CN108101404A - A kind of preparation method of sustained-release polycarboxylic water reducer - Google Patents
A kind of preparation method of sustained-release polycarboxylic water reducer Download PDFInfo
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- CN108101404A CN108101404A CN201711468760.5A CN201711468760A CN108101404A CN 108101404 A CN108101404 A CN 108101404A CN 201711468760 A CN201711468760 A CN 201711468760A CN 108101404 A CN108101404 A CN 108101404A
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- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/26—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/2605—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing polyether side chains
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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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
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- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
- C04B2103/30—Water reducers, plasticisers, air-entrainers, flow improvers
- C04B2103/302—Water reducers
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention discloses a kind of preparation methods of sustained-release polycarboxylic water reducer.The present invention introduces the phenyl ring, amido and amide group of rigid structure using amidated method, simultaneously containing carboxyl, ester group, the polycarboxylate water-reducer finally synthesized has excellent diminishing dispersion effect and protects effect of collapsing, and very strong adaptability is shown to the cementitious material of different cultivars；Using microwave heating method, firing rate is fast, easy to operate, and automation control precision is high, cleanliness without any pollution；The polycarboxylate water-reducer synthesized using bulk polymerization, the organic solvent without pollution environment, molecular structure controllability is strong, environment friendly and pollution-free.
Description
Technical field
The invention belongs to build additive technical field, and in particular to a kind of preparation side of sustained-release polycarboxylic water reducer
Method.
Background technology
Poly- carboxylic based water reducer is high-performance water reducing agent, is referred to as third generation water-reducing agent, good with dispersion performance, water-reducing rate
Height, slump holding capacity is strong, it is environmentally protective the advantages that by academia, the extensive concern of industrial circle people, and in railway, public affairs
Road, bridge, tunnel, water power, harbour, airport, harbour, civilian etc. are great, are widely used in key project, have played weight
It acts on.
With application of the polycarboxylate water-reducer in engineering, there are some shortcomings, such as slump retaining deficiency under hot environment；
The problem of temperature sensitivity is strong, and polycarboxylate water-reducer of the same race is constructed in Various Seasonal, and concrete slump retaining differs greatly.
For ready-mixed concrete industry, when concrete mix must transport for a long time, it should keep as much as possible
Initial slump is horizontal.The more commonly used excessive method of solution concrete slump loss is that water-reducing agent is compound with retarder
It uses, by retarder to the retarding action of hydrated cementitious, the hydration rate of cement can be slowed down, retain more moisture lubrications
Solid particle；Or polycarboxylate water-reducer of the exploitation with function of slump protection, by being sustained hydrolysis hydrophilic radical, it is new to reach reduction
Mix the purpose of cement slurry and concrete flowability loss.In order to prepare water-reducing agent efficient, that there is long-time to protect effect of collapsing,
Many researchers have done substantial amounts of research and exploration, but for differently material, collapse protective poly-carboxylic acid water reducing agent is also deposited
The adaptability the problem of, therefore, collapse protective poly-carboxylic acid water reducing agent of the exploitation with excellent function of slump protection is just with highly important
Meaning.
The content of the invention
It is an object of the invention to overcome prior art defect, a kind of preparation side of sustained-release polycarboxylic water reducer is provided
Method.
Technical scheme is as follows：
A kind of preparation method of sustained-release polycarboxylic water reducer, includes the following steps：
(1) diethyl toluene diamine, unsaturated acids, polymerization inhibitor and the first catalyst are mixed, leads to nitrogen protection, use is micro-
Wave heating mode is warming up to 90~130 DEG C, 4~8h of insulation reaction, and the method for logical nitrogen takes the water of reaction generation out of, and reaction terminates
After cool to room temperature to get acylate；Wherein diethyl toluene diamine and unsaturated acids molar ratio are 1: 2~8, polymerization inhibitor
Dosage for the total amount of unsaturated acids 0.2~5wt%, the dosage of the first catalyst for the total amount of unsaturated acids 0.2~
5wt%, above-mentioned first catalyst are at least two in solid phosphoric acid, ferric sulfate and antimony oxide；
(2) polyether monomer is placed in reaction kettle, is warming up to 50~80 DEG C using microwave heating, reaches molten
State adds in the second catalyst and stirs 8~12min, then disposably adds in unsaturated acids and appropriate liquid caustic soda, second catalyst
For phthalic acid dibutyl tin and/or four aziridines, above-mentioned polyether monomer is allyl polyethenoxy ether, methacrylic
At least one of polyoxyethylene ether and isopentene group polyoxyethylene ether；Wherein the molar ratio of polyether monomer and unsaturated acids is 1:
0.2~2, the second catalyst for polyether monomer total amount 0.1~4wt%, liquid caustic soda for polyether monomer total amount 0.2~
2wt%；
(3) mixture of the acylate into the material obtained by step (2) obtained by a dropping step (1) and initiator, together
When the mixture of unsaturated acids, beta-unsaturated esters and chain-transferring agent is added dropwise, time for adding is 0.5~2h, after being added dropwise, Ran Houyi
Secondary property adds initiator, keeps the temperature 0.8~1.2h；Wherein polyether monomer, unsaturated acids, beta-unsaturated esters, acylate, initiator and
Even the molar ratio of transfer agent is 1: 1.5~6: 0.2~2: 0.2~2: 0.02~0.2: 0.02~0.2；
(4) keep the temperature after, after cooling to room temperature, add in liquid caustic soda, adjust pH to 5~7, using condensation microtome,
Up to the sustained-release polycarboxylic water reducer；
Above-mentioned unsaturated acids is acrylic acid and/or methacrylic acid, and above-mentioned beta-unsaturated esters are hydroxy-ethyl acrylate and/or third
Olefin(e) acid hydroxypropyl acrylate.
In a preferred embodiment of the invention, the polymerization inhibitor be 4- hydroxy piperidine alcohol oxygen radicals and/or 2,
4- dimethyl -6- tert-butyl phenols.
In a preferred embodiment of the invention, the initiator is peroxidating two (2,4- dichloro-benzoyl), mistake
Aoxidize at least one of two decoyls and peroxidating (3,5,5- tri-methyl hexanoic acid).
In a preferred embodiment of the invention, the chain-transferring agent for the n- lauryl mercaptan ester of acetic acid and/or
Isopropanol.
The beneficial effects of the invention are as follows：
1st, the present invention introduces the phenyl ring, amido and amide group of rigid structure using amidated method, contains simultaneously
Carboxyl, ester group, the polycarboxylate water-reducer finally synthesized have excellent diminishing dispersion effect and protect effect of collapsing, and to different product
The cementitious material of kind shows very strong adaptability；
2nd, for the present invention using microwave heating method, firing rate is fast, easy to operate, and automation control precision is high, cleans nothing
Pollution；
3rd, the present invention is using the polycarboxylate water-reducer of bulk polymerization synthesis, the organic solvent without pollution environment, point
Minor structure controllability is strong, environment friendly and pollution-free.
Specific embodiment
Technical scheme is further detailed and described below by way of specific embodiment.
Embodiment 1
(1) by 178g diethyl toluene diamines, 216 acrylic acid, 4.5g2,4- dimethyl -6- tert-butyl phenols are added to instead
It answers in kettle, under nitrogen protection, microwave is warming up to 70 DEG C, adds in 2.0g solid phosphoric acids and 1.5g ferric sulfate, is warming up to 115 DEG C,
During which insulation reaction 3h removes water with logical method of the nitrogen with water, is down to room temperature after reaction, obtains acylate；
(2) 200g isopentene group polyoxyethylene ether is added in reaction kettle, microwave heating adds in 1.4g neighbour's benzene to 60 DEG C
It is disposable to add in 3g acrylic acid and 0.7g liquid caustic soda after dioctyl phthalate dibutyl tin stirs 8~12min；
(3) the 6g acylates into the material obtained by step (2) obtained by a dropping step (1) and 2g peroxidating two (2,4-
Dichloro-benzoyl) mixture, while 4g hydroxy-ethyl acrylates, 16g acrylic acid and the n- lauryl mercaptan of 1.5g acetic acid is added dropwise
The mixture of ester, time for adding 1h after being added dropwise, disposably add a small amount of 0.2g peroxidating two (2,4- dichloro-benzenes first
Acyl), keep the temperature 0.8h；
(4) after keeping the temperature, 4g liquid caustic soda is added in, using condensation microtome to get the sustained-release polycarboxylic diminishing
Agent.
Embodiment 2
(1) 178 diethyl toluene diamines, 344g methacrylic acids, 5g4- hydroxy piperidine alcohol oxygen radicals are added to instead
It answers in kettle, under nitrogen protection, microwave is warming up to 70 DEG C, adds in 3.0g solid phosphoric acids and 0.9 ferric sulfate, is warming up to 120 DEG C, protects
During which temperature reaction 3h removes water with logical method of the nitrogen with water, is down to room temperature after reaction, obtains acylate；
(2) 200g methyl allyl polyoxyethylene ethers are added in reaction kettle, microwave heating adds in 3g neighbour's benzene to 60 DEG C
It is disposable to add in 5g acrylic acid and 1.3g liquid caustic soda after dioctyl phthalate dibutyl tin stirs 8~12min；
(3) the 6g acylates into the material obtained by step (2) obtained by a dropping step (1) and 1.17g peroxidating two are pungent
The mixture of acyl, while the mixing of 3g hydroxy-ethyl acrylates, 18g acrylic acid and the n- lauryl mercaptan ester of 2.0g acetic acid is added dropwise
Object, time for adding 2h after being added dropwise, disposably add 0.2g dioctanoyl peroxides, keep the temperature 1h；
(4) after keeping the temperature, 4g liquid caustic soda is added in, using condensation microtome to get the sustained-release polycarboxylic diminishing
Agent.
Embodiment 3
(1) by 178g diethyl toluene diamines, 258g methacrylic acids, 108g acrylic acid, 3.5g4- hydroxy piperidine alcohol oxygen
Free radical and 1.5g2,4- dimethyl -6- tert-butyl phenols are added in reaction kettle, and under nitrogen protection, microwave is warming up to 70
DEG C, 3.0g solid phosphoric acids and 0.5g antimony oxides are added in, is warming up to 120 DEG C, insulation reaction 3h, during which with logical nitrogen with water
Method removes water, is down to room temperature after reaction, obtains acylate；
(2) 200g methyl allyl polyoxyethylene ethers are added in reaction kettle, microwave heating adds in 2.5g tetra- to 60 DEG C
It is disposable to add in 4g acrylic acid and 1.1g liquid caustic soda after aziridine stirs 8~12min；
(3) the 10g acylates into the material obtained by step (2) obtained by a dropping step (1) and 1.5g peroxidating (3,5,
5- tri-methyl hexanoic acids) and 1.1g dioctanoyl peroxides mixture, while 1g hydroxy-ethyl acrylates, 2g acrylic acid hydroxypropyls is added dropwise
The mixture of ester, 10g acrylic acid and 0.9g isopropanols, time for adding 1.5h after being added dropwise, disposably add 0.1g peroxides
Change (3,5,5- tri-methyl hexanoic acid), 0.1g dioctanoyl peroxides, keep the temperature 1.2h；
(4) after keeping the temperature, 4g liquid caustic soda is added in, using condensation microtome to get the sustained-release polycarboxylic diminishing
Agent.
Embodiment 4
(1) by 178 diethyl toluene diamines, 360 acrylic acid, 2.5g4- hydroxy piperidine alcohol oxygen radicals and 2.5g2,4- bis-
Methyl-6-tert-butylphenol is added in reaction kettle, and under nitrogen protection, microwave is warming up to 70 DEG C, adds in 2.0g solid phosphoric acids
With 1.0g antimony oxides, 120 DEG C, insulation reaction 3h are warming up to, during which removes water with logical method of the nitrogen with water, reaction terminates
After be down to room temperature, obtain acylate；
(2) 100g allyl polyethenoxy ethers and 100g methyl allyl polyoxyethylene ethers are added in reaction kettle, it is micro-
Wave heating is added in 60 DEG C after 3g tetra- aziridines stir 8~12min, it is disposable add in 4g methacrylic acids, 2g acrylic acid and
1.8g liquid caustic soda；
(3) the 6g acylates into the material obtained by step (2) obtained by a dropping step (1) and 2.5g peroxidating (3,5,
5- tri-methyl hexanoic acids) mixture, while the mixture of 2g hydroxy-ethyl acrylates, 18g acrylic acid and 1.1g isopropanols is added dropwise, drips
It is 1h between added-time, after being added dropwise, disposably adds 0.2g peroxidating (3,5,5- tri-methyl hexanoic acid), keep the temperature 1.2h；
(4) after keeping the temperature, 4g liquid caustic soda is added in, using condensation microtome to get the sustained-release polycarboxylic diminishing
Agent.
Embodiment 5
Using P.O42.5 Portland cements, according to GB/T 8077-2012《Concrete admixture homogeneity experiment side
Method》It carries out, water-reducing agent volume is the solid volume of folding, is compared using commercially available common sustained-release polycarboxylic water reducer PC-I, specifically
Test situation is as shown in 1~table of table 2：
1 concrete raw material situation of table and match ratio
2 concrete test result of table
Remarks：Additive usage is dosage when concrete mixing amount is 15L.
As can be seen from Table 2：The sustained-release polycarboxylic water reducer of synthesis of the embodiment of the present invention, under the solid volume of same folding, just
Beginning fluidity is bigger than PC-1, and through when to protect plasticity ratio PC-1 good, there is low-dosage, high diminishing, height protects the excellent properties to collapse, general
Logical polycarboxylate water-reducer performance substantially differs larger.
Experimental Comparison is carried out using other different cementitious materials, experimental result is as shown in table 3~4：
3 concrete raw material situation of table and match ratio
4 concrete test result of table
Remarks：Additive usage is dosage when concrete mixing amount is 15L.
Comprehensive result of the test twice shows：It is tested using different cementitious materials, different match ratios, the present invention
Sustained-release polycarboxylic water reducer there is excellent diminishing dispersion effect and protect effect of collapsing, and to the cementitious material of different cultivars
Show very strong adaptability.
Skilled person will appreciate that when component and technical parameter of the invention changes in following ranges, it still is able to
To same as the previously described embodiments or similar technique effect：
A kind of preparation method of sustained-release polycarboxylic water reducer, includes the following steps：
(1) diethyl toluene diamine, unsaturated acids, polymerization inhibitor and the first catalyst are mixed, leads to nitrogen protection, use is micro-
Wave heating mode is warming up to 90~130 DEG C, 4~8h of insulation reaction, and the method for logical nitrogen takes the water of reaction generation out of, and reaction terminates
After cool to room temperature to get acylate；Wherein diethyl toluene diamine and unsaturated acids molar ratio are 1: 2~8, polymerization inhibitor
Dosage for the total amount of unsaturated acids 0.2~5wt%, the dosage of the first catalyst for the total amount of unsaturated acids 0.2~
5wt%, above-mentioned first catalyst are at least two in solid phosphoric acid, ferric sulfate and antimony oxide；
(2) polyether monomer is placed in reaction kettle, is warming up to 50~80 DEG C using microwave heating, reaches molten
State adds in the second catalyst and stirs 8~12min, then disposably adds in unsaturated acids and appropriate liquid caustic soda, second catalyst
For phthalic acid dibutyl tin and/or four aziridines, above-mentioned polyether monomer is allyl polyethenoxy ether, methacrylic
At least one of polyoxyethylene ether and isopentene group polyoxyethylene ether；Wherein the molar ratio of polyether monomer and unsaturated acids is 1:
0.2~2, the second catalyst for polyether monomer total amount 0.1~4wt%, liquid caustic soda for polyether monomer total amount 0.2~
2wt%
(3) mixture of the acylate into the material obtained by step (2) obtained by a dropping step (1) and initiator, together
When the mixture of unsaturated acids, beta-unsaturated esters and chain-transferring agent is added dropwise, time for adding is 0.5~2h, after being added dropwise, Ran Houyi
Secondary property adds initiator, keeps the temperature 0.8~1.2h；Wherein polyether monomer, unsaturated acids, beta-unsaturated esters, acylate, initiator and
Even the molar ratio of transfer agent is 1: 1.5~6: 0.2~2: 0.2~2: 0.02~0.2: 0.02~0.2；
(4) keep the temperature after, after cooling to room temperature, add in liquid caustic soda, adjust pH to 5~7, using condensation microtome,
Up to the sustained-release polycarboxylic water reducer；
Above-mentioned unsaturated acids is acrylic acid and/or methacrylic acid, and above-mentioned beta-unsaturated esters are hydroxy-ethyl acrylate and/or third
Olefin(e) acid hydroxypropyl acrylate.
The polymerization inhibitor is 4- hydroxy piperidine alcohol oxygen radicals and/or 2,4- dimethyl -6- tert-butyl phenols.The initiation
Agent is at least the one of peroxidating two (2,4- dichloro-benzoyl), dioctanoyl peroxide and peroxidating (3,5,5- tri-methyl hexanoic acid)
Kind.The chain-transferring agent is the n- lauryl mercaptan ester of acetic acid and/or isopropanol.
The foregoing is only a preferred embodiment of the present invention, therefore cannot limit the scope that the present invention is implemented according to this, i.e.,
According to the equivalent changes and modifications that the scope of the claims of the present invention and description are made, all should still belong in the range of the present invention covers.
Claims (4)
1. a kind of preparation method of sustained-release polycarboxylic water reducer, it is characterised in that：Include the following steps：
(1) diethyl toluene diamine, unsaturated acids, polymerization inhibitor and the first catalyst are mixed, lead to nitrogen protection, using microwave plus
Hot mode is warming up to 90~130 DEG C, 4~8h of insulation reaction, and the method for logical nitrogen takes the water of reaction generation out of, drops after reaction
Temperature is to room temperature to get acylate；Wherein diethyl toluene diamine and unsaturated acids molar ratio are 1: 2~8, the dosage of polymerization inhibitor
For 0.2~5wt% of the total amount of unsaturated acids, the dosage of the first catalyst is 0.2~5wt% of the total amount of unsaturated acids, on
The first catalyst is stated as at least two in solid phosphoric acid, ferric sulfate and antimony oxide；
(2) polyether monomer is placed in reaction kettle, is warming up to 50~80 DEG C using microwave heating, reaches molten condition, add
Enter the second catalyst and stir 8~12min, then disposably add in unsaturated acids and appropriate liquid caustic soda, adjust pH=4~5, described the
Two catalyst are phthalic acid dibutyl tin and/or four aziridines, and above-mentioned polyether monomer is allyl polyethenoxy ether, first
At least one of base allyl polyethenoxy ether and isopentene group polyoxyethylene ether；Wherein mole of polyether monomer and unsaturated acids
Than for 1: 0.2~2, the second catalyst is 0.1~4wt% of the total amount of polyether monomer, and liquid caustic soda is the 0.2 of the total amount of polyether monomer
~2wt%；
(3) mixture of the acylate into the material obtained by step (2) obtained by a dropping step (1) and initiator, drips simultaneously
Add the mixture of unsaturated acids, beta-unsaturated esters and chain-transferring agent, time for adding is 0.5~2h, after being added dropwise, then disposably
Initiator is added, keeps the temperature 0.8~1.2h；Wherein polyether monomer, unsaturated acids, beta-unsaturated esters, acylate, initiator and company turn
The molar ratio for moving agent is 1: 1.5~6: 0.2~2: 0.2~2: 0.02~0.2: 0.02~0.2；
(4) keep the temperature after, after cooling to room temperature, add in liquid caustic soda, adjust pH to 5~7, using condensation microtome to get
The sustained-release polycarboxylic water reducer；
Above-mentioned unsaturated acids is acrylic acid and/or methacrylic acid, and above-mentioned beta-unsaturated esters are hydroxy-ethyl acrylate and/or acrylic acid
Hydroxypropyl acrylate.
2. preparation method as described in claim 1, it is characterised in that：The polymerization inhibitor is 4- hydroxy piperidine alcohol oxygen radicals
And/or 2,4- dimethyl -6- tert-butyl phenols.
3. preparation method as described in claim 1, it is characterised in that：The initiator is (2, the 4- dichloro-benzenes first of peroxidating two
Acyl), at least one of dioctanoyl peroxide and peroxidating (3,5,5- tri-methyl hexanoic acid).
4. preparation method as described in claim 1, it is characterised in that：The chain-transferring agent is the n- lauryl mercaptan of acetic acid
Ester and/or isopropanol.
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Cited By (1)
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| CN111170671A (en) * | 2018-11-13 | 2020-05-19 | 北京市建筑工程研究院有限责任公司 | Preparation method of slump-retaining solid polycarboxylate superplasticizer |
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| CN111170671A (en) * | 2018-11-13 | 2020-05-19 | 北京市建筑工程研究院有限责任公司 | Preparation method of slump-retaining solid polycarboxylate superplasticizer |
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