CN104003867B - Method for recovering p-hydroxyphenylacetic acid from waste liquid - Google Patents
Method for recovering p-hydroxyphenylacetic acid from waste liquid Download PDFInfo
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- CN104003867B CN104003867B CN201410218075.7A CN201410218075A CN104003867B CN 104003867 B CN104003867 B CN 104003867B CN 201410218075 A CN201410218075 A CN 201410218075A CN 104003867 B CN104003867 B CN 104003867B
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- waste liquid
- hydroxyphenylaceticacid
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
Abstract
The invention discloses a method for recovering p-hydroxyphenylacetic acid from waste liquid, which comprises the steps of adjusting the PH of the waste liquid, introducing the waste liquid into an adsorption resin for impurity adsorption, adding a reductive decolorizing agent for decolorizing after continuous two-time adsorption, adding a solvent into the decolorized liquid after the decolorizing treatment is finished, stirring at room temperature, standing, adding a catalyst for hydrogenolysis to obtain a p-hydroxyphenylacetic acid solution, filtering, concentrating, adjusting the acidity of the p-hydroxyphenylacetic acid solution, and finally recrystallizing, separating and purifying to obtain a product. The method for recovering the p-hydroxyphenylacetic acid from the waste liquid has the advantages of simple process, convenient operation, safety and no secondary pollution, can directly discharge the waste water and recover the p-hydroxyphenylacetic acid, and the recovery rate of the p-hydroxyphenylacetic acid can reach 88-95%.
Description
Technical field
The present invention relates to a kind of method reclaiming p-hydroxyphenylaceticacid from waste liquid, belong to chemical industry recycling field.
Background technology
P-hydroxyphenylaceticacid, is slightly soluble in water, is dissolved in ether, ethanol, ethyl acetate, is organic synthesis intermediate, for the production of the synthesis of beta-receptor blocade atenolol USP 23 and 4',7-Dihydroxy-isoflavone effective constituent-4,7-dihydroxy isoflavone; Also can be used as pesticide intermediate.
General, the synthesis of p-hydroxyphenylaceticacid is by equal amido phenenyl acid diazotization, hydrolysis and obtaining.Concrete for equal amido phenenyl acid and alkaline solution are mixed with sodium salt, then add sulfuric acid.Be chilled to 0 DEG C, control temperature drips sodium nitrate solution at 0-5 DEG C, finish reaction 0.5h, dropped to by the diazo liquid of gained in the dilute sulphuric acid of 90-95 DEG C, about 1h drips off, then continues reaction 1h, reaction solution is through decolorization filtering, extract by ethyl acetate after cooling, extracting solution gets product after reclaiming ethyl acetate, yield about 85%.
At present, society more and more advocates the state of environmental consciousness and Sustainable development, therefore, how to utilize in industrial effluent or experiment wastewater favourable chemical composition of purifying out, the raw material or the intermediate that are used as next step experiment use, and are the things very with social effect.
Research finds, there is a large amount of p-hydroxyphenylaceticacids, and p-hydroxyphenylaceticacid in industrial effluent, is organic synthesis intermediate, for the production of the synthesis of beta-receptor blocade atenolol USP 23 and 4',7-Dihydroxy-isoflavone effective constituent-4,7-dihydroxy isoflavone; Also can be used as pesticide intermediate, so cause the very large research interest of researchist, shown by research, this design concept is feasible.
Summary of the invention
The invention discloses a kind of method reclaiming p-hydroxyphenylaceticacid from waste liquid, to solve a still unsolved difficult problem in above-mentioned prior art.
The technical solution used in the present invention is: the method reclaiming p-hydroxyphenylaceticacid from waste liquid, its innovative point is: regulate waste liquid PH to be 8 ~ 9, waste liquid is passed in polymeric adsorbent and carry out impurity absorption, add reductibility discoloring agent after double absorption and carry out desolventing technology, be heated to 55 ~ 60 DEG C, insulation 0.5 ~ 1h, after desolventing technology completes, solvent is added in destainer, leave standstill after stirred at ambient temperature, arranging churning time is 1 ~ 2h, add catalyzer to carry out hydrogenolysis and obtain p-hydroxyphenylaceticacid solution, p-hydroxyphenylaceticacid solution is filtered, the acidity regulating p-hydroxyphenylaceticacid solution is carried out after concentrated, Acidity Range is 4 ~ 6, finally carry out recrystallization separation and purification and obtain product.
Further, described adjustment waste liquid PH is 8.
Further, described polymeric adsorbent is Semi-polarity polymeric adsorbent.
Further, described reductibility discoloring agent is thiourea peroxide or sodium bisulfite, and the add-on of reductibility discoloring agent is 0.2 ~ 0.5% of waste liquid amount.
Further, described catalyzer is Raney's nickel, palladium charcoal or platinum charcoal, and the add-on of catalyzer is 3 ~ 5% of destainer quality.
Further, described solvent is the mixed solution of second alcohol and water.
Beneficial effect: this method reclaiming p-hydroxyphenylaceticacid from waste liquid of the present invention, technique is simple, easy to operate, safe non-secondary pollution, be recovered to p-hydroxyphenylaceticacid while can directly carrying out discharging for the process of waste water, the p-hydroxyphenylaceticacid rate of recovery can up to 88 ~ 95%.
Embodiment
Implementation column below can make those skilled in the art more fully understand the present invention, but does not therefore limit the present invention among described scope of embodiments.
embodiment 1
The method of p-hydroxyphenylaceticacid is reclaimed from waste liquid, its innovative point is: regulate waste liquid PH to be 8, waste liquid is passed in polymeric adsorbent and carry out impurity absorption, add reductibility discoloring agent after double absorption and carry out desolventing technology, be heated to 55 DEG C, insulation 0.5h, after desolventing technology completes, solvent is added in destainer, leave standstill after stirred at ambient temperature, arranging churning time is 1h, add catalyzer to carry out hydrogenolysis and obtain p-hydroxyphenylaceticacid solution, p-hydroxyphenylaceticacid solution is filtered, the acidity regulating p-hydroxyphenylaceticacid solution is carried out after concentrated, Acidity Range is 4, finally carry out recrystallization separation and purification and obtain product.
Wherein, polymeric adsorbent is Semi-polarity polymeric adsorbent, and reductibility discoloring agent is thiourea peroxide, the add-on of reductibility discoloring agent is 0.2% of waste liquid amount, solvent is the mixed solution of second alcohol and water, and catalyzer is Raney's nickel, and the add-on of catalyzer is 3% of destainer quality.
In the method for the present embodiment, the p-hydroxyphenylaceticacid rate of recovery is 88%.
embodiment 2
The method of p-hydroxyphenylaceticacid is reclaimed from waste liquid, its innovative point is: regulate waste liquid PH to be 9, waste liquid is passed in polymeric adsorbent and carry out impurity absorption, add reductibility discoloring agent after double absorption and carry out desolventing technology, be heated to 60 DEG C, insulation 1h, after desolventing technology completes, solvent is added in destainer, leave standstill after stirred at ambient temperature, arranging churning time is 2h, add catalyzer to carry out hydrogenolysis and obtain p-hydroxyphenylaceticacid solution, p-hydroxyphenylaceticacid solution is filtered, the acidity regulating p-hydroxyphenylaceticacid solution is carried out after concentrated, Acidity Range is 6, finally carry out recrystallization separation and purification and obtain product.
Wherein, polymeric adsorbent is Semi-polarity polymeric adsorbent, and reductibility discoloring agent is sodium bisulfite, and the add-on of reductibility discoloring agent is 0.5% of waste liquid amount, and solvent is the mixed solution of second alcohol and water, and catalyzer is palladium charcoal, and the add-on of catalyzer is 5% of destainer quality.
In the method for the present embodiment, the p-hydroxyphenylaceticacid rate of recovery is 92%.
embodiment 3
The method of p-hydroxyphenylaceticacid is reclaimed from waste liquid, its innovative point is: regulate waste liquid PH to be 8.5, waste liquid is passed in polymeric adsorbent and carry out impurity absorption, add reductibility discoloring agent after double absorption and carry out desolventing technology, be heated to 58 DEG C, insulation 0.8h, after desolventing technology completes, solvent is added in destainer, leave standstill after stirred at ambient temperature, arranging churning time is 1.5h, add catalyzer to carry out hydrogenolysis and obtain p-hydroxyphenylaceticacid solution, p-hydroxyphenylaceticacid solution is filtered, the acidity regulating p-hydroxyphenylaceticacid solution is carried out after concentrated, Acidity Range is 5, finally carry out recrystallization separation and purification and obtain product.
Wherein, polymeric adsorbent is Semi-polarity polymeric adsorbent, and reductibility discoloring agent is thiourea peroxide, and the add-on of reductibility discoloring agent is 0.35% of waste liquid amount, and solvent is the mixed solution of second alcohol and water, and catalyzer is platinum charcoal, and the add-on of catalyzer is 4% of destainer quality.
In the method for the present embodiment, the p-hydroxyphenylaceticacid rate of recovery is 95%.
Claims (4)
1. from waste liquid, reclaim the method for p-hydroxyphenylaceticacid, it is characterized in that: regulate waste liquor PH to be 8 ~ 9, waste liquid is passed in polymeric adsorbent and carry out impurity absorption, add reductibility discoloring agent after double absorption and carry out desolventing technology, be heated to 55 ~ 60 DEG C, insulation 0.5 ~ 1h, after desolventing technology completes, solvent is added in destainer, leave standstill after stirred at ambient temperature, arranging churning time is 1 ~ 2h, add catalyzer to carry out hydrogenolysis and obtain p-hydroxyphenylaceticacid solution, p-hydroxyphenylaceticacid solution is filtered, the acidity regulating p-hydroxyphenylaceticacid solution is carried out after concentrated, Acidity Range is 4 ~ 6, finally carry out recrystallization separation and purification and obtain product, described reductibility discoloring agent is thiourea peroxide or sodium bisulfite, and the add-on of reductibility discoloring agent is 0.2 ~ 0.5% of waste liquid amount, described catalyzer is Raney's nickel, palladium charcoal or platinum charcoal, and the add-on of catalyzer is 3 ~ 5% of destainer quality.
2. the method reclaiming p-hydroxyphenylaceticacid from waste liquid according to claim 1, is characterized in that: described adjustment waste liquor PH is 8.
3. the method reclaiming p-hydroxyphenylaceticacid from waste liquid according to claim 1, is characterized in that: described polymeric adsorbent is Semi-polarity polymeric adsorbent.
4. the method reclaiming p-hydroxyphenylaceticacid from waste liquid according to claim 1, is characterized in that: described solvent is the mixed solution of second alcohol and water.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201410218075.7A CN104003867B (en) | 2014-05-22 | 2014-05-22 | Method for recovering p-hydroxyphenylacetic acid from waste liquid |
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| CN201410218075.7A CN104003867B (en) | 2014-05-22 | 2014-05-22 | Method for recovering p-hydroxyphenylacetic acid from waste liquid |
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| CN104003867A CN104003867A (en) | 2014-08-27 |
| CN104003867B true CN104003867B (en) | 2015-08-05 |
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| CN106083571B (en) * | 2016-06-16 | 2019-03-08 | 天俱时工程科技集团有限公司 | A method of secondary recovery and purifying phenylacetic acid from 6-APA lysate |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1583705A (en) * | 2004-06-10 | 2005-02-23 | 南京大学 | Method for recovering p-hydroxybenzoic acid from water drain of production of p-hydroxybenzoic acid |
| CN101560044A (en) * | 2009-05-26 | 2009-10-21 | 中国科学技术大学苏州研究院 | Treatment method of waste water in hydroxybenzoic acid production |
| CN102850278A (en) * | 2012-10-09 | 2013-01-02 | 江苏宝众宝达药业有限公司 | Method for decoloring imidazole anthelmintics |
| CN103395925A (en) * | 2013-07-30 | 2013-11-20 | 苏州思睿屹新材料股份有限公司 | Treatment method for recycling para-hydroxybenzoic acid wastewater |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1583705A (en) * | 2004-06-10 | 2005-02-23 | 南京大学 | Method for recovering p-hydroxybenzoic acid from water drain of production of p-hydroxybenzoic acid |
| CN101560044A (en) * | 2009-05-26 | 2009-10-21 | 中国科学技术大学苏州研究院 | Treatment method of waste water in hydroxybenzoic acid production |
| CN102850278A (en) * | 2012-10-09 | 2013-01-02 | 江苏宝众宝达药业有限公司 | Method for decoloring imidazole anthelmintics |
| CN103395925A (en) * | 2013-07-30 | 2013-11-20 | 苏州思睿屹新材料股份有限公司 | Treatment method for recycling para-hydroxybenzoic acid wastewater |
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Address after: 226500 No.10, Yuejiang Road, Changjiang Town, Rugao City, Nantong City, Jiangsu Province Patentee after: Jiangsu Baozhong Baoda Pharmaceutical Co.,Ltd. Address before: 226500 No.10, Yuejiang Road, Changjiang Town, Rugao City, Nantong City, Jiangsu Province Patentee before: JIANGSU BAOZONG & BAODA PHARMACHEM Co.,Ltd. |
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