JP5485406B2 - 植物源由来のヒト皮脂模倣物質およびその製造方法 - Google Patents
植物源由来のヒト皮脂模倣物質およびその製造方法 Download PDFInfo
- Publication number
- JP5485406B2 JP5485406B2 JP2012535450A JP2012535450A JP5485406B2 JP 5485406 B2 JP5485406 B2 JP 5485406B2 JP 2012535450 A JP2012535450 A JP 2012535450A JP 2012535450 A JP2012535450 A JP 2012535450A JP 5485406 B2 JP5485406 B2 JP 5485406B2
- Authority
- JP
- Japan
- Prior art keywords
- human sebum
- refined
- weight
- mimetic
- phytosterol
- 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.)
- Active
Links
- 210000002374 sebum Anatomy 0.000 title claims description 76
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 235000019493 Macadamia oil Nutrition 0.000 claims description 24
- 239000010469 macadamia oil Substances 0.000 claims description 24
- 229940119170 jojoba wax Drugs 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 22
- 239000004164 Wax ester Substances 0.000 claims description 12
- 235000019386 wax ester Nutrition 0.000 claims description 12
- 238000005809 transesterification reaction Methods 0.000 claims description 11
- 239000006210 lotion Substances 0.000 claims description 9
- 230000003278 mimic effect Effects 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 230000003750 conditioning effect Effects 0.000 claims description 5
- 239000011732 tocopherol Substances 0.000 claims description 5
- 229930003799 tocopherol Natural products 0.000 claims description 5
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 4
- 239000000049 pigment Substances 0.000 claims description 4
- 229960001295 tocopherol Drugs 0.000 claims description 4
- 235000010384 tocopherol Nutrition 0.000 claims description 4
- 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 4
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 239000013538 functional additive Substances 0.000 claims description 3
- 238000004061 bleaching Methods 0.000 claims description 2
- 239000003974 emollient agent Substances 0.000 claims description 2
- 239000003755 preservative agent Substances 0.000 claims description 2
- 239000002562 thickening agent Substances 0.000 claims description 2
- 235000006708 antioxidants Nutrition 0.000 claims 1
- 230000001877 deodorizing effect Effects 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 239000003906 humectant Substances 0.000 claims 1
- 235000019149 tocopherols Nutrition 0.000 claims 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 claims 1
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 26
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 21
- 239000000203 mixture Substances 0.000 description 21
- 235000021319 Palmitoleic acid Nutrition 0.000 description 13
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 13
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 10
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 10
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 10
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 10
- 239000005642 Oleic acid Substances 0.000 description 10
- 235000021314 Palmitic acid Nutrition 0.000 description 10
- 239000004615 ingredient Substances 0.000 description 10
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 10
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 10
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- 241000196324 Embryophyta Species 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 150000004665 fatty acids Chemical group 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- 235000015112 vegetable and seed oil Nutrition 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 235000021588 free fatty acids Nutrition 0.000 description 3
- 210000004761 scalp Anatomy 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 description 2
- 241000124008 Mammalia Species 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 229930182558 Sterol Natural products 0.000 description 2
- BHEOSNUKNHRBNM-UHFFFAOYSA-N Tetramethylsqualene Natural products CC(=C)C(C)CCC(=C)C(C)CCC(C)=CCCC=C(C)CCC(C)C(=C)CCC(C)C(C)=C BHEOSNUKNHRBNM-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N dodecahydrosqualene Natural products CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- 230000001815 facial effect Effects 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 230000003020 moisturizing effect Effects 0.000 description 2
- 229940068065 phytosterols Drugs 0.000 description 2
- 229940031439 squalene Drugs 0.000 description 2
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 2
- 235000003702 sterols Nutrition 0.000 description 2
- 150000003626 triacylglycerols Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 230000037303 wrinkles Effects 0.000 description 2
- 241000596117 Alophia Species 0.000 description 1
- 241001071161 Asclepias Species 0.000 description 1
- 208000035985 Body Odor Diseases 0.000 description 1
- 208000001840 Dandruff Diseases 0.000 description 1
- 206010012444 Dermatitis diaper Diseases 0.000 description 1
- 208000003105 Diaper Rash Diseases 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 208000002720 Malnutrition Diseases 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- 208000003251 Pruritus Diseases 0.000 description 1
- 206010040904 Skin odour abnormal Diseases 0.000 description 1
- 206010040954 Skin wrinkling Diseases 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 241000534509 Telopea Species 0.000 description 1
- 241000736893 Thunbergia Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 238000003287 bathing Methods 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 230000003822 cell turnover Effects 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 150000001840 cholesterol esters Chemical class 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 230000037308 hair color Effects 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 230000009442 healing mechanism Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 230000007803 itching Effects 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 230000008338 local blood flow Effects 0.000 description 1
- 230000001071 malnutrition Effects 0.000 description 1
- 235000000824 malnutrition Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 208000015380 nutritional deficiency disease Diseases 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 235000019645 odor Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- SECPZKHBENQXJG-FPLPWBNLSA-M palmitoleate Chemical compound CCCCCC\C=C/CCCCCCCC([O-])=O SECPZKHBENQXJG-FPLPWBNLSA-M 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000003016 pheromone Substances 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 229920002553 poly(2-methacrylolyloxyethyltrimethylammonium chloride) polymer Polymers 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000008263 repair mechanism Effects 0.000 description 1
- NNNVXFKZMRGJPM-KHPPLWFESA-N sapienic acid Chemical compound CCCCCCCCC\C=C/CCCCC(O)=O NNNVXFKZMRGJPM-KHPPLWFESA-N 0.000 description 1
- 210000001732 sebaceous gland Anatomy 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 230000037067 skin hydration Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- -1 sterol esters Chemical class 0.000 description 1
- 150000003432 sterols Chemical class 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-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
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
-
- 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
- A61K8/31—Hydrocarbons
-
- 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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
-
- 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
- A61K8/37—Esters of carboxylic acids
-
- 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
- A61K8/63—Steroids; Derivatives thereof
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical & Material Sciences (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25490909P | 2009-10-26 | 2009-10-26 | |
| US61/254,909 | 2009-10-26 | ||
| US36356410P | 2010-07-12 | 2010-07-12 | |
| US61/363,564 | 2010-07-12 | ||
| US12/911,150 US8343468B2 (en) | 2009-10-26 | 2010-10-25 | Human sebum mimetics derived from botanical sources and methods for making the same |
| US12/911,150 | 2010-10-25 | ||
| PCT/US2010/054028 WO2011056535A2 (en) | 2009-10-26 | 2010-10-26 | Human sebum mimetics derived from botanical sources and methods for making the same |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014029929A Division JP6033245B2 (ja) | 2009-10-26 | 2014-02-19 | 植物源由来のヒト皮脂模倣物質およびその製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013508419A JP2013508419A (ja) | 2013-03-07 |
| JP2013508419A5 JP2013508419A5 (enExample) | 2013-10-24 |
| JP5485406B2 true JP5485406B2 (ja) | 2014-05-07 |
Family
ID=43898616
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012535450A Active JP5485406B2 (ja) | 2009-10-26 | 2010-10-26 | 植物源由来のヒト皮脂模倣物質およびその製造方法 |
| JP2014029929A Active JP6033245B2 (ja) | 2009-10-26 | 2014-02-19 | 植物源由来のヒト皮脂模倣物質およびその製造方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014029929A Active JP6033245B2 (ja) | 2009-10-26 | 2014-02-19 | 植物源由来のヒト皮脂模倣物質およびその製造方法 |
Country Status (5)
| Country | Link |
|---|---|
| US (3) | US8343468B2 (enExample) |
| EP (1) | EP2493447B1 (enExample) |
| JP (2) | JP5485406B2 (enExample) |
| CA (1) | CA2774971C (enExample) |
| WO (1) | WO2011056535A2 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9289373B2 (en) | 2009-10-26 | 2016-03-22 | International Flora Technologies, Ltd. | Human sebum mimetics derived from botanical sources and methods for making the same |
| JP2015527393A (ja) * | 2012-09-05 | 2015-09-17 | インターナショナル フローラ テクノロジーズ，リミテッド | 植物源由来のヒト皮脂模倣物質およびその製造方法 |
| JP6562921B2 (ja) * | 2013-12-18 | 2019-08-21 | インターナショナル フローラ テクノロジーズ，リミテッド | 植物源に由来するヒト皮脂ミメティックおよびその製造方法 |
| US11248245B2 (en) | 2014-12-19 | 2022-02-15 | International Flora Technologies, Ltd. | Processes and systems for catalytic manufacture of wax ester derivatives |
| JP6887854B2 (ja) * | 2017-04-04 | 2021-06-16 | 株式会社ディーエイチシー | 固形状クレンジング剤 |
| DE102020202017A1 (de) * | 2020-02-18 | 2021-08-19 | Henkel Ag & Co. Kgaa | Textilbehandlungsmittel |
| BR112022016789A2 (pt) | 2020-02-28 | 2022-10-11 | H Ma Joyce | Formulações e usos das mesmas |
| EP4018994A1 (en) * | 2021-05-28 | 2022-06-29 | Clariant International Ltd | Composition comprising oils, free fatty acids and squalene |
| KR102444926B1 (ko) * | 2022-05-04 | 2022-09-21 | 주식회사 삼광켐 | 식물성 재조합 유사 밍크오일 및 이를 포함하는 화장료 조성물 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5494657A (en) * | 1992-04-30 | 1996-02-27 | Swenson; Russell H. | Skin care formulation |
| US5968530A (en) * | 1997-10-17 | 1999-10-19 | International Flora Technologies, Inc. | Emollient compositions |
| FR2792190B1 (fr) | 1999-04-16 | 2001-09-28 | Sophim | Procede de fabrication d'un emollient non gras a base de cires-esters |
| US20080254150A1 (en) | 2000-01-03 | 2008-10-16 | Rheins Lawrence A | Management of dermatitic symptoms of mammalian integument with emollient disinfectant formulations |
| IT1317890B1 (it) | 2000-08-03 | 2003-07-15 | Idi Irccs | Preparato da utilizzare come componente lipidico nei cosmetici. |
| IT1317911B1 (it) | 2000-09-28 | 2003-07-15 | Idi Irccs | Formulazione cosmetica. |
| FR2815254B1 (fr) | 2000-10-13 | 2003-02-07 | Sophim | Formulation contenant un emollient non gras a base de cires-esters |
| FR2829385B1 (fr) * | 2001-09-11 | 2005-08-05 | Oreal | Compositions cosmetiques contenant un copolymere d'acide methacrylique, une huile et leurs utilisations |
| FR2831442B1 (fr) | 2001-10-30 | 2005-02-11 | Oreal | Composition cosmetique mimant le sebum, et utilisations |
| US6706768B2 (en) * | 2002-03-21 | 2004-03-16 | International Flora Technologies, Ltd. | Production and use of novel alkoxylated monoesters |
| FR2847164A1 (fr) | 2002-11-19 | 2004-05-21 | Oreal | Sebum artificiel |
| CA2534961C (en) * | 2003-09-10 | 2009-06-16 | Eastman Chemical Company | Process for the recovery of a phytolipid composition |
| JP2006096703A (ja) * | 2004-09-29 | 2006-04-13 | Croda Japan Kk | ステロール誘導体 |
| US20080251150A1 (en) | 2007-04-13 | 2008-10-16 | Dennis Denooy | Apparatus and method for managing runoff water from a down spout of a gutter system |
| JP2009161506A (ja) * | 2007-12-10 | 2009-07-23 | Jex Inc | 化粧料 |
-
2010
- 2010-10-25 US US12/911,150 patent/US8343468B2/en not_active Ceased
- 2010-10-26 EP EP10773791.8A patent/EP2493447B1/en active Active
- 2010-10-26 CA CA2774971A patent/CA2774971C/en active Active
- 2010-10-26 JP JP2012535450A patent/JP5485406B2/ja active Active
- 2010-10-26 WO PCT/US2010/054028 patent/WO2011056535A2/en not_active Ceased
-
2012
- 2012-11-26 US US13/685,206 patent/US8765105B2/en active Active
-
2013
- 2013-02-25 US US13/776,199 patent/USRE44718E1/en active Active
-
2014
- 2014-02-19 JP JP2014029929A patent/JP6033245B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP2493447A2 (en) | 2012-09-05 |
| WO2011056535A3 (en) | 2011-08-11 |
| JP6033245B2 (ja) | 2016-11-30 |
| US20110097292A1 (en) | 2011-04-28 |
| CA2774971A1 (en) | 2011-05-12 |
| JP2013508419A (ja) | 2013-03-07 |
| JP2014101375A (ja) | 2014-06-05 |
| CA2774971C (en) | 2018-06-19 |
| US20130183259A1 (en) | 2013-07-18 |
| US8765105B2 (en) | 2014-07-01 |
| US8343468B2 (en) | 2013-01-01 |
| EP2493447B1 (en) | 2018-05-30 |
| WO2011056535A2 (en) | 2011-05-12 |
| USRE44718E1 (en) | 2014-01-21 |
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