CN101830663B - Collapse protective poly-carboxylic acid water reducing agent and preparation method thereof - Google Patents
Collapse protective poly-carboxylic acid water reducing agent and preparation method thereof Download PDFInfo
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- CN101830663B CN101830663B CN2010101857216A CN201010185721A CN101830663B CN 101830663 B CN101830663 B CN 101830663B CN 2010101857216 A CN2010101857216 A CN 2010101857216A CN 201010185721 A CN201010185721 A CN 201010185721A CN 101830663 B CN101830663 B CN 101830663B
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- carboxylic acid
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- water reducing
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 27
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 18
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 17
- 238000002360 preparation method Methods 0.000 claims abstract description 17
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 16
- 230000001681 protective effect Effects 0.000 claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000000178 monomer Substances 0.000 claims description 76
- 229920000151 polyglycol Polymers 0.000 claims description 16
- 239000010695 polyglycol Substances 0.000 claims description 16
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000003999 initiator Substances 0.000 claims description 9
- 239000000243 solution Substances 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 5
- 239000008367 deionised water Substances 0.000 claims description 5
- 229910021641 deionized water Inorganic materials 0.000 claims description 5
- 229910001873 dinitrogen Inorganic materials 0.000 claims description 5
- 239000012467 final product Substances 0.000 claims description 5
- 238000009413 insulation Methods 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- 238000010792 warming Methods 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 4
- 239000004160 Ammonium persulphate Substances 0.000 claims description 3
- 235000019395 ammonium persulphate Nutrition 0.000 claims description 3
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 claims description 2
- 239000004159 Potassium persulphate Substances 0.000 claims description 2
- 238000007599 discharging Methods 0.000 claims description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 claims description 2
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 2
- 235000019394 potassium persulphate Nutrition 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 239000002994 raw material Substances 0.000 abstract description 4
- 238000006116 polymerization reaction Methods 0.000 abstract description 3
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 abstract 2
- 239000002202 Polyethylene glycol Substances 0.000 abstract 2
- 229920001223 polyethylene glycol Polymers 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 230000000977 initiatory effect Effects 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 238000010189 synthetic method Methods 0.000 abstract 1
- 238000005516 engineering process Methods 0.000 description 9
- 239000000203 mixture Substances 0.000 description 6
- 229920005646 polycarboxylate Polymers 0.000 description 6
- 239000002002 slurry Substances 0.000 description 4
- LDHQCZJRKDOVOX-UHFFFAOYSA-N 2-butenoic acid Chemical compound CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 3
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 3
- 239000004568 cement Substances 0.000 description 3
- JPAOMENBKRZQDR-UHFFFAOYSA-N CC=CC.[Na] Chemical compound CC=CC.[Na] JPAOMENBKRZQDR-UHFFFAOYSA-N 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- KUVDPNMLYFCKSI-UHFFFAOYSA-N CC12C3CCC1C2CC3 Chemical compound CC12C3CCC1C2CC3 KUVDPNMLYFCKSI-UHFFFAOYSA-N 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- WSNSMPZJJIYZCV-UHFFFAOYSA-N [Na]C Chemical compound [Na]C WSNSMPZJJIYZCV-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000005008 domestic process Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000010881 fly ash Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- DGVVJWXRCWCCOD-UHFFFAOYSA-N naphthalene;hydrate Chemical compound O.C1=CC=CC2=CC=CC=C21 DGVVJWXRCWCCOD-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
Landscapes
- Curing Cements, Concrete, And Artificial Stone (AREA)
Abstract
The invention discloses a collapse protective poly-carboxylic acid water reducing agent and a preparation method thereof, in particular to a novel poly-carboxylic acid water reducing agent prepared by taking dimethylamino ethyl methacrylate, allyl polyethylene glycol and maleic anhydride as raw materials and a synthetic method thereof. The collapse protective poly-carboxylic acid water reducing agent is prepared by polymerizing 5-60 percent of dimethylamino ethyl methacrylate, 15-60 percent of maleic anhydride and 15-70 percent of allyl polyethylene glycol as the raw materials with a water solution under the action of an initiating agent. The invention also discloses the preparation method of the collapse protective poly-carboxylic acid water reducing agent. The invention has the advantages that: 1. a polymer has high water reducing rate and favorable collapse performance; 2. the preparation process adopts one step method, has easy control reaction conditions, no pollution, short reaction period and simple operation, and carries out the polymerization in the water solution; and 3. the invention has mild reaction conditions and low requirement on the equipment.
Description
Technical field
The present invention is a kind of collapse protective poly-carboxylic acid water reducing agent and preparation method thereof, and being specifically related to a kind of is the novel poly carboxylic acid series water reducer and the compound method thereof of raw material with dimethylaminoethyl acrylate methyl ammonia ethyl ester, allyl polyglycol and maleic anhydride.
Background technology
In recent years, polycarboxylate water-reducer is widely used in concrete industry, and tracing it to its cause mainly is that such water reducer can be given concrete polymolecularity, flowability and high dispersive system stability and prevents slump-loss under low-dosage.Problems such as NAPTHALENE FLAKES. (INDUSTRIAL GRADE price increase simultaneously,, the naphthalene water reducer production cycle is long, environmental pollution is serious, slump-loss is serious become increasingly conspicuous also make the research of polycarboxylate water-reducer and use imperative.
The domestic method of preparation polycarboxylate water-reducer is at present: 1, at first prepare big monomer by (methyl) vinylformic acid and poly glycol monomethyl ether esterification, small molecules polymerizations such as the big monomer that will generate then and (methyl) vinylformic acid, (methyl) sodium allylsulfonate obtain the water reducer of polymolecularity.This method needs first esterification repolymerization, complex process, and along with the rising cost of (methyl) vinylformic acid price improves constantly, and the MWD of raw material and purity all can influence performance of products; 2, directly pass through copolymerization in the aqueous solution or in the solvent by allyl polyglycol and unsaturated carboxylic acid monomer, this method synthetic water reducer water-reducing rate is low, and function of slump protection is poor.
Summary of the invention
The objective of the invention is defective, an object of the present invention is to provide the polycarboxylate water-reducer that a kind of technology is simple, water-reducing rate is high and function of slump protection is good to above technology existence.Another object of the present invention provides the preparation method of above-mentioned polycarboxylate water-reducer.
In order to realize first above-mentioned technical purpose, the technical scheme below the present invention has adopted:
A kind of collapse protective poly-carboxylic acid water reducing agent, this water reducer carry out aqueous solution polymerization by following monomer and form under action of evocating:
1) monomer A: maleic anhydride, its chemical structural formula is following:
Monomer A accounts for 15%~60% of total monomer weight;
2) monomers B: allyl polyglycol, its chemical structural formula is following:
CH
2=CH-CH
2-O-(CH
2CH
2O)
n-H
N is the average addition mole number of oxyalkylene group, and scope is 5~50, and monomers B accounts for the 15%-70% of total monomer weight;
3) monomer C: dimethylaminoethyl acrylate methyl ammonia ethyl ester:
Monomer C accounts for 5%~60% of total monomer weight.
As preferably, above-mentioned monomer A accounts for 20%~40% of total monomer weight, and monomers B accounts for 50%~70% of total monomer weight, and monomer C accounts for 5%~20% of total monomer weight.
As preferably, n is 25~45 in the above-mentioned monomers B.
As preferably, the initiator that uses during above-mentioned reaction is the radical water soluble starter, comprises ammonium persulphate, Potassium Persulphate, and Sodium Persulfate and redox class initiator, the initiator total amount that joins in the reaction mixture accounts for 0.1%~3.5% of monomer total amount.Preferred as again, described initiator is an ammonium persulphate.
In order to realize second above-mentioned technical purpose, the technical scheme below the present invention has adopted:
A kind of preparation method who prepares above-mentioned any described collapse protective poly-carboxylic acid water reducing agent of technical scheme, this method comprises the steps:
1) maleic anhydride, allyl polyglycol are put into reaction flask, add a certain amount of deionized water and make its dissolving;
2) under protection of nitrogen gas, be warming up to 65~100 ℃ while stirring, drip dimethylaminoethyl acrylate methyl ammonia ethyl ester solution and initiator solution, dropwised in 3 hours;
3) dropwised insulation reaction 2~4 hours, cool to 45 ℃, add alkali and regulate pH value to 6~7.5, discharging gets final product.
As preferably, the mass percent concentration of above-mentioned total monomer mixed aqueous solution is 30%~50%.
Invention is owing to adopted above-mentioned technical scheme, and compared with prior art, effect of the present invention is following:
1. the present invention is owing to introduced undersaturated dimethylaminoethyl acrylate methyl ammonia ethyl ester; Thereby changed the activity of reaction monomers maleic anhydride and allyl polyglycol; Improve the ratio of copolymerization, made polymericular weight controlled, and had good water-reducing rate and function of slump protection.
2. preparation technology of the present invention is a single stage method, and reaction conditions is easy to control, and reaction time is short, and is simple to operate, and polymerization in the aqueous solution, pollution-free.
Embodiment
Below in conjunction with embodiment to of the present invention specifically be that embodiment is done more detailed explanation.
Embodiment 1
One, used monomer composition and proportioning are following:
1) monomer A: maleic anhydride (MAD) accounts for total monomer weight 30%;
2) monomers B: allyl polyglycol (APEG), molecular weight is 2400, accounts for total monomer weight 60%;
3) monomer C: dimethylaminoethyl acrylate methyl ammonia ethyl ester accounts for total monomer weight 10%.
Two, preparation technology is following:
1) 30g maleic anhydride and 60g allyl polyglycol are dropped in the reaction flask, add the 65g deionized water and make its dissolving;
2) under protection of nitrogen gas, be warming up to 90 ℃ while stirring, dripping by 40g concentration is that 30% dimethylaminoethyl acrylate methyl ammonia ethyl ester solution and 30g concentration are 5% ammonium persulfate solution, dropwises in 3 hours;
3) dropwised insulation reaction 2.5 hours, cool to 45 ℃, add alkali adjusting pH value to 7.0 and get final product.
Embodiment 2
One, used monomer composition and proportioning are following:
1) monomer A: maleic anhydride (MAD) accounts for total monomer weight 20%;
2) monomers B: allyl polyglycol (APEG), molecular weight is 2400, accounts for total monomer weight 50%;
3) monomer C: dimethylaminoethyl acrylate methyl ammonia ethyl ester accounts for total monomer weight 30%.
Two, preparation technology such as embodiment 1 are said.
Embodiment 3
One, used monomer composition and proportioning are following:
1) monomer A: maleic anhydride (MAD) accounts for total monomer weight 40%;
2) monomers B: allyl polyglycol (APEG), molecular weight is 2400, accounts for total monomer weight 30%;
3) monomer C: dimethylaminoethyl acrylate methyl ammonia ethyl ester accounts for total monomer weight 30%.
Two, preparation technology such as embodiment 1 are said.
Reference examples 1
One, used monomer composition and proportioning are following:
1) monomer A: maleic anhydride (MAD) accounts for total monomer weight 30%;
2) monomers B: allyl polyglycol (APEG), molecular weight is 2400, accounts for total monomer weight 60%;
3) monomer D: methylpropene sodium sulfonate accounts for total monomer weight 10%.
Two, preparation technology is following:
1) 30g maleic anhydride and 60g allyl polyglycol are added in the reaction flask, add a certain amount of 65g deionized water and make its dissolving;
2) under protection of nitrogen gas, be warming up to 90 ℃ while stirring, dripping by 40g concentration is that 30% methylpropene sodium sulfonate solution and 30g concentration are 5% ammonium persulfate solution, dropwises in 3 hours;
3) dropwised insulation reaction 2.5 hours, cool to 45 ℃, add alkali adjusting pH value to 7.0 and get final product.
Reference examples 2
One, used monomer composition and proportioning are following:
1) monomer A: maleic anhydride (MAD) accounts for total monomer weight 33%;
2) monomers B: allyl polyglycol (APEG), molecular weight is 2400, accounts for total monomer weight 67%;
Two, preparation technology is following:
1) 30g maleic anhydride and 60g allyl polyglycol are added in the reaction flask, add a certain amount of 105g deionized water and make its dissolving;
2) under protection of nitrogen gas, be warming up to 90 ℃ while stirring, dropping 30g concentration is 5% ammonium persulfate solution, dropwises in 3 hours;
3) dropwised insulation reaction 2.5 hours, cool to 45 ℃, add alkali adjusting pH value to 7.0 and get final product.
Embodiment
(1) clean slurry test
Clean slurry degree of mobilization test (GB/T8077-2000): adopt reference cement, according to the clean slurry degree of mobilization of GB8077-87 test cement, the result sees table 1.
The clean slurry of table 1 slump test
Can know from table 1; Compare and do not adopt the reference examples 1 and reference examples 2 of dimethylaminoethyl acrylate methyl ammonia ethyl ester as reaction monomers; And the polycarboxylate water-reducer of embodiments of the invention 1 preparation had both had good dispersiveness and had kept performance under the volume identical with reference examples.
(2) concrete test
The test concrete mix is C: F: S: G is big: G is little=and 270: 80: 768: (C: cement, F: flyash, S: sand, G is big: big stone G is little: handstone), test-results was seen table 2 in 680: 460.Test-results shows: with in time the prolongation under low-dosage of the concrete of the embodiment of the invention 1 configuration, the slump increases.Reference examples 1,2 by contrast, and slump-loss is very big under identical volume, equivalent environment.
Table 2 concrete slump through the time change (28 ℃ of test temperatures)
Claims (6)
1. collapse protective poly-carboxylic acid water reducing agent is characterized in that this water reducer carries out aqueous solution polymerization by following monomer and forms under action of evocating:
1) monomer A: maleic anhydride, its chemical structural formula is following:
Monomer A accounts for 15%~60% of total monomer weight;
2) monomers B: allyl polyglycol, its chemical structural formula is following:
CH
2=CH-CH
2-O-(CH
2CH
2O)
n-H
N is the average addition mole number of oxyalkylene group, and scope is 5~50, and monomers B accounts for the 15%-70% of total monomer weight;
3) monomer C: dimethylaminoethyl acrylate methyl ammonia ethyl ester:
Monomer C accounts for 5%~60% of total monomer weight.
2. a kind of collapse protective poly-carboxylic acid water reducing agent according to claim 1 is characterized in that: monomer A accounts for 20%~40% of total monomer weight, and monomers B accounts for 50%~70% of total monomer weight, and monomer C accounts for 5%~20% of total monomer weight.
3. a kind of collapse protective poly-carboxylic acid water reducing agent according to claim 1 and 2 is characterized in that: n is 25~45 in the monomers B.
4. a kind of collapse protective poly-carboxylic acid water reducing agent according to claim 1 and 2; It is characterized in that: the initiator that uses during reaction is the radical water soluble starter; Comprise ammonium persulphate; Potassium Persulphate, Sodium Persulfate and redox class initiator, the initiator total amount that joins in the reaction mixture accounts for 0.1%~3.5% of monomer total amount.
5. a preparation method who prepares collapse protective poly-carboxylic acid water reducing agent according to claim 1 or claim 2 is characterized in that this method comprises the steps:
1) maleic anhydride, allyl polyglycol are put into reaction flask, add a certain amount of deionized water and make its dissolving;
2) under protection of nitrogen gas, be warming up to 65~100 ℃ while stirring, drip dimethylaminoethyl acrylate methyl ammonia ethyl ester solution and initiator solution, dropwised in 3 hours;
3) dropwised insulation reaction 2~4 hours, cool to 45 ℃, add alkali and regulate pH value to 6~7.5, discharging gets final product.
6. the preparation method of a kind of collapse protective poly-carboxylic acid water reducing agent according to claim 5, it is characterized in that: the mass percent concentration of total monomer mixed aqueous solution is 30%~50%.
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Families Citing this family (10)
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CN102358775B (en) * | 2011-07-28 | 2013-01-02 | 浙江五龙新材股份有限公司 | High-performance polycarboxylic acid water reducer and preparation method thereof |
CN103193410B (en) * | 2013-03-27 | 2015-01-28 | 华南理工大学 | Shrinkage-reducing poly carboxylic acid water reducing agent and preparation method |
CN103408242B (en) * | 2013-08-28 | 2015-05-06 | 北京金隅水泥节能科技有限公司 | Super slump type polycarboxylate water reducing agent for bored pile concrete and preparation method thereof |
CN104119024B (en) * | 2014-06-25 | 2016-04-13 | 芜湖市三兴混凝土外加剂有限公司 | Collapse protection type water reducer |
CN104386945A (en) * | 2014-10-31 | 2015-03-04 | 安徽省阜南绿原化工有限公司 | Anti-freezing water reducer capable of improving flowability of concrete and preparation method of anti-freezing water reducer |
CN104402298A (en) * | 2014-10-31 | 2015-03-11 | 安徽省阜南绿原化工有限公司 | Synergist-added water-reducing agent causing no corrosion to reinforcement steel bar, and preparation method thereof |
CN105017479B (en) * | 2015-06-29 | 2017-03-01 | 合肥工业大学 | A kind of preparation method of anti-clay type polycarboxylate water-reducer |
CN107337366B (en) * | 2016-12-07 | 2019-12-27 | 江苏苏博特新材料股份有限公司 | Slow-release slump-retaining concrete water reducer and preparation method and application thereof |
CN107602775A (en) * | 2017-09-26 | 2018-01-19 | 江苏百瑞吉新材料有限公司 | A kind of high-performance protects the anti-chamotte mould polycarboxylic acids and preparation method thereof that collapses |
CN109467632B (en) * | 2018-10-29 | 2021-02-26 | 科之杰新材料集团河南有限公司 | Long-acting slow-release polycarboxylic slump retaining agent and preparation method thereof |
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CN101186460A (en) * | 2007-11-22 | 2008-05-28 | 同济大学 | Polycarboxylate water reducer using allyl polyethylene glycol as raw material and its synthesis method |
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CN101186460A (en) * | 2007-11-22 | 2008-05-28 | 同济大学 | Polycarboxylate water reducer using allyl polyethylene glycol as raw material and its synthesis method |
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