DE2036553C3 - Verfahren zur Regenerierung von Aluminiumoxid - Google Patents
Verfahren zur Regenerierung von AluminiumoxidInfo
- Publication number
- DE2036553C3 DE2036553C3 DE2036553A DE2036553A DE2036553C3 DE 2036553 C3 DE2036553 C3 DE 2036553C3 DE 2036553 A DE2036553 A DE 2036553A DE 2036553 A DE2036553 A DE 2036553A DE 2036553 C3 DE2036553 C3 DE 2036553C3
- Authority
- DE
- Germany
- Prior art keywords
- regeneration
- working solution
- aluminum oxide
- anthraquinone
- water
- 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
- 238000000034 method Methods 0.000 title claims description 22
- 230000008929 regeneration Effects 0.000 title claims description 22
- 238000011069 regeneration method Methods 0.000 title claims description 22
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 title claims description 3
- 150000002118 epoxides Chemical class 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 14
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 14
- 239000012224 working solution Substances 0.000 claims description 14
- 239000000243 solution Substances 0.000 claims description 13
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 12
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 230000000694 effects Effects 0.000 claims description 9
- 150000004056 anthraquinones Chemical class 0.000 claims description 6
- 239000000047 product Substances 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000007857 degradation product Substances 0.000 claims description 2
- 150000002978 peroxides Chemical class 0.000 claims description 2
- 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 claims 5
- DNEHKUCSURWDGO-UHFFFAOYSA-N aluminum sodium Chemical compound [Na].[Al] DNEHKUCSURWDGO-UHFFFAOYSA-N 0.000 claims 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 238000005984 hydrogenation reaction Methods 0.000 claims 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 2
- 239000007789 gas Substances 0.000 claims 2
- 230000003647 oxidation Effects 0.000 claims 2
- 238000007254 oxidation reaction Methods 0.000 claims 2
- 238000001179 sorption measurement Methods 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 241000282320 Panthera leo Species 0.000 claims 1
- 150000008425 anthrones Chemical class 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 239000006227 byproduct Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 238000006731 degradation reaction Methods 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 230000008020 evaporation Effects 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 230000002045 lasting effect Effects 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000012074 organic phase Substances 0.000 claims 1
- 150000002927 oxygen compounds Chemical class 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 239000012670 alkaline solution Substances 0.000 description 3
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 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
- 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
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- JORLUGVBYJSSAW-UHFFFAOYSA-N 2-ethyl-1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1CC(CC)CC2 JORLUGVBYJSSAW-UHFFFAOYSA-N 0.000 description 1
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 238000000137 annealing Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/20—Regeneration or reactivation
-
- 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)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Epoxy Compounds (AREA)
- Compounds Of Alkaline-Earth Elements, Aluminum Or Rare-Earth Metals (AREA)
- Manufacture And Refinement Of Metals (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2036553A DE2036553C3 (de) | 1970-07-23 | 1970-07-23 | Verfahren zur Regenerierung von Aluminiumoxid |
| NLAANVRAGE7105887,A NL170235C (nl) | 1970-07-23 | 1971-04-29 | Werkwijze voor het regenereren van aluminiumoxyde, dat bij het antrachinonproces ter bereiding van waterstofperoxyde inactief is geworden. |
| ES390921A ES390921A1 (es) | 1970-07-23 | 1971-05-06 | Procedimiento para la regeneracion de oxido de aluminio. |
| FR7121314A FR2099532B1 (OSRAM) | 1970-07-23 | 1971-06-11 | |
| US00160510A US3780168A (en) | 1970-07-23 | 1971-07-07 | Process for the regeneration of aluminum oxide |
| BE770303A BE770303A (fr) | 1970-07-23 | 1971-07-20 | Procede pour le regeneration d'oxyde d'aluminium |
| SE7109386A SE377454B (OSRAM) | 1970-07-23 | 1971-07-21 | |
| AT639371A AT318549B (de) | 1970-07-23 | 1971-07-22 | Verfahren zur Regenerierung von Aluminiumoxyd |
| GB3468971A GB1345275A (en) | 1970-07-23 | 1971-07-23 | Process for regenerating aluminium oxide |
| CA118,973A CA961471A (en) | 1970-07-23 | 1971-07-23 | Process for regenerating aluminium oxide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2036553A DE2036553C3 (de) | 1970-07-23 | 1970-07-23 | Verfahren zur Regenerierung von Aluminiumoxid |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2036553A1 DE2036553A1 (de) | 1972-02-03 |
| DE2036553B2 DE2036553B2 (de) | 1974-12-19 |
| DE2036553C3 true DE2036553C3 (de) | 1975-07-24 |
Family
ID=5777631
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2036553A Expired DE2036553C3 (de) | 1970-07-23 | 1970-07-23 | Verfahren zur Regenerierung von Aluminiumoxid |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3780168A (OSRAM) |
| AT (1) | AT318549B (OSRAM) |
| BE (1) | BE770303A (OSRAM) |
| CA (1) | CA961471A (OSRAM) |
| DE (1) | DE2036553C3 (OSRAM) |
| ES (1) | ES390921A1 (OSRAM) |
| FR (1) | FR2099532B1 (OSRAM) |
| GB (1) | GB1345275A (OSRAM) |
| NL (1) | NL170235C (OSRAM) |
| SE (1) | SE377454B (OSRAM) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4046868A (en) * | 1973-09-26 | 1977-09-06 | E. I. Du Pont De Nemours And Company | Production of hydrogen peroxide |
| US4394302A (en) * | 1981-10-26 | 1983-07-19 | Union Oil Company Of California | Hydrodesulfurization catalyst on lithium-containing support and method for its preparation |
| GB8610442D0 (en) * | 1986-04-29 | 1986-06-04 | Shell Int Research | Regeneration of spent alumina-based catalysts |
| US5043518A (en) * | 1989-07-31 | 1991-08-27 | Exxon Chemical Patents Inc. | Process for regenerating a catalyst and resultant regenerated catalyst and production of olefins by catalytic ether decomposition using regenerated catalyst |
| US6180804B1 (en) | 1998-09-10 | 2001-01-30 | Fmc Corporation | Reversion of expoxide in the production of Hydrogen peroxide |
| JP5098215B2 (ja) * | 2006-05-01 | 2012-12-12 | 三菱瓦斯化学株式会社 | 水素化触媒の賦活方法およびそれを含む過酸化水素の製造方法 |
| CN112645372B (zh) * | 2021-01-19 | 2023-05-05 | 广西化工研究院有限公司 | 一种双氧水用废活性氧化铝再生剂回收利用的方法 |
| CN113289694B (zh) * | 2021-06-28 | 2023-04-28 | 广西田东达盛化工科技有限公司 | 对蒽醌法双氧水生产中钯催化剂进行再生的方法 |
| CN115475608B (zh) * | 2022-09-13 | 2024-12-10 | 中国计量大学 | 一种废弃氧化铝干燥剂低温浸渍原位再生方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2739875A (en) * | 1951-12-06 | 1956-03-27 | Du Pont | Regeneration of degraded alkylanthraquinone solutions for the production of hydrogen peroxide |
-
1970
- 1970-07-23 DE DE2036553A patent/DE2036553C3/de not_active Expired
-
1971
- 1971-04-29 NL NLAANVRAGE7105887,A patent/NL170235C/xx not_active IP Right Cessation
- 1971-05-06 ES ES390921A patent/ES390921A1/es not_active Expired
- 1971-06-11 FR FR7121314A patent/FR2099532B1/fr not_active Expired
- 1971-07-07 US US00160510A patent/US3780168A/en not_active Expired - Lifetime
- 1971-07-20 BE BE770303A patent/BE770303A/xx unknown
- 1971-07-21 SE SE7109386A patent/SE377454B/xx unknown
- 1971-07-22 AT AT639371A patent/AT318549B/de not_active IP Right Cessation
- 1971-07-23 GB GB3468971A patent/GB1345275A/en not_active Expired
- 1971-07-23 CA CA118,973A patent/CA961471A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE770303A (fr) | 1971-12-01 |
| NL170235B (nl) | 1982-05-17 |
| US3780168A (en) | 1973-12-18 |
| GB1345275A (en) | 1974-01-30 |
| FR2099532A1 (OSRAM) | 1972-03-17 |
| ES390921A1 (es) | 1973-06-01 |
| NL170235C (nl) | 1982-10-18 |
| DE2036553A1 (de) | 1972-02-03 |
| SE377454B (OSRAM) | 1975-07-07 |
| NL7105887A (OSRAM) | 1972-01-25 |
| CA961471A (en) | 1975-01-21 |
| AT318549B (de) | 1974-10-25 |
| DE2036553B2 (de) | 1974-12-19 |
| FR2099532B1 (OSRAM) | 1975-04-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |