JP2010512244A - 金属酸化物シェルを有するナノメートルコアシェル粒子の形成 - Google Patents
金属酸化物シェルを有するナノメートルコアシェル粒子の形成 Download PDFInfo
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- JP2010512244A JP2010512244A JP2009540970A JP2009540970A JP2010512244A JP 2010512244 A JP2010512244 A JP 2010512244A JP 2009540970 A JP2009540970 A JP 2009540970A JP 2009540970 A JP2009540970 A JP 2009540970A JP 2010512244 A JP2010512244 A JP 2010512244A
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- Prior art keywords
- alkyl
- nanocapsule
- nanocapsules
- sol
- metal oxide
- Prior art date
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- 239000002245 particle Substances 0.000 title claims abstract description 50
- 229910044991 metal oxide Inorganic materials 0.000 title claims abstract description 22
- 150000004706 metal oxides Chemical class 0.000 title claims abstract description 22
- 239000011258 core-shell material Substances 0.000 title claims abstract description 14
- 230000015572 biosynthetic process Effects 0.000 title description 4
- 239000002088 nanocapsule Substances 0.000 claims abstract description 127
- 239000000203 mixture Substances 0.000 claims abstract description 62
- 239000011162 core material Substances 0.000 claims abstract description 57
- 239000007908 nanoemulsion Substances 0.000 claims abstract description 44
- 239000000839 emulsion Substances 0.000 claims abstract description 36
- 238000009826 distribution Methods 0.000 claims abstract description 35
- 239000012071 phase Substances 0.000 claims abstract description 35
- 239000012703 sol-gel precursor Substances 0.000 claims abstract description 31
- 239000008346 aqueous phase Substances 0.000 claims abstract description 18
- 238000000265 homogenisation Methods 0.000 claims abstract description 8
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- 239000007764 o/w emulsion Substances 0.000 claims abstract description 5
- 230000003301 hydrolyzing effect Effects 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 54
- -1 dental agents Substances 0.000 claims description 50
- 239000004480 active ingredient Substances 0.000 claims description 49
- 125000000217 alkyl group Chemical group 0.000 claims description 39
- 239000003921 oil Substances 0.000 claims description 39
- 239000004094 surface-active agent Substances 0.000 claims description 37
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 30
- 239000000178 monomer Substances 0.000 claims description 29
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 22
- 239000000725 suspension Substances 0.000 claims description 19
- 239000003054 catalyst Substances 0.000 claims description 17
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 15
- 229910052752 metalloid Inorganic materials 0.000 claims description 14
- 238000003756 stirring Methods 0.000 claims description 14
- 229910052751 metal Inorganic materials 0.000 claims description 13
- 239000002184 metal Substances 0.000 claims description 13
- 125000001424 substituent group Chemical group 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 239000003814 drug Substances 0.000 claims description 12
- 229920000642 polymer Polymers 0.000 claims description 12
- 230000008569 process Effects 0.000 claims description 12
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- 239000002243 precursor Substances 0.000 claims description 11
- 239000000377 silicon dioxide Substances 0.000 claims description 11
- 229910052710 silicon Inorganic materials 0.000 claims description 10
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- 239000007864 aqueous solution Substances 0.000 claims description 9
- 229940079593 drug Drugs 0.000 claims description 9
- 239000003205 fragrance Substances 0.000 claims description 8
- 239000010703 silicon Substances 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- 239000004593 Epoxy Substances 0.000 claims description 7
- 239000012736 aqueous medium Substances 0.000 claims description 7
- 125000004104 aryloxy group Chemical group 0.000 claims description 7
- 239000000576 food coloring agent Substances 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 7
- 238000012986 modification Methods 0.000 claims description 7
- 230000004048 modification Effects 0.000 claims description 7
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical group CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 claims description 6
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 150000003973 alkyl amines Chemical class 0.000 claims description 5
- 125000005907 alkyl ester group Chemical group 0.000 claims description 5
- 125000005336 allyloxy group Chemical group 0.000 claims description 5
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- 238000006243 chemical reaction Methods 0.000 claims description 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 5
- 239000002778 food additive Substances 0.000 claims description 5
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- 239000001993 wax Substances 0.000 claims description 5
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 4
- 150000001356 alkyl thiols Chemical class 0.000 claims description 4
- 239000003153 chemical reaction reagent Substances 0.000 claims description 4
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- 235000013343 vitamin Nutrition 0.000 claims description 4
- 239000000080 wetting agent Substances 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 3
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- 150000002148 esters Chemical class 0.000 claims description 3
- 125000000524 functional group Chemical group 0.000 claims description 3
- XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc oxide Inorganic materials [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 125000005372 silanol group Chemical group 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- 125000001475 halogen functional group Chemical group 0.000 claims 2
- 239000000243 solution Substances 0.000 description 20
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical group [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 17
- 239000006185 dispersion Substances 0.000 description 15
- 239000007788 liquid Substances 0.000 description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 11
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- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 8
- 239000002537 cosmetic Substances 0.000 description 8
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- 239000005662 Paraffin oil Substances 0.000 description 6
- 238000005538 encapsulation Methods 0.000 description 6
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- 125000005843 halogen group Chemical group 0.000 description 6
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- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 4
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- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000007850 fluorescent dye Substances 0.000 description 4
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- VOFUROIFQGPCGE-UHFFFAOYSA-N nile red Chemical compound C1=CC=C2C3=NC4=CC=C(N(CC)CC)C=C4OC3=CC(=O)C2=C1 VOFUROIFQGPCGE-UHFFFAOYSA-N 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 3
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- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 3
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- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 2
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
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- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Colloid Chemistry (AREA)
- Catalysts (AREA)
- Silicon Compounds (AREA)
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| US87426806P | 2006-12-12 | 2006-12-12 | |
| PCT/IL2007/001541 WO2008072239A2 (en) | 2006-12-12 | 2007-12-12 | Formation of nanometric core-shell particles having a metal oxide shell |
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| JP2013165717A Pending JP2013237051A (ja) | 2006-12-12 | 2013-08-09 | 金属酸化物シェルを有するナノメートルコアシェル粒子の形成 |
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| EP (1) | EP2104558A2 (enExample) |
| JP (2) | JP2010512244A (enExample) |
| AU (1) | AU2007330996C1 (enExample) |
| BR (1) | BRPI0720068A2 (enExample) |
| WO (1) | WO2008072239A2 (enExample) |
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- 2007-12-12 BR BRPI0720068-4A2A patent/BRPI0720068A2/pt not_active IP Right Cessation
- 2007-12-12 JP JP2009540970A patent/JP2010512244A/ja active Pending
- 2007-12-12 US US12/518,743 patent/US10525433B2/en active Active
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011529392A (ja) * | 2008-07-31 | 2011-12-08 | ゾル−ゲル テクノロジー リミテッド | 活性成分および金属酸化物シェルを含むマイクロカプセル、その製造方法およびその使用 |
| JP2010264416A (ja) * | 2009-05-18 | 2010-11-25 | Adeka Corp | ハイブリッド微粒子及びその製造方法 |
| JP2017114802A (ja) * | 2015-12-22 | 2017-06-29 | 花王株式会社 | マイクロカプセル及びその製造方法 |
| KR20220095089A (ko) * | 2020-12-29 | 2022-07-06 | 주식회사 엘지생활건강 | 미네랄 소재를 이용한 유효성분 안정화 방법 |
| WO2022146114A1 (ko) * | 2020-12-29 | 2022-07-07 | 주식회사 엘지생활건강 | 미네랄 소재를 이용한 유효성분 안정화 방법 |
| KR102417656B1 (ko) | 2020-12-29 | 2022-07-07 | 주식회사 엘지생활건강 | 미네랄 소재를 이용한 유효성분 안정화 방법 |
| KR20220101052A (ko) * | 2020-12-29 | 2022-07-19 | 주식회사 엘지생활건강 | 미네랄 소재를 이용한 유효성분 안정화 방법 |
| KR102899666B1 (ko) | 2020-12-29 | 2025-12-15 | 주식회사 엘지생활건강 | 미네랄 소재를 이용한 유효성분 안정화 방법 |
| WO2025249535A1 (ja) * | 2024-05-31 | 2025-12-04 | 株式会社トクヤマ | コアシェル粒子及び中空粒子の製造方法、コアシェル粒子及び中空粒子 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2008072239A2 (en) | 2008-06-19 |
| EP2104558A2 (en) | 2009-09-30 |
| AU2007330996B2 (en) | 2013-02-28 |
| AU2007330996A1 (en) | 2008-06-19 |
| WO2008072239A3 (en) | 2008-08-21 |
| US10525433B2 (en) | 2020-01-07 |
| JP2013237051A (ja) | 2013-11-28 |
| US20100203121A1 (en) | 2010-08-12 |
| BRPI0720068A2 (pt) | 2013-12-24 |
| AU2007330996C1 (en) | 2014-07-03 |
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