JP5748971B2 - Aqueous disinfection and antibacterial composition - Google Patents
Aqueous disinfection and antibacterial composition Download PDFInfo
- Publication number
- JP5748971B2 JP5748971B2 JP2010182649A JP2010182649A JP5748971B2 JP 5748971 B2 JP5748971 B2 JP 5748971B2 JP 2010182649 A JP2010182649 A JP 2010182649A JP 2010182649 A JP2010182649 A JP 2010182649A JP 5748971 B2 JP5748971 B2 JP 5748971B2
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- JP
- Japan
- Prior art keywords
- aqueous
- silver
- histidine
- antibacterial agent
- bactericidal
- Prior art date
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- 230000000844 anti-bacterial effect Effects 0.000 title claims description 50
- 238000004659 sterilization and disinfection Methods 0.000 title claims 2
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Description
本発明は、水性殺菌・抗菌剤組成物に関する。より詳細に、本発明は、銀−ヒスチジン錯体を含有するｐＨが９．５〜１３で高粘度の水性殺菌・抗菌剤組成物に関する。 The present invention relates to an aqueous disinfectant / antibacterial agent composition. More specifically, the present invention relates to an aqueous bactericidal / antibacterial agent composition having a pH of 9.5 to 13 and containing a silver-histidine complex.
殺菌剤若しくは抗菌剤として、銀イオンを含む錯体が知られている。
例えば、特許文献１には、〔Ｍ+ x Ｍ2+ y Ｈ+ z 〕a+ ・〔（Ｙ）b −（Ｚ）c 〕a-〔式中、Ｍ+はアルカリ金属イオン、Ｍ2+はアルカリ土類金属イオン 、Ｙは抗菌性金属イオン、Ｚはアミノ酸由来の陰イオン、ｘ、ｙ、ｚ、ａ、ｂおよびｃは、それらイオンのモル数である。〕で表される金属錯塩が記載されている。該金属錯塩溶液のｐＨが７〜１１の場合には、ｚが非常に小さくなり、ｘまたはｙが大きくなり、安定性を確保する上で金属錯体溶液のアルカリ性の程度は弱アルカリ性（具体的にはｐＨ＝７．３〜１０．０）であるのが好ましいと教示している。
特許文献２には、硝酸銀２０ｍｍｏｌを水５０ｍｌに溶解してなる溶液Ａを撹拌し、これに、Ｌ−ヒスチジン２１ｍｍｏｌと水酸化ナトリウム２２ｍｍｏｌとを水２０ｍｌに溶解してなる溶液Ｂを徐々に加え、得られた混合液を攪拌している１０００ｍｌのアセトン中に滴下し、白色沈殿物としてＬ−ヒスチジン−銀化合物を抗菌抗カビ剤として製造したことが記載されている。
特許文献３には、比較例２として、硫酸銀０．０２質量％およびヒスチジン０．０４質量％が溶解してなるｐＨ８．０の液体洗剤助剤組成物が開示されている。また、硝酸銀０．０２質量％およびヒスチジン０．３質量％が溶解してなるｐＨ１０〜１１の液体洗剤助剤組成物が開示されている。
As a disinfectant or antibacterial agent, a complex containing silver ions is known.
For example, Patent Document 1 discloses that [M + xM2 + yH + z ] a +. [(Y) b- (Z) c ] a- wherein M + is an alkali metal ion and M2 + is Alkaline earth metal ions, Y is an antibacterial metal ion, Z is an anion derived from an amino acid, x, y, z, a, b and c are the number of moles of these ions. ] The metal complex salt represented by this is described. When the pH of the metal complex solution is 7 to 11, z is very small, x or y is large, and the alkalinity of the metal complex solution is weakly alkaline (specifically, in order to ensure stability) Is preferred to be pH = 7.3 to 10.0).
In Patent Document 2, a solution A in which 20 mmol of silver nitrate is dissolved in 50 ml of water is stirred, and a solution B in which 21 mmol of L-histidine and 22 mmol of sodium hydroxide are dissolved in 20 ml of water is gradually added thereto, It is described that the obtained mixed solution was dropped into 1000 ml of stirring acetone, and an L-histidine-silver compound was produced as an antibacterial and antifungal agent as a white precipitate.
Patent Document 3 discloses, as Comparative Example 2, a liquid detergent auxiliary composition having a pH of 8.0 in which 0.02% by mass of silver sulfate and 0.04% by mass of histidine are dissolved. Moreover, the liquid detergent adjuvant composition of pH 10-11 formed by dissolving 0.02 mass% of silver nitrate and 0.3 mass% of histidine is disclosed.
これら銀−アミノ酸錯体は、紫外線照射の影響によって銀イオンが還元等して変色することがある。また、塩化物イオンなどによって、銀イオンを含む化合物が析出したり、沈殿したりすることがある。また、従来の銀−アミノ酸錯体の水溶液は低粘度である。
本発明の課題は、変色および析出若しくは沈殿し難い高粘度の水性殺菌・抗菌剤組成物を提供することである。
These silver-amino acid complexes may be discolored due to reduction of silver ions or the like due to the influence of ultraviolet irradiation. In addition, a compound containing silver ions may be precipitated or precipitated by chloride ions or the like. Moreover, the conventional aqueous solution of a silver-amino acid complex has a low viscosity.
An object of the present invention is to provide a high-viscosity aqueous antibacterial / antibacterial agent composition that is difficult to discolor and precipitate or precipitate.
本発明者らは、上記課題を解決するために鋭意検討した。その結果、銀１モル部とヒスチジン１〜３モル部とからなる銀−ヒスチジン錯体および水を含有するｐＨ９．５〜１３の水性殺菌・抗菌剤組成物を見出した。この組成物は高粘度で、被塗布面への粘りつきがよく、液垂れし難いという特長を有することを見出した。本発明はこの知見に基づいて完成するに至ったものである。 The present inventors diligently studied to solve the above problems. As a result, an aqueous bactericidal / antibacterial agent composition having a pH of 9.5 to 13 containing a silver-histidine complex composed of 1 mol of silver and 1 to 3 mol of histidine and water was found. It has been found that this composition has the characteristics of high viscosity, good stickiness to the surface to be coated, and difficult to dripping. The present invention has been completed based on this finding.
すなわち、本発明は、以下のものを含む。
〔１〕 銀１モル部とヒスチジン１〜３モル部とからなる銀−ヒスチジン錯体および水を含有するｐＨ９．５〜１３の水性殺菌・抗菌剤組成物。
〔２〕 ｐＨが１１〜１２．５である、前記〔１〕に記載の水性殺菌・抗菌剤組成物。
〔３〕 粘度が５００ｍＰａ・ｓ以上である、前記〔１〕または〔２〕に記載の水性殺菌・抗菌剤組成物。
〔４〕 前記〔１〕〜〔３〕のいずれか１項に記載の水性殺菌・抗菌剤組成物と樹脂とを含有する樹脂組成物。
〔４〕 前記〔１〕〜〔３〕のいずれか１項に記載の水性殺菌・抗菌剤組成物を含有する塗料。
That is, the present invention includes the following.
[1] An aqueous antibacterial / antibacterial agent composition having a pH of 9.5 to 13 containing a silver-histidine complex composed of 1 mol of silver and 1 to 3 mol of histidine and water.
[2] The aqueous bactericidal / antibacterial agent composition according to [1], wherein the pH is 11 to 12.5.
[3] The aqueous bactericidal / antibacterial agent composition according to [1] or [2], wherein the viscosity is 500 mPa · s or more.
[4] A resin composition comprising the aqueous sterilizing / antibacterial agent composition according to any one of [1] to [3] and a resin.
[4] A paint containing the aqueous bactericidal / antibacterial agent composition according to any one of [1] to [3].
本発明に係る水性殺菌・抗菌剤組成物は、高粘度なコロイドである。本発明に係る水性殺菌・抗菌剤組成物は、被塗布面への粘りつきがよく、液垂れし難いという特長を有する。本発明の水性殺菌・抗菌剤組成物を、水性樹脂等に添加すると、殺菌性または抗菌性に優れた水性樹脂組成物または塗料を得ることができる。
本発明に係る水性殺菌・抗菌剤組成物は、光を照射させた場合でも、銀イオンの還元反応が起きず、変色することがない。
本発明に係る水性殺菌・抗菌剤組成物は、塩素化物イオンを含有する水溶液と混合した場合にも、塩化銀による白濁あるいは沈殿を生じることがない。
The aqueous bactericidal / antibacterial agent composition according to the present invention is a highly viscous colloid. The aqueous sterilizing / antibacterial agent composition according to the present invention has a feature that it has good stickiness to the coated surface and is difficult to dripping. When the aqueous bactericidal / antibacterial agent composition of the present invention is added to an aqueous resin or the like, an aqueous resin composition or paint excellent in bactericidal or antibacterial properties can be obtained.
The aqueous bactericidal / antibacterial agent composition according to the present invention does not cause a silver ion reduction reaction or change color even when irradiated with light.
The aqueous bactericidal / antibacterial composition according to the present invention does not cause turbidity or precipitation due to silver chloride even when mixed with an aqueous solution containing chlorinated ions.
水性殺菌・抗菌剤組成物は、銀−ヒスチジン錯体および水を含有するものである。 The aqueous bactericidal / antibacterial agent composition contains a silver-histidine complex and water.
本発明に用いられる銀−ヒスチジン錯体は、銀１モル部と、ヒスチジン１〜３モル部、好ましくは１．５〜２．５モル部とからなる錯体である。
この銀−ヒスチジン錯体は、銀化合物とヒスチジン化合物とを共存させ、銀イオンにヒスチジンを配位させることによって得ることができる。
The silver-histidine complex used in the present invention is a complex composed of 1 mol part of silver and 1 to 3 mol part of histidine, preferably 1.5 to 2.5 mol part.
This silver-histidine complex can be obtained by coexisting a silver compound and a histidine compound and coordinating histidine to silver ions.
銀−ヒスチジン錯体の調製に用いられる銀化合物は、特に限定されないが、酸化数１の銀化合物が特に好ましい。例えば、硝酸銀、酸化銀、塩化銀などが挙げられる。これらのうち酸化銀が好ましい。該銀化合物は１種単独で若しくは２種以上を組み合わせて用いることができる。
銀−ヒスチジン錯体の調製に用いられるヒスチジン化合物としては、ヒスチジンおよびその塩が挙げられる。
Although the silver compound used for preparation of a silver-histidine complex is not specifically limited, The silver compound of oxidation number 1 is especially preferable. For example, silver nitrate, silver oxide, silver chloride and the like can be mentioned. Of these, silver oxide is preferred. These silver compounds can be used alone or in combination of two or more.
Examples of the histidine compound used for the preparation of the silver-histidine complex include histidine and a salt thereof.
銀−ヒスチジン錯体の調製方法は特に制限されない。例えば、硝酸銀などの水溶性銀化合物を水に溶解させ、これにヒスチジン化合物をそのまま若しくは水に溶解させて添加混合することによって、銀−ヒスチジン錯体を調製することができる。また、ヒスチジン化合物を水に溶解させ、これに酸化銀や塩化銀などの水難溶性銀化合物を添加し、撹拌することによって、銀−ヒスチジン錯体を調製することができる。 The method for preparing the silver-histidine complex is not particularly limited. For example, a silver-histidine complex can be prepared by dissolving a water-soluble silver compound such as silver nitrate in water and adding and mixing the histidine compound as it is or dissolved in water. Moreover, a silver-histidine complex can be prepared by dissolving a histidine compound in water, adding a poorly water-soluble silver compound such as silver oxide or silver chloride thereto, and stirring.
銀−ヒスチジン錯体の調製においては、銀化合物中の銀１モルに対してヒスチジン化合物が好ましくは１〜３モル、より好ましくは１．５〜２．５モル用いられる。３モルを超えるヒスチジン化合物を使用しても、製造コストが高くなるだけで経済的でない。 In the preparation of the silver-histidine complex, the histidine compound is preferably used in an amount of 1 to 3 mol, more preferably 1.5 to 2.5 mol, with respect to 1 mol of silver in the silver compound. Even if a histidine compound exceeding 3 mol is used, the production cost is increased and it is not economical.
水性殺菌・抗菌剤組成物は、ｐＨが９．５〜１３、好ましくは１１〜１２．５である。水性殺菌・抗菌剤組成物のｐＨの調整は、銀−ヒスチジン錯体を生成した後に行ってもよいし、銀−ヒスチジン錯体を生成する前に行ってもよいし、銀−ヒスチジン錯体を生成している最中に行ってもよい。 The aqueous bactericidal / antibacterial agent composition has a pH of 9.5 to 13, preferably 11 to 12.5. Adjustment of the pH of the aqueous bactericidal / antibacterial agent composition may be performed after the silver-histidine complex is formed, may be performed before the silver-histidine complex is formed, or the silver-histidine complex is formed. You may go while you are.
ｐＨを調整するために、一般に使用されている公知のｐＨ調整剤を使用することができる。ｐＨ調整剤としては、硫酸、硝酸、クエン酸、酢酸、水酸化ナトリウム、水酸化カリウム、アンモニア、リン酸塩等が挙げられる。これらのうちアルカリ性化合物が好ましい。該アルカリ性化合物は、特に限定されないが、水酸化ナトリウムまたは水酸化カリウムが好ましい。 In order to adjust the pH, a publicly known pH adjusting agent that is generally used can be used. Examples of the pH adjuster include sulfuric acid, nitric acid, citric acid, acetic acid, sodium hydroxide, potassium hydroxide, ammonia, and phosphate. Of these, alkaline compounds are preferred. The alkaline compound is not particularly limited, but sodium hydroxide or potassium hydroxide is preferable.
本発明の水性殺菌・抗菌剤組成物は、室温下での粘度が、好ましくは５００ｍＰａ・ｓ以上、より好ましくは１０００〜１００００ｍＰａ・ｓである。この程度の粘度を有するようになると、本発明の水性殺菌・抗菌剤組成物はゲル状になる。 The aqueous bactericidal / antibacterial agent composition of the present invention has a viscosity at room temperature of preferably 500 mPa · s or more, more preferably 1000 to 10,000 mPa · s. When it has such a viscosity, the aqueous bactericidal / antibacterial agent composition of the present invention becomes a gel.
水性殺菌・抗菌剤組成物中に含有する銀−ヒスチジン錯体の量は、該組成物に対して、好ましくは０．０００５質量％〜２０質量％、より好ましくは０．０５質量％〜１０質量％、さらに好ましくは０．２５質量％〜５質量％である。 The amount of the silver-histidine complex contained in the aqueous bactericidal / antibacterial agent composition is preferably 0.0005% by mass to 20% by mass, more preferably 0.05% by mass to 10% by mass with respect to the composition. More preferably, it is 0.25 mass% to 5 mass%.
本発明の水性殺菌・抗菌剤組成物の製造に使用される水としては、水道水、精製水、イオン交換水、蒸留水等が挙げられる。これらのうち、安定性や経済性の面から、精製水またはイオン交換水が好ましい。水性殺菌・抗菌剤組成物中に含有する水の量は、該組成物に対して、好ましくは８０〜９９．９９９５質量％、より好ましくは９０〜９９．９５質量％、さらに好ましくは９５〜９９．７５質量％である。 Examples of water used in the production of the aqueous sterilizing / antibacterial agent composition of the present invention include tap water, purified water, ion-exchanged water, and distilled water. Of these, purified water or ion-exchanged water is preferred from the viewpoint of stability and economy. The amount of water contained in the aqueous bactericidal / antibacterial agent composition is preferably 80 to 99.9995% by mass, more preferably 90 to 99.95% by mass, and still more preferably 95 to 99% with respect to the composition. .75% by mass.
本発明の水性殺菌・抗菌剤組成物には、さらに他の成分が含まれていてもよい。他の成分としては、錯体安定化剤、界面活性剤、有機溶剤、増粘剤、酸化防止剤、光安定剤、香料、消泡剤等が挙げられる。 The aqueous bactericidal / antibacterial agent composition of the present invention may further contain other components. Examples of other components include complex stabilizers, surfactants, organic solvents, thickeners, antioxidants, light stabilizers, fragrances, and antifoaming agents.
本発明において錯体安定化剤は、銀−ヒスチジン錯体中の、銀イオンが還元されたり若しくは塩化物イオンや炭酸イオンなどと難溶性の塩を形成したりすることによる変質を防ぐ効果のある添加剤である。このような錯体安定化剤としては、例えば、ヒドロキシカルボン酸、多価カルボン酸やそれらの塩、過酸化水素またはそれを放出する物質などが挙げられる。これらのうち、クエン酸、クエン酸塩、または過酸化水素が好ましいものとして挙げられる。 In the present invention, the complex stabilizer is an additive having an effect of preventing alteration due to reduction of silver ions or formation of a sparingly soluble salt with chloride ions or carbonate ions in the silver-histidine complex. It is. Examples of such a complex stabilizer include hydroxycarboxylic acid, polyvalent carboxylic acid and salts thereof, hydrogen peroxide or a substance that releases it. Among these, citric acid, citrate, or hydrogen peroxide is preferable.
界面活性剤としては、アルキルトリメチルアンモニウム塩、ジアルキルジメチルアンモニウム塩、アルキルベンジルジメチルアンモニウム塩、アルキルピリジニウム塩、ポリヘキサメチレンビグアニド等のカチオン性界面活性剤；アルキルベンゼンスルホン酸塩、アルキル硫酸塩、アルキルナフタレンスルホン酸塩、ジアルキルスルホコハク酸塩、ポリオキシエチレンアルキルエーテル硫酸塩、ポリオキシエチレンアルキルエーテルカルボン酸塩、ポリオキシエチレンスチレン化フェニルエーテルサルフェートアンモニウム塩、リグニンスルホン酸塩、高級脂肪酸塩、α−オレフィン脂肪酸塩、α−スルホ脂肪酸塩等のアニオン性界面活性剤；ポリオキシアルキレンアリルフェニルエーテル、ポリオキシアルキレンアルキルフェニルエーテル、ポリオキシアルキレン脂肪酸エステル、ポリオキシアルキレンヒマシ油、ショ糖脂肪酸エステル、ソルビタン脂肪酸エステル等のノニオン性界面活性剤；アルキルメチルアミンオキシド、アルキルカルボキシベタイン、アルキルスルホベタイン等の両性界面活性剤が挙げられる。 Surfactants include cationic surfactants such as alkyltrimethylammonium salts, dialkyldimethylammonium salts, alkylbenzyldimethylammonium salts, alkylpyridinium salts, polyhexamethylene biguanides; alkylbenzene sulfonates, alkyl sulfates, alkylnaphthalene sulfones Acid salt, dialkylsulfosuccinate, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl ether carboxylate, polyoxyethylene styrenated phenyl ether sulfate ammonium salt, lignin sulfonate, higher fatty acid salt, α-olefin fatty acid salt , Anionic surfactants such as α-sulfo fatty acid salts; polyoxyalkylene allyl phenyl ether, polyoxyalkylene alkyl phenyl ether, Nonionic surfactants such as polyoxyalkylene fatty acid ester, polyoxyalkylene castor oil, sucrose fatty acid ester and sorbitan fatty acid ester; amphoteric surfactants such as alkylmethylamine oxide, alkylcarboxybetaine and alkylsulfobetaine.
有機溶剤としては、エタノール、イソプロパノール等の低級アルコール；エチレングリコール、プロピレングリコール、ジプロピレングリコール、ポリプロピレングリコール、グリセリン等のグリコール系溶剤；アセトン、メチルエチルケトン、プロピレンカーボネート等のケトン系溶剤；ジメチルホルムアミド、ジメチルスルホキシド、アセトニトリル、Ｎ−メチルピロリドン等の極性溶剤が挙げられる。 Organic solvents include lower alcohols such as ethanol and isopropanol; glycol solvents such as ethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol and glycerin; ketone solvents such as acetone, methyl ethyl ketone and propylene carbonate; dimethylformamide and dimethyl sulfoxide , Polar solvents such as acetonitrile and N-methylpyrrolidone.
増粘剤としては、カルボキシメチルセルロース、キサンタンガム等が挙げられる。
酸化防止剤としては、２，６−ジ−ｔ−ブチル−４−メチルフェノール、２，２’−メチレンビス［４−メチル−６−ｔ−ブチルフェノール］、アルキルジフェニルアミン等が挙げられる。
光安定剤としては、ビス（２，２，６，６−テトラメチル−４−セバケート）等が挙げられる。
Examples of the thickener include carboxymethyl cellulose and xanthan gum.
Examples of the antioxidant include 2,6-di-t-butyl-4-methylphenol, 2,2′-methylenebis [4-methyl-6-t-butylphenol], alkyldiphenylamine, and the like.
Examples of the light stabilizer include bis (2,2,6,6-tetramethyl-4-sebacate).
また、本発明の水性殺菌・抗菌剤組成物には、その目的及び用途に応じて、公知の殺菌剤、抗菌剤、防カビ剤、防腐剤、防藻剤等の活性成分が含有されていてもよい。
該活性成分としては、ジデシルジメチルアンモニウムクロライド（ＤＤＡＣ）、ジデシルジメチルアンモニウムアジペート（ＤＤＡＡ）等の第４級アンモニウム塩系化合物、ポリヘキサメチレンビグアニド（ＰＨＭＢ）、グルコン酸クロルへキシジン等のビグアナイド系化合物、セチルピリジニウムクロライド、ドデシルピリジニウムクロライド等のピリジニウム系化合物、１，２−ベンズイソチアゾリン−３−オン、５−クロロ−２−メチル−４−イソチアゾリン−３−オン、２−メチル−４−イソチアゾリン−３−オン、２−ｎ−オクチル−４−イソチアゾリン−３−オン、Ｎ−ｎ−ブチル−１，２−ベンズイソチアゾリン−３−オン等のイソチアゾリン系化合物、３−ヨード−２−プロピニル−ブチルカーバメート等の有機ヨウ素系化合物、２，３，５，６−テトラクロロ−４−（メチルスルホニル）ピリジン等のピリジン系化合物、ジンクピリチオン、ナトリウムピリチオン等のピリチオン系化合物、２−（４−チオシアノメチルチオ）ベンゾチアゾール等のベンゾチアゾール系化合物、メチル−２−ベンズイミダゾールカーバメート、２−（４−チアゾリル）−ベンズイミダゾール等のイミダゾール系化合物、テトラメチルチウラムジスルフィド等のチオカーバメート系化合物、２，４，５，６−テトラクロロイソフタロニトリル等のニトリル系化合物、Ｎ−（フルオロジクロロメチルチオ）−フタルイミド及びＮ−（フルオロジクロロメチルチオ）−Ｎ，Ｎ’−ジメチル−Ｎ−フェニル−スルファミド等のハロアルキルチオ系化合物、α−ｔ−ブチル−α（ｐ−クロロフェニルエチル）−１Ｈ−１，２，４−トリアゾール−１−エタノール（慣用名テブコナゾール）等のトリアゾール系化合物、３−（３，４−ジクロロフェニル）−１，１−ジメチルウレア（慣用名ＤＣＭＵ）等のフェニルウレア系化合物、２−メチルチオ−４−ｔ−ブチルアミノ−６−シクロプロピルアミノ−Ｓ−トリアジン等のトリアジン系化合物等が挙げられる。
これらの活性成分は、１種単独で若しくは２種以上を組み合わせて使用することができる。また、これら活性成分の配合割合は、用途に応じて任意に決定することができる。
The aqueous sterilizing / antibacterial agent composition of the present invention contains active ingredients such as known sterilizing agents, antibacterial agents, antifungal agents, antiseptics, and algaeproofing agents, depending on the purpose and application. Also good.
Examples of the active ingredient include quaternary ammonium salt compounds such as didecyldimethylammonium chloride (DDAC) and didecyldimethylammonium adipate (DDAA), biguanides such as polyhexamethylene biguanide (PHMB) and chlorhexidine gluconate. Compounds, pyridinium compounds such as cetylpyridinium chloride, dodecylpyridinium chloride, 1,2-benzisothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, 2-methyl-4-isothiazoline- Isothiazoline compounds such as 3-one, 2-n-octyl-4-isothiazolin-3-one, Nn-butyl-1,2-benzisothiazolin-3-one, 3-iodo-2-propynyl-butyl carbamate Organic iodine system such as Products, pyridine compounds such as 2,3,5,6-tetrachloro-4- (methylsulfonyl) pyridine, pyrithion compounds such as zinc pyrithione and sodium pyrithione, and benzoates such as 2- (4-thiocyanomethylthio) benzothiazole Thiazole compounds, imidazole compounds such as methyl-2-benzimidazole carbamate, 2- (4-thiazolyl) -benzimidazole, thiocarbamate compounds such as tetramethylthiuram disulfide, 2,4,5,6-tetrachloroiso Nitrile compounds such as phthalonitrile, haloalkylthio compounds such as N- (fluorodichloromethylthio) -phthalimide and N- (fluorodichloromethylthio) -N, N′-dimethyl-N-phenyl-sulfamide, α-t-butyl -Α (p-chlorofe Nylethyl) -1H-1,2,4-triazole-1-ethanol (common name: tebuconazole) and other triazole compounds, 3- (3,4-dichlorophenyl) -1,1-dimethylurea (common name: DCMU), etc. Examples include phenylurea compounds and triazine compounds such as 2-methylthio-4-t-butylamino-6-cyclopropylamino-S-triazine.
These active ingredients can be used individually by 1 type or in combination of 2 or more types. Moreover, the blending ratio of these active ingredients can be arbitrarily determined according to the application.
本発明の水性殺菌・抗菌剤組成物は、そのままで若しくは製剤化して、抗菌剤または殺菌剤として用いることができる。
製剤の形態としては、粉剤、粒剤、ペースト剤、マイクロカプセル剤等が挙げられる。製剤化において、例えば、クレー、タルク、シリカ、アルミナ、モンモリロナイト等に本発明の水性殺菌・抗菌剤組成物を吸着させることができる。
The aqueous bactericidal / antibacterial agent composition of the present invention can be used as an antibacterial agent or bactericidal agent as it is or after being formulated.
Examples of the form of the preparation include powders, granules, pastes, microcapsules and the like. In the formulation, for example, the aqueous bactericidal / antibacterial agent composition of the present invention can be adsorbed on clay, talc, silica, alumina, montmorillonite or the like.
本発明の水性殺菌・抗菌剤組成物は、抗菌性もしくは殺菌性の効果を必要とする素材に施用することができる。該素材としては、例えば、繊維、衛生加工品、医療用成形加工品、洗剤、クリーンフィルム、包装材料、保温剤、保冷剤、殺菌性材料、塗料、エマルション樹脂、切削油等の金属加工油、合板、木材、カゼイン、でんぷん糊、にかわ、塗工紙、紙用塗工液、表面サイズ剤、織布、不織布、皮革、接着剤、合成ゴムラテックス、印刷インキ、ポリビニルアルコールフィルム、塩化ビニルフィルム、プラスチック製品、セメント混和剤、シーリング剤、目地剤、防臭剤、消臭剤、人畜用排泄物処理などが挙げられる。
本発明の水性殺菌・抗菌剤組成物は、広範な抗菌スペクトルを有し、施用された素材の品質に影響を及ぼさずかつその効果が長期間にわたり持続するものにすることができる。 本発明の水性殺菌・抗菌剤組成物は、急性経口毒性、皮膚刺激性、粘膜刺激性等が低いことから安全性が高い。
施用方法は、対象となる素材に応じて、適宜選択できる。例えば、素材に混ぜ合わせる方法、素材に浸み込ませる方法、素材表面に塗布する方法などが挙げられる。
本発明の水性殺菌・抗菌剤組成物は、水溶液、水系分散組成物、または水溶性もしくは親水性の固体成分と任意の割合で混合が可能である。混合後においても変色や沈殿を生じにくい。そのため、後に例示するように種々の製品に、本発明の水性殺菌・抗菌剤組成物を添加混合して使用することができる。
The aqueous bactericidal / antibacterial agent composition of the present invention can be applied to materials that require antibacterial or bactericidal effects. Examples of the material include fibers, sanitary processed products, medical molded processed products, detergents, clean films, packaging materials, heat insulating agents, cold insulating agents, bactericidal materials, paints, emulsion resins, metal processing oils such as cutting oils, Plywood, wood, casein, starch paste, glue, coated paper, paper coating solution, surface sizing agent, woven fabric, non-woven fabric, leather, adhesive, synthetic rubber latex, printing ink, polyvinyl alcohol film, vinyl chloride film, Examples include plastic products, cement admixtures, sealing agents, joint preparations, deodorants, deodorants, and livestock excrement treatment.
The aqueous bactericidal / antibacterial agent composition of the present invention has a broad antibacterial spectrum, and does not affect the quality of the applied material, and the effect can last for a long time. The aqueous bactericidal / antibacterial agent composition of the present invention is highly safe because it has low acute oral toxicity, skin irritation, mucous membrane irritation and the like.
The application method can be appropriately selected depending on the target material. For example, a method of mixing with a material, a method of soaking in a material, a method of applying to the surface of the material, and the like can be mentioned.
The aqueous bactericidal / antibacterial agent composition of the present invention can be mixed with an aqueous solution, an aqueous dispersion composition, or a water-soluble or hydrophilic solid component at an arbitrary ratio. Less discoloration and precipitation even after mixing. Therefore, as illustrated later, the aqueous bactericidal / antibacterial agent composition of the present invention can be added to and mixed with various products.
（樹脂組成物）
本発明の樹脂組成物は、樹脂と、本発明に係る水性殺菌・抗菌剤組成物とを含有するものである。使用する樹脂は、耐久性、耐水性、接着性、耐熱性、耐ブロッキング性、柔軟性等を考慮して適宜選択できる。
本発明の樹脂組成物に用いられる樹脂としては水性樹脂が好ましい。水性樹脂は、水に溶解若しくは乳化分散された樹脂である。
樹脂はゴム状高分子と樹脂状高分子とに大別される。
ゴム状高分子としては、例えば、天然ゴム、エチレン−プロピレン−ジエンゴム（ＥＰＤＭ）、スチレン−ブタジエンゴム（ＳＢＲ）、クロロプレンゴム（ＣＲ）、アクリロニトリル−ブタジエンゴム（ＮＢＲ）等が挙げられる。
樹脂状高分子としては、例えば、松脂のような天然樹脂、ポリエチレン、スチレン−ブタジエン系樹脂、ポリ酢酸ビニル、エチレン−酢酸ビニル共重合体、ポリ塩化ビニル、ポリビニルブチラール、ポリスチレン、スチレン−ブタジエン系樹脂、ウレタン系樹脂、シリコン系樹脂、アクリル系樹脂等が挙げられる。
(Resin composition)
The resin composition of the present invention contains a resin and the aqueous bactericidal / antibacterial agent composition according to the present invention. The resin to be used can be appropriately selected in consideration of durability, water resistance, adhesiveness, heat resistance, blocking resistance, flexibility, and the like.
The resin used in the resin composition of the present invention is preferably an aqueous resin. The aqueous resin is a resin dissolved or emulsified and dispersed in water.
Resins are roughly classified into rubbery polymers and resinous polymers.
Examples of the rubbery polymer include natural rubber, ethylene-propylene-diene rubber (EPDM), styrene-butadiene rubber (SBR), chloroprene rubber (CR), acrylonitrile-butadiene rubber (NBR), and the like.
Examples of the resinous polymer include natural resins such as pine resin, polyethylene, styrene-butadiene resin, polyvinyl acetate, ethylene-vinyl acetate copolymer, polyvinyl chloride, polyvinyl butyral, polystyrene, styrene-butadiene resin. , Urethane resin, silicon resin, acrylic resin and the like.
（塗料）
本発明の塗料は、本発明に係る水性殺菌・抗菌剤組成物を含有するものである。本発明の塗料には、通常の塗料に含有されている成分が含まれている。例えば、バインダー、ワックス、顔料、有機溶剤などが挙げられる。バインダーとしては、水性樹脂、有機溶媒分散性樹脂などが挙げられる。バインダーとしてはアクリル系樹脂が好ましい。
(paint)
The coating material of the present invention contains the aqueous bactericidal / antibacterial agent composition according to the present invention. The paint of the present invention contains components contained in a normal paint. For example, a binder, a wax, a pigment, an organic solvent, etc. are mentioned. Examples of the binder include an aqueous resin and an organic solvent dispersible resin. As the binder, an acrylic resin is preferable.
（接着剤）
本発明の接着剤は、本発明に係る水性殺菌・抗菌剤組成物を含有するものである。本発明の接着剤には、通常の接着剤に含有されている成分が含まれている。例えば、接着性樹脂、有機溶剤、性能を改良するための付加的樹脂、可塑剤、接着助剤、安定剤、着色剤、界面活性剤、導電性付与剤などが挙げられる。接着性樹脂としては、エポキシ樹脂などの熱硬化性樹脂や、熱可塑性樹脂などが挙げられる。
(adhesive)
The adhesive of the present invention contains the aqueous bactericidal / antibacterial composition according to the present invention. The adhesive of the present invention contains components contained in a normal adhesive. Examples thereof include an adhesive resin, an organic solvent, an additional resin for improving performance, a plasticizer, an adhesion aid, a stabilizer, a colorant, a surfactant, and a conductivity imparting agent. Examples of the adhesive resin include thermosetting resins such as epoxy resins and thermoplastic resins.
次に、実施例を示し、本発明をより具体的に説明する。ただし、本発明は下記の実施例によって限定されるものではない。 Next, an Example is shown and this invention is demonstrated more concretely. However, the present invention is not limited to the following examples.
以下の方法で、水溶液または水性組成物の物性を測定した。
（粘度）
粘度は、Ｂ型粘度計（Ｍ４ローター、回転数６０ｒｐｍ、測定時間１分間）で測定した。
The physical properties of the aqueous solution or aqueous composition were measured by the following method.
(viscosity)
The viscosity was measured with a B-type viscometer (M4 rotor, rotation speed 60 rpm, measurement time 1 minute).
（光安定性）
試験対象の水溶液または水性組成物をガラス製試験管に入れ、栓で密封し、蛍光灯照射下（４０００Ｌｕｘ）、２５℃の室内に１週間放置した。その後、外観を目視観察して、以下の指標にて評価した。
Ａ：均一透明
Ｂ：均一微濁または変色
Ｃ：沈殿またはガラス器壁への付着物あり
(Light stability)
The aqueous solution or aqueous composition to be tested was placed in a glass test tube, sealed with a stopper, and left in a room at 25 ° C. for 1 week under fluorescent lamp irradiation (4000 Lux). Thereafter, the appearance was visually observed and evaluated according to the following indices.
A: Uniform transparency B: Uniform turbidity or discoloration C: Precipitation or deposits on glassware wall
（化学的安定性）
２０ｍｇ／Ｌの塩化ナトリウム水溶液に、試験対象の水溶液または水性組成物を濃度１重量％となるように添加し、混合した、その後、外観を目視観察して以下の指標にて評価した。
Ａ：均一透明
Ｂ：均一微濁または変色
Ｃ：沈殿またはガラス器壁への付着物あり
(Chemical stability)
The aqueous solution or aqueous composition to be tested was added to a 20 mg / L sodium chloride aqueous solution so as to have a concentration of 1% by weight and mixed, and then the appearance was visually observed and evaluated according to the following indicators.
A: Uniform transparency B: Uniform turbidity or discoloration C: Precipitation or deposits on glassware wall
（殺菌性試験）
黄色ブドウ球菌、枯草菌、大腸菌または緑膿菌のコロニーを一白金耳かきとって、それぞれをニュートリエントブロス（栄研化学社製普通ブイヨン‘栄研’）液体培地９ｍＬに懸濁し、３１±１℃で１８時間振盪して前培養を行った。この培養液を新鮮なニュートリエントブロス液体培地で１００倍に希釈した。該希釈液を１００μＬずつ９６穴のマイクロプレートに入れた。
実施例１および２で得られた水性組成物並びに比較例１および２で得られた水溶液を表に示す設定濃度になるように精製水で希釈して、試験液を得た。これらを前記マイクロプレートに各５０μＬ加え、希釈液と混ぜた。
マイクロプレートを３１±１℃の環境下に４８時間静置し、培養した。その後、該培養液をニュートリエントブロス寒天培地に接種して菌が増殖するか否かを観察した。
なお、下記の表において銀濃度０ｍｇ／Ｌは、前記試験液の代わりに精製水を加えたことを意味する。表１には黄色ブドウ球菌の結果を、表２には枯草菌の結果を、表３には大腸菌の結果を、表４には緑膿菌の結果をそれぞれ示した。表中の「＋」は菌の増殖有りを、「−」は菌の増殖無しを示す。
(Bactericidal test)
One platinum earpick colony of Staphylococcus aureus, Bacillus subtilis, Escherichia coli or Pseudomonas aeruginosa, and each is suspended in 9 mL of a nutrient broth (ordinary bouillon “Eiken” manufactured by Eiken Chemical Co., Ltd.) liquid medium, 31 ± 1 ° C. And precultured with shaking for 18 hours. This culture solution was diluted 100 times with a fresh nutrient broth liquid medium. 100 μL of the diluted solution was placed in a 96-well microplate.
The aqueous compositions obtained in Examples 1 and 2 and the aqueous solutions obtained in Comparative Examples 1 and 2 were diluted with purified water so as to have the set concentrations shown in the table to obtain test solutions. 50 μL of each of these was added to the microplate and mixed with the diluent.
The microplate was allowed to stand for 48 hours in an environment of 31 ± 1 ° C. and cultured. Thereafter, the culture broth was inoculated on a nutrient broth agar medium to observe whether the bacteria grew.
In the following table, a silver concentration of 0 mg / L means that purified water was added instead of the test solution. Table 1 shows the results of Staphylococcus aureus, Table 2 shows the results of Bacillus subtilis, Table 3 shows the results of Escherichia coli, and Table 4 shows the results of Pseudomonas aeruginosa. In the table, “+” indicates the presence of bacterial growth, and “−” indicates the absence of bacterial growth.
比較例１
酸化銀１．０７４ｇ、Ｌ−ヒスチジン２．８８ｇおよび水９６．０４６ｇをビーカーに入れ、室温で３０分間以上攪拌し、銀−ヒスチジン錯体２．４４重量％（銀として約１．００重量％）を含有する水溶液を得た。該水溶液は、ｐＨが７．９で、粘度が１００ｍＰａ・ｓ以下であった。また、光安定性および化学的安定性はいずれもＣであった。該水溶液の殺菌性試験の結果を表１〜４に示す。
Comparative Example 1
1.074 g of silver oxide, 2.88 g of L-histidine and 96.046 g of water were put in a beaker and stirred at room temperature for 30 minutes or more to obtain 2.44% by weight of silver-histidine complex (about 1.00% by weight as silver). An aqueous solution containing was obtained. The aqueous solution had a pH of 7.9 and a viscosity of 100 mPa · s or less. The photostability and chemical stability were both C. The result of the bactericidal test of this aqueous solution is shown in Tables 1-4.
比較例２
酸化銀１．０７４ｇ、Ｌ−ヒスチジン２．８８ｇ、クエン酸３ナトリウム０．４ｇ、クエン酸０．４ｇおよび水９５．６４６ｇをビーカーに入れ、室温で３０分間以上攪拌し、銀−ヒスチジン錯体２．４４重量％（銀として約１．００重量％）を含有する水溶液を得た。該水溶液は、ｐＨが６．８で、粘度が１００ｍＰａ・ｓ以下であった。また、光安定性および化学的安定性はいずれもＣであった。該水溶液の殺菌性試験の結果を表１〜４に示す。
Comparative Example 2
1.074 g of silver oxide, 2.88 g of L-histidine, 0.4 g of trisodium citrate, 0.4 g of citric acid and 95.646 g of water were placed in a beaker and stirred at room temperature for 30 minutes or more to give a silver-histidine complex An aqueous solution containing 44% by weight (about 1.00% by weight as silver) was obtained. The aqueous solution had a pH of 6.8 and a viscosity of 100 mPa · s or less. The photostability and chemical stability were both C. The result of the bactericidal test of this aqueous solution is shown in Tables 1-4.
実施例１
比較例１において得られた水溶液に、１規定の水酸化ナトリウム水溶液を添加し、混合することによって、水性組成物を得た。該水性組成物は、ｐＨが１２で、粘度が２１３０ｍＰａ・ｓであった。また、光安定性および化学的安定性はいずれもＡであった。該水性組成物の殺菌性試験の結果を表１〜４に示す。
Example 1
An aqueous composition was obtained by adding and mixing a 1N aqueous sodium hydroxide solution to the aqueous solution obtained in Comparative Example 1. The aqueous composition had a pH of 12 and a viscosity of 2130 mPa · s. The photostability and chemical stability were both A. The results of the bactericidal test of the aqueous composition are shown in Tables 1-4.
実施例２
比較例２において得られた水溶液に、１規定の水酸化ナトリウム水溶液を添加し、混合することによって、水性組成物を得た。該水性組成物は、ｐＨが１２で、粘度が１９００ｍＰａ・ｓであった。また、光安定性および化学的安定性はいずれもＡであった。該水性組成物の殺菌性試験の結果を表１〜４に示す。
Example 2
An aqueous composition was obtained by adding and mixing a 1N aqueous sodium hydroxide solution to the aqueous solution obtained in Comparative Example 2. The aqueous composition had a pH of 12 and a viscosity of 1900 mPa · s. The photostability and chemical stability were both A. The results of the bactericidal test of the aqueous composition are shown in Tables 1-4.
以上のことから次のことがわかる。本発明の水性殺菌・抗菌剤組成物は、紫外線照射の影響によって銀イオンが還元等して変色することがなく、塩化物イオンなどによって銀イオンを含む化合物が析出・沈殿したりすることがなく、且つ高粘度である。しかも、本発明の水性殺菌・抗菌剤組成物は、このような特長を持つ上に、低粘度の銀−ヒスチジン錯体水溶液と同等の殺菌性を示す。 From the above, the following can be understood. The aqueous bactericidal / antibacterial agent composition of the present invention does not discolor due to reduction or the like of silver ions due to the influence of ultraviolet irradiation, and does not cause precipitation or precipitation of compounds containing silver ions due to chloride ions or the like. And high viscosity. Moreover, the aqueous bactericidal / antibacterial agent composition of the present invention has such characteristics and also exhibits bactericidal properties equivalent to a low-viscosity silver-histidine complex aqueous solution.
Claims (4)
水、
およびｐＨ調整剤のみを含有し、且つ
ｐＨが１１〜１２．５である、
水性殺菌・抗菌剤組成物。 A silver-histidine complex comprising 1 mol of silver and 1 to 3 mol of histidine,
water,
And a pH adjuster only, and the pH is 11 to 12.5 .
Aqueous sterilization and antibacterial composition.
水、
およびｐＨ調整剤のみを含有し、且つ
ｐＨが１１〜１３で、且つ
粘度が５００ｍＰａ・ｓ以上である、
水性殺菌・抗菌剤組成物。 A silver-histidine complex comprising 1 mol of silver and 1 to 3 mol of histidine,
water,
And pH adjusting agent only, and
pH is 11-13, and
The viscosity is 500 mPa · s or more ,
Water bactericidal antibacterial agent composition.
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