TWI325879B - Red-colored composition for color filters, color filter, and liquid crystal display device - Google Patents

Red-colored composition for color filters, color filter, and liquid crystal display device Download PDF

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Publication number
TWI325879B
TWI325879B TW95140917A TW95140917A TWI325879B TW I325879 B TWI325879 B TW I325879B TW 95140917 A TW95140917 A TW 95140917A TW 95140917 A TW95140917 A TW 95140917A TW I325879 B TWI325879 B TW I325879B
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TW
Taiwan
Prior art keywords
red
pigment
color filter
parts
weight
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TW95140917A
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Chinese (zh)
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TW200728411A (en
Inventor
Masayuki Yamamoto
Yusuke Iida
Akira Hirano
Satoshi Ohkuma
Koichi Minato
Takeshi Itoi
Original Assignee
Toyo Ink Mfg Co
Toppan Printing Co Ltd
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Publication of TW200728411A publication Critical patent/TW200728411A/en
Application granted granted Critical
Publication of TWI325879B publication Critical patent/TWI325879B/en

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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0034Mixtures of two or more pigments or dyes of the same type
    • C09B67/0038Mixtures of anthraquinones
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0034Mixtures of two or more pigments or dyes of the same type
    • C09B67/0039Mixtures of diketopyrrolopyrroles
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0041Blends of pigments; Mixtured crystals; Solid solutions mixtures containing one azo dye
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/0005Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007Filters, e.g. additive colour filters; Components for display devices

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optical Filters (AREA)
  • Liquid Crystal (AREA)

Description

九、發明說明: 【發明所屬之技術領域】 本發明係有關一種形成構成液晶顯示裝置及固體攝影 元件所使用的彩色濾光片的濾光片部分時使用的彩色濾光 片用紅色著色組成物,使用該彩色濾光片用紅色著色組成 物所得的彩色濾光片,以及具備該物之液晶顯示裝置。 【先前技術】 近年來,有關評估液晶顯示裝置的稱爲薄型之省空間 性或輕量性、及省電力性等,最近急速進行電視用途之普 及化。於電視用液晶顯示裝置中,要求亮度或對比性等之 性能更爲提高,於構成液晶顯示裝置之構件的彩色濾光片 中’更爲企求高明度化、高對比化等。 以往,構成彩色濾光片之紅色濾光片部分之著色料, 係使用蒽醌系紅色顏料之C.I. Pigment Red 177。該顏料可 藉由機械處理容易進行微細化,另外,由於經微細化的顔 料可較爲容易分散,故爲提高對比時極爲有用(例如參照曰 本國特開平10-148712號公報)。然而,使用該顏料之彩色 濾光片’由於該顔料具有分光特性,故對於亮度之提高受 到限制》 最近,使用二酮吡咯并吡咯系紅色顏料之C.I. Pigment Red 25 4取代蒽醌系紅色顏料。由於該顏料與C.l Pigment Red 1 77相比時,於600nm附近之透過光譜移至短波長側, 背景光之紅色亮線的吸收變得更少,故可提高明度(例如參 照日本特開平11-231516號公報、特開2002-328217號公 1325879 形成紅色著色膜’且有關該紅色著色膜係使用F10光源測 定XYZ表色系之色度時,X爲0.64時之色度y在0.30〜0.35 的範圍內,且明度Y値爲23以上較佳。明度Y値以愈高 値愈佳,惟實質上其上限値約爲28。 另外,於本發明之彩色濾光片用紅色著色組成物中, 對上述3種顔料之合計重量而言佔有30〜75重量%該二酮 吡咯并吡咯系紅色顏料,佔有20〜60重量%蒽醌系紅色顔 料’佔有5〜3 0重量%偶氮系黃色顏料較佳。 此外,以上述二酮吡咯并吡咯系紅色顏料爲 C.I. Pigment Red 254,上述蒽醌系紅色顏料爲C.I. Pigment Red 177,上述偶氮系黃色顏料爲c.I. Pigment Yellow 150較 佳。 〔發明效果〕 本發明之彩色濾光片用紅色著色組成物,可形成明度 及對比性高的紅色濾光片部分。 而且,藉由使用本發明之彩色濾光片,可使液晶顯示 裝置高亮度化 '高對比化。 〔爲實施發明之最佳形態〕 首先,說明有關本發明之彩色濾光片用紅色著色組成 物。 本發明之彩色濾光片用紅色著色組成物,含有由透明 樹脂、其前驅體或此等之混合物所成的著色料載體、與紅 色著色料’且視其所需可含有分散助劑、光聚合起始劑、 增感劑 '有機溶劑,水平劑等。 1325879 本發明之彩色濾光片用紅色著色組成物中所含有的紅 色者色料’至少含有二酮吡咯并吡咯系紅色顔料、蒽醌系 紅色顏料、及偶氮系黃色顔料之3種顏料(以下稱該3種顏 料爲「3種特定顔料」)。 本發明之彩色濾光片用紅色著色組成物,由於高明度 與高對比性兩立,故至少配合3種特定顏料。總之,僅藉 由單獨使用有利於提高明度之二酮吡咯并吡咯系紅色顏 料’無法得到充分的對比性,故倂用有利於高對比化的蒽 醒系紅色顏料。然而,爲得充分的對比性時配合蒽醌系紅 色顏料時’由於背景光之紅色亮線吸收變多,故明度降低。 因此’爲維持高明度時,另外配合有利於高對比性之偶氮 系黃色顏料。 於本發明之彩色濾光片用紅色著色組成物中,添加3 種特定顏料外,爲調整色度時可含有喹吖啶酮系、茈系、 P比蒽-8,1 6 -二酮系、偶氮系等之紅色顏料、或異吲哚滿系、 喹酞酮系、蒽醌系等之黄色顏料》 本發明之彩色濾光片用紅色著色組成物,就明度與色 相之平衡性而言使用本發明之彩色濾光片用紅色著色組成 物以形成紅色著色膜,有關該紅色著色膜於使用F10光源 測定XYZ表色系之色度時,X爲0.6 4時之色度y調整爲 0.30〜0.35之範圍,且明度Y値調整爲23以上較佳。色度 y小於0.30時,透過率變低且明度降低。另外,色度y大 於0.35時,由於色相帶有黃味,無法形成色再現性之高顯 示。而且,明度Y値小於2 3時,液晶顯示裝置之亮度降低’ 1325879 不爲企求。 而且’ F10光源爲JIS規定的典型之螢光燈,具有接近 一般液晶顯示裝置之背景燈所使用的3波長範圍發光形螢 光燈之分光分布。 二酮吡咯并吡咯系紅色顏料,例如 C.I. Pigment Orange 71、C.I. Pigment Red 254、255、264 等。其中,由 於C.I. Pigment Red 2 5 4具有優異的耐光性、耐熱性、透明 性、著色力,故更適合使用。 蒽醌系紅色顏料,例如C.I. Pigment Red 177,由於其 優異的耐光性·耐熱性或透明性、著色力,故更適合使用》 偶氮系黃色顏料,例如C.I. Pigment Yellow 1、3、10、 12、13、14、17、55、81、83、93,94、95、97、150、154、 166、167、180 等。其中,由於 C.I. Pigment Yellow 150 具有優異的耐光性•耐熱性或透明性、著色力,故更適合 使用。 而且,於本發明之彩色濾光片用紅色著色組成物中, 偶氮系黃色顏料使用於調色,一般而言爲彩色濾光片用途 時大多使用 C.I. Pigment Yellow 139等之異吲哚滿系顏 料、C.I. Pigment Yellow 138等之喹酞酮系顏料等。然而, 僅使用此等顏料時,由於顏料之粒子形狀或具有分子構造 引起的去極化性(de-polarization),故不利於筒對比化。 於本發明之彩色濾光片用紅色著色組成物中’對上述 3種特定顏料之合計重量而言,以二酮吡咯并吡咯系紅色 顔料佔有30〜75重量%,蒽醍系紅色顏料佔有20〜60重 -10- 1325879 量%,偶氮系黃色顏料佔有5〜3 0重量%較佳,另外以二酮 批咯并吡咯系紅色顏料佔有3 5〜6 5重量%,蒽醌系紅色顏 料佔有30〜50重量%,偶氮系黃色顏料佔有5〜25重量% 更佳。二酮吡咯并吡咯系紅色顏料之比例小於3 〇重量%時 無法得到充分的明度’大於75重量%時無法得到充分的對 比性。此外,蒽醌系紅色顏料之比例小於2 0重量%時無法 得到充分的對比性’大於6 0重量%時無法得到充分的明 度。而且,偶氮系黃色顏料之比例小於5重量%時無法實 現充分的明度提高效果,大於30重量%時由於色相過於帶 有黃味,故色再現性惡化。 如上所述,於本發明之紅色著色料中,除添加3種特 定顏料外’可含有其他顏料。3種特定顏料以佔有紅色著 色料之合計重量的8 0 %〜1 〇 〇 %較佳。 本發明之彩色濾光片用紅色著色組成物中所含的3種 特定顏料,爲實現彩色濾光片之高明度化、高對比化時, 平均一次粒徑必須在10〜50nm之範圍內。顏料之平均一次 粒徑,可藉由透過型電子顯微鏡觀察測定。3種特定顏料 之平均一次粒徑大於5 Onm時,彩色濾光片之明度或對比性 降低’小於1 Onm時,顏料分散非常困難,無法確保作爲著 色組成物之流動性。結果,彩色濾光片之明度或對比性惡 化。 總之,本發明之彩色濾光片用紅色著色組成物中所含 的紅色著色料,除3種特定顏料外含有其他顏料時,其他 顏料以具有10〜50nm之平均一次粒徑較佳。 -11- 1325879 使顏料之一次粒徑變小的方法,有使顏料機械粉碎的 方法(稱爲磨碎法),使溶解於良溶劑的顔料投入貧溶劑 中’使企求的一次粒徑之顏料被析出的方法(稱爲析出 法),以及於顏料合成時製造具有企求的一次粒徑之顔料的 方法(稱爲合成析出法)等。可視使用的顏料之合成法或化 學性質等而定,選擇有關各種顔料之適當方法予以進行。 下述中說明有關各方法。 磨碎法係爲使顏料使用球磨、砂磨或混練機等,使氯 化鈉等水溶性無機鹽等之磨碎劑及不會溶解磨碎劑之水溶 性有機溶劑同時機械性混練(以下將該工程稱爲鹽磨法 (salt milling))後,水洗除去磨碎劑與有機溶劑,且藉由乾 燥製得企求比表面積的顏料之方法。惟藉由鹽磨處理時顏 料會結晶成長,故於處理時上述水溶性有機溶劑中至少添 加部分溶解的固成份樹脂或下述之分散助劑,可有效地防 止結晶成長。 有關顏料與磨碎劑(水溶性無機鹽)之比例,磨碎劑之 比例增多時顏料之微細化效率變佳,惟顏料之處理量變少 時生產性降低。一般而言’對1重量份顏料而言磨碎劑使 用1〜30重量份,較佳者爲2〜20重量份。 此外,水溶性有機溶劑係爲使顏料與磨碎劑(水溶性無 機鹽)均勻固化時所添加者’視顏料與磨碎劑之配合比例而 定,通常使用相當於顏料之50〜300重量%之量 更詳細說明有關磨碎法時,在顔料與磨碎劑(水溶性無 機鹽)之混合物中加入少量的水溶性有機溶劑作爲濕潤 -12- 1325879 劑’以混練機等強烈混練後,使該混合物投入水中,且以 商速混合機攪拌形成漿料。然後,藉由使該漿料過濾、水 洗、乾燥,製得企求的一次粒徑之顏料。 析出法係爲使顏料溶解於適當的良溶劑後,與貧溶劑 混合,使企求的一次粒徑之顏料析出的方法,可視溶劑之 種類或量、析出溫度、析出速度等而定,控制一次粒徑之 大小。一般而言,由於顏料不易溶解於溶劑中,可使用的 溶劑有限,例如濃硫酸、聚磷酸、氯磺酸等之強酸性溶劑 或液體銨、甲基化鈉之二甲基甲醯胺溶液等的鹼性溶劑 等,係爲已知。 析出法之典型例’爲使酸性溶劑中溶解有顏料之溶液 注入其他的溶劑中,進行再析出,製得微細粒子之酸性漿 料化(acid pasting)法。就成本而言,一般於工業上使用將 硫酸溶液注入水中的方法。硫酸濃度沒有特別的限制,以 95〜100重量%較佳。對顏料而言硫酸之使用量,沒有特別 的限制,惟硫酸之量愈少時所得的溶液之黏度愈高、處理 性不佳。反之,硫酸之量過多時顔料之處理效率降低。因 此’對1份顔料而言以使用3〜10重量份之硫酸較佳。而 且,顏料不一定必須完全溶解。顏料溶解時之溫度以〇〜 5 〇°C較佳,小於0°C之溫度時硫酸恐會凍結、且溶解度亦會 降低。顔料溶解時之溫度過高時,容易引起副反應。注入 硫酸之水的溫度以1〜60°C較佳,大於60 °C之溫度時開始注 入時因硫酸之溶解熱而沸騰,作業上極爲危險。小於1 °C之 溫度時,溶液會有凍結的情形。注入所需的時間,對1份 -13- 1325879 顏料而言以〇·1〜30分鐘較佳。 顏料之一次粒徑的控制,可藉由選擇組合酸性漿料化 法等之析出法與鹽磨法等之磨碎法的方法,可考慮顏料之 整粒程度進行’另外,就可確保所得顏料之流動性,故更 佳。 於鹽磨時或酸性漿料化時,爲防止伴隨控制—次粒徑 時顏料之凝聚情形時,亦可倂用下述之色素衍生物或樹脂 型分散劑、界面活性劑等之分散助劑。而且,藉由使一次 粒徑之控制以2種以上之顏料共存的形態進行,可使單獨 使用時不易分散的顏料形成安定的分散體。 合成析出法係爲使顏料合成時同時使企求的一次粒徑 之顏料析出的方法。然而,使生成的微細化顏料自溶劑中 取出時,由於顏料粒子不會凝聚成大的二次粒子時不易進 行一般分離法之過濾,故該方法通常使用在容易引起二次 凝聚的水系中所合成的偶氮系等之顔料。 此外’控制顏料之一次粒徑的方法,藉由使顏料以高 速的砂磨等進行長時間分散時(使顔料乾式粉碎、即乾式硏 磨法),可使顏料之一次粒徑變小的同時被分散。 本發明之彩色濾光片用紅色著色組成物中所含的著色 料載體,係爲使含有3種特定顏料之紅色著色料分散者, 由透明樹脂、其前驅體或此等之混合物所構成。透明樹脂 係爲在可視光範圍之400〜700nm全波長範圍中透過率爲 80%以上(較佳者爲95 %以上)之樹脂。透明樹脂包含熱可塑 性樹脂、熱硬化性樹脂、及活性能量線硬化性樹脂,其前 -14- 1325879 驅體包含藉由活性能量線照射硬化、生成透明樹脂之單體 或低聚物,此等可單獨使用或2種以上混合使用。 著色料載體對著色組成物中之紅色著色料之合計量爲 100重量份而言爲30〜700重量份,較佳者爲60〜450重 量份》而且,使用透明樹脂與其前驅體之混合物作爲著色 料載體時,透明樹脂對著色組成物中之紅色著色料的合計 量爲100重量份而言使用20〜400重量份,較佳者爲50〜 2 5 0重量份。此外,透明樹脂之前驅體對著色組成物中之 紅色著色料的合計量爲100重量份而言使用10〜3 0 0重量 份,較佳者爲1〇〜200重量份》 熱可塑性樹脂例如丁縮醛樹脂、苯乙烯-馬來酸共聚 物、氯化聚乙烯、氯化聚丙烯、聚氯化乙烯基、氯化乙烯[Technical Field] The present invention relates to a red coloring composition for a color filter used when forming a filter portion constituting a color filter used for a liquid crystal display device and a solid-state imaging device. A color filter obtained by coloring the composition with a red color filter and a liquid crystal display device having the same. [Prior Art] In recent years, the evaluation of a liquid crystal display device, which is called a thin type of space saving or lightweight, and power saving, has recently been rapidly promoted for television use. In the liquid crystal display device for televisions, the performance such as brightness and contrast is required to be improved, and the color filter constituting the member of the liquid crystal display device is more desired to have higher brightness and higher contrast. Conventionally, the coloring material constituting the red filter portion of the color filter has been C.I. Pigment Red 177 which is a lanthanide red pigment. The pigment can be easily refined by mechanical treatment, and the finely divided pigment can be easily dispersed. Therefore, it is extremely useful for improving the contrast (for example, see Japanese Patent Application Laid-Open No. Hei 10-148712). However, the color filter using the pigment has a limitation on the improvement of brightness because the pigment has spectral characteristics. Recently, C.I. Pigment Red 25 4 using a diketopyrrolopyrrole red pigment was used instead of the lanthanide red pigment. When the pigment is compared with Cl Pigment Red 1 77, the transmission spectrum near 600 nm shifts to the short wavelength side, and the absorption of the red bright line of the background light becomes less, so that the brightness can be improved (for example, refer to Japanese Patent Laid-Open No. 11- In the case of measuring the chromaticity of the XYZ color system using the F10 light source, the chromaticity y of X is 0.60 to 0.35 when the red coloring film is used to measure the chromaticity of the XYZ color system using the F10 light source. In the range, the brightness Y値 is preferably 23 or more. The higher the brightness Y値, the better, but the upper limit is substantially 28. In addition, in the red coloring composition of the color filter of the present invention, The total weight of the above three pigments accounts for 30 to 75% by weight of the diketopyrrolopyrrole red pigment, and 20 to 60% by weight of the ruthenium red pigment occupies 5 to 30% by weight of the azo yellow pigment. Further, the above diketopyrrolopyrrole red pigment is CI Pigment Red 254, the above lanthanide red pigment is CI Pigment Red 177, and the above azo yellow pigment is preferably cI Pigment Yellow 150. [Effect of the invention] this The color filter of the bright color is colored with a red coloring composition to form a red filter portion having high brightness and contrast. Moreover, by using the color filter of the present invention, the liquid crystal display device can be made highly brightened. [Best Mode for Carrying Out the Invention] First, a red coloring composition for a color filter according to the present invention will be described. The coloring filter of the present invention uses a red colored composition containing a transparent resin, a precursor thereof or the like. The color carrier of the mixture and the red coloring material 'and may contain a dispersing aid, a photopolymerization initiator, a sensitizer' organic solvent, a leveling agent, etc. as desired. 1325879 Color filter of the present invention The red coloring matter contained in the red coloring composition of the sheet contains at least three pigments of a diketopyrrolopyrrole red pigment, an anthraquinone red pigment, and an azo yellow pigment (hereinafter referred to as the three pigments) "3 kinds of specific pigments"). The color filter of the present invention uses a red coloring composition, and since it has two high-definition and high contrast properties, at least three kinds of specific pigments are blended. In short, only The diketopyrrolopyrrole red pigment which is used to improve the brightness alone cannot be sufficiently contrasted, so that the red pigment which is advantageous for high contrast is used. However, in order to obtain sufficient contrast, the ruthenium is used. When the red pigment is used, the red light absorption of the background light is increased, so the brightness is lowered. Therefore, in order to maintain the high brightness, an azo yellow pigment which is advantageous for high contrast is additionally blended. In the red coloring composition, three kinds of specific pigments may be added, and in order to adjust the chromaticity, a red color such as a quinacridone type, an anthraquinone type, a P ratio 蒽-8, a 16-diketone type or an azo type may be contained. Pigment, or yellow pigment such as isoindane, quinophthalone, or fluorene. The color filter of the present invention uses a red colored composition, and the color filter of the present invention is used in terms of the balance between lightness and hue. The light sheet is colored in red to form a red colored film, and when the chromaticity of the XYZ color system is measured using the F10 light source, the chromaticity y is adjusted to a range of 0.30 to 0.35 when X is 0.6 4 , and Brightness Y値 is adjusted to 23 or more is preferred. When the chromaticity y is less than 0.30, the transmittance is lowered and the brightness is lowered. Further, when the chromaticity y is larger than 0.35, since the hue has a yellowish taste, high display of color reproducibility cannot be formed. Further, when the brightness Y 値 is less than 2 3 , the brightness of the liquid crystal display device is lowered by '1325879. Further, the 'F10 light source is a typical fluorescent lamp specified by JIS, and has a spectral distribution of a three-wavelength range fluorescent lamp which is used near a backlight of a general liquid crystal display device. A diketopyrrolopyrrole red pigment such as C.I. Pigment Orange 71, C.I. Pigment Red 254, 255, 264, and the like. Among them, C.I. Pigment Red 254 is more suitable for use because of its excellent light resistance, heat resistance, transparency, and coloring power. Lanthanide red pigments, such as CI Pigment Red 177, are more suitable for use because of their excellent light fastness, heat resistance, transparency, and tinting strength. For example, azo yellow pigments such as CI Pigment Yellow 1, 3, 10, 12 13, 14, 14, 55, 81, 83, 93, 94, 95, 97, 150, 154, 166, 167, 180, and the like. Among them, C.I. Pigment Yellow 150 is more suitable for use because of its excellent light resistance, heat resistance, transparency, and coloring power. Further, in the red coloring composition for a color filter of the present invention, an azo yellow pigment is used for coloring, and in general, a color filter is used, and a CI Pigment Yellow 139 or the like is often used. A pigment, a quinophthalone pigment such as CI Pigment Yellow 138, or the like. However, when only such pigments are used, the contrast of the cylinder is disadvantageous due to the particle shape of the pigment or the de-polarization caused by the molecular structure. In the red colored composition of the color filter of the present invention, 'the total weight of the above three specific pigments is 30 to 75% by weight of the diketopyrrolopyrrole red pigment, and the lanthanide red pigment is 20%. ~60重量-10- 1325879% by volume, azo yellow pigment occupies 5 to 30% by weight, and diketone-b-pyrrolopyrene red pigment occupies 3 5 to 65% by weight, lanthanide red pigment It accounts for 30 to 50% by weight, and the azo yellow pigment accounts for 5 to 25% by weight. When the proportion of the diketopyrrolopyrrole red pigment is less than 3% by weight, sufficient lightness cannot be obtained. When it is more than 75% by weight, sufficient contrast cannot be obtained. Further, when the proportion of the lanthanide red pigment is less than 20% by weight, sufficient contrast cannot be obtained. When it is more than 60% by weight, sufficient brightness cannot be obtained. Further, when the proportion of the azo yellow pigment is less than 5% by weight, a sufficient brightness improving effect cannot be obtained, and when it is more than 30% by weight, the hue is excessively yellowish, so that the color reproducibility is deteriorated. As described above, in the red coloring material of the present invention, other pigments may be contained in addition to the addition of three specific pigments. It is preferable that the three specific pigments occupy 80% to 1 〇 〇 % of the total weight of the red coloring materials. In the color filter of the present invention, the three specific pigments contained in the red colored composition are required to have a uniform primary particle diameter of 10 to 50 nm in order to achieve high definition and high contrast of the color filter. The average primary particle size of the pigment can be determined by observation through a transmission electron microscope. When the average primary particle diameter of the three specific pigments is more than 5 Onm, the brightness or contrast of the color filter is lowered. When the average density is less than 1 Onm, the pigment dispersion is extremely difficult, and the fluidity as a colored composition cannot be ensured. As a result, the brightness or contrast of the color filter deteriorates. In other words, in the color filter of the present invention, when the red coloring matter contained in the red colored composition contains other pigments in addition to the three specific pigments, the other pigments preferably have an average primary particle diameter of 10 to 50 nm. -11- 1325879 A method for reducing the primary particle size of a pigment, a method of mechanically pulverizing a pigment (referred to as a grinding method), and a pigment dissolved in a good solvent is introduced into a poor solvent. A method of precipitation (referred to as a precipitation method), and a method of producing a pigment having a primary particle diameter (hereinafter referred to as a synthetic precipitation method) at the time of pigment synthesis. Depending on the synthesis method or chemical properties of the pigment to be used, an appropriate method for selecting various pigments may be selected. The respective methods are described below. The grinding method is to use a ball mill, a sanding or a kneading machine, and the like, and a grinding agent such as a water-soluble inorganic salt such as sodium chloride or a water-soluble organic solvent which does not dissolve the grinding agent is mechanically kneaded (hereinafter, This process is called salt milling, and the method of removing the grounding agent from the organic solvent by water washing and drying to obtain a pigment having a specific surface area is obtained. However, since the pigment crystallizes and grows by the salt milling treatment, at least a partially dissolved solid resin or a dispersing aid described below is added to the water-soluble organic solvent at the time of the treatment, and the crystal growth can be effectively prevented. When the ratio of the pigment to the grounding agent (water-soluble inorganic salt) is increased, the ratio of the grinding agent is increased, and the fineness of the pigment is improved, but the productivity is lowered when the amount of the pigment is reduced. In general, the abrasive is used in an amount of 1 to 30 parts by weight, preferably 2 to 20 parts by weight, per part by weight of the pigment. In addition, the water-soluble organic solvent is a ratio of the pigment to the grinding agent added when the pigment and the grinding agent (water-soluble inorganic salt) are uniformly cured, and usually 50 to 300% by weight of the pigment is used. In more detail, when the grinding method is used, a small amount of a water-soluble organic solvent is added as a wetting agent to the mixture of the pigment and the grounding agent (water-soluble inorganic salt) as a wetting agent -12-1325879. The mixture was placed in water and stirred by a commercial mixer to form a slurry. Then, the slurry was filtered, washed with water, and dried to obtain a desired primary particle size pigment. The precipitation method is a method in which a pigment is dissolved in a suitable good solvent, and then mixed with a poor solvent to precipitate a pigment having a primary particle size, depending on the type or amount of the solvent, the precipitation temperature, the precipitation rate, and the like, and the primary particle is controlled. The size of the path. In general, since the pigment is not easily dissolved in a solvent, a solvent which can be used is limited, for example, a strong acidic solvent such as concentrated sulfuric acid, polyphosphoric acid or chlorosulfonic acid, or a liquid ammonium, a methylated methyl dimethylformamide solution, or the like. Alkaline solvents and the like are known. A typical example of the precipitation method is an acid pasting method in which fine particles are re-precipitated by injecting a solution in which a pigment is dissolved in an acidic solvent into another solvent. In terms of cost, a method of injecting a sulfuric acid solution into water is generally used industrially. The sulfuric acid concentration is not particularly limited, and is preferably 95 to 100% by weight. The amount of sulfuric acid used for the pigment is not particularly limited, but the less the amount of sulfuric acid, the higher the viscosity of the resulting solution and the poor handleability. Conversely, when the amount of sulfuric acid is too large, the treatment efficiency of the pigment is lowered. Therefore, it is preferred to use 3 to 10 parts by weight of sulfuric acid for 1 part of the pigment. Moreover, the pigment does not have to be completely dissolved. The temperature at which the pigment is dissolved is preferably 〇 5 5 ° C. When the temperature is less than 0 ° C, the sulfuric acid may freeze and the solubility may decrease. When the temperature at which the pigment is dissolved is too high, side reactions are likely to occur. The temperature of the water to be injected with sulfuric acid is preferably from 1 to 60 ° C, and when it is injected at a temperature of more than 60 ° C, it is boiled by the heat of dissolution of sulfuric acid, which is extremely dangerous in operation. At temperatures below 1 °C, the solution will freeze. The time required for the injection is preferably from 1 to 30 minutes for 1 part -13 to 1325879 pigment. The control of the primary particle size of the pigment can be carried out by selecting a method such as a precipitation method such as an acidic slurrying method or a grinding method such as a salt milling method, and the degree of granulation of the pigment can be considered. The liquidity is better. In the case of salt milling or acid slurrying, in order to prevent aggregation of the pigment accompanying the control-secondary particle size, the following pigment derivative, resin type dispersing agent, dispersing agent such as a surfactant may be used. . Further, by controlling the primary particle diameter to be carried out in such a manner that two or more kinds of pigments coexist, it is possible to form a stable dispersion of the pigment which is not easily dispersed when used alone. The synthetic precipitation method is a method of simultaneously depositing a desired primary particle size pigment when the pigment is synthesized. However, when the produced fine pigment is taken out from the solvent, since the pigment particles are not aggregated into large secondary particles, it is difficult to perform filtration by a general separation method, and therefore, the method is generally used in a water system which is liable to cause secondary aggregation. A synthetic azo-based pigment. In addition, when the method of controlling the primary particle diameter of the pigment is carried out by long-term dispersion of the pigment by high-speed sanding or the like (dry pulverization of the pigment, that is, dry honing), the primary particle diameter of the pigment can be made small while Being dispersed. The coloring material carrier contained in the red colored composition of the color filter of the present invention is composed of a transparent resin, a precursor thereof or a mixture thereof, in which a red coloring material containing three kinds of specific pigments is dispersed. The transparent resin is a resin having a transmittance of 80% or more (preferably 95% or more) in the entire wavelength range of 400 to 700 nm in the visible light range. The transparent resin contains a thermoplastic resin, a thermosetting resin, and an active energy ray-curable resin, and the precursor-14- 1325879 includes a monomer or oligomer which is cured by irradiation with an active energy ray to form a transparent resin. They may be used singly or in combination of two or more. The coloring material carrier is 30 to 700 parts by weight, preferably 60 to 450 parts by weight, based on 100 parts by weight of the red coloring matter in the coloring composition. Further, a mixture of a transparent resin and its precursor is used as a coloring. In the case of the carrier, the transparent resin is used in an amount of 20 to 400 parts by weight, preferably 50 to 250 parts by weight, based on 100 parts by weight of the total amount of the red coloring matter in the coloring composition. Further, the transparent resin precursor is used in an amount of 10 to 300 parts by weight, preferably 1 to 200 parts by weight, based on 100 parts by weight of the total amount of the red coloring matter in the coloring composition. Acetal resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, polychlorinated vinyl, vinyl chloride

基-醋酸乙烯酯共聚物、聚醋酸乙烯酯、聚胺基甲酸酯系樹 脂、聚醋樹脂、丙嫌酸系樹脂、醇酸樹脂、聚苯乙嫌、聚 酿胺樹脂、橡膠系樹脂、環化橡膠系樹脂、纖維素類、聚 乙稀、聚丁一燃、聚醯亞胺樹脂等。另外,熱硬性樹脂例 如環氧樹脂、苯并鳥糞胺樹脂、松香改質馬來酸樹脂、松 香改質富馬酸樹脂、蜜胺樹脂、尿素樹脂、苯酚樹脂等。 活性能量線硬化性樹脂例如可使用在具有經基、殘 基、胺基等反應性取代基之線狀高分子中,使具有異氰酸 酯基 '醛基、環氧基等反應性取代基之(甲基)丙烯酸化合 物或肉桂酸反應,在該線狀高分子中導入(甲基)丙烯醯 基、苯乙嫌基等之光交聯性基的樹脂。另外,亦可使用使 本乙烯-馬來酸酐共聚物或α_烯烴馬來酸酐共聚物等含 -15- 1325879 有酸酐之線狀高分子,藉由羥基(甲基)丙烯酸酯等具有羥 . 基之(甲基)丙烯酸化合物予以半酯化者。 藉由活性能量線照射硬化,生成透明樹脂之單體及低 聚物,例如(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基) 丙烯酸2-羥基乙酯、(甲基)丙烯酸2-羥基丙酯、(甲基)丙 烯酸環己酯' (甲基)丙烯酸沒-羧基乙酯、二乙二醇二(甲 基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、三乙二醇二 (甲基)丙烯酸酯、三丙二醇二(甲基)丙烯酸酯、三羥甲基三 (甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、1,6-己二醇 二環氧丙醚二(甲基)丙烯酸酯、雙酚A二環氧丙醚二(甲基) 丙烯酸酯、新戊醇二環氧丙醚二(甲基)丙烯酸酯、二季戊 四醇六(甲基)丙烯酸酯、三環癸烯基(甲基)丙烯酸酯、羥甲 基化蜜胺之(甲基)丙烯酸酯、(甲基)丙烯酸環氧酯、胺基 甲酸酯丙烯酸酯等之各種丙烯酸酯、以及甲基丙烯酸酯、 (甲基)丙烯酸酯、苯乙烯、醋酸乙烯酯、羥基乙基乙烯醚、 φ 乙二醇二乙烯醚、季戊四醇三乙烯醚、(甲基)丙烯醯胺、 N-羥基甲基(甲基)丙烯醯胺、N_乙烯基甲醯胺、丙烯腈等。 此等可單獨或2種以上混合使用。 本發明之彩色濾光片用紅色著色組成物中,使該組成 tl藉由紫外線照射硬化時,添加光聚合起始劑等β 光聚合起始劑例如4-苯氧基二氯化苯乙酮、4-1-丁基-二氯化苯乙酮、二乙氧基苯乙酮、1-(4-異丙基苯基)-2_羥 基·2-甲基丙烷-1_酮、丨_羥基環己基苯酮、2_苯甲基-2_二甲 基胺基-1-(4 -嗎啉基苯基)· 丁烷-1_酮等之苯乙酮系化合 -16- 1325879 物、苯偶因、苯偶因甲醚、苯偶因乙醚、苯偶因異丙酸、 苯甲基二甲縮醛等之苯偶因系化合物、二苯甲酮、苯甲酿 基苯甲酸、苯甲醯基苯甲酸甲酯、4-苯基二苯甲酮、經基 一本甲嗣、丙燃酸化二苯甲嗣、4 -苯甲釀基~4,-甲基二苯基 硫謎、3,3’,4,4’-四(t-丁基過氧化羯基)二苯甲酮等之二苯甲 酮系化合物、噻噸酮、2 -氯化噻噸酮、2_甲基噻噸酮、異 丙基噻噸酮、2,4-二異丙基噻噸酮、2,4 -二乙基噻噸酮等之 噻噸酮系化合物、2,4,6-三氯-s-三畊、2-苯基_46_雙(三氯 化甲基)-s-三阱、2-(p-甲氧基苯基)-4,6-雙(三氯化甲基 三畊、2-(p-甲苯基)-4,6-雙(三氯化甲基)-s-三畊、2_胡椒基 -4,6-雙(三氯化甲基)-s-三畊、2,4-雙(三氯化甲基)_6_苯乙 烯基-s-三阱、2-(萘并-1-基)-4,6-雙(三氯化甲基)_s_三哄、 2-(4-甲氧基-萘并-1-基)-4,6-雙(三氯化甲基)_s-三哄、2,4_ 二氯化甲基-(胡椒基)-6 -二哄、2,4 -二氯化甲基(4’_甲氧基苯 乙烯基)-6-三阱等之三畊系化合物、1,2-辛烷二酮、i_[4-(苯 硫基)苯基]-2-(0-苯甲醢基肟)、0-(乙醯基苯基-2-羰基-2-(4甲氧基-萘基)次乙烯基)羥基胺等之西醋系化合 物、雙(2,4,6-三甲基苯甲醯基)苯基氧化膦、2,4,6-三甲基 苯甲醯基二苯基氧化膦等之膦系化合物、9,10-菲醌、樟腦 醌、乙基蒽醌等之醌系化合物、硼酸酯系化合物、咔唑系 化合物、咪唑系化合物、二茂鈦(titanocene)系化合物等。 此等之光聚合起始劑可以1種或2種以上混合使用。光聚 合起始劑對紅色著色料合計量爲1〇〇重量份而言使用5〜 200重量份、較佳者爲10〜150重量份。 -17- 1325879 上述光聚合起始劑可以單獨或2種以上混合使用 可倂用作爲增感劑之三乙醇胺、甲基二乙醇胺、三異 胺、4-二甲基胺基苯甲酸甲酯、4-二甲基胺基苯甲酸乙 4-二甲基胺基苯甲酸異戊酯、苯甲酸2-二甲基胺基乙 4 -二甲基胺基苯甲酸2_乙基己酯、N,N-二甲基對甲苯 4,4’-雙(二甲基胺基)二苯甲酮、4,4’-雙(二乙基胺基) 甲酮、4,4’-雙(乙基甲基胺基)二苯甲酮等之胺系化合 此等之增感劑可以1種或2種以上混合使用。對1〇〇 份光聚合起始劑而言,增感劑可使用0.1〜60重量份之 於本發明之彩色濾光片用紅色著色組成物中,另 有作爲連鏈移動劑之多官能性硫醇。多官能性硫醇只 具有2個以上硫醇基之化合物即可,例如己烷二硫醇 烷二硫醇、1,4-丁烷二醇雙硫代丙酸酯、1,4-丁烷二醇 代乙醇酸酯、乙二醇雙硫代乙醇酸酯、乙二醇雙硫代 酯、三羥甲基丙烷參硫代乙醇酸酯、三羥甲基丙烷參 丙酸酯、三羥甲基丙烷參(3-锍基丁酸酯)、季戊四醇肆 乙醇酸酯、季戊四醇肆硫代丙酸酯、三锍基丙酸參(2-乙基)異氰酸酯、1,4-二甲基锍基苯、2,4,6-三锍基- s-三 2-(Ν,Ν-二丁基胺基)_4,6·二锍基-s-三阱等。此等之多 性硫醇可1種或2種以上混合使用。多官能性硫醇之名 對紅色著色料之合計量爲100重量份而言以使用〇, 100重量份較佳、以0.1〜60重量份之量更佳。 本發明之彩色濾光片用紅色著色組成物中,爲使 著色料(各種顏料)充分地分散於著色料載體中,在玻 ,亦 丙醇 酯、 酯、 胺、 二苯 物。 重量 .量。 可含 要是 、癸 雙硫 丙酸 硫代 硫代 羥基 L畊、 官能 ί量, 05〜 紅色 璃基 -18- 1325879 板上塗覆乾燥膜厚爲0.2〜5//111時可使用 環己酮、乙基溶纖劑乙酸醋、丁基溶織劑 基-2-丙基乙酸酯、二乙二醇二甲醚、乙苯、 二甲苯、乙基溶纖劑、甲基·η_戊酮、丙二 甲基乙基酮、醋酸乙酯、甲醇、乙醇、異 丁酮、石油系溶劑等,此等可單獨或混合 色著色料之合計量爲100重量份而言爲 份、較佳者爲1〇〇〇〜2500重量份之量。 彩色濾光片用紅色著色組成物,可使 機、二條輥式硏磨機、砂硏磨機、混練機 種分散方法,使紅色著色料(各種顏料)微 料載體上製造。而且,爲使紅色著色料之 適當含有色素衍生物、樹脂型顏料分散劑 之分散助劑。分散助劑由於顏料之分散優 顏料之再凝聚效果大,故使用分散助劑使 料載體及溶劑中所成的著色組成物時,可 的彩色濾光片。分散助劑對紅色著色料之. 量份而言’使用0.1〜40重量份、較佳者爲 之量。 色素衍生物除作爲分散助劑之作用外 片部分中顏料之結晶成長、或凝聚的效果 爲在有機色素中導入取代基之化合物。有 吡咯并吡咯系、偶氮、順式偶氮、聚偶氮 菁系、蒽醌系 '喹吖啶酮系、二噁畊系、茈居 溶劑。溶劑例如 乙酸酯、1 -甲氧 乙二醇二乙醚、 醇單甲醚甲苯、 丙醇、丁醇、異 使用。溶劑對紅 8 0 0〜4000重量 用三條輥式硏磨 、粉碎機等之各 細地分散於著色 分散良好時,可 、界面活性劑等 異、防止分散後 顏料分散於著色 製得透明性優異 合計量爲1 〇 〇重 0 . 1〜3 0重量份 ,具有控制濾光 。色素衍生物係 機色素例如二酮 等之偶氮系、酞 同系(perynone)、 -19- 1325879 茈系、異吲哚滿系、異吲哚滿酮系、喹酞酮系、蓖系、金屬 複合物系等之色素。構成色素衍生物之有機色素中,一般 而言包含不稱爲色素之萘系、三畊系等淡黃色化合物。 導入有機色素之取代基,例如以下述一般式(1)〜(4) 所示之取代基。 式⑴ /】 —X-^H(CH2)n-^、 R2 式(2)Vinyl acetate copolymer, polyvinyl acetate, polyurethane resin, polyester resin, acrylic acid resin, alkyd resin, polystyrene resin, polyamine resin, rubber resin, A cyclized rubber-based resin, a cellulose, a polyethylene, a polybutylene, a polyimine resin, or the like. Further, the thermosetting resin is exemplified by an epoxy resin, a benzoguanamine resin, a rosin-modified maleic acid resin, a rosin-modified fumaric acid resin, a melamine resin, a urea resin, a phenol resin, or the like. The active energy ray-curable resin can be used, for example, in a linear polymer having a reactive substituent such as a radical, a residue or an amine group, and has a reactive substituent such as an isocyanate group, an aldehyde group or an epoxy group. A resin which reacts with an acrylic acid compound or cinnamic acid to introduce a photocrosslinkable group such as a (meth)acrylonyl group or a phenethyl group into the linear polymer. Further, a linear polymer containing -15 to 1325879 acid anhydride such as the present ethylene-maleic anhydride copolymer or an α-olefin maleic anhydride copolymer may be used, and a hydroxyl group (meth) acrylate or the like may have a hydroxyl group. The (meth)acrylic compound is semi-esterified. By hardening by active energy ray, monomers and oligomers of transparent resin such as methyl (meth) acrylate, ethyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, (methyl) are formed. ) 2-hydroxypropyl acrylate, cyclohexyl (meth) acrylate - carboxy-ethyl ester of (meth) acrylate, diethylene glycol di (meth) acrylate, 1,6-hexane diol di (a) Acrylate, triethylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, trimethylol tri(meth)acrylate, pentaerythritol tri(meth)acrylate, 1, 6-hexanediol diglycidyl di(meth)acrylate, bisphenol A diglycidyl di(meth) acrylate, neopentyl diglycidyl di(meth) acrylate, Dipentaerythritol hexa(meth) acrylate, tricyclodecenyl (meth) acrylate, methylolated melamine (meth) acrylate, (meth) acrylate epoxy ester, urethane Various acrylates such as acrylate, and methacrylate, (meth) acrylate, styrene , vinyl acetate, hydroxyethyl vinyl ether, φ ethylene glycol divinyl ether, pentaerythritol trivinyl ether, (meth) acrylamide, N-hydroxymethyl (meth) acrylamide, N_ vinyl Guanamine, acrylonitrile, and the like. These may be used alone or in combination of two or more. In the red coloring composition of the color filter of the present invention, when the composition t1 is cured by ultraviolet irradiation, a photopolymerization initiator such as a photopolymerization initiator is added, for example, 4-phenoxydichloroacetophenone. 4-1-butyl-acetophenone acetophenone, diethoxyacetophenone, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, hydrazine Acetophenone-based compound such as _hydroxycyclohexyl benzophenone, 2-phenylmethyl-2-dimethylamino-1-(4-morpholinylphenyl)-butane-1-one, etc.-16- 1325879 Benzene-based compounds such as benzoin, benzoin methyl ether, benzoin ether, benzoin isopropyl acid, benzyl dimethyl acetal, benzophenone, benzoylbenzoic acid , methyl benzoyl benzoate, 4-phenyl benzophenone, methicone, benzoic acid, benzoic acid, benzoic acid, benzoic acid, benzoic acid, 4, phenyl Mystery, 3,3',4,4'-tetra (t-butylperoxy) benzophenone and other benzophenone-based compounds, thioxanthone, 2-chlorothioxanthone, 2_ Thiophenones such as methylthioxanthone, isopropylthioxanthone, 2,4-diisopropylthioxanthone, 2,4-diethylthioxanthone Compound, 2,4,6-trichloro-s-three tillage, 2-phenyl-46_bis(trimethyl chloride)-s-tripper, 2-(p-methoxyphenyl)- 4,6-bis (trichloromethane trichloride, 2-(p-tolyl)-4,6-bis(trimethyl chloride)-s-three tillage, 2_piperon-4,6- Bis(methyl trichloride)-s-three tillage, 2,4-bis(methyl chloride)_6-styryl-s-triad, 2-(naphtho-1-yl)-4, 6-bis(methyl trichloride)_s_trisole, 2-(4-methoxy-naphtho-1-yl)-4,6-bis(trimethyl chloride)_s-tritium, 2 , 4_ trichloromethane-(pipeney)-6-diindole, 2,4-dichloromethyl (4'-methoxystyryl)-6-tri-trap, etc. 1,2-octanedione, i_[4-(phenylthio)phenyl]-2-(0-benzylidenehydrazine), 0-(ethylhydrinophenyl-2-carbonyl-2-() a vinegar-based compound such as 4-methoxy-naphthyl)vinylidene)hydroxylamine, bis(2,4,6-trimethylbenzylidene)phenylphosphine oxide, 2,4,6-trimethyl A phosphine-based compound such as benzhydryl-diphenylphosphine oxide, an anthraquinone compound such as 9,10-phenanthrenequinone, camphorquinone or ethylhydrazine, a borate ester compound, an oxazole compound, or an imidazole system The photopolymerization initiator may be used singly or in combination of two or more kinds. The photopolymerization initiator is used in a total amount of 1 part by weight for the red coloring matter. 5 to 200 parts by weight, preferably 10 to 150 parts by weight. -17 to 1325879 The above photopolymerization initiator may be used alone or in combination of two or more kinds thereof to use triethanolamine or methyldiethanolamine as a sensitizer. Triisoamine, methyl 4-dimethylaminobenzoate, isoamyl 4-methylaminobenzoate, 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate 2-dimethylaminobenzoic acid 2-ethylhexyl ester, N,N-dimethyl-p-toluene 4,4'-bis(dimethylamino)benzophenone, 4,4'-double (two One or a mixture of two or more kinds of the sensitizers, such as an ethylamino) ketone or a 4,4'-bis(ethylmethylamino) benzophenone. For one part of the photopolymerization initiator, the sensitizer may be used in an amount of 0.1 to 60 parts by weight in the red coloring composition of the color filter of the present invention, and as a multi-functionality as a chain-linking agent. Mercaptan. The polyfunctional thiol may have only two or more thiol groups, such as hexane dithiol alkyl dithiol, 1,4-butanediol dithiopropionate, 1,4-butane. Glycol glycolate, ethylene glycol dithioglycolate, ethylene glycol dithioester, trimethylolpropane thioglycolate, trimethylolpropane propionate, trishydroxyl Propane ginseng (3-mercaptobutyrate), pentaerythritol 肆 glycolate, pentaerythritol thiopropionate, trimethyl propyl propionate (2-ethyl) isocyanate, 1,4-dimethyl fluorenyl Benzene, 2,4,6-tridecyl-s-tris-2-(anthracene, fluorenyl-dibutylamino)- 4,6-didecyl-s-trisole, and the like. These polythiols may be used alone or in combination of two or more. The name of the polyfunctional thiol is preferably 100 parts by weight, more preferably 100 parts by weight, more preferably 0.1 to 60 parts by weight. In the red coloring composition for a color filter of the present invention, in order to sufficiently disperse a coloring material (various pigments) in a coloring material carrier, it is a glass, a propanol ester, an ester, an amine or a diphenyl compound. Weight. Quantity. May be, if, bismuth dithiopropionate thiothiol L plough, functional amount, 05~ red glass base -18- 1325879 plate coated dry film thickness of 0.2~5//111 can use cyclohexanone, Ethyl cellulite acetate, butyl lysyl-2-propyl acetate, diethylene glycol dimethyl ether, ethylbenzene, xylene, ethyl cellosolve, methyl η pentanone, C Dimethyl ethyl ketone, ethyl acetate, methanol, ethanol, isobutyl ketone, petroleum solvent, etc., and the total amount of the coloring materials which can be used alone or in combination is 100 parts by weight, preferably 1 part. 〇〇〇~2500 parts by weight. The color filter is colored with a red coloring composition, and can be produced by a machine, a two-roller honing machine, a sand honing machine, a kneading machine, and a red coloring material (various pigments). Further, in order to make the red coloring material suitably contain a pigment derivative or a dispersing aid of a resin type pigment dispersing agent. Since the dispersing aid is excellent in the dispersion of the pigment, the re-agglomerating effect of the pigment is large, so that a color filter can be used when the dispersing aid is used as the coloring composition of the carrier and the solvent. The dispersing aid is used in an amount of 0.1 to 40 parts by weight, preferably in an amount of the red coloring material. In addition to the action of the dispersing aid, the pigment derivative is a compound in which a crystal of the pigment is grown or aggregated in the outer sheet portion. There are pyrrolopyrrole, azo, cis azo, polyazo phthalocyanine, quinone quinacridone, dioxin, and diazepam. The solvent is, for example, acetate, 1-methoxyethylene glycol diethyl ether, alcohol monomethyl ether toluene, propanol, butanol or the like. When the solvent is used in a three-roll honing, pulverizer, or the like, the solvent is dispersed in a fine manner, and the dispersion is good, and the surfactant is different, and the pigment is dispersed and colored to prevent transparency after dispersion. The total measurement is 1 〇〇 weight 0. 1~3 0 parts by weight, with control filter. The pigment derivative is an organic dye such as an azo group such as a diketone, a perynone, a -19-1325879 anthraquinone, an isoindane, an isoindolinone, a quinophthalone, an anthraquinone, or a metal. A pigment such as a complex. Among the organic dyes constituting the dye derivative, generally, a pale yellow compound such as a naphthalene system or a tri-grain system which is not called a dye is contained. The substituent to be introduced into the organic dye is, for example, a substituent represented by the following general formulas (1) to (4). Formula (1) /] -X-^H(CH2)n-^, R2 Formula (2)

—CH2N 式(3)—CH2N formula (3)

於式(1)〜(4)中,In the formulas (1) to (4),

Q X 係表示-S〇2-、-CO-' -ch2nhcoch2-、-ch2- 或直接鍵結, -20 - 1325879 n係表示1〜10之整數, 心及R2係各表示獨立的碳數1〜36之可經取代的烷 基、碳數2〜36之可經取代的烯基、或可經取代的苯基, 且1與R2可互相鍵結 '另含有氮、氧或硫原子之可經取 代的雜環殘基, R3係表不碳數1〜36之可經取代的院基、碳數2〜36 之可經取代的烯基或可經取代的苯基, R4、R·5、R6及R?係各表示獨立的氫原子、碳數i〜36 之可經取代的烷基、碳數2〜3 6之可經取代的烯基或可經 取代的苯基, Y係表示-NR8-Z-NR9-或直接鍵結,QX represents -S〇2-, -CO-'-ch2nhcoch2-, -ch2- or direct bonding, -20 - 1325879 n represents an integer from 1 to 10, and the heart and R2 each represent an independent carbon number of 1~ a substituted alkyl group of 36, a substituted alkenyl group having 2 to 36 carbon atoms, or a phenyl group which may be substituted, and 1 and R 2 may be bonded to each other 'another nitrogen, oxygen or sulfur atom may be used a substituted heterocyclic residue, R3 is a substitutable substituted group having 1 to 36 carbon atoms, a substituted alkenyl group having 2 to 36 carbon atoms or a substituted phenyl group, R4, R·5, R6 and R? each represents an independent hydrogen atom, a substituted alkyl group having a carbon number of i to 36, a substituted alkenyl group having 2 to 36 carbon atoms or a substituted phenyl group, and Y is represented by - NR8-Z-NR9- or direct bonding,

Rs及R9係各表示獨立的氫原子、碳數1〜36之可經取 代的烷基、碳數2〜3 6之可經取代的烯基、或可經取代的 苯基, Z係表示碳數1〜36之可經取代的伸烷基、碳數2〜36 之可經取代的伸烯基、或可經取代的伸苯基, R係表示以下述式(5)所示之取代基或以下述式(6)所 示之取代基, Q係表示羥基、烷氧基、以下述式(5)所示之取代基或 以下述式(6)所示之取代基。而且,於下述式(5)及式(6)中’ X、Ri〜R7及η如上述之定義。 式(5): 、产1 1325879 式(6):Rs and R9 each represent an independent hydrogen atom, a substituted alkyl group having 1 to 36 carbon atoms, a substituted alkenyl group having 2 to 36 carbon atoms, or a substituted phenyl group, and Z is a carbon. a substituted alkyl group having 1 to 36, a substituted alkenyl group having 2 to 36 carbon atoms, or a substituted phenyl group, and R being a substituent represented by the following formula (5) Or a substituent represented by the following formula (6), and Q represents a hydroxyl group, an alkoxy group, a substituent represented by the following formula (5), or a substituent represented by the following formula (6). Further, in the following formulas (5) and (6), 'X, Ri to R7 and η are as defined above. Equation (5): , Production 1 1325879 Equation (6):

• 此等之色素衍生物可以單獨或2種以上混合使用。色 素衍生物對紅色著色料之合計量爲100重量而言使用5〜 4〇重量份、較佳者爲1〇〜30重量份之量。小於該下限値 • 時,抑制顏料之結晶成長、或凝聚之效果變小,大於該上 限値時,恐會有無法保持所得的紅色著色組成物之流動性。 樹脂型顏料分散劑可使用蓖麻醇酸或12 -經基硬脂酸 之縮合物,鹼性高分子化合物、含有酸基之共聚物、脂肪 酸酯類、脂肪族聚胺/聚酯接枝聚合物、聚乙烯/聚丙烯加 成聚合物等。 界面活性劑例如聚環氧乙烷烷醚硫酸鹽、十二烷苯磺 酸鈉、苯乙烯·丙烯酸共聚物之鹼鹽、烷基萘磺酸鈉、烷基 ® 二苯醚二磺酸鈉、月桂基硫酸單乙醇胺、月桂基硫酸三乙 醇胺、月桂基硫酸銨、硬脂酸單乙醇胺、硬脂酸鈉、月桂 基硫酸鈉、苯乙烯-丙烯酸共聚物之單乙醇胺、聚環氧乙烷 院醚磷酸酯等之陰離子性界面活性劑;聚環氧乙烷油醚、 聚環氧乙烷月桂醚、聚環氧乙烷壬基苯醚、聚環氧乙烷烷 酸磷酸酯、聚環氧乙烷山梨糖醇酐單硬脂酸酯、二乙二醇 單月桂酸酯等之非離子性界面活性劑;烷基四級銨鹽或此 等之環氧乙烷加成物等之陽離子性界面活性劑;烷基二甲 -22 - 1325879 基胺基醋酸膽鹼等之烷基甜菜鹼、烷基咪啤 面活性劑,此等可單獨或2種以上混合使用 於本發明之彩色濾光片用紅色著色組成 成物之經時黏度安定化時可含有儲藏安定劑 高與透明基板之密接性時亦可含有矽烷偶合 高劑。儲藏安定劑例如苯甲基三甲基氯化物 胺等之四級銨氯化物、乳酸、草酸等之有機 t-丁基焦兒茶酚、四乙基膦、四苯基膦等之 酸鹽等。• These pigment derivatives may be used alone or in combination of two or more. The coloring matter derivative is used in an amount of 5 to 4 parts by weight, preferably 1 to 30 parts by weight, based on 100 parts by weight of the total of the red coloring materials. When the amount is less than the lower limit 値 •, the effect of suppressing crystal growth or aggregation of the pigment is small, and when it is larger than the upper limit, the fluidity of the obtained red colored composition may not be maintained. The resin type pigment dispersant may be a condensate of ricinoleic acid or 12-base stearic acid, a basic polymer compound, a copolymer containing an acid group, a fatty acid ester, or an aliphatic polyamine/polyester graft polymerization. , polyethylene / polypropylene addition polymer, and the like. Surfactants such as polyethylene oxide alkyl ether sulfate, sodium dodecylbenzenesulfonate, alkali salt of styrene·acrylic acid copolymer, sodium alkylnaphthalenesulfonate, alkyl® diphenyl ether disulfonate, Lauryl sulfate monoethanolamine, lauryl sulfate triethanolamine, ammonium lauryl sulfate, stearic acid monoethanolamine, sodium stearate, sodium lauryl sulfate, styrene-acrylic acid copolymer monoethanolamine, polyethylene oxide hospital ether Anionic surfactants such as phosphates; polyethylene oxide oleyl ether, polyethylene oxide lauryl ether, polyethylene oxide nonylphenyl ether, polyethylene oxide alkanoic acid phosphate, polyethylene oxide a nonionic surfactant such as sorbitan monostearate or diethylene glycol monolaurate; a cationic interface of an alkyl quaternary ammonium salt or such an ethylene oxide adduct An active ingredient; an alkylbetaine, an alkylated alkyd active agent, such as an alkyl dimethyl-22 - 1325879 acetylcholine acetate, or the like, which may be used alone or in combination of two or more kinds of the color filter of the present invention. It can contain a storage stabilizer when it is stabilized by the red coloring composition. Adhesion with the transparent substrate may also contain the high Silane coupling agent. Storage stabilizers such as quaternary ammonium chloride such as benzyltrimethylammonium chloride, organic t-butyl pyrocatechol such as lactic acid or oxalic acid, acid salts such as tetraethylphosphine or tetraphenylphosphine, and the like .

矽烷偶合劑例如乙烯基參(Θ -甲氧基乙 烯基乙氧基矽烷、乙烯基三甲氧基矽烷等 類、r-甲基丙烯氧基丙基三甲氧基矽烷等S 矽烷類' /3-(3,4 -乙氧基環己基)乙基三I 召-(3,4-環氧基環己基)甲基三甲氧基矽烷、 環己基)乙基三乙氧基矽烷、沒-(3,4-環氧基 乙氧基矽烷、r-環氧丙氧基丙基三甲氧基 丙氧基丙基三乙氧基矽烷等之環氧基矽烷獎 乙基)-r -胺基丙基三甲氧基矽烷、Ν-Θ-(胺 基丙基三乙氧基矽烷、Ν-々_(胺基乙基)-7 二乙氧基矽烷、r-胺基丙基三乙氧基矽烷 三甲氧基砂院、N-苯基-γ-胺基丙基三甲氧 基-r -胺基丙基三乙氧基矽烷等之胺基矽烷 基三甲氧基矽烷、r-毓基丙基三乙氧基矽煩 類等。 ^啉等之兩性界 〇 :物中,爲使組 丨,另外,爲提 •劑等之密接提 丨、二乙基羥基 i酸及其甲醚、 有機膦、亞磷 氧基)矽烷、乙 之乙烯基矽烷 匕(甲基)丙烯基 甲氧基矽烷、 召-(3,4-環氧基 環己基)甲基三 砂院、r -環氧 i、N-点-(胺基 基乙基)-r -胺 -胺基丙基甲基 、7 -胺基丙基 基矽烷、N-苯 類、T -锍基丙 3等之硫代砂院 -23 - 1325879 紅色著色組成物可以照相凹版平版用印刷油墨、 平版印刷油墨、絲網印刷用油墨、溶劑顯像型或鹼顯 著色光阻劑之形態調製。著色光阻劑係爲在含有熱可 樹脂、熱硬性樹脂或活性能量線硬化性樹脂、單體、 聚合起始劑、與溶劑之組成物中使上述3種顏料分散: 種特定顏料以著色組成物之全部固成分量爲基準(100 %),合計含有5〜70重量%之比例較佳》更佳者含有 5〇重量%之比例,其殘留部分實質上由著色料載體所 的樹脂質黏合劑。 紅色著色組成物可以離心分離、供烤過濾、薄膜 等之方法、除去5 μ m以上之粗大粒子(較佳者爲1以 上之粗大粒子、更佳者爲〇.5Mm以上之粗大粒子、最 爲0.2〆m以上之粒子)及混入的灰塵較佳。 本發明之彩色濾光片,係爲在透明基板上具備使 發明之彩色濾光片用紅色著色組成物所形成的紅色濾 部分者。本發明之彩色濾光片,通常另具備使用習知 色組成物所形成的綠色濾光片部分、及藍色濾光片部 透明基板係使用鹼石灰、低鹼硼矽酸玻璃、無鹼 矽酸玻璃等之玻璃板、或聚碳酸酯、聚甲基丙烯酸甲 聚對酞酸乙二酯等之樹脂板。而且,在玻璃板或樹脂 面上爲使液晶板化後之液晶驅動時,亦可形成由氧化 氧化錫等所成的透明電極。 各色濾光片部分之形成,例如可藉由印刷法、微 等方法進行。 無水 像型 塑性 與光 者。3 重量 20〜 提供 過濾 m以 佳者 用本 光片 的著 分。 鋁硼 酯、 板表 銦、 影術 -24- 1325879 藉由印刷法形成各色濾光片部分,由於可僅重複作爲 上述各種印刷油墨所調製的著色組成物之印刷與乾燥予以 圖案化,故彩色濾光片之製造法具有低成本、量產性優異 的優點。另外,藉由印刷技術之發展,可進行具有高尺寸 精度及平滑度之微細圖案之印刷。爲進行印刷時,以在印 刷之版上或在毛毯上、油墨不會乾燥、硬化下之組成較佳》 此外,控制印刷機上油墨之流動性亦極爲重要,亦可藉由 分散劑或體質顏料進行油墨黏度之調整。 藉由微影術形成各色濾光片部分時,使作爲上述溶劑 顯像型或鹼顯像型著色光阻劑之經調製的著色組成物,藉 由噴霧塗覆或旋轉塗覆、隙縫塗覆、輥塗覆等之塗覆方法, 以乾燥膜厚爲〇.2〜ΙΟμιη下塗覆於透明基板上。使塗覆膜 乾燥時’亦可使用減壓乾燥機、對流式烤箱、IR烤箱、熱 板等。視其所需在經乾燥的膜上,與該膜接觸或非接觸狀 態下通過設置有所定圖案之光罩,進行紫外線曝光。然後, 可浸漬於溶劑或鹼顯像液中或藉由噴霧使顯像液噴霧,除 去未硬化部、形成企求的圖案後,有關其他各色重複相同 的操作’製作彩色濾光片。另外,爲促進著色光阻劑之聚 合時’視其所需亦可實施加熱。藉由微影術時,可藉由上 述印刷法製造精度高的彩色濾光片。 於著色組成物顯像時,使用碳酸鈉、氫氧化鈉等之水 溶液作爲鹼顯像液,亦可使用二甲基苯甲胺、三乙醇胺等 之有機驗。而且,於顯像液中亦可使用消泡劑或界面活性 劑。顯像處理方法可使用沖洗顯像法、噴霧顯像法、浸潰 -25 - 1325879 顯像法、攪煉(盛液)顯像法等。此外,爲提高紫外線曝光 感度時,可使上述著色光阻劑塗覆乾燥後,塗覆水溶性或 鹼水溶性樹脂、例如聚乙烯醇或水溶性丙烯酸樹脂等予以 乾燥,形成藉由氧防止聚合阻害的膜後,進行紫外線曝光。 本發明之彩色濾光片,除上述方法外,可藉由電熔法、 轉印法等製造。而且,電熔法係爲利用透明基板上所形成 的透明導電膜,藉由膠體粒子之電泳動使各色之滬光片部 分在透明導電膜電熔形成,製造彩色濾光片的方法。 另外,轉印法係爲在剝離性轉印基片或轉印體之表面 上,預先形成濾光片部分,使該濾光片部分轉印於所欲的 透明基板之方法。 在透明基板或反射基板上形成各色濾光片部分前,預 先形成黑色基體時’可更爲提高液晶顯示板之對比。黑色 基體可使用絡或路/氧化鉻之多層膜、氮化駄等之無機膜、 或使遮光劑分散的樹脂膜。而且,在上述之透明基板或反 射基板上預先形成薄膜電晶體(TFT),然後,形成濾光片部 分。藉由在TFT基板上形成濾光片部分,可提高液晶顯示 板之開口率且提高亮度。 在本發明之彩色濾光片上,視其所需形成表層塗覆膜 或柱狀間隔板、透明導電膜、液晶配向膜等。 其次’說明有關具備本發明之彩色濾光片之液晶顯示 裝置。 第1圖係爲具備本發明之彩色濾光片的液晶顯示裝置 之簡略截面圖。第1圖所示之裝置10,係爲筆記本型電腦 -26 - 1325879 用TFT驅動型液晶顯示裝置之典型例’具備分開對向配置 的一對透明基.板1 1及21,在此等之間封入液晶(LC)。液 晶(LC)視 TN(Twisted Nematic)、 STN(Super Twisted Nematic) 、 IPS(In-Plane Switching) 、 V A(V ertical Alignment) ' OCB(Optically Compensated Birefringence)等 之驅動型而定予以配向。 在第 1之透明基板 11的內面形成 TFT(Thin Film T r an s i s t o r)陣列1 2,於其上形成例如由IΤ Ο所成的透明電 極層13。在透明電極層13上設置配向層14。而且,在透 明基板1 1之外面形成偏光板1 5。 另外,在第2之透明基板21內面形成本發明之彩色濾 光片22。構成彩色濾光片22之紅色、綠色及藍色濾光片 部分,藉由黑色基體(圖中沒有表示)分離。覆蓋彩色濾光 片22,視其所需形成透明保護膜(圖中沒有表示)。此外, 於其上形成例如由ΙΤΟ所成的透明電極層23,覆蓋透明電 極層23,設置配向層24。而且,在透明基板21之外面形 成偏光板25。而且,偏光板15之下方上設置三波長燈31 的背景燈單位3 0。 【實施方式】 於下述中,以實施例及比較例更具體地說明本發明’ 惟本發明不受下述實施例所限制。而且,實施例中「份」 及「%」係各表示「重量份」及「重量%」。另外,顏料之 記號係表示彩色指數編號,例如「PR2 5 4」係表示「C.I. Pigment Red 254」,「PY150」係表示「C.I. Pigment Yellow -27 - 150」。 150」。1325879 另外’於下述例中藉由下述方法測定各種之物性。 <各種物性之測定法> [顏料之平均一次粒徑] 使用透過型電子顯微鏡(日本電子公司製 「JEM- 1 200EX」),計算以5萬倍觀察的試料中之全部顏 料粒子之一次粒徑,以其平均値作爲平均一次粒徑。而且, 粒子形狀不爲球狀時,測定長徑與短徑,且藉由(長徑+短 徑)/2所求得的値作爲粒徑。 [色度及對比性] 使紅色著色組成物硬化後之色度X爲〇.64(F10光源) 下,藉由旋轉塗覆法塗覆於玻璃基板上,在70 °C下乾燥20 分鐘後,使用超高壓水銀燈以使紫外線曝光。然後,使該 基板在2 3 0 °C下熱處理1小時,製得紅色著色膜。有關該紅 色著色膜,使用顯微分光光度計(Olympus光學公司製 「OSP-SP100」)’測定以F10光源之色度(Y,X,y)。而且, 在形成有紅色著色膜之基板的兩側上重疊偏光板,偏光板 係以平行時之亮度(Lp)與直交時之亮度(Lc)的比,且以 Lp/Lc作爲對比性求取。亮度係使用色彩亮度計(Topcon公 司製「BM-5A」),以2°視野之條件測定。 而且,下述製造例中所使用的色素衍生物 D-1〜D-3 如下所示。 -28- 1325879A decane coupling agent such as vinyl quinone (Θ-methoxyvinyl ethoxy decane, vinyl trimethoxy decane, etc., or S-decane such as r-methacryloxypropyltrimethoxy decane) /3- (3,4-ethoxycyclohexyl)ethyltri-I-(3,4-epoxycyclohexyl)methyltrimethoxydecane, cyclohexyl)ethyltriethoxydecane, no-(3 , 4-epoxy ethoxy decane, r-glycidoxypropyltrimethoxypropoxy propyl triethoxy decane, etc., such as epoxy decane styrene ethyl)-r-aminopropyl Trimethoxydecane, Ν-Θ-(aminopropyltriethoxydecane, Ν-々_(aminoethyl)-7 diethoxydecane, r-aminopropyltriethoxydecane trimethyl Amino sulfonium, N-phenyl-γ-aminopropyltrimethoxy-r-aminopropyltriethoxydecane, etc. Aminodecyltrimethoxydecane, r-mercaptopropyltriethyl矽 矽 矽 。 ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ Phosphoroxy) decane, vinyl vinyl decane (methyl) propyl Alkenyl methoxy decane, s-(3,4-epoxycyclohexyl)methyl striate, r-epoxy i, N-dot-(aminoethyl)-r-amine-aminopropyl Thiophthalic acid thiophene phthalocyanine -23 - 1325879 red coloring composition can be used for gravure printing lithographic printing inks, lithographic printing inks, Modification of the screen printing ink, solvent development type or alkali significant color photoresist. The coloring photoresist is obtained by dispersing the above three kinds of pigments in a composition containing a thermosetting resin, a thermosetting resin or an active energy ray-curable resin, a monomer, a polymerization initiator, and a solvent: The total solid content of the substance is based on the reference (100%), and the ratio of 5 to 70% by weight is preferably a total of 5% by weight, and the residual portion is substantially bonded by the resin of the color carrier. Agent. The red coloring composition can be centrifuged, baked, filtered, or the like, and coarse particles of 5 μm or more are removed (preferably larger particles of 1 or more, more preferably coarse particles of 5 Mm or more, most Particles of 0.2 〆m or more and dust mixed therein are preferred. The color filter of the present invention is provided with a red filter portion formed by using the red coloring composition of the color filter of the invention on a transparent substrate. The color filter of the present invention usually has a green filter portion formed using a conventional color composition, and a blue filter portion. The transparent substrate is made of soda lime, low alkali borosilicate glass, and alkali-free ruthenium. A glass plate such as acid glass or a resin plate such as polycarbonate or polyethylene terephthalate. Further, when the liquid crystal is driven on the glass plate or the resin surface to form a liquid crystal, a transparent electrode made of oxidized tin oxide or the like may be formed. The formation of the color filter portions can be carried out, for example, by a printing method or a micro method. Waterless image type plasticity and light. 3 Weight 20~ Provide filter m for the best use of this film. Aluminium boron ester, plate indium, and shadow -24 - 1325879 The color filter portions are formed by a printing method, and can be patterned by printing and drying only as a coloring composition prepared by the above various printing inks. The manufacturing method of the filter has the advantages of low cost and excellent mass productivity. In addition, by the development of printing technology, it is possible to perform printing with a fine pattern having high dimensional accuracy and smoothness. In order to carry out printing, the composition of the ink on the printing plate or on the felt is not dried and hardened. In addition, it is extremely important to control the fluidity of the ink on the printing machine, and it is also possible to use a dispersing agent or a body. The pigment is adjusted for ink viscosity. When the color filter portions are formed by lithography, the prepared coloring composition as the solvent developing type or the alkali developing type colored photoresist is spray-coated or spin-coated or slit-coated. A coating method such as roll coating is applied to a transparent substrate at a dry film thickness of 2 to ΙΟμηη. When the coating film is dried, a vacuum dryer, a convection oven, an IR oven, a hot plate or the like can also be used. Ultraviolet exposure is carried out by providing a mask having a predetermined pattern on the dried film as it is required to be in contact with or in contact with the film. Then, the color filter may be formed by immersing in a solvent or an alkali developing solution or spraying the developing solution by spraying, removing the uncured portion and forming a desired pattern, and repeating the same operation for the other colors. Further, in order to promote the polymerization of the colored photoresist, heating may be carried out as needed. By lithography, a highly accurate color filter can be produced by the above printing method. When the colored composition is developed, an aqueous solution of sodium carbonate or sodium hydroxide is used as the alkali developing solution, and an organic test such as dimethylbenzylamine or triethanolamine can also be used. Further, an antifoaming agent or a surfactant may be used in the developing solution. For the development processing method, a rinsing development method, a spray imaging method, a dipping -25 - 1325879 development method, a smelting (liquid) development method, or the like can be used. Further, in order to improve the ultraviolet exposure sensitivity, the colored photoresist may be coated and dried, and then coated with a water-soluble or alkali-soluble resin such as polyvinyl alcohol or a water-soluble acrylic resin to form a polymer to prevent polymerization inhibition by oxygen. After the film is exposed to ultraviolet light. The color filter of the present invention can be produced by an electrofusion method, a transfer method or the like in addition to the above method. Further, the electrofusion method is a method of producing a color filter by electrophoresis of a colloidal particle by electrophoresis of a colloidal particle by electrophoresis of a colloidal particle on a transparent conductive film. Further, the transfer method is a method in which a filter portion is formed in advance on the surface of the peelable transfer substrate or the transfer body, and the filter portion is transferred to a desired transparent substrate. When the black matrix is formed before the color filter portions are formed on the transparent substrate or the reflective substrate, the contrast of the liquid crystal display panel can be further improved. As the black substrate, a multilayer film of a complex or a road/chromium oxide, an inorganic film such as tantalum nitride, or a resin film in which an opacifier is dispersed can be used. Further, a thin film transistor (TFT) is formed in advance on the above transparent substrate or reflective substrate, and then a filter portion is formed. By forming the filter portion on the TFT substrate, the aperture ratio of the liquid crystal display panel can be improved and the brightness can be improved. On the color filter of the present invention, a surface coating film or a columnar spacer, a transparent conductive film, a liquid crystal alignment film or the like is formed as needed. Next, a liquid crystal display device having the color filter of the present invention will be described. Fig. 1 is a schematic cross-sectional view showing a liquid crystal display device including the color filter of the present invention. The device 10 shown in Fig. 1 is a typical example of a TFT-driven liquid crystal display device for notebook computers -26 - 1325879. A pair of transparent substrates 1 1 and 21 are disposed in opposite directions, and the like. The liquid crystal (LC) is enclosed. The liquid crystal (LC) is aligned depending on a driving type such as TN (Twisted Nematic), STN (Super Twisted Nematic), IPS (In-Plane Switching), V A (V ertical Alignment) OCB (Optically Compensated Birefringence). A TFT (Thin Film T s i s t o r) array 1 2 is formed on the inner surface of the first transparent substrate 11, and a transparent electrode layer 13 made of, for example, I Τ is formed thereon. An alignment layer 14 is provided on the transparent electrode layer 13. Further, a polarizing plate 15 is formed on the outer surface of the transparent substrate 1 1 . Further, the color filter 22 of the present invention is formed on the inner surface of the second transparent substrate 21. The red, green and blue filter portions constituting the color filter 22 are separated by a black matrix (not shown). The color filter 22 is covered, and a transparent protective film (not shown) is formed as needed. Further, a transparent electrode layer 23 made of, for example, tantalum is formed thereon, the transparent electrode layer 23 is covered, and an alignment layer 24 is provided. Further, a polarizing plate 25 is formed on the outer surface of the transparent substrate 21. Further, a backlight unit 3 of the three-wavelength lamp 31 is disposed below the polarizing plate 15. [Embodiment] In the following, the present invention will be more specifically described by way of examples and comparative examples. However, the invention is not limited by the following examples. Moreover, in the examples, "parts" and "%" mean "parts by weight" and "% by weight". Further, the symbol of the pigment indicates the color index number, for example, "PR2 5 4" indicates "C.I. Pigment Red 254", and "PY150" indicates "C.I. Pigment Yellow -27 - 150". 150". 1325879 Further, various physical properties were measured by the following methods in the following examples. <Measurement of various physical properties> [Average primary particle diameter of pigment] Using a transmission electron microscope ("JEM-1200EX" manufactured by JEOL Ltd.), one of all the pigment particles in the sample observed at 50,000 times was calculated. The particle diameter is represented by the average enthalpy as the average primary particle diameter. Further, when the particle shape is not spherical, the long diameter and the short diameter are measured, and the enthalpy obtained by (long diameter + short diameter)/2 is used as the particle diameter. [Chromaticity and Contrast] After the red coloring composition was cured, the chromaticity X was 〇.64 (F10 light source), and it was applied to a glass substrate by spin coating, and dried at 70 ° C for 20 minutes. Use an ultra-high pressure mercury lamp to expose the UV light. Then, the substrate was heat-treated at 230 ° C for 1 hour to obtain a red colored film. With respect to the red colored film, the chromaticity (Y, X, y) of the F10 light source was measured using a microscopic spectrophotometer ("OSP-SP100" manufactured by Olympus Optics Co., Ltd.). Further, a polarizing plate is superposed on both sides of the substrate on which the red colored film is formed, and the polarizing plate is obtained by comparing the luminance (Lp) in parallel with the luminance (Lc) at the time of orthogonality, and using Lp/Lc as a contrast. . The brightness was measured using a color luminance meter ("BM-5A" manufactured by Topcon Corporation) under the condition of a field of view of 2°. Further, the dye derivatives D-1 to D-3 used in the following production examples are as follows. -28- 1325879

D- 2 :D- 2 :

C2H5 D - 3 P2H5C2H5 D - 3 P2H5

NH(CH2)3N c2h5NH(CH2)3N c2h5

N〆 NN〆 N

P2H5 c2h. c2h5P2H5 c2h. c2h5

HN N"、NH(CH2〉3N、 N(CH2)3NHHN N", NH(CH2>3N, N(CH2)3NH

NH(CH2)3N c2h5 c2h5 -29 - 1325879 <微細化顏料之製造> 製造例1 二酮吡咯并吡咯系紅色顏料 PR254(Ciba Specialty Chemicals 公司製「Irgaphor Red B-CF」)100 份、色素衍 生物(D-l) 10份、經粉碎的氯化鈉 1 000份、及二乙二醇 120份加入不绣鋼製1混捏機(Gallon Kneader)(井上製作所 製)’在60°C下混練10小時。使該混合物投入2000份溫水 中,在約80°C下加熱且以高速混合器攪拌約1小時,形成 漿料狀,重複過濾、水洗以除去氯化鈉及溶劑後,在8 0 °C 下乾燥24小時’製得微細化顏料(R-i)。所得顏料之平均 粒徑爲25nm » 製造例2 惠醌系紅色顏料 PR177(Ciba Specialty Chemicals 公司 製「Cromophtal Red A2B」)100 份、色素衍生物(D-2) 8 份、經粉碎的氯化鈉 7 0 0份、及二乙二醇 1 8 0份加入不 銹鋼製1混捏機(井上製作所製),在7 0 °C下混練4小時。 使該混合物投入4000份溫水中,在約80 °C下加熱且以高速 混合器攪拌約1小時,形成漿料狀,重複過濾、水洗以除 去氯化鈉及溶劑後,在80 °C下乾燥24小時,製得微細化顏 料(R-2) »所得顏料之平均粒徑爲30nm。 製造例3 花系紅色顏料PR179(Bayer公司製「Paliogen Maroon L-3920」)100份、色素衍生物(D-2) 8份、經粉碎的氯化 鈉 1000份、及二乙二醇 120份加入不銹鋼製1混湼機(井 -30 - 1325879 上製作所製),在6(TC下混練8小時。使該混合物投入2000 份溫水中’在約8 0 °C下加熱且以高速混合器攪拌約1小 時,形成漿料狀,重複過濾、水洗以除去氯化鈉及溶劑後, 在80°C下乾燥24小時,製得微細化顔料(R-3)。所得顏料 之平均粒徑爲35nm。 製造例4 喹酞酮系黄色顏料 PY138(BASF公司製「Paliotol Yellow K09 6 1 HD」1 0 0份、色素衍生物(D - 3 ) 5份、經粉 碎的氯化鈉 750份、及二乙二醇 180份加入不銹鋼製1 卡龍尼拉(譯音)(井上製作所製),在60 °C下混練6小時。使 該混合物投入3000份溫水中,在約80 °C下加熱且以高速混 合器攪拌約1小時,形成漿料狀,重複過濾、水洗以除去 氯化鈉及溶劑後,在8 0 °C下乾燥2 4小時,製得微細化顏料 (Y-1)。所得顏料之平均粒徑爲40nm。 <丙烯酸樹脂溶液之製造> 在反應容器中加入370份環己酮,在容器內注入氮氣 且在80 °C下加熱,在同溫度下 '以1小時滴入甲基丙烯酸 20.0份、甲基丙烯酸甲酯 1〇.〇份、η-丁基甲基丙烯酸酯 55.0份、2-羥基乙基甲基丙烯酸酯 15.0份、及2,2’·偶氮 雙異丁腈 4.0份之混合物,進行聚合反應》滴完後,另在 °C下反應3小時後,添加在50份環己酮中溶解有1.0份 偶氮雙異丁腈者’再於80 °C下繼續反應1小時,製得丙烯 酸樹脂之溶液。丙烯酸樹脂之重量平均分子量約爲40000。 冷卻至室溫後,使約2g樹脂溶液試樣化,在1 80°C下加熱 1325879 乾燥20分鐘,測定不揮發成分,以該測定結果爲基準在 上述合成的樹脂溶液中以不揮發成分爲20 %胃 己酮,調製丙烯酸樹脂溶液。 <顏料分散液之製造> 使表1所示組成之混合物均勻混合搜拌,使用直徑 1mm之氧化锆珠,以Iger碾磨機(Iger)日本公司製「迷你 型Μ-250 ΜΚΙΙ」)分散3小時後,以5/z m之過滬器過濾, 製得各種顏料分散體。表1中倂記各顏料分散體中& 含有率。 表1NH(CH2)3N c2h5 c2h5 -29 - 1325879 <Production of Micronized Pigment> Production Example 1 Diketopyrrolopyrrole-based red pigment PR254 ("Irgaphor Red B-CF" manufactured by Ciba Specialty Chemicals Co., Ltd.) 100 parts, pigment 10 parts of the derivative (Dl), 1 part of the pulverized sodium chloride, and 120 parts of the diethylene glycol were added to a stainless steel 1 kneader (manufactured by Inoue Seisakusho Co., Ltd.) to mix at 60 ° C. hour. The mixture was poured into 2000 parts of warm water, heated at about 80 ° C and stirred in a high-speed mixer for about 1 hour to form a slurry, which was repeatedly filtered, washed with water to remove sodium chloride and a solvent, and then at 80 ° C. Drying for 24 hours' produces a fine pigment (Ri). The average particle diameter of the obtained pigment was 25 nm. » Production Example 2 100 parts of the red pigment PR177 ("Cromophtal Red A2B" manufactured by Ciba Specialty Chemicals Co., Ltd.), 8 parts of the dye derivative (D-2), and crushed sodium chloride. 70 parts of water and 180 parts of diethylene glycol were placed in a stainless steel 1 kneader (manufactured by Inoue Seisakusho Co., Ltd.), and kneaded at 70 ° C for 4 hours. The mixture was poured into 4000 parts of warm water, heated at about 80 ° C and stirred in a high-speed mixer for about 1 hour to form a slurry, which was repeatedly filtered, washed with water to remove sodium chloride and a solvent, and then dried at 80 ° C. The fine pigment (R-2) was obtained in 24 hours. The obtained pigment had an average particle diameter of 30 nm. Production Example 3 100 parts of flower red pigment PR179 ("Paliogen Maroon L-3920" manufactured by Bayer Co., Ltd.), 8 parts of pigment derivative (D-2), 1000 parts of pulverized sodium chloride, and 120 parts of diethylene glycol Add a stainless steel 1 mixing machine (manufactured by Well -30 - 1325879), mix for 6 hours at 6 (TC. Put the mixture into 2000 parts of warm water' and heat at about 80 °C and stir with a high-speed mixer. After about 1 hour, the slurry was formed into a slurry, and the mixture was repeatedly filtered and washed with water to remove sodium chloride and a solvent, and then dried at 80 ° C for 24 hours to obtain a fine pigment (R-3). The average particle diameter of the obtained pigment was 35 nm. Production Example 4 Quinoneone yellow pigment PY138 (100 parts of "Paliotol Yellow K09 6 1 HD" manufactured by BASF Corporation, 5 parts of pigment derivative (D - 3 ), 750 parts of crushed sodium chloride, and two 180 parts of ethylene glycol was added to a stainless steel 1 cardronella (manufactured by Inoue Co., Ltd.), and kneaded at 60 ° C for 6 hours. The mixture was poured into 3000 parts of warm water, heated at about 80 ° C and at a high speed. The mixer was stirred for about 1 hour to form a slurry, which was repeatedly filtered and washed with water to remove sodium chloride and solvent. It was dried at 80 ° C for 24 hours to obtain a fine pigment (Y-1). The average particle diameter of the obtained pigment was 40 nm. <Production of Acrylic Resin Solution> 370 parts of cyclohexane were added to the reaction vessel. Ketone, nitrogen gas was injected into the vessel and heated at 80 ° C, and 20.0 parts of methacrylic acid, 1 part by mass of methyl methacrylate, 55.0 parts of η-butyl methacrylate were added dropwise at the same temperature for 1 hour. a mixture of 15.0 parts of 2-hydroxyethyl methacrylate and 4.0 parts of 2,2'-azobisisobutyronitrile, and the polymerization reaction was carried out. After the completion of the dropwise addition, the reaction was further carried out at ° C for 3 hours, and then added thereto. 50 parts of cyclohexanone dissolved in 1.0 part of azobisisobutyronitrile were further reacted at 80 ° C for 1 hour to obtain a solution of an acrylic resin. The weight average molecular weight of the acrylic resin was about 40,000. Then, about 2 g of the resin solution was sampled, and dried at 1,380,879 at 180 ° C for 20 minutes, and the nonvolatile matter was measured. Based on the measurement result, the nonvolatile content was 20% in the above-mentioned synthesized resin solution. Ketone, preparation of acrylic resin solution. <Manufacture of pigment dispersion &g t; The mixture of the compositions shown in Table 1 was uniformly mixed and mixed, and zirconia beads having a diameter of 1 mm were used, and dispersed by an Iger mill (Iger) "Mini Μ-250 ΜΚΙΙ" manufactured by Japan Co., Ltd. for 3 hours, and then 5 /zm was filtered through a stocker to obtain various pigment dispersions. Table 1 summarizes the & content ratios of each pigment dispersion. Table 1

顔料 分散體 顏料 色素 衍生物 配合組成 (份) 顔料含率 顔料 色素 衍生物 丙烯酸 樹脂溶液 環己酮 合計 RP-1 R-l D-l 10.8 1.2 40.0 48.0 100.0 PR254 9.8% RP-2 R-2 D-2 11.2 0.8 40.0 48.0 100.0 PR177 10.4% RP-3 R-3 D-2 10.8 1.2 40.0 48.0 100.0 PR179 10.0% RP-4 R-4 D-l 10.8 1.2 40.0 48.0 100.0 PR254 10.8% RP-5 R-5 D-2 11.0 1.0 40.0 48.0 100.0 PR177 11.0% YP-l Y-l D-3 10.8 1.2 40.0 48.0 100.0 PY138 10.3% YP-2 Y-2 D-3 10.8 1.2 40.0 48.0 100.0 PY150 10.8% 注) R-4 : PR254(Ciba Specialty Chemicals 公司製「Irgaphor Red B-CF」:平均一次粒徑:70nm) R-5 : PR177(Ciba Specialty Chemicals 公司製「Cromophtal Red A2B」:平均一次粒徑:80nm) Y-2 : PY15 0(Lanxess 公司製「E4GN-GT」:平均一次粒徑:40nm) -32- 1325879 <紅色著色組成物之調製> . 實施例1 使顏料分散體(RP-1) 21.1份、顏料分散體(rp_2) 20.1 份、顏料分散體(YP-2) 9.7份、丙烯酸樹脂溶液1.0份、 三羥甲基丙烷三丙烯酸酯(新中村化學公司製「NIC酯 ATMPT」)4.0 份、光聚合起始劑(Ciba Specialty Chemicals 公司製「IRGACURE魯卡奇亞(譯音)907」)3.4份、增感劑 (保土谷化學公司製「EAB-F」)0.4份及環己酮40.2份均 Φ 勻攪拌混合後,以之過濾器過濾,製得1〇〇份之紅色 著色組成物(RR-1)»所得的紅色著色組成物中各種顏料之 配合比例如表2所示。而且,有關在玻璃基板上塗覆所得 的紅色著色組成物,所製作的紅色著色膜之色度、對比性 之結果如表3所示。 實施例2 使顏料分散體(RP-1) 25.2份、顏料分散體(RP-2) 21.0 份、顏料分散體(YP-2) 4.8份、丙烯酸樹脂溶液1.0份、三 φ 羥甲基丙烷三丙烯酸酯(新中村化學公司製「NK酯 ATMPT」)4.0 份、光聚合起始劑(Ciba Specialty Chemicals 公司製「IRGACU RE 907」)3.4份、增感劑(保土谷化學公 司製「EAB-F」)0.4份及環己酮40.2份均勻攪拌混合後, 以l/zm之過濾器過濾,製得100份之紅色著色組成物 (R R - 2)。所得的紅色著色組成物中各種顏料之配合比例如 表3所示。而且,有關在玻璃基板上塗覆所得的紅色著色 組成物,所製作的紅色著色膜之色度、對比性之結果如表 3所示。 -33 - 1325879 實施例3 使顏料分散體(RP-1) 21.1份、顏料分散體(RP_2) 26〇 份、顔料分散體(YP-2) 3.8份、丙烯酸樹脂溶液1_〇份、 三羥甲基丙烷三丙烯酸酯(新中村化學公司製rNK醋 ΑΤΜΡΤ」)4.0 份、光聚合起始劑(Ciba Specialty Chemicals 公司製「IRGACURE 907」)3.4份、增感劑(保土谷化學公 司製「EAB-F」)0.4份及環己酮40.2份均勻攪拌混合後, 以l//m之過濾器過濾’製得1〇〇份之紅色著色組成物 (R R - 3 )。所得的紅色著色組成物中各種顔料之配合比例如 表2所示。而且,有關在玻璃基板上塗覆所得的紅色著色 組成物,所製作的紅色著色膜之色度、對比性之結果如表 3所示。 比較例1 使顏料分散體(RP-2) 20.2份、顔料分散體(RP-3) 21.0 份、顏料分散體(YP-2) 9.8份、丙烯酸樹脂溶液 1 .0份、 三羥甲基丙烷三丙烯酸酯(新中村化學公司製「NK酯 ATMPT」)4.0 份、光聚合起始劑(Ciba Specialty Chemicals 公司製「IRGACU RE 907」)3.4份' 增感劑(保土谷化學公 司製「EAB-F」)0.4份及環己酮40.2份均勻攪拌混合後, 以1 M m之過濾器過濾,製得1 00份之紅色著色組成物 (RR-4)。所得的紅色著色組成物中各種顏料之配合比例如 表2所示。而且,有關在玻璃基板上塗覆所得的紅色著色 組成物,所製作的紅色著色膜之色度、對比性之結果如表 3所示。 -34 - 1325879 比較例2 使顏料分散體(RP-4) 24.0份、顏料分散體(RP-2) 22.0 份、顔料分散體(ΥΡ-2) 5·0份、丙烯酸樹脂溶液1.0份、三 涇甲基丙烷三丙烯酸酯(新中村化學公司製「ΝΚ醋 ΑΤΜΡΤ」)4.0 份、光聚合起始劑(Ciba Specialty Chemicals 公司製「IRGACURE 907」)3.4份、增感劑(保土谷化學公 司製「EAB-F」)0.4份及環己酮40.2份均勻攪拌混合後, 以1 μ m之過濾器過濾,製得1 〇 〇份之紅色著色組成物 (RR- 5)。所得的紅色著色組成物中各種顏料之配合比例如 表2所示。而且,有關在玻璃基板上塗覆所得的紅色著色 組成物,所製作的紅色著色膜之色度、對比性之結果如表 3所示。 比較例3 使顏料分散體(RP-1) 25.9份、顏料分散體(RP-5) 20.2 份、顏料分散體(YP-2) 4.9份、丙烯酸樹脂溶液 1.0份、 三羥甲基丙烷三丙烯酸酯(新中村化學公司製「NK酯 ATMPT」)4.0 份、光聚合起始劑(Ciba Specialty Chemicals 公司製「IRGACURE 907」)3.4份、增感劑(保土谷化學公 司製「EAB-F」)0.4份及環己酮40·2份均勻攪拌混合後, 以l;zm之過濾器過濾,製得1〇〇份之紅色著色組成物 (RR-6)。所得的紅色著色組成物中各種顏料之配合比例如 表2所示。而且,有關在玻璃基板上塗覆所得的紅色著色 組成物,所製作的紅色著色膜之色度、對比性之結果如表 3所示。 -35- 1325879 比較例4Pigment dispersion pigment pigment derivative composition (parts) Pigment content pigment pigment derivative Acrylic resin solution Cyclohexanone total RP-1 Rl Dl 10.8 1.2 40.0 48.0 100.0 PR254 9.8% RP-2 R-2 D-2 11.2 0.8 40.0 48.0 100.0 PR177 10.4% RP-3 R-3 D-2 10.8 1.2 40.0 48.0 100.0 PR179 10.0% RP-4 R-4 Dl 10.8 1.2 40.0 48.0 100.0 PR254 10.8% RP-5 R-5 D-2 11.0 1.0 40.0 48.0 100.0 PR177 11.0% YP-l Yl D-3 10.8 1.2 40.0 48.0 100.0 PY138 10.3% YP-2 Y-2 D-3 10.8 1.2 40.0 48.0 100.0 PY150 10.8% Note) R-4 : PR254 (manufactured by Ciba Specialty Chemicals) "Irgaphor Red B-CF": average primary particle diameter: 70 nm) R-5: PR177 ("Cromophtal Red A2B" manufactured by Ciba Specialty Chemicals Co., Ltd.: average primary particle diameter: 80 nm) Y-2 : PY15 0 (manufactured by Lanxess Co., Ltd.) E4GN-GT": average primary particle diameter: 40 nm) -32 - 1325879 <Preparation of red coloring composition>. Example 1 21.1 parts of pigment dispersion (RP-1) and 20.1 parts of pigment dispersion (rp_2) , pigment dispersion (YP-2) 9.7 parts, acrylic resin solution 1.0 part, trimethylolpropane three 4.0 parts of olefinic acid ester ("NIC ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.), 3.4 parts of photopolymerization initiator ("IRGACURE", Ciba Specialty Chemicals, Inc.), sensitizer (Budong Valley) 0.4 parts of "EAB-F" manufactured by Chemical Co., Ltd.) and 40.2 parts of cyclohexanone were uniformly stirred and mixed, and then filtered through a filter to obtain a red color obtained by red coloring composition (RR-1). The compounding ratio of the various pigments in the coloring composition is shown in Table 2, for example. Further, as shown in Table 3, the results of the chromaticity and contrast of the produced red colored film were obtained by coating the obtained red colored composition on a glass substrate. Example 2 25.2 parts of pigment dispersion (RP-1), 21.0 parts of pigment dispersion (RP-2), 4.8 parts of pigment dispersion (YP-2), 1.0 part of acrylic resin solution, tri-φ-hydroxymethylpropane three 4.0 parts of acrylate ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.), 3.4 parts of photopolymerization initiator ("IRGACU RE 907" manufactured by Ciba Specialty Chemicals Co., Ltd.), and sensitizer (EAB-F, manufactured by Hodogaya Chemical Co., Ltd.) 0.4) and 40.2 parts of cyclohexanone were uniformly stirred and mixed, and then filtered through a l/zm filter to obtain 100 parts of a red colored composition (RR-2). The mixing ratio of the various pigments in the obtained red coloring composition is shown in Table 3, for example. Further, as shown in Table 3, the results of the chromaticity and contrast of the red colored film produced by coating the obtained red colored composition on a glass substrate. -33 - 1325879 Example 3 21.1 parts of pigment dispersion (RP-1), 26 parts by weight of pigment dispersion (RP_2), 3.8 parts of pigment dispersion (YP-2), 1% hydrazine solution of acrylic resin solution, trihydroxyl 4.0 parts of methyl propane triacrylate (rNK vinegar 新 manufactured by Shin-Nakamura Chemical Co., Ltd.), 3.4 parts of photopolymerization initiator ("IRGACURE 907" manufactured by Ciba Specialty Chemicals Co., Ltd.), and sensitizer (EAB manufactured by Hodogaya Chemical Co., Ltd.) -F") 0.4 parts and 40.2 parts of cyclohexanone were uniformly stirred and mixed, and then filtered by a filter of 1 / / m to obtain 1 part of a red colored composition (RR - 3 ). The compounding ratio of the various pigments in the obtained red coloring composition is shown in Table 2, for example. Further, as shown in Table 3, the results of the chromaticity and contrast of the red colored film produced by coating the obtained red colored composition on a glass substrate. Comparative Example 1 20.2 parts of a pigment dispersion (RP-2), 21.0 parts of a pigment dispersion (RP-3), 9.8 parts of a pigment dispersion (YP-2), 1.0 part of an acrylic resin solution, and trimethylolpropane 4.0 parts of triacrylate ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.), photopolymerization initiator ("IRGACU RE 907" manufactured by Ciba Specialty Chemicals Co., Ltd.), 3.4 parts of sensitizer (EAB-made by Hodogaya Chemical Co., Ltd.) F") 0.4 parts and 40.2 parts of cyclohexanone were uniformly stirred and mixed, and then filtered through a 1 M m filter to obtain 100 parts of a red colored composition (RR-4). The compounding ratio of the various pigments in the obtained red coloring composition is shown in Table 2, for example. Further, as shown in Table 3, the results of the chromaticity and contrast of the red colored film produced by coating the obtained red colored composition on a glass substrate. -34 - 1325879 Comparative Example 2 24.0 parts of pigment dispersion (RP-4), 22.0 parts of pigment dispersion (RP-2), pigment dispersion (ΥΡ-2) 5.0 parts, acrylic resin solution 1.0 part, three 4.0 parts of 泾methylpropane triacrylate ("Vinegar ΑΤΜΡΤ" by Nakamura Co., Ltd.), 3.4 parts of photopolymerization initiator ("IRGACURE 907" manufactured by Ciba Specialty Chemicals Co., Ltd.), and sensitizer (manufactured by Hodogaya Chemical Co., Ltd.) "EAB-F") 0.4 parts and 40.2 parts of cyclohexanone were uniformly stirred and mixed, and then filtered through a filter of 1 μm to obtain 1 part of a red colored composition (RR-5). The compounding ratio of the various pigments in the obtained red coloring composition is shown in Table 2, for example. Further, as shown in Table 3, the results of the chromaticity and contrast of the red colored film produced by coating the obtained red colored composition on a glass substrate. Comparative Example 3 25.9 parts of pigment dispersion (RP-1), 20.2 parts of pigment dispersion (RP-5), 4.9 parts of pigment dispersion (YP-2), 1.0 part of acrylic resin solution, and trimethylolpropane triacrylate 4.0 parts of ester ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.), 3.4 parts of photopolymerization initiator ("IRGACURE 907" manufactured by Ciba Specialty Chemicals Co., Ltd.), and sensitizer ("EAB-F" manufactured by Hodogaya Chemical Co., Ltd.) 0.4 parts and 40. 2 parts of cyclohexanone were uniformly stirred and mixed, and then filtered through a filter of 1;zm to obtain 1 part of a red colored composition (RR-6). The compounding ratio of the various pigments in the obtained red coloring composition is shown in Table 2, for example. Further, as shown in Table 3, the results of the chromaticity and contrast of the red colored film produced by coating the obtained red colored composition on a glass substrate. -35- 1325879 Comparative Example 4

使顏料分散體(RP-1) 25.2份、顏料分散體(RP-2) 20.8 份、顏料分散體(γρ—i) 5·〇份、丙烯酸樹脂溶液丨.0份、 三羥甲基丙烷三丙烯酸酯(新中村化學公司製「NK酯 ATMPT」)4.0 份、光聚合起始劑(ciba Specialty Chemicals 公司製「IRGACURE 907」)3.4份、增感劑(保土谷化學公 司製「EAB-F」)0.4份及環己酮40.2份均勻攪拌混合後, 以1 # m之過濾器過濾,製得1 〇 〇份之紅色著色組成物 (RR-7)。所得的紅色著色組成物中各種顏料之配合比例如 表2所示。而且,有關在玻璃基板上塗覆所得的紅色著色 組成物,所製作的紅色著色膜之色度、對比性之結果如表 3所示。 表2 紅色著 色組成 物 顏料分散體之 配合組成(份) 顏ϋ 碎之配合t 匕例 PR254 PR177 PR179 PY150 PY138 實施例1 RR-1 RP-1 RP-2 YP-2 40% 40% - 20% - 21.2 20.1 9,7 實施例2 RR-2 RP-1 RP-2 YP-2 48% 42% - 10% - 25.2 21.0 4.8 實施例3 RR-3 RP-1 RP-2 YP-2 40% 52% - 8% - 21.2 26.0 3.8 比較例1 RR-4 RP-2 RP-3 YP-2 - 40% 40% 20% - 20.2 21.0 9.8 比較例2 RR-5 RP-4 RP-2 YP-2 48% 42% - 10% - 24.0 22.0 5.0 比較例3 RR-6 RP-1 RP-5 YP-2 48% 42% - 10% - 25.9 20.2 4.9 比較例4 RR-7 RP-1 RP-2 YP-1 48% 42% - - 10% 25.2 20.8 5.0 -36- 1325879 表3 色度 對比 Y X y 實施例1 24.5 0.64 0.33 2600 實施例2 24.3 0.64 0.33 2800 實施例3 23.8 0.64 0.32 3000 比較例1 21.2 0.64 0.3 1 2400 比較例2 24.3 0.64 0.33 900 比較例3 24.0 0.64 0.33 1200 比較例4 24.5 0.64 0.32 140025.2 parts of pigment dispersion (RP-1), 20.8 parts of pigment dispersion (RP-2), pigment dispersion (γρ—i) 5·〇 part, acrylic resin solution 丨.0 parts, trimethylolpropane three 4.0 parts of acrylate ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.), 3.4 parts of photopolymerization initiator ("IRGACURE 907" manufactured by Ciba Specialty Chemicals Co., Ltd.), and sensitizer (EAB-F manufactured by Hodogaya Chemical Co., Ltd.) 0.4 parts and 40.2 parts of cyclohexanone were uniformly stirred and mixed, and then filtered through a 1 #m filter to obtain 1 part of a red colored composition (RR-7). The compounding ratio of the various pigments in the obtained red coloring composition is shown in Table 2, for example. Further, as shown in Table 3, the results of the chromaticity and contrast of the red colored film produced by coating the obtained red colored composition on a glass substrate. Table 2 Red coloring composition Pigment dispersion composition (part) Yan Yan Broken compound t Example PR254 PR177 PR179 PY150 PY138 Example 1 RR-1 RP-1 RP-2 YP-2 40% 40% - 20% - 21.2 20.1 9,7 Example 2 RR-2 RP-1 RP-2 YP-2 48% 42% - 10% - 25.2 21.0 4.8 Example 3 RR-3 RP-1 RP-2 YP-2 40% 52 % - 8% - 21.2 26.0 3.8 Comparative Example 1 RR-4 RP-2 RP-3 YP-2 - 40% 40% 20% - 20.2 21.0 9.8 Comparative Example 2 RR-5 RP-4 RP-2 YP-2 48 % 42% - 10% - 24.0 22.0 5.0 Comparative Example 3 RR-6 RP-1 RP-5 YP-2 48% 42% - 10% - 25.9 20.2 4.9 Comparative Example 4 RR-7 RP-1 RP-2 YP- 1 48% 42% - - 10% 25.2 20.8 5.0 -36- 1325879 Table 3 Chromaticity contrast YX y Example 1 24.5 0.64 0.33 2600 Example 2 24.3 0.64 0.33 2800 Example 3 23.8 0.64 0.32 3000 Comparative Example 1 21.2 0.64 0.3 1 2400 Comparative Example 2 24.3 0.64 0.33 900 Comparative Example 3 24.0 0.64 0.33 1200 Comparative Example 4 24.5 0.64 0.32 1400

如表3所示,使用本發明實施例1〜3之著色組成物所 形成的紅色著色膜中,X爲0.64時之色度y在0.30〜0.35 之範圍,且明度Y値爲23以上。另外,對比性亦可達到高 値。 此外,使用比較例1之著色組成物所形成的紅色著色 膜中,明度Y値大爲降低成23。此係因藉由使用RP 179取 代PR2 5 4,其較PR254更可使600nm附近之透過光譜在長 波長側,背景光之紅色亮線之吸收變大之故。而且,比較 例2〜4之紅色著色膜中,對比性爲低値。比較例2及3中 使用平均一次粒徑大於本發明之規定範圍的上限値(5 Onm) 之紅色顏料,另外,比較例4中由於使用PY138作爲黃色 顔料,各去極化作用顯著,對比性爲低値。 【圖面之簡單說明】 【第1圖】係爲具備本發明彩色濾光片之液晶顯示裝 置例的簡略截面圖 -37 - 1325879As shown in Table 3, in the red colored film formed by using the coloring compositions of Examples 1 to 3 of the present invention, the chromaticity y when X is 0.64 is in the range of 0.30 to 0.35, and the brightness Y値 is 23 or more. In addition, the contrast can also be achieved. Further, in the red colored film formed by using the color composition of Comparative Example 1, the brightness Y値 was greatly reduced to 23. This is because the PR2 5 4 is substituted by using RP 179, which makes the transmission spectrum near 600 nm on the long wavelength side and the absorption of the red bright line of the background light larger than that of the PR254. Further, in the red colored films of Comparative Examples 2 to 4, the contrast was low. In Comparative Examples 2 and 3, a red pigment having an average primary particle diameter larger than the upper limit 値 (5 Onm) of the predetermined range of the present invention was used, and in Comparative Example 4, since PY138 was used as a yellow pigment, the respective depolarization effects were remarkable, and the contrast was remarkable. It is low. BRIEF DESCRIPTION OF THE DRAWINGS [Fig. 1] is a schematic cross-sectional view showing an example of a liquid crystal display device having the color filter of the present invention -37 - 1325879

【元件符 號說 明 ] 10 裝 置 11, 2 1 透 明 基 板 12 陣 列 13, 23 透 明 電 極 層 14, 24 配 向 層 15, 25 偏 光 板 22 彩 色 濾 光 片 3 0 背 景 燈 單 位 3 1 二 波 長 燈 LC 液 晶[Component Symbol Description] 10 Installation 11, 2 1 transparent substrate 12 array 13, 23 transparent electrode layer 14, 24 alignment layer 15, 25 polarizing plate 22 color filter 3 0 backlight lamp unit 3 1 two wave long lamp LC liquid crystal

Claims (1)

1325879 气1年?月π日修正本 (20lu ifi 3月12曰修正) 第95丨4〇917號「彩色濾光片用紅色著色組成物、彩色爐光 片及液晶顯示裝置J專利案 十、申請專利範圍: 1· 一種彩色濾光片用紅色著色組成物,其係於含有由透明 樹脂、其前驅體或此等混合物所成的著色料載體、與紅 色著色料之彩色濾光片用紅色著色組成物,其特徵爲該 紅色著色料至少含有由C.I. Pigment Red 254所構成的二 酮吡咯并吡咯系紅色顏料、C.I. Pigment Red 177所構成 的惠醌系紅色顏料、及C.I. Pigment Yellow 150所構成 的偶氮系黃色顏料之3種顏料,且各顏料之平均一次粒 徑爲10〜50nme 2. 如申請專利範圍第1項之彩色濾光片用紅色著色組成 物,其中使用該彩色濾光片用紅色著色組成物形成紅色 著色膜,且該紅色著色膜使用F10光源測定XYZ表色系 之色度時,X爲0.64時色度y在0.30〜0.35之範圍內’ 且明度Y値爲2 3以上。 3. 如申請專利範圍第1項之彩色濾光片用紅色著色組成 物,其中對該3種顏料之合計重量而言,佔有35〜65重 量°/。之該二酮吡咯并吡咯系紅色顏料,佔有30〜50重量 %之蒽醌系紅色顏料,佔有5〜25重量之%偶氮系黃色顏 料》 4. 如申請專利範圍第1項之彩色濾光片用紅色著色組成 物,其中對該紅色著色料之合計爲100重量份而言’含 1325879 有比例爲60〜450重量份之該著色料載體。 5. —種彩色濾光片,其特徵爲具備使用如申請專利範圍第1 至4項中任一項之彩色濾光片用紅色著色組成物所形成 的紅色濾光片部分。 6. —種液晶顯示裝置,其特徵爲具備如申請專利範圍第5 項之彩色濾光片。1325879 Gas for 1 year? π 日 日 Revision (20lu ifi March 12曰 Amendment) No. 95丨4〇917 “Red coloring composition for color filters, color furnace light film and liquid crystal display device J Patent X. Patent application scope: 1 A red coloring composition for a color filter, which is a red coloring composition containing a coloring material carrier formed of a transparent resin, a precursor thereof, or a mixture thereof, and a color filter having a red coloring material. The red coloring material is characterized in that it contains at least a diketopyrrolopyrrole red pigment composed of CI Pigment Red 254, a Huiyi red pigment composed of CI Pigment Red 177, and an azo yellow composed of CI Pigment Yellow 150. 3 kinds of pigments of the pigment, and the average primary particle diameter of each pigment is 10 to 50 nm. 2. The color filter of the first aspect of the patent application is a red coloring composition, wherein the color filter is used to color the composition with red. When a red colored film was formed and the chromaticity of the XYZ color system was measured using an F10 light source, the chromaticity y was in the range of 0.30 to 0.35 when X was 0.64, and the brightness Y値 was 2 3 or more. 3. The color filter of claim 1 is a red colored composition, wherein the diketopyrrolopyrrole red pigment is 35 to 65 weight% of the total weight of the three pigments. And occupies 30 to 50% by weight of the lanthanide red pigment, and occupies 5 to 25 % by weight of the azo yellow pigment. 4. The colored filter of the color range of claim 1 is colored with a red coloring composition, wherein The total amount of the red coloring material is 100 parts by weight, and the coloring material carrier is contained in a ratio of 60 to 450 parts by weight. 5. A color filter characterized by being used as disclosed in claims 1 to 4 The color filter of any one of the items is a red color filter portion formed by a red coloring composition. 6. A liquid crystal display device comprising the color filter of item 5 of the patent application.
TW95140917A 2005-11-10 2006-11-06 Red-colored composition for color filters, color filter, and liquid crystal display device TWI325879B (en)

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Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5497991B2 (en) * 2008-03-13 2014-05-21 富士フイルム株式会社 Method for producing pigment fine particles
JP5402158B2 (en) * 2008-06-06 2014-01-29 Jsr株式会社 Color composition for forming red pixel, color filter, and color liquid crystal display element
JP5348522B2 (en) * 2008-06-27 2013-11-20 大日本印刷株式会社 Coloring composition and color filter
JP2010026290A (en) * 2008-07-22 2010-02-04 Toppan Printing Co Ltd Color filter and liquid crystal display device equipped with the same
JP2010026423A (en) * 2008-07-24 2010-02-04 Toppan Printing Co Ltd Color filter and liquid crystal display device equipped with the same
JP5018691B2 (en) * 2008-08-13 2012-09-05 三菱化学株式会社 Pigment dispersion, coloring composition for color filter, color filter, liquid crystal display device, and organic EL display
KR100976460B1 (en) 2008-08-29 2010-08-17 제일모직주식회사 Photosensitive resin composition for color filter and color filter using same
TWI477854B (en) * 2012-02-09 2015-03-21 Chi Mei Corp Color liquid crystal device
TWI476273B (en) 2012-12-04 2015-03-11 Dainippon Ink & Chemicals Liquid crystal display device
WO2014128885A1 (en) 2013-02-21 2014-08-28 Dic株式会社 Liquid crystal display device
US9410084B2 (en) 2013-06-18 2016-08-09 Dic Corporation Liquid crystal display device
US9810938B2 (en) 2013-11-29 2017-11-07 Dic Corporation Liquid crystal display device
JP5666037B1 (en) 2014-03-13 2015-02-04 株式会社Dnpファインケミカル Method for producing pigment dispersion, pigment dispersion and colored resin composition for color filter
TWI518384B (en) * 2014-05-30 2016-01-21 友達光電股份有限公司 Color filter
JP2018025612A (en) * 2016-08-08 2018-02-15 株式会社Dnpファインケミカル Colored composition for color filter, color filter and display device
KR102613881B1 (en) 2017-12-22 2023-12-15 토요잉크Sc홀딩스주식회사 Coloring composition for color filter, and color filter
KR20190132934A (en) 2018-05-21 2019-11-29 토요잉크Sc홀딩스주식회사 Azo pigment, Coloring agent for color filter, Coloring composition for color filter, Color filter, Liquid crystal display device, Solid-state image sensor, and Organic light-emitting display device

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3786748B2 (en) * 1996-11-01 2006-06-14 東洋インキ製造株式会社 Coloring composition for color filter and color filter
JP3756594B2 (en) * 1996-11-20 2006-03-15 東洋インキ製造株式会社 Coloring composition for color filter and color filter
JP3986343B2 (en) * 1996-12-09 2007-10-03 三菱化学株式会社 Colored image forming material for color filter and color filter
JP4218999B2 (en) * 1998-02-19 2009-02-04 富士フイルム株式会社 Photosensitive coloring composition for color filter
JP2001228322A (en) * 1999-12-09 2001-08-24 Toray Ind Inc Color filter and liquid crystal display device
JP2001214077A (en) * 2000-01-31 2001-08-07 Fuji Photo Film Co Ltd Colored composition and color filter
JP4258180B2 (en) * 2001-10-11 2009-04-30 東レ株式会社 Color filter and liquid crystal display device
JP2003185825A (en) * 2001-12-19 2003-07-03 Dainippon Ink & Chem Inc Pigment composition, pigment dispersion resist and color filter
JP2005232432A (en) * 2003-10-22 2005-09-02 Mitsubishi Chemicals Corp Pigment dispersion, process for preparation of pigment dispersion, colored resin composition, color filter and liquid crystal display apparatus
JP4821316B2 (en) * 2005-03-30 2011-11-24 東レ株式会社 Red colorant composition and color filter

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