ES2770765T3 - Polímero catiónico con una distribución de peso molecular al menos bimodal - Google Patents
Polímero catiónico con una distribución de peso molecular al menos bimodal Download PDFInfo
- Publication number
- ES2770765T3 ES2770765T3 ES17702017T ES17702017T ES2770765T3 ES 2770765 T3 ES2770765 T3 ES 2770765T3 ES 17702017 T ES17702017 T ES 17702017T ES 17702017 T ES17702017 T ES 17702017T ES 2770765 T3 ES2770765 T3 ES 2770765T3
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- Prior art keywords
- cationic polymer
- monomer
- polymerization
- weight
- cationic
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- 229920006317 cationic polymer Polymers 0.000 title claims abstract description 161
- 238000009826 distribution Methods 0.000 title claims abstract description 23
- 230000002902 bimodal effect Effects 0.000 title claims abstract description 13
- 239000000178 monomer Substances 0.000 claims abstract description 200
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 101
- 229920000642 polymer Polymers 0.000 claims abstract description 67
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 53
- 125000002091 cationic group Chemical group 0.000 claims abstract description 43
- 238000004062 sedimentation Methods 0.000 claims abstract description 41
- 239000004971 Cross linker Substances 0.000 claims abstract description 30
- 150000001875 compounds Chemical class 0.000 claims abstract description 27
- 239000012986 chain transfer agent Substances 0.000 claims abstract description 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 14
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 7
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 claims abstract description 5
- 239000003921 oil Substances 0.000 claims description 73
- 239000012071 phase Substances 0.000 claims description 73
- 239000000203 mixture Substances 0.000 claims description 71
- -1 allyl acrylates Chemical class 0.000 claims description 47
- 239000003381 stabilizer Substances 0.000 claims description 42
- 239000008346 aqueous phase Substances 0.000 claims description 36
- 239000006185 dispersion Substances 0.000 claims description 31
- 239000012190 activator Substances 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 30
- 125000004432 carbon atom Chemical group C* 0.000 claims description 27
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 239000007762 w/o emulsion Substances 0.000 claims description 26
- 238000007720 emulsion polymerization reaction Methods 0.000 claims description 24
- 239000003999 initiator Substances 0.000 claims description 24
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims description 24
- 238000009835 boiling Methods 0.000 claims description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 239000002562 thickening agent Substances 0.000 claims description 19
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 13
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 12
- 230000008021 deposition Effects 0.000 claims description 12
- 235000019253 formic acid Nutrition 0.000 claims description 12
- 230000002209 hydrophobic effect Effects 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 10
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 8
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 7
- 229930006000 Sucrose Natural products 0.000 claims description 7
- 239000005720 sucrose Substances 0.000 claims description 7
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 6
- KNSXNCFKSZZHEA-UHFFFAOYSA-N [3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C KNSXNCFKSZZHEA-UHFFFAOYSA-N 0.000 claims description 6
- 238000005516 engineering process Methods 0.000 claims description 6
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 claims description 5
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 5
- 229910001379 sodium hypophosphite Inorganic materials 0.000 claims description 5
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical group C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 4
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 claims description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 4
- FYRWKWGEFZTOQI-UHFFFAOYSA-N 3-prop-2-enoxy-2,2-bis(prop-2-enoxymethyl)propan-1-ol Chemical compound C=CCOCC(CO)(COCC=C)COCC=C FYRWKWGEFZTOQI-UHFFFAOYSA-N 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 125000005399 allylmethacrylate group Chemical group 0.000 claims description 3
- 239000008139 complexing agent Substances 0.000 claims description 3
- 239000004815 dispersion polymer Substances 0.000 claims description 3
- 150000002170 ethers Chemical class 0.000 claims description 3
- 238000012688 inverse emulsion polymerization Methods 0.000 claims description 3
- 229920000151 polyglycol Polymers 0.000 claims description 3
- 239000010695 polyglycol Substances 0.000 claims description 3
- 229920005862 polyol Polymers 0.000 claims description 3
- 150000003077 polyols Chemical class 0.000 claims description 3
- FZGFBJMPSHGTRQ-UHFFFAOYSA-M trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride Chemical group [Cl-].C[N+](C)(C)CCOC(=O)C=C FZGFBJMPSHGTRQ-UHFFFAOYSA-M 0.000 claims description 3
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 claims description 2
- LVKKFNORSNCNPP-UHFFFAOYSA-N 2,2-bis(prop-2-enoylamino)acetic acid Chemical compound C=CC(=O)NC(C(=O)O)NC(=O)C=C LVKKFNORSNCNPP-UHFFFAOYSA-N 0.000 claims description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical group S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical group C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
- 125000004386 diacrylate group Chemical group 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 150000002334 glycols Chemical class 0.000 claims description 2
- 235000014655 lactic acid Nutrition 0.000 claims description 2
- 239000004310 lactic acid Substances 0.000 claims description 2
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical class O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- 229920003169 water-soluble polymer Polymers 0.000 abstract description 4
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 abstract description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 239000002904 solvent Substances 0.000 description 63
- 239000007864 aqueous solution Substances 0.000 description 50
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 42
- 239000000839 emulsion Substances 0.000 description 33
- 150000002191 fatty alcohols Chemical class 0.000 description 30
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 28
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 27
- 238000002156 mixing Methods 0.000 description 26
- 239000000243 solution Substances 0.000 description 26
- 239000004744 fabric Substances 0.000 description 24
- 229910052757 nitrogen Inorganic materials 0.000 description 22
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 21
- 235000014113 dietary fatty acids Nutrition 0.000 description 21
- 229930195729 fatty acid Natural products 0.000 description 21
- 239000000194 fatty acid Substances 0.000 description 21
- 239000000047 product Substances 0.000 description 21
- 239000003995 emulsifying agent Substances 0.000 description 20
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 20
- 229940001584 sodium metabisulfite Drugs 0.000 description 20
- 235000010262 sodium metabisulphite Nutrition 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 19
- 238000009472 formulation Methods 0.000 description 19
- 150000003254 radicals Chemical class 0.000 description 19
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 17
- 150000004665 fatty acids Chemical class 0.000 description 17
- 150000002430 hydrocarbons Chemical class 0.000 description 16
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 15
- 229920001577 copolymer Polymers 0.000 description 15
- OPJWPPVYCOPDCM-UHFFFAOYSA-N 2-ethylhexyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CC)CCCC OPJWPPVYCOPDCM-UHFFFAOYSA-N 0.000 description 13
- 239000004215 Carbon black (E152) Substances 0.000 description 13
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 13
- 239000002979 fabric softener Substances 0.000 description 13
- 229930195733 hydrocarbon Natural products 0.000 description 13
- 238000002360 preparation method Methods 0.000 description 13
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- 239000002736 nonionic surfactant Substances 0.000 description 12
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 12
- LQPLDXQVILYOOL-UHFFFAOYSA-I pentasodium;2-[bis[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC(=O)[O-])CCN(CC([O-])=O)CC([O-])=O LQPLDXQVILYOOL-UHFFFAOYSA-I 0.000 description 12
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 11
- 239000004094 surface-active agent Substances 0.000 description 11
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 10
- 229920001296 polysiloxane Polymers 0.000 description 10
- 150000003333 secondary alcohols Chemical class 0.000 description 10
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 10
- 150000001298 alcohols Chemical class 0.000 description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
- 229910052760 oxygen Inorganic materials 0.000 description 9
- 239000001301 oxygen Substances 0.000 description 9
- 229940031709 peg-30-dipolyhydroxystearate Drugs 0.000 description 9
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- 238000012360 testing method Methods 0.000 description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 8
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- 239000003945 anionic surfactant Substances 0.000 description 8
- 230000008901 benefit Effects 0.000 description 8
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- WQHCGPGATAYRLN-UHFFFAOYSA-N chloromethane;2-(dimethylamino)ethyl prop-2-enoate Chemical compound ClC.CN(C)CCOC(=O)C=C WQHCGPGATAYRLN-UHFFFAOYSA-N 0.000 description 8
- 239000012467 final product Substances 0.000 description 8
- 229930182478 glucoside Natural products 0.000 description 8
- 229920001223 polyethylene glycol Polymers 0.000 description 8
- 239000012966 redox initiator Substances 0.000 description 8
- 238000005292 vacuum distillation Methods 0.000 description 8
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- 239000001257 hydrogen Substances 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
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- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 6
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- 125000000129 anionic group Chemical group 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 6
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000003786 synthesis reaction Methods 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 5
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 5
- 239000013011 aqueous formulation Substances 0.000 description 5
- 235000010323 ascorbic acid Nutrition 0.000 description 5
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- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
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- 150000003839 salts Chemical class 0.000 description 5
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 5
- 235000000346 sugar Nutrition 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
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- 150000001340 alkali metals Chemical class 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
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- 230000000052 comparative effect Effects 0.000 description 4
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- 229940050176 methyl chloride Drugs 0.000 description 4
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 4
- 230000000087 stabilizing effect Effects 0.000 description 4
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- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 3
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 3
- RCEJCSULJQNRQQ-UHFFFAOYSA-N 2-methylbutanenitrile Chemical compound CCC(C)C#N RCEJCSULJQNRQQ-UHFFFAOYSA-N 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 3
- 239000004147 Sorbitan trioleate Substances 0.000 description 3
- 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 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
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- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
- 125000005599 alkyl carboxylate group Chemical group 0.000 description 3
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- 229910021641 deionized water Inorganic materials 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- 150000008131 glucosides Chemical group 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000007800 oxidant agent Substances 0.000 description 3
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- 230000009467 reduction Effects 0.000 description 3
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- 159000000000 sodium salts Chemical class 0.000 description 3
- 235000019337 sorbitan trioleate Nutrition 0.000 description 3
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- 238000006277 sulfonation reaction Methods 0.000 description 3
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 3
- BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 description 2
- VMAWODUEPLAHOE-UHFFFAOYSA-N 2,4,6,8-tetrakis(ethenyl)-2,4,6,8-tetramethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound C=C[Si]1(C)O[Si](C)(C=C)O[Si](C)(C=C)O[Si](C)(C=C)O1 VMAWODUEPLAHOE-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 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 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
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Classifications
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- C08L39/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
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- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2308/00—Chemical blending or stepwise polymerisation process with the same catalyst
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Dispersion Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16152583 | 2016-01-25 | ||
| PCT/EP2017/050830 WO2017129435A1 (en) | 2016-01-25 | 2017-01-16 | Cationic polymer with an at least bimodal molecular weight distribution |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2770765T3 true ES2770765T3 (es) | 2020-07-03 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES17702017T Active ES2770765T3 (es) | 2016-01-25 | 2017-01-16 | Polímero catiónico con una distribución de peso molecular al menos bimodal |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US10745494B2 (https=) |
| EP (1) | EP3408302B1 (https=) |
| JP (1) | JP2019505658A (https=) |
| KR (1) | KR20180103920A (https=) |
| CN (1) | CN108495868B (https=) |
| BR (1) | BR112018015027B1 (https=) |
| CA (1) | CA3010417A1 (https=) |
| ES (1) | ES2770765T3 (https=) |
| MX (1) | MX376893B (https=) |
| PL (1) | PL3408302T3 (https=) |
| RU (1) | RU2735320C2 (https=) |
| WO (1) | WO2017129435A1 (https=) |
Families Citing this family (6)
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| CN108602902B (zh) | 2016-01-25 | 2021-06-04 | 巴斯夫欧洲公司 | 得到具有至少双峰分子量分布的阳离子聚合物的方法 |
| CN109627380B (zh) * | 2018-12-11 | 2021-09-07 | 广州天赐高新材料股份有限公司 | 一种阳离子反相乳液增稠剂及其制备方法 |
| CN113853425A (zh) | 2019-06-21 | 2021-12-28 | 埃科莱布美国股份有限公司 | 固化非离子表面活性剂 |
| CN113861351B (zh) * | 2020-06-30 | 2024-07-02 | 中国石油化工股份有限公司 | 抗高盐聚丙烯酰胺共聚物及其制备方法和应用 |
| CN117126326B (zh) * | 2023-06-01 | 2025-10-21 | 中海油(天津)油田化工有限公司 | 一种高亲油超低粘度的阳离子乳液聚合物清水剂及其制备方法 |
| EP4716777A2 (en) * | 2023-06-28 | 2026-04-01 | Kemira Oyj | Use of amphoteric emulsion polymers with strength resins as retention and drainage aids |
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| US5578682A (en) * | 1995-05-25 | 1996-11-26 | Exxon Chemical Patents Inc. | Bimodalization of polymer molecular weight distribution |
| WO1998014405A1 (en) * | 1996-10-03 | 1998-04-09 | Cytec Technology Corp. | Aqueous dispersions |
| JP3221851B2 (ja) * | 1997-06-11 | 2001-10-22 | 花王株式会社 | カチオン性基含有共重合体及び増粘剤 |
| US6258504B1 (en) * | 1999-10-13 | 2001-07-10 | Nashua Corporation | Toner containing resin prepared by a combination of emulsion followed by suspension polymerization |
| DE10059824A1 (de) * | 2000-12-01 | 2002-06-13 | Clariant Gmbh | Elektrolythaltige kosmetische, pharmazeutische und dermatologische Mittel |
| US6864223B2 (en) | 2000-12-27 | 2005-03-08 | Colgate-Palmolive Company | Thickened fabric conditioners |
| US7452854B2 (en) | 2002-06-04 | 2008-11-18 | Ciba Specialty Chemicals Corporation | Aqueous fabric softener formulations comprising copolymers of cationic acrylates and N-alkyl acrylamides |
| BR0312850B1 (pt) * | 2002-07-22 | 2013-06-04 | processo para espessar uma composiÇço condicionadora de cabelo À base de Água e/ou àleo, uso de um copolÍmero, e composiÇço para tratamento pessoal À base de àleo/Água. | |
| MY135458A (en) * | 2002-08-15 | 2008-04-30 | Ciba Spec Chem Water Treat Ltd | High molecular weight cationic polymers obtained by post-polymerization cross-linking reaction |
| JP4673064B2 (ja) * | 2002-11-29 | 2011-04-20 | チバ ホールディング インコーポレーテッド | ホモポリマー及び／又はコポリマーを含む水性組成物 |
| FR2879607B1 (fr) | 2004-12-16 | 2007-03-30 | Seppic Sa | Nouveaux latex inverse concentre, procede pour sa preparation, et utilisation dans l'industrie |
| RU2394846C2 (ru) * | 2004-12-28 | 2010-07-20 | Акцо Нобель Н.В. | Дисперсия полимера и способ получения дисперсии полимера |
| US7639737B2 (en) | 2006-04-27 | 2009-12-29 | Rambus Inc. | Adaptive equalization using correlation of edge samples with data patterns |
| MX300451B (es) * | 2009-01-06 | 2012-06-19 | Spcm Sa | Nuevos espesadores polimericos cationicos. |
| ES2412782T3 (es) | 2009-01-06 | 2013-07-12 | Unilever Nv | Mejoras relacionadas con acondicionadores de materiales textiles |
| PH12014500893A1 (en) | 2011-11-11 | 2014-02-06 | Basf Se | Thickener containing at least one cationic polymer which can be obtained by inverse emulsion poylmerisation. |
| US9200242B2 (en) * | 2011-11-11 | 2015-12-01 | Basf Se | Thickener comprising at least one cationic polymer |
| PH12014500895A1 (en) * | 2011-11-11 | 2014-02-06 | Basf Se | Thickener containing at least one cationic polymer |
| CA2870653A1 (en) * | 2012-05-21 | 2013-11-28 | Basf Se | Inverse dispersion comprising a cationic polymer and a stabilizing agent |
| WO2013177141A2 (en) * | 2012-05-21 | 2013-11-28 | The Procter & Gamble Company | Fabric treatment compositions |
| US9102900B2 (en) * | 2012-05-21 | 2015-08-11 | Basf Se | Inverse dispersion comprising a cationic polymer and a stabilizing agent |
| US9390112B1 (en) | 2013-11-22 | 2016-07-12 | Groupon, Inc. | Automated dynamic data quality assessment |
| WO2016074142A1 (en) | 2014-11-11 | 2016-05-19 | The Procter & Gamble Company | Detergent or cleaning compositions with improved sudsing profile |
| WO2016127387A1 (en) | 2015-02-13 | 2016-08-18 | The Procter & Gamble Company | Cleaning compositions containing alkyl sulfate surfactants and cationic polymer for holistic improvement of sudsing profile |
| EP3122856A1 (en) | 2014-03-26 | 2017-02-01 | The Procter & Gamble Company | Cleaning compositions containing cationic polymers, and methods of making and using same |
| WO2015143644A1 (en) | 2014-03-26 | 2015-10-01 | The Procter & Gamble Company | Cleaning compositions containing cationic polymers, and methods of making and using same |
| WO2015143645A1 (en) | 2014-03-26 | 2015-10-01 | The Procter & Gamble Company | Cleaning compositions containing cationic polymers, and methods of making and using same |
| BR112017001175A2 (pt) | 2014-07-23 | 2018-01-30 | Basf Se | dispersão inversa, processo para a fabricação de uma dispersão inversa, e, uso da dispersão inversa |
| EP3172298B1 (en) * | 2014-07-23 | 2019-01-02 | The Procter and Gamble Company | Fabric and home care treatment compositions |
| EP3172308A1 (en) | 2014-07-23 | 2017-05-31 | The Procter and Gamble Company | Fabric and/or home care compositions |
| EP3172301B1 (en) | 2014-07-23 | 2019-01-02 | The Procter and Gamble Company | Fabric and home care treatment compositions |
| CA2952990C (en) | 2014-07-23 | 2020-04-28 | The Procter & Gamble Company | Treatment compositions |
| WO2016014732A1 (en) | 2014-07-23 | 2016-01-28 | The Procter & Gamble Company | Fabric and home care treatment compositions |
| MX2017000976A (es) | 2014-07-23 | 2017-04-27 | Procter & Gamble | Composiciones de tratamiento. |
| EP3172302B1 (en) | 2014-07-23 | 2019-01-16 | The Procter & Gamble Company | Fabric and home care treatment compositions |
| WO2016032995A1 (en) | 2014-08-27 | 2016-03-03 | The Procter & Gamble Company | Method of treating a fabric |
| JP6672266B2 (ja) | 2014-08-27 | 2020-03-25 | ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ | カチオン性ポリマーを含む洗剤組成物 |
| EP3186349B1 (en) | 2014-08-27 | 2019-09-25 | The Procter and Gamble Company | Detergent composition comprising a cationic polymer |
| JP6502472B2 (ja) | 2014-08-27 | 2019-04-17 | ザ プロクター アンド ギャンブル カンパニー | 洗剤組成物の調製方法 |
| RU2560177C1 (ru) * | 2014-10-16 | 2015-08-20 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Волгоградский государственный технический университет" (ВолгГТУ) | Способ получения водорастворимых полимеров на основе четвертичных солей диметиламиноэтилметакрилата |
| ES2814152T3 (es) | 2014-11-18 | 2021-03-26 | Basf Se | Modificador de reología |
| CN108602902B (zh) * | 2016-01-25 | 2021-06-04 | 巴斯夫欧洲公司 | 得到具有至少双峰分子量分布的阳离子聚合物的方法 |
| US10689600B2 (en) | 2016-01-25 | 2020-06-23 | The Procter & Gamble Company | Treatment compositions |
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2017
- 2017-01-16 BR BR112018015027-4A patent/BR112018015027B1/pt not_active IP Right Cessation
- 2017-01-16 RU RU2018130705A patent/RU2735320C2/ru active
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- 2017-01-16 US US16/072,321 patent/US10745494B2/en active Active
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- 2017-01-16 WO PCT/EP2017/050830 patent/WO2017129435A1/en not_active Ceased
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- 2017-01-16 JP JP2018557197A patent/JP2019505658A/ja active Pending
- 2017-01-16 CN CN201780007894.9A patent/CN108495868B/zh active Active
- 2017-01-16 CA CA3010417A patent/CA3010417A1/en not_active Abandoned
- 2017-01-16 KR KR1020187021428A patent/KR20180103920A/ko not_active Withdrawn
Also Published As
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| CN108495868A (zh) | 2018-09-04 |
| MX2018009118A (es) | 2018-09-10 |
| RU2018130705A (ru) | 2020-02-27 |
| JP2019505658A (ja) | 2019-02-28 |
| RU2018130705A3 (https=) | 2020-04-02 |
| US10745494B2 (en) | 2020-08-18 |
| US20190315890A1 (en) | 2019-10-17 |
| CN108495868B (zh) | 2021-03-19 |
| EP3408302B1 (en) | 2019-11-13 |
| BR112018015027B1 (pt) | 2022-08-02 |
| BR112018015027A2 (pt) | 2018-12-18 |
| PL3408302T3 (pl) | 2020-06-01 |
| CA3010417A1 (en) | 2017-08-03 |
| RU2735320C2 (ru) | 2020-10-30 |
| EP3408302A1 (en) | 2018-12-05 |
| KR20180103920A (ko) | 2018-09-19 |
| MX376893B (es) | 2025-03-07 |
| WO2017129435A1 (en) | 2017-08-03 |
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