JPH10114863A - Pigment composition for road marking paint - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a pigment composition being capable of coping with pollution control and improved in weather ability, heat resistance and especially retroreflection by using at least either of two specified pigments. SOLUTION: At least either of the two compounds of (A) C.I. Pigment Yellow 139 (R) being an isoindoline pigment represented by formula I and (B) C.I Pigment Yellow 181 (R) being a monoazo pigment represented by formula II is used. When component A has a mean particle diameter of 0.05-2μm, the composition can exhibit retroreflection. It is also possible that the composition is prepared by using (C) C.I Pigment Yellow 110 (R) being an isoindolinone pigment represented by formula III as the principal component. The particle length of component C should be 0.1-2μm. The contents of components A, B and C are not particularly limited and suitably selected when they are matched with each other to form a 'road marking yellow'. Further, the composition may optionally contain an inorganic pigment such as titanium oxide, an inorganic body pigment, a perylene pigment, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a pigment composition for road marking paints which does not contain components harmful to the human body, has excellent weather resistance and heat resistance, and particularly has excellent retroreflective properties.

[0002]

2. Description of the Related Art JIS K56 is used as a paint used for lane marking and marking of roads, so-called road marking paint.
65, paint type for normal temperature (1
Seeds), heating (two kinds) and melting type (three kinds) are used. Among these, the melting type (three types) is usually a powdery paint at normal temperature, and contains a certain amount of glass beads in the paint. It is devised so that it can be clearly recognized even in the case.

[0003] In addition, melt-type (three types) road marking paints are
It is melted by heating at a high temperature of around 00 ° C. and is applied to the road surface, and since it is used for a long period of time, the pigment contained therein has sufficient heat resistance and weather resistance There is a need.

[0004] Of the road marking paints, yellow paint is used for, for example, no-passing signs and the like, and its color tone is prescribed by the National Police Agency for the purpose of preventing traffic accidents caused by being erroneously recognized as white. The prefectural police headquarters throughout Japan uses the color sample to refer to it as "road marking yellow" and unify it.

[0005] Such "road marking yellow" is toned by mixing a red pigment, an orange pigment, a white pigment, a black pigment, and the like with a yellow pigment that exhibits yellow as a main component. Things. Conventionally, as this yellow pigment, yellow lead has been widely used. Yellow lead is a pigment containing heavy metals harmful to the human body, such as lead and chromium. In recent years, regulations on heavy metal pollution have been tightened from the viewpoint of measures against global environmental pollution, and in cold regions such as snowfall regions, vehicles are usually operated with tires equipped with chains. Road marking materials are liable to wear due to mechanical friction on the road surface, paint often flies as dust, and the use of lead containing chromium as the main component is evaded from the viewpoint of dust pollution countermeasures. It is getting.

[0006] By the way, the molten (three kinds) road marking paint toned to "road marking yellow" contains glass beads as described above, so that it can also be reflected by reflected light from automobile lights at night. It is necessary that the driver surely sees it as yellow. Usually, such performance that can be visually recognized is called retroreflectivity. In the conventional road marking paints of the fusion type (three types), there are some that are surely visible as yellow in normal daytime use conditions, but are hardly visible as yellow during retroreflection. However, those that could be mistaken for white in some cases also caused serious traffic accidents.

As a technique for providing a yellow-colored hot-melt road marking paint for improving nighttime visibility substantially the same as the retroreflective property, for example, Japanese Patent Application Laid-Open No. 8-2 is disclosed.
No. 09030 discloses a yellow heat-fusible road marking paint comprising a binder resin, a colorant, a filler and the like, wherein the colorant is a mixture of an organic pigment and an inorganic pigment. However, this technique does not disclose the use of isoindoline-based pigments as organic pigments, and also does not clarify the relationship between the particle size and the effect of isoindolinone-based pigments, Further, the effect obtained is only the effect of the reflected luminance, and the wavelength of the reflected light is not taken into consideration. Therefore, it is not clear whether a clear effect on the night visibility of yellow can be obtained.

[0008]

DISCLOSURE OF THE INVENTION In view of the above situation, the present invention provides a pigment composition for road marking paints which is capable of dealing with pollution regulations and which is excellent in weather resistance, heat resistance and especially retroreflection. It is intended to provide.

[0009]

DISCLOSURE OF THE INVENTION The present invention relates to C.I. I. Pigment Yellow
139, and C.I. I. Pig
A pigment composition for road marking paints, characterized in that at least one of Ment Yellow 181 is a main component. Hereinafter, the present invention will be described in detail.

The isoindoline pigment used in the present invention, C.I. I. Pigment Yellow 139
Is an organic compound having the following chemical formula:

[0011]

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The monoazo pigment used in the present invention, C.I. I. Pigment Yellow 181
Is an organic compound having the following chemical formula:

[0013]

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The pigment composition for road marking paints of the present invention contains at least one of the above two organic compounds as a main component. Although these two organic compounds are not novel compounds, the idea of achieving the object of the present invention by constituting a pigment composition for road marking paint by including these two compounds has been found for the first time by the present inventors. It is a thing. In the present invention, one of these two organic compounds may be used alone, or two may be used in combination.

The above-mentioned general name is C.I. I. Pigment Yellow 181 preferably has an average particle diameter of 0.05 to 2 μm. When the thickness is less than 0.05 μm, the retroreflective property as an object of the present invention cannot be sufficiently exhibited, and it is technically difficult to form particles exceeding 2 μm. More preferably, it is 0.1 to 1 μm.

The pigment composition for road marking paints of the present invention may further comprise, in addition to the above, C.I. I. Pi
gment Yellow 110 as a main component. C. I. Pigment Yellow
ow 110 as the main component. I. P
The major diameter of the particle diameter of the Ignition Yellow 110 is 0.1 to 2 μm. If it is less than 0.1 μm,
The retroreflective property, which is the object of the present invention, cannot be exhibited, and it is technically difficult to form particles exceeding 2 μm. More preferably, it is 0.2 to 1 μm. The above isoindolinone pigments such as C.I. I. Pigmen
t Yellow 110 is an organic compound having the following chemical formula.

[0017]

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In the pigment composition for road marking paints of the present invention, C.I. I. Pigm
ent Yellow 139, C.I. I. Pigment Yellow 181,
And C.I., which is the above-mentioned isoindolinone pigment. I. Pi
The content of gment Yellow 110 is not particularly limited, and can be appropriately selected when toning the above-mentioned “road sign yellow”.

The pigment composition for road marking paints of the present invention includes:
In order to adjust to "road sign yellow", an inorganic pigment such as titanium oxide, iron oxide, titanium yellow, and bismuth vanadate (BiVO ₄ ) may be added, if necessary, in addition to the above three main components. In addition, if necessary, an inorganic extender such as calcium carbonate, barium sulfate, talc, or mica powder can be added. In the pigment composition for road marking paints of the present invention, in addition to the above-mentioned inorganic pigments, further, perylene pigments, perinone pigments, quinacridone pigments, diketopyrrolopyrrole pigments, condensed azo pigments, monoazo pigments and the like Can be added.

The pigment composition for road marking paint of the present invention can be prepared by adding a required amount to a mixture containing a resin for coating, glass beads, and other additives to obtain a melt-type (three types).
It can be a road marking paint.

[0021]

The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples.

Example 1 A road marking paint composition was produced by the following formulation and method. Compounding resin Heylets R-500X (manufactured by Mitsui Petrochemical) 13 parts by weight Glass beads (for road marking paint) 17 parts by weight Cold water stone 20 parts by weight Calcium carbonate 47 parts by weight DOP (di-2-ethylhexyl phthalate) 3 parts by weight Pigment 2 parts by weight of composition

In the above, each of the following yellow pigments (1) to (10) was used as a yellow pigment as a main component of the pigment composition. Method The mixture of the above-mentioned composition was put into a 300 ml beaker, heated by a mantle heater, kept at 180 ° C., and stirred and melted for 5 minutes.
After preparing a coated plate on a tin plate of × 0.3 mm using a JIS K 5665 three-type applicator, before the coating film was cooled, glass beads were spread evenly on the coating film surface and fixed.

Evaluation method for weather resistance of pigment Vinyl chloride resin (103EP, manufactured by Zeon Corporation) 100
Parts by weight, tin malate (TVS # N-20 manufactured by Nitto Kasei Co., Ltd.)
00E) 3 parts by weight, tin laurate (TV, manufactured by Nitto Kasei Co., Ltd.)
S # TL-710) 1 part by weight, 1 part by weight of titanium oxide (R-3L, manufactured by Sakai Chemical Industry Co., Ltd.), and 0.05 part by weight of a pigment composition as a sample are heated (heater type) on two rolls. After kneading at 160 ° C. for 5 minutes to form a sheet having a thickness of about 1 mm, the sheet was taken out, and then press-pressed at 160 ° C. for 5 minutes using a heating (steam type) press to prepare a plate. This is the one outdoors
After exposing for one year, it was collected and the degree of fading was visually determined according to the following criteria. The results are shown in Table 1. ：: No fading is observed Δ: Slight fading X: Clear fading

Evaluation method of heat resistance of pigment Resin (Hyretz R-500, manufactured by Mitsui Petrochemical Industries, Ltd.)
X) 26 parts by weight, calcium carbonate (Bihoku Powder Chemical Industry Co., Ltd.
BF-200) 80 parts by weight and 2 parts by weight of a pigment composition as a sample were heated (steam type) at 150 ° C. for 3 rolls with 3 rolls.
After kneading and dispersing and cooling, the coarsely pulverized product is put in a thermostat (heater type) and kept at 250 ° C. for 30 minutes.
It was taken out and visually judged according to the following criteria. The results are shown in Table 1. ：: slight discoloration Δ: slight discoloration ×: discolored and brown

Evaluation method of retroreflectivity The road marking paint-coated plate obtained in Example 1 was used as a sample.
The sample was placed on a black cloth in a dark room, and a 30 W fluorescent lamp was irradiated at an angle of about 30 ° to the sample at a distance of 2 m, and the presence or absence of retroreflection was visually determined according to the following criteria. (Retroreflective A). Also, under the same conditions as above,
Photographs were taken using a camera with a strobe instead of a fluorescent lamp, and the presence or absence of retroreflection was determined according to the following criteria (retroreflection B). The results are shown in Table 1. ：: sufficient retroreflectivity (appears yellow) Δ: slightly poor retroreflectivity (appears slightly white) ×: no retroreflectivity (appears white)

The yellow pigment of the pigment composition used was as follows. (1) Isoindoline pigments, C.I. I. Pigment
Yellow 139 (shown by an electron micrograph in FIG. 1) (2) Monoazo pigment, C.I. I. Pigment Ye
low 181 (3) isoindoline pigment, C.I. I. Pigment
Yellow 139 and monoazo pigments, C.I.
I. Pigment combined with Pigment Yellow 181 (4) Isoindoline pigment, C.I. I. Pigment
Yellow 139 (shown by an electron micrograph in FIG. 2) (5) Isoindolinone pigment, C.I. I. Pigmen
t Yellow 110 (shown by an electron micrograph in FIG. 3) (6) Isoindolinone-based pigment, C.I. I. Pigmen
t Yellow 110 (shown by an electron micrograph in FIG. 4) (7) Diazo pigment, C.I. I. Pigment Yel
low 83 (8) C.I. I. Pi
gment Yellow 183 (9) monoazo pigments, C.I. I. Pigment Ye
low 97 (10) heat-resistant graphite pigment, C.I. I. Pigment Y
yellow 34

[0028]

[Table 1]

The weather resistance, heat resistance and retroreflective property of the road marking paint containing the pigment composition for road marking paint of the present invention are as follows:
It is clear that it has the same goodness as compared with the conventional paint (10) using a graphite pigment. From the comparison between (1) and (4), and (5) and (6), it is clear that good results can be obtained when the average particle diameter or the major axis of the particle diameter is within the range of the present invention. is there.

[0030]

The pigment composition for road marking paints of the present invention comprises:
Since it has the above-described configuration, it does not contain heavy metal components harmful to the human body, has sufficient weather resistance and heat resistance, and has excellent retroreflective properties. It is suitable as a yellow road marking paint in an area.

[Brief description of the drawings]

FIG. 1 is an electron micrograph (× 100,000) of an isoindoline-based pigment (1) used in the evaluation of retroreflection.

FIG. 2 is an electron micrograph (× 100,000) of the isoindoline-based pigment (4) used in the evaluation of retroreflection.

FIG. 3 is an electron micrograph (× 100,000) of an isoindolinone-based pigment (5) used in the evaluation of retroreflection.

FIG. 4 is an electron micrograph (× 100,000) of the isoindolinone-based pigment (6) used in the evaluation of retroreflectivity.

Claims (3)

[Claims] 1. A C.I. I. P
i.g., Yellow 139 and C.I. I. Pigment Yellow
181. A pigment composition for road marking paint, comprising at least one of 181 as a main component. 2. C. I. Pigment Yellow
139. The pigment composition for road marking paint according to claim 1, wherein 139 has an average particle diameter of 0.05 to 2 µm. 3. C.I. which is an isoindolinone pigment. I.
Pigment Yellow 110 as a main component, a pigment composition for road marking paints, wherein the C.I. I. Pi
gment Yellow 110,
A pigment composition for road marking paints having a thickness of 0.1 to 2 μm.