JPS6134725B2 - - Google Patents

Info

Publication number: JPS6134725B2
Authority: JP; Japan
Prior art keywords: membrane; group; carboxylic acid; film; fluorinated
Prior art date: 1979-05-31
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

Application number

JP54067889A

Other languages

English (en)

Japanese (ja)

Other versions

JPS55160007A (en

Inventor

Kyoji Kimoto

Koji Myauchi

Shigekichi Oomura

Mikio Ebisawa

Shunko Hane

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

Asahi Chemical Industry Co Ltd

Original Assignee

Asahi Chemical Industry Co Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1979-05-31

Filing date

1979-05-31

Publication date

1986-08-09

1979-05-31 Application filed by Asahi Chemical Industry Co Ltd filed Critical Asahi Chemical Industry Co Ltd

1979-05-31 Priority to JP6788979A priority Critical patent/JPS55160007A/ja

1980-05-23 Priority to US06/152,856 priority patent/US4329435A/en

1980-05-23 Priority to US06/152,847 priority patent/US4329434A/en

1980-05-24 Priority to DE19803047439 priority patent/DE3047439A1/de

1980-05-24 Priority to DE3020017A priority patent/DE3020017C2/de

1980-05-24 Priority to DE3050439A priority patent/DE3050439C2/de

1980-05-24 Priority to DE3050782A priority patent/DE3050782C2/de

1980-05-24 Priority to DE3050931A priority patent/DE3050931C2/de

1980-05-24 Priority to DE3050634A priority patent/DE3050634C2/de

1980-05-24 Priority to DE3050643A priority patent/DE3050643C2/de

1980-05-24 Priority to DE3046501A priority patent/DE3046501C2/de

1980-05-24 Priority to DE19803020057 priority patent/DE3020057A1/de

1980-05-24 Priority to DE3047438A priority patent/DE3047438C2/de

1980-05-26 Priority to CA000352671A priority patent/CA1185398A/en

1980-05-26 Priority to CA000352704A priority patent/CA1148566A/en

1980-05-27 Priority to SE8003902A priority patent/SE450000B/sv

1980-05-27 Priority to SE8003901A priority patent/SE449999B/sv

1980-05-28 Priority to FI801733A priority patent/FI72530C/sv

1980-05-28 Priority to FI801734A priority patent/FI68847C/fi

1980-05-29 Priority to FR8011912A priority patent/FR2465718B1/fr

1980-05-30 Priority to BR8003432A priority patent/BR8003432A/pt

1980-05-30 Priority to IT8022469A priority patent/IT1193943B/it

1980-05-30 Priority to GB08221499A priority patent/GB2123812B/en

1980-05-30 Priority to NLAANVRAGE8003170,A priority patent/NL187488C/xx

1980-05-30 Priority to IT22468/80A priority patent/IT1193942B/it

1980-05-30 Priority to NLAANVRAGE8003174,A priority patent/NL184740C/xx

1980-05-30 Priority to NO80801636A priority patent/NO801636L/no

1980-05-30 Priority to NO801637A priority patent/NO153398C/no

1980-05-30 Priority to GB8017804A priority patent/GB2051831B/en

1980-05-30 Priority to BR8003403A priority patent/BR8003403A/pt

1980-05-30 Priority to GB8017838A priority patent/GB2053902B/en

1980-06-02 Priority to FR8012213A priority patent/FR2457880B1/fr

1980-11-13 Priority to FR8024131A priority patent/FR2463123A1/fr

1980-11-21 Priority to FR8024747A priority patent/FR2473533B1/fr

1980-11-28 Priority to PT7213080A priority patent/PT72130B/pt

1980-11-28 Priority to PT72131A priority patent/PT72131B/pt

1980-12-01 Priority to IN1334/CAL/80A priority patent/IN154418B/en

1980-12-12 Publication of JPS55160007A publication Critical patent/JPS55160007A/ja

1981-01-19 Priority to NO81810159A priority patent/NO159174C/no

1981-01-19 Priority to NO81810162A priority patent/NO810162L/no

1981-01-19 Priority to NO81810160A priority patent/NO154921C/no

1981-01-19 Priority to NO81810161A priority patent/NO810161L/no

1981-05-25 Priority to SU813287151A priority patent/SU1233804A3/ru

1981-06-30 Priority to FR8112845A priority patent/FR2483431B1/fr

1981-09-03 Priority to US06/299,164 priority patent/US4510328A/en

1981-11-18 Priority to FR8121580A priority patent/FR2508039B1/fr

1981-12-14 Priority to US06/330,608 priority patent/US4536352A/en

1982-07-20 Priority to FR8212640A priority patent/FR2514010B1/fr

1982-07-27 Priority to GB08221735A priority patent/GB2118541B/en

1982-08-19 Priority to SU823480338A priority patent/SU1296007A3/ru

1983-07-08 Priority to CA000432138A priority patent/CA1168263A/en

1983-08-29 Priority to US06/527,425 priority patent/US4555369A/en

1983-08-29 Priority to US06/527,426 priority patent/US4597913A/en

1983-08-30 Priority to US06/527,746 priority patent/US4613467A/en

1983-08-30 Priority to US06/527,818 priority patent/US4511518A/en

1986-05-26 Priority to SU864027511A priority patent/SU1729295A3/ru

1986-08-09 Publication of JPS6134725B2 publication Critical patent/JPS6134725B2/ja

Status Granted legal-status Critical Current

Links

229920001577 copolymer Polymers 0.000 claims description 50
238000000034 method Methods 0.000 claims description 40
238000006116 polymerization reaction Methods 0.000 claims description 25
229910052717 sulfur Inorganic materials 0.000 claims description 22
229910052731 fluorine Inorganic materials 0.000 claims description 21
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 20
QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 20
239000011593 sulfur Substances 0.000 claims description 20
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
238000004519 manufacturing process Methods 0.000 claims description 19
229910052801 chlorine Inorganic materials 0.000 claims description 17
150000001336 alkenes Chemical class 0.000 claims description 14
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 11
125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 9
125000003118 aryl group Chemical group 0.000 claims description 8
229910052739 hydrogen Inorganic materials 0.000 claims description 8
150000001875 compounds Chemical class 0.000 claims description 6
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 5
125000005010 perfluoroalkyl group Chemical group 0.000 claims description 5
239000003999 initiator Substances 0.000 claims description 4
239000003960 organic solvent Substances 0.000 claims description 4
239000003054 catalyst Substances 0.000 claims description 3
150000003254 radicals Chemical class 0.000 claims description 3
239000002904 solvent Substances 0.000 claims description 3
229910052799 carbon Inorganic materials 0.000 claims description 2
150000001451 organic peroxides Chemical class 0.000 claims description 2
230000033116 oxidation-reduction process Effects 0.000 claims description 2
239000012528 membrane Substances 0.000 description 163
125000002843 carboxylic acid group Chemical group 0.000 description 74
239000010408 film Substances 0.000 description 51
238000005342 ion exchange Methods 0.000 description 40
229920000642 polymer Polymers 0.000 description 38
125000000542 sulfonic acid group Chemical group 0.000 description 34
238000005341 cation exchange Methods 0.000 description 32
238000006243 chemical reaction Methods 0.000 description 30
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
239000003513 alkali Substances 0.000 description 23
239000000463 material Substances 0.000 description 23
238000000862 absorption spectrum Methods 0.000 description 20
239000000460 chlorine Substances 0.000 description 20
239000000178 monomer Substances 0.000 description 20
239000000126 substance Substances 0.000 description 20
238000005868 electrolysis reaction Methods 0.000 description 19
YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical group ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 18
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 16
239000011347 resin Substances 0.000 description 16
229920005989 resin Polymers 0.000 description 16
239000010410 layer Substances 0.000 description 15
238000011282 treatment Methods 0.000 description 15
-1 hydroxyl ions Chemical class 0.000 description 14
BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 14
238000010521 absorption reaction Methods 0.000 description 13
239000003638 chemical reducing agent Substances 0.000 description 13
239000000243 solution Substances 0.000 description 13
150000001732 carboxylic acid derivatives Chemical class 0.000 description 12
239000007864 aqueous solution Substances 0.000 description 11
238000007334 copolymerization reaction Methods 0.000 description 11
239000002344 surface layer Substances 0.000 description 11
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 10
230000000052 comparative effect Effects 0.000 description 9
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 8
ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 8
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 8
238000000465 moulding Methods 0.000 description 8
235000011121 sodium hydroxide Nutrition 0.000 description 8
229920002554 vinyl polymer Polymers 0.000 description 8
229910001508 alkali metal halide Inorganic materials 0.000 description 7
150000008045 alkali metal halides Chemical class 0.000 description 7
229940071870 hydroiodic acid Drugs 0.000 description 7
230000003301 hydrolyzing effect Effects 0.000 description 7
239000002994 raw material Substances 0.000 description 7
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 6
229960000583 acetic acid Drugs 0.000 description 6
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
150000002500 ions Chemical class 0.000 description 6
239000000203 mixture Substances 0.000 description 6
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 6
230000000704 physical effect Effects 0.000 description 6
239000000047 product Substances 0.000 description 6
238000007363 ring formation reaction Methods 0.000 description 6
238000005336 cracking Methods 0.000 description 5
230000007423 decrease Effects 0.000 description 5
238000000921 elemental analysis Methods 0.000 description 5
239000003014 ion exchange membrane Substances 0.000 description 5
FDZZZRQASAIRJF-UHFFFAOYSA-M malachite green Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 FDZZZRQASAIRJF-UHFFFAOYSA-M 0.000 description 5
229940107698 malachite green Drugs 0.000 description 5
150000002894 organic compounds Chemical class 0.000 description 5
239000002243 precursor Substances 0.000 description 5
235000002639 sodium chloride Nutrition 0.000 description 5
OBTWBSRJZRCYQV-UHFFFAOYSA-N sulfuryl difluoride Chemical compound FS(F)(=O)=O OBTWBSRJZRCYQV-UHFFFAOYSA-N 0.000 description 5
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 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 4
239000005708 Sodium hypochlorite Substances 0.000 description 4
238000002835 absorbance Methods 0.000 description 4
235000011054 acetic acid Nutrition 0.000 description 4
239000002253 acid Substances 0.000 description 4
229910001870 ammonium persulfate Inorganic materials 0.000 description 4
239000003995 emulsifying agent Substances 0.000 description 4
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
239000002245 particle Substances 0.000 description 4
229920001343 polytetrafluoroethylene Polymers 0.000 description 4
239000004810 polytetrafluoroethylene Substances 0.000 description 4
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 4
SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 4
125000002128 sulfonyl halide group Chemical group 0.000 description 4
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
238000004026 adhesive bonding Methods 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
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 3
150000007942 carboxylates Chemical class 0.000 description 3
150000001735 carboxylic acids Chemical class 0.000 description 3
239000003729 cation exchange resin Substances 0.000 description 3
229940023913 cation exchange resins Drugs 0.000 description 3
239000003153 chemical reaction reagent Substances 0.000 description 3
238000004132 cross linking Methods 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
239000004744 fabric Substances 0.000 description 3
239000000835 fiber Substances 0.000 description 3
239000011737 fluorine Substances 0.000 description 3
229920002313 fluoropolymer Polymers 0.000 description 3
229910052736 halogen Inorganic materials 0.000 description 3
150000002367 halogens Chemical group 0.000 description 3
230000007062 hydrolysis Effects 0.000 description 3
238000006460 hydrolysis reaction Methods 0.000 description 3
239000003456 ion exchange resin Substances 0.000 description 3
229920003303 ion-exchange polymer Polymers 0.000 description 3
239000000155 melt Substances 0.000 description 3
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
229910052753 mercury Inorganic materials 0.000 description 3
239000011259 mixed solution Substances 0.000 description 3
239000007800 oxidant agent Substances 0.000 description 3
238000007254 oxidation reaction Methods 0.000 description 3
YPJUNDFVDDCYIH-UHFFFAOYSA-N perfluorobutyric acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)F YPJUNDFVDDCYIH-UHFFFAOYSA-N 0.000 description 3
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 3
230000008569 process Effects 0.000 description 3
235000019260 propionic acid Nutrition 0.000 description 3
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 3
230000009257 reactivity Effects 0.000 description 3
239000012779 reinforcing material Substances 0.000 description 3
238000000926 separation method Methods 0.000 description 3
125000000626 sulfinic acid group Chemical group 0.000 description 3
150000003457 sulfones Chemical class 0.000 description 3
230000008961 swelling Effects 0.000 description 3
239000010409 thin film Substances 0.000 description 3
238000006886 vinylation reaction Methods 0.000 description 3
TXGPGHBYAPBDAG-UHFFFAOYSA-N 1,1,2,2,3,3-hexafluoro-4,4-bis(trifluoromethyl)cyclobutane Chemical compound FC(F)(F)C1(C(F)(F)F)C(F)(F)C(F)(F)C1(F)F TXGPGHBYAPBDAG-UHFFFAOYSA-N 0.000 description 2
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 2
239000004215 Carbon black (E152) Substances 0.000 description 2
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
239000012736 aqueous medium Substances 0.000 description 2
239000002585 base Substances 0.000 description 2
230000008901 benefit Effects 0.000 description 2
230000008602 contraction Effects 0.000 description 2
230000032798 delamination Effects 0.000 description 2
JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 2
238000009792 diffusion process Methods 0.000 description 2
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
230000005611 electricity Effects 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
QEWYKACRFQMRMB-UHFFFAOYSA-N fluoroacetic acid Chemical compound OC(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-N 0.000 description 2
235000019253 formic acid Nutrition 0.000 description 2
239000012362 glacial acetic acid Substances 0.000 description 2
239000008187 granular material Substances 0.000 description 2
MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 2
ZQBFAOFFOQMSGJ-UHFFFAOYSA-N hexafluorobenzene Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1F ZQBFAOFFOQMSGJ-UHFFFAOYSA-N 0.000 description 2
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
150000007522 mineralic acids Chemical class 0.000 description 2
238000002156 mixing Methods 0.000 description 2
150000002825 nitriles Chemical class 0.000 description 2
229960002446 octanoic acid Drugs 0.000 description 2
230000003647 oxidation Effects 0.000 description 2
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 2
229910052698 phosphorus Inorganic materials 0.000 description 2
239000012286 potassium permanganate Substances 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
229940079827 sodium hydrogen sulfite Drugs 0.000 description 2
238000001179 sorption measurement Methods 0.000 description 2
238000010186 staining Methods 0.000 description 2
229910001220 stainless steel Inorganic materials 0.000 description 2
239000010935 stainless steel Substances 0.000 description 2
150000003460 sulfonic acids Chemical class 0.000 description 2
150000003462 sulfoxides Chemical class 0.000 description 2
125000004434 sulfur atom Chemical group 0.000 description 2
230000002522 swelling effect Effects 0.000 description 2
238000005406 washing Methods 0.000 description 2
OYGQVDSRYXATEL-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6,6,7,7,7-pentadecafluoroheptane-1-sulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F OYGQVDSRYXATEL-UHFFFAOYSA-N 0.000 description 1
QIROQPWSJUXOJC-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6-undecafluoro-6-(trifluoromethyl)cyclohexane Chemical compound FC(F)(F)C1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F QIROQPWSJUXOJC-UHFFFAOYSA-N 0.000 description 1
VQUGQIYAVYQSAB-UHFFFAOYSA-N 1,1,2,2-tetrafluoro-2-(1,2,2-trifluoroethenoxy)ethanesulfonyl fluoride Chemical compound FC(F)=C(F)OC(F)(F)C(F)(F)S(F)(=O)=O VQUGQIYAVYQSAB-UHFFFAOYSA-N 0.000 description 1
KTCQQCLZUOZFEI-UHFFFAOYSA-N 1,1,2,2-tetrafluoro-2-[1,1,1,2,3,3-hexafluoro-3-(1,2,2-trifluoroethenoxy)propan-2-yl]oxyethanesulfonyl fluoride Chemical compound FC(F)=C(F)OC(F)(F)C(F)(C(F)(F)F)OC(F)(F)C(F)(F)S(F)(=O)=O KTCQQCLZUOZFEI-UHFFFAOYSA-N 0.000 description 1
LGPPATCNSOSOQH-UHFFFAOYSA-N 1,1,2,3,4,4-hexafluorobuta-1,3-diene Chemical compound FC(F)=C(F)C(F)=C(F)F LGPPATCNSOSOQH-UHFFFAOYSA-N 0.000 description 1
QARLOMBMXGVKNV-UHFFFAOYSA-N 1,2,2-trifluoroethenesulfonyl fluoride Chemical compound FC(F)=C(F)S(F)(=O)=O QARLOMBMXGVKNV-UHFFFAOYSA-N 0.000 description 1
NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
LRMSQVBRUNSOJL-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)F LRMSQVBRUNSOJL-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
CCUWGJDGLACFQT-UHFFFAOYSA-N 2,2,3,3,4,4-hexafluoropentanedioic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(O)=O CCUWGJDGLACFQT-UHFFFAOYSA-N 0.000 description 1
WWSJZGAPAVMETJ-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-ethoxypyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)OCC WWSJZGAPAVMETJ-UHFFFAOYSA-N 0.000 description 1
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 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
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
239000005639 Lauric acid Substances 0.000 description 1
IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
238000002441 X-ray diffraction Methods 0.000 description 1
230000005856 abnormality Effects 0.000 description 1
PAAZCQANMCYGAW-UHFFFAOYSA-N acetic acid;2,2,2-trifluoroacetic acid Chemical compound CC(O)=O.OC(=O)C(F)(F)F PAAZCQANMCYGAW-UHFFFAOYSA-N 0.000 description 1
239000003377 acid catalyst Substances 0.000 description 1
239000012190 activator Substances 0.000 description 1
BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
239000003125 aqueous solvent Substances 0.000 description 1
GCPXMJHSNVMWNM-UHFFFAOYSA-N arsenous acid Chemical compound O[As](O)O GCPXMJHSNVMWNM-UHFFFAOYSA-N 0.000 description 1
238000005452 bending Methods 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
238000007664 blowing Methods 0.000 description 1
QDHFHIQKOVNCNC-UHFFFAOYSA-N butane-1-sulfonic acid Chemical compound CCCCS(O)(=O)=O QDHFHIQKOVNCNC-UHFFFAOYSA-N 0.000 description 1
238000004364 calculation method Methods 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
230000008859 change Effects 0.000 description 1
238000001311 chemical methods and process Methods 0.000 description 1
238000005660 chlorination reaction Methods 0.000 description 1
150000001804 chlorine Chemical class 0.000 description 1
FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
229940106681 chloroacetic acid Drugs 0.000 description 1
239000003426 co-catalyst Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
230000002542 deteriorative effect Effects 0.000 description 1
LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
229960005215 dichloroacetic acid Drugs 0.000 description 1
SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000004043 dyeing Methods 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
238000010894 electron beam technology Methods 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
238000010556 emulsion polymerization method Methods 0.000 description 1
238000004134 energy conservation Methods 0.000 description 1
CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
125000001033 ether group Chemical group 0.000 description 1
WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000012025 fluorinating agent Substances 0.000 description 1
238000003682 fluorination reaction Methods 0.000 description 1
239000000446 fuel Substances 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000003292 glue Substances 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
AKRQHOWXVSDJEF-UHFFFAOYSA-N heptane-1-sulfonic acid Chemical compound CCCCCCCS(O)(=O)=O AKRQHOWXVSDJEF-UHFFFAOYSA-N 0.000 description 1
VHHHONWQHHHLTI-UHFFFAOYSA-N hexachloroethane Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)Cl VHHHONWQHHHLTI-UHFFFAOYSA-N 0.000 description 1
FYAQQULBLMNGAH-UHFFFAOYSA-N hexane-1-sulfonic acid Chemical compound CCCCCCS(O)(=O)=O FYAQQULBLMNGAH-UHFFFAOYSA-N 0.000 description 1
150000002429 hydrazines Chemical class 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
238000002329 infrared spectrum Methods 0.000 description 1
229910001867 inorganic solvent Inorganic materials 0.000 description 1
239000003049 inorganic solvent Substances 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
230000001678 irradiating effect Effects 0.000 description 1
238000003475 lamination Methods 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
229910021645 metal ion Inorganic materials 0.000 description 1
229940098779 methanesulfonic acid Drugs 0.000 description 1
238000013508 migration Methods 0.000 description 1
230000005012 migration Effects 0.000 description 1
239000012046 mixed solvent Substances 0.000 description 1
OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
150000002896 organic halogen compounds Chemical class 0.000 description 1
229920000620 organic polymer Polymers 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
230000000149 penetrating effect Effects 0.000 description 1
230000035515 penetration Effects 0.000 description 1
RJQRCOMHVBLQIH-UHFFFAOYSA-M pentane-1-sulfonate Chemical compound CCCCCS([O-])(=O)=O RJQRCOMHVBLQIH-UHFFFAOYSA-M 0.000 description 1
ZWBAMYVPMDSJGQ-UHFFFAOYSA-N perfluoroheptanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F ZWBAMYVPMDSJGQ-UHFFFAOYSA-N 0.000 description 1
PXUULQAPEKKVAH-UHFFFAOYSA-N perfluorohexanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F PXUULQAPEKKVAH-UHFFFAOYSA-N 0.000 description 1
YVBBRRALBYAZBM-UHFFFAOYSA-N perfluorooctane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YVBBRRALBYAZBM-UHFFFAOYSA-N 0.000 description 1
239000012466 permeate Substances 0.000 description 1
ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
235000011118 potassium hydroxide Nutrition 0.000 description 1
230000002265 prevention Effects 0.000 description 1
238000012545 processing Methods 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
229940095574 propionic acid Drugs 0.000 description 1
FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
239000008213 purified water Substances 0.000 description 1
125000001453 quaternary ammonium group Chemical group 0.000 description 1
229920005604 random copolymer Polymers 0.000 description 1
230000002787 reinforcement Effects 0.000 description 1
230000003014 reinforcing effect Effects 0.000 description 1
238000011160 research Methods 0.000 description 1
239000012047 saturated solution Substances 0.000 description 1
238000007790 scraping Methods 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000002002 slurry Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
UKLNMMHNWFDKNT-UHFFFAOYSA-M sodium chlorite Chemical compound [Na+].[O-]Cl=O UKLNMMHNWFDKNT-UHFFFAOYSA-M 0.000 description 1
229960002218 sodium chlorite Drugs 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
238000010558 suspension polymerization method Methods 0.000 description 1
ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
238000012546 transfer Methods 0.000 description 1
ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1

Landscapes

Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Manufacture Of Macromolecular Shaped Articles (AREA)
Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)

JP6788979A 1979-05-31 1979-05-31 Novel fluorinated copolymer and production thereof Granted JPS55160007A (en)

Priority Applications (55)

Application Number	Priority Date	Filing Date	Title
JP6788979A JPS55160007A (en)	1979-05-31	1979-05-31	Novel fluorinated copolymer and production thereof
US06/152,856 US4329435A (en)	1979-05-31	1980-05-23	Novel fluorinated copolymer with tridihydro fluorosulfonyl fluoride pendant groups and preparation thereof
US06/152,847 US4329434A (en)	1979-05-31	1980-05-23	Novel fluorinated cation exchange membrane and process for producing the same
DE19803047439 DE3047439A1 (de)	1979-05-31	1980-05-24	Fluorierte vinylaetherverbindungen, ihre herstellung und verwendung
DE3020017A DE3020017C2 (de)	1979-05-31	1980-05-24	Fluorierte Carbonsäuren oder ihre Derivate und Verfahren zu ihrer Herstellung
DE3050439A DE3050439C2 (sv)	1979-05-31	1980-05-24
DE3050782A DE3050782C2 (sv)	1979-05-31	1980-05-24
DE3050931A DE3050931C2 (de)	1979-05-31	1980-05-24	Fluorierte Carbonsäure-Derivate und Verfahren zu ihrer Herstellung
DE3050634A DE3050634C2 (de)	1979-05-31	1980-05-24	Perfluorierte Fluorsulfonylsäurefluoride und Verfahren zu ihrer Herstellung
DE3050643A DE3050643C2 (sv)	1979-05-31	1980-05-24
DE3046501A DE3046501C2 (de)	1979-05-31	1980-05-24	Fluorierte Vinyletherverbindungen und Verfahren zu ihrer Herstellung
DE19803020057 DE3020057A1 (de)	1979-05-31	1980-05-24	Fluorierte kationenaustauschermembran und verfahren zu ihrer herstelleung
DE3047438A DE3047438C2 (de)	1979-05-31	1980-05-24	Fluorierte Copolymerisate, ihre Herstellung und Verwendung
CA000352671A CA1185398A (en)	1979-05-31	1980-05-26	Fluorinated cation exchange membrane and process for producing the same
CA000352704A CA1148566A (en)	1979-05-31	1980-05-26	Fluorinated copolymer and preparation thereof
SE8003902A SE450000B (sv)	1979-05-31	1980-05-27	Sett att framstella ett fluorerat katjonbytarmembran innehallande savel karboxyl- som sulfonsyragrupper
SE8003901A SE449999B (sv)	1979-05-31	1980-05-27	Fluorerat katjonbytarmembran innehallande savel karboxyl- som sulfonsyragrupper samt sett for framstellning derav
FI801733A FI72530C (sv)	1979-05-31	1980-05-28	Fluorerat katjonbytarmembran och laminat samt förfarande för dess fram ställning.
FI801734A FI68847C (fi)	1979-05-31	1980-05-28	Foerfarande foer framstaellning av ett nytt fluorerat katjonbytarmembran
FR8011912A FR2465718B1 (fr)	1979-05-31	1980-05-29	Acide carboxylique fluore et son procede de preparation
BR8003432A BR8003432A (pt)	1979-05-31	1980-05-30	Membrana de permuta cationica fluorada e processo para a producao da mesma, copolimero e derivados fluorados que constituem a membrana
IT8022469A IT1193943B (it)	1979-05-31	1980-05-30	Copolimero fluorurato e sua preparazione
GB08221499A GB2123812B (en)	1979-05-31	1980-05-30	Fluorinated carboxylic acids and derivatives their production and their use to produce fluorinated acid fluorides
NLAANVRAGE8003170,A NL187488C (nl)	1979-05-31	1980-05-30	Gefluoreerd copolymeer alsmede kationuitwisselend membraan dat onder toepassing daarvan is vervaardigd en vinylether geschikt voor de bereiding van het copolymeer.
IT22468/80A IT1193942B (it)	1979-05-31	1980-05-30	Membrana fluorata a scambio cationico e processo per produrla
NLAANVRAGE8003174,A NL184740C (nl)	1979-05-31	1980-05-30	Kationuitwisselmembraan op basis van een fluorkoolstofpolymeer alsmede werkwijze voor het vervaardigen daarvan.
NO80801636A NO801636L (no)	1979-05-31	1980-05-30	Fluorert kopolymer og fremstilling derav
NO801637A NO153398C (no)	1979-05-31	1980-05-30	Fluorerte kationbyttermembraner, herunder ogsaa laminerte membraner, og fremgangsmaate ved fremstilling av disse.
GB8017804A GB2051831B (en)	1979-05-31	1980-05-30	Fluorinated copolymers and cation exchange membrane and process for producing the same
BR8003403A BR8003403A (pt)	1979-05-31	1980-05-30	Acido carboxilico fluorado ou seu derivado,processo de producao de acido carboxilico fluorado ou seu derivado,fluoreto de acido fluorado e processo de producao do mesmo,composto de eter vinilico fluorado e processo de preparacao do composto fluorado,copolimero fluorado e processo de producao de copolimero fluorado e processo para a producao de uma membrana de permuta cationica fluorada
GB8017838A GB2053902B (en)	1979-05-31	1980-05-30	Fluorinated compounds
FR8012213A FR2457880B1 (sv)	1979-05-31	1980-06-02
FR8024131A FR2463123A1 (fr)	1979-05-31	1980-11-13	Ether vinylique fluore et son procede de fabrication
FR8024747A FR2473533B1 (fr)	1979-05-31	1980-11-21	Composes fluores, membrane d'echange de cations fluoree et son procede de preparation
PT7213080A PT72130B (en)	1979-05-31	1980-11-28	Novel fluorinated cation exchange membrane and process forproducing the same
PT72131A PT72131B (en)	1979-05-31	1980-11-28	Novel fluorinated copolymer and preparation thereof
IN1334/CAL/80A IN154418B (sv)	1979-05-31	1980-12-01
NO81810159A NO159174C (no)	1979-05-31	1981-01-19	Fluorerte kopolymerer, samt fremgangsmaate ved fremstilling derav.
NO81810162A NO810162L (no)	1979-05-31	1981-01-19	Fluorerte vinyleterforbindelser.
NO81810160A NO154921C (no)	1979-05-31	1981-01-19	Fremgangsmaate ved fremstilling av en kationbyttermembran.
NO81810161A NO810161L (no)	1979-05-31	1981-01-19	Fluorerte syrefluorider.
SU813287151A SU1233804A3 (ru)	1979-05-31	1981-05-25	Способ получени фторированного сополимера
FR8112845A FR2483431B1 (fr)	1979-05-31	1981-06-30	Copolymere fluore, son procede de preparation et derives fluores et leurs procedes de preparation utiles a la preparation de ce copolymere
US06/299,164 US4510328A (en)	1979-05-31	1981-09-03	Fluorinated vinyl ether compounds and process for producing the same
FR8121580A FR2508039B1 (sv)	1979-05-31	1981-11-18
US06/330,608 US4536352A (en)	1979-05-31	1981-12-14	Perfluoro vinyl ethers
FR8212640A FR2514010B1 (fr)	1979-05-31	1982-07-20	Copolymere fluore, son procede de preparation et son utilisation dans la preparation d'une membrane d'echange de cations
GB08221735A GB2118541B (en)	1979-05-31	1982-07-27	Fluorinated vinyl ethers and their preparation
SU823480338A SU1296007A3 (ru)	1979-05-31	1982-08-19	Способ получени фторированной катионообменной мембраны
CA000432138A CA1168263A (en)	1979-05-31	1983-07-08	Fluorinated cation exchange membrane and process for producing the same
US06/527,425 US4555369A (en)	1979-05-31	1983-08-29	Fluorinated ether acyl fluorides having alkylthio or alkylsulfone groups
US06/527,426 US4597913A (en)	1979-05-31	1983-08-29	Intermediates for fluorinated cation exchange membrane
US06/527,746 US4613467A (en)	1979-05-31	1983-08-30	Fluorosulfonylperfluoroalkyl compounds
US06/527,818 US4511518A (en)	1979-05-31	1983-08-30	Perfluorinated fluorosulfonylalkyleneoxy-2-propanoyl fluoride and hexafluoroepoxide addition compounds
SU864027511A SU1729295A3 (ru)	1979-05-31	1986-05-26	Способ получени фторсодержащего сополимера дл синтеза ионообменных мембран

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP6788979A JPS55160007A (en)	1979-05-31	1979-05-31	Novel fluorinated copolymer and production thereof

Related Child Applications (2)

Application Number	Title	Priority Date	Filing Date
JP17031579A Division JPS55160008A (en)	1979-05-31	1979-12-28	Fluorinated copolymer and production thereof
JP5175580A Division JPS55160030A (en)	1980-04-21	1980-04-21	Sulfonic group-containing fluorinated cation exchange membrane and production thereof

Publications (2)

Publication Number	Publication Date
JPS55160007A JPS55160007A (en)	1980-12-12
JPS6134725B2 true JPS6134725B2 (sv)	1986-08-09

Family

ID=13357905

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP6788979A Granted JPS55160007A (en)	1979-05-31	1979-05-31	Novel fluorinated copolymer and production thereof

Country Status (2)

Country	Link
JP (1)	JPS55160007A (sv)
SU (3)	SU1233804A3 (sv)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5815947A (ja) *	1981-07-02	1983-01-29	イ−・アイ・デユポン・デ・ニモアス・アンド・カンパニ−	β−置換ポリフルオロプロピオネ−ト塩及びその誘導体
US4474700A (en) *	1981-07-02	1984-10-02	E. I. Du Pont DeNemours and Company	β-Substituted polyfluoropropionate salts and derivatives
US6365693B1 (en) *	1999-05-07	2002-04-02	Dupont Dow Elastomers, L.L.C.	Fluoroalkanesulfonyl azide copolymers
RU2348649C1 (ru) *	2007-12-20	2009-03-10	Институт катализа имени Г.К. Борескова Сибирского отделения Российской академии наук (статус государственного учреждения)	Способ получения перфторированного сополимера, содержащего функциональные группы
RU2454431C1 (ru) *	2011-02-07	2012-06-27	Учреждение Российской академии наук Институт катализа им. Г.К. Борескова Сибирского отделения РАН	Способ получения перфторированного функционализированного сополимера методом эмульсионной сополимеризации

1979
- 1979-05-31 JP JP6788979A patent/JPS55160007A/ja active Granted
1981
- 1981-05-25 SU SU813287151A patent/SU1233804A3/ru active
1982
- 1982-08-19 SU SU823480338A patent/SU1296007A3/ru active
1986
- 1986-05-26 SU SU864027511A patent/SU1729295A3/ru active

Also Published As

Publication number	Publication date
JPS55160007A (en)	1980-12-12
SU1729295A3 (ru)	1992-04-23
SU1296007A3 (ru)	1987-03-07
SU1233804A3 (ru)	1986-05-23

Publication	Publication Date	Title
US4511518A (en)	1985-04-16	Perfluorinated fluorosulfonylalkyleneoxy-2-propanoyl fluoride and hexafluoroepoxide addition compounds
US4329434A (en)	1982-05-11	Novel fluorinated cation exchange membrane and process for producing the same
EP0289869B1 (en)	1995-03-15	Low equivalent weight sulfonic fluoropolymers
US5281680A (en)	1994-01-25	Polymerization of fluorinated copolymers
JPS6258370B2 (sv)	1987-12-05
GB2053902A (en)	1981-02-11	Novel Fluorinated Compounds
US4341685A (en)	1982-07-27	Process for preparing organic dispersion of acid type fluorinated polymer
JP4412171B2 (ja)	2010-02-10	スルホン酸官能基含有フッ素化単量体、それを含有する含フッ素共重合体、およびイオン交換膜
FI72989B (fi)	1987-04-30	Fluorerat katjonbytarmembran och foerfarande foer dess framstaellning.
US4626553A (en)	1986-12-02	Cation exchange membrane of a fluorocarbon polymer and a process for preparing the same
CA1126443A (en)	1982-06-22	Fluorinated ion exchange polymer containing carboxylic groups, and process for making same
EP2989131B1 (en)	2017-01-25	Cross-linkable polymers comprising sulfonic acid functional groups
EP0079157B1 (en)	1986-06-04	Process for esterifying fluorinated carboxylic acid polymer
JP2003246822A (ja)	2003-09-05	フッ素化イオノマー
JPS6134725B2 (sv)	1986-08-09
JPS6241971B2 (sv)	1987-09-05
JPS6134726B2 (sv)	1986-08-09
US4414338A (en)	1983-11-08	Cation exchange membrane
JPS6045653B2 (ja)	1985-10-11	新規なフツ素化陽イオン交換膜及びその製造方法
KR840001189B1 (ko)	1984-08-18	불소화 양이온 교환막
JPS6258382B2 (sv)	1987-12-05
JPS6011933B2 (ja)	1985-03-29	二層構造を有するフツ素系陽イオン交換膜及びその製造方法
JPS6354737B2 (sv)	1988-10-31
JPS6023776B2 (ja)	1985-06-10	陽イオン交換膜の製造方法
CA1151110A (en)	1983-08-02	Process for electrolyzing alkali metal chloride