JPS58147413A - 新規水溶性共重合体及びその製造法 - Google Patents
新規水溶性共重合体及びその製造法Info
- Publication number
- JPS58147413A JPS58147413A JP57028864A JP2886482A JPS58147413A JP S58147413 A JPS58147413 A JP S58147413A JP 57028864 A JP57028864 A JP 57028864A JP 2886482 A JP2886482 A JP 2886482A JP S58147413 A JPS58147413 A JP S58147413A
- Authority
- JP
- Japan
- Prior art keywords
- group
- water
- divalent
- valent
- structural unit
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 31
- 238000002360 preparation method Methods 0.000 title description 2
- 229910052751 metal Inorganic materials 0.000 claims abstract description 34
- 239000002184 metal Substances 0.000 claims abstract description 34
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 27
- 239000000178 monomer Substances 0.000 claims abstract description 17
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 16
- 150000003839 salts Chemical class 0.000 claims abstract description 15
- 239000002253 acid Substances 0.000 claims abstract description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
- 125000003277 amino group Chemical group 0.000 claims description 17
- 150000002148 esters Chemical class 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 150000003863 ammonium salts Chemical class 0.000 claims description 11
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 10
- 239000010931 gold Substances 0.000 claims description 10
- 229910052737 gold Inorganic materials 0.000 claims description 10
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 9
- 241000208140 Acer Species 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- 150000002739 metals Chemical class 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 5
- 150000005690 diesters Chemical class 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 125000002743 phosphorus functional group Chemical group 0.000 claims description 2
- 125000001174 sulfone group Chemical group 0.000 claims 3
- RJCXTLSYTKVXEI-UHFFFAOYSA-N 15,16-dimethyltriacontanedioic acid Chemical group OC(=O)CCCCCCCCCCCCCC(C)C(C)CCCCCCCCCCCCCC(O)=O RJCXTLSYTKVXEI-UHFFFAOYSA-N 0.000 claims 1
- 241001062872 Cleyera japonica Species 0.000 claims 1
- 230000001186 cumulative effect Effects 0.000 claims 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical group C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims 1
- 239000002270 dispersing agent Substances 0.000 abstract description 5
- 239000001023 inorganic pigment Substances 0.000 abstract description 4
- 229920003169 water-soluble polymer Polymers 0.000 abstract description 4
- 239000002002 slurry Substances 0.000 abstract description 3
- 150000001412 amines Chemical class 0.000 abstract description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 2
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 19
- 239000002585 base Substances 0.000 description 14
- 239000007864 aqueous solution Substances 0.000 description 9
- -1 amine salts Chemical class 0.000 description 7
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000000862 absorption spectrum Methods 0.000 description 4
- 238000003287 bathing Methods 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 125000006353 oxyethylene group Chemical group 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- RGHNJXZEOKUKBD-NRXMZTRTSA-N (2r,3r,4r,5s)-2,3,4,5,6-pentahydroxyhexanoic acid Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-NRXMZTRTSA-N 0.000 description 2
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical group C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 2
- PAKCOSURAUIXFG-UHFFFAOYSA-N 3-prop-2-enoxypropane-1,2-diol Chemical compound OCC(O)COCC=C PAKCOSURAUIXFG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 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
- 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 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- YOPKGUUNMWGPCZ-UHFFFAOYSA-N phosphoric acid;propane Chemical compound CCC.OP(O)(O)=O YOPKGUUNMWGPCZ-UHFFFAOYSA-N 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- ATQSEXRLYUUTOR-UAIGNFCESA-N (z)-but-2-enedioic acid;potassium Chemical compound [K].[K].OC(=O)\C=C/C(O)=O ATQSEXRLYUUTOR-UAIGNFCESA-N 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-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
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- KZMAWJRXKGLWGS-UHFFFAOYSA-N 2-chloro-n-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]-n-(3-methoxypropyl)acetamide Chemical compound S1C(N(C(=O)CCl)CCCOC)=NC(C=2C=CC(OC)=CC=2)=C1 KZMAWJRXKGLWGS-UHFFFAOYSA-N 0.000 description 1
- 244000144730 Amygdalus persica Species 0.000 description 1
- 201000004569 Blindness Diseases 0.000 description 1
- 101100027969 Caenorhabditis elegans old-1 gene Proteins 0.000 description 1
- 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 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- 244000131316 Panax pseudoginseng Species 0.000 description 1
- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 description 1
- 235000003140 Panax quinquefolius Nutrition 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 241001570513 Potamogeton diversifolius Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000001553 co-assembly Methods 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- MSJMDZAOKORVFC-UAIGNFCESA-L disodium maleate Chemical compound [Na+].[Na+].[O-]C(=O)\C=C/C([O-])=O MSJMDZAOKORVFC-UAIGNFCESA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- ZKQFHRVKCYFVCN-UHFFFAOYSA-N ethoxyethane;hexane Chemical compound CCOCC.CCCCCC ZKQFHRVKCYFVCN-UHFFFAOYSA-N 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 235000008434 ginseng Nutrition 0.000 description 1
- 150000002343 gold Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 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
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 238000009304 pastoral farming Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- CEYGNZMCCVVXQW-UHFFFAOYSA-N phosphoric acid;propane-1,2-diol Chemical compound CC(O)CO.OP(O)(O)=O CEYGNZMCCVVXQW-UHFFFAOYSA-N 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- SDKPSXWGRWWLKR-UHFFFAOYSA-M sodium;9,10-dioxoanthracene-1-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)[O-] SDKPSXWGRWWLKR-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000009156 water cure Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57028864A JPS58147413A (ja) | 1982-02-26 | 1982-02-26 | 新規水溶性共重合体及びその製造法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57028864A JPS58147413A (ja) | 1982-02-26 | 1982-02-26 | 新規水溶性共重合体及びその製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58147413A true JPS58147413A (ja) | 1983-09-02 |
| JPH0136486B2 JPH0136486B2 (enrdf_load_stackoverflow) | 1989-08-01 |
Family
ID=12260238
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57028864A Granted JPS58147413A (ja) | 1982-02-26 | 1982-02-26 | 新規水溶性共重合体及びその製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58147413A (enrdf_load_stackoverflow) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4618448A (en) * | 1984-11-09 | 1986-10-21 | Calgon Corporation | Carboxylic/sulfonic/polyalkylene oxide polymer for use as scale, corrosion, and iron oxide deposit control |
| JPS63162709A (ja) * | 1986-12-19 | 1988-07-06 | ナシヨナル・スターチ・アンド・ケミカル・コーポレイシヨン | アリルオキシベンゼンスルホネート単量体を含有する新規な水溶性重合体、それらの製造方法および粒子状物を含有する水性系におけるそれらの用途 |
| JPS63285140A (ja) * | 1987-05-15 | 1988-11-22 | Nippon Oil & Fats Co Ltd | セメント用添加剤 |
| WO1990007609A1 (en) * | 1988-12-27 | 1990-07-12 | Nippon Oil And Fats Co., Ltd. | Self-emulsifiable size |
| US5393343A (en) * | 1993-09-29 | 1995-02-28 | W. R. Grace & Co.-Conn. | Cement and cement composition having improved rheological properties |
| US5633298A (en) * | 1993-09-29 | 1997-05-27 | W. R. Grace & Co.-Conn. | Cement admixture product having improved rheological properties and process of forming same |
| US5665158A (en) * | 1995-07-24 | 1997-09-09 | W. R. Grace & Co.-Conn. | Cement admixture product |
| US5703174A (en) * | 1995-06-21 | 1997-12-30 | W. R. Grace & Co.-Conn. | Air controlling superplasticizers |
| DE19743841A1 (de) * | 1997-10-04 | 1999-04-15 | Bk Giulini Chem Gmbh & Co Ohg | Dispersionsfarbe auf Wasserbasis sowie eine neue Dispergiermittelmischung zu deren Herstellung |
| WO2005082803A1 (de) * | 2004-02-18 | 2005-09-09 | Basf Aktiengesellschaft | Verwendung wasserlöslicher oder in wasser dispergierbarer polymerisate als additive in mineralischen baustoffen |
| KR100567731B1 (ko) * | 2000-05-26 | 2006-04-04 | 니폰 쇼쿠바이 컴파니 리미티드 | 알릴에테르계 중합체의 제조방법 |
| US7160849B2 (en) | 2002-04-17 | 2007-01-09 | Nippon Shokubai Co., Ltd. | Specific polymer-compounded detergent composition |
| JP2014196399A (ja) * | 2013-03-29 | 2014-10-16 | 株式会社日本触媒 | マレイン酸系共重合体組成物およびその製造方法およびその用途 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57126810A (en) * | 1981-01-30 | 1982-08-06 | Sanyo Chem Ind Ltd | Production of water-soluble copolymer |
| JPS58122906A (ja) * | 1982-01-14 | 1983-07-21 | Sanyo Chem Ind Ltd | 水溶性共重合物の製造法 |
-
1982
- 1982-02-26 JP JP57028864A patent/JPS58147413A/ja active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57126810A (en) * | 1981-01-30 | 1982-08-06 | Sanyo Chem Ind Ltd | Production of water-soluble copolymer |
| JPS58122906A (ja) * | 1982-01-14 | 1983-07-21 | Sanyo Chem Ind Ltd | 水溶性共重合物の製造法 |
Cited By (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4618448A (en) * | 1984-11-09 | 1986-10-21 | Calgon Corporation | Carboxylic/sulfonic/polyalkylene oxide polymer for use as scale, corrosion, and iron oxide deposit control |
| JPS63162709A (ja) * | 1986-12-19 | 1988-07-06 | ナシヨナル・スターチ・アンド・ケミカル・コーポレイシヨン | アリルオキシベンゼンスルホネート単量体を含有する新規な水溶性重合体、それらの製造方法および粒子状物を含有する水性系におけるそれらの用途 |
| JPS63285140A (ja) * | 1987-05-15 | 1988-11-22 | Nippon Oil & Fats Co Ltd | セメント用添加剤 |
| WO1990007609A1 (en) * | 1988-12-27 | 1990-07-12 | Nippon Oil And Fats Co., Ltd. | Self-emulsifiable size |
| US5190616A (en) * | 1988-12-27 | 1993-03-02 | Akimoto Shin Ichi | Self-emulsifying sizing agents |
| US5643978A (en) * | 1993-09-29 | 1997-07-01 | W. R. Grace & Co.-Conn. | Cement admixture product having improved rheological properties and process of forming same |
| US5728207A (en) * | 1993-09-29 | 1998-03-17 | W.R. Grace & Co.-Conn. | Cement admixture product having improved rheological properties and process of forming same |
| US5633298A (en) * | 1993-09-29 | 1997-05-27 | W. R. Grace & Co.-Conn. | Cement admixture product having improved rheological properties and process of forming same |
| US5393343A (en) * | 1993-09-29 | 1995-02-28 | W. R. Grace & Co.-Conn. | Cement and cement composition having improved rheological properties |
| US5583183A (en) * | 1993-09-29 | 1996-12-10 | W. R. Grace & Co.-Conn. | Cement and cement composition having improved rheological properties |
| US5703174A (en) * | 1995-06-21 | 1997-12-30 | W. R. Grace & Co.-Conn. | Air controlling superplasticizers |
| US5665158A (en) * | 1995-07-24 | 1997-09-09 | W. R. Grace & Co.-Conn. | Cement admixture product |
| US5725657A (en) * | 1995-07-24 | 1998-03-10 | Darwin; David Charles | Cement admixture product |
| DE19743841A1 (de) * | 1997-10-04 | 1999-04-15 | Bk Giulini Chem Gmbh & Co Ohg | Dispersionsfarbe auf Wasserbasis sowie eine neue Dispergiermittelmischung zu deren Herstellung |
| DE19743841C2 (de) * | 1997-10-04 | 2000-05-11 | Bk Giulini Chem Gmbh & Co Ohg | Neue Dispergiermittelmischung, ein Verfahren zu deren Herstellung und Verwendung |
| KR100567731B1 (ko) * | 2000-05-26 | 2006-04-04 | 니폰 쇼쿠바이 컴파니 리미티드 | 알릴에테르계 중합체의 제조방법 |
| US7160849B2 (en) | 2002-04-17 | 2007-01-09 | Nippon Shokubai Co., Ltd. | Specific polymer-compounded detergent composition |
| WO2005082803A1 (de) * | 2004-02-18 | 2005-09-09 | Basf Aktiengesellschaft | Verwendung wasserlöslicher oder in wasser dispergierbarer polymerisate als additive in mineralischen baustoffen |
| JP2014196399A (ja) * | 2013-03-29 | 2014-10-16 | 株式会社日本触媒 | マレイン酸系共重合体組成物およびその製造方法およびその用途 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0136486B2 (enrdf_load_stackoverflow) | 1989-08-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS58147413A (ja) | 新規水溶性共重合体及びその製造法 | |
| EP0405818B1 (en) | Low molecular weight, water-soluble phosphinate and phosphonate-containing polymers, and their preparation | |
| JPS587415A (ja) | 新規水溶性共重合体及びその製造方法 | |
| US5256746A (en) | Low molecular weight monoalkyl substituted phosphinate and phosphonate copolymers | |
| US3541059A (en) | Novel reaction products of glycidyl esters and alkali metal sulfite or bisulfite,and polymers thereof | |
| JPS58147412A (ja) | 新規水溶性共重合体及びその製造方法 | |
| CN101003410B (zh) | 烯丙氧基聚醚阻垢剂及其制备方法 | |
| US4167502A (en) | Carboxylic polymeric thickeners | |
| MY128613A (en) | Water soluble copolymers | |
| US4085167A (en) | Carboxylic polymeric thickeners | |
| PT94080A (pt) | Processo para a preparacao de copolimeros soluveis em agua de acidos dicarboxilicos monoetilenicamente nao saturados e de monomeros nao saturados | |
| MXPA97001522A (en) | Procedure for preparing finished polymers in fosfon | |
| KR20160103055A (ko) | 선택된 폴리이타콘산 중합체의 가용성 수성 조성물 | |
| EP0108909B1 (en) | Process for producing polymaleate | |
| CN110358023A (zh) | 一种低表面张力减缩型聚羧酸减水剂及其制备方法 | |
| US20170022107A1 (en) | SYNTHESIS AND APPLICATION OF CaSO4-BASED HARDENING ACCELERATORS | |
| JPH0336854B2 (enrdf_load_stackoverflow) | ||
| DE60207250D1 (de) | Verfahren zur herstellung von wässrigen polymerdispersionen | |
| JPH0518849B2 (enrdf_load_stackoverflow) | ||
| JPS5925809A (ja) | 新規水溶性共重合体及びその製造方法 | |
| JPH0136487B2 (enrdf_load_stackoverflow) | ||
| IL230104A (en) | Preparation of copolymers of malic acid-isopreneol | |
| JPS59108010A (ja) | 無機顔料分散剤 | |
| JPH032167B2 (enrdf_load_stackoverflow) | ||
| JPH0354689B2 (enrdf_load_stackoverflow) |