JP4459447B2 - 疎水変性された櫛形コポリマー - Google Patents
疎水変性された櫛形コポリマー Download PDFInfo
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- JP4459447B2 JP4459447B2 JP2000586802A JP2000586802A JP4459447B2 JP 4459447 B2 JP4459447 B2 JP 4459447B2 JP 2000586802 A JP2000586802 A JP 2000586802A JP 2000586802 A JP2000586802 A JP 2000586802A JP 4459447 B2 JP4459447 B2 JP 4459447B2
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- 229920001577 copolymer Polymers 0.000 title claims description 129
- 125000001165 hydrophobic group Chemical group 0.000 claims description 61
- 150000001875 compounds Chemical class 0.000 claims description 50
- 230000002209 hydrophobic effect Effects 0.000 claims description 36
- 239000003973 paint Substances 0.000 claims description 27
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- -1 polyethylene Polymers 0.000 claims description 13
- 239000004816 latex Substances 0.000 claims description 12
- 229920000126 latex Polymers 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 229920003169 water-soluble polymer Polymers 0.000 claims description 9
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 230000015572 biosynthetic process Effects 0.000 claims description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 7
- 150000002903 organophosphorus compounds Chemical class 0.000 claims description 7
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 7
- GATVIKZLVQHOMN-UHFFFAOYSA-N Chlorodibromomethane Chemical compound ClC(Br)Br GATVIKZLVQHOMN-UHFFFAOYSA-N 0.000 claims description 6
- 125000002723 alicyclic group Chemical group 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 6
- 239000000412 dendrimer Substances 0.000 claims description 6
- 229920000736 dendritic polymer Polymers 0.000 claims description 6
- 125000003367 polycyclic group Chemical group 0.000 claims description 6
- 239000008199 coating composition Substances 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
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- 229920002873 Polyethylenimine Polymers 0.000 claims description 3
- 229920002125 Sokalan® Polymers 0.000 claims description 3
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims description 3
- 229920006187 aquazol Polymers 0.000 claims description 3
- 150000002902 organometallic compounds Chemical class 0.000 claims description 3
- 150000003961 organosilicon compounds Chemical class 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- 229920001184 polypeptide Polymers 0.000 claims description 3
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 3
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 3
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 3
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 3
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
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- AKXKKSAGNHWXPQ-UHFFFAOYSA-N 1,2-dibromo-3,4-dimethylbenzene Chemical group CC1=CC=C(Br)C(Br)=C1C AKXKKSAGNHWXPQ-UHFFFAOYSA-N 0.000 claims 1
- 239000004698 Polyethylene Substances 0.000 claims 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 claims 1
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- 229920000573 polyethylene Polymers 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 51
- FJBFPHVGVWTDIP-UHFFFAOYSA-N dibromomethane Chemical compound BrCBr FJBFPHVGVWTDIP-UHFFFAOYSA-N 0.000 description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 30
- 238000002360 preparation method Methods 0.000 description 26
- 239000002562 thickening agent Substances 0.000 description 25
- HNTGIJLWHDPAFN-UHFFFAOYSA-N 1-bromohexadecane Chemical compound CCCCCCCCCCCCCCCCBr HNTGIJLWHDPAFN-UHFFFAOYSA-N 0.000 description 23
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 20
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 19
- 239000000243 solution Substances 0.000 description 19
- 125000000913 palmityl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 16
- 239000002585 base Substances 0.000 description 14
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- 229920000642 polymer Polymers 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 10
- 239000004721 Polyphenylene oxide Substances 0.000 description 9
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical group [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 9
- 239000003153 chemical reaction reagent Substances 0.000 description 9
- 239000006185 dispersion Substances 0.000 description 9
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- 229910000104 sodium hydride Inorganic materials 0.000 description 9
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- 238000006243 chemical reaction Methods 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 239000002480 mineral oil Substances 0.000 description 7
- 235000010446 mineral oil Nutrition 0.000 description 7
- 229920001223 polyethylene glycol Polymers 0.000 description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical compound CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 150000004676 glycans Chemical class 0.000 description 5
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- 230000008719 thickening Effects 0.000 description 5
- ZIAHZFPHXNQNQN-UHFFFAOYSA-N 1-(dibromomethyl)-3-fluorobenzene Chemical compound FC1=CC=CC(C(Br)Br)=C1 ZIAHZFPHXNQNQN-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- NOIURJTUGBYOLG-UHFFFAOYSA-N dichloromethyl-dimethyl-propylsilane Chemical compound CCC[Si](C)(C)C(Cl)Cl NOIURJTUGBYOLG-UHFFFAOYSA-N 0.000 description 4
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 4
- PWMWNFMRSKOCEY-UHFFFAOYSA-N 1-Phenyl-1,2-ethanediol Chemical compound OCC(O)C1=CC=CC=C1 PWMWNFMRSKOCEY-UHFFFAOYSA-N 0.000 description 3
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- IWWCATWBROCMCW-UHFFFAOYSA-N batyl alcohol Natural products CCCCCCCCCCCCCCCCCCOC(O)CO IWWCATWBROCMCW-UHFFFAOYSA-N 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- 229910052796 boron Inorganic materials 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 238000007665 sagging Methods 0.000 description 3
- 238000001542 size-exclusion chromatography Methods 0.000 description 3
- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 2
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- ZTISUHQLYYPYFA-UHFFFAOYSA-N [5-(hydroxymethyl)-1,3-dioxan-5-yl]methanol Chemical compound OCC1(CO)COCOC1 ZTISUHQLYYPYFA-UHFFFAOYSA-N 0.000 description 2
- 150000001241 acetals Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- YSRSBDQINUMTIF-UHFFFAOYSA-N decane-1,2-diol Chemical compound CCCCCCCCC(O)CO YSRSBDQINUMTIF-UHFFFAOYSA-N 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 125000002524 organometallic group Chemical group 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
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- 229920005862 polyol Polymers 0.000 description 2
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- 239000000047 product Substances 0.000 description 2
- 239000006254 rheological additive Substances 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Inorganic materials [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- VDFVNEFVBPFDSB-UHFFFAOYSA-N 1,3-dioxane Chemical compound C1COCOC1 VDFVNEFVBPFDSB-UHFFFAOYSA-N 0.000 description 1
- BXGYYDRIMBPOMN-UHFFFAOYSA-N 2-(hydroxymethoxy)ethoxymethanol Chemical compound OCOCCOCO BXGYYDRIMBPOMN-UHFFFAOYSA-N 0.000 description 1
- CAHQGWAXKLQREW-UHFFFAOYSA-N Benzal chloride Chemical compound ClC(Cl)C1=CC=CC=C1 CAHQGWAXKLQREW-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 241000870659 Crassula perfoliata var. minor Species 0.000 description 1
- 229920000896 Ethulose Polymers 0.000 description 1
- 239000001859 Ethyl hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000161 Locust bean gum Polymers 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 229920002594 Polyethylene Glycol 8000 Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000008351 acetate buffer Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910000102 alkali metal hydride Inorganic materials 0.000 description 1
- 150000008046 alkali metal hydrides Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical class OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 1
- 229940106691 bisphenol a Drugs 0.000 description 1
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- 238000007046 ethoxylation reaction Methods 0.000 description 1
- KLKFAASOGCDTDT-UHFFFAOYSA-N ethoxymethoxyethane Chemical compound CCOCOCC KLKFAASOGCDTDT-UHFFFAOYSA-N 0.000 description 1
- PBJZAYSKNIIHMZ-UHFFFAOYSA-N ethyl carbamate;oxirane Chemical class C1CO1.CCOC(N)=O PBJZAYSKNIIHMZ-UHFFFAOYSA-N 0.000 description 1
- 235000019326 ethyl hydroxyethyl cellulose Nutrition 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 125000001207 fluorophenyl group Chemical group 0.000 description 1
- 229910003472 fullerene Inorganic materials 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 229920013746 hydrophilic polyethylene oxide Polymers 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
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- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
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- 239000012948 isocyanate Substances 0.000 description 1
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- XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical compound [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 description 1
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- 235000010420 locust bean gum Nutrition 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
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- 229910052751 metal Inorganic materials 0.000 description 1
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- PYLWMHQQBFSUBP-UHFFFAOYSA-N monofluorobenzene Chemical compound FC1=CC=CC=C1 PYLWMHQQBFSUBP-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003129 oil well Substances 0.000 description 1
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- 102000004169 proteins and genes Human genes 0.000 description 1
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- 239000000376 reactant Substances 0.000 description 1
- 238000002310 reflectometry Methods 0.000 description 1
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- 229910000077 silane Inorganic materials 0.000 description 1
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- 239000011775 sodium fluoride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
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- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 125000006839 xylylene group Chemical group 0.000 description 1
- 239000004711 α-olefin 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
- C09D201/00—Coating compositions based on unspecified macromolecular compounds
- C09D201/02—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Dispersion Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Polyethers (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/209,373 | 1998-12-04 | ||
| US09/209,373 US6162877A (en) | 1998-12-04 | 1998-12-04 | Hydrophobically modified comb copolymers |
| PCT/US1999/028135 WO2000034361A1 (en) | 1998-12-04 | 1999-11-24 | Hydrophobically modified comb copolymers |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002531655A JP2002531655A (ja) | 2002-09-24 |
| JP2002531655A5 JP2002531655A5 (https=) | 2007-01-25 |
| JP4459447B2 true JP4459447B2 (ja) | 2010-04-28 |
Family
ID=22778514
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000586802A Expired - Lifetime JP4459447B2 (ja) | 1998-12-04 | 1999-11-24 | 疎水変性された櫛形コポリマー |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6162877A (https=) |
| EP (1) | EP1135428B1 (https=) |
| JP (1) | JP4459447B2 (https=) |
| CN (1) | CN100368462C (https=) |
| AR (1) | AR023718A1 (https=) |
| AT (1) | ATE318280T1 (https=) |
| AU (1) | AU1833500A (https=) |
| BR (1) | BR9915936A (https=) |
| CA (1) | CA2352053C (https=) |
| CO (1) | CO5121084A1 (https=) |
| DE (1) | DE69930003T2 (https=) |
| ES (1) | ES2255323T3 (https=) |
| ID (1) | ID29033A (https=) |
| MY (1) | MY122401A (https=) |
| TW (1) | TW580506B (https=) |
| WO (1) | WO2000034361A1 (https=) |
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| US8975328B2 (en) * | 2000-06-30 | 2015-03-10 | Institute Curie | Non-thermosensitive medium for analyzing species in a channel and for minimizing adsorption and/or electroosomosic phenomena |
| FR2810905B1 (fr) * | 2000-06-30 | 2003-05-16 | Inst Curie | Additif pour minimiser les phenomenes d'adsorption et/ou d'electroosmose |
| FR2811083B1 (fr) * | 2000-06-30 | 2002-11-22 | Inst Curie | Milieu liquide non-thermosensible pour l'analyse d'especes au sein d'un canal |
| US6809132B2 (en) * | 2001-10-29 | 2004-10-26 | Hercules Incorporated | Suppression of aqueous viscosity of associating polyacetal-polyethers |
| US6900255B2 (en) * | 2003-05-16 | 2005-05-31 | Hercules Incorporated | Suppression of aqueous viscosity of nonionic associative thickeners |
| EP1709126B1 (en) * | 2004-01-08 | 2008-03-12 | Hercules Incorporated | Colorant compatible synthetic thickener for paint |
| JP4746845B2 (ja) * | 2004-04-14 | 2011-08-10 | 株式会社ニッコー化学研究所 | 重合体溶液、艶消し塗料及び化粧シート |
| US7531591B2 (en) * | 2004-12-09 | 2009-05-12 | Hercules Incorporated | Aqueous dispersion of poly(acetal-polyether) and its use in protective coatings |
| ES2389776T3 (es) | 2005-05-31 | 2012-10-31 | Rhodia, Inc. | Composiciones que tienen modificadores reológicos HASE |
| JP5027157B2 (ja) * | 2006-01-19 | 2012-09-19 | オールエクセル，インコーポレイティド | 自己集合性の両親媒性ポリマーを有する薬物の可溶化および標的化導入 |
| CA2649780C (en) * | 2006-04-19 | 2015-02-17 | Hercules Incorporated | Stabilizers for improved open time of aqueous coatings |
| US7741402B2 (en) * | 2007-03-21 | 2010-06-22 | Rohm And Haas Company | Thickener composition and method for thickening aqueous systems |
| US11786036B2 (en) | 2008-06-27 | 2023-10-17 | Ssw Advanced Technologies, Llc | Spill containing refrigerator shelf assembly |
| US8286561B2 (en) | 2008-06-27 | 2012-10-16 | Ssw Holding Company, Inc. | Spill containing refrigerator shelf assembly |
| RU2011105732A (ru) * | 2008-07-17 | 2012-08-27 | Геркулес Инкорпорейтед (Us) | Способ получения композиций покрытия на водной основе с заданными свойствами |
| AU2009302806B9 (en) | 2008-10-07 | 2015-10-01 | Ross Technology Corporation | Highly durable superhydrophobic, oleophobic and anti-icing coatings and methods and compositions for their preparation |
| RU2011142810A (ru) | 2009-03-27 | 2013-05-10 | Геркулес Инкорпорейтед | Аминированные полимеры и их применение в композициях на водной основе |
| US20100324177A1 (en) * | 2009-06-18 | 2010-12-23 | Bakeev Kirill N | Colorant compatible hydrophobically modified polyethyleneglycol thickener for paint |
| EP2496886B1 (en) | 2009-11-04 | 2016-12-21 | SSW Holding Company, Inc. | Cooking appliance surfaces having spill containment pattern and methods of making the same |
| WO2011100071A1 (en) | 2010-02-12 | 2011-08-18 | Rhodia Operations | Rheology modifier polymer |
| CA2820892C (en) * | 2010-02-12 | 2019-12-03 | Rhodia Operations | Compositions with freeze thaw stability |
| CN102858883B (zh) | 2010-02-12 | 2015-09-09 | 罗地亚管理公司 | 流变改进剂组合物及其使用方法 |
| CA2796305A1 (en) | 2010-03-15 | 2011-09-22 | Ross Technology Corporation | Plunger and methods of producing hydrophobic surfaces |
| WO2012115986A1 (en) | 2011-02-21 | 2012-08-30 | Ross Technology Corporation | Superhydrophobic and oleophobic coatings with low voc binder systems |
| DE102011085428A1 (de) | 2011-10-28 | 2013-05-02 | Schott Ag | Einlegeboden |
| WO2013090939A1 (en) | 2011-12-15 | 2013-06-20 | Ross Technology Corporation | Composition and coating for superhydrophobic performance |
| RU2633570C2 (ru) | 2012-03-08 | 2017-10-13 | Геркулес Инкорпорейтед | Подавление вязкости ассоциативных загустителей с помощью фосфорорганических соединений |
| MX2015000119A (es) | 2012-06-25 | 2015-04-14 | Ross Technology Corp | Recubrimientos elastoméricos con propiedades hidrofóbicas y/u oleofóbicas. |
| CN104884541B (zh) * | 2012-12-19 | 2017-05-03 | 3M创新有限公司 | 聚噁唑啉共聚物 |
| US9718920B2 (en) | 2012-12-19 | 2017-08-01 | 3M Innovative Properties Company | Reactive polyoxazolines having a perfluorinated group |
| US10358574B2 (en) | 2016-07-01 | 2019-07-23 | Hercules Llc | Coating compositions containing lactam-functionalized polymer |
| WO2018005731A1 (en) | 2016-07-01 | 2018-01-04 | Hercules Llc | Lactam-functionalized polymer, compositions and applications thereof |
| JP6886368B2 (ja) * | 2017-08-22 | 2021-06-16 | 信越ポリマー株式会社 | 硬化性組成物および帯電防止シリコーン皮膜 |
| CA3094007C (en) | 2018-03-21 | 2023-08-15 | Nouryon Chemicals International B.V. | Coatings with solar reflective properties |
| CN108727594A (zh) * | 2018-07-04 | 2018-11-02 | 吴依龙 | 一种梳形支化有机硅共聚物及制作方法 |
| CN113302247A (zh) | 2019-01-11 | 2021-08-24 | 诺力昂化学品国际有限公司 | 耐沾污涂层 |
| US20230257522A1 (en) | 2020-08-07 | 2023-08-17 | Hercules Llc | Hydrophobically-modified associative thickener polymers process for the preparation and uses thereof |
| FR3134097B1 (fr) * | 2022-04-01 | 2025-11-21 | Coatex Sas | Préparation continue de composé polyéther hydrophobe |
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| US4155892A (en) * | 1975-10-03 | 1979-05-22 | Rohm And Haas Company | Polyurethane thickeners for aqueous compositions |
| US4079028A (en) * | 1975-10-03 | 1978-03-14 | Rohm And Haas Company | Polyurethane thickeners in latex compositions |
| US4228277A (en) * | 1979-02-12 | 1980-10-14 | Hercules Incorporated | Modified nonionic cellulose ethers |
| US4243802A (en) * | 1979-06-06 | 1981-01-06 | Hercules Incorporated | Surfactant-soluble cellulose derivatives |
| US4288639A (en) * | 1979-10-22 | 1981-09-08 | Basf Wyandotte Corporation | Alpha-olefin oxide-modified liquid polyether thickeners |
| US4411819A (en) * | 1979-10-22 | 1983-10-25 | Basf Wyandotte Corporation | Thickening aqueous compositions with polyethers modified with alpha-olefin oxides |
| US4428860A (en) * | 1979-10-22 | 1984-01-31 | Basf Wyandotte Corporation | Polyether thickeners for aqueous systems containing additives for increased thickening efficiency |
| US4354956A (en) * | 1979-10-22 | 1982-10-19 | Basf Wyandotte Corporation | Thickening aqueous systems with alpha-olefin oxide-modified liquid polyether thickeners |
| US4312775A (en) * | 1979-10-22 | 1982-01-26 | Basf Wyandotte Corporation | Polyether thickeners for aqueous systems containing additives for increased thickening efficiency |
| US4327008A (en) * | 1980-12-29 | 1982-04-27 | Ppg Industries, Inc. | Urethane rheology modifiers and coating compositions containing same |
| US4380610A (en) * | 1981-12-21 | 1983-04-19 | Conoco Inc. | Polyacetal comb polymers |
| US4426485A (en) * | 1982-06-14 | 1984-01-17 | Union Carbide Corporation | Polymers with hydrophobe bunches |
| US4499233A (en) * | 1983-05-03 | 1985-02-12 | Nl Industries, Inc. | Water dispersible, modified polyurethane and a thickened aqueous composition containing it |
| US4496708A (en) * | 1983-12-14 | 1985-01-29 | Union Carbide Corporation | Water-soluble polyurethane comb polymer production |
| DE3643459A1 (de) * | 1986-12-19 | 1988-06-23 | Bayer Ag | Polyethersiloxan - pfropfpolymerisate |
| US4870167A (en) * | 1987-03-02 | 1989-09-26 | Hi-Tek Polymers, Inc. | Hydrophobically modified non-ionic polygalactomannan ethers |
| US5023309A (en) * | 1987-09-18 | 1991-06-11 | Rheox, Inc. | Water dispersible, modified polyurethane thickener with improved high shear viscosity in aqueous systems |
| US4847332A (en) * | 1987-12-07 | 1989-07-11 | The B. F. Goodrich Company | Terminally unsaturated macromolecular monomers of polyformals and copolymers thereof |
| DE3829839A1 (de) * | 1988-09-02 | 1990-03-08 | Akzo Gmbh | Verdickungsmittel fuer waessrige systeme |
| JP2002517169A (ja) * | 1990-11-08 | 2002-06-11 | ヘンケル・コーポレイション | 水性組成物用ポリマー増粘剤 |
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-
1998
- 1998-12-04 US US09/209,373 patent/US6162877A/en not_active Expired - Lifetime
-
1999
- 1999-11-24 DE DE69930003T patent/DE69930003T2/de not_active Expired - Lifetime
- 1999-11-24 CN CNB998140686A patent/CN100368462C/zh not_active Expired - Lifetime
- 1999-11-24 WO PCT/US1999/028135 patent/WO2000034361A1/en not_active Ceased
- 1999-11-24 JP JP2000586802A patent/JP4459447B2/ja not_active Expired - Lifetime
- 1999-11-24 AU AU18335/00A patent/AU1833500A/en not_active Abandoned
- 1999-11-24 CA CA002352053A patent/CA2352053C/en not_active Expired - Lifetime
- 1999-11-24 ID IDW00200101457A patent/ID29033A/id unknown
- 1999-11-24 EP EP99961837A patent/EP1135428B1/en not_active Expired - Lifetime
- 1999-11-24 BR BR9915936-8A patent/BR9915936A/pt not_active Application Discontinuation
- 1999-11-24 ES ES99961837T patent/ES2255323T3/es not_active Expired - Lifetime
- 1999-11-24 AT AT99961837T patent/ATE318280T1/de not_active IP Right Cessation
- 1999-12-03 TW TW088121200A patent/TW580506B/zh not_active IP Right Cessation
- 1999-12-03 MY MYPI99005261A patent/MY122401A/en unknown
- 1999-12-06 CO CO99076401A patent/CO5121084A1/es unknown
- 1999-12-06 AR ARP990106207A patent/AR023718A1/es active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| ES2255323T3 (es) | 2006-06-16 |
| EP1135428A1 (en) | 2001-09-26 |
| CO5121084A1 (es) | 2002-01-30 |
| US6162877A (en) | 2000-12-19 |
| CN1329632A (zh) | 2002-01-02 |
| JP2002531655A (ja) | 2002-09-24 |
| ATE318280T1 (de) | 2006-03-15 |
| CA2352053A1 (en) | 2000-06-15 |
| CN100368462C (zh) | 2008-02-13 |
| TW580506B (en) | 2004-03-21 |
| AU1833500A (en) | 2000-06-26 |
| BR9915936A (pt) | 2001-08-21 |
| DE69930003T2 (de) | 2006-10-19 |
| AR023718A1 (es) | 2002-09-04 |
| CA2352053C (en) | 2008-12-02 |
| ID29033A (id) | 2001-07-26 |
| DE69930003D1 (de) | 2006-04-27 |
| WO2000034361A1 (en) | 2000-06-15 |
| EP1135428B1 (en) | 2006-02-22 |
| MY122401A (en) | 2006-04-29 |
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