RU2139866C1 - Перфтордиоксолы, способ их получения (варианты), гомополимеры и сополимеры перфтордиоксолов, термоперерабатываемые сополимеры тетрафторэтилена - Google Patents
Перфтордиоксолы, способ их получения (варианты), гомополимеры и сополимеры перфтордиоксолов, термоперерабатываемые сополимеры тетрафторэтилена Download PDFInfo
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- RU2139866C1 RU2139866C1 RU94022753A RU94022753A RU2139866C1 RU 2139866 C1 RU2139866 C1 RU 2139866C1 RU 94022753 A RU94022753 A RU 94022753A RU 94022753 A RU94022753 A RU 94022753A RU 2139866 C1 RU2139866 C1 RU 2139866C1
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- RU
- Russia
- Prior art keywords
- formula
- copolymers
- dioxolane
- perfluorodioxoles
- tetrafluoroethylene
- Prior art date
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- 229920001577 copolymer Polymers 0.000 title claims abstract description 63
- HFNSTEOEZJBXIF-UHFFFAOYSA-N 2,2,4,5-tetrafluoro-1,3-dioxole Chemical class FC1=C(F)OC(F)(F)O1 HFNSTEOEZJBXIF-UHFFFAOYSA-N 0.000 title claims abstract description 61
- 238000000034 method Methods 0.000 title claims abstract description 35
- 229920001519 homopolymer Polymers 0.000 title claims abstract description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 10
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims abstract description 9
- 238000000576 coating method Methods 0.000 claims abstract description 8
- 239000011248 coating agent Substances 0.000 claims abstract description 6
- 238000001125 extrusion Methods 0.000 claims abstract description 6
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 claims description 38
- 239000000178 monomer Substances 0.000 claims description 31
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 claims description 27
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 claims description 26
- 239000002904 solvent Substances 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 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 claims description 15
- 238000005695 dehalogenation reaction Methods 0.000 claims description 15
- 229910052731 fluorine Inorganic materials 0.000 claims description 14
- -1 fluorooxy compound Chemical class 0.000 claims description 12
- 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 8
- 239000007787 solid Substances 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
- 150000001336 alkenes Chemical class 0.000 claims description 7
- 239000011737 fluorine Substances 0.000 claims description 7
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 7
- 230000003993 interaction Effects 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-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
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 claims description 3
- 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
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
- 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 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 7
- 239000000126 substance Substances 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 description 51
- 239000000460 chlorine Substances 0.000 description 36
- ABADUMLIAZCWJD-UHFFFAOYSA-N 1,3-dioxole Chemical class C1OC=CO1 ABADUMLIAZCWJD-UHFFFAOYSA-N 0.000 description 27
- 238000006116 polymerization reaction Methods 0.000 description 23
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
- 238000002844 melting Methods 0.000 description 17
- 230000008018 melting Effects 0.000 description 17
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 14
- 238000000113 differential scanning calorimetry Methods 0.000 description 14
- 238000004821 distillation Methods 0.000 description 13
- FTLLXRHEDGWNNW-UHFFFAOYSA-N 4,5-dichloro-2,2,4-trifluoro-5-(trifluoromethoxy)-1,3-dioxolane Chemical compound FC(F)(F)OC1(Cl)OC(F)(F)OC1(F)Cl FTLLXRHEDGWNNW-UHFFFAOYSA-N 0.000 description 12
- 239000011521 glass Substances 0.000 description 11
- 125000001309 chloro group Chemical group Cl* 0.000 description 10
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 238000002411 thermogravimetry Methods 0.000 description 9
- 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 8
- 239000007795 chemical reaction product Substances 0.000 description 8
- 239000003153 chemical reaction reagent Substances 0.000 description 8
- 238000007599 discharging Methods 0.000 description 8
- 238000001704 evaporation Methods 0.000 description 8
- 230000008020 evaporation Effects 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- 239000003999 initiator Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 7
- 239000007788 liquid 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
- 238000001030 gas--liquid chromatography Methods 0.000 description 6
- 239000010702 perfluoropolyether Substances 0.000 description 6
- 229920001897 terpolymer Polymers 0.000 description 6
- 230000004580 weight loss Effects 0.000 description 6
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 5
- 239000012736 aqueous medium Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000007423 decrease Effects 0.000 description 5
- 150000004862 dioxolanes Chemical class 0.000 description 5
- 229910052734 helium Inorganic materials 0.000 description 5
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 239000001307 helium Substances 0.000 description 4
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- BPYRQESCOWVBAI-UHFFFAOYSA-N 4-chloro-2,2,4-trifluoro-5-(trifluoromethoxy)-1,3-dioxolane Chemical compound FC(F)(F)OC1OC(F)(F)OC1(F)Cl BPYRQESCOWVBAI-UHFFFAOYSA-N 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
- 238000007033 dehydrochlorination reaction Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000008246 gaseous mixture Substances 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- LPRHPORTNOKKNO-UHFFFAOYSA-N 1,2-dichloro-1-fluoro-2-(trifluoromethoxy)ethene Chemical group FC(Cl)=C(Cl)OC(F)(F)F LPRHPORTNOKKNO-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 238000006298 dechlorination reaction Methods 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 238000000806 fluorine-19 nuclear magnetic resonance spectrum Methods 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 238000010907 mechanical stirring Methods 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 239000004530 micro-emulsion Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000013307 optical fiber Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 239000012495 reaction gas Substances 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 230000002269 spontaneous effect Effects 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- UJPMYEOUBPIPHQ-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound CC(F)(F)F UJPMYEOUBPIPHQ-UHFFFAOYSA-N 0.000 description 1
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- RRZIJNVZMJUGTK-UHFFFAOYSA-N 1,1,2-trifluoro-2-(1,2,2-trifluoroethenoxy)ethene Chemical class FC(F)=C(F)OC(F)=C(F)F RRZIJNVZMJUGTK-UHFFFAOYSA-N 0.000 description 1
- DDMOUSALMHHKOS-UHFFFAOYSA-N 1,2-dichloro-1,1,2,2-tetrafluoroethane Chemical compound FC(F)(Cl)C(F)(F)Cl DDMOUSALMHHKOS-UHFFFAOYSA-N 0.000 description 1
- LNXLNFVKXMCUCX-UHFFFAOYSA-N 1,3-dioxole Chemical compound C1OC=CO1.C1OC=CO1 LNXLNFVKXMCUCX-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
- QJSBHUWRXFBWOG-UHFFFAOYSA-N 2-(trifluoromethoxy)-1,3-dioxole Chemical compound FC(F)(F)OC1OC=CO1 QJSBHUWRXFBWOG-UHFFFAOYSA-N 0.000 description 1
- QIMFRZPDPFVAOT-UHFFFAOYSA-N 4,5-dichloro-2,2,4,5-tetrafluoro-1,3-dioxolane Chemical compound FC1(F)OC(F)(Cl)C(F)(Cl)O1 QIMFRZPDPFVAOT-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
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 0 CC(C)COC(C)NC(*CNO*)O*I Chemical compound CC(C)COC(C)NC(*CNO*)O*I 0.000 description 1
- DASQIKOOFDJYKA-UHFFFAOYSA-N CCIF Chemical compound CCIF DASQIKOOFDJYKA-UHFFFAOYSA-N 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 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
- 150000007513 acids Chemical class 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 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
- 230000008901 benefit Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 238000007907 direct compression Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- AQYSYJUIMQTRMV-UHFFFAOYSA-N hypofluorous acid Chemical class FO AQYSYJUIMQTRMV-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000012844 infrared spectroscopy analysis Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 159000000014 iron salts Chemical class 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 239000000463 material Substances 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
- 238000012856 packing Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- CSJWOWRPMBXQLD-UHFFFAOYSA-N perfluoromethylvinylether group Chemical class FC(=C(C(F)(F)F)F)OC(=C(F)C(F)(F)F)F CSJWOWRPMBXQLD-UHFFFAOYSA-N 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 239000003505 polymerization initiator Substances 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
- 238000003825 pressing Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel 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
- WZEOZJQLTRFNCU-UHFFFAOYSA-N trifluoro(trifluoromethoxy)methane Chemical compound FC(F)(F)OC(F)(F)F WZEOZJQLTRFNCU-UHFFFAOYSA-N 0.000 description 1
- ZPVFXWAIPNKSLJ-UHFFFAOYSA-N trifluoromethoxyethane Chemical compound CCOC(F)(F)F ZPVFXWAIPNKSLJ-UHFFFAOYSA-N 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Images
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)
- Lubricants (AREA)
- Processes Specially Adapted For Manufacturing Cables (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT93MI001445A IT1264662B1 (it) | 1993-07-05 | 1993-07-05 | Perflurodiossoli loro omopolimeri e copolimeri e loro impiego per il rivestimento di cavi elettrici |
| ITMI93A001445 | 1993-07-05 | ||
| ITM193A001445 | 1993-07-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU94022753A RU94022753A (ru) | 1996-05-10 |
| RU2139866C1 true RU2139866C1 (ru) | 1999-10-20 |
Family
ID=11366528
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU94022753A RU2139866C1 (ru) | 1993-07-05 | 1994-07-01 | Перфтордиоксолы, способ их получения (варианты), гомополимеры и сополимеры перфтордиоксолов, термоперерабатываемые сополимеры тетрафторэтилена |
Country Status (11)
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| US (4) | US5498682A (enExample) |
| EP (1) | EP0633257B1 (enExample) |
| JP (1) | JP3801661B2 (enExample) |
| KR (1) | KR100323579B1 (enExample) |
| AT (1) | ATE151421T1 (enExample) |
| CA (1) | CA2127219A1 (enExample) |
| DE (1) | DE69402473T2 (enExample) |
| IT (1) | IT1264662B1 (enExample) |
| MX (1) | MX9405088A (enExample) |
| RU (1) | RU2139866C1 (enExample) |
| TW (1) | TW273556B (enExample) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2339656C2 (ru) * | 2003-04-15 | 2008-11-27 | Солвей Солексис С.П.А. | Аморфные перфторированные полимеры |
| RU2341537C2 (ru) * | 2003-04-15 | 2008-12-20 | Солвей Солексис С.П.А. | Перфторированные полимеры |
| RU2378291C2 (ru) * | 2004-08-04 | 2010-01-10 | Асахи Гласс Компани, Лимитед | Эластичный фторсополимер, его смесь и сшитый каучук |
| 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 |
| RU2808472C2 (ru) * | 2019-02-12 | 2023-11-28 | Дайкин Индастриз, Лтд. | Фторлактон и способ его получения |
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| 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. |
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| 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 |
| ATE346316T1 (de) * | 2003-02-10 | 2006-12-15 | Nanoptics Inc | Methode und apparat zur herstellung optischer übertragungsmedien |
| 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) |
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| US20110266220A1 (en) * | 2009-01-07 | 2011-11-03 | Cms Technologies Holdings, Inc. | Separations with highly selective fluoropolymer membranes |
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| US12139629B2 (en) | 2020-04-13 | 2024-11-12 | Chromis Fiberoptics, Inc | Gas permeable windows composed of amorphous crosslinked fluorinated copolymers and methods of making and using thereof |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2339656C2 (ru) * | 2003-04-15 | 2008-11-27 | Солвей Солексис С.П.А. | Аморфные перфторированные полимеры |
| RU2341537C2 (ru) * | 2003-04-15 | 2008-12-20 | Солвей Солексис С.П.А. | Перфторированные полимеры |
| RU2378291C2 (ru) * | 2004-08-04 | 2010-01-10 | Асахи Гласс Компани, Лимитед | Эластичный фторсополимер, его смесь и сшитый каучук |
| 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 |
| RU2808472C2 (ru) * | 2019-02-12 | 2023-11-28 | Дайкин Индастриз, Лтд. | Фторлактон и способ его получения |
| RU2808472C9 (ru) * | 2019-02-12 | 2024-01-12 | Дайкин Индастриз, Лтд. | Фторлактон и способ его получения |
Also Published As
| Publication number | Publication date |
|---|---|
| KR100323579B1 (ko) | 2005-09-13 |
| JPH0770107A (ja) | 1995-03-14 |
| MX9405088A (es) | 1995-01-31 |
| RU94022753A (ru) | 1996-05-10 |
| EP0633257A1 (en) | 1995-01-11 |
| ITMI931445A0 (it) | 1993-07-05 |
| KR950003283A (ko) | 1995-02-16 |
| TW273556B (enExample) | 1996-04-01 |
| EP0633257B1 (en) | 1997-04-09 |
| DE69402473D1 (de) | 1997-05-15 |
| US5571932A (en) | 1996-11-05 |
| DE69402473T2 (de) | 1997-11-06 |
| JP3801661B2 (ja) | 2006-07-26 |
| US5495028A (en) | 1996-02-27 |
| ATE151421T1 (de) | 1997-04-15 |
| US5498682A (en) | 1996-03-12 |
| ITMI931445A1 (it) | 1995-01-05 |
| US5646223A (en) | 1997-07-08 |
| CA2127219A1 (en) | 1995-01-06 |
| IT1264662B1 (it) | 1996-10-04 |
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