CA2257608C - Compatibilized fluoroplastic blends - Google Patents
Compatibilized fluoroplastic blends Download PDFInfo
- Publication number
- CA2257608C CA2257608C CA002257608A CA2257608A CA2257608C CA 2257608 C CA2257608 C CA 2257608C CA 002257608 A CA002257608 A CA 002257608A CA 2257608 A CA2257608 A CA 2257608A CA 2257608 C CA2257608 C CA 2257608C
- Authority
- CA
- Canada
- Prior art keywords
- weight
- fluoroplastic
- amount
- tetrafluoroethylene
- compatibilizer
- 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 - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 71
- 229920002313 fluoropolymer Polymers 0.000 title claims abstract description 58
- 229920000840 ethylene tetrafluoroethylene copolymer Polymers 0.000 claims abstract description 19
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims abstract description 16
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims abstract description 8
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims abstract description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000005977 Ethylene Chemical group 0.000 claims abstract description 7
- 229920001897 terpolymer Polymers 0.000 claims abstract description 7
- 229920001400 block copolymer Polymers 0.000 claims abstract description 4
- 229920001973 fluoroelastomer Polymers 0.000 claims description 15
- 230000005855 radiation Effects 0.000 claims description 13
- 229920001169 thermoplastic Polymers 0.000 claims description 11
- 239000004416 thermosoftening plastic Substances 0.000 claims description 10
- 238000010894 electron beam technology Methods 0.000 claims description 9
- -1 tetrafluoro- ethylene, hexafluoro-propylene Chemical group 0.000 abstract description 14
- 229920002725 thermoplastic elastomer Polymers 0.000 abstract 2
- 229920006355 Tefzel Polymers 0.000 description 14
- QHSJIZLJUFMIFP-UHFFFAOYSA-N ethene;1,1,2,2-tetrafluoroethene Chemical compound C=C.FC(F)=C(F)F QHSJIZLJUFMIFP-UHFFFAOYSA-N 0.000 description 14
- 238000005259 measurement Methods 0.000 description 14
- 229920000642 polymer Polymers 0.000 description 13
- 238000002474 experimental method Methods 0.000 description 12
- 239000000178 monomer Substances 0.000 description 9
- 229920006367 Neoflon Polymers 0.000 description 8
- 239000003963 antioxidant agent Substances 0.000 description 7
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 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 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 230000003078 antioxidant effect Effects 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 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 description 3
- 239000002656 Distearyl thiodipropionate Substances 0.000 description 3
- 239000002033 PVDF binder Substances 0.000 description 3
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 3
- 235000019305 distearyl thiodipropionate Nutrition 0.000 description 3
- 239000004811 fluoropolymer Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000004810 polytetrafluoroethylene Substances 0.000 description 3
- 229940058401 polytetrafluoroethylene Drugs 0.000 description 3
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- ADTHJEKIUIOLBX-UHFFFAOYSA-N 1,1,3,4,4,5,5,6,6,6-decafluoro-3-(trifluoromethyl)hex-1-ene Chemical compound FC(C(F)(F)F)(C(C(C(F)(F)F)(C=C(F)F)F)(F)F)F ADTHJEKIUIOLBX-UHFFFAOYSA-N 0.000 description 2
- 239000004641 Diallyl-phthalate Substances 0.000 description 2
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 2
- 239000004812 Fluorinated ethylene propylene Substances 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000012963 UV stabilizer Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 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 2
- 239000006229 carbon black Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 239000011872 intimate mixture Substances 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920009441 perflouroethylene propylene Polymers 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000005023 polychlorotrifluoroethylene (PCTFE) polymer Substances 0.000 description 2
- 229920002959 polymer blend Polymers 0.000 description 2
- 229920002620 polyvinyl fluoride Polymers 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- LVEOKSIILWWVEO-UHFFFAOYSA-N tetradecyl 3-(3-oxo-3-tetradecoxypropyl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCC LVEOKSIILWWVEO-UHFFFAOYSA-N 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- ROLAGNYPWIVYTG-UHFFFAOYSA-N 1,2-bis(4-methoxyphenyl)ethanamine;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1CC(N)C1=CC=C(OC)C=C1 ROLAGNYPWIVYTG-UHFFFAOYSA-N 0.000 description 1
- VNQNXQYZMPJLQX-UHFFFAOYSA-N 1,3,5-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CN2C(N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(=O)N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2=O)=O)=C1 VNQNXQYZMPJLQX-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 description 1
- YEXOWHQZWLCHHD-UHFFFAOYSA-N 3,5-ditert-butyl-4-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC(C(O)=O)=CC(C(C)(C)C)=C1O YEXOWHQZWLCHHD-UHFFFAOYSA-N 0.000 description 1
- CDZMWAHBQLPCHD-UHFFFAOYSA-N 3-(4-carboxyphenyl)-1,1,3-trimethyl-2h-indene-5-carboxylic acid Chemical compound C12=CC(C(O)=O)=CC=C2C(C)(C)CC1(C)C1=CC=C(C(O)=O)C=C1 CDZMWAHBQLPCHD-UHFFFAOYSA-N 0.000 description 1
- XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 description 1
- PRWJPWSKLXYEPD-UHFFFAOYSA-N 4-[4,4-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)butan-2-yl]-2-tert-butyl-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(C)CC(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C PRWJPWSKLXYEPD-UHFFFAOYSA-N 0.000 description 1
- VSAWBBYYMBQKIK-UHFFFAOYSA-N 4-[[3,5-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,4,6-trimethylphenyl]methyl]-2,6-ditert-butylphenol Chemical group CC1=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)C(C)=C1CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VSAWBBYYMBQKIK-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 239000003508 Dilauryl thiodipropionate Substances 0.000 description 1
- 101100382264 Mus musculus Ca14 gene Proteins 0.000 description 1
- 101100112373 Mus musculus Ctsm gene Proteins 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920001774 Perfluoroether Polymers 0.000 description 1
- 101100094962 Salmo salar salarin gene Proteins 0.000 description 1
- JUDXBRVLWDGRBC-UHFFFAOYSA-N [2-(hydroxymethyl)-3-(2-methylprop-2-enoyloxy)-2-(2-methylprop-2-enoyloxymethyl)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(CO)(COC(=O)C(C)=C)COC(=O)C(C)=C JUDXBRVLWDGRBC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229920006125 amorphous polymer Polymers 0.000 description 1
- ZDNFTNPFYCKVTB-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,4-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=C(C(=O)OCC=C)C=C1 ZDNFTNPFYCKVTB-UHFFFAOYSA-N 0.000 description 1
- FPODCVUTIPDRTE-UHFFFAOYSA-N bis(prop-2-enyl) hexanedioate Chemical compound C=CCOC(=O)CCCCC(=O)OCC=C FPODCVUTIPDRTE-UHFFFAOYSA-N 0.000 description 1
- LNQMUHQVKMATKD-UHFFFAOYSA-N butan-1-amine;nickel Chemical compound [Ni].CCCCN LNQMUHQVKMATKD-UHFFFAOYSA-N 0.000 description 1
- 239000011231 conductive filler Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000003413 degradative effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- QBCOASQOMILNBN-UHFFFAOYSA-N didodecoxy(oxo)phosphanium Chemical compound CCCCCCCCCCCCO[P+](=O)OCCCCCCCCCCCC QBCOASQOMILNBN-UHFFFAOYSA-N 0.000 description 1
- 235000019304 dilauryl thiodipropionate Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000005394 methallyl group Chemical group 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 229920006120 non-fluorinated polymer Polymers 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 229920002589 poly(vinylethylene) polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920006126 semicrystalline polymer Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- HEKQWIORQJRILW-UHFFFAOYSA-N tetrakis(prop-2-enyl) benzene-1,2,4,5-tetracarboxylate Chemical compound C=CCOC(=O)C1=CC(C(=O)OCC=C)=C(C(=O)OCC=C)C=C1C(=O)OCC=C HEKQWIORQJRILW-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 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
- VOSUIKFOFHZNED-UHFFFAOYSA-N tris(prop-2-enyl) benzene-1,3,5-tricarboxylate Chemical compound C=CCOC(=O)C1=CC(C(=O)OCC=C)=CC(C(=O)OCC=C)=C1 VOSUIKFOFHZNED-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
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)
- Processes Of Treating Macromolecular Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/660,998 | 1996-06-10 | ||
| US08/660,998 US5741855A (en) | 1996-06-10 | 1996-06-10 | Compatibilized fluoroplastic blends |
| PCT/US1997/009469 WO1997047683A1 (en) | 1996-06-10 | 1997-06-04 | Compatibilized fluoroplastic blends |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2257608A1 CA2257608A1 (en) | 1997-12-18 |
| CA2257608C true CA2257608C (en) | 2007-08-14 |
Family
ID=24651772
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002257608A Expired - Lifetime CA2257608C (en) | 1996-06-10 | 1997-06-04 | Compatibilized fluoroplastic blends |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5741855A (enExample) |
| EP (1) | EP0906368B1 (enExample) |
| JP (1) | JP2001501982A (enExample) |
| AT (1) | ATE252136T1 (enExample) |
| AU (1) | AU3294597A (enExample) |
| CA (1) | CA2257608C (enExample) |
| DE (1) | DE69725571T2 (enExample) |
| WO (1) | WO1997047683A1 (enExample) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6064008A (en) * | 1997-02-12 | 2000-05-16 | Commscope, Inc. Of North Carolina | Conductor insulated with foamed fluoropolymer using chemical blowing agent |
| US6117508A (en) * | 1997-06-27 | 2000-09-12 | Dyneon Llc | Composite articles including a fluoropolymer blend |
| EP0891997A1 (en) * | 1997-07-15 | 1999-01-20 | E.I. Du Pont De Nemours And Company | Fluoropolymer compositions and process for their manufacture |
| JP2002012725A (ja) * | 2000-06-28 | 2002-01-15 | Daikin Ind Ltd | フッ素ゴム加硫用水性組成物およびフッ素ゴム被覆物品 |
| US7098395B2 (en) * | 2001-03-29 | 2006-08-29 | Kaneka Corporation | Thin-film solar cell module of see-through type |
| US6608011B2 (en) | 2001-06-11 | 2003-08-19 | Colgate-Palmolive Company | Shampoos with behenyl-alcohol |
| US6790912B2 (en) † | 2001-12-11 | 2004-09-14 | 3M Innovative Properties Company | Extrudable fluoropolymer blends |
| US20050217746A1 (en) * | 2002-04-09 | 2005-10-06 | Mitsuboshi Corporation Limited | Multi-layer tube |
| US20030198770A1 (en) * | 2002-04-18 | 2003-10-23 | 3M Innovative Properties Company | Composite fluoropolymer-perfluoropolymer assembly |
| US6759129B2 (en) | 2002-04-18 | 2004-07-06 | 3M Innovative Properties Company | Adhesion and bonding of multi-layer articles including a fluoropolymer layer |
| US7569275B2 (en) | 2002-04-18 | 2009-08-04 | 3M Innovative Properties Company | Fluoropolymer articles |
| US6849314B2 (en) * | 2002-04-18 | 2005-02-01 | 3M Innovative Properties Company | Fluoropolymer blends and multilayer articles |
| US6776226B1 (en) * | 2003-03-12 | 2004-08-17 | National Starch And Chemical Investment Holding Corporation | Electronic device containing thermal interface material |
| US7094836B2 (en) * | 2004-03-04 | 2006-08-22 | Teknor Apex Company | Compatibilizers for fluoropolymers and polyolefins; blends thereof |
| US7135122B2 (en) * | 2004-03-31 | 2006-11-14 | Freudenberg-Nok General Partnership | Polytetrafluoroethylene composites |
| US7244329B2 (en) * | 2004-06-30 | 2007-07-17 | Freudenberg-Nok General Partnership | Electron beam curing in a composite having a flow resistant adhesive layer |
| US20060000801A1 (en) * | 2004-06-30 | 2006-01-05 | Park Edward H | Surface bonding in halogenated polymeric components |
| US7342072B2 (en) * | 2004-06-30 | 2008-03-11 | Freudenberg-Nok General Partnership | Bimodal compounds having an elastomeric moiety |
| US7521508B2 (en) | 2004-06-30 | 2009-04-21 | Freudenberg-Nok General Partnership | Electron beam inter-curing of plastic and elastomer blends |
| US7230038B2 (en) * | 2004-06-30 | 2007-06-12 | Freudenberg-Nok General Partnership | Branched chain fluoropolymers |
| US7452577B2 (en) * | 2004-06-30 | 2008-11-18 | Freudenberg-Nok General Partnership | Electron beam curing of fabricated polymeric structures |
| US20060099368A1 (en) * | 2004-11-08 | 2006-05-11 | Park Edward H | Fuel hose with a fluoropolymer inner layer |
| US7381765B2 (en) * | 2004-11-08 | 2008-06-03 | Freudenberg-Nok General Partnership | Electrostatically dissipative fluoropolymers |
| US20060100368A1 (en) * | 2004-11-08 | 2006-05-11 | Park Edward H | Elastomer gum polymer systems |
| US20070023141A1 (en) * | 2005-07-29 | 2007-02-01 | Tyco Electronics Corporation | Hot melt adhesive for PTFE |
| US20070048476A1 (en) * | 2005-08-31 | 2007-03-01 | Freudenberg-Nok General Partnership | Assemblies sealed with multilayer composite compression seals having a layer of dispersed fluoroelastomer in thermoplastic |
| US20070044906A1 (en) * | 2005-08-31 | 2007-03-01 | Freudenberg-Nok General Partnership | Multilayer polymeric composites having a layer of dispersed fluoroelastomer in thermoplastic |
| US20070045967A1 (en) * | 2005-08-31 | 2007-03-01 | Freudenberg-Nok General Partnership | Assemblies sealed with multilayer composite torsion seals having a layer of dispersed fluoroelastomer in thermoplastic |
| US7863365B2 (en) | 2006-12-20 | 2011-01-04 | Freudenberg-Nok General Partnership | Robust magnetizable elastomeric thermoplastic blends |
| US20120245238A1 (en) | 2009-10-07 | 2012-09-27 | Arkema Inc. | Melt processable composition from recycled multi-layer articles containing a fluoropolymer layer |
| CN104335361B (zh) * | 2012-06-01 | 2016-08-17 | Lg化学株式会社 | 用于光伏组件的环保型背板及其制备方法 |
| CN105489269A (zh) * | 2014-05-26 | 2016-04-13 | 沈群华 | 一种防蚁电缆材料、使用该材料的防蚁电缆及防蚁光缆 |
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| WO2017011379A1 (en) * | 2015-07-13 | 2017-01-19 | 3M Innovative Properties Company | Fluorinated block copolymers |
| US11261280B2 (en) * | 2017-01-18 | 2022-03-01 | 3M Innovative Properties Company | Fluorinated block copolymers |
| US11267922B2 (en) | 2017-01-18 | 2022-03-08 | 3M Innovative Properties Company | Fluorinated block copolymers derived from nitrile cure-site monomers |
| CN110573570A (zh) * | 2017-03-14 | 2019-12-13 | 索尔维特殊聚合物意大利有限公司 | 包含半晶质热塑性氟聚合物和氟化热塑性弹性体嵌段共聚物的组合物 |
| JP7229952B2 (ja) | 2017-07-05 | 2023-02-28 | ソルベイ スペシャルティ ポリマーズ イタリー エス．ピー．エー． | フッ素化熱可塑性エラストマー及び加硫物を含有する組成物 |
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| BR112022005214A2 (pt) * | 2019-11-15 | 2022-06-14 | Saint Gobain Performance Plastics Corp | Tubo multicamada e método para fazer o mesmo |
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| DE3045844C2 (de) * | 1980-12-05 | 1986-01-02 | Hoechst Ag, 6230 Frankfurt | Dauerwärmebeständiger, Fluorkohlenwasserstoffpolymere enthaltender Formkörper |
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-
1996
- 1996-06-10 US US08/660,998 patent/US5741855A/en not_active Expired - Lifetime
-
1997
- 1997-06-04 DE DE69725571T patent/DE69725571T2/de not_active Expired - Lifetime
- 1997-06-04 JP JP10501655A patent/JP2001501982A/ja not_active Ceased
- 1997-06-04 CA CA002257608A patent/CA2257608C/en not_active Expired - Lifetime
- 1997-06-04 EP EP97928776A patent/EP0906368B1/en not_active Expired - Lifetime
- 1997-06-04 AU AU32945/97A patent/AU3294597A/en not_active Abandoned
- 1997-06-04 WO PCT/US1997/009469 patent/WO1997047683A1/en not_active Ceased
- 1997-06-04 AT AT97928776T patent/ATE252136T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CA2257608A1 (en) | 1997-12-18 |
| DE69725571D1 (de) | 2003-11-20 |
| ATE252136T1 (de) | 2003-11-15 |
| US5741855A (en) | 1998-04-21 |
| EP0906368A1 (en) | 1999-04-07 |
| EP0906368B1 (en) | 2003-10-15 |
| AU3294597A (en) | 1998-01-07 |
| JP2001501982A (ja) | 2001-02-13 |
| DE69725571T2 (de) | 2004-08-05 |
| WO1997047683A1 (en) | 1997-12-18 |
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