DE1925034A1 - Verfahren zur Herstellung von Wasserstoffperoxyd - Google Patents
Verfahren zur Herstellung von WasserstoffperoxydInfo
- Publication number
- DE1925034A1 DE1925034A1 DE19691925034 DE1925034A DE1925034A1 DE 1925034 A1 DE1925034 A1 DE 1925034A1 DE 19691925034 DE19691925034 DE 19691925034 DE 1925034 A DE1925034 A DE 1925034A DE 1925034 A1 DE1925034 A1 DE 1925034A1
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- hydrogenation
- working solution
- hydrogen peroxide
- working
- 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 48
- 238000000034 method Methods 0.000 title claims description 27
- 230000008569 process Effects 0.000 title claims description 21
- 238000004519 manufacturing process Methods 0.000 title description 7
- 239000003054 catalyst Substances 0.000 claims description 59
- 238000005984 hydrogenation reaction Methods 0.000 claims description 44
- 239000012224 working solution Substances 0.000 claims description 37
- 239000001257 hydrogen Substances 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 239000000945 filler Substances 0.000 claims description 16
- 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 description 15
- 150000004056 anthraquinones Chemical class 0.000 claims description 15
- 239000002245 particle Substances 0.000 claims description 14
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 10
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical class [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 18
- 239000007857 degradation product Substances 0.000 description 13
- 230000003647 oxidation Effects 0.000 description 11
- 238000007254 oxidation reaction Methods 0.000 description 11
- 239000000243 solution Substances 0.000 description 9
- 239000003921 oil Substances 0.000 description 8
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 7
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 230000003197 catalytic effect Effects 0.000 description 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 239000008346 aqueous phase Substances 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 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 3
- 238000004090 dissolution Methods 0.000 description 3
- 229910000514 dolomite Inorganic materials 0.000 description 3
- 239000010459 dolomite Substances 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- QNLZIZAQLLYXTC-UHFFFAOYSA-N 1,2-dimethylnaphthalene Chemical compound C1=CC=CC2=C(C)C(C)=CC=C21 QNLZIZAQLLYXTC-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- HHUIAYDQMNHELC-UHFFFAOYSA-N [O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O HHUIAYDQMNHELC-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 2
- 239000001095 magnesium carbonate Substances 0.000 description 2
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 2
- 239000000395 magnesium oxide Substances 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- 239000006199 nebulizer Substances 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- OTBHDFWQZHPNPU-UHFFFAOYSA-N 1,2,3,4-tetrahydroanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1CCCC2 OTBHDFWQZHPNPU-UHFFFAOYSA-N 0.000 description 1
- PXLXSNXYTNRKFR-UHFFFAOYSA-N 6-ethyl-1,2,3,4-tetrahydroanthracene-9,10-dione Chemical compound O=C1C2=CC(CC)=CC=C2C(=O)C2=C1CCCC2 PXLXSNXYTNRKFR-UHFFFAOYSA-N 0.000 description 1
- 238000004438 BET method Methods 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 240000007313 Tilia cordata Species 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- RHZUVFJBSILHOK-UHFFFAOYSA-N anthracen-1-ylmethanolate Chemical compound C1=CC=C2C=C3C(C[O-])=CC=CC3=CC2=C1 RHZUVFJBSILHOK-UHFFFAOYSA-N 0.000 description 1
- 239000003830 anthracite Substances 0.000 description 1
- -1 anthraquinone compounds Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052593 corundum Inorganic materials 0.000 description 1
- 239000010431 corundum Substances 0.000 description 1
- DCZFGQYXRKMVFG-UHFFFAOYSA-N cyclohexane-1,4-dione Chemical compound O=C1CCC(=O)CC1 DCZFGQYXRKMVFG-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- IQDXNHZDRQHKEF-UHFFFAOYSA-N dialuminum;dicalcium;dioxido(oxo)silane Chemical compound [Al+3].[Al+3].[Ca+2].[Ca+2].[O-][Si]([O-])=O.[O-][Si]([O-])=O.[O-][Si]([O-])=O.[O-][Si]([O-])=O.[O-][Si]([O-])=O IQDXNHZDRQHKEF-UHFFFAOYSA-N 0.000 description 1
- WMWXXXSCZVGQAR-UHFFFAOYSA-N dialuminum;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3] WMWXXXSCZVGQAR-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004049 embossing Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 235000009569 green tea Nutrition 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 150000004680 hydrogen peroxides Chemical class 0.000 description 1
- 238000001427 incoherent neutron scattering Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002681 magnesium compounds Chemical class 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 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
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- 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)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Devices And Processes Conducted In The Presence Of Fluids And Solid Particles (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72956168A | 1968-05-16 | 1968-05-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1925034A1 true DE1925034A1 (de) | 1969-12-04 |
Family
ID=24931599
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691925034 Pending DE1925034A1 (de) | 1968-05-16 | 1969-05-16 | Verfahren zur Herstellung von Wasserstoffperoxyd |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3565581A (enExample) |
| JP (1) | JPS4934320B1 (enExample) |
| AT (1) | AT286234B (enExample) |
| BE (1) | BE732242A (enExample) |
| BR (1) | BR6908465D0 (enExample) |
| DE (1) | DE1925034A1 (enExample) |
| ES (1) | ES367290A0 (enExample) |
| FR (1) | FR2008639A1 (enExample) |
| GB (1) | GB1227047A (enExample) |
| NL (1) | NL6907516A (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0230971A3 (en) * | 1986-01-29 | 1989-09-06 | Henkel Kommanditgesellschaft Auf Aktien | Process for the continuous heterogeneous catalytic hydrogenation of fats, fatty acids and fatty-acid derivatives |
| FR2642413A1 (fr) * | 1989-01-27 | 1990-08-03 | Kemira Oy | Procede pour la preparation de peroxyde d'hydrogene ii |
| DE4029784A1 (de) * | 1989-09-22 | 1991-04-04 | Kemira Oy | Wasserstoffperoxid-herstellungsverfahren |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4428922A (en) | 1982-05-14 | 1984-01-31 | Fmc Corporation | Process for manufacturing hydrogen peroxide |
| US4514376A (en) * | 1984-04-19 | 1985-04-30 | Fmc Corporation | Pregeneration of tetrahydroanthraquinones in a make-up solution to be added to a hydrogen peroxide working solution |
| US4539196A (en) * | 1984-04-19 | 1985-09-03 | Fmc Corporation | Process for hydrogenating an alkylated anthraquinone |
| FI82669C (fi) * | 1989-01-27 | 1991-04-10 | Kemira Oy | Foerfarande foer framstaellning av vaeteperoxid. |
| FI95457C (fi) * | 1994-03-15 | 1996-02-12 | Kemira Chemicals Oy | Menetelmä vetyperoksidin valmistamiseksi ja siinä käytettävä reaktori |
| FR2755121B1 (fr) * | 1996-10-25 | 1998-12-18 | Rhodia Chimie Sa | Procede de regeneration des derives de l'anthraquinone au cours du procede de synthese de l'eau oxygenee |
| US6180804B1 (en) | 1998-09-10 | 2001-01-30 | Fmc Corporation | Reversion of expoxide in the production of Hydrogen peroxide |
| EP1350761A1 (de) * | 2002-03-28 | 2003-10-08 | Degussa AG | Verfahren zur Herstellung von Wasserstoffperoxid |
| CA2620353C (en) * | 2005-08-31 | 2013-05-28 | Fmc Corporation | Auto-oxidation production of hydrogen peroxide via oxidation in a microreactor |
| US7547430B2 (en) * | 2005-08-31 | 2009-06-16 | Fmc Corporation | Auto-oxidation production of hydrogen peroxide via hydrogenation in a microreactor |
| CN103769180B (zh) * | 2012-10-24 | 2015-09-02 | 中国石油化工股份有限公司 | 一种蒽醌加氢催化剂及其制备方法和应用 |
| CN115990434B (zh) * | 2021-10-19 | 2024-11-01 | 中国石油化工股份有限公司 | 一种丙烷脱氢反应器及生产丙烯的方法 |
-
1968
- 1968-05-16 US US729561A patent/US3565581A/en not_active Expired - Lifetime
-
1969
- 1969-04-28 BE BE732242D patent/BE732242A/xx unknown
- 1969-04-30 BR BR208465/69A patent/BR6908465D0/pt unknown
- 1969-05-06 GB GB1227047D patent/GB1227047A/en not_active Expired
- 1969-05-06 FR FR6914499A patent/FR2008639A1/fr not_active Withdrawn
- 1969-05-09 AT AT445569A patent/AT286234B/de not_active IP Right Cessation
- 1969-05-14 JP JP44036646A patent/JPS4934320B1/ja active Pending
- 1969-05-16 ES ES367290A patent/ES367290A0/es active Pending
- 1969-05-16 DE DE19691925034 patent/DE1925034A1/de active Pending
- 1969-05-16 NL NL6907516A patent/NL6907516A/xx unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0230971A3 (en) * | 1986-01-29 | 1989-09-06 | Henkel Kommanditgesellschaft Auf Aktien | Process for the continuous heterogeneous catalytic hydrogenation of fats, fatty acids and fatty-acid derivatives |
| FR2642413A1 (fr) * | 1989-01-27 | 1990-08-03 | Kemira Oy | Procede pour la preparation de peroxyde d'hydrogene ii |
| DE4029784A1 (de) * | 1989-09-22 | 1991-04-04 | Kemira Oy | Wasserstoffperoxid-herstellungsverfahren |
| DE4029784C2 (de) * | 1989-09-22 | 1999-07-22 | Kemira Oy | Wasserstoffperoxid-Herstellungsverfahren |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1227047A (enExample) | 1971-03-31 |
| AT286234B (de) | 1970-11-25 |
| BE732242A (enExample) | 1969-10-01 |
| JPS4934320B1 (enExample) | 1974-09-13 |
| ES367290A0 (es) | 1971-04-01 |
| US3565581A (en) | 1971-02-23 |
| BR6908465D0 (pt) | 1973-01-04 |
| NL6907516A (enExample) | 1969-11-18 |
| FR2008639A1 (enExample) | 1970-01-23 |
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