CN114314726A - Hydrophobic eutectic solvent and application thereof in extraction of industrial phenol-containing wastewater - Google Patents
Hydrophobic eutectic solvent and application thereof in extraction of industrial phenol-containing wastewater Download PDFInfo
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- 239000002904 solvent Substances 0.000 title claims abstract description 80
- 230000005496 eutectics Effects 0.000 title claims abstract description 77
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 58
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title claims abstract description 50
- 238000000605 extraction Methods 0.000 title claims abstract description 34
- 239000002351 wastewater Substances 0.000 title claims abstract description 34
- 239000001257 hydrogen Substances 0.000 claims abstract description 49
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 49
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims abstract description 28
- 238000003756 stirring Methods 0.000 claims abstract description 25
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000007788 liquid Substances 0.000 claims abstract description 21
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000005639 Lauric acid Substances 0.000 claims abstract description 14
- 239000005844 Thymol Substances 0.000 claims abstract description 13
- 238000002156 mixing Methods 0.000 claims abstract description 13
- 229960000790 thymol Drugs 0.000 claims abstract description 13
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims abstract description 12
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229940041616 menthol Drugs 0.000 claims abstract description 12
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229940033355 lauric acid Drugs 0.000 claims abstract description 10
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims abstract description 7
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 claims abstract description 7
- 229960003237 betaine Drugs 0.000 claims abstract description 7
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 14
- 238000000926 separation method Methods 0.000 claims description 11
- 239000010842 industrial wastewater Substances 0.000 claims description 9
- 239000005643 Pelargonic acid Substances 0.000 claims description 4
- 230000003068 static effect Effects 0.000 claims description 2
- 125000003639 thymyl group Chemical group C1(=CC(C)=CC=C1C(C)C)* 0.000 claims description 2
- 238000005265 energy consumption Methods 0.000 abstract description 3
- 238000004065 wastewater treatment Methods 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 35
- 238000002360 preparation method Methods 0.000 description 15
- 238000004519 manufacturing process Methods 0.000 description 14
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 13
- 239000005011 phenolic resin Substances 0.000 description 13
- 229920001568 phenolic resin Polymers 0.000 description 13
- 238000002798 spectrophotometry method Methods 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- 239000008367 deionised water Substances 0.000 description 6
- 229910021641 deionized water Inorganic materials 0.000 description 6
- 239000002608 ionic liquid Substances 0.000 description 4
- 238000000622 liquid--liquid extraction Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000000638 solvent extraction Methods 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
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- 239000002994 raw material Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 229940003092 decanoic acid Drugs 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000000374 eutectic mixture Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000004853 microextraction Methods 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Abstract
The invention belongs to the technical field of wastewater treatment, and discloses a hydrophobic eutectic solvent and application thereof in extraction of industrial phenol-containing wastewater. The hydrophobic eutectic solvent comprises a hydrogen bond acceptor and a hydrogen bond donor, wherein the hydrogen bond acceptor is at least one of menthol, lauric acid, thymol and betaine, and the hydrogen bond donor is at least one of nonanoic acid, capric acid, lauric acid and thymol. The molar ratio of the hydrogen bond acceptor to the hydrogen bond donor is 1: 3-2: 1. And mixing the hydrogen bond acceptor and the hydrogen bond donor according to the proportion, and stirring for 5-10 min at the temperature of 30-50 ℃ to form transparent uniform liquid, namely the hydrophobic eutectic solvent. The hydrophobic eutectic solvent prepared by the invention is in a liquid state at normal temperature, has small viscosity, is not easy to volatilize, has good fluidity, can be applied to centrifugal extraction equipment or an extraction tower for treating phenolic wastewater, and reduces the extraction energy consumption.
Description
Technical Field
The invention belongs to the technical field of wastewater treatment, and particularly relates to a hydrophobic eutectic solvent and application thereof in extraction of industrial phenol-containing wastewater.
Background
The phenol-containing wastewater mainly comes from the industries of pharmacy, phenol production, phenolic resin production and the like, is common high-toxicity and non-degradable wastewater in industrial production, has the characteristics of wide source and great harm, and causes serious environmental pollution if discharged without proper treatment.
The liquid-liquid extraction method has the advantages of high efficiency, high selectivity and the like, can effectively reduce the content of phenol in the wastewater, and is mainly characterized by the design of an extracting agent. However, the traditional organic extraction solvents such as methyl isobutyl ketone and benzene have large toxicity and are easy to cause secondary pollution, and the method is contrary to the concept of green development, so that scientists are actively researching and developing green substitutes of the traditional organic extraction agents. The ionic liquid has the characteristics of designable structure and property, easy formation of liquid-liquid two phases and the like, is considered as an environment-friendly 'green' medium, and attracts attention in the field of dephenolization of liquid-liquid extraction wastewater. However, most of ionic liquids use toxic and harmful raw materials in the synthesis process, and have the problems of complex preparation, difficult purification, high cost and the like. Therefore, the development of low-toxic, low-cost green solvents has become an important task for green chemists.
As a new type of green solvent, eutectic solvents have more excellent characteristics than ionic liquids and are receiving more and more attention. Particularly, the hydrophobic eutectic solvent developed in 2015 shows good application prospect in the field of sustainable separation. The eutectic solvent is a eutectic mixture formed by two or more compounds through hydrogen bond action according to a certain stoichiometric ratio, and has the advantages of difficult volatilization, wide liquid range, low melting point, strong thermal stability, easy obtainment of raw materials, simple and green preparation, low price, no need of further purification and the like, thereby being capable of replacing the traditional organic solvent and ionic liquid with difficult preparation and purification and higher price. In recent years, scientists adopt eutectic solvent liquid-liquid extraction/micro-extraction of phenolic compounds in oil or plants to obtain better extraction effect. However, these eutectic solvents are generally hydrophilic, and due to the strong ability of water to form hydrogen bonds, hydrogen bonds between the eutectic solvent components can be broken to varying degrees, greatly limiting the practical application range of the eutectic solvents in water systems. Therefore, it is important to develop a hydrophobic eutectic solvent and expand the application range of the eutectic solvent from a non-aqueous system to an aqueous system. The Hydrophobic Deep Eutectic Solvents (HDES) can be used for the water phase besides the advantages of the hydrophilic deep eutectic solvents, opens up a new way for the application of the deep eutectic solvents in the water phase, and provides a new idea and a feasible method for solving the practical problem particularly in the aspect of treating the polluted water body.
Chinese patent publication CN 109721145A utilizes alcohol (C)nH2n+2OxWherein n is more than or equal to 1 and less than or equal to 10, x is more than or equal to 1 and less than or equal to n) is used as a hydrogen bond receptor, and amino acid (RCHNH) is used2At least one of COOH, wherein R is C2-C6Alkenyl radical, C1-C4Substituted chain alkyl or unsubstituted chain alkyl, nitrogen-containing heterocycle, aryl or cycloalkyl) as hydrogen bond donor, synthesizing eutectic solvent at 90-120 deg.C for 1-3h, and stirring at 80-120 deg.C for 0.5-10h to remove phenol at a ratio of 5-10: 1. However, the preparation temperature of the eutectic solvent and the temperature for extracting the phenol-containing wastewater are both high, and the preparation time of the eutectic solvent is long, so that high energy consumption and long treatment period are required. Chinese patent publication CN 110668525A uses menthol as a hydrogen bond acceptor, at least one of myristic acid, palmitic acid and stearic acid as a hydrogen bond donor, the molar ratio of the hydrogen bond acceptor to the hydrogen bond donor is 1-2: 1, and the mixture is stirred at 65-75 ℃ to be 10 ℃Synthesizing a hydrophobic eutectic solvent within 20min, extracting the phenolic wastewater for 4-5 h at 40-50 ℃, standing and layering for 20-30 h, wherein the phenolic removal rate is more than or equal to 92%. The hydrophobic eutectic solvent is solid at normal temperature, needs to be extracted under heating condition, and has long extraction and separation time.
Aiming at industrial phenol-containing wastewater, multi-stage extraction is often needed to reach the discharge standard, so that HDES is required to be in a liquid form, have lower viscosity and better fluidity, and ensure that the HDES can be quickly subjected to mass transfer and separation with water in extraction equipment.
Disclosure of Invention
In order to overcome the disadvantages and shortcomings of the prior art, the present invention is primarily directed to providing a hydrophobic eutectic solvent.
Another object of the present invention is to provide a method for preparing the hydrophobic eutectic solvent.
The invention further aims to provide the application of the hydrophobic eutectic solvent in extracting phenol-containing industrial wastewater.
The purpose of the invention is realized by the following scheme:
a hydrophobic eutectic solvent comprises a hydrogen bond acceptor and a hydrogen bond donor, wherein the hydrogen bond acceptor is at least one of menthol, lauric acid, thymol and betaine, and the hydrogen bond donor is at least one of nonanoic acid, capric acid, lauric acid and thymol.
Preferably, the hydrophobic eutectic solvent comprises a hydrogen bond acceptor and a hydrogen bond donor, wherein the hydrogen bond acceptor is menthol, and the hydrogen bond donor is one of nonanoic acid, decanoic acid, lauric acid and thymol; or the hydrogen bond acceptor is lauric acid, and the hydrogen bond donor is pelargonic acid; or the hydrogen bond acceptor is betaine and the hydrogen bond donor is thymol;
the molar ratio of the hydrogen bond acceptor to the hydrogen bond donor is 1: 3-2: 1.
The preparation method of the hydrophobic eutectic solvent comprises the following steps: and mixing the hydrogen bond acceptor and the hydrogen bond donor according to the proportion, and stirring for 5-10 min at the temperature of 30-50 ℃ to form transparent uniform liquid, namely the hydrophobic eutectic solvent.
The application of the hydrophobic eutectic solvent in extracting phenol-containing industrial wastewater.
A method for extracting phenol-containing industrial wastewater based on the hydrophobic eutectic solvent specifically comprises the following steps: mixing the hydrophobic eutectic solvent with the phenolic wastewater, and then extracting and separating.
The phenol-containing wastewater is preferably phenolic resin production wastewater.
The mass ratio of the hydrophobic eutectic solvent to the phenolic wastewater is 1: 2-5: 2;
the concentration of the phenol-containing wastewater is 3624-53525 mg/L;
the extraction is one of stirring extraction or centrifugal extraction, and the extraction temperature is 25-50 ℃.
The stirring extraction time is 0.5-2 h; and the centrifugal extraction equilibrium time is the extraction number (3-5 min).
The separation is static liquid separation or centrifugal separation; when standing and separating liquid, standing for 0.5-2 h; when centrifuging, the centrifuging time is 10-20 min.
Compared with the prior art, the invention has the following advantages and beneficial effects:
(1) the hydrogen bond donor which is lower in melting point and insoluble in water is adopted, the prepared hydrophobic eutectic solvent is lower in melting point and good in hydrophobicity, secondary pollution to a water body is avoided, the preparation process is simple, the preparation temperature is lower, and the time is short;
(2) according to the method, menthol and lauric acid, thymol and betaine are used as hydrogen bond receptors and are derived from natural components, the method is green and environment-friendly, the prepared hydrophobic low cosolvent is a natural eutectic solvent, the biocompatibility is good, the operation for extracting phenol-containing wastewater is simple, the extraction temperature is low, the extraction time is short, the reaction condition is mild, and the extraction efficiency of industrial phenol-containing wastewater (3624-53525 mg/L) is high;
(3) the hydrophobic eutectic solvent prepared by the invention is in a liquid state at normal temperature, has small viscosity and is not easy to volatilize, has good fluidity compared with the solid hydrophobic eutectic solvent prepared by the Chinese patent publication CN 110668525A, can be applied to centrifugal extraction equipment or an extraction tower to treat phenolic wastewater, and reduces the extraction energy consumption.
Detailed Description
The present invention will be described in further detail with reference to examples, but the embodiments of the present invention are not limited thereto.
The reagents used in the examples are commercially available without specific reference.
The hydrophobicity of the hydrophobic eutectic solvents prepared in the examples was verified by the following experiments: mixing 5mL of eutectic solvent and 5mL of deionized water, stirring for 1-10 min to fully mix the eutectic solvent and the deionized water, standing for 10min, judging whether the eutectic solvent and the deionized water are layered, and judging that the eutectic solvent is hydrophobic if the eutectic solvent and the deionized water are layered and the volumes of the layered deionized water and the eutectic solvent are unchanged.
The eutectic solvents prepared in examples 1 to 7 and deionized water were both layered, and the volumes of the eutectic solvent and the water phase were not changed, indicating that the eutectic solvents prepared in examples 1 to 7 were all hydrophobic.
Example 1
The preparation method of the hydrophobic eutectic solvent comprises the following steps: mixing 0.1mol of menthol and 0.1mol of lauric acid, and stirring for 5min at the water bath temperature of 50 ℃ to obtain uniform transparent liquid, namely the hydrophobic eutectic solvent HDES 1.
Adding HDES1 and 53523mg/L phenolic resin production wastewater into a container according to the mass ratio of 1:1, stirring for 1h at normal temperature, standing for separating for 1h, and performing ultraviolet spectrophotometry on the lower-layer water phase to test the phenol removal rate to obtain the phenol removal rate of 92.33%.
Adding HDES1 and 3624.66mg/L phenolic resin production wastewater into a container according to the mass ratio of 1:1, stirring for 1h at normal temperature, standing for separating for 1h, and testing the phenol removal rate of the lower-layer water phase by using an ultraviolet spectrophotometry method to obtain 92.80%.
Adding HDES1 and 53523mg/L phenolic resin production wastewater into a container according to the mass ratio of 1:2, stirring for 1h at normal temperature, standing for separating for 1h, and performing ultraviolet spectrophotometry on the lower-layer water phase to test the phenol removal rate to obtain 84.81%.
Adding HDES1 and 53523mg/L phenolic resin production wastewater into a container according to the mass ratio of 2:1, stirring for 1h at normal temperature, standing for separating for 1h, and performing ultraviolet spectrophotometry on the lower-layer water phase to test the phenol removal rate to obtain 95.94%.
Adding HDES1 and 53523mg/L phenolic resin production wastewater into a container according to the mass ratio of 1:1, stirring for 1h at the water bath temperature of 50 ℃, standing for liquid separation for 1h, and testing the phenol removal rate of the lower-layer water phase by using an ultraviolet spectrophotometry method to obtain 95.96% phenol removal rate.
Example 2
The preparation method of the hydrophobic eutectic solvent comprises the following steps: mixing 0.1mol of menthol and 0.1mol of capric acid, and stirring at 50 deg.C water bath temperature for 5min to obtain uniform transparent liquid, namely hydrophobic eutectic solvent HDES 2.
Adding HDES2 and 53523mg/L phenolic resin production wastewater into a container according to the mass ratio of 1:1, stirring for 1h at the water bath temperature of 50 ℃, standing for liquid separation for 1h, and testing the phenol removal rate of the lower-layer water phase by using an ultraviolet spectrophotometry method to obtain the phenol removal rate of 94.03%.
Example 3
The preparation method of the hydrophobic eutectic solvent comprises the following steps: mixing 0.2mol of menthol with 0.1mol of lauric acid, and stirring for 5min at the water bath temperature of 50 ℃ to obtain uniform transparent liquid, namely the hydrophobic eutectic solvent HDES 3.
Adding HDES3 and 53523mg/L phenolic resin production wastewater into a container according to the mass ratio of 1:1, stirring for 1h at normal temperature, standing for separating for 1h, and performing ultraviolet spectrophotometry on the lower-layer water phase to test the phenol removal rate to obtain the phenol removal rate of 94.48%.
Example 4
The preparation method of the hydrophobic eutectic solvent comprises the following steps: 0.1mol of menthol and 0.1mol of nonanoic acid are mixed and stirred for 5min at the water bath temperature of 30 ℃ to obtain uniform transparent liquid and a hydrophobic eutectic solvent HDES 4.
Adding HDES4 and 53523mg/L phenolic resin production wastewater into a container according to the mass ratio of 1:1, stirring for 1h at 50 ℃, standing for separating for 1h, and testing the phenol removal rate of the lower-layer water phase by using an ultraviolet spectrophotometry method to obtain 94.84% phenol removal rate.
Example 5
The preparation method of the hydrophobic eutectic solvent comprises the following steps: 0.1mol of lauric acid and 0.2mol of nonanoic acid are mixed and stirred for 5min at the water bath temperature of 40 ℃ to obtain uniform transparent liquid, namely the hydrophobic eutectic solvent HDES 5.
Adding HDES5 and 14397mg/L phenolic resin production wastewater into a container according to the mass ratio of 1:1, stirring for 1h at normal temperature, standing for separating for 1h, and performing ultraviolet spectrophotometry on a lower-layer water phase to test the phenol removal rate to obtain 88.75%.
Example 6
The preparation method of the hydrophobic eutectic solvent comprises the following steps: mixing 0.1mol of menthol and 0.3mol of thymol, stirring for 5min at the water bath temperature of 40 ℃ to obtain uniform transparent liquid, standing overnight, and generating no precipitate, namely the hydrophobic eutectic solvent HDES 6.
Adding HDES6 and 7452mg/L phenolic resin production wastewater into a container according to the mass ratio of 1:1, mixing and stirring for 1h at 40 ℃, centrifuging for 15min, sampling from a bottom phase by using a needle cylinder after phase separation, and testing the phenol removal rate of a lower water phase by using an ultraviolet spectrophotometry method to obtain the phenol removal rate of 90.35%.
Example 7
The preparation method of the hydrophobic eutectic solvent comprises the following steps: mixing 0.1mol betaine and 0.3mol thymol, stirring at 50 deg.C water bath temperature for 10min to obtain uniform transparent liquid, standing overnight without precipitate, and making into hydrophobic eutectic solvent HDES 7.
Adding HDES7 and 3624mg/L phenolic resin production wastewater into a container according to the mass ratio of 2:1, mixing and stirring for 1h at 40 ℃, standing and separating for 1h, and performing ultraviolet spectrophotometry on a lower-layer water phase to test the phenol removal rate to obtain the phenol removal rate of 94.2%.
The above embodiments are preferred embodiments of the present invention, but the present invention is not limited to the above embodiments, and any other changes, modifications, substitutions, combinations, and simplifications which do not depart from the spirit and principle of the present invention should be construed as equivalents thereof, and all such changes, modifications, substitutions, combinations, and simplifications are intended to be included in the scope of the present invention.
Claims (10)
1. A hydrophobic eutectic solvent comprising a hydrogen bond acceptor and a hydrogen bond donor, characterised in that: wherein the hydrogen bond acceptor is at least one of menthol, lauric acid, thymol and betaine, and the hydrogen bond donor is at least one of pelargonic acid, capric acid, lauric acid and thymol.
2. The hydrophobic eutectic solvent of claim 1, characterized in that:
the molar ratio of the hydrogen bond acceptor to the hydrogen bond donor is 1: 3-2: 1.
3. Hydrophobic eutectic solvent according to claim 1 or 2, characterized in that:
the hydrogen bond acceptor in the hydrophobic eutectic solvent is menthol, and the hydrogen bond donor is one of pelargonic acid, capric acid, lauric acid and thymol; or the hydrogen bond acceptor is lauric acid, and the hydrogen bond donor is pelargonic acid; or the hydrogen bond acceptor is betaine and the hydrogen bond donor is thymol.
4. A method for preparing a hydrophobic eutectic solvent according to any one of claims 1 to 3, characterized by comprising the steps of: and mixing the hydrogen bond acceptor and the hydrogen bond donor according to the proportion, and stirring for 5-10 min at the temperature of 30-50 ℃ to form transparent uniform liquid, namely the hydrophobic eutectic solvent.
5. Use of a hydrophobic eutectic solvent according to any one of claims 1 to 3 for the extraction of phenol-containing industrial waste water.
6. A method for extracting phenol-containing industrial wastewater based on the hydrophobic eutectic solvent as claimed in any one of claims 1 to 3, characterized by comprising the steps of:
mixing the hydrophobic eutectic solvent with the phenol-containing wastewater, extracting and separating.
7. The method for extracting phenol-containing industrial wastewater by using the hydrophobic eutectic solvent according to claim 6, wherein:
the concentration of the phenol-containing wastewater is 3624-53525 mg/L.
8. The method for extracting phenol-containing industrial wastewater by using the hydrophobic eutectic solvent according to claim 6, wherein:
the mass ratio of the hydrophobic eutectic solvent to the phenolic wastewater is 1: 2-5: 2.
9. The method for extracting phenol-containing industrial wastewater by using the hydrophobic eutectic solvent according to claim 6, wherein:
the extraction is one of stirring extraction or centrifugal extraction, and the extraction temperature is 25-50 ℃;
the stirring extraction time is 0.5-2 h; and the centrifugal extraction equilibrium time is the extraction number (3-5 min).
10. The method for extracting phenol-containing industrial wastewater by using the hydrophobic eutectic solvent according to claim 6, wherein:
the separation is static liquid separation or centrifugal separation; when standing and separating liquid, standing for 0.5-2 h; when centrifuging, the centrifuging time is 10-20 min.
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| CN114907507A (en) * | 2022-06-09 | 2022-08-16 | 南京林业大学 | Underwater self-repairing elastomer based on polymerizable hydrophobic eutectic solvent and synthetic method |
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