JP5322997B2 - 架橋した微粒子状のゲル状ポリマーの製造方法 - Google Patents
架橋した微粒子状のゲル状ポリマーの製造方法 Download PDFInfo
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- JP5322997B2 JP5322997B2 JP2010110985A JP2010110985A JP5322997B2 JP 5322997 B2 JP5322997 B2 JP 5322997B2 JP 2010110985 A JP2010110985 A JP 2010110985A JP 2010110985 A JP2010110985 A JP 2010110985A JP 5322997 B2 JP5322997 B2 JP 5322997B2
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- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical group OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- LKDRXBCSQODPBY-AMVSKUEXSA-N L-(-)-Sorbose Chemical compound OCC1(O)OC[C@H](O)[C@@H](O)[C@@H]1O LKDRXBCSQODPBY-AMVSKUEXSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910018503 SF6 Inorganic materials 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- ZZAGLMPBQOKGGT-UHFFFAOYSA-N [4-[4-(4-prop-2-enoyloxybutoxy)benzoyl]oxyphenyl] 4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C1=CC(OCCCCOC(=O)C=C)=CC=C1C(=O)OC(C=C1)=CC=C1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C=C1 ZZAGLMPBQOKGGT-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Natural products CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 1
- 229940048053 acrylate Drugs 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 125000005370 alkoxysilyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000003289 ascorbyl group Chemical group [H]O[C@@]([H])(C([H])([H])O*)[C@@]1([H])OC(=O)C(O*)=C1O* 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000007942 carboxylates Chemical group 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- YQHLDYVWEZKEOX-UHFFFAOYSA-N cumene hydroperoxide Chemical compound OOC(C)(C)C1=CC=CC=C1 YQHLDYVWEZKEOX-UHFFFAOYSA-N 0.000 description 1
- 150000005676 cyclic carbonates Chemical class 0.000 description 1
- 238000001739 density measurement Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- BUACSMWVFUNQET-UHFFFAOYSA-H dialuminum;trisulfate;hydrate Chemical compound O.[Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O BUACSMWVFUNQET-UHFFFAOYSA-H 0.000 description 1
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- IEPRKVQEAMIZSS-AATRIKPKSA-N diethyl fumarate Chemical compound CCOC(=O)\C=C\C(=O)OCC IEPRKVQEAMIZSS-AATRIKPKSA-N 0.000 description 1
- LDCRTTXIJACKKU-ARJAWSKDSA-N dimethyl maleate Chemical compound COC(=O)\C=C/C(=O)OC LDCRTTXIJACKKU-ARJAWSKDSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 1
- 238000011068 loading method Methods 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
- 235000013372 meat Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- MENOBBYDZHOWLE-UHFFFAOYSA-N morpholine-2,3-dione Chemical class O=C1NCCOC1=O MENOBBYDZHOWLE-UHFFFAOYSA-N 0.000 description 1
- 229910052756 noble gas Inorganic materials 0.000 description 1
- 150000002835 noble gases Chemical class 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000012856 packing Methods 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
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229920000962 poly(amidoamine) Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 239000001120 potassium sulphate Substances 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 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
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- VBOFDBONKAERAE-UHFFFAOYSA-M sodium;sulfenatooxymethanol Chemical compound [Na+].OCOS[O-] VBOFDBONKAERAE-UHFFFAOYSA-M 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- SFZCNBIFKDRMGX-UHFFFAOYSA-N sulfur hexafluoride Chemical compound FS(F)(F)(F)(F)F SFZCNBIFKDRMGX-UHFFFAOYSA-N 0.000 description 1
- 229960000909 sulfur hexafluoride Drugs 0.000 description 1
- 229920000247 superabsorbent polymer Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 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
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 150000004764 thiosulfuric acid derivatives Chemical class 0.000 description 1
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Classifications
-
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0053—Details of the reactor
- B01J19/0066—Stirrers
-
- 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
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/08—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with moving particles
- B01J8/10—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with moving particles moved by stirrers or by rotary drums or rotary receptacles or endless belts
-
- 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
- C08F2/01—Processes of polymerisation characterised by special features of the polymerisation apparatus used
-
- 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
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- 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
- C08F6/00—Post-polymerisation treatments
- C08F6/008—Treatment of solid polymer wetted by water or organic solvents, e.g. coagulum, filter cakes
-
- 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
- C08F6/00—Post-polymerisation treatments
- C08F6/06—Treatment of polymer solutions
- C08F6/10—Removal of volatile materials, e.g. solvents
-
- 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
- B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
- B01J2208/00008—Controlling the process
- B01J2208/0061—Controlling the level
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
- Accessories For Mixers (AREA)
- Mixers Of The Rotary Stirring Type (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Description
a)水溶性モノエチレン不飽和モノマー、
b)少なくとも2個の重合可能な基を有するモノマー、モノマーa)に対して0.001〜5モル%
を、ニーダーの先端に供給される物質を軸方向に混合機の端部に供給するニーダー中で共重合することにより架橋微粒子状ゲル状ポリマーを連続的に製造する方法であり、少なくとも1つの以下の条件:
i)ニーダー中の充填度は少なくとも71%であり、または
ii)水溶性モノエチレン不飽和モノマーがヒドロキノンの半エーテル150ppmまでを含有し,
iii)重合帯域中の温度が65℃より高く、
iv)ニーダーが0.33未満の逆混合比を有する
ことを満たすことを特徴とする。
Cはトレーサーの添加の開始からニーダー出口に蓄積したトレーサー量の50%の値を達成するまでの時間に相当し、
Aはニーダー出口での最大値の5%から95%へのトレーサー量の増加の時間に相当し、
Bはニーダー出口での最大値の95%から5%へのトレーサー量の低下の時間に相当する。
遠心分離保留能力の測定をEDANA(European Disposables and Nonwovens Association)が勧める試験法No441.2−02Centrifuge retention capacityに類似して行った。
質量負荷下の吸収AUL0.7psi(4826.5Pa)
AUL0.7psi(4826.5Pa)を測定するメスシリンダーは内径60mmおよび高さ50mmを有するプレキシガラス(Plexiglas)シリンダーであり、下側にメッシュ幅36mmを有する付着した特殊鋼シーブ棚を有する。メスシリンダーは更に直径59mmおよびおもりを有するプラスチックプレートを有し、おもりはプラスチックプレートと一緒にメスシリンダーに設置できる。プラスチックプレートとおもりの質量は合わせて1345gである。AUL0.7psi(4826.5Pa)の測定を実施するために、空のプレキシガラスとプラスチックプレートの質量を測定し、W0として記載した。引き続きヒドロゲル形成ポリマー(粒度分布150〜800μm)0.900±0.005gをプレキシガラスシリンダーに計量して入れ、できるだけ均一に特殊鋼シーブ棚に分配した。引き続きプレキシガラスプレートを入念にプレキシガラスシリンダーに入れ、全部の装置を計量し、質量をWaとして記載した。プレキシガラスシリンダー中のプレキシガラスプレートにおもりを配置した。直径200mmおよび高さ30mmを有するペトリ皿の中心に、直径120mmおよび多孔度0を有するセラミックフィルタープレートを配置し、フィルタープレート表面を覆わないでフィルタープレート表面で液体表面が閉鎖されるように0.9質量%塩化ナトリウム溶液を充填した。引き続き直径90mmおよび細孔の大きさ20nm未満を有する円形濾紙(Schwarzband589、Schleicher und Schuell)をセラミックプレートに配置した。ヒドロゲル形成ポリマーを有するプレキシガラスシリンダーをプラスチックプレートおよびおもりと一緒に濾紙に配置し、60分放置した。この時間の後に完全な装置を濾紙のペトリ皿から取り出し、引き続きおもりをプレキシガラスシリンダーから除去した。膨張したヒドロゲルを含有するプレキシガラスシリンダーをプラスチックプレートと一緒に計量し、質量をWbとして記載した。AUL0.7psi(4826.5Pa)は以下の式により計算する。
AUL0.7psi=[Wb−Wa]/[Wa−W0]
同様にAUL(40g/cm2)は少ない質量での衝突により測定することができる。
湿った超吸収剤ゲル粒子のかさ密度を測定するために、1リットルガラスビーカーを実験はかり(測定範囲5kg)で重さをはかる。
かさ密度=(ゲルを有するガラスビーカー、g)−(空のガラスビーカー、g) 超吸収剤の製造での重合に連続的混合機を使用する場合の逆混合の測定
滞留時間および滞留時間分布幅および逆混合特性は簡単な試験により測定できる。
逆混合A=増加の時間/混合機中の滞留時間
もしくは
トレーサー供給の終了
逆混合B=低下の時間/混合機中の滞留時間。
以下の例は本発明をより詳細に説明する。
使用される反応混合物の組成
脱イオン水、苛性ソーダ溶液(50質量%)、およびアクリル酸を連続的に混合することにより中和度75モル%に相当する39質量%アクリル酸/アクリル酸ナトリウム溶液を製造する。使用されるアクリル酸は以下の規格に相当する。アクリル酸最小99.5質量%、水最大0.1質量%、ジアクリル酸最大500ppm、ヒドロキノンモノメチルエーテル(MEHQ)200ppm、酢酸20000ppm未満、プロピオン酸600ppm未満。モノマー溶液を成分の混合後に熱交換器により連続的に20℃の温度に冷却し、窒素を用いて酸素を蒸留除去する。
多重エチレン不飽和架橋剤としてポリエチレングリコール−400−ジアクリレート(Cray Valley)をアクリレートとして表現される反応溶液に存在するモノマーに対して0.45質量%の使用量で使用する。
モノマー溶液18t/h
ポリエチレングリコール400ジアクリレート81kg/h
過酸化水素溶液/ペルオキソ二硫酸ナトリウム15kg/h
アスコルビン酸溶液5kg/h。
例1と同様に実施したが、供給される開始剤溶液の量を70.8kg/hおよびアスコルビン酸の量を20kg/hに高めた。重合は混合中にすでに迅速に開始した。
例1と同様に実施したが、この場合に使用されるアクリル酸がMEHQ120ppmの規格を有した。重合を開始するために、例1と同様に開始剤溶液15.5kg/hの量を供給した。ピーク温度は3分で達成した。
例1と同様に実施したが、使用されるアクリル酸はMEHQ50ppmを有した。重合を開始するために、例1と同様に開始剤溶液15.5kg/hの量を供給した。
水、苛性ソーダ(50質量%)およびアクリル酸を連続的に混合することにより、38.8質量%アクリル酸/アクリル酸ナトリウム溶液を製造し、中和度71.3モル%に相当した。モノマー溶液を、成分の混合後に、熱交換器により連続的に20℃の温度に冷却し、窒素でガス抜きした。
モノマー溶液18t/h
ポリエチレングリコール400ジアクリレート55.8kg/h
過酸化水素/ペルオキソ二硫酸ナトリウム溶液55.8kg/h
アスコルビン酸溶液18.9kg/h。
CRC=30.7g/g
AUL(40g/cm3)=26.1g/g
→CRC+AUL(40g/cm3)=56.8g/g。
例5と同様に実施したが、反応器上の堰が180mm×400mm(0.072m2)の面積で閉鎖した。これにより反応器中の充填状態が最大充填高さの約85%に高まった。この調節において直径が5mmより大きい湿った粒子の割合が0.1トン/hに減少した。反応器中の温度測定位置で測定される温度は数時間の範囲で85℃〜100℃の範囲で一定であった。
CRC=31.3g/g
AUL(40g/cm3)=30.3g/g
→CRC+AUL(40g/cm3)=61.3g/g。
例6と同様に実施したが、ポリマーゲルへの超吸収剤微粒子の添加を省いた。
CRC=29.6g/g
AUL(40g/cm3)=28.4g/g
→CRC+AUL(40g/cm3)=58.0g/g。
例5と同様に実施したが、超吸収剤微粒子の添加を省いた。
CRC=29.5g/g
AUL(40g/cm3)=25.4g/g
→CRC+AUL(40g/cm3)=54.9g/g。
ここでは例5と同様に実施した。
供給の開始
開始から50%の値を達成するまでの時間:15.0分
アルミニウム含量が5%から95%に増加する時間:4.0分
供給の終了
開始から50%の値を達成するまでの時間:15.0分
アルミニウム含量が95%から5%に減少する時間:4.0分
ここで例5と同様に実施したが、混合機軸の回転数を45rpmに高めた。これにより混合機軸の移動効率が取り付けられた混合機掛け具の構造に応じて多少とも強く増加または減少した(前方もしくは後方に移動する混合機掛け具の割合に依存して)ので、混合反応器中の充填度は混合機出口の堰開口の後調節により60%に一定に維持した。
供給の開始
開始から50%の値を達成するまでの時間:15.0分
アルミニウム含量が5%から95%に増加する時間:5.25分
供給の終了
開始から50%の値を達成するまでの時間:15.0分
アルミニウム含量が95%から5%に減少する時間:5.5分
AUL(40g/cm2)=24.7g/g
CRC=30.5g/g
→CRC+AUL=55.2g/g。
ここで例5と同様に実施したが、混合機軸の回転数を33rpmに低下した。これにより混合機軸の移動効率が取り付けた混合機掛け具の構成に応じて多少とも強く増加または減少した(前方もしくは後方に移動する混合機掛け具の割合に依存して)ので、混合反応器中の充填状態を混合機出口で堰開口の後調節により60%に一定に維持した。
供給の開始
開始から50%の値を達成するまでの時間:15.0分
アルミニウム含量が5%から95%に増加する時間:3.50分
供給の終了
開始から50%の値を達成するまでの時間:15.0分
アルミニウム含量が95%から5%に減少する時間:3.75分
こうして得られた超吸収剤を例5と同様に処理し、更に表面架橋した後に、以下の特性を有する顆粒が得られた。
AUL(40g/cm2)=26.3g/g
CRC=30.8g/g
→CRC+AUL=57.1g/g。
Claims (18)
- ニーダーの上流端部に導入される物質を軸方向に混合機の下流端部に搬送する混合機中で、以下の成分
a)水溶性モノエチレン性不飽和モノマー
b)モノマーa)に対して0.001〜5モル%の、少なくとも2個の重合可能な基を有するモノマー、
の共重合により、架橋した、微粒子のゲル状ポリマーを連続的に製造する方法において、 ニーダーが逆混合比0.33未満を有することを特徴とする、架橋した微粒子ゲル状ポリマーの連続的製造方法。 - 混合機が少なくとも2個の軸に平行な回転軸を備えており、軸上に混合部品および搬送部品が設けられている請求項1記載の方法。
- ニーダーが逆混合比0.27未満を有する請求項1または2記載の方法。
- 反応器容積が少なくとも0.5m3である請求項1から3までのいずれか1項記載の方法。
- 水溶性モノエチレン性不飽和モノマーの物質処理量が少なくとも500kg/hである請求項1から4までのいずれか1項記載の方法。
- 製造を不活性ガス下で実施し、不活性ガスが、水蒸気、二酸化炭素および窒素から選択される少なくとも1種のガスを含有する請求項1から5までのいずれか1項記載の方法。
- 製造を100〜800ミリバールの圧力下で実施する請求項1から6までのいずれか1項記載の方法。
- 重合中の最大温度が50〜100℃である請求項1から7までのいずれか1項記載の方法。
- 反応混合物からの水の蒸発による熱の排出の割合が反応熱の少なくとも5%であり、生成物出口による熱の排出の割合が反応熱の少なくとも25%である請求項1から8までのいずれか1項記載の方法。
- ニーダーの反応器内壁および/または少なくとも1つの軸が冷却される請求項1から9までのいずれか1項記載の方法。
- ニーダーが2個の軸を有し、該ニーダーの軸が互いに反対に回転する請求項2から10までのいずれか1項記載の方法。
- モノマーa)がアクリル酸、メタクリル酸およびこれらの酸のアルカリ金属塩またはアンモニウム塩、アクリルアミドおよび/またはメタクリルアミドの群から選択される請求項1から11までのいずれか1項記載の方法。
- モノマーb)が少なくとも3個のエチレン性不飽和二重結合を有する請求項1から12までのいずれか1項記載の方法。
- モノマーb)が重合可能な基として少なくとも1個の(メタ)アクリル酸エステル基を含有する請求項1から13までのいずれか1項記載の方法。
- モノマーa)がヒドロキノンの半エーテルを含有し、該ヒドロキノンの半エーテルがモノメチルエーテルヒドロキノン(MEHQ)および/またはトコフェロールである請求項1から14までのいずれか1項記載の方法。
- 得られた架橋した、微粒子のゲル状ポリマーの残留モノマー含量が170ppm未満である請求項1から15までのいずれか1項記載の方法。
- 5分未満でピーク温度を達成する請求項1から16までのいずれか1項記載の方法。
- 少なくとも1個の工程である、乾燥、粉砕、篩い分け、表面後架橋、表面処理により、架橋した、微粒子のゲル状ポリマーを後処理する請求項1から17までのいずれか1項記載の方法。
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2005
- 2005-09-21 AT AT05796468T patent/ATE534671T1/de active
- 2005-09-21 EP EP09177995A patent/EP2166024A1/de not_active Withdrawn
- 2005-09-21 US US11/662,824 patent/US20080004408A1/en not_active Abandoned
- 2005-09-21 EP EP05796468A patent/EP1799721B1/de not_active Revoked
- 2005-09-21 EP EP09177997.5A patent/EP2166025B1/de active Active
- 2005-09-21 WO PCT/EP2005/010188 patent/WO2006034806A1/de active Application Filing
- 2005-09-21 EP EP09177994.2A patent/EP2166023B1/de active Active
- 2005-09-21 JP JP2007533913A patent/JP4560087B2/ja active Active
- 2005-09-21 CN CN200580032773.7A patent/CN101031591B/zh active Active
- 2005-09-28 TW TW094133757A patent/TW200618859A/zh unknown
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JP2008537555A (ja) | 2008-09-18 |
EP1799721B1 (de) | 2011-11-23 |
JP4560087B2 (ja) | 2010-10-13 |
US20080004408A1 (en) | 2008-01-03 |
TW200618859A (en) | 2006-06-16 |
EP1799721A1 (de) | 2007-06-27 |
EP2166025A1 (de) | 2010-03-24 |
CN101031591B (zh) | 2012-05-23 |
EP2166023A1 (de) | 2010-03-24 |
EP2166024A1 (de) | 2010-03-24 |
ATE534671T1 (de) | 2011-12-15 |
WO2006034806A1 (de) | 2006-04-06 |
JP2010196069A (ja) | 2010-09-09 |
EP2166023B1 (de) | 2014-06-04 |
EP2166025B1 (de) | 2013-09-04 |
CN101031591A (zh) | 2007-09-05 |
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