Asphalt composition and asphalt pavement composition

By adding a resin with an epoxy group to asphalt compositions, the dispersibility and storage stability of polyester resin are improved, enhancing the durability and homogeneity of asphalt pavements.

JP7821631B2Active Publication Date: 2026-02-27SUMITOMO CHEM CO LTD
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Patent Information

Application Number
JP2022029094
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2022-02-28
Publication Date
2026-02-27
Estimated Expiration
2042-02-28

AI Technical Summary

Technical Problem

The affinity between asphalt and polyester resin is low, leading to poor dispersibility of polyester resin in asphalt compositions, which affects the homogeneity and durability of asphalt pavements.

Method used

Incorporating a resin with an epoxy group into the asphalt composition, which reacts with the functional groups of asphalt and polyester resin, improving their dispersibility and storage stability.

Benefits of technology

Enhances the dispersibility and storage stability of polyester resin in asphalt compositions, resulting in improved durability and homogeneity of asphalt pavements.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide an asphalt composition and an asphalt pavement material composition with excellent dispersibility of polyester resin.SOLUTION: An asphalt composition including asphalt, a polyester resin, and an epoxy-group-containing resin is disclosed. An asphalt pavement material composition including the asphalt composition and an aggregate is also disclosed.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to asphalt compositions and asphalt pavement compositions. [Background technology]

[0002] Asphalt pavements using asphalt compositions are used for paving roads, parking lots, freight yards, etc., because they are relatively easy to lay and there is a short time between the start of paving work and the start of traffic. In recent years, there has been an increasing demand for highly durable pavements from the perspective of life cycle costs, and asphalt compositions containing polyester resins, which have high strength and excellent oil resistance, have been studied as a method for improving the durability of asphalt (see, for example, Patent Document 1). [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Patent No. 6852855 Summary of the Invention [Problem to be solved by the invention]

[0004] When producing an asphalt composition containing asphalt and polyester resin, the affinity between asphalt and polyester resin is low and the dispersibility of the polyester resin in the asphalt composition is low, so the asphalt composition containing polyester resin may not exhibit homogeneous properties.

[0005] Therefore, one aspect of the present invention provides an asphalt composition and an asphalt pavement composition that have excellent dispersibility of polyester resin. [Means for solving the problem]

[0006] One aspect of the present invention is an asphalt composition containing asphalt, a polyester resin, and a resin having an epoxy group.

[0007] Another aspect of the present invention is an asphalt pavement composition containing the above-mentioned asphalt composition and aggregate. [Effects of the Invention]

[0008] According to one aspect of the present invention, it is possible to provide an asphalt composition and an asphalt pavement composition in which polyester resin dispersibility is excellent. [Brief explanation of the drawings]

[0009] [Figure 1] FIG. 1 is a photograph of the asphalt composition obtained in Comparative Example 1. [Figure 2] FIG. 2 is a photograph of the asphalt composition obtained in Example 6. [Figure 3] FIG. 3 is a photograph of the asphalt composition obtained in Comparative Example 8. [Figure 4] FIG. 4 is an image of a sample prepared from the asphalt composition obtained in Example 1, observed with an optical microscope. [Figure 5] FIG. 5 is an image of a sample prepared from the asphalt composition obtained in Example 2, observed with an optical microscope. [Figure 6] FIG. 6 is an image of a sample prepared from the asphalt composition obtained in Example 6, observed with an optical microscope. [Figure 7] FIG. 7 is an image of a sample prepared from the asphalt composition obtained in Example 7, observed with an optical microscope. [Figure 8] FIG. 8 is an image of a sample prepared from the asphalt composition obtained in Example 12, observed with an optical microscope. [Figure 9] FIG. 9 is an image of a sample prepared from the asphalt composition obtained in Example 14, observed with an optical microscope. [Figure 10] FIG. 10 is an image of a sample prepared from the asphalt composition obtained in Comparative Example 5, observed with an optical microscope. [Figure 11] FIG. 11 is an image of a sample prepared from the asphalt composition obtained in Comparative Example 9, observed with an optical microscope. DETAILED DESCRIPTION OF THE INVENTION

[0010] Hereinafter, embodiments of the present invention will be described in detail, but the present invention is not limited to the following embodiments.

[0011] One embodiment of the present invention is an asphalt composition containing asphalt, a polyester resin, and a resin having an epoxy group. The asphalt composition may be a melt-kneaded mixture containing asphalt, a resin having an epoxy group, and a polyester resin.

[0012] The asphalt is not particularly limited, and may be, for example, natural asphalt such as straight asphalt for paving, lake asphalt, semi-blown asphalt, straight asphalt modified with blown asphalt, tar-modified straight asphalt, or a combination thereof.

[0013] The asphalt content may be 50 mass% or more, 60 mass% or more, or 65 mass% or more, and may be 99.9 mass% or less, 99 mass% or less, or 98 mass% or less, based on the total mass of the asphalt composition.

[0014] The polyester resin may be, for example, a resin containing a monomer unit derived from an alcohol compound and a monomer unit derived from a carboxylic acid compound, provided that a polyester resin having an epoxy group is considered to be a resin having an epoxy group.

[0015] Examples of the alcohol compound include aliphatic diols, aromatic diols, and trihydric or higher polyhydric alcohols. These alcohol compounds can be used alone or in combination of two or more.

[0016] Examples of the carboxylic acid compound include aliphatic dicarboxylic acids, aromatic dicarboxylic acids, and trivalent or higher polycarboxylic acids. The carboxylic acid compound may be an unsaturated dicarboxylic acid compound such as fumaric acid or maleic acid. These carboxylic acid compounds may be used alone or in combination of two or more.

[0017] The glass transition temperature of the polyester resin may be −100° C. or higher, −70° C. or higher, or −40° C. or higher, or may be 100° C. or lower, 70° C. or lower, 30° C. or lower, or 10° C. or lower.

[0018] The content of the polyester resin may be 0.5 parts by mass or more, 1 part by mass or more, 2 parts by mass or more, 5 parts by mass or more, 8 parts by mass or more, 15 parts by mass or more, or 20 parts by mass or more, and may be 50 parts by mass or less, 40 parts by mass or less, 35 parts by mass or less, or 30 parts by mass or less, per 100 parts by mass of asphalt. The content of the polyester resin may be 0.5 to 50 parts by mass, 5 to 50 parts by mass, or 15 to 35 parts by mass, per 100 parts by mass of asphalt.

[0019] The resin having an epoxy group may be, for example, a polyolefin-based resin having an epoxy group, which contains a monomer unit having an epoxy group and a monomer unit derived from ethylene and / or an α-olefin, or may be a polyethylene-based resin having an epoxy group.

[0020] The inclusion of an epoxy group-containing resin in an asphalt composition improves the dispersibility of the polyester resin. The reason for this is thought to be that when the asphalt composition contains a reactive resin such as an epoxy group-containing resin, the epoxy group-containing resin reacts with the functional groups of the asphalt and / or the functional groups of the polyester resin, thereby suppressing aggregation of the polyester resin and improving dispersibility. Furthermore, the inclusion of a reactive resin such as an epoxy group-containing resin in an asphalt composition suppresses aggregation of the polyester resins even after the asphalt composition has been prepared, thereby improving the storage stability of the asphalt composition.

[0021] The proportion of monomer units derived from ethylene and / or α-olefins (the total proportion of monomer units derived from ethylene and monomer units derived from α-olefins) may be 50 to 99.9% by mass, based on the mass of the resin having an epoxy group. The proportion of monomer units having an epoxy group may be 0.1% by mass or more, 0.5% by mass or more, 1% by mass or more, 5% by mass or more, or 10% by mass or more, based on the mass of the resin having an epoxy group, and may be 50% by mass or less, 40% by mass or less, 30% by mass or less, or 20% by mass or less. The resin having an epoxy group may be a random copolymer or a block copolymer.

[0022] The monomer unit having an epoxy group may be, for example, a monomer unit derived from an unsaturated carboxylic acid glycidyl ester, or a monomer unit derived from a glycidyl ether having an unsaturated group.

[0023] The unsaturated carboxylic acid glycidyl ester may be a compound represented by the following formula (1): 1 represents an alkenyl group having 2 to 18 carbon atoms, and the alkenyl group may have one or more substituents. Examples of the compound represented by formula (1) include glycidyl acrylate, glycidyl methacrylate, and glycidyl itaconic acid ester.

[0024] [ka]

[0025] The glycidyl ether having an unsaturated group may be a compound represented by the following formula (2): 2represents an alkenyl group having 2 to 18 carbon atoms, and the alkenyl group may have one or more substituents. X represents CH2-O or an oxygen atom. Examples of the compound represented by formula (2) include allyl glycidyl ether, 2-methylallyl glycidyl ether, and styrene-p-glycidyl ether.

[0026] [ka]

[0027] The resin having an epoxy group may contain, in addition to a monomer unit having an epoxy group and a monomer unit derived from ethylene and / or an α-olefin, a monomer unit such as styrene, acrylonitrile, an unsaturated carboxylic acid ester (ethyl acrylate, methyl methacrylate, butyl acrylate, etc.), acrylic acid, or an unsaturated vinyl ester (vinyl acetate, vinyl propionate, etc.).

[0028] Examples of resins having epoxy groups include ethylene-glycidyl (meth)acrylate copolymers, ethylene-glycidyl (meth)acrylate-methyl (meth)acrylate copolymers, ethylene-glycidyl (meth)acrylate-ethyl (meth)acrylate copolymers, ethylene-glycidyl (meth)acrylate-normal propyl (meth)acrylate copolymers, ethylene-glycidyl (meth)acrylate-isopropyl (meth)acrylate copolymers, ethylene-glycidyl (meth)acrylate-normal butyl (meth)acrylate copolymers, ethylene-glycidyl (meth)acrylate-isobutyl (meth)acrylate copolymers, and ethylene-glycidyl (meth)acrylate-vinyl acetate copolymers. The resins having epoxy groups may be resins having glycidyl groups, ethylene-based copolymers having glycidyl groups, or ethylene-glycidyl (meth)acrylate copolymers. An example of a commercially available ethylene-glycidyl (meth)acrylate copolymer is "Bondfast" (trade name) manufactured by Sumitomo Chemical.

[0029] Other examples of resins having epoxy groups include glycidyl methacrylate-styrene copolymer, glycidyl methacrylate-acrylonitrile-styrene copolymer, and glycidyl methacrylate-propylene copolymer.

[0030] The resin having an epoxy group may be a polymer obtained by graft polymerizing a monomer having an epoxy group onto polyethylene, polypropylene, polystyrene, an ethylene-α-olefin copolymer, a hydrogenated or non-hydrogenated styrene-conjugated diene polymer, or the like, by solution or melt kneading.

[0031] The melt flow rate of the resin having epoxy groups may be 500 g / 10 min or less. When the melt flow rate is 500 g / 10 min or less, the molecular weight of the resin having epoxy groups is relatively large, and the heat resistance of the asphalt modifier tends to be excellent. From the same viewpoint, the melt flow rate of the resin having epoxy groups may be 400 g / 10 min or less, 300 g / 10 min or less, 200 g / 10 min or less, 100 g / 10 min or less, or 50 g / 10 min or less. The melt flow rate of the resin having epoxy groups may be 1 g / 10 min or more, or 5 g / 10 min or more, from the viewpoint of excellent dispersion efficiency when mixed with asphalt by having a viscosity equivalent to that of asphalt. The melt flow rate of a resin having an epoxy group is a value measured according to JIS 7210-1:2014 under conditions of 190°C and a load of 2.16 kg by Method A (a method for calculating the extrusion rate in grams per 10 minutes (g / 10 min) from the weight of the extrudate produced in a specified time).

[0032] The content of the resin having an epoxy group may be 0.01 parts by mass or more, 0.05 parts by mass or more, 0.1 parts by mass or more, 0.2 parts by mass or more, or 0.3 parts by mass or more, or 10 parts by mass or less, 5 parts by mass or less, 4 parts by mass or less, 3 parts by mass or less, 2 parts by mass or less, or 1 part by mass or less, per 100 parts by mass of asphalt. The content of the resin having an epoxy group may be 0.01 to 10 parts by mass, 0.1 to 10 parts by mass, or 0.3 to 3 parts by mass, per 100 parts by mass of asphalt.

[0033] The mass ratio of the content of the resin having an epoxy group to the content of the polyester resin (content of the resin having an epoxy group / content of the polyester resin) may be 0.001 or more, 0.005 or more, or 0.01 or more, and may be 0.5 or less, 0.1 or less, 0.05 or less, or 0.03 or less. The mass ratio of the content of the resin having an epoxy group to the content of the polyester resin may be 0.001 to 0.5, or 0.01 to 0.03.

[0034] The asphalt composition according to one embodiment may further contain components other than the polyester resin and the resin having an epoxy group. For example, the asphalt composition may further contain a thermoplastic resin other than the polyester resin and the resin having an epoxy group.

[0035] The asphalt composition can improve heat resistance and durability by containing a thermoplastic resin, such as a styrene-butadiene block copolymer, a styrene-butadiene-styrene block copolymer, a styrene-butadiene random copolymer, a styrene-isoprene block copolymer, or a styrene-isoprene random copolymer.

[0036] The content of the thermoplastic resin may be 0.1 parts by mass or more, 1 part by mass or more, 2 parts by mass or more, or 3 parts by mass or more, and may be 10 parts by mass or less, 8 parts by mass or less, 6 parts by mass or less, or 5 parts by mass or less, per 100 parts by mass of asphalt. The content of the thermoplastic resin may be 0.1 to 10 parts by mass, or 2 to 6 parts by mass, per 100 parts by mass of asphalt.

[0037] The asphalt composition can be obtained by melt-kneading a mixture containing at least asphalt, a polyester resin, and a resin having an epoxy group. The order in which resins such as polyester resin and resin having an epoxy group are added to asphalt is not particularly limited. The polyester resin and resin having an epoxy group may be pre-mixed, and then the resulting mixture may be melt-kneaded with asphalt. Alternatively, the asphalt and resin having an epoxy group may be pre-mixed, and then the resulting mixture may be melt-kneaded with the polyester resin. When the asphalt composition contains a thermoplastic resin, the asphalt, resin having an epoxy group, and thermoplastic resin may be pre-mixed, and then the resulting mixture may be melt-kneaded with the polyester resin. The temperature during melt-kneading may be, for example, 100 to 250°C or 150 to 200°C. The melt-kneading time may be, for example, 0.01 to 6 hours.

[0038] The asphalt composition can be used, for example, by mixing with aggregate, and can be used as an asphalt composition for road paving containing the asphalt composition and aggregate. The aggregate may be added during the process of producing the asphalt composition. That is, another embodiment of the present invention is an asphalt paving material composition (asphalt composition for road paving) containing the asphalt composition and aggregate.

[0039] The type and content of aggregate can be adjusted as appropriate within the range generally used in the field of road paving. Examples of aggregate include crushed stone and crushed sand, and may be crushed stone and crushed sand of sedimentary rock (e.g., hard sandstone, limestone). The content of aggregate may be, for example, 1,000 to 10,000 parts by mass per 100 parts by mass of the asphalt composition. [Example]

[0040] The present invention will be described in more detail below with reference to examples, although the present invention is not limited to these examples.

[0041] 1. Raw materials (1) Asphalt Straight asphalt: StAs, manufactured by ENEOS Corporation, Penetration: 60 / 80 (2) Additive A Polyester 1: Polyester resin, manufactured by Toray DuPont Co., Ltd., Hytrel 3046, melting point 160°C, crystallization temperature 130°C, Vicat softening point 74°C, glass transition temperature -69°C Polyester 2: Polyester resin, manufactured by Toyobo Co., Ltd., Vylon GM-920, melting point 107°C (3) Additive B EGMA: Ethylene / glycidyl methacrylate copolymer (hereinafter also referred to as "EGMA copolymer"), manufactured by Sumitomo Chemical Co., Ltd., BF-370C, glycidyl methacrylate content: 19% by mass, MFR 7g / 10min (190°C, 2.16kg load) EMA: Ethylene / methyl acrylate copolymer (Sumitomo Chemical Co., Ltd., CG4002, methyl acrylate content: 30% by mass, MFR 7g / 10min (190°C, 2.16kg load)) PA: Polyamide resin, manufactured by Arkema, Pebax 2533 SA02, melting point 134°C (4) Additive C SBS: Styrene / butadiene / styrene copolymer, manufactured by Asahi Kasei Corporation, T437L

[0042] 2. Preparation of asphalt composition (Comparative Examples 1 to 6) 400 g of StAs was heated in an oven at 180°C for 30 minutes. The stirring section of a Homodisper 2.5 type StAs was inserted into the StAs softened by heating, and additive A was added while gradually increasing the rotation speed of the stirring section. Next, the mixture was melt-kneaded for 1 hour at 1,000 rpm while heated to 180°C. The formed melt-kneaded mixture was cooled to room temperature over a day and night to obtain an asphalt composition. The amount of additive A added was adjusted to the amount shown in Table 1 or Table 2 (amount per 100 parts by mass of asphalt, unit: parts by mass). The asphalt compositions obtained in Comparative Examples 1 to 3 were deemed unevaluable because the resin floated while cooling to room temperature over a day and night. A photograph of the asphalt composition obtained in Comparative Example 1 is shown in Figure 1. The asphalt composition of Comparative Example 6 was deemed unevaluable because the presence of resin clumps was visually confirmed immediately after kneading.

[0043] (Comparative Examples 7 to 11, Examples 1 to 14) 400 g of StAs was heated in an oven at 180°C for 30 minutes. The stirring section of a Homodisper 2.5 type mixer was inserted into the StAs softened by heating, and additives A to C were added while gradually increasing the rotation speed of the stirring section. The mixture was then melt-kneaded for 1 hour at 1,000 rpm while heated to 180°C. The resulting melt-kneaded mixture was cooled to room temperature over a period of one day to obtain an asphalt composition. The amounts of additives A to C added were adjusted to the amounts shown in Tables 1 to 3 (amounts per 100 parts by mass of asphalt, units: parts by mass). The asphalt compositions of Comparative Examples 8, 10, and 11 were deemed unevaluable because the presence of resin lumps was visually confirmed immediately after kneading. Photographs of the asphalt composition obtained in Example 6 are shown in Figure 2, and photographs of the asphalt composition obtained in Comparative Example 8 are shown in Figure 3.

[0044] 3. Evaluation (penetration) In accordance with JIS K2207, the prepared asphalt compositions were used as specimens for penetration measurement and the penetration was measured at 25° C. The penetration values ​​in the table are expressed as the penetration amount of a standard needle in units of 1 / 10 mm.

[0045] (softening point) The softening points (unit: °C) of the asphalt compositions were measured by the Mettler Cup-and-Ball Method in accordance with ASTM D3461-14.

[0046] (toughness) The prepared asphalt compositions were used as test specimens for measuring toughness and tenacity, and the toughness was measured at 25°C in accordance with JIS K2207.

[0047] (dispersibility) A glass plate was placed on a hot plate heated to 180°C. A small amount of the prepared asphalt composition was placed on the glass plate, and then a cover glass was placed on top of it. The asphalt composition was slowly pressed down until it became translucent, obtaining a sample for measurement. The sample was placed under an optical microscope, and the dispersion state of the additive was observed. When observed under an optical microscope, if no dispersed phase of resin with a size exceeding 500 μm was observed, the dispersibility was evaluated as "A", and if a dispersed phase of resin with a size exceeding 500 μm was observed, the dispersibility was evaluated as "B". Optical microscope images of samples prepared from the asphalt compositions obtained in Examples 1, 2, 6, 7, 12, and 14, and Comparative Examples 5 and 9, are shown in Figures 4 to 11, respectively.

[0048] (Storage stability) The prepared asphalt compositions were placed in aluminum cans and stored in an oven at 175°C for one day. After storage, when the asphalt composition in the aluminum can was stirred with a spatula, if no lumps were observed, the storage stability was evaluated as "A", and if lumps were observed, the storage stability was evaluated as "B". Those for which the storage stability evaluation was not performed are indicated by "-" in the table.

[0049] [Table 1]

[0050] [Table 2]

[0051] [Table 3]

[0052] From Tables 1 to 3, comparison of Examples 1 to 14 with Comparative Examples 1 to 7 reveals that the dispersibility of the polyester resin is excellent when the asphalt composition contains a resin having an epoxy group together with the polyester resin. Comparison of Examples 1 to 14 with Comparative Examples 8 to 11 reveals that the dispersibility of the polyester resin is not improved when the asphalt composition contains a non-reactive resin together with the polyester resin. Furthermore, comparison of optical microscope images of samples prepared from the asphalt compositions of Examples 6, 7, and Comparative Example 4 confirms that increasing the amount of EGMA added improves the dispersibility of the polyester resin. Furthermore, comparison of optical microscope images of samples prepared from the asphalt compositions of Example 14 and Comparative Example 7 confirms that the dispersibility of the polyester resin is improved by increasing the amount of EGMA added. Furthermore, it was confirmed that the asphalt compositions of Examples 1 to 3, 6, 7, 10, and 12 to 14 have excellent storage stability due to the excellent dispersibility of the polyester resin.

Claims

1. Contains asphalt, a polyester resin, and a resin having an epoxy group, the resin having an epoxy group is a polyolefin-based resin containing a monomer unit having an epoxy group and a monomer unit derived from ethylene and / or an α-olefin, An asphalt composition, wherein the proportion of the monomer unit having an epoxy group is 10 mass % or more and 50 mass % or less, based on the mass of the resin having an epoxy group.

2. An asphalt composition as described in claim 1, wherein the resin having an epoxy group consists only of a monomer unit having an epoxy group and a monomer unit derived from ethylene and / or an α-olefin.

3. A composition comprising asphalt, a polyester resin, and a resin having an epoxy group, An asphalt composition, wherein the resin having an epoxy group is a polyolefin resin consisting only of a monomer unit having an epoxy group and a monomer unit derived from ethylene and / or an α-olefin.

4. The asphalt composition according to any one of claims 1 to 3, wherein the content of the polyester resin is 5 to 50 parts by mass per 100 parts by mass of the asphalt.

5. The asphalt composition according to any one of claims 1 to 4, wherein the resin having an epoxy group is a polyethylene resin.

6. The asphalt composition according to any one of claims 1 to 5, wherein the content of the resin having an epoxy group is 0.1 to 10 parts by mass per 100 parts by mass of the asphalt.

7. The asphalt composition according to any one of claims 1 to 6, wherein the mass ratio of the content of the resin having an epoxy group to the content of the polyester resin is 0.001 to 0.

5.

8. The asphalt composition according to any one of claims 1 to 7, further comprising a thermoplastic resin other than the polyester resin and the resin having an epoxy group.

9. The asphalt composition according to any one of claims 1 to 8, wherein the asphalt composition is a melt-kneaded mixture containing at least the asphalt, the polyester resin, and the resin having an epoxy group.

10. An asphalt pavement composition comprising the asphalt composition according to any one of claims 1 to 9 and aggregate.

Citation Information

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