JP2003090002A - Resin composition for reinforcing drainable road pavement - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a resin composition for reinforcing drainable road pavement, by which work environment can be improved and which has excellent workability in the case of a low temperature because of low viscosity and has superior adhesiveness with asphalt, quick-curability, surface drying characteristics, durability and abrasion resistance or the like. SOLUTION: In the resin composition for reinforcing drainable road pavement, (B) a radical polymerizable unsaturated monomer and/or a solvent of 10 to 400 pts.wt. is blended with (A) unsaturated polyester of 100 pts.wt.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a resin composition for reinforcing drainage road pavement. More specifically, it can improve the working environment and has a low viscosity, so that it has good workability at low temperatures. Good and adhesion to asphalt,
Resin composition for reinforcing drainage road pavement excellent in quick-curing property, surface drying property, durability, abrasion resistance, etc., method for reinforcing drainage road pavement using the same, and drainage road pavement reinforced by the method It is about the body.

[0002]

2. Description of the Related Art Drainage road pavement is a drainage asphalt mixture layer composed of a mixture of a large number of aggregates whose surface layer is covered with asphalt, and the voids formed between the aggregates form a continuous space. It is configured to allow water to easily penetrate from the surface of the road into the interior, thereby preventing the occurrence of automobile accidents due to water splashes and hydroplaning phenomena.

However, when the drainage asphalt mixture is laminated on the road surface, the surface layer portion has a point-bonding structure using the asphalt covering the aggregate as a bonding agent, so that the bonding strength is weak, and the repeated load by an automobile or tire When the frictional force of is received, the aggregate is splashed and the road pavement is damaged. When the road pavement is damaged, fine particles such as aggregate generated by the damage of the road pavement enter the voids of the drainage asphalt mixture layer, and the drainage performance is deteriorated. Moreover, the voids are further reduced by the compression of the drainage surface layer portion due to the repeated load of the automobile. Road pavement damage is further accelerated by deterioration of asphalt by sunlight and oxygen in the air,
The improvement was demanded.

In order to solve the above problems, there has been proposed a technique in which an epoxy resin is applied in a coating amount which can ensure the drainage property of the porous drainage asphalt mixture layer, and is left to polymerize and cure. However, there has been a problem that the curing does not proceed easily at low temperatures such as in winter and the construction takes a long time.

[0005]

In view of these circumstances, the present invention is capable of improving the working environment, has a low viscosity, has good workability at low temperatures, and has good adhesion to asphalt, Resin composition for reinforcing drainage road pavement excellent in quick-curing property, surface drying property, durability, abrasion resistance, etc., method for reinforcing drainage road pavement using the same, and drainage road pavement reinforced by the method Intended to provide the body.

[0006]

The present invention comprises (A) 100 parts by weight of unsaturated polyester and (B) 10 to 400 parts by weight of a radically polymerizable unsaturated monomer and / or a solvent. A resin composition for reinforcing a drainage road pavement, which is characterized by the above. The present invention also provides a method for reinforcing a drainage road pavement, which comprises applying the composition to drainage asphalt and curing the composition. The present invention also provides a drainage road pavement reinforced by the above method.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION The unsaturated polyester (A) used in the present invention is a condensation product obtained by an esterification reaction between a polyhydric alcohol and an unsaturated polybasic acid (and optionally a saturated polybasic acid). For example, it is described in "Polyester Resin Handbook" (published by Nikkan Kogyo Shimbun, 1988) or "Dictionary of Paint Terms" (edited by the Coloring Materials Association, 1993).

The unsaturated polyester can be produced by a known method. Specifically, polybasic acids having no polymerizable unsaturated bond such as phthalic acid, isophthalic acid, terephthalic acid, tetrahydrophthalic acid, adipic acid, and sebacic acid or anhydrides thereof, and fumaric acid, maleic acid, and itacone. A polymerizable unsaturated polybasic acid such as an acid or its anhydride is used as an acid component, and ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, 1,2-butanediol, 1,3-butanediol, 1, 5-pentanediol, 1,6-hexanediol, 2-methyl-1,3-propanediol, 2,
It can be produced by reacting a polyhydric alcohol such as 2-dimethyl-1,3-propanediol, cyclohexane-1,4-dimethanol, an ethylene oxide adduct of bisphenol A, and a propylene oxide adduct of bisphenol A as an alcohol component. .

As the unsaturated polyester, one having an unsaturated group equivalent (molecular weight per unsaturated group) of about 100 to 800 is preferably used. Those having an unsaturated group equivalent of less than 100 cannot be synthesized. However, if the unsaturated group equivalent exceeds 800, a cured product with high hardness cannot be obtained.

The radically polymerizable unsaturated monomer (B) used in the present invention is, for example, a styrene monomer, styrene α-, o-, m-p-alkyl, nitro, cyano, amide, ester derivative or chloro. Styrene-based monomers such as styrene, vinyltoluene and divinylbenzene, dienes such as butadiene, 2,3-dimethylbutadiene, isoprene and chloroprene; methyl (meth) acrylate, ethyl (meth) acrylate, (meth) acrylic acid- n-propyl, (meth) acrylic acid-i-propyl, (meth) acrylic acid-n-butyl, (meth) acrylic acid-sec-butyl, (meth) acrylic acid-ter-
Butyl, Pentyl (meth) acrylate, Neopentyl (meth) acrylate, Isoamyl (meth) acrylate,
Hexyl (meth) acrylate, (meth) acrylic acid 2-
Ethylhexyl, lauryl (meth) acrylate, dodecyl (meth) acrylate, cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, (meth)
2-Methylcyclohexyl acrylate, dicyclohexyl (meth) acrylate, isobornyl (meth) acrylate, adamantyl (meth) acrylate, allyl (meth) acrylate, propargyl (meth) acrylate, (meth)
Phenyl acrylate, naphthyl (meth) acrylate,
Anthracenyl (meth) acrylate, Anthraninonyl (meth) acrylate, Piperonyl (meth) acrylate,
Salicyl (meth) acrylate, furyl (meth) acrylate, furfuryl (meth) acrylate, tetrahydrofuryl (meth) acrylate, pyranyl (meth) acrylate,
Benzyl (meth) acrylate, phenethyl (meth) acrylate, cresyl (meth) acrylate, 1,1,1-trifluoroethyl (meth) acrylate, perfluoroethyl (meth) acrylate, (meth) Perfluoro-n-propyl acrylate, perfluoro-i-propyl (meth) acrylate, triphenylmethyl (meth) acrylate, cumyl (meth) acrylate, 3- (N, N-dimethyl acrylate) (Meth) acrylic acid esters such as amino) propyl, 2-hydroxyethyl (meth) acrylate, and 2-hydroxypropyl (meth) acrylate; (meth) acrylic acid amide, (meth) acrylic acid N, N -Dimethylamide, (meth) acrylic acid N,
(Meth) acrylic acid amides such as N-diethylamide, (meth) acrylic acid N, N-dipropylamide, (meth) acrylic acid N, N-di-i-propylamide, (meth) acrylic acid anthracenylamide Vinyl compounds such as (meth) acrylic acid anilide, (meth) acryloylnitrile, acrolein, vinyl chloride, vinylidene chloride, vinyl fluoride, vinylidene fluoride, N-vinylpyrrolidone, vinylpyridine, vinyl acetate; diethyl citraconic acid, malein Unsaturated dicarboxylic acid diesters such as diethyl acid, fumaric acid diethyl, and itaconic acid diethyl; N
Monomaleimide compounds such as -phenylmaleimide, N-cyclohexylmaleimide, N-laurylmaleimide, N- (4-hydroxyphenyl) maleimide; N-
(Meth) acryloyl phthalimide and the like can be mentioned.

Known solvents can be used as the solvent of the component (B) in the present invention. For example, specific examples thereof include ethylene glycol monoalkyl ether acetates such as ethyl acetate, isopropyl acetate, cellosolve acetate and butyl cellosolve acetate; diethylene glycol monoalkyl ether acetates such as diethylene glycol monomethyl ether acetate, carbitol acetate and butyl carbitol acetate; Acetic acid esters such as propylene glycol monoalkyl ether acetates and dipropylene glycol monoalkyl ether acetates; diethylene glycol dialkyl ethers such as ethylene glycol dialkyl ethers, methyl carbitol, ethyl carbitol, butyl carbitol; triethylene glycol dialkyl Ethers, propylene glycol dialkyl Ethers, dipropylene glycol dialkyl ethers, ethers such as 1,4-dioxane and tetrahydrofuran; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone; hydrocarbons such as benzene, toluene, xylene, octane and decane Petroleum ethers such as petroleum ether, petroleum naphtha, hydrogenated petroleum naphtha and solvent naphtha; lactic acid esters such as methyl lactate, ethyl lactate and butyl lactate; dimethylformamide and N-methylpyrrolidone.

The amount of the component (B) used in the present invention is
(A) 10 to 10 parts by weight of unsaturated polyester
The amount is 400 parts by weight, preferably 30 to 200 parts by weight.
If the amount is less than 10 parts by weight, the viscosity is too high and the work becomes difficult.
If the amount exceeds 00 parts by weight, it is disadvantageous in the working environment and the strength is insufficient. The radically polymerizable unsaturated monomer and the solvent may be used alone or in combination. There is no particular limitation on the ratio when they are used in combination.

As the radically polymerizable unsaturated monomer of the present invention, a (meth) acrylic acid ester compound having two or more (meth) acryloyl groups in the molecule may be used, and known compounds are used. it can. Specific examples thereof include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol di (meth) acrylate, neopentyl glycol di (meth)
Acrylate, glycerin di (meth) acrylate, 2
-Hydroxy-3-acryloyloxypropyl (meth)
(Meth) acrylic acid esters of various glycols such as acrylate and trimethylolpropane tri (meth) acrylate; compounds represented by the following general formula;

[0014]

[Chemical 1]

(Wherein Ph is a benzene nucleus and R is H
Or CH ₃ and m + n = 2 to 30)

2,2-bis [4- (methacryloxyethoxy) phenyl] propane (manufactured by Shin-Nakamura Chemical Co., Ltd .:
BPE-100), 2,2-bis [4- (methacryloxy-diethoxy) phenyl] propane (Shin-Nakamura Chemical Co., Ltd .: BPE-200), 2,2-bis [4- (methacryloxy-polyethoxy) phenyl. ] Propane (manufactured by Shin-Nakamura Chemical Co., Ltd .: BPE-500), 2,2-bis [4- (acryloxydiethoxy) phenyl] propane (manufactured by Shin-Nakamura Chemical Co., Ltd .: A-BPE-4),
2,2-bis [4- (acryloxy-polyethoxy) phenyl] propane (Shin-Nakamura Chemical Co., Ltd .: A-BP
E-10) and the like.

When the composition of the present invention contains a (meth) acrylic acid ester compound having two or more (meth) acryloyl groups in the molecule, hardness, strength, weather resistance, water resistance, abrasion resistance and the like are improved. Therefore, it can be used by substituting all or part of the component (B). Further, in order to prevent dissolution (cutback) of asphalt, it is desirable to add a (meth) acrylic acid ester compound.

Examples of the room temperature radical polymerization initiator used in the present invention include known combinations of a ketone peroxide and a reducing agent, a combination of hydroperoxide and a reducing agent, and a combination of diacyl peroxide and a reducing agent. Specific examples of the reducing agent include cobalt salts such as cobalt naphthenate and cobalt octylate, vanadium compounds such as vanadium pentoxide, and amines such as dimethylaniline. Among them, the combination of peroxy ester and cobalt salt is particularly effective in terms of pot life and the like. In addition, a known radical polymerization initiator may be used. Examples thereof are those classified into ketone peroxide, peroxyketal, hydroperoxide, diallyl peroxide, diacyl peroxide, peroxyester, and peroxydicarbonate, and azo compounds are also effective. Specific examples include benzoyl peroxide, dicumyl peroxide, diisopropyl peroxide, and di-t.
-Butyl peroxide, t-butyl peroxybenzoate, 1,1-bis (t-butyl peroxy) -3,
3,5-Trimethylcyclohexane, 2,5-dimethyl-2,5-bis (t-butylperoxy) hexyne-
3,3-isopropylhydroperoxide, t-butylhydroperoxide, dicumyl peroxide, dicumylhydroperoxide, acetyl peroxide, bis (4-t-butylcyclohexyl) peroxydicarbonate, diisopropylperoxydicarbonate , Isobutyl peroxide, 3,3,5-trimethylhexanoyl peroxide, lauryl peroxide, azobisisobutyronitrile, azobiscarbonamide and the like can be used.

The addition amount of the room temperature radical polymerization initiator is
(A) 0.1 per 100 parts by weight of unsaturated polyester
-7 parts by weight, preferably 0.5-5 parts by weight. If the amount of the polymerization initiator added is less than this, curing cannot be sufficiently performed, and if the amount of the polymerization initiator added is more than this ratio, it is economically disadvantageous and the physical properties of the cured product deteriorate. And so on.

In the present invention, an additive such as paraffin wax may be added for the purpose of further improving the drying property. Specific examples include paraffin wax having a melting point of about 40 to 80 ° C., BYK-S-750, and BYK-S-74.
0, BYK-LP-S6665 (Big Chemie Co., Ltd.)
Products) and the like, and those having different melting points may be used in combination. The addition amount is usually 0.1 to 3.0 parts by weight with respect to 100 parts by weight of (A) unsaturated polyester.

Further, in the present invention, fillers such as silica, alumina, aluminum hydroxide, calcium carbonate, aluminum and titanium and reinforcing materials such as glass, carbon and short fibers such as ceramic stainless steel may be mixed.

The composition of the present invention can be applied to drainage asphalt and cured to reinforce drainage road pavement. The composition of the present invention, when constructing drainage road pavement, adhesion with asphalt,
Excellent in fast curing, surface dryness, durability and abrasion resistance.

[0023]

EXAMPLES The present invention will be further described below with reference to Examples and Comparative Examples. In addition, "part" and "%" in each example are based on weight.

Synthesis Example 1 30 mol of diethylene glycol, 70 mol of dipropylene glycol, 50 mol of orthophthalic acid, and 50 mol of maleic acid were charged into a reaction apparatus equipped with a stirrer, a reflux condenser, a gas introduction tube, and a thermometer, and the mixture was heated at 210 ° C. according to a conventional method. And acid value is 40
The reaction was carried out to reach mgKOH / g. After the reaction, 0.015 part of hydroquinone was added to 100 parts of the obtained unsaturated polyester, and the mixture was cooled to 100 ° C. Then, 54 parts of styrene monomer was mixed with 100 parts of the unsaturated polyester to obtain 50 mPa.s. unsaturated polyester resin (U
P-1) was obtained.

Synthesis Example 2 A reaction apparatus equipped with a stirrer, a reflux condenser, a gas introduction tube, and a thermometer was charged with 50 mol of diethylene glycol, 50 mol of dipropylene glycol, 50 mol of isophthalic acid, and 50 mol of adipic acid, and the mixture was heated at 210 ° C. according to a conventional method. And acid value is 40m
The reaction was allowed to proceed to gKOH / g. After the reaction, 0.015 parts of hydroquinone was added to 100 parts of the obtained unsaturated polyester and cooled to 100 ° C., and 60 parts of styrene monomer was mixed with 100 parts of the unsaturated polyester to obtain 42 mPa.s. s unsaturated polyester resin (UP
-2) was obtained.

Example 1 To 100 parts of UP-1 obtained in Synthesis Example 1, 0.5 part of cobalt naphthenate, 0.1 part of dimethylaniline, methyl ethyl ketone peroxide (trade name Permec N (Nippon Oil & Fats Co., Ltd.) Then, 3.0 parts by weight was added to obtain a curable resin composition.Next, the surface temperature of the drainage asphalt having an atmospheric temperature of 5 ° C. and a surface temperature of 5 ° C. and a porosity of 20% is 1 kg / m ^2. When the curable resin composition was applied with a roller, the surface was dried and cured in 50 minutes.

Comparative Example 1 100 parts of Epicoat 828 (Epoxy resin made by Yuka Shell KK: Epoxy equivalent 188) and 10 parts of diethylenetriamine as a curing agent were subjected to the same evaluation test as in Example 1, but 5 hours passed. However, it did not cure.

Example 2 To 100 parts of UP-2 obtained in Synthesis Example 2, 0.5 part of cobalt naphthenate and 1.5 parts of Permek N were added to obtain a curable resin composition. Next, the curable resin composition was poured into a circular dish at an ambient temperature of 20 ° C. to have a thickness of 3 mm, and left standing to cure in 30 minutes. The cured product thus obtained was allowed to stand at 20 ° C. for 24 hours, and then subjected to an abrasion resistance test according to JIS K7204 under the conditions of a wear wheel H-22, a load of 1 kg and 1000 times.
As a result, the weight loss was 0.276 g, confirming excellent wear resistance.

Comparative Example 2 The curable resin composition of Comparative Example 1 was prepared at an ambient temperature of 20 ° C.
Then, pour it into a circular dish with a thickness of 3 mm,
When left to stand, it hardened in 2 hours. The cured product thus obtained is allowed to stand at 20 ° C. for 24 hours and then JIS
Wear wheel H-22, load 1 kg, 10 according to K7204
An abrasion resistance test was conducted under the condition of 00 times. As a result, the weight loss was 0.346 g, which was a large amount of wear compared with Example 2.

Example 3 A curable resin composition was prepared by adding 0.5 parts of cobalt naphthenate and 1.5 parts of Permec N to 100 parts of an unsaturated polyester resin (trade name Rigolac FK-2000) manufactured by Showa Highpolymer Co., Ltd. Obtained. Next, the curable resin composition was applied to a test piece of a dense-grained asphalt mixture of an asphalt pavement having an atmosphere temperature of 20 ° C. and a surface temperature of 20 ° C. to a thickness of 2 m.
It was set to m and left to cure in 30 minutes. The cured product thus obtained is allowed to stand for 24 hours at 20 ° C., and then the test piece is allowed to stand for 1 week in an atmosphere of 20 ° C. and a relative humidity of 65%. When the strength was measured, it was 11 kg / cm ^2.
And showed good adhesive strength.

[0031]

EFFECTS OF THE INVENTION According to the present invention, the working environment can be improved, the viscosity is low, and the workability at low temperature is good, and the adhesiveness with asphalt, the rapid curing property, and the surface drying property. Provided are a resin composition for reinforcing a drainage road pavement excellent in durability and abrasion resistance, a method for reinforcing a drainage road pavement using the same, and a drainage road pavement reinforced by the method.

Continued front page    F-term (reference) 2D051 AA02 AG16 AH02 AH03 EA01                       EA06 EB06                 4J027 AB02 AB06 AB07 AB08 AB15                       AB16 AB23 AB24 AB25 BA05                       BA07 BA08 BA14 BA17 CA22                       CA24 CD00 CD08                 4J038 BA202 DD181 DD192 FA021                       FA022 FA041 FA042 FA051                       FA052 FA091 FA092 FA111                       FA112 JA04 JA25 JA33                       JA55 JA67 JB13 JB27 KA06                       MA07 MA09 NA07 NA11 NA12                       PB05 PB12 PC05

Claims (3)

[Claims] 1. A drainage road comprising 100 parts by weight of (A) unsaturated polyester and 10 to 400 parts by weight of (B) a radical-polymerizable unsaturated monomer and / or a solvent. A resin composition for reinforcing pavement. 2. A method for reinforcing a drainage road pavement, which comprises applying the composition according to claim 1 on drainage asphalt and curing the composition. 3. A drainage road pavement reinforced by the method according to claim 2.