CN110317297A - The preparation method of vinylpyridine amphoteric resin - Google Patents
The preparation method of vinylpyridine amphoteric resin Download PDFInfo
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- CN110317297A CN110317297A CN201910645642.XA CN201910645642A CN110317297A CN 110317297 A CN110317297 A CN 110317297A CN 201910645642 A CN201910645642 A CN 201910645642A CN 110317297 A CN110317297 A CN 110317297A
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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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/18—Suspension polymerisation
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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
- C08F226/00—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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/06—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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
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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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- 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
- C08J2201/00—Foams characterised by the foaming process
- C08J2201/04—Foams characterised by the foaming process characterised by the elimination of a liquid or solid component, e.g. precipitation, leaching out, evaporation
- C08J2201/05—Elimination by evaporation or heat degradation of a liquid phase
- C08J2201/0502—Elimination by evaporation or heat degradation of a liquid phase the liquid phase being organic
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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
- C08J2339/00—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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Derivatives of such polymers
- C08J2339/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
Abstract
The invention discloses a kind of preparation methods of vinylpyridine amphoteric resin, belong to Functional polymer materials technology field.Preparation method is that (1) oil is mutually prepared: in proportion stirring evenly monomer, crosslinking agent, initiator mixing, it adds pore-foaming agent and stirs evenly the preparation of (2) water phase: dispersing agent is added after heating the water to 50 DEG C, stirring, Nacl is added, oil is added to suspension polymerisation (4) washing in 50 DEG C of water phase and extracts pore-foaming agent, drying by 50 DEG C of heat preservations 1 hour (3)；(5) for dry bulb under the swelling of ethyl alcohol, finished product is rinsed to obtain in adding sodium hydroxide hydrolysis.It is preparation method simple process of the present invention, environmental protection, at low cost.The amphoteric resin of preparation is a kind of amphoteric resin for having specific function, since the theheterocyclic nitrogen atom in Pyridine Molecules has the structure of tertiary amine, there is weakly alkaline function again, salt can be generated with various acid, acrylate hydrolysis simultaneously generates carboxylic acid, with faintly acid, therefore amphoteric compound and organic acid can be adsorbed.
Description
Technical field
The present invention relates to vinylpyridine amphoteric resin technical fields, belong to Functional polymer materials technology field.
Background technique
Amphoteric resin is that there is the ion exchange resin of two kinds of groups of positive and negative in same resin particle for one kind.It is this kind of
Two kinds of groups in resin are closer to each other, can be combined with each other, encounter ion in solution again can simultaneously with two kinds of ions of positive and negative
Carry out ion exchange.Compared with conventional ion exchanger resin, amphoteric resin is not needed after reaction failure with the regeneration such as acid, alkali
Agent need to only be eluted with a large amount of water, resin can be made to be regenerated, restore original exchange capacity.
Amphoteric resin is mainly used in the separation of macromolecular and small molecule electrolyte, as gone sulfuric acid in ion diaphragm alkali
Root, Biochemical Drugs preparation, biological technology products separating-purifying, the separating-purifying of protein and desalination, amphoteric resin are to close
At the revolutionary milestone of resin.
Summary of the invention
The technical problem to be solved in the present invention is to provide a kind of preparation method of vinylpyridine amphoteric resin, systems of the present invention
It is Preparation Method simple process, environmental protection, at low cost.The resin of preparation is a kind of amphoteric resin for having specific function, due to pyridine point
Theheterocyclic nitrogen atom in son has the structure of tertiary amine, and has weakly alkaline function, can generate salt, while acrylic acid with various acid
Ester hydrolysis generates carboxylic acid, has faintly acid, therefore can adsorb amphoteric compound and organic acid.
In order to solve the above technical problems, the technical solution used in the present invention is:
The preparation method of vinylpyridine amphoteric resin is mutually prepared with water phase using suspension polymerization by oily；Including
Following steps: (1) oil is mutually prepared: oil is mutually made of monomer, pore-foaming agent, initiator and crosslinking agent；Monomer, pore-foaming agent, initiator
Mass ratio with crosslinking agent is 1:0.5-0.8:0.01:0.05-0.1；Oily phase the preparation method comprises the following steps: in proportion by monomer, crosslinking
Agent, initiator mix stir evenly in a kettle, add pore-foaming agent mixing stir evenly it is spare；
(2) prepared by water phase: water phase is made of water, dispersing agent and Nacl, and the mass ratio of water, dispersing agent and Nacl is 1:
0.01-0.05:0.2-0.5；The preparation method comprises the following steps: dispersing agent is added after heating the water to 50 DEG C, stirs 1 hour, add industry
Salt, 50 DEG C heat preservation 1 hour it is spare；
(3) it is 16- that the oil prepared is added to in 50 DEG C of water phase the size for adjusting motor speed to ball through suspension polymerisation
60 mesh are warming up to 65-75 DEG C and initiator are allowed to cause sphere solidification, obtain sphere, keep the temperature 4-8 hours, be then warming up to 90 DEG C of guarantors
It is 3-5 hours warm；Oily is mutually 1:2-3 with the mass ratio of water phase；
(4) pore-foaming agent is extracted in washing, dries to obtain dry bulb；(5) dry bulb adds 20% sodium hydroxide solution to carry out under the swelling of ethyl alcohol
Hydrolysis, hot water injection obtains finished product after terminating hydrolysis.
Monomer is made of vinylpyridine, esters of acrylic acid, divinylbenzene and Triallyl isocyanurate, vinylpyridine
Pyridine, esters of acrylic acid, divinylbenzene and Triallyl isocyanurate mass ratio be 1:0.02-0.07:0.01-0.02:
0.4-0.8。
Vinylpyridine is 2- vinylpyridine or 4-vinylpridine, and esters of acrylic acid is methyl acrylate, methyl-prop
E pioic acid methyl ester or/and butyl methacrylate.
The mass ratio of water, dispersing agent and Nacl is 1:0.01:0.2.
Pore-foaming agent is toluene, ethyl acetate, white oil, n-butanol or/and 200# solvent naphtha.
Initiator is made of azodiisobutyronitrile and benzoyl peroxide, the matter of azodiisobutyronitrile and benzoyl peroxide
Amount is than being 1:2.
Crosslinking agent is made of divinylbenzene and Triallyl isocyanurate, mass ratio 1:0.5-1.
Dispersing agent is one of gelatin, hydroxyethyl cellulose, sodium bicarbonate, magnesium sulfate or polyvinyl alcohol or a variety of.
Resin prepared by the present invention contains following structures
The present invention relates to one kind to contain vinylpyridine amphoteric resin preparation method.Function of dominant polymeric material field.Use ethylene
Yl pyridines and esters of acrylic acid suspension copolymerization obtain copolymerization sphere and are hydrolyzed in the presence of an alcohol.Contained pyrrole simultaneously
The resin of piperidinyl and carboxyl.Amino acids substance can be extracted and adsorb, the amphoteric compound containing phosphine, organic acid, inorganic acid.
With vinylpyridine amphoteric resin to the absorption result of different material:
1. pair simulating absorption respectively containing 1% beta amino acids solution, with 10 milliliters of resin single-column adsorption flow rates, 3 resin volumes, go
Except rate reaches 98% or more, adsorption volume reaches the volume of 6 resins, 3% dilute hydrochloric acid desorption, and desorption liquid β concentration respectively reaches
5% or more.
2. facing absorption with the pmida mould of 1% solution, twin columns is taken to adsorb, column desorption loads 10 milliliters of resins respectively
10 resin volumes are adsorbed, water outlet liquid chromatogram tracing detection is adsorbed, fails to detect pmida in water outlet.
3. the hydrochloric acid solution with 0.3% is adsorbed at normal temperature, 2 resin volumes of flow velocity adsorb 5 resin volumes, not
It can detect acidity.60 degree of volume of the hot water that absorption terminates 3 resins is desorbed, and is repeated experiment effect and is stablized.
The beneficial effects of adopting the technical scheme are that
It is preparation method simple process of the present invention, environmental protection, at low cost.The resin of preparation is a kind of both sexes tree for having specific function
Rouge since the theheterocyclic nitrogen atom in Pyridine Molecules has the structure of tertiary amine, and has weakly alkaline function, can generate with various acid
Salt, while acrylate hydrolysis generates carboxylic acid, has faintly acid, can extract and adsorb amino acids substance, the amphoterisation containing phosphine
Close object, organic acid, inorganic acid.
Specific embodiment
Embodiment 1
The preparation method of vinylpyridine amphoteric resin the following steps are included:
(1) oil is mutually prepared: oil is mutually made of monomer, ethyl acetate, initiator and crosslinking agent；Monomer, ethyl acetate, initiator and
The mass ratio of crosslinking agent is 1:0.7:0.01:0.08；Oily phase the preparation method comprises the following steps: in proportion by monomer, initiator and crosslinking agent
In a kettle mix stir evenly, add ethyl acetate mixing stir evenly it is spare；
Monomer is made of 4-vinylpridine, methyl acrylate, divinylbenzene and Triallyl isocyanurate, and mass ratio is
1:0.05:0.02:0.6；
Initiator is made of azodiisobutyronitrile and benzoyl peroxide, the mass ratio of azodiisobutyronitrile and benzoyl peroxide
For 1:2；
Crosslinking agent is made of divinylbenzene and Triallyl isocyanurate, mass ratio 1:0.8.
(2) prepared by water phase: water phase is made of water, gelatin and Nacl, and the mass ratio of water, gelatin and Nacl is 1:
0.01:0.2；The preparation method comprises the following steps: gelatin is added after heating the water to 50 DEG C, stir 1 hour, adds Nacl, 50 DEG C of heat preservations 1
Hour is spare；
(3) oil prepared is added in 50 DEG C of water phase through suspension polymerisation, depending on ball size, adjusts motor speed, determines
The size of good shot is 16-60 mesh, is warming up to 70 DEG C and initiator is allowed to cause sphere solidification, obtain sphere, keep the temperature 4-8 hours, then
It is warming up to 90 DEG C of heat preservations 3-5 hours；Oily is mutually 1:2 with the mass ratio of water phase；
(4) pore-foaming agent ethyl acetate is extracted in washing, dries to obtain dry bulb；
(5) dry bulb adds 20% sodium hydroxide solution to be hydrolyzed under the swelling of ethyl alcohol, and hot water injection obtains finished product after terminating hydrolysis.
Embodiment 2
The preparation method of vinylpyridine amphoteric resin the following steps are included:
(1) oil is mutually prepared: oil is mutually made of monomer, n-butanol, initiator and crosslinking agent；Monomer, n-butanol, initiator and crosslinking
The mass ratio of agent is 1:0.6:0.01:0.05；Oily phase the preparation method comprises the following steps: in proportion by monomer, initiator and crosslinking agent anti-
Answer in kettle mix stir evenly, add n-butanol mixing stir evenly it is spare；
Monomer is made of 2- vinylpyridine, methyl acrylate, divinylbenzene and Triallyl isocyanurate, and mass ratio is
1:0.07:0.01:0.4；
Initiator is made of azodiisobutyronitrile and benzoyl peroxide, the mass ratio of azodiisobutyronitrile and benzoyl peroxide
For 1:2；
Crosslinking agent is made of divinylbenzene and Triallyl isocyanurate, mass ratio 1:0.5.
(2) prepared by water phase: water phase is made of water, polyvinyl alcohol and Nacl, the mass ratio of water, polyvinyl alcohol and Nacl
For 1:0.03:0.5；The preparation method comprises the following steps: polyvinyl alcohol is added after heating the water to 50 DEG C, stirs 1 hour, adds Nacl,
50 DEG C heat preservation 1 hour it is spare；
(3) oil prepared is added in 50 DEG C of water phase through suspension polymerisation, depending on ball size, adjusts motor speed, determines
The size of good shot is 16-60 mesh, is warming up to 70 DEG C and initiator is allowed to cause sphere solidification, obtain sphere, keep the temperature 4-8 hours, then
It is warming up to 90 DEG C of heat preservations 3-5 hours；Oily is mutually 1:3 with the mass ratio of water phase；
(4) pore-foaming agent n-butanol is extracted in washing, dries to obtain dry bulb；
(5) dry bulb adds 20% sodium hydroxide solution to be hydrolyzed under the swelling of ethyl alcohol, and hot water injection obtains finished product after terminating hydrolysis.
Embodiment 3
The preparation method of vinylpyridine amphoteric resin the following steps are included:
(1) oil is mutually prepared: oil is mutually made of monomer, pore-foaming agent, initiator and crosslinking agent；Monomer, pore-foaming agent, initiator and crosslinking
The mass ratio of agent is 1:0.5:0.01:0.1；Oily phase the preparation method comprises the following steps: monomer, initiator and crosslinking agent are being reacted in proportion
In kettle mix stir evenly, add pore-foaming agent mixing stir evenly it is spare；
Monomer is made of 4-vinylpridine, methyl methacrylate, divinylbenzene and Triallyl isocyanurate, quality
Than for 1:0.02:0.02:0.8；
Initiator is made of azodiisobutyronitrile and benzoyl peroxide, the mass ratio of azodiisobutyronitrile and benzoyl peroxide
For 1:2；
Pore-foaming agent is made of white oil and 200# solvent naphtha, mass ratio 1:1；
Crosslinking agent is made of divinylbenzene and Triallyl isocyanurate, mass ratio 1:1.
(2) prepared by water phase: water phase is made of water, dispersing agent and Nacl, and the mass ratio of water, dispersing agent and Nacl is 1:
0.05:0.3；The preparation method comprises the following steps: dispersing agent is added after heating the water to 50 DEG C, stir 1 hour, adds Nacl, 50 DEG C of guarantors
Temperature 1 hour spare；
Dispersing agent is made of gelatin and hydroxyethyl cellulose, and the two mass ratio is 1:2；
(3) oil prepared is added in 50 DEG C of water phase through suspension polymerisation, depending on ball size, adjusts motor speed, determines
The size of good shot is 16-60 mesh, is warming up to 70 DEG C and initiator is allowed to cause sphere solidification, obtain sphere, keep the temperature 4-8 hours, then
It is warming up to 90 DEG C of heat preservations 3-5 hours；Oily is mutually 1:2 with the mass ratio of water phase；
(4) pore-foaming agent is extracted in washing, dries to obtain dry bulb；
(5) dry bulb adds 20% sodium hydroxide solution to be hydrolyzed under the swelling of ethyl alcohol, and hot water injection obtains finished product after terminating hydrolysis.
It is adsorbed with waste water of the resin manufactured in the present embodiment to IDA and oxygen the method glyphosate produced, process and knot
Fruit is as follows:
Effect: the glyphosate of IDA and the production of oxygen method, in waste water containing 0.6% glyphosate, less than 3, content of formaldehyde exists pH value
3-5% adsorbs column desorption, 1 resin volume absorption of flow velocity with three column strings, and water outlet carries out tracing detection with liquid chromatogram, can inhale
The glyphosate waste water removal of attached 10 resin volumes reaches 98-100%, the liquid chromatogram in the 9th resin volume absorption water outlet
It can't detect glyphosate.Carry out small pilot scale by multiple producers and carry out experimental data detection and demonstration, after absorption with 4% NaOH
Solution or 4% ammonium hydroxide are desorbed, and with 3 resin volume desorbing agents, it is de- to carry out set, 1 resin volume of flow velocity, all absorption
It is carried out under desorption normal temperature.Glyphosate concentration reaches 5-6% in desorption liquid, repeatedly inhales, is de-, and removal rate is up to 100%.
Claims (8)
1. the preparation method of vinylpyridine amphoteric resin, it is characterised in that: it is by oily mutually with water phase using suspension polymerization
It is prepared；The following steps are included: (1) oil is mutually prepared: oil is mutually made of monomer, pore-foaming agent, initiator and crosslinking agent；Monomer,
The mass ratio of pore-foaming agent, initiator and crosslinking agent is 1:0.5-0.8:0.01:0.05-0.1；Oily phase the preparation method comprises the following steps: by than
Monomer, crosslinking agent, initiator are mixed in a kettle and are stirred evenly by example, add pore-foaming agent mix stir evenly it is spare；
(2) prepared by water phase: water phase is made of water, dispersing agent and Nacl, and the mass ratio of water, dispersing agent and Nacl is 1:
0.01-0.05:0.2-0.5；The preparation method comprises the following steps: dispersing agent is added after heating the water to 50 DEG C, stirs 1 hour, add industry
Salt, 50 DEG C heat preservation 1 hour it is spare；
(3) it is 16- that the oil prepared is added to in 50 DEG C of water phase the size for adjusting motor speed to ball through suspension polymerisation
60 mesh are warming up to 65-75 DEG C and initiator are allowed to cause sphere solidification, obtain sphere, keep the temperature 4-8 hours, be then warming up to 90 DEG C of guarantors
It is 3-5 hours warm；Oily is mutually 1:2-3 with the mass ratio of water phase；
(4) pore-foaming agent is extracted in washing, dries to obtain dry bulb；(5) dry bulb adds 20% sodium hydroxide solution to carry out under the swelling of ethyl alcohol
Hydrolysis, hot water injection obtains finished product after terminating hydrolysis.
2. the preparation method for the vinylpyridine amphoteric resin stated according to claim 1, it is characterised in that: monomer is by vinylpyridine
Pyridine, esters of acrylic acid, divinylbenzene and Triallyl isocyanurate composition, vinylpyridine, esters of acrylic acid, divinylbenzene
Mass ratio with Triallyl isocyanurate is 1:0.02-0.07:0.01-0.02:0.4-0.8.
3. the preparation method of vinylpyridine amphoteric resin according to claim 2, it is characterised in that: vinylpyridine is
2- vinylpyridine or 4-vinylpridine, esters of acrylic acid are methyl acrylate, methyl methacrylate or/and metering system
Acid butyl ester.
4. the preparation method of vinylpyridine amphoteric resin according to claim 1, it is characterised in that: water, dispersing agent and
The mass ratio of Nacl is 1:0.01:0.2.
5. the preparation method of vinylpyridine amphoteric resin according to claim 1, it is characterised in that: pore-foaming agent is first
Benzene, ethyl acetate, white oil, n-butanol or/and 200# solvent naphtha.
6. the preparation method of vinylpyridine amphoteric resin according to claim 1, it is characterised in that: initiator is by azo
The mass ratio of bis-isobutyronitrile and benzoyl peroxide composition, azodiisobutyronitrile and benzoyl peroxide is 1:2.
7. the preparation method of vinylpyridine amphoteric resin according to claim 1, it is characterised in that: crosslinking agent is by diethyl
Alkene benzene and Triallyl isocyanurate composition, mass ratio 1:0.5-1.
8. the preparation method of vinylpyridine amphoteric resin according to claim 1, it is characterised in that: dispersing agent is bright
One of glue, hydroxyethyl cellulose, sodium bicarbonate, magnesium sulfate or polyvinyl alcohol are a variety of.
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| CN112337447A (en) * | 2020-10-21 | 2021-02-09 | 西安近代化学研究所 | Macroporous resin adsorbent for separating 1,2, 4-butanetriol in fermentation liquor, preparation method and separation method |
| CN112551748A (en) * | 2020-12-02 | 2021-03-26 | 肇庆领誉环保实业有限公司 | Electroplating copper-containing sewage treatment and reuse process and application thereof |
| CN113527757A (en) * | 2021-07-26 | 2021-10-22 | 江南大学 | Nitrogen-containing heterocyclic ring amphoteric resin and application thereof in adsorption separation of small molecular organic acid |
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| CN113527757A (en) * | 2021-07-26 | 2021-10-22 | 江南大学 | Nitrogen-containing heterocyclic ring amphoteric resin and application thereof in adsorption separation of small molecular organic acid |
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