DK2408308T3 - Stabiliseret biocid sammensætning - Google Patents
Stabiliseret biocid sammensætning Download PDFInfo
- Publication number
- DK2408308T3 DK2408308T3 DK10702121.4T DK10702121T DK2408308T3 DK 2408308 T3 DK2408308 T3 DK 2408308T3 DK 10702121 T DK10702121 T DK 10702121T DK 2408308 T3 DK2408308 T3 DK 2408308T3
- Authority
- DK
- Denmark
- Prior art keywords
- phosphonium
- arsenic
- compound
- process according
- tetrakis
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 56
- 229910052785 arsenic Inorganic materials 0.000 claims description 49
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims description 49
- 150000001875 compounds Chemical class 0.000 claims description 45
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 24
- 229910052698 phosphorus Inorganic materials 0.000 claims description 24
- 239000011574 phosphorus Substances 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 23
- 230000000087 stabilizing effect Effects 0.000 claims description 21
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 19
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 18
- -1 phosphonium compound Chemical class 0.000 claims description 17
- 239000012535 impurity Substances 0.000 claims description 11
- 150000003863 ammonium salts Chemical class 0.000 claims description 10
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 10
- 229910021529 ammonia Inorganic materials 0.000 claims description 9
- 229920001184 polypeptide Polymers 0.000 claims description 9
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 8
- 229940024606 amino acid Drugs 0.000 claims description 8
- 235000001014 amino acid Nutrition 0.000 claims description 8
- 150000001413 amino acids Chemical class 0.000 claims description 8
- 238000001556 precipitation Methods 0.000 claims description 8
- 150000004714 phosphonium salts Chemical class 0.000 claims description 7
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Natural products P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims description 6
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 4
- 239000004471 Glycine Substances 0.000 claims description 4
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical group [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 4
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 claims description 4
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 claims description 4
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims description 4
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 4
- 150000003003 phosphines Chemical class 0.000 claims description 4
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 claims description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical group [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 3
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims description 3
- 229910019142 PO4 Inorganic materials 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical group [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 3
- 239000010452 phosphate Chemical group 0.000 claims description 3
- YTVQIZRDLKWECQ-UHFFFAOYSA-N 2-benzoylcyclohexan-1-one Chemical compound C=1C=CC=CC=1C(=O)C1CCCCC1=O YTVQIZRDLKWECQ-UHFFFAOYSA-N 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical group CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 108010011485 Aspartame Proteins 0.000 claims description 2
- YPWSLBHSMIKTPR-UHFFFAOYSA-N Cystathionine Natural products OC(=O)C(N)CCSSCC(N)C(O)=O YPWSLBHSMIKTPR-UHFFFAOYSA-N 0.000 claims description 2
- ILRYLPWNYFXEMH-UHFFFAOYSA-N D-cystathionine Natural products OC(=O)C(N)CCSCC(N)C(O)=O ILRYLPWNYFXEMH-UHFFFAOYSA-N 0.000 claims description 2
- 108010024636 Glutathione Proteins 0.000 claims description 2
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 claims description 2
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 2
- ILRYLPWNYFXEMH-WHFBIAKZSA-N L-cystathionine Chemical compound [O-]C(=O)[C@@H]([NH3+])CCSC[C@H]([NH3+])C([O-])=O ILRYLPWNYFXEMH-WHFBIAKZSA-N 0.000 claims description 2
- LEVWYRKDKASIDU-IMJSIDKUSA-N L-cystine Chemical compound [O-]C(=O)[C@@H]([NH3+])CSSC[C@H]([NH3+])C([O-])=O LEVWYRKDKASIDU-IMJSIDKUSA-N 0.000 claims description 2
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 claims description 2
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 claims description 2
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 2
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims description 2
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims description 2
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 claims description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004472 Lysine Substances 0.000 claims description 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical group OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 2
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 claims description 2
- 108010077895 Sarcosine Proteins 0.000 claims description 2
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 claims description 2
- 235000004279 alanine Nutrition 0.000 claims description 2
- 235000019270 ammonium chloride Nutrition 0.000 claims description 2
- 150000001450 anions Chemical group 0.000 claims description 2
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 claims description 2
- 239000000605 aspartame Substances 0.000 claims description 2
- 229960003438 aspartame Drugs 0.000 claims description 2
- 235000010357 aspartame Nutrition 0.000 claims description 2
- 229940000635 beta-alanine Drugs 0.000 claims description 2
- 229960003067 cystine Drugs 0.000 claims description 2
- 229960003180 glutathione Drugs 0.000 claims description 2
- 229960000310 isoleucine Drugs 0.000 claims description 2
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 claims description 2
- 229930182817 methionine Natural products 0.000 claims description 2
- 229940043230 sarcosine Drugs 0.000 claims description 2
- FAUOSXUSCVJWAY-UHFFFAOYSA-N tetrakis(hydroxymethyl)phosphanium Chemical class OC[P+](CO)(CO)CO FAUOSXUSCVJWAY-UHFFFAOYSA-N 0.000 claims description 2
- VELJAQNIUXJKSV-UHFFFAOYSA-M tetrakis(hydroxymethyl)phosphanium;acetate Chemical compound CC([O-])=O.OC[P+](CO)(CO)CO VELJAQNIUXJKSV-UHFFFAOYSA-M 0.000 claims description 2
- XAAGVNUUSJZVIC-UHFFFAOYSA-M tetrakis(hydroxymethyl)phosphanium;bromide Chemical compound [Br-].OC[P+](CO)(CO)CO XAAGVNUUSJZVIC-UHFFFAOYSA-M 0.000 claims description 2
- ZTBDCHNXDHUMCJ-UHFFFAOYSA-K tetrakis(hydroxymethyl)phosphanium;phosphate Chemical compound [O-]P([O-])([O-])=O.OC[P+](CO)(CO)CO.OC[P+](CO)(CO)CO.OC[P+](CO)(CO)CO ZTBDCHNXDHUMCJ-UHFFFAOYSA-K 0.000 claims description 2
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 claims description 2
- 229960004441 tyrosine Drugs 0.000 claims description 2
- 239000004474 valine Substances 0.000 claims description 2
- 229960004295 valine Drugs 0.000 claims description 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 claims 1
- 150000003841 chloride salts Chemical group 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- MBMLMWLHJBBADN-UHFFFAOYSA-N Ferrous sulfide Chemical compound [Fe]=S MBMLMWLHJBBADN-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 239000002367 phosphate rock Substances 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- 239000003112 inhibitor Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000003139 biocide Substances 0.000 description 3
- JMXMXKRNIYCNRV-UHFFFAOYSA-N bis(hydroxymethyl)phosphanylmethanol Chemical compound OCP(CO)CO JMXMXKRNIYCNRV-UHFFFAOYSA-N 0.000 description 3
- 239000000498 cooling water Substances 0.000 description 3
- 229910052976 metal sulfide Inorganic materials 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 229910021653 sulphate ion Inorganic materials 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 150000001370 alpha-amino acid derivatives Chemical class 0.000 description 2
- 235000008206 alpha-amino acids Nutrition 0.000 description 2
- 150000001495 arsenic compounds Chemical class 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000000645 desinfectant Substances 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 238000011143 downstream manufacturing Methods 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229960002449 glycine Drugs 0.000 description 2
- 229960002885 histidine Drugs 0.000 description 2
- 230000002706 hydrostatic effect Effects 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- YIEDHPBKGZGLIK-UHFFFAOYSA-L tetrakis(hydroxymethyl)phosphanium;sulfate Chemical compound [O-]S([O-])(=O)=O.OC[P+](CO)(CO)CO.OC[P+](CO)(CO)CO YIEDHPBKGZGLIK-UHFFFAOYSA-L 0.000 description 2
- NUFKRGBSZPCGQB-FLBSXDLDSA-N (3s)-3-amino-4-oxo-4-[[(2r)-1-oxo-1-[(2,2,4,4-tetramethylthietan-3-yl)amino]propan-2-yl]amino]butanoic acid;pentahydrate Chemical compound O.O.O.O.O.OC(=O)C[C@H](N)C(=O)N[C@H](C)C(=O)NC1C(C)(C)SC1(C)C.OC(=O)C[C@H](N)C(=O)N[C@H](C)C(=O)NC1C(C)(C)SC1(C)C NUFKRGBSZPCGQB-FLBSXDLDSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 239000004377 Alitame Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 229940123973 Oxygen scavenger Drugs 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 108010009985 alitame Proteins 0.000 description 1
- 235000019409 alitame Nutrition 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- ZRIUUUJAJJNDSS-UHFFFAOYSA-N ammonium phosphates Chemical compound [NH4+].[NH4+].[NH4+].[O-]P([O-])([O-])=O ZRIUUUJAJJNDSS-UHFFFAOYSA-N 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- 239000013538 functional additive Substances 0.000 description 1
- 235000003969 glutathione Nutrition 0.000 description 1
- 229940093920 gynecological arsenic compound Drugs 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000012994 industrial processing Methods 0.000 description 1
- 239000008235 industrial water Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002506 iron compounds Chemical class 0.000 description 1
- 229960003136 leucine Drugs 0.000 description 1
- 229960003646 lysine Drugs 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- NMJORVOYSJLJGU-UHFFFAOYSA-N methane clathrate Chemical compound C.C.C.C.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O NMJORVOYSJLJGU-UHFFFAOYSA-N 0.000 description 1
- 229960004452 methionine Drugs 0.000 description 1
- 244000000032 microbial plant pathogen Species 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000002332 oil field water Substances 0.000 description 1
- 239000003129 oil well Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- ZYNUSOWWGMTZHH-UHFFFAOYSA-L oxalate;tetrakis(hydroxymethyl)phosphanium Chemical compound [O-]C(=O)C([O-])=O.OC[P+](CO)(CO)CO.OC[P+](CO)(CO)CO ZYNUSOWWGMTZHH-UHFFFAOYSA-L 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 229960002429 proline Drugs 0.000 description 1
- 230000003134 recirculating effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002455 scale inhibitor Substances 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000000080 wetting agent 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/46—N-acyl derivatives
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/34—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-halogen bonds; Phosphonium salts
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/50—Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F5/00—Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
- C02F5/08—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents
- C02F5/10—Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/34—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32
- C02F2103/36—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32 from the manufacture of organic compounds
- C02F2103/365—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32 from the manufacture of organic compounds from petrochemical industry (e.g. refineries)
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2303/00—Specific treatment goals
- C02F2303/04—Disinfection
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Chemical & Material Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Organic Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Environmental & Geological Engineering (AREA)
- Toxicology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Processing Of Meat And Fish (AREA)
Claims (12)
1. Fremgangsmåde til forebyggelse eller minimering af fældning af arsen eller arsenbaserede forbindelser som urenhed i en vandig sammensætning med en phosphorholdig forbindelse, hvor den phosphorholdige forbindelse er en phosphoniumforbindelse eller en alkylsubstitueret phosphin med arsen som urenhed, som omfatter trinet tilsætning til sammensætningen af en effektiv arsenstabiliserende mængde af en forbindelse udvalgt fra gruppen, der består af ammoniak, ammoniumsalt, organisk aminosyre, peptid og polypeptid, hvor den effektive arsenstabiliserende mængde er en koncentration på mellem 40 og 10.000 ppm i den vandige sammensætning.
2. Fremgangsmåde ifølge krav 1, hvor den phosphorholdige forbindelse er et tetrakis(hydroxyorgano)-phosphoniumsalt eller en tetrakis(hydroxyorgano)-phosphoniumforbindelse med formel (I) [R' R" (CH2OH) 2P+] η X- (I) hvor: n er valensen af X; R' og R", der kan være ens eller forskellige, er udvalgt blandt en alkyl-, hydroxyalkyl-, alkenyl- eller aryldel, og X er en anion.
3. Fremgangsmåde ifølge krav 1 eller 2, hvor i formel (I) R' og R" har mellem 1 og 20 carbonatomer, og X er udvalgt fra gruppen, der består af chlorid, sulfat, phosphat, acetat, oxalat og bromid.
4. Fremgangsmåde ifølge et hvilket som helst af ovennævnte krav, hvor phosphoniumforbindelsen er et tetrakis(hydroxymethyl)-phosphoniumsalt.
5. Fremgangsmåde ifølge et hvilket som helst af ovennævnte krav, hvor phosphoniumforbindelsen er tetrakis(hydroxymethyl)-phosphoniumchlorid, tetrakis(hydroxymethyl)-phosphoniumbromid, tetrakis(hydroxymethyl)-phosphoniumphosphat, tetrakis(hydroxymethyl)-phosphoniumacetat, tetrakis(hydroxymethyl)-phosphoniumoxalat eller tetrakis(hydroxymethyl)-phosphoniumsulfat.
6. Fremgangsmåde ifølge et hvilket som helst af ovennævnte krav, hvor phosphoniumforbindelsen har en vægtkoncentration i den vandige sammensætning, der stabiliseres ved mellem 5 og 75 %.
7. Fremgangsmåde ifølge et hvilket som helst af ovennævnte krav, hvor den vandige sammensætning med den phosphorholdige forbindelse har en vægtkoncentration af arsen på mellem 1 og 100 ppm.
8. Fremgangsmåde ifølge et hvilket som helst af ovennævnte krav, hvor vægtkoncentrationen af phosphoniumforbindelsen i den vandige sammensætning stabiliseres ved mellem 5 og 75 %.
9. Fremgangsmåde ifølge et hvilket som helst af ovennævnte krav, hvor den effektive arsenstabiliserende forbindelse er udvalgt fra gruppen, der består af ammoniak, ammoniumsalt, organisk aminosyre, peptid og polypeptid og er til stede ved en koncentration på mellem 75 og 5.000 ppm i den vandige sammensætning.
10. Fremgangsmåde ifølge et hvilket som helst af ovennævnte krav, der yderligere omfatter trinet justering af pH i den vandige sammensætning, så den stabiliseres ved en værdi under 7 før tilsætning af den arsenstabiliserende forbindelse til sammensætningen.
11. Fremgangsmåde ifølge et hvilket som helst af ovennævnte krav, hvor den arsenstabiliserende forbindelse er ammoniumchlorid, ammoniumbromid, alanin, beta-alanin, cystathionin, cystin, histidin, glycin, leucin, isoleucin, histidin, lysin, methionin, prolin, sarcosin, serin, tyronin, tyrosin, valin, glutathion, aspartam eller alitam.
12. Fremgangsmåde ifølge et hvilket som helst af ovennævnte krav, hvor den arsenstabiliserende forbindelse er glycin.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US16054009P | 2009-03-16 | 2009-03-16 | |
PCT/EP2010/051194 WO2010105872A2 (en) | 2009-03-16 | 2010-02-01 | Stabilized biocidal composition |
Publications (1)
Publication Number | Publication Date |
---|---|
DK2408308T3 true DK2408308T3 (da) | 2017-08-14 |
Family
ID=42740046
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK10702121.4T DK2408308T3 (da) | 2009-03-16 | 2010-02-01 | Stabiliseret biocid sammensætning |
Country Status (17)
Country | Link |
---|---|
US (1) | US9090494B2 (da) |
EP (1) | EP2408308B1 (da) |
JP (1) | JP2012520336A (da) |
KR (1) | KR20110132377A (da) |
CN (1) | CN102368907B (da) |
AR (1) | AR075823A1 (da) |
AU (1) | AU2010225088B2 (da) |
BR (1) | BRPI1009402B1 (da) |
CA (1) | CA2754126C (da) |
CO (1) | CO6450671A2 (da) |
DK (1) | DK2408308T3 (da) |
EC (1) | ECSP11011351A (da) |
MX (1) | MX2011009607A (da) |
MY (1) | MY157152A (da) |
RU (1) | RU2522137C2 (da) |
UA (1) | UA106606C2 (da) |
WO (1) | WO2010105872A2 (da) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
MX2012012089A (es) * | 2010-04-28 | 2012-11-29 | Alcon Res Ltd | Composiciones farmaceuticas con agentes antimicrobianos de fosfonio. |
NZ591490A (en) * | 2010-09-30 | 2014-10-31 | Amsa Inc | Formulations for use in sulfur scale control in industrial water systems |
PL2684598T3 (pl) * | 2011-03-09 | 2019-09-30 | Kurita Water Industries Ltd. | Sposób poprawiania współczynnika zatrzymania membrany do odwróconej osmozy oraz zastosowanie środka do obróbki do poprawiania współczynnika zatrzymania membrany do odwróconej osmozy |
JP5914973B2 (ja) * | 2011-03-09 | 2016-05-11 | 栗田工業株式会社 | 透過膜の阻止率向上方法及び阻止率向上処理剤 |
DK2758347T3 (da) * | 2011-09-23 | 2017-03-27 | Lonza Ag | Fremgangsmåde til fjernelse af hydrogensulfid fra industriprocesfluider |
BR112014015253A2 (pt) * | 2011-12-21 | 2017-08-22 | Shell Internationale Res Maaschappij B V | Método para inibir a formação de espuma em uma mistura, composição, e, mistura inibida com espuma |
CA2880283C (en) | 2012-08-21 | 2020-07-21 | Lonza, Inc. | Method of scavenging hydrogen sulfide and/or sulfhydryl compounds |
EP3353117B1 (en) | 2015-09-23 | 2021-03-24 | Saudi Arabian Oil Company | Removal of kinetic hydrate inhibitors |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2768997A (en) * | 1956-10-30 | Phosphorus-containing polypeptides | ||
US3734861A (en) * | 1970-07-13 | 1973-05-22 | Hooker Chemical Corp | Synergistic metal sequestrant |
DE2647863A1 (de) * | 1975-11-07 | 1977-05-12 | American Cyanamid Co | Waessrige loesungen von tetrakis(hydroxymethyl)-phosphoniumsalzen |
US4147757A (en) * | 1976-12-13 | 1979-04-03 | Olin Corporation | Method for producing ammonium phosphate which is substantially free of arsenic |
RU2143889C1 (ru) * | 1993-02-23 | 2000-01-10 | Генентек, Инк. | Способ стабилизации полипептида, способы получения композиций полипептида и композиции |
ATE226393T1 (de) * | 1997-12-23 | 2002-11-15 | Rhodia Cons Spec Ltd | Biozide zusammemsetzungen und behandlungen |
US6146610A (en) * | 1998-06-05 | 2000-11-14 | Fmc Corporation | Process for removal of arsenic from elemental phosphorus |
AU6217499A (en) * | 1998-10-14 | 2000-05-01 | Albright & Wilson Uk Limited | Leaching divalent metal salts |
CN1247835A (zh) * | 1999-09-21 | 2000-03-22 | 重庆理想科技有限公司 | 一种含砷黄磷的脱砷方法及分级处理的方法 |
JP2004501166A (ja) * | 2000-06-16 | 2004-01-15 | ハーキュリーズ・インコーポレーテッド | 化学修飾ペプチド、組成物、並びに製造方法および使用 |
GB0017675D0 (en) * | 2000-07-20 | 2000-09-06 | Rhodia Cons Spec Ltd | Treatment of iron sulphide deposits |
EP1423491A4 (en) * | 2001-08-15 | 2011-11-02 | Mamre Llc | PROCESS AND COMPOSITION FOR REDUCING IRON SULFIDE DEPOSITS IN PIPES |
GB0306531D0 (en) * | 2003-03-21 | 2003-04-23 | Rhodia Cons Spec Ltd | Formulation for corrosion and scale inhibition |
GB0321276D0 (en) * | 2003-09-11 | 2003-10-08 | Rhodia Consumer Specialities L | Treatment of iron sulphide deposits |
WO2007038403A2 (en) * | 2005-09-22 | 2007-04-05 | Chem Technologies | Iron sulfide cleaning formulation and methods of use thereof |
-
2010
- 2010-01-02 UA UAA201111013A patent/UA106606C2/uk unknown
- 2010-02-01 MY MYPI2011004344A patent/MY157152A/en unknown
- 2010-02-01 WO PCT/EP2010/051194 patent/WO2010105872A2/en active Application Filing
- 2010-02-01 BR BRPI1009402-4A patent/BRPI1009402B1/pt active IP Right Grant
- 2010-02-01 CN CN201080012502.6A patent/CN102368907B/zh active Active
- 2010-02-01 US US13/257,174 patent/US9090494B2/en active Active
- 2010-02-01 JP JP2012500162A patent/JP2012520336A/ja not_active Ceased
- 2010-02-01 MX MX2011009607A patent/MX2011009607A/es active IP Right Grant
- 2010-02-01 DK DK10702121.4T patent/DK2408308T3/da active
- 2010-02-01 AU AU2010225088A patent/AU2010225088B2/en active Active
- 2010-02-01 EP EP10702121.4A patent/EP2408308B1/en active Active
- 2010-02-01 KR KR1020117021504A patent/KR20110132377A/ko not_active Application Discontinuation
- 2010-02-01 RU RU2011141868/13A patent/RU2522137C2/ru active
- 2010-02-01 CA CA2754126A patent/CA2754126C/en active Active
- 2010-03-12 AR ARP100100772A patent/AR075823A1/es active IP Right Grant
-
2011
- 2011-09-16 CO CO11120351A patent/CO6450671A2/es active IP Right Grant
- 2011-09-23 EC EC2011011351A patent/ECSP11011351A/es unknown
Also Published As
Publication number | Publication date |
---|---|
CA2754126C (en) | 2017-08-08 |
WO2010105872A2 (en) | 2010-09-23 |
KR20110132377A (ko) | 2011-12-07 |
MY157152A (en) | 2016-05-13 |
EP2408308B1 (en) | 2017-04-26 |
EP2408308A2 (en) | 2012-01-25 |
ECSP11011351A (es) | 2011-11-30 |
CA2754126A1 (en) | 2010-09-23 |
CO6450671A2 (es) | 2012-05-31 |
AR075823A1 (es) | 2011-04-27 |
CN102368907B (zh) | 2016-03-23 |
CN102368907A (zh) | 2012-03-07 |
BRPI1009402A2 (pt) | 2017-05-16 |
RU2522137C2 (ru) | 2014-07-10 |
UA106606C2 (uk) | 2014-09-25 |
RU2011141868A (ru) | 2013-04-27 |
JP2012520336A (ja) | 2012-09-06 |
US9090494B2 (en) | 2015-07-28 |
AU2010225088A1 (en) | 2011-09-22 |
WO2010105872A3 (en) | 2011-11-24 |
BRPI1009402A8 (pt) | 2017-10-10 |
AU2010225088B2 (en) | 2014-09-11 |
MX2011009607A (es) | 2011-10-04 |
US20120046248A1 (en) | 2012-02-23 |
BRPI1009402B1 (pt) | 2018-02-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DK2408308T3 (da) | Stabiliseret biocid sammensætning | |
EP1744630B1 (en) | Synergistic biocidal compositions comprising a thp salt | |
AU2008279285C1 (en) | Methods of and formulations for reducing and inhibiting the growth of the concentration of microbes in water-based fluids and systems used with them | |
US20100298275A1 (en) | Methods of and Formulations for Reducing and Inhibiting the Growth of the Concentration of Microbes in Water-Based Fluids and Systems Used with Them | |
WO2001042145A1 (en) | A method of controlling microbial fouling and a control system therefor | |
JP5892136B2 (ja) | 冷却水系の殺藻方法 | |
AU2011216044B2 (en) | Process for preventing or mitigating biofouling | |
JP2015061857A (ja) | グルタルアルデヒド系殺生物組成物及び使用方法 | |
US10174239B2 (en) | Process for preventing or mitigating biofouling | |
AU2002214357B2 (en) | Multifunctional water-treating composition and method of water-treating using the same | |
WO2004113038A2 (en) | Inhibition of calcium and magnesium precipitation from wood preservatives | |
AU2002214357A1 (en) | Multifunctional water-treating composition and method of water-treating using the same | |
JP2008247751A (ja) | 粒状緑藻防除剤、及び、粒状緑藻の防除方法 | |
US6066260A (en) | Means of and process for regulating the hardness and pH value of water in freshwater aquaria | |
KR101284801B1 (ko) | 미생물 살균기능을 가진 수처리 조성물 및 이를 이용한수처리 방법 | |
KR20030004737A (ko) | 다기능성 일액형 냉각수처리제 조성물 및 이를 이용하는수처리 방법 | |
JP2024084139A (ja) | 過酸化水素を含む緑藻除去剤 | |
US20170050869A1 (en) | Antimicrobial and algicidal agent for cooling water system | |
Saodat et al. | Section 4. Chemistry | |
US20100317744A1 (en) | Brominated nitroalkanol compositions and their use as biocides | |
KR20030079187A (ko) | 다기능성 일액형 냉각수처리제 조성물 및 이를 이용한수처리 방법 |