CN1389299A - 单分散凝胶型阳离子交换剂的制备方法 - Google Patents
单分散凝胶型阳离子交换剂的制备方法 Download PDFInfo
- Publication number
- CN1389299A CN1389299A CN02119164A CN02119164A CN1389299A CN 1389299 A CN1389299 A CN 1389299A CN 02119164 A CN02119164 A CN 02119164A CN 02119164 A CN02119164 A CN 02119164A CN 1389299 A CN1389299 A CN 1389299A
- Authority
- CN
- China
- Prior art keywords
- weight
- exchanger
- mixture
- seed polymer
- cation
- Prior art date
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims abstract description 47
- 238000005341 cation exchange Methods 0.000 title description 2
- 229920000642 polymer Polymers 0.000 claims abstract description 76
- 150000001768 cations Chemical class 0.000 claims abstract description 11
- 230000003647 oxidation Effects 0.000 claims abstract description 8
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims description 65
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 59
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 51
- 239000000178 monomer Substances 0.000 claims description 39
- 229920001577 copolymer Polymers 0.000 claims description 37
- 239000007864 aqueous solution Substances 0.000 claims description 29
- 239000007788 liquid Substances 0.000 claims description 26
- 238000002360 preparation method Methods 0.000 claims description 25
- 238000006116 polymerization reaction Methods 0.000 claims description 23
- 239000003431 cross linking reagent Substances 0.000 claims description 19
- 229920000159 gelatin Polymers 0.000 claims description 18
- 235000019322 gelatine Nutrition 0.000 claims description 18
- 108010010803 Gelatin Proteins 0.000 claims description 17
- 239000008273 gelatin Substances 0.000 claims description 17
- 235000011852 gelatine desserts Nutrition 0.000 claims description 17
- 239000000499 gel Substances 0.000 claims description 14
- 239000003999 initiator Substances 0.000 claims description 14
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 13
- 238000006277 sulfonation reaction Methods 0.000 claims description 12
- 238000005115 demineralization Methods 0.000 claims description 7
- 230000008961 swelling Effects 0.000 claims description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 7
- 229920002554 vinyl polymer Polymers 0.000 claims description 7
- -1 aliphatic perester Chemical class 0.000 claims description 6
- 239000002152 aqueous-organic solution Substances 0.000 claims description 6
- 230000002328 demineralizing effect Effects 0.000 claims description 6
- 238000009826 distribution Methods 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 241000196324 Embryophyta Species 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- 239000011148 porous material Substances 0.000 claims description 4
- 239000002002 slurry Substances 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 235000000346 sugar Nutrition 0.000 claims description 4
- 239000005862 Whey Substances 0.000 claims description 3
- 108010046377 Whey Proteins Proteins 0.000 claims description 3
- 102000007544 Whey Proteins Human genes 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 3
- 235000015203 fruit juice Nutrition 0.000 claims description 3
- 239000008187 granular material Substances 0.000 claims description 3
- 235000019674 grape juice Nutrition 0.000 claims description 3
- 235000013372 meat Nutrition 0.000 claims description 3
- 239000000049 pigment Substances 0.000 claims description 3
- 235000014347 soups Nutrition 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 2
- 238000009854 hydrometallurgy Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 230000003204 osmotic effect Effects 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 239000004971 Cross linker Substances 0.000 abstract 1
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 42
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 40
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 40
- 239000008367 deionised water Substances 0.000 description 35
- 229910021641 deionized water Inorganic materials 0.000 description 27
- 239000011734 sodium Substances 0.000 description 25
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 24
- 239000011521 glass Substances 0.000 description 23
- 239000000047 product Substances 0.000 description 19
- 239000000725 suspension Substances 0.000 description 17
- 239000002253 acid Substances 0.000 description 16
- 235000011121 sodium hydroxide Nutrition 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 15
- 238000001816 cooling Methods 0.000 description 15
- 239000000463 material Substances 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- 239000002245 particle Substances 0.000 description 10
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 9
- 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 9
- 239000002775 capsule Substances 0.000 description 9
- 229910052708 sodium Inorganic materials 0.000 description 9
- 239000011324 bead Substances 0.000 description 8
- VISLHMUTPUAARK-UHFFFAOYSA-N butyl 2-ethylperoxyhexanoate Chemical compound CCCCOC(=O)C(CCCC)OOCC VISLHMUTPUAARK-UHFFFAOYSA-N 0.000 description 8
- 239000000084 colloidal system Substances 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 7
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 7
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 7
- 229920006322 acrylamide copolymer Polymers 0.000 description 7
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 7
- 239000004327 boric acid Substances 0.000 description 7
- 239000007789 gas Substances 0.000 description 7
- 239000003112 inhibitor Substances 0.000 description 7
- 125000002091 cationic group Chemical group 0.000 description 6
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 6
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 5
- 239000007853 buffer solution Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000002386 leaching Methods 0.000 description 5
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 3
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- WVAFEFUPWRPQSY-UHFFFAOYSA-N 1,2,3-tris(ethenyl)benzene Chemical compound C=CC1=CC=CC(C=C)=C1C=C WVAFEFUPWRPQSY-UHFFFAOYSA-N 0.000 description 2
- QLLUAUADIMPKIH-UHFFFAOYSA-N 1,2-bis(ethenyl)naphthalene Chemical compound C1=CC=CC2=C(C=C)C(C=C)=CC=C21 QLLUAUADIMPKIH-UHFFFAOYSA-N 0.000 description 2
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 2
- SAMJGBVVQUEMGC-UHFFFAOYSA-N 1-ethenoxy-2-(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOC=C SAMJGBVVQUEMGC-UHFFFAOYSA-N 0.000 description 2
- WAEOXIOXMKNFLQ-UHFFFAOYSA-N 1-methyl-4-prop-2-enylbenzene Chemical group CC1=CC=C(CC=C)C=C1 WAEOXIOXMKNFLQ-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 2
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 238000002242 deionisation method Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
- 229910017464 nitrogen compound Inorganic materials 0.000 description 2
- 150000002830 nitrogen compounds Chemical group 0.000 description 2
- DBSDMAPJGHBWAL-UHFFFAOYSA-N penta-1,4-dien-3-ylbenzene Chemical compound C=CC(C=C)C1=CC=CC=C1 DBSDMAPJGHBWAL-UHFFFAOYSA-N 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000867 polyelectrolyte Polymers 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 2
- 239000012498 ultrapure water Substances 0.000 description 2
- OXYKVVLTXXXVRT-UHFFFAOYSA-N (4-chlorobenzoyl) 4-chlorobenzenecarboperoxoate Chemical compound C1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1 OXYKVVLTXXXVRT-UHFFFAOYSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical class CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- VAPKHDZBJXRVNG-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene;1-ethenyl-4-methylbenzene Chemical group CC1=CC=C(C=C)C=C1.CC1=CC=CC(C=C)=C1 VAPKHDZBJXRVNG-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- WNEODWDFDXWOLU-QHCPKHFHSA-N 3-[3-(hydroxymethyl)-4-[1-methyl-5-[[5-[(2s)-2-methyl-4-(oxetan-3-yl)piperazin-1-yl]pyridin-2-yl]amino]-6-oxopyridin-3-yl]pyridin-2-yl]-7,7-dimethyl-1,2,6,8-tetrahydrocyclopenta[3,4]pyrrolo[3,5-b]pyrazin-4-one Chemical compound C([C@@H](N(CC1)C=2C=NC(NC=3C(N(C)C=C(C=3)C=3C(=C(N4C(C5=CC=6CC(C)(C)CC=6N5CC4)=O)N=CC=3)CO)=O)=CC=2)C)N1C1COC1 WNEODWDFDXWOLU-QHCPKHFHSA-N 0.000 description 1
- JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 238000007445 Chromatographic isolation Methods 0.000 description 1
- 229920001174 Diethylhydroxylamine Polymers 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 208000035126 Facies Diseases 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 239000001828 Gelatine Substances 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 238000012369 In process control Methods 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- AZFNGPAYDKGCRB-XCPIVNJJSA-M [(1s,2s)-2-amino-1,2-diphenylethyl]-(4-methylphenyl)sulfonylazanide;chlororuthenium(1+);1-methyl-4-propan-2-ylbenzene Chemical compound [Ru+]Cl.CC(C)C1=CC=C(C)C=C1.C1=CC(C)=CC=C1S(=O)(=O)[N-][C@@H](C=1C=CC=CC=1)[C@@H](N)C1=CC=CC=C1 AZFNGPAYDKGCRB-XCPIVNJJSA-M 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 229940106691 bisphenol a Drugs 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 229920003090 carboxymethyl hydroxyethyl cellulose Polymers 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- FYLJKQFMQFOLSZ-UHFFFAOYSA-N cyclohexylperoxycyclohexane Chemical group C1CCCCC1OOC1CCCCC1 FYLJKQFMQFOLSZ-UHFFFAOYSA-N 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000010612 desalination reaction Methods 0.000 description 1
- 238000011033 desalting Methods 0.000 description 1
- FVCOIAYSJZGECG-UHFFFAOYSA-N diethylhydroxylamine Chemical compound CCN(O)CC FVCOIAYSJZGECG-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000001261 hydroxy acids Chemical group 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 238000010965 in-process control Methods 0.000 description 1
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- JAMNHZBIQDNHMM-UHFFFAOYSA-N pivalonitrile Chemical compound CC(C)(C)C#N JAMNHZBIQDNHMM-UHFFFAOYSA-N 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000004304 potassium nitrite Substances 0.000 description 1
- 235000010289 potassium nitrite Nutrition 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012925 reference material Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229910021642 ultra pure water Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Classifications
-
- 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
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/04—Processes using organic exchangers
- B01J39/05—Processes using organic exchangers in the strongly acidic form
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/08—Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/16—Organic material
- B01J39/18—Macromolecular compounds
- B01J39/20—Macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- 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
- C08F8/34—Introducing sulfur atoms or sulfur-containing groups
- C08F8/36—Sulfonation; Sulfation
-
- 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
- C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
- C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Polymerisation Methods In General (AREA)
- Graft Or Block Polymers (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
Abstract
Description
总容量(Na型)(mol/l) | 2.01 |
70小时后洗出液的电导率(μS/cm) | 3.296 |
洗出液中聚苯乙烯磺酸的分子量(g/mol) | 23000 |
总容量(Na型)(mol/l) | 2.23 |
70小时后洗出液的电导率(μS/cm) | 0.360 |
洗出液中聚苯乙烯磺酸的分子量(g/mol) | 1100 |
总容量(Na型)(mol/l) | 2.21 |
70小时后洗出液的电导率(μS/cm) | 0.136 |
洗出液中聚苯乙烯磺酸的分子量(g/mol) | <1000 |
总容量(Na型)(mol/l) | 2.18 |
70小时后洗出液的电导率(μS/cm) | 0.540 |
洗出液中聚苯乙烯磺酸的分子量(g/mol) | 2000 |
总容量(Na型)(mol/l) | 2.19 |
70小时后洗出液的电导率(μS/cm) | 0.301 |
洗出液中聚苯乙烯磺酸的分子量(g/mol) | 1500 |
总容量(Na型)(mol/l) | 2.24 |
70小时后洗出液的电导率(μS/cm) | 0.333 |
洗出液中聚苯乙烯磺酸的分子量(g/mol) | 1000 |
总容量(Na型)(mol/l) | 2.17 |
70小时后洗出液的电导率(μS/cm) | 0.457 |
洗出液中聚苯乙烯磺酸的分子量(g/mol) | 2500 |
总容量(Na型)(mol/l) | 2.22 |
70小时后洗出液的电导率(μS/cm) | 0.092 |
洗出液中聚苯乙烯磺酸的分子量(g/mol) | <1000 |
Claims (11)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10122896A DE10122896A1 (de) | 2001-05-11 | 2001-05-11 | Verfahren zur Herstellung von monodispersen gelförmigen Kationenaustauschern |
DE10122896.1 | 2001-05-11 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1389299A true CN1389299A (zh) | 2003-01-08 |
CN1265885C CN1265885C (zh) | 2006-07-26 |
Family
ID=7684396
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB021191646A Expired - Fee Related CN1265885C (zh) | 2001-05-11 | 2002-05-10 | 单分散凝胶型阳离子交换剂的制备方法 |
Country Status (10)
Country | Link |
---|---|
US (1) | US20020195392A1 (zh) |
EP (1) | EP1256383A3 (zh) |
JP (1) | JP2003026829A (zh) |
KR (1) | KR20020086293A (zh) |
CN (1) | CN1265885C (zh) |
DE (1) | DE10122896A1 (zh) |
HU (1) | HUP0201589A3 (zh) |
MX (1) | MXPA02004644A (zh) |
RU (1) | RU2293061C2 (zh) |
TW (1) | TWI265826B (zh) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102004006116A1 (de) * | 2004-02-06 | 2005-08-25 | Bayer Chemicals Ag | Verfahren zur Herstellung von monodispersen porenhaltigen Ionenaustauschern |
DE102004006115A1 (de) * | 2004-02-06 | 2005-08-25 | Bayer Chemicals Ag | Verfahren zur Herstellung von monodispersen acrylhaltigen Perlpolymerisaten |
DE102005035616A1 (de) * | 2005-07-29 | 2007-02-08 | Lanxess Deutschland Gmbh | Monodisperse Kationenaustauscher |
DE102006009522A1 (de) * | 2006-02-28 | 2007-09-06 | Lanxess Deutschland Gmbh | Kombinationsverfahren zur Demineralisation von Wasser |
DE102007009072A1 (de) * | 2007-02-24 | 2008-08-28 | Lanxess Deutschland Gmbh | Monodisperse schwachsaure Kationenaustauscher |
KR100861452B1 (ko) * | 2007-03-05 | 2008-10-02 | 성균관대학교산학협력단 | 중금속 이온의 선택적 분리를 위한 표면 각인된 코어-쉘형태의 폴리아크릴레이트 미소구체의 제조 방법 |
DE102007060790A1 (de) | 2007-12-18 | 2009-06-25 | Lanxess Deutschland Gmbh | Verfahren zur Herstellung von Kationenaustauschern |
JP2009263309A (ja) * | 2008-04-28 | 2009-11-12 | Mitsubishi Chemicals Corp | 縮合反応方法 |
JP2011098301A (ja) * | 2009-11-06 | 2011-05-19 | Mitsubishi Chemicals Corp | カチオン交換樹脂及びビスフェノール化合物の製造方法 |
JP2014077149A (ja) * | 2014-02-04 | 2014-05-01 | Kurita Water Ind Ltd | カチオン交換樹脂の製造方法、カチオン交換樹脂、混床樹脂および電子部品・材料洗浄用超純水の製造方法 |
JP6723985B2 (ja) | 2014-08-14 | 2020-07-15 | ローム アンド ハース カンパニーRohm And Haas Company | 放出可能なガスを含むポリマー |
US10189915B2 (en) | 2014-08-14 | 2019-01-29 | Rohm And Haas Company | Polymerization process |
WO2019094191A1 (en) * | 2017-11-10 | 2019-05-16 | Dow Global Technologies Llc | Component addition polymerization |
CN112062893B (zh) * | 2020-09-16 | 2022-03-18 | 浙江天顺生物科技有限公司 | 一种大孔弱酸性阳离子交换树脂的方法及其设备 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3031737A1 (de) * | 1980-08-22 | 1982-04-01 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von perlpolymerisaten einheitlicher teilchengroesse |
US4419245A (en) * | 1982-06-30 | 1983-12-06 | Rohm And Haas Company | Copolymer process and product therefrom consisting of crosslinked seed bead swollen by styrene monomer |
US5068255A (en) * | 1982-08-02 | 1991-11-26 | The Dow Chemical Company | Ion exchange resins prepared by sequential monomer addition |
US4564644A (en) * | 1982-08-02 | 1986-01-14 | The Dow Chemical Company | Ion exchange resins prepared by sequential monomer addition |
US5221478A (en) * | 1988-02-05 | 1993-06-22 | The Dow Chemical Company | Chromatographic separation using ion-exchange resins |
US5021253A (en) * | 1989-12-13 | 1991-06-04 | The Dow Chemical Company | Decaffeination of liquid medium |
DE19634393A1 (de) * | 1996-08-26 | 1998-03-05 | Bayer Ag | Verfahren zur Herstellung vernetzter Polymerisate |
DE19852667A1 (de) * | 1998-11-16 | 2000-05-18 | Bayer Ag | Verfahren zur Herstellung von monodispersen gelförmigen Kationenaustauschern |
DE10105103A1 (de) * | 2001-02-05 | 2002-08-08 | Bayer Ag | Verfahren zur Herstellung von gelförmigen Kationenaustauschern |
-
2001
- 2001-05-11 DE DE10122896A patent/DE10122896A1/de not_active Withdrawn
-
2002
- 2002-04-29 EP EP02009274A patent/EP1256383A3/de not_active Withdrawn
- 2002-04-30 US US10/135,798 patent/US20020195392A1/en not_active Abandoned
- 2002-05-01 JP JP2002129912A patent/JP2003026829A/ja active Pending
- 2002-05-08 RU RU2002111890/04A patent/RU2293061C2/ru not_active IP Right Cessation
- 2002-05-09 MX MXPA02004644A patent/MXPA02004644A/es not_active Application Discontinuation
- 2002-05-10 HU HU0201589A patent/HUP0201589A3/hu not_active Application Discontinuation
- 2002-05-10 TW TW091109730A patent/TWI265826B/zh not_active IP Right Cessation
- 2002-05-10 KR KR1020020025797A patent/KR20020086293A/ko not_active Application Discontinuation
- 2002-05-10 CN CNB021191646A patent/CN1265885C/zh not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US20020195392A1 (en) | 2002-12-26 |
HUP0201589A3 (en) | 2004-03-01 |
KR20020086293A (ko) | 2002-11-18 |
MXPA02004644A (es) | 2002-11-20 |
RU2293061C2 (ru) | 2007-02-10 |
JP2003026829A (ja) | 2003-01-29 |
HUP0201589A2 (hu) | 2002-12-28 |
CN1265885C (zh) | 2006-07-26 |
EP1256383A3 (de) | 2003-04-23 |
EP1256383A2 (de) | 2002-11-13 |
TWI265826B (en) | 2006-11-11 |
DE10122896A1 (de) | 2002-11-14 |
HU0201589D0 (zh) | 2002-07-29 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1265885C (zh) | 单分散凝胶型阳离子交换剂的制备方法 | |
CN105504760B (zh) | 一种用于处理含重金属污水的水凝胶材料及其制备方法 | |
CN1448424A (zh) | 制备粗颗粒阴离子交换凝胶的方法 | |
CN104437676B (zh) | 磺酸型强酸性阳离子交换树脂及其制备方法 | |
CN1178969C (zh) | 有硫脲基团的单分散***联珠状聚合物制备工艺及其用途 | |
CN1053878C (zh) | 冷凝水的净化方法 | |
CN115738892B (zh) | 一种球形组合锂吸附剂及其造粒方法 | |
WO2005075530A2 (de) | Verfahren zur herstellung von monodispersen porenhaltigen ionenaustauschern | |
CN105524200A (zh) | 用于制备氨甲基化的珠状聚合物的方法 | |
CN1506165A (zh) | 制备凝胶型阳离子交换剂的方法 | |
CN1151865C (zh) | 离子选择性膜、其制造方法、其用途和装有该膜的仪器 | |
CN1131727C (zh) | 含有强碱型官能团的单分散性阴离子交换剂的制备工艺 | |
US20070027222A1 (en) | Monodisperse cation exchangers | |
JP2000140653A (ja) | 単分散ゼラチン状アニオン交換体の製造方法 | |
CN1231509C (zh) | 凝胶状阳离子交换剂的制备方法 | |
KR100621945B1 (ko) | 겔형 공중합체 비드 및 이로부터 제조된 이온 교환 수지 | |
CN1321545A (zh) | 单分散性阳离子交换剂凝胶的制备方法 | |
KR100579675B1 (ko) | 단분산 젤라틴상 양이온 교환체의 제조방법 | |
CN1923368A (zh) | 弱酸性阳离子交换剂 | |
CN1856511A (zh) | 改进的交换树脂无溶剂磺化 | |
CN112705266A (zh) | 甲基丙烯酸甲酯制备用催化剂、其制备方法和酯化制备工艺 | |
CN1333088A (zh) | 磺化方法 | |
CN105542056B (zh) | 一种用于污水处理的石膏‑水凝胶复合材料及其制备方法 | |
CN1597707A (zh) | 未微囊密封的单分散珠状聚合物的制备方法 | |
RU2548409C1 (ru) | Способ получения сорбента |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
ASS | Succession or assignment of patent right |
Owner name: LANXESS DEUTSCHLAND GMBH Free format text: FORMER OWNER: BAYER AG Effective date: 20070525 |
|
C41 | Transfer of patent application or patent right or utility model | ||
TR01 | Transfer of patent right |
Effective date of registration: 20070525 Address after: Germany Leverkusen Patentee after: Lanxess Deutschland GmbH Address before: The Federal Republic of Germany Leverkusen Patentee before: Bayer Aktiengesellschaft |
|
C56 | Change in the name or address of the patentee |
Owner name: LANXESS GERMAN LIMITED LIABILITY COMPANY Free format text: FORMER NAME OR ADDRESS: LANXESS DEUTSCHLAND GMBH |
|
CP01 | Change in the name or title of a patent holder |
Address after: Germany Leverkusen Patentee after: Lanxess Deutschland GmbH Address before: Germany Leverkusen Patentee before: Lanxess Deutschland GmbH |
|
C17 | Cessation of patent right | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20060726 |