JPH10101740A - フルオロエラストマーおよびその架橋性組成物 - Google Patents
フルオロエラストマーおよびその架橋性組成物Info
- Publication number
- JPH10101740A JPH10101740A JP8280151A JP28015196A JPH10101740A JP H10101740 A JPH10101740 A JP H10101740A JP 8280151 A JP8280151 A JP 8280151A JP 28015196 A JP28015196 A JP 28015196A JP H10101740 A JPH10101740 A JP H10101740A
- Authority
- JP
- Japan
- Prior art keywords
- bromo
- iodo
- fluoroelastomer
- vinyl ether
- mol
- 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.)
- Pending
Links
- 229920001973 fluoroelastomer Polymers 0.000 title claims abstract description 26
- 239000000203 mixture Substances 0.000 title claims abstract description 18
- -1 alkyl vinyl ether Chemical compound 0.000 claims abstract description 89
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims abstract description 24
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims abstract description 21
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 19
- 239000000178 monomer Substances 0.000 claims abstract description 15
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 11
- 150000001875 compounds Chemical class 0.000 claims abstract description 11
- 238000007334 copolymerization reaction Methods 0.000 claims description 18
- 229920001577 copolymer Polymers 0.000 claims description 11
- 239000003431 cross linking reagent Substances 0.000 claims description 4
- 150000002978 peroxides Chemical class 0.000 claims description 4
- 239000000126 substance Substances 0.000 abstract description 12
- 229920001897 terpolymer Polymers 0.000 abstract description 10
- 239000002904 solvent Substances 0.000 abstract description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 16
- 229910052740 iodine Inorganic materials 0.000 description 16
- 239000011630 iodine Substances 0.000 description 16
- 238000000034 method Methods 0.000 description 16
- 238000004073 vulcanization Methods 0.000 description 12
- 230000008859 change Effects 0.000 description 9
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 125000005999 2-bromoethyl group Chemical group 0.000 description 7
- 150000001336 alkenes Chemical class 0.000 description 6
- 125000001246 bromo group Chemical group Br* 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 150000001451 organic peroxides Chemical class 0.000 description 5
- 238000010060 peroxide vulcanization Methods 0.000 description 5
- 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 4
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 239000006229 carbon black Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000006835 compression Effects 0.000 description 3
- 238000007906 compression Methods 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- HTUMBQDCCIXGCV-UHFFFAOYSA-N lead oxide Chemical compound [O-2].[Pb+2] HTUMBQDCCIXGCV-UHFFFAOYSA-N 0.000 description 3
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 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 2
- SUTQSIHGGHVXFK-UHFFFAOYSA-N 1,2,2-trifluoroethenylbenzene Chemical compound FC(F)=C(F)C1=CC=CC=C1 SUTQSIHGGHVXFK-UHFFFAOYSA-N 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 2
- SKYXLDSRLNRAPS-UHFFFAOYSA-N 1,2,4-trifluoro-5-methoxybenzene Chemical compound COC1=CC(F)=C(F)C=C1F SKYXLDSRLNRAPS-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- IVIVPNPSOKZKJQ-UHFFFAOYSA-N 2-bromo-1-chloro-1-iodoethane Chemical compound ClC(I)CBr IVIVPNPSOKZKJQ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 239000000370 acceptor Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 150000005827 chlorofluoro hydrocarbons Chemical group 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 150000003983 crown ethers Chemical class 0.000 description 2
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- 229960001545 hydrotalcite Drugs 0.000 description 2
- 229910001701 hydrotalcite Inorganic materials 0.000 description 2
- 239000011256 inorganic filler Substances 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- OSXLRDYJNUYAQG-UHFFFAOYSA-N (1-bromo-1,2,2-trifluoro-2-iodoethyl)benzene Chemical compound FC(F)(I)C(F)(Br)C1=CC=CC=C1 OSXLRDYJNUYAQG-UHFFFAOYSA-N 0.000 description 1
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- WSRKYYKHNUTYFT-UHFFFAOYSA-N (2-bromo-1,2,2-trifluoro-1-iodoethyl)benzene Chemical compound FC(F)(Br)C(F)(I)C1=CC=CC=C1 WSRKYYKHNUTYFT-UHFFFAOYSA-N 0.000 description 1
- RIPYNJLMMFGZSX-UHFFFAOYSA-N (5-benzoylperoxy-2,5-dimethylhexan-2-yl) benzenecarboperoxoate Chemical compound C=1C=CC=CC=1C(=O)OOC(C)(C)CCC(C)(C)OOC(=O)C1=CC=CC=C1 RIPYNJLMMFGZSX-UHFFFAOYSA-N 0.000 description 1
- RRZIJNVZMJUGTK-UHFFFAOYSA-N 1,1,2-trifluoro-2-(1,2,2-trifluoroethenoxy)ethene Chemical class FC(F)=C(F)OC(F)=C(F)F RRZIJNVZMJUGTK-UHFFFAOYSA-N 0.000 description 1
- NALFRYPTRXKZPN-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane Chemical compound CC1CC(C)(C)CC(OOC(C)(C)C)(OOC(C)(C)C)C1 NALFRYPTRXKZPN-UHFFFAOYSA-N 0.000 description 1
- MHDBWTRDEVNJDK-UHFFFAOYSA-N 1,1-dibromo-1,2,2-trifluoro-2-iodoethane Chemical compound FC(F)(I)C(F)(Br)Br MHDBWTRDEVNJDK-UHFFFAOYSA-N 0.000 description 1
- WLCPWUALVAAVCP-UHFFFAOYSA-N 1,1-dibromo-1,2,3,3,4,4-hexafluoro-2,4-diiodobutane Chemical compound FC(F)(I)C(F)(F)C(F)(I)C(F)(Br)Br WLCPWUALVAAVCP-UHFFFAOYSA-N 0.000 description 1
- YUBJHLYGOOZDRN-UHFFFAOYSA-N 1,2-dibromo-1,1,2-trifluoro-2-iodoethane Chemical compound FC(F)(Br)C(F)(Br)I YUBJHLYGOOZDRN-UHFFFAOYSA-N 0.000 description 1
- GQALTFRDRVDZAA-UHFFFAOYSA-N 1,2-dibromo-1,1,3,3,3-pentafluoro-2-iodopropane Chemical compound FC(F)(F)C(Br)(I)C(F)(F)Br GQALTFRDRVDZAA-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- HWPARQYJJSWATJ-UHFFFAOYSA-N 1,3-dibromo-1,1,2,2,3,4,4-heptafluoro-4-iodobutane Chemical compound FC(F)(Br)C(F)(F)C(F)(Br)C(F)(F)I HWPARQYJJSWATJ-UHFFFAOYSA-N 0.000 description 1
- VSKRZGAHPADTKN-UHFFFAOYSA-N 1,3-dibromo-1,1,2,3,3-pentafluoro-2-iodopropane Chemical compound FC(F)(Br)C(F)(I)C(F)(F)Br VSKRZGAHPADTKN-UHFFFAOYSA-N 0.000 description 1
- GWQOYRSARAWVTC-UHFFFAOYSA-N 1,4-bis(2-tert-butylperoxypropan-2-yl)benzene Chemical compound CC(C)(C)OOC(C)(C)C1=CC=C(C(C)(C)OOC(C)(C)C)C=C1 GWQOYRSARAWVTC-UHFFFAOYSA-N 0.000 description 1
- NQSBUGFPVYOZPE-UHFFFAOYSA-N 1,4-dibromo-1,1,2,2,3,4,4-heptafluoro-3-iodobutane Chemical compound FC(F)(Br)C(F)(F)C(F)(I)C(F)(F)Br NQSBUGFPVYOZPE-UHFFFAOYSA-N 0.000 description 1
- IPJGAEWUPXWFPL-UHFFFAOYSA-N 1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC(N2C(C=CC2=O)=O)=C1 IPJGAEWUPXWFPL-UHFFFAOYSA-N 0.000 description 1
- FPYMBRJPVPWOOF-UHFFFAOYSA-N 1-bromo-1,1,2,2,3,3,4,4-octafluoro-4-iodobutane Chemical compound FC(F)(Br)C(F)(F)C(F)(F)C(F)(F)I FPYMBRJPVPWOOF-UHFFFAOYSA-N 0.000 description 1
- WHFBTQVXURKRCS-UHFFFAOYSA-N 1-bromo-1,1,2,2,3,3-hexafluoro-3-iodopropane Chemical compound FC(F)(Br)C(F)(F)C(F)(F)I WHFBTQVXURKRCS-UHFFFAOYSA-N 0.000 description 1
- ZYNPYKGTNSXKPI-UHFFFAOYSA-N 1-bromo-1,1,2,2-tetrafluoro-2-iodoethane Chemical compound FC(F)(Br)C(F)(F)I ZYNPYKGTNSXKPI-UHFFFAOYSA-N 0.000 description 1
- BTQZUYNSEJJLRP-UHFFFAOYSA-N 1-bromo-1,1,2-trifluoro-2-iodoethane Chemical compound FC(I)C(F)(F)Br BTQZUYNSEJJLRP-UHFFFAOYSA-N 0.000 description 1
- QFUPCQOEAWRBJY-UHFFFAOYSA-N 1-bromo-1,1,3,3,3-pentafluoro-2-iodo-2-(trifluoromethyl)propane Chemical compound FC(F)(F)C(I)(C(F)(F)F)C(F)(F)Br QFUPCQOEAWRBJY-UHFFFAOYSA-N 0.000 description 1
- QWNMDXFAEWEEGU-UHFFFAOYSA-N 1-bromo-1,1,3,3,3-pentafluoro-2-iodopropane Chemical compound FC(F)(F)C(I)C(F)(F)Br QWNMDXFAEWEEGU-UHFFFAOYSA-N 0.000 description 1
- ZHVTUQCSZQAJBO-UHFFFAOYSA-N 1-bromo-1,1-dichloro-2-iodoethane Chemical compound ClC(Cl)(Br)CI ZHVTUQCSZQAJBO-UHFFFAOYSA-N 0.000 description 1
- YHXBPTMWEVZYKI-UHFFFAOYSA-N 1-bromo-1,1-difluoro-2-iodoethane Chemical compound FC(F)(Br)CI YHXBPTMWEVZYKI-UHFFFAOYSA-N 0.000 description 1
- FAPGSCPYPKJSMQ-UHFFFAOYSA-N 1-bromo-1,2,2-trifluoro-1,2-diiodoethane Chemical compound FC(F)(I)C(F)(Br)I FAPGSCPYPKJSMQ-UHFFFAOYSA-N 0.000 description 1
- PQHSQXYTCWSJII-UHFFFAOYSA-N 1-bromo-1,2,2-trifluoro-2-iodo-1-methoxyethane Chemical compound COC(F)(Br)C(F)(F)I PQHSQXYTCWSJII-UHFFFAOYSA-N 0.000 description 1
- AYCANDRGVPTASA-UHFFFAOYSA-N 1-bromo-1,2,2-trifluoroethene Chemical group FC(F)=C(F)Br AYCANDRGVPTASA-UHFFFAOYSA-N 0.000 description 1
- MAYVQPHNAMGGRG-UHFFFAOYSA-N 1-bromo-1-chloro-1,2,2-trifluoro-2-iodoethane Chemical compound FC(F)(I)C(F)(Cl)Br MAYVQPHNAMGGRG-UHFFFAOYSA-N 0.000 description 1
- XNJBEFHLFOJVIM-UHFFFAOYSA-N 1-bromo-1-chloro-2-iodoethane Chemical compound ClC(Br)CI XNJBEFHLFOJVIM-UHFFFAOYSA-N 0.000 description 1
- KUCYTFNRNXWBMD-UHFFFAOYSA-N 1-bromo-1-fluoro-2-iodoethane Chemical compound FC(Br)CI KUCYTFNRNXWBMD-UHFFFAOYSA-N 0.000 description 1
- RAVFYHBLDJHLGL-UHFFFAOYSA-N 1-bromo-2-chloro-1,1,2-trifluoro-2-iodoethane Chemical compound FC(F)(Br)C(F)(Cl)I RAVFYHBLDJHLGL-UHFFFAOYSA-N 0.000 description 1
- YYXZXVKJHZLXBZ-UHFFFAOYSA-N 1-bromo-2-chloro-1,2,2-trifluoro-1-iodoethane Chemical compound FC(F)(Cl)C(F)(Br)I YYXZXVKJHZLXBZ-UHFFFAOYSA-N 0.000 description 1
- DOINMEJSPQSOMF-UHFFFAOYSA-N 1-bromo-2-ethoxy-1,1,2-trifluoro-2-iodoethane Chemical compound CCOC(F)(I)C(F)(F)Br DOINMEJSPQSOMF-UHFFFAOYSA-N 0.000 description 1
- RVEJZBIPHJKAMS-UHFFFAOYSA-N 1-bromo-2-iodobutane Chemical compound CCC(I)CBr RVEJZBIPHJKAMS-UHFFFAOYSA-N 0.000 description 1
- HKQCJJOXYWQRFN-UHFFFAOYSA-N 1-bromo-2-iodoethane Chemical compound BrCCI HKQCJJOXYWQRFN-UHFFFAOYSA-N 0.000 description 1
- LKVPLELRULCBKF-UHFFFAOYSA-N 1-bromo-2-iodopropane Chemical compound CC(I)CBr LKVPLELRULCBKF-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- YKTNISGZEGZHIS-UHFFFAOYSA-N 2-$l^{1}-oxidanyloxy-2-methylpropane Chemical group CC(C)(C)O[O] YKTNISGZEGZHIS-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- TVYRMULDUQGHBU-UHFFFAOYSA-N 2-(bromomethyl)-1,1,1,3,3,3-hexafluoro-2-iodopropane Chemical compound FC(F)(F)C(I)(CBr)C(F)(F)F TVYRMULDUQGHBU-UHFFFAOYSA-N 0.000 description 1
- JXJOCUZLOZDGAY-UHFFFAOYSA-N 2-bromo-1,1,1,2,3,4,4,4-octafluoro-3-iodobutane Chemical compound FC(F)(F)C(F)(Br)C(F)(I)C(F)(F)F JXJOCUZLOZDGAY-UHFFFAOYSA-N 0.000 description 1
- PHFNNKVECBHCNH-UHFFFAOYSA-N 2-bromo-1,1,1,3,3,3-hexafluoro-2-(iodomethyl)propane Chemical compound FC(F)(F)C(Br)(CI)C(F)(F)F PHFNNKVECBHCNH-UHFFFAOYSA-N 0.000 description 1
- BSHZJZJCDWRIHD-UHFFFAOYSA-N 2-bromo-1,1,1,3,3-pentafluoro-3-iodopropane Chemical compound FC(F)(F)C(Br)C(F)(F)I BSHZJZJCDWRIHD-UHFFFAOYSA-N 0.000 description 1
- JBMFBBSTEQPRJQ-UHFFFAOYSA-N 2-bromo-1,1,2,3,3,4,4-heptafluoro-1,4-diiodobutane Chemical compound FC(F)(I)C(F)(F)C(F)(Br)C(F)(F)I JBMFBBSTEQPRJQ-UHFFFAOYSA-N 0.000 description 1
- RLQLXOJSNNBGBF-UHFFFAOYSA-N 2-bromo-1,1,2,3,3-pentafluoro-1,3-diiodopropane Chemical compound FC(F)(I)C(F)(Br)C(F)(F)I RLQLXOJSNNBGBF-UHFFFAOYSA-N 0.000 description 1
- OOYWCRJPFDIDJF-UHFFFAOYSA-N 2-bromo-1,1,2-trifluoro-1-iodoethane Chemical compound FC(Br)C(F)(F)I OOYWCRJPFDIDJF-UHFFFAOYSA-N 0.000 description 1
- LFNCSMYARNDZQT-UHFFFAOYSA-N 2-bromo-1,1-difluoro-1-iodoethane Chemical compound FC(F)(I)CBr LFNCSMYARNDZQT-UHFFFAOYSA-N 0.000 description 1
- QZGNGBWAMYFUST-UHFFFAOYSA-N 2-bromo-1,1-difluoroethene Chemical group FC(F)=CBr QZGNGBWAMYFUST-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
- JATYZZCNEHBCJV-UHFFFAOYSA-N 2-bromo-1-fluoro-1-iodoethane Chemical compound FC(I)CBr JATYZZCNEHBCJV-UHFFFAOYSA-N 0.000 description 1
- HYESVVKSUYUZKJ-UHFFFAOYSA-N 2-bromo-1-iodobutane Chemical compound CCC(Br)CI HYESVVKSUYUZKJ-UHFFFAOYSA-N 0.000 description 1
- QEBGRPQAKNUHIS-UHFFFAOYSA-N 2-bromo-1-iodopropane Chemical compound CC(Br)CI QEBGRPQAKNUHIS-UHFFFAOYSA-N 0.000 description 1
- LLDBOMNUMJVCBX-UHFFFAOYSA-N 2-butylperoxypropan-2-yl hydrogen carbonate Chemical group CCCCOOC(C)(C)OC(O)=O LLDBOMNUMJVCBX-UHFFFAOYSA-N 0.000 description 1
- PMAAOHONJPSASX-UHFFFAOYSA-N 2-butylperoxypropan-2-ylbenzene Chemical group CCCCOOC(C)(C)C1=CC=CC=C1 PMAAOHONJPSASX-UHFFFAOYSA-N 0.000 description 1
- YQRSSGXSTMFWAO-UHFFFAOYSA-N 3-bromo-1,1,1,2,2-pentafluoro-4-iodobutane Chemical compound FC(F)(F)C(F)(F)C(Br)CI YQRSSGXSTMFWAO-UHFFFAOYSA-N 0.000 description 1
- OKAOCEQMGLNDPU-UHFFFAOYSA-N 3-bromo-1,1,2,2-tetrafluoro-1,4-diiodobutane Chemical compound FC(F)(I)C(F)(F)C(Br)CI OKAOCEQMGLNDPU-UHFFFAOYSA-N 0.000 description 1
- BGRGXBWMPNEZMS-UHFFFAOYSA-N 3-bromo-1,1-difluoroprop-1-ene Chemical compound FC(F)=CCBr BGRGXBWMPNEZMS-UHFFFAOYSA-N 0.000 description 1
- GGFHBNXGTWVPHP-UHFFFAOYSA-N 4-bromo-1,1,1,2,2-pentafluoro-3-iodobutane Chemical compound FC(F)(F)C(F)(F)C(I)CBr GGFHBNXGTWVPHP-UHFFFAOYSA-N 0.000 description 1
- GQCQMFYIFUDARF-UHFFFAOYSA-N 4-bromo-1,1,2-trifluorobut-1-ene Chemical compound FC(F)=C(F)CCBr GQCQMFYIFUDARF-UHFFFAOYSA-N 0.000 description 1
- VPFQNCANYUNULV-UHFFFAOYSA-N 4-bromo-1,1,3,3,4,4-hexafluorobut-1-ene Chemical compound FC(F)=CC(F)(F)C(F)(F)Br VPFQNCANYUNULV-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
- GOBMBPJHBLBZGK-UHFFFAOYSA-N 4-bromo-3-chloro-1,1,3,4,4-pentafluorobut-1-ene Chemical compound FC(F)=CC(F)(Cl)C(F)(F)Br GOBMBPJHBLBZGK-UHFFFAOYSA-N 0.000 description 1
- GXSAFSCLNMQIDS-UHFFFAOYSA-N 6-bromo-5,5,6,6-tetrafluorohex-1-ene Chemical compound FC(F)(Br)C(F)(F)CCC=C GXSAFSCLNMQIDS-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- LDSJPTOFWANPLR-UHFFFAOYSA-N Br[IH]F Chemical compound Br[IH]F LDSJPTOFWANPLR-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- 101100283604 Caenorhabditis elegans pigk-1 gene Proteins 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- RZFHXKLLSZJMPG-UHFFFAOYSA-N IC(CBr)C(C)OC(C)C(CBr)I Chemical compound IC(CBr)C(C)OC(C)C(CBr)I RZFHXKLLSZJMPG-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- ORBBVPFDROYXQS-UHFFFAOYSA-N ammonium perfluorononanoate Chemical compound N.OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F ORBBVPFDROYXQS-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- JVZREVRTMWNFME-UHFFFAOYSA-N azanium;2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanoate Chemical compound N.OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JVZREVRTMWNFME-UHFFFAOYSA-N 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- INLLPKCGLOXCIV-UHFFFAOYSA-N bromoethene Chemical compound BrC=C INLLPKCGLOXCIV-UHFFFAOYSA-N 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- CSEOKUWOPYQGAF-UHFFFAOYSA-N butylperoxybenzene Chemical group CCCCOOC1=CC=CC=C1 CSEOKUWOPYQGAF-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 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
- 230000000694 effects Effects 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000003709 fluoroalkyl group Chemical group 0.000 description 1
- 229920005560 fluorosilicone rubber Polymers 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- ZQBFAOFFOQMSGJ-UHFFFAOYSA-N hexafluorobenzene Substances FC1=C(F)C(F)=C(F)C(F)=C1F ZQBFAOFFOQMSGJ-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- CBEQRNSPHCCXSH-UHFFFAOYSA-N iodine monobromide Chemical compound IBr CBEQRNSPHCCXSH-UHFFFAOYSA-N 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 description 1
- 230000000269 nucleophilic effect Effects 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002589 poly(vinylethylene) polymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- GRPURDFRFHUDSP-UHFFFAOYSA-N tris(prop-2-enyl) benzene-1,2,4-tricarboxylate Chemical compound C=CCOC(=O)C1=CC=C(C(=O)OCC=C)C(C(=O)OCC=C)=C1 GRPURDFRFHUDSP-UHFFFAOYSA-N 0.000 description 1
- KJWHEZXBZQXVSA-UHFFFAOYSA-N tris(prop-2-enyl) phosphite Chemical compound C=CCOP(OCC=C)OCC=C KJWHEZXBZQXVSA-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C08F214/22—Vinylidene fluoride
- C08F214/222—Vinylidene fluoride with fluorinated vinyl ethers
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)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8280151A JPH10101740A (ja) | 1996-10-01 | 1996-10-01 | フルオロエラストマーおよびその架橋性組成物 |
| US08/912,487 US5969066A (en) | 1996-10-01 | 1997-08-18 | Fluoroelastomer and its cross-linkable composition |
| EP97114461A EP0834521B1 (en) | 1996-10-01 | 1997-08-21 | Fluoroelastomer and its cross-linkable composition |
| DE69701498T DE69701498T2 (de) | 1996-10-01 | 1997-08-21 | Fluoroelastomer und seine härtbare Zusammensetzung |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8280151A JPH10101740A (ja) | 1996-10-01 | 1996-10-01 | フルオロエラストマーおよびその架橋性組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH10101740A true JPH10101740A (ja) | 1998-04-21 |
| JPH10101740A5 JPH10101740A5 (OSRAM) | 2005-04-07 |
Family
ID=17621040
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8280151A Pending JPH10101740A (ja) | 1996-10-01 | 1996-10-01 | フルオロエラストマーおよびその架橋性組成物 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US5969066A (OSRAM) |
| EP (1) | EP0834521B1 (OSRAM) |
| JP (1) | JPH10101740A (OSRAM) |
| DE (1) | DE69701498T2 (OSRAM) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001316406A (ja) * | 2000-05-09 | 2001-11-13 | Nippon Mektron Ltd | 含フッ素共重合体の製造法 |
| JP2003525308A (ja) * | 1998-08-21 | 2003-08-26 | デュポン ダウ エラストマーズ エルエルシー | 良好な加工性および低温特性を有するフルオロエラストマー組成物 |
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| CN1064328C (zh) * | 1996-04-08 | 2001-04-11 | 郑禄庆 | 裙板喂料机 |
| JP3758323B2 (ja) * | 1997-07-18 | 2006-03-22 | ユニマテック株式会社 | 含フッ素エラストマーの製造法 |
| CN1293681B (zh) * | 1998-03-25 | 2012-06-13 | 大金工业株式会社 | 降低含氟弹性体金属含量的方法 |
| KR100615497B1 (ko) * | 1999-03-16 | 2006-08-25 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 플라스틱 렌즈 및 장치용 저반사성 플루오로중합체 층 |
| AU2338201A (en) * | 1999-12-29 | 2001-07-16 | Hydro-Quebec | Fluorinated elastomers with low glass transition temperatures based on vinylidene fluoride and free of tetrafluoroethylene or siloxane group |
| US6383815B1 (en) | 2001-04-04 | 2002-05-07 | General Electric Company | Devices and methods for measurements of barrier properties of coating arrays |
| US6567753B2 (en) | 2001-04-04 | 2003-05-20 | General Electric Company | Devices and methods for simultaneous measurement of transmission of vapors through a plurality of sheet materials |
| US20020172620A1 (en) * | 2001-04-04 | 2002-11-21 | Potyrailo Radislav Alexandrovich | Systems and methods for rapid evaluation of chemical resistance of materials |
| US6686201B2 (en) | 2001-04-04 | 2004-02-03 | General Electric Company | Chemically-resistant sensor devices, and systems and methods for using same |
| US6737489B2 (en) | 2001-05-21 | 2004-05-18 | 3M Innovative Properties Company | Polymers containing perfluorovinyl ethers and applications for such polymers |
| US7045571B2 (en) * | 2001-05-21 | 2006-05-16 | 3M Innovative Properties Company | Emulsion polymerization of fluorinated monomers |
| US20030154031A1 (en) * | 2002-02-14 | 2003-08-14 | General Electric Company | Method and apparatus for the rapid evaluation of a plurality of materials or samples |
| US6822059B2 (en) | 2002-04-05 | 2004-11-23 | 3M Innovative Properties Company | Dispersions containing bicomponent fluoropolymer particles and use thereof |
| US6833418B2 (en) * | 2002-04-05 | 2004-12-21 | 3M Innovative Properties Company | Dispersions containing perfluorovinyl ether homopolymers and use thereof |
| CN100354323C (zh) | 2002-09-12 | 2007-12-12 | 3M创新有限公司 | 具有提高的防渗透性的含氟弹性体及其制造方法 |
| EP1537152B9 (en) | 2002-09-12 | 2008-07-16 | 3M Innovative Properties Company | Fluoroelastomers having low temperature characteristics and solvent resistance |
| JP4610856B2 (ja) * | 2003-02-06 | 2011-01-12 | Ｎｏｋ株式会社 | フッ素ゴム系シール材用組成物及びフッ素ゴム系シール材 |
| US7312289B2 (en) * | 2003-03-03 | 2007-12-25 | Unimatec Co., Ltd. | Fluorine-containing elastomer and its composition |
| US20050054116A1 (en) * | 2003-09-05 | 2005-03-10 | Potyrailo Radislav A. | Method of manufacturing and evaluating sensor coatings and the sensors derived therefrom |
| US7135122B2 (en) * | 2004-03-31 | 2006-11-14 | Freudenberg-Nok General Partnership | Polytetrafluoroethylene composites |
| US7342072B2 (en) * | 2004-06-30 | 2008-03-11 | Freudenberg-Nok General Partnership | Bimodal compounds having an elastomeric moiety |
| US7244329B2 (en) * | 2004-06-30 | 2007-07-17 | Freudenberg-Nok General Partnership | Electron beam curing in a composite having a flow resistant adhesive layer |
| US7521508B2 (en) * | 2004-06-30 | 2009-04-21 | Freudenberg-Nok General Partnership | Electron beam inter-curing of plastic and elastomer blends |
| US20060000801A1 (en) * | 2004-06-30 | 2006-01-05 | Park Edward H | Surface bonding in halogenated polymeric components |
| US7452577B2 (en) * | 2004-06-30 | 2008-11-18 | Freudenberg-Nok General Partnership | Electron beam curing of fabricated polymeric structures |
| US7230038B2 (en) * | 2004-06-30 | 2007-06-12 | Freudenberg-Nok General Partnership | Branched chain fluoropolymers |
| US7359669B2 (en) * | 2004-07-09 | 2008-04-15 | Canon Kabushiki Kaisha | Fixing member, fixing apparatus and fixing method |
| WO2006038424A1 (ja) * | 2004-10-04 | 2006-04-13 | Unimatec Co., Ltd. | 含フッ素共重合体架橋成形品 |
| US20060100368A1 (en) * | 2004-11-08 | 2006-05-11 | Park Edward H | Elastomer gum polymer systems |
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| US20070100099A1 (en) * | 2005-10-28 | 2007-05-03 | Ming-Hong Hung | Copolymers of vinylidene fluoride and vinyl esters |
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| CN102558719B (zh) * | 2011-12-29 | 2014-07-02 | 中昊晨光化工研究院 | 一种耐低温含氟弹性体及其制备方法 |
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| JPS59166516A (ja) * | 1983-02-01 | 1984-09-19 | Daikin Ind Ltd | 含フツ素共重合体 |
| US4564662A (en) * | 1984-02-23 | 1986-01-14 | Minnesota Mining And Manufacturing Company | Fluorocarbon elastomer |
| US5155282A (en) * | 1985-02-26 | 1992-10-13 | Ausimont S.P.A. | Perfluoropolyethers having brominated end groups and fluoroelastomers obtained therefrom |
| IT1187684B (it) * | 1985-07-08 | 1987-12-23 | Montefluos Spa | Procedimento per la preparazione di fluoroelastomeri vulcanizzabili e prodotti cosi' ottenuti |
| 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 |
| JP2580650B2 (ja) * | 1987-12-15 | 1997-02-12 | ダイキン工業株式会社 | 乳化重合方法 |
| US5032655A (en) * | 1989-05-15 | 1991-07-16 | E. I. Du Pont De Nemours And Company | Peroxide-curable fluoroelastomers having bromine and iodine curesites and the preparation thereof |
| US4973633A (en) * | 1989-05-15 | 1990-11-27 | E. I. Du Pont De Nemours And Company | Peroxide-curable fluoroelastomers having bromine an iodine curesites and the preparation thereof |
| US4948853A (en) * | 1989-05-19 | 1990-08-14 | E. I. Du Pont De Nemours And Company | Bromo-containing perfluoropolymers having iodine curesites |
| US4973634A (en) * | 1989-05-19 | 1990-11-27 | E. I. Du Pont De Nemours And Company | Preparation of bromo-containing perfluoropolymers having iodine curesites |
| US5219964A (en) * | 1989-07-10 | 1993-06-15 | Ausimont S.R.L. | Fluoroelastomers endowed with improved processability and process for preparing them |
| IT1235545B (it) * | 1989-07-10 | 1992-09-09 | Ausimont Srl | Fluoroelastomeri dotati di migliore processabilita' e procedimento di preparazione |
| JP2750913B2 (ja) * | 1989-09-14 | 1998-05-18 | 日本メクトロン株式会社 | フルオロエラストマー組成物 |
| US4948852A (en) * | 1989-10-26 | 1990-08-14 | E. I. Du Pont De Nemours And Company | Peroxide-curable fluoroelastomers and chlorofluoroelastomers having bromine and iodine curesites and the preparation thereof |
| 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 |
| US5102965A (en) * | 1990-03-01 | 1992-04-07 | E. I. Du Pont De Nemours And Company | Base resistant fluoroelastomers with improved processibility and curability |
| US5037921A (en) * | 1990-03-01 | 1991-08-06 | E. I. Du Pont De Nemours And Company | Base resistant fluoroelastomers with improved processibility and curability |
| US5214106A (en) * | 1991-05-22 | 1993-05-25 | E. I. Du Pont De Nemours And Company | Cured fluoroelastomer compositions |
| JP3259317B2 (ja) * | 1992-02-14 | 2002-02-25 | 日本メクトロン株式会社 | パ−オキサイド加硫可能な含フッ素エラストマ−の製造方法 |
-
1996
- 1996-10-01 JP JP8280151A patent/JPH10101740A/ja active Pending
-
1997
- 1997-08-18 US US08/912,487 patent/US5969066A/en not_active Expired - Lifetime
- 1997-08-21 DE DE69701498T patent/DE69701498T2/de not_active Expired - Lifetime
- 1997-08-21 EP EP97114461A patent/EP0834521B1/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003525308A (ja) * | 1998-08-21 | 2003-08-26 | デュポン ダウ エラストマーズ エルエルシー | 良好な加工性および低温特性を有するフルオロエラストマー組成物 |
| JP2001316406A (ja) * | 2000-05-09 | 2001-11-13 | Nippon Mektron Ltd | 含フッ素共重合体の製造法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0834521A1 (en) | 1998-04-08 |
| DE69701498T2 (de) | 2000-08-24 |
| DE69701498D1 (de) | 2000-04-27 |
| US5969066A (en) | 1999-10-19 |
| EP0834521B1 (en) | 2000-03-22 |
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