JP2008285509A - Antimicrobial composition, coating material, and electrodeposition coating material - Google Patents
Antimicrobial composition, coating material, and electrodeposition coating material Download PDFInfo
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本発明は、抗菌性組成物、塗装材料、および電着塗装材料に関するものである。さらに詳しくは、抗菌性組成物の組成技術に関するものである。 The present invention relates to an antibacterial composition, a coating material, and an electrodeposition coating material. More specifically, the present invention relates to a composition technique for an antibacterial composition.
抗菌性材料については、以下に説明するように、多くの組成物が提案されている。まず、酸化チタンやアルミナシリカ混合物に酸化銀を担持させた銀担持コロイドからなる抗菌性組成物を電着液に添加することにより、抗菌性電着皮膜を形成する技術が提案されている（特許文献１参照）。 Many antibacterial materials have been proposed as described below. First, a technique for forming an antibacterial electrodeposition film by adding an antibacterial composition comprising a silver-supporting colloid in which silver oxide is supported on a mixture of titanium oxide and alumina silica to an electrodeposition solution (patent) Reference 1).
また、アクリルアミド、メチレンビスアクリルアミド、４−（Ｎ，Ｎ′−ジエチルジチオカルバメート）スチレンの共重合体を加水分解することにより、チオール基（メルカプト基）をもつポリマーを形成した後、このポリマーを銀の溶液に浸漬することによって、銀を担持させたポリマーが提案されている（特許文献２参照）。 In addition, by hydrolyzing a copolymer of acrylamide, methylenebisacrylamide, and 4- (N, N′-diethyldithiocarbamate) styrene, a polymer having a thiol group (mercapto group) is formed, and then the polymer is converted into silver. There has been proposed a polymer supporting silver by dipping in a solution (see Patent Document 2).
さらに、チオール基あるいはビピリジル基を導入したポリスチエン架橋粒子に銀イオンを担持させた抗菌剤が提案されている（特許文献３参照）。 Furthermore, an antibacterial agent in which silver ions are supported on polystyrene crosslinked particles into which thiol groups or bipyridyl groups are introduced has been proposed (see Patent Document 3).
さらにまた、アクリロニトリルとＮ−ビニルホルムアミドとの共重合体からなる繊維の一部を加水分解によってアミノ基に変換した後、銅溶液に浸漬することにより、銅イオンを担持させた抗菌繊維が提案されている（特許文献４参照）。
しかしながら、特許文献１〜３に係る抗菌性組成物はいずれも、抗菌性を発揮する金属として銀しか適用できないという制約があり、用途などが限られるという問題点がある。また、特許文献４に係る抗菌性組成物は、抗菌性を発揮する金属として銅を用いることができるという利点があるが、繊維状であるため、塗装などとして用いることができないという問題点がある。 However, all of the antibacterial compositions according to Patent Documents 1 to 3 have a limitation that only silver can be applied as a metal exhibiting antibacterial properties, and there is a problem in that their uses are limited. In addition, the antibacterial composition according to Patent Document 4 has an advantage that copper can be used as a metal exhibiting antibacterial properties, but has a problem that it cannot be used as a coating because it is fibrous. .
なお、銀イオンや銀ナノ粒子を用いた従来の抗菌性組成物は、銀に起因する材料費が高いという問題点の他、以下の問題点も有する。まず、銀は、人体に全く無用の金属である一方、人体に対して無害であるとして広く使用されているが、抗菌性組成物において他の成分と結合している場合の安全性について未知の部分が多い。また、銀は塩素や臭素などといったハロゲン元素との親和性が高いため、銀含有抗菌性組成物を塩素イオンが水道水と接触するような状況下で使用すると、銀が水道水中の塩素イオンと容易に反応し、無活性な沈殿になってしまう。また、人体に触れる場所に使用すると、銀が汗に含まれる塩素イオンと反応し、失活してしまう。さらに、塩素による失活を防止することを目的でＡｇ2Ｓ2Ｏ3、［Ａｇ(ＮＨ3)2 +］などの銀錯体として用いた場合、水溶性が高く、比較的短時間のうちに溶出し、抗菌活性を失ってしまうという問題点もある。さらにまた、銀イオン化合物や、銀イオンを担持した酸化チタン、シリカ、アルミナ、リン酸カルシウムなどの無機粒子は、塗装材料主成分がイオン化した高分子である電着塗装材料とは相性が悪く、添加剤として好適に使用できないという問題点がある。すなわち、銀イオン化合物や、銀イオンを担持した無機粒子からなる抗菌剤を電着塗装材料に配合すると、電着液中での電離により電導度が変化し、電着塗膜の外観不良、ピンホール、異常析出などの発生といった不具合を招来させる。かといって、電導度が変化しないように抗菌剤濃度を低下させると、抗菌剤の電着塗膜中への析出量に不均一が発生し、抗菌活性がばらつく原因となる。 In addition, the conventional antibacterial composition using silver ions or silver nanoparticles has the following problems in addition to the problem of high material costs due to silver. First of all, silver is a metal that is totally useless to the human body, but is widely used as being harmless to the human body, but the safety when combined with other components in the antibacterial composition is unknown. There are many parts. In addition, since silver has a high affinity with halogen elements such as chlorine and bromine, when a silver-containing antibacterial composition is used in a situation where chlorine ions come into contact with tap water, silver is separated from chloride ions in tap water. It reacts easily and results in an inactive precipitate. In addition, when used in a place where it touches the human body, silver reacts with chlorine ions contained in sweat and deactivates. Furthermore, when it is used as a silver complex such as Ag 2 S 2 O 3 or [Ag (NH 3 ) 2 + ] for the purpose of preventing deactivation by chlorine, it is highly water-soluble, and within a relatively short time. There is also a problem of leaching and losing antibacterial activity. In addition, silver ion compounds and inorganic particles such as titanium oxide, silica, alumina, and calcium phosphate carrying silver ions are not compatible with electrodeposition coating materials, which are polymers in which the main component of the coating material is ionized. However, there is a problem that it cannot be suitably used. In other words, when an antibacterial agent composed of silver ion compounds or inorganic particles carrying silver ions is blended into the electrodeposition coating material, the conductivity changes due to ionization in the electrodeposition liquid, resulting in poor appearance of the electrodeposition coating film, pin Causes defects such as holes and abnormal precipitation. However, when the concentration of the antibacterial agent is lowered so that the electric conductivity does not change, the amount of the antibacterial agent deposited in the electrodeposition coating film becomes uneven, which causes the antibacterial activity to vary.
これに対して、ペニシリンをはじめとする抗生物質や種々の複素環化合物などの有機化合物も抗菌剤として利用されており、これらは極めて強い抗菌性を備えている。しかしながら、抗生物質は乱用すると、メチシリン耐性黄色ぶどう球菌や多剤耐性緑膿菌などの耐性菌を発生させる原因となり、いずれ抗菌活性が失われる。また、有機化合物からなる抗菌剤については、化合物自身の毒性や副作用なども問題も指摘されている。 In contrast, antibiotics such as penicillin and organic compounds such as various heterocyclic compounds are also used as antibacterial agents, and these have extremely strong antibacterial properties. However, when antibiotics are abused, they cause the development of resistant bacteria such as methicillin-resistant Staphylococcus aureus and multidrug-resistant Pseudomonas aeruginosa, and eventually the antibacterial activity is lost. In addition, regarding antibacterial agents composed of organic compounds, problems have been pointed out with respect to toxicity and side effects of the compounds themselves.
以上の問題点に鑑みて、本発明の課題は、各種金属の使用が可能であるとともに、電着塗装材料などの各種塗装材料への添加も可能な新たな抗菌性組成物、この抗菌性組成物を用いた塗装材料および電着塗装材料を提供することにある。 In view of the above problems, the object of the present invention is to provide a novel antibacterial composition that can be used for various metals and can be added to various coating materials such as electrodeposition coating materials. The object is to provide a coating material and an electrodeposition coating material using an object.
上記課題を解決するために、本発明に係る抗菌性組成物では、金属イオンと、該金属イオンが配位可能な基を備えた安息香酸誘導体と、該安息香酸誘導体の塩を形成するアミノ基を有する高分子とを含むことを特徴とする。 In order to solve the above problems, in the antibacterial composition according to the present invention, a metal ion, a benzoic acid derivative having a group to which the metal ion can coordinate, and an amino group forming a salt of the benzoic acid derivative It is characterized by including the polymer | macromolecule which has.
本発明に係る抗菌性組成物では、金属イオンの担持体として、ヒドロキシ基やアミノ基を備えた安息香酸誘導体を側鎖に導入した高分子を用いており、抗菌性を発揮する金属イオンが遊離しにくい。このため、長期間にわたって安定して抗菌性を発揮する。また、安息香酸誘導体を側鎖に導入した高分子は、人体や他の生物への吸収が起こりにくいので、抗生物質などの有機系抗菌剤に比して安全性が高い。さらに、金属イオンとしては、銀イオンに限らず、銅イオン、亜鉛イオン、白金イオン、錫イオン、鉛イオン、コバルトイオン、ニッケルイオン、パラジウムイオン、カドミウムイオン、水銀イオン、ビスマスイオンなどを用いることができる。 In the antibacterial composition according to the present invention, a polymer in which a benzoic acid derivative having a hydroxy group or an amino group is introduced into a side chain is used as a metal ion carrier, and metal ions exhibiting antibacterial properties are released. Hard to do. For this reason, it exhibits antibacterial properties stably over a long period of time. In addition, since a polymer in which a benzoic acid derivative is introduced into the side chain is less likely to be absorbed by the human body or other organisms, it is safer than organic antibacterial agents such as antibiotics. Furthermore, the metal ions are not limited to silver ions, but copper ions, zinc ions, platinum ions, tin ions, lead ions, cobalt ions, nickel ions, palladium ions, cadmium ions, mercury ions, bismuth ions, etc. may be used. it can.
また、本発明に係る抗菌性組成物は、金属イオンが遊離しにくいので、塗装材料への配合が可能である。さらに、本発明に係る抗菌性組成物は、電着塗装材料への配合も可能である。本発明に係る抗菌性組成物は、金属イオンが遊離しにくいので、抗菌性を備えた塗膜を形成することができる。さらに、金属イオンが遊離しにくいので、電着塗装に配合した場合でも、電導度の変化などが発生せず、安定して電着塗膜を形成することができる。しかも電着時、安息香酸誘導体を側鎖に導入した高分子は、電着塗装の溶媒として用いた水に溶解しにくいので、本発明に係る抗菌性組成物は電着塗膜に好適に含まれることになる。 Moreover, since the antibacterial composition according to the present invention hardly releases metal ions, it can be blended into a coating material. Furthermore, the antibacterial composition according to the present invention can be blended into an electrodeposition coating material. Since the antibacterial composition according to the present invention hardly releases metal ions, a coating film having antibacterial properties can be formed. Furthermore, since metal ions are not easily liberated, even when blended in an electrodeposition coating, no change in electrical conductivity occurs, and an electrodeposition coating can be formed stably. Moreover, since the polymer in which the benzoic acid derivative is introduced into the side chain during electrodeposition is difficult to dissolve in water used as a solvent for electrodeposition coating, the antibacterial composition according to the present invention is suitably included in the electrodeposition coating film. Will be.
本発明において、前記金属イオンとしては、上記の金属イオンのうち、銅イオン、コバルトイオンおよびニッケルイオンのうちのいずれかの金属イオンを用いることが好ましく、銅イオンを用いることが最も好ましい。銅は、銀に次いで抗菌性が高い金属である一方、銀に比して安価である。また、銅は、銀と違って、人体に必須のミネラルであるとともに、生物による濃縮が発生しないので、人体や環境に対する負荷が極めて小さいという利点がある。さらに、銅は、銀と違って、塩素イオンなどと反応して不活性な沈殿を形成することがないので、例えば、水道水や汗と接触するような部分に用いた場合でも抗菌活性が低下することがない。 In the present invention, as the metal ion, it is preferable to use any one of copper ions, cobalt ions, and nickel ions among the above metal ions, and it is most preferable to use copper ions. Copper is a metal having the highest antibacterial property next to silver, but is cheaper than silver. Further, unlike silver, copper is an essential mineral for the human body and has no advantage of being concentrated by living organisms. In addition, unlike silver, copper does not react with chlorine ions to form an inactive precipitate, so the antibacterial activity is reduced even when used in areas that come into contact with tap water or sweat, for example. There is nothing to do.
本発明において、前記安息香酸誘導体は、没食子酸、サリチル酸および２，４−ジヒドロキシ安息香酸のうちのいずれかの安息香酸誘導体を用いることが好ましい。このような安息香酸誘導体は、いずれもヒドロキシ基を備えており、金属イオンと配位することができる。なお、安息香酸誘導体としては、上記物質の他、ヒドロキシ基を備えている他の物質や、アントラニル酸、２，６−ジアミノ安息香酸、３，４−ジアミノ安息香酸、３，５−ジアミノ安息香酸などのように、アミノ基を備えた安息香酸誘導体を用いてもよい。 In the present invention, the benzoic acid derivative is preferably a benzoic acid derivative selected from gallic acid, salicylic acid and 2,4-dihydroxybenzoic acid. All of these benzoic acid derivatives have a hydroxy group and can coordinate with a metal ion. As the benzoic acid derivative, in addition to the above substances, other substances having a hydroxy group, anthranilic acid, 2,6-diaminobenzoic acid, 3,4-diaminobenzoic acid, 3,5-diaminobenzoic acid For example, a benzoic acid derivative having an amino group may be used.
本発明において、前記高分子としては、以下の化学式（１）で示されるポリビニルアミンや、以下の化学式（２）で示されるポリアリルアミンを用いることができる。また、前記高分子としては、以下の化学式（３）で示されるポリエチレンイミンを用いることもできる。 In the present invention, as the polymer, polyvinylamine represented by the following chemical formula (1) or polyallylamine represented by the following chemical formula (2) can be used. Further, as the polymer, polyethyleneimine represented by the following chemical formula (3) can also be used.
本発明において、前記高分子としては、以下の化学式（４）で示されるポリオルニチンや、以下の化学式（５）で示されるポリリジンなどのポリアミノ酸を用いることもできる。 In the present invention, as the polymer, polyornithine represented by the following chemical formula (4) and polyamino acid such as polylysine represented by the following chemical formula (5) can also be used.
本発明において、前記高分子としては、以下の化学式（６）で示されるキトサンなどの天然材料由来高分子を用いてもよい。キトサンは、エビ、カニの甲羅、貝などといった多くの生物に含まれているキチンにアルカリ処理などを施すことによりアセチル基を除去してなる成分であり、主としてＤ−グルコサミン単位からなる。 In the present invention, as the polymer, a polymer derived from a natural material such as chitosan represented by the following chemical formula (6) may be used. Chitosan is a component obtained by removing an acetyl group by subjecting chitin contained in many organisms such as shrimp, crab shells, and shellfish to alkali treatment, and is mainly composed of D-glucosamine units.
本発明に係る抗菌性組成物では、金属イオンの担持体として、ヒドロキシ基やアミノ基を備えた安息香酸誘導体を側鎖に導入した高分子を用いており、抗菌性を発揮する金属イオンが遊離しにくい。このため、長期間にわたって安定して抗菌性を発揮する。また、安息香酸誘導体を側鎖に導入した高分子は、人体や他の生物への吸収が起こりにくいので、抗生物質などの有機系抗菌剤に比して安全性が高い。また、金属イオンとしては、銀イオンに限らず、銅イオン、コバルトイオン、ニッケルイオンなどを用いることができる。また、本発明に係る抗菌性組成物は、金属イオンが遊離しにくいので、塗装材料への配合が可能であり、抗菌性を備えた塗膜を形成することができる。さらに、金属イオンが遊離しにくいので、電着塗装材料に配合した場合でも、電導度の変化などが発生せず、安定して電着塗膜を形成することができる。しかも電着時、安息香酸誘導体を側鎖に導入した高分子は、電着塗装の溶媒として用いた水に溶解しにくいので、本発明に係る抗菌性組成物は電着塗膜に好適に含まれることになる。 In the antibacterial composition according to the present invention, a polymer in which a benzoic acid derivative having a hydroxy group or an amino group is introduced into a side chain is used as a metal ion carrier, and metal ions exhibiting antibacterial properties are released. Hard to do. For this reason, it exhibits antibacterial properties stably over a long period of time. In addition, since a polymer in which a benzoic acid derivative is introduced into the side chain is less likely to be absorbed by the human body or other organisms, it is safer than organic antibacterial agents such as antibiotics. Moreover, as a metal ion, not only a silver ion but a copper ion, cobalt ion, nickel ion, etc. can be used. In addition, since the antibacterial composition according to the present invention hardly releases metal ions, it can be blended into a coating material and can form a coating film having antibacterial properties. Furthermore, since metal ions are not easily liberated, even when blended in an electrodeposition coating material, no change in electrical conductivity occurs, and an electrodeposition coating can be formed stably. Moreover, since the polymer in which the benzoic acid derivative is introduced into the side chain during electrodeposition is difficult to dissolve in water used as a solvent for electrodeposition coating, the antibacterial composition according to the present invention is suitably included in the electrodeposition coating film. Will be.
以下、本発明の実施の形態の一例、および比較例について説明する。 Hereinafter, an example of an embodiment of the present invention and a comparative example will be described.
［本発明の実施例］
（担体高分子の合成）
まず、分子量が３０００程度のポリアリルアミン６０ｇをエチルアルコール２４０ｍＬに溶解させた溶液に、安息香酸誘導体として、化学式（７）に示す没食子酸３００ｇ（１．６ｍｏｌ）のアセトン溶液２０Ｌを加える。次に、室温で一晩攪拌した後、生じた沈殿を濾取し、アセトンおよび水で洗浄する。このようにして、化学式（８）に示す担体高分子を得る。
[Embodiments of the present invention]
(Synthesis of carrier polymer)
First, 20 L of an acetone solution of 300 g (1.6 mol) of gallic acid represented by chemical formula (7) is added as a benzoic acid derivative to a solution obtained by dissolving 60 g of polyallylamine having a molecular weight of about 3000 in 240 mL of ethyl alcohol. Next, after stirring overnight at room temperature, the resulting precipitate is collected by filtration and washed with acetone and water. In this way, a carrier polymer represented by the chemical formula (8) is obtained.
（抗菌性高分子の調製）
次に、担体高分子１００ｇを、硫酸銅２２５ｇを水１Ｌに溶解させた溶液に懸濁させる。次に、室温で一晩攪拌した後、生じた沈殿を濾取、乾燥させ、化学式（９）に示す粉体状の抗菌性高分子（抗菌性組成物）を得る。かかる抗菌性高分子は、ポリアリルアミン部位（高分子量化による非水溶性化部位）と、没食子酸部位（多座配位子による金属カチオンの固定化部位）と、銅イオン部位（金属カチオンによる抗菌活性部位）とを備えたポリ没食子酸アリルアミン銅錯体である。
(Preparation of antibacterial polymer)
Next, 100 g of the carrier polymer is suspended in a solution in which 225 g of copper sulfate is dissolved in 1 L of water. Next, after stirring overnight at room temperature, the resulting precipitate is collected by filtration and dried to obtain a powdery antibacterial polymer (antibacterial composition) represented by chemical formula (9). Such antibacterial polymers include polyallylamine sites (water-insolubilized sites by high molecular weight), gallic acid sites (metal cation immobilization sites by polydentate ligands), and copper ion sites (antibacterial by metal cations). An active site) and a polyallylic gallate allylamine copper complex.
（電着塗装材料の調製および電着塗装）
市販のポリイミド電着原液（株式会社シミズ製、商品名ＥＬＥＣＯＡＴ ＰＩ／固形分比率５０重量％）を固形分比率が１０重量％になるようにイオン交換水で調製した後、本発明の実施例に係る粉体状の抗菌性高分子（抗菌性組成物）を濃度１．０ｇ／Ｌとなるように添加し、攪拌し、電着塗装材料を得る。次に、この電着塗装材料を用いて任意の導電性材料に電着塗装を施し、抗菌性高分子（抗菌性組成物）を含有する電着塗膜（ポリイミド膜）を形成する。
(Preparation of electrodeposition coating materials and electrodeposition coating)
A commercially available polyimide electrodeposition stock solution (manufactured by Shimizu Co., Ltd., trade name ELECOAT PI / solid content ratio of 50% by weight) was prepared with ion-exchanged water so that the solid content ratio was 10% by weight. Such a powdery antibacterial polymer (antibacterial composition) is added to a concentration of 1.0 g / L and stirred to obtain an electrodeposition coating material. Next, an electrodeposition coating is applied to an arbitrary conductive material using this electrodeposition coating material to form an electrodeposition coating film (polyimide film) containing an antibacterial polymer (antibacterial composition).
［比較例］
市販のポリイミド電着原液（株式会社シミズ製、商品名ＥＬＥＣＯＡＴ ＰＩ／固形分比率５０重量％）を固形分比率が１０重量％になるようにイオン交換水で調製し、この電着塗装材料を用いて任意の金属に電着塗装を施し、電着塗膜（ポリイミド膜）を形成する。
[Comparative example]
A commercially available polyimide electrodeposition stock solution (manufactured by Shimizu Co., Ltd., trade name ELECOAT PI / solid content ratio 50 wt%) was prepared with ion-exchanged water so that the solid content ratio was 10 wt%, and this electrodeposition coating material was used. Then, an electrodeposition coating is applied to an arbitrary metal to form an electrodeposition coating film (polyimide film).
［抗菌性の評価結果１］
次に、本発明の実施例および比較例に係る電着塗膜の抗菌性を、以下の菌株
黄色ぶどう球菌（Staphylococcus aureus,ATCC # 6538）
大腸菌（Escherichia coli # 8739）
を用い、ＭＪＩＳ Ｚ２８０１に規定するフィルム密着法により評価した。その評価結果を表１に示す。
[Evaluation result 1 of antibacterial properties]
Next, the antibacterial properties of the electrodeposition coating films according to the examples and comparative examples of the present invention were determined using the following strain Staphylococcus aureus, ATCC # 6538.
Escherichia coli # 8739
Was evaluated by the film adhesion method specified in MJIS Z2801. The evaluation results are shown in Table 1.
表１に示す結果から分かるように、本発明の実施例に係る電着塗膜は優れた抗菌性を有することが確認できた。 As can be seen from the results shown in Table 1, it was confirmed that the electrodeposition coating films according to the examples of the present invention have excellent antibacterial properties.
［抗菌性の評価結果２］
次に、本発明の実施例に係る抗菌性高分子（抗菌性組成物）の電着塗装材料中の配合量と、電着塗膜の抗菌性との関係を、上記と同様な方法で評価した。その評価結果を表２に示す。
[Evaluation result 2 of antibacterial properties]
Next, the relationship between the blending amount of the antibacterial polymer (antibacterial composition) in the electrodeposition coating material and the antibacterial property of the electrodeposition coating film according to the example of the present invention was evaluated by the same method as described above. did. The evaluation results are shown in Table 2.
表２から分かるように、本発明の実施例に係る抗菌性組成物の電着塗装材料中の配合量については、０．１ｇ／Ｌ以上が好ましく、１．０ｇ／Ｌ以上であればより好ましいという結果が得られた。但し、さらに行った他の評価結果を考慮すると、抗菌性組成物の電着塗装材料中の配合量については、過剰に加えても抗菌性は向上しないことから、本発明の実施例に係る抗菌性組成物の電着塗装材料中の配合量については、１０ｇ／Ｌ以下が好ましく、塗膜の安定性や外観を考慮すると、５ｇ／Ｌ以下であることがより好ましいという結果が得られた。 As can be seen from Table 2, the blending amount in the electrodeposition coating material of the antibacterial composition according to the example of the present invention is preferably 0.1 g / L or more, more preferably 1.0 g / L or more. The result was obtained. However, in consideration of other evaluation results, the antibacterial properties of the electrodeposition coating material of the antibacterial composition are not improved even if added excessively. As for the compounding quantity in the electrodeposition coating material of an adhesive composition, 10 g / L or less is preferable, and when the stability and external appearance of the coating film were considered, the result that it was more preferable that it was 5 g / L or less was obtained.
［抗菌性の評価結果３］
次に、本発明の実施例に係る抗菌性高分子（抗菌性組成物）を含む電着塗膜をＩＰＡ（イソプロピルアルコール）、アセトン、ヘキサン、水に接触させた後の抗菌効果を評価した。具体的には、ＩＰＡ、アセトン、ヘキサンに２４時間浸漬した後の電着塗膜、水に１週間浸漬した後の電着塗膜、これらの溶剤や水に浸漬する前の電着塗膜（浸漬なしの電着塗膜）の各々について、黄色ぶどう球菌および大腸菌を減少させる効果を評価した。なお、電着塗膜を形成する際の電着塗装材料中の抗菌性高分子（抗菌性組成物）の濃度は、例えば、１．０ｇ／Ｌである。評価結果を表３に示す。
[Evaluation result 3 of antibacterial properties]
Next, the antibacterial effect after contacting the electrodeposition coating film containing the antibacterial polymer (antibacterial composition) concerning the Example of this invention with IPA (isopropyl alcohol), acetone, hexane, and water was evaluated. Specifically, the electrodeposition coating film after being immersed in IPA, acetone, hexane for 24 hours, the electrodeposition coating film after being immersed in water for one week, the electrodeposition coating film before being immersed in these solvents or water ( Each of the electrodeposition coatings without immersion was evaluated for the effect of reducing Staphylococcus aureus and E. coli. In addition, the density | concentration of the antimicrobial polymer (antimicrobial composition) in the electrodeposition coating material at the time of forming an electrodeposition coating film is 1.0 g / L, for example. The evaluation results are shown in Table 3.
表３に示す結果から分かるように、本発明の実施例に係る抗菌性高分子（抗菌性組成物）を含む電着塗膜は、ＩＰＡ、アセトン、ヘキサン、あるいは水と接触させた後も、優れた抗菌性を発揮することが確認できた。 As can be seen from the results shown in Table 3, the electrodeposition coating film containing the antibacterial polymer (antibacterial composition) according to the example of the present invention is also in contact with IPA, acetone, hexane, or water, It was confirmed that it exhibits excellent antibacterial properties.
［他の実施例］
本発明の技術範囲は上記各実施形態に限定されるものではなく、本発明の趣旨を逸脱しない範囲において種々の変更を加えることが可能である。例えば、上記実施例では、金属イオンとして銅イオンを用い、安息香酸誘導体として没食子酸を用い、高分子としてポリアリルアミンを用いたが、金属イオンとしてコバルトイオンやニッケルイオン、銅イオンを用い、安息香酸誘導体としてサリチル酸や２，４−ジヒドロキシ安息香酸を用い、高分子としてポリビニルアミン、ポリアミノ酸、およびキトサン（天然材料由来高分子）などを用いても略同様な結果を得ることができる。
[Other embodiments]
The technical scope of the present invention is not limited to the above embodiments, and various modifications can be made without departing from the spirit of the present invention. For example, in the above embodiment, copper ions are used as metal ions, gallic acid is used as a benzoic acid derivative, and polyallylamine is used as a polymer. However, cobalt ions, nickel ions, copper ions are used as metal ions, and benzoic acid is used. Even if salicylic acid or 2,4-dihydroxybenzoic acid is used as the derivative, and polyvinylamine, polyamino acid, chitosan (natural material-derived polymer) or the like is used as the polymer, substantially the same result can be obtained.
また、上記形態では、高分子として分子量が３０００程度のポリアリルアミンを用いたが、高分子量化による非水溶性化部位を形成可能な分子量であればよく、例えば、分子量が１０００〜５０００程度の高分子が用いられる。 In the above embodiment, polyallylamine having a molecular weight of about 3000 is used as the polymer. However, the molecular weight may be any molecular weight that can form a water-insolubilized site by high molecular weight, for example, a high molecular weight of about 1000 to 5000. A molecule is used.
また、上記形態では、本発明の実施例に係る抗菌性組成物をポリイミド系カチオン電着塗装材料に配合したが、本発明に係る抗菌性組成物は、エポキシ系やアクリル系のカチオン電着塗装材料に配合してもよく、さらにはアニオン電着塗装材料中に配合してもよい。また、本発明に係る抗菌性組成物は、電着塗装材料以外の塗装材料、例えば、吹き付け塗装材料、浸漬塗装材料、および静電粉体塗装材料などに配合してもよい。 Moreover, in the said form, although the antibacterial composition which concerns on the Example of this invention was mix | blended with the polyimide type cationic electrodeposition coating material, the antibacterial composition which concerns on this invention is an epoxy-type or acrylic type cationic electrodeposition coating. You may mix | blend with material, Furthermore, you may mix | blend in an anion electrodeposition coating material. Moreover, you may mix | blend the antibacterial composition which concerns on this invention in coating materials other than electrodeposition coating material, for example, spray coating material, immersion coating material, electrostatic powder coating material, etc.
さらに、本発明に係る抗菌性組成物は、塗装材料以外にもメッキ液に配合してもよい。例えば、本発明に係る抗菌性組成物をニッケル無電解メッキ液に配合すると、抗菌性組成物を含むニッケル膜を形成することができる。 Furthermore, you may mix | blend the antibacterial composition which concerns on this invention in plating solution besides a coating material. For example, when the antibacterial composition according to the present invention is blended with a nickel electroless plating solution, a nickel film containing the antibacterial composition can be formed.
［用途］
本発明に係る抗菌性組成物は、例えば、水道管などの途中に介挿される小型の水力発電装置、製氷ユニット、イオン交換水製造装置など、水道水に接触する器具や装置に対して抗菌性を付与するのに用いることができる。また、医療介護用品や、病院や老人介護施設などにおいて、ドアノブや手摺、空調設備に抗菌性を付与するのに用いることができる。
[Usage]
The antibacterial composition according to the present invention is antibacterial with respect to appliances and devices that come into contact with tap water, such as small hydroelectric generators, ice making units, ion exchange water production apparatuses, and the like inserted in the middle of water pipes and the like. Can be used to impart In addition, it can be used to impart antibacterial properties to door knobs, handrails, and air conditioning equipment in medical care supplies, hospitals, and elderly care facilities.
Claims (7)
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| JP2014214234A (en) * | 2013-04-26 | 2014-11-17 | 関西ペイント株式会社 | Cationic electrodeposition coating composition |
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| JP2014214234A (en) * | 2013-04-26 | 2014-11-17 | 関西ペイント株式会社 | Cationic electrodeposition coating composition |
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