JP2008179571A - Microorganism-controlling agent and method for controlling microorganism - Google Patents
Microorganism-controlling agent and method for controlling microorganism Download PDFInfo
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- JP2008179571A JP2008179571A JP2007014952A JP2007014952A JP2008179571A JP 2008179571 A JP2008179571 A JP 2008179571A JP 2007014952 A JP2007014952 A JP 2007014952A JP 2007014952 A JP2007014952 A JP 2007014952A JP 2008179571 A JP2008179571 A JP 2008179571A
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- 244000005700 microbiome Species 0.000 title claims abstract description 34
- 238000000034 method Methods 0.000 title claims abstract description 9
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 8
- 150000001450 anions Chemical class 0.000 claims abstract description 7
- 239000004480 active ingredient Substances 0.000 claims abstract description 5
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 125000005843 halogen group Chemical group 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- ZWLUXSQADUDCSB-UHFFFAOYSA-N phthalaldehyde Chemical compound O=CC1=CC=CC=C1C=O ZWLUXSQADUDCSB-UHFFFAOYSA-N 0.000 claims description 9
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims description 7
- 230000000813 microbial effect Effects 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 239000001273 butane Substances 0.000 claims description 4
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 6
- -1 carboxylate ion Chemical class 0.000 description 4
- 239000000498 cooling water Substances 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 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
- 238000005187 foaming Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 239000008235 industrial water Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical class O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 description 1
- GUUULVAMQJLDSY-UHFFFAOYSA-N 4,5-dihydro-1,2-thiazole Chemical class C1CC=NS1 GUUULVAMQJLDSY-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- SYRYCMSRILEZNI-UHFFFAOYSA-N 5-chloro-2-methyl-3h-1,2-thiazole Chemical compound CN1CC=C(Cl)S1 SYRYCMSRILEZNI-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 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
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- IMQLKJBTEOYOSI-GPIVLXJGSA-N Inositol-hexakisphosphate Chemical compound OP(O)(=O)O[C@H]1[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O IMQLKJBTEOYOSI-GPIVLXJGSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- IMQLKJBTEOYOSI-UHFFFAOYSA-N Phytic acid Natural products OP(O)(=O)OC1C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C1OP(O)(O)=O IMQLKJBTEOYOSI-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 229920002125 Sokalan® Polymers 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
- 239000002253 acid Substances 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000003851 azoles Chemical class 0.000 description 1
- IZALUMVGBVKPJD-UHFFFAOYSA-N benzene-1,3-dicarbaldehyde Chemical compound O=CC1=CC=CC(C=O)=C1 IZALUMVGBVKPJD-UHFFFAOYSA-N 0.000 description 1
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 229940006460 bromide ion Drugs 0.000 description 1
- 150000003842 bromide salts Chemical class 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- FGDLGJWCMASAHH-UHFFFAOYSA-N butane;dihydrobromide Chemical compound Br.Br.CCCC FGDLGJWCMASAHH-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 description 1
- 229940006461 iodide ion Drugs 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- JWZXKXIUSSIAMR-UHFFFAOYSA-N methylene bis(thiocyanate) Chemical compound N#CSCSC#N JWZXKXIUSSIAMR-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 229960003330 pentetic acid Drugs 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 235000002949 phytic acid Nutrition 0.000 description 1
- 239000000467 phytic acid Substances 0.000 description 1
- 229940068041 phytic acid Drugs 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000002455 scale inhibitor Substances 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 150000003567 thiocyanates Chemical class 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
本発明は、各種工業用水、排水、冷却水、冷温水等の水系において、効果的に微生物を防除する微生物防除剤、及び、微生物防除方法に関する。 The present invention relates to a microbial control agent and a microbial control method for effectively controlling microorganisms in water systems such as various industrial water, waste water, cooling water, and cold / hot water.
従来の微生物防除剤の中で、通常の四級アンモニウム化合物は泡立ちが激しいという欠点があり、特に冷却塔を備えた冷却水系では応用が困難である。また、イソチアゾリン化合物類も有効ではあるが、毒性、皮膚刺激性が強く取り扱いにくい。フタルアルデヒド、グルタルアルデヒドは有効であるが、低濃度においては、微生物防除性が低下しやすく、かつ、防除効果の持続性が低いという欠点があり、高濃度添加が必要であった。 Among conventional microbial control agents, ordinary quaternary ammonium compounds have the disadvantage of severe foaming and are difficult to apply, particularly in cooling water systems equipped with cooling towers. In addition, although isothiazoline compounds are effective, they are strong in toxicity and skin irritation and are difficult to handle. Phthalaldehyde and glutaraldehyde are effective, but at low concentrations, the microorganism control properties tend to be low, and the sustainability of the control effect is low, and high concentrations need to be added.
ここで、ビスピリジニウム塩類は安全性が高く、発泡性もない微生物防除剤として知られている（特開２００６−１８８９公報（特許文献１）、特開２００６−２２０３１公報（特許文献２）、特開２００６−２１１０５公報（特許文献３））が、低濃度では微生物防除能力が不充分な場合もあり、工業用水等への分野へ応用する場合に不利であった。
本発明は、上記した従来の問題点を改善する、すなわち、低濃度での添加で高い効果が持続して得られ、安全性が高く、かつ、取り扱いが容易な微生物防除剤及び微生物防除方法を提供することを目的とする。 The present invention improves the above-described conventional problems, that is, a microorganism control agent and a method for controlling microorganisms that are continuously obtained with a high effect by addition at a low concentration, have high safety, and are easy to handle. The purpose is to provide.
本発明の微生物防除剤は上記課題を解決するため、請求項１に記載の通り、フタルアルデヒド及び／またはグルタルアルデヒドと、下記一般式（Ｉ）で示される化合物とを有効成分として含有することを特徴とする微生物防除剤である。
また、本発明の微生物防除剤は、請求項１に記載の微生物防除剤において、請求項２に記載の通り、前記一般式（１）において、Ｒ１およびＲ４は、ピリジン環の３または４位置に結合しているメチレン基であり、Ｒ２およびＲ５は、水素原子であり、Ｒ３は、テトラメチレン基であり、Ｒ６は、オクチル基、デシル基およびドデシル基から選ばれる基であり、Ｚ−は、水中で解離可能な陰イオンである。 Further, the microorganism control agent of the present invention is the microorganism control agent according to claim 1, and as described in claim 2, in the general formula (1), R 1 and R 4 are 3 or 4 of the pyridine ring. A methylene group bonded to a position; R 2 and R 5 are hydrogen atoms; R 3 is a tetramethylene group; and R 6 is a group selected from an octyl group, a decyl group, and a dodecyl group. And Z − is an anion that can be dissociated in water.
また、本発明の微生物防除剤は、請求項２に記載の微生物防除剤において、前記一般式（１）で示される化合物が、１，４−ビス（３，３’−（１−デシルピリジニウム）メチルオキシ）ブタンの塩であることを特徴とする微生物防除剤である。 The microorganism control agent of the present invention is the microorganism control agent according to claim 2, wherein the compound represented by the general formula (1) is 1,4-bis (3,3 ′-(1-decylpyridinium). A microbial control agent characterized by being a salt of methyloxy) butane.
本発明の微生物防除方法は、請求項４に記載の通り、請求項１ないし請求項３のいずれか１項に記載の微生物防除剤を水系水に添加することを特徴とする微生物防除方法である。 As described in claim 4, the microorganism control method of the present invention is a microorganism control method comprising adding the microorganism control agent according to any one of claims 1 to 3 to aqueous water. .
本発明の微生物防除剤によれば、上記構成により、低濃度での添加で高い効果が持続して得られ、安全性が高く、かつ、取り扱いが容易な微生物防除剤を得ることができる。 According to the microorganism control agent of the present invention, with the above-described structure, a high effect can be continuously obtained by addition at a low concentration, and a microorganism control agent that is highly safe and easy to handle can be obtained.
また、本発明の微生物防除方法は、安全性が高く、かつ、容易に実施を行うことができる。また、微生物防除剤の添加量が少量で済むため、投入装置が簡易なものとなり、また、小型のもので充分であるため、設置が容易となり、また、価格も安価なものとなる。 The microorganism control method of the present invention is highly safe and can be easily carried out. Further, since the addition amount of the microorganism control agent is small, the charging device is simple, and the small size is sufficient, so that the installation is easy and the price is low.
本発明は、フタルアルデヒド及び／またはグルタルアルデヒドと、下記一般式（Ｉ）で示される化合物とを有効成分として含有する微生物防除剤である。
本発明の微生物防除剤における第一成分であるフタルアルデヒド及びグルタルアルデヒドから１種以上選ばれるアルデヒドと本発明における第二成分である上記一般式（Ｉ）で表される化合物との配合比は重量比で１：１００〜２０：１であることが好ましい。この範囲から逸脱した配合比であると、これら成分による微生物防除における相乗効果が得られにくくなるおそれがある。より好ましい範囲は１：２０〜５：１である。 The blending ratio of the aldehyde selected from the phthalaldehyde and glutaraldehyde, which are the first component in the microorganism control agent of the present invention, to the compound represented by the general formula (I), which is the second component in the present invention, is weight. The ratio is preferably 1: 100 to 20: 1. If the blending ratio deviates from this range, it may be difficult to obtain a synergistic effect in microbial control by these components. A more preferable range is 1:20 to 5: 1.
ここで、フタルアルデヒドとしては、オルトフタルアルデヒド、イソフタルアルデヒド及びテレフタルアルデヒドがあり、本発明ではこれらのいずれを単独で、あるいは組み合わせて用いても良いが、特にオルトフタルアルデヒドを用いると、高い微生物防除効果が得られるので好ましい。 Here, as phthalaldehyde, there are orthophthalaldehyde, isophthalaldehyde and terephthalaldehyde. In the present invention, any of these may be used alone or in combination. Since an effect is acquired, it is preferable.
本発明における第二成分である上記一般式（Ｉ）で表される化合物において、一般式（Ｉ）中Ｚ−としては、水中で解離可能な陰イオンであり、例えば、塩化物イオン、臭化物イオン、ヨウ化物イオン、カルボン酸イオン、ＯＳ−Ｏ２Ｒ７（Ｒ7は、低級アルキル基若しくは置換或いは無置換のフェニル基である）が挙げられる。 In the compound represented by the above general formula (I), which is the second component in the present invention, Z − in the general formula (I) is an anion dissociable in water, for example, chloride ion, bromide ion. , Iodide ion, carboxylate ion, OS - O 2 R 7 (R 7 is a lower alkyl group or a substituted or unsubstituted phenyl group).
ここで、第二成分である上記一般式（Ｉ）で表される化合物が１，４−ビス（３，３’−（１−デシルピリジニウム）メチルオキシ）ブタンの塩であることが好ましい。ここで化学式（ＩＩ）として１，４−ビス（３，３’−（１−デシルピリジニウム）メチルオキシ）ブタンの臭化物塩を示す。 Here, the compound represented by the general formula (I) as the second component is preferably a salt of 1,4-bis (3,3 ′-(1-decylpyridinium) methyloxy) butane. Here, a bromide salt of 1,4-bis (3,3 ′-(1-decylpyridinium) methyloxy) butane is shown as the chemical formula (II).
本発明の微生物防除剤の添加量は対象水系の水質や環境によって多少の変化はあるが、通常、有効成分の合計濃度として１ｍｇ／Ｌ以上１０００ｍｇ／Ｌ以下となるように添加する。添加量が１ｍｇ／Ｌ未満であると充分な微生物防除効果が得られず、また、１０００ｍｇ／Ｌ超添加しても、添加量増加に見合った微生物防除効果の向上が得られない。より好ましい添加量は２ｍｇ／Ｌ以上５０ｍｇ／Ｌ以下である。 Although the addition amount of the microorganism control agent of the present invention varies somewhat depending on the water quality and environment of the target aqueous system, it is usually added so that the total concentration of active ingredients is 1 mg / L or more and 1000 mg / L or less. When the addition amount is less than 1 mg / L, a sufficient microorganism control effect cannot be obtained, and even when added in excess of 1000 mg / L, an improvement in the microorganism control effect commensurate with the increase in the addition amount cannot be obtained. A more preferable addition amount is 2 mg / L or more and 50 mg / L or less.
本発明の微生物防除方法においては第一成分であるフタルアルデヒド及び／またはグルタルアルデヒドと、第２成分である一般式（Ｉ）で表される化合物とを、水系水に添加すればよいが、これら２つの成分添加は同時でなくてもよいし、さらに、例えば添加水系水を分析して、水中濃度が不足している成分のみを添加しても良い。 In the microorganism control method of the present invention, phthalaldehyde and / or glutaraldehyde as the first component and the compound represented by the general formula (I) as the second component may be added to the aqueous water. The two components may not be added at the same time. Furthermore, for example, the added aqueous system water may be analyzed to add only the component whose water concentration is insufficient.
本発明の微生物防除剤は、さらにその特性を改良するなどの目的で、本発明の効果が損なわれない限り、例えばアクリル酸系重合体、マレイン酸系重合体、メタクリル酸系重合体、スルホン酸系重合体、燐酸系重合体、イタコン酸系重合体、イソブチレン系重合体、ホスホン酸、ホスフィン酸、あるいはこれらの水溶性塩などのスケール防止剤、例えば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、１，２−ベンゾイソチアゾリン−３−オン等のイソチアゾロン系化合物、過酸化水素、ヒドラジン、塩素系殺菌剤（次亜塩素酸ナトリウム等）、臭素系殺菌剤及びヨウ素系殺菌剤、さらにジチオール系化合物、メチレンビスチオシアネートなどのチオシアネート系化合物、ヨーネンポリマー、一般式（Ｉ）で表される化合物以外のビス型四級アンモニウム塩、ビス型四級アンモニウム塩以外の四級アンモニウム塩系化合物などのスライム防止剤、例えばベンゾトリアゾール、トリルトリアゾール等のアゾール類、例えばエチレンジアミン、ジエチレントリアミン等のアミン系化合物、例えばニトリロ三酢酸、エチレンジアミン四酢酸、ジエチレントリアミン五酢酸等のアミノカルボン酸系化合物、例えばグルコン酸、クエン酸、シュウ酸、ギ酸、酒石酸、フィチン酸、琥珀酸、乳酸等の有機カルボン酸など、各種の水処理剤を併用することができ、その場合も本発明に含まれる。 The microorganism control agent of the present invention is not limited to the effects of the present invention for the purpose of, for example, further improving its properties. For example, an acrylic acid polymer, a maleic acid polymer, a methacrylic acid polymer, a sulfonic acid Scale inhibitors, such as 5-chloro-2-methyl-4-isothiazoline, such as benzoic acid polymers, phosphoric acid polymers, itaconic acid polymers, isobutylene polymers, phosphonic acid, phosphinic acid, or water-soluble salts thereof. -3-one, 2-methyl-4-isothiazolin-3-one, isothiazolone compounds such as 1,2-benzisothiazolin-3-one, hydrogen peroxide, hydrazine, chlorine-based fungicides (sodium hypochlorite, etc.) ), Bromine and iodine fungicides, dithiol compounds, thiocyanate compounds such as methylenebis thiocyanate, Anti-slime agents such as bis-quaternary ammonium salts other than the compounds represented by formula (I), quaternary ammonium salt compounds other than bis-quaternary ammonium salts, eg azoles such as benzotriazole and tolyltriazole Amine compounds such as ethylenediamine and diethylenetriamine, aminocarboxylic acid compounds such as nitrilotriacetic acid, ethylenediaminetetraacetic acid and diethylenetriaminepentaacetic acid such as gluconic acid, citric acid, oxalic acid, formic acid, tartaric acid, phytic acid, Various water treatment agents such as organic carboxylic acids such as acid and lactic acid can be used in combination, and such cases are also included in the present invention.
以下に本発明の実施例について示すが、本発明はこれら実施例に限定されるものではない。 Examples of the present invention are shown below, but the present invention is not limited to these examples.
＜試験水＞
実際の工場（所在地：茨城県）の冷却水系より採取した冷却水を試験水として用いた。
<Test water>
Cooling water collected from the cooling water system of an actual factory (location: Ibaraki Prefecture) was used as test water.
＜試験方法＞
上記試験水を３０ｍＬずつ複数の５０ｍＬの振盪フラスコに取り、それらそれぞれに表１に示した薬品を表２に示す量（表中単位はｍｇ／Ｌ、各空欄は”添加なし”を表す）添加して、３０℃、６０ｒｐｍで振盪し培養した。これら振盪フラスコから経時的（培養開始直後（０ｈ）、培養開始３時間後（３ｈ）、培養開始２４時間後（２４ｈ）及び培養開始３日後（３ｄａｙ））にサンプリングして、そのサンプル中の一般細菌数（個／ｍL）を測定した（使用培地：標準寒天培地、培養温度：３７℃、培養時間：２４時間）。結果を表２に併せて示す。
<Test method>
Take 30 mL of the above test water into a plurality of 50 mL shake flasks and add the chemicals shown in Table 1 to each of them in the amounts shown in Table 2 (units are mg / L, and each blank represents “no addition”) Then, it was cultured with shaking at 30 ° C. and 60 rpm. Samples were taken from these shake flasks over time (immediately after the start of culture (0 h), 3 hours after the start of culture (3 h), 24 hours after the start of culture (24 h) and 3 days after the start of culture (3 days)). The number of bacteria (cells / mL) was measured (medium used: standard agar medium, culture temperature: 37 ° C., culture time: 24 hours). The results are also shown in Table 2.
表２より、本発明にかかる微生物防除剤によれば、低濃度の添加であっても、第一成分であるフタルアルデヒドまたはグルタルアルデヒドと、第二成分である、一般式（Ｉ）で表される化合物である１，４−ビス（３，３’−（１−デシルピリジニウム）メチルオキシ）ブタンジブロマイドとの相乗効果により高い微生物防除性能が得られることが判る。また、表２で、本発明の微生物防除剤では添加後３日経過しても継続して細菌類の増殖を抑制できることが判るが、このことは、防除効果が長時間維持されることを示し、実際の水系への応用に際しては薬剤添加サイクルを長くすることが可能であり、そのとき、薬剤添加の手間等の省力化が可能であることが判る。 From Table 2, according to the microorganism control agent according to the present invention, even when added at a low concentration, the phthalaldehyde or glutaraldehyde as the first component and the general formula (I) as the second component are represented. It can be seen that high microbial control performance is obtained by a synergistic effect with 1,4-bis (3,3 ′-(1-decylpyridinium) methyloxy) butanedibromide, which is a compound. In Table 2, it can be seen that the microorganism control agent of the present invention can continue to suppress the growth of bacteria even after 3 days from the addition, and this indicates that the control effect is maintained for a long time. It can be seen that the drug addition cycle can be lengthened in application to an actual aqueous system, and at that time, labor savings such as labor for adding the drug can be realized.
なお、これら本発明の実施例においては、振盪中の培養液を目視で観察したがいずれも発泡性が低いことが確認された。 In these Examples of the present invention, the culture solution during shaking was visually observed, and it was confirmed that all of them had low foaming properties.
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