CA1131404A - Melanges synergiques microbiocides de 4-isothiazolin-3-ones et de sels quaternaires d'ammonium, a employer dans l'eau injectee dans les puits de petrole - Google Patents

Melanges synergiques microbiocides de 4-isothiazolin-3-ones et de sels quaternaires d'ammonium, a employer dans l'eau injectee dans les puits de petrole

Info

Publication number: CA1131404A
Authority: CA; Canada
Prior art keywords: group; isothiazolin; alkyl; quaternary ammonium; ammonium salt
Prior art date: 1978-11-13
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA338,712A

Other languages

English (en)

Inventor

Edward S. Lashen

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Rohm and Haas Co

Original Assignee

Rohm and Haas Co

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.)

1978-11-13

Filing date

1979-10-30

Publication date

1982-09-14

1979-10-30 Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co

1982-09-14 Application granted granted Critical

1982-09-14 Publication of CA1131404A publication Critical patent/CA1131404A/fr

Status Expired legal-status Critical Current

Links

MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical class O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 title claims abstract description 24
150000003242 quaternary ammonium salts Chemical class 0.000 title claims abstract description 15
239000000203 mixture Substances 0.000 title claims description 40
238000002347 injection Methods 0.000 title claims description 13
239000007924 injection Substances 0.000 title claims description 13
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 13
230000003641 microbiacidal effect Effects 0.000 title claims description 9
230000002195 synergetic effect Effects 0.000 title description 4
241000894006 Bacteria Species 0.000 claims abstract description 20
-1 dimethylbenzylammonium halide Chemical class 0.000 claims description 18
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 17
238000000034 method Methods 0.000 claims description 13
125000000217 alkyl group Chemical group 0.000 claims description 12
125000005843 halogen group Chemical group 0.000 claims description 9
229910052751 metal Chemical class 0.000 claims description 9
239000002184 metal Chemical class 0.000 claims description 9
150000003839 salts Chemical class 0.000 claims description 9
125000003710 aryl alkyl group Chemical group 0.000 claims description 7
229910052801 chlorine Inorganic materials 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
125000000304 alkynyl group Chemical group 0.000 claims description 6
150000001412 amines Chemical group 0.000 claims description 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
125000003342 alkenyl group Chemical group 0.000 claims description 5
239000000460 chlorine Chemical group 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
125000001624 naphthyl group Chemical group 0.000 claims description 4
229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 claims description 3
229940100484 5-chloro-2-methyl-4-isothiazolin-3-one Drugs 0.000 claims description 3
230000000844 anti-bacterial effect Effects 0.000 claims description 3
DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical group CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 claims description 3
239000012530 fluid Substances 0.000 claims description 3
BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 claims description 3
239000003129 oil well Substances 0.000 claims description 3
238000011084 recovery Methods 0.000 claims description 3
239000002253 acid Substances 0.000 claims description 2
125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 2
125000004093 cyano group Chemical group *C#N 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
150000002367 halogens Chemical group 0.000 claims description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 6
229940090044 injection Drugs 0.000 claims 4
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 3
125000006702 (C1-C18) alkyl group Chemical group 0.000 claims 2
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 2
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
125000006592 (C2-C3) alkenyl group Chemical group 0.000 claims 1
125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 1
125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 1
CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 claims 1
230000000694 effects Effects 0.000 abstract description 14
230000002401 inhibitory effect Effects 0.000 abstract description 3
244000005700 microbiome Species 0.000 abstract description 2
239000003139 biocide Substances 0.000 description 17
230000001580 bacterial effect Effects 0.000 description 11
125000004432 carbon atom Chemical group C* 0.000 description 10
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 9
230000003115 biocidal effect Effects 0.000 description 9
125000003118 aryl group Chemical group 0.000 description 7
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 7
150000001875 compounds Chemical class 0.000 description 7
239000012895 dilution Substances 0.000 description 6
238000010790 dilution Methods 0.000 description 6
125000001424 substituent group Chemical group 0.000 description 6
PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 5
229910052794 bromium Inorganic materials 0.000 description 5
150000003856 quaternary ammonium compounds Chemical class 0.000 description 5
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
239000002609 medium Substances 0.000 description 4
150000001450 anions Chemical group 0.000 description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
230000000813 microbial effect Effects 0.000 description 3
VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 3
125000001453 quaternary ammonium group Chemical group 0.000 description 3
239000000243 solution Substances 0.000 description 3
VUWCWMOCWKCZTA-UHFFFAOYSA-N 1,2-thiazol-4-one Chemical class O=C1CSN=C1 VUWCWMOCWKCZTA-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical compound [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 description 2
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
150000003863 ammonium salts Chemical class 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
229910052791 calcium Inorganic materials 0.000 description 2
239000011575 calcium Substances 0.000 description 2
150000001768 cations Chemical class 0.000 description 2
125000001309 chloro group Chemical group Cl* 0.000 description 2
229910052802 copper Inorganic materials 0.000 description 2
239000010949 copper Substances 0.000 description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
150000004820 halides Chemical class 0.000 description 2
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
229910052749 magnesium Inorganic materials 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
238000012544 monitoring process Methods 0.000 description 2
229910052759 nickel Inorganic materials 0.000 description 2
239000008363 phosphate buffer Substances 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
239000002904 solvent Substances 0.000 description 2
125000000547 substituted alkyl group Chemical group 0.000 description 2
239000011593 sulfur Substances 0.000 description 2
229910052717 sulfur Inorganic materials 0.000 description 2
229910052725 zinc Inorganic materials 0.000 description 2
239000011701 zinc Substances 0.000 description 2
JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical compound O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 1
GQZBYOILKOKULL-UHFFFAOYSA-N 1-(11-phenylundecyl)piperidin-1-ium;chloride Chemical compound [Cl-].C=1C=CC=CC=1CCCCCCCCCCC[NH+]1CCCCC1 GQZBYOILKOKULL-UHFFFAOYSA-N 0.000 description 1
WOQUJSGMGLANAE-UHFFFAOYSA-M 1-[(2-dodecoxyphenyl)methyl]quinolin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCCOC1=CC=CC=C1C[N+]1=CC=CC2=CC=CC=C12 WOQUJSGMGLANAE-UHFFFAOYSA-M 0.000 description 1
NKICVYRTQZNBQQ-UHFFFAOYSA-N 2-(2-octyl-4,5-dihydro-1h-imidazol-3-ium-3-yl)ethanol;chloride Chemical compound [Cl-].CCCCCCCCC1=NCC[NH+]1CCO NKICVYRTQZNBQQ-UHFFFAOYSA-N 0.000 description 1
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 description 1
KWDRLJRZSFZCNT-UHFFFAOYSA-M 2-decoxyethyl-diethyl-methylazanium;bromide Chemical compound [Br-].CCCCCCCCCCOCC[N+](C)(CC)CC KWDRLJRZSFZCNT-UHFFFAOYSA-M 0.000 description 1
125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
IQHSKAKXMQNYTA-UHFFFAOYSA-N 2-tridecylpyridine Chemical compound CCCCCCCCCCCCCC1=CC=CC=N1 IQHSKAKXMQNYTA-UHFFFAOYSA-N 0.000 description 1
125000006512 3,4-dichlorobenzyl group Chemical group [H]C1=C(Cl)C(Cl)=C([H])C(=C1[H])C([H])([H])* 0.000 description 1
125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 description 1
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 description 1
125000004217 4-methoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1OC([H])([H])[H])C([H])([H])* 0.000 description 1
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 1
239000004606 Fillers/Extenders Substances 0.000 description 1
241000287828 Gallus gallus Species 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
229910002651 NO3 Inorganic materials 0.000 description 1
NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 1
239000000654 additive Substances 0.000 description 1
241001148470 aerobic bacillus Species 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000004183 alkoxy alkyl group Chemical group 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
125000000278 alkyl amino alkyl group Chemical group 0.000 description 1
125000006177 alkyl benzyl group Chemical group 0.000 description 1
125000006350 alkyl thio alkyl group Chemical group 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
150000003868 ammonium compounds Chemical class 0.000 description 1
229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 1
125000005128 aryl amino alkyl group Chemical group 0.000 description 1
125000005160 aryl oxy alkyl group Chemical group 0.000 description 1
125000005164 aryl thioalkyl group Chemical group 0.000 description 1
229910052788 barium Inorganic materials 0.000 description 1
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 description 1
FADYGXGJTNYCHZ-UHFFFAOYSA-M benzyl-dodecyl-diethylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](CC)(CC)CC1=CC=CC=C1 FADYGXGJTNYCHZ-UHFFFAOYSA-M 0.000 description 1
229910052793 cadmium Inorganic materials 0.000 description 1
BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
229940041514 candida albicans extract Drugs 0.000 description 1
125000005587 carbonate group Chemical group 0.000 description 1
125000004181 carboxyalkyl group Chemical group 0.000 description 1
125000002091 cationic group Chemical group 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
239000003795 chemical substances by application Substances 0.000 description 1
125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
239000011651 chromium Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
230000001332 colony forming effect Effects 0.000 description 1
238000011109 contamination Methods 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
235000013365 dairy product Nutrition 0.000 description 1
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 description 1
230000001419 dependent effect Effects 0.000 description 1
238000001514 detection method Methods 0.000 description 1
125000004985 dialkyl amino alkyl group Chemical group 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
125000004994 halo alkoxy alkyl group Chemical group 0.000 description 1
125000000262 haloalkenyl group Chemical group 0.000 description 1
125000001188 haloalkyl group Chemical group 0.000 description 1
125000000232 haloalkynyl group Chemical group 0.000 description 1
125000006277 halobenzyl group Chemical group 0.000 description 1
125000005059 halophenyl group Chemical group 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
125000001145 hydrido group Chemical group *[H] 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
125000002768 hydroxyalkyl group Chemical group 0.000 description 1
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
238000011534 incubation Methods 0.000 description 1
238000011081 inoculation Methods 0.000 description 1
239000002054 inoculum Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000011133 lead Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate 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
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
229910021645 metal ion Inorganic materials 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
125000006178 methyl benzyl group Chemical group 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
125000006501 nitrophenyl group Chemical group 0.000 description 1
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 description 1
239000005416 organic matter Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
239000001967 plate count agar Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
150000003222 pyridines Chemical class 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
150000003230 pyrimidines Chemical class 0.000 description 1
239000012898 sample dilution Substances 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
GNBVPFITFYNRCN-UHFFFAOYSA-M sodium thioglycolate Chemical compound [Na+].[O-]C(=O)CS GNBVPFITFYNRCN-UHFFFAOYSA-M 0.000 description 1
239000013042 solid detergent Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
125000004079 stearyl 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])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])[H] 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
239000000758 substrate Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
230000002459 sustained effect Effects 0.000 description 1
230000009182 swimming Effects 0.000 description 1
239000011885 synergistic combination 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
229910052718 tin Inorganic materials 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
YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
YFYABWXIJBTAAM-UHFFFAOYSA-M trimethyl(2-phenyltetradecan-2-yl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCC(C)([N+](C)(C)C)C1=CC=CC=C1 YFYABWXIJBTAAM-UHFFFAOYSA-M 0.000 description 1
CEYYIKYYFSTQRU-UHFFFAOYSA-M trimethyl(tetradecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)C CEYYIKYYFSTQRU-UHFFFAOYSA-M 0.000 description 1
239000003643 water by type Substances 0.000 description 1
239000012138 yeast extract Substances 0.000 description 1

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Agricultural Chemicals And Associated Chemicals (AREA)

CA338,712A 1978-11-13 1979-10-30 Melanges synergiques microbiocides de 4-isothiazolin-3-ones et de sels quaternaires d'ammonium, a employer dans l'eau injectee dans les puits de petrole Expired CA1131404A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US96031978A	1978-11-13	1978-11-13
US960,319		1978-11-13

Publications (1)

Publication Number	Publication Date
CA1131404A true CA1131404A (fr)	1982-09-14

Family

ID=25503038

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA338,712A Expired CA1131404A (fr)	1978-11-13	1979-10-30	Melanges synergiques microbiocides de 4-isothiazolin-3-ones et de sels quaternaires d'ammonium, a employer dans l'eau injectee dans les puits de petrole

Country Status (1)

Country	Link
CA (1)	CA1131404A (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO1984000877A1 (fr) *	1982-09-10	1984-03-15	Freimut Riemer	Procede de traitement antimicrobien de produits alimentaires et fourragers
JPS61233601A (ja) *	1985-02-13	1986-10-17	ソシエテ・アノニム・エルフ・フランス	液体炭化水素中の微生物を抑制する方法とそれに用いる組成物
EP0368593A1 (fr) *	1988-11-04	1990-05-16	Buckman Laboratories International, Inc.	Contrôle de la croissance fongique ou bactérienne dans les fluides synthétiques de travail des métaux
US5016714A (en) *	1990-05-09	1991-05-21	Halliburton Company	Biocidal well treatment method
EP0513637A3 (en) *	1991-05-10	1993-06-16	Germo S.P.A.	Multi-purpose disinfectant compositions

1979
- 1979-10-30 CA CA338,712A patent/CA1131404A/fr not_active Expired

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO1984000877A1 (fr) *	1982-09-10	1984-03-15	Freimut Riemer	Procede de traitement antimicrobien de produits alimentaires et fourragers
TR22359A (tr) *	1982-09-10	1987-03-03	Riemer Freimut	Gida ve yem maddelerinin antimikrobik muamelesine mahsus madde
JPS61233601A (ja) *	1985-02-13	1986-10-17	ソシエテ・アノニム・エルフ・フランス	液体炭化水素中の微生物を抑制する方法とそれに用いる組成物
JPH0729882B2 (ja)	1985-02-13	1995-04-05	ソシエテ・アノニム・エルフ・フランス	液体炭化水素中の微生物を抑制する方法とそれに用いる組成物
EP0368593A1 (fr) *	1988-11-04	1990-05-16	Buckman Laboratories International, Inc.	Contrôle de la croissance fongique ou bactérienne dans les fluides synthétiques de travail des métaux
US5016714A (en) *	1990-05-09	1991-05-21	Halliburton Company	Biocidal well treatment method
EP0513637A3 (en) *	1991-05-10	1993-06-16	Germo S.P.A.	Multi-purpose disinfectant compositions

Legal Events

Date	Code	Title	Description
1999-09-14	MKEX	Expiry

Publication	Publication Date	Title
US4173643A (en)	1979-11-06	Synergistic microbiocidal compositions
CA1299966C (fr)	1992-05-05	Compositions biocides et leur utilisation
CA1303485C (fr)	1992-06-16	Compositions biocides et leur utilisation
CA1305661C (fr)	1992-07-28	Melanges biocides et leurs usages
US4835143A (en)	1989-05-30	Biocidal compositions and use thereof containing a synergistic mixture of tetraalkyl phosphonium halide and n-alkyl dimethylbenzyl ammonium chloride
US20090093443A1 (en)	2009-04-09	Combinations of 4- bromo-2-(4-chlorophenyl)-5-(trifluoromethyl)-1h-pyrrole-3-carbonitrile and biocidal compounds
JPH0558815A (ja)	1993-03-09	４，５−ジクロロ−２−ｎ−オクチル−３−イソチアゾロン又は２−メチル−３−イソチアゾロンと殺菌剤であるジメチルジチオカルバミド酸第２鉄との相乗作用を生じる組み合せ
KR0139083B1 (ko)	1998-04-30	공업재료 및 급수시스템 보호를 위한 살균제
JP2999875B2 (ja)	2000-01-17	ヨードプロパルギルブチルカルバメート及び２−メルカプトピリジンｎ−オキシドを含む抗微生物組成物及び微生物の制御方法
US6322749B1 (en)	2001-11-27	Composition and method for inhibiting the growth of microorganisms including stabilized sodium hypobromite and isothiazolones
CA1131404A (fr)	1982-09-14	Melanges synergiques microbiocides de 4-isothiazolin-3-ones et de sels quaternaires d'ammonium, a employer dans l'eau injectee dans les puits de petrole
CA1308991C (fr)	1992-10-20	Compositions biocides et leur utilisation
US5416109A (en)	1995-05-16	Method and composition for controlling the growth of microorganisms
US4732911A (en)	1988-03-22	Biocidal compositions and use thereof containing a synergistic mixture of 2-bromo-2-nitropropane-1,3-diol and bis (tri n-butyl tin) oxide
DE2459446A1 (de)	1975-06-26	Bakterizide mittel
US5369115A (en)	1994-11-29	Microbial inhibiting compositions and their use
US4475941A (en)	1984-10-09	Biocide composition comprising sulfonium compounds and organic tin compounds
US5081134A (en)	1992-01-14	Biocidal compositions and use thereof containing a synergistic mixture of diiodomethyl-p-tolylsulfone and sodium 2-pyridinethiol-1-oxide
US3873444A (en)	1975-03-25	Slime control compositions and their use
US5416122A (en)	1995-05-16	Method and composition for controlling the growth of microorganisms
US3897554A (en)	1975-07-29	N-2-nitrobutyl morpholine and 2,2-dibromo-3-nitrilopropionamide as a slime control composition
US5352706A (en)	1994-10-04	Method and composition for controlling the growth of microorganisms
EP0984685A4 (fr)	2004-08-18	Biocide et ses utilisations
US5278188A (en)	1994-01-11	Method and composition for controlling the growth of microorganisms
FI106771B (fi)	2001-04-12	Menetelmä ja koostumus mikro-organismien kasvun kontrolloimiseksi