KR101814461B1 - Epoxy-asphalt primer compositions for road paving - Google Patents
Epoxy-asphalt primer compositions for road paving Download PDFInfo
- Publication number
- KR101814461B1 KR101814461B1 KR1020160026522A KR20160026522A KR101814461B1 KR 101814461 B1 KR101814461 B1 KR 101814461B1 KR 1020160026522 A KR1020160026522 A KR 1020160026522A KR 20160026522 A KR20160026522 A KR 20160026522A KR 101814461 B1 KR101814461 B1 KR 101814461B1
- Authority
- KR
- South Korea
- Prior art keywords
- epoxy resin
- asphalt
- epoxy
- ethylene vinyl
- reactive
- Prior art date
Links
Images
Classifications
-
- 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
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/28—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/281—Polyepoxides
-
- 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
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/04—Carboxylic acids; Salts, anhydrides or esters thereof
- C04B24/045—Esters, e.g. lactones
-
- 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
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/26—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Ceramic Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Civil Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Epoxy Resins (AREA)
Abstract
Problems to be solved: The compatibility of epoxy-asphalt preprocessing composition for road pavement is poor, causing phase separation between binders, causing problems such as road surface contamination due to stickiness, poor strength, road surface cracking, cracking, poor curing and poor durability .
According to the present invention, substitution of an acetate group of ethylene vinyl acetate used as a compatibilizing agent in an epoxy-asphalt preprocessing composition with an aromatic benzoate group leads to a long molecular chain and a low polarity, Has been improved to exhibit various excellent improvement effects in terms of physical properties such as crack prevention, flexibility, strength and adhesion.
Description
The present invention relates to an epoxy-asphalt preprocessing composition for road pavement, and more particularly, to a preprocessing composition having improved compatibility and physical properties by using ethylene vinyl benzoate as a compatibilizing agent in an epoxy resin and an asphalt.
Generally, the bottom surface of the road or bridge is pretreated with resin pretreatment agent before paving with ascon. The pretreatment agent should be excellent in adhesion, water resistance, shock absorption, crack resistance, cold resistance, heat resistance, and economy, since it modifies the properties of the bottom and connects the bottom and top of the surface.
As the pretreatment agent, usually thermoplastic resin or thermosetting resin is used. Examples of the thermosetting resin used as the pretreatment agent include an epoxy resin and a urethane resin. Examples of the thermoplastic resin used as a pretreatment agent include a modified epoxy resin, a modified urethane resin, a petroleum resin, and an asphalt. In recent years, a mixture of a thermosetting resin and a thermoplastic resin has been widely used as a pretreatment agent.
As described above, the pretreatment agent for road pavement should exhibit excellent performance in terms of water resistance, crack resistance, adhesion, impact absorbability and economy. One of the excellent combinations satisfying the above conditions is a mixture of epoxy resin and asphalt.
However, the epoxy resin in this combination is generally excellent in adhesion but has a disadvantage in that it lacks flexibility. In addition, asphalt is heat-soluble in summer and exhibits sufficient plasticity, but it is brittle in winter and weak in bending and impact. In order to overcome these disadvantages, a rubber elastomer is generally mixed as a third supplement. Examples of the elastomer used here include butadiene rubber (BR), styrene-butadiene rubber (SBR), styrene-butadiene-styrene (SBS), ethylene vinyl acetate (EVA), acrylonitrile butadiene rubber (NBR) ). Among them, low-priced ethylene vinyl acetate (EVA) is mainly used.
As described above, the epoxy-asphalt mixture is often used as a pretreatment agent for road pavement. However, this mixture has a problem in that cracking occurs on the road due to insufficient bending resistance and impact resistance due to brittleness in winter. To solve this problem, ethylene vinyl acetate (EVA), which is a cheap rubbery elastomer, is added to the mixture. Ethylene vinyl acetate (EVA) has poor compatibility with epoxy resin and asphalt, .
The solubility parameter (MPa 1/2 ) of each raw material used in the present invention is asphalt 8.8 to 9.0, epoxy resin 9.7 to 10.9, and ethylene vinyl acetate (EVA) 10.2 to 10.4.
The smaller the difference in solubility index is, the better the compatibility between the compounds. Ethylene vinyl acetate has a large difference in solubility index with other raw materials, which causes poor separation between the epoxy resin and asphalt, causing phase separation between the binder materials, Problems such as generation, strength failure, road surface off, crack occurrence, hardening failure, durability defect, and the like occur.
The inventors of the present invention have found that ethylene vinyl acetate (EVB) can be produced by reacting ethylene vinyl acetate with benzoic acid to save time and efforts to solve the above problems that occur when ethylene vinyl acetate is added as an compatibilizing agent to an epoxy- , ethylene vinyl benzoate), and using this as a compatibilizer, the above problems were solved, leading to the present invention. The present invention will be described more specifically by replacing the acetate group in the ethylene vinyl acetate molecule with a benzoate group through acidolysis to obtain ethylene vinyl benzoate having a solubility index of 9.2, The above problems are solved by using it as a compatibilizer. The production mechanism of ethylene vinyl benzoate (EVB) is shown in Fig.
The epoxy-asphalt pretreatment composition of the present invention comprises 40-60% by weight of epoxy resin, 30-50% by weight of asphalt and 5-15% by weight of compatibilizer.
The epoxy resin is composed of 35-75 wt% of the main epoxy resin, 10-25 wt% of the reactive diluent, and 5-40 wt% of the curing agent. Users can use themes, reactive diluents, hardeners, asphalt, and compatibilizers by mixing them into two groups as appropriate. During the mixing, the curing reaction of the epoxy resin as shown in Fig. 2 occurs. The curing reaction occurs through the reaction of the epoxide of the epoxy resin and the reactive diluent with the amino group of the curing agent.
The following describes each of the raw materials used to make the epoxy-asphalt pretreatment composition in the present invention.
A liquid epoxy resin was used as the epoxy resin. The epoxy resin accounts for 40-60 wt% of the total mixture. When the epoxy resin content is less than 40 wt%, the continuous phase of the epoxy resin is not formed, and the tensile strength and hardness remarkably decrease. On the other hand, when the content exceeds 60% by weight, the flexibility and adhesive property are improved, but the asphalt content is relatively decreased and the initial strength and hardness are lowered because it takes time to cure the epoxy resin. The lower layer support force of the road on which the heavy vehicle travels is weakened, so that the slip of the upper asbestos layer may occur.
A bisphenol A type epoxy resin and / or phenol novolac type epoxy resin having an equivalent weight of 150-250 and having at least two reactive epoxides in the molecule was used as the epoxy resin. If the equivalence of the epoxy resin is too large, the fluidity of the epoxy resin and the asphalt mixture deteriorates, and the mixed solution can not be easily injected. An appropriate amount of the main epoxy resin is 35-75 wt% of the total epoxy resin. If the epoxy resin base is used in an amount of less than 35% by weight, the mechanical strength is weakened. If the epoxy resin base is used in excess of 75% by weight, the coating film becomes stiff. The epoxy resin has an aromatic structure such as bisphenol A type or novolac phenol, and thus has a higher affinity for aromatic solvents than an aliphatic solvent, so that it is more soluble in aromatic solvents.
Specific examples of usable bisphenol A type epoxy resins include YD 115, 127, 128 and 134 manufactured by Kukdo Chemical Co., Ltd., DER 321, 324, 330, 331, 332 and 334 manufactured by Dow Chemical Co., Epon 815, 827, 828, 834 and the like, but the disclosure is not limited to the listed products.
DEN 431, 438 and 439 of Dow Chemical Co., Ltd. and YDPN-631, 636 and 637 of Kukdo Chemical Co., Ltd. are the specific product names of the novolak phenol type epoxy resins which can be used. These products are novolak phenol type But is not limited thereto.
As a reactive diluent, low viscosity epoxy resins with an equivalent weight of 130-200 and having at least one epoxy in the molecule were used. In general, those having a small number of functional groups, a small molecular weight, a low viscosity, and a good fluidity were used. They serve to lower the viscosity of the mixture, control the curing time, impart flexibility to the cured product, and control the strength and adhesion.
A suitable amount of the reactive diluent is 10-25% by weight of the epoxy resin component. When less than 10% by weight of the reactive diluent is used in the epoxy resin component, flexibility is not obtained. If the reactive diluent is used in an excess amount exceeding 25% by weight, the cured product becomes weak and the strength is significantly decreased.
Reactive diluents that can be used include polyether-modified epoxy, polyester-modified epoxy, urethane-modified epoxy, and vinyl resin-modified epoxy resins having at least one reactive epoxide in the molecule of molecular weight 200-2000. More preferably, a polyether-modified epoxy having two reactive epoxides in the molecule of molecular weight 300-1000 is used. Generally, when a chain having a short chain length is used, the fluidity is improved and the coat is hardened. On the other hand. If the chain length is long, the fluidity is bad but the flexibility of the cured product is improved. The reactive diluent is an epoxy structure as described above, so it is more soluble in aromatic solvents than aliphatic ones.
Examples of commercially available reactive diluents include phenylglycidyl ether (PGE), n-butyl glycidyl ether (n-BGE), styrene oxide (SO), allyl glycidyl ether (AGE) Neopentylglycidyl ether (NPGDE), LGE, PG-207P, and the like, but the present invention is not limited thereto.
Amines were used as curing agents for epoxy resins. The curing reaction mechanism of the epoxy resin by the amine is shown in Fig. The curing reaction of the epoxy resin occurs mainly by the reaction between the epoxides of the subject and reactive diluent and the amino groups of the curing agent. However, the actual curing reaction is a complex reaction involving the reaction between epoxide-epoxide and epoxide-hydroxyl groups. The curing reaction is ionically promoted by amines.
The epoxy-asphalt pretreatment composition of the present invention is sprayed on the road at a mixture temperature of 100-130 DEG C using a high-pressure sprinkler in the field. For ample work, a pot life of 10-20 minutes at 100-130 ° C should be ensured after mixing. In addition, when the epoxy-asphalt pretreatment composition is sprayed from a sprayer and the road surface is wetted, it must be fast cured within 2-3 hours, so that it can be a pretreatment agent for the aspon packaging to meet the purpose of the desired purpose. Good curing agents for this purpose include polyamines, imidazoles, and modified amines. More preferably, a polyamine having 15-25 carbon atoms in the molecule and having at least one reactive amino group is used. Polyamines include cyclohexylamine, laurylamine, pentadecylamine, hexadecylamine, oleylamine, and the like. Modified amines include Jeffamine D-230, D-2000, D-400, and T-403 manufactured by Kukdo Chemical Co., Imidazolo is 2MZ, 2PZ, 2PZ-PW and C17Z of Ildong Chemical Co., Ltd. This is only an example and does not limit the scope of claims. The preferred amount of the curing agent used is 5-45 wt% of the total epoxy component.
The proper amount of each curing agent is 30-45 wt% of polyamine, 20-30 wt% of modified amine, and 5-10 wt% of imidazole in the total epoxy resin. Generally, when curing agent is used more than the reference amount, the curing time is accelerated. However, excessive use of the hardener will result in incomplete curing, which will weaken the coating and deteriorate the water resistance. If too little curing agent is used, incomplete curing will occur or the cured product will become stiff. Most amines are more soluble in ketone or aromatic solvents than alcohols.
Asphalt is a remnant that remains as a final product in the distillation of petroleum, and exhibits excellent waterproofness, extensibility and adhesiveness. Examples of the asphalt usable in the present invention include straight asphalt, blown asphalt, colored asphalt, and modified asphalt. Straight asphalt has AP-3 and AP-5, AP-3 is soft and AP-5 is hard. The criterion for universal classification is penetration, AP-3 penetration is 80-100, and AP-5 penetration is 60-80. Blow asphalt is oxidized by blowing air (oxygen) into straight asphalt and has higher hardness and better weatherability than straight asphalt. Colored asphalt removes black components from straight asphalt and is colored with a specific color. Modified asphalt improves its properties by dissolving resins and elastomers in straight asphalt. The above various asphalt can be obtained from Honsung Industry Co., Ltd. or Korea Petroleum Co.,
A suitable amount of asphalt is 30-50 wt.% In the pretreatment composition. When the asphalt is used in an amount of less than 30% by weight, the initial solidification time of the mixed solution is slow and the adhesiveness is insufficient so that the ascon layer can not be sufficiently adhered. On the other hand, when the asphalt is used in excess of 50%, the initial cohesion is high, but the final state of the solidified material is brittle at low temperature, and the road may collapse due to overheating during cold winter.
As far as the solubility of asphalt is concerned, asphalt is composed of aliphatic alkanes, alkenes, cyclic compounds and other small amounts of inorganic compounds and has excellent solubility in aromatic solvents such as xylene and toluene.
In the present invention, ethylene vinyl benzoate (EVB) was used as a compatibilizer. Ethylene vinyl benzoate was prepared by replacing the acetate group of ethylene vinyl acetate with a benzoate group through an acid decomposition reaction. More specifically, as shown in FIG. 1, benzoic acid was added to ethylene vinyl acetate at a ratio of 100: 40 to 100: 60 (w / w) together with the catalyst, followed by condensation reaction at 150-170.degree. C. for three hours. The termination of the reaction was defined as the end point when more than 80% of the acetic acid of ethylene vinyl acetate was replaced with benzoic acid, and the termination point was determined by the content of acetic acid produced by condensation.
The benzoate content in the reacted ethylene vinyl benzoate was 31-57% (w / w).
Ethylene vinyl acetate used in the reaction for producing ethylene vinyl benzoate in the present invention has a melting point of 100 占 폚 or less and a vinyl acetate (VA) content of 50% or less. EVA-1519 (VA content 19%), 1520 (VA content 19%), 1528 (VA content 28%), 1529 (VA content 28%) and 1533 (VA content 28%) were used as the ethylene vinyl acetate which can be used. 33%), and 1540 (40% of VA content). However, the present invention is not limited thereto.
Examples of the reaction catalyst used in the reaction for producing ethylene vinyl benzoate include sulfuric acid, sulfonic acid, boron trifluoride (BF 3 ), metallic soap of tin and zinc, and mercury salt. As commercially available catalysts, methyl sulfonic acid of Daesung Methanol Co., p-toluene sulfonic acid of P-TSA of Songwon Industrial Co., Fascat 4102 (organotin compound of M & T) But is not limited thereto. A suitable amount of catalyst is 0.10-0.15% (w / w) of the total composition weight.
The present invention also relates to a method for preparing a coating composition comprising a main tank having a heating member and a high temperature and high viscosity pipemeter, a curing agent tank having a heating member and a high temperature and high viscosity pipemeter, a main tank and a curing agent tank, An epoxy-asphalt preprocessing composition for road pavement comprising a mixer, a pressurizing pump for pressurizing the mixture of the mixture and the hardener mixture in the mixer, and an injector for applying the mixture of the pressurized mixture and the hardener mixture to the road surface, preferably a high-pressure injector To an application vehicle.
According to the present invention, substitution of an acetate group of an ethylene vinyl acetate used as a compatibilizing agent in an epoxy-asphalt preprocessing composition with an aromatic benzoate group leads to a longer molecular chain and a lower polarity, thereby improving the compatibility between the epoxy- It has shown various excellent improvement effects in terms of physical properties such as prevention, increase of flexibility, increase of strength and improvement of adhesion.
BRIEF DESCRIPTION OF THE DRAWINGS Figure 1 shows the reaction mechanism for the production of ethylene vinyl benzoate from ethylene vinyl acetate.
Figure 2 shows the reaction of an epoxy resin with a primary amine and the reaction of an epoxy resin with a tertiary amine.
Figure 3 illustrates two tanks and their contents for mixing the pretreatment composition according to one embodiment of the present invention.
Figure 4 illustrates the structure of a vehicle for spraying the pretreatment composition of the present invention in situ.
Hereinafter, the configuration of the present invention will be described in more detail with reference to specific embodiments. However, it is apparent to those skilled in the art that the scope of the present invention is not limited to the description of the embodiments.
Detailed synthesis examples of ethylene vinyl benzoate are as follows.
≪ Synthesis Example 1 &
100 g of EVA-1540 manufactured by Hanwha Chemical Co., Ltd., 60 g of benzoic acid and 0.19 g of F-4102 were placed in a 1 L reactor, followed by condensation reaction at 160 캜 for 3.5 hours.
When 28 g of acetic acid was obtained, the reaction was terminated and packed at 100 ° C or lower to obtain a compound (EVB-1).
≪ Synthesis Example 2 &
A 1 L reactor was charged with 100 g of EVA-1519, 40 g of benzoic acid and 0.17 g of P-TSA from Hanwha Chemical Co., Ltd., and the condensation reaction was carried out at 165 캜 for 4 hours.
When 18 g of acetic acid was eluted, the reaction was terminated and packed at 100 ° C or lower to obtain a compound (EVB-2).
The properties of the pretreatment composition prepared using ethylene vinyl benzoate synthesized as described above and the pretreatment composition prepared using EVA are shown in Table 1 below in Examples 1 and 2 and Comparative Examples 1 and 2.
(15 DEG C)
(15 DEG C)
(How to measure)
1) Viscosity of the mixture
The viscosity of the mixture at 25 캜 was measured with a B-type viscometer.
2) Tensile strength and elongation
The test pieces prepared according to ASTM D 638 were measured at 25 캜.
3) Adhesive strength
The test pieces prepared according to ASTM D 10020 were measured at 25 占 폚.
4) Flexural strength
The test pieces prepared in accordance with ASTM D 790 were measured at 15 ° C.
5) Impact strength
The test pieces prepared according to ASTM D 256 were measured at 15 ° C.
As a result of the test, Examples 1 and 2 using ethylene benzoate as a compatibilizer showed lower viscosity than Comparative Examples 1 and 2 using ethylene vinyl acetate as a compatibilizer and showed excellent physical properties in terms of tensile strength, elongation, adhesion, bending and impact strength .
This is because the acetate group having a solubility index of 20.7 in the ethylene vinyl acetate molecule is replaced with a benzoate group having a solubility index of 8.6 through an acid decomposition reaction to obtain an aromatic vinyl vinyl benzoate having a solubility index of 9.2 benzoate was synthesized and used as a compatibilizer.
Next, the transportation and application of the pretreatment agent composition mixture of the present invention will be described.
The epoxy resin used in the present invention is a two-component type which is cured when an epoxy resin having an epoxide is mixed with an amine having an amino group. In the present invention, a mixture containing an epoxide is referred to as a subject, and a mixture containing an amino group is referred to as a curing agent. The subject was made by mixing a main epoxy resin with a reactive diluent in the molecule and a reactive diluent, followed by a compatibilizing agent. The curing agent was made by mixing asphalt with amines with reactive amino groups. In some cases, however, the main epoxy resin, the reactive diluent and the asphalt may be mixed to form a base, and the amine and compatibilizer may be mixed to form a curing agent. In the present invention, two kinds of tanks made as shown in Fig. 3 are separately provided with a main body and a curing agent.
Prior to spraying, the subject and curing agent were pre-heated to 50-150 ° C in the tank, respectively. The subject and the curing agent were transferred at a weight ratio of 60:40 to 40:60, respectively, and mixed in a mixing tank for 1 to 2 minutes. The mixture was then transferred to a pressure pump and sprayed at a pressure of 40 kg / cm 2. The temperature of the mixed solution was 100-130 캜. The mixing time of the mixture after mixing was 10-20 minutes at room temperature. The shape and structure of the specific transportation vehicle are shown in Fig. Since the vehicle of the present invention uses a PD meter capable of operating at a high temperature and a high viscosity, precise metering is possible as compared with a conventional tipping meter, and since the subject and the curing agent are sufficiently mixed and injected in the mixing tank, uniformity of the mixture, The physical properties can be maintained constant and the pressure can be uniformly applied to the road surface at a constant pressure by using the pressurizing pump.
Claims (9)
Wherein the epoxy resin is 35-75 wt% of a main epoxy resin, 10-25 wt% of a reactive diluent, and 5 ~ 45 wt% of a curing agent.
Wherein the ethylene vinyl benzoate contains 31-57% by weight of benzoate. ≪ RTI ID = 0.0 > 11. < / RTI >
Wherein the ethylene vinyl benzoate is obtained by reacting ethylene vinyl acetate with benzoic acid in a mass ratio of 100: 40-100: 60.
Wherein the main epoxy resin is at least one selected from bisphenol A epoxy resins and phenol novolac epoxy resins having an equivalent weight of 150-250 and having at least two reactive epoxides in the molecule. .
Wherein the reactive diluent is at least one selected from the group consisting of a polyether-modified epoxy resin, a polyester-modified epoxy resin, a urethane-modified epoxy resin, and a vinyl resin-modified epoxy resin.
Wherein said reactive diluent is a polyether-modified epoxy having two reactive epoxides in the molecule of molecular weight 300-1000.
Wherein the curing agent is a polyamine having 15-25 carbons in the molecule and one reactive amino group. ≪ RTI ID = 0.0 > 11. < / RTI >
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020160026522A KR101814461B1 (en) | 2016-03-04 | 2016-03-04 | Epoxy-asphalt primer compositions for road paving |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020160026522A KR101814461B1 (en) | 2016-03-04 | 2016-03-04 | Epoxy-asphalt primer compositions for road paving |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20170104091A KR20170104091A (en) | 2017-09-14 |
| KR101814461B1 true KR101814461B1 (en) | 2018-01-05 |
Family
ID=59926776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020160026522A KR101814461B1 (en) | 2016-03-04 | 2016-03-04 | Epoxy-asphalt primer compositions for road paving |
Country Status (1)
| Country | Link |
|---|---|
| KR (1) | KR101814461B1 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102047909B1 (en) * | 2018-12-04 | 2019-11-22 | 주식회사 세일매트릭스 | Heating bridge deck waterproofing epoxy asphalt binder mixture and manufaturing method of the same |
| KR102180322B1 (en) * | 2020-07-30 | 2020-11-18 | 주식회사한수나텍 | High-elasticity waterproof asphalt mixture for reducing reflection cracks and a method for repairing old concrete roads |
| CN114539796B (en) * | 2022-03-07 | 2023-02-28 | 鄂尔多斯市路泰公路工程有限责任公司 | High-temperature-resistant road epoxy asphalt and preparation method thereof |
| CN117050541B (en) * | 2023-07-27 | 2024-05-28 | 山东百成新材料科技股份有限公司 | High-temperature-resistant composite modified asphalt for highway and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006241211A (en) * | 2005-03-01 | 2006-09-14 | Kindai Kasei:Kk | Epoxy resin primer composition for road pavement and road pavement method using the same |
| US20100221418A1 (en) * | 2006-07-24 | 2010-09-02 | Stadtbaeumer Siegmund Ksiazek | Paving joint mortars |
-
2016
- 2016-03-04 KR KR1020160026522A patent/KR101814461B1/en active IP Right Grant
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006241211A (en) * | 2005-03-01 | 2006-09-14 | Kindai Kasei:Kk | Epoxy resin primer composition for road pavement and road pavement method using the same |
| US20100221418A1 (en) * | 2006-07-24 | 2010-09-02 | Stadtbaeumer Siegmund Ksiazek | Paving joint mortars |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20170104091A (en) | 2017-09-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US9920161B2 (en) | Epoxy systems for composites | |
| RU2418816C2 (en) | Epoxy resins containing cycloaliphatic diamine based curing agent | |
| KR101814461B1 (en) | Epoxy-asphalt primer compositions for road paving | |
| HUT70873A (en) | Amine modified epoxide-resin | |
| CN101220197A (en) | Use of a polyamine stream as curing agent in epoxy adhesive and flooring applications | |
| CN103597019B (en) | For the water base amine hardener of curable resin system | |
| WO2017049578A1 (en) | Epoxy resin composition | |
| EP2408837A1 (en) | Curable compositions containing cyclic diamine and cured products therefrom | |
| CN112105702B (en) | Curable composition and cured composition | |
| CA1316284C (en) | Epoxide and rubber based curable compositions having good adhesion direct to metal | |
| US3755226A (en) | Epoxy bitumen system for road surfacing | |
| US3363026A (en) | Epoxy resin containing a curing catalyst mixture of a polymercaptan and a fused ringamine | |
| US20230332025A1 (en) | Two-part epoxy-based structural adhesive composition | |
| GB2061951A (en) | Epoxy curing system | |
| JP5398541B2 (en) | Epoxy-terminated thickener pre-chain extended with hydroxy ester and process for producing the same | |
| KR20140002990A (en) | Styrenated alkylphenol having improved adhesive property and composition containing the same | |
| JP2016527351A (en) | Epoxy resin composition | |
| KR102425139B1 (en) | Epoxy resin containing urethane groups, epoxy resin composition and epoxy adhesive composition comprising the same | |
| EP3771721B1 (en) | Use of a curable adhesive composition precursor for bonding metal parts in manufacturing operations in the automotive industry and method for bonding parts | |
| KR20140002989A (en) | Alphamethyl styrenated alkylphenol having improved adhesive property and composition containing the same | |
| JPH1121430A (en) | Liquid epoxy resin composition and repair and reinforcement of concrete structure | |
| JP4004234B2 (en) | Grout material composition for reinforcing steel joints | |
| CN111511795B (en) | Benzylated triaminobonanes and uses thereof | |
| JP2006111800A (en) | One-package curable epoxy resin composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| E902 | Notification of reason for refusal | ||
| E701 | Decision to grant or registration of patent right | ||
| GRNT | Written decision to grant |