CA1306827C - Copolymeres amophes de perfluoro-2,2-dimethyl-1,3-dioxole - Google Patents

Copolymeres amophes de perfluoro-2,2-dimethyl-1,3-dioxole

Info

Publication number: CA1306827C
Authority: CA; Canada
Prior art keywords: perfluoro; dioxole; copolymer; dimethyl; dipolymer
Prior art date: 1988-06-14
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

Application number

CA000569387A

Other languages

English (en)

Inventor

Edward Noonan Squire

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

EIDP Inc

Original Assignee

EI Du Pont de Nemours and Co

Priority date (The priority date 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 date listed.)

1988-06-14

Filing date

1988-06-14

Publication date

1992-08-25

1988-06-14 Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co

1988-06-14 Priority to CA000569387A priority Critical patent/CA1306827C/fr

1992-08-25 Application granted granted Critical

1992-08-25 Publication of CA1306827C publication Critical patent/CA1306827C/fr

2009-08-25 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

229920001577 copolymer Polymers 0.000 title claims abstract description 140
YSYRISKCBOPJRG-UHFFFAOYSA-N 4,5-difluoro-2,2-bis(trifluoromethyl)-1,3-dioxole Chemical compound FC1=C(F)OC(C(F)(F)F)(C(F)(F)F)O1 YSYRISKCBOPJRG-UHFFFAOYSA-N 0.000 title claims abstract description 122
230000009477 glass transition Effects 0.000 claims abstract description 25
238000005253 cladding Methods 0.000 claims abstract description 14
238000000576 coating method Methods 0.000 claims abstract description 14
238000004519 manufacturing process Methods 0.000 claims abstract description 12
239000000758 substrate Substances 0.000 claims abstract description 12
239000013307 optical fiber Substances 0.000 claims abstract description 10
BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims description 86
229920000642 polymer Polymers 0.000 claims description 53
UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 claims description 43
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 description 25
HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims description 24
BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims description 22
MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 claims description 21
239000000126 substance Substances 0.000 claims description 19
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 claims description 18
-1 alkyl vinyl ethers Chemical class 0.000 claims description 13
239000012530 fluid Substances 0.000 claims description 12
239000011248 coating agent Substances 0.000 claims description 11
239000002131 composite material Substances 0.000 claims description 7
XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 claims description 7
125000004432 carbon atom Chemical group C* 0.000 claims description 6
230000003287 optical effect Effects 0.000 claims description 5
238000012545 processing Methods 0.000 claims description 5
229920001897 terpolymer Polymers 0.000 claims description 5
230000000295 complement effect Effects 0.000 claims description 4
150000002170 ethers Chemical class 0.000 claims description 4
239000011888 foil Substances 0.000 claims description 4
125000005010 perfluoroalkyl group Chemical group 0.000 claims description 4
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
239000005977 Ethylene Substances 0.000 claims description 3
229910052799 carbon Inorganic materials 0.000 claims description 3
150000001875 compounds Chemical class 0.000 claims description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 3
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
125000004430 oxygen atom Chemical group O* 0.000 claims description 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
239000002657 fibrous material Substances 0.000 claims description 2
239000011253 protective coating Substances 0.000 claims 2
229910006095 SO2F Inorganic materials 0.000 claims 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 abstract description 14
230000000704 physical effect Effects 0.000 abstract description 6
125000001153 fluoro group Chemical group F* 0.000 abstract 1
239000000243 solution Substances 0.000 description 24
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
238000000034 method Methods 0.000 description 23
239000010408 film Substances 0.000 description 20
239000000203 mixture Substances 0.000 description 19
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 17
239000000178 monomer Substances 0.000 description 16
229920001519 homopolymer Polymers 0.000 description 14
229920002313 fluoropolymer Polymers 0.000 description 12
229910052802 copper Inorganic materials 0.000 description 11
239000010949 copper Substances 0.000 description 11
239000006185 dispersion Substances 0.000 description 11
239000004744 fabric Substances 0.000 description 11
239000002904 solvent Substances 0.000 description 11
AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 10
229910052782 aluminium Inorganic materials 0.000 description 10
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 10
239000000463 material Substances 0.000 description 10
239000007787 solid Substances 0.000 description 10
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 9
229910052731 fluorine Inorganic materials 0.000 description 9
239000011737 fluorine Substances 0.000 description 9
229910052757 nitrogen Inorganic materials 0.000 description 9
238000006116 polymerization reaction Methods 0.000 description 9
239000011347 resin Substances 0.000 description 9
229920005989 resin Polymers 0.000 description 9
ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 8
VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 8
229910001870 ammonium persulfate Inorganic materials 0.000 description 8
239000004811 fluoropolymer Substances 0.000 description 7
229910052751 metal Inorganic materials 0.000 description 7
239000002184 metal Substances 0.000 description 7
235000012431 wafers Nutrition 0.000 description 7
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
238000001816 cooling Methods 0.000 description 6
239000000835 fiber Substances 0.000 description 6
238000012360 testing method Methods 0.000 description 6
239000004642 Polyimide Substances 0.000 description 5
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 5
239000004809 Teflon Substances 0.000 description 5
229920006362 Teflon® Polymers 0.000 description 5
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 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
239000003153 chemical reaction reagent Substances 0.000 description 5
239000011889 copper foil Substances 0.000 description 5
239000007789 gas Substances 0.000 description 5
238000010438 heat treatment Methods 0.000 description 5
229910052760 oxygen Inorganic materials 0.000 description 5
239000001301 oxygen Substances 0.000 description 5
229920001721 polyimide Polymers 0.000 description 5
238000003756 stirring Methods 0.000 description 5
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
239000000853 adhesive Substances 0.000 description 4
230000001070 adhesive effect Effects 0.000 description 4
230000015556 catabolic process Effects 0.000 description 4
230000000052 comparative effect Effects 0.000 description 4
230000006835 compression Effects 0.000 description 4
238000007906 compression Methods 0.000 description 4
238000006731 degradation reaction Methods 0.000 description 4
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 4
239000003999 initiator Substances 0.000 description 4
239000004816 latex Substances 0.000 description 4
229920000126 latex Polymers 0.000 description 4
239000000047 product Substances 0.000 description 4
OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical compound CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 3
238000004293 19F NMR spectroscopy Methods 0.000 description 3
PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 description 3
238000005481 NMR spectroscopy Methods 0.000 description 3
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 3
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
239000000969 carrier Substances 0.000 description 3
239000008367 deionised water Substances 0.000 description 3
229910021641 deionized water Inorganic materials 0.000 description 3
238000007598 dipping method Methods 0.000 description 3
238000001035 drying Methods 0.000 description 3
238000003475 lamination Methods 0.000 description 3
229910017604 nitric acid Inorganic materials 0.000 description 3
239000004033 plastic Substances 0.000 description 3
229920003023 plastic Polymers 0.000 description 3
229920006254 polymer film Polymers 0.000 description 3
229910052710 silicon Inorganic materials 0.000 description 3
239000010703 silicon Substances 0.000 description 3
229910001220 stainless steel Inorganic materials 0.000 description 3
239000010935 stainless steel Substances 0.000 description 3
229920001187 thermosetting polymer Polymers 0.000 description 3
230000007704 transition Effects 0.000 description 3
238000004876 x-ray fluorescence Methods 0.000 description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
229920000271 Kevlar® Polymers 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
238000013019 agitation Methods 0.000 description 2
239000004760 aramid Substances 0.000 description 2
238000011109 contamination Methods 0.000 description 2
230000007797 corrosion Effects 0.000 description 2
238000005260 corrosion Methods 0.000 description 2
230000007812 deficiency Effects 0.000 description 2
238000000113 differential scanning calorimetry Methods 0.000 description 2
238000002845 discoloration Methods 0.000 description 2
230000007613 environmental effect Effects 0.000 description 2
FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
238000001125 extrusion Methods 0.000 description 2
239000000499 gel Substances 0.000 description 2
239000011521 glass Substances 0.000 description 2
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
239000010931 gold Substances 0.000 description 2
229910052737 gold Inorganic materials 0.000 description 2
239000010439 graphite Substances 0.000 description 2
229910002804 graphite Inorganic materials 0.000 description 2
229910000856 hastalloy Inorganic materials 0.000 description 2
238000007654 immersion Methods 0.000 description 2
238000001746 injection moulding Methods 0.000 description 2
239000004761 kevlar Substances 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
238000000465 moulding Methods 0.000 description 2
239000003921 oil Substances 0.000 description 2
229920005548 perfluoropolymer Polymers 0.000 description 2
239000000843 powder Substances 0.000 description 2
230000001681 protective effect Effects 0.000 description 2
239000010453 quartz Substances 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
239000004065 semiconductor Substances 0.000 description 2
239000002002 slurry Substances 0.000 description 2
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
239000010409 thin film Substances 0.000 description 2
KTCQQCLZUOZFEI-UHFFFAOYSA-N 1,1,2,2-tetrafluoro-2-[1,1,1,2,3,3-hexafluoro-3-(1,2,2-trifluoroethenoxy)propan-2-yl]oxyethanesulfonyl fluoride Chemical compound FC(F)=C(F)OC(F)(F)C(F)(C(F)(F)F)OC(F)(F)C(F)(F)S(F)(=O)=O KTCQQCLZUOZFEI-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
229920000049 Carbon (fiber) Polymers 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
241000518994 Conta Species 0.000 description 1
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
238000004566 IR spectroscopy Methods 0.000 description 1
238000003853 Pinholing Methods 0.000 description 1
206010037660 Pyrexia Diseases 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000000654 additive Substances 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
239000000908 ammonium hydroxide Substances 0.000 description 1
229920006125 amorphous polymer Polymers 0.000 description 1
230000003466 anti-cipated effect Effects 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
229920006231 aramid fiber Polymers 0.000 description 1
238000000149 argon plasma sintering Methods 0.000 description 1
229920003235 aromatic polyamide Polymers 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
238000011088 calibration curve Methods 0.000 description 1
RBHJBMIOOPYDBQ-UHFFFAOYSA-N carbon dioxide;propan-2-one Chemical compound O=C=O.CC(C)=O RBHJBMIOOPYDBQ-UHFFFAOYSA-N 0.000 description 1
239000004917 carbon fiber Substances 0.000 description 1
239000000919 ceramic Substances 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
238000000748 compression moulding Methods 0.000 description 1
238000010276 construction Methods 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
239000007857 degradation product Substances 0.000 description 1
239000003989 dielectric material Substances 0.000 description 1
238000001938 differential scanning calorimetry curve Methods 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000005553 drilling Methods 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000013505 freshwater Substances 0.000 description 1
239000003365 glass fiber Substances 0.000 description 1
239000008187 granular material Substances 0.000 description 1
239000004519 grease Substances 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
229910000040 hydrogen fluoride Inorganic materials 0.000 description 1
238000007689 inspection Methods 0.000 description 1
239000002650 laminated plastic Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
238000003754 machining Methods 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
238000005259 measurement Methods 0.000 description 1
229910021645 metal ion Inorganic materials 0.000 description 1
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
239000010445 mica Substances 0.000 description 1
229910052618 mica group Inorganic materials 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
239000005026 oriented polypropylene Substances 0.000 description 1
230000010355 oscillation Effects 0.000 description 1
239000002245 particle Substances 0.000 description 1
230000002572 peristaltic effect Effects 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920000136 polysorbate Polymers 0.000 description 1
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
238000010926 purge Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
238000011160 research Methods 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
238000005476 soldering Methods 0.000 description 1
238000000807 solvent casting Methods 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
230000000930 thermomechanical effect Effects 0.000 description 1
229920001169 thermoplastic Polymers 0.000 description 1
239000004416 thermosoftening plastic Substances 0.000 description 1
KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
229910021642 ultra pure water Inorganic materials 0.000 description 1
239000012498 ultrapure water Substances 0.000 description 1
238000003828 vacuum filtration Methods 0.000 description 1
230000000007 visual effect Effects 0.000 description 1
238000005406 washing Methods 0.000 description 1
238000000193 wide-angle powder X-ray diffraction Methods 0.000 description 1
239000010456 wollastonite Substances 0.000 description 1
229910052882 wollastonite Inorganic materials 0.000 description 1

Landscapes

Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

CA000569387A 1988-06-14 1988-06-14 Copolymeres amophes de perfluoro-2,2-dimethyl-1,3-dioxole Expired - Lifetime CA1306827C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000569387A CA1306827C (fr)	1988-06-14	1988-06-14	Copolymeres amophes de perfluoro-2,2-dimethyl-1,3-dioxole

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000569387A CA1306827C (fr)	1988-06-14	1988-06-14	Copolymeres amophes de perfluoro-2,2-dimethyl-1,3-dioxole

Publications (1)

Publication Number	Publication Date
CA1306827C true CA1306827C (fr)	1992-08-25

Family

ID=4138196

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000569387A Expired - Lifetime CA1306827C (fr)	1988-06-14	1988-06-14	Copolymeres amophes de perfluoro-2,2-dimethyl-1,3-dioxole

Country Status (1)

Country	Link
CA (1)	CA1306827C (fr)

1988
- 1988-06-14 CA CA000569387A patent/CA1306827C/fr not_active Expired - Lifetime

Legal Events

Date	Code	Title	Description
2009-08-25	MKEX	Expiry

Publication	Publication Date	Title
US4754009A (en)	1988-06-28	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
US5006382A (en)	1991-04-09	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
EP0418228A4 (en)	1991-12-04	Amorphous copolymers or perfluoro-2,2-dimethyl-1,3-dioxole
US4948851A (en)	1990-08-14	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
US4999248A (en)	1991-03-12	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
US4935477A (en)	1990-06-19	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
US4985308A (en)	1991-01-15	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
US5000547A (en)	1991-03-19	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
US4973142A (en)	1990-11-27	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
US4975505A (en)	1990-12-04	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
US4977008A (en)	1990-12-11	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
US4977025A (en)	1990-12-11	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
US4982056A (en)	1991-01-01	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxide
US4977297A (en)	1990-12-11	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
EP0645406B1 (fr)	2001-04-11	Copolymères amorphes de perfluoro-2,2-diméthyl-1,3-dioxole
US5326839A (en)	1994-07-05	Amorphous copolymers of two fluorinated ring monomers
JP4782774B2 (ja)	2011-09-28	フッ素ポリマーのバリア材料の製造方法
US4977026A (en)	1990-12-11	Amorphous copolymers of perfluoro-2,2-dimethyl-1,3-dioxole
JP7245424B2 (ja)	2023-03-24	フッ素樹脂フィルム
US4650833A (en)	1987-03-17	Thin transparent polytetrafluoroethylene film and production process thereof
WO2022181848A1 (fr)	2022-09-01	Copolymère fluoré
CA1306827C (fr)	1992-08-25	Copolymeres amophes de perfluoro-2,2-dimethyl-1,3-dioxole
JP2615176B2 (ja)	1997-05-28	ペルフルオロ‐２，２‐ジメチル‐１，３‐ジオキソールの無定形コポリマー
JP3137609B2 (ja)	2001-02-26	ペルフルオロ−２，２−ジメチル−１，３−ジオキソールの無定形コポリマー
JP7278959B2 (ja)	2023-05-22	フィルム