KR102262819B1 - 이타콘산 관능화 결합제를 함유하는 착색 코팅 조성물 - Google Patents
이타콘산 관능화 결합제를 함유하는 착색 코팅 조성물 Download PDFInfo
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- KR102262819B1 KR102262819B1 KR1020140179722A KR20140179722A KR102262819B1 KR 102262819 B1 KR102262819 B1 KR 102262819B1 KR 1020140179722 A KR1020140179722 A KR 1020140179722A KR 20140179722 A KR20140179722 A KR 20140179722A KR 102262819 B1 KR102262819 B1 KR 102262819B1
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- South Korea
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- sulfonic acid
- weight percent
- itaconic acid
- acid functionalized
- functionalized polymer
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- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 title claims abstract description 78
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 title claims abstract description 78
- 239000008199 coating composition Substances 0.000 title claims abstract description 8
- 239000011230 binding agent Substances 0.000 title claims description 48
- 229920000642 polymer Polymers 0.000 claims abstract description 79
- 239000002245 particle Substances 0.000 claims abstract description 52
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 45
- 239000000178 monomer Substances 0.000 claims abstract description 36
- 150000003839 salts Chemical group 0.000 claims abstract description 34
- 238000002156 mixing Methods 0.000 claims abstract description 25
- 229910010413 TiO 2 Inorganic materials 0.000 claims abstract description 24
- 239000000203 mixture Substances 0.000 claims abstract description 23
- 229920003169 water-soluble polymer Polymers 0.000 claims abstract description 11
- 239000006185 dispersion Substances 0.000 claims abstract description 10
- 239000002270 dispersing agent Substances 0.000 claims description 21
- 239000006254 rheological additive Substances 0.000 claims description 15
- 239000000049 pigment Substances 0.000 claims description 13
- 229920000126 latex Polymers 0.000 claims description 12
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 11
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims description 10
- 239000004816 latex Substances 0.000 claims description 10
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 9
- -1 dialkylaminoalkyl acrylates Chemical class 0.000 claims description 9
- 239000004094 surface-active agent Substances 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 8
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 7
- 239000000654 additive Substances 0.000 claims description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 6
- 229920002554 vinyl polymer Polymers 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 claims description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 4
- QFXBYZKQOKCTQA-UHFFFAOYSA-N (carbamoylamino) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)ONC(N)=O QFXBYZKQOKCTQA-UHFFFAOYSA-N 0.000 claims description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- 239000002671 adjuvant Substances 0.000 claims description 3
- 239000002518 antifoaming agent Substances 0.000 claims description 3
- 239000003086 colorant Substances 0.000 claims description 3
- 239000006184 cosolvent Substances 0.000 claims description 3
- 239000000945 filler Substances 0.000 claims description 3
- 229920001002 functional polymer Polymers 0.000 claims description 3
- 229920001519 homopolymer Polymers 0.000 claims description 3
- 230000003472 neutralizing effect Effects 0.000 claims description 3
- 229920005787 opaque polymer Polymers 0.000 claims description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 3
- 239000004014 plasticizer Substances 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- 238000009736 wetting Methods 0.000 claims description 3
- PRAMZQXXPOLCIY-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethanesulfonic acid Chemical compound CC(=C)C(=O)OCCS(O)(=O)=O PRAMZQXXPOLCIY-UHFFFAOYSA-N 0.000 claims description 2
- GQTFHSAAODFMHB-UHFFFAOYSA-N 2-prop-2-enoyloxyethanesulfonic acid Chemical compound OS(=O)(=O)CCOC(=O)C=C GQTFHSAAODFMHB-UHFFFAOYSA-N 0.000 claims description 2
- KFNGWPXYNSJXOP-UHFFFAOYSA-N 3-(2-methylprop-2-enoyloxy)propane-1-sulfonic acid Chemical compound CC(=C)C(=O)OCCCS(O)(=O)=O KFNGWPXYNSJXOP-UHFFFAOYSA-N 0.000 claims description 2
- NYUTUWAFOUJLKI-UHFFFAOYSA-N 3-prop-2-enoyloxypropane-1-sulfonic acid Chemical compound OS(=O)(=O)CCCOC(=O)C=C NYUTUWAFOUJLKI-UHFFFAOYSA-N 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 claims description 2
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 claims description 2
- 229920001909 styrene-acrylic polymer Polymers 0.000 claims description 2
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 31
- 239000003973 paint Substances 0.000 description 23
- 229920002125 Sokalan® Polymers 0.000 description 13
- 238000009472 formulation Methods 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 10
- 238000003756 stirring Methods 0.000 description 9
- 239000010408 film Substances 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 7
- FVEFRICMTUKAML-UHFFFAOYSA-M sodium tetradecyl sulfate Chemical compound [Na+].CCCCC(CC)CCC(CC(C)C)OS([O-])(=O)=O FVEFRICMTUKAML-UHFFFAOYSA-M 0.000 description 7
- DAFHKNAQFPVRKR-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylpropanoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)C DAFHKNAQFPVRKR-UHFFFAOYSA-N 0.000 description 6
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 6
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000004033 plastic Substances 0.000 description 6
- 229920003023 plastic Polymers 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000007787 solid Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000003463 adsorbent Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical group COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- 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 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- 238000004581 coalescence Methods 0.000 description 3
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229940057950 sodium laureth sulfate Drugs 0.000 description 3
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- 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 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 239000003139 biocide Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 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 2
- 230000000873 masking effect Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- UCYRNEWMSAWTAW-UHFFFAOYSA-N (1-amino-2,2-dimethylpropyl) prop-2-enoate Chemical compound CC(C)(C)C(N)OC(=O)C=C UCYRNEWMSAWTAW-UHFFFAOYSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- IBDVWXAVKPRHCU-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCCOC(=O)C(C)=C IBDVWXAVKPRHCU-UHFFFAOYSA-N 0.000 description 1
- QHVBLSNVXDSMEB-UHFFFAOYSA-N 2-(diethylamino)ethyl prop-2-enoate Chemical compound CCN(CC)CCOC(=O)C=C QHVBLSNVXDSMEB-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- SVYHMICYJHWXIN-UHFFFAOYSA-N 2-[di(propan-2-yl)amino]ethyl 2-methylprop-2-enoate Chemical compound CC(C)N(C(C)C)CCOC(=O)C(C)=C SVYHMICYJHWXIN-UHFFFAOYSA-N 0.000 description 1
- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 description 1
- UFQHFMGRRVQFNA-UHFFFAOYSA-N 3-(dimethylamino)propyl prop-2-enoate Chemical compound CN(C)CCCOC(=O)C=C UFQHFMGRRVQFNA-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical class OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- WIVTXBIFTLNVCZ-UHFFFAOYSA-N CC(=C)C(=O)OCCP(=O)=O Chemical compound CC(=C)C(=O)OCCP(=O)=O WIVTXBIFTLNVCZ-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-isoascorbic acid Chemical compound OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 description 1
- 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 1
- 239000004908 Emulsion polymer Substances 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-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
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000010350 erythorbic acid Nutrition 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000011790 ferrous sulphate Substances 0.000 description 1
- 235000003891 ferrous sulphate Nutrition 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- 229940026239 isoascorbic acid Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- ADTJPOBHAXXXFS-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]prop-2-enamide Chemical compound CN(C)CCCNC(=O)C=C ADTJPOBHAXXXFS-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000006902 nitrogenation reaction Methods 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- FZGFBJMPSHGTRQ-UHFFFAOYSA-M trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCOC(=O)C=C FZGFBJMPSHGTRQ-UHFFFAOYSA-M 0.000 description 1
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/08—Homopolymers or copolymers of acrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- 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
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Abstract
Description
| 실시예 번호 | 페인트 제제 설명 | S/mil |
| 실시예 1 | AMPS-HPA가 첨가된 2% IA 결합제 | 6.89 |
| 비교 1 | Tamol 1124가 첨가된 2% IA 결합제 | 6.16 |
| 비교 2 | AMPS-HPA 또는 Tamol 1124가 첨가되지 않은 2% IA 결합제 | 6.16 |
| 비교 3 | AMPS-HPA가 첨가된 2% MAA 결합제 | 5.41 |
| 비교 4 | AMPS-HPA 또는 Tamol 1124가 첨가되지 않은 2% MAA 결합제 | 5.39 |
| 비교 5 | Tamol 1124가 첨가된 2% MAA 결합제 | 5.20 |
Claims (9)
- a) 설폰산 모노머 또는 그의 염의 구조단위로 관능화된 수용성 폴리머의 수용액; b) 이타콘산 또는 그의 염의 구조단위로 관능화된 폴리머 입자의 안정한 수성 분산물; 및 c) TiO2를 접촉시키는 단계를 포함하고;
여기서 설폰산 관능화 폴리머의 중량 퍼센트는 설폰산 관능화 및 이타콘산 관능화 폴리머 입자의 중량에 기초해 0.1 내지 10%이고;
이타콘산 관능화 폴리머 입자의 중량 퍼센트는 설폰산 관능화 및 이타콘산 관능화 폴리머 입자, 및 TiO2의 중량에 기초해 20 내지 80%이며;
TiO2의 중량 퍼센트는 설폰산 관능화 폴리머, 이타콘산 관능화 폴리머 입자, 및 TiO2의 중량에 기초해 20 내지 80%이고;
이타콘산 또는 그의 염의 구조단위의 중량 퍼센트는 이타콘산 관능화 폴리머 입자의 중량에 기초해 0.1 내지 5 중량 퍼센트인,
코팅 조성물의 제조방법. - 제1항에 있어서,
이타콘산 관능화 폴리머 입자의 안정한 수성 분산물이 아크릴계, 스티렌-아크릴계, 또는 비닐 에스테르-아크릴계 라텍스 결합제이고;
설폰산 관능화 폴리머의 중량 퍼센트는 설폰산 관능화 폴리머 및 이타콘산 관능화 폴리머 입자의 중량에 기초해 0.4 내지 8 중량 퍼센트이며;
설폰산 관능화 폴리머 또는 그의 염은 2-아크릴아미도-2-메틸프로판 설폰산, 비닐 설폰산, 2-설포에틸 아크릴레이트, 2-설포에틸 메타크릴레이트, 3-설포프로필 아크릴레이트, 3-설포프로필 메타크릴레이트, 소듐 스티렌 설포네이트, 및 2-프로펜-1-설폰산, 및 그의 염으로 구성된 그룹에서 선택되는 설폰산 모노머의 구조단위로 관능화된 방법. - 제1항에 있어서,
설폰산 모노머 또는 그의 염이 2-아크릴아미도-2-메틸프로판 설폰산 또는 그의 염이고, 이타콘산 관능화 폴리머 입자는 메틸 메타크릴레이트, 부틸 아크릴레이트, 에틸 아크릴레이트, 2-에틸헥실 아크릴레이트, 우레이도 메타크릴레이트, 스티렌, 비닐 아세테이트, 및 비닐 베르사테이트로 구성된 그룹에서 선택되는 하나 이상의 모노머의 구조단위를 추가로 포함하며;
이타콘산 또는 그의 염의 구조단위의 중량 퍼센트는 이타콘산 관능화 폴리머 입자의 중량에 기초해 0.5 내지 4 중량 퍼센트이고;
설폰산 관능화 폴리머의 중량 퍼센트는 설폰산 관능화 폴리머 및 이타콘산 관능화 폴리머 입자의 중량에 기초해 0.4 내지 4 중량 퍼센트인 방법. - 제1항에 있어서, 설폰산 관능화 폴리머가 아크릴레이트, 메타크릴레이트, 디알킬아미노알킬 아크릴레이트, 및 디알킬아미노알킬 메타크릴레이트로 구성된 그룹에서 선택되는 다른 모노머의 구조단위를 추가로 포함하는 방법.
- 제4항에 있어서, 설폰산 관능화 폴리머가 2-아크릴아미도-2-메틸프로판 설폰산 또는 그의 염의 호모폴리머; 또는 2-아크릴아미도-2-메틸프로판 설폰산 및 2-하이드록실프로필 아크릴레이트의 중량에 기초해, 50 내지 95 중량 퍼센트의 2-아크릴아미도-2-메틸프로판 설폰산 또는 그의 염의 구조단위 및 5 내지 50 중량 퍼센트의 2-하이드록실프로필 아크릴레이트의 구조단위를 포함하는 코폴리머인 방법.
- 제1항 내지 제5항중 어느 한항에 있어서, 코팅 조성물을 리올로지 개질제(rheology modifier); 불투명 폴리머; 충전제; 착색제, 캡슐화 또는 부분 캡슐화된 안료 및 불투명 안료를 비롯한 기타 안료; 분산제; 습윤 조제; 분산 조제; 분산제 애쥬번트; 계면활성제; 공용매; 합체제(coalescing agent) 및 가소제; 소포제; 보존제; 항-손상 첨가제(anti-mar additive); 유동제; 레벨링제(leveling agent); 슬립 첨가제(slip additive), 및 중화제로 구성된 그룹에서 선택되는 하나 이상의 물질과 혼합하는 단계를 추가로 포함하는 방법.
- a) 이타콘산 또는 그의 염의 구조단위로 관능화된 폴리머 입자의 안정한 수성 분산물 및; b) 설폰산 모노머 또는 그의 염의 구조단위로 관능화된 수용성 폴리머를 포함하고; 여기서 설폰산 관능화 폴리머의 중량 퍼센트는 이타콘산 관능화 폴리머 입자 및 설폰산 관능화 폴리머의 중량에 기초해 0.1 내지 10%이고; 이타콘산 관능화 폴리머 입자의 중량 퍼센트는 90 내지 99.9 중량 퍼센트이며; 이타콘산 또는 그의 염의 구조단위의 중량 퍼센트는 이타콘산 관능화 폴리머 입자의 중량에 기초해 0.1 내지 5 중량 퍼센트인 조성물.
- 제7항에 있어서, 이타콘산 관능화 폴리머 입자 및 수용성 폴리머의 중량에 기초해 20 내지 80 중량 퍼센트의 TiO2를 추가로 포함하는 조성물.
- 제8항에 있어서, 리올로지 개질제; 불투명 폴리머; 충전제; 착색제, 캡슐화 또는 부분 캡슐화된 안료 및 불투명 안료를 비롯한 기타 안료; 분산제; 습윤 조제; 분산 조제; 분산제 애쥬번트; 계면활성제; 공용매; 합체제 및 가소제; 소포제; 보존제; 항-손상 첨가제; 유동제; 레벨링제; 슬립 첨가제, 및 중화제로 구성된 그룹에서 선택되는 하나 이상의 물질을 추가로 포함하는 조성물.
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| AU785282B2 (en) * | 2001-06-20 | 2006-12-21 | Rohm And Haas Company | Coating with improved hiding, compositions prepared therewith, and processes for the preparation thereof |
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- 2014-12-03 CA CA2873208A patent/CA2873208C/en active Active
- 2014-12-04 AU AU2014271287A patent/AU2014271287B2/en active Active
- 2014-12-05 CN CN201410737613.3A patent/CN104725964B/zh active Active
- 2014-12-05 EP EP14196529.3A patent/EP2886614B1/en active Active
- 2014-12-05 BR BR102014030567A patent/BR102014030567A2/pt not_active Application Discontinuation
- 2014-12-10 US US14/565,914 patent/US9464205B2/en active Active
- 2014-12-12 KR KR1020140179722A patent/KR102262819B1/ko active Active
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| US20040167274A1 (en) | 2002-07-30 | 2004-08-26 | Amick David Richard | Polymer composition and process for the preparation thereof |
| JP2013522388A (ja) | 2010-03-12 | 2013-06-13 | ローム アンド ハース カンパニー | 不透明化顔料粒子 |
| JP2013522389A (ja) | 2010-03-12 | 2013-06-13 | ローム アンド ハース カンパニー | 不透明化顔料粒子 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20150073089A (ko) | 2015-06-30 |
| CN104725964B (zh) | 2019-02-01 |
| AU2014271287B2 (en) | 2018-02-15 |
| EP2886614A3 (en) | 2015-07-15 |
| EP2886614B1 (en) | 2016-04-13 |
| AU2014271287A1 (en) | 2015-07-09 |
| BR102014030567A2 (pt) | 2017-04-04 |
| EP2886614A2 (en) | 2015-06-24 |
| US9464205B2 (en) | 2016-10-11 |
| CA2873208A1 (en) | 2015-06-20 |
| CA2873208C (en) | 2022-04-05 |
| US20150175838A1 (en) | 2015-06-25 |
| CN104725964A (zh) | 2015-06-24 |
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