KR101886912B1 - Resin composition for asphalt road pavement - Google Patents
Resin composition for asphalt road pavement Download PDFInfo
- Publication number
- KR101886912B1 KR101886912B1 KR1020150075688A KR20150075688A KR101886912B1 KR 101886912 B1 KR101886912 B1 KR 101886912B1 KR 1020150075688 A KR1020150075688 A KR 1020150075688A KR 20150075688 A KR20150075688 A KR 20150075688A KR 101886912 B1 KR101886912 B1 KR 101886912B1
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- South Korea
- Prior art keywords
- meth
- acrylate
- resin composition
- weight
- acrylic
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Classifications
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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
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
- C04B41/48—Macromolecular compounds
-
- 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
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
-
- 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
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
- C04B41/48—Macromolecular compounds
- C04B41/483—Polyacrylates
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The present invention relates to a resin composition for asphalt road pavement, and the resin composition according to the present invention has excellent adhesion with asphalt, exhibits excellent curability even at low temperatures and room temperatures, has excellent durability and resistance to contamination, Can be suitably used.
Description
The present invention relates to a resin composition for asphalt road paving materials.
Epoxy resins, polyurethane resins, and unsaturated polyester resins have been used as resins for conventional road paving materials (for example, Korean Patent Laid-Open No. 10-2012-0107735).
However, the epoxy resin has a good adhesion property, but it has a disadvantage in that the hardness becomes strong with time, causing cracks, poor adhesion, and poor weatherability.
The polyurethane resin has a problem that the flexibility of the coating film is not greatly influenced by the temperature change but the physical properties are weakened when exposed to water for a long time and gradually changes to hardness.
The unsaturated ester resin has excellent solvent resistance, but has poor weatherability and poor adhesion.
An object of the present invention is to provide a resin composition for asphalt road pavement which has excellent adhesion with asphalt, exhibits excellent curability even at low temperature and room temperature, and has improved durability and stain resistance.
The resin composition for an asphalt road paving material of the present invention comprises a (meth) acrylic copolymer, a diluent monomer and calcium carbonate, wherein the (meth) acrylic copolymer is prepared by copolymerizing a (meth) acrylic monomer mixture, Meth) acrylic monomer mixture contains 5 to 15% by weight of glycidyl (meth) acrylate.
INDUSTRIAL APPLICABILITY The resin composition according to the present invention is excellent in adhesion with asphalt, exhibits excellent curability even at low temperatures and room temperatures, has excellent durability and resistance to contamination, and can be suitably used as a slip resistant packaging material for asphalt roads.
Hereinafter, the present invention will be described in more detail.
As used herein, the term " (meth) acrylic " is a concept that includes both acrylic and methacrylic.
The (meth) acryl-based copolymer contained in the resin composition of the present invention is prepared by copolymerizing a (meth) acryl-based monomer mixture, and glycidyl (meth) acrylate is contained within 100 wt% of the (meth) To 15% by weight. If the content of glycidyl (meth) acrylate in the (meth) acrylic monomer mixture is less than 5% by weight, the adhesion of the asphalt becomes poor. When the content of the glycidyl (meth) acrylate exceeds 15% by weight, the adhesion of asphalt becomes poor.
The (meth) acrylic monomer mixture may include a (meth) acrylic monomer other than glycidyl (meth) acrylate. Examples of the (meth) acrylic monomers other than glycidyl (meth) acrylate include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n- (Meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl have. In this case, the content of the (meth) acrylic monomer other than glycidyl (meth) acrylate in 100 wt% of the (meth) acrylic monomer mixture may be 80 to 95 wt%, but is not limited thereto.
According to one embodiment of the present invention, as the (meth) acrylic monomer other than glycidyl (meth) acrylate, methyl (meth) acrylate and at least one of the above-listed monomers may be used. In this case, the methyl (meth) acrylate content in 100% by weight of the (meth) acrylic monomer mixture may be 55 to 65% by weight, and the content of one or more of the above listed monomers may be 15 to 40% by weight , But is not limited thereto.
The (meth) acrylic monomer mixture may be copolymerized in the presence of a polymerization initiator. Examples of the polymerization initiator include peroxides such as dibenzoyl peroxide, t-butyl peroxybenzoate, t-butyl peroxy-2-ethylhexanoate, t-amyl peroxy-2-ethylhexanoate, Amyl peroxybenzoate, and amyl peroxybenzoate may be used. The amount of the polymerization initiator to be used per 100 parts by weight of the (meth) acrylic monomer mixture may be 0.1 to 1 part by weight, but is not limited thereto.
The polymerization product of the (meth) acrylic monomer mixture may be further copolymerized with the acid monomer. In this case, the (meth) acrylic copolymer of the present invention contains the monomers in the (meth) acrylic monomer mixture and the additional acid monomer as polymerized units. As the acid monomer, for example, at least one selected from the group consisting of acrylic acid, methacrylic acid, maleic acid and fumaric acid can be used. The amount of the acid monomer to be used per 100 parts by weight of the (meth) acrylic monomer mixture may be 1 to 5 parts by weight, but is not limited thereto.
The copolymerization of the polymerization product of the (meth) acrylic monomer mixture and the acid monomer can be carried out in the presence of an accelerator. As the accelerator, for example, triphenylphosphine can be used. The amount of the accelerator to be used may be 0.1 to 1 part by weight based on 100 parts by weight of the (meth) acrylic monomer mixture, but is not limited thereto.
Although not limited thereto, according to one embodiment of the present invention, the (meth) acrylic copolymer of the present invention is obtained by firstly reacting the (meth) acrylic monomer mixture in the presence of a polymerization initiator to produce a polymerization product, And then adding an accelerator and an acid monomer to the next polymerization product, followed by further reaction.
According to one embodiment of the present invention, the first polymerization product is formed by polymerizing (meth) acrylate, glycidyl (meth) acrylate and optionally other (meth) acrylate to have a linear structure, Can be, for example, as shown in the following structural formula 1.
[Structural formula 1]
When a promoter and an acid monomer are added to the first polymerization product, a (meth) acrylic copolymer which is a secondary polymerization product can be produced. The structure of the product may be, for example,
[Structural formula 2]
Referring to Formula 2, a double bond is formed when an acid monomer is attached to the glycidyl (meth) acrylate of the first polymerization product. That is, a double bond is introduced into an acrylic polymer to enable benzoyl peroxide (BPO) curing, and thereby a coating material having improved physical properties can be produced.
The polymerization reaction may be carried out in a conventional solvent (e.g., toluene).
The (meth) acrylic copolymer of the present invention may have a glass transition temperature (Tg) of 60 to 80 ° C, preferably 65 to 75 ° C. When the glass transition temperature of the (meth) acrylic copolymer is less than 60, the coating film may be weakly formed and the stain resistance may be poor due to tacky. If the glass transition temperature is more than 80, the coating film may be hard and cracks may occur.
In addition, the (meth) acrylic copolymer of the present invention may have a molecular weight (MW) of 30,000 to 75,000, preferably 40,000 to 60,000. When the molecular weight of the (meth) acrylic copolymer is less than 30,000, the adhesion is decreased. When the molecular weight is more than 75,000, the viscosity is too high, which makes it difficult to form a coating.
As the diluting monomer contained in the resin composition of the present invention, for example, at least one selected from the group consisting of methyl methacrylate, n-butyl acrylate, 2-ethylhexyl acrylate and isobutyl acrylate can be used. The amount of the diluted monomer to be used may be 10 to 100 parts by weight based on 100 parts by weight of the (meth) acrylic copolymer, but is not limited thereto. If the amount of the diluted monomer used is too small, the viscosity may increase and the workability may be problematic. On the other hand, if the diluted monomer is used in an excessively large amount, there may be a problem in durability. According to one embodiment of the present invention, a mixture of methyl methacrylate and n-butyl acrylate may be used as a diluent monomer, wherein the mixing weight ratio of methyl methacrylate: n-butyl acrylate is, for example, 1: 0.5 to 1: 2.
The amount of calcium carbonate contained in the resin composition of the present invention may be, for example, 150 to 350 parts by weight based on 100 parts by weight of the (meth) acrylic copolymer, but is not limited thereto. If the amount of calcium carbonate used is too small, the TI (thixotropic index = 0.5 rpm viscosity / 5.0 rpm viscosity) is low, which may cause problems in workability, and conversely, too much calcium carbonate may cause water resistance problems.
The resin composition of the present invention may further contain a crosslinking agent. The crosslinking agent functions to reinforce the hardness of the coating film by forming crosslinks between the copolymers in the composition during the curing process. Examples of the crosslinking agent include allyl methacrylate, trimethylol propane, triacrylate, 1,4-butanediol diacrylate, 1,3-butanediol dimethacrylate, 1,6-hexanediol diacrylate, , 6-hexanediol dimethacrylate, and the like. The amount of the crosslinking agent to be used may be 0.05 to 0.1 part by weight based on 100 parts by weight of the (meth) acrylic copolymer, but is not limited thereto.
The resin composition of the present invention may further comprise at least one functional additive. Examples of such a functional additive include a hardening accelerator, an anti-settling agent, a defoaming agent, silica, a wax, an antioxidant, a polymerization inhibitor and the like. For example, the wax prevents surface uncured phenomenon by blocking the contact between the resin surface and oxygen, and antioxidants such as butyrated hydroxytoluene, hydroquinone, antimony and the like and polymerization inhibitors impart storage stability to the composition . These functional additives may be used in the range of, for example, 0.1 to 5 parts by weight based on 100 parts by weight of the composition, but are not limited thereto.
Hereinafter, the present invention will be described in more detail with reference to examples and comparative examples. However, the scope of the present invention is not limited thereto.
[ Example ]
Example One
To 100 parts by weight of a monomer mixture containing 60% by weight of methyl methacrylate, 10% by weight of glycidyl methacrylate, and 30% by weight of n-butyl acrylate was added t-amylperoxy-2-ethylhexano 1 part by weight of TAPO and 50 parts by weight of toluene were charged and polymerization was carried out under reflux for about 3 hours. Then, 1 part by weight of triphenylphosphine (TPP) and 3 parts by weight of acrylic acid were mixed and heated at 90 DEG C for 8 hours Followed by further reaction to prepare a copolymer. The glass transition temperature (Tg) of the prepared copolymer was measured by DSC (Differential Scanning Calorimetry) and is shown in Table 1.
20 parts by weight of the prepared copolymer, 5 parts by weight of methyl methacrylate as a diluting monomer, 10 parts by weight of n-butyl acrylate, 50 parts by weight of calcium carbonate and 0.5 parts by weight of P-Toluidine (para-metylaniline) Were mixed at room temperature to prepare a resin composition. After the composition was applied to an asphalt paved road, the following properties were evaluated and are shown in Table 1.
Wear resistance
The abrasion resistance (Taber) of 1000 cycles was measured after 1 day of specimen production.
asphalt Attachment
One day after application of the paint, the asphalt adhesion was measured using Dolly.
Stain resistance
It was painted on the road of about 1000 vehicles / day and evaluated for 1 month: 5 (excellent) -> 1 (poor)
Example 2
Except that a mixture of 60% by weight of methyl methacrylate, 5% by weight of glycidyl methacrylate and 35% by weight of n-butyl acrylate was used as a monomer mixture for preparing a copolymer , And a resin composition was prepared in the same manner as in Example 1 using the copolymer. The properties of the prepared copolymer and resin composition were evaluated in the same manner as in Example 1, and are shown in Table 1.
Example 3
Except that a mixture of 60% by weight of methyl methacrylate, 15% by weight of glycidyl methacrylate and 25% by weight of n-butyl acrylate was used as the monomer mixture for copolymer production , And a resin composition was prepared in the same manner as in Example 1 using the copolymer. The properties of the prepared copolymer and resin composition were evaluated in the same manner as in Example 1, and are shown in Table 1.
Comparative Example One
Except that a mixture of 60% by weight of methyl methacrylate, 20% by weight of glycidyl methacrylate and 20% by weight of n-butyl acrylate was used as a monomer mixture for preparing a copolymer , And a resin composition was prepared in the same manner as in Example 1 using the copolymer. The properties of the prepared copolymer and resin composition were evaluated in the same manner as in Example 1, and are shown in Table 1.
Comparative Example 2
A copolymer was prepared in the same manner as in Example 1, except that a mixture of 60% by weight of methyl methacrylate and 40% by weight of n-butyl acrylate was used as a monomer mixture for preparing a copolymer, A resin composition was prepared in the same manner as in Example 1. The properties of the prepared copolymer and resin composition were evaluated in the same manner as in Example 1, and are shown in Table 1.
As can be seen from the results shown in Table 1, the compositions of the present invention exhibited excellent durability due to low degree of abrasion of the paint, and particularly excellent in adhesion of asphalt and stain resistance. On the other hand, the composition of Comparative Example 1 was remarkably poor in abrasion resistance and adhesion to asphalt, and the composition of Comparative Example 2 was remarkably poor in asphalt adhesion and stain resistance.
Claims (5)
The (meth) acrylic copolymer is obtained by firstly reacting a (meth) acrylic monomer mixture in the presence of a polymerization initiator, adding a promoter and an acid monomer to the resultant primary polymerization product, A double bond is introduced into the combination,
(Meth) acrylate is contained in an amount of 5 to 15% by weight in 100% by weight of the (meth) acrylic monomer mixture,
Resin composition for asphalt road pavement.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020150075688A KR101886912B1 (en) | 2015-05-29 | 2015-05-29 | Resin composition for asphalt road pavement |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020150075688A KR101886912B1 (en) | 2015-05-29 | 2015-05-29 | Resin composition for asphalt road pavement |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20160141185A KR20160141185A (en) | 2016-12-08 |
| KR101886912B1 true KR101886912B1 (en) | 2018-08-09 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020150075688A KR101886912B1 (en) | 2015-05-29 | 2015-05-29 | Resin composition for asphalt road pavement |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102309417B1 (en) * | 2021-03-22 | 2021-10-05 | 김보석 | Road anti-skid heat shielding pavement and construction method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100966511B1 (en) | 2009-12-31 | 2010-06-29 | 엘지엠엠에이 주식회사 | Thin stratum pavement material and polymer concrete component used that same |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3314373A1 (en) * | 1983-04-20 | 1984-10-25 | Basf Ag, 6700 Ludwigshafen | SOUND INSULATION PANELS BASED ON MINERAL FIBERS AND THERMOPLASTIC BINDERS |
| JPH0860045A (en) * | 1994-08-17 | 1996-03-05 | Shinto Paint Co Ltd | Cationic electrodeposition coating resin composition |
| KR20020078483A (en) * | 2001-04-03 | 2002-10-19 | 주식회사 금강고려화학 | Polymer powder for cement composition and method for preparing same |
| KR100855938B1 (en) * | 2007-01-25 | 2008-09-02 | 엘지엠엠에이 주식회사 | Syrup Composition for Asphalt Road Coating |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100966511B1 (en) | 2009-12-31 | 2010-06-29 | 엘지엠엠에이 주식회사 | Thin stratum pavement material and polymer concrete component used that same |
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| KR20160141185A (en) | 2016-12-08 |
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