GB2116177A - A method for purifying acetone - Google Patents
A method for purifying acetone Download PDFInfo
- Publication number
- GB2116177A GB2116177A GB08305008A GB8305008A GB2116177A GB 2116177 A GB2116177 A GB 2116177A GB 08305008 A GB08305008 A GB 08305008A GB 8305008 A GB8305008 A GB 8305008A GB 2116177 A GB2116177 A GB 2116177A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetone
- alkali
- crude
- present
- crude acetone
- 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.)
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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
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/85—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Crude acetone is purified by treatment of crude acetone, obtained from a reaction solution after decomposition of an aromatic compound having a 2-hydroperoxy-2- propyl group, with hydrogen peroxide and an alkali.
Description
SPECIFICATION
A method for purifying acetone
The present invention relates to a method for purifying acetone, and more particularly, to a method for purifying crude acetone which comprises treatment of crude acetone obtained from a reaction solution after decomposition of an aromatic compound having a 2hydroperoxy-2-propyl group, with hydrogen peroxide and an alkali.
As a method for purifying acetone produced through a hydroperoxide, there is conventionally well known a method in which crude acetone is brought into contact with an alkali.
This method is one in which crude acetone is treated with an alkali, and after neutralizing the alkali, acetone is recovered by rectification. By This alkali treatment, however, fully satisfactory results are not sometimes obtained in the potassium permanganate test (JIS K-i 503) required by the quality standard of acetone, and therefore, there has been a demand for an effective method for purifying crude acetone by which high-quality acetone can be obtained more certainly.
The present invention solves such problem on acetone purification, and provides a method for recovering acetone free from problems of quality more certainly.
The crude acetone produced through a hydroperoxide refers to acetone obtained by decomposing aromatic compounds having a 2hydroperoxy-2-propyl group, such as for example cumene hydroperoxide, cymene hydroperoxide, diisopropylbenzene mono- (or di-) hydroperoxide and isopropylnaphthalene hydroperoxide, with various catalysts (decomposition catalysts for hydroperoxides such as sulfuric acid, sulfuric anhydride, perchloric acid, sulfur, sulfur-containing compounds, ionexchange resins, solid acid catalysts, etc.), and recovering the formed acetone from the reaction solution by distillation or the like. The acetone thus obtained contains, in addition to acetone, some kinds of impurities having a boiling point close to that of acetone, although their amount is small.Consequently, the quality of the acetone generally does not reach a level passing the potassium permanganate test for examining the quality of acetone by a mere distillation treatment. As substances which cause the acetone not to pass the potassium permanganate test, there are known aldehydes, for example acetaldehyde, which are impurities contained in the crude acetone. These aldehydes, when the crude acetone is alkali-treated for contact with an alkali, change to high-boiling substances by aldol condensation, and therefore, they can be separated and removed by the subsequent rectification. But impurities in addition to these aldehydes are also present in the crude acetone, because of which it sometimes occurred that high-quality acetone was not obtained even by the alkali treatment to fail in the potassium permanganate test.The present invention provides a novel treating method for further ensuring the purification of crude acetone which is easy to fail in the potassium permanganate test because the object of purification to produce high-quality acetone cannot sufficiently be attained by a mere normal alkali treatment. Specifically, the present invention provides a treating method characters ized in that an alkali and hydrogen peroxide are used in combination.
That is, the present invention provides a method for purifying acetone characterized in that, in the course of recovery and purification steps for acetone produced through a hydroperoxide, a step is included in which the crude acetone is brought into contact with an alkaline substance and hydrogen peroxide in the presence of water.
The crude acetone to be treated in the present invention is one produced through a hydroperoxide and then recovered, and if it is contaminated with not only impurities removable by the treatment of the present invention according to the recovery method for crude acetone, but also other impurities (e.g. cumene, cymene), or if it contains water, salts, inorganic substances, etc., the effect of the present invention can be expected.
As the alkali used together with hydrogen peroxide in the present invention, there are given for example sodium hydroxide, potassium hydroxide, sodium salts, potassium salts, etc. The amount of the alkali used is preferably 0.01 to 5% by weight based on pure acetone in the crude acetone. In the treatment of the present invention,
In the treatment of the present invention, the coexistence of water in the treating system is preferred, and it is suitable that the amount of coexisting water is 10 to 50% by weight based on pure acetone in the crude acetone present in the treating system.
It is suitable that the amount of hydrogen peroxide characterizing the present invention is 0.001 to 1% by weight based on pure acetone in the crude acetone. Hydrogen peroxide used may be any of high-concentration products and low-concentration ones.
The effect of the present invention can be expected if the treatment of the present invention is carried out by either a batch-wise or a continuous method. The treatment of the present invention may be carried out independently before or after the alkali treatment of acetone which has so far been carried out.
Since, however, the treatment of the present invention is also carried out in the coexistence of the alkali, it may be said to be efficient to carry out said treatment simultaneously with the alkali treatment. In this case, supply of hydrogen peroxide needs not be carried out simultaneously with that of the alkali and water, and for example, when the alkali treatment is carried out by the 2-stage continuous technique, hydrogen peroxide may be supplied to the second stage.
The treatment of the present invention is generally carried out in a range of 0 C to 100"C, but it is preferably carried out in a range of 30"C to 70"C.
After the treatment of the present invention has been applied (when further purification treatments such as alkali treatment are to be applied, after these treatments have been applied), when the alkali component remains, it is neutralized or removed with an acidic substance, and then purfication is applied to recover the distillate of high-quality acetone.
As described in detail in the examples described later, with the conventionally wellknown alkali treatment, the rectified and recovered acetone shows fading in a short time by the potassium permanganate test, while when the alkali treatment is applied in the presence of hydrogen peroxide according to the present invention, the acetone recovered after rectification shows no fading for not less than 2 hours by the potassium permanganate test, which shows that extremely high-quality acetone has been obtained. What the substance is, which cannot be removed by the conventionally well-known alkali treatment, but can be removed by the practice of the present invention (or removed by modification and the subsequent rectification), is not known, but it may be assumed to be one of those to which a sulfur-containing compound such as mercaptan is also related.
Next, the present invention will be illustrated with reference to the following examples, but it is not to be interpreted as being limited to the examples alone. ("Part" in the examples means part by weight, and "%" means % by weight).
Example 1
To 100 parts of crude acetone (acetone content, 98%), as obtained through the following treatments, decomposition of the methyl isobutyl ketone solution of m- and pdiisopropylbenzene dihydroperoxides with sulfuric acid as catalyst, neutralization, separation, rectification and recovery of ketones, and rectification and separation of methyl isobutyl ketone, were added 20 parts of a 0.5% aqueous sodium hydroxide solution and 0.1 part of a 30% aqueous hydrogen peroxide.
After thorough stirring at 50"C for 10 minutes, the reaction solution was neutralized to a pH of 7 with a dilute sulfuric acid and rectified to recover 93 parts of the distillate of purified acetone. This purified acetone showed no fading for not less than 2 hours by the pottasium permanganate test (JIS K1503).
Example 2
To 100 parts of crude acetone (acetone content, 95%), as obtained by the following treatments, decompositions of the oxidation solution of cymene containing a major amount of cymene hydroperoxide with sulfuric acid as catalyst, neutralization, separation and rectification, were added 1 5 parts of a 1% aqueous sodium hydroxide solution and 0.2 part of a 30% aqueous hydrogen peroxide. After thorough stirring at 50"C for 10 minutes, the reaction solution was neutralized to a pH of 7 with a dilute sulfuric acid and rectified to recover 90 parts of the distillate of purified acetone. This purified acetone showed no fading for not less than 2 hours by the potassium permanganate test (JIS K-i 503).
Comparative Example 1
To 100 parts of the same crude acetone as in Example 1 was added 20 parts of a 0.5% aqueous sodium hydroxide solution, and after thorough stirring at 50"C for 10 minutes, the reaction solution was neutralized to a pH of 7 with a dilute sulfuric acid and rectified to recover 93 parts of the distillate of purified acetone. This purified acetone showed fading within 1 5 minutes by the potassium permanganate test (JIS K-l 503).
Claims (9)
1. A method for purifying crude acetone which comprises treating crude acetone, obtained from a reaction solution following decomposition of an aromatic compound having a 2-hydroperoxy-2-propyl group, with hydrogen peroxide and an alkali.
2. A method according to claim 1, carried out at 0 to 100"C.
3. A method according to claim 2, carried out at 30 to 70"C.
4. A method according to claim 1, 2 or 3 wherein 0.001 to 1% by weight of hydrogen peroxide is used based on pure acetone in the crude acetone.
5. A method according to any one of the preceding claims wherein the alkali is sodium hydroxide, potassium hydroxide, a sodium salt or a potassium salt.
6. A method according to any one of the preceding claims, wherein 0.01 to 5% by weight of alkali is used based on pure acetone in the crude acetone.
7. A method according to any one of the preceding claims wherein water is coexistent with the crude acetone.
8. A method according to claim 7, wherein 10 to 50% by weight of water is present based on pure acetone in the crude acetone.
9. A method according to claim 1 substantially as hereinbefore described with reference to Example 1 or 2.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57030222A JPS58146529A (en) | 1982-02-25 | 1982-02-25 | Purification of acetone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB8305008D0 GB8305008D0 (en) | 1983-03-30 |
| GB2116177A true GB2116177A (en) | 1983-09-21 |
Family
ID=12297686
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB08305008A Withdrawn GB2116177A (en) | 1982-02-25 | 1983-02-23 | A method for purifying acetone |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS58146529A (en) |
| DE (1) | DE3305954A1 (en) |
| FR (1) | FR2521988A1 (en) |
| GB (1) | GB2116177A (en) |
| IT (1) | IT1164589B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001030735A1 (en) * | 1999-10-22 | 2001-05-03 | General Electric Company | Method for purifying acetone |
| WO2001053242A1 (en) * | 2000-01-19 | 2001-07-26 | Sunoco, Inc. (R & M) | Method for purification of acetone |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN119841722B (en) * | 2023-10-18 | 2025-12-30 | 中国石油化工股份有限公司 | Ultra-pure high-purity acetone, its preparation method and its application |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1287253A (en) * | 1961-04-27 | 1962-03-09 | It Resine Soc | Method of purification of acetone obtained by acid dissociation of cumene hydroperoxide |
-
1982
- 1982-02-25 JP JP57030222A patent/JPS58146529A/en active Granted
-
1983
- 1983-02-21 DE DE19833305954 patent/DE3305954A1/en not_active Withdrawn
- 1983-02-22 IT IT47756/83A patent/IT1164589B/en active
- 1983-02-22 FR FR8302841A patent/FR2521988A1/en not_active Withdrawn
- 1983-02-23 GB GB08305008A patent/GB2116177A/en not_active Withdrawn
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001030735A1 (en) * | 1999-10-22 | 2001-05-03 | General Electric Company | Method for purifying acetone |
| US6340777B1 (en) | 1999-10-22 | 2002-01-22 | General Electric Company | Method for purifying acetone |
| KR100738718B1 (en) | 1999-10-22 | 2007-07-12 | 제너럴 일렉트릭 캄파니 | Acetone Purification Method |
| WO2001053242A1 (en) * | 2000-01-19 | 2001-07-26 | Sunoco, Inc. (R & M) | Method for purification of acetone |
| US6303826B1 (en) | 2000-01-19 | 2001-10-16 | Sunoco, Inc. (R&M) | Method for purification of acetone |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3305954A1 (en) | 1983-09-01 |
| IT8347756A1 (en) | 1984-08-22 |
| IT8347756A0 (en) | 1983-02-22 |
| GB8305008D0 (en) | 1983-03-30 |
| JPH0330584B2 (en) | 1991-04-30 |
| IT1164589B (en) | 1987-04-15 |
| JPS58146529A (en) | 1983-09-01 |
| FR2521988A1 (en) | 1983-08-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |