JP2009007306A - Industrial antiseptic agent composition - Google Patents
Industrial antiseptic agent composition Download PDFInfo
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- JP2009007306A JP2009007306A JP2007171333A JP2007171333A JP2009007306A JP 2009007306 A JP2009007306 A JP 2009007306A JP 2007171333 A JP2007171333 A JP 2007171333A JP 2007171333 A JP2007171333 A JP 2007171333A JP 2009007306 A JP2009007306 A JP 2009007306A
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- isothiazolin
- trimethylene
- methyl
- benzisothiazolin
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- 239000000203 mixture Substances 0.000 title claims abstract description 50
- 239000004599 antimicrobial Substances 0.000 title abstract 3
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 claims abstract description 37
- PZOGAKOZVSTZSO-UHFFFAOYSA-N 2-methyl-5,6-dihydro-4h-cyclopenta[d][1,2]thiazol-3-one Chemical compound C1CCC2=C1SN(C)C2=O PZOGAKOZVSTZSO-UHFFFAOYSA-N 0.000 claims abstract description 20
- 150000001447 alkali salts Chemical class 0.000 claims abstract description 14
- 239000003755 preservative agent Substances 0.000 claims description 34
- 230000002335 preservative effect Effects 0.000 claims description 31
- 239000004480 active ingredient Substances 0.000 claims description 13
- 239000008235 industrial water Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims 2
- 230000002421 anti-septic effect Effects 0.000 abstract description 4
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 238000011156 evaluation Methods 0.000 description 15
- 230000000844 anti-bacterial effect Effects 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 238000009472 formulation Methods 0.000 description 10
- -1 latexes Substances 0.000 description 8
- 244000005700 microbiome Species 0.000 description 8
- GUUULVAMQJLDSY-UHFFFAOYSA-N 4,5-dihydro-1,2-thiazole Chemical class C1CC=NS1 GUUULVAMQJLDSY-UHFFFAOYSA-N 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
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- 230000000052 comparative effect Effects 0.000 description 6
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- 230000002195 synergetic effect Effects 0.000 description 6
- PUSPAPGHKSLKKH-UHFFFAOYSA-N 2-methyl-1,2-thiazolidin-3-one Chemical compound CN1SCCC1=O PUSPAPGHKSLKKH-UHFFFAOYSA-N 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 239000003973 paint Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000011109 contamination Methods 0.000 description 4
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- 229920000126 latex Polymers 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000000645 desinfectant Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000976 ink Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
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- 241000233866 Fungi Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000002054 inoculum Substances 0.000 description 2
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- 239000003921 oil Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- AVGVFDSUDIUXEU-UHFFFAOYSA-N 2-octyl-1,2-thiazolidin-3-one Chemical compound CCCCCCCCN1SCCC1=O AVGVFDSUDIUXEU-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 241000588986 Alcaligenes Species 0.000 description 1
- 241000589513 Burkholderia cepacia Species 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241000588777 Providencia rettgeri Species 0.000 description 1
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 1
- 241000589776 Pseudomonas putida Species 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 241000607715 Serratia marcescens Species 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 230000007815 allergy Effects 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005555 metalworking Methods 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical compound NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
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- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
本発明は一般工業水系品、例えばエマルション、ラテックス、水性塗料、水性インキ、紙用コーティング剤、澱粉糊、顔料スラリー、コンクリート混和剤等が微生物汚染により変質、腐敗するのを防止するために使用される工業用防腐剤組成物に関し、特に１，２−ベンゾイソチアゾリン−３−オンまたはそのアルカリ塩の少なくとも１種と２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンを有効成分として含有することを特徴とする工業用防腐剤組成物に関するものである。 The present invention is used to prevent general industrial water-based products such as emulsions, latexes, water-based paints, water-based inks, paper coating agents, starch pastes, pigment slurries, concrete admixtures from being altered or spoiled by microbial contamination. In particular, as an active ingredient, 1,2-benzisothiazolin-3-one or at least one of its alkali salts and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one It is related with the industrial preservative composition characterized by containing.
１，２−ベンゾイソチアゾリン−３−オンまたはそのアルカリ塩の少なくとも１種と２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンとを含有する組成物はエマルション、ラテックス、水性塗料、水性インキ、紙用コーティング剤、澱粉糊、顔料スラリー、コンクリート混和剤等の水系工業品に添加され、細菌、真菌などの微生物に起因する製品の変質、腐敗を防止する工業用防腐剤である。 The composition containing 1,2-benzisothiazolin-3-one or at least one of its alkali salts and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one is an emulsion, latex, water-based paint, It is an industrial preservative that is added to water-based industrial products such as water-based inks, paper coating agents, starch pastes, pigment slurries, concrete admixtures, etc., and prevents deterioration and spoilage of products caused by microorganisms such as bacteria and fungi.
従来から工業用殺菌剤・防腐剤組成物は一般工業水系製品の多くの分野で用いられており細菌類、カビ類、酵母類または藻類などの有害微生物を抑制するために使用される。その中でもイソチアゾリン系化合物は非常に効果的な工業用殺菌剤・防腐剤として以前から知られている。 Conventionally, industrial disinfectants / preservative compositions have been used in many fields of general industrial water-based products, and are used to control harmful microorganisms such as bacteria, fungi, yeasts, and algae. Among them, isothiazoline compounds have long been known as highly effective industrial disinfectants and preservatives.
１，２−ベンゾイソチアゾリン−３−オンと２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンはそれぞれ殺菌・防腐剤として知られているが、ある種類の微生物に対して殺菌・防腐効果が不十分であるとか、効果の持続性に欠けるなどの欠点を有している。 1,2-Benzisothiazolin-3-one and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one are known as bactericides and preservatives, respectively. It has drawbacks such as insufficient antiseptic effect and lack of sustainability.
イソチアゾリン系化合物を組み合わせて使用することは既に知られている。たとえば、２−メチルイソチアゾリン−３−オンと２−ｎ−オクチルイソチアゾリン−３−オンを含有する相乗効果を有する組成物が欧州特許第０６７６１４０ Ａ１号に開示されている。 It is already known to use isothiazoline compounds in combination. For example, a synergistic composition containing 2-methylisothiazolin-3-one and 2-n-octylisothiazolin-3-one is disclosed in EP 0676140 A1.
日本特許第０１２２４３０６号には、２−メチルイソチアゾリン−３−オン、１，２−ベンズイソチアゾリン−３−オン及び５−クロロ−２−メチルイソチアゾリン−３−オンからなる工業用殺菌・防腐剤組成物が開示されている。 Japanese Patent No. 0122306 discloses an industrial disinfectant / preservative composition comprising 2-methylisothiazolin-3-one, 1,2-benzisothiazolin-3-one and 5-chloro-2-methylisothiazolin-3-one Is disclosed.
また、２−メチルイソチアゾリン−３−オンと１，２−ベンゾイソチアゾリン−３−オンの組み合わせからなる相乗作用を有する工業用殺菌・防腐剤組成物がトールへミーゲゼルシャフトミットベシュレンクテルハフツング（Ｔｈｏｒ Ｃｈｅｍｉｅ ＧｍｂＨ）社、国際特許ＰＣＴ／ＥＰ９８／０５３１０に開示されている。
しかし従来のイソチアゾリン系化合物の組み合わせは、使用されている各有効成分の抗菌スペクトルが相加されただけであり、イソチアゾリン系化合物の組み合わせによる抗菌効果の相乗的作用は期待できない。
本発明の目的は、使用される有効成分を相乗的に作用させ、その結果有効成分を単独で使用した場合に必要な濃度に比べ、より低い濃度で使用することができる、そのため人、環境が被曝して汚染される程度が減少する、コスト削減が可能である、長期にわたり殺菌・防腐効果が維持できる等の特徴を有する工業用防腐剤組成物を提供することである。
However, the conventional combination of isothiazoline-based compounds is merely the addition of the antibacterial spectrum of each active ingredient used, and a synergistic action of the antibacterial effect due to the combination of isothiazoline-based compounds cannot be expected.
The object of the present invention is to make the active ingredient used synergistically, so that it can be used at a lower concentration compared to the concentration required when the active ingredient is used alone. An object is to provide an industrial preservative composition having features such that the degree of contamination by exposure is reduced, cost reduction is possible, and the bactericidal and antiseptic effect can be maintained over a long period of time.
この目的は、少なくとも２つの抗菌活性なイソチアゾリン系化合物を有し、そのうちの１つが２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンである本発明の工業用防腐剤組成物により達成される。本発明は１，２−ベンゾイソチアゾリン−３−オンまたはそのアルカリ塩の少なくとも１種と２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンを含むことを特徴とする工業用防腐剤組成物である。 This object is achieved by the industrial preservative composition of the present invention having at least two antibacterial active isothiazoline-based compounds, one of which is 2-methyl-4,5-trimethylene-4-isothiazolin-3-one. Achieved. The present invention relates to an industrial preservative comprising 1,2-benzisothiazolin-3-one or at least one of its alkali salts and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one It is a composition.
本発明の工業用防腐剤組成物は、エマルションペイント、ラテックスエマルション、水性塗料、金属加工油、澱粉のり、紙用塗工液、繊維油剤、コンクリート混和剤などの微生物による変質・汚染を抑制防除するのに相乗的防腐効果を発揮し、また製紙工程や工場冷却水系において微生物に起因して生ずるスライム障害を防止にも有効である。しかも低毒性で公害の心配がなく、対象組成物に対する悪影響を及ぼすこともない有用な工業用防腐剤組成物である。 The industrial preservative composition of the present invention suppresses and controls alteration and contamination by microorganisms such as emulsion paints, latex emulsions, aqueous paints, metalworking oils, starch pastes, paper coating liquids, fiber oils, concrete admixtures, etc. In addition, it exhibits a synergistic antiseptic effect and is also effective in preventing slime damage caused by microorganisms in the papermaking process and factory cooling water system. Moreover, it is a useful industrial preservative composition that has low toxicity, no pollution concerns, and does not adversely affect the target composition.
本組成物の１つ、２−メチル−４，５トリメチレン−４−イソチアゾリン−３−オンは、たとえば、５−クロロ−２−メチルイソチアゾリン−３−オン、２−メチルイソチアゾリン−３−オンや１，２−ベンゾイソチアゾリン−３−オンに比べ皮膚刺激性がかなり低い。また、環境に配慮された抗菌活性物質であり、この化合物を本組成物の一つとして使用することにより、使用者にとって、アレルギーを引き起こしたりするような欠点を抱えず、また、産業排水中の法的な規制の面からも非常に扱いやすい利点を有している。 One of the present compositions, 2-methyl-4,5 trimethylene-4-isothiazolin-3-one, is, for example, 5-chloro-2-methylisothiazolin-3-one, 2-methylisothiazolin-3-one or 1 , Skin irritation is considerably lower than 2-benzoisothiazolin-3-one. In addition, it is an antibacterial active substance that is environmentally friendly. By using this compound as one of the present compositions, there are no disadvantages such as causing allergies to the user. It has the advantage that it is very easy to handle in terms of legal regulations.
本発明の工業用防腐剤組成物は、１，２−ベンゾイソチアゾリン−３−オンまたはそのアルカリ塩の少なくとも１種と２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンを含んでおり、その重量比は通常５０〜１：１〜５０であり、好ましくは２０〜１：１〜２０の重量比である。 The industrial preservative composition of the present invention comprises 1,2-benzisothiazolin-3-one or at least one of its alkali salts and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one. The weight ratio is usually from 50 to 1: 1 to 50, preferably from 20 to 1: 1 to 20.
本発明の工業用防腐剤組成物において、１，２−ベンゾイソチアゾリン−３−オンまたはそのアルカリ塩の少なくとも１種と２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンは、いずれの場合も工業用防腐剤組成物剤の全量に対して１重量％〜４０重量％の濃度とするのが好ましい。 In the industrial preservative composition of the present invention, 1,2-benzisothiazolin-3-one or at least one of its alkali salts and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one are In this case, the concentration is preferably 1% by weight to 40% by weight with respect to the total amount of the industrial preservative composition.
本発明の組成を有する工業用防腐剤組成物剤には必要に応じて、例えば水および／または有機溶媒が使用できる。好ましい有機溶媒としてはエチレングリコール、ジ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等のグリコール類、エチレングリコールモノメチルエーテル、エチレングリコールモノエチルエーテル等のセロソルブ類、ジエチレングリコールモノメチルエーテル、ジエチレングリコールモノエチルエーテル等のカルビトール類が挙げられる。 For the industrial preservative composition having the composition of the present invention, for example, water and / or an organic solvent can be used as necessary. Preferred organic solvents include glycols such as ethylene glycol, diethylene glycol, propylene glycol and dipropylene glycol, cellosolves such as ethylene glycol monomethyl ether and ethylene glycol monoethyl ether, and carbitols such as diethylene glycol monomethyl ether and diethylene glycol monoethyl ether. Can be mentioned.
更にこの他に界面活性剤、例えばポリオキシアルキレンエーテル、ポリオキシアリルエーテル、ポリオキシアルキレンアミノエーテル、グリセリン脂肪酸エステル、ソルビタン脂肪酸エステル等のノニオン系界面活性剤や脂肪酸ナトリウム、硫酸アルキル塩、硫酸ポリオキシエチレン塩、アルキルベンゼンスルホン酸塩、α−オレフィンスルホン酸塩、アルキルリン酸塩等のアニオン系界面活性剤、アルキルジ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、アミドアミノ酸塩等の両性界面活性剤やコハク酸やクエン酸、酒石酸等の有機酸やその塩、公知のキレート剤、消泡剤、防錆剤等の添加剤を使用することができる。 In addition, surfactants such as nonionic surfactants such as polyoxyalkylene ether, polyoxyallyl ether, polyoxyalkylene amino ether, glycerin fatty acid ester, sorbitan fatty acid ester, fatty acid sodium, alkyl sulfate, polyoxysulfate Anionic surfactants such as ethylene salts, alkylbenzene sulfonates, α-olefin sulfonates, and alkyl phosphates, amphoteric surfactants such as alkyl dimethylamine oxide, alkyl carboxybetaines, alkylsulfobetaines, and amide amino acid salts, Additives such as organic acids such as succinic acid, citric acid and tartaric acid and salts thereof, known chelating agents, antifoaming agents and rust preventives can be used.
本発明の工業用防腐剤組成物において、１，２−ベンゾイソチアゾリン−３−オンまたはそのアルカリ塩の少なくとも１種と２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンに加えて、適用分野に応じて選択される１または２以上の他の抗菌活性物質を含むことができる。 In the industrial preservative composition of the present invention, in addition to at least one of 1,2-benzisothiazolin-3-one or an alkali salt thereof and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one One or more other antibacterial active substances selected according to the field of application can be included.
本発明の工業用防腐剤組成物を製造する方法としては、水にアルカリ金属または／および水酸化アルカリ土類金属と１，２−ベンゾイソチアゾリン−３−オンを溶解させ、必要に応じて有機溶媒を加えた後、２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンを加え攪拌混合する方法が一般的である。この工業用防腐剤組成物を対象となる一般工業水系品に添加する方法が一般的であるが、対象となる一般工業水系品によっては１，２−ベンゾイソチアゾリン−３−オンまたはそのアルカリ塩と２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンを別々に添加することも可能である。 As a method for producing the industrial preservative composition of the present invention, an alkali metal or / and an alkaline earth metal hydroxide and 1,2-benzisothiazolin-3-one are dissolved in water, and an organic solvent is used as necessary. Is generally added, and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one is added and mixed with stirring. A method of adding this industrial preservative composition to a general industrial water system product is common, but depending on the target general industrial water system product, 1,2-benzisothiazolin-3-one or its alkali salt It is also possible to add 2-methyl-4,5-trimethylene-4-isothiazolin-3-one separately.
本発明の工業用防腐剤組成物は一般工業水系品、例えばエマルション、ラテックス、水性塗料、水性インキ、紙用コーティング剤、澱粉糊、顔料スラリー、コンクリート混和剤等に使用されるがその添加量は対象となる一般工業水系品に対して有効成分濃度が０．０１重量％〜１．０重量％になるように添加するのが好ましく、より好ましくは０．０５重量％〜０．５重量％程度に添加する。
添加する方法としては、例えば滴下法、塗布法、噴霧法、浸漬法等の公知の方法を使用することができる。
The industrial preservative composition of the present invention is used for general industrial water-based products such as emulsions, latexes, water-based paints, water-based inks, paper coating agents, starch pastes, pigment slurries, concrete admixtures, etc. It is preferable to add the active ingredient concentration to the target general industrial water-based product so that the active ingredient concentration is 0.01 wt% to 1.0 wt%, more preferably about 0.05 wt% to 0.5 wt%. Add to.
As a method for addition, for example, a known method such as a dropping method, a coating method, a spraying method, or a dipping method can be used.
１，２−ベンゾイソチアゾリン−３−オン、２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンはそれぞれアーチ・ケミカルズ（Ａｒｃｈ Ｃｈｅｍｉｃａｌｓ）社からＰｒｏｘｅｌ Ｐｒｅｓｓ Ｐａｓｔｅ（登録商標）、Ｐｒｏｍｅｘａｌ Ｘ５０の商品名で市販されている。 1,2-benzisothiazolin-3-one and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one were obtained from Arch Chemicals, respectively, as Proxel Press Paste (registered trademark) and Proxal X50. It is commercially available under the trade name.
本発明の工業用防腐剤組成物は１，２−ベンゾイソチアゾリン−３−オンまたはそのアルカリ塩の１種と２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンとの組み合わせが、これらの各化合物を単独で使用したときに示される抗菌活性よりも大きく、且つ他のイソチアゾリン系化合物との組み合わせに比べてもより大きな抗菌活性を相乗的に有するものである。 The industrial preservative composition of the present invention is a combination of 1,2-benzisothiazolin-3-one or one of its alkali salts and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one, It is greater than the antibacterial activity exhibited when each of these compounds is used alone, and has a synergistic greater antibacterial activity than the combination with other isothiazoline compounds.
以下、製剤例、実施例、比較例により本発明を具体的に説明するが、本発明はこれらの例によって制限されるものではない。実施例、比較例中の「％」は「重量％」を表す。 Hereinafter, the present invention will be specifically described by way of formulation examples, examples and comparative examples, but the present invention is not limited by these examples. “%” In Examples and Comparative Examples represents “% by weight”.
以下実施例は、本発明の工業用防腐剤組成物における２つの抗菌活性物質の相乗作用を示すものである。以下比較例は、工業用防腐剤組成物における単独での抗菌活性および他のイソチアゾリン系化合物の組み合わせによる抗菌活性を示すものである。 The following examples show the synergistic action of two antimicrobial active substances in the industrial preservative composition of the present invention. The comparative examples below show the antibacterial activity of an industrial preservative composition alone and the antibacterial activity of a combination of other isothiazoline compounds.
製剤１−６の調整 Preparation of formulation 1-6
（製剤例１）
水酸化ナトリウム０．６％をイオン交換水２５．４％に溶解させた後、１，２−ベンゾイソチアゾリン−３−オン（以下、ＢＩＴと略す）４．０％、ジプロピレングリコール５０％を加え、攪拌して溶解させた。ＢＩＴ溶解後、２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オン（有効成分濃度５％、以下ＭＴＩと略す）を２０％を加え攪拌して工業用防腐剤組成物１を得た。
(Formulation example 1)
After 0.6% sodium hydroxide was dissolved in 25.4% ion-exchanged water, 4.0% 1,2-benzisothiazolin-3-one (hereinafter abbreviated as BIT) and 50% dipropylene glycol were added. And dissolved by stirring. After dissolving BIT, 20% of 2-methyl-4,5-trimethylene-4-isothiazolin-3-one (active ingredient concentration 5%, hereinafter abbreviated as MTI) is added and stirred to obtain an industrial preservative composition 1. It was.
（製剤例２）
ＢＩＴ ２．５％、ジプロピレングリコール４７．５％を加えＢＩＴを完全溶解させた。ＢＩＴ溶解後、ＭＴＩを５０％加え、ＢＩＴ ２．５％，ＭＴＩ ２．５％の工業用防腐剤組成物２を得た。
(Formulation example 2)
BIT 2.5% and dipropylene glycol 47.5% were added to completely dissolve BIT. After dissolution of BIT, 50% of MTI was added to obtain industrial preservative composition 2 having BIT 2.5% and MTI 2.5%.
（製剤例３）
ＢＩＴ １．０％、ジプロピレングリコール１９．０％を加えＢＩＴを完全溶解させた。ＢＩＴ溶解後、ＭＴＩを８０％加え、ＢＩＴ １．０％，ＭＴＩ ４．０％の工業用防腐剤組成物３を得た。
(Formulation example 3)
BIT 1.0% and dipropylene glycol 19.0% were added to completely dissolve BIT. After dissolution of BIT, 80% of MTI was added to obtain industrial preservative composition 3 having BIT of 1.0% and MTI of 4.0%.
（製剤例４）
水酸化ナトリウム１．３％をイオン交換水２８．７％に溶解させた後、ＢＩＴを５．０％、ジプロピレングリコール６５％を加え、攪拌して溶解させた。工業用防腐剤組成物４を得た。
(Formulation example 4)
After dissolving 1.3% sodium hydroxide in 28.7% ion-exchanged water, 5.0% BIT and 65% dipropylene glycol were added and stirred to dissolve. Industrial preservative composition 4 was obtained.
（製剤例５）
ＭＴＩをそのまま使用し有効成分濃度５％の工業用防腐剤組成物５を得た。
(Formulation example 5)
MTI was used as it was to obtain an industrial preservative composition 5 having an active ingredient concentration of 5%.
（製剤例６）
ＢＩＴ ２．５％、ジプロピレングリコール７０％、イオン交換水２２．５％を加えＢＩＴを完全溶解させた。ＢＩＴ溶解後、２−メチルイソチアゾリン−３−オン（ケミクレア社製Ｚｏｎｅｎ ＭＴ：有効成分濃度５０％、以下ＭＩＴと略す）を５％加え、ＢＩＴ ２．５％，ＭＩＴ ２．５％の工業用防腐剤組成物６を得た。
(Formulation Example 6)
BIT 2.5%, dipropylene glycol 70% and ion-exchanged water 22.5% were added to completely dissolve BIT. After dissolution of BIT, 5% 2-methylisothiazolin-3-one (Zonen MT manufactured by Chemicrea Co., Ltd .: active ingredient concentration: 50%, hereinafter abbreviated as MIT) is added, and industrial preservatives of BIT 2.5% and MIT 2.5% are added. Agent composition 6 was obtained.
菌液の調整
Ｐｓｅｕｄｏｍｏｎａｓ ａｅｒｕｇｉｎｏｓａ
Ｐｓｅｕｄｏｍｏｎａｓ ｃｅｐａｃｉａ
Ｐｓｅｕｄｏｍｏｎａｓ ｐｕｔｉｄａ
Ｐｒｏｖｉｄｅｎｃｉａ ｒｅｔｔｇｅｒｉ
Ａｅｒｏｍｏｎｕｓ ｈｙｄｏｒｏｐｈｉｌａ
Ａｌｃａｌｉｇｅｎｅｓ ｓｐｐ
Ｓｅｒｒａｔｉａ ｍａｒｃｅｓｃｅｎｓ
以上の細菌を栄養培地、普通ブイヨン培地に加え、細菌混合液の細胞密度は１０６個／ｍｌに調整したものを接種液とした。
Preparation of bacterial solution Pseudomonas aeruginosa
Pseudomonas cepacia
Pseudomonas putida
Providencia rettgeri
Aeromonus hydrophila
Alcaligenes spp
Serratia marcescens
The inoculum was prepared by adding the above bacteria to a nutrient medium or a normal broth medium and adjusting the cell density of the bacterial mixture to 10 6 cells / ml.
（試験方法）
水性ラテックスに微生物が繁殖しやすくするために、栄養源（酵母エキス）を水性ラテックスに対し０．３％を加えた。これを評価用サンプルとした。
評価用サンプルに前記載の各製剤を１０００ｐｐｍ、２０００ｐｐｍ、３０００ｐｐｍ添加した。
各サンプルに接種液２％を接種して３０℃恒温器に保管した。接種後７日後に画線塗抹法により微生物の残存状態を確認した。これを計４回繰り返した。
(Test method)
In order to facilitate the propagation of microorganisms in the aqueous latex, 0.3% of the nutrient source (yeast extract) was added to the aqueous latex. This was used as a sample for evaluation.
1000 ppm, 2000 ppm, and 3000 ppm of each preparation described above were added to the sample for evaluation.
Each sample was inoculated with 2% inoculum and stored in a 30 ° C incubator. Seven days after the inoculation, the remaining state of microorganisms was confirmed by a smear painting method. This was repeated a total of 4 times.
（評価基準）
微生物の残存状態は普通寒天培地上に残存する微生物の量に応じて表１に示した基準により判定した。
(Evaluation criteria)
The remaining state of the microorganism was determined according to the criteria shown in Table 1 according to the amount of the microorganism remaining on the normal agar medium.
（実施例１）
評価用サンプルに各製剤１−３を１０００ｐｐｍ添加したサンプルの評価結果を表２に示す。
製剤無添加品をブランクとした。
Example 1
Table 2 shows the evaluation results of the sample obtained by adding 1000 ppm of each preparation 1-3 to the evaluation sample.
A product-free product was used as a blank.
（実施例２）
評価用サンプルに各製剤１−３を２０００ｐｐｍ添加したサンプルの評価結果を表２に示す。
製剤無添加品をブランクとした。
(Example 2)
Table 2 shows the evaluation results of the samples obtained by adding 2000 ppm of each preparation 1-3 to the evaluation samples.
A product-free product was used as a blank.
（実施例３）
評価用サンプルに各製剤１−３を３０００ｐｐｍ添加したサンプルの評価結果を表２に示す。
製剤無添加品をブランクとした。
(Example 3)
Table 2 shows the evaluation results of the sample obtained by adding 3000 ppm of each preparation 1-3 to the sample for evaluation.
A product-free product was used as a blank.
（比較例１）
評価用サンプルに各製剤４−６を１０００ｐｐｍ添加したサンプルの評価結果を表２に示す。
製剤無添加品をブランクとした。
(Comparative Example 1)
Table 2 shows the evaluation results of samples obtained by adding 1000 ppm of each formulation 4-6 to the samples for evaluation.
A product-free product was used as a blank.
（比較例２）
評価用サンプルに各製剤４−６を２０００ｐｐｍ添加したサンプルの評価結果を表２に示す。
製剤無添加品をブランクとした。
(Comparative Example 2)
Table 2 shows the evaluation results of samples obtained by adding 2000 ppm of each preparation 4-6 to the samples for evaluation.
The product without additive was used as a blank.
（比較例３）
評価用サンプルに各製剤４−６を３０００ｐｐｍ添加したサンプルの評価結果を表２に示す。
製剤無添加品をブランクとした。
(Comparative Example 3)
Table 2 shows the evaluation results of samples obtained by adding 3000 ppm of each formulation 4-6 to the evaluation samples.
A product-free product was used as a blank.
本発明の工業用防腐剤は１，２−ベンゾイソチアゾリン−３−オンまたはそのアルカリ塩の少なくとも１種と２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンを有効成分として含有するため低濃度で微生物汚染による腐敗を著しく回避できるものである。 The industrial preservative of the present invention contains 1,2-benzisothiazolin-3-one or at least one of its alkali salts and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one as active ingredients. Therefore, it is possible to remarkably avoid spoilage due to microbial contamination at a low concentration.
Claims (4)
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Cited By (2)
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| WO2014175139A1 (en) * | 2013-04-26 | 2014-10-30 | 日本曹達株式会社 | Bactericidal composition |
| WO2017010505A1 (en) * | 2015-07-14 | 2017-01-19 | ロンザ リミテッド | Preservative composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2014175139A1 (en) * | 2013-04-26 | 2014-10-30 | 日本曹達株式会社 | Bactericidal composition |
| JPWO2014175139A1 (en) * | 2013-04-26 | 2017-02-23 | 日本曹達株式会社 | Disinfectant composition |
| WO2017010505A1 (en) * | 2015-07-14 | 2017-01-19 | ロンザ リミテッド | Preservative composition |
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