GB2052381A - A process for joining fluorinated polymer cation exchange membrane - Google Patents
A process for joining fluorinated polymer cation exchange membrane Download PDFInfo
- Publication number
- GB2052381A GB2052381A GB8004894A GB8004894A GB2052381A GB 2052381 A GB2052381 A GB 2052381A GB 8004894 A GB8004894 A GB 8004894A GB 8004894 A GB8004894 A GB 8004894A GB 2052381 A GB2052381 A GB 2052381A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cation exchange
- membranes
- fluorinated polymer
- joining
- exchange membrane
- 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.)
- Withdrawn
Links
- 239000012528 membrane Substances 0.000 title claims abstract description 56
- 238000005341 cation exchange Methods 0.000 title claims abstract description 33
- 229920002313 fluoropolymer Polymers 0.000 title claims abstract description 15
- 238000005304 joining Methods 0.000 title claims abstract description 13
- 238000000034 method Methods 0.000 title claims abstract description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 12
- 150000003512 tertiary amines Chemical class 0.000 claims abstract description 11
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- 239000002585 base Substances 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000002843 carboxylic acid group Chemical group 0.000 description 5
- 238000003825 pressing Methods 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 239000012267 brine Substances 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000003014 ion exchange membrane Substances 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 125000000565 sulfonamide group Chemical group 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- -1 alkali metal salts Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical group FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C66/00—General aspects of processes or apparatus for joining preformed parts
- B29C66/01—General aspects dealing with the joint area or with the area to be joined
- B29C66/02—Preparation of the material, in the area to be joined, prior to joining or welding
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
- B29C65/02—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor by heating, with or without pressure
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C66/00—General aspects of processes or apparatus for joining preformed parts
- B29C66/70—General aspects of processes or apparatus for joining preformed parts characterised by the composition, physical properties or the structure of the material of the parts to be joined; Joining with non-plastics material
- B29C66/71—General aspects of processes or apparatus for joining preformed parts characterised by the composition, physical properties or the structure of the material of the parts to be joined; Joining with non-plastics material characterised by the composition of the plastics material of the parts to be joined
-
- 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
- C08J2371/00—Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
- C08J2371/08—Polyethers derived from hydroxy compounds or from their metallic derivatives
- C08J2371/10—Polyethers derived from hydroxy compounds or from their metallic derivatives from phenols
- C08J2371/12—Polyphenylene oxides
Landscapes
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Chemical & Material Sciences (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)
Abstract
A process for joining fluorinated polymer cation exchange membrane is provided, wherein fluorinated polymer cation exchange membranes containing the pendent groups of -COOH on at least one side of the membranes are treated with a tertiary amine or a quarternary ammonium base, then heat- pressed.
Description
SPECIFICATION
A process for joining fluorinated polymer cation exchange membrane
The present invention pertains to a process for joining fluorinated polymer cation exchange membranes. More particularly, it pertains to a process for joining fluorinated polymer cation exchange membranes which comprises treating fluorinated polymer cation exchange membranes containing the pendent groups of -COOH on at least one side of the membranes with a tertiary amine or a quaternary ammonium base, then heat-pressing the membranes so treated.
The joining of cation exchange membranes is exceedingly useful in the industry. In the industrial utilization of the joining art of cation exchange membranes, there are included, for example, formation of the cation exchange membrane in any desired shape, production of a sufficient size of the cation exchange membrane required for an industrial use when such a large size is difficult to be prepared. It is also useful in repairing a tear or a hole of cation exchange membranes which took place during utilization or handling.
The joining process of the present invention is characterized in that fluorinated polymer cation exchange membranes containing the pendent groups of -COOH on at least one side of the membranes are treated with a tertiary amine or a quaternary ammonium base, then heat-pressed.
The cation exchange membrane having carboxylic acid groups as the pendent group are known to the art as a capable membrane in a wide use and the joining art of the membrane is very much useful in the industry.
The cation exchange membrane used in the present invention includes a perfluorocarbon backbone cation exchange membrane with the pendent group of -COOH, and the like. The cation exchange membrane may contain the pendent group of -COOH on both surfaces of the membrane, in the entirety of the membrane or the one surface of the membrane. The thickness of such carboxylic acid group layer may be 1 11 or more, preferably 10 C1 or more. Carboxylic acid group has to be -COOH type, and -COOAtype (A: alkali metals) cation exchange membrane is not heat-processed.
As a treating agent for -COOH type fluorinated polymer cation exchange membranes, a tertiary amine or a quaternary ammonium base is suitably employed. -COOA type fluorinated polymer cation exchange membrane is not heat-presed, even if treated with a tertiary amine or a quaternary ammonium base.
A process for joining fluorinated polymer cation exchange membranes having sulfonic acid groups or sulfon amide groups is disclosed, for example, in the Japanese Patent Publication (non-examined) No.
49394/1975, wherein the membranes are treated with a tertiary amine, a quaternary ammonium base, or a salt thereof, then heat-melted. Notwithstanding, it has been discovered that the cation exchange membrane with the pendent group of carboxylic acid groups exhibits a somewhat different behaviour from the cation exchange membrane having the pendent groups of sulfonic acid groups or sulfon amide groups. That is, the membranes having alkali metal salts of carboxylic acid groups are not joined, even when treated with a salt of a tertiary amine or a quaternary ammonium base, then heat-pressed.
The present inventors have made a series of studies on treatment conditions, heat-melting conditions and the like and now discovered that the joined membranes satisfying the joining strength required for a wide variety of industrial use can be provided by treating fluorinated polymer cation exchange membranes containing the pendent groups of -COOH on at least one side of the membranes with a tertiary amine or a quaternary ammonium base, thereafter heat-pressing the so treated membranes.
It is not clear why -COOH type cation exchange membranes treated with a tertiary amine or a quaternary ammonium base are heat-processable, while -COOA type cation exchange membranes are not heat-processable even when treated with a salt of a tertiary amine or a quaternary ammonium base, but conjectured as follows. That is, the former is treated by neutralization reaction and thus the reaction takes place smoothly whereas the latter is treated by double decomposition reaction which does not occur thoroughly.
The heat-pressing is carried out using a hot press and the like at 200 to 300 C, preferably 230 to 260 C.
The pressing pressure is 2 to 150 kg/cm2, preferably 10 to 100 kg/cm2. The pressing time is 1 to 30 min., preferably 3 to 10 min.
The present invention will be explained in more detail by way of examples, which examples are not construed to limit the scope of the present invention.
Example 1
Cation exchange membranes obtained by denaturizing both sides of sulfon acid type cation exchange membranes to the carboxylic acid type was treated with hydrochloric acid to obtain -COOH type membranes. The so obtained membranes were treated with a 50 % aqueous methanol solution containing 0.2 mole of tetra(n-butyl)ammonium hydroxide for 1.5 hours, then heat-pressed for 5 min. at 2500C under the pressure of 80 kg/cm2. The resulting joined membranes were immersed for 1 month in a depleted brine discharged from an ion exchange membrane electrolytic cell, but no peeling off of the joined portion was observed.
Example 2
Cation exchange membranes, which were obtained by denaturization of one side of sulfonic acid type cation exchange membranes to the carboxylic acid type, was treated with hydrochloric acid, thereby obtaining -COOH type membranes. The obtained membranes were treated for 1.5 hours with a 50 % aqueous methanol solution containing 0.2 mole of tetra(n-butyl)ammonium hydroxide. The sides of carboxylic acids of the membranes thus treated were heat-pressed at 240 C under the pressure of 70 kg/cm2. The joined membranes were immersed in a depleted brine removed from an ion exchange membrane electrolytic cell. Even after 1 month, peeling off of the joined portion did not occur.
Claims (2)
1. A process for joining fluorinated polymer cation exchange membranes which comprises treating fluorinated polymer cation exchange membranes containing the pendent groups of -COOH on at least one side of the membranes with a tertiary amine or a quaternary ammonium base, then heatpressing the membranes so treated.
2. A process for joining fluorinated polymer cation exchange membranes substantially as described with reference to any one of the examples herein.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5315579A JPS55145539A (en) | 1979-04-28 | 1979-04-28 | Joining method of cation exchange membrane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB2052381A true GB2052381A (en) | 1981-01-28 |
Family
ID=12934946
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8004894A Withdrawn GB2052381A (en) | 1979-04-28 | 1980-02-13 | A process for joining fluorinated polymer cation exchange membrane |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS55145539A (en) |
| DE (1) | DE3016340A1 (en) |
| FR (1) | FR2455063A1 (en) |
| GB (1) | GB2052381A (en) |
| IT (1) | IT1144083B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998008679A2 (en) * | 1996-08-26 | 1998-03-05 | Minnesota Mining And Manufacturing Company | Multi-layer articles comprising a fluoropolymer |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2121352B (en) * | 1982-05-25 | 1986-03-19 | Chlorine Eng Corp Ltd | Bonding of cation exchange membrane |
| FR2617760B1 (en) * | 1987-07-10 | 1989-11-24 | Souriau & Cie | PROCESS FOR ASSEMBLING PARTS OF POLYMERIC MATERIALS |
-
1979
- 1979-04-28 JP JP5315579A patent/JPS55145539A/en active Pending
-
1980
- 1980-02-13 GB GB8004894A patent/GB2052381A/en not_active Withdrawn
- 1980-04-21 FR FR8008895A patent/FR2455063A1/en not_active Withdrawn
- 1980-04-24 IT IT48507/80A patent/IT1144083B/en active
- 1980-04-28 DE DE19803016340 patent/DE3016340A1/en not_active Withdrawn
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998008679A2 (en) * | 1996-08-26 | 1998-03-05 | Minnesota Mining And Manufacturing Company | Multi-layer articles comprising a fluoropolymer |
| WO1998008679A3 (en) * | 1996-08-26 | 1998-06-18 | Minnesota Mining & Mfg | Multi-layer articles comprising a fluoropolymer |
| US5855977A (en) * | 1996-08-26 | 1999-01-05 | Minnesota Mining And Manufacturing Company | Multi-layer compositions comprising a fluoropolymer |
Also Published As
| Publication number | Publication date |
|---|---|
| IT8048507A0 (en) | 1980-04-24 |
| JPS55145539A (en) | 1980-11-13 |
| FR2455063A1 (en) | 1980-11-21 |
| DE3016340A1 (en) | 1980-11-13 |
| IT1144083B (en) | 1986-10-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |