CN116199354A - Treatment method of wastewater containing 2, 5-furandicarboxylic acid - Google Patents
Treatment method of wastewater containing 2, 5-furandicarboxylic acid Download PDFInfo
- Publication number
- CN116199354A CN116199354A CN202111432942.3A CN202111432942A CN116199354A CN 116199354 A CN116199354 A CN 116199354A CN 202111432942 A CN202111432942 A CN 202111432942A CN 116199354 A CN116199354 A CN 116199354A
- Authority
- CN
- China
- Prior art keywords
- furandicarboxylic acid
- wastewater
- acid
- fdca
- oxide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- CHTHALBTIRVDBM-UHFFFAOYSA-N furan-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)O1 CHTHALBTIRVDBM-UHFFFAOYSA-N 0.000 title claims abstract description 42
- 239000002351 wastewater Substances 0.000 title claims abstract description 21
- 238000000034 method Methods 0.000 title claims abstract description 16
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000001301 oxygen Substances 0.000 claims abstract description 9
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 9
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims description 9
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 8
- 239000002516 radical scavenger Substances 0.000 claims description 8
- XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical compound [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 claims description 4
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 claims description 4
- YRIZYWQGELRKNT-UHFFFAOYSA-N 1,3,5-trichloro-1,3,5-triazinane-2,4,6-trione Chemical compound ClN1C(=O)N(Cl)C(=O)N(Cl)C1=O YRIZYWQGELRKNT-UHFFFAOYSA-N 0.000 claims description 3
- UWDMKTDPDJCJOP-UHFFFAOYSA-N 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-ium-4-carboxylate Chemical compound CC1(C)CC(O)(C(O)=O)CC(C)(C)N1 UWDMKTDPDJCJOP-UHFFFAOYSA-N 0.000 claims description 3
- 239000012286 potassium permanganate Substances 0.000 claims description 3
- 229950009390 symclosene Drugs 0.000 claims description 3
- QYTDEUPAUMOIOP-UHFFFAOYSA-N TEMPO Chemical class CC1(C)CCCC(C)(C)N1[O] QYTDEUPAUMOIOP-UHFFFAOYSA-N 0.000 claims description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 claims description 2
- CEJLBZWIKQJOAT-UHFFFAOYSA-N dichloroisocyanuric acid Chemical compound ClN1C(=O)NC(=O)N(Cl)C1=O CEJLBZWIKQJOAT-UHFFFAOYSA-N 0.000 claims description 2
- IYSYLWYGCWTJSG-XFXZXTDPSA-N n-tert-butyl-1-phenylmethanimine oxide Chemical compound CC(C)(C)[N+](\[O-])=C\C1=CC=CC=C1 IYSYLWYGCWTJSG-XFXZXTDPSA-N 0.000 claims description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 claims description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims description 2
- 230000015556 catabolic process Effects 0.000 abstract description 9
- 238000006731 degradation reaction Methods 0.000 abstract description 9
- 238000006243 chemical reaction Methods 0.000 abstract description 6
- 238000004065 wastewater treatment Methods 0.000 abstract description 3
- 230000007935 neutral effect Effects 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 12
- 230000001105 regulatory effect Effects 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 3
- 239000010865 sewage Substances 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- WCBPJVKVIMMEQC-UHFFFAOYSA-N 1,1-diphenyl-2-(2,4,6-trinitrophenyl)hydrazine Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1NN(C=1C=CC=CC=1)C1=CC=CC=C1 WCBPJVKVIMMEQC-UHFFFAOYSA-N 0.000 description 1
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-Tetramethylpiperidine Substances CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- NBVHDOZEOGAKLK-UHFFFAOYSA-N [N]=O.CC1C(N(CCC1)C)(C)C Chemical compound [N]=O.CC1C(N(CCC1)C)(C)C NBVHDOZEOGAKLK-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 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
- C02F1/66—Treatment of water, waste water, or sewage by neutralisation; pH adjustment
-
- 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
- C02F1/72—Treatment of water, waste water, or sewage by oxidation
- C02F1/725—Treatment of water, waste water, or sewage by oxidation by catalytic oxidation
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatment Of Water By Oxidation Or Reduction (AREA)
Abstract
The application discloses a method for treating wastewater containing 2, 5-furandicarboxylic acid. The method utilizes oxygen free radicals formed by oxides to degrade the 2, 5-furandicarboxylic acid, and the 2, 5-furandicarboxylic acid can be almost completely degraded under neutral and mild conditions. The invention is especially aimed at low-concentration 2, 5-furandicarboxylic acid wastewater, has high degradation efficiency, mild reaction conditions and no acid-base secondary pollution, and has practical application value in the aspect of 2, 5-furandicarboxylic acid wastewater treatment.
Description
Technical Field
The invention relates to a method for treating wastewater containing 2, 5-furandicarboxylic acid, and belongs to the technical field of wastewater treatment containing 2, 5-furandicarboxylic acid.
Background
2, 5-furandicarboxylic acid (FDCA) is one of 12 bio-based platform compounds screened by the United states department of energy, can be used for high polymer materials such as polyester, polyurethane, polyamide and the like due to the similarity of the structure and terephthalic acid, can be applied to industries such as engineering plastics, paint, fiber, packaging materials and the like, and has huge market development prospect. With the development of the FDCA industry, waste water containing a small amount of FDCA is generated in the FDCA production process, and the FDCA in the waste water needs to be treated in order to avoid the pollution to the environment. At present, reports on the aspect of FDCA-containing wastewater treatment are not seen, so that research on FDCA degradation in wastewater has a certain practical application value for the development of the FDCA industry.
Disclosure of Invention
According to one aspect of the present application, there is provided a method for treating wastewater containing 2, 5-furandicarboxylic acid, characterized in that the treatment steps are:
adding an oxygen radical scavenger into the wastewater, adjusting the pH value, adding an oxide into the wastewater, and reacting to obtain a treated solution.
Optionally, the pH is between 5 and 9;
preferably, the pH is between 6 and 8.
Optionally, the oxygen radical scavenger is selected from nitrogen oxides and benzoquinone species;
preferably, the oxygen radical scavenger is at least one selected from the group consisting of p-benzoquinone, tetramethylpiperidine nitroxide, 4-hydroxy-2, 6-tetramethylpiperidine nitroxide, 4-acetamido-2, 6-tetramethylpiperidine nitroxide, phenyl-N-t-butylnitrone, 1-diphenyl-2-picrylhydrazine;
optionally, the oxygen radical scavenger is added in an amount of 1 to 150ppm;
preferably, the addition amount is 10 to 100ppm.
The method accelerates the degradation rate of FDCA, improves the utilization rate of the oxidant, and can efficiently degrade FDCA in the solution.
Optionally, the oxide is selected from at least one of tert-butyl peroxide, dichloroisocyanuric acid, trichloroisocyanuric acid, perchlorate, chlorate, hypochlorite and potassium permanganate;
optionally, the oxide is used in an amount of 10% based on the total amount of 2, 5-furandicarboxylic acid: (1-60);
preferably, the oxide is used in an amount of 5% based on the total amount of 2, 5-furandicarboxylic acid: (1-25).
Optionally, the total concentration of 2, 5-furandicarboxylic acid in the wastewater is 0.1-6g/kg;
preferably, the total concentration is 0.5-1.5g/kg.
According to the aspects, the beneficial effects which can be generated by the application include:
1) The treatment method of the sewage containing 2, 5-furandicarboxylic acid provided by the application has the characteristics of mild reaction conditions and no need of introducing external energy, has low requirements on treatment equipment, and is very suitable for industrial use;
2) The treatment method for the sewage containing the 2, 5-furandicarboxylic acid has the advantages of thorough decomposition effect, capability of decomposing 93% of 2, 5-furandicarboxylic acid in the sewage at least, and good industrialization prospect.
Detailed Description
The present application is described in detail below with reference to examples, but the present application is not limited to these examples.
The FDCA degradation rate in the examples of the present application was calculated as follows:
example 1
100g of FDCA wastewater containing 1.0g/L is taken, 0.001g of tetramethylpiperidine nitrogen oxide and 0.02g of potassium bromide are added, after complete dissolution, the pH of the solution is regulated to 7.0-7.5, then 1.7g of 5% sodium hypochlorite aqueous solution is added, after 1h of reaction, the concentration of FDCA in the solution is detected, and the degradation rate of FDCA is calculated to be 96%.
Example 2
100g of FDCA wastewater containing 2.0g/L is taken, 0.01g of p-benzoquinone is added, after complete dissolution, the pH of the solution is regulated to be between 6.0 and 6.5, then 0.3g of tert-butyl hydroperoxide is added, after 1h of reaction, the concentration of FDCA in the solution is detected, and the degradation rate of FDCA is calculated to be 99%.
Example 3
100g of FDCA wastewater containing 1.2g/L is taken, 0.005g of 4-hydroxy-2, 6-tetramethylpiperidine nitrogen oxide is added, after complete dissolution, the pH of the solution is regulated to be between 8.0 and 8.5, then 0.5g of trichloroisocyanuric acid is added, after 1h of reaction, the concentration of FDCA in the solution is detected, and the degradation rate of the FDCA is calculated to be 93 percent.
Example 4
100g of FDCA wastewater containing 0.7g/L is taken, 0.001g of 1, 1-diphenyl-2-picrylhydrazine is added, after the wastewater is completely dissolved, the pH value of the solution is regulated to be between 6.0 and 6.5, then 0.1g of potassium permanganate is added, after the reaction is carried out for 1 hour, the concentration of FDCA in the solution is detected, and the degradation rate of the FDCA is calculated to be 99.5 percent.
According to the embodiments provided herein, the optimal effect that can be produced is a degradation rate of 99.5% as described in example 4.
It should be understood that the order of steps or order in which a particular action is performed is not critical, as long as the present teachings remain operable. Furthermore, two or more steps or actions may be performed simultaneously.
The foregoing description is only a few examples of the present application and is not intended to limit the present application in any way, and although the present application is disclosed in the preferred examples, it is not intended to limit the present application, and any person skilled in the art may make some changes or modifications to the disclosed technology without departing from the scope of the technical solution of the present application, and the technical solution is equivalent to the equivalent embodiments.
Claims (7)
1. The method for treating the wastewater containing the 2, 5-furandicarboxylic acid is characterized by comprising the following steps of:
adding an oxygen radical scavenger into the wastewater, adjusting the pH value, adding an oxide into the wastewater, and reacting to obtain a treated solution.
2. The process according to claim 1, characterized in that the pH is between 5 and 9;
preferably, the pH is between 6 and 8.
3. The process according to claim 1, wherein the oxygen radical scavenger is selected from nitrogen oxides and benzoquinone species;
preferably, the oxygen radical scavenger is at least one selected from the group consisting of p-benzoquinone, tetramethylpiperidine nitroxide, 4-hydroxy-2, 6-tetramethylpiperidine nitroxide, 4-acetamido-2, 6-tetramethylpiperidine nitroxide, phenyl-N-t-butylnitrone, 1-diphenyl-2-picrylhydrazine.
4. The method according to claim 1, wherein the oxygen radical scavenger is added in an amount of 1 to 150ppm;
preferably, the addition amount is 10 to 100ppm.
5. The method according to claim 1, wherein the oxide is at least one selected from the group consisting of t-butyl peroxide, dichloroisocyanuric acid, trichloroisocyanuric acid, perchlorate, chlorate, hypochlorite and potassium permanganate.
6. The method according to claim 1, wherein the ratio of the amount of the oxide to the 2, 5-furandicarboxylic acid is 10:1 to 10:60 by weight;
preferably, the ratio of the usage amount of the oxide to the 2, 5-furandicarboxylic acid is 5:1-1:5 by weight.
7. The process according to claim 1, wherein the total concentration of 2, 5-furandicarboxylic acid in the wastewater is 0.1-6g/kg;
preferably, the total concentration is 0.5-1.5g/kg.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111432942.3A CN116199354A (en) | 2021-11-29 | 2021-11-29 | Treatment method of wastewater containing 2, 5-furandicarboxylic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111432942.3A CN116199354A (en) | 2021-11-29 | 2021-11-29 | Treatment method of wastewater containing 2, 5-furandicarboxylic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN116199354A true CN116199354A (en) | 2023-06-02 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN202111432942.3A Pending CN116199354A (en) | 2021-11-29 | 2021-11-29 | Treatment method of wastewater containing 2, 5-furandicarboxylic acid |
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Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004002659A (en) * | 2002-04-09 | 2004-01-08 | Idemitsu Kosan Co Ltd | Hardly decomposable toxic substance decomposing agent and method for decomposing hardly decomposable toxic substance |
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| CN104846027A (en) * | 2015-04-30 | 2015-08-19 | 华南理工大学 | Method for synthesizing derivative with high added value through enzymatic catalysis of 5-hydroxymethylfurfural |
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-
2021
- 2021-11-29 CN CN202111432942.3A patent/CN116199354A/en active Pending
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