KR100549717B1 - 아크릴산 조성물 및 그의 제조방법, 및 그 아크릴산조성물을 사용하는 수흡수성 수지의 제조방법, 및수흡수성 수지 - Google Patents
아크릴산 조성물 및 그의 제조방법, 및 그 아크릴산조성물을 사용하는 수흡수성 수지의 제조방법, 및수흡수성 수지 Download PDFInfo
- Publication number
- KR100549717B1 KR100549717B1 KR1020037010833A KR20037010833A KR100549717B1 KR 100549717 B1 KR100549717 B1 KR 100549717B1 KR 1020037010833 A KR1020037010833 A KR 1020037010833A KR 20037010833 A KR20037010833 A KR 20037010833A KR 100549717 B1 KR100549717 B1 KR 100549717B1
- Authority
- KR
- South Korea
- Prior art keywords
- acrylic acid
- weight
- water
- absorbent resin
- polymerization
- 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.)
- Expired - Lifetime
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- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims abstract description 315
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 title claims abstract description 290
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 233
- 239000011347 resin Substances 0.000 title claims abstract description 228
- 229920005989 resin Polymers 0.000 title claims abstract description 228
- 239000000203 mixture Substances 0.000 title claims abstract description 134
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 46
- 239000002250 absorbent Substances 0.000 claims abstract description 227
- 239000000178 monomer Substances 0.000 claims abstract description 192
- 230000002745 absorbent Effects 0.000 claims abstract description 172
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 161
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims abstract description 103
- 238000000034 method Methods 0.000 claims abstract description 94
- 150000003839 salts Chemical class 0.000 claims abstract description 48
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 claims abstract description 46
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims abstract description 34
- 238000004132 cross linking Methods 0.000 claims abstract description 27
- 230000003197 catalytic effect Effects 0.000 claims abstract description 24
- 230000003647 oxidation Effects 0.000 claims abstract description 24
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 24
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 21
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract description 20
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 20
- 239000001294 propane Substances 0.000 claims abstract description 17
- 239000000843 powder Substances 0.000 claims description 67
- 238000002360 preparation method Methods 0.000 claims description 55
- 238000006386 neutralization reaction Methods 0.000 claims description 50
- 229920000642 polymer Polymers 0.000 claims description 49
- 230000008569 process Effects 0.000 claims description 39
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 claims description 38
- 238000011282 treatment Methods 0.000 claims description 30
- 239000007789 gas Substances 0.000 claims description 27
- 239000002245 particle Substances 0.000 claims description 27
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 26
- 238000010521 absorption reaction Methods 0.000 claims description 26
- 238000001035 drying Methods 0.000 claims description 23
- 239000003505 polymerization initiator Substances 0.000 claims description 19
- 238000004821 distillation Methods 0.000 claims description 18
- RNYZJZKPGHQTJR-UHFFFAOYSA-N protoanemonine Natural products C=C1OC(=O)C=C1 RNYZJZKPGHQTJR-UHFFFAOYSA-N 0.000 claims description 16
- 239000000463 material Substances 0.000 claims description 14
- 229910052723 transition metal Inorganic materials 0.000 claims description 11
- 150000003624 transition metals Chemical class 0.000 claims description 11
- 239000003463 adsorbent Substances 0.000 claims description 9
- 239000012267 brine Substances 0.000 claims description 9
- 238000002425 crystallisation Methods 0.000 claims description 9
- 230000008025 crystallization Effects 0.000 claims description 9
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 claims description 9
- 229910001428 transition metal ion Inorganic materials 0.000 claims description 5
- 238000010526 radical polymerization reaction Methods 0.000 claims 3
- 239000002253 acid Substances 0.000 abstract description 5
- 239000000243 solution Substances 0.000 description 115
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 description 45
- 229940047670 sodium acrylate Drugs 0.000 description 45
- 230000000052 comparative effect Effects 0.000 description 42
- 239000000047 product Substances 0.000 description 36
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 27
- 239000003513 alkali Substances 0.000 description 27
- 239000007864 aqueous solution Substances 0.000 description 27
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 24
- 239000007788 liquid Substances 0.000 description 21
- 239000000017 hydrogel Substances 0.000 description 19
- 238000009835 boiling Methods 0.000 description 18
- 239000000499 gel Substances 0.000 description 16
- 238000002156 mixing Methods 0.000 description 16
- 239000007787 solid Substances 0.000 description 16
- 238000004040 coloring Methods 0.000 description 15
- 239000012535 impurity Substances 0.000 description 15
- 150000001875 compounds Chemical class 0.000 description 14
- 238000004383 yellowing Methods 0.000 description 14
- 239000004971 Cross linker Substances 0.000 description 13
- -1 alkali metal salts Chemical class 0.000 description 12
- 230000000694 effects Effects 0.000 description 12
- 239000003112 inhibitor Substances 0.000 description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 11
- 229920001223 polyethylene glycol Polymers 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 239000002202 Polyethylene glycol Substances 0.000 description 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 10
- 239000001301 oxygen Substances 0.000 description 10
- 229910052760 oxygen Inorganic materials 0.000 description 10
- 238000000926 separation method Methods 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 229940048053 acrylate Drugs 0.000 description 9
- 239000003431 cross linking reagent Substances 0.000 description 9
- 210000002700 urine Anatomy 0.000 description 9
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 7
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 7
- 150000002500 ions Chemical class 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 239000002504 physiological saline solution Substances 0.000 description 7
- 238000010992 reflux Methods 0.000 description 7
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 7
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 6
- 239000003638 chemical reducing agent Substances 0.000 description 6
- 239000010419 fine particle Substances 0.000 description 6
- 229920001477 hydrophilic polymer Polymers 0.000 description 6
- 230000003472 neutralizing effect Effects 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 239000011148 porous material Substances 0.000 description 6
- 230000009467 reduction Effects 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 239000002211 L-ascorbic acid Substances 0.000 description 5
- 235000000069 L-ascorbic acid Nutrition 0.000 description 5
- 229960005070 ascorbic acid Drugs 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 125000004386 diacrylate group Chemical group 0.000 description 5
- 238000007710 freezing Methods 0.000 description 5
- 230000008014 freezing Effects 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 5
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 229910001873 dinitrogen Inorganic materials 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 239000011552 falling film Substances 0.000 description 4
- 229960002089 ferrous chloride Drugs 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 229920000768 polyamine Chemical class 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 230000002441 reversible effect Effects 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- 238000010557 suspension polymerization reaction Methods 0.000 description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- 239000004604 Blowing Agent Substances 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 238000012644 addition polymerization Methods 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000005194 fractionation Methods 0.000 description 3
- 238000004811 liquid chromatography Methods 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 230000000149 penetrating effect Effects 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 239000012495 reaction gas Substances 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical class O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 150000001253 acrylic acids Chemical class 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000005323 carbonate salts Chemical class 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 238000007602 hot air drying Methods 0.000 description 2
- 230000006698 induction Effects 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000000670 limiting effect Effects 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 230000019612 pigmentation Effects 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 238000011002 quantification Methods 0.000 description 2
- 239000007870 radical polymerization initiator Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000002344 surface layer Substances 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 1
- ORTVZLZNOYNASJ-UPHRSURJSA-N (z)-but-2-ene-1,4-diol Chemical compound OC\C=C/CO ORTVZLZNOYNASJ-UPHRSURJSA-N 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- NOBUYVZUAMYLSQ-UHFFFAOYSA-N 2,3,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(C)(O)C(C)CO NOBUYVZUAMYLSQ-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 1
- WLVPRARCUSRDNI-UHFFFAOYSA-N 2-hydroxy-1-phenyl-1-propanone Chemical compound CC(O)C(=O)C1=CC=CC=C1 WLVPRARCUSRDNI-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 description 1
- QENRKQYUEGJNNZ-UHFFFAOYSA-N 2-methyl-1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CC(C)C(S(O)(=O)=O)NC(=O)C=C QENRKQYUEGJNNZ-UHFFFAOYSA-N 0.000 description 1
- 125000003504 2-oxazolinyl group Chemical class O1C(=NCC1)* 0.000 description 1
- WSGYTJNNHPZFKR-UHFFFAOYSA-N 3-hydroxypropanenitrile Chemical compound OCCC#N WSGYTJNNHPZFKR-UHFFFAOYSA-N 0.000 description 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- ASTTVEMLEHKCSP-UHFFFAOYSA-N CCC(CO)(CO)CO.OC(=O)CCOC(=O)C=C.OC(=O)CCOC(=O)C=C.OC(=O)CCOC(=O)C=C Chemical compound CCC(CO)(CO)CO.OC(=O)CCOC(=O)C=C.OC(=O)CCOC(=O)C=C.OC(=O)CCOC(=O)C=C ASTTVEMLEHKCSP-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 206010021639 Incontinence Diseases 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 229910021380 Manganese Chloride Inorganic materials 0.000 description 1
- GLFNIEUTAYBVOC-UHFFFAOYSA-L Manganese chloride Chemical compound Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L 0.000 description 1
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Images
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
- C08F20/00—Homopolymers and 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
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/04—Acids, Metal salts or ammonium salts thereof
- C08F20/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/60—Liquid-swellable gel-forming materials, e.g. super-absorbents
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Dispersion Chemistry (AREA)
- Materials Engineering (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
- Absorbent Articles And Supports Therefor (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JPJP-P-2001-00385746 | 2001-12-19 | ||
| JP2001385746 | 2001-12-19 | ||
| PCT/JP2002/013161 WO2003051940A1 (en) | 2001-12-19 | 2002-12-17 | Acrylic acid composition and its production process, and process for producing water-absorbent resin using this acrylic acid composition, and water-absorbent resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20030081452A KR20030081452A (ko) | 2003-10-17 |
| KR100549717B1 true KR100549717B1 (ko) | 2006-02-07 |
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|---|---|---|---|
| KR1020037010833A Expired - Lifetime KR100549717B1 (ko) | 2001-12-19 | 2002-12-17 | 아크릴산 조성물 및 그의 제조방법, 및 그 아크릴산조성물을 사용하는 수흡수성 수지의 제조방법, 및수흡수성 수지 |
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|---|---|
| US (1) | US7049366B2 (enExample) |
| EP (1) | EP1456259B1 (enExample) |
| JP (1) | JP4150253B2 (enExample) |
| KR (1) | KR100549717B1 (enExample) |
| CN (2) | CN1831019B (enExample) |
| BR (1) | BR0206696B1 (enExample) |
| DE (1) | DE60233590D1 (enExample) |
| SA (1) | SA03230508B1 (enExample) |
| WO (1) | WO2003051940A1 (enExample) |
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| US6927268B2 (en) * | 2000-06-21 | 2005-08-09 | Nippon Shokubai Co., Ltd. | Production process for water-absorbent resin |
| US6794473B2 (en) | 2001-05-01 | 2004-09-21 | Nippon Shokubai Co., Ltd. | Acrylic acid (salt) polymer, its production process and uses |
| JP3939988B2 (ja) * | 2002-01-16 | 2007-07-04 | 住友精化株式会社 | 吸水性樹脂の製造方法 |
| JP2007519790A (ja) * | 2004-01-28 | 2007-07-19 | ビーエーエスエフ アクチェンゲゼルシャフト | ポリマーの製造方法 |
| JP2005225921A (ja) * | 2004-02-10 | 2005-08-25 | Asahi Kasei Chemicals Corp | 吸水性樹脂及び吸水性樹脂組成物及び吸水体 |
| JP2006055833A (ja) * | 2004-03-29 | 2006-03-02 | Nippon Shokubai Co Ltd | 吸水性樹脂を主成分とする粒子状吸水剤 |
| WO2006008905A1 (ja) * | 2004-07-15 | 2006-01-26 | Sumitomo Seika Chemicals Co., Ltd. | 吸水性樹脂の製造方法 |
| CN101031608B (zh) * | 2004-09-24 | 2010-12-08 | 株式会社日本触媒 | 含作为主要组分的吸水树脂的颗粒状吸水剂 |
| EP2166024A1 (de) * | 2004-09-28 | 2010-03-24 | Basf Se | Verfahren zur kontinuierlichen Herstellung von vernetzten feinteiligen gelförmigen Polymerisaten |
| DE102004055765A1 (de) | 2004-11-18 | 2006-05-24 | Basf Ag | Verfahren zur Herstellung wasserabsorbierender Polymere |
| DE102004057874A1 (de) * | 2004-11-30 | 2006-06-01 | Basf Ag | Verfahren zur Nachvernetzung wasserabsorbierender Polymerpartikel |
| CN101155840B (zh) * | 2005-04-07 | 2011-06-15 | 株式会社日本触媒 | 聚丙烯酸（盐）吸水树脂的生产方法 |
| TWI353360B (en) * | 2005-04-07 | 2011-12-01 | Nippon Catalytic Chem Ind | Production process of polyacrylic acid (salt) wate |
| US8481664B2 (en) | 2005-04-12 | 2013-07-09 | Nippon Shokubai Co., Ltd. | Particulate water absorbing agent including polyacrylic acid (polyacrylate) based water absorbing resin as a principal component, method for production thereof, water-absorbent core and absorbing article in which the particulate water absorbing agent is used |
| TWI383008B (zh) * | 2005-08-17 | 2013-01-21 | Nippon Catalytic Chem Ind | 吸水性樹脂之製造方法及吸水性樹脂以及其利用 |
| KR100905853B1 (ko) * | 2005-08-17 | 2009-07-02 | 가부시키가이샤 닛폰 쇼쿠바이 | 흡수성 수지의 제조방법, 흡수성 수지, 및 그 용도 |
| US7910675B2 (en) * | 2005-08-24 | 2011-03-22 | Basf Se | Method for producing water-absorbing polymer particles |
| DE102005042607A1 (de) * | 2005-09-07 | 2007-03-08 | Basf Ag | Polymerisationsverfahren |
| DE102005042608A1 (de) † | 2005-09-07 | 2007-03-08 | Basf Ag | Polymerisationsverfahren |
| TW200712114A (en) | 2005-09-30 | 2007-04-01 | Nippon Catalytic Chem Ind | Method for manufacturing particulate water-absorbing agent and particulate water-absorbing agent |
| DE102005055077A1 (de) * | 2005-11-16 | 2007-05-24 | Basf Ag | Verfahren zur Herstellung wasserabsorbierender Polymerpartikel |
| TWI394789B (zh) | 2005-12-22 | 2013-05-01 | Nippon Catalytic Chem Ind | 吸水性樹脂組成物及其製造方法、吸收性物品 |
| EP1837348B9 (en) | 2006-03-24 | 2020-01-08 | Nippon Shokubai Co.,Ltd. | Water-absorbing resin and method for manufacturing the same |
| EP1840137B1 (en) | 2006-03-29 | 2009-11-25 | Nippon Shokubai Co., Ltd. | Method of Producing Polyacrylic Acid (Salt) Water-Absorbent Resin |
| JP5042674B2 (ja) * | 2006-03-29 | 2012-10-03 | 株式会社日本触媒 | ポリアクリル酸（塩）系吸水性樹脂の製造方法 |
| TWI439297B (zh) * | 2006-04-21 | 2014-06-01 | Evonik Degussa Gmbh | 具有經改良在壓力下的滲透性及吸收性之吸水性聚合物結構 |
| EP2046402B2 (de) | 2006-07-19 | 2019-09-11 | Basf Se | Verfahren zur herstellung wasserabsorbierender polymerpartikel durch polymerisation von tropfen einer monomerlösung |
| JP5271717B2 (ja) * | 2006-07-31 | 2013-08-21 | 株式会社日本触媒 | 吸水性樹脂粉末の製造方法および吸水性樹脂粉末の包装物 |
| JP5415256B2 (ja) * | 2006-08-31 | 2014-02-12 | 株式会社日本触媒 | 粒子状吸水剤およびその製造方法 |
| CN101516925B (zh) | 2006-09-19 | 2011-06-15 | 巴斯夫欧洲公司 | 生产具有低中和度的颜色稳定的吸水性聚合物颗粒的方法 |
| WO2008092842A1 (de) * | 2007-01-29 | 2008-08-07 | Basf Se | VERFAHREN ZUR HERSTELLUNG WEIßER UND FARBSTABILER WASSERABSORBIERENDER POLYMERPARTIKEL MIT HOHEM ABSORPTIONSVERMÖGEN UND HOHER FLÜSSIGKEITSLEITFÄHIGKEIT |
| WO2008092843A1 (de) † | 2007-01-29 | 2008-08-07 | Basf Se | VERFAHREN ZUR HERSTELLUNG WEIßER UND FARBSTABILER WASSERABSORBIERENDER POLYMERPARTIKEL MIT HOHEM ABSORPTIONSVERMÖGEN UND HOHER FLÜSSIGKEITSLEITFÄHIGKEIT |
| US9187579B2 (en) * | 2007-02-05 | 2015-11-17 | Nippon Shokubai Co., Ltd. | Particle-shaped water absorbing agent and method for producing the same |
| BRPI0809157A2 (pt) * | 2007-03-23 | 2014-09-16 | Basf Se | Processos para transportar uma composição manomérica, e para preparar resinas que absorvem água. |
| CN101925623B (zh) | 2008-01-29 | 2013-11-06 | 巴斯夫欧洲公司 | 生产吸水性聚合物颗粒的方法 |
| JP5558343B2 (ja) | 2008-03-13 | 2014-07-23 | 株式会社日本触媒 | 吸水性樹脂の製造方法 |
| CN101980937B (zh) | 2008-03-28 | 2014-01-08 | 株式会社日本触媒 | 吸水性树脂粉体的输送方法 |
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2002
- 2002-12-17 CN CN2006100515342A patent/CN1831019B/zh not_active Expired - Fee Related
- 2002-12-17 WO PCT/JP2002/013161 patent/WO2003051940A1/en not_active Ceased
- 2002-12-17 EP EP02805022A patent/EP1456259B1/en not_active Revoked
- 2002-12-17 BR BRPI0206696-3B1A patent/BR0206696B1/pt active IP Right Grant
- 2002-12-17 DE DE60233590T patent/DE60233590D1/de not_active Expired - Lifetime
- 2002-12-17 US US10/472,039 patent/US7049366B2/en not_active Expired - Lifetime
- 2002-12-17 CN CNB028055136A patent/CN1279067C/zh not_active Expired - Lifetime
- 2002-12-17 KR KR1020037010833A patent/KR100549717B1/ko not_active Expired - Lifetime
- 2002-12-18 JP JP2002366969A patent/JP4150253B2/ja not_active Expired - Fee Related
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Also Published As
| Publication number | Publication date |
|---|---|
| CN1831019A (zh) | 2006-09-13 |
| EP1456259A1 (en) | 2004-09-15 |
| BR0206696B1 (pt) | 2013-12-10 |
| JP2003246810A (ja) | 2003-09-05 |
| JP4150253B2 (ja) | 2008-09-17 |
| DE60233590D1 (de) | 2009-10-15 |
| KR20030081452A (ko) | 2003-10-17 |
| CN1610707A (zh) | 2005-04-27 |
| US20040110914A1 (en) | 2004-06-10 |
| SA03230508B1 (ar) | 2007-02-24 |
| CN1831019B (zh) | 2010-05-12 |
| EP1456259B1 (en) | 2009-09-02 |
| WO2003051940A1 (en) | 2003-06-26 |
| BR0206696A (pt) | 2004-02-03 |
| CN1279067C (zh) | 2006-10-11 |
| US7049366B2 (en) | 2006-05-23 |
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