JP5950043B2 - 含フッ素共重合体の水性分散液 - Google Patents
含フッ素共重合体の水性分散液 Download PDFInfo
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- JP5950043B2 JP5950043B2 JP2015523967A JP2015523967A JP5950043B2 JP 5950043 B2 JP5950043 B2 JP 5950043B2 JP 2015523967 A JP2015523967 A JP 2015523967A JP 2015523967 A JP2015523967 A JP 2015523967A JP 5950043 B2 JP5950043 B2 JP 5950043B2
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- meth
- acrylate
- fluorine
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- 229920001577 copolymer Polymers 0.000 title claims description 34
- 229910052731 fluorine Inorganic materials 0.000 title claims description 34
- 239000011737 fluorine Substances 0.000 title claims description 34
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims description 33
- 239000006185 dispersion Substances 0.000 title claims description 26
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 59
- 239000000178 monomer Substances 0.000 claims description 38
- 239000005871 repellent Substances 0.000 claims description 22
- -1 methylol group Chemical group 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 125000002723 alicyclic group Chemical group 0.000 claims description 6
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical group O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 5
- 125000000129 anionic group Chemical group 0.000 claims description 5
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 125000001153 fluoro group Chemical group F* 0.000 claims description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 3
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims 1
- 238000007865 diluting Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 32
- 238000007334 copolymerization reaction Methods 0.000 description 17
- 230000002940 repellent Effects 0.000 description 17
- 239000002245 particle Substances 0.000 description 16
- 239000000835 fiber Substances 0.000 description 14
- 239000000126 substance Substances 0.000 description 7
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 6
- 238000012545 processing Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 239000003505 polymerization initiator Substances 0.000 description 5
- 239000002689 soil Substances 0.000 description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 125000003367 polycyclic group Chemical group 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920000193 polymethacrylate Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 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
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 125000004069 aziridinyl group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000012986 chain transfer agent Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 1
- DNJRKFKAFWSXSE-UHFFFAOYSA-N 1-chloro-2-ethenoxyethane Chemical compound ClCCOC=C DNJRKFKAFWSXSE-UHFFFAOYSA-N 0.000 description 1
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- JJRUAPNVLBABCN-UHFFFAOYSA-N 2-(ethenoxymethyl)oxirane Chemical compound C=COCC1CO1 JJRUAPNVLBABCN-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- VUIWJRYTWUGOOF-UHFFFAOYSA-N 2-ethenoxyethanol Chemical compound OCCOC=C VUIWJRYTWUGOOF-UHFFFAOYSA-N 0.000 description 1
- ABMULKFGWTYIIK-UHFFFAOYSA-N 2-hexylphenol Chemical compound CCCCCCC1=CC=CC=C1O ABMULKFGWTYIIK-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- NWIIFBPIDORBCY-UHFFFAOYSA-N 2-methylprop-2-enoic acid;propane-1,2,3-triol;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=C)C(O)=O.OCC(O)CO NWIIFBPIDORBCY-UHFFFAOYSA-N 0.000 description 1
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 description 1
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- CDXFIRXEAJABAZ-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F CDXFIRXEAJABAZ-UHFFFAOYSA-N 0.000 description 1
- QUKRIOLKOHUUBM-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl prop-2-enoate Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)CCOC(=O)C=C QUKRIOLKOHUUBM-UHFFFAOYSA-N 0.000 description 1
- VTAJYUIXKRYHHC-UHFFFAOYSA-N 4-butoxy-2-methylidenebutanoic acid Chemical compound CCCCOCCC(=C)C(O)=O VTAJYUIXKRYHHC-UHFFFAOYSA-N 0.000 description 1
- HMBNQNDUEFFFNZ-UHFFFAOYSA-N 4-ethenoxybutan-1-ol Chemical compound OCCCCOC=C HMBNQNDUEFFFNZ-UHFFFAOYSA-N 0.000 description 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 1
- MZXZWDBGLSPIHB-UHFFFAOYSA-M 4-methylbenzenesulfonate trimethyl-[3-(2-methylprop-2-enoyloxyamino)propyl]azanium Chemical compound Cc1ccc(cc1)S([O-])(=O)=O.CC(=C)C(=O)ONCCC[N+](C)(C)C MZXZWDBGLSPIHB-UHFFFAOYSA-M 0.000 description 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
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- GDIGIYFTOVYJNM-UHFFFAOYSA-K C(C(=C)C)(=O)ONCCC[N+](C)(C)C.S(=O)(=O)(OC)[O-].C(C(=C)C)(=O)OCC[N+](C)(C)C.[Cl-].C(C(=C)C)(=O)ONCCC[N+](CC1=CC=CC=C1)(C)C.[Cl-].C(C(=C)C)(=O)OCC[N+](CC1=CC=CC=C1)(C)C Chemical compound C(C(=C)C)(=O)ONCCC[N+](C)(C)C.S(=O)(=O)(OC)[O-].C(C(=C)C)(=O)OCC[N+](C)(C)C.[Cl-].C(C(=C)C)(=O)ONCCC[N+](CC1=CC=CC=C1)(C)C.[Cl-].C(C(=C)C)(=O)OCC[N+](CC1=CC=CC=C1)(C)C GDIGIYFTOVYJNM-UHFFFAOYSA-K 0.000 description 1
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- OQULISQYKQRLEE-UHFFFAOYSA-K CC1=CC=C(C=C1)S(=O)(=O)[O-].C(C(=C)C)(=O)OCC[N+](C)(C)C.S(=O)(=O)(OCC)[O-].C(C(=C)C)(=O)ONCCC[N+](CC)(C)C.S(=O)(=O)(OCC)[O-].C(C(=C)C)(=O)OCC[N+](CC)(C)C.S(=O)(=O)(OC)O Chemical compound CC1=CC=C(C=C1)S(=O)(=O)[O-].C(C(=C)C)(=O)OCC[N+](C)(C)C.S(=O)(=O)(OCC)[O-].C(C(=C)C)(=O)ONCCC[N+](CC)(C)C.S(=O)(=O)(OCC)[O-].C(C(=C)C)(=O)OCC[N+](CC)(C)C.S(=O)(=O)(OC)O OQULISQYKQRLEE-UHFFFAOYSA-K 0.000 description 1
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- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 101000880310 Homo sapiens SH3 and cysteine-rich domain-containing protein Proteins 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
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- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 102100037646 SH3 and cysteine-rich domain-containing protein Human genes 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
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- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 description 1
- LOPVAWVHGAWUPS-UHFFFAOYSA-M [2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]-trimethylazanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC(O)C[N+](C)(C)C LOPVAWVHGAWUPS-UHFFFAOYSA-M 0.000 description 1
- SXDVVIDXOPATSB-UHFFFAOYSA-J [Cl-].C(C(=C)C)(=O)OCC[N+](CCCCC)(C)C.[Cl-].C(C(=C)C)(=O)OCC[N+](CC)(C)C.[Cl-].C(C(=C)C)(=O)ONCCC[N+](C)(C)C.[Cl-].C(C(=C)C)(=O)OCC[N+](C)(C)C Chemical compound [Cl-].C(C(=C)C)(=O)OCC[N+](CCCCC)(C)C.[Cl-].C(C(=C)C)(=O)OCC[N+](CC)(C)C.[Cl-].C(C(=C)C)(=O)ONCCC[N+](C)(C)C.[Cl-].C(C(=C)C)(=O)OCC[N+](C)(C)C SXDVVIDXOPATSB-UHFFFAOYSA-J 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
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- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005370 alkoxysilyl group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 125000005604 azodicarboxylate group Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- QBDADGJLZNIRFQ-UHFFFAOYSA-N ethenyl octanoate Chemical compound CCCCCCCC(=O)OC=C QBDADGJLZNIRFQ-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- UKFXDFUAPNAMPJ-UHFFFAOYSA-N ethylmalonic acid Chemical compound CCC(C(O)=O)C(O)=O UKFXDFUAPNAMPJ-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- REOJLIXKJWXUGB-UHFFFAOYSA-N mofebutazone Chemical group O=C1C(CCCC)C(=O)NN1C1=CC=CC=C1 REOJLIXKJWXUGB-UHFFFAOYSA-N 0.000 description 1
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 1
- UTSYWKJYFPPRAP-UHFFFAOYSA-N n-(butoxymethyl)prop-2-enamide Chemical compound CCCCOCNC(=O)C=C UTSYWKJYFPPRAP-UHFFFAOYSA-N 0.000 description 1
- ULYOZOPEFCQZHH-UHFFFAOYSA-N n-(methoxymethyl)prop-2-enamide Chemical compound COCNC(=O)C=C ULYOZOPEFCQZHH-UHFFFAOYSA-N 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 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 1
- 239000011550 stock solution Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- USFMMZYROHDWPJ-UHFFFAOYSA-N trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium Chemical compound CC(=C)C(=O)OCC[N+](C)(C)C USFMMZYROHDWPJ-UHFFFAOYSA-N 0.000 description 1
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 238000000733 zeta-potential measurement Methods 0.000 description 1
Classifications
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- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
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- C08F2/00—Processes of polymerisation
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- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
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Description
パーフルオロオクチルエチルアクリレート 60g(60重量%)
メトキシポリエチレングリコールメタクリレート 30g(30重量%)
2-ヒドロキシエチルメタクリレート 8g( 8重量%)
2-メタクリロイロキシエチルトリメチル 2g( 2重量%)
アンモニウムクロライド
が用いられており、得られた共重合体組成は仕込み単量体組成にほぼ一致したと述べられている。
(A)一般式
〔CH2=CHRCOO(NH)rR1NR2R3R4〕+ Y- 〔I〕
(ここで、Rは水素原子またはメチル基であり、R1は炭素数1〜30の直鎖状、分岐状または脂環式のアルキレン基またはフェニレン基であり、R2、R3、R4はそれぞれ同一または互いに異なる、炭素数1〜30の直鎖状、分岐状または脂環式のアルキル基またはアラルキル基であり、rは0または1であり、Y-はアニオン基である)で表わされる(メタ)アクリレート、
(B)一般式
CmF2m+1CpH2p(NR′SO2)qOCOCR=CH2 〔IIa〕
(ここで、Rは水素原子またはメチル基であり、R′は炭素数1〜5のアルキル基であり、mは4〜14の整数であり、pは1〜4の整数であり、qは0または1である)で表わされるパーフルオロアルキルアルキル(メタ)アクリレートあるいはそのパーフルオロアルキル基の一部のフッ素原子が水素原子で置換されたポリフルオロアルキルアルキル(メタ)アクリレート、
または一般式
CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR=CH2 〔IIb〕
(ここで、Rは水素原子またはメチル基であり、nは1〜6の整数、aは1〜4の整数、bは1〜3の整数、cは1〜3の整数である)で表わされるポリフルオロアルキル(メタ)アクリレート、
(C)ベンジル(メタ)アクリレート、
(D)前記(A)、(C)成分以外の非フッ素系重合性単量体
および
(E)架橋性基含有重合性単量体
を共重合単位とする含フッ素共重合体であって、含フッ素共重合体中の(A)成分が0.1〜1.0重量%、(B)成分が10〜80重量%、(C)成分が5〜80重量%、(D)成分が1〜30重量%、(E)成分が0.3〜30重量%の割合で共重合された含フッ素共重合体の水性分散液によって達成される。ここで、(メタ)アクリレートは、アクリレートまたはメタクリレートを指している。
メタクリロキシエチルトリメチルアンモニウムクロライド
メタクリロキシアミノプロピルトリメチルアンモニウムクロライド
メタクリロキシエチルジメチルエチルアンモニウムクロライド
メタクリロキシエチルジメチルn-ペンチルアンモニウムクロライド
メタクリロキシエチルジメチルベンジルアンモニウムクロライド
メタクリロキシアミノプロピルジメチルベンジルアンモニウム
クロライド
メタクリロキシエチルトリメチルアンモニウムメチルサルフェート
メタクリロキシアミノプロピルトリメチルアンモニウムメチル
サルフェート
メタクリロキシエチルジメチルエチルアンモニウムエチル
サルフェート
メタクリロキシアミノプロピルジメチルエチルアンモニウムエチル
サルフェート
メタクリロキシエチルトリメチルアンモニウム p-トルエン
スルホネート
メタクリロキシアミノプロピルトリメチルアンモニウム p-トルエン
スルホネート
CH2=CHCOOCH2CmF2mH
CH2=C(CH3)COOCH2CmF2mH
CH2=CHCOOCH2CmF2m+1
CH2=C(CH3)COOCH2CmF2m+1
CH2=CHCOOC2H4CmF2m+1
CH2=C(CH3)COOC2H4CmF2m+1
CH2=CHCOOC3H6CmF2m+1
CH2=C(CH3)COOC3H6CmF2m+1
CH2=CHCOOC4H8CmF2m+1
CH2=C(CH3)COOC4H8CmF2m+1
CH2=CHCOOC2H4N(CH3)SO2CmF2m+1
CH2=C(CH3)COOC2H4N(CH3)SO2CmF2m+1
CH2=CHCOOC2H4N(C2H5)SO2CmF2m+1
CH2=C(CH3)COOC2H4N(C2H5)SO2CmF2m+1
CH2=CHCOOC2H4N(C3H7)SO2CmF2m+1
CH2=C(CH3)COOC2H4N(C3H7)SO2CmF2m+1
CH2=CHCOOC2H4Cm-3F2m-6CF(CF3)2
CH2=C(CH3)COOC2H4Cm-3F2m-6CF(CF3)2
C2F5(CH2CF2)(CF2CF2)(CH2CH2)OCOCR=CH2
C2F5(CH2CF2)(CF2CF2)2(CH2CH2)OCOCR=CH2
C2F5(CH2CF2)2(CF2CF2)(CH2CH2)OCOCR=CH2
C2F5(CH2CF2)2(CF2CF2)2(CH2CH2)OCOCR=CH2
C4F9(CH2CF2)(CF2CF2)(CH2CH2)OCOCR=CH2
C4F9(CH2CF2)2(CF2CF2)(CH2CH2)OCOCR=CH2
C4F9(CH2CF2)(CF2CF2)2(CH2CH2)OCOCR=CH2
C4F9(CH2CF2)2(CF2CF2)2(CH2CH2)OCOCR=CH2
2-(n-パーフルオロヘキシル)エチルメタクリレート 87.2g(63.9%)
〔FAMAC-6〕
ベンジルメタクリレート〔BzMA〕 22.4g(16.4%)
2-ヒドロキシエチルメタクリレート〔2HEA〕 5.6g( 3.8%)
ポリエチレングリコール(n:4)モノメタクリレート 4.2g( 3.1%)
〔PE-200〕(日本油脂製品PE-200)
メタクリロキシエチルトリメチルアンモニウム 0.3g( 0.2%)
クロライド〔DMACMA〕
ラウリルメルカプタン(連鎖移動剤)〔n-DMC〕 0.5g
ポリオキシエチレン多環フェニルエーテル(界面活性剤)7.0g
〔N-740〕(日本乳化剤製品ニューコール-740)
ヘキシレングリコール(溶媒)〔HG〕 35.0g
イオン交換水 258.5g
以上の各成分を内容量1Lのガラス製反応器に入れて混合し、さらに高圧ホモジナイザを用いて乳化混合した。
塩化ビニリデン〔VDC〕 11.2g( 8.2%)
N-メチロールアクリルアミド〔NMAM〕 5.6g( 4.1%)
(イオン交換水29.3gに溶解させた溶液として)
2,2′-アゾビス(2-アミジノプロパン)・2塩酸塩 2.8g
(重合開始剤)〔NC-32P〕(イオン交換水30.4gに
溶解させた溶液として)
を投入し(イオン交換水全量318.2gを含めた合計量500.0g)、さらに内温を徐々に70℃迄上げ、その温度を維持しながら4時間反応させた。
粒子径:粒度分布計MICROTRAC UPA 150を用いて、粒子径の小さい方
から頻度累計10%、50%、100%のときの粒子径を、それぞ
れ測定した(50%粒子径は平均粒子径を示している)
平均ゼータ電位測定:測定器として日機装製ZetaPLASを用い、測定温
度25℃、測定pH 1〜7、測定濃度1mg/mlの条件
下で5回測定し、その平均値を求めた
経時的保存安定性評価:内容量110mlのスクリュー管(ゆるやかな円錐
状管)内に50gの水性分散液を収容し、その開
放端部をPTFEフィルムでシールした後、40℃
に維持されたオーブン中に1週間、2週間、3
週間、4週間および6ヶ月間放置し、所定時間
経過後スクリュー管を傾けて、底面の沈殿発
生状況を次の基準に従って目視で評価した
ランクA:沈殿がほぼゼロ
ランクB:沈殿が底面の一部に微量析出し
ている
ランクC:沈殿が底面のほぼ全体に薄く析
出しているが、底面からは液の
表面全体が見える
ランクD:沈殿が底面全体に析出しており
、底面からは液の表面全体が見
えない
ランクE:沈殿が大量に析出しており、分
層している
実施例1において、(A)〜(D)共重合成分の種類および使用量を種々変更した。
DTFAC-103:3,3,4,4,5,5,6,6,7,7,9,9,10,10,11,11,12,12,12-ノナ
デカフルオロデシルアクリレート
C4F9(CH2CF2)(CF2CF2)2(CH2CH2)OCOCH=CH2
FAAC-Mix:2-(パーフルオロアルキル)エチルメタクリレート
パーフルオロアルキル量は、C6 6%、C8 52%、C10 24%
、C12 7%およびC14 2%(合計91%)の混合基であり、
平均炭素数は8.8
STAC:ステアリルアクリレート
Claims (5)
- (A)一般式
〔CH2=CHRCOO(NH)rR1NR2R3R4〕+ Y- 〔I〕
(ここで、Rは水素原子またはメチル基であり、R1は炭素数1〜30の直鎖状、分岐状または脂環式のアルキレン基またはフェニレン基であり、R2、R3、R4はそれぞれ同一または互いに異なる、炭素数1〜30の直鎖状、分岐状または脂環式のアルキル基またはアラルキル基であり、rは0または1であり、Y-はアニオン基である)で表わされる(メタ)アクリレート、
(B)一般式
CmF2m+1CpH2p(NR′SO2)qOCOCR=CH2 〔IIa〕
(ここで、Rは水素原子またはメチル基であり、R′は炭素数1〜5のアルキル基であり、mは4〜14の整数であり、pは1〜4の整数であり、qは0または1である)で表わされるパーフルオロアルキルアルキル(メタ)アクリレートあるいはそのパーフルオロアルキル基の一部のフッ素原子が水素原子で置換されたポリフルオロアルキルアルキル(メタ)アクリレート、
または一般式
CnF2n+1(CH2CF2)a(CF2CF2)b(CH2CH2)cOCOCR=CH2 〔IIb〕
(ここで、Rは水素原子またはメチル基であり、nは1〜6の整数、aは1〜4の整数、bは1〜3の整数、cは1〜3の整数である)で表わされるポリフルオロアルキル(メタ)アクリレート、
(C)ベンジル(メタ)アクリレート、
(D)前記(A)、(C)成分以外の非フッ素系重合性単量体
および
(E)架橋性基含有重合性単量体
を共重合単位とする含フッ素共重合体であって、含フッ素共重合体中の(A)成分が0.1〜1.0重量%、(B)成分が10〜80重量%、(C)成分が5〜80重量%、(D)成分が1〜30重量%、(E)成分が0.3〜30重量%の割合で共重合された含フッ素共重合体の水性分散液。 - 含フッ素共重合体中の(D)成分である非フッ素系重合性単量体が、塩化ビニリデンである請求項1記載の含フッ素共重合体の水性分散液。
- 含フッ素共重合体中の(E)成分である架橋性基含有重合性単量体がポリアルキレングリコールモノ(メタ)アクリレート、ヒドロキシアルキル(メタ)アクリレートまたはメチロール基含有(メタ)アクリルアミドである請求項1記載の含フッ素共重合体の水性分散液。
- 請求項1、2または3記載の含フッ素共重合体の水性分散液をさらに水系媒体で希釈し、固形分濃度を0.1〜10重量%に調整した撥水撥油剤。
- (A)一般式
〔CH 2 =CHRCOO(NH) r R 1 NR 2 R 3 R 4 〕 + Y - 〔I〕
(ここで、Rは水素原子またはメチル基であり、R 1 は炭素数1〜30の直鎖状、分岐状または脂環式のアルキレン基またはフェニレン基であり、R 2 、R 3 、R 4 はそれぞれ同一または互いに異なる、炭素数1〜30の直鎖状、分岐状または脂環式のアルキル基またはアラルキル基であり、rは0または1であり、Y - はアニオン基である)で表わされる(メタ)アクリレート、
(B)一般式
C m F 2m+1 C p H 2p (NR′SO 2 ) q OCOCR=CH 2 〔IIa〕
(ここで、Rは水素原子またはメチル基であり、R′は炭素数1〜5のアルキル基であり、mは4〜14の整数であり、pは1〜4の整数であり、qは0または1である)で表わされるパーフルオロアルキルアルキル(メタ)アクリレートあるいはそのパーフルオロアルキル基の一部のフッ素原子が水素原子で置換されたポリフルオロアルキルアルキル(メタ)アクリレート、
または一般式
C n F 2n+1 (CH 2 CF 2 ) a (CF 2 CF 2 ) b (CH 2 CH 2 ) c OCOCR=CH 2 〔IIb〕
(ここで、Rは水素原子またはメチル基であり、nは1〜6の整数、aは1〜4の整数、bは1〜3の整数、cは1〜3の整数である)で表わされるポリフルオロアルキル(メタ)アクリレート、
(C)ベンジル(メタ)アクリレート、
(D)前記(A)、(C)成分以外の非フッ素系重合性単量体
および
(E)架橋性基含有重合性単量体
を共重合単位とする含フッ素共重合体であって、(A)成分が0.1〜1.0重量%、(B)成分が10〜80重量%、(C)成分が5〜80重量%、(D)成分が1〜30重量%、(E)成分が0.3〜30重量%の割合で共重合された含フッ素共重合体。
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