CN103819631A - Oil suction high-molecular material based on host-guest interaction and preparation method - Google Patents
Oil suction high-molecular material based on host-guest interaction and preparation method Download PDFInfo
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- CN103819631A CN103819631A CN201410069487.9A CN201410069487A CN103819631A CN 103819631 A CN103819631 A CN 103819631A CN 201410069487 A CN201410069487 A CN 201410069487A CN 103819631 A CN103819631 A CN 103819631A
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Abstract
The invention provides a magnetic oil suction high-molecular material possessing a host-guest identification function and its preparation method. The method comprises the following steps: uniformly mixing a functional monomer, a cyclodextrin monomer, a cross-linking agent and magnetic nanoparticles, performing an ultrasonic reaction for 0.5-4 hours, adding an initiator and a pore forming agent, reacting for 2-8 hours at 60-85 DEG C after uniformly mixing, heating to 100-150 DEG C and heating for 1-6 hours, and then cooling to the room temperature to obtain the magnetic oil suction high-molecular material possessing the host-guest identification function. The material has the advantages that the host-guest effect of the cyclodextrin performs preferential adsorption to various crude oil molecules, so that the oil suction rate is fast, and the saturation oil absorbency is high. The oil suction high-molecular material can be used in large scale treatment of offshore crude oil leakage accidents and oil-water separation in industrial waste water.
Description
Technical field
The present invention relates to a kind of magnetic oil suction macromolecular material and preparation method thereof, belong to oil-gas field functional high polymer material field.
Background technology
Crude oil leakage can cause a large amount of pollutions, particularly oil tanker, in sea-freight process, crude oil leakage occurs, or offshore drilling platform all can cause large-area pollution of the sea because mishap causes crude oil leakage etc., and the ecosystem is formed to serious destruction.At present, have for the main methods of oil spill disaster: leak crude oil situ combustion, arrange isolation strip to crude oil intercept, crude oil is leaked in culturing micro-organisms degraded and leakage crude oil is adsorbed with oil absorbing polymer resin.Wherein, oil-absorbing resin is the most effective current treatment process.
Oil absorbing polymer resin is in the time processing leakage crude oil, its principle of work mainly contains two kinds, the first utilizes the hole in resin matrix to carry out oil suction by physical adsorption, and the second is to carry out oil suction by the Physical interaction between the alkyl chain in macromolecular scaffold and former oil molecule.Magnetic high-molecular oil-absorbing resin is exactly that magneticsubstance and conventional oil absorbing polymer resin compounded are prepared to the multifunctional composite simultaneously with oil absorptiveness and magnetic.Its principal feature is after oil suction completes, and can carry out enrichment by external magnetic field, then crude oil is separated from the water surface, and further recycles.
The oil suction principle of magnetic high-molecular oil-absorbing resin is also to carry out oil suction by two kinds of principle of work of above-mentioned conventional oil-absorbing resin.But the swelling rate of magnetic high-molecular oil-absorbing resin is slower at present, and Saturation Oil Absorbency is lower.This is the key factor of restriction magnetic high-molecular oil-absorbing resin large-scale application.Therefore, research, exploitation swelling rate magnetic high-molecular oil-absorbing resin fast, that Saturation Oil Absorbency is high are one of the mains direction of studying in this field.
Host-guest interaction is also referred to as Molecular Recognization, and this reactive force is stronger, and has selectivity.By host-guest interaction, between host molecule and guest molecule, can form stable inclusion compound.Cyclodextrin is a kind of host molecule of inner chamber oleophylic, and between former oil molecule, has stronger host-guest interaction.Cyclodextrin groups is constructed in the skeleton of magnetic high-molecular oil-absorbing resin, utilized the host-guest interaction between cyclodextrin host molecule and former oil molecule, can effectively improve swelling rate and the Saturation Oil Absorbency of resin.
Summary of the invention
For the feature that current magnetic high-molecular oil-absorbing resin swelling rate is slow, Saturation Oil Absorbency is lower, the object of this invention is to provide the magnetic polymer material that a kind of swelling rate is fast, Saturation Oil Absorbency is high, the present invention simultaneously also provides the preparation method of this magnetic high-molecular oil absorption material.
In order to achieve the above object, the present invention adopts following technical scheme:
A kind of oil suction macromolecular material based on Subjective and Objective effect and preparation method thereof, its preparation method is that 2-30wt% function monomer, 5-35wt% cyclodextrin monomer, 0.5-20wt% linking agent and 1-25wt% magnetic nano-particle are mixed, ultrasonic 0.5-4 hour, add 0.2-3wt% initiator, 5-30wt% pore-creating agent, after mixing, react 2-8 hour at 60-85 ℃, be warmed up to again 100-150 ℃ of heating 1-6 hour, then cool to room temperature, makes the magnetic polymer material with Subjective and Objective selectivity oil absorptive function.
Function monomer of the present invention is selected from one or more in (methyl) methyl acrylate, (methyl) propyl acrylate, (methyl) isopropyl acrylate, (methyl) butyl acrylate, (methyl) isobutyl acrylate, (methyl) vinylformic acid isopentyl ester, (methyl) lauryl acrylate, (methyl) Isooctyl acrylate monomer, vinylbenzene, 4-butylstyrene.
Cyclodextrin monomer of the present invention is selected from one or more in the monomers such as pair alpha-cylodextrin of keys modification, beta-cyclodextrin, γ-cyclodextrin.
Linking agent of the present invention is selected from one or more in ethylene glycol bisthioglycolate (methyl) acrylate, Diethylene Glycol two (methyl) acrylate, propylene glycol two (methyl) acrylate, polyoxyethylene glycol two (methyl) acrylate, Phthalic acid, diallyl ester, Vinylstyrene, N,N methylene bis acrylamide.
Initiator of the present invention is selected from one or more in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), dibenzoyl peroxide, isopropyl benzene hydroperoxide, tertbutyl peroxide, di-t-butyl peroxide, peroxidized t-butyl perbenzoate.
Magnetic nano-particle of the present invention is selected from one or more in ferriferrous oxide nano-particle, ferric oxide nanoparticles, Z 250/silicon composite nanoparticle, Z 250/silicon-dioxide composite nanoparticle, cobalt sesquioxide nanoparticle, nickel cobalt oxide composite nanoparticle.
Pore-creating agent of the present invention is selected from one or more in ethanol, Virahol, normal butane, Trimethylmethane, normal hexane, isohexane, hexanaphthene, toluene, dimethylbenzene, ethylbenzene, diethylbenzene
Advantage of the present invention is:
(1) preparation method provided by the present invention is simple, and raw material sources are abundant, are particularly suitable for large-scale production;
(2) magnetic high-molecular oil absorption material swelling rate provided by the present invention is fast, and the cyclodextrin in macromolecular material carries out quick adsorption by host-guest interaction to oil molecule, thereby the swelling rate of material is apparently higher than traditional oil absorbing polymer material;
(3) magnetic high-molecular oil absorption material Saturation Oil Absorbency provided by the present invention is high, and the cyclodextrin inner chamber in macromolecular material is larger, can adsorb a large amount of former oil molecules, and therefore Saturation Oil Absorbency significantly improves;
(4) magnetic high-molecular oil absorption material provided by the present invention has stronger magnetic, under extraneous the action of a magnetic field, can realize and separating fast and enrichment, therefore in the time processing Crude Oil at Sea leakage accident, can carry out fast processing to draining accident, reduce to greatest extent the destruction of crude oil pollution thing to Marine ecosystems.
Embodiment
Describe the specific embodiment of the present invention below in conjunction with embodiment, but the present invention is not confined to following examples.
Embodiment 1
By Propenoic acid, 2-methyl, isobutyl ester 2.5g, the alpha-cylodextrin 1.8g that two keys are modified, after ethylene glycol dimethacrylate 0.8g and ferric oxide nanoparticles 1.2g mix, ultrasonic dispersion 45 minutes, then add Diisopropyl azodicarboxylate 0.3g, normal butane 0.25g, after mixing, be warmed up to 70 ℃ of reactions 3 o'clock, then be warmed up to 120 ℃ of reactions 4 hours, then be cooled to room temperature, make the magnetic oil suction macromolecular material with Subjective and Objective function.
Embodiment 2
By lauryl methacrylate(LMA) 2.9g, the beta-cyclodextrin 2.3g that two keys are modified, after Vinylstyrene 0.6g and cobalt sesquioxide nanoparticle 1.9g mix, ultrasonic dispersion 35 minutes, then add 2,2'-Azobis(2,4-dimethylvaleronitrile) 0.6g, normal hexane 0.85g, after mixing, be warmed up to 85 ℃ of reactions 4 o'clock, then be warmed up to 110 ℃ of reactions 6 hours, then be cooled to room temperature, make the magnetic oil suction macromolecular material with Subjective and Objective function.
Embodiment 3
By methyl acrylate 1.8g, the alpha-cylodextrin 2.1g that two keys are modified, after Vinylstyrene 0.8g and ferriferrous oxide nano-particle 2.8g mix, ultrasonic dispersion 55 minutes, then add dibenzoyl peroxide 1.5g, ethanol 1.5g, after mixing, be warmed up to 75 ℃ of reactions 3 o'clock, then be warmed up to 130 ℃ of reactions 4 hours, then be cooled to room temperature, make the magnetic oil suction macromolecular material with Subjective and Objective function.
Embodiment 4
By vinylbenzene 3.6g, the γ-cyclodextrin 4.8g that two keys are modified, after propylene glycol dimethacrylate 0.95g and ferric oxide/silicon-dioxide composite nanoparticle 1.46g mix, ultrasonic dispersion 55 minutes, then add isopropyl benzene hydroperoxide 1.4g, dimethylbenzene 1.25g, after mixing, be warmed up to 80 ℃ of reactions 5 o'clock, then be warmed up to 100 ℃ of reactions 6 hours, then be cooled to room temperature, make the magnetic oil suction macromolecular material with Subjective and Objective function.
Embodiment 5
By Isooctyl methacrylate 3.8g, the alpha-cylodextrin 2.9g that two keys are modified, after N,N methylene bis acrylamide 0.85g and ferric oxide nanoparticles 1.7g mix, ultrasonic dispersion 40 minutes, add tertbutyl peroxide 0.85g, Virahol 1.55g, after mixing again, be warmed up to 75 ℃ of reactions 2 o'clock, be warmed up to again 135 ℃ of reactions 5 hours, be then cooled to room temperature, make the magnetic oil suction macromolecular material with Subjective and Objective function.
Claims (7)
1. oil suction macromolecular material based on Subjective and Objective effect and preparation method thereof, it is characterized in that, its preparation method is that 2-30wt% function monomer, 5-35wt% cyclodextrin monomer, 0.5-20wt% linking agent and 1-25wt% magnetic nano-particle are mixed, ultrasonic 0.5-4 hour, add 0.2-3wt% initiator, 5-30wt% pore-creating agent, after mixing, react 2-8 hour at 60-85 ℃, be warmed up to again 100-150 ℃ of heating 1-6 hour, then cool to room temperature, makes the magnetic polymer material with Subjective and Objective selectivity oil absorptive function.
2. a kind of oil suction macromolecular material based on Subjective and Objective effect according to claim 1 and preparation method thereof, it is characterized in that, function monomer is selected from one or more in (methyl) methyl acrylate, (methyl) propyl acrylate, (methyl) isopropyl acrylate, (methyl) butyl acrylate, (methyl) isobutyl acrylate, (methyl) vinylformic acid isopentyl ester, (methyl) lauryl acrylate, (methyl) Isooctyl acrylate monomer, vinylbenzene, 4-butylstyrene.
3. a kind of oil suction macromolecular material based on Subjective and Objective effect according to claim 1 and preparation method thereof, is characterized in that, cyclodextrin monomer is selected from one or more in pair alpha-cylodextrin of keys modification, beta-cyclodextrin, γ-cyclodextrin.
4. a kind of oil suction macromolecular material based on Subjective and Objective effect according to claim 1 and preparation method thereof, it is characterized in that, linking agent is selected from one or more in ethylene glycol bisthioglycolate (methyl) acrylate, Diethylene Glycol two (methyl) acrylate, propylene glycol two (methyl) acrylate, polyoxyethylene glycol two (methyl) acrylate, Phthalic acid, diallyl ester, Vinylstyrene, N,N methylene bis acrylamide.
5. a kind of oil suction macromolecular material based on Subjective and Objective effect according to claim 1 and preparation method thereof, it is characterized in that, initiator is selected from one or more in Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile), dibenzoyl peroxide, isopropyl benzene hydroperoxide, tertbutyl peroxide, di-t-butyl peroxide, peroxidized t-butyl perbenzoate.
6. a kind of oil suction macromolecular material based on Subjective and Objective effect according to claim 1 and preparation method thereof, it is characterized in that, magnetic nano-particle is selected from one or more in ferriferrous oxide nano-particle, ferric oxide nanoparticles, Z 250/silicon composite nanoparticle, Z 250/silicon-dioxide composite nanoparticle, cobalt sesquioxide nanoparticle, nickel cobalt oxide composite nanoparticle.
7. a kind of oil suction macromolecular material based on Subjective and Objective effect according to claim 1 and preparation method thereof, it is characterized in that, pore-creating agent is selected from one or more in ethanol, Virahol, normal butane, Trimethylmethane, normal hexane, isohexane, hexanaphthene, toluene, dimethylbenzene, ethylbenzene, diethylbenzene.
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| CN201410069487.9A CN103819631A (en) | 2014-02-28 | 2014-02-28 | Oil suction high-molecular material based on host-guest interaction and preparation method |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108435148A (en) * | 2018-06-21 | 2018-08-24 | 黄益良 | A kind of cyclo-dextrin-modified polyacrylamide sewage water inorganic agent and preparation method thereof |
| CN110903648A (en) * | 2019-11-05 | 2020-03-24 | 武汉华星光电半导体显示技术有限公司 | Polyimide compound and preparation method thereof |
| CN112441675A (en) * | 2019-08-30 | 2021-03-05 | 中国石油化工股份有限公司 | Treatment method of oily sewage and application thereof |
| CN112876041A (en) * | 2021-01-22 | 2021-06-01 | 中国石油大学(北京) | Treatment method of oily sludge |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101338012A (en) * | 2008-08-12 | 2009-01-07 | 北京化工大学 | Method for preparing high oil suction resin with cyclodextrin molecule |
| CN102161880A (en) * | 2011-02-23 | 2011-08-24 | 西南交通大学 | Preparation method of superparamagnetism easily-degradable oil stain absorption material and product obtained by method |
-
2014
- 2014-02-28 CN CN201410069487.9A patent/CN103819631A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101338012A (en) * | 2008-08-12 | 2009-01-07 | 北京化工大学 | Method for preparing high oil suction resin with cyclodextrin molecule |
| CN102161880A (en) * | 2011-02-23 | 2011-08-24 | 西南交通大学 | Preparation method of superparamagnetism easily-degradable oil stain absorption material and product obtained by method |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108435148A (en) * | 2018-06-21 | 2018-08-24 | 黄益良 | A kind of cyclo-dextrin-modified polyacrylamide sewage water inorganic agent and preparation method thereof |
| CN112441675A (en) * | 2019-08-30 | 2021-03-05 | 中国石油化工股份有限公司 | Treatment method of oily sewage and application thereof |
| CN110903648A (en) * | 2019-11-05 | 2020-03-24 | 武汉华星光电半导体显示技术有限公司 | Polyimide compound and preparation method thereof |
| CN112876041A (en) * | 2021-01-22 | 2021-06-01 | 中国石油大学(北京) | Treatment method of oily sludge |
| CN112876041B (en) * | 2021-01-22 | 2022-09-23 | 中国石油大学(北京) | Treatment method of oily sludge |
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Application publication date: 20140528 |