JP2002047448A - Asphalt anti-adhesion agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a novel asphalt anti-adhesion gent, relating to an anti- adhesion agent for preventing plant equipments, material handling machines and paving equipments from adhering to a paving asphalt, which agent is effective for the anti-adhesion of not only asphalt but also of asphalt emulsion and besides for the anti-fouling of dust, and to provide a use thereof. SOLUTION: This asphalt anti-adhesion agent comprises a silicon compound of the silicone or silane compound which has a condensable group and an amino group and/or an amino-modified group.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an antiadhesive for preventing asphalt from adhering to plant equipment, transportation equipment, and pavement equipment. The present invention relates to an asphalt adhesion inhibitor which is effective and hardly causes dust.

[0002]

2. Description of the Related Art Asphalt is an adhesive that has been known since ancient times and is currently mainly used for pavement of roads. The pavement of the road is ground or hardened by shaving or embedding the roadbed, and then an asphalt emulsion, called an asphalt emulsion, is sprayed to improve the adhesion between the roadbed and the pavement.
Asphalt emulsions have a structure in which water is a matrix, and therefore have a good affinity with hydrophilic substances.

[0003] Then, a mixture of asphalt and aggregates is transported from a asphalt plant to a dump truck so as not to lower the temperature, and is laid. At this time, the machine used is an asphalt finisher (as finisher). The pavement is completed by flattening it with a stabilizer, road roller, tire macadam roller, tire roller, etc. while warm. Asphalt may be transported by dump trucks or asphalt carriers.

[0004] Asphalt often adheres to and contaminates vehicles, containers, machines, appliances and the like used in these steps. These stains are currently dissolved and removed with a waste cloth or paper impregnated with kerosene, light oil, etc. However, this method dissolves the stains, which causes the stains to spread or hard to remove, and also uses organic solvents. It is necessary to pay attention to fire because it is a work to do, and there is also a problem that it has a bad influence on human body and environment. On the other hand, there is a method of dropping with a scraper or the like, but asphalt is a good adhesive which has been known since ancient times, and therefore has a good adhesive property and is extremely difficult to drop.

Since the pavement process uses lipophilic asphalt and hydrophilic asphalt emulsion as described above, an effective antiadhesion agent has been required for both. In particular, the asphalt emulsion is a hydrophilic substance at the beginning, but has a problem that after the water in the matrix evaporates spontaneously, it becomes lipophilic asphalt and remains there. In order to prevent the initial adhesion, it is necessary to make the surface water-repellent. However, since most of the water-repellent components are lipophilic, there is a problem that asphalt after the evaporation of the emulsion adheres.

Under such circumstances, Japanese Patent Laid-Open No. 11-315
No. 267 discloses an asphalt adhesion inhibitor containing a high-viscosity silicone oil.
Although the use of an amino-modified oil having a viscosity at 100 ° C. of 100 ° C. or higher is also described, there is no disclosure about the reactive group of the amino oil, and there is no description of the effect on asphalt emulsion.

On the other hand, when an amino oil having no condensation reactive group is applied to a machine or the like, it sticks instead of solidifying,
There is a drawback that dust and the like other than asphalt adhere to the surface and it is liable to be stained, so that improvement has been demanded.

[0008]

SUMMARY OF THE INVENTION The present invention has an excellent effect of preventing adhesion to both asphalt and asphalt emulsion,
An object of the present invention is to provide a durable asphalt adhesion preventive agent with less adhesion of dust and the like.

[0009]

Means for Solving the Problems The present inventors have conducted various studies to solve the above-mentioned problems, and as a result, it has been found that a nitrogen-containing silicon compound is effective in preventing asphalt adhesion, and that a nitrogen-containing silicon compound and a silane compound or a silicone and a silane compound It has been found that the addition of the compound has a long-lasting effect of preventing adhesion and an effect of reducing dirt due to dust and the like, and has accomplished the present invention.

That is, the present invention provides (1) an asphalt adhesion inhibitor comprising a silicon compound having a condensation reactive group and an amino group and / or an amino-modified group.

(2) The asphalt adhesion inhibitor according to the above item 1, wherein the silicon compound is silicone.

(3) (A) 99.9-0.1% by weight of amino-modified silicone and / or its derivative, (B) S
iR ^A _S (OR ^a) a silane compound represented by the _4-S and or its hydrolyzate from 0 to 95 wt% (however, wherein R ^A
Is a hydrocarbon group which may be different or the same, R ^a is ^a hydrocarbon group or an alkoxy hydrocarbon group which may be different or the same, and S is 0 to 3. ),
^{(C) Si (OR b)} m R c n X p silane compound represented by and or hydrolyzate 99-0 wt% (provided that wherein R ^b are each different they may also be a hydrocarbon group or the same be An alkoxy hydrocarbon group, R ^c is different or the same and is a hydrocarbon group, X is a reactive group containing no nitrogen, m is 1 to 3, n is 0 to 3, p is 1 to 3, m + n
+ P = 4), (D) a silane compound represented by Si (OR ^d ) _t ^Re _r X ^N _q and / or its hydrolyzate 9
9-0 wt% (however, wherein R ^d, R ^e are each different or the same hydrocarbon group, X ^N is a hydrocarbon group having a group containing a group and or nitrogen containing nitrogen, t is 1 to 3 , R is 0
-3, q is 1-3, t + r + q = 4), 99.9
The asphalt adhesion inhibitor according to (2), which comprises from 0 to 0% by weight. (However, the total content of the components (B), (C) and (D) is 0.1% by weight or more)

(4) The asphalt adhesion inhibitor according to the above item 1, wherein the silicon compound is a silane compound.

(5) (E) Silicon having a condensable reactive group
99.9-0.1% by weight of
(B) SiR^A _S(OR^a)_4-SSilane compound represented by
Product and / or its hydrolyzate 0 to 95% by weight (however,
Where R^AAre hydrocarbons which may be different or the same
Group, R^aIs a hydrocarbon group which may be different or the same
Or an alkoxy hydrocarbon group, and S is 0 to 3.
You. ), (D) Si (OR ^d)_tR^e _rX^N _qRepresented by
Silane compound and / or its hydrolyzate 99-0 weight
% (Where R^d, R^eAre different or the same charcoal
Hydride group, X^NIs a group containing nitrogen and or containing nitrogen
A hydrocarbon group having a group, t is 1 to 3, r is 0 to 3, and q is
1-3, t + r + q = 4).
Anti-fouling agent. (However, the sum of the components (B) and (D)
Total content is 0.1% by weight or more)

(6) (B) 0.1 to 95% by weight of a silane compound represented by SiR ^A _S (OR ^a ) _4-S and / or a hydrolyzate thereof (where R ^A may be different from each other) A hydrocarbon group which may be the same, R ^a is ^a hydrocarbon group or an alkoxy hydrocarbon group which may be different or the same, and S is 0 to 3.), (D) Si (OR ^d ) _t
R ^e _r X ^N silane compound represented by _q and or hydrolyzate 99.9 to 5% by weight (however, wherein R ^d, R ^e are each different or the same hydrocarbon group, X ^N is a nitrogen A hydrocarbon group having a group containing and / or a group containing nitrogen, t
Is 1 to 3, r is 0 to 3, q is 1 to 3, and t + r + q = 4).

(7) The asphalt adhesion preventive agent according to any one of (1) to (6), which is used as a binder for asphalt or a coating agent for preventing asphalt adhesion.

(8) In pavement work, application or spraying is performed in advance on a truck bed, a pavement roller for smoothing a pavement road surface, an asphalt finisher, other jigs for pavement, road peripheral facilities, signs, and the like. The asphalt adhesion inhibitor according to any one of the above 1 to 6, which is characterized in that:

(9) The asphalt adhesion preventive agent according to any one of (1) to (6), which prevents adhesion to asphalt plant machinery, asphalt transport vehicles, ships, aircraft and the like.

Hereinafter, the present invention will be described in detail. The nitrogen-containing silicon compound used in the present invention is a silicone containing a nitrogen atom and / or a silane compound containing a nitrogen atom. Particularly preferred examples include amino-modified silicone or a derivative thereof. The terminal of these amino-modified silicones or derivatives thereof may be blocked, and those having a reactive group such as a hydroxyl group or an alkoxy group are also suitably used. Examples of preferable derivatives include amide-modified, imide-modified, and salts of acids such as carboxylic acids and amines.

The silicone used in the present invention is a polyorganosiloxane, and modified products, branched products and partially crosslinked products thereof can also be used. If a specific example of the polysiloxane is represented by a chemical formula, the following formula is obtained. (R ¹ R ² SiO _2/2 ) _D・ (R ³ R ⁴ R ⁵ SiO _1/2 ) _M・
(R ⁶ SiO _3/2 ) _T · (SiO _4/2 ) _Q where D / (M + D + T + Q) = 0.1 to 1, M / (M
+ D + T + Q) = 0 to 0.5, T / (M + D + T + Q)
= 0 to 0.8 and Q / (M + D + T + Q) = 0 to 0.5. More preferably, D / (M + D + T + Q) = 0.5
１1, M / (M + D + T + Q) = 0 to 0.1, T / (M
+ D + T + Q) = 0 to 0.4, Q / (M + D + T + Q)
= 0 to 0.1. The preferred viscosity of these polysiloxanes is from 0.1 to 10,000,000 at 25 ° C.
cSt.

Further, R ^{1 to} R ⁶ are each independently the same or different and are selected from the following. When selecting these, the same structural unit, for example, (R ¹ R ²
Among the SiO _2/2 ) _D structural units, for example, a methyl group can be selected as R ₁ , and three different groups can be selected simultaneously as R ₂ , that is, a methyl group, a phenyl group and hydrogen. The structure for connecting the units may be different from the unit structure.

Examples of R ^{1 to} R ⁶ include linear or branched alkyl groups or alkenyl groups having 1 to 20 carbon atoms and halogen-substituted cycloalkyl groups or cycloalkenyl groups having 5 to 25 carbon atoms. Group and its halogen-substituted product,
An aralkyl group or an aryl group having 6 to 25 carbon atoms and a halogen-substituted product thereof, hydrogen, a hydroxyl group, an alkoxy group, a halogen group, an acyloxy group, a ketoximate group,
Amino group, amide group, aminoxy group, mercapto group, alkenyloxy group, acid anhydride group, carbonyl group, saccharide,
It can be selected from cyano groups, oxazoline groups, isocyanate groups, etc., and / or hydrocarbon substituents of these groups.

Preferred examples are methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tertiary butyl, pentyl, isopentyl, neopentyl, hexyl, isohexyl, heptyl and the like. , Isoheptyl group, octyl group, isooctyl group, nonyl group, linear or branched alkyl group such as decyl group and their halogen-substituted products, alkenyl group such as vinyl group, allyl group, homoallyl group, cyclopentyl group, cyclohexyl group , Cycloheptyl group, cyclooctyl group, dicyclopentyl group, cycloalkyl group such as decahydronaphthyl group and its halogen-substituted product,

Cyclopentenyl groups (1- and 2-, 3
-), Cycloalkenyl groups such as cyclohexenyl groups (1- and 2-, 3-), aralkyl groups and aryl groups such as phenyl group, naphthyl group, tetrahydronaphthyl group, tolyl group and ethylphenyl group, and halogen substitution thereof. Body, hydrogen, hydroxyl group, methoxy group, ethoxy group,
Propoxy group, isopropoxy group, butoxy group, isobutoxy group, tertiary butoxy group, hexyloxy group,
Isohexyloxy group, 2-hexyloxy group, octyloxy group, isooctyloxy group, 2-octyloxy group, fluoro group, chloro group, bromo group, iodo group, acetoxy group, dimethyl ketoxime group,

A methylethylketoxime group, an amino group,
Hydroxyamino group, dimethylamino group, diethylamino group, formamide group, acetamido group, aminooxy group, mercapto group, methylmercapto group, ethylmercapto group, glycidyl group, ethyleneglycoxy group, diethyleneglycoxy group, polyethyleneglycoxy group, propylene Glycoxy group, dipropyleneglycoxy group, polypropyleneglycoxy group, methoxyethyleneglycoxy group, ethoxyethyleneglycoxy group, methoxydiethyleneglycoxy group, ethoxydiethyleneglycoxy group, methoxypropyleneglycoxy group, methoxydipropyleneglycoxy group, An ethoxydipropyleneglycoxy group and the like can be mentioned. The polysiloxane of the present invention has S
It can be manufactured by methods known in the art, such as those found in ILICONES & INDUSTRY.

The amino-modified silicone or a derivative thereof as the component (A) of the present invention is a silicone having an amino group, an amino-modified group, an amino substituent, or a group derived from an amino group among the silicones defined above. is there. The amino-modified silicone, which is the component (A) in the present invention, is an amino group-containing product among the polysiloxanes described above.

As the amino group, primary amine, secondary amino
Tertiary amines, quaternary ammonium salts and the like. Ingredient
For example, H_TwoN (CH_Two)_Three-, H_TwoN (CH_Two)_Two
-, H_TwoN (CH_Two)_Three-, H_TwoN (CH_Two)_Four-, H_TwoN
(CH_Two)_Five-, H_ThreeCHN (CH _Two)_Two-, H_ThreeCNH (C
H_Two)_Three-, H_FiveC_TwoNH (CH_Two)_Three-, H_FiveC_TwoNH (CH
_Two)_Three-, H (NHCH_TwoCH_Two)_Three-, H_TwoN (CH_Two)_TwoN
H (CH_Two)_Two-, H_TwoN (CH_Two)_TwoNH (CH_Two)_Three−,
C_FourH₉NH (H_TwoC)_TwoNH (CH_Two)_Three-, Cyclo-C₆
H₁₁NH (CH_Two)_Three-, Cyclo-C₆H₁₁NH (CH_Two)
_Two−, (CH_Three)_TwoN (CH_Two)_Three−, (CH_Three)_TwoN (C
H_Two)_Two−, (C_TwoH_Five)_TwoN (CH_Two)_Three−, (C_TwoH _Five)_TwoN
(CH_Two)_Two-And the like.

Further, derivatives of these amino-modified silicones can also be used. Derivatives include amides, imides, salts with various acids, and the like. The amino-modified silicone or its derivative as the component (A) includes both those having a condensation-reactive group and those having no condensation-reactive group, and more preferably those having a condensation-reactive group. These amino-modified silicones can be used alone or in combination. It can also be used in combination with an acid component. (A) The addition amount of the component is 99.9 to 5% by weight,
Preferably 99 to 30% by weight, more preferably 99 to 30% by weight.
It is 50% by weight, most preferably 99-85% by weight.

[0029] (B) used in the present invention component SiR ^A _S (O
R ^a ) a silane compound represented by _4-S and / or a hydrolytic condensate thereof. (However, in the above formula, R ^A is a hydrocarbon group which may be different or the same, R ^a is ^a hydrocarbon group or an alkoxy hydrocarbon group which may be different or the same, and S is 0 to 3. ) Specific examples of R ^A include ethyl, propyl, butyl, cyclohexyl, hexyl, iso-2-ethylhexyl, octyl,
Represents a hydrocarbon group such as phenyl, benzyl, and naphthyl; these hydrocarbon groups may be branched or linear; and the R in one molecule of SiR ^A _S (OR ^a ) _4-S ^A
May be the same, partially the same, or all different.

In the formula, R ^a is the same or partially the same or different, and is a hydrocarbon group. Specific examples of ^Ra include methyl, ethyl, propyl, butyl, cyclohexyl, hexyl, iso-2-ethylhexyl,
Represents a hydrocarbon group such as 1-methoxypropyl, octyl, cyclohexyl, phenyl, benzyl, naphthyl, alkyloxyalkyl, aceto group (CH ₃ CO), and these hydrocarbon groups are linear even if branched. is good, also _{^{SiR a S (OR a) R}} a in a _4-S in one molecule are the same, also part identical or may be different all.

[0031] of the present invention component (B) SiR ^A _S (OR ^a)
_It may be a hydrolyzate of a silane compound represented by _4-S . More preferably, the hydrolyzate is fluid, with a desirable viscosity of 0.1 to 10,000 at 25 ° C.
000 cSt, more preferably 0.1 to 1,000
000 cSt. These hydrolysates are preferably used in a state having ^a hydrolysis reaction residue, that is, an ORa residue or an OH residue. The hydrolyzate referred to for the components (B), (C) and (D) of the present invention includes those simply hydrolyzed, those hydrolyzed and condensed, and those condensed simultaneously with hydrolysis. There may be.

The preferred addition amount of the silane compound (B) and / or its hydrolytic condensate in the present invention is as follows:
In claims 3 and 5, 0 to 95% by weight, preferably 0.1 to 50% by weight, more preferably 0.5 to 15% by weight.
% By weight.

The component (C) used in the present invention is Si (OR)
^b) _m R ^c _n X _p silane compound represented by and or its hydrolyzate. (Wherein, R ^b is a hydrocarbon group or an alkoxy hydrocarbon group which may be different or the same, R ^c is different or the same and each is a hydrocarbon group, X is a reactive group containing no nitrogen, m is 1-3, n is 0-3, p is 1-3, m + n + p = 4)

In the range of m, n and p, m is 1 to 3, more preferably 2 or 3, n is 0 to 3, more preferably 0 or 1, and p is 1 to 3, more preferably 1. .
Specific examples of R ^c include ethyl, propyl, butyl,
Represents hydrocarbon groups such as cyclohexyl, hexyl, iso-2-ethylhexyl, octyl, phenyl, benzyl, naphthyl, etc. These hydrocarbon groups may be branched or linear, and one molecule of Si ( OR ^b ) _m R
R ^c in ^c _n X _p may be the same, partially the same, or all different.

Where R^bAre the same or partially the same
Or each independently, a hydrocarbon radical and / or an alcohol
Xy hydrocarbon group. R^bIf you give a specific example,
, Ethyl, propyl, butyl, cyclohexyl, hex
Sil, iso-2-ethylhexyl, 1-methoxyprop
Octyl, cyclohexyl, phenyl, benzyl,
Hydrocarbon groups such as naphthyl, alkyloxyalkyl, etc.
Representation These hydrocarbon groups are linear even if they are branched.
And one molecule of Si (OR^b)_mR ^c _nX_pDuring ~
R at^bAre the same, partially identical, or all different
May be. In terms of hydrolysis rate, R^bIs a methyl group, ethyl
Group, a methoxyethyl group is more preferable.
Many.

Examples of X include methyl acrylate, acrylate, epoxy (glycidyl), vinyl, acetylene, carbonyl, dicarbonyl, acid anhydride, aldehyde, mercapto, and alkyl mercapto. Reactive groups such as a group, a chloro group, a bromo group, a fluoro group, an iodo group, a formamide group, and a hydroxyl group, and substituted alkyl and substituted alkenyl groups in which these groups are substituted with a hydrocarbon group. However, when a nitrogen-containing group is contained in the present invention, it is not a component (C) but a component (D) described below. Further, as the component (C), two or more compounds can be used in combination within the range of the component (C) described in the present specification.

Further, the component (C) of the present invention comprises Si (O
^{_{R b) m R c n X}} p may be a hydrolyzate of the silane compound represented by. A hydrolyzate is one that has been hydrolyzed,
Also included are those that are condensed after or during hydrolysis.
In the case of a hydrolyzed condensate, it is desirable to be fluid, and the desirable viscosity is 0.1 to 10,000,000 at 25 ° C.
00 cSt, more preferably 0.1 to 1,000,000
0 cSt. These hydrolysates have hydrolysis reaction residues, that is, OR ¹ residues or OH residues, and
It is preferably used in a state where the reactive group of the hydrocarbon group having a reactive group represented by X does not react.

In preparing these hydrolysates, it is also preferable to carry out hydrolysis together with the component (B) or the component (D). At this time, it is important to adjust the hydrolysis rate of the components (B), (C) and (D) to effect hydrolysis.
This makes it possible to adjust the component ratio, residual groups, and the like. The hydrolysis rate can be adjusted by selecting the types of the components (B), (C) and (D), adjusting the pH, the concentration, the ratio of (B) / (C) / (D), and the like.

The component (D) used in the present invention is Si (OR)
^d) _{t R} ^e _r X ^N silane compound represented by _q and or its hydrolyzate. (Wherein, R ^d is different or the same and each represents a hydrocarbon group and / or an alkoxy hydrocarbon group; R ^e is different or the same and is a hydrocarbon group; X ^N is a group containing nitrogen and / or a group containing nitrogen) Wherein t is 1 to 3, r is 0 to 3, and q is 1 to
3, t + r + q = 4)

Examples of X ^N include an amino group, a hydroxyamino group, an isocyanate group, an acetamido group, a cyano group, an amide group, an imide group, an oxazoline group, and the like, and a hydrocarbon group substituted by these groups. Among these, an amino group is more preferable in terms of effect.

The component (E) used in the present invention is a silicone having a condensable reactive group and / or a derivative thereof. Among the silicones described above, those having a condensable reactive group, such as an alkoxy group, an alkoxyalkoxy group, and a hydroxyl group. These condensable reactive groups may be in the middle or at the terminal of the molecular chain of the silicone, and may be one, two, or more. Among them, more preferable ones are each one at both ends.

These silicones are 99.9-0.1
%, Preferably 99 to 30% by weight, more preferably 99 to 50% by weight. In addition, claim 4 of the present invention
The composition of the above includes the case where only silane is used. At this time, the silane may be diluted with water, an organic solvent or the like before use. The composition according to claim 6 of the present invention is a composition comprising the components (B) and (D), and the preferable ratio of (B) / (D) is 2/8 to 8/2.
More preferably, it is 3/7 to 7/3. It may be used after diluted with water or an organic solvent.

Any substance may be added to the asphalt adhesion inhibitor in the present invention as long as it does not contradict the spirit of the present invention. Examples that may be added include fungicides, antibacterial agents, light and heat stabilizers, flame retardants, pigments, dyes, various organic solvents, silicone resins, various waxes, abrasives, inorganic fillers, organic fillers, metals Fillers, paint leveling agents, and the like.

In the present invention, the anti-adhesion agent can be applied to the surface of the coating or mixed with the coating.
It is also possible to apply instead of painting. These methods can be widely used.

For example, a stabilizer for road mixing, a backhoe for digging and loading, a tractor shovel, a motor grader for shaping, a bulldozer, a stabilizer sprayer for spraying, an asphalt distributor, an engine sprayer, and a motor grader for leveling. , Bulldozer,
It can be used for base paver, asphalt finisher, compaction load roller, tire roller, vibration roller, water sprinkler, and the like. Further, it is used for a Macadam roller and a tandem roller as a load roller, and a tandem type, a combined type, a bind guide type roller and the like as a vibration roller. It is also effective for hand-guided vibrating rollers and vibrating compactors. In addition, these machines are listed in "Asphalt Pavement Outline" published by Japan Road Association. Each equipment of the asphalt plant is listed in "Handbook of Asphalt Mixing Station".
Furthermore, it is effectively used for transportation machines and vehicles, ships, aircraft, storage silos, and the like. It is also effective for guardrails, signs, telephone poles, signboards, and overpainting of road paint.

[0046]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The embodiments of the present invention will be specifically described below by way of examples.

[0047]

EXAMPLES Example 1 Amino-modified silicone (Wacke) was placed in a 200 ml container.
r company; WR1300) 95.2 g, tetraethoxysilane (TEOS) 2.4 g, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane (D
AMMS) and stirred. After stirring well,
1 g of this mixture is placed in 99 g of Laws (low aromatic white spirits) and stirred well. This is cast on a half area of a test piece coated with the same paint as the asphalt machine to form a film.

On each of these test pieces, molten asphalt and asphalt emulsion were dropped on the front surface, and the coated surface of the liquid and the non-coated surface were compared. As is clear from the photograph (a) in FIG. 1, the asphalt is easily removed on the application surface in the left half. Compared to the unpainted surface, the asphalt can be easily scraped off with a spatula etc. on the painted surface, but on the right half untreated surface, the asphalt is strongly adhered and the asphalt is only attached You can see that can not be dropped.

On the other hand, as shown in the photograph (b) of FIG. 1, the treated surface on the left side of the asphalt emulsion has a property of repelling water in the first place, so that the asphalt emulsion hardly adheres, and adheres and dries to cause asphalt to stick. Even if it arrives, it can be easily scraped off with a spatula, but on the untreated surface on the right side, asphalt emulsion adheres to one side and even if you try to scrape it off with a spatula etc., only traces are left and you can not scrape it at all (Note that It can be seen that the portion surrounded by a square in the photograph (b) shows a portion removed by a spatula). From the above, it can be seen that the effect of dropping asphalt is outstanding.

Example 2 One of the test pieces prepared in Example 1 was used in Akeno-cho, Ibaraki Prefecture, Japan.
After exposure outdoors for 3 months on a table having a gradient of 5 degrees, the degree of adhesion of asphalt and asphalt emulsion was tested in the same manner as in Example 1. As a result, the same effect as in Example 1 was obtained. The test piece after exposure was clean and free of dust. This result shows that the effect is persistent.

Comparative Example 1 Amino-modified silicone (containing no condensable group, having a viscosity of 10
(00 cSt, amine equivalent: 1700) was applied to the test piece, and the same test as in Example 2 was performed. Three months later, the surface was dirty with dust.

Comparative Examples 2 to 4 For adhesion of asphalt emulsion, MQ resin was used as Comparative Example 2 and MK resin was used as Comparative Example 3 at the same concentration as in Example 1 and diluted in the same solvent. FIG. 2 (photograph) shows an example in which an asphalt emulsion was applied to a test piece without any treatment in Comparative Example 4. As can be seen from these results, simply showing water repellency cannot prevent the adhesion of asphalt emulsion.

Examples 3 to 13 The compositions shown in Table 1 were prepared in the same manner as in Example 1, and the results of evaluation in the same manner as in Example 1 are shown in Table 1. Note that N Siloxane used in Example 12 was of a terminal-blocking type.

[0054]

[Table 1]

[0055]

The asphalt antiadhesive agent of the present invention has an excellent antiadhesion effect on both asphalt and asphalt emulsion, has little adhesion of dust and the like, has durability, and can be widely used.

[Brief description of the drawings]

FIG. 1 is a photograph (a) showing the effect of an asphalt adhesion inhibitor thin film of Example 1 on asphalt and a photograph (b) showing the effect on an asphalt emulsion.

FIG. 2 is a photograph showing the asphalt adhesion preventing effect of the thin films of Comparative Examples 2, 3, and 4.

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) C09D 183/02 C09D 183/02 183/04 183/04 183/06 183/06 F-term (Reference) 4J002 AG00X CP09W EX036 EX076 GN00 4J038 DL021 DL031 DL091 GA01 GA02 GA03 GA06 GA09 GA10 GA11 GA12 GA13 MA08 MA10 NA05 NA10 NA11 PB05 PB06 PB07 PC02 PC08

Claims (9)

[Claims] An asphalt adhesion inhibitor comprising a silicon compound having a condensation reactive group and an amino group and / or an amino-modified group. 2. The asphalt adhesion inhibitor according to claim 1, wherein the silicon compound is silicone. (A) an amino-modified silicone and also
Represents 99.9 to 0.1% by weight of a derivative thereof, and (B) SiR^A _S
(OR^a)_4-SA silane compound represented by and or
0 to 95% by weight of the hydrolyzate (where R^AAre each
A hydrocarbon group which may be different or the same, R^aAre different
Hydrocarbon group or alkoxy, which may or may not be the same
It is a hydrocarbon group, and S is 0-3. ), (C) Si
(OR ^b)_mR^c _nX_pA silane compound represented by
Or 99 to 0% by weight of a hydrolyzate thereof (wherein R^b
Is a hydrocarbon group or a
A alkoxy hydrocarbon group;^cAre each different or
X is a hydrocarbon group, X is a reactive group containing no nitrogen, and m is
1-3, n is 0-3, p is 1-3, m + n + p = 4
), (D) Si (OR^d)_tR^e _rX^N _qIs represented by
Orchid compound and / or its hydrolyzate 99-0% by weight
(Where R^d, R^eAre different or the same in each case
Hydrogen group, X^NIs a group containing nitrogen and / or a group containing nitrogen
Wherein t is 1-3, r is 0-3, and q is 1
-3, t + r + q = 4), 99.9-0% by weight
3. The asphalt adhesion inhibitor according to claim 2, comprising: (However
And the total content of the components (B), (C) and (D) is 0.
1% by weight or more) 4. The asphalt adhesion inhibitor according to claim 1, wherein the silicon compound is a silane compound. (E) silicone having a condensable reactive group and / or a derivative thereof (99.9 to 0.1% by weight);
^A silane compound represented by SiR ^A _S (OR ^a ) _4-S and / or a hydrolyzate thereof in an amount of 0 to 95% by weight (wherein R
^A is a hydrocarbon group which may be different or the same, R ^a is ^a hydrocarbon group or an alkoxy hydrocarbon group which may be different or the same, and S is 0 to 3. ),
^{(D) Si (OR d)} t R e r X N silane compound represented by _q and or hydrolyzate 99-0 wt% (however, wherein R ^d, R ^e are each different or identical hydrocarbon A group, X ^N is a nitrogen-containing group and / or a hydrocarbon group having a nitrogen-containing group, t is 1 to 3, r is 0 to 3, and q is 1 to
3, wherein t + r + q = 4). (However, the total content of the components (B) and (D) is 0.1% by weight or more) 6. ^A silane compound represented by (B) SiR ^A _S (OR ^a ) _4-S and / or a hydrolyzate of the silane compound.
95% by weight (wherein R ^A is a hydrocarbon group which may be different or the same, R ^a is ^a hydrocarbon group which may be different or the same, or an alkoxy hydrocarbon group,
S is 0 to 3. ), (D) Si (OR d) t R e r X N q
99.9 to 5% by weight of the silane compound and / or its hydrolyzate represented by the formula (wherein R ^d and R ^e are different or the same, each being a hydrocarbon group, and X ^N is a nitrogen-containing group and / or nitrogen) A hydrocarbon group having a group containing
3, r is 0 to 3, q is 1 to 3, t + r + q = 4)
The asphalt adhesion inhibitor according to claim 4, comprising: 7. The asphalt adhesion inhibitor according to claim 1, which is used as a binder for asphalt or a coating agent for preventing asphalt adhesion. 8. In pavement work, a truck bed,
Pavement rollers, asphalt finishers, other pavement jigs, and road peripheral equipment to smooth the pavement
The asphalt adhesion preventive agent according to any one of claims 1 to 6, wherein the agent is applied or sprayed on a sign or the like in advance. 9. The asphalt adhesion inhibitor according to claim 1, wherein the agent prevents adhesion to machinery, asphalt transport vehicles, ships, aircraft, and the like of a asphalt plant.