JP2021080233A - Emulsion composition - Google Patents
Emulsion composition Download PDFInfo
- Publication number
- JP2021080233A JP2021080233A JP2019211525A JP2019211525A JP2021080233A JP 2021080233 A JP2021080233 A JP 2021080233A JP 2019211525 A JP2019211525 A JP 2019211525A JP 2019211525 A JP2019211525 A JP 2019211525A JP 2021080233 A JP2021080233 A JP 2021080233A
- Authority
- JP
- Japan
- Prior art keywords
- group
- mass
- alkyl
- emulsified composition
- skin
- 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.)
- Pending
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- 239000000203 mixture Substances 0.000 title claims abstract description 82
- 239000000839 emulsion Substances 0.000 title abstract 3
- -1 sterol fatty acid ester Chemical class 0.000 claims abstract description 87
- 229940106189 ceramide Drugs 0.000 claims abstract description 29
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 21
- 229930195729 fatty acid Natural products 0.000 claims abstract description 21
- 239000000194 fatty acid Substances 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 21
- WWUZIQQURGPMPG-KRWOKUGFSA-N sphingosine Chemical compound CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO WWUZIQQURGPMPG-KRWOKUGFSA-N 0.000 claims abstract description 18
- WWUZIQQURGPMPG-UHFFFAOYSA-N (-)-D-erythro-Sphingosine Natural products CCCCCCCCCCCCCC=CC(O)C(N)CO WWUZIQQURGPMPG-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229930182558 Sterol Natural products 0.000 claims abstract description 15
- 235000003702 sterols Nutrition 0.000 claims abstract description 15
- 150000003432 sterols Chemical class 0.000 claims abstract description 10
- 239000002562 thickening agent Substances 0.000 claims abstract description 8
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 7
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 6
- 150000001783 ceramides Chemical class 0.000 claims description 16
- 229920000642 polymer Polymers 0.000 claims description 14
- 239000008346 aqueous phase Substances 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 7
- 229920002125 Sokalan® Polymers 0.000 claims description 6
- 150000004676 glycans Chemical class 0.000 claims description 5
- 239000004584 polyacrylic acid Substances 0.000 claims description 5
- 229920001282 polysaccharide Polymers 0.000 claims description 5
- 239000005017 polysaccharide Substances 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 3
- 230000001804 emulsifying effect Effects 0.000 claims description 3
- 229920003169 water-soluble polymer Polymers 0.000 claims description 2
- 229920002635 polyurethane Polymers 0.000 claims 1
- 239000004814 polyurethane Substances 0.000 claims 1
- 238000003860 storage Methods 0.000 abstract description 22
- 239000007788 liquid Substances 0.000 abstract description 11
- YDNKGFDKKRUKPY-JHOUSYSJSA-N C16 ceramide Natural products CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)C=CCCCCCCCCCCCCC YDNKGFDKKRUKPY-JHOUSYSJSA-N 0.000 abstract description 10
- CRJGESKKUOMBCT-VQTJNVASSA-N N-acetylsphinganine Chemical compound CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(C)=O CRJGESKKUOMBCT-VQTJNVASSA-N 0.000 abstract description 10
- ZVEQCJWYRWKARO-UHFFFAOYSA-N ceramide Natural products CCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C=CCCC=C(C)CCCCCCCCC ZVEQCJWYRWKARO-UHFFFAOYSA-N 0.000 abstract description 10
- VVGIYYKRAMHVLU-UHFFFAOYSA-N newbouldiamide Natural products CCCCCCCCCCCCCCCCCCCC(O)C(O)C(O)C(CO)NC(=O)CCCCCCCCCCCCCCCCC VVGIYYKRAMHVLU-UHFFFAOYSA-N 0.000 abstract description 10
- 210000003491 skin Anatomy 0.000 description 50
- 150000003839 salts Chemical class 0.000 description 40
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 26
- 125000000217 alkyl group Chemical group 0.000 description 22
- 125000004432 carbon atom Chemical group C* 0.000 description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 20
- 150000004665 fatty acids Chemical class 0.000 description 14
- 239000002253 acid Substances 0.000 description 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 11
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 11
- 239000004615 ingredient Substances 0.000 description 11
- 229920001577 copolymer Polymers 0.000 description 10
- 229920006395 saturated elastomer Polymers 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 8
- 125000001183 hydrocarbyl group Chemical group 0.000 description 8
- 125000005113 hydroxyalkoxy group Chemical group 0.000 description 8
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 7
- 125000003545 alkoxy group Chemical group 0.000 description 7
- 125000005250 alkyl acrylate group Chemical group 0.000 description 7
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 7
- 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 7
- AERBNCYCJBRYDG-KSZLIROESA-N phytosphingosine Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO AERBNCYCJBRYDG-KSZLIROESA-N 0.000 description 7
- 229930195734 saturated hydrocarbon Natural products 0.000 description 7
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- AERBNCYCJBRYDG-UHFFFAOYSA-N D-ribo-phytosphingosine Natural products CCCCCCCCCCCCCCC(O)C(O)C(N)CO AERBNCYCJBRYDG-UHFFFAOYSA-N 0.000 description 6
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 125000004122 cyclic group Chemical group 0.000 description 6
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 6
- 229940033329 phytosphingosine Drugs 0.000 description 6
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 6
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 6
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 5
- 150000005215 alkyl ethers Chemical class 0.000 description 5
- QYIXCDOBOSTCEI-UHFFFAOYSA-N alpha-cholestanol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)CCCC(C)C)C1(C)CC2 QYIXCDOBOSTCEI-UHFFFAOYSA-N 0.000 description 5
- 229940024606 amino acid Drugs 0.000 description 5
- 235000001014 amino acid Nutrition 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 150000002632 lipids Chemical class 0.000 description 5
- 125000004043 oxo group Chemical group O=* 0.000 description 5
- 125000002958 pentadecyl 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])[H] 0.000 description 5
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- ATGQXSBKTQANOH-UWVGARPKSA-N N-oleoylphytosphingosine Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](CO)NC(=O)CCCCCCC\C=C/CCCCCCCC ATGQXSBKTQANOH-UWVGARPKSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- SJDMTGSQPOFVLR-UHFFFAOYSA-N [10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] tetradecanoate Chemical compound C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCCCCCCC)C2 SJDMTGSQPOFVLR-UHFFFAOYSA-N 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- 229940099417 ceramide 2 Drugs 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 235000020778 linoleic acid Nutrition 0.000 description 4
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 4
- QYIXCDOBOSTCEI-QCYZZNICSA-N (5alpha)-cholestan-3beta-ol Chemical compound C([C@@H]1CC2)[C@@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@H](C)CCCC(C)C)[C@@]2(C)CC1 QYIXCDOBOSTCEI-QCYZZNICSA-N 0.000 description 3
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 3
- LTQRFSDXNWHXKQ-UHFFFAOYSA-N 2-[methyl(octadecanoyl)amino]ethanesulfonic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)N(C)CCS(O)(=O)=O LTQRFSDXNWHXKQ-UHFFFAOYSA-N 0.000 description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 3
- OQMZNAMGEHIHNN-UHFFFAOYSA-N 7-Dehydrostigmasterol Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)C=CC(CC)C(C)C)CCC33)C)C3=CC=C21 OQMZNAMGEHIHNN-UHFFFAOYSA-N 0.000 description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-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
- 239000004472 Lysine Substances 0.000 description 3
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 3
- ATFFFUXLAJBBDE-FQEVSTJZSA-N N-Stearoyl glutamic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCC(O)=O ATFFFUXLAJBBDE-FQEVSTJZSA-N 0.000 description 3
- RJECHNNFRHZQKU-UHFFFAOYSA-N Oelsaeurecholesterylester Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCC=CCCCCCCCC)C2 RJECHNNFRHZQKU-UHFFFAOYSA-N 0.000 description 3
- JBBRZDLNVILTDL-XNTGVSEISA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] 16-methylheptadecanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCC(C)C)C1 JBBRZDLNVILTDL-XNTGVSEISA-N 0.000 description 3
- 229920000800 acrylic rubber Polymers 0.000 description 3
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 description 3
- 235000012000 cholesterol Nutrition 0.000 description 3
- 229940073724 cholesteryl isostearate Drugs 0.000 description 3
- RJECHNNFRHZQKU-RMUVNZEASA-N cholesteryl oleate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)C1 RJECHNNFRHZQKU-RMUVNZEASA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000012790 confirmation Methods 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 235000018977 lysine Nutrition 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- ULMXYNZCSJBKOQ-UHFFFAOYSA-N n-(3-hexadecoxy-3-hydroxypropyl)-n-(2-hydroxyethyl)hexadecanamide Chemical compound CCCCCCCCCCCCCCCCOC(O)CCN(CCO)C(=O)CCCCCCCCCCCCCCC ULMXYNZCSJBKOQ-UHFFFAOYSA-N 0.000 description 3
- 239000010466 nut oil Substances 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 125000000913 palmityl 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])[H] 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229940073743 steareth-20 methacrylate Drugs 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- 229960003080 taurine Drugs 0.000 description 3
- BQPPJGMMIYJVBR-UHFFFAOYSA-N (10S)-3c-Acetoxy-4.4.10r.13c.14t-pentamethyl-17c-((R)-1.5-dimethyl-hexen-(4)-yl)-(5tH)-Delta8-tetradecahydro-1H-cyclopenta[a]phenanthren Natural products CC12CCC(OC(C)=O)C(C)(C)C1CCC1=C2CCC2(C)C(C(CCC=C(C)C)C)CCC21C BQPPJGMMIYJVBR-UHFFFAOYSA-N 0.000 description 2
- OILXMJHPFNGGTO-UHFFFAOYSA-N (22E)-(24xi)-24-methylcholesta-5,22-dien-3beta-ol Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)C=CC(C)C(C)C)C1(C)CC2 OILXMJHPFNGGTO-UHFFFAOYSA-N 0.000 description 2
- CHGIKSSZNBCNDW-UHFFFAOYSA-N (3beta,5alpha)-4,4-Dimethylcholesta-8,24-dien-3-ol Natural products CC12CCC(O)C(C)(C)C1CCC1=C2CCC2(C)C(C(CCC=C(C)C)C)CCC21 CHGIKSSZNBCNDW-UHFFFAOYSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- XYTLYKGXLMKYMV-UHFFFAOYSA-N 14alpha-methylzymosterol Natural products CC12CCC(O)CC1CCC1=C2CCC2(C)C(C(CCC=C(C)C)C)CCC21C XYTLYKGXLMKYMV-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- DABQDIXIAXPQFG-UHFFFAOYSA-N 2-[dodecanoyl(methyl)amino]ethanesulfonic acid Chemical compound CCCCCCCCCCCC(=O)N(C)CCS(O)(=O)=O DABQDIXIAXPQFG-UHFFFAOYSA-N 0.000 description 2
- 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 2
- FPTJELQXIUUCEY-UHFFFAOYSA-N 3beta-Hydroxy-lanostan Natural products C1CC2C(C)(C)C(O)CCC2(C)C2C1C1(C)CCC(C(C)CCCC(C)C)C1(C)CC2 FPTJELQXIUUCEY-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- RMLFYKFCGMSLTB-ZBDFTZOCSA-N Cholesteryl laurate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCC)C1 RMLFYKFCGMSLTB-ZBDFTZOCSA-N 0.000 description 2
- QYIXCDOBOSTCEI-KKFSNPNRSA-N Epi-coprostanol Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@H](C)CCCC(C)C)[C@@]2(C)CC1 QYIXCDOBOSTCEI-KKFSNPNRSA-N 0.000 description 2
- BKLIAINBCQPSOV-UHFFFAOYSA-N Gluanol Natural products CC(C)CC=CC(C)C1CCC2(C)C3=C(CCC12C)C4(C)CCC(O)C(C)(C)C4CC3 BKLIAINBCQPSOV-UHFFFAOYSA-N 0.000 description 2
- SHBUUTHKGIVMJT-UHFFFAOYSA-N Hydroxystearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OO SHBUUTHKGIVMJT-UHFFFAOYSA-N 0.000 description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 2
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 2
- LOPKHWOTGJIQLC-UHFFFAOYSA-N Lanosterol Natural products CC(CCC=C(C)C)C1CCC2(C)C3=C(CCC12C)C4(C)CCC(C)(O)C(C)(C)C4CC3 LOPKHWOTGJIQLC-UHFFFAOYSA-N 0.000 description 2
- NAACPBBQTFFYQB-UHFFFAOYSA-N Linolsaeure-cholesterylester Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCC=CCC=CCCCCC)C2 NAACPBBQTFFYQB-UHFFFAOYSA-N 0.000 description 2
- 235000018330 Macadamia integrifolia Nutrition 0.000 description 2
- 240000000912 Macadamia tetraphylla Species 0.000 description 2
- 235000003800 Macadamia tetraphylla Nutrition 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- BBAFBDLICMHBNU-MFZOPHKMSA-N N-(2-hydroxyoctadecanoyl)-4-hydroxysphinganine Chemical compound CCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC BBAFBDLICMHBNU-MFZOPHKMSA-N 0.000 description 2
- CAHGCLMLTWQZNJ-UHFFFAOYSA-N Nerifoliol Natural products CC12CCC(O)C(C)(C)C1CCC1=C2CCC2(C)C(C(CCC=C(C)C)C)CCC21C CAHGCLMLTWQZNJ-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- BBJQPKLGPMQWBU-UHFFFAOYSA-N Palmitinsaeurecholesterylester Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCCCCCCCCC)C2 BBJQPKLGPMQWBU-UHFFFAOYSA-N 0.000 description 2
- YSKVBPGQYRAUQO-UHFFFAOYSA-N Schottenol Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)CCC(CC)C(C)C)CCC33)C)C3=CCC21 YSKVBPGQYRAUQO-UHFFFAOYSA-N 0.000 description 2
- HZYXFRGVBOPPNZ-UHFFFAOYSA-N UNPD88870 Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)=CCC(CC)C(C)C)C1(C)CC2 HZYXFRGVBOPPNZ-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- JZVFJDZBLUFKCA-UTQQLQBSSA-N alpha-spinasterol Natural products CC[C@H](C=C[C@H](C)[C@H]1CC[C@H]2C3=CC[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C JZVFJDZBLUFKCA-UTQQLQBSSA-N 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- LGJMUZUPVCAVPU-UHFFFAOYSA-N beta-Sitostanol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)CCC(CC)C(C)C)C1(C)CC2 LGJMUZUPVCAVPU-UHFFFAOYSA-N 0.000 description 2
- 229940044176 ceramide 3 Drugs 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- NAACPBBQTFFYQB-XNTGVSEISA-N cholesteryl octadeca-9,12-dienoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCC=CCC=CCCCCC)C1 NAACPBBQTFFYQB-XNTGVSEISA-N 0.000 description 2
- BBJQPKLGPMQWBU-JADYGXMDSA-N cholesteryl palmitate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCC)C1 BBJQPKLGPMQWBU-JADYGXMDSA-N 0.000 description 2
- 229920006037 cross link polymer Polymers 0.000 description 2
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Abstract
Description
本発明は、乳化組成物に関する。 The present invention relates to emulsified compositions.
皮膚の最外層の角層には、角層細胞とその間隙を埋める細胞間脂質が存在する。その大半は、α−ゲル構造をとっており、皮膚に対して、外部からの物質の侵入、内部からの水分蒸散を抑制すると同時に、そのもの自身が水分を保持することで、皮膚の柔軟性やなめらかな外観を保つ機能を有している。
一般に、細胞間脂質、特にセラミドの減少により、好ましくない肌状態が引き起こされることが知られており、セラミドを外用で補うことは、肌の機能低下の改善につながると考えられている。このため、セラミドを含有し、肌の保湿効果を高めるための組成物が検討されている。
In the outermost layer of the skin, the stratum corneum, there are intercellular lipids that fill the gap between the stratum corneum cells. Most of them have an α-gel structure, which suppresses the invasion of substances from the outside and the evaporation of water from the inside into the skin, and at the same time, retains the water itself, thereby increasing the flexibility of the skin. It has a function to maintain a smooth appearance.
It is generally known that a decrease in intercellular lipids, particularly ceramide, causes an unfavorable skin condition, and it is considered that supplementation with topical ceramide leads to improvement of skin functional deterioration. Therefore, a composition containing ceramide and enhancing the moisturizing effect of the skin has been studied.
例えば、特許文献１には、特定の有機酸とスフィンゴシン類、セラミド類を含有するベシクル組成物が、安定性に優れ、皮膚になじみやすいことが記載されている。
特許文献２には、アニオン性界面活性剤、カチオン性界面活性剤、セラミド類及び水を特定の割合で含有する乳化組成物が、安定で、塗布膜の感触が滑らかでハリ感を有し、塗布膜の持続性に優れることが記載されている。
特許文献３には、モノベヘン酸又はモノセチルグリセリルエーテルと、高級アルコール、セラミド類、アニオン界面活性剤、水溶性高分子を含有する乳化組成物が、塗布膜が柔軟性及び弾性を有し、水分保持能が高いことが記載されている。
For example, Patent Document 1 describes that a vesicle composition containing a specific organic acid, sphingosines, and ceramides has excellent stability and is easily adapted to the skin.
In Patent Document 2, an emulsified composition containing an anionic surfactant, a cationic surfactant, ceramides and water in a specific ratio is stable, and the coating film feels smooth and firm. It is described that the coating film has excellent durability.
Patent Document 3 describes an emulsified composition containing monobechenic acid or monocetyl glyceryl ether, higher alcohols, ceramides, anionic surfactants, and a water-soluble polymer, in which the coating film has flexibility and elasticity and moisture. It is described that the retention ability is high.
セラミド類を含有する従来の乳化組成物は、保湿感や水分保持性に優れるものの、塗布した際に、塗布の実感がなく、塗布後の肌の感触も十分満足できるものではなかった。また、容器に入った組成物を、スパチュラや指等で取ると、表面に穴が開いた跡が残って、きれいでなく、外観上の課題もあった。 Although the conventional emulsified composition containing ceramides is excellent in moisturizing feeling and moisture retention, when applied, there is no actual feeling of application, and the feel of the skin after application is not sufficiently satisfactory. Further, when the composition contained in the container is taken with a spatula, a finger or the like, a mark with a hole is left on the surface, which is not clean and has a problem in appearance.
本発明者らは、セラミド類と、アニオン界面活性剤、スフィンゴシン類又はカチオン界面活性剤、ステロール類、水溶性増粘剤を組合わせて用いることにより、脂質分子が構成するベシクル構造が水溶性増粘剤を架橋したゲル状の乳化組成物が得られ、肌に塗布した際に、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布した実感が得られることを見出した。また、塗布後の肌はすべすべとして、肌感触も良好で、保存安定性に優れ、更に、容器に入った乳化組成物を、スパチュラや指等で取ると、直後は表面に開いた穴の跡が残る一方、一定時間静置にて、表面に開いた穴の跡は残らず、元の平滑できれいな表面に復元できる乳化組成物が得られることを見出した。 By using ceramides in combination with anionic surfactants, sphingosine or cationic surfactants, sterols, and water-soluble thickeners, the present inventors increase the water solubility of the vesicle structure composed of lipid molecules. A gel-like emulsified composition obtained by cross-linking a viscous agent is obtained, and when applied to the skin, it is in the form of a hard gel at the beginning of application, but when it is applied to the skin, it quickly liquefies and the gel state is broken. It was found that the feeling of application was obtained. In addition, the skin after application is smooth, the skin feels good, and the storage stability is excellent. Furthermore, when the emulsified composition in the container is taken with a spatula or a finger, immediately after that, there are traces of holes on the surface. However, it was found that an emulsified composition that can be restored to the original smooth and clean surface can be obtained by leaving it for a certain period of time without leaving any traces of holes on the surface.
本発明は、次の成分（Ａ）、（Ｂ）、（Ｃ）、（Ｄ）、（Ｅ）及び（Ｆ）：
（Ａ）アニオン界面活性剤 ０．０１〜１０質量％、
（Ｂ）スフィンゴシン類又はカチオン界面活性剤 ０．００１〜１質量％、
（Ｃ）セラミド類 ０．０１〜８質量％、
（Ｄ）ステロール又はステロール脂肪酸エステル ０．００５〜０．８質量％、
（Ｅ）水、
（Ｆ）水溶性増粘剤
を含有する乳化組成物に関する。
In the present invention, the following components (A), (B), (C), (D), (E) and (F):
(A) Anionic surfactant 0.01-10% by mass,
(B) Sphingosine or cationic surfactant 0.001 to 1% by mass,
(C) Ceramides 0.01-8% by mass,
(D) Sterol or sterol fatty acid ester 0.005 to 0.8% by mass,
(E) Water,
(F) The present invention relates to an emulsified composition containing a water-soluble thickener.
また、本発明は、成分（Ａ）〜（Ｄ）、（Ｅ１）水を含む水相Ｉを混合して乳化し、冷却する工程１の後に、成分（Ｆ）、（Ｅ２）水を含む水相IIをさらに混合する工程２を備える、前記乳化組成物の製造方法に関する。 Further, in the present invention, after the step 1 of mixing, emulsifying and cooling the aqueous phase I containing the components (A) to (D) and (E1) water, the water containing the components (F) and (E2) water. The present invention relates to a method for producing an emulsified composition, which comprises a step 2 of further mixing Phase II.
本発明の乳化組成物は、ベシクル構造を形成したゲル状の乳化組成物であり、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触があり、塗布実感を得ることができ、塗布後の肌はすべすべとして、肌感触も良好である。また、保存安定性に優れ、容器に入った乳化組成物を、スパチュラや指等で取ると、直後は表面に開いた穴の跡が残る一方、一定時間静置にて、元の平滑できれいな表面に復元することができる。 The emulsified composition of the present invention is a gel-like emulsified composition having a vesicle structure, and although it is a hard gel at the beginning of application, it quickly liquefies when applied to the skin, and there is a feeling that the gel state collapses. , The feeling of application can be obtained, the skin after application is smooth, and the skin feel is also good. In addition, it has excellent storage stability, and when the emulsified composition in a container is taken with a spatula or a finger, the traces of holes opened on the surface remain immediately afterwards, while the original smooth and clean is left for a certain period of time. It can be restored to the surface.
本発明で用いる成分（Ａ）のアニオン界面活性剤としては、通常の乳化組成物に用いられるもので、例えば、Ｎ−アシルアミノ酸、脂肪酸、アルキルエーテルカルボン酸、ポリオキシエチレンアルキルエーテルカルボン酸、アシル乳酸、Ｎ−アシルメチルアラニン、Ｎ−アシルサルコシン、ジアシルアミノ酸及びそれらの塩等のカルボン酸塩型、アルカンスルホン酸、α−オレフィンスルホン酸、α−スルホ脂肪酸メチルエステル、アシルイセチオン酸、アルキルスルホコハク酸、Ｎ−アシルメチルタウリン及びそれらの塩等のスルホン酸塩型、アルキル硫酸エステル、ポリオキシエチレンアルキル硫酸エステル、アルキルエーテル硫酸、ポリオキシエチレンアルキルエーテル硫酸、脂肪酸アルカノールアミド硫酸エステル及びそれらの塩等の硫酸塩型、アルキルリン酸エステル、ポリオキシエチレンアルキルエーテルリン酸及びそれらの塩等のリン酸塩型から選ばれる１種又は２種以上を含むことが好ましく、べシクル構造を形成し、保存安定性を向上させる観点から、Ｎ−アシルアミノ酸、脂肪酸、アルキルエーテルカルボン酸、ジアシルグルタミン酸リシン、アルキルスルホコハク酸、Ｎ−アシルメチルタウリン、アルキル硫酸エステル、ポリオキシエチレンアルキル硫酸エステル、ポリオキシエチレンアルキルエーテルリン酸及びそれらの塩から選ばれる１種又は２種以上を含むことが好ましく、Ｎ−アシルアミノ酸、脂肪酸、Ｎ−アシルメチルタウリン、ポリオキシエチレンアルキルエーテルリン酸及びそれらの塩から選ばれる１種又は２種以上を含むことがより好ましく、Ｎ−アシルアミノ酸、Ｎ−アシルメチルタウリン、ポリオキシエチレンアルキルエーテルリン酸及びそれらの塩から選ばれる１種又は２種以上を含むことがさらに好ましく、Ｎ−アシルアミノ酸及びそれらの塩から選ばれる１種又は２種以上を含むことがよりさらに好ましい。 The anionic surfactant of the component (A) used in the present invention is one used in ordinary emulsified compositions, for example, N-acylamino acid, fatty acid, alkyl ether carboxylic acid, polyoxyethylene alkyl ether carboxylic acid, acyl. Carboxylate types such as lactic acid, N-acylmethylalanine, N-acylsarcosine, diacylamino acids and salts thereof, alkane sulfonic acid, α-olefin sulfonic acid, α-sulfo fatty acid methyl ester, acyl isethionic acid, alkyl sulfosuccinic acid, Sulfonate type such as N-acylmethyl taurine and salts thereof, alkyl sulfate ester, polyoxyethylene alkyl sulfate ester, alkyl ether sulfuric acid, polyoxyethylene alkyl ether sulfuric acid, amino acid alkanolamide sulfate ester and sulfates such as salts thereof. It preferably contains one or more selected from phosphate types such as salt type, alkyl phosphate ester, polyoxyethylene alkyl ether phosphoric acid and salts thereof, and forms a vesicle structure and has storage stability. N-acyl amino acid, fatty acid, alkyl ether carboxylic acid, lysine diacyl glutamate, alkyl sulfosuccinic acid, N-acyl methyl taurine, alkyl sulfate ester, polyoxyethylene alkyl sulfate ester, polyoxyethylene alkyl ether phosphoric acid And one or more selected from their salts, preferably one or two selected from N-acylamino acids, fatty acids, N-acylmethyl taurine, polyoxyethylene alkyl ether sulfonic acids and salts thereof. It is more preferable to contain one or more kinds selected from N-acyl amino acid, N-acylmethyl taurine, polyoxyethylene alkyl ether phosphoric acid and salts thereof, and more preferably to contain N-acyl. It is even more preferable to contain one or more selected from amino acids and salts thereof.
Ｎ−アシルアミノ酸及びその塩としては、Ｎ−ラウロイル−Ｌ−グルタミン酸、Ｎ−ステアロイル−Ｌ−グルタミン酸、Ｎ−ミリストイル−Ｌ−グルタミン酸等のＮ−アシルグルタミン酸及びその塩等が挙げられ、Ｎ−ラウロイル−Ｌ−グルタミン酸、Ｎ−ステアロイル−Ｌ−グルタミン酸及びその塩が好ましく、Ｎ−ステアロイル−Ｌ−グルタミン酸及びその塩がより好ましい。
脂肪酸及びその塩としては、ラウリン酸、パルミチン酸、ステアリン酸等の炭素数１２〜２４の脂肪酸及びその塩が挙げられ、炭素１４〜１８の脂肪酸及びその塩が好ましく、炭素１６〜１８の脂肪酸及びその塩がより好ましい。
アルキルエーテルカルボン酸及びその塩としては、ポリオキシエチレンラウリルエーテル酢酸及びその塩等が挙げられる。
ジアシルグルタミン酸リシン及びその塩としては、ジラウロイルグルタミン酸リシン及びその塩等が挙げられる。
アルキルスルホコハク酸及びその塩としては、ジ−２−エチルヘキシルスルホコハク酸及びその塩等が挙げられる。
Ｎ−アシルメチルタウリン及びその塩としては、Ｎ−ミリストイル−Ｎ−メチルタウリン、Ｎ−ラウロイル−Ｎ−メチルタウリン、Ｎ−ステアロイル−Ｎ−メチルタウリン及びそれらの塩等が挙げられ、Ｎ−ラウロイル−Ｎ−メチルタウリン、Ｎ−ステアロイル−Ｎ−メチルタウリン及びそれらの塩が好ましく、Ｎ−ステアロイル−Ｎ−メチルタウリン及びそれらの塩がより好ましい。
アルキル硫酸エステル及びその塩としては、ラウリル硫酸及びそれらの塩等が挙げられる。
ポリオキシエチレンアルキル硫酸エステル及びその塩としては、ポリオキシエチレンラウリル硫酸及びその塩等が挙げられる。
アルキルリン酸及びその塩としては、モノミリスチルリン酸、モノステアリルリン酸、ジ（Ｃ１２−Ｃ１５）パレス−８−リン酸及びそれらの塩等が挙げられる。
ポリオキシエチレンアルキルリン酸及びその塩としては、ポリオキシエチレンオレイルエーテルリン酸、ポリオキシエチレンセチルエーテルリン酸、ポリオキシエチレンステアリルエーテルリン酸及びそれらの塩等が挙げられる。
成分（Ａ）を構成する塩構造としては、ナトリウム、カリウム等のアルカリ金属塩や、Ｌ−アルギニン、Ｌ−ヒスチジン、Ｌ−リジン等の塩基性アミノ酸塩、トリエタノールアミン等のアルカノールアミン塩等が挙げられる。
Examples of the N-acylamino acid and its salt include N-acylglutamic acid such as N-lauroyl-L-glutamic acid, N-stearoyl-L-glutamic acid, and N-myristoyl-L-glutamic acid and salts thereof, and N-lauroyl. -L-Glutamic acid, N-stearoyl-L-glutamic acid and salts thereof are preferable, and N-stearoyl-L-glutamic acid and salts thereof are more preferable.
Examples of the fatty acid and its salt include fatty acids having 12 to 24 carbon atoms such as lauric acid, palmitic acid and stearic acid and salts thereof, preferably fatty acids having 14 to 18 carbon atoms and salts thereof, and fatty acids having 16 to 18 carbon atoms and salts thereof. The salt is more preferred.
Examples of the alkyl ether carboxylic acid and its salt include polyoxyethylene lauryl ether acetic acid and its salt.
Examples of the lysine diacylglutamate and a salt thereof include lysine dilauroyl glutamic acid and a salt thereof.
Examples of alkylsulfosuccinic acid and salts thereof include di-2-ethylhexylsulfosuccinic acid and salts thereof.
Examples of N-acylmethyltaurine and salts thereof include N-myristoyl-N-methyltaurine, N-lauroyl-N-methyltaurine, N-stearoyl-N-methyltaurine and salts thereof, and N-lauroyl- N-Methyltaurine, N-stearoyl-N-methyltaurine and salts thereof are preferred, and N-stearoyl-N-methyltaurine and salts thereof are more preferred.
Examples of the alkyl sulfate ester and its salt include lauryl sulfate and salts thereof.
Examples of the polyoxyethylene alkyl sulfate ester and its salt include polyoxyethylene lauryl sulfate and its salt.
Examples of alkyl phosphoric acid and salts thereof include monomyristyl phosphoric acid, monostearyl phosphoric acid, di (C12-C15) palace-8-phosphoric acid, and salts thereof.
Examples of polyoxyethylene alkyl phosphoric acid and salts thereof include polyoxyethylene oleyl ether phosphoric acid, polyoxyethylene cetyl ether phosphoric acid, polyoxyethylene stearyl ether phosphoric acid, and salts thereof.
The salt structure constituting the component (A) includes alkali metal salts such as sodium and potassium, basic amino acid salts such as L-arginine, L-histidine and L-lysine, and alkanolamine salts such as triethanolamine. Can be mentioned.
成分（Ａ）は、１種又は２種以上を組合わせて用いることができ、含有量は、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、全組成中に０．０１〜１０質量％であり、０．０５〜８質量％が好ましく、０．１〜５質量％がより好ましく、０．３〜３．２質量％がよりさらに好ましい。
なお、成分（Ａ）の含有量は、塩としての含有量を示す。
Ingredient (A) can be used alone or in combination of two or more, and the content is a hard gel at the beginning of application, which forms a vesicle structure, but quickly liquids when applied to the skin. It gives a feeling that the gel state is broken, improves the smoothness and storage stability of the skin after application, and leaves traces of holes on the surface of the emulsified composition, while leaving it for a certain period of time, the original From the viewpoint of restoring a smooth and clean surface, the total composition is 0.01 to 10% by mass, preferably 0.05 to 8% by mass, more preferably 0.1 to 5% by mass, and 0.3 to 3%. .2% by mass is even more preferable.
The content of the component (A) indicates the content as a salt.
成分（Ｂ）のうち、スフィンゴシン類としては、次の一般式（１）で表わされる天然又は天然型スフィンゴシン類、及びその誘導体（以下、天然型スフィンゴシンと記載する。）又は一般式（２）で表わされるスフィンゴシン構造を有する擬似型スフィンゴシン類（以下、擬似型スフィンゴシンと記載する。）から選ばれる１種又は２種以上が好ましい。
（Ｉ）一般式（１）で表わされる天然型スフィンゴシン。
Among the components (B), as sphingosine, natural or natural sphingosine represented by the following general formula (1), and a derivative thereof (hereinafter referred to as natural sphingosine) or general formula (2). One or more selected from pseudo-sphingosine having a represented sphingosine structure (hereinafter, referred to as pseudo-sphingosine) is preferable.
(I) Natural sphingosine represented by the general formula (1).
（式中、Ｒ1はヒドロキシル基が置換していてもよい炭素数７〜２４の直鎖アルキル基を示し；Ｙ1はメチレン基又はメチン基を示し；Ｘ1、Ｘ2及びＸ3は各々独立して水素原子、ヒドロキシル基又はアセトキシ基を示し、Ｘ4は水素原子を示すか、隣接する酸素原子と一緒になってオキソ基を形成し（但し、Ｙ1がメチン基のとき、Ｘ1とＸ2のいずれか一方が水素原子を示し、他方は存在しない。Ｘ4がオキソ基を形成するとき、Ｘ3は存在しない。）；Ｒ2はヒドロキシメチル基又はアセトキシメチル基を示し；ａ個のＲ1は各々独立して水素原子又はアミジノ基であるか、ヒドロキシル基、ヒドロキシアルコキシ基、アルコキシ基及びアセトキシ基から選ばれる置換基を有していてもよい総炭素数１〜４の直鎖アルキル基を示し；ａは２又は３の数を示し；破線部は不飽和結合があってもよいことを示す） (In the formula, R 1 represents a linear alkyl group having 7 to 24 carbon atoms in which the hydroxyl group may be substituted; Y 1 represents a methylene group or a methine group; X 1 , X 2 and X 3 are respectively. Independently represents a hydrogen atom, a hydroxyl group or an acetoxy group, X 4 represents a hydrogen atom or is combined with an adjacent oxygen atom to form an oxo group (provided that when Y 1 is a methine group, X 1 One of and X 2 represents a hydrogen atom and the other is absent. When X 4 forms an oxo group, X 3 is absent.); R 2 represents a hydroxymethyl group or an acetoxymethyl group; a number of either R 1 are each independently a hydrogen atom or an amidino group, a hydroxyl group, hydroxyalkoxy group, an alkoxy group and a straight C1-4 total may carbons have substituents selected from acetoxy group Indicates a chain alkyl group; a indicates a number of 2 or 3; a broken line indicates that there may be an unsaturated bond)
ここでＲ1としては、炭素数７〜２４の直鎖アルキル基が好ましく、更に炭素数１３〜２４の直鎖アルキル基が好ましい。ａは２が好ましく、Ｒ1は各々独立して水素原子、又は炭素数１〜４の直鎖アルキル基が好ましい。 Here, as R 1 , a linear alkyl group having 7 to 24 carbon atoms is preferable, and a linear alkyl group having 13 to 24 carbon atoms is further preferable. 2 is preferable for a, and R 1 is preferably a hydrogen atom or a linear alkyl group having 1 to 4 carbon atoms independently.
一般式（１）で表わされる天然型スフィンゴシンとしては、天然のスフィンゴシン、ジヒドロスフィンゴシン、フィトスフィンゴシン、スフィンガジエニン、デヒドロスフィンゴシン、デヒドロフィトスフィンゴシン、及びこれらのＮ−アルキル体（例えばＮ−メチル体）から選ばれる１種又２種以上が好ましい。
これらのスフィンゴシンは天然型（Ｄ（＋）体）の光学活性体を用いても、非天然型（Ｌ（−）体）の光学活性体を用いても、更に天然型と非天然型の混合物を用いてもよい。上記化合物の相対立体配置は、天然型の立体配置のものでも、それ以外の非天然型の立体配置のものでも良く、また、これらの混合物によるものでもよい。
更に、PHYTOSPHINGOSINE(INCI名；8th Edition)及び次式で表わされるものから選ばれる１種又は２種以上が好しい。
Natural sphingosine represented by the general formula (1) includes natural sphingosine, dihydrosphingosine, phytosphingosine, sphingosine, dehydrosphingosine, dehydrosphingosine, and N-alkyl forms thereof (for example, N-methyl form). One kind or two or more kinds selected from are preferable.
These sphingosines are a mixture of natural and non-natural types, whether they use natural (D (+)) optically active substances or non-natural (L (-)) optically active substances. May be used. The relative configuration of the compound may be a natural configuration, a non-natural configuration other than that, or a mixture thereof.
Further, one or more selected from PHYTOSPHINGOSINE (INCI name; 8th Edition) and those represented by the following equations are preferable.
これらは、天然からの抽出物及び合成物のいずれでもよく、市販のものを用いることができる。
天然型スフィンゴシンの市販のものとしては、例えば、D-Sphingosine(4-Sphingenine)(SIGMA-ALDRICH社)、DS-phytosphingosine (DOOSAN社)、phytosphingosine（コスモファーム社）が挙げられる。
These may be either natural extracts or synthetics, and commercially available ones can be used.
Examples of commercially available natural sphingosine include D-Sphingosine (4-Sphingenine) (SIGMA-ALDRICH), DS-phytosphingosine (DOOSAN), and phytosphingosine (Cosmofarm).
（II）一般式（２）で表わされる擬似型スフィンゴシン。 (II) Pseudo-type sphingosine represented by the general formula (2).
（式中、Ｒ3はヒドロキシル基が置換していてもよい炭素数１０〜２２の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基を示し；Ｘ5は水素原子、アセチル基又はグリセリル基を示し；ａ個のＲ2は各々独立して水素原子又はアミジノ基を示すか、ヒドロキシル基、ヒドロキシアルコキシ基、アルコキシ基及びアセトキシ基から選ばれる置換基を有していてもよい総炭素数１〜８の直鎖又は分岐鎖の飽和又は不飽和の炭化水素基を示し、ａは２又は３の数を示す） (In the formula, R 3 represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 10 to 22 carbon atoms in which the hydroxyl group may be substituted; X 5 is a hydrogen atom, acetyl group or shows the glyceryl group; a number of either R 2 represents a hydrogen atom or an amidino group each independently, a hydroxyl group, hydroxyalkoxy group, an alkoxy group and a total carbon which may have a substituent group selected from acetoxy group Indicates a saturated or unsaturated hydrocarbon group of the number 1 to 8 of the linear or branched chain, and a indicates the number of 2 or 3).
ここでＲ3としては、炭素数１４〜２０のイソ分岐アルキル基が好ましく、特にイソステアリル基が好ましい。イソステアリル基は、動植物油由来の脂肪酸を用いたダイマー酸製造時の副生成物由来のイソステアリルアルコールを原料油として得られるイソステアリル基がもっとも好ましい。
また、ａが２のときＲ2はＲ21及びＲ22を示し、ａが３のときＲ2はＲ21、Ｒ22及びＲ23である。
Here, as R 3 , an iso-branched alkyl group having 14 to 20 carbon atoms is preferable, and an isostearyl group is particularly preferable. The isostearyl group is most preferably an isostearyl group obtained by using an isostearyl alcohol derived from a by-product during the production of dimer acid using a fatty acid derived from an animal or vegetable oil as a raw material oil.
When a is 2, R 2 indicates R 21 and R 22 , and when a is 3, R 2 is R 21 , R 22 and R 23 .
Ｒ21、Ｒ22及びＲ23 は、例えば水素原子；メチル、エチル、プロピル、２−エチルへキシル、イソプロピル等の直鎖又は分岐鎖のアルキル基；ビニル、アリル等のアルケニル基；アミジノ基；ヒドロキシメチル、２−ヒドロキシエチル、１，１−ジメチル−２−ヒドロキシエチル、２−ヒドロキシプロピル、２，３−ジヒドロキシプロピル、２−ヒドロキシ−３−メトキシプロピル、２，３，４，５，６−ペンタヒドロキシへキシル、１，１−ビス（ヒドロキシメチル）エチル、２−（２−ヒドロキシエトキシ）エチル、２−メトキシエチル、１−メチル−２−ヒドロキシエチル、３−ヒドロキシプロピル、３−メトキシプロピル、１，１−ビス（ヒドロキシメチル）−２−ヒドロキシエチル等のヒドロキシル基、ヒドロキシアルコキシ基及びアルコキシ基から選ばれる置換基を有する総炭素数１〜８のアルキル基が挙げられる。
特に、Ｒ21及びＲ22のいずれか１つが水素原子で、他方が２−ヒドロキシエチル、１，１−ジメチル−２−ヒドロキシエチル、１，１−ビス（ヒドロキシメチル）エチル、２−（２−ヒドロキシエトキシ）エチルである２級アミンが好ましい。
R 21 , R 22 and R 23 are, for example, hydrogen atoms; linear or branched alkyl groups such as methyl, ethyl, propyl, 2-ethylhexyl and isopropyl; alkenyl groups such as vinyl and allyl; amidino groups; hydroxy. Methyl, 2-hydroxyethyl, 1,1-dimethyl-2-hydroxyethyl, 2-hydroxypropyl, 2,3-dihydroxypropyl, 2-hydroxy-3-methoxypropyl, 2,3,4,5,6-penta Hydroxyhexyl, 1,1-bis (hydroxymethyl) ethyl, 2- (2-hydroxyethoxy) ethyl, 2-methoxyethyl, 1-methyl-2-hydroxyethyl, 3-hydroxypropyl, 3-methoxypropyl, 1 , 1-Bis (Hydroxymethyl) -2-hydroxyethyl and other hydroxyl groups, hydroxyalkoxy groups and alkyl groups having a total carbon number of 1 to 8 having a substituent selected from the alkoxy groups can be mentioned.
In particular, any one of R 21 and R 22 is a hydrogen atom, and the other is 2-hydroxyethyl, 1,1-dimethyl-2-hydroxyethyl, 1,1-bis (hydroxymethyl) ethyl, 2- (2- (2-). A secondary amine that is hydroxyethoxy) ethyl is preferred.
擬似型スフィンゴシンとしては、Ｒ3がイソステアリル基、Ｘ5は水素原子で、Ｒ21が水素原子、Ｒ22が２−ヒドロキシエチル基、１，１−ビス（ヒドロキシメチル）エチル基、１，１−ジメチル−２−ヒドロキシエチル基、又は２−（２−ヒドロキシエトキシ）エチル基等のヒドロキシル基及びヒドロキシアルコキシ基から選ばれる１〜３個が置換したアルキル基であるものが好ましい。
擬似型スフィンゴシンの具体例としては、次の擬似型スフィンゴシン（ｉ）〜（iv）から選ばれる１種又は２種以上が好ましい。
As pseudo-sphingosin, R 3 is an isostearyl group, X 5 is a hydrogen atom, R 21 is a hydrogen atom, R 22 is a 2-hydroxyethyl group, 1,1-bis (hydroxymethyl) ethyl group, 1,1 It is preferable that the alkyl group is substituted with 1 to 3 selected from a hydroxyl group such as a −dimethyl-2-hydroxyethyl group or a 2- (2-hydroxyethoxy) ethyl group and a hydroxyalkoxy group.
As a specific example of the pseudo-sphingosine, one or more selected from the following pseudo-sphingosine (i) to (iv) is preferable.
また、成分（Ｂ）のうち、カチオン界面活性剤としては、脂肪族アミン塩型、モノアルキル型４級アンモニウム塩、ジアルキル型４級アンモニウム塩等の第４級アンモニウム塩型、アシルアルギニンエチルピロリドンカルボン酸塩等のＤＬ−ピロリドンカルボン酸塩型などが挙げられ、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、第４級アンモニウム塩、ＤＬ−ピロリドンカルボン酸塩型から選ばれる１種又は２種以上を含むことが好ましく、第４級アンモニウム塩を含むことがより好ましく、ジアルキル型４級アンモニウム塩を含むことがさらに好ましく、ジステアリルジモニウムクロリドを含むことがよりさらに好ましい。 Among the components (B), examples of the cationic surfactant include quaternary ammonium salt types such as aliphatic amine salt type, monoalkyl type quaternary ammonium salt, and dialkyl type quaternary ammonium salt, and acylarginine ethylpyrrolidone carboxylic acid. Examples include DL-pyrrolidone carboxylate type such as acid salt, which forms a quaternary structure and is a hard gel at the beginning of application, but when applied to the skin, it quickly liquefies and the gel state collapses. From the viewpoint of improving the smoothness and storage stability of the skin after application and leaving traces of holes on the surface of the emulsified composition, it is restored to the original smooth and clean surface after being allowed to stand for a certain period of time. , Quaternary ammonium salt, preferably containing one or more selected from DL-pyrrolidone carboxylate type, more preferably containing quaternary ammonium salt, and containing dialkyl type quaternary ammonium salt. Is even more preferable, and it is even more preferable to contain distearyldimonium chloride.
成分（Ｂ）としては、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、天然型スフィンゴシン、ジアルキル型４級アンモニウム塩から選ばれる１種又は２種以上を含むことが好ましく、フィトスフィンゴシン、ジステアリルジモニウムクロリドから選ばれる１種又は２種以上を含むことがより好ましく、フィトスフィンゴシンを含むことがさらに好ましい。 As component (B), it forms a vesicle structure and is in the form of a hard gel at the beginning of application, but when it is applied to the skin, it quickly liquefies, giving the feeling that the gel state collapses, and the skin is smooth after application. Natural sphingosine, dialkyl type 4 grade from the viewpoint of improving the feeling and storage stability and leaving traces of holes on the surface of the emulsified composition, while restoring the original smooth and clean surface after standing for a certain period of time. It is preferable to contain one or more kinds selected from ammonium salts, more preferably one kind or two or more kinds selected from phytosphingosine and distearyldimonium chloride, and further preferably to contain phytosphingosine.
成分（Ｂ）は、１種又は２種以上を組合わせて用いることができ、含有量は、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、全組成中に０．００１〜１質量％であり、０．００５〜０．６質量％が好ましく、０．０２〜０．３質量％がより好ましい。 Ingredient (B) can be used alone or in combination of two or more, and the content is a hard gel at the beginning of application, which forms a vesicle structure, but quickly liquids when applied to the skin. It gives a feeling that the gel state is broken, improves the smoothness and storage stability of the skin after application, and leaves traces of holes on the surface of the emulsified composition, while leaving it for a certain period of time, the original From the viewpoint of restoring a smooth and clean surface, it is 0.001 to 1% by mass, preferably 0.005 to 0.6% by mass, and more preferably 0.02 to 0.3% by mass in the total composition.
本発明において、成分（Ｂ）に対する成分（Ａ）の質量割合（Ａ）／（Ｂ）は、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、１〜５０が好ましく、５〜２０がより好ましく、８〜１３がさらに好ましい。 In the present invention, the mass ratio (A) / (B) of the component (A) to the component (B) forms a vesicle structure, and is a hard gel at the beginning of application, but quickly liquids when applied to the skin. It gives a feeling that the gel state is broken, improves the smoothness and storage stability of the skin after application, and leaves traces of holes on the surface of the emulsified composition, while leaving it for a certain period of time, the original From the viewpoint of restoring a smooth and clean surface, 1 to 50 is preferable, 5 to 20 is more preferable, and 8 to 13 is further preferable.
本発明で用いる成分（Ｃ）のセラミド類としては、天然型セラミド、擬似型セラミドのいずれでも良く、次の一般式（３）又は（４）で表わされるものから選ばれる１種又は２種以上を含むことが好ましい。
（Ｉ）一般式（３）で表わされる天然型セラミドは、天然由来のセラミド類又は同構造の合成物であっても良い。
The ceramides of the component (C) used in the present invention may be either natural ceramides or pseudo-ceramides, and one or more selected from those represented by the following general formulas (3) or (4). Is preferably included.
(I) The natural ceramide represented by the general formula (3) may be naturally derived ceramides or a compound having the same structure.
（式中、Ｒ11はヒドロキシル基が置換していてもよい炭素数７〜１９の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基を示し；Ｚ1はメチレン基又はメチン基を示し；Ｘ11、Ｘ12、及びＸ13は各々独立して水素原子、ヒドロキシル基又はアセトキシ基を示し；Ｘ14は水素原子を示すか、隣接する酸素原子と一緒になってオキソ基を形成し（但し、Ｚ1がメチン基のとき、Ｘ11とＸ12のいずれか一方が水素原子であり、他方は存在しない。Ｘ14がオキソ基を形成するとき、Ｘ13は存在しない。）；Ｒ12はヒドロキシメチル基又はアセトキシメチル基を示し；Ｒ13は水素原子を示すか、炭素数１〜４のアルキル基を示し；Ｒ14はヒドロキシル基が置換していてもよい炭素数５〜３０の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基であるか、又は該アルキル基のω末端に、ヒドロキシル基が置換していてもよい炭素数８〜２２の直鎖又は分岐鎖の飽和又は不飽和の脂肪酸がエステル結合したものを示し；破線部は不飽和結合であってもよいことを示す。） (In the formula, R 11 represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 19 carbon atoms in which the hydroxyl group may be substituted; Z 1 represents a methylene group or a methine group. Show; X 11 , X 12 , and X 13 each independently represent a hydrogen atom, a hydroxyl group, or an acetoxy group; X 14 represents a hydrogen atom or together with an adjacent oxygen atom to form an oxo group. (However, when Z 1 is a methine group, one of X 11 and X 12 is a hydrogen atom and the other does not exist. When X 14 forms an oxo group, X 13 does not exist.); R 12 indicates a hydroxymethyl group or an acetoxymethyl group; R 13 indicates a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R 14 indicates an alkyl group having 5 to 30 carbon atoms which may be substituted with a hydroxyl group. A linear, branched or cyclic saturated or unsaturated hydrocarbon group, or a linear or branched chain having 8 to 22 carbon atoms in which a hydroxyl group may be substituted at the ω end of the alkyl group. Indicates that a saturated or unsaturated fatty acid is ester-bonded; the dashed line indicates that the unsaturated bond may be used.)
好ましくは、Ｒ11が炭素数７〜１９、更に好ましくは炭素数１３〜１５の直鎖アルキル基；Ｒ14がヒドロキシル基が置換しても良い炭素数９〜２７の直鎖アルキル基又はリノール酸がエステル結合した炭素数９〜２７の直鎖アルキル基である化合物が挙げられる。また、Ｘ14は水素原子を示すか、酸素原子とともにオキソ基を形成するのが好ましい。特に、Ｒ14としては、トリコシル、１−ヒドロキシペンタデシル、１−ヒドロキシトリコシル、ヘプタデシル、１−ヒドロキシウンデシル、ω位にリノール酸がエステル結合したノナコシル基が好ましい。 Preferably, R 11 is a linear alkyl group having 7 to 19 carbon atoms, more preferably 13 to 15 carbon atoms; R 14 is a linear alkyl group having 9 to 27 carbon atoms or a linoleic acid in which the hydroxyl group may be substituted. Examples thereof include compounds which are linear alkyl groups having 9 to 27 carbon atoms in which is ester-bonded. Further, it is preferable that X 14 represents a hydrogen atom or forms an oxo group together with an oxygen atom. In particular, as R 14 , tricosylic acid, 1-hydroxypentadecyl, 1-hydroxytricosylic acid, heptadecyl, 1-hydroxyundecyl, and a nonacosyl group in which linoleic acid is ester-bonded at the ω position are preferable.
天然型セラミドは、スフィンゴシン、ジヒドロスフィンゴシン、フィトスフィンゴシン又はスフィンガジエニンがアミド化されたセラミドType１〜７（例えば、J. Lipid Res.,24：759(1983)の図２、及びJ. Lipid. Res.,35：2069(1994)の図４記載のブタ及びヒトのセラミド類）から選ばれる１種又は２種以上が好ましい。 Natural ceramides are ceramides Type 1-7 in which sphingosine, dihydrosphingosine, phytosphingosine or sphingadienin are amidated (eg, J. Lipid Res., 24: 759 (1983), FIG. 2 and J. Lipid. Res., 35: One or more selected from the ceramides of pigs and humans shown in FIG. 4 of 2069 (1994)) is preferable.
更にこれらのＮ−アルキル体（例えばＮ−メチル体）も含まれる。
これらのセラミドは天然型（Ｄ（−）体）の光学活性体を用いても、非天然型（Ｌ（＋）体）の光学活性体を用いても、更に天然型と非天然型の混合物を用いてもよい。上記化合物の相対立体配置は、天然型の立体配置のものでも、それ以外の非天然型の立体配置のものでも良く、また、これらの混合物によるものでもよい。なかでも、CERAMIDE1、CERAMIDE2、CERAMIDE3、CERAMIDE5、CERAMIDE6IIの化合物(以上、INCI、8th Edition)及び次式で表わされるものから選ばれる１種又は２種以上が好ましい。
Further, these N-alkyl compounds (for example, N-methyl compounds) are also included.
These ceramides are a mixture of natural and non-natural types, whether they use natural (D (-)) optically active substances or non-natural (L (+)) optically active substances. May be used. The relative configuration of the compound may be a natural configuration, a non-natural configuration other than that, or a mixture thereof. Among them, one or more selected from the compounds of CERAMIDE1, CERAMIDE2, CERAMIDE3, CERAMIDE5, CERAMIDE6II (above, INCI, 8th Edition) and those represented by the following formulas are preferable.
これらは天然からの抽出物及び合成物のいずれでもよく、市販のものを用いることができる。
このような天然型セラミドの市販のものを用いる場合には、Ceramide I、Ceramide III、Ceramide IIIＡ、Ceramide IIIＢ、Ceramide IIIＣ、Ceramide VI（以上、コスモファーム社）、Ceramide TIC-001（高砂香料社）、CERAMIDE II（Quest International社）、DS-Ceramide VI、DS-CLA-Phytoceramide、Ｃ6-Phytoceramide、DS-ceramide Y3S（DOOSAN社）、CERAMIDE２（セダーマ社）から選ばれる１種又は２種以上が好ましい。
These may be either natural extracts or synthetics, and commercially available ones can be used.
When using commercially available natural ceramides such as Ceramide I, Ceramide III, Ceramide IIIA, Ceramide IIIB, Ceramide IIIC, Ceramide VI (above, Cosmo Farm), Ceramide TIC-001 (Takasago Fragrance) , CERAMIDE II (Quest International), DS-Ceramide VI, DS-CLA-Phytoceramide, C6-Phytoceramide, DS-ceramide Y3S (DOOSAN), CERAMIDE2 (Sederma).
（II）一般式（４）で表わされる擬似型セラミド。 (II) Pseudo-type ceramide represented by the general formula (4).
（式中、Ｒ15は、ヒドロキシル基が置換していてもよい炭素数１０〜２２の直鎖、分岐鎖若しくは環状の飽和若しくは不飽和の炭化水素基又は水素原子を示し；Ｘ15は水素原子、アセチル基又はグリセリル基を示し；Ｒ16はヒドロキシル基又はアミノ基が置換していてもよい炭素数５〜２２の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基であるか、又は該炭化水素基のω末端に、ヒドロキシル基が置換していてもよい炭素数８〜２２の直鎖又は分岐鎖の飽和又は不飽和の脂肪酸がエステル結合したものを示し；Ｒ17は水素原子を示すか、ヒドロキシル基、ヒドロキシアルコキシ基、アルコキシ基又はアセトキシ基が置換していてもよい総炭素数１〜３０のアルキル基を示す。） (In the formula, R 15 represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group or hydrogen atom having 10 to 22 carbon atoms in which the hydroxyl group may be substituted; X 15 is a hydrogen atom. , An acetyl group or a glyceryl group; R 16 is a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 5 to 22 carbon atoms which may be substituted with a hydroxyl group or an amino group. Alternatively, the ω-terminal of the hydrocarbon group indicates an ester bond of a linear or branched saturated or unsaturated fatty acid having 8 to 22 carbon atoms which may be substituted with a hydroxyl group; R 17 is a hydrogen atom. Or an alkyl group having a total carbon number of 1 to 30 which may be substituted with a hydroxyl group, a hydroxyalkoxy group, an alkoxy group or an acetoxy group.)
Ｒ16としては、特にノニル、トリデシル、ペンタデシル、ω位にリノール酸がエステル結合したウンデシル基、ω位にリノール酸がエステル結合したペンタデシル基、ω位に１２−ヒドロキシステアリン酸がエステル結合したペンタデシル基、ω位にメチル分岐イソステアリン酸がアミド結合したウンデシル基が好ましい。 R 16 includes nonyl, tridecyl, pentadecyl, an undecyl group in which linoleic acid is ester-bonded at the ω position, a pentadecyl group in which linoleic acid is ester-bonded at the ω position, and a pentadecyl group in which 12-hydroxystearic acid is ester-bonded at the ω position. , Undecyl group in which methyl-branched isostearic acid is amide-bonded at the ω position is preferable.
Ｒ17は、Ｒ15が水素原子の場合は、ヒドロキシル基、ヒドロキシアルコキシ基、アルコキシ基又はアセトキシ基が置換していてもよい総炭素数１０〜３０の、好ましくは総炭素数１２〜２０のアルキル基であり、Ｒ15がヒドロキシル基が置換していてもよい炭素数１０〜２２の直鎖、分岐鎖又は環状の飽和又は不飽和の炭化水素基である場合には、水素原子を示すか、ヒドロキシル基、ヒドロキシアルコキシ基、アルコキシ基又はアセトキシ基が置換していてもよい総炭素数１〜８のアルキル基を示すものが好ましい。Ｒ17のヒドロキシアルコキシ基又はアルコキシ基としては炭素数１〜７のものが好ましい。 When R 15 is a hydrogen atom, R 17 is an alkyl having a total carbon number of 10 to 30, preferably a total carbon number of 12 to 20, which may be substituted with a hydroxyl group, a hydroxyalkoxy group, an alkoxy group or an acetoxy group. If it is a group and R 15 is a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 10 to 22 carbon atoms in which the hydroxyl group may be substituted, it indicates a hydrogen atom or indicates a hydrogen atom. Those showing an alkyl group having a total carbon number of 1 to 8 which may be substituted with a hydroxyl group, a hydroxyalkoxy group, an alkoxy group or an acetoxy group are preferable. The hydroxyalkoxy group or alkoxy group of R 17 preferably has 1 to 7 carbon atoms.
一般式（４）としては、Ｒ15がヘキサデシル基、Ｘ15が水素原子、Ｒ16がペンタデシル基、Ｒ17がヒドロキシエチル基のもの；Ｒ15がヘキサデシル基、Ｘ15が水素原子、Ｒ16がノニル基、Ｒ17がヒドロキシエチル基の擬似型セラミド類から選ばれる１種以上が好ましく、一般式（４）のＲ15がヘキサデシル基、Ｘ15が水素原子、Ｒ16がペンタデシル基、Ｒ17がヒドロキシエチル基のもの（Ｎ−（ヘキサデシロキシヒドロキシプロピル）−Ｎ−ヒドロキシエチルヘキサデカナミド）が、さらに好ましい。 As a general formula (4), R 15 is a hexadecyl group, X 15 is a hydrogen atom, R 16 is a pentadecyl group, and R 17 is a hydroxyethyl group; R 15 is a hexadecyl group, X 15 is a hydrogen atom, and R 16 is a hydrogen atom. One or more selected from pseudo-ceramides in which a nonyl group and R 17 are hydroxyethyl groups are preferable, and in the general formula (4), R 15 is a hexadecyl group, X 15 is a hydrogen atom, R 16 is a pentadecyl group, and R 17 is. Those having a hydroxyethyl group (N- (hexadecyloxyhydroxypropyl) -N-hydroxyethylhexadecanamid) are more preferable.
成分（Ｃ）としては、べシクル構造を形成し、保存安定性を向上させる観点から、（Ｎ−（ヘキサデシロキシヒドロキシプロピル）−Ｎ−ヒドロキシエチルヘキサデカナミド）、セラミド２、セラミド３から選ばれる１種又は２種以上が好ましく、（Ｎ−（ヘキサデシロキシヒドロキシプロピル）−Ｎ−ヒドロキシエチルヘキサデカナミド）、セラミド２から選ばれる１種又は２種以上がより好ましく、（Ｎ−（ヘキサデシロキシヒドロキシプロピル）−Ｎ−ヒドロキシエチルヘキサデカナミド）がさらに好ましい。 The component (C) is composed of (N- (hexadecyloxyhydroxypropyl) -N-hydroxyethylhexadecanamide), ceramide 2, and ceramide 3 from the viewpoint of forming a vesicle structure and improving storage stability. One or more selected from one or more are preferable (N- (hexadecyloxyhydroxypropyl) -N-hydroxyethylhexadecanamid), one or more selected from ceramide 2 is more preferable, and (N-). (Hexadecyloxyhydroxypropyl) -N-hydroxyethylhexadecanamid) is more preferable.
成分（Ｃ）のセラミド類は、１種又は２種以上を用いることができ、含有量は、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、全組成中に０．０１〜８質量％であり、０．０５〜５質量％が好ましく、０．２〜３質量％がより好ましい。 As the ceramides of the component (C), one kind or two or more kinds can be used, and the content forms a vesicle structure and is a hard gel at the beginning of application, but quickly liquids when applied to the skin. It gives a feeling that the gel state is broken, improves the smoothness and storage stability of the skin after application, and leaves traces of holes on the surface of the emulsified composition, while leaving it for a certain period of time, the original From the viewpoint of restoring a smooth and clean surface, the total composition is 0.01 to 8% by mass, preferably 0.05 to 5% by mass, and more preferably 0.2 to 3% by mass.
成分（Ｄ）は、ステロール又はステロール脂肪酸エステルである。
ステロールとしては、カンペステロール、カンペスタノール、ブラシカステロール、２２−デヒドロカンペステロール、スティグマステロール、スチグマスタノール、２２−ジヒドロスピナステロール、２２−デヒドロスチグマスタノール、７−デヒドロスチグマステロール、シトステロール、チルカロール、オイホール、フコステロール、イソフコステロール、コジステロール、クリオナステロール、ポリフェラステロール、クレロステロール、２２−デヒドロクレロステロール、フンギステロール、コンドリラステロール、アベナステロール、ベルノステロール、ポリナスタノール等のフィトステロール；コレステロール、ジヒドロコレステロール、コレスタノール、コプロスタノール、エピコプロステロール、エピコプロスタノール、２２−デヒドロコレステロール、デスモステロール、２４−メチレンコレステロール、ラノステロール、２４，２５−ジヒドロラノステロ−ル、ノルラノステロ−ル、スピナステロール、ジヒドロアグノステロール、アグノステロール、ロフェノール、ラトステロール等の動物性ステロール；デヒドロエルゴステロール、２２，２３−ジヒドロエルゴステロール、エピステロール、アスコステロール、フェコステロール等の菌類性ステロール等、ならびにこれらの水添物及びこれらの含有物等が挙げられる。植物から抽出等によって得られるステロールの混合物を用いても良い。
これらのうち、べシクル構造を形成し、保存安定性を向上させる観点から、フィトステロール、ラノステロール、コレステロール、ジヒドロコレステロールから選ばれる１種又は２種以上が好ましく、フィトステロール、コレステロールから選ばれる１種又は２種以上がより好ましく、コレステロールがさらに好ましい。
Ingredient (D) is a sterol or sterol fatty acid ester.
Sterols include campesterol, campestanol, brush casterol, 22-dehydrocampesterol, stigmasterol, stigmasterol, 22-dihydrospinasterol, 22-dehydrostigmasterol, 7-dehydrostigmasterol, cytosterol, tilcarol, Phytosterols such as euholes, fucosterols, isofucosterols, codisterols, crionasterols, polyferrasterols, clerosterols, 22-dehydroclerosterols, fungisterols, chondrilasterols, avenasterols, vernosterols, polynastanols; Dihydrocholesterol, cholestanol, coprostanol, epicoprosterol, epicoprostanol, 22-dehydrocholesterol, desmosterol, 24-methylenecholesterol, lanosterol, 24,25-dihydrolanosterol, norlanosterol, spinasterol, dihydro Animal sterols such as agnosterols, agnosterols, lophenols, ratosterols; fungal sterols such as dehydroergosterols, 22,23-dihydroergosterols, episterols, ascosterols, fecosterols, and their hydrogenation. Things and their inclusions and the like can be mentioned. A mixture of sterols obtained by extraction from a plant or the like may be used.
Of these, one or more selected from phytosterol, lanosterol, cholesterol and dihydrocholesterol are preferable, and one or two selected from phytosterol and cholesterol are preferable from the viewpoint of forming a vesicle structure and improving storage stability. Seeds and above are more preferred, and cholesterol is even more preferred.
ステロール脂肪酸エステルとしては、具体的には、ラウリン酸コレステリル、パルミチン酸コレステリル、ミリスチン酸コレステリル、オレイン酸コレステリル、ステアリン酸コレステリル、イソステアリン酸コレステリル、リノール酸コレステリル、ヒドロキシステアリン酸コレステリル、分岐脂肪酸（Ｃ１２−３１）コレステリル、マカデミアナッツ油脂肪酸コレステリル、オレイン酸ジヒドロコレステリル、マカデミアナッツ油脂肪酸ジヒドロコレステリル、ラノリン脂肪酸コレステリル、酪酸フィトステリル、ノナン酸フィトステリル、イソステアリン酸フィトステリル、ヒドロキシステアリン酸フィトステリル、カプリル／カプリン酸フィトステリル、リシノール酸フィトステリル、オレイン酸フィトステリル、フィトステリルカノラ油脂肪酸グリセリズ、フィトステリルナタネグリセリズ、マカデミアナッツ油脂肪酸フィトステリル、ヒマワリ種子油脂肪酸フィトステリル、コメヌカ油脂肪酸フィトステリル等が挙げられる。
これらのうち、べシクル構造を形成し、保存安定性を向上させる観点から、ラウリン酸コレステリル、パルミチン酸コレステリル、ミリスチン酸コレステリル、オレイン酸コレステリル、イソステアリン酸コレステリル、リノール酸コレステリルが好ましく、オレイン酸コレステリル、イソステアリン酸コレステリルがより好ましい。
Specific examples of the sterol fatty acid ester include cholesteryl laurate, cholesteryl palmitate, cholesteryl myristate, cholesteryl oleate, cholesteryl stearate, cholesteryl isostearate, cholesteryl linoleate, cholesteryl hydroxystearate, and branched fatty acid (C12-31). ) Cholesteryl, Macademia nut oil fatty acid cholesteryl, dihydrocholesteryl oleate, macadamia nut oil fatty acid dihydrocholesteryl, lanolin fatty acid cholesteryl, phytosteryl butyrate, phytosteryl nonanoate, phytosteryl isostearate, phytosteryl hydroxystearate, phytosteryl hydroxystearate Phytosteryl acid, phytosteryl canola oil fatty acid glyceriz, phytosteryl rapeseed glyceriz, macadamia nut oil fatty acid phytosteryl, sunflower seed oil fatty acid phytosteryl, rice bran oil fatty acid phytosteryl and the like.
Of these, cholesteryl laurate, cholesteryl palmitate, cholesteryl myristate, cholesteryl oleate, cholesteryl isostearate, and cholesteryl linoleate are preferable, and cholesteryl oleate, from the viewpoint of forming a vesicle structure and improving storage stability. Cholesteryl isostearate is more preferred.
成分（Ｄ）としては、べシクル構造を形成し、保存安定性を向上させる観点から、ステロールが好ましい。 As the component (D), sterols are preferable from the viewpoint of forming a vesicle structure and improving storage stability.
成分（Ｄ）は、１種又は２種以上を組合わせて用いることができ、含有量は、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、全組成中に０．００５〜０．８質量％であり、０．００８〜０．６質量％が好ましく、０．０２〜０．３質量％がより好ましい。 Ingredient (D) can be used alone or in combination of two or more, and the content is a hard gel at the beginning of application, which forms a vesicle structure, but quickly liquids when applied to the skin. It gives a feeling that the gel state is broken, improves the smoothness and storage stability of the skin after application, and leaves traces of holes on the surface of the emulsified composition, while leaving it for a certain period of time, the original From the viewpoint of restoring a smooth and clean surface, the total composition is 0.005 to 0.8% by mass, preferably 0.008 to 0.6% by mass, and more preferably 0.02 to 0.3% by mass. ..
本発明の乳化組成物は、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、成分（Ａ）、（Ｂ）、（Ｃ）及び（Ｄ）の合計含有量が、全組成中に０．１〜１５質量％であるのが好ましく、０．２〜１０質量％がより好ましく、０．５〜７質量％がさらに好ましい。 The emulsified composition of the present invention forms a vesicle structure and is in the form of a hard gel at the beginning of application, but when applied to the skin, it quickly liquefies, giving the feeling that the gel state collapses, and the skin after application. Ingredients (A) and (B) from the viewpoint of improving the smoothness and storage stability and leaving traces of holes on the surface of the emulsified composition, while restoring the original smooth and clean surface after standing for a certain period of time. ), (C) and (D) are preferably 0.1 to 15% by mass, more preferably 0.2 to 10% by mass, and 0.5 to 7% by mass in the total composition. Is even more preferable.
成分（Ｅ）の水の含有量は、全組成中に３０〜８５質量％であるのが好ましく、４０〜８０質量％がより好ましく、５０〜７０質量％がさらに好ましい。 The water content of the component (E) is preferably 30 to 85% by mass, more preferably 40 to 80% by mass, and even more preferably 50 to 70% by mass in the total composition.
成分（Ｆ）の水溶性増粘剤としては、アルキル変性ポリアクリル酸系ポリマー、アルキル変性多糖類系ポリマー、ウレタン系ポリマー等が挙げられる。
アルキル変性ポリアクリル酸系ポリマーとしては、アクリル酸アルキル共重合体、（メタ）アクリル酸／（メタ）アクリル酸アルキル共重合体、アクリル酸アルキル・メタクリル酸アルキル・ポリオキシエチレンステアリルエーテル共重合体等が挙げられ、（メタ）アクリル酸／（メタ）アクリル酸アルキル共重合体、アクリル酸アルキル・メタクリル酸アルキル・ポリオキシエチレンステアリルエーテル共重合体から選ばれる１種又は２種以上が好ましく、アクリル酸アルキル・メタクリル酸アルキル・ポリオキシエチレンステアリルエーテル共重合体がより好ましい。
また、アクリル酸アルキル・メタクリル酸アルキル・ポリオキシエチレンステアリルエーテル共重合体としては、アクリレーツ／ステアレス−２０メタクリレートコポリマー、アクリレーツ／べへネス−２５メタクリレートコポリマー、アクリレーツ／ステアレス−２０メタクリレートクロスポリマー等が挙げられ、アクリレーツ／ステアレス−２０メタクリレートコポリマーが好ましい。
アルキル変性多糖類系ポリマーとしては、ラウレス−１３ＰＧヒドロキシエチルセルロース、ステアロキシＰＧヒドロキシエチルセルローススルホン酸Ｎａ等が挙げられ、ラウレス−１３ＰＧヒドロキシエチルセルロースが好ましい。
ウレタン系ポリマーとしては、（ＰＥＧ−２４０／デシルテトラデセス−２０／ＨＤＩ）コポリマーが好ましい。
Examples of the water-soluble thickener of the component (F) include an alkyl-modified polyacrylic acid-based polymer, an alkyl-modified polysaccharide-based polymer, and a urethane-based polymer.
Examples of the alkyl-modified polyacrylic acid-based polymer include alkyl acrylate copolymers, (meth) acrylic acid / alkyl (meth) acrylic acid copolymers, alkyl acrylates, alkyl methacrylates, and polyoxyethylene stearyl ether copolymers. , And one or more selected from (meth) acrylic acid / (meth) alkyl acrylate copolymer and alkyl acrylate / alkyl methacrylate / polyoxyethylene stearyl ether copolymer are preferable. Alkyl-alkyl methacrylate-polyoxyethylene stearyl ether copolymers are more preferred.
Examples of the alkyl acrylate / alkyl methacrylate / polyoxyethylene stearyl ether copolymer include Acrylate / Steareth-20 methacrylate copolymer, Acrylate / Behenez-25 methacrylate copolymer, Acrylate / Steareth-20 methacrylate crosspolymer and the like. Acrylate / Stairless-20 methacrylate copolymer is preferred.
Examples of the alkyl-modified polysaccharide polymer include laureth-13PG hydroxyethyl cellulose and sodium stearoxy PG hydroxyethyl cellulose sulfonate, and laureth-13PG hydroxyethyl cellulose is preferable.
As the urethane-based polymer, a (PEG-240 / decyltetradeceth-20 / HDI) copolymer is preferable.
成分（Ｆ）としては、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、アルキル変性ポリアクリル酸系ポリマー、アルキル変性多糖類系ポリマーから選ばれる１種又は２種以上が好ましく、アルキル変性ポリアクリル酸系ポリマーがより好ましく、（メタ）アクリル酸／（メタ）アクリル酸アルキル共重合体、アクリル酸アルキル・メタクリル酸アルキル・ポリオキシエチレンステアリルエーテル共重合体から選ばれる１種又は２種以上がさらに好ましく、アクリル酸アルキル・メタクリル酸アルキル・ポリオキシエチレンステアリルエーテル共重合体がよりさらに好ましく、アクリレーツ／ステアレス−２０メタクリレートコポリマーがことさら好ましい。 As component (F), it forms a vesicle structure and is in the form of a hard gel at the beginning of application, but when it is applied to the skin, it quickly liquefies, giving the feeling that the gel state collapses, and the skin is smooth after application. Alkyl-modified polyacrylic acid-based polymers, from the viewpoint of improving the feeling and storage stability and leaving traces of holes on the surface of the emulsified composition, while restoring the original smooth and clean surface after being allowed to stand for a certain period of time. One or more selected from alkyl-modified polysaccharide polymers are preferable, alkyl-modified polyacrylic acid-based polymers are more preferable, (meth) acrylic acid / (meth) alkyl acrylate copolymers, alkyl acrylate / methacryl acrylate. One or more selected from alkyl acid / polyoxyethylene stearyl ether copolymers is more preferable, alkyl acrylate / alkyl methacrylate / polyoxyethylene stearyl ether copolymers are even more preferable, and Acrylate / Steareth-20. Methacrylate copolymers are particularly preferred.
また、成分（Ｆ）の市販品としては、例えば、アクリル酸アルキル重合体として、アキュリン３３（ザ・ダウ・ケミカル・カンパニー）、（メタ）アクリル酸／（メタ）アクリル酸アルキル共重合体として、ペムレンＴＲ−１、ペムレンＴＲ−２、カーボポールＥＴＤ２０２０（以上、Lubrizol Advanced Materials, Inc.）等が挙げられる。また、アクリル酸アルキル・メタクリル酸アルキル・ポリオキシエチレンステアリルエーテル共重合体としては、アクリレーツ／ステアレス−２０メタクリレートコポリマーであるアキュリン２２、アクリレーツ／べへネス−２５メタクリレートコポリマーであるアキュリン２８、アクリレーツ／ステアレス−２０メタクリレートクロスポリマーであるアキュリン８８（以上、ザ・ダウ・ケミカル・カンパニー）等が挙げられる。アルキル変性多糖類系ポリマーとしては、ステアロキシＰＧヒドロキシエチルセルローススルホン酸ＮａであるＳＰＳ−Ｓ−ＳＡ、ラウレス−１３ＰＧヒドロキシエチルセルロースであるソフケアＥＰ−Ｓ（以上、花王社）、Ｎａｔｒｏｓｏｌ Ｐｌｕｓ（Hercules-Aqualon）等が挙げられる。ウレタン系ポリマーとしては、（ＰＥＧ−２４０／デシルテトラデセス−２０／ＨＤＩ）コポリマーであるアデカノールＧＴ−７３０（アデカ社）等が挙げられる。 Commercially available products of the component (F) include, for example, an alkyl acrylate polymer, Acculin 33 (The Dow Chemical Company), and a (meth) acrylic acid / alkyl (meth) acrylate copolymer. Examples thereof include Pemlen TR-1, Pemlen TR-2, and Carbopol ETD2020 (above, Lubrizol Advanced Materials, Inc.). Examples of the alkyl acrylate / alkyl methacrylate / polyoxyethylene stearyl ether copolymer include Acculin 22, which is an Acrylate / Steareth-20 methacrylate copolymer, Acculin 28, which is an Acrylate / Behenez-25 methacrylate copolymer, and Acrylate / Steareth. Examples thereof include Acurin 88 (above, The Dow Chemical Company), which is a -20 methacrylate crosspolymer. Examples of the alkyl-modified polysaccharide polymer include SPS-S-SA, which is sodium stearoxy PG hydroxyethyl cellulose sulfonate, Sofcare EP-S (above, Kao), which is laures-13 PG hydroxyethyl cellulose, and Natrosol Plus (Hercules-Aqualon). Can be mentioned. Examples of the urethane-based polymer include Adecanol GT-730 (Adeka Corporation), which is a (PEG-240 / decyltetradeceth-20 / HDI) copolymer.
成分（Ｆ）は、１種又は２種以上を組合わせて用いることができ、含有量は、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、全組成中に０．１〜８質量％であるのが好ましく、０．３〜６質量％がより好ましく、０．６〜４質量％がさらに好ましい。 Ingredient (F) can be used alone or in combination of two or more, and the content is a hard gel at the beginning of application, which forms a vesicle structure, but quickly liquids when applied to the skin. It gives a feeling that the gel state is broken, improves the smoothness and storage stability of the skin after application, and leaves traces of holes on the surface of the emulsified composition, while leaving it for a certain period of time, the original From the viewpoint of restoring a smooth and clean surface, the total composition is preferably 0.1 to 8% by mass, more preferably 0.3 to 6% by mass, still more preferably 0.6 to 4% by mass.
本発明において、成分（Ｆ）に対する成分（Ａ）の質量割合（Ａ）／（Ｆ）は、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、０．０５〜１０が好ましく、０．１〜６がより好ましく、０．３〜３.２がさらに好ましい。 In the present invention, the mass ratio (A) / (F) of the component (A) to the component (F) forms a vesicle structure, and is a hard gel at the beginning of application, but quickly liquids when applied to the skin. It gives a feeling that the gel state is broken, improves the smoothness and storage stability of the skin after application, and leaves traces of holes on the surface of the emulsified composition, while leaving it for a certain period of time, the original From the viewpoint of restoring a smooth and clean surface, 0.05 to 10 is preferable, 0.1 to 6 is more preferable, and 0.3 to 3.2 is further preferable.
本発明において、成分（Ｆ）に対する成分（Ｂ）の質量割合（Ｂ）／（Ｆ）は、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、０．００１〜１が好ましく、０．００５〜０．６がより好ましく、０．０２〜０．３がさらに好ましい。 In the present invention, the mass ratio (B) / (F) of the component (B) to the component (F) forms a vesicle structure, and is a hard gel at the beginning of application, but quickly liquids when applied to the skin. It gives a feeling that the gel state is broken, improves the smoothness and storage stability of the skin after application, and leaves traces of holes on the surface of the emulsified composition, while leaving it for a certain period of time, the original From the viewpoint of restoring a smooth and clean surface, 0.001 to 1, more preferably 0.005 to 0.6, and even more preferably 0.02 to 0.3.
また、本発明において、べシクル構造を形成し、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布後の肌のすべすべ感、保存安定性を向上させ、乳化組成物の表面に開いた穴の跡が残る一方、一定時間静置後、元の平滑できれいな表面に復元させる観点から、成分（Ｆ）に対する、成分（Ａ）、（Ｂ）、（Ｃ）及び（Ｄ）の合計量の質量割合（（Ａ）＋（Ｂ）＋（Ｃ）＋（Ｄ）／（Ｆ）は、０．１〜２０が好ましく、０．２〜１３がより好ましく、０．６〜７がさらに好ましい。 Further, in the present invention, a vesicle structure is formed, and the gel is hard at the beginning of application, but when it is applied to the skin, it quickly liquefies and the gel state is broken, resulting in a smooth feeling of the skin after application. From the viewpoint of improving storage stability and leaving traces of holes on the surface of the emulsified composition, while restoring to the original smooth and clean surface after standing for a certain period of time, the component (A) with respect to the component (F). ), (B), (C) and (D), the mass ratio ((A) + (B) + (C) + (D) / (F) is preferably 0.1 to 20 and 0. .2 to 13 are more preferable, and 0.6 to 7 is even more preferable.
本発明の乳化組成物は、化粧料等の皮膚外用剤として適用することができる。化粧料とする場合には、前記成分以外に、更に、通常の化粧料に用いられる成分、例えば、上記以外の油性成分、界面活性剤、低級アルコール、保湿剤、酸化防止剤、防腐剤、キレート剤、美白剤、紫外線吸収剤、ビタミン類、植物抽出物、その他各種薬効成分、粉体、香料、色材等を含有することができる。 The emulsified composition of the present invention can be applied as an external preparation for skin such as cosmetics. In the case of cosmetics, in addition to the above ingredients, other ingredients used in ordinary cosmetics, such as oily ingredients other than the above, surfactants, lower alcohols, moisturizers, antioxidants, preservatives, chelates, etc. It can contain agents, whitening agents, ultraviolet absorbers, vitamins, plant extracts, other various medicinal ingredients, powders, fragrances, coloring materials and the like.
本発明の乳化組成物は、例えば、成分（Ａ）〜（Ｄ）、（Ｅ１）水を含む水相Ｉを混合して乳化し、冷却する工程１の後に、成分（Ｆ）、（Ｅ２）水を含む水相IIをさらに混合する工程２を備える方法により、製造することができる。成分（Ｅ）の水は、工程１（Ｅ１）及び工程２（Ｅ２）でそれぞれ用いられる。
工程１において、成分（Ａ）〜（Ｄ）、（Ｅ１）水を含む水相Ｉは、ベシクルを形成するのが好ましく、工程２において、このベシクルに、成分（Ｆ）、（Ｅ２）水を含む水相IIをさらに加えて混合することにより、本発明の乳化組成物を得ることができる。
得られる乳化組成物は、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布を行う実感が得られる観点から、ゲル状であるのが好ましく、流動性のないゲル状がより好ましい。
また、得られる乳化組成物の粘度は、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布を行う実感が得られる観点から、５，０００〜２００，０００ｍPa・ｓが好ましく、８，０００〜１５０，０００ｍPa・ｓがより好ましく、１０，０００〜１２０，０００ｍPa・ｓがさらに好ましく、２０，０００〜８０，０００ｍPa・ｓがよりさらに好ましい。なお、粘度は、Ｂ８Ｒ型粘度計（ローター：Ｔ−Ｃ、回転速度：５ｒｐｍ、測定時間：１分、測定温度：２５℃）で測定された値である。
In the emulsified composition of the present invention, for example, after the step 1 of mixing, emulsifying, and cooling the aqueous phase I containing the components (A) to (D) and (E1) water, the components (F) and (E2) It can be produced by a method comprising step 2 of further mixing the aqueous phase II containing water. The water of the component (E) is used in the step 1 (E1) and the step 2 (E2), respectively.
In step 1, the aqueous phase I containing the components (A) to (D) and (E1) water preferably forms a vesicle, and in step 2, the components (F) and (E2) water are added to the vesicle. The emulsified composition of the present invention can be obtained by further adding and mixing the containing aqueous phase II.
The obtained emulsified composition is in the form of a hard gel at the beginning of application, but when it is applied to the skin, it quickly liquefies, giving a feeling that the state of the gel collapses, and from the viewpoint of giving a feeling of applying, it is in the form of a gel. It is preferably present, and a gel without fluidity is more preferable.
In addition, the viscosity of the obtained emulsified composition is a hard gel at the beginning of application, but when it is applied to the skin, it quickly liquefies, giving a feeling that the gel state collapses, and from the viewpoint that the actual feeling of application can be obtained. , 5,000 to 200,000 mPa · s, more preferably 8,000 to 150,000 mPa · s, even more preferably 10,000 to 120,000 mPa · s, more preferably 20,000 to 80,000 mPa · s. More preferred. The viscosity is a value measured with a B8R type viscometer (rotor: TC, rotation speed: 5 rpm, measurement time: 1 minute, measurement temperature: 25 ° C.).
本発明の乳化組成物が、製造時に、前記工程１と工程２を備えることが好ましい理由としては、以下のように考えられる。
本発明の乳化組成物は、工程１によって安定なベシクルを形成し、さらに工程２で水溶性増粘剤を加えることによって、ベシクル構造を形成する各成分のアルキル基と水溶性増粘剤のアルキル基同士が疎水性相互作用を起こし、ベシクル構造を維持したまま、安定な硬いゲル状の乳化組成物になると推測される。得られた乳化組成物は、肌になじませること等による一定以上の外力が加わることによって、ベシクルと水溶性増粘剤の相互作用が弱まり、素早く液状に変化すると考えらえる。その結果、本発明の乳化組成物を肌に塗布した際に、塗布の初めは硬いゲル状であるが、肌になじませると素早く液状化し、ゲルの状態が崩れる感触が得られ、塗布した実感が得られると考えられる。
このような推測から、本発明の乳化組成物は、工程１、工程２を備える製造法が好ましく、工程１でベシクルを形成することがより好ましい。
The reason why it is preferable that the emulsified composition of the present invention includes the steps 1 and 2 at the time of production is considered as follows.
In the emulsified composition of the present invention, a stable vesicle is formed in step 1, and by adding a water-soluble thickener in step 2, the alkyl group of each component forming the vesicle structure and the alkyl of the water-soluble thickener are added. It is presumed that the groups undergo a hydrophobic interaction to form a stable, hard gel-like emulsified composition while maintaining the vesicle structure. It is considered that the obtained emulsified composition weakens the interaction between the vesicle and the water-soluble thickener when an external force of a certain level or more is applied by blending it with the skin or the like, and quickly changes to a liquid state. As a result, when the emulsified composition of the present invention is applied to the skin, it is in the form of a hard gel at the beginning of the application, but when it is applied to the skin, it quickly liquefies and the gel state is broken. Is considered to be obtained.
From such a guess, the emulsified composition of the present invention preferably has a production method including steps 1 and 2, and more preferably forms a vesicle in step 1.
実施例１〜１９及び比較例１〜２
表１〜表３に示す組成の乳化組成物を製造し、塗布時、ゲルの状態が崩れる感触、塗布後の肌のすべすべな感じ、ベシクル構造の確認、乳化組成物の安定性（保形性）、乳化組成物のゲル状態の確認、乳化組成物の形状復元性を評価した。結果を表１〜表３に併せて示す。
Examples 1-19 and Comparative Examples 1-2
The emulsified compositions having the compositions shown in Tables 1 to 3 are produced, and when applied, the gel state feels distorted, the skin feels smooth after application, the vesicle structure is confirmed, and the stability (shape retention) of the emulsified composition. ), Confirmation of the gel state of the emulsified composition, and evaluation of the shape restoration property of the emulsified composition. The results are also shown in Tables 1 to 3.
（製造方法）
成分（Ａ）〜（Ｄ）を９０℃に加熱して均一に溶解し、９０℃に加熱した（Ｅ１）水及びその他の水性成分を含む水相Ｉに加え、プロペラで攪拌しながら混合した。その後、プロペラで攪拌しながら２５℃まで冷却し、成分（Ｆ）、（Ｅ２）水及びその他の水性成分を含む水相IIを添加し、プロペラで攪拌し、乳化組成物を得た。
(Production method)
Ingredients (A) to (D) were heated to 90 ° C. to uniformly dissolve, added to aqueous phase I containing water (E1) heated to 90 ° C. and other aqueous components, and mixed with stirring with a propeller. Then, the mixture was cooled to 25 ° C. with stirring with a propeller, aqueous phase II containing the components (F), (E2) water and other aqueous components was added, and the mixture was stirred with a propeller to obtain an emulsified composition.
（評価方法）
（１）塗布時、ゲルの状態が崩れる感触：
専門評価者３名が、各乳化組成物を手の甲に０．１ｇ塗布し、マッサージしはじめのゲルの状態が崩れる感触について、１０：明らかにある、１：明らかにない、とした１０段階で評価した。結果は、３名の平均値で示した。
(Evaluation method)
(1) Feeling that the gel state collapses during application:
Three expert evaluators applied 0.1 g of each emulsified composition to the back of the hand and evaluated the feeling that the gel state at the beginning of massage collapsed on a scale of 10: clear, 1: not clear. did. The results are shown by the average value of 3 persons.
（２）塗布後の肌のすべすべな感じ：
専門評価者３名が、各乳化組成物を手の甲に０．１ｇ塗布してマッサージをし、その後の肌を触り、すべすべな感じについて、１０：明らかにすべすべする、１：明らかにすべすべしない、とした１０段階で評価した。結果は、３名の平均値で示した。
(2) Smooth feeling of the skin after application:
Three expert evaluators applied 0.1 g of each emulsified composition to the back of the hand and massaged it, and then touched the skin and felt smooth. 10: Clearly smooth, 1: Clearly non-smooth. It was evaluated on a scale of 10. The results are shown by the average value of 3 persons.
（３）ベシクル構造の確認：
製造直後の各乳化組成物を顕微鏡で観察し、ベシクルの状態について、以下の４段階の基準で評価した。
４：マルテーゼクロスがかなりある。
３：マルテーゼクロスがある。
２：マルテーゼクロスがほとんどない。
１：マルテーゼクロスない。
(3) Confirmation of vesicle structure:
Each emulsified composition immediately after production was observed under a microscope, and the state of the vesicle was evaluated according to the following four-step criteria.
4: There is a lot of Martese cloth.
3: There is a Martese cloth.
2: There is almost no Martese cloth.
1: There is no Martese cloth.
（４）乳化組成物の安定性（保形性）：
製造直後と、５０℃、２５℃、５℃で１週間保存した後の各乳化組成物の状態を目視で観察し、以下の４段階の基準で評価した。
４：流動性のないゲル状。
３：やや流動性があるがゲル状。
２：わずかにとろみがある。
１：液状。
(4) Stability (shape retention) of the emulsified composition:
The state of each emulsified composition immediately after production and after storage at 50 ° C., 25 ° C. and 5 ° C. for 1 week was visually observed and evaluated according to the following four-step criteria.
4: Gel-like with no fluidity.
3: Slightly fluid but gel-like.
2: Slightly thick.
1: Liquid.
（５）乳化組成物のゲル状態の確認：
製造直後の各乳化組成物１０ｇをスクリュー管（マルエム社製、Ｎｏ．２）に入れ、ふたをした後、ゆっくりと振動を与えないように１８０°ひっくり返して、１分間放置した後、各乳化組成物が垂れるか、垂れないかを確認した。
２：垂れない。
１：垂れる。
(5) Confirmation of gel state of emulsified composition:
Put 10 g of each emulsified composition immediately after production into a screw tube (Maruem Co., Ltd., No. 2), cover it, turn it over 180 ° slowly so as not to give vibration, leave it for 1 minute, and then emulsify each. It was confirmed whether the composition drips or does not hang down.
2: Does not drip.
1: It hangs down.
（６）乳化組成物の形状復元性：
各乳化組成物をサンプル瓶（１００ｍＬ、東京ガラス社製、ＰＳ−１００）に充填し、ミクロスパーテル（ステンレス製、サンダイヤ社製）を用いて、直径５ｍｍ、深さ５ｍｍの大きさの乳化組成物を表面からかきとって１分後の状態を確認した。その後、穴が開いた状態が平滑になるまでの時間を測定した。なお、測定は、４８時間まで行い、測定した時間の単位は、「時間」で示した。
なお、乳化組成物を表面からかきとって１分後の状態は、以下の基準で示した。
２：穴が開いた状態。
１：穴の形がつかず、表面が平滑に復元した状態。
また、比較例１〜２については、乳化組成物を表面からかきとって１分後の状態で、穴の形がなくなり、表面が平滑になった状態であったため（評価：１）、平滑になるまでの時間は測定できず、「−」で示した。比較例は、形状復元性を示さなかった。
(6) Shape resilience of emulsified composition:
Each emulsification composition is filled in a sample bottle (100 mL, manufactured by Tokyo Glass Co., Ltd., PS-100), and an emulsified composition having a diameter of 5 mm and a depth of 5 mm is used using a microspatula (stainless steel, manufactured by Sundia Co., Ltd.). Was scraped from the surface and the state after 1 minute was confirmed. After that, the time until the perforated state became smooth was measured. The measurement was carried out up to 48 hours, and the unit of the measured time was indicated by "time".
The state 1 minute after scraping the emulsified composition from the surface was shown according to the following criteria.
2: A state with a hole.
1: A state in which the shape of the hole is not formed and the surface is restored to be smooth.
Further, in Comparative Examples 1 and 2, one minute after the emulsified composition was scraped from the surface, the shape of the hole disappeared and the surface became smooth (evaluation: 1). The time until it became was not measurable and was indicated by "-". Comparative examples did not show shape resilience.
Claims (6)
（Ａ）アニオン界面活性剤 ０．０１〜１０質量％、
（Ｂ）スフィンゴシン類又はカチオン界面活性剤 ０．００１〜１質量％、
（Ｃ）セラミド類 ０．０１〜８質量％、
（Ｄ）ステロール又はステロール脂肪酸エステル ０．００５〜０．８質量％、
（Ｅ）水、
（Ｆ）水溶性増粘剤
を含有する乳化組成物。 The following components (A), (B), (C), (D), (E) and (F):
(A) Anionic surfactant 0.01-10% by mass,
(B) Sphingosine or cationic surfactant 0.001 to 1% by mass,
(C) Ceramides 0.01-8% by mass,
(D) Sterol or sterol fatty acid ester 0.005 to 0.8% by mass,
(E) Water,
(F) An emulsified composition containing a water-soluble thickener.
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004256471A (en) * | 2003-02-27 | 2004-09-16 | Kanebo Ltd | Emulsion composition |
| JP2005023068A (en) * | 2003-06-10 | 2005-01-27 | Kao Corp | Oil in water type emulsified cosmetic |
| JP2012214469A (en) * | 2011-03-31 | 2012-11-08 | Kao Corp | Emulsion composition |
| JP2012214470A (en) * | 2011-03-31 | 2012-11-08 | Kao Corp | Vesicle composition |
| JP2018012738A (en) * | 2012-12-13 | 2018-01-25 | プレシジョン ダーマトロジー インコーポレイテッドＰｒｅｃｉｓｉｏｎ Ｄｅｒｍａｔｏｌｏｇｙ， Ｉｎｃ． | Topical formulations for increasing dermal concentration of hyaluronic acid |
| JP2019119741A (en) * | 2017-12-28 | 2019-07-22 | 花王株式会社 | Emulsion composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004256471A (en) * | 2003-02-27 | 2004-09-16 | Kanebo Ltd | Emulsion composition |
| JP2005023068A (en) * | 2003-06-10 | 2005-01-27 | Kao Corp | Oil in water type emulsified cosmetic |
| JP2012214469A (en) * | 2011-03-31 | 2012-11-08 | Kao Corp | Emulsion composition |
| JP2012214470A (en) * | 2011-03-31 | 2012-11-08 | Kao Corp | Vesicle composition |
| JP2018012738A (en) * | 2012-12-13 | 2018-01-25 | プレシジョン ダーマトロジー インコーポレイテッドＰｒｅｃｉｓｉｏｎ Ｄｅｒｍａｔｏｌｏｇｙ， Ｉｎｃ． | Topical formulations for increasing dermal concentration of hyaluronic acid |
| JP2019119741A (en) * | 2017-12-28 | 2019-07-22 | 花王株式会社 | Emulsion composition |
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