CN109248667A - A kind of chitosan graft object and its preparation method and application - Google Patents
A kind of chitosan graft object and its preparation method and application Download PDFInfo
- Publication number
- CN109248667A CN109248667A CN201811140943.9A CN201811140943A CN109248667A CN 109248667 A CN109248667 A CN 109248667A CN 201811140943 A CN201811140943 A CN 201811140943A CN 109248667 A CN109248667 A CN 109248667A
- Authority
- CN
- China
- Prior art keywords
- chitosan
- acetic acid
- preparation
- chitosan graft
- graft object
- 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.)
- Pending
Links
- 229920001661 Chitosan Polymers 0.000 title claims abstract description 50
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- POLIXZIAIMAECK-UHFFFAOYSA-N 4-[2-(2,6-dioxomorpholin-4-yl)ethyl]morpholine-2,6-dione Chemical compound C1C(=O)OC(=O)CN1CCN1CC(=O)OC(=O)C1 POLIXZIAIMAECK-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000000178 monomer Substances 0.000 claims abstract description 29
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 238000005406 washing Methods 0.000 claims abstract description 8
- 239000003463 adsorbent Substances 0.000 claims abstract description 7
- 239000011261 inert gas Substances 0.000 claims abstract description 7
- 239000003960 organic solvent Substances 0.000 claims abstract description 5
- 238000001035 drying Methods 0.000 claims abstract description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- 229960001484 edetic acid Drugs 0.000 claims description 16
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 15
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 13
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 9
- 150000008065 acid anhydrides Chemical class 0.000 claims description 9
- 229960000583 acetic acid Drugs 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 6
- -1 pyridine, anhydrous acetic acid acid anhydride Chemical class 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 5
- 239000012362 glacial acetic acid Substances 0.000 claims description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 238000010792 warming Methods 0.000 claims description 2
- 238000001179 sorption measurement Methods 0.000 abstract description 12
- 238000000034 method Methods 0.000 abstract description 8
- 238000006116 polymerization reaction Methods 0.000 abstract description 4
- 230000007613 environmental effect Effects 0.000 abstract description 3
- 229910021645 metal ion Inorganic materials 0.000 abstract description 3
- 238000005917 acylation reaction Methods 0.000 abstract description 2
- 238000010828 elution Methods 0.000 abstract description 2
- 239000003929 acidic solution Substances 0.000 abstract 1
- 238000010521 absorption reaction Methods 0.000 description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 239000013522 chelant Substances 0.000 description 12
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 9
- 229910001424 calcium ion Inorganic materials 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 5
- 229910052791 calcium Inorganic materials 0.000 description 5
- 239000011575 calcium Substances 0.000 description 5
- 239000002594 sorbent Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 230000000903 blocking effect Effects 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 230000009920 chelation Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000003926 complexometric titration Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229910001448 ferrous ion Inorganic materials 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000013178 mathematical model Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
- B01J20/26—Synthetic macromolecular compounds
- B01J20/264—Synthetic macromolecular compounds derived from different types of monomers, e.g. linear or branched copolymers, block copolymers, graft copolymers
-
- 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
- C02F1/285—Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
Landscapes
- 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
本发明公开了一种壳聚糖接枝物及其制备方法和应用。包括以下步骤：将壳聚糖溶解在酸性溶液中，然后与有机溶剂混合；加入乙二胺四乙酸二酐接枝单体(EDTAD)，并在60～80℃、惰性气体保护下进行接枝聚合反应；反应结束后洗涤、烘干，得到壳聚糖接枝物。本发明所涉及的接枝反应是壳聚糖上的酰化反应，反应过程简单，易于操作。可通过改变主体和接枝单体的质量配比以及反应条件，来控制螯合吸附剂的吸附性能。可通过洗脱法将吸附剂吸附后的金属离子进行回收，吸附剂可继续投入使用，具有良好的可持续性和环保保护性。The invention discloses a chitosan graft and its preparation method and application. The method includes the following steps: dissolving chitosan in an acidic solution, and then mixing it with an organic solvent; adding ethylenediaminetetraacetic acid dianhydride grafting monomer (EDTAD), and carrying out grafting at 60-80 DEG C under the protection of inert gas Polymerization reaction; washing and drying after the reaction to obtain a chitosan graft. The grafting reaction involved in the present invention is an acylation reaction on chitosan, and the reaction process is simple and easy to operate. The adsorption performance of the chelating adsorbent can be controlled by changing the mass ratio of the main body and the grafting monomer and the reaction conditions. The metal ions adsorbed by the adsorbent can be recovered by the elution method, and the adsorbent can continue to be put into use, with good sustainability and environmental protection.
Description
Technical field
The invention belongs to field of material technology, and in particular to a kind of chitosan graft object and its preparation method and application.
Background technique
Tailing dam is dam body made of being rolled as tailing accumulation, is mainly used for storing up metal and nonmetal deposits mountain progress ore
The tailing or industrial residue being discharged after sorting.Under normal circumstances, dam body height is up to tens meters or even rice up to a hundred.Tailings Dam and logical
Reservoir in normal concept is different, and reservoir needs raising of water level, therefore dam body is mainly used to antiseepage, and Tailings Dam then needs to arrange infiltration, no
Dam break is easy to cause after then water level is raised.There are silting ion (such as calcium ions, ferrous ion) in existing waste liquid in dam, in spy
It is precipitated under fixed chemical environment, forms compound not soluble in water, blocked drainage pipe road and porous media, eventually lead to dam break.
Once the Rock And Soil dam break of so people Pang can cause the disasters such as landslide, cause great casualties, property loss
And environmental pollution.
The silting of tailing dam is mainly physics silting and chemical colmatage, main mainly for the processing of silting both at home and abroad at present
It is carried out in the method for physics, by tailing dam simulated experiment, fluid experiment and founding mathematical models, to change this porous Jie
Matter filtration system, there are applicability low (completely depending on the inner case of tailing dam), silting blocking performance are general, less economical for it
The problems such as, this makes to be restricted in the application of tailing dam silting blocking.And it is seldom by the research of the method silting blocking of chemistry.
Summary of the invention
It is an object of that present invention to provide a kind of chitosan graft objects and preparation method thereof, and this method raw material and technique are more simple
Single, at low cost, obtained chitosan graft object has good adsorptivity and environmental suitability as chelate sorbent, and not
It will cause environmental pollution, there is good regulation effect for the silting of tailing dam.
In order to achieve the above objectives, as follows using technical solution:
A kind of chitosan graft object, has following structure formula:
The preparation method of above-mentioned chitosan graft object, comprising the following steps:
It dissolves chitosan in acid solution, is then mixed with organic solvent；
It is added ethylenediamine tetra-acetic acid dianhydride grafted monomers (EDTAD), and is connect under 60~80 DEG C, inert gas shielding
Branch polymerization reaction；
It washs, dry after reaction, obtain chitosan graft object.
According to the above scheme, the acid solution is the glacial acetic acid of concentration 2wt%.
According to the above scheme, the organic solvent is n,N-Dimethylformamide.
According to the above scheme, the mass ratio of chitosan and ethylenediamine tetra-acetic acid dianhydride grafted monomers is 1:(1~4).
According to the above scheme, the ethylenediamine tetra-acetic acid dianhydride grafted monomers are prepared in the following manner:
Ethylenediamine tetra-acetic acid (EDTA) is suspended in anhydrous pyridine, anhydrous acetic acid is then added under inert gas protection
Acid anhydride stirs and is warming up to 60-70 DEG C；
Cold filtration under inert gas shielding, washing, drying obtain ethylenediamine tetra-acetic acid dianhydride grafted monomers EDTAD.
According to the above scheme, ethylenediamine tetra-acetic acid, pyridine, acetic anhydride dosage molar ratio be 1:(5~7): (4~6).
Application of the above-mentioned chitosan graft object as tailing dam adsorbent.
The reaction process of the graft of ethylenediamine tetra-acetic acid dicarboxylic anhydride grafted chitosan of the present invention is as follows:
Chelate is the complex with cyclic structure, is formed by two or more ligands and same metal ion
The chelation of chelate ring and obtain.The chelating mechanism of ethylenediamine tetra-acetic acid of the present invention is that it can be with many ions by four
Carboxylic acid group and two nitrogen atom bondings, firmly chelate ion, form hexa-atomic chelate ring, and hexa-atomic chelate ring is very stable.
Chitosan-ethylenediamine tetra-acetic acid dicarboxylic anhydride graft is exactly the chelating mechanism for using for reference EDTA, firmly chelating ion.
Compared with the existing technology, the present invention has the beneficial effect that:
The graft of ethylenediamine tetra-acetic acid dicarboxylic anhydride grafted chitosan prepared by the present invention is used as chelate sorbent
Grafted monomers ethylenediamine tetra-acetic acid dicarboxylic anhydride can be voluntarily prepared (to purity without very high by raw material ethylenediamine tetra-acetic acid
It is required that), this raw material is biodegradable, is easy to get extensively, and it is low in cost, and there is good environmental protection property.
Environment-friendly type chelate sorbent prepared by the present invention, react using n,N-Dimethylformamide as solvent, be grafted main body with
And the low raw-material costs such as grafted monomers, be easy to get extensively, production cost can be substantially reduced.
Graft reaction according to the present invention is the acylation reaction on chitosan, and reaction process is simple, easily operated.
The present invention can be by the quality proportioning and reaction condition of change main body and grafted monomers, to control chelate sorbent
Absorption property.
Metal ion after the present invention can be adsorbed adsorbent by elution method recycles, and adsorbent, which can continue investment, to be made
With with good sustainability and environmentally friendly protectiveness.
Detailed description of the invention
Fig. 1: the infrared spectrogram of grafted monomers EDTA in the embodiment of the present invention 1 and 2.
Fig. 2: the ultraviolet spectrogram of calcium ion content after gained chelate and chitosan adsorb in the embodiment of the present invention 3.
Fig. 3: the ultraviolet spectrogram of calcium ion content after gained chelate and chitosan adsorb in the embodiment of the present invention 4.
Fig. 4: calcium ion adsorption capacity with grafted monomers EDTAD additional amount change curve.
Fig. 5: tailing dam internal environment adsorption capacity is simulated with the change curve of grafted monomers EDTAD additional amount.
Fig. 6: simulation tailing dam internal environment adsorption capacity changes over time curve.
Specific embodiment
Following embodiment further illustrates technical solution of the present invention, but not as limiting the scope of the invention.
Following embodiment further illustrates technical solution of the present invention, but not as limiting the scope of the invention.
Embodiment 1
The preparation of grafted monomers EDTAD, preparation step are as follows:
18gEDTA (acid) is suspended in 31ml anhydrous pyridine, 25ml acid anhydrides is then added under nitrogen protection, at 65 DEG C
Lower stirring certain time.According to this by product under stable nitrogen stream cold filtration, anhydrous acetic acid acid anhydride and anhydrous second with 200ml
Acid anhydrides cleaning, finally dries at 50-60 DEG C of vacuum oven, obtains grafted monomers EDTAD.The EDTAD that reaction obtains is done
Infrared test.
The infared spectrum of EDTAD obtained by the present embodiment is shown in Fig. 1, in 1809cm in the infrared spectroscopy of EDTAD-1And 1765cm-1
Occur Absorption Characteristics peak and low frequency peak it is slightly stronger than high frequency peak, be acid anhydrides C=O stretching vibration absorb 2 characteristic absorption peaks this
It is the characteristic peak of cyclic acid anhydride.In 1251cm-1The stretching vibration peak at place is cyclic acid anhydride C-O-C stretching vibration peak, in 1070cm-1There is C-N stretching vibration peak and 2930,2850cm-1Locate appearance-CH2Stretching vibration peak, these characteristic peaks illustrate that synthetic is
EDTAD。
Embodiment 2
30gEDTA (acid) is suspended in 50m anhydrous pyridine, 50ml acid anhydrides is then added under nitrogen protection, at 65 DEG C
Lower stirring certain time.According to this by product under stable nitrogen stream cold filtration, cleaned with the acid anhydrides of 200ml and ether, finally
It is dried at 50-60 DEG C of vacuum oven, obtains grafted monomers EDTAD.The EDTAD that reaction obtains is done into infrared test.
The infared spectrum of EDTAD obtained by the present embodiment is shown in Fig. 1, in 1796cm in the infrared spectroscopy of EDTAD-1And 1749cm-1
Occur Absorption Characteristics peak and low frequency peak it is slightly stronger than high frequency peak, be acid anhydrides C=O stretching vibration absorb 2 characteristic absorption peaks this
It is the characteristic peak of cyclic acid anhydride.In 1252cm-1The stretching vibration peak at place is cyclic acid anhydride C-O-C stretching vibration peak, in 1060cm-1There is C-N stretching vibration peak and 2923cm-1Locate appearance-CH2Stretching vibration peak, these characteristic peaks illustrate that synthetic is EDTAD.
Embodiment 3
1g chitosan monomer is completely dissolved with 2ml glacial acetic acid, after a certain period of time, 50mlN, N- is added in solution upon dissolution
In dimethylformamide, 1 gained EDTAD grafted monomers of 1g embodiment are added, and carry out at 65 DEG C, under nitrogen closing environment
Polymerization reaction until the reaction is complete, uses 50mlN after reaction, and dinethylformamide is washed and filtered, then steamed with 100ml
Distilled water washing is centrifuged, and is then washed and is centrifuged with 100ml saturated sodium bicarbonate solution, then distills water washing with 100ml
It is centrifuged, is finally centrifuged with the ethanol washing of 50ml 95%, placed it at 70 DEG C of vacuum oven and dry, obtain
Chitosan graft object of the present invention.
Obtained chitosan graft object, which is placed in the calcium solution of configuration, adsorbs 2h, and the solution after absorption is carried out ultraviolet survey
Examination；It is compared simultaneously with the ultraviolet spectrogram of solution after chitosan absorption, as shown in Figure 2, respectively chitosan
(Chitosan) and after chitosan graft object (Graft copolymer) absorption ionic calcium soln in solution calcium ion content purple
External spectrum figure, the calcium ion solubility after graft absorption in solution are considerably less than the calcium ion solubility after chitosan absorption, the two
Peak of curve illustrates that the absorption property of graft is significantly better than the absorption property of chitosan there are significant difference.
Embodiment 4
1g chitosan monomer is completely dissolved with 2ml glacial acetic acid, after a certain period of time, 50mlN, N- is added in solution upon dissolution
In dimethylformamide, add 1 gained EDTAD grafted monomers of 2.5g embodiment, and at 65 DEG C, under nitrogen closing environment into
Row polymerization reaction until the reaction is complete, uses 50mlN after reaction, and dinethylformamide is washed and filtered, and then uses 100ml
Distillation water washing is centrifuged, and is then washed and is centrifuged with 100ml saturated sodium bicarbonate solution, then is distilled and washed with 100ml
It washs and is centrifuged, is finally centrifuged with the ethanol washing of 50ml 95%, place it at 60~80 DEG C of vacuum oven and dry
It is dry, obtain chitosan graft object of the present invention.
Obtained chitosan graft object is placed in configured calcium solution (by pH value adjustment to 7.2) and adsorbs 2h, will
Solution after absorption carries out ultraviolet test, while comparing with the ultraviolet spectrogram of the solution after chitosan absorption.See Fig. 3 institute
Show that chitosan (Chitosan) and chitosan graft object (Graft copolymer) absorption PH are molten after 7.2 ionic calcium soln
The ultraviolet spectrogram of liquid；Ionic calcium soln after adjustment PH does not influence the absorption property of graft significantly, graft
Absorption property of the absorption property still better than chitosan.
In addition, adsorption capacity as shown in Figure 4 is with grafted monomers with EDTA complexometric titration to calcium ion adsorption capacity
The change curve of EDTAD additional amount.
With the variation of the addition quality of grafted monomers EDTAD (ethylenediamine tetra-acetic acid dianhydride), the suction of chitosan graft object
Attached capacity significantly improves.This change curve shows to change the matter of chitosan and grafted monomers EDTAD (ethylenediamine tetra-acetic acid dianhydride)
Amount proportion can effectively improve graft to the adsorption effect of calcium ion, promote the absorption property of chelate sorbent.
In the case where simulation tailing dam internal environment pH is 6.5--7.8, adsorption time 8h, with grafted monomers EDTAD's
The variation of quality is added, the change curve of adsorption capacity is as shown in Figure 5.With the increase of grafted monomers quality, the suction of graft
Attached capacity also improves.Find out that the absorption property in tailing dam of graft can be improved in control proportion by curve.
In the case where simulating tailing dam internal environment pH6.5--7.8, the quality of grafted monomers used is 2g, and adsorption capacity is at any time
Between change it is as shown in Figure 6.By shown in curve, with the variation of time, the adsorption capacity of graft is improved.Illustrate to increase at any time
Add, the absorption property of graft is better in tailing dam, but may eventually reach the maximum value of adsorption capacity, and last curve can become
In steady.
Claims (8)
1. a kind of chitosan graft object, it is characterised in that have following structure formula:
2. the preparation method of chitosan graft object described in claim 1, it is characterised in that the following steps are included:
It dissolves chitosan in acid solution, is then mixed with organic solvent；
It is added ethylenediamine tetra-acetic acid dianhydride grafted monomers (EDTAD), and carries out grafting under 60~80 DEG C, inert gas shielding and gather
Close reaction；
It washs, dry after reaction, obtain chitosan graft object.
3. the preparation method of chitosan graft object as claimed in claim 2, it is characterised in that the acid solution is concentration 2wt%
Glacial acetic acid.
4. the preparation method of chitosan graft object as claimed in claim 2, it is characterised in that the organic solvent is N, N- bis-
Methylformamide.
5. the preparation method of chitosan graft object as claimed in claim 2, it is characterised in that chitosan and ethylenediamine tetra-acetic acid two
The mass ratio of acid anhydride grafted monomers is 1:(1~4).
6. the preparation method of chitosan graft object as claimed in claim 2, it is characterised in that the ethylenediamine tetra-acetic acid dianhydride connects
Branch monomer is prepared in the following manner:
Ethylenediamine tetra-acetic acid (EDTA) is suspended in anhydrous pyridine, anhydrous acetic acid acid anhydride is then added under inert gas protection,
It stirs and is warming up to 60-70 DEG C；
Cold filtration under inert gas shielding, washing, drying obtain ethylenediamine tetra-acetic acid dianhydride grafted monomers EDTAD.
7. the preparation method of chitosan graft object as claimed in claim 6, it is characterised in that ethylenediamine tetra-acetic acid, pyridine, acetic acid
The dosage molar ratio of acid anhydride is 1:(5~7): (4~6).
8. application of the chitosan graft object as tailing dam adsorbent described in claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811140943.9A CN109248667A (en) | 2018-09-28 | 2018-09-28 | A kind of chitosan graft object and its preparation method and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811140943.9A CN109248667A (en) | 2018-09-28 | 2018-09-28 | A kind of chitosan graft object and its preparation method and application |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109248667A true CN109248667A (en) | 2019-01-22 |
Family
ID=65048255
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811140943.9A Pending CN109248667A (en) | 2018-09-28 | 2018-09-28 | A kind of chitosan graft object and its preparation method and application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109248667A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108993454A (en) * | 2018-09-28 | 2018-12-14 | 武汉工程大学 | A kind of preparation method of chelate sorbent |
| CN110003356A (en) * | 2019-04-12 | 2019-07-12 | 南京理工大学 | Thermal gels-EDTA derivative and preparation method and the application in adsorption of metal ions |
| CN110639478A (en) * | 2019-10-30 | 2020-01-03 | 武汉工程大学 | Preparation method of modified chitosan cross-linked zeolite adsorbent |
| CN110665474A (en) * | 2019-10-30 | 2020-01-10 | 武汉工程大学 | Modified chitosan cross-linked zeolite porous adsorbent and application thereof |
| CN110724596A (en) * | 2019-10-10 | 2020-01-24 | 浙江海洋大学 | A method for removing arsenic from Antarctic krill oil |
| CN110975824A (en) * | 2019-12-23 | 2020-04-10 | 徐州工程学院 | Water body heavy metal ion adsorbent and preparation method and application thereof |
| CN114096576A (en) * | 2019-07-12 | 2022-02-25 | 陶氏环球技术有限责任公司 | Metal Polyols for Polyurethane Polymers |
| CN116239853A (en) * | 2023-02-28 | 2023-06-09 | 宁波方太厨具有限公司 | Preparation method of composite nano microsphere and application of composite nano microsphere in preparation of nanofiber membrane |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2164591A1 (en) * | 2007-07-09 | 2010-03-24 | GE Healthcare Bio-Sciences AB | Method for preparation of a biomolecule adsorbent |
| CN102849817A (en) * | 2012-08-24 | 2013-01-02 | 武汉工程大学 | Method for separating heavy metals lead and cadmium by using biological adsorbent packed column |
| CN104745198A (en) * | 2015-02-12 | 2015-07-01 | 上海贯发海洋生物科技有限公司 | Preparation method of soil heavy metal curing detoxicant |
| CN105854934A (en) * | 2016-03-31 | 2016-08-17 | 天津大学 | Preparation and application of green environment-friendly immobilized platinum catalyst |
| CN106220871A (en) * | 2016-07-29 | 2016-12-14 | 清华大学 | A kind of modification of chitosan gel micro-ball and preparation thereof and application |
| CN108993454A (en) * | 2018-09-28 | 2018-12-14 | 武汉工程大学 | A kind of preparation method of chelate sorbent |
-
2018
- 2018-09-28 CN CN201811140943.9A patent/CN109248667A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2164591A1 (en) * | 2007-07-09 | 2010-03-24 | GE Healthcare Bio-Sciences AB | Method for preparation of a biomolecule adsorbent |
| CN102849817A (en) * | 2012-08-24 | 2013-01-02 | 武汉工程大学 | Method for separating heavy metals lead and cadmium by using biological adsorbent packed column |
| CN104745198A (en) * | 2015-02-12 | 2015-07-01 | 上海贯发海洋生物科技有限公司 | Preparation method of soil heavy metal curing detoxicant |
| CN105854934A (en) * | 2016-03-31 | 2016-08-17 | 天津大学 | Preparation and application of green environment-friendly immobilized platinum catalyst |
| CN106220871A (en) * | 2016-07-29 | 2016-12-14 | 清华大学 | A kind of modification of chitosan gel micro-ball and preparation thereof and application |
| CN108993454A (en) * | 2018-09-28 | 2018-12-14 | 武汉工程大学 | A kind of preparation method of chelate sorbent |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108993454A (en) * | 2018-09-28 | 2018-12-14 | 武汉工程大学 | A kind of preparation method of chelate sorbent |
| CN110003356A (en) * | 2019-04-12 | 2019-07-12 | 南京理工大学 | Thermal gels-EDTA derivative and preparation method and the application in adsorption of metal ions |
| CN114096576A (en) * | 2019-07-12 | 2022-02-25 | 陶氏环球技术有限责任公司 | Metal Polyols for Polyurethane Polymers |
| CN114096576B (en) * | 2019-07-12 | 2024-11-29 | 陶氏环球技术有限责任公司 | Metal polyols for polyurethane polymers |
| CN110724596A (en) * | 2019-10-10 | 2020-01-24 | 浙江海洋大学 | A method for removing arsenic from Antarctic krill oil |
| CN110639478A (en) * | 2019-10-30 | 2020-01-03 | 武汉工程大学 | Preparation method of modified chitosan cross-linked zeolite adsorbent |
| CN110665474A (en) * | 2019-10-30 | 2020-01-10 | 武汉工程大学 | Modified chitosan cross-linked zeolite porous adsorbent and application thereof |
| CN110975824A (en) * | 2019-12-23 | 2020-04-10 | 徐州工程学院 | Water body heavy metal ion adsorbent and preparation method and application thereof |
| CN110975824B (en) * | 2019-12-23 | 2022-11-29 | 徐州工程学院 | A kind of water heavy metal ion adsorbent and its preparation method and application |
| CN116239853A (en) * | 2023-02-28 | 2023-06-09 | 宁波方太厨具有限公司 | Preparation method of composite nano microsphere and application of composite nano microsphere in preparation of nanofiber membrane |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN109248667A (en) | A kind of chitosan graft object and its preparation method and application | |
| CN101357325B (en) | A kind of spherical cellulose chelating adsorbent containing amidoxime group and carboxyl group and preparation method thereof | |
| CN104018346B (en) | Synthetic method of chelating fiber with selective adsorption to Cr(VI) | |
| CN108993454A (en) | A kind of preparation method of chelate sorbent | |
| CN105617981B (en) | The application in the treatment of waste water of the method for modifying of a kind of meerschaum and modified meerschaum | |
| CN102773082B (en) | Novel immobilized 8-hydroxyquinoline type chelate adsorption material and preparation method thereof | |
| Liatsou et al. | Cu (II) adsorption on 2-thiouracil-modified Luffa cylindrica biochar fibres from artificial and real samples, and competition reactions with U (VI) | |
| CN102295723A (en) | 6-aminopyridine-3-carboxylic acid chelating resin and its preparation method | |
| CN106824113B (en) | Preparation and application of imidazole ionic liquid modified chitosan adsorbent | |
| CN104209102A (en) | Heavy metal ion adsorbent for grafting glycine to chloromethylated polystyrene, preparation method and application thereof | |
| Zhong et al. | Synthesis and characterization of magnetic molecularly imprinted polymers for enrichment of sanguinarine from the extraction wastewater of M. cordata | |
| CN106432645A (en) | 'Mercapto-gold' modified silica-gel surface sudan molecularly imprinted material as well as preparation method and application thereof | |
| CN101880355A (en) | Preparation and application of a Sudan red I molecularly imprinted polymer adsorbent | |
| CN108047361A (en) | A kind of Properties of Magnetic Chelating Resins, its preparation method and its application in combined pollution water body purification | |
| Shao et al. | Preparation and adsorption properties for metal ions of chitin modified by l‐cysteine | |
| CN115888664A (en) | Preparation method of magnetic cellulose-based polyamine-type chelated heavy metal adsorbent | |
| CN107442078A (en) | Novel color-changing fiber AMTF PAR preparation and application | |
| CN109678140A (en) | A kind of green modified carbon nano tube material and its preparation method and application | |
| CN108693001A (en) | The extracting method of persistence organic pollutant-polycyclic aromatic hydrocarbon in a kind of dust | |
| CN104959130B (en) | Chelate adsorption function resin, its preparation method and application | |
| CN104628906A (en) | Preparation method of chelate resin capable of selectively adsorbing Hg (II) | |
| CN109610166B (en) | Chelate fiber, preparation method thereof and application thereof in preparing Au in electronic waste3+Application of separation and enrichment | |
| CN107100001A (en) | The pyridone fiber producing processes of 2 amino of polyurethane 3 and its application in food in the enrichment detection of heavy metal | |
| CN105771921A (en) | Method for preparing plant and organic composite adsorbent for extracting uranium from seawater by adopting tributyl phosphate modified camphor tree leaves | |
| López et al. | Effect of spacer on the mechanism of metal adsorption in EDTA supported on a polymeric resin |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20190122 |