JP2015007014A - 化粧料 - Google Patents
化粧料 Download PDFInfo
- Publication number
- JP2015007014A JP2015007014A JP2013133205A JP2013133205A JP2015007014A JP 2015007014 A JP2015007014 A JP 2015007014A JP 2013133205 A JP2013133205 A JP 2013133205A JP 2013133205 A JP2013133205 A JP 2013133205A JP 2015007014 A JP2015007014 A JP 2015007014A
- Authority
- JP
- Japan
- Prior art keywords
- group
- cosmetics
- oil
- sphingolipid
- dielectric constant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000002537 cosmetic Substances 0.000 title claims abstract description 59
- 150000003408 sphingolipids Chemical class 0.000 claims abstract description 43
- 239000002245 particle Substances 0.000 claims abstract description 42
- 229920000642 polymer Polymers 0.000 claims abstract description 33
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 29
- 239000000839 emulsion Substances 0.000 claims abstract description 28
- 239000012071 phase Substances 0.000 claims abstract description 28
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 12
- OGQYPPBGSLZBEG-UHFFFAOYSA-N dimethyl(dioctadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC OGQYPPBGSLZBEG-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000008346 aqueous phase Substances 0.000 claims abstract description 8
- 125000004185 ester group Chemical group 0.000 claims abstract description 5
- 239000000126 substance Substances 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 9
- WAYINTBTZWQNSN-UHFFFAOYSA-N 11-methyldodecyl 3,5,5-trimethylhexanoate Chemical compound CC(C)CCCCCCCCCCOC(=O)CC(C)CC(C)(C)C WAYINTBTZWQNSN-UHFFFAOYSA-N 0.000 claims description 8
- OQILCOQZDHPEAZ-UHFFFAOYSA-N Palmitinsaeure-octylester Natural products CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 claims description 8
- DRRMRHKHTQRWMB-UHFFFAOYSA-N [3-(2-ethylhexanoyloxy)-2,2-bis(2-ethylhexanoyloxymethyl)propyl] 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OCC(COC(=O)C(CC)CCCC)(COC(=O)C(CC)CCCC)COC(=O)C(CC)CCCC DRRMRHKHTQRWMB-UHFFFAOYSA-N 0.000 claims description 8
- 210000002472 endoplasmic reticulum Anatomy 0.000 claims description 8
- GJQLBGWSDGMZKM-UHFFFAOYSA-N ethylhexyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(CC)CCCCC GJQLBGWSDGMZKM-UHFFFAOYSA-N 0.000 claims description 8
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims description 8
- BJDAUCLANVMIOB-UHFFFAOYSA-N (3-decanoyloxy-2,2-dimethylpropyl) decanoate Chemical compound CCCCCCCCCC(=O)OCC(C)(C)COC(=O)CCCCCCCCC BJDAUCLANVMIOB-UHFFFAOYSA-N 0.000 claims description 7
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 claims description 7
- GHVNFZFCNZKVNT-UHFFFAOYSA-M decanoate Chemical compound CCCCCCCCCC([O-])=O GHVNFZFCNZKVNT-UHFFFAOYSA-M 0.000 claims description 5
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 50
- -1 ceramide 2 Chemical compound 0.000 description 21
- 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 14
- 229940106189 ceramide Drugs 0.000 description 14
- 229940044176 ceramide 3 Drugs 0.000 description 14
- YDNKGFDKKRUKPY-JHOUSYSJSA-N C16 ceramide Natural products CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)C=CCCCCCCCCCCCCC YDNKGFDKKRUKPY-JHOUSYSJSA-N 0.000 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 description 10
- 238000004945 emulsification Methods 0.000 description 10
- VVGIYYKRAMHVLU-UHFFFAOYSA-N newbouldiamide Natural products CCCCCCCCCCCCCCCCCCCC(O)C(O)C(O)C(CO)NC(=O)CCCCCCCCCCCCCCCCC VVGIYYKRAMHVLU-UHFFFAOYSA-N 0.000 description 10
- 239000004094 surface-active agent Substances 0.000 description 10
- CRJGESKKUOMBCT-VQTJNVASSA-N N-acetylsphinganine Chemical compound CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(C)=O CRJGESKKUOMBCT-VQTJNVASSA-N 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 9
- 125000003342 alkenyl group Chemical group 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
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- 239000003995 emulsifying agent Substances 0.000 description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 150000001783 ceramides Chemical class 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- 150000003904 phospholipids Chemical class 0.000 description 4
- 235000000346 sugar Nutrition 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229960001231 choline Drugs 0.000 description 3
- 230000001804 emulsifying effect Effects 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol Substances OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
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- 239000002244 precipitate Substances 0.000 description 3
- 230000001953 sensory effect Effects 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 229920001059 synthetic polymer Polymers 0.000 description 3
- WWUZIQQURGPMPG-UHFFFAOYSA-N (-)-D-erythro-Sphingosine Natural products CCCCCCCCCCCCCC=CC(O)C(N)CO WWUZIQQURGPMPG-UHFFFAOYSA-N 0.000 description 2
- 102000008186 Collagen Human genes 0.000 description 2
- 108010035532 Collagen Proteins 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- SHZGCJCMOBCMKK-UHFFFAOYSA-N D-mannomethylose Natural products CC1OC(O)C(O)C(O)C1O SHZGCJCMOBCMKK-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- 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 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 2
- 239000004472 Lysine Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 2
- MIUIRGGKIICMBP-NFOZDHADSA-N [27-oxo-27-[[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]amino]heptacosyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC MIUIRGGKIICMBP-NFOZDHADSA-N 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 229940048864 ceramide 1 Drugs 0.000 description 2
- 229940099417 ceramide 2 Drugs 0.000 description 2
- 229920001436 collagen Polymers 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 230000003779 hair growth Effects 0.000 description 2
- 229920000831 ionic polymer Polymers 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
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- 238000002360 preparation method Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 2
- WWUZIQQURGPMPG-KRWOKUGFSA-N sphingosine Chemical compound CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO WWUZIQQURGPMPG-KRWOKUGFSA-N 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
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- JQWAHKMIYCERGA-UHFFFAOYSA-N (2-nonanoyloxy-3-octadeca-9,12-dienoyloxypropoxy)-[2-(trimethylazaniumyl)ethyl]phosphinate Chemical compound CCCCCCCCC(=O)OC(COP([O-])(=O)CC[N+](C)(C)C)COC(=O)CCCCCCCC=CCC=CCCCCC JQWAHKMIYCERGA-UHFFFAOYSA-N 0.000 description 1
- GBGUSZWBYGKEBA-VBYMIUBRSA-N (2R)-2-hydroxy-N-[(E,2S,3R,6R)-1,3,6-trihydroxyoctadec-4-en-2-yl]tetracosanamide Chemical compound CCCCCCCCCCCCCCCCCCCCCC[C@@H](O)C(=O)N[C@@H](CO)[C@H](O)\C=C\[C@H](O)CCCCCCCCCCCC GBGUSZWBYGKEBA-VBYMIUBRSA-N 0.000 description 1
- OMDQUFIYNPYJFM-XKDAHURESA-N (2r,3r,4s,5r,6s)-2-(hydroxymethyl)-6-[[(2r,3s,4r,5s,6r)-4,5,6-trihydroxy-3-[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@@H]1[C@@H](O[C@H]2[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@H](O)[C@H](O)O1 OMDQUFIYNPYJFM-XKDAHURESA-N 0.000 description 1
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Abstract
Description
両親媒性物質又は重縮合ポリマー粒子である、スルホン化セルロース誘導体、ヒドロキシプロピルメチルセルロース誘導体、ジラウロイルグルタミン酸リシンNaを乳化剤として用いた実施例1〜28と、比較例1〜6においては、セラミド3が乳化されたことが確認された。一方、界面活性剤であるポリオキシエチレンソルビタンモノステアレート、モノステアリン酸ソルビタンを用いた比較例7〜14においては、セラミド3を乳化できないことが確認された。この結果より、両親媒性物質の閉鎖小胞体又は重縮合ポリマー粒子を用いることによって、従来の界面活性剤では乳化することができなかったセラミド3を乳化可能であることが示された。
油性成分の誘電率が2.8〜7.0である実施例1〜28においては、常温、−20℃のいずれにおいてもセラミド3が析出しなかった。これに対し、油性成分の誘電率が2.8未満もしくは7.0を超える比較例1〜6においては、常温においてはセラミド3が析出しなかったものの、−20℃ではセラミド3が析出した。この結果より、油性成分の誘電率が2.8〜7.0であるものと、両親媒性物質の閉鎖小胞体又は重縮合ポリマー粒子とを組み合わせてO/W型エマルションを形成することによって、セラミド3が−20℃において6月間析出しないという、優れた安定性を得ることができることが示された。特に、αオレフィンオリゴマー、又はシクロペンタシロキサンを単独で油性成分として用いた比較例2(誘電率2.11)又は5(誘電率2.47)においては、−20℃でセラミド3が析出したのに対し、シクロペンタシロキサン又はαオレフィンオリゴマーに、トリ(カプリル酸/カプリン酸)グリセリル又はジカプリン酸ネオペンチルグリコールを油性成分として併用した実施例27(誘電率2.99)又は28(誘電率2.96)においては、−20℃においてセラミド3の析出はみられなかった。この結果より、単独で使用すると誘電率が2.8未満もしくは7.0を超える油性成分であっても、誘電率の高い他の油性成分と併用して油性成分全体の誘電率を2.8〜7.0に調整することで、低温においても高い乳化安定性を得ることができることが示された。
官能試験は、「みずみずしさ」、「しっとり感」、「なめらか感」、「べたつき感のなさ」の4項目について行い、それぞれ1〜5点の5段階により評価した。乳化剤として界面活性剤を用いた比較例7〜14においては、「しっとり感」以外はすべて1点であった。これに対し、乳化剤として両親媒性物質の閉鎖小胞体又は重縮合ポリマー粒子を用いた実施例1〜28、比較例1〜6においては、全体的に高い点数であることが確認された。特に、本来「しっとり感」と「べたつき感のなさ」は相反する性質であると考えられているにもかかわらず、これらにおいては両方の項目において高い点数であることが確認された。また、油性成分の誘電率が2.8〜7.0である実施例1〜28においては、油性成分の誘電率が2.8未満もしくは7.0を超える比較例1〜6と比較して、「べたつき感のなさ」において優れていることが確認された。この結果より、油性成分の誘電率が2.8〜7.0であるものと、両親媒性物質の閉鎖小胞体又は重縮合ポリマー粒子とを組み合わせてO/W型エマルションを形成することによって、特に優れた官能性を化粧料に付与できることが確認された。
Claims (5)
- 誘電率が2.8〜7.0である油性成分と、該油性成分に分散又は溶解して油相を形成するスフィンゴ脂質と、水相と、両親媒性物質の閉鎖小胞体又は水酸基を有する重縮合ポリマーの粒子と、を含み、前記両親媒性物質の閉鎖小胞体又は水酸基を有する重縮合ポリマーの粒子が油相と水相との界面に介在することにより乳化状態を維持したO/W型エマルションの構造を有する化粧料。
- 前記油性成分の少なくとも一部が極性基を有する請求項1に記載の化粧料。
- 前記極性基が、カルボキシル基及びエステル基からなる群から選択される1種以上を含む請求項2に記載の化粧料。
- 前記油性成分が、ポリヒドロキシステアリン酸、ジカプリン酸ネオペンチルグリコール、テトラエチルヘキサン酸ペンタエリスリチル、トリ(カプリル酸/カプリン酸)グリセリル、イソノナン酸イソトリデシル、パルミチン酸エチルヘキシル及びイソステアリン酸ポリグリセリルからなる群から選択される1種以上を含む請求項1から3のいずれかに記載の化粧料。
- 前記油性成分が、ポリヒドロキシステアリン酸と、ジカプリン酸ネオペンチルグリコール、テトラエチルヘキサン酸ペンタエリスリチル、トリ(カプリル酸/カプリン酸)グリセリル、イソノナン酸イソトリデシル、パルミチン酸エチルヘキシル及びイソステアリン酸ポリグリセリルからなる群から選択される1種以上とを含む請求項4に記載の化粧料。
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Citations (6)
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JP2006045061A (ja) * | 2004-07-30 | 2006-02-16 | Nisshin Oillio Group Ltd | セラミド類含有組成物、セラミド類含有水性製剤及びこれらを含有する飲食料、化粧料、皮膚外用剤 |
JP3855203B2 (ja) * | 2004-04-05 | 2006-12-06 | 学校法人神奈川大学 | 乳化分散剤及びこれを用いた乳化分散方法並びに乳化物 |
JP2007063145A (ja) * | 2005-08-29 | 2007-03-15 | Kao Corp | 水中油型乳化化粧料 |
JP2007070304A (ja) * | 2005-09-08 | 2007-03-22 | Hakuto Co Ltd | 化粧料およびその製造方法 |
JP2007119439A (ja) * | 2005-09-30 | 2007-05-17 | Hakuto Co Ltd | 化粧料組成物およびその製造方法 |
JP2013006822A (ja) * | 2011-05-24 | 2013-01-10 | Kanagawa Univ | 乳化物及び乳化物の製造方法 |
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JP3855203B2 (ja) * | 2004-04-05 | 2006-12-06 | 学校法人神奈川大学 | 乳化分散剤及びこれを用いた乳化分散方法並びに乳化物 |
JP2006045061A (ja) * | 2004-07-30 | 2006-02-16 | Nisshin Oillio Group Ltd | セラミド類含有組成物、セラミド類含有水性製剤及びこれらを含有する飲食料、化粧料、皮膚外用剤 |
JP2007063145A (ja) * | 2005-08-29 | 2007-03-15 | Kao Corp | 水中油型乳化化粧料 |
JP2007070304A (ja) * | 2005-09-08 | 2007-03-22 | Hakuto Co Ltd | 化粧料およびその製造方法 |
JP2007119439A (ja) * | 2005-09-30 | 2007-05-17 | Hakuto Co Ltd | 化粧料組成物およびその製造方法 |
JP2013006822A (ja) * | 2011-05-24 | 2013-01-10 | Kanagawa Univ | 乳化物及び乳化物の製造方法 |
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