CN110981712B - Method for purifying chromatographically pure acetone - Google Patents
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- CN110981712B CN110981712B CN201911037738.4A CN201911037738A CN110981712B CN 110981712 B CN110981712 B CN 110981712B CN 201911037738 A CN201911037738 A CN 201911037738A CN 110981712 B CN110981712 B CN 110981712B
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- 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
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- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
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- C07—ORGANIC CHEMISTRY
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- 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
- C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
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- 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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Abstract
The invention relates to a method for purifying chromatographically pure acetone, which comprises the following steps: (1) Removing unsaturated hydrocarbon impurities such as diisopropylbenzene and the like in the acetone raw material by utilizing the adsorption filtration of a modified zeolite molecular sieve; (2) Adsorbing and removing acidic impurities such as phenol and the like in the acetone raw material by using a modified graphene material; (3) Oxidizing isopropanol and other alcohol impurities in the acetone into ketones by an IBX oxidant; (4) Adsorbing and removing trace metal ion impurities in the acetone by using a chitosan hydrogel composite adsorbent; then drying, rectifying, filtering, filling nitrogen and filling. The invention uses chitosan hydrogel as a trace metal adsorbent, adopts IBX oxidant, adds proper hydrogen peroxide as oxidant, utilizes the characteristic that the oxidant preferentially oxidizes acrolein to generate acrylic acid, and removes acrolein impurities through rectification to obtain a chromatographic acetone product with the purity of more than or equal to 99.9 percent, wherein the water content can reach less than 0.1 percent, the purity is more than 99.9 percent, and the yield is more than or equal to 93 percent.
Description
Technical Field
The invention belongs to the field of chemical reagents, relates to a purification technology, and particularly relates to a method for purifying chromatographically pure acetone.
Background
Acetone is a very common high-purity solvent and has the advantages of being colorless and stable in chemical performance; the acetone has good solubility, and is mainly used for producing epoxy resin, polycarbonate, organic glass, medicines, pesticides and the like. Is also a good solvent, and is used for paint, adhesive, steel cylinder acetylene, etc. Also can be used as diluent, cleaning agent and extracting agent.
At present, acetone is widely applied in the industries of paint, fuel, medicine, chemical industry and the like. The production method of acetone mainly comprises an isopropanol method, an isopropyl benzene method, a fermentation method, an acetylene hydration method, a direct propylene oxidation method and the like, and the industrial production of acetone mainly comprises the isopropyl benzene method. Most acetone is a by-product of phenol production and is one of the products after cumene oxidation. Therefore, the acetone raw material often contains impurities such as phenol, aldehydes, cumene and the like, and the standard of chromatographic purity of acetone (99.8%) cannot be achieved by a general treatment method. However, the related explanation on the further purification method of the high-purity acetone in China is less, so the invention aims to provide a purification method of the chromatographic pure acetone.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides a purification method for obtaining chromatographically pure acetone with the purity of more than or equal to 99.9 percent and the yield of more than or equal to 93 percent.
The technical problem to be solved by the invention is realized by adopting the following technical scheme:
a method for purifying chromatographically pure acetone comprises the following steps:
(1) A first adsorption step: adsorbing and filtering by using a modified zeolite molecular sieve to remove unsaturated hydrocarbon impurities such as diisopropylbenzene and the like in the acetone raw material;
(2) And (2) an adsorption step II: adsorbing and removing acidic impurities such as phenol and the like in the acetone raw material by using a modified graphene material;
(3) And (3) oxidation: isopropanol and other alcohol impurities in acetone are oxidized into ketones by IBX oxidant, so that the recovery rate of acetone can be improved, and a part of alcohol impurities with similar boiling points can be removed;
(4) Removing trace metals: adsorbing and removing trace metal ion impurities in the acetone by using a chitosan hydrogel composite adsorbent;
(5) And (3) drying: drying and dehydrating the acetone sample solution without trace metal impurities through an anhydrous calcium chloride drying column;
(6) And (3) rectification: removing acrolein in acetone by adding hydrogen peroxide as an oxidant, and removing other impurities with larger boiling point difference with acetone by rectification;
(7) Filtering, filling nitrogen and filling.
And in the first adsorption step, acetone raw material with the purity of 99.5 percent is injected into a modified zeolite molecular sieve adsorption column for adsorption and filtration to remove unsaturated hydrocarbon impurities in the acetone raw material, the adsorption flow rate is controlled to be 100-500 mL/min, the height of the modified zeolite molecular sieve adsorption column is 1.6m, the diameter of the modified zeolite molecular sieve adsorption column is 10cm, the volume of the zeolite molecular sieve accounts for 1/2 of the volume of the adsorption column, and the modification process of the zeolite molecular sieve comprises the following steps: zeolite molecular sieve utilizing Cu (NO) 3 ) 2 Soaking in water solution for modification, soaking for 4-6 hr, heating at 120 deg.c for drying, and roasting at 350-400 deg.c for 4-6 hr.
And in the second adsorption step, the acetone sample solution after adsorption and impurity removal is injected into a modified graphene material for adsorption and filtration, so that acidic impurities such as phenol and the like in the acetone sample solution are removed. Controlling the adsorption flow rate to be 100-500 mL/min, wherein the height of the modified graphene adsorption column is 1.6m, the diameter of the modified graphene adsorption column is 15cm, the adsorption material accounts for 2/3 of the adsorption column, the modified graphene material is a porous aminated graphene oxide-based material, ethylenediamine, diethylenetriamine and polyethyleneimine are used as a polyamine-based compound as a surface modifier, graphene oxide is used as a carrier, and the surface amino functionalized porous adsorption material is prepared by ultrasonic treatment through a grafting method.
And in the oxidation step, the acetone sample liquid after adsorption and filtration is pumped into an oxidation reaction kettle, IBX oxidant is added according to the mass of the acetone sample liquid, the addition amount accounts for 0.3-0.8 percent of the mass ratio of the acetone sample liquid, heat is conducted by utilizing heat conduction oil, the process conditions of 100-150 ℃ of heat conduction oil, 2:1-8 of reflux ratio and the like are controlled, and 55-60 ℃ of fraction is collected.
And (4) pumping the acetone sample liquid after the oxidative distillation into a chitosan hydrogel composite adsorption column to adsorb and remove trace metal ion impurities in the acetone, and controlling the adsorption flow rate to be 50-300 mL/min.
And in the step (5), the acetone sample solution without trace metal impurities is dried and dehydrated through an anhydrous calcium chloride drying column, and the adsorption flow rate is controlled to be 50-300 mL/min.
And (6) putting the dried acetone sample liquid into a rectifying still, adding 30% of hydrogen peroxide solution into the rectifying still, wherein the adding amount accounts for 0.03-0.05% of the mass ratio of the acetone sample liquid, controlling the heating temperature of the rectifying still to be 100-150 ℃, the top temperature of the rectifying still to be 55-58 ℃ and the reflux ratio to be 5:1-8.
And (7) circularly filtering the acetone finished product through a 0.1-0.22 micron wafer film or a folded filter element of PTFE or PVDF, filtering to remove impurities with larger ions, inspecting the filtered acetone finished product, and filling the acetone finished product with a full-automatic nitrogen filling and filling integrated machine after the acetone finished product is detected to be qualified, thus obtaining the chromatographic pure acetone reagent.
Moreover, the preparation method of the chitosan hydrogel adsorption column comprises the following steps: 600g of hydroxyapatite, 450g of graphene oxide and 450g of chitosan are weighed and mixed to serve as a raw material carrier, after the mixture is stirred and mixed uniformly, a cross-linking agent genipin and a reducing agent sodium chemoresistor are slowly dripped, chitosan cross-linking and sodium ascorbate and graphene oxide reduction are carried out simultaneously through genipin, and the high-strength three-dimensional composite hydrogel is prepared through self-assembly.
The invention has the advantages and positive effects that:
1. the invention adopts the chitosan hydrogel as the trace metal adsorbent, and the molecules of the modified substance of the chitosan hydrogel contain a large amount of amino and hydroxyl, so that the chitosan hydrogel has extremely strong chelation effect on metal ions and has extremely good adsorption effect on the metal ions. The process of the hydrogel for adsorbing the metal ions is mainly chemical adsorption and assisted physical adsorption, wherein functional groups such as hydroxyl, carboxyl, amino, sulfonic acid and the like and the metal ions have ion exchange and chelation effects, and various metal ions are enriched, separated or recovered. Adsorption may also be dependent on the three-dimensional network structure of the hydrogel. The method greatly reduces energy consumption in the impurity removal process, and is economical and environment-friendly.
2. The IBX oxidant is adopted in the invention, the chemical name is 2-iodoxybenzoic acid, the IBX oxidant is a very good selective oxidant, and under the room temperature condition, IBX can oxidize various types of alcohols into corresponding aldehydes or ketones, so that the yield is high, and the operation is convenient. The oxidant has good selectivity, can oxidize isopropanol impurities in acetone into acetone, improves the yield of the acetone, can react at normal temperature, and has mild reaction and high safety.
3. The zeolite molecular sieve of the invention is composed of structural units of silicon-oxygen tetrahedron and aluminum-oxygen tetrahedron, a plurality of cavities with the same size are arranged in the structure, and a plurality of micropores with the same diameter are connected in the middle of the cavities to form uniform pore channels with the size of the order of the diameter of the molecule, so that the zeolite with different pore diameters can be used for screening molecules with different sizes. The zeolite molecular sieve adsorption has the advantages of selective adsorption and high-efficiency adsorption, and has the defects of slow adsorption efficiency, poor adsorption effect and the like due to limited pore size, and the modified zeolite molecular sieve increases the specific surface area and pore solvent of the adsorption material and greatly enhances the adsorption effect.
4. The acrolein and acetone have similar molecular weight, ketone and aldehyde functional groups and very similar boiling points, are difficult to separate when being detected and analyzed by HPLC, and are very separated by a common rectification method.
5. The method is scientific and reasonable, innovatively utilizes chitosan hydrogel as a trace metal adsorbent, adopts IBX oxidant, adds a proper amount of hydrogen peroxide as oxidant, utilizes the characteristic that the oxidant preferentially oxidizes the acrolein into the acrylic acid, and removes the acrolein impurities through the rectification process to obtain the chromatographic acetone product with the purity of more than or equal to 99.9 percent, wherein the water content can reach less than 0.1 percent, the purity is more than 99.9 percent, and the yield is more than or equal to 93 percent.
Detailed Description
The present invention will be further described by the following specific examples, which are illustrative only and not intended to be limiting, and the scope of the present invention is not limited thereby.
Example 1
A method for purifying chromatographically pure acetone comprises the following steps:
(1) A first adsorption step: the acetone raw material is injected into a modified zeolite molecular sieve adsorption column for adsorption and filtration, and the adsorption flow rate is controlled to be 100-500 mL/min.
(2) And (2) an adsorption step II: and pumping the acetone sample liquid subjected to adsorption and impurity removal into a modified graphene material for adsorption and filtration, and controlling the adsorption flow rate to be 100-500 mL/min.
(3) And (3) oxidation: pumping the acetone sample liquid after adsorption and filtration into an oxidation reaction kettle, adding IBX oxidant according to the mass ratio of 0.3-0.8% of the acetone sample liquid, controlling the process conditions of heat conduction oil temperature of 100-150 ℃, reflux ratio of 2:1-8 and the like, and collecting 55-60 ℃ fraction.
(4) And (3) adsorption step three: and pumping the acetone sample liquid after the oxidative distillation into a chitosan hydrogel composite adsorption column for adsorption, and controlling the adsorption flow rate to be 50-300 mL/min.
(5) And (3) drying: and (3) drying and dehydrating the acetone sample solution subjected to hydrogel adsorption through an anhydrous calcium chloride drying column, and controlling the adsorption flow rate to be 50-300 mL/min.
(6) And (3) rectification: and (3) pumping the dried acetone sample liquid into a rectifying still, and adding a hydrogen peroxide solution into the rectifying still, wherein the adding amount accounts for 0.03-0.05% of the mass ratio of the acetone sample liquid. Controlling the heating temperature of the rectifying still to be 100-150 ℃, the reflux ratio of 5:1-8 and other technological conditions, and collecting the fraction at 55-58 ℃.
(7) And (3) filtering: and (3) performing circulating filtration on the acetone finished product through a 0.1-0.22 micron disk membrane or a folded filter element of PVDF.
(8) Filling nitrogen and filling: and (4) inspecting the filtered acetone finished product, and filling the acetone finished product after the acetone finished product is detected to be qualified by using a full-automatic nitrogen filling and filling integrated machine to obtain the acetone product with the chromatographic purity of 500 mL. The purity of the obtained product is 99.90%, the water content is 0.050%, and all detection results meet the index requirements. Can meet the customer requirements of chromatographic pure acetone. The results of the tests of the product are shown in table 1. (the absorbance measurement is the result of a 1cm quartz cuvette using water as a reference)
Table 1: detection results of various indexes of acetone
Example 2
A method for purifying chromatographically pure acetone: the method comprises the following steps:
(1) A first adsorption step: the acetone raw material is injected into a modified zeolite molecular sieve adsorption column for adsorption and filtration, and the adsorption flow rate is controlled to be 100-500 mL/min.
(2) And an adsorption step two: and pumping the acetone sample liquid subjected to adsorption and impurity removal into a modified graphene material for adsorption and filtration, and controlling the adsorption flow rate to be 100-300 mL/min.
(3) And (3) oxidation: pumping the acetone sample liquid after adsorption and filtration into an oxidation reaction kettle, adding IBX oxidant according to the mass ratio of 0.3-0.5% of the acetone sample liquid, controlling the process conditions of heat conduction oil temperature of 100-150 ℃, reflux ratio of 2:1-8 and the like, and collecting 55-60 ℃ fraction.
(4) And (3) adsorption step three: and pumping the acetone sample liquid after the oxidative distillation into a chitosan hydrogel composite adsorption column for adsorption, and controlling the adsorption flow rate to be 50-200 mL/min.
(5) And (3) drying: and (3) drying and dehydrating the acetone sample solution subjected to hydrogel adsorption through an anhydrous calcium chloride drying column, and controlling the adsorption flow rate to be 50-300 mL/min.
(6) And (3) rectification: and (3) putting the dried acetone sample liquid into a rectifying still, and adding a hydrogen peroxide solution into the rectifying still, wherein the adding amount accounts for 0.03-0.04% of the mass ratio of the acetone sample liquid. Controlling the heating temperature of the rectifying still to be 100-150 ℃, the reflux ratio of 5:1-8 and other technological conditions, and collecting the fraction at 55-58 ℃.
(7) And (3) filtering: and (3) performing circulating filtration on the acetone finished product through a 0.1-micron disk membrane or a folding filter element of PVDF.
(8) Filling nitrogen and filling: and (4) inspecting the filtered acetone finished product, and filling the acetone finished product after the acetone finished product is detected to be qualified by using a full-automatic nitrogen filling and filling integrated machine to obtain the chromatographically pure 4L acetone product. The purity of the obtained product is 99.91%, the moisture content is 0.041%, and each detection result meets the index requirement. Can meet the customer requirements of chromatographic pure acetone. The results of the tests of this product are shown in Table 2. (the absorbance measurement is a result of measurement using a 1cm quartz cuvette and water as a reference.)
Table 2: detection results of various indexes of acetone
Although the embodiments of the present invention have been disclosed for illustrative purposes, those skilled in the art will appreciate that: various substitutions, changes and modifications are possible without departing from the spirit and scope of the invention and the appended claims, and therefore the scope of the invention is not limited to the embodiments disclosed.
Claims (9)
1. A method for purifying chromatographically pure acetone is characterized in that: the method comprises the following steps:
(1) A first adsorption step: utilizing a modified zeolite molecular sieve to adsorb and filter diisopropylbenzene and unsaturated hydrocarbon impurities in an acetone raw material;
(2) And (2) an adsorption step II: adsorbing and removing phenol acidic impurities in the acetone raw material by using a modified graphene material;
(3) And (3) oxidation: isopropanol and other alcohol impurities in the acetone are oxidized into ketones by an IBX oxidant, so that the recovery rate of the acetone can be improved, and a part of alcohol impurities with similar boiling points can be removed;
(4) Removing trace metals: adsorbing and removing trace metal ion impurities in the acetone by using a chitosan hydrogel composite adsorbent;
(5) And (3) drying: drying and dehydrating the acetone sample solution without trace metal impurities through an anhydrous calcium chloride drying column;
(6) And (3) rectification: removing acrolein in the acetone by adding hydrogen peroxide as an oxidant, and removing other impurities with different boiling points from the acetone by rectification;
(7) Filtering, filling nitrogen and filling.
2. A method according to claim 1, wherein the method comprises the steps of: in the first adsorption step, acetone raw material with the purity of 99.5% is injected into a modified zeolite molecular sieve adsorption column for adsorption filtration to remove unsaturated hydrocarbon impurities in the acetone raw material, the adsorption flow rate is controlled to be 100-500mL/min, the modified zeolite molecular sieve adsorption column is 1.6m high and 10cm in diameter, the zeolite molecular sieve accounts for 1/2 of the volume of the adsorption column, and the modification process of the zeolite molecular sieve comprises the following steps: zeolite molecular sieve using Cu (NO) 3 ) 2 Soaking in the aqueous solution for modification, heating and drying at 120 ℃ after soaking for 4 to 6 hours, and baking for 4 to 6 hours at 350 to 400 ℃.
3. A method according to claim 1, wherein the method comprises the steps of: and in the second adsorption step, the acetone sample liquid after adsorption and impurity removal is injected into a modified graphene material for adsorption and filtration, so that acidic impurities of phenols in the acetone sample liquid are removed, the adsorption flow rate is controlled to be 100-500mL/min, the height of the modified graphene adsorption column is 1.6m, the diameter of the modified graphene adsorption column is 15cm, the adsorption material accounts for 2/3 of the adsorption column, the modified graphene material is a porous aminated graphene oxide-based material, ethylenediamine, diethylenetriamine and polyethyleneimine are used as polyamine-based compounds as surface modifiers, graphene oxide is used as a carrier, and the surface amino functional porous adsorption material is prepared by ultrasonic treatment through a grafting method.
4. A method according to claim 1, wherein the method comprises the steps of: and in the oxidation step, pumping the acetone sample liquid subjected to adsorption filtration into an oxidation reaction kettle, adding an IBX oxidant according to the mass of the acetone sample liquid, wherein the addition amount accounts for 0.3-0.8% of the mass ratio of the acetone sample liquid, heating by utilizing heat conduction oil, controlling the temperature of the heat conduction oil to be 100-150 ℃ and the reflux ratio to be 2.
5. A method according to claim 1, wherein the method comprises the steps of: and (4) pumping the acetone sample liquid after the oxidative distillation into a chitosan hydrogel composite adsorption column to adsorb and remove trace metal ion impurities in the acetone, and controlling the adsorption flow rate to be 50-300mL/min.
6. A method according to claim 1, wherein the method comprises the steps of: and (5) drying and dehydrating the acetone sample liquid without the trace metal impurities through an anhydrous calcium chloride drying column, and controlling the adsorption flow rate to be 50-300mL/min.
7. The method of claim 1, wherein the chromatographic acetone purification process comprises: and (6) putting the dried acetone sample liquid into a rectifying still, adding 30% of hydrogen peroxide solution into the rectifying still, wherein the adding amount accounts for 0.03-0.05% of the mass ratio of the acetone sample liquid, controlling the heating temperature of the rectifying still to be 100-150 ℃, the top temperature of the rectifying still to be 55-58 ℃ and the reflux ratio to be 5.
8. A method according to claim 1, wherein the method comprises the steps of: and (7) circularly filtering the acetone finished product through a 0.1-0.22 micron disk membrane or a folded filter element of PTFE or PVDF, filtering to remove large-particle impurities, inspecting the filtered acetone finished product, and filling the acetone finished product after the acetone finished product is detected to be qualified by using a full-automatic nitrogen filling all-in-one machine to obtain the chromatographic pure acetone reagent.
9. A method according to claim 1 or 5, wherein the purification of chromatographically pure acetone is carried out by: the preparation method of the chitosan hydrogel adsorption column comprises the following steps: 600g of hydroxyapatite, 450g of graphene oxide and 450g of chitosan are weighed and mixed to serve as a raw material carrier, after the mixture is stirred and mixed uniformly, a cross-linking agent genipin and a reducing agent sodium salt are slowly dripped, chitosan cross-linking and sodium ascorbate and graphene oxide reduction are carried out simultaneously through genipin, and the high-strength three-dimensional composite hydrogel is prepared through self-assembly.
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| CN116283528B (en) * | 2023-05-11 | 2023-08-01 | 天津市康科德科技有限公司 | Method for purifying methyl ethyl ketone for scientific research reagent |
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| CN105175236A (en) * | 2015-09-25 | 2015-12-23 | 江阴润玛电子材料股份有限公司 | Ultra-clean high-purity acetone production method |
| CN106349040A (en) * | 2016-08-25 | 2017-01-25 | 国药集团化学试剂有限公司 | Method for purifying chromatographic grade acetone |
| CN107324984A (en) * | 2017-08-29 | 2017-11-07 | 湖北工程学院 | Chromatogram pure acetone and preparation method thereof, production system |
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| CN105175236A (en) * | 2015-09-25 | 2015-12-23 | 江阴润玛电子材料股份有限公司 | Ultra-clean high-purity acetone production method |
| CN106349040A (en) * | 2016-08-25 | 2017-01-25 | 国药集团化学试剂有限公司 | Method for purifying chromatographic grade acetone |
| CN107324984A (en) * | 2017-08-29 | 2017-11-07 | 湖北工程学院 | Chromatogram pure acetone and preparation method thereof, production system |
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