JP2002265551A - Composition for elastic pavement material and elastic pavement material obtained by hardening the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a composition for elastic pavement material which can provide a pavement material having both high adhesiveness to the foundation and excellent durability, and has excellent balance between hardening velocity and storage stability. SOLUTION: The composition for elastic pavement material containing (1) at least one selected from the group consisting of an organic frame material and an inorganic frame material and (2) a one liquid moisture-curing resin composition which contains (A) an urethane prepolymer having at least two isocyanate (NCO) groups coupled intramolecularly with tertiary carbon atoms and (B) a ketimine having a ketimine bond (C=N) derived from ketone or aldehyde and amine, wherein at least one of the carbon atom or the nitrogen atom of the ketimine has an α-carbon atom with which a branched carbon atom or a ring carbon atom is coupled, is used.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an elastic pavement composition used for pavement on road surfaces such as roads, parks, stadiums and the like, and an elastic pavement obtained by solidifying the composition.

[0002]

2. Description of the Related Art Conventionally, as an elastic pavement material, a rubber product such as a waste tire of an automobile is pulverized and an elastic aggregate such as a rubber chip is solidified (solidified) with a resin binder. As described above, pavement materials containing elastic aggregates have a large amount of deflection against load compared to asphalt pavement, and provide a pavement with excellent shock absorption and safety when falling down. Widely used. In addition, when used in a roadway, the development of an elastic pavement material which is excellent in noise reduction effect due to its elasticity, air permeability and sound absorbing property and in which tire slippage when wet is hard to occur is expected.

As a resin binder used for the elastic pavement material, a one-pack type urethane prepolymer is generally used.
However, although the one-pack type urethane prepolymer has excellent properties such as elongation, it takes time to completely cure it, and there is a problem with pavements such as roads that require shorter construction time. Was. In addition, it has a drawback that the adhesion to the substrate and the durability such as chemical resistance are insufficient. on the other hand,
When a highly reactive curing agent is blended for the purpose of improving the curing time, storage stability is inferior, gelation and viscosity increase occur during storage, and poor mixing with elastic aggregates occurs, such as concrete and asphalt. A uniform coating film cannot be formed on the substrate. Only the surface layer hardens first and the bottom gas (CO
₂ ) There is a problem that the foam is poor and foaming is easily caused. In addition, when using a two-component urethane prepolymer that mixes the main agent and the curing agent at the time of construction, although the physical properties and curing speed are excellent, the work efficiency is poor due to mixing at the site at the time of construction, and poor mixing. There were also problems such as.

[0004]

SUMMARY OF THE INVENTION Therefore, the present invention can provide an elastic pavement material having high adhesion to a base and excellent durability such as chemical resistance (alkali resistance), and has a high curing speed and storage stability. It is an object of the present invention to provide a one-pack type elastic pavement composition having an excellent balance of properties.

[0005]

Means for Solving the Problems The present inventors have conducted intensive studies to solve the conventional problems, and as a result, by using a specific urethane prepolymer and a specific structure of ketimine as a resin binder as a latent curing agent. It has been found that the storage stability and the curing speed can be satisfied simultaneously. Also, by using this ketimine, it is possible to use it together with an epoxy group-containing compound, which was difficult in the past, and it is possible to obtain an elastic pavement material with excellent durability such as adhesion to a base and chemical resistance. As a result, the present invention has been completed.

That is, the present invention provides (1) at least one selected from the group consisting of organic aggregates and inorganic aggregates, and (2) (A) an isocyanate (NCO) bonded to a tertiary carbon atom in the molecule. A) a urethane prepolymer having at least two groups, and (B) a ketimine bond (C = N) derived from a ketone or aldehyde and an amine, wherein at least one of the ketimine carbon atom and the ketimine nitrogen atom has an α-position. An object of the present invention is to provide a composition for an elastic pavement material including a one-pack type moisture-curable resin composition containing a carbon atom and a ketimine having a branched carbon atom or a ring member carbon atom bonded thereto.

Here, in the ketimine (B), it is preferable that the branched carbon atom or the ring member carbon atom is bonded to the α-position carbon atom of the ketimine carbon atom. Further, it is preferable that the ketimine (B) is obtained using a ketone or aldehyde represented by the following formula (1).

[0008]

Embedded image (Wherein, R ¹ : alkyl group having 1 to 6 carbon atoms R ² : methyl group or ethyl group R ³ : hydrogen atom, methyl group or ethyl group R ⁴ : hydrogen atom or methyl group)

It is preferable that the one-pack type moisture-curable resin composition contains (C) a compound having at least one epoxy group in a molecule. Further, it is preferable that the urethane prepolymer (A) has a bisphenol skeleton. Furthermore, the present invention provides an elastic pavement obtained by solidifying the composition for an elastic pavement.

[0010]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail. The composition for an elastic pavement material of the present invention comprises (1) at least one selected from the group consisting of organic aggregates and inorganic aggregates,
And (2) (A) a urethane prepolymer having at least two isocyanate (NCO) groups bonded to a tertiary carbon atom in the molecule, and (B) a ketimine bond (C = N) having a ketimine carbon atom and a ketimine in which at least one of the ketimine nitrogen atom and the carbon atom at the α-position has a branched carbon atom or a ring member carbon atom bonded thereto. It is characterized by including.

FIG. 1 is a cross-sectional view of an elastic pavement road 1 on which an elastic pavement material 10 of the present invention is laid. As shown in FIG. 1, an elastic pavement material 10 having a predetermined thickness is laid on a base 14 provided on a ground 15. This elastic pavement material 10
The organic aggregate and / or the inorganic aggregate 11 are appropriately mixed according to the application, and the one-part moisture-curable resin composition 12 of the present invention is added thereto.
Is formed by applying and solidifying a composition for an elastic pavement material using the as a binder.

As a base, concrete, mortar,
In addition to a known hard or soft base such as asphalt concrete, wood board, and synthetic resin, a so-called roadbed layer such as a crushed stone layer and a chestnut stone layer is included.

Examples of the organic aggregate include various types of rubber, synthetic resin, wood chips, and chips such as cork. Rubber chips include natural rubber, styrene butadiene rubber, acrylonitrile butadiene rubber, polyurethane rubber, EPD
M and the like, but from the viewpoint of economic efficiency, pulverized waste tires as industrial waste are preferable. The shape of the rubber pulverized material is preferably granular or a hijiki having a certain length, and the particle size is preferably 1 mm or more, and 2 to 6 mm.
mm is more preferable. Very fine particles enter the substrate and cause void clogging, which is not preferable in terms of drainage. Conversely, those having a large particle size are effective in forming a porous structure and providing elasticity, and therefore, it is preferable to use those mixed in an appropriate amount. The concept of various synthetic resin chips includes a granular material obtained from various synthetic resin materials other than the above-described rubber chips. Specific examples include bumpers of automobiles and ground products of golf balls.

As inorganic aggregates, natural stones such as mountain gravel and river gravel, cold water stones, quartz sand, artificial stones, slag, ceramics,
Granular materials such as metal powders are exemplified. Among them, silica sand granules are suitable from the viewpoint of cost. The inorganic aggregate is intended to improve the strength and wear resistance of the finished pavement, and to improve the slip resistance by being exposed to the surface. The particle size is preferably 1 mm or more, particularly preferably 2 to 10 mm. However, it is more effective if the fine aggregate having a particle size of 5 mm or less is mixed with 10% by volume or more of the inorganic material used.

[0015] The composition of the present invention contains at least one selected from the group consisting of the above-mentioned organic aggregates and inorganic aggregates. Preferably, a rubber chip, silica sand or a mixture thereof is used. When the organic aggregate and the inorganic aggregate are used in combination, the mixing ratio can be appropriately changed according to various uses. For example, when used for a sidewalk, the volume ratio of organic aggregate / inorganic aggregate is suitably from 10/0 to 5/5. Within this range, the shock absorption is sufficient, and the safety at the time of falling is excellent. In particular, when importance is attached to the safety against the impact at the time of falling, 10/0 to 7/3 is preferable, and 10/0 to 8/2 is more preferable. In addition, as a paving material for various stadiums, the volume ratio of organic aggregate / inorganic aggregate is as follows:
10/0 to 6/4 for the athletic field, 10/0 to 6/4 for the jogging track, 10/0 to 7/3 for the tennis court, and 9 for the soccer field.
/ 1-5 / 5, 10 for other multipurpose grounds
/ 0 to 5/5 are suitable.

When used in a roadway, the volume ratio of organic aggregate / inorganic aggregate is preferably from 9/1 to 6/4. This is because if the thickness is in this range, there is no problem in the driving stability of the vehicle such as the tires slipping easily when wet, and a sufficient noise reduction effect can be expected. Above all, when abrasion resistance is particularly required on a highway or the like, the volume ratio of organic aggregate / inorganic aggregate is 8/2.
To 6/4 are preferable, and 7/3 to 6/4 are more preferable.

Next, the one-component moisture-curable resin composition used for the binder of the present invention will be described. The one-pack type moisture-curable resin composition of the present invention comprises a combination of a highly sterically hindered urethane prepolymer (A) and a similarly sterically hindered ketimine (B) to ensure storage stability and cure. An increase in speed can be achieved. Hereinafter, each component will be described in detail.

(A) Urethane Prepolymer The urethane prepolymer (A) of the present invention has at least two isocyanate (NCO) groups bonded to a tertiary carbon atom in the molecule. The group other than NCO bonded to this tertiary carbon atom is not particularly limited. For example, N
The group other than CO is not particularly limited in its carbon number or bulkiness, and may contain a hetero atom such as O, S, or N. Further, the two groups bonded to the tertiary carbon atom may be the same or different from each other.

Such a urethane prepolymer is specifically derived from a polyisocyanate and a polyol represented by the following formula (2).

Embedded image In the formula, R ^a , R ^b and R ^c are each independently O, S, N
And p is an integer of 2 or more.

Examples of the organic group include hydrocarbon groups such as an alkyl group, an alicyclic group, an aromatic ring group, an arylalkyl group and an alkylaryl group; a group having a hetero atom selected from O, S and N; For example, ether, carbonyl,
Examples include an amide, a urea group (carbamide group), and an organic group containing a urethane bond. Among the above, ^Ra or ^Rb is preferably a methyl group. The polyisocyanates can be used alone or in combination of two or more. Above all, it is one of preferred embodiments to use a mixture of diisocyanate (p = 2) and triisocyanate (p = 3). In the above equation (2), p
The monoisocyanate compound of = 1 may be used as a mixture with the urethane prepolymer (A).

As the polyisocyanate used in the present invention, specifically,

Embedded image And diisocyanate compounds such as m- or p-tetramethylxylylene diisocyanate (TMXDI) and isophorone diisocyanate.

In synthesizing the urethane prepolymer, diisocyanates are usually used among the above polyisocyanates. The molecular weight and the skeleton of the polyol used for the synthesis of the urethane prepolymer are not particularly limited as long as the compound has two or more hydroxyl groups.
For example, those generally used as polyols such as low molecular weight polyhydric alcohols, polyether polyols, polyester polyols, and polymer polyols having a main chain composed of carbon-carbon bonds can be widely used.

Specific examples of the urethane prepolymer include an adduct of a polyisocyanate and a low molecular weight polyhydric alcohol, and a urethane prepolymer derived from a polyisocyanate, a polyether polyol, a polyester polyol, and the like.

The low molecular weight polyhydric alcohols include, for example, ethylene glycol (EG), diethylene glycol, propylene glycol (PG), dipropylene glycol, (1,3- or 1,4-) butanediol, pentanediol, neone Pentyl glycol, hexanediol, cyclohexanedimethanol, glycerin,
1,1,1-trimethylolpropane (TMP), 1,
Polyhydric alcohols such as 2,5-hexanetriol and pentaerythritol; and saccharides such as sorbitol.

Among such adducts of polyhydric alcohol and polyisocyanate, adducts using trimethylolpropane (TMP) as the polyhydric alcohol (polyol) are preferred. Specifically, 1,1,1-trimethylolpropane (TM
P) and tetramethylxylylene diisocyanate (TM
XDI) and a TMXDI.TMP adduct derived therefrom.

[0026]

Embedded image

The above-mentioned adduct is, for example,
A commercially available product such as 160 (Mitsui Cytec) can also be used. Such an adduct is not necessarily a complete OH: NCO adduct and may contain unreacted raw materials.

The polyether polyol and polyester polyol used as the polyol during the synthesis of the urethane prepolymer are usually derived from the above low molecular weight polyhydric alcohols. In the present invention, those derived from aromatic diols are also preferably used. Can be Examples of the aromatic diols include dihydroxystyrene, a bisphenol A structure (4,4′-dihydroxyphenylpropane) and a bisphenol F structure (4,4
4′-dihydroxyphenylmethane), a brominated bisphenol A structure, a hydrogenated bisphenol A structure, a bisphenol S structure, and a bisphenol AF structure having a bisphenol skeleton.

[0029]

Embedded image

The polyether polyols selected from the above-mentioned polyhydric alcohols and / or aromatic diols include alkylene oxides derived from polyhydric alcohols such as ethylene oxide, propylene oxide, butylene oxide (tetramethylene oxide), and styrene. A compound having one or more selected from an oxide and a bisphenol skeleton is exemplified. Specific examples of the polyether polyol include polyethylene glycol, polypropylene glycol (PPG), ethylene oxide / propylene oxide copolymer, polytetramethylene ether glycol (PTMEG), and sorbitol-based polyol. Examples of the polyether polyol having a bisphenol skeleton include a polyether polyol obtained from a diol having a bisphenol skeleton and a polyhydric alcohol, such as a polyether polyol containing the bisphenol A structure, ethylene oxide, and propylene oxide units. .

Examples of the polyester polyol include condensates of the above-mentioned polyhydric alcohols and / or aromatic diols with polybasic carboxylic acids (condensed polyester polyols), lactone polyols, polycarbonate diols and the like. Examples of the polybasic carboxylic acid forming the condensation polyester polyol include glutaric acid, adipic acid, azelaic acid, pimelic acid, suberic acid, sebacic acid, terephthalic acid, isophthalic acid, dimer acid, and other low molecular carboxylic acids. Examples include oligomeric acids, castor oil, and hydroxycarboxylic acids such as a reaction product of castor oil and ethylene glycol. Examples of the lactone-based polyol include ring-opened polymers such as propion lactone and valerolactone.

As the polyester polyol having a bisphenol skeleton, instead of the above-mentioned polyhydric alcohols,
Or a condensation-based polyester polyol obtained using a diol having a bisphenol skeleton together with a polyhydric alcohol, for example, a polyester polyol obtained from bisphenol A and castor oil, a polyester obtained from bisphenol A and castor oil, ethylene glycol, and propylene glycol Polyols and the like.

In synthesizing the urethane prepolymer,
Further, polymer polyols having a carbon-carbon bond in the main chain skeleton, such as acrylic polyol, polybutadiene polyol, and hydrogenated polybutadiene polyol, can also be used. Two or more of the above polyols can be used in combination.

Preferred examples of the urethane prepolymer as described above include, for example, a polyfunctional urethane prepolymer obtained by using a bifunctional or trifunctional polyol as a polyol, or a polyfunctional (OH) polypropylene glycol obtained by mixing these. Is mentioned.

A urethane prepolymer having a bisphenol skeleton is also preferable, and a urethane prepolymer having a bisphenol A skeleton is particularly preferable. Specifically, as the polyol, a urethane prepolymer obtained by using a polyester polyol synthesized from bisphenol A and castor oil, a polyether polyol synthesized from bisphenol A and ethylene oxide, propylene oxide, or the like is preferably used. .

This urethane prepolymer may contain two or more kinds of polyol components, and may contain not only two or more kinds of bisphenol skeletons but also a polyol component having another structure together with the bisphenol skeleton. .
The content of the bisphenol structural portion in the urethane prepolymer is not particularly limited, but the bisphenol skeleton component is contained in the polyol in a proportion of 1 to 2 from the viewpoint of improving the adhesion to the base.
It is preferably contained in an amount of 50 mol%.

The urethane prepolymer (A) used in the present invention has a weak intermolecular hydrogen bond due to a steric hindrance effect of a tertiary carbon atom bonded to an isocyanate group. Suitable viscosity and modulus can be obtained. Also, a plasticizer can be used if necessary.

In the present invention, the urethane prepolymer (A)
May be used in combination of two or more. In addition, as long as the object of the present invention is not impaired, a small amount of a general isocyanate compound (including a urethane prepolymer) other than the above may be used in combination. For example, an isocyanate compound which does not give steric hindrance to an isocyanate group used as a main component of a two-part curable composition can be used in combination, but such a compound reduces storage stability. The content is preferably less than 10 mol% based on the polymer (A).

(B) Ketimine In the present invention, a compound having a C ＝ N bond derived from a ketone or aldehyde and an amine is referred to as ketimine. Therefore, in this specification, ketimine is defined as -HC = N
It is used in a sense that also includes an aldimine having a bond. Ketimine used in the present invention, ketone or aldehyde,
Having a ketimine (C = N) bond derived from an amine,
It has a structure in which a branched carbon atom or a ring member carbon atom is bonded to at least one α-position carbon atom of the ketimine carbon atom or the ketimine nitrogen atom. That is, it has a bulky group on at least one of the carbon atom and the nitrogen atom constituting the ketimine (C = N) bond. Here, the ring member carbon atom may be a carbon atom forming an aromatic ring or a carbon atom forming an alicyclic ring.

In the present invention, as the ketimine having a bulky group as described above, specifically, a ketimine (C = N) bond to which the above bulky group is bonded,
Ketimines having two or more in the molecule, silicon-containing ketimines having a bulky group derived from a ketone or aldehyde at a carbon atom constituting a ketimine bond, and containing an amine component derived from an aminoalkylalkoxysilane, or polycondensation thereof Ketimine is preferably mentioned.

In the above and the above, when a branched carbon atom or a ring member carbon atom is introduced into the α-position carbon atom of the ketimine carbon atom, the branch carbon atom or the ring member carbon atom is bonded to the α-position carbon atom of the carbonyl group. Ketones or aldehydes are used. Specifically, diisopropyl ketone and ketones or aldehydes having a cyclic hydrocarbon group represented by the following formula (1), ketones or aldehydes having a cyclic hydrocarbon group such as propiophenone, benzophenone, benzaldehyde, and cyclohexanecarboxaldehyde Is mentioned. These can be used in combination.

[0042]

Embedded image (Wherein, R ¹ : alkyl group having 1 to 6 carbon atoms R ² : methyl group or ethyl group R ³ : hydrogen atom, methyl group or ethyl group R ⁴ : hydrogen atom or methyl group)

As the ketone or aldehyde represented by the above formula (1), methyl t-butyl ketone (MTBK),
Methyl isopropyl ketone (MIPK), pivalaldehyde (trimethylacetaldehyde), isobutyraldehyde ((CH
₃ ) ₂ CHCHO).

The ketimine has two or more C ＝ N bonds in the molecule, and such a ketimine is usually obtained by using a polyamine having two or more amino groups in the molecule.
To obtain a ketimine having a bulky group as described above at a ketimine nitrogen atom derived from the polyamine, for example, 2,5-dimethyl-2,5-hexamethylenediamine,
Mensendiamine, 1,4-bis (2-amino-2-methylpropyl) piperazine, PPG in which an amino group is bonded to a propylene branched carbon atom at both ends of the molecule (for example, Jeffamine D230, Jeffamine D400, manufactured by San Techno Chemical Co., Ltd. ) Can be used.

Among the above ketimines, those in which a bulky group is bonded to a ketimine carbon atom and a methylene group is bonded to a ketimine nitrogen atom are used together with the urethane prepolymer (A) having the above-mentioned specific structure to be stored. It is preferable because a one-part curable resin composition having particularly excellent balance between stability and curability (curing speed) can be obtained. In order to introduce a methylene group into the ketimine nitrogen atom, the following formula (3)
Can be used.

[0046]

Embedded image (Wherein, R ^{5 is a} hydrogen atom or a hydrocarbon group comprising a saturated chain having 1 to 20 carbon atoms, an unsaturated chain, a saturated carbocyclic ring, an unsaturated carbocyclic ring (including an aromatic ring), n: 2 to 6)

Specific examples of the polyamine represented by the above formula (3) include ethylenediamine, propylenediamine,
Butylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, hexamethylenediamine, trimethylhexamethylenediamine, N-aminoethylpiperazine, 1,2-diaminopropane, iminobispropylamine, methyliminobispropylamine , H ₂ N (CH
_{2 CH 2 O) 2 (CH} 2) 2 NH 2 ( diamine trade name Sun Techno Chemical Co. Jeffamine EDR148) polyether backbone amine nitrogen atom is a methylene group is bonded, such as, 1,5-diamino-2-methyl Pentane (trade name: MPMD manufactured by DuPont Japan), meta-xylene diamine (MXDA), polyamidoamine (X2000 manufactured by Sanwa Chemical Co., Ltd.), isophorone diamine, 1,3-bisaminomethylcyclohexane (1,3B manufactured by Mitsubishi Gas Chemical Co., Ltd.)
AC), 1-cyclohexylamino-3-aminopropane, 3-aminomethyl-3,3,5-trimethyl-cyclohexylamine, a diamine having a norbornane skeleton (NBDA manufactured by Mitsui Toatsu Chemicals, Inc.), and the like. Among these, 1,3-bisaminomethylcyclohexane (1,
3BAC), norbornanediamine (NBDA), meta-xylylenediamine (MXDA), Jeffamine ED
R148 (trade name) and polyamidoamine are preferred.

Among the above ketimines, a preferred specific example is methyl isopropyl ketone (MIP
K) or methyl t-butyl ketone (MTBK) and those obtained from Jeffamine EDR148 (dimethyleneamine having a polyether skeleton), methyl isopropyl ketone (MIPK) or methyl t-butyl ketone (MTB).
K), 1,3-bisaminomethylcyclohexane (1,3BAC), methyl isopropyl ketone (MIPK) or methyl t-butyl ketone (MTBK), and dimethyleneamine having a norbornane skeleton (NBDA). The resulting product, methyl isopropyl ketone (MIPK) or methyl t-butyl ketone (MT
BK) and meta-xylylenediamine (MXDA), methyl isopropyl ketone (MIPK)
Or those obtained from methyl t-butyl ketone (MTBK) and polyamidoamine (X2000). Among these, especially MIPK or MTBK
And NBDA, MIPK and 1,3B
Those obtained from AC are preferable because they have extremely excellent curability. MIPK or MTBK and X200
Those obtained from 0 are preferable because they exhibit excellent adhesion to a wet surface.

The aldimine may be pivalaldehyde, NBDA, 1,3BAC or Jeffamine ED.
Combination with R148, MXDA; isobutyraldehyde and NBDA, 1,3BAC or Jeffamine E
Combination with DR148, MXDA; those obtained from the combination of cyclohexanecarboxaldehyde with NBDA, 1,3BAC or Jeffamine EDR148, MXDA are preferred.

The ketimine as described above can be obtained by converting a ketone or aldehyde and a polyamine without solvent or using benzene,
It can be obtained by heating and refluxing in the presence of a solvent such as toluene or xylene, and performing the reaction while removing elimination water by azeotropic distillation.

Ketimine is a silicon-containing ketimine derived from an aminoalkoxysilane represented by the following formula (4). In this ketimine, the bulky group is attached to a ketimine carbon atom, ie derived from a ketone or an aldehyde, and the aspect of this moiety is the same as the ketimine.

[0052]

Embedded image

In the formula (4), R ⁶ is an alkyl group having 1 to 6 carbon atoms, an alkoxyl group having 1 to 6 carbon atoms, or a monovalent siloxane derivative. Examples of the alkyl group having 1 to 6 carbon atoms include a methyl group, an ethyl group, and a propyl group;
Preferred examples of the alkoxyl group 6 include a methoxy group, an ethoxy group, and a propoxy group; and preferred examples of the monovalent siloxane derivative include a silyloxy group.
Among these, a methoxy group and an ethoxy group are more preferable.

R ⁷ is a divalent hydrocarbon group which may contain a nitrogen atom, and preferably has 1 to 6 carbon atoms.
Examples of the divalent hydrocarbon group containing no nitrogen atom include a methylene group, ethylene group, and propylene group; and divalent hydrocarbon groups containing a nitrogen atom do not include the above-mentioned nitrogen-free group.
Preferred are groups having a secondary amino group in the hydrocarbon groups exemplified by the monovalent hydrocarbon groups. Among them, those in which a methylene group is bonded to the amino group in the formula (4) are more preferable, and a propylene group, -C ₂ H ₄
NHC ₃ H ₆ — groups are more preferred. R ⁸ is an alkoxyl group, preferably an alkoxyl group having 1 to 6 carbon atoms, more preferably a methoxy group or an ethoxy group.
m is 0, 1, 2, or 3.

Examples of the aminoalkoxysilane represented by the above formula (4) include compounds represented by the following formulas (5) to (12). Among these, the formulas (5) to (5)
The compound shown in (8) is preferred. Expressions (5) to (5)
The compound shown in (8) is known as a general-purpose silane coupling agent.

[0056]

Embedded image

The aminoalkoxysilane as described above is
A ketimine bond can be easily formed with a ketone or aldehyde having a bulky group at the carbon atom at the α-position of the carbonyl group, and the resulting silicon-containing ketimine is easily hydrolyzed, excellent in curability, and stored. It is particularly preferable because of its excellent stability.

Ketimine is obtained by a dehydration reaction between the aminoalkoxysilane and the ketone or aldehyde having a bulky group. The aminoalkoxysilane and the ketone or aldehyde are added in equimolar amounts or with respect to the amino group. It is obtained by stirring at room temperature or under heating with an excess of ketone or aldehyde (normally 1.2 equivalent or more). The reaction temperature is preferably from 20 to 150 ° C, and from 50 to 11
0 ° C. is more preferred. The reaction time is preferably 2 to 24 hours, more preferably 2 to 5 hours. The silicon-containing ketimine thus obtained is represented by the following formula (13).

[0059]

Embedded image Wherein ^{(13), R 1, R} 2, R 3, R 4 has the same meaning as ^{R 1, R 2, R 3} , R 4 in the formula ^{(1), R 6, R} 7,
R ^8, m have the same meanings as ^{R 6, R 7, R 8} , m in the formula (4).

The ketimine may be a polycondensate of the silicon-containing ketimine. This polycondensate is the same as the above (1)
The silicon-containing ketimine shown in 3) is obtained by polymerizing an alkoxysilyl group hydrolyzed by water removed by a dehydration reaction between an aminoalkoxysilane and a ketone or aldehyde. The polycondensate of silicon-containing ketimine has a structure represented by the following formula (14) as a main chain skeleton.

[0061]

Embedded image In the formula, R ¹ , R ² , R ³ , R ⁴ , R ⁶ , and R ⁷ are represented by the formula (1)
It has the same meaning as R ¹ , R ² , R ³ , R ⁴ , R ⁶ , and R ^{7 in} 3). n is 1 or more, preferably an integer of 1 to 50.

The silicon-containing polycondensate thus obtained has, at the terminal of the main chain thereof, a hydrogen atom, an alkyl group having 1 to 6 carbon atoms such as a methyl group, an ethyl group or a propyl group; a methoxy group or an ethoxy group. , An alkoxyl group having 1 to 6 carbon atoms such as a propoxy group; and a monovalent siloxane derivative such as a silyloxy group.

In the reaction between the aminoalkoxysilane and the ketone or the aldehyde, an alkoxysilane having no amino group (hereinafter, an alkoxysilane having no amino group may be conveniently used as a silane coupling agent) if necessary. ) May be added and reacted simultaneously to obtain a silicon-containing ketimine. As the silane coupling agent, known ones can be widely used, and examples thereof include an epoxy group-containing alkoxysilane.

The epoxy group-containing alkoxysilane may be any compound having an epoxy group and a hydrolyzable alkoxysilyl group at the molecular terminal. Usually, the backbone of the compound is
An organic group mainly containing a hydrocarbon group such as a methylene group or an ethylene group, including a group having O, S, and N. A hydrolyzable alkoxysilyl group is a reactive silicon group in which an alkoxyl group such as a methoxy group and an ethoxy group is bonded to a silicon atom, and an alkyl group such as a hydrogen atom, a methyl group and an ethyl group may be bonded. is there. As the alkoxyl group, a methoxy group is preferable because of its mild hydrolyzability and easy handling.

Among such epoxy group-containing alkoxysilanes, the following γ- (or 3-) glycidoxypropyltrimethoxysilane is preferably used.

[0066]

Embedded image

Examples of the silane coupling agent having no epoxy group include chloropropyltrimethoxysilane, vinyltrichlorosilane, trimethoxyvinylsilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, and the like. γ-methacryloxypropyltrimethoxysilane and the like. Of these, trimethoxyvinylsilane is preferred.

The silane coupling agent as described above is preferably used because it has an excellent effect of improving the adhesiveness to a wet surface and is more versatile. In the present invention, the silane coupling agent may be added during the synthesis of ketimine, and when a one-part curable resin composition is prepared as described later, the urethane prepolymer (A) and ketimine ( It may be added to B). In any case, the addition amount of the silane coupling agent is arbitrary, but it is preferably 5 times or less, more preferably 2 times or less the mole of the aminoalkoxysilane from the viewpoint of the physical properties of the cured product.

In the ketimine synthesis in the case where the silane coupling agent coexists, the reaction conditions are the same as those in the case where the coexistence does not exist. After the reaction, excess ketone or aldehyde and generated alcohol are removed under reduced pressure to obtain the desired product.

In the reaction in which the silane coupling agent coexists, first, a silicon-containing ketimine is formed by a dehydration reaction between an aminoalkoxysilane and a ketone or aldehyde, and the alkoxysilyl group in the silicon-containing ketimine and the silane coupling agent It is considered that the alkoxysilyl group in the inside hydrolyzes with the eliminated water and reacts with each other.
Therefore, when an epoxy group-containing alkoxysilane is used as the silane coupling agent, the epoxy group remains unreacted in the reaction product together with the ketimine bond, and the epoxy group and the alkoxysilyl group together with the ketimine bond in the molecule. Is obtained. These groups coexist stably during storage, while a faster curing rate is obtained during use due to the coexistence of an epoxy group and an alkoxysilyl group in addition to the ketimine bond.

An example of a ketimine obtained by using such a silicone coupling agent (epoxy group-containing alkoxysilane) is shown in the following formula (15).

[0072]

Embedded image (R ⁴ : hydrogen atom or methyl group)

As shown in ketimine and ketimine, the ketimine used in the present invention has a ketimine bond α
It has a bulky group at the carbon atom, and has a structure in which a nitrogen atom is sterically hindered. Methyl isobutyl ketone (MI
A conventionally known ketimine obtained from a ketone such as BK) and methyl ethyl ketone (MEK) and an amine having a methylene group bonded to an amino group shows strong basicity because the ketimine nitrogen atom is exposed. Therefore, the one-pack type composition in which ketimine and an isocyanate compound are blended has a problem in storage stability such that gelation proceeds during storage.

On the other hand, the ketimine used in the present invention has a bulky group in the vicinity of the ketimine nitrogen atom or directly bonded to the nitrogen atom, and the ketimine nitrogen atom is protected by a substituent. Due to steric hindrance, its basicity is greatly weakened, and it exhibits excellent storage stability. On the other hand, the ketimine used in the present invention, when in use, comes into contact with the moisture in the air, so that the ketimine nitrogen atom easily becomes an active amine and exhibits excellent curability.

By the way, even when the above-mentioned ketimine is used as a latent curing agent, an isocyanate compound having no bulky group near an isocyanate group such as TDI (tolylene diisocyanate) and XDI (xylylene diisocyanate) can be used. When used, the curing speed was high, but the storage stability could not be secured, and it was difficult to obtain a practical one-pack type moisture-curable resin composition. On the other hand, in the present invention, by combining a ketimine having a specific structure as described above and a urethane prepolymer in which a bulky group is bonded to an isocyanate group, a one-pack that simultaneously satisfies the curing speed and storage stability. Mold moisture-curable resin compositions were made possible.

The urethane prepolymer having a bulky group bonded to an isocyanate group used in the present invention has a large steric hindrance to the isocyanate group. Further, when the bulky group is an electron donating group such as an alkyl group, Has low reactivity of isocyanate groups. Such a composition of the urethane prepolymer having a specific structure and the ketimine having a specific structure is kept stable during storage in a container. On the other hand, when the composition is brought into contact with air, the water molecules, which are moisture, are small and readily attack the ketimine nitrogen atom without steric hindrance of the substituent, and hydrolysis proceeds easily. Therefore, the one-component moisture-curable resin composition according to the present invention has an excellent curing speed.

The urethane prepolymer (A) as described above
When obtaining a one-pack type moisture-curable resin composition from the ketimine (B) and the ketimine (B), the equivalent ratio of functional groups in these components (isocyanate group in urethane prepolymer (A)) / (ketimine (B) (Ketimine bond C = N) in 0.1-2.
The range of 0 is preferable, and the range of 0.5 to 1.5 is more preferable.
Within this range, the balance between both storage stability and curing speed is particularly excellent.

(C) Compound Having at least One Epoxy Group in the Molecule The one-pack moisture-curable resin composition of the present invention has at least one epoxy group in the molecule in addition to the above components. Compound (C) can be contained. By containing a compound having an epoxy group, the adhesion to the base can be further enhanced, and the weather resistance, chemical resistance and mechanical strength can be improved, and a pavement road surface excellent in durability can be obtained. Conventionally, including a highly reactive epoxy group,
Although there were problems such as gelation and viscosity increase during storage, in the present invention, by using ketimine (B) having high steric hindrance as a curing agent, sufficient storage stability can be ensured, and Combination with a group-containing compound has become possible.

The compound (C) having at least one epoxy group in the molecule is preferably an epoxy resin. As the epoxy resin used in the present invention,
For example, bisphenol A epoxy resin, bisphenol F epoxy resin, bisphenol S epoxy resin, biphenyl epoxy resin, naphthalene epoxy resin, novolak epoxy resin, epoxy resin having a fluorene skeleton, epoxy resin having a fluorene skeleton, Epoxy resin using polymer as raw material, diglycidyl resorcinol, tetrakis (glycidyloxyphenyl) ethane, tris (glycidyloxyphenyl)
Examples include glycidylamine type epoxy resins such as methane, trisglycidylaminophenol, triglycidylaminocresol, and tetraglycidylxylenediamine, and alicyclic epoxy resins such as vinylcyclohexene diepoxide. They can be used together. Among them, bisphenol A, which has excellent adhesion
It is preferable to use a type epoxy resin.

The content of the compound (C) having at least one epoxy group in the molecule is appropriately determined according to the curing speed of the composition obtained, the hardness of the composition after curing, the compression / tensile strength, and the like. Can be. For example, for sidewalks, preferably 0.1 to 100 parts by weight of urethane prepolymer.
It is good to adjust in the range of 5 to 50 parts by weight, more preferably 1 to 30 parts by weight. In addition, for roadway use, preferably 1 to 80 parts by weight based on 100 parts by weight of the urethane prepolymer.
It is preferable to adjust the amount by weight, more preferably in the range of 5 to 50 parts by weight.

Further, the one-pack type moisture-curable resin composition according to the present invention may contain other components if necessary.
For example, it may contain the above-mentioned silane coupling agent. The addition of the silane coupling agent can improve the storage stability and the curing speed of the one-pack type moisture-curable resin composition, as well as the adhesiveness to a wet surface. Among the silane coupling agents, trimethoxyvinylsilane, γ-glycidoxypropyltrimethoxysilane,
In particular, it is excellent in the effect of improving the adhesiveness to a wet surface, and is preferably used because it is a general-purpose compound.

These silane coupling agents can be used at the time of ketimine synthesis as described above.
When used at the time of mixing (A) and (B), the amount is preferably 0.1 to 20 parts by weight, more preferably 0.5 to 10 parts by weight, per 100 parts by weight of the urethane prepolymer (A). When used in this range, the adhesion to the wet surface is further improved, and specifically, a cured product having a high shear stress at the time of rupture and a fracture rate of the base material (adhered material) of almost 100% is obtained. preferable.

The one-component moisture-curable resin composition according to the present invention may further contain other components as needed, as long as the effects of the present invention are not impaired. For example, it may contain a compound having a silyl ester group represented by the following formula (16).

[0084]

Embedded image

In the formula, R is a hydrogen atom or a group having 1 to 20 carbon atoms.
Is a monovalent hydrocarbon group. As the hydrocarbon group, specifically, methyl group, ethyl group, vinyl group, propyl group,
Linear hydrocarbon groups such as octyl group, lauryl group, palmityl group, stearyl group, allyl group and eicosyl group; branched hydrocarbon groups such as isopropyl group and isobutyl group;
Alicyclic hydrocarbon groups such as hexamethyl group; aromatic groups such as phenyl group and benzyl group; As R, a monovalent hydrocarbon group having 1 to 17 carbon atoms is particularly preferred because it has excellent storage stability and a curing reaction promoting effect. This is because when R is a hydrogen atom, storage stability is slightly difficult, and when the carbon number is 18 or more, the effect of accelerating the curing reaction is slightly reduced.

The compound having a silyl ester group used in the present invention is not particularly limited as long as the silyl ester group is a compound represented by the above formula (16). No matter which of the side chains
Also, one or two or more may be included. When two or more silyl ester groups represented by the formula (16) are contained in the compound, only one kind may be contained or they may be different from each other. The main chain of such a compound having a silyl ester group mainly comprises Si—O bonds. The main chain may be one kind or two or more kinds. When the silyl ester group represented by the formula (16) is contained in the main chain, Si of the silyl ester group becomes Si in the main chain.

Specific examples of the compound having a silyl ester group include compounds represented by the following formula.

[0088]

Embedded image

In the above formula, the number k of repeating units of the silyl ester group is an integer of 1 or more. Examples of the method for producing the compound having a silyl ester group include polyhydrogensiloxane having an Si-H group such as poly (methylhydrogen) siloxane; linear saturated fatty acid such as formic acid and stearic acid; and caproleic acid. Unsaturated carboxylic acids such as benzoic acid, carboxylic acids such as alicyclic carboxylic acids such as naphthoic acid, or a copolymer of the above-mentioned polyhydrogensiloxane and alkene, and the above-mentioned carboxylic acid. Acids can be synthesized by dehydration-condensation using a transition metal of Group VIII such as Pt or Ru alone or a chloride of these metals as a catalyst.

The one-component moisture-curable resin composition according to the present invention can shorten the curing time without impairing the storage stability by containing the compound having a silyl ester group as described above. . The preferable content of the compound having a silyl ester group for obtaining such an effect is preferably 0.05 to 10 parts by weight, more preferably 0.1 to 8 parts by weight based on 100 parts by weight of the urethane prepolymer (A). preferable.

The one-part moisture-curable resin composition according to the present invention may contain calcium carbonate. In particular, by containing the surface-treated calcium carbonate, a desired viscosity can be obtained, and good initial thixotropy (thixotropic) and storage stability can be obtained. As such calcium carbonate, conventionally known surface-treated calcium carbonate surface-treated with a fatty acid, a resin acid, a urethane compound or a fatty acid ester can be used. Specifically, as calcium carbonate surface-treated with fatty acids, as Calfine 200 (manufactured by Maruo Calcium Co.), Whiten 305 (heavy calcium carbonate, manufactured by Shiraishi Calcium Co.), and calcium carbonate surface-treated with fatty acid ester And Sealets 200 (manufactured by Maruo Calcium Co., Ltd.) are preferably used.

Calcium carbonate is used in order to obtain an appropriate initial thixotropy and workability, (A) urethane prepolymer 1
30 to 200 parts by weight, preferably 5 parts by weight
It is more preferable to use 0 to 150 parts by weight. In addition, 20
If it exceeds 0 parts by weight, the viscosity becomes too high.

Further, the one-pack type moisture-curable resin composition according to the present invention comprises a filler, a plasticizer, a thixotropic agent, a pigment, a dye, an antioxidant, an antioxidant, an antistatic agent, a flame retardant, It may contain an imparting agent, a dispersant, a solvent, and the like.

The filler includes organic or inorganic fillers of various shapes, such as fumed silica, calcined silica, precipitated silica, pulverized silica, fused silica; diatomaceous earth; iron oxide, zinc oxide, titanium oxide, barium oxide, and oxidized silica. magnesium;
Magnesium carbonate, zinc carbonate; limestone clay, kaolin clay, calcined clay; or carbon black, or a fatty acid, resin acid, fatty acid ester-treated product thereof, or the like can be used.

Examples of the plasticizer include dioctyl phthalate (DOP), dibutyl phthalate (DBP); dioctyl adipate, isodecyl succinate; diethylene glycol dibenzoate, pentaerythritol ester;
Butyl oleate, methyl acetyl ricinoleate; tricresyl phosphate, trioctyl phosphate; propylene glycol adipate polyester, butylene glycol adipate polyester, and the like can be used.

Examples of the thixotropy-imparting agent include Aerosil (manufactured by Nippon Aerosil Co., Ltd.) and Disparon (manufactured by Kusumoto Kasei Co., Ltd.). Examples of the antistatic agent include quaternary ammonium salts, polyglycol, and ethylene oxide derivatives. Can be used.

The pigment may be either an inorganic pigment or an organic pigment, or both. For example, titanium oxide, zinc oxide, ultramarine,
Bengala, lithopone, lead, cadmium, iron, cobalt,
Aluminum, hydrochloride, sulfate inorganic pigments, azo pigments,
An organic pigment such as a copper phthalocyanine pigment can be used.

Examples of the antioxidants include hindered phenol compounds. Examples of the antioxidant include butylhydroxytoluene (BHT) and butylhydroxyanisole (BHA). Examples of the flame retardant include chloroalkyl phosphate, dimethyl methylphosphonate, bromine / phosphorus compound, ammonium polyphosphate, neopentyl bromide polyether, and brominated polyether. Examples of the adhesion-imparting agent include a terpene resin, a phenol resin, a terpene-phenol resin, a rosin resin, and a xylene resin. The above components may be used in combination as appropriate.

The method for producing the one-component moisture-curable resin composition from each of the above components is not particularly limited. Preferably, each of the above components is mixed under reduced pressure or under an inert gas atmosphere such as nitrogen. It is preferable that the mixture is sufficiently kneaded using a stirrer such as a mixer and uniformly dispersed. The obtained one-part moisture-curable resin composition is stored in a closed container, and a cured product can be obtained at room temperature by the moisture in the air at the time of use.

The elastic pavement composition of the present invention is applied on a substrate and solidified to obtain an elastic pavement material. The construction method will be described below. First, the one-pack type moisture-curable resin composition is added to a place where the organic aggregate and / or the inorganic aggregate are mixed by a mixer or the like, to prepare a composition for an elastic pavement material. The mixing ratio (volume ratio) ((1) / (2)) of (1) the organic aggregate and / or the inorganic aggregate and (2) the one-component moisture-curable resin composition is appropriately selected according to the application. it can. For example, for a sidewalk, 9/1 to 6/4 are suitable, and 9/1 to 7/3 are particularly preferable. 9/1 to 6/4 for the athletic field, 9/1 to 6/4 for the jogging track, and 9/1 to 7 for the tennis court
/ 3 is suitable for soccer fields, and 9/1 to 5/5 is suitable for multipurpose grounds. When used on a road, (1) / (2) is 9/1
6/4 are suitable, and 8/2 to 6/4 are particularly preferred. For example, when used on a highway, 8/2 to 6/4
Is suitable.

The method of addition is not particularly limited as long as it can uniformly adhere to the organic aggregate and the inorganic aggregate, and examples thereof include a spray method and a dropping method. The temperature at the time of adding the one-component moisture-curable resin composition may be room temperature, but if the temperature is low, the curing is delayed, and if the temperature is high, the reaction may be accelerated. Is good.

In the case where the pavement is required to be colored from the viewpoint of the landscape, it can be colored by mixing the one-part type moisture-curable resin composition with a pigment.
It is preferable to mix 1.5 to 8 parts by weight based on 100 parts by weight of the urethane prepolymer (A). Further, a colored material can be used as the organic aggregate or the inorganic aggregate. For example, rubber such as EPDM, a synthetic resin, and a color chip such as an artificial stone may be used. In addition, for the purpose of further improving the curing speed, at the time of construction, an amine-based curing agent, an acid or acid anhydride-based curing agent, a basic active hydrogen compound, a polythiol-based curing agent and a conventionally known curing agent such as water are mixed. May be used.

The prepared composition for elastic pavement material is applied to a base surface such as asphalt or concrete by using a smoother or a finisher to a predetermined thickness (1 to 2 c for a sidewalk).
m, about 2 to 3 cm for roadway, 1 to stadium
(About 3 cm) and solidify at room temperature to lay an elastic pavement. If necessary, the base may be subjected to a primer treatment before laying the composition for an elastic pavement material of the present invention. As the primer, in addition to the TMXDI prepolymer, an MDI prepolymer or a TDI prepolymer is suitable.

On the pavement surface on which the elastic pavement material of the present invention is laid, the mixing ratio of the organic aggregate and the inorganic aggregate is adjusted, and for the sidewalk, a large amount of the organic aggregate is blended to improve the shock absorption. It is possible to adjust the balance of noise reduction, steering stability and abrasion resistance of the vehicle by blending a larger amount of inorganic aggregate for roadways than for sidewalks.

The elastic pavement material of the present invention is excellent in adhesiveness to the base and excellent in the balance between the curing speed of the resin binder and the storage stability, so that the work efficiency during construction is good. If a compound (C) having at least one epoxy group in the molecule is further blended as a resin binder, the adhesiveness is further improved, and an elastic pavement material having excellent durability can be obtained.

[0106]

The present invention will be described below more specifically with reference to examples. (I) First, components A to E were prepared by mixing the components with the compositions shown in Table 1 until the components became uniform, and the coating film properties were evaluated.

The physical properties of the coating film were evaluated by comparing the drying time to the touch and the viscosity increase ratio after accelerated storage (accelerated storage stability). Each test method is as follows. Touch dry time Under the conditions of 20 ° C. and 55% humidity, after mixing the components, the time (hr) until the polyethylene film did not adhere to the surface of the resin composition was measured. Accelerated storage stability After blending each component in a closed container, measure the viscosity of the resin composition after storage at 20 ° C. for 1 day and then at 50 ° C. for 1 day, and determine the viscosity after storage at 50 ° C. for 1 day. At 20 ° C. for 1 day. The results are summarized in Table 1.

[0108]

[Table 1]

The components shown in Table 1 were as follows. Urethane prepolymer 1 Tetramethylxylylene diisocyanate (TMXD
I, manufactured by Mitsui Cytec Co., Ltd.) and trifunctional polypropylene glycol (PPG) (Exenol 5030, manufactured by Asahi Glass Co., molecular weight 5000) as a triol,
Using a molar amount of /OH=2.0, the mixture was reacted at 80 ° C. for 8 hours with stirring in the presence of a tin catalyst to obtain a urethane prepolymer 1.

Urethane Prepolymer 2 The above TMXDI and a polyol having a bisphenol A (BPA) skeleton (URIC AC-003, manufactured by Ito Oil Co., Ltd.) were used in an amount to give a molar ratio of NCO / OH = 2.0. And reacted at 70 ° C. for 15 hours in the presence of a tin catalyst,
Urethane prepolymer 2 was obtained.

Urethane prepolymer 3,4'-diphenylmethane diisocyanate (MD
I, manufactured by Nippon Polyurethane Industry Co., Ltd.) and the PPG
The reaction was carried out at 70 ° C. for 24 hours in the presence of a tin catalyst using a molar amount of NCO / OH = 2.0 to obtain a urethane prepolymer 3.

Urethane Prepolymer 4 Using the above MDI and the above polyol having a BPA skeleton in a molar ratio of NCO / OH = 2.0,
The reaction was carried out at 70 ° C. for 24 hours in the presence of a tin catalyst to obtain a urethane prepolymer 2.

Epoxy resin Bisphenol A type epoxy resin, EP4100E (manufactured by Asahi Denka Kogyo KK).

Ketimine 1 100 g of norbornanediamine (NBDA, manufactured by Mitsui Chemicals, Inc.) as an amine and 167 g of methyl isopropyl ketone (MIPK) 1.5 times equivalent amount thereof were added to toluene 200
g in a flask, and the reaction was continued for 20 hours while azeotropically removing generated water. Thereafter, toluene and excess MIPK were removed by distillation to obtain the desired ketimine.

(II) Next, the obtained compositions A to E were mixed with rubber chips and silica sand according to the composition shown in Table 2 to prepare a composition for an elastic pavement material, which was solidified, and its tensile strength was obtained. Was evaluated. Mixing was performed using a mixer in which a mortar mixer was miniaturized for a laboratory.

(Example 1) Rubber chips (800H (manufactured by Misawa Toyo Co., Ltd., particle size 0.5 to 3 mm)) and silica sand (particle size: 0,3 mm) were used.
The composition A was added thereto and kneaded for 3 minutes while stirring, and a sheet having a thickness of 10 mm was formed into a JIS standard No. 3 dumbbell (JIS K6251). Curing conditions during molding were curing at 20 ° C. for 7 days, and further curing at 50 ° C. and 95% (humidity) for 1 day. The tensile strength (MPa) {kgf / cm ² } of the obtained test piece was measured in accordance with JIS K6251.

Example 2 Tensile strength was measured in the same manner as in Example 1 except that composition B was used instead of composition A. (Examples 3 and 4) Example 1 except that composition B was used in place of composition A and the volume ratio of rubber chips to silica sand was changed.
The tensile strength was measured in the same manner as described above. (Comparative Example 1) Tensile strength was measured in the same manner as in Example 1, except that composition C was used instead of composition A. (Comparative Example 2) The tensile strength was measured in the same manner as in Example 1 except that composition D was used instead of composition A. (Comparative Example 3) Tensile strength was measured in the same manner as in Example 1 except that composition E was used instead of composition A. Table 2 shows the results.

[0118]

[Table 2]

[0119]

The one-pack type moisture-curable resin composition of the present invention has an excellent balance between storage stability and curing speed. Therefore, the composition for an elastic pavement material of the present invention using this as a resin binder. Has excellent work efficiency during construction. Further, the elastic pavement material obtained by solidifying the composition for an elastic pavement material of the present invention has high adhesion to a base and excellent durability.

[Brief description of the drawings]

FIG. 1 is a schematic sectional view showing an example of an elastic pavement road on which an elastic pavement material of the present invention is laid.

[Explanation of symbols]

 DESCRIPTION OF SYMBOLS 1 Elastic pavement road 10 Elastic pavement material 11 Organic aggregate and / or inorganic aggregate 12 One-component moisture-curable resin composition 14 Base 15 Ground

Continued on the front page F term (reference) 2D051 AB03 AB04 AG13 EA06 4J034 CA03 CA04 CA05 CA17 CB03 CB07 CC03 CC08 CE01 DF01 DF02 DF12 DF16 DF17 DF20 DF22 DG03 DG04 DG06 DG08 DG09 DG16 HG27 HC07 HC07 HC06 JA24 JA42 LA08 LA33 MA03 MA04 MA22 MA24 MA26 QC03 QD04 RA10 4J036 AC01 AC02 AC03 AC05 AD07 AD08 AD20 AE07 AF06 AF15 AH07 AH10 AJ08 DA10 DC05 FA02 FA03 FA05 FA06 FB02 FB05 FB10 FB18 JA14

Claims (6)

[Claims] (1) at least one selected from the group consisting of organic aggregates and inorganic aggregates; and (2) (A) at least an isocyanate (NCO) group bonded to a tertiary carbon atom in the molecule. A urethane prepolymer having two,
(B) having a ketimine bond (C = N) derived from a ketone or an aldehyde and an amine, wherein at least one of the ketimine carbon atom and the ketimine nitrogen atom has a branched carbon atom or a ring member carbon atom at the α-position carbon atom; An elastic pavement composition comprising a one-component moisture-curable resin composition containing a ketimine to which is bonded. 2. The ketimine (B), wherein the branched carbon atom or the ring member carbon atom is an α of the ketimine carbon atom.
The composition for an elastic pavement material according to claim 1, wherein the composition is bonded to a carbon atom. 3. The ketimine (B) is obtained using a ketone or aldehyde represented by the following formula (1).
The composition for an elastic pavement material according to claim 1. Embedded image (Wherein, R ¹ : alkyl group having 1 to 6 carbon atoms R ² : methyl group or ethyl group R ³ : hydrogen atom, methyl group or ethyl group R ⁴ : hydrogen atom or methyl group) 4. The one-part moisture-curable resin composition according to claim 1,
The composition for an elastic pavement material according to any one of claims 1 to 3, further comprising (C) a compound having at least one epoxy group in a molecule. 5. The composition for an elastic pavement material according to claim 1, wherein the urethane prepolymer (A) has a bisphenol skeleton. 6. An elastic pavement obtained by solidifying the composition for an elastic pavement according to claim 1.