JPH04132770A - Pigment composition for traffic sign - Google Patents
Pigment composition for traffic signInfo
- Publication number
- JPH04132770A JPH04132770A JP25599990A JP25599990A JPH04132770A JP H04132770 A JPH04132770 A JP H04132770A JP 25599990 A JP25599990 A JP 25599990A JP 25599990 A JP25599990 A JP 25599990A JP H04132770 A JPH04132770 A JP H04132770A
- Authority
- JP
- Japan
- Prior art keywords
- pigment
- pigments
- inorganic
- organic
- composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000049 pigment Substances 0.000 title claims abstract description 87
- 239000000203 mixture Substances 0.000 title claims abstract description 30
- 239000012860 organic pigment Substances 0.000 claims abstract description 36
- 239000001023 inorganic pigment Substances 0.000 claims abstract description 34
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000004408 titanium dioxide Substances 0.000 claims abstract description 12
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 claims abstract description 7
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims abstract description 5
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims abstract description 4
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims abstract description 4
- 150000004696 coordination complex Chemical class 0.000 claims abstract description 3
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims abstract description 3
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims abstract description 3
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000002245 particle Substances 0.000 claims description 3
- 239000011368 organic material Substances 0.000 claims 1
- 239000003973 paint Substances 0.000 abstract description 21
- 239000000463 material Substances 0.000 abstract description 5
- 239000008187 granular material Substances 0.000 abstract 2
- 230000000422 nocturnal effect Effects 0.000 abstract 1
- 239000002131 composite material Substances 0.000 description 29
- 230000000052 comparative effect Effects 0.000 description 8
- 239000011162 core material Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- 238000004040 coloring Methods 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 235000010582 Pisum sativum Nutrition 0.000 description 2
- 240000004713 Pisum sativum Species 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000001052 yellow pigment Substances 0.000 description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical class [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- HUWXDEQWWKGHRV-UHFFFAOYSA-N 3,3'-Dichlorobenzidine Chemical compound C1=C(Cl)C(N)=CC=C1C1=CC=C(N)C(Cl)=C1 HUWXDEQWWKGHRV-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- GLLRIXZGBQOFLM-UHFFFAOYSA-N Xanthorin Natural products C1=C(C)C=C2C(=O)C3=C(O)C(OC)=CC(O)=C3C(=O)C2=C1O GLLRIXZGBQOFLM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- -1 dry it at 90°C Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000635 electron micrograph Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- MOUVJGIRLPZEES-UHFFFAOYSA-N n-(4-chloro-2,5-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(NC(=O)CC(C)=O)=C(OC)C=C1Cl MOUVJGIRLPZEES-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 238000000733 zeta-potential measurement Methods 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、加熱溶融型路面標示用塗料、水性あるいは油
性塗料型のいわゆるペイント式路面標示用塗料、更には
貼り付は式路面標示材料等の路面標示材料やその他の各
種交通標示物の塗料等に用いるのに好適な夜間視認性に
優れる交通標示用顔料組成物に関するものである。[Detailed Description of the Invention] [Field of Industrial Application] The present invention is applicable to heat-melting road marking paints, so-called paint-type road marking paints of water-based or oil-based paint types, and furthermore to road marking materials that can be pasted. The present invention relates to a pigment composition for traffic markings which has excellent night visibility and is suitable for use in road marking materials and paints for various other traffic markings.
路面標示用塗料は、舗装道路面の中央線、車線区分、停
止線、横断歩道、飛行場の滑走路などのための塗装材で
ある。また、各種道路標識は、交通ルールの遵守、交通
安全上不可欠のものであり、これらの材料が、その目的
にあった機能を発揮するためには、鮮明な目立った色彩
の塗料が望まれる。Road marking paints are paints for the center lines of paved roads, lane divisions, stop lines, crosswalks, runways at airports, etc. Furthermore, various road signs are essential for compliance with traffic rules and traffic safety, and in order for these materials to perform their intended functions, paints with vivid and conspicuous colors are desired.
道路交通管理上重要な認識色相である黄色の顔料は、現
在、黄鉛顔料が用いられている。Yellow pigment is currently used as a yellow pigment, which is an important recognition hue for road traffic management.
しかしながら、黄鉛は、クロムと鉛を含有する無機顔料
なので、公害規制上の問題を常に抱えており、無公害型
の有機顔料への代替が望まれてから久しい。However, since yellow lead is an inorganic pigment containing chromium and lead, it has always had problems in terms of pollution control, and it has been a long time since it has been desired to replace it with a non-polluting organic pigment.
有機顔料は、無機顔料より鮮明で、着色力があり、品種
が多く、各種色相に対応でき、耐熱、耐候性に優れた物
が多い。しかし、これまで、有機顔料への置き換えはあ
まり進んでいない。Organic pigments are more vivid than inorganic pigments, have more coloring power, come in many varieties, can be applied to a variety of hues, and are often superior in heat resistance and weather resistance. However, until now, there has not been much progress in replacing pigments with organic pigments.
有機顔料の代替が、進行しないもののひとつに、舗装道
路のセンターライン等に使用されている黄色の路面標示
塗料がある。黄色のセンターラインは、とくに、夜間に
おける視認性が交通安全上重要視される。One area where organic pigments are not being replaced is the yellow road marking paint used for paved road center lines. Visibility of the yellow center line, especially at night, is important for traffic safety.
道路標示用塗料の夜間視認性とは、センターラインなど
の色が、夜間の街灯や車両のヘッドライトの明りで充分
識別出来ることである。有機顔料で着色した道路標示塗
料には、その夜間視認性が不足しており、昼光の下で充
分識別できる鮮明性と着色濃度をもった黄色塗料を路上
に施工しても、光量の少ない夜間においては、車両など
のヘッドライトでは、再帰反射光量がきわめて少なくな
り、自動車の運転者にとって、黄色が認識できな（なる
ことがおこるという欠点がある。The night visibility of road marking paint means that the color of the center line etc. can be sufficiently distinguished by the brightness of street lights and vehicle headlights at night. Road marking paints colored with organic pigments lack visibility at night, and even if yellow paint is painted on the road with sufficient clarity and color density to make it visible in daylight, the amount of light is low. At night, the amount of retroreflected light from the headlights of vehicles is extremely small, and the driver of the vehicle has the disadvantage that the yellow color cannot be recognized.
本発明者等は、この様な状況に鑑みて鋭意研究した結果
、無機顔料の表面に有機顔料が付着してなる顔料組成物
が、夜間視認性に優れ、交通標示用の顔料として好適で
あることを見い出し、本発明を完成するに至った。The inventors of the present invention conducted extensive research in light of these circumstances and found that a pigment composition in which an organic pigment is attached to the surface of an inorganic pigment has excellent night visibility and is suitable as a pigment for traffic markings. This discovery led to the completion of the present invention.
すなわち、本発明は、無機顔料粒子の表面に有機顔料が
付着してなる顔料組成物（以下、複合顔料と称す）を含
有することを特徴とする交通標示用顔料組成物を提供す
るものである。That is, the present invention provides a pigment composition for traffic markings characterized by containing a pigment composition in which an organic pigment is attached to the surface of inorganic pigment particles (hereinafter referred to as a composite pigment). .
以下に、本発明の詳細を述べる。The details of the present invention will be described below.
本発明で使用する無機顔料は、目的とする色相に応じた
色相のものを使えば良く、特に制限されないが、なかで
も屈折率が１．７以上、好ましくは２．０以上の無機顔
料が好ましい。例えば、目的とする色相が黄色の場合、
ルチル型二酸化チタン、アナターゼ型二酸化チタン、お
よびそれを酸化アルミニウムやシリカでコートしたもの
、更には黄色酸化鉄、黄色雲母チタン等有彩無機顔料な
どが挙げられ、なかでも二酸化チタンが好ましい。The inorganic pigment used in the present invention is not particularly limited as long as it has a hue corresponding to the desired hue, but inorganic pigments with a refractive index of 1.7 or more, preferably 2.0 or more are particularly preferred. . For example, if the desired hue is yellow,
Examples include rutile titanium dioxide, anatase titanium dioxide, those coated with aluminum oxide or silica, and colored inorganic pigments such as yellow iron oxide and yellow mica titanium. Among them, titanium dioxide is preferred.
核となる無機顔料の表面に付着させる有機顔料の色相は
、本質的には、交通標示に要求される色相であれば良く
、特に制限されない。従って、有機顔料の種類にも特に
制限はいらない。敢えて例示すれば、モノアゾ系顔料、
ジスアゾ系顔料、フタロン系顔料、金属錯体系顔料、キ
ナクリドン系顔料、ペリレン系顔料、フタロシアニン系
顔料などが挙げられる。しかし、交通標識用であれば耐
候性が必要であり、路面標示用塗料であれば、加熱溶融
型では耐熱性、ペイント型では耐溶剤性などが、加えて
必要になり、これらの条件を満たす顔料を選定する事が
大切である。The hue of the organic pigment attached to the surface of the inorganic pigment serving as the core is essentially not limited as long as it is a hue required for traffic markings. Therefore, there is no particular restriction on the type of organic pigment. To give an example, monoazo pigments,
Examples include disazo pigments, phthalone pigments, metal complex pigments, quinacridone pigments, perylene pigments, and phthalocyanine pigments. However, if it is used for traffic signs, it must be weather resistant, and if it is a paint for road markings, it must also have heat resistance if it is a heat-melt type, and solvent resistance if it is a paint type, and these requirements must be met. It is important to select the pigment.
本発明者等は、これら既存の無機および有機顔料を用い
る簡便で経済的な複合顔料の製法を見い出した。この製
法は、基本的には無機顔料の存在下で有機顔料を析出さ
せることにより、無機顔料の表面に有機顔料を付着させ
る方法である。以下に概略を説明するが、本発明で用い
る複合顔料の製法はこれらに限定されるものではない。The present inventors have discovered a simple and economical method for producing composite pigments using these existing inorganic and organic pigments. This production method is basically a method of depositing an organic pigment in the presence of an inorganic pigment to attach the organic pigment to the surface of the inorganic pigment. Although an outline will be explained below, the method for producing the composite pigment used in the present invention is not limited to these.
第一の方法は、核材とすべき無機顔料を分散した溶媒中
で、有機顔料を合成し、析出させて、無機顔料の表面に
有機顔料を付着させる製造方法である。この方法で製造
できる有機顔料は、モノアゾ系顔料やジスアゾ系顔料が
代表的である。The first method is a manufacturing method in which an organic pigment is synthesized in a solvent in which an inorganic pigment to be used as a core material is dispersed, and the organic pigment is deposited on the surface of the inorganic pigment. Typical organic pigments that can be produced by this method are monoazo pigments and disazo pigments.
第二の方法は、有機顔料を溶解した溶液に核材とすべき
無機顔料を一緒に分散しておき、その混合液を希釈する
液体に注加して有機顔料を析出させ、無機顔料の表面に
有機顔料を付着させる製造方法である。この方法で製造
できる有機顔料成分は、フタロシアニン系顔料やキナク
リドン系顔料などが代表的である。The second method is to disperse an inorganic pigment as a core material in a solution containing an organic pigment, and then add the mixed solution to a diluting liquid to precipitate the organic pigment. This is a manufacturing method in which organic pigments are attached to the pigment. Typical organic pigment components that can be produced by this method include phthalocyanine pigments and quinacridone pigments.
この様にして合成した複合顔料では、無機顔料の表面に
有機顔料の粒子が付着しているのが高倍率の電子顕微鏡
写真で確認できる。また、ζ電位の測定の結果、用いた
有機顔料や無機顔料のζ電位とは異なった第三のζ電位
の値のものが観測される事でも確認できる。In the composite pigment synthesized in this way, it can be confirmed in a high-magnification electron micrograph that organic pigment particles are attached to the surface of the inorganic pigment. This can also be confirmed by the observation of a third ζ potential value that is different from the ζ potential of the organic pigment or inorganic pigment used as a result of the ζ potential measurement.
なお、本発明に係る複合顔料としては、有機顔料のすべ
てが無機顔料の表面に付着している必要は必ずしもない
。Note that, in the composite pigment according to the present invention, all of the organic pigment does not necessarily need to be attached to the surface of the inorganic pigment.
本発明の交通標示用顔料組成物は、複合顔料に、更に必
要に応じて他の複合顔料、無機顔料、有機顔料等を混合
し、調色して得られる。The pigment composition for traffic markings of the present invention is obtained by mixing the composite pigment with other composite pigments, inorganic pigments, organic pigments, etc. as necessary, and adjusting the color.
以下に、実施例、比較例および試験例を挙げて本発明を
具体的に説明する。The present invention will be specifically explained below by giving Examples, Comparative Examples, and Test Examples.
実施例１
３００威の水に０．０６６モルに相当するアセトアセト
２，５−ジメトキシ−４−クロロアニリドを等モルの水
酸化ナトリウムで溶解し、全量を５００ ＋ｄにした。Example 1 Acetoaceto 2,5-dimethoxy-4-chloroanilide corresponding to 0.066 mol was dissolved in 300 mol of water with equimolar amount of sodium hydroxide to make the total amount 500 mol.
これに二酸化チタン（石原産業製Ｒ−５００、以下同様
）２４．５ｇを加えて攪拌しながら、０．１５モル相当
の酢酸１００ ｍＱを滴下して、カップラー溶液を調製
した。次いで、この溶液に、０．０３モルに相当する３
、３′ジクロロベンジジンのテトラゾ化水溶液２５０
ＩＩＱを約２時間かけて滴下し、滴下終了後、液温を９
０°Ｃに上げ、６０分間攪拌を続けた後、ろ過、水洗し
、９０°Ｃで乾燥して複合顔料を得た。ここで合成した
有機色素は、ジスアゾ顔料Ｃ，！。To this was added 24.5 g of titanium dioxide (R-500 manufactured by Ishihara Sangyo, the same applies hereinafter), and while stirring, 100 mQ of acetic acid equivalent to 0.15 mol was added dropwise to prepare a coupler solution. This solution was then added with 3
, 3' dichlorobenzidine tetrazotized aqueous solution 250
IIQ was added dropwise over about 2 hours, and after the addition was finished, the temperature of the liquid was reduced to 9.
After raising the temperature to 0°C and continuing stirring for 60 minutes, the mixture was filtered, washed with water, and dried at 90°C to obtain a composite pigment. The organic pigment synthesized here is disazo pigment C,! .
Ｐｉｇｍｅｎｔ Ｙｅｌｌｏｗ ８３であり、得られた
複合顔料の組成は、無機顔料：有機顔料＝１：１（重量
比、以下同様）であった。Pigment Yellow 83, and the composition of the obtained composite pigment was inorganic pigment:organic pigment=1:1 (weight ratio, the same applies hereinafter).
実施例２
カップラーとして、アセトアセト２，５−ジメトキシ−
４−クロロアニリド０．０６４モルと１−フェニル−３
−メチル−５−ピラゾロン０．００２モルを用いて、コ
ーカップリングさせた以外は実施例１と同様にして複合
顔料を得た。Example 2 Acetoaceto 2,5-dimethoxy- as a coupler
0.064 mol of 4-chloroanilide and 1-phenyl-3
A composite pigment was obtained in the same manner as in Example 1 except that 0.002 mol of -methyl-5-pyrazolone was used for co-coupling.
この複合顔料の色相は、現行路面標示用塗料に使われて
いる黄鉛（東邦顔料製エターナルイエロー３５０ ＯＲ
，以下同様）とほぼ同等であった。The hue of this composite pigment is similar to the yellow lead (Eternal Yellow 350 OR manufactured by Toho Pigment Co., Ltd.) used in current road marking paints.
, hereinafter the same).
実施例３
実施例２と同じカップラー成分を用い、核材となる二酸
化チタンの量を１２．３ｇに変更した以外は実施例１と
同様にして複合顔料を得た。この複合顔料の組成は、無
機顔料：有機顔料＝１：２であった。色相は実施例２と
変わりないが、着色濃度は黄鉛より優れていた。Example 3 A composite pigment was obtained in the same manner as in Example 1 except that the same coupler component as in Example 2 was used and the amount of titanium dioxide serving as a core material was changed to 12.3 g. The composition of this composite pigment was inorganic pigment:organic pigment=1:2. Although the hue was the same as in Example 2, the color density was superior to yellow lead.
実施例４
実施例２と同じカップラー成分を用い、核材となる二酸
化チタンの量を４９ｇに変更した以外は実施例１と同様
にして複合顔料を得た。この複合顔料の組成は、無機顔
料：有機有機＝２：１であった。色相は実施例２と変わ
らなかった。Example 4 A composite pigment was obtained in the same manner as in Example 1 except that the same coupler component as in Example 2 was used and the amount of titanium dioxide serving as a core material was changed to 49 g. The composition of this composite pigment was inorganic pigment:organic=2:1. The hue was the same as in Example 2.
実施例５
実施例１と同じカップラー成分を用い、核材となる二酸
化チタンの量を５２ｇに変更した以外は実施例１と同様
にして複合顔料を得た。ただし、反応終了直後にキナク
リドン顔料（Ｃ，１，ＰｉｇｍｅｎｔＶｉｏｌｅｔｌ
９、以下同様）１．６ｇをスラリー状で添加し、黄鉛に
色相を合わせた。この複合顔料の組成は、無機顔料：有
機顔料＝２：１であった。Example 5 A composite pigment was obtained in the same manner as in Example 1 except that the same coupler component as in Example 1 was used and the amount of titanium dioxide serving as a core material was changed to 52 g. However, immediately after the completion of the reaction, quinacridone pigment (C, 1, PigmentVioletl)
9) (the same applies hereinafter) was added in the form of a slurry, and the hue was matched to that of yellow lead. The composition of this composite pigment was inorganic pigment:organic pigment=2:1.
実施例６
実施例１と同じカップラー成分を用い、核材となる二酸
化チタンの量を７８ｇに変更した以外は実施例１と同様
にして複合顔料を得た。ただし、反応終了直後にキナク
リドン顔料６ｇをスラリー状で添加し、黄鉛に色相を合
わせた。この複合顔料の組成は、無機顔料：有機顔料＝
３＝１であった。Example 6 A composite pigment was obtained in the same manner as in Example 1 except that the same coupler component as in Example 1 was used and the amount of titanium dioxide serving as a core material was changed to 78 g. However, immediately after the reaction was completed, 6 g of quinacridone pigment was added in the form of a slurry to match the hue to the yellow lead. The composition of this composite pigment is: inorganic pigment: organic pigment =
3=1.
実施例７
実施例１と同じカップラー成分を用い、核材となる二酸
化チタンの量を１０４ｇに変更した以外は実施例１と同
様にして複合顔料を得た。この複合顔料の組成は、無機
顔料：有機顔料＝４：１であった。Example 7 A composite pigment was obtained in the same manner as in Example 1 except that the same coupler component as in Example 1 was used and the amount of titanium dioxide serving as a core material was changed to 104 g. The composition of this composite pigment was inorganic pigment:organic pigment=4:1.
比較例１〜７
実施例１〜７に対応する有機顔料を合成し、これと無機
顔料とを実施例１〜７に対応する比率でマイクロ粉砕機
により分散混合して、比較用の混合顔料を調製した。Comparative Examples 1 to 7 Organic pigments corresponding to Examples 1 to 7 were synthesized, and these and inorganic pigments were dispersed and mixed in a ratio corresponding to Examples 1 to 7 using a micro-pulverizer to obtain mixed pigments for comparison. Prepared.
試験例１（着色力試験）
実施例１〜７の複合顔料と比較例１〜７の混合顔料とを
、それぞれ対応したもの同志で着色力の比較を行った。Test Example 1 (Coloring Power Test) The coloring strength of the composite pigments of Examples 1 to 7 and the mixed pigments of Comparative Examples 1 to 7 was compared between corresponding pigments.
試験の方法は、顔料とロジン変性フェノール樹脂フェス
とを、フーバーマーラーで１５０１ｂ、３００回荷型Ｏ
条件で摩砕し、十分分散したインキペーストを試験紙上
に展色し、色差を測定するという方法を採用した。実施
例１〜７の複合顔料を用いたものは、いずれも対応する
比較例の混合顔料を用いたものより着色力が２０〜〜３
０％優れていた。The test method was to apply the pigment and the rosin-modified phenolic resin face using a Huber Mahler with a 1501b, 300 times
A method was adopted in which the ink paste was ground under certain conditions and sufficiently dispersed, and then the ink paste was spread on a test paper and the color difference was measured. Those using the composite pigments of Examples 1 to 7 had a coloring strength of 20 to 3 compared to those using the corresponding mixed pigments of comparative examples.
It was 0% better.
試験例２（夜間視認性試験）
実施例５〜６の複合顔料と比較例５〜６の混合顔料とを
用いて、次に示す方法で夜間視認性試験を行った。顔料
２重量部とガラスピーズＧＢ１５３Ｔを１６重量％含有
する石油樹脂系加熱溶融型路面標示塗料用樹脂フンパウ
ンド９８重量部とを１９０℃で溶融混合し、アプリケー
タで約１ｍｍの厚さに板に塗布し、その上にすばやく路
面標示塗料用ガラスピーズ１号を規定量散布した塗装板
を作製した。これを、夜間、道路上に並べ、乗用車のヘ
ッドライトをあてて、再帰反射性を観察した。その結果
、実施例５および６の複合顔料を用いたものは、いずれ
も同様に黄鉛で作製した着色塗装板と比較して遜色ない
夜間視認性を認めた。しかし、比較例５および６の混合
顔料を用いたものは、塗装色も淡黄色で、夜間視認性は
認められなかった。Test Example 2 (Night Visibility Test) A night visibility test was conducted using the composite pigments of Examples 5 and 6 and the mixed pigments of Comparative Examples 5 and 6 in the following manner. 2 parts by weight of the pigment and 98 parts by weight of petroleum resin-based heat-melting road marking paint resin Funpound containing 16% by weight of Glass Peas GB153T were melted and mixed at 190°C, and the mixture was applied to a plate with an applicator to a thickness of about 1 mm. A painted board was prepared by quickly spraying a specified amount of Glass Peas No. 1 for road marking paint thereon. These were lined up on the road at night, and the retroreflectivity was observed by shining the headlights of a passenger car on them. As a result, both of the panels using the composite pigments of Examples 5 and 6 were found to have nighttime visibility comparable to that of colored coated panels similarly made of yellow lead. However, in those using the mixed pigments of Comparative Examples 5 and 6, the coating color was pale yellow, and night visibility was not observed.
実施例８
銅フタロシアニン１ｇを濃硫酸１５ｇに溶解した液に、
二酸化チタンＩｇを分散させたものを、１５０ｄの水の
中に攪拌下注前させた。これを濾過し、ウェットケーキ
を水洗し、９０°Ｃで乾燥して無機顔料：有機顔料＝１
：１の鮮やかなブルーの複合顔料を得た。この複合顔料
を用いて作成した塗料は、これと同一組成で比較例１と
同様にして得た混合顔料を用いて作成した塗料と比較し
て、着色力が約３０％優れていた。Example 8 In a solution in which 1 g of copper phthalocyanine was dissolved in 15 g of concentrated sulfuric acid,
The dispersion of titanium dioxide Ig was poured into 150 d of water with stirring. Filter this, wash the wet cake with water, dry it at 90°C, and inorganic pigment: organic pigment = 1
A bright blue composite pigment of :1 was obtained. A paint made using this composite pigment had about 30% better coloring power than a paint made using a mixed pigment having the same composition and obtained in the same manner as in Comparative Example 1.
実施例７
６００ｇのポリリン酸に二酸化チタン１００ｇを分散し
、ジアニリノテレフタル酸１１１ｇを加えて１２０℃で
３時間反応させた。反応終了液を水に取り出し、濾過、
水洗して乾燥して無機顔料：有機顔料＝１：１のキナク
リドンの複合顔料を得た。この複合顔料を用いて試験例
１と同様にして作成インキは、これと同一組成で比較例
１と同様にして得た混合顔料を用いて作成したインキと
比較して、着色力が約３０％優れていた。Example 7 100 g of titanium dioxide was dispersed in 600 g of polyphosphoric acid, 111 g of dianilinoterephthalic acid was added, and the mixture was reacted at 120° C. for 3 hours. The reaction completed liquid was taken out in water, filtered,
The mixture was washed with water and dried to obtain a quinacridone composite pigment in which the ratio of inorganic pigment to organic pigment was 1:1. An ink prepared using this composite pigment in the same manner as in Test Example 1 has a tinting strength of about 30% compared to an ink prepared using a mixed pigment having the same composition and obtained in the same manner as in Comparative Example 1. It was excellent.
本発明の交通標示用顔料組成物は、公害がなく、しかも
夜間視認性に優れるため、路面標示材料やその他の各種
交通標示物の塗料等に好適に用いることができる。The pigment composition for traffic markings of the present invention is non-polluting and has excellent night visibility, so it can be suitably used for road marking materials and various other traffic marking paints.
Claims (1)
組成物を含有することを特徴とする交通標示用顔料組成
物。 ２、無機顔料が、屈折率２．０以上の無機顔料である請
求項１記載の顔料組成物。 ３、無機顔料が、二酸化チタン、黄酸化鉄、ベンガラか
らなる群から選ばれる１種以上の無機顔料である請求項
１記載の顔料組成物。 ４、無機顔料が、二酸化チタンである請求項１記載の顔
料組成物。 ５、有機顔料が、モノアゾ系顔料、ジスアゾ系顔料、フ
タロン系顔料、キナクリドン系顔料、ペリレン系顔料、
フタロシアニン系顔料及び金属錯体系顔料からなる群か
ら選ばれる１種以上の有機材料である請求項２、３又は
４記載の顔料組成物。[Scope of Claims] 1. A pigment composition for traffic markings, comprising a pigment composition in which an organic pigment is attached to the surface of inorganic pigment particles. 2. The pigment composition according to claim 1, wherein the inorganic pigment has a refractive index of 2.0 or more. 3. The pigment composition according to claim 1, wherein the inorganic pigment is one or more inorganic pigments selected from the group consisting of titanium dioxide, yellow iron oxide, and red iron oxide. 4. The pigment composition according to claim 1, wherein the inorganic pigment is titanium dioxide. 5. The organic pigment is a monoazo pigment, a disazo pigment, a phthalone pigment, a quinacridone pigment, a perylene pigment,
5. The pigment composition according to claim 2, wherein the pigment composition is one or more organic materials selected from the group consisting of phthalocyanine pigments and metal complex pigments.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2255999A JP2503749B2 (en) | 1990-09-26 | 1990-09-26 | Traffic marking pigment composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2255999A JP2503749B2 (en) | 1990-09-26 | 1990-09-26 | Traffic marking pigment composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04132770A true JPH04132770A (en) | 1992-05-07 |
| JP2503749B2 JP2503749B2 (en) | 1996-06-05 |
Family
ID=17286500
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2255999A Expired - Lifetime JP2503749B2 (en) | 1990-09-26 | 1990-09-26 | Traffic marking pigment composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2503749B2 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0985712A1 (en) * | 1998-09-10 | 2000-03-15 | Basf Aktiengesellschaft | Pigment preparations in granulated form |
| EP1184426A2 (en) | 2000-09-01 | 2002-03-06 | Toda Kogyo Corporation | Composite particles, process for producing the same, and pigment, paint and resin composition using the same |
| EP1270686A2 (en) | 2001-06-12 | 2003-01-02 | Toda Kogyo Corporation | Organic and inorganic composite pigments, and paint and resin composition using the same |
| WO2005028564A1 (en) * | 2003-09-12 | 2005-03-31 | Clariant Produkte (Deutschland) Gmbh | Pigment compositions consisting of organic and inorganic pigments |
| WO2013035777A1 (en) * | 2011-09-09 | 2013-03-14 | Dic株式会社 | Composite pigment and method for producing same |
| CN104861742A (en) * | 2015-05-02 | 2015-08-26 | 湖南巨发科技有限公司 | High-temperature-resistant environment-friendly composite pigment and production method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS513727A (en) * | 1974-06-28 | 1976-01-13 | Hitachi Ltd | TANKANKARAAKAMERAYOSATSUZOKANOYOBI KAMERASOCHI |
| JPS5699262A (en) * | 1980-01-14 | 1981-08-10 | Yasushi Kubo | Inorganic-organic composite pigment and production thereof |
| JPS5880352A (en) * | 1981-11-10 | 1983-05-14 | Yasushi Kubo | Organic-inorganic composite pigment and preparing same |
| JPS58194958A (en) * | 1982-02-22 | 1983-11-14 | モンテフルオス・ソチエタ・ペル・アツィオニ | Composite pigment and manufacture |
-
1990
- 1990-09-26 JP JP2255999A patent/JP2503749B2/en not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS513727A (en) * | 1974-06-28 | 1976-01-13 | Hitachi Ltd | TANKANKARAAKAMERAYOSATSUZOKANOYOBI KAMERASOCHI |
| JPS5699262A (en) * | 1980-01-14 | 1981-08-10 | Yasushi Kubo | Inorganic-organic composite pigment and production thereof |
| JPS5880352A (en) * | 1981-11-10 | 1983-05-14 | Yasushi Kubo | Organic-inorganic composite pigment and preparing same |
| JPS58194958A (en) * | 1982-02-22 | 1983-11-14 | モンテフルオス・ソチエタ・ペル・アツィオニ | Composite pigment and manufacture |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0985712A1 (en) * | 1998-09-10 | 2000-03-15 | Basf Aktiengesellschaft | Pigment preparations in granulated form |
| EP1184426A2 (en) | 2000-09-01 | 2002-03-06 | Toda Kogyo Corporation | Composite particles, process for producing the same, and pigment, paint and resin composition using the same |
| EP1270686A2 (en) | 2001-06-12 | 2003-01-02 | Toda Kogyo Corporation | Organic and inorganic composite pigments, and paint and resin composition using the same |
| WO2005028564A1 (en) * | 2003-09-12 | 2005-03-31 | Clariant Produkte (Deutschland) Gmbh | Pigment compositions consisting of organic and inorganic pigments |
| WO2013035777A1 (en) * | 2011-09-09 | 2013-03-14 | Dic株式会社 | Composite pigment and method for producing same |
| JP5413702B2 (en) * | 2011-09-09 | 2014-02-12 | Ｄｉｃ株式会社 | Composite pigment and method for producing the same |
| CN104861742A (en) * | 2015-05-02 | 2015-08-26 | 湖南巨发科技有限公司 | High-temperature-resistant environment-friendly composite pigment and production method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2503749B2 (en) | 1996-06-05 |
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