DE1667665A1 - Kreislaufverfahren zur Wasserstoffperoxydherstellung - Google Patents
Kreislaufverfahren zur WasserstoffperoxydherstellungInfo
- Publication number
- DE1667665A1 DE1667665A1 DE19681667665 DE1667665A DE1667665A1 DE 1667665 A1 DE1667665 A1 DE 1667665A1 DE 19681667665 DE19681667665 DE 19681667665 DE 1667665 A DE1667665 A DE 1667665A DE 1667665 A1 DE1667665 A1 DE 1667665A1
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen peroxide
- acetate
- isomer
- isomers
- circulation process
- 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 23
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 150000004056 anthraquinones Chemical class 0.000 claims description 6
- 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 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- AKIIJALHGMKJEJ-UHFFFAOYSA-N (2-methylcyclohexyl) acetate Chemical compound CC1CCCCC1OC(C)=O AKIIJALHGMKJEJ-UHFFFAOYSA-N 0.000 claims description 4
- -1 aliphatic ester Chemical class 0.000 claims description 3
- 238000000605 extraction Methods 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 claims description 2
- 150000002978 peroxides Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 230000007062 hydrolysis Effects 0.000 description 8
- 238000006460 hydrolysis reaction Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- IMXBRVLCKXGWSS-UHFFFAOYSA-N methyl 2-cyclohexylacetate Chemical compound COC(=O)CC1CCCCC1 IMXBRVLCKXGWSS-UHFFFAOYSA-N 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 230000008901 benefit Effects 0.000 description 6
- MQWCXKGKQLNYQG-UHFFFAOYSA-N 4-methylcyclohexan-1-ol Chemical compound CC1CCC(O)CC1 MQWCXKGKQLNYQG-UHFFFAOYSA-N 0.000 description 5
- 238000011109 contamination Methods 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 4
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000006286 aqueous extract Substances 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- PCFMUWBCZZUMRX-UHFFFAOYSA-N 9,10-Dihydroxyanthracene Chemical compound C1=CC=C2C(O)=C(C=CC=C3)C3=C(O)C2=C1 PCFMUWBCZZUMRX-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- WUOFAZKBVWWYER-UHFFFAOYSA-N anthracene-9,10-dione;hydrogen peroxide Chemical compound OO.C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 WUOFAZKBVWWYER-UHFFFAOYSA-N 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229930003836 cresol Natural products 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- YBCVMFKXIKNREZ-UHFFFAOYSA-N acoh acetic acid Chemical compound CC(O)=O.CC(O)=O YBCVMFKXIKNREZ-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- HPXRVTGHNJAIIH-PTQBSOBMSA-N cyclohexanol Chemical class O[13CH]1CCCCC1 HPXRVTGHNJAIIH-PTQBSOBMSA-N 0.000 description 1
- FXKHUBNHBYCRNH-UHFFFAOYSA-N cyclohexylmethyl acetate Chemical compound CC(=O)OCC1CCCCC1 FXKHUBNHBYCRNH-UHFFFAOYSA-N 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000012492 regenerant Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 230000035943 smell Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000012808 vapor phase 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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR91764A FR1516938A (fr) | 1967-01-19 | 1967-01-19 | Perfectionnement au procédé cyclique de fabrication de peroxyde d'hydrogène |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1667665A1 true DE1667665A1 (de) | 1971-07-15 |
Family
ID=8624097
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681667665 Pending DE1667665A1 (de) | 1967-01-19 | 1968-01-17 | Kreislaufverfahren zur Wasserstoffperoxydherstellung |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE709430A (enrdf_load_stackoverflow) |
| BR (1) | BR6896340D0 (enrdf_load_stackoverflow) |
| CH (1) | CH494706A (enrdf_load_stackoverflow) |
| DE (1) | DE1667665A1 (enrdf_load_stackoverflow) |
| ES (1) | ES349155A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1516938A (enrdf_load_stackoverflow) |
| GB (1) | GB1211572A (enrdf_load_stackoverflow) |
| NL (1) | NL6800664A (enrdf_load_stackoverflow) |
| SE (1) | SE340442B (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001043784A2 (en) * | 1999-12-13 | 2001-06-21 | Haarmann & Reimer Gmbh | Odor neutralizers |
| GB0414597D0 (en) * | 2004-06-30 | 2004-08-04 | Univ Belfast | Ionic liquids, method of their production and process for generating hydrogen peroxide |
-
1967
- 1967-01-19 FR FR91764A patent/FR1516938A/fr not_active Expired
-
1968
- 1968-01-05 CH CH13868A patent/CH494706A/fr not_active IP Right Cessation
- 1968-01-11 ES ES349155A patent/ES349155A1/es not_active Expired
- 1968-01-16 NL NL6800664A patent/NL6800664A/xx unknown
- 1968-01-16 BE BE709430D patent/BE709430A/xx not_active IP Right Cessation
- 1968-01-17 BR BR19634068A patent/BR6896340D0/pt unknown
- 1968-01-17 DE DE19681667665 patent/DE1667665A1/de active Pending
- 1968-01-18 SE SE64968A patent/SE340442B/xx unknown
- 1968-01-19 GB GB310868A patent/GB1211572A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH494706A (fr) | 1970-08-15 |
| NL6800664A (enrdf_load_stackoverflow) | 1968-07-22 |
| GB1211572A (en) | 1970-11-11 |
| BE709430A (enrdf_load_stackoverflow) | 1968-07-16 |
| SE340442B (enrdf_load_stackoverflow) | 1971-11-22 |
| ES349155A1 (es) | 1969-04-01 |
| BR6896340D0 (pt) | 1973-01-02 |
| FR1516938A (fr) | 1968-02-05 |
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