CA1120429A - Treatment of cation exchange membrane with monoamine its salt, or quaternary ammonium salt - Google Patents
Treatment of cation exchange membrane with monoamine its salt, or quaternary ammonium saltInfo
- Publication number
- CA1120429A CA1120429A CA000298200A CA298200A CA1120429A CA 1120429 A CA1120429 A CA 1120429A CA 000298200 A CA000298200 A CA 000298200A CA 298200 A CA298200 A CA 298200A CA 1120429 A CA1120429 A CA 1120429A
- Authority
- CA
- Canada
- Prior art keywords
- membrane
- salt
- treatment
- treated
- cation exchange
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000012528 membrane Substances 0.000 title claims abstract description 135
- 150000003839 salts Chemical class 0.000 title claims abstract description 29
- 238000005341 cation exchange Methods 0.000 title claims abstract description 21
- 150000003242 quaternary ammonium salts Chemical class 0.000 title claims abstract description 8
- 238000011282 treatment Methods 0.000 title description 34
- 238000005868 electrolysis reaction Methods 0.000 claims abstract description 15
- 150000004820 halides Chemical class 0.000 claims abstract description 10
- 239000003513 alkali Substances 0.000 claims abstract description 9
- 238000005342 ion exchange Methods 0.000 claims abstract description 9
- 238000002844 melting Methods 0.000 claims abstract description 3
- 230000008018 melting Effects 0.000 claims abstract description 3
- 239000007795 chemical reaction product Substances 0.000 claims abstract 2
- 238000001035 drying Methods 0.000 claims abstract 2
- 239000011347 resin Substances 0.000 claims description 16
- 229920005989 resin Polymers 0.000 claims description 16
- 239000000463 material Substances 0.000 claims description 7
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical class 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical class 0.000 claims description 4
- 239000002585 base Substances 0.000 claims description 4
- 150000003863 ammonium salts Chemical class 0.000 claims description 3
- 229910052736 halogen Chemical class 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003118 aryl group Chemical class 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 9
- 230000008569 process Effects 0.000 abstract description 9
- 210000004379 membrane Anatomy 0.000 description 108
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 23
- 239000000243 solution Substances 0.000 description 21
- 230000001976 improved effect Effects 0.000 description 20
- 230000008961 swelling Effects 0.000 description 19
- 239000007864 aqueous solution Substances 0.000 description 18
- -1 amine salt Chemical class 0.000 description 13
- 150000002500 ions Chemical class 0.000 description 13
- 238000010438 heat treatment Methods 0.000 description 12
- 239000011780 sodium chloride Substances 0.000 description 12
- 238000009835 boiling Methods 0.000 description 11
- 235000011121 sodium hydroxide Nutrition 0.000 description 10
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 9
- 229920000557 Nafion® Polymers 0.000 description 8
- 150000001768 cations Chemical class 0.000 description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000035699 permeability Effects 0.000 description 6
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000005703 Trimethylamine hydrochloride Substances 0.000 description 4
- 150000001450 anions Chemical class 0.000 description 4
- 230000000875 corresponding effect Effects 0.000 description 4
- 238000007598 dipping method Methods 0.000 description 4
- 230000002349 favourable effect Effects 0.000 description 4
- 239000003014 ion exchange membrane Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 4
- SZYJELPVAFJOGJ-UHFFFAOYSA-N trimethylamine hydrochloride Chemical compound Cl.CN(C)C SZYJELPVAFJOGJ-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000008151 electrolyte solution Substances 0.000 description 3
- 230000000887 hydrating effect Effects 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- ISYORFGKSZLPNW-UHFFFAOYSA-N propan-2-ylazanium;chloride Chemical compound [Cl-].CC(C)[NH3+] ISYORFGKSZLPNW-UHFFFAOYSA-N 0.000 description 3
- 150000003335 secondary amines Chemical class 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical compound [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 description 2
- 230000009102 absorption Effects 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- 238000000502 dialysis Methods 0.000 description 2
- XHFGWHUWQXTGAT-UHFFFAOYSA-N dimethylamine hydrochloride Natural products CNC(C)C XHFGWHUWQXTGAT-UHFFFAOYSA-N 0.000 description 2
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- BHRZNVHARXXAHW-UHFFFAOYSA-N sec-butylamine Chemical compound CCC(C)N BHRZNVHARXXAHW-UHFFFAOYSA-N 0.000 description 2
- 238000002211 ultraviolet spectrum Methods 0.000 description 2
- SDEBYHVDMCQKNZ-UHFFFAOYSA-N 4-methoxy-6-piperazin-1-ylpyrimidine;hydrochloride Chemical compound Cl.C1=NC(OC)=CC(N2CCNCC2)=N1 SDEBYHVDMCQKNZ-UHFFFAOYSA-N 0.000 description 1
- JZUFKLXOESDKRF-UHFFFAOYSA-N Chlorothiazide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NCNS2(=O)=O JZUFKLXOESDKRF-UHFFFAOYSA-N 0.000 description 1
- 229910017717 NH4X Inorganic materials 0.000 description 1
- 229910006080 SO2X Inorganic materials 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000003679 aging effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 230000009089 cytolysis Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- NQMRYBIKMRVZLB-UHFFFAOYSA-N methylamine hydrochloride Chemical compound [Cl-].[NH3+]C NQMRYBIKMRVZLB-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- QHGVXILFMXYDRS-UHFFFAOYSA-N pyraclofos Chemical compound C1=C(OP(=O)(OCC)SCCC)C=NN1C1=CC=C(Cl)C=C1 QHGVXILFMXYDRS-UHFFFAOYSA-N 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- KLBOFRLEHJAXIU-UHFFFAOYSA-N tributylazanium;chloride Chemical compound Cl.CCCCN(CCCC)CCCC KLBOFRLEHJAXIU-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/20—Manufacture of shaped structures of ion-exchange resins
- C08J5/22—Films, membranes or diaphragms
- C08J5/2287—After-treatment
- C08J5/2293—After-treatment of fluorine-containing membranes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2327/00—Characterised by the use of homopolymers or 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; Derivatives of such polymers
- C08J2327/02—Characterised by the use of homopolymers or 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; Derivatives of such polymers not modified by chemical after-treatment
- C08J2327/12—Characterised by the use of homopolymers or 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; Derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2335577A JPS53108098A (en) | 1977-03-04 | 1977-03-04 | Electrolytic method for alkali halide |
| JP23355/1977 | 1977-03-04 | ||
| JP52110802A JPS608013B2 (ja) | 1977-09-14 | 1977-09-14 | 陽イオン交換膜の改良方法 |
| JP110802/77 | 1977-09-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1120429A true CA1120429A (en) | 1982-03-23 |
Family
ID=26360704
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000298200A Expired CA1120429A (en) | 1977-03-04 | 1978-03-03 | Treatment of cation exchange membrane with monoamine its salt, or quaternary ammonium salt |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4246091A (enExample) |
| CA (1) | CA1120429A (enExample) |
| DE (1) | DE2810018A1 (enExample) |
| FR (1) | FR2382520A1 (enExample) |
| GB (1) | GB1549586A (enExample) |
| SE (1) | SE7802467L (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6041085B2 (ja) * | 1978-05-30 | 1985-09-13 | 旭化成株式会社 | フツ素系重合体の熔融処理方法 |
| US4376030A (en) * | 1979-08-27 | 1983-03-08 | The Dow Chemical Company | Electrolytic cell ion-exchange membranes |
| JPS5655577A (en) * | 1979-10-06 | 1981-05-16 | Toyo Soda Mfg Co Ltd | Electrolyzing method for alkali metal halide |
| US4381983A (en) * | 1980-06-02 | 1983-05-03 | Ppg Industries, Inc. | Solid polymer electrolyte cell |
| GB8331860D0 (en) * | 1983-11-29 | 1984-01-04 | Ici Plc | Exchange membrane |
| JPH08501653A (ja) * | 1990-06-11 | 1996-02-20 | ザ ダウ ケミカル カンパニー | プロトン交換法における能率の増大したイオン交換膜 |
| US5302269A (en) * | 1990-06-11 | 1994-04-12 | The Dow Chemical Company | Ion exchange membrane/electrode assembly having increased efficiency in proton exchange processes |
| US5747546A (en) * | 1996-12-31 | 1998-05-05 | The Dow Chemical Company | Ion-exchange polymers having an expanded microstructure |
| US6468657B1 (en) | 1998-12-04 | 2002-10-22 | The Regents Of The University Of California | Controllable ion-exchange membranes |
| GB0009506D0 (en) * | 2000-04-17 | 2000-06-07 | Innogy Ltd | Ion exchange membrane |
| DE10296830T5 (de) * | 2001-05-31 | 2004-04-29 | Asahi Kasei Kabushiki Kaisha | Fluorkohlenstoffharz-Ionenaustaschermembran |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3562139A (en) * | 1968-08-05 | 1971-02-09 | Ionics | Cationic-anionic ion-exchange membrane |
| JPS5140556B2 (enExample) * | 1971-11-26 | 1976-11-04 | ||
| DE2354711B2 (de) | 1972-12-12 | 1975-08-14 | Asahi Kasei Kogyo K.K., Osaka (Japan) | Kunstharzdiaphragma und Verfahren zu dessen Herstellung |
| IL45141A (en) * | 1973-07-19 | 1977-02-28 | Cook E | Process and apparatus for electrolysis |
| US3884885A (en) * | 1973-08-01 | 1975-05-20 | Du Pont | Melt processing of fluorinated polymers |
| DE2437395C3 (de) * | 1973-10-15 | 1979-02-08 | E.I. Du Pont De Nemours And Co., Wilmington, Del. (V.St.A.) | Folie aus fluorhaltigen Polymeren mit Sulfonylgruppen enthaltenden Seitenketten |
| US3954579A (en) | 1973-11-01 | 1976-05-04 | Hooker Chemicals & Plastics Corporation | Electrolytic method for the simultaneous manufacture of concentrated and dilute aqueous hydroxide solutions |
| US3969285A (en) * | 1973-12-17 | 1976-07-13 | E. I. Du Pont De Nemours And Company | Heat-treated fluorocarbon sulfonylamine cation permselectivity |
| US4166014A (en) * | 1973-12-27 | 1979-08-28 | Tokuyama Soda Kabushiki Kaisha | Electrolytic diaphragms, and method of electrolysis using the same |
| US3884777A (en) * | 1974-01-02 | 1975-05-20 | Hooker Chemicals Plastics Corp | Electrolytic process for manufacturing chlorine dioxide, hydrogen peroxide, chlorine, alkali metal hydroxide and hydrogen |
| US3985631A (en) * | 1975-08-13 | 1976-10-12 | Diamond Shamrock Corporation | Pretreatment and start-up of electrolytic cell membranes |
-
1978
- 1978-03-03 GB GB8520/78A patent/GB1549586A/en not_active Expired
- 1978-03-03 CA CA000298200A patent/CA1120429A/en not_active Expired
- 1978-03-03 SE SE7802467A patent/SE7802467L/xx unknown
- 1978-03-06 FR FR7806303A patent/FR2382520A1/fr active Granted
- 1978-03-06 DE DE19782810018 patent/DE2810018A1/de not_active Ceased
- 1978-03-06 US US05/883,675 patent/US4246091A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US4246091A (en) | 1981-01-20 |
| GB1549586A (en) | 1979-08-08 |
| FR2382520B1 (enExample) | 1980-09-19 |
| DE2810018A1 (de) | 1978-09-21 |
| SE7802467L (sv) | 1978-09-05 |
| FR2382520A1 (fr) | 1978-09-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |