JP6571041B2 - Deodorant cosmetic - Google Patents
Deodorant cosmetic Download PDFInfo
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- JP6571041B2 JP6571041B2 JP2016084229A JP2016084229A JP6571041B2 JP 6571041 B2 JP6571041 B2 JP 6571041B2 JP 2016084229 A JP2016084229 A JP 2016084229A JP 2016084229 A JP2016084229 A JP 2016084229A JP 6571041 B2 JP6571041 B2 JP 6571041B2
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- histidine
- polyquaternium
- nonenal
- sulfite
- Prior art date
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- 239000002537 cosmetic Substances 0.000 title claims description 14
- 239000002781 deodorant agent Substances 0.000 title 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 36
- 229960002885 histidine Drugs 0.000 claims description 18
- 239000001913 cellulose Substances 0.000 claims description 9
- 229920002678 cellulose Polymers 0.000 claims description 9
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 7
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 5
- 125000002091 cationic group Chemical group 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- YIOJGTBNHQAVBO-UHFFFAOYSA-N dimethyl-bis(prop-2-enyl)azanium Chemical class C=CC[N+](C)(C)CC=C YIOJGTBNHQAVBO-UHFFFAOYSA-N 0.000 claims description 3
- 239000000178 monomer Substances 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 238000004140 cleaning Methods 0.000 claims 1
- 230000001877 deodorizing effect Effects 0.000 description 16
- BSAIUMLZVGUGKX-BQYQJAHWSA-N (E)-non-2-enal Chemical compound CCCCCC\C=C\C=O BSAIUMLZVGUGKX-BQYQJAHWSA-N 0.000 description 13
- BSAIUMLZVGUGKX-UHFFFAOYSA-N 2-Nonenal Natural products CCCCCCC=CC=O BSAIUMLZVGUGKX-UHFFFAOYSA-N 0.000 description 13
- 238000011156 evaluation Methods 0.000 description 13
- 235000019645 odor Nutrition 0.000 description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 230000032683 aging Effects 0.000 description 7
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000013329 compounding Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229920003169 water-soluble polymer Polymers 0.000 description 4
- 235000019766 L-Lysine Nutrition 0.000 description 3
- 239000004472 Lysine Substances 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229940024606 amino acid Drugs 0.000 description 2
- 235000001014 amino acid Nutrition 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229940009662 edetate Drugs 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000010525 oxidative degradation reaction Methods 0.000 description 2
- 239000003002 pH adjusting agent Substances 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 1
- WDCYWAQPCXBPJA-UHFFFAOYSA-N 1,3-dinitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC([N+]([O-])=O)=C1 WDCYWAQPCXBPJA-UHFFFAOYSA-N 0.000 description 1
- HORQAOAYAYGIBM-UHFFFAOYSA-N 2,4-dinitrophenylhydrazine Chemical compound NNC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O HORQAOAYAYGIBM-UHFFFAOYSA-N 0.000 description 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 208000035985 Body Odor Diseases 0.000 description 1
- GFNYZEJAMGHBHB-ZSCHJXSPSA-N C(C=CCCCCCC)=O.N[C@@H](CC1=CNC=N1)C(=O)O Chemical compound C(C=CCCCCCC)=O.N[C@@H](CC1=CNC=N1)C(=O)O GFNYZEJAMGHBHB-ZSCHJXSPSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 229920000289 Polyquaternium Polymers 0.000 description 1
- 206010040904 Skin odour abnormal Diseases 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000005189 alkyl hydroxy group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- SFNALCNOMXIBKG-UHFFFAOYSA-N ethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCO SFNALCNOMXIBKG-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229940079826 hydrogen sulfite Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- -1 lipid peroxide Chemical class 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000013642 negative control Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 239000013641 positive control Substances 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- PUVAFTRIIUSGLK-UHFFFAOYSA-M trimethyl(oxiran-2-ylmethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1CO1 PUVAFTRIIUSGLK-UHFFFAOYSA-M 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Description
本発明は、加齢臭の主な原因物質とされる２−ノネナールを消臭する化粧料に関する。さらに詳しくは、本発明は、高い消臭効果を発揮し、また、消臭効果を損なうことなく安定して発揮することのできる化粧料に関する。
The present invention relates to a cosmetic that deodorizes 2-nonenal, which is a main causative substance of an aging odor. More specifically, the present invention relates to a cosmetic that exhibits a high deodorizing effect and that can be stably exhibited without impairing the deodorizing effect.
近年、加齢に伴い身体や頭部から発生する臭いに対してのケアに注目が集まってきており、それらの臭いを炭などの多孔性物質が吸着することにより除去する技術（特許文献１）や原因となる常在菌の繁殖を抑制する技術（特許文献２）、香料成分などでマスキングする技術、ブドウ糖と特定のアミノ酸で消臭化する技術（特許文献３）などが開発されている。このような加齢に伴った不快な臭いは一般的に加齢臭と呼ばれており、夏場の汗臭などとともに不快なものとされ、解消が求められている。 In recent years, attention has been focused on the care for odors generated from the body and head with aging, and a technique for removing these odors by adsorption of a porous substance such as charcoal (Patent Document 1). In addition, a technique for suppressing the propagation of resident bacteria that cause the disease (Patent Document 2), a technique for masking with a fragrance component, etc., a technique for debromating with glucose and a specific amino acid (Patent Document 3), and the like have been developed. Such an unpleasant odor accompanying aging is generally called an aging odor, and it is considered unpleasant with a sweat odor in summer and is required to be solved.
その一方で、加齢臭の主な原因物質として２−ノネナールが提唱されており、この成分は加齢とともに増大することが示されている。特に加齢臭が発生する年齢とされる４０歳以降で顕著に増大することが確認されている。２−ノネナールはω７不飽和脂肪酸の酸化的分解によって発生し、過酸化脂質がその酸化的分解を促進することが示されている。
発生した２−ノネナールを消臭する物質については、Ｌ−ヒスチジンに極めて高い２−ノネナールの消臭効果があることが知られている。しかし、Ｌ−ヒスチジンは特定の化合物と併用した場合、著しく消臭効果が低減し、安定性も経時的に減少する事が問題点であった。
On the other hand, 2-nonenal has been proposed as a main causative substance of an aging odor, and this component has been shown to increase with aging. In particular, it has been confirmed that it significantly increases after the age of 40, which is the age at which an aging odor occurs. 2-nonenal is generated by oxidative degradation of ω7 unsaturated fatty acids, and lipid peroxide has been shown to promote its oxidative degradation.
Regarding substances that deodorize the generated 2-nonenal, it is known that L-histidine has a very high 2-nonenal deodorizing effect. However, when L-histidine is used in combination with a specific compound, the deodorizing effect is remarkably reduced and the stability is also decreased over time.
本発明は、Ｌ−ヒスチジンの消臭効果および安定性が特定の化合物：成分（Ｃ）との共存時に著しく低下する現象に対し、これを改善した化粧料を提供することを目的とする。 An object of the present invention is to provide a cosmetic that improves the deodorizing effect and stability of L-histidine against a phenomenon in which the deodorizing effect and stability of the L-histidine are significantly reduced when coexisting with a specific compound: component (C).
以上の問題を解決するため、本発明者が鋭意検討した結果、Ｌ−ヒスチジンの成分（Ｃ）による消臭効果および安定性の低下が、ピロ亜硫酸塩、亜硫酸塩、亜硫酸水素塩を用いることで改善することを見出した。さらにこれら３成分を組み合わせることによって、製剤の経時安定化についても相乗的に効果が上昇することが判明した。
As a result of intensive studies by the present inventors in order to solve the above problems, the deodorizing effect and the stability decrease due to the component (C) of L-histidine are reduced by using pyrosulfite, sulfite, and bisulfite. Found to improve. Furthermore, it has been found that combining these three components synergistically increases the stability of the formulation over time.
すなわち本発明は
次の成分（Ａ）〜（Ｃ）、
（Ａ）Ｌ−ヒスチジン
（Ｂ）ピロ亜硫酸塩、亜硫酸塩、亜硫酸水素塩から選択される１種又は２種以上
（Ｃ）アクリル酸、メタクリル酸、アクリル酸メチル、ジメチルジアリルアンモニウム塩またはそれらの誘導体の少なくとも1種を重合させて得られるポリマーであり、分子内にカチオン性モノマーを有する水溶性高分子、及びセルロース構造を分子内に有する水溶性高分子から選ばれる１種または２種以上
を含有する化粧料である。
That is, the present invention includes the following components (A) to (C),
(A) L-histidine (B) one or more selected from pyrosulfite, sulfite, and bisulfite (C) acrylic acid, methacrylic acid, methyl acrylate, dimethyl diallylammonium salt or derivatives thereof A polymer obtained by polymerizing at least one of the above, containing one or more selected from a water-soluble polymer having a cationic monomer in the molecule and a water-soluble polymer having a cellulose structure in the molecule Cosmetics to do.
本発明によれば、Ｌ−ヒスチジンを用いた消臭化粧料について、Ｌ−ヒスチジンの消臭効果および安定性が特定の成分の配合時に低下するのを、効果的に防ぐことが可能となる。 ADVANTAGE OF THE INVENTION According to this invention, about the deodorizing cosmetics using L-histidine, it becomes possible to prevent effectively that the deodorizing effect and stability of L-histidine fall at the time of the mixing | blending of a specific component.
以下、本発明について更に詳しく説明する。 Hereinafter, the present invention will be described in more detail.
本発明に用いられる成分（Ａ）Ｌ−ヒスチジンは、本発明において２−ノネナールを消臭するために配合している。 Component (A) L-histidine used in the present invention is blended in the present invention to deodorize 2-nonenal.
本発明に用いられる成分（Ａ）Ｌ−ヒスチジンは望ましくは０．０１％〜５％が望ましい。さらに望ましくは０．１％〜３％が望ましい。 Component (A) L-histidine used in the present invention is desirably 0.01% to 5%. More preferably, the content is 0.1% to 3%.
本発明に用いられる成分（Ｂ）ピロ亜硫酸塩、亜硫酸塩、亜硫酸水素塩は、これらに成分（Ａ）と成分（Ｃ）とを共に配合することで、偶然にも成分（Ａ）の消臭効果が効果的に保持できた。 The component (B) pyrosulfite, sulfite, and hydrogen sulfite used in the present invention, together with the component (A) and the component (C), accidentally deodorizes the component (A). The effect could be maintained effectively.
本発明に用いられる成分（Ｂ）は望ましくは０．００１％〜１％が望ましい。さらに望ましくは０．０１％〜０．１％が望ましい。 The component (B) used in the present invention is desirably 0.001% to 1%. More desirably, the content is 0.01% to 0.1%.
本発明に用いられる成分（Ｃ）は化粧品や医薬部外品の添加物として、一般的に使用される成分であり、スキンケアでは感触改良、安定性向上など、洗浄剤で泡質向上、感触改良、安定性向上など幅広い用途で使用される成分である。 Ingredient (C) used in the present invention is a commonly used ingredient as an additive for cosmetics and quasi-drugs. In skin care, the feel is improved and the stability is improved. It is a component used in a wide range of applications such as stability improvement.
成分（Ｃ）のセルロース構造を分子内に有する水溶性高分子とは、セルロースにアルキルヒドロキシ構造を誘導化したもの、もしくはカチオン化処理を施したセルロースのことを指す。アクリル酸、メタクリル酸、アクリル酸メチル、ジメチルジアリルアンモニウム塩及びその誘導体の少なくとも1種を重合させて得られるポリマーであり、分子内にカチオン性モノマーを有する水溶性高分子とは、業界ではポリクオタニウムの総称である高分子群であり、分子内にはアルキル基、カチオン、両性イオン、ヒドロキシ基等の多岐にわたる官能基を有する高分子群である。例えばポリクオタニウム−１０はヒドロキシエチルセルロースにカチオン性の塩化グリシジルトリメチルアンモニウムを付与した構造を有する高分子であり、シャンプーやコンディショナーの感触改良剤として幅広く応用されている。
The water-soluble polymer having the cellulose structure of the component (C) in the molecule refers to cellulose obtained by derivatizing an alkylhydroxy structure in cellulose or cationized cellulose. A polymer obtained by polymerizing at least one of acrylic acid, methacrylic acid, methyl acrylate, dimethyldiallylammonium salt and derivatives thereof. A water-soluble polymer having a cationic monomer in the molecule means polyquaternium in the industry. It is a polymer group that is a generic name, and is a polymer group having a wide variety of functional groups such as an alkyl group, a cation, a zwitterion, and a hydroxy group in the molecule. For example, polyquaternium-10 is a polymer having a structure in which cationic glycidyltrimethylammonium chloride is added to hydroxyethyl cellulose, and is widely applied as a feel improver for shampoos and conditioners.
本発明の皮膚洗浄用組成物は液状、ペースト状、クリーム状、およびジェル状など剤型には寄らず適用することができる。 The skin cleansing composition of the present invention can be applied regardless of the dosage form such as liquid, paste, cream, and gel.
以下に実施例を挙げて、本発明を更に説明する。なお、これらは本発明を何ら限定するものではない。配合量は組成物全量に対する質量％である。 The following examples further illustrate the present invention. In addition, these do not limit this invention at all. A compounding quantity is the mass% with respect to the composition whole quantity.
本実施例で用いた評価項目について説明する。
１．「消臭効果（分析）」
「評価方法」
２−ノネナール除去能の評価は、ＨＰＬＣを利用した測定方法（分析化学, ４６(１) , ３１-３６, １９９７）を改変して２−ノネナールの量を測定することにより行った。
Evaluation items used in this example will be described.
1. "Deodorizing effect (analysis)"
"Evaluation method"
Evaluation of 2-nonenal removal ability was performed by measuring the amount of 2-nonenal by modifying a measurement method using HPLC (Analytical Chemistry, 46 (1), 31-36, 1997).
実施例もしくは比較例の化粧料を、９５％エタノール水溶液を溶媒として５０％溶液として試料とした。
陽性対象には、２−ノネナールの除去効果が知られているＬ−リジン（特開２０１１−１
５６２２７）と、同じ塩基性アミノ酸のＬ−ヒスチジンを用いた。Ｌ−リジンは５０％エ
タノール水溶液を溶媒として１％溶液とし、Ｌ−ヒスチジンは１％水溶液を調整し、試験に用いた。
The cosmetics of Examples or Comparative Examples were used as samples with a 95% ethanol aqueous solution as a solvent and a 50% solution.
For positive subjects, L-lysine (Japanese Unexamined Patent Publication No. 2011-1), which is known to have a removal effect of 2-nonenal.
56227) and the same basic amino acid L-histidine was used. L-lysine was prepared as a 1% solution using a 50% ethanol aqueous solution as a solvent, and L-histidine was used in the test after preparing a 1% aqueous solution.
上記試料又は陽性対照であるＬ−リジン溶液、又はＬ‐ヒスチジン溶液を５００μＬと、９５％エタノールを溶媒として調製した５μＭ２‐ノネナール溶液５００μＬとを混合後、３２℃の恒温槽で８時間温めた。Ｃｏｎｔｒｏｌには試料の代わりに９５％エタノール水溶液を用いた。その後ＤＮＰＡ液５００μLを混合後、４５℃の恒温槽で３０ｍｉｎ反応させた（反応液）。ＤＮＰＡ液とは、ＤＮＰＨ（２，４‐Ｄｉｎｉｔｒｏｐｈｅｎｙｌ ｈｙｄｒａｚｉｎｅ Ｈｙｄｒｏｃｈｌｏｒｉｄｅ) ２５ｍｇ, ９９.５％エタノール４５ｍＬ, 濃塩酸１ｍＬ, 蒸留水 ４ｍＬの混合液を指す。反応液は 氷水で約１０ｍｉｎ冷却し、反応を停止させた。反応を停止させた反応液はろ過後、ＨＰＬＣにて解析を行った。２-ノネナールの検出はリテンションタイム１１．５ｍｉｎに確認された。体臭成分である２‐ノネナールの除去率は、以下の式に従いピーク面積から求めた。 500 μL of the above sample or L-lysine solution or L-histidine solution as a positive control was mixed with 500 μL of a 5 μM 2-nonenal solution prepared using 95% ethanol as a solvent, and then heated in a constant temperature bath at 32 ° C. for 8 hours. A 95% ethanol aqueous solution was used for Control instead of the sample. Thereafter, 500 μL of DNPA solution was mixed and reacted in a 45 ° C. constant temperature bath for 30 min (reaction solution). The DNPA liquid refers to a mixed solution of 25 mg of DNPH (2,4-dinitrophenyl hydride), 45 mL of 99.5% ethanol, 1 mL of concentrated hydrochloric acid, and 4 mL of distilled water. The reaction solution was cooled with ice water for about 10 minutes to stop the reaction. The reaction solution whose reaction was stopped was filtered and analyzed by HPLC. The detection of 2-nonenal was confirmed at a retention time of 11.5 min. The removal rate of 2-nonenal, which is a body odor component, was determined from the peak area according to the following formula.
＜式１＞
＜ＨＰＬＣ 条件＞
カラム； ＣＨＥＭＣＯＢＯＮＤ ５−ＯＤＳ−Ｗ ｓｉｚｅ６．０×１５０ (６Ａ)
流速 ； １.５ ｍＬ／ｍｉｎ
カラム温度 ； ５０ ℃
移動相 ； ＣＨ３ＣＮ：Ｈ２Ｏ ＝ ８０:２０（ Ｖ/Ｖ）
検出器/測定波長 ；紫外可視検出器／３６５ ｎｍ
<HPLC conditions>
Column; CHEMCOBOND 5-ODS-W size 6.0 × 150 (6A)
Flow rate: 1.5 mL / min
Column temperature: 50 ° C
Mobile phase: CH3CN: H2O = 80: 20 (V / V)
Detector / measurement wavelength: UV-visible detector / 365 nm
「評価基準」
上記方法でＬ−ヒスチジンの２−ノネナールの除去率によって以下のように評価した。
○：除去率８０％以上
△：除去率４０％以上、８０％未満
×：除去率１％以上、４０％未満
××：除去率１％未満
"Evaluation criteria"
According to the above method, the removal rate of L-histidine 2-nonenal was evaluated as follows.
○: Removal rate 80% or more Δ: Removal rate 40% or more, less than 80% ×: Removal rate 1% or more, less than 40% XX: Removal rate less than 1%
２．「消臭効果（官能）」
「評価方法」
実施例もしくは比較例の化粧料を、水を溶媒として５０％溶液として試料とした。陰性対照として水を用いた。１０μＭ２−ノネナール溶液と試料を１：１の割合で混合し、１０分後のにおいを評価することによって確認した。なお、評価は熟練の評価者５名で行った。
「評価基準」
上記試験結果から、各試料と混合した溶液のにおいに以下のようにスコアをつけた。
５点：においなし
４点：ほとんどにおいなし
３点：においは低減しているが残っている
２点：わずかににおいが減っている
１点：変化なし
続いて評価者５名の平均スコアを算出し、以下のように評価を行った。
○：４点以上
△：２点以上４点未満
×：２点未満
2. "Deodorizing effect (sensory)"
"Evaluation method"
The cosmetics of Examples or Comparative Examples were used as samples in a 50% solution using water as a solvent. Water was used as a negative control. It confirmed by mixing 10 micromol 2-nonenal solution and a sample by the ratio of 1: 1, and evaluating the smell after 10 minutes. The evaluation was performed by five skilled evaluators.
"Evaluation criteria"
From the test results, the odor of the solution mixed with each sample was scored as follows.
5 points: No odor 4 points: Almost no odor 3 points: Odor is reduced but remaining 2 points: Slightly reduced odor 1 point: No change Subsequently, average score of 5 evaluators is calculated Then, evaluation was performed as follows.
○: 4 points or more Δ: 2 points or more and less than 4 points ×: Less than 2 points
３.「安定性」
「評価方法」
実施例および比較例の化粧料を６０℃下に１週間静置し、熟練の評価者が外観の経時変化を目視により確認することで評価を行った。
「評価基準」
上記方法により経時変化を確認し、経時変化の度合いにより以下のように評価を行った。
○：変化なし
×：黄色に変色している
3. “Stability”
"Evaluation method"
The cosmetics of the examples and comparative examples were allowed to stand at 60 ° C. for 1 week, and evaluation was performed by a skilled evaluator confirming the appearance change with time by visual observation.
"Evaluation criteria"
The change with time was confirmed by the above method, and evaluation was performed as follows according to the degree of change with time.
○: No change ×: Discolored to yellow
比較例２、３、および７〜９を参照すると、成分（Ａ）と成分（Ｃ）が共存することにより、消臭効果、安定性共に非常に悪いことが伺える。これに対し、実施例を参照すると、成分（Ｂ）が配合された場合、消臭効果、安定性共に非常に良好である。 Referring to Comparative Examples 2, 3, and 7 to 9, it can be seen that the component (A) and the component (C) coexist so that both the deodorizing effect and the stability are very poor. On the other hand, when an Example is referred, when a component (B) is mix | blended, both a deodorizing effect and stability are very favorable.
実施例１、２、３では成分Ｂの配合量を変化させているが、０．００１％でも十分な効果が得られていることが分かる。また、実施例４に示したとおり成分Ａの配合量が０．０１％でも十分な消臭効果が得られていることが分かる。 In Examples 1, 2, and 3, although the compounding quantity of the component B was changed, it turns out that sufficient effect is acquired even if it is 0.001%. Further, as shown in Example 4, it can be seen that a sufficient deodorizing effect is obtained even when the blending amount of Component A is 0.01%.
なお、安定性の評価において色調の変化が起こっているものは、使用感にも変動が起きている傾向があり、成分（Ａ）、成分（Ｂ）及び成分（Ｃ）が共存することにより、使用感の変化を抑える利点も確認された。
In addition, in the evaluation of stability, the change in color tone tends to have a change in the feeling of use, and when the component (A), the component (B) and the component (C) coexist, The advantage of suppressing changes in the feeling of use was also confirmed.
以上の結果から、処方に成分（Ｃ）を配合する際に、成分（Ａ）を用いて消臭効果を付与したい場合は、成分（Ｂ）を組み合わせて配合することで、より高い消臭効果と安定性を付与することができる。
From the above results, when blending the component (C) in the prescription, if it is desired to impart a deodorizing effect using the component (A), a higher deodorizing effect can be obtained by combining the components (B). And stability can be imparted.
常法にて、各処方の組成物を作製した。いずれの処方においても本発明の効果を奏することが確認された。
（１）シャンプー
配合成分 配合量（％）
水 残量
Ｌ−ヒスチジン ０．３
亜硫酸Ｎａ ０．０５
疎水化セルロース ０．２０
塩化Ｎａ 適量
ｐＨ調整剤 適量
防腐剤 適量
グリセリン ８．００
エデト酸塩 ０．０５
ラウレス硫酸Ｎａ １２．００
ＰＰＧ−２コカミド ２．００
ラウリルヒドロキシスルタイン ３．００
ポリクオタニウム−１０ ０．０５
合計（％） １００．００
The composition of each prescription was produced by the conventional method. It was confirmed that the effects of the present invention were achieved in any prescription.
(1) Shampoo compounding ingredients Compounding amount (%)
Water remaining L-histidine 0.3
Sulfite Na 0.05
Hydrophobized cellulose 0.20
Sodium chloride appropriate amount pH adjuster appropriate amount preservative appropriate amount glycerin 8.00
Edetate 0.05
Laureth sulfate Na 12.00
PPG-2 cocamide 2.00
Lauryl hydroxysultain 3.00
Polyquaternium-10 0.05
Total (%) 100.00
（２）化粧水
配合成分 配合量（％）
水 残量
Ｌ−ヒスチジン ０．１５
亜硫酸Ｎａ ０．０５
疎水化セルロース ０．２０
エタノール ４０．００
ｐＨ調整剤 適量
防腐剤 適量
１，３−ＢＧ ８．００
エデト酸塩 ０．０１
Ｌ−メントール ０．２０
合計（％） １００．００
(2) Toner lotion ingredients Amount (%)
Water remaining L-histidine 0.15
Sulfite Na 0.05
Hydrophobized cellulose 0.20
Ethanol 40.00
pH adjuster appropriate amount preservative appropriate amount 1,3-BG 8.00
Edetate 0.01
L-Menthol 0.20
Total (%) 100.00
Claims (4)
（Ａ）Ｌ−ヒスチジン
（Ｂ）ピロ亜硫酸塩、亜硫酸塩、亜硫酸水素塩から選択される１種又は２種以上
（Ｃ）アクリル酸、メタクリル酸、アクリル酸メチル、ジメチルジアリルアンモニウム塩の少なくとも1種を重合させて得られるポリマーであり、分子内にカチオン性モノマーを有する水溶性高分子、及びカチオン化処理を施したセルロースから選ばれる１種または２種以上
を含有する皮膚洗浄用化粧料。 The following components (A) to (C),
(A) L-histidine (B) one or more selected from pyrosulfite, sulfite, and bisulfite (C) at least one of acrylic acid, methacrylic acid, methyl acrylate, and dimethyldiallylammonium salt the is a polymer obtained by polymerizing a water-soluble high partial element having a cationic monomer in the molecule, and one or containing two or more skin cleansing cosmetics selected cellulose or we subjected to cationization treatment .
（Ａ）Ｌ−ヒスチジン(A) L-histidine
（Ｂ）ピロ亜硫酸塩、亜硫酸塩、亜硫酸水素塩から選択される１種又は２種以上(B) One or more selected from pyrosulfite, sulfite, and bisulfite
（Ｃ）ポリクオタニウム−６、及びカチオン化処理を施したセルロースから選ばれる１種または２種以上(C) One or more selected from polyquaternium-6 and cationized cellulose
を含有する皮膚洗浄用化粧料。Containing skin cleansing cosmetics.
成分（Ｂ）の配合量が０．００１％〜１％Component (B) content is 0.001% to 1%
である請求項１〜２いずれかに記載の皮膚洗浄用化粧料。The cosmetic for cleaning skin according to any one of claims 1 to 2.
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