LU102508B1 - Chitosan-grafted Amino Acid Magnetic Composite Microsphere As Well As Preparation and Application - Google Patents
Chitosan-grafted Amino Acid Magnetic Composite Microsphere As Well As Preparation and Application Download PDFInfo
- Publication number
- LU102508B1 LU102508B1 LU102508A LU102508A LU102508B1 LU 102508 B1 LU102508 B1 LU 102508B1 LU 102508 A LU102508 A LU 102508A LU 102508 A LU102508 A LU 102508A LU 102508 B1 LU102508 B1 LU 102508B1
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- LU
- Luxembourg
- Prior art keywords
- chitosan
- amino acid
- composite microsphere
- magnetic composite
- grafted
- Prior art date
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- 239000004005 microsphere Substances 0.000 title claims abstract description 54
- 150000001413 amino acids Chemical class 0.000 title claims abstract description 50
- 239000002131 composite material Substances 0.000 title claims abstract description 46
- 238000002360 preparation method Methods 0.000 title claims description 11
- 229920001661 Chitosan Polymers 0.000 claims abstract description 54
- 235000001014 amino acid Nutrition 0.000 claims abstract description 49
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 44
- ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 14
- 239000004220 glutamic acid Substances 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 11
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims abstract description 10
- 235000013922 glutamic acid Nutrition 0.000 claims abstract description 10
- 239000000696 magnetic material Substances 0.000 claims abstract description 10
- 229960003104 ornithine Drugs 0.000 claims abstract description 8
- AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 claims abstract description 7
- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 claims abstract description 7
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 claims abstract description 7
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims abstract description 3
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims abstract description 3
- 239000011258 core-shell material Substances 0.000 claims abstract description 3
- 239000000243 solution Substances 0.000 claims description 20
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 16
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims description 16
- 239000007864 aqueous solution Substances 0.000 claims description 16
- 238000004132 cross linking Methods 0.000 claims description 15
- 229920000642 polymer Polymers 0.000 claims description 7
- 238000007885 magnetic separation Methods 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 5
- 229910001385 heavy metal Inorganic materials 0.000 claims description 3
- 150000002500 ions Chemical class 0.000 claims description 3
- 239000002351 wastewater Substances 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 abstract description 9
- 238000001179 sorption measurement Methods 0.000 abstract description 8
- 238000005189 flocculation Methods 0.000 abstract description 5
- 230000016615 flocculation Effects 0.000 abstract description 5
- 229910021645 metal ion Inorganic materials 0.000 abstract description 5
- SZVJSHCCFOBDDC-UHFFFAOYSA-N ferrosoferric oxide Chemical compound O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 abstract description 3
- 238000004332 deodorization Methods 0.000 abstract description 2
- 238000002845 discoloration Methods 0.000 abstract description 2
- 230000009467 reduction Effects 0.000 abstract description 2
- 239000000463 material Substances 0.000 description 11
- 229920005615 natural polymer Polymers 0.000 description 8
- 239000002861 polymer material Substances 0.000 description 8
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000006249 magnetic particle Substances 0.000 description 5
- 229960000907 methylthioninium chloride Drugs 0.000 description 5
- 239000011259 mixed solution Substances 0.000 description 5
- 230000001105 regulatory effect Effects 0.000 description 5
- 238000002525 ultrasonication Methods 0.000 description 5
- 239000010865 sewage Substances 0.000 description 4
- 239000013078 crystal Substances 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- 231100000252 nontoxic Toxicity 0.000 description 3
- 230000003000 nontoxic effect Effects 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 241000238557 Decapoda Species 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000002843 carboxylic acid group Chemical group 0.000 description 2
- 238000010668 complexation reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 229920002101 Chitin Polymers 0.000 description 1
- 241000238424 Crustacea Species 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 238000001479 atomic absorption spectroscopy Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000009713 electroplating Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 239000004021 humic acid Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000002957 persistent organic pollutant Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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
- C02F1/288—Treatment of water, waste water, or sewage by sorption using composite sorbents, e.g. coated, impregnated, multi-layered
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/06—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising oxides or hydroxides of metals not provided for in group B01J20/04
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- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28002—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their physical properties
- B01J20/28009—Magnetic properties
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3202—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the carrier, support or substrate used for impregnation or coating
- B01J20/3204—Inorganic carriers, supports or substrates
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3244—Non-macromolecular compounds
- B01J20/3246—Non-macromolecular compounds having a well defined chemical structure
- B01J20/3248—Non-macromolecular compounds having a well defined chemical structure the functional group or the linking, spacer or anchoring group as a whole comprising at least one type of heteroatom selected from a nitrogen, oxygen or sulfur, these atoms not being part of the carrier as such
- B01J20/3251—Non-macromolecular compounds having a well defined chemical structure the functional group or the linking, spacer or anchoring group as a whole comprising at least one type of heteroatom selected from a nitrogen, oxygen or sulfur, these atoms not being part of the carrier as such comprising at least two different types of heteroatoms selected from nitrogen, oxygen or sulphur
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- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3268—Macromolecular compounds
- B01J20/3272—Polymers obtained by reactions otherwise than involving only carbon to carbon unsaturated bonds
- B01J20/3274—Proteins, nucleic acids, polysaccharides, antibodies or antigens
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- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
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- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/32—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating
- B01J20/3231—Impregnating or coating ; Solid sorbent compositions obtained from processes involving impregnating or coating characterised by the coating or impregnating layer
- B01J20/3242—Layers with a functional group, e.g. an affinity material, a ligand, a reactant or a complexing group
- B01J20/3268—Macromolecular compounds
- B01J20/328—Polymers on the carrier being further modified
- B01J20/3282—Crosslinked polymers
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- B01J20/3291—Characterised by the shape of the carrier, the coating or the obtained coated product
- B01J20/3293—Coatings on a core, the core being particle or fiber shaped, e.g. encapsulated particles, coated fibers
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- B01J20/30—Processes for preparing, regenerating, or reactivating
- B01J20/34—Regenerating or reactivating
- B01J20/3433—Regenerating or reactivating of sorbents or filter aids other than those covered by B01J20/3408 - B01J20/3425
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- 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
- C02F1/48—Treatment of water, waste water, or sewage with magnetic or electric fields
- C02F1/488—Treatment of water, waste water, or sewage with magnetic or electric fields for separation of magnetic materials, e.g. magnetic flocculation
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/10—Inorganic compounds
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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
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Abstract
The invention discloses a chitosan-grafted amino acid magnetic composite microsphere. The microsphere is provided with a core-shell structure which takes a chitosan-amino acid complex as a shell, and takes a magnetic material as a core, wherein the complex is obtained by a grafting method of chitosan and amino acid; the amino acid is one of glutamine, glutamic acid and ornithine; in the complex, the amino acid accounts for 5-80 wt%; and the magnetic material is Fe or Fe3O4, and accounts for 10-20% of the total weight of the chitosan and amino acid. The chitosan-grafted amino acid magnetic composite microsphere can be used as a water treatment agent, so that harmful substances (such as dye substances and metal ions) in water can be effectively eliminated, various functions such as good flocculation, metal ion adsorption, deodorization, discoloration and effective reduction of a COD value can be realized.
Description
DESCRIPTION Chitosan-grafted Amino Acid Magnetic Composite Microsphere As Well As Preparation and Application
TECHNICAL FIELD The invention relates to a novel composite material and application thereof in the field of water environment treatment, in particular to a chitosan-grafted amino acid magnetic composite microsphere as well as preparation and application.
BACKGROUND In recent years, water, which is a basic need for people's life, has been polluted more and more seriously with rapid development of economy and industry. At the same time, people demand water of higher quality with the improvement of living conditions. With regard to the characteristics of current water pollution, soluble organic substances and refractory biodegradable compounds in water are increasing year after year, and are not removed remarkably with current conventional water treatment means; and moreover, current water treatment agents mostly can generate secondary pollution substances harmful to the environment, which are undoubtedly harmful for environmental pollution, sustainable development and the like. Therefore, it is the research focus in the current water treatment field that efficient, environment-friendly, economical and secondary-pollution-free water treatment agents need to find.
Natural polymers are macromolecules in animals, plants and microbiological resources in nature, are easily decomposed into water, carbon dioxide, and the like after being discarded, are widely sourced, nontoxic and environment-friendiy. In addition, it is worth mentioning that natural polymer materials are renewable resources that are completely irrelevant to petroleum resources, which can be inexhaustible. With the above-mentioned excellent properties, the natural polymer materials have been widely used in many fields such as biology, medicine and food processing. In the water treatment field, the natural polymer materials have been regarded as one of the best alternative materials for water treatment agents because of their massive reactive groups such as free hydroxyl groups and amine groups distributed on natural polymer molecular chains as well as their flocculation.
As one of the most excellent natural polymer materials, chitosan is a deacetylated product of chitin, contains reactive groups -NHz and -OH in the molecular chains, and forms a cationic polyelectrolyte in an acidic solution, showing good flocculation performance. The chitosan, namely a chitosan precursor, is widely found in crustaceans such as shrimps and crabs, insects and algae, and it is the second natural polymer compounds only to cellulose. In addition, chitosan can complex with transition metal ions, humic acids and surfactants in water to remove water-soluble organic pollutants because of its good complexation. Undoubtedly, it is one of the important directions in the current water treatment field that a water treatment agent is developed by taking chitosan as a base material because of its comprehensive performances such as flocculation, metal ion adsorption and water-soluble organic matter removal.
In order to obtain a large specific surface area to improve its adsorption performance, the chitosan, as an adsorbent material, is difficult to separate from water quickly because of its very small particle size after adsorbing and removing pollutants. In addition, a large number of other active functional groups are grafted or compounded onto a chitosan chain on the premise of ensuring its biocompatibility so as to improve water treatment performance of the chitosan; in order to overcome the defect that the chitosan is not easy to separate from the water quickly, a simple and quick separating method is searched to prepare an efficient water treatment agent with good separation effect, which is undoubtedly of great significance for deep application of chitosan in water treatment.
SUMMARY An objective of the invention is to provide a chitosan-grafted amino acid magnetic composite microsphere as well as preparation and application. The microsphere material can effectively remove harmful substances in the water by adsorption, complexation, etc., and can be effectively separated from the water by a magnetic separation technology for recycling.
The technical solution for realizing the invention is as follows:
A chitosan-grafted amino acid magnetic composite microsphere is provided with a core-shell structure which takes a chitosan-amino acid complex as a shell, and takes a magnetic material as a core, where the composite is obtained by a grafting method of chitosan and amino acid; the amino acid is one of glutamine, glutamic acid and ornithine; in the complex, the amino acid accounts for 5-80 wt%; the magnetic material is Fe or FesO4, and accounts for 10-20% of the total weight of the chitosan and amino acid. The magnetic composite microsphere is prepared by a reverse phase suspension crosslinking method, where the chitosan/ the amino acid and the magnetic material are mixed and dispersed into an aqueous solution, and then is crosslinked by glutaraldehyde by taking cyclohexane as an oil phase.
A preparation method for the chitosan-grafted amino acid magnetic composite microsphere specifically includes the following steps: firstly dissolving chitosan and amino acid to prepare an aqueous solution with 2-10 wt% of chitosan and amino acid; and then ultrasonically dispersing a magnetic material into the solution, adding cyclohexane, uniformly mixing, and crosslinking by glutaraldehyde, thereby forming a polymer magnetic composite microsphere.
Adding amount of the cyclohexane and volume of a chitosan-amino acid mixed aqueous solution are in proportion of 1-10.
Usage amount of glutaraldehyde accounts for 0.1-10% of that of the chitosan.
In a cross-linking process, a pH value of a reaction solution is controlled to be 7-10, a cross-linking temperature is controlled to be 35-65 C and cross-linking time is controlled to be 0.5-3 hours.
The chitosan-grafted amino acid magnetic composite microsphere is applied as a water treatment agent in removing harmful substances in dye wastewater.
The chitosan-grafted amino acid magnetic composite microsphere adsorbs heavy metal ions in water, preferably but not limited to Cu“*, such as lead, zinc, iron, cobalt, nickel, manganese, cadmium, mercury, tungsten, molybdenum, gold, silver and other heavy metal ions, which also have the same adsorption effect.
After water treatment, the chitosan-grafted amino acid magnetic composite microsphere is enriched and recycled by a magnetic separation technology to recycle.
Compared with the prior art, the chitosan-grafted amino acid magnetic composite microsphere has the following remarkable advantages: Firstly, the chitosan-grafted amino acid magnetic composite microsphere material can be used as a water treatment agent, so that harmful substances (such as dye substances and metal ions) in water can be effectively eliminated, various functions such as good flocculation, metal ion adsorption, deodorization, discoloration and effective reduction of a COD value can be realized, and can be accomplished within a short time, and thus, use efficiency of the material can be improved. It has certain universality and is applicable to wastewater in dyeing enterprises, electroplating enterprises and the like.
Secondly, both chitosan and amino acid are biodegradable materials, are nontoxic and free of secondary pollution, are extensively applied, and can be effectively separated and enriched to recycle after being treated by the magnetic separation technology, thus further reducing cost.
Thirdly, compared with pure chitosan, the chitosan-grafted amino acid complex has active groups such as a carboxylic acid group and an amide group in addition to an amino group and a hydroxyl group active group on a molecular chain, and has very strong adsorption removal effect for contaminants having affinity with carboxylic acid groups and amide groups. Thus, the chitosan-grafted amino acid composite microsphere has dual effects of chitosan and amino acid, thereby greatly improving its practical sewage treatment ability. Besides, both chitosan and amino acid are biodegradable materials, so that the material is nontoxic, free of secondary pollution, and the like.
Fourthly, the chitosan-grafted amino acid magnetic composite microsphere material, as an efficient water treatment agent for different contaminated water, is especially suitable for deeply treating water that still has harmful substances after being conventionally treated. Moreover, a practical process is relatively simple such that the original water treatment process does not need to greatly change for current water deep treatment and only one process needs to additionally add.
Fifthly, the preparation method for the chitosan-grafted amino acid magnetic composite microsphere material is simple in operation, is short in synthesis time, mainly adopts raw materials which are natural polymer products rich in source, is low in cost, is suitable for industrial production, and is an economical preparation method for obtaining the high-quality water treatment agent.
BRIEF DESCRIPTION OF THE FIGURES Fig. 1 is an infrared spectrum showing the magnetic composite microsphere made of two different polymer materials: a chitosan microsphere (a), and a chitosan-grafted glutamine magnetic composite microsphere (b).
Fig. 2 is a diagram showing comparison of removal of methylene blue (MB) and crystal violet (CV) impurities in water by the magnetic composite microsphere made of two different polymer materials, MB (m{/n: chitosan microsphere / chitosan-grafted glutamine magnetic composite microsphere), CV (e/c: chitosan microsphere/chitosan-grafted glutamine magnetic composite microsphere).
Fig. 3 is a diagram showing the separation effects of the chitosan-grafted amino acid magnetic composite microsphere after removal of two dyes without and with external magnetic fields in 1 minute.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The following further describes the invention with reference to the specific embodiments, but the invention is not limited by the embodiments.
Embodiment 1 Chitosan and glutamine (in a weight ratio of 2:1) were mixed and dissolved into an aqueous solution to prepare a 3% solution, magnetic particles Fe304, which accounted for 10% of the total weight of chitosan and glutamine, were dispersed into the polymer solution by ultrasonication after the solution was uniform, cyclohexane (the cyclohexane and a chitosan/ glutamine mixed solution being in a volume ratio of 5:1) was added, and a glutaraldehyde aqueous solution (glutaraldehyde accounting for 1% of weight of the chitosan) was added after a pH value was regulated to 8, and cross-linking was performed for one hour at a temperature of 50 C, so that a chitosan-grafted glutamine magnetic composite microsphere sample was obtained. Saw the infrared spectrum of the pure chitosan microsphere and the chitosan-grafted glutamine magnetic composite microsphere in Fig. 1. From Fig. 1(b), saw a characteristic absorption peak with a wavenumber of 3250 cm” and wide peaks of O-H and N-H as well as a carbonyl characteristic absorption peak with a wavenumber of 1560 cm’, thereby demonstrating that glutamine had been grafted onto the chitosan molecular chain.
By taking the microsphere as a water treatment agent, and taking methylene blue and crystal violet as simulated dye sewage, a removal condition of dye impurities in the water was measured by a spectrophotometer at wavelengths of 662 nm and 585 nm. As shown in Fig. 2, the magnetic composite microsphere was used as a water treatment agent for detecting a removal condition of methylene blue and crystal violet impurities in the water, and was greatly improved in adsorption amount in comparison with a pure chitosan microsphere. Besides, the chitosan-grafted amino acid magnetic composite microsphere was completely separated from water within one minute through the magnetic separation technology under action of external magnetic fields, where a diagram showing a quick magnetic separation effect is as shown in Fig. 3.
Besides, a removal condition for Cu?" in water was measured through atomic absorption spectroscopy by taking the microsphere as the water treatment agent and taking Cu?*-containing sewage as simulated sewage. A removal rate was 90% or more one hour later.
Embodiment 2 Chitosan and glutamic acid (in a weight ratio of 19:1) were mixed and dissolved into an aqueous solution to prepare a 2% solution, magnetic particles FesQ4, which accounted for 10% of the total weight of chitosan and glutamic acid, were dispersed into the polymer solution by ultrasonication after the solution was uniform, cyclohexane (the cyclohexane and a chitosan/ glutamic acid mixed solution being in a volume ratio of 1:1) was added, and a glutaraldehyde aqueous solution (glutaraldehyde accounting for 3% of weight of the chitosan) was added after a pH value was regulated to 9, and cross-linking was performed for three hours at a temperature of 65 °C, so that a chitosan-glutamic acid magnetic composite microsphere sample (glutamic acid accounting for 5% of the total weight of the polymer material) was obtained. Its performances were similar to those of the Embodiment 1.
Embodiment 3 Chitosan and ornithine (in a mass ratio of 1:4) were mixed and dissolved into an aqueous solution to prepare a 10% solution, magnetic particles FesOa, which accounted for 20% of the total weight of chitosan and ornithine, were dispersed into the polymer solution by ultrasonication after the solution was uniform, cyclohexane (the cyclohexane and a chitosan/ ornithine mixed solution being in a volume ratio of 10:1) was added, and a glutaraldehyde aqueous solution (glutaraldehyde accounting for 0.1% of weight of the chitosan) was added after a pH value was regulated to 10, and cross-linking was performed for 0.5 hour at a temperature of 35 C, so that a chitosan-ornithine magnetic composite microsphere sample (ornithine accounting for 80% of the total weight of the polymer material) was obtained. Its performances were similar to those of the Embodiment 1.
Embodiment 4 Chitosan and glutamic acid (in a mass ratio of 1:2) were mixed and dissolved into an aqueous solution to prepare a 6% solution, magnetic particles FesO4, which accounted for 15% of the total weight of chitosan and glutamic acid, were dispersed into the polymer solution by ultrasonication after the solution was uniform, cyclohexane (the cyclohexane and a chitosan/ glutamic acid mixed solution being in a volume ratio of 7:1) was added, and a glutaraldehyde aqueous solution (glutaraldehyde accounting for 7% of weight of the chitosan) was added after a pH value was regulated to 8 and cross-linking was performed for 2 hours at a temperature of 45 C, so that a chitosan-glutamic acid magnetic composite microsphere sample was obtained. Its performances were similar to those of the Embodiment 1.
Embodiment 5 Chitosan and glutamine (in a mass ratio of 1:1) were mixed and dissolved into an aqueous solution to prepare a 1% solution, magnetic particles FesQa, which accounted for 10% of the total weight of chitosan and glutamine, were dispersed into the polymer solution by ultrasonication after the solution was uniform, cyclohexane (the cyclohexane and a chitosan/ glutamine mixed solution being in a volume ratio of 2:1) was added, and a glutaraldehyde aqueous solution (glutaraldehyde accounting for 10% of weight of the chitosan) was added after a pH value was regulated to 10 and cross-linking was performed for 2.5 hours at a temperature of 60°C, so that a chitosan-glutamine magnetic composite microsphere sample was obtained. Its performances were similar to those of the Embodiment 1.
Although the invention has been described in details through the above preferred embodiments, it should be realized that the above description should not be considered as a limit to the invention. After any person skilled in the art reads the description, any modifications and variations will be apparent to him or her.
The present invention shall fall within the protection scope defined in the following claims.
Claims (10)
1. A chitosan-grafted amino acid magnetic composite microsphere, characterized by being provided with a core-shell structure which takes a chitosan-amino acid complex as a shell, and takes a magnetic material as a core, wherein the complex is obtained by a grafting method of chitosan and amino acid; the amino acid is one of glutamine, glutamic acid and ornithine; in the complex, the amino acid accounts for 5-80 wt%; and the magnetic material is Fe or Fe30a, and accounts for 10-20% of the total weight of the chitosan and amino acid.
2. The chitosan-grafted amino acid magnetic composite microsphere according to claim 1, wherein the magnetic composite microsphere is prepared by a reverse phase suspension crosslinking method, specifically the chitosan/ the amino acid and the magnetic material are mixed and dispersed in an aqueous solution, and then is crosslinked by glutaraldehyde by taking cyclohexane as an oil phase
3. A preparation method for the chitosan-grafted amino acid magnetic composite microsphere, characterized by specifically comprising the following steps:
firstly dissolving chitosan and amino acid to prepare the aqueous solution with 2-10wt% of chitosan and amino acid; and then ultrasonically dispersing a magnetic material into the solution, adding cyclohexane, uniformly mixing, and crosslinking by glutaraldehyde, thereby forming a polymer magnetic composite microsphere.
4. The preparation method for the chitosan-grafted amino acid magnetic composite microsphere according to claim 3, wherein adding amount of the cyclohexane and volume of a chitosan-amino acid mixed aqueous solution are in proportion of 1-10.
5. The preparation method for the chitosan-grafted amino acid magnetic composite microsphere according to claim 3, wherein usage amount of glutaraldehyde accounts for 0.1-10% of that of the chitosan.
6. The preparation method for the chitosan-grafted amino acid magnetic composite microsphere according to claim 3, wherein in a cross-linking process, a pH value of a reaction solution is controlled to be 7-10, a cross-linking temperature is controlled to be 35-65 © and cross-linking time is controlled to be 0.5-3 hours.
7. Application of the chitosan-grafted amino acid magnetic composite microsphere in treating dye wastewater as a water treatment agent.
8. A chitosan-grafted amino acid magnetic composite microsphere is used for adsorbing heavy metal ions in water.
9. The chitosan-grafted amino acid magnetic composite microsphere according to claim 8 is used for adsorbing Cu?*.
10. The chitosan-grafted amino acid magnetic composite microsphere according to claim 1, wherein the complex microsphere is separated and enriched to recycle after being treated by the magnetic separation technotogy.
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