CN1839143A - 抗坏血酸衍生物及美白化妆材料 - Google Patents
抗坏血酸衍生物及美白化妆材料 Download PDFInfo
- Publication number
- CN1839143A CN1839143A CNA2005800007476A CN200580000747A CN1839143A CN 1839143 A CN1839143 A CN 1839143A CN A2005800007476 A CNA2005800007476 A CN A2005800007476A CN 200580000747 A CN200580000747 A CN 200580000747A CN 1839143 A CN1839143 A CN 1839143A
- Authority
- CN
- China
- Prior art keywords
- ascorbic acid
- phosphoric acid
- xitix
- skin
- acid esters
- 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.)
- Granted
Links
- 239000002537 cosmetic Substances 0.000 title claims abstract description 34
- 125000003289 ascorbyl group Chemical class [H]O[C@@]([H])(C([H])([H])O*)[C@@]1([H])OC(=O)C(O*)=C1O* 0.000 title 1
- 229960005070 ascorbic acid Drugs 0.000 claims abstract description 144
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims abstract description 105
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 31
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 27
- 238000000034 method Methods 0.000 claims abstract description 24
- 238000004519 manufacturing process Methods 0.000 claims abstract description 20
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims abstract description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract 6
- -1 2-heptyl undecyl Chemical group 0.000 claims description 66
- 239000011668 ascorbic acid Substances 0.000 claims description 50
- 235000010323 ascorbic acid Nutrition 0.000 claims description 50
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 20
- 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 claims description 19
- WVPKAWVFTPWPDB-UHFFFAOYSA-N dichlorophosphinic acid Chemical compound OP(Cl)(Cl)=O WVPKAWVFTPWPDB-UHFFFAOYSA-N 0.000 claims description 14
- 230000008859 change Effects 0.000 claims description 11
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 8
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
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- 159000000000 sodium salts Chemical group 0.000 claims description 4
- 159000000007 calcium salts Chemical class 0.000 claims description 3
- 159000000003 magnesium salts Chemical class 0.000 claims description 3
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- 230000014509 gene expression Effects 0.000 claims 1
- 239000002211 L-ascorbic acid Substances 0.000 abstract description 94
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- 239000001257 hydrogen Substances 0.000 abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 6
- 235000000069 L-ascorbic acid Nutrition 0.000 abstract description 5
- 229910019142 PO4 Inorganic materials 0.000 abstract description 5
- 239000010452 phosphate Substances 0.000 abstract description 5
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- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 3
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 abstract 2
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- MIJPAVRNWPDMOR-ZAFYKAAXSA-N L-ascorbic acid 2-phosphate Chemical class OC[C@H](O)[C@H]1OC(=O)C(OP(O)(O)=O)=C1O MIJPAVRNWPDMOR-ZAFYKAAXSA-N 0.000 abstract 1
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- 239000000463 material Substances 0.000 description 13
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- 238000004821 distillation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 150000008131 glucosides Chemical class 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 238000005858 glycosidation reaction Methods 0.000 description 1
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000036737 immune function Effects 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 125000002960 margaryl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 229940114937 microcrystalline wax Drugs 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- WCVRQHFDJLLWFE-UHFFFAOYSA-N pentane-1,2-diol Chemical compound CCCC(O)CO WCVRQHFDJLLWFE-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
Classifications
-
- 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
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
-
- 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
-
- 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
- A61K8/676—Ascorbic acid, i.e. vitamin C
-
- 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
- A61Q19/08—Anti-ageing preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
- C07F9/65515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Organic Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Molecular Biology (AREA)
- Dermatology (AREA)
- Biochemistry (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Cosmetics (AREA)
Abstract
Description
IR | Kar(cm-1) | |||
3370 | (OH) | 1765 | (C=O) | |
2954 | (CH2) | 1673 | (C=C) | |
2904 | (CH) | 1473 | (CH3) | |
2867 | (CH2) | 1216 | (P=O) | |
2715 | (P-OH) | 1043 | (P-O-C) |
1H-NMR | δ(ppm)from TMS in CDCl3 | |
1.02 | (CH3-15,24,t,6H) | |
1.30 | (CH2-9~16,18~23,bs,28H) | |
1.54 | (CH-8,bs,1H) | |
1.71 | (6-OH,bs,1H) | |
1.80 | (5-OH,bs,1H) | |
3.47 | (CH2-7,m,2H) | |
3.61 | (CH2-6,m,2H) | |
3.97 | (CH-5,m,1H) | |
4.76 | (CH-4,m,1H) |
13C-NMR | δ(ppm) from TMS in CDCl3 | ||||||
169.8174 | (C-1) | 31.2065 | (C-18) | 29.6803 | (C-21) | ||
159.2013 | (C-3) | 31.0443 | (C-20) | 29.5563 | (C-14) | ||
114.209 | (C-2) | 30.0714 | (C-22) | 29.0127 | (C-19) | ||
77.515 | (C-4) | 30.0333 | (C-11) | 28.8314 | (C-10) | ||
69.4838 | (C-6) | 29.9474 | (C-15) | 22.6029 | (C-16) | ||
69.42135 | (C-5) | 29.9093 | (C-9) | 22.4789 | (C-23) | ||
63.0931 | (C-7) | 29.8139 | (C-13) | 18.7399 | (C-17) | ||
38.0741 | (C-8) | 29.7376 | (C-12) | 18.6159 | (C-24) |
IR | KBr(cm-1) | |||
3394 | (OH) | 1731 | (C=C) | |
2955 | (CH2) | 1469 | (CH3) | |
2905 | (CH) | 1204 | (P=O) | |
1776 | (C=O) | 1034 | (P-O-C) |
1H-NMR | δ(ppm)from TMS in CD3OD | ||||
0.90~0.95 | (CH3-17,24,34,41,CH2-9~16,18~23,28~35,37~42,bs,40H) | ||||
3.67 | (CH2-7,m,2H) | ||||
3.92 | (CH-5,m,1H) | ||||
4.15 | (CH2-6,m,2H) |
13C-NMR | δ(ppm) from TMS in CD3OD | ||||||
169.8174 | (C-1) | 48.5567 | (C-9) | 28.8314 | (C-12) | ||
159.2013 | (C-3) | 48.2992 | (C-11) | 28.6502 | (C-21) | ||
114.209 | (C-2) | 38.0741 | (C-13) | 28.5548 | (C-10) | ||
77.515 | (C-4) | 37.8547 | (C-18) | 26.1321 | (C-17) | ||
69.4838 | (C-7) | 37.7402 | (C-22) | 25.9795 | (C-14) | ||
69.4265 | (C-5) | 37.4732 | (C-16) | 25.9127 | (C-23) | ||
63.0931 | (C-6) | 37.4255 | (C-20) | 18.7399 | (C-15) | ||
53.4022 | (C-8) | 29.0127 | (C-19) | 18.6159 | (C-24) |
IR | KBr(cm-1) | |||
3352 | (OH) | 1677 | (C=C) | |
2956 | (CH2) | 1467 | (CH3) | |
2926 | (CH) | 1219 | (P=O) | |
2856 | (CH2) | 1040 | (P-O-C) | |
1764 | (C=O) |
1H-NMR | δ(ppm)from TMS in CD3OD | |
0.89 | (CH3-15,23,t,6H) | |
1.10~1.33 | (CH2-9~14,16~23,bs,26H) | |
1.60 | (CH-8,bs,lH) | |
3.43 | (CH2-7,d,J=5.2Hz,2H) | |
3.67 | (CH2-6,m,2H) | |
3.93 | (CH-5,m,1H) | |
4.90 | (CH-4,m,1H) |
13C-NMR | δ(ppm)from TMS in CD3OD | ||||||
161.4093 | (C-1) | 33.0614 | (C-13) | 27.9203 | (C-20) | ||
161.3807 | (C-3) | 32.9756 | (C-21) | 27.7295 | (C-17) | ||
- | (C-2) | 31.7928 | (C-9) | 27.7104 | (C-18) | ||
76.9187 | (C-4) | 31.0393 | (C-16) | 23.7234 | (C-14) | ||
71.6154 | (C-6) | 30.7341 | (C-10) | 23.7234 | (C-22) | ||
70.4708 | (C-5) | 30.7055 | (C-11) | 14.4331 | (C-15) | ||
63.2884 | (C-7) | 30.6578 | (C-19) | 14.4331 | (C-23) | ||
39.9386 | (C-8) | 30.4384 | (C-12) |
IR | KBr(cm-1) | |||
3320 | (OH) | 1662 | (C=C) | |
2924 | (CH) | 1467 | (CH3) | |
2854 | (CH2) | 1220 | (P=O) | |
1759 | (C=O) | 1043 | (P-O-C) |
1H-NMR | δ(ppm)from TMS in CD3OD | |
0.89 | (CH3-18,26,t,J=6.9,6H) | |
1.28 | (CH2-9~17,19~25,bs,32H) | |
1.56 | (CH-8,t,J=5.8,1H) | |
3.30 | (CH2-7,dd,J=1.8,3.2,2H) | |
3.67 | (CH2-6,m,2H) | |
3.89 | (CH-5,m,1H) | |
4.87 | (CH-4,m,1H) |
13C-NMR | δ(ppm)from TMS in CD3OD | ||||||
159.5589 | (C-1) | 33.0805 | (C-24) | 30.4765 | (C-22) | ||
- | (C-3) | 31.9359 | (C-9) | 27.8153 | (C-23) | ||
- | (C-2) | 31.9073 | (C-19) | 27.7963 | (C-20) | ||
76.7661 | (C-4) | 31.1061 | (C-10) | 27.7295 | (C-21) | ||
70.5853 | (C-6) | 31.0775 | (C-11) | 23.7329 | (C-17) | ||
70.3373 | (C-5) | 30.7627 | (C-12) | 23.7329 | (C-25) | ||
63.3933 | (C-7) | 30.6864 | (C-13) | 14.4521 | (C-18) | ||
39.9386 | (C-8) | 30.6864 | (C-14) | 14.4521 | (C-26) | ||
33.0805 | (C-16) | 30.4765 | (C-15) |
实施例 | 比较例 | ||||||
8 | 9 | 10 | 11 | 12 | 1 | 2 | |
2-[2-(1,3,3-三甲基正丁基)-5,7,7-三甲基正辛基]-L-抗坏血酸磷酸酯 | 0.05 | 0.5 | 5.0 | - | - | 0.01 | - |
2-(2-己基癸基)-L-抗坏血酸磷酸酯 | - | - | 10.0 | - | - | - | |
2-双(2-辛基十二烷基)-L-抗坏血酸磷酸酯 | - | - | - | 10.0 | - | - | |
L-抗坏血酸-2葡糖苷 | - | - | - | - | - | 2.0 | |
氢氧化钠 | - | 0.2 | 0.2 | 0.05 | |||
乙醇 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 |
甘油 | 10.0 | 10.0 | 10.0 | 10.0 | 10.0 | 10.0 | 10.0 |
PDE(60)硬化蓖麻油 | 0.5 | 0.5 | 0.5 | 0.5 | 0.5 | 0.5 | 0.5 |
纯化水 | 剩余量 | 剩余量 | 剩余量 | 剩余量 | 剩余量 | 剩余量 | 剩余量 |
实施例 | 比较例 | ||||||
8 | 9 | 10 | 11 | 12 | 1 | 2 | |
累积涂布带来的美白效果 | △ | ○ | ◎ | ◎ | ◎ | × | △ |
Claims (8)
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2004089876 | 2004-03-25 | ||
JP2004089893 | 2004-03-25 | ||
JP089876/2004 | 2004-03-25 | ||
JP089893/2004 | 2004-03-25 | ||
PCT/JP2005/005532 WO2005092905A1 (ja) | 2004-03-25 | 2005-03-25 | アスコルビン酸誘導体および美白化粧料 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1839143A true CN1839143A (zh) | 2006-09-27 |
CN1839143B CN1839143B (zh) | 2011-04-06 |
Family
ID=35056135
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2005800007476A Active CN1839143B (zh) | 2004-03-25 | 2005-03-25 | 抗坏血酸衍生物及美白化妆材料 |
Country Status (7)
Country | Link |
---|---|
US (2) | US7282597B2 (zh) |
EP (1) | EP1666484B1 (zh) |
JP (1) | JP4190539B2 (zh) |
KR (1) | KR100719777B1 (zh) |
CN (1) | CN1839143B (zh) |
HK (1) | HK1094451A1 (zh) |
WO (1) | WO2005092905A1 (zh) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN113527537A (zh) * | 2021-07-14 | 2021-10-22 | 润辉生物技术(威海)有限公司 | 一种左旋维生素c透明质酸酯衍生物及其制备方法和应用 |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
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CN1839143B (zh) * | 2004-03-25 | 2011-04-06 | 东洋美丽株式会社 | 抗坏血酸衍生物及美白化妆材料 |
JP2007070239A (ja) * | 2005-09-05 | 2007-03-22 | Toyo Beauty Kk | 乳化組成物 |
KR100691540B1 (ko) * | 2006-06-22 | 2007-03-12 | 주식회사 펩트론 | 펩타이드가 결합된 안정화된 비타민 c 유도체, 이의제조방법 및 이를 함유하는 조성물 |
JP5111822B2 (ja) * | 2006-10-11 | 2013-01-09 | 東洋ビューティ株式会社 | コラーゲン産生促進剤および抗老化化粧料 |
FR2913596B1 (fr) * | 2007-03-14 | 2009-04-17 | Oreal | Procede de depigmentation des matieres keratiniques a l'aide de composes carbamates de vitamine c,et utilisations desdits composes |
JP5132208B2 (ja) * | 2007-06-28 | 2013-01-30 | 東洋ビューティ株式会社 | 化粧料 |
JP2009242276A (ja) * | 2008-03-31 | 2009-10-22 | Shiseido Co Ltd | マイクロエマルション組成物 |
FR2949065B1 (fr) * | 2009-08-17 | 2011-10-21 | Natura Cosmeticos Sa | Complexe eclaircissant la peau, utilisation dudit complexe, composition cosmetique ou pharmaceutique comprenant ledit complexe et procede pour son application |
JP4879332B2 (ja) * | 2010-02-19 | 2012-02-22 | 株式会社Hbcサイエンス研究所 | 神経障害性疼痛抑制薬 |
JP4886879B2 (ja) * | 2010-06-15 | 2012-02-29 | 東洋ビューティ株式会社 | 抗しわ剤および抗老化性化粧料 |
GB2544046A (en) * | 2015-10-30 | 2017-05-10 | Boots Co Plc | Skin care composition and method thereof |
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JPS5218191B1 (zh) | 1967-10-31 | 1977-05-20 | ||
JPS5218191A (en) | 1975-08-01 | 1977-02-10 | Seiko Instr & Electronics Ltd | Watch piezoelectric vibrator capsule and its process |
DE3308922A1 (de) | 1983-03-12 | 1984-09-13 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von fettsaeureestern der ascorbinsaeure |
JPH0228189A (ja) * | 1988-04-25 | 1990-01-30 | Takeda Chem Ind Ltd | アスコルビン酸リン酸エステル誘導体およびその製造法 |
IL89850A0 (en) * | 1988-04-25 | 1989-12-15 | Takeda Chemical Industries Ltd | Ester of ascorbic acid 2-phosphate |
JP2926412B2 (ja) | 1989-05-19 | 1999-07-28 | 株式会社林原生物化学研究所 | α―グリコシル―L―アスコルビン酸とその製造方法並びに用途 |
US5607968A (en) * | 1995-06-07 | 1997-03-04 | Avon Products, Inc. | Topical alkyl-2-O-L-ascorbyl-phosphates |
JPH10298174A (ja) | 1997-04-30 | 1998-11-10 | Showa Denko Kk | アスコルビン酸誘導体及びそれを含有するビタミンc剤 |
KR100230653B1 (ko) * | 1997-06-04 | 1999-11-15 | 서경배 | 수안정형 l-아스코르빈산 유도체 및 그의 제조방법 |
DE19824983C2 (de) * | 1997-06-04 | 2001-06-28 | Pacific Corp | 2-(3-Aminopropylphosphorsäure)-L-ascorbat, Verfahren zu seiner Herstellung und dieses enthaltende kosmetische Zubereitung zur Aufhellung der Haut |
KR100406124B1 (ko) * | 2001-03-30 | 2003-11-15 | 주식회사 태평양 | 자외선에 의해 증가하는 프로스타글란딘을 억제하는성분과 멜라닌 합성을 억제하는 성분을 동시에 함유하는미백 화장료 조성물 |
JP2003238386A (ja) * | 2002-02-15 | 2003-08-27 | Nonogawa Shoji Kk | 美白化粧料 |
JP4111856B2 (ja) | 2002-04-12 | 2008-07-02 | 昭和電工株式会社 | 安定化されたアスコルビン酸誘導体 |
CN1839143B (zh) * | 2004-03-25 | 2011-04-06 | 东洋美丽株式会社 | 抗坏血酸衍生物及美白化妆材料 |
JP4523634B2 (ja) | 2007-12-17 | 2010-08-11 | 住友ゴム工業株式会社 | ランフラットタイヤ |
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2005
- 2005-03-25 CN CN2005800007476A patent/CN1839143B/zh active Active
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- 2005-03-25 KR KR1020057019467A patent/KR100719777B1/ko active IP Right Grant
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Publication number | Priority date | Publication date | Assignee | Title |
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CN113527537A (zh) * | 2021-07-14 | 2021-10-22 | 润辉生物技术(威海)有限公司 | 一种左旋维生素c透明质酸酯衍生物及其制备方法和应用 |
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JPWO2005092905A1 (ja) | 2008-02-14 |
WO2005092905A1 (ja) | 2005-10-06 |
KR20060017753A (ko) | 2006-02-27 |
US7282597B2 (en) | 2007-10-16 |
US7569211B2 (en) | 2009-08-04 |
HK1094451A1 (en) | 2007-03-30 |
EP1666484B1 (en) | 2012-10-31 |
EP1666484A4 (en) | 2006-09-20 |
US20080253982A1 (en) | 2008-10-16 |
KR100719777B1 (ko) | 2007-05-18 |
CN1839143B (zh) | 2011-04-06 |
JP4190539B2 (ja) | 2008-12-03 |
EP1666484A1 (en) | 2006-06-07 |
US20060264407A1 (en) | 2006-11-23 |
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