CA1207628A - Compositions sequestrantes insolubles - Google Patents

Compositions sequestrantes insolubles

Info

Publication number: CA1207628A
Authority: CA; Canada
Prior art keywords: catechol; composition; compounds; carrier; benzene ring
Prior art date: 1983-01-31
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

CA000420567A

Other languages

English (en)

Inventor

Irving W. Devoe

Bruce E. Holbein

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.)

Devoe Holbein International NV

Original Assignee

Devoe Holbein International NV

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.)

1983-01-31

Filing date

1983-01-31

Publication date

1986-07-15

1983-01-31 Application filed by Devoe Holbein International NV filed Critical Devoe Holbein International NV

1983-01-31 Priority to CA000420567A priority Critical patent/CA1207628A/fr

1983-02-24 Priority to US06/469,431 priority patent/US4530963A/en

1983-06-24 Priority to NZ204701A priority patent/NZ204701A/en

1983-06-24 Priority to NZ21443983A priority patent/NZ214439A/en

1983-06-24 Priority to NZ21444083A priority patent/NZ214440A/en

1983-07-05 Priority to AU16560/83A priority patent/AU554842B2/en

1983-07-21 Priority to EP83107137A priority patent/EP0104346A3/fr

1983-07-21 Priority to EP84110501A priority patent/EP0136578A3/fr

1984-06-22 Priority to US06/623,397 priority patent/US4626416A/en

1984-06-28 Priority to US06/625,539 priority patent/US4585559A/en

1984-10-02 Priority to AU33784/84A priority patent/AU568686B2/en

1984-10-19 Priority to CA000465993A priority patent/CA1215545A/fr

1986-07-15 Application granted granted Critical

1986-07-15 Publication of CA1207628A publication Critical patent/CA1207628A/fr

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 237
239000007788 liquid Substances 0.000 claims abstract description 34
235000015097 nutrients Nutrition 0.000 claims abstract description 12
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 111
239000000243 solution Substances 0.000 claims description 82
239000000589 Siderophore Substances 0.000 claims description 64
230000000995 siderophoric effect Effects 0.000 claims description 63
230000000813 microbial effect Effects 0.000 claims description 62
238000000034 method Methods 0.000 claims description 54
150000005206 1,2-dihydroxybenzenes Chemical class 0.000 claims description 39
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 32
-1 catechol compound Chemical class 0.000 claims description 31
150000001875 compounds Chemical class 0.000 claims description 30
108010061075 Enterobactin Proteins 0.000 claims description 21
SERBHKJMVBATSJ-BZSNNMDCSA-N enterobactin Chemical group OC1=CC=CC(C(=O)N[C@@H]2C(OC[C@@H](C(=O)OC[C@@H](C(=O)OC2)NC(=O)C=2C(=C(O)C=CC=2)O)NC(=O)C=2C(=C(O)C=CC=2)O)=O)=C1O SERBHKJMVBATSJ-BZSNNMDCSA-N 0.000 claims description 21
SERBHKJMVBATSJ-UHFFFAOYSA-N Enterobactin Natural products OC1=CC=CC(C(=O)NC2C(OCC(C(=O)OCC(C(=O)OC2)NC(=O)C=2C(=C(O)C=CC=2)O)NC(=O)C=2C(=C(O)C=CC=2)O)=O)=C1O SERBHKJMVBATSJ-UHFFFAOYSA-N 0.000 claims description 20
125000001424 substituent group Chemical group 0.000 claims description 17
125000005843 halogen group Chemical group 0.000 claims description 14
239000002738 chelating agent Substances 0.000 claims description 12
239000000460 chlorine Substances 0.000 claims description 11
229910052794 bromium Inorganic materials 0.000 claims description 9
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
229910052801 chlorine Inorganic materials 0.000 claims description 5
229910052760 oxygen Inorganic materials 0.000 claims description 5
125000004429 atom Chemical group 0.000 claims description 4
YCIMNLLNPGFGHC-UHFFFAOYSA-L catecholate(2-) Chemical group [O-]C1=CC=CC=C1[O-] YCIMNLLNPGFGHC-UHFFFAOYSA-L 0.000 claims description 4
229910021645 metal ion Inorganic materials 0.000 claims description 4
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical group OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
230000002401 inhibitory effect Effects 0.000 claims description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 4
125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
229910052751 metal Inorganic materials 0.000 abstract description 20
239000002184 metal Substances 0.000 abstract description 20
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 158
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 84
229910052742 iron Inorganic materials 0.000 description 78
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 54
229910001868 water Inorganic materials 0.000 description 42
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 37
239000000499 gel Substances 0.000 description 35
239000011521 glass Substances 0.000 description 31
238000006243 chemical reaction Methods 0.000 description 28
239000002609 medium Substances 0.000 description 27
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
125000000524 functional group Chemical group 0.000 description 23
239000000725 suspension Substances 0.000 description 21
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 20
239000002253 acid Substances 0.000 description 20
239000012153 distilled water Substances 0.000 description 19
239000000741 silica gel Substances 0.000 description 19
229910002027 silica gel Inorganic materials 0.000 description 19
239000000377 silicon dioxide Substances 0.000 description 17
229920002401 polyacrylamide Polymers 0.000 description 16
UBQYURCVBFRUQT-UHFFFAOYSA-N N-benzoyl-Ferrioxamine B Chemical compound CC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN UBQYURCVBFRUQT-UHFFFAOYSA-N 0.000 description 15
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 14
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 13
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 12
230000008929 regeneration Effects 0.000 description 12
238000011069 regeneration method Methods 0.000 description 12
239000004809 Teflon Substances 0.000 description 11
229920006362 Teflon® Polymers 0.000 description 11
239000007864 aqueous solution Substances 0.000 description 11
235000011167 hydrochloric acid Nutrition 0.000 description 11
229960000443 hydrochloric acid Drugs 0.000 description 11
238000002360 preparation method Methods 0.000 description 11
239000007787 solid Substances 0.000 description 11
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 10
239000003638 chemical reducing agent Substances 0.000 description 10
229940099217 desferal Drugs 0.000 description 10
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 10
235000014101 wine Nutrition 0.000 description 10
150000002739 metals Chemical class 0.000 description 9
239000011734 sodium Substances 0.000 description 9
238000005406 washing Methods 0.000 description 9
230000010736 Chelating Activity Effects 0.000 description 8
150000007513 acids Chemical class 0.000 description 8
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 8
239000000969 carrier Substances 0.000 description 8
238000005859 coupling reaction Methods 0.000 description 8
150000007524 organic acids Chemical class 0.000 description 8
230000009467 reduction Effects 0.000 description 8
238000006722 reduction reaction Methods 0.000 description 8
241000894007 species Species 0.000 description 8
239000000126 substance Substances 0.000 description 8
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 7
230000008878 coupling Effects 0.000 description 7
238000010168 coupling process Methods 0.000 description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
230000008569 process Effects 0.000 description 7
239000011780 sodium chloride Substances 0.000 description 7
229920000936 Agarose Polymers 0.000 description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
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 6
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
125000003277 amino group Chemical group 0.000 description 6
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
229910052500 inorganic mineral Inorganic materials 0.000 description 6
239000003446 ligand Substances 0.000 description 6
239000011707 mineral Substances 0.000 description 6
235000010755 mineral Nutrition 0.000 description 6
238000002156 mixing Methods 0.000 description 6
YILWWVUXGMGOAM-UHFFFAOYSA-N schizokinen Chemical compound CC(=O)N(O)CCCNC(=O)CC(O)(C(O)=O)CC(=O)NCCCN(O)C(C)=O YILWWVUXGMGOAM-UHFFFAOYSA-N 0.000 description 6
JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 6
125000006850 spacer group Chemical group 0.000 description 6
238000012360 testing method Methods 0.000 description 6
FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 5
102000008133 Iron-Binding Proteins Human genes 0.000 description 5
108010035210 Iron-Binding Proteins Proteins 0.000 description 5
239000004677 Nylon Substances 0.000 description 5
229960000583 acetic acid Drugs 0.000 description 5
230000004913 activation Effects 0.000 description 5
229910021538 borax Inorganic materials 0.000 description 5
230000000694 effects Effects 0.000 description 5
239000000706 filtrate Substances 0.000 description 5
238000001914 filtration Methods 0.000 description 5
150000002500 ions Chemical class 0.000 description 5
229920001778 nylon Polymers 0.000 description 5
229910052708 sodium Inorganic materials 0.000 description 5
239000001632 sodium acetate Substances 0.000 description 5
235000017281 sodium acetate Nutrition 0.000 description 5
235000010288 sodium nitrite Nutrition 0.000 description 5
239000004328 sodium tetraborate Substances 0.000 description 5
235000010339 sodium tetraborate Nutrition 0.000 description 5
238000003756 stirring Methods 0.000 description 5
229940014800 succinic anhydride Drugs 0.000 description 5
NHJVRSWLHSJWIN-UHFFFAOYSA-N 2,4,6-trinitrobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O NHJVRSWLHSJWIN-UHFFFAOYSA-N 0.000 description 4
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
125000000217 alkyl group Chemical group 0.000 description 4
239000011324 bead Substances 0.000 description 4
230000015556 catabolic process Effects 0.000 description 4
238000001816 cooling Methods 0.000 description 4
229960000958 deferoxamine Drugs 0.000 description 4
229940093915 gynecological organic acid Drugs 0.000 description 4
230000007935 neutral effect Effects 0.000 description 4
235000005985 organic acids Nutrition 0.000 description 4
229920006395 saturated elastomer Polymers 0.000 description 4
LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide Substances CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 3
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 3
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 3
MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 3
241000193803 Therea Species 0.000 description 3
229910052770 Uranium Inorganic materials 0.000 description 3
COQLPRJCUIATTQ-UHFFFAOYSA-N Uranyl acetate Chemical compound O.O.O=[U]=O.CC(O)=O.CC(O)=O COQLPRJCUIATTQ-UHFFFAOYSA-N 0.000 description 3
229910052768 actinide Inorganic materials 0.000 description 3
235000010323 ascorbic acid Nutrition 0.000 description 3
238000006149 azo coupling reaction Methods 0.000 description 3
239000013522 chelant Substances 0.000 description 3
239000002131 composite material Substances 0.000 description 3
239000002537 cosmetic Substances 0.000 description 3
ATDGTVJJHBUTRL-UHFFFAOYSA-N cyanogen bromide Chemical compound BrC#N ATDGTVJJHBUTRL-UHFFFAOYSA-N 0.000 description 3
239000012954 diazonium Substances 0.000 description 3
WYICGPHECJFCBA-UHFFFAOYSA-N dioxouranium(2+) Chemical compound O=[U+2]=O WYICGPHECJFCBA-UHFFFAOYSA-N 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
235000011389 fruit/vegetable juice Nutrition 0.000 description 3
229910052739 hydrogen Inorganic materials 0.000 description 3
244000005700 microbiome Species 0.000 description 3
229910017604 nitric acid Inorganic materials 0.000 description 3
239000004810 polytetrafluoroethylene Substances 0.000 description 3
229940058401 polytetrafluoroethylene Drugs 0.000 description 3
239000000047 product Substances 0.000 description 3
230000002829 reductive effect Effects 0.000 description 3
239000013535 sea water Substances 0.000 description 3
229910000077 silane Inorganic materials 0.000 description 3
239000012279 sodium borohydride Substances 0.000 description 3
229910000033 sodium borohydride Inorganic materials 0.000 description 3
239000001509 sodium citrate Substances 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
150000003627 tricarboxylic acid derivatives Chemical class 0.000 description 3
JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 description 3
WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 2
HGDXYCWNFLHQFC-UHFFFAOYSA-N 4-nitrobenzoyl azide Chemical compound [O-][N+](=O)C1=CC=C(C(=O)N=[N+]=[N-])C=C1 HGDXYCWNFLHQFC-UHFFFAOYSA-N 0.000 description 2
229920001817 Agar Polymers 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
BPEXJHGGARTCIR-UHFFFAOYSA-N Arthrobactin Chemical compound CC(=O)N(O)CCCCCNC(=O)CC(O)(C(O)=O)CC(=O)NCCCCCN(O)C(C)=O BPEXJHGGARTCIR-UHFFFAOYSA-N 0.000 description 2
YVSLWKNRAQAVTJ-UHFFFAOYSA-N Arthrobactin Natural products CC(=O)C(O)NCCCCNC(=O)CC(O)(CC(=O)NCCCCNC(O)C(=O)C)C(=O)O YVSLWKNRAQAVTJ-UHFFFAOYSA-N 0.000 description 2
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
241000894006 Bacteria Species 0.000 description 2
ODBLHEXUDAPZAU-ZAFYKAAXSA-N D-threo-isocitric acid Chemical compound OC(=O)[C@H](O)[C@@H](C(O)=O)CC(O)=O ODBLHEXUDAPZAU-ZAFYKAAXSA-N 0.000 description 2
102000004190 Enzymes Human genes 0.000 description 2
108090000790 Enzymes Proteins 0.000 description 2
108010067157 Ferrichrome Proteins 0.000 description 2
229920001503 Glucan Polymers 0.000 description 2
229910021578 Iron(III) chloride Inorganic materials 0.000 description 2
ODBLHEXUDAPZAU-FONMRSAGSA-N Isocitric acid Natural products OC(=O)[C@@H](O)[C@H](C(O)=O)CC(O)=O ODBLHEXUDAPZAU-FONMRSAGSA-N 0.000 description 2
150000000994 L-ascorbates Chemical class 0.000 description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
229930183781 Mycobactin Natural products 0.000 description 2
241000588653 Neisseria Species 0.000 description 2
229910052778 Plutonium Inorganic materials 0.000 description 2
LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 2
229910008051 Si-OH Inorganic materials 0.000 description 2
229910006358 Si—OH Inorganic materials 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
HQYXQBFMMYIDEA-UHFFFAOYSA-N [3-[(1-hydroxy-2-oxoazepan-3-yl)amino]-3-oxopropyl] 7-[formyl(hydroxy)amino]-2-[[2-(2-hydroxyphenyl)-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]heptanoate Chemical compound ON(CCCCCC(NC(=O)C1COC(=N1)c1ccccc1O)C(=O)OCCC(=O)NC1CCCCN(O)C1=O)C=O HQYXQBFMMYIDEA-UHFFFAOYSA-N 0.000 description 2
150000001255 actinides Chemical class 0.000 description 2
239000008272 agar Substances 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
238000005576 amination reaction Methods 0.000 description 2
239000000908 ammonium hydroxide Substances 0.000 description 2
230000001580 bacterial effect Effects 0.000 description 2
235000013405 beer Nutrition 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
125000001246 bromo group Chemical group Br* 0.000 description 2
239000008366 buffered solution Substances 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 2
239000001913 cellulose Substances 0.000 description 2
229920002678 cellulose Polymers 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
125000001309 chloro group Chemical group Cl* 0.000 description 2
235000019987 cider Nutrition 0.000 description 2
238000011109 contamination Methods 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
150000001989 diazonium salts Chemical class 0.000 description 2
238000006193 diazotization reaction Methods 0.000 description 2
239000003651 drinking water Substances 0.000 description 2
235000020188 drinking water Nutrition 0.000 description 2
238000000605 extraction Methods 0.000 description 2
GGUNGDGGXMHBMJ-UHFFFAOYSA-N ferrichrome Chemical compound [Fe+3].CC(=O)N([O-])CCCC1NC(=O)CNC(=O)CNC(=O)CNC(=O)C(CCCN([O-])C(C)=O)NC(=O)C(CCCN([O-])C(C)=O)NC1=O GGUNGDGGXMHBMJ-UHFFFAOYSA-N 0.000 description 2
SRMBQCVUAVULDJ-UHFFFAOYSA-N ferrioxamine b Chemical compound [Fe+3].CC(=O)N([O-])CCCCCNC(=O)CCC(=O)N([O-])CCCCCNC(=O)CCC(=O)N([O-])CCCCCN SRMBQCVUAVULDJ-UHFFFAOYSA-N 0.000 description 2
125000001153 fluoro group Chemical group F* 0.000 description 2
239000012362 glacial acetic acid Substances 0.000 description 2
239000001963 growth medium Substances 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
230000005764 inhibitory process Effects 0.000 description 2
229910010272 inorganic material Inorganic materials 0.000 description 2
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
239000007791 liquid phase Substances 0.000 description 2
238000011068 loading method Methods 0.000 description 2
230000014759 maintenance of location Effects 0.000 description 2
238000010907 mechanical stirring Methods 0.000 description 2
238000012544 monitoring process Methods 0.000 description 2
229910000069 nitrogen hydride Inorganic materials 0.000 description 2
235000016709 nutrition Nutrition 0.000 description 2
229940054534 ophthalmic solution Drugs 0.000 description 2
239000002997 ophthalmic solution Substances 0.000 description 2
150000002894 organic compounds Chemical class 0.000 description 2
OYEHPCDNVJXUIW-UHFFFAOYSA-N plutonium atom Chemical compound [Pu] OYEHPCDNVJXUIW-UHFFFAOYSA-N 0.000 description 2
229920001343 polytetrafluoroethylene Polymers 0.000 description 2
239000011148 porous material Substances 0.000 description 2
235000018102 proteins Nutrition 0.000 description 2
108090000623 proteins and genes Proteins 0.000 description 2
102000004169 proteins and genes Human genes 0.000 description 2
NYBZAGXTZXPYND-GBIKHYSHSA-N pyochelin I Chemical compound S1C[C@@H](C(O)=O)N(C)[C@H]1[C@@H]1N=C(C=2C(=CC=CC=2)O)SC1 NYBZAGXTZXPYND-GBIKHYSHSA-N 0.000 description 2
238000011084 recovery Methods 0.000 description 2
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UFSCUAXLTRFIDC-UHFFFAOYSA-N oxalosuccinic acid Chemical compound OC(=O)CC(C(O)=O)C(=O)C(O)=O UFSCUAXLTRFIDC-UHFFFAOYSA-N 0.000 description 1
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PUWVNTVQJFSBDH-RYUDHWBXSA-N rhodotorulic acid Chemical compound CC(=O)N(O)CCC[C@@H]1NC(=O)[C@H](CCCN(O)C(C)=O)NC1=O PUWVNTVQJFSBDH-RYUDHWBXSA-N 0.000 description 1
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SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
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PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
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QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
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VGBPIHVLVSGJGR-UHFFFAOYSA-N thorium(IV) nitrate Inorganic materials [Th+4].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O VGBPIHVLVSGJGR-UHFFFAOYSA-N 0.000 description 1
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GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
230000007704 transition Effects 0.000 description 1
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Classifications

- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P10/00—Technologies related to metal processing
- Y02P10/20—Recycling

Landscapes

Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)

CA000420567A 1982-08-20 1983-01-31 Compositions sequestrantes insolubles Expired CA1207628A (fr)

Priority Applications (12)

Application Number	Priority Date	Filing Date	Title
CA000420567A CA1207628A (fr)	1983-01-31	1983-01-31	Compositions sequestrantes insolubles
US06/469,431 US4530963A (en)	1982-08-20	1983-02-24	Insoluble chelating compositions
NZ204701A NZ204701A (en)	1982-08-20	1983-06-24	Inhibiting microbial growth in liquid nutrient mediums and insoluble compositions used therein
NZ21443983A NZ214439A (en)	1982-08-20	1983-06-24	Removal of heavy metal ions from solution
NZ21444083A NZ214440A (en)	1982-08-20	1983-06-24	The separation of thorium ions from insoluble compositions loaded with thorium and uranium dioxide ions
AU16560/83A AU554842B2 (en)	1982-08-20	1983-07-05	Insoluble chelating compositions
EP83107137A EP0104346A3 (fr)	1982-08-20	1983-07-21	Compositions chélatantes insolubles
EP84110501A EP0136578A3 (fr)	1982-08-20	1983-07-21	Séparation du thorium de compositions renfermant du thorium et de l'oxyde d'uranium
US06/623,397 US4626416A (en)	1982-08-20	1984-06-22	Insoluble chelating compositions
US06/625,539 US4585559A (en)	1982-08-20	1984-06-28	Insoluble chelating compositions
AU33784/84A AU568686B2 (en)	1982-08-20	1984-10-02	Separation of thorium ions from an insoluble composition
CA000465993A CA1215545A (fr)	1983-01-31	1984-10-19	Traitement d'une composition insoluble chargee de th.sup.4.sup. et de uo.sup.2.sup. , avec separation de th.sup.4.sup.

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000420567A CA1207628A (fr)	1983-01-31	1983-01-31	Compositions sequestrantes insolubles

Related Child Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000465993A Division CA1215545A (fr)	1983-01-31	1984-10-19	Traitement d'une composition insoluble chargee de th.sup.4.sup. et de uo.sup.2.sup. , avec separation de th.sup.4.sup.

Publications (1)

Publication Number	Publication Date
CA1207628A true CA1207628A (fr)	1986-07-15

Family

ID=4124454

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
CA000420567A Expired CA1207628A (fr)	1982-08-20	1983-01-31	Compositions sequestrantes insolubles
CA000465993A Expired CA1215545A (fr)	1983-01-31	1984-10-19	Traitement d'une composition insoluble chargee de th.sup.4.sup. et de uo.sup.2.sup. , avec separation de th.sup.4.sup.

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
CA000465993A Expired CA1215545A (fr)	1983-01-31	1984-10-19	Traitement d'une composition insoluble chargee de th.sup.4.sup. et de uo.sup.2.sup. , avec separation de th.sup.4.sup.

Country Status (1)

Country	Link
CA (2)	CA1207628A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN118125655A (zh) *	2024-04-03	2024-06-04	安徽东至广信农化有限公司	一种草甘膦生产废水的处理方法

1983
- 1983-01-31 CA CA000420567A patent/CA1207628A/fr not_active Expired
1984
- 1984-10-19 CA CA000465993A patent/CA1215545A/fr not_active Expired

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN118125655A (zh) *	2024-04-03	2024-06-04	安徽东至广信农化有限公司	一种草甘膦生产废水的处理方法

Also Published As

Publication number	Publication date
CA1215545A (fr)	1986-12-23

Legal Events

Date	Code	Title	Description
2003-07-15	MKEX	Expiry

Publication	Publication Date	Title
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EP0253303B1 (fr)	1992-06-03	Résines chélatantes de métaux
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CA1207628A (fr)	1986-07-15	Compositions sequestrantes insolubles
WO1997037008A1 (fr)	1997-10-09	Moyens et procede d'elimination des nitrates
CA2104865A1 (fr)	1992-08-26	Procede de lixiviation bacterienne
CA1206057A (fr)	1986-06-17	Composes siderophoriques
DE3330571A1 (de)	1984-04-19	Verfahren zur herstellung eines immobilisierten cyclodextringlycosyltransferaseenzymes
NZ214440A (en)	1987-10-30	The separation of thorium ions from insoluble compositions loaded with thorium and uranium dioxide ions
DE102019108803B4 (de)	2021-02-04	Verwendung eines Komplexierungsmittels zur Rückgewinnung von Metallionen aus Industrieabwasser sowie ein Verfahren dazu
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JPH06279219A (ja)	1994-10-04	金属イオンとゼオライト化合物による殺菌資材
US4224411A (en)	1980-09-23	Immobilized aminoacylase
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US11624116B2 (en)	2023-04-11	Bioassisted treatment of microbiologically influenced corrosion in petroleum transporting pipelines
JPH09155387A (ja)	1997-06-17	脱窒処理菌の増殖固定化物
Walker Jr et al.	1981	Toxicity of cadmium to bacteria
CA1211338A (fr)	1986-09-16	Compositions indissolubles
JP6769615B2 (ja)	2020-10-14	硝酸性窒素の除去方法及び硝酸性窒素除去剤
US3870543A (en)	1975-03-11	Method of bonding hydroxyquinoline to an inorganic material

CA1207628A - Compositions sequestrantes insolubles - Google Patents

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Priority Applications (12)

Applications Claiming Priority (1)

Related Child Applications (1)

Publications (1)

Family

ID=4124454

Family Applications (2)

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Country Status (1)

Cited By (1)

Cited By (1)

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