JP5874282B2 - Asphalt mixture adhesion inhibitor - Google Patents

Description

  The present invention relates to an asphalt mixture adhesion preventing agent that has a high adhesion preventing effect and a peeling effect on asphalt mixture and is difficult to clog a nozzle during spraying.

  Asphalt composites used in road paving are manufactured by mixing asphalt and aggregate at 150 to 180 ° C. at a composite factory. When the asphalt composite material cools and solidifies, it may adhere to composite material plant facilities such as hoppers and skip elevators. When the amount of deposits increases, it is necessary to stop the production and perform cleaning. Therefore, prevention of adhesion of asphalt mixture is very important from the viewpoint of productivity in a mixture plant. In addition, adhesion of asphalt composite material may also occur on the loading platform of dump trucks for transporting asphalt composite materials, and may also occur on paving equipment such as rollers that contact the asphalt composite material during road paving. It is very important from the viewpoint of construction efficiency to prevent adhesion to these devices.

  Therefore, conventionally, mineral oil such as light oil and heavy oil has been sprayed onto a mixture plant facility such as a hopper and a skip elevator to prevent asphalt mixture from adhering. However, when light oil or heavy oil is used, the sprayed oil flows out of the production facility, causing environmental problems. Therefore, an asphalt mixture adhesion inhibitor that has the same or better anti-adhesion performance as light oil and heavy oil and hardly causes environmental problems is desired.

  On the other hand, the asphalt mixture adhesion inhibitor is generally diluted with water and sprayed. If the state of spraying deteriorates, the performance of the drug cannot be exerted, so it is important that the diluting liquid does not clog the nozzle to be sprayed.

  Patent Document 1 discloses a lubricating oil composition in which animal and vegetable oils and fats and polyoxyethylene sorbite fatty acid esters are combined. However, the composition of Patent Document 1 requires a stirring and mixing facility in order to keep the components of the chemical solution diluted with water uniform, and thus has a problem of requiring a new facility investment. There is also a problem that productivity is inferior because it is likely to be clogged and needs periodic disassembly and cleaning.

  Examples of the asphalt mixture adhesion preventing agent that is difficult to clog the nozzle of the spraying device include the following. Patent Document 2 discloses an asphalt mixture adhesion inhibitor using polyvinyl alcohol, Patent Document 3 discloses an asphalt mixture adhesion inhibitor using polyoxyalkylene glycol, and Patent Document 4 discloses trivalent and hexavalent polyhydric alcohols. Asphalt mixture adhesion inhibitors using polyoxyalkylene adducts are disclosed respectively. These asphalt mixture adhesion preventing agents that do not use an oily component are less likely to cause clogging of the nozzle, but have insufficient adhesion preventing effects, and the ability to peel off asphalt once adhered is not sufficient.

International Publication No. 2003/035809 US Pat. No. 6,486,249 Japanese Patent Laid-Open No. 8-127761 JP 2000-160002 A

  The present invention solves the above-described conventional problems, and an object of the present invention is to provide an asphalt mixture adhesion preventing agent that has a high asphalt mixture adhesion prevention effect and peeling effect and is difficult to clog a nozzle during spraying. .

  As a result of intensive studies to solve the above problems, the present inventors have found that an asphalt mixture anti-adhesive agent made of a specific alkylene oxide derivative has a high anti-adhesion effect and an exfoliation effect and is difficult to clog the nozzle during spraying. As a result, the present invention has been completed. That is, the present invention is an asphalt composite material adhesion preventive comprising the compound represented by the formula (1).

^{_{R 1 O - [(EO)}} m (AO) n] -R 2 ··· (1)

(Wherein R ¹ and R ² are each independently a hydrocarbon group having 1 to 4 carbon atoms, EO is an oxyethylene group, AO is an oxyalkylene group having 3 to 4 carbon atoms, and m is an average addition mole of the oxyethylene group) The number, n is the average number of added moles of the oxyalkylene group having 3 to 4 carbon atoms, m is 1 to 5, n is 1 to 5, and m + n is 2 to 10. The total content of EO and AO (The ratio of the AO content with respect to is 20 to 75% by mass. EO and AO may be added in blocks or randomly.)

  The asphalt mixture adhesion preventive agent of the present invention is highly effective in asphalt mixture productivity and construction because the asphalt mixture adhesion prevention effect and peeling effect are high and the nozzle is not easily clogged during spraying.

  Hereinafter, embodiments of the present invention will be described. The asphalt mixture adhesion preventive agent of the present invention comprises a compound represented by the following formula (1).

^{_{R 1 O - [(EO)}} m (AO) n] -R 2 ··· (1)

In the compound represented by the formula (1), R ¹ and R ² are each independently a hydrocarbon group having 1 to 4 carbon atoms, preferably a hydrocarbon group having 1 to 2 carbon atoms. R ¹ and R ² are specifically a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an allyl group, an n-butyl group, a sec-butyl group, and a tert-butyl group, preferably a methyl group. .

  EO is an oxyethylene group, and AO is an oxyalkylene group having 3 to 4 carbon atoms. Examples of AO include an oxypropylene group and a 1,2-oxybutylene group. Preferably it is an oxypropylene group. m is the average added mole number of EO, and 1 ≦ m ≦ 5, preferably 2 ≦ m ≦ 3. When m is less than 1, the adhesion preventing effect is lowered, and when m is more than 5, the peelability is deteriorated. n is the average added mole number of AO, and 1 ≦ n ≦ 5, preferably 1 ≦ n ≦ 2. When n is less than 1, the peelability is deteriorated, and when n is more than 5, the adhesion preventing effect is lowered. Moreover, m + n is 2-10, Preferably it is 3-5. If m + n exceeds 10, the peelability is deteriorated.

  The ratio of the AO content to the total content of EO and AO is 20 to 75% by mass, preferably 40 to 60% by mass. If it is less than 20% by mass, the hydrophilicity becomes high and the releasability is deteriorated.

  The order in which EO and AO are added in Formula (1) is not particularly limited, and EO and AO may be added in blocks or randomly. The preferred order is random.

  Since the compound represented by the formula (1) is an amphiphilic compound, it is an alternative to oil, and can exhibit an adhesion prevention effect and a peeling effect in a one-pack type without using oil. Moreover, since the compound shown by Formula (1) also has hydrophilicity, it can be diluted with water and used.

  The compound represented by the formula (1) can be produced by a known method. For example, it can be obtained by addition-polymerizing ethylene oxide and alkylene oxide having 3 to 4 carbon atoms to an alcohol having 1 to 4 carbon atoms, and then ether-reacting the alkyl halide in the presence of an alkali catalyst.

  In addition, in the stage of addition polymerization of ethylene oxide (EO) and alkylene oxide (AO) having 3 to 4 carbon atoms to a compound having a hydroxyl group, EO and AO may be randomly polymerized or block polymerized. Moreover, the ratio of AO content with respect to the total of each addition mole number of oxyethylene group (EO) and a C3-C4 oxyalkylene group (AO) and each content of EO and AO is ethylene oxide and carbon number 3 It can adjust by adjusting each usage-amount of -4 alkylene oxide.

  The asphalt composite material adhesion preventive agent of the present invention is used for the purpose of preventing the asphalt composite material from adhering to factory facilities and equipment that come into contact with the asphalt composite material, or for the purpose of peeling the attached asphalt composite material. Asphalt composite is a mixed material in which asphalt is used as a binder and aggregates (gravel, sand, partially molten slag, etc.) and fillers are mixed, and is used for paving roads and the like.

  The asphalt mixture adhesion inhibitor of the present invention may be used as a stock solution without being diluted, but is usually used after being diluted with water. The dilution ratio is 3 to 100 times by mass, preferably 5 to 50 times by mass with water relative to the stock solution. The asphalt composite material adhesion preventive agent of the present invention is mainly used in composite material plant facilities such as hoppers and skip elevators, but is used for transportation of dump trucks used for transportation, finishers that are paving equipment, macadam rollers, tire rollers. You may use for etc. The asphalt mixture adhesion preventive agent of the present invention may be used by applying with a brush or the like, or may be used by spraying with a spray or the like. However, since the asphalt mixture adhesion preventing agent of the present invention has an advantage that it is difficult to clog the nozzle of the spraying device, the advantage of the present invention becomes more remarkable when used by spraying.

  The asphalt mixture adhesion preventive agent of the present invention can be used as a composition together with additives within a range that does not impair the effects of the present invention. Examples of such additives include lower alcohols, polyhydric alcohols, anionic surfactants, amphoteric surfactants, nonionic surfactants, cationic surfactants, water-soluble polymers, organic or inorganic salts. , PH adjusters, bactericides, chelating agents, pigments, fragrances and the like.

  Hereinafter, the present invention will be described more specifically with reference to examples and comparative examples. In addition, the compounds 1-11 in Table 1 make various parameters in the compound shown by Formula (1) into the numerical value etc. which are shown in Table 1. In Table 1, EO is an oxyethylene group, AO is an oxyalkylene group, PO is an oxypropylene group, BO is an oxybutylene group, and each of Compounds 1 to 11 is a random addition of EO and AO. is there. Furthermore, [(EO) / (PO)] represents a random bond between EO and PO.

(Synthesis Example 1)
Polyoxyethylene (3 mol) Polyoxypropylene (2 mol) Dimethyl ether [Compound 1]
CH ₃ O [(EO) ₃ / (PO) ₂ ] CH ₃

  76 g of propylene glycol and 3.1 g of potassium hydroxide as a catalyst were charged into an autoclave, the air in the autoclave was replaced with dry nitrogen, and the catalyst was completely dissolved at 140 ° C. with stirring. Next, the mixture of ethylene oxide 132g and propylene oxide 58g was dripped with the dripping apparatus, and it stirred for 2 hours. Next, 224 g of potassium hydroxide was charged and the inside of the system was replaced with dry nitrogen, and then 188 g of methyl chloride was injected at a temperature of 80 to 130 ° C. and reacted for 5 hours. Thereafter, the reaction composition was taken out from the autoclave, neutralized with hydrochloric acid to pH 6 to 7, and treated at a reduced pressure of -0.095 MPa (50 mmHg) at 100 ° C for 1 hour in order to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment, and thus Compound 1 was obtained.

  The hydroxyl value of the compound 1 sampled and purified before reacting with methyl chloride is 106, whereas the hydroxyl value of compound 1 is 0.5, and the ratio of the number of hydrogen atoms to the number of terminal methyl groups is 0.005. Thus, in Compound 1, the hydrogen atom is almost completely converted to a methyl group.

(Synthesis Examples 2 to 11)
In the same manner as in Synthesis Example 1, the compounds 2 to 11 shown in Table 1 were synthesized.

(Examples and Comparative Examples)
The following evaluation tests were conducted using the compounds 1 to 11 and the compounds shown in Comparative Examples 6 to 9 in Table 1 as an asphalt mixture adhesion inhibitor. The results are also shown in Table 1. In all tests, compounds evaluated as “◎” and “◯” were determined to be acceptable.

(1) Adhesion Prevention Test After spraying 1 g of a solution obtained by diluting each asphalt mixture adhesion inhibitor 10 times with water onto SS400 steel material of 20 cm × 15 cm, straight asphalt mixture (dense particle size asphalt mixture) heated to 150 ° C. Straight asphalt 6% Straight asphalt penetration 60-60: JISK2207) was placed on it for 1 minute at room temperature. Thereafter, the steel material was inclined at an angle of 70 degrees, and straight asphalt mixture was dropped. A series of operations of placing the straight asphalt composite material, leaving it to stand, and tilting it to drop the straight asphalt composite material was repeated a total of 5 times. The asphalt mixture adhering to the steel material was weighed and evaluated according to the following criteria.

(Evaluation criteria)
A: The adhesion amount is less than 5 g.
○: Adhesion amount is 5 g or more and less than 10 g.
(Triangle | delta): The adhesion amount is 10 g or more and less than 100 g.
X: Adhesion amount is 100 g or more.

(2) Peelability test Straight asphalt composite material heated to 150 ° C. (dense-graded asphalt composite material, straight asphalt 6% straight asphalt penetration 60-80: JISK2207) is placed on an SS400 steel material of 20 cm × 15 cm by 10 kg. A steel material having 1.0 kg of asphalt mixture adhered thereto was prepared by standing at room temperature for a minute. Thereafter, the steel material to which the asphalt mixture was adhered was immersed in a solution obtained by diluting each asphalt mixture adhesion inhibitor 10 times with water at 70 ° C. for 10 minutes. The steel material was taken out from the liquid, the steel material was inclined at an angle of 70 degrees, and the straight asphalt mixture was dropped. The asphalt mixture adhering to the steel material was weighed and evaluated according to the following criteria.

(Evaluation criteria)
A: The adhesion amount is less than 5 g.
○: Adhesion amount is 5 g or more and less than 10 g.
(Triangle | delta): The adhesion amount is 10 g or more and less than 100 g.
X: Adhesion amount is 100 g or more.

(3) Clogging test of nozzle A solution obtained by diluting each asphalt mixture adhesion inhibitor 10 times with water was sprayed using a sprayer (IR-N3000 manufactured by Iris Oyama Co., Ltd., spraying capacity 250 ml / min). The discharge amount at the initial stage of spraying was set to 100%, the discharge amount after 10 minutes of spraying and the spray state were confirmed, and the clogging of the nozzles was evaluated according to the following four criteria.

(Evaluation criteria)
A: The discharge amount is 98% or more of the first spray, and the spray state is uniform and fine.
○: The discharge amount is 95% or more and less than 98% at the first spraying, and the spraying state is fine, but there is a slight bias.
Δ: The discharge amount is 80% or more and less than 95% at the first spraying, the spraying state is uneven and non-uniform.
X: The discharge amount is less than 80% of the first spray, the spray state is not fine, and the spray is defective.

  From the results shown in Table 1, it can be seen that the asphalt mixture adhesion preventing agents of Examples 1 to 6 according to the present invention have a high adhesion prevention effect and peeling effect on the asphalt mixture, and are difficult to clog the nozzle during spraying.

On the other hand, in Comparative Example 1 (Compound 7), m in the formula (1) is 0 and AO / (EO + AO) = 10, so the nozzle is somewhat clogged. In Comparative Example 2 (Compound 8), n in the formula (1) is 0 and AO / (EO + AO) = 0, so that the peeling effect is low. In Comparative Example 3 (Compound 9), m in the formula (1) exceeds 5, and AO / (EO + AO) is less than 20% by mass, so the peeling effect is low. In Comparative Example 4 (Compound 10), since R ² in Formula (1) is a hydrogen atom, the adhesion preventing effect and the peeling effect are low. In Comparative Example 5 (Compound 11), R ¹ is a hydroxyl group, R ² is a hydrogen atom, and m + n exceeds 10, so that the adhesion preventing effect and the peeling effect are low. Since Comparative Example 6 is polyvinyl alcohol, the adhesion preventing effect and the peeling effect are low. Since Comparative Example 7 is polyoxypropylene glycerin, the adhesion preventing effect and the peeling effect are low. Since it is polyoxypropylene sorbitol of the comparative example 8, the adhesion prevention effect and peeling effect are low. This is presumed to be due to the fact that the polyoxypropylene sorbitol ends are all hydroxyl groups. Since Comparative Example 9 contains an oil component, the nozzle is easily clogged and the peeling effect is low.

Claims (1)

An asphalt mixture adhesion inhibitor comprising a compound represented by the formula (1).
^{_{R 1 O - [(EO)}} m (AO) n] -R 2 ··· (1)
(Wherein R ¹ and R ² are each independently a hydrocarbon group having 1 to 4 carbon atoms, EO is an oxyethylene group, AO is an oxyalkylene group having 3 to 4 carbon atoms, and m is an average addition mole of the oxyethylene group) The number, n is the average number of added moles of the oxyalkylene group having 3 to 4 carbon atoms, m is 1 to 5, n is 1 to 5, and m + n is 2 to 10. The total content of EO and AO (The ratio of the AO content with respect to is 20 to 75% by mass. EO and AO may be added in blocks or randomly.)