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JPH05215914A - Coloring paste for color resist - Google Patents

Coloring paste for color resist

Info

Publication number
JPH05215914A
JPH05215914A JP2254992A JP2254992A JPH05215914A JP H05215914 A JPH05215914 A JP H05215914A JP 2254992 A JP2254992 A JP 2254992A JP 2254992 A JP2254992 A JP 2254992A JP H05215914 A JPH05215914 A JP H05215914A
Authority
JP
Japan
Prior art keywords
dispersant
polyacetal resin
organic pigment
color filter
dispersibility
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.)
Pending
Application number
JP2254992A
Other languages
Japanese (ja)
Inventor
Munehiro Hatai
宗宏 畠井
Masahiko Tateno
舘野  晶彦
Kazuhiko Nakamura
一彦 中村
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.)
Sekisui Chemical Co Ltd
Original Assignee
Sekisui Chemical 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 Sekisui Chemical Co Ltd filed Critical Sekisui Chemical Co Ltd
Priority to JP2254992A priority Critical patent/JPH05215914A/en
Publication of JPH05215914A publication Critical patent/JPH05215914A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:To prevent danger for handling and environmental pollution, and also, to improve light resistance, heat resistance and light transmittivity and pigment dispersibility by constituting a dispersant of a specific polyacetal resin. CONSTITUTION:The coloring paste is mainly composed of water, a surfactant, an organic pigment and a dispersant, and the dispersant is constituted of a polyacetal resin shown by a formula. In the formula, X1 and X2 denote two groups of the same kind or different kinds in a hydroxyl group, a carboxyl group and an aldehyde group. As for this polyacetal resin, its dispersibility if satisfactory, the organic pigment is dispersed uniformly and satisfactorily in a water solution, and also, the dispersed organic pigment is scarcely sedimented, and its dispersed state is held extending over a long period. Also, since it is a transparent resin, it is excellent in light transmittivity, and also, excellent in light resistance and heat resistance, and it is not discolored even if heated in the air, therefore, it has an action by which a color filter layer whose color purity is high can be formed, and a color filter of a high quality is derived.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明はカラーフィルターを製造
する際に利用されるカラーレジスト用着色ペーストに係
り、特に、取扱い上の危険性と環境汚染を引起こす恐れ
がなく、しかも、耐熱性と耐光性並びに顔料分散性と光
透過性に優れたカラーレジスト用着色ペーストの改良に
関するものである。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a colored paste for a color resist used in the production of a color filter, and in particular, there is no danger of causing a handling risk and environmental pollution, and a heat resistance and a heat resistance. The present invention relates to improvement of a color paste for a color resist, which is excellent in light resistance, pigment dispersibility and light transmittance.

【0002】[0002]

【従来の技術】この種のカラーフィルターは、ガラス等
の透明基板と、この透明基板上の画素部位に設けられそ
の透過光を画素毎に着色する色フィルター層とでその主
要部が構成されており、上記色フィルター層はそれぞれ
の色に対応する色彩の有機顔料が含有されたカラーレジ
ストにより形成されている。そして、このカラーレジス
トは、着色ペーストとこれに混合された感光性化合物と
でその主要部が構成され、上記カラーレジストを透明基
板上に一様に塗布し、かつ、選択的に露光、現像して上
記色フィルター層が形成されているものである。
2. Description of the Related Art A color filter of this type is mainly composed of a transparent substrate such as glass and a color filter layer provided at a pixel portion on the transparent substrate and coloring the transmitted light for each pixel. The color filter layer is formed of a color resist containing an organic pigment having a color corresponding to each color. The main part of the color resist is composed of a colored paste and a photosensitive compound mixed therein, and the color resist is uniformly applied on a transparent substrate, and selectively exposed and developed. The color filter layer is formed.

【0003】ところで、上記カラーレジストに適用され
る着色ペーストとして、例えば、特開昭60−1842
04号公報に記載されているように、有機溶剤と、これ
に分散された有機顔料と、界面活性剤と、特定のポリイ
ミド前駆体より構成され上記顔料を一様に分散させる分
散剤とを主成分とするものが知られている。
By the way, as a color paste applied to the above color resist, for example, Japanese Patent Laid-Open No. 60-1842.
As described in JP-A-04-2004, an organic solvent, an organic pigment dispersed therein, a surfactant, and a dispersant composed of a specific polyimide precursor for uniformly dispersing the pigment are mainly used. What is used as an ingredient is known.

【0004】[0004]

【発明が解決しようとする課題】しかし、この着色ペー
ストは有機溶剤を使用しているため取扱い上の危険性や
廃棄により環境汚染を引起こす弊害を有しており、製造
上並びに管理上多大な労力と費用を要する問題点があっ
た。
However, since this colored paste uses an organic solvent, it has a danger of handling and a harmful effect of causing environmental pollution due to disposal, which is a great problem in terms of production and management. There was a problem that required labor and cost.

【0005】また、ポリイミド系のポリマーは褐色系の
着色を示し、彩度の高い赤、緑、青の発色を必要とする
カラーフィルターに適用された場合に色純度の低下を引
起こすため高品質なカラーフィルターを製造できない問
題点があった。
[0005] Further, the polyimide-based polymer exhibits brownish coloring, and when applied to a color filter that requires highly saturated red, green, and blue colors, it causes a decrease in color purity and thus has a high quality. There was a problem that it was not possible to manufacture various color filters.

【0006】一方、取扱い上の危険性や環境汚染を解消
することを目的として、水溶性樹脂であるポリビニルア
ルコールを上記分散剤に適用した水溶性の着色ペースト
も開発されている。
On the other hand, a water-soluble colored paste in which polyvinyl alcohol, which is a water-soluble resin, is applied to the above dispersant has also been developed for the purpose of eliminating handling hazards and environmental pollution.

【0007】しかしながらポリイミド系のポリマーに較
べてポリビニルアルコール樹脂は分散性に劣り、かつ、
耐熱性も十分でないため製造途上の加熱処理によりその
透過率が減少し、上記ポリイミド系ポリマーが適用され
ている着色ペーストと同様に高品質なカラーフィルター
を製造できない問題点があった。
However, the polyvinyl alcohol resin is inferior in dispersibility to the polyimide-based polymer, and
Since the heat resistance is not sufficient, the transmittance decreases due to the heat treatment during the production, and there is a problem that a high quality color filter cannot be produced like the colored paste to which the above polyimide polymer is applied.

【0008】本発明はこのような問題点に着目してなさ
れたもので、その課題とするところは、取扱い上の危険
性と環境汚染を引起こす恐れがなく、しかも、その耐光
性と耐熱性並びに光透過性と顔料分散性に優れたカラー
レジスト用着色ペーストを提供することにある。
The present invention has been made by paying attention to such a problem, and its problem is that there is no danger of causing a handling risk and environmental pollution, and the light resistance and heat resistance thereof are high. Another object of the present invention is to provide a colored paste for a color resist which is excellent in light transmittance and pigment dispersibility.

【0009】[0009]

【課題を解決するための手段】すなわち、請求項1に係
る発明は、水、界面活性剤、有機顔料、及び、分散剤を
主成分とするカラーレジスト用着色ペーストを前提と
し、上記分散剤が、下記構造式で示されるポリアセター
ル樹脂により構成されていることを特徴とするものであ
る。
That is, the invention according to claim 1 is premised on a colored paste for a color resist containing water, a surfactant, an organic pigment, and a dispersant as a main component. It is characterized by being constituted by a polyacetal resin represented by the following structural formula.

【0010】[0010]

【化3】 (但し、式中X1 及びX2 は、水酸基、カルボキシル
基、アルデヒド基のうち同種又は異種の2つの基を示
す。)このような技術的手段において上記構造式で示さ
れるポリアセタール樹脂はその分散性が良好で有機顔料
を水溶液中に均一かつ良好に分散させるため光学特性に
優れた着色ペーストが得られると共に、分散された有機
顔料が沈降し難く長期に亘りその分散状態が保持される
ためその保存安定性を向上させる作用を有している。
[Chemical 3] (However, in the formula, X 1 and X 2 represent two groups of the same type or different types among a hydroxyl group, a carboxyl group, and an aldehyde group.) In such technical means, the polyacetal resin represented by the above structural formula is dispersed. Since the organic pigment has good properties and is dispersed uniformly and satisfactorily in an aqueous solution to obtain a colored paste having excellent optical properties, the dispersed organic pigment is difficult to settle and its dispersed state is maintained for a long period of time. It has the effect of improving storage stability.

【0011】また、上記ポリアセタール樹脂は無色透明
な樹脂でその光透過性に優れており、かつ、耐光性と耐
熱性にも優れており空気中において230℃で1時間程
度加熱されても変色することがないため色純度の高い色
フィルター層の形成を可能にする作用を有しており、従
って、これ等が作用し合って高品質なカラーフィルター
が求められる利点を有している。
Further, the polyacetal resin is a colorless and transparent resin which is excellent in its light-transmitting property, and is also excellent in light resistance and heat resistance, so that it is discolored even if it is heated in air at 230 ° C. for about 1 hour. Since it does not occur, it has an effect of enabling the formation of a color filter layer having a high color purity, and therefore, these have an advantage that a high quality color filter is required by working together.

【0012】尚、上記構造式で示されるポリアセタール
樹脂については、そのX1 及びX2が共に水酸基で、か
つ、その分子量が400〜600の場合にその水溶性が
向上して分散性が更に良好となる。
Regarding the polyacetal resin represented by the above structural formula, when both X 1 and X 2 are hydroxyl groups and the molecular weight is 400 to 600, the water solubility is improved and the dispersibility is further improved. Becomes

【0013】請求項2に係る発明はこの様な技術的理由
から完成されており、請求項1に係るカラーレジスト用
着色ペーストを前提とし、上記分散剤が、下記構造式で
示されその分子量が400〜600のポリアセタール樹
脂により構成されていることを特徴とするものである。
The invention according to claim 2 has been completed for such a technical reason, and on the premise of the color paste for color resist according to claim 1, the dispersant is represented by the following structural formula and has a molecular weight of It is characterized by being composed of 400 to 600 polyacetal resin.

【0014】[0014]

【化4】 次に、請求項1〜2に係る発明において適用できる有機
顔料については特に制限がなく任意の顔料が利用でき、
例えば、赤色有機顔料としてPigment Red 149(パーマ
ネントレッドBL)、Pigment Red 144 (Cromophtal R
ed typel)等が、また、緑色有機顔料としてPigment Gr
een 7 (フタロシアニングリーン)、青色有機顔料とし
てPigment Blue 15 (銅フタロシアニン)等が挙げられ
る。
[Chemical 4] Next, the organic pigment applicable in the invention according to claims 1 and 2 is not particularly limited, and any pigment can be used,
For example, as red organic pigments, Pigment Red 149 (Permanent Red BL), Pigment Red 144 (Cromophtal R
ed typel), etc., but as a green organic pigment, Pigment Gr
Examples include een 7 (phthalocyanine green) and blue organic pigments such as Pigment Blue 15 (copper phthalocyanine).

【0015】また、上記界面活性剤としてアニオン系界
面活性剤又は非イオン系界面活性剤が使用でき、アニオ
ン系界面活性剤としては、ポリカルボン酸型アニオン系
界面活性剤やスルホサクシネート型アニオン系界面活性
剤が使用できる他、下記構造式で示されるジアルキルス
ルホ琥珀酸エステルナトリウム塩等が使用できる。
Further, an anionic surface active agent or a nonionic surface active agent may be used as the surface active agent, and the anionic surface active agent may be a polycarboxylic acid type anionic surface active agent or a sulfosuccinate type anionic surface active agent. In addition to the surfactant, dialkylsulfosuccinic acid ester sodium salt represented by the following structural formula can be used.

【0016】[0016]

【化5】 (但し、式中Rはアルキル基を示す。)一方、非イオン
系界面活性剤としては下記構造式で示されるポリオキシ
エチレンポリオキシプロピレングリコールエーテルや、
[Chemical 5] (However, in the formula, R represents an alkyl group.) On the other hand, as the nonionic surfactant, polyoxyethylene polyoxypropylene glycol ether represented by the following structural formula,

【化6】 下記構造式で示される脂肪酸ポリエチレングリコールエ
ステルに加えて、
[Chemical 6] In addition to the fatty acid polyethylene glycol ester represented by the following structural formula,

【化7】 ポリオキシエチレンオレイルエーテル等が挙げられる。[Chemical 7] Examples thereof include polyoxyethylene oleyl ether.

【0017】そして、請求項1〜2に係るカラーレジス
ト用着色ペーストは、上記ポリアセタール樹脂より構成
される分散剤と界面活性剤並びに水とを室温で攪拌しな
がらこの中へ有機顔料を徐々に加え、充分混ざったとこ
ろでガラスビーズを加えサンドミルによって混練・分散
させることにより求めるものである。
The color paste for a color resist according to any one of claims 1 to 2 is gradually added with an organic pigment while stirring a dispersant composed of the polyacetal resin, a surfactant and water at room temperature. When sufficiently mixed, glass beads are added, and the mixture is kneaded and dispersed by a sand mill to obtain the value.

【0018】また、この着色ペーストを適用するに当た
っては、このペースト中に感光性化合物を混合してカラ
ーフィルター作成用のカラーレジストを求め、周知のフ
ォトリソグラフィー処理に従って透明基板上に色フィル
ター層を形成して所望のカラーフィルターを製造するも
のである。
In applying the colored paste, a photosensitive compound is mixed in the paste to obtain a color resist for producing a color filter, and a color filter layer is formed on a transparent substrate according to a well-known photolithography process. To produce a desired color filter.

【0019】[0019]

【作用】請求項1に係る発明によれば、分散媒に水溶液
を適用し従来のように有機溶剤を使用していないためそ
の取扱いの危険性が低減すると共に環境汚染を防止する
ことが可能となる。
According to the first aspect of the present invention, since the aqueous solution is applied to the dispersion medium and the organic solvent is not used as in the conventional case, the risk of handling it can be reduced and the environmental pollution can be prevented. Become.

【0020】また、有機顔料を分散させる分散剤が、耐
熱性と耐光性並びに分散性と光透過性に優れた下記構造
式で示されるポリアセタール樹脂により構成されている
ため、透明で色純度の高い色フィルター層を形成できる
と共にその分散性が改善されて保存安定性の向上が図れ
る。
Further, since the dispersant for dispersing the organic pigment is composed of a polyacetal resin represented by the following structural formula, which is excellent in heat resistance and light resistance, as well as in dispersibility and light transmittance, it is transparent and has high color purity. A color filter layer can be formed and its dispersibility is improved to improve storage stability.

【0021】[0021]

【化8】 (但し、式中X1 及びX2 は、水酸基、カルボキシル
基、アルデヒド基のうち同種又は異種の2つの基を示
す。)一方、請求項2に係る発明によれば、分散剤が、
下記構造式で示された分子量400〜600のポリアセ
タール樹脂により構成されその分散性が更に改善される
ため、その保存安定性をより向上させることが可能とな
る。
[Chemical 8] (However, in the formula, X 1 and X 2 represent two groups of the same type or different types among a hydroxyl group, a carboxyl group, and an aldehyde group.) On the other hand, according to the invention of claim 2, the dispersant comprises:
Since the polyacetal resin having a molecular weight of 400 to 600 represented by the following structural formula is used and the dispersibility thereof is further improved, the storage stability thereof can be further improved.

【0022】[0022]

【化9】 [Chemical 9]

【0023】[0023]

【実施例】以下、本発明の実施例について詳細に説明す
る。
EXAMPLES Examples of the present invention will be described in detail below.

【0024】下記構造式で示されその分子量が約500
であるポリアセタール樹脂の10%水溶液100重量部
中に、水90重量部と、界面活性剤であるポリオキシエ
チレンポリオキシプロピレングリコールエーテル0.2
重量部を加え、攪拌機にてよく攪拌しながらこの中にク
ロモフタルレッド(チバガイギー社製赤色顔料)を10
重量部を加えて混合した。
It has a molecular weight of about 500 and is represented by the following structural formula.
In 100 parts by weight of a 10% aqueous solution of polyacetal resin, 90 parts by weight of water and 0.2% of polyoxyethylene polyoxypropylene glycol ether as a surfactant are added.
Add 10 parts by weight of chromophthal red (a red pigment manufactured by Ciba Geigy) while stirring well with a stirrer.
Parts by weight were added and mixed.

【0025】[0025]

【化10】 そして、十分混合されたところでこの中にガラスビーズ
を250重量部加え、サンドミルで2時間混練・分散さ
せて着色ペーストを求めた。
[Chemical 10] Then, when sufficiently mixed, 250 parts by weight of glass beads were added thereto, and the mixture was kneaded and dispersed in a sand mill for 2 hours to obtain a colored paste.

【0026】この様にして求められたカラーレジスト用
着色ペーストを遠心沈降法による粒度分布計によって測
定したところ、重量平均粒径が0.075μmでありそ
の分散性が良好であることが確認された。
The colored paste for color resist thus obtained was measured by a particle size distribution meter by a centrifugal sedimentation method, and it was confirmed that the weight average particle diameter was 0.075 μm and the dispersibility thereof was good. .

【0027】次に、この着色ペーストを透明なガラス基
板上に塗布した後、オーブンにより230℃、1時間加
熱した。そして、加熱前後の基板の光透過率を分光光度
計で測定したところ、波長700nmの赤色光の光透過
率は加熱の前後に亘ってほぼ70%と高く、加熱による
光透過率の変化はわずか2%以下に過ぎなかった。
Next, this colored paste was applied on a transparent glass substrate and then heated in an oven at 230 ° C. for 1 hour. When the light transmittance of the substrate before and after heating was measured with a spectrophotometer, the light transmittance of red light with a wavelength of 700 nm was high at about 70% before and after heating, and the change in light transmittance due to heating was small. It was less than 2%.

【0028】このため、この着色ペーストを適用して透
明で色純度が高い色フィルター層の形成が可能であるこ
とが確認できた。
Therefore, it was confirmed that it is possible to form a transparent and high color purity color filter layer by applying this coloring paste.

【0029】[比較例]分散剤として上記ポリアセター
ル樹脂に代えてケン化度99モル%のポリビニルアルコ
ールを使用した外は実施例と同様に着色ペーストを求め
た。
[Comparative Example] A colored paste was obtained in the same manner as in the Example except that polyvinyl alcohol having a saponification degree of 99 mol% was used as the dispersant instead of the polyacetal resin.

【0030】この着色ペーストの重量平均粒径は0.1
2μmであり実施例に較べてその分散性が劣っていた。
The weight average particle diameter of this coloring paste is 0.1.
It was 2 μm, and its dispersibility was inferior to that of the example.

【0031】また、230℃、1時間加熱した後の波長
700nmの赤色光の光透過率は加熱前に較べて8%も
低下してしまいその耐熱性も劣っていた。
Further, the light transmittance of red light having a wavelength of 700 nm after heating at 230 ° C. for 1 hour was lowered by 8% as compared with that before heating, and its heat resistance was also inferior.

【0032】[0032]

【発明の効果】請求項1に係る発明によれば、分散媒に
水溶液を適用し従来のように有機溶剤を使用していない
ためその取扱いの危険性が低減すると共に環境汚染を防
止できる効果を有している。
According to the invention of claim 1, since the aqueous solution is applied to the dispersion medium and the organic solvent is not used as in the conventional case, the danger of handling the same is reduced and the environmental pollution can be prevented. Have

【0033】また、有機顔料を分散させる分散剤が、耐
熱性と耐光性並びに分散性と光透過性に優れたポリアセ
タール樹脂により構成されているため、透明で色純度の
高い色フィルター層を形成できると共にその分散性が改
善されて保存安定性の向上が図れる。
Further, since the dispersant for dispersing the organic pigment is composed of a polyacetal resin having excellent heat resistance and light resistance, as well as dispersibility and light transmission, it is possible to form a transparent color filter layer having high color purity. At the same time, its dispersibility is improved and storage stability can be improved.

【0034】従って、高品質なカラーフィルターを確実
に製造できる効果を有している。
Therefore, there is an effect that a high quality color filter can be reliably manufactured.

【0035】一方、請求項2に係る発明によれば、着色
ペーストの分散性が更に改善されるためその保存安定性
をより向上できると共により高品質なカラーフィルター
が製造できる効果を有している。
On the other hand, according to the second aspect of the present invention, the dispersibility of the colored paste is further improved, so that the storage stability thereof can be further improved and a higher quality color filter can be manufactured. .

─────────────────────────────────────────────────────
─────────────────────────────────────────────────── ───

【手続補正書】[Procedure amendment]

【提出日】平成4年10月14日[Submission date] October 14, 1992

【手続補正1】[Procedure Amendment 1]

【補正対象書類名】明細書[Document name to be amended] Statement

【補正対象項目名】0012[Correction target item name] 0012

【補正方法】変更[Correction method] Change

【補正内容】[Correction content]

【0012】尚、上記構造式で示されるポリアセタール
樹脂については、そのX1 及びX2が共に水酸基で、重
合度nが2000以下が好ましく、特にその分子量が約
400〜600の場合に、その水溶性が向上して分散性
が更に良好となる。
Regarding the polyacetal resin represented by the above structural formula, it is preferable that both X 1 and X 2 are hydroxyl groups and the degree of polymerization n is 2000 or less, especially when the molecular weight thereof is about 400 to 600. The property is improved and the dispersibility is further improved.

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】水、界面活性剤、有機顔料、及び、分散剤
を主成分とするカラーレジスト用着色ペーストにおい
て、 上記分散剤が、下記構造式で示されるポリアセタール樹
脂により構成されていることを特徴とするカラーレジス
ト用着色ペースト。 【化1】 (但し、式中X1 及びX2 は、水酸基、カルボキシル
基、アルデヒド基のうち同種又は異種の2つの基を示
す。)
1. A colored paste for a color resist containing water, a surfactant, an organic pigment, and a dispersant as main components, wherein the dispersant is composed of a polyacetal resin represented by the following structural formula. Characteristic colored paste for color resist. [Chemical 1] (However, in the formula, X 1 and X 2 represent two groups which are the same or different from each other among a hydroxyl group, a carboxyl group and an aldehyde group.)
【請求項2】上記分散剤が、下記構造式で示されその分
子量が400〜600のポリアセタール樹脂により構成
されていることを特徴とする請求項1記載のカラーレジ
スト用着色ペースト。 【化2】
2. The colored paste for a color resist according to claim 1, wherein the dispersant is composed of a polyacetal resin having the following structural formula and having a molecular weight of 400 to 600. [Chemical 2]
JP2254992A 1992-02-07 1992-02-07 Coloring paste for color resist Pending JPH05215914A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2254992A JPH05215914A (en) 1992-02-07 1992-02-07 Coloring paste for color resist

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2254992A JPH05215914A (en) 1992-02-07 1992-02-07 Coloring paste for color resist

Publications (1)

Publication Number Publication Date
JPH05215914A true JPH05215914A (en) 1993-08-27

Family

ID=12085923

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2254992A Pending JPH05215914A (en) 1992-02-07 1992-02-07 Coloring paste for color resist

Country Status (1)

Country Link
JP (1) JPH05215914A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19803227A1 (en) * 1998-01-27 1999-07-29 Ticona Gmbh Polyoxymethylene copolymer-based dye preparation for molding, gives good workability and low formaldehyde emission

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19803227A1 (en) * 1998-01-27 1999-07-29 Ticona Gmbh Polyoxymethylene copolymer-based dye preparation for molding, gives good workability and low formaldehyde emission
DE19803227B4 (en) * 1998-01-27 2007-06-21 Ticona Gmbh Colorant preparation for coloring polyoxymethylene molding compositions

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