IE913327A1 - Alkali-resistant core-shell polymers - Google Patents
Alkali-resistant core-shell polymersInfo
- Publication number
- IE913327A1 IE913327A1 IE332791A IE332791A IE913327A1 IE 913327 A1 IE913327 A1 IE 913327A1 IE 332791 A IE332791 A IE 332791A IE 332791 A IE332791 A IE 332791A IE 913327 A1 IE913327 A1 IE 913327A1
- Authority
- IE
- Ireland
- Prior art keywords
- shell
- core
- polymer
- acid
- emulsion polymerization
- Prior art date
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 108
- 239000011258 core-shell material Substances 0.000 title claims abstract description 54
- 239000003513 alkali Substances 0.000 title claims abstract description 23
- 239000000178 monomer Substances 0.000 claims abstract description 59
- 239000000203 mixture Substances 0.000 claims abstract description 42
- 238000007720 emulsion polymerization reaction Methods 0.000 claims abstract description 36
- 239000002966 varnish Substances 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 52
- 238000000034 method Methods 0.000 claims description 47
- 239000002253 acid Substances 0.000 claims description 28
- 230000008569 process Effects 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- PMNLUUOXGOOLSP-UHFFFAOYSA-M 2-sulfanylpropanoate Chemical compound CC(S)C([O-])=O PMNLUUOXGOOLSP-UHFFFAOYSA-M 0.000 claims description 7
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical class CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 claims description 4
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical class OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 claims description 4
- 238000012546 transfer Methods 0.000 claims description 4
- 230000003472 neutralizing effect Effects 0.000 claims description 3
- 238000005956 quaternization reaction Methods 0.000 claims description 3
- 230000003381 solubilizing effect Effects 0.000 claims description 3
- 238000005227 gel permeation chromatography Methods 0.000 claims description 2
- -1 coatings Substances 0.000 abstract description 46
- 239000000976 ink Substances 0.000 abstract description 12
- 238000000576 coating method Methods 0.000 abstract description 10
- 230000000903 blocking effect Effects 0.000 abstract description 4
- 229910052751 metal Inorganic materials 0.000 abstract description 4
- 239000002184 metal Substances 0.000 abstract description 4
- 239000000701 coagulant Substances 0.000 abstract description 3
- 230000008021 deposition Effects 0.000 abstract description 3
- 239000000835 fiber Substances 0.000 abstract description 3
- 239000008394 flocculating agent Substances 0.000 abstract description 3
- 150000005690 diesters Chemical class 0.000 description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 36
- 125000005394 methallyl group Chemical group 0.000 description 34
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 23
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 21
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 18
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 18
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 18
- 229940048053 acrylate Drugs 0.000 description 18
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 17
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 17
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 16
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 15
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 14
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 14
- 150000007513 acids Chemical class 0.000 description 14
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 14
- 239000007787 solid Substances 0.000 description 14
- 239000000243 solution Substances 0.000 description 14
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 14
- 239000003054 catalyst Substances 0.000 description 12
- 239000000839 emulsion Substances 0.000 description 12
- 229920001567 vinyl ester resin Polymers 0.000 description 12
- 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 11
- 125000005395 methacrylic acid group Chemical group 0.000 description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 11
- 239000012467 final product Substances 0.000 description 10
- 125000000392 cycloalkenyl group Chemical group 0.000 description 9
- 239000000758 substrate Substances 0.000 description 9
- 150000003568 thioethers Chemical class 0.000 description 9
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 8
- 239000004908 Emulsion polymer Substances 0.000 description 8
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 8
- 239000001530 fumaric acid Substances 0.000 description 8
- 239000004816 latex Substances 0.000 description 8
- 229920000126 latex Polymers 0.000 description 8
- PSKWBKFCLVNPMT-NSCUHMNNSA-N (e)-but-2-ene-1-thiol Chemical group C\C=C\CS PSKWBKFCLVNPMT-NSCUHMNNSA-N 0.000 description 7
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 7
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 7
- XNNQFQFUQLJSQT-UHFFFAOYSA-N bromo(trichloro)methane Chemical compound ClC(Cl)(Cl)Br XNNQFQFUQLJSQT-UHFFFAOYSA-N 0.000 description 7
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 7
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical class NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 6
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 6
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 6
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- 229960000583 acetic acid Drugs 0.000 description 6
- DIKBFYAXUHHXCS-UHFFFAOYSA-N bromoform Chemical compound BrC(Br)Br DIKBFYAXUHHXCS-UHFFFAOYSA-N 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 239000003599 detergent Substances 0.000 description 6
- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 6
- 239000011976 maleic acid Substances 0.000 description 6
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 6
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 6
- 230000000379 polymerizing effect Effects 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 6
- UFJYVTQALAAQEQ-UHFFFAOYSA-N 2-methylprop-2-ene-1-thiol Chemical group CC(=C)CS UFJYVTQALAAQEQ-UHFFFAOYSA-N 0.000 description 5
- IWTYTFSSTWXZFU-UHFFFAOYSA-N 3-chloroprop-1-enylbenzene Chemical compound ClCC=CC1=CC=CC=C1 IWTYTFSSTWXZFU-UHFFFAOYSA-N 0.000 description 5
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 5
- 239000004641 Diallyl-phthalate Substances 0.000 description 5
- 229910019142 PO4 Inorganic materials 0.000 description 5
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 5
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 5
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 5
- 150000001993 dienes Chemical class 0.000 description 5
- QDXBVEACAWKSFL-UHFFFAOYSA-N ethenethiol Chemical compound SC=C QDXBVEACAWKSFL-UHFFFAOYSA-N 0.000 description 5
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 5
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- UZNHKBFIBYXPDV-UHFFFAOYSA-N trimethyl-[3-(2-methylprop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)NCCC[N+](C)(C)C UZNHKBFIBYXPDV-UHFFFAOYSA-N 0.000 description 5
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 4
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 4
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 4
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical class CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 4
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 4
- 239000012986 chain transfer agent Substances 0.000 description 4
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 4
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 4
- 239000012362 glacial acetic acid Substances 0.000 description 4
- 239000000314 lubricant Substances 0.000 description 4
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 230000009257 reactivity Effects 0.000 description 4
- 150000003440 styrenes Chemical class 0.000 description 4
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 4
- VDYWHVQKENANGY-UHFFFAOYSA-N 1,3-Butyleneglycol dimethacrylate Chemical compound CC(=C)C(=O)OC(C)CCOC(=O)C(C)=C VDYWHVQKENANGY-UHFFFAOYSA-N 0.000 description 3
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 description 3
- LEWNYOKWUAYXPI-UHFFFAOYSA-N 1-ethenylpiperidine Chemical class C=CN1CCCCC1 LEWNYOKWUAYXPI-UHFFFAOYSA-N 0.000 description 3
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 3
- ULIKDJVNUXNQHS-UHFFFAOYSA-N 2-Propene-1-thiol Chemical group SCC=C ULIKDJVNUXNQHS-UHFFFAOYSA-N 0.000 description 3
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 3
- FQMIAEWUVYWVNB-UHFFFAOYSA-N 3-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OC(C)CCOC(=O)C=C FQMIAEWUVYWVNB-UHFFFAOYSA-N 0.000 description 3
- LBSXSAXOLABXMF-UHFFFAOYSA-N 4-Vinylaniline Chemical class NC1=CC=C(C=C)C=C1 LBSXSAXOLABXMF-UHFFFAOYSA-N 0.000 description 3
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 3
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 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 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 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 3
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 3
- ULQMPOIOSDXIGC-UHFFFAOYSA-N [2,2-dimethyl-3-(2-methylprop-2-enoyloxy)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(C)COC(=O)C(C)=C ULQMPOIOSDXIGC-UHFFFAOYSA-N 0.000 description 3
- SWHLOXLFJPTYTL-UHFFFAOYSA-N [2-methyl-3-(2-methylprop-2-enoyloxy)-2-(2-methylprop-2-enoyloxymethyl)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(COC(=O)C(C)=C)COC(=O)C(C)=C SWHLOXLFJPTYTL-UHFFFAOYSA-N 0.000 description 3
- 150000003926 acrylamides Chemical class 0.000 description 3
- 150000001412 amines Chemical group 0.000 description 3
- 229950005228 bromoform Drugs 0.000 description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 3
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 3
- BVWUEIUNONATML-UHFFFAOYSA-N n-benzylethenamine Chemical class C=CNCC1=CC=CC=C1 BVWUEIUNONATML-UHFFFAOYSA-N 0.000 description 3
- PZUGJLOCXUNFLM-UHFFFAOYSA-N n-ethenylaniline Chemical class C=CNC1=CC=CC=C1 PZUGJLOCXUNFLM-UHFFFAOYSA-N 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- HVAMZGADVCBITI-UHFFFAOYSA-N pent-4-enoic acid Chemical class OC(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-N 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 229920005651 polypropylene glycol dimethacrylate Polymers 0.000 description 3
- 238000000518 rheometry Methods 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 229940096522 trimethylolpropane triacrylate Drugs 0.000 description 3
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical class C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 229920005921 JONCRYL® 537 Polymers 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 229920004896 Triton X-405 Polymers 0.000 description 2
- 235000011054 acetic acid Nutrition 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 239000002280 amphoteric surfactant Substances 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 229940098779 methanesulfonic acid Drugs 0.000 description 2
- LUCXVPAZUDVVBT-UHFFFAOYSA-N methyl-[3-(2-methylphenoxy)-3-phenylpropyl]azanium;chloride Chemical compound Cl.C=1C=CC=CC=1C(CCNC)OC1=CC=CC=C1C LUCXVPAZUDVVBT-UHFFFAOYSA-N 0.000 description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 description 2
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 2
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-dichloroethene Chemical compound ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 0.000 description 1
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 description 1
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical class C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- FLCAEMBIQVZWIF-UHFFFAOYSA-N 6-(dimethylamino)-2-methylhex-2-enamide Chemical compound CN(C)CCCC=C(C)C(N)=O FLCAEMBIQVZWIF-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical class ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Chemical class 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229920005692 JONCRYL® Polymers 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical class CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 125000005399 allylmethacrylate group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001502 aryl halides Chemical class 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 235000003891 ferrous sulphate Nutrition 0.000 description 1
- 239000011790 ferrous sulphate Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 235000011167 hydrochloric acid Nutrition 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical compound CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- UIYCHXAGWOYNNA-UHFFFAOYSA-N vinyl sulfide Chemical class C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/902—Core-shell
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Graft Or Block Polymers (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/587,199 US5212251A (en) | 1990-09-24 | 1990-09-24 | Alkali-resistant core-shell polymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IE913327A1 true IE913327A1 (en) | 1992-06-17 |
Family
ID=24348802
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE332791A IE913327A1 (en) | 1990-09-24 | 1991-09-23 | Alkali-resistant core-shell polymers |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US5212251A (https=) |
| EP (1) | EP0478193A3 (https=) |
| JP (1) | JPH05214042A (https=) |
| KR (1) | KR100225271B1 (https=) |
| CN (1) | CN1047602C (https=) |
| AU (1) | AU656535B2 (https=) |
| BR (1) | BR9104031A (https=) |
| CA (1) | CA2051165A1 (https=) |
| IE (1) | IE913327A1 (https=) |
| MX (1) | MX174468B (https=) |
| NZ (1) | NZ239877A (https=) |
| PT (1) | PT99025A (https=) |
| SG (1) | SG74549A1 (https=) |
| TW (1) | TW209227B (https=) |
Families Citing this family (60)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5328952A (en) * | 1992-02-14 | 1994-07-12 | Rohm And Haas Company | Multi-stage polymer latex cement modifier and process of making |
| DE4207653A1 (de) * | 1992-03-11 | 1993-09-16 | Basf Lacke & Farben | Kunstharze |
| DE4213964A1 (de) * | 1992-04-29 | 1993-11-04 | Basf Ag | Waessrige polymerisatdispersionen |
| JPH06145262A (ja) * | 1992-09-03 | 1994-05-24 | Rohm & Haas Co | 多段階ポリマーを含有する耐水性組成物 |
| US5714539A (en) * | 1993-10-04 | 1998-02-03 | Ppg Industries, Inc. | Polymeric surfactant and latex made therefrom |
| KR0177182B1 (ko) * | 1993-10-20 | 1999-05-15 | 최근선 | 중공구조를 갖는 유화중합체의 제조방법 |
| US5494971A (en) * | 1994-08-12 | 1996-02-27 | Rohm And Haas Company | Encapsulated hydrophilic polymers and their preparation |
| US5569715A (en) * | 1995-07-24 | 1996-10-29 | Basf Corporation | Process for obtaining hydrophobically modified emulsion polymers and polymers obtained thereby |
| US6005023A (en) * | 1996-12-27 | 1999-12-21 | E.I. Du Pont Nemours And Company | Ink jet inks containing branched polymer dispersants and emulsion polymer additives |
| US5912280A (en) * | 1996-12-27 | 1999-06-15 | E. I. Du Pont De Nemours And Company | Ink jet inks containing emulsion-polymer additives to improve water-fastness |
| US6020400A (en) * | 1996-12-27 | 2000-02-01 | E. I. Du Pont De Nemours And Company | Ink jet inks containing emulsion polymer additives stabilized with structured polymers |
| US6057384A (en) * | 1997-10-31 | 2000-05-02 | Hewlett-Packard Company | Latex polymer blends for improving the permanence of ink-jet inks |
| US5932515A (en) * | 1997-11-25 | 1999-08-03 | The Mead Corporation | Recording paper incorporating hollow spherical plastic pigment |
| KR19990060687A (ko) * | 1997-12-31 | 1999-07-26 | 김충세 | 제지용 내부 기공성 플라스틱 피그먼트의 제조방법 및 그들의분산체 |
| AT409765B (de) * | 1998-05-08 | 2002-11-25 | Dupont Performance Coatings | Elektrotauchlackbäder mit zusätzen, die die bildung von kratern im eingebranntem zustand verhindern |
| US6531183B1 (en) * | 1999-07-28 | 2003-03-11 | Meadwestvaco Corporation | Method of producing high gloss paper |
| US6818594B1 (en) * | 1999-11-12 | 2004-11-16 | M-I L.L.C. | Method for the triggered release of polymer-degrading agents for oil field use |
| JP3320698B2 (ja) * | 1999-12-09 | 2002-09-03 | 大日本塗料株式会社 | 水性塗料組成物 |
| US6984702B2 (en) * | 2000-03-22 | 2006-01-10 | Dynal Biotech Asa | Process for the preparation of functionalized polymer particles |
| US6355720B1 (en) | 2000-05-12 | 2002-03-12 | Johnson Polymer, Inc. | Latex formulations with reduced yellowing |
| US6328443B1 (en) * | 2000-06-30 | 2001-12-11 | Eastman Kodak Company | Ink jet printing method |
| US6391973B1 (en) | 2000-07-24 | 2002-05-21 | Basf Corporation | Curable coating composition with improved stability |
| US6646058B1 (en) | 2001-02-21 | 2003-11-11 | The Sherwin-Williams Company | Water-borne paint composition having improved hiding and scrub-resistance |
| KR100474582B1 (ko) * | 2001-12-31 | 2005-03-08 | 주식회사 디피아이 | 상온가교형 수지보강 에멀젼 수지 및 이의 제조방법 |
| US20030225190A1 (en) * | 2002-04-26 | 2003-12-04 | Janos Borbely | Polymeric product for film formation |
| US6521343B1 (en) * | 2002-05-16 | 2003-02-18 | Westvaco Corporation | Cationic core-shell particles with stabilizer-containing acid-swellable shells |
| US6767638B2 (en) * | 2002-05-16 | 2004-07-27 | Meadwestvaco Corporation | Core-shell polymeric compositions |
| US6572969B1 (en) * | 2002-05-16 | 2003-06-03 | Meadwestvaco Corporation | Core shell polymeric compositions |
| US6521342B1 (en) * | 2002-06-12 | 2003-02-18 | Westvaco Corporation | Cationic core-shell particles with acid-swellable shells |
| CN1659198A (zh) * | 2002-06-12 | 2005-08-24 | 米德韦斯瓦科公司 | 具有酸溶胀的壳的阳离子核－壳颗粒 |
| TW200404820A (en) * | 2002-06-14 | 2004-04-01 | Rohm & Haas | Aqueous nanoparticle dispersions |
| DE10307139A1 (de) * | 2003-02-20 | 2004-09-02 | Bayer Ag | Vernetzte- und Amino(meth)acrylatgruppen modifizierte Kautschukpartikel |
| DE102004035937A1 (de) * | 2004-07-23 | 2006-02-16 | Röhm GmbH & Co. KG | Plastisole mit verringerter Wasseraufnahme |
| CN100558845C (zh) * | 2005-09-30 | 2009-11-11 | 中国科学院理化技术研究所 | 核壳自交结丙烯酰胺共聚物深部调剖堵水剂及其制备方法 |
| CN101616977B (zh) | 2007-02-15 | 2012-11-14 | 阿克马公司 | 用于减少水性涂料组合物的积垢的方法 |
| CA2677790C (en) | 2007-02-15 | 2015-04-07 | Dow Global Technologies Inc. | Aqueous coating composition having reduced plate out |
| PL2178927T3 (pl) * | 2007-07-12 | 2011-05-31 | Dsm Ip Assets Bv | Proces tworzenia mieszaniny zawierającej kationowy oligomer winylu |
| CN102171277B (zh) | 2008-10-02 | 2014-06-25 | Lg化学株式会社 | 光学膜及其制备方法 |
| JP5345044B2 (ja) * | 2009-02-04 | 2013-11-20 | 株式会社日本触媒 | シーラー用塗料組成物 |
| EP2371870B1 (en) | 2010-04-01 | 2012-07-11 | Rohm and Haas Company | Multistage emulsion polymer and coatings formed therefrom |
| KR100994148B1 (ko) * | 2010-07-14 | 2010-11-15 | (주)아팩 | 그라비아 인쇄용 양이온성 수성 수지 조성물 및 그의 제조방법 |
| JP2012224750A (ja) * | 2011-04-20 | 2012-11-15 | Jsr Corp | ポリマー粒子及びその製造方法 |
| MX354546B (es) * | 2011-05-03 | 2018-03-09 | Avantor Performance Mat Llc | Novedoso medio cromatográfico a base de alilamina y su derivado para purificación de proteínas. |
| EP2804881B1 (en) * | 2012-03-09 | 2016-02-17 | Dow Global Technologies LLC | Carboxyl group containing acrylic rdp and dry mix cement formulations containing them |
| NL1039825C2 (en) * | 2012-09-27 | 2014-03-31 | Stichting Dutch Polymer Inst | Graft copolymer, method for producing such graft copolymer and composition comprising such graft copolymer. |
| WO2014099574A1 (en) * | 2012-12-18 | 2014-06-26 | Dow Global Technologies Llc | Acrylic redispersible polymer powder for non-cementitious exterior finishing compositions |
| JP6237651B2 (ja) * | 2013-02-07 | 2017-11-29 | 星光Pmc株式会社 | ポリマーコアシェル構造を有したカチオン性エマルション、水性インキ及び記録媒体 |
| KR101556447B1 (ko) | 2013-02-28 | 2015-10-01 | 주식회사 엘지화학 | Ｐｖｃ 발포 가공조제, 이의 제조방법 및 이를 포함하는 염화비닐 수지 조성물 |
| WO2014133254A1 (ko) * | 2013-02-28 | 2014-09-04 | (주) 엘지화학 | Ｐｖｃ 발포 가공조제, 이의 제조방법 및 이를 포함하는 염화비닐 수지 조성물 |
| PL2933374T3 (pl) * | 2014-04-15 | 2017-08-31 | Agfa Graphics Nv | Sposoby wytwarzania zadrukowanych materiałów włókienniczych |
| US9688800B2 (en) | 2014-07-07 | 2017-06-27 | Columbia Insurance Company | Sequentially polymerized hybrid latex |
| CN104358183B (zh) * | 2014-09-18 | 2016-08-31 | 苏州圣谱拉新材料科技有限公司 | 一种纸板用高硬度涂料及其制备方法 |
| CN105218738B (zh) * | 2015-10-23 | 2018-03-13 | 格林奥斯环境技术(北京)有限公司 | 四元共聚物乳液及其制备方法 |
| CN105482569B (zh) * | 2015-11-27 | 2017-11-24 | 宁波双人新材料有限公司 | 一种水包水型多彩涂料及其制备方法 |
| KR101800106B1 (ko) * | 2016-01-22 | 2017-11-22 | 주식회사 케이씨씨 | 코어-쉘 에멀젼 수지 및 이를 포함하는 도료 조성물 |
| JP6640007B2 (ja) * | 2016-04-13 | 2020-02-05 | Ｄｉｃグラフィックス株式会社 | 印刷インキ用ワニス、印刷インキ、及び印刷物 |
| KR102027935B1 (ko) * | 2017-01-20 | 2019-11-04 | 한화케미칼 주식회사 | 알칼리 수용성 수지, 이의 제조 방법 및 알칼리 수용성 수지를 포함하는 에멀젼 중합체 |
| KR102248039B1 (ko) | 2018-07-13 | 2021-05-04 | 주식회사 엘지화학 | 코어-쉘 공중합체 제조방법, 이로부터 제조된 코어-쉘 공중합체 및 이를 포함하는 수지 조성물 |
| CN112812222B (zh) * | 2021-03-05 | 2022-08-12 | 济南金昌树新材料科技有限公司 | 一种as树脂改性剂的制备方法及所得产品 |
| CN116003671A (zh) * | 2022-12-27 | 2023-04-25 | 河北昊泽化工有限公司 | 一种阳离子啤酒标签抗碱乳液的制备方法及生产设备 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL233929A (https=) * | 1957-12-12 | |||
| US4468498A (en) * | 1980-06-12 | 1984-08-28 | Rohm And Haas Company | Sequential heteropolymer dispersion and a particulate materal obtainable therefrom, useful in coating compositions as a thickening and/or opacifying agent |
| US4916171A (en) * | 1984-07-25 | 1990-04-10 | Rohm And Haas Company | Polymers comprising alkali-insoluble core/alkali-soluble shell and copositions thereof |
| JPH0699667B2 (ja) * | 1986-04-18 | 1994-12-07 | 日本ペイント株式会社 | 複合三次元化樹脂粒子ならびにその製法 |
| US4876313A (en) * | 1986-08-29 | 1989-10-24 | Rohm And Haas Company | Grafted core-shell polymer compositions using polyfunctional compounds |
| CA1303437C (en) * | 1988-02-29 | 1992-06-16 | Nobuo Kawahashi | Hollow polymer particles, process for production thereof, and use thereof as pigment |
| JP2728910B2 (ja) * | 1988-12-27 | 1998-03-18 | 三井東圧化学株式会社 | 小孔を有する合成樹脂粒子の製造法 |
| CA2015832C (en) * | 1989-05-15 | 2002-05-28 | Eric K. Eisenhart | Multi-stage polymer particles having a hydrophobically-modified, ionically-soluble stage |
| WO1991004990A1 (en) * | 1989-10-02 | 1991-04-18 | S.C. Johnson & Son, Inc. | Stable emulsion polymers and methods of preparing same |
| US5182179A (en) * | 1990-12-07 | 1993-01-26 | Rohm And Haas Company | Fiber binder |
| US5403894A (en) * | 1991-07-11 | 1995-04-04 | Rohm And Haas Company | A redispersible core-shell polymer powder |
-
1990
- 1990-09-24 US US07/587,199 patent/US5212251A/en not_active Expired - Lifetime
-
1991
- 1991-09-11 CA CA002051165A patent/CA2051165A1/en not_active Abandoned
- 1991-09-13 SG SG1996003704A patent/SG74549A1/en unknown
- 1991-09-13 EP EP19910308402 patent/EP0478193A3/en not_active Withdrawn
- 1991-09-19 AU AU84603/91A patent/AU656535B2/en not_active Ceased
- 1991-09-19 MX MX9101157A patent/MX174468B/es not_active IP Right Cessation
- 1991-09-20 NZ NZ239877A patent/NZ239877A/xx unknown
- 1991-09-20 BR BR919104031A patent/BR9104031A/pt not_active IP Right Cessation
- 1991-09-23 PT PT99025A patent/PT99025A/pt not_active Application Discontinuation
- 1991-09-23 IE IE332791A patent/IE913327A1/en unknown
- 1991-09-24 JP JP3243552A patent/JPH05214042A/ja active Pending
- 1991-09-24 CN CN91109177A patent/CN1047602C/zh not_active Expired - Fee Related
- 1991-09-24 KR KR1019910016604A patent/KR100225271B1/ko not_active Expired - Fee Related
- 1991-09-27 TW TW080107653A patent/TW209227B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| PT99025A (pt) | 1992-08-31 |
| EP0478193A2 (en) | 1992-04-01 |
| AU656535B2 (en) | 1995-02-09 |
| NZ239877A (en) | 1993-04-28 |
| US5212251A (en) | 1993-05-18 |
| EP0478193A3 (en) | 1992-05-27 |
| BR9104031A (pt) | 1992-06-02 |
| CN1047602C (zh) | 1999-12-22 |
| KR100225271B1 (ko) | 1999-10-15 |
| CN1070413A (zh) | 1993-03-31 |
| SG74549A1 (en) | 2000-08-22 |
| MX174468B (es) | 1994-05-17 |
| CA2051165A1 (en) | 1992-03-25 |
| KR920006386A (ko) | 1992-04-27 |
| JPH05214042A (ja) | 1993-08-24 |
| AU8460391A (en) | 1992-03-26 |
| TW209227B (https=) | 1993-07-11 |
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