DE1132548B - Verfahren zur Regenerierung der zur Herstellung von Wasserstoffperoxyd nach dem Anthrachinonverfahren verwendeten Kreislaufloesung - Google Patents
Verfahren zur Regenerierung der zur Herstellung von Wasserstoffperoxyd nach dem Anthrachinonverfahren verwendeten KreislaufloesungInfo
- Publication number
- DE1132548B DE1132548B DEK43024A DEK0043024A DE1132548B DE 1132548 B DE1132548 B DE 1132548B DE K43024 A DEK43024 A DE K43024A DE K0043024 A DEK0043024 A DE K0043024A DE 1132548 B DE1132548 B DE 1132548B
- Authority
- DE
- Germany
- Prior art keywords
- anthraquinone
- solution
- hydrogen peroxide
- regeneration
- quinone
- 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.)
- Pending
Links
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 title claims description 22
- 238000000034 method Methods 0.000 title claims description 19
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title claims description 13
- 150000004056 anthraquinones Chemical class 0.000 title claims description 9
- 230000008929 regeneration Effects 0.000 title claims description 7
- 238000011069 regeneration method Methods 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000007800 oxidant agent Substances 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 3
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 229920003002 synthetic resin Polymers 0.000 claims 1
- 239000000057 synthetic resin Substances 0.000 claims 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 32
- 239000000243 solution Substances 0.000 description 22
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000012224 working solution Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 6
- -1 alkyl anthraquinone Chemical class 0.000 description 6
- 150000001450 anions Chemical class 0.000 description 5
- BGJQNPIOBWKQAW-UHFFFAOYSA-N 1-tert-butylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)(C)C BGJQNPIOBWKQAW-UHFFFAOYSA-N 0.000 description 4
- 150000001768 cations Chemical class 0.000 description 4
- 238000005984 hydrogenation reaction Methods 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 150000004053 quinones Chemical class 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- OTBHDFWQZHPNPU-UHFFFAOYSA-N 1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1CCCC2 OTBHDFWQZHPNPU-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 239000003957 anion exchange resin Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 1
- HSKPJQYAHCKJQC-UHFFFAOYSA-N 1-ethylanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CC HSKPJQYAHCKJQC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012492 regenerant Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010626 work up procedure Methods 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B15/00—Peroxides; Peroxyhydrates; Peroxyacids or salts thereof; Superoxides; Ozonides
- C01B15/01—Hydrogen peroxide
- C01B15/022—Preparation from organic compounds
- C01B15/023—Preparation from organic compounds by the alkyl-anthraquinone process
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL123981D NL123981C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1961-02-27 | ||
| DEK43024A DE1132548B (de) | 1961-02-27 | 1961-02-27 | Verfahren zur Regenerierung der zur Herstellung von Wasserstoffperoxyd nach dem Anthrachinonverfahren verwendeten Kreislaufloesung |
| CH148062A CH420081A (de) | 1961-02-27 | 1962-02-07 | Verfahren zur Regenerierung der zur Herstellung von Wasserstoffperoxyd nach dem Anthrachinonverfahren verwendeten Kreislauflösung |
| US175388A US3247228A (en) | 1961-02-27 | 1962-02-21 | Regeneration of degraded anthraquinone working solution by treatment with an ion exchange resin |
| SE2172/62A SE300205B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1961-02-27 | 1962-02-27 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEK43024A DE1132548B (de) | 1961-02-27 | 1961-02-27 | Verfahren zur Regenerierung der zur Herstellung von Wasserstoffperoxyd nach dem Anthrachinonverfahren verwendeten Kreislaufloesung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1132548B true DE1132548B (de) | 1962-07-05 |
Family
ID=7222972
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEK43024A Pending DE1132548B (de) | 1961-02-27 | 1961-02-27 | Verfahren zur Regenerierung der zur Herstellung von Wasserstoffperoxyd nach dem Anthrachinonverfahren verwendeten Kreislaufloesung |
Country Status (5)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2261894A1 (de) * | 1971-12-20 | 1973-06-28 | Laporte Industries Ltd | Verfahren zur wiedergewinnung von im kreisprozess zur herstellung von wasserstoffperoxid abgebauten chinonen |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4824609A (en) * | 1988-01-07 | 1989-04-25 | Fmc Corporation | Process for purifying a working compound |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2842563A (en) * | 1954-09-28 | 1958-07-08 | Du Pont | Purification of 2-t-butylanthraquinone |
| GB798237A (en) * | 1956-01-27 | 1958-07-16 | Du Pont | Improvements in or relating to the production of hydrogen peroxide |
| US2940987A (en) * | 1957-05-24 | 1960-06-14 | Du Pont | Regeneration of degraded anthraquinone working solutions used for producing hydrogen peroxide |
-
0
- NL NL123981D patent/NL123981C/xx active
-
1961
- 1961-02-27 DE DEK43024A patent/DE1132548B/de active Pending
-
1962
- 1962-02-07 CH CH148062A patent/CH420081A/de unknown
- 1962-02-21 US US175388A patent/US3247228A/en not_active Expired - Lifetime
- 1962-02-27 SE SE2172/62A patent/SE300205B/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2261894A1 (de) * | 1971-12-20 | 1973-06-28 | Laporte Industries Ltd | Verfahren zur wiedergewinnung von im kreisprozess zur herstellung von wasserstoffperoxid abgebauten chinonen |
Also Published As
| Publication number | Publication date |
|---|---|
| NL123981C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1900-01-01 |
| SE300205B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1968-04-22 |
| CH420081A (de) | 1966-09-15 |
| US3247228A (en) | 1966-04-19 |
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