JP3117383B2 - Bactericidal and antifungal composition - Google Patents
Bactericidal and antifungal compositionInfo
- Publication number
- JP3117383B2 JP3117383B2 JP07055444A JP5544495A JP3117383B2 JP 3117383 B2 JP3117383 B2 JP 3117383B2 JP 07055444 A JP07055444 A JP 07055444A JP 5544495 A JP5544495 A JP 5544495A JP 3117383 B2 JP3117383 B2 JP 3117383B2
- Authority
- JP
- Japan
- Prior art keywords
- antibacterial
- water
- fungicidal
- silver
- antifungal
- 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.)
- Expired - Fee Related
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims description 36
- 239000012871 anti-fungal composition Substances 0.000 title claims description 9
- 230000000855 fungicidal effect Effects 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 23
- 229920005989 resin Polymers 0.000 claims description 20
- 239000011347 resin Substances 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 16
- 229910052709 silver Inorganic materials 0.000 claims description 16
- 239000004332 silver Substances 0.000 claims description 16
- -1 silver ions Chemical class 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 230000000843 anti-fungal effect Effects 0.000 claims description 6
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 claims description 5
- 150000001768 cations Chemical class 0.000 claims description 3
- 239000000417 fungicide Substances 0.000 description 11
- 239000003242 anti bacterial agent Substances 0.000 description 8
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 7
- 238000000576 coating method Methods 0.000 description 6
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
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- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 4
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- 150000003839 salts Chemical class 0.000 description 4
- 238000001228 spectrum Methods 0.000 description 4
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- NBOMNTLFRHMDEZ-UHFFFAOYSA-N thiosalicylic acid Chemical compound OC(=O)C1=CC=CC=C1S NBOMNTLFRHMDEZ-UHFFFAOYSA-N 0.000 description 4
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- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- 235000014469 Bacillus subtilis Nutrition 0.000 description 3
- 241000588724 Escherichia coli Species 0.000 description 3
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- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 2
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- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 1
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- XNHFAGRBSMMFKL-UHFFFAOYSA-N 2-sulfanylidene-3,7-dihydropurin-6-one Chemical compound O=C1NC(=S)NC2=C1NC=N2 XNHFAGRBSMMFKL-UHFFFAOYSA-N 0.000 description 1
- GUUULVAMQJLDSY-UHFFFAOYSA-N 4,5-dihydro-1,2-thiazole Chemical class C1CC=NS1 GUUULVAMQJLDSY-UHFFFAOYSA-N 0.000 description 1
- RBWNDBNSJFCLBZ-UHFFFAOYSA-N 7-methyl-5,6,7,8-tetrahydro-3h-[1]benzothiolo[2,3-d]pyrimidine-4-thione Chemical compound N1=CNC(=S)C2=C1SC1=C2CCC(C)C1 RBWNDBNSJFCLBZ-UHFFFAOYSA-N 0.000 description 1
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- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
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- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 1
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
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- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 1
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- 230000001580 bacterial effect Effects 0.000 description 1
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- 150000001556 benzimidazoles Chemical class 0.000 description 1
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
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- 229940108925 copper gluconate Drugs 0.000 description 1
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- 238000007598 dipping method Methods 0.000 description 1
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- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
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- MLVWCBYTEFCFSG-UHFFFAOYSA-L zinc;dithiocyanate Chemical compound [Zn+2].[S-]C#N.[S-]C#N MLVWCBYTEFCFSG-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
【0001】[0001]
【産業上の利用分野】本発明は、防菌防黴性組成物に関
し、詳しくは、広範な抗菌スペクトルを有し、分散安定
性、保存安定性に優れた防菌防黴性組成物に関するもの
である。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a fungicidal and fungicidal composition, and more particularly, to a fungicidal and fungicidal composition having a broad antibacterial spectrum and excellent in dispersion stability and storage stability. It is.
【0002】[0002]
【従来の技術】これまでに防菌防黴剤に使用されている
有機系薬剤としては、ベンズイミダゾール系、ニトリル
系、イソチアゾリン系、ハロアリルスルホン系、ヨード
プロパルギル系、ベンゾチアゾール系、フェノール系、
有機スズ系、ピリジン系、ジフェニルエーテル系、クロ
ルヘキシジン系等があげられ、これらの防菌防黴剤を塗
料、インキ等に添加することにより、抗菌性を付与する
ことが行われてきた。また、一方で、金、銀、銅、亜鉛
などの重金属ならびにこれらの金属化合物は、各々金属
イオンの状態において極めて微量の濃度で種々雑多な細
菌、真菌などの巾広い範囲の微生物に対して強い殺菌効
果を持つことは、良く知られている。2. Description of the Related Art Organic agents which have been used as antibacterial and fungicide agents include benzimidazoles, nitriles, isothiazolines, haloallylsulfones, iodopropargyls, benzothiazoles, phenols, and the like.
Examples thereof include organotin-based, pyridine-based, diphenylether-based, and chlorhexidine-based agents. Antibacterial properties have been imparted by adding these antibacterial and fungicides to paints, inks, and the like. On the other hand, heavy metals such as gold, silver, copper, and zinc and their metal compounds are extremely resistant to a wide variety of microorganisms such as various bacteria and fungi at extremely small concentrations in the state of metal ions. It is well known that it has a bactericidal effect.
【0003】このような効果を利用して、塗料、イン
キ、ワニス等組成物に抗菌性を付与することが、ゼオラ
イト等のセラミックス微粒子の表面に銀イオン、亜鉛イ
オン等抗菌性金属イオンを担持した防菌防黴剤を添加す
ることにより、行われてきた。防菌防黴性組成物として
は、広範な抗菌スペクトルを有すると共に、皮膚刺激
性、粘膜刺激性等が低減され、防菌防黴剤の分散性が良
く、簡便な製造工程による経済性等が要求される。これ
らの要求特性は、防菌防黴性組成物に含有される防菌防
黴剤の各種特性に依存する度合いが大きいと言える。Utilizing such an effect, a composition such as a paint, an ink, and a varnish is imparted with antibacterial properties by carrying antibacterial metal ions such as silver ions and zinc ions on the surface of ceramic fine particles such as zeolite. This has been done by adding a fungicide and fungicide. The antibacterial and antifungal composition has a broad antibacterial spectrum, reduces skin irritation, mucous membrane irritation, etc., has good dispersibility of the antibacterial and antifungal agent, and is economical due to a simple manufacturing process. Required. It can be said that these required characteristics largely depend on various characteristics of the antifungal agent contained in the antifungal composition.
【0004】上記のような防菌防黴剤を添加した防菌防
黴性組成物は、これらの要求特性を十分に満足するもの
ではない。A fungicidal / fungicidal composition to which the fungicidal / fungicidal agent is added does not sufficiently satisfy these required properties.
【0005】[0005]
【発明が解決しようとする課題】前述のような有機系防
菌防黴剤を添加した場合、薬剤自体の安全性から、皮膚
刺激性、粘膜刺激性等を示すものが多く、さらに耐性菌
の出現も生じるため、これらの防菌防黴剤を生活環境に
適用するには問題があった。また、ゼオライト等のセラ
ミックスに銀イオン等を担持したもので代表される抗菌
剤は、水不溶性のため、塗料、インキ、ワニス等へ添加
することは容易ではない。つまり、分散工程、分散助剤
の添加が必須となってしまう。また、水溶性抗菌剤も知
られているが、非水系の樹脂溶液に添加したのでは、分
散性、保存安定性に欠け、塗膜の表面平滑性を低下さ
せ、さらに、抗菌剤の抗菌性能も満足できるものではな
い。When the above-mentioned organic fungicides and fungicides are added, many of them exhibit skin irritation, mucous membrane irritation and the like due to the safety of the medicine itself. Because of the appearance, there is a problem in applying these fungicides and fungicides to living environments. Further, antibacterial agents typified by supporting silver ions or the like on ceramics such as zeolite are not easily added to paints, inks, varnishes, etc. because of their insolubility in water. That is, the dispersion step and the addition of a dispersion aid are indispensable. Water-soluble antibacterial agents are also known, but when added to a non-aqueous resin solution, they lack dispersibility and storage stability, reduce the surface smoothness of the coating film, and furthermore, the antibacterial performance of the antibacterial agent Is also not satisfactory.
【0006】従って、本発明の目的は、広範な抗菌スペ
クトルを有し、防菌防黴剤の分散が容易であり、保存安
定性に優れ、且つ塗膜の物性を低下させない防菌防黴組
成物を提供することである。Accordingly, an object of the present invention is to provide a fungicidal and fungicidal composition having a broad antibacterial spectrum, easy dispersing of the fungicide and fungicide, excellent storage stability, and which does not deteriorate the physical properties of the coating film. It is to provide things.
【0007】[0007]
【課題を解決するための手段】本発明者らは、鋭意検討
の結果、下記の手段によって上記課題を解決することが
できることを見出し本発明を完成した。即ち、本発明
は、防菌防黴性能を有する金属元素を含有する水溶性化
合物(A)、水溶性樹脂(B)および水分散性樹脂
(C)を含有することを特徴とする防菌防黴性組成物に
関する。更に本発明は、防菌防黴性能を有する金属元素
を含有する水溶性化合物(A)が、銀イオンを配位して
なる錯体である上記防菌防黴性組成物に関する。Means for Solving the Problems As a result of intensive studies, the present inventors have found that the above-mentioned objects can be solved by the following means, and have completed the present invention. That is, the present invention comprises a water-soluble compound (A), a water-soluble resin (B) and a water-dispersible resin (C) containing a metal element having a fungicidal and fungicidal property. It relates to a moldy composition. Furthermore, the present invention relates to the above-mentioned antibacterial and fungicidal composition, wherein the water-soluble compound (A) containing a metal element having antibacterial and antifungal properties is a complex formed by coordinating silver ions.
【0008】更に本発明は、防菌防黴性能を有する金属
元素を含有する水溶性化合物(A)が、チオール基含有
化合物に銀イオンを配位してなる錯体である上記防菌防
黴性組成物に関する。更に本発明は、錯体の対カチオン
がK+ 、Na+ 、Ca++およびBa++から選ばれること
を特徴とする上記防菌防黴性組成物に関する。本発明に
おける防菌防黴性能を有する金属元素を含有する水溶性
化合物(A)は、それ自体が水溶性であるため、ゼオラ
イト等の固体粒子に担持させる必要もなく塗料、イン
キ、ワニス等に簡便に添加することが可能であり、この
防菌防黴性組成物は分散性、保存安定性に優れている。
(A)の金属元素としては、銀、銅、亜鉛等から選ばれ
た少なくとも1つを含有する。この化合物には、例え
ば、硝酸銀、フッ化銀、塩素酸銀、過塩素酸銀、銀錯体
例えば銀アンミン錯体、チオール基含有化合物と銀イオ
ンとの錯体、酢酸銅、グルコン酸銅、銅クロロフィリン
ナトリウム、酢酸亜鉛、グルコン酸亜鉛、硝酸亜鉛、チ
オシアン酸亜鉛等が含まれる。これらは、単独で用いら
れ、または2種以上を混合して用いてもよい。Further, the present invention provides the above-mentioned antibacterial and fungicidal composition, wherein the water-soluble compound (A) containing a metal element having antibacterial and antifungal properties is a complex obtained by coordinating a thiol group-containing compound with silver ions. Composition. Further, the present invention relates to the above fungicidal and fungicidal composition, wherein the counter cation of the complex is selected from K +, Na +, Ca ++ and Ba ++. The water-soluble compound (A) containing a metal element having antibacterial and antifungal properties in the present invention is itself water-soluble, and therefore does not need to be supported on solid particles such as zeolite, and is used in paints, inks, varnishes, and the like. It can be easily added, and this antibacterial and antifungal composition has excellent dispersibility and storage stability.
The metal element (A) contains at least one selected from silver, copper, zinc and the like. This compound includes, for example, silver nitrate, silver fluoride, silver chlorate, silver perchlorate, a silver complex such as a silver ammine complex, a complex of a thiol group-containing compound and silver ion, copper acetate, copper gluconate, and sodium copper chlorophyllin. , Zinc acetate, zinc gluconate, zinc nitrate, zinc thiocyanate and the like. These may be used alone or as a mixture of two or more.
【0009】中でも銀化合物が好ましく、特に広範な抗
菌スペクトルを有し、且つ使用される他の配合成分に与
える影響が少ない上に、安全性の観点からチオール基含
有化合物に銀イオンが配位してなる錯体が、さらに好ま
しい。ここで、チオール基含有化合物とは、例えば該化
合物中にカルボキシル基、水酸基、アミノ基の官能基を
有していてもよく、チオサリチル酸およびその塩、p−
トルエンチオール、2─ナフタレンチオール、チオリン
ゴ酸、チオグリコール酸及びその塩、α−チオ乳酸、β
−チオ乳酸、システイン、チオグリセロール、5−メル
カプト−(1H)テトラゾリル酢酸ナトリウム塩、2−
メルカプトエタノール、メルカプトコハク酸およびその
塩、2,3−ジメチルカプトコハク酸、2−メルカプト
プロピオン酸、メルカプト酢酸、チオフェノール、2−
メルカプトベンズイミダゾール、2−メルカプトベンゾ
チアゾール、チオ尿酸、メルカプトニコチン酸、2−チ
オウラシル、2−メルカプトヒポキサンチン等が挙げら
れる。中でも防菌防黴活性および化合物の安定性の観点
から、チオサリチル酸およびその塩が好ましい。また、
銀イオンの供給源としては、水溶性銀塩が該錯体の製造
およびその後の使用における簡便性の観点から好まし
い。Among them, a silver compound is preferable, which has a particularly broad antibacterial spectrum, has little effect on other components used, and has a silver ion coordinated to a thiol group-containing compound from the viewpoint of safety. Are more preferred. Here, the thiol group-containing compound may have, for example, a carboxyl group, a hydroxyl group, or an amino group in the compound, and may contain thiosalicylic acid and a salt thereof,
Toluene thiol, 2-naphthalene thiol, thiomalic acid, thioglycolic acid and salts thereof, α-thiolactic acid, β
-Thiolactic acid, cysteine, thioglycerol, 5-mercapto- (1H) tetrazolylacetic acid sodium salt, 2-
Mercaptoethanol, mercaptosuccinic acid and its salts, 2,3-dimethylcaptosuccinic acid, 2-mercaptopropionic acid, mercaptoacetic acid, thiophenol, 2-
Examples include mercaptobenzimidazole, 2-mercaptobenzothiazole, thiouric acid, mercaptonicotinic acid, 2-thiouracil, and 2-mercaptohypoxanthine. Among them, thiosalicylic acid and salts thereof are preferred from the viewpoints of fungicidal and fungicidal activity and the stability of the compound. Also,
As a source of silver ions, a water-soluble silver salt is preferable from the viewpoint of simplicity in production of the complex and subsequent use.
【0010】該錯体は、例えばチオール基含有化合物と
銀イオンとを水溶液中で反応させ、アルコール等を添加
して錯体を析出させることによって製造することができ
る。上記錯体は、銀1モルに対して0.1〜4モル、好
ましくは、0.5〜2モルの配位子を反応させることに
よって得られ、この範囲外では耐候性等の耐久性が劣
る。さらに、0.1モル未満では防菌防黴能が十分では
なく、一方4モルを越えると高価な銀化合物を多量に使
用することとなるため、好ましくない。なお、上記錯体
に付加される対カチオンは、得られた錯体の溶解度およ
び耐久性の観点から、K+ 、Na+ 、Ca++およびBa
++等が好ましい。The complex can be produced, for example, by reacting a thiol group-containing compound with silver ions in an aqueous solution, and adding an alcohol or the like to precipitate the complex. The above-mentioned complex is obtained by reacting 0.1 to 4 mol, preferably 0.5 to 2 mol of a ligand with respect to 1 mol of silver, and out of this range, durability such as weather resistance is poor. . Further, if the amount is less than 0.1 mol, the antibacterial and fungicidal activity is not sufficient, while if it exceeds 4 mol, an expensive silver compound is used in a large amount, which is not preferable. Note that the counter cation added to the above complex is K + , Na + , Ca ++ and Ba from the viewpoint of the solubility and durability of the obtained complex.
++ and the like are preferable.
【0011】ここで、防菌防黴性能とは、ウィルス、細
菌並びに黴および酵母を含む真菌を含有する菌類に対し
て、その増殖を抑止する静菌能および/または死滅させ
る殺菌能を意味する。本発明における水溶性樹脂(B)
としては、水可溶性樹脂のみではなく、アルカリ可溶性
樹脂も含む。(B)としては、例えばポリビニルアルコ
ール、ポリビニルイソブチルエーテル、ポリエステル、
アクリル樹脂、スチレン−無水マレイン酸樹脂、スチレ
ン−マレイン酸樹脂、スチレン−アクリル酸共重合体、
スチレン−メタクリル酸共重合体、スチレン−αメチル
スチレン−アクリル酸共重合体、マレイン酸樹脂等が含
まれる。Here, the term "antibacterial and antifungal performance" means bacteriostatic ability to inhibit the growth of fungi containing viruses, bacteria and fungi including molds and yeasts and / or bactericidal ability to kill the fungi. . Water-soluble resin (B) in the present invention
Not only water-soluble resins but also alkali-soluble resins. As (B), for example, polyvinyl alcohol, polyvinyl isobutyl ether, polyester,
Acrylic resin, styrene-maleic anhydride resin, styrene-maleic acid resin, styrene-acrylic acid copolymer,
Styrene-methacrylic acid copolymer, styrene-α-methylstyrene-acrylic acid copolymer, maleic acid resin and the like are included.
【0012】本発明における水分散性樹脂(C)は、塗
膜の耐久性、耐水性、基材に対する接着強度、耐熱性、
耐ブロッキング性、柔軟性等の向上のために加えられる
ものであり、この(C)は、水に乳化分散可能な樹脂で
あり、所謂O/W型のエマルジョンとして用いられ、ゴ
ム状高分子および樹脂状高分子に大別することができ、
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、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、ビニル系樹脂(例え
ばポリ酢酸ビニル、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、アクリル樹脂等を列挙することができる。[0012] The water-dispersible resin (C) in the present invention can be used for the durability, water resistance, adhesive strength to a substrate, heat resistance, and the like of a coating film.
This (C) is a resin that can be emulsified and dispersed in water, is used as a so-called O / W emulsion, and is used for improving blocking resistance and flexibility. It can be roughly divided into resinous polymers,
Examples of the rubbery polymer include natural rubber, ethylene-propylene-diene rubber (EPDM), styrene-butadiene rubber (SBR), chloroprene rubber (CR), and acrylonitrile-butadiene rubber (NBR). Natural resins such as rosin, polyethylene, styrene-butadiene resin, vinyl resin (for example, polyvinyl acetate, ethylene-vinyl acetate copolymer, polyvinyl chloride), polyvinyl butyral, polystyrene,
Styrene-butadiene-based resin, urethane-based resin, silicon-based resin, acrylic resin and the like can be listed.
【0013】本発明では、(C)の製造を容易にし、そ
の安定性を増加させるため、必要により乳化剤を用いる
ことができる。また、本発明における防菌防黴組成物に
は、必要によりアンモニアまたはアミン、架橋剤、可塑
剤、アルコール等の有機溶剤を添加することができる。
本発明における防菌防黴組成物の、(A)/(B)の固
形分重量比は,0.05/100〜10/100,好ま
しくは0.1/100〜5/100であり,また(B)
/(C)の固形分重量比は,10/90〜75/25,
好ましくは20/80〜60/40である。(A)/
(B)/(C)では,0.05/10/90〜10/7
5/25,好ましくは0.1/20/80〜5/60/
40である。In the present invention, an emulsifier can be used if necessary in order to facilitate the production of (C) and increase its stability. In addition, an organic solvent such as ammonia or an amine, a crosslinking agent, a plasticizer, or an alcohol can be added to the antibacterial and fungicidal composition of the present invention, if necessary.
The solid weight ratio of (A) / (B) of the antibacterial and antifungal composition of the present invention is 0.05 / 100 to 10/100, preferably 0.1 / 100 to 5/100. (B)
/ (C) solid content weight ratio is 10 / 90-75 / 25,
Preferably it is 20 / 80-60 / 40. (A) /
In (B) / (C), 0.05 / 10/90 to 10/7
5/25, preferably 0.1 / 20/80 to 5/60 /
40.
【0014】本発明における防菌防黴組成物は、各種用
途に用いられ、紙の表面処理用、不織布処理用、OPニ
ス等として、好適に用いられる。本発明の組成物の適用
方法としては、ロールコート法、ディッピング法、印刷
法、スプレーコート法により塗工、含浸することができ
る。The antibacterial and fungicidal composition of the present invention is used for various purposes, and is suitably used for surface treatment of paper, nonwoven fabric treatment, OP varnish and the like. The composition of the present invention can be applied or impregnated by a roll coating method, a dipping method, a printing method, or a spray coating method.
【0015】[0015]
五協産業製メチルビニルエーテル−無水マレイン酸コポ
リマーGANTREZAN−149が固形分20%とな
るようにアンモニア水とイオン交換水を加え、完全に溶
解するまでミキサーで攪拌した後、東洋インキ製造製ト
ークリルW820(アクリル系水分散型樹脂)を固形分
20%となるように加え攪拌した後、硝酸銀、銀アンミ
ン錯体、またはチオサリチル酸・銀イオン錯体(1/
1)をそれぞれ0.1%添加したものを、ロールコータ
ーで上質紙、板紙または不織布に塗工し、110℃で1
0分間乾燥させた。 〔実施例3〕 (アクリル樹脂の調整) 岐阜セラック製造所製スチレン−無水マレイン酸樹脂G
SM1002が固形分20%となるようにアンモニア水
とイオン交換水を4つ口フラスコに加え、80℃で完全
に溶解させた後、80℃でスチレン/メチルメタクリレ
ート/エチルアクリレート 各モノマーをそれぞれ35
%/18%/47%、さらにアゾビスイソブチロニトリ
ル0.5%を混合したものを2時間かけて滴下した。滴
下終了後2時間80℃を保持し、アクリル樹脂を得た。 (抗菌剤の添加) 前記アクリル樹脂中に硝酸銀、銀アンミン錯体、または
チオサリチル酸・銀イオン錯体(1/1)を0.1%添
加したものを、上質紙、板紙または不織布に塗工し、1
10℃で5分間乾燥させた。 〔抗菌性評価〕 上記防菌防黴組成物の塗工物の大腸菌(E.coli)
および枯草菌(B.subtilis)に対する抗菌性
評価を行った。Aqueous ammonia and ion-exchanged water were added so that the solid content of methyl vinyl ether-maleic anhydride copolymer GANTREZAN-149 manufactured by Gokyo Sangyo was 20%, and the mixture was stirred with a mixer until completely dissolved. Acrylic water-dispersed resin) was added to a solid content of 20%, and the mixture was stirred. Then, silver nitrate, a silver ammine complex, or a thiosalicylic acid / silver ion complex (1/1) was added.
1) is added to high quality paper, paperboard or non-woven fabric with a roll coater, and 0.1% of each is added at 110 ° C.
Dry for 0 minutes. [Example 3] (Preparation of acrylic resin) Styrene-maleic anhydride resin G manufactured by Gifu Shellac Works
Ammonia water and ion-exchanged water were added to a four-necked flask so that SM1002 had a solid content of 20%, and completely dissolved at 80 ° C. Then, styrene / methyl methacrylate / ethyl acrylate monomer was added at 80 ° C at 35% each.
% / 18% / 47% and a mixture of 0.5% of azobisisobutyronitrile were added dropwise over 2 hours. After completion of the dropping, the temperature was kept at 80 ° C. for 2 hours to obtain an acrylic resin. (Addition of antibacterial agent) A material obtained by adding 0.1% of silver nitrate, silver ammine complex, or thiosalicylic acid / silver ion complex (1/1) to the acrylic resin is applied to high quality paper, paperboard or nonwoven fabric, 1
Dry at 10 ° C. for 5 minutes. [Evaluation of antibacterial property] Escherichia coli (E. coli) as a coating product of the above antibacterial and fungicidal composition
And Bacillus subtilis (B. subtilis).
【0016】各塗工物を約2cmの円形に切り取りウェ
ルに配置させた。菌は、スラントより1白金耳ずつソイ
ビン・カゼイン・ダイジェスト(SCD)液状培地5m
lに接種し、35℃24時間、振盪培養した。その後、
得られた培養液を、大腸菌含有培養液は100倍に、枯
草菌含有培養液は10倍に、各々希釈した。検体シート
(防菌防黴組成物塗工物;3検体、抗菌剤未添加塗工物
(実施例の組成物から(A)成分のみを除いて塗工した
物);3検体、シートのみ;1検体)およびウェルのみ
の計7の検体に対して2連ずつ、従って、1菌種に対し
て14ウェルを用意した。各ウェルに上記希釈菌液を
0.1mlずつ接種し、35℃24時間保存した。Each coating was cut into a circle of about 2 cm and placed in a well. The bacterium is 5m in soybin casein digest (SCD) liquid medium, one loop from the slant.
1 and inoculated at 35 ° C. for 24 hours with shaking. afterwards,
The resulting culture was diluted 100-fold for the E. coli-containing culture and 10-fold for the Bacillus subtilis-containing culture. Sample sheet (coated with antibacterial and antifungal composition; 3 samples, coated with no antimicrobial agent added (only component (A) is removed from the composition of Example); 3 samples, only sheet; One sample) and two wells for a total of 7 samples each containing only wells, and thus 14 wells were prepared for one strain. 0.1 ml of the diluted bacterial solution was inoculated into each well and stored at 35 ° C. for 24 hours.
【0017】その後、各ウェルおよびシートを滅菌生理
食塩水で洗浄し、菌を回収した。これを滅菌生理食塩水
で10倍段階希釈して、各希釈液を0.1mlずつ2枚
のSCD寒天培地にまき、35℃24時間培養後、コロ
ニー数を測定した。結果を表1に示した。 〔分散安定性・保存安定性〕なお、実施例1〜3の防菌
防黴性組成物は6ヶ月間常温で放置しても安定であっ
た。 比較例 実施例1〜3の組成物において水溶性の(A)成分のか
わりに、ゼオライトに銀イオン等を担持した抗菌剤を用
いて、ミキサーで分散させた。Thereafter, each well and sheet were washed with sterile physiological saline to collect the bacteria. This was serially diluted 10-fold with sterile physiological saline, and 0.1 ml of each diluted solution was spread on two SCD agar media. After culturing at 35 ° C. for 24 hours, the number of colonies was counted. The results are shown in Table 1. [Dispersion Stability / Storage Stability] The antibacterial and fungicidal compositions of Examples 1 to 3 were stable even when left at room temperature for 6 months. Comparative Example In the compositions of Examples 1 to 3, instead of the water-soluble component (A), an antibacterial agent having silver ions and the like supported on zeolite was used and dispersed by a mixer.
【0018】しかし、数時間で抗菌剤の沈降が見られ、
塗工することができなくなってしまった。However, sedimentation of the antibacterial agent was observed within a few hours,
I can no longer apply.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 小田 宗宏 神奈川県小田原市成田540番地明治乳業 株式会社細胞工学センター内 (72)発明者 鈴木 靖徳 神奈川県小田原市成田540番地明治乳業 株式会社細胞工学センター内 審査官 原 健司 (56)参考文献 特開 平1−125311(JP,A) 特開 平7−48744(JP,A) 特開 平6−227924(JP,A) 特開 平7−316433(JP,A) (58)調査した分野(Int.Cl.7,DB名) A01N 59/16 A01N 25/10 ──────────────────────────────────────────────────続 き Continued on the front page (72) Munehiro Oda, Inventor 540, Narita, Odawara-shi, Kanagawa Prefecture Meiji Dairy Co., Ltd. Examiner Kenji Hara (56) References JP-A-1-125311 (JP, A) JP-A-7-48744 (JP, A) JP-A-6-227924 (JP, A) JP-A-7-316433 ( JP, A) (58) Field surveyed (Int. Cl. 7 , DB name) A01N 59/16 A01N 25/10
Claims (4)
る水溶性化合物(A)、水溶性樹脂(B)および水分散
性樹脂(C)を含有することを特徴とする防菌防黴性組
成物。1. A water-soluble compound (A) , a water-soluble resin (B), and a water dispersion containing a metal element having antibacterial and fungicidal properties.
A fungicidal and fungicidal composition comprising a conductive resin (C) .
る水溶性化合物(A)が、銀イオンを配位してなる錯体
である請求項1記載の防菌防黴性組成物。2. A composition containing a metal element having antibacterial and antifungal properties.
That the water-soluble compound (A), Antibacterial and Antifungal composition according to claim 1, wherein a complex formed by coordination of silver ions.
る水溶性化合物(A)が、チオール基含有化合物に銀イ
オンを配位してなる錯体である請求項2記載の防菌防黴
性組成物。3. It contains a metal element having an antibacterial and antifungal property.
The antibacterial and antifungal composition according to claim 2, wherein the water-soluble compound (A) is a complex obtained by coordinating a thiol group-containing compound with silver ions.
++およびBa++から選ばれることを特徴とする請求項2
または3記載の防菌防黴性組成物。Counter cation wherein the complex member is K +, Na +, Ca
++ and claim 2, characterized in that it is selected from Ba ++
Or the antibacterial and antifungal composition according to 3 .
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP07055444A JP3117383B2 (en) | 1995-03-15 | 1995-03-15 | Bactericidal and antifungal composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP07055444A JP3117383B2 (en) | 1995-03-15 | 1995-03-15 | Bactericidal and antifungal composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH08245325A JPH08245325A (en) | 1996-09-24 |
JP3117383B2 true JP3117383B2 (en) | 2000-12-11 |
Family
ID=12998773
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JP07055444A Expired - Fee Related JP3117383B2 (en) | 1995-03-15 | 1995-03-15 | Bactericidal and antifungal composition |
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JP (1) | JP3117383B2 (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1998028983A1 (en) * | 1996-12-27 | 1998-07-09 | Fuji Chemical Industry Co., Ltd. | Antimicrobial/antifungal composition |
DE69917285T2 (en) * | 1998-08-14 | 2005-05-19 | Coloplast A/S | STABILIZED COMPOSITIONS WITH ANTIBACTERIAL EFFICACY |
JP7005809B1 (en) * | 2021-06-30 | 2022-01-24 | 東京インキ株式会社 | Manufacturing method of antibacterial overprint varnish, antibacterial printed matter, and antibacterial printed matter |
-
1995
- 1995-03-15 JP JP07055444A patent/JP3117383B2/en not_active Expired - Fee Related
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JPH08245325A (en) | 1996-09-24 |
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