CN104151484B - A kind of porous easily reclaims high oil-absorbing resin and preparation method thereof - Google Patents
A kind of porous easily reclaims high oil-absorbing resin and preparation method thereof Download PDFInfo
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- CN104151484B CN104151484B CN201310177475.3A CN201310177475A CN104151484B CN 104151484 B CN104151484 B CN 104151484B CN 201310177475 A CN201310177475 A CN 201310177475A CN 104151484 B CN104151484 B CN 104151484B
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- absorbing resin
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Abstract
High oil-absorbing resin and preparation method thereof is easily reclaimed the present invention relates to a kind of porous.The preparation method is easily to reclaim high oil-absorbing resin by the way that by suspension polymerisation prepared by the raw material of rational proportion into porous, and the preparation method includes the steps such as dispersion mixing, suspension polymerisation, extraction.Porous prepared by the present invention, which easily reclaims high oil-absorbing resin, has special " physical chemistry " composite crosslinking structure, making the high oil-absorbing resin, not only oil absorbency is high, and after having recycled, it can be recycled using methods such as Simplified chemicals, more traditional oil-absorbing resin has rate of recovery height, the low advantage of cost in later stage recycling.
Description
Technical field
The invention belongs to filed of functional, and in particular to a kind of porous easily reclaims high oil-absorbing resin and its preparation side
Method.
Background technology
In recent years, going deep into exploitations such as oil explorations, problem of environmental pollution and oil-containing that oil leak etc. is caused
The destruction of waste water, waste liquid to water resource is increasingly aggravated, and is caused and is had a strong impact on to human lives.Therefore it is excellent in the urgent need to developing
Oil absorption material, to tackle the oil pollution problem of current sternness.
High oil-absorbing resin is the low crosslinking degree polymer that lipophile monomer is constituted.It is intermolecular that there is three-dimensional cross-linked netted knot
There is certain micropore structure, inside, can be swelled decades of times oil product.It can be largely classified into inorganic oil-absorbing resin and organic oil suction
Resin, wherein organic oil-absorbing resin can be divided into natural absorbent-type and the class of synthesis type two again.But current common high oil absorption tree
There is the rate of adsorption slowly in fat, the low problem of efficiency, and this just greatly limit its application.In order to improve asking for existing high oil-absorbing resin
Topic, is done numerous studies, and one of them is exactly by introducing the high oil-absorbing that physical-chemical composite crosslinking is synthesized
Resin, its swelling rate will be significantly faster than that the high oil-absorbing resin that single chemical crosslinking synthesis is obtained.
Resin after oil suction is through regeneration treatment, and the recyclable institute's oil suction product of one side, it is to avoid secondary pollution are on the other hand high to inhale
Oleoresin is reusable.In order to avoid the secondary pollution that resin is caused after oil suction, the resin after oil suction need to be carried out at regeneration
Reason, traditional high oil-absorbing resin is last low by the high oil-absorbing resin difficult, reuse ratio that is recycled after repeated use.
The content of the invention
The present invention the problem of exist for above-mentioned prior art there is provided a kind of porous easily reclaim high oil-absorbing resin and its
Preparation method.
The porous of the present invention easily reclaims the preparation method of high oil-absorbing resin, comprises the following steps:
A) dispersant is dispersed in solvent and is configured to solution;
B) polymerized monomer, initiator, crosslinking agent and pore-foaming agent are added in the solution that step a) is obtained, and in indifferent gas
Atmosphere protection is lower well mixed;
C) under stirring, to step b)Reaction system be heated to 70 DEG C~85 DEG C carry out suspension polymerizations 4.5~
7.5 hours, then reaction system be warming up to 86 DEG C~95 DEG C and carry out slaking reaction 0.5~2.5 hour;
D) cooling step c)Reaction system to room temperature, filtering takes solid ultrasonic extraction in extractant to remove pore-foaming agent;
E) filter, washed with absolute ethyl alcohol, vacuum drying obtains product in 24-48 hours.
Porous of the present invention is easily reclaimed in high oil-absorbing resin preparation method, and the part by weight relation of each raw material is:Polymerization is single
Body:100 parts;Solvent:250~600 parts;Dispersant:1~5 part;Crosslinking agent:0.8~5 part;Initiator:0.3~2.5 part;Pore
Agent:80~200 parts.
Step a)In, the solvent is deionized water;The dispersant is polyvinyl alcohol (PVA), methylcellulose, shallow lake
One or more in powder, pectin.
Step b)In, the polymerized monomer is the mixture of methacrylic acid monomer and alkyl-acrylates monomer, institute
The mol ratio for stating methacrylic acid monomer and alkyl-acrylates monomer is 1: 4~1: 6;The alkyl-acrylates monomer
One or more mixtures in dodecylacrylate, aliphatic acrylate, octadecyl acrylate.
Step b)In, the initiator is selected from azodiisobutyronitrile, dibenzoyl peroxide, persulfate and benzoyl peroxide
One or more in formic acid esters.
Step b)In, the crosslinking agent is the mixing of Physical crosslinking agent and chemical cross-linking agent;The Physical crosslinking agent is to have
Machine modified manometer silicon dioxide, preferably cetyl trimethylammonium bromide modified manometer silicon dioxide, it primarily serves physics
Crosslinking points are acted on, and its production firm for being purchased from specialty can be also prepared by easy method, such as can be by cetyl three
Methyl bromide ammonium is added in the good nano silicon dioxide sol of ultrasonic disperse, under mechanical agitation, and 4h is reacted in 85 DEG C,
It is made by filtering purification;The chemical cross-linking agent is selected from glycol diacrylate, ethylene glycol dimethacrylate, diethyl
Alkenyl benzene, dimethacrylate, propylene glycol diacrylate, dimethacrylate and O-phthalic
One or more in diallyl phthalate, it mainly plays chemical crosslinking.
Step b)In, the pore-foaming agent be ethyl acetate, butyl acetate, n-hexane, dichloroethanes, benzene, toluene, paraffin,
One or more in butanone and carbon tetrachloride.
In the step d), one kind in methanol, ethanol, acetone, isobutanol and hexanol of extractant used or
It is a variety of.The part by weight of the consumption of the extractant and the pore-foaming agent added is 1: 1~6:1.
In step d), sonification power is 60-300W, and processing time is 20-60 minutes.
The present invention compared with prior art, with advantages below:
1. the porous prepared by the present invention easily reclaims high oil-absorbing resin and introduces organically-modified nano silicon conduct
The crosslinking points of high oil-absorbent material, the high oil-absorbing that crosslinking is synthesized with " physical-chemical " composite crosslinking is coordinated with other crosslinking agents
Resin.
2. the porous prepared by the present invention easily reclaims high oil-absorbing resin in recycling with obviously excellent
Gesture, the organically-modified nano-silica surface hydroxyl that can be destroyed in high oil-absorbing resin using easy chemical method is with gathering
" hydrogen bond " of methacrylic acid-acrylic acid Arrcostab formation, that is, be physical crosslinking a little, and recovery yield of monomer is high after processing, reclaim
Cost is low.
Embodiment
Following examples are merely to illustrate the present invention, and to the present invention without any limitation, those skilled in the art are readding
It is all feasible to the modification of technical scheme progress suitably to read to be appreciated that after following examples, any without departing from this
The technical scheme of invention essence is also fallen within protection scope of the present invention.
Below unless otherwise indicated, the raw material used is that commercially available raw material, test apparatus used are experiment
The conventional use of instrument in room.
Embodiment 1
By dispersant methylcellulose, 2.5 parts are added in 80 DEG C of 450 parts of deionized waters, and stirring is cooled down to being completely dissolved
To room temperature.It is then added into equipped with agitator, reflux condenser, the four-hole bottle of thermometer.Then by polymerized monomer methyl
Totally 100 parts of acrylic acid and dodecylacrylate (mol ratio is 1: 6), 1 part of initiator azodiisobutyronitrile, crosslinking agent are adjacent
3 parts of 1.5 parts of dially phthalate and cetyl trimethylammonium bromide modified manometer silicon dioxide, pore-foaming agent n-hexane are total to
150 parts are added thereto and stir, while logical nitrogen 30 minutes, drives away the air in reactor to ensure suspension polymerization
Carry out in a nitrogen atmosphere.Under stirring, 80 DEG C are heated to reaction system and carries out suspension polymerization 7.5 hours, then
Reaction system is warming up to 95 DEG C and carries out slaking reaction 1 hour.Under stirring, product is cooled to room temperature, filtered.By obtained solid
Product is mixed with 260 parts of isobutanol, is added in Ultrasound Instrument (power 250W), ultrasound 40 minutes.By the filtering of obtained product, use
Absolute ethyl alcohol is washed, and vacuum drying obtains high oil-absorbing resin in 24 hours.Performance test is shown in Table 1.
Embodiment 2
By dispersant starch, 3.5 parts add in 80 DEG C of 550 parts of deionized water, stir to being completely dissolved, are cooled to room
Temperature;Be then added into equipped with agitator, reflux condenser, the four-hole bottle of thermometer, by polymerized monomer methacrylic acid and
Totally 100 parts of aliphatic acrylate, mol ratio is 1: 4.5,1.46 parts of initiator sodium peroxydisulfate, cross-linker divinylbenzene 1
4 parts of part and cetyl trimethylammonium bromide modified manometer silicon dioxide, 200 parts of pore-foaming agent butyl acetate are added thereto stirring
Uniformly, while leading to nitrogen 30 minutes, drive away the air in reactor to ensure that suspension polymerization is carried out in a nitrogen atmosphere;Stir
Mix down, 85 DEG C are heated to reaction system and carries out suspension polymerization 5.5 hours, then reaction system is warming up to 93 DEG C
Carry out slaking reaction 2 hours;Under stirring, product is cooled to room temperature, filtered, by obtained solid product and 260 parts of isobutyl
Alcohol is mixed, and is added in the Ultrasound Instrument that power is 250W, ultrasound 40 minutes;And filter obtained product, washed with absolute ethyl alcohol
Wash, vacuum drying obtains high oil-absorbing resin in 48 hours.Performance test is shown in Table 1.
Embodiment 3
By polyethylene of dispersing agent alcohol, 4 parts add in 80 DEG C of 400 parts of deionized water, stir to being completely dissolved, are cooled to
Room temperature;It is then added into equipped with agitator, reflux condenser, the four-hole bottle of thermometer, by the polymerization that mol ratio is 1: 5.5
Totally 100 parts of monomer methacrylic acid and aliphatic acrylate, octadecyl acrylate, initiator sodium peroxydisulfate 1.46
Part, 2 parts of crosslinking agent glycol diacrylate and 2 parts of cetyl trimethylammonium bromide modified manometer silicon dioxide, pore-foaming agent
150 parts of chloroform, which is added thereto, to stir, while leading to nitrogen 15 minutes, drives away the air in reactor to ensure to suspend
Polymerisation is carried out in a nitrogen atmosphere;Under stirring, 70 DEG C of progress suspension polymerizations 6.5 are heated to reaction system small
When, then reaction system is warming up to 86 DEG C and carries out slaking reaction 2.5 hours;Under stirring, product is cooled to room temperature, filtered, will
Obtained solid product is mixed with 220 parts of methanol, is added in the Ultrasound Instrument that power is 250W, ultrasound 30 minutes;And will
The product filtering arrived, is washed, vacuum drying obtains high oil-absorbing resin in 24 hours with absolute ethyl alcohol.Performance test is shown in Table 1.
Embodiment 4
By polyethylene of dispersing agent alcohol, 3 parts add in 80 DEG C of 450 parts of deionized water, stir to being completely dissolved, are cooled to
Room temperature;It is then added into equipped with agitator, reflux condenser, the four-hole bottle of thermometer, by the polymerization list that mol ratio is 1: 5
Totally 100 parts of body methacrylic acid and octadecyl acrylate, 1.6 parts of initiator dibenzoyl peroxide, crosslinking agent ethylene glycol
1.5 parts of dimethylacrylate and 3.4 parts of cetyl trimethylammonium bromide modified manometer silicon dioxide, pore-foaming agent n-hexane 80
Part, which is added thereto, to be stirred, while leading to nitrogen 30 minutes, drives away the air in reactor to ensure suspension polymerization in nitrogen
Carried out under gas atmosphere;Under stirring, 80 DEG C are heated to reaction system and carries out suspension polymerization 4.5 hours, is then reacted
System is warming up to 95 DEG C and carries out slaking reaction 2.5 hours;Under stirring, product is cooled to room temperature, filtered, obtained solid is produced
Thing is mixed with 260 parts of ethanol, is added in the Ultrasound Instrument that power is 250W, ultrasound 40 minutes;And filter obtained product,
Washed with absolute ethyl alcohol, vacuum drying obtains high oil-absorbing resin in 48 hours.Performance test is shown in Table 1.
Embodiment 5
3 parts of 1 part of dispersant methylcellulose and polyvinyl alcohol are added in 80 DEG C of 450 parts of deionized water, stirred to complete
Fully dissolved, is cooled to room temperature;It is then added into equipped with agitator, reflux condenser, the four-hole bottle of thermometer, by mol ratio
For 1: 5 totally 100 parts of polymerized monomer methacrylic acid and dodecylacrylate, initiator dibenzoyl peroxide 1.3
Part, 4 parts of 0.8 part of crosslinking agent dimethacrylate and cetyl trimethylammonium bromide modified manometer silicon dioxide,
120 parts of pore-foaming agent butyl acetate, which is added thereto, to stir, while leading to nitrogen 30 minutes, drives away the air in reactor to protect
Card suspension polymerization is carried out in a nitrogen atmosphere;Under stirring, 78 DEG C of progress suspension polymerisations are heated to reaction system anti-
Answer 7.5 hours, then reaction system is warming up to 90 DEG C and carries out slaking reaction 0.5 hour;Under stirring, product is cooled to room temperature,
Filtering, obtained solid product is mixed with 260 parts of propyl alcohol, is added in the Ultrasound Instrument that power is 250W, ultrasound 40 minutes;
And filter obtained product, washed with absolute ethyl alcohol, vacuum drying obtains high oil-absorbing resin in 36 hours.Performance test is shown in Table
1。
Embodiment 6
2 parts of 2 parts of dispersant methylcellulose and polyvinyl alcohol are added in 80 DEG C of 450 parts of deionized water, stirred to complete
Fully dissolved, is cooled to room temperature;It is then added into equipped with agitator, reflux condenser, the four-hole bottle of thermometer, by mol ratio
For 1: 6 totally 100 parts of polymerized monomer methacrylic acid and dodecylacrylate, initiator peroxide benzoate totally 2.1
Part, 4.2 parts of 0.8 part of crosslinking agent propylene glycol diacrylate and cetyl trimethylammonium bromide modified manometer silicon dioxide are caused
140 parts of hole agent ethyl acetate, which is added thereto, to stir, at the same it is logical 30 minutes, drive away the air in reactor to ensure to suspend
Polymerisation is carried out in a nitrogen atmosphere;Under stirring, 85 DEG C of progress suspension polymerizations 5.5 are heated to reaction system small
When, then reaction system is warming up to 95 DEG C and carries out slaking reaction 1.5 hours;Under stirring, product is cooled to room temperature, filtered, will
Obtained solid product is mixed with 260 parts of hexanol, is added in the Ultrasound Instrument that power is 250W, ultrasound 30 minutes;And will
The product filtering arrived, is washed, vacuum drying obtains high oil-absorbing resin in 48 hours with absolute ethyl alcohol.Performance test is shown in Table 1.
The high oil absorption of the present invention of table 1 easily reclaims the performance test of resin
By being can be found that to data above analysis:Porous prepared by the present invention easily reclaims high oil-absorbing resin, passes through
Physics-chemically composited crosslinking, on the one hand, increase the stickiness of three-dimensional molecular net, that is, increase what oil molecule spread in resin
Coefficient of viscosity;On the other hand, the more preferable three-dimensional molecular net of resilience is formd again, the modulus of elasticity of resin is increased so that should
Oil absorption material shows excellent oil suction and protects oily effect.
Claims (9)
1. a kind of porous easily reclaims the preparation method of high oil-absorbing resin, it is characterised in that comprise the following steps:
A) dispersant is dispersed in solvent and is configured to solution;
B) polymerized monomer, initiator, crosslinking agent and pore-foaming agent are added in the solution that step a) is obtained, and protected in inert atmosphere
Shield is lower well mixed;
C) under stirring, to step b)Reaction system be heated to 70 DEG C~85 DEG C progress suspension polymerizations 4.5~7.5
Hour, then reaction system is warming up to 86 DEG C~95 DEG C and carries out slaking reaction 0.5~2.5 hour;
D) cooling step c)Reaction system to room temperature, filtering takes solid ultrasonic extraction in extractant to remove pore-foaming agent;
E) filter, washed with absolute ethyl alcohol, vacuum drying obtains product in 24-48 hours;Step b)In, the polymerized monomer is first
The mixture of base acrylic monomers and alkyl-acrylates monomer, the methacrylic acid monomer and alkyl-acrylates list
The mol ratio of body is 1: 4~1: 6;The alkyl-acrylates monomer is selected from dodecylacrylate, acrylic acid hexadecane
One or more mixtures in base ester, octadecyl acrylate.
2. porous according to claim 1 easily reclaims the preparation method of high oil-absorbing resin, it is characterised in that each raw material
Part by weight relation is:Polymerized monomer:100 parts;Solvent:250~600 parts;Dispersant:1~5 part;Crosslinking agent:0.8~5 part;
Initiator:0.3~2.5 part;Pore-foaming agent:80~200 parts.
3. porous according to claim 1 easily reclaims the preparation method of high oil-absorbing resin, it is characterised in that step a)
In, the solvent is deionized water;The dispersant is at least one of polyvinyl alcohol, methylcellulose, starch, pectin.
4. porous according to claim 1 easily reclaims the preparation method of high oil-absorbing resin, it is characterised in that step b)
In, the initiator in azodiisobutyronitrile, dibenzoyl peroxide, persulfate and peroxide benzoate at least
It is a kind of.
5. porous according to claim 1 easily reclaims the preparation method of high oil-absorbing resin, it is characterised in that step b)
In, the crosslinking agent is the mixing of Physical crosslinking agent and chemical cross-linking agent, wherein the Physical crosslinking agent is organic modified nano
Silica;The chemical cross-linking agent be selected from glycol diacrylate, ethylene glycol dimethacrylate, divinylbenzene,
Dimethacrylate, propylene glycol diacrylate, dimethacrylate and diallyl phthalate
At least one of propyl ester.
6. porous according to claim 1 easily reclaims the preparation method of high oil-absorbing resin, it is characterised in that step b)
In, the pore-foaming agent is at least one of ethyl acetate, butyl acetate, n-hexane and chloroform.
7. porous according to claim 1 easily reclaims the preparation method of high oil-absorbing resin, it is characterised in that in the step
Suddenly d) in, extractant used is selected from least one of methanol, ethanol, acetone, isobutanol and hexanol.
8. porous according to claim 7 easily reclaims the preparation method of high oil-absorbing resin, it is characterised in that step d)
In, the part by weight of the consumption of the extractant and the pore-foaming agent added is 1: 1~6: 1.
9. porous according to claim 1 easily reclaims the preparation method of high oil-absorbing resin, it is characterised in that step d)
In, sonification power is 60-300W, and processing time is 20-60 minutes.
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CN112934194B (en) * | 2021-01-22 | 2022-07-29 | 河南省中泰石化有限公司 | Preparation method of surface-relief type quick oil-absorbing resin |
CN117362694B (en) * | 2023-12-07 | 2024-02-27 | 北京中科康仑环境科技研究院有限公司 | Physical-chemical composite crosslinking high oil absorption resin and preparation method and application thereof |
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CN101891860A (en) * | 2010-07-13 | 2010-11-24 | 中国人民解放军空军油料研究所 | Porous high oil absorption resin and preparation method thereof |
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