JP2005533162A - 圧縮永久歪みが改善されたフルオロポリマー - Google Patents
圧縮永久歪みが改善されたフルオロポリマー Download PDFInfo
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- JP2005533162A JP2005533162A JP2004522960A JP2004522960A JP2005533162A JP 2005533162 A JP2005533162 A JP 2005533162A JP 2004522960 A JP2004522960 A JP 2004522960A JP 2004522960 A JP2004522960 A JP 2004522960A JP 2005533162 A JP2005533162 A JP 2005533162A
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- fluoropolymer
- bromine
- bromine atoms
- Prior art date
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- 229920002313 fluoropolymer Polymers 0.000 title claims abstract description 40
- 239000004811 fluoropolymer Substances 0.000 title claims abstract description 40
- 238000007906 compression Methods 0.000 title claims description 14
- 230000006835 compression Effects 0.000 title claims description 14
- 239000000203 mixture Substances 0.000 claims abstract description 72
- 239000000178 monomer Substances 0.000 claims abstract description 41
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 30
- 150000001336 alkenes Chemical class 0.000 claims abstract description 30
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 30
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 claims abstract description 27
- 125000001246 bromo group Chemical group Br* 0.000 claims abstract description 26
- 150000002978 peroxides Chemical class 0.000 claims abstract description 26
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 22
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 22
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 20
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 17
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000011737 fluorine Substances 0.000 claims abstract description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 10
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229920005548 perfluoropolymer Polymers 0.000 claims abstract description 8
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 6
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims abstract description 6
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 5
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 5
- 150000002367 halogens Chemical group 0.000 claims abstract description 5
- 229920000642 polymer Polymers 0.000 claims description 24
- 229920001973 fluoroelastomer Polymers 0.000 claims description 23
- 229910052757 nitrogen Inorganic materials 0.000 claims description 17
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims description 15
- 229920001971 elastomer Polymers 0.000 claims description 14
- 230000000052 comparative effect Effects 0.000 claims description 12
- 229920001577 copolymer Polymers 0.000 claims description 11
- -1 ethylene, propylene, butene Chemical class 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 11
- 239000000806 elastomer Substances 0.000 claims description 8
- WBLRBQCSSBJIPF-UHFFFAOYSA-N 3-bromo-1,1,2,3-tetrafluorobut-1-ene Chemical compound CC(F)(Br)C(F)=C(F)F WBLRBQCSSBJIPF-UHFFFAOYSA-N 0.000 claims description 7
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 7
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 7
- 238000004132 cross linking Methods 0.000 claims description 7
- 239000003999 initiator Substances 0.000 claims description 6
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 6
- RRZIJNVZMJUGTK-UHFFFAOYSA-N 1,1,2-trifluoro-2-(1,2,2-trifluoroethenoxy)ethene Chemical compound FC(F)=C(F)OC(F)=C(F)F RRZIJNVZMJUGTK-UHFFFAOYSA-N 0.000 claims description 5
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- AYCANDRGVPTASA-UHFFFAOYSA-N 1-bromo-1,2,2-trifluoroethene Chemical group FC(F)=C(F)Br AYCANDRGVPTASA-UHFFFAOYSA-N 0.000 claims description 4
- YQPBMUIOKYTYDS-UHFFFAOYSA-N 1-bromo-1,2-difluoroethene Chemical group FC=C(F)Br YQPBMUIOKYTYDS-UHFFFAOYSA-N 0.000 claims description 4
- 238000012546 transfer Methods 0.000 claims description 4
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 claims description 3
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 2
- FCHGUOSEXNGSMK-UHFFFAOYSA-N 1-tert-butylperoxy-2,3-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC(OOC(C)(C)C)=C1C(C)C FCHGUOSEXNGSMK-UHFFFAOYSA-N 0.000 claims description 2
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 claims description 2
- VVFNNEKHSFZNKA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhex-3-ene Chemical compound CC(C)(C)OOC(C)(C)C=CC(C)(C)OOC(C)(C)C VVFNNEKHSFZNKA-UHFFFAOYSA-N 0.000 claims description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- 229910021589 Copper(I) bromide Inorganic materials 0.000 claims description 2
- 239000007983 Tris buffer Substances 0.000 claims description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 2
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- BLYOHBPLFYXHQA-UHFFFAOYSA-N n,n-bis(prop-2-enyl)prop-2-enamide Chemical compound C=CCN(CC=C)C(=O)C=C BLYOHBPLFYXHQA-UHFFFAOYSA-N 0.000 claims description 2
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 claims description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 claims description 2
- 229920005992 thermoplastic resin Polymers 0.000 claims description 2
- 239000004711 α-olefin Substances 0.000 claims description 2
- WUMVZXWBOFOYAW-UHFFFAOYSA-N 1,2,3,3,4,4,4-heptafluoro-1-(1,2,3,3,4,4,4-heptafluorobut-1-enoxy)but-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)C(F)(F)F WUMVZXWBOFOYAW-UHFFFAOYSA-N 0.000 claims 1
- BZPCMSSQHRAJCC-UHFFFAOYSA-N 1,2,3,3,4,4,5,5,5-nonafluoro-1-(1,2,3,3,4,4,5,5,5-nonafluoropent-1-enoxy)pent-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)F BZPCMSSQHRAJCC-UHFFFAOYSA-N 0.000 claims 1
- 229920001774 Perfluoroether Polymers 0.000 claims 1
- 239000004743 Polypropylene Substances 0.000 claims 1
- 229910052784 alkaline earth metal Chemical class 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- DMSZORWOGDLWGN-UHFFFAOYSA-N ctk1a3526 Chemical compound NP(N)(N)=O DMSZORWOGDLWGN-UHFFFAOYSA-N 0.000 claims 1
- CSJWOWRPMBXQLD-UHFFFAOYSA-N perfluoromethylvinylether group Chemical group FC(=C(C(F)(F)F)F)OC(=C(F)C(F)(F)F)F CSJWOWRPMBXQLD-UHFFFAOYSA-N 0.000 claims 1
- 229920001155 polypropylene Polymers 0.000 claims 1
- KJWHEZXBZQXVSA-UHFFFAOYSA-N tris(prop-2-enyl) phosphite Chemical compound C=CCOP(OCC=C)OCC=C KJWHEZXBZQXVSA-UHFFFAOYSA-N 0.000 claims 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract description 2
- 239000000463 material Substances 0.000 description 15
- 238000006116 polymerization reaction Methods 0.000 description 14
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical group FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 9
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 9
- 230000000704 physical effect Effects 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000010998 test method Methods 0.000 description 5
- YOALFLHFSFEMLP-UHFFFAOYSA-N azane;2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctanoic acid Chemical compound [NH4+].[O-]C(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YOALFLHFSFEMLP-UHFFFAOYSA-N 0.000 description 4
- 239000004816 latex Substances 0.000 description 4
- 229920000126 latex Polymers 0.000 description 4
- 238000011417 postcuring Methods 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 239000000370 acceptor Substances 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 238000013329 compounding Methods 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 125000001153 fluoro group Chemical group F* 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 235000019241 carbon black Nutrition 0.000 description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 150000002431 hydrogen Chemical group 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 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 1
- OVJCTKGXZMKBCX-UHFFFAOYSA-N 1-bromo-3,3,4,4-tetrafluorobut-1-ene Chemical compound FC(F)C(F)(F)C=CBr OVJCTKGXZMKBCX-UHFFFAOYSA-N 0.000 description 1
- IQHSSYROJYPFDV-UHFFFAOYSA-N 2-bromo-1,3-dichloro-5-(trifluoromethyl)benzene Chemical group FC(F)(F)C1=CC(Cl)=C(Br)C(Cl)=C1 IQHSSYROJYPFDV-UHFFFAOYSA-N 0.000 description 1
- GVCWGFZDSIWLMO-UHFFFAOYSA-N 4-bromo-3,3,4,4-tetrafluorobut-1-ene Chemical compound FC(F)(Br)C(F)(F)C=C GVCWGFZDSIWLMO-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 229920006169 Perfluoroelastomer Polymers 0.000 description 1
- 229920006172 Tetrafluoroethylene propylene Polymers 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 229910001513 alkali metal bromide Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910001616 alkaline earth metal bromide Inorganic materials 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 229910052790 beryllium Inorganic materials 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 229940006460 bromide ion Drugs 0.000 description 1
- 150000003842 bromide salts Chemical class 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 239000012969 di-tertiary-butyl peroxide Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 238000010074 rubber mixing Methods 0.000 description 1
- 238000010057 rubber processing Methods 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 229910021558 transition metal bromide Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000004846 x-ray emission Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 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
- 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
-
- 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
- C08F214/16—Monomers containing bromine or iodine
-
- 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
-
- 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
-
- 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
- C08F214/265—Tetrafluoroethene with non-fluorinated comonomers
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/198,426 US6803435B2 (en) | 2002-07-18 | 2002-07-18 | Curable fluoropolymers containing bromine groups having improved compression set |
| PCT/US2003/014842 WO2004009660A1 (en) | 2002-07-18 | 2003-05-13 | Fluoropolymers having improved compression set |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010173523A Division JP2010242105A (ja) | 2002-07-18 | 2010-08-02 | 圧縮永久歪みが改善されたフルオロポリマー |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005533162A true JP2005533162A (ja) | 2005-11-04 |
| JP2005533162A5 JP2005533162A5 (enExample) | 2008-12-04 |
Family
ID=30443111
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004522960A Pending JP2005533162A (ja) | 2002-07-18 | 2003-05-13 | 圧縮永久歪みが改善されたフルオロポリマー |
| JP2010173523A Withdrawn JP2010242105A (ja) | 2002-07-18 | 2010-08-02 | 圧縮永久歪みが改善されたフルオロポリマー |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010173523A Withdrawn JP2010242105A (ja) | 2002-07-18 | 2010-08-02 | 圧縮永久歪みが改善されたフルオロポリマー |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6803435B2 (enExample) |
| EP (1) | EP1539844B1 (enExample) |
| JP (2) | JP2005533162A (enExample) |
| KR (1) | KR101005244B1 (enExample) |
| CN (1) | CN1297577C (enExample) |
| AT (1) | ATE378359T1 (enExample) |
| AU (1) | AU2003232114A1 (enExample) |
| DE (1) | DE60317530T2 (enExample) |
| RU (1) | RU2326907C2 (enExample) |
| WO (1) | WO2004009660A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010519399A (ja) * | 2007-02-27 | 2010-06-03 | デュポン パフォーマンス エラストマーズ エルエルシー | 硬化性の耐塩基性フルオロエラストマー |
| JP2015504940A (ja) * | 2011-12-15 | 2015-02-16 | 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 | フリーラジカル硬化性フルオロエラストマー用助剤 |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2003029306A1 (en) * | 2001-09-26 | 2003-04-10 | Nichias Corporation | Moldings of fluororubbers and process for their production |
| DE602004017604D1 (de) * | 2004-09-09 | 2008-12-18 | 3M Innovative Properties Co | Fluoropolymer zur Herstellung von einem Fluoroelastomer |
| EP1864038B1 (en) * | 2005-03-28 | 2013-04-10 | Kalsi Engineering, Inc. | Composite, high temperature, dynamic seal and method of making same |
| US7214740B2 (en) * | 2005-05-03 | 2007-05-08 | 3M Innovative Properties Company | Fluorinated ionomers with reduced amounts of carbonyl end groups |
| US9029477B2 (en) * | 2006-03-03 | 2015-05-12 | 3M Innovative Properties Company | Compositions comprising melt-processable thermoplastic fluoropolymers and methods of making the same |
| EP2530096B1 (en) * | 2010-01-29 | 2015-08-12 | Asahi Glass Company, Limited | Fluorinated elastic copolymer and method for its production |
| KR101706582B1 (ko) * | 2010-02-17 | 2017-02-27 | 니폰 가세이 가부시키가이샤 | 트리아진 유도체 및 그의 응용 |
| WO2015149221A1 (en) * | 2014-03-31 | 2015-10-08 | Dow Global Technologies Llc | Crosslinkable polymeric compositions with n,n,n',n',n",n"-hexaallyl-1,3,5-triazine-2,4,6-triamine crosslinking coagent, methods for making the same, and articles made therefrom |
| CN104448095B (zh) * | 2014-12-15 | 2017-01-04 | 中昊晨光化工研究院有限公司 | 一种可过氧化物硫化的氟橡胶的制备方法 |
| WO2016100420A1 (en) * | 2014-12-19 | 2016-06-23 | 3M Innovative Properties Company | Curable partially fluorinated polymer compositions |
| CN107109012A (zh) * | 2014-12-19 | 2017-08-29 | 3M创新有限公司 | 可固化的部分氟化的聚合物组合物 |
| CN104893189A (zh) * | 2015-05-25 | 2015-09-09 | 巨化集团技术中心 | 一种增强型聚偏氟乙烯树脂的制备方法 |
| EP3601426B1 (en) * | 2017-03-31 | 2023-05-24 | Solvay Specialty Polymers Italy S.p.A. | Method of making cured parts |
| WO2019000311A1 (en) * | 2017-06-29 | 2019-01-03 | Dow Global Technologies Llc | POLYOLEFIN COMPOSITION |
| RU2649143C1 (ru) * | 2017-07-10 | 2018-03-30 | Общество с ограниченной ответственностью "ГалоПолимер Кирово-Чепецк" | Способ получения сополимеров тетрафторэтилена |
| RU2674034C1 (ru) * | 2018-07-02 | 2018-12-04 | Федеральное государственное унитарное предприятие "Ордена Ленина и ордена Трудового Красного Знамени научно-исследовательский институт синтетического каучука имени академика С.В. Лебедева" (ФГУП "НИИСК") | Способ получения низкомолекулярных сополимеров тетрафторэтилена и пропилена |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS533495A (en) * | 1976-06-30 | 1978-01-13 | Daikin Ind Ltd | Preparation of fluorine-containing polymer having plurality of chain segments |
| JPS53125491A (en) * | 1977-04-08 | 1978-11-01 | Daikin Ind Ltd | Fluorine-containing polymer easily curable and its curable composition |
| JPS5920310A (ja) * | 1982-07-27 | 1984-02-02 | Daikin Ind Ltd | 含フッ素ポリマー硬化用組成物 |
| JPS62190206A (ja) * | 1986-01-27 | 1987-08-20 | イ−・アイ・デユポン・デ・ニモアス・アンド・カンパニ− | テトラフルオロエチレン・フアインパウダ−の製法 |
| JPH0352907A (ja) * | 1989-07-10 | 1991-03-07 | Ausimont Srl | 改良された加工性を有する新規なフルオロエラストマーおよびその製造法 |
| JPH05406B2 (enExample) * | 1989-10-26 | 1993-01-05 | Ii Ai Deyuhon De Nimoasu Ando Co | |
| JPH05222130A (ja) * | 1990-03-01 | 1993-08-31 | E I Du Pont De Nemours & Co | フルオル弾性体及びその製造法 |
| JPH06220143A (ja) * | 1990-03-01 | 1994-08-09 | E I Du Pont De Nemours & Co | 塩基に対する安定性が改善された熱可塑性弗素弾性体 |
| WO1999024484A1 (fr) * | 1997-11-06 | 1999-05-20 | Daikin Industries, Ltd. | Matiere de moulage |
| WO1999050319A1 (en) * | 1998-03-25 | 1999-10-07 | Daikin Industries, Ltd. | Method of reducing metal content in fluoroelastomer |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2229607A1 (de) | 1972-06-19 | 1974-01-17 | Dynamit Nobel Ag | Verfahren zur herstellung von thermoplastisch verarbeitbaren fluorolefin-polymerisaten |
| US4000356A (en) | 1972-06-19 | 1976-12-28 | Dynamit Nobel Aktiengesellschaft | Process for the preparation of thermoplastically workable fluoro-olefin polymers |
| US4277586A (en) | 1974-11-20 | 1981-07-07 | Asahi Glass Company, Ltd. | Process for preparing a propylene-tetrafluoroethylene copolymer |
| US4035565A (en) | 1975-03-27 | 1977-07-12 | E. I. Du Pont De Nemours And Company | Fluoropolymer containing a small amount of bromine-containing olefin units |
| JPS539848A (en) | 1976-07-16 | 1978-01-28 | Asahi Glass Co Ltd | Heat treatment of fluorine-containing elastomers |
| IT1187684B (it) | 1985-07-08 | 1987-12-23 | Montefluos Spa | Procedimento per la preparazione di fluoroelastomeri vulcanizzabili e prodotti cosi' ottenuti |
| US4694045A (en) | 1985-12-11 | 1987-09-15 | E. I. Du Pont De Nemours And Company | Base resistant fluoroelastomers |
| US4748223A (en) | 1986-04-01 | 1988-05-31 | Nippon Mektron Limited | Process for producing peroxide-vulcanizable, fluorine-containing elastomer |
| JPS62232407A (ja) * | 1986-04-01 | 1987-10-12 | Nippon Mektron Ltd | パ−オキサイド加硫可能な含フツ素エラストマ−の製造方法 |
| JP2538267B2 (ja) | 1987-07-17 | 1996-09-25 | 日本メクトロン株式会社 | 含フッ素弾性状共重合体の製造法 |
| IT1235527B (it) | 1989-05-17 | 1992-09-09 | Giovanni Cenacchi | Metodo per la trasformazione dei fanghi residuati dai processi di depurazione delle acque reflue civili e/o industriali in sostanze inerti, e impianto per la realizzazione di tale metodo |
| US5219964A (en) | 1989-07-10 | 1993-06-15 | Ausimont S.R.L. | Fluoroelastomers endowed with improved processability and process for preparing them |
| US5077359A (en) | 1989-10-26 | 1991-12-31 | E. I. Du Pont De Nemours And Company | Peroxide-curable fluoroelastomers and chlorofluoroelastomers having bromine and iodine curesites and the preparation |
| US5264509A (en) | 1991-05-15 | 1993-11-23 | Ausimont S.P.A. | Fluoroelastomers based on vinylidene fluoride exhibiting superior resistance to organic bases |
| IT1255633B (it) | 1992-05-22 | 1995-11-09 | Ausimont Spa | Copolimeri fluoroelastomerici e fluoroplastomerici dotati di elevata resistenza alle basi |
| US5285002A (en) | 1993-03-23 | 1994-02-08 | Minnesota Mining And Manufacturing Company | Fluorine-containing polymers and preparation and use thereof |
| JP3523258B2 (ja) | 1993-07-16 | 2004-04-26 | イー・アイ・デュポン・ドゥ・ヌムール・アンド・カンパニー | 高純度フルオロエラストマー配合物 |
| IT1265461B1 (it) | 1993-12-29 | 1996-11-22 | Ausimont Spa | Fluoroelastomeri comprendenti unita' monomeriche derivanti da una bis-olefina |
| IT1276979B1 (it) | 1995-10-20 | 1997-11-03 | Ausimont Spa | Composizioni fluoroelastomeriche |
| JP3671517B2 (ja) | 1996-04-24 | 2005-07-13 | ユニマテック株式会社 | 含フッ素共重合体エラストマー、その製造法および組成物 |
| US6346300B1 (en) * | 1998-01-21 | 2002-02-12 | Dupont Dow Elastomers L.L.C. | UV curable elastomer composition |
| JP3867428B2 (ja) | 1998-03-06 | 2007-01-10 | ユニマテック株式会社 | 含フッ素共重合体組成物 |
| CN100441605C (zh) | 1998-03-23 | 2008-12-10 | 德弘公司 | 可过氧化物硫化的全氟弹性体胶料和含它的成形制品 |
| IT1308628B1 (it) | 1999-02-23 | 2002-01-09 | Ausimont Spa | Composizioni fluoroelastomeriche. |
-
2002
- 2002-07-18 US US10/198,426 patent/US6803435B2/en not_active Expired - Fee Related
-
2003
- 2003-05-13 AT AT03765429T patent/ATE378359T1/de not_active IP Right Cessation
- 2003-05-13 KR KR1020057000870A patent/KR101005244B1/ko not_active Expired - Fee Related
- 2003-05-13 CN CNB038168782A patent/CN1297577C/zh not_active Expired - Fee Related
- 2003-05-13 DE DE60317530T patent/DE60317530T2/de not_active Expired - Lifetime
- 2003-05-13 EP EP03765429A patent/EP1539844B1/en not_active Expired - Lifetime
- 2003-05-13 WO PCT/US2003/014842 patent/WO2004009660A1/en not_active Ceased
- 2003-05-13 RU RU2005101073/04A patent/RU2326907C2/ru not_active IP Right Cessation
- 2003-05-13 JP JP2004522960A patent/JP2005533162A/ja active Pending
- 2003-05-13 AU AU2003232114A patent/AU2003232114A1/en not_active Abandoned
-
2010
- 2010-08-02 JP JP2010173523A patent/JP2010242105A/ja not_active Withdrawn
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS533495A (en) * | 1976-06-30 | 1978-01-13 | Daikin Ind Ltd | Preparation of fluorine-containing polymer having plurality of chain segments |
| JPS53125491A (en) * | 1977-04-08 | 1978-11-01 | Daikin Ind Ltd | Fluorine-containing polymer easily curable and its curable composition |
| JPS5920310A (ja) * | 1982-07-27 | 1984-02-02 | Daikin Ind Ltd | 含フッ素ポリマー硬化用組成物 |
| JPS62190206A (ja) * | 1986-01-27 | 1987-08-20 | イ−・アイ・デユポン・デ・ニモアス・アンド・カンパニ− | テトラフルオロエチレン・フアインパウダ−の製法 |
| JPH0352907A (ja) * | 1989-07-10 | 1991-03-07 | Ausimont Srl | 改良された加工性を有する新規なフルオロエラストマーおよびその製造法 |
| JPH05406B2 (enExample) * | 1989-10-26 | 1993-01-05 | Ii Ai Deyuhon De Nimoasu Ando Co | |
| JPH05222130A (ja) * | 1990-03-01 | 1993-08-31 | E I Du Pont De Nemours & Co | フルオル弾性体及びその製造法 |
| JPH06220143A (ja) * | 1990-03-01 | 1994-08-09 | E I Du Pont De Nemours & Co | 塩基に対する安定性が改善された熱可塑性弗素弾性体 |
| WO1999024484A1 (fr) * | 1997-11-06 | 1999-05-20 | Daikin Industries, Ltd. | Matiere de moulage |
| WO1999050319A1 (en) * | 1998-03-25 | 1999-10-07 | Daikin Industries, Ltd. | Method of reducing metal content in fluoroelastomer |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010519399A (ja) * | 2007-02-27 | 2010-06-03 | デュポン パフォーマンス エラストマーズ エルエルシー | 硬化性の耐塩基性フルオロエラストマー |
| JP2015504940A (ja) * | 2011-12-15 | 2015-02-16 | 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 | フリーラジカル硬化性フルオロエラストマー用助剤 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20040014900A1 (en) | 2004-01-22 |
| US6803435B2 (en) | 2004-10-12 |
| ATE378359T1 (de) | 2007-11-15 |
| WO2004009660A1 (en) | 2004-01-29 |
| EP1539844B1 (en) | 2007-11-14 |
| CN1297577C (zh) | 2007-01-31 |
| KR20050030629A (ko) | 2005-03-30 |
| DE60317530D1 (de) | 2007-12-27 |
| AU2003232114A1 (en) | 2004-02-09 |
| EP1539844A1 (en) | 2005-06-15 |
| RU2005101073A (ru) | 2006-01-20 |
| CN1668658A (zh) | 2005-09-14 |
| KR101005244B1 (ko) | 2011-01-04 |
| RU2326907C2 (ru) | 2008-06-20 |
| JP2010242105A (ja) | 2010-10-28 |
| DE60317530T2 (de) | 2008-09-18 |
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