CN109988277A - A method of AB block aqueous dispersion is prepared based on RAFT method - Google Patents
A method of AB block aqueous dispersion is prepared based on RAFT method Download PDFInfo
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- CN109988277A CN109988277A CN201910322803.1A CN201910322803A CN109988277A CN 109988277 A CN109988277 A CN 109988277A CN 201910322803 A CN201910322803 A CN 201910322803A CN 109988277 A CN109988277 A CN 109988277A
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- butyl acrylate
- ethanol solution
- aqueous dispersion
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- acrylic acid
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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
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
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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
- C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
- C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
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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
- C08F2438/00—Living radical polymerisation
- C08F2438/03—Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX]
Abstract
A method of Process ba- sis being polymerized to using acrylic acid and butyl acrylate as raw material with reversible addion-fragmentation chain transfer based on RAFT method preparation AB block aqueous dispersion, the total moles of acrylic acid and butyl acrylate ratio 1:1 in reaction process；Specific steps are as follows: using azodiisobutyronitrile as initiator, isopropyl xanthogen disulfide be chain-transferring agent, acrylic acid is raw material, ethyl alcohol is that solvent prepares polyacrylic acid ethanol solution；Butyl acrylate ethanol solution is added in polyacrylic acid ethanol solution and carries out polymerization reaction, after reacting, N, N- dimethyl ethylene glycol amine tune pH is added, vacuum filtration is opened dilute with propylene glycol monomethyl ether.The AB block aqueous dispersion molecular weight of this method preparation is uniform, it is easy to use, shows good stability in water, the architectural characteristics such as carboxyl abundant and polarity are big on AB block object simultaneously, steric hindrance is big, make it have good dispersibility to inorganic oxides such as titanium white, iron oxide.
Description
Technical field
The present invention relates to a kind of methods for preparing AB block aqueous dispersion based on RAFT method.
Background technique
The dispersing agent of acrylics on the market now is largely atactic polymer, and molecular weight distribution width one
As be greater than 2, cause disperse pigment stability it is poor, mill base is unable to long-time storage.Therefore, it is steady that a kind of dispersion pigment is needed at present
Qualitative good, mill base is capable of the dispersing agent of long-time storage.
Summary of the invention
The technical problem to be solved by the invention is to provide a kind of sides that AB block aqueous dispersion is prepared based on RAFT method
Method, the esters of acrylic acid dispersing agent of this method preparation, structure-controllable, molecular weight distribution are generally less than 1.4, disperse pigment stability
Good, mill base being capable of long-time storage.
The technical solution adopted by the present invention to solve the technical problems is: one kind preparing aqueous point of AB block based on RAFT method
The method of powder is polymerized to Process ba- sis using acrylic acid and butyl acrylate as raw material with reversible addion-fragmentation chain transfer, instead
The total moles of acrylic acid and butyl acrylate ratio 1:1 during answering；Specific steps are as follows:
With azodiisobutyronitrile (AIBN) be initiator, isopropyl xanthogen disulfide (DIP) is chain-transferring agent, acrylic acid
It (AA) be raw material, ethyl alcohol is that solvent prepares polyacrylic acid (PAA) ethanol solution；Then butyl acrylate (BA) ethanol solution is added
Enter into polyacrylic acid ethanol solution and carry out next step polymerization reaction, after complete reaction, N, N- dimethyl ethylene glycol amine is added
PH is adjusted, alcohol solvent is removed finally by vacuum filtration, opens dilute acquisition AB block aqueous dispersion using propylene glycol monomethyl ether.
Preferably, in the above-mentioned method for preparing AB block aqueous dispersion based on RAFT method, using reversible addition-fracture
Chain transfer polymerization is the polyacrylic acid that Process ba- sis preparation has chain carrier, further causes butyl acrylate.
Preferably, in the above-mentioned method for preparing AB block aqueous dispersion based on RAFT method, chain-transferring agent can use three
One or more of sulfocarbonate, dithiobenzoic acid -2- itrile group isopropyl ester, dithiodibenzoic acid substitution.
Preferably, using the N, N- dimethyl ethylene glycol amine adjusts pH to 6.5-7.5.
A method of AB block aqueous dispersion is prepared based on RAFT method, comprising the following steps:
(1) take 1-2 parts by weight azodiisobutyronitrile, the acrylic acid of 30-40 parts by weight, the thio diisopropyl of 1-2 parts by weight two yellow
Ortho esters, 80-100 parts by weight dehydrated alcohol are uniformly mixed, and are placed in closed reaction vessel, equal prior to stirring under condition of ice bath
It is even, it is stirred to react under condition of water bath heating, obtains polyacrylic acid ethanol solution；
(2) the total moles ratio of fixed acrylic acid and butyl acrylate is 1:1, and a certain amount of polyacrylic acid is added in three-necked flask
Ethanol solution, stirring are warming up to 60-70 DEG C, and it is molten that the butyl acrylate ethyl alcohol that first mass fraction is 40 ± 2% is added in heat preservation
Liquid after insulation reaction, is added the butyl acrylate ethanol solution that second batch mass fraction is 40 ± 2%, continues insulation reaction, add
Enter the butyl acrylate ethanol solution that third quality of lot score is 40 ± 2%, the reaction was continued at 60-70 DEG C for control temperature, wait react
After complete, 20-40min is reacted in 30-40 DEG C with N, N- dimethyl-ethylenediamine solution tune pH to 6.5-7.5, is discharged；
(3) after being filtered by vacuum, dilute (Gu containing being 50-55wt%) is opened with propylene glycol monomethyl ether, obtains AB block aqueous dispersion.
Further, in step (1), the temperature of water-bath is in 60-70 DEG C, and the time being stirred to react is 3-5h.
Further, in step (2), stirring is warming up to 60-70 DEG C, keeps the temperature 10-30min.
Further, in step (2), the additional amount body for the butyl acrylate ethanol solution that first mass fraction is 40 ± 2%
Product adds the 30-35% of butyl acrylate ethanol solution needed for accounting for.
Further, it in step (2), after the butyl acrylate ethanol solution that first mass fraction is 40 ± 2% is added, protects
30 ± 3min of temperature reaction.
Further, in step (2), the addition for the butyl acrylate ethanol solution that second batch mass fraction is 40 ± 2% is added
Amount volume adds the 35-45% of butyl acrylate ethanol solution needed for accounting for.
Further, it in step (2), after the butyl acrylate ethanol solution that second batch mass fraction is 40 ± 2% is added, protects
30 ± 3min of temperature reaction.
Further, in step (2), the addition for the butyl acrylate ethanol solution that third quality of lot score is 40 ± 2% is added
Amount volume adds the 20-35% of butyl acrylate ethanol solution needed for accounting for.
Further, in step (2), after the butyl acrylate ethanol solution that third quality of lot score is 40 ± 2% is added, control
Temperature processed the reaction was continued at 60-70 DEG C 90-120min.
Compared with the prior art, the advantages of the present invention are as follows:
Preparation had into the polyacrylic acid macromolecular intermediate of reactivity by reversible addion-fragmentation chain transfer method, using poly-
The reactive species of acrylic acid macromolecular cause butyl acrylate and open double-bond polymerization, form acrylic acid-butyl acrylate blocks polymerization
Object is realized water-soluble raising using N-N dimethyl ethylene glycol amine neutralisation treatment, is avoided in drying process using vacuum filtration
The destruction of material structure.AB block aqueous dispersion molecular weight prepared by the present invention is uniform, is easy to use, shows in water
Good stability, while the architectural characteristics such as carboxyl abundant and polarity are big, steric hindrance is big on AB block object, make it to titanium
The inorganic oxides such as white, iron oxide have good dispersibility.
Specific embodiment
The invention will be further described with reference to embodiments.
Embodiment 1
(1) take 1g azodiisobutyronitrile as the acrylic acid of initiator and 30g as raw material, the thio diisopropyl xanthan of 1g part two
Acid esters is uniformly mixed, is placed in closed reaction vessel, prior under condition of ice bath as chain-transferring agent, 80g parts by weight dehydrated alcohol
It stirs evenly, is stirred to react 5h under 60 DEG C of condition of water bath heating, obtain polyacrylic acid ethanol solution；
(2) the total moles ratio of fixed acrylic acid and butyl acrylate is 1:1, and the polypropylene of 26.7wt% is added in three-necked flask
Sour ethanol solution 112g, stirring are warming up to 60 DEG C, and the butyl acrylate that first mass fraction is 40% is added after keeping the temperature 10min
Second batch mass fraction is added after insulation reaction 30min for ethanol solution (the 30% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol)
For 40% butyl acrylate ethanol solution (the 35% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol), continue after keeping the temperature 30min,
The butyl acrylate ethanol solution that addition third quality of lot score is 40% be (Zhan Suoxu butyl acrylate volumes of aqueous ethanol
35%), control temperature the reaction was continued at 60 DEG C 90min then uses the N of 99.5wt%, and N- dimethyl-ethylenediamine solution tune pH is extremely
7.3,20min is reacted in 30-40 DEG C, is discharged；
(3) vacuum degree is adjusted to -0.02MPa, after vacuum filtration, opens dilute (Gu containing being 51.2%) i.e. using propylene glycol monomethyl ether
For AB block aqueous dispersion.
Embodiment 2
(1) take 2g azodiisobutyronitrile as the acrylic acid of initiator and 30g as raw material, the thio diisopropyl xanthan of 2g part two
Acid esters is uniformly mixed, is placed in closed reaction vessel, prior under condition of ice bath as chain-transferring agent, 100g parts by weight dehydrated alcohol
It stirs evenly, is stirred to react 4h under 60 DEG C of condition of water bath heating, obtain polyacrylic acid ethanol solution；
(2) the total moles ratio of fixed acrylic acid and butyl acrylate is 1:1, and the polypropylene of 22.3wt% is added in three-necked flask
Sour ethanol solution 134g, stirring are warming up to 70 DEG C, and the butyl acrylate that first mass fraction is 40% is added after keeping the temperature 30min
Second batch mass fraction is added after insulation reaction 30min for ethanol solution (the 45% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol)
For 40% butyl acrylate ethanol solution (the 30% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol), continue after keeping the temperature 30min,
The butyl acrylate ethanol solution that addition third quality of lot score is 40% be (Zhan Suoxu butyl acrylate volumes of aqueous ethanol
25%), control temperature the reaction was continued at 70 DEG C 90min then uses the N of 99.5wt%, and N- dimethyl-ethylenediamine solution tune pH is extremely
7.3,20min is reacted in 30-40 DEG C, is discharged；
(3) vacuum degree is adjusted to -0.02MPa, after vacuum filtration, opens dilute (Gu containing being 51.6%) i.e. using propylene glycol monomethyl ether
For AB block aqueous dispersion.
Embodiment 3
(1) take 1g azodiisobutyronitrile as the acrylic acid of initiator and 30g as raw material, the thio diisopropyl xanthan of 2g part two
Acid esters is uniformly mixed, is placed in closed reaction vessel, prior under condition of ice bath as chain-transferring agent, 100g parts by weight dehydrated alcohol
It stirs evenly, is stirred to react 6h under 60 DEG C of condition of water bath heating, obtain polyacrylic acid ethanol solution；
(2) the total moles ratio of fixed acrylic acid and butyl acrylate is 1:1, and the polypropylene of 22.5wt% is added in three-necked flask
Sour ethanol solution 133g, stirring are warming up to 70 DEG C, and the butyl acrylate that first mass fraction is 40% is added after keeping the temperature 10min
Second batch mass fraction is added after insulation reaction 30min for ethanol solution (the 35% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol)
For 40% butyl acrylate ethanol solution (the 30% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol), continue after keeping the temperature 30min,
The butyl acrylate ethanol solution that addition third quality of lot score is 40% be (Zhan Suoxu butyl acrylate volumes of aqueous ethanol
35%), control temperature the reaction was continued at 60 DEG C 90min then uses the N of 99.5wt%, and N- dimethyl-ethylenediamine solution tune pH is extremely
6.8,20min is reacted in 30-40 DEG C, is discharged；
(3) vacuum degree is adjusted to -0.01MPa, after vacuum filtration, opens dilute (Gu containing being 51.3%) i.e. using propylene glycol monomethyl ether
For AB block aqueous dispersion.
Embodiment 4
(1) take 1g azodiisobutyronitrile as the acrylic acid of initiator and 30g as raw material, the thio diisopropyl xanthan of 1g part two
Acid esters is uniformly mixed, is placed in closed reaction vessel, prior under condition of ice bath as chain-transferring agent, 90g parts by weight dehydrated alcohol
It stirs evenly, is stirred to react 5h under 60 DEG C of condition of water bath heating, obtain polyacrylic acid ethanol solution；
(2) the total moles ratio of fixed acrylic acid and butyl acrylate is 1:1, and the polypropylene of 24.5wt% is added in three-necked flask
Sour ethanol solution 122g, stirring are warming up to 60 DEG C, and the butyl acrylate that first mass fraction is 40% is added after keeping the temperature 10min
Second batch mass fraction is added after insulation reaction 30min for ethanol solution (the 30% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol)
For 40% butyl acrylate ethanol solution (the 35% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol), continues after keeping the temperature 30min, add
Entering third quality of lot score is 40% butyl acrylate ethanol solution (the 35% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol), control
Temperature processed the reaction was continued at 60 DEG C 90min then uses the N, N- dimethyl-ethylenediamine solution tune pH to 6.7, in 30- of 99.5wt%
20min is reacted in 40 DEG C, is discharged；
(3) vacuum degree is adjusted to -0.02MPa, after vacuum filtration, opens dilute (Gu containing being 51.4%) i.e. using propylene glycol monomethyl ether
For AB block aqueous dispersion.
Embodiment 5
(1) take 1g azodiisobutyronitrile as the acrylic acid of initiator and 30g as raw material, the thio diisopropyl xanthan of 2g part two
Acid esters is uniformly mixed, is placed in closed reaction vessel, prior under condition of ice bath as chain-transferring agent, 80g parts by weight dehydrated alcohol
It stirs evenly, is stirred to react 5h under 70 DEG C of condition of water bath heating, obtain polyacrylic acid ethanol solution；
(2) the total moles ratio of fixed acrylic acid and butyl acrylate is 1:1, and the polypropylene of 26.7wt% is added in three-necked flask
Sour ethanol solution, stirring are warming up to 70 DEG C, and the butyl acrylate ethyl alcohol that first mass fraction is 40% is added after keeping the temperature 10min
Solution (the 30% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol), second batch mass fraction is added after insulation reaction 30min is
40% butyl acrylate ethanol solution (the 40% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol) continues after keeping the temperature 30min, is added
Third quality of lot score is 40% butyl acrylate ethanol solution (the 30% of Zhan Suoxu butyl acrylate volumes of aqueous ethanol), control
Temperature the reaction was continued at 70 DEG C 90min then uses the N, N- dimethyl-ethylenediamine solution tune pH to 7.4, in 30-40 of 99.5wt%
20min is reacted in DEG C, is discharged；
(3) vacuum degree is adjusted to -0.02MPa, after vacuum filtration, opens dilute (Gu containing being 51.2%) i.e. using propylene glycol monomethyl ether
For AB block aqueous dispersion.
Claims (10)
1. a kind of method for preparing AB block aqueous dispersion based on RAFT method, it is characterised in that: with acrylic acid and acrylic acid fourth
Ester is raw material, is polymerized to Process ba- sis with reversible addion-fragmentation chain transfer, and acrylic acid and butyl acrylate is total in reaction process
Molar ratio 1:1；Specific steps are as follows:
Using azodiisobutyronitrile as initiator, isopropyl xanthogen disulfide be chain-transferring agent, acrylic acid is raw material, ethyl alcohol
Polyacrylic acid ethanol solution is prepared for solvent；Then by butyl acrylate ethanol solution be added in polyacrylic acid ethanol solution into
N is added after complete reaction in row next step polymerization reaction, and N- dimethyl ethylene glycol amine adjusts pH, goes finally by vacuum filtration
Except alcohol solvent, dilute, acquisition AB block aqueous dispersion is opened using propylene glycol monomethyl ether.
2. the method according to claim 1 for preparing AB block aqueous dispersion based on RAFT method, it is characterised in that: use
Reversible addion-fragmentation chain transfer is polymerized to the polyacrylic acid that Process ba- sis preparation has chain carrier, further causes third
The polymerization of olefin(e) acid butyl ester.
3. the method according to claim 1 or 2 for preparing AB block aqueous dispersion based on RAFT method, it is characterised in that:
One of chain-transferring agent trithiocarbonate, dithiobenzoic acid -2- itrile group isopropyl ester, dithiodibenzoic acid are several
Kind substitution.
4. the method according to claim 1 or 2 for preparing AB block aqueous dispersion based on RAFT method, it is characterised in that:
The following steps are included:
(1) take 1-2 parts by weight azodiisobutyronitrile, the acrylic acid of 30-40 parts by weight, the thio diisopropyl of 1-2 parts by weight two yellow
Ortho esters, 80-100 parts by weight dehydrated alcohol are uniformly mixed, and are placed in closed reaction vessel, equal prior to stirring under condition of ice bath
It is even, it is stirred to react under condition of water bath heating, obtains polyacrylic acid ethanol solution；
(2) the total moles ratio of fixed acrylic acid and butyl acrylate is 1:1, and a certain amount of polyacrylic acid is added in three-necked flask
Ethanol solution, stirring are warming up to 60-70 DEG C, and it is molten that the butyl acrylate ethyl alcohol that first mass fraction is 40 ± 2% is added in heat preservation
Liquid after insulation reaction, is added the butyl acrylate ethanol solution that second batch mass fraction is 40 ± 2%, continues insulation reaction, add
Enter the butyl acrylate ethanol solution that third quality of lot score is 40 ± 2%, the reaction was continued at 60-70 DEG C for control temperature, wait react
After complete, 20-40min is reacted in 30-40 DEG C with N, N- dimethyl-ethylenediamine solution tune pH to 6.5-7.5, is discharged；
(3) after being filtered by vacuum, dilute, acquisition AB block aqueous dispersion is opened with propylene glycol monomethyl ether.
5. the method according to claim 4 for preparing AB block aqueous dispersion based on RAFT method, it is characterised in that: step
(1) in, the temperature of water-bath is in 60-70 DEG C, and the time being stirred to react is 3-5h.
6. the method according to claim 4 or 5 for preparing AB block aqueous dispersion based on RAFT method, it is characterised in that:
In step (2), stirring is warming up to 60-70 DEG C, keeps the temperature 10-30min；The butyl acrylate second that first mass fraction is 40 ± 2%
The additional amount volume of alcoholic solution account for needed for plus butyl acrylate ethanol solution 30-35%, be added first mass fraction be 40 ±
After 2% butyl acrylate ethanol solution, 30 ± 3min of insulation reaction.
7. the method according to claim 4 or 5 for preparing AB block aqueous dispersion based on RAFT method, it is characterised in that:
In step (2), the additional amount volume that the butyl acrylate ethanol solution that second batch mass fraction is 40 ± 2% is added accounts for required add
The 35-45% of butyl acrylate ethanol solution.
8. the method according to claim 7 for preparing AB block aqueous dispersion based on RAFT method, it is characterised in that: be added
After the butyl acrylate ethanol solution that second batch mass fraction is 40 ± 2%, 30 ± 3min of insulation reaction.
9. the method according to claim 4 or 5 for preparing AB block aqueous dispersion based on RAFT method, it is characterised in that:
In step (2), the additional amount volume that the butyl acrylate ethanol solution that third quality of lot score is 40 ± 2% is added accounts for required add
The 20-35% of butyl acrylate ethanol solution.
10. the method according to claim 9 for preparing AB block aqueous dispersion based on RAFT method, it is characterised in that: step
Suddenly in (2), be added third quality of lot score be 40 ± 2% butyl acrylate ethanol solution after, control temperature 60-70 DEG C after
Continuous reaction 90-120min.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111019071A (en) * | 2019-11-22 | 2020-04-17 | 济宁明升新材料有限公司 | Block-type dispersant based on RAFT polymerization and preparation method thereof |
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| CN111019071B (en) * | 2019-11-22 | 2023-01-24 | 济宁明升新材料有限公司 | Block-type dispersant based on RAFT polymerization and preparation method thereof |
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