CN108046366A - A kind of High-Efficiency Phenol-Degradation extractant and its method for extracting and dephenolizing - Google Patents
A kind of High-Efficiency Phenol-Degradation extractant and its method for extracting and dephenolizing Download PDFInfo
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- CN108046366A CN108046366A CN201711347396.7A CN201711347396A CN108046366A CN 108046366 A CN108046366 A CN 108046366A CN 201711347396 A CN201711347396 A CN 201711347396A CN 108046366 A CN108046366 A CN 108046366A
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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
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/34—Organic compounds containing oxygen
- C02F2101/345—Phenols
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- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
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Abstract
The invention discloses a kind of High-Efficiency Phenol-Degradation extractant and method for extracting and dephenolizing.The extractant, active ingredient include tricresyl phosphate, may also include kerosene and aminated compounds.The present invention selects the mixture of tricresyl phosphate, kerosene and aminated compounds as extractant.Complexometric extraction dephenolization method is due to its special complexometric extraction mechanism, its distribution coefficient is higher, and extracting power is strong, and complexing extractant has the advantage reused after lye is stripped, valuable material in lye concentration and separation recycling waste water recycles so as to fulfill the efficient process and recycling of phenols.
Description
Technical field
The invention belongs to coal chemical industrial waste water process fields, are related to a kind of High-Efficiency Phenol-Degradation extractant and method for extracting and dephenolizing.
Background technology
But generated while coal chemical industry extensive development in China substantial amounts of high concentration be difficult to degrade it is poisonous and hazardous
Phenol wastewater, the waste water quality is complicated, contains high concentration phenols, ammonia nitrogen, petroleum-type, cyanide, SS and heterocyclic compound etc..It is useless
Aldehydes matter is toxic to biology in water, inhibits the growth of microorganism, biochemical system is caused to be unable to stable and high effective operation, but phenol simultaneously
As chemicals, can recycle.At present, the common method of industrial wastewater containing phenol is solvent extraction removing aldehydes matter,
Wastewater biodegradability is improved, using the similar principle that mixes, most aldehydes matters enter extraction phase, pass through rectifying or alkali cleaning
The isolated crude phenols of mode or sodium phenolate product, extractant recycle.Industrial common extractant has diisopropyl at present
Ether, hexone, but since ether low boiling point, vapour pressure are high, big there are volatilization loss, it is low to the extraction yield of difficult volatile phenol
The problem of；And ketone is then there are solution loss is big, and it is expensive the problem of, so as to limit ether and ketone to a certain extent in work
Development in industry.
For at present the existing extractant during phenol wastewater dephenolize the problem of, researcher to being currently being deployed and
The extractant used is studied.
(1) simultaneously using two kind of extractants in removing phenol in waste water method disclosed in CN1450006A, wherein extractant I is with high-carbon
Alcohol is as extractant；Extractant II is mixed to get by phosphate and kerosene, the extractant exist extract and back extraction flow it is complicated,
Difficult volatile phenol extraction yield is low and the problems such as big is lost in back extraction.
(2) using two kind of extractants in complex extracting and dephenolizing method for alkaline slag of smeltery disclosed in CN1683475A, wherein extracting
Agent I is by tributyl phosphate, C4-C7Fusel and toluene, ethylbenzene or dimethylbenzene are mixed to get；Extractant II is by C8-C12Saturated hydrocarbons, C4-
C7Fusel and toluene, ethylbenzene or dimethylbenzene are mixed to get.There are preparation process is complicated, extraction and back extraction flow to be answered for the extractant
Miscellaneous, difficult volatile phenol extraction yield is low and the problem of big is lost in back extraction.
(3) high-concentration phenol disclosed in CN103496812A, CN103496757A, CN103466873A, CN103466874A
Using n-butyl acetate as extractant in ammonia waste water processing method, which has, back extraction low to difficult volatile phenol extraction yield
The problem of taking high energy consumption.
(4) extractant used in coal chemical industrial waste water dephenolization method disclosed in CN104276618A is by sec-butyl acetate, benzene
Ether and crown ether compound composition, the extractant there are it is expensive and extraction loss it is serious the problem of.
For the shortcomings present in the extractant for being currently being deployed and using, new and effective phenol wastewater is developed
The power that dephenolize extractant is then accomplished as the emphasis and the present invention of the area research.
The content of the invention
It is an object of the invention to overcome above-mentioned the deficiencies in the prior art, a kind of High-Efficiency Phenol-Degradation extractant is provided and containing phenol
Application in waste water.
Extractant provided by the invention, active ingredient include tricresyl phosphate.
The extractant also can be the single-component system being only made of tricresyl phosphate.
It, will for the extraction yield of the especially difficult volatile phenol of phenolic compound when the extractant is tricresyl phosphate
Higher than the extraction yield of diisopropyl ether of the prior art.
Active ingredient in above-mentioned extractant may also include kerosene；As long as the kerosene for meeting following condition is suitable for this extraction
Take agent：180~310 DEG C of boiling range, average molecular weight is between 200~250, density 0.8g/cm3, -40 DEG C of fusing point or more, movement
40 DEG C of viscosity is 1.0~2.0mm2/s。
When further adding in kerosene into tricresyl phosphate, layering can be shortened while ensureing to phenol extraction rate
Time and reduction extraction cost.
The extractant is alternatively the two-component system being only made of the tricresyl phosphate and kerosene.
The volume ratio of the tricresyl phosphate and kerosene is 1:1-1:10, it is preferably 1:2-1:5, it is most preferably 1:3.
Active ingredient in the extractant may also include aminated compounds.I.e. on the basis of kerosene is added in, further
When continuously adding aminated compounds, and so that the dosage of three is in the range of special value, difficult volatile phenol extraction yield has reached most
It is excellent, and have minimum Solvent quantity many advantages, such as (generate utilization rate and efficiency highest, cost is minimum), this proves phosphorus
Mutual synergistic effect has been played between sour front three phenolic ester, kerosene, aminated compounds three.
The extractant is alternatively three component bodies being only made of the tricresyl phosphate, kerosene and aminated compounds
System.
Wherein, the aminated compounds is selected from least one of tertiary amine compounds and quaternary ammonium salt；
Specifically, the tertiary amine compounds are tripropyl amine (TPA) or trioctylamine；
The quaternary ammonium salt is tetramethyl ammonium chloride or etamon chloride；
The aminated compounds is most preferably trioctylamine.
In the extractant, the volume ratio of tricresyl phosphate and aminated compounds is 1:0.1-1:0.7, it may be, for example, 1:
0.1,1:0.3,1:0.5,1:0.7；
The extractant can be prepared in accordance with the following steps：Tricresyl phosphate is added in kerosene, is sufficiently stirred, is molten
Solution is uniformly mixed, and is then again added thereto aminated compounds, is again stirring for uniformly, obtaining the extractant.
In addition, application of the extractant of the invention described above offer in separating phenols compounds, falls within guarantor of the invention
Protect scope.Wherein, the phenolic compound is the waste water containing phenolic compound,
In the extraction step, the actual conditions of extraction can be as follows：
The temperature of extraction is 20-80 DEG C, more specifically can be 25 DEG C；
The time of extraction is 5min-60min, more specifically can be 15min；
The pH value of extraction is 4-9, is specially 6-7 or 6-8；
The volume ratio of the extractant and the waste water is 1:1-8, concretely 1:1 or 1:2；
The extraction is specially by waste water mixing of the extractant with phenolic compound or containing phenolic compound.It is described
Mixing concretely mixing under agitation；Such as can be to stir 10min under conditions of speed of agitator is 700r/min.
The present invention selects the mixture of tricresyl phosphate, kerosene and aminated compounds as extractant.Complexometric extraction takes off
Phenol method is due to its special complexometric extraction mechanism, and distribution coefficient is higher, and extracting power is strong, and complexing extractant is anti-through lye
There is the advantage reused, lye concentration and separation recycles valuable material in waste water, it is achieved thereby that phenols is efficient after extraction
Processing is recycled with recycling, has important application value.
Specific embodiment
With reference to specific embodiment, the present invention is further elaborated, but the present invention is not limited to following embodiments.Institute
It is conventional method unless otherwise instructed to state method.The raw material can obtain unless otherwise instructed from open commercial sources.
The physico-chemical parameter of kerosene used is as follows：180~310 DEG C of boiling range, average molecular weight is between 200~250, density 0.8g/cm3,
- 40 DEG C of fusing point or more, 40 DEG C of dynamic viscosity are 1.0~2.0mm2/s。
Volatile phenol is measured according to national standard HJ 503-2009；
Difficult volatile phenol and total phenol content are measured as follows：
Difficult Determination of Volatile Phenol method：Water sample is distilled by heating, and volatile phenol, ammonia and hydrogen sulfide etc. is steamed, in Liquid Residue
Add in excessive bromine, and be acidified with sulfuric acid, bromine and phenolic compound generate tribromophenol in acid condition, remaining bromine with
Potassium iodide acts on and releases free-iodine, and the iodine of precipitation is titrated with sodium thiosulfate standard titration solution, is pushed away according to its consumption
Calculate the content of phenol in water sample.
Determining total phenol method：Excessive bromine is added in sample, phenols can generate tribromophenol with bromine reaction, and further generate
Bromo tribromophenol precipitates.Excessive bromine can release elemental iodine with iodate nak response, while bromo tribromophenol and potassium iodide are anti-
Should, generate free-iodine and tribromophenol.The amount of iodine is released with sodium thiosulfate standard solution titration, is extrapolated according to its consumption
The content of phenol in water sample.
According to the method described above to volatile phenol, difficult volatile phenol and the total phenol content in phenol wastewater used in following embodiment 1-4
It is measured, measurement result is as shown in table 1.
Table 1, the volatile phenol of phenol wastewater, difficult volatile phenol and total phenol content measurement result
| Phenol species | Volatile phenol | Difficult volatile phenol | Total phenol |
| Content (mg/L) | 4060 | 1100 | 5160 |
In following embodiments, the calculation formula of the extraction yield of volatile phenol, difficult volatile phenol and total phenol is as follows：
Embodiment 1：The removal effect of different extractants is investigated
Extraction conditions is：PH value is 6, and temperature is 25 DEG C, is 1 compared to (i.e. the volume ratio of extractant and waste water, similarly hereinafter):1,
Extraction time is 15min.
Extractant 1：Tricresyl phosphate；
Extractant 2：(volume ratio of tricresyl phosphate and diesel oil is 1 to the mixed extractant of tricresyl phosphate+diesel oil:
1)；
Extractant 3：(volume ratio of tricresyl phosphate and kerosene is 1 to the mixed extractant of tricresyl phosphate+kerosene:
1)；
Extractant 4：(tricresyl phosphate, kerosene and three are pungent for the mixed extractant of tricresyl phosphate+kerosene+trioctylamine
The volume ratio 1 of amine:3:0.5)；
Wherein, the preparation method of extractant 4 is that tricresyl phosphate is added in kerosene, is sufficiently stirred, dissolves mixing
After uniformly, trioctylamine is added, is again stirring for uniformly, so as to obtain the extractant 4.
To in the waste water after extraction processing volatile phenol, the content of difficult volatile phenol and total phenol is measured and accordingly
Extraction yield calculate and is listed in table 2.
Various phenol contents and extraction yield after table 2, processing
By table 2 as it can be seen that being only tricresyl phosphate compared to extractant, the present invention in when extractant for tricresyl phosphate with
When diesel oil or extractant are tricresyl phosphate and kerosene, volatile phenol and difficult volatile phenol extraction yield are greatly improved.Simultaneously
Tricresyl phosphate extracts as extractant with kerosene than tricresyl phosphate and diesel oil as extractant, volatile phenol and difficult volatile phenol
Take rate be greatly improved effect of extracting will height, it is found that separation time is very fast while phenol extraction rate is ensured.Work as extractant
For tricresyl phosphate, kerosene and trioctylamine mixture when, volatile phenol, difficult volatile phenol and total phenol extraction yield, which have, significantly to be carried
It is high, it was demonstrated that these three components have played good synergistic effect.
Embodiment 2：The removal effect of different amine extractants is investigated
Same procedure according to above-described embodiment 1 implements the present embodiment, and difference part is only in that will be in extractant 4
" trioctylamine " be respectively etc. dosages tripropyl amine (TPA), etamon chloride, that is, have following correspondence：
Extractant 5：Tricresyl phosphate+kerosene+tripropyl amine (TPA)
Extractant 6：Tricresyl phosphate+kerosene+tetramethyl ammonium chloride
Extractant 7：Tricresyl phosphate+kerosene+etamon chloride
To in the waste water after extraction processing volatile phenol, the content of difficult volatile phenol and total phenol is measured and accordingly
Extraction yield calculate and is listed in table 3.
Various phenol contents and extraction yield after table 3, processing
By table 3 as it can be seen that when the mixture that extractant is tricresyl phosphate, kerosene and aminated compounds is as extractant
When, the selection of aminated compounds has significant impact to the extraction yield of phenol, wherein, tripropyl amine (TPA), tetramethyl ammonium chloride, tetraethyl
Though ammonium chloride has volatile phenol good removal effect, for the extraction yield of difficult volatile phenol low trioctylamine is wanted to wave difficulty instead
The removal effect of phenol is sent out, is most preferably therefore, in the present invention trioctylamine.
Embodiment 3：The investigation of tricresyl phosphate and kerosene amount ratio in extractant 3
Using extractant 3, the present embodiment is implemented according to the same procedure of above-described embodiment 1, difference part is only
Change the volume ratio of tricresyl phosphate and kerosene, volatile phenol, difficult volatile phenol in specific volume ratio and processed waste water and
The content of total phenol is measured with corresponding extraction yield calculate and be listed in table 4.
Various phenol contents and extraction yield after table 4, processing
By table 4 as it can be seen that when the mixture that extractant is formed for tricresyl phosphate and kerosene, the volume ratio of the two for
Removal effect has significant impact, and volume ratio is preferably 1:1-1:3, when more than the scope, extraction yield will all be caused to have aobvious
Writing reduces, while finds to be most preferably 1:3.
Embodiment 4：The investigation of tricresyl phosphate and trioctylamine amount ratio in extractant 4
Using extractant 4, the present embodiment is implemented according to the same procedure of above-described embodiment 1, difference part is only
Change the volume ratio of tricresyl phosphate and trioctylamine, volatile phenol, difficult volatile phenol in specific volume ratio and processed waste water
And the content of total phenol is measured with corresponding extraction yield calculate and be listed in table 5.
Various phenol contents and extraction yield after table 5, processing
By table 5 as it can be seen that when extractant is the mixture being made of tricresyl phosphate, kerosene and trioctylamine, tricresyl phosphate
The volume ratio of cresols ester and trioctylamine has significant impact for removal effect, and volume ratio is preferably 1:0.3-0.7.
Embodiment 5：Dephenolize application of the extractant 4 in semi-coke phenol wastewater 1
Semi-coke phenol wastewater pH is first adjusted to 6, then after being filtered to waste water by extractant and semi-coke phenol wastewater by
Volume ratio 1:2 are uniformly mixed, and are placed in 25 DEG C of water bath with thermostatic control agitating devices, are continuously stirred in the case where rotating speed is 700r/min
It after 10min, is placed in down in pear shape separatory funnel and stands 15min, extraction phase and water phase are obtained after layering, above-mentioned behaviour is mutually repeated to water
Make 4 times, then in waste water before and after the processing volatile phenol, the content of difficult volatile phenol and total phenol is measured as stated above and phase
The extraction yield answered calculate and is listed in table 6.
Table 6, before and after the processing various phenol contents and extraction yield in waste water
By table 6 as it can be seen that certain semi-coke phenol wastewater 1 after extractant 4 extracts, total phenol content can be by initial
6150mg/L is reduced to 251mg/L, and extraction efficiency is up to 95.92%.
Embodiment 6：Dephenolize application of the extractant 4 in semi-coke phenol wastewater 2
Semi-coke phenol wastewater pH is first adjusted to 6, then after being filtered to waste water by extractant and semi-coke phenol wastewater by
Volume ratio 1:1 is uniformly mixed, and is placed in 25 DEG C of water bath with thermostatic control agitating devices, is continuously stirred in the case where rotating speed is 700r/min
It after 10min, is placed in down in pear shape separatory funnel and stands 15min, extraction phase and water phase are obtained after layering, above-mentioned behaviour is mutually repeated to water
Make 4 times, then in waste water before and after the processing volatile phenol, the content of difficult volatile phenol and total phenol is measured as stated above and phase
The extraction yield answered calculate and is listed in table 7.
Table 7, before and after the processing various phenol contents and extraction yield in waste water
By table 7 as it can be seen that certain semi-coke phenol wastewater 2 after extractant 4 extracts, total phenol content can be by initial
10060mg/L is reduced to 373mg/L, and extraction efficiency is up to 96.29%.
Embodiment 7：Dephenolize application of the extractant 4 in pressurization static bed gasification phenol wastewater 1
Raw wastewater pH is extracted under the conditions of being 8, and extractant and (coal gas) are contained phenol after being filtered first to waste water
Waste water by volume 1:2 are uniformly mixed, and are placed in 30 DEG C of water bath with thermostatic control agitating devices, are continuously stirred in the case where rotating speed is 700r/min
It after mixing 10min, is placed in down in pear shape separatory funnel and stands 15min, extraction phase and water phase are obtained after layering, water is mutually repeated above-mentioned
Operation 4 times, then in waste water before and after the processing volatile phenol, the content of difficult volatile phenol and total phenol be measured as stated above and
Corresponding extraction yield calculate and is listed in table 8.
Table 8, before and after the processing various phenol contents and extraction yield in waste water
By table 8 as it can be seen that pressurization static bed gasification phenol wastewater after extractant 4 extracts, total phenol content can be by initial
6270mg/L be reduced to 261mg/L, extraction efficiency is up to 95.84%.
Embodiment 8：Dephenolize application of the extractant 4 in pressurization static bed gasification phenol wastewater 2
Raw wastewater pH is extracted under the conditions of being 8, and extractant and (coal gas) are contained phenol after being filtered first to waste water
Waste water by volume 1:3 are uniformly mixed, and are placed in 30 DEG C of water bath with thermostatic control agitating devices, are continuously stirred in the case where rotating speed is 700r/min
It after mixing 10min, is placed in down in pear shape separatory funnel and stands 15min, extraction phase and water phase are obtained after layering, water is mutually repeated above-mentioned
Operation 4 times, then in waste water before and after the processing volatile phenol, the content of difficult volatile phenol and total phenol be measured as stated above and
Corresponding extraction yield calculate and is listed in table 9.
Table 9, before and after the processing various phenol contents and extraction yield in waste water
By table 9 as it can be seen that pressurization static bed gasification phenol wastewater after extractant 4 extracts, total phenol content can be by initial
5180mg/L be reduced to 244mg/L, extraction efficiency is up to 95.29%.
As described above, the present invention provides a kind of High-Efficiency Phenol-Degradation extractant of phenol wastewater and its application, researcher has found,
The extractant formed using tricresyl phosphate and kerosene, when effect of extracting is better than simple tricresyl phosphate as extractant
Effect of extracting；And when using the kerosene for adding in specific dosage instead, dephenolization effect is better than what tricresyl phosphate was combined with kerosene
The effect of extracting of extractant.Meanwhile when further adding in aminated compounds especially trioctylamine into above-mentioned bicomponent system, and
When the dosage of three kinds of components is in some particular range, most excellent dephenolization effect is achieved.When change the particular range in
Amount ratio when, will all removal effect be caused to be substantially reduced, this demonstrate that the acquirement of the optimum efficiency be three kinds of components, it is specific
Dosage limits and integrates the result that collaboration plays a role.At the same time, when use the extractant to industrial amount containing phenol 5000~
After the waste water of more than 7000mg/L carries out dephenolize, amount containing phenol is down to below 300mg/L after extraction, extraction yield be up to 95% with
On, to industry amount containing phenol after the waste water of 10000mg/L or so carries out dephenolize, amount containing phenol is down to below 400mg/L after extraction,
Extraction yield is up to more than 96%, this proves that the extractant has wide use value and application prospect.
Claims (10)
1. a kind of extractant, active ingredient includes tricresyl phosphate.
2. extractant according to claim 1, it is characterised in that：The extractant further includes kerosene.
3. extractant according to claim 1 or 2, it is characterised in that：The extractant by the tricresyl phosphate and
Kerosene forms.
4. according to any extractant in claim 1-3, it is characterised in that：The body of the tricresyl phosphate and kerosene
Product is than being 1:1-1:10 or 1:1-1:3.
5. according to any extractants of claim 1-4, it is characterised in that：The extractant further includes aminated compounds.
6. extractant according to claim 5, it is characterised in that：The extractant is by the tricresyl phosphate, kerosene
It is formed with aminated compounds；
The volume ratio of the tricresyl phosphate and the aminated compounds is specially 1:0.1-1:0.7 or 1:0.3-1:0.7 or
1:0.5。
7. extractant according to claim 5 or 6, it is characterised in that：The aminated compounds be selected from tertiary amine compounds,
At least one of tripropyl amine (TPA), trioctylamine, quaternary ammonium salt, tetramethyl ammonium chloride and etamon chloride.
8. application of any extractant in separating phenols compounds in claim 1-7.
9. application according to claim 8, it is characterised in that：The phenolic compound is the waste water containing phenolic compound
Or total phenol is in the waste water of more than 4000mg/L.
10. application according to claim 8 or claim 9, it is characterised in that：In the extraction step, the temperature of extraction is 20-80
℃；
The time of extraction is 5min-60min；
The pH value of extraction is 4-9 or 6-7 or 6-8；
The volume ratio of the extractant and the waste water is 1:1-8.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN112607812A (en) * | 2020-12-01 | 2021-04-06 | 中冶焦耐(大连)工程技术有限公司 | Low-loss high-efficiency dephenolizing extraction agent for treating low-rank coal quality-divided conversion phenol-containing wastewater |
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| GB328388A (en) * | 1929-03-15 | 1930-05-01 | Ig Farbenindustrie Ag | Process for washing gas liquors |
| GB502193A (en) * | 1937-10-15 | 1939-03-14 | Ig Farbenindustrie Ag | Improvements in the purification of waste aqueous liquids containing phenol |
| CN104276618A (en) * | 2014-10-30 | 2015-01-14 | 河南龙成煤高效技术应用有限公司 | Dephenolizing extraction agent for coal chemical wastewater and use thereof and method for dephenolizing coal chemical wastewater |
| CN106542603A (en) * | 2015-09-16 | 2017-03-29 | 煤炭科学技术研究院有限公司 | A kind of High-Efficiency Phenol-Degradation extractant and its application in phenol wastewater |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB328388A (en) * | 1929-03-15 | 1930-05-01 | Ig Farbenindustrie Ag | Process for washing gas liquors |
| GB502193A (en) * | 1937-10-15 | 1939-03-14 | Ig Farbenindustrie Ag | Improvements in the purification of waste aqueous liquids containing phenol |
| CN104276618A (en) * | 2014-10-30 | 2015-01-14 | 河南龙成煤高效技术应用有限公司 | Dephenolizing extraction agent for coal chemical wastewater and use thereof and method for dephenolizing coal chemical wastewater |
| CN106542603A (en) * | 2015-09-16 | 2017-03-29 | 煤炭科学技术研究院有限公司 | A kind of High-Efficiency Phenol-Degradation extractant and its application in phenol wastewater |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN112607812A (en) * | 2020-12-01 | 2021-04-06 | 中冶焦耐(大连)工程技术有限公司 | Low-loss high-efficiency dephenolizing extraction agent for treating low-rank coal quality-divided conversion phenol-containing wastewater |
| CN112607812B (en) * | 2020-12-01 | 2023-02-14 | 中冶焦耐(大连)工程技术有限公司 | Low-loss high-efficiency dephenolizing extraction agent for treating low-rank coal quality-divided conversion phenol-containing wastewater |
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Application publication date: 20180518 |