KR20110005701A - 바디 워시 등으로부터 케라틴성 기재로의 소수성 유익제의 전달 - Google Patents
바디 워시 등으로부터 케라틴성 기재로의 소수성 유익제의 전달 Download PDFInfo
- Publication number
- KR20110005701A KR20110005701A KR1020107023624A KR20107023624A KR20110005701A KR 20110005701 A KR20110005701 A KR 20110005701A KR 1020107023624 A KR1020107023624 A KR 1020107023624A KR 20107023624 A KR20107023624 A KR 20107023624A KR 20110005701 A KR20110005701 A KR 20110005701A
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- block
- hydrophobic
- formula
- hydrophobic benefit
- 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.)
- Abandoned
Links
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 89
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 85
- 230000008901 benefit Effects 0.000 title claims abstract description 73
- 239000000758 substrate Substances 0.000 title claims abstract description 48
- 239000000203 mixture Substances 0.000 claims abstract description 137
- 125000002091 cationic group Chemical group 0.000 claims abstract description 50
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims abstract description 31
- 229920000469 amphiphilic block copolymer Polymers 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 55
- 239000000178 monomer Substances 0.000 claims description 55
- 239000001257 hydrogen Substances 0.000 claims description 37
- 229910052739 hydrogen Inorganic materials 0.000 claims description 37
- 229920001400 block copolymer Polymers 0.000 claims description 30
- 239000000516 sunscreening agent Substances 0.000 claims description 29
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 27
- 239000006096 absorbing agent Substances 0.000 claims description 26
- 230000000475 sunscreen effect Effects 0.000 claims description 24
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- 239000010696 ester oil Substances 0.000 claims description 20
- 239000000049 pigment Substances 0.000 claims description 20
- 235000019271 petrolatum Nutrition 0.000 claims description 19
- 239000004264 Petrolatum Substances 0.000 claims description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims description 16
- 229940066842 petrolatum Drugs 0.000 claims description 16
- 150000003626 triacylglycerols Chemical class 0.000 claims description 16
- 229940088594 vitamin Drugs 0.000 claims description 16
- 229930003231 vitamin Natural products 0.000 claims description 16
- 235000013343 vitamin Nutrition 0.000 claims description 16
- 239000011782 vitamin Substances 0.000 claims description 16
- 239000000284 extract Substances 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 125000002947 alkylene group Chemical group 0.000 claims description 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 9
- 150000002431 hydrogen Chemical class 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 239000000344 soap Substances 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 5
- 125000004104 aryloxy group Chemical group 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 claims description 4
- 150000003973 alkyl amines Chemical class 0.000 claims description 4
- 125000005189 alkyl hydroxy group Chemical group 0.000 claims description 4
- 125000000732 arylene group Chemical group 0.000 claims description 4
- 239000006071 cream Substances 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 4
- 229920001600 hydrophobic polymer Polymers 0.000 claims description 3
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 3
- 229920001281 polyalkylene Polymers 0.000 claims description 3
- 229920000768 polyamine Polymers 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 abstract description 49
- 210000004209 hair Anatomy 0.000 abstract description 8
- 239000006210 lotion Substances 0.000 abstract description 7
- 238000002716 delivery method Methods 0.000 abstract description 2
- -1 polysiloxanes Polymers 0.000 description 89
- 210000003491 skin Anatomy 0.000 description 46
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 43
- 239000003921 oil Substances 0.000 description 30
- 235000019198 oils Nutrition 0.000 description 30
- 150000003839 salts Chemical class 0.000 description 27
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 150000003254 radicals Chemical class 0.000 description 23
- 239000004094 surface-active agent Substances 0.000 description 21
- 238000009472 formulation Methods 0.000 description 20
- 229920001296 polysiloxane Polymers 0.000 description 20
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 18
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 17
- 239000000047 product Substances 0.000 description 17
- 238000012360 testing method Methods 0.000 description 17
- 229920006317 cationic polymer Polymers 0.000 description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
- 150000001875 compounds Chemical class 0.000 description 15
- 239000004205 dimethyl polysiloxane Substances 0.000 description 15
- 239000000126 substance Substances 0.000 description 14
- 238000000151 deposition Methods 0.000 description 13
- 239000000463 material Substances 0.000 description 13
- 230000008021 deposition Effects 0.000 description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 11
- 238000005259 measurement Methods 0.000 description 11
- 239000011734 sodium Substances 0.000 description 11
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 10
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 10
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 10
- 229960003237 betaine Drugs 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 229930195729 fatty acid Natural products 0.000 description 10
- 239000012071 phase Substances 0.000 description 10
- 229910052708 sodium Inorganic materials 0.000 description 10
- 239000002562 thickening agent Substances 0.000 description 10
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 9
- 150000001412 amines Chemical class 0.000 description 9
- 238000000338 in vitro Methods 0.000 description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 8
- 229910019142 PO4 Inorganic materials 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 235000021317 phosphate Nutrition 0.000 description 8
- 150000003918 triazines Chemical class 0.000 description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 8
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 7
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 7
- 239000002280 amphoteric surfactant Substances 0.000 description 7
- 125000000129 anionic group Chemical group 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- 239000010452 phosphate Substances 0.000 description 7
- 150000003573 thiols Chemical class 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 125000004103 aminoalkyl group Chemical group 0.000 description 6
- 239000003945 anionic surfactant Substances 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 235000011187 glycerol Nutrition 0.000 description 6
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 6
- 239000002736 nonionic surfactant Substances 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 6
- 229920002401 polyacrylamide Polymers 0.000 description 6
- 239000013557 residual solvent Substances 0.000 description 6
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- 239000000243 solution Substances 0.000 description 6
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- 229940099259 vaseline Drugs 0.000 description 6
- 229920002554 vinyl polymer Polymers 0.000 description 6
- 150000003722 vitamin derivatives Chemical class 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N Methyl ethyl ketone Natural products CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 5
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- 108010077895 Sarcosine Proteins 0.000 description 5
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- 238000002835 absorbance Methods 0.000 description 5
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- 150000002148 esters Chemical class 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
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- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
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- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical class O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
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- QENRKQYUEGJNNZ-UHFFFAOYSA-N 2-methyl-1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CC(C)C(S(O)(=O)=O)NC(=O)C=C QENRKQYUEGJNNZ-UHFFFAOYSA-N 0.000 description 3
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- 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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- 239000002981 blocking agent Substances 0.000 description 3
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- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
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- OVKHEVLQASDMFJ-UHFFFAOYSA-N triazanium trichloride Chemical compound [NH4+].[NH4+].[NH4+].[Cl-].[Cl-].[Cl-] OVKHEVLQASDMFJ-UHFFFAOYSA-N 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
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- UEVAMYPIMMOEFW-UHFFFAOYSA-N trolamine salicylate Chemical compound OCCN(CCO)CCO.OC(=O)C1=CC=CC=C1O UEVAMYPIMMOEFW-UHFFFAOYSA-N 0.000 description 1
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- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/899—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing sulfur, e.g. sodium PG-propyldimethicone thiosulfate copolyol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
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|---|---|---|---|
| US12517308P | 2008-04-23 | 2008-04-23 | |
| US61/125,173 | 2008-04-23 |
Publications (1)
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|---|---|
| KR20110005701A true KR20110005701A (ko) | 2011-01-18 |
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|---|---|---|---|
| KR1020107023624A Abandoned KR20110005701A (ko) | 2008-04-23 | 2009-04-15 | 바디 워시 등으로부터 케라틴성 기재로의 소수성 유익제의 전달 |
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|---|---|
| US (1) | US9669243B2 (enExample) |
| EP (1) | EP2282716A2 (enExample) |
| JP (1) | JP2011518798A (enExample) |
| KR (1) | KR20110005701A (enExample) |
| CN (1) | CN102131494B (enExample) |
| BR (1) | BRPI0910759A2 (enExample) |
| CA (1) | CA2719305A1 (enExample) |
| MX (1) | MX341378B (enExample) |
| RU (1) | RU2010147447A (enExample) |
| WO (1) | WO2009130144A2 (enExample) |
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| EP2438908A1 (en) | 2010-10-11 | 2012-04-11 | Vectum Pharma, S.L. | Anchoring compositions for topical applications |
| WO2013158851A2 (en) * | 2012-04-20 | 2013-10-24 | The Procter & Gamble Company | Improving skin appearance with increase in skin chroma |
| IN2015DN00392A (enExample) * | 2012-07-19 | 2015-06-19 | Procter & Gamble | |
| US10322301B2 (en) | 2012-11-06 | 2019-06-18 | CoLabs International Corporation | Compositions containing a cellulose derived capsule with a sunscreen active agent |
| US11707421B2 (en) | 2012-11-06 | 2023-07-25 | Colabs Int'l Corp. | Compositions containing a flexible derived capsule with an active agent |
| US9456966B2 (en) | 2012-11-06 | 2016-10-04 | CoLabs International Corporation | Composition containing a cellulose derived capsule with a sunscreen |
| US11724134B2 (en) | 2012-11-06 | 2023-08-15 | CoLabs International Corporation | Compositions containing a cellulose derived capsule with a sunscreen active agent |
| US11491088B2 (en) | 2012-11-06 | 2022-11-08 | CoLabs International Corporation | Compositions containing a capsule with a moisturizing agent |
| US11690793B2 (en) | 2012-11-06 | 2023-07-04 | Colabs Int'l Corp. | Composition containing a cellulose derived capsule with a sunscreen |
| US20140356295A1 (en) * | 2013-06-03 | 2014-12-04 | R.J. Reynolds Tobacco Company | Cosmetic compositions comprising tobacco seed-derived component |
| DK178227B1 (en) * | 2014-05-01 | 2015-09-07 | Aquaporin As | A novel synthetic process of a block copolymer and a novel use |
| CN105439971A (zh) * | 2015-12-31 | 2016-03-30 | 华东师范大学 | 一种2-(2-羟基苯基)-4-(4-甲氧基苯基)-6-苯基-1,3,5-三嗪的合成方法 |
| US11839674B2 (en) | 2018-06-27 | 2023-12-12 | CoLabs International Corporation | Compositions comprising silicon dioxide-based particles including one or more agents |
| CN111403606B (zh) * | 2020-03-26 | 2023-04-07 | 苏州大学 | 一种掺杂番茄红素的钙钛矿太阳能电池及其制备方法 |
| US12031033B2 (en) * | 2020-08-11 | 2024-07-09 | University of Pittsburgh—of the Commonwealth System of Higher Education | Zwitterionic polysiloxane for biomedical devices |
| US20230220304A1 (en) * | 2022-01-13 | 2023-07-13 | The Procter & Gamble Company | Treatment compositions with modified amino acid dimers |
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-
2009
- 2009-04-15 RU RU2010147447/15A patent/RU2010147447A/ru not_active Application Discontinuation
- 2009-04-15 BR BRPI0910759A patent/BRPI0910759A2/pt not_active IP Right Cessation
- 2009-04-15 KR KR1020107023624A patent/KR20110005701A/ko not_active Abandoned
- 2009-04-15 EP EP09734506A patent/EP2282716A2/en not_active Withdrawn
- 2009-04-15 CN CN200980114282.5A patent/CN102131494B/zh not_active Expired - Fee Related
- 2009-04-15 MX MX2010010388A patent/MX341378B/es active IP Right Grant
- 2009-04-15 WO PCT/EP2009/054427 patent/WO2009130144A2/en not_active Ceased
- 2009-04-15 CA CA2719305A patent/CA2719305A1/en not_active Abandoned
- 2009-04-15 JP JP2011505463A patent/JP2011518798A/ja not_active Withdrawn
- 2009-04-22 US US12/386,716 patent/US9669243B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| WO2009130144A3 (en) | 2010-04-01 |
| CN102131494B (zh) | 2016-05-11 |
| MX341378B (es) | 2016-08-18 |
| WO2009130144A2 (en) | 2009-10-29 |
| RU2010147447A (ru) | 2012-05-27 |
| BRPI0910759A2 (pt) | 2018-03-20 |
| CN102131494A (zh) | 2011-07-20 |
| MX2010010388A (es) | 2010-10-08 |
| EP2282716A2 (en) | 2011-02-16 |
| JP2011518798A (ja) | 2011-06-30 |
| CA2719305A1 (en) | 2009-10-29 |
| US9669243B2 (en) | 2017-06-06 |
| US20100135936A1 (en) | 2010-06-03 |
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