CN110228962B - Water-retention type wet-mixed mortar plasticizer and preparation method thereof - Google Patents
Water-retention type wet-mixed mortar plasticizer and preparation method thereof Download PDFInfo
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- CN110228962B CN110228962B CN201910459034.XA CN201910459034A CN110228962B CN 110228962 B CN110228962 B CN 110228962B CN 201910459034 A CN201910459034 A CN 201910459034A CN 110228962 B CN110228962 B CN 110228962B
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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
- C04B24/28—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/32—Polyethers, e.g. alkylphenol polyglycolether
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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
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- Ceramic Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Curing Cements, Concrete, And Artificial Stone (AREA)
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Abstract
The invention relates to the technical field of building additives, in particular to a water-retaining wet-mixed mortar plasticizer and a preparation method thereof, wherein the preparation method comprises the following steps: mixing a polyether monomer, cumyl polyoxyethylene ether, 2-amino-3-p-hydroxyphenyl propionate and a cocatalyst, adding an initiator solution, reacting, adding a mixed solution A consisting of acrylic acid and 3-hydroxyphenyl phosphoryl dihydromyrcenol propionate and a solution B consisting of an initiator and a chain transfer agent, and after the reaction is finished, adjusting the pH value to 7-8 to obtain the wet-mixed mortar plasticizer. Compared with the prior art, the mortar synthesized by the wet-mixed mortar plasticizer provided by the invention has the advantages of low consistency loss, good water retention rate, high mortar compressive strength, high long-term stability and the like, and has remarkable progress.
Description
Technical Field
The invention relates to the technical field of building additives, in particular to a water-retaining wet-mixed mortar plasticizer and a preparation method thereof.
Background
With the accelerated development of novel urbanization in China, the number of urban municipal infrastructure and houses is increased substantially, and the building energy consumption occupies a considerable part of the whole energy consumption. The construction mortar is used as a bulk construction material next to wall materials and concrete, and the amount of the construction mortar used is hundreds of millions of tons each year. The wet-mixed mortar gradually replaces the traditional field mortar preparation with the advantages of stable quality, energy conservation, environmental protection, centralized clean production and the like; the wet-mixed mortar is a necessary result of industry development due to the characteristics of energy conservation, environmental protection, sustainability and the like.
In view of the current domestic situation, the popularization of the wet-mixed mortar which is a green building material is imperative. Compared with developed countries, the research on the wet-mixed mortar in China starts late, the popularization and the promotion are slow, so that the method is necessary for researching how to prepare the wet-mixed mortar with good workability, strong working performance retention capacity and good durability, wherein an additive product matched with the wet-mixed mortar is used as an indispensable role in the production of the wet-mixed mortar, and the wet-mixed mortar can be endowed with excellent water retention and workability, so that the development work of an additive product of the wet-mixed mortar is significant on the premise of greatly promoting the use of the wet-mixed mortar throughout the country.
The existing wet-mixed mortar additive can use a plasticizer, but the existing plasticizer has defects in the aspects of water retention rate, compressive strength and long-term stability.
Disclosure of Invention
In order to solve the problems in the prior art, the invention provides a preparation method of a water-retaining wet-mixed mortar plasticizer, which comprises the following steps:
mixing a polyether monomer, cumyl polyoxyethylene ether, 2-amino-3-p-hydroxyphenyl propionate and a cocatalyst, adding an initiator solution, reacting, adding a mixed solution A consisting of acrylic acid and 3-hydroxyphenyl phosphoryl dihydromyrcenol propionate and a solution B consisting of an initiator and a chain transfer agent, and after the reaction is finished, adjusting the pH value to 7-8 to obtain the wet-mixed mortar plasticizer.
Wherein, the initiator is added twice according to the concrete operation, for example, 1/2 is added for the first time, and 1/2 of initiator is added when the solution B is formed; preferably, the pH adjustment can be performed using a common reagent such as 30% sodium hydroxide solution.
On the basis of the scheme, the preparation method of the 2-amino-3-p-hydroxyphenyl propionate preferably comprises the following steps: reacting a 2-amino-3-p-hydroxyphenylpropionic acid monomer and an unsaturated alcohol in the following ratio of 1: 1-3, adding a catalyst, performing esterification reaction at 80-120 ℃, and removing redundant unsaturated alcohol to obtain the 2-amino-3-p-hydroxyphenyl propionate.
On the basis of the scheme, preferably, the unsaturated alcohol is at least one of allyl alcohol, butenol and prenol.
On the basis of the above scheme, preferably, the catalyst is at least one of ammonium ferric sulfate dodecahydrate, sodium hydrogen sulfate monohydrate, and aluminum sulfate octahydrate.
On the basis of the scheme, preferably, the preparation method of the 3-hydroxyphenyl phosphoryl dihydromyrcenol propionate comprises the following steps:
adding 3-hydroxyphenyl phosphoryl propionic acid and cyclohexane into a reaction kettle, adding dihydromyrcenol, adding 732 cation exchange resin and hydroquinone, stirring uniformly, raising the temperature to 30-60 ℃, preferably reacting for 2-4 h, filtering, and distilling at normal pressure to obtain 3-hydroxyphenyl phosphoryl propionic acid dihydromyrcenol ester.
On the basis of the scheme, preferably, the mass ratio of the 3-hydroxyphenyl phosphoryl propionic acid to the dihydromyrcenol is 1: 1-3, the dosage of the 732 cation exchange resin is 0.5-2% of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, the dosage of the hydroquinone is 0.5-1% of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, and the atmospheric distillation temperature is 70-75 ℃.
On the basis of the scheme, preferably, the mass ratio of the polyether monomer, the cumyl polyoxyethylene ether, the acrylic acid, the 2-amino-3-p-hydroxyphenyl propionate and the 3-hydroxyphenyl phosphoryl dihydromyrcene alcohol is 80: 10-20: 5-10: 5-10: 5 to 10.
On the basis of the above scheme, preferably, the polyether monomer is allyl polyoxyethylene ether, methallyl polyoxyethylene ether or isopentenyl polyoxyethylene ether, and preferably has a molecular weight of 2400.
On the basis of the above scheme, preferably, the cocatalyst is at least one of N, N-dimethylaniline, N-diethylaniline or tetraethylene imine.
On the basis of the above scheme, preferably, the initiator is at least one of azobisisobutylamidine hydrochloride (AIBA, V-50 initiator), azobisisobutylimidazoline hydrochloride (AIBI, VA-044 initiator for short), azobiscyanovaleric acid (ACVA, V-501 for short), and azobisisopropylimidazoline (AIP, VA-061 initiator for short).
Based on the above scheme, preferably, the chain transfer agent is 3, 6-dioxo-1, 8-octanedithiol.
On the basis of the scheme, preferably, the amount of the cocatalyst is 0.5-1% of the mass of the polyether monomer, the amount of the initiator is 0.5-2% of the mass of the polyether monomer, and the amount of the chain transfer agent is 1-2% of the mass of the polyether monomer.
The invention also provides the water-retaining wet-mixed mortar plasticizer prepared by the preparation method of the water-retaining wet-mixed mortar plasticizer.
On the basis of the scheme, preferably, the molecular weight of the water-retaining wet-mixed mortar plasticizer is 60000-100000.
The water-retaining wet-mixed mortar plasticizer prepared by the preparation method has the following technical principle and
has the advantages that:
1. according to the invention, 2-amino-3-p-hydroxyphenyl propionate is used for synthesizing the wet-mixed mortar plasticizer, the amino acid not only enhances the steric hindrance effect of the molecular branch chain of the wet-mixed mortar plasticizer, but also the esterified product can be gradually hydrolyzed under the alkaline environment of concrete to release part of carboxylic acid groups with a dispersing effect, so that the prepared wet-mixed mortar plasticizer has a better plastic retention effect.
2. The phosphoryl structure is introduced into the tail end of the branched chain of the wet-mixed mortar plasticizer molecule, so that the branched chain of the wet-mixed mortar plasticizer molecule has not only a steric hindrance effect, but also an electrostatic repulsion effect, and the prepared wet-mixed mortar plasticizer has higher dispersibility.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the following description will clearly and completely describe the embodiments of the present invention, and obviously, the described embodiments are a part of the embodiments of the present invention, but not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
The invention also provides the following embodiments:
example one
(1) A first esterification reaction: adding 50g of 2-amino-3-p-hydroxyphenylpropionic acid and 50g of butenol into a reaction vessel, heating to 80 ℃, adding 1g of aluminum sulfate octahydrate, reacting for 3 hours, refluxing and removing redundant butenol to obtain the 2-amino-3-p-hydroxyphenylpropionic acid butenoate.
(2) Second esterification reaction:
adding 100g of 3-hydroxyphenyl phosphoryl propionic acid and cyclohexane into a reaction kettle, then adding 100g of dihydromyrcenol, simultaneously adding 732 cation exchange resin and hydroquinone, stirring uniformly, then raising the temperature to 30 ℃, reacting for 2h, filtering, and distilling at normal pressure to obtain 3-hydroxyphenyl phosphoryl propionic acid dihydromyrcenol ester;
wherein the dosage of 732 cation exchange resins is 0.5 percent of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, the dosage of hydroquinone is 0.5 percent of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, and the atmospheric distillation temperature is 70 ℃.
(3) And (3) copolymerization reaction:
80g of allyl polyoxyethylene ether, 10g of cumyl polyoxyethylene ether, 10g of 2-amino-3-p-hydroxyphenyl propionate and 1g of N, N-dimethylaniline are added into a reaction kettle, the temperature is raised to 30 ℃, 0.5g of V-50 initiator is added in one step, after 10min, solution A (5g of acrylic acid, 5g of 3-hydroxyphenyl phosphoryl dihydromyrcenol propionate and 10g of water) and solution B (0.5g of V-50 initiator, 2g of 3, 6-dioxo-1, 8-octanedithiol and 22.5g of water) are respectively added dropwise, and the dropping is finished within 1 h and the reaction is continued for 30 min. And adding 20g of sodium hydroxide solution (30%) to neutralize until the pH value is 7-8, so as to obtain the wet-mixed mortar plasticizer.
Example 2
(1) A first esterification reaction: adding 50g of 2-amino-3-p-hydroxyphenyl propionic acid and 100g of allyl alcohol into a reaction vessel, heating to 90 ℃, adding 1g of ferric ammonium sulfate dodecahydrate, reacting for 3 hours, and removing the redundant allyl alcohol by refluxing to obtain 2-amino-3-p-hydroxyphenyl propionate.
(2) Second esterification reaction:
adding 100g of 3-hydroxyphenyl phosphoryl propionic acid and cyclohexane into a reaction kettle, then adding 200g of dihydromyrcenol, simultaneously adding 732 cation exchange resin and hydroquinone, stirring uniformly, then raising the temperature to 50 ℃, reacting for 3h, filtering, and distilling at normal pressure to obtain 3-hydroxyphenyl phosphoryl propionic acid dihydromyrcenol ester;
wherein the dosage of 732 cation exchange resins is 1 percent of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, the dosage of hydroquinone is 0.5 percent of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, and the atmospheric distillation temperature is 75 ℃.
(3) And (3) copolymerization reaction:
80g of allyl polyoxyethylene ether, 15g of cumyl polyoxyethylene ether, 7g of 2-amino-3-p-hydroxyphenyl propionate and 0.5g of N, N-dimethylaniline are added into a reaction kettle, the temperature is raised to 40 ℃, 0.25g of VA-044 is added in one step, after 10min, solution A (10g of acrylic acid, 10g of 3-hydroxyphenyl phosphoryl dihydromyrcenol propionate and 20g of water) and solution B (0.25g of VA-044, 1.5g of 3, 6-dioxo-1, 8-octanedithiol and 15.75g of water) are respectively added dropwise, the dropping is finished within 2h, and the reaction is continued for 30 min. And adding 30g of sodium hydroxide solution (30%) to neutralize until the pH value is 7-8, so as to obtain the wet-mixed mortar plasticizer.
Example 3
(1) A first esterification reaction: adding 50g of 2-amino-3-p-hydroxyphenylpropionic acid and 150g of isopentenol into a reaction vessel, heating to 90 ℃, adding 1g of sodium bisulfate monohydrate, reacting for 4 hours, refluxing and removing the redundant isopentenol to obtain 2-amino-3-p-hydroxyphenylpropionic acid isopentenyl ester.
(2) Second esterification reaction:
adding 100g of 3-hydroxyphenyl phosphoryl propionic acid and cyclohexane into a reaction kettle, then adding 250g of dihydromyrcenol, simultaneously adding 732 cation exchange resin and hydroquinone, stirring uniformly, then raising the temperature to 60 ℃, reacting for 3h, filtering, and distilling at normal pressure to obtain 3-hydroxyphenyl phosphoryl propionic acid dihydromyrcenol ester;
wherein the dosage of 732 cation exchange resins is 1.5 percent of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, the dosage of hydroquinone is 1 percent of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, and the atmospheric distillation temperature is 72 ℃.
(3) And (3) copolymerization reaction:
80g of allyl polyoxyethylene ether, 20g of cumyl polyoxyethylene ether, 5g of 2-amino-3-p-hydroxyphenyl propionate and 1g of N, N-dimethylaniline are added into a reaction kettle, the temperature is raised to 40 ℃, 0.75g of V-501 is added in one step, after 10min, solution A (7g of acrylic acid, 7.5g of 3-hydroxyphenyl phosphoryl dihydromyrcenol propionate and 14.5g of water) and solution B (0.75g of V-501, 1g of 3, 6-dioxo-1, 8-octanedithiol and 15.75g of water) are respectively added dropwise, the dropping is finished within 1 hour, and the reaction is continued for 30 min. And adding 27g of sodium hydroxide solution (30%) to neutralize until the pH value is 7-8, so as to obtain the wet-mixed mortar plasticizer.
Example 4
(1) A first esterification reaction: adding 50g of 2-amino-3-p-hydroxyphenylpropionic acid and 150g of isopentenol into a reaction vessel, heating to 90 ℃, adding 1g of sodium bisulfate monohydrate, reacting for 4 hours, refluxing and removing the redundant isopentenol to obtain 2-amino-3-p-hydroxyphenylpropionic acid isopentenyl ester.
(2) Second esterification reaction:
adding 100g of 3-hydroxyphenyl phosphoryl propionic acid and cyclohexane into a reaction kettle, then adding 300g of dihydromyrcenol, simultaneously adding 732 cation exchange resin and hydroquinone, stirring uniformly, then raising the temperature to 40 ℃, reacting for 4h, filtering, and distilling at normal pressure to obtain 3-hydroxyphenyl phosphoryl propionic acid dihydromyrcenol ester;
wherein the dosage of 732 cation exchange resins is 2 percent of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, the dosage of hydroquinone is 1 percent of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, and the atmospheric distillation temperature is 70 ℃.
(3) And (3) copolymerization reaction:
80g of allyl polyoxyethylene ether, 15g of cumyl polyoxyethylene ether, 8g of 2-amino-3-p-hydroxyphenyl propionate and 0.5g of N, N-dimethylaniline are added into a reaction kettle, the temperature is raised to 30 ℃, 1g of VA-061 is added in one step, after 10min, solution A (5g of acrylic acid, 6g of 3-hydroxyphenyl phosphoryl dihydromyrcenol propionate and 11g of water) and solution B (1g of VA-061, 1.5g of 3, 6-dioxo-1, 8-octanedithiol and 22.5g of water) are respectively added dropwise, and the dropping is finished within 2h and the reaction is continued for 30 min. And adding 20g of sodium hydroxide solution (30%) to neutralize until the pH value is 7-8, so as to obtain the wet-mixed mortar plasticizer.
It should be noted that the specific parameters or some common reagents in the above embodiments are specific examples or preferred embodiments of the present invention, and are not limited thereto; those skilled in the art can adapt the same within the spirit and scope of the present invention.
The molecular weight of the water-retaining wet-mixed mortar plasticizer prepared in the embodiment of the invention is 60000-100000. The water-retaining wet-mixed mortar plasticizer prepared in the above example was prepared according to GB 8076-.
TABLE 1 Wet-mixed mortar mix proportion
Wherein C represents: cement; FA represents: fly ash; s represents: sand; w represents: water; a represents: and (3) a plasticizer.
TABLE 2 mortar properties of samples synthesized using the examples
Wherein, the plasticizer adopted in the comparative example is a commercially available common mortar plasticizer; in the sample mortar synthesized in each example, the conditions were the same except for the plasticizer, and the test conditions and environment were the same.
As can be seen from Table 1, the samples synthesized by the wet-mixed mortar plasticizer prepared by the method have low consistency loss, better water retention rate and higher mortar compressive strength, and meanwhile, the long-term stability of the corresponding performance is higher, and the method has obvious progress compared with the samples synthesized by the plasticizer provided by the prior art.
Finally, it should be noted that: while the invention has been described in detail and with reference to the foregoing embodiments, it will be understood by those skilled in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some or all of the technical features may be equivalently replaced; and the modifications or the substitutions do not make the essence of the corresponding technical solutions depart from the scope of the technical solutions of the embodiments of the present invention.
Claims (13)
1. The preparation method of the water-retaining wet-mixed mortar plasticizer is characterized by comprising the following steps:
mixing a polyether monomer, cumyl polyoxyethylene ether, 2-amino-3-p-hydroxyphenyl propionate and a cocatalyst, adding an initiator solution, reacting, adding a mixed solution A consisting of acrylic acid and 3-hydroxyphenyl phosphoryl dihydromyrcenol propionate and a solution B consisting of an initiator and a chain transfer agent, and after the reaction is finished, adjusting the pH = 7-8 to obtain the wet-mixed mortar plasticizer;
the mass ratio of the polyether monomer to the cumyl polyoxyethylene ether to the acrylic acid to the 2-amino-3-p-hydroxyphenyl propionate to the 3-hydroxyphenyl phosphoryl dihydromyrcene alcohol ester is 80: 10-20: 5-10: 5-10: 5 to 10.
2. The method for preparing a water-retaining wet-mixed mortar plasticizer according to claim 1, wherein the method for preparing 2-amino-3-p-hydroxyphenyl propionate comprises: reacting a 2-amino-3-p-hydroxyphenylpropionic acid monomer and an unsaturated alcohol in the following ratio of 1: 1-3, adding a catalyst, performing esterification reaction at 80-120 ℃, and removing redundant unsaturated alcohol to obtain the 2-amino-3-p-hydroxyphenyl propionate.
3. The method for preparing the water-retention wet-mixed mortar plasticizer according to claim 2, characterized in that: the unsaturated alcohol is at least one of allyl alcohol, butenol and prenol.
4. The method for preparing the water-retention wet-mixed mortar plasticizer according to claim 2, characterized in that: the catalyst is at least one of ammonium ferric sulfate dodecahydrate, sodium hydrogen sulfate monohydrate and aluminum sulfate octahydrate.
5. The method for preparing the water-retention wet-mixed mortar plasticizer according to claim 1, wherein the method for preparing 3-hydroxyphenyl phospho-propionic acid dihydromyrcenol ester comprises the following steps:
adding 3-hydroxyphenyl phosphoryl propionic acid and cyclohexane into a reaction kettle, adding dihydromyrcenol, adding 732 cation exchange resin and hydroquinone, stirring, heating to 30-60 ℃, reacting, filtering, and distilling at normal pressure to obtain 3-hydroxyphenyl phosphoryl propionic acid dihydromyrcenol ester.
6. The method for preparing the water-retention wet-mixed mortar plasticizer according to claim 5, characterized in that: the mass ratio of the 3-hydroxyphenyl phosphoryl propionic acid to the dihydromyrcenol is 1: 1-3, the dosage of 732 cation exchange resin is 0.5-2% of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, the dosage of hydroquinone is 0.5-1% of the mass of the 3-hydroxyphenyl phosphoryl propionic acid, and the atmospheric distillation temperature is 70-75 ℃.
7. The method for preparing the water-retention wet-mixed mortar plasticizer according to claim 1, characterized in that: the polyether monomer is allyl polyoxyethylene ether, methyl allyl polyoxyethylene ether or isopentenyl polyoxyethylene ether, and the molecular weight is 2400.
8. The method for preparing the water-retention wet-mixed mortar plasticizer according to claim 1, characterized in that: the cocatalyst is at least one of N, N-dimethylaniline, N, N-diethylaniline or tetraethylene imine.
9. The method for preparing the water-retention wet-mixed mortar plasticizer according to claim 1, characterized in that: the initiator is at least one of azodiisobutyl amidine hydrochloride, azodiisobutyl imidazoline hydrochloride, azodicyano valeric acid and azodiisopropyl imidazoline.
10. The method for preparing the water-retention wet-mixed mortar plasticizer according to claim 1, characterized in that: the chain transfer agent is 3, 6-dioxo-1, 8-octanedithiol.
11. The method for preparing the water-retaining wet-mixed mortar plasticizer according to any one of claims 9 to 10, characterized by comprising: the amount of the cocatalyst is 0.5-1% of the mass of the polyether monomer, the amount of the initiator is 0.5-2% of the mass of the polyether monomer, and the amount of the chain transfer agent is 1-2% of the mass of the polyether monomer.
12. The water-retaining wet-mixed mortar plasticizer prepared by the preparation method of the water-retaining wet-mixed mortar plasticizer according to any one of claims 1 to 11.
13. The water-retaining wet-mixed mortar plasticizer according to claim 12, characterized in that: the molecular weight of the water-retaining wet-mixed mortar plasticizer is 60000-100000.
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