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
- Publication number
- 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
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- nanocapsule
- nanocapsules
- sol
- metal oxide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 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
- 230000001804 emulsifying effect Effects 0.000 claims abstract description 5
- 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
- 239000000975 dye Substances 0.000 claims description 11
- 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
- 239000000516 sunscreening agent Substances 0.000 claims description 10
- 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
- 239000003963 antioxidant agent Substances 0.000 claims description 5
- 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
- 235000013373 food additive Nutrition 0.000 claims description 5
- 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
- 239000003086 colorant Substances 0.000 claims description 4
- 229940124378 dental agent Drugs 0.000 claims description 4
- 239000000575 pesticide Substances 0.000 claims description 4
- 239000011782 vitamin Substances 0.000 claims description 4
- 229940088594 vitamin Drugs 0.000 claims description 4
- 229930003231 vitamin Natural products 0.000 claims description 4
- 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
- 150000004703 alkoxides Chemical class 0.000 claims description 3
- 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
- 239000000546 pharmaceutical excipient Substances 0.000 description 11
- 239000002775 capsule Substances 0.000 description 10
- 239000003093 cationic surfactant Substances 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- 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
- 239000000047 product Substances 0.000 description 8
- 238000001223 reverse osmosis Methods 0.000 description 8
- 239000006096 absorbing agent Substances 0.000 description 7
- 235000013305 food Nutrition 0.000 description 7
- 239000003094 microcapsule Substances 0.000 description 7
- 239000000843 powder Substances 0.000 description 7
- 239000005662 Paraffin oil Substances 0.000 description 6
- 238000005538 encapsulation Methods 0.000 description 6
- 239000012467 final product Substances 0.000 description 6
- 125000005843 halogen group Chemical group 0.000 description 6
- 238000003801 milling Methods 0.000 description 6
- 239000002736 nonionic surfactant Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 238000003980 solgel method Methods 0.000 description 6
- 230000002776 aggregation Effects 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 5
- 238000004945 emulsification Methods 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 238000010008 shearing Methods 0.000 description 5
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 238000004220 aggregation Methods 0.000 description 4
- 230000032683 aging Effects 0.000 description 4
- 239000007900 aqueous suspension Substances 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000007850 fluorescent dye Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 230000002209 hydrophobic effect Effects 0.000 description 4
- 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
- 230000009286 beneficial effect Effects 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 238000000502 dialysis Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 3
- 229960001173 oxybenzone Drugs 0.000 description 3
- 238000007911 parenteral administration Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000000475 sunscreen effect Effects 0.000 description 3
- 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
- 125000004423 acyloxy group Chemical group 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 229960004050 aminobenzoic acid Drugs 0.000 description 2
- 229920006318 anionic polymer Polymers 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 229960005193 avobenzone Drugs 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 2
- OCWYEMOEOGEQAN-UHFFFAOYSA-N bumetrizole Chemical compound CC(C)(C)C1=CC(C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O OCWYEMOEOGEQAN-UHFFFAOYSA-N 0.000 description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 description 2
- 229920006317 cationic polymer Polymers 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000003581 cosmetic carrier Substances 0.000 description 2
- 239000000973 cosmetic coloring agent Substances 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000003937 drug carrier Substances 0.000 description 2
- 238000002296 dynamic light scattering Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 238000004108 freeze drying Methods 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 229920001600 hydrophobic polymer Polymers 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 239000008267 milk Substances 0.000 description 2
- 235000013336 milk Nutrition 0.000 description 2
- 210000004080 milk Anatomy 0.000 description 2
- 239000000974 natural food coloring agent Substances 0.000 description 2
- 229960001679 octinoxate Drugs 0.000 description 2
- OQILCOQZDHPEAZ-UHFFFAOYSA-N octyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 210000003371 toe Anatomy 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- HEOCBCNFKCOKBX-RELGSGGGSA-N (1s,2e,4r)-4,7,7-trimethyl-2-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-3-one Chemical compound C1=CC(C)=CC=C1\C=C/1C(=O)[C@]2(C)CC[C@H]\1C2(C)C HEOCBCNFKCOKBX-RELGSGGGSA-N 0.000 description 1
- OIQXFRANQVWXJF-QBFSEMIESA-N (2z)-2-benzylidene-4,7,7-trimethylbicyclo[2.2.1]heptan-3-one Chemical compound CC1(C)C2CCC1(C)C(=O)\C2=C/C1=CC=CC=C1 OIQXFRANQVWXJF-QBFSEMIESA-N 0.000 description 1
- KBKGPMDADJLBEM-UHFFFAOYSA-N 1-(4-pentylphenyl)ethanone Chemical compound CCCCCC1=CC=C(C(C)=O)C=C1 KBKGPMDADJLBEM-UHFFFAOYSA-N 0.000 description 1
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 1
- OVYMWJFNQQOJBU-UHFFFAOYSA-N 1-octanoyloxypropan-2-yl octanoate Chemical compound CCCCCCCC(=O)OCC(C)OC(=O)CCCCCCC OVYMWJFNQQOJBU-UHFFFAOYSA-N 0.000 description 1
- LALVCWMSKLEQMK-UHFFFAOYSA-N 1-phenyl-3-(4-propan-2-ylphenyl)propane-1,3-dione Chemical compound C1=CC(C(C)C)=CC=C1C(=O)CC(=O)C1=CC=CC=C1 LALVCWMSKLEQMK-UHFFFAOYSA-N 0.000 description 1
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 description 1
- FICQFRCPSFCFBY-UHFFFAOYSA-N 2-[bis(methylsulfanyl)methylidene]propanedinitrile Chemical compound CSC(SC)=C(C#N)C#N FICQFRCPSFCFBY-UHFFFAOYSA-N 0.000 description 1
- NFIHXTUNNGIYRF-UHFFFAOYSA-N 2-decanoyloxypropyl decanoate Chemical compound CCCCCCCCCC(=O)OCC(C)OC(=O)CCCCCCCCC NFIHXTUNNGIYRF-UHFFFAOYSA-N 0.000 description 1
- SPSVHTNOLQKTGV-UHFFFAOYSA-N 2-hydroxy-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(O)C(=O)C1=CC=CC=C1 SPSVHTNOLQKTGV-UHFFFAOYSA-N 0.000 description 1
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 description 1
- HBTAOSGHCXUEKI-UHFFFAOYSA-N 4-chloro-n,n-dimethyl-3-nitrobenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 HBTAOSGHCXUEKI-UHFFFAOYSA-N 0.000 description 1
- DDFHBQSCUXNBSA-UHFFFAOYSA-N 5-(5-carboxythiophen-2-yl)thiophene-2-carboxylic acid Chemical compound S1C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)S1 DDFHBQSCUXNBSA-UHFFFAOYSA-N 0.000 description 1
- 208000002874 Acne Vulgaris Diseases 0.000 description 1
- UONRGKALIXPQDW-UHFFFAOYSA-N C1=CC(N(C)CC(CC)CCCC)=CC=C1C(=O)OCCOC1=CC=C(C(=O)CC(=O)C=2C=CC=CC=2)C=C1 Chemical compound C1=CC(N(C)CC(CC)CCCC)=CC=C1C(=O)OCCOC1=CC=C(C(=O)CC(=O)C=2C=CC=CC=2)C=C1 UONRGKALIXPQDW-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- CMBYOWLFQAFZCP-UHFFFAOYSA-N Hexyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCCC CMBYOWLFQAFZCP-UHFFFAOYSA-N 0.000 description 1
- XPJVKCRENWUEJH-UHFFFAOYSA-N Isobutylparaben Chemical compound CC(C)COC(=O)C1=CC=C(O)C=C1 XPJVKCRENWUEJH-UHFFFAOYSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- WYWZRNAHINYAEF-UHFFFAOYSA-N Padimate O Chemical compound CCCCC(CC)COC(=O)C1=CC=C(N(C)C)C=C1 WYWZRNAHINYAEF-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 206010000496 acne Diseases 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229940035676 analgesics Drugs 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000000730 antalgic agent Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 229940124599 anti-inflammatory drug Drugs 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 229940125715 antihistaminic agent Drugs 0.000 description 1
- 239000000739 antihistaminic agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000003096 antiparasitic agent Substances 0.000 description 1
- 239000003443 antiviral agent Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 239000003212 astringent agent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229940111759 benzophenone-2 Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- WXNRYSGJLQFHBR-UHFFFAOYSA-N bis(2,4-dihydroxyphenyl)methanone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1O WXNRYSGJLQFHBR-UHFFFAOYSA-N 0.000 description 1
- SODJJEXAWOSSON-UHFFFAOYSA-N bis(2-hydroxy-4-methoxyphenyl)methanone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(OC)C=C1O SODJJEXAWOSSON-UHFFFAOYSA-N 0.000 description 1
- 229940067596 butylparaben Drugs 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000005515 coenzyme Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000000551 dentifrice Substances 0.000 description 1
- 239000007854 depigmenting agent Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 229940031578 diisopropyl adipate Drugs 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- TVWTZAGVNBPXHU-FOCLMDBBSA-N dioctyl (e)-but-2-enedioate Chemical compound CCCCCCCCOC(=O)\C=C\C(=O)OCCCCCCCC TVWTZAGVNBPXHU-FOCLMDBBSA-N 0.000 description 1
- TVWTZAGVNBPXHU-NXVVXOECSA-N dioctyl (z)-but-2-enedioate Chemical compound CCCCCCCCOC(=O)\C=C/C(=O)OCCCCCCCC TVWTZAGVNBPXHU-NXVVXOECSA-N 0.000 description 1
- CNHQWLUGXFIDAT-UHFFFAOYSA-N dioctyl 2-hydroxybutanedioate Chemical compound CCCCCCCCOC(=O)CC(O)C(=O)OCCCCCCCC CNHQWLUGXFIDAT-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 description 1
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 1
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 125000005417 glycidoxyalkyl group Chemical group 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 229940100463 hexyl laurate Drugs 0.000 description 1
- 238000010316 high energy milling Methods 0.000 description 1
- 229960004881 homosalate Drugs 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229920000592 inorganic polymer Polymers 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 229920000831 ionic polymer Polymers 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000003760 magnetic stirring Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 150000002738 metalloids Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 229940035363 muscle relaxants Drugs 0.000 description 1
- 239000003158 myorelaxant agent Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 229960003921 octisalate Drugs 0.000 description 1
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 1
- WCJLCOAEJIHPCW-UHFFFAOYSA-N octyl 2-hydroxybenzoate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1O WCJLCOAEJIHPCW-UHFFFAOYSA-N 0.000 description 1
- 229940126701 oral medication Drugs 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229940116422 propylene glycol dicaprate Drugs 0.000 description 1
- 229960003415 propylparaben Drugs 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 235000021067 refined food Nutrition 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 229960000368 sulisobenzone Drugs 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 238000004627 transmission electron microscopy Methods 0.000 description 1
Images
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Catalysts (AREA)
- Silicon Compounds (AREA)
- Colloid Chemistry (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| 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 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013165717A Division 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 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2010512244A true JP2010512244A (ja) | 2010-04-22 |
Family
ID=39414445
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009540970A Pending JP2010512244A (ja) | 2006-12-12 | 2007-12-12 | 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 |
| 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 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| 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 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US10525433B2 (https=) |
| EP (1) | EP2104558A2 (https=) |
| JP (2) | JP2010512244A (https=) |
| AU (1) | AU2007330996C1 (https=) |
| BR (1) | BRPI0720068A2 (https=) |
| WO (1) | WO2008072239A2 (https=) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| 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 |
| 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 |
| 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 |
Families Citing this family (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007500590A (ja) | 2003-07-31 | 2007-01-18 | ゾル−ゲル テクノロジーズ エルティーディー． | 活性成分が充填されたマイクロカプセル及びその製造方法 |
| AU2008211554B2 (en) | 2007-02-01 | 2013-12-19 | Sol-Gel Technologies Ltd. | Method for preparing particles comprising metal oxide coating and particles with metal oxide coating |
| BRPI0915006B1 (pt) * | 2008-06-10 | 2018-02-06 | Unilever N.V. | Processo para a produção de partículas do tipo núcleo-casca |
| DE102008030662A1 (de) * | 2008-07-01 | 2010-01-07 | Henkel Ag & Co. Kgaa | Beschichtete Partikel für den Einsatz in Kosmetika |
| BRPI0805854A2 (pt) | 2008-10-10 | 2010-08-24 | Biolab Sanus Farmaceutica Ltda | sistema nanoparticulado, processo de preparaÇço do mesmo, uso do mesmo, composiÇço fotoproterora, processo de preparaÇço da mesma, mÉtodo de prevenÇço de doenÇas e distérbios da pele |
| FR2948581B1 (fr) | 2009-07-31 | 2011-09-09 | Centre Nat Rech Scient | Materiau coeur-ecorce, son procede de preparation et utilisation pour la delivrance thermostimulee de susbtances d'interet |
| US11071878B2 (en) | 2009-12-31 | 2021-07-27 | Sol-Gel Technologies Ltd. | Core stabilized microcapsules, method of their preparation and uses thereof |
| US10653899B2 (en) | 2009-12-31 | 2020-05-19 | Sol-Gel Technologies Ltd. | Core stabilized microcapsules, method of their preparation and uses thereof |
| BR112012012023A2 (pt) * | 2009-12-31 | 2016-05-17 | Sol Gel Technologies Ltd | processo para preparar microcápsulas, microcápsulas, composição, método para tratar uma condição superficial em um indivíduo, e, uso das microcápsulas |
| WO2011124706A1 (en) | 2010-04-09 | 2011-10-13 | Basf Se | In-situ sol-gel encapsulation of fragrances, perfumes or flavours |
| KR101457287B1 (ko) * | 2010-04-20 | 2014-11-04 | 바스프 에스이 | 활성 성분을 포함하는 캡슐 |
| WO2011154421A1 (de) * | 2010-06-09 | 2011-12-15 | Basf Se | Wirkstoff enthaltende mikrokapseln mit einer metalloxid-haltigen schale |
| FR2970186B1 (fr) * | 2011-01-07 | 2017-04-21 | Centre Nat Rech Scient | Procede de synthese in-situ de nanoparticules, composition obtenue et utilisation de la composition |
| ES2902498T3 (es) | 2011-06-29 | 2022-03-28 | Sol Gel Tech Ltd | Formulaciones tópicas estabilizadas que contienen microcápsulas de núcleo-cubierta |
| EP2689836A1 (en) | 2012-07-26 | 2014-01-29 | Basf Se | Composition of microcapsules with a silica shell and a method for preparing them |
| US20140322428A1 (en) | 2013-03-15 | 2014-10-30 | Leading Edge Innovations, LLC | Compositions having an oil-in-water dispersion of submicron particles to enhance foods and beverages |
| KR20150133760A (ko) | 2013-03-15 | 2015-11-30 | 리딩 엣지 이노베이션스, 엘엘씨 | 고 레벨들의 수혼화성 용제를 함유하는 소수성제들의 실질적으로 계면활성제가 없는, 서브미크론 분산액들 |
| GB201416354D0 (en) | 2014-09-16 | 2014-10-29 | Ecole Polytech | Monolayer nanocapsules |
| KR102764897B1 (ko) | 2015-11-16 | 2025-02-07 | 에이치헬리, 엘엘씨 | 에너지 저장 용도, 촉매 용도, 광전지 용도 및 센서 용도를 위한 합성된 표면-관능화된, 산성화 금속 산화물 재료 |
| WO2017124160A1 (pt) * | 2016-01-22 | 2017-07-27 | Natura Cosméticos S.A. | Processo de produção de nanoestrutura termofuncional obtida via polimerização em emulsão |
| DE102016211948A1 (de) * | 2016-06-30 | 2018-01-04 | HÜTTENES-ALBERTUS Chemische Werke Gesellschaft mit beschränkter Haftung | Kern-Hülle-Partikel zur Verwendung als Füllstoff für Speisermassen |
| EP3299083A1 (en) * | 2016-09-23 | 2018-03-28 | Greenseal Research Ltd | Custom-tailored sol-gel derived matrixes for chemical immobilization |
| US10711141B1 (en) * | 2016-10-04 | 2020-07-14 | Triton Systems, Inc. | Nickel free conductive filler |
| WO2018093945A1 (en) | 2016-11-15 | 2018-05-24 | Hheli, Llc. | A surface-functionalized, acidified metal oxide material in an acidified electrolyte system or an acidified electrode system |
| CN117727928A (zh) | 2017-04-10 | 2024-03-19 | 氢氦锂有限公司 | 具有新型组分的电池 |
| CA3062617C (en) | 2017-05-17 | 2023-09-19 | HHeLI, LLC | A high capacity battery cell with low active material loading |
| JP7309619B2 (ja) | 2017-05-17 | 2023-07-18 | ヒーリー，エルエルシー | 酸性化カソードおよびリチウムアノードを有する電池 |
| US10978731B2 (en) | 2017-06-21 | 2021-04-13 | HHeLI, LLC | Ultra high capacity performance battery cell |
| CA3069359C (en) | 2017-07-12 | 2023-01-10 | Sol-Gel Technologies Ltd. | Compositions comprising encapsulated tretinoin |
| JP7016872B2 (ja) | 2017-08-25 | 2022-02-07 | 日本板硝子株式会社 | 色素含有固体材料 |
| WO2019060773A1 (en) | 2017-09-22 | 2019-03-28 | HHeLI, LLC | CONSTRUCTION OF VERY HIGH CAPACITY PERFORMANCE BATTERY ELEMENTS |
| WO2019102468A1 (en) * | 2017-11-23 | 2019-05-31 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Microcapsules and processes for their preparation |
| KR102098069B1 (ko) * | 2018-01-26 | 2020-04-07 | 영남대학교 산학협력단 | 내열성 향상을 위한 기능성 물질 캡슐, 이를 이용한 필라멘트 및 이의 제조방법 |
| CN112788950A (zh) * | 2018-07-31 | 2021-05-11 | 微生物公司 | 用于治疗伤口的铋-硫醇组合物和方法 |
| WO2020028558A1 (en) | 2018-07-31 | 2020-02-06 | Microbion Corporation | Bismuth-thiol compositions and methods of use |
| JP7410934B2 (ja) | 2018-09-10 | 2024-01-10 | ヒーリー、エルエルシー | 超大容量高性能電池セルの使用方法 |
| CA3115355A1 (en) * | 2018-10-16 | 2020-04-23 | Silicycle Inc. | Tunable process for silica capsules/spheres preparation and their use |
| AU2020226216B2 (en) * | 2019-02-21 | 2024-12-19 | Pharma In Silica Laboratories Inc. | Direct nanoemulsion process for the synthesis of spheroidal organosiloxane sub-micron/nanoparticles |
| US12401018B2 (en) | 2019-06-12 | 2025-08-26 | HHeLI, LLC | Blended active materials for battery cells |
| US12278342B2 (en) | 2019-06-12 | 2025-04-15 | HHeLI, LLC | Alkaline and acidified metal oxide blended active materials |
| WO2021132728A1 (ja) | 2019-12-27 | 2021-07-01 | 花王株式会社 | マイクロカプセルの製造方法 |
| AU2021274996B2 (en) | 2020-05-22 | 2026-04-09 | Sol-Gel Technologies Ltd. | Stabilized microcapsules, method of their preparation and uses thereof |
| WO2022093924A1 (en) | 2020-10-27 | 2022-05-05 | Leading Edge Innovations, LLC | System, method, and composition for skin improvement and transient flora reduction |
| WO2023078783A1 (en) * | 2021-11-05 | 2023-05-11 | Byk-Chemie Gmbh | Process of encapsulation |
| WO2023078784A1 (en) * | 2021-11-05 | 2023-05-11 | Byk-Chemie Gmbh | Surfactant-free capsules of surface-active substances |
| CN114933820B (zh) * | 2022-04-12 | 2023-05-09 | 东莞南玻太阳能玻璃有限公司 | 一种高耐候的镀膜及其制备方法和应用 |
| CN117718054A (zh) * | 2022-09-17 | 2024-03-19 | 中国石油化工股份有限公司 | 一种煤焦油加氢催化剂及其制备方法和应用 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001106612A (ja) * | 1999-02-05 | 2001-04-17 | Seiwa Kasei:Kk | 内包済微小カプセルを配合した化粧料 |
| WO2005009604A1 (en) * | 2003-07-31 | 2005-02-03 | Sol-Gel Technologies Ltd. | Microcapsules loaded with active ingredients and a method for their preparation |
| JP2005526025A (ja) * | 2002-02-07 | 2005-09-02 | ダウ・コ−ニング・コ−ポレ−ション | カプセル封入方法およびカプセル封入された組成物 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT389465B (de) * | 1987-08-18 | 1989-12-11 | Kwizda Fa F Johann | Verfahren zur bildung von mikrokapseln oder mikromatrixkoerpern |
| ES2216360T3 (es) * | 1998-02-06 | 2004-10-16 | Seiwa Kasei Co., Ltd. | Microcapsula con pared particular y su procedimiento de fabricacion. |
| DE19810803A1 (de) * | 1998-03-12 | 1999-09-16 | Wacker Chemie Gmbh | Verfahren zur Herstellung mikroverkapselter Produkte mit Organopolysiloxanwänden |
| DE1104287T1 (de) | 1998-08-13 | 2001-12-20 | Sol-Gel Technologies Ltd., Tel Aviv | Verfahren zur herstellung von mit funktionalisierten molekülen beladene oxid-mikrokapseln und die daraus erhaltenen produkte |
| US6238650B1 (en) | 1999-05-26 | 2001-05-29 | Sol-Gel Technologies Ltd. | Sunscreen composition containing sol-gel microcapsules |
| US6468509B2 (en) * | 1998-12-18 | 2002-10-22 | Sol-Gel Technologies Ltd. | Sunscreen composition containing sol-gel microcapsules |
| AU4775400A (en) | 1999-05-25 | 2000-12-12 | Sol-Gel Technologies Ltd. | A method for obtaining photostable sunscreen compositions |
| ES2366886T1 (es) | 2000-04-21 | 2011-10-26 | Sol-Gel Technologies Ltd. | Composición que presenta estabilidad de formulación potenciada y administración de ingredientes activos tópicos potenciado. |
| US7758888B2 (en) * | 2000-04-21 | 2010-07-20 | Sol-Gel Technologies Ltd. | Composition exhibiting enhanced formulation stability and delivery of topical active ingredients |
| US6855355B2 (en) * | 2001-04-12 | 2005-02-15 | H. J. Heinz Company | Colored and/or flavored frozen french fried potato product and method of making |
| GB2377078B (en) | 2001-06-27 | 2003-06-04 | Morgan Crucible Co | Fuel cell or electrolyser construction |
| IL161782A0 (en) * | 2001-11-08 | 2005-11-20 | Sol Gel Technologies Ltd | Compositions containing oils havinga specific gravity higher than the specific gravity of water |
| WO2004081222A2 (en) | 2003-03-14 | 2004-09-23 | Sol-Gel Technologies Ltd. | Agent-encapsulating micro- and nanoparticles, methods for preparation of same and products containing same |
| KR100524820B1 (ko) | 2003-06-17 | 2005-10-31 | 한국화학연구원 | 실리카 마이크로캡슐의 제조방법 |
| GB2416524A (en) * | 2004-07-24 | 2006-02-01 | Dow Corning | Microcapsules with siloxane walls formed in situ |
| JP2008546848A (ja) | 2005-06-29 | 2008-12-25 | ディーエスエム アイピー アセッツ ビー．ブイ． | 日焼け止め剤を含有する堅固なカプセルを有する組成物 |
| WO2008002637A2 (en) * | 2006-06-27 | 2008-01-03 | Dow Corning Corporation | Microcapsules from emulsion polymerization of tetraalkoxysilane |
-
2007
- 2007-12-12 WO PCT/IL2007/001541 patent/WO2008072239A2/en not_active Ceased
- 2007-12-12 BR BRPI0720068-4A2A patent/BRPI0720068A2/pt not_active IP Right Cessation
- 2007-12-12 EP EP07849567A patent/EP2104558A2/en not_active Withdrawn
- 2007-12-12 JP JP2009540970A patent/JP2010512244A/ja active Pending
- 2007-12-12 AU AU2007330996A patent/AU2007330996C1/en not_active Ceased
- 2007-12-12 US US12/518,743 patent/US10525433B2/en active Active
-
2013
- 2013-08-09 JP JP2013165717A patent/JP2013237051A/ja active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001106612A (ja) * | 1999-02-05 | 2001-04-17 | Seiwa Kasei:Kk | 内包済微小カプセルを配合した化粧料 |
| JP2005526025A (ja) * | 2002-02-07 | 2005-09-02 | ダウ・コ−ニング・コ−ポレ−ション | カプセル封入方法およびカプセル封入された組成物 |
| WO2005009604A1 (en) * | 2003-07-31 | 2005-02-03 | Sol-Gel Technologies Ltd. | Microcapsules loaded with active ingredients and a method for their preparation |
| JP2007500590A (ja) * | 2003-07-31 | 2007-01-18 | ゾル−ゲル テクノロジーズ エルティーディー． | 活性成分が充填されたマイクロカプセル及びその製造方法 |
Cited By (10)
| 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 |
| JP2024503341A (ja) * | 2020-12-29 | 2024-01-25 | エルジー ハウスホールド アンド ヘルスケア リミテッド | ミネラル素材を用いた有効成分の安定化方法 |
| 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 |
|---|---|
| EP2104558A2 (en) | 2009-09-30 |
| AU2007330996A1 (en) | 2008-06-19 |
| WO2008072239A3 (en) | 2008-08-21 |
| US10525433B2 (en) | 2020-01-07 |
| WO2008072239A2 (en) | 2008-06-19 |
| US20100203121A1 (en) | 2010-08-12 |
| JP2013237051A (ja) | 2013-11-28 |
| AU2007330996B2 (en) | 2013-02-28 |
| BRPI0720068A2 (pt) | 2013-12-24 |
| AU2007330996C1 (en) | 2014-07-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2010512244A (ja) | 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 | |
| JP5755694B2 (ja) | 活性成分が充填されたマイクロカプセル及びその製造方法 | |
| US12156946B2 (en) | Method for preparing particles comprising metal oxide coating and particles with metal oxide coating | |
| EP2560752B1 (en) | Cosmetic preparation comprising a capsule comprising an active ingredient | |
| EP2459306B1 (fr) | Materiau c ur ecorce, son procede de preparation et utilisation pour la delivrance thermostimulee de substances d'interet | |
| EP2431088A1 (en) | Metal oxide coating of water insoluble ingredients | |
| WO2003034979A2 (en) | Composition exhibiting enhanced formulation stability and delivery of topical active ingredients | |
| JP6177902B2 (ja) | 目的物質の熱刺激放出のための多成分性の材料、調製プロセスおよび適用 | |
| US20190282990A1 (en) | Capsule comprising active ingredient | |
| WO2009141499A1 (en) | Ultrafine titanium dioxide nanoparticles and dispersions thereof | |
| IL173360A (en) | Microcapsules loaded with active ingredients and a method for their preparation | |
| IL189159A (en) | Oxide metal cladding for water-insoluble components | |
| HK1173618A (en) | Method for preparing particles comprising metal oxide coating and particles with metal oxide coating |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20101130 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20120110 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20120228 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20120528 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20120604 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20120628 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20120705 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20120726 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20120802 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20120828 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20130510 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20131018 |