JPH10338605A - Antibacterial/antifungal solution - Google Patents
Antibacterial/antifungal solutionInfo
- Publication number
- JPH10338605A JPH10338605A JP16577597A JP16577597A JPH10338605A JP H10338605 A JPH10338605 A JP H10338605A JP 16577597 A JP16577597 A JP 16577597A JP 16577597 A JP16577597 A JP 16577597A JP H10338605 A JPH10338605 A JP H10338605A
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- Prior art keywords
- silver
- benzotriazole
- weight
- solution
- test
- 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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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は抗菌・抗黴性液剤に
関するものである。TECHNICAL FIELD The present invention relates to an antibacterial and antifungal liquid preparation.
【０００２】[0002]
【従来の技術】Ｎ−長鎖アシルアミノ酸銀等が合成樹
脂、合成繊維等に抗菌性を付与するために用いられるこ
とは、特公平６−９２３５０号公報において知られてい
る。2. Description of the Related Art It is known from Japanese Patent Publication No. 6-92350 that silver, such as N-long-chain acylamino acids, is used to impart antibacterial properties to synthetic resins, synthetic fibers and the like.
【０００３】[0003]
【発明が解決しようとする課題】しかしながら、このよ
うな有機酸銀を液剤に製剤化した場合、該製剤は変色し
やすく、また該製剤で処理した場合、処理された面が変
色しやすいという問題がある。However, when such an organic silver salt is formulated into a liquid preparation, the preparation is liable to discolor, and when treated with the preparation, the treated surface is liable to discolor. There is.
【０００４】[0004]
【課題を解決するための手段】本発明は、かかる問題点
が顕著に軽減された、イソプロピルアルコ−ル及び／ま
たはエタノ−ル、有機酸銀及び低級アルキル基で置換さ
れていてもよいベンゾトリアゾ−ルを含有する抗菌・抗
黴性液剤を提供するものであり、該液剤は変色を呈し難
く、又該液剤により処理された面も変色し難いものであ
る。DISCLOSURE OF THE INVENTION The present invention is directed to a benzotriazo compound which may be substituted with isopropyl alcohol and / or ethanol, organic acid silver and a lower alkyl group. The present invention provides an antibacterial / antifungal liquid agent containing the same, and the liquid agent is hardly discolored, and the surface treated with the liquid agent is hardly discolored.
【０００５】[0005]
【発明の実施の形態】本発明において、有機酸銀として
は、Ｎ−長鎖アシルアミノ酸銀、酢酸銀、安息香酸銀、
クエン酸銀、乳酸銀等が挙げられる。ここで、Ｎ−長鎖
アシルアミノ酸銀はＮ−長鎖アシルアミノ酸の銀塩であ
り、該Ｎ−長鎖アシルアミノ酸とは、アミノ酸の窒素原
子上の水素原子が長鎖アシル基で置換されたものを意味
する。該アミノ酸は、通常α−アミノ酸、即ち、グリシ
ン、アラニン、バリン、ロイシン、イソロイシン、フェ
ニルアラニン、セリン、チロシン、トレオニン、メチオ
ニン、トリプトファン、アスパラギン酸、グルタミン
酸、リジン、ヒスチジン、アルギニン等であり、長鎖ア
シル基は、高級脂肪酸残基であるアシル基、通常炭素数
１０〜２２のアシル基であり、例えばデカノイル基、ラ
ウロイル基、ミリストイル基、パルミトイル基、オレオ
イル基、ステアロイル基、等である。BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, the organic acid silver includes silver N-long-chain acylamino acids, silver acetate, silver benzoate, and the like.
Silver citrate, silver lactate and the like can be mentioned. Here, the N-long-chain acylamino acid silver is a silver salt of the N-long-chain acylamino acid, wherein the hydrogen atom on the nitrogen atom of the amino acid is replaced with a long-chain acyl group. Means things. The amino acid is usually an α-amino acid, that is, glycine, alanine, valine, leucine, isoleucine, phenylalanine, serine, tyrosine, threonine, methionine, tryptophan, aspartic acid, glutamic acid, lysine, histidine, arginine, etc. The group is an acyl group which is a higher fatty acid residue, usually an acyl group having 10 to 22 carbon atoms, such as a decanoyl group, a lauroyl group, a myristoyl group, a palmitoyl group, an oleoyl group, a stearoyl group, and the like.
【０００６】本発明において用いられるＮ−長鎖アシル
アミノ酸銀の具体例としては、Ｎ−ステアロイルグルタ
ミン酸銀、Ｎ−ラウロイルグルタミン酸銀、Ｎ−ミリス
トイルグルタミン酸銀、Ｎ−ステアロイルアスパラギン
酸銀、Ｎ−ラウロイルアスパラギン酸銀、Ｎ−ミリスト
イルアスパラギン酸銀等が挙げられる。Ｎ−長鎖アシル
アミノ酸銀は、例えばＮ−長鎖アシルアミノ酸のナトリ
ウム塩、カリウム塩等のアルカリ金属塩の水溶液に、硝
酸銀等の水溶性銀塩の水溶液を加えることにより、沈殿
物として得ることができる。また、市販品（株式会社日
鉱製）を用いることもできる。Specific examples of silver N-long-chain acylamino acids used in the present invention include silver N-stearoyl glutamate, silver N-lauroyl glutamate, silver N-myristoyl glutamate, silver N-stearoyl aspartate, and N-lauroyl asparagine. And silver N-myristoyl aspartate. The N-long-chain acylamino acid silver can be obtained as a precipitate, for example, by adding an aqueous solution of a water-soluble silver salt such as silver nitrate to an aqueous solution of an alkali metal salt such as a sodium salt or potassium salt of the N-long-chain acylamino acid. Can be. In addition, a commercially available product (manufactured by Nikko Corporation) can also be used.
【０００７】本発明において用いられる、低級アルキル
基で置換されていてもよいベンゾトリアゾ−ルは、通常
ベンゾトリアゾ−ルの４−位、５−位、６−位又は７−
位が炭素数１〜４のアルキル基で置換されていてもよい
ベンゾトリアゾ−ルであり、その具体例としては、ベン
ゾトリアゾ−ル、５−メチル−１Ｈ−ベンゾトリアゾ−
ル等が挙げられる。本発明において用いられるエタノ−
ルとしては、未変性エタノ−ル及び本発明の効果を損な
わない範囲で変性剤を添加された変性エタノ−ルが挙げ
られる。変性エタノ−ルの変性剤としては、メタノ−
ル、ベンゼン、トルエン、香料、炭酸ジエチル、酢酸エ
チル、プロピオン酸エチル、酪酸エチル、ヘキサン、工
業用エチルエ−テル、ゲラニオ−ル、八アセチル化ショ
糖、フェニルエチルアルコ−ル、ジエチルフタレ−ト、
酢酸ビニル単量体、ヘプタン、イソプロパノ−ル、ブタ
ノ−ル、アクリル酸エチル、ブルシン、リナロ−ル、リ
ナロ−ルアセテ−ト、ベンジルアセテ−ト、パラオキシ
安息香酸ブチル等が挙げられる。The benzotriazole which may be substituted with a lower alkyl group used in the present invention is usually 4-, 5-, 6- or 7-position of benzotriazole.
Benzotriazole which may be substituted with an alkyl group having 1 to 4 carbon atoms, and specific examples thereof include benzotriazole, 5-methyl-1H-benzotriazo-
And the like. Etano used in the present invention
Examples of the unmodified ethanol include unmodified ethanol and modified ethanol to which a modifier is added within a range that does not impair the effects of the present invention. Modifiers of modified ethanol include methanol
Benzene, toluene, fragrance, diethyl carbonate, ethyl acetate, ethyl propionate, ethyl butyrate, hexane, industrial ethyl ether, geraniol, octaacetylated sucrose, phenylethyl alcohol, diethyl phthalate,
Examples include vinyl acetate monomer, heptane, isopropanol, butanol, ethyl acrylate, brucine, linalool, linalool acetate, benzyl acetate, butyl paraoxybenzoate and the like.
【０００８】本発明の抗菌・抗黴性液剤、有機酸銀の含
有量は通常０．００１〜１重量％であり、低級アルキル
基で置換されていてもよいベンゾトリアゾ−ルの含有量
は通常０．００１〜１重量％である。また、イソプロピ
ルアルコ−ル及び／またはエタノ−ルは本発明の抗菌・
抗黴性液剤中に通常５〜９９．９９８重量％含有され
る。本発明の抗菌・抗黴性液剤には、通常さらに、分散
剤が含有され、該分散剤としては、トリエタノ−ルアミ
ン、ジエタノ−ルアミン、モノエタノ−ルアミン及び、
メチルトリメトキシシラン等のシラン、ジメチルシリコ
−ン等のシリコ−ンオイル、非イオン性界面活性剤、高
分子界面活性剤、両性界面活性剤、陽イオン界面活性
剤、陰イオン界面活性剤等が挙げられる。又、必要に応
じ、香料、水等を含有してもよい。The antimicrobial / antifungal liquid of the present invention and the content of silver organic acid are usually 0.001 to 1% by weight, and the content of benzotriazole which may be substituted by a lower alkyl group is usually 0%. 0.001 to 1% by weight. In addition, isopropyl alcohol and / or ethanol is the antibacterial agent of the present invention.
Usually 5 to 99.998% by weight is contained in the antifungal liquid. The antibacterial / antifungal liquid preparation of the present invention usually further contains a dispersant, which includes triethanolamine, diethanolamine, monoethanolamine and
Examples include silanes such as methyltrimethoxysilane, silicone oils such as dimethylsilicone, nonionic surfactants, polymer surfactants, amphoteric surfactants, cationic surfactants, and anionic surfactants. Can be Moreover, you may contain a fragrance | flavor, water, etc. as needed.
【０００９】本発明の抗菌・抗黴性液剤は、通常これを
ポンプスプレ−ヤ−に入れ噴霧するか、又はこれをエア
ゾ−ル容器中に噴射剤と共に充填することにより、エア
ゾ−ル製剤として用いる。該エアゾ−ル製剤において、
噴射剤は通常１０〜９５重量％含有される。噴射剤とし
ては、液化石油ガス（ＬＰＧ）、エチレングリコ−ルジ
メチルエ−テル（ＤＭＥ）及びフロン類が挙げられる。The antibacterial and antifungal liquid preparation of the present invention is usually used as an aerosol preparation by spraying it into a pump sprayer or filling it together with a propellant in an aerosol container. . In the aerosol preparation,
The propellant is usually contained in an amount of 10 to 95% by weight. Propellants include liquefied petroleum gas (LPG), ethylene glycol dimethyl ether (DME), and fluorocarbons.
【００１０】本発明の抗菌・抗黴性液剤は、抗菌・抗黴
性に優れるばかりではなく、従来の一般家庭用抗菌・抗
黴スプレ−とは異なり、本発明の抗菌・抗黴性液剤で処
理された処理面に水がかかっても、その効力が失われる
ことなく持続することから、台所、浴室、洗面所、トイ
レ等の水回りにおける抗菌・抗黴に好適である。[0010] The antibacterial / antifungal liquid of the present invention is not only excellent in antibacterial / antifungal properties but also differs from the conventional general household antibacterial / antifungal spray. It is suitable for antibacterial and antifungal activities around water in kitchens, bathrooms, washrooms, toilets, and the like, because even if the treated surface is exposed to water, its efficacy continues without loss.
【００１１】[0011]
【実施例】以下に、本発明を試験例で詳しく説明する
が、本発明は、これらに限定されるものではない。EXAMPLES The present invention will be described below in detail with reference to test examples, but the present invention is not limited to these examples.
【００１２】試験例１ プラスチック（ＰＥＴ製）板１５ｃｍ角試料をドラフト
内に立て、２０ｃｍ離れた位置から、エアゾ−ル噴霧装
置を用いて０．２ｇ量の下記エアゾ−ルを処理した。５
時間風乾後、噴霧処理中心位置から５ｃｍ角を切り出し
て、これらの試料に下記細菌の菌液０．４３ｍｌをの
せ、４５ｍｍ角のフィルムを密着させて、３３℃で２４
時間放置した後、ＳＣＤＬＰ培地（日本製薬株式会社
製）で菌液を洗い出した。この洗い出し液の生菌数（Ｃ
ＦＵ）を標準寒天培地の寒天希釈平板培養法（培養時
間：２４時間）で測定した。尚、対照として、エアゾ−
ルを処理ぜずに、エタノ−ルにて表面を拭き取り殺菌し
たＰＥＴ板（以下、エタノ−ル処理と記す）を用意し、
同様の試験を行い、また、以下の供試ポンプスプレ−Ａ
及び市販家庭用抗菌・抗黴スプレ−についても同様の試
験を行った。結果を表１に示す。 ＜供試製剤＞ 供試エアゾ−ルＡ Ｎ−ステアロイルグルタミン酸銀塩 ０．０２重量％ モノエタノ−ルアミン ０．０４重量％ ベンゾトリアゾ−ル ０．０１重量％ イソプロピルアルコ−ル ４０重量％ ＬＰＧ（３．６ｋｇ／ｃｍ2 ） ６０重量％ を、内面ノンコ−トブリキ缶に充填したエアゾ−ル製
剤。 供試ポンプスプレ−Ａ Ｎ−ステアロイルグルタミン酸銀 ０．０２重量％ モノエタノ−ルアミン ０．０４重量％ ベンゾトリアゾ−ル ０．０１重量％ イソプロピルアルコ−ル １００重量％ を、トリガ−スプレ−ヤ−（キャニオン( 株) 製）に充
填したポンプスプレ−製剤。市販エアゾ−ル（表示有効
成分：メタクリル酸エステル、両性界面活性剤、エタノ
−ル） 供試菌： Ｓａ菌・・・Ｓｔａｐｈｙｌｏｃｏｃｃｕｓ ａｕｒｅ
ｕｓ（ＩＦＯ １２７３２） Ｅｃ菌・・・Ｅｓｃｈｅｒｉｃｈｉａ ｃｏｌｉ（ＩＦ
Ｏ ３３０１） Ｐａ菌・・・Ｐｓｅｕｄｏｍｏｎａｓ ａｅｒｕｇｉｎ
ｏｓａ（ＩＦＯ ３０８０）Test Example 1 A 15 cm square sample of a plastic (made of PET) plate was placed in a fume hood, and 0.2 g of the following aerosol was treated from a position 20 cm away using an aerosol sprayer. 5
After air-drying for 5 hours, a 5 cm square was cut out from the center position of the spraying treatment, and 0.43 ml of the bacterial solution of the following bacterium was placed on these samples, and a 45 mm square film was adhered to the sample.
After standing for a time, the bacterial solution was washed out with an SCDLP medium (manufactured by Nippon Pharmaceutical Co., Ltd.). The viable cell count (C
FU) was measured by an agar dilution plate culture method (culture time: 24 hours) on a standard agar medium. In addition, as a control, azo-
A PET plate (hereinafter referred to as ethanol treatment) prepared by wiping and sterilizing the surface with ethanol without treating the
A similar test was conducted, and the following test pump spray-A was used.
A similar test was also conducted on a commercial household antibacterial and antifungal spray. Table 1 shows the results. <Test preparation> Test azole A N-stearoylglutamate silver salt 0.02% by weight Monoethanolamine 0.04% by weight Benzotriazole 0.01% by weight Isopropyl alcohol 40% by weight LPG (3.6 kg) / Cm 2 ) An aerosol preparation filled with 60% by weight in an inner non-coated tin can. Test pump spray-A Silver N-stearoyl glutamate 0.02% by weight Monoethanolamine 0.04% by weight Benzotriazole 0.01% by weight Isopropyl alcohol 100% by weight was added to Trigger Sprayer (Canyon Co., Ltd.). )). Commercially available azole (active ingredient indicated: methacrylate, amphoteric surfactant, ethanol) Test bacterium: Sa bacterium ... Staphylococcus aure
us (IFO 12732) Ec bacterium Escherichia coli (IF
O 3301) Pa bacteria: Pseudomonas aerugin
osa (IFO 3080)
【００１３】[0013]
【表１】 [Table 1]
【００１４】試験例２ 上記試験例１と同様にして調製した供試ＰＥＴ板を、常
温の滅菌水中に１日間、及び、１日毎に水を換え１週間
浸水処理した後、Ｅｃ菌を用い同様の試験を行った。結
果を表２に示す。Test Example 2 A test PET plate prepared in the same manner as in Test Example 1 was immersed in sterilized water at room temperature for one day, and the water was changed every day for one week, and then treated with Ec bacteria. Was tested. Table 2 shows the results.
【表２】 [Table 2]
【００１５】試験例３ 試験例１において、供試製剤として下記供試ポンプスプ
レ−Ｂを用いる以外は同様にして試験を行った。結果を
表３に示す。 供試ポンプスプレ−Ｂ Ｎ−ステアロイルグルタミン酸銀 ０．０２重量％ モノエタノ−ルアミン ０．０４重量％ ベンゾトリアゾ−ル ０．０１重量％ エタノ−ル １００重量％ を、トリガ−スプレ−ヤ−（キャニオン( 株) 製）に充
填したポンプスプレ−製剤。Test Example 3 The test was conducted in the same manner as in Test Example 1, except that the following test pump spray-B was used as the test preparation. Table 3 shows the results. Test Pump Spray B Silver N-stearoylglutamate 0.02% by weight Monoethanolamine 0.04% by weight Benzotriazole 0.01% by weight Ethanol 100% by weight was supplied to Trigger Sprayer (Canyon Co., Ltd.). Pump spray formulation filled in the product.
【表３】 [Table 3]
【００１６】試験例４ 上記試験例３と同様にして調製した供試ＰＥＴ板を、常
温の滅菌水中に１日ごとに水を換え、２日間浸水処理し
た後、Ｅｃ菌を用い同様の試験を行った。結果を表４に
示す。Test Example 4 The test PET plate prepared in the same manner as in Test Example 3 was replaced with sterilized water at room temperature every day by immersion for 2 days, and the same test was carried out using Ec bacteria. went. Table 4 shows the results.
【表４】 [Table 4]
【００１７】試験例５ 上記試験例１及び３と同様にして調製した供試ＰＥＴ板
を、常温の滅菌水に１日間浸水処理後、寒天平板上に各
試料の処理面が上向きになるようにのせ、処理面上に１
／１０濃度のサブロ−デキストロ−スブロス培地（ＤＩ
ＦＣＯ）で懸濁した、Ａｓｐｅｒｇｉｌｌｕｓ ｎｉｇ
ｅｒ（ＩＦＯ ６３４１）、Ａｕｒｅｏｂａｓｉｄｉｕ
ｍ ｐｕｌｌｕｌａｎｓ（ＩＦＯ ６３５３）、Ｐｅｎ
ｉｃｉｌｌｉｕｍ ｃｉｔｒｉｎｕｍ（ＩＦＯ ６３５
２）、Ｃｈａｅｔｏｍｉｕｍ ｇｌｏｂｏｓｕｍ（ＩＦ
Ｏ ６３４７）及びＣｌａｄｏｓｐｏｒｉｕｍ ｃｌａ
ｄｏｓｐｏｒｉｏｉｄｅｓ（ＩＦＯ ６３４８）の混合
黴胞子液０．４３ｍｌを滴下し、５ｃｍ角フィルムで被
覆して胞子懸濁液を試料上に広げ、２８℃で７日間培養
し抗黴性の評価を行った。結果を表５に示す。尚、表
中、「−」は胞子液中に糸状菌の生育が認められない。
「＋」は肉眼では黴の生長が認められないが５０倍の実
体顕微鏡で黴の生長が認められる。「＋＋」は肉眼でわ
ずかに黴の生長が認められる。「＋＋＋」は肉眼で著し
い黴の生長が認められる。を表わす。Test Example 5 A test PET plate prepared in the same manner as in Test Examples 1 and 3 was immersed in sterilized water at room temperature for 1 day, and the treated surface of each sample was placed on an agar plate so as to face upward. Put on, 1 on the processing surface
/ 10 concentration of Sabro-dextro-sbroth medium (DI
Aspergillus nig suspended in FCO)
er (IFO 6341), Aureobasidiu
m pullulans (IFO 6353), Pen
icillium citrinum (IFO 635
2), Chaetomium globosum (IF
O 6347) and Cladosporium cla
0.43 ml of a mixed fungal spore solution of dosporoides (IFO 6348) was added dropwise, covered with a 5 cm square film, the spore suspension was spread on the sample, and cultured at 28 ° C. for 7 days to evaluate the antifungal property. Table 5 shows the results. In the table, "-" indicates that no growth of filamentous fungi was observed in the spore solution.
“+” Indicates that no mold growth was observed with the naked eye, but mold growth was observed under a 50 × stereo microscope. "++" indicates slight mold growth with the naked eye. "++++" indicates remarkable mold growth with the naked eye. Represents
【表５】 [Table 5]
【００１８】試験例６ 下記成分をトリガ−スプレ−ヤ−に充填しポンプスプレ
−製剤Ｃ、Ｄ、Ｅを得た。該ポンプスプレ−製剤を５４
℃一定の恒温槽に入れ、４週間保存後、取り出しトリガ
−をはずし溶状を観察した。その結果、供試ポンプスプ
レ−Ｄ、Ｅでは、溶液に何らの変色も認められなかった
が、供試ポンプスプレ−Ｃでは、溶液が若干黒変してお
り、容器内部に薄黒い銀化合物の付着が認められた。 供試ポンプスプレ−Ｃ Ｎ−ステアロイルグルタミン酸銀塩 ０．０２重量％ モノエタノ−ルアミン ０．０４重量％ ベンゾトリアゾ−ル ０．０１重量％ メタノ−ル １００ 重量％ 供試ポンプスプレ−Ｄ Ｎ−ステアロイルグルタミン酸銀塩 ０．０２重量％ モノエタノ−ルアミン ０．０４重量％ ベンゾトリアゾ−ル ０．０１重量％ エタノ−ル １００ 重量％ 供試ポンプスプレ−Ｅ Ｎ−ステアロイルグルタミン酸銀塩 ０．０２重量％ ベンゾトリアゾ−ル ０．０１重量％ モノエタノ−ルアミン ０．０４重量％ イソプロパノ−ル １００ 重量％Test Example 6 The following components were charged into a trigger sprayer to obtain pump spray formulations C, D and E. The pump spray formulation was added to 54
After placing in a constant temperature bath at a constant temperature of 4 ° C. and storing for 4 weeks, the trigger was removed and the dissolution state was observed. As a result, in the test pump sprays D and E, no discoloration was observed in the solution. However, in the test pump spray C, the solution was slightly blackened, and adhesion of the dark silver compound was found inside the container. Admitted. Sample pump spray-C N-stearoylglutamate silver salt 0.02% by weight Monoethanolamine 0.04% by weight Benzotriazole 0.01% by weight methanol 100% by weight Sample pump spray-D N-stearoylglutamate 0 0.02% by weight Monoethanolamine 0.04% by weight Benzotriazole 0.01% by weight Ethanol 100% by weight Test pump spray-E N-stearoylglutamate silver salt 0.02% by weight Benzotriazole 0.01% by weight Monoethanolamine 0.04% by weight Isopropanol 100% by weight
【００１９】試験例７ 前記試験例１に記載の供試エアゾ−ルＡ並びに下記の成
分を内面ノンコ−トブリキ缶に充填して調整した供試エ
アゾ−ルＢ及びＣを５４℃一定の恒温槽に入れ、２週間
保存後、取り出し、開缶し、内容溶液及び缶内表面を観
察した。その結果、供試エアゾ−ルＢでは溶液が赤茶色
に変色し、又、供試エアゾ−ルＣでは缶内表面に銀化合
物の付着も認められた。一方、供試エアゾ−ルＡでは、
溶液に何らの変色も認められず、又、缶内表面への付着
も認められなかった。 供試エアゾ−ルＢ Ｎ−ステアロイルグルタミン酸銀塩 ０．０２重量％ モノエタノ−ルアミン ０．０４重量％ ベンゾトリアゾ−ル ０．０１重量％ ノルマルブチルアルコ−ル ４０重量％ ＬＰＧ（３．６ｋｇ／ｃｍ2 ） ６０重量％ 供試エアゾ−ルＣ Ｎ−ステアロイルグルタミン酸銀塩 ０．０２重量％ モノエタノ−ルアミン ０．０４重量％ イソプロピルアルコ−ル ４０重量％ ＬＰＧ（３．６ｋｇ／ｃｍ2 ） ６０重量％Test Example 7 The test aerosol A described in Test Example 1 and the test aerosols B and C prepared by charging the following components into an inner non-coated tin can were maintained at a constant temperature of 54 ° C. After storage for 2 weeks, the container was taken out, the can was opened, and the content solution and the inner surface of the can were observed. As a result, in the test azol B, the solution turned reddish brown, and in the test azol C, adhesion of a silver compound to the inner surface of the can was observed. On the other hand, in the test aerosol A,
No discoloration was observed in the solution, and no adhesion to the inner surface of the can was observed. Test aerosol B Silver N-stearoylglutamate 0.02% by weight Monoethanolamine 0.04% by weight Benzotriazole 0.01% by weight Normal butyl alcohol 40% by weight LPG (3.6 kg / cm 2 ) 60% by weight of test azole C N-stearoylglutamate silver salt 0.02% by weight Monoethanolamine 0.04% by weight Isopropyl alcohol 40% by weight LPG (3.6 kg / cm 2 ) 60% by weight
【００２０】試験例８ 下記表６に記載の化合物各々０．０１ｇにＮ―ステアロ
イルグルタミン酸銀０２ｇ、モノエタノ−ルアミン０．
０４ｇ、イソプロピルアルコ−ル４０ｇを加えよく混合
して混合溶液を調製した（イソルロピルアルコ−ル製
剤）。またイソプロピルアルコ−ルをエタノ−ルに変え
た以外は同様にして混合溶液を調製した（エタノ−ル製
剤）。該各溶液を内面ノンコ−トのエアゾ−ル缶にそれ
ぞれ入れ、液化石油ガスを６０ｇ充填し、エアゾ−ル製
剤を得る。このようにして得た各エアゾ−ル剤を直径１
１ｃｍのろ紙に約１ｇスプレ−し風乾後、ろ紙をアミノ
ホイル上に並べ、９０００〜１００００ルクスのキセノ
ンランプ光を２４時間照射し、ろ紙の変色の発生度合い
を観察した。尚、変色の発生度合いは以下の基準で判定
した。 変色なし ： ０ わずかな変色あり： １ 変色あり ： ２ 結果を表７に示す。Test Example 8 0.01 g of each of the compounds shown in Table 6 below was used for 02 g of silver N-stearoyl glutamate and 0.1 g of monoethanolamine.
04 g and 40 g of isopropyl alcohol were added and mixed well to prepare a mixed solution (isopropyl alcohol preparation). A mixed solution was prepared in the same manner except that isopropyl alcohol was changed to ethanol (ethanol formulation). Each of the solutions is placed in a non-coated aerosol can, and 60 g of liquefied petroleum gas is charged to obtain an aerosol preparation. Each of the aerosols obtained in this manner was applied to a diameter of 1
After about 1 g of a filter paper of 1 cm was sprayed and air-dried, the filter papers were arranged on an amino foil, irradiated with a xenon lamp light of 9000 to 10000 lux for 24 hours, and the degree of discoloration of the filter paper was observed. The degree of discoloration was determined according to the following criteria. No discoloration: 0 Slight discoloration: 1 Discoloration: 2 The results are shown in Table 7.
【表６】 表中、t はタ−シャリ−を表わす。尚、化合物１〜３は
ベンゾトリアゾ−ル系化合物、化合物４、５はフォスフ
ァイト系化合物、化合物６、７はフェノ−ル系化合物、
化合物８、９は有機イオウ系化合物、化合物１０、１１
はベンゾフェノン系化合物、化合物１２はベンゾエ−ト
化合物、化合物１３、１４はアミン系化合物である。[Table 6] In the table, t represents tertiary. Compounds 1 to 3 are benzotriazole compounds, compounds 4 and 5 are phosphite compounds, compounds 6 and 7 are phenol compounds,
Compounds 8 and 9 are organic sulfur compounds, compounds 10 and 11
Is a benzophenone compound, compound 12 is a benzoate compound, and compounds 13 and 14 are amine compounds.
【００２１】[0021]
【表７】 [Table 7]
【００２２】試験例９ ５−メチル−１Ｈ−ベンゾトリアゾ−ル０．０１ｇにＮ
−ステアロイルグルタミン酸銀０．０２ｇ、モノエタノ
−ルアミン０．０４ｇ、イソプロピルアルコ−ル１００
ｇを加え、よく混合して得た混合液の１０ｇを透明なガ
ラスサンプル管に入れ室内散光下に放置した。同様にＮ
−ステアロイルグルタミン酸銀の０．０２ｇに、モノエ
タノ−ルアミン０．０４ｇ、イソプロピルアルコ−ル１
００ｇを加え、よく混合して得た混合液の１０ｇをガラ
スサンプル管に入れ室内散光下に放置した。１ヶ月後、
溶液の変色を観察した結果、５−メチル−１Ｈ−ベンゾ
トリアゾ−ルを添加したサンプルには変化が認められな
かったが、無添加サンプルには赤変が認められた。Test Example 9 0.01 g of 5-methyl-1H-benzotriazole was added to N
0.02 g of silver stearoyl glutamate, 0.04 g of monoethanolamine, 100 isopropyl alcohol
g of the mixture, and 10 g of the mixed solution obtained by mixing well was placed in a transparent glass sample tube and allowed to stand under indoor light scattering. Similarly N
0.02 g of silver stearoyl glutamate, 0.04 g of monoethanolamine and isopropyl alcohol 1
00 g was added, and 10 g of the mixed solution obtained by mixing well was put in a glass sample tube and allowed to stand under indoor light scattering. One month later,
As a result of observing discoloration of the solution, no change was observed in the sample to which 5-methyl-1H-benzotriazole was added, but redness was observed in the sample to which 5-methyl-1H-benzotriazole was not added.
【００２３】試験例１０ 酢酸銀２０ｍｇに、モノエタノ−ルアミン２００ｍｇ、
ベンゾトリアゾ−ル１０ｍｇ、イソプロピルアルコ−ル
１００ｇを加えよく混合し、トリガ−スプレ−ヤ−（キ
ャニオン( 株) 製）に充填しポンプスプレ−製剤を得た
（製剤１）。同様に酢酸銀２０ｍｇに、モノエタノ−ル
アミン２００ｍｇ、ベンゾトリアゾ−ル１０ｍｇ、エタ
ノ−ル１００ｇを加えよく混合し、トリガ−スプレ−ヤ
−に充填しポンプスプレ−製剤を得た（製剤２）。同様
に酢酸銀２０ｍｇに、モノエタノ−ルアミン１００ｍ
ｇ、イソプロピルアルコ−ル１００ｇを加えよく混合
し、トリガ−スプレヤ−に充填しポンプスプレ−製剤を
得た（製剤３）。直径１１ｃｍのろ紙に該ポンプスプレ
−製剤をそれぞれ約１ｇスプレ−した。風乾後、ろ紙を
室内散光下に１週間放置し、ろ紙の変色の有無を観察し
た。ベンゾトリアゾ−ルを含む製剤１及び製剤２を処理
したろ紙は全く変色が認められなかったが、ベンゾトリ
アゾ−ルを含まない製剤３を処理したろ紙には黒いシミ
が認められた。Test Example 10 200 mg of silver acetate, 200 mg of monoethanolamine,
Benzotriazole (10 mg) and isopropyl alcohol (100 g) were added, mixed well, and filled in a trigger sprayer (manufactured by Canyon Co., Ltd.) to obtain a pump spray formulation (formulation 1). Similarly, 20 mg of silver acetate, 200 mg of monoethanolamine, 10 mg of benzotriazole and 100 g of ethanol were added and mixed well, and the mixture was filled in a trigger sprayer to obtain a pump spray formulation (formulation 2). Similarly, 20 mg of silver acetate is mixed with 100 m of monoethanolamine.
g and isopropyl alcohol (100 g) were added, mixed well, and filled in a trigger sprayer to obtain a pump spray formulation (formulation 3). About 1 g of each of the pump spray formulations was sprayed on filter paper having a diameter of 11 cm. After air drying, the filter paper was allowed to stand for one week under indoor light scattering, and the presence or absence of discoloration of the filter paper was observed. No discoloration was observed on the filter paper treated with Formulations 1 and 2 containing benzotriazole, but black stain was observed on the filter paper treated with Formulation 3 containing no benzotriazole.
【００２４】試験例１１ 下記成分をトリガ−スプレ−ヤ−に充填しポンプスプレ
−製剤Ｆ、Ｇ、Ｈを得た。該ポンプスプレ−製剤を５４
℃一定の恒温槽に入れ、２週間保存後、取り出しトリガ
−をはずし溶状を観察した。その結果、供試ポンプスプ
レ−Ｆ、Ｇでは、溶液に何らの変色も認められなかった
が、供試ポンプスプレ−Ｈでは、溶液が赤茶色に変色し
ているのが認められた。 供試ポンプスプレ−Ｆ Ｎ−ステアロイルグルタミン酸銀塩 ０．０２重量％ モノエタノ−ルアミン ０．０４重量％ ベンゾトリアゾ−ル ０．０１重量％ エタノ−ル １００ 重量％ 供試ポンプスプレ−Ｇ Ｎ−ステアロイルグルタミン酸銀塩 ０．０２重量％ モノエタノ−ルアミン ０．０４重量％ ベンゾトリアゾ−ル ０．０１重量％ 変性エタノ−ル １００ 重量％ 供試ポンプスプレ−Ｈ Ｎ−ステアロイルグルタミン酸銀塩 ０．０２重量％ モノエタノ−ルアミン ０．０４重量％ エタノ−ル １００ 重量％Test Example 11 The following components were charged into a trigger sprayer to obtain pump spray formulations F, G and H. The pump spray formulation was added to 54
After placing in a constant temperature bath at a constant temperature of 2 ° C. and storing for 2 weeks, the trigger was removed and the dissolution state was observed. As a result, in the test pump sprays F and G, no discoloration was observed in the solution, but in the test pump spray H, it was observed that the solution turned reddish brown. Test pump spray-F N-stearoyl glutamic acid silver salt 0.02% by weight Monoethanolamine 0.04% by weight Benzotriazole 0.01% by weight Ethanol 100% by weight Test pump spray-G N-stearoyl glutamate 0 0.02% by weight monoethanolamine 0.04% by weight benzotriazole 0.01% by weight Modified ethanol 100% by weight Sample pump spray-H N-stearoylglutamate silver salt 0.02% by weight Monoethanolamine 0.04% by weight % Ethanol 100% by weight
【００２５】尚、上記実施例中のエタノ−ルは、試験例
１，２，３，４，５，６，８，１０においては純度９
９．５％品（関東化学（株）製特級エタノ−ル）を用
い、試験例１１においては純度９５％品（関東化学
（株）製一級エタノ−ル）を用いた。試験例１１におけ
る変性エタノ−ルは日本化成品（株）製品（イソプロピ
ルアルコ−ル１３％含有）を用いた。The ethanol in the above Examples had a purity of 9 in Test Examples 1, 2, 3, 4, 5, 6, 8, and 10.
A 9.5% product (special grade ethanol manufactured by Kanto Chemical Co., Ltd.) was used. In Test Example 11, a 95% pure product (primary grade ethanol manufactured by Kanto Chemical Co., Ltd.) was used. As the modified ethanol in Test Example 11, a product manufactured by Nippon Kasei Chemical Co., Ltd. (containing 13% of isopropyl alcohol) was used.
【００２６】[0026]
【発明の効果】本発明の抗菌・抗黴性液剤は、抗菌・抗
黴性に優れ、また問題となる変色を呈し難く、さらに、
本発明の抗菌・抗黴性液剤で処理された処理面に水がか
かっても、その効力が失われることなく持続することか
ら、台所、浴室、洗面所、トイレ等の水回りにおける抗
菌・抗黴に好適である。The antibacterial and antifungal liquid preparation of the present invention is excellent in antibacterial and antifungal properties, hardly presents discoloration which is a problem, and
Even if the treated surface treated with the antibacterial / antifungal liquid agent of the present invention is exposed to water, its efficacy is maintained without loss, so that it can be used in kitchens, bathrooms, washrooms, toilets, and other places around water. Suitable for mold.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 ＦＩ Ａ０１Ｎ 59:16） ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 6 Identification code FI A01N 59:16)
Claims (5)
ノ−ルと、有機酸銀及び低級アルキル基で置換されてい
てもよいベンゾトリアゾ−ルとを含有することを特徴と
する抗菌・抗黴性液剤。(1) An antibacterial / antifungal liquid preparation comprising isopropyl alcohol and / or ethanol, and organic acid silver and benzotriazole which may be substituted with a lower alkyl group.
ンゾトリアゾ−ルが、ベンゾトリアゾ−ル又は５−メチ
ル−１Ｈ−ベンゾトリアゾ−ルである請求項１記載の抗
菌・抗黴性液剤。2. The antibacterial and antifungal liquid preparation according to claim 1, wherein the benzotriazole which may be substituted with a lower alkyl group is benzotriazole or 5-methyl-1H-benzotriazole.
ある請求項１又は２記載の抗菌・抗黴性液剤。3. The antibacterial and antifungal liquid preparation according to claim 1, wherein the silver organic acid is silver N-long-chain acylamino acid.
ロイルグルタミン酸銀である請求項３記載の抗菌・抗黴
性液剤。4. The antibacterial and antifungal liquid preparation according to claim 3, wherein the silver N-long-chain acylamino acid is silver N-stearoylglutamate.
は４記載の抗菌・抗黴性液剤。5. The antibacterial and antifungal liquid preparation according to claim 1, which is used for spray treatment.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16577597A JPH10338605A (en) | 1997-04-10 | 1997-06-23 | Antibacterial/antifungal solution |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9204097 | 1997-04-10 | ||
| JP9-92040 | 1997-04-10 | ||
| JP16577597A JPH10338605A (en) | 1997-04-10 | 1997-06-23 | Antibacterial/antifungal solution |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH10338605A true JPH10338605A (en) | 1998-12-22 |
Family
ID=26433526
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16577597A Pending JPH10338605A (en) | 1997-04-10 | 1997-06-23 | Antibacterial/antifungal solution |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH10338605A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000062618A1 (en) * | 1999-04-20 | 2000-10-26 | Kareem Batarseh | Microbicidal formulations and methods for controlling microorganisms |
| US6630172B2 (en) | 2001-01-22 | 2003-10-07 | Kareem I. Batarseh | Microbicidal composition containing potassium sodium tartrate |
| JP2008050276A (en) * | 2006-08-22 | 2008-03-06 | Nippon Chem Ind Co Ltd | Antimicrobial agent |
| JP2014210763A (en) * | 2013-04-04 | 2014-11-13 | ユシロ化学工業株式会社 | Water-soluble functional fluid with rot resistance |
-
1997
- 1997-06-23 JP JP16577597A patent/JPH10338605A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000062618A1 (en) * | 1999-04-20 | 2000-10-26 | Kareem Batarseh | Microbicidal formulations and methods for controlling microorganisms |
| US6242009B1 (en) | 1999-04-20 | 2001-06-05 | Kareem I. Batarseh | Microbicidal formulations and methods to control microorganisms |
| US6939566B2 (en) | 1999-04-20 | 2005-09-06 | Kareem I. Batarseh | Microbicidal formulations and methods to control microorganisms |
| US6630172B2 (en) | 2001-01-22 | 2003-10-07 | Kareem I. Batarseh | Microbicidal composition containing potassium sodium tartrate |
| JP2008050276A (en) * | 2006-08-22 | 2008-03-06 | Nippon Chem Ind Co Ltd | Antimicrobial agent |
| JP2014210763A (en) * | 2013-04-04 | 2014-11-13 | ユシロ化学工業株式会社 | Water-soluble functional fluid with rot resistance |
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