TWI354813B - Coloring composition for use in color filter and m - Google Patents
Coloring composition for use in color filter and m Download PDFInfo
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- TWI354813B TWI354813B TW095143336A TW95143336A TWI354813B TW I354813 B TWI354813 B TW I354813B TW 095143336 A TW095143336 A TW 095143336A TW 95143336 A TW95143336 A TW 95143336A TW I354813 B TWI354813 B TW I354813B
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- pigment
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- 0 C**(*)c(cc1)ccc1N**(C*=*)*C Chemical compound C**(*)c(cc1)ccc1N**(C*=*)*C 0.000 description 3
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/003—Pigment pastes, e.g. for mixing in paints containing an organic pigment
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/002—Pigment pastes, e.g. for mixing in paints in organic medium
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/133509—Filters, e.g. light shielding masks
- G02F1/133514—Colour filters
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- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Nonlinear Science (AREA)
- Mathematical Physics (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Optical Filters (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
1354813 .巴/慮光片之製k方法,以將对光性、而于熱性優良之顏料作 .為著色劑之所謂「顏料分散法」之方法為主流。 然而’一般將顏料分散而成之彩色濾光片,由於顏料 所造成之光散射等,而有「擾亂液晶所控制之偏光程度」 之問題。亦即,由於當必須將光遮斷時(〇FF狀態)會發生 漏光,而當必須透光時(0N狀態)則發生透光衰減,而有 「ON狀態與0FF狀態時顯示裝置之亮度比率(明暗對比度) 為低」之問題。 ^ 為了實現彩色液晶顯示裝置之高對比化,亦即為了得 到能抑制光散射等且高對比度之彩色濾光片,乃將濾光片 區段中所含之顏料進行微細化處理。將顏料微細化處理之 方法中,現今廣泛採用之方法為溶劑鹽磨法⑽馈 milling)。 溶劑鹽磨法係將粗大顏料粒子在作為磨碎助劑之氣化 納或硫酸鈉等無機鹽類,及乙二醇、二乙二 二 ^生:之:溶性有機溶劑存在下,藉由捏合機等以:械 子微“、敕:微細化之方法。溶劑鹽磨法雖為將顏料粒 Λ 一 正粒之有效方法,然而彩色濾光片中, :/更同之對比化’必須使用比先前溶劑鹽磨法所得之顏二 更试細且經整粒之顏料。 >'; 又’關於決定以溶劑鹽磨法製造之顏料品 已知有磨彳助劑之量及粒徑、水溶性有H 二。關於溶劑鹽磨法中所用之磨碎 二 表一號公報中記載之「以具有心 318785 6 1354813 平均粒度之鹽為較佳,以具有ίο至50 g m之平均粒度之 羞為付^」’及曰本特開2〇〇2-121420號公報中記載之「以 使用平均粒彳空〇 5至5〇 # m之無機鹽為更佳」。然而,在 任一公報中,均未對於「溶劑鹽磨法中,使用何種品質之 磨钚助Μ,可有效率地得到於短時間内能有效率地磨碎粗 大之顏料粒子’並能形成高對比度之彩色遽光片的具期望 。口貝的微細顏料」之觀點進行檢討。 ,【發明内容】 發明欲解決之 本發明之目的係提供一種彩色遽光片用著色組成物, =組成物使用料_可有㈣地微細化且經整粒之顏 料,而可形成高對比度之彩色遽光片。本發明之其他目^ 係提供一種於短時間内可有^ ^ ^ ^ ^ ^ 、 组成物之方本甘士 令政丰地衣心杉色濾光片用著色 法,,、中該彩色濾光片用著色組成 對比度之彩色遽光片。本發明之具物了七成阿 比度之彩色;慮光片。 再一其他目的係提供高對 解決此誤韻所偵用夕手巧 定之:Γ;::人等發現在溶劑鹽磨法中,藉由使用特1354813. The method of making a light film and a light-sensitive film is a method in which a pigment which is excellent in light properties and heat is used as a so-called "pigment dispersion method" for a colorant. However, the color filter in which the pigment is generally dispersed has a problem of "disturbing the degree of polarization controlled by the liquid crystal" due to light scattering by the pigment. That is, when light must be blocked (〇 FF state), light leakage occurs, and when it is necessary to transmit light (0N state), light transmission attenuation occurs, and there is a brightness ratio of the display device in the "ON state and the 0FF state". (Bright contrast) is a low problem. In order to achieve high contrast of the color liquid crystal display device, that is, a color filter containing high contrast in suppressing light scattering or the like is obtained, and the pigment contained in the filter segment is subjected to miniaturization. Among the methods for refining the pigment, the method widely used today is the solvent salt milling method (10). The solvent salt milling method is to knead the coarse pigment particles by using an inorganic salt such as a gasification sodium or sodium sulfate as a grinding aid, and an ethylene glycol or a dibasic compound: a soluble organic solvent. The machine is: the method of micro-", 敕: micro-refinement. Although the solvent-salting method is an effective method for smashing the pigment granules, in the color filter, :/ is more contrasting' must be used. A finer and finer pigment than the pigment obtained by the previous solvent salt milling method. >'; and 'the amount and size of the abrasive auxiliaries are known for the pigments produced by the solvent salt milling method. It is water-soluble with H. It is preferred to use the salt having the average particle size of 318785 6 1354813 as described in the grinding salt-milling method, and to have an average particle size of ίο to 50 gm. It is more preferable to use the inorganic salt of the average granules of 5 to 5 〇 #m as described in the Japanese Patent Publication No. 2-1121420. However, in any of the publications, it is not possible to efficiently obtain coarse pigment particles in a short period of time and to form a quality honing aid in the solvent salt milling method. The viewpoint of high-contrast color calenders with the expectation of fine pigments of mussels is reviewed. SUMMARY OF THE INVENTION The object of the present invention is to provide a coloring composition for a color calendering sheet, which can be formed into a high-contrast pigment by having a finely divided and pigmented pigment. Colored calenders. Another object of the present invention is to provide a coloring method for a color filter of a sage of a squirrel, which is a ^^^^^^ composition in a short time, and a color filter for the color filter. Coloring the color grading sheet that forms the contrast. The present invention has a color of 70% Abyss; a light sheet. Another purpose is to provide a high pair of solutions to solve this misrepresentation: Γ;:: people found in the solvent salt grinding method, by using special
::鹽,可_於短時間内能有效率地微細化且經整J 亦即,本發明係闕於—種彩色濾光片用 有:包含透明樹脂、其前驅物或該等之混、 之顏科載體'以及顏料;該組成物之特徵為.上,口物 又马.上迷顏料係 3J8785 7 1354813 【實施方式】 實施本發明之最佳开$熊 首先,對於本發明中之滹卉 :方法加以說明。 …用者色組成物及其製造 本發明之才> 色濾光片用著色組成物,係含有包含 樹脂、其前驅物或該等之混合物 月 上述顏料係藉由將含有有機顏:之:體,以及㈣^ 之..日人物.θ蝻& & ^ κ孤與水溶性有機溶劑 =物以東而予以微細化處理的微細有機顏料,其中, :…’以體積為基準之中值粒徑(〇5〇)係ι至5—,抓 粒徑陶係心m以下,含量係〇〇〇2至〇训重量%。。 又,本發明之濾光片用著色組成物之製 料、食鹽與水溶性有機溶劑混合,得到混合二_ :::遠合物混煉而使有機顏料微細化,: =細=有機顏料’並將回收之有機顏料,與包= 月树月日、其月·』驅物或古玄笑,s 赢之、廣Μ η 顏料载體予以混合」 •濾Λ片用者色組成物之製造方法。上 :準之中值粒_0)係…。_ 心二 _ =下,峋含量係0.002至0.08重量%。 仏 ::田有機顏料之平均一次粒徑雖隨微細 或有機顏料之種類而異,然二之條件 制任意-次粒徑於。.01至。條件,可控 中,有機顏粗G 左右之記圍内。本發明 —t枓平均一次粒徑,可藉由使用電子顯料 疋100個以上有機顏料 、,,'微.見而 從所得測定值求得/粒體積為基準 318785 9 有機=5=::=料係於彩色濾光片之公知 以有機顏料而言,當使用平均:二二:2種以上而使用。 有機顏料a夸,由於可將有 “為0·1至0·5心之 Λ , ,有機顏料有效率地微細化至0 〇丨$ 之非常微細狀態,尤至广至 佳。有機顏料亦可使用㈣有⑽,對比性’故為特 到之η 4機顏料’亦即直接從合成得 =( )Γ次粒徑為1G至_㈣左右之大粒子’或⑻ 、-人拉徑為0 ·01 " m以下之非常微細粒子極強力地凝 集而成之粒子(凝集物)。 以下,將可使用於本發明之彩色遽光片著色組成物 之有機顏料之具體例以顏色指數(c〇1〇r index)編號表示。 形成紅色濾光片區段用之紅色著色組成物,可使用, 例如,C. I. Pigment Red 7、9、14、41、48 : 1、48 : 2、 48 : 3、48 : 4、81 : :1、81 : 2、81 : 3、97、122、123、146、 149 ' 168、177、178、180、184、185、187、192、200、 202、208、210、215、216、217、220、223、224、226、 227、228、240、246、254、255、264、272 等紅色顏料。 紅色著色組成物中可併用黃色顏料或橙色顏料。 形成黃色濾光片區段用之黃色著色組成物,可使用, 例如,C. I. Pigment Yellow 1、2、3、4、5、6、10、12、 13、14' 15、16、17、18、20、24、31、32、34、35、35: 1、36、36 : 1、37、37 : 1、40、42、43、53、55、60、61、 62 、 63 、 65 、 73 、 74 、 77 、 81 、 83 、 86 、 93 、 94 、 95 、 97 、 98、100、101、104、106、108、109、Π0、113、114、115、 10 318785 1354813 • 116 、 117 、 118 、 119 、 120 、 I23 、 125 、 126 、 127 、 128 、 129 、 137 、 138 、 139 、 147 、 148 、 150 、 151 、 152 、 153 、 • 154 、 155 、 156 、 161 、 162 、 164 、 166 、 167 、 168 、 169 、 • 170 、 171 、 172 、 173 、 174 、 175 、 176 、 177 、 179 、 180 、 181、182、185、187、188、193、194、199 等黃色顏料。 形成橙色濾光片區段用之橙色著色組成物,可使用, 例如,C. I. Pigment Orange 36、43、51、55、59、61 等撥 色顏料。 鲁 形成綠色濾光片區段用之綠色著色組成物,可使用例 如 C. I. Pigment Green 7、10、36、37 等綠色顏料。綠色 著色組成物中可併用黃色顏料。 形成髮色慮光片區段用之藍色著色組成物,可使用, 例如,C. I. Pigment Blue 15、15: 1、15: 2、15: 3、15. 4、15 : 6、16、22、60、64等藍色顏料。藍色著色組成物 中可併用 C_ I. Pigment Violet 1、19、23、27、29、30、32、 鲁37、40、42、50等紫色顏料。 形成青綠色(cyan)濾光片區段用之青綠色著色組成 物’可使用,例如 ’ C. I. Pigment Biue 1 5 : 1、1 s . ο 1 c 1 ^ · 2 ' 15 : 4' 15: 3、15: 6、16、81 等藍色顏料。 形成洋紅(magenta)色濾光片區段用之洋紅 巴考色組 成物,可使用,例如,C. I· pigment Vi〇let j、19 及 c Pigment Red H4、H6、177、169、81 等紫色顏料及 顏料。洋紅色著色組成物中可併用黃色顏料。 、 本發明之彩色濾光片用著色組成物中, 調色,可 318785 11 1354813 不使耐熱性降低之範圍内含有染料。 .、煉有有璣顏料、食鹽與水溶性有機溶劑之混合物混 「’為了防止有機顏料之結晶成長或結晶線缺陷(_ ㈣叫’亦可添加將取代基導人至有機_的顏料衍 力之顏料何生物’雖較佳為以微粉碎之有機顏料 為母體之顏枓衍生物,然而亦可為母體不同之顏料衍生 .物。顏料衍生物所具有之取代基可為石黃酸基、石黃酸胺基、 酞醯亞胺基甲基等。 鲁本發明所使用之食鹽,係以體積為基準之中值粒徑 = 50)為1至50"m,95%粒徑(〇95)為8〇"爪以下,含 量為0.002至0.08重量%之食鹽,其在將有機顏料微細化 時具有作為磨碎助劑之機能。食鹽之以體積為基準之中值 粒徑(D50)以1至2〇# m為較佳,95%粒徑(D95)以%以爪 以下為車又“。再者,尤其在尋求高對比度之濾光片時,有 ’機顏料之微細化處理中所用之食鹽亦以微細者為特佳,可 籲適當地使用以體積為基準之中值粒徑(D5〇)係1至1〇以爪, 95%粒徑(D95)係20 /z m以下之食鹽。 以體積為基準之中值粒徑(D50)係1至50// m,95%粒 徑(D95)係80# m以下之食鹽可藉由將市售之食鹽等原料 食鹽粉碎而調製。 若食鹽之中值粒徑(D50)大於50 # m,則無法得到期望 之微細且均一地經整粒之微細有機顏料。另一方面,若舍 鹽之中值粒徑小於1 // m ’則必須藉由特殊之粉碎機並耗目 大量之能量,且要得到此種食鹽本身即很困難。又,若食 318785 12 1354813 •鹽之95%粒徑(D95)超過80 // m,則粗大之食鹽粒子增加, 成為粉碎效率降低之主因,而難以得到期望之微細顏料。 % • 再者,食鹽之95%粒徑(D95)之下限為中值粒徑(D50)。 • 食鹽之以體積為基準之中值粒徑(D50)及95%粒徑,係 使用雷射折射式Microtrac粒度分析計,從測得之粒度分 布算出,D50及D95粒徑分別意指具有以下粒徑之粒子: 以體積為基準,佔粒子全體之50%及95%。 影響有機顏料微細化之因子,除了食鹽之粒徑外,為 —籲食鹽之形狀。從製造微細且經整粒成均一粒徑之微細有機 顏料之觀點而言,有稜有角形狀之食鹽比圓形食鹽好。 以體積為基準之中值粒徑(D50)為1至50 # m,95%粒 徑(D95)為80 ;zm以下之食鹽,雖可藉由粉碎粒徑大之原 料食鹽而得到,然而粉碎食鹽之形狀,隨原料食鹽中之 Mg含量而異。 原料食鹽中之Mg含量多於0.08重量%時,去角而形 φ成圓形,成為具有圓滑表面之食鹽粒子。另一方面,若將 Mg含量為0.08重量%以下之原料食鹽粉碎,則將成為有 稜有角、表面粗糙之食鹽粒子。又,Mg含量少於0.002重 量%之食鹽,為試料等級之食鹽,成本變高,工業上難以 使用。 因此,本發明所用之食鹽,Mg含量為0.002至0.08 重量。/。,其中以Mg含量在0.005至0.05重量%範圍之食鹽 為較佳。 又,關於食鹽之品質,以水分含量低者為較佳。工業 13 318785 丄354813 曰C ‘連(所含氣化納在9 5以上)中通常含有1 〇重量% .、乂上之水分’若不將水分含量1.0重量%以上之食鹽乾燥 .而直接以原樣粉碎,經粉碎之食鹽之附著性強,若放置時 .大多报快即固化。固化之食鹽將導致微細化處理之效率降 低’微粉碎變得沒有意義。經粉碎之食鹽為了保持粉碎時 之粒後,以將食鹽乾燥至水分含量〇 5重量%以下為較佳, 而以乾燥至水分含量〇 3重量%以下為更佳。其中以將食 高溫燒結至水分含量為〇 2重量%以下為特佳。水分 合菫之下限並無特別限定,而以〇重量%為較佳。 在本發明t,以於粉碎前將食鹽乾燥為較佳,亦可於 粉碎後將食鹽乾燥。乾燥時之溫度以1〇〇至4〇〇t為較佳', 乾燥時間可隨粉碎時所使用之粉碎機種類而適宜地設定土。 將食鹽粉碎用之粉碎機,一般雖可使用槌磨機 (hmmermiH)或針磨機(pinmin)等高速回轉研磨機,然而 柘碎機之種類並無限定。粉碎時之回轉速度、時間等,可 _隨期望得到之食鹽而適宜地設定。 食鹽之使用量雖隨有機顏料之種類而異,然而相對於 有機顏料1重量份而言,以食鹽!至3〇重量份為較佳,而 以食鹽5至15重量份為更佳。食鹽相對於有機顏料之比率 越大试細化效果越大,然而一次處理量變少,成古 ^之主要原因。本發明中’藉由使用特定之粒徑及叫含 量的食鹽’與先前相比,食鹽之使用量雖未增加,然而^ 有效率地製造高品質之微細有機顏料。 本發明中所使用之水溶性有機溶齊!,係用以將有機顏 318785 14 1354813 .料及食鹽之混合物作成適當硬度之糰塊(dough)者,以使用 可溶解於水且實質上不會溶解食鹽之溶劑為較佳。水溶性 % 有機溶劑係以使用乙二醇、二乙二醇、聚乙二醇等黏性高 之水溶性有機溶劑為較佳。 水溶性有機溶劑之使用量,雖隨有機顏料之種類、食 鹽之量而異,然而相對於有機顏料1重量份而言,一般為 0.1至5重量份,而以1至2重量份為較佳。 將有機顏料微細化處理時之溫度,從將有機顏料微細 籲化之效率而言,以120°C以下為較佳,而以20至701:為特 佳。又,處理時間隨有機顏料之種類、食鹽之粒徑而異, 一般為2至20小時左右。 將包含有機顏料、食鹽與水溶性有機溶劑之混合物混 煉之裝置,只要能將有機顏料以機械方式磨碎之裝置即 可,代表性之裝置可列舉捏合機。此外,亦可使用如超级 混合機(Super mixer)(Kawata股份公司製)、三臂行星混合 |機(Tri-mix)(井上製作所股份公司製)等分批型混煉機,或 如KCK研磨機(淺田鐵工股份公司製)等連續混煉機。又, 亦可使用此等以外之裝置。 在將包含有機顏料、食鹽與水溶性有機溶劑之混合物 混煉前或混煉中,視需要可添加樹脂、界面活性劑等。使 用之樹脂,無特別限制,可為松香、松香衍生物、松香改 質馬來酸樹脂(Rosin modified maleic resin)、松香改質紛樹 脂(Rosin modified phenol resin)、橡膠衍生物、蛋白質衍 生物、氯化聚乙烯、氣化聚丙烯、聚氯乙烯、聚乙酸乙烯 15 318785 1354813 酯、環氧樹脂、丙烯酸系樹脂、馬來酸樹脂、笨乙烯樹脂、 、本乙烯-馬來共水合树脂、縮丁搭樹脂【以丨^)、聚 酯樹脂、三聚氱胺樹脂、酚樹脂、聚胺基甲酸酯樹脂、聚 0藍胺樹脂、聚醯亞胺樹脂、醇酸樹脂、橡膠系樹脂、纖維 素類、笨胍胺(benzoguanamine)樹脂、尿素樹脂以及上述 樹脂之寡聚物或單體類。樹脂可單獨使用一種,亦可將2 種以上混合使用。 對於包含有機顏料、食鹽與水溶性有機溶劑之混合物 此煉結束所得之糰塊(d〇ugh),為了取出經微細化之有機顏 料粒子(以平均粒徑〇〇1至〇 5㈣左右為較佳)並除去食 鹽及水溶性有機溶劑,一般進行過濾.水洗等。首先,將 ;•.鬼杈入水中,加熱至完全溶解食鹽。加熱溫度及溫水量, ^能將食鹽完全溶解即可,並無限定。此時,使用高速 幾寺、,將投人水中之糰塊加以_,成為聚液狀。繼 1由濾'壓機(filterpress)等過濾機將襞液過遽·水洗, 鹽及水溶性有機溶劑。當洗淨時,可依據遽液 調整洗淨程度。藉由職.水洗,可得到 願科堡餌(press cake)。 式乾過機取出之壓餅’用箱型乾燥機或帶 細有機顏二又粉碎,可形成呈粉末之微 乾燥機乾@ t ,ι 度加水m化後,藉由噴霧 ^ ’亦可形成呈粉末之微細有機顏料。 有機顏料=之彩色渡光片用著色組成物中所含的使微細 料刀放之顏料載體,係由透明樹脂、其前驅物或該 318785 1354813 .^混合物所構成。透明樹脂,係在可見光區域之_至 ‘疆之全波長區域令之透光率較佳為80%以上’审佳為 '95。/。以上之樹脂。透光率之上限無特別限^,以^為峻 •佳。透明樹脂可包含熱塑性樹脂、熱固性樹脂及活性能量 射線更化樹月曰,其則驅物可包含藉由活性能量射線昭射 而硬化並生成透明樹脂的單體或寡聚物,該 用,亦可將2種以上混合使用。 t 顏料載體,相對於著色组成物令之顏料⑽重量份, 可乂 30至700重里份,較佳為6〇至45〇重量份之量而使 用。又’使用透明樹脂與其前驅物之混合物作為顏料載體 時,透明樹脂,相對於著色組成物中之顏料1〇〇重量份, 可以2〇至_重量份,較佳為5〇至250重量份之量而使 用。又,透明樹脂之前驅物’相對於著色組成物中之顏料 100重量份,可以彳〇 5 、 J 10至300重I份,較佳1〇至2〇〇重 份之量而使用。 • 熱塑性樹脂可為例如縮丁醛樹脂、苯乙烯-馬來酸共聚 合物、氣化聚乙烯、氯化聚丙烯、聚氣乙烯、氣乙烯·乙酸 乙婦酯共聚合物、聚乙酸乙婦酉旨、聚胺基甲酸醋樹脂、聚 酯樹脂、丙烯酸系樹脂、醇酸樹脂、聚苯乙稀樹脂、聚酿 胺樹脂、橡膠系樹脂、環化橡膠系樹脂、纖維素類 '聚乙 烯(HDPE、LDPE)、聚丁二婦、聚酿亞胺樹脂等。又,熱 固性樹脂可為,例如,環氧樹脂、苯胍胺如叫職細心) 樹月曰、松香改質馬來酸樹脂、松香改質富馬酸樹脂、三聚 氰胺樹脂、尿素樹脂、紛樹脂等。 318785 1354813 活性能量射線硬化性樹脂,可使用:在具有羥基、羧 、基、胺基等反應性取代基之線性高分子中,使具有異氰酸 、基醛基、環氡基等反應性取代基之(甲基)丙烯酸系化合 物义^皮酉文反應,而將(曱基)丙烯醒基(me〖hacryl〇yi)、笨 乙烯基等光交聯性基導入該線性高分子中之樹脂。又,亦 "T使用將本乙埽_馬來酸酐共聚物或α _烯烴-馬來酸酐共 ♦ ά物等含有酸酐基之線性高分子,用(甲基)丙烯酸羥烧 酯等具有羥基之(曱基)丙烯酸系化合物進行半酯化而得 ,者。 單體及寡聚物,可列舉(甲基)丙烯酸甲酯、(甲基)丙烯 酉欠乙g曰、(曱基)丙烯酸2_羥基乙酯、(甲基)丙烯酸羥基 2酯、(甲基)丙烯酸環己酯、(曱基)丙烯酸石_羧基乙酯、 永乙一醇—(子基)丙烯酸酯、丨,6-己二醇二(甲基)丙烯酸 酉曰一乙一醇二(甲基)丙烯酸酯、三丙二醇二(甲基)丙烯酸 酯、三羥甲基丙烷三(T基)丙烯酸酯、季戊四醇三(甲基) 私丙烯馱S曰1,6·己二醇二縮水甘油醚二(p基)丙烯酸酯、雙 酚A二縮水甘油醚二(甲基)丙烯酸酯、新戊二醇二縮水甘 油醚二<(甲基)丙烯酸酯、二季戊四醇六基)丙烯酸酯、(〒 基)丙烯酸三環癸酯、丙烯酸酯、羥甲基化三聚氰胺之(甲 基)丙烯酉文酉曰、(甲基)丙烯酸環氧基酯、胺基甲酸酯丙烯酸 知等各種丙烯酸系酯或甲基丙烯酸系酯,(甲基)丙烯酸、 本乙烯、乙酸乙稀醋、經基乙基乙稀基驗、乙二醇二乙烯 敗季戊四醇二乙烯基越 '(甲基)丙婦酿胺、N-經基甲 基(甲基)丙烯醯胺、N_乙烯基甲醯胺、丙埽腈等,該等可 318785 18 1354813 -單獨使用,亦可將2種以上混合使用。 彩色濾光片用著色組成物,於將該組成物以紫外線照 • 射而硬化時,可添加光聚合起始劑。 v 光聚合起始劑可使用4-苯氧基二氣乙醯苯、4-第三丁 基-二氣乙醯苯、二乙氧基乙醯苯、1-(4-異丙基苯基)-2-羥 基-2-甲基丙-1-酮、卜羥基環己基苯基酮、2-苄基-2-二曱基 胺基-1-(4-(Ν-嗎啉基)苯基)-丁-1-酮、2-曱基-1-[4-(曱硫基) 笨基]-2-(N-嗎啉基)丙-1-酮等乙醯苯系光聚合起始劑;安 春息香(benzoin)、安息香甲基醚、安息香乙基醚、安息香異 丙基醚、苄基二曱基縮酮等安息香系光聚合起始劑;二苯 基酮(benzophenone)、苄酿基安息香酸、苄醯基安息香酸 甲酯、4-苯基二苯基酮、羥基二苯基酮、丙烯醯基化二苯 基酮、4-苄醯基-4’ -曱基二笨基硫醚等二苯基酮系光聚合起 始劑;硫雜蒽酮(thioxanthone)、2-氯硫雜蒽酮、2-甲基硫 雜蒽酮、異丙基硫雜蒽酮、2,4-二異丙基硫雜蒽酮等硫雜 •蒽酮系光聚合起始劑;2,4,6-三氣均三哄 (2,4,6-1;1^111〇1:〇-5-1;1^21116)、2-苯基-4,6-系1(三氯曱基)均三 畊、2-(對甲氧基苯基)-4,6-貳(三氯曱基)均三畊、2-(對甲 苯基)-4,6-貳(三氣曱基)均三哄、2-胡椒基-4,6-貳(三氯曱基) 均三畊、2,4-貳(三氯曱基)-6-苯乙烯基均三啡、2-(萘-1-基)-4,6-貳(三氯甲基)均三哄、2-(4-甲氧基-萘-1-基)-4,6-貳 (三氯甲基)均三啡、2,4-三氯曱基-(胡椒基)-6-三哄、2,4-三氯曱基(4,-曱氧基苯乙烯基)-6-三畊等三畊系光聚合起 始劑;硼酸酯系光聚合起始劑;咔唑系光聚合起始劑;咪 19 318785 UM813 -σ圭系光聚合起始割望。氺取 中之顏料100舌量二始劑,相對於著色組成物 .150重量份之量而使用。 一里6,較佳10至 上述光聚合起始劑,可單獨使用 合使用。亦可併用種以上〜 笨醋、节基-9,〗mn昆、樟㈣、仏、乙w基 間苯二㈣笨、3,3,4:二一基恩醌、4,二乙基^ 鲷、4 4、二乙義脖其_,,四(弟二丁基過氧羰基)二笨基 ,.,一 胺基二笨基酮等化合物作為增感劑。 60當%八夕. 物令之顏料100重量份,可以(M至 60重1份之I而使用。 王 本’X月之矽色濾光片用著色組成物可 型或鹼顯像型著色阻劑( 衣成〜介 八私人士 Slst)之形怨。考色阻劑係將顏米 为散於包含有埶难十生搞4L, ”,、 樹月曰、熱固性樹脂或活性能量射:: salt, which can be efficiently refined in a short time and is completely J, that is, the present invention is used for a color filter comprising: a transparent resin, a precursor thereof, or a mixture thereof. The Yankee carrier' and the pigment; the composition is characterized by the above, the mouth and the horse. The pigment system is 3J8785 7 1354813. [Embodiment] The best implementation of the present invention is first, for the purpose of the present invention. Hui: The method is explained. ... user color composition and its manufacture> The coloring composition for a color filter containing a resin, a precursor thereof or a mixture of the above pigments by containing an organic pigment: Body, and (4) ^.. Japanese character. θ蝻 && ^ κ lone and water-soluble organic solvent = fine organic pigment to be treated in the east, wherein: ... 'based on the volume The value of the particle size (〇5〇) is ι to 5—the particle size of the ceramic core is below m, and the content is 〇〇〇2 to the weight of the training. . Further, the filter of the present invention is prepared by mixing a raw material of a coloring composition and a salt with a water-soluble organic solvent to obtain a mixed second: ::: far-knit compound to refine the organic pigment: = fine = organic pigment And the recycled organic pigments are mixed with the package = Moon Tree, the Moon, the Moon, or the ancient Xuanxiao, the s win, and the Μ 颜料 pigment carrier. method. Upper: quasi-median value _0). _ Heart 2 _ = lower, the cerium content is 0.002 to 0.08 wt%.仏 :: The average primary particle size of the organic pigments varies with the type of fine or organic pigments, but the conditions are arbitrary. .01 to. Conditions, controllable, organic and thick G around the circumference. The present invention—the average primary particle diameter of t枓 can be obtained by using an electronic material 疋100 or more organic pigments, and is obtained from the obtained measured value/particle volume as a reference 318785 9 organic=5=:: The material is known as a color filter. In the case of an organic pigment, it is used as an average: two or two: two or more. The organic pigment a boast, because there is a "from 0. 1 to 0. 5 heart, the organic pigment is efficiently refined to a very fine state of 0 〇丨 $, especially wide and good. Organic pigments can also Use (4) has (10), contrast 'is the special η 4 machine pigment', that is, directly from the synthesis = () Γ sub-particle size of 1G to _ (four) or so large particles ' or (8), - people pull diameter is 0 01 " Particles (aggregates) in which very fine particles of m or less are strongly aggregated. Hereinafter, a specific example of an organic pigment which can be used for the colored calender coloring composition of the present invention is a color index (c) 〇1〇r index) No. The red coloring composition used to form the red filter segment can be used, for example, CI Pigment Red 7, 9, 14, 41, 48: 1, 48: 2, 48: 3 , 48 : 4, 81 : : 1, 81 : 2, 81 : 3, 97, 122, 123, 146, 149 ' 168, 177, 178, 180, 184, 185, 187, 192, 200, 202, 208, Red pigments such as 210, 215, 216, 217, 220, 223, 224, 226, 227, 228, 240, 246, 254, 255, 264, 272, etc. Red coloring composition can be used in combination with yellow a color pigment or an orange pigment. A yellow coloring composition for forming a yellow filter segment can be used, for example, CI Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 12, 13, 14' 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35: 1, 36, 36: 1, 37, 37: 1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, Π0, 113, 114, 115, 10 318785 1354813 • 116, 117, 118, 119, 120, I23, 125, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, • 154, 155, 156, 161, 162 Yellow pigments such as 164, 166, 167, 168, 169, • 170, 171, 172, 173, 174, 175, 176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, 199 . An orange colored composition for forming an orange filter segment can be used, for example, C. I. Pigment Orange 36, 43, 51, 55, 59, 61 and the like. Lu forms a green coloring composition for the green filter section, and a green pigment such as C. I. Pigment Green 7, 10, 36, 37 can be used. A yellow pigment can be used in combination with the green coloring composition. A blue coloring composition for forming a color-developing sheet section can be used, for example, CI Pigment Blue 15, 15: 1, 15: 2, 15: 3, 15. 4, 15: 6, 16, 22, 60 , 64 and other blue pigments. The blue coloring composition can be used in combination with C_I. Pigment Violet 1, 19, 23, 27, 29, 30, 32, Lu 37, 40, 42, 50 and other purple pigments. A cyan coloring composition for forming a cyan filter segment can be used, for example, 'CI Pigment Biue 1 5 : 1, 1 s . ο 1 c 1 ^ · 2 ' 15 : 4' 15: 3 , 15: 6, 16, 81 and other blue pigments. The composition of the magenta color filter for forming a magenta color filter segment can be used, for example, C. I· pigment Vi〇let j, 19 and c Pigment Red H4, H6, 177, 169, 81, etc. Purple pigments and pigments. A yellow pigment can be used in combination with the magenta coloring composition. In the coloring composition for a color filter of the present invention, the coloring is 318785 11 1354813, and the dye is contained in a range where the heat resistance is not lowered. .. blended with a mixture of bismuth pigments, salt and water-soluble organic solvents. 'In order to prevent crystal growth of organic pigments or crystalline defects (_ (4) called 'can also add a derivative of the substituents to the organic _ pigments The pigment Ho bio- is preferably a pigment derivative of a micro-pulverized organic pigment as a parent, but may also be a pigment derivative derived from a parent. The pigment derivative may have a naphthyl group, Amino acid, ruthenium methyl, etc. of the invention. The salt used in the invention is based on the volume of the median diameter = 50) 1 to 50 " m, 95% particle size (〇95 Is a salt of 0.002 to 0.08 wt%, which is a function of a grinding aid when the organic pigment is refined. The volume-based median diameter (D50) of the salt is It is preferable to use 1 to 2 〇 #m, and 95% of the particle size (D95) is in the case of % of the claws. Further, especially in the case of seeking a high-contrast filter, it is preferable that the salt used in the miniaturization treatment of the organic pigment is fine, and it is possible to appropriately use the volume-based median diameter (D5). 〇) 1 to 1 〇 with claws, 95% particle size (D95) is 20/zm or less of salt. The salt having a median diameter (D50) of 1 to 50/m and a 95% particle diameter (D95) of 80 or less may be prepared by pulverizing raw salt such as commercially available salt. If the salt median diameter (D50) is more than 50 #m, it is impossible to obtain a fine organic pigment which is desired to be finely and uniformly sized. On the other hand, if the median particle size of the salt is less than 1 // m ', it is necessary to use a special pulverizer and consume a large amount of energy, and it is difficult to obtain such a salt itself. Further, if the food has a 95% particle diameter (D95) of more than 80 // m, the coarse salt particles increase, which is a main cause of a decrease in the pulverization efficiency, and it is difficult to obtain a desired fine pigment. % • Further, the lower limit of the 95% particle size (D95) of the salt is the median diameter (D50). • The volume-based median diameter (D50) and 95% particle size of the salt are calculated using the laser-refractive Microtrac particle size analyzer from the measured particle size distribution. The D50 and D95 particle sizes mean the following Particles of particle size: based on volume, accounting for 50% and 95% of the total particles. The factor affecting the refinement of the organic pigment, in addition to the particle size of the salt, is the shape of the salt. From the viewpoint of producing fine organic pigments which are finely divided into uniform particle diameters, the salt having an angular shape is better than the round salt. The volume-based median diameter (D50) is 1 to 50 # m, and the 95% particle diameter (D95) is 80; the salt below zm can be obtained by pulverizing the raw material salt having a large particle size, but pulverizing The shape of the salt varies depending on the amount of Mg in the raw salt. When the content of Mg in the raw salt is more than 0.08% by weight, the shape is rounded and the shape is rounded to form a salt particle having a smooth surface. On the other hand, when the raw material salt having a Mg content of 0.08% by weight or less is pulverized, the salt particles having a sharp horn and a rough surface are obtained. Further, the salt having a Mg content of less than 0.002% by weight is a salt of a sample grade, and the cost becomes high, which is industrially difficult to use. Therefore, the salt used in the present invention has a Mg content of 0.002 to 0.08 by weight. /. Among them, a salt having a Mg content in the range of 0.005 to 0.05% by weight is preferred. Further, as for the quality of the salt, it is preferred that the water content is low. Industry 13 318785 丄354813 曰C 'Lian (containing more than 9 5 gasification) usually contains 1% by weight. The water on the sputum 'If the moisture content is 1.0% or more, the salt is dried. It is pulverized as it is, and the smashed salt has strong adhesion. If it is placed, it will cure quickly. The solidified salt will cause the efficiency of the micronization to be reduced. The micro-grinding becomes meaningless. In order to maintain the granules during pulverization, the pulverized salt is preferably dried to a moisture content of 5% by weight or less, and more preferably dried to a moisture content of 3% by weight or less. Among them, it is particularly preferable to sinter the food at a high temperature to a moisture content of 〇 2% by weight or less. The lower limit of the moisture content is not particularly limited, and is preferably 〇% by weight. In the present invention t, it is preferred to dry the salt before the pulverization, and the salt may be dried after the pulverization. The temperature at the time of drying is preferably from 1 Torr to 4 Torr, and the drying time can be appropriately set depending on the type of pulverizer used in the pulverization. In the pulverizer for crushing salt, a high-speed rotary grinder such as a honing machine (hmmermiH) or a pin mill is generally used. However, the type of the masher is not limited. The slewing speed, time, and the like at the time of pulverization can be appropriately set depending on the desired salt. Although the amount of salt used varies depending on the type of organic pigment, it is based on 1 part by weight of the organic pigment. It is preferably from 3 parts by weight, more preferably from 5 to 15 parts by weight. The ratio of salt to organic pigment is larger, and the effect of trial refinement is larger. However, the amount of primary treatment is less, which is the main reason for the ancient product. In the present invention, the use amount of the salt is not increased by using a specific particle size and a salt content, but the high-quality fine organic pigment is efficiently produced. The water-soluble organic solvent used in the present invention is dissolved! It is preferred to use a mixture of the organic material 318785 14 1354813 and the salt as a dough of appropriate hardness to use a solvent which is soluble in water and does not substantially dissolve the salt. The water-soluble % organic solvent is preferably a water-soluble organic solvent having high viscosity such as ethylene glycol, diethylene glycol or polyethylene glycol. The amount of the water-soluble organic solvent to be used varies depending on the kind of the organic pigment and the amount of the salt, but is usually 0.1 to 5 parts by weight, and preferably 1 to 2 parts by weight, based on 1 part by weight of the organic pigment. . The temperature at which the organic pigment is refined is preferably 120 ° C or less, and particularly preferably 20 to 701 : from the viewpoint of finely impregnating the organic pigment. Further, the treatment time varies depending on the type of the organic pigment and the particle size of the salt, and is usually about 2 to 20 hours. A device which kneads a mixture containing an organic pigment, a salt, and a water-soluble organic solvent may be used as long as it can mechanically grind the organic pigment. A typical apparatus may be a kneader. In addition, a batch type mixer such as a super mixer (manufactured by Kawata Co., Ltd.), a three-armed planetary mixer (Tri-mix) (manufactured by Inoue Seisakusho Co., Ltd.), or a KCK grinding machine can be used. Continuous kneading machine such as machine (made by Asada Iron Works Co., Ltd.). Also, devices other than these can be used. Before kneading or kneading a mixture containing an organic pigment, a salt, and a water-soluble organic solvent, a resin, a surfactant, or the like may be added as needed. The resin to be used is not particularly limited, and may be rosin, rosin derivative, rosin modified maleic resin, rosin modified phenol resin, rubber derivative, protein derivative, Chlorinated polyethylene, vaporized polypropylene, polyvinyl chloride, polyvinyl acetate 15 318785 1354813 ester, epoxy resin, acrylic resin, maleic acid resin, stupid vinyl resin, this ethylene-Malay co-hydrate resin, shrinkage Butadiene resin [丨 ) ^), polyester resin, trimeric guanamine resin, phenol resin, polyurethane resin, poly phthalamide resin, polyimine resin, alkyd resin, rubber resin, Cellulose, benzoguanamine resin, urea resin, and oligomers or monomers of the above resins. The resin may be used singly or in combination of two or more. For the agglomerate obtained by the completion of the mixture of the organic pigment, the salt and the water-soluble organic solvent, it is preferred to take out the finely divided organic pigment particles (having an average particle diameter of from about 1 to about 5 (four)). ) and remove salt and water-soluble organic solvent, generally by filtration, washing with water, and the like. First, put the ghosts into the water and heat until the salt is completely dissolved. The heating temperature and the amount of warm water, ^ can completely dissolve the salt, there is no limit. At this time, the high-speed temples are used, and the agglomerates in the water are added to form a liquid. Next, the mash is washed, washed with water, a salt and a water-soluble organic solvent by a filter such as a filter press. When washing, the degree of washing can be adjusted according to the sputum. By washing with water, you can get a press cake. The pressed cake which is taken out by the machine is smashed with a box dryer or with a fine organic pigment and can be formed into a powder micro-dryer. @t, the degree of water is added to the water, and the spray can also be formed by spraying A fine organic pigment in powder form. The pigment carrier for the microparticles contained in the coloring composition of the organic pigment = color light-emitting sheet is composed of a transparent resin, a precursor thereof, or a mixture of 318785 1354813. The transparent resin is preferably in the visible light region to the 'all-wavelength region of the region, so that the light transmittance is preferably 80% or more'. /. The above resin. The upper limit of the light transmittance is not particularly limited to ^, which is superior to ^. The transparent resin may comprise a thermoplastic resin, a thermosetting resin, and an active energy ray, and the precursor may comprise a monomer or oligomer which is hardened by active energy ray and generates a transparent resin. Two or more types can be used in combination. The pigment carrier may be used in an amount of from 30 to 700 parts by weight, preferably from 6 to 45 parts by weight, based on the weight of the pigment (10) by weight of the coloring composition. Further, when a mixture of a transparent resin and a precursor thereof is used as a pigment carrier, the transparent resin may be 2 to _ parts by weight, preferably 5 to 250 parts by weight, based on 1 part by weight of the pigment in the coloring composition. Use in quantity. Further, the transparent resin precursor ' can be used in an amount of from 5 to J 10 to 300 parts by weight, preferably from 1 to 2 parts by weight, based on 100 parts by weight of the pigment in the coloring composition. • The thermoplastic resin may be, for example, butyral resin, styrene-maleic acid copolymer, vaporized polyethylene, chlorinated polypropylene, polyethylene, ethylene ethylene ethyl acetate, or polyacetate. 、 、, polyurethane resin, polyester resin, acrylic resin, alkyd resin, polystyrene resin, polyamine resin, rubber resin, cyclized rubber resin, cellulose-polyethylene ( HDPE, LDPE), polybutanin, polyaniline resin, etc. Further, the thermosetting resin may be, for example, an epoxy resin or a benzoguanamine such as a scorpion, a rosin-modified maleic acid resin, a rosin-modified fumaric acid resin, a melamine resin, a urea resin, a resin, etc. . 318785 1354813 Active energy ray-curable resin, which can be used in a linear polymer having a reactive substituent such as a hydroxyl group, a carboxyl group, a group or an amine group, and has a reactive substitution such as isocyanic acid, aldehyde group or cyclodecyl group. a resin in which a (meth)acrylic compound is reacted, and a photocrosslinkable group such as a mercapto (meth)acrylic acid or a vinyl group is introduced into the linear polymer. . Further, "T" is a linear polymer containing an acid anhydride group such as a acetamidine copolymer or an alpha olefin-maleic anhydride copolymer, and a hydroxyl group such as hydroxyalkyl methacrylate. The (fluorenyl) acrylic compound is obtained by semi-esterification. Examples of the monomer and the oligomer include methyl (meth)acrylate, (meth)acrylofluorene, ethyl ruthenium, 2-hydroxyethyl (meth)acrylate, and hydroxy 2 (meth)acrylate. Base) cyclohexyl acrylate, (fluorenyl) acrylate _ carboxyethyl ester, eteranyl alcohol - (sub) acrylate, hydrazine, 6-hexanediol di(methyl) acrylate 酉曰 乙 二 二Acrylate, tripropylene glycol di(meth)acrylate, trimethylolpropane tri(T) acrylate, pentaerythritol tri(methyl) propylene 驮S曰1,6·hexanediol diglycidyl ether Bis(p-) acrylate, bisphenol A diglycidyl ether di(meth) acrylate, neopentyl glycol diglycidyl ether II (meth) acrylate, dipentaerythritol hexa) acrylate, Trimethyl decyl acrylate, acrylate, methylolated melamine (meth) propylene sulfonate, (meth) acrylate epoxy ester, urethane acrylate, etc. Or methacrylic acid ester, (meth)acrylic acid, natural ethylene, acetic acid Dilute vinegar, base ethyl ethane test, ethylene glycol divinyl pentylene pentaerythritol divinyl over '(methyl) propyl aryl amine, N-transmethyl methyl methacrylate amide, N_ ethylene Methyl carbamide, acrylonitrile, etc., may be used 318785 18 1354813 - alone or in combination of two or more. A coloring composition is used for the color filter, and when the composition is cured by ultraviolet rays, a photopolymerization initiator may be added. v Photopolymerization initiator can be used as 4-phenoxydioxabenzene, 4-tert-butyl-dioxabenzene, diethoxyethylbenzene, 1-(4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, hydroxycyclohexyl phenyl ketone, 2-benzyl-2-didecylamino-1-(4-(indolyl-morpholinyl)benzene Photopolymerization of acetophenone such as buty-1-one and 2-mercapto-1-[4-(indolyl) phenyl]-2-(N-morpholinyl)propan-1-one Starting agent; benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzyl didecyl ketal and other benzoin photopolymerization initiator; benzophenone , benzyl benzoic acid, methyl benzyl benzoate, 4-phenyl diphenyl ketone, hydroxy diphenyl ketone, propylene thiolated diphenyl ketone, 4-benzyl fluorenyl-4' - fluorenyl a diphenyl ketone photopolymerization initiator such as diphenyl thioether; thioxanthone, 2-chlorothiazinone, 2-methylthiaxanone, isopropyl thioxanthone, a phthalocyanine photopolymerization initiator such as 2,4-diisopropylthioxanthone; 2,4,6-three gas homotriaxes (2,4,6-1; 1^111〇1) :〇-5-1;1^21116),2- Base-4,6-series 1 (trichloroindenyl) are all cultivated in three, 2-(p-methoxyphenyl)-4,6-indole (trichloroindenyl) are three-pile, 2-(p-tolyl) )-4,6-贰(three gas sulfhydryl) are all triterpenoids, 2-piperidin-4,6-anthracene (trichloroindenyl), three tillage, 2,4-indole (trichloroindenyl)-6 - Styryl mesitylene, 2-(naphthalen-1-yl)-4,6-fluorene (trichloromethyl)-tetramethyl, 2-(4-methoxy-naphthalen-1-yl)-4 , 6-anthracene (trichloromethyl) mesitide, 2,4-trichlorodecyl-(piperidyl)-6-triazine, 2,4-trichloroindolyl (4,-decyloxystyrene) Base)-6-three tillage and other three tillage photopolymerization initiator; borate photopolymerization initiator; oxazole photopolymerization initiator; microphone 19 318785 UM813 - σ 圭 photopolymerization start . The pigment of 100% of the amount of the pigment in the medium was used, and it was used in an amount of 150 parts by weight based on the coloring composition. One of the six, preferably 10 to the above photopolymerization initiators may be used alone. Can also be used in combination ~ Stupid vinegar, section -9, 〗 mn Kun, 樟 (four), 仏, b w base benzene (four) stupid, 3,3, 4: two one Keen, 4, diethyl ^鲷, 4 4, diyiyi neck, _,, tetra (dibutylperoxycarbonyl) diphenyl, ., monoaminodiphenyl ketone and other compounds as a sensitizer. 60%% Baxi. 100 parts by weight of the pigment of the order, can be used (M to 60 parts by weight of I. Wang Ben's X-ray color filter with coloring composition can be type or alkali imaging type coloring Resist (Yicheng ~ Jieba Private Slst) of the grievances. The color resists are used to disperse the glutinous rice to contain 4L, ",, tree 曰, thermosetting resin or active energy shot
化性樹脂及單體之顏料載沪 里耵綠石 J A IT戟収甲而成者。者色阻劑,可 使用三支滾輪研磨捧4 - * ’日 . ^ m ^ 一支滾輪研磨機、混砂機(san<The chemical resin and the monomeric pigment are contained in Shanghai, and the green stone J A IT is the winner. Color resist, can be grinded with three rollers for 4 - * ' days. ^ m ^ One roller grinder, sand mixer (san<
null)、捏合機、磨碎機(aUrit〇r)等各種分散機構,將1稽 或2種以上之上述微細有機顏料,視需要可連同光聚合 始劑,微細地分散於顏料載體中而製造。又,本發明:傘 色’慮光片用著色組成物’可藉由將數種上述微細顏料分办 分散於顏料載體中,然後將該等混合而製造。 將顏料分散於顏料載體中時,可適宜地使用樹脂型顏 料分散劑、界面活性劑、顏料衍生物、蒽醌衍生物、吖啶 酮衍生物、三畊衍生物等分散助劑。分散助劑由於對顏料 之分散性優良,且防止分散後顏料再凝集之效果大,因此 20 318785 物時:2 = =料載體而成之著色組成 .,對於著色組成物中之』光片。分散助劑’相 .. 顏料100重1份,可以0.1至40重吾 .伤,較佳(M至30重量份之量而使用。 二 钭視Π:綱分散劑係具備具有吸附於顏料之性質之顏 枓親和性部位、及與顏料載體有相溶性之部位,而可吸附 ㈣料’使顏料在顏料載體中之分散得以安定化者。樹脂 ,料分散劑,可使用上述透明樹脂以外之樹脂,具體而 5 ’可使用聚胺基甲酸酯、聚丙烯酸酯等羧酸酯;不飽和 聚醯胺、聚羧酸、聚緩酸(部分)胺鹽、聚羧酸銨鹽、聚敌 I院基胺鹽、聚#氧燒、長鏈聚胺基酿胺填酸鹽、含有經 基之聚幾酸醋或其等之改質物、藉由聚(低級伸絲亞胺) 〃八有游離羧基之聚酯加以反應所形成之醯胺或其鹽等油 性分散劑;(曱基)丙烯酸_苯乙烯共聚物、(甲基)丙烯酸甲 基)丙烯酸酯共聚物、苯乙烯·馬來酸共聚物、聚乙烯基醇、 丨聚乙烯基吡咯啶酮等水溶性樹脂或水溶性高分子化合物; 聚酯系,改質聚丙烯酸酯系,環氧乙烷/環氧丙烷加成化合 物’填酸酯糸等;該等可單獨使用,亦可將2種以上混合 使用。 界面活性劑可列舉如聚氧伸乙基烷基醚硫酸鹽、十二 烷基苯磺酸鈉、苯乙烯-丙烯酸共聚物之鹼鹽、烷基萘磺酸 納、規基一苯基趟二石黃酸納、月桂基硫酸單乙醇胺、月桂 基硫酸二乙醇胺、月桂基硫酸錢、硬脂酸單乙醇胺、硬脂 酸鈉、硫酸月桂醋鈉、苯乙烯-丙婦酸共聚物之單乙醇胺 318785 21 1354813 .鹽、聚氧伸乙基烷基醚磷酸酯等陰離子性界面活性劑丨聚 .申乙基油基_、聚氧伸乙基月桂基輕、聚氧伸乙基壬基 •、笨基醚、水氧伸乙基烷基醚磷酸酯、聚氧伸乙基山梨醇酐 .單硬脂酸酯、聚乙二醇單月桂酸酯等非離子性界面活性 劑;烷基四級銨鹽或該等之環氧乙烷加成物等陽離子性界 面活性劑;或者烷基二甲基胺基乙酸甜菜鹼等烷基甜菜 .鹼、烷基咪唑啉等兩性界面活性劑;該等可單獨使用或者 將2種以上混合使用。 • I員料衍生物意指在有機顏料中導入驗性或酸性取代基 之化〇物,係具有防止顏料凝集,將顏料維持於微細分散 狀怨之作用者。同樣地,蒽醌衍生物、吖啶酮衍生物或三 畊衍生物分別意指在葱醌、。丫啶或三哄中導入鹼性或酸: 取代基之化合物。 本發明之衫色濾光片用著色組成物中,為了防止顏料 之凝集,將顏料維持於微細分散狀態以製造高對比度、高 籲色彩純度之彩色濾光片,較佳為含有從顏料衍生物、蒽醌 衍生物、吖啶酮衍生物或三畊衍生物中選出之至少一種衍 生物,且該等衍生物具有從下述式(1)之鹼性基、式之鹼 性基、式(3)之鹼性基及式(4)之鹼性基中選出之至少一種鹼 性基(以下,稱為「特定之鹼性基」)。 上述具有特定鹼性基之衍生物,相對於顏料丨〇()重量 份’以1至20重量份之量使用為較佳。 式⑴ 318785 22 1354813Null), various kneading machines, and a plurality of dispersing mechanisms such as a pulverizer (aUrit〇r), which are prepared by dispersing the above-mentioned fine organic pigments in two or more kinds, if necessary, together with a photopolymerization initiator, finely dispersed in a pigment carrier. . Further, the present invention can be produced by dispersing a plurality of the fine pigments in a pigment carrier by mixing the above-mentioned fine pigments into a pigment carrier. When the pigment is dispersed in the pigment carrier, a dispersing aid such as a resin type pigment dispersant, a surfactant, a pigment derivative, an anthracene derivative, an acridone derivative, or a tri-farming derivative can be suitably used. The dispersing aid has excellent dispersibility to the pigment and prevents the pigment from re-aggregating after dispersing. Therefore, in the case of 20 318785, 2 == the coloring composition of the material carrier, and the light film in the coloring composition. Dispersing aid 'phase: pigment 100 parts by weight, can be 0.1 to 40 weight, wound, preferably (M to 30 parts by weight. Dioxin: the dispersant has the property of adsorbing to the pigment The affinity portion of the pigment and the portion compatible with the pigment carrier, and the (four) material can be adsorbed to stabilize the dispersion of the pigment in the pigment carrier. Resin, material dispersant, resin other than the above transparent resin can be used. Specifically, 5' may use a carboxylate such as a polyurethane or a polyacrylate; an unsaturated polyamine, a polycarboxylic acid, a poly-acid (partial) amine salt, a polycarboxylate ammonium salt, and a polyene I a compound amine salt, a polyoxo-fired, a long-chain polyamine-based amine acid-filled acid salt, a modified polyacetic acid vinegar or the like, and a poly(lower-stranded imine) An oily dispersant such as a guanamine or a salt thereof formed by reacting a carboxyl group of a carboxyl group; a (fluorenyl)acrylic acid-styrene copolymer, a (meth)acrylic acid methyl acrylate copolymer, and a styrene-maleic acid copolymer Water-soluble resin such as polyvinyl alcohol, polyvinylpyrrolidone or water-soluble resin The polymer compound; the polyester-based, the modified polyacrylate-based, the ethylene oxide/propylene oxide addition compound, the acid ester, and the like; these may be used singly or in combination of two or more. The surfactant may, for example, be polyoxyethylene ethyl ether sulfate, sodium dodecylbenzenesulfonate, an alkali salt of a styrene-acrylic acid copolymer, a sodium alkylnaphthalenesulfonate, a benzylidene group. Sodium oleate, lauryl sulfate monoethanolamine, lauryl sulfate diethanolamine, lauryl sulfate, stearic acid monoethanolamine, sodium stearate, sodium lauryl sulfate, styrene-propionic acid copolymer monoethanolamine 318785 21 1354813 . Anionic surfactants such as salt, polyoxyethylene ethyl ether phosphate, etc.. Ethyl oleyl group, polyoxyethylene ethyl lauryl light, polyoxyethyl fluorenyl group, stupyl ether , water oxygen ethyl ether ether phosphate, polyoxyethylene ethyl sorbitol. Monostearate, polyethylene glycol monolaurate and other nonionic surfactant; alkyl quaternary ammonium salt or a cationic surfactant such as an ethylene oxide adduct; or an amphoteric surfactant such as an alkyl bet. base such as alkyl dimethylaminoacetate betaine or an alkyl imidazoline; these may be used alone Alternatively, two or more types may be used in combination. • A member-derived derivative means a chemical substance which introduces an organic or inorganic substituent into an organic pigment, and has a function of preventing the pigment from aggregating and maintaining the pigment in a finely dispersed manner. Similarly, an anthracene derivative, an acridone derivative or a tri-negative derivative means a green onion, respectively. A compound in which a basic or acid: substituent is introduced into acridine or triterpenoid. In the coloring composition for a shirt color filter of the present invention, in order to prevent aggregation of the pigment, the pigment is maintained in a finely dispersed state to produce a color filter having high contrast and high color purity, preferably containing a pigment derivative. And at least one derivative selected from the group consisting of an anthracene derivative, an acridone derivative, or a tri-negative derivative, and the derivative has a basic group of the following formula (1), a basic group of the formula, and a formula ( 3) at least one basic group selected from the basic group and the basic group of the formula (4) (hereinafter referred to as "specific base group"). The above-mentioned derivative having a specific basic group is preferably used in an amount of from 1 to 20 parts by weight based on the weight of the pigment oxime. Formula (1) 318785 22 1354813
-X~~NRi〇(CH2) —N r2 式(2)-X~~NRi〇(CH2)—N r2 (2)
式(4)Formula (4)
RR
^ -、-CO-、-CH,NHCOCH2-、 -CH2-或直接鍵结; β - 1Q衣不氧原子、碳數1至3 6之可經取 代之烷基、碳數2 5 ^ 主之可經取代之烯基或可經取代之笨 土 ’ η表不1至10之整數;R丨及R2各自獨立地表示碳數 1 $ 36之可經取代之烷基、碳數2至36之可經取代之烯 基或可經取代之笨基,Ri及r2亦可結合而形成可經取代 23 318785 1354813 之雜環基,$隹環亦可再含有氮、氧或硫原子;&表示石炭數 1至36之可經取代之烷基,碳數2至冗之可經取代之烯 基或可經^代之笨基:尺^尺广化及心各自獨立地表示 氫原子、碳數1至36之可經取代之烷基、碳數2至%之 可經取代之烯基或可經取代之苯基;γ表示 或直接鍵結;1及I各自獨立地表示氫原子、碳數^至 36之可經取代之絲、碳數2至%之可經取代之歸基: 可經取代之苯基;Z表示碳數i i 36之可經取代之伸淀 基、碳數2至36之可經取代之伸縣或可經取代之伸笨 基;R表示式(5)所示之取代基或(6)所示之取代基㈧表 經基、烧氧基、式(5)所示之取代基、式(6)所示之取似 蒽酉昆殘基或°丫咬1同殘基)。 a 式(5) —NHCCi^pHSf R2 式(6) L/5^ -, -CO-, -CH, NHCOCH2-, -CH2- or direct bonding; β-1Q non-oxygen atom, alkyl group having 1 to 36 carbon atoms, carbon number 2 5 ^ main The substituted alkenyl group or the substituted stupid 'n represents an integer of from 1 to 10; R丨 and R2 each independently represent a substituted alkyl group having a carbon number of 1 $36, and a carbon number of 2 to 36. A substituted alkenyl group or a substituted stupid group, and Ri and r2 may also be combined to form a heterocyclic group which may be substituted by 23 318785 1354813, and the fluorene ring may further contain a nitrogen, oxygen or sulfur atom; & Carbonic acid number 1 to 36, which may be substituted alkyl, carbon number 2 to redundant, substituted alkenyl group or may be substituted by the base: the scale is broadened and the core independently represents the hydrogen atom and the carbon number. a substituted alkyl group of 1 to 36, a substituted alkenyl group of 2 to % by carbon or a substituted phenyl group; γ represents or directly bonded; 1 and 1 each independently represent a hydrogen atom, a carbon number a substitutable filament of from ^ to 36, a substituted carbon group of 2 to % by carbon: a substituted phenyl group; Z represents a substitutable group of carbon number ii 36, a carbon number of 2 to 36 Can be replaced by Shenxian or can Substituted by a substituent; R represents a substituent represented by the formula (5) or a substituent represented by the formula (6) (VIII), a pyroxy group, a substituent represented by the formula (5), and a formula (6) It is shown to be like a quinone residue or a bite 1 with the same residue). a Formula (5) —NHCCi^pHSf R2 Formula (6) L/5
(上述式⑺及⑹中,Ri至R7如式⑴至式⑷中所定義)。 構成具有特定鹼性基之顏料衍生物的有機顏料,可 318785 24 1354813 -為,例如,二酮基吨11各并。比σ各(diketopyrrolopyrrole)顏料; 偶氮、雙偶氮(disazo)、多偶氮(polyazo)等偶氮系顏料;g太 菁(phthalocyanine)系顏料,二胺基二蒽Sfb、蒽。密咬 η (anthrapyrimidine)、黄蒽酮(flavanthrone)、嵌二蒽酮 (anthanthrone)、陰丹酮(indanthrone)、。比蒽酮 (pyranthrone)、紫蒽酮(violanthrone)等蒽酉昆系顏料;喧口丫 咬酮(quinacridone)系顏料;二吗哄(dioxazine)系顏料;拓 酮(perynone)系顏料;荘(perylene)系顏料;硫靛(thioindigo) •系顏料;異吲哚啉系顏料;異吲哚啉酮系顏料;喹酞酮 (quinophthalone)系顏料;蒽(threne)系顏料;金屬錯化物系 顏料。又,亦可為上述著色組成物所使用之顏料。 又,構成具有特定驗性基之蒽醒衍生物及具有特定鹼 性基之吖啶酮衍生物的蒽醌及吖啶酮,亦可為具有甲基、 乙基等烷基;胺基;硝基;羥基;甲氧基、乙氧基等烷氧 基;或氣等鹵素等取代基的蒽醌及吖啶酮。 φ 又,構成具有特定鹼性基之三啡衍生物的三哄亦可為 具有下述取代基之1,3,5-三哄:曱基、乙基等烷基;胺基; 二甲基胺基、二乙基胺基、二丁基胺基等院基胺基;硝基; 羥基;曱氧基、乙氧基、丁氧基等烷氧基;氯等鹵素;可 經甲基、曱氧基、胺基、二曱基胺基、羥基等所取代之苯 基;可經曱基、乙基、甲氧基、乙氧基、胺基、二曱基胺 基、二乙基胺基、硝基、經基等所取代之苯基胺基等。 具有特定驗性基之顏料衍生物、蒽酿衍生物及。丫 σ定酉同 衍生物可經由各種合成途徑合成。例如,藉由在有機顏料、 318785 1354813 .蒽醌或吖啶酮令導入下式(7)至(丨〇)所示之取代基後,使與 、該取代基反應而形成通式(1)至(4)所示之取代基的胺成分 ..(例如為N,N-二甲基胺基丙基胺、N_曱基哌啡、二乙基胺 .或4-[4-羥基-6·[3_(二丁基胺基)丙基胺基]_135三哄、2基 胺基]笨胺等)加以反應而得到。 式(7) -S02C1 式(8) -COC1 式(9) -CH2NHC0CH2C1 ’_式(1〇) -ch2ci 有機顏料為偶氮系顏料時,藉由將通式(1)至(4)表示之 取代基預先導入雙偶氮成分或偶合成分中,然後進行偶合 反應,而亦可製造具有鹼性基之偶氮系顏料衍生物。 又,具有特定鹼性基之三[1井衍生物可經由各種合成途 徑合成。例如,以三聚氯化氰(cyanuric chloride)作為起始 原料,藉由使形成通式(1)至(4)所示之取代基的胺成分(例 鲁如,N,N-二甲基胺基丙基胺或N_曱基哌啡等)反應於該三 聚氣化氰之至少一個氯,繼而使三聚氯化氰之殘餘氣與各 種胺或醇等反應而得到。 為了形成特定鹼性基所使用之胺成分,可列舉,例如’ 一甲基胺、二乙基胺、N,N-乙基異丙基胺、N,N-乙基丙基 胺、N,N-甲基丁基胺、N,N_f基異丁基胺、N,N-丁基乙基 月女、N,N-第三丁基乙基胺、二異丙基胺、二丙基胺、N,N_ 第二丁基丙基胺、二丁基胺、二第二丁基胺、二異丁基胺、 N,N-異丁基-第二丁基胺、二戊基胺、二異戊基胺、二己基 26 318785 1354813 -胺、二(2-乙基己基)胺、二辛基胺、N,N-曱基十八烷基胺、 二癸基胺、二烯丙基胺、Ν,Ν-乙基-1,2-二曱基丙基胺、Ν,Ν-.甲基己基胺、二油基胺、二硬脂基胺、Ν,Ν·二曱基胺基甲 .基胺、Ν,Ν-二尹基胺基乙基胺、Ν,Ν-二曱基胺基戊基胺、 Ν,Ν-二甲基胺基丁基胺、Ν,Ν-二乙基胺基乙基胺、Ν,Ν-二 乙基胺基丙基胺、Ν,Ν-二乙基胺基己基胺、Ν,Ν-二乙基胺 基丁基胺、Ν,Ν-二乙基胺基戊基胺、Ν,Ν-二丙基胺基丁基 胺、Ν,Ν-二丁基胺基丙基胺、Ν,Ν-二丁基胺基乙基胺、Ν,Ν-鲁二丁基胺基丁基胺、Ν,Ν-二異丁基胺基戊基胺、Ν,Ν-甲基 -月桂基胺基丙基胺、Ν,Ν-乙基-己基胺基乙基胺、Ν,Ν-二 硬脂基胺基乙基胺、Ν,Ν-二油基胺基乙基胺、Ν,Ν-二硬脂 基胺基丁基胺、旅咬、2-曱基旅咬(2-pipecoline)、3-甲基 。底啶、4-甲基哌啶、2,4-二曱基哌啶(2,4-lupetidine)、2,6-二甲基哌啶、3,5-二曱基哌啶' 3-哌啶曱醇、2-哌啶曱酸 (pipecolicacid)、異派 β定酸(isonipecoticacid)、異派 β定酸甲 鲁酯、異哌啶酸乙酯、2-哌啶乙醇、吡咯啶、3-羥基吡咯啶、 Ν-胺基乙基哌啶、胺基乙基-4-甲基哌啶、Ν-胺基乙基嗎 啉、Ν-胺基丙基哌啶、Ν-胺基丙基-2-曱基哌啶、Ν-胺基丙 基-4-曱基旅咬、Ν-胺基丙基嗎琳、Ν-曱基派D井、Ν- 丁基旅 哄、Ν-甲基咼 〇底哄(N-methyl homopiperadine)、1 -環戊基 π底 畊、卜胺基-4-曱基哌畊、i_環戊基哌畊等。 具有特定鹼性基之衍生物之具體例如以下所示,然而 並不以此等為限。此等衍生物可單獨使用,亦可將2種以 上混合使用。 27 318785 1354813 衍生物1(In the above formulas (7) and (6), Ri to R7 are as defined in the formulas (1) to (4). The organic pigment constituting the pigment derivative having a specific basic group may be 318785 24 1354813 - for example, diketone ton 11 each. σ 各 ( (diketopyrrolopyrrole) pigment; azo, disazo, polyazo and other azo pigments; g phthalocyanine pigment, diamino bismuth Sfb, hydrazine. Th (anthrapyrimidine), flavanthrone, anthanthrone, indanthrone, indanthrone. Pyrenethrone, violanthrone, etc.; quinacridone pigment; dioxazine pigment; perynone pigment; Perylene) pigment; thioindigo • pigment; isoporphyrin pigment; isoindolinone pigment; quinophthalone pigment; threne pigment; metal complex pigment . Further, it may be a pigment used in the above colored composition. Further, the anthraquinone and acridone constituting the awakening derivative having a specific test group and the acridone derivative having a specific basic group may also have an alkyl group such as a methyl group or an ethyl group; an amine group; a hydroxyl group; an alkoxy group such as a methoxy group or an ethoxy group; or an anthracene and an acridone having a substituent such as a halogen such as a gas. Further, the triterpene constituting the trimorphine derivative having a specific basic group may be an alkyl group having a substituent of 1,3,5-trimium: anthracenyl group or an ethyl group; an amine group; dimethyl group; An amine group such as an amine group, a diethylamino group or a dibutylamino group; a nitro group; a hydroxyl group; an alkoxy group such as a decyloxy group, an ethoxy group or a butoxy group; a halogen such as chlorine; a phenyl group substituted with a decyloxy group, an amine group, a decylamino group, a hydroxyl group, or the like; may be a thiol group, an ethyl group, a methoxy group, an ethoxy group, an amine group, a decylamino group, a diethylamine A phenylamine group or the like substituted with a group, a nitro group, a thiol group or the like. A pigment derivative, a brewing derivative, and a specific test group. The 丫 酉 酉 酉 derivative can be synthesized via various synthetic routes. For example, by introducing a substituent represented by the following formula (7) to (丨〇) in an organic pigment, 318785 1354813 蒽醌 or acridone, the substituent is reacted to form the formula (1). The amine component of the substituent shown in (4): (for example, N,N-dimethylaminopropylamine, N-mercaptopiperine, diethylamine or 4-[4-hydroxy- 6. [3_(Dibutylamino)propylamino]]_135 triterpene, 2-aminoamino] phenylamine, etc.) is obtained by a reaction. Formula (7) -S02C1 Formula (8) -COC1 Formula (9) -CH2NHC0CH2C1 '_Formula (1〇) -ch2ci When the organic pigment is an azo pigment, it is represented by the general formulae (1) to (4) The substituent is introduced into the disazo component or the coupling component in advance, and then a coupling reaction is carried out, and an azo-based pigment derivative having a basic group can also be produced. Further, the three wells having a specific basic group can be synthesized via various synthetic routes. For example, an amine component which forms a substituent represented by the general formulae (1) to (4) by using cyanuric chloride as a starting material (for example, N, N-dimethyl group) The aminopropylamine or N-mercaptopiperine or the like is reacted with at least one chlorine of the trimerized cyanogen, and then a residual gas of cyanuric chloride is reacted with various amines or alcohols or the like. The amine component used to form a specific basic group may, for example, be 'monomethylamine, diethylamine, N,N-ethylisopropylamine, N,N-ethylpropylamine, N, N-methylbutylamine, N,N-f-isobutylamine, N,N-butylethyl month, N,N-tert-butylethylamine, diisopropylamine, dipropylamine , N, N_ second butyl propylamine, dibutylamine, di-second butylamine, diisobutylamine, N,N-isobutyl-t-butylamine, dipentylamine, two Isoamylamine, dihexyl 26 318785 1354813 -amine, bis(2-ethylhexyl)amine, dioctylamine, N,N-decyl octadecylamine, dinonylamine, diallylamine , hydrazine, hydrazine-ethyl-1,2-dimercaptopropylamine, hydrazine, hydrazine-.methylhexylamine, dioleylamine, distearylamine, hydrazine, hydrazine-didecylamino group . Alkylamine, hydrazine, hydrazine-di-indenylaminoethylamine, hydrazine, hydrazine-didecylaminopentylamine, hydrazine, hydrazine-dimethylaminobutylamine, hydrazine, hydrazine-diethyl Aminoethylamine, hydrazine, hydrazine-diethylaminopropylamine, hydrazine, hydrazine-diethylaminohexylamine, hydrazine, hydrazine-diethylaminobutylamine, hydrazine, hydrazine-diethyl Aminopentyl Amine, hydrazine, hydrazine-dipropylaminobutylamine, hydrazine, hydrazine-dibutylaminopropylamine, hydrazine, hydrazine-dibutylaminoethylamine, hydrazine, hydrazine-lu-dibutylamine Butylamine, hydrazine, hydrazine-diisobutylaminopentylamine, hydrazine, hydrazine-methyl-laurylaminopropylamine, hydrazine, hydrazine-ethyl-hexylaminoethylamine, hydrazine, Ν-distearrylamidoethylamine, hydrazine, hydrazine-dioleylaminoethylamine, hydrazine, hydrazine-distearate aminobutylamine, brigade bite, 2-mercapto travel bite (2 -pipecoline), 3-methyl. Ethylene, 4-methylpiperidine, 2,4-dipetidine, 2,6-dimethylpiperidine, 3,5-dimercaptopiperidine '3-piperidin Pyridoxine, pipecolic acid, isonipecotic acid, methotrexate, ethyl isotidine, 2-piperidineethanol, pyrrolidine, 3- Hydroxypyrrolidine, oxime-aminoethylpiperidine, aminoethyl-4-methylpiperidine, guanidine-aminoethylmorpholine, guanidine-aminopropylpiperidine, guanidine-aminopropyl- 2-mercaptopiperidine, Ν-aminopropyl-4-mercapto brigade, Ν-aminopropyl morphine, Ν-曱基派D well, Ν-butyl 哄, Ν-methyl 咼N-methyl homopiperadine, 1-cyclopentyl π bottom tillage, amidino-4-mercaptopiped, i_cyclopentyl piperazine, and the like. Specific examples of the derivative having a specific basic group are shown below, but are not limited thereto. These derivatives may be used singly or in combination of two or more. 27 318785 1354813 Derivative 1
衍生物3Derivative 3
Ο ΝΗ-.Ο ΝΗ-.
28 318785 135481328 318785 1354813
衍生物5Derivative 5
衍生物7Derivative 7
衍生物9Derivative 9
29 318785 1354813 衍生物1 ο29 318785 1354813 Derivative 1 ο
衍生物1 1Derivative 1 1
衍生物1 2Derivative 1 2
30 318785 1354813 衍生物1 430 318785 1354813 Derivatives 1 4
衍生物1 7Derivative 1 7
31 318785 1354813 衍生物1 831 318785 1354813 Derivatives 1 8
衍生物1 9Derivative 1 9
衍生物2 1Derivative 2 1
衍生物2 2Derivative 2 2
〇2NH(CH2)2N yC2Hs ί\c2H5 32 318785 1354813 衍生物2 3 NO,〇2NH(CH2)2N yC2Hs ί\c2H5 32 318785 1354813 Derivative 2 3 NO,
衍生物2 4Derivative 2 4
33 318785 1354813 衍生物2 633 318785 1354813 Derivatives 2 6
衍生物2 8 H3CO^ /=\ 918^35 ^C2h5 H3COCHCOCHN~《》~CON(CH2>2N^Derivative 2 8 H3CO^ /=\ 918^35 ^C2h5 H3COCHCOCHN~""~CON(CH2>2N^
衍生物2 9Derivative 2 9
34 318785 1354813 衍生物3 Ο34 318785 1354813 Derivative 3 Ο
衍生物3 1Derivative 3 1
衍生物3 2Derivative 3 2
衍生物3 3Derivative 3 3
Η 35 318785 1354813 衍生物3 4Η 35 318785 1354813 Derivatives 3 4
衍生物3 6 c2h5Derivative 3 6 c2h5
Vj(H2C)3HNOC no2Vj(H2C)3HNOC no2
H c2h5 c2riiH c2h5 c2rii
Vi(H2C)3HNOCVi(H2C)3HNOC
H3COCHCOCHNH3COCHCOCHN
HH
36 318785 1354813 衍生物3 836 318785 1354813 Derivatives 3 8
衍生物3 9Derivative 3 9
C2H5C2H5
衍生物4 ΟDerivative 4 Ο
衍生物4 1 严5Derivative 4 1 Yan 5
37 318785 1354813 衍生物4 237 318785 1354813 Derivatives 4 2
衍生物4 3Derivative 4 3
衍生物4 4Derivative 4 4
38 318785 1354813 衍生物4 538 318785 1354813 Derivatives 4 5
衍生物4 6Derivative 4 6
衍生物4 7Derivative 4 7
39 318785 1354813 衍生物4 839 318785 1354813 Derivatives 4 8
Cu-pc ;銅酞菁殘基 衍生物4 9Cu-pc; copper phthalocyanine residue derivative 4 9
本發明之衫色濾光片用著色組成物,為了使顏料易於 充分地分散於顏料載體中,且以乾燥膜厚成為〇2至$ “瓜 之方式塗布在玻璃基板等透明基板上而形成渡光片區段, 可含有溶劑。 」容劑可為’例如’環己酮、乙二醇乙基醚乙酸酯、乙 醇丁基醚乙酸g旨、丙二醇單甲基趟乙酸醋、二乙二 曱基醚、乙基苯、乙二醇芦 · 吁 G丞醚一甲笨、乙二醇乙其 _ (乙基溶纖劑)、甲其丨不士 f srl 土 ;Τ基正戊基酮、丙二醇單甲基醚、甲笔、 甲基乙基酮、乙酸乙酯、甲醇、 τ奸 兴丙醇、丁醇、里 丁基酮、石油系溶劑等,爷簟 ” . A ^ 〇亥4可早獨或混合使用。溶劑, 重量份之量,較佳為800至4000 為1000至25〇〇重量份之量而使用。 又,本發明之彩色遽光片用著色组 物之經時黏度安定化, 中,為使组成 了3有貝丁存安定齊卜貯存安定劑可 318785 40 1354813 •為’例如,氣化苄基三甲基銨等氣化四級銨;乳酸、草酸 一等有機酸及其f基醚;第三丁基焦兒茶酚;三乙基膦、三 ...笨基膦等有機膦;或亞磷酸鹽等。貯存安定劑,相對於著 •.色組成物中之顏料100質量份,可以01至10重量份之詈 而使用。 本發明之彩色濾光片用著色組成物’較佳為藉由離心 .分離、燒結過濾'膜過濾等手段,進行除去5#m以上之 粗大粒子(以m以上之粗大粒子為較佳,以〇 m以 鲁上之粗大粒子為更佳)及混入之灰塵。 繼而’說明本發明之彩色濾光片。 本發明之彩色濾光片,係在透明或反射基板上,形成 R(紅)、G(綠)、B(藍)之三色濾光片區段者,或形成γ(黃)、 Μ(洋紅)、c(青綠)之三色濾光片區段者等。各色之濾光片 區段可藉由使用本發明之彩色濾光片用著色組成物,以印 刷法或照相平版印刷法(photolith〇graphy)形成。 • 關於透明基板,可使用玻璃板,或聚碳酸酯、聚甲基 丙烯酸甲醋、聚對苯二f酸乙二醋等樹脂板。反射基板可 使用矽酮或上述透明基板上形成鋁、銀、銀/銅/鈀合金之 薄膜等者》 藉由印刷法而形成各色濾光片區段,係只要將經調製 成料上述各種印刷油墨的彩色滤光片用著色組成物予以 重複進行印刷及乾燥,即可圖案化。彩色遽光片之製造法 中,印刷法成本低’量產性優良。再者,由於印刷技術之 1展,可進灯具有高尺寸精度及平滑度之微細圖寒之印 318785 41 1354813 -刷。為了進行印席,j,油墨係 ^ 曰在印刷版上攻橡皮布 -上)^ 化之方式而組成為較佳。又,印刷機 '(b〇d ' 控制亦重要,亦可心分散劑或體質顏料 (b〇dypigment)進行油墨黏度之調整。 ^照相平版印刷法形成各色濾光片區段時,將調製 =乍為上述溶劑顯像型或鹼顯像型著色阻劑(―之著色 2二:由,霧塗布、旋轉塗布、狹縫塗布_ C。—) 布方式’塗布在透明基板上並使乾燥膜厚 盘^ G.2至5/zm。對於朗(視需要可經乾燥),通過 與遠膜呈接觸或未接觸狀態之具有設定圖案之遮罩(mask) 進仃兔外線曝光。然後’浸潰於溶劑或驗顯像液,或者藉 將顯像液噴霧,除去未硬化部分,而可形成㈣ 、,之圖木。對於其他顏色重複同樣之操作,可製造彩色濾 光片。再者’為了促進著色阻劑之聚合,亦可視需要施 加熱。右依據照相平版印刷法,可籍由上述印刷法製 k精度之彩色濾光片。 ο 當顯像時,可使用碳酸納、氯氧化納等水溶液作為驗 顯像液’亦可使用二甲基f基胺、三乙醇胺等有機驗。又, 顯像液中亦可添加消泡劑或界面活性劑。 再者,為了提高紫外線曝光感度,亦可將上述著色阻 劑塗布乾燥後,將水溶性或鹼水溶性樹脂(例如聚乙烯基醇 或水溶性丙烯酸系樹脂等)塗布乾燥,形成防止氧造成聚合 阻礙之膜後,進行紫外線曝光。 本發明之彩色濾光片,除了上述方法外,可藉由電沈 318785 42 1354813 -轉印法等製造,但是本發明之著色組成物亦可使用 '秀明::法。再者,電沈積法係利用在透明基板上形成之 ..·、月、包犋,藉由膠體粒子之電泳,在透明導雷膜上雪沈 .積形成各色濾光片區段’而製造彩色濾光片之方法二 轉印法係在剝離性轉印基片之表面,預先形成彩色濟光片 層,再將該彩色遽光片層轉印至所期望之透明基板上之方 法。 本發明之彩色遽光片,可適用於彩色液晶顯示裝置、 #彩色攝像管元件等。 [實施例] 以下,藉由實施例更詳細地說明本發明,不過以下實 施例並不對本發明之權利範圍有任何限制。再者,實施: 中「份」及「%」分別表示「重量份」及「重量%」。 在說明實施例之前,先說明顏料之平均一次粒徑、比 鲁表面積、阻劑塗膜之對比度之測定法。 顏料之平均一次粒徑係藉由從電子顯微鏡照片直接計 測-次粒子大小之一般方法測定。具體而言,計測各種顏 料之一次粒徑之短軸徑及長轴徑,將平均值作為該顏料粒 子之粒徑。繼而,100個以上之顏料粒子,求取盘所 求粒徑之長方體近似之各個粒子體積(重量),並將體積平 均粒位作為平均一次粒徑。再者,就電子顯微鏡而言,使 用穿透型(TEM)或掃描型(SEM)之任一種皆可得到士 果。 、’口 318785 43 丄呼δ丄:5 a顏科粒子之比表面積係以#由氮吸附之βετ法求 .二:再者,測定令可使用自動蒸氣吸附量測定裝置(曰本 •_BEL 公 5]製「BELS0RP18」)。 ,而,關於使用阻劑製作之塗膜的對比度之測定法, 使用第1圖加以說明。從液晶顯示用背光單元發出之 "通過偏光板(6)形成偏光,再通過塗布於玻璃基板⑺ =著色組成物之乾燥塗膜⑷’到達偏光板⑺。若偏光板 與偏光板(3)之偏光面呈平行,光會透過偏光板⑺,但 是偏光面王垂直4,光將被偏光板(3)遮斷。然而,藉由偏 ^板⑹而經偏光之光通過著色組成物之乾燥塗膜⑷時,若 稭由顏料粒子引起散射等,而使偏光面之一部份發生分 歧,則偏光板平行時透過偏光板(3)之光量將減少,偏光板 垂直時一部份光將透過偏光板(3)。測定該透過之光作為偏 光板上之党度,异出偏光板平行時亮度與垂直時亮度之比 (對比度)。 | (對比度)=(平行時亮度)/(垂直時亮度) 因此,若藉由著色組成物之乾燥塗膜(4)之顏料引起散 射,則由於平行時亮度降低,且垂直時亮度增加,因此對 比度變低。 再者,度sf (1)奋使用色彩亮度計(T〇pc〇n公司製 「BM-5A」);偏光板(3)及偏光板(6)係使用偏光板(日東電 工公司製「NPF-G1220DUN」)。再者,測定時,為了遮斷 不需要之光,在測定部分蓋上有lcm角開孔之黑色遮罩 (2)。 318785 44 1354813 •(分散顏料用之樹脂溶液之製造例) , 將環己⑻份加入反應容器中,並將氮氣注入容器 .’同時加熱至UKTC,於同溫度下將下列單體及熱聚合 •.起始劍之混合物以1小時滴入,進行聚合。 苯乙烯 60.0份 甲基丙烯酸 60.0份 甲基丙稀酸曱g旨 65.0份 甲基丙烯酸丁酯 65.0份 偶氮雙丁腈 10.0份 滴入後,再於100。(:反應3小時後,將偶氮雙異丁腈 2.0伤浴於裱己酮50份者加入,再繼續反應}小時,得到 重量平均分子量約4〇,_(藉由Gpc測定)之㈣酸系樹脂 溶液。 冷卻至室溫後,從樹脂溶液之一部份取樣,並於18〇 •°C加熱乾燥20分鐘,測定不揮發成份,在得到之樹脂溶液 :添加環己酮,使不揮發份成為20重量%,調製丙烯酸系 樹脂溶液。再者,丙烯酸系樹脂於4〇〇至7〇〇nm全波長區 域之透光率為80%以上。 °° [實施例1] 將經燒結乾燥之食鹽(味食研股份公司製「s〇行鹽 S-50」,Mg含量0.03%,水分含量〇 11%)藉由高速回轉; 磨機(HosokawaMicron股份公司製「ACM-10A型」,回轉 318785 45 1354813 •是度6’80〇rpm),以1 〇〇kg/小時之供給量粉碎。使用 _ Microtrac粒度分析計(日機裝股份公司)測定粉碎之食鹽之 拉度分布時,以體積為基準之中值粒徑(median •為6.2以m,9)%粒徑為12,8 # m。又,將粉碎鹽以掃描 型電子顯微鏡觀察時,為有稜有角狀且表面粗糙之食鹽粒 子。 將得到之粉碎鹽120〇份、喹酞酮顏料(C.I. Pigment Yellow 138 ’ BASF 公司製「Pali〇t〇1 Yell〇w K〇96mD」)i〇〇 •份及二乙二醇120份加入1加侖捏合機(井上製作所股份公 司製)中,於40 C混煉1 〇小時。繼而,將混煉j 〇小時得 到之糰塊(dough)投入溫水中,加熱至約g〇〇c ,同時藉由高 速混合機攪拌1小時,作成漿液狀。將漿液過濾並水洗, 除去食鹽及一乙一醇後,將濾渣於80°C乾燥一晝夜(24小 時)後,粉碎’得到94份之微細化啥駄酮顏料。 繼而’將下列組成之混合物均勻攪拌後,使用直徑 鲁1mm之氧化錯粒’以艾格(Eiger)研磨機(艾格(Eiger)日本公 司製「Mini Model M-250 MKII」)分散5小時後,用5/z m 過濾器過濾,製作黃色顏料分散體。 微細化喧酞酮顏料 1.0份 色素衍生物39 1.0份 丙烯酸系樹脂溶液 50.0份 環己酮 40.0份 再者’將下述組成之混合物攪拌混合均勻後,用1 V m 46 318785In the coloring composition for the color filter of the present invention, in order to allow the pigment to be easily dispersed in the pigment carrier, and to form a coating on a transparent substrate such as a glass substrate with a dry film thickness of 〇2 to $" The light sheet section may contain a solvent. The solvent may be, for example, 'cyclohexanone, ethylene glycol ethyl ether acetate, ethanol butyl ether acetate, propylene glycol monomethyl hydrazine acetate, and diethyl hydrazine. Ethyl ether, ethyl benzene, ethylene glycol ru · 丞 G 丞 一 甲 、 、 、 、 、 、 、 、 、 、 、 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基 乙基Propylene glycol monomethyl ether, methyl pen, methyl ethyl ketone, ethyl acetate, methanol, taupropanol, butanol, butyl ketone, petroleum solvent, etc., A. 〇海4 It is used alone or in combination. The solvent, the amount by weight, is preferably from 800 to 4000 in an amount of from 1000 to 25 parts by weight. Further, the color-cured composition of the colored calendering sheet of the present invention has a viscosity stability over time. In order to make a composition of 3, there is a bedding deposit and a stable storage stabilizer. 318785 40 1354813 • For 'for example, Vaporized quaternary ammonium such as benzyltrimethylammonium; lactic acid, oxalic acid first organic acid and its f-ether; tert-butyl pyrocatechol; triethylphosphine, trisylphenylphosphine, etc. a phosphine; or a phosphite, etc. The storage stabilizer may be used in an amount of from 01 to 10 parts by weight based on 100 parts by mass of the pigment in the color composition. The coloring composition for a color filter of the present invention' It is preferred to remove coarse particles of 5#m or more by means of centrifugation, separation, and sintering filtration, such as membrane filtration (prepared by coarse particles of m or more, and coarse particles of ruthenium by 〇m). And the mixed dust. Then, the color filter of the present invention is described. The color filter of the present invention is formed on a transparent or reflective substrate to form three colors of R (red), G (green), and B (blue). a filter segment, or a three-color filter segment forming gamma (yellow), yttrium (magenta), c (cyan), etc. The filter segments of the respective colors can be used by using the color filter of the present invention. The light sheet is formed by a printing method or photolithography using a coloring composition. A glass plate, or a resin plate such as polycarbonate, polymethyl methacrylate or polyethylene terephthalate, and a reflective plate can be formed using an anthrone or a transparent substrate to form aluminum, silver, silver/copper/palladium. A film of an alloy or the like is formed by forming a filter segment of each color by a printing method, and the color filter of the various printing inks prepared by the above-described various printing inks can be repeatedly printed and dried to be patterned. In the manufacturing method of color twilight film, the printing method has low cost and excellent mass production. Moreover, due to the exhibition of printing technology, the fine lamp with high dimensional accuracy and smoothness can be entered into the lamp. 318785 41 1354813 - Brush. In order to carry out the printing, j, the ink system is better in the way of printing the blanket on the printing plate. In addition, the printing press '(b〇d ' control is also important, and the viscosity of the ink can be adjusted by the heart dispersant or the body pigment (b〇dypigment). ^Photolithography to form the filter segments of each color, modulation =乍 is the above-mentioned solvent development type or alkali development type coloring resist ("color 2 2: by, fog coating, spin coating, slit coating _ C. -) cloth method" coated on a transparent substrate and dried film Thick plate ^ G.2 to 5/zm. For lang (drying if necessary), through a mask with a set pattern in contact with or in contact with the distal membrane, the rabbit is exposed to the outside line. Then 'dip Crush the solvent or test the imaging solution, or spray the imaging solution to remove the unhardened part, and form the (4), and the figure wood. Repeat the same operation for other colors to create a color filter. In order to promote the polymerization of the coloring resist, heat may be applied as needed. According to the photolithography method, a k-precision color filter may be produced by the above printing method. ο When developing, sodium carbonate, sodium oxychloride, etc. may be used. Aqueous solution can also be used as an imaging solution An organic test such as dimethyl-f-amine or triethanolamine may be added. Further, an antifoaming agent or a surfactant may be added to the developing solution. Further, in order to improve the ultraviolet exposure sensitivity, the colored resist may be coated and dried. A water-soluble or alkali-soluble resin (for example, a polyvinyl alcohol or a water-soluble acrylic resin) is applied and dried to form a film that prevents polymerization inhibition by oxygen, and is then exposed to ultraviolet light. The color filter of the present invention is not limited to the above method. In addition, it can be manufactured by the electric sink 318785 42 1354813 - transfer method, etc., but the color composition of the present invention can also use the 'Xiu Ming:: method. Further, the electrodeposition method is formed on a transparent substrate.. , month, bagging, method of manufacturing a color filter by electrophoresis of colloidal particles, snow-sinking on a transparent guide film, forming a color filter segment', and a transfer printing method on a peeling transfer base The surface of the sheet is formed by preliminarily forming a color film layer and transferring the color calender sheet to a desired transparent substrate. The color calender sheet of the present invention can be applied to a color liquid crystal display device, #color The present invention will be described in more detail by way of examples. However, the following examples are not intended to limit the scope of the present invention. Further, the implementation: "parts" and "%" Respectively indicate "parts by weight" and "% by weight". Before describing the examples, the measurement method of the average primary particle diameter, the specific surface area of the pigment, and the contrast of the resist coating film will be described. The average primary particle diameter of the pigment is determined by The average method of measuring the secondary particle size from the electron micrograph is measured. Specifically, the short axis diameter and the major axis diameter of the primary particle diameter of each pigment are measured, and the average value is taken as the particle diameter of the pigment particle. Then, 100 For the above pigment particles, the volume (weight) of each particle approximated by the rectangular parallelepiped of the particle diameter is determined, and the volume average particle size is taken as the average primary particle diameter. Further, in the case of an electron microscope, a stem type (TEM) or a scanning type (SEM) can be used to obtain a fruit. , ' mouth 318785 43 丄 δ 丄: 5 a Yankee particles specific surface area is # by nitrogen adsorption βετ method. Second: In addition, the measurement can use automatic vapor adsorption measuring device (曰本•_BEL 公5] "BELS0RP18"). Further, the measurement method of the contrast of the coating film produced using the resist is described using Fig. 1 . The polarizing plate (6) is polarized by a backlight unit for liquid crystal display, and is then applied to a polarizing plate (7) by a dried coating film (4) applied to a glass substrate (7) = colored composition. If the polarizing plate is parallel to the polarizing surface of the polarizing plate (3), the light will pass through the polarizing plate (7), but the polarizing surface is vertical 4, and the light will be blocked by the polarizing plate (3). However, when the polarized light passes through the dried coating film (4) of the coloring composition by the polarizing plate (6), if the straw is scattered by the pigment particles, and a part of the polarizing surface is divided, the polarizing plate passes through in parallel. The amount of light of the polarizing plate (3) will be reduced, and a part of the light will pass through the polarizing plate (3) when the polarizing plate is vertical. The transmitted light was measured as the degree of the party on the polarizing plate, and the ratio of the brightness to the vertical brightness (contrast) when the polarizing plates were parallel was different. (Contrast) = (brightness in parallel) / (brightness in vertical direction) Therefore, if the scattering is caused by the pigment of the dried coating film (4) of the coloring composition, since the brightness is lowered in parallel and the brightness is increased in the vertical direction, The contrast is low. In addition, the sf (1) uses a color luminance meter ("BM-5A" manufactured by T〇pc〇n Co., Ltd.); the polarizing plate (3) and the polarizing plate (6) use a polarizing plate (Nippon Electric Co., Ltd. "NPF" -G1220DUN"). Further, in the measurement, in order to block unnecessary light, a black mask (2) having a 1 cm-angle opening was placed on the measurement portion. 318785 44 1354813 • (manufacturing example of resin solution for dispersing pigments), adding (8) parts of cyclohexane to the reaction vessel, and injecting nitrogen into the vessel. 'When heating to UKTC, the following monomers and heat are polymerized at the same temperature. The mixture of the starting swords was dropped in 1 hour to carry out polymerization. Styrene 60.0 parts Methacrylic acid 60.0 parts Methyl propyl acrylate g 65.0 parts butyl methacrylate 65.0 parts Azobisbutyronitrile 10.0 parts After instillation, further at 100. (After reaction for 3 hours, an azobisisobutyronitrile 2.0 wound bath was added to 50 parts of hexanone, and the reaction was continued for another hour to obtain a (tetra) acid having a weight average molecular weight of about 4 Å, as measured by Gpc. Resin solution. After cooling to room temperature, take a part of the resin solution and heat it at 18 ° C for 20 minutes to determine the non-volatile content. In the obtained resin solution: add cyclohexanone to make it non-volatile. The acrylic resin solution was prepared in an amount of 20% by weight to prepare an acrylic resin solution. Further, the light transmittance of the acrylic resin in the entire wavelength range of 4 to 7 nm was 80% or more. °° [Example 1] Drying by sintering The salt of the salt (S-50), which has a Mg content of 0.03% and a moisture content of 〇11%, is rotated by a high speed. The mill (ACM-10A type, manufactured by Hosokawa Micron Co., Ltd.) 318785 45 1354813 • It is 6'80〇 rpm), pulverized at a supply of 1 〇〇kg/hour. When using the _Microtrac particle size analyzer (Nikkiso Co., Ltd.) to measure the pull distribution of the crushed salt, the volume is The median particle size (median • 6.2 in m, 9)% particle size is 12, 8 # m. Further, when the pulverized salt was observed by a scanning electron microscope, it was a salty and rough-surfaced salt particle. The obtained pulverized salt was 120 parts, and the quinacridone pigment (CI Pigment Yellow 138 'BASF Company's "Pali〇t〇1 Yell〇w K〇96mD") i〇〇• parts and 120 parts of diethylene glycol were added to a 1 gallon kneader (manufactured by Inoue Co., Ltd.) and mixed at 40 C for 1 hour. Then, the dough obtained by kneading for 1 hour was put into warm water, heated to about g〇〇c, and stirred for 1 hour by a high-speed mixer to form a slurry. The slurry was filtered and washed with water to remove salt. After the monoethyl alcohol, the filter residue was dried at 80 ° C for one day and night (24 hours), and then pulverized to obtain 94 parts of the finely divided anthrone pigment. Then, the mixture of the following components was uniformly stirred, and the diameter of 1 mm was used. The oxidized particles were dispersed by an Eiger mill ("Mini Model M-250 MKII" manufactured by Eiger Japan Co., Ltd.) for 5 hours, and then filtered through a 5/zm filter to prepare a yellow pigment dispersion. Anthrone pigment 1.0 part pigmentation After 1.0 parts of 39 was an acrylic resin solution 50.0 parts Cyclohexanone 40.0 parts Note that 'the following composition The mixture was evenly stirred and mixed with 1 V m 46 318785
60.0 份 11.0 份 NK 過濾器過濾,得到鹼顯像型黃色阻劑 黃色顏料分散體 丙烯酸系樹脂溶液 村化學公司製 一羥甲基丙烷三丙烯酸酯(新中 ATMPT」) rIrgacure9〇?j } 1 增感劑(保土谷化學公司製「EAB-F」) 〇.4份 環己酮 •[比較例1] 77 將經燒結乾燥之食鹽(富田製藥股份公司製「鳴門培燒 鹽」\Mg含置〇.10%,水分含量〇15%)與實施例工以同樣 方式猎由高速回轉研磨機粉碎,得到以體積為基準之中值 粒f為95%粒徑為12 6心之粉碎鹽。將粉碎鹽 用掃描型電子顯微鏡觀察時,為去稜角而變圓之形狀。 使用得到之粉碎鹽,以與實施例丨同樣之條件將喹酞 鲁嗣顏料微細化,使用得到之微細化喹酞酮顏料,以與實施 例1同樣之方式得到鹼顯像型黃色阻劑。 [實施例2] 將與實施例1同樣之粉碎鹽1〇〇〇份、及ε型銅酞菁 (copper Phthal〇Cyanine)顏料(CI pigment mue 15 : 6,東 洋油墨製造公司製「Lionol Bkle E」)! 〇〇份及二乙二醇i i 〇 份加入1加侖捏合機(井上製作所股份公司製)中,於6〇它 混煉ίο小時。繼而,將混煉10小時得到之糰塊(d〇ugh) 投入溫水中,加熱至約8(TC,同時藉由高速混合機攪拌j 318785 47 1354813 *小時,作成裝液狀。將漿液過滤並水洗,作去食鹽及二乙 一酵後’將濾渣於80°C乾燥一畫夜後,粉碎,得到94份60.0 parts of 11.0 parts of NK filter were filtered to obtain alkali-developing yellow resist yellow pigment dispersion acrylic resin solution hydroxymethylpropane triacrylate (Xinzhong ATMPT) manufactured by Cunning Chemical Co., Ltd. rIrgacure9〇?j } 1 Sensitizer ("EAB-F" manufactured by Hodogaya Chemical Co., Ltd.) 4. 4 parts of cyclohexanone. [Comparative Example 1] 77 Sintered and dried salt ("Mingmen Pei Burn Salt" made by Tomita Pharmaceutical Co., Ltd. 〇.10%, moisture content 〇15%) was pulverized by a high-speed rotary grinder in the same manner as in the example, and a pulverized salt having a median particle f of 95% and a particle diameter of 12 6 was obtained on the basis of volume. When the pulverized salt was observed by a scanning electron microscope, it was rounded in a rounded shape. Using the obtained pulverized salt, the quinone ruthenium pigment was refined in the same manner as in Example ,, and an alkali-developing yellow resist was obtained in the same manner as in Example 1 except that the obtained fine quinacridone pigment was used. [Example 2] 1 part of the pulverized salt similar to Example 1 and cop type copper phthalocyanine (CI pigment mue 15 : 6, "Lionol Bkle E by Toyo Ink Manufacturing Co., Ltd." ")! The aliquot and the diethylene glycol i i 〇 were added to a 1 gallon kneader (manufactured by Inoue Seisakusho Co., Ltd.), and mixed at 〇 ί hours. Then, the dough obtained by kneading for 10 hours was put into warm water, heated to about 8 (TC, and stirred by a high-speed mixer j 318785 47 1354813 * hour to prepare a liquid. The slurry was filtered and After washing with water, after taking salt and digested yeast, the filter residue was dried at 80 ° C for one night and then pulverized to obtain 94 parts.
•V 之微細化ε型銅酞菁顏料。 . 繼而’將下列組成之混合物均勻攪拌後,使用直徑 1 mm之氧化錯粒’以艾格研磨機(艾格_日本公司製「• V-refined ε-type copper phthalocyanine pigment. Then, 'the mixture of the following components was uniformly stirred, and an oxidized particle of 1 mm in diameter was used."
Model M-250 MKII」)分散5小時後,用5/zm過濾器過濾, 製作藍色顏料分散體。 10.0 份 1.0份 「BYK 111」)1.0 份 40.0 份 48.0 份 微細化ε型銅酞菁顏料 •色素衍生物48 磷酸酯系顏料分散劑(BYK Chemie公司製 丙烯酸系樹脂溶液 環己酮 再者,將下述組成之混合物攪拌混合均勻後,用丨#出 過濾器過濾’得到驗顯像型藍色阻劑。 藍色顏料分散體 丙烯酸系樹脂溶液 三羥甲基丙烷三丙烯酸酯(新中村化學 公司製 ATMPT」) 45.0 份 15.0 份 「NK酯 9.0份 2.0份 0.2份 28.8 份 光聚合起始劑(Ciba-Geigy公司製「kgacure 9〇7」 增感劑(保土谷化學公司製「Eab_f」) 環己酮 [比較例2] 代替與實施例1同樣 除使用與比較例1同樣之粉碎鹽 318785 48 1354813 •之粉碎鹽以外,以與實施例2同樣之條件將ε型鋼缺菁顏 •料微細化。使用得到之微細化ε型銅酞菁顏料,以與實施 •.例2同樣之方式得到鹼顯像型藍色阻劑。 * [實施例3 ] 將經燒結乾燥之食鹽(味食研股份公司製「Sf J2ZL. S-50」’ Mg含量0.03% ’水分含量〇.ι1%)藉由高速回轉研 应機(不一 Paudal股份有限公司製「槌磨機」’以回轉速度 5,000rpm ’ 2t/時之供給量粉碎。使用Microtrac粒度分析 籲計(日機裝股份公司)’測定粉碎之食鹽之粒度分布時,以 體積為基準之中值粒徑(median diameter)為17.5// m,95% 粒徑為38.6//m。又’將粉碎鹽以掃描型電子顯微鏡觀察 時’為有稜有角狀且表面粗糙之食鹽粒子。 將得到之粉碎鹽1000份、粗製銅酞菁顏料(C lModel M-250 MKII") After dispersion for 5 hours, it was filtered through a 5/zm filter to prepare a blue pigment dispersion. 10.0 parts 1.0 part "BYK 111") 1.0 part 40.0 parts 48.0 parts fine refining ε type copper phthalocyanine pigment•pigment derivative 48 phosphate ester pigment dispersant (cyclohexanone in acrylic resin solution made by BYK Chemie Co., Ltd.) The mixture of the following composition was stirred and mixed uniformly, and then filtered with a 丨# filter to obtain an image-forming blue resist. Blue pigment dispersion acrylic resin solution trimethylolpropane triacrylate (Xinzhongcun Chemical Co., Ltd.) ATMPT") 45.0 parts 15.0 parts "NK ester 9.0 parts 2.0 parts 0.2 parts 28.8 parts photopolymerization initiator ("kgacure 9〇7" sensitizer ("Eab_f" manufactured by Hodogaya Chemical Co., Ltd.) made by Ciba-Geigy Co., Ltd. Hexanone [Comparative Example 2] In the same manner as in Example 1, except that the pulverized salt of 318785 48 1354813, which is the same as that of Comparative Example 1, was used, the ε-type steel deficiency pigment was refined in the same manner as in Example 2. Using the obtained ε-type copper phthalocyanine pigment, an alkali-developing blue resist was obtained in the same manner as in Example 2. * [Example 3] Sintered and dried salt (Yan Shiyan Co., Ltd.) Company system "Sf J2Z L. S-50"' Mg content 0.03% 'moisture content ι.ι1%) by high-speed rotary grinding machine (not a Paudal Co., Ltd. "honing machine" at a swing speed of 5,000 rpm ' 2t / hour The supply amount was pulverized. When the particle size distribution of the pulverized salt was measured using Microtrac Particle Size Analysis (Nikkiso Co., Ltd.), the median diameter (median diameter) was 17.5/m, 95% of the particle size. It is 38.6 / / m. And 'when the crushed salt is observed by a scanning electron microscope' is a salty and rough-surfaced salt particle. 1000 parts of the obtained crushed salt, crude copper phthalocyanine pigment (C l
Pigment Blue 15 : 3,珠海東洋公司製「T-95 Crude Blue」) 10 0份及二乙二醇11 〇份加入1加侖捏合機(井上製作所股 •份公司製)中,於60°C混煉10小時。繼而,將混煉1〇小 時得到之糰塊(dough)投入溫水中,加熱至約80。(:,同時藉 由尚速混合機攪摔1小時,作成漿液狀。將聚液過渡並水 洗’除去食鹽及二乙二醇後,將濾渣於801乾燥一晝夜 後,粉碎’得到94份之微細化/3型銅酞菁顏料。 使用得到之微細化召型銅酞菁顏料,以與實施例2同 樣之方式得到鹼顯像型藍色阻劑。 [比較例3] 將經燒結乾燥之食鹽(富田製藥股份有限公司製「鳴門 49 318785 1354813 ,l埏篮」,含量〇.10% ,水分含量0.15%)與實施例同樣 方式藉由尚速回轉研磨機粉碎,得到以體積為基準之中值 • 4. 為16.9以m,95〇/〇粒徑為36.3/z m之粉碎鹽。將粉碎 義闬掃^田型電子顯微鏡觀察時,為去稜角而變圓之形狀。 _使用得到之粉碎鹽,以與實施例3同樣之條件將粗製 ,酞青顏料微細化,使用得到之微細化銅酞菁顏料,以與 貝k例2同樣方式’得到鹼顯像型藍色阻劑。 [實施例4] 籲將與實施例1同樣之粉碎冑15〇〇份、二酉同基吼σ各并〇比 咯顏料(C.I· Pigment Red 254,Ciba Speciamy Chemicals a司衣Irgaphor Red B-CF」)l〇〇份及二乙二醇1〇〇〇份加 入連續混合機(井上製作所股份公司製「15L Tdmix」)中, 於40 C混煉20小時。繼而,將混煉2〇小時所得到之糰塊 (dough)投入溫水中,加熱至約8〇〇c,同時藉由高速混合機 攪拌1小時,作成漿液狀。將漿液過濾並水洗,除去食鹽 鲁及一乙一醇後,將濾渣於8 〇 C乾燥一晝夜後,粉碎,得到 94份之微細化二酮基吨洛并吼π各顏料。 繼而,將下列組成之混合物均勻攪拌後,使用直徑 1 mm之氧化錯粒,以艾格研磨機(艾格·日本公司製「Mini Model M-250 MKII」)分散5小時後,用5 # m過濾器過濾, 製作紅色顏料分散體。 微細化二酮基吡咯并吡咯顏料丨〇8份 色素衍生物49 1.2份 丙烯酸系樹脂溶液 40 fw八 318785 50 1354813 48.0 份 環己酮 ’用1 45.0 份 15.0 份 NK g| 9.0份 2.0份 0.2份 ’將下述組成之㊆合物均勻地鮮混合後 # m過濾器過濾,得到鹼顯像型紅色阻劑。 紅色顏料分散體 丙烯酸系樹脂溶液 三羥甲基丙烷三丙烯酸酯(新中村化學公司製「 ATMPT」) 、 光聚合起始劑(Ciba-Geigy公司製「Irgacure9〇(7」) 增感劑(保土谷化學公司製「EAB-F」) 環己酮 28.2 份 [比較例4] 除了使用與比較例i同樣之粉碎鹽代替與實施例Μ 樣之粉碎鹽以外,以與實_4同樣之方式將二喊 开吡_斗微細化。使用得到之微細化二酉同基咄洛 ^顏料每以與實施例4同樣之方式,得到驗顯像型紅色阻劑。 貫施例及比較例中所得之铖妈4儿士 4伃炙、^微細化處理顏料之比表面 積及粒徑之測定結果如表1所示。 又’使用實施例及比較例中得到之阻劑,製造膜厚不 同之3種塗布基板’並測定各個之膜厚及對比度。以一次 相關法從3 _點數據求取縣為2//m之對比。結果示於表^ 中。再者,塗布基板係使用旋轉塗布機,在改變轉數下, 將阻劑塗布於基板並使乾燥膜厚成為約丨#^左右後,於 80 C熱風烘箱中乾燥3〇分鐘而製作。 318785 51 1354813 使用實施例1至4得到之阻劑製作之塗布基板,,γ 用比較例1至4得到之阻劑製作之塗布基板加以比較,Κ 比度變高。 •乂 ’封 [表1] 實施 例I 貫施 例2 實施 例3 —實施 例4 比較 例1 比較 例2 比較~ 例3 顏料 黃色 顏料I 一 藍色 顏料1 - … 藍色 顏料3 紅色 顏料1 黃色 顏料2 藍色 顏料2 監色 顏料4彦 比表面積 (m2/g) 平均一次 粒徑〇 m) 113 --*---- 120 88 125 90 100 77 0.04 0.04 0.05 0.03 0.07 0.06 0.07 對比度 -------- 4〇〇 —----- 1550 800 2300 200 1250 500 0.05 no 【圖式簡單說明】 第1圖為測定對比度用之測定裝置之概念圖。 【主要元件符號說明】 1 亮度計 •2 遮罩 3 偏光板 4 著色組成物乾燥塗膜 5 玻璃基板. 6 偏光板 7 背光單元 52 318785Pigment Blue 15 : 3, "T-95 Crude Blue" manufactured by Zhuhai Toyo Co., Ltd.) 10 parts and diethylene glycol 11 parts are added to a 1 gallon kneader (manufactured by Inoue Manufacturing Co., Ltd.) and mixed at 60 ° C. Refining for 10 hours. Then, the dough obtained by kneading for 1 hour was put into warm water and heated to about 80. (: At the same time, it was stirred by a still-speed mixer for 1 hour to form a slurry. The poly-liquid was mixed and washed with water. After the salt and diethylene glycol were removed, the filter residue was dried at 801 for a whole day and night, and then pulverized to obtain 94 parts. Micro-type/3 type copper phthalocyanine pigment. An alkali-developing blue resist was obtained in the same manner as in Example 2 using the obtained fine-grained copper phthalocyanine pigment. [Comparative Example 3] Sintering and drying were carried out. Salt (Miyako No. 49 318785 1354813, l埏 basket, manufactured by Tomita Pharmaceutical Co., Ltd., content 〇.10%, moisture content 0.15%) was pulverized by a slewing rotary mill in the same manner as in the example to obtain a volume-based The median value is 4. The pulverized salt having a particle size of 36.3/zm of 16.9 m and 95 Å/〇. When the smashed sputum is scanned by a field electron microscope, the shape is rounded to remove the edges and corners. The crude salt and the indigo pigment were finely pulverized under the same conditions as in Example 3, and the obtained fine copper phthalocyanine pigment was used to obtain an alkali-developing blue resist in the same manner as in the case of Example 2. Example 4] The same pulverization 胄 15 parts as in Example 1 was called, Dihydropyrene pigments (CI· Pigment Red 254, Ciba Speciamy Chemicals a Irgaphor Red B-CF)) and diethylene glycol 1 part are added to the continuous mixer ("15L Tdmix" manufactured by Inoue Seisakusho Co., Ltd.) was kneaded at 40 C for 20 hours. Then, the dough obtained by kneading for 2 hours was put into warm water and heated to about 8 〇〇c. The mixture was stirred for 1 hour by a high-speed mixer to prepare a slurry. The slurry was filtered and washed with water to remove the salt and the monoethyl alcohol. The residue was dried at 8 ° C for a day and night, and then pulverized to obtain 94 parts of a fine diketone group. Each of the following components was uniformly stirred, and then oxidized particles of 1 mm in diameter were used, and dispersed by an Eiger grinder ("Mini Model M-250 MKII" manufactured by Eiger Japan) for 5 hours. Thereafter, it was filtered with a 5 #m filter to prepare a red pigment dispersion. Micronized diketopyrrolopyrrole pigment 丨〇 8 parts of pigment derivative 49 1.2 parts of acrylic resin solution 40 fw eight 318785 50 1354813 48.0 parts cyclohexanone 'Use 1 45.0 copies 15.0 NK g| 9.0 parts of 2.0 parts of 0.2 parts 'The seven components of the following composition are uniformly mixed freshly and filtered by a #m filter to obtain an alkali-developing type red resist. Red pigment dispersion acrylic resin solution trishydroxyl Propane triacrylate (" ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.) and photopolymerization initiator ("Irgacure 9" (7") sensitizer ("EAB-F" manufactured by Hodogaya Chemical Co., Ltd.) made by Ciba-Geigy Co., Ltd. 28.2 parts of hexanone [Comparative Example 4] The same procedure as in the case of the example 4 was carried out, except that the same pulverized salt as in Comparative Example i was used instead of the pulverized salt of the example. Using the obtained finely divided diterpene with the ruthenium pigment, an image-forming red resist was obtained in the same manner as in Example 4. Table 1 shows the results of measurement of the specific surface area and particle size of the aphid 4 children and the micronized pigments obtained in the respective examples and comparative examples. Further, using the resists obtained in the examples and the comparative examples, three kinds of coated substrates having different film thicknesses were produced, and the respective film thicknesses and contrasts were measured. A comparison method was used to obtain a comparison of 2//m from the 3 _ point data. The results are shown in Table 2. Further, the coated substrate was produced by applying a resist to the substrate at a number of revolutions, changing the thickness of the dried film to about ^, and drying it in an 80 C hot air oven for 3 minutes. 318785 51 1354813 The coated substrates produced by using the resists obtained in Examples 1 to 4, γ were compared with the coated substrates prepared by the resists obtained in Comparative Examples 1 to 4, and the enthalpy ratio was increased. • 乂 '封 [Table 1] Example I Example 2 Example 3 - Example 4 Comparative Example 1 Comparative Example 2 Comparison ~ Example 3 Pigment Yellow Pigment I - Blue Pigment 1 - ... Blue Pigment 3 Red Pigment 1 Yellow pigment 2 Blue pigment 2 Color-controlling pigment 4 Yan specific surface area (m2/g) Average primary particle size 〇m) 113 --*---- 120 88 125 90 100 77 0.04 0.04 0.05 0.03 0.07 0.06 0.07 Contrast-- ------ 4〇〇—----- 1550 800 2300 200 1250 500 0.05 no [Simple description of the drawing] Figure 1 is a conceptual diagram of the measuring device for measuring contrast. [Main component symbol description] 1 Luminance meter • 2 mask 3 Polarizer 4 Colored composition drying film 5 Glass substrate. 6 Polarizer 7 Backlight unit 52 318785
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CN100468092C (en) | 2009-03-11 |
TW200730888A (en) | 2007-08-16 |
KR20070061383A (en) | 2007-06-13 |
KR101315418B1 (en) | 2013-10-07 |
CN1982922A (en) | 2007-06-20 |
JP2007163543A (en) | 2007-06-28 |
JP5151028B2 (en) | 2013-02-27 |
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