TWI275600B - Structurally-modified water-soluble polymer and method for preparing the same - Google Patents
Structurally-modified water-soluble polymer and method for preparing the same Download PDFInfo
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- TWI275600B TWI275600B TW090109150A TW90109150A TWI275600B TW I275600 B TWI275600 B TW I275600B TW 090109150 A TW090109150 A TW 090109150A TW 90109150 A TW90109150 A TW 90109150A TW I275600 B TWI275600 B TW I275600B
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- Prior art keywords
- polymer
- monomer
- added
- polymerization
- solution
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- 229920003169 water-soluble polymer Polymers 0.000 title claims abstract description 30
- 238000000034 method Methods 0.000 title claims description 50
- 229920000642 polymer Polymers 0.000 claims abstract description 331
- 239000000178 monomer Substances 0.000 claims abstract description 108
- 239000000243 solution Substances 0.000 claims abstract description 92
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 76
- 239000007864 aqueous solution Substances 0.000 claims abstract description 52
- 239000003607 modifier Substances 0.000 claims abstract description 33
- 238000010526 radical polymerization reaction Methods 0.000 claims abstract description 12
- 150000003839 salts Chemical group 0.000 claims description 55
- -1 methacrylic acid chlorodecane Chemical compound 0.000 claims description 50
- 239000000203 mixture Substances 0.000 claims description 47
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 44
- 239000012986 chain transfer agent Substances 0.000 claims description 35
- 239000006185 dispersion Substances 0.000 claims description 32
- 239000003431 cross linking reagent Substances 0.000 claims description 31
- 125000002091 cationic group Chemical group 0.000 claims description 25
- 239000004280 Sodium formate Substances 0.000 claims description 21
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 claims description 21
- 235000019254 sodium formate Nutrition 0.000 claims description 21
- 125000000129 anionic group Chemical group 0.000 claims description 17
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 claims description 15
- 229910001379 sodium hypophosphite Inorganic materials 0.000 claims description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Chemical group OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 10
- 239000004908 Emulsion polymer Substances 0.000 claims description 10
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical group COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical group CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical group CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 5
- 229940047670 sodium acrylate Drugs 0.000 claims description 5
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 4
- 150000003464 sulfur compounds Chemical class 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical group CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- WPKYZIPODULRBM-UHFFFAOYSA-N azane;prop-2-enoic acid Chemical group N.OC(=O)C=C WPKYZIPODULRBM-UHFFFAOYSA-N 0.000 claims description 3
- DZGUJOWBVDZNNF-UHFFFAOYSA-N azanium;2-methylprop-2-enoate Chemical group [NH4+].CC(=C)C([O-])=O DZGUJOWBVDZNNF-UHFFFAOYSA-N 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- SONHXMAHPHADTF-UHFFFAOYSA-M sodium;2-methylprop-2-enoate Chemical group [Na+].CC(=C)C([O-])=O SONHXMAHPHADTF-UHFFFAOYSA-M 0.000 claims description 3
- QVXOSBOEQUMOBO-UHFFFAOYSA-N chloromethane;ethyl prop-2-enoate;n-methylmethanamine Chemical compound ClC.CNC.CCOC(=O)C=C QVXOSBOEQUMOBO-UHFFFAOYSA-N 0.000 claims description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 2
- XUMIVJQMTYZANY-UHFFFAOYSA-N 2-sulfanylprop-2-enamide Chemical compound NC(=O)C(S)=C XUMIVJQMTYZANY-UHFFFAOYSA-N 0.000 claims 1
- LUIJEDASPZOKGR-UHFFFAOYSA-N CCCCCCCCCCC[N+](C)(C)CCCNC(C=C)=O.[Cl-] Chemical group CCCCCCCCCCC[N+](C)(C)CCCNC(C=C)=O.[Cl-] LUIJEDASPZOKGR-UHFFFAOYSA-N 0.000 claims 1
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 claims 1
- 229920002959 polymer blend Polymers 0.000 claims 1
- PBTSABBVLASENC-UHFFFAOYSA-N prop-2-enamide;trimethyl(propyl)azanium Chemical group NC(=O)C=C.CCC[N+](C)(C)C PBTSABBVLASENC-UHFFFAOYSA-N 0.000 claims 1
- 239000008394 flocculating agent Substances 0.000 abstract description 5
- 230000000977 initiatory effect Effects 0.000 abstract description 5
- 229920006037 cross link polymer Polymers 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 description 75
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 51
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- 238000007792 addition Methods 0.000 description 37
- 230000014759 maintenance of location Effects 0.000 description 33
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 32
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
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- 101150000595 CLMP gene Proteins 0.000 description 22
- 101100382322 Drosophila melanogaster Acam gene Proteins 0.000 description 22
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- 239000007788 liquid Substances 0.000 description 20
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 20
- 238000012360 testing method Methods 0.000 description 20
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 19
- 229910052757 nitrogen Inorganic materials 0.000 description 19
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- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 16
- 239000004815 dispersion polymer Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 16
- 238000003756 stirring Methods 0.000 description 16
- UZDXAQLLVAUBQD-UHFFFAOYSA-N ethyl prop-2-enoate;n-methylmethanamine Chemical compound CNC.CCOC(=O)C=C UZDXAQLLVAUBQD-UHFFFAOYSA-N 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 14
- 239000007789 gas Substances 0.000 description 13
- 230000009467 reduction Effects 0.000 description 13
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 12
- 239000000839 emulsion Substances 0.000 description 12
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 12
- 239000002245 particle Substances 0.000 description 12
- 229920002554 vinyl polymer Polymers 0.000 description 12
- JZHKIUBMQMDQRG-UHFFFAOYSA-N C(=C)C(C(OC)(OC)OC)CCCCCCCC Chemical compound C(=C)C(C(OC)(OC)OC)CCCCCCCC JZHKIUBMQMDQRG-UHFFFAOYSA-N 0.000 description 11
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 11
- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 11
- 239000000463 material Substances 0.000 description 11
- 238000012546 transfer Methods 0.000 description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 11
- 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 10
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
- 239000000654 additive Substances 0.000 description 10
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 10
- 230000008859 change Effects 0.000 description 10
- 238000005189 flocculation Methods 0.000 description 10
- 230000016615 flocculation Effects 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 9
- 238000009472 formulation Methods 0.000 description 9
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- 239000004094 surface-active agent Substances 0.000 description 9
- 239000003643 water by type Substances 0.000 description 9
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- 229920002472 Starch Polymers 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- 239000000701 coagulant Substances 0.000 description 8
- 239000008367 deionised water Substances 0.000 description 8
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- 238000006073 displacement reaction Methods 0.000 description 8
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- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 8
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- 239000004971 Cross linker Substances 0.000 description 7
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 7
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- 238000009300 dissolved air flotation Methods 0.000 description 7
- 238000010904 focused beam reflectance measurement Methods 0.000 description 7
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 7
- 229910052938 sodium sulfate Inorganic materials 0.000 description 7
- 235000011152 sodium sulphate Nutrition 0.000 description 7
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- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 6
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- 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
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- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 5
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- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 4
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- ADTJPOBHAXXXFS-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]prop-2-enamide Chemical compound CN(C)CCCNC(=O)C=C ADTJPOBHAXXXFS-UHFFFAOYSA-N 0.000 description 1
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- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
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- GVKCHTBDSMQENH-UHFFFAOYSA-L phloxine B Chemical compound [Na+].[Na+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 GVKCHTBDSMQENH-UHFFFAOYSA-L 0.000 description 1
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- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
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- 235000010344 sodium nitrate Nutrition 0.000 description 1
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- FBWNMEQMRUMQSO-UHFFFAOYSA-N tergitol NP-9 Chemical compound CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOCCOCCOCCOCCOCCO)C=C1 FBWNMEQMRUMQSO-UHFFFAOYSA-N 0.000 description 1
- FEJQDYXPAQVBCA-UHFFFAOYSA-J tetrasodium;ethane-1,2-diamine;tetraacetate Chemical compound [Na+].[Na+].[Na+].[Na+].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O.NCCN FEJQDYXPAQVBCA-UHFFFAOYSA-J 0.000 description 1
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- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B03—SEPARATION OF SOLID MATERIALS USING LIQUIDS OR USING PNEUMATIC TABLES OR JIGS; MAGNETIC OR ELECTROSTATIC SEPARATION OF SOLID MATERIALS FROM SOLID MATERIALS OR FLUIDS; SEPARATION BY HIGH-VOLTAGE ELECTRIC FIELDS
- B03D—FLOTATION; DIFFERENTIAL SEDIMENTATION
- B03D1/00—Flotation
- B03D1/14—Flotation machines
- B03D1/1431—Dissolved air flotation machines
-
- 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
- C08F2/10—Aqueous solvent
-
- 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
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
-
- 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
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/10—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of amides or imides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Separation Of Suspended Particles By Flocculating Agents (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Treatment Of Sludge (AREA)
- Polymerisation Methods In General (AREA)
- Graft Or Block Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
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| US09/606,581 US6605674B1 (en) | 2000-06-29 | 2000-06-29 | Structurally-modified polymer flocculants |
Publications (1)
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|---|---|
| TWI275600B true TWI275600B (en) | 2007-03-11 |
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| TW090109150A TWI275600B (en) | 2000-06-29 | 2001-04-17 | Structurally-modified water-soluble polymer and method for preparing the same |
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| MY (1) | MY124884A (enExample) |
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| NZ (1) | NZ522047A (enExample) |
| PT (1) | PT1297039E (enExample) |
| RU (1) | RU2243240C2 (enExample) |
| TW (1) | TWI275600B (enExample) |
| WO (1) | WO2002002662A1 (enExample) |
| ZA (1) | ZA200208420B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI629103B (zh) * | 2013-09-17 | 2018-07-11 | 通用電機股份有限公司 | 離子交換聚合物及製造離子交換聚合物的方法 |
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| US6696067B2 (en) * | 2001-04-12 | 2004-02-24 | Ondeo Nalco Company | Cosmetic compositions containing dispersion polymers |
| US20040087717A1 (en) * | 2002-11-04 | 2004-05-06 | Ge Betz, Inc. | Modified polymeric flocculants with improved performance characteristics |
| US8971913B2 (en) * | 2003-06-27 | 2015-03-03 | Qualcomm Incorporated | Method and apparatus for wireless network hybrid positioning |
| DE10337764A1 (de) * | 2003-08-14 | 2005-03-17 | Stockhausen Gmbh | Pulverförmige, wasserlösliche kationische Polymerzusammensetzung, Verfahren zu ihrer Herstellung und ihre Verwendung |
| US8491753B2 (en) * | 2004-10-15 | 2013-07-23 | Nalco Company | Composition and method for improving retention and drainage in papermaking processes by activating microparticles with a promoter-flocculant system |
| US20060084771A1 (en) * | 2004-10-15 | 2006-04-20 | Wong Shing Jane B | Method of preparing modified diallyl-N,N-disubstituted ammonium halide polymers |
| US7473334B2 (en) * | 2004-10-15 | 2009-01-06 | Nalco Company | Method of preparing modified diallyl-N,N-disubstituted ammonium halide polymers |
| EP1940891A1 (en) * | 2005-10-24 | 2008-07-09 | Ciba Holding Inc. | High molecular weight poly(dially dialkyl) ammonium salts |
| DE102005051906A1 (de) * | 2005-10-29 | 2007-05-03 | Basf Construction Polymers Gmbh | Mischpolymer auf Basis olefinischer Sulfonsäuren |
| US7981250B2 (en) * | 2006-09-14 | 2011-07-19 | Kemira Oyj | Method for paper processing |
| US8900641B2 (en) * | 2006-12-28 | 2014-12-02 | Nalco Company | Antimicrobial composition |
| CN101675004B (zh) * | 2007-04-20 | 2013-05-08 | 氰特技术公司 | 含硅聚合物对提高bayer加工中赤泥絮凝的用途 |
| US8088250B2 (en) | 2008-11-26 | 2012-01-03 | Nalco Company | Method of increasing filler content in papermaking |
| US9752283B2 (en) | 2007-09-12 | 2017-09-05 | Ecolab Usa Inc. | Anionic preflocculation of fillers used in papermaking |
| FR2922767B1 (fr) * | 2007-10-24 | 2009-12-18 | Seppic Sa | Procede de preparation d'une composition vaccinale comprenant au moins un antigene et au moins un adjuvant. |
| EP2346786B1 (en) * | 2008-10-17 | 2015-09-16 | Cytec Technology Corporation | Use of silicon-containing polymers for improved flocculation of solids in processes for the production of alumina from bauxite |
| US8865632B1 (en) | 2008-11-10 | 2014-10-21 | Cesi Chemical, Inc. | Drag-reducing copolymer compositions |
| US20100170856A1 (en) * | 2009-01-06 | 2010-07-08 | Branning Merle L | Improvement separation of solids from liquids by the use of quick inverting and dispersing flocculants |
| US8097687B2 (en) | 2009-02-09 | 2012-01-17 | Nalco Company | Multifunctional azo initiators for free radical polymerizations: uses thereof |
| US20100204361A1 (en) | 2009-02-09 | 2010-08-12 | Kurian Pious V | Novel multifunctional azo initiators for free radical polymerizations: methods of preparation |
| CA2777748C (en) | 2009-10-20 | 2017-09-19 | Soane Energy Llc | Proppants for hydraulic fracturing technologies |
| CN101775148B (zh) * | 2009-12-30 | 2011-07-20 | 山东大学 | 一种微凝胶复合水凝胶的制备方法 |
| EA018089B1 (ru) * | 2010-01-12 | 2013-05-30 | Каграман Союн Оглы Гасанов | Сорбент для обезвреживания нефтезагрязненных почвогрунтов |
| US20130048571A1 (en) * | 2010-02-12 | 2013-02-28 | Cytec Technology Corp. | Flocculant compositions containing silicon-containing polymers |
| CN101786647B (zh) * | 2010-03-19 | 2012-05-23 | 常州友邦净水材料有限公司 | 用于去除聚氯化铝中不溶物质的加速沉降型絮凝剂及其制备方法 |
| JP5630782B2 (ja) * | 2010-03-23 | 2014-11-26 | ハイモ株式会社 | 汚泥脱水剤および汚泥脱水方法 |
| KR101154359B1 (ko) * | 2010-04-14 | 2012-06-15 | 주식회사 화성산업 | 유기응결제를 함유한 ｗ/ｏ형 에멀젼 중합체 및 그 제조방법 |
| FI20105813A0 (fi) * | 2010-07-20 | 2010-07-20 | Kemira Oyj | Menetelmä ja järjestelmä vesipitoisen virran ominaisuuksien monitoroimiseksi |
| FI20105814A0 (fi) * | 2010-07-20 | 2010-07-20 | Kemira Oyj | Menetelmä ja järjestelmä vesipitoisten virtojen käsittelemiseksi |
| US8298508B2 (en) * | 2010-08-09 | 2012-10-30 | Nalco Company | Recovery of alumina trihydrate during the bayer process using cross-linked polysaccharides |
| US9199855B2 (en) | 2010-08-09 | 2015-12-01 | Nalco Company | Chemical treatment to improve red mud separation and washing in the bayer process |
| US9102995B2 (en) | 2010-08-09 | 2015-08-11 | Nalco Company | Cross-linked ethylsulfonated dihydroxypropyl cellulose |
| FR2965564B1 (fr) * | 2010-09-30 | 2012-10-26 | Rhodia Operations | Preparation de polymeres hydrophiles de haute masse par polymerisation radicalaire controlee |
| CN102040271A (zh) * | 2010-11-17 | 2011-05-04 | 常州大学 | 聚铁硅型复合无机高分子絮凝剂的沉降剂制备及应用方法 |
| US9297244B2 (en) | 2011-08-31 | 2016-03-29 | Self-Suspending Proppant Llc | Self-suspending proppants for hydraulic fracturing comprising a coating of hydrogel-forming polymer |
| RU2602250C2 (ru) | 2011-08-31 | 2016-11-10 | Селф-Саспендинг Проппант Ллс | Самосуспендирующиеся проппанты для гидравлического разрыва пласта |
| US20140000891A1 (en) | 2012-06-21 | 2014-01-02 | Self-Suspending Proppant Llc | Self-suspending proppants for hydraulic fracturing |
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2003
- 2003-07-17 US US10/621,529 patent/US6753388B1/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI629103B (zh) * | 2013-09-17 | 2018-07-11 | 通用電機股份有限公司 | 離子交換聚合物及製造離子交換聚合物的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2001251282B2 (en) | 2007-01-25 |
| WO2002002662A1 (en) | 2002-01-10 |
| NO20025045L (no) | 2002-12-16 |
| CA2406270C (en) | 2010-06-01 |
| NO20025045D0 (no) | 2002-10-21 |
| ES2382025T3 (es) | 2012-06-04 |
| JP2004502802A (ja) | 2004-01-29 |
| MX227471B (es) | 2005-04-27 |
| PT1297039E (pt) | 2012-06-06 |
| EP1297039A4 (en) | 2004-11-03 |
| CN1426429A (zh) | 2003-06-25 |
| ZA200208420B (en) | 2003-10-17 |
| AR030425A1 (es) | 2003-08-20 |
| NO333034B1 (no) | 2013-02-18 |
| MY124884A (en) | 2006-07-31 |
| KR20030022789A (ko) | 2003-03-17 |
| EP1297039A1 (en) | 2003-04-02 |
| RU2243240C2 (ru) | 2004-12-27 |
| BR0110429A (pt) | 2003-02-04 |
| US6605674B1 (en) | 2003-08-12 |
| ATE548397T1 (de) | 2012-03-15 |
| EP1297039B1 (en) | 2012-03-07 |
| DK1297039T3 (da) | 2012-06-11 |
| CA2406270A1 (en) | 2002-01-10 |
| MXPA02010628A (es) | 2004-05-17 |
| KR100814675B1 (ko) | 2008-03-18 |
| US6753388B1 (en) | 2004-06-22 |
| NZ522047A (en) | 2004-09-24 |
| AU5128201A (en) | 2002-01-14 |
| CN1239544C (zh) | 2006-02-01 |
| JP5078214B2 (ja) | 2012-11-21 |
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