Microcapsules loaded with active ingredients and a method for their preparation
원문보기
IPC분류정보
국가/구분
United States(US) Patent
등록
국제특허분류(IPC7판)
B01J-013/18
A61K-008/18
A61K-008/44
A61Q-017/04
출원번호
US-0566369
(2004-08-01)
등록번호
US-8110284
(2012-02-07)
국제출원번호
PCT/IL2004/000702
(2004-08-01)
§371/§102 date
20060130
(20060130)
국제공개번호
WO2005/009604
(2005-02-03)
발명자
/ 주소
Naigertsik, Oleg
Rothschild, Sorel
Rottman, Claudio
출원인 / 주소
Sol-Gel Technologies Ltd.
대리인 / 주소
Lowe Hauptman Ham & Berner LLP
인용정보
피인용 횟수 :
8인용 특허 :
60
초록▼
The invention relates to microcapsules having a core material encapsulated within a microcapsular shell, the core material comprises at least one active ingredient, wherein the microcapsular shell comprises at least one inorganic polymer comprising polymerized precursors obtained by in-situ polymeri
The invention relates to microcapsules having a core material encapsulated within a microcapsular shell, the core material comprises at least one active ingredient, wherein the microcapsular shell comprises at least one inorganic polymer comprising polymerized precursors obtained by in-situ polymerization of the precursors; wherein the concentration of the core material based total weight of the microcapsules is above 95% w/w. The invention further relates to a composition and to a suspension comprising the microcapsules. The invention additionally relates to a process for preparing the microcapsules.
대표청구항▼
1. Microcapsules having a core material encapsulated within a microcapsular shell, said core material comprises at least one active ingredient, wherein the microcapsular shell comprises at least one inorganic polymer comprising polymerized precursors obtained by in-situ polymerization of said precur
1. Microcapsules having a core material encapsulated within a microcapsular shell, said core material comprises at least one active ingredient, wherein the microcapsular shell comprises at least one inorganic polymer comprising polymerized precursors obtained by in-situ polymerization of said precursors in a pH in the range of 2 to 7;wherein the weight ratio of said precursors to said core material is in the range of 5/95 to 25/75 and wherein said precursors are selected from metal alkoxide monomers, semi-metal alkoxide monomers, metal ester monomers, semi-metal ester monomers and from monomers of the formula M(R)n(P)m, wherein M is a metallic or semi metallic element, R is a hydrolysable substituent, n is an integer from 2 to 6, P is a non polymerizable substituent and m is an integer from 0 to 6, a partially hydrolyzed and partially condensed polymer thereof, and any mixture thereof; andwherein the concentration of the core material based on total weight of the microcapsules is 96% to 99% w/w. 2. The microcapsules of claim 1 wherein the active ingredient is selected from sunscreen agents, dental agents, fragrances, perfume, colors and dyes, food colors, food additives, waxes, antioxidants, humidifiers, vitamins, explosives, pesticides, biological molecules, drugs, catalysts, reagents, and mixtures thereof. 3. The microcapsules of claim 2 wherein said drug is selected from dermatological agents, anti-inflammatory agents, analgesics, anti-fungal agents, anti-biotics, anti-viral agents, anti-acne agents, anti histamines, skin whitening agents, anti-parasitic agents, muscle relaxants, steroids, hormones, astringents and mixtures thereof. 4. The microcapsules of claim 2 wherein said sunscreen agent is selected from octylmethoxy cinnamate, 3-butylmethoxydibenzoyl methane, benzophenone-3, benzophenone-1, benzophenone-2, benzophenone-4, benzophenone-6, benzophenone-8,2-ethylhexyl p-methoxycinnamate, p-aminobenzoic acid, 2-ethylhexyl N,N-dimethyl-p-aminobenzoate, 2-cyano-3,3-diphenylacrylic acid 2-ethylhexyl ester, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, oxybenzone, 2-phenylbenzimidizole-5-sulfonic acid, homomethyl salicylate, octyl salycilate, 4,4′-methoxy-t-butyldibenzoylmethane, 4-isopropyl dibenzoylmethane, 3-(4-methylbenzyledene) camphor, 3-benzylidene camphor, triethanolamine salicylate, 4-N,N-(2-ethylhexyl)methyl aminobenzoic acid ester of 2,4-dihydroxybenzophenone, 4-N,N-(2-ethylhexyl)methyl aminobenzoic acid ester of 4-hydroxydibenzoylmethane, 4-N,N-(2-ethylhexyl)methyl-aminobenzoic acid ester of 2-hydroxy-4-(2-hydroxyethoxy)-benzophenone, 4-N,N-(2-ethylhexyl)methyl aminobenzoic acid ester of 4-(2-hydroxyethoxy)dibenzoylmethane, and mixtures thereof. 5. The microcapsules of claim 2 wherein said dye is a fluorescent dye. 6. The microcapsules of claim 1 wherein said precursors are selected from silicon alkoxide monomers, silicon ester monomers, monomers of the formula Si(R)n(P)m, where R is a hydrolysable substituent, n is an integer from 2 to 4, P is a non polymerizable substituent and m is an integer from 0 to 4, a partially hydrolyzed and partially condensed polymer thereof, and any mixture thereof. 7. The microcapsules of claim 6 wherein said silicon alkoxide monomer is selected from tetramethoxy silane, tetraethoxy silane, and mixtures thereof. 8. The microcapsules of claim 6 wherein said silicon alkoxide monomer is tetraethoxy silane. 9. The microcapsules of claim 1 wherein said active ingredient is a sunscreen agent and said precursor is tetraethoxy silane. 10. A composition comprising microcapsules having a core material encapsulated within a microcapsular shell, said core material comprises at least one active ingredient, wherein the microcapsular shell comprises at least one inorganic polymer comprising polymerized precursors obtained by in-situ polymerization of said precursors; wherein the weight ratio of said precursors to said core material is in the range of 5/95 to 25/75 and wherein said precursors are selected from metal alkoxide monomers, semi-metal alkoxide monomers, metal ester monomers, semi-metal ester monomers and from monomers of the formula M(R)n(P)m, wherein M is a metallic or semi metallic element, R is a hydrolysable substituent, n is an integer from 2 to 6, P is a non polymerizable substituent and m is an integer from 0 to 6, a partially hydrolyzed and partially condensed polymer thereof, and any mixture thereof; andwherein the concentration of the core material based total weight of the microcapsules is above 95% w/w; and a carrier. 11. A suspension, substantially free of colloidal silica, comprising microcapsules having a core material encapsulated within a microcapsular shell, said core material comprises at least one active ingredient, wherein the microcapsular shell comprises at least one inorganic polymer comprising polymerized precursors obtained by in-situ polymerization of said precursors;wherein the weight ratio of said precursors to said core material is in the range of 5/95 to 25/75 and wherein said precursors are selected from metal alkoxide monomers, semi-metal alkoxide monomers, metal ester monomers, semi-metal ester monomers and from monomers of the formula M(R)n(P)m, wherein M is a metallic or semi metallic element, is a hydrolysable substituent, n is an integer from 2 to 6, P is a non polymerizable substituent and m is an integer from 0 to 6, a partially hydrolyzed and partially condensed polymer thereof, and any mixture thereof; andwherein the concentration of the core material based total weight of the microcapsules is 96% to 99% w/w. 12. A process for preparing microcapsules having a core material encapsulated within a microcapsular shell, said core material comprises at least one active ingredient, said process comprising the step of; preparing an oil-in-water emulsion by emulsification of an oily phase, comprising a water insoluble precursor and the core material, in an aqueous phase, comprising an aqueous solution having a pH in the range 2-7 and wherein said precursor is selected from metal alkoxide monomers, semi-metal alkoxide monomers, metal ester monomers, semi-metal ester monomers and from monomers of the formula M(R)n(P)m, wherein M is a metallic or semi metallic element, R is a hydrolysable substituent, n is an integer from 2 to 6, P is a non polymerizable substituent and m is an integer from 0 to 6, a partially hydrolyzed and partially condensed polymer thereof, and any mixture thereof, under appropriate shear forces and temperature conditions;the process comprising a condition in which:the weight ratio of the precursors to the core material is from 5/95 to 25/75; thereby obtaining microcapsules having 96% to 99% w/w of said core material. 13. The process of claim 12 further comprising a condition in which the concentration of the oily phase based on the total weight of the emulsion is from 50% to 90% w/w. 14. The process of claim 12 further comprising the step of mixing and stifling said emulsion with another aqueous solution at a suitably selected pH in the range 2-7, to obtain loaded microcapsules in a suspension. 15. The process of claim 12 wherein the pH of the aqueous solution is in the range 3-4. 16. The process of claim 12 comprising: (a) mixing a core material and a precursor in a production reactor forming an oily phase;(b) adding an aqueous phase having a pH in the range 2-7 to the production reactor in step (a) to form an oil-in water emulsion; and(c) stirring the product obtained in step (b) until microcapsules are formed. 17. The process according to claim 12 wherein the process is conducted in one production reactor. 18. The process of claim 16 further comprising the step of adding an ingredient selected from a surfactant, a catalyst and a mixture thereof after step (b). 19. The process of claim 18 further comprising the step of diluting with an aqueous diluent after adding said ingredient. 20. The process of claim 18 wherein said catalyst is an acidic solution. 21. The process of claim 12 further comprising the step of isolating and rinsing the microcapsules through procedures selected from at least one of: separation by centrifuge; filtration; evaporation; re-suspension in aqueous medium; and dialysis. 22. The process of claim 12 further comprising the step of removing the water to obtain the final product in a powder form. 23. The process of claim 12 wherein the weight ratio of the precursors to the core material is from 10/90 to 15/85. 24. The process of claim 12 wherein the weigh weight ratio of the precursors to the core material is from 10/90 to 15/85 and the pH of said aqueous solution is 3-4. 25. The process of claim 12 wherein the active ingredient is selected from sunscreen agents, dental agents, fragrances, perfume, colors and dyes, food colors, food additives, waxes, antioxidants, humidifiers, vitamins, explosives, pesticides, biological molecules, drugs, catalysts, reagents, and mixtures thereof. 26. The process of claim 25 wherein said drug is selected from dermatological agents, anti-inflammatory agents, analgesics, anti-fungal agents, anti-biotics, anti-viral agents, anti-acne agents, anti histamines, skin whitening agents, anti-parasitic agents, muscle relaxants, steroids, hormones, astringents, and mixtures thereof. 27. The process of claim 25 wherein said sunscreen agent is selected from octylmethoxy cinnamate, 3-butylmethoxydibenzoyl methane, benzophenone-3, benzophenone-1, benzophenone-2, benzophenone-4, benzophenone-6, benzophenone-8,2-ethylhexyl p-methoxycinnamate, p-aminobenzoic acid, 2-ethylhexyl N,N-dimethyl-p-aminobenzoate, 2-cyano-3,3-diphenylacrylic acid 2-ethylhexyl ester, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, oxybenzone, 2-phenylbenzimidizole-5-sulfonic acid, homomethyl salicylate, octyl salycilate, 4,4′-methoxy-t-butyldibenzoylmethane, 4-isopropyl dibenzoylmethane, 3-(4-methylbenzyledene) camphor, 3-benzylidene camphor, triethanolamine salicylate, 4-N,N-(2-ethylhexyl)methyl aminobenzoic acid ester of 2,4-dihydroxybenzophenone, 4-N,N-(2-ethylhexyl)methyl aminobenzoic acid ester of 4-hydroxydibenzoylmethane, 4-N,N-(2-ethylhexyl)methyl-aminobenzoic acid ester of 2-hydroxy-4-(2-hydroxyethoxy)-benzophenone, 4-N,N-(2-ethylhexyl)methyl aminobenzoic acid ester of 4-(2-hydroxyethoxy)dibenzoylmethane, and mixtures thereof. 28. The process of claim 25 wherein said dye is a fluorescent dye. 29. The process of claim 12 wherein said precursors are selected from silicon alkoxide monomers, silicon ester monomers, monomers of the formula Si(R)n(P)m, where R is a hydrolysable substituent, n is an integer from 2 to 4, P is a non polymerizable substituent and m is an integer from 0 to 4, a partially hydrolyzed and partially condensed polymer thereof, and any mixture thereof. 30. The process of claim 12 wherein said semi metal alkoxide monomer is silicon alkoxide monomer. 31. The process of claim 30 wherein said silicon alkoxide monomer is selected from tetramethoxy silane, tetraethoxy silane, and mixtures thereof. 32. The process of claim 30 wherein said silicon alkoxide monomer is tetraethoxy silane. 33. The process of claim 12 wherein said active ingredient is a sunscreen agent and said precursor is tetraethoxy silane.
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