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TW201211695A - Coloring agent, coloring composition, color filter, display component, and method for producing coloring agent - Google Patents

Coloring agent, coloring composition, color filter, display component, and method for producing coloring agent Download PDF

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Publication number
TW201211695A
TW201211695A TW100124426A TW100124426A TW201211695A TW 201211695 A TW201211695 A TW 201211695A TW 100124426 A TW100124426 A TW 100124426A TW 100124426 A TW100124426 A TW 100124426A TW 201211695 A TW201211695 A TW 201211695A
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group
coloring agent
compound
pigment
substituted
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TW100124426A
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Chinese (zh)
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TWI509356B (en
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Eiji Yoneda
Shingo Naruse
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Jsr Corp
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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
    • C09B19/00Oxazine dyes
    • C09B19/02Bisoxazines prepared from aminoquinones
    • 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
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/20Filters
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/20Filters
    • G02B5/22Absorbing filters
    • G02B5/223Absorbing filters containing organic substances, e.g. dyes, inks or pigments
    • 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
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Optics & Photonics (AREA)
  • Nonlinear Science (AREA)
  • Optical Filters (AREA)
  • Materials For Photolithography (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Mathematical Physics (AREA)
  • Crystallography & Structural Chemistry (AREA)

Abstract

The present invention provides a novel coloring agent which has high solubility to organic solvents, also excellent in heat resistance, and is useful in the forming of colorfilters or the like. The coloring agent of the present invention is the one that represented by the following formula (1). D(-R-SO3-)m X+m (1) [In the formula (1), D represents the matrix of coloring agent, R represents alkylene group, X+ represents organic ammonium ion, and m represents an integer of 1 or more]

Description

201211695 六、發明說明: 【电明所屬之技術領域】 _本發明係關於著色劑、著色組成物、彩色遽光片及 顯:兀件’更洋s之,關於穿透型或反射型之彩色液晶 顯不7G件、固態攝影几件、有機EL顯示元件、電子紙等 f合用於衫色遽光片之形成的著色劑、含有該著色劑之 著色組成物、具備含有上述著色劑之著色 片、及具備該彩色渡'光片之顯示元件。 /色慮先 【先前技術】 已知為了使用著色感放射線性組成物來製 光片,於基板上塗布顏料分散型之著色感放射線性㈣ 物並乾燥後,將乾燥塗臈照射放射線至期望之圖案形狀 下文中以「曝光」言之)並顯影而藉以得到各色像素之方 法(專利文獻1〜2)。此外,亦已知利用經分散碳黑之光聚 合性組成物來形成黑矩陣之方法(專利文獻3卜再者, 已知使用顏料分散型之著色樹脂組 ’: 而得到各色像素之方法(專利文獻4)。藉T墨方式 再-提’為了實現液晶顯示元件之高對比化或固離 攝影兀件之局精細化,已知使用染料做為著色 : 效。例如,於專利文獻4係提案有將直接鍵結至色:: 核之磺酸基做成胺鹽之形態的染料或將磺二 素之染料的使用。 土等入色 [先前技術文獻] [專利文獻] [專利文獻1]日本特開平2-144502號公報 [專利文獻2]曰本特開平_3_53201號公報 201211695 [專利文獻3]日本特開平6_3 5 1 8 8號公報 [專利文獻4]日本特開平6_51丨15號公報 【發明内容】 [發明所欲解決之課題] 然而’如同在專利文獻4所提案者,可做成將直接 鍵結至色素母核之磺酸基做成胺鹽之形態的染料或將磺 醯胺基導人色素之染料者’限於醜青素等具有芳香環之 部分色素化合物。因此,強烈地需求可實現液晶顯示元 件之咼對比化或固態攝影元件之高精細化的新穎著色劑 〇 k而,本發明之課題係在於提供對於有機溶劑之溶 解性高、耐熱性亦優異、於彩色濾光片等之形成有用的 新穎著色劑。再者,本發明之課題係在於提供含有該著 色劑之著色組成物、具備含有該著色劑之著色層而成之 彩色渡光片、及具備該彩色丨慮光片之顯示元件。 [用以課題解決之手段] 本發明人等發現以下述式(1)所表示之化合物可解 決上述課題。 亦即,本發明係提供以下述式(1)所表示之著色劑( 下文亦稱為「本著色劑」)者。 D(-R-S〇3-)m X+m ⑴ [式(1)中,D係表示著色劑母體、R係表示取代或非 取代之伸烷基、取代或非取代之伸烯基、取代或非取代 之2價脂環式烴基、或取代或非取代之伸芳基、X +係表 示有機銨離子、m係表示1以上之整數] -4- 201211695 此外’本發明係提供含有將具有活性氫之色素化合 物在驗存在下使其與以下述式所表之化合物反應的 步驟的本著色劑之製造方法者。201211695 VI. Description of the invention: [Technical field of MIC] _ The present invention relates to a coloring agent, a coloring composition, a color glazing sheet, and a display: a scorpion, a transflective or reflective color. a liquid crystal display, a solid-state imaging device, an organic EL display device, an electronic paper, etc., a coloring agent for forming a shirt coloring sheet, a coloring composition containing the coloring agent, and a coloring film containing the coloring agent. And a display element having the color of the light film. /Color Considerations [Prior Art] It is known that in order to use a coloring sensitizing radiation composition to form a light-emitting sheet, a pigment-dispersed color-sensing radiation linear substance is applied onto a substrate, and after drying, the dried coating is irradiated with radiation to a desired state. The pattern shape is hereinafter referred to as "exposure" and developed to obtain pixels of respective colors (Patent Documents 1 to 2). Further, a method of forming a black matrix by using a photopolymerizable composition of dispersed carbon black is also known (Patent Document 3, a dye-dispersed coloring resin group is known): A method of obtaining pixels of respective colors (patent Document 4). In order to achieve high contrast of liquid crystal display elements or fine-tuning of solid-state photographic elements by the T-ink method, it is known to use dyes as coloring: effect. For example, Patent Document 4 proposes There is a dye which is directly bonded to a color: a sulfonic acid group of a core to form an amine salt or a dye of a sulfonate. The color of the sulphonic acid is used [Prior Art Document] [Patent Document] [Patent Document 1] Japanese Patent Laid-Open No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. [Problem to be Solved by the Invention] However, as proposed in Patent Document 4, a dye in which the sulfonic acid group directly bonded to the dye core is made into an amine salt or a sulfonium sulfonate can be obtained. Amine-based dyes for human pigments It is a part of a dye compound having an aromatic ring such as an ugly green pigment. Therefore, there is a strong demand for a novel colorant 〇k which can achieve contrast of a liquid crystal display element or high definition of a solid-state photographic element, and the object of the present invention is to provide A novel coloring agent which is excellent in solubility in an organic solvent and excellent in heat resistance and is useful for formation of a color filter or the like. Further, an object of the present invention is to provide a colored composition containing the coloring agent, and to provide the coloring composition. The present invention has found that the compound represented by the following formula (1) can solve the above-mentioned method. In other words, the present invention provides a coloring agent (hereinafter also referred to as "the present coloring agent") represented by the following formula (1): D(-RS〇3-)m X+m (1) [Formula (1) Wherein D represents a colorant precursor, R represents a substituted or unsubstituted alkylene group, a substituted or unsubstituted extended alkenyl group, a substituted or unsubstituted divalent alicyclic hydrocarbon group, or a substituted or unsubstituted extension. The aryl group and the X + system indicate that The ammonium ion and the m system represent an integer of 1 or more] -4- 201211695 Further, the present invention provides a coloring process comprising a step of reacting a dye compound having active hydrogen with a compound represented by the following formula in the presence of the following formula. The method of manufacturing the agent.

〇=S—〇 [式(5)中,R係與上述同義] 再者’本發明係含有(A)著色劑、(B)黏合劑樹脂及 (C)交聯劑之著色組成物,且係提供含有上述本著色劑做 為(A)著色劑之著色組成物、具備含有上述本著色劑之著 色層而成之彩色濾光片、及具備該彩色濾光片之顯示元 件者。在此,所謂「著色層」係意指使用於彩色濾光片 之各色像素、黑矩陣、黑間隔物等。 [發明之效果] 本發明之著色劑對有機溶劑之溶解性高、耐熱性亦 優異。並且,若使用含有本發明之著色劑的著色組成物 ’則可得具有對比高之各色像素的彩色濾光片。〇=S—〇 [In the formula (5), the R system is synonymous with the above] Further, the present invention contains a colored composition of (A) a colorant, (B) a binder resin, and (C) a crosslinking agent, and A color filter comprising the above coloring agent as the coloring agent of (A) coloring agent, a color filter including the coloring layer containing the coloring agent, and a display element including the color filter are provided. Here, the "colored layer" means a color pixel, a black matrix, a black spacer, or the like used for a color filter. [Effects of the Invention] The coloring agent of the present invention has high solubility in an organic solvent and is excellent in heat resistance. Further, if a colored composition containing the coloring agent of the present invention is used, a color filter having pixels of higher contrast can be obtained.

使用。 從而’本發明之著色劑係可極適於使用在以例如彩 色液晶顯不7L件用彩色濾光片、固態攝影元件之分色用 彩色濾光片、有機EL顯示元件用彩色濾光片、電子紙用 彩色濾光片為首之各種彩色濾光片的製作。此外,本發 元件。再者,本 之顏料分散劑來 201211695 [實 [用t 本著 狀, 伸乙 五亞 1,5- 。伸 如鹵 鏈狀 出1 基、 取代 例如 取代 -1,8- 可舉 ,尤 碳數 施方式】 〔實施發明之形態] 、下就本發明詳細地進行說明。 色劑 首先’ S兒明式⑴中之符號的定義。 上述式(1) $ p + V 中’伸烷基可為直鏈狀亦可為分支鏈 可舉出例如碳數2〜20之伸烷基。具體而言,可舉出 基伸丙基、三亞甲基、四亞曱基、丁-1,3-二基、 甲 戊·1,3-二基、戊·ls4·二基、己_ι,4-二基、己 基 4,4_二甲基戊-1,3-二基、十二烷-1,4-二基等 院基亦可具有取代基,以該取代基而言,可舉出例 基,其中較佳為氟基。 上述式(1)之R中,伸烯基係可為直鏈狀亦可為分支 可舉出例如碳數3〜6之伸烯基。具體而言,可舉 -丙稀-1 0 -宜 ^ -一基、丁-1-烯-1,3-二基、戊-1-烯-1,3-二 己1稀-1,3 -二基等。伸烯基亦可具有取代基,以該 基而言’可舉出例如鹵基。 上述式(1)之R中,以2價脂環式烴基而言,可舉出 又環U.2.1]庚_2,6-二基。2價脂環式烴基亦可具有 基’以該取代基而言,可舉出例如羥基。 上述式(1)之R中,以伸芳基而言,可舉出例如,萘 一基。伸芳基亦可具有取代基,以該取代基而言, 出例如,烷氧基、!|基、硝基、氰基、三氟,基。 本發明中,R較佳為伸烷基、氟化伸烷基或伸烯基 其以碳數2〜5之伸烷基、碳數2〜5之氟化伸烷基或 3〜6之伸烯基為較佳。 201211695 製 \ 活 殘 選 之 例 合 群 D係表示著色劑母體’但以D而言,從本著色劑之 造容易度方面看來,較佳為從具備_NHC〇_、_c〇nhc〇_ -COOH、-SH等具有 1個以上之活性氫的 -OH、·丽2、-NH-、-C〇CH2C〇 性氫之基的色素化合物中除去了 基。 m若為 1以上之馨奴ni '數則可視本著色劑之種類而適當 擇’但從本著色劑之製 衣化令易度方面看來,較佳為1〜6 整數,更佳為2〜4之整數。 以具備具有活性氫之I A I几人& ^ > 基的色素化合物而言,可舉出 如以下述式⑷所表示之化合物、以下述式⑺所表示化 物、以下述式⑻所表示之化合物、示於下述之化合物 a~k的化合物。use. Therefore, the coloring agent of the present invention can be suitably used for a color filter for color separation of, for example, a color liquid crystal display, a color filter for color separation of a solid-state imaging element, a color filter for an organic EL display element, The production of various color filters, including color filters for electronic paper. In addition, this is a component. Furthermore, the pigment dispersant of this article comes to 201211695 [real [use t in the shape of the present, stretched B, 1,5-. The present invention will be described in detail with reference to the preferred embodiments of the present invention. The present invention will be described in detail below. The colorant first defines the symbol in the formula (1). The alkyl group in the above formula (1) $ p + V may be a linear chain or a branched chain. For example, an alkylene group having 2 to 20 carbon atoms may be mentioned. Specific examples thereof include a propyl group, a trimethylene group, a tetramethylene group, a butyl-1,3-diyl group, a methyl 1,3-diyl group, a pentyl ls4.diyl group, and a hexyl group. The substituent group such as 4-diyl, hexyl 4,4-dimethylpenta-1,3-diyl or dodecane-1,4-diyl may have a substituent, and in the case of the substituent, An example base is preferred, wherein a fluorine group is preferred. In R of the above formula (1), the alkenyl group may be linear or branched, and examples thereof include an alkenyl group having 3 to 6 carbon atoms. Specifically, it may be exemplified by - propylene-1 0 -yi^-yl, but-1-ene-1,3-diyl, pent-1-ene-1,3-dihexan-1,3 - Diji and so on. The alkenyl group may have a substituent, and examples of the group include, for example, a halogen group. In the R of the above formula (1), the divalent alicyclic hydrocarbon group may be a ring U.2.1] hept-2,6-diyl group. The divalent alicyclic hydrocarbon group may have a group, and examples of the substituent include a hydroxyl group. In the R of the above formula (1), the aryl group may, for example, be a naphthalene group. The aryl group may have a substituent, and for the substituent, for example, an alkoxy group, | group, nitro, cyano, trifluoro, group. In the present invention, R is preferably an alkylene group, a fluorinated alkyl group or an alkenyl group having an alkylene group having 2 to 5 carbon atoms, a fluorinated alkyl group having 2 to 5 carbon atoms or a stretching ratio of 3 to 6. Alkenyl is preferred. In the case of D, it is preferable to have _NHC〇_, _c〇nhc〇_ - from the viewpoint of ease of manufacture of the coloring agent. A group of a dye compound having a group of -OH, -Li 2, -NH-, or -C〇CH2C anthracene hydrogen having one or more active hydrogens such as COOH or -SH has a group removed. If the m is 1 or more, the number of the sinus can be appropriately selected depending on the type of the coloring agent. However, from the viewpoint of the ease of the coloring agent, it is preferably 1 to 6 integers, more preferably 2 An integer of ~4. In the case of a dye compound having a group of the following formula (8), a compound represented by the following formula (7), a compound represented by the following formula (8), and a compound represented by the following formula (8); The compounds shown in the following compounds a to k.

201211695 [式(6)及(7)中,R1〜R4係彼此獨立地表示氫原子、鹵 基、烧基、烧氧基、烧基取代胺基、三氣甲基或硝基]201211695 [In the formulae (6) and (7), R1 to R4 each independently represent a hydrogen atom, a halogen group, a pyridyl group, an alkoxy group, a alkyl group-substituted amine group, a trimethyl group or a nitro group]

201211695 [化合物群a]201211695 [Compound group a]

0 00 0

}ί=Ν}ί=Ν

CO)CH3CO)CH3

201211695 [化合物群b]201211695 [Compound group b]

-10- 201211695 [化合物群c ]-10- 201211695 [Compound group c]

QQ

ψ 0 0 0 o vM vKf 一8VW<g> -11 - 201211695 [化合物群d]ψ 0 0 0 o vM vKf - 8VW <g> -11 - 201211695 [Compound group d]

^«r rgr Η〆、Η^«r rgr Η〆,Η

HBCOCHg^ 4 201211695 [化合物群e ]HBCOCHg^ 4 201211695 [Compound group e]

HCO0H2-ii=N-<^) Η〆% -13- 201211695 [化合物群f] \戶HCO0H2-ii=N-<^) Η〆% -13- 201211695 [Compound group f] \

-14- 201211695 [化合物群g ]-14- 201211695 [Compound group g]

-15- 201211695 [化合物群h]-15- 201211695 [Compound group h]

Nn 0 NnNn 0 Nn

ΟΟ

-16 - 201211695 [化合物群i]-16 - 201211695 [Compound group i]

-17- 201211695 [化合物群j ]-17- 201211695 [Compound group j]

18 20121169518 201211695

上述式(6)中,R1〜R2係彼此獨立地表示氫原子、鹵 基、烧基、烧氧基、烧基取代胺基、三I曱基或硝基, 但該等之中,較佳為氫原子、烷基,特佳為氫原子。 -19- 201211695 此外,上述式(7)中,R3〜r4係彼此獨立地表示氣原 子_基、院基、烧氧基、燒基取代胺基、三敦甲基或 ^土 A仁°亥等之中,較佳為鹵基。以鹵基而言,可舉出 齓 '乳、溴、碘,其中較佳為氯。 構成R〜只4由夕,冷«· 土、及烷基取代胺基的烷基之碳 數較佳為1〜20,争祛兔! 反 夕卜,烧基取代胺基係可 為1取代亦可為2取代。 數較佳為“8,更佳…I /〜"之烧氧基的碳In the above formula (6), R1 to R2 each independently represent a hydrogen atom, a halogen group, a pyridyl group, an alkoxy group, a pyridyl group-substituted amine group, a tri-I-yl group or a nitro group, but among these, it is preferred. It is a hydrogen atom or an alkyl group, and particularly preferably a hydrogen atom. -19- 201211695 Further, in the above formula (7), R3 to r4 each independently represent a gas atom-based group, a hospital group, an alkoxy group, a decyl-substituted amine group, a ternary methyl group or a smectite A. Among them, a halogen group is preferred. The halogen group is exemplified by 乳 'milk, bromine, and iodine, and among them, chlorine is preferred. The number of carbons constituting R~4 only from the eve, cold «· soil, and alkyl substituted amino group is preferably 1 to 20, arguing for rabbits! Alternatively, the alkyl group-substituted amine group may be 1 substituted or 2 substituted. The number is preferably "8, better...I /~"

,± 更佳為4。另外,烷基及烷氧基係可A 直鏈狀亦可為分支鏈狀。 f T為 本發明中’以D而言,從對有機溶劑之溶解性及 ’’’、性的觀點看來’較佳為由具有,hc〇_、 尤其謂◦-之色素化合物除去T1個:、 基。亦即,以本著色劑而言,較佳為具::的殘 表之結構者。 下逑式(4)所 ★ 广R 〜S〇3-X+ (4), ± is better 4. Further, the alkyl group and the alkoxy group may be linear or branched. In the present invention, in the case of D, it is preferable to remove T1 from a dye compound having hc〇_, especially ◦-, from the viewpoint of solubility to an organic solvent and '''. :, base. That is, in the case of the present colorant, it is preferred to have a structure of:: Kneeling type (4) ★ Wide R ~ S〇3-X+ (4)

COCO

[式(4)中,R及係與上述式( 「*」係表示連接鍵] 及X+同義, 以x+而言只要係有機銨離子即無 有機溶劑之溶解性及耐熱性之觀點看來 &疋’但從對 式(2)或下述式(3)所表示者。 ’校佳為以下述 -20- 201211695[In the formula (4), R and the formula are the same as the above formula ("*" indicates a linkage" and X+, and x+ is an organic ammonium ion, that is, the solubility and heat resistance of an organic solvent. ;疋' but from the formula (2) or the following formula (3). '校佳 is the following -20- 201211695

[式(2)及式(3)中,qi〜q5係彼此獨立地表示氫原子、 取代或非取代之烴基、笨曱醯曱基或雜環基,Q6係表示 氫原子、齒基、取代或非取代之烴基、烷氧基羰基、胺 甲醯基或苄氧基。但Ql〜Q4之中至少一個係表示取代或 非取代之烴基]In the formulae (2) and (3), qi to q5 each independently represent a hydrogen atom, a substituted or unsubstituted hydrocarbon group, a claudyl group or a heterocyclic group, and Q6 represents a hydrogen atom, a dentate group, and a substituent. Or an unsubstituted hydrocarbyl group, an alkoxycarbonyl group, an amine carbenyl group or a benzyloxy group. However, at least one of Q1 to Q4 represents a substituted or unsubstituted hydrocarbon group]

Qi〜Q6中,以烴基而言,可舉出例如碳數“20之月旨 肪族烴基、碳數3〜20之脂環式烴基、碳數6〜2〇之芳其 、碳數7〜20之芳烷基等。以碳數之脂肪族烴基而 言’可舉出碳數U0之烷基、碳數2〜2〇之烯基、碳數 2〜20之炔基等。以碳數3〜2〇之脂環式烴基而言,可舉 出碳數3〜8之環烷基 '碳數3~8之環烯基等。另外,烷 基、稀基及块基可為直鏈狀亦可為分支鏈狀,烯基及块 基亦可在分子内及末端中之任一者具有不飽和鍵。此外 ,以碳數6〜20之芳基而言,可舉出苯基、萘基、蒽基、 菲基、聯苯基等。以碳數 基、苯乙基、三苯甲基、 1-6伸烷基)-伸 〜20之方燒基而言,可舉出节 伸院基(較佳為c丨_ 袖松装、_他 苯基-伸烷基(較佳為C!·6伸烷基)基、伸烷基(較佳為Ci < 伸烷基)-伸聯苯基-伸烷基(較佳為Ci4伸烷基)基等。在< 此,本說明書中所謂「C ^」係意指碳原子數為1〜6。 •21- 201211695 該等之烴基係亦可具有取代基,以該取代基而言, 可舉出例如羥基、烷氣基、齒基、硝基、氰基、醯胺基 、續酸基、烧基(較佳為Ci 6烷基)_羰基、芳基(較佳為 C6_M芳基)-羰基等。另外,該等取代基之位置及數量係 任意,在具有2個以上之取代基時,該取代基可相同亦 可不同。在此,本說明書中所謂「c㈡4」係意指碳原子 數為6〜1 4。 此外’ Q1〜Q5中,以雜環基而言,可舉出來自選自 碳原子、氮原子、氧原子及硫原子之至少1種原子結合 所形成之單壞(較佳為3〜8員環、更佳為5〜6員環)的基 。在具體例方面可舉出吡咯啶基、咪唑啶基、吡唑啶基 、哌啶基、N-六氫吡啶基、六氫吡啡基、升六氫吡啡基 、咪啉基、硫咮啉基等之脂環式雜環基、吡啶基、。比哜 基、嘧啶基、嗒啩基、喹啉基、異喹啉基、酞啩基、萘 啶基、2 啉基、噻吩基、呋喃基、吡喃基、。比咯基、 咪唑基、吡唑基、三唑基、四唑基、噻唑基、嘮唑基、 吲D木基、吲唑基、苯并咪唑基、嘌呤基等之芳香族雜環 基。 "中 、Q Q而吕,較佳為氬原子或取代或非取 代之烴基。以該烴基而言,較佳為碳數丨〜2〇之脂肪族烴 基、奴數3〜20之脂環式烴基,更佳為碳數丨〜⑼之烷基 、碳數3〜8之環烷基,尤以碳數卜2〇之烷基為較佳。另 外,Q1〜Q4之中至少i個係表示取代或非取代之烴基, 但以該烴基而言,較佳為碳數卜加之脂肪族烴基、碳數 3〜20之脂環式烴基,更佳為碳數卜2〇之烷基、碳數3〜8 之環烧基,尤以碳數丨〜2〇之烷基為較佳。 -22- 201211695 此外,以Q6中之烧氧基幾基中之烧氧基係可為直鍵 狀亦可為分支鏈狀,但碳數係較佳為I〜6。 其t,以Q6而言,較佳為氫原子、取代或非取代之 烴基,尤以氫原子、碳數! ~6之烷基為較佳。 該等之中,以用上述式(2)來表示之χ+而言,較佳為 單、一、二或四烷基銨離子、尤以四烷基銨離子為較佳 。具體而言·,可舉出四乙基銨離子、四丁基銨離子、二 甲基(二-十八烷基)銨離子、四己基銨離子、三丁基(甲基 )銨離子、四-十二烷基銨離子、四辛基銨離子、三曱基% 十六烷基)銨離子、三辛基(甲基)銨離子、四異戊基銨離 子等。 此外,以在上述式(3)所表示之χ+而言,可舉出例如 。比啶陽離子(pyridinium)、烷基取代吡啶陽離子、丨烷基 吡啶陽離子、1-烷基__取代吡啶陽離子、[烷基-烷氧基 羰基取代吡啶陽離子、1-苯甲醯曱基吡啶陽離子、丨_烷 基胺曱醯基取m定陽離子、!·烧基4氧基取代吼咬陽 離子。具體而言,可舉A 2,4,6_三甲基。比咬陽離子、“ 甲基吡啶陽離子、1 -十二烷基吡啶陽離子、丨_ 丁其_3_甲 基吼咬陽離子、2-漠小乙基吼咬陽離子、丨·乙基_f_(經基 甲基)°比。定陽離子、κ乙基_4·(甲氧基幾基)吼。定陽離子、 4-胺甲醯基-1-十六烷基吡啶陽離子、2_苄^基小甲基吡 啶陽離子等。 於下述之化合物群 合物的合適具體例,但 1〜ρ顯示以上述式(丨)所表示之化 並非受限定於該等者。 -23- 201211695 [化合物群1]In the case of the hydrocarbon group, the hydrocarbon group is, for example, an aliphatic hydrocarbon group having a carbon number of 20, an alicyclic hydrocarbon group having 3 to 20 carbon atoms, an aromatic hydrocarbon having a carbon number of 6 to 2, and a carbon number of 7 to 2. The aralkyl group of 20 or the like. The aliphatic hydrocarbon group having a carbon number is exemplified by an alkyl group having a carbon number of U0, an alkenyl group having 2 to 2 carbon atoms, an alkynyl group having 2 to 20 carbon atoms, and the like. Examples of the alicyclic hydrocarbon group of 3 to 2 fluorene include a cycloalkyl group having 3 to 8 carbon atoms and a cycloalkenyl group having 3 to 8 carbon atoms. Further, the alkyl group, the dilute group and the block group may be a linear chain. The shape may be a branched chain, and the alkenyl group and the block group may have an unsaturated bond in either the molecule or the terminal. Further, in the case of an aryl group having 6 to 20 carbon atoms, a phenyl group may be mentioned. Naphthyl, anthracenyl, phenanthryl, biphenyl, etc., in the case of a carbon number group, a phenethyl group, a trityl group, a 1-6 alkyl group, and a -20 alkyl group, Extending the base (preferably c丨_ sleeve loose, _ phenyl-alkylene (preferably C! 6 alkyl) base, alkyl (preferably Ci < alkyl) - a biphenyl-alkylene group (preferably a Ci4 alkylene group) or the like. In <this, the "C^" system in the present specification The number of carbon atoms is from 1 to 6. • 21-201211695 The hydrocarbon group may have a substituent, and examples of the substituent include a hydroxyl group, an alkane group, a dentate group, a nitro group, and a cyano group. An amidino group, a decyl group, a decyl group (preferably a Ci 6 alkyl group)-carbonyl group, an aryl group (preferably a C6_M aryl group)-carbonyl group, etc. Further, the positions and amounts of the substituents are arbitrary, When there are two or more substituents, the substituents may be the same or different. Here, the term "c(di)4" in the present specification means that the number of carbon atoms is 6 to 14. Further, in the 'Q1 to Q5, a heterocyclic ring The base may be a single bad (preferably a 3 to 8 membered ring, more preferably a 5 to 6 membered ring) formed by combining at least one atom selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom and a sulfur atom. The specific examples include pyrrolidinyl, imidazolidinyl, pyrazolyl, piperidinyl, N-hexahydropyridyl, hexahydropyramyl, hexahydropyridinyl, and morpholine. An alicyclic heterocyclic group, a pyridyl group, a pyridyl group, a pyridyl group, a pyridyl group, a pyrimidinyl group, a fluorenyl group, a quinolyl group, an isoquinolyl group, a fluorenyl group, a naphthyl group , 2 phenyl, thiophenyl, furyl, pyranyl, pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, thiazolyl, oxazolyl, fluorene D, carbazole An aromatic heterocyclic group such as a benzoimidazolyl group or a fluorenyl group. "中中,QQ和吕, preferably an argon atom or a substituted or unsubstituted hydrocarbon group. In terms of the hydrocarbon group, a carbon number is preferred. An aliphatic hydrocarbon group of 2 to 2, an alicyclic hydrocarbon group of 3 to 20, more preferably an alkyl group having a carbon number of 丨~(9), a cycloalkyl group having a carbon number of 3 to 8, especially a carbon number Further, at least i of Q1 to Q4 represents a substituted or unsubstituted hydrocarbon group, but in the case of the hydrocarbon group, an aliphatic hydrocarbon group having a carbon number and an aliphatic ring having a carbon number of 3 to 20 are preferable. The hydrocarbon group is more preferably an alkyl group having a carbon number of 2, and a cycloalkyl group having a carbon number of 3 to 8, particularly preferably an alkyl group having a carbon number of 丨2 to 〇. Further, the alkoxy group in the alkoxy group in Q6 may be a linear bond or a branched chain, but the carbon number is preferably from 1 to 6. The t, in the case of Q6, is preferably a hydrogen atom, a substituted or unsubstituted hydrocarbon group, particularly a hydrogen atom or a carbon number! An alkyl group of ~6 is preferred. Among these, in the case of χ+ represented by the above formula (2), a mono-, mono-, di- or tetraalkylammonium ion, particularly a tetraalkylammonium ion is preferred. Specific examples thereof include tetraethylammonium ion, tetrabutylammonium ion, dimethyl(di-octadecyl)ammonium ion, tetrahexylammonium ion, tributyl(methyl)ammonium ion, and tetra - dodecyl ammonium ion, tetraoctyl ammonium ion, tridecyl cetyl ammonium ion, trioctyl (methyl) ammonium ion, tetraisoamyl ammonium ion, and the like. Further, the χ+ represented by the above formula (3) is exemplified by, for example. Pyridinium, alkyl-substituted pyridyl cation, decyl pyridinium cation, 1-alkyl-substituted pyridine cation, [alkyl-alkoxycarbonyl-substituted pyridyl cation, 1-benzylpyridinium cation , 丨 _ alkyl amine thiol take m cation,! • The alkyl group is substituted with a methoxy group to replace the cation. Specifically, A 2,4,6-trimethyl group can be mentioned. Specific cation, "methylpyridinium cation, 1-dodecylpyridinium cation, 丨_丁其_3_methyl 吼 cation, 2-diethyl acetophenone cation, 丨·ethyl _f_ ( Ratio of methyl group) to cation, κ ethyl _4 · (methoxy methoxy) hydrazine, cation, 4-aminomethyl decyl-1-hexadecylpyridine cation, 2 - benzyl group A methylpyridinium cation or the like is a suitable specific example of the compound complex described below, but 1 to ρ shows that the formula represented by the above formula (丨) is not limited to the above. -23- 201211695 [Compound group 1 ]

-24- 201211695 [化合物群m ]-24- 201211695 [Compound group m ]

-25- 201211695 [化合物群η]-25- 201211695 [Compound group η]

-26- 201211695 [化合物群Ο]-26- 201211695 [Compound group]

CibH*»7 [化合物群Ρ ]CibH*»7 [Compound group]

(xviii)(xviii)

本著色 供予在驗存 步驟(下文中 的磺酸鹽與 亦稱為「步I t1]係可藉由例如使具有活性氫之色素化合物 在下與以下述式(5)所表示之化合物反應的 亦稱為「步驟1」)、與使所得之色素化合物 穿機4級銨鹽進行鹼交換反應的步驟(下文中 雜2」)來製造。 -27- 201211695 ο (5) 〇~^S—-〇The present coloring is provided in the storage step (hereinafter, the sulfonate salt and also referred to as "step I t1" can be reacted by, for example, reacting a dye compound having active hydrogen with a compound represented by the following formula (5). It is also referred to as "Step 1"), and is produced by a step of subjecting the obtained dye compound to a 4-stage ammonium salt to perform a base exchange reaction (hereinafter, Miscellaneous 2). -27- 201211695 ο (5) 〇~^S—-〇

VV

[式(5)中,R係與上述同義] ::步驟i使用之具有活性氫之色素化合物而言, 為藉由公知之方法來合成者、亦可為市隹品。以市隹 :而二例如以上述式(6)所表示之化合物…係乙: 二=及氮原子的化合物(C丄顏料紫37)、或以 物表示之化合物中之R3A R4係氣原子的化合 勿(C丄顏料紅254)’係可從汽巴精化公司來得到。 此外,以在步驟1佶用& 钟、β — 使用之鹼而s ,可舉出例如碳酸 醇钾、_ 虱乳化鉀、甲醇鈉、三級丁 醉鉀二乙胺、DBU、氫化鈉等。 上述式(5)中,以R而今, 基或伸烯λ °較佳為伸烷基、氟化伸烷 式(5 η袖主 〇勿而s ’可舉出例如以下述 八(5_1)所表示之化合物。[In the formula (5), R is synonymous with the above] :: The dye compound having active hydrogen used in the step i is a product which is synthesized by a known method or may be a commercial product. The product represented by the above formula (6) is a compound of the formula (6): a compound of the second atom and a nitrogen atom (C丄Pigment Violet 37), or a compound of the compound represented by the R3A R4 system. The compound (C丄 Pigment Red 254) can be obtained from Ciba Specialty Chemicals. Further, in the step 1, the base used in the & clock, β, and s may, for example, be potassium carbonate, _ 虱 emulsified potassium, sodium methoxide, tertiary D-drug potassium diethylamine, DBU, sodium hydride, or the like. . In the above formula (5), R is now, and the group or the stretcher λ ° is preferably an alkylene group or a fluorinated alkyl group (5 η sleeve main 〇 s ' can be exemplified by, for example, the following eight (5_1) Expressed as a compound.

〇、 ,〇〇, ,〇

Ra [式(5-1)中,Ra係表示可1 、或伸烯基、w係表示氫ς _土之亞曱基或伸烷基 基、m示氫原子或_基]可具有㈣之烧基或鹵 ^中之伸烷基係較佳為山 係較佳為礙數2者、之=2〜4者、以中之伸烯基 〜合計石炭數係較佳為Μ。燒基係石炭數1〜3者。『及 -28- 201211695 以上述式(5)所表示之化合物而言,具體而言可舉出 1,2-乙磺内酉旨、13-丙磺内 1 4 丁石*肉匕 %、1,4 - 丁石頁内酯、2,4 - 丁續 内酉旨、1,5-戊續内醋、2s七u ’-戍%内酯、3,5-戊磺内酯、36_ 己磺内酯、2,6-己磺内酯、2,2_ _ , —•甲暴《3,5 -戍石頁内醋、9,12- 十二磺内酯、丨,3 _丙烯磺 ’ 、ISg、全氟-1,2 -乙石黃内醋、全 乳-2,3 -丙石黃内g旨、全氟 王贶'4-丁磺内酯、1>8_萘磺内酯、 5-經基-2,6-雙環[2.2,1]庚石簧内酿(5經基_3年塞三環 [4.2.1.04’8]壬-2,2 -二顧I )等。 以上述式(5)所表示之化合物係可藉由公知之方法 ,例如記載於曰本特” 5,572號公報、曰本特開 2007-31355號公報等之t、+ Α 方法來製造’或亦可使用市售品 〇 此外,上述步驟1佐“,, 糸車父佳為在溶劑中進行,以該溶 劑而言,可舉出例如Ν Ν _ J ,Ν'—甲基甲醯胺、Ν,Ν-二甲基乙 醯胺等之醯胺、Ν-甲基吡政/ 斤 此各咬酮寺之。比洛。定酮、Ν,Ν,- 二曱基咪唑啶酮等之咪唑 ,吐姑 * ’ 定酮、乙腈專之腈、四氫0夫D 南 等之醚。 反應溫度係例如2〇〜1<5nv c ^ ^ , 1 5 〇 C,反應時間係例如3 0分 鐘〜4 8小時。 以在步驟2使用之有她4#邮 ’蜮4級鈿鹽而言,可舉出例如 鹵化四乙基錄、鹵化四丁就& 】基鉍、_化二曱基(二-十八烷 基)銨、鹵化四己銨、鹵化二 —丁基(曱基)敍、福化四-十二 烷基銨、鹵化四辛銨、鹵4 一 化二曱基(十六烷基)銨、鹵化 二辛基(曱基)錢、鹵化四里士 w異戊I女、_化丨_ 丁基_3_曱基吡 -29- 201211695 啶鏽、_化1 - 丁基-4-曱基吡啶鏽、_化1 - 丁基吡啶鏽、 鹵化1-十二烷基吡啶鑌、1-乙基-3-(羥基甲基)吡啶鏽乙 基硫酸酯、1 -乙基-3 -甲基。比啶鏽雙(三氟曱磺醯基)醯亞 胺、鹵化 1 -乙基吡啶鏽、_作 1 -曱基吡啶鑌、iS化 1 -苯曱醯甲基吡啶鏽、鹵化1 -丙基吡啶鑌、_化1 -乙基-4-( 甲氧基羰基)。比啶鏽、2,4,6-三甲基。比啶鏽對甲苯磺酸酯 、2,6-二甲基吡啶鏽對曱苯磺酸酯、四氟硼酸2-溴-1-乙 基吡啶鏽、鹵化2-氯-1 -甲基吡啶鏽、2-氟-1 -甲基吡啶鏽 對曱苯磺酸酯、2-(氣曱基)。比啶之鹵化氫鹽、3-(氣曱基) 。比°定之ii化氫鹽、4 -(氣曱基)°比咬之ii化氫鹽、鹵化 3 -胺曱醯基-1 -甲基吡啶鏽、鹵化4-胺甲醯基-1 -十六烷基吡 啶鑌、2-苄氧基-1 -曱基吼啶鏽三氟曱磺酸酯等。 上述步驟2亦以在溶劑中進行為較佳,以該溶劑而 言,可舉出例如Ν,Ν-二曱基曱醯胺、N,N-二曱基乙醯胺 等之醯胺、N-甲基吡咯啶酮等之吡咯啶酮、N,N’ -二曱基 咪唑啶酮等之咪唑啶酮、乙腈等之腈、四氫呋喃等之醚 、曱醇、乙醇等之醇、丙酮等之酮。該等溶劑係可單獨 或混合2種以上來使用。 反應溫度係例如20〜70°C,反應時間係例如30分鐘 〜1 2小日夺。 步驟1或步驟2結束後,視需要可適當組合過濾、 洗淨、乾燥、濃縮、再沉殿、離心分離、以各種溶劑進 行之萃取、層析等一般之純化手段,從反應系統中將目 的化合物單獨分離。另外,在步驟1結束後,亦可不將 目的化合物單獨分離即供予步驟2。 -30- 201211695 w另外,以步驟1為起始點,亦可製造經由伸烷基將 磺酸基導入色素化合物中之化合物、或經由伸烷基將碏 醯亞胺基導入色素化合物之化合物。如此而得之化合物 亦可做為著色劑來使用。 如此而得之本著色劑係如後述之實施例所示,可溶 於以%己酮等之酮為首之各種有機溶劑,又可具有在 TG-DTA分析中之減少5%質量的溫度在3〇〇。匸以上 的優異耐熱性。 13 ^ 著色組成物 下文中就本發明之著色組成物(下 成物」柄·之)之構成成分來進行說明 • (A)著色劑_ 本發明之著色組成物係含有本著色劑做為(色 劑。本著色劑係可單獨或混合2種以上來使用。 广發明中係可使其亦含有本著色劑以外之著色劑做 劑。以如此之著色劑而言係若具有著色性則無 二’視形色慮光片之用途可適當選擇色彩或材質 八盘而s ,亦可使用顏料、染料及天然 失士 Δ 士 牙、心任一做 :本色素以外之著色劑’但在彩色濾光片因要 又輝度、對比等,故較佳為顏料及/或染料。 以上述顏料而t,有機顏料、無機 ’以有機顏料而言,可舉出例如在 之任-" ⑽ety of Dyers and Col〇urists 公司發 ^ (dThe 顏料之化合物。具體而言,可舉出被附上丁 )中被分類成 素索弓丨(C.I.)名者。 下所述之色 -31 - 201211695 C.I.顏料黃12、C.I.顏料黃13、C.I.顏料黃14、C.I. 顏料黃17、C.I.顏料黃20、C.I.顏料黃24、C.I.顏料黃 31、C.I.顏料黃 55、C.I.顏料黃 83、C.I.顏料黃 93、C.I. 顏料黃109、C.I.顏料黃1 10、C.I.顏料黃138、C.I.顏料 黃139、(:丄顏料黃150、(:.1.顏料黃153、(:.1.顏料黃154 、C.I.顏料黃 155、C.I.顏料黃 166、C.I.顏料黃 168、C.I. 顏料黃180、C.I_顏料黃21 1; C.I.顏料橘5、C.I.顏料橘13、C.I.顏料橘14、C.I. 顏料橘24、C.I.顏料橘34、C.I.顏料橘36、C.I.顏料橘 38、C.I.顏料橘 40、C.I.顏料橘 43、C.I.顏料橘 46、C.I. 顏料橘4 9、C . I.顏料橘6 1、C . I.顏料橘6 4、C . I.顏料橘 68、C.I.顏料橘 70、C.I.顏料橘 71、C.I.顏料橘 72、C.I. 顏料橘73、C.I.顏料橘74; C.I·顏料紅1、C.I.顏料紅2、C.I.顏料紅5、C.I.顏 料紅1 7、C. I.顏料紅3 1、C. I.顏料紅3 2、C. I.顏料紅4 1 、C.I.顏料紅 122、C.I.顏料紅 123、C.I.顏料紅 144、C.I. 顏料紅1 4 9、C. I.顏料紅1 6 6、C · I.顏料紅1 6 8、C. I.顏料 紅1 7 0、C · I ·顏料紅1 7卜C. I.顏料紅1 7 5、C. I.顏料紅1 7 6 、C.I.顏料紅 177、C.I.顏料紅 178、C.I.顏料紅 179、C.I. 顏料紅1 8 0、C. I ·顏料紅1 8 5、C . I.顏料紅1 8 7、C · I ·顏料 紅202、C.I.顏料紅206、C.I.顏料紅207、C.I.顏料紅209 、C.I.顏料紅 214、C.I.顏料紅 220、C.I.顏料紅 221、C.I. 顏料紅224、C.I.顏料紅242、C.I.顏料紅243、C.I.顏料 紅254、C.I.顏料紅255、C.I.顏料紅262、C.I.顏料紅264 、(:.I.顏料紅 272; -32- 201211695 顏料紫 38; 顏料藍 藍80; C.L顏料紫1、C.I.顏料紫19、cj.顏料紫23、c.i. 砂29、〇丄顏料紫32、C_I.顏料紫36、C.I.顏料紫 C·1.顏料藍i'C·1.顏料藍15、C.I.顏料藍15:3、C.I. 15:4、C.1.顏料藍 15:6、C_I.顏料藍 60、C.I.顏料 ^ 3 C-Ι.顏料綠7、C_I.顏料綠36、C.I.顏料綠58; C ·1 ·顏料棕2 3、C · I ·顏料棕2 5 ; C. I ·顏料黑1、C. I ·顏料黑7。 ^此外,以上述無機顏料而言,可舉出例如氧化鈦、 、1鋇妷酸鈣、氧化鋅、硫酸鉛、鉻酸鉛、鋅鉻黃、 :丹(紅色氧化鐵(ΙΠ))、鎘紅、群青、普魯士藍、氧化鉻 亲銘綠、號、鈦黑、合成鐵黑、碳黑等。 &在本發明中,亦可將顏料以再結晶法、再沉殿法、 >谷㈣洗淨去、显 來使用 > 、真空加熱法或該等之組合而純化 脂來改1此外’顏料亦可按照需求而將其粒子表面以樹 ,可1山 以將顏料之粒子表面改質的樹脂而言 J举出例如扣莽Μ 體樹脂、或市°隹 本特帛2001· 1 088 1 7號公報之載 之樹脂被覆方售:各」重顏料分散用之樹脂。以碳黑表面 9_7 1 733 ,而吕,可採用例如記載於曰本特開平 平”24^^日本特開平9_95625號公報、日本特開 藉由所謂的鹽’:而報將等的Γ法。此外,有機顏料係較佳為 方法而言,可 將一次粒子微細化來使用。以鹽磨之 公報的方法。採用例如揭示於日本特開平〇8]79⑴號 -33- 201211695 此外,以上述染料而言,可從各種油溶性染料、直 接染料、酸性染料、金屬錯合物染料等之中適當選擇, 可舉出例如被附上如下所述之色素索引(c.i.)名者。 C.I.溶劑黃4、C.I·溶劑黃14、C.I.溶劑黃15、C.I. 溶劑黃24、C.I.溶劑黃82、C.I.溶劑黃88、C.I.溶劑黃 94、C.I.溶劑黃98、C.I.溶劑黃162、C.I.溶劑黃179; C · I.溶劑紅4 5、C. I.溶劑紅4 9; C.I.溶劑橘2、C.I.溶劑橘7、C.I.溶劑橘1 1、C.I.溶 劑橘15、C.I.溶劑橘26、C.I.溶劑橘56; C. I.溶劑藍3 5、C. I.溶劑藍3 7、C. I.溶劑藍5 9、C · I · 溶劑藍67; C.I.酸性黃17、C.I.酸性黃29、C.I.酸性黃40、C.I. 酸性黃76; C.I.酸性紅91、C.I.酸性紅92、C.I.酸性紅97、C.I. 酸性紅11 4、C. I.酸性紅1 3 8、C. I.酸性紅1 5 1; C.I.酸性橘51、C.I.酸性橘63; C.I.酸性藍80、C.I.酸性藍83、C.I.酸性藍90; (:.1.酸性綠9、(:.1.酸性綠16、(:.1.酸性綠25、(:.1. 酸性綠2 7。 在本發明中其他著色劑係可單獨或混合2種以上來 使用。 (A)著色劑之含有比例,從形成輝度高且色純度優異 之像素、或遮光性優異之黑矩陣的方面看來,通常係於 著色組成物之固體成分中的5〜70質量%、較佳為5〜60 質量%。在此所謂的固體成分係後述之溶劑以外的成分。 -34- 201211695 本發S月t彳吏《顏料做為其 他著色劑時,按照需求可Ra [In the formula (5-1), the Ra system represents a 1, or an alkenyl group, the w system represents a hydroquinone-a terpenyl or alkylene group, and the m represents a hydrogen atom or a group] may have (d) The alkylene group in the alkyl group or the halogen group is preferably a mountain system, preferably a hindrance number 2, a ratio of 2 to 4, and an alkenyl group in the middle to a total carbon number. The number of charcoal-based charcoal is 1 to 3. "And -28-201211695, the compound represented by the above formula (5), specifically, 1,2-ethanesulfonate, 13-propanesulfone, 1 4 , 4 - Dingshilide, 2,4 - Ding continued, 1,5-pentan vinegar, 2s7 u'-戍% lactone, 3,5-pentanelactone, 36_ hexane Lactone, 2,6-hexanone, 2,2_ _ , -• A storm "3,5 - sapphire vinegar, 9,12-dodecanolide, hydrazine, 3 _ propylene sulfonate", ISg, perfluoro-1,2-ethylidene vinegar, whole milk-2,3-propane fluorescein, perfluorosodium 贶4-butanolactone, 1>8-naphthalene sultone, 5-perylene-2,6-bicyclo[2.2,1] heptane spring brewing (5-base _3 years plug three-ring [4.2.1.04'8] 壬-2, 2 - bis-I) and the like. The compound represented by the above formula (5) can be produced by a known method, for example, by the method of t, + 记载, which is described in the Japanese Patent Publication No. 5,572, and the Japanese Patent Publication No. 2007-31355. A commercially available product can be used. In addition, the above step 1 is carried out, and the solvent is carried out in a solvent. Examples of the solvent include Ν Ν _ J , Ν '-methyl carbamide, hydrazine, Indoleamine such as Ν-dimethylacetamide, Ν-methylpyrazine / jin. Bilo. An imidazole such as ketone, hydrazine, hydrazine, or dimercaptoididinone, an ether of benzophenone, acetonitrile, acetonitrile, tetrahydrofuran or the like. The reaction temperature is, for example, 2 Torr to 1 < 5 nv c ^ ^ , 1 5 〇 C, and the reaction time is, for example, 30 minutes to 48 hours. For the use of the 4# mail '蜮4 grade sulfonium salt used in the step 2, for example, a halogenated tetraethyl group, a halogenated tetrabutyl group, and a bismuth group are used. Alkyl)ammonium, tetrahexammonium halide, di-butyl(fluorenyl) halide, tetra-dodecyl ammonium halide, tetraoctyl ammonium halide, halotetradecyl (hexadecyl) ammonium , dioctyl halide (fluorenyl), halogenated tetraris, iso-I, _ 丨 _ butyl _3_ decylpyridin-29- 201211695 pyridine rust, _ 1 - butyl-4- Pyridine rust, -1-butylpyridine rust, 1-dodecylpyridinium halide, 1-ethyl-3-(hydroxymethyl)pyridine rust ethyl sulfate, 1-ethyl-3-methyl base. Bis-butyl bis(trifluorosulfonylsulfonyl) quinone imine, halogenated 1-ethylpyridine rust, _ as 1-mercaptopyridinium oxime, iSylated 1-phenylhydrazine methylpyridine rust, halogenated 1-propyl Pyridinium, 1-ethyl-4-(methoxycarbonyl). Bis-butyl rust, 2,4,6-trimethyl. Pyridinium p-toluenesulfonate, 2,6-lutidine rust p-toluenesulfonate, 2-bromo-1-ethylpyridinium tetrafluoroborate rust, halogenated 2-chloro-1-methylpyridine rust 2-Fluoro-1-methylpyridine rust p-toluenesulfonate, 2-(gas sulfhydryl). Bis-halogenated hydrogen halide, 3-(gas sulfhydryl). ° 之 ii hydrogen salt, 4 - (gas 曱) ° ratio bite ii hydrogen salt, halogenated 3-amine fluorenyl-1 -methyl pyridine rust, halogenated 4-amine carbazino-1 - ten Hexaalkylpyridinium, 2-benzyloxy-1-indolyl acridine rust trifluorosulfonate, and the like. The above step 2 is also preferably carried out in a solvent, and examples of the solvent include decylamine such as hydrazine, fluorenyl-didecyl decylamine and N,N-didecylacetamide. - pyrrolidinone such as methylpyrrolidone, imidazolidinone such as N,N'-dimercaptoimididinone, nitrile such as acetonitrile, ether such as tetrahydrofuran, alcohol such as decyl alcohol or ethanol, acetone or the like. ketone. These solvents may be used singly or in combination of two or more. The reaction temperature is, for example, 20 to 70 ° C, and the reaction time is, for example, 30 minutes to 1 2 hours. After the completion of step 1 or step 2, if necessary, a combination of filtration, washing, drying, concentration, re-sinking, centrifugation, extraction with various solvents, chromatography, etc., and the purpose of the reaction system The compounds were isolated separately. Further, after the end of the step 1, the step compound 2 may be supplied without separately separating the objective compound. -30-201211695 w Further, starting from the first step, a compound obtained by introducing a sulfonic acid group into a dye compound via an alkylene group or a compound which introduces an anthraquinone group into a dye compound via an alkylene group can also be produced. The compound thus obtained can also be used as a coloring agent. The colorant thus obtained is soluble in various organic solvents including ketones such as % hexanone as shown in the examples described later, and may have a temperature of 5% by mass in the TG-DTA analysis at 3 Hey. Excellent heat resistance above 匸. 13 ^ The coloring composition will be described below with respect to the constituent components of the coloring composition (lower product) of the present invention. (A) Coloring agent _ The coloring composition of the present invention contains the coloring agent as ( The coloring agent may be used singly or in combination of two or more kinds. In the invention, it is also possible to contain a coloring agent other than the coloring agent, and in the case of such a coloring agent, if it has coloring property, The use of the two 'vision color light film can be selected according to the color or material of eight plates, s, can also use pigments, dyes and natural faults Δ 士 teeth, heart either: the coloring agent other than the pigment 'but in color The filter is preferably a pigment and/or a dye because of the brightness, contrast, etc. The above pigment, t, the organic pigment, and the inorganic 'organic pigment, for example, may be exemplified by -" (10) ety of Dyers and Col〇urists, Inc. (the compound of dThe pigment. Specifically, it can be exemplified as the one that is attached) is classified as the name of Susuo Gongyi (CI). The color described below -31 - 201211695 CI Pigment Yellow 12, CI Pigment Yellow 13, CI Pigment Yellow 14, C .I. Pigment Yellow 17, CI Pigment Yellow 20, CI Pigment Yellow 24, CI Pigment Yellow 31, CI Pigment Yellow 55, CI Pigment Yellow 83, CI Pigment Yellow 93, CI Pigment Yellow 109, CI Pigment Yellow 1 10, CI Pigment Yellow 138, CI Pigment Yellow 139, (: 丄 Pigment Yellow 150, (:.1. Pigment Yellow 153, (:.1. Pigment Yellow 154, CI Pigment Yellow 155, CI Pigment Yellow 166, CI Pigment Yellow 168, CI Pigment) Yellow 180, C.I_Pigment Yellow 21 1; CI Pigment Orange 5, CI Pigment Orange 13, CI Pigment Orange 14, CI Pigment Orange 24, CI Pigment Orange 34, CI Pigment Orange 36, CI Pigment Orange 38, CI Pigment Orange 40, CI pigment orange 43, CI pigment orange 46, CI pigment orange 4 9, C. I. Pigment orange 6 1, C. I. Pigment orange 6 4, C. I. Pigment orange 68, CI pigment orange 70, CI Pigment Orange 71, CI Pigment Orange 72, CI Pigment Orange 73, CI Pigment Orange 74; CI·Pigment Red 1, CI Pigment Red 2, CI Pigment Red 5, CI Pigment Red 1 7, CI Pigment Red 3 1, CI Pigment Red 3, CI Pigment Red 4 1 , CI Pigment Red 122, CI Pigment Red 123, CI Pigment Red 144, CI Pigment Red 149, CI Pigment Red 166, C · I. Pigment Red 1 6 8 CI Pigment Red 1 70 0, C · I · Pigment Red 1 7 Bu CI Pigment Red 1 7 5, CI Pigment Red 1 7 6 , CI Pigment Red 177, CI Pigment Red 178, CI Pigment Red 179, CI Pigment Red 1 8 0, C. I · Pigment Red 1 8 5, C. I. Pigment Red 1 8 7 , C · I · Pigment Red 202, CI Pigment Red 206, CI Pigment Red 207, CI Pigment Red 209, CI Pigment Red 214, CI Pigment Red 220, CI Pigment Red 221, CI Pigment Red 224, CI Pigment Red 242, CI Pigment Red 243, CI Pigment Red 254, CI Pigment Red 255, CI Pigment Red 262, CI Pigment Red 264, (:.I. Pigment Red 272; -32- 201211695 Pigment Violet 38; Pigment Blue 80; CL Pigment Violet 1, CI Pigment Violet 19, cj. Pigment Violet 23, Ci Sand 29, Rhodium Pigment Violet 32, C_I. Pigment Violet 36, CI Pigment Violet C·1. Pigment Blue i'C·1. Pigment Blue 15, CI Pigment Blue 15:3, CI 15:4, C.1. Pigment Blue 15:6, C_I. Pigment Blue 60, CI Pigment ^ 3 C-Ι. Pigment Green 7, C_I. Pigment Green 36, CI Pigment Green 58; C · 1 · Pigment Brown 2 3, C · I · Pigment Brown 2 5 ; C. I · Pigment Black 1, C. I · Pigment Black 7. Further, examples of the inorganic pigment include titanium oxide, calcium citrate, zinc oxide, lead sulfate, lead chromate, zinc chrome yellow, dan (red iron oxide (strontium)), and cadmium. Red, ultramarine blue, Prussian blue, chrome oxide pro-green, No., titanium black, synthetic iron black, carbon black and so on. & In the present invention, the pigment may be modified by recrystallization, re-sinking, > valley (4) washing, apparent use > vacuum heating or a combination of these to purify the fat. 'Pigments can also be used as a tree on the surface of the particles according to the demand. For example, the resin which is used to modify the surface of the pigment particles can be exemplified by, for example, a ruthenium resin, or a 隹本特帛 2001·1 088 The resin coating contained in the No. 7 bulletin is sold as a resin for the dispersion of heavy pigments. The surface of the carbon black is 9_7 1 733, and the ruthenium can be used, for example, in the Japanese Unexamined Patent Publication No. Hei 9-95625, and the Japanese Unexamined Patent Publication No. 9-95625. Further, the organic pigment is preferably a method in which the primary particles can be refined and used. The method of the salt milling method is disclosed, for example, in Japanese Patent Application Laid-Open No. 8-79(1)-33-201211695. In particular, it can be appropriately selected from various oil-soluble dyes, direct dyes, acid dyes, metal complex dyes, and the like, and examples thereof include those having the following pigment index (ci). , CI·Solvent Yellow 14, CI Solvent Yellow 15, CI Solvent Yellow 24, CI Solvent Yellow 82, CI Solvent Yellow 88, CI Solvent Yellow 94, CI Solvent Yellow 98, CI Solvent Yellow 162, CI Solvent Yellow 179; C · I Solvent Red 4 5, CI Solvent Red 4 9; CI Solvent Orange 2, CI Solvent Orange 7, CI Solvent Orange 1 1, CI Solvent Orange 15, CI Solvent Orange 26, CI Solvent Orange 56; CI Solvent Blue 3 5, CI Solvent Blue 3 7, CI Solvent Blue 5 9, C · I · Solvent Blue 67; CI Acid 17. CI Acid Yellow 29, CI Acid Yellow 40, CI Acid Yellow 76; CI Acid Red 91, CI Acid Red 92, CI Acid Red 97, CI Acid Red 11 4, CI Acid Red 138, CI Acid Red 1 5 1; CI acid orange 51, CI acid orange 63; CI acid blue 80, CI acid blue 83, CI acid blue 90; (: 1.1 acid green 9, (: 1.1 acid green 16, (:.1. In the present invention, the other coloring agents may be used singly or in combination of two or more kinds. (A) The content ratio of the coloring agent is high in formation luminance and excellent in color purity. In terms of a pixel or a black matrix having excellent light-shielding properties, it is usually 5 to 70% by mass, preferably 5 to 60% by mass, based on the solid content of the coloring composition. The solid component is a solvent described later. In addition to the ingredients. -34- 201211695 This issue of S month t彳吏 "pigment as other colorants, according to demand

醚系分散劑、聚氧乙 劑、聚乙稀亞胺系分散劑、聚氧乙烯烷基 ♦氧乙晞烧基苯基醚系分散劑、聚乙二醇 二酯系分散劑、山梨醇酐脂肪酸酯系分散劑、聚酯系分 散劑、丙稀酸系分散劑等。 如此之分散劑係可在商業上取得,例如可各自舉出 .Disperbyk-2000、Disperbyk-2001、BYK-LPN6919、Ether dispersant, polyoxyethylene agent, polyethyleneimine dispersant, polyoxyethylene alkyl oxoethoxy phenyl ether dispersant, polyethylene glycol diester dispersant, sorbitan A fatty acid ester type dispersing agent, a polyester type dispersing agent, an acrylic acid type dispersing agent, etc. Such dispersing agents are commercially available, for example, individually. Disperbyk-2000, Disperbyk-2001, BYK-LPN6919,

BYK-LPN2 1116 、 B YK-LPN2 1 3 24(以上係 BYKBYK-LPN2 1116, B YK-LPN2 1 3 24 (above BYK

Chemie(BYK)公司製)等做為丙烯酸系分散劑、 Disperbyk-16 1 ' Disperbyk-162 ' Di sperbyk-165Chemie (BYK), etc. as an acrylic dispersant, Disperbyk-16 1 ' Disperbyk-162 ' Di sperbyk-165

Disperbyk-167 、 Disperbyk-170 、 Disperbyk-182(以上係 BYK Chemie(BYK)公司製)、Solsperse 76500(Lubrizol( 股)公司製)等做為胺甲酸酯系分散劑、Solsperse 24000(Lubrizol(股)公司製)等做為聚乙稀亞胺系分散劑 、Ajisper PB821、Ajisper PB822、Ajisper PB880、Ajisper PB881(Ajinomoto Fine-Techno股份有限公司製)等做為 聚酯系分散劑。 此外,以上述分散助劑而言,可舉出例如顏料衍生 物,具體而言,銅献青素、二酮°比π各并°比β各、嗜献酮之 磺酸衍生物等。另外,分散劑及分散助劑之含有量係可 在不阻礙本發明之目的之範圍内適當地決定。 -35- 201211695 -(B)黏合劑樹脂_ 可於亡::月:著色組成物係含有⑻黏合劑樹脂。择此 了於者色、、且成物提高驗顯影性或對基板之結著性。“’ 此之黏合劑樹脂而言,並益特 以如 « ^ , 寻別限定,但較佳為且右获 基、齡性Μ基等酸性官能基的樹脂。其中有破 複基之聚合物(下文中稱為「含·基之聚合物」)::有 出例如具有Η固以上之叛基的乙締性不飽和單舉 稱為「不飽和單體(bl)」)與其他可共聚合 =中 和單·體(下文中稱為「不飽和單體⑽」)的共聚物。不飽 以上述不飽和單體(bl)而言,可舉出例如(甲 酸、順丁烯二酸、;||頁丁烯二酸軒、玻站酸單;烯 稀醯氧基乙基]、ω _緩基聚己内酷單(甲基)丙稀酸土、: 乙烯基苯曱酸等。 曰對 該等之不飽和單體(bl)係可單獨 使用。 2種以上來 此外,以上述不飽和單體(b2)而言,可舉出例如, 如N-苯基順丁烯二醯亞胺、N_環己基順丁烯二醯 胺之N-位取代順丁烯二醯亞胺; ―’ 如苯乙烯、α-曱基苯乙烯、對羥基苯乙烯、對羥旯以 曱基苯乙烯、對乙烯基苄基縮水甘油醚、苊 L <方香族乙 烯基化合物; 如(甲基)丙烯酸甲酯、(曱基)丙烯酸正丁酯、(甲美) 丙烯酸2-乙基己酯、(甲基)丙烯酸2_羥基乙酯、(曱美) 丙烯酸烯丙酯 '(曱基)丙烯酸苄酯、聚乙二醇(聚人^ 2〜10)曱醚(甲基)丙烯酸酯、聚丙二醇(聚合度 又 又^ 1 u)甲喊 -36- 201211695 (甲土)丙烯S欠酯、聚乙二醇(聚合度2〜10)單(曱基)丙烯酸 酉旨、聚丙二f SX Λ.- —私d &度2〜1ο)單(曱基)丙烯酸酯、環己基( I基)丙烯酸酿 '(甲基)丙稀酸異获S旨、(甲基)丙烯酸三 衣[5.2.1.〇 ]癸-8-基酯、(曱基)丙烯酸二環戊烯酯、單( —土)丙烯酉欠甘油酯 '(甲基)丙烯酸4 _羥基苯酯、對異丙 苯基酚之氧化乙烯改質(曱基)丙烯酸酯、(甲基)丙烯酸縮 X甘油Sg、(甲基)丙烯酸3,4_環氧基環己基曱酯、[(曱 基)丙埽醯氧基甲基]嘮。旦、3_[(甲基)丙烯醯氧基甲基]-3_ 乙基嘮咀之(甲基)丙烯酸酯; 如每己基乙烯醚、異莰基乙烯醚、三環[5 2 1 02,6] 癸_8_基乙烯醚、五環十五烷基乙烯醚、3-(乙烯氧基甲基 )-3-乙基噚π旦之乙烯醚; 如聚苯乙烯、聚甲基(甲基)丙烯酸酯 '聚正丁基(曱 基)丙稀酸醋、聚矽氧烷之於聚合物分子鏈末端具有單( 甲基)丙烯醯基之大分子單體等。 該等之不飽和單體(b2)係可單獨或混合2種以上來 使用。 不飽和單體(bl)與不飽和單體(b2)之共聚物中,該共 聚物中之不飽和單體丨)的共聚比例較佳為5〜5〇質量% 、更佳為1 〇〜40質量%。藉由在如此之範圍使不飽和單 體(b 1)共聚合,可得到鹼顯影性及保存安定性優異之著 色組成物。 以不飽和單體(b 1)與不飽和單體(b2)之共聚物的具 體例而言,可舉出例如揭示於日本特開平7 _ 1 4 〇 6 5 4號公 報、日本特開平8-259876號公報、曰本特開平10 — 31308 -37- 201211695 號公報、曰本特開平1 〇 - 3 0 ο 9 2 2號公報、曰本特開平 1 1-174224號公報、日本特開平1 號公報、曰本 特開2 0 0 〇 - 5 6 1 1 8號公報、日本特開2 〇 〇 4 -1 〇 1 7 2 8號公報 等之共聚物。 此外,在本發明中,係亦可將例如如於日本 5-19467號公報、日本特開平6-23〇212號公報、日本特 開平7 - 2 0 7 2 1 1號公報、日本特開平〇 9 _ 3 2 5 4 9 4號公報、 曰本特開平1 1-140144號公報、日本特開"Μ] 81〇95 號公報等所揭示之於側鏈具有(曱基)丙烯醯基等聚合性 不飽和鍵的含羧基之聚合物做為黏合劑樹脂來使用。 本發明中之黏合劑樹脂,以Gpc(溶出溶劑:四氫呋 喃)測定之聚苯乙烯換算的重量平均分子量(下文中亦稱 為「Mw」)一般係uowooooo,較佳為3,〇〇〇〜5〇〇〇〇 Mw右過小則所得之被膜的殘膜率等降低,圖案形狀 、耐熱性等受損,又有電特性惡化之虞,另一方面若過 大則解析度降低’圖案形狀受損又有以狹縫喷嘴方式 進行塗布時容易產生乾燥異物之虞。 卜本心明中之黏合劑樹脂的Mw、與以GPC(溶 2溶劑:四氫吱味)测定之聚苯乙稀換算的數量平均分子 (文中亦私為Mn」)之比(Mw/Mn)係較佳為lo〜5.0 ’更佳為1.0〜3.〇。 本發明中之黏合劑樹脂係、可藉 造,但藉由例如日*奸 乃忒選仃衣 本特開2003-222717號公報、曰本特 開2006-259680號公相 ’ ^ ^ Μ . 報、國際公開第07/029871號小冊 寺所揭不之方法,介 、可控制其結構或Mw、Mw/Mn。 -38- 201211695 本發明中’黏合劑樹脂係可單獨或混合2種以上來 使用。 本發明中’黏合劑樹脂之含有量相對於著色劑 100質量份,係一般為10〜1 000質量份較佳為2〇〜5〇〇 貝里伤。黏合劑樹脂之含有量若過少,則有例兮鹼顯影 !·生降低、所得之著色組成物的保存安定性降低之虞另 方面右多,則因著色劑濃度相對地降低,故有難以達 成做為薄膜之目的的色濃度之虞。 -(C)交聯劑_ 在本發明中所謂(c)交聯劑,係稱具有2個以上之可 聚合基的化合物。以可聚合基而言,可舉出例如乙烯性 不飽和基、嘮呒基、嘮D旦基、N_烷氧基曱基胺基等。在 本毛明中,以(C)交聯劑而言,較佳為具有2個以上之( 甲基)丙烯醯基的化合物、或具有2個以上之N烷氧基曱 基胺基的化合物。 以上述具有2個以上之(曱基)丙烯醯基的化合物之 具體例而言,可舉出使脂肪族多羥基化合物與(甲基)丙 稀酸反應而得之多官能(曱基)丙烯酸酯、經己内酯改質 之多官能(曱基)丙烯酸酯、經氧化烯改質之多官能(甲基) 丙烯酸S旨、使具有羥基之(甲基)丙烯酸酯與多官能異氰 酸醋反應而得之多官能胺曱酸酯(甲基)丙烯酸酯、使具 有羥基之(甲基)丙烯酸酯與酸酐反應而得之具有羧基的 多官能(曱基)丙烯酸酯等。 在此,以上述脂肪族多羥基化合物而言,可舉出例 如像乙二醇、丙二醇、聚乙二醇、聚丙二醇之2價脂肪 -39- 201211695 族多羥基化合物、甘油、三羥曱基丙烷、新戊四醇、一 新戊四醇之3價以上之脂肪族多羥基化合物。 J μ上迷具 有羥基之(曱基)丙烯酸酯而言,可舉出例如2_鉍Α" 尹工悉乙基( 甲基)丙烯酸酯、三羥甲基丙烷二(甲基)丙烯酸g旨、新戊 四醇三(甲基)丙烯酸酯、二新戊四醇五(甲基)丙烯酸妒 二曱基丙烯酸甘油酯等。以上述多官能異氰酸自旨而士 可舉出例如甲苯二異氰酸酯、六亞甲基二異氰酸略、- — I > 苯基亞甲基二異氰酸酯、異佛酮二異氰酸酯等。 Α Θ欠軒 而言,可舉出例如像琥珀酸酐、順丁烯二酸肝、Λ _ 、笨 酐之 酐、伊康酸酐、酞酸酐、六氫酞酸酐之二元酸之奸 均四酸gf、聯苯基四甲酸二針、二苯基綱四甲酸一 四元酸二針。 此外,以上述經己内酯改質之多官能(甲基) / F^締酸 酯而言’可舉出例如記載於日本特開平n_4495 5 观公報 的段落[0015]〜[0018]之化合物。以上述經氧化歸改質 多官能(甲基)丙烯酸酯而言,可舉出雙酚A之氧化乙 及/或氧化丙烯改質二(甲基)丙烯酸酯、三聚異氰酸之氣 化乙烯及/或氧化丙烯改質三(曱基)丙烯酸酯、= —'搜曱基 丙炫之氧化乙烯及/或氧化丙烯改質三(甲基)丙烯駿鴨 新戍四醇之氧化乙烯及/或氧化丙浠改質三(甲基) J R締酸 酯、新戊四醇之氧化乙烯及/或氧化丙烯改質四 . τ I )丙 烯酸醋、二新戊四醇之氧化乙烯及/或氧化丙烯改質 曱基)丙烯酸酯、二新戊四醇之氧化乙烯及/或氧 ^ 改質六(甲基)丙烯酸酯等。 % -40- 201211695 此外,以上述具有2個以上之N_烷氧基曱基胺基的 化合物而言,可舉出例如具有三聚氰胺結構、苯并胍胺 (benzoguanamine)結構、脲結構之化合物等。另外,所謂 三聚氰胺結構、笨并胍胺結構係指具有1個以上之三啩 環或笨基取代三啡環做為基本骨架之化學結構,係亦包 含二聚氰胺、苯并胍胺或該等之縮合物的概念。以具有 2個以上之N_烷氧基曱基胺基之化合物的具體例而言, 可舉出]^3小,,:^,山,,,;^,,-六(烷氧基曱基)三聚氰胺、 >1,队:^’,>1’-四(烷氧基曱基)苯并胍胺、>1,:^,1^,,>1,_四(烷氧 基甲基)甘脲等。 該等之多官能性單體之中,較佳為使3價以上之脂 肪私多經基化合物與(甲基)丙稀酸反應而得之多官能(甲 基)丙烯酸酯、經己内酯改質之多官能(曱基)丙烯酸酯、 多官能胺甲酸酯(甲基)丙烯酸酯、具有羧基之多官能(甲 基)丙烯酸酯、^化,1^,,>1,,,:^,,-六(烷氧基甲基)三聚氰 胺、N,N,N’,N’-四(烷氧基曱基)苯并胍胺。在使3價以上 之脂肪族多經基化合物與(甲基)丙烯酸反應而得之多官 能(甲基)丙烯酸酯之中,係以三羥甲基丙烷三丙烯酸酯 、新戊四醇三丙稀酸酯、二新戊四醇五丙烯酸酯、二新 戊四醇六丙烯酸酯;在具有羧基之多官能(曱基)丙烯酸 酉旨之.中’係以使新戊四醇三丙烯酸酯與琥珀酸酐反應而 得之化合物、二新戊四醇五丙烯酸酯與琥珀酸酐反應而 得之化合物’在著色層之強度高、著色層之表面平滑性 優異、且難以於未曝光部之基板上及遮光層上產生浮渣 (scumming)、殘膜等方面為特佳。 -41 - 201211695 用 本發明中, (C)交聯劑係可單獨或混合2種以上來使 ^ ^明中之(C)交聯劑之含有量,相對於(A)著色劑 1二質罝份係卩1〇〜丨,000質量份為較佳,尤以20〜500 質里伤為杈佳。此情形下,多官能性單體之含有量若過 ^則有無法得到充分的硬化性之虞。另一方面,多官 肊)生單體之含有!若過多則在賦予本發明之著色組成 ,驗顯#性a夺’驗顯影性降低、且有變得容易於未曝光 邛之基板上或遮光層上產生浮渣、殘膜等之傾向。 •(D)光聚合引發劑_ 於本發明t y 者色纟且成物係可使其含有(D)光聚合引Disperbyk-167, Disperbyk-170, Disperbyk-182 (above BYK Chemie (BYK)), Solsperse 76500 (manufactured by Lubrizol), urethane dispersant, Solsperse 24000 (Lubrizol) (Company), etc., as a polydisperse dispersant, Ajisper PB821, Ajisper PB822, Ajisper PB880, Ajisper PB881 (manufactured by Ajinomoto Fine-Techno Co., Ltd.), etc. as a polyester-based dispersant. Further, the dispersing aid may, for example, be a pigment derivative, specifically, a copper anthraquinone, a diketone ratio of π, a ratio of β, a ketone derivative of a ketone, or the like. Further, the content of the dispersing agent and the dispersing aid can be appropriately determined within the range not inhibiting the object of the present invention. -35- 201211695 - (B) Adhesive Resin _ Degradable: Month: The coloring composition contains (8) binder resin. The color is selected, and the product is improved in developability or adhesion to the substrate. "' For the binder resin, it is a resin with an acidic functional group such as a ^ ^ , which is preferably defined as a right-based, aging thiol group. (hereinafter referred to as "polymer containing polymer"):: There is a singularity of a sturdy base such as "unsaturated monomer (bl)") Polymerization = a copolymer of a neutralized monomer (hereinafter referred to as "unsaturated monomer (10)"). Examples of the unsaturated monomer (bl) which are not saturated include, for example, (formic acid, maleic acid, ;|m-butenoic acid, glassy acid mono; etheneoxyethyl) ω _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ The above unsaturated monomer (b2) may, for example, be an N-position substituted maleidene group such as N-phenylmaleimide or N-cyclohexyl maleimide. Imine; ―' such as styrene, α-mercaptostyrene, p-hydroxystyrene, p-hydroxyindole decyl styrene, p-vinylbenzyl glycidyl ether, 苊L < scented vinyl compound; Such as methyl (meth) acrylate, n-butyl (meth) acrylate, 2-ethylhexyl acrylate, 2-hydroxyethyl (meth) acrylate, allyl acrylate (Mercapto) benzyl acrylate, polyethylene glycol (poly 2 2) oxime ether (meth) acrylate, polypropylene glycol (degree of polymerization again ^ 1 u) A shout -36- 201211695 (A soil) Propylene S Ester, polyethylene glycol (degree of polymerization 2~10) mono(indenyl)acrylic acid, polypropylidene f SX Λ.--private d & degree 2~1ο) mono(indenyl) acrylate, cyclohexyl ( I base) acrylic acid brewing '(meth)acrylic acid, S (meth)acrylic acid tris[5.2.1.〇]癸-8-yl ester, (fluorenyl) dicyclopentenyl acrylate, Single (earth) propylene oxime glyceride '4-hydroxyphenyl (meth) acrylate, oxyethylene modified (mercapto) acrylate of p-cumyl phenol, (meth) acrylate X glycerol Sg, 3,4-epoxycyclohexyldecyl (meth)acrylate, [(indenyl)propoxymethyl]anthracene. (3)[(Meth) propylene methoxymethyl]-3_ethyl oxime (meth) acrylate; such as per hexyl vinyl ether, isodecyl vinyl ether, tricyclic [5 2 1 02, 6癸_8_yl vinyl ether, pentacyclopentadecyl vinyl ether, 3-(vinyloxymethyl)-3-ethylindole hexyl vinyl ether; such as polystyrene, polymethyl (methyl An acrylate 'poly-n-butyl (fluorenyl) acrylate vinegar or a polyoxyalkylene having a mono(meth)acryl fluorenyl macromonomer at the end of a polymer molecular chain. These unsaturated monomers (b2) can be used singly or in combination of two or more. The copolymerization ratio of the unsaturated monomer (b2) in the copolymer of the unsaturated monomer (b2) and the unsaturated monomer (b2) is preferably 5 to 5 % by mass, more preferably 1 〇. 40% by mass. By copolymerizing the unsaturated monomer (b1) in such a range, a coloring composition excellent in alkali developability and storage stability can be obtained. Specific examples of the copolymer of the unsaturated monomer (b 1) and the unsaturated monomer (b2) include, for example, JP-A-7-1-4, No. 4, No. 4, No. 4, No. 4, JP-A No. 8 -259876, 曰本特开平10 — 31308 -37- 201211695, 曰本特开平1 〇- 3 0 ο 9 2 2, 曰本特开平1 1-174224号, Japanese special Kaiping 1 No. 2, pp. In addition, in the present invention, for example, Japanese Patent Publication No. 5-19467, Japanese Patent Laid-Open No. Hei 6-23-212, Japanese Patent Application Laid-Open No. Hei. 9 _ 3 2 5 4 9 4, pp. 1 1-140144, and Japanese Laid-Open Patent Publication No. 81-95, etc., which have a (fluorenyl) acrylonitrile group or the like in a side chain. The carboxyl group-containing polymer having a polymerizable unsaturated bond is used as a binder resin. In the binder resin of the present invention, the polystyrene-equivalent weight average molecular weight (hereinafter also referred to as "Mw") measured by Gpc (dissolving solvent: tetrahydrofuran) is generally uowooooo, preferably 3, 〇〇〇~5. When the right side of 〇〇〇〇Mw is too small, the residual film ratio of the obtained film is lowered, the pattern shape, heat resistance, and the like are impaired, and electrical characteristics are deteriorated. On the other hand, if the size is too large, the resolution is lowered, and the pattern shape is damaged. There is a tendency to dry foreign matter when coating by a slit nozzle method. The ratio (Mw/Mn) of the Mw of the binder resin in Bubenxinming to the number average molecular weight (in the text, Mn) in terms of polystyrene measured by GPC (solvent 2 solvent: tetrahydroanthracene) Preferably, it is lo~5.0' more preferably 1.0~3. The binder resin in the present invention can be used, but by, for example, Japanese Philippine 忒 忒 仃 2003 2003 2003 2003 2003-222717, 曰 特 特 2006 2006-259680 公公 ' ^ ^ Μ. The method disclosed by the International Publication No. 07/029871, which can be controlled, can control its structure or Mw, Mw/Mn. -38-201211695 In the present invention, the "adhesive resin" may be used singly or in combination of two or more. In the present invention, the content of the binder resin is usually 10 to 1,000 parts by mass, preferably 2 to 5 inches, per gram of the coloring agent. If the content of the binder resin is too small, there is an example of sputum alkali development. · The growth is reduced, and the storage stability of the obtained coloring composition is lowered. If the amount of the coloring agent is relatively large, the concentration of the coloring agent is relatively lowered, so that it is difficult to achieve The color density of the film for the purpose of the film. - (C) Crosslinking agent _ In the present invention, the (c) crosslinking agent is a compound having two or more polymerizable groups. The polymerizable group may, for example, be an ethylenically unsaturated group, a mercapto group, a fluorene D group or an N-alkoxymethyl group. In the present invention, the (C) crosslinking agent is preferably a compound having two or more (meth)acryl fluorenyl groups or a compound having two or more N alkoxy fluorenylamino groups. Specific examples of the compound having two or more (fluorenyl) acrylonitrile groups include polyfunctional (fluorenyl) acrylic acid obtained by reacting an aliphatic polyhydroxy compound with (meth)acrylic acid. An ester, a polyfunctional (fluorenyl) acrylate modified with caprolactone, a polyfunctional (meth)acrylic acid modified with an oxyalkylene, a (meth) acrylate having a hydroxyl group, and a polyfunctional isocyanic acid A polyfunctional amine phthalate (meth) acrylate obtained by reacting vinegar, a polyfunctional (fluorenyl) acrylate having a carboxyl group obtained by reacting a (meth) acrylate having a hydroxyl group with an acid anhydride, and the like. Here, examples of the aliphatic polyhydroxy compound include a divalent fat-39-201211695 group polyhydroxy compound such as ethylene glycol, propylene glycol, polyethylene glycol, or polypropylene glycol, glycerin, and trishydroxyl hydroxy group. An aliphatic polyhydroxy compound having a trivalent or higher valence of propane, neopentyl alcohol, and neopentyltetraol. Examples of the (fluorenyl) acrylate having a hydroxyl group in J μ include, for example, 2_铋Α" Yingong-ethyl (meth)acrylate, trimethylolpropane di(meth)acrylic acid And pentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate decyl glyceryl acrylate. The above polyfunctional isocyanic acid may, for example, be toluene diisocyanate, hexamethylene diisocyanate, - I > phenylmethylene diisocyanate, isophorone diisocyanate or the like. Α Θ 轩 轩 而言 而言 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩 轩Gf, biphenyl dicarboxylic acid, two needles of diphenyl tetracarboxylic acid and tetrabasic acid. In addition, the polyfunctional (meth) / F ^ acid ester modified by the above-mentioned caprolactone can be mentioned, for example, in the compound of paragraphs [0015] to [0018] of JP-A-4495 5 . The oxidation-modified polyfunctional (meth) acrylate described above may be exemplified by oxidation of bisphenol A and/or propylene oxide-modified di(meth)acrylate or gasification of trimeric isocyanic acid. Ethylene and/or propylene oxide modified tris(indenyl) acrylate, = - ' 曱 曱 丙 之 之 之 氧化 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及 及/ or propylene oxide modified tris(methyl) JR isocyanate, neopentyl alcohol ethylene oxide and / or propylene oxide modified tetra. τ I) acrylic vinegar, dipentaerythritol ethylene oxide and / or A propylene oxide-modified fluorenyl acrylate, an ethylene oxide of dipentaerythritol, and/or an oxygen hexa-(meth) acrylate. In addition, the compound having two or more N-alkoxyguanidino groups may, for example, be a compound having a melamine structure, a benzoguanamine structure, a urea structure, or the like. . In addition, the so-called melamine structure, stupid and decylamine structure refers to a chemical structure having one or more triterpene rings or a stupid-substituted trimorphine ring as a basic skeleton, and also includes melamine, benzoguanamine or the like. The concept of condensate. Specific examples of the compound having two or more N-alkoxyguanidino groups include: ^3 small, ::^,山,,,;^,,-hexa(alkoxyfluorene) Base) melamine, >1, team: ^', >1'-tetrakis(alkoxycarbonyl)benzoguanamine, >1,:^,1^,,>1,_tetra(alkane) Oxymethylmethyl) glycoluril and the like. Among these polyfunctional monomers, a polyfunctional (meth) acrylate or a caprolactone obtained by reacting a trivalent or higher aliphatic poly-based compound with (meth) acrylic acid is preferred. Modified polyfunctional (fluorenyl) acrylate, polyfunctional urethane (meth) acrylate, polyfunctional (meth) acrylate having carboxyl group, ^1,, >1,,, :^,,-hexa(alkoxymethyl)melamine, N,N,N',N'-tetrakis(alkoxyindenyl)benzoguanamine. Among the polyfunctional (meth) acrylates obtained by reacting an aliphatic polybasic compound having a valence of 3 or more with (meth)acrylic acid, trimethylolpropane triacrylate, neopentyl alcohol tripropyl Dilute ester, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate; in the polyfunctional (fluorenyl) acrylate having a carboxyl group, in order to make neopentyl alcohol triacrylate and The compound obtained by the reaction of succinic anhydride, the compound obtained by reacting dipentaerythritol pentaacrylate and succinic anhydride has a high strength in the colored layer, is excellent in surface smoothness of the colored layer, and is difficult to be on the substrate of the unexposed portion. It is particularly preferable to produce scumming, residual film, and the like on the light shielding layer. -41 - 201211695 In the present invention, the (C) crosslinking agent may be used alone or in combination of two or more kinds thereof to make the content of the (C) crosslinking agent in comparison with (A) coloring agent 1 The system is preferably 1〇~丨,000 parts by mass, especially 20~500. In this case, if the content of the polyfunctional monomer exceeds ^, sufficient curability cannot be obtained. On the other hand, the multi-official 肊) contains the monomer! When the amount is too large, the coloring composition of the present invention is imparted, and the development property is lowered, and scum, residual film, and the like tend to occur on the substrate which is not exposed to light or on the light shielding layer. • (D) photopolymerization initiator _ in the present invention t y color 成 and the system can be made to contain (D) photopolymerization

發劑。藉此,可_ & _ A ㈣予者色組成物感放射線性。使用於本 發明之(D)光聚A a 2i 發劑係產生活性種之化合物,該活性 種係藉由可見切、紫外線、遠紫外線、電子束、乂射 線等之放射線的曝光而可引發上述(〇交聯劑之聚合。 以如此之光聚合弓丨發劑而言,可舉出例如噻噸酮系 化口物、苯乙酮系化合物、聯咪唑系化合物、三啩系化 合物、◦-酸基月亏系化合物、鑌鹽系化合物、苯偶姻系化 物一苯基酮系化合物、α_二g同系化合物、多核酿系 &物ί氮系化合物、亞胺磺酸酯系化合物等。 本發明巾’光聚合引發劑係可單獨或混合2種以上 來使用m合?I發劑而言’較佳為選自㈣酮系化 合物、苯乙酮系化合物、聯咪吐系化合物、三听系化合 物、〇-醯基肟系化合物之群組之至少上種。 -42- 201211695 本發明中之較佳的光聚合引發劑之中,以噻噸酮系 化合物之具體例而言,可舉出嗟α頓酮、2 -氯°塞°頓酮、2 -曱基噻噸酮、2 -異丙基噻噸酮、4 -異丙基噻噸酮、2,4 -二氣噻噸酮、2,4-二曱基噻噸酮、2,4-二乙基噻噸酮、2,4-二異丙基噻噸酮等。 此外,以上述苯乙酮系化合物之具體例而言,可舉 出2 -曱基-1-[4-(曱基硫)苯基]-2-味啉基丙-1-酮、2-苄基 -2-二甲基胺基-1-(4-咮啉基苯基)丁 -1-酮、2-(4-曱基苄基 )-2-(二甲基胺基)-1-(4-咮啉基苯基)丁 -1-酮等。 此外,以上述聯咪唑系化合物之具體例而言,可舉 出 2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑、 2,2’-雙(2,4-二氣苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑、 2,2’-雙(2,4,6-三氣苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑 等。 另外,使用聯咪唑系化合物做為光聚合引發劑時, 以併用氫予體在可改良感度方面為較佳。在此所謂「氫 予體」係意指可對因曝光而產生自聯咪唑系化合物之自 由基提供氫原子的化合物。以氫予體而言,可舉出例如 2-巯基苯并噻唑、2-锍基苯并嘮唑等之硫醇系氫予體、 4,4’-雙(二曱基胺基)二苯基酮、4,4’-雙(二乙基胺基)二苯 基酮等之胺系氫予體。本發明中,氫予體係可單獨或混 合2種以上來使用,但將1種以上之硫醇系氫予體與1 種以上之胺系氫予體組合來使用,在可進一步改良感度 方面為較佳。 -43- 201211695 此外,以上述三啡系化合物之具體例而言,可舉出 2,4,6-參(二氣曱基)-5-三听、2-甲基-4,6-雙(三氯甲基)_8_ 二啡、2-[2-(5-曱基呋喃-2 -基)乙烯基]_4,6_雙(三氯曱基 )-s-二听、2-[2-(°夫喃-2-基)乙稀基]_4,6_雙(三氯甲基)_s_ 二啩、2-[2-(4-二乙基胺基-2 -甲基苯基)乙烯基]-4,6雙( 三氣甲基)-s-三畊、2-[2-(3,4-二曱氧基苯基)乙烯基]_46_ 雙(二氣甲基)-s-二σ井、2-(4 -甲氧基苯棊)·4,6_雙(三氯甲 基)-s -二η井、2-(4 -乙氧基苯乙烯基)_4,6_雙(三氯曱基)_s_ 三啩、2-(4-正丁氧基苯基)-4,6-雙(三氣甲基)_s_三啩等具 有鹵甲基之三0井系化合物。 此外’以Ο -醯基肟系化合物之具體例而言,可舉出 1,2-辛二酮,1-[4-(苯基硫)苯基]_,2_(〇_苄醯基肟)、乙酮 ,1-[9 -乙基-6-(2 -曱基节醯基)-9H-咔唑_3-基]-,i-(〇_乙醯 基肟)、乙酮,1-[9 -乙基- 6-(2-甲基-4-四氫呋喃基甲氧基苄 醯基)-9H-咔唑-3-基]乙醯基肟)、乙酮,丨_[9乙基 •6-{2-甲基-4-(2,2-二甲基-1,3·二噚咮基)甲氧基苄醯基 }-9H-咔唑-3-基]-,l-(〇-乙醯基肟)等。 本發明中,在使用苯乙酮系化合物等之聯咪唑系化 合物以外的光聚合引發劑時,亦可併用增感劑。以如此 之增感劑而言,可舉出例如4,4,·雙(二曱基胺基)二苯基 酮、4,4,-雙(二乙基胺基)二苯基酮、4_二乙基胺基苯乙 鋼、4-二甲基胺基苯丙酮、4_二甲基胺基苯甲酸乙酯、 4_二曱基胺基苯甲酸2-乙基己酯、2,5-雙(4-二乙基胺基 亞节基)環己酮、7-二乙基验基-3_(4_二乙基胺基苄醯基) 香豆素、4-(二乙基胺基)查酮等。 -44- 201211695 冬發明中,光聚合引發劑之含有量,相對於(c)交聯 劑100質量份係較佳為0.01〜120質量份,尤以1〜100質 量份為較佳。此情形下,光聚合引發劑之含有量若過少 ,則有曝光所至之硬化變得不足之虞,另一方面若過多 ,則所形成之著色層於顯影時有變得容易從基板脫落之 傾向。 -(E)溶劑- 本發明之著色組成物係含有上述(A)〜(C)成分、及可 任意地添加之其他成分者,但通常摻合溶劑而做為液狀 組成物來調製。 以上述溶劑而言,只要係分散或溶解構成著色組成 物之(A)〜(C)成分或其他成分,且不與該等成分反應,具 有適度之揮發性者,可適當地選擇來使用。 以如此之溶劑而言,可舉出例如, 乙二醇單曱醚、乙二醇單乙醚、乙二醇單-正丙醚、 乙二醇單-正丁醚、二乙二醇單甲醚、二乙二醇單乙醚、 二乙二醇單-正丙醚、二乙二醇單正丁醚、三乙二醇單甲 醚、三乙二醇單乙醚、丙二醇單曱醚、丙二醇單乙醚、 丙二醇單正丙醚、丙二醇單正丁醚、二丙二醇單曱醚、 二丙二醇單乙醚、二丙二醇單正丙醚、二丙二醇單正丁 醚、三丙二醇單曱醚、三丙二醇單乙醚等之(多)烷二醇 單烷基醚類; 乳酸曱酯、乳酸乙酯等之乳酸烷基酯類; 曱醇、乙醇、丙醇、丁醇、異丙醇、異丁醇、三級 丁醇、辛醇、2-乙基己醇、環己醇等之(環)烷基醇類; -45 - 201211695 二丙酮醇等之酮醇類; 乙二醇單曱醚乙酸酯、乙二醇單乙醚乙酸酯、二乙 二醇單曱醚乙酸酯、二乙二醇單乙醚乙酸酯、丙二醇單 甲醚乙酸酯、丙二醇單乙醚乙酸酯、二丙二醇單甲醚乙 酸酯、3 -曱氧基丁基乙酸酯、3 -曱基-3 -曱氧基丁基乙酸 酯等之(多)烷二醇單烷基醚乙酸酯類; 二乙二醇二曱醚、二乙二醇曱乙醚、二乙二醇二乙 醚、四氫吱喃等之其他醚類; 甲乙酮、環己酮、2 -庚酮、3 -庚酮等之酮類; 丙二醇二乙酸酯、1,3 -丁二醇二乙酸酯、1,6 -己二醇 二乙酸酯等之二乙酸酯類; 3 -甲氧基丙酸曱酯、3 -曱氧基丙酸乙酯、3 -乙氧基丙 酸曱酯、3-乙氧基丙酸乙酯、乙氧基醋酸乙酯、3-甲基-3-甲氧基丁基丙酸酯等之烷氧基羧酸酯類; 醋酸乙酯、醋酸正丙酯、醋酸異丙酯、醋酸正丁酯 、醋酸異丁酯、甲酸正戊酯、醋酸異戊酯、丙酸正丁酯 、丁酸乙酯、丁酸正丙酯、丁酸異丙酯、丁酸正丁酯、 丙酮酸甲酯、丙酮酸乙酯、丙酮酸正丙酯、乙醯乙酸曱 酯、乙醯乙酸乙酯、2-側氧基丁酸乙酯等之其他酯類; 曱苯、二曱苯等之芳香族烴類; Ν,Ν-二甲基曱醯胺、N,N-二曱基乙醯胺、N-曱基吡 咯啶酮等之醯胺或内醯胺類等。 該等溶劑之中,從溶解性、顏料分散性、塗布性等 之觀點看來,較佳為丙二醇單曱醚、丙二醇單乙醚、乙 二醇單甲醚乙酸酯、3 -甲氧基丁基乙酸酯、二乙二醇二 -46 - 201211695 曱醚 乙 醇 丁二醇二乙醆酯 曱氧基丙酸乙赔 酯、3 -甲基·3 甲 丁酯、甲酸正戊 酯、丁醆異丙酯 本發明中, 溶劑之含有 物的塗布性、安 之溶劑外的各成 尤以' 1 0〜4 Q質曰 -添加劑_ 本發明之著 甲乙 、JJK p、、2_庚酉同、3-庚酮、 、3_乙 邮一乙醆酯、乳酸乙酯、3- 氧基丁基馱甲§旨、3_乙氧基丙酸乙 酯、心異:酯、醋酸正丁酯、醋酸異 、丁 _ 、 '酯、丙酸正丁酯、丁酸乙 J S夂正丁溶劑係可單二::酸乙醋等。 量係無特別lii種:上來,用。 分的C看,除了該著色-成物 /又較佳為5〜50質量%之量, /〇之置為較佳。 色’且成物視需要係亦可含有各種添加劑 劑;聚:可舉出例如玻璃、氧化铭等之充填 系、知、聚(齓烷基丙烯酸酯)類等之高分子化合物 2…活性劑、石夕系界面活性劑等之界面活性劑;乙歸 甲氧基Μ、乙烯基三乙氧基咬炫、乙稀基參(2_甲 氧基乙氧基)矽烷、Ν-(2-胺基乙基)_3_胺基丙基甲基二甲 氧基石夕烧、Ν-(2-胺基乙基)_3_胺基丙基三▼氧基矽燒、 3胺基丙基三乙氧基石夕烧、3-縮水甘油氧基丙基三尹氧 基石夕烷、3-縮水甘油氧基丙基f基二f氧基矽烷、2_(3,4_ 環氧基環己基)乙基三F氧基矽烷、3-氯丙基〒基二$氧 基石夕核;、3 -氯丙基三甲氧基矽烷、3 -甲基丙婦醯氧基兩 基三尹氧基矽烷、3 -巯基丙基三f氧基矽烷等之密著促 -47- 201211695 進劑;2,2-硫基雙(4_甲基三級丁基酉分)、2,6_二-三 基齡專之抗氧化劑.2 - (3 - έ» 丁 a c田甘 • W,2 (3_二級丁基-5-甲基經基苯基 ^ 二、烷氧基二苯基酮類等之紫外線吸收劑, 寻之去絮凝劑;丙二酸、己二酸、伊康酸 康酸、富馬酸、中库_缺 耳丁 ,夂中康酸、2-胺基乙醇、3-胺基丙 5 -胺基-1-戊醇、3吐甘1〇> ' ^ 3-胺基-Μ-丙二醇、2-胺基q,%丙二醇 月女基1,2-丁 —醇等之殘渣改善劑;琥珀酸單[2 丙烯醯氧基乙基]、富馬酸單[2_(曱基)丙稀醯氧基乙二 竣基聚己内醋單(甲基)丙稀酸醋等之顯影性改善土劑 寻0 彩色濾光片及其製造方法 者本發月之杉色濾光片係具備含有本著色劑之著色層 、以製造彩色濾光片之方法而言,第一可舉出以下方 二。:查先’於基板之表面上’視需要形成遮光層(黑矩陣 ::吏::、丨分形成像素之部分。接著,於該基板上塗布例如 經分散紅色著色劑之本發明的感放射線性組成物之液狀 ’且成物後,進行預焙並使溶劑蒸發,形成塗膜。接著, 於該塗膜透過光罩而曝光之後’使用鹼顯影液來顯麥, f解除去塗膜之未曝光部。其後,藉由進行後培,㈣ 紅色之像素圖案以既定的排列來配置之像素陣列。 盘接著使用綠色或藍色之各著色感放射線性組成物 ,2上述同樣地進行各著色感放射線性組成物之塗布、 預焙、曝光、顯影及後焙’在同一基板上依序形成綠色 之像素陣列及藍色之像素陣列。藉此,可得經配置紅色 -48 - 201211695 綠色及藍色二原色之像素陣列於基板上的彩色 。但在本發明中,形成各色像素之順序係不受限 者。 此外’黑矩陣係可藉由將以濺鍍或蒸鍍所成 等金屬溥膜利用微影法做成期望之圖案而形成, 使用經分散黑色著色劑之著色感放射線性組成物 述像素之形成的情形同樣地進行形成。 以形成彩色濾光片時所使用之基板而言,可 如玻璃、矽、聚碳酸酯、聚酯、芳香族聚醯胺、 醯亞胺、聚醯亞胺等。 此外,於該等之基板係亦可按照需求,事先 烷偶合劑等所致之藥品處理、電漿處理、離子電 鍍、氣相反應法 '真空蒸鍍等之適當的前處理。 在將著色感放射線性組成物塗布於基板時, 喷霧法 '輥塗法、旋轉塗布法(旋塗法)、狹縫塗布 die coating)、棒塗布法等適當之塗布法’但尤从 塗法、狹縫塗布法為較佳。 預焙通常係組合減壓乾燥與加熱乾燥來進行 乾燥通常係進行至到達50〜200Pa為止。此外,力α 之條件通常係在70〜1 l〇t,1〜10分鐘左右。 塗布厚度,以乾燥後之膜厚而言通常係0.6 ,較佳為1.2〜5.0μηι。 以形成像素及/或黑矩陣時所使用之放射緩 而言,可舉出例如氙燈、鹵素燈、鎢絲燈、高髮 超高壓汞燈、金屬鹵素燈、中壓汞燈、低壓汞趣 渡光片 於上述 膜之鉻 但亦可 ,與上 舉出例 聚醯胺 施以石夕 鍍、濺 可採用 '法(slit 採用旋 。減壓 熱乾燥 〜8.0 μπι 的光源 汞燈、 等之燈 -49- 201211695 YAG雷射、 但以波長在Hair spray. Thereby, the composition of the color composition can be _ & _ A (four). The (D) photopolymerizable A a 2i hair-agent used in the present invention produces a compound of an active species which can be caused by exposure of radiation such as visible cut, ultraviolet light, far ultraviolet light, electron beam, xenon rays or the like. (Polymerization of a hydrazine crosslinking agent. Examples of such a photopolymerization hair styling agent include a thioxanthone-based compound, an acetophenone-based compound, a biimidazole-based compound, a triterpenoid compound, and hydrazine- Acid-based sulphate-deficient compound, sulfonium-based compound, benzoin-based monophenyl ketone-based compound, α-di-g-homologous compound, polynuclear brewing system, nitro-based compound, imiline sulfonate-based compound, etc. The photopolymerization initiator of the present invention may be used singly or in combination of two or more kinds, and it is preferably selected from the group consisting of a (tetra) ketone compound, an acetophenone compound, and a conjugated compound. At least the above group of the triacene compound and the indole-indenyl group-based compound. -42 - 201211695 Among the preferred photopolymerization initiators in the present invention, specific examples of the thioxanthone-based compound are It can be exemplified by 嗟α-onone, 2-chloro-potonone, 2- Thiophenone, 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-dithioxanthone, 2,4-dimercaptothioxanthone, 2,4-diethyl Further, specific examples of the above acetophenone-based compound include 2-mercapto-1-[4-(mercaptosulfuric acid). Phenyl]-2-zolinylpropan-1-one, 2-benzyl-2-dimethylamino-1-(4-carbolinylphenyl)butan-1-one, 2-(4) - mercaptobenzyl)-2-(dimethylamino)-1-(4-carbolinylphenyl)butan-1-one, etc. Further, in the specific example of the above biimidazole-based compound, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4-di) Phenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,4,6-triphenyl)-4,4' 5,5'-tetraphenyl-1,2'-biimidazole, etc. Further, when a biimidazole-based compound is used as the photopolymerization initiator, it is preferred to use a hydrogen donor in combination to improve the sensitivity. The term "hydrogen donor" means a compound which can supply a hydrogen atom to a radical derived from a biimidazole compound by exposure. Examples of the hydrogen donor include a thiol-based hydrogen donor such as 2-mercaptobenzothiazole or 2-mercaptobenzoxazole, and 4,4'-bis(didecylamino)di. An amine-based hydrogen donor such as phenyl ketone or 4,4'-bis(diethylamino)diphenyl ketone. In the present invention, the hydrogen donor system may be used alone or in combination of two or more, but one type will be used. The above-mentioned thiol-based hydrogen donor is used in combination with one or more kinds of amine-based hydrogen donors, and it is preferable to further improve the sensitivity. -43- 201211695 Further, in the specific example of the above-mentioned trimorphic compound, 2,4,6-parade (dioxamethyl)-5-trisole, 2-methyl-4,6-bis(trichloromethyl)_8_dimorphine, 2-[2-(5- Mercaptofuran-2-yl)vinyl]_4,6-bis(trichloroindenyl)-s-secondary, 2-[2-(°f-am-2-yl)ethenyl]_4,6_ Bis(trichloromethyl)_s_diindole, 2-[2-(4-diethylamino-2-methylphenyl)vinyl]-4,6-bis(tris-methyl)-s-three Tillage, 2-[2-(3,4-dimethoxyphenyl)ethenyl]-46_bis(dimethylmethyl)-s-dioxan, 2-(4-methoxybenzoquinone)·4 ,6_bis(trichloromethyl)-s-two-n well, 2-(4-ethoxyl) Vinyl)_4,6_bis(trichloroindenyl)_s_triterpene, 2-(4-n-butoxyphenyl)-4,6-bis(trimethylmethyl)_s_triterpene The base of the three wells. Further, specific examples of the fluorene-fluorenyl compound are 1,2-octanedione, 1-[4-(phenylthio)phenyl]_, 2_(〇_benzylhydrazinium). ), ethyl ketone, 1-[9-ethyl-6-(2-indenyl fluorenyl)-9H-carbazole-3-yl]-, i-(〇_乙醯基肟), ethyl ketone, 1-[9-ethyl-6-(2-methyl-4-tetrahydrofurylmethoxybenzyl)-9H-indazol-3-yl]ethinyl), ethyl ketone, hydrazine _[9 Ethyl•6-{2-methyl-4-(2,2-dimethyl-1,3·didecyl)methoxybenzylhydrazinyl}-9H-indazol-3-yl]-, L-(〇-乙醯基肟) and the like. In the present invention, when a photopolymerization initiator other than the biimidazole compound such as an acetophenone-based compound is used, a sensitizer may be used in combination. Examples of such a sensitizer include 4,4,bis(didecylamino)diphenyl ketone, 4,4,-bis(diethylamino)diphenyl ketone, and 4 _Diethylaminophenyrene steel, 4-dimethylaminopropiophenone, ethyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-didecylaminobenzoate, 2, 5-bis(4-diethylamino)pyrophenone, 7-diethyl-hydroxyl-3-(4-diethylaminobenzylbenzyl) coumarin, 4-(diethyl Amino) ketone and the like. In the winter invention, the content of the photopolymerization initiator is preferably 0.01 to 120 parts by mass, more preferably 1 to 100 parts by mass, per 100 parts by mass of the (c) crosslinking agent. In this case, if the content of the photopolymerization initiator is too small, the curing due to exposure becomes insufficient. On the other hand, if the amount is too large, the formed coloring layer is likely to be detached from the substrate during development. tendency. - (E) Solvent - The coloring composition of the present invention contains the above components (A) to (C) and other components which can be arbitrarily added. However, it is usually prepared by mixing a solvent and using a liquid composition. The above solvent may be appropriately selected and used as long as it disperses or dissolves the components (A) to (C) constituting the coloring composition or other components and does not react with the components, and has a moderate volatility. Examples of such a solvent include ethylene glycol monoterpene ether, ethylene glycol monoethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether, and diethylene glycol monomethyl ether. , diethylene glycol monoethyl ether, diethylene glycol mono-n-propyl ether, diethylene glycol mono-n-butyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monoterpene ether, propylene glycol monoethyl ether , propylene glycol mono-n-propyl ether, propylene glycol mono-n-butyl ether, dipropylene glycol monoterpene ether, dipropylene glycol monoethyl ether, dipropylene glycol mono-n-propyl ether, dipropylene glycol mono-n-butyl ether, tripropylene glycol monodecyl ether, tripropylene glycol monoethyl ether, etc. (poly)alkylene glycol monoalkyl ethers; alkyl lactate such as decyl lactate or ethyl lactate; decyl alcohol, ethanol, propanol, butanol, isopropanol, isobutanol, tertiary butanol a (cyclo)alkyl alcohol such as octanol, 2-ethylhexanol or cyclohexanol; -45 - 201211695 keto alcohols such as diacetone alcohol; ethylene glycol monoterpene ether acetate, ethylene glycol Monoethyl ether acetate, diethylene glycol monoterpene ether acetate, diethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether (poly)alkylene glycol monoalkyl ether acetate such as ester, dipropylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, 3-nonyl-3-methoxybutyl acetate Ester; other ethers such as diethylene glycol dioxime ether, diethylene glycol oxime ether, diethylene glycol diethyl ether, tetrahydrofuran, etc.; methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone Ketones; diacetates such as propylene glycol diacetate, 1,3-butanediol diacetate, 1,6-hexanediol diacetate; decyl 3-methoxypropionate , 3-methoxyethyl propionate, decyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl ethoxyacetate, 3-methyl-3-methoxybutyl Alkoxycarboxylates such as propionate; ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, propionic acid Butyl ester, ethyl butyrate, n-propyl butyrate, isopropyl butyrate, n-butyl butyrate, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, decyl acetate, acetamidine Other esters such as ethyl acetate and ethyl 2-oxobutanoate; Yue the two aromatic hydrocarbons such as benzene and the like; Ν, Ν- Yue dimethyl acyl amines, N, N- two Yue group as acetamide, N- Yue piperidone pyrrolyl group etc. Amides or Lactams amines. Among these solvents, propylene glycol monoterpene ether, propylene glycol monoethyl ether, ethylene glycol monomethyl ether acetate, and 3-methoxybutyl are preferable from the viewpoints of solubility, pigment dispersibility, and coatability. Acetate, diethylene glycol di-46 - 201211695 oxime ether ethanol butanediol diethyl acetoxy acetoxyacetate, 3-methyl-3-butane, n-amyl formate, Isopropyl ester In the present invention, the coating properties of the solvent and the solvent other than the solvent are particularly '10 to 4 Q 曰-additives _ The present invention is the same as A, B, JJK p, and 2 3-heptanone, 3_ethyl acetoacetate, ethyl lactate, 3-oxybutyl hydrazine, ethyl 3-ethoxypropionate, heart: ester, n-butyl acetate, Acetic acid iso-, butyl _, 'ester, n-butyl propionate, butyric acid JS 夂 丁 butyl solvent can be single two:: acid vinegar and so on. There is no special lii species in the quantity system: come up, use. In the case of the C, it is preferable that the coloring-formation is preferably 5 to 50% by mass. The coloring agent may also contain various additives as needed; and the poly: may be, for example, a filling system of glass, oxidized or the like, a polymer compound such as a poly(nonalkyl acrylate), etc. Surfactant such as Shixia surfactant; ethyl methoxy oxime, vinyl triethoxy ocyan, ethylene ginseng (2_methoxyethoxy) decane, Ν-(2- Aminoethyl)_3_aminopropylmethyldimethoxycarbazide, Ν-(2-aminoethyl)_3_aminopropyltrioxetoxyfluorene, 3 aminopropyltriethyl Oxygen oxylate, 3-glycidoxypropyl tri-indenyl oxane, 3-glycidoxypropyl f-based bis-oxy decane, 2-(3,4-epoxycyclohexyl)ethyl three Foxy decane, 3-chloropropyl decyl bis-oxyxanthene; 3-chloropropyltrimethoxydecane, 3-methylpropanyloxydimyltrisyloxydecane, 3-mercapto Adhesion of propyl tri-f-oxydecane, etc. -47-201211695; 2,2-thiobis(4-methyltributylphosphonium), 2,6-di-three base age antioxidant .2 - (3 - έ» Ding ac Tiangan • W, 2 (3_2-butyl-5-methyl Ultraviolet absorbers such as phenyl group, alkoxydiphenyl ketone, etc., flocculating agent; malonic acid, adipic acid, itaconic acid, fumaric acid, medium _ _ ear , 夂中康酸, 2-Aminoethanol, 3-Aminopropyl 5-amino-1-pentanol, 3 吐甘1〇> '^ 3-Amino-indole-propanediol, 2-amino q Residue improving agent for %, propylene glycol, and 1,2-butanol; succinic acid mono[2 propylene oxiranylethyl], fumaric acid mono [2_(indenyl) propylene oxime oxime Developability improvement of soil-based vinegar mono(meth)acrylic acid vinegar, etc. Color filter and method of manufacturing the same The color filter of this month has a color layer containing the coloring agent For the method of manufacturing a color filter, the first one can be exemplified as follows:: First, 'on the surface of the substrate', a light-shielding layer is formed as needed (black matrix:: 吏::, 丨, forming a pixel) Then, a liquid form of the radiation sensitive composition of the present invention, for example, by dispersing a red coloring agent, is applied onto the substrate, and then pre-baked and the solvent is evaporated to form a coating film. After the film is exposed through the mask, 'the alkali developer is used to display the wheat, and the unexposed portion of the coating film is removed by f. Thereafter, the pixel array is arranged in a predetermined arrangement by the red pixel pattern. The disk is then colored with a coloring composition of green or blue, and in the same manner, the coating, prebaking, exposure, development, and post-baking of each coloring radiation composition are performed in the same manner to form green on the same substrate. a pixel array and a blue pixel array. Thereby, a color array of red-48 - 201211695 green and blue primary colors is arranged on the substrate. However, in the present invention, the order of forming the pixels of each color is not Limited. Further, the 'black matrix system can be formed by forming a desired pattern by a lithography method using a metal ruthenium film formed by sputtering or vapor deposition, and forming a pixel using a color-developing radiation-linear composition of a dispersed black colorant. The situation is similarly formed. The substrate used in forming the color filter may be, for example, glass, ruthenium, polycarbonate, polyester, aromatic polyamide, ruthenium, polyimine or the like. Further, in such a substrate system, an appropriate pretreatment such as a drug treatment, a plasma treatment, an ion plating, or a gas phase reaction method "vacuum vapor deposition" by an alkane coupling agent or the like may be carried out in advance. When the coloring sensitizing radiation composition is applied to a substrate, a suitable coating method such as a spray method, a roll coating method, a spin coating method (spin coating method), a bar coating method, or a bar coating method is used. The method of slit coating is preferred. The prebaking is usually carried out by combining vacuum drying and heat drying to carry out drying, usually until 50 to 200 Pa is reached. In addition, the condition of the force α is usually in the range of 70 to 1 l〇t, about 1 to 10 minutes. The coating thickness is usually 0.6, preferably 1.2 to 5.0 μm, in terms of film thickness after drying. Examples of the radiation used in forming the pixel and/or the black matrix include a xenon lamp, a halogen lamp, a tungsten lamp, a high-intensity ultra-high pressure mercury lamp, a metal halide lamp, a medium-pressure mercury lamp, and a low-pressure mercury-family The light sheet is chrome in the above film, but it can also be coated with the polyamine, and can be plated or splashed by the method of using the method of spinning. -49- 201211695 YAG laser, but with wavelength at

XeCl準分子雷射、氮雷 ί 90〜450nm之範圍之放 光源或氬離子雷射 射等之雷射光源等 射線為較佳。 佳 放射線之曝光量 般而言係以l0~1〇,〇〇〇j/m2為較 卜以上述驗顯影液而言,較佳袅Λ 。Λ 氫氧化鈉、氫1h , 奴佳為例如碳酸鈉、 吖雙環-[5.4.0M_十一石 土欠、膽鹼、1,8-二 烯等之水溶液。 丫雙% -[4.3.〇]-5-壬 :二:驗顯影液中亦可適量添加例 之水洛性有機溶劑或界面活性劑 乙知專 常係進行水洗。 另外’驗顯影後通 ::广處理法而言’可採用沖淋顯影法 法、-Μ浸潰)顯影法、浸置 义: 係較佳為在常溫,5〜300秒。. #顯衫條件 後培之條件通常係在180〜28〇t,1〇〜6〇分鐘左右。 如此進行所形成之像素的膜厚通 佳為 1.0 〜3.0μιη。 5.0μΓη,較 此外,以製造彩色遽光片之第二方法而言,可採用 揭示於曰本特開平7_3 1 8723號公報、曰本特 2000_3 1 0706號公報等,藉由噴墨方式而得到各色像素I 方法。在該方法中,首先’於基板之表面上形成兼呈遮 光功能之隔壁。接著,於所形成之隔壁内以噴墨裝置吐 出例如經分散紅色著色劑之本發明的著色組成::液;大 組成物之後,進行預焙使溶劑蒸發。接著, 两孩塗膜視 -50- 201211695 需要曝光之後,藉由後焙而使其硬化,形成紅色 圖案。 接著,使用綠色或藍色之各著色組成物,與 樣地進行,在同一基板上依序形成綠色之像素圖 色之像素圖案。藉此,可得經配置紅色、綠色及 原色之像素圖案於基板上的彩色濾光片。但在本 ’形成各色像素之順序係不受限於上述者。 另外,上述隔壁係不僅遮光功能,亦實現用 擠出於區劃内之各色著色組成物不混色的功能, 上述之第—方法所使用之黑矩陣相比,膜厚為厚 ,隔壁通常係使用黑色感放射線性組成物來形成 形成彩色濾光片時所使用之基板或放射線的 此外’預培或後培之方法或條件係與上述之第一 同。如此行之,以喷墨方式所形成之像素的膜厚 壁之高度相同程度。 於如此進行所得之像素圖案上,視需要形成 後,藉由濺鍍而形成透明導電膜。形成透明導電 亦可進一步形成間隔物而做成彩色濾光片。間隔 係使用感放射線性組成物所形成,但亦可做成具 性之間隔物(黑間隔物)。此情形下,可使用經分 之著色劑的著色感放射線性組成物,但本發明之 成物係亦可合適地使用於如斯之黑間隔物之形成 如此而得之本發明的彩色濾光片由於輝度及 極高’故於彩色液晶顯示元件、彩色攝像管元件 感測器、有機EL顯示元件、電子紙等極為有用< 之像素 上述同 案及藍 藍色三 發明中 以使被 故與在 °從而 〇 光源, 方法相 係與隔 保護膜 膜後, 物通常 有遮光 散黑色 著色組 0 色純度 、彩色 -51 - 201211695 。儿 E 者 片機 光有 、 色件 彩元 之示 明顯 發晶 本液 備色 具彩 係出 件舉。 元可等 示,紙 顯言子 之而電 明件、 件發元件 元本示元 示 顯示 顯以顯 具備本發明之彩色滤光片的彩色液晶顯示元件可採 取適當之結構。例如’可採取於與經配置薄膜電晶體 (TFT)之驅動用基板不同之基板上形成彩色濾光片,與經 形成驅動用基板與彩色濾光片的基板隔著液晶層相向之 結構,進一步亦可採取於經配置薄膜電晶體(TFT)之驅動 用基板之表面上形成彩色濾光片的基板、與形成IT〇(摻 錫之氧化銦)電極的基板隔著液晶層而相向之結構。後者 之結構係可使開口率顯著地提升,有可得明亮且高精細 的液晶顯示元件這樣的優點。 具備本發明之彩色濾光片的彩色液晶顯示元件係除 冷陰極螢光管(CCFL:C〇ld Cathode Fluorescent Lamp)以 外’可具備以白色LED做為光源之背光單元。以白色Led 而言’可舉出例如將紅色LED與綠色LED與藍色LED 組合而藉由混色得到白色光之白色Led、將藍色LED與 紅色LED與綠色發光螢光體組合而藉由混色得到白色光 之白色LED、將藍色LED與紅色發光螢光體與綠色發光 榮光體組合而藉由混色得到白色光之白色LED、藉由藍 色LED與YAG系螢光體之混色得到白色光之白色LED 、將藍色LE〇與橙色發光螢光體與綠色發光螢光體組合 而藉由混色得到白色光之白色LED、將紫外線LED與紅 色發光螢光體與綠色發光螢光體與藍色發光螢光體組合 而藉由混色得到白色光之白色LED等。 -52- 201211695 於具備本發明之彩色濾光片的彩色液晶顯示元件, 係可採用 TN(Twisted Nematic)型、STN(Super Twisted Nematic)型、IPS(In-Planes Switching)型、VA(VerticalXeCl excimer laser, nitrogen ray ί 90 ~ 450nm range of light source or argon ion laser and other laser sources are preferred. The exposure amount of the radiant radiation is generally l0~1 〇, and 〇〇〇j/m2 is preferably 袅Λ in the above test solution.氢氧化钠 Sodium hydroxide, hydrogen for 1 h, and sage is an aqueous solution such as sodium carbonate, hydrazine bicyclo-[5.4.0 M_11 fluorene, choline, 1,8-diene, and the like.丫 double % - [4.3. 〇] - 5 - 壬 : 2: In the developer solution, an appropriate amount of water-based organic solvent or surfactant can be added. Further, the development method can be carried out by the method of "exposure processing", "expanding and developing method", "dip immersion", and immersion: preferably at room temperature, 5 to 300 seconds. #显示衫条件 The conditions of post-cultivation are usually between 180~28〇t, 1〇~6〇 minutes. The film thickness of the pixel formed in this manner is preferably 1.0 to 3.0 μm. In addition, in the second method of producing a color calender sheet, it can be obtained by an inkjet method, which is disclosed in Japanese Patent Laid-Open Publication No. Hei. No. Hei. No. Hei. Pixel I method for each color. In this method, first, a partition wall which functions as a light blocking function is formed on the surface of the substrate. Next, in the formed partition walls, for example, a coloring composition of the present invention in which a red coloring agent is dispersed is discharged by an ink jet device: a large composition, followed by prebaking to evaporate the solvent. Then, the two children's film is treated as -50-201211695, and after hardening, it is hardened by post-baking to form a red pattern. Next, each of the colored compositions of green or blue is used, and the pixel pattern of the green pixel image is sequentially formed on the same substrate. Thereby, a color filter having a pixel pattern of red, green, and primary colors disposed on the substrate can be obtained. However, the order in which the pixels of the respective colors are formed is not limited to the above. Further, the partition wall has a function of not only a light-shielding function but also a coloring composition of each color extruded in the division, and the film thickness is thicker than that of the black matrix used in the above-described first method, and the partition wall is usually black. The method or condition for the 'pre- or post-culture of the substrate or radiation used to form the color filter to form the color filter is the same as the first. In this way, the height of the film thickness wall of the pixel formed by the ink jet method is the same. On the pixel pattern thus obtained, a transparent conductive film is formed by sputtering after being formed as needed. Forming a transparent conductive material may further form a spacer to form a color filter. The spacer is formed using a radiation-sensitive composition, but may be formed as a spacer (black spacer). In this case, a color-sensing radiation-linear composition of a divided coloring agent may be used, but the object of the present invention may also be suitably used for the formation of a black spacer such as the color filter of the present invention. Since the film is extremely bright and extremely high, it is extremely useful in color liquid crystal display elements, color image sensor element sensors, organic EL display elements, electronic papers, etc. < After the film is separated from the light source, the method is usually separated from the black film coloring group, and the color is -51 - 201211695. The child E is a piece of light, and the color of the color element is clearly visible. This liquid is prepared in color. The element can be expressed in the form of a paper, and the electric component and the component of the component are shown in the display. The color liquid crystal display element having the color filter of the present invention can be suitably constructed. For example, a color filter may be formed on a substrate different from a substrate for driving a thin film transistor (TFT), and a substrate having a driving substrate and a color filter may be opposed to each other via a liquid crystal layer, and further It is also possible to adopt a structure in which a substrate on which a color filter is formed on a surface of a substrate for driving a thin film transistor (TFT) and a substrate on which an IT〇 (tin-doped indium oxide) electrode is formed are opposed to each other via a liquid crystal layer. The latter structure allows the aperture ratio to be remarkably improved, and has the advantage of providing a bright and high-definition liquid crystal display element. The color liquid crystal display element having the color filter of the present invention may be provided with a backlight unit using a white LED as a light source, except for a CCFL (CFL) lamp. In the case of white LED, for example, a combination of a red LED and a green LED and a blue LED can be used to obtain a white light white LED by color mixing, and a blue LED and a red LED and a green light emitting phosphor can be combined by color mixing. A white LED with white light is obtained, a blue LED is combined with a red illuminating phosphor and a green illuminating illuminant, and a white LED is obtained by color mixing, and a white light is obtained by mixing the blue LED and the YAG phosphor. White LED, blue LE〇 combined with orange illuminating phosphor and green illuminating phosphor to obtain white light white LED by mixing color, ultraviolet LED and red luminescent phosphor and green luminescent phosphor and blue A color light-emitting phosphor is combined to obtain a white light white LED or the like by color mixing. -52- 201211695 In the color liquid crystal display element having the color filter of the present invention, TN (Twisted Nematic) type, STN (Super Twisted Nematic) type, IPS (In-Planes Switching) type, VA (Vertical) can be used.

Alignment)型 、 OCB(Optically Compensated Birefringence)型等之適當的液晶模式。 此外’具備本發明之彩色濾光片的有機el顯示元件 係可採取適當之結構,例如可採取揭示於日本特開平 1 1 -3 07242號公報之結構。 此外,具備本發明之彩色濾光片的電子紙係可採取 適當之結構,例如可採取揭示於日本特開2〇〇7_41169號 公報之結構。 [實施例] 下文中舉實施例進—步具體地說明本發明之實施形 態。但本發明並非受限於下述實施例者。 <本著色劑之合成及評價> 實施例1 (記載於上述具體 J之化S物(IX)的合成及評價) 化合虱化鈉〇. 3 g、汽p M儿八n也, 精化公司製之C.I·顏料紫37( 下文中亦稱「PV-37」}1 6 ^ ^ 9 , ^ ^ g及一甲基甲醯胺20mL·並在 至/皿搜拌2小時,進一步* 入込4-丁磧内酯1.45g,攪拌 小寺。其後,石夕藻土過、、廣及麻、/ 觸L再沉Η所得之固體?丙:’並將遽液以丙酮 之固體l 5g。. ⑽以丙酮洗淨’並得到藍色 混合所得之藍色固體1.5氣 S σ » ^ to 、 —曱基二·十八烧基 鈿5g及丙鲷3〇mL,一邊 体 _ .. , ,、、、w抓邊攪拌6小時。其 後,矽澡土過濾反應液, 、 i减&除去〉谷劑,藉此得到紫 -53- 201211695 色之固體1.5 g。將此當做化合物A。藉由化合物A之 W-NMR(溶劑:重氫氯仿)測定,確認係目的之化合物。 4-^11:37.95-7.32(m、1 0H)、6 · 9 8 ( S、2H)、6 · 5 6 (S 、2H)、3.97(t、4H)、3.41(t、8H)、3.30-3.l〇(m、48H) ' 1.98-1,02(m > 288H) 將化合物A溶解於1 -曱氧基-2 -丙基乙酸醋,調製濃 度約0.0010質量%之溶液,測定吸收光譜。其結果,A suitable liquid crystal mode such as Alignment type or OCB (Optically Compensated Birefringence) type. Further, the organic EL display element having the color filter of the present invention may have a suitable structure, and for example, it may be a structure disclosed in Japanese Laid-Open Patent Publication No. Hei No. Hei. Further, the electronic paper having the color filter of the present invention may have a suitable structure, and for example, a structure disclosed in Japanese Laid-Open Patent Publication No. H07-41169 can be employed. [Examples] Hereinafter, the embodiment of the present invention will be specifically described by way of examples. However, the invention is not limited to the embodiments described below. <Synthesis and evaluation of the present coloring agent> Example 1 (Synthesis and evaluation of the above-mentioned specific S compound (IX)) Compound sodium strontium hydride. 3 g, steam p M children eight n, fine Chemical Co., Ltd. CI·Pigment Violet 37 (hereinafter also referred to as “PV-37”}1 6 ^ ^ 9 , ^ ^ g and monomethylcarbamide 20 mL · and mixed in to / dish for 2 hours, further * Into the 込 4-butyrolactone 1.45g, stir the small temple. After that, Shiyuezao soil, guang and hemp, / touch L and then sink the resulting solid? C: 'and the sputum as a solid of acetone l 5g.. (10) Washing with acetone and obtaining a blue solid obtained by mixing blue gas 1.5 gas S σ » ^ to , - fluorenyl bis octadecyl hydrazine 5g and propyl hydrazine 3 〇 mL, one side _ .. , , , , , w, and stir for 6 hours. Thereafter, the reaction mixture was filtered, and the solution was removed, and the granules were removed, thereby obtaining 1.5 g of a solid of purple-53-201211695. This was regarded as a compound. A. The compound of the desired compound was confirmed by W-NMR (solvent: heavy hydrogen chloroform) of Compound A. 4-^11: 37.95-7.32 (m, 10H), 6 · 9 8 (S, 2H), 6 · 5 6 (S, 2H), 3.97 (t, 4H), 3.41 (t, 8H), 3. 30-3.l〇(m, 48H) ' 1.98-1,02 (m > 288H) Compound A was dissolved in 1-methoxy-2-acetic acid vinegar to prepare a solution having a concentration of about 0.0010% by mass. The absorption spectrum was measured. As a result,

Xmax = 545nm、8 = 600001^0 1^01-1]^ 〇 此外,化合物A係1 〇質量%以上溶解於環己酮。 此外,化合物A之熱重量-示差熱同時測定分析(下 文中稱為「TG-DTA」)之結果,5%質量減少之溫度係315 〇C。 實施例2 *實施例1中除了使用C>1•顏料紅乃以上述式(7)中r3 與R4兩者係氣原子之化合物)取代PV_37以外係與實施 例1同樣地進行合成著色劑,藉由lH_NMR(溶劑:重 仿)測定,確認係目的之化合物。 &乳 實施例3 …湖竹穴从卜述式户ή 不匕合物)取代C.I·顏料紫37、使用氣化^乙基^ 鑌取代氣化二甲基二-十八烷基銨以外,係與實施例1 ^ 樣地進行合成著色劑,藉由lH_NMR(溶劑:重 ^ 定,確認係目的之化合物。 氣仿)>Ml -54- 201211695Xmax = 545 nm, 8 = 600001^0 1^01-1]^ 〇 Further, the compound A is dissolved in cyclohexanone in an amount of 1% by mass or more. Further, as a result of the simultaneous measurement of the thermal weight-differential heat of the compound A (hereinafter referred to as "TG-DTA"), the temperature at which the 5% mass was reduced was 315 〇C. Example 2 * In the first embodiment, a synthetic coloring agent was produced in the same manner as in Example 1 except that C>1•pigment red was a compound in which both of r3 and R4 are a gas atom in the above formula (7), and PV_37 was replaced. The compound of the desired compound was confirmed by lH_NMR (solvent: re-imitation). &Milk Example 3 ... Lake Bamboo Point is replaced by CI·Pigment Violet 37, and gasified dimethyldi-octadecyl ammonium is replaced by gasification The synthetic coloring agent was synthesized in the same manner as in Example 1 by lH_NMR (solvent: re-determination, confirming the desired compound. Gas-like) > Ml -54 - 201211695

在實施例2〜3所得之著色劑係任一皆1 0質量%以上 溶解於環己酮。此外,在實施例2〜3所得之著色劑之基 於TG-DTA的5%質量減少溫度係任一皆為250°C以上。 比較例1 將PV-37溶解於1-曱氧基-2-丙基乙酸酯,調製濃度 約0.0010質量%之溶液,測定吸收光譜。其結果,在562nm 係 ε^όΟΟιηοΓ1。!!!-1!^。 此外,PV-3 7係於1 -曱氧基-2-丙基乙酸酯、環己酮 之任一者皆即使0.1質量%亦不溶解。 <顏料分散液之調製> 調製例1 使用15質量份C.I.顏料藍15:6做為著色劑、使用 12.5 質量份(固體成分濃度 =40 質量 %)BYK-LPN21 1 16(BYK Chemie(BYK)公司製)做為分散 劑、使用72.5質量份丙二醇單曱醚乙酸酯做為溶劑,以 珠磨來處理,調製顏料分散液(A-1)。 調製例2 除了使用C.I.顏料紫23取代C.I.顏料藍15:6做為著 色劑以外係與調製例1同樣地進行,調製顏料分散液 (A-2) 〇 -55- 201211695 <染料溶液之調製> 調製例3 將5質量份化合物A做為著色劑、95質量份丙二醇 單曱醚乙酸酯做為溶劑混合,調製染料溶液A。 <黏合劑樹脂之合成> 於具備冷卻管與攪拌機之燒瓶,裝入丙二醇單曱醚 乙酸酯1 00質量份並進行氮取代。加熱至80°C,在同溫 度以1小時滴入丙二醇單甲醚乙酸酯1 00質量份、曱基 丙烯酸20質量份、苯乙烯10質量份、曱基丙烯艘苄酯 5質量份、曱基丙烯酸2-羥基乙酯1 5質量份、甲基丙烯 酸2 ·乙基己酯2 3質量份、N -苯基順丁烯二醯亞胺1 2質 量份、琥珀酸單(2-丙烯醯氧基乙基)15質量份及2,2’-偶 氮雙(2,4-二甲基戊腈)6質量份之混合溶液,並保持該溫 度聚合2小時。其後,使反應溶液之溫度升溫至1 〇〇°C ,藉由進一步聚合1小時,得到黏合劑樹脂溶液(固體成 分濃度=33質量%)。所得之黏合劑樹脂係Mw=1 2,200、 Mn = 6,500。將該黏合劑樹月旨當做「黏合劑樹脂(B 1)」。 <著色組成物之調製及評價> 實施例4 將13.6質量份顏料分散液(A-1)、27.2質量份染料 溶液A、做為黏合劑樹脂之黏合劑樹脂(B 1)溶液1 6.1質 量份、做為交聯劑之東亞合成股份有限公司製M-402(二 新戊四醇六丙烯酸酯與二新戊四醇五丙烯酸酯之混合物 )5.5 質量份與股份有限公司 Sanwa chemical製 ]\4\¥-3 0(队:^3’,^,1^^’-六(曱氧基甲基)三聚氰胺為主 -56- 201211695 成分、重耋平均聚合度1.3)2.4質量份、做為光聚合引發 劑之2-辛基_2_ —甲基胺基-味琳基苯基)丁 _1_酮(汽 巴精化公约製’商品名IRGACURE369)2.2質量份、及做 為溶劑之兩二醇單甲趟乙酸S旨混合’調製固體成分濃度 2〇質量%之著色組成物(CR1)。 使用旋塗機將著色組成物(C R1)塗布於玻璃基板上 後,以8〇°C之加熱板進行1 0分鐘預焙形成塗膜。改變 旋塗機之旋轉數以同樣的操作形成膜厚不同之3塊塗膜 〇 接著’將該等基板冷卻至室溫後,使用高壓汞燈, 不經由光罩而對各塗膜將包含365 nm、405 nm及436 nm 之各波長的放射線以2,000J/m2之曝光量來曝光。其後, 藉由對該等之基板以顯影壓lkgf/cm2(噴嘴徑imm)喷出 23°C之〇.〇4質量%氫氧化鉀水溶液構成之顯影液,而進 行9 0秒鐘顯影。其後,將該基板以超純水洗淨,並風乾 後,藉由進一步在230°C之清潔烘箱内進行30分鐘後焙 ’而形成評價用硬化膜。 將經形成硬化膜之基板以2塊偏向板挾住,從背面 側以榮光燈(波長範圍3 8 0〜7 8 0 n m)照射同時使前面側之 偏向板旋轉,以輝度計LS-100(Minolta(股)製)測定穿透 之光強度的最大値與最小値。然後針對各自之硬化膜, 將以最小値除最大値之値當做對比比。由測定結果求出 在色度座標値y=〇.〇8〇之對比比。將評價結果示於表! -57- 201211695 比較例2 顏料分散液(A-mU質量份、顏料分散液(Μ” 質量份、做為黏合劑樹脂之黏合劑樹脂(bi)溶液Μ」質 量份、做為交聯劑之5.5質量份東亞合成股份有限公司 製M-402與2.4質量份股份有限公司士薦&1製 MW_30、做為光聚合引發齊R 2-节基·2_二甲基胺基 -1-(4-咪啉基苯基)丁 _1-_ (汽巴精化公司製商品名 IRGACURE3 69)2.2質量份、及做為溶劑之丙二醇單甲醚 乙酸醋混合,調製固體成分濃度2〇質量。/。之著色組成物 (CR2)。 除了使用著色組成物(CR2)代替著色組成物(CR1)以 外係與實施例4同樣地進行評價。將評價結果示於表1 [表1] 著色組成物 著色劑 膜厚(μιη) 對比比 實施例4 CR1 Β15:6/化合物A 2.0 15200 比較例2 CR2 B15-.6/V23 2.1 8900 表1中,所謂「Β15··6」係意指C.I.顏料藍15:6、所 謂「V23」係意指C.I.顏料紫23。 【圖式簡單說明】 無。 【主要元件符號說明】 無0 -58-Any of the color formers obtained in Examples 2 to 3 was dissolved in cyclohexanone at 10% by mass or more. Further, the coloring agent obtained in each of Examples 2 to 3 was at least 250 ° C based on the 5% mass reduction temperature of TG-DTA. Comparative Example 1 PV-37 was dissolved in 1-nonoxy-2-propyl acetate to prepare a solution having a concentration of about 0.0010% by mass, and the absorption spectrum was measured. As a result, ε^όΟΟιηοΓ1 was obtained at 562 nm. !!!-1!^. Further, PV-3 7 is insoluble in any of 1-methoxy-2-propyl acetate and cyclohexanone even at 0.1% by mass. <Preparation of Pigment Dispersion> Preparation Example 1 15 parts by mass of CI Pigment Blue 15:6 was used as a coloring agent, and 12.5 parts by mass (solid content concentration = 40% by mass) BYK-LPN21 1 16 (BYK Chemie (BYK) was used. As a dispersing agent, 72.5 parts by mass of propylene glycol monoterpene ether acetate was used as a solvent, and treated by bead milling to prepare a pigment dispersion liquid (A-1). Preparation Example 2 A pigment dispersion liquid (A-2) was prepared in the same manner as in Preparation Example 1 except that CI Pigment Violet 23 was used instead of CI Pigment Blue 15:6 as a coloring agent. 调制-55-201211695 < Modulation of dye solution > Preparation Example 3 5 parts by mass of the compound A was used as a coloring agent, and 95 parts by mass of propylene glycol monoterpene ether acetate was mixed as a solvent to prepare a dye solution A. <Synthesis of a binder resin> In a flask equipped with a cooling tube and a stirrer, 100 parts by mass of propylene glycol monoterpene ether acetate was placed and nitrogen substitution was carried out. The mixture was heated to 80 ° C, and 100 parts by weight of propylene glycol monomethyl ether acetate, 20 parts by mass of methacrylic acid, 10 parts by mass of styrene, 5 parts by mass of benzyl benzyl acrylate, and hydrazine were added dropwise at the same temperature for 1 hour. 15 parts by mass of 2-hydroxyethyl acrylate, 23 parts by mass of 2·ethylhexyl methacrylate, 12 parts by mass of N-phenyl maleimide, and succinic acid mono(2-propene oxime) 15 parts by mass of oxyethyl) and 6 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile) were mixed and maintained at this temperature for 2 hours. Thereafter, the temperature of the reaction solution was raised to 1 ° C, and further polymerization was carried out for 1 hour to obtain a binder resin solution (solid content concentration = 33% by mass). The obtained binder resin was Mw = 2,200 and Mn = 6,500. The binder is intended to be "adhesive resin (B 1)". <Preparation and evaluation of coloring composition> Example 4 13.6 parts by mass of the pigment dispersion liquid (A-1), 27.2 parts by mass of the dye solution A, and a binder resin (B 1) solution as a binder resin 1 6.1 M-402 (a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) manufactured by Toagosei Co., Ltd. as a crosslinking agent, 5.5 parts by mass and manufactured by Sanwa Chemical Co., Ltd. \4\¥-3 0 (Team: ^3', ^, 1^^'-hexa (decyloxymethyl) melamine-based -56- 201211695 Ingredients, average polymerization degree of heavy bismuth 1.3) 2.4 parts by mass, do 2.2 parts by mass of 2-octyl-2-methylamino-tyrylphenyl)butan-1-one (trade name "IRGACURE 369" manufactured by Ciba Specialty Chemicals Co., Ltd.) as a photopolymerization initiator, and as a solvent The di-glycol monomethyl hydrazine acetic acid S was mixed to prepare a coloring composition (CR1) having a solid concentration of 2% by mass. The colored composition (C R1 ) was applied onto a glass substrate by a spin coater, and then pre-baked in a hot plate at 8 ° C for 10 minutes to form a coating film. Changing the number of rotations of the spin coater to form three coating films having different film thicknesses in the same operation. Then, after cooling the substrates to room temperature, a high-pressure mercury lamp is used, and each coating film is contained without a mask. The radiation of each wavelength of nm, 405 nm, and 436 nm was exposed at an exposure of 2,000 J/m 2 . Thereafter, the developing solution composed of a 4% by mass aqueous potassium hydroxide solution of 23 ° C was sprayed on the substrates by a developing pressure of lkgf/cm 2 (nozzle diameter imm), and development was carried out for 90 seconds. Thereafter, the substrate was washed with ultrapure water, air-dried, and then baked in a cleaning oven at 230 ° C for 30 minutes to form a cured film for evaluation. The substrate on which the cured film is formed is sandwiched by two deflecting plates, and is irradiated with a glory lamp (wavelength range of 380 to 780 nm) from the back side while rotating the deflecting plate on the front side by a luminance meter LS-100 ( Minolta (manufactured by the company) measures the maximum enthalpy and minimum enthalpy of the intensity of the transmitted light. Then, for each of the cured films, the minimum enthalpy is used as the contrast ratio. From the measurement results, the contrast ratio at the chromaticity coordinate 値y=〇.〇8〇 is obtained. Show the results of the evaluation on the table! -57-201211695 Comparative Example 2 A pigment dispersion (A-mU parts by mass, a pigment dispersion (Μ" by mass, a binder resin (bi) solution as a binder resin", and a crosslinking agent 5.5 parts by mass of East Asia Synthetic Co., Ltd. M-402 and 2.4 parts by mass of the company's recommended &1 system MW_30, as photopolymerization initiated R 2 -group 2 · dimethylamino-1- 4-Morpholinylphenyl)-butan-1-- (trade name: IRGACURE 3 69, manufactured by Ciba Specialty Chemicals Co., Ltd.) 2.2 parts by mass, and propylene glycol monomethyl ether acetate vinegar mixed as a solvent to prepare a solid content concentration of 2 〇. The coloring composition (CR2) was evaluated in the same manner as in Example 4 except that the coloring composition (CR2) was used instead of the coloring composition (CR1). The evaluation results are shown in Table 1. [Table 1] Coloring composition Colorant film thickness (μιη) Comparative Example 4 CR1 Β15:6/Compound A 2.0 15200 Comparative Example 2 CR2 B15-.6/V23 2.1 8900 In Table 1, the so-called "Β15··6" means CI Pigment Blue 15:6, the so-called "V23" means CI Pigment Violet 23. [Simple description of the diagram] No. [Main component symbol description No 0-58-

Claims (1)

201211695 七、申請專利範圍: 1 · 一種著色劑,其係以下述式(1)所表示; D ( -R-S〇3·) m X+m ⑴ [式(1)中,D係表示著色劑母體、R係表示取代或非取 代之伸烷基、取代或非取代之伸烯基、取代或非取代 之2價脂環式經基、或取代或非取代之伸芳基、X係 表示有機銨離子、m係表示1以上之整數]。 2_如申請專利範圍第1項之著色劑,其中前述R係伸烷 基、氟化伸烷基或伸烯基。 3 ·如申請專利範圍第1項之著色劑,其中前述有機銨離 子係以下述式(2)或下述式(3)所表示者; Q2—N-Q4 (2) Q3201211695 VII. Patent application scope: 1 · A coloring agent, which is represented by the following formula (1); D (-RS〇3·) m X+m (1) [In the formula (1), D represents a colorant matrix And R represents a substituted or unsubstituted alkylene group, a substituted or unsubstituted extended alkenyl group, a substituted or unsubstituted divalent alicyclic thiol group, or a substituted or unsubstituted aryl group, and the X system represents an organic ammonium group. The ion and m represent an integer of 1 or more]. The coloring agent according to item 1, wherein the aforementioned R is an alkylene group, a fluorinated alkyl group or an extended alkenyl group. 3. The coloring agent according to item 1, wherein the organic ammonium ion is represented by the following formula (2) or the following formula (3); Q2 - N - Q4 (2) Q3 [式(2)及式(3)中,Q1〜Q5係彼此獨立地表示1原子、取 代或非取代之烴基、苯曱醯甲基或雜環基、Q6係表示 氫原子、齒基 '取代或非取代之烴基、烷氧基羰基、 胺甲醯基或苄氣基;但Ql〜Q4之中至少1個係表示取 代或非取代之煙基]。 4.如申請專利範圍第1項之著色劑,其具有以下述式(4) 所表示之結構; -59- 201211695 * N——R—-S03X+ (4) CO * [式(4)中,R及X +係與前述同義,「*」係表示連接鍵] 〇 5.如申請專利範圍第1項之著色劑,其係使具有活性氫 之色素化合物在鹼存在下與以下述式(5)所表示之化合 物反應,藉由使所得之色素化合物的磺酸塩與有機4 級敍鹽進行驗交換反應而得者;In the formulae (2) and (3), Q1 to Q5 each independently represent a 1-atom, a substituted or unsubstituted hydrocarbon group, a benzoquinone methyl group or a heterocyclic group, and the Q6 group represents a hydrogen atom or a dentate group. Or an unsubstituted hydrocarbyl group, an alkoxycarbonyl group, an amine carbenyl group or a benzyl group; but at least one of Q1 to Q4 represents a substituted or unsubstituted nicotinyl group]. 4. The coloring agent according to item 1 of the patent application, which has a structure represented by the following formula (4); -59- 201211695 * N - R - - S03X + (4) CO * [in the formula (4), R and X + are synonymous with the above, and "*" means a bonding bond] 〇 5. The coloring agent of claim 1 is a pigment compound having active hydrogen in the presence of a base and having the following formula (5) The compound reaction represented by the test is carried out by subjecting the obtained pigment compound sulfonium sulfonate to an organic 4-stage salt; [式(5)中,R係與前述同義]。 6.—種著色組成物,其係含有(A)著色劑、(B)黏合劑樹脂 及(C)交聯劑之著色組成物,其中含有如申請專利範圍 第1至5項中任一項之著色劑做為前述(A)著色劑。 7 ·如申請專利範圍第6項之著色組成物,其中進一步含 有(D)光聚合引發劑。 8. —種彩色濾光片,其係具備含有如申請專利範圍第1 至5項中任一項之著色劑的著色層而成。 9. 一種顯示元件,其具備如申請專利範圍第8項之彩色 濾光片。 1 0. —種著色劑之製造方法,其係如申請專利範圍第1至5 項中任一項之著色劑之製造方法, -60- 201211695 其含有使具有活性氫之色素化合物在鹼存在下與以下 述式(5)表示之化合物反應的步驟;[In the formula (5), the R system is synonymous with the above]. 6. A coloring composition comprising (A) a coloring agent, (B) a binder resin, and (C) a coloring composition of a crosslinking agent, which contains any one of items 1 to 5 of the patent application scope. The coloring agent is used as the aforementioned (A) coloring agent. 7. The colored composition of claim 6, which further comprises (D) a photopolymerization initiator. A color filter comprising a coloring layer containing the coloring agent according to any one of claims 1 to 5. A display element comprising a color filter as in item 8 of the patent application. A method for producing a coloring agent, which is a method for producing a coloring agent according to any one of claims 1 to 5, -60-201211695 which contains a pigment compound having active hydrogen in the presence of a base a step of reacting with a compound represented by the following formula (5); R [式(5)中,R係表示取代或非取代之伸烷基、取代或非 取代之伸烯基、取代或非取代之2價脂環式烴基、或 取代或非取代之伸芳基]。 -61 - 201211695 四、指定代表圖: (一) 本案指定代表圖為:無。 (二) 本代表圖之元件符號簡單說明: 無0 五、本案若有化學式時,請揭示最能顯示發明特徵的化學式:R [In the formula (5), R represents a substituted or unsubstituted alkylene group, a substituted or unsubstituted extended alkenyl group, a substituted or unsubstituted divalent alicyclic hydrocarbon group, or a substituted or unsubstituted extended aryl group. ]. -61 - 201211695 IV. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the symbol of the representative figure: None 0. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention:
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Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0005222B1 (en) * 1978-04-28 1983-02-09 Ciba-Geigy Ag Salts of sulphonated azo dyes and their use
JPS5725365A (en) * 1980-07-22 1982-02-10 Showa Kagaku Kogyo Kk Dyestuff salt-containing fluorescent brightener composition
JPS5725364A (en) * 1980-07-22 1982-02-10 Showa Kagaku Kogyo Kk Dyestuff salt
DE3344978A1 (en) * 1983-12-13 1985-06-20 Basf Ag, 6700 Ludwigshafen LIQUID DYE SALT
JPS60229953A (en) * 1984-04-28 1985-11-15 Orient Kagaku Kogyo Kk Preparation of novel tetrakisazo dye
JPS6337175A (en) * 1986-08-01 1988-02-17 Ricoh Co Ltd water-based ink composition
TW247315B (en) * 1992-12-18 1995-05-11 Ciba Geigy
JPH0815522A (en) * 1994-07-04 1996-01-19 Canon Inc Color filter, manufacturing method thereof, and liquid crystal panel having color filter
JPH0829775A (en) * 1994-07-18 1996-02-02 Canon Inc Color filter, manufacturing method thereof, and liquid crystal panel having color filter
JPH0829777A (en) * 1994-07-19 1996-02-02 Canon Inc Color filter, manufacturing method thereof, and liquid crystal panel having color filter
JP3333984B2 (en) * 1995-12-27 2002-10-15 コニカ株式会社 Silver halide photographic materials
DE59912857D1 (en) * 1998-09-22 2006-01-05 Lanxess Deutschland Gmbh Process for the preparation of dyes and / or brightener preparations
EP1377974A1 (en) * 2001-03-28 2004-01-07 Bayer Chemicals AG Optical data carrier containing a xanthene dye in the information layer thereof as a light-absorbing compound
JP3963813B2 (en) * 2001-10-03 2007-08-22 富士フイルム株式会社 Original plate for lithographic printing plates
CA2505613A1 (en) * 2002-12-05 2004-06-17 Ciba Specialty Chemicals Holding Inc. Benzimidazole-pyridone-based azo dyes
DE602005020650D1 (en) * 2005-11-28 2010-05-27 Agfa Graphics Nv Non-aqueous diketopyrrolopyrrole pigment dispersions using dispersion synergists
JP2007199376A (en) * 2006-01-26 2007-08-09 Nissan Chem Ind Ltd Negative color resist composition containing photo-radical generator and color filter using same
DE102006046465A1 (en) * 2006-09-29 2008-04-03 Dystar Textilfarben Gmbh & Co. Deutschland Kg Colored organopolysiloxanes useful e.g. in cosmetic, hair care and skin care products
JP2008138037A (en) * 2006-11-30 2008-06-19 Toppan Printing Co Ltd Ink-jet ink and ink-jet color filter using the same
DE102007011067A1 (en) * 2007-03-07 2008-09-11 Clariant International Limited Pigment preparations based on diketopyrrolopyrroles

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