JPS5949268A - Pigment composition - Google Patents

Pigment composition

Info

Publication number
JPS5949268A
JPS5949268A JP15884582A JP15884582A JPS5949268A JP S5949268 A JPS5949268 A JP S5949268A JP 15884582 A JP15884582 A JP 15884582A JP 15884582 A JP15884582 A JP 15884582A JP S5949268 A JPS5949268 A JP S5949268A
Authority
JP
Japan
Prior art keywords
parts
coupling agent
silane coupling
filler
pigment
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
Application number
JP15884582A
Other languages
Japanese (ja)
Other versions
JPS6154339B2 (en
Inventor
Yoshito Kawaguchi
川口 義人
Mitsuo Noda
満夫 野田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Dainichiseika Color and Chemicals Mfg Co Ltd
Original Assignee
Dainichiseika Color and Chemicals Mfg Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Dainichiseika Color and Chemicals Mfg Co Ltd filed Critical Dainichiseika Color and Chemicals Mfg Co Ltd
Priority to JP15884582A priority Critical patent/JPS5949268A/en
Publication of JPS5949268A publication Critical patent/JPS5949268A/en
Publication of JPS6154339B2 publication Critical patent/JPS6154339B2/ja
Granted legal-status Critical Current

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Abstract

PURPOSE:To obtain titled composition with markedly improved heat resistance, by incorporating an organic pigment with a silane coupler-treated inorganic filler in a specific proportion. CONSTITUTION:The objective composition can be obtained by incorporating (A) 100pts.wt. of an organic pigment (e.g. of phthalocyanine type) with (B) about 1-100pts.wt. of an inorganic filler (consisting chiefly of Al2O3 and/or SiO2, e.g., clay) treated with a silane coupling agent (e.g., vinyl trimethoxysilane) and further, if required, (c) dispersant (e.g., metallic soap from higher fatty acid), carrier resin (e.g., polyethylene), etc. USE:For coloring in the kneading of various plastics in molten state.

Description

【発明の詳細な説明】 本発明は、顔料組成物に関し、更に詳しくは、面1熱性
が著しく改善された有機顔料を主成分とする顔料組成物
の提供を目的とする。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a pigment composition, and more specifically, it is an object of the present invention to provide a pigment composition containing an organic pigment as a main component and having significantly improved one-plane thermal properties.

従来、有機顔料は種々の用途に使用されているが、各種
プラスチックス等の溶融混線着色におい−では、特に溶
融温度が高く、且つ比較的長時間を要する場合には、そ
の着色工程時に有機顔料が分解するという耐熱性の問題
が生じる。例えば、電線被覆用ポリオレフィン樹脂を電
線の被覆と同時に着色する場合は、従来比較的耐熱性に
すぐれていると云われているフタロシアニン系顔料、キ
ナクリドン系顔料、ポリアゾ系顔料、イソインドリノン
系顔料等が使用されているが、高温の長時間にわたる連
続運転において、有機顔料の一部が熱分解し、その結果
生じた炭化物が押出ダイ先端内壁に徐々に付着蓄積し、
被覆電線の表面にいわゆる「スジ」という肌荒れを生じ
ろという重大な欠点を生じる。
Conventionally, organic pigments have been used for various purposes, but in the case of melt cross-coloring of various plastics, etc., especially when the melting temperature is high and a relatively long time is required, organic pigments are used during the coloring process. A heat resistance problem arises in that it decomposes. For example, when coloring polyolefin resin for electric wire coating at the same time as coating the electric wire, use phthalocyanine pigments, quinacridone pigments, polyazo pigments, isoindolinone pigments, etc., which are said to have relatively good heat resistance. However, during continuous operation at high temperatures for long periods of time, some of the organic pigments thermally decompose, and the resulting carbides gradually adhere to and accumulate on the inner wall of the extrusion die tip.
This causes a serious drawback in that it causes roughness called "streaks" on the surface of the covered wire.

本発明者は、上述の如き従来技術の欠点を解決すべく鋭
意研究の結果、有機顔料に特定の無機光°填剤を配合す
ることにより、その理由は全く不明ながら、有機顔料の
耐熱性が著じく改善され、上述の如き従来技術の欠点が
十分に解決されることを知見して本発明を完成した。
As a result of intensive research to solve the above-mentioned drawbacks of the conventional technology, the inventors of the present invention have found that by blending a specific inorganic light filler into an organic pigment, the heat resistance of the organic pigment can be improved, although the reason is completely unknown. The present invention was completed based on the finding that the invention is significantly improved and the drawbacks of the prior art as described above are fully resolved.

すなわち、本発明は、有機顔料、およびシランカップリ
ング剤で処理した無機質充填剤からなり、該充填剤が有
機顔料100重量部あたり約1〜100重量部のWη合
で存在する耐熱性の改善された顔料組成物である。
That is, the present invention comprises an organic pigment and an inorganic filler treated with a silane coupling agent, and the filler has improved heat resistance when present in an amount of about 1 to 100 parts by weight of Wη per 100 parts by weight of the organic pigment. It is a pigment composition.

本発明の詳細な説明すると、本発明において使用する有
機顔料は、従来公知のいずれのものでもよいが、特に有
効であるものは、各種プラスチックスの溶融混線着色に
使用する有機顔料、例えば、フタロシアニン系、キナク
リドン系、モノアゾ系、ジスアゾ系、ポリアゾ系、イソ
インドリノン系等の有機顔料である。
To explain the present invention in detail, the organic pigment used in the present invention may be any conventionally known organic pigment, but particularly effective ones are organic pigments used for melt-mixing coloring of various plastics, such as phthalocyanine. organic pigments such as quinacridone-based, monoazo-based, disazo-based, polyazo-based, and isoindolinone-based pigments.

本発明で使用する無機質充填剤とは、酸化チタン、亜鉛
華、リトポン、沈降性硫酸バリウム、沈降性炭酸カルシ
ウム、アルミナホワイト、ホワイトノ1−ボン、クレー
、タルク、り°イソウ土、酸性白土、活性白土、マイカ
、セリサイト、ウオラスナイト等の如き白色顔料および
体質顔料であり、′hに有効外ものにし、クレー、タル
ク、シリカ、アルミナ等、その主成分として5102お
よび/またはAj!、203を主成分とするものである
。このような無機質充填剤は、シランカップリング剤で
処理して使用する。
The inorganic fillers used in the present invention include titanium oxide, zinc white, lithopone, precipitated barium sulfate, precipitated calcium carbonate, alumina white, white carbon, clay, talc, lilysodium earth, acid clay, White pigments and extender pigments such as activated clay, mica, sericite, volasnite, etc., which are effective in 'h, and clay, talc, silica, alumina, etc., as their main components 5102 and/or Aj! , 203 as the main components. Such an inorganic filler is used after being treated with a silane coupling agent.

シランカップリング剤としては、従来公知のものがいず
れも使用でき、例えば、一般式Rn5I24 。
As the silane coupling agent, any conventionally known silane coupling agent can be used, for example, one having the general formula Rn5I24.

(nは1〜3の整数、2は炭素数1〜6のアルコキシ基
、Rはエポキシ基、アミノ基、アミド基、メルカプト基
、または二重結合を有する有機−残基である)で表わさ
れるものであって、γ−アミノプロピルトリエトキシシ
ラン、r−(2−アミンエチル)アミノプロピルトリメ
トキシシラン、r −ウレイドプロピルトリエトキシシ
ラン、γ−メルカプトグロビルトリメトキシシラン、r
−グリシドキシプロビルトリメトキシシラン、β−(3
,4−エポキシシクロヘキシル)エチルトリメトキシシ
ラン、r−クロルプロピルトリメトキシシラン、ビニル
トリメトキシシラン、ビニルトリエトキシシラン、ビニ
ルトリス(2−メトキシエトキシ)シラン、ビニルトリ
アセトキシシラン、γ−メタクリルオキシグロビルトリ
メトキシシラン等であり、特にすぐれた結果を与えるの
はビニル基含有シランカップリング剤である。
(n is an integer of 1 to 3, 2 is an alkoxy group having 1 to 6 carbon atoms, R is an epoxy group, an amino group, an amide group, a mercapto group, or an organic residue having a double bond) γ-aminopropyltriethoxysilane, r-(2-amineethyl)aminopropyltrimethoxysilane, r-ureidopropyltriethoxysilane, γ-mercaptoglobiltrimethoxysilane, r
-glycidoxyprobyltrimethoxysilane, β-(3
, 4-epoxycyclohexyl)ethyltrimethoxysilane, r-chloropropyltrimethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris(2-methoxyethoxy)silane, vinyltriacetoxysilane, γ-methacryloxyglobiltrisilane Methoxysilane and the like, among which a vinyl group-containing silane coupling agent gives particularly good results.

シランツノツブリング剤による無機質充填剤の処理は、
いかなる方法でも、例えば、シランカップリング剤ある
いはその溶液等を無機質充填剤100重量部あたυ、シ
ランカップリング剤約0,1〜20部の割合で無機質充
ケ(剤に加え、両者を十分に混合する方法や、治機顔料
と充填剤および他の必要成分を混合後にシランカップリ
ング剤を混合する方法、あるいは合成樹脂用マスターバ
ッチの製造時にシランカップリング剤を添加する方法等
いかなる方法でもよい。
Treatment of inorganic fillers with silane bubbling agents:
By any method, for example, a silane coupling agent or its solution is added to the inorganic filler at a ratio of about 0.1 to 20 parts of the silane coupling agent per 100 parts by weight of the inorganic filler, and both are sufficiently mixed. Any method can be used, such as mixing the pigment, adding the silane coupling agent after mixing the pigment, filler, and other necessary components, or adding the silane coupling agent during the production of a masterbatch for synthetic resins. good.

本発明の顔料組成物は、上記の必須成分からなるもので
あるが、例えば、各種プラスチックスの着色に使用する
場合には、各種分散剤(例えば、高級脂肪酸の金属石け
ん、ワックス等)を配合したドライカラー、ベヒクルを
含有せしめだ液状カラー、バインダーを含むあるいは含
寸ない粒状カラー、更に各種の担体樹脂(例えば、ポリ
エチレン、pvcその他)と混練したカラーマスターバ
ッチの形状をとることができる。
The pigment composition of the present invention consists of the above-mentioned essential components, but when used for coloring various plastics, various dispersants (for example, higher fatty acid metal soaps, waxes, etc.) may be added. It can take the form of a dry color, a liquid color containing a vehicle, a granular color with or without a binder, and a color masterbatch kneaded with various carrier resins (eg, polyethylene, PVC, etc.).

以上の如き本発明の順相組成物は、あらゆる着色用途に
使用し得るものであるが、特に耐熱性が要求される用途
、例えば、各種プラスチックスの溶融混練着色、特に、
電線被覆用ポリオレフィン樹脂を電線の被覆と同時に着
色するための着色剤として使用すると、有機顔料の熱分
解が殆んど生ぜず、従って高温長時間の連続作業におい
ても、被覆!#衣表面肌荒れの問題が生じない。
The normal phase composition of the present invention as described above can be used for all kinds of coloring purposes, but in particular for applications requiring heat resistance, such as melt-kneading coloring of various plastics, in particular,
When polyolefin resin for electric wire coating is used as a coloring agent to coat and color electric wires at the same time, there is almost no thermal decomposition of the organic pigment, so even during continuous work at high temperatures for long periods of time, the coating can be done! # No problem of rough skin on the clothing surface.

次に、実施例をあけて本発明を具体的に説明する。なお
、文中部またはチとあるのは重1基準である。
Next, the present invention will be specifically explained with reference to Examples. Note that the text in the middle of the sentence or ``chi'' is based on the 1st grade standard.

実施例1 微粉クレー100部を高速攪拌しながら5部のビニルト
リメトキシシランを含む20部のエタノールを加え、5
分間高速混合した後、エタノールを蒸発させ、シランカ
ップリング剤処理充填剤(I)を得だ。
Example 1 20 parts of ethanol containing 5 parts of vinyltrimethoxysilane were added to 100 parts of finely powdered clay while stirring at high speed.
After high-speed mixing for a minute, the ethanol was evaporated to obtain the silane coupling agent-treated filler (I).

実施例2 実施例1と同様にして下記のシランカップリング剤処理
充填剤を得だ。
Example 2 The following silane coupling agent treated filler was obtained in the same manner as in Example 1.

X5jL   ヱ花たプ丑り肚 タルp  100部十ビニルビニルトリエトキシシラン
 10部・・・・・・(IOクレー 100部十ビニル
ビニルトリエトキシシラン 10部・・・・・・If)
アルミラホワイト 100部十ビニルトリIセトキシシ
ラン  5部・旧・・勤ホワイトカーボン 100部十
r−グリシドキシグロビルトリメトキシシラン5絆・・
・・・偵 実施例3 モノアゾ顔刺(赤色) 100部および処理充填剤I2
0部ヲスーパーミキザーで5分間混合し、得られた組成
物120部とポリエチレンワックス120部を三本ロー
ルで加熱混練し、着色剤240部を得た。
If
Almira White 100 parts 10 vinyl tri-I setoxysilane 5 parts old... Kin White Carbon 100 parts 10 r-glycidoxyglobil trimethoxysilane 5 bonds...
...Example 3 Monoazo facial sting (red) 100 parts and treated filler I2
0 parts was mixed in a super mixer for 5 minutes, and 120 parts of the resulting composition and 120 parts of polyethylene wax were heated and kneaded with a triple roll to obtain 240 parts of a colorant.

該着色剤10部と低密度ポリエチレン(M−I=2)1
00部とを2本ロールで加熱混練し、赤色の着色樹脂(
A−1)を得た。
10 parts of the colorant and 1 part of low density polyethylene (M-I=2)
00 parts by heating and kneading with two rolls to obtain a red colored resin (
A-1) was obtained.

実施例4 実施例1および2の充填剤、下記の有機顔料、下に1)
の樹脂を使用し、下表の着色樹脂(八−2〜A−7)を
得た。
Example 4 Fillers from Examples 1 and 2, organic pigments below, 1)
The colored resins (8-2 to A-7) shown in the table below were obtained using the following resins.

充填剤   顔  料     樹   脂 着色樹脂
I   モノアゾレッド     高密度ポリエチレン
 A −2エ   ポリアゾエロー     低密度ポ
リエチレン A−3I   フタロシアニンブルー  
     〃A−3■   キナクリドンバイオレット
      〃A−4■   イノインドリノンエロー
      〃A−5■   フタロシアニングリーン
 低密度ポリエチレン A −6■   ポリアゾレッ
ド                A −7比較例1
〜7 シランカップリング剤処理充填剤を使用しなかったこと
を除いて、実施例3〜4と同様にしてそれぞれ同色の比
較用着色樹脂B−1〜B−7を得た。
Filler Pigment Resin Colored Resin I Monoazo Red High Density Polyethylene A-2E Polyazo Yellow Low Density Polyethylene A-3I Phthalocyanine Blue
〃A-3■ Quinacridone Violet 〃A-4■ Inoindolinone Yellow 〃A-5■ Phthalocyanine Green Low Density Polyethylene A-6■ Polyazo Red A-7 Comparative Example 1
~7 Comparative colored resins B-1 to B-7 of the same color were obtained in the same manner as in Examples 3 to 4, except that the silane coupling agent-treated filler was not used.

実施例5 上記の着色樹脂A−1〜A−7およびB−1〜B−7を
それぞれ使用し、3,5オンス射出成型機にて240〜
300℃、0.10.20.30分の滞留後、成型板を
打ち出し、着色板の変褪色を0分のものと比較し、下記
第1表の結果を得た。
Example 5 Using the above colored resins A-1 to A-7 and B-1 to B-7, respectively, 240 to
After staying at 300° C. for 0.10.20.30 minutes, the molded plate was punched out, and the discoloration of the colored plate was compared with that of the colored plate after 0 minutes, and the results shown in Table 1 below were obtained.

なお、表中の数字のうち、0分のものを標準(5)とし
、5は、標準と比較し変褪色が全く認められない、4は
、殆んど変褪色が認められない、3は、やや変褪色が認
められる、2は、かなυ変褪色が認められる、1は、顔
料の色調が失われ、変褪色が著しい結果を示している。
In addition, among the numbers in the table, the one with 0 minutes is considered the standard (5), 5 means no discoloration or fading is observed compared to the standard, 4 means almost no discoloration is observed, and 3 means no discoloration is observed. , Slight discoloration and discoloration are observed, 2 indicates that slight discoloration and discoloration are observed, and 1 indicates that the color tone of the pigment is lost and the discoloration and discoloration are significant.

実施例6 黄色ポリアゾ顔料(クロモノタールイエロー3G、チバ
ガイギー社)100部、充填剤I20部および低分子量
ポリエチレン100部を三本ロールで加熱混練して組成
物(蜀をつくる。別に銅フタロシアニングリーン100
部に低分子量ポリエチレン100部、および酸化チタン
ioo部に低分子量ポリエチレン50部を加え、一様に
して組成物(Blおよび(C)をつくる。(A) 15
部、(B)8部および(c) 33部に低密度ポリエチ
レン44部を二本ロールで加熱混練し、本発明の緑色用
着色剤を得た。
Example 6 A composition (Shu) is prepared by heating and kneading 100 parts of a yellow polyazo pigment (Chromonotaru Yellow 3G, Ciba Geigy), 20 parts of filler I, and 100 parts of low molecular weight polyethylene using a three-roll roll.
100 parts of low molecular weight polyethylene is added to 10 parts of titanium oxide, and 50 parts of low molecular weight polyethylene is added to 10 parts of titanium oxide to uniformly prepare compositions (Bl and (C). (A) 15
8 parts of (B) and 33 parts of (c) were heated and kneaded with 44 parts of low-density polyethylene using two rolls to obtain a green coloring agent of the present invention.

実施例7 低密度ポリエチレンに代え、高密度ポリエチレンを使用
した他は実施例6と同様にして緑色用着色剤を得た。
Example 7 A green colorant was obtained in the same manner as in Example 6, except that high-density polyethylene was used instead of low-density polyethylene.

実施例8 黄色イソインドリノン顔料(チバガイギー社)100部
、充填剤I[10部および低分子量ポリエチレン1’O
O部よシつくった組成物(D)8部と(C) 40部に
低密度ポリエチレン52部を二本ロールで加熱混練し、
本発明の黄′色用着色剤を得た。
Example 8 100 parts of yellow isoindolinone pigment (Ciba Geigy), 10 parts of filler I and low molecular weight polyethylene 1'O
8 parts of the composition (D) prepared from part O and 40 parts of (C) were heated and kneaded with 52 parts of low-density polyethylene using two rolls.
A yellow coloring agent of the present invention was obtained.

実施例9 黄色ポリアゾ顔料(クロモフタールイエロー6G、チバ
ガイギー社)100部に充jf4. Wl、l m t
 s部、低分子量・ポリエチレン100部よりつくった
組成物(E)5部、弁柄100部と低分子量ポリエチレ
ン50部からつくった組成物(F)11部、(C) 3
2部、低密度ポリエチレン52部を二本ロールで加熱混
練し本発明の茶色用着色側をイ[また。
Example 9 100 parts of yellow polyazo pigment (Chromophthal Yellow 6G, Ciba Geigy) was filled with jf4. Wl, l m t
Part s, 5 parts of a composition (E) made from 100 parts of low molecular weight polyethylene, 11 parts of a composition (F) made from 100 parts of Bengara and 50 parts of low molecular weight polyethylene, (C) 3
2 parts of low-density polyethylene and 52 parts of low-density polyethylene were heated and kneaded with two rolls to obtain the brown colored side of the present invention.

実施例10 赤色キカクドリン顔料(デュポン社)100部、充填剤
む20部および低分子−険ポリエチレン80部よシ組成
物(G)をつくる。(G) 20部に低密度ポリエチレ
ン80部を二本ロールで加熱混練し本発明の赤用着色剤
を得た。
Example 10 A composition (G) is prepared from 100 parts of a red pigment (Dupont), 20 parts of a filler and 80 parts of low molecular weight polyethylene. (G) 20 parts and 80 parts of low-density polyethylene were heated and kneaded with two rolls to obtain a red coloring agent of the present invention.

比較例8〜12 充填剤を使用しなかったことを除いて、他は実Mn例6
〜10と同様にして比較用着色剤5−神を得た。
Comparative Examples 8 to 12 Actual Mn Example 6 except that no filler was used
Comparative colorant 5-1 was obtained in the same manner as in 10.

実Mli例11 実施例6〜10および比較例8〜12の着色剤を14(
布帛)倍の低密度ポリエチレンと混合し電線被覆用の6
51押出機で250℃の樹脂温度で0.51の電線上に
厚さ0,15闘の被覆を連続して24時間行い、被覆型
、線の外観を観1察し、第や表の結果を得た。
Actual Mli Example 11 The colorants of Examples 6 to 10 and Comparative Examples 8 to 12 were mixed with 14 (
Fabric) Mixed with twice as much low-density polyethylene as 6 for covering electric wires.
Using a 51 extruder at a resin temperature of 250°C, a 0.51 mm thick wire was coated with a thickness of 0.15 mm for 24 hours, and the coating type and appearance of the wire were observed, and the results shown in Table 1. Obtained.

第  2  表 実施例12 実施例6の充填剤■に代えて、充填剤Vを使用して実施
例6と同様な着色剤を得、前記実施例11と同様な結果
が得られた。
Table 2 Example 12 A coloring agent similar to that of Example 6 was obtained by using filler V in place of filler (1) of Example 6, and the same results as those of Example 11 were obtained.

Claims (4)

【特許請求の範囲】[Claims] (1)有機顔料、およびシランカップリング剤で処理し
た無機質充填剤からなり、該充填剤が有機顔料100重
月部あたシ約1〜100重量部の割合で存在する耐熱性
良好な顔料組成物。
(1) Pigment composition with good heat resistance, consisting of an organic pigment and an inorganic filler treated with a silane coupling agent, in which the filler is present in a ratio of about 1 to 100 parts by weight per 100 parts of the organic pigment. thing.
(2)無機質充填剤が、At203および/甘だは5i
o2を主成分とする充填剤である特許請求の範囲第(1
)項に記載の組成物。
(2) The inorganic filler is At203 and / Amadaha 5i
Claim No. 1, which is a filler containing O2 as a main component.
).
(3)  シランカップリング剤が、ビニル基含有シラ
ンカップリング剤である特許請求の範囲第(1)項に記
載の組成物。
(3) The composition according to claim (1), wherein the silane coupling agent is a vinyl group-containing silane coupling agent.
(4)更に分散剤および担体樹脂を含有してなる特許請
求の範囲第(1)項に記載の組成物。
(4) The composition according to claim (1), further comprising a dispersant and a carrier resin.
JP15884582A 1982-09-14 1982-09-14 Pigment composition Granted JPS5949268A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP15884582A JPS5949268A (en) 1982-09-14 1982-09-14 Pigment composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP15884582A JPS5949268A (en) 1982-09-14 1982-09-14 Pigment composition

Publications (2)

Publication Number Publication Date
JPS5949268A true JPS5949268A (en) 1984-03-21
JPS6154339B2 JPS6154339B2 (en) 1986-11-21

Family

ID=15680660

Family Applications (1)

Application Number Title Priority Date Filing Date
JP15884582A Granted JPS5949268A (en) 1982-09-14 1982-09-14 Pigment composition

Country Status (1)

Country Link
JP (1) JPS5949268A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62275048A (en) * 1986-05-20 1987-11-30 三井化学株式会社 Acrylic resin concrete composition
JP2004155979A (en) * 2002-11-08 2004-06-03 Toda Kogyo Corp Composite colored particle for inkjet ink, process for producing it, predispersion for inkjet ink and inkjet ink
US10815347B2 (en) * 2016-08-11 2020-10-27 Toray Plastics (America), Inc. Blush-resistant film including pigments

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62275048A (en) * 1986-05-20 1987-11-30 三井化学株式会社 Acrylic resin concrete composition
JP2004155979A (en) * 2002-11-08 2004-06-03 Toda Kogyo Corp Composite colored particle for inkjet ink, process for producing it, predispersion for inkjet ink and inkjet ink
US10815347B2 (en) * 2016-08-11 2020-10-27 Toray Plastics (America), Inc. Blush-resistant film including pigments

Also Published As

Publication number Publication date
JPS6154339B2 (en) 1986-11-21

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