FI66721C - Mikrobicida/mikrobistatiska stabila kompositioner foer industriellt aendamaol - Google Patents

Mikrobicida/mikrobistatiska stabila kompositioner foer industriellt aendamaol Download PDF

Info

Publication number: FI66721C
Authority: FI; Finland
Prior art keywords: dichloro; acid ester; dithiol; weight; bis
Prior art date: 1979-07-02

Application number

FI802073A

Other languages

English (en)

Finnish (fi)

Swedish (sv)

Other versions

FI66721B (fi

FI802073A7 (fi

Inventor

Osamu Umekawa

Sakae Katayama

Original Assignee

Katayama Chemical Works Co

Yoshitomi Pharmaceutical

Priority date (The priority date 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 date listed.)

1979-07-02

Filing date

1980-06-27

Publication date

1984-12-10

1979-07-02 Priority claimed from JP8412879A external-priority patent/JPS567701A/ja

1979-07-31 Priority claimed from JP9829979A external-priority patent/JPS5622702A/ja

1980-06-27 Application filed by Katayama Chemical Works Co, Yoshitomi Pharmaceutical filed Critical Katayama Chemical Works Co

1981-01-03 Publication of FI802073A7 publication Critical patent/FI802073A7/fi

1984-08-31 Publication of FI66721B publication Critical patent/FI66721B/fi

1984-12-10 Application granted granted Critical

1984-12-10 Publication of FI66721C publication Critical patent/FI66721C/fi

Links

239000000203 mixture Substances 0.000 title claims description 62
229940124561 microbicide Drugs 0.000 title description 3
239000003381 stabilizer Substances 0.000 title 1
QGSRKGWCQSATCL-UHFFFAOYSA-N 4,5-dichloro-3h-1,3-dithiol-2-one Chemical compound ClC=1SSC(=O)C=1Cl QGSRKGWCQSATCL-UHFFFAOYSA-N 0.000 claims description 54
150000002148 esters Chemical class 0.000 claims description 42
239000002253 acid Substances 0.000 claims description 38
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
239000000243 solution Substances 0.000 claims description 33
150000001875 compounds Chemical class 0.000 claims description 24
-1 2- (2-chloroethoxy) ethyl Chemical group 0.000 claims description 23
238000000034 method Methods 0.000 claims description 23
230000003641 microbiacidal effect Effects 0.000 claims description 22
230000008569 process Effects 0.000 claims description 16
125000004432 carbon atom Chemical group C* 0.000 claims description 13
239000000463 material Substances 0.000 claims description 13
239000002904 solvent Substances 0.000 claims description 12
WGHAPLWNJPAJDE-UHFFFAOYSA-N 2-(2-bromoacetyl)oxyethyl 2-bromoacetate Chemical compound BrCC(=O)OCCOC(=O)CBr WGHAPLWNJPAJDE-UHFFFAOYSA-N 0.000 claims description 10
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 10
SIHKVAXULDBIIY-UPHRSURJSA-N [(z)-4-(2-bromoacetyl)oxybut-2-enyl] 2-bromoacetate Chemical compound BrCC(=O)OC\C=C/COC(=O)CBr SIHKVAXULDBIIY-UPHRSURJSA-N 0.000 claims description 10
239000000295 fuel oil Substances 0.000 claims description 9
125000005843 halogen group Chemical group 0.000 claims description 8
150000002430 hydrocarbons Chemical group 0.000 claims description 7
239000003921 oil Substances 0.000 claims description 7
229920006395 saturated elastomer Polymers 0.000 claims description 7
125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 6
239000000498 cooling water Substances 0.000 claims description 5
239000000839 emulsion Substances 0.000 claims description 5
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
XMSIJJBCVVVNPG-UHFFFAOYSA-N (3-bromo-2-nitrobutyl) 2-bromoacetate Chemical compound CC(Br)C([N+]([O-])=O)COC(=O)CBr XMSIJJBCVVVNPG-UHFFFAOYSA-N 0.000 claims description 4
RXRRMKNUVQKPIQ-UHFFFAOYSA-N 2-butoxyethyl 2-chloroacetate Chemical compound CCCCOCCOC(=O)CCl RXRRMKNUVQKPIQ-UHFFFAOYSA-N 0.000 claims description 4
OPGXPDPPQCMKEC-UHFFFAOYSA-N 2-phenoxyethyl 2-bromoacetate Chemical compound BrCC(=O)OCCOC1=CC=CC=C1 OPGXPDPPQCMKEC-UHFFFAOYSA-N 0.000 claims description 4
QIPFGFYXERNTNP-UHFFFAOYSA-N dodecyl 2-bromoacetate Chemical compound CCCCCCCCCCCCOC(=O)CBr QIPFGFYXERNTNP-UHFFFAOYSA-N 0.000 claims description 4
NNPJKFMGVZNJHG-UHFFFAOYSA-N hexyl 2-bromoacetate Chemical group CCCCCCOC(=O)CBr NNPJKFMGVZNJHG-UHFFFAOYSA-N 0.000 claims description 4
239000003973 paint Substances 0.000 claims description 4
239000010802 sludge Substances 0.000 claims description 4
UOWASDPNEZOQNB-UHFFFAOYSA-N 4-(2-chloroacetyl)oxybut-2-enyl 2-chloroacetate Chemical compound ClCC(=O)OCC=CCOC(=O)CCl UOWASDPNEZOQNB-UHFFFAOYSA-N 0.000 claims description 3
125000004429 atom Chemical group 0.000 claims description 3
239000010730 cutting oil Substances 0.000 claims description 3
229910052736 halogen Inorganic materials 0.000 claims description 3
229930195734 saturated hydrocarbon Natural products 0.000 claims description 3
125000001424 substituent group Chemical group 0.000 claims description 3
239000004753 textile Substances 0.000 claims description 3
229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 3
CJUOWAWICLNGCQ-UHFFFAOYSA-N 2,3-bis[(2-bromoacetyl)oxy]propyl 2-bromoacetate Chemical group BrCC(=O)OCC(OC(=O)CBr)COC(=O)CBr CJUOWAWICLNGCQ-UHFFFAOYSA-N 0.000 claims description 2
HIIBHBNRMVLLKH-UHFFFAOYSA-N 2-(2-chloroacetyl)oxyethyl 2-chloroacetate Chemical compound ClCC(=O)OCCOC(=O)CCl HIIBHBNRMVLLKH-UHFFFAOYSA-N 0.000 claims description 2
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 2
229920002472 Starch Polymers 0.000 claims description 2
JHVLLYQQQYIWKX-UHFFFAOYSA-N benzyl 2-bromoacetate Chemical compound BrCC(=O)OCC1=CC=CC=C1 JHVLLYQQQYIWKX-UHFFFAOYSA-N 0.000 claims description 2
150000002367 halogens Chemical group 0.000 claims description 2
229910052740 iodine Inorganic materials 0.000 claims description 2
239000011630 iodine Substances 0.000 claims description 2
230000002147 killing effect Effects 0.000 claims description 2
229920005610 lignin Polymers 0.000 claims description 2
239000008107 starch Substances 0.000 claims description 2
235000019698 starch Nutrition 0.000 claims description 2
INYAPRIMIHLNCT-UHFFFAOYSA-N 6-(2-bromoacetyl)oxyhex-3-ynyl 2-bromoacetate Chemical compound BrCC(=O)OCCC#CCCOC(=O)CBr INYAPRIMIHLNCT-UHFFFAOYSA-N 0.000 claims 2
GPIWNUTUJAZAMZ-UHFFFAOYSA-N 1,1-bis[(2-bromoacetyl)oxy]propyl 2-bromoacetate Chemical compound BrCC(=O)OC(CC)(OC(CBr)=O)OC(CBr)=O GPIWNUTUJAZAMZ-UHFFFAOYSA-N 0.000 claims 1
VPTHSSDLPGTUDI-UHFFFAOYSA-N 2-(2-chloroethoxy)ethyl 2-bromoacetate Chemical compound ClCCOCCOC(=O)CBr VPTHSSDLPGTUDI-UHFFFAOYSA-N 0.000 claims 1
MFFXVVHUKRKXCI-UHFFFAOYSA-N ethyl iodoacetate Chemical compound CCOC(=O)CI MFFXVVHUKRKXCI-UHFFFAOYSA-N 0.000 claims 1
239000008237 rinsing water Substances 0.000 claims 1
238000002360 preparation method Methods 0.000 description 51
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 36
241000894006 Bacteria Species 0.000 description 34
238000007792 addition Methods 0.000 description 33
238000012360 testing method Methods 0.000 description 32
239000004480 active ingredient Substances 0.000 description 26
210000003097 mucus Anatomy 0.000 description 17
238000002474 experimental method Methods 0.000 description 14
239000000126 substance Substances 0.000 description 14
230000000694 effects Effects 0.000 description 12
IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 10
239000002609 medium Substances 0.000 description 10
238000003860 storage Methods 0.000 description 10
239000002699 waste material Substances 0.000 description 10
230000002195 synergetic effect Effects 0.000 description 9
230000015572 biosynthetic process Effects 0.000 description 8
239000004615 ingredient Substances 0.000 description 8
238000004519 manufacturing process Methods 0.000 description 8
230000000813 microbial effect Effects 0.000 description 8
AFSROBHYIMWVTR-UHFFFAOYSA-N 1-(2-bromoacetyl)oxyethyl 2-bromoacetate Chemical compound BrCC(=O)OC(C)OC(=O)CBr AFSROBHYIMWVTR-UHFFFAOYSA-N 0.000 description 7
241000589517 Pseudomonas aeruginosa Species 0.000 description 7
241000193830 Bacillus <bacterium> Species 0.000 description 6
239000013543 active substance Substances 0.000 description 6
230000000845 anti-microbial effect Effects 0.000 description 6
230000008859 change Effects 0.000 description 6
238000001816 cooling Methods 0.000 description 6
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
235000019198 oils Nutrition 0.000 description 6
230000009467 reduction Effects 0.000 description 6
230000002829 reductive effect Effects 0.000 description 6
241000589565 Flavobacterium Species 0.000 description 5
241000589516 Pseudomonas Species 0.000 description 5
230000000844 anti-bacterial effect Effects 0.000 description 5
XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 5
238000009472 formulation Methods 0.000 description 5
239000004094 surface-active agent Substances 0.000 description 5
239000002351 wastewater Substances 0.000 description 5
SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 4
244000063299 Bacillus subtilis Species 0.000 description 4
241000233866 Fungi Species 0.000 description 4
241000192041 Micrococcus Species 0.000 description 4
229940121375 antifungal agent Drugs 0.000 description 4
239000007788 liquid Substances 0.000 description 4
241000894007 species Species 0.000 description 4
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
235000014469 Bacillus subtilis Nutrition 0.000 description 3
241000196324 Embryophyta Species 0.000 description 3
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
230000009471 action Effects 0.000 description 3
230000001580 bacterial effect Effects 0.000 description 3
230000008901 benefit Effects 0.000 description 3
230000015556 catabolic process Effects 0.000 description 3
238000000354 decomposition reaction Methods 0.000 description 3
238000006731 degradation reaction Methods 0.000 description 3
238000003113 dilution method Methods 0.000 description 3
230000005484 gravity Effects 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
238000011084 recovery Methods 0.000 description 3
239000002002 slurry Substances 0.000 description 3
125000006227 2-n-butoxyethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
241000588722 Escherichia Species 0.000 description 2
241000588724 Escherichia coli Species 0.000 description 2
241000192125 Firmicutes Species 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
230000000843 anti-fungal effect Effects 0.000 description 2
229920002678 cellulose Polymers 0.000 description 2
239000001913 cellulose Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 description 2
239000011248 coating agent Substances 0.000 description 2
238000000576 coating method Methods 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
238000007906 compression Methods 0.000 description 2
230000006835 compression Effects 0.000 description 2
238000011109 contamination Methods 0.000 description 2
239000013078 crystal Substances 0.000 description 2
230000006866 deterioration Effects 0.000 description 2
238000005187 foaming Methods 0.000 description 2
238000004362 fungal culture Methods 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
230000007774 longterm Effects 0.000 description 2
244000005700 microbiome Species 0.000 description 2
239000010893 paper waste Substances 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
239000003755 preservative agent Substances 0.000 description 2
235000012424 soybean oil Nutrition 0.000 description 2
239000003549 soybean oil Substances 0.000 description 2
239000002023 wood Substances 0.000 description 2
KRXSJVNYLFTMDL-UHFFFAOYSA-N 1-(2-chloroacetyl)oxyethyl 2-chloroacetate Chemical compound ClCC(=O)OC(C)OC(=O)CCl KRXSJVNYLFTMDL-UHFFFAOYSA-N 0.000 description 1
AULPTOWQKPBHNZ-UHFFFAOYSA-N 1-(2-iodoacetyl)oxyethyl 2-iodoacetate Chemical compound ICC(=O)OC(C)OC(=O)CI AULPTOWQKPBHNZ-UHFFFAOYSA-N 0.000 description 1
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
KBCCFFGCRDUANG-UHFFFAOYSA-N 2-(2-iodoacetyl)oxyethyl 2-iodoacetate Chemical compound ICC(=O)OCCOC(=O)CI KBCCFFGCRDUANG-UHFFFAOYSA-N 0.000 description 1
125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
241000590020 Achromobacter Species 0.000 description 1
241000228212 Aspergillus Species 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
101100352919 Caenorhabditis elegans ppm-2 gene Proteins 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
241000223218 Fusarium Species 0.000 description 1
241000159512 Geotrichum Species 0.000 description 1
101000971351 Homo sapiens KRR1 small subunit processome component homolog Proteins 0.000 description 1
102100021559 KRR1 small subunit processome component homolog Human genes 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241001236817 Paecilomyces <Clavicipitaceae> Species 0.000 description 1
241000228143 Penicillium Species 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
229920001131 Pulp (paper) Polymers 0.000 description 1
240000004808 Saccharomyces cerevisiae Species 0.000 description 1
241000191940 Staphylococcus Species 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
244000269722 Thea sinensis Species 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
241000589651 Zoogloea Species 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000003429 antifungal agent Substances 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
239000003899 bactericide agent Substances 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
238000009835 boiling Methods 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
ZQICUYMRUVINIE-UHFFFAOYSA-N but-2-enyl 2-bromoacetate Chemical compound CC=CCOC(=O)CBr ZQICUYMRUVINIE-UHFFFAOYSA-N 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
SCKYRAXSEDYPSA-UHFFFAOYSA-N ciclopirox Chemical compound ON1C(=O)C=C(C)C=C1C1CCCCC1 SCKYRAXSEDYPSA-UHFFFAOYSA-N 0.000 description 1
238000005253 cladding Methods 0.000 description 1
239000013066 combination product Substances 0.000 description 1
229940127555 combination product Drugs 0.000 description 1
238000010276 construction Methods 0.000 description 1
239000010779 crude oil Substances 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
150000005690 diesters Chemical class 0.000 description 1
SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
SXUYADQBBAAFOO-UHFFFAOYSA-N dithiol-3-one Chemical compound O=C1C=CSS1 SXUYADQBBAAFOO-UHFFFAOYSA-N 0.000 description 1
150000004662 dithiols Chemical class 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
238000000855 fermentation Methods 0.000 description 1
230000004151 fermentation Effects 0.000 description 1
230000002538 fungal effect Effects 0.000 description 1
230000000855 fungicidal effect Effects 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
235000012907 honey Nutrition 0.000 description 1
230000006872 improvement Effects 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000008235 industrial water Substances 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
JDNTWHVOXJZDSN-UHFFFAOYSA-N iodoacetic acid Chemical compound OC(=O)CI JDNTWHVOXJZDSN-UHFFFAOYSA-N 0.000 description 1
239000012669 liquid formulation Substances 0.000 description 1
239000012263 liquid product Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
230000010534 mechanism of action Effects 0.000 description 1
JWZXKXIUSSIAMR-UHFFFAOYSA-N methylene bis(thiocyanate) Chemical compound N#CSCSC#N JWZXKXIUSSIAMR-UHFFFAOYSA-N 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
239000002855 microbicide agent Substances 0.000 description 1
230000003158 microbiostatic effect 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
239000002736 nonionic surfactant Substances 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000002265 prevention Effects 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
239000001294 propane Substances 0.000 description 1
238000004064 recycling Methods 0.000 description 1
230000001603 reducing effect Effects 0.000 description 1
238000007670 refining Methods 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
238000013112 stability test Methods 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
239000002352 surface water Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000013077 target material Substances 0.000 description 1
239000003053 toxin Substances 0.000 description 1
231100000765 toxin Toxicity 0.000 description 1
238000005292 vacuum distillation Methods 0.000 description 1
239000002966 varnish Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000008096 xylene 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
- A01N43/26—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms five-membered rings

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)

FI802073A 1979-07-02 1980-06-27 Mikrobicida/mikrobistatiska stabila kompositioner foer industriellt aendamaol FI66721C (fi)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
JP8412879A JPS567701A (en)	1979-07-02	1979-07-02	Industrial germicidal and bacteriostatic composition
JP8412879		1979-07-02
JP9829979A JPS5622702A (en)	1979-07-31	1979-07-31	Industrial sterilization and bacteriostasis
JP9829979		1979-07-31

Publications (3)

Publication Number	Publication Date
FI802073A7 FI802073A7 (fi)	1981-01-03
FI66721B FI66721B (fi)	1984-08-31
FI66721C true FI66721C (fi)	1984-12-10

Family

ID=26425204

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
FI802073A FI66721C (fi)	1979-07-02	1980-06-27	Mikrobicida/mikrobistatiska stabila kompositioner foer industriellt aendamaol

Country Status (9)

Country	Link
US (1)	US4647577A (2)
AU (1)	AU523121B2 (2)
CA (1)	CA1143906A (2)
DE (1)	DE3024911C2 (2)
FI (1)	FI66721C (2)
FR (1)	FR2460623A1 (2)
GB (1)	GB2052989B (2)
IT (1)	IT1130488B (2)
SE (1)	SE447192B (2)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5799507A (en) *	1980-12-13	1982-06-21	Katayama Chem Works Co Ltd	Industrial bactericidal and bacteriostatic composition
DE3436989C1 (de) *	1984-10-09	1986-03-20	Teroson Gmbh, 6900 Heidelberg	Mikroorganismen toetende oder das Wachstum von Mikroorganismen hemmende Zusammensetzung und deren Verwendung
DE3772966D1 (de) *	1987-02-03	1991-10-17	Grace W R & Co	Biozide.
EP0325396B1 (en) *	1988-01-19	1991-07-03	Yoshitomi Pharmaceutical Industries, Ltd.	Biocidal 4,5-dichloro-1,2-dithiol-3-one composition
US5026723A (en) *	1988-04-18	1991-06-25	Katayama Chemical, Inc.	Microbicidal/microbiostatic composition for industrial use
US5013755A (en) *	1988-10-27	1991-05-07	Somar Corporation	Germicidal composition
EP0370429A3 (en) *	1988-11-21	1991-09-25	Yoshitomi Pharmaceutical Industries, Ltd.	Microbicidal/microbistatic composition for industrial use and method of using the same
GB2238244A (en) *	1989-11-21	1991-05-29	Yoshitomi Pharmaceutical	Industrial microbicidal/microbistatic composition containing an n-alkylguanidin and 4,5-dichloro-1,2-dithiol-3-one
GB9023480D0 (en) *	1990-10-29	1990-12-12	Cambridge Technology & Science	Assay
FR2709678B1 (fr) *	1993-09-09	1995-12-08	David Philippe Marie	Procédé d'épuration d'effluents gazeux ou liquides contenant des dérivés soufrés.
US5681851A (en) *	1995-06-07	1997-10-28	Buckman Laboratories International, Inc.	Emulsified compositions of 1,4-bis(bromoacetoxy)-2-butene useful as a microbicide and preservative

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* Cited by examiner, † Cited by third party
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DE1102174B (de) *	1959-02-14	1961-03-16	Albert Ag Chem Werke	Verfahren zur Herstellung von 5-Oxo-3, 4-dichlor-1, 2-dithiol
CH508579A (de) *	1969-08-28	1971-06-15	Stauffer Chemical Co	Verfahren zur Herstellung einer neuen biocid wirksamen Verbindung
US3879513A (en) *	1971-07-12	1975-04-22	Betz Laboratories	Synergistic combinations containing organo-bromine compounds and their use in the control of aerobacter aerogenes
US3839008A (en) *	1971-07-12	1974-10-01	Betz Laboratories	Slime control compositions containing organo-bromine compounds
JPS5647163B2 (2) *	1974-06-29	1981-11-07
JPS5182723A (ja) *	1975-01-16	1976-07-20	Yoshitomi Pharmaceutical	Kogyoyosatsukinzaisoseibutsu
US4289581A (en) *	1978-04-05	1981-09-15	Katayama Chemical Works Co., Ltd.	Microbicidal slimicide compositions for industrial use

1980
- 1980-06-25 AU AU59624/80A patent/AU523121B2/en not_active Expired
- 1980-06-26 CA CA000354931A patent/CA1143906A/en not_active Expired
- 1980-06-27 SE SE8004758A patent/SE447192B/sv not_active IP Right Cessation
- 1980-06-27 FI FI802073A patent/FI66721C/fi not_active IP Right Cessation
- 1980-06-30 GB GB8021356A patent/GB2052989B/en not_active Expired
- 1980-07-01 DE DE3024911A patent/DE3024911C2/de not_active Expired
- 1980-07-01 IT IT68033/80A patent/IT1130488B/it active
- 1980-07-02 FR FR8014738A patent/FR2460623A1/fr active Granted
1985
- 1985-12-20 US US06/815,174 patent/US4647577A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
GB2052989B (en)	1982-09-08
DE3024911C2 (de)	1986-07-31
FR2460623A1 (fr)	1981-01-30
SE8004758L (sv)	1981-02-19
GB2052989A (en)	1981-02-04
FI66721B (fi)	1984-08-31
FR2460623B1 (2)	1984-03-09
AU523121B2 (en)	1982-07-15
IT1130488B (it)	1986-06-11
AU5962480A (en)	1982-01-07
FI802073A7 (fi)	1981-01-03
DE3024911A1 (de)	1981-01-29
IT8068033A0 (it)	1980-07-01
US4647577A (en)	1987-03-03
SE447192B (sv)	1986-11-03
CA1143906A (en)	1983-04-05

Legal Events

Date

Code

Title

Description

2004-08-31

MA

Patent expired

Owner name: KATAYAMA CHEMICAL WORKS CO., LTD.

Owner name: YOSHITOMI PHARMACEUTICAL INDUSTRIES

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