DE2218126C2 - - Google Patents
Info
- Publication number
- DE2218126C2 DE2218126C2 DE2218126A DE2218126A DE2218126C2 DE 2218126 C2 DE2218126 C2 DE 2218126C2 DE 2218126 A DE2218126 A DE 2218126A DE 2218126 A DE2218126 A DE 2218126A DE 2218126 C2 DE2218126 C2 DE 2218126C2
- Authority
- DE
- Germany
- Prior art keywords
- exchanger
- styrene
- exchangers
- anion
- density
- 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
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 19
- 150000001450 anions Chemical class 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 17
- 229920001577 copolymer Polymers 0.000 claims description 14
- 238000005576 amination reaction Methods 0.000 claims description 7
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 description 14
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 13
- 150000002500 ions Chemical class 0.000 description 13
- 239000004793 Polystyrene Substances 0.000 description 9
- 229910052801 chlorine Inorganic materials 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 125000001309 chloro group Chemical group Cl* 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 125000003580 L-valyl group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(C([H])([H])[H])(C([H])([H])[H])[H] 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 3
- ISRGONDNXBCDBM-UHFFFAOYSA-N 2-chlorostyrene Chemical compound ClC1=CC=CC=C1C=C ISRGONDNXBCDBM-UHFFFAOYSA-N 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 230000008929 regeneration Effects 0.000 description 3
- 238000011069 regeneration method Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- IWTYTFSSTWXZFU-UHFFFAOYSA-N 3-chloroprop-1-enylbenzene Chemical compound ClCC=CC1=CC=CC=C1 IWTYTFSSTWXZFU-UHFFFAOYSA-N 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- -1 Chloromethyl compound Chemical class 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003245 coal Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 125000001188 haloalkyl group Chemical group 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000012492 regenerant Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 description 1
- YMOONIIMQBGTDU-UHFFFAOYSA-N 2-bromoethenylbenzene Chemical compound BrC=CC1=CC=CC=C1 YMOONIIMQBGTDU-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 238000005349 anion exchange Methods 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000005465 channeling Effects 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 238000007265 chloromethylation reaction Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- 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
- B01J41/00—Anion exchange; Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/08—Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/12—Macromolecular compounds
- B01J41/14—Macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2265467A DE2265467C3 (de) | 1972-04-14 | 1972-04-14 | Verwendung von Ionenaustauschern hoher Dichte in kontinuierlichen Ionenaustausch-Verfahren |
| DE2218126A DE2218126A1 (de) | 1972-04-14 | 1972-04-14 | Ionenaustauscher hoher dichte auf basis nichtionisch substituierter styrol/ divinylbenzol-copolymerisate |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2265467A DE2265467C3 (de) | 1972-04-14 | 1972-04-14 | Verwendung von Ionenaustauschern hoher Dichte in kontinuierlichen Ionenaustausch-Verfahren |
| DE2218126A DE2218126A1 (de) | 1972-04-14 | 1972-04-14 | Ionenaustauscher hoher dichte auf basis nichtionisch substituierter styrol/ divinylbenzol-copolymerisate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2218126A1 DE2218126A1 (de) | 1973-10-18 |
| DE2218126C2 true DE2218126C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1987-11-05 |
Family
ID=32509350
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2265467A Expired DE2265467C3 (de) | 1972-04-14 | 1972-04-14 | Verwendung von Ionenaustauschern hoher Dichte in kontinuierlichen Ionenaustausch-Verfahren |
| DE2218126A Granted DE2218126A1 (de) | 1972-04-14 | 1972-04-14 | Ionenaustauscher hoher dichte auf basis nichtionisch substituierter styrol/ divinylbenzol-copolymerisate |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2265467A Expired DE2265467C3 (de) | 1972-04-14 | 1972-04-14 | Verwendung von Ionenaustauschern hoher Dichte in kontinuierlichen Ionenaustausch-Verfahren |
Country Status (1)
| Country | Link |
|---|---|
| DE (2) | DE2265467C3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2740534A1 (de) * | 1977-09-08 | 1979-03-29 | Permutit Gmbh | Verfahren zur herstellung von ionenaustauschern fuer kontinuierliche ionenaustauschverfahren und ionenaustauscher hierfuer |
| US4321331A (en) * | 1978-11-06 | 1982-03-23 | The Dow Chemical Company | High density ion exchange resins from haloalkylated aromatic polymer |
| DE2946039A1 (de) * | 1979-11-14 | 1981-05-21 | Uranium Pechiney Ugine Kuhlmann, Paris | Ionenaustauscherharze erhoehter dichte und ihre herstellung |
| US4399235A (en) | 1981-05-11 | 1983-08-16 | The Dow Chemical Company | High density ion exchange resins |
| EP0502619B1 (en) * | 1991-03-07 | 1997-01-08 | The Dow Chemical Company | Oxidation-resistant cation-exchange resins |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2366007A (en) * | 1942-08-11 | 1944-12-26 | Gen Electric | Production of synthetic polymeric compositions comprising sulphonated polymerizates of poly-vinyl aryl compounds and treatment of liquid media therewith |
| US2645621A (en) * | 1949-09-24 | 1953-07-14 | Koppers Co Inc | Sulfonated aromatic hydrocarbonaliphatic polyene hydrocarbon ion-exchange resins |
| US2628193A (en) | 1949-09-24 | 1953-02-10 | Koppers Co Inc | Ion-exchange resins |
| NL97922C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1955-05-09 | |||
| DE1010738B (de) * | 1955-09-17 | 1957-06-19 | Permutit Ag | Verfahren zur Chlormethylierung hochmolekularer aromatischer Verbindungen |
| DE1063381B (de) * | 1955-11-23 | 1959-08-13 | Permutit Ag | Verfahren zur Herstellung von Anionenaustauschern |
| US3122514A (en) | 1958-09-26 | 1964-02-25 | Diamond Alkali Co | Ion exchange resins and method of preparation thereof |
| US3256250A (en) | 1961-09-26 | 1966-06-14 | Socony Mobil Oil Co Inc | Sulfonated ion exchange resin having an electronegative no2 substituent |
-
1972
- 1972-04-14 DE DE2265467A patent/DE2265467C3/de not_active Expired
- 1972-04-14 DE DE2218126A patent/DE2218126A1/de active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE2265467C3 (de) | 1985-04-18 |
| DE2265467B1 (de) | 1980-04-30 |
| DE2218126A1 (de) | 1973-10-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OI | Miscellaneous see part 1 | ||
| OI | Miscellaneous see part 1 | ||
| AH | Division in |
Ref country code: DE Ref document number: 2265467 Format of ref document f/p: P |
|
| 8127 | New person/name/address of the applicant |
Owner name: DUOLITE INTERNATIONAL S.A., VITRY-SUR-SEINE, FR |
|
| 8128 | New person/name/address of the agent |
Representative=s name: SCHWABE, H., DIPL.-ING. SANDMAIR, K., DIPL.-CHEM. |
|
| AH | Division in |
Ref country code: DE Ref document number: 2265467 Format of ref document f/p: P |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition |