CN112427027A - Preparation method and application of aminated magnetic microspheres - Google Patents

Preparation method and application of aminated magnetic microspheres Download PDF

Info

Publication number
CN112427027A
CN112427027A CN202011302103.5A CN202011302103A CN112427027A CN 112427027 A CN112427027 A CN 112427027A CN 202011302103 A CN202011302103 A CN 202011302103A CN 112427027 A CN112427027 A CN 112427027A
Authority
CN
China
Prior art keywords
magnetic
aminated
reaction
nanoparticles
microspheres
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
Application number
CN202011302103.5A
Other languages
Chinese (zh)
Inventor
余浩
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nanjing Ribesi Biotechnology Co ltd
Original Assignee
Nanjing Ribesi Biotechnology Co ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Nanjing Ribesi Biotechnology Co ltd filed Critical Nanjing Ribesi Biotechnology Co ltd
Priority to CN202011302103.5A priority Critical patent/CN112427027A/en
Publication of CN112427027A publication Critical patent/CN112427027A/en
Pending legal-status Critical Current

Links

Images

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28014Solid 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 form
    • B01J20/28016Particle form
    • B01J20/28021Hollow particles, e.g. hollow spheres, microspheres or cenospheres
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/02Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/02Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • B01J20/06Solid 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/22Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28002Solid 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
    • B01J20/28004Sorbent size or size distribution, e.g. particle size
    • B01J20/28007Sorbent size or size distribution, e.g. particle size with size in the range 1-100 nanometers, e.g. nanosized particles, nanofibers, nanotubes, nanowires or the like
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/28Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
    • B01J20/28002Solid 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
    • B01J20/28009Magnetic properties
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N15/00Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
    • C12N15/09Recombinant DNA-technology
    • C12N15/10Processes for the isolation, preparation or purification of DNA or RNA
    • C12N15/1003Extracting or separating nucleic acids from biological samples, e.g. pure separation or isolation methods; Conditions, buffers or apparatuses therefor
    • C12N15/1006Extracting or separating nucleic acids from biological samples, e.g. pure separation or isolation methods; Conditions, buffers or apparatuses therefor by means of a solid support carrier, e.g. particles, polymers
    • C12N15/1013Extracting or separating nucleic acids from biological samples, e.g. pure separation or isolation methods; Conditions, buffers or apparatuses therefor by means of a solid support carrier, e.g. particles, polymers by using magnetic beads

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biomedical Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Zoology (AREA)
  • Biotechnology (AREA)
  • General Engineering & Computer Science (AREA)
  • Inorganic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Microbiology (AREA)
  • Plant Pathology (AREA)
  • Physics & Mathematics (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Nanotechnology (AREA)
  • Hard Magnetic Materials (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Soft Magnetic Materials (AREA)

Abstract

The invention discloses a preparation method and application of aminated magnetic microspheres, and relates to the technical field of deoxyribonucleic acid (DNA) adsorbing materials, wherein the method comprises the following steps: carrying out amination reaction on the pretreated magnetic nanoparticles and pentaethylenehexamine to obtain magnetic composite microspheres; dispersing the magnetic composite microspheres in an alkaline buffer solution, and carrying out stirring reaction with pentaethylenehexamine at room temperature; performing magnetic separation on a product obtained by stirring reaction under the action of a magnetic field to obtain a solid product; and removing impurities from the solid product and drying to obtain the aminated magnetic microsphere. The aminated magnetic microsphere prepared by the method has good adsorption effect on DNA, high adsorption efficiency, environmental friendliness and economy, can be recycled after desorption, and saves the production cost.

Description

Preparation method and application of aminated magnetic microspheres
Technical Field
The invention relates to the technical field of deoxyribonucleic acid (DNA) adsorption materials, in particular to a preparation method and an application method of aminated magnetic microspheres.
Background
The extraction of nucleic acid from biological samples is a basic technique in the field of life science research such as molecular biology and clinical medicine. The traditional method for extracting nucleic acid, such as phenol-chloroform extraction method, has the defects of high toxicity of organic solvent, more repetitive labor, difficulty in realizing miniaturization and automation operation and the like. In recent years, the solid phase extraction method of nucleic acid using glass powder, ion exchange resin, silica gel or the like as an adsorbing material has been developed, which can not only avoid the use of highly toxic organic solvents, but also greatly improve the extraction efficiency. Nucleic acid purification microchips based on solid phase extraction techniques have attracted considerable attention. As a novel nucleic acid solid phase extracting agent, the magnetic particles can further simplify and accelerate the separation and purification process of nucleic acid by means of a proper magnetic separation device, and realize the miniaturization, automation and parallelization of nucleic acid purification treatment. However, how to improve the specific binding and recycling ability of magnetic microspheres to DNA still needs to be overcome.
Disclosure of Invention
The invention aims to provide a preparation method and application of aminated magnetic microspheres, so as to overcome the defects that an adsorbing material in the prior art is low in adsorption efficiency and cannot be reused.
The technical scheme of the invention is realized through the following aspects:
in a first aspect, a method for preparing an aminated magnetic microsphere is provided, which comprises the following steps:
s1: pretreating magnetic nanoparticles, and carrying out amination reaction on the pretreated magnetic nanoparticles and pentaethylenehexamine to obtain magnetic composite microspheres;
s2: dispersing the magnetic composite microspheres obtained in the step S1 in an alkaline buffer solution, and carrying out stirring reaction with pentaethylenehexamine at room temperature to obtain a reacted product;
s3: performing magnetic separation on the product obtained by the stirring reaction in the step S2 under the action of a magnetic field to obtain a solid product;
s4: and (4) removing impurities from the solid product obtained in the step (S3), and drying to obtain the aminated magnetic microsphere.
Further, the method for pretreating the magnetic nanoparticles in step S1 includes wrapping the magnetic nanoparticles with polydopamine.
Further, in the step S1, the mass ratio of the pretreated magnetic nanoparticles to the pentaethylenehexamine is 1: (1-5).
Further, in step S1, the magnetic nanoparticles are selected from any one or more of alloy nanoparticles, ferrite nanoparticles, and intermetallic nanoparticles.
Further, in the step S2, the reaction time of the stirring reaction is 6 to 10 hours.
Further, in step S4, the method for removing impurities from the solid product includes:
the solid product is washed at least six times with water and/or ethanol.
In a second aspect, there is provided a method for using aminated magnetic microspheres made according to the method of preparation, said method comprising:
and (3) adsorption reaction: putting the aminated magnetic microspheres into deoxyribonucleic acid (DNA) containing to adsorb under a specific environment until the aminated magnetic microspheres are saturated;
and (3) desorption reaction: placing the aminated magnetic microspheres with saturated adsorption into an alkaline buffer solution for desorption operation;
and reusing the aminated magnetic microspheres subjected to the desorption reaction for adsorption reaction.
Further, the reaction time of the adsorption reaction and the desorption reaction is not less than 60 min.
Further, the desorption reaction is performed under the action of a magnetic field.
The invention has the advantages that: the preparation method and the application of the aminated magnetic microsphere comprise (1) the aminated magnetic microsphere is in a positive charge form in a solution and can generate electrostatic interaction with deoxyribonucleic acid (DNA) to generate an adsorption effect, and the adsorption efficiency is up to 95.57%;
(2) the aminated magnetic microspheres have magnetism, can be quickly separated under the condition of an external magnetic field, realize recycling, and can still keep the adsorption rate of the dye above 90 percent after being repeatedly used for 8 times.
Drawings
FIG. 1 is a schematic diagram of the preparation of the aminated magnetic microsphere of the present invention.
FIG. 2 is a graph showing the adsorption effect of the magnetic nanoparticles (pentaethylenehexamine) according to the present invention.
FIG. 3 is a schematic diagram of the cyclic adsorption of the aminated magnetic microsphere of the present invention.
Detailed Description
In order to make the technical means, the creation characteristics, the achievement purposes and the effects of the invention easy to understand, the invention is further described with the specific embodiments.
Fe is selected as the magnetic nanoparticles in the following examples3O4For the alkaline buffer, a Tris buffer solution with a pH of 8.5 is used for the description.
As shown in fig. 1 to 3, a method for preparing an aminated magnetic microsphere includes the following steps:
s1: carrying out amination reaction on the pretreated magnetic nanoparticles and pentaethylenehexamine to obtain magnetic composite microspheres;
s2: dispersing the magnetic composite microspheres in an alkaline buffer solution, and carrying out stirring reaction with pentaethylenehexamine at room temperature;
s3: performing magnetic separation on a product obtained by stirring reaction under the action of a magnetic field to obtain a solid product;
s4: and removing impurities from the solid product and drying to obtain the aminated magnetic microsphere.
In this embodiment, the method for pre-treating the magnetic nanoparticles comprises coating the magnetic nanoparticles with polydopamine.
In this embodiment, the mass ratio of the magnetic nanoparticles to the pentaethylenehexamine when performing the amination reaction to obtain the magnetic composite microsphere is 1: 1-1: 5.
in this embodiment, the magnetic nanoparticles comprise at least one of: alloy nanoparticles, ferrite nanoparticles, and intermetallic compound nanoparticles.
In this example, the reaction time of the stirring reaction was 6 to 10 hours.
In this embodiment, the method for removing impurities from the solid product includes:
the solid product is washed at least six times with water and/or ethanol.
A method of using aminated magnetic microspheres, the method comprising:
and (3) adsorption reaction: putting the aminated magnetic microspheres into deoxyribonucleic acid (DNA) containing to adsorb under a specific environment until the aminated magnetic microspheres are saturated;
and (3) desorption reaction: placing the aminated magnetic microspheres with saturated adsorption into an alkaline buffer solution for desorption operation;
and reusing the aminated magnetic microspheres subjected to the desorption reaction for adsorption reaction.
In this example, the reaction time of both the adsorption reaction and the desorption reaction was not less than 60 min.
In this embodiment, the desorption reaction is performed under the action of a magnetic field.
The invention is further illustrated by the following examples:
example 1
Respectively functionalizing according to the mass ratio of the magnetic nanoparticles to the pentaethylenehexamine of 1:1, 1:2, 1:3, 1:4 and 1:5, ultrasonically dispersing the magnetic nanoparticles in a Tris buffer solution with the pH value of 50 mL8.5, adding a certain amount of pentaethylenehexamine, and stirring at room temperature for reacting for 8 hours. And after the reaction is finished, separating by using an external magnetic field to obtain a solid product, repeatedly washing by using water and ethanol to remove impurities, and drying to obtain the aminated magnetic microsphere.
The prepared aminated magnetic microsphere is added into a 50mg/LDNA solution, and after 60min of adsorption, the adsorption effect is shown in figure 2. As can be seen from FIG. 2, the adsorption capacity of the aminated magnetic microsphere is improved with the increase of the mass ratio, and the adsorption capacity reaches the highest value when the mass ratio reaches 1: 3. The mass ratio continues to increase and the maximum adsorption capacity no longer changes significantly. The optimal mass ratio of magnetic nanoparticles to pentaethylenehexamine is 1:3 as illustrated by fig. 2.
Example 2
Respectively functionalizing according to the mass ratio of the magnetic nanoparticles to the pentaethylenehexamine of 1:3, ultrasonically dispersing the magnetic nanoparticles in a Tris buffer solution with the pH value of 50 mL8.5, adding a certain amount of pentaethylenehexamine, and stirring at room temperature for reacting for 8 hours. And after the reaction is finished, separating by using an external magnetic field to obtain a solid product, repeatedly washing by using water and ethanol to remove impurities, and drying to obtain the aminated magnetic microsphere.
Adding the prepared aminated magnetic microspheres into a 50mg/LDNA solution, adsorbing for 60min, then desorbing, and repeating the step of adsorbing DNA; FIG. 3 is a schematic diagram of the cyclic adsorption of the aminated magnetic microsphere, and it can be seen that the removal rate of the dye is still maintained above 90% after the aminated magnetic microsphere is repeatedly used for 8 times.
In summary, the specific gravity of the magnetic nanoparticles and pentaethylenehexamine is 1:3, the adsorption effect of the aminated magnetic microsphere obtained by the reaction is best.
Reference is made to Pan X, Cheng S, Su T, et al Poly (2-hydroxyphenyl amines) functional magnetic polypopamine nanoparticles for high-efficiency DNA isolation applied Surface Science 2019,498: 143888.
It will be appreciated by those skilled in the art that the invention may be embodied in other specific forms without departing from the spirit or essential characteristics thereof. The embodiments disclosed above are therefore to be considered in all respects as illustrative and not restrictive. All changes which come within the scope of or equivalence to the invention are intended to be embraced therein.

Claims (9)

1. A preparation method of aminated magnetic microsphere is characterized by comprising the following steps:
s1: pretreating magnetic nanoparticles, and carrying out amination reaction on the pretreated magnetic nanoparticles and pentaethylenehexamine to obtain magnetic composite microspheres;
s2: dispersing the magnetic composite microspheres obtained in the step S1 in an alkaline buffer solution, and carrying out stirring reaction with pentaethylenehexamine at room temperature to obtain a reacted product;
s3: performing magnetic separation on the product obtained by the stirring reaction in the step S2 under the action of a magnetic field to obtain a solid product;
s4: and (4) removing impurities from the solid product obtained in the step (S3), and drying to obtain the aminated magnetic microsphere.
2. The method for preparing aminated magnetic microsphere according to claim 1, characterized by: the method for preprocessing the magnetic nanoparticles in step S1 includes wrapping the magnetic nanoparticles with polydopamine.
3. The method for preparing aminated magnetic microsphere according to claim 1, characterized by: in the step S1, the mass ratio of the pretreated magnetic nanoparticles to the pentaethylenehexamine is 1: (1-5).
4. The method for preparing aminated magnetic microsphere according to claim 1, characterized by: in step S1, the magnetic nanoparticles are selected from one or more of alloy nanoparticles, ferrite nanoparticles, and intermetallic nanoparticles.
5. The method for preparing aminated magnetic microsphere according to claim 1, characterized by: in the step S2, the reaction time of the stirring reaction is 6-10 h.
6. The method for preparing aminated magnetic microsphere according to claim 1, characterized by: in step S4, the method for removing impurities from the solid product includes:
the solid product is washed at least six times with water and/or ethanol.
7. Use of aminated magnetic microspheres prepared according to the preparation process of any one of claims 1-6, characterized in that it comprises the following applications:
and (3) adsorption reaction: putting the aminated magnetic microspheres into deoxyribonucleic acid (DNA) containing to adsorb under a specific environment until the aminated magnetic microspheres are saturated;
and (3) desorption reaction: placing the aminated magnetic microspheres with saturated adsorption into an alkaline buffer solution for desorption operation;
and reusing the aminated magnetic microspheres subjected to the desorption reaction for adsorption reaction.
8. The use of the aminated magnetic microsphere according to claim 7, characterized in that: the reaction time of the adsorption reaction is not less than 60min, and the reaction time of the desorption reaction is not less than 60 min.
9. The method for applying the aminated magnetic microsphere of claim 7, characterized in that: the desorption reaction is carried out under the action of a magnetic field.
CN202011302103.5A 2020-11-19 2020-11-19 Preparation method and application of aminated magnetic microspheres Pending CN112427027A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202011302103.5A CN112427027A (en) 2020-11-19 2020-11-19 Preparation method and application of aminated magnetic microspheres

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202011302103.5A CN112427027A (en) 2020-11-19 2020-11-19 Preparation method and application of aminated magnetic microspheres

Publications (1)

Publication Number Publication Date
CN112427027A true CN112427027A (en) 2021-03-02

Family

ID=74694404

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202011302103.5A Pending CN112427027A (en) 2020-11-19 2020-11-19 Preparation method and application of aminated magnetic microspheres

Country Status (1)

Country Link
CN (1) CN112427027A (en)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19943374A1 (en) * 1999-09-10 2001-03-29 Max Planck Gesellschaft Method for binding nucleic acids to a solid phase
CN109550480A (en) * 2018-11-23 2019-04-02 浙江海洋大学 A kind of preparation method of amination magnetic carbon nano-tube
CN110523386A (en) * 2019-09-19 2019-12-03 陕西科技大学 Diethylenetriamine modified magnetic carbon nucleocapsid adsorbent and preparation method thereof and the application in absorption trivalent chromic ion and acid dyes
CN110756174A (en) * 2018-07-27 2020-02-07 南京理工大学 Carboxylated magnetic nano-microsphere, preparation method and application thereof in cationic dye treatment
CN111468049A (en) * 2020-05-06 2020-07-31 南京瑞贝西生物科技有限公司 Preparation and application method of carboxylated magnetic polymer microspheres
CN111632580A (en) * 2020-05-18 2020-09-08 宁夏大学 Polymer brush type magnetic graphene oxide adsorption material and preparation method thereof

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19943374A1 (en) * 1999-09-10 2001-03-29 Max Planck Gesellschaft Method for binding nucleic acids to a solid phase
CN110756174A (en) * 2018-07-27 2020-02-07 南京理工大学 Carboxylated magnetic nano-microsphere, preparation method and application thereof in cationic dye treatment
CN109550480A (en) * 2018-11-23 2019-04-02 浙江海洋大学 A kind of preparation method of amination magnetic carbon nano-tube
CN110523386A (en) * 2019-09-19 2019-12-03 陕西科技大学 Diethylenetriamine modified magnetic carbon nucleocapsid adsorbent and preparation method thereof and the application in absorption trivalent chromic ion and acid dyes
CN111468049A (en) * 2020-05-06 2020-07-31 南京瑞贝西生物科技有限公司 Preparation and application method of carboxylated magnetic polymer microspheres
CN111632580A (en) * 2020-05-18 2020-09-08 宁夏大学 Polymer brush type magnetic graphene oxide adsorption material and preparation method thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
XIHAO PAN等: "Poly (2-hydroxypropylene imines) functionalized magnetic polydopamine nanoparticles for high-efficiency DNA isolation", 《APPLIED SURFACE SCIENCE》 *

Similar Documents

Publication Publication Date Title
US20200024592A1 (en) Highly active silica magnetic nanoparticles for purifying biomaterial and preparation method thereof
CN108262026B (en) Modified silicon dioxide nano adsorbent and preparation method and application thereof
CN111330553A (en) Preparation method and application of MCS/SA @ PEI composite hydrogel ball
CN113070036A (en) Biomass-based functional carbon, preparation method thereof and application of biomass-based functional carbon in removal of micro-plastics in water body
CN113293159A (en) Nucleic acid extraction kit and nucleic acid extraction method
CN112897627A (en) Method for removing heavy metal wastewater
CN105129898B (en) Renewable amino functional magnetic carbon nano-composite material and its preparation method and application
CN104084177A (en) Magnetic chitosan nanofiber copper ion absorbing agent, as well as preparation method and application thereof
CN112427027A (en) Preparation method and application of aminated magnetic microspheres
CN112717892A (en) Copper-removing adsorbent for purifying cobalt-nickel electrolyte and preparation method thereof
CN108201881B (en) Modified resin material and preparation method and application thereof
CN110560005B (en) Chitosan ionic gel and preparation method and application thereof
CN111001392A (en) Preparation method and application of modified zirconium-based metal organic framework adsorbent for gold ion adsorption
CN116478420A (en) Covalent triazine framework material and preparation method and application thereof
CN110961086B (en) Extractant functionalized magnetic nano-adsorption material, preparation method and application
CN114588882A (en) Sodium alginate/molybdenum disulfide sponge-like adsorbent and preparation method and application thereof
CN109384872B (en) Chelate resin and preparation method and application thereof
CN107376873A (en) Can Magneto separate metal ion amino acid EDTA magnetic microspheres and preparation method thereof
CN109092271B (en) Modified nano silicon dioxide material and preparation method and application thereof
CN108339540B (en) Preparation method and application of functional core-shell type magnetic solid-phase extractant
CN115440404B (en) Method for treating high-temperature gas cooled reactor fuel element core preparation process wastewater by using functionalized fibers
CN112237906A (en) PHP modified magnetic nano-microsphere, preparation method and application thereof in DNA separation
CN109012625B (en) Modified resin material, preparation method and application thereof
CN111282553B (en) Flexible graphene oxide film with nacre structure, preparation method thereof and application of flexible graphene oxide film in rhenium recovery
CN113546601B (en) Method for recovering Au (I) from thiosulfate solution

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: 20210302