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NZ725160B2 - Nanoemulsions having reversible continuous and dispersed phases. - Google Patents
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NZ725160B2 - Nanoemulsions having reversible continuous and dispersed phases. - Google Patents

Nanoemulsions having reversible continuous and dispersed phases. Download PDF

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Publication number
NZ725160B2
NZ725160B2 NZ725160A NZ72516016A NZ725160B2 NZ 725160 B2 NZ725160 B2 NZ 725160B2 NZ 725160 A NZ725160 A NZ 725160A NZ 72516016 A NZ72516016 A NZ 72516016A NZ 725160 B2 NZ725160 B2 NZ 725160B2
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NZ
New Zealand
Prior art keywords
oil
polyoxyethylene
weight
fatty acid
water
Prior art date
Application number
NZ725160A
Other versions
NZ725160A (en
Inventor
Chien Chin Wu
Original Assignee
Lg Bionano Llc
Filing date
Publication date
Priority claimed from US14/921,572 external-priority patent/US9872832B2/en
Application filed by Lg Bionano Llc filed Critical Lg Bionano Llc
Publication of NZ725160A publication Critical patent/NZ725160A/en
Publication of NZ725160B2 publication Critical patent/NZ725160B2/en

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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
    • A23D7/00Edible oil or fat compositions containing an aqueous phase, e.g. margarines
    • A23D7/005Edible oil or fat compositions containing an aqueous phase, e.g. margarines characterised by ingredients other than fatty acid triglycerides
    • A23D7/0053Compositions other than spreads
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/80Emulsions
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/21Emulsions characterized by droplet sizes below 1 micron
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/26Optical properties
    • A61K2800/262Transparent; Translucent
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    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/413Nanosized, i.e. having sizes below 100 nm
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    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/12Carboxylic acids; Salts or anhydrides thereof
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    • A61K47/16Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
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    • A61K47/20Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing sulfur, e.g. dimethyl sulfoxide [DMSO], docusate, sodium lauryl sulfate or aminosulfonic acids
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    • A61K47/26Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
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    • A61K8/06Emulsions
    • A61K8/062Oil-in-water emulsions
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    • A61K8/06Emulsions
    • A61K8/064Water-in-oil emulsions, e.g. Water-in-silicone emulsions
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    • A61K8/06Emulsions
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    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
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    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
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    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
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    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
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Abstract

nanoemulsion having reversible continuous and dispersed phases. The nanoemulsion includes an aqueous phase and an oil phase, a weight ratio of the aqueous phase to the oil phase being 1:40 - 100:1. In the nanoemulsion, the aqueous phase is dispersed as nanosized droplets in the oil phase or the oil phase is dispersed as nanosized droplets in the aqueous phase. The aqueous phase contains water or a water solution and a water-soluble organic nanostructure stabilizer. The oil phase contains an oil or an oil solution, an organic gel thickener, and a hydrophilic surfactant having a HLB value greater than 8.0. Also disclosed is a method for preparing the above-described nanoemulsion.

Claims (23)

WHAT IS CLAIMED IS:
1. A nanoemulsion comprising: (A) an aqueous phase including: (1) water or a water solution, and (2) a water-soluble organic nanostructure stabilizer, in which the water or water solution has a content less than 75 % by weight of the aqueous phase and the water-soluble organic nanostructure stabilizer has a content less than 99% by weight of the aqueous phase and comprises a water-soluble vitamin, a water-soluble peptide, a water-soluble oligopeptide, a polyol, a water- soluble saccharide, a water-soluble oligosaccharide, a disaccharide, a mono- saccharide, a hydrogenated carbohydrate, an amino acid, an amino sugar or a combination thereof, and at least one of the water-soluble organic nanostructure stabilizer is urea, xylitol or glucosamine, and (B) an oil phase including: (1) an oil or an oil solution, (2) an organic gel thickener, and (3) a hydrophilic surfactant having a hydrophilic-lipophilic balance value greater than 8.0, in which the oil or oil solution has a content less than 80% by weight of the oil phase, the organic gel thickener has a content less than 60% by weight of the oil phase, and the hydrophilic surfactant has a content less than 60% by weight of the oil phase, wherein the water or water solution constitutes 2.5 % by weight or more of the nanoemulsion, a weight ratio of the aqueous phase to the oil phase to is 1:40-100:1, and the aqueous phase is dispersed as nanosized droplets in the oil phase or the oil phase is dispersed as nanosized droplets in the aqueous phase.
2. The nanoemulsion of claim 1, wherein the oil phase is dispersed as the nanosized droplets in the aqueous phase.
3. The nanoemulsion of claim 1, wherein the aqueous phase is dispersed as the nanosized droplets in the oil phase.
4. The nanoemulsion of claim 2, wherein the hydrophilic-lipophilic balance value is greater than 10.
5. The nanoemulsion of claim 4, wherein the hydrophilic-lipophilic balance value is greater than 13.
6. The nanoemulsion of claim 3, wherein the hydrophilic-lipophilic balance value is greater than 10.
7. The nanoemulsion of claim 6, wherein the hydrophilic-lipophilic balance value is greater than 13.
8. The nanoemulsion of claim 4, wherein the oil is a vegetable oil, a silicone oil, a synthetic oil, a mineral oil, an animal oil, an essential oil, or a combination thereof; and the organic gel thickener is saturated fatty acid, fatty acid alcohol, a fatty acid derivative having a melting point above 45°C, or a combination thereof.
9. The nanoemulsion of claim 4, wherein the water-soluble organic nanostructure stabilizer further includes methylsulfonylmethane, hydroxethyl urea, mannitol, sorbitol, lactose, fructose, dextrose, ribose, trehalose, raffinose, maltitol, isomalt, lactitol, erythritol, inositol, taurine, glycerin, propylene glycol, dipropylene glycol, butylene glycol, hexylene glycol, polyethylene glycol, ethoxydiglycol, carnitine, arginine, sodium pyrrolidone carboxylic acid, and hydrolyzed collagen, or a combination thereof; the oil is coconut oil, palm oil, grape seed oil, grape fruit seed oil, olive oil, avocado oil, evening primrose oil, tea tree oil, eucalyptus oil, lavender oil, rosemary oil, horse fat, fish oils, squalene, lanolin oil, squalene, cyclomethicon, cyclopentasilaxone, phenyl trimethicone, caprylic or capric triglyceride, isopropyl myristate, isostearyl isostearate, decyl oleate, ethylhexyl isonononate, isohexadecane, octyldodecanol, paraffin oil, polyisobutene, polydecene, menthol, or a combination thereof; the organic gel thickener is stearic acid, lauric acid, glycerol monostearate, PEG 6000 Diesterate, monoglyceride, diglyceride, saccharide fatty acid ester, propylene glycol fatty acid ester, glycol fatty acid ester, hexyl decyl fatty acid ester, fatty acid alcohol, cetyl sterate, ascorbyl fatty esters, glyceryl fatty esters, hexyldecyl fatty esters, or a combination thereof; and the hydrophilic surfactant includes polyoxyethylene (20) sorbitan fatty acid esters (Tween 20), polyoxyethylene (21) sorbitan fatty acid esters (Tween 21), polyoxyethylene (60) sorbitan fatty acid esters (Tween 60), polyoxyethylene (61) sorbitan fatty acid esters (Tween 61), polyoxyethylene (65) sorbitan fatty acid esters (Tween 65), polyoxyethylene (80) sorbitan fatty acid esters (Tween 80), Tween 81 (polyoxyethylene (81) sorbitan fatty acid esters), polyoxyethylene (85) sorbitan fatty acid esters (Tween 85), polyoxyethylene (45) fatty acid esters (Myri 45), polyoxyethylene (52) fatty acid esters (Myri 52), polyoxyethylene (53) fatty acid esters (Myri 53), polyoxyethylene (59) fatty acid esters (Myri 59), polyoxyethylene (30) alcohol esters (Brij 30), polyoxyethylene (35) alcohol esters (Brij 35), polyoxyethylene (56) alcohol esters (Brij 56), polyoxyethylene (58) alcohol esters (Brij 58), polyoxyethylene (76) alcohol esters (Brij 76), polyoxyethylene (78) alcohol esters (Brij 78), polyoxyethylene (96) alcohol esters (Brij 96), polyoxyethylene (97) alcohol esters (Brij 97), polyoxyethylene (98) alcohol esters (Brij 98), polyoxyethylene (99) alcohol esters (Brij 99), nonyl phenol alkoxylates, alkyl alkoxylates, Pluronic F-127, PEG dimethicone, polyoxyethylene (40) fatty acid ester, polyoxyethylene (20) saccharide fatty acid ester, PEG-15 glyceryl fatty acid ester, PEG-35 hydrogenated castor oil, PEG-40 hydrogenated castor oil, polyglycerol fatty acid ester, or a combination thereof.
10. The nanoemulsion of claim 9, wherein the hydrophilic-lipophilic balance value is greater than 13; the water or water solution has a content less than 60% by weight of the aqueous phase and the water-soluble organic nanostructure stabilizer has a content less than 50% by weight of the aqueous phase; the oil or oil solution has a content less than 45-65% by weight of the oil phase, the organic gel thickener has a content less than 25% by weight of the oil phase, and the hydrophilic surfactant has a content less than 35% by weight of the oil phase; the water or water solution constitutes 30% by weight or less of the nanoemulsion and a weight ratio of the aqueous phase to the oil phase to is 1:2-3:1; and the nanoemulsion has a pH of 3-11 and is transparent or translucent.
11. The nanoemulsion of claim 6, wherein the oil is a vegetable oil, a silicone oil, a synthetic oil, a mineral oil, an animal oil, an essential oil, or a combination thereof; and the organic gel thickener is saturated fatty acid, fatty acid alcohol, a fatty acid derivative having a melting point above 45°C, or a combination thereof.
12. The nanoemulsion of claim 6, wherein the water-soluble organic nanostructure stabilizer further includes methylsulfonylmethane, hydroxethyl urea, mannitol, sorbitol, lactose, fructose, dextrose, ribose, trehalose, raffinose, maltitol, isomalt, lactitol, erythritol, inositol, taurine, glycerin, propylene glycol, dipropylene glycol, butylene glycol, hexylene glycol, polyethylene glycol, ethoxydiglycol, carnitine, arginine, sodium pyrrolidone carboxylic acid, and hydrolyzed collagen, or a combination thereof; the oil is coconut oil, palm oil, grape seed oil, grape fruit seed oil, olive oil, avocado oil, evening primrose oil, tea tree oil, eucalyptus oil, lavender oil, rosemary oil, horse fat, fish oils, squalene, lanolin oil, squalene, cyclomethicon, cyclopentasilaxone, phenyl trimethicone, caprylic or capric triglyceride, isopropyl myristate, isostearyl isostearate, decyl oleate, ethylhexyl isonononate, isohexadecane, octyldodecanol, paraffin oil, polyisobutene, polydecene, menthol, or a combination thereof; the organic gel thickener is stearic acid, lauric acid, glycerol monostearate, PEG 6000 Diesterate, monoglyceride, diglyceride, saccharide fatty acid ester, propylene glycol fatty acid ester, glycol fatty acid ester, hexyl decyl fatty acid ester, fatty acid alcohol, cetyl sterate, ascorbyl fatty esters, glyceryl fatty esters, hexyldecyl fatty esters, or a combination thereof; and the hydrophilic surfactant includes polyoxyethylene (20) sorbitan fatty acid esters (Tween 20), polyoxyethylene (21) sorbitan fatty acid esters (Tween 21), polyoxyethylene (60) sorbitan fatty acid esters (Tween 60), polyoxyethylene (61) sorbitan fatty acid esters (Tween 61), polyoxyethylene (65) sorbitan fatty acid esters (Tween 65), polyoxyethylene (80) sorbitan fatty acid esters (Tween 80), polyoxyethylene (81) sorbitan fatty acid esters (Tween 81), polyoxyethylene (85) sorbitan fatty acid esters (Tween 85), polyoxyethylene (45) fatty acid esters (Myri 45), polyoxyethylene (52) fatty acid esters (Myri 52), polyoxyethylene (53) fatty acid esters (Myri 53), polyoxyethylene fatty acid esters (Myri 52), polyoxyethylene (53) fatty acid esters (Myri 53), polyoxyethylene (59) fatty acid esters (Myri 59), polyoxyethylene (30) alcohol esters (Brij 30), polyoxyethylene (35) alcohol esters (Brij 35), polyoxyethylene (56) alcohol esters (Brij 56), polyoxyethylene (58) alcohol esters (Brij 58), polyoxyethylene (76) alcohol esters (Brij 76), polyoxyethylene (78) alcohol esters (Brij 78), polyoxyethylene (96) alcohol esters (Brij 96), polyoxyethylene (97) alcohol esters (Brij 97), polyoxyethylene (98) alcohol esters (Brij 98), polyoxyethylene (99) alcohol esters (Brij 99), nonyl phenol alkoxylates, alkyl alkoxylates, Pluronic F-127, PEG dimethicone, polyoxyethylene (40) fatty acid ester, polyoxyethylene (20) saccharide fatty acid ester, PEG-15 glyceryl fatty acid ester, PEG-35 hydrogenated castor oil, PEG-40 hydrogenated castor oil, polyglycerol fatty acid ester, or a combination thereof.
13. The nanoemulsion of claim 12, wherein the hydrophilic-lipophilic balance value is greater than 13; the water or water solution has a content less than 60% by weight of the aqueous phase and the water-soluble organic nanostructure stabilizer has a content less than 50% by weight of the aqueous phase; the oil or oil solution has a content less than 45-65% by weight of the oil phase, the organic gel thickener has a content less than 25% by weight of the oil phase, and the hydrophilic surfactant has a content less than 35% by weight of the oil phase; the water or water solution constitutes 30% by weight or less of the nanoemulsion and a weight ratio of the aqueous phase to the oil phase to is 1:2-3:1; and the nanoemulsion has a pH of 3-11 and is transparent or translucent.
14. The nanoemulsion of claim 8, wherein the water or water solution has a content less than 60% by weight of the aqueous phase and the water-soluble organic nanostructure stabilizer has a content less than 70% by weight of the aqueous phase; the oil or oil solution has a content 30-70% by weight of the oil phase, the organic gel thickener has a content less than 45% by weight of the oil phase, and the hydrophilic surfactant has a content less than 45% by weight of the oil phase; and the water or water solution constitutes 38% by weight or less of the nanoemulsion and a weight ratio of the aqueous phase to the oil phase to is 1:3-4:1.
15. The nanoemulsion of claim 14, wherein the water or water solution has a content less than 45% by weight of the aqueous phase and the water-soluble organic nanostructure stabilizer has a content less than 50% by weight of the aqueous phase; the oil or oil solution has a content less than 45-65% by weight of the oil phase, the organic gel thickener has a content less than 25% by weight of the oil phase, and the hydrophilic surfactant has a content less than 35% by weight of the oil phase; and the water or water solution constitutes 30% by weight or less of the nanoemulsion and a weight ratio of the aqueous phase to the oil phase to is 1:2-3:1.
16. The nanoemulsion of claim 11, wherein the water or water solution has a content less than 60% by weight of the aqueous phase and the water-soluble organic nanostructure stabilizer has a content less than 70% by weight of the aqueous phase; the oil or oil solution has a content 30-70% by weight of the oil phase, the organic gel thickener has a content less than 45% by weight of the oil phase, and the hydrophilic surfactant has a content less than 45% by weight of the oil phase; and the water or water solution constitutes 38% by weight or less of the nanoemulsion and a weight ratio of the aqueous phase to the oil phase to is 1:3-4:1.
17. The nanoemulsion of claim 16, wherein the water or water solution has a content less than 45% by weight of the aqueous phase and the water-soluble organic nanostructure stabilizer has a content less than 50% by weight of the aqueous phase; the oil or oil solution has a content less than 45-65% by weight of the oil phase, the organic gel thickener has a content less than 25% by weight of the oil phase, and the hydrophilic surfactant has a content less than 35% by weight of the oil phase; and the water or water solution constitutes 30% by weight or less of the nanoemulsion and a weight ratio of the aqueous phase to the oil phase to is 1:2-3:1.
18. The nanoemulsion of claim 15, wherein the nanoemulsion has a pH of 3-11 and is transparent or translucent.
19. The nanoemulsion of claim 17, wherein the nanoemulsion has a pH of 3-11 and is transparent or translucent.
20. The nanoemulsion of claim 1, wherein the nanoemulsion has a pH of 3-11 and is transparent or translucent.
21. The nanoemulsion of claim 1, wherein the nanoemulsion is a cosmetic product, a pharmaceutical product, a food product, a household chemical product, an agricultural product, a printing product, a dying product, a veterinary product, or a diagnostic product.
22. A method for preparing a nanoemulsion of claim 1, the method comprising: (1) mixing water or a water solution and a water-soluble organic nanostructure stabilizer as defined in claim 1 to form an aqueous phase, in which the water or water solution has a content less than 75% by weight of the aqueous phase and the water-soluble organic nanostructure stabilizer has a content less than 99% by weight of the aqueous phase; (2) mixing an oil or an oil solution, an organic thickener, and a hydrophilic surfactants having a hydrophilic-lipophilic balance value greater than 8.0 to form an oil phase, in which the oil or oil solution has a content less than 80% by weight of the oil phase, the organic gel thickener has a content less than 60% by weight of the oil phase, and the hydrophilic surfactant has a content less than 60% by weight of the oil phase; and (3) mixing the aqueous phase and the oil phase, a weight ratio of the aqueous phase to the oil phase to being 1:40-100:1, to form a nanoemulsion, in which the water or water solution constitutes 74 % by weight or less of the nanoemulsion; whereby the aqueous phase is dispersed as nanosized droplets in the oil phase or the oil phase is dispersed as nanosized droplets in the aqueous phase.
23. The nanoemulsion of claim 1, substantially as herein described with reference to any one of the examples thereof.
NZ725160A 2016-10-21 Nanoemulsions having reversible continuous and dispersed phases. NZ725160B2 (en)

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Application Number Priority Date Filing Date Title
US14/921,572 US9872832B2 (en) 2015-10-23 2015-10-23 Nanoemulsions having reversible continuous and dispersed phases

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NZ725160B2 true NZ725160B2 (en) 2025-03-04

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