JP6624628B1 - 染毛剤 - Google Patents
染毛剤 Download PDFInfo
- Publication number
- JP6624628B1 JP6624628B1 JP2019533247A JP2019533247A JP6624628B1 JP 6624628 B1 JP6624628 B1 JP 6624628B1 JP 2019533247 A JP2019533247 A JP 2019533247A JP 2019533247 A JP2019533247 A JP 2019533247A JP 6624628 B1 JP6624628 B1 JP 6624628B1
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- JP
- Japan
- Prior art keywords
- hair
- component
- dye
- composition
- acid
- 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.)
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- 238000004043 dyeing Methods 0.000 claims abstract description 69
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- 150000001875 compounds Chemical class 0.000 claims description 33
- RTAQQCXQSZGOHL-UHFFFAOYSA-N titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 18
- 229910052719 titanium Inorganic materials 0.000 claims description 18
- 239000010936 titanium Substances 0.000 claims description 18
- QCWXUUIWCKQGHC-UHFFFAOYSA-N zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 12
- 229910052726 zirconium Inorganic materials 0.000 claims description 12
- NEZONWMXZKDMKF-JTQLQIEISA-N Alkannin Chemical compound C1=CC(O)=C2C(=O)C([C@@H](O)CC=C(C)C)=CC(=O)C2=C1O NEZONWMXZKDMKF-JTQLQIEISA-N 0.000 claims description 8
- 241001479541 Lithospermum erythrorhizon Species 0.000 claims description 6
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- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
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- 230000037308 hair color Effects 0.000 description 6
- 229910052742 iron Inorganic materials 0.000 description 6
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- 239000011780 sodium chloride Substances 0.000 description 6
- WZUVPPKBWHMQCE-VYIIXAMBSA-N Haematoxylin Chemical compound C12=CC(O)=C(O)C=C2C[C@@]2(O)C1C1=CC=C(O)C(O)=C1OC2 WZUVPPKBWHMQCE-VYIIXAMBSA-N 0.000 description 5
- FEWJPZIEWOKRBE-XIXRPRMCSA-N Mesotartaric acid Chemical compound OC(=O)[C@@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-XIXRPRMCSA-N 0.000 description 5
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- VXMKYRQZQXVKGB-CWWHNZPOSA-N Tannin Chemical class O([C@H]1[C@H]([C@@H]2OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]([C@H]2O)O1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 VXMKYRQZQXVKGB-CWWHNZPOSA-N 0.000 description 5
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- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 4
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
- A61K8/00—Cosmetics or similar toilet preparations
- A61K8/18—Cosmetics or similar toilet preparations characterised by the composition
- A61K8/30—Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
- A61K8/00—Cosmetics or similar toilet preparations
- A61K8/18—Cosmetics or similar toilet preparations characterised by the composition
- A61K8/30—Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K8/00—Cosmetics or similar toilet preparations
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- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
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Abstract
Description
成分(1):カテコール構造を有する色素、ピロガロール構造を有する色素、α−ヒドロキシカルボニル構造を有する色素、β−ヒドロキシカルボニル構造を有する色素、及びそれらの色素前駆体からなる群から選ばれた1種又は2種以上の色素及び/又はその色素前駆体
成分(2):有機チタン化合物及び/又は有機ジルコニウム化合物
成分(1):カテコール構造を有する色素、ピロガロール構造を有する色素、α−ヒドロキシカルボニル構造を有する色素、β−ヒドロキシカルボニル構造を有する色素、及びそれらの色素前駆体からなる群から選ばれた1種又は2種以上の色素及び/又はその色素前駆体
成分(2):有機チタン化合物及び/又は有機ジルコニウム化合物
成分(1):カテコール構造を有する色素、ピロガロール構造を有する色素、α−ヒドロキシカルボニル構造を有する色素、β−ヒドロキシカルボニル構造を有する色素、及びそれらの色素前駆体からなる群から選ばれた1種又は2種以上の色素及び/又はその色素前駆体と、
成分(2):有機チタン化合物及び/又は有機ジルコニウム化合物と、
から構成される。
ブチレングリコール10mL、イソプロパノール5mLおよび乳酸2.70gの混合物中に、氷冷下、チタンテトライソプロポキシド(東京化成製)2.84gを滴下し、その後、室温で1時間撹拌した。別途、ヒドロキシエチルセルロース1.0gを精製水70mLに溶かし、この液を乳酸チタンの溶液に少しずつ加え、やや粘性のある無色透明溶液(A1)を得た。
ブチレングリコール10mL、n-プロパノール5mLおよび乳酸2.70gの混合物中に、氷冷下、ジルコニウムテトラプロポキシドの70%プロパノール溶液(東京化成製)5.54gを滴下し、その後、室温で1時間撹拌した。別途、ヒドロキシエチルセルロース1.0gを精製水70mLに溶かし、この液を乳酸ジルコニウムの溶液に少しずつ加え、やや粘性のある無色透明溶液(A2)を得た。
ヘマテイン0.60gとルテオリン0.57gをブチレングリコール5gとアミノーンC−11S(花王製)10gの混合物に加え、50℃で加熱溶解させた。次いで、2%ヒドロキシエチルセルロース水溶液100gを加え、ホモジナイザーを用いて50℃で30分間激しく撹拌した後、放冷して橙赤色クリーム状の溶液(B1)を得た。
ミロバラン乾燥チップ(田中染料店製)100gを50%エタノール溶液1Lに加え、2時間還流加熱した。放冷後、濾過し、濾液から溶媒を減圧留去してルテオリンを主成分として含むエキス6.5gを得た。本法が最も一般的な植物色素の抽出法である。
アカミノキ乾燥チップ(田中染料店製)100gを50%エタノール溶液1Lに加え、2時間還流加熱した。放冷後、濾過し、濾液に酸化銀1.16gを加えて室温で2時間撹拌した。不溶物を濾別し、濾液から溶媒を減圧留去してヘマテインを主成分として含むエキス8.2gを得た。スオウからブラジレインを得る場合も本法が好ましく採用される。
調製例4のミロバラン抽出エキス1.0gおよび調製例5のアカミノキ抽出エキス1.2gを、ブチレングリコール5g、精製水5gおよびアミノーンC−11S(花王製)15gの混合物に加え、60℃で加熱溶解させた。次いで、2%ヒドロキシエチルセルロース水溶液100gを加え、ホモジナイザーを用いて60℃で30分間激しく撹拌した後、放冷して暗赤色クリーム状の溶液(B2)を得た。
軟紫根乾燥チップ(中国陝西省産)100gを微粉砕し、95%エタノール溶液1Lを加えて50℃で2時間撹拌した。放冷後、濾過し、濾液から溶媒を減圧留去した。残渣を酢酸エチル100mLに溶かし、3%炭酸水素ナトリウム水溶液100mLで3回洗浄して共存する中級脂肪酸類を除去し、1%乳酸水溶液でさらに洗浄後、無水硫酸マグネシウムで乾燥し、酢酸エチルを減圧留去してアシルシコニンを主成分とする粗シコニン3.1gを得た。
乾燥ウコン(インド産)100gを微粉砕し、95%エタノール溶液1Lを加えて50℃で2時間撹拌した。放冷後、濾過し、濾液から溶媒を減圧留去した。残渣を酢酸エチル200mLに加熱溶解し、不溶物を濾別した。濾液から酢酸エチルを減圧留去して粗クルクミン6.5gを得た。
人毛白髪(100%)束(ビューラックス製)2gに、調製例1の溶液A1、20gを刷毛で塗り付け、10分間放置した。次いで、調製例3のクリーム状溶液B1、20gを刷毛で塗布し、更に10分間放置した。毛束を温水で十分に洗浄し、シャンプーおよびリンスを行い、ドライヤーを用いて乾燥した。毛束は黒褐色に染毛されていた。染毛後の毛束を、色彩色差計(コニカミノルタセンシング製CR-400)を用いて染毛濃度(△E:染毛前と比較した色差)を測定したところ、△Eは50.2であった。
人毛白髪(100%)束(ビューラックス製)2gに、調製例1の溶液A1、20gを刷毛で塗り付け、10分間放置した。次いで、調製例6のクリーム状溶液B2、20gを刷毛で塗布し、更に10分間放置した。毛束を温水で十分に洗浄し、シャンプーおよびリンスを行い、ドライヤーを用いて乾燥した。毛束は暗褐色に染毛されていた。染毛後の毛束を、色彩色差計を用いて染毛濃度(△E)を測定したところ、△Eは48.5であった。
人毛白髪(100%)束(ビューラックス製)2gに、調製例2の溶液A2、20gを刷毛で塗り付け、10分間放置した。次いで、調製例6のクリーム状溶液B2、20gを刷毛で塗布し、更に10分間放置した。毛束を温水で十分に洗浄し、シャンプーおよびリンスを行い、ドライヤーを用いて乾燥した。毛束は暗褐色に染毛されていた。染毛後の毛束を、色彩色差計を用いて染毛濃度(△E)を測定したところ、△Eは45.2であった。
溶液A群とクリーム状溶液B群を適宜組み合わせて、試験例1〜3に準じて染毛試験を行った。結果を表1に示した。なお、溶液A群としては、調製例1ないし調製例2に準ずる方法、具体的には、チタンないしジルコニウムと配位子のモル比を1:2とし、チタンないしジルコニウムのテトラアルコキシドを、配位子とイソプロパノールないしプロパノールの混合物中に水冷下に加える方法で、表1に示す配位子によるチタンないしジルコニウムの錯体化合物を調製した。また、クリーム状溶液B群としては、調製例4ないし調製例5に準ずる方法、具体的には、乾燥した被抽出植物粉砕物100gを50%もしくは95%エタノール1Lに加え、撹拌しながら2時間還流加熱後、不溶物を濾別、濾液から溶媒を減圧留去する方法で、各種の植物から色素を抽出し、調製例6に準ずる方法でクリーム状の溶液を調製した。
人毛白髪(100%)束(ビューラックス製)2gに、調製例3のクリーム状溶液B1、20gを刷毛で塗布し、10分間放置した。次いで、調製例1の溶液A1、20gを刷毛で塗り付け、10分間放置した。毛束を温水で十分に洗浄し、シャンプーおよびリンスを行い、ドライヤーを用いて乾燥した。毛束は黒褐色に染毛されていた。染毛後の毛束を、色彩色差計を用いて染毛濃度(△E)を測定したところ、△Eは45.8であった。この結果より、本試験例の場合には、溶液Aと溶液Bの塗布の順序を変えても染毛性に大きな差がないことがわかった。
調製例1の溶液A1、20gと調製例3のクリーム状溶液B1、20gを、刷毛を用いて毛髪上で混合するように人毛白髪(100%)束2gに万遍なく塗布した。30分間放置後、毛束を温水で十分に洗浄し、シャンプーおよびリンスを行い、ドライヤーを用いて乾燥した。毛束は褐色に染毛されていた。染毛後の毛束を、染毛濃度(△E)を測定したところ、△Eは28.7であった。この結果より、溶液Aと溶液Bを同時に毛髪に塗布すると染毛性が落ちることがわかった。
調製例1の溶液A1、20gと色素溶液B12(粗シコニン1.0gおよびヒドロキシエチル尿素1.0gを95%エタノール100mLに溶かした溶液)、20gとを混合し、刷毛を用いて人毛白髪(100%)束2gに万遍なく塗布した。30分間放置後、毛束温水で十分に洗浄し、シャンプーおよびリンスを行い、ドライヤーを用いて乾燥した。毛束は褐色に染毛されていた。染毛後の毛束を、染毛濃度(△E)を測定したところ、△Eは41.7であった。この結果より、溶液Aと溶液Bの組み合わせによっては両者を使用時に混合して毛髪に塗布しても染毛性が落ちないことがわかった。
調製例7の粗シコニン50mg、調製例8の粗クルクミン60mg、ベンジルアルコール100mg、ヒドロキシエチル尿素50mg、精製水1.0gおよびエタノール9.0gの混合物を50℃で加熱撹拌して橙赤色の色素溶液を調製した。一方、ブチレングリコール5mL、エタノール5mLおよび乳酸2.70gの混合物中に、氷冷下、チタンテトライソプロポキシド2.84gを加え、その後、室温で1時間撹拌して乳酸チタン溶液を調製した。上記色素溶液に乳酸チタン溶液150mgを加えて褐色の色素/チタン錯体溶液を調製した。この溶液は一夜放置後も沈殿を生じることなく安定であった。
上記溶液を、ヘアマスカラ用のミニブラシを用いて人毛白髪(100%)束0.2gに万遍なく塗布した。室温に1時間放置後、毛束を温水で十分に洗浄し、さらにシャンプーを行い、ドライヤーで乾燥した。毛束は染毛直後に濃褐色に染毛されていた。また、温水洗浄後も濃度の低下は見られなかった。さらに、シャンプー後の毛束の染毛濃度を染毛直後の染毛濃度と比較したところ、濃度の低下は10%に留まった。この結果より、色素溶液とチタン溶液を適宜組み合わせることにより、高い染毛性とシャンプー耐性を有する安定な色素/チタン錯体溶液が得られることがわかった。
人毛白髪(100%)束(ビューラックス製)2gに、調製例3のクリーム状溶液B1、20gを刷毛で塗布し、ポリエチレンフィルムでラッピングしたものを、35℃の恒温槽内に30分間放置した。毛束を温水で十分に洗浄し、シャンプーおよびリンスを行い、ドライヤーを用いて乾燥した。毛束は淡赤褐色に染毛されていた。染毛後の毛束を、色彩色差計を用いて染毛濃度(△E)を測定したところ、△Eは10.3であった。この結果より、チタン化合物なしでは染毛性が著しく低下することがわかる。
人毛白髪(100%)束(ビューラックス製)2gに、調製例4と同様にしてキハダから抽出した、チタンと錯体を形成しない黄色色素ベルベリンを含有するキハダ抽出エキスを用いて、調製例6と同様にしてクリーム状溶液Bを作製し、その20gを刷毛で塗布し、30分間放置した。毛束を温水で十分に洗浄し、シャンプーおよびリンスを行い、ドライヤーを用いて乾燥した。毛束は淡黄色に染毛されていた。染毛後の毛束を、色彩色差計を用いて染毛濃度(△E)を測定したところ、△Eは12.2であった。
人毛白髪(100%)束(ビューラックス製)2gに、調製例1の溶液A1、20gを刷毛で塗り付け、10分間放置した後、上記のキハダ抽出エキスのクリーム状溶液、20gを刷毛で塗布し、30分間放置した。毛束を温水で十分に洗浄し、シャンプーおよびリンスを行い、ドライヤーを用いて乾燥した。毛束は淡黄色に染毛されていた。染毛後の毛束を、色彩色差計を用いて染毛濃度(△E)を測定したところ、△Eは11.8であった。この結果より、チタンと錯体を形成しない植物色素では、チタン化合物が存在しても染毛性が著しく低下することがわかる。
試験例1〜3で得た染毛サンプルを、アミノ酸系洗浄剤を含む汎用のシャンプーを用いて繰り返し5回のシャンプーを行い、シャンプー前後の染毛濃度(△E)を測定した。結果を表2に示した。
試験例2に使用した溶液A1とクリーム状溶液B2から成る染毛剤を、酸化染毛剤に対し頭皮アレルギーを惹起する10人のヒトモニターの染毛に適用した。その結果、アレルギーが発生したモニターは皆無であった。また、1ヶ月後に同じモニターに対し再度、染毛試験を行ったが、アレルギーの発生は見られなかった。この結果から、本発明の染毛剤は頭皮アレルギーを引き起こさないことがわかる。
Claims (4)
- 下記成分(1)と下記成分(2)とを同時に又は別々に含む染毛剤。
成分(1):シコニン及び/又はアルカニン
成分(2):有機チタン化合物及び/又は有機ジルコニウム化合物 - 前記成分(2)は、チタン及び/又はジルコニウムに、ヒドロキシカルボン酸類化合物及びβ−ジケトン類化合物からなる群から選ばれた1種又は2種以上の化合物が配位した錯体である、請求項1記載の染毛剤。
- 下記成分(1)と下記成分(2)とを同時に又は別々に毛に適用する染毛方法。
成分(1):シコニン及び/又はアルカニン
成分(2):有機チタン化合物及び/又は有機ジルコニウム化合物 - 前記成分(2)は、チタン及び/又はジルコニウムに、ヒドロキシカルボン酸類化合物及びβ−ジケトン類化合物からなる群から選ばれた1種又は2種以上の化合物が配位した錯体である、請求項3記載の染毛方法。
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JP2003048819A (ja) * | 2001-07-31 | 2003-02-21 | Chuo Aerosol Kagaku Kk | 染毛のための頭髪化粧品 |
JP2003246716A (ja) * | 2002-02-25 | 2003-09-02 | Picaso Cosmetic Laboratory Ltd | 染毛剤 |
MX2007012487A (es) * | 2005-04-06 | 2008-03-11 | Boots Co Plc | Tintes de cabello oxidativos mejorados y composiciones topicas relacionadas. |
US7550014B2 (en) * | 2006-05-01 | 2009-06-23 | Advanced Cosmetic Technologies, Llc | Composition for dyeing keratin fibers and a method of dyeing hair using same |
ES2621089T3 (es) * | 2011-06-23 | 2017-06-30 | L'oréal | Procedimiento de teñido de cabello usando a menos un orto-difenol, una sal de manganeso o cinc, peróxido de hidrógeno, (bi)carbonato, un agente alcalino y una sal de titanio o escandio |
US8828100B1 (en) * | 2013-10-14 | 2014-09-09 | John C. Warner | Formulation and processes for hair coloring |
FR3014681B1 (fr) * | 2013-12-13 | 2015-12-18 | Oreal | Procede de coloration capillaire mettant en œuvre au moins un orthodiphenol, un sel organique de titane et d'acide carboxylique |
FR3029406B1 (fr) * | 2014-12-08 | 2016-12-09 | Oreal | Procede de coloration capillaire mettant en œuvre au moins un colorant, un sel de titane, et un polymere epaississant anionique |
FR3037237B1 (fr) * | 2015-06-12 | 2018-11-30 | L'oreal | Procede de coloration capillaire mettant en œuvre une etape de coloration a partir d'un colorant, et d'un sel de titane et une etape de revelation a partir d'agent alcalin comportant au plus une fonction amine |
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2019
- 2019-02-04 JP JP2019533247A patent/JP6624628B1/ja active Active
- 2019-02-04 WO PCT/JP2019/003830 patent/WO2019163497A1/ja active Application Filing
- 2019-02-04 CN CN201980001978.0A patent/CN110573135B/zh active Active
- 2019-02-12 TW TW108104536A patent/TW201938224A/zh unknown
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CN110573135B (zh) | 2022-07-22 |
TW201938224A (zh) | 2019-10-01 |
CN110573135A (zh) | 2019-12-13 |
JPWO2019163497A1 (ja) | 2020-02-27 |
WO2019163497A1 (ja) | 2019-08-29 |
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