CN106865675B - Extraction dephenolization method of phenol-containing wastewater - Google Patents
Extraction dephenolization method of phenol-containing wastewater Download PDFInfo
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title claims abstract description 91
- 239000002351 wastewater Substances 0.000 title claims abstract description 56
- 238000000605 extraction Methods 0.000 title claims abstract description 37
- 238000000034 method Methods 0.000 title claims abstract description 24
- 150000003997 cyclic ketones Chemical group 0.000 claims abstract description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 28
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexyloxide Natural products O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 10
- LFSAPCRASZRSKS-UHFFFAOYSA-N 2-methylcyclohexan-1-one Chemical compound CC1CCCCC1=O LFSAPCRASZRSKS-UHFFFAOYSA-N 0.000 claims description 4
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 125000002243 cyclohexanonyl group Chemical group *C1(*)C(=O)C(*)(*)C(*)(*)C(*)(*)C1(*)* 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims 1
- 235000013824 polyphenols Nutrition 0.000 abstract description 20
- 150000002989 phenols Chemical class 0.000 abstract description 18
- 150000008442 polyphenolic compounds Chemical class 0.000 abstract description 7
- 238000004064 recycling Methods 0.000 abstract description 5
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- 230000008859 change Effects 0.000 abstract description 2
- 230000008569 process Effects 0.000 abstract description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 5
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003245 coal Substances 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000010865 sewage Substances 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000010842 industrial wastewater Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- XTAZYLNFDRKIHJ-UHFFFAOYSA-N n,n-dioctyloctan-1-amine Chemical compound CCCCCCCCN(CCCCCCCC)CCCCCCCC XTAZYLNFDRKIHJ-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 1
- 229960001553 phloroglucinol Drugs 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- ZMBHCYHQLYEYDV-UHFFFAOYSA-N trioctylphosphine oxide Chemical compound CCCCCCCCP(=O)(CCCCCCCC)CCCCCCCC ZMBHCYHQLYEYDV-UHFFFAOYSA-N 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
- C02F1/02—Treatment of water, waste water, or sewage by heating
- C02F1/04—Treatment of water, waste water, or sewage by heating by distillation or evaporation
-
- 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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- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physical Water Treatments (AREA)
- Extraction Or Liquid Replacement (AREA)
- Removal Of Specific Substances (AREA)
Abstract
The invention provides a method for extracting and dephenolizing phenolic wastewater, which comprises the following steps: performing multi-stage countercurrent extraction on the phenolic wastewater at 20-35 ℃ by using an extracting agent to obtain an extraction phase and a raffinate phase, wherein the extracting agent is cyclic ketone, and the pH value of the phenolic wastewater is 6-7. The extraction dephenolization method has the advantages that the removal rate of phenols in the phenol-containing wastewater reaches over 96.5 percent, and more phenols can be recovered; meanwhile, the removal rate of polyphenol in phenols is remarkable, the concentration of residual phenols in wastewater is greatly reduced, the subsequent biochemical treatment is facilitated, the quality of biochemical effluent is improved, and the difficulty of wastewater recycling treatment is greatly reduced; the method has small change to the operation condition of the equipment and is beneficial to being quickly applied to the extraction dephenolization process.
Description
Technical Field
The invention belongs to the technical field of wastewater treatment, and particularly relates to a method for extracting and dephenolizing phenolic wastewater.
Background
Phenols are oxygen-containing derivatives of aromatic hydrocarbons, are high in toxicity and difficult to degrade, and cause serious pollution to water bodies when directly discharged. The phenol-containing wastewater mainly comes from the production processes of coal chemical industry, petrochemical industry, dyes, organic pesticides and the like, particularly the coal chemical industry, and has large wastewater amount and high phenol content. The treatment of phenol-containing wastewater at home and abroad is very important and a great deal of research is carried out, but the extraction method is mainly used for industrial application.
The dephenolization by the extraction method comprises physical extraction and complex extraction, and the types of usable extractants are more, such as butyl acetate, methyl isobutyl ketone, diisopropyl ether, methyl tert-butyl ether, n-octanol, toluene, anthracene oil and other physical extractants, or trioctyl phosphine oxide, trialkyl phosphine oxide, tributyl phosphate, trioctyl amine and other complex extractants. The complex extraction method has a distribution coefficient higher than that of a physical method and a good extraction effect, but has less industrial application due to difficult recovery of an extracting agent. The physical extraction method is mainly adopted at present by comprehensively considering the factors of dephenolization efficiency, extractant recovery, operation cost and the like, and the extractant mainly comprises methyl isobutyl ketone and diisopropyl ether.
Compared with diisopropyl ether, the distribution coefficients of methyl isobutyl ketone to monophenol and polyphenol are improved to a certain extent, so that when methyl isobutyl ketone is used as an extracting agent, the dephenolization rate of phenolic wastewater reaches about 93 percent. However, the distribution coefficient of methyl isobutyl ketone to polyhydric phenol is not so high, for example, the distribution coefficient to resorcinol is about 18, and the distribution coefficient to phloroglucinol is about 5, which makes it difficult to further improve the dephenolization rate of wastewater.
From the current execution standards of environmental regulations, because the country pays more and more attention to environmental protection, in order to protect environment and water resources, reduce pollution, the discharge standard is becoming stricter, and the three-level and two-level discharge standards executed by the prior industrial wastewater are greatly upgraded to the first-level discharge standard. The zero discharge of waste water is often required for newly built coal chemical enterprises, which puts high requirements on sewage treatment and recycling. If phenols can be removed as much as possible through pretreatment such as extraction, the pressure of biological treatment is undoubtedly reduced, and the method has important significance on subsequent advanced treatment and recycling of sewage, removal of high-concentration saline water organic matters and fractional crystallization. Therefore, it is important to develop an extractant with a higher partition coefficient and a higher removal rate for phenols.
Disclosure of Invention
The technical problem to be solved by the invention is to provide the method for extracting and dephenolizing the phenol-containing wastewater, and the method can have higher removal efficiency for phenols in the wastewater.
In order to solve the technical problems, the invention adopts the technical scheme that:
a method for extracting and dephenolizing phenolic wastewater comprises the following steps: performing multi-stage countercurrent extraction on the phenolic wastewater at 20-35 ℃ by using an extracting agent to obtain an extraction phase and a raffinate phase, wherein the extracting agent is cyclic ketone, and the pH value of the phenolic wastewater is 6-7.
The cyclic ketone is cyclohexanone or 2-methylcyclohexanone.
The content of the unit phenol in the phenol-containing wastewater is 4500-8500mg/L, and the content of the polyphenol is 3500-9500 mg/L.
The volume ratio of the extracting agent to the phenol-containing wastewater is 1: 3-9.
Preferably, the volume ratio of the extracting agent to the phenol-containing wastewater is 1: 5-7.
Preferably, the multistage countercurrent extraction is a three-stage countercurrent extraction.
The extraction dephenolization method also comprises the steps of enabling the extract phase to enter a rectifying tower to be separated to obtain crude phenol and an extracting agent, or obtaining sodium phenolate and the extracting agent through alkaline washing, and enabling the raffinate phase to enter a stripping tower to recover the residual extracting agent.
Compared with the prior art, the invention has the advantages that: the extraction dephenolization method has the advantages that the removal rate of phenols in the phenol-containing wastewater reaches over 96.5 percent, and more phenols can be recovered; meanwhile, the removal rate of polyphenol in phenols is remarkable, the concentration of residual phenols in wastewater is greatly reduced, the subsequent biochemical treatment is facilitated, the quality of biochemical effluent is improved, and the difficulty of wastewater recycling treatment is greatly reduced; the method has small change to the operation condition of the equipment and is beneficial to being quickly applied to the extraction dephenolization process.
The specific implementation mode is as follows:
the present invention will be described in detail with reference to examples, but the present invention is not limited to these examples.
A method for extracting and dephenolizing phenolic wastewater comprises the following steps: performing three-stage countercurrent extraction on the phenol-containing wastewater at the temperature of 20-35 ℃ by using an extracting agent to obtain an extraction phase and a raffinate phase, wherein the extracting agent is cyclic ketone, preferably cyclohexanone or 2-methylcyclohexanone, the pH value of the phenol-containing wastewater is 6-7, the content of monophenol in the phenol-containing wastewater is 4500-8500mg/L, the content of polyphenol is 3500-9500mg/L, and the volume ratio of the extracting agent to the phenol-containing wastewater is 1:3-9, preferably 1: 5-7.
After extraction and dephenolization, the extract phase enters a rectifying tower to be separated to obtain crude phenol and an extracting agent, or sodium phenolate and the extracting agent are obtained through alkaline washing, and the raffinate phase enters a stripping tower to recover the residual extracting agent, so that the resource utilization level of the wastewater is improved.
For physical extraction, the principle of extracting phenol from water by an extractant is that the two can form hydrogen bonds, which requires that the extractant has stronger polarity, but water is also a substance with strong polarity and can form stronger hydrogen bonds with phenols, and the improvement of extraction efficiency by improving the polarity of the extractant is limited. In view of intermolecular forces, the extractants extract phenols, one of which forms hydrogen bonds with each other, and the other of which has hydrophobic interactions with phenols or similar miscibility interactions, are also not negligible. According to this principle, if the nonpolar end of the extractant has a ring like a phenol, the effect of the similar phase can be enhanced, and the effect of extracting the phenol can be enhanced.
The present invention will be described in further detail with reference to examples.
Example 1
A method for extracting and dephenolizing phenolic wastewater comprises the following steps: carrying out three-stage countercurrent extraction on phenol-containing wastewater with the unit phenol content of 5500mg/L and the polyhydric phenol content of 4600mg/L at the temperature of 30 ℃ by adopting cyclohexanone as an extracting agent to obtain an extract phase and a raffinate phase. Wherein the PH value of the phenol-containing wastewater is 6.5, and the volume ratio of the extracting agent to the phenol-containing wastewater is 1: 6.
And (4) detecting a raffinate phase, wherein the unit phenol residual concentration is 85mg/L, the polyhydric phenol residual concentration is 180mg/L, and the total phenol concentration is 265 mg/L. The removal rate of the unit phenol is 98.5 percent, the removal rate of the polyhydric phenol is 96.0 percent and the removal rate of the total phenol is 97.4 percent.
Example 2
A method for extracting and dephenolizing phenolic wastewater comprises the following steps: performing three-stage countercurrent extraction on the phenol-containing wastewater with the unit phenol content of 8300mg/L and the polyhydric phenol content of 9300mg/L at the temperature of 25 ℃ by adopting cyclohexanone as an extracting agent to obtain an extract phase and a raffinate phase. Wherein the PH value of the phenol-containing wastewater is 7, and the volume ratio of the extracting agent to the phenol-containing wastewater is 1: 7.
And (4) detecting a raffinate phase, wherein the unit phenol residual concentration is 130mg/L, the polyhydric phenol residual concentration is 350mg/L, and the total phenol concentration is 480 mg/L. The removal rate of the unit phenol is 98.4 percent, the removal rate of the polyhydric phenol is 96.2 percent and the removal rate of the total phenol is 97.2 percent.
Example 3
A method for extracting and dephenolizing phenolic wastewater comprises the following steps: performing three-stage countercurrent extraction on phenol-containing wastewater with the unit phenol content of 4800mg/L and the polyhydric phenol content of 3500mg/L at 25 ℃ by using cyclohexanone as an extracting agent to obtain an extract phase and a raffinate phase. Wherein the PH value of the phenol-containing wastewater is 6, and the volume ratio of the extracting agent to the phenol-containing wastewater is 1: 5.
And (4) detecting a raffinate phase, wherein the unit phenol residual concentration is 75mg/L, the polyhydric phenol residual concentration is 130mg/L, and the total phenol concentration is 205 mg/L. The removal rate of the unit phenol is 98.4 percent, the removal rate of the polyhydric phenol is 96.3 percent and the removal rate of the total phenol is 97.5 percent.
Example 4
A method for extracting and dephenolizing phenolic wastewater comprises the following steps: carrying out three-stage countercurrent extraction on phenol-containing wastewater with the unit phenol content of 5300mg/L and the polyhydric phenol content of 4200mg/L at the temperature of 35 ℃ by adopting 2-methylcyclohexanone as an extractant to obtain an extract phase and a raffinate phase. Wherein the PH value of the phenol-containing wastewater is 6.5, and the volume ratio of the extracting agent to the phenol-containing wastewater is 1: 6.
And (4) detecting a raffinate phase, wherein the unit phenol residual concentration is 133mg/L, the polyphenol residual concentration is 164mg/L, and the total phenol concentration is 297 mg/L. The removal rate of the unit phenol is 97.5 percent, the removal rate of the polyhydric phenol is 96.1 percent and the removal rate of the total phenol is 96.8 percent.
According to the embodiments, the removal rate of phenols in the phenol-containing wastewater by the extraction dephenolization method disclosed by the invention reaches over 96.5%, the removal rate is superior to the existing extraction effect, the removal rate of polyphenols in the phenols is obvious, and more phenols can be recovered for recycling.
Claims (3)
1. The extraction dephenolization method of the phenol-containing wastewater is characterized by comprising the following steps: performing multi-stage countercurrent extraction on the phenolic wastewater at the temperature of 20-35 ℃ by using an extracting agent to obtain an extraction phase and a raffinate phase, wherein the extracting agent is cyclic ketone, and the pH value of the phenolic wastewater is 6-7; the content of the unit phenol in the phenol-containing wastewater is 4500-8500mg/L, and the content of the polyhydric phenol is 3500-9500 mg/L; the volume ratio of the extracting agent to the phenol-containing wastewater is 1: 5-7; the cyclic ketone is cyclohexanone or 2-methylcyclohexanone.
2. The method for extracting and dephenolizing phenolic wastewater according to claim 1, wherein the multistage countercurrent extraction is three-stage countercurrent extraction.
3. The method for extracting and dephenolizing phenolic wastewater according to claim 1, further comprising the steps of feeding the extract phase into a rectifying tower to separate crude phenol and an extracting agent, or feeding sodium phenolate and an extracting agent through alkali washing, and feeding the raffinate phase into a stripping tower to recover residual extracting agent.
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| CN107585821A (en) * | 2017-09-28 | 2018-01-16 | 安徽时联特种溶剂股份有限公司 | A kind of method of phenolic compound in extraction wastewater |
| CN107986370B (en) * | 2017-12-07 | 2020-03-27 | 广东工业大学 | Method for removing phenolic compounds in phenol-containing wastewater |
| CN111547913A (en) * | 2019-12-16 | 2020-08-18 | 昆山美淼环保科技有限公司 | Method for recovering phenol from phenol-containing wastewater |
| CN111547914A (en) * | 2019-12-19 | 2020-08-18 | 昆山美淼环保科技有限公司 | Method for recovering phenol from semi-coke wastewater |
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| CN101486628A (en) * | 2009-02-24 | 2009-07-22 | 江苏扬农化工集团有限公司 | Method for extracting resorcin from resorcin-containing salt water solution |
| CN105712427B (en) * | 2016-04-05 | 2019-04-09 | 华南理工大学 | Polyphenol has the extractant and extracting process of high distribution coefficient in a kind of pair of phenol wastewater |
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