JP6332968B2 - ククルビン酸化合物およびアクリルコポリマーを含む化粧用組成物 - Google Patents
ククルビン酸化合物およびアクリルコポリマーを含む化粧用組成物 Download PDFInfo
- Publication number
- JP6332968B2 JP6332968B2 JP2013545213A JP2013545213A JP6332968B2 JP 6332968 B2 JP6332968 B2 JP 6332968B2 JP 2013545213 A JP2013545213 A JP 2013545213A JP 2013545213 A JP2013545213 A JP 2013545213A JP 6332968 B2 JP6332968 B2 JP 6332968B2
- Authority
- JP
- Japan
- Prior art keywords
- composition
- composition according
- salts
- present
- acrylate
- 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
- 239000000203 mixture Substances 0.000 title claims description 98
- -1 cucurbic acid compound Chemical class 0.000 title claims description 19
- 239000002537 cosmetic Substances 0.000 title description 9
- LYSGIJUGUGJIPS-VWYCJHECSA-N UNPD204931 Natural products CCC=CC[C@@H]1[C@@H](O)CC[C@@H]1CC(O)=O LYSGIJUGUGJIPS-VWYCJHECSA-N 0.000 title description 6
- LYSGIJUGUGJIPS-UHFFFAOYSA-N beta-Cucurbic acid Natural products CCC=CCC1C(O)CCC1CC(O)=O LYSGIJUGUGJIPS-UHFFFAOYSA-N 0.000 title description 6
- FRUCUWUFGHVLGX-GUBZILKMSA-N cucurbic acid Natural products CCC=C/C[C@@H]1[C@@H](O)CC[C@@H]1C(=O)O FRUCUWUFGHVLGX-GUBZILKMSA-N 0.000 title description 6
- 229920006243 acrylic copolymer Polymers 0.000 title 1
- 229920001577 copolymer Polymers 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 11
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims description 10
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 10
- 102000011782 Keratins Human genes 0.000 claims description 10
- 108010076876 Keratins Proteins 0.000 claims description 10
- 159000000000 sodium salts Chemical class 0.000 claims description 9
- AXMWVEOITAQHFI-UHFFFAOYSA-N 2-(3-hydroxy-2-pentylcyclopentyl)acetic acid Chemical compound CCCCCC1C(O)CCC1CC(O)=O AXMWVEOITAQHFI-UHFFFAOYSA-N 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000012736 aqueous medium Substances 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 150000001805 chlorine compounds Chemical group 0.000 claims description 3
- 239000007764 o/w emulsion Substances 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 230000001225 therapeutic effect Effects 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 claims 1
- 239000003921 oil Substances 0.000 description 12
- 235000019198 oils Nutrition 0.000 description 11
- 239000012071 phase Substances 0.000 description 10
- 210000003491 skin Anatomy 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 239000003995 emulsifying agent Substances 0.000 description 8
- 238000009472 formulation Methods 0.000 description 7
- 229920001519 homopolymer Polymers 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 5
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- FWFUWXVFYKCSQA-UHFFFAOYSA-M sodium;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C FWFUWXVFYKCSQA-UHFFFAOYSA-M 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 239000001993 wax Substances 0.000 description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 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 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- LYSGIJUGUGJIPS-UOMVISFLSA-N (+)-cucurbic acid Chemical class CC\C=C/C[C@@H]1[C@@H](O)CC[C@@H]1CC(O)=O LYSGIJUGUGJIPS-UOMVISFLSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- IRLPACMLTUPBCL-KQYNXXCUSA-N 5'-adenylyl sulfate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O IRLPACMLTUPBCL-KQYNXXCUSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000004472 Lysine Substances 0.000 description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 229940052303 ethers for general anesthesia Drugs 0.000 description 2
- 230000001815 facial effect Effects 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000003349 gelling agent Substances 0.000 description 2
- 210000004209 hair Anatomy 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- 210000004400 mucous membrane Anatomy 0.000 description 2
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 2
- 239000000346 nonvolatile oil Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 159000000001 potassium salts Chemical class 0.000 description 2
- 210000004761 scalp Anatomy 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 229920002379 silicone rubber Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- 229940096522 trimethylolpropane triacrylate Drugs 0.000 description 2
- 239000000341 volatile oil Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- CYIGRWUIQAVBFG-UHFFFAOYSA-N 1,2-bis(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOCCOC=C CYIGRWUIQAVBFG-UHFFFAOYSA-N 0.000 description 1
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- LYSGIJUGUGJIPS-ARJAWSKDSA-N 2-[3-hydroxy-2-[(z)-pent-2-enyl]cyclopentyl]acetic acid Chemical compound CC\C=C/CC1C(O)CCC1CC(O)=O LYSGIJUGUGJIPS-ARJAWSKDSA-N 0.000 description 1
- UXFQFBNBSPQBJW-UHFFFAOYSA-N 2-amino-2-methylpropane-1,3-diol Chemical compound OCC(N)(C)CO UXFQFBNBSPQBJW-UHFFFAOYSA-N 0.000 description 1
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- TURITJIWSQEMDB-UHFFFAOYSA-N 2-methyl-n-[(2-methylprop-2-enoylamino)methyl]prop-2-enamide Chemical compound CC(=C)C(=O)NCNC(=O)C(C)=C TURITJIWSQEMDB-UHFFFAOYSA-N 0.000 description 1
- BXAAQNFGSQKPDZ-UHFFFAOYSA-N 3-[1,2,2-tris(prop-2-enoxy)ethoxy]prop-1-ene Chemical compound C=CCOC(OCC=C)C(OCC=C)OCC=C BXAAQNFGSQKPDZ-UHFFFAOYSA-N 0.000 description 1
- 239000004910 After sun product Substances 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 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 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 206010040844 Skin exfoliation Diseases 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 description 1
- 241001135917 Vitellaria paradoxa Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 150000001484 arginines Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- JQRRFDWXQOQICD-UHFFFAOYSA-N biphenylen-1-ylboronic acid Chemical compound C12=CC=CC=C2C2=C1C=CC=C2B(O)O JQRRFDWXQOQICD-UHFFFAOYSA-N 0.000 description 1
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 description 1
- BRXCDHOLJPJLLT-UHFFFAOYSA-N butane-2-sulfonic acid Chemical compound CCC(C)S(O)(=O)=O BRXCDHOLJPJLLT-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 229940086555 cyclomethicone Drugs 0.000 description 1
- 239000007854 depigmenting agent Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 210000004709 eyebrow Anatomy 0.000 description 1
- 210000000720 eyelash Anatomy 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 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 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000007529 inorganic bases Chemical group 0.000 description 1
- 210000000088 lip Anatomy 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 210000000282 nail Anatomy 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
- 150000007530 organic bases Chemical class 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000010702 perfluoropolyether Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 230000009759 skin aging Effects 0.000 description 1
- 208000010744 skin desquamation Diseases 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 159000000008 strontium salts Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical class OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- A61K8/30—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
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
-
- 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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/48—Thickener, Thickening system
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)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
より詳細には、本発明の組成物はケラチン物質のケアおよび/またはメークアップを意図している。
R1は、COOR3基を表わし、式中、R3は、水素原子または1つもしくは複数のヒドロキシル基で任意選択で置換されているC1〜C4アルキル基を意味し;
R2は、直鎖状で1から18個の炭素原子を有するか、または分枝状もしくは環状で3から18個の炭素原子を有する飽和または不飽和の炭化水素基を表わす);
ならびにこれらの光学異性体および対応する塩
から選択される化合物である。
有利にはコポリマーはナトリウム塩の形態で塩化されている。
好ましくは、このA/B重量比は、0.5から3であってよい。優先的には、このA/B重量比は、0.5から2.5であってよい。
発泡性界面活性剤は、洗剤であり、乳化剤とはHLB値(親水性/親油性バランス)が異なっている。HLBは分子中の親水性部分と親油性部分との比率である。用語HLBは、当業者にはよく知られており、例えば、「The HLB system. A time-saving guide to Emulsifier Selection」(出版ICI Americas Inc.;1984年)に記述されている。乳化剤では、HLBは一般に、W/Oエマルションの製剤で3から8であり、O/Wエマルションの製剤で8から18であるが、その一方で、発泡性界面活性剤は一般に20超のHLBを有する。発泡性界面活性剤は、例えば、欧州特許出願EP-A-1702609に記述されている。
「生理学的に許容できる媒体」は、例えば、非限定的に、皮膚、粘膜、爪、頭皮および/または頭髪などのヒトのケラチン線維および/またはケラチン物質との適合性のある媒体を意味する。
この生理学的に許容できる水性媒体は、1つの水相を、任意選択で、C1〜C8アルコール、特にエタノール、イソプロパノール、tert-ブタノール、n-ブタノール;グリセロール、プロピレングリコール、ブチレングリコールなどのポリオール、およびポリオールエーテルなどの1つまたは複数の有機溶媒との混合物として、またはそれらの1つまたは複数の有機溶媒を伴わずに、含む。
(比較実施例1から4)
下記の表に記載の4つの組成物(フェイスケアクリーム)を作製した:3-ヒドロキシ-2-ペンチルシクロペンタン酢酸のナトリウム塩および2-アクリルアミド-2-メチルプロパンスルホン酸ナトリウム/メタクリル酸2-ヒドロキシエチルコポリマーを含む本発明に基づく2つの組成物(実施例3および4)、ならびに2つの非発明組成物(1つは2つの化合物を含まない組成物(比較例2)であり、もう1つはコポリマーを含まない組成物(比較例1))である。
次いで、周囲温度で24時間保管後の組成物の粘度の測定を行った(粘度は25℃においてスピンドルM3を付けたRheomat 180を用いて200回転/分で10分間回転させた後測定した)。
組成物をさらに25℃、900Gで1時間遠心分離した。
さらに、組成物を顕微鏡を用いて評価した。
また、各組成物の安定性について周囲温度(25℃)および45℃での2ヶ月間の保管後に評価を行った。
得られた結果は下記の通りであった:
3-ヒドロキシ-2-ペンチルシクロペンタン酢酸のナトリウム塩のみを含む処方(比較例1)は安定ではない:対照ビヒクル中にこの活性成分を導入することが組成物を不安定化する。
3-ヒドロキシ-2-ペンチルシクロペンタン酢酸のナトリウム塩および2-アクリルアミド-2-メチルプロパンスルホン酸ナトリウム/メタクリル酸2-ヒドロキシエチルコポリマーを含む本発明の処方(実施例3)は安定である。したがって、このコポリマーは酸性の活性成分を含む組成物を安定化する。
さらに、アンモニア水で部分的に中和され、高度に架橋されたポリアクリルアミドメチルプロパンスルホン酸(ClariantのHostacerin AMPS(登録商標))を追加的に含む実施例3の組成物は、皮膚に適用したとき、実施例4の組成物よりもべたつきの少ない外観を示す。
下記の表に記載の3つの組成物(フェイスケアクリーム)を作製した:3-ヒドロキシ-2-ペンチルシクロペンタン酢酸のナトリウム塩および2-アクリルアミド-2-メチルプロパンスルホン酸ナトリウム/メタクリル酸2-ヒドロキシエチルコポリマーを含む本発明に基づく1つの組成物(実施例7)、ならびに2つの非発明組成物:1つはコポリマーを含まない組成物(比較例5)でありもう1つは酸性の活性成分を含まない組成物(比較例6)である。
さらに、組成物を顕微鏡を用いて評価した。
得られた結果は下記の通りであった:
Claims (10)
- 前記化合物(I)において、R 2が、2から6個の炭素原子を有する飽和または不飽和の直鎖状炭化水素基を表わすことを特徴とする、請求項1に記載の組成物。
- 前記化合物(I)が3-ヒドロキシ-2-ペンチルシクロペンタン酢酸であることを特徴とする、請求項1または2に記載の組成物。
- 前記式(I)の化合物が、組成物の全重量に対して、1重量%から10重量%の量で存在することを特徴とする、請求項1から3のいずれか一項に記載の組成物。
- 前記2-アクリルアミド-2-メチルプロパンスルホン酸とヒドロキシル化C2〜C4アルキル(メタ)アクリレートとのコポリマーが、アルカリ金属塩、アンモニウム塩、アミノアルコール塩およびアミノ酸塩から選択される塩の形態で塩化されていることを特徴とする、請求項1から4のいずれか一項に記載の組成物。
- 前記2-アクリルアミド-2-メチルプロパンスルホン酸とヒドロキシル化C2〜C4アルキル(メタ)アクリレートとのコポリマーが、ナトリウム塩の形態で塩化されていることを特徴とする、請求項1から5のいずれか一項に記載の組成物。
- 前記2-アクリルアミド-2-メチルプロパンスルホン酸とヒドロキシル化C2〜C4アルキル(メタ)アクリレートとのコポリマーが、組成物の全重量に対して0.1重量%から10重量%の量で存在することを特徴とする、請求項1から6のいずれか一項に記載の組成物。
- 前記コポリマーが、組成物の全重量に対して0.5重量%から5重量%の量で存在する、請求項7に記載の組成物。
- 水中油型エマルションの形態を取ることを特徴とする、請求項1から8のいずれか一項に記載の組成物。
- ケラチン物質の非治療的処置のための方法であって、前記ケラチン物質に請求項1から9のいずれか一項に記載の組成物を適用することを含む方法。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1060817A FR2968950B1 (fr) | 2010-12-20 | 2010-12-20 | Composition cosmetique comprenant un compose d'acide cucurbique |
FR1060817 | 2010-12-20 | ||
US201061427234P | 2010-12-27 | 2010-12-27 | |
US61/427,234 | 2010-12-27 | ||
PCT/EP2011/072979 WO2012084699A2 (en) | 2010-12-20 | 2011-12-15 | Cosmetic composition comprising a cucurbic acid compound and an acrylic copolymer |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2014500284A JP2014500284A (ja) | 2014-01-09 |
JP6332968B2 true JP6332968B2 (ja) | 2018-05-30 |
Family
ID=44484996
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2013545213A Active JP6332968B2 (ja) | 2010-12-20 | 2011-12-15 | ククルビン酸化合物およびアクリルコポリマーを含む化粧用組成物 |
Country Status (8)
Country | Link |
---|---|
US (1) | US9265704B2 (ja) |
EP (1) | EP2654692B1 (ja) |
JP (1) | JP6332968B2 (ja) |
KR (1) | KR101972753B1 (ja) |
BR (1) | BR112013015453B1 (ja) |
ES (1) | ES2616448T3 (ja) |
FR (1) | FR2968950B1 (ja) |
WO (1) | WO2012084699A2 (ja) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2694022B1 (fr) * | 2011-04-05 | 2016-09-28 | L'oreal | Composition cosmétique comprenant un composé d'acide cucurbique et un mélange de polymères sulfonique et acrylique |
CN104902864B (zh) | 2012-12-21 | 2020-09-01 | 莱雅公司 | 化妆品组合物 |
JP2014122191A (ja) * | 2012-12-21 | 2014-07-03 | L'oreal Sa | 油、非イオン界面活性剤及びジャスモン酸誘導体を含む化粧品組成物 |
ES2667679T3 (es) * | 2013-07-04 | 2018-05-14 | L'oréal | Composición cosmética que comprende un cuerpo graso pastoso y un derivado no iónico de celulosa modificado hidrófobo |
FR3007974B1 (fr) * | 2013-07-04 | 2015-08-07 | Oreal | Composition comprenant un derive c-glycoside ou un derive d'acide cucurbique, un corps gras pateux et un derive non ionique de cellulose modifie hydrophobe |
FR3008611B1 (fr) * | 2013-07-18 | 2016-09-23 | Oreal | Composition cosmetique comprenant un compose d'acide cucurbique et un tensioactif anionique derive d'acide amine |
US9539198B2 (en) | 2013-12-20 | 2017-01-10 | L'oreal | Photoprotection composition containing high levels of water-soluble UV filters |
US9943477B2 (en) | 2013-12-20 | 2018-04-17 | L'oreal | Emulsion compositions containing a novel preservative system |
US9034833B1 (en) | 2013-12-20 | 2015-05-19 | L'oreal | Anti-aging composition containing high levels of a jasmonic acid derivative |
US9545373B2 (en) | 2013-12-20 | 2017-01-17 | L'oreal | Translucent cosmetic composition in the form of a water-in-oil emulsion |
US9237998B2 (en) | 2013-12-20 | 2016-01-19 | L'oreal | Carrier system for water-soluble active ingredients |
FR3033559B1 (fr) * | 2015-03-13 | 2020-11-20 | Oreal | Procede de synthese de nouveaux composes derives d'acide 3-hydroxy-cyclopentyl acetique |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3524735B2 (ja) * | 1996-10-21 | 2004-05-10 | 花王株式会社 | 洗浄剤組成物 |
FR2835525B1 (fr) * | 2002-02-04 | 2006-02-10 | Oreal | Nouveaux composes, compositions les comprenant et leur utilisation pour favoriser la desquamation |
US8603502B2 (en) * | 2002-02-04 | 2013-12-10 | L'oreal S.A. | Compositions comprising jasmonic acid derivatives and use of these derivatives |
JP2003300856A (ja) * | 2002-04-05 | 2003-10-21 | Fancl Corp | 化粧料組成物 |
FR2856691B1 (fr) | 2003-06-26 | 2005-08-26 | Seppic Sa | Nouveau polymere en poudre, procede pour sa preparation et utilisation comme epaississant |
JP4438388B2 (ja) | 2003-11-14 | 2010-03-24 | コニカミノルタビジネステクノロジーズ株式会社 | トナー製造方法、トナー及びトナー製造装置 |
JP4401875B2 (ja) | 2004-06-24 | 2010-01-20 | 株式会社資生堂 | 水中油型乳化組成物 |
FR2883174B1 (fr) | 2005-03-17 | 2007-05-11 | Oreal | Composition cosmetique de nettoyage contenant un compose d'uree et un polymere |
DE102007029735A1 (de) * | 2007-06-25 | 2009-01-08 | Beiersdorf Ag | Copolymer mit wasserlöslichen Lipiden |
FR2921255B1 (fr) | 2007-09-21 | 2013-12-27 | Oreal | Utilisation d'un derive d'acide jasmonique a titre d'agent depigmentant |
CN101951881B (zh) | 2007-12-05 | 2013-08-14 | 欧莱雅公司 | 使用含有硅氧烷树脂和挥发性烃基溶剂的组合物的美容方法 |
FR2954123B1 (fr) * | 2009-12-22 | 2012-02-03 | Oreal | Composition cosmetique de nettoyage comprenant un derive d'acide jasmonique et un tensioactif |
-
2010
- 2010-12-20 FR FR1060817A patent/FR2968950B1/fr not_active Expired - Fee Related
-
2011
- 2011-12-15 ES ES11794525.3T patent/ES2616448T3/es active Active
- 2011-12-15 KR KR1020137018816A patent/KR101972753B1/ko active IP Right Grant
- 2011-12-15 EP EP11794525.3A patent/EP2654692B1/en active Active
- 2011-12-15 WO PCT/EP2011/072979 patent/WO2012084699A2/en active Application Filing
- 2011-12-15 JP JP2013545213A patent/JP6332968B2/ja active Active
- 2011-12-15 BR BR112013015453-5A patent/BR112013015453B1/pt active IP Right Grant
- 2011-12-15 US US13/995,704 patent/US9265704B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
EP2654692B1 (en) | 2016-12-07 |
BR112013015453A2 (pt) | 2017-01-31 |
US20130315853A1 (en) | 2013-11-28 |
EP2654692A2 (en) | 2013-10-30 |
KR101972753B1 (ko) | 2019-04-29 |
WO2012084699A2 (en) | 2012-06-28 |
KR20140003480A (ko) | 2014-01-09 |
WO2012084699A3 (en) | 2012-12-20 |
BR112013015453B1 (pt) | 2018-02-14 |
FR2968950A1 (fr) | 2012-06-22 |
JP2014500284A (ja) | 2014-01-09 |
FR2968950B1 (fr) | 2013-06-07 |
ES2616448T3 (es) | 2017-06-13 |
US9265704B2 (en) | 2016-02-23 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6332968B2 (ja) | ククルビン酸化合物およびアクリルコポリマーを含む化粧用組成物 | |
RU2141812C1 (ru) | Косметическая и/или дерматологическая композиция в форме эмульсии масло-в- воде и способ нетерапевтической обработки кожи указанной композицией | |
KR100424504B1 (ko) | 친수성 증점 화합물 및 증점 공중합체를 함유한 유제, 상기 유제를 함유한 조성물 및 이의 용도 | |
JP5796017B2 (ja) | ジャスモン酸化合物を含む化粧品用組成物 | |
JP6100235B2 (ja) | ククルビン酸化合物と、スルホンおよびアクリルポリマーのブレンドとを含む化粧料組成物 | |
JP2001019850A (ja) | 水中油型エマルジョンの形態の組成物及びその使用、特に美容のための使用 | |
JPH10212226A (ja) | 少なくとも一つの植物起源蛋白質および/または少なくとも一つの動物起源蛋白質と、少なくとも一つの架橋ポリ(2−アクリルアミド−2−メチルプロパンスルホン酸)とを含有する局所用組成物 | |
JP2007169667A (ja) | 非固形組成物を安定化するための組成物 | |
WO2012136818A2 (en) | Cosmetic composition comprising a cucurbic acid compound and a blend of acrylic polymers | |
US20030215413A1 (en) | Compositions containing stabilized retinoid | |
JP2016147824A (ja) | 化粧料及びその化粧料を用いた肌の美容方法 | |
WO2015007567A1 (en) | Cosmetic composition comprising a cucurbic acid compound and an amino acid-based anionic surfactant | |
JP2001039840A (ja) | 非乳化系毛髪化粧料 | |
BR112019010229B1 (pt) | Método para modelar os cabelos e uso de uma composição para cuidados com os cabelos em gel-creme | |
EP3829523B1 (en) | Oil-in-water composition comprising a hydrophobic polymer | |
JP2000086439A (ja) | ジェル状化粧料 | |
JP6776349B2 (ja) | ヒドロキシル化ジフェニルメタン誘導体を含む組成物 | |
RU2794594C2 (ru) | Увлажняющие крем и лосьон | |
CN111031997A (zh) | 用于除去皮肤上的化妆品的包含疏水性聚合物的组合物 | |
JP2001002520A (ja) | 高内水相油中水型乳化化粧料 | |
BR112020026499B1 (pt) | Composição, método para o cuidado da pele e uso da composição | |
FR3030249A1 (fr) | Composition aqueuse comprenant un compose 4-(heterocycloalkyl)-benzene-1,3-diol, un polymere et un glycol | |
JP2006282560A (ja) | 頭髪用組成物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20141118 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20150727 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20150803 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20151030 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20160318 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20160715 |
|
A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20160726 |
|
A912 | Re-examination (zenchi) completed and case transferred to appeal board |
Free format text: JAPANESE INTERMEDIATE CODE: A912 Effective date: 20160819 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20171031 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20180126 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20180424 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6332968 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |