SK282041B6 - Spôsob výroby vysokomolekulových, vo vode rozpustných polyelektrolytov adiabatickou fotopolymerizáciou neionogénnych a katiónových monomérov - Google Patents
Spôsob výroby vysokomolekulových, vo vode rozpustných polyelektrolytov adiabatickou fotopolymerizáciou neionogénnych a katiónových monomérov Download PDFInfo
- Publication number
- SK282041B6 SK282041B6 SK598-2000A SK5982000A SK282041B6 SK 282041 B6 SK282041 B6 SK 282041B6 SK 5982000 A SK5982000 A SK 5982000A SK 282041 B6 SK282041 B6 SK 282041B6
- Authority
- SK
- Slovakia
- Prior art keywords
- ppm
- polymerization
- solution
- monomer
- water
- Prior art date
Links
- 239000000178 monomer Substances 0.000 title claims abstract description 78
- 125000002091 cationic group Chemical group 0.000 title claims abstract description 16
- 229920000867 polyelectrolyte Polymers 0.000 title claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 title abstract description 16
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 60
- 238000000034 method Methods 0.000 claims abstract description 29
- 230000005855 radiation Effects 0.000 claims abstract description 14
- 239000000243 solution Substances 0.000 claims description 87
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 33
- 239000003999 initiator Substances 0.000 claims description 22
- 229920000642 polymer Polymers 0.000 claims description 22
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 239000003638 chemical reducing agent Substances 0.000 claims description 5
- 150000003926 acrylamides Chemical class 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 239000007800 oxidant agent Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 150000002432 hydroperoxides Chemical class 0.000 claims description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 2
- 150000003455 sulfinic acids Chemical class 0.000 claims description 2
- 230000000977 initiatory effect Effects 0.000 abstract description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 15
- 239000001301 oxygen Substances 0.000 description 15
- 229910052760 oxygen Inorganic materials 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 12
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 11
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 9
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 7
- LQPLDXQVILYOOL-UHFFFAOYSA-I pentasodium;2-[bis[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC(=O)[O-])CCN(CC([O-])=O)CC([O-])=O LQPLDXQVILYOOL-UHFFFAOYSA-I 0.000 description 7
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
- 238000010924 continuous production Methods 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000000227 grinding Methods 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- CCTFAOUOYLVUFG-UHFFFAOYSA-N 2-(1-amino-1-imino-2-methylpropan-2-yl)azo-2-methylpropanimidamide Chemical compound NC(=N)C(C)(C)N=NC(C)(C)C(N)=N CCTFAOUOYLVUFG-UHFFFAOYSA-N 0.000 description 3
- 229920006317 cationic polymer Polymers 0.000 description 3
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 239000012966 redox initiator Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- QWQFVUQPHUKAMY-UHFFFAOYSA-N 1,2-diphenyl-2-propoxyethanone Chemical compound C=1C=CC=CC=1C(OCCC)C(=O)C1=CC=CC=C1 QWQFVUQPHUKAMY-UHFFFAOYSA-N 0.000 description 2
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 2
- FCSSPCOFDUKHPV-UHFFFAOYSA-N 2-Propenyl propyl disulfide Chemical compound CCCSSCC=C FCSSPCOFDUKHPV-UHFFFAOYSA-N 0.000 description 2
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 2
- ZWAPMFBHEQZLGK-UHFFFAOYSA-N 5-(dimethylamino)-2-methylidenepentanamide Chemical compound CN(C)CCCC(=C)C(N)=O ZWAPMFBHEQZLGK-UHFFFAOYSA-N 0.000 description 2
- 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 2
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 2
- AOPRFYAPABFRPU-UHFFFAOYSA-N amino(imino)methanesulfonic acid Chemical compound NC(=N)S(O)(=O)=O AOPRFYAPABFRPU-UHFFFAOYSA-N 0.000 description 2
- 239000012935 ammoniumperoxodisulfate Substances 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 229920003118 cationic copolymer Polymers 0.000 description 2
- 239000008139 complexing agent Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- -1 copper cations Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- IMBKASBLAKCLEM-UHFFFAOYSA-L ferrous ammonium sulfate (anhydrous) Chemical compound [NH4+].[NH4+].[Fe+2].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O IMBKASBLAKCLEM-UHFFFAOYSA-L 0.000 description 2
- 238000005189 flocculation Methods 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- WCYJQVALWQMJGE-UHFFFAOYSA-M hydroxylammonium chloride Chemical compound [Cl-].O[NH3+] WCYJQVALWQMJGE-UHFFFAOYSA-M 0.000 description 2
- 230000001678 irradiating effect Effects 0.000 description 2
- 229940050176 methyl chloride Drugs 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 238000005979 thermal decomposition reaction Methods 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- NDAJNMAAXXIADY-UHFFFAOYSA-N 2-methylpropanimidamide Chemical compound CC(C)C(N)=N NDAJNMAAXXIADY-UHFFFAOYSA-N 0.000 description 1
- RGZQXXDYDJKKQA-UHFFFAOYSA-N 4-methylbenzenesulfinic acid;sodium Chemical compound [Na].CC1=CC=C(S(O)=O)C=C1 RGZQXXDYDJKKQA-UHFFFAOYSA-N 0.000 description 1
- 239000004160 Ammonium persulphate Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VMQMZMRVKUZKQL-UHFFFAOYSA-N Cu+ Chemical compound [Cu+] VMQMZMRVKUZKQL-UHFFFAOYSA-N 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- ZLXPLDLEBORRPT-UHFFFAOYSA-M [NH4+].[Fe+].[O-]S([O-])(=O)=O Chemical compound [NH4+].[Fe+].[O-]S([O-])(=O)=O ZLXPLDLEBORRPT-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 235000019395 ammonium persulphate Nutrition 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- AQIXAKUUQRKLND-UHFFFAOYSA-N cimetidine Chemical compound N#C/N=C(/NC)NCCSCC=1N=CNC=1C AQIXAKUUQRKLND-UHFFFAOYSA-N 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- CFUNGMSJDZBIDN-UHFFFAOYSA-N ethyl prop-2-enoate;trimethylazanium;chloride Chemical compound [Cl-].C[NH+](C)C.CCOC(=O)C=C CFUNGMSJDZBIDN-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 1
- 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
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 229960003330 pentetic acid Drugs 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000005385 peroxodisulfate group Chemical group 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 238000006552 photochemical reaction Methods 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 238000007717 redox polymerization reaction Methods 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 239000004296 sodium metabisulphite Substances 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- YAPHJQHVHMBBDD-UHFFFAOYSA-M sodium;4-benzoylbenzoate Chemical compound [Na+].C1=CC(C(=O)[O-])=CC=C1C(=O)C1=CC=CC=C1 YAPHJQHVHMBBDD-UHFFFAOYSA-M 0.000 description 1
- UOULCEYHQNCFFH-UHFFFAOYSA-M sodium;hydroxymethanesulfonate Chemical compound [Na+].OCS([O-])(=O)=O UOULCEYHQNCFFH-UHFFFAOYSA-M 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 230000002123 temporal effect Effects 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
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 238000004065 wastewater treatment Methods 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
- 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
- C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (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
- 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
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
-
- 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
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
-
- 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
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/60—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing nitrogen in addition to the carbonamido nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
- Peptides Or Proteins (AREA)
- Polymerization Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Paper (AREA)
- Conductive Materials (AREA)
- Separation Of Suspended Particles By Flocculating Agents (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19748153A DE19748153A1 (de) | 1997-10-31 | 1997-10-31 | Verfahren zur Herstellung kationischer Polyelektrolyte |
| PCT/EP1998/006179 WO1999023120A1 (de) | 1997-10-31 | 1998-09-29 | Verfahren zur herstellung kationischer polyelektrolyte |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK5982000A3 SK5982000A3 (en) | 2000-09-12 |
| SK282041B6 true SK282041B6 (sk) | 2001-10-08 |
Family
ID=7847219
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK598-2000A SK282041B6 (sk) | 1997-10-31 | 1998-09-29 | Spôsob výroby vysokomolekulových, vo vode rozpustných polyelektrolytov adiabatickou fotopolymerizáciou neionogénnych a katiónových monomérov |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US6410610B1 (xx) |
| EP (1) | EP1025133B1 (xx) |
| JP (1) | JP2001522125A (xx) |
| KR (1) | KR20010031257A (xx) |
| CN (1) | CN1278271A (xx) |
| AT (1) | ATE236198T1 (xx) |
| AU (1) | AU743796B2 (xx) |
| BR (1) | BR9813338A (xx) |
| CA (1) | CA2308310A1 (xx) |
| DE (2) | DE19748153A1 (xx) |
| EA (1) | EA002137B1 (xx) |
| ES (1) | ES2194359T3 (xx) |
| HU (1) | HUP0100063A2 (xx) |
| ID (1) | ID24213A (xx) |
| MX (1) | MX212486B (xx) |
| NO (1) | NO20002294D0 (xx) |
| PL (1) | PL340222A1 (xx) |
| SK (1) | SK282041B6 (xx) |
| TR (1) | TR200001160T2 (xx) |
| WO (1) | WO1999023120A1 (xx) |
| YU (1) | YU13700A (xx) |
| ZA (1) | ZA989859B (xx) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19941072A1 (de) * | 1999-08-30 | 2001-03-01 | Stockhausen Chem Fab Gmbh | Polymerisatzusammensetzung und ein Verfahren zu dessen Herstellung |
| US6262141B1 (en) * | 1999-10-06 | 2001-07-17 | Cytec Technology Corporation | Process for the preparation of polymers having low residual monomer content |
| GB0104142D0 (en) * | 2001-02-20 | 2001-04-11 | Ciba Spec Chem Water Treat Ltd | Polymerisation process |
| DE10240797A1 (de) * | 2002-08-30 | 2004-03-11 | Stockhausen Gmbh & Co. Kg | Kationische Polyelektrolyte mit guter Umweltverträglichkeit |
| TWI378955B (en) | 2002-10-25 | 2012-12-11 | Evonik Stockhausen Gmbh | Absorbent polymer structure with improved retention capacity and permeabilty |
| DE10249822A1 (de) * | 2002-10-25 | 2004-05-13 | Stockhausen Gmbh & Co. Kg | Zweistufiges Mischverfahren zur Herstellung eines absorbierenden Polymers |
| JP5260136B2 (ja) * | 2007-09-06 | 2013-08-14 | 日東電工株式会社 | 光重合反応とレドックス重合反応とを併用するアクリル系粘弾性体層の製造方法、及び粘着テープ又はシート |
| US8921478B2 (en) * | 2008-10-17 | 2014-12-30 | Nalco Company | Method of controlling gas hydrates in fluid systems |
| CN103319651B (zh) * | 2013-05-28 | 2015-10-14 | 山东瑞特精细化工有限公司 | 阳离子聚丙烯酰胺p(am-dac)的合成方法 |
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| EP2933271B1 (de) * | 2014-04-15 | 2016-03-23 | Basf Se | Verfahren zur herstellung von wasserlöslichen homo- oder copolymeren umfassend (meth)acrylamid |
| CA3014448A1 (en) | 2016-02-26 | 2017-08-31 | Ecolab Usa Inc. | Kinetic hydrate inhibitors for controlling gas hydrate formation in wet gas systems |
| CN107151289B (zh) * | 2017-05-26 | 2019-05-07 | 南京工程学院 | 一种光引发体系制备阳离子聚丙烯酰胺的方法 |
| US10647823B2 (en) * | 2018-05-16 | 2020-05-12 | Solenis Technologies, L.P. | Adiabatic gel polymerization process for the production of water-soluble polyelectrolytes |
| CN110606915B (zh) * | 2019-09-20 | 2021-01-29 | 江苏富淼科技股份有限公司 | 一种紫外光引发制备固体型水溶性高分子聚合物的方法 |
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| DE1745360C3 (de) * | 1968-01-27 | 1974-11-21 | Reichhold-Albert-Chemie Ag, 2000 Hamburg | Verfahren zur Herstellung von geruchsarmen Dispersionen |
| US3607691A (en) * | 1968-07-09 | 1971-09-21 | Technical Operations Inc | System for the redox photopolymerization of vinyl monomers in the presence of periodates |
| US3912607A (en) * | 1969-10-22 | 1975-10-14 | Rhone Progil | Process for obtaining high molecular weight water-soluble acrylic polymers and copolymers using radiation |
| DE2118685C3 (de) * | 1971-04-17 | 1980-07-17 | Roehm Gmbh, 6100 Darmstadt | Verfahren zum Polymerisieren ungesättigter Verbindungen in dicker Schicht |
| DE2248715B2 (de) * | 1971-11-08 | 1979-06-13 | Rhone-Progil S.A., Paris | Weitere Ausbildung des Verfahrens zur Herstellung von im festen Zustand wasserlöslichen Acrylpolymerisaten und -copolymerisaten |
| US3948740A (en) * | 1973-05-04 | 1976-04-06 | Hercules Incorporated | Polymerization of water soluble monomers with radiation and chemical initiator |
| US3909273A (en) * | 1973-07-23 | 1975-09-30 | Keuffel & Esser Co | Photopolymerization utilizing diazosulfonate and aromatic hydroxy compounds |
| US4218356A (en) * | 1975-05-15 | 1980-08-19 | Scm Corporation | Product of and process for polymerizing an aqueous reaction mixture containing ionizing agent and cosolvent that forms an aqueous dispersion of resinous polyelectrolyte |
| DE2713797C3 (de) * | 1977-03-29 | 1982-04-01 | Bayer Ag, 5090 Leverkusen | Photopolymerisierbare Überzugsmittel |
| US4325794A (en) * | 1980-06-02 | 1982-04-20 | Calgon Corporation | Combined visible light and thermally activated continuous polymerization process |
| CA1246789A (en) * | 1984-01-13 | 1988-12-13 | Akira Yada | Process for preparing water-soluble polymers |
| DE3519013A1 (de) * | 1985-05-25 | 1986-11-27 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von pulverfoermigen wasserloeslichen polymerisaten und deren verwendung |
| JPS6220501A (ja) * | 1985-07-19 | 1987-01-29 | Mitsubishi Rayon Co Ltd | 水溶性もしくは水膨潤性重合体の製造方法 |
| JPS62235305A (ja) * | 1986-04-04 | 1987-10-15 | Dai Ichi Kogyo Seiyaku Co Ltd | 高分子量アクリル系重合体の製法 |
| US5185385A (en) * | 1987-01-13 | 1993-02-09 | Texaco Chemical Company | Polymerization process |
| DE3711680A1 (de) * | 1987-04-07 | 1988-10-27 | Hoechst Ag | Waessrige biozide kationische kunststoffdispersionen und deren verwendung als fungizide, bakterizide und algizide ausruestungsmittel |
| GB2206121B (en) * | 1987-06-26 | 1990-12-12 | American Cyanamid Co | High solids process for the production of water soluble polymers by exothermic polymerization |
| US4874827A (en) * | 1988-03-09 | 1989-10-17 | Hart Chemical Limited | Production of highly-dispersible water-soluble polymers |
| DE4232194A1 (de) * | 1992-09-25 | 1994-03-31 | Roehm Gmbh | Verfahren zur Verringerung des Restmonomerengehaltes bei der Herstellung von Perlpolymerisaten |
| DE4304014A1 (de) * | 1993-02-11 | 1994-08-18 | Henkel Kgaa | Herstellung von Polyacrylaten |
| JPH0931107A (ja) * | 1995-07-18 | 1997-02-04 | Sanyo Chem Ind Ltd | 吸水性樹脂の製造法 |
-
1997
- 1997-10-31 DE DE19748153A patent/DE19748153A1/de not_active Withdrawn
-
1998
- 1998-09-29 CN CN98810867A patent/CN1278271A/zh active Pending
- 1998-09-29 DE DE59807763T patent/DE59807763D1/de not_active Expired - Lifetime
- 1998-09-29 HU HU0100063A patent/HUP0100063A2/hu unknown
- 1998-09-29 EA EA200000356A patent/EA002137B1/ru not_active IP Right Cessation
- 1998-09-29 SK SK598-2000A patent/SK282041B6/sk unknown
- 1998-09-29 TR TR2000/01160T patent/TR200001160T2/xx unknown
- 1998-09-29 ID IDW20000601A patent/ID24213A/id unknown
- 1998-09-29 WO PCT/EP1998/006179 patent/WO1999023120A1/de not_active Application Discontinuation
- 1998-09-29 CA CA002308310A patent/CA2308310A1/en not_active Abandoned
- 1998-09-29 AT AT98952664T patent/ATE236198T1/de not_active IP Right Cessation
- 1998-09-29 BR BR9813338-1A patent/BR9813338A/pt not_active IP Right Cessation
- 1998-09-29 US US09/529,406 patent/US6410610B1/en not_active Expired - Fee Related
- 1998-09-29 AU AU10277/99A patent/AU743796B2/en not_active Ceased
- 1998-09-29 KR KR1020007004243A patent/KR20010031257A/ko not_active Application Discontinuation
- 1998-09-29 YU YU13700A patent/YU13700A/sh unknown
- 1998-09-29 EP EP98952664A patent/EP1025133B1/de not_active Expired - Lifetime
- 1998-09-29 JP JP2000518990A patent/JP2001522125A/ja active Pending
- 1998-09-29 PL PL98340222A patent/PL340222A1/xx unknown
- 1998-09-29 ES ES98952664T patent/ES2194359T3/es not_active Expired - Lifetime
- 1998-10-29 ZA ZA9809859A patent/ZA989859B/xx unknown
-
2000
- 2000-04-04 MX MXPA00003296 patent/MX212486B/es unknown
- 2000-04-28 NO NO20002294A patent/NO20002294D0/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1025133B1 (de) | 2003-04-02 |
| HUP0100063A2 (hu) | 2001-05-28 |
| BR9813338A (pt) | 2000-08-22 |
| EP1025133A1 (de) | 2000-08-09 |
| ZA989859B (en) | 1999-07-01 |
| KR20010031257A (ko) | 2001-04-16 |
| CA2308310A1 (en) | 1999-05-14 |
| WO1999023120A1 (de) | 1999-05-14 |
| PL340222A1 (en) | 2001-01-15 |
| ATE236198T1 (de) | 2003-04-15 |
| MXPA00003296A (xx) | 2001-03-01 |
| ES2194359T3 (es) | 2003-11-16 |
| US6410610B1 (en) | 2002-06-25 |
| TR200001160T2 (tr) | 2000-09-21 |
| JP2001522125A (ja) | 2001-11-13 |
| DE59807763D1 (de) | 2003-05-08 |
| NO20002294L (no) | 2000-04-28 |
| EA002137B1 (ru) | 2001-12-24 |
| DE19748153A1 (de) | 1999-05-06 |
| NO20002294D0 (no) | 2000-04-28 |
| ID24213A (id) | 2000-07-13 |
| SK5982000A3 (en) | 2000-09-12 |
| MX212486B (xx) | 2003-01-09 |
| CN1278271A (zh) | 2000-12-27 |
| AU1027799A (en) | 1999-05-24 |
| EA200000356A1 (ru) | 2000-10-30 |
| YU13700A (sh) | 2001-09-28 |
| AU743796B2 (en) | 2002-02-07 |
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