JP2006117622A - Deodorizing composition and method of deodorization - Google Patents

Deodorizing composition and method of deodorization Download PDF

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JP2006117622A
JP2006117622A JP2004336644A JP2004336644A JP2006117622A JP 2006117622 A JP2006117622 A JP 2006117622A JP 2004336644 A JP2004336644 A JP 2004336644A JP 2004336644 A JP2004336644 A JP 2004336644A JP 2006117622 A JP2006117622 A JP 2006117622A
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hair
salt
deodorizing
cysteamine
composition
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Daisuke Setojima
大輔 瀬戸島
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Estate Chemical KK
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Estate Chemical KK
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a deodorizing composition for reducing unpleasant specific smell generated by the reaction of a hair-treating agent containing cysteamine and/or its salt with the hair without damaging the effect of the hair-treating agent and without accompanying the damage of the hair and discoloration of dyed hair, and a method of deodorization by the same. <P>SOLUTION: This deodorizing composition for the reaction smell of the cysteamine is characterized by containing an amino-modified silicone and a polyoxyalkylene-modified silicone, adjusted to be pH 2.8-6.8 by ≥1 kind of pH buffering substance consisting of an organic acid and its salt or an inorganic acid and its salt, and having 0.00001-0.08 milli-equivalent range acidity per 1g, and the method of deodorizing the cysteamine reaction smell is provided by applying or spraying the deodorizing composition on the hair. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

本発明はシステアミン及び/又はその塩を含む毛髪処理剤が毛髪と反応することで発生する不快な特異臭を減少させるための組成物及び方法に関する。  The present invention relates to a composition and method for reducing an unpleasant specific odor generated when a hair treatment agent containing cysteamine and / or a salt thereof reacts with hair.

システアミン及び/又はその塩を含む毛髪処理剤は、主に毛髪の変形を目的とし、従来のパーマ剤やカーリング剤に比べて低pHでも効果が得られるため、ダメージ毛やカラー毛に最適とされる毛髪処理剤である。  Hair treatment agents containing cysteamine and / or its salts are mainly for the purpose of deforming hair, and are effective at low pH compared to conventional permanent and curling agents, and are therefore optimal for damaged and colored hair. Hair treatment agent.

ところがシステアミンは毛髪に作用したとき従来の還元剤、すなわちチオグリコール酸及びその塩、システイン及びその塩又は誘導体、亜硫酸塩類にない不快な特異臭を発生する。  However, when cysteamine acts on the hair, it produces an unpleasant specific odor not found in conventional reducing agents, ie, thioglycolic acid and its salts, cysteine and its salts or derivatives, and sulfites.

この不快な特異臭を抑制するため、pH2〜2.7、1mL当たり0.1〜0.5ミリ当量の酸を含有する後処理剤が提供されている(特開平3−271214)。
しかしながらこの後処理剤をダメージ毛やカラー毛に適用すると、ダメージが増したり、染毛色が変色するという欠点があった。
In order to suppress this unpleasant specific odor, a post-treatment agent containing acid of 0.1 to 0.5 milliequivalent per 1 mL of pH 2 to 2.7 is provided (JP-A-3-271214).
However, when this post-treatment agent is applied to damaged hair or colored hair, there are drawbacks that damage increases and the color of the hair dye changes.

また、同様に過酸化水素を含む第2剤で処理する方法も提示されている(特開2004−155748)が、更に著しいダメージと変色を伴うものであった。また、過酸化水素は現薬事法では、チオグリコール酸及びその塩、システイン及びその塩又は誘導体を主剤とするパーマネントウェーブ用剤、すなわち医薬部外品にしか配合できないためシステアミン及び/又はその塩を含む毛髪処理剤や消臭剤等のいわゆる化粧品には使用できず、実用的でない。  Similarly, a method of treating with a second agent containing hydrogen peroxide has also been proposed (Japanese Patent Application Laid-Open No. 2004-155748), but further accompanied with significant damage and discoloration. In addition, hydrogen peroxide is a permanent wave agent mainly composed of thioglycolic acid and salts thereof, cysteine and salts or derivatives thereof, that is, cysteamine and / or salts thereof can be incorporated only in quasi drugs. It cannot be used for so-called cosmetics such as hair treatment agents and deodorants, and is not practical.

一方、pH3〜7においてポリオキシアルキレン変性オルガノポリシロキサンを含有する煙草臭消臭剤が提示されている(特開平6−219927)。この消臭剤をシステアミン反応臭の消臭に適用すると、ダメージや変色は発生しなかったが、消臭の効果は得られなかった。  On the other hand, a cigarette odor deodorant containing a polyoxyalkylene-modified organopolysiloxane at pH 3 to 7 has been proposed (Japanese Patent Laid-Open No. 6-219927). When this deodorant was applied to deodorization of cysteamine reaction odor, no damage or discoloration occurred, but no deodorization effect was obtained.

また、人体の腋臭、足臭及び体臭並びに獣臭等の消臭剤として、水溶性金属塩0.03〜5重量%、非イオン界面活性剤0.01〜5重量%、シリコーンオイル0.1〜10重量%を含む組成物が提示されている(特開2000−178161)。しかしながら、この組成物もシステアミン反応臭の消臭には効果がなかった。  In addition, as a deodorant such as human odor, foot odor, body odor and animal odor, water-soluble metal salt 0.03 to 5% by weight, nonionic surfactant 0.01 to 5% by weight, silicone oil 0.1 Compositions containing from 10 to 10% by weight have been proposed (JP 2000-178161). However, this composition was also ineffective in eliminating the cysteamine reaction odor.

以上のように、これらの方法においてはその効果は不充分で満足すべき結果が得られなかった。  As described above, in these methods, the effect is insufficient and satisfactory results cannot be obtained.

特開平3−271214号公報  JP-A-3-271214 特開平6−219927号公報  JP-A-6-219927 特開2000−178161号公報  JP 2000-178161 A

本発明は、上記従来技術の問題点に鑑み、システアミン及び/又はその塩を含む毛髪処理剤が毛髪と反応することで発生する不快な特異臭を、毛髪処理剤の効果を損なわず、かつ毛髪のダメージや染毛色の変色を伴わずに減少させるための消臭組成物及びその消臭方法を提供することを目的とする。  In view of the above-mentioned problems of the prior art, the present invention provides an unpleasant specific odor generated when a hair treatment agent containing cysteamine and / or a salt thereof reacts with the hair, without impairing the effect of the hair treatment agent, and the hair. An object of the present invention is to provide a deodorant composition and a method for deodorizing the same so as to reduce the damage without causing damage or discoloration of the hair color.

本発明は、上記課題を解決するため、アミノ変性シリコンと、ポリオキシアルキレン変性シリコンを含有し、かつ有機酸及びその塩、又は無機酸及びその塩からなる1種以上のpH緩衝物質にてpH2.8〜6.8に調整され、1g当りの酸度が0.00001〜0.08ミリ当量の範囲にあることを特徴とするシステアミン反応臭の消臭用組成物を毛髪に塗布又は噴霧することにより不快な特異臭を減少できる優れた消臭方法である。  In order to solve the above-mentioned problems, the present invention provides an amino-modified silicon and a polyoxyalkylene-modified silicon and has a pH of 2 with one or more pH buffer substances comprising an organic acid and a salt thereof, or an inorganic acid and a salt thereof. Applying or spraying to the hair a composition for deodorizing cysteamine reaction odor, characterized in that the acidity per gram is adjusted to 0.8 to 6.8 and the acidity per gram is in the range of 0.00001 to 0.08 meq. It is an excellent deodorization method that can reduce unpleasant specific odor.

本発明の消臭組成物及び消臭方法は、システアミン及び/又はその塩を含む毛髪処剤が毛髪と反応することで発生する不快な特異臭を、毛髪処理剤の効果を損なわず、かつ毛髪のダメージや染毛色の変色を伴わずに減少させる優れたものであった。  The deodorizing composition and the deodorizing method of the present invention provide an unpleasant specific odor generated when a hair treatment containing cysteamine and / or a salt thereof reacts with hair, without impairing the effect of the hair treatment agent, and the hair. It was excellent in reducing without causing damage and discoloration of hair color.

本発明に用いるアミノ変性シリコンは、式(1)で表され、このうち一般的なものはジメチルシロキサンと、γ−(β−アミノエチル)アミノプロピルシロキサン又はγ−(β−アミノエチル)アミノプロピルメチルシロキサンの共重合体でアモジメチコン(AMODIMETHICONE)ともいい、多くは界面活性剤を含みエマルジョンの形態として市販されている。  The amino-modified silicon used in the present invention is represented by the formula (1). Among them, general ones are dimethylsiloxane and γ- (β-aminoethyl) aminopropylsiloxane or γ- (β-aminoethyl) aminopropyl. A copolymer of methylsiloxane, also referred to as AMODIMETHICONE, and many are commercially available in the form of an emulsion containing a surfactant.

Figure 2006117622
(m,nはそれぞれ1〜2000の整数、a,bはそれぞれ0〜100の整数、但しa,bのどちらかが0の場合は一方は1〜100の整数、RはH,OH又は炭素数1〜6のアルキル基を表す。)
Figure 2006117622
(M and n are each an integer of 1 to 2000, a and b are each an integer of 0 to 100, provided that when either a or b is 0, one is an integer of 1 to 100, and R is H, OH or carbon. Represents an alkyl group of 1-6.)

代表的には例えば、信越化学工業社製のKF−8002、KF−8004、東レ・ダウコーニング・シリコーン社製のSM8702C、SM8704C、SM8904、GE東芝シリコーン社製のUM−120などが挙げられる。  Typical examples include KF-8002 and KF-8004 manufactured by Shin-Etsu Chemical Co., Ltd., SM8702C, SM8704C and SM8904 manufactured by Toray Dow Corning Silicone, and UM-120 manufactured by GE Toshiba Silicone.

その配合量は0.01重量%〜5.0重量%が好ましく、さらに好ましくは0.1重量%〜3.0重量%である。0.01重量%より少ないと効果を発揮せず、5.0重量%より多く配合しても、効果はあまり変わらないので、不経済である。  The blending amount is preferably 0.01% to 5.0% by weight, more preferably 0.1% to 3.0% by weight. If the amount is less than 0.01% by weight, the effect is not exhibited, and if the amount is more than 5.0% by weight, the effect does not change so much, which is uneconomical.

本発明に用いるポリオキシアルキレン変性シリコンは、ジメチルポリシロキサンの側鎖の一部をポリオキシエチレン、ポリオキシプロピレン等のポリオキシアルキレン基で置換した重合体で、一般的には式(2)で表され、ポリエーテル変性シリコン又はジメチコンコポリオール(DIMETHICONE COPOLYOL)とも呼ばれ、市販されている。  The polyoxyalkylene-modified silicon used in the present invention is a polymer obtained by substituting a part of the side chain of dimethylpolysiloxane with a polyoxyalkylene group such as polyoxyethylene or polyoxypropylene. It is also expressed as polyether-modified silicone or dimethicone copolyol and is commercially available.

Figure 2006117622
(p,qはそれぞれ1〜3000の整数、xは0〜10の整数、y,zはそれぞれ0〜100の整数、但しy,zのどちらかが0の場合は一方は1〜100の整数、A及びA’は炭素数2〜4のアルキレン基、R’はH又は炭素数1〜6のアルキル基を表す。)
Figure 2006117622
(P and q are each an integer of 1 to 3000, x is an integer of 0 to 10, y and z are each an integer of 0 to 100, provided that when either y or z is 0, one is an integer of 1 to 100 , A and A ′ each represent an alkylene group having 2 to 4 carbon atoms, and R ′ represents H or an alkyl group having 1 to 6 carbon atoms.)

代表的には例えば、信越化学工業社製のKF351A、KF352A、KF6004、東レ・ダウコーニング・シリコーン社製のSH3771C、SH3771M、SH3749、GE東芝シリコーン社製のTSF4440、TSF4452、TSF4460などが挙げられる。  Typical examples include KF351A, KF352A, KF6004 manufactured by Shin-Etsu Chemical Co., Ltd., SH3771C, SH3771M, SH3749 manufactured by Toray Dow Corning Silicone, TSF4440, TSF4452, and TSF4460 manufactured by GE Toshiba Silicone.

その配合量は0.01重量%〜5.0重量%が好ましく、さらに好ましくは0.1重量%〜3.0重量%である。0.01重量%より少ないと効果を発揮せず、5.0重量%より多く配合しても、効果はあまり変わらないので、不経済である。  The blending amount is preferably 0.01% to 5.0% by weight, more preferably 0.1% to 3.0% by weight. If the amount is less than 0.01% by weight, the effect is not exhibited, and if the amount is more than 5.0% by weight, the effect does not change so much, which is uneconomical.

本発明で用いるpH緩衝物質は有機酸及びその塩、又は無機酸及びその塩からなる。有機酸としては、乳酸、クエン酸、酒石酸、リンゴ酸等があり、その塩としては、ナトリウム、カリウム、アンモニウム等の塩、すなわち乳酸ナトリウム、クエン酸二水素一ナトリウム、クエン酸水素二ナトリウム、クエン酸三ナトリウム、酒石酸水素カリウム、リンゴ酸二アンモニウム等が挙げられる。  The pH buffer substance used in the present invention comprises an organic acid and its salt, or an inorganic acid and its salt. Examples of organic acids include lactic acid, citric acid, tartaric acid, malic acid and the like, and salts thereof include sodium, potassium, ammonium and the like, that is, sodium lactate, sodium dihydrogen citrate, disodium hydrogen citrate, citric acid, and the like. Examples include trisodium acid, potassium hydrogen tartrate, diammonium malate, and the like.

また無機酸としては、リン酸等があり、その塩としてはリン酸二水素一ナトリウム、リン酸水素二ナトリウム、リン酸三ナトリウムのほかリン酸二水素一カリウム塩、リン酸水素二アンモニウム塩等が挙げられる。  In addition, as an inorganic acid, there is phosphoric acid and the like, and as a salt thereof, dihydrogen phosphate monosodium, disodium hydrogen phosphate, trisodium phosphate, dipotassium dihydrogen phosphate, potassium diammonium phosphate, etc. Is mentioned.

これらのpH緩衝物質を1種又は2種以上を組み合わせ、pH2.8〜6.8に調整する。pHが2.8未満であると毛髪にダメージを与え、パサツキを生じる。また、pHが6.8より高いと消臭の効果を発揮しない。  These pH buffer substances are adjusted to pH 2.8 to 6.8 by combining one or more kinds. If the pH is less than 2.8, the hair is damaged and rustling occurs. Moreover, if pH is higher than 6.8, the effect of deodorizing will not be exhibited.

pH緩衝物質の配合量は、組成物1g当りの酸度が0.00001〜0.08ミリ当量、好ましくは0.0005〜0.05ミリ当量の範囲になるように配合する。組成物1g当りの酸度が0.00001ミリ当量より小さいと消臭の効果を発揮せず、0.08ミリ当量より大きいと毛髪を傷めるだけでなく、対象の毛髪がカラー毛の場合はその染毛色を変色させる。  The pH buffer substance is added so that the acidity per gram of the composition is in the range of 0.00001 to 0.08 milliequivalent, preferably 0.0005 to 0.05 milliequivalent. If the acidity per gram of the composition is less than 0.00001 milliequivalent, the deodorizing effect will not be exhibited. If the acidity is greater than 0.08 milliequivalent, not only will the hair be damaged, but if the target hair is colored hair, it will be dyed. Change hair color.

本発明におけるシステアミン反応臭の消臭用組成物には、目的の効果が損なわれない範囲で通常の化粧料に用いられる任意の成分を配合することができる。例えば、溶剤、油剤、界面活性剤、保湿剤、防腐剤、増粘剤、着色剤、着香剤、抗炎症剤等が挙げられる。  In the composition for deodorizing a cysteamine reaction odor according to the present invention, any component used in ordinary cosmetics can be blended within a range in which the intended effect is not impaired. For example, a solvent, an oil agent, a surfactant, a humectant, an antiseptic, a thickener, a coloring agent, a flavoring agent, an anti-inflammatory agent and the like can be mentioned.

また、本発明による消臭用組成物は、システアミン及び/又はその塩を含む毛髪処理剤で処理した後の毛髪に直接塗布又は噴霧して用いるのが好ましい。処理する前に適用しても効果は変わらないが、毛髪処理剤の効果を阻害する恐れがある。なお、本発明による消臭用組成物適用後は、通常酸化剤を含む第二剤を適用するが、そのまま放置して空気による酸化を利用してもよい。  Further, the deodorant composition according to the present invention is preferably used by directly applying or spraying to hair after treatment with a hair treatment agent containing cysteamine and / or a salt thereof. Even if applied before treatment, the effect is not changed, but the effect of the hair treatment agent may be hindered. In addition, although the 2nd agent containing an oxidizing agent is normally applied after application of the deodorizing composition by this invention, you may leave as it is and may utilize the oxidation by air.

塗布又は噴霧の方法は特に限定されないが、例えば通常美容室等で用いられる油差し様のアプリケーターやクシ・ブラシの他、ポンプスプレーやアトマイザー、エアスプレー等の形態とすることができる。  The method of application or spraying is not particularly limited. For example, in addition to an oil jug-like applicator or comb / brush usually used in a beauty salon or the like, a pump spray, an atomizer, an air spray, or the like can be used.

次に実施例を挙げて本発明を詳細に説明するが、本発明はこれらに限定されるものではない。なお、配合量は重量%とする。  EXAMPLES Next, although an Example is given and this invention is demonstrated in detail, this invention is not limited to these. The blending amount is% by weight.

実施例におけるアミノ変性シリコンとしては、東レ・ダウコーニング・シリコーン社製のSM8704Cを、ポリオキシアルキレン変性シリコンとしては、同社製のSH3771Cを使用した。  In the examples, SM8704C manufactured by Toray Dow Corning Silicone was used as the amino-modified silicon, and SH3771C manufactured by the same company was used as the polyoxyalkylene-modified silicon.

実施例におけるシステアミン及び/又はその塩を含む毛髪処理剤は以下のものを使用した。水80〜90gにシステアミン塩酸塩水溶液(システアミンとして50重量%含む)3g、グリセリン3g、ポリオキシエチレン(20E.O.)ラノリン0.5g、ヒドロキシエタンジホスホン酸4Na0.1gを順次溶解し、アンモニア水でpH8.5に調整した後、さらに水を加え全量を100gとする。  The following hair treatment agents containing cysteamine and / or a salt thereof in the examples were used. In 80 to 90 g of water, 3 g of cysteamine hydrochloride aqueous solution (containing 50% by weight as cysteamine), 3 g of glycerin, 0.5 g of polyoxyethylene (20E.O) lanolin and 0.1 g of hydroxyethanediphosphonic acid 4Na are dissolved in order. After adjusting to pH 8.5 with water, water is further added to make the total amount 100 g.

次に実施の手順を示す。
1.酸化染毛剤(ヘアダイ)にて染色した毛髪に、システアミン及び/又はその塩を含む毛髪処理剤を塗布し、ロッドに巻く。
2.15分放置後、ブランクとしての反応臭を評価後、水洗する。
3.消臭用組成物を塗布し、15分放置後消臭の効果を評価する。
4.5%臭素酸Na水溶液(酸化剤)を塗布し、15分放置する。
5.ロッドアウトして水洗後、タオルドライし、ヘアドライヤーにて乾燥する。
6.触感によるダメージ(パサツキ)と目視による変色を評価する。
Next, the implementation procedure is shown.
1. A hair treatment agent containing cysteamine and / or a salt thereof is applied to hair dyed with an oxidative hair dye (hair dye) and wound around a rod.
2. After leaving for 15 minutes, evaluate the reaction odor as a blank and then wash with water.
3. A deodorant composition is applied, and the effect of deodorization is evaluated after leaving for 15 minutes.
Apply 4.5% Na bromate aqueous solution (oxidant) and let stand for 15 minutes.
5. Rod out, wash with water, towel dry and dry with a hair dryer.
6). Evaluate tactile damage (pasaki) and visual discoloration.

なお、消臭の効果についての評価基準は以下に基づくものとする。
◎・・・不快な特異臭がほとんどなく、消臭されている。
○・・・不快な特異臭が少し残っている。
△・・・不快な特異臭がかなり残っている。
×・・・ブランクと同等の不快な特異臭がある。
The evaluation criteria for the deodorizing effect are based on the following.
◎ ・ ・ ・ There is almost no unpleasant peculiar odor and it is deodorized.
○ ... Slight unpleasant odor remains.
Δ: An unpleasant peculiar odor remains.
X: There is an unpleasant specific odor equivalent to that of the blank.

Figure 2006117622
Figure 2006117622

Figure 2006117622
Figure 2006117622

表1に示すように、1g当りの酸度が0.00001ミリ当量未満であると消臭の効果を発揮せず、0.08ミリ当量を超えると毛髪のダメージ及び染毛色の変色が著なる。なお、この間のpHは6.3〜3.3であった。  As shown in Table 1, if the acidity per gram is less than 0.00001 milliequivalent, the effect of deodorization is not exhibited, and if it exceeds 0.08 milliequivalent, damage to the hair and discoloration of the hair color are prominent. The pH during this period was 6.3 to 3.3.

また、表1において、アミノ変性シリコンの代わりにジメチルポリシロキサンを、ポリオキシアルキレン変性シリコンの代わりにポリオキシエチレン(20E.O.)ヤシ油脂肪酸ソルビタンを配合したものは、いずれも消臭の効果は得られなかった。  In Table 1, dimethylpolysiloxane in place of amino-modified silicon and polyoxyethylene (20E.O.) coconut oil fatty acid sorbitan in place of polyoxyalkylene-modified silicon all have a deodorizing effect. Was not obtained.

アミノ変性シリコン及びポリオキシアルキレン変性シリコンの配合量は表2に示すとおり、それぞれ0.01重量%未満であると消臭の効果を発揮しなかった。また、5.0重量%を超えると効果はあるものの不経済である。  As shown in Table 2, the blending amount of amino-modified silicon and polyoxyalkylene-modified silicon was less than 0.01% by weight, and the deodorizing effect was not exhibited. On the other hand, if it exceeds 5.0% by weight, the effect is uneconomical.

なお、実施例3の消臭用組成物を毛髪に塗布した後、システアミン及び/又はその塩を含む毛髪処理剤を塗布してロッドに巻き15分放置して、同様に上述の4〜6の操作をしたものは、消臭の効果は実施例3と同等であったが、毛髪のカールは実施例3のものより若干緩やかであった。  In addition, after apply | coating the deodorizing composition of Example 3 to hair, the hair treatment agent containing a cysteamine and / or its salt is apply | coated, and it winds around a rod for 15 minutes, and similarly above-mentioned 4-6 In the case of the operation, the deodorizing effect was equivalent to that of Example 3, but the curl of the hair was slightly slower than that of Example 3.

Claims (3)

システアミン及び/又はその塩を含む毛髪処理剤の反応臭を消臭するための消臭剤であって、アミノ変性シリコンと、ポリオキシアルキレン変性シリコンを含有し、かつ有機酸及びその塩、又は無機酸及びその塩からなる1種以上のpH緩衝物質物質にてpH2.8〜6.8に調整され、1g当りの酸度が0.00001〜0.08ミリ当量の範囲にあることを特徴とする消臭用組成物。  A deodorant for deodorizing a reaction odor of a hair treatment agent containing cysteamine and / or a salt thereof, comprising an amino-modified silicon and a polyoxyalkylene-modified silicon, and an organic acid and a salt thereof, or inorganic The pH is adjusted to 2.8 to 6.8 with one or more pH buffer substances consisting of an acid and a salt thereof, and the acidity per gram is in the range of 0.00001 to 0.08 meq. Deodorant composition. アミノ変性シリコンの含有量が、0.01重量%〜5.0重量%及びポリオキシアルキレン変性シリコンの含有量が0.01重量%〜5.0重量%である請求項1に記載の消臭用組成物。  The deodorization according to claim 1, wherein the content of the amino-modified silicon is 0.01 wt% to 5.0 wt% and the content of the polyoxyalkylene-modified silicon is 0.01 wt% to 5.0 wt%. Composition. システアミン及び/又はその塩を含む毛髪処理剤で処理された後の毛髪に請求項1又は請求項2に記載の消臭用組成物を直接塗布又は噴霧することを特徴とする消臭方法。A deodorizing method comprising directly applying or spraying the deodorizing composition according to claim 1 or 2 to hair after being treated with a hair treating agent containing cysteamine and / or a salt thereof.
JP2004336644A 2004-10-21 2004-10-21 Deodorizing composition and method of deodorization Pending JP2006117622A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016117684A (en) * 2014-12-22 2016-06-30 日本メナード化粧品株式会社 Deodorizing hair treatment

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016117684A (en) * 2014-12-22 2016-06-30 日本メナード化粧品株式会社 Deodorizing hair treatment

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