CN109354261A - A kind for the treatment of process of D-pHPG compound probability waste water - Google Patents
A kind for the treatment of process of D-pHPG compound probability waste water Download PDFInfo
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- CN109354261A CN109354261A CN201811504158.7A CN201811504158A CN109354261A CN 109354261 A CN109354261 A CN 109354261A CN 201811504158 A CN201811504158 A CN 201811504158A CN 109354261 A CN109354261 A CN 109354261A
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F9/00—Multistage treatment of water, waste water or sewage
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F23—COMBUSTION APPARATUS; COMBUSTION PROCESSES
- F23G—CREMATION FURNACES; CONSUMING WASTE PRODUCTS BY COMBUSTION
- F23G7/00—Incinerators or other apparatus for consuming industrial waste, e.g. chemicals
- F23G7/04—Incinerators or other apparatus for consuming industrial waste, e.g. chemicals of waste liquors, e.g. sulfite liquors
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/001—Processes for the treatment of water whereby the filtration technique is of importance
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/26—Treatment of water, waste water, or sewage by extraction
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/66—Treatment of water, waste water, or sewage by neutralisation; pH adjustment
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/10—Inorganic compounds
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/34—Organic compounds containing oxygen
- C02F2101/345—Phenols
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/34—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32
- C02F2103/36—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32 from the manufacture of organic compounds
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2209/00—Controlling or monitoring parameters in water treatment
- C02F2209/02—Temperature
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- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Water Supply & Treatment (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Mechanical Engineering (AREA)
- General Engineering & Computer Science (AREA)
- Physical Water Treatments (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a kind for the treatment of process of D-pHPG compound probability waste water, comprising: into industrial wastewater, then acid adding tune pH is added extractant and is extracted to acidity, obtain organic phase and water phase, the water phase is concentrated, and filtering obtains inorganic salts and mother liquor；The organic phase is using distillating method recycling extractant and phenol.Efficiently separating for organic matter and salt may be implemented using method of the invention, the salt of recycling is given money as a gift and purity is high, directly outer can sell；The phenol of recycling can be directly used for producing；The water that concentration generates is directly entered environmental protection, which realizes DL-p-hydroxyphenylglycine green, sustainable industrialized production.
Description
Technical field
The present invention relates to a kind for the treatment of process of the industrial wastewater of medicine intermediate synthesis, in particular to a kind of antibiolics
The treatment process of the industrial wastewater of object intermediate synthesis, belongs to field of medicine and chemical technology.
Background technique
DL-p-hydroxyphenylglycine is the important intermediate of antibiotic, and effect is hemizygous for synthesizing beta-lactam
At the side chain of antibiotic.
The method of industrialized production synthesis DL-p-hydroxyphenylglycine is first with phenol, glyoxalic acid and ammonia in the prior art
The D-pHPG of base sulfonic acid reaction preparation racemization.This method technical maturity, at low cost, aftertreatment technology is added in alkali
DL-p-hydroxyphenylglycine is obtained with rejection filter, washing, but this method produces a large amount of with high salt, bio-refractory organic matter industry
Waste water, environmental protection are difficult to handle.
U.S. Patent application US5336805 discloses a kind of synthetic method of DL-p-hydroxyphenylglycine, including following step
It is rapid: under the conditions of being stirred at room temperature, sulfamic acid, phenol, sulfuric acid, glyoxalic acid solution are sequentially added into water, then 60 DEG C-
It is stirred to react at 75 DEG C, after reaction.60 DEG C -75 DEG C at a temperature of, ammonium hydroxide is added while stirring and is neutralized to pH=
4-5.After temperature is cooled to room temperature, resulting D-pHPG suspension is successively subjected to rejection filter, washing, methanol are washed, do
D-pHPG is obtained after dry.Wherein, the cleaning solution that the filtrate and washing, methanol that rejection filter obtains are washed is this after merging
Industrial wastewater to be processed is invented, waste water used in embodiment is identical as the technique waste water.
Summary of the invention
In view of the defects existing in the prior art, the present invention provides a kind of places of D-pHPG compound probability waste water
Science and engineering skill, the treatment process can efficiently separate salt and organic matter, and treated that waste water meets environmental requirements can be discharged into ring
Guarantor is further processed.
The present invention provides a kind for the treatment of process of D-pHPG compound probability waste water, comprising: to industrial wastewater
Then middle acid adding tune pH is added extractant and is extracted, obtain organic phase and water phase to acidity, the water phase is concentrated,
Filtering, obtains inorganic salts and mother liquor；
The organic phase, which is distilled, successively recycles extractant and phenol.
In the present invention, industrial wastewater is first adjusted to acidity, then plus extractant is extracted, and can be made in industrial wastewater
Organic matter and inorganic salts efficiently separated, wherein organic phase can recycle phenol and applied after distillation, water
Inorganic salts mutually can be recycled after distillation, meanwhile, the organic concentration in mother liquor substantially reduces, and has reached environmental requirement.
The type and amount of the acid being added will affect the efficiency of subsequent extraction, preferably, the acid is sulfuric acid or salt
Acid, pH value is adjusted to 1~6, preferably 1.5~4 by acid adding, at this point, can make in subsequent extraction process, more fully separation is useless
Organic matter and salt in water.
The type meeting extraction efficiency of extractant generates large effect, preferably, the extractant is ketone and alcohol
Or mixtures thereof one of class；
Ketone is butanone, pentanone and its isomer (including positive pentanone, isoamyl ketone etc.), cyclohexanone；
Alcohols be butanol and its isomer (including n-butanol, isobutanol etc.), amylalcohol and its isomer (including
N-amyl alcohol, isoamyl alcohol etc.), cyclohexanol, octanol and its isomer.
Preferably, the dosage of the extractant is 1%-30%, the preferably 5%-15% of wastewater flow rate, at this point, can
Enough guarantee extraction efficiency with higher, meanwhile, and cost can be reduced.
In the present invention, by degradation and extraction not will lead to organic matter tired for the organic matter in water phase after treatment for waste water
Product, can directly be placed on next group waste water, and organic phase is burned by the organic raffinat that recycling link obtains into incinerator.As excellent
Choosing, the mother liquor are added auxiliary agent and degrade, and obtained degradation solution is incorporated in the industrial wastewater after adjusting acid and is extracted.
Preferably, the auxiliary agent is selected from or mixtures thereof one of aromatic aldehyde class；
The aromatic aldehyde includes benzaldehyde, o-chlorobenzaldehyde, p-chlorobenzaldehyde, salicylide or paranitrobenzaldehyde.
Preferably, the amount of auxiliary agent used is the 0.1%-5%, preferably 0.2%-2% of mother liquor quality.
Preferably, the temperature that auxiliary agent degradation is added is 90~150 DEG C, preferably 110~130 DEG C.
Preferably, the extractant of recycling is used for the extraction of next group industrial wastewater, the phenol of recycling is for synthesizing to hydroxyl
Base phenylglycine, residual organic substances are burned.
In the present invention, inorganic salts are obtained using rejection filter, the temperature of rejection filter is 10~40 DEG C, preferably 20~30 DEG C, is obtained
Inorganic salts directly outer can be sold.
Compared with the existing technology, the beneficial effects of the present invention are embodied in:
(1) entire waste water treatment process is simple, realizes efficiently separating for organic matter and salt.The salt of recycling give money as a gift with it is pure
Degree is high, directly outer can sell；The phenol of recycling can be directly used for producing.
(2) mother liquor that concentration generates can remerge and be handled, realize the zero-emission of waste water substantially after degradation
It puts, realizes DL-p-hydroxyphenylglycine green, sustainable industrialized production.
Specific embodiment
Technical solution for a better understanding of the present invention, is further described combined with specific embodiments below, but this
The those of ordinary skill in field is it should be appreciated that invention is not limited to these embodiments.
Embodiment 1
1000g industrial wastewater (COD:12 ten thousand) successively is put into, enriching sulfuric acid tune pH to 3 adds the stirring half of 100g n-butanol small
When, stratification obtains water layer and organic phase, and (concentration 60% herein refers to the quality after concentration for original for water layer concentration 60%
It is the 40% of quality, the same below) after, there is a solid precipitation, rejection filter recycles 200g off-white color ammonium sulfate, purity 98%, give money as a gift 95%,
Obtained 200g mother liquor is added 2g benzaldehyde and (is not easy the organic matter extracted for the class of amino acid fragment containing aromatic ring in degrading waste water
To be easy to the aromatic aldehyde substance extracted), after being warming up to 120 DEG C of constant temperature 8h, cooling is incorporated to the extraction of next group tune acid waste water (after processing
Mother liquor COD:6 ten thousand)；60% recycling 85g n-butanol of organic phase concentration, purity 98.5%, further 50% recycling of concentration
20g phenol, purity 98%.Remaining organic raffinat burns, and the n-butanol of recycling is applied to next group extraction, the phenol of recycling
It is applied to next group production.
Repeat the continuous production that this operation sequence realizes waste water.
Embodiment 2
1000g industrial wastewater (COD:12 ten thousand) successively is put into, adds sulfuric acid tune pH to 2, adds 120g positive butanone stirring half an hour,
Stratification has a solid precipitation after water layer concentration concentration 60%, and rejection filter recycles 205g off-white color ammonium sulfate, purity 97.5%,
Give money as a gift 95%, 1.5g salicylide is added in obtained 190g mother liquor, and after being warming up to 130 DEG C of constant temperature 8h, cooling is incorporated to next group tune acid
The waste water extraction COD:5.6 ten thousand of mother liquor (treated)；The 66% recycling positive butanone of 110g of organic phase concentration, purity 98.5%,
Further 50% recycling 22g phenol of concentration, purity 98.5%.Remaining organic raffinat burns, and the positive butanone of recycling is applied to
Next group extraction, the phenol of recycling are applied to next group production.
Repeat the continuous production that this operation sequence realizes waste water.
Comparative example 1
1000g industrial wastewater (COD:12 ten thousand) successively is put into, 100g n-butanol is added to stir half an hour, stratification obtains water
Layer and organic phase after water layer concentration 60%, recycle 200g yellow ammonium sulfate, and purity 94.5% gives money as a gift 85%, obtained 230g
2g benzaldehyde is added in mother liquor, and (being not easy the organic matter extracted for the class of amino acid fragment containing aromatic ring in degrading waste water is to be easy to extract
Aromatic aldehyde substance), after being warming up to 120 DEG C of constant temperature 8h, cooling be incorporated to the extraction of next group tune acid waste water (treated mother liquor
COD:14 ten thousand)；60% recycling 80g n-butanol of organic phase concentration, purity 98%, further 50% recycling 21g phenol of concentration, pure
Degree is 98%.Remaining organic raffinat burns, and the n-butanol of recycling is applied to next group extraction, and the phenol of recycling is applied to next
Criticize production.
It should be noted that will lead to water phase organic matters and the accumulation of ammonium sulfate organic matter, and then lead due to there is no tune pH value
Water phase is caused not apply continuously.
Comparative example 2
1000g industrial wastewater (COD:12 ten thousand) successively is put into, enriching sulfuric acid tune pH to 3 adds the stirring half of 100g n-butanol small
When, stratification obtains water layer and organic phase, after water layer concentration 60%, recycles 200g off-white color ammonium sulfate, purity 98%, folding
Dry 90%, obtained 200g mother liquor is incorporated to the extraction of next group tune acid waste water the COD:16 ten thousand of mother liquor (treated)；Organic phase is dense
60% recycling 80g n-butanol of contracting, purity 98%, further 20g phenol, purity 98% are recycled in concentration 70%.It is remaining to have
Machine residue burns, and the n-butanol of recycling is applied to next group extraction, and the phenol of recycling is applied to next group production.
It should be noted that will lead to water phase organic matters and the accumulation of ammonium sulfate organic matter, and then cause due to not degrading
Water phase can not be applied continuously.
It should be noted that referring to that all documents are incorporated as referring in this application in the present invention, such as each piece
Document is alone applied as with reference to such；In addition, it should also be understood that, the above is specific embodiments of the present invention and is used
Technical principle, after having read above content of the invention, those skilled in the art various modifications can be done to the present invention and
Without departing substantially from the spirit and scope of the present invention, the modification of these equivalent forms is also fallen within protection scope of the present invention.
Claims (10)
1. a kind for the treatment of process of D-pHPG compound probability waste water characterized by comprising add into industrial wastewater
Acid adjusts pH to acidity, and extractant is then added and is extracted, organic phase and water phase are obtained, and the water phase is concentrated, filtering,
Obtain inorganic salts and mother liquor；
The organic phase, which is distilled, successively recycles extractant and phenol.
2. the treatment process of D-pHPG compound probability waste water according to claim 1, which is characterized in that described
Acid be sulfuric acid or hydrochloric acid, pH value is adjusted to 1~6 by acid adding.
3. the treatment process of D-pHPG compound probability waste water according to claim 1, which is characterized in that described
Extractant be or mixtures thereof one of ketones and alcohols；
Ketone is butanone, pentanone and its isomer, cyclohexanone；
Alcohols is butanol and its isomer, amylalcohol and its isomer, cyclohexanol, octanol and its isomer.
4. the treatment process of D-pHPG compound probability waste water according to claim 1, which is characterized in that described
Extractant dosage be wastewater flow rate 1%-30%.
5. the treatment process of D-pHPG compound probability waste water according to claim 1, which is characterized in that described
Mother liquor be added auxiliary agent degrade, obtained degradation solution be incorporated to adjust acid after industrial wastewater in merge processing.
6. the treatment process of D-pHPG compound probability waste water according to claim 5, which is characterized in that described
Auxiliary agent be selected from or mixtures thereof one of aromatic aldehyde class；
The aromatic aldehyde includes benzaldehyde, o-chlorobenzaldehyde, p-chlorobenzaldehyde, salicylide or paranitrobenzaldehyde.
7. the treatment process of D-pHPG compound probability waste water according to claim 5, which is characterized in that used
Auxiliary agent amount be mother liquor quality 0.1%-5%.
8. the treatment process of D-pHPG compound probability waste water according to claim 5, which is characterized in that be added
The temperature of auxiliary agent degradation is 90~150 DEG C.
9. the treatment process of D-pHPG compound probability waste water according to claim 8, which is characterized in that be added
The temperature of auxiliary agent degradation is 110~130 DEG C.
10. the treatment process of D-pHPG compound probability waste water according to claim 1, which is characterized in that return
The extractant of receipts is used for the extraction of next group industrial wastewater, and the phenol of recycling is for synthesizing D-pHPG.
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| CN201811504158.7A CN109354261B (en) | 2018-12-10 | 2018-12-10 | Treatment process of p-hydroxyphenylglycine synthetic industrial wastewater |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111574457A (en) * | 2020-05-26 | 2020-08-25 | 联邦制药(内蒙古)有限公司 | Method for recovering hydrochloric acid and phenol in p-hydroxy-phenyl-hydantoin mother liquor |
| CN113636948A (en) * | 2021-08-20 | 2021-11-12 | 湖北省宏源药业科技股份有限公司 | Treatment method of DL-p-hydroxyphenylglycine asymmetric transformation and resolution waste liquid |
| CN115254054A (en) * | 2022-07-25 | 2022-11-01 | 浙江云涛生物技术股份有限公司 | Production process of copper ion adsorption resin |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111574457A (en) * | 2020-05-26 | 2020-08-25 | 联邦制药(内蒙古)有限公司 | Method for recovering hydrochloric acid and phenol in p-hydroxy-phenyl-hydantoin mother liquor |
| CN113636948A (en) * | 2021-08-20 | 2021-11-12 | 湖北省宏源药业科技股份有限公司 | Treatment method of DL-p-hydroxyphenylglycine asymmetric transformation and resolution waste liquid |
| CN113636948B (en) * | 2021-08-20 | 2024-04-09 | 湖北省宏源药业科技股份有限公司 | DL-p-hydroxyphenylglycine asymmetric conversion resolution waste liquid treatment method |
| CN115254054A (en) * | 2022-07-25 | 2022-11-01 | 浙江云涛生物技术股份有限公司 | Production process of copper ion adsorption resin |
| CN115254054B (en) * | 2022-07-25 | 2024-01-23 | 浙江云涛生物技术股份有限公司 | Production process of copper ion adsorption resin |
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