JP5648260B2 - アルギン酸オリゴ糖(塩)含有毛髪化粧料 - Google Patents
アルギン酸オリゴ糖(塩)含有毛髪化粧料 Download PDFInfo
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- JP5648260B2 JP5648260B2 JP2007293714A JP2007293714A JP5648260B2 JP 5648260 B2 JP5648260 B2 JP 5648260B2 JP 2007293714 A JP2007293714 A JP 2007293714A JP 2007293714 A JP2007293714 A JP 2007293714A JP 5648260 B2 JP5648260 B2 JP 5648260B2
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- formula
- acid
- hair
- salt
- oligosaccharide
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- -1 Alginate oligosaccharide Chemical class 0.000 title claims description 118
- 235000010443 alginic acid Nutrition 0.000 title claims description 88
- 229920000615 alginic acid Polymers 0.000 title claims description 88
- 229920001542 oligosaccharide Polymers 0.000 title claims description 78
- 150000003839 salts Chemical class 0.000 title claims description 65
- 229940072056 alginate Drugs 0.000 title claims description 36
- 239000003676 hair preparation Substances 0.000 title claims description 11
- 229960001126 alginic acid Drugs 0.000 claims description 51
- 239000000783 alginic acid Substances 0.000 claims description 51
- 239000002537 cosmetic Substances 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 24
- 238000002360 preparation method Methods 0.000 claims description 24
- 150000004781 alginic acids Chemical class 0.000 claims description 22
- 239000003795 chemical substances by application Substances 0.000 claims description 22
- 239000000126 substance Substances 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 16
- 235000000346 sugar Nutrition 0.000 claims description 16
- 150000008163 sugars Chemical class 0.000 claims description 16
- 239000002585 base Substances 0.000 claims description 13
- 229920006317 cationic polymer Polymers 0.000 claims description 13
- 239000000470 constituent Substances 0.000 claims description 13
- 239000003093 cationic surfactant Substances 0.000 claims description 12
- 108090000790 Enzymes Proteins 0.000 claims description 11
- 102000004190 Enzymes Human genes 0.000 claims description 11
- 150000002482 oligosaccharides Chemical class 0.000 claims description 10
- 230000003750 conditioning effect Effects 0.000 claims description 9
- 229920002907 Guar gum Polymers 0.000 claims description 6
- AEMOLEFTQBMNLQ-UHFFFAOYSA-N beta-D-galactopyranuronic acid Natural products OC1OC(C(O)=O)C(O)C(O)C1O AEMOLEFTQBMNLQ-UHFFFAOYSA-N 0.000 claims description 6
- 235000010417 guar gum Nutrition 0.000 claims description 6
- 239000000665 guar gum Substances 0.000 claims description 6
- 229960002154 guar gum Drugs 0.000 claims description 6
- 239000000118 hair dye Substances 0.000 claims description 6
- 229910021645 metal ion Chemical group 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 5
- AEMOLEFTQBMNLQ-YBSDWZGDSA-N d-mannuronic acid Chemical compound O[C@@H]1O[C@@H](C(O)=O)[C@H](O)[C@@H](O)[C@H]1O AEMOLEFTQBMNLQ-YBSDWZGDSA-N 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 239000002453 shampoo Substances 0.000 claims description 5
- IAJILQKETJEXLJ-SQOUGZDYSA-N L-guluronic acid Chemical compound O=C[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O IAJILQKETJEXLJ-SQOUGZDYSA-N 0.000 claims description 4
- IOHZDBMKQFDWQO-UHFFFAOYSA-N [2-hydroxy-3-[3-hydroxy-4-(3-hydroxypropylamino)-2,2-dimethyl-4-oxobutoxy]propyl]-dimethyl-octadecylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC(O)COCC(C)(C)C(O)C(=O)NCCCO IOHZDBMKQFDWQO-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 230000003301 hydrolyzing effect Effects 0.000 claims description 3
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 28
- 235000010413 sodium alginate Nutrition 0.000 description 21
- 239000000661 sodium alginate Substances 0.000 description 21
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- 235000014113 dietary fatty acids Nutrition 0.000 description 20
- 239000000194 fatty acid Substances 0.000 description 20
- 229930195729 fatty acid Natural products 0.000 description 20
- 150000004665 fatty acids Chemical class 0.000 description 18
- 239000003240 coconut oil Substances 0.000 description 16
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- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 16
- 239000011734 sodium Substances 0.000 description 13
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- 229910052708 sodium Inorganic materials 0.000 description 12
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- 108010004131 poly(beta-D-mannuronate) lyase Proteins 0.000 description 11
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- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 9
- 239000002202 Polyethylene glycol Substances 0.000 description 9
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- 229920001223 polyethylene glycol Polymers 0.000 description 9
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 9
- 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 8
- 210000004027 cell Anatomy 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 7
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
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- 235000010408 potassium alginate Nutrition 0.000 description 7
- 239000000737 potassium alginate Substances 0.000 description 7
- 102000004169 proteins and genes Human genes 0.000 description 7
- 108090000623 proteins and genes Proteins 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 235000019482 Palm oil Nutrition 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000002540 palm oil Substances 0.000 description 6
- 235000018102 proteins Nutrition 0.000 description 6
- 229920001214 Polysorbate 60 Polymers 0.000 description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 239000003925 fat Substances 0.000 description 5
- 235000019197 fats Nutrition 0.000 description 5
- 238000002523 gelfiltration Methods 0.000 description 5
- 238000006460 hydrolysis reaction Methods 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000001993 wax Substances 0.000 description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 108010076876 Keratins Proteins 0.000 description 4
- 102000011782 Keratins Human genes 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 238000004587 chromatography analysis Methods 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 239000006260 foam Substances 0.000 description 4
- 229920000591 gum Polymers 0.000 description 4
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- 239000003960 organic solvent Substances 0.000 description 4
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 241000589563 Alteromonas sp. Species 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- 102000008186 Collagen Human genes 0.000 description 3
- 108010035532 Collagen Proteins 0.000 description 3
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 3
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- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 3
- 239000004166 Lanolin Substances 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical class C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
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- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 108010073771 Soybean Proteins Proteins 0.000 description 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 3
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- 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 3
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Description
そのようなアルギン酸(又はその誘導体)は、従来、医薬品や化粧料等の分野において用いられている。例えば、アルギン酸ナトリウム塩を含有したパーマネントウェーブ処理用第1剤、及びパーマネントウェーブ用前処理剤が提案されている(特許文献1)。
そこで、アルギン酸の有する種々の優れた特性を保持しつつアルギン酸の増粘作用を低減すべく、アルギン酸を部分分解(解重合)し、より低分子量化したアルギン酸オリゴ糖を使用することが提案されている(特許文献2)。
しかしながら、このようにアルギン酸オリゴ糖は、多くの優れた特性を有しているにも拘わらず、従来、毛髪化粧料分野において利用されることは無かった。
しかし、上記ヘアケア製品においては、濯ぎ時の毛髪の指通りが十分には滑らかでないという問題があった。
即ち、本願第1発明は、アルギン酸オリゴ糖及び/又はその塩と、カチオン界面活性剤(但し、パンテニルヒドロキシプロピルステアリルジモニウムクロリド、塩化アルキルピリジニウム、及び塩化ジステアリルジメリルアンモニウムを除く。)0.5重量%以上及び/又はカチオン性高分子(但し、ポリクオタニウム−7及びカチオン化グァーガムを除く。)とを含有し、前記アルギン酸オリゴ糖及び/又はその塩は、下記式(化−1)で表され、2〜6糖内にあるオリゴ糖(塩)の合量が、アルギン酸オリゴ糖及び/又はその塩の全量につき、80重量%以上のものであることを特徴とする毛髪化粧料を提供する。
本願発明の毛髪化粧料においては、アルギン酸オリゴ糖及び/又はその塩[以下「アルギン酸オリゴ糖(塩)」とも言う。]を含有する。アルギン酸オリゴ糖(塩)を配合することによって、毛髪の感触(特に保湿感等)が優れる。
そのようなアルギン酸オリゴ糖(塩)としては、式(化−1)で表されるものが好ましい。
式(化−1)で表されるアルギン酸オリゴ糖(塩)としては、2〜6糖内にあるオリゴ糖(塩)の合量が、アルギン酸オリゴ糖(塩)全量につき、80重量%以上(100%を含む。)であるものが好ましい。上記2〜6糖体の含有割合が低過ぎると、毛髪が硬い感触となり、或いはべたつきが生じ重い感触となることがある。
式(化−1)で表されるアルギン酸オリゴ糖(塩)は、アルギン酸、アルギン酸塩、及びアルギン酸エステルの少なくとも何れか[好ましくは、アルギン酸及び/又はその塩(以下「アルギン酸(塩)」とも言う。)]を多糖類分解酵素により分解処理することにより得られる。
多糖類分解酵素としては、微生物の産生する酵素、例えばアルギン酸リアーゼ等が挙げられる。
・形態学的性質
1)グラム染色性・・・・・・・陰性
2)細胞の形状・・・・・・・・桿菌
3)コロニーの色調・・・・・・乳白色
4)運動性の有無・・・・・・・有り
5)鞭毛の有無・・・・・・・・極鞭毛
・生理学的性質
1)O−Fテスト・・・・・・・酸化
2)オキシダーゼテスト・・・・陽性
3)ゼラチンの分解・・・・・・陽性
4)DNAの分解・・・・・・・陽性
5)好塩性・・・・・・・・・・陽性
・GC含量・・・・・・・・・49.1mol%
多糖類分解酵素による分解処理は例えば、先ず本菌株を培養して培養物を得る。次いで、この培養物からアルギン酸リアーゼを分離する。そして、分離したアルギン酸リアーゼとアルギン酸(塩)とを反応させることにより、アルギン酸(塩)が分解処理され、アルギン酸オリゴ糖(塩)が生成する。その後、必要に応じ、アルギン酸オリゴ糖(塩)を分離精製する。
培養は、例えば、凍結乾燥菌体アルテロモナス・エスピーNo.1786を2回前培養(各々25℃、2日)後、本培養(25℃、1日)することにより行われる。
このようにして得られる培養物には、アルギン酸リアーゼが蓄積された培養上清又は微生物が含まれている。
本願発明の毛髪化粧料においては、他のアルギン酸オリゴ糖(塩)として、アルギン酸、アルギン酸塩、及びアルギン酸エステルの少なくとも何れかを酸若しくはアルカリにより加水分解処理することにより得られるものを使用することができる。
アルギン酸塩としては、前記多糖類分解酵素による分解処理において例示したもの、具体的にはアルギン酸のアルカリ金属塩(ナトリウム塩、カリウム塩等)及びアルカリ土類金属塩(カルシウム塩、マグネシウム塩等)が挙げられる。
酸としては、鉱酸(リン酸、塩酸等)が挙げられる。リン酸濃度は、50〜90重量%濃度が好ましい。
アルカリとしては、水酸化ナトリウム等が挙げられる。
加水分解反応条件としては、反応温度0〜60(特に20〜40)℃、反応時間1時間〜1ヶ月が好ましい。
次いで、上記加水分解反応混合物から分解物[アルギン酸オリゴ糖(塩)]を分離する。具体的には、加水分解反応混合物に水を加え、分解物を溶解する。次いで、この水溶液を分離した後、この水溶液に親水性有機溶媒を加え混合して分解物を析出させ、これを分取することにより行われる。
親水性有機溶媒としては、水溶性有機溶媒(メタノール、エタノール、イソプロパノール等)が挙げられる。
本願発明の毛髪化粧料には、更にカチオン界面活性剤及び/又はカチオン性高分子を含有する。カチオン界面活性剤及び/又はカチオン性高分子を配合することによって、前記アルギン酸オリゴ糖(塩)(特に、そのカルボキシル基)と複合体が形成され、その結果、濯ぎ時の毛髪にヌメリ感を付与することができる。特に、アルギン酸オリゴ糖(塩)、カチオン界面活性剤、及びカチオン性高分子の三成分を併用した場合、極めて大きなヌメリ感を発現することができる。
その他の添加剤において、ロウ類としては、ミツロウ、鯨ロウ、ラノリン、キャンデリラロウ、カルナウバロウ、ホホバ油、等が挙げられる。
その他の添加剤において、脂肪酸としては、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、ベヘン酸、オレイン酸、リノール酸、ウンデシレン酸、12−ヒドロキシステアリン酸、ラノリン脂肪酸、イソステアリン酸、等が挙げられる。
その他の添加剤において、有機酸としては、乳酸、酒石酸、マレイン酸、フマル酸、マロン酸、コハク酸、リンゴ酸、等が挙げられる。
その他の添加剤において、キレート剤等としては、アラニン、エチレンジアミンヒドロキシエチル三酢酸三ナトリウム、エデト酸、エデト酸二ナトリウム、エデト酸三ナトリウム、エデト酸四ナトリウム、クエン酸ナトリウム、グルコン酸、酒石酸、等が挙げられる。
本願発明においては、シャンプー、コンディショニング、ヘアトリートメント、毛髪仕上げ剤、パーマ剤、染毛剤、又は毛髪前処理剤、毛髪中間処理剤、若しくは毛髪後処理剤(以下「毛髪前・中間・後処理剤」とも言う。)等の毛髪化粧料を調製することができる。毛髪前・中間・後処理剤としては、化学的毛髪処理(パーマ処理、染毛処理等)用のものが挙げられる。尚、これらの毛髪化粧料は何れも、一剤(単剤)型でも、多剤型でもよい。多剤型の場合、アルギン酸オリゴ糖(塩)、カチオン界面活性剤、及びカチオン性高分子の何れについても、任意の剤に加えることができる。
基剤において、界面活性剤としては、前記カチオン界面活性剤、並びに添加剤として例示したノニオン・アニオン・両性界面活性剤等が挙げられる。
基剤において、高分子としては、前記カチオン性高分子、及び添加剤として例示したその他の高分子類が挙げられる。
具体的には基剤としては、前記アルギン酸オリゴ糖及び/又はその塩と、前記カチオン界面活性剤及び/又は前記カチオン性高分子とを含有するものが挙げられる。
基剤の組成において、前記アルギン酸オリゴ糖(塩)は0.1〜30(特に1〜15)重量%、界面活性剤、高分子、又は油分の含有量(これらを併用する場合は、これらの合量)は0.1〜30(特に1〜15)重量%が好ましい。
<アルギン酸オリゴ糖(塩)の調製>
・調製例1
下記配合組成の培地を用い、凍結乾燥菌体アルテロモナス・エスピーNo.1786を2回、前培養(25℃、2日)後、本培養(25℃、1日)を行った。その結果、酵素活性が培養液1ml当たり、0.90単位であるアルギン酸リアーゼ培養液が生産された。この培養液から分画分子量500,000限外濾過膜(ロミコン社製)により菌体を取り除いて、粗アルギン酸リアーゼ溶液とした。
アルギン酸ナトリウム1.00%,硫酸ナトリウム1.00%,塩化カリウム0.08%,硫酸マグネシウム(7水和物)1.24%,リン酸水素二カリウム(3水和物)0.01%,塩化アンモニウム0.10%,クエン酸アンモニウム鉄(III)(緑色)0.01%,塩化カルシウム0.15%。
アルギン酸ナトリウム(10.0kg)を90Lの脱塩水に溶解後、上記にて得られた粗アルギン酸リアーゼ溶液(50,000U)を加え、40℃で6時間撹拌しながら反応させた。反応液を除蛋白、脱塩後、凍結乾燥して、アルギン酸ナトリウムオリゴ糖粉末を4.2kg得た。
アルギン酸ナトリウムオリゴ糖(調製例1)を、「IEC DEAE−825」(Shodex社製)カラムを用い、NaCl(0.25M)グラジエント溶出による高速液体クロマトグラフィー(HPLC)に供し、フラクションコレクターで分画した。
この溶出パターンを図1に示す。
また、その画分を同じクロマト条件で再びクロマトグラフィーに付すると、表1に示す性質を有するオリゴ糖を得ることができた。そのオリゴ糖をマス分析に供した結果、表1に示すようなm/zのピークが検出され、そのm/z値よりそれぞれ重合度を推定した。
P1:D−G
P2:D−M
P3:D−G−G
P4:D−M−G
P5:D−M−M
P6:D−G−G−G
P7:D−G−G−M1D−G−M−G
:D−G−M−M、D−M−G−G
:D−M−M−G、D−M−M−M
P8:D−M−G−M
アルギン酸ナトリウムの替わりにアルギン酸カリウム、又はアルギン酸カリウムとアルギン酸ナトリウムとの混合物を用いた以外は、上記と同様にして、それぞれアルギン酸カリウムオリゴ糖(調製例2)、又はアルギン酸カリウムオリゴ糖とアルギン酸ナトリウムオリゴ糖との混合物(調製例3)を得た。
・調製例4
上記で得られたアルギン酸ナトリウムオリゴ糖(調製例1)及びアルギン酸カリウムオリゴ糖(調製例2)を、酢酸カルシウムをはじめとする各種の水溶性のカルシウム塩と一緒に前記電気透析装置で処理することにより、アルギン酸カルシウムオリゴ糖を得た。
13重量%のアルギン酸ナトリウム水溶液に、アルギン酸リアーゼ溶液を加え、40℃で40時間、撹拌しながら反応させた。反応液を分画分子量30,000限外濾過膜により濾過して、アルギン酸ナトリウムオリゴ糖(調製例5)粉末を得た。
得られたアルギン酸ナトリウムオリゴ糖(調製例5)について、調製例1と同様にして、HPLC測定(図2)及び構造解析を行った。その結果、各ピーク(P1〜P5)におけるアルギン酸ナトリウムオリゴ糖は、構成糖間がα−又はβ−1,4結合した以下の構造のものであることが判った。
P2:D−G−G
P3:D−M−G
P4:D−G−G−G
P5:D−G−G−M、D−G−M−G
:D−G−M−M、D−M−G−G
:D−M−M−G、D−M−M−M
・参考調製例6
アルギン酸プロピレングリコールエステル(市販品)5.0gを85重量%リン酸45mlに溶解し、40℃で3日間静置した。これにメタノール100mlを加えて撹拌後、2時間静置し、析出している固体を濾過して得られた固体(濾滓)を中性になるまで洗浄した後、乾燥して、加水分解物1.3g(収率26.0%)を得た。
尚、分子量の測定は、ゲル浸透クロマトグラフィーシステム[東ソー(株)製、高速GPC HLC−8120]を用いて行った。また、カラムとしては東ソー(株)製のTSK−gel G5000PWXLおよびG3000PWXLを用い、標準物質としてポリアクリル酸ソーダを、そして溶離液として0.025Mリン酸バッファーを用いた。
表2〜12に示す各配合組成に従い、それぞれ一剤型トリートメント(実施例1、2及び5、参考例3、4、並びに比較例1)、二剤型トリートメント(実施例6及び比較例2)、シャンプー(実施例8及び9、参考例7、並びに比較例3)、コンディショニング用基剤(実施例10及び11)、コンディショニング(参考例12及び13)、ヘアワックス(実施例15、参考例14、及び比較例4)、ウェーブ剤(実施例17、参考例16、及び比較例5)、染毛剤(実施例18及び19、並びに比較例6)、染毛料(実施例21、参考例20、及び比較例7)、つけっ放しトリートメント(実施例23、参考例22、及び比較例8)、並びに毛髪前処理剤(実施例24及び25、並びに比較例9)を調製した。
各毛髪化粧料(実施例1、2、5、6、8、9、15、17〜19、21、及び23〜25、参考例3、4、7、12〜14、16、20、及び22、並びに比較例1〜9)を用い毛髪を処理し、毛髪化粧料の性能を評価した。評価結果を、表2〜4及び6〜12に示す。尚、二剤型トリートメントは、先ず一剤を塗布し、次いで二剤を塗布して、毛髪処理した。
セット性は、テスト用ウィッグを2つにわけ、片方に対照(基本)を塗布し軽く毛髪のセットを行い、反対側にサンプルを塗布し同様に毛髪のセットを行い、左右の比較によりセット力を評価した。
染色性は、1g、10cmテスト用毛束を使用し、塗布後室温で25分間放置し、濯ぎを行った後乾燥し、その時の色味を確認して評価した。
表2,3中、保存安定性、塗布時の感触、塗布後すすぎ時の感触、タオルドライ後の感触、ブロー時の感触、仕上がり後の質感の欄において、「1」は「非常に悪い」、「2」は「悪い」、「3」は「普通」、「4」は「良い」、「5」は「非常に良い」を表す。
Claims (5)
- アルギン酸オリゴ糖及び/又はその塩と、カチオン界面活性剤(但し、パンテニルヒドロキシプロピルステアリルジモニウムクロリド、塩化アルキルピリジニウム、及び塩化ジステアリルジメリルアンモニウムを除く。)0.5重量%以上及び/又はカチオン性高分子(但し、ポリクオタニウム−7及びカチオン化グァーガムを除く。)とを含有し、前記アルギン酸オリゴ糖及び/又はその塩は、下記式(化−1)で表され、2〜6糖内にあるオリゴ糖(塩)の合量が、アルギン酸オリゴ糖及び/又はその塩の全量につき、80重量%以上のものであることを特徴とする毛髪化粧料。
[式(化−1)中、Rは、水素原子又は金属イオンを表す。R’は、下記式(化−2)で表されるD−マンニュロン酸(M)若しくは下記式(化−3)で表されるL−グルロン酸(G)を表し、又はMとGの何れか若しくは両方を構成糖とする2個以上の構成糖がα−及び/又はβ−1,4結合した構造を表す。]
[式(化−2)中、Rは前記と同義である。]
[式(化−3)中、Rは前記と同義である。] - アルギン酸オリゴ糖及び/又はその塩が、アルギン酸、アルギン酸塩、及びアルギン酸エステルの少なくとも何れかを多糖類分解酵素により分解処理することにより得られるものであることを特徴とする請求項1に記載の毛髪化粧料。
- アルギン酸オリゴ糖及び/又はその塩が、アルギン酸、アルギン酸塩、及びアルギン酸エステルの少なくとも何れかを酸若しくはアルカリにより加水分解処理することにより得られるものであることを特徴とする請求項1に記載の毛髪化粧料。
- 毛髪化粧料が、シャンプー、コンディショニング、ヘアトリートメント、毛髪仕上げ剤、パーマ剤、染毛剤、又は毛髪前・中間・後処理剤であることを特徴とする請求項1〜3の何れかに記載の毛髪化粧料。
- アルギン酸オリゴ糖及び/又はその塩と、カチオン界面活性剤(但し、パンテニルヒドロキシプロピルステアリルジモニウムクロリド、塩化アルキルピリジニウム、及び塩化ジステアリルジメリルアンモニウムを除く。)及び/又はカチオン性高分子(但し、ポリクオタニウム−7及びカチオン化グァーガムを除く。)とを含有し、前記アルギン酸オリゴ糖及び/又はその塩は、下記式(化−1)で表され、2〜6糖内にあるオリゴ糖(塩)の合量が、アルギン酸オリゴ糖及び/又はその塩の全量につき80重量%以上のものであることを特徴とする請求項1〜4の何れかに記載の毛髪化粧料調製用の基剤。
[式(化−1)中、Rは、水素原子又は金属イオンを表す。R’は、下記式(化−2)で表されるD−マンニュロン酸(M)若しくは下記式(化−3)で表されるL−グルロン酸(G)を表し、又はMとGの何れか若しくは両方を構成糖とする2個以上の構成糖がα−及び/又はβ−1,4結合した構造を表す。]
[式(化−2)中、Rは前記と同義である。]
[式(化−3)中、Rは前記と同義である。]
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