NZ198153A - Production of water-soluble acrylamide polymers:aqueous emulsion paints - Google Patents
Production of water-soluble acrylamide polymers:aqueous emulsion paintsInfo
- Publication number
- NZ198153A NZ198153A NZ198153A NZ19815381A NZ198153A NZ 198153 A NZ198153 A NZ 198153A NZ 198153 A NZ198153 A NZ 198153A NZ 19815381 A NZ19815381 A NZ 19815381A NZ 198153 A NZ198153 A NZ 198153A
- Authority
- NZ
- New Zealand
- Prior art keywords
- water
- polymer
- acrylamide
- viscosity
- weight
- Prior art date
Links
- 229920002401 polyacrylamide Polymers 0.000 title claims description 92
- 239000003973 paint Substances 0.000 title claims description 88
- 239000000839 emulsion Substances 0.000 title claims description 40
- 238000004519 manufacturing process Methods 0.000 title description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 82
- 229920000642 polymer Polymers 0.000 claims description 81
- 239000000203 mixture Substances 0.000 claims description 70
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 64
- 239000007787 solid Substances 0.000 claims description 61
- 239000000178 monomer Substances 0.000 claims description 56
- 238000000034 method Methods 0.000 claims description 55
- 238000009472 formulation Methods 0.000 claims description 41
- 239000002562 thickening agent Substances 0.000 claims description 38
- 229920000126 latex Polymers 0.000 claims description 31
- 239000003999 initiator Substances 0.000 claims description 29
- 239000012986 chain transfer agent Substances 0.000 claims description 27
- 229920001577 copolymer Polymers 0.000 claims description 27
- 239000003607 modifier Substances 0.000 claims description 24
- 239000000049 pigment Substances 0.000 claims description 24
- -1 alkyl mercaptan Chemical compound 0.000 claims description 22
- 239000004816 latex Substances 0.000 claims description 22
- 230000008569 process Effects 0.000 claims description 20
- 238000012360 testing method Methods 0.000 claims description 18
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 17
- 229920001519 homopolymer Polymers 0.000 claims description 16
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 13
- 229920002554 vinyl polymer Polymers 0.000 claims description 13
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000006184 cosolvent Substances 0.000 claims description 9
- 150000003254 radicals Chemical class 0.000 claims description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 8
- 230000002209 hydrophobic effect Effects 0.000 claims description 8
- 229920006322 acrylamide copolymer Polymers 0.000 claims description 6
- 239000004908 Emulsion polymer Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 125000001165 hydrophobic group Chemical group 0.000 claims description 5
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 3
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical group OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 2
- 238000011156 evaluation Methods 0.000 claims description 2
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- 229920002125 Sokalan® Polymers 0.000 claims 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims 1
- 229920003169 water-soluble polymer Polymers 0.000 claims 1
- 239000000243 solution Substances 0.000 description 41
- 239000000976 ink Substances 0.000 description 39
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 27
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 24
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 21
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 21
- 239000007864 aqueous solution Substances 0.000 description 21
- 238000012546 transfer Methods 0.000 description 21
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 20
- 238000006116 polymerization reaction Methods 0.000 description 20
- 239000002270 dispersing agent Substances 0.000 description 19
- 239000000047 product Substances 0.000 description 17
- 239000000463 material Substances 0.000 description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 15
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 14
- 239000013530 defoamer Substances 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 12
- 239000008367 deionised water Substances 0.000 description 12
- 229910021641 deionized water Inorganic materials 0.000 description 12
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 11
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 11
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 11
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 11
- 239000006185 dispersion Substances 0.000 description 11
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 10
- 229920000058 polyacrylate Polymers 0.000 description 10
- 238000007639 printing Methods 0.000 description 10
- 239000004094 surface-active agent Substances 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- 238000007641 inkjet printing Methods 0.000 description 8
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 8
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 7
- 230000000903 blocking effect Effects 0.000 description 7
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- 238000000518 rheometry Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 7
- 239000004408 titanium dioxide Substances 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 5
- 230000032683 aging Effects 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000011067 equilibration Methods 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 230000000977 initiatory effect Effects 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- 239000003755 preservative agent Substances 0.000 description 5
- 230000002335 preservative effect Effects 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
- 240000007930 Oxalis acetosella Species 0.000 description 4
- 235000008098 Oxalis acetosella Nutrition 0.000 description 4
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000003463 adsorbent Substances 0.000 description 4
- 239000008346 aqueous phase Substances 0.000 description 4
- 229910003460 diamond Inorganic materials 0.000 description 4
- 239000010432 diamond Substances 0.000 description 4
- 239000003792 electrolyte Substances 0.000 description 4
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- IBIKHMZPHNKTHM-RDTXWAMCSA-N merck compound 25 Chemical compound C1C[C@@H](C(O)=O)[C@H](O)CN1C(C1=C(F)C=CC=C11)=NN1C(=O)C1=C(Cl)C=CC=C1C1CC1 IBIKHMZPHNKTHM-RDTXWAMCSA-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
- 239000003381 stabilizer Substances 0.000 description 4
- 230000035882 stress Effects 0.000 description 4
- 230000008719 thickening Effects 0.000 description 4
- RNIHAPSVIGPAFF-UHFFFAOYSA-N Acrylamide-acrylic acid resin Chemical compound NC(=O)C=C.OC(=O)C=C RNIHAPSVIGPAFF-UHFFFAOYSA-N 0.000 description 3
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 238000007774 anilox coating Methods 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 3
- 239000008199 coating composition Substances 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 3
- 229940117841 methacrylic acid copolymer Drugs 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 238000010526 radical polymerization reaction Methods 0.000 description 3
- 239000006254 rheological additive Substances 0.000 description 3
- 238000004062 sedimentation Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 238000011105 stabilization Methods 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 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 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229920001560 Cyanamer® Polymers 0.000 description 2
- 239000004606 Fillers/Extenders Substances 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
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000002156 adsorbate Substances 0.000 description 2
- 238000007605 air drying Methods 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 230000001680 brushing effect Effects 0.000 description 2
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
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- 230000001143 conditioned effect Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 2
- 238000007323 disproportionation reaction Methods 0.000 description 2
- 125000003438 dodecyl 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 2
- 230000005684 electric field Effects 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 229920006158 high molecular weight polymer Polymers 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000002356 laser light scattering Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 2
- QJAOYSPHSNGHNC-UHFFFAOYSA-N octadecane-1-thiol Chemical class CCCCCCCCCCCCCCCCCCS QJAOYSPHSNGHNC-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- ORDWWEGBCSTOOK-UHFFFAOYSA-N oxygen(2-) propane-1,2-diol titanium(4+) Chemical compound [O-2].[O-2].[Ti+4].CC(O)CO ORDWWEGBCSTOOK-UHFFFAOYSA-N 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
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- 238000010992 reflux Methods 0.000 description 2
- RCIJACVHOIKRAP-UHFFFAOYSA-N sodium;1,4-dioctoxy-1,4-dioxobutane-2-sulfonic acid Chemical compound [Na+].CCCCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCCCC RCIJACVHOIKRAP-UHFFFAOYSA-N 0.000 description 2
- 230000007480 spreading Effects 0.000 description 2
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- 239000000080 wetting agent Substances 0.000 description 2
- IUYYVMKHUXDWEU-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,1-diol Chemical compound CC(C)CC(C)(C)C(O)O IUYYVMKHUXDWEU-UHFFFAOYSA-N 0.000 description 1
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
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- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
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- FAXDZWQIWUSWJH-UHFFFAOYSA-N 3-methoxypropan-1-amine Chemical compound COCCCN FAXDZWQIWUSWJH-UHFFFAOYSA-N 0.000 description 1
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- 239000005995 Aluminium silicate Substances 0.000 description 1
- XCSBDRFVFRBRIS-UHFFFAOYSA-N C(C=1C(C(=O)OCCCC)=CC=CC1)(=O)OCCCC.C(C(C)C)(=O)O Chemical compound C(C=1C(C(=O)OCCCC)=CC=CC1)(=O)OCCCC.C(C(C)C)(=O)O XCSBDRFVFRBRIS-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ISSPUSZYYOWQJE-UHFFFAOYSA-N Lucidene Natural products C1C=CC(C)(C)CC2CC3=CC=CC=C3OC2(C)CCC2CC3=CC=CC=C3OC21C ISSPUSZYYOWQJE-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
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- 239000003054 catalyst Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
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- 238000007334 copolymerization reaction Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- VTXVGVNLYGSIAR-UHFFFAOYSA-N decane-1-thiol Chemical compound CCCCCCCCCCS VTXVGVNLYGSIAR-UHFFFAOYSA-N 0.000 description 1
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- HQPMKSGTIOYHJT-UHFFFAOYSA-N ethane-1,2-diol;propane-1,2-diol Chemical compound OCCO.CC(O)CO HQPMKSGTIOYHJT-UHFFFAOYSA-N 0.000 description 1
- IQMKQBDQLBTTKQ-UHFFFAOYSA-N ethenyl acetate;propane-1,2-diol Chemical compound CC(O)CO.CC(=O)OC=C IQMKQBDQLBTTKQ-UHFFFAOYSA-N 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- GFJVXXWOPWLRNU-UHFFFAOYSA-N ethenyl formate Chemical compound C=COC=O GFJVXXWOPWLRNU-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000008394 flocculating agent Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000001056 green pigment Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 1
- ORTRWBYBJVGVQC-UHFFFAOYSA-N hexadecane-1-thiol Chemical compound CCCCCCCCCCCCCCCCS ORTRWBYBJVGVQC-UHFFFAOYSA-N 0.000 description 1
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- WTFXARWRTYJXII-UHFFFAOYSA-N iron(2+);iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+2].[Fe+3].[Fe+3] WTFXARWRTYJXII-UHFFFAOYSA-N 0.000 description 1
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])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])[H] 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
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- 230000007774 longterm Effects 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 229910052618 mica group Inorganic materials 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- ZVEZMVFBMOOHAT-UHFFFAOYSA-N nonane-1-thiol Chemical compound CCCCCCCCCS ZVEZMVFBMOOHAT-UHFFFAOYSA-N 0.000 description 1
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
- BZXFEMZFRLXGCY-UHFFFAOYSA-N octane-2-thiol Chemical compound CCCCCCC(C)S BZXFEMZFRLXGCY-UHFFFAOYSA-N 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
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- 229920000573 polyethylene Polymers 0.000 description 1
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- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
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- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- GEKDEMKPCKTKEC-UHFFFAOYSA-N tetradecane-1-thiol Chemical compound CCCCCCCCCCCCCCS GEKDEMKPCKTKEC-UHFFFAOYSA-N 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229920003176 water-insoluble polymer Polymers 0.000 description 1
- 239000001052 yellow pigment Substances 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
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/52—Amides or imides
- C08F20/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F20/56—Acrylamide; Methacrylamide
-
- 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
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/02—Emulsion paints including aerosols
- C09D5/024—Emulsion paints including aerosols characterised by the additives
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/43—Thickening agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/24—Homopolymers or copolymers of amides or imides
- C08L33/26—Homopolymers or copolymers of acrylamide or methacrylamide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Paints Or Removers (AREA)
- Polymerization Catalysts (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/185,080 US4425469A (en) | 1980-09-08 | 1980-09-08 | Polyacrylamide flow modifier-adsorber |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ198153A true NZ198153A (en) | 1984-12-14 |
Family
ID=22679492
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ198153A NZ198153A (en) | 1980-09-08 | 1981-08-25 | Production of water-soluble acrylamide polymers:aqueous emulsion paints |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4425469A (en, 2012) |
| EP (1) | EP0048094B1 (en, 2012) |
| JP (2) | JPS5778407A (en, 2012) |
| KR (1) | KR830007739A (en, 2012) |
| AU (1) | AU551670B2 (en, 2012) |
| BR (1) | BR8105708A (en, 2012) |
| CA (1) | CA1216999A (en, 2012) |
| DE (1) | DE3174973D1 (en, 2012) |
| ES (1) | ES505813A0 (en, 2012) |
| GR (1) | GR75784B (en, 2012) |
| IL (1) | IL63758A0 (en, 2012) |
| MX (2) | MX160879A (en, 2012) |
| NZ (1) | NZ198153A (en, 2012) |
| TR (1) | TR21171A (en, 2012) |
| ZA (1) | ZA815979B (en, 2012) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4395524A (en) * | 1981-04-10 | 1983-07-26 | Rohm And Haas Company | Acrylamide copolymer thickener for aqueous systems |
| DK439982A (da) * | 1982-08-06 | 1984-02-07 | Ciba Geigy Ag | Fortykkelsesmiddel og dets anvendelse i trykpastaer |
| JPS59142613A (ja) * | 1983-02-03 | 1984-08-15 | Fanuc Ltd | 数値制御加工再開制御装置 |
| IT1173914B (it) * | 1983-04-20 | 1987-06-24 | Sun Chemical Corp | Inchiostri per stampa rotocalco |
| US4892916A (en) * | 1984-08-15 | 1990-01-09 | Allied Colloids Limited | Polymeric thickeners and their production |
| JPS61118404A (ja) * | 1984-11-15 | 1986-06-05 | Dai Ichi Kogyo Seiyaku Co Ltd | 低分子量水溶性重合体の製法 |
| DE3680426D1 (de) * | 1985-08-12 | 1991-08-29 | Allied Colloids Ltd | Dispergiermittel. |
| JPS63210113A (ja) * | 1987-02-27 | 1988-08-31 | Nok Corp | アクリルエラストマ−の製造法 |
| EP0341509B1 (en) * | 1988-04-28 | 1994-01-12 | Japan Pmc Corporation | Sizing composition and sizing method |
| JP2838209B2 (ja) | 1988-04-28 | 1998-12-16 | 日本ピー・エム・シー株式会社 | 製紙用内添サイズ剤組成物及び内添サイジング方法 |
| DE69317540T2 (de) | 1992-12-28 | 1998-08-20 | Mitsubishi Electric Corp | Numerische Steuerung für eine Werkzeugmaschine und Verfahren zur Fortsetzung eines Bearbeitungsprogramms nach dessen Unterbrechung |
| US5354368A (en) * | 1993-05-04 | 1994-10-11 | Markem Corporation | Hot melt jet ink composition |
| US5380447A (en) * | 1993-07-12 | 1995-01-10 | Rohm And Haas Company | Process and fabric finishing compositions for preventing the deposition of dye in fabric finishing processes |
| US5534182A (en) * | 1993-07-12 | 1996-07-09 | Rohm And Haas Company | Process and laundry formulations for preventing the transfer of dye in laundry processes |
| JPH07179504A (ja) * | 1993-12-22 | 1995-07-18 | Fujimori Kogyo Kk | 微粒子ポリマーおよびその製造方法 |
| US5494947A (en) * | 1994-10-28 | 1996-02-27 | Lynxx International Inc. | Method for producing flexible drywall joints, flexible drywall joint compound |
| US5612397A (en) * | 1994-12-19 | 1997-03-18 | Rohm And Haas Company | Composition having wet state clarity |
| FR2733505B1 (fr) * | 1995-04-26 | 1997-07-18 | Imaje Sa | Composition d'encre a base d'eau pour le marquage de tous supports |
| FR2739625B1 (fr) * | 1995-10-09 | 1997-12-05 | Atochem Elf Sa | Copolymeres hydrosolubles associatifs triblocs |
| US5814683A (en) * | 1995-12-06 | 1998-09-29 | Hewlett-Packard Company | Polymeric additives for the elimination of ink jet aerosol generation |
| US5792097A (en) * | 1996-09-27 | 1998-08-11 | Becton Dickinson And Company | Iontophoretic electrodes and surface active agents |
| US5712338A (en) * | 1996-12-27 | 1998-01-27 | E. I. Du Pont De Nemours And Company | Ink jet inks containing polyacrylamides |
| US6239189B1 (en) | 1997-04-01 | 2001-05-29 | Henkel Corporation | Radiation-polymerizable composition and printing inks containing same |
| US6433056B1 (en) | 1997-10-17 | 2002-08-13 | Hercules Incorporated | Fluidized polymer suspension of hydrophobically modified poly(acetal- or ketal-polyether) polyurethane and polyacrylate |
| US6114404A (en) * | 1998-03-23 | 2000-09-05 | Corning Incorporated | Radiation curable ink compositions and flat panel color filters made using same |
| US6127453A (en) * | 1998-12-21 | 2000-10-03 | Eastman Kodak Company | Ink jet ink |
| DE50102412D1 (de) * | 2000-04-04 | 2004-07-01 | Henkel Kgaa | Montageklebstoff auf der basis einer wässrigen polymer-dispersion |
| KR100649722B1 (ko) * | 2000-04-21 | 2006-11-24 | 엘지.필립스 엘시디 주식회사 | 일렉트로루미네센스 표시소자의 패터닝장치 및 이를이용한 패터닝방법 |
| NL1016713C2 (nl) * | 2000-11-27 | 2002-05-29 | Stork Screens Bv | Warmtewisselaar en een dergelijke warmtewisselaar omvattende thermo-akoestische omvorminrichting. |
| JP4818517B2 (ja) * | 2001-01-29 | 2011-11-16 | 三菱レイヨン株式会社 | 導電性組成物、導電体及びその形成法 |
| US7812079B2 (en) | 2001-02-22 | 2010-10-12 | Valspar Sourcing, Inc. | Coating compositions containing low VOC compounds |
| EP1314766A1 (en) * | 2001-11-23 | 2003-05-28 | Sicpa Holding S.A. | Pigmented ink composition |
| US6866902B2 (en) * | 2002-04-09 | 2005-03-15 | Eastman Kodak Company | Ink recording element containing stabilized polymeric particles |
| US6906157B2 (en) * | 2002-04-09 | 2005-06-14 | Eastman Kodak Company | Polymer particle stabilized by dispersant and method of preparation |
| EP1418209A3 (en) * | 2002-11-08 | 2005-03-16 | Rohm And Haas Company | Method for forming an aqueous carbon black dispersion |
| US7011767B2 (en) * | 2003-01-10 | 2006-03-14 | Ppg Industries Ohio, Inc. | Liquid pigment dispersion and curative agents |
| US7819939B1 (en) * | 2006-08-07 | 2010-10-26 | Ferro Corporation | Synthesis of nickel nanopowders |
| CN102124065A (zh) * | 2008-07-17 | 2011-07-13 | 赫尔克里士公司 | 水性涂料组合物的制备方法 |
| EP2392392B1 (en) * | 2009-02-02 | 2014-12-24 | San Nopco Limited | Defoaming agent |
| US8691907B2 (en) | 2010-11-23 | 2014-04-08 | Valspar Sourcing, Inc. | Water-borne primer |
| CN102432721B (zh) * | 2011-09-14 | 2013-07-31 | 河南省科学院高新技术研究中心 | 一种分子量为20～45万的低分子量聚丙烯酰胺合成方法 |
| KR20160044541A (ko) * | 2013-10-21 | 2016-04-25 | 미쯔비시 레이온 가부시끼가이샤 | 도전성 조성물, 도전체, 도전체의 형성 방법 및 중합체의 제조 방법 |
| DE102013221416B4 (de) * | 2013-10-22 | 2015-05-07 | Tesa Se | Verwendung einer wässrigen Farbdispersion zur Färbung der Rückseite eines Klebebandträgers und Verfahren zum Rückseitenbeschichten eines einseitig klebend ausgerüsteten Klebebandes |
| JP6478577B2 (ja) * | 2014-11-18 | 2019-03-06 | スリーエム イノベイティブ プロパティズ カンパニー | 水性エマルション、接着剤組成物、及び水性エマルションの製造方法 |
| JP6880877B2 (ja) * | 2016-03-24 | 2021-06-02 | 東洋インキＳｃホールディングス株式会社 | 化粧板用水性インキ組成物、印刷物、および化粧板用積層体 |
| CN114096712A (zh) * | 2019-07-01 | 2022-02-25 | 索理思科技开曼公司 | 使用端基改性的聚羧酸控制牛皮纸浆厂的结垢 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT649534A (en, 2012) | 1960-04-21 | |||
| US3498942A (en) | 1966-05-05 | 1970-03-03 | Uniroyal Inc | Emulsion polymerization of unsaturated monomers utilizing alkyl sulfide terminated oligomers as emulsifiers and resulting product |
| DE1720530A1 (de) | 1967-01-25 | 1971-07-01 | Daicel Ltd | Verfahren zur Herstellung von Polymerisationsprodukten |
| NL7110795A (en, 2012) | 1970-08-10 | 1972-02-14 | ||
| US3959224A (en) | 1971-02-01 | 1976-05-25 | The Lubrizol Corporation | Water-soluble hydroxyalkylated and alkoxyalkylated compositions and the like derived from N-3-oxohydrocarbon-substituted acrylamides, and polymers thereof |
| US3960824A (en) | 1971-07-09 | 1976-06-01 | Celanese Coatings & Specialties Company | Mercaptan initiated polymerization process carried out in the presence of oxygen |
| DE2228063A1 (de) * | 1972-06-09 | 1973-12-20 | Hans Dipl Chem Dr Wilhelm | Verfahren zur herstellung von gegen ladungstraeger und saures medium flockungsstabilen, amidgruppen enthaltenden mischpolymerisaten |
| US3963684A (en) | 1972-06-29 | 1976-06-15 | The Dow Chemical Company | Vinyl benzyl ethers and nonionic water soluble thickening agents prepared therefrom |
| JPS5639331B2 (en, 2012) * | 1973-04-02 | 1981-09-12 | ||
| DE2458741A1 (de) | 1974-12-12 | 1976-06-16 | Hans Prof Dipl Chem Dr Wilhelm | Verfahren zur herstellung von wasserloeslichen, aminoendgruppen und amidseitengruppen enthaltenden polymerisaten |
| US4065607A (en) * | 1977-03-23 | 1977-12-27 | Pfizer Inc. | Terpolymers of maleic anhydride and their use as scale control agents |
| JPS53149292A (en) * | 1977-05-31 | 1978-12-26 | Sumitomo Chem Co Ltd | High-polymer ampholyte, its production and paper-strengthening agent and high-polymer coagulant containing the same as major ingredient |
| US4151144A (en) | 1977-11-18 | 1979-04-24 | Allied Colloids Limited | Gloss emulsion paint containing a binder latex and two copolymers which are salts or copolymers of unsaturated monocarboxylic acid and an unsaturated ester |
| GB2017159B (en) * | 1978-03-28 | 1982-08-18 | Allied Colloids Ltd | Thickeners |
| JPS54132693A (en) * | 1978-04-05 | 1979-10-15 | Sumitomo Chem Co Ltd | Paper strength-reinforcing resin emulsion |
-
1980
- 1980-09-08 US US06/185,080 patent/US4425469A/en not_active Expired - Lifetime
-
1981
- 1981-08-25 EP EP81303863A patent/EP0048094B1/en not_active Expired
- 1981-08-25 DE DE8181303863T patent/DE3174973D1/de not_active Expired
- 1981-08-25 NZ NZ198153A patent/NZ198153A/en unknown
- 1981-08-27 CA CA000384725A patent/CA1216999A/en not_active Expired
- 1981-08-28 ZA ZA815979A patent/ZA815979B/xx unknown
- 1981-09-02 GR GR65937A patent/GR75784B/el unknown
- 1981-09-03 AU AU74919/81A patent/AU551670B2/en not_active Ceased
- 1981-09-04 MX MX189060A patent/MX160879A/es unknown
- 1981-09-04 MX MX015295A patent/MX171895B/es unknown
- 1981-09-04 BR BR8105708A patent/BR8105708A/pt not_active IP Right Cessation
- 1981-09-04 TR TR21171A patent/TR21171A/xx unknown
- 1981-09-07 JP JP56140827A patent/JPS5778407A/ja active Granted
- 1981-09-07 IL IL63758A patent/IL63758A0/xx not_active IP Right Cessation
- 1981-09-07 KR KR1019810003332A patent/KR830007739A/ko not_active Abandoned
- 1981-09-08 ES ES505813A patent/ES505813A0/es active Granted
-
1990
- 1990-08-20 JP JP2218857A patent/JPH03137149A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| US4425469A (en) | 1984-01-10 |
| BR8105708A (pt) | 1982-05-25 |
| JPH0443944B2 (en, 2012) | 1992-07-20 |
| ES8302032A1 (es) | 1983-01-16 |
| DE3174973D1 (en) | 1986-08-28 |
| IL63758A0 (en) | 1981-12-31 |
| TR21171A (tr) | 1983-11-28 |
| ES505813A0 (es) | 1983-01-16 |
| GR75784B (en, 2012) | 1984-08-02 |
| CA1216999A (en) | 1987-01-20 |
| MX171895B (es) | 1993-11-22 |
| KR830007739A (ko) | 1983-11-07 |
| AU7491981A (en) | 1982-03-18 |
| JPH0413364B2 (en, 2012) | 1992-03-09 |
| EP0048094A1 (en) | 1982-03-24 |
| MX160879A (es) | 1990-06-07 |
| JPS5778407A (en) | 1982-05-17 |
| JPH03137149A (ja) | 1991-06-11 |
| EP0048094B1 (en) | 1986-07-23 |
| ZA815979B (en) | 1982-09-29 |
| AU551670B2 (en) | 1986-05-08 |
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