Functional twin air entraining agent and preparation method thereof

Abstract

The application discloses a functional twin air entraining agent and a preparation method thereof. By giving a twin structure in the structure of the air entraining agent, the air entraining agent molecule has higher surface activity. By introducing a curcumin molecule structure, the air entraining agent has certain bactericidal and antiseptic functions. The specific preparation method comprises the following steps: reacting a curcumin compound with isophorone diisocyanate to prepare a curcumin isocyanate intermediate, continuously building a hydrophobic group after the reaction is completed, and finally building a hydrophilic group to prepare the target functional twin air entraining agent. The air entraining agent prepared by the method can produce uniform and small bubbles in the cement concrete system, the thickness and strength of the bubble film are high, the bubble stability is good, and the freezing damage of the environment to the concrete can be effectively reduced after being mixed. In addition, the target air entraining agent can significantly improve the workability of the concrete and provide bactericidal capacity, and the production process is safe and simple, and has good compatibility with polycarboxylic acid water reducing agent.

Description

Technical Field

[0001] This invention relates to the field of admixtures for cement concrete, specifically to a functional twin air-entraining agent and its preparation method. Background Technology

[0002] Air-entraining agents are a type of surfactant, which is an amphiphilic organic compound composed of hydrophilic and hydrophobic groups. When used in cement concrete systems, they can generate tiny air bubbles. Adding them to fresh concrete can not only improve workability, but also help concrete resist damage caused by freeze-thaw cycles, thereby significantly improving the freeze-thaw resistance of concrete.

[0003] Gemini air-entraining agents are surfactants with a special structure. Their molecules contain two hydrophilic groups and two lipophilic hydrophobic carbon chains, which are tightly linked by chemical bonds. This effectively reduces the repulsive force between ionic groups, allowing the air-entraining agent molecules to be arranged in a tight and orderly manner. This increases the thickness and strength of the bubble film, thereby enhancing the air-entraining agent's ability to entrain and retain air bubbles in cement concrete systems.

[0004] There has been some research on gemini-type air-entraining agents. Existing technology publication number CN108250204A, published on July 6, 2018, entitled "Gemini-type Surfactant and its Preparation Method and Application," discloses a gemini-type surfactant. When used in concrete, it exhibits good bubble stability and improves the concrete's pore structure. However, its hydrophilic unit is a cationic quaternary ammonium salt, and increasing its dosage is generally required to enhance foaming performance. Patent publication number CN109758966A, published on May 17, 2019, entitled "Malaysian Rosin-based Gemini Surfactant and its Preparation Method, Malaysian Rosin-based Gemini Air-entraining Agent and its Preparation Method and Application," discloses a gemini-type air-entraining agent prepared from maleic rosin. This agent has virtually no effect on concrete strength under low pressure conditions and can improve the fluidity and durability of concrete. The patent with publication number CN111170903A and publication date of May 19, 2020, entitled "Gemini Concrete Air Entraining Agent and Preparation Method Thereof", discloses a gemini surfactant prepared using fatty alcohol polyoxyethylene ether, maleic anhydride and alkyl diol as the main raw materials and its preparation method. The air entraining agent prepared by this method has the advantages of small bubbles, low air loss and reduced concrete freezing damage, but its industrial production is difficult due to the high requirement of reaction temperature.

[0005] Therefore, developing an air-entraining agent with a simple structure, safe production process, and strong promoting effect on the flowability and durability of concrete, starting from its molecular structure, is of great practical significance. Furthermore, there are no reports of modifying air-entraining agents with antibacterial functions, thus modifying air-entraining agents with antibacterial functions has high innovation and market potential. Summary of the Invention

[0006] 1. The technical problem to be solved:

[0007] Based on the aforementioned technological status, this application proposes a functional twin-type air-entraining agent and its preparation method. This functional air-entraining agent addresses two main issues: firstly, it solves the problems of poor foaming effect and low bubble film strength leading to rapid bubble loss in existing air-entraining agents; secondly, it solves the problem of bacterial and fungal growth during storage or transportation of the finished additive. This invention endows the air-entraining agent molecules with a twin-type structure, giving them higher surface activity, and by introducing curcumin-like molecular structures, it endows the air-entraining agent with certain bactericidal and preservative functions.

[0008] 2. Technical Solution:

[0009] A functional twin air-entraining agent, characterized by having the following structure:

[0010]

[0011] Where m is 1 to 9; n is 1 to 10; R1 is H or methyl; R2 and R3 are both H or methoxy.

[0012] A method for preparing a functional twin air-entraining agent includes the following steps:

[0013] Step 1: Preparation of curcumin isocyanate intermediate and construction of hydrophobic groups: Dissolve isoflurone diisocyanate in solvent 1, add curcumin-like compounds and catalyst dibutyltin dilaurate in batches at 40℃~70℃, and react for 5h~8h to prepare curcumin isocyanate intermediate. Then add alkyl alcohol and catalyst dibutyltin dilaurate in batches to curcumin isocyanate intermediate and continue to react for 5h~8h to construct hydrophobic groups.

[0014] Step 2: Preparation of functional twin air-entraining agent: The curcumin isocyanate intermediate with hydrophobic groups constructed in Step 1 is heated to 150℃~200℃, the solvent is recovered by distillation, and then dihaloaniline is added in the molten state to carry out a solventless reaction. After 4h~6h, the reaction is completed and the temperature is lowered to 50℃. Solvent 2 is added, and under the condition of acid binding agent, it is etherified with sulfate-modified polyether to prepare the target functional twin air-entraining agent.

[0015] Further, in step one, solvent 1 is any one or a combination of two or more of N,N-dimethylformamide, 1,2-dichloroethane, chloroform, acetonitrile, toluene, or dimethyl sulfoxide.

[0016] Furthermore, in step one, the curcuminoid compound is any one or a combination of two or more of curcumin, demethoxycurcumin, or bisdemethoxycurcumin.

[0017] Furthermore, in step one, the structure of the alkyl alcohol is as follows:

[0018]

[0019] In the above formula, m is 1 to 9, and R1 is H or methyl.

[0020] Further, in step two, solvent 2 is a mixture of a main solvent and water; wherein the main solvent is any one or a combination of two or more of N,N-dimethylformamide, dichloromethane, 1,2-dichloroethane, chloroform, acetone, acetonitrile, benzene, toluene or dimethyl sulfoxide; the volume ratio of the main solvent to water is 1:(10-30).

[0021] Furthermore, in step two, the dihaloaniline is any one or a combination of two or more of 3,5-dichloroaniline, 3,5-dibromoaniline, 3,5-difluoroaniline, or 3,5-diiodoaniline.

[0022] Further, in step two, the acid-binding agent is any one or a combination of two or more of potassium hydroxide, sodium hydroxide, potassium carbonate, potassium bicarbonate, sodium carbonate, sodium bicarbonate, 4-dimethylaminopyridine, pyridine, diethylamine or triethylamine.

[0023] Furthermore, in step two, the structure of the sulfate-modified polyether is as follows:

[0024]

[0025] In the above formula, n ranges from 1 to 10.

[0026] 3. Beneficial effects:

[0027] (1) The functional twin air-entraining agent provided by the present invention has readily available raw materials, a simple preparation method, and is easy to industrialize.

[0028] (2) The air-entraining agent product prepared by the present invention has good compatibility with polycarboxylate superplasticizer and high storage stability.

[0029] (3) The air-entraining agent prepared by the present invention has good foaming performance. The tight connection of chemical bonds in the twin structure can effectively reduce the repulsion between ionic groups, so that the air-entraining agent molecules can be arranged in a tight and orderly manner, improve the thickness and strength of the bubble film, and thus enhance the air-entraining agent's ability to entrain and retain bubbles in cement concrete system.

[0030] (4) The air-entraining agent prepared in this invention can effectively reduce bleeding when added to fresh concrete, improve the dispersion and dispersion retention capacity of concrete, and help concrete resist damage caused by water freeze-thaw cycles, thereby improving the freeze-thaw resistance of concrete.

[0031] (5) The air-entraining agent prepared by the present invention has antibacterial properties. When it is incorporated into the admixture, there is no need to add bactericides and preservatives. Detailed Implementation

[0032] The present invention will be described in detail below through embodiments.

[0033] In a specific embodiment of the present invention, the structural formula is as follows:

[0034]

[0035] Example 1:

[0036] Step 1: Preparation of curcumin isocyanate intermediate and construction of hydrophobic group: 2.1 mol of isoflurane diisocyanate was dissolved in 150 mL of 1,2-dichloroethane. 1 mol of curcumin and 0.05 mol of dibutyltin dilaurate catalyst were added in batches at 50 °C. The reaction was carried out for 7 h to prepare curcumin isocyanate intermediate. Then, 2.1 mol of n-octanol and 0.02 mol of dibutyltin dilaurate catalyst were added in batches to the curcumin isocyanate intermediate. The reaction was continued for 8 h to construct hydrophobic group.

[0037] Step 2: Preparation of functional twin air-entraining agent: The curcumin isocyanate intermediate with hydrophobic groups constructed in Step 1 was heated to 170℃, the solvent was recovered by distillation, and then 1.1 mol of 3,5-dichloroaniline was added in the molten state to carry out a solvent-free reaction. After 5 h of reaction, the temperature was lowered to 50℃, and N,N-dimethylformamide / water (120 mL, volume ratio 1:15) was added. In the presence of 0.1 mol sodium hydroxide, it was then etherified with 2.1 mol sulfate-modified polyether (Mw = 450 g / mol) to prepare the target functional twin air-entraining agent.

[0038] In the structural formula of the generated air-entraining agent: m and n are 7 and 8 respectively; R1, R2 and R3 are H, methoxy and methoxy respectively.

[0039] Example 2

[0040] Step 1: Preparation of curcumin isocyanate intermediate and construction of hydrophobic group: 2.1 mol of isoflurane diisocyanate was dissolved in 170 mL of chloroform. 1 mol of demethoxycurcumin and 0.05 mol of dibutyltin dilaurate catalyst were added in batches at 60 °C. The reaction was carried out for 6 h to prepare curcumin isocyanate intermediate. Then, 2.1 mol of n-hexanol and 0.02 mol of dibutyltin dilaurate catalyst were added in batches to the curcumin isocyanate intermediate. The reaction was continued for 6 h to construct hydrophobic group.

[0041] Step 2: Preparation of functional twin air-entraining agent: The curcumin isocyanate intermediate with hydrophobic groups constructed in Step 1 was heated to 180℃, the solvent was recovered by distillation, and then 1.1 mol of 3,5-dibromoaniline was added in the molten state to carry out a solvent-free reaction. After 4 h, the reaction was completed and the temperature was lowered to 50℃. Acetonitrile / water (130 mL, volume ratio 1:20) was added, and etherification reaction was carried out with 2.1 mol of sulfate-modified polyether (Mw = 540 g / mol) in the presence of 0.1 mol potassium hydroxide to prepare the target functional twin air-entraining agent.

[0042] In the structural formula of the generated air-entraining agent: m and n are 5 and 10 respectively; R1, R2 and R3 are H, H and methoxy groups respectively.

[0043] Example 3

[0044] Step 1: Preparation of curcumin isocyanate intermediate and construction of hydrophobic groups: 2.1 mol of isoflurane diisocyanate was dissolved in 150 mL of dimethyl sulfoxide. 1 mol of bis(demethoxy)curcumin and 0.05 mol of dibutyltin dilaurate catalyst were added in batches at 40 °C. The reaction was carried out for 5 h to prepare the curcumin isocyanate intermediate. Then, 2.1 mol of 6-methylheptanol and 0.02 mol of dibutyltin dilaurate catalyst were added in batches to the curcumin isocyanate intermediate. The reaction was continued for 6 h to construct hydrophobic groups.

[0045] Step 2: Preparation of functional twin air-entraining agent: The curcumin isocyanate intermediate with hydrophobic groups constructed in Step 1 was heated to 200℃, the solvent was recovered by distillation, and then 1.1 mol of 3,5-difluoroaniline was added in the molten state to carry out a solvent-free reaction. After 4 h, the reaction was completed and the temperature was lowered to 50℃. Dimethyl sulfoxide / water (140 mL, volume ratio 1:15) was added, and etherification reaction was carried out with 2.1 mol of sulfate-modified polyether (Mw = 280 g / mol) in the presence of 0.1 mol sodium carbonate to prepare the target functional twin air-entraining agent.

[0046] In the structural formula of the generated air-entraining agent: m and n are 6 and 4 respectively; R1, R2 and R3 are methyl, H and H respectively.

[0047] Example 4

[0048] Step 1: Preparation of curcumin isocyanate intermediate and construction of hydrophobic group: 2.1 mol of isoflurane diisocyanate was dissolved in 160 mL of toluene. 1 mol of curcumin and 0.05 mol of dibutyltin dilaurate catalyst were added in batches at 70 °C. The reaction was carried out for 8 h to prepare curcumin isocyanate intermediate. Then, 2.1 mol of n-pentanol and 0.02 mol of dibutyltin dilaurate catalyst were added in batches to the curcumin isocyanate intermediate. The reaction was continued for 7 h to construct hydrophobic group.

[0049] Step 2: Preparation of functional twin air-entraining agent: The curcumin isocyanate intermediate with hydrophobic groups constructed in Step 1 was heated to 150℃, the solvent was recovered by distillation, and then 1.1 mol of 3,5-dichloroaniline was added in the molten state to carry out a solventless reaction. After 6 h, the reaction was completed and the temperature was lowered to 50℃. Toluene / water (180 mL, volume ratio 1:30) was added, and etherification reaction was carried out with 2.1 mol of sulfate-modified polyether (Mw = 360 g / mol) in the presence of 0.1 mol potassium carbonate to prepare the target functional twin air-entraining agent.

[0050] In the structural formula of the generated air-entraining agent: m and n are 4 and 6 respectively; R1, R2 and R3 are H, methoxy and methoxy respectively.

[0051] Example 5

[0052] Step 1: Preparation of curcumin isocyanate intermediate and construction of hydrophobic groups: 2.1 mol of isoflurane diisocyanate was dissolved in 200 mL of acetonitrile. 1 mol of demethoxycurcumin and 0.05 mol of dibutyltin dilaurate catalyst were added in batches at 60 °C. The reaction was carried out for 6 h to prepare curcumin isocyanate intermediate. Then, 2.1 mol of n-octanol and 0.02 mol of dibutyltin dilaurate catalyst were added in batches to the curcumin isocyanate intermediate. The reaction was continued for 7 h to construct hydrophobic groups.

[0053] Step 2: Preparation of functional twin air-entraining agent: The curcumin isocyanate intermediate with hydrophobic groups constructed in Step 1 was heated to 190℃, the solvent was recovered by distillation, and then 1.1 mol of 3,5-dibromoaniline was added in the molten state to carry out a solvent-free reaction. After 6 h, the reaction was completed and the temperature was lowered to 50℃. Acetonitrile / water (170 mL, volume ratio 1:20) was added, and etherification reaction was carried out with 2.1 mol of sulfate-modified polyether (Mw = 360 g / mol) in the presence of 0.1 mol sodium bicarbonate to prepare the target functional twin air-entraining agent.

[0054] In the structural formula of the generated air-entraining agent: m and n are 7 and 6 respectively; R1, R2 and R3 are H, H and methoxy groups respectively.

[0055] Example 6

[0056] Step 1: Preparation of curcumin isocyanate intermediate and construction of hydrophobic group: 2.1 mol of isoflurane diisocyanate was dissolved in 200 mL of dimethyl sulfoxide. 1 mol of bis(demethoxy)curcumin and 0.05 mol of dibutyltin dilaurate catalyst were added in batches at 50 °C. The reaction was carried out for 5 h to prepare curcumin isocyanate intermediate. Then, 2.1 mol of n-butanol and 0.02 mol of dibutyltin dilaurate catalyst were added in batches to the curcumin isocyanate intermediate. The reaction was continued for 6 h to construct hydrophobic group.

[0057] Step 2: Preparation of functional twin air-entraining agent: The curcumin isocyanate intermediate with hydrophobic groups constructed in Step 1 was heated to 180℃, and the solvent was recovered by distillation. Then, 1.1 mol of 3,5-difluoroaniline was added in the molten state to carry out a solvent-free reaction. After 5 h, the reaction was completed and the temperature was lowered to 50℃. N,N-dimethylformamide / water (200 mL, volume ratio 1:15) was added, and etherification reaction was carried out with 2.1 mol of sulfate-modified polyether (Mw = 280 g / mol) in the presence of 0.1 mol potassium hydroxide to prepare the target functional twin air-entraining agent.

[0058] In the structural formula of the generated air-entraining agent: m and n are 3 and 4 respectively; R1, R2 and R3 are H, H and H respectively.

[0059] Example 7

[0060] Step 1: Preparation of curcumin isocyanate intermediate and construction of hydrophobic group: 2.1 mol of isoflurane diisocyanate was dissolved in 150 mL of 1,2-dichloroethane. 1 mol of demethoxycurcumin and 0.05 mol of dibutyltin dilaurate catalyst were added in batches at 70 °C. The reaction was carried out for 8 h to prepare curcumin isocyanate intermediate. Then, 2.1 mol of n-hexanol and 0.02 mol of dibutyltin dilaurate catalyst were added in batches to the curcumin isocyanate intermediate. The reaction was continued for 8 h to construct hydrophobic group.

[0061] Step 2: Preparation of functional twin air-entraining agent: The curcumin isocyanate intermediate with hydrophobic groups constructed in Step 1 was heated to 200℃, the solvent was recovered by distillation, and then 1.1 mol of 3,5-dichloroaniline was added in the molten state to carry out a solvent-free reaction. After 4 h, the reaction was completed and the temperature was lowered to 50℃. Acetone / water (120 mL, volume ratio 1:20) was added, and etherification reaction was carried out with 2.1 mol of sulfate-modified polyether (Mw = 200 g / mol) in the presence of 0.1 mol triethylamine to prepare the target functional twin air-entraining agent.

[0062] In the structural formula of the generated air-entraining agent: m and n are 5 and 2 respectively; R1, R2 and R3 are H, H and methoxy groups respectively.

[0063] Example 8

[0064] Step 1: Preparation of curcumin isocyanate intermediate and construction of hydrophobic group: 2.1 mol of isoflurane diisocyanate was dissolved in 200 mL of chloroform. 1 mol of curcumin and 0.05 mol of dibutyltin dilaurate catalyst were added in batches at 40 °C. The reaction was carried out for 5 h to prepare curcumin isocyanate intermediate. Then, 2.1 mol of n-decyl alcohol and 0.02 mol of dibutyltin dilaurate catalyst were added in batches to the curcumin isocyanate intermediate. The reaction was continued for 6 h to construct hydrophobic group.

[0065] Step 2: Preparation of functional twin air-entraining agent: The curcumin isocyanate intermediate with hydrophobic groups constructed in Step 1 was heated to 160℃, the solvent was recovered by distillation, and then 1.1 mol of 3,5-dibromoaniline was added in the molten state to carry out a solventless reaction. After 5 h, the reaction was completed and the temperature was lowered to 50℃. N,N-dimethylformamide / water (160 mL, volume ratio 1:15) was added, and etherification reaction was carried out with 2.1 mol of sulfate-modified polyether (Mw = 450 g / mol) in the presence of 0.1 mol pyridine to prepare the target functional twin air-entraining agent.

[0066] In the structural formula of the generated air-entraining agent: m and n are 9 and 8 respectively; R1, R2 and R3 are H, methoxy and methoxy respectively.

[0067] Comparative Example 1: Commercially available rosin thermal polymer air-entraining agents.

[0068] Comparative Example 2: Commercially available saponin-based air-entraining agents.

[0069] Comparative Example 3: Commercially available alkyl polyether sulfonate air-entraining agents.

[0070] Test example:

[0071] During testing, all air-entraining agents were prepared as samples with a solid content of 20%. The polycarboxylate superplasticizers used in the tests were all selected from Jiangsu Aolaite New Material Co., Ltd., with a water reduction rate of 40%.

[0072] 1. Foam Performance Analysis

[0073] The foam height and bubble size parameters of Examples 1-8 and Comparative Examples 1-3 were tested using a dynamic foam analyzer (Krüss DFA100). During the test, the air-entraining agent concentration was 0.1%, the solution was a calcium hydroxide aqueous solution (50 mL, pH = 10), the gas flow rate was 0.2 L / min, and the bubbling time was 1.5 min. The foam heights at the initial, 10 min, and 20 min were measured and recorded as H0, H0, H0, and H0, respectively. 10 and H 20 The specific results are shown in Table 1.

[0074] Table 1. Foaming properties of samples with different air-entraining agents

[0075]

[0076] The results showed that, compared with Comparative Examples 1-3, Examples 1-8 had higher initial foam heights and slower bubble loss rates. In other words, the air-entraining agent prepared in this invention has superior foaming and bubble retention capabilities compared with traditional air-entraining agents.

[0077] 2. Mortar air content test

[0078] The air content of cement mortars in Examples 1-8 and Comparative Examples 1-3 was tested according to the method specified in standard JGJ / T70-2009, "Standard for Test Methods of Basic Performance of Building Mortar". The polycarboxylate superplasticizer used in the tests was 0.18% of the binder and the air-entraining agent was 0.01% of the binder. The cement used was 52.5R P.II cement, and the sand was medium sand with a fineness modulus of 2.6. The mortar mix ratio was: 1000g cement, 1500g sand, and 400g water. Specific results are shown in Table 2.

[0079] Table 2. Air content of mortar samples with different air-entraining agents

[0080]

[0081] The results of the mortar air content test showed that, compared with comparative examples 1 to 3, examples 1 to 8 had higher initial air entrainment capacity, and the air content loss after 2 hours was all greater than 0.3%, which indicates that the air entrainment agent prepared by the present invention has excellent foaming and bubble retention capabilities.

[0082] 3. Concrete performance testing

[0083] Referring to GB 8076-2008 "Concrete Admixtures", the initial slump / spread, slump / spread loss over 1 hour, air content, air content loss over 1 hour, strength and relative durability of concrete specimens were determined for Examples 1-8 and Comparative Examples 1-3. The admixture dosage was 0.22% of the amount of adhesive used. The specific results are shown in Table 3.

[0084] Table 3 Concrete properties of samples with different air-entraining agents

[0085]

[0086] The concrete results show that Examples 1-8 all exhibit better foaming and bubble retention capabilities compared to traditional air-entraining agents (Comparative Examples 1-3), and the results correspond to the foam performance test and mortar air content test. Furthermore, the fresh concrete mixed with Examples 1-8 demonstrates excellent dispersibility, and its compressive strength ratio and relative durability test results are significantly higher than those of the comparative examples. This indicates that the bubbles introduced by the air-entraining agent of this invention are primarily harmless bubbles, having minimal impact on concrete strength and effectively reducing freeze-thaw damage to concrete.

[0087] 4. Antibacterial performance test

[0088] Referring to JC / T 2552-2019 "Bactericides for Concrete Admixtures", the antifungal and bactericidal properties of the admixture samples from Examples 1-8 and Comparative Examples 1-3 were tested. In the tests, distilled water was added to the admixtures until their solid content was diluted to 15%. Then, the same amount of microorganisms was injected into each group and stirred evenly. The mixtures were then placed in an incubator at (30±2)℃ for cultivation. The presence of mold, mycelium, or off-odors was observed. Specific results are shown in Table 4.

[0089] Table 4. Antibacterial properties of samples with different air-entraining agents

[0090]

[0091]

[0092] The results showed that no mold, mycelium, or odor appeared in the samples containing additives from Examples 1-8 after 9 months. Furthermore, no such phenomena were observed in the samples containing additives from Examples 1-2, 4-6, and 8 even after 12 months. In contrast, all samples containing the comparative additives showed mold, mycelium, or odor within 6 months. This indicates that the functional twin air-entraining agent prepared in this invention itself has a good inhibitory effect on bacteria and microorganisms, eliminating the need for additional bactericides and preservatives when used as an additive.

[0093] Although the present invention has been disclosed above with reference to preferred embodiments, these are not intended to limit the invention. Any person skilled in the art can make various changes or modifications without departing from the spirit and scope of the invention. Therefore, the scope of protection of the present invention should be defined by the scope of the claims of this application.

Claims

1. A functional co- blowing agent, characterized in that: has the following structure: Wherein, m is 1~9; n is 1~10; R1 is H or methyl; R2 and R3 are both H or methoxy.

2. A method for preparing a functionalized twin gas entraining agent for preparing the gas entraining agent according to claim 1, characterized in that: Comprise the following steps: Step one: preparation of curcumin isocyanate intermediate and construction of hydrophobic group: isofurone diisocyanate is dissolved in solvent 1, curcumin compound and catalyst dibutyltin dilaurate are added in batches under the condition of 40~70℃, and curcumin isocyanate intermediate is prepared after reaction for 5h~8h, then alkyl alcohol and catalyst dibutyltin dilaurate are added in batches to the curcumin isocyanate intermediate, and the hydrophobic group is constructed by continuing to react for 5h~8h; Step two: preparation of functional gemini agent: the curcumin isocyanate intermediate constructed with hydrophobic group in step one is heated to 150~200℃, and the solvent is recovered by distillation, then the solvent-free reaction is carried out by adding dihalogenated aniline in molten state, the reaction is completed after 4h~6h, and then cooled to 50℃, and then added with solvent 2, and then etherification reaction is carried out with sulfate modified polyether in the presence of acid binding agent to prepare the target functional gemini agent.

3. The method for preparing a functional twin air-entraining agent according to claim 2, characterized in that: In step one, the solvent 1 is any one or a combination of two or more of N,N-dimethylformamide, 1,2-dichloroethane, chloroform, acetonitrile, toluene or dimethyl sulfoxide.

4. The method for preparing a functional twin air-entraining agent according to claim 2, characterized in that: In step one, the curcumin compound is any one or a combination of two or more of curcumin, demethoxycurcumin or bisdemethoxycurcumin.

5. The method for preparing a functional twin air-entraining agent according to claim 2, characterized in that: In step one, the structure of the alkyl alcohol is: In the above formula, m is 1~9, and R1 is H or methyl.

6. The method for preparing a functional twin air-entraining agent according to claim 2, characterized in that: In step two, the solvent 2 is a mixed solvent of main solvent and water; wherein the main solvent is any one or a combination of two or more of N,N-dimethylformamide, dichloromethane, 1,2-dichloroethane, chloroform, acetone, acetonitrile, benzene, toluene or dimethyl sulfoxide; and the volume ratio of the main solvent to water is 1:(10~30).

7. The method for preparing a functional twin air-entraining agent according to claim 2, characterized in that: In step two, the dihalogenated aniline is any one or a combination of two or more of 3,5-dichloroaniline, 3,5-dibromoaniline, 3,5-difluoroaniline or 3,5-diiodoaniline.

8. The method for preparing a functional twin air-entraining agent according to claim 2, characterized in that: In step two, the acid binding agent is any one or a combination of two or more of potassium hydroxide, sodium hydroxide, potassium carbonate, potassium bicarbonate, sodium carbonate, sodium bicarbonate, 4-dimethylaminopyridine, pyridine, diethylamine or triethylamine.

9. The method for preparing a functional twin air-entraining agent according to claim 2, characterized in that: In step two, the structure of the sulfate modified polyether is In the above formula, n is 1~10.

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