TW200301136A - Stabilization of vitamins in water-in-silicone oil (W/O) emulsions - Google Patents
Stabilization of vitamins in water-in-silicone oil (W/O) emulsions Download PDFInfo
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- TW200301136A TW200301136A TW091135838A TW91135838A TW200301136A TW 200301136 A TW200301136 A TW 200301136A TW 091135838 A TW091135838 A TW 091135838A TW 91135838 A TW91135838 A TW 91135838A TW 200301136 A TW200301136 A TW 200301136A
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- Prior art keywords
- emulsion
- silicone
- tocopherol
- vitamin
- patent application
- Prior art date
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- 239000000839 emulsion Substances 0.000 title claims abstract description 28
- 229940088594 vitamin Drugs 0.000 title claims abstract description 13
- 229930003231 vitamin Natural products 0.000 title claims abstract description 13
- 235000013343 vitamin Nutrition 0.000 title claims abstract description 13
- 239000011782 vitamin Substances 0.000 title claims abstract description 13
- 229920002545 silicone oil Polymers 0.000 title description 4
- 230000006641 stabilisation Effects 0.000 title description 3
- 238000011105 stabilization Methods 0.000 title description 3
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 42
- 229920002379 silicone rubber Polymers 0.000 claims abstract description 34
- 239000012071 phase Substances 0.000 claims abstract description 26
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 23
- 229920000570 polyether Polymers 0.000 claims abstract description 17
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000004480 active ingredient Substances 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 10
- 239000008346 aqueous phase Substances 0.000 claims abstract description 9
- 150000003722 vitamin derivatives Chemical class 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims description 45
- -1 Tocopheryl palmitate Chemical compound 0.000 claims description 39
- 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 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 239000011732 tocopherol Substances 0.000 claims description 7
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 claims description 6
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 claims description 6
- 229930003799 tocopherol Natural products 0.000 claims description 6
- 229960001295 tocopherol Drugs 0.000 claims description 6
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims description 6
- 229930003427 Vitamin E Natural products 0.000 claims description 5
- 235000010384 tocopherol Nutrition 0.000 claims description 5
- 239000011709 vitamin E Substances 0.000 claims description 5
- 235000019165 vitamin E Nutrition 0.000 claims description 5
- 229940046009 vitamin E Drugs 0.000 claims description 5
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 claims description 4
- PGTMTTGPWLZNQO-UHFFFAOYSA-N 2-dodecyl-1,3,5,7,9,11-hexaoxa-2,4,6,8,10,12-hexasilacyclododecane Chemical compound C(CCCCCCCCCCC)[SiH]1O[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH2]O1 PGTMTTGPWLZNQO-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 claims description 3
- YFCGDEUVHLPRCZ-UHFFFAOYSA-N [dimethyl(trimethylsilyloxy)silyl]oxy-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C YFCGDEUVHLPRCZ-UHFFFAOYSA-N 0.000 claims description 3
- 229960002685 biotin Drugs 0.000 claims description 3
- 235000020958 biotin Nutrition 0.000 claims description 3
- 239000011616 biotin Substances 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- YDWFEBCFKZDCTM-UHFFFAOYSA-N hexadecyl(silyloxysilyloxysilyloxysilyloxysilyloxysilyloxy)silane Chemical compound C(CCCCCCCCCCCCCCC)[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH3] YDWFEBCFKZDCTM-UHFFFAOYSA-N 0.000 claims description 3
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 claims description 3
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 claims description 3
- KKADPXVIOXHVKN-UHFFFAOYSA-N 4-hydroxyphenylpyruvic acid Chemical compound OC(=O)C(=O)CC1=CC=C(O)C=C1 KKADPXVIOXHVKN-UHFFFAOYSA-N 0.000 claims description 2
- GHOKWGTUZJEAQD-UHFFFAOYSA-N Chick antidermatitis factor Natural products OCC(C)(C)C(O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-UHFFFAOYSA-N 0.000 claims description 2
- AUNGANRZJHBGPY-UHFFFAOYSA-N D-Lyxoflavin Natural products OCC(O)C(O)C(O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-UHFFFAOYSA-N 0.000 claims description 2
- IELOKBJPULMYRW-NJQVLOCASA-N D-alpha-Tocopheryl Acid Succinate Chemical compound OC(=O)CCC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C IELOKBJPULMYRW-NJQVLOCASA-N 0.000 claims description 2
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 claims description 2
- MSCCTZZBYHQMQJ-AZAGJHQNSA-N Tocopheryl nicotinate Chemical compound C([C@@](OC1=C(C)C=2C)(C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC1=C(C)C=2OC(=O)C1=CC=CN=C1 MSCCTZZBYHQMQJ-AZAGJHQNSA-N 0.000 claims description 2
- 229930003471 Vitamin B2 Natural products 0.000 claims description 2
- 125000005376 alkyl siloxane group Chemical group 0.000 claims description 2
- 229940099418 d- alpha-tocopherol succinate Drugs 0.000 claims description 2
- HNDMWPOGQFUHIL-UHFFFAOYSA-N dodecyl(silyloxysilyloxysilyloxysilyloxy)silane Chemical compound CCCCCCCCCCCC[SiH2]O[SiH2]O[SiH2]O[SiH2]O[SiH3] HNDMWPOGQFUHIL-UHFFFAOYSA-N 0.000 claims description 2
- 229960000304 folic acid Drugs 0.000 claims description 2
- 235000019152 folic acid Nutrition 0.000 claims description 2
- 239000011724 folic acid Substances 0.000 claims description 2
- HTDJPCNNEPUOOQ-UHFFFAOYSA-N hexamethylcyclotrisiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 claims description 2
- 229940055726 pantothenic acid Drugs 0.000 claims description 2
- 235000019161 pantothenic acid Nutrition 0.000 claims description 2
- 239000011713 pantothenic acid Substances 0.000 claims description 2
- 229960002477 riboflavin Drugs 0.000 claims description 2
- 229960000984 tocofersolan Drugs 0.000 claims description 2
- 229950009883 tocopheryl nicotinate Drugs 0.000 claims description 2
- 235000019164 vitamin B2 Nutrition 0.000 claims description 2
- 239000011716 vitamin B2 Substances 0.000 claims description 2
- WGVKWNUPNGFDFJ-DQCZWYHMSA-N β-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C WGVKWNUPNGFDFJ-DQCZWYHMSA-N 0.000 claims 2
- 229930003451 Vitamin B1 Natural products 0.000 claims 1
- 229940087168 alpha tocopherol Drugs 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229940066595 beta tocopherol Drugs 0.000 claims 1
- 238000010586 diagram Methods 0.000 claims 1
- 230000004151 fermentation Effects 0.000 claims 1
- 238000000855 fermentation Methods 0.000 claims 1
- 235000010382 gamma-tocopherol Nutrition 0.000 claims 1
- 229960003495 thiamine Drugs 0.000 claims 1
- DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 claims 1
- 235000010374 vitamin B1 Nutrition 0.000 claims 1
- 239000011691 vitamin B1 Substances 0.000 claims 1
- 235000004835 α-tocopherol Nutrition 0.000 claims 1
- 239000002076 α-tocopherol Substances 0.000 claims 1
- 239000011590 β-tocopherol Substances 0.000 claims 1
- 235000007680 β-tocopherol Nutrition 0.000 claims 1
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 claims 1
- 239000002478 γ-tocopherol Substances 0.000 claims 1
- 239000003921 oil Substances 0.000 abstract description 21
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract description 9
- 239000007762 w/o emulsion Substances 0.000 abstract description 2
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- 238000000034 method Methods 0.000 description 18
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- 238000009835 boiling Methods 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 8
- 229910052710 silicon Inorganic materials 0.000 description 8
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 125000005702 oxyalkylene group Chemical group 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
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- 239000003431 cross linking reagent Substances 0.000 description 5
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 5
- 229960001484 edetic acid Drugs 0.000 description 5
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 5
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- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 4
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- 239000003054 catalyst Substances 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
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- 239000011718 vitamin C Substances 0.000 description 1
- 150000003712 vitamin E derivatives Chemical class 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone emulsions
-
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/678—Tocopherol, i.e. vitamin E
-
- 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
- A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Emergency Medicine (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dermatology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/024,983 US6861061B2 (en) | 2001-12-19 | 2001-12-19 | Stabilization of vitamins in water-in silicone oil (W/O) emulsions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW200301136A true TW200301136A (en) | 2003-07-01 |
Family
ID=21823398
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW091135838A TW200301136A (en) | 2001-12-19 | 2002-12-11 | Stabilization of vitamins in water-in-silicone oil (W/O) emulsions |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6861061B2 (https=) |
| EP (1) | EP1455735A1 (https=) |
| JP (1) | JP2005514391A (https=) |
| CN (1) | CN1620278A (https=) |
| AU (1) | AU2002353003A1 (https=) |
| TW (1) | TW200301136A (https=) |
| WO (1) | WO2003053372A1 (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE602005015102D1 (de) | 2004-04-20 | 2009-08-06 | Dow Corning | Wässrige dispersionen von silikon-polyether-blockcopolymeren |
| EP1755533A1 (en) * | 2004-04-20 | 2007-02-28 | Dow Corning Corporation | Vesicles of high molecular weight silicone polyethers |
| JP2007533747A (ja) * | 2004-04-20 | 2007-11-22 | ダウ・コーニング・コーポレイション | 活性剤を含むシリコーン小胞 |
| US20080226708A1 (en) * | 2005-11-01 | 2008-09-18 | Shaow Burn Lin | Silicone Vesicles Containing Actives |
| JP2009528348A (ja) * | 2006-02-28 | 2009-08-06 | ダウ・コーニング・コーポレイション | 活性剤を含むシリコーン小胞 |
| US20070207107A1 (en) * | 2006-03-03 | 2007-09-06 | Gareth Winckle | Silicone based emulsions for topical drug delivery |
| US7790701B2 (en) * | 2006-04-19 | 2010-09-07 | Gelest Technologies, Inc. | Silicon-based tocopherol derivatives |
| US20080059313A1 (en) * | 2006-08-30 | 2008-03-06 | Oblong John E | Hair care compositions, methods, and articles of commerce that can increase the appearance of thicker and fuller hair |
| US8425923B2 (en) * | 2007-02-09 | 2013-04-23 | Dow Corning Corporation and McNeil-PPC, Inc. | Lotion composition for personal use |
| EP2702980A3 (en) * | 2007-02-09 | 2015-03-11 | Reckitt Benckiser (Brands) Limited | Lotion composition for personal use |
| AU2009219789A1 (en) * | 2008-02-29 | 2009-09-03 | The Procter & Gamble Company | Hair care compositions and methods for increasing hair diameter |
| CN101297680B (zh) * | 2008-04-25 | 2010-11-03 | 天津生机集团股份有限公司 | 一种复合维生素乳液及其制备方法 |
| JP2015505243A (ja) | 2011-12-20 | 2015-02-19 | ザ プロクター アンド ギャンブルカンパニー | 皮膚色素沈着を引き起こす機構についての仮説を検証するためのヒト皮膚サンプリング方法及びモデル |
| CN105188850A (zh) | 2013-05-16 | 2015-12-23 | 宝洁公司 | 毛发增稠组合物及使用方法 |
| US9437170B1 (en) * | 2013-08-12 | 2016-09-06 | Roberto Quevedo Montesdeoca | Systems and methods for augmented reality display |
| CA3011347A1 (en) | 2016-01-13 | 2017-07-20 | Schlumberger Canada Limited | Angled chisel insert |
| CN106243364B (zh) * | 2016-08-03 | 2018-05-01 | 广东工业大学 | 一种聚醚改性有机硅乳液及其制备方法 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4150048A (en) * | 1978-03-28 | 1979-04-17 | Union Carbide Corporation | Nonhydrolyzable siloxane block copolymers of organosiloxanes and organic ethers |
| JPS62243621A (ja) | 1986-04-17 | 1987-10-24 | Toray Silicone Co Ltd | シリコ−ンゴム粒状物の製造方法 |
| US4853474A (en) | 1987-07-08 | 1989-08-01 | Dow Corning Corporation | Cross-linked organopolysiloxanes and emulsions based thereon |
| US5266321A (en) | 1988-03-31 | 1993-11-30 | Kobayashi Kose Co., Ltd. | Oily make-up cosmetic comprising oil base and silicone gel composition |
| JPH0753646B2 (ja) | 1989-01-31 | 1995-06-07 | 東レ・ダウコーニング・シリコーン株式会社 | 化粧料 |
| US5136068A (en) | 1989-04-26 | 1992-08-04 | Dow Corning Corporation | Cross-linked organopolysiloxanes and emulsions based thereon |
| US5599533A (en) | 1994-12-15 | 1997-02-04 | Estee Lauder, Inc. | Stable water-in-oil emulsion system |
| US5654362A (en) | 1996-03-20 | 1997-08-05 | Dow Corning Corporation | Silicone oils and solvents thickened by silicone elastomers |
| US5853741A (en) | 1996-06-28 | 1998-12-29 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Vitamin C delivery system |
| US5880210A (en) | 1997-04-01 | 1999-03-09 | Dow Corning Corporation | Silicone fluids and solvents thickened with silicone elastomers |
| US5889108A (en) * | 1997-06-02 | 1999-03-30 | Dow Corning Corporation | Thickening solvents with elastomeric silicone polyethers |
| US5948855A (en) | 1999-01-12 | 1999-09-07 | Dow Corning Corporation | Water-in-oil-in water emulsion |
| US6207717B1 (en) | 1999-01-12 | 2001-03-27 | Dow Corning Corporation | Entrapment of vitamins with an elastomeric silicone polyether |
| US6168782B1 (en) | 1999-05-24 | 2001-01-02 | Dow Corning Corporation | Elastomeric silicone containing an active ingredient |
| WO2000072817A1 (en) | 1999-05-28 | 2000-12-07 | Neutrogena Corporation | Water-in-oil emulsion comprising a silicone gel containing vitamin c |
| JP2001002555A (ja) | 1999-06-24 | 2001-01-09 | Shin Etsu Chem Co Ltd | 皮膚化粧料 |
| US6221979B1 (en) | 1999-11-08 | 2001-04-24 | Dow Corning Corporation | Mixtures of silicone elastomers |
-
2001
- 2001-12-19 US US10/024,983 patent/US6861061B2/en not_active Expired - Fee Related
-
2002
- 2002-12-03 AU AU2002353003A patent/AU2002353003A1/en not_active Abandoned
- 2002-12-03 EP EP02789969A patent/EP1455735A1/en not_active Withdrawn
- 2002-12-03 JP JP2003554132A patent/JP2005514391A/ja active Pending
- 2002-12-03 CN CNA028232984A patent/CN1620278A/zh active Pending
- 2002-12-03 WO PCT/US2002/038430 patent/WO2003053372A1/en not_active Ceased
- 2002-12-11 TW TW091135838A patent/TW200301136A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN1620278A (zh) | 2005-05-25 |
| JP2005514391A (ja) | 2005-05-19 |
| WO2003053372A1 (en) | 2003-07-03 |
| EP1455735A1 (en) | 2004-09-15 |
| US6861061B2 (en) | 2005-03-01 |
| US20030119779A1 (en) | 2003-06-26 |
| AU2002353003A1 (en) | 2003-07-09 |
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