ZA200405606B - Complexing resins and method for preparation thereof - Google Patents
Complexing resins and method for preparation thereof Download PDFInfo
- Publication number
- ZA200405606B ZA200405606B ZA2004/05606A ZA200405606A ZA200405606B ZA 200405606 B ZA200405606 B ZA 200405606B ZA 2004/05606 A ZA2004/05606 A ZA 2004/05606A ZA 200405606 A ZA200405606 A ZA 200405606A ZA 200405606 B ZA200405606 B ZA 200405606B
- Authority
- ZA
- South Africa
- Prior art keywords
- process according
- complexing
- polymeric beads
- monomers
- resin
- Prior art date
Links
- 239000011347 resin Substances 0.000 title claims description 74
- 229920005989 resin Polymers 0.000 title claims description 74
- 238000000034 method Methods 0.000 title claims description 64
- 230000000536 complexating effect Effects 0.000 title claims description 47
- 238000002360 preparation method Methods 0.000 title description 6
- 239000011324 bead Substances 0.000 claims description 94
- 239000000178 monomer Substances 0.000 claims description 74
- 230000008569 process Effects 0.000 claims description 51
- 239000006249 magnetic particle Substances 0.000 claims description 35
- 125000003277 amino group Chemical group 0.000 claims description 28
- -1 transition metal cation Chemical class 0.000 claims description 28
- 239000002270 dispersing agent Substances 0.000 claims description 25
- 229910052723 transition metal Inorganic materials 0.000 claims description 23
- 239000011159 matrix material Substances 0.000 claims description 19
- 239000012074 organic phase Substances 0.000 claims description 19
- 229920000642 polymer Polymers 0.000 claims description 19
- 239000006185 dispersion Substances 0.000 claims description 17
- 239000003361 porogen Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 13
- 125000000524 functional group Chemical group 0.000 claims description 13
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 10
- 238000004132 cross linking Methods 0.000 claims description 7
- 239000003381 stabilizer Substances 0.000 claims description 7
- 125000003368 amide group Chemical group 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 6
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 claims description 6
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 6
- 125000003700 epoxy group Chemical group 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical group COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 claims description 4
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 3
- MLMGJTAJUDSUKA-UHFFFAOYSA-N 2-ethenyl-1h-imidazole Chemical class C=CC1=NC=CN1 MLMGJTAJUDSUKA-UHFFFAOYSA-N 0.000 claims description 3
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 3
- 239000008346 aqueous phase Substances 0.000 claims description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 3
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 claims description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- 229940090961 chromium dioxide Drugs 0.000 claims description 2
- IAQWMWUKBQPOIY-UHFFFAOYSA-N chromium(4+);oxygen(2-) Chemical compound [O-2].[O-2].[Cr+4] IAQWMWUKBQPOIY-UHFFFAOYSA-N 0.000 claims description 2
- AYTAKQFHWFYBMA-UHFFFAOYSA-N chromium(IV) oxide Inorganic materials O=[Cr]=O AYTAKQFHWFYBMA-UHFFFAOYSA-N 0.000 claims description 2
- FZLUWDXMHJPGBS-UHFFFAOYSA-N n-(3-aminopropyl)prop-2-enamide Chemical compound NCCCNC(=O)C=C FZLUWDXMHJPGBS-UHFFFAOYSA-N 0.000 claims description 2
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 claims description 2
- 229920001567 vinyl ester resin Polymers 0.000 claims 2
- 210000000988 bone and bone Anatomy 0.000 claims 1
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- 239000010949 copper Substances 0.000 description 24
- 239000002245 particle Substances 0.000 description 22
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- 239000000203 mixture Substances 0.000 description 20
- 239000000243 solution Substances 0.000 description 20
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 18
- 229910052802 copper Inorganic materials 0.000 description 18
- 239000012071 phase Substances 0.000 description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 239000003456 ion exchange resin Substances 0.000 description 13
- 229920003303 ion-exchange polymer Polymers 0.000 description 13
- NQRYJNQNLNOLGT-UHFFFAOYSA-N tetrahydropyridine hydrochloride Natural products C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 13
- 150000003624 transition metals Chemical class 0.000 description 10
- 229920001971 elastomer Polymers 0.000 description 9
- 239000003999 initiator Substances 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 9
- 239000005060 rubber Substances 0.000 description 9
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 7
- 239000000696 magnetic material Substances 0.000 description 7
- 239000012745 toughening agent Substances 0.000 description 7
- 239000002585 base Substances 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 229910052793 cadmium Inorganic materials 0.000 description 5
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 5
- 239000006247 magnetic powder Substances 0.000 description 5
- 229920002451 polyvinyl alcohol Polymers 0.000 description 5
- 239000012508 resin bead Substances 0.000 description 5
- 235000011121 sodium hydroxide Nutrition 0.000 description 5
- 241000894007 species Species 0.000 description 5
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 4
- UDGSVBYJWHOHNN-UHFFFAOYSA-N n',n'-diethylethane-1,2-diamine Chemical compound CCN(CC)CCN UDGSVBYJWHOHNN-UHFFFAOYSA-N 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 229920002633 Kraton (polymer) Polymers 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
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- 239000000356 contaminant Substances 0.000 description 3
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 3
- 229910000366 copper(II) sulfate Inorganic materials 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
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- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
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- 235000010333 potassium nitrate Nutrition 0.000 description 3
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- SLBOQBILGNEPEB-UHFFFAOYSA-N 1-chloroprop-2-enylbenzene Chemical compound C=CC(Cl)C1=CC=CC=C1 SLBOQBILGNEPEB-UHFFFAOYSA-N 0.000 description 2
- AGKRHAILCPYNFH-DUQSFWPASA-N 7,7-dimethyl-5,8-Eicosadienoic Acid Chemical compound CCCCCCCCCCC\C=C/C(C)(C)\C=C/CCCC(O)=O AGKRHAILCPYNFH-DUQSFWPASA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
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- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
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- DFENKTCEEGOWLB-UHFFFAOYSA-N n,n-bis(methylamino)-2-methylidenepentanamide Chemical compound CCCC(=C)C(=O)N(NC)NC DFENKTCEEGOWLB-UHFFFAOYSA-N 0.000 description 2
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
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- UCNNJGDEJXIUCC-UHFFFAOYSA-L hydroxy(oxo)iron;iron Chemical compound [Fe].O[Fe]=O.O[Fe]=O UCNNJGDEJXIUCC-UHFFFAOYSA-L 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000010842 industrial wastewater Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000007885 magnetic separation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical class C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
- SMIQTZCQVHNHJL-UHFFFAOYSA-N n-[2-[2-(prop-2-enoylamino)ethylamino]ethyl]prop-2-enamide Chemical compound C=CC(=O)NCCNCCNC(=O)C=C SMIQTZCQVHNHJL-UHFFFAOYSA-N 0.000 description 1
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 1
- 229910001172 neodymium magnet Inorganic materials 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002006 poly(N-vinylimidazole) polymer Polymers 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920000120 polyethyl acrylate Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920001290 polyvinyl ester Chemical class 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 description 1
- 229910000938 samarium–cobalt magnet Inorganic materials 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 229910001961 silver nitrate Inorganic materials 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 230000003019 stabilising effect Effects 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
Classifications
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/18—Suspension polymerisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/04—Polymerisation in solution
- C08F2/06—Organic solvent
- C08F2/08—Organic solvent with the aid of dispersing agents for the polymer
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/32—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals
- C08F220/325—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals containing glycidyl radical, e.g. glycidyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
- C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Polymerisation Methods In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Applications Claiming Priority (2)
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| AUPR9878A AUPR987802A0 (en) | 2002-01-08 | 2002-01-08 | Complexing resins and method for preparation thereof |
| PCT/AU2003/000015 WO2003057739A1 (en) | 2002-01-08 | 2003-01-08 | Complexing resins and method for preparation thereof |
Publications (1)
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| ZA200405606B true ZA200405606B (en) | 2005-09-28 |
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| ZA2004/05606A ZA200405606B (en) | 2002-01-08 | 2004-07-14 | Complexing resins and method for preparation thereof |
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| JP (1) | JP2005514475A (enExample) |
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| CA (1) | CA2472261C (enExample) |
| IL (2) | IL162877A0 (enExample) |
| MX (1) | MXPA04006658A (enExample) |
| NO (1) | NO20043267L (enExample) |
| PL (1) | PL371323A1 (enExample) |
| RU (1) | RU2004124067A (enExample) |
| TW (1) | TW200302233A (enExample) |
| WO (1) | WO2003057739A1 (enExample) |
| ZA (1) | ZA200405606B (enExample) |
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| AUPM959994A0 (en) * | 1994-11-22 | 1994-12-15 | Ici Australia Operations Proprietary Limited | Water treatment process |
| AUPR987802A0 (en) | 2002-01-08 | 2002-01-31 | Commonwealth Scientific And Industrial Research Organisation | Complexing resins and method for preparation thereof |
| AU2003901583A0 (en) | 2003-04-04 | 2003-05-01 | Orica Australia Pty Ltd | A process |
| TW200600194A (en) * | 2004-03-23 | 2006-01-01 | Commw Scient Ind Res Org | Polymer beads incorporating iron oxide particles |
| US7291272B2 (en) * | 2004-05-07 | 2007-11-06 | Orica Australia Pty Ltd. | Inorganic contaminant removal from water |
| EP1776190B1 (en) | 2004-07-28 | 2017-08-23 | IXOM Operations Pty Ltd | Plug-flow regeneration process |
| JP4852327B2 (ja) * | 2006-03-09 | 2012-01-11 | 積水化成品工業株式会社 | 内部に空孔を有するポリマー粒子の製造方法ならびに内部に空孔を有するポリマー粒子 |
| US20130075334A1 (en) | 2011-09-22 | 2013-03-28 | Prakhar Prakash | Apparatus and Process For Treatment of Water |
| TWI438227B (zh) | 2011-12-07 | 2014-05-21 | Nat Univ Chung Cheng | 一種磁性離子交換樹脂及其製造方法 |
| CN102641753B (zh) * | 2012-03-02 | 2014-04-16 | 河海大学 | 一种用于去除水中有机物的磁性强碱性离子交换树脂的制备方法 |
| CN104684980B (zh) | 2012-08-30 | 2017-03-29 | 嬴晟运营私人有限公司 | 包含固体颗粒材料的聚合物珠 |
| CN105061962A (zh) * | 2015-09-15 | 2015-11-18 | 苏州凯欧曼新材料科技有限公司 | 一种磁性复合组合物及其制备方法 |
| RU2637333C2 (ru) * | 2016-03-15 | 2017-12-04 | Федеральное государственное бюджетное учреждение науки Ордена Трудового Красного Знамени Институт нефтехимического синтеза им. А.В. Топчиева Российской академии наук (ИНХС РАН) | Металлополимерный нанокомпозитный магнитный материал на основе поли-3-амино-7-метиламино-2-метилфеназина и наночастиц Fe3O4 и способ его получения |
| EP3997189A4 (en) * | 2019-07-10 | 2023-10-25 | Countertrace LLC | REMOVAL OF CONTAMINANTS USING MACROPARTICLES OF A FUNCTIONALIZED POLYMER OR COPOLYMER (METH)ACRYLIC, AND ASSOCIATED SYSTEMS |
| WO2021050660A1 (en) | 2019-09-10 | 2021-03-18 | Countertrace Llc | Hexasubstituted benzenes, surfaces modified therewith, and associated methods |
| EP4028767A4 (en) | 2019-09-10 | 2023-11-08 | Countertrace LLC | Fluid analyses and sensor constructs employing hexasubstituted benzenes |
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-
2002
- 2002-01-08 AU AUPR9878A patent/AUPR987802A0/en not_active Abandoned
-
2003
- 2003-01-08 RU RU2004124067/04A patent/RU2004124067A/ru not_active Application Discontinuation
- 2003-01-08 MX MXPA04006658A patent/MXPA04006658A/es not_active Application Discontinuation
- 2003-01-08 IL IL16287703A patent/IL162877A0/xx unknown
- 2003-01-08 CN CNA038054973A patent/CN1639200A/zh active Pending
- 2003-01-08 US US10/500,793 patent/US7514500B2/en not_active Expired - Lifetime
- 2003-01-08 PL PL03371323A patent/PL371323A1/xx not_active Application Discontinuation
- 2003-01-08 BR BR0306790-4A patent/BR0306790A/pt not_active Application Discontinuation
- 2003-01-08 JP JP2003558051A patent/JP2005514475A/ja active Pending
- 2003-01-08 EP EP03700080A patent/EP1470164A4/en not_active Withdrawn
- 2003-01-08 TW TW092100312A patent/TW200302233A/zh unknown
- 2003-01-08 CA CA2472261A patent/CA2472261C/en not_active Expired - Lifetime
- 2003-01-08 KR KR10-2004-7010611A patent/KR20040072705A/ko not_active Withdrawn
- 2003-01-08 WO PCT/AU2003/000015 patent/WO2003057739A1/en not_active Ceased
-
2004
- 2004-07-06 IL IL162877A patent/IL162877A/en not_active IP Right Cessation
- 2004-07-14 ZA ZA2004/05606A patent/ZA200405606B/en unknown
- 2004-08-04 NO NO20043267A patent/NO20043267L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CN1639200A (zh) | 2005-07-13 |
| PL371323A1 (en) | 2005-06-13 |
| JP2005514475A (ja) | 2005-05-19 |
| TW200302233A (en) | 2003-08-01 |
| AUPR987802A0 (en) | 2002-01-31 |
| IL162877A0 (en) | 2005-11-20 |
| EP1470164A1 (en) | 2004-10-27 |
| NO20043267L (no) | 2004-08-04 |
| CA2472261A1 (en) | 2003-07-17 |
| RU2004124067A (ru) | 2006-01-20 |
| US20050124707A1 (en) | 2005-06-09 |
| WO2003057739A1 (en) | 2003-07-17 |
| MXPA04006658A (es) | 2005-07-13 |
| CA2472261C (en) | 2011-06-28 |
| IL162877A (en) | 2009-11-18 |
| BR0306790A (pt) | 2004-12-07 |
| EP1470164A4 (en) | 2006-04-12 |
| US7514500B2 (en) | 2009-04-07 |
| KR20040072705A (ko) | 2004-08-18 |
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