DE2042523C3 - Verfahren zum Regenerieren von Edelmetall-Katalysatoren für die Wasserstoffperoxidsynthese nach dem Anthrachinonverfahren - Google Patents
Verfahren zum Regenerieren von Edelmetall-Katalysatoren für die Wasserstoffperoxidsynthese nach dem AnthrachinonverfahrenInfo
- Publication number
- DE2042523C3 DE2042523C3 DE2042523A DE2042523A DE2042523C3 DE 2042523 C3 DE2042523 C3 DE 2042523C3 DE 2042523 A DE2042523 A DE 2042523A DE 2042523 A DE2042523 A DE 2042523A DE 2042523 C3 DE2042523 C3 DE 2042523C3
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen peroxide
- hydrogenation
- working solution
- regeneration
- noble metal
- 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
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 title claims description 60
- 239000003054 catalyst Substances 0.000 title claims description 24
- 238000000034 method Methods 0.000 title claims description 16
- 230000008929 regeneration Effects 0.000 title claims description 11
- 238000011069 regeneration method Methods 0.000 title claims description 11
- 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 8
- 150000004056 anthraquinones Chemical class 0.000 title claims description 6
- 229910000510 noble metal Inorganic materials 0.000 title claims description 5
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 238000005984 hydrogenation reaction Methods 0.000 claims description 25
- 239000012224 working solution Substances 0.000 claims description 23
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 5
- 238000000605 extraction Methods 0.000 claims description 5
- 230000000737 periodic effect Effects 0.000 claims description 5
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 5
- 238000003795 desorption Methods 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- 229910052763 palladium Inorganic materials 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 2
- 230000000694 effects Effects 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- -1 anthraquinone compounds Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000003791 organic solvent mixture Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 230000007420 reactivation Effects 0.000 description 2
- 238000003809 water extraction Methods 0.000 description 2
- 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 1
- RKMPHYRYSONWOL-UHFFFAOYSA-N 1-ethyl-1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(CC)CCC2 RKMPHYRYSONWOL-UHFFFAOYSA-N 0.000 description 1
- PCFMUWBCZZUMRX-UHFFFAOYSA-N 9,10-Dihydroxyanthracene Chemical class C1=CC=C2C(O)=C(C=CC=C3)C3=C(O)C2=C1 PCFMUWBCZZUMRX-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical class [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000000254 damaging effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/90—Regeneration or reactivation
- B01J23/96—Regeneration or reactivation of catalysts comprising metals, oxides or hydroxides of the noble metals
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2042523A DE2042523C3 (de) | 1970-08-27 | 1970-08-27 | Verfahren zum Regenerieren von Edelmetall-Katalysatoren für die Wasserstoffperoxidsynthese nach dem Anthrachinonverfahren |
| FR7128473A FR2103541B1 (enExample) | 1970-08-27 | 1971-08-03 | |
| BE771774A BE771774A (fr) | 1970-08-27 | 1971-08-25 | Procede pour la regeneration de catalyseurs metalliques utilises dans la synthese du peroxyde d'hydrogene par le procede a l'anthraquinone |
| GB3991771A GB1348071A (en) | 1970-08-27 | 1971-08-25 | Hydrogen peroxide synthesis |
| AT751771A AT346278B (de) | 1970-08-27 | 1971-08-27 | Verfahren zum in situ-regenerieren von edelmetallkatalysatoren fuer die wasserstoffperoxidsynthese nach dem anthrachinonverfahren |
| US389543A US3887490A (en) | 1970-08-27 | 1973-08-20 | Process for regenerating noble metal catalyst for the synthesis of hydrogen peroxide according to the anthraquinone process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2042523A DE2042523C3 (de) | 1970-08-27 | 1970-08-27 | Verfahren zum Regenerieren von Edelmetall-Katalysatoren für die Wasserstoffperoxidsynthese nach dem Anthrachinonverfahren |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2042523A1 DE2042523A1 (de) | 1972-03-02 |
| DE2042523B2 DE2042523B2 (de) | 1973-04-26 |
| DE2042523C3 true DE2042523C3 (de) | 1979-09-13 |
Family
ID=5780879
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2042523A Expired DE2042523C3 (de) | 1970-08-27 | 1970-08-27 | Verfahren zum Regenerieren von Edelmetall-Katalysatoren für die Wasserstoffperoxidsynthese nach dem Anthrachinonverfahren |
Country Status (5)
| Country | Link |
|---|---|
| AT (1) | AT346278B (enExample) |
| BE (1) | BE771774A (enExample) |
| DE (1) | DE2042523C3 (enExample) |
| FR (1) | FR2103541B1 (enExample) |
| GB (1) | GB1348071A (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3998936A (en) | 1975-04-23 | 1976-12-21 | E. I. Du Pont De Nemours And Company | Process for regenerating hydrogenation catalyst activity in hydrogen peroxide synthesis |
| FI82669C (fi) * | 1989-01-27 | 1991-04-10 | Kemira Oy | Foerfarande foer framstaellning av vaeteperoxid. |
| FI94515B (fi) * | 1994-03-04 | 1995-06-15 | Finnish Chemicals Oy | Menetelmä hydrauskatalyytin reaktivoimiseksi |
| EP1350761A1 (de) * | 2002-03-28 | 2003-10-08 | Degussa AG | Verfahren zur Herstellung von Wasserstoffperoxid |
| CN111573628B (zh) * | 2020-04-01 | 2022-05-13 | 安徽泉盛化工有限公司 | 一种蒽醌法双氧水生产触媒再生循环过滤系统 |
-
1970
- 1970-08-27 DE DE2042523A patent/DE2042523C3/de not_active Expired
-
1971
- 1971-08-03 FR FR7128473A patent/FR2103541B1/fr not_active Expired
- 1971-08-25 BE BE771774A patent/BE771774A/xx unknown
- 1971-08-25 GB GB3991771A patent/GB1348071A/en not_active Expired
- 1971-08-27 AT AT751771A patent/AT346278B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ATA751771A (de) | 1978-03-15 |
| DE2042523B2 (de) | 1973-04-26 |
| GB1348071A (en) | 1974-03-13 |
| BE771774A (fr) | 1971-12-31 |
| AT346278B (de) | 1978-11-10 |
| FR2103541B1 (enExample) | 1974-04-26 |
| DE2042523A1 (de) | 1972-03-02 |
| FR2103541A1 (enExample) | 1972-04-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |