CA2648709A1 - Electrically neutral dispersions and method of preparing same - Google Patents
Electrically neutral dispersions and method of preparing same Download PDFInfo
- Publication number
- CA2648709A1 CA2648709A1 CA002648709A CA2648709A CA2648709A1 CA 2648709 A1 CA2648709 A1 CA 2648709A1 CA 002648709 A CA002648709 A CA 002648709A CA 2648709 A CA2648709 A CA 2648709A CA 2648709 A1 CA2648709 A1 CA 2648709A1
- Authority
- CA
- Canada
- Prior art keywords
- dispersion
- polymer
- monomers
- nonionic
- nonionic surfactant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000006185 dispersion Substances 0.000 title claims abstract description 120
- 238000000034 method Methods 0.000 title claims abstract description 118
- 230000007935 neutral effect Effects 0.000 title claims abstract description 33
- 239000000178 monomer Substances 0.000 claims abstract description 157
- 239000004815 dispersion polymer Substances 0.000 claims abstract description 104
- 229920000642 polymer Polymers 0.000 claims abstract description 99
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 80
- 239000004094 surface-active agent Substances 0.000 claims abstract description 33
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 30
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 29
- 229920006254 polymer film Polymers 0.000 claims abstract description 22
- 239000003792 electrolyte Substances 0.000 claims abstract description 15
- 239000000843 powder Substances 0.000 claims abstract description 11
- 239000002563 ionic surfactant Substances 0.000 claims abstract 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 66
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 63
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 56
- 229920000126 latex Polymers 0.000 claims description 47
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 41
- 239000002245 particle Substances 0.000 claims description 34
- 230000008569 process Effects 0.000 claims description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 31
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- 125000005233 alkylalcohol group Chemical group 0.000 claims description 27
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 20
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 19
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 claims description 16
- 229940087291 tridecyl alcohol Drugs 0.000 claims description 16
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 15
- 238000001694 spray drying Methods 0.000 claims description 11
- 239000002280 amphoteric surfactant Substances 0.000 claims description 8
- 238000001704 evaporation Methods 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 239000003995 emulsifying agent Substances 0.000 claims description 5
- 238000004108 freeze drying Methods 0.000 claims description 5
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 4
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- 239000000839 emulsion Substances 0.000 description 30
- ZMWAXVAETNTVAT-UHFFFAOYSA-N 7-n,8-n,5-triphenylphenazin-5-ium-2,3,7,8-tetramine;chloride Chemical compound [Cl-].C=1C=CC=CC=1NC=1C=C2[N+](C=3C=CC=CC=3)=C3C=C(N)C(N)=CC3=NC2=CC=1NC1=CC=CC=C1 ZMWAXVAETNTVAT-UHFFFAOYSA-N 0.000 description 25
- 239000000203 mixture Substances 0.000 description 23
- 125000002091 cationic group Chemical group 0.000 description 21
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 19
- 238000007720 emulsion polymerization reaction Methods 0.000 description 18
- 239000000243 solution Substances 0.000 description 16
- 239000003945 anionic surfactant Substances 0.000 description 15
- 239000007787 solid Substances 0.000 description 15
- 125000000129 anionic group Chemical group 0.000 description 14
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 14
- 229920006317 cationic polymer Polymers 0.000 description 14
- 239000003093 cationic surfactant Substances 0.000 description 14
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- 238000006243 chemical reaction Methods 0.000 description 11
- 239000007864 aqueous solution Substances 0.000 description 10
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 9
- 239000004793 Polystyrene Substances 0.000 description 9
- 239000010426 asphalt Substances 0.000 description 9
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- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 9
- 230000009102 absorption Effects 0.000 description 8
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- 229920000867 polyelectrolyte Polymers 0.000 description 8
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 7
- 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 7
- 239000000084 colloidal system Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 229960001484 edetic acid Drugs 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 7
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 7
- 229920003048 styrene butadiene rubber Polymers 0.000 description 7
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 7
- 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 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 239000002174 Styrene-butadiene Substances 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 230000004048 modification Effects 0.000 description 6
- 238000012986 modification Methods 0.000 description 6
- 230000001681 protective effect Effects 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 5
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- 230000015271 coagulation Effects 0.000 description 5
- 238000005345 coagulation Methods 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
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- 238000005507 spraying Methods 0.000 description 5
- 239000011115 styrene butadiene Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 4
- 239000012467 final product Substances 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 4
- 229940001584 sodium metabisulfite Drugs 0.000 description 4
- 235000010262 sodium metabisulphite Nutrition 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
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- 238000007792 addition Methods 0.000 description 3
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- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000003139 biocide Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000000872 buffer Substances 0.000 description 3
- 239000001110 calcium chloride Substances 0.000 description 3
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- 239000012986 chain transfer agent Substances 0.000 description 3
- 238000012864 cross contamination Methods 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
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- 229920001084 poly(chloroprene) Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000004513 sizing Methods 0.000 description 3
- 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 2
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- 239000001692 EU approved anti-caking agent Substances 0.000 description 2
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- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004147 Sorbitan trioleate Substances 0.000 description 2
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 description 2
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- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
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- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000004808 allyl alcohols Chemical class 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 239000012874 anionic emulsifier Substances 0.000 description 1
- 229920001448 anionic polyelectrolyte Polymers 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000004106 carminic acid Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000013626 chemical specie Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000001687 destabilization Effects 0.000 description 1
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- 238000002296 dynamic light scattering Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 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
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 description 1
- ZQXSMRAEXCEDJD-UHFFFAOYSA-N n-ethenylformamide Chemical compound C=CNC=O ZQXSMRAEXCEDJD-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 150000004028 organic sulfates Chemical class 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical class C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 1
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 239000000249 polyoxyethylene sorbitan monopalmitate Substances 0.000 description 1
- 235000010483 polyoxyethylene sorbitan monopalmitate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Substances [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 1
- YNJORDSKPXMABC-UHFFFAOYSA-M sodium;2-hydroxypropane-2-sulfonate Chemical compound [Na+].CC(C)(O)S([O-])(=O)=O YNJORDSKPXMABC-UHFFFAOYSA-M 0.000 description 1
- 229940035044 sorbitan monolaurate Drugs 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 150000003445 sucroses Chemical class 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003892 tartrate salts Chemical class 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
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000001131 transforming effect Effects 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/08—Copolymers of styrene
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
- C08F2/24—Emulsion polymerisation with the aid of emulsifying agents
- C08F2/30—Emulsion polymerisation with the aid of emulsifying agents non-ionic
-
- 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
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/003—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Paints Or Removers (AREA)
- Paper (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/400,623 US20070238825A1 (en) | 2006-04-07 | 2006-04-07 | Electrically neutral dispersion |
| US11/399,816 US20070238823A1 (en) | 2006-04-07 | 2006-04-07 | Electrically neutral dispersions and method of preparing same |
| US11/400,623 | 2006-04-07 | ||
| US11/399,816 | 2006-04-07 | ||
| PCT/US2007/065934 WO2007118111A1 (en) | 2006-04-07 | 2007-04-04 | Electrically neutral dispersions and method of preparing same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2648709A1 true CA2648709A1 (en) | 2007-10-18 |
Family
ID=38324131
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002648709A Abandoned CA2648709A1 (en) | 2006-04-07 | 2007-04-04 | Electrically neutral dispersions and method of preparing same |
Country Status (8)
| Country | Link |
|---|---|
| US (4) | US8217111B2 (https=) |
| EP (1) | EP2007818B1 (https=) |
| JP (1) | JP5599188B2 (https=) |
| AU (1) | AU2007234817B2 (https=) |
| CA (1) | CA2648709A1 (https=) |
| ES (1) | ES2614638T3 (https=) |
| PT (1) | PT2007818T (https=) |
| WO (1) | WO2007118111A1 (https=) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2066702A1 (de) * | 2006-09-20 | 2009-06-10 | Basf Se | Teilchen enthaltend polymeradditive |
| US9657112B2 (en) * | 2009-07-02 | 2017-05-23 | Basf Se | Co-agglomerated latex polymer dispersions and methods of preparing and using same |
| PL2627681T3 (pl) * | 2010-10-14 | 2019-03-29 | Basf Se | Kompozycje asfaltowe modyfikowane polimerem |
| EP2791246A4 (en) * | 2011-10-06 | 2016-07-06 | Pmb Technologies Pty Ltd | SURFACE STABILIZER AND USES THEREOF |
| AU2013100947B4 (en) * | 2011-10-06 | 2013-11-07 | Pmb Technologies Pty Ltd | Surface Stabliser and Uses Thereof |
| US9469786B2 (en) | 2012-02-03 | 2016-10-18 | Basf Se | Compositions comprising asphalt and electrically neutral copolymer dispersions |
| CN104114593B (zh) * | 2012-02-07 | 2018-01-23 | 株式会社钟化 | 固化性树脂用韧性改性剂和固化性树脂组合物 |
| US20140039101A1 (en) * | 2012-08-03 | 2014-02-06 | Asian Paints Ltd. | Synergistic Emulsion Polymer Formulation and Aqueous Coating/ Paint Compositions Involving the Same |
| JP6415132B2 (ja) * | 2014-06-25 | 2018-10-31 | ジャパンコーティングレジン株式会社 | ポリマーエマルジョンの製造方法およびそれにより得られるポリマーエマルジョン、ならびに中空粒子の製造方法およびそれにより得られる中空粒子 |
| WO2017178422A1 (en) * | 2016-04-14 | 2017-10-19 | Basf Se | A process for modifying polymer particles of an aqueous polymer dispersion, an aqueous polymer dispersion obtainable by said process, a redispersible polymer powder, and a composition comprising the redispersible polymer powder |
| CN107540782B (zh) * | 2016-06-27 | 2020-10-02 | 威县双赢化工有限公司 | 乳化沥青专用防水乳液及其制备工艺 |
| KR102244956B1 (ko) | 2017-11-16 | 2021-04-27 | 주식회사 엘지화학 | 그라프트 공중합체의 제조방법 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USRE24906E (en) * | 1955-11-18 | 1960-12-13 | Pressure-sensitive adhesive sheet material | |
| US3622531A (en) * | 1961-12-28 | 1971-11-23 | Air Prod & Chem | Stable aqueous vinyl acetate polymer emulsions and process for preparing same |
| US3410711A (en) * | 1963-11-22 | 1968-11-12 | Oxford Paper Co | Transfer sheet and copy sheet systems and method of making |
| US3736285A (en) * | 1968-04-23 | 1973-05-29 | Engelhard Min & Chem | Aqueous coating composition containing partially rehydrated metakaolin pigment and neutral latex |
| US4337185A (en) * | 1980-06-23 | 1982-06-29 | The Dow Chemical Company | Process for making cationic structured particle latexes using reactive polymeric surfactants |
| US4440816A (en) | 1980-07-14 | 1984-04-03 | Owens-Corning Fiberglas Corporation | Rubber-modified asphalt composition |
| JPS59152971A (ja) * | 1983-02-18 | 1984-08-31 | Daicel Chem Ind Ltd | 高固形分ラテックスの製造法 |
| DE3344354A1 (de) | 1983-12-08 | 1985-06-13 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von waessrigen polyacrylat-copolymer-dispersionen und ihre verwendung bei der zurichtung von leder |
| US4632960A (en) * | 1984-08-17 | 1986-12-30 | Japan Synthetic Rubber Co., Ltd. | Resin composition comprising a thermosetting resin component and a functional, rubbery copolymer component |
| US4596834A (en) * | 1985-02-14 | 1986-06-24 | The Babcock & Wilcox Company | Water resistant foamed product prepared from a latex, a mineral acid, hydraulic cement, filler, aggregate and stabilizer |
| US5202375A (en) * | 1989-07-28 | 1993-04-13 | Rohm And Haas Company | Water-resistant polymeric emulsions |
| US5424122A (en) * | 1991-12-09 | 1995-06-13 | Minnesota Mining And Manufacturing Company | Nonionic, Ph-neutral pressure sensitive adhesive |
| DE19503099A1 (de) | 1994-02-11 | 1995-08-17 | Basf Ag | Verfahren zur Herstellung wäßriger Polymerisatdispersionen nach der Methode der radikalischen wäßrigen Emulsionspolymerisation in Gegenwart eines nichtionischen Emulgators |
| FR2737658B1 (fr) * | 1995-08-11 | 2000-03-10 | Oreal | Composition cosmetique comprenant une dispersion aqueuse de polymere non ionique, utilisation et procede |
| DE19542077A1 (de) * | 1995-11-11 | 1997-05-15 | Basf Ag | Verwendung einer wäßrigen Polymerisatdispersion zur Herstellung von Wasserdampfsperren |
| US5874498A (en) * | 1996-03-11 | 1999-02-23 | Air Products And Chemicals, Inc. | Vinyl acetate emulsions for high scrub paints |
| DE19621574A1 (de) * | 1996-05-29 | 1997-12-04 | Basf Ag | Bindemittel für emissionsarme Beschichtungsmassen |
| EP0927208B1 (de) * | 1996-09-09 | 2002-01-02 | Basf Aktiengesellschaft | Verfahren zur herstellung wässriger polymerisatdispersionen |
| JP2000017007A (ja) * | 1998-04-28 | 2000-01-18 | Tokuyama Sekisui Ind Corp | 塩化ビニル系樹脂の製造方法 |
| JPH11343184A (ja) | 1998-05-28 | 1999-12-14 | Toagosei Co Ltd | 湿潤したコンクリート構造物の劣化防止工法 |
| US6818685B1 (en) * | 1998-07-09 | 2004-11-16 | W. R. Grace & Co. -Conn. | Ink-receptive coatings and recording medium prepared therefrom |
| US6762269B1 (en) * | 1998-08-13 | 2004-07-13 | National Starch And Chemical Investment Holding Corporation | High temperature viscosity stable thickener |
| DE19857897A1 (de) * | 1998-12-15 | 2000-06-21 | Basf Ag | Verfahren zur Herstellung wäßriger Polymerdispersionen |
| JP4046451B2 (ja) * | 1999-02-04 | 2008-02-13 | 水谷ペイント株式会社 | 水性分散体およびその製造方法並びに塗料組成物 |
| JP2001335721A (ja) * | 2000-05-25 | 2001-12-04 | Mizutani Paint Co Ltd | コロイド状微粒子及びその製造方法並びにコーティング組成物 |
| JP2002097214A (ja) * | 2000-09-25 | 2002-04-02 | Hitachi Chem Co Ltd | ポリスチレン系ラテックスの製造方法及びポリスチレン系ラテックス |
| US6706787B1 (en) | 2000-12-05 | 2004-03-16 | Flex Products, Inc. | Method for preparing asphalt/polymer emulsion-rubber paving composition |
| JP4536251B2 (ja) * | 2000-12-08 | 2010-09-01 | 花王株式会社 | 乳化重合用界面活性剤組成物 |
| US6540822B2 (en) * | 2001-03-20 | 2003-04-01 | Akzo Nobel N.V. | Polybetaines as asphalt emulsifiers |
| US20040106725A1 (en) * | 2001-05-08 | 2004-06-03 | Basf Ag | Active small diameter polystyrene seed latex for continuous emulsion polymerization |
| DE10158652A1 (de) * | 2001-11-30 | 2003-06-12 | Basf Ag | Wäßrige Polymerisatdispersion und ihre Verwendung als Wasserdampfsperre |
| US20030215286A1 (en) * | 2002-05-14 | 2003-11-20 | Koichi Takamura | Polymer modified asphalt emulsions for treatment of road surfaces |
| US7297204B2 (en) | 2004-02-18 | 2007-11-20 | Meadwestvaco Corporation | Water-in-oil bituminous dispersions and methods for producing paving compositions from the same |
| US20070238820A1 (en) * | 2006-04-07 | 2007-10-11 | Basf Ag | Polymer dispersion and method of using same as a water vapor barrier |
-
2007
- 2007-04-04 CA CA002648709A patent/CA2648709A1/en not_active Abandoned
- 2007-04-04 US US12/296,421 patent/US8217111B2/en active Active
- 2007-04-04 WO PCT/US2007/065934 patent/WO2007118111A1/en not_active Ceased
- 2007-04-04 AU AU2007234817A patent/AU2007234817B2/en not_active Ceased
- 2007-04-04 ES ES07760076.5T patent/ES2614638T3/es active Active
- 2007-04-04 PT PT77600765T patent/PT2007818T/pt unknown
- 2007-04-04 JP JP2009504441A patent/JP5599188B2/ja not_active Expired - Fee Related
- 2007-04-04 EP EP07760076.5A patent/EP2007818B1/en not_active Not-in-force
-
2011
- 2011-12-09 US US13/315,963 patent/US8410211B2/en not_active Expired - Lifetime
-
2012
- 2012-07-10 US US13/545,677 patent/US8383722B2/en not_active Expired - Lifetime
-
2013
- 2013-03-29 US US13/853,170 patent/US9290651B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US20120277374A1 (en) | 2012-11-01 |
| AU2007234817B2 (en) | 2012-03-29 |
| EP2007818B1 (en) | 2016-11-09 |
| PT2007818T (pt) | 2017-02-15 |
| ES2614638T3 (es) | 2017-06-01 |
| US8383722B2 (en) | 2013-02-26 |
| US20090298998A1 (en) | 2009-12-03 |
| US8217111B2 (en) | 2012-07-10 |
| WO2007118111A1 (en) | 2007-10-18 |
| JP2009533495A (ja) | 2009-09-17 |
| US9290651B2 (en) | 2016-03-22 |
| US8410211B2 (en) | 2013-04-02 |
| AU2007234817A1 (en) | 2007-10-18 |
| US20120077909A1 (en) | 2012-03-29 |
| EP2007818A1 (en) | 2008-12-31 |
| US20130253133A1 (en) | 2013-09-26 |
| JP5599188B2 (ja) | 2014-10-01 |
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