KR100323579B1 - 신규의퍼플루오로디옥솔의제조방법과그로부터얻어지는동중합체들과공중합체들 - Google Patents
신규의퍼플루오로디옥솔의제조방법과그로부터얻어지는동중합체들과공중합체들 Download PDFInfo
- Publication number
- KR100323579B1 KR100323579B1 KR1019940016033A KR19940016033A KR100323579B1 KR 100323579 B1 KR100323579 B1 KR 100323579B1 KR 1019940016033 A KR1019940016033 A KR 1019940016033A KR 19940016033 A KR19940016033 A KR 19940016033A KR 100323579 B1 KR100323579 B1 KR 100323579B1
- Authority
- KR
- South Korea
- Prior art keywords
- tetrafluoroethylene
- dioxolene
- copolymers
- trifluoro
- dioxol
- 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
- 229920001577 copolymer Polymers 0.000 title claims abstract description 61
- HFNSTEOEZJBXIF-UHFFFAOYSA-N 2,2,4,5-tetrafluoro-1,3-dioxole Chemical compound FC1=C(F)OC(F)(F)O1 HFNSTEOEZJBXIF-UHFFFAOYSA-N 0.000 title claims abstract description 39
- 238000000034 method Methods 0.000 title claims description 36
- 230000008569 process Effects 0.000 title claims description 17
- 229920001519 homopolymer Polymers 0.000 title description 13
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims abstract description 42
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 13
- 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 10
- 238000001125 extrusion Methods 0.000 claims abstract description 7
- XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-UHFFFAOYSA-N 0.000 claims description 39
- ABADUMLIAZCWJD-UHFFFAOYSA-N 1,3-dioxole Chemical compound C1OC=CO1 ABADUMLIAZCWJD-UHFFFAOYSA-N 0.000 claims description 24
- 239000002904 solvent Substances 0.000 claims description 23
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 19
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- -1 fluorooxy compound Chemical class 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 8
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 claims description 8
- BZPCMSSQHRAJCC-UHFFFAOYSA-N 1,2,3,3,4,4,5,5,5-nonafluoro-1-(1,2,3,3,4,4,5,5,5-nonafluoropent-1-enoxy)pent-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)F BZPCMSSQHRAJCC-UHFFFAOYSA-N 0.000 claims description 7
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 7
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- WUMVZXWBOFOYAW-UHFFFAOYSA-N 1,2,3,3,4,4,4-heptafluoro-1-(1,2,3,3,4,4,4-heptafluorobut-1-enoxy)but-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)C(F)(F)F WUMVZXWBOFOYAW-UHFFFAOYSA-N 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- 150000001336 alkenes Chemical class 0.000 claims description 4
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
- 239000005977 Ethylene Substances 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 2
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 claims 2
- MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical group FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 claims 1
- 238000000576 coating method Methods 0.000 abstract description 6
- 239000011248 coating agent Substances 0.000 abstract description 5
- 229920000642 polymer Polymers 0.000 description 51
- 239000000460 chlorine Substances 0.000 description 33
- 238000006116 polymerization reaction Methods 0.000 description 21
- 230000008018 melting Effects 0.000 description 18
- 238000002844 melting Methods 0.000 description 18
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 17
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- 239000007858 starting material Substances 0.000 description 9
- 229920001897 terpolymer Polymers 0.000 description 9
- 238000005695 dehalogenation reaction Methods 0.000 description 8
- 238000001704 evaporation Methods 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 239000007788 liquid Substances 0.000 description 7
- 239000011541 reaction mixture Substances 0.000 description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 7
- 238000009835 boiling Methods 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- 230000008020 evaporation Effects 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000010702 perfluoropolyether Substances 0.000 description 6
- 238000002411 thermogravimetry Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000004580 weight loss Effects 0.000 description 6
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 125000001309 chloro group Chemical group Cl* 0.000 description 5
- 238000007334 copolymerization reaction Methods 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 230000007423 decrease Effects 0.000 description 4
- 238000006251 dihalogenation reaction Methods 0.000 description 4
- 230000009477 glass transition Effects 0.000 description 4
- 229910052734 helium Inorganic materials 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- JSGITCLSCUKHFW-UHFFFAOYSA-N 2,2,4-trifluoro-5-(trifluoromethoxy)-1,3-dioxole Chemical compound FC1=C(OC(F)(F)F)OC(F)(F)O1 JSGITCLSCUKHFW-UHFFFAOYSA-N 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000008246 gaseous mixture Substances 0.000 description 3
- 239000001307 helium Substances 0.000 description 3
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 239000012454 non-polar solvent Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 238000010561 standard procedure Methods 0.000 description 3
- PFZXMFHYUMSBDY-UHFFFAOYSA-N 1,1,2,2-tetrachloro-1-fluoro-2-(trifluoromethoxy)ethane Chemical compound FC(F)(F)OC(Cl)(Cl)C(F)(Cl)Cl PFZXMFHYUMSBDY-UHFFFAOYSA-N 0.000 description 2
- 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 2
- GNHVQYVXIRGGPB-UHFFFAOYSA-N 1,2-dichloro-1-fluoro-2-(trifluoromethoxy)ethane Chemical compound FC(Cl)C(Cl)OC(F)(F)F GNHVQYVXIRGGPB-UHFFFAOYSA-N 0.000 description 2
- QJSBHUWRXFBWOG-UHFFFAOYSA-N 2-(trifluoromethoxy)-1,3-dioxole Chemical compound FC(F)(F)OC1OC=CO1 QJSBHUWRXFBWOG-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 238000005481 NMR spectroscopy Methods 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 238000007033 dehydrochlorination reaction Methods 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000004949 mass spectrometry Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000004530 micro-emulsion Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 2
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- PGYAWPFIFOSGPZ-UHFFFAOYSA-N 1,2-dichloro-1,1,2,2-tetrafluoroethane;1,1,2-trichloro-1,2,2-trifluoroethane Chemical compound FC(F)(Cl)C(F)(F)Cl.FC(F)(Cl)C(F)(Cl)Cl PGYAWPFIFOSGPZ-UHFFFAOYSA-N 0.000 description 1
- HIZVCIIORGCREW-UHFFFAOYSA-N 1,4-dioxene Chemical compound C1COC=CO1 HIZVCIIORGCREW-UHFFFAOYSA-N 0.000 description 1
- NHJFHUKLZMQIHN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanoyl 2,2,3,3,3-pentafluoropropaneperoxoate Chemical compound FC(F)(F)C(F)(F)C(=O)OOC(=O)C(F)(F)C(F)(F)F NHJFHUKLZMQIHN-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- LZTILXIGOURZND-UHFFFAOYSA-N 4,5-dichloro-2,2-difluoro-1,3-dioxole Chemical compound FC1(F)OC(Cl)=C(Cl)O1 LZTILXIGOURZND-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 229920006125 amorphous polymer Polymers 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- KQNZLOUWXSAZGD-UHFFFAOYSA-N benzylperoxymethylbenzene Chemical compound C=1C=CC=CC=1COOCC1=CC=CC=C1 KQNZLOUWXSAZGD-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001944 continuous distillation Methods 0.000 description 1
- 238000006298 dechlorination reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- UMNKXPULIDJLSU-UHFFFAOYSA-N dichlorofluoromethane Chemical compound FC(Cl)Cl UMNKXPULIDJLSU-UHFFFAOYSA-N 0.000 description 1
- 229940099364 dichlorofluoromethane Drugs 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000000806 fluorine-19 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000002505 iron Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- BCCOBQSFUDVTJQ-UHFFFAOYSA-N octafluorocyclobutane Chemical compound FC1(F)C(F)(F)C(F)(F)C1(F)F BCCOBQSFUDVTJQ-UHFFFAOYSA-N 0.000 description 1
- 235000019407 octafluorocyclobutane Nutrition 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- SNGREZUHAYWORS-UHFFFAOYSA-N perfluorooctanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F SNGREZUHAYWORS-UHFFFAOYSA-N 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
- 239000000843 powder Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000012048 reactive intermediate Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- NYBWUHOMYZZKOR-UHFFFAOYSA-N tes-adt Chemical class C1=C2C(C#C[Si](CC)(CC)CC)=C(C=C3C(SC=C3)=C3)C3=C(C#C[Si](CC)(CC)CC)C2=CC2=C1SC=C2 NYBWUHOMYZZKOR-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000002076 thermal analysis method Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D317/42—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F214/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen
- C08F214/18—Monomers containing fluorine
- C08F214/26—Tetrafluoroethene
- C08F214/262—Tetrafluoroethene with fluorinated vinyl ethers
-
- 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
- C08F2438/00—Living radical polymerisation
- C08F2438/01—Atom Transfer Radical Polymerization [ATRP] or reverse ATRP
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Insulating Materials (AREA)
- Processes Specially Adapted For Manufacturing Cables (AREA)
- Lubricants (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITMI93A001445 | 1993-07-05 | ||
| IT93MI001445A IT1264662B1 (it) | 1993-07-05 | 1993-07-05 | Perflurodiossoli loro omopolimeri e copolimeri e loro impiego per il rivestimento di cavi elettrici |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR950003283A KR950003283A (ko) | 1995-02-16 |
| KR100323579B1 true KR100323579B1 (ko) | 2005-09-13 |
Family
ID=11366528
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019940016033A Expired - Lifetime KR100323579B1 (ko) | 1993-07-05 | 1994-07-05 | 신규의퍼플루오로디옥솔의제조방법과그로부터얻어지는동중합체들과공중합체들 |
Country Status (11)
| Country | Link |
|---|---|
| US (4) | US5498682A (cg-RX-API-DMAC10.html) |
| EP (1) | EP0633257B1 (cg-RX-API-DMAC10.html) |
| JP (1) | JP3801661B2 (cg-RX-API-DMAC10.html) |
| KR (1) | KR100323579B1 (cg-RX-API-DMAC10.html) |
| AT (1) | ATE151421T1 (cg-RX-API-DMAC10.html) |
| CA (1) | CA2127219A1 (cg-RX-API-DMAC10.html) |
| DE (1) | DE69402473T2 (cg-RX-API-DMAC10.html) |
| IT (1) | IT1264662B1 (cg-RX-API-DMAC10.html) |
| MX (1) | MX9405088A (cg-RX-API-DMAC10.html) |
| RU (1) | RU2139866C1 (cg-RX-API-DMAC10.html) |
| TW (1) | TW273556B (cg-RX-API-DMAC10.html) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20210010839A (ko) * | 2018-05-18 | 2021-01-28 | 에이지씨 가부시키가이샤 | 함불소 폴리머의 제조 방법 및 함불소 이온 교환 폴리머의 제조 방법 |
Families Citing this family (69)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1266647B1 (it) * | 1993-10-29 | 1997-01-09 | Ausimont Spa | Processo di (co)polimerizzazione di monomeri olefinici fluorurati in emulsione acquosa |
| IT1269517B (it) * | 1994-05-19 | 1997-04-01 | Ausimont Spa | Polimeri e copolimeri fluorurati contenenti strutture cicliche |
| IT1270703B (it) * | 1994-11-17 | 1997-05-07 | Ausimont Spa | Microemulsioni di fluoropoliossialchileni in miscela con idrocarburi, e loro uso in processi di (co)polimerizzazione di monomeri fluorurati |
| IT1272861B (it) * | 1995-01-04 | 1997-07-01 | Ausimont Spa | Copolimeri dell'etilene con tetrafluoroetilene e/o clorotrifluoroetilene,aventi migliorate proprieta' meccaniche alle alte temperature |
| IT1272863B (it) * | 1995-01-04 | 1997-07-01 | Ausimont Spa | Copolimeri termoprocessabili del tetrafluoroetilene |
| IT1282378B1 (it) * | 1996-04-24 | 1998-03-20 | Ausimont Spa | Perfluoroelastomeri a base di diossoli |
| IT1288121B1 (it) * | 1996-07-01 | 1998-09-10 | Ausimont Spa | Copolimeri termoplastici del vinilidenfluoruro (vdf) |
| IT1283136B1 (it) * | 1996-07-09 | 1998-04-07 | Ausimont Spa | Lattici acquosi a base di fluoropolimeri |
| IT1285771B1 (it) * | 1996-10-04 | 1998-06-18 | Ausimont Spa | Accoppiati pife con substrati |
| DE19708295A1 (de) * | 1997-02-28 | 1998-09-10 | Nath Guenther | Flüssigkeitslichtleiter |
| US6242547B1 (en) * | 1997-04-15 | 2001-06-05 | E. I. Du Pont De Nemours And Company | Vinyl fluoride interpolymers of low crystallinity |
| US6507688B1 (en) * | 1997-12-15 | 2003-01-14 | Gunther Nath | Light guide with a liquid core |
| IT1298257B1 (it) | 1998-02-17 | 1999-12-20 | Ausimont Spa | Perfluorodiossoli |
| US6469185B1 (en) | 1998-02-17 | 2002-10-22 | Ausimont S.P.A. | Perfluorodioxoles |
| ITMI981506A1 (it) | 1998-06-30 | 1999-12-30 | Ausimont Spa | Manufatti di fluoropolimeri amorfi |
| ITMI981505A1 (it) * | 1998-06-30 | 1999-12-30 | Ausimont Spa | Purificazione di polimeri fluorurati |
| US6737165B1 (en) * | 1998-08-06 | 2004-05-18 | Omlidon Technologies Llc | Melt-processible poly(tetrafluoroethylene) |
| US7276287B2 (en) * | 2003-12-17 | 2007-10-02 | Eidgenössische Technische Hochschule Zürich | Melt-processible poly(tetrafluoroethylene) |
| AU5468299A (en) * | 1998-08-06 | 2000-02-28 | Cees Bastiaansen | Melt-processible poly(tetrafluoroethylene) |
| IT1312320B1 (it) | 1999-05-25 | 2002-04-15 | Ausimont Spa | Membrane di polimeri amorfi (per) fluorurati. |
| US6221247B1 (en) | 1999-06-03 | 2001-04-24 | Cms Technology Holdings, Inc. | Dioxole coated membrane module for ultrafiltration or microfiltration of aqueous suspensions |
| ITMI991269A1 (it) | 1999-06-08 | 2000-12-08 | Ausimont Spa | Miscele di dispersioni di fluoropolimeri |
| ITMI991514A1 (it) * | 1999-07-09 | 2001-01-09 | Ausimont Spa | Co polimeri peralogenati termoprocessabili del clorotrifluoroetilene |
| US6436606B1 (en) * | 1999-08-30 | 2002-08-20 | Shin-Etsu Chemical Co., Ltd. | Polymers, resist compositions and patterning process |
| IT1318487B1 (it) | 2000-04-21 | 2003-08-25 | Ausimont Spa | Fluoroelastomeri. |
| US7534845B2 (en) | 2000-04-21 | 2009-05-19 | Solvay Solexis S.P.A. | Fluorovinyl ethers and polymers obtainable therefrom |
| IT1318488B1 (it) | 2000-04-21 | 2003-08-25 | Ausimont Spa | Fluorovinileteri e polimeri da essi ottenibili. |
| US6544316B2 (en) | 2000-05-19 | 2003-04-08 | Membrane Technology And Research, Inc. | Hydrogen gas separation using organic-vapor-resistant membranes |
| US6361582B1 (en) | 2000-05-19 | 2002-03-26 | Membrane Technology And Research, Inc. | Gas separation using C3+ hydrocarbon-resistant membranes |
| US6572680B2 (en) | 2000-05-19 | 2003-06-03 | Membrane Technology And Research, Inc. | Carbon dioxide gas separation using organic-vapor-resistant membranes |
| US6579341B2 (en) | 2000-05-19 | 2003-06-17 | Membrane Technology And Research, Inc. | Nitrogen gas separation using organic-vapor-resistant membranes |
| US6592650B2 (en) | 2000-05-19 | 2003-07-15 | Membrane Technology And Research, Inc. | Gas separation using organic-vapor-resistant membranes and PSA |
| US6361583B1 (en) | 2000-05-19 | 2002-03-26 | Membrane Technology And Research, Inc. | Gas separation using organic-vapor-resistant membranes |
| US6572679B2 (en) | 2000-05-19 | 2003-06-03 | Membrane Technology And Research, Inc. | Gas separation using organic-vapor-resistant membranes in conjunction with organic-vapor-selective membranes |
| US6540813B2 (en) * | 2000-06-13 | 2003-04-01 | Praxair Technology, Inc. | Method of preparing composite gas separation membranes from perfluoropolymers |
| IT1318595B1 (it) * | 2000-06-23 | 2003-08-27 | Ausimont Spa | Microsfere di copolimeri termoprocessabili del tetrafluoroetilene. |
| IT1318596B1 (it) | 2000-06-23 | 2003-08-27 | Ausimont Spa | Copolimeri termoprocessbili del tfe. |
| IT1318633B1 (it) | 2000-07-20 | 2003-08-27 | Ausimont Spa | Polveri fini di politetrafluoroetilene. |
| EP1220344B2 (en) † | 2000-12-26 | 2012-08-01 | Asahi Glass Company, Limited | Solid polymer electrolyte membrane, solid polymer fuel cell and fluorpolymer |
| EP1366092B1 (en) * | 2001-03-07 | 2006-05-10 | E. I. du Pont de Nemours and Company | Fluorine-containing ethylene copolymers |
| ITMI20010921A1 (it) | 2001-05-07 | 2002-11-07 | Ausimont Spa | Polimeri (per)fluorurati amorfi |
| EP1256592B1 (en) | 2001-05-07 | 2007-07-11 | Solvay Solexis S.p.A. | Amorphous perfluorinated copolymers |
| ITMI20012745A1 (it) * | 2001-12-21 | 2003-06-21 | Ausimont Spa | Copolimeri termoprocessabili del tfe |
| AU2003209109A1 (en) * | 2002-02-12 | 2003-09-04 | Photon-X, Inc. | Halogenated monomers and polymers and process for making same |
| IL148350A0 (en) * | 2002-02-25 | 2002-09-12 | J G Systems Inc | Processing and repairing emulsions and microemulsions for use in optical fibers |
| US6723152B2 (en) | 2002-07-01 | 2004-04-20 | Praxair Technology, Inc. | Gas separation using membranes formed from blends of perfluorinated polymers |
| US6896717B2 (en) * | 2002-07-05 | 2005-05-24 | Membrane Technology And Research, Inc. | Gas separation using coated membranes |
| ITMI20021561A1 (it) * | 2002-07-16 | 2004-01-16 | Ausimont Spa | Copolimeri di tfe |
| WO2004072697A1 (en) * | 2003-02-10 | 2004-08-26 | Nanoptics, Incorporated | Method and apparatus for manufacturing plastic optical transmission medium |
| ITMI20030773A1 (it) * | 2003-04-15 | 2004-10-16 | Solvay Solexis Spa | Polimeri perfluorurati amorfi. |
| ITMI20030774A1 (it) | 2003-04-15 | 2004-10-16 | Solvay Solexis Spa | Polimeri perfluorurati. |
| RU2378291C2 (ru) * | 2004-08-04 | 2010-01-10 | Асахи Гласс Компани, Лимитед | Эластичный фторсополимер, его смесь и сшитый каучук |
| ITMI20041801A1 (it) | 2004-09-21 | 2004-12-21 | Solvay Solexis Spa | Uso di lattici submicrometrici di perfluoropolimeri nella determinazione di interazione molecolari mediante laser light scattering (lls) |
| ITMI20050817A1 (it) * | 2005-05-05 | 2006-11-06 | Solvay Solexis Spa | Processo di dealogenazione |
| ITMI20052455A1 (it) * | 2005-12-22 | 2007-06-23 | Solvay Solexis Spa | Procedimento per la preparazione di fluoroalogenoeteri |
| ITMI20060480A1 (it) | 2006-03-16 | 2007-09-17 | Solvay Solexis Spa | Usom di perfluoropolimeri nella dtermibnazione della costante di legame recettore-ligando |
| WO2008055051A2 (en) | 2006-10-27 | 2008-05-08 | Cms Technologies Holdings Inc. | Removal of water and methanol from fluids |
| US20110266220A1 (en) * | 2009-01-07 | 2011-11-03 | Cms Technologies Holdings, Inc. | Separations with highly selective fluoropolymer membranes |
| JP5744902B2 (ja) * | 2009-12-18 | 2015-07-08 | ソルヴェイ・スペシャルティ・ポリマーズ・イタリー・エッセ・ピ・ア | フルオロエラストマーの製造方法 |
| EP2722350A1 (en) | 2012-10-19 | 2014-04-23 | Solvay Specialty Polymers Italy S.p.A. | Amorphous fluorinated polymer |
| CN103694395B (zh) * | 2013-12-09 | 2016-04-13 | 中昊晨光化工研究院有限公司 | 偏氟乙烯共聚物及其制备方法 |
| EP3607033A1 (en) * | 2017-04-03 | 2020-02-12 | Solvay Specialty Polymers Italy S.p.A. | Working fluid compositions |
| JP7286919B2 (ja) * | 2018-06-11 | 2023-06-06 | Ａｇｃ株式会社 | 成形体及び複合体 |
| RU2690460C1 (ru) * | 2018-10-24 | 2019-06-03 | Федеральное государственное бюджетное учреждение науки Ордена Трудового Красного Знамени Институт нефтехимического синтеза им. А.В. Топчиева Российской академии наук (ИНХС РАН) | Мембрана для разделения метансодержащей смеси газов и способ её получения |
| KR20220167797A (ko) | 2020-04-13 | 2022-12-21 | 크로미스 파이버옵틱스, 인크. | 비정질 가교결합된 플루오르화 공중합체로 구성된 가스 분리 물품 및 이의 제조 및 사용 방법 |
| WO2021211422A1 (en) | 2020-04-13 | 2021-10-21 | Chromis Fiberoptics, Inc. | Gas permeable windows composed of amorphous crosslinked fluorinated copolymers and methods of making and using thereof |
| EP4359214A1 (en) | 2021-06-24 | 2024-05-01 | VICI Metronics, Inc. | Laminates and 3d printers |
| US11485814B1 (en) | 2022-05-10 | 2022-11-01 | Sparkling Tycoon Limited | Perfluoro copolymers |
| WO2025238042A1 (en) | 2024-05-17 | 2025-11-20 | Syensqo Specialty Polymers Italy S.p.A. | Improved fluorinated polymer composition and use thereof in an electrochemical device |
Family Cites Families (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE560454A (cg-RX-API-DMAC10.html) * | 1957-03-29 | |||
| US3642742A (en) * | 1969-04-22 | 1972-02-15 | Du Pont | Tough stable tetrafluoroethylene-fluoroalkyl perfluorovinyl ether copolymers |
| US3635926A (en) * | 1969-10-27 | 1972-01-18 | Du Pont | Aqueous process for making improved tetrafluoroethylene / fluoroalkyl perfluorovinyl ether copolymers |
| US3865845A (en) * | 1971-02-24 | 1975-02-11 | Paul Raphael Resnick | Fluorinated dioxoles |
| US3978030A (en) * | 1973-08-01 | 1976-08-31 | E. I. Du Pont De Nemours And Company | Polymers of fluorinated dioxoles |
| US4029868A (en) * | 1976-03-10 | 1977-06-14 | E. I. Du Pont De Nemours And Company | Tetrafluoroethylene terpolymers |
| US4042634A (en) * | 1976-03-15 | 1977-08-16 | E. I. Du Pont De Nemours And Company | Fluorocarbon separation process |
| JPS5838707A (ja) * | 1981-08-20 | 1983-03-07 | イ−・アイ・デユポン・デ・ニモアス・アンド・カンパニ− | パ−フルオロ−２，２−ジメチル−１，３−ジオキソ−ルの無定形共重合体 |
| US4429143A (en) * | 1981-09-28 | 1984-01-31 | E. I. Du Pont De Nemours & Co. | Cyclic monomers derived from trifluoropyruvate esters |
| US4558141A (en) * | 1981-11-19 | 1985-12-10 | E. I. Du Pont De Nemours And Company | Perfluorodioxole and its polymers |
| US4399264A (en) * | 1981-11-19 | 1983-08-16 | E. I. Du Pont De Nemours & Co. | Perfluorodioxole and its polymers |
| US4485250A (en) * | 1981-11-19 | 1984-11-27 | E. I. Du Pont De Nemours And Company | Perfluorodioxole and its polymers |
| JPS59166516A (ja) * | 1983-02-01 | 1984-09-19 | Daikin Ind Ltd | 含フツ素共重合体 |
| US4535175A (en) * | 1984-04-18 | 1985-08-13 | E. I. Du Pont De Nemours And Company | Fluorodioxoles |
| JPS6187764A (ja) * | 1984-10-04 | 1986-05-06 | Daikin Ind Ltd | 海洋外装材 |
| US4621116A (en) * | 1984-12-07 | 1986-11-04 | E. I. Du Pont De Nemours And Company | Process for copolymerization of tetrafluoroethylene in the presence of a dispersing agent comprising a perfluoroalkoxybenzene sulfonic acid or salt |
| EP0185241B1 (en) * | 1984-12-19 | 1990-01-24 | Ausimont, U.S.A. | Terpolymers of chlorotrifluoroethylene, or tetrafluoroethylene, ethylene and perfluoroisoalkoxy perfluoroalkyl ethylene |
| JPS61187764A (ja) * | 1985-02-14 | 1986-08-21 | Shikoku Kakoki Co Ltd | 容器入り豆腐の製造法 |
| IT1184149B (it) * | 1985-03-11 | 1987-10-22 | Montefluos Spa | Processo per la preparazione di fluorossi-alo-composti |
| IT1189092B (it) * | 1986-04-29 | 1988-01-28 | Ausimont Spa | Processo di polimerizzazione in dispersione acquosa di monomeri fluorurati |
| IT1204903B (it) * | 1986-06-26 | 1989-03-10 | Ausimont Spa | Processo di polimerizzazione in dispersione acquosa di monomeri florati |
| JP2551005B2 (ja) * | 1987-06-24 | 1996-11-06 | ダイキン工業株式会社 | 変性ポリテトラフルオロエチレンフアインパウダ−及びその製造方法 |
| US5176958A (en) * | 1987-06-24 | 1993-01-05 | Daikin Industries Ltd. | Modified polytetrafluoroethylene fine powder and process for preparing the same |
| 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 |
| SU1549953A1 (ru) * | 1987-09-29 | 1990-03-15 | Краснодарский политехнический институт | Способ получени 2-(5-замещенных-фурил-2)-4-хлорметил-1,3-диоксоланов |
| US4879362A (en) * | 1987-12-31 | 1989-11-07 | E. I. Dupont De Nemours And Company | Modified polytetrafluoroethylene resins |
| US4846006A (en) * | 1988-04-04 | 1989-07-11 | Digital Equipment Corporation | Method and apparatus for testing linear motion devices |
| US5233058A (en) * | 1988-07-25 | 1993-08-03 | E. I. Du Pont De Nemours And Company | Partially fluorinated compounds and polymers |
| US4908410A (en) * | 1989-01-27 | 1990-03-13 | E. I. Du Pont De Nemours And Company | Modified polytetrafluoroethylene fine powder and preparation thereof |
| EP0489756B1 (en) * | 1989-08-28 | 1995-12-13 | E.I. Du Pont De Nemours And Company | Process for the preparation of halogenated 2,2-bis(trifluoromethyl)-1,3-dioxolanes |
| US5026801A (en) * | 1989-09-18 | 1991-06-25 | E. I. Du Pont De Nemours And Company | Polyhalodihydrodioxins and polyhalodioxoles |
| US5102965A (en) * | 1990-03-01 | 1992-04-07 | E. I. Du Pont De Nemours And Company | Base resistant fluoroelastomers with improved processibility and curability |
| IT1247684B (it) * | 1990-03-28 | 1994-12-30 | Selenia Ind Elettroniche | Timbro elettronico da collegare ad un calcolatore in grado di stampare anche su superfici fisse. |
| JP2853254B2 (ja) * | 1990-04-04 | 1999-02-03 | ダイキン工業株式会社 | クロロトリフルオロエチレン／パーフルオロ（アルキルビニルエーテル）共重合体 |
| JPH0649359Y2 (ja) * | 1990-06-05 | 1994-12-14 | 株式会社スタッフ | ファクシミリ玩具 |
| US5235074A (en) * | 1990-06-07 | 1993-08-10 | Ausimont S.P.A. | Halogenated 1,3-dioxolanes |
| IT1249208B (it) * | 1990-06-07 | 1995-02-20 | Ausimont Srl | Processo per la preparazione di 1,3-diossolani alogenati e nuovi prodotti ottenuti |
| IT1244708B (it) * | 1991-02-07 | 1994-08-08 | Ausimont Spa | Processo di dealogenazione di 1,3-diossolani |
| IT1244709B (it) * | 1991-02-07 | 1994-08-08 | Ausimont Spa | Processo per la preaparazione di 1.3-diossoli |
| US5182342A (en) * | 1992-02-28 | 1993-01-26 | E. I. Du Pont De Nemours And Company | Hydrofluorocarbon solvents for fluoromonomer polymerization |
| GB2268982B (en) * | 1992-07-21 | 1996-03-13 | Dowty Aerospace Gloucester | Bearings |
-
1993
- 1993-07-05 IT IT93MI001445A patent/IT1264662B1/it active IP Right Grant
-
1994
- 1994-06-24 EP EP94109782A patent/EP0633257B1/en not_active Expired - Lifetime
- 1994-06-24 DE DE69402473T patent/DE69402473T2/de not_active Expired - Lifetime
- 1994-06-24 AT AT94109782T patent/ATE151421T1/de active
- 1994-06-30 CA CA002127219A patent/CA2127219A1/en not_active Abandoned
- 1994-07-01 US US08/270,149 patent/US5498682A/en not_active Expired - Lifetime
- 1994-07-01 RU RU94022753A patent/RU2139866C1/ru active
- 1994-07-04 MX MX9405088A patent/MX9405088A/es not_active IP Right Cessation
- 1994-07-04 TW TW083106080A patent/TW273556B/zh not_active IP Right Cessation
- 1994-07-05 KR KR1019940016033A patent/KR100323579B1/ko not_active Expired - Lifetime
- 1994-07-05 JP JP17603294A patent/JP3801661B2/ja not_active Expired - Lifetime
-
1995
- 1995-06-06 US US08/466,387 patent/US5495028A/en not_active Expired - Lifetime
- 1995-11-21 US US08/560,196 patent/US5571932A/en not_active Expired - Lifetime
-
1996
- 1996-08-07 US US08/694,509 patent/US5646223A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20210010839A (ko) * | 2018-05-18 | 2021-01-28 | 에이지씨 가부시키가이샤 | 함불소 폴리머의 제조 방법 및 함불소 이온 교환 폴리머의 제조 방법 |
| KR102642656B1 (ko) | 2018-05-18 | 2024-02-29 | 에이지씨 가부시키가이샤 | 함불소 폴리머의 제조 방법 및 함불소 이온 교환 폴리머의 제조 방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0633257A1 (en) | 1995-01-11 |
| MX9405088A (es) | 1995-01-31 |
| RU2139866C1 (ru) | 1999-10-20 |
| TW273556B (cg-RX-API-DMAC10.html) | 1996-04-01 |
| EP0633257B1 (en) | 1997-04-09 |
| JPH0770107A (ja) | 1995-03-14 |
| US5495028A (en) | 1996-02-27 |
| KR950003283A (ko) | 1995-02-16 |
| IT1264662B1 (it) | 1996-10-04 |
| DE69402473D1 (de) | 1997-05-15 |
| CA2127219A1 (en) | 1995-01-06 |
| US5498682A (en) | 1996-03-12 |
| ITMI931445A0 (it) | 1993-07-05 |
| JP3801661B2 (ja) | 2006-07-26 |
| ITMI931445A1 (it) | 1995-01-05 |
| ATE151421T1 (de) | 1997-04-15 |
| RU94022753A (ru) | 1996-05-10 |
| DE69402473T2 (de) | 1997-11-06 |
| US5571932A (en) | 1996-11-05 |
| US5646223A (en) | 1997-07-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR100323579B1 (ko) | 신규의퍼플루오로디옥솔의제조방법과그로부터얻어지는동중합체들과공중합체들 | |
| EP0683181B1 (en) | Fluorinated polymers and copolymers containing cyclic structures | |
| CA1197347A (en) | Perfluorodioxole and its polymers | |
| RU2269506C2 (ru) | Простые фторвиниловые эфиры и получаемые из них полимеры | |
| JP3040461B2 (ja) | ペルオキシペルフルオロポリエーテルの製造方法 | |
| EP0628059B1 (en) | Hydrofluorocarbon solvents for fluoromonomer polymerization | |
| US5494984A (en) | Method for producing a fluorinated polymer | |
| EP0124378B1 (en) | Fluorinated alkyl ether-containing ethylenes, precursors thereto, and copolymers thereof with tetrafluoroethylene | |
| EP0674612B1 (en) | Fluorinated monomers and polymers | |
| EP0682674A1 (en) | Perfluoroalkyl sulfide polymer solvents for fluoromonomer polymerization | |
| EP0513142A1 (en) | HYDROXYLATED FLUORVINYL COMPOUNDS AND THEIR POLYMERS. | |
| US6335408B1 (en) | Copolymers of perfluorodioxoles | |
| US6469185B1 (en) | Perfluorodioxoles | |
| JP3993239B2 (ja) | 部分フッ素化ポリマー | |
| US4533741A (en) | 4,5-Dichloro-2,2,4,5,-tetrafluoro-1,3-dioxolane | |
| JP4453300B2 (ja) | ２，２，３，３，４，５−ヘキサフルオロ−２，３−ジヒドロフランおよび該モノマーを含む重合体 | |
| CA1198119A (en) | 4,5-dichloro-2,2,4,5 tetrafluoro-1,3-dioxolane | |
| JPWO2005095471A1 (ja) | 新規な含フッ素重合体、およびその製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19940705 |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 19990705 Comment text: Request for Examination of Application Patent event code: PA02011R01I Patent event date: 19940705 Comment text: Patent Application |
|
| E701 | Decision to grant or registration of patent right | ||
| PE0701 | Decision of registration |
Patent event code: PE07011S01D Comment text: Decision to Grant Registration Patent event date: 20011130 |
|
| GRNT | Written decision to grant | ||
| PR0701 | Registration of establishment |
Comment text: Registration of Establishment Patent event date: 20020124 Patent event code: PR07011E01D |
|
| PR1002 | Payment of registration fee |
Payment date: 20020125 End annual number: 3 Start annual number: 1 |
|
| PR1001 | Payment of annual fee |
Payment date: 20050110 Start annual number: 4 End annual number: 4 |
|
| PG1601 | Publication of registration | ||
| PR1001 | Payment of annual fee |
Payment date: 20060110 Start annual number: 5 End annual number: 5 |
|
| PR1001 | Payment of annual fee |
Payment date: 20070115 Start annual number: 6 End annual number: 6 |
|
| PR1001 | Payment of annual fee |
Payment date: 20080107 Start annual number: 7 End annual number: 7 |
|
| PR1001 | Payment of annual fee |
Payment date: 20090109 Start annual number: 8 End annual number: 8 |
|
| PR1001 | Payment of annual fee |
Payment date: 20100111 Start annual number: 9 End annual number: 9 |
|
| PR1001 | Payment of annual fee |
Payment date: 20101222 Start annual number: 10 End annual number: 10 |
|
| PR1001 | Payment of annual fee |
Payment date: 20120106 Start annual number: 11 End annual number: 11 |
|
| FPAY | Annual fee payment |
Payment date: 20130107 Year of fee payment: 12 |
|
| PR1001 | Payment of annual fee |
Payment date: 20130107 Start annual number: 12 End annual number: 12 |
|
| FPAY | Annual fee payment |
Payment date: 20140103 Year of fee payment: 13 |
|
| PR1001 | Payment of annual fee |
Payment date: 20140103 Start annual number: 13 End annual number: 13 |
|
| EXPY | Expiration of term | ||
| PC1801 | Expiration of term |
Termination date: 20150105 Termination category: Expiration of duration |