GB726925A - Improvements in cation-exchange resins - Google Patents
Improvements in cation-exchange resinsInfo
- Publication number
- GB726925A GB726925A GB1273952A GB1273952A GB726925A GB 726925 A GB726925 A GB 726925A GB 1273952 A GB1273952 A GB 1273952A GB 1273952 A GB1273952 A GB 1273952A GB 726925 A GB726925 A GB 726925A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ester
- halo
- acid
- groups
- methyl
- 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
- 239000003729 cation exchange resin Substances 0.000 title abstract 2
- 229940023913 cation exchange resins Drugs 0.000 title abstract 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- 229920001577 copolymer Polymers 0.000 abstract 3
- 125000004970 halomethyl group Chemical group 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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- HXGDTGSAIMULJN-UHFFFAOYSA-N acenaphthylene Chemical compound C1=CC(C=C2)=C3C2=CC=CC3=C1 HXGDTGSAIMULJN-UHFFFAOYSA-N 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 1
- ZRZHXNCATOYMJH-UHFFFAOYSA-N 1-(chloromethyl)-4-ethenylbenzene Chemical compound ClCC1=CC=C(C=C)C=C1 ZRZHXNCATOYMJH-UHFFFAOYSA-N 0.000 abstract 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 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 abstract 1
- CWRYPZZKDGJXCA-UHFFFAOYSA-N acenaphthalene Natural products C1=CC(CC2)=C3C2=CC=CC3=C1 CWRYPZZKDGJXCA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000011324 bead Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003431 cross linking reagent Substances 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical class [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- IVGOMMXQETYVHQ-UHFFFAOYSA-N potassium dimethyl phosphite Chemical compound [K+].P(OC)(OC)[O-] IVGOMMXQETYVHQ-UHFFFAOYSA-N 0.000 abstract 1
- OOOMJUWLDGPXEO-UHFFFAOYSA-N potassium;dibutyl phosphite Chemical class [K+].CCCCOP([O-])OCCCC OOOMJUWLDGPXEO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- BYMVZHORNHZYPQ-UHFFFAOYSA-N sodium;diethyl phosphite Chemical compound [Na+].CCOP([O-])OCC BYMVZHORNHZYPQ-UHFFFAOYSA-N 0.000 abstract 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 abstract 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical class CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/40—Introducing phosphorus atoms or phosphorus-containing groups
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Cation-exchange resins are made by introducing phosphonic acid groups into a halomethylated copolymer of a compound containing one double bond and a cross-linking agent, preferably in bead form, by reacting the halo-methyl groups with an ester or partial ester of phosphorous acid and hydrolysing the phosphonic ester groups. The copolymer may be formed from a monomer containing a halo-methyl group, e.g. p-chloromethyl styrene, or it may be after-treated with a halo-methyl ester in the presence of a Friedel-Crafts catalyst such as aluminium chloride in the presence of ethylene dichloride. Preferred copolymers are those of styrene and/or acenaphthalene and divinyl benzene. Suitable phosphorous esters are trimethyl and triethyl phosphites, sodium diethyl phosphite, potassium dimethyl phosphite and sodium and potassium dibutyl phosphites. Hydrolysis may be effected by heating with acid or alkali in aqueous or non-aqueous solution, e.g. concentrated hydrochloric acid and alcoholic potassium hydroxide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1273952A GB726925A (en) | 1952-05-20 | 1952-05-20 | Improvements in cation-exchange resins |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1273952A GB726925A (en) | 1952-05-20 | 1952-05-20 | Improvements in cation-exchange resins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB726925A true GB726925A (en) | 1955-03-23 |
Family
ID=10010216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1273952A Expired GB726925A (en) | 1952-05-20 | 1952-05-20 | Improvements in cation-exchange resins |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB726925A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3027226A (en) * | 1957-09-12 | 1962-03-27 | Abitibi Power & Paper Co | Recovery of base from waste liquor |
| US4324917A (en) * | 1980-08-28 | 1982-04-13 | Texaco Inc. | Preparation of polyalkylene polyamines |
| US4394524A (en) * | 1981-08-31 | 1983-07-19 | Air Products And Chemicals, Inc. | Preparation of polyalkylene polyamines from ammonia, alkyleneamine, and alkanolamine |
| US4894407A (en) * | 1983-08-26 | 1990-01-16 | University Of Utah | Composition for extracting gold and silver anions from alkaline solutions and processes for making same |
| CN116120561A (en) * | 2022-12-26 | 2023-05-16 | 宁波争光树脂有限公司 | Phosphoric acid resin and preparation method thereof |
-
1952
- 1952-05-20 GB GB1273952A patent/GB726925A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3027226A (en) * | 1957-09-12 | 1962-03-27 | Abitibi Power & Paper Co | Recovery of base from waste liquor |
| US4324917A (en) * | 1980-08-28 | 1982-04-13 | Texaco Inc. | Preparation of polyalkylene polyamines |
| US4394524A (en) * | 1981-08-31 | 1983-07-19 | Air Products And Chemicals, Inc. | Preparation of polyalkylene polyamines from ammonia, alkyleneamine, and alkanolamine |
| US4894407A (en) * | 1983-08-26 | 1990-01-16 | University Of Utah | Composition for extracting gold and silver anions from alkaline solutions and processes for making same |
| CN116120561A (en) * | 2022-12-26 | 2023-05-16 | 宁波争光树脂有限公司 | Phosphoric acid resin and preparation method thereof |
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