JPS62280807A - Color filter - Google Patents

Color filter

Info

Publication number
JPS62280807A
JPS62280807A JP61126581A JP12658186A JPS62280807A JP S62280807 A JPS62280807 A JP S62280807A JP 61126581 A JP61126581 A JP 61126581A JP 12658186 A JP12658186 A JP 12658186A JP S62280807 A JPS62280807 A JP S62280807A
Authority
JP
Japan
Prior art keywords
dye
dyes
deriv
color filter
quinacridone
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
JP61126581A
Other languages
Japanese (ja)
Inventor
Toshihiko Ueno
上野 敏彦
Toshiro Motomura
敏郎 本村
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.)
NEC Corp
Original Assignee
NEC Corp
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 NEC Corp filed Critical NEC Corp
Priority to JP61126581A priority Critical patent/JPS62280807A/en
Publication of JPS62280807A publication Critical patent/JPS62280807A/en
Pending legal-status Critical Current

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  • Optical Filters (AREA)

Abstract

PURPOSE:To obtain a dye having excellent resistance to heat, solvents and light by incorporating respectively specific quinacridone deriv. and isoindolinone deriv. into the dye. CONSTITUTION:This dye has simultaneously the dye layers formed the quinacridone deriv. expressed by the formula I and the isoindolinone deriv. expressed by the formula II on a substrate. The dye of the quinacridone deriv. expressed by the formula I and the dye of the isoindolinone deriv. expressed by the formula II have the properties that the dyes are not decomposed by heating and are easily sublimated upon increasing of the temp. to the prescribed degree or above. These dyes are suitable for vacuum deposition; further, the films of these dyes have the good adhesiveness, to inorg. matter. The color filter formed by using such dyes have the excellent resistance to heat, solvents and light and since the color filter is formable by vapor deposition, the filter is inexpensive.

Description

【発明の詳細な説明】 (産業上の利用分計) 本発明は、色分解用カラーフィルターに関するものであ
る。
DETAILED DESCRIPTION OF THE INVENTION (Industrial Application) The present invention relates to a color filter for color separation.

(従来の技術と間開点) 従来、色分解用のカラーフィルターとしては、染料ある
いは顔料の吸収を利用した色素フィルターがよく知られ
ている。
(Prior art and gaps) Conventionally, as color filters for color separation, dye filters that utilize absorption of dyes or pigments are well known.

この色素フィルターは、種々の方法で作製されている。This dye filter has been made by various methods.

例えば、基板上にポリビニルアルコールあるいはゼラチ
ンなどの合成および天然高分子物質から成る所定パター
ンの被着色層を設け、その被着色層を所望の色素で染色
する染色法、また、熱分解しにくい色素を基板上に真空
蒸着することによってフィルターを形成する蒸着法など
の方法で作られる。
For example, there are dyeing methods in which a colored layer with a predetermined pattern made of a synthetic or natural polymer material such as polyvinyl alcohol or gelatin is provided on a substrate, and the colored layer is dyed with a desired dye. It is made by a method such as vapor deposition, which forms a filter by vacuum deposition on a substrate.

このうち、染色法で作ったものは、使用可能な色素の数
が豊富であるため、所望の分光特性をもつフィルターが
容易に入手できるが、複数色を形成する際、各色の染色
工程毎にフォトレジストによる防染膜の作成および剥離
工程を必要とするため、コストの面からは好ましくない
(値段が高い)。
Among these, filters made by dyeing methods have a large number of dyes that can be used, so it is easy to obtain filters with desired spectral characteristics, but when forming multiple colors, it is necessary to This method is unfavorable from a cost standpoint (it is expensive) because it requires the creation and peeling process of a photoresist resist film.

一方、蒸着法で作ったものは、色素そのものが着色層と
なるため、フィルターの膜厚を薄膜化でき、かつ色素そ
のものの耐熱性も染色法で利用できる色素に比べて優れ
ているなどの利点を有している。しかしながら、型理可
能な色素に制限があり、所望の分光特性を得るのが困難
であるほか、蒸着できても例えばフォトリソグラフ工程
によるパターンニングの際の溶剤処理によって、蒸着膜
が溶解したりする欠点があった。さらに、従来の色素フ
ィルターに使用されている色素は耐光性が乏しいことも
欠点であった。
On the other hand, products made using the vapor deposition method have the advantage of being able to reduce the thickness of the filter film because the dye itself becomes the colored layer, and the heat resistance of the dye itself is superior to dyes that can be used using the dyeing method. have. However, there are limitations on the dyes that can be molded, making it difficult to obtain desired spectral characteristics.Even if vapor deposition is possible, for example, the vapor-deposited film may be dissolved by solvent treatment during patterning in the photolithography process. There were drawbacks. Another drawback is that the dyes used in conventional dye filters have poor light resistance.

(間層点を解決するための具体的手段)本発明は、上記
欠点を除去し、耐熱性、耐溶剤性および耐光性に優れた
色素で形成した、しかも良好な分光特性をもつカラーフ
ィルターとするため、下記構造式(A)で示されるキナ
クリドン系誘導体と下記構造式(B)で示されるイソイ
ソトリノン系誘導体色素を基板上に形成した色素層を同
時に有する構成とした。
(Specific means for solving interlayer points) The present invention eliminates the above-mentioned drawbacks and provides a color filter that is made of a dye that has excellent heat resistance, solvent resistance, and light resistance, and also has good spectral characteristics. Therefore, a structure was adopted in which a dye layer in which a quinacridone derivative represented by the following structural formula (A) and an isoisotrinon derivative dye represented by the following structural formula (B) were formed on a substrate was provided at the same time.

ここでR1は、H,CH3、CIのいずれかである。Here, R1 is H, CH3, or CI.

構造式(B) 本カラーフィルターは1色で1枚のカラーフィルターと
して利用してもよいし、あるいは数種類の色の微小なカ
ラーフィルターを絵素としてこれらを基板上に2次元的
に周期配列したアレイを構成した空間分割型色分割用カ
ラーフィルターとして利用できる。この場合、各色調の
いずれかに本発明の色素を用いることになる。例えば、
液晶ディスプレイでは各絵画素に対応する微細な赤(R
)、緑(G)、青(B)3原色フィルターをモザイク状
、もしくはストライブ状に形成したカラーフィルターと
液晶素子を組合せ、各絵画素に対応する液晶素子部を各
独立に制御できるようにし各絵画素を適時選択制御する
ことで、フルカラー表示、もしくはマルチカラー表示す
ることができる。
Structural formula (B) This color filter may be used as a single color filter with one color, or it may be used as a two-dimensional periodic array of minute color filters of several colors as picture elements on a substrate. It can be used as a space-division type color-separating color filter configured in an array. In this case, the dye of the present invention will be used for each color tone. for example,
On a liquid crystal display, a minute red color (R) corresponding to each picture element is displayed.
), green (G), and blue (B) three primary color filters formed in a mosaic or stripe pattern and a liquid crystal element, the liquid crystal element corresponding to each picture element can be controlled independently. By controlling the selection of each picture element in a timely manner, full color or multicolor display can be achieved.

本発明のカラーフィルターは上記のようなディスプレイ
用として利用できる。
The color filter of the present invention can be used for the above-mentioned displays.

また、CODのような固体撮像デバイスの色分解フィル
ターとしても利用できる。
It can also be used as a color separation filter for solid-state imaging devices such as COD.

また、本発明のカラーフィルターは前述の構造式A、B
の各色素から成る層を積層した構造、あるいは2つの色
素を同時に蒸着して、色素が混合して形成された色素層
とした構造のどちらでもよい(効果は同じである)。
Moreover, the color filter of the present invention has the above-mentioned structural formulas A and B.
It may be either a structure in which layers made of each dye are laminated, or a structure in which two dyes are deposited simultaneously to form a dye layer formed by mixing the dyes (the effect is the same).

(作用) 上記構造式(A)で示されるキナクリドン系誘導体の色
素及び上記構造式(B)で示されるイソイソトリノン系
誘導体の色素は、加熱しても分解せず、所定の温度以上
になると容易に昇華する性質を有しており真空蒸着によ
って色素層を形成するには非常に適している。さらに、
上記色素の膜は、非常に稠密な膜であり、例えばガラス
基板のような無機物との密着性も良好である。
(Function) The quinacridone derivative dye represented by the above structural formula (A) and the isoisotrione derivative dye shown by the above structural formula (B) do not decompose even when heated, and when the temperature exceeds a predetermined temperature, It has the property of easily sublimating and is very suitable for forming a dye layer by vacuum deposition. moreover,
The dye film is a very dense film and has good adhesion to an inorganic material such as a glass substrate.

また、色素層は、アルコール類、ケトン類、エステル類
等の有機溶剤に対して、はとんど溶解せず、非常に優れ
た耐溶剤性を有している。このため、本発明のカラーフ
ィルターは耐熱性、耐溶剤性、耐光性に優れ、かつ、蒸
着で形成できるので安価である。
Further, the dye layer hardly dissolves in organic solvents such as alcohols, ketones, and esters, and has very excellent solvent resistance. Therefore, the color filter of the present invention has excellent heat resistance, solvent resistance, and light resistance, and is inexpensive because it can be formed by vapor deposition.

以下、本発明を実施例に基づいて説明する。Hereinafter, the present invention will be explained based on examples.

(実施例1) 所定のモザイクパターンをもつメタルマスクを付着させ
た透明基板および前記構造式(A)においてR1がHで
ある色素を入れたモリブデン製ボード(1)及び前記構
造式(B)においてR2が+である色素を入れたモリブ
デン製ボード(2)を真空蒸着機内に設置し、真空度1
0−6〜1O−7Torrまで真空排気した。
(Example 1) A transparent substrate to which a metal mask with a predetermined mosaic pattern was attached, a molybdenum board (1) containing a dye in which R1 is H in the above structural formula (A), and a molybdenum board (1) containing a dye in which R1 is H in the above structural formula (B). A molybdenum board (2) containing a dye whose R2 is + is installed in a vacuum evaporator, and the degree of vacuum is 1.
It was evacuated to 0-6 to 1 O-7 Torr.

ボード(1)を450〜480°Cに加熱し、透明基板
上に約4000〜5000人の婁さに蒸着した。引き続
きボード(2)を300〜350’Cに加熱し、透明基
板上に約5000〜6000Aの厚さに蒸着した。前記
メタルマスクのモザイクパターンに対応したパターン化
された前記構造式(A)及び(B)が順次積層された色
素層が形成された。この2層積層された色素層は良好な
赤色の分光特性を示した。
The board (1) was heated to 450-480°C and deposited on a transparent substrate to a thickness of about 4000-5000. Subsequently, the board (2) was heated to 300-350'C and deposited on a transparent substrate to a thickness of about 5000-6000A. A dye layer was formed in which the structural formulas (A) and (B) patterned in accordance with the mosaic pattern of the metal mask were sequentially laminated. This two-layer laminated dye layer exhibited good red spectral characteristics.

カラーフィルターのパターン化の方法としては、上記メ
タルマスクを使用して行なう以外に、リフトオフ法等通
常のフォトリソグラフィー技術を使用してもよい。
As a method for patterning the color filter, in addition to using the metal mask described above, a normal photolithography technique such as a lift-off method may be used.

(実施例2) 前記構造式(A)においてR1がCH3、及びCIであ
る2種類のキナクリドン系誘導体の色素を用いた以外は
実施例1と同様の構成及び方法で色素層を蒸着形成した
。これらの2種類の色素層を良好な赤色の分光特性を示
した。
(Example 2) A dye layer was formed by vapor deposition using the same configuration and method as in Example 1, except that two types of quinacridone derivative dyes in which R1 in the structural formula (A) was CH3 and CI were used. These two types of dye layers exhibited good red spectral characteristics.

また、比較として前記構造式(A)に示されるキナクリ
ドン系誘導体と同様なマゼンタ色を有する代表的な色素
であるアゾ系色素(商品名; Symuler Red
3042S、大日本インキ(株)製)を前記構造式(A
)で示されるキナクリドン系誘導体の変わりに用いて同
様の方法で蒸着を試みた結果、蒸着膜は得られたが、良
好な分光特性は得られなかった。
In addition, for comparison, an azo dye (trade name: Symuler Red), which is a typical dye having a magenta color similar to that of the quinacridone derivative shown in the structural formula (A), was used.
3042S, manufactured by Dainippon Ink Co., Ltd.) with the above structural formula (A
) was used in place of the quinacridone derivative shown in ), and a vapor deposition film was obtained using the same method, but good spectral characteristics were not obtained.

ンドリノン系誘導体の色素を用いた以外は実施例1と同
様の構成及び方法で色素層を蒸着形成した。
A dye layer was formed by vapor deposition using the same configuration and method as in Example 1 except that an indolinone derivative dye was used.

これらの色素層も良好な赤色の分光特性を示した。These dye layers also showed good red spectral properties.

又、比較として前記構造式(B)で示されるイソイソト
リノン系誘導体と同様なイエロー色を有する代表的色素
であるアゾ系色素(商品名; Symuler Fas
tYellow 4119大日本インキ(株)製)を前
記構造式(B)で示されるイソイソトリノン系誘導体の
変わりに用いて同様の方法で蒸着を試みた結果、蒸着膜
は得られたが、良好な分光特性は得られなかった。
In addition, for comparison, an azo dye (trade name: Symuler Fas), which is a typical dye having a yellow color similar to that of the isoisotrinon derivative represented by the structural formula (B), was used.
tYellow 4119 (manufactured by Dainippon Ink Co., Ltd.) was used in place of the isoisotrinon derivative represented by the structural formula (B) in the same manner, and a deposited film was obtained, but a good result was obtained. No spectral characteristics were obtained.

本発明の効果を明確化するために、耐熱性試験およびキ
セノンランプによる加速耐光性試験(キセノンランプ照
度、1.OX 106Lux、 5cmの距離で照射)
を行なった。サンプルとしては、上記実施例1〜3で作
成したキナクリドン系誘導体とイソイソトリノン系誘導
体からなるもの、実施例2で比較のために作成したアゾ
系誘導体とイソイソトリノン系誘導体からなるもの、実
施例3で作成したキナクリドン系誘導体とアゾ系誘導体
なる各カラーフィルターを用いた。まず、耐熱性試験の
結果、キナクリドン系とイソイソトリノン系の色素で形
成したカラーフィルターは、いずれも250°C〜30
0°Cの耐熱温度があった。一方、アゾ系色素を含むカ
ラーフィルターは170°Cぐらいから変色が生じ、各
フィルターの成分のうち、アゾ系色素が劣化変色したこ
とが判明した。
In order to clarify the effects of the present invention, a heat resistance test and an accelerated light resistance test using a xenon lamp (xenon lamp illuminance, 1.OX 106Lux, irradiated at a distance of 5cm) were carried out.
I did it. Samples include those made of quinacridone derivatives and isoisotrione derivatives prepared in Examples 1 to 3 above, those made of azo derivatives and isoisotrione derivatives prepared for comparison in Example 2, and those made of the azo derivatives and isoisotrione derivatives prepared in Example 2 for comparison. Color filters made of quinacridone derivatives and azo derivatives prepared in Example 3 were used. First, as a result of a heat resistance test, color filters made from quinacridone and isoisotrinon dyes were tested at temperatures between 250°C and 30°C.
It had a heat resistance temperature of 0°C. On the other hand, color filters containing azo dyes began to discolor at about 170°C, indicating that among the components of each filter, the azo dyes deteriorated and discolored.

次に、耐光性試験の結果、キナクリドン系とイソイソト
リノン系の色素で形成したカラーフィルターは、いずれ
も60時間以上経過しても劣化は認められなかった。そ
れに対して、アゾ系色素を含むカラーフィルターは、は
ぼ10時間で変色現象が起り、それらの色相変化から、
アゾ系色素成分が劣化したことが判明した。即ち、アゾ
系とイソイソトリノン系から成るフィルターは初期の赤
から黄色に変色し、キナクリドン系とアゾ系から成るフ
ィルターは初期の赤からマゼンタ色に変色した。
Next, as a result of a light resistance test, no deterioration was observed in any of the color filters formed from quinacridone-based and isoisotrinon-based dyes even after 60 hours or more. On the other hand, color filters containing azo dyes undergo a discoloration phenomenon in about 10 hours, and due to these hue changes,
It was found that the azo pigment component had deteriorated. That is, the filter consisting of an azo type and an isoisotrinon type changed its color from an initial red to yellow, and the filter consisting of a quinacridone type and an azo type changed its color from an initial red to a magenta color.

(発明の効果)(Effect of the invention)

Claims (1)

【特許請求の範囲】[Claims] (1)少なくとも2種以上の色素を用いて形成した1層
又は複数層の色素層を有するカラーフィルターにおいて
、前記色素として下記構造式(A)で示されるキナクリ
ドン系誘導体と下記構造式(B)で示されるイソイソト
リノン系誘導体を含んでいることを特徴とするカラーフ
ィルター。 構造式(A) ▲数式、化学式、表等があります▼ ここでR_1は、H、CH_3、Clのいずれかである
。 構造式(B) ▲数式、化学式、表等があります▼ ここでR_2は▲数式、化学式、表等があります▼又は
▲数式、化学式、表等があります▼である。
(1) In a color filter having one or more dye layers formed using at least two or more types of dyes, a quinacridone derivative represented by the following structural formula (A) as the dye and the following structural formula (B) A color filter characterized by containing an isoisotrinon derivative represented by: Structural formula (A) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ Here, R_1 is either H, CH_3, or Cl. Structural formula (B) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ Here, R_2 is ▲There are mathematical formulas, chemical formulas, tables, etc.▼ or ▲There are mathematical formulas, chemical formulas, tables, etc.▼.
JP61126581A 1986-05-30 1986-05-30 Color filter Pending JPS62280807A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP61126581A JPS62280807A (en) 1986-05-30 1986-05-30 Color filter

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP61126581A JPS62280807A (en) 1986-05-30 1986-05-30 Color filter

Publications (1)

Publication Number Publication Date
JPS62280807A true JPS62280807A (en) 1987-12-05

Family

ID=14938713

Family Applications (1)

Application Number Title Priority Date Filing Date
JP61126581A Pending JPS62280807A (en) 1986-05-30 1986-05-30 Color filter

Country Status (1)

Country Link
JP (1) JPS62280807A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0656404A2 (en) * 1993-12-01 1995-06-07 Ciba-Geigy Ag Compositions based on 2,9-dichloroquinacridone pigments
US5747199A (en) * 1997-01-24 1998-05-05 Eastman Kodak Company Method of making color filter arrays by transferring two or more colorants simultaneously
EP0893737A2 (en) * 1997-07-24 1999-01-27 JSR Corporation Radiation sensitive composition

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59127862A (en) * 1983-01-12 1984-07-23 Canon Inc Manufacture of color solid-state image pickup element
JPS6042704A (en) * 1983-08-17 1985-03-07 Canon Inc Color filter
JPS6042708A (en) * 1983-08-18 1985-03-07 Canon Inc Preparation of colored pattern
JPS6042705A (en) * 1983-08-17 1985-03-07 Canon Inc Color filter
JPS6042706A (en) * 1983-08-18 1985-03-07 Canon Inc Color filter
JPS6042707A (en) * 1983-08-18 1985-03-07 Canon Inc Color filter

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59127862A (en) * 1983-01-12 1984-07-23 Canon Inc Manufacture of color solid-state image pickup element
JPS6042704A (en) * 1983-08-17 1985-03-07 Canon Inc Color filter
JPS6042705A (en) * 1983-08-17 1985-03-07 Canon Inc Color filter
JPS6042708A (en) * 1983-08-18 1985-03-07 Canon Inc Preparation of colored pattern
JPS6042706A (en) * 1983-08-18 1985-03-07 Canon Inc Color filter
JPS6042707A (en) * 1983-08-18 1985-03-07 Canon Inc Color filter

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0656404A2 (en) * 1993-12-01 1995-06-07 Ciba-Geigy Ag Compositions based on 2,9-dichloroquinacridone pigments
EP0656404A3 (en) * 1993-12-01 1995-06-28 Ciba Geigy Ag Compositions based on 2,9-dichloroquinacridone pigments.
US5747199A (en) * 1997-01-24 1998-05-05 Eastman Kodak Company Method of making color filter arrays by transferring two or more colorants simultaneously
EP0893737A2 (en) * 1997-07-24 1999-01-27 JSR Corporation Radiation sensitive composition
EP0893737A3 (en) * 1997-07-24 1999-11-24 JSR Corporation Radiation sensitive composition
EP1033626A1 (en) * 1997-07-24 2000-09-06 JSR Corporation Radiation sensitive composition

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