CN115196710A - Application of chitosan crosslinked product - Google Patents
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- CN115196710A CN115196710A CN202210066380.3A CN202210066380A CN115196710A CN 115196710 A CN115196710 A CN 115196710A CN 202210066380 A CN202210066380 A CN 202210066380A CN 115196710 A CN115196710 A CN 115196710A
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- 229920001661 Chitosan Polymers 0.000 title claims abstract description 115
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims abstract description 59
- 238000001179 sorption measurement Methods 0.000 claims abstract description 59
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000003344 environmental pollutant Substances 0.000 claims abstract description 9
- 231100000719 pollutant Toxicity 0.000 claims abstract description 9
- HXKWSTRRCHTUEC-UHFFFAOYSA-N 2,4-Dichlorophenoxyaceticacid Chemical compound OC(=O)C(Cl)OC1=CC=C(Cl)C=C1 HXKWSTRRCHTUEC-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000000047 product Substances 0.000 claims description 76
- 238000004132 cross linking Methods 0.000 claims description 22
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- 230000001376 precipitating effect Effects 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 239000012153 distilled water Substances 0.000 claims description 2
- 239000012065 filter cake Substances 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 27
- 239000007864 aqueous solution Substances 0.000 description 11
- 238000003756 stirring Methods 0.000 description 7
- 238000002329 infrared spectrum Methods 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000005259 measurement Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000004064 recycling Methods 0.000 description 4
- 238000005303 weighing Methods 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000003463 adsorbent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000002262 Schiff base Substances 0.000 description 2
- 150000004753 Schiff bases Chemical class 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 150000002611 lead compounds Chemical group 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- QIIPQYDSKRYMFG-UHFFFAOYSA-N phenyl hydrogen carbonate Chemical compound OC(=O)OC1=CC=CC=C1 QIIPQYDSKRYMFG-UHFFFAOYSA-N 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Images
Classifications
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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
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/286—Treatment of water, waste water, or sewage by sorption using natural organic sorbents or derivatives thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/24—Naturally occurring macromolecular compounds, e.g. humic acids or their derivatives
-
- 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
- C02F2101/306—Pesticides
-
- 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
-
- 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
- C02F2101/36—Organic compounds containing halogen
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
The invention relates to the field of water treatment, in particular to application of a chitosan crosslinked product. The application of chitosan cross-linked product in adsorbing pollutants in polluted environment. The invention has the advantages that the chitosan cross-linked product has high adsorption speed and large adsorption capacity to the 2, 4-dichlorophenoxyacetic acid in water, and the chitosan cross-linked product can be recycled. The adsorption performance of the chitosan is enhanced, the application range of the chitosan is expanded, and the chitosan can be applied to the fields of water treatment and pollutant adsorption.
Description
Technical Field
The invention relates to the field of water treatment, in particular to application of a chitosan crosslinked product.
Background
Chitosan (Chitosan) is a renewable natural aminopolysaccharide which has rich sources, is second to the yield of cellulose in the nature, has no toxic or side effect, has good biocompatibility and degradability, has a plurality of unique physiological and pharmacological functional properties, and is widely applied to various industrial fields of medicine, food, pollutant adsorption and the like. The chitosan has the characteristics of adsorption performance, no toxicity and no pollution, and can be used as a modified object to develop a secondary lead compound. Modification of chitosan by crosslinking is an effective method for improving the efficiency of treating pollutants by chitosan. The cross-linking reaction can obviously improve the mechanical property and acid solubility of the chitosan and enhance the molecular stability of the chitosan, and the cross-linking reaction can provide enough space between chitosan chains and provide more adsorption sites, so that derivatives with high adsorption property can be obtained, and the application range of the chitosan is enlarged. The method for preparing the crosslinked chitosan product in this patent is described in the literature (Journal of Colloid and Interface Science,393, 271-277).
2, 4-dichlorphenoxyacetic acid (2, 4-D) is a phenoxy carboxylic acid herbicide, and has wide application range and large application amount in China. 2,4-D has certain solubility in water, and 2,4-D remained on the surface of soil and plants is easy to migrate with water, so that surface water and underground water are polluted. 2,4-D is difficult to degrade, has long residual time, has potential 'three-cause' effect, and seriously influences the water quality safety and the human health. The chitosan cross-linked product is utilized to carry out the adsorption and removal of the residual 2,4-D in the water, which has important significance for the treatment and restoration of water body pollution.
Disclosure of Invention
The invention aims to provide application of a chitosan crosslinking product.
In order to realize the purpose, the technical scheme adopted by the invention is as follows:
an application of a chitosan cross-linked product, in particular to an application of the chitosan cross-linked product in adsorbing pollutants in polluted environment.
The chitosan cross-linked product is applied to 2, 4-dichlorophenoxyacetic acid in an adsorption environment.
The preparation method of the chitosan crosslinking product comprises the following steps: dissolving chitosan in acetic acid solution (5%), reacting with glutaraldehyde for 3h at room temperature, adding sodium hydroxide solution to adjust to neutrality, then precipitating with absolute ethyl alcohol, washing with distilled water and absolute ethyl alcohol, vacuum filtering to obtain filter cake, and drying to constant weight to obtain chitosan crosslinked product. The cross-linking reaction is that aldehyde group of glutaraldehyde reacts with amino group of chitosan to form Schiff base, the molecular weight of the Schiff base is not influenced in the cross-linking process, and the molecular weight of the chitosan is generally 10-700kDa.
The chitosan cross-linked product is added into a sample to be treated to adsorb 2, 4-dichlorophenoxyacetic acid in the sample at 25-45 ℃, so that pollutants in the sample are removed, the concentration of the 2, 4-dichlorophenoxyacetic acid in the sample is 50-250mg/mL, and the addition amount of the chitosan cross-linked product is 50-120mg/100mL.
The chitosan cross-linked product is applied by separating and collecting the chitosan cross-linked product after adsorption treatment.
The invention has the advantages that:
the chitosan cross-linked product prepared by taking glutaraldehyde as a cross-linking agent has higher adsorption performance on 2,4-D, and specifically comprises the following components:
(1) The physical structure and solubility of chitosan can be improved by the crosslinking reaction, and compared with chitosan, the stability of the chitosan is further improved, the solubility in water is further reduced, and the adsorption sites are further increased. The obtained chitosan cross-linked product has further improved 2,4-D adsorption performance and can be widely applied to the field of water treatment.
(2) The chitosan cross-linked product keeps the original good performances of biocompatibility, biodegradation and the like of chitosan, has good adsorption performance to 2,4-D, is obviously higher than that of chitosan, improves the adsorption performance of chitosan, and enlarges the application range.
Drawings
FIG. 1 is an infrared spectrum of chitosan as a raw material according to an embodiment of the present invention.
FIG. 2 is an infrared spectrum of a crosslinked product of chitosan according to an embodiment of the present invention.
FIG. 3 shows the results of the change of the adsorption amount of 2,4-D by the chitosan crosslinked product provided in application example 1 of the present invention with time.
FIG. 4 is an infrared spectrum of a chitosan crosslinked product provided in application example 1 after adsorbing 2,4-D.
Detailed Description
The following description of the embodiments of the present invention is provided in connection with examples and applications, and it should be understood that the embodiments described herein are only for the purpose of illustration and explanation, and are not intended to limit the invention.
The invention has the advantages that the chitosan cross-linked product has high adsorption speed and large adsorption capacity to the 2, 4-dichlorophenoxyacetic acid in water, and the chitosan cross-linked product can be recycled. The adsorption performance of the chitosan is enhanced, the application range of the chitosan is expanded, and the chitosan can be applied to the fields of water treatment and pollutant adsorption.
Example 1
The preparation process of the chitosan crosslinking product comprises the following specific steps: 1.5g of chitosan with a molecular weight of 100kDa was weighed. Dissolving the chitosan in 180mL of acetic acid solution (5%), adding 18mL of glutaraldehyde solution (50%) into the solution, stirring at room temperature for 3h, adjusting the solution to be neutral by using sodium hydroxide solution after the reaction is finished, precipitating by using excessive absolute ethyl alcohol, filtering the precipitate by suction, washing the precipitate by using absolute ethyl alcohol, and drying at 65 ℃ to obtain a chitosan cross-linked product (see figure 2).
FIG. 1 is an infrared spectrum of chitosan: 1602cm -1 Is NH 2 The bending vibration absorption peak of (1). FIG. 2 is an infrared spectrum of a crosslinked product of chitosan: 1602cm -1 Disappearance of the peak at 1664cm -1 Characteristic absorption peak of C = N. The above analysis data prove the success of the synthesis of the chitosan cross-linked product.
Meanwhile, the chitosan crosslinked product can be prepared according to the literature of Journal of Colloid and Interface Science,393, 271-277.
Application example
Measurement of adsorption Property
(1) Determination of 2,4-D adsorption Properties of crosslinked Chitosan products: preparing 2,4-D aqueous solution with the concentration of 0.2mg/L, and weighing100mg of chitosan crosslinked product in the example is added into 100mL of 2,4-D aqueous solution, stirred at room temperature, sampled for 2min, 5min, 10min, 20min, 30min, 40min, 60min, 2h, 3h and 4h respectively, and the concentration C of 2,4-D in the solution is measured t (Note: the samples to be tested were measured in triplicate and averaged) (see FIGS. 3 and 4).
Adsorption capacity q t ＝(C 0 -C t )×100/m
Wherein C is 0 Is the initial concentration of the 2,4-D solution, and m is the amount of chitosan cross-linking polymer added.
The results of the change of the adsorption amount of the chitosan crosslinked product to 2,4-D with time are shown in FIG. 3.
FIG. 4 is an infrared spectrum of a crosslinked chitosan product after adsorption of 2, 4-D: 1480cm -1 Is the deformation vibration peak of OH in 2,4-D, 1288cm -1 Is the stretching vibration peak of CO in 2,4-D. The analysis of the data above proves that 2,4-D is adsorbed on the chitosan crosslinked product.
(2) And (3) determining the influence of the input amount of the chitosan crosslinking product on the adsorption performance: the adsorption capacities of the chitosan crosslinked products under different input amounts were measured and compared respectively (table 1): 2,4-D aqueous solution with the concentration of 0.2mg/L is prepared. Respectively weighing 50, 80, 100 and 120mg of chitosan cross-linked product in the example, respectively adding into 100mL2,4-D aqueous solution, stirring for 2h at room temperature, and measuring the concentration C of 2,4-D in the solution t (Note: the samples to be measured were measured three times each and averaged).
Adsorption capacity q t ＝(C 0 -C t )×100/m
Wherein C is 0 Is the initial concentration of the 2,4-D solution, and m is the amount of chitosan cross-linking polymer added.
The measurement results of the chitosan crosslinked product with different input amounts on the 2,4-D adsorption amount are as follows:
TABLE 1 determination of the influence of the amount of chitosan crosslinked product charged on the adsorption Properties
| Input amount of chitosan crosslinking product | 50mg | 80mg | 100mg | 120mg |
| Amount of adsorption | 253mg/g | 199mg/g | 175mg/g | 149mg/g |
(3) 2, determination of influence of 2,4-D solution concentration on adsorption property of chitosan crosslinked product: the adsorption capacity of the chitosan crosslinked product in 2,4-D solutions with different concentrations is respectively determined and compared (Table 2): 2,4-D aqueous solutions with concentrations of 0.05mg/L, 0.1mg/L, 0.15mg/L, 0.2mg/L and 0.25mg/L were prepared, respectively. Weighing 100mg of chitosan crosslinked product in the example, respectively adding 100mL of prepared 2,4-D aqueous solutions with different concentrations, stirring for 2h at room temperature, and measuring the concentration C of 2,4-D in the solution t (Note: the samples to be tested were measured three times in each case, and the average value was taken).
Adsorption capacity q t ＝(C 0 -C t )×100/m
Wherein C 0 Is the initial concentration of the 2,4-D solution, and m is the amount of chitosan cross-linking polymer added.
Measurement of the amount of 2,4-D adsorption of chitosan crosslinked product in 2,4-D solutions of different concentrations:
TABLE 2,4-D Effect of solution concentration on adsorption Properties of crosslinked Chitosan products
| 2,4-D solution concentration | 0.05mg/L | 0.1mg/L | 0.15mg/L | 0.2mg/L | 0.25mg/L |
| Amount of adsorption | 48mg/g | 93mg/g | 133mg/g | 175mg/g | 212mg/g |
(4) And (3) determining the influence of the adsorption temperature on the adsorption performance of the chitosan crosslinked product: the adsorption capacities of the chitosan crosslinked products at different temperatures were measured and compared, respectively (table 3): 2,4-D aqueous solution with the concentration of 0.2mg/L is prepared. Weighing 100mg of chitosan crosslinked product in the example, adding 100mL of prepared 2,4-D aqueous solution, stirring at 25 deg.C, 35 deg.C and 45 deg.C for 2h, and measuring the concentration C of 2,4-D in the solution t (Note: the samples to be tested were measured three times in each case, and the average value was taken).
Adsorption capacity q t ＝(C 0 -C t )×100/m
Wherein C is 0 Is the initial concentration of the 2,4-D solution, and m is the amount of chitosan cross-linking polymer added.
Measurement results of 2,4-D adsorption amount of chitosan crosslinked product at different temperatures:
TABLE 3 determination of the influence of adsorption temperature on the adsorption Properties of crosslinked Chitosan products
| Temperature of | 25℃ | 35℃ | 45℃ |
| Amount of adsorption | 174mg/g | 170mg/g | 168mg/g |
(5) And (3) determining the recycling performance of the chitosan crosslinking product: the adsorption capacity of the chitosan crosslinked product after recovery for reuse as 2,4-D adsorbent was determined and compared, respectively (Table 4): 2,4-D aqueous solution with the concentration of 0.2mg/L is prepared. Weighing 100mg of chitosan crosslinked product in the example, adding 100mL of prepared 2,4-D aqueous solution, stirring at room temperature for 2h, and determining the concentration C of 2,4-D in the solution t . Filtering and separating the solution to obtain a chitosan cross-linked product, drying, adding the chitosan cross-linked product into absolute ethyl alcohol, stirring for 1h, filtering, separating and drying the chitosan cross-linked product, adding the chitosan cross-linked product serving as an adsorbent into 100mL of prepared 2,4-D aqueous solution, stirring for 2h at room temperature, and measuring the concentration C of 2,4-D in the solution t . The above procedure was repeated and the concentration of 2,4-D in the solution after each adsorption was determined (note: the sample to be tested was measured three times and averaged).
Adsorption capacity q t ＝(C 0 -C t )×100/m
Wherein C 0 Is a 2,4-D solutionM is the amount of chitosan cross-linked polymer added.
And (3) determining the recycling performance of the chitosan cross-linked product:
TABLE 4 determination of the Recycling Properties of the Chitosan crosslinked products
| Number of times of adsorption | 1 | 2 | 3 | 4 |
| Amount of adsorption | 174mg/g | 163mg/g | 158mg/g | 156mg/g |
As a result, the adsorption amount of the chitosan crosslinked product to 2,4-D is basically unchanged after 2 hours, which indicates that the chitosan crosslinked product can complete the rapid adsorption of 2,4-D within 2 hours. In the 100mL2,4-D solution, the absorption amount of the chitosan crosslinking product can reach 253mg/g when the input amount of the chitosan crosslinking product is 50 mg. In the 2,4-D solution with the concentration of 0.25mg/L, the adsorption quantity of the chitosan cross-linked product can reach 212mg/g. The chitosan cross-linked product has higher adsorption capacity to 2,4-D in different input amounts, 2,4-D solutions with different concentrations and different adsorption temperatures. The chitosan cross-linked product still maintains higher adsorption performance when being used as the 2,4-D adsorbent for four times of recycling.
The present invention is not limited to the above-described application examples, and any other changes, modifications, substitutions and combinations that are consistent with the essence and principle of the present invention are equivalent and are included in the scope of the present invention.
Claims (5)
1. The application of a chitosan crosslinked product is characterized in that: the application of chitosan cross-linked product in adsorbing pollutants in polluted environment.
2. Use of a chitosan cross-linked product as claimed in claim 1, wherein: the chitosan cross-linked product is applied to 2, 4-dichlorophenoxyacetic acid in an adsorption environment.
3. Use of a chitosan cross-linked product according to claim 1 or 2, wherein: the preparation method of the chitosan crosslinking product comprises the following steps: dissolving chitosan in acetic acid solution (5%), reacting with glutaraldehyde for 3h at room temperature, adding sodium hydroxide solution to adjust to neutrality, then precipitating with absolute ethyl alcohol, washing with distilled water and absolute ethyl alcohol, vacuum filtering to obtain filter cake, and drying to constant weight to obtain chitosan crosslinked product.
4. Use of a chitosan cross-linked product according to claim 1 or 2, wherein: the chitosan crosslinking product is added into a sample to be treated to adsorb 2, 4-dichlorophenoxyacetic acid in the sample at 25-45 ℃ so as to remove pollutants in the sample, wherein the concentration of the 2, 4-dichlorophenoxyacetic acid in the sample is 50-250mg/mL, and the addition amount of the chitosan crosslinking product is 50-120mg/100mL.
5. Use of a chitosan cross-linked product as claimed in claim 4, wherein: and separating and collecting the chitosan crosslinking product after the adsorption treatment for reuse.
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| CN202210066380.3A CN115196710A (en) | 2022-01-20 | 2022-01-20 | Application of chitosan crosslinked product |
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| CN202210066380.3A CN115196710A (en) | 2022-01-20 | 2022-01-20 | Application of chitosan crosslinked product |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030101521A1 (en) * | 2001-11-27 | 2003-06-05 | Ming-Shen Chiou | Method of adsorbing dye in aqueous solution by chemical cross-linked chitosan beads |
| CN101298039A (en) * | 2008-01-18 | 2008-11-05 | 清华大学 | Preparation of chitosan molecular imprinting adsorbing agent |
| CN106220872A (en) * | 2016-07-29 | 2016-12-14 | 浙江科技学院 | A kind of crosslinked chitosan microsphere and its preparation method and application |
| CN107519845A (en) * | 2017-10-18 | 2017-12-29 | 福州大学 | A kind of ion liquid modified cross-linked porous chitosan absorbent and its preparation and application |
-
2022
- 2022-01-20 CN CN202210066380.3A patent/CN115196710A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030101521A1 (en) * | 2001-11-27 | 2003-06-05 | Ming-Shen Chiou | Method of adsorbing dye in aqueous solution by chemical cross-linked chitosan beads |
| CN101298039A (en) * | 2008-01-18 | 2008-11-05 | 清华大学 | Preparation of chitosan molecular imprinting adsorbing agent |
| CN106220872A (en) * | 2016-07-29 | 2016-12-14 | 浙江科技学院 | A kind of crosslinked chitosan microsphere and its preparation method and application |
| CN107519845A (en) * | 2017-10-18 | 2017-12-29 | 福州大学 | A kind of ion liquid modified cross-linked porous chitosan absorbent and its preparation and application |
Non-Patent Citations (1)
| Title |
|---|
| 周彤: ""改性壳聚糖和麦秆对水体污染物的吸附研究"", 《中国优秀硕士学位论文全文数据库 工程科技I辑》, no. 2, pages 014 - 718 * |
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