JP2857629B2 - Deodorants - Google Patents

Deodorants

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Publication number
JP2857629B2
JP2857629B2 JP2086899A JP8689990A JP2857629B2 JP 2857629 B2 JP2857629 B2 JP 2857629B2 JP 2086899 A JP2086899 A JP 2086899A JP 8689990 A JP8689990 A JP 8689990A JP 2857629 B2 JP2857629 B2 JP 2857629B2
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cd
jp
cyclodextrin
present invention
deodorant
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JPH03284616A (en
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建三 伊藤
伯 松田
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株式会社資生堂
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Description

【発明の詳細な説明】 [産業上の利用分野] 本発明はヒドロキシアルキル化シクロデキストリン(以下、HACDの略す)と水とアルコールを含有してなる、安全性が高く、腋臭、足臭および口臭等の体臭抑制能を有する消臭剤に関する。 DETAILED DESCRIPTION OF THE INVENTION [FIELD OF THE INVENTION The present invention is hydroxyalkylated cyclodextrin (hereinafter, abbreviated with HACD) comprising a and the hydroalcoholic, high safety, underarm odor, foot odor and bad breath on deodorant with a body odor suppressing ability and the like.

[従来技術] 消臭技術は化学反応による中和作用、吸着、包接等の物理的作用によるもの、あるいは臭い物質に微生物が関与している場合は殺菌剤を用いたり又強い臭いで悪臭をマスキングしたりする方法が知られている。 PRIOR ART Deodorant art neutralizing effect by a chemical reaction, adsorption, by physical action, such as inclusion, or odors or strong odor or sterilized with a sterilizing agent when the microorganism odor substances are involved how to or masking is known. 例えば過マンガン酸カリや二酸化塩素を用いて硫化水素、フェノール、アンモニア、メルカプタン等と反応させ無臭化合物に変えたり、活性炭、ゼオライト、シクロデキストリン等の吸着能、包接能に優れた物質を共存させ悪臭物質を除去する方法や、ヘキサクロロフェン、トリクロロカルバニリド等の殺菌剤を配合し微生物による分解を阻止する方法、更にはペパーミント、シナモン、オレンジフレーバー等の強り香りで悪臭をマスキングする方法が一般的に知られている。 For example, hydrogen sulfide with potassium permanganate and chlorine dioxide, phenols, ammonia, or changed to an odorless compound is reacted with mercaptan, activated carbon, zeolites, coexist adsorption capacity, such as cyclodextrin, a material having excellent inclusion ability a method of removing malodorous substances, hexachlorophene, method of inhibiting microbial degradation blended fungicides such as trichlorocarbanilide, further peppermint, cinnamon, a method of masking odors than one fragrance such as orange flavor It is generally known. これらの消臭技術は悪臭物質およびその発生源、適用場所、安全性、効果の持続性等の所要因により単独もしくは組合せて利用されることが多い。 These deodorant art malodorous substances and sources thereof, application place, safety is often utilized alone or in combination with factors at the persistence such effects.

これらのうち、特開昭53−15467号公報には、歯磨、 Of these, the JP-A-53-15467, toothpaste,
うがい液、チューインガムなどのなかに臭気成分吸収物質としてシクロデキストリンを含有させることが、特開昭63−280013号公報および特開昭63−280014号公報には、マルトース結合シクロデキストリンを体臭および口腔防止用貼付剤組成物に用いることが開示されている。 Gargle, be contained cyclodextrin as an odor component absorb substances Some such chewing gum, Japanese and JP 63-280014 Patent Publication No. Sho 63-280013, odor and mouth preventing maltose binding cyclodextrin it has been disclosed for use in use patch composition.

[発明が解決しようとする課題] しかしながら、β−シクロデキストリンを用いた場合、βシクロデキストリンの水に対する溶解性が悪いので配合量が制限され、一方、マルトース結合シクロデキストリンは製造が難しく均一の品質を得られないので、 [Problems to be Solved] However, beta-when using cyclodextrin is limited amount because solubility is poor in water of β-cyclodextrin, while the quality of the maltose binding cyclodextrin preparation is difficult uniform because not obtained the,
それを配合した消臭剤も効果にばらつきがあるという問題点がある。 Deodorant blended it also has a problem that the effect is not uniform in. また、貼付剤の場合、人によって貼付部分に皮膚のかぶれを生じるという問題がよくある。 Further, when the adhesive patch, is often a problem that results in a rash of skin sticking part by a human.

本発明者らは上記した事情に鑑み、体臭抑制に有効な消臭剤を開発することにを目的として研究を行なった結果、シクロデキストリン誘導体のうち、ヒドロキシアルキル化シクロデキストリンが悪臭物質の包接能に優れており、しかも水に対する溶解性が非常に高く、人体に対する安全性にも優れていることを見出し、本発明を完成した。 The present inventors have view of the above circumstances, the results of in developing effective deodorant body odor suppressing conducted research purposes, among cyclodextrin derivatives, hydroxyalkylated cyclodextrin malodorous substance inclusion It has excellent ability, yet very high solubility in water, found to be excellent in safety for human bodies, and have completed the present invention.

[課題を解決するための手段] すなわち本発明は、ヒドロキシアルキル化シクロデキストリンと水と低級アルコールを含有することを特徴とする消臭剤に関するものである。 [Means for Solving the Problems] Specifically, the present invention relates to deodorizing agent characterized by containing the hydroxyalkylated cyclodextrin and water lower alcohol.

以下に本発明の構成について説明する。 Description will be given of a configuration of the present invention below.

本発明に用いられるHACDは、従来から環状オリゴ糖としてよく知られているシクロデキストリンの水酸基にヒドロキシアルキル基を導入したものである。 HACD used in the present invention is obtained by introducing a hydroxyl group into the hydroxyl group of the cyclodextrin conventionally well known as cyclic oligosaccharides.

ヒドロキシアルキルとしては、主にヒドロキシメチル、ヒドロキシエチル、ヒドロキシプロピル、などの置換基が使用され、これら置換反応の結果、ヒドロキシメチルシクロデキストリン、ヒドロキシエチルシクロデキストリン、ヒドロキシプロピレンシクロデキストリン、 The hydroxyalkyl, mainly hydroxymethyl, hydroxyethyl, hydroxypropyl, the substituent is used, such as, the results of these substitution reactions, hydroxymethyl cyclodextrin, hydroxyethyl cyclodextrin, hydroxypropyl methyl cyclodextrin,
ヒドロキシブチルシクロデキストリン、ジヒドロキシプロピルシクロデキストリンなどのHACDを得ることができる。 Hydroxybutyl cyclodextrin, can be obtained HACD such dihydroxypropyl cyclodextrins.

ヒドロキシアルキル基の置換度は1〜14が好ましく、 Degree of substitution of the hydroxyalkyl group is preferably 1 to 14,
置換度が高い程低級アルコールへの溶解度が向上する。 Solubility in lower alcohols higher degree of substitution is increased.

シクロデキストリン(以下、CDと略する)は、グルコールの数の違いによってα、β、γの構造をもつCD(以下、α−CD、β−CD、γ−CDと略する。)が知られているが、本発明はこれらのCDの一種または2種以上をヒドロキシアルキル化して使用する。 Cyclodextrin (hereinafter abbreviated as CD) is, alpha by a difference in the number of glucose, beta, CD having a structure of gamma (hereinafter, α-CD, β-CD, abbreviated as gamma-CD.) Is known and that, the present invention is used in hydroxyalkylated one or at least two of these CD. 普通はβ−CDを用いるが、α、γ−CDを母核としてもかまわない。 Usually using a β-CD, but, α, it may be the γ-CD as a mother nucleus. α、β、γ α, β, γ
のCDを同時に含有する澱粉分解物も使用できる。 Starch hydrolyzate containing the CD at the same time can be used.

これらHACDのうち、価格、製造のしやすさ使用性、水溶解性を考慮した場合、ヒドロキシエチル化β−CDまたはヒドロキシプロピル化β−CDが好ましいが、これに限定されるものではない。 Of these HACD, ​​price, ease use of the manufacturing, when considering the water solubility, but hydroxyethylated beta-CD or hydroxypropylated beta-CD is preferred, but is not limited thereto. また、ヒドロキシエチル化CDまたはヒドロキシプロピル化CDは製造状態においてはα、 Further, hydroxyethylated CD or hydroxypropylated CD is in the production state alpha,
β、γが混じりあった混合物となっているが、混合物のままでもα、β、γのヒドロキシプロピル化CDを単離したものでも使用することができる。 beta, gamma, but has become a mixture intermingled, also remain in the mixture alpha, beta, it may be used those isolated hydroxypropylated CD of gamma.

HACDの製造方法としては、従来からいくつかの方法が知られているが、以下に一例を示す。 As a method for producing HACD, ​​but some methods have been conventionally known, an example below.

β−CD(日本食品化工製、商標名:セルデックスN) β-CD (Nihon Shokuhin Kako Co., Ltd., trade name: Celdex N)
100gを20%NaOH水溶液150mlに溶解し30゜Cに保持しつつ酸化プロピレン50mlを徐々に滴下し、20時間撹拌し反応を続ける。 100g was slowly added propylene oxide 50ml while maintaining dissolved in 30 ° C in aqueous 20% NaOH solution 150ml, and continued stirring the reaction for 20 hours. 反応終了後、塩酸でpH6.0に中和し、透析膜チューブ中に入れ、流水下24時間脱塩を行なった。 After completion of the reaction, was neutralized to pH6.0 with hydrochloric acid, placed in dialysis membrane tubing was subjected to running water for 24 hours under desalination. その後凍結乾燥機で乾燥を行なって、ヒドロキシプロピル化β−CD約90gが得られた。 Thereafter performing drying in a freeze drier, hydroxypropylated beta-CD about 90g was obtained. このヒドロキシプロピル化β−CDのCD当たりの置換度は5.1であった。 Degree of substitution per CD of the hydroxypropylated beta-CD was 5.1.

HACDの配合量は発明の消臭剤全量中0.5重量%(以下、%と略す)〜10%が好ましい。 The amount of HACD deodorant total amount of 0.5 wt% of the invention (hereinafter,% abbreviated) is preferably 10%. HACDが0.5%未満では効果がなく、10%を越えると使用感触が劣る。 HACD is no effect at less than 0.5%, inferior and use feeling than 10%.

本発明に用いられる低級アルコールは、エタノール、 Lower alcohol used in the present invention include ethanol,
イソプロピルアルコール等である。 Isopropyl alcohol. 低級アルコールの配合量が多過ぎると人体に塗布した際に刺激を感ずる場合があり、本発明の消臭全量中5%〜30%の配合量が好ましい。 If the amount of the lower alcohol is too large may feel irritation when applied to the human body, the amount of 5% to 30% in deodorizing the total amount of the present invention is preferred.

本発明の消臭剤の剤型は任意であり、固型、水溶液、 Dosage form of the deodorant of the present invention is arbitrary, solid, aqueous solution,
エアゾール等どのような剤型でも構わない。 It may be in any dosage form and the like aerosol.

本発明に係る消臭剤には、必要に応じて上記必須成分の他に、本発明の効果を損なわない範囲で香料、防腐剤、pH調整剤、保湿剤等を添加することができる。 The deodorant of the present invention can be added in addition to the above essential components, as needed, flavoring within the range not damaging the effects of the present invention, antiseptic agents, pH adjusting agents, moisturizing agents, and the like.

[発明の効果] 本発明に係る消臭剤は消臭効果が高く、人体に対する安全性にも優れている。 Deodorant according to the present invention [Effect of the Invention] The high deodorizing effect, are excellent in safety to the human body.

[実施例] 次に実施例を挙げて本発明を更に具体的に説明するが、本発明はこれら実施例に限定されるものではない。 Explaining Embodiment] Next the present invention by way of example in more detail, but the present invention is not limited to these examples.
なお、配合量は重量%である。 The mixing amount is wt%.

表1の各成分を混合溶解してボディーローションを得た。 Each component in Table 1 were mixed and dissolved to give a body lotion.

実施例1、比較例1,2,3を用いて下記の方法により消臭効果の試験をした。 Example 1 was tested for deodorizing effect by the following method using the comparative examples 1, 2 and 3.

<試験法> 男女各5名、計10名にそれぞれ実施例1と比較例を左右のわき部分に塗布してもらい3時間後にわき部分の臭いを専門パネルにより5点法で判定した。 <Test Method> gender each five was determined odor aside part Comparative Example coated asked after 3 hours on the left and right side portions of the respective Examples 1 to a total of 10 persons with 5-point method by expert panel.

試験結果は表2の通りであった。 The test results were as shown in Table 2. 表中の数値は判定者の、男5名または女5名の判定結果の平均値であり数値が高い程臭いの強いことを示す。 The numerical values ​​in the table of the judge, indicating that the strong smell the higher the numerical value is an average value of 5 males or 5 females of the judgment result.

実施例2 ボディーローション ヒドロキシプロピル化α−CD 7 精製水 残余 エタノール 4 イソプロピルアルコール 1 グリセリン 2 香料 0.01 メチルパラベン 0.1 各成分を混合溶解してボディーローションを得た。 To obtain a body lotion were mixed and dissolved EXAMPLE 2 Body Lotion hydroxypropylated alpha-CD 7 Purified water Balance ethanol 4 isopropyl alcohol 1 Glycerin 2 Perfume 0.01 Methylparaben 0.1 components.

実施例3 口腔用消臭剤 ヒドロキシプロピル化β−CD 9 ヒドロキシプロピル化α−CD 1 精製水 残余 エタノール 30 メチルパラベン 0.1 ヘキサメタリン酸ナトリウム 0.01 l−メントール 0.2 各成分を混合溶解して口腔用消臭剤を得た。 EXAMPLE 3 oral deodorant hydroxypropylated beta-CD 9 hydroxypropylated alpha-CD 1 Purified water Balance ethanol 30 Methylparaben 0.1 Sodium hexametaphosphate 0.01 l-menthol 0.2 were mixed and dissolved each component oral deodorant Obtained.

実施例4 ローション ヒドロキシプロピル化β−CD 1 精製水 残余 エタノール 10 ジプロピレングリコール 2 香料 0.02 メチルパラベン 0.1 ヘキサメタリン酸ナトリウム 0.02 クエン酸 0.04 クエン酸ナトリウム 0.06 各成分を混合溶解してローションを得た。 To obtain a lotion were mixed and dissolved EXAMPLE 4 Lotion hydroxypropylated beta-CD 1 Purified water Balance ethanol 10 Dipropylene glycol 2 Perfume 0.02 Methylparaben 0.1 Sodium hexametaphosphate 0.02 Citric acid 0.04 Sodium citrate 0.06 each component.

実施例5 エアゾール製品ボディーローション ヒドロキシプロピル化β−CD 5 精製水 残余 エタノール 20 1,3ブチレングリコール 3 香料 0.05 メチルパラベン 0.1 ヘキサメタリン酸ナトリウム 0.01 クエン酸 0.03 クエン酸ナトリウム 0.07 噴射剤 65 各成分を混合し、ノズル付きエアゾール缶に充填してボディーローションをえた。 Mixing the Example 5 Aerosol products Body Lotion hydroxypropylated beta-CD 5 Purified water Balance ethanol 20 1,3-butylene glycol 3 Perfume 0.05 Methylparaben 0.1 Sodium hexametaphosphate 0.01 Citric acid 0.03 Sodium citrate 0.07 propellants 65 components, nozzle to give a body lotion and filled in aerosol cans attached.

実施例6 シャワーコロン ヒドロキシプロピル化β−CD 5 精製水 85 エタノール 5 1,3−ブチレングリコール 2 香料 3 各成分を混合溶解してシャワーコロンを得た。 To obtain a shower colon were mixed and dissolved EXAMPLE 6 Shower colon hydroxypropylated beta-CD 5 Purified water 85 Ethanol 5 1,3-butylene glycol 2 Perfume 3 components.

以上、上記の各実施例は人体への刺激がなく、腋臭足臭および口臭等に対する体臭抑制能を有していた。 Above, each of the embodiments described above, non-irritating to the human body, and had a body odor suppressing ability to underarm foot odor and bad breath and the like.

フロントページの続き (56)参考文献 特開 昭62−33112(JP,A) 特開 昭62−267220(JP,A) 特開 昭63−280014(JP,A) 特開 昭59−163307(JP,A) 特開 昭63−280013(JP,A) 特開 平3−279311(JP,A) 特開 平3−161413(JP,A) 特開 平2−196709(JP,A) 特開 平3−284611(JP,A) 特開 平3−279312(JP,A) 特表 昭61−500788(JP,A) (58)調査した分野(Int.Cl. 6 ,DB名) A61K 7/00 - 7/46 A61K 47/00 - 47/40 Front page of the continuation (56) Reference Patent Sho 62-33112 (JP, A) JP Akira 62-267220 (JP, A) JP Akira 63-280014 (JP, A) JP Akira 59-163307 (JP , A) JP Akira 63-280013 (JP, A) Patent Rights 3-279311 (JP, A) Patent Rights 3-161413 (JP, A) Patent Rights 2-196709 (JP, A) Patent Rights 3-284611 (JP, a) JP flat 3-279312 (JP, a) PCT National Akira 61-500788 (JP, a) (58 ) investigated the field (Int.Cl. 6, DB name) A61K 7/00 - 7/46 A61K 47/00 - 47/40

Claims (1)

    (57)【特許請求の範囲】 (57) [the claims]
  1. 【請求項1】ヒドロキシアルキル化シクロデキストリンと水と低級アルコールを含有することを特徴とする消臭剤。 1. A deodorant agent characterized by containing the hydroxyalkylated cyclodextrin and water lower alcohol.
JP2086899A 1990-03-30 1990-03-30 Deodorants Expired - Lifetime JP2857629B2 (en)

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JP2086899A JP2857629B2 (en) 1990-03-30 1990-03-30 Deodorants

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Application Number Priority Date Filing Date Title
JP2086899A JP2857629B2 (en) 1990-03-30 1990-03-30 Deodorants

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JPH03284616A JPH03284616A (en) 1991-12-16
JP2857629B2 true JP2857629B2 (en) 1999-02-17

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AU1918800A (en) * 1998-11-23 2000-06-13 Procter & Gamble Company, The Skin deodorizing and sanitizing compositions
EP1131044A1 (en) * 1998-11-23 2001-09-12 THE PROCTER &amp; GAMBLE COMPANY Skin deodorizing and sanitizing compositions
US6344218B1 (en) 1998-11-23 2002-02-05 The Procter & Gamble Company Skin deodorizing and santizing compositions
US6358469B1 (en) 1998-12-01 2002-03-19 S. C. Johnson & Son, Inc. Odor eliminating aqueous formulation
US6110449A (en) * 1999-06-14 2000-08-29 The Procter & Gamble Company Anhydrous antiperspirant cream compositions improved perfume longevity
US6123932A (en) * 1999-06-14 2000-09-26 The Procter & Gamble Company Deodorant compositions containing cyclodextrin odor controlling agents
AU5972501A (en) 2000-05-15 2001-11-26 Procter & Gamble Compositions comprising cyclodextrin derivatives
US7645746B1 (en) 2000-11-13 2010-01-12 The Procter & Gamble Company Composition for reducing malodor impression on inanimate surfaces
EP2968101A1 (en) * 2013-03-15 2016-01-20 The Procter and Gamble Company Personal care compositions

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