have been identified as suitable for encapsulation with respect to their physical and chemical properties, such as lipophilicity, molecular size and reactivity towards shell materials, and therefore provide a useful choice of perfume ingredients to easily and reliably provide more sustainable fragrance capsules.
[0038] In one embodiment, the benefit agent may comprise at least one fragrance precursor (meaning a material capable of releasing a fragrance component by means of a stimulus such as a change in temperature, the presence of an oxidizing agent, the action of an enzyme or the action of light.) Such fragrance precursors are well known in the art.
[0039] In one embodiment, the benefit agent may comprise at least one functional cosmetic ingredient. The functional cosmetic ingredient for use in the encapsulated composition is preferably hydrophobic. Optionally, the cosmetic ingredient has a calculated octanol / water partition coefficient (ClogP) of 1.5 or greater, optionally 3 or greater. Alternatively, the ClogP of the cosmetic ingredient is between 2 and 7.
[0040] Particularly useful functional cosmetic ingredients may be selected from the group consisting of emollients, smoothing ingredients, hydrating ingredients, soothing and relaxing ingredients, decorative ingredients, deodorants, anti-aging ingredients, cell rejuvenating ingredients, draining ingredients, remodeling ingredients, skin leveling ingredients, preservatives, antioxidants, antibacterial or bacteriostatic ingredients, cleansing ingredients, lubricating ingredients, structuring ingredients, hair conditioning ingredients, whitening ingredients, texturizing ingredients, softening ingredients, anti-dandruff ingredients, and exfoliating ingredients.
[0041] Examples of suitable functional cosmetic ingredients include, but are not limited to, the following: hydrophobic polymers such as alkyldimethylsiloxanes, polymethylsilsesquioxanes, polyethylene, polyisobutylene, styrene-ethylene-styrene and styrene-butylene-styrene block copolymers, and the like; mineral oils such as hydrogenated isoparaffins, silicone oils, and the like; vegetable oils such as argan oil, jojoba oil, aloe vera oil, and the like; fatty acids and fatty alcohols and their esters; glycolipids; phospholipids; cera. sphingolipids such as amides; sterols and steroids; terpenes, sesquiterpenes, triterpenes and their derivatives; essential oils such as arnica oil, artemisia oil, bark tree oil, birch leaf oil, calendula oil, cinnamon oil, echinacea oil, eucalyptus oil, ginseng oil, jujube oil, helianthus oil, jasmine oil, lavender oil, lotus seed oil, perilla oil, rosemary oil, sandalwood oil, tea tree oil, thyme oil, valerian oil, absinthe oil, ylang ylang oil, and yucca oil.
[0042] In particular, the at least one functional cosmetic ingredient may be selected from the group consisting of sandalwood oil, such as Fusanus Spicatus kernel oil; panthenyl triacetate; tocopherol acetate; tocopherol; naringinin; ethyl linoleate; farnesyl acetate; farnesol; citronellyl methyl crotonate; and ceramide-2 (1-stearoyl-C18-sphingosine, CAS number: 100403-19-8).
[0043] In one embodiment, the benefit agents may include agents that suppress or reduce malodor and its perception by odor adsorption, agents that provide a warming or cooling effect, insect repellents, or ultraviolet light absorbing agents.
[0044] Microcapsule Composition The microcapsules of the present invention are presented in the form of core-shell microcapsules, where a core containing the benefit agent is encapsulated within a shell material. The core-shell microcapsule composition is generally provided in the form of a slurry, i.e., a dispersion or suspension of microcapsules in an aqueous medium which may contain anywhere in the region of 60 wt-% water. If desired, the slurry can be dried to provide the microcapsule composition in the form of a powder or cake, which generally contains around 5 wt-% water.
[0045] In one embodiment, the shell of the core-shell microcapsule comprises a polymer selected from the group consisting of melamine-formaldehyde polymers, urea-formaldehyde polymers, polyureas, polyurethanes, polyamides, polyacrylates, polycarbonates, and mixtures thereof, as defined herein.
[0046] thermosetting resin Thermosetting resins are typically obtained by reacting polyfunctional monomers such as amines, isocyanates, alcohols or phenols, chlorocarboxylic acids, (meth)acrylates, epoxides, silanes and aldehydes.
[0047] Thermosetting resins, such as aminoplast, polyurea and polyurethane resins and combinations thereof, are commonly used as shell materials in the preparation of core-shell microcapsules. They are particularly valued for their leak-proofing effect when dispersed in aqueous suspension, even in surfactant-containing media.
[0048] In one embodiment, the shell may comprise a melamine-formaldehyde polymer. This type of core-shell capsule has proven to be particularly suitable for benefit agent encapsulation and is described, for example, in WO 2008 / 098387 A1, WO 2016 / 207180 A1, WO 2017 / 001672 A1.
[0049] In one embodiment, the shell may comprise a polyurea or polyurethane polymer. This type of core-shell capsule has also been successfully used to encapsulate benefit agents and has the advantage of addressing consumer concerns regarding residual formaldehyde in the composition. Such capsules are also described, for example, in WO 2019 / 174978 A1.
[0050] In one embodiment, the shell may comprise polyacrylate, one or more polymerized forms of monoethylenically unsaturated and / or polyethylenically unsaturated monomers. This type of core-shell capsule has also been successful in encapsulating benefit agents. Such capsules have been described in the prior art, for example in WO 2013 / 111912 A1 or WO 2014 / 032920 A1.
[0051] Polymer Stabilizers The shell may comprise a polymeric stabilizer formed by a combination of a polymeric surfactant and at least one aminosilane. The shell may further comprise a polysaccharide, preferably a polysaccharide comprising beta(1→4) linked monosaccharide units, more preferably a cellulose derivative, in particular selected from the group consisting of hydroxyethylcellulose, hydroxypropylmethylcellulose, cellulose acetate and carboxymethylcellulose, preferably hydroxyethylcellulose.
[0052] The term "polymeric surfactant" refers to a polymer or mixture containing at least one polymer that has the property of lowering the interfacial tension between the oil and water phases when dissolved in either or both of the oil and water phases. This ability to lower interfacial tension is called "surface activity."
[0053] In this context, the term "formed by combination" means that polymeric surfactant and at least one aminosilane contact each other to produce polymeric stabilizer.Not wanting to be bound by theory, this formation may be the result of the interaction between polymeric surfactant and at least one aminosilane, such as dispersion force, electrostatic force or hydrogen bond.In the strict sense, this term also encompasses the chemical reaction that forms covalent bond.
[0054] In other words, the polymeric stabilizer can be considered as an aggregate that includes a polymeric surfactant derived portion and at least one aminosilane derived portion. The polymeric surfactants are soluble or dispersible in the aqueous phase or water, respectively, meaning that the individual polymeric surfactant macromolecules are substantially separated from one another in these liquids, and the resulting systems appear clear or hazy when inspected by the human eye.
[0055] The polymeric stabilizer can be a relevant factor in balancing the stability of the microcapsules, both with respect to benefit agent leakage during storage and benefit agent release under use conditions. In particular, the importance of providing additional stabilization of the oil-water interface has been recognized. The polymeric stabilizer thus provides a stable platform that allows the addition of additional shell materials and / or shell precursors to form novel encapsulated benefit agent compositions. In particular, the addition of polysaccharides, preferably polysaccharides containing beta (1→4) linked monosaccharide units, and more preferably cellulose derivatives, results in sustained release microcapsules with excellent release profiles.
[0056] The polysaccharide may be deposited on the outer surface of the capsule shell formed by the polymeric stabilizer. This results in a multi-layer shell having at least one layer of polymeric stabilizer and one layer of polysaccharide. Increasing the amount of encapsulant may improve the impermeability of the encapsulation shell.
[0057] For the avoidance of doubt, the present invention is not limited to shells having sharply defined discrete layers, although this is one possible embodiment. More specifically, the layers may be graded and not discrete, whereas at the opposite extreme, the shell may even be essentially homogeneous.
[0058] The polysaccharide may also react with unreacted groups on the polymeric stabilizer, increasing the density of the crosslinked shell. The polysaccharide may also interact with the polymeric stabilizer through physical forces and interactions such as hydrogen bonding, ionic interactions, hydrophobic interactions, and electron transfer interactions.
[0059] The shell further comprising a polysaccharide can be further stabilized with a stabilizing agent. Preferably, the stabilizing agent comprises at least two carboxyl groups. Even more preferably, the stabilizing agent is selected from the group consisting of citric acid, benzene-1,3,5-tricarboxylic acid, 2,5-furandicarboxylic acid, itaconic acid, poly(itaconic acid), and combinations thereof.
[0060] In a particular embodiment of the present invention, the polymeric surfactant comprises, and in particular consists of, a polysaccharide that comprises carboxylate groups.It has been found that when such polymeric surfactant is combined with at least one aminosilane, a polymeric stabilizer is formed that is more sustainable than the stabilizers known in the prior art, particularly in terms of environmental and resource conservation.Without wishing to be bound by theory, it is believed that carboxylate groups may interact with at least one aminosilane in the manner mentioned above.
[0061] Polysaccharides containing carboxylate groups may contain uronic acid units, especially hexuronic acid units. Polysaccharides having uronic acid units, especially hexuronic acid units, are widely available in nature.
[0062] The hexuronic acid unit is selected from the group consisting of a galacturonic acid unit, a glucuronic acid unit, in particular a 4-O-methyl-glucuronic acid unit, a glucuronic acid unit and a mannuronic acid unit.
[0063] The polysaccharides containing carboxylate groups may be branched. Branched polysaccharides containing carboxylate groups have the advantage of forming a more compact network than linear polysaccharides and therefore may favor the impermeability of the encapsulation shell, resulting in reduced leakage and higher encapsulation efficiency.
[0064] The polymeric surfactant can be selected from pectin, gum arabic and alginate.These polysaccharides provide the most suitable combination of solubility, viscosity and surface activity, which makes the microcapsules particularly excellent in terms of handling, storage stability and olfactory performance.The polymeric surfactant can also be hyaluronic acid.
[0065] The carboxylate groups can be at least partially present in the form of the corresponding carboxylate salts, especially the corresponding sodium, potassium, magnesium or calcium carboxylate salts. In a particular embodiment of the invention, the polyanion is selected from the group consisting of pectin, gum arabic and alginate.
[0066] In pectins, the carboxylate groups can be partially present in the form of the corresponding methyl esters. The percentage of carboxylate groups present in the form of the corresponding methyl esters can be between 3% and 95%, preferably between 4% and 75%, more preferably between 5 and 50%. Pectins containing more than 50% of the carboxylate groups present in the form of the corresponding methyl esters are called "highly methoxylated". Pectins containing less than 50% of the carboxylate groups present in the form of the corresponding methyl esters are called "lowly methoxylated".
[0067] Of the two variants of gum arabic, namely, gum acacia Senegal and gum acacia Seyal, gum acacia Senegal is preferred owing to the high levels of glucuronic acid in gum acacia Senegal.
[0068] The aminosilane used in forming the polymeric stabilizer can be selected from compounds represented by formula (I). Si(R 1 )(R 2 ) f (OR 3 ) (3-f) Formula (I) In the formula, R 1 is a linear or branched alkyl or alkenyl residue containing an amine function; R 2 are each independently a linear or branched alkyl group having 1 to 4 carbon atoms; R 3 are each independently H or a straight or branched alkyl group having 1 to 4 carbon atoms; and f is 0, 1, or 2.
[0069] Silane groups may also undergo polycondensation reactions with each other to form a silica network at the oil / water interface, further stabilizing this interface. In one embodiment, R 2 and R 3 are each independently methyl or ethyl. In one embodiment, f is 0 or 1.
[0070] In one embodiment, R 1 is C1-C containing amine functional groups 12 is a linear or branched alkyl or alkenyl residue of the formula: 1 is a C1-C4 linear or branched alkyl or alkenyl residue containing an amine function. In one embodiment, the amine functional group is a primary amine, a secondary amine, or a tertiary amine.
[0071] In one embodiment, at least one aminosilane is a bimodal aminosilane. "Bimodal aminosilane" refers to a molecule that comprises at least one amino group and two residues, each of which has at least one alkoxysilane moiety. Compared with conventional aminosilanes, bimodal aminosilanes are particularly advantageous for forming stable oil-water interfaces. Without wishing to be bound by theory, it is believed that this beneficial role is due to the specific bidirectional arrangement of silane moieties in the molecule of bimodal aminosilanes, which allows the formation of a more tightly connected silica network at the oil-water interface.
[0072] In one embodiment, the bimodal aminosilane is a compound of formula (II). (OR 3 ) (3-f) (R 2 ) f Si-R 4 -XR 4 -Si(OR 3 ) (3-f) (R 2 ) f Formula (II) In the formula, X is -NR 5 -, -NR 5 -CH2-NR 5 -, -NR 5 -CH2-CH2-NR 5 -, -NR 5 -CO-NR 5 -,or [ka] and R 2 are each independently a straight or branched alkyl having 1 to 4 carbon atoms. R 3 are each independently H or a straight or branched alkyl group having 1 to 4 carbon atoms. R 4 are each independently a straight-chain or branched alkylene group having 1 to 6 carbon atoms. R 5 are each independently H, CH3, or C2H5; and Each f is independently 0, 1 or 2.
[0073] In one embodiment, R 2 is CH3 or C2H5. In one embodiment, R 3 is CH3 or C2H5. In one embodiment, R 4 is -CH2-, -CH2-CH2- or -CH2-CH2-CH2-CH2-. In one embodiment, R 5 is H or CH3. In one embodiment, f is 0 or 1.
[0074] Examples of suitable bimodal aminosilanes include, but are not limited to, bis(3-(triethoxysilyl)propyl)amine, N,N'-bis(3-(trimethoxysilyl)propyl)urea, bis(3-(methyldiethoxysilyl)propyl)amine, N,N'-bis(3-(trimethoxysilyl)propyl)ethane-1,2-diamine, bis(3-(methyldimethoxysilyl)propyl)-N-methylamine, and N,N'-bis(3-(triethoxysilyl)propyl)piperazine.
[0075] In one embodiment, the bimodal aminosilane is bis(3-(triethoxysilyl)propyl)amine, which has the advantage of releasing ethanol during polycondensation of ethoxysilane groups instead of the more toxic and less preferred methanol.
[0076] The bimodal aminosilane can be a secondary aminosilane. The use of a secondary bimodal aminosilane instead of a primary aminosilane reduces the reactivity of the polymeric stabilizer to electrophilic species, especially aldehydes. Thus, benefit agents containing high levels of aldehydes may be encapsulated with less tendency for deleterious interactions between the core-forming material and the shell-forming material.
[0077] Other aminosilanes can also be used in combination with the aforementioned bimodal aminosilanes, especially those mentioned herein above. The weight ratio of aminosilane to polymeric surfactant may be from 0.1 to 1.1, in particular from 0.2 to 0.9, or even better from 0.3 to 0.7, for example 0.5.
[0078] The polymeric stabilizer can be formed by combining the polymeric surfactant with at least one aminosilane and further with a polyfunctional isocyanate. The polyfunctional isocyanate may densify the arrangement of the polymeric surfactant at the oil / water interface. Without wishing to be bound by theory, it is believed that the polyfunctional isocyanate crosslinks both the aminosilane and the polysaccharide by forming polyurea and polyurethane bonds.
[0079] The polyfunctional isocyanate may be selected from organic isocyanates in which the isocyanate group is bonded to an organic residue (RN=C=O or R-NCO). The polyfunctional isocyanate may be selected from alkyl, alicyclic, aromatic and alkylaromatic, and anionically modified polyfunctional isocyanates having two or more (e.g., three, four, five, etc.) isocyanate groups in the molecule.
[0080] Preferably, at least one polyfunctional isocyanate is an aromatic or alkylaromatic polyfunctional isocyanate, the alkylaromatic polyfunctional isocyanate preferably having a methylisocyanate group attached to the aromatic ring. Both aromatic and methylisocyanate-substituted alkylaromatic polyfunctional isocyanates have superior reactivity compared to alkyl and cycloaliphatic polyfunctional isocyanates. Among these, 2-ethylpropane-1,2,3-tolyltris((3-(isocyanatomethyl)phenyl)carbamate) is particularly preferred due to its trimodal nature, which favors the formation of intermolecular crosslinks, and due to its intermediate reactivity, which favors network uniformity. This alkylaromatic polyfunctional isocyanate is commercially available and sold under the trademark Takenate D-100 N by Mitsui or Desmodur by Covestro. (登録商標) Sold under the trademark Quix175.
[0081] As an alternative to aromatic or alkylaromatic polyfunctional isocyanates, it may also be advantageous to add anionically modified polyfunctional isocyanates, due to the ability of such polyfunctional isocyanates to react at the oil / water interface and even in the aqueous phase close to the oil / water interface. A particularly suitable anionically modified polyfunctional isocyanate has the formula (III): [ka] Formula (III)
[0082] Formula (III) shows a commercially available anionically modified polyisocyanate, which is sold by Covestro under the trade name Bayhydur (登録商標) It is a modified isocyanurate of hexamethylene diisocyanate sold under the trademark XP2547. In a preferred embodiment of the invention, the polyfunctional isocyanate is 2-ethylpropane-1,2,3-tolyltris((3-(isocyanatomethyl)phenyl)carbamate).
[0083] In a particularly preferred embodiment of the invention, a polymeric stabilizer is formed by combination of pectin with bis(3-(triethoxysilyl)propyl)amine. Preferably, the polymeric stabilizer is formed by combination of pectin with bis(3-(triethoxysilyl)propyl)amine and 2-ethylpropane-1,2,3-tolyltris(((3-(isocyanatomethyl)phenyl)carbamate). The combination of these natural polymeric surfactants with bimodal secondary aminosilanes provides particularly advantageous interface stability and release characteristics. The stabilized interface is sufficiently impermeable to effectively encapsulate at least one benefit agent contained within the core. The polymeric stabilizer effectively forms a shell that encapsulates the benefit agent contained within the core.
[0084] Coacervate As a further alternative, in one embodiment, the shell may comprise a complex coacervate formed of at least one protein and at least one polysaccharide. Such core-shell capsules have proven suitable for benefit agent encapsulation and are described, for example, in WO 1996 / 020612 A1, WO 2001 / 03825 A1 or WO 2015 / 150370 A1.
[0085] Cross-linking of at least one protein with a first cross-linking agent leads to the formation of a stable core composition emulsion, which comprises a plurality of core composition droplets. These stabilize the emulsion in that they prevent the droplets from coalescing. These stabilized droplets act as templates on which further microencapsulation takes place. Without wishing to be bound by theory, the cross-linking reaction of at least one protein with a first cross-linking agent can occur as an interfacial polymerization at the core composition-aqueous phase interface to form a first shell around the core composition droplets, or by the formation of a simple coacervate. Also, a sequence between these two processes is possible.
[0086] In a specific embodiment of the invention, the shell is formed by cross-linking at least one protein with a first cross-linking agent to form a simple coacervate. "Coacervate" means that polyelectrolyte-rich droplets coexist with an aqueous, polyelectrolyte-poor continuous phase. The droplets coalesce at the interface to form an interfacial layer.
[0087] In the context of the present invention, the coacervate droplets coalesce at the interface between the core composition and the aqueous phase, resulting in the formation of a stable core composition in water emulsion that contains multiple core composition droplets, each of which is surrounded by coacervate droplets that stabilize the emulsion in that they prevent the droplets from coalescing.
[0088] "Simple coacervate" in the present context means the formation of an interfacial layer comprising a single polyelectrolyte. "Complex coacervation" refers to the formation of an interfacial layer comprising a mixture of polyelectrolytes.
[0089] The phenomenon of simple or complex coacervation can be observed by optical microscopy, where it is manifested by the appearance of a ring around the droplet of the core composition, which consists of the aforementioned polyelectrolyte-rich phase, which has a different refractive index than the surrounding aqueous phase.
[0090] Polyelectrolyte coacervation is generally induced by bringing the polyelectrolyte close to its isoelectric point, the point at which the net charge of the polyelectrolyte is zero or close to zero. This can be achieved by altering the salt concentration or the pH of the medium. In complex coacervation, complexation occurs at a pH where one of the polyelectrolytes has an overall positive charge (polycation) and the other polyelectrolyte has an overall negative charge (polyanion), resulting in a neutral overall charge for the complex.
[0091] It has been found that by first assembling a cross-linked protein at the core composition / aqueous phase interface, particularly as a simple coacervate, and then complex coacervating this cross-linked protein with a second polyelectrolyte, i.e., at least one polysaccharide, a shell is formed that has enhanced impermeability. In particular, the shell exhibits enhanced impermeability to low molecular weight materials, i.e., materials having a molecular weight below 250 g / mol, such as benefit agents.
[0092] Furthermore, compared to conventional coacervate microcapsules, the capsules obtained by such processes exhibit increased stability in liquid consumer products, especially water-based consumer products such as fabric care conditioners.
[0093] Furthermore, the applicant has found that by carrying out the aforementioned process, the size of the microcapsules can be better controlled compared to conventional complex coacervation. In particular, it is possible to obtain microcapsules with a size of less than 75 μm, which is much lower than the sizes of microcapsules reported in the prior art. It is also known that microcapsules with a size of less than 75 μm deposit better on a substrate during rinse-off applications than larger microcapsules, which is much more advantageous.
[0094] The shell may be formed by crosslinking at least one protein and a multifunctional nucleophile with a first crosslinker. It has been found that the addition of a multifunctional nucleophile in the crosslinking process further improves the stability of the capsule in the above liquid consumer product formulation.
[0095] Proteins that are particularly suitable for this aspect of the invention include gelatin, whey protein, pea protein, soy protein, casein and albumin, such as bovine serum albumin. In a preferred embodiment, the at least one protein is gelatin, preferably type B gelatin, which is obtained from the alkaline treatment of collagen and is well known for its ability to form complexes with anionic polyelectrolytes such as negatively charged polysaccharides under slightly acidic conditions.
[0096] Gelatins are usually characterized by the so-called "Bloom strength". In the present context, Bloom strength refers to the stiffness of a gelatin film, measured by the so-called "Bloom Gelometer" according to the official procedure of the Gelatin Manufacturers Institute of America, Inc., 2019 revision, Chapter 2.1. According to this procedure, Bloom strength, expressed in Bloom, is equal to the weight, expressed in g, required to move a standardized plunger with a diameter of 12.5 mm vertically to a depth of 4 mm into a gelatin gel prepared under controlled conditions, i.e., in a standardized bottle, by dissolving 6.67 wt.-% gelatin in deionized water at 60 °C and allowing the gel to form for 17 h at 10 °C. The higher the weight, the higher the bloom strength of the gelatin used to make the tested gel.
[0097] In a preferred embodiment, the Type B gelatin has a Bloom strength of 200-250 Blom. If the Bloom strength is too low, the gel is mechanically weak and the resulting coacervate may not form a self-supporting layer of gelatin-rich phase around the core composition. If the Bloom strength is too high, the coacervate and the resulting gelatin-rich phase will be too brittle.
[0098] Type B gelatin may be derived from fish, since fish gelatin is better accepted by consumers than beef or pork gelatin, mainly due to health concerns, social background or religious rules. Alternatively, the protein may be a vegetable protein, in particular pea protein and / or soy protein, which have the advantage of being vegan.
[0099] In a preferred embodiment, the first crosslinker is a trifunctional alkylaromatic isocyanate. As noted above, and without wishing to be bound by theory, applicants believe that alkylaromatic isocyanate groups have the advantage of having intermediate reactivity compared to highly reactive aromatic isocyanates and less reactive aliphatic isocyanates.
[0100] More preferably, the trifunctional alkyl aromatic isocyanate is an adduct of 2-ethylpropane-1,2,3-triol or 2-ethyl-2-(hydroxymethyl)propane-1,3-diol with 1-isocyanato-2-(isocyanatomethyl)benzene, 1-isocyanato-3-(isocyanatomethyl)benzene and / or 1-isocyanato-4-(isocyanatomethyl)-benzene.
[0101] In a particularly preferred embodiment, the trifunctional arariphatin isocyanate is an adduct of 2-ethylpropane-1,2,3-triol with 1-isocyanato-3-(isocyanatomethyl)benzene, which is commercially available under the trade names Takenate D110-N (ex Mitsui Chemicals) or Quix 175 (ex Covestro). The polyfunctional nucleophile may be selected from the group consisting of polyamines, especially diamines and triamines, polyols, ureas, urethanes and thiols.
[0102] In particular, the polyfunctional nucleophile may be selected from the group consisting of ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, 1,3-diaminopropane, 1,2-diaminopropane, 1,4-diaminobutane, 1,6-diaminohexane, bis(3-aminopropyl)amine, bis(hexaneethylene)triamine, tris(2-aminoethyl)amine, N,N'-bis(3-aminopropyl)-1,3-propanediamine, chitosan, nisin, arginine, lysine, ornithine, biuret, N,N',N'-tetrakis(2-hydroxyethyl)ethylenediamine, N,N'-tetrakis(2-hydroxypropyl)ethylenediamine, branched polyethyleneimine, 2,4-diamino-6-hydroxypyrimidine, 2,2'-ethylenedioxy)bis(ethylamine), and 4,7,10-trioxa-1,13-tridecanediamine resorcinol.
[0103] Furthermore, the polyfunctional nucleophile may be selected from the group consisting of guanidine, a guanidine salt (eg, guanidine carbonate or guanidine hydrochloride), 1,3-diamino-guanidine, 1,1-dimethylbiguanide, and 2,4,6-triaminopyrimidine guanazole.
[0104] The polyfunctional nucleophile can be an aromatic polyamine, preferably an arylalkylamine, such as m-xylylenediamine or p-xylylenediamine. Additionally, the polyfunctional nucleophile can also be a cycloaliphatic diamine, such as 4,4'-diaminodicyclohexylmethane, 1,4-cyclohexanebismethylamine, isophoronediamine, or 1,4-diazacycloheptane.
[0105] Furthermore, the polyfunctional nucleophile may be selected from polyols such as polyphenols or polysaccharides, in particular pentaerythritol, dipentaerythritol, glycerol, polyglycerol, ethylene glycol, polyethylene glycol, trimethylolpropane, neopentyl glycol, sorbitol, erythritol, threitol, arabitol, xylitol, ribitol, mannitol, galactitol, fucitol, iditol, inositol, volemitol, isomalt, maltitol, lactitol, maltotriitol, maltotetraitol, polyglycitol, polyphenols, and tannic acid.
[0106] In a preferred embodiment of the present invention, the polyfunctional nucleophile is selected from the group consisting of melamine and urea. Preferably, the polyfunctional nucleophile is water soluble. In a preferred embodiment of the present invention, the weight ratio of the polyfunctional nucleophile, in particular melamine, to the at least one protein, in particular gelatin, is from 0.01 to 1.0, preferably from 0.05 to 0.5, more preferably from 0.08 to 0.2, even more preferably from 0.1 to 0.15.
[0107] In a preferred embodiment, at least one polysaccharide preferably contains carboxylate groups. Polysaccharides containing carboxylate groups are particularly suitable for complex coacervation with proteins, especially with type B gelatin. This is because the net charge of these polysaccharides can be adjusted by adjusting the pH, which promotes complexation with amphoteric proteins. Complexation occurs at a pH where proteins have an overall positive charge, whereas polysaccharides have an overall negative charge, resulting in a neutral overall charge of the complex. These polysaccharides include native polysaccharides, i.e. polysaccharides from nature. Monovalent alkali metal salts of these polysaccharides may also be used.
[0108] In particular, the at least one polysaccharide is selected from the group consisting of carboxymethylcellulose, gum arabic, alginic acid, pectin, hyaluronic acid, xanthan gum, gellan gum and monovalent alkali metal salts thereof. Carboxymethylcellulose, sodium carboxymethylcellulose and gum arabic are particularly preferred. Of the two variants of gum arabic, namely, gum acacia Senegal and gum acacia Seyal, gum acacia Senegal is preferred owing to the high levels of glucuronic acid in gum acacia Senegal.
[0109] The at least one polysaccharide may be selected from the group consisting of carboxymethylcellulose and sodium carboxymethylcellulose, where the carboxymethylcellulose and / or sodium carboxymethylcellulose has a molecular weight of 50,000 to 250,000 g / mol, preferably 75,000 to 125,000 g / mol, and a degree of substitution of 0.5 to 1.0, preferably 0.6 to 0.8.
[0110] In a preferred embodiment, the impermeability and stability of the shell may be further improved by crosslinking the complex coacervate with a second crosslinking agent. In a particularly preferred embodiment, the second crosslinking agent is a bifunctional aldehyde selected from the group consisting of succinaldehyde, glutaraldehyde, glyoxal, benzene-1,2-dialdehyde, benzene-1,3-dialdehyde, benzene-1,4-dialdehyde, piperazine-N,N-dialdehyde, and 2,2'-bipyridyl-5,5'-dialdehyde. Bifunctional aldehydes are known to be effective crosslinkers for proteins.
[0111] In this context, the weight ratio of the first crosslinker, in particular the trifunctional araliphatic isocyanate, to the at least one protein, in particular gelatin, can be between 0.08 and 1.2, preferably between 0.12 and 0.8, more preferably between 0.16 and 0.6, more preferably between 0.2 and 0.4. Such a weight ratio of the first crosslinker to the protein allows to achieve good stability of the microcapsules, in particular against leakage, while at the same time ensuring biodegradability.
[0112] The weight ratio of polysaccharide to protein typically depends on the nature of the polysaccharide. Without wishing to be bound by theory, it is hypothesized that this weight ratio depends on the polysaccharide, especially on the degree of substitution, if any, with carboxylate groups or carboxylate groups. Preferably, the weight ratio between the at least one polysaccharide and the at least one protein is between 0.05 and 0.5, preferably between 0.08 and 0.2.
[0113] Alternatively, in one embodiment, the shell comprises a hydrated polymer phase and a polymeric stabilizer at the interface between the shell and the core. In such an arrangement, the polymeric stabilizer provides an impermeable encapsulant, while the hydrated polymer phase provides the desired deposition and adhesion to the substrate. Furthermore, without wishing to be bound by theory, it is believed that the hydrated polymer phase also provides an optimal attack point for microbial degradation.
[0114] The polymeric stabilizer may be selected from a wide range of film-forming materials and resins. Preferably, the polymeric stabilizer is highly crosslinked to significantly reduce diffusion of the encapsulated benefit agent through the shell. Preferably, the impermeability of the shell is high enough to significantly prevent leakage of the benefit agent in the extraction base, such as a consumer product containing a surfactant.
[0115] In a preferred embodiment of the invention, the polymeric stabilizer is a thermosetting resin, as defined above.
[0116] In a specifically preferred embodiment of the invention, the polymeric stabilizer is formed by the reaction of an aminosilane with a multifunctional isocyanate. Such polymeric stabilizers have the advantage that they are highly crosslinked and prone to provide surface anchoring groups that can be used to immobilize additional materials to complete the shell formation. These additional materials may include additional encapsulating materials, coatings, and simple and complex coacervates, and hydrogels, as described in more detail below.
[0117] The aminosilane and the polyfunctional isocyanate are as defined above. In a preferred embodiment of the invention, the polyfunctional isocyanate is 2-ethylpropane-1,2,3-tolyltris((3-(isocyanatomethyl)phenyl)carbamate). Particularly preferred, the polymeric stabilizer is formed by the reaction of bis(3-(triethoxysilyl)propyl)amine with 2-ethylpropane-1,2,3-tolyltris((3-(isocyanatomethyl)phenyl)carbamate). This particular combination of bimodal secondary aminosilane and polyfunctional isocyanate provides advantageous interface stability and release characteristics. The stabilized interface is sufficiently impermeable and has the desired surface functionality to effectively encapsulate at least one benefit agent contained in the core.
[0118] In a preferred embodiment of the invention, the hydrated polymer phase can be a coacervate, especially a complex coacervate, as defined above. In a preferred embodiment of the invention, a coacervate may be formed from a polycation and a polyanion.
[0119] Preferably, pH is used as the parameter driving the coacervation. Thus, the polycation preferably has a charge that is pH-dependent. This is the case for polymers with primary, secondary and tertiary amino groups, such as polyamines, e.g. chitosan, and most proteins, e.g. gelatin. Proteins have the added advantage of being susceptible to temperature-dependent structural changes, which can also be used to control the morphology of the coacervate. Notably, changing the temperature of some proteins induces the formation of secondary, tertiary and quaternary protein structures, which can be used to control the properties of the coacervate.
[0120] Chitosan has the advantage that it is derived from the natural polymer chitin. In a preferred embodiment of the invention, the polycation is selected from the group consisting of proteins and chitosan. More specifically, the polycation can be a protein selected from the group consisting of gelatin, casein, albumin, polylysine, soy protein, pea protein, rice protein and hemp protein.
[0121] In a particularly preferred embodiment of the present invention, the at least one protein is gelatin, even more preferably type B gelatin. Type B gelatin is as defined above. The polycation may be a denatured protein. Contrary to native proteins, denatured proteins are deprived of the ability to form secondary, tertiary or quaternary structures and are essentially amorphous. Such amorphous proteins may form more impermeable membranes compared to native proteins, thus also contributing to the encapsulating power of the shell. Denaturation can be achieved by treating the protein with chemical or physical means, such as, for example, acid or alkali treatment, heat, or exposure to hydrogen bond-disrupting agents.
[0122] In the case where the polycation is chitosan, the chitosan may have a molecular weight between 3,000 and 1,000,000 g / mol, more specifically between 10,000 and 500,000 g / mol, and even more specifically between 30,000 and 300,000 g / mol.
[0123] The polyanion may be any negatively charged polymer. However, since pH is preferably used to control coacervation, it may be more advantageous for the charge of the polymer to be pH dependent. Such polymers may be selected from polymers with pendant carboxyl groups, such as methacrylic and acrylic acid polymers and copolymers, hydrolyzed maleic anhydride copolymers and polysaccharides with carboxyl groups.
[0124] In a preferred embodiment of the invention, the polyanion is a polysaccharide containing carboxylate and / or sulfate groups. Polysaccharides containing carboxylate groups are as defined above. The hydrated polymer phase can be a hydrogel.
[0125] In the context of the present invention, a "hydrogel" is a three-dimensional (3D) network of hydrophilic polymers that can swell in water while maintaining structure due to chemical or physical crosslinking of the individual polymer chains.
[0126] Such hydrogels can be formed at interfaces by several methods, notably by self-assembly of polyelectrolytes around existing interfaces, covalent grafting of preformed hydrogel particles in solution, polymerization of water-soluble monomers initiated at the interface, and phase separation of water-soluble polymers on the interface.
[0127] For the avoidance of doubt, in the context of the present invention, coacervates, especially complex coacervates, especially those crosslinked by covalent bonds, are considered to be hydrogels. It has been found that the use of a hydrogel particularly enhances both the deposition and adhesion of the microcapsules onto substrates, especially onto fabrics.
[0128] The hydrogels can be interconnected with the polymeric stabilizer, particularly through functional groups present on the surface of the stabilizer. This allows for the hydrogel layer to be locked onto the polymer stabilizer present at the droplet interface, creating a shell composed of a polymer composite instead of just a blend. Both hydrogel crosslinking and hydrogel interconnection with the polymeric stabilizer can be performed sequentially or simultaneously.
[0129] In a preferred embodiment of the invention, the hydrogel is a crosslinked coacervate, in particular a complex coacervate crosslinked with a multifunctional aldehyde, more particularly a bifunctional aldehyde selected from the group consisting of succinaldehyde, glutaraldehyde, glyoxal, benzene-1,2-dialdehyde, benzene-1,3-dialdehyde, benzene-1,4-dialdehyde, piperazine-N,N-dialdehyde and 2,2'-bipyridyl-5,5'-dialdehyde. Bifunctional aldehydes are known to be effective crosslinkers for proteins.
[0130] The hydrogel may be temperature sensitive, in particular having a gelling temperature between 20° C. and 50° C., preferably between 25° C. and 40° C. When such a hydrogel is used, the deposition performance of capsules in the fabric may be improved when the fabric is washed at a temperature higher than the hydrogel gelling temperature.
[0131] The shell may be further stabilized with a stabilizer, which is as defined above. In the context of the present invention, the shell of the microcapsules can be made of a biodegradable or non-biodegradable material. In one embodiment, the microcapsules are made of a biodegradable material.
[0132] In a preferred embodiment of the present invention, the volume median diameter Dv(50) of the multiple core-shell microcapsules is between 1 and 100 μm, preferably between 5 and 75 μm, more preferably between 8 and 60 μm, and even more preferably between 10 and 30 μm. Microcapsules having a volume median diameter in the range of 10 to 30 μm exhibit optimal deposition on a variety of substrates, such as fabrics and hair.
[0133] The resulting encapsulation composition, presented in the form of a slurry of microcapsules suspended in an aqueous suspension medium, may be directly incorporated into a consumer product base. Optionally, however, the slurry may be dried to present the encapsulation composition in the form of a dry powder. Drying of the slurry of microcapsules is conventional and may be carried out according to techniques known in the art, such as spray drying, evaporation, freeze drying, or using a drying agent. Typically, as is conventional in the art, the dried microcapsules are dispersed or suspended in a suitable powder, such as powdered silica, which may act as a bulking agent or flow aid. Such a suitable powder may be added to the encapsulation composition before, during, or after the drying step.
[0134] In the microcapsule composition according to the present invention, the proportion of the benefit agent may be from about 10 to about 50 wt.-%, preferably from about 20 to about 47.5 wt.-%, and more preferably from about 30 to about 45 wt.-%, based on the total weight of the microcapsule composition.
[0135] The proportion of the microcapsule composition as described herein above may be from about 1 wt.-% to about 30 wt.-%, preferably from about 1.5 wt.-% to about 20 wt.-%, more preferably from about 2 wt.-% to about 10 wt.-%, based on the total weight of the solid composition.
[0136] Crystallization Additive In the present context, the role of the crystallization agent is to speed up the crystallization process. Suitable crystallization additives are selected from the group consisting of polyols, di- or polysaccharides, starch derivatives and organic acids.
[0137] Examples of suitable polyols are sorbitol and maltitol. Examples of suitable di- or polysaccharides are sucrose, saccharose and fructose. Examples of suitable organic acids are citric acid, tartaric acid and formic acid.
[0138] Optionally, the crystallization additive is citric acid, which is a cost-effective, bio-based and biodegradable compound that can affect the crystallization kinetics of the solid carrier and thus the solidification of the composition.
[0139] When a crystallization additive is used, its proportion in the solid composition may be about 0.1 wt.-% to about 5.0 wt.-%, preferably about 0.2 wt.-% to about 4.0 wt.-%, and more preferably about 0.5 wt.-% to about 3.0 wt.-%, based on the total weight of the solid composition.
[0140] dye Optionally, the solid composition may comprise dyes, in particular dyes selected from the group consisting of carotenoids (E160), xanthines (E161), saffron (E164), chlorophyll (E140), copper complexes of chlorophyll and / or chlorophyllin (E141), anthocyanins (E163), carmine (E120), curcumin (E100) and derivatives thereof, or visual adjustment agents, in particular inorganic and organic pigments such as mica powder or titanium dioxide.
[0141] When dyes or visual modifiers are used, their proportion may be from about 0.01 wt.-% to about 5.0 wt.-%, preferably from about 0.1 wt.-% to about 4.0 wt.-%, and more preferably from about 0.2 wt.-% to about 2.0 wt.-%, based on the total weight of the solid composition.
[0142] Filler Optionally, the solid composition may include a filler, especially a filler selected from the group consisting of silica, sodium carbonate, sodium bicarbonate, magnesium aluminum silicate, bentonite, ion exchange resins, sodium dodecyl sulfate, and combinations thereof. When a filler is used, its proportion in the solid composition may be from about 0.1 wt.-% to about 5 wt.-%, preferably from about 1 wt.-% to 4 wt.-%, based on the total weight of the solid fragrance booster composition.
[0143] Unencapsulated Fragrances Optionally, the solid composition may contain fragrance ingredients that are not encapsulated. The fragrance ingredients are as defined above.
[0144] The non-encapsulated fragrance ingredients may be the same or different from the fragrance ingredients used in the microcapsule composition. This results in a modulated release of the same or different odor impression depending on whether the encapsulant is exposed to moisture or mechanical stress. In particular, sequential release of fragrance is envisaged.
[0145] The solid compositions of the present invention allow for fragrance ingredient release, for example in deodorant or antiperspirant applications, either through mechanical action or through moisture activation, but such compositions are also particularly useful when employed as fragrance delivery vehicles in consumer products that require core-shell microcapsules to adhere to the substrate to which they are applied, such as laundry detergents, in order to deliver optimal perfume benefit.
[0146] The non-encapsulated fragrance ingredient may comprise, and preferably consists of, at least one, preferably at least two, more preferably at least four, even more preferably at least eight, and even more preferably at least 16 biodegradable ingredient(s). The biodegradable ingredient(s) may be present in a total concentration of at least 75 wt.-% or more, preferably 80 wt.-% or more, more preferably 85 wt.-% or more, even more preferably 90 wt.-% or more, and even more preferably 95 wt.-% or more, based on the total weight of the fragrance ingredient. The biodegradable ingredient(s) may be selected from the group defined above.
[0147] When non-encapsulated fragrance ingredients are used, their proportion can be from about 0.1 wt.-% to about 29 wt.-%, preferably from about 1 wt.-% to about 15 wt.-%, and more preferably from about 10 wt.-% to about 15 wt.-%, based on the total weight of the solid composition.
[0148] In one embodiment, at least one, preferably at least two, preferably at least three, preferably at least four, preferably all of components b), c), d), e) and f) of said composition are biodegradable.
[0149] In one embodiment, the composition is vegan. In one embodiment, the composition is sustainable. In one embodiment, the composition is bio-based. In one embodiment, the composition is halal or kosher.
[0150] The solid composition of the present invention may also be in the form of a plurality of pastilles. Each of the pastilles may have a mass of 0.01 g to 15.0 g, preferably 0.01 g to 5.0 g, more preferably 0.015 g to 2.0 g. Furthermore, each of the pastilles may have a maximum dimension of less than 50 mm, preferably less than 20 mm, more preferably less than 8 mm. Furthermore, each of the pastilles may have a shape selected from the group consisting of a polyhedron, a polygonal prism, a sphere, a hemisphere, a compressed hemisphere, a lentil, and an ellipse.
[0151] method In a second aspect, there is provided a method of making a composition as described herein. The method includes the steps of: i) heating a solid water-soluble biodegradable carrier to a temperature about the melting point of the carrier to obtain a molten composition of the carrier; ii) optionally adding a crystallization additive to the molten composition of carrier obtained in step i); iii) adding a microcapsule composition comprising a polymer encapsulating a benefit agent, wherein the benefit agent is exclusively encapsulated in core-shell comprising microcapsules comprising a core and a shell surrounding the core, to the molten composition obtained in step i) or in step ii); iv) optionally adding a dye or visual modifier to the composition of step iii); v) optionally adding a filler to the composition of step iv); vi) optionally adding at least one non-encapsulated fragrance ingredient to the composition of step v); vii) Cooling the composition obtained in step iii), step iv), step v) or step vi) to room temperature.
[0152] In one embodiment, a non-encapsulated fragrance ingredient is added to the microcapsule composition comprising the polymer encapsulating the benefit agent in step iii) prior to adding the microcapsule composition to the molten composition obtained in step i) or step ii). The advantage of using a carrier with a low melting point is that minimal energy is required to produce the composition.
[0153] consumer products The present invention also relates to a consumer product comprising the solid composition described herein above. The consumer product may be selected from the group consisting of personal care, fabric care, home care and pet care products.
[0154] Suitable home care products include air care compositions, hard surface cleaners, heavy duty detergents and detergent powders, carpet cleaners. Suitable personal care products include deodorant compositions, bath salts, cleansing compositions (such as soap bars), oral care compositions, antiperspirant compositions, and skin care products. Suitable fabric care compositions include laundry care detergents, fabric refreshers, and fragrance boosters.
[0155] In one embodiment, the consumer product is a solid scent booster. The scent booster compositions according to the invention are particularly attractive due to their reduced environmental impact, especially in terms of consumer appeal. The compositions described herein above have proven to be very suitable for the manufacture of solid scent boosters, since they make it possible to provide perfume compositions in dry form and with a very low moisture content. The invention will now be further described by way of the following non-limiting examples:
[0156] Example 1: Preparation of a xylitol-based solid scent booster composition with core-shell encapsulated fragrance (without non-encapsulated fragrance ingredients) A solid fragrance booster composition was prepared by carrying out the following steps: a) Add xylitol powder (100 g) into a 150 ml beaker and stir at room temperature for 5 minutes; b) Increase the temperature to 95°C and maintain until the mixture is completely melted; c) adding 3.75 g of 55% liquid citric acid solution to the hot melt solution of step b); d) Stir the hot melt at 50 RPM for 5 minutes; e) adding 2 g of core-shell microcapsule slurry (prepared according to WO 2017 / 001672) and maintaining stirring until the capsules are uniformly dispersed; f) pumping and dispensing the mixture as hemispherical droplets onto a silicone substrate; g) The hemispherical droplets are allowed to crystallize at room temperature for 4 hours; h) Obtaining a solid scent booster pastille containing the encapsulated fragrance.
[0157] Example 2: Preparation of a xylitol-based solid scent booster composition having both core-shell encapsulated fragrance and non-encapsulated fragrance ingredients A solid fragrance booster composition was prepared by carrying out the following steps: a) Add xylitol powder (100 g) into a 150 ml beaker and stir at room temperature for 5 minutes; b) Increase the temperature to 95°C and maintain until the mixture is completely melted; c) adding 3.75 g of 55% liquid citric acid solution to the hot melt solution of step b); d) Stir the hot melt at 50 RPM for 5 minutes; e) adding a mixture of 1.4 g of core-shell microcapsule slurry (prepared according to WO 2017 / 001672) and 4 g of free unencapsulated fragrance and maintaining stirring until the capsules are uniformly dispersed; f) pumping and dispensing the mixture as hemispherical droplets onto a silicone substrate; g) The hemispherical droplets are allowed to crystallize at room temperature for 4 hours; h) Obtain a solid aroma booster pastille.
[0158] Example 3 (Comparative): Preparation of a Xylitol-Based Solid Scent Booster Composition with Unencapsulated Fragrance Ingredients but No Core-Shell Encapsulated Fragrance A solid fragrance booster composition was prepared by carrying out the following steps: a) Add xylitol powder (100 g) into a 150 ml beaker and stir at room temperature for 5 minutes; b) Increase the temperature to 95°C and maintain until the mixture is completely melted; c) adding 3.75 g of 55% liquid citric acid solution to the hot melt solution of step b); d) Stir the hot melt at 50 RPM for 5 minutes; e) Add 5g of free unencapsulated fragrance and maintain stirring; f) pumping and dispensing the mixture as hemispherical droplets onto a silicone substrate; g) The hemispherical droplets are allowed to crystallize at room temperature for 4 hours; h) Obtaining a solid scent booster pastille containing the encapsulated fragrance.
[0159] Example 4 (Comparative): Preparation of a PEG-Based Solid Scent Booster Composition with Core-Shell Encapsulated Fragrance a) Add PEG6000 powder (100 g) into a 150 ml beaker and stir at room temperature for 5 minutes; b) Increase the temperature to 95°C and maintain until the mixture is completely melted; c) Add 2 g of cores to the core-shell slurry and maintain stirring until the capsules are uniformly dispersed; d) pumping and dispensing the mixture as hemispherical droplets onto a silicone substrate; e) The hemispherical droplets are allowed to crystallize at room temperature for 4 hours; f) Obtaining a solid scent booster pastille containing the encapsulated fragrance.
[0160] Example 5: Comparison of olfactory performance The olfactory performance of the scent boosters was evaluated by a panel of four experts who assessed the odor intensity on a scale of 1–5 (1=barely noticeable, 2=weak, 3=moderate, 4=strong, 5=very strong). Where relevant, qualitative comments regarding the perceived odor direction were recorded.
[0161] The scent boosters of Examples 1-4 were tested under the following conditions: 18 g of the solid scent booster was placed in the detergent dispenser of a washing machine containing a 2 kg washed fabric load. The wash temperature was 40° C. The "wet" (i.e., outside the washing machine) odor intensity was evaluated on the wet fabric within 5 minutes after removing the fabric from the washing machine. Pre-rub olfactory evaluations were performed after drying the fabric for 24 hours at room temperature. Post-rub evaluations were performed by gently rubbing a portion of the fabric. The performance of the scent booster is shown in Table 1.
[0162] Table 1: Olfactory performance of the compositions of Examples 1 to 4 [Table 1]
[0163] From the table it can be observed that the xylitol-based compositions containing encapsulated fragrance encapsulated in core-shell microcapsules (Examples 1 and 2) exhibit significantly higher pre- and post-rub strengths than the xylitol-based composition lacking encapsulated fragrance (Example 3), and also perform better than the PEG-based scent booster with encapsulated fragrance (Example 4).
Claims
1. a) a solid, water-soluble, biodegradable carrier; b) a microcapsule composition comprising a polymer encapsulating a benefit agent, wherein the benefit agent is encapsulated in a core-shell comprising microcapsules comprising a core and a shell surrounding the core; c) optionally a crystallization additive; d) optionally a dye; e) optionally, a filler; and f) optionally at least one non-encapsulated fragrance ingredient A solid composition comprising:
2. The carrier is a sugar alcohol or mixture thereof, optionally wherein the sugar alcohol has the general formula (CHOH) where n is 4, 5 or 6, such as xylitol, sorbitol, arabitol, mannitol, erythritol or mixtures thereof. n H 2 2. The composition of claim 1, having the formula:
3. 10. The composition of claim 1, wherein the carrier has a melting point of from about 70°C to about 200°C.
4. 10. The composition of claim 1, wherein the shell of the microcapsules comprises a melamine-formaldehyde polymer, a urea-formaldehyde polymer, a polyurea or polyurethane polymer, a polyamide, a polyacrylate, a polycarbonate, a polymeric stabilizer formed by a combination of a polymeric surfactant and at least one aminosilane, a complex coacervate formed by crosslinking at least one protein with a first crosslinker and at least one polysaccharide, or a hydrated polymer, and a polymeric stabilizer formed by the reaction of an aminosilane with a polyfunctional isocyanate.
5. 10. The composition of claim 1, wherein the benefit agent is selected from the group consisting of a fragrance ingredient, a cosmetic ingredient, a bioactive agent, a substrate enhancer, an enzyme, a dye, a pigment, and a nutraceutical, wherein optionally the benefit agent is a fragrance ingredient.
6. 2. The composition of claim 1, wherein the crystallization additive is selected from the group consisting of polyols, starch derivatives and organic acids; and optionally, wherein the crystallization additive is an organic acid such as citric acid, formic acid, etc., and optionally, wherein the crystallization additive is citric acid.
7. 2. The composition according to claim 1, wherein the dye is selected from the group consisting of carotenoids (E160), xanthines (E161), saffron (E164), chlorophyll (E140), copper complexes of chlorophyll and / or chlorophyllin (E141), anthocyanins (E163), carmine (E120), curcumin (E100) and derivatives thereof.
8. 10. The composition of claim 1, wherein the filler is selected from the group consisting of silica, sodium carbonate, sodium bicarbonate, magnesium aluminum silicate, and bentonite.
9. 2. The composition of claim 1, wherein at least one, preferably at least two, preferably at least three, preferably at least four, preferably all of components b), c), d), e) and f) of the composition are biodegradable.
10. a) about 70% to about 99% w / w of a solid, water-soluble biodegradable carrier; b) about 1 to about 30% by weight of a microcapsule composition comprising a polymer encapsulating a benefit agent, wherein the benefit agent is exclusively encapsulated in core-shell comprising microcapsules comprising a core and a shell surrounding the core; c) 0 to about 5% w / w of a crystallization additive; d) 0 to about 5% w / w of a dye or visual modifier; e) 0 to about 5% w / w of a filler; f) 0 to about 29% w / w of at least one non-encapsulated fragrance ingredient The composition of claim 1 comprising:
11. i) heating a solid water-soluble biodegradable carrier to a temperature about the melting point of the carrier to obtain a molten composition of the carrier; ii) optionally adding a crystallization additive to the molten composition of carrier obtained in step i); iii) adding a microcapsule composition comprising a polymer encapsulating a benefit agent, wherein the benefit agent is exclusively encapsulated in core-shell comprising microcapsules comprising a core and a shell surrounding the core, to the molten composition obtained in step i) or in step ii); iv) optionally adding a dye or visual adjuster to the composition of step iii); v) optionally adding a filler to the composition of step iv); vi) optionally adding at least one non-encapsulated fragrance ingredient to the composition of step v); vii) cooling the composition obtained in step iii), step iv), step v) or step vi) to room temperature; A method for making the composition of any one of claims 1 to 10, comprising the steps of:
12. 12. The method of making a composition according to claim 11, wherein the microcapsule composition of step iii) further comprises an unencapsulated fragrance ingredient.
13. 11. A consumer product comprising the composition of any one of claims 1 to 10, wherein the consumer product is selected from the group consisting of a personal care product, a fabric care product, a home care product or a pet care product.
14. 14. The consumer product of claim 13, wherein the consumer product is a fragrance booster.
15. 11. Use of a composition according to any one of claims 1 to 10 to improve the perception or enhance the performance of a benefit agent in a consumer product.