CN106893047A - The method that solid polycarboxylic acid water reducing agent is prepared using organic oxidation reduction system - Google Patents
The method that solid polycarboxylic acid water reducing agent is prepared using organic oxidation reduction system Download PDFInfo
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- CN106893047A CN106893047A CN201710068140.6A CN201710068140A CN106893047A CN 106893047 A CN106893047 A CN 106893047A CN 201710068140 A CN201710068140 A CN 201710068140A CN 106893047 A CN106893047 A CN 106893047A
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- reducing 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
- 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
- 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
- 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
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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
- C08F4/00—Polymerisation catalysts
- C08F4/40—Redox systems
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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
- C04B2103/0045—Polymers chosen for their physico-chemical characteristics
- C04B2103/0059—Graft (co-)polymers
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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)
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Abstract
The invention provides a kind of method that utilization organic oxidation reduction system prepares solid polycarboxylic acid water reducing agent, belong to concrete admixture field.The utilization organic oxidation reduction system prepares the method Bao Kuo ︰ steps 1 of solid polycarboxylic acid water reducing agent：At a certain temperature, to a certain amount of prenol polyglycol ether and polyethylene glycol is added in reaction vessel, stirring melts it；Step 2：To organic oxidizing agent and chain-transferring agent is sequentially added in the liquid of step 1, stir；Step 3：To the mixture of liquid dropwise addition acrylic acid and organic reducing agent in step 2, completion of dropping, isothermal reaction is for a period of time；Step 4：Add sodium hydroxide powder to adjust the pH to 57 of product, while hot pour out product, be cooled to room temperature, by product grind into powder, obtain final product solid polycarboxylic acid water reducing agent.Reaction time of the invention is short, and reaction temperature is low, and polycarboxylate water-reducer of the effective content 93 97%, simple production process, high conversion rate can be obtained.
Description
Technical field
The present invention relates to concrete admixture field, and in particular to one kind prepares solid and gathers using organic oxidation reduction system
The method of carboxylic acid water reducer.
Background technology
The synthesis of traditional polycarboxylate water-reducer is to be formed by radical polymerization in aqueous, and mother liquor product solid content exists
40% or so, this causes very big Cost Problems to long-distance transportation, need to be produced liquid water reducer before in dry powder and mortar
Product carry out spray drying rear and can be used, but drying process with atomizing process high energy consumption, and diminishing agent molecule is effective in pyroprocess
Constituent reduction, in actual applications performance do not reach the water-reducing rate of liquid polycarboxylate water-reducer.
The report of polycarboxylate water-reducer is also related in the prior art：
Patent CN106188422A reports a kind of preparation side in organic solvent system synthesis of solid polycarboxylate water-reducer
Method, comprises the following steps：Add unsaturated alcohol polyethers, toluene；TGA and azo-bis-isobutyl cyanide are added, in mechanical agitation
Under the conditions of carry out free radicals copolymerization reaction, reaction is evaporated under reduced pressure toluene after terminating, and through mechanical crushing, obtains final product target product.This is special
The high costs such as a large amount of benzene, toluene are used in profit and has had certain toxic organic solvent, the later stage has also needed to separate solvent, and technique is numerous
It is trivial.In addition, only having used organic oxidizing agent not arrange in pairs or groups organic reducing agent in the patent, reaction time is long, and reaction temperature is high.
Patent CN102372458A reports a kind of solid polycarboxylic acid water reducing agent, the water reducer be by unsaturated acids and other
Unsaturated monomer carries out copolymerization in organic solvent, is then prepared after separated precipitation and low temperature drying.Make in the patent
With a large amount of organic solvent high costs and there is certain toxicity, the later stage also needs to precipitation and separation and low temperature drying, and technique is cumbersome, energy
Consumption is high.In addition, only having used organic oxidizing agent not arrange in pairs or groups organic reducing agent in the patent, reaction time is long.Patent
CN102372828A discloses a kind of method of synthesis of solid polycarboxylate water-reducer, and its technical scheme is：Using containing unsaturation
The monomer of group reacts in organic solvent, adds alkaline matter to neutralize and prepared by centrifuging treatment poly- after the completion of reaction
Carboxylic acid water reducer, then obtained polycarboxylate water-reducer is obtained into solid polycarboxylic acid water reducing agent by dried process.In the patent
A large amount of organic solvents are also using, there is certain toxicity, it is cumbersome that the later stage also needs to precipitation and separation technique, high energy consumption.
Patent CN105418856A discloses the preparation method that a kind of normal temperature temperature range wide synthesizes polycarboxylate water-reducer, and step is such as
Under：1) polyether macromonomer and water are mixed into obtain reactant solution；2) temperature of reactant solution is determined, according to reactant solution
Temperature chooses Oxidizing and Reducing Agents；3) toward oxidizing agent solution is put into reactant solution, comonomer and reduction is then added dropwise
Agent, according to the temperature of reaction system, it is 2-12, the time for adding of comonomer to keep the pH value of reaction system using acid or alkali
0.5-1.5h, the time for adding 0.5-2h of reducing agent, continue to react 0.5-1h after dripping, that is, obtain polycarboxylate water-reducer.Should
The product quality that invention causes according to temperature rise in varying environment temperature change and course of reaction fluctuates, and chooses different oxidants,
Different according to different temperatures regulation system pH value, classification situation is cumbersome.
The content of the invention
It is a large amount of complicated using organic solvent, reaction time long, high energy consumption, preparation technology present in prior art to solve
The problems such as, the present invention provides a kind of method that utilization organic oxidation reduction system prepares solid polycarboxylic acid water reducing agent.
In order to solve the above technical problems, present invention offer technical scheme is as follows：
A kind of method that utilization organic oxidation reduction system prepares solid polycarboxylic acid water reducing agent, Bao includes Bu Zhou ︰ under Yi
Step 1：At a certain temperature, to adding a certain amount of prenol polyglycol ether and poly- second two in reaction vessel
Alcohol, stirring melts it；
Step 2：To organic oxidizing agent and chain-transferring agent is sequentially added in the liquid of step 1, stir；
Step 3：The mixture of acrylic acid and organic reducing agent, completion of dropping, isothermal reaction one are added dropwise to liquid in step 2
The section time；
Step 4：Add sodium hydroxide powder to adjust the pH to 5-7 of product, while hot pour out product, be cooled to room temperature, will
Product grind into powder, obtains final product solid polycarboxylic acid water reducing agent.
Further, the prenol polyglycol ether, polyethylene glycol, organic oxidizing agent, chain-transferring agent, acrylic acid,
The mass ratio 1 of organic reducing agent and NaOH：0.028-0.055：0.0084-0.0167：0.0028-0.0056：0.1-
0.117：0.0028-0.0056：0.013-0.02.
Further, in the step 1, temperature is 50-70 DEG C；
Described prenol polyglycol ether polymeric monomer molecular weight is 2400-3000；
In the step 1, polyethylene glycol is one or more in molecular weight 200,400,600 and 800.
Further, in the step 2, organic oxidizing agent is benzoyl peroxide；Chain-transferring agent be TGA and/or
Mercaptopropionic acid.
Further, in the step 3, acrylic acid purity is not less than 98%；
Organic reducing agent is in methylphenylamine, N-ethylaniline, DMA and N, N- diethylaniline
One or more；
The time that the mixture of acrylic acid and organic reducing agent is added dropwise is 1.5-2 hours；The isothermal reaction time is that 0.5-1 is small
When.
Further, in the step 4, sodium hydroxide powder is obtained by NaOH piece alkali, and purity is pure for chemistry.
The invention provides a kind of utilization organic oxidation reduction system prepare solid polycarboxylic acid water reducing agent method have with
Lower beneficial effect：
1) preparation process is simple of the present invention, reaction temperature be low, the reaction time is short；
2) present invention can be obtained polycarboxylate water-reducer of the effective content in 93-97%, high conversion rate；
3) present invention meets the production requirement of environmental protection without " three wastes " discharge；
4) function of slump protection of solid polycarboxylic acid water reducing agent prepared by the present invention is good, properties of product stabilization；
5) product purity is high, convenient transportation, greatlys save cost of transportation, can extensive use in concrete.
Specific embodiment
To make the technical problem to be solved in the present invention, technical scheme and advantage clearer, below in conjunction with specific implementation
Example is described in detail.
Such scheme is described further below in conjunction with specific embodiment.It should be understood that these embodiments are for illustrating
The present invention and be not limited to limit the scope of the present invention.The implementation condition used in embodiment can be done according to the condition of specific producer
Further adjustment, unreceipted implementation condition is usually the condition in normal experiment.
Material used, reagent etc., commercially obtain in following embodiments.
The present invention provides one kind and prepares solid polycarboxylic acid water reducing agent and preparation method thereof using organic oxidation reduction system, has
Body material consumption and experimentation are referring to following embodiments.
Embodiment 1：
Step 1：At a temperature of 50 DEG C, the He of 360g prenols polyglycol ether 2400 is added in reaction vessel
10.08g polyethylene glycol 200s, stirring melts it；
Step 2：To 3.02g benzoyl peroxides, 1g TGAs is sequentially added in the liquid of step 1, it is well mixed；
Step 3：The mixture of 36g acrylic acid and 1gN- methylanilines is added dropwise to liquid in step 2, time for adding is 1.5
Hour；Completion of dropping, isothermal reaction 0.5 hour；
Step 4：Add between the pH to 5 of 4.68g sodium hydroxide powders regulation product, while hot pour out product, be cooled to
Room temperature, by product grind into powder, obtains the solid polycarboxylic acid water reducing agent of effective content 96.4%.
Embodiment 2：
Step 1：At a temperature of 60 DEG C, the He of 360g prenols polyglycol ether 3000 is added in reaction vessel
19.8g Macrogol 600s, stirring melts it；
Step 2：To 6.01g benzoyl peroxides are sequentially added in the liquid of step 1,2g mercaptopropionic acids are well mixed；
Step 3：42.12g acrylic acid and 2gN, the mixture of accelerine, during dropwise addition is added dropwise to liquid in step 2
Between be 2 hours；Completion of dropping, isothermal reaction 1 hour；
Step 4：Add between the pH to 6 of 7.2g sodium hydroxide powders regulation product, while hot pour out product, be cooled to room
Temperature, by product grind into powder, obtains the solid polycarboxylic acid water reducing agent of effective content 93.2%.
Embodiment 3:
Step 1：At a temperature of 70 DEG C, the He of 360g prenols polyglycol ether 2700 is added in reaction vessel
12.02g PEG400s, stirring melts it；
Step 2：To sequentially adding 5.01g benzoyl peroxides, 1g mercaptopropionic acids, 0.5g sulfydryl second in the liquid of step 1
Acid, is well mixed；
Step 3：The mixture of 40.2g acrylic acid and 1.8gN- MEAs is added dropwise to liquid in step 2, time for adding is
1.5 hours；Completion of dropping, isothermal reaction 1 hour；
Step 4：Add between the pH to 7 of 6g sodium hydroxide powders regulation product, while hot pour out product, be cooled to room
Temperature, by product grind into powder, obtains the solid polycarboxylic acid water reducing agent of effective content 95.2%.
Embodiment 4：
Step 1：At a temperature of 65 DEG C, the He of 360g prenols polyglycol ether 2500 is added in reaction vessel
16.02g polyethylene glycol-800s, stirring melts it；
Step 2：To sequentially adding 4.2g benzoyl peroxides, 0.8g mercaptopropionic acids, 1g sulfydryl second in the liquid of step 1
Acid, is well mixed；
Step 3：The mixture of 41g acrylic acid and 1.5gN, N- diethylaniline, time for adding are added dropwise to liquid in step 2
It is 2 hours；Completion of dropping, isothermal reaction 0.5 hour；
Step 4：Add between the pH to 6 of 5g sodium hydroxide powders regulation product, while hot pour out product, be cooled to room
Temperature, by product grind into powder, obtains the solid polycarboxylic acid water reducing agent of effective content 94.5%.
Embodiment 5：
Step 1：At a temperature of 55 DEG C, the He of 360g prenols polyglycol ether 2500 is added in reaction vessel
16.02g polyethylene glycol-800s, stirring melts it；
Step 2：To sequentially adding 4.2g benzoyl peroxides, 0.8g mercaptopropionic acids, 1g sulfydryl second in the liquid of step 1
Acid, is well mixed；
Step 3：The mixture of 41g acrylic acid and 1.5gN, N- diethylaniline, time for adding are added dropwise to liquid in step 2
It is 1.5 hours；Completion of dropping, isothermal reaction 0.5 hour；
Step 4：Add between the pH to 7 of 5g sodium hydroxide powders regulation product, while hot pour out product, be cooled to room
Temperature, by product grind into powder, obtains the solid polycarboxylic acid water reducing agent of effective content 94.5%.
Embodiment 6：
Step 1：At a temperature of 60 DEG C, 360g prenols polyglycol ether 2500,6g is added to gather in reaction vessel
Ethylene glycol 400 and 6g Macrogol 600s, stirring melt it；
Step 2：To 4g benzoyl peroxides are sequentially added in the liquid of step 1,1.35g TGAs are well mixed；
Step 3：38g acrylic acid, 1gN, N- diethylanilines and 0.5gN, accelerine is added dropwise to liquid in step 2
Mixture, time for adding be 2 hours；Completion of dropping, isothermal reaction 0.5 hour；
Step 4：Add between the pH to 6 of 6.2g sodium hydroxide powders regulation product, while hot pour out product, be cooled to room
Temperature, by product grind into powder, obtains the solid polycarboxylic acid water reducing agent of effective content 95.5%.
Compared with two kinds of commercially available water reducers, 6 total solids high-performance polycarboxylic acids water reducing agents point of embodiment synthesis to more than
Tests below is not carried out.Experiment is according to GB50119-2003《Technical code for application of admixture in concrete》Appendix A concrete is additional
Agent tests paste flowing degree to the adaptive detection method of cement.Using GB8077/T-2000《Concrete admixture homogeneity is tried
Proved recipe method》The middle method test Mortar'S Flowability for determining cement mortar workability.According to GB8076-2008《Concrete admixture》
And GB/T50080-2002《Standard for test methods of properties of ordinary concrete mixture standard》The method of testing of middle concrete slump is surveyed
The examination slump and loss in 1 hour.When test paste flowing degree, Mortar'S Flowability and concrete slump, polycarboxylate water-reducer
The solid volume of folding is respectively 0.2%, 0.15% and 0.2%.It is as a comparison sample from existing commercially available polycarboxylic acids product.Wherein,
Commercially available 1 is QS-8020 (Shanghai Qi Shuo Industrial Co., Ltd.s), and commercially available 2 is PC-100 (West Beijing Chinese mugwort Science and Technology Ltd.).Experiment
The results are shown in Table 1.
Table l polycarboxylate water-reducer performance test results
Be can be seen that compared with commercially available polycarboxylate water-reducer from table l, polycarboxylate water-reducer diminishing energy prepared by the present invention
Power, slump holding capacity and compression strength are far superior to 2 kinds of commercially available water reducers, it was demonstrated that the poly- carboxylic of solid prepared by the present invention
Sour water reducer has excellent water reducing ability, slump holding capacity and compression strength.
The present invention prepares method process is simple, the reaction temperature of solid polycarboxylic acid water reducing agent using organic oxidation reduction system
The low, reaction time is short；Polycarboxylate water-reducer of the effective content in 93-97%, high conversion rate is obtained；The solid polycarboxylic acids of preparation subtracts
The function of slump protection of aqua is good, properties of product stabilization；Solid product convenient transportation, greatlys save cost of transportation, can in concrete
Extensive use.
The experiment lifted only is preferably example of the invention, the protection domain being not intended to limit the present invention.Should refer to
Go out, for those skilled in the art, on the premise of principle of the present invention is not departed from, can also make
Some improvements and modifications, these improvements and modifications also should be regarded as protection scope of the present invention.
Claims (10)
1. a kind of method that utilization organic oxidation reduction system prepares solid polycarboxylic acid water reducing agent, it is characterised in that including following
Bu Zhou ︰
Step 1：At a certain temperature, to adding a certain amount of prenol polyglycol ether and polyethylene glycol in reaction vessel,
Stirring melts it；
Step 2：To organic oxidizing agent and chain-transferring agent is sequentially added in the liquid of step 1, stir；
Step 3：It is added dropwise the mixture of acrylic acid and organic reducing agent to liquid in step 2, completion of dropping, during one section of isothermal reaction
Between；
Step 4：Add sodium hydroxide powder to adjust the pH to 5-7 of product, while hot pour out product, room temperature is cooled to, by product
Grind into powder, obtains final product solid polycarboxylic acid water reducing agent.
2. the method that utilization organic oxidation reduction system according to claim 1 prepares solid polycarboxylic acid water reducing agent, it is special
Levy and be, the prenol polyglycol ether, polyethylene glycol, organic oxidizing agent, chain-transferring agent, acrylic acid, organic reducing agent
With the mass ratio 1 of NaOH：0.028-0.055：0.0084-0.0167：0.0028-0.0056：0.1-0.117：0.0028-
0.0056：0.013-0.02.
3. the method that utilization organic oxidation reduction system according to claim 1 prepares solid polycarboxylic acid water reducing agent, it is special
Levy and be, in the step 1, temperature is 50-70 DEG C.
4. the method that utilization organic oxidation reduction system according to claim 3 prepares solid polycarboxylic acid water reducing agent, it is special
Levy and be, in the step 1, described prenol polyglycol ether polymeric monomer molecular weight is 2400-3000.
5. the method that utilization organic oxidation reduction system according to claim 1 prepares solid polycarboxylic acid water reducing agent, it is special
Levy and be, in the step 1, polyethylene glycol is one or more in molecular weight 200,400,600 and 800.
6. the method that utilization organic oxidation reduction system according to claim 1 prepares solid polycarboxylic acid water reducing agent, it is special
Levy and be, in the step 2, organic oxidizing agent is benzoyl peroxide；Chain-transferring agent is TGA and/or mercaptopropionic acid.
7. the method that utilization organic oxidation reduction system according to claim 6 prepares solid polycarboxylic acid water reducing agent, it is special
Levy and be, in the step 3, acrylic acid purity is not less than 98%.
8. the method that utilization organic oxidation reduction system according to claim 1 prepares solid polycarboxylic acid water reducing agent, it is special
Levy and be, in the step 3, organic reducing agent is methylphenylamine, N-ethylaniline, DMA and N, N- diethyl
One or more in base aniline.
9. the method that utilization organic oxidation reduction system according to claim 1 prepares solid polycarboxylic acid water reducing agent, it is special
Levy and be, in the step 3, the time that the mixture of acrylic acid and organic reducing agent is added dropwise is 1.5-2 hours；During isothermal reaction
Between be 0.5-1 hours.
10. the method that utilization organic oxidation reduction system according to claim 1 prepares solid polycarboxylic acid water reducing agent, it is special
Levy and be, in the step 4, sodium hydroxide powder is obtained by NaOH piece alkali, purity is pure for chemistry.
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Application publication date: 20170627 |