JP6201236B2 - フルオロモノマーの水性重合における核形成 - Google Patents
フルオロモノマーの水性重合における核形成 Download PDFInfo
- Publication number
- JP6201236B2 JP6201236B2 JP2013538854A JP2013538854A JP6201236B2 JP 6201236 B2 JP6201236 B2 JP 6201236B2 JP 2013538854 A JP2013538854 A JP 2013538854A JP 2013538854 A JP2013538854 A JP 2013538854A JP 6201236 B2 JP6201236 B2 JP 6201236B2
- Authority
- JP
- Japan
- Prior art keywords
- surfactant
- polymerization
- reactor
- hydrocarbon
- aqueous medium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 238000006116 polymerization reaction Methods 0.000 title claims description 323
- 230000006911 nucleation Effects 0.000 title claims description 151
- 238000010899 nucleation Methods 0.000 title claims description 151
- 239000004094 surface-active agent Substances 0.000 claims description 463
- 239000012736 aqueous medium Substances 0.000 claims description 205
- 229930195733 hydrocarbon Natural products 0.000 claims description 191
- 239000004215 Carbon black (E152) Substances 0.000 claims description 188
- 150000002430 hydrocarbons Chemical class 0.000 claims description 188
- 239000006185 dispersion Substances 0.000 claims description 146
- 229920002313 fluoropolymer Polymers 0.000 claims description 133
- 239000004811 fluoropolymer Substances 0.000 claims description 121
- 239000002245 particle Substances 0.000 claims description 115
- 238000000034 method Methods 0.000 claims description 107
- 239000003505 polymerization initiator Substances 0.000 claims description 42
- 239000002609 medium Substances 0.000 claims description 37
- 230000000977 initiatory effect Effects 0.000 claims description 19
- 239000007800 oxidant agent Substances 0.000 claims description 14
- 230000000379 polymerizing effect Effects 0.000 claims description 10
- 230000001590 oxidative effect Effects 0.000 claims description 9
- 239000011347 resin Substances 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 6
- 238000002955 isolation Methods 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 151
- 150000001875 compounds Chemical class 0.000 description 136
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 123
- 239000003999 initiator Substances 0.000 description 112
- 239000004810 polytetrafluoroethylene Substances 0.000 description 107
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 107
- 239000000243 solution Substances 0.000 description 104
- 150000003839 salts Chemical class 0.000 description 101
- 229920000642 polymer Polymers 0.000 description 92
- 230000000087 stabilizing effect Effects 0.000 description 91
- 238000007792 addition Methods 0.000 description 88
- -1 perfluoro Chemical group 0.000 description 75
- 238000002474 experimental method Methods 0.000 description 69
- 239000007787 solid Substances 0.000 description 61
- 239000003795 chemical substances by application Substances 0.000 description 55
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 54
- 239000000178 monomer Substances 0.000 description 50
- 239000000203 mixture Substances 0.000 description 49
- 238000000354 decomposition reaction Methods 0.000 description 47
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 45
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 45
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 45
- 230000015572 biosynthetic process Effects 0.000 description 45
- 230000009849 deactivation Effects 0.000 description 41
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 38
- 230000002209 hydrophobic effect Effects 0.000 description 38
- 238000002844 melting Methods 0.000 description 32
- 230000008018 melting Effects 0.000 description 32
- 229910021645 metal ion Inorganic materials 0.000 description 32
- 238000006243 chemical reaction Methods 0.000 description 31
- 238000007254 oxidation reaction Methods 0.000 description 31
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 26
- 239000002253 acid Substances 0.000 description 25
- 229920001577 copolymer Polymers 0.000 description 24
- 125000004432 carbon atom Chemical group C* 0.000 description 23
- 239000001257 hydrogen Substances 0.000 description 23
- 229910052739 hydrogen Inorganic materials 0.000 description 23
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 22
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 22
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 22
- 238000003756 stirring Methods 0.000 description 21
- 239000007864 aqueous solution Substances 0.000 description 20
- 229910017053 inorganic salt Inorganic materials 0.000 description 20
- 230000008569 process Effects 0.000 description 20
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 19
- 230000006641 stabilisation Effects 0.000 description 19
- 238000011105 stabilization Methods 0.000 description 19
- 239000001993 wax Substances 0.000 description 19
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 18
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 17
- 230000000694 effects Effects 0.000 description 17
- 229920001973 fluoroelastomer Polymers 0.000 description 17
- 150000002367 halogens Chemical class 0.000 description 17
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 16
- 229910052736 halogen Inorganic materials 0.000 description 16
- 239000002243 precursor Substances 0.000 description 16
- 229910052731 fluorine Inorganic materials 0.000 description 15
- 230000002779 inactivation Effects 0.000 description 15
- 239000007788 liquid Substances 0.000 description 15
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 14
- 229920002009 Pluronic® 31R1 Polymers 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 14
- 150000001768 cations Chemical class 0.000 description 14
- 239000011737 fluorine Substances 0.000 description 14
- 229920005548 perfluoropolymer Polymers 0.000 description 14
- 230000002829 reductive effect Effects 0.000 description 14
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 12
- 238000004364 calculation method Methods 0.000 description 12
- 238000005336 cracking Methods 0.000 description 12
- 125000001183 hydrocarbyl group Chemical group 0.000 description 12
- 238000002347 injection Methods 0.000 description 12
- 239000007924 injection Substances 0.000 description 12
- 239000000155 melt Substances 0.000 description 12
- 239000002736 nonionic surfactant Substances 0.000 description 12
- 230000003647 oxidation Effects 0.000 description 12
- 239000000843 powder Substances 0.000 description 12
- BLTXWCKMNMYXEA-UHFFFAOYSA-N 1,1,2-trifluoro-2-(trifluoromethoxy)ethene Chemical compound FC(F)=C(F)OC(F)(F)F BLTXWCKMNMYXEA-UHFFFAOYSA-N 0.000 description 11
- 125000000129 anionic group Chemical group 0.000 description 11
- 230000004927 fusion Effects 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 239000010702 perfluoropolyether Substances 0.000 description 11
- 235000010265 sodium sulphite Nutrition 0.000 description 11
- 229910001220 stainless steel Inorganic materials 0.000 description 11
- 239000010935 stainless steel Substances 0.000 description 11
- KHXKESCWFMPTFT-UHFFFAOYSA-N 1,1,1,2,2,3,3-heptafluoro-3-(1,2,2-trifluoroethenoxy)propane Chemical compound FC(F)=C(F)OC(F)(F)C(F)(F)C(F)(F)F KHXKESCWFMPTFT-UHFFFAOYSA-N 0.000 description 10
- 239000003945 anionic surfactant Substances 0.000 description 10
- 230000009286 beneficial effect Effects 0.000 description 10
- 229910052751 metal Inorganic materials 0.000 description 10
- 239000002184 metal Substances 0.000 description 10
- 125000004429 atom Chemical group 0.000 description 9
- 230000007423 decrease Effects 0.000 description 9
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
- 229910052783 alkali metal Inorganic materials 0.000 description 8
- 229910052799 carbon Inorganic materials 0.000 description 8
- 230000015556 catabolic process Effects 0.000 description 8
- 238000001816 cooling Methods 0.000 description 8
- 238000006731 degradation reaction Methods 0.000 description 8
- 230000000593 degrading effect Effects 0.000 description 8
- 238000000113 differential scanning calorimetry Methods 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- 241000283216 Phocidae Species 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- 150000002431 hydrogen Chemical class 0.000 description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 7
- 230000000737 periodic effect Effects 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 239000007870 radical polymerization initiator Substances 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 239000001099 ammonium carbonate Substances 0.000 description 6
- 235000012501 ammonium carbonate Nutrition 0.000 description 6
- 239000003093 cationic surfactant Substances 0.000 description 6
- 239000003153 chemical reaction reagent Substances 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 6
- 229910052801 chlorine Inorganic materials 0.000 description 6
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000010949 copper Substances 0.000 description 6
- 230000003111 delayed effect Effects 0.000 description 6
- 229920001971 elastomer Polymers 0.000 description 6
- 239000000806 elastomer Substances 0.000 description 6
- 150000004688 heptahydrates Chemical class 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 230000000153 supplemental effect Effects 0.000 description 6
- 229910052723 transition metal Inorganic materials 0.000 description 6
- 150000003624 transition metals Chemical class 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- 230000002411 adverse Effects 0.000 description 5
- 125000005907 alkyl ester group Chemical group 0.000 description 5
- 150000003863 ammonium salts Chemical class 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 150000001450 anions Chemical class 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 150000001721 carbon Chemical group 0.000 description 5
- 239000008367 deionised water Substances 0.000 description 5
- 229910021641 deionized water Inorganic materials 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 125000000524 functional group Chemical group 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 5
- 150000002978 peroxides Chemical class 0.000 description 5
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 5
- 229920000570 polyether Polymers 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 238000006722 reduction reaction Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 229940124530 sulfonamide Drugs 0.000 description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 5
- GVEUEBXMTMZVSD-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,6-nonafluorohex-1-ene Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C=C GVEUEBXMTMZVSD-UHFFFAOYSA-N 0.000 description 4
- YSYRISKCBOPJRG-UHFFFAOYSA-N 4,5-difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole Chemical compound FC1=C(F)OC(C(F)(F)F)(C(F)(F)F)O1 YSYRISKCBOPJRG-UHFFFAOYSA-N 0.000 description 4
- MKTOIPPVFPJEQO-UHFFFAOYSA-N 4-(3-carboxypropanoylperoxy)-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)OOC(=O)CCC(O)=O MKTOIPPVFPJEQO-UHFFFAOYSA-N 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 4
- 239000002033 PVDF binder Substances 0.000 description 4
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 4
- 229920004890 Triton X-100 Polymers 0.000 description 4
- 238000013019 agitation Methods 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 150000007942 carboxylates Chemical class 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- 230000001627 detrimental effect Effects 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- PYLIXCKOHOHGKQ-UHFFFAOYSA-L disodium;hydrogen phosphate;heptahydrate Chemical compound O.O.O.O.O.O.O.[Na+].[Na+].OP([O-])([O-])=O PYLIXCKOHOHGKQ-UHFFFAOYSA-L 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 238000011049 filling Methods 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 4
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- 239000004816 latex Substances 0.000 description 4
- 229920000126 latex Polymers 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 4
- 230000009467 reduction Effects 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 229920001774 Perfluoroether Polymers 0.000 description 3
- 229920002004 Pluronic® R Polymers 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 3
- 150000005215 alkyl ethers Chemical class 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000006835 compression Effects 0.000 description 3
- 238000007906 compression Methods 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 238000007865 diluting Methods 0.000 description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 3
- 230000009969 flowable effect Effects 0.000 description 3
- 238000010348 incorporation Methods 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 229910000358 iron sulfate Inorganic materials 0.000 description 3
- 238000002356 laser light scattering Methods 0.000 description 3
- 239000002667 nucleating agent Substances 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 description 2
- JMGNVALALWCTLC-UHFFFAOYSA-N 1-fluoro-2-(2-fluoroethenoxy)ethene Chemical compound FC=COC=CF JMGNVALALWCTLC-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- RFJVDJWCXSPUBY-UHFFFAOYSA-N 2-(difluoromethylidene)-4,4,5-trifluoro-5-(trifluoromethyl)-1,3-dioxolane Chemical compound FC(F)=C1OC(F)(F)C(F)(C(F)(F)F)O1 RFJVDJWCXSPUBY-UHFFFAOYSA-N 0.000 description 2
- MUHFRORXWCGZGE-KTKRTIGZSA-N 2-hydroxyethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCO MUHFRORXWCGZGE-KTKRTIGZSA-N 0.000 description 2
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 2
- QMIWYOZFFSLIAK-UHFFFAOYSA-N 3,3,3-trifluoro-2-(trifluoromethyl)prop-1-ene Chemical group FC(F)(F)C(=C)C(F)(F)F QMIWYOZFFSLIAK-UHFFFAOYSA-N 0.000 description 2
- ZXABMDQSAABDMG-UHFFFAOYSA-N 3-ethenoxyprop-1-ene Chemical compound C=CCOC=C ZXABMDQSAABDMG-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 229920001213 Polysorbate 20 Polymers 0.000 description 2
- 229920001214 Polysorbate 60 Polymers 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 238000012644 addition polymerization Methods 0.000 description 2
- 238000005054 agglomeration Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 2
- 229960003237 betaine Drugs 0.000 description 2
- 238000003763 carbonization Methods 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 239000004815 dispersion polymer Substances 0.000 description 2
- 238000012674 dispersion polymerization Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 150000004966 inorganic peroxy acids Chemical class 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920002113 octoxynol Polymers 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 230000037361 pathway Effects 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 2
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 2
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 2
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 2
- 239000000249 polyoxyethylene sorbitan monopalmitate Substances 0.000 description 2
- 235000010483 polyoxyethylene sorbitan monopalmitate Nutrition 0.000 description 2
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 2
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229920002620 polyvinyl fluoride Polymers 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 230000002028 premature Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- 238000005245 sintering Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 229910001415 sodium ion Inorganic materials 0.000 description 2
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000011550 stock solution Substances 0.000 description 2
- 239000001384 succinic acid Substances 0.000 description 2
- 229960005137 succinic acid Drugs 0.000 description 2
- 239000013589 supplement Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000010257 thawing Methods 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 1
- DQZXMHMQLDRXIW-UHFFFAOYSA-N 1-(1-ethenoxy-1,1,2,3,3,3-hexafluoropropan-2-yl)oxy-2,3,4,5,6-pentafluorobenzene Chemical compound FC1=C(F)C(F)=C(OC(F)(C(F)(F)F)C(F)(F)OC=C)C(F)=C1F DQZXMHMQLDRXIW-UHFFFAOYSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- PEEJGKOZOSHKNF-UHFFFAOYSA-N 1-ethenoxy-2-ethoxypropane;sulfuryl difluoride Chemical compound FS(F)(=O)=O.CCOC(C)COC=C PEEJGKOZOSHKNF-UHFFFAOYSA-N 0.000 description 1
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 1
- YPIFGDQKSSMYHQ-UHFFFAOYSA-N 7,7-dimethyloctanoic acid Chemical compound CC(C)(C)CCCCCC(O)=O YPIFGDQKSSMYHQ-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 101100293605 Caenorhabditis elegans nas-8 gene Proteins 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- 229920001780 ECTFE Polymers 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- QBINQOGZWVSRBD-UHFFFAOYSA-N FC(CCOC(COC=C)C)C(=O)O Chemical compound FC(CCOC(COC=C)C)C(=O)O QBINQOGZWVSRBD-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910003202 NH4 Inorganic materials 0.000 description 1
- 229920000674 Poly(dimethylsiloxane)-graft-polyacrylate Chemical class 0.000 description 1
- 240000009305 Pometia pinnata Species 0.000 description 1
- 235000017284 Pometia pinnata Nutrition 0.000 description 1
- 239000013504 Triton X-100 Substances 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229910052768 actinide Inorganic materials 0.000 description 1
- 150000001255 actinides Chemical class 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical group 0.000 description 1
- SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical class [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 230000035602 clotting Effects 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 229920000891 common polymer Polymers 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 229910000366 copper(II) sulfate Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- 230000001687 destabilization Effects 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 150000002016 disaccharides Chemical class 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- XMZNGOXSJASRSI-UHFFFAOYSA-L disodium;4-[1-(octadec-9-enoylamino)propan-2-yloxy]-4-oxo-2-sulfonatobutanoate Chemical compound [Na+].[Na+].CCCCCCCCC=CCCCCCCCC(=O)NCC(C)OC(=O)CC(C([O-])=O)S([O-])(=O)=O XMZNGOXSJASRSI-UHFFFAOYSA-L 0.000 description 1
- XMZNGOXSJASRSI-BGNBUWATSA-L disodium;4-[1-[[(e)-octadec-9-enoyl]amino]propan-2-yloxy]-4-oxo-2-sulfonatobutanoate Chemical compound [Na+].[Na+].CCCCCCCC\C=C\CCCCCCCC(=O)NCC(C)OC(=O)CC(C([O-])=O)S([O-])(=O)=O XMZNGOXSJASRSI-BGNBUWATSA-L 0.000 description 1
- 229920001198 elastomeric copolymer Polymers 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 229920000840 ethylene tetrafluoroethylene copolymer Polymers 0.000 description 1
- 238000013213 extrapolation Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 229910001448 ferrous ion Inorganic materials 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical class FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000000415 inactivating effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 1
- XBDUTCVQJHJTQZ-UHFFFAOYSA-L iron(2+) sulfate monohydrate Chemical compound O.[Fe+2].[O-]S([O-])(=O)=O XBDUTCVQJHJTQZ-UHFFFAOYSA-L 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000010128 melt processing Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 150000001457 metallic cations Chemical class 0.000 description 1
- 125000004492 methyl ester group Chemical group 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229920002114 octoxynol-9 Polymers 0.000 description 1
- 150000004967 organic peroxy acids Chemical class 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920002493 poly(chlorotrifluoroethylene) Polymers 0.000 description 1
- 239000005023 polychlorotrifluoroethylene (PCTFE) polymer Substances 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 239000012985 polymerization agent Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical group 0.000 description 1
- DCBSHORRWZKAKO-UHFFFAOYSA-N rac-1-monomyristoylglycerol Chemical compound CCCCCCCCCCCCCC(=O)OCC(O)CO DCBSHORRWZKAKO-UHFFFAOYSA-N 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 150000003333 secondary alcohols Chemical class 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- HRQDCDQDOPSGBR-UHFFFAOYSA-M sodium;octane-1-sulfonate Chemical compound [Na+].CCCCCCCCS([O-])(=O)=O HRQDCDQDOPSGBR-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 1
- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F114/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F114/18—Monomers containing fluorine
- C08F114/26—Tetrafluoroethene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F14/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F14/18—Monomers containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F214/18—Monomers containing fluorine
- C08F214/26—Tetrafluoroethene
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41161610P | 2010-11-09 | 2010-11-09 | |
| US61/411,616 | 2010-11-09 | ||
| US201161498791P | 2011-06-20 | 2011-06-20 | |
| US61/498,791 | 2011-06-20 | ||
| PCT/US2011/059978 WO2012064846A1 (en) | 2010-11-09 | 2011-11-09 | Nucleation in aqueous polymerization of fluoromonomer |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013542309A JP2013542309A (ja) | 2013-11-21 |
| JP2013542309A5 JP2013542309A5 (enExample) | 2014-12-25 |
| JP6201236B2 true JP6201236B2 (ja) | 2017-09-27 |
Family
ID=45034188
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013538854A Active JP6201236B2 (ja) | 2010-11-09 | 2011-11-09 | フルオロモノマーの水性重合における核形成 |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US8563670B2 (enExample) |
| EP (2) | EP3533811B1 (enExample) |
| JP (1) | JP6201236B2 (enExample) |
| CN (2) | CN103201301B (enExample) |
| WO (1) | WO2012064846A1 (enExample) |
Families Citing this family (51)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6109073B2 (ja) | 2010-11-09 | 2017-04-05 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | 炭化水素界面活性剤を用いたフルオロモノマーの水性重合 |
| CN103210003B (zh) * | 2010-11-09 | 2016-09-07 | 纳幕尔杜邦公司 | 减弱含烃表面活性剂在含氟单体含水分散体聚合反应中的调聚性能 |
| DE102012021494A1 (de) * | 2012-11-02 | 2014-05-08 | Volkswagen Aktiengesellschaft | Schichtstruktur auf Silikonbasis mit oleophob-hydrophober Oberfläche sowie elektrische Maschine mit einer solchen |
| US9676929B2 (en) | 2013-11-26 | 2017-06-13 | The Chemours Company Fc, Llc | Employing polyalkylene oxides for nucleation in aqueous polymerization of fluoromonomer |
| KR101930385B1 (ko) * | 2014-11-05 | 2018-12-18 | 씨에이엠 홀딩 코포레이션 | 은 나노와이어-기반 투명 전도성 필름을 형성하기 위한 아이오다이드 첨가제를 갖는 단쇄 플루오로계면활성제 |
| WO2019031617A1 (ja) | 2017-08-10 | 2019-02-14 | ダイキン工業株式会社 | 精製ポリテトラフルオロエチレン水性分散液の製造方法、改質ポリテトラフルオロエチレン粉末の製造方法、ポリテトラフルオロエチレン成形体の製造方法、及び、組成物 |
| US11851519B2 (en) | 2017-08-10 | 2023-12-26 | Daikin Industries, Ltd. | Method for producing purified polytetrafluoroethylene aqueous dispersion liquid, method for producing modified polytetrafluoroethylene powder, method for producing polytetrafluoroethylene molded body, and composition |
| US11518826B2 (en) | 2017-12-25 | 2022-12-06 | Daikin Industries, Ltd. | Method for producing polytetrafluoroethylene powder |
| JP7193747B2 (ja) | 2018-03-07 | 2022-12-21 | ダイキン工業株式会社 | フルオロポリマーの製造方法 |
| KR102705084B1 (ko) * | 2018-03-16 | 2024-09-11 | 알케마 인코포레이티드 | 높은 고형분, 계면활성제-비함유 플루오로중합체 |
| WO2020022355A1 (ja) | 2018-07-23 | 2020-01-30 | ダイキン工業株式会社 | ポリテトラフルオロエチレン及び延伸体 |
| CN112771006A (zh) | 2018-10-03 | 2021-05-07 | 大金工业株式会社 | 从排水除去含氟化合物的方法 |
| EP3862368A4 (en) | 2018-10-03 | 2022-06-29 | Daikin Industries, Ltd. | Polytetrafluoroethylene production method |
| CN112771087B (zh) | 2018-10-03 | 2023-01-20 | 大金工业株式会社 | 聚四氟乙烯的制造方法 |
| US12305031B2 (en) | 2018-11-12 | 2025-05-20 | Arkema Inc. | Process for making a fluoropolymer dispersion |
| EP3919527B1 (en) | 2019-02-01 | 2025-12-10 | Daikin Industries, Ltd. | Method for producing polytetrafluoroethylene |
| US12643964B2 (en) | 2019-02-07 | 2026-06-02 | Daikin Industries, Ltd. | Composition, stretched body and method of manufacturing thereof |
| WO2020218618A1 (ja) | 2019-04-26 | 2020-10-29 | ダイキン工業株式会社 | フルオロポリマー水性分散液の製造方法 |
| JP7236004B2 (ja) | 2019-04-26 | 2023-03-09 | ダイキン工業株式会社 | フルオロポリマー水性分散液の製造方法及びフルオロポリマー水性分散液 |
| US20220267483A1 (en) | 2019-07-16 | 2022-08-25 | Daikin Industries, Ltd. | Method for producing fluorine-containing elastomer, and composition |
| JP7201948B2 (ja) | 2019-07-23 | 2023-01-11 | ダイキン工業株式会社 | フルオロポリマーの製造方法、ポリテトラフルオロエチレン組成物及びポリテトラフルオロエチレン粉末 |
| CN114514253B (zh) | 2019-10-03 | 2024-12-06 | 大金工业株式会社 | 聚四氟乙烯及其制造方法 |
| EP4053181A4 (en) * | 2019-10-29 | 2024-03-06 | Agc Inc. | METHOD FOR PRODUCING AN AQUEOUS POLYTETRAFLUORETHYLENE DISPERSION |
| JP6989792B2 (ja) | 2019-12-25 | 2022-01-12 | ダイキン工業株式会社 | フルオロポリマーの製造方法 |
| EP4222141B1 (en) | 2020-10-01 | 2025-08-06 | The Chemours Company FC, LLC | Low reactivity hydrocarbon dispersing agents in the aqueous polymerization of fluoropolymers |
| CN112409528B (zh) * | 2020-10-21 | 2021-11-16 | 浙江巨化技术中心有限公司 | 一种核壳结构ptfe分散树脂的制备方法 |
| WO2022196804A1 (ja) | 2021-03-18 | 2022-09-22 | ダイキン工業株式会社 | フッ素樹脂の製造方法、フッ素樹脂および水性分散液 |
| JP7705361B2 (ja) | 2021-03-31 | 2025-07-09 | ダイキン工業株式会社 | フッ素樹脂組成物、及び、成形体 |
| JP7323832B2 (ja) | 2021-03-31 | 2023-08-09 | ダイキン工業株式会社 | フッ素樹脂組成物、及び、成形体 |
| CN117043264A (zh) | 2021-03-31 | 2023-11-10 | 大金工业株式会社 | 氟树脂组合物和成型体 |
| CN117136213A (zh) | 2021-03-31 | 2023-11-28 | 大金工业株式会社 | 氟树脂组合物的制造方法、氟树脂组合物以及成型体 |
| CN116144008A (zh) * | 2021-11-23 | 2023-05-23 | 中昊晨光化工研究院有限公司 | 一种稳定剂及其在制备含氟聚合物中的应用 |
| JP7785034B2 (ja) | 2022-03-31 | 2025-12-12 | ダイキン工業株式会社 | フッ素樹脂組成物、及び、成形体 |
| EP4543945A1 (en) * | 2022-06-23 | 2025-04-30 | Solvay Specialty Polymers Italy S.p.A. | Process for manufacturing aqueous dispersion comprising particles of a fluorinated polymer (f) |
| EP4594433A2 (en) * | 2022-09-30 | 2025-08-06 | Arkema, Inc. | Large particle size fluoropolymer latex preparation |
| JP2025533010A (ja) * | 2022-09-30 | 2025-10-03 | アーケマ・インコーポレイテッド | 大粒子径官能化フッ素樹脂ラテックスの製造 |
| WO2024154805A1 (ja) | 2023-01-18 | 2024-07-25 | ダイキン工業株式会社 | テトラフルオロエチレン系ポリマー組成物、固体二次電池用バインダー、電解質層用合剤、電極合剤、電極、及び、固体二次電池 |
| CN120530158A (zh) | 2023-01-18 | 2025-08-22 | 大金工业株式会社 | 聚四氟乙烯组合物 |
| JP7583340B2 (ja) | 2023-01-18 | 2024-11-14 | ダイキン工業株式会社 | 電気化学デバイス用合剤、電気化学デバイス用合剤シート、電極、及び、電気化学デバイス |
| KR102932815B1 (ko) | 2023-01-18 | 2026-03-05 | 다이킨 고교 가부시키가이샤 | 전기 화학 디바이스용 합제 자립막, 전극, 및 전기 화학 디바이스 |
| CN120642068A (zh) | 2023-01-18 | 2025-09-12 | 大金工业株式会社 | 四氟乙烯系聚合物组合物、电化学器件用粘结剂、电极合剂、电极、和二次电池 |
| JP2025093905A (ja) | 2023-12-12 | 2025-06-24 | ダイキン工業株式会社 | テトラフルオロエチレン系ポリマー組成物、電気化学デバイス用バインダー、電極合剤、電極、及び、二次電池 |
| WO2025127124A1 (ja) | 2023-12-12 | 2025-06-19 | ダイキン工業株式会社 | テトラフルオロエチレン系ポリマー組成物、電気化学デバイス用バインダー、電極合剤、電極、及び、二次電池 |
| WO2025127125A1 (ja) | 2023-12-12 | 2025-06-19 | ダイキン工業株式会社 | テトラフルオロエチレン系ポリマー組成物、電気化学デバイス用バインダー、電極合剤、電極、及び、二次電池 |
| WO2025127120A1 (ja) | 2023-12-12 | 2025-06-19 | ダイキン工業株式会社 | テトラフルオロエチレン系ポリマー組成物、電気化学デバイス用バインダー、電極合剤、電極、及び、二次電池 |
| CN122349673A (zh) | 2023-12-12 | 2026-07-07 | 大金工业株式会社 | 四氟乙烯系聚合物组合物、电化学器件用粘结剂、电极合剂、电极和二次电池 |
| JP7719418B1 (ja) | 2024-01-18 | 2025-08-06 | ダイキン工業株式会社 | 組成物、電気化学デバイス用バインダー、電極合剤、電極、及び、二次電池 |
| JP7817639B2 (ja) | 2024-01-18 | 2026-02-19 | ダイキン工業株式会社 | ポリマー組成物、電気化学デバイス用バインダー、電極合剤、電極、及び、二次電池 |
| WO2025154806A1 (ja) | 2024-01-18 | 2025-07-24 | ダイキン工業株式会社 | 電気化学デバイス、組成物、電極合剤、電極、及び、二次電池 |
| JP7741457B2 (ja) | 2024-01-18 | 2025-09-18 | ダイキン工業株式会社 | テトラフルオロエチレン系ポリマー組成物、電気化学デバイス用バインダー、電極合剤、電極、及び、二次電池 |
| CN118562034B (zh) * | 2024-08-05 | 2024-10-18 | 黄山熠能科技有限公司 | 一种氟乙烯聚合方法 |
Family Cites Families (66)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA878571A (en) * | 1971-08-17 | H. Porter Verleon | Dispersion polymerization of tetrafluoroethylene | |
| US2559752A (en) | 1951-03-06 | 1951-07-10 | Du Pont | Aqueous colloidal dispersions of polymers |
| BE563881A (enExample) | 1957-01-11 | |||
| US3037953A (en) | 1961-04-26 | 1962-06-05 | Du Pont | Concentration of aqueous colloidal dispersions of polytetrafluoroethylene |
| US3271341A (en) | 1961-08-07 | 1966-09-06 | Du Pont | Aqueous colloidal dispersions of polymer |
| US3282875A (en) | 1964-07-22 | 1966-11-01 | Du Pont | Fluorocarbon vinyl ether polymers |
| US3391099A (en) | 1966-04-25 | 1968-07-02 | Du Pont | Polymerization process |
| DE2015279A1 (de) | 1969-04-01 | 1970-10-08 | E.I. du Pont de Nemours and'Company, Wilmington, Del. (V.St.A.) | Dispersionspolymerisation von Tetrafluoräthylen |
| DE2037028C2 (de) | 1970-07-25 | 1982-07-08 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung fluorhaltiger Copolymerisate |
| US4036802A (en) | 1975-09-24 | 1977-07-19 | E. I. Du Pont De Nemours And Company | Tetrafluoroethylene copolymer fine powder resin |
| US4098978A (en) | 1975-11-12 | 1978-07-04 | The B. F. Goodrich Company | Process for emulsion polymerization of vinylidene halides and product thereof |
| US4342675A (en) * | 1978-06-16 | 1982-08-03 | E. I. Du Pont De Nemours And Company | Process for preparing aqueous dispersion of polytetrafluoroethylene |
| US4358545A (en) | 1980-06-11 | 1982-11-09 | The Dow Chemical Company | Sulfonic acid electrolytic cell having flourinated polymer membrane with hydration product less than 22,000 |
| US4463144A (en) | 1980-09-10 | 1984-07-31 | Asahi Glass Company Ltd. | Process for producing propylene-tetrafluoroethylene copolymer |
| US4552631A (en) | 1983-03-10 | 1985-11-12 | E. I. Du Pont De Nemours And Company | Reinforced membrane, electrochemical cell and electrolysis process |
| US4940525A (en) | 1987-05-08 | 1990-07-10 | The Dow Chemical Company | Low equivalent weight sulfonic fluoropolymers |
| JP3172983B2 (ja) | 1993-09-20 | 2001-06-04 | ダイキン工業株式会社 | ビニリデンフルオライド系重合体の水性分散液およびその製法 |
| DE4335705A1 (de) | 1993-10-20 | 1995-04-27 | Hoechst Ag | Herstellung eines modifizierten Polytetrafluorethylens und seine Verwendung |
| IT1270703B (it) | 1994-11-17 | 1997-05-07 | Ausimont Spa | Microemulsioni di fluoropoliossialchileni in miscela con idrocarburi, e loro uso in processi di (co)polimerizzazione di monomeri fluorurati |
| US5637748A (en) | 1995-03-01 | 1997-06-10 | E. I. Du Pont De Nemours And Company | Process for synthesizing fluorinated nitrile compounds |
| US5955556A (en) * | 1995-11-06 | 1999-09-21 | Alliedsignal Inc. | Method of manufacturing fluoropolymers |
| US5969067A (en) | 1996-09-13 | 1999-10-19 | E.I. Dupont De Nemours And Company | Phosphorus-containing fluoromonomers and polymers thereof |
| US5866711A (en) | 1996-09-13 | 1999-02-02 | E. I. Du Pont De Nemours And Company | Fluorocyanate and fluorocarbamate monomers and polymers thereof |
| FR2799376B1 (fr) | 1999-10-07 | 2002-01-18 | Marc Brunel | Dispositif d'injection a usage unique |
| US6482979B1 (en) | 1999-12-22 | 2002-11-19 | Dyneon Llc | Perfluorinated acid fluorides and preparation thereof |
| US6512063B2 (en) | 2000-10-04 | 2003-01-28 | Dupont Dow Elastomers L.L.C. | Process for producing fluoroelastomers |
| CA2446016A1 (en) | 2001-05-02 | 2002-11-07 | 3M Innovative Properties Company | Emulsifier free aqueous emulsion polymerization process for making fluoropolymers |
| US6833414B2 (en) * | 2002-02-12 | 2004-12-21 | Arkema Inc. | Cross-linkable aqueous fluoropolymer based dispersions containing silanes |
| AU2003291646A1 (en) | 2002-10-31 | 2004-06-07 | 3M Innovative Properties Company | Emulsifier free aqueous emulsion polymerization to produce copolymers of a fluorinated olefin and hydrocarbon olefin |
| US6841616B2 (en) | 2003-03-28 | 2005-01-11 | Arkema Inc. | Polymerization of halogen-containing monomers using siloxane surfactant |
| US6869997B2 (en) * | 2003-05-06 | 2005-03-22 | Arkema, Inc. | Polymerization of fluoromonomers using a 3-allyloxy-2-hydroxy-1-propanesulfonic acid salt as surfactant |
| JP2004359870A (ja) | 2003-06-05 | 2004-12-24 | Daikin Ind Ltd | 界面活性剤、含フッ素重合体の製造方法及び含フッ素重合体水性分散液 |
| WO2005003075A1 (ja) | 2003-07-02 | 2005-01-13 | Daikin Industries, Ltd. | フルオロアルキルカルボン酸誘導体、含フッ素重合体の製造方法及び含フッ素重合体水性分散液 |
| WO2005007707A1 (ja) * | 2003-07-16 | 2005-01-27 | Daikin Industries, Ltd. | 含フッ素重合体の製造方法、含フッ素重合体水性分散液、２−アシルオキシカルボン酸誘導体及び界面活性剤 |
| US20050090613A1 (en) | 2003-10-22 | 2005-04-28 | Daikin Industries, Ltd. | Process for preparing fluorine-containing polymer latex |
| EP1533325B1 (en) * | 2003-11-17 | 2011-10-19 | 3M Innovative Properties Company | Aqueous dispersions of polytetrafluoroethylene having a low amount of fluorinated surfactant |
| WO2005063827A1 (ja) | 2003-12-25 | 2005-07-14 | Daikin Industries, Ltd. | フルオロポリマーの製造方法 |
| US7122610B2 (en) * | 2004-04-27 | 2006-10-17 | Arkema Inc. | Method of producing thermoplastic fluoropolymers using alkyl sulfonate surfactants |
| US8080621B2 (en) | 2005-06-10 | 2011-12-20 | Arkema Inc. | Aqueous process for making fluoropolymers |
| US8338518B2 (en) | 2005-06-10 | 2012-12-25 | Arkema Inc. | Aqueous process for making a stable fluoropolymer dispersion |
| US20060281845A1 (en) | 2005-06-10 | 2006-12-14 | Ramin Amin-Sanayei | Aqueous process for making fluoropolymers |
| US20070015937A1 (en) | 2005-07-15 | 2007-01-18 | 3M Innovative Properties Company | Process for recovery of fluorinated carboxylic acid surfactants from exhaust gas |
| GB0514387D0 (en) | 2005-07-15 | 2005-08-17 | 3M Innovative Properties Co | Aqueous emulsion polymerization of fluorinated monomers using a perfluoropolyether surfactant |
| GB0514398D0 (en) | 2005-07-15 | 2005-08-17 | 3M Innovative Properties Co | Aqueous emulsion polymerization of fluorinated monomers using a fluorinated surfactant |
| US8124699B2 (en) | 2005-08-08 | 2012-02-28 | Arkema Inc. | Polymerization of fluoropolymers using alkyl phosphonate surfactants |
| ES2611988T3 (es) * | 2005-08-08 | 2017-05-11 | Arkema Inc. | Polimerización de fluoropolímeros usando tensioactivos no fluorados |
| WO2007046345A1 (ja) | 2005-10-17 | 2007-04-26 | Asahi Glass Company, Limited | ポリテトラフルオロエチレン水性乳化液、それから得られるポリテトラフルオロエチレンファインパウダーおよび多孔体 |
| JP5141256B2 (ja) | 2005-10-20 | 2013-02-13 | 旭硝子株式会社 | ポリテトラフルオロエチレン水性分散液およびその製品 |
| EP1939223B1 (en) | 2005-10-20 | 2011-07-13 | Asahi Glass Company, Limited | Method for producing melt-moldable fluororesin |
| JP5343355B2 (ja) | 2005-10-26 | 2013-11-13 | 旭硝子株式会社 | 含フッ素乳化剤の残留量が少ないフッ素樹脂およびその製造方法 |
| CN101309942B (zh) | 2005-11-18 | 2012-06-20 | 纳幕尔杜邦公司 | 核/壳聚合物 |
| US7754287B2 (en) | 2006-05-31 | 2010-07-13 | E. I. Du Pont De Nemours And Company | Process for forming filled bearings from fluoropolymer dispersions stabilized with anionic polyelectrolyte dispersing agents |
| WO2008019155A1 (en) | 2006-08-11 | 2008-02-14 | The University Of North Carolina At Chapel Hill | Process of fluoromonomer polymerization |
| WO2008060462A1 (en) | 2006-11-09 | 2008-05-22 | E. I. Du Pont De Nemours And Company | Aqueous polymerization of fluorinated monomers using polymerization agent comprising fluoropolyether acid or salt and siloxane surfactant |
| JP5588679B2 (ja) | 2006-11-09 | 2014-09-10 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | フルオロポリエーテル酸または塩および短鎖フッ素系界面活性剤を含む重合剤を用いるフッ素化モノマーの水性重合 |
| ATE512165T1 (de) * | 2006-11-09 | 2011-06-15 | Du Pont | Wässrige polymerisation von fluorierten monomeren unter verwendung eines polymerisationsmittels, das fluorpolyethersäure oder -salz und kohlenwasserstofftensid umfasst |
| US7521513B2 (en) | 2006-11-29 | 2009-04-21 | Dupont Performance Elastomers Llc | Semi-batch process for producing fluoroelastomers |
| US20080146757A1 (en) | 2006-12-19 | 2008-06-19 | Lyons Donald F | Process for producing fluoroelastomers |
| US20080262177A1 (en) | 2006-12-19 | 2008-10-23 | Lyons Donald F | Process for producing fluoroelastomers |
| WO2009013214A1 (en) | 2007-07-20 | 2009-01-29 | Solvay Solexis S.P.A. | Process for polymer dispersions |
| US8349954B2 (en) | 2008-04-07 | 2013-01-08 | Arkema Inc. | Polymerization of fluoropolymers using polycaprolactone |
| US8153738B2 (en) | 2008-12-23 | 2012-04-10 | E I Du Pont De Nemours And Company | Fluoropolymer produced by aqueous polymerization using dispersed particulate of fluorinated ionomer |
| EP2284200A1 (en) * | 2009-07-31 | 2011-02-16 | 3M Innovative Properties Company | Aqueous fluoropolymer dispersions containing a polyol comprising at least one long chain residue and method for producing them |
| WO2011024857A1 (ja) | 2009-08-28 | 2011-03-03 | ダイキン工業株式会社 | 含フッ素重合体の製造方法 |
| WO2011024856A1 (ja) | 2009-08-28 | 2011-03-03 | ダイキン工業株式会社 | 含フッ素重合体の製造方法 |
| CN103210003B (zh) * | 2010-11-09 | 2016-09-07 | 纳幕尔杜邦公司 | 减弱含烃表面活性剂在含氟单体含水分散体聚合反应中的调聚性能 |
-
2011
- 2011-11-09 EP EP19168595.7A patent/EP3533811B1/en active Active
- 2011-11-09 CN CN201180053785.3A patent/CN103201301B/zh active Active
- 2011-11-09 CN CN201710049835.XA patent/CN106674392B/zh active Active
- 2011-11-09 JP JP2013538854A patent/JP6201236B2/ja active Active
- 2011-11-09 US US13/292,344 patent/US8563670B2/en active Active
- 2011-11-09 EP EP11787984.1A patent/EP2638082B1/en active Active
- 2011-11-09 WO PCT/US2011/059978 patent/WO2012064846A1/en not_active Ceased
-
2013
- 2013-09-19 US US14/031,335 patent/US9371405B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| US9371405B2 (en) | 2016-06-21 |
| EP3533811A1 (en) | 2019-09-04 |
| US20140018499A1 (en) | 2014-01-16 |
| EP2638082A1 (en) | 2013-09-18 |
| WO2012064846A1 (en) | 2012-05-18 |
| EP2638082B1 (en) | 2019-04-17 |
| CN106674392A (zh) | 2017-05-17 |
| CN106674392B (zh) | 2019-10-18 |
| CN103201301B (zh) | 2017-02-08 |
| US8563670B2 (en) | 2013-10-22 |
| JP2013542309A (ja) | 2013-11-21 |
| US20120116017A1 (en) | 2012-05-10 |
| CN103201301A (zh) | 2013-07-10 |
| EP3533811B1 (en) | 2021-08-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6030562B2 (ja) | 水性分散体フルオロモノマーの重合における炭化水素含有界面活性剤のテロゲン性挙動の低下 | |
| JP2013542309A (ja) | フルオロモノマーの水性重合における核形成 | |
| JP6109073B2 (ja) | 炭化水素界面活性剤を用いたフルオロモノマーの水性重合 | |
| JP6622209B2 (ja) | フルオロモノマーの水性重合において核を形成するためのポリアルキレンオキシドの使用 | |
| RU2342403C2 (ru) | Полимеризация в водной эмульсии без эмульгатора для получения сополимеров фторированного олефина и углеводородного олефина | |
| US9580590B2 (en) | Method for producing aqueous polytetrafluoroethylene dispersion | |
| CN103717624B (zh) | 使用烷基硫酸盐表面活性剂生产氟聚合物的方法 | |
| WO2008001895A1 (en) | Method for producing fluorine-containing elastomer | |
| JP2006111722A (ja) | 含フッ素重合体の製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20141105 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20141105 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20151007 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20151124 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20160222 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20160523 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20160920 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20161220 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20170215 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20170711 |
|
| A711 | Notification of change in applicant |
Free format text: JAPANESE INTERMEDIATE CODE: A711 Effective date: 20170815 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20170809 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 6201236 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |