GB872218A - Improvements in or relating to ion exchange membranes - Google Patents
Improvements in or relating to ion exchange membranesInfo
- Publication number
- GB872218A GB872218A GB16729/59A GB1672959A GB872218A GB 872218 A GB872218 A GB 872218A GB 16729/59 A GB16729/59 A GB 16729/59A GB 1672959 A GB1672959 A GB 1672959A GB 872218 A GB872218 A GB 872218A
- Authority
- GB
- United Kingdom
- Prior art keywords
- styrene
- groups
- ethylenic monomer
- ion
- monomers
- 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
- 239000003014 ion exchange membrane Substances 0.000 title abstract 2
- 239000000463 material Substances 0.000 abstract 7
- 239000000178 monomer Substances 0.000 abstract 7
- -1 ethylene, propylene, vinyl Chemical group 0.000 abstract 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 4
- 238000005342 ion exchange Methods 0.000 abstract 4
- 229920000642 polymer Polymers 0.000 abstract 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 abstract 2
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 abstract 2
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 abstract 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 abstract 2
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 abstract 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 abstract 2
- 230000005855 radiation Effects 0.000 abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 abstract 1
- QHVBLSNVXDSMEB-UHFFFAOYSA-N 2-(diethylamino)ethyl prop-2-enoate Chemical class CCN(CC)CCOC(=O)C=C QHVBLSNVXDSMEB-UHFFFAOYSA-N 0.000 abstract 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 abstract 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 abstract 1
- YENIUOKSTSIUOR-UHFFFAOYSA-N 4-bromobut-1-enylbenzene Chemical class BrCCC=CC1=CC=CC=C1 YENIUOKSTSIUOR-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- 229920000459 Nitrile rubber Polymers 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 229920001807 Urea-formaldehyde Polymers 0.000 abstract 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 125000005250 alkyl acrylate group Chemical group 0.000 abstract 1
- JKJWYKGYGWOAHT-UHFFFAOYSA-N bis(prop-2-enyl) carbonate Chemical compound C=CCOC(=O)OCC=C JKJWYKGYGWOAHT-UHFFFAOYSA-N 0.000 abstract 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 238000004132 cross linking Methods 0.000 abstract 1
- HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 229920001971 elastomer Polymers 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 abstract 1
- 125000003010 ionic group Chemical group 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 125000005395 methacrylic acid group Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229920001568 phenolic resin Polymers 0.000 abstract 1
- 239000005011 phenolic resin Substances 0.000 abstract 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 238000005956 quaternization reaction Methods 0.000 abstract 1
- 239000005060 rubber Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 150000003440 styrenes Chemical class 0.000 abstract 1
- 125000001174 sulfone group Chemical group 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- RKSOPLXZQNSWAS-UHFFFAOYSA-N tert-butyl bromide Chemical compound CC(C)(C)Br RKSOPLXZQNSWAS-UHFFFAOYSA-N 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 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
- C08J5/2206—Films, membranes or diaphragms based on organic and/or inorganic macromolecular compounds
- C08J5/2218—Synthetic macromolecular compounds
- C08J5/2231—Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions involving unsaturated carbon-to-carbon bonds
- C08J5/2243—Synthetic macromolecular compounds based on macromolecular compounds obtained by reactions involving unsaturated carbon-to-carbon bonds obtained by introduction of active groups capable of ion-exchange into compounds of the type C08J5/2231
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J39/00—Cation exchange; Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/08—Use of material as cation exchangers; Treatment of material for improving the cation exchange properties
- B01J39/16—Organic material
- B01J39/18—Macromolecular compounds
- B01J39/20—Macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
- C08F291/18—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00 on to irradiated or oxidised macromolecules
-
- 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
- C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
- C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
- C08J2323/04—Homopolymers or copolymers of ethene
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Inorganic Chemistry (AREA)
- Materials Engineering (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
Abstract
Ion-exchange membranes are made from a plurality of polymeric materials containing ionexchange groups by a process comprising contacting solid polymeric material which is inert, i.e. substantially unreactive in respect of ionexchange capacity and substantially waterinsoluble, with an ethylenically unsaturated liquid monomeric material and then polymerizing the monomeric material. Suitable inert polymers are rubber, polyamides, urea and phenolic resins, and polymers of ethylene, propylene, vinyl and vinylidene halides, acrylonitrile, alkyl acrylates and methacrylates, vinyl ethers and butadiene, e.g. a butadiene-acrylonitrile rubbery copolymer. Suitable ethylenic monomers are styrene, methyl styrene, alpha-chloro- and -bromo-styrenes, halogenated styrene, chloromethyl and bromoethyl styrenes, esters of styrene sulphonic acid, vinyl pyridine, piperidine, lutidine, carbazole, sulphones, naphthalene and aniline, acrylic and methacrylic acids, allylamine and dimethylaminoethyl and diethylaminoethyl acrylates and methacrylates; these monomers may be used in admixture with one another or with crosslinking monomers such as divinyl benzene, ethylene dimethacrylate, diallyl carbonate and phthalate and triallyl cyanurate. Polymerization is preferably carried out by exposing the preformed polymeric material, either before or after contacting with the ethylenic monomer, to a source of high energy radiation such as ultraviolet and X-rays, pile radiation and alpha, beta and gamma rays, the ethylenic monomer being, at least in part, graft polymerized on to the preformed polymer. Where the ethylenic monomer is ionizable, the resulting material may be used directly as an ion-exchange material, although in the case of vinyl pyridine the ion-exchange effect may be enhanced by quaternization with t-butyl bromide; but when the ethylenic monomer contains no ionic groups, these are introduced by after-treatment, e.g. in the case of styrene it may be treated with chlorsulphonic acid, oleum or sulphuric acid to introduce acidic groups or it may be chlormethylated and the resulting chlormethyl groups reacted with a tertiary amine, e.g. trimethylamine, to introduce basic groups.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US59178756A | 1956-06-18 | 1956-06-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB872218A true GB872218A (en) | 1961-07-05 |
Family
ID=90361117
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB19066/57A Expired GB872217A (en) | 1956-06-18 | 1957-06-17 | Improvements in or relating to ion exchange membranes |
| GB16729/59A Expired GB872218A (en) | 1956-06-18 | 1957-06-17 | Improvements in or relating to ion exchange membranes |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB19066/57A Expired GB872217A (en) | 1956-06-18 | 1957-06-17 | Improvements in or relating to ion exchange membranes |
Country Status (2)
| Country | Link |
|---|---|
| GB (2) | GB872217A (en) |
| NL (1) | NL107956C (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2494126A1 (en) * | 1980-11-17 | 1982-05-21 | Japan Atomic Energy Res Inst | CATION EXCHANGE MEMBRANE AND PROCESS FOR PRODUCING THE SAME |
| WO1989000593A1 (en) * | 1987-07-16 | 1989-01-26 | Memtec Limited | Porous membranes of interpenetrating polymer networks |
| US4822471A (en) * | 1988-04-05 | 1989-04-18 | Ionics, Incorporated | Acid efficient membrane for use in electrodialysis for recovery of acid |
| GB2483807A (en) * | 2007-01-26 | 2012-03-21 | Secr Defence | Anion exchange membranes |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3258435A (en) * | 1962-06-14 | 1966-06-28 | Toyo Soda Mfg Co Ltd | Process for manufacturing anion-exchange membranes from a graft copolymer of sbr anda vinylpyridine reacted with an epoxy resin |
| GB1236596A (en) * | 1968-03-20 | 1971-06-23 | Nat Res Dev | Semi-permeable membranes and acrylic copolymers for the production thereof |
-
1957
- 1957-06-17 GB GB19066/57A patent/GB872217A/en not_active Expired
- 1957-06-17 GB GB16729/59A patent/GB872218A/en not_active Expired
- 1957-06-18 NL NL218215A patent/NL107956C/en active
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2494126A1 (en) * | 1980-11-17 | 1982-05-21 | Japan Atomic Energy Res Inst | CATION EXCHANGE MEMBRANE AND PROCESS FOR PRODUCING THE SAME |
| WO1989000593A1 (en) * | 1987-07-16 | 1989-01-26 | Memtec Limited | Porous membranes of interpenetrating polymer networks |
| US4822471A (en) * | 1988-04-05 | 1989-04-18 | Ionics, Incorporated | Acid efficient membrane for use in electrodialysis for recovery of acid |
| GB2483807A (en) * | 2007-01-26 | 2012-03-21 | Secr Defence | Anion exchange membranes |
| GB2483807B (en) * | 2007-01-26 | 2012-06-13 | Secr Defence | Anion exchange membranes |
| US20120220673A1 (en) * | 2007-01-26 | 2012-08-30 | The Secretary Of State For Defence | Anion exchange membranes |
Also Published As
| Publication number | Publication date |
|---|---|
| NL107956C (en) | 1964-04-15 |
| GB872217A (en) | 1961-07-05 |
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