DE1808156A1 - Verfahren zur Entfernung von Schwermetallionen aus wasserfreien,starken organischen Saeuren - Google Patents
Verfahren zur Entfernung von Schwermetallionen aus wasserfreien,starken organischen SaeurenInfo
- Publication number
- DE1808156A1 DE1808156A1 DE19681808156 DE1808156A DE1808156A1 DE 1808156 A1 DE1808156 A1 DE 1808156A1 DE 19681808156 DE19681808156 DE 19681808156 DE 1808156 A DE1808156 A DE 1808156A DE 1808156 A1 DE1808156 A1 DE 1808156A1
- Authority
- DE
- Germany
- Prior art keywords
- acid
- acids
- anhydrous
- metal ions
- acetic
- 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.)
- Granted
Links
- 150000002500 ions Chemical class 0.000 title claims description 14
- 238000000034 method Methods 0.000 title claims description 9
- 229910001385 heavy metal Inorganic materials 0.000 title claims description 8
- 150000007524 organic acids Chemical class 0.000 title claims description 7
- 235000005985 organic acids Nutrition 0.000 title claims description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 45
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 10
- 150000007513 acids Chemical class 0.000 claims description 8
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims description 8
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 claims description 6
- 239000003729 cation exchange resin Substances 0.000 claims description 4
- 229940023913 cation exchange resins Drugs 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 230000004913 activation Effects 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 229960005215 dichloroacetic acid Drugs 0.000 claims description 3
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 235000011054 acetic acid Nutrition 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- 150000008064 anhydrides Chemical class 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 5
- 229910052802 copper Inorganic materials 0.000 description 5
- 239000010949 copper Substances 0.000 description 5
- 238000010494 dissociation reaction Methods 0.000 description 4
- 230000005593 dissociations Effects 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- -1 alkali metal ionone Chemical class 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910021645 metal ion Inorganic materials 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- YZUPZGFPHUVJKC-UHFFFAOYSA-N 1-bromo-2-methoxyethane Chemical compound COCCBr YZUPZGFPHUVJKC-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000001243 acetic acids Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- MONMFXREYOKQTI-UHFFFAOYSA-N 2-bromopropanoic acid Chemical compound CC(Br)C(O)=O MONMFXREYOKQTI-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 239000011260 aqueous acid Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229920001429 chelating resin Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 229930002839 ionone Natural products 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 239000012457 nonaqueous media Substances 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- 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
- B01J39/04—Processes using organic exchangers
- B01J39/05—Processes using organic exchangers in the strongly acidic form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681808156 DE1808156A1 (de) | 1968-11-09 | 1968-11-09 | Verfahren zur Entfernung von Schwermetallionen aus wasserfreien,starken organischen Saeuren |
| NL6916294A NL6916294A (enExample) | 1968-11-09 | 1969-10-29 | |
| SE15335/69A SE367392B (enExample) | 1968-11-09 | 1969-11-07 | |
| BE741497D BE741497A (enExample) | 1968-11-09 | 1969-11-10 | |
| GB54895/69A GB1253607A (en) | 1968-11-09 | 1969-11-10 | Process for removing heavy metal ions from anhydrous strong organic acids |
| FR6938740A FR2022981A1 (enExample) | 1968-11-09 | 1969-11-12 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681808156 DE1808156A1 (de) | 1968-11-09 | 1968-11-09 | Verfahren zur Entfernung von Schwermetallionen aus wasserfreien,starken organischen Saeuren |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1808156A1 true DE1808156A1 (de) | 1970-06-11 |
| DE1808156C DE1808156C (enExample) | 1973-05-24 |
Family
ID=5712959
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681808156 Granted DE1808156A1 (de) | 1968-11-09 | 1968-11-09 | Verfahren zur Entfernung von Schwermetallionen aus wasserfreien,starken organischen Saeuren |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE741497A (enExample) |
| DE (1) | DE1808156A1 (enExample) |
| FR (1) | FR2022981A1 (enExample) |
| GB (1) | GB1253607A (enExample) |
| NL (1) | NL6916294A (enExample) |
| SE (1) | SE367392B (enExample) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1196019B (de) * | 1961-12-04 | 1965-07-01 | Armel Monnier | Verbindung von Teilen von Kunststoff-spannbaendern |
| DE1214477B (de) * | 1960-05-20 | 1966-04-14 | Giuseppe Stradella | Verschluss fuer Klemmringe, Reifen od. dgl. |
| DE1241671B (de) * | 1962-03-23 | 1967-06-01 | Jurid Werke Gmbh | Schlauchklemme |
| FR2197640A1 (enExample) * | 1972-09-05 | 1974-03-29 | Rohm & Haas | |
| EP0196442A3 (en) * | 1985-03-28 | 1987-11-19 | Unima Maschinenbau Gmbh | Pipe clamp |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54133495A (en) * | 1978-04-10 | 1979-10-17 | Asahi Chem Ind Co Ltd | Recovering method for liquid phase oxidation catalyst |
| DE3826572A1 (de) * | 1988-08-04 | 1990-02-08 | Hoechst Ag | Verfahren zur herstellung von hochreinem 5,5'-(2,2,2-trifluor-1-(trifluormethyl) -ethyliden) bis-1,3-isobenzofurandion, verwendung des verfahrensproduktes zur herstellung von polyimiden sowie deren verwendung in der mikroelektronik |
| GB9122168D0 (en) * | 1991-10-18 | 1991-11-27 | Bp Chem Int Ltd | Process |
| FR2710058B1 (fr) * | 1993-06-21 | 1995-10-20 | Dufour Claude | Procédé de préparation de sels organiques de cuivre et de zinc de haute pureté. |
-
1968
- 1968-11-09 DE DE19681808156 patent/DE1808156A1/de active Granted
-
1969
- 1969-10-29 NL NL6916294A patent/NL6916294A/xx not_active Application Discontinuation
- 1969-11-07 SE SE15335/69A patent/SE367392B/xx unknown
- 1969-11-10 BE BE741497D patent/BE741497A/xx unknown
- 1969-11-10 GB GB54895/69A patent/GB1253607A/en not_active Expired
- 1969-11-12 FR FR6938740A patent/FR2022981A1/fr not_active Withdrawn
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1214477B (de) * | 1960-05-20 | 1966-04-14 | Giuseppe Stradella | Verschluss fuer Klemmringe, Reifen od. dgl. |
| DE1196019B (de) * | 1961-12-04 | 1965-07-01 | Armel Monnier | Verbindung von Teilen von Kunststoff-spannbaendern |
| DE1241671B (de) * | 1962-03-23 | 1967-06-01 | Jurid Werke Gmbh | Schlauchklemme |
| FR2197640A1 (enExample) * | 1972-09-05 | 1974-03-29 | Rohm & Haas | |
| EP0196442A3 (en) * | 1985-03-28 | 1987-11-19 | Unima Maschinenbau Gmbh | Pipe clamp |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6916294A (enExample) | 1970-05-12 |
| GB1253607A (en) | 1971-11-17 |
| FR2022981A1 (enExample) | 1970-08-07 |
| BE741497A (enExample) | 1970-05-11 |
| SE367392B (enExample) | 1974-05-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SH | Request for examination between 03.10.1968 and 22.04.1971 | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| EHJ | Ceased/non-payment of the annual fee |