CA1210183A - Perfluoroelastomer blends - Google Patents
Perfluoroelastomer blendsInfo
- Publication number
- CA1210183A CA1210183A CA000437608A CA437608A CA1210183A CA 1210183 A CA1210183 A CA 1210183A CA 000437608 A CA000437608 A CA 000437608A CA 437608 A CA437608 A CA 437608A CA 1210183 A CA1210183 A CA 1210183A
- Authority
- CA
- Canada
- Prior art keywords
- cure
- perfluoro
- blend
- site monomer
- terpolymer
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 42
- 229920006169 Perfluoroelastomer Polymers 0.000 title abstract description 3
- 239000000178 monomer Substances 0.000 claims abstract description 32
- 229920001897 terpolymer Polymers 0.000 claims abstract description 25
- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-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 10
- 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 claims abstract description 8
- 229920001973 fluoroelastomer Polymers 0.000 claims abstract description 7
- LYIPDZSLYLDLCU-UHFFFAOYSA-N 2,2,3,3-tetrafluoro-3-[1,1,1,2,3,3-hexafluoro-3-(1,2,2-trifluoroethenoxy)propan-2-yl]oxypropanenitrile Chemical group FC(F)=C(F)OC(F)(F)C(F)(C(F)(F)F)OC(F)(F)C(F)(F)C#N LYIPDZSLYLDLCU-UHFFFAOYSA-N 0.000 claims description 3
- QYMQYPBAGDZNMY-UHFFFAOYSA-N 1,2,3,4,5-pentafluoro-6-[1,1,1,2,3,3-hexafluoro-3-(1,2,2-trifluoroethenoxy)propan-2-yl]oxybenzene Chemical group FC(F)=C(F)OC(F)(F)C(F)(C(F)(F)F)OC1=C(F)C(F)=C(F)C(F)=C1F QYMQYPBAGDZNMY-UHFFFAOYSA-N 0.000 claims description 2
- HACCREFJSABHBO-UHFFFAOYSA-N 3-[difluoro-(2,3,3-trifluorooxiran-2-yl)methoxy]-2,2,3,3-tetrafluoropropanenitrile Chemical group N#CC(F)(F)C(F)(F)OC(F)(F)C1(F)OC1(F)F HACCREFJSABHBO-UHFFFAOYSA-N 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 description 28
- 238000000034 method Methods 0.000 description 11
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 7
- 239000003999 initiator Substances 0.000 description 7
- XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Chemical compound [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000009477 glass transition Effects 0.000 description 6
- -1 perfluoro Chemical group 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 102100037709 Desmocollin-3 Human genes 0.000 description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical group F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 5
- 101000968042 Homo sapiens Desmocollin-2 Proteins 0.000 description 5
- 101000880960 Homo sapiens Desmocollin-3 Proteins 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 238000000113 differential scanning calorimetry Methods 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 239000004816 latex Substances 0.000 description 3
- 229920000126 latex Polymers 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 229920002959 polymer blend Polymers 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 description 2
- CSDQQAQKBAQLLE-UHFFFAOYSA-N 4-(4-chlorophenyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine Chemical compound C1=CC(Cl)=CC=C1C1C(C=CS2)=C2CCN1 CSDQQAQKBAQLLE-UHFFFAOYSA-N 0.000 description 2
- 101100421296 Caenorhabditis elegans set-6 gene Proteins 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 238000001723 curing Methods 0.000 description 2
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 125000006551 perfluoro alkylene group Chemical group 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 2
- CRHIAMBJMSSNNM-UHFFFAOYSA-N tetraphenylstannane Chemical compound C1=CC=CC=C1[Sn](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 CRHIAMBJMSSNNM-UHFFFAOYSA-N 0.000 description 2
- ODSQCHUEHAGMIH-UHFFFAOYSA-N 1-ethenoxy-2-ethoxypropane Chemical compound CCOC(C)COC=C ODSQCHUEHAGMIH-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- ZPGMWBFCBUKITA-UHFFFAOYSA-N 2,2,3-trichloro-1,1,1,3,4,4,4-heptafluorobutane Chemical compound FC(F)(F)C(F)(Cl)C(Cl)(Cl)C(F)(F)F ZPGMWBFCBUKITA-UHFFFAOYSA-N 0.000 description 1
- DWJFYMOGCRXAJA-UHFFFAOYSA-N 3-ethenoxypropoxybenzene Chemical compound C=COCCCOC1=CC=CC=C1 DWJFYMOGCRXAJA-UHFFFAOYSA-N 0.000 description 1
- RBCSSAWYWYRREH-UHFFFAOYSA-N 3-propoxypropanenitrile Chemical compound CCCOCCC#N RBCSSAWYWYRREH-UHFFFAOYSA-N 0.000 description 1
- QGHDLJAZIIFENW-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical group C1=C(CC=C)C(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C(CC=C)=C1 QGHDLJAZIIFENW-UHFFFAOYSA-N 0.000 description 1
- MQSNAUPBACAGPB-UHFFFAOYSA-N 5-ethenoxypentanenitrile Chemical compound C=COCCCCC#N MQSNAUPBACAGPB-UHFFFAOYSA-N 0.000 description 1
- LLQHSBBZNDXTIV-UHFFFAOYSA-N 6-[5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-4,5-dihydro-1,2-oxazol-3-yl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC1CC(=NO1)C1=CC2=C(NC(O2)=O)C=C1 LLQHSBBZNDXTIV-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 101100219382 Caenorhabditis elegans cah-2 gene Proteins 0.000 description 1
- 101100296543 Caenorhabditis elegans pbo-4 gene Proteins 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 206010013647 Drowning Diseases 0.000 description 1
- 244000228957 Ferula foetida Species 0.000 description 1
- 102100027704 Histone-lysine N-methyltransferase SETD7 Human genes 0.000 description 1
- 101000650682 Homo sapiens Histone-lysine N-methyltransferase SETD7 Proteins 0.000 description 1
- 206010026749 Mania Diseases 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
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 229910052925 anhydrite Inorganic materials 0.000 description 1
- 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 1
- 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 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- ZBFDDTNXVSCOKE-UHFFFAOYSA-M cesium;2,3,4,5,6-pentafluorophenolate Chemical compound [Cs+].[O-]C1=C(F)C(F)=C(F)C(F)=C1F ZBFDDTNXVSCOKE-UHFFFAOYSA-M 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- BBGKDYHZQOSNMU-UHFFFAOYSA-N dicyclohexano-18-crown-6 Chemical compound O1CCOCCOC2CCCCC2OCCOCCOC2CCCCC21 BBGKDYHZQOSNMU-UHFFFAOYSA-N 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical class [K+].[K+].OC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](O)[C@H]1O KCIDZIIHRGYJAE-YGFYJFDDSA-L 0.000 description 1
- 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 1
- 238000001035 drying Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 210000000416 exudates and transudate Anatomy 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 229940050906 magnesium chloride hexahydrate Drugs 0.000 description 1
- DHRRIBDTHFBPNG-UHFFFAOYSA-L magnesium dichloride hexahydrate Chemical compound O.O.O.O.O.O.[Mg+2].[Cl-].[Cl-] DHRRIBDTHFBPNG-UHFFFAOYSA-L 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- ZYINSGTUXKQIHW-UHFFFAOYSA-N methyl 5-ethenoxypentanoate Chemical compound COC(=O)CCCCOC=C ZYINSGTUXKQIHW-UHFFFAOYSA-N 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen(.) Chemical compound [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- FYJQJMIEZVMYSD-UHFFFAOYSA-N perfluoro-2-butyltetrahydrofuran Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)OC(F)(F)C(F)(F)C1(F)F FYJQJMIEZVMYSD-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 230000000930 thermomechanical effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229960000834 vinyl ether Drugs 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or 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; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/12—Compositions of homopolymers or 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; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
- C08L27/18—Homopolymers or copolymers or tetrafluoroethene
Landscapes
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyethers (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/427,412 US4413094A (en) | 1982-09-29 | 1982-09-29 | Perfluoroelastomer blends |
| US427,412 | 1982-09-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1210183A true CA1210183A (en) | 1986-08-19 |
Family
ID=23694766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000437608A Expired CA1210183A (en) | 1982-09-29 | 1983-09-27 | Perfluoroelastomer blends |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4413094A (enExample) |
| EP (1) | EP0105445B1 (enExample) |
| JP (1) | JPS5980458A (enExample) |
| AT (1) | ATE24010T1 (enExample) |
| AU (1) | AU558771B2 (enExample) |
| BR (1) | BR8305242A (enExample) |
| CA (1) | CA1210183A (enExample) |
| DE (1) | DE3368072D1 (enExample) |
| NO (1) | NO163288C (enExample) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4503171A (en) * | 1984-01-11 | 1985-03-05 | E. I. Du Pont De Nemours And Company | Graphite reinforced perfluoroelastomer |
| DE3583598D1 (de) * | 1984-12-27 | 1991-08-29 | Asahi Glass Co Ltd | Haertbare harzmischung. |
| IT1190368B (it) * | 1985-06-19 | 1988-02-16 | Monteflous Spa | Composizioni covulcanizzabili di fluoroelastomeri |
| US4713418A (en) * | 1985-12-06 | 1987-12-15 | E. I. Du Pont De Nemours And Company | Blends of fluoroplastics and fluoroelastomers |
| US5015693A (en) * | 1988-04-15 | 1991-05-14 | Minnesota Mining And Manufacturing Company | Extrudable thermoplastic hydrocarbon polymer composition |
| US4983697A (en) * | 1989-05-19 | 1991-01-08 | E. I. Du Pont De Nemours And Company | Preparation of cyano-containing perfluoropolymers having iodine curesites |
| US4948853A (en) * | 1989-05-19 | 1990-08-14 | E. I. Du Pont De Nemours And Company | Bromo-containing perfluoropolymers having iodine curesites |
| US4970099A (en) * | 1989-05-19 | 1990-11-13 | E. I. Du Pont De Nemours And Company | Perfluoropolymer coated pellicles |
| US4973634A (en) * | 1989-05-19 | 1990-11-27 | E. I. Du Pont De Nemours And Company | Preparation of bromo-containing perfluoropolymers having iodine curesites |
| US4972038A (en) * | 1989-05-19 | 1990-11-20 | E. I. Du Pont De Nemours And Company | Cyano-containing perfluoropolymers having iodine curesites |
| US5356986A (en) * | 1992-08-28 | 1994-10-18 | E. I. Du Pont De Nemours And Company | Plasticized fluoropolymers |
| JPH06280274A (ja) * | 1993-03-26 | 1994-10-04 | Zeon Kasei Co Ltd | 修景壁体 |
| US5268405A (en) * | 1993-03-31 | 1993-12-07 | E. I. Du Pont De Nemours And Company | Low temperature perfluoroelastomers |
| US5447993A (en) * | 1994-04-19 | 1995-09-05 | E. I. Du Pont De Nemours And Company | Perfluoroelastomer curing |
| US5545693A (en) * | 1995-03-10 | 1996-08-13 | E. I. Du Pont De Nemours And Company | Nitrile containing perfluoropolyether-perfluoroelastomer blends |
| IT1277445B1 (it) * | 1995-08-04 | 1997-11-10 | Ausimont Spa | Composizioni vulcanizzabili di fluoroelastomeri contenenti bromo |
| EP0939776B1 (en) * | 1996-11-25 | 2004-10-27 | E.I. Du Pont De Nemours And Company | Perfluoroelastomer composition having improved processability |
| US6114452A (en) * | 1996-11-25 | 2000-09-05 | E. I. Du Pont De Nemours And Company | Perfluoroelastomer composition having excellent heat stability |
| US5936060A (en) * | 1996-11-25 | 1999-08-10 | E. I. Du Pont De Nemours And Company | Perfluoroelastomer composition having improved processability |
| DE69628465T2 (de) * | 1996-11-25 | 2004-04-01 | E.I. Du Pont De Nemours And Co., Wilmington | Perfluorelastomer zusammensetzung mit verbesserter verarbeitbarkeit |
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| US7049380B1 (en) | 1999-01-19 | 2006-05-23 | Gore Enterprise Holdings, Inc. | Thermoplastic copolymer of tetrafluoroethylene and perfluoromethyl vinyl ether and medical devices employing the copolymer |
| US6799966B1 (en) | 1999-03-04 | 2004-10-05 | 3M Innovative Properties Company | Fluoropolymeric orthodontic article |
| US6759129B2 (en) | 2002-04-18 | 2004-07-06 | 3M Innovative Properties Company | Adhesion and bonding of multi-layer articles including a fluoropolymer layer |
| US6849314B2 (en) * | 2002-04-18 | 2005-02-01 | 3M Innovative Properties Company | Fluoropolymer blends and multilayer articles |
| US20030198770A1 (en) * | 2002-04-18 | 2003-10-23 | 3M Innovative Properties Company | Composite fluoropolymer-perfluoropolymer assembly |
| US7569275B2 (en) | 2002-04-18 | 2009-08-04 | 3M Innovative Properties Company | Fluoropolymer articles |
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| JP2006511660A (ja) * | 2002-12-23 | 2006-04-06 | スリーエム イノベイティブ プロパティズ カンパニー | 窒素含有硬化部位を有するフルオロプラスチックポリマー |
| CN100410278C (zh) * | 2003-01-29 | 2008-08-13 | 特拉华特威德·格林公司 | 用于全氟弹性体组合物的基于双氨基苯基的固化剂和基于脒的固化剂以及固化促进剂 |
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| CN100519663C (zh) | 2003-02-10 | 2009-07-29 | 株式会社日本触媒 | 以吸水树脂为主要成分的粒状吸水剂 |
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| JP2008266368A (ja) * | 2007-04-16 | 2008-11-06 | Daikin Ind Ltd | 含フッ素エラストマー組成物およびそれからなるシール材 |
| US20110204545A1 (en) * | 2010-02-25 | 2011-08-25 | Tanner Douglas E | Method of making high performance seals |
| KR101710748B1 (ko) | 2010-09-24 | 2017-02-27 | 그린, 트위드 오브 델라웨어, 엘엘씨 | 고온 적용에 적합한 플루오린-함유 엘라스토머 조성물 |
| US9365712B2 (en) | 2010-09-24 | 2016-06-14 | Greene, Tweed Technologies, Inc. | Fluorine-containing elastomer compositions suitable for high temperature applications |
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| US3019206A (en) * | 1958-09-24 | 1962-01-30 | Minnesota Mining & Mfg | Polyblends of a thermoplastic tetrafluoroethylene polymer latex and an elastomeric fluorocarbon polymer latex and article coated therewith |
| US3105827A (en) * | 1958-10-02 | 1963-10-01 | Minnesota Mining & Mfg | Extrudable blend of fluorinated polymer compositions and wire coated therewith |
| US3030260A (en) * | 1958-12-15 | 1962-04-17 | North American Aviation Inc | Thermoplastic adhesive sealants |
| NL257825A (enExample) * | 1959-11-10 | |||
| US3291864A (en) * | 1961-11-21 | 1966-12-13 | Judson B Eldridge | Polytetrafluoroethylene composition containing vinylidene fluoride-perfluoroproylenecopolymer |
| FR1471652A (fr) * | 1965-03-18 | 1967-03-03 | Du Pont | Nouveaux mélanges de polymères du tétrafluoroéthylène et de polyéters perfluroés |
| US3365517A (en) * | 1965-04-08 | 1968-01-23 | Union Carbide Corp | Mixtures of polycarbonates and polyarylene polyethers |
| GB1145445A (en) * | 1966-02-16 | 1969-03-12 | Du Pont | Fluorinated perfluorovinylethers, their preparation and copolymers thereof |
| US3467638A (en) * | 1967-03-07 | 1969-09-16 | Du Pont | Fluorinated cure-site monomers and vulcanizable fluorocarbon polymers made therewith |
| US3484503A (en) * | 1967-06-19 | 1969-12-16 | Du Pont | Blends of fluorinated polymers |
| US3531432A (en) * | 1968-10-01 | 1970-09-29 | Pennwalt Corp | Fluorocarbon polymer composition having self-lubricating characteristics |
| US3769371A (en) * | 1969-10-23 | 1973-10-30 | Du Pont | Fluorocarbon polymer blend and vulcanizates thereof |
| US3682872A (en) * | 1970-03-18 | 1972-08-08 | Du Pont | Perfluoro(3-phenoxypropyl vinyl ether) monomer and copolymers made therefrom |
| US3723577A (en) * | 1970-11-05 | 1973-03-27 | Minnesota Mining & Mfg | Fluorinated elastomer blends |
| US3851018A (en) * | 1973-07-31 | 1974-11-26 | Du Pont | Crosslinked fluoroelastomer and composition containing same |
| US4200568A (en) * | 1974-09-03 | 1980-04-29 | Dynamit Nobel Aktiengesellschaft | Polyvinylidene fluoride compositions, and fabricated products thereof having increased notch impact toughness and elongation at rupture |
| JPS51145582A (en) * | 1975-06-09 | 1976-12-14 | Shinetsu Chemical Co | Method of making molded fluorineerubber article |
| US3987126A (en) * | 1975-07-31 | 1976-10-19 | E. I. Du Pont De Nemours And Company | Fluoroelastomer blend composition |
| AU1789076A (en) * | 1975-09-09 | 1978-03-23 | Itt | Plastics composition |
| US4115481A (en) * | 1977-09-16 | 1978-09-19 | E. I. Du Pont De Nemours And Company | Fluoroelastomer blend composition |
| US4281092A (en) * | 1978-11-30 | 1981-07-28 | E. I. Du Pont De Nemours And Company | Vulcanizable fluorinated copolymers |
| US4356291A (en) * | 1981-04-03 | 1982-10-26 | E. I. Du Pont De Nemours And Company | Purification and polymerization of hexafluoropropylene oxide |
| US4360645A (en) * | 1981-04-03 | 1982-11-23 | E. I. Du Pont De Nemours And Company | Perfluoroglycidyl ethers |
-
1982
- 1982-09-29 US US06/427,412 patent/US4413094A/en not_active Expired - Lifetime
-
1983
- 1983-09-26 BR BR8305242A patent/BR8305242A/pt not_active IP Right Cessation
- 1983-09-26 AU AU19587/83A patent/AU558771B2/en not_active Ceased
- 1983-09-27 AT AT83109603T patent/ATE24010T1/de not_active IP Right Cessation
- 1983-09-27 EP EP83109603A patent/EP0105445B1/en not_active Expired
- 1983-09-27 JP JP58177176A patent/JPS5980458A/ja active Granted
- 1983-09-27 CA CA000437608A patent/CA1210183A/en not_active Expired
- 1983-09-27 DE DE8383109603T patent/DE3368072D1/de not_active Expired
- 1983-09-28 NO NO833498A patent/NO163288C/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0105445B1 (en) | 1986-12-03 |
| BR8305242A (pt) | 1984-05-02 |
| NO833498L (no) | 1984-03-30 |
| NO163288C (no) | 1990-05-02 |
| JPH0254852B2 (enExample) | 1990-11-22 |
| ATE24010T1 (de) | 1986-12-15 |
| US4413094A (en) | 1983-11-01 |
| AU558771B2 (en) | 1987-02-05 |
| DE3368072D1 (en) | 1987-01-15 |
| JPS5980458A (ja) | 1984-05-09 |
| NO163288B (no) | 1990-01-22 |
| AU1958783A (en) | 1984-04-05 |
| EP0105445A1 (en) | 1984-04-18 |
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