CS264343B2 - Process for cleavaging perfluorpolyethers - Google Patents
Process for cleavaging perfluorpolyethers Download PDFInfo
- Publication number
- CS264343B2 CS264343B2 CS868432A CS843286A CS264343B2 CS 264343 B2 CS264343 B2 CS 264343B2 CS 868432 A CS868432 A CS 868432A CS 843286 A CS843286 A CS 843286A CS 264343 B2 CS264343 B2 CS 264343B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- perfluoropolyethers
- molecular weight
- perfluoropolyether
- neutral
- formula
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 22
- 239000010702 perfluoropolyether Substances 0.000 claims abstract description 60
- 230000007935 neutral effect Effects 0.000 claims abstract description 26
- 239000003054 catalyst Substances 0.000 claims abstract description 17
- 150000002222 fluorine compounds Chemical class 0.000 claims abstract description 8
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 3
- 229910052787 antimony Inorganic materials 0.000 claims abstract description 3
- 229910052718 tin Inorganic materials 0.000 claims abstract description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 18
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 17
- 239000011737 fluorine Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 12
- 238000003776 cleavage reaction Methods 0.000 claims description 10
- 230000007017 scission Effects 0.000 claims description 10
- 229910052759 nickel Inorganic materials 0.000 claims description 9
- 239000007858 starting material Substances 0.000 claims description 7
- 125000000524 functional group Chemical group 0.000 claims description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 4
- 229910017052 cobalt Inorganic materials 0.000 claims description 4
- 239000010941 cobalt Substances 0.000 claims description 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 4
- 239000010936 titanium Substances 0.000 claims description 4
- 229910052719 titanium Inorganic materials 0.000 claims description 4
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 230000004992 fission Effects 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 2
- 229910052750 molybdenum Inorganic materials 0.000 claims description 2
- 239000011733 molybdenum Substances 0.000 claims description 2
- 229910000314 transition metal oxide Inorganic materials 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 229910052720 vanadium Inorganic materials 0.000 claims description 2
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 16
- 229920000642 polymer Polymers 0.000 abstract description 5
- 150000007513 acids Chemical class 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 238000003682 fluorination reaction Methods 0.000 abstract description 3
- 238000007539 photo-oxidation reaction Methods 0.000 abstract description 3
- 229920000233 poly(alkylene oxides) Polymers 0.000 abstract description 2
- 238000006116 polymerization reaction Methods 0.000 abstract description 2
- 238000005336 cracking Methods 0.000 abstract 2
- 125000003566 oxetanyl group Chemical group 0.000 abstract 1
- 229910052723 transition metal Inorganic materials 0.000 abstract 1
- 150000003624 transition metals Chemical class 0.000 abstract 1
- 239000000047 product Substances 0.000 description 40
- 239000000203 mixture Substances 0.000 description 20
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 13
- 230000002378 acidificating effect Effects 0.000 description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- IRPGOXJVTQTAAN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanal Chemical compound FC(F)(F)C(F)(F)C=O IRPGOXJVTQTAAN-UHFFFAOYSA-N 0.000 description 7
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminum fluoride Inorganic materials F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 6
- 238000004821 distillation Methods 0.000 description 5
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 238000011065 in-situ storage Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229910021555 Chromium Chloride Inorganic materials 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-UHFFFAOYSA-K 0.000 description 2
- GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000010894 electron beam technology Methods 0.000 description 2
- 229960002089 ferrous chloride Drugs 0.000 description 2
- 238000005194 fractionation Methods 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 2
- 150000004702 methyl esters Chemical class 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- -1 nickel halides Chemical class 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000007142 ring opening reaction Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 229910000033 sodium borohydride Inorganic materials 0.000 description 2
- 239000012279 sodium borohydride Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 229930194542 Keto Natural products 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000006324 decarbonylation Effects 0.000 description 1
- 238000006606 decarbonylation reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000012948 isocyanate Chemical group 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000002513 isocyanates Chemical group 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 101150036841 minJ gene Proteins 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- 230000000877 morphologic effect Effects 0.000 description 1
- 150000002825 nitriles Chemical group 0.000 description 1
- 150000002921 oxetanes Chemical class 0.000 description 1
- UJMWVICAENGCRF-UHFFFAOYSA-N oxygen difluoride Chemical group FOF UJMWVICAENGCRF-UHFFFAOYSA-N 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
- C08G65/323—Polymers modified by chemical after-treatment with inorganic compounds containing halogens
- C08G65/3233—Molecular halogen
- C08G65/3236—Fluorine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/002—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds
- C08G65/005—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds containing halogens
- C08G65/007—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds containing halogens containing fluorine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyethers (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Lubricants (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT22920/85A IT1201498B (it) | 1985-11-20 | 1985-11-20 | Perfluoropolieteri funzionalizzati e procedimento per la loro preparazione |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS843286A2 CS843286A2 (en) | 1988-12-15 |
| CS264343B2 true CS264343B2 (en) | 1989-07-12 |
Family
ID=11201905
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS868432A CS264343B2 (en) | 1985-11-20 | 1986-11-20 | Process for cleavaging perfluorpolyethers |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US4720527A (xx) |
| EP (1) | EP0224201B1 (xx) |
| JP (2) | JP2670772B2 (xx) |
| KR (1) | KR950006524B1 (xx) |
| CN (1) | CN1006224B (xx) |
| AT (1) | ATE67221T1 (xx) |
| AU (2) | AU593854B2 (xx) |
| CA (1) | CA1274540A (xx) |
| CS (1) | CS264343B2 (xx) |
| DE (1) | DE3681411D1 (xx) |
| ES (1) | ES2026447T3 (xx) |
| IL (1) | IL80640A0 (xx) |
| IT (1) | IT1201498B (xx) |
| ZA (1) | ZA868627B (xx) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4788257A (en) * | 1985-11-19 | 1988-11-29 | Montedison S.P.A. | Process for preparing regulated molecular weight perfluoro-polyethers having neutral and functional end groups |
| IT1213441B (it) * | 1986-12-30 | 1989-12-20 | Ausimont Spa | Dispersioni acquose di poliuretani e fluorurati e loro impiego per spalmature tessili. |
| IT1227066B (it) * | 1988-09-15 | 1991-03-14 | Ausimont Spa | Alchilenici. gomme poliuretaniche reticolabili, contenenti blocchi poliossiperfluoro |
| US5211861A (en) * | 1988-09-19 | 1993-05-18 | Ausimont S.R.L. | Liquid aqueous compositions comprising perfluoropolyethereal compounds suitable as lubricants in the plastic processing of metals |
| DE3902803A1 (de) * | 1989-01-31 | 1990-08-02 | Hoechst Ag | Verfahren zur reinigung und stabilisierung von perfluorpolyethern |
| US5693748A (en) * | 1989-02-01 | 1997-12-02 | Asahi Kasei Kogyo Kabushiki Kaisha | High molecular weight polyimidoylamidine and a polytriazine derived therefrom |
| IT1228655B (it) * | 1989-02-09 | 1991-06-27 | Ausimont Srl | Perfluoropolieteri aventi proprieta' antirust utili quali componenti o additivi di olii e grassi lubrificanti. |
| IT1238075B (it) * | 1990-01-31 | 1993-07-03 | Ausimont Spa | Processo per la preparazione di fluoropolieteri e perfluorolieteri a terminali neutri o funzionali di peso molecolare controllato |
| IT1251964B (it) * | 1991-10-21 | 1995-05-27 | Ausimont Spa | Procedimento per separare tra loro specie non funzionali, monofunzionali e bifunzionali presenti nei perfluoropoliossialchileni. |
| IT1251965B (it) * | 1991-10-21 | 1995-05-27 | Ausimont Spa | Procedimento per separare tra loro le specie non funzionali, monofunzionali e bifunzionali presenti nei perfluoropoliossialchileni. |
| US5233094A (en) * | 1991-11-16 | 1993-08-03 | Hoechst Aktiengesellschaft | Process for the preparation of perfluorinated ethers |
| IT1252657B (it) * | 1991-12-23 | 1995-06-20 | Ausimont Spa | Procedimento per la neutralizzazione di perfluoropoliossialchileni |
| US5453248A (en) * | 1992-03-09 | 1995-09-26 | Optical Sensors Incorporated | Cross-linked gas permeable membrane of a cured perfluorinated urethane polymer, and optical gas sensors fabricated therewith |
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| CN104098718B (zh) * | 2013-04-12 | 2016-04-27 | 中国石油化工股份有限公司 | 一种降低聚合物分子量的方法 |
| EP3231787B1 (en) | 2014-12-12 | 2020-12-02 | Moresco Corporation | Method for producing fluoropolyether |
| WO2017012909A1 (en) | 2015-07-17 | 2017-01-26 | Solvay Specialty Polymers Italy S.P.A. | Anti-foaming agents |
| CN106243337B (zh) * | 2016-08-27 | 2018-06-22 | 合肥普庆新材料科技有限公司 | 一种用于制备复合uv光固化涂料的功能性全氟聚醚的制备方法 |
| CN106366866B (zh) * | 2016-08-27 | 2019-01-04 | 合肥普庆新材料科技有限公司 | 一种全氟聚醚-环氧(甲基)丙烯酸酯复合uv光固化涂料的制备方法 |
| CN106189731A (zh) * | 2016-08-27 | 2016-12-07 | 合肥普庆新材料科技有限公司 | 一种全氟聚醚‑环氧（甲基）丙烯酸酯复合uv光固化涂料 |
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| DE1003700B (de) * | 1954-07-30 | 1957-03-07 | Hoechst Ag | Verfahren zur Herstellung von niedermolekularen Fluorchlorkohlenstoffen fluessiger oder wachsartiger Konsistenz |
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| NL6818169A (xx) * | 1967-12-28 | 1969-07-01 | ||
| US3847978A (en) * | 1968-07-01 | 1974-11-12 | Montedison Spa | Perfluorinated linear polyethers having reactive terminal groups at both ends of the chain and process for the preparation thereof |
| US3814741A (en) * | 1970-01-24 | 1974-06-04 | Montedison Spa | Acrylic and methacrylic monomers,polymers and copolymers thereof |
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-
1985
- 1985-11-20 IT IT22920/85A patent/IT1201498B/it active
-
1986
- 1986-11-13 US US06/929,831 patent/US4720527A/en not_active Expired - Lifetime
- 1986-11-13 ZA ZA868627A patent/ZA868627B/xx unknown
- 1986-11-14 IL IL80640A patent/IL80640A0/xx not_active IP Right Cessation
- 1986-11-14 CA CA000522966A patent/CA1274540A/en not_active Expired - Lifetime
- 1986-11-14 JP JP61270001A patent/JP2670772B2/ja not_active Expired - Lifetime
- 1986-11-14 AU AU65336/86A patent/AU593854B2/en not_active Ceased
- 1986-11-19 KR KR1019860009794A patent/KR950006524B1/ko not_active IP Right Cessation
- 1986-11-20 EP EP86116085A patent/EP0224201B1/en not_active Expired - Lifetime
- 1986-11-20 CS CS868432A patent/CS264343B2/cs unknown
- 1986-11-20 ES ES198686116085T patent/ES2026447T3/es not_active Expired - Lifetime
- 1986-11-20 AT AT86116085T patent/ATE67221T1/de not_active IP Right Cessation
- 1986-11-20 DE DE8686116085T patent/DE3681411D1/de not_active Expired - Lifetime
- 1986-11-20 CN CN86108018.1A patent/CN1006224B/zh not_active Expired
-
1987
- 1987-05-27 US US07/054,495 patent/US4814372A/en not_active Expired - Lifetime
-
1990
- 1990-05-09 AU AU54881/90A patent/AU5488190A/en not_active Abandoned
-
1997
- 1997-02-13 JP JP9042855A patent/JPH1029955A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US4814372A (en) | 1989-03-21 |
| CN86108018A (zh) | 1987-06-17 |
| AU5488190A (en) | 1990-09-06 |
| IT8522920A0 (it) | 1985-11-20 |
| JPH1029955A (ja) | 1998-02-03 |
| IT1201498B (it) | 1989-02-02 |
| AU593854B2 (en) | 1990-02-22 |
| EP0224201B1 (en) | 1991-09-11 |
| DE3681411D1 (de) | 1991-10-17 |
| KR870004935A (ko) | 1987-06-02 |
| CS843286A2 (en) | 1988-12-15 |
| AU6533686A (en) | 1987-05-28 |
| ATE67221T1 (de) | 1991-09-15 |
| CN1006224B (zh) | 1989-12-27 |
| CA1274540A (en) | 1990-09-25 |
| JPS62120335A (ja) | 1987-06-01 |
| JP2670772B2 (ja) | 1997-10-29 |
| ES2026447T3 (es) | 1992-05-01 |
| EP0224201A1 (en) | 1987-06-03 |
| US4720527A (en) | 1988-01-19 |
| ZA868627B (en) | 1987-06-24 |
| KR950006524B1 (ko) | 1995-06-16 |
| IL80640A0 (en) | 1987-02-27 |
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