JP6130494B2 - Disinfectant composition - Google Patents
Disinfectant composition Download PDFInfo
- Publication number
- JP6130494B2 JP6130494B2 JP2015513707A JP2015513707A JP6130494B2 JP 6130494 B2 JP6130494 B2 JP 6130494B2 JP 2015513707 A JP2015513707 A JP 2015513707A JP 2015513707 A JP2015513707 A JP 2015513707A JP 6130494 B2 JP6130494 B2 JP 6130494B2
- Authority
- JP
- Japan
- Prior art keywords
- isothiazoline
- methyl
- present
- isothiazolin
- composition
- 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.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims description 27
- 239000000645 desinfectant Substances 0.000 title claims description 4
- 239000000417 fungicide Substances 0.000 claims description 28
- 230000000855 fungicidal effect Effects 0.000 claims description 27
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 claims description 14
- 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 description 11
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 claims description 3
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 claims description 2
- GUUULVAMQJLDSY-UHFFFAOYSA-N 4,5-dihydro-1,2-thiazole Chemical compound C1CC=NS1 GUUULVAMQJLDSY-UHFFFAOYSA-N 0.000 description 20
- -1 Alkylbenzene sulfonate Chemical class 0.000 description 17
- 230000000844 anti-bacterial effect Effects 0.000 description 13
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 230000001580 bacterial effect Effects 0.000 description 5
- 239000004480 active ingredient Substances 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- 241000195493 Cryptophyta Species 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- 229940044120 2-n-octyl-4-isothiazolin-3-one Drugs 0.000 description 2
- PORQOHRXAJJKGK-UHFFFAOYSA-N 4,5-dichloro-2-n-octyl-3(2H)-isothiazolone Chemical compound CCCCCCCCN1SC(Cl)=C(Cl)C1=O PORQOHRXAJJKGK-UHFFFAOYSA-N 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 230000000845 anti-microbial effect Effects 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 230000003641 microbiacidal effect Effects 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ZMYFCFLJBGAQRS-IRXDYDNUSA-N (2R,3S)-epoxiconazole Chemical compound C1=CC(F)=CC=C1[C@@]1(CN2N=CN=C2)[C@H](C=2C(=CC=CC=2)Cl)O1 ZMYFCFLJBGAQRS-IRXDYDNUSA-N 0.000 description 1
- WCXDHFDTOYPNIE-RIYZIHGNSA-N (E)-acetamiprid Chemical compound N#C/N=C(\C)N(C)CC1=CC=C(Cl)N=C1 WCXDHFDTOYPNIE-RIYZIHGNSA-N 0.000 description 1
- FYADHXFMURLYQI-UHFFFAOYSA-N 1,2,4-triazine Chemical class C1=CN=NC=N1 FYADHXFMURLYQI-UHFFFAOYSA-N 0.000 description 1
- 229940116368 1,2-benzisothiazoline-3-one Drugs 0.000 description 1
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 description 1
- VAZJLPXFVQHDFB-UHFFFAOYSA-N 1-(diaminomethylidene)-2-hexylguanidine Polymers CCCCCCN=C(N)N=C(N)N VAZJLPXFVQHDFB-UHFFFAOYSA-N 0.000 description 1
- LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical class NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 description 1
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 description 1
- FMNZAHDAULEOSO-UHFFFAOYSA-N 2,2-dibromo-2-nitroethanol Chemical compound OCC(Br)(Br)[N+]([O-])=O FMNZAHDAULEOSO-UHFFFAOYSA-N 0.000 description 1
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 description 1
- LUYIHWDYPAZCNN-UHFFFAOYSA-N 2-butyl-1,2-benzothiazol-3-one Chemical compound C1=CC=C2C(=O)N(CCCC)SC2=C1 LUYIHWDYPAZCNN-UHFFFAOYSA-N 0.000 description 1
- HFOCAQPWSXBFFN-UHFFFAOYSA-N 2-methylsulfonylbenzaldehyde Chemical compound CS(=O)(=O)C1=CC=CC=C1C=O HFOCAQPWSXBFFN-UHFFFAOYSA-N 0.000 description 1
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 1
- WYVVKGNFXHOCQV-UHFFFAOYSA-N 3-iodoprop-2-yn-1-yl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 description 1
- FKYJRTADEPVQIT-UHFFFAOYSA-N 4-methoxybenzene-1,3-dicarbonitrile Chemical compound COC1=CC=C(C#N)C=C1C#N FKYJRTADEPVQIT-UHFFFAOYSA-N 0.000 description 1
- GBKXRWNDORMHSG-UHFFFAOYSA-N 5-chloro-2,4,6-trifluorobenzene-1,3-dicarbonitrile Chemical compound FC1=C(Cl)C(F)=C(C#N)C(F)=C1C#N GBKXRWNDORMHSG-UHFFFAOYSA-N 0.000 description 1
- AJNGIWJZNDDPBG-UHFFFAOYSA-N 5-chloro-2,4-difluorobenzene-1,3-dicarbonitrile Chemical class FC1=C(Cl)C=C(C#N)C(F)=C1C#N AJNGIWJZNDDPBG-UHFFFAOYSA-N 0.000 description 1
- 239000005875 Acetamiprid Substances 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000005874 Bifenthrin Substances 0.000 description 1
- LVDKZNITIUWNER-UHFFFAOYSA-N Bronopol Chemical compound OCC(Br)(CO)[N+]([O-])=O LVDKZNITIUWNER-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000005946 Cypermethrin Substances 0.000 description 1
- 239000005892 Deltamethrin Substances 0.000 description 1
- 239000005767 Epoxiconazole Substances 0.000 description 1
- 239000005906 Imidacloprid Substances 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920002413 Polyhexanide Polymers 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- 239000005839 Tebuconazole Substances 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000005157 alkyl carboxy group Chemical group 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 150000003851 azoles Chemical class 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 1
- 229960000686 benzalkonium chloride Drugs 0.000 description 1
- 229960001950 benzethonium chloride Drugs 0.000 description 1
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- CGMKPKRNUNDACU-UHFFFAOYSA-N carbamimidoyl(dodecyl)azanium;chloride Chemical compound Cl.CCCCCCCCCCCCN=C(N)N CGMKPKRNUNDACU-UHFFFAOYSA-N 0.000 description 1
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 1
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 1
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 description 1
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
- 229960001591 cyfluthrin Drugs 0.000 description 1
- QQODLKZGRKWIFG-QSFXBCCZSA-N cyfluthrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-QSFXBCCZSA-N 0.000 description 1
- 229960005424 cypermethrin Drugs 0.000 description 1
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 description 1
- NMCCNOZOBBWFMN-UHFFFAOYSA-N davicil Chemical compound CS(=O)(=O)C1=C(Cl)C(Cl)=NC(Cl)=C1Cl NMCCNOZOBBWFMN-UHFFFAOYSA-N 0.000 description 1
- 229960002483 decamethrin Drugs 0.000 description 1
- OWZREIFADZCYQD-NSHGMRRFSA-N deltamethrin Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-NSHGMRRFSA-N 0.000 description 1
- XDSGMUJLZDSCPA-UHFFFAOYSA-N diazanium;phenoxybenzene;sulfate Chemical class [NH4+].[NH4+].[O-]S([O-])(=O)=O.C=1C=CC=CC=1OC1=CC=CC=C1 XDSGMUJLZDSCPA-UHFFFAOYSA-N 0.000 description 1
- 229960004670 didecyldimethylammonium chloride Drugs 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- ZNOLGFHPUIJIMJ-UHFFFAOYSA-N fenitrothion Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C(C)=C1 ZNOLGFHPUIJIMJ-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229940056881 imidacloprid Drugs 0.000 description 1
- YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- HDHLIWCXDDZUFH-UHFFFAOYSA-N irgarol 1051 Chemical class CC(C)(C)NC1=NC(SC)=NC(NC2CC2)=N1 HDHLIWCXDDZUFH-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical group O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- JWZXKXIUSSIAMR-UHFFFAOYSA-N methylene bis(thiocyanate) Chemical compound N#CSCSC#N JWZXKXIUSSIAMR-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000002728 pyrethroid Chemical class 0.000 description 1
- CXJSOEPQXUCJSA-UHFFFAOYSA-N pyridaphenthion Chemical compound N1=C(OP(=S)(OCC)OCC)C=CC(=O)N1C1=CC=CC=C1 CXJSOEPQXUCJSA-UHFFFAOYSA-N 0.000 description 1
- FGVVTMRZYROCTH-UHFFFAOYSA-N pyridine-2-thiol N-oxide Chemical class [O-][N+]1=CC=CC=C1S FGVVTMRZYROCTH-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- XNRNJIIJLOFJEK-UHFFFAOYSA-N sodium;1-oxidopyridine-2-thione Chemical compound [Na+].[O-]N1C=CC=CC1=S XNRNJIIJLOFJEK-UHFFFAOYSA-N 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 239000003206 sterilizing agent Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000004548 suspo-emulsion Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical class [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
本発明は、殺菌剤組成物に関する。より詳細に、本発明は、細菌、かび、酵母、藻などの防除に用いられる殺菌剤組成物に関する。
本願は、２０１３年４月２６日に、日本に出願された特願２０１３−０９３４２２号に基づき優先権を主張し、その内容をここに援用する。The present invention relates to a fungicide composition. More specifically, the present invention relates to a fungicide composition used for controlling bacteria, molds, yeasts, algae and the like.
This application claims priority based on Japanese Patent Application No. 2013-093422 for which it applied to Japan on April 26, 2013, and uses the content here.
４−イソチアゾリン−３−オン骨格を有する殺微生物性化合物は、イソチアゾリン系殺菌剤と総称され、細菌、かび、酵母、藻等の有害微生物の防除に利用されている。イソチアゾリン系殺菌剤の代表例として、２−メチル−４−イソチアゾリン−３−オン（以下Ｈ−ＭＩＴと略称することがある。）、５−クロロ−２−メチル−４−イソチアゾリン−３−オン（以下Ｃｌ−ＭＩＴと略称することがある。）、１，２−ベンズイソチアゾリン−３−オン（以下ＢＩＴと略称することがある。）、２−ｎ−オクチル−４−イソチアゾリン−３−オン、４，５−ジクロロ−２−オクチル−４−イソチアゾリン−３−オン、２−ｎ−ブチル−１，２−ベンズイソチアゾリン−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（以下ＭＴＩと略称することがある。）等が挙げられる。これらイソチアゾリン系殺菌剤は、Ｃｌ−ＭＩＴとＨ−ＭＩＴとＢＩＴとの組み合わせ（特許文献１）、Ｃｌ−ＭＩＴとＢＩＴとの組み合わせ（特許文献２）、Ｈ−ＭＩＴとＢＩＴとの組み合わせ（特許文献３）、またはＭＴＩとＢＩＴとの組み合わせ（特許文献４）によって、それぞれの殺菌効果を相互に補完できることが知られている。 Microbicidal compounds having a 4-isothiazolin-3-one skeleton are collectively referred to as isothiazoline fungicides and are used to control harmful microorganisms such as bacteria, fungi, yeasts and algae. Representative examples of isothiazoline fungicides include 2-methyl-4-isothiazoline-3-one (hereinafter sometimes abbreviated as H-MIT), 5-chloro-2-methyl-4-isothiazoline-3-one ( Hereinafter abbreviated as Cl-MIT), 1,2-benzisothiazolin-3-one (hereinafter sometimes abbreviated as BIT), 2-n-octyl-4-isothiazolin-3-one, 4 , 5-dichloro-2-octyl-4-isothiazolin-3-one, 2-n-butyl-1,2-benzisothiazolin-3-one, 2-methyl-4,5-trimethylene-4-isothiazoline-3- ON (hereinafter sometimes abbreviated as MTI) and the like. These isothiazoline fungicides are a combination of Cl-MIT, H-MIT and BIT (Patent Document 1), a combination of Cl-MIT and BIT (Patent Document 2), and a combination of H-MIT and BIT (Patent Document). It is known that each bactericidal effect can be complemented by 3) or a combination of MTI and BIT (Patent Document 4).
本発明の目的は、低薬量でも十分な殺菌効果を奏する殺菌剤組成物を提供することである。 An object of the present invention is to provide a bactericidal composition exhibiting a sufficient bactericidal effect even at a low dose.
本発明者は、上記目的を達成するために鋭意研究した結果、２−メチル−４，５−トリメチレン−４−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−オンおよび１，２−ベンズイソチアゾリン−３−オン以外のイソチアゾリン系殺菌剤とを含有する組成物が、低薬量で十分な殺菌効果を有することを見出した。本発明はこの知見に基づいて完成するに至った。 As a result of intensive studies to achieve the above object, the present inventor has found that 2-methyl-4,5-trimethylene-4-isothiazolin-3-one and 2-methyl-4,5-trimethylene-4-isothiazoline- It has been found that a composition containing an isothiazoline fungicide other than 3-one and 1,2-benzisothiazolin-3-one has a sufficient bactericidal effect at a low dose. The present invention has been completed based on this finding.
すなわち、本発明は以下の態様を包含する。
〔1〕 ２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンと、２−メチル−４−イソチアゾリン−３−オンとを含有する殺菌剤組成物であって、
前記２−メチル−４−イソチアゾリン−３−オンの量が、前記２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オン１００質量部に対して、２５〜４００質量部である殺菌剤組成物。
That is, the present invention includes the following aspects.
[1] and 2-methyl-4,5-trimethylene-4-isothiazolin-3-one, 2 - a-methyl-4-isothiazolin-3-on-a fungicide composition you containing,
The disinfectant wherein the amount of the 2-methyl-4-isothiazolin-3-one is 25 to 400 parts by mass with respect to 100 parts by mass of the 2-methyl-4,5-trimethylene-4-isothiazolin-3-one. Composition .
〔2〕 更に１，２−ベンズイソチアゾリン−３−オンを含有する、〔1〕に記載の殺菌剤組成物。 [ 2 ] The fungicidal composition according to [1 ], further comprising 1,2-benzisothiazolin-3-one .
本発明によれば、低薬量でも十分な殺菌効果を有する殺菌剤組成物が提供される。 According to the present invention, a bactericidal composition having a sufficient bactericidal effect even at a low dose is provided.
以下、本発明の好ましい例を説明するが、本発明はこれら例に限定されることはない。本発明の趣旨を逸脱しない範囲で、構成の付加、省略、置換、およびその他の変更が可能である。
本発明の殺菌剤組成物は、２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンと、イソチアゾリン系殺菌剤(1)とを含有する。Hereinafter, preferred examples of the present invention will be described, but the present invention is not limited to these examples. Additions, omissions, substitutions, and other modifications can be made without departing from the spirit of the present invention.
The fungicide composition of the present invention contains 2-methyl-4,5-trimethylene-4-isothiazolin-3-one and an isothiazoline fungicide (1).
２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンは、式（２）で表わされる化合物である。 2-Methyl-4,5-trimethylene-4-isothiazolin-3-one is a compound represented by the formula (2).
イソチアゾリン系殺菌剤(1)は、イソチアゾリン構造を有する化合物（但し、２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンおよび１，２−ベンズイソチアゾリン−３−オンを除く。）であれば、特に限定されない。本発明に好適に用いられるイソチアゾリン系殺菌剤(1)は、式（1-a）、（1-b）、（1-c）、（1-d）および（1-e）からなる群より選ばれる少なくとも一つである。 The isothiazoline fungicide (1) is a compound having an isothiazoline structure (excluding 2-methyl-4,5-trimethylene-4-isothiazoline-3-one and 1,2-benzisothiazoline-3-one). If there is, it will not be specifically limited. The isothiazoline fungicide (1) preferably used in the present invention is selected from the group consisting of formulas (1-a), (1-b), (1-c), (1-d) and (1-e). At least one selected.
Ｒ2およびＲ3におけるＣ１〜８アルキル基としては、メチル基、エチル基、ｎ−プロピル基、イソプロピル基、ｎ−ブチル基、ｔ−ブチル基、ｓ−ブチル基、イソブチル基、ｎ−ヘキシル基、ｎ−オクチル基などが挙げられる。Examples of the C1-8 alkyl group in R 2 and R 3 include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, t-butyl group, s-butyl group, isobutyl group, and n-hexyl group. , N-octyl group and the like.
イソチアゾリン系殺菌剤(1)の具体例として、Ｈ−ＭＩＴ、Ｃｌ−ＭＩＴ、２−ｎ−オクチル−４−イソチアゾリン−３−オン、４，５−ジクロロ−２−オクチル−４−イソチアゾリン−３−オン、Ｎ−ｎ−ブチル−１，２−ベンズイソチアゾリン−３−オン、４，５−トリメチレン−４−イソチアゾリン−３−オンなどが挙げられる。これらのうち、Ｈ−ＭＩＴおよびＣｌ−ＭＩＴからなる群より選ばれる少なくとも１つが好ましい。 Specific examples of the isothiazoline fungicide (1) include H-MIT, Cl-MIT, 2-n-octyl-4-isothiazolin-3-one, 4,5-dichloro-2-octyl-4-isothiazoline-3- ON, Nn-butyl-1,2-benzisothiazolin-3-one, 4,5-trimethylene-4-isothiazolin-3-one, and the like. Among these, at least one selected from the group consisting of H-MIT and Cl-MIT is preferable.
イソチアゾリン系殺菌剤(1)は、１種単独でまたは２種類以上を組み合わせて用いることができる。２種以上のイソチアゾリン系殺菌剤(1)の好適な組み合わせとしては、例えば、Ｈ−ＭＩＴとＣｌ−ＭＩＴの組み合わせが挙げられる。 The isothiazoline fungicides (1) can be used singly or in combination of two or more. Suitable combinations of two or more isothiazoline fungicides (1) include, for example, a combination of H-MIT and Cl-MIT.
本発明の殺菌剤組成物における、イソチアゾリン系殺菌剤(1)の含有量は、ＭＴＩ １００質量部に対して、好ましくは１０〜１０００質量部、より好ましくは２５〜４００質量部である。 The content of the isothiazoline fungicide (1) in the fungicide composition of the present invention is preferably 10 to 1000 parts by mass, more preferably 25 to 400 parts by mass with respect to 100 parts by mass of MTI.
本発明の殺菌剤組成物は、２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンおよびイソチアゾリン系殺菌剤(1)以外に、１，２−ベンズイソチアゾリン−３−オンをさらに含有してもよい。すなわち、本発明の殺菌剤組成物は、２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オンと、イソチアゾリン系殺菌剤(1)と、１，２−ベンズイソチアゾリン−３−オンとを含有するものであってもよい。 The fungicide composition of the present invention further contains 1,2-benzisothiazolin-3-one in addition to 2-methyl-4,5-trimethylene-4-isothiazolin-3-one and isothiazoline fungicide (1). May be. That is, the fungicide composition of the present invention comprises 2-methyl-4,5-trimethylene-4-isothiazolin-3-one, isothiazoline fungicide (1), 1,2-benzisothiazolin-3-one, May be contained.
１，２−ベンズイソチアゾリン−３−オンは式（３）で表わされる化合物である。 1,2-benzisothiazolin-3-one is a compound represented by the formula (3).
本発明の殺菌剤組成物の剤形は特に限定されないが、室温において液状であることが好ましい。液状殺菌剤組成物として具体的には、水溶剤、懸濁剤、乳剤、エマルション、サスポエマルション等が挙げられる。これらの剤形は、含有される殺菌成分の物性や殺菌剤組成物の用途に応じて選択することができる。 The dosage form of the fungicide composition of the present invention is not particularly limited, but is preferably liquid at room temperature. Specific examples of the liquid disinfectant composition include an aqueous solvent, a suspending agent, an emulsion, an emulsion, and a suspoemulsion. These dosage forms can be selected according to the physical properties of the sterilizing component contained and the application of the sterilizing agent composition.
本発明の殺菌剤組成物には、必要に応じて、溶媒、界面活性剤等の成分が含まれていてもよい。 The fungicide composition of the present invention may contain components such as a solvent and a surfactant as necessary.
本発明の殺菌剤組成物に含有することのできる溶媒としては、水または有機溶剤がある。有機溶剤としては、トルエン、キシレン、メチルナフタレンなどの非極性溶剤；エタノール、イソプロパノールなどの低級アルコール；エチレングリコール、プロピレングリコール、ジプロピレングリコール、ポリプロピレングリコール、グリセリンなどのグリコール系溶剤；アセトン、メチルエチルケトン、シクロヘキサノンなどのケトン系溶剤；ジメチルホルムアミド、プロピレンカーボネート、ジメチルスルホキシド、アセトニトリル、Ｎ−メチルピロリドンなどの極性溶剤などが挙げられる。 Examples of the solvent that can be contained in the fungicidal composition of the present invention include water and organic solvents. Organic solvents include nonpolar solvents such as toluene, xylene, and methylnaphthalene; lower alcohols such as ethanol and isopropanol; glycol solvents such as ethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, and glycerin; acetone, methyl ethyl ketone, and cyclohexanone And ketone solvents such as dimethylformamide, propylene carbonate, dimethyl sulfoxide, acetonitrile, and N-methylpyrrolidone.
本発明の殺菌剤組成物に含有することのできる界面活性剤としては、アルキルトリメチルアンモニウム塩、ジアルキルジメチルアンモニウム塩、アルキルベンジルジメチルアンモニウム塩、アルキルピリジニウム塩、ポリヘキサメチレンビグアニドなどのカチオン性界面活性剤；アルキルベンゼンスルホン酸塩、アルキル硫酸塩、アルキルナフタレンスルホン酸塩、ジアルキルスルホコハク酸塩、ポリオキシエチレンアルキルエーテル硫酸塩、ポリオキシエチレンアルキルエーテルカルボン酸塩、ポリオキシエチレンスチレン化フェニルエーテルサルフェートアンモニウム塩、リグニンスルホン酸塩、高級脂肪酸塩、α−オレフィン脂肪酸塩、α−スルホ脂肪酸塩などのアニオン性界面活性剤； ポリオキシアルキレンアリールフェニルエーテル、ポリオキシアルキレンアルキルフェニルエーテル、ポリオキシアルキレン脂肪酸エステル、ポリオキシアルキレンヒマシ油、ショ糖脂肪酸エステル、ソルビタン脂肪酸エステル、ポリオキシアルキレンソルビタン脂肪酸エステルなどのノニオン系界面活性剤； アルキルメチルアミンオキシド、アルキルカルボキシベタイン、アルキルスルホベタインなどの両性界面活性剤が挙げられる。 Examples of the surfactant that can be contained in the fungicide composition of the present invention include cationic surfactants such as alkyltrimethylammonium salt, dialkyldimethylammonium salt, alkylbenzyldimethylammonium salt, alkylpyridinium salt, and polyhexamethylene biguanide. Alkylbenzene sulfonate, alkyl sulfate, alkyl naphthalene sulfonate, dialkyl sulfosuccinate, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl ether carboxylate, polyoxyethylene styrenated phenyl ether sulfate ammonium salt, lignin Anionic surfactants such as sulfonate, higher fatty acid salt, α-olefin fatty acid salt, α-sulfo fatty acid salt; polyoxyalkylene arylphenyl ether Nonionic surfactants such as polyoxyalkylene alkyl phenyl ether, polyoxyalkylene fatty acid ester, polyoxyalkylene castor oil, sucrose fatty acid ester, sorbitan fatty acid ester, polyoxyalkylene sorbitan fatty acid ester; alkylmethylamine oxide, alkylcarboxy Examples include amphoteric surfactants such as betaines and alkylsulfobetaines.
本発明の殺菌剤組成物には、２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オン、イソチアゾリン系殺菌剤(1)、および１，２−ベンズイソチアゾリン−３−オン以外に、非イソチアゾリン系活性成分が含有されていてもよい。非イソチアゾリン系活性成分としては、殺微生物性、防腐性、防カビ性、防藻性、防蟻性、殺虫性などの活性を有するものが挙げられる。このような非イソチアゾリン系活性成分を含有することにより、本発明の殺菌剤組成物は、防除対象の範囲が広がるとともに、長期間の保存が可能になり、あるいは更なる相乗効果が得られる可能性がある。 In addition to 2-methyl-4,5-trimethylene-4-isothiazolin-3-one, isothiazoline-based fungicide (1), and 1,2-benzisothiazolin-3-one, the fungicide composition of the present invention includes: A non-isothiazoline-based active ingredient may be contained. Examples of the non-isothiazoline-based active ingredient include those having activities such as microbicidal properties, antiseptic properties, fungicidal properties, algae-proofing properties, ant-proofing properties, and insecticidal properties. By containing such a non-isothiazoline-based active ingredient, the fungicide composition of the present invention has a wide range of control targets and can be stored for a long period of time, or a further synergistic effect may be obtained. There is.
非イソチアゾリン系活性成分としては、例えば、２，４，５，６−テトラクロロイソフタロニトリル、５−クロロ−２，４，６−トリフルオロイソフタロニトリル、５−クロロ−２，４−ジフルオロ−６−メトキシイソフタロニトリル等のイソフタロニトリル系化合物；２，３，５，６−テトラクロロ−４−（メチルスルホニル）ピリジン等のピリジン系化合物；ジンクピリチオン、ナトリウムピリチオン、銅ピリチオン等のピリチオン系化合物；ベンズイミダゾール−２−イルカルバミン酸メチル、１−ブチルカルバモイルベンズイミダゾール−２−イルカルバミン酸メチル、２−（チアゾール−４−イル）ベンズイミダゾール等のベンズイミダゾール系化合物；ジンクジメチルジチオカルバメート等のカルバメート系化合物；イマザリル、テブコナゾール、ヘキサコナゾール、エポキシコナゾール等のアゾール系化合物；３−ヨード−２−プロピニル−Ｎ−ブチルカルバメート、ジヨードメチル−ｐ−トリルスルホン、４−クロルフェニル−３−ヨードプロパルギルホルマール等のヨード系化合物；２−（４−チオシアノメチルチオ）ベンゾチアゾール、メチレンビスチオシアネート等のチオシアネート系化合物；２，２−ジブロモ−２−ニトロエタノール、２−ブロモ−２−ニトロプロパン−１，３−ジオール等のニトロアルコール系化合物；ドデシルグアニジン塩酸塩、ドデシルグアニジン酢酸塩、イミノクタジン酢酸塩等のグアニジン系化合物；塩化セチルピリジウム、塩化ベンザルコニウム、塩化ベンゼトニウム、塩化デカリニウム、ジデシルジメチルアンモニウムクロライド等の４級アンモニウム塩化合物；３−（３，４−ジクロロフェニル）−１，１−ジメチルウレア等のフェニルウレア系化合物；２−メチルチオ−４−ｔ−ブチルアミノ−６−シクロプロピルアミノ−Ｓ−トリアジン等のトリアジン系化合物；シフルトリン、シペルメトリン、デルタメトリン、フェンプロパトリン、ビフェントリンなどのピレスロイド系化合物；イミダクロプリド、アセタミプリドなどのネオニコチノイド系化合物；フェニトロチオン、ホキシム、ピリダフェンチオンなどの有機リン系化合物；などが挙げられる。 Examples of the non-isothiazoline-based active ingredient include 2,4,5,6-tetrachloroisophthalonitrile, 5-chloro-2,4,6-trifluoroisophthalonitrile, 5-chloro-2,4-difluoro- Isophthalonitrile compounds such as 6-methoxyisophthalonitrile; pyridine compounds such as 2,3,5,6-tetrachloro-4- (methylsulfonyl) pyridine; pyrithione compounds such as zinc pyrithione, sodium pyrithione and copper pyrithione Benzimidazole compounds such as methyl benzimidazol-2-ylcarbamate, methyl 1-butylcarbamoylbenzimidazol-2-ylcarbamate, 2- (thiazol-4-yl) benzimidazole; carbamates such as zinc dimethyldithiocarbamate Compounds; Imazaril Azole compounds such as tebuconazole, hexaconazole, epoxiconazole; iodo compounds such as 3-iodo-2-propynyl-N-butylcarbamate, diiodomethyl-p-tolylsulfone, 4-chlorophenyl-3-iodopropargyl formal A thiocyanate compound such as 2- (4-thiocyanomethylthio) benzothiazole and methylenebisthiocyanate; a nitro such as 2,2-dibromo-2-nitroethanol and 2-bromo-2-nitropropane-1,3-diol; Alcohol compounds; guanidine compounds such as dodecylguanidine hydrochloride, dodecylguanidine acetate, iminoctazine acetate; cetylpyridinium chloride, benzalkonium chloride, benzethonium chloride, decalinium chloride, didecyldimethylammonium chloride Quaternary ammonium salt compounds such as Ride; phenylurea compounds such as 3- (3,4-dichlorophenyl) -1,1-dimethylurea; 2-methylthio-4-tert-butylamino-6-cyclopropylamino-S -Triazine compounds such as triazine; pyrethroid compounds such as cyfluthrin, cypermethrin, deltamethrin, phenpropatoline and bifenthrin; neonicotinoid compounds such as imidacloprid and acetamiprid; organic phosphorus compounds such as fenitrothion, foxime and pyridafenthion; Is mentioned.
以下に実施例を示し、本発明をより詳細に説明する。ただし、本発明は実施例に限定されるものではない。 The following examples illustrate the present invention in more detail. However, the present invention is not limited to the examples.
薬液の殺菌効果を以下の試験で評価した。
（抗微生物活性試験）
緑膿菌（Pseudomonas aeruginosa NBRC13275株）を、ニュートリエントブロス（栄研化学社製普通ブイヨン「栄研」）液体培地９mＬに植え付けた。これを３１℃の暗所で１８時間振盪培養した。得られた培養液を新鮮なニュートリエントブロス液体培地で１００倍に希釈して、菌液を得た。
試験対象の薬液を９６穴マイクロプレートに各４０μＬ滴下した。前記菌液を前記薬液に各６０μL滴加した。マイクロプレートを３１℃の暗所に２４時間静置し、培養させた。これを２回反復した。
肉眼で菌の増殖の有無を調査した。反復２回とも増殖が認められない区を、増殖抑制が認められた区と判定した。The bactericidal effect of the chemical solution was evaluated by the following test.
(Antimicrobial activity test)
Pseudomonas aeruginosa (Pseudomonas aeruginosa NBRC13275 strain) was planted in 9 mL of a nutrient broth (ordinary bouillon “Eiken” manufactured by Eiken Chemical Co., Ltd.) liquid medium. This was cultured with shaking in the dark at 31 ° C. for 18 hours. The obtained culture solution was diluted 100 times with a fresh nutrient broth liquid medium to obtain a bacterial solution.
Each 40 μL of the drug solution to be tested was dropped on a 96-well microplate. Each 60 μL of the bacterial solution was added to the chemical solution. The microplate was allowed to stand in the dark at 31 ° C. for 24 hours and cultured. This was repeated twice.
The presence or absence of bacterial growth was examined with the naked eye. A group in which no growth was observed in two repetitions was determined as a group in which growth inhibition was observed.
実施例１
MTI（日本曹達社製）をジメチルスルホキシドに溶解させて濃度４００００ｐｐｍの溶液を得た。別にH-MIT（日本曹達社製「ベストサイド−６００」：５０ｗｔ％のH-MITを含有する）をジメチルスルホキシドに溶解させて濃度４００００ｐｐｍの溶液を得た。
これらの溶液を、表１に示すMTI濃度およびH-MIT濃度になるように混ぜ合わせ、精製水で希釈して薬液を調製した。各薬液について抗微生物活性試験を行った。その結果を表１に示す。表中の「＋」は菌の増殖有りを、「−」は菌の増殖無しをそれぞれ示す。Example 1
MTI (manufactured by Nippon Soda Co., Ltd.) was dissolved in dimethyl sulfoxide to obtain a solution having a concentration of 40000 ppm. Separately, H-MIT (“Best Side-600” manufactured by Nippon Soda Co., Ltd .: containing 50 wt% H-MIT) was dissolved in dimethyl sulfoxide to obtain a solution having a concentration of 40000 ppm.
These solutions were mixed so as to have the MTI concentration and H-MIT concentration shown in Table 1, and diluted with purified water to prepare a drug solution. Each drug solution was tested for antimicrobial activity. The results are shown in Table 1. In the table, “+” indicates the presence of bacterial growth, and “−” indicates the absence of bacterial growth.
表１から、薬液の最小発育阻止濃度（MIC）を求めた。MTI単独でのMICは５０ｐｐｍ、H-MIT単独でのMICは２５ｐｐｍであった。MTIとH-MITとを併用したときのMICを表２に示す。 From Table 1, the minimum inhibitory concentration (MIC) of the drug solution was determined. The MIC for MTI alone was 50 ppm, and the MIC for H-MIT alone was 25 ppm. Table 2 shows the MIC when MTI and H-MIT are used together.
次式によってFIC指数（Fractional Inhibitory Concentration index）を算出した。
FIC指数＝ a / a0 ＋ b / b0
a0：A成分単独でのMIC
b0：B成分単独でのMIC
a：A成分とB成分を併用したときのA成分のMIC
b：A成分とB成分を併用したときのB成分のMIC
FIC指数は、A成分とB成分の併用による効果を表わす。FIC指数が１である場合はA成分とB成分の併用によって相加的作用があることを示す。FIC指数が１より大きい場合はA成分とB成分の併用によって拮抗的作用があることを示す。FIC指数が１より小さい場合はA成分とB成分の併用によって相乗的作用があることを示す。
MTIとH-MITとを併用したときのFIC指数を表２に示す。The FIC index (Fractional Inhibitory Concentration index) was calculated by the following formula.
FIC index = a / a0 + b / b0
a0: MIC with component A alone
b0: MIC with component B alone
a: MIC of A component when A component and B component are used together
b: MIC of B component when A component and B component are used together
The FIC index represents the effect of the combined use of the A component and the B component. When the FIC index is 1, it indicates that there is an additive effect by the combined use of the A component and the B component. When the FIC index is greater than 1, it indicates that there is an antagonistic effect by the combined use of the A component and the B component. When the FIC index is less than 1, it indicates that the combination of the A component and the B component has a synergistic effect.
Table 2 shows the FIC index when MTI and H-MIT are used in combination.
以上から、本発明の殺菌剤組成物は、MTIとイソチアゾリン系殺菌剤(1)との併用によって相乗的作用を以て殺菌性が改良されていることが判る。本発明の殺菌剤組成物は、低濃度であっても十分な殺菌効果を奏する。 From the above, it can be seen that the bactericidal composition of the present invention is improved in bactericidal properties by synergistic action by the combined use of MTI and isothiazoline fungicide (1). The bactericidal composition of the present invention exhibits a sufficient bactericidal effect even at low concentrations.
低薬量でも十分な殺菌効果を奏する、細菌、かび、酵母や藻などの防除に用いられる殺菌剤組成物を提供することができる。 It is possible to provide a bactericide composition used for controlling bacteria, fungi, yeasts, algae and the like, which exhibits a sufficient bactericidal effect even at a low dose.
Claims (2)
前記２−メチル−４−イソチアゾリン−３−オンの量が、前記２−メチル−４，５−トリメチレン−４−イソチアゾリン−３−オン１００質量部に対して、２５〜４００質量部である殺菌剤組成物。 And 2-methyl-4,5-trimethylene-4-isothiazolin-3-one, 2 - a-methyl-4-isothiazolin-3-on-a fungicide composition you containing,
The disinfectant wherein the amount of the 2-methyl-4-isothiazolin-3-one is 25 to 400 parts by mass with respect to 100 parts by mass of the 2-methyl-4,5-trimethylene-4-isothiazolin-3-one. Composition .
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