CN105797689A - Preparation method of porous adsorbent based on two cross-linking agents - Google Patents
Preparation method of porous adsorbent based on two cross-linking agents Download PDFInfo
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- CN105797689A CN105797689A CN201610146400.2A CN201610146400A CN105797689A CN 105797689 A CN105797689 A CN 105797689A CN 201610146400 A CN201610146400 A CN 201610146400A CN 105797689 A CN105797689 A CN 105797689A
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- 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
- B01J20/261—Synthetic macromolecular compounds obtained by reactions only involving carbon to carbon unsaturated bonds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/34—Monomers containing two or more unsaturated aliphatic radicals
- C08F212/36—Divinylbenzene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/28—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof by elimination of a liquid phase from a macromolecular composition or article, e.g. drying of coagulum
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- 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
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
- B01J2220/44—Materials comprising a mixture of organic materials
- B01J2220/445—Materials comprising a mixture of organic materials comprising a mixture of polymers
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- 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
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
- B01J2220/48—Sorbents characterised by the starting material used for their preparation
- B01J2220/4812—Sorbents characterised by the starting material used for their preparation the starting material being of organic character
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2325/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Derivatives of such polymers
- C08J2325/02—Homopolymers or copolymers of hydrocarbons
Abstract
The invention provides a preparation method of a porous adsorbent based on two cross-linking agents, and relates to an adsorbent.The method comprises the steps that 1, a reactive monomer, the cross-linking agents, a pore-foaming agent and an initiator are mixed to be uniform through ultrasound, nitrogen is introduced, the obtained solution is poured into a vessel, and the vessel is closed and then put into a drying oven for a constant-temperature polymerization reaction; 2, the product obtained in the first step is put into a Soxhlet extractor and extracted with solvent, and the porous adsorbent based on the two cross-linking agents is obtained, or the product obtained in the first step is put into the solvent and soaked till no impurity is detected out in the liquid, and the porous adsorbent based on the two cross-linking agents is obtained.The porous adsorbent is easy to prepare and good in repeatability, due to the fact that the adsorbent contains multiple functional groups such as a benzene ring, an imidazole group, an alkyl group and an amide group, and simultaneous and effective extraction on acid, neutral and alkali compounds can be achieved through pi-pi, dewatering, hydrogen bond, dipole-dipole and anion exchange interaction.Meanwhile, the obtained extraction material has the advantages of being easy to prepare, good in permeability, large in specific surface area, friendly to environment and the like.
Description
Technical field
The present invention relates to adsorbent, especially relate to can extract mixing acidity, neutral and a kind of base of alkali compounds the most simultaneously
Preparation method in two kinds of cross-linking agent porous adsorbents.
Background technology
In environment, there is the materials such as acidity, neutrality, alkalescence in pollutant composition complexity.Such as amino benzenes compounds (aromatic
Anilines, AAs) it is widely used in field (H.Kataoka, the J.Chromatogr. such as rubber manufacture, pesticide, dyestuff and chemical industry
A 733 (1996) 19), it is highly polar alkaline matter, water has highly dissoluble (J.P.Xiao, Q.X.Zhou, X.K.
Tian,H.H.Bai,X.F.Su,Chinese Chem.Lett.18(2007)730)。
Research shows, AAs can cause methemoglobinemia, hemolytic anemia, nervous system damage and liver, renal damage and have
There are carcinogenecity, U.S. EPA to be classified as and potential are potentially carcinogenic thing (J.H.Harrison, D.J.Jollow, J.Pharmacol.
Exp.Ther.238(1986)1045).Phenol compound is that pesticide, pharmaceuticals industry, insecticide, explosive and rubber are raw
Raw material in product or intermediate (M.R.H.Podeh, S.K.Bhattacharya, M.Qu, Water Res.29 (1995)
391), there is stronger toxicity, be polar acidic material.Parabens is widely used as preservative and antibacterial
In personal care articles, food and medicine, there are some researches show that there is certain endocrine activity, its safety evaluation is still existed
In carrying out (P.D.Darbre, P.W.Harvey, J.Appl.Toxicol.28 (2008) 561), belong to nonpolar in
Property material.Therefore, the high-sensitivity detecting method of above-mentioned harmful substance in environmental sample is set up particularly significant.Sample pre-treatments is point
An environment important during analysis actual sample is whole, it is generally the case that in order to reduce sample substrate interference and improve analysis inspection
Survey sensitivity, need to utilize certain extractant (adsorbent) that object is carried out pre-treatment.Its extraction of current existing adsorbent
Taking object mainly for a compounds, and actual sample object is of a great variety, character is complicated.Therefore, development is capable of
The adsorbent simultaneously effectively extracted acid, neutral, alkaline organic has obvious actual application prospect.
Summary of the invention
The present invention has purpose to aim to provide a kind of base being capable of effectively extracting mixing acidity, neutrality and alkali compounds
Preparation method in two kinds of cross-linking agent porous adsorbents.
The present invention comprises the following steps:
1) by after ultrasonic to reaction monomers, cross-linking agent, porogen and initiator mixing, inflated with nitrogen, gained solution is poured in container,
Airtight it is placed on constant temperature polyreaction in baking oven；
2) by step 1) product that obtains is placed in apparatus,Soxhlet's and i.e. obtains with solvent extraction based on two kinds of cross-linking agent porous adsorbents,
Or step 1) product that obtains is placed in solvent and is dipped to free from admixture detection in liquid, obtain based on two kinds of cross-linking agent porous absorption
Agent.
In step 1) in, the reaction monomers mixture of described reaction monomers, cross-linking agent and initiator composition and the quality of perforating agent
Ratio can be 1: (0.5～1)；Reaction monomers in described reaction monomers mixture, cross-linking agent, initiator by mass percentage may be used
For reaction monomers 30～50%, initiator 0.5%～2.0%, surplus is cross-linking agent；Described reaction monomers can use 1-vinyl
-3-methyl imidazolium tetrafluoroborate, described initiator can use azodiisobutyronitrile/benzoyl peroxide, and described cross-linking agent is by two
Vinyl benzene and N, N '-methylene-bisacrylamide composition, in mass ratio, and divinylbenzene: N, N '-methylene bisacrylamide acyl
Amine is 1: (0.25～1)；The composition of described porogen is normal propyl alcohol 60%～80% by mass percentage, BDO 40%～
20%；The time of described inflated with nitrogen can be 3～20min；The temperature of described polyreaction can be 60～75 DEG C, polyreaction time
Between can be 6～24h, polyreaction equation is as follows:
In step 2) in, described solvent is selected from the one in methanol, acetonitrile, ethanol etc.；The time of described extraction can be 4～
24h。
The present invention with 1-vinyl-3-octylimidazole tetrafluoroborate as function monomer, N, N '-methylene-bisacrylamide, two
Vinyl benzene is mixed cross-linker, azodiisobutyronitrile be initiator, normal propyl alcohol and BDO be porogen.By above-mentionedization
After compound mixes by a certain percentage, utilize in-situ polymerization technology, cause polymerization certain time at a certain temperature, after treatment
Available porous adsorbent.
Porous adsorbent of the present invention is prepared simple, reproducible.This adsorbent contains phenyl ring, imidazole group, alkyl simultaneously
And amide group, therefore can pass through π-π effect, hydrogen bond, dipole-dipole effect to alkali compounds (such as phenyl amines) realization
Extraction；For acid compound (such as phenol), then can be acted on by π-π, hydrogen bond and anion exchange effect are carried out effectively
Extraction；For such as the neutral substance of parabens, this adsorbent then can be realized by π-π effect and hydrophobic interaction be had
Effect enrichment.
The present invention prepares with 1-vinyl-3-octylimidazole tetrafluoroborate as function monomer first, utilizes " in situ " polymerization skill
Art is prepared poly-(1-vinyl-3-octylimidazole tetrafluoroborate-divinylbenzene/N, N '-methylene-bisacrylamide) porous and is inhaled
Attached dose.Contain all polyfunctional groups such as phenyl ring, imidazole group, alkyl and amide group due to this adsorbent, therefore can pass through π-
π, hydrophobic, hydrogen bond, dipole-dipole and anion exchange effect, it is achieved to effective while acidic, neutral and basic compounds
Extraction.Fiber material prepared by Tong Shi has that preparation is simple, permeability is good, specific surface area is big, advantages of environment protection, because of
Based on two kinds of cross-linking agent porous adsorbents, there is wide actual application prospect prepared by this present invention.
Accompanying drawing explanation
Fig. 1 is the infrared spectrogram of fiber material in the embodiment of the present invention 2.
The scanning electron microscope (SEM) photograph of fiber material in Fig. 2 embodiment of the present invention 2.
Fig. 3 is that in the embodiment of the present invention 5, mark-on 4 kinds mixes sample introduction before and after acid, neutral and alkali compounds water sample extracts
Separation chromatography figure.In figure 3, before curve a is water sample extraction, after curve b is water sample extraction；1～No. 4 peak is followed successively by: benzene
Amine, 2-nitroaniline, 2-nitrophenol, 5-methyl-2-nitrophenol.
Fig. 4 is that in the embodiment of the present invention 5, mark-on 2 kinds mixes sample introduction before and after acid, neutral and alkali compounds water sample extracts
Separation chromatography figure.In the diagram, before curve a is water sample extraction, after curve b is water sample extraction；5 and No. 6 peaks are followed successively by:
Heptyl paraben, nipalgin monooctyl ester.
Detailed description of the invention
Below by embodiment, the present invention is further illustrated.
Embodiment 1
1) preparation of mix reagent is reacted: the composition of described reaction monomers intermixture is 1-vinyl-3-octyl group by mass percentage
Tetrafluoroborate 30%, initiator azodiisobutyronitrile 0.5%, cross-linking agent 69.5%, wherein divinylbenzene: N, N '-
Methylene-bisacrylamide=1: 0.25；The composition of described porogen content by mass percentage is normal propyl alcohol 70%, Isosorbide-5-Nitrae-fourth two
Alcohol 30%；In mass ratio, reaction monomers intermixture: porogen=1: 0.5.
2) polyreaction: weigh reaction monomers, cross-linking agent, porogen and initiator, ultrasonic one-tenth uniform solution according to the above ratio.
Then inflated with nitrogen 3min, pours in container by above-mentioned solution, seals and is placed on constant temperature polyreaction 4h in 60 DEG C of baking ovens.
3) post processing of adsorbent: by step 2) adsorbent that obtains is placed in beaker, with acetonitrile as solvent, is dipped to liquid
Middle free from admixture detects.
Embodiment 2
1) preparation of mix reagent is reacted: the composition of described reaction monomers intermixture is 1-vinyl-3-octyl group by mass percentage
Tetrafluoroborate 35%, initiator azodiisobutyronitrile 1%, cross-linking agent 64%, wherein divinylbenzene: N, N '-methylene
Base bisacrylamide=1: 0.5；The composition of described porogen content by mass percentage is normal propyl alcohol 60%, BDO 40%；
In mass ratio, reaction monomers intermixture: porogen=1: 0.81.
2) polyreaction: after weighing reaction monomers and porogen mixing according to the above ratio, ultrasonic one-tenth uniform solution, then inflated with nitrogen
5min, pours in container by above-mentioned solution, seals and is placed on constant temperature polyreaction 18h in 70 DEG C of baking ovens.
3) post processing of adsorbent: by step 2) in obtain adsorbent be placed in beaker, with methanol as solvent, be dipped to liquid
Free from admixture detection in body.
Fig. 1 is the infrared spectrogram of prepared spe medium, and Fig. 2 is the scanning electron microscope (SEM) photograph of this medium.
Embodiment 3
1) preparation of mix reagent is reacted: the composition of described reaction monomers intermixture is 1-vinyl-3-octyl group by mass percentage
Tetrafluoroborate 50%, initiator benzoyl peroxide 2%, remaining for cross-linking agent 48%, wherein divinylbenzene: N, N '-
Methylene-bisacrylamide=1: 1；The composition of described porogen content by mass percentage is normal propyl alcohol 80%, BDO
20%；In mass ratio, reaction monomers intermixture: porogen=1: 1.
2) polyreaction: after weighing reaction monomers and porogen mixing according to the above ratio, ultrasonic one-tenth uniform solution, then inflated with nitrogen
20min, pours in container by above-mentioned solution, seals and is placed on constant temperature polyreaction 24h in 75 DEG C of baking ovens.
3) post processing of adsorbent: by step 2) adsorbing material that obtains is placed in surname extraction wherein, with ethanol as solvent, carries
Take 24h, or fiber material is placed in above-mentioned solvent, be dipped to free from admixture detection in liquid.
Embodiment 4
Prepare reaction solution by embodiment 2, be subsequently poured into the 5mL syringe blank pipe (liquid level 3mm) of an end closure, close
Being honored as a queen and be placed in constant temperature polyreaction 12h in 70 DEG C of baking ovens, remaining operation can obtain pie adsorbent by embodiment 2.Take 5mL
Disposable syringe blank pipe, intercepted length is the cylinder of 5mm, one end of cylinder bore two symmetrical apertures, iron wire will be sealed
Stirring rod magneton insert aperture, thus make stirring extraction supporter.The above-mentioned extraction cake prepared is put into this support system
Cake solid-phase extraction device must be stirred.
Embodiment 5
Preparation is containing 6 kinds of mixing soda acids (aniline, 2-nitroaniline, 2-nitrophenol, 5-methyl-2-nitrophenol, nipalgin heptan
Ester, nipalgin monooctyl ester) water sample, mark-on solubility is the aqueous solution 100mL of 100 μ g/L, inserts by embodiment 4 preparation
Solid-Phase Extraction stirring cake, under room temperature, under 300r/min, stirring extracts 3.0h, takes out stirring cake 3.0mL methanol/formic acid
Solution (99%/1%, V/V) desorbing 0.5h under same rotating speed.
Detection instrument is Shimadzu high performance liquid chromatograph (Shimadzu, Kyoto, Japan): CBA-20A control
Device, LC20AD type binary pump, SPD-M20A DAD detector, SIL-20A automatic sampler.Chromatographic test strip part: Kromasil
C18 chromatographic column (5 μm particle size, 250mm × 4.6mmi.d.)；Overall flow rate is 1.0mL/min；Sample size
It is 20 μ L；Flowing is acetonitrile (B)-ultra-pure water (A) mutually；Detection wavelength is 210nm and 254nm, wherein, nipalgin
The detection wavelength of heptyl ester and nipalgin monooctyl ester is 254nm, and other detection wavelength of four kinds is 210nm；Gradient elution program is:
0～13min, 50%B；13～20min, 50%～90%B；20～20.01min, 90%B；20.01～21min, 90%～
50%B；21～22min, 50%B.
Fig. 3 and 4 is the separation chromatography figure of sample introduction before and after 6 kinds of mixing soda acid mark-on water samples extract.
The present invention with 1-vinyl-3-octylimidazole tetrafluoroborate as function monomer, N, N '-methylene-bisacrylamide, two
Vinyl benzene is cross-linking agent, poly-(1-vinyl-3-octylimidazole tetrafluoroborate-N, the N '-methylene that in-situ polymerization prepares
Base bisacrylamide/divinylbenzene) porous adsorbent.Owing to this adsorbent contains phenyl ring, imidazole group, alkyl and amide groups
All polyfunctional groups such as group, therefore can pass through the multiple actions such as π-π, hydrophobic, hydrogen bond, dipole-dipole and anion exchange, real
Now acid to mixing, neutral and the effective of alkaline organic compound extracts.It is simple, heavy that adsorbent prepared by Tong Shi has preparation
Renaturation is good, specific surface area is big, advantages of environment protection, therefore having based on two kinds of cross-linking agent porous adsorbents prepared by the present invention
There is wide actual application prospect.
Claims (10)
1. a preparation method based on two kinds of cross-linking agent porous adsorbents, it is characterised in that comprise the following steps:
1) by after ultrasonic to reaction monomers, cross-linking agent, porogen and initiator mixing, inflated with nitrogen, gained solution is poured in container,
Airtight it is placed on constant temperature polyreaction in baking oven；
2) by step 1) product that obtains is placed in apparatus,Soxhlet's and i.e. obtains with solvent extraction based on two kinds of cross-linking agent porous adsorbents,
Or step 1) product that obtains is placed in solvent, is dipped to free from admixture detection in liquid, obtains and inhale based on two kinds of cross-linking agent porous
Attached dose.
A kind of preparation method based on two kinds of cross-linking agent porous adsorbents, it is characterised in that in step 1)
In, the mass ratio of reaction monomers mixture and the perforating agent of described reaction monomers, cross-linking agent and initiator composition is 1: (0.5～
1)；Reaction monomers in described reaction monomers mixture, cross-linking agent, initiator are reaction monomers 30～50% by mass percentage,
Initiator 0.5%～2.0%, surplus is cross-linking agent.
A kind of preparation method based on two kinds of cross-linking agent porous adsorbents, it is characterised in that in step 1)
In, described reaction monomers uses 1-vinyl-3-methyl imidazolium tetrafluoroborate.
A kind of preparation method based on two kinds of cross-linking agent porous adsorbents, it is characterised in that in step 1)
In, described initiator uses azodiisobutyronitrile/benzoyl peroxide.
A kind of preparation method based on two kinds of cross-linking agent porous adsorbents, it is characterised in that in step 1)
In, described cross-linking agent is made up of divinylbenzene and N, N '-methylene-bisacrylamide, in mass ratio, and divinylbenzene:
N, N '-methylene-bisacrylamide is 1: (0.25～1).
A kind of preparation method based on two kinds of cross-linking agent porous adsorbents, it is characterised in that in step 1)
In, the composition of described porogen is normal propyl alcohol 60%～80% by mass percentage, BDO 40%～20%.
A kind of preparation method based on two kinds of cross-linking agent porous adsorbents, it is characterised in that in step 1)
In, the time of described inflated with nitrogen is 3～20min.
A kind of preparation method based on two kinds of cross-linking agent porous adsorbents, it is characterised in that in step 1)
In, the temperature of described polyreaction is 60～75 DEG C, and the time of polyreaction is 6～24h.
A kind of preparation method based on two kinds of cross-linking agent porous adsorbents, it is characterised in that in step 2)
In, the one in described solvent selected from methanol, acetonitrile, ethanol；The time of described extraction can be 4～24h.
10. preparation method as described in arbitrary in claim 1～9 prepare based on two kinds of cross-linking agent porous adsorbents.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106540670A (en) * | 2016-12-09 | 2017-03-29 | 厦门大学 | The preparation method of fluorine functional porous integral material adsorbent |
| CN107383262A (en) * | 2017-07-28 | 2017-11-24 | 厦门大学 | A kind of preparation method of the porous adsorbent based on multifunctional monomer and crosslinking agent |
| CN111333776A (en) * | 2020-03-20 | 2020-06-26 | 暨南大学 | Nitrogen heterocyclic organic polymer integral material, preparation and application |
| CN113583185A (en) * | 2021-08-27 | 2021-11-02 | 石河子大学 | Adsorbent with hierarchical porous network structure and preparation method and application thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1554945A (en) * | 2003-12-24 | 2004-12-15 | 厦门大学 | Method for preparing octyl group micro column liquid phase chromatograph integrate column |
| CN102532412A (en) * | 2012-02-10 | 2012-07-04 | 厦门大学 | Method for preparing anion exchange extracting material |
| US20130139834A1 (en) * | 2006-12-07 | 2013-06-06 | British American Tobacco (Investments) Limited | Polymers Selective for Nitro-Containing Compounds and Methods of Using the Same |
| CN105126780A (en) * | 2015-07-29 | 2015-12-09 | 厦门大学 | Polyion liquid-based chelated absorbent and preparation method thereof |
-
2016
- 2016-03-15 CN CN201610146400.2A patent/CN105797689B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1554945A (en) * | 2003-12-24 | 2004-12-15 | 厦门大学 | Method for preparing octyl group micro column liquid phase chromatograph integrate column |
| US20130139834A1 (en) * | 2006-12-07 | 2013-06-06 | British American Tobacco (Investments) Limited | Polymers Selective for Nitro-Containing Compounds and Methods of Using the Same |
| CN102532412A (en) * | 2012-02-10 | 2012-07-04 | 厦门大学 | Method for preparing anion exchange extracting material |
| CN105126780A (en) * | 2015-07-29 | 2015-12-09 | 厦门大学 | Polyion liquid-based chelated absorbent and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| JIAN HUANG ET AL.: "Synthesis and Characterization of Reinforced Acrylic-Based Superabsorbents Crosslinked with Divinylbenzene", 《JOURNAL OF APPLIED POLYMER SCIENCE》 * |
| 黄晓佳: "多孔整体材料最新研究亮点", 《色谱》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106540670A (en) * | 2016-12-09 | 2017-03-29 | 厦门大学 | The preparation method of fluorine functional porous integral material adsorbent |
| CN106540670B (en) * | 2016-12-09 | 2019-05-10 | 厦门大学 | The preparation method of fluorine functional porous integral material adsorbent |
| CN107383262A (en) * | 2017-07-28 | 2017-11-24 | 厦门大学 | A kind of preparation method of the porous adsorbent based on multifunctional monomer and crosslinking agent |
| CN111333776A (en) * | 2020-03-20 | 2020-06-26 | 暨南大学 | Nitrogen heterocyclic organic polymer integral material, preparation and application |
| CN111333776B (en) * | 2020-03-20 | 2021-11-09 | 暨南大学 | Nitrogen heterocyclic organic polymer integral material, preparation and application |
| CN113583185A (en) * | 2021-08-27 | 2021-11-02 | 石河子大学 | Adsorbent with hierarchical porous network structure and preparation method and application thereof |
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| CN105797689B (en) | 2018-07-17 |
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