A tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent
By preparing a tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent, the problem of water damage to asphalt pavement was solved, the long-lasting adhesion between asphalt and aggregate was achieved, and the stripping area was significantly reduced.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- SUZHOU UNIV OF SCI & TECH
- Filing Date
- 2023-07-04
- Publication Date
- 2026-08-04
AI Technical Summary
Existing asphalt pavements are prone to water damage after traffic volume increases, causing asphalt to peel off from the aggregate surface. Existing anti-stripping agents are easily lost and lose their adhesion, making it difficult to improve the adhesion between asphalt and aggregate in a lasting manner.
An asphalt anti-stripping agent was prepared by modifying polybutyl acrylate with tetraethylenepentamine. The reaction of tetraethylenepentamine with polybutyl acrylate under the action of sodium tert-butoxide catalyst formed a polymer product with tetraethylenepentamine side chains, which enhanced the adhesion between asphalt and aggregate.
It significantly improved the adhesion between asphalt and aggregates, reduced the asphalt stripping area from 40% to 4%, and achieved a long-lasting anti-stripping effect.
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Abstract
Description
Technical Field
[0001] This invention relates to the field of modified asphalt technology, and more particularly to a tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent. Background Technology
[0002] In recent years, with the continuous increase in traffic volume, asphalt pavements have experienced various early damage phenomena. Water damage is one of the most typical early damages to asphalt pavements. Studies have shown that the root cause of water damage to pavements is insufficient adhesion between asphalt and aggregates, ultimately causing the asphalt to peel off from the aggregate surface, leading to pavement failure.
[0003] To improve the adhesion between asphalt and aggregates, an effective method is to add anti-stripping agents to the asphalt. Commonly used asphalt anti-stripping agents include hydrated lime or cement, amine-based anti-stripping agents, and non-amine-based anti-stripping agents. These small-molecule anti-stripping agents are often easily lost during pavement use, causing the asphalt to lose its anti-stripping properties. High-molecular-weight asphalt anti-stripping agents, once dissolved in asphalt, are less prone to loss and can maintain the asphalt's adhesion for a longer period; however, research reports on high-molecular-weight asphalt anti-stripping agents are limited.
[0004] This invention discloses a tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent, which has a simple preparation process and is easy to use. After adding this anti-stripping agent to asphalt, the adhesion between asphalt and aggregate is greatly improved, which has important application value. Summary of the Invention
[0005] A tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent is characterized in that the asphalt anti-stripping agent is prepared by reacting tetraethylenepentamine and polybutyl acrylate, specifically by the ammonolysis reaction of tetraethylenepentamine on polybutyl acrylate under the action of sodium tert-butoxide catalyst, thereby linking tetraethylenepentamine to the main chain of polyacrylate via amide bonds to form a polymer product with tetraethylenepentamine side chains. The reaction route is as follows:
[0006] The specific preparation methods are as follows: (1) Preparation of polybutyl acrylate: Weigh polybutyl acrylate in a wide-mouth bottle, add azobisisobutyronitrile (AIBN), the mass of AIBN is 0.5% of that of polybutyl acrylate, gently shake to completely dissolve the solid, use argon to purge the air from the bottle, cover the bottle, and heat it in an 80°C constant temperature oven. After 5 hours of polymerization reaction, a transparent viscous liquid is obtained, which is polybutyl acrylate; (2) Preparation of tetraethylenepentamine modified polybutyl acrylate asphalt anti-stripping agent: Weigh polybutyl acrylate in a three-necked flask, and then add tetraethylenepentamine, tetrahydrofuran solvent, anhydrous ethanol and tert-butyl Sodium ethoxide, tetraethylenepentamine, and polybutyl acrylate were mixed in a mass ratio of 1.5:1, tetrahydrofuran and polybutyl acrylate in a mass ratio of 2.5:1, anhydrous ethanol and tetrahydrofuran in a mass ratio of 1:5, and sodium tert-butoxide was 1% of the mass of tetraethylenepentamine. A reflux condenser was installed, and the mixture was heated in a water bath with magnetic stirring. The reaction system was refluxed at 67°C for 3 hours. After the reaction was complete, the reaction solution was poured into a large amount of ethanol, resulting in the precipitation of a white viscous liquid. This white viscous liquid was washed twice with ethanol and then dried in a 100°C oven to constant weight, yielding a tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent.
[0007] The mixing method of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent and base asphalt is as follows: weigh the base asphalt in a beaker, then add the tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent, place it in a 100℃ oven, and stir it every 15 minutes after the base asphalt melts. Heat and stir for a total of 2 hours to obtain anti-stripping modified asphalt.
[0008] According to the boiling water test, adding 0.5% tetraethylenepentamine modified polybutyl acrylate asphalt anti-stripping agent to the base asphalt can reduce the stripping area of asphalt on the basalt surface from 40% to 4%, which shows a significant anti-stripping effect and has important application value. Detailed Implementation
[0009] The present invention will be described below with reference to specific implementation schemes. It should be noted that the following embodiments are examples of the present invention and are only used to illustrate the present invention, and are not limited to the present invention.
[0010] The asphalt used in the experiment was national standard No. 70 base asphalt, and the aggregate was basalt.
[0011] The adhesion between asphalt and coarse aggregate was tested using the boiling water method, specifically according to the boiling water method procedure T0616-1993 in the "Test Procedures for Asphalt and Asphalt Mixtures in Highway Engineering" (JTG E20-2011). The smaller the peeling area of the asphalt, the better the adhesion between the asphalt and coarse aggregate, and the better the anti-peeling effect.
[0012] Example 1
[0013] Preparation of polybutyl acrylate: Weigh 10.0 g of butyl acrylate into a 60 mL wide-mouth bottle, add 0.05 g of azobisisobutyronitrile, gently shake to completely dissolve the solid, purge the air from the bottle with argon gas, cover the bottle, and heat in an 80 °C constant temperature oven for 5 h of polymerization reaction to obtain a transparent viscous liquid, which is polybutyl acrylate.
[0014] Example 2
[0015] Preparation of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent with a mass ratio of tetraethylenepentamine and polybutyl acrylate of 0.5:1: 4.00 g of polybutyl acrylate was weighed into a three-necked flask, then 2.00 g of tetraethylenepentamine, 10.0 g of tetrahydrofuran solvent, 2.0 g of anhydrous ethanol, and 0.020 g of sodium tert-butoxide were added. A reflux condenser was attached, and the mixture was heated in a water bath with magnetic stirring. The reaction system was refluxed at 67°C for 3 hours. After the reaction was completed, the reaction solution was poured into a large amount of ethanol, and a white viscous liquid precipitated. This white viscous liquid was washed twice with ethanol and then dried in a 100°C oven to constant weight, yielding a tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent with a mass ratio of tetraethylenepentamine and polybutyl acrylate of 0.5:1.
[0016] Example 3
[0017] Preparation of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent with a mass ratio of tetraethylenepentamine and polybutyl acrylate of 1:1: 4.00 g of polybutyl acrylate was weighed into a three-necked flask, then 4.00 g of tetraethylenepentamine, 10.0 g of tetrahydrofuran solvent, 2.0 g of anhydrous ethanol, and 0.040 g of sodium tert-butoxide were added. A reflux condenser was attached, and the mixture was heated in a water bath with magnetic stirring. The reaction system was refluxed at 67°C for 3 hours. After the reaction was completed, the reaction solution was poured into a large amount of ethanol, and a white viscous liquid precipitated. This white viscous liquid was washed twice with ethanol and then dried in a 100°C oven to constant weight, yielding the tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent with a mass ratio of tetraethylenepentamine and polybutyl acrylate of 1:1.
[0018] Example 4
[0019] Preparation of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent with a mass ratio of tetraethylenepentamine and polybutyl acrylate of 1.5:1: 4.00 g of polybutyl acrylate was weighed into a three-necked flask, then 6.00 g of tetraethylenepentamine, 10.0 g of tetrahydrofuran solvent, 2.0 g of anhydrous ethanol, and 0.060 g of sodium tert-butoxide were added. A reflux condenser was attached, and the mixture was heated in a water bath with magnetic stirring. The reaction system was refluxed at 67°C for 3 hours. After the reaction was completed, the reaction solution was poured into a large amount of ethanol, and a white viscous liquid precipitated. This white viscous liquid was washed twice with ethanol and then dried in a 100°C oven to constant weight, yielding the tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent with a mass ratio of tetraethylenepentamine and polybutyl acrylate of 1.5:1.
[0020] Example 5
[0021] 100.0 g of base asphalt was weighed into a 400 mL beaker, and then 0.40 g of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent (resulting in a tetraethylenepentamine-polybutyl acrylate reaction ratio of 0.5:1) was added. The mixture was placed in a 100℃ oven, and after the base asphalt melted, it was stirred every 15 minutes for a total of 2 hours to obtain the modified asphalt. The asphalt stripping area was 24% as tested by the boiling water method.
[0022] Example 6
[0023] Weigh 100.0 g of base asphalt into a 400 mL beaker, then add 0.40 g of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent (resulting in a 1:1 mass ratio of tetraethylenepentamine and polybutyl acrylate). Place the beaker in a 100℃ oven and stir every 15 minutes after the base asphalt has melted. Continue heating and stirring for a total of 2 hours to obtain the modified asphalt. The asphalt stripping area was found to be 15% according to the boiling water test.
[0024] Example 7
[0025] 100.0 g of base asphalt was weighed into a 400 mL beaker, and then 0.40 g of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent (resulting in a mass ratio of tetraethylenepentamine to polybutyl acrylate of 1.5:1) was added. The mixture was placed in a 100℃ oven, and after the base asphalt melted, it was stirred every 15 minutes for a total of 2 hours to obtain the modified asphalt. The asphalt stripping area was found to be 8% according to the boiling water test.
[0026] Example 8
[0027] 100.0 g of base asphalt was weighed into a 400 mL beaker, and then 0.30 g of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent (resulting in a tetraethylenepentamine-polybutyl acrylate reaction ratio of 1.5:1) was added. The mixture was placed in a 100℃ oven, and after the base asphalt melted, it was stirred every 15 minutes for a total of 2 hours to obtain the modified asphalt. The asphalt stripping area was 12% according to the boiling water test.
[0028] Example 9
[0029] 100.0 g of base asphalt was weighed into a 400 mL beaker, and then 0.50 g of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent (resulting in a tetraethylenepentamine-polybutyl acrylate reaction ratio of 1.5:1) was added. The mixture was placed in a 100℃ oven, and after the base asphalt melted, it was stirred every 15 minutes for a total of 2 hours to obtain the modified asphalt. The asphalt stripping area was found to be 4% according to the boiling water test.
[0030] Comparative Example 1
[0031] 100.0g of base bitumen was weighed into a 400mL beaker. The bitumen stripping area was 40% as determined by the boiling water test.
[0032] Comparative Example 2
[0033] Weigh 100.0 g of base asphalt into a 400 mL beaker, then add 0.40 g of polybutyl acrylate. Place the beaker in a 100 °C oven and stir every 15 minutes after the base asphalt has melted. Continue heating and stirring for a total of 2 hours to obtain modified asphalt. The asphalt stripping area was 40% as tested by the boiling water method.
[0034] The measured peeling area data of Examples 5-9 and Comparative Examples 1-2 are summarized in the table.
[0035] Table 5-9 and Comparative Examples 1-2 Experimental Results
[0036]
[0037] As can be seen from the comparison of Examples 7-9 and Comparative Example 1, the addition of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent to asphalt significantly reduced the stripping area of the modified asphalt, indicating that tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent can greatly improve the anti-stripping performance of asphalt.
[0038] As can be seen from the comparison between Comparative Example 2 and Comparative Example 1, the unmodified polybutyl acrylate has no effect on improving the peel resistance of asphalt, indicating that the modification of polybutyl acrylate by tetraethylenepentamine is the key technology.
[0039] As can be seen from the comparison of Examples 5-7, the mass ratio of tetraethylenepentamine to polybutyl acrylate has a significant impact on the properties of modified polybutyl acrylate. When the mass ratio of tetraethylenepentamine to polybutyl acrylate is 1.5:1, the modified polybutyl acrylate exhibits the best peel resistance.
[0040] As can be seen from the comparison of Examples 7-9, the greater the amount of tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent added, the better the anti-stripping performance of the modified asphalt.
[0041] As can be seen from the comparison between Example 9 and Comparative Example 1, after adding 0.5% tetraethylenepentamine modified polybutyl acrylate asphalt anti-stripping agent to the base asphalt, the stripping area of the asphalt can be reduced from 40% (Comparative Example 1) to 4% (Example 9), and the anti-stripping effect is significant.
Claims
1. A tetraethylenepentamine modified polybutyl acrylate asphalt anti-stripping agent characterized in that the asphalt The anti-stripping agent has a comb-like structure with polybutyl acrylate as the main chain and tetraethylenepentamine as the side chain. The specific preparation method is as follows: (1) Preparation of polybutyl acrylate: Weigh polybutyl acrylate in a wide-mouth bottle, add azobisisobutyronitrile, the mass of azobisisobutyronitrile is 0.5% of the mass of polybutyl acrylate, shake gently to completely dissolve the solid, use argon to remove the air in the bottle, cover the bottle, put it in an 80℃ constant temperature oven and heat it. After the polymerization reaction for 5 hours, a transparent viscous liquid is obtained, which is polybutyl acrylate; (2) Preparation of tetraethylenepentamine modified polybutyl acrylate asphalt anti-stripping agent: Weigh polybutyl acrylate in a three-necked flask, and then add tetraethylenepentamine. Pentylenepentamine, tetrahydrofuran, anhydrous ethanol, and sodium tert-butoxide were mixed. The mass ratio of tetraethylenepentamine to polybutyl acrylate was 1.5:1, the mass ratio of tetrahydrofuran to polybutyl acrylate was 2.5:1, the mass ratio of anhydrous ethanol to tetrahydrofuran was 1:5, and the mass of sodium tert-butoxide was 1% of that of tetraethylenepentamine. A reflux condenser was installed, and the mixture was heated in a water bath with magnetic stirring. The reaction system was refluxed at 67°C for 3 hours. After the reaction was completed, the reaction solution was poured into a large amount of ethanol, and a white viscous liquid precipitated out. This white viscous liquid was washed twice with ethanol and then dried in a 100°C oven to constant weight to obtain a tetraethylenepentamine-modified polybutyl acrylate asphalt anti-stripping agent.