GB1308380A - Production of propylene oxide isopropanol and acetone - Google Patents
Production of propylene oxide isopropanol and acetoneInfo
- Publication number
- GB1308380A GB1308380A GB3546570A GB3546570A GB1308380A GB 1308380 A GB1308380 A GB 1308380A GB 3546570 A GB3546570 A GB 3546570A GB 3546570 A GB3546570 A GB 3546570A GB 1308380 A GB1308380 A GB 1308380A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetone
- propylene
- propylene oxide
- propane
- reaction
- 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
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 title abstract 11
- AMICEUKKSSPKRG-UHFFFAOYSA-N 2-methyloxirane;propan-2-ol Chemical compound CC(C)O.CC1CO1 AMICEUKKSSPKRG-UHFFFAOYSA-N 0.000 title 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 abstract 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- 239000001294 propane Substances 0.000 abstract 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 3
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 abstract 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 150000002696 manganese Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 230000007704 transition Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
- C07D301/06—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the liquid phase
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
- C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
-
- 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
- C07C45/33—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 CHx-moieties
-
- 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
- C07C45/33—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 CHx-moieties
- C07C45/34—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 CHx-moieties in unsaturated compounds
- C07C45/35—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 CHx-moieties in unsaturated compounds in propene or isobutene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/23—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
- C07C51/235—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1308380 Propylene oxide, isopropanol and acetone BADISCHE ANILIN- & SODAFABRIK AG 22 July 1970 [23 July 1969] 35465/70 Heading'C2C Propylene oxide, isopropanol and acetone are prepared continuously by reacting propylene and isobutyraldehyde with oxygen or a gas containing molecular oxygen in the liquid phase at elevated temperature and superatmospheric pressure, the reaction being carried out in the presence of 1-25% by weight of propane with respect to propylene and 90-99À5% of the recovered mixture of propylene and propane being returned to the reaction without separation of the propane. A catalyst may be used, e.g. a compound of a transition element, the cobalt and manganese salts of fatty acids being preferred. Preferably the reaction is carried out in an inert solvent, e.g. benzene, chlorobenzene, ethyl acetate, acetone and acetonitrile.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691937387 DE1937387A1 (en) | 1969-07-23 | 1969-07-23 | Process for the production of propylene oxide as well as isopropanol, acetone and isobutyric acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1308380A true GB1308380A (en) | 1973-02-21 |
Family
ID=5740631
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3546570A Expired GB1308380A (en) | 1969-07-23 | 1970-07-22 | Production of propylene oxide isopropanol and acetone |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE753746A (en) |
| DE (1) | DE1937387A1 (en) |
| FR (1) | FR2055356A5 (en) |
| GB (1) | GB1308380A (en) |
| NL (1) | NL7010727A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5466838A (en) * | 1991-10-30 | 1995-11-14 | Sumitomo Chemical Company, Limited | Process for producing epoxide |
| EP0916403A3 (en) * | 1997-11-05 | 1999-11-24 | Director-General Of The Agency Of Industrial Science And Technology | Catalyst for partial oxidation of hydrocarbon and process for preparation of oxygen-containing organic compound |
| JP3216268B2 (en) | 1991-10-30 | 2001-10-09 | 住友化学工業株式会社 | Epoxide manufacturing method |
-
1969
- 1969-07-23 DE DE19691937387 patent/DE1937387A1/en active Pending
-
1970
- 1970-07-20 NL NL7010727A patent/NL7010727A/xx unknown
- 1970-07-20 FR FR7026675A patent/FR2055356A5/fr not_active Expired
- 1970-07-22 GB GB3546570A patent/GB1308380A/en not_active Expired
- 1970-07-22 BE BE753746D patent/BE753746A/en unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5466838A (en) * | 1991-10-30 | 1995-11-14 | Sumitomo Chemical Company, Limited | Process for producing epoxide |
| JP3216268B2 (en) | 1991-10-30 | 2001-10-09 | 住友化学工業株式会社 | Epoxide manufacturing method |
| EP0916403A3 (en) * | 1997-11-05 | 1999-11-24 | Director-General Of The Agency Of Industrial Science And Technology | Catalyst for partial oxidation of hydrocarbon and process for preparation of oxygen-containing organic compound |
| US6124505A (en) * | 1997-11-05 | 2000-09-26 | Agency Of Industrial Science And Technology | Process for the partial oxidation of hydrocarbon and process for preparation of oxygen-containing organic compound |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2055356A5 (en) | 1971-05-07 |
| DE1937387A1 (en) | 1971-02-04 |
| NL7010727A (en) | 1971-01-26 |
| BE753746A (en) | 1971-01-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CSNS | Application of which complete specification have been accepted and published, but patent is not sealed |