GB871830A - Method for the simultaneous production of hydrogen peroxide and carbonyl compounds - Google Patents
Method for the simultaneous production of hydrogen peroxide and carbonyl compoundsInfo
- Publication number
- GB871830A GB871830A GB106358A GB106358A GB871830A GB 871830 A GB871830 A GB 871830A GB 106358 A GB106358 A GB 106358A GB 106358 A GB106358 A GB 106358A GB 871830 A GB871830 A GB 871830A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen peroxide
- titanium dioxide
- carbonyl compound
- reaction
- alcohol
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/37—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
- C07C45/39—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups being a secondary hydroxyl group
-
- 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
- C01B15/026—Preparation from organic compounds from alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/37—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
- C07C45/38—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups being a primary hydroxyl group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Hydrogen peroxide is produced together with a carbonyl compound by the oxidation of a primary or secondary alcohol in the liquid phase with an oxygen-containing gas in the presence of titanium dioxide and ultraviolet light having a wave lenght of 3000-4000 A, e.g. as produced by a mercury lamp. The alcohol may be an aliphatic, aromatic, or hydroaromatic alcohol, e.g. ethanol, isopropanol, benzyl alcohol, or cyclohexanol. Less than 10%, e.g. 1%, of titanium dioxide may be employed. The temperature of reaction may be 50-150 DEG C. The oxygen partial pressure is preferably above 100 mm. of Hg., and may for example be 2 atmos. The reaction vessel may be of glass, aluminium, an alloy of aluminium, tin, porcelain, or another material coated with one of said materials or enamel or a resin. The process may be carried out continuously or intermittently in a reaction vessel provided with reflux condenser and stirrer. Alternatively the reactants and titanium dioxide may be passed continuously through a quartz tube irradiated with ultra-violet light. The concentration of the hydrogen peroxide produced is preferably below 25%. The titanium dioxide may be removed from the reaction products by centrifuging, filtering, or settling. The hydrogen peroxide and carbonyl compound may be separated by fractional distillation, precipitation of the hydrogen peroxide as a metal peroxide, solvent extraction of the carbonyl compound, or by forming an addition compound of the carbonyl compound. In the examples (a) isopropanol and (b) cyclohexanol are treated according to the process claimed to give hydrogen peroxide and (a) acetone and (b) cyclohexanone respectively. In Example 2 a method of separating the acetone from the reaction product is given in which the product is diluted with water containing sodium pyrophosphate and 8-oxyquinoline and the acetone is separated from the resulting mixture by vacuum distillation.ALSO:Hydrogen peroxide is produced together with a carbonyl compound by the oxidation of a primary or secondary alcohol in the liquid phase with an oxygen-containing gas in the presence of titanium dioxide and ultraviolet light having a wavelength of 3000-4000 A, e.g. as produced by a mercury lamp. The alcohol may be an aliphatic, aromatic, or hydroaromatic alcohol, e.g. ethanol, isopropanol, benzyl alcohol, cyclohexanol, benzhydrol, or a -1,2,3,4-tetrahydronaphthol. Less than 10%, e.g. 1%, of titanium dioxide may be employed. The temperature of reaction may be 50-150 DEG C. The oxygen partial pressure is preferably above 100 mm. Hg., and may for example be 2 atmos. The reaction vessel may be of glass, aluminium, an alloy of aluminium, tin, porcelain, or another material coated with one of said materials or enamel or a resin. The process may be carried out continuously or intermittently in a reaction vessel provided with reflux condenser and stirrer. Alternatively the reactants and titanium dioxide may be passed continuously through a quartz tube irradiated with ultraviolet light. The concentration of the hydrogen peroxide produced is preferably below 25%. The titanium dioxide may be removed from the reaction products by centrifuging, filtering, or settling. The hydrogen peroxide and carbonyl compound may be separated by fractional distillation, precipitation of the hydrogen peroxide as a metal peroxide, solvent extraction of the carbonyl compound, or by forming an addition compound of the carbonyl compound. Three examples specifying conditions of reaction are given. According to Example 2, the liquid reaction product is diluted with half its volume of an aqueous solution of sodium pyrophosphate and 8-oxyquinoline, and acetone and isopropanol removed by vacuum distillation leaving a 25% solution of hydrogen peroxide. According to Example 3, the liquid reaction product is diluted with an equal volume of benzene, the hydrogen peroxide is extracted with 0.2 vols. of water giving an 8.5% aqueous solution, and the cyclohexanone also produced is extracted with a 5% aqueous solution of sodium bisulphite and recovered by the addition of potassium carbonate. The unreacted cyclohexanol is recovered from the benzene by distillation.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB106358A GB871830A (en) | 1958-01-10 | 1958-01-10 | Method for the simultaneous production of hydrogen peroxide and carbonyl compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB106358A GB871830A (en) | 1958-01-10 | 1958-01-10 | Method for the simultaneous production of hydrogen peroxide and carbonyl compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB871830A true GB871830A (en) | 1961-07-05 |
Family
ID=9715531
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB106358A Expired GB871830A (en) | 1958-01-10 | 1958-01-10 | Method for the simultaneous production of hydrogen peroxide and carbonyl compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB871830A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4302435A (en) * | 1980-09-22 | 1981-11-24 | E. I. Du Pont De Nemours And Company | Hydrogenation of a diarylketone to a diarylmethanol |
US4897252A (en) * | 1989-01-10 | 1990-01-30 | Arco Chemical Technology, Inc. | Production of hydrogen peroxide |
US4897085A (en) * | 1989-01-10 | 1990-01-30 | Arco Chemical Technology, Inc. | Recovery of hydrogen peroxide |
CN115259099A (en) * | 2022-06-13 | 2022-11-01 | 四川大学 | Preparation of H2O2Photochemical synthesis method of |
-
1958
- 1958-01-10 GB GB106358A patent/GB871830A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4302435A (en) * | 1980-09-22 | 1981-11-24 | E. I. Du Pont De Nemours And Company | Hydrogenation of a diarylketone to a diarylmethanol |
US4897252A (en) * | 1989-01-10 | 1990-01-30 | Arco Chemical Technology, Inc. | Production of hydrogen peroxide |
US4897085A (en) * | 1989-01-10 | 1990-01-30 | Arco Chemical Technology, Inc. | Recovery of hydrogen peroxide |
CN115259099A (en) * | 2022-06-13 | 2022-11-01 | 四川大学 | Preparation of H2O2Photochemical synthesis method of |
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