CN102645842B - The coloring composition, a color filter and a display element - Google Patents

The coloring composition, a color filter and a display element Download PDF

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CN102645842B
CN102645842B CN201210035590.2A CN201210035590A CN102645842B CN 102645842 B CN102645842 B CN 102645842B CN 201210035590 A CN201210035590 A CN 201210035590A CN 102645842 B CN102645842 B CN 102645842B
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米田英司
江幡敏
成濑真吾
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Jsr株式会社
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Abstract

本发明提供着色组合物、滤色器和显示元件,该着色组合物耐热性优异。 The present invention provides a coloring composition, a color filter and a display device, the coloring composition is excellent in heat resistance. 该着色组合物含有(A)下式(1)表示的化合物、(B)粘合剂树脂和(C)交联剂。 The coloring composition comprising (A) compound (1) represented by the following formula, (B) a binder resin and (C) a crosslinking agent. X+(ZaR0bM)‑(1),式(1)中,X+表示阳离子性发色团,Z表示吸电子基团,R0表示烷基、芳基、环烷基或烷基芳基,M表示氮原子、磷原子、硼原子、砷原子或锑原子,Z、R0分别存在多个时,可以相同或不同。 X + (ZaR0bM) - (1), the formula (1), X + represents a cationic chromophore, Z represents an electron withdrawing group, R0 represents alkyl, aryl, cycloalkyl or alkylaryl group, M represents a nitrogen atom, a phosphorus atom, a boron atom, an arsenic atom or an antimony atom, Z, when a plurality of R0 are present, may be the same or different. a表示1~6的整数,b表示0~5的整数,a+b是2、4或6。 a represents an integer of 1 to 6, b represents an integer of 0 to 5, a + b is 4 or 6. 其中,M为氮原子时,作为Z具有氰基和卤代磺酰基中的至少一个。 Wherein M is a nitrogen atom, a cyano group and Z having halosulfonyl at least one.

Description

着色组合物、滤色器和显示元件 The coloring composition, a color filter and a display element

技术领域 FIELD

[0001] 本发明涉及着色组合物、滤色器以及显示元件,更具体而言,涉及适用于透射型或反射型彩色液晶显示元件、固体摄像元件、有机EL显示元件、电子纸等的滤色器的着色组合物,具备使用该着色组合物而形成的着色层的滤色器,以及具备该滤色器的显示元件。 [0001] The present invention relates to a coloring composition, a color filter and a display device, and more particularly, to a suitable transmissive or reflective type color liquid crystal display element, a solid-state imaging device, an organic EL display device, a color electronic paper 's coloring composition comprising the coloring composition used to form the color filter colored layer, and a display device including the color filter.

背景技术 Background technique

[0002] 在使用着色放射线敏感性组合物制造滤色器时,已知有以下方法:在基板上,涂布颜料分散型着色放射线敏感性组合物并干燥后,按所需要的图案形状对干燥涂膜照射放射线(以下,称为“曝光”)、并进行显影,由此得到各色的像素(专利文献1〜2)。 [0002] When using the colored radiation-sensitive composition for producing a color filter, the following methods are known: on a substrate, coating the pigment dispersion type colored radiation-sensitive composition and dried to a pattern of the desired shape and dried coating film irradiated with the radiation (hereinafter referred to as "exposure"), and developed, thereby obtaining a color pixel (Patent documents 1 to 2). 另外,也已知利用分散有炭黑的光聚合性组合物形成黑矩阵的方法(专利文献3)。 Further, there is also known a method using a dispersed (Patent Document 3) Carbon black photopolymerizable composition for forming a black matrix. 另外,也已知使用颜料分散型着色热固性组合物通过喷墨方式而得到各色的像素的方法(专利文献4)。 Further, pigment dispersion type is also known to use a thermosetting colored compositions obtained by pixel color inkjet method (Patent Document 4).

[0003]另外,已知要实现显不兀件的尚壳度化和尚色纯度化、或者固体摄像兀件的尚精细化,使用染料作为着色剂是有效的。 [0003] Further, it is known to achieve a significant Wu not yet shell member of the degree of color purity Monk, or a solid imaging element is still fine Wu, using a dye as the colorant is effective. 例如,在专利文献5中,提出了使用特定结构的三芳基甲烷系染料。 For example, Patent Document 5 proposes the use of a specific structure of triarylmethane dye.

[0004] 现有技术文献 [0004] The prior art documents

[0005] 专利文献 [0005] Patent Document

[0006] 专利文献1:日本特开平2-144502号公报 [0006] Patent Document 1: Japanese Unexamined Patent Application Publication No. 2-144502

[0007] 专利文献2:日本特开平3-53201号公报 [0007] Patent Document 2: Japanese Unexamined Patent Publication No. 3-53201

[0008] 专利文献3:日本特开平6-35188号公报 [0008] Patent Document 3: Japanese Unexamined Patent Publication No. 6-35188

[0009] 专利文献4:日本特开2000-310706号公报 [0009] Patent Document 4: Japanese Patent Publication Laid-Open No. 2000-310706

[0010] 专利文献5:日本特开2008-304766号公报 [0010] Patent Document 5: Japanese Patent Publication Laid-Open No. 2008-304766

发明内容 SUMMARY

[0011] 但是,专利文献5所提出的三芳基甲烷系染料,耐热性不充分,如果经过像超过200 °C的曝光、显影后的加热(后烘烤)工序,则会失去对颜料的色度特性的优越性。 [0011] However, in Patent Document 5 proposed triarylmethane-based dyes, heat resistance is not sufficient, if the image exceeds after exposure to 200 ° C, heating (post-baking) after the development step, the pigment would lose chromaticity characteristics of superiority. 鉴于以上背景,强烈需要开发出具有制造滤色器所需要的耐热性的着色组合物。 In view of the above background, a strong need to develop heat-resistant coloring composition required for producing a color filter.

[0012] 因此,本发明的课题在于提供耐热性优异的着色组合物。 [0012] Accordingly, an object of the present invention is to provide excellent heat resistance coloring composition. 另外,本发明的课题在于提供具备保持优异的色度特性的着色层的滤色器、以及具备该滤色器的显示元件。 Further object of the present invention is to provide chromaticity characteristics comprising maintaining excellent color filter colored layer, and a display device comprising the color filter.

[0013] 本发明人等认真研究,结果发现含有具有特定阴离子部的碱性染料作为着色剂从而可以解决上述课题。 [0013] The present inventors earnestly studied and found that certain anion contains a basic dye as the colorant portion of such problems can be solved.

[0014] S卩,本发明提供一种着色组合物,含有(A)下式(1)表示的化合物(以下,也称为“特定着色化合物”)、⑶粘合剂树脂和(C)交联剂。 [0014] S Jie, the present invention provides a colored composition comprising a compound represented by (A) of the formula (1) contains (hereinafter also referred to as "specific coloring compound"), ⑶ binder resin and (C) cross linking agent.

[0015] X+(ZaR0bM)— (1) [0015] X + (ZaR0bM) - (1)

[0016] [式⑴中,X+表示阳离子性发色团,Z表示吸电子基团,妒表示烷基、芳基、环烷基或烷基芳基,M表示氮原子、磷原子、硼原子、砷原子或锑原子,Z、#分别存在多个时,可以相同或不同。 [0016] [in the formula ⑴, X + represents a cationic chromophore, Z represents an electron withdrawing group, jealous represents alkyl, aryl, cycloalkyl or alkylaryl group, M represents a nitrogen atom, a phosphorus atom, a boron atom when an arsenic atom or an antimony atom, Z, # respectively present a plurality, it may be the same or different. a表不1〜6的整数,b表不0〜5的整数,a+b是2、4或6。 a table is not an integer of 1~6, b is an integer of 0~5 no table, a + b is 4 or 6. 其中,M为氮原子时,作为Z具有氰基和卤代磺酰基中的至少一个。 Wherein M is a nitrogen atom, a cyano group and Z having halosulfonyl at least one. ] ]

[0017] 另外,本发明提供具备含有上述式(1)表示的化合物的着色层的滤色器、以及具备该滤色器的显示元件。 [0017] Further, the present invention provides a color filter comprising a colored layer containing a compound represented by the formula (1), and a display device including the color filter. 其中,所谓“着色层”是指用于滤色器的各色像素、黑矩阵、黑色隔离件等。 Wherein the term "colored layer" refers to the pixels in the black matrix, the black spacers for color filters and the like.

[0018] 另外,本发明提供下式(12)表示的着色剂。 [0018] Further, the present invention provides a coloring agent represented by the following formula (12).

[0019] X+[(CN)2N]— (12) [0019] X + [(CN) 2N] - (12)

[0020] [式(12)中,X+表示阳离子性发色团。 In [0020] [Formula (12), X + represents a cationic chromophore. ] ]

[0021]如果使用含有特定着色化合物的本发明着色组合物,则由于能够充分满足制造滤色器所需要的耐热性,所以即使经过高温的加热工序,也可以形成保持优异的色度特性的着色层。 [0021] Using the colored composition of the invention contains a specific coloring compound, it is possible to satisfy the heat resistance of the color filter manufacturing required, even after high-temperature heating process may be formed to maintain excellent color characteristics colored layer.

[0022]因此,本发明的着色组合物极其适合用于制造以彩色液晶显示元件用滤色器、固体摄像元件的分色用滤色器、有机EL显示元件用滤色器、电子纸用滤色器为代表的各种滤色器。 [0022] Thus, the coloring composition of the present invention is extremely suitable for manufacturing a color liquid crystal display element in a color filter, an organic EL display with a color filter, a dichroic solid state imaging device with a color filter element, a filter for electronic paper the color filters for a variety of representatives.

具体实施方式 Detailed ways

[0023] 以下,详细说明本发明。 [0023] The present invention will be described in detail.

[0024] 着色组合物 [0024] The coloring composition

[0025] 以下,对本发明的着色组合物的构成成分进行说明。 [0025] Hereinafter, the constituent components of the colored composition of the present invention will be described.

[0026] _㈧特定着色化合物_ [0026] _ _㈧ specific coloring compound

[0027] 本发明的着色组合物含有特定着色化合物、即上式(1)表示的化合物。 The coloring composition [0027] of the present invention contains a specific coloring compound, i.e. the compound (1) represented by the formula. 特定着色化合物是可见光区域(380nm〜780nm)的摩尔吸光系数最大值通常为3000以上的化合物,不同于作为吸收紫外线产生酸的光酸产生剂而已知的三芳基六氟磷酸锍盐等。 Specific coloring compound is a maximum molar absorption coefficient of a visible light region (380nm~780nm) is generally 3000 or more compound, as different from the ultraviolet absorbing light to generate an acid and an acid generating agent known triaryl sulfonium hexafluorophosphate salts.

[0028] 本发明的着色组合物中,特定着色化合物可以单独使用,或混合2种以上使用。 [0028] The coloring composition of the present invention, specific coloring compound may be used alone or as a mixture of two or more. [0029] 首先,说明式(1)中的(ZaR'Mr。 [0029] First, (1) (ZaR'Mr formula.

[0030] Z只要是吸电子基团则没有特别限定,例如可举出卤基、具有卤基的1价有机基团、 氰基、具有氰基的1价有机基团、具有硝基的1价有机基团、卤代磺酰基、可以具有卤基的烷基磺酰基等。 [0030] Z is not particularly limited as long as an electron withdrawing group, for example, include a halogen group, halogen group having a monovalent organic group, a cyano group, a monovalent organic group having a cyano group, a nitro group having 1 monovalent organic group, a halogenated sulfonyl group, an alkylsulfonyl group having a halogen group, and the like. M是磷原子、硼原子、砷原子或锑原子时,作为Z,优选卤基、具有卤基的1价有机基团、氰基、具有氰基的1价有机基团、具有硝基的1价有机基团。 M is a phosphorus atom, a boron atom, an arsenic atom or an antimony atom as Z, preferred are a halogen group, a monovalent organic group having a halogen group, a cyano group, a monovalent organic group having a cyano group, a nitro group having 1 monovalent organic group. 另一方面,M是氮原子时,作为除氰基或卤代磺酰基以外的Z,优选具有卤基的1价有机基团、可以具有卤基的烷基磺酰基。 Aspect, M is a nitrogen atom, or a cyano group as Z except halogenated sulfonyl group is preferably a monovalent organic group having a halogen group, an alkyl sulfonyl group may have a halogen group.

[0031] 作为上述齒基,可举出氟基、氯基、溴基、碘基,但从耐热性的观点出发,优选氟基。 [0031] Examples of the teeth groups include fluoro, chloro, bromo, iodo, but from the viewpoint of heat resistance, preferably a fluorine group. [0032]作为上述具有卤基的1价有机基团,没有特别限定,例如可举出1价卤代烃基,该卤代烃基可以具有卤基以外的取代基。 [0032] Examples of the monovalent organic group having a halogen group is not particularly limited, and examples thereof include a monovalent halogenated hydrocarbon group, a halogenated hydrocarbon group which may have a substituent group other than a halogen group.

[0033] 作为构成卤代烃基的骨架的烃基,优选烷基、环烷基、芳基、烷基芳基,更优选碳原子数1〜8的烷基、碳原子数3〜8的环烷基、碳原子数6〜14的芳基、碳原子数7〜20的烷基芳基。 [0033] As a halogenated hydrocarbon group constituting the backbone of the hydrocarbon group, preferably an alkyl group, cycloalkyl group, aryl group, alkylaryl group, more preferably an alkyl group of 1~8 carbon atoms, carbon atoms, cycloalkyl 3~8 group, the number of carbon atoms of 6~14 aryl group, alkylaryl group of 7~20 carbon atoms.

[0034] 该烷基可以是直链状、也可以是支链状,例如可举出甲基、乙基、丙基、异丙基、丁基、仲丁基、叔丁基、异丁基、戊基、叔戊基、己基、庚基、辛基、异辛基、叔辛基、2-乙基己基等。 [0034] The alkyl group may be linear, it may be branched, and examples thereof include methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, isobutyl , pentyl, tert-pentyl, hexyl, heptyl, octyl, iso-octyl, t-octyl, 2-ethylhexyl group and the like.

[0035] 另外,作为环烷基,例如可举出环丙基、环丁基、环戊基、环己基。 [0035] Examples of cycloalkyl groups include, for example cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl.

[0036] 作为芳基,例如可举出苯基、萘基、蒽基。 [0036] The aryl group includes, for example, phenyl, naphthyl, anthryl.

[0037]作为烷基芳基,例如可举出在碳原子数6〜14的芳基上取代了上述碳原子数1〜8 的烷基而得的基团。 [0037] Examples of the alkyl aryl group, and examples thereof include a substituted alkyl group of 1~8 carbon atoms obtained by the above-described on the number of 6~14 carbon atoms an aryl group.

[0038] 作为卤代经基中的卤基,优选氟基。 [0038] As the haloalkyl group by halogen, preferably fluoro group. 该卤基可以取代经基氢原子的一部分或全部, 但优选烃基氢原子被卤基取代80摩尔%以上,更优选90摩尔%以上,特别优选100摩尔%。 The halo group may be substituted by a portion or all of the hydrogen atoms of the group, but preferably a hydrogen atom is substituted with a halogen hydrocarbyl group less than 80 mol%, more preferably 90 mol% or more, particularly preferably 100 mol%. 由此,可以进一步提尚耐热性。 This makes it possible to further improve the heat resistance yet.

[0039] 作为具有氰基的1价有机基团没有特别限定,例如可举出被氰基取代的1价烃基,1 价烃基可以具有氰基以外的取代基。 [0039] The monovalent organic group having a cyano group is not particularly limited, and examples thereof include cyano substituted monovalent hydrocarbon group, a monovalent hydrocarbon group may have a substituent other than cyano. 作为1价烃基,优选芳基,特别优选苯基。 The monovalent hydrocarbon group, preferably an aryl group, particularly preferably phenyl.

[0040] 作为具有硝基的1价有机基团没有特别限定,例如可举出被硝基取代的1价烃基,1 价烃基可以具有硝基以外的取代基。 [0040] The monovalent organic group having a nitro group is not particularly limited, and examples thereof include nitro-substituted monovalent hydrocarbon group, a monovalent hydrocarbon group may have a substituent group other than a nitro group. 作为1价烃基,优选芳基,特别优选苯基。 The monovalent hydrocarbon group, preferably an aryl group, particularly preferably phenyl.

[0041] 作为可以具有卤基的烷基磺酰基没有特别限定,可以适当选择烷基磺酰基或卤代烷基磺酰基而使用。 [0041] Examples of the alkylsulfonylamino group may have a halogen group is not particularly limited, and may be appropriately selected alkylsulfonyl or haloalkylsulfonyl used. 构成烷基磺酰基和卤代烷基磺酰基的骨架的烷基可以是直链状、也可以是支链状,优选碳原子数1〜8。 Alkyl group constituting the backbone alkylsulfonyl and haloalkylsulfonyl group may be linear, it may be branched, 1~8 carbon atoms are preferred. 作为该烷基的具体例,可举出与卤代烃基中的烷基相同的烧基。 Specific examples of the alkyl group, the halogenated hydrocarbon group include the same alkyl group burn.

[0042] 另外,作为卤代烧基磺酰基中的卤基,优选氟基。 [0042] Further, examples of the halogenated sulfonyl group of burning halo, preferably fluoro group. 该卤基可以取代经基氢原子的一部分或全部,但从耐热性观点出发,优选烃基氢原子被卤基取代80摩尔%以上,更优选90摩尔%以上,特别优选100摩尔%。 The halo group may be substituted by a portion or all of the hydrogen atoms of the group, but from the viewpoint of heat resistance, preferably a hydrogen atom is substituted with a halogen hydrocarbon groups 80 mol%, more preferably 90 mol% or more, particularly preferably 100 mol%.

[0043] 作为卤代磺酰基,可举出FS02基、Cl S02基、Br S02基、IS02基,优选FS02基。 [0043] Examples of the halogenated sulfonyl group include a group FS02, Cl S02-yl, Br S02 group, IS02 group, preferably FS02 group.

[0044] 本发明中,作为Z,当M是磷原子、硼原子、砷原子或锑原子时,优选卤基、可具有卤基以外的取代基的1价齒代烃基、氰基,特别优选氟基、氰基、氟代烷基、氟代芳基或氟代烷基芳基。 [0044] In the present invention, as Z, when M is a phosphorus atom, a boron atom, an arsenic atom or an antimony atom, a halogen group, or a halogen group other than a monovalent substituent teeth hydrocarbon group, a cyano group, particularly preferably fluoro, cyano, fluorinated alkyl, fluorinated aryl, fluoroalkyl or aryl group. 氟代烷基中优选碳原子数1〜6 (更优选1〜4)的全氟烷基,氟代芳基中优选碳原子数6〜14 (更优选6〜10)的全氟芳基,氟代烧基芳基中优选碳原子数7〜20 (更优选7〜16)的全氟烷基芳基。 Alkyl group is preferably a fluorine 1~6 carbon atoms (more preferably 1 ~ 4) perfluoroalkyl group, the number of carbon atoms is preferably a fluorinated aryl group 6~14 (more preferably 6~10) perfluoro aryl group, burning fluorinated aryl group preferably having a carbon number 7~20 (more preferably 7~16) atoms, perfluoroalkyl aryl group. 具体而言,例如可举出CF3基、CF3CF2基、(CF3) 2CF基、CF3CF2CF2基、 CF3CF2CF2CF2基、(CF3) 2CFCF2基、CF3CF2 (CF3) CF基、(CF3) 3C基、五氟苯基、被CF3取代的苯基等。 Specifically, for example, include a group CF3, CF3CF2 group, (CF3) 2CF group, CF3CF2CF2 group, CF3CF2CF2CF2 group, (CF3) 2CFCF2 groups, CF3CF2 (CF3) CF group, (CF3) group. 3C, pentafluorophenyl, phenyl substituted with CF3.

[0045] 另一方面,当M是氮原子时,作为除氰基或卤代磺酰基以外的Z,优选卤代烷基磺酰基,特别优选氟代烷基磺酰基。 [0045] On the other hand, when M is a nitrogen atom as Z except halogenated sulfonyl group or a cyano group, preferably haloalkylsulfonyl, particularly preferably fluorinated alkylsulfonyl. 具体而言,例如可举出CF3S02基、CF3CF2S02基、(CF3) 2CFS02基、 CF3CF2CF2SO2基、CF3CF2CF2CF2SO2基、(CF3) 2CFCF2SO2基、CF3CF2 (CF3) CFS〇2基、(CF3) 3CS〇2基等。 Specifically, for example, include CF3S02 group, CF3CF2S02 group, (CF3) 2CFS02 group, CF3CF2CF2SO2 group, CF3CF2CF2CF2SO2 group, (CF3) 2CFCF2SO2 groups, CF3CF2 (CF3) CFS〇2 group, (CF3) 3CS〇2 group.

[0046] 妒表示烷基、芳基、环烷基或烷基芳基,可举出与上述卤代烃基中的烷基、芳基、环烷基或烷基芳基相同的基团作为优选基团。 [0046] jealous represents alkyl, aryl, cycloalkyl or alkylaryl group, a halogenated hydrocarbon group include the above alkyl, aryl, cycloalkyl, or alkylaryl groups as is preferably the same group.

[0047] M表示氮原子、磷原子、硼原子、砷原子或锑原子,从安全性方面看,优选氮原子、磷原子或硼原子。 [0047] M represents a nitrogen atom, a phosphorus atom, a boron atom, an arsenic atom or an antimony atom, from a safety standpoint, preferably a nitrogen atom, a phosphorus atom or a boron atom. 应予说明,a+b表示2、4或6,但11为氮原子时3+13是2,]\/[为硼原子时3+13是4,]\/[为磷原子、砷原子或铺原子时a+b是6。 Incidentally, a + b represents 2, 4 or 6, but is a nitrogen atom 11 3 13 + 2,] \ / [boron atom is 13 + 3 is 4,] \ / [a phosphorus atom, an arsenic atom when laying atom or a + b is 6.

[0048] a表示1〜6的整数,b表示0〜5的整数,Z、妒分别存在多个时,可以相同或不同。 [0048] a represents an integer of 1~6, b represents an integer of 0~5 when, Z, jealous respectively present a plurality, it may be the same or different. 本发明中,优选b = 〇S卩a是2、4或6。 In the present invention, preferably b = 〇S Jie is a 2,4 or 6.

[0049] 本发明中,作为优选的(ZJAM)'可举出下式(la)表示的阴离子、下式(lb)表示的阴离子、下式(1 c)表示的阴离子等。 [0049] In the present invention, as a preferred (ZJAM) 'include anions represented by the following formula (La), an anion represented by the formula (LB), the anion represented by the following formula (1 c) and the like.

[0050] [(R1) cPHale-c]- (la) [0050] [(R1) cPHale-c] - (la)

[0051] [式(la)中,R1表示卤代烃基,P表示磷原子,Hal表示卤基,R\Hal各自存在多个时, 可以相同或不同,c表示0〜6的整数。 In [0051] [formula (la), R1 represents a halogenated hydrocarbon group, P represents phosphorus atom, Hal represents a halogen group, R & lt \ Hal each time there is a plurality, may be the same or different, c denotes an integer of 0~6. ] ]

[0052] [(R2)dBHal4-d]— (lb) [0052] [(R2) dBHal4-d] - (lb)

[0053][式(lb)中,R2相互独立地表示卤代烃基、氰基、或者被硝基或氰基取代的苯基,B 表示硼原子,Hal表示齒基,R2、Hal各自存在多个时,可以相同或不同,d表示0〜4的整数。 In [0053] [Formula (lb), R2 each independently represent a halogenated hydrocarbon group, a cyano group, a nitro group or a cyano-substituted or substituted phenyl group, B represents a boron atom, Hal represents a group of teeth, R2, Hal are each present multiple when one, the same or different, d represents an integer of 0~4. ] [0054] [(EA)2Nr (lc) ] [0054] [(EA) 2Nr (lc)

[0055][式(lc)中,EA相互独立地表示氰基、FS02基或氟代烷基磺酰基。 In [0055] [formula (lc), EA each independently represent a cyano group, FS02 fluoroalkyl group or an alkylsulfonyl group. 其中,2个EA中的至少一个表示氰基或FS02基。 Wherein at least two EA represents a cyano group or a group FS02. ] ]

[0056] 说明式(la)、式(lb)和式(lc)中的符号的定义。 [0056] defined in the formula (LB) and Formula (LC) Symbol Description of formula (la).

[0057] R1表示卤代烃基,作为该卤代烃基,可举出上述Z的说明中举出的卤代烃基。 [0057] R1 represents a halogenated hydrocarbon group, Examples of the halogenated hydrocarbon group include halogenated hydrocarbon groups described above in the Z mentioned. 本发明中,R1优选氟代烷基,更具体而言,优选上述Z的说明中举出的氟代烷基。 The present invention, R1 is preferably a fluorinated alkyl group, more specifically, a preferred Z in the above-mentioned fluoroalkyl group.

[0058] R2相互独立地表示卤代烃基、氰基、或者被硝基或氰基取代的苯基,作为该卤代烃基,可举出上述Z的说明中举出的卤代烃基。 [0058] R2 each independently represent a halogenated hydrocarbon group, a cyano group, or by nitro or cyano-substituted phenyl group, examples of the halogenated hydrocarbon groups include the above description of Z include halogenated hydrocarbon groups. 本发明中,优选R2是氟代烷基、氟代芳基、氰基、 或者被三氟甲基或氟原子取代的苯基,更具体而言,优选上述Z的说明中举出的基团。 In the present invention, preferably R2 is a fluoroalkyl group, fluoroaryl group, a cyano group, or a trifluoromethyl group or a fluorine atom is substituted phenyl, and more specifically, the above described preferred Z groups include the .

[0059] 另外,式(la)和式(lb)中,作为Hal,从着色剂的耐热性观点出发,优选氟基。 [0059] Further, in the formula (La) and the formula (LB), as Hal, from the viewpoint of heat resistance, the colorant, preferably a fluorine group.

[0060] 另一方面,式(lc)中,EA表示氰基、FS02基或氟代烷基磺酰基。 [0060] On the other hand, in the formula (lc), EA represents a cyano group, FS02 fluoroalkyl group or an alkylsulfonyl group. 作为氟代烷基磺酰基,优选上述Z的说明中举出的氟代烷基磺酰基。 As the fluoroalkyl sulfonyl group, Z in the above described preferred include fluorinated alkylsulfonyl. 另外,式(lc)中,作为EA,优选2个都是氰基或FS02基,或者一个是FS02基而另一个是氟代烷基磺酰基。 Further, in Formula (LC), as EA, 2 are preferably a cyano group or FS02, FS02, or is a fluoroalkyl group and the other is an alkylsulfonyl group.

[0061] 作为上述式(la)表示的阴离子的代表例,例如可举出PF6_、(CF3) 3PF3_、(C2F5) 2PF4一、 (C2F5) 3PF3—、[ (CF3) 2CF] 2PF4—、[ (CF3) 2CF] 3PF3、(n-C3F7) 2PF4—、(n-C3F7) 3PF3—、(n-C4F9) 3PF3—、 (C2F5) (CF3) 2PF3—、[ (CF3) 2CFCF2] 2PF4—、[ (CF3) 2CFCF2] 3PF3—、(n-C4F9) 2PF4—、(n-C4F9) 3PF3—、 (C2F4H) (CF3)2PF3—、(C2F3H2)3PF3—、(C2F5) (CF3)2PF3—等。 [0061] Representative examples of the anion represented by the above formula (la), for example, include PF6 _, (CF3) 3PF3 _, (C2F5) 2PF4 a, (C2F5) 3PF3 -, [(CF3) 2CF] 2PF4 -, [( CF3) 2CF] 3PF3, (n-C3F7) 2PF4 -, (n-C3F7) 3PF3 -, (n-C4F9) 3PF3-, (C2F5) (CF3) 2PF3 -, [(CF3) 2CFCF2] 2PF4 -, [( CF3) 2CFCF2] 3PF3 -, (n-C4F9) 2PF4 -, (n-C4F9) 3PF3-, (C2F4H) (CF3) 2PF3 -, (C2F3H2) 3PF3 -, (C2F5) (CF3) 2PF3- like. 其中,优选PF6—、(C2F5)2PF4—、(C2F5) 3PF3' (n-C3F7) 3PF3' (n-C4F9) 3PF3' [ (CF3) 2CF] 3PF3' [ (CF3) 2CF] 2PF4' [ (CF3) 2CFCF2] 3PF3' [(CF3)2CFCF2]2PF4—〇 Among them, PF6 -, (C2F5) 2PF4 -, (C2F5) 3PF3 '(n-C3F7) 3PF3' (n-C4F9) 3PF3 '[(CF3) 2CF] 3PF3' [(CF3) 2CF] 2PF4 '[(CF3 ) 2CFCF2] 3PF3 '[(CF3) 2CFCF2] 2PF4-square

[0062] 作为上述式(lb)表示的阴离子的代表例,例如可举出BF4—、(CF3)4B—、(CF3)3BF一、 (CF3) 2BF2—、(CF3) BF3—、(C2F5) 4B—、(C2F5) 3BF—、(C2F5) BF3—、(C2F5) 2BF2—、(CF3) (C2F5) 2BF—、(C6F5) 4B—、[ (CF3) 2C6H3] 4B—、(CF3C6H4) 4B—、(C6F5) 2BF2—、(C6F5) BF3—、(C6H3F2) 4B—、B (CN) 4—、B (CN) F3—、B (CN) 2F2—、B (CN) 3F—、(CF3) 3B (CN) —、(CF3) 2B (CN) 2—、(C2F5) 3B (CN) —、(C2F5) 2B (CN) 2—、(n-C3F7) 3B (CN) —、(n-C4F9) 3B (CN) —、(n-C4F9) 2B (CN) 2—、(n-C6Fi3) 3B (CN) —、(CHF2) 3B (CN) —、(CHF2) 2B (CN) 2—、(CH2CF3) 3B (CN) —、(CH2CF3) 2B (CN) 2—、(CH2C2F5) 3B (CN) —、(CH2C2F5) 2B (CN) 2—、 (CH2CH2C3F7) 2B (CN) 2—、(n-C3F7CH2) 2B (CN) 2—、(C6H5) 3B (CN)—、四(五氟苯基)硼酸盐阴离子等。 [0062] Representative examples of the anion represented by the above formula (lb), and examples thereof include BF4 -, (CF3) 4B -, (CF3) 3BF a, (CF3) 2BF2 -, (CF3) BF3 -, (C2F5) 4B -, (C2F5) 3BF -, (C2F5) BF3 -, (C2F5) 2BF2 -, (CF3) (C2F5) 2BF -, (C6F5) 4B -, [(CF3) 2C6H3] 4B -, (CF3C6H4) 4B- , (C6F5) 2BF2 -, (C6F5) BF3 -, (C6H3F2) 4B-, B (CN) 4-, B (CN) F3-, B (CN) 2F2-, B (CN) 3F -, (CF3) 3B (CN) -, (CF3) 2B (CN) 2 -, (C2F5) 3B (CN) -, (C2F5) 2B (CN) 2 -, (n-C3F7) 3B (CN) -, (n-C4F9 ) 3B (CN) -, (n-C4F9) 2B (CN) 2 -, (n-C6Fi3) 3B (CN) -, (CHF2) 3B (CN) -, (CHF2) 2B (CN) 2 -, ( CH2CF3) 3B (CN) -, (CH2CF3) 2B (CN) 2 -, (CH2C2F5) 3B (CN) -, (CH2C2F5) 2B (CN) 2-, (CH2CH2C3F7) 2B (CN) 2 -, (n- C3F7CH2) 2B (CN) 2 -, (C6H5) 3B (CN) -, tetrakis (pentafluorophenyl) borate anion. 其中,优选BF4—、B (CN) 3F—、(CF3) 4B—、(C6F5) 4B—、[ (CF3) 2C6H3] 4B—、四(五氟苯基)硼酸盐阴离子。 Among them, BF4-, B (CN) 3F -, (CF3) 4B -, (C6F5) 4B -, [(CF3) 2C6H3] 4B-, tetrakis (pentafluorophenyl) borate anion. [0063] 作为上述式(lc)表示的阴离子中优选的阴离子,例如可举出[(CN)2N]' [(FS02) 2N]—、[(FS02)N(CF3S02)]—、[(FS02)N(CF3CF2S02)]—、[(FS02)N{(CF3)2CFS02}]—、[(FS02)N (CF3CF2CF2SO2) ] —、[ (FS02) N (CF3CF2CF2CF2SO2) ] —、[ (FS02) N {(CF3) 2CFCF2SO2} ] —、[ (FS02) N {CF3CF2 (CF3) cfs02} ] —、[ (FS02) N {(CF3) 3CS02}]—等。 [0063] Examples of the anion represented by the formula (LC) Preferred anions include, for example [(CN) 2N] '[(FS02) 2N] -, [(FS02) N (CF3S02)] -, [(FS02 ) N (CF3CF2S02)] -, [(FS02) N {(CF3) 2CFS02}] -, [(FS02) N (CF3CF2CF2SO2)] -, [(FS02) N (CF3CF2CF2CF2SO2)] -, [(FS02) N { (CF3) 2CFCF2SO2}] -, [(FS02) N {CF3CF2 (CF3) cfs02}] -, [(FS02) N {(CF3) 3CS02}] - and the like. 其中,特别优选[(CN) 2N]—。 Wherein, particularly preferably [(CN) 2N] -.

[0064] 以下,对式⑴中的X+进行说明。 [0064] Here, in the formula X + ⑴ be described.

[0065] X+只要是阳离子性发色团、即形成作为X+GjAMr的碱性着色剂的阳离子则没有特别限定,例如可举出三芳基甲烷系发色团、次甲基系发色团、偶氮系发色团、二芳基甲烷系发色团、醌亚胺系发色团、蒽醌发色团、酞菁系发色团、咕吨系发色团等。 [0065] As long as X + is a cationic chromophore, i.e., the cation X + is formed as an alkaline GjAMr colorant is not particularly limited, and examples thereof include triarylmethane-based chromophores, methine chromophore, azo chromophore, diarylmethane-based chromophores, quinone imine chromophore, an anthraquinone chromophore, phthalocyanine chromophores, xanthene-based chromophores and the like.

[0066] 作为上述三芳基甲烷系发色团,优选下式(2)表示的物质。 [0066] Examples of the chromophore triaryl methane-based, preferably the substance of formula (2). 应予说明,在下式⑵表示的阳离子中存在各种共振结构。 Incidentally, the cation represented by the following formula in the presence of various ⑵ resonant structure. 在本说明书中,对于该共振结构,作为与下式表示的阳离子同等的物质。 In the present specification, for the resonant structure, as the cation represented by the following formula the same material. 以下,各式表示的阳离子也是同样。 The following cations represented by the formulas is the same.

[0067] [0067]

Figure CN102645842BD00081

[0068][式(2)中,Ar表示芳香烃基;R3和R4相互独立地表示氢原子或碳原子数1〜8的烷基;R5和R6相互独立地表示氢原子、碳原子数1〜8的烷基或苯基;R7表示氢原子、碳原子数1 〜8的烷基、-C00R'(R'表示氢原子或碳原子数1〜8的烷基)或氯原子;R8和R11相互独立地表示氢原子或碳原子数1〜8的烷基,或者R8和R11成为一体表示硫原子;R9和R1()相互独立地表示氢原子、碳原子数1〜8的烷基或氯原子;Y表示氢原子或下式(3)表示的基团。 In [0068] [Formula (2), Ar represents an aromatic hydrocarbon group; R3 and R4 each independently represent a hydrogen atom or an alkyl group of 1~8 carbon atoms; R5 and R6 each independently represent a hydrogen atom, a carbon atom number of 1 ~ 8 is alkyl or phenyl; R7 represents a hydrogen atom, 1 ~ 8 carbon atoms, an alkyl group, -C00R '(R' represents a hydrogen atom or a C 1~8 alkyl group), or a chlorine atom; R8 and R11 each independently represent a hydrogen atom or an alkyl group of 1~8 carbon atoms, or R8 and R11 represents a sulfur atom are integrated; R9 and Rl () each independently represent a hydrogen atom, or an alkyl group of 1~8 of chlorine atom; Y represents a hydrogen atom or a group of the formula (3). ] ]

[0069] [0069]

Figure CN102645842BD00082

[0070] [式⑶中,R12和R13相互独立地表示氢原子或碳原子数1〜8的烷基。 [0070] [in the formula ⑶, R12 and R13 each independently represent a hydrogen atom or an alkyl group of 1~8 carbon atoms. ] ]

[0071]作为Ar中的芳香烃基,优选碳原子数6〜20 (更优选碳原子数6〜10)的芳香烃基, 具体而言,可举出从苯环、萘环、联苯环、蒽环等芳烃环中除去2〜4个氢原子而得的基团。 [0071] As aromatic hydrocarbon group in Ar, preferably 6~20 carbon atoms atoms (more preferably 6~10 carbon atoms) aromatic hydrocarbon group, specifically include the benzene ring, a naphthalene ring, a biphenyl ring, an anthracene removing a hydrogen atom ~ 4 groups obtained by ring aromatic hydrocarbon ring.

[0072] 作为上式⑵中的R3〜R11 (包含-C00R'中的R')以及上式⑶中的R12和R13的碳原子数1〜8的烷基,可举出与上述Z中的烷基相同的基团。 And the number of carbon atoms in the formula ⑶ R12 and R13 1~8 alkyl group [0072] As in the above formula ⑵ R3~R11 (comprising -C00R 'is R'), may be exemplified in the above-described Z the same alkyl group.

[0073] 本发明中,上式(2)表示的阳离子中,从提高亮度和色纯度的观点出发,特别优选下式⑷表示的阳离子。 [0073] In the present invention, the cation (2) represented by the formula in terms of improving brightness and color purity of view, particularly preferably a cation represented by the formula ⑷.

[0074] [0074]

Figure CN102645842BD00083

[0075] [式⑷中,^、{^^、{^和…与上式⑵和⑶中的妒^^味…同义。 [0075] [in the formula ⑷, ^ {^^, ^ {... and the upper and ⑵ ⑶ the formula ^^ Jealous flavor ... synonymous. ] ]

[0076] 在上式⑷中,作为R3、R4、R12和R13,优选碳原子数1〜8 (更优选碳原子数1〜6)的烷基,另外作为R5,优选碳原子数1〜8 (更优选碳原子数1〜6)的烷基或苯基,另外作为R6,优选碳原子数1〜8 (更优选碳原子数1〜6)的烷基或氢原子。 [0076] In the formula ⑷, as the R3, R4, R12 and R13, (the number of carbon atoms and more preferably 1~6) alkyl 1~8 carbon atoms is preferred, Further, as R5, the number of carbon atoms preferably 1~8 (more preferably 1~6 carbon atoms) alkyl or phenyl, as further R6, 1~8 carbon atoms are preferred (the number of carbon atoms and more preferably 1~6) alkyl group or a hydrogen atom.

[0077] 作为上式(2)表示的阳离子的代表例,例如可举出下述的化合物组c和化合物组d 所示的阳离子,其中,优选化合物c2、化合物c3、化合物c4。 [0077] Representative examples of the formula (2) represents a cation, for example, include a cationic group of the compound c and d of the group consisting of a compound, wherein preferred compounds c2, compound c3, Compound c4.

[0078][化合物组c] [0078] [compound group c]

Figure CN102645842BD00091

[0082] 另外,作为上述次甲基系发色团,优选下式(5-1)〜(5-3)表示的物质。 ~ (5-3) represented by the material [0082] Examples of the methine chromophores, preferably the formula (5-1).

[0083] [0083]

Figure CN102645842BD00101

[0084][式(5-1)〜(5-3)中,R31表示氢原子或卤基;R32、R33、R34和R35相互独立地表示碳原子数1〜6的烷基;R36表示取代或未取代的碳原子数1〜6的烷基;G表示-CH=CH-、-CH = CH-NR37-(R37表示氢原子或碳原子数1〜6的烷基)、-CH = N-NR37-(R37与上述同义)或-N = N-NR37-(R37与上述同义);Ra表示取代或未取代的芳香烃基或者取代或未取代的杂环基。 [0084] [Formula (5-1) (5-3) in ~, R31 represents a hydrogen atom or a halo group; R32, R33, R34 and R35 each independently represent an alkyl group of 1~6 carbon atoms; R36 represents a substituted or unsubstituted alkyl group having 1~6 carbon atoms; G represents -CH = CH -, - CH = CH-NR37- (R37 represents a hydrogen atom or an alkyl group of 1~6 carbon atoms), - CH = N -NR37- (R37 as defined above) or -N = N-NR37- (R37 is as defined above); Ra of the substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group. ] ]

[0085] 作为Ra,优选下式(5a)〜(5g)表示的基团。 [0085] group as Ra, preferably the formula (5a) ~ (5g) indicated.

[0086] [0086]

Figure CN102645842BD00102

[0087][式(5a)〜(5g)中,R38和R45相互独立地表示碳原子数1〜6的烷基;R39表示取代或未取代的碳原子数1〜6的烷基;R4()、R42、R43和R44相互独立地表示氢原子或碳原子数1〜6的烷基;R41和R46相互独立地表示氢原子、卤基、碳原子数1〜6的烷氧基、取代或未取代的碳原子数1〜6的烷基、硝基、羟基或氰基。 [0087] [formula (5a) ~ (5g) in, R38 and R45 each independently represent an alkyl group of 1~6 carbon atoms; R39 represents a substituted or unsubstituted alkyl group of 1~6 carbon atoms; R4 ( ), R42, R43 and R44 each independently represent a hydrogen atom or an alkyl group of 1~6 carbon atoms; each of R41 and R46 independently represent a hydrogen atom, a halogen group, 1~6 carbon atoms, an alkoxy group, a substituted or an unsubstituted carbon atoms of 1~6 alkyl, nitro, hydroxy or cyano. ] ]

[0088] 作为上述烷基的取代基,可举出卤基、氰基、羟基等。 [0088] Examples of the substituent of the alkyl group include a halogen group, a cyano group, a hydroxyl group and the like.

[0089] 作为上式(5-1)〜(5-3)表示的阳离子的代表例,例如可举出下述化合物组e所示的阳离子。 [0089] Representative examples of the cation represented by the formula (5-1) to (5-3), for example, include a cationic group of compounds represented by the following e.

[0090] [0090]

Figure CN102645842BD00111

[0091] 作为上述偶氮系发色团,优选下式(6-1)〜(6-6)表示的物质。 [0091] Examples of the chromophore azo substance represented by the following formulas (6-1) to (6-6).

[0092] [0092]

Figure CN102645842BD00121

[0093][式(6-1)〜(6-6)中,1?51、1?52、1?53、1?54、1?55和1?57相互独立地表示取代或未取代的碳原子数1〜6的烷基;R56和R6()相互独立地表示氢原子、卤基、碳原子数1〜6的烷基、碳原子数1〜6的烷氧基、硝基、羟基或氰基;R58表示碳原子数1〜6的烷基;R59表示形成季铵的基团;Rb 表示取代或未取代的芳香烃基或者取代或未取代的杂环基。 (6-6) and [0093] [Formula (6-1) ~ 1? 51,1? 52, 1? 53,1? 54,1? 55 and 1? 57 each independently represent a substituted or unsubstituted 1~6 carbon atoms, an alkyl group; R56 and R6 () each independently represent a hydrogen atom, a halogen group, an alkyl group of 1~6 carbon atoms, an alkoxy group having 1~6 carbon atoms, a nitro group, a hydroxyl group or a cyano group; R58 represents an alkyl group of 1~6 carbon atoms; R59 represents a group forming a quaternary ammonium; Rb represents a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group. ] ]

[0094] 作为上述R59,优选-NR61CmaH2maN+R62R63R64(rna是1〜5的整数;R61表示氢原子或碳原子数1〜6的烷基;R62、R63和R64相互独立地表示碳原子数1〜6的烷基)、-C0CmaH2maN+R62R63R64 (ma、R62、R63和R64与上述同义)、-CmaH2maN+ (NH2) R74R75 (ma与上述同义;R74和R75相互独立地表示碳原子数1〜6的烧基)、或者下式(6-i)或(6-ii)表示的基团。 [0094] Examples of the R59, preferably -NR61CmaH2maN + R62R63R64 (rna is an integer of 1 ~ 5; R61 are a hydrogen atom or an alkyl group of 1~6 carbon atoms; R62, R63 and R64 each independently represent a number of 1 ~ carbon atoms, 6 alkyl), - C0CmaH2maN + R62R63R64 (ma, R62, R63 and R64 are as defined above), - CmaH2maN + (NH2) R74R75 (ma as defined above; R74 and R75 each independently represent 1~6 carbon atoms burning-yl) or the formula (6-i) or (6-ii) a group represented.

[0095] [0095]

Figure CN102645842BD00122

[0096] [式(6-i)和(6-ii)中,R61和ma与上述同义。 [0096] [formula (6-i), and (6-ii) in, R61, and ma are as defined above. ] ]

[0097] 作为上述Rb,优选下式(6a)〜(6e)表示的基团、取代或未取代的苯基。 [0097] Examples of the group Rb, the following formulas (6a) ~ (6e) represented by a substituted or unsubstituted phenyl.

[0098] [0098]

Figure CN102645842BD00123

[0099] [式(6a)〜(6d)中,R65表示氢原子、碳原子数1〜6的烷基、苯基、苄基;R66表示氢原子或者取代或未取代的碳原子数1〜6的烷基;R67表示氢原子、碳原子数1〜6的烷基或苯基; R68表示氢原子或碳原子数1〜6的烷基;R69表示氢原子或碳原子数1〜6的烷基;R™〜R73相互独立地表示氢原子、齒基、碳原子数1〜6的烷基、碳原子数1〜6的烷氧基、硝基、羟基或氰基。 [0099] [formula (6a) ~ (6d) in, R65 represents a hydrogen atom, an alkyl group of 1~6 carbon atoms, a phenyl group, a benzyl group; R66 represents a hydrogen atom or a substituted or unsubstituted carbon atom 1 ~ 6 alkyl group; R67 represents a hydrogen atom, an alkyl group of 1~6 carbon atoms or a phenyl group; R68 represents a hydrogen atom or an alkyl group of 1~6 carbon atoms; R69 represents a hydrogen atom or a carbon atoms of 1~6 alkyl group; R ™ ~R73 each independently represent an alkyl group, an alkoxy group having 1~6 carbon atoms, a nitro group, a cyano group or a hydrogen atom a hydroxyl group, the tooth group, the number of carbon atoms of 1~6. ] ]

[0100] 作为上述烷基的取代基,可举出卤基、羟基、氰基、-conh2基等。 [0100] Examples of the substituent of the alkyl group include halo, hydroxy, cyano, -CONH2 group. 作为上述苯基的取代基,可举出卤基、碳原子数1〜6的烷基、碳原子数1〜6的烷氧基、羟基、氰基、硝基等。 Examples of the substituted phenyl group include a halogen group, an alkyl group of 1~6 carbon atoms, an alkoxy group having 1~6 carbon atoms, a hydroxy group, a cyano group, a nitro group and the like.

[0101] 作为上式(6-1)〜(6-6)表示的阳离子的代表例,例如可举出下述化合物组f•或化合物组g所示的阳离子。 [0101] Representative examples of the cation represented by the formula (6-1) to (6-6), for example, the following compounds may be mentioned cationic groups or groups of compounds f • g is shown in FIG.

[0102] [化合物组f] [0102] [compound group f]

[0103] [0103]

Figure CN102645842BD00131

[0104][化合物组g] [0104] [compound group g]

[0105] [0105]

Figure CN102645842BD00141

[0106] 作为上述二芳基甲烷系发色团,优选下式(7-1)或(7-2)表示的物质。 [0106] Examples of the chromophore diaryl methane-based, preferably the formula (7-1) or (7-2) represented by the material.

[0107] [0107]

Figure CN102645842BD00142

[0108] [式(7-1)和(7-2)中,1?81、1?82、1?83、1?84、1?86、1?87、1?88和1?89相互独立地表示碳原子数1 〜6的烷基;R85、R9Q和R91相互独立地表示氢原子或碳原子数1〜6的烷基。 [0108] [formula (7-1) and (7-2), 1? 81,1? 82,1? 83,1? 84,1? 86,1? 87,1? 1 88 and? 89 with each other independently represent 1 ~ 6 carbon atoms in the alkyl group; R85, R9Q and R91 each independently represent a hydrogen atom or an alkyl group of 1~6 carbon atoms. ] ]

[0109] 作为上式(7-1)〜(7-2)表示的阳离子的代表例,例如可举出下述化合物组h所示的阳离子。 [0109] Representative examples of the cation represented by the formula (7-1) to (7-2), for example, include a cationic compound represented by the following group of h.

[0110] [化合物组h] [0110] [compound group h]

[0111] [0111]

Figure CN102645842BD00151

[0112] 作为上述醌亚胺系发色团,优选下式(8-1)〜(8-3)表示的物质。 ~ (8-3) represented by the material [0112] Examples of the quinone imine chromophore, preferably the formula (8-1).

[0113] [0113]

Figure CN102645842BD00152

[0114] [式(8-1)〜(8-3)中,R101、R102、R103、R104、R105、R106、R108、R109、R110、Rm、R114、R115、 R116、Rm和R118相互独立地表示氢原子、取代或未取代的碳原子数1〜6的烷基、碳原子数1〜 6的烷氧基、苯基或苄基;R1()7和R113相互独立地表示碳原子数1〜6的烷基或碳原子数6〜20 的芳基;R112表示-NR119R12°(R119和R12°相互独立地表示取代或未取代的碳原子数1〜6的烷基)、羟基、硝基或氰基;Q表示氧原子或硫原子。 [0114] [Formula (8-1) to (8-3) and, R101, R102, R103, R104, R105, R106, R108, R109, R110, Rm, R114, R115, R116, Rm and R118 independently of one another represents a hydrogen atom, a substituted or unsubstituted alkyl group of carbon number 1 ~ 6 carbon atoms, an alkoxy group, a phenyl group or a benzyl group of 1~6; R1 () 7 and R113 each independently represent a carbon atom ~ 6 alkyl 6~20 carbon atoms or an aryl group; R112 represents -NR119R12 ° (R119 and R12 ° each independently represent a substituted or unsubstituted carbon atoms of 1~6 alkyl group), a hydroxyl group, a nitro group or a cyano group; Q represents an oxygen atom or a sulfur atom. ] ]

[0115] 作为上述烷基的取代基,可举出卤基、羟基、氰基等。 [0115] Examples of the substituent of the alkyl group include halo, hydroxy, cyano and the like.

[0116] 作为上式(8-1)〜(8-3)表示的阳离子的代表例,例如可举出下述化合物组i所示的阳离子。 [0116] Representative examples of the cation represented by the formula (8-1) to (8-3), for example, include a cationic compound represented by the following groups i.

[0117][化合物i] [0117] [compound i]

[0118] [01]

Figure CN102645842BD00161

[0119] 作为上述蒽醌发色团,优选下式(9-1)或(9-2)表示的物质。 [0119] Examples of the substances anthraquinone chromophore, preferably represented by the formula (9-1) or (9-2).

[0120] [0120]

Figure CN102645842BD00162

[0121] [式(9-1)和(9-2)中,Rm、R135和R136相互独立地表示氢原子、取代或未取代的碳原子数1〜6的烷基、或者取代或未取代的苯基;1?132』133、1?134、1?138、1?139和1?14°相互独立地表示碳原子数1〜6的烷基;Rm表示亚甲基或者取代或未取代的亚烷基。 Carbon atoms, [0121] [formula (9-1) and (9-2) in, Rm, R135 and R136 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group of 1~6, or a substituted or unsubstituted phenyl;? 1132 "133,1 134,1 138,1 139 1 14 ° each independently represent an alkyl group of 1~6 carbon atoms and;???? Rm of represents a methylene group or a substituted or unsubstituted alkylene group. ] ]

[0122] 作为上述烷基和苯基的取代基,可举出碳原子数1〜6的烷基、卤基、羟基、氰基等。 [0122] Examples of the substituted alkyl and phenyl groups can include alkyl 1~6 carbon atoms, halo, hydroxy, cyano and the like. 另外,作为上述亚烷基,可举出亚乙基、1,3-亚丙基、1,2亚丙基、亚丁基等碳原子数2〜4的亚烷基,作为亚烷基的取代基,可举出羟基、氰基或硝基等。 Examples of the alkylene group include ethylene group, 1,3-carbon atoms, alkylene-propylene, 1,2-propylene, butylene and the like of 2 ~ 4, a substituted alkylene group group, and the like may be exemplified hydroxyl group, a cyano group or a nitro group.

[0123] 作为上式(9-1)或(9-2)表示的阳离子的代表例,例如可举出下述化合物组j所示的阳离子。 [0123] Representative examples of the cation represented by the formula (9-1) or (9-2), for example, include a cationic compound represented by the following group j.

[0124] [化合物组j] [0124] [compound group j]

[0125] [0125]

Figure CN102645842BD00171

[0126] 作为上述酞菁系发色团,优选下式(10)表示的物质。 [0126] Examples of the phthalocyanine chromophore, preferably a substance represented by the following formula (10).

[0127] CuPC-T (10) [0127] CuPC-T (10)

[0128] [式(10)中,CuPc表示酞菁铜残基;T表示下式(10a)或(10b)表示的基团。 In [0128] [Formula (10), CuPc represents a copper phthalocyanine residue; T represents a group represented by the following formula (10a) or (10b). ] ]

[0129] [0129]

Figure CN102645842BD00172

[0130] [式(10a)和(10b)中,1?151、1?152、1?153、1?154、1?155、1?156、1?157和1?158相互独立地表示氢原子、碳原子数1〜6的烧基或苯基;p相互独立地表示2〜8的整数;mb表示1〜5的整数。 [0130] [Formula (10a) and (10b), a 1? 151,1? 152,1? 153,1? 154,1? 155,1? 156,1? 1 157 and? 158 each independently represent a hydrogen atom, 1~6 carbon atoms or a phenyl group fired; p each independently represent an integer of 2~8; MB represents an integer of 1 ~ 5. ] ]

[0131] 作为上式(10)表示的阳离子的代表例,例如可举出下述化合物组k所示的阳离子。 [0131] Representative examples of the cation represented by the formula (10), for example, include a cationic compound represented by the following group k.

[0132] [化合物组k] [0132] [compound group k]

[0133] [0133]

Figure CN102645842BD00173

[0134] 作为上述咕吨系发色团,优选下式(11)表示的物质。 [0134] Examples of the xanthene-based chromophores, preferably material (11) represented by the following formula.

[0135] [0135]

Figure CN102645842BD00174

[0136] [式(11)中,R161〜R164相互独立地表示氢原子或苯基,苯基可以被卤基、碳原子数1 〜8的烷基、羟基、碳原子数1〜6的烷氧基、-S03—、-S03H、-S03R166或-S02N(R167)R168取代。 In [0136] [Formula (11), R161~R164 each independently represent a hydrogen atom or an alkoxy phenyl group, a phenyl group may be substituted with halogen, alkyl, hydroxy, carbon atoms 1 ~ 8 carbon atoms of 1~6 of group, -S03 -, - S03H, -S03R166 or -S02N (R167) R168 group. R165 表示-S03—、-S03H、-S03R166或-S02NR167R168,R165存在多个时,可以相同或不同。 R165 represents -S03 -, - S03H, -S03R166 or -S02NR167R168, when there are plural R165 may be the same or different. R166表示碳原子数1〜8的烷基,R167和R168相互独立地表示氢原子或碳原子数1〜8的烷基,烷基可以被卤基或碳原子数1〜6的烷氧基取代。 R166 represents an alkyl group of 1~8 carbon atoms, R167 and R168 each independently represent a hydrogen atom or an alkyl group of 1~8 carbon atoms, an alkyl group may be substituted with a halogen or an alkoxy group having 1~6 carbon atoms . me表示0〜5的整数。 me represents an integer of 0~5. ] ]

[0137] 上述式(11)表示的阳离子中,特别优选下式(11a)表示的阳离子。 Cation the cation represented by [0137] the above formula (11), particularly preferably the formula (11a) representation.

[0138] [0138]

Figure CN102645842BD00181

[0139] [式(11a)中,R169相互独立地表示氢原子-S03—、-S03H、-S03R166或-S02NHR167,R165、 R166和R167与上述同义。 In [0139] [Formula (11a), R169 each independently represent a hydrogen atom -S03 -, - S03H, -S03R166 or -S02NHR167, R165, R166 and R167 are as defined above. ] ]

[0140] 作为上述式(11a)表示的阳离子的代表例,例如可举出下述化合物组m所示的阳离子。 [0140] Representative examples of the cation represented by the above formula (11a), for example, the following compounds may be mentioned a cationic group represented by m.

[0141] [化合物组m] [0141] [compound group m]

[0142] [0142]

Figure CN102645842BD00182

[0143] Ra = 2_乙基己基 [0143] Ra = 2_ ethylhexyl

[0144] 作为其它X+表示的阳离子性发色团,例如可举出下述化合物组n所示的阳离子。 [0144] Examples of the other X + represents a cationic chromophore, and examples include cationic compound represented by the following groups of n.

[0145] [化合物组n] [0145] [compound group n]

[0146] [0146]

Figure CN102645842BD00191

[0147] 特定着色化合物可以采用公知的方法进行制造,例如如特表2007-503477号公报等所示,可以采用盐交换反应进行制造。 [0147] Specific coloring compound known method can be used for manufacturing, for example, as Japanese Patent Publication No. 2007-503477 and the like, can be produced using a salt exchange reaction. 此时,需要(zj^Mr表示的阴离子的盐,作为该盐, 可使用市售品,也可以使用参考公知方法、例如特表2004-533473号公报、特表2006-517546 号公报等合成而得的产物。 In this case, it is necessary (zj ^ Mr anion expressed as the salt, commercially available products may be used, reference may be used a known method, for example, synthetic Unexamined Patent Publication No. 2004-533473, Unexamined Patent Publication No. 2006-517546 and the like the resulting product.

[0148] 对于特定着色化合物,例如X+是三芳基甲烷系发色团时,溶解于有机溶剂则呈现出蓝〜红色,因而通过单独或与其它着色剂适当混合来使用该化合物,从而可以适用于例如用来形成蓝色像素、红色像素、黑色着色层的着色组合物。 [0148] For specific coloring compound, for example, X + is a triarylmethane-based chromophores, dissolved in an organic solvent is showing a blue-to-red, and thus alone or with other colorants suitable mixing using such compounds, can be applied to for example, a blue pixel, a red pixel, a black coloring composition colored layer.

[0149] 作为其他着色剂,可以根据用途而适当选择色彩、材质。 [0149] As other coloring agents, may be suitably selected color and material according to the use. 具体来说,可以使用颜料、 染料和天然色素中的任一者,但从构成滤色器的着色层要求高色纯度、亮度、对比度、遮光性等出发,优选使用颜料和/或染料。 Specifically, a pigment, any of dyes and natural pigments, the colored layers constituting the color filter but requires high color purity, brightness, contrast, light blocking and the like, it is preferable to use a pigment and / or dye.

[0150]作为上述颜料,可以是有机颜料和无机颜料中的任一种,作为有机颜料,例如可举出颜色索引(CI:The Society of Dyers and Colourists公司发行)中分类为颜料的化合物。 [0150] Examples of the pigment may be any organic pigment and an inorganic pigment, organic pigment, and examples thereof include Color Index (CI: The Society of Dyers and Colourists Company publication) compound pigment classification. 具体而言,可以列举具有下述这样的颜色索引(CI)名的物质。 Specific examples include such materials having the following color index (CI) name.

[0151] CI颜料黄12、CI颜料黄13、CI颜料黄14、CI颜料黄17、CI颜料黄20、CI 颜料黄24、CI颜料黄31、CI颜料黄55、CI颜料黄83、CI颜料黄93、CI颜料黄109、 (:.1.颜料黄110、(:.1.颜料黄138、(:.1.颜料黄139、(:.1.颜料黄150、(:.1.颜料黄153、(:.1.颜料黄154、CI颜料黄155、CI颜料黄166、CI颜料黄168、CI颜料黄180、CI颜料黄211; [0151] CI Pigment Yellow 12, CI Pigment Yellow 13, CI Pigment Yellow 14, CI 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, (: .1 pigment yellow 110, (1 :. pigment yellow 138, (1 :. pigment yellow 139, (1 :. 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, CI pigment yellow 211;

[0152] CI颜料橙5、CI颜料橙13、CI颜料橙14、CI颜料橙24、CI颜料橙34、CI 颜料橙36、CI颜料橙38、CI颜料橙40、CI颜料橙43、CI颜料橙46、CI颜料橙49、 CI颜料橙61、CI颜料橙64、CI颜料橙68、CI颜料橙70、CI颜料橙71、CI颜料橙72、CI颜料橙73、CI颜料橙74; [0152] 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 49, CI pigment orange 61, CI pigment orange 64, CI pigment orange 68, CI pigment orange 70, CI pigment orange 71, CI pigment orange 72, CI pigment orange 73, CI pigment orange 74;

[0153] CI颜料红1、CI颜料红2、CI颜料红5、CI颜料红17、CI颜料红31、CI颜料红32、CI颜料红41、CI颜料红122、CI颜料红123、CI颜料红144、CI颜料红149、 CI颜料红166、CI颜料红168、CI颜料红170、CI颜料红171、CI颜料红175、CI颜料红176、CI颜料红177、CI颜料红178、CI颜料红179、CI颜料红180、CI颜料红185、C • I •颜料红187、C • I •颜料红202、C • I •颜料红206、C • I •颜料红207、C • I •颜料红209、 CI颜料红214、CI颜料红220、CI颜料红221、CI颜料红224、CI颜料红242、CI颜料红243、CI颜料红254、CI颜料红255、CI颜料红262、CI颜料红264、CI颜料红272; [0153] CI Pigment Red 1, CI Pigment Red 2, CI Pigment Red 5, CI Pigment Red 17, CI Pigment Red 31, CI Pigment Red 32, CI Pigment Red 41, CI Pigment Red 122, CI Pigment Red 123, CI Pigment red 144, CI pigment red 149, CI pigment red 166, CI pigment red 168, CI pigment red 170, CI pigment red 171, CI pigment red 175, CI pigment red 176, CI pigment red 177, CI pigment red 178, CI pigment red 179, CI pigment red 180, CI pigment red 185, C • I • pigment red 187, C • I • pigment red 202, C • I • pigment red 206, C • I • pigment red 207, C • I • 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, CI pigment red 272;

[0154] (:.1.颜料紫1、(:.1.颜料紫19、(:.1.颜料紫23、(:.1.颜料紫29、(:.1.颜料紫32、(:.1. 颜料紫36、CI颜料紫38; [0154] (:..... .1 Pigment Violet 1, (1 :. Pigment Violet 19, (1 :. Pigment Violet 23, (1 :. Pigment Violet 29, (1 :. Pigment Violet 32, (: .1 pigment violet 36, CI pigment violet 38;

[0155] (:.1.颜料蓝1、(:.1.颜料蓝15、(:.1.颜料蓝15:3、(:.1.颜料蓝15:4、(:.1.颜料蓝15: 6、CI颜料蓝60、CI颜料蓝80; [0155] (:.. .1 Pigment Blue 1, (1 :. Pigment Blue 15, (1 :. Pigment Blue 15: 3, (1 :. Pigment Blue 15: 4, (Pigment Blue 1 :. 15: 6, CI pigment blue 60, CI pigment blue 80;

[0156] C • I •颜料绿7、C • I •颜料绿36、C • I •颜料绿58; [0156] C • I • Pigment Green 7, C • I • Pigment Green 36, C • I • Pigment Green 58;

[0157] CI颜料棕23、CI颜料棕25; [0157] CI Pigment Brown 23, CI Pigment Brown 25;

[0158] (:.1.颜料黑1、(:.1.颜料黑7。 [0158] (:.. .1 Pigment Black 1, (1 :. Pigment Black 7.

[0159] 另外,作为上述无机颜料,例如可举出氧化钛、硫酸钡、碳酸钙、氧化锌、硫酸铅、铬黄、锌黄、铁丹(红色氧化铁(III))、镉红、群青、普鲁士蓝、氧化铬绿、钴绿、棕土、钛黑、合成铁黑N炭黑等。 [0159] Examples of the inorganic pigments include for example titanium oxide, barium sulfate, calcium carbonate, zinc oxide, lead sulfate, chrome yellow, zinc yellow, red iron oxide (red iron oxide (III)), cadmium red, ultramarine , Prussian blue, chromium oxide green, cobalt green, umber, titanium black, synthetic iron black and carbon black N.

[0160] 在本发明中,也可以通过重结晶法、再沉淀法、溶剂洗涤法、升华法、真空加热法或者它们的组合将颜料精制后使用。 [0160] In the present invention, or by recrystallization method, reprecipitation method, a solvent washing method, a sublimation method, a vacuum heating method or a combination thereof will be used after purified pigment. 另外,颜料可以根据希望用树脂将其粒子表面改性后使用。 Further, the resin pigments may be used after surface-modified particles as desired. 作为将颜料粒子表面改性的树脂,例如可举出日本特开2001-108817号公报中记载的展色料树脂(匕' t夕少樹脂)、或市售的各种颜料分散用树脂。 As the pigment particles surface-modified resin may include a resin developing toner Japanese Laid-Open Patent Publication No. 2001-108817 described (dagger 't Xi less resin), various commercially available pigment or a resin dispersion. 作为炭黑表面的树脂被覆方法, 例如可以采用日本特开平9-71733号公报、日本特开平9-95625号公报、日本特开平9-124969号公报等中记载的方法。 As the resin coating method of the carbon black surface, for example, the method described in JP-A No. 9-71733, Japanese Laid-Open Patent Publication No. 9-95625, Japanese Patent Publication Laid-Open No. 9-124969 and the like may be employed. 另外,有机颜料优选通过所谓的盐研磨法将一次粒子微细化来使用。 The organic pigment is preferably a so-called salt milling method by the use of fine primary particles. 作为盐研磨法的方法,例如可采用日本特开平08-179111号公报中公开的方法。 As a method of salt milling method, a method may be employed, for example, Japanese Laid-Open Patent Publication No. 08-179111 disclosed.

[0161] 另外,作为上述染料,可以从各种油溶性染料、直接染料、酸性染料、金属配合物染料等中适当选择,例如可举出具有下述这样的颜色索引(CI)名的染料。 [0161] Examples of the dye may be appropriately selected from various oil-soluble dyes, direct dyes, acid dyes, metal complex dyes and the like from, for example, include such a dye having the following color index (CI) name.

[0162] CI溶剂黄4、CI溶剂黄14、CI溶剂黄15、CI溶剂黄24、CI溶剂黄82、C. I • 溶剂黄88、CI溶剂黄94、CI溶剂黄98、CI溶剂黄162、CI溶剂黄179; [0162] CI Solvent Yellow 4, CI Solvent Yellow 14, CI Solvent Yellow 15, CI Solvent Yellow 24, CI Solvent Yellow 82, C. I • Solvent Yellow 88, CI Solvent Yellow 94, CI Solvent Yellow 98, CI Solvent Yellow 162 , CI solvent yellow 179;

[0163] C• I •溶剂红45、C• I •溶剂红49; [0163] C • I • Solvent Red 45, C • I • Solvent Red 49;

[0164] CI溶剂橙2、CI溶剂橙7、CI溶剂橙11、CI溶剂橙15、CI溶剂橙26、CI溶剂橙56; [0164] CI Solvent Orange 2, CI Solvent Orange 7, CI Solvent Orange 11, CI Solvent Orange 15, CI Solvent Orange 26, CI Solvent Orange 56;

[0165] CI溶剂蓝35、CI溶剂蓝37、CI溶剂蓝59、CI溶剂蓝67; [0165] CI Solvent Blue 35, CI Solvent Blue 37, CI Solvent Blue 59, CI Solvent Blue 67;

[0166] C • I •酸性黄17、C • I •酸性黄29、C • I •酸性黄40、C • I •酸性黄76; [0166] C • I • Acid Yellow 17, C • I • Acid Yellow 29, C • I • Acid Yellow 40, C • I • Acid Yellow 76;

[0167] C • I •酸性红91、C • I •酸性红92、C • I •酸性红97、C • I •酸性红114、C • I •酸性红138、 CI酸性红151; [0167] C • I • Acid Red 91, C • I • Acid Red 92, C • I • Acid Red 97, C • I • Acid Red 114, C • I • Acid Red 138, CI Acid Red 151;

[0168] CI酸性橙51、CI酸性橙63; [0168] CI Acid Orange 51, CI Acid Orange 63;

[0169] CI酸性蓝80、CI酸性蓝83、CI酸性蓝90; [0169] CI Acid Blue 80, CI Acid Blue 83, CI Acid Blue 90;

[0170] C • I •酸性绿9、C • I •酸性绿16、C • I •酸性绿25、C • I •酸性绿27。 [0170] C • I • Acid Green 9, C • I • Acid Green 16, C • I • Acid Green 25, C • I • Acid Green 27.

[0171] 本发明中,其它着色剂可以单独使用或混合2种以上使用。 [0171] In the present invention, other coloring agents may be used or mixture of two or more separate.

[0172] 从形成亮度高且色纯度优异的像素或遮光性优异的黑矩阵这点上说,特定着色化合物和根据情况使用的其它着色剂的合计含有比例通常在着色组合物的固体成分中是5〜 70质量%、优选是5〜60质量%。 [0172] From the high-forming luminance and excellent color purity of pixels or light-shielding property excellent in the black matrix this point that the total content of the specific coloring compound and other colorants in some cases be used is generally in the solid content of the colored composition -5 to 70% by mass, preferably 5 to 60% by mass. 在此所说的固体成分是指除后述溶剂以外的成分。 The said solid component means a component other than a solvent described later.

[0173] 本发明中作为其它着色剂使用颜料时,颜料可以根据需要与分散剂、分散助剂一起使用。 [0173] When the present invention is a pigment, a pigment dispersing agent may be required and, as a dispersing aid with other colorants. 作为上述分散剂,例如可以使用阳离子系、阴离子系、非离子系等适当的分散剂,优选聚合物分散剂。 As the dispersant, for example, using suitable dispersing agents cationic, anionic, nonionic and the like, preferably a polymeric dispersant. 具体可以列举:聚氨酯系分散剂、聚乙烯亚胺系分散剂、聚氧乙烯烷基醚系分散剂、聚氧乙烯烷基苯基醚系分散剂、聚乙二醇二酯系分散剂、失水山梨糖醇脂肪酸酯系分散剂、聚酯系分散剂、丙烯酸系分散剂等。 Specific examples thereof include: urethane-based dispersant, polyethyleneimine-based dispersant, a polyoxyethylene alkyl ether-based dispersant, a polyoxyethylene alkylphenyl ether-based dispersant, polyethylene glycol ester-based dispersants, loss water sorbitan fatty acid ester-based dispersants, polyester-based dispersants, acrylic dispersant.

[0174] 这样的分散剂可以通过商业渠道获得,例如,作为丙烯酸系分散剂,可以列举Di sperbyk-2000、Di sperbyk-2001、BYK-LPN6919、BYK-LPN21116、BYK-LPN21324 (以上为BYK CHEMIE公司制),作为聚氨酯系分散剂,可以列举Disperbyk-161、Disperbyk_162、 Disperbyk-165、Disperbyk-167、Dispe;rbyk-170、Dispe;rbyk-182 (以上为BYK CHEMIE公司制)、Solsperse 76500 (LUBRIZOL株式会社制),作为聚乙烯亚胺系分散剂,可以列举Solsperse 24000 (LUBRIZ0L株式会社制),作为聚酯系分散剂,可以列举Adisper PB821、 Adisper PB822、Adisper PB880、Adisper PB881(味之素精细化学株式会社制)等。 [0174] Such dispersants may be obtained from commercial sources, e.g., an acrylic-based dispersant include Di sperbyk-2000, Di sperbyk-2001, BYK-LPN6919, BYK-LPN21116, BYK-LPN21324 (above as BYK CHEMIE Company Ltd.), polyurethane-based dispersants include Disperbyk-161, Disperbyk_162, Disperbyk-165, Disperbyk-167, Dispe; rbyk-170, Dispe; rbyk-182 (or more as BYK CHEMIE Co., Ltd.), Solsperse 76500 (LUBRIZOL Co. Ltd.), a polyethylenimine-based dispersant include Solsperse 24000 (LUBRIZ0L Co., Ltd.) as the polyester-based dispersant include Adisper PB821, Adisper PB822, Adisper PB880, Adisper PB881 (by Ajinomoto fine Chemicals Co., Ltd.).

[0175] 另外,作为上述分散助剂,例如可以列举颜料衍生物,具体可以列举:铜酞菁、二酮基吡咯并吡咯、喹酞酮的磺酸衍生物等。 [0175] Examples of the dispersion aid, pigment derivatives include, for example, can include specifically: copper phthalocyanine, diketo-pyrrolo-pyrrole, quinophthalone sulfonic acid derivatives and the like. 应予说明,分散剂和分散助剂的含量可在不妨碍本发明目的的范围内适当确定。 Incidentally, a dispersant and a dispersion aid content may be appropriately determined without adversely affecting the purpose of the present invention.

[0176] -⑶粘合剂树脂- [0176] -⑶ binder resin -

[0177] 作为本发明中的粘合剂树脂,没有特别限定,但优选具有羧基、酚羟基等酸性官能团的树脂。 [0177] As the binder resin in the present invention is not particularly limited, but is preferably a resin having an acidic functional group is a carboxyl group, a phenolic hydroxyl group. 其中,优选具有羧基的聚合物(以下,称为“含羧基聚合物”),例如可举出具有1个以上羧基的烯键性不饱和单体(以下,称为“不饱和单体(bin和其它能共聚的烯键性不饱和单体(以下,称为“不饱和单体(b2)”)的共聚物。 Among them, a polymer having a carboxyl group (hereinafter, referred to as "carboxyl group-containing polymer"), for example, include one or more ethylenically of the carboxyl groups having an unsaturated monomer (hereinafter referred to as "unsaturated monomer (bin and other copolymerizable ethylenically unsaturated monomer (hereinafter referred to as "unsaturated monomer (B2)") copolymer.

[0178] 作为上述不饱和单体(bl),例如可举出(甲基)丙烯酸、马来酸、马来酸酐、琥珀酸单[2_ (甲基)丙烯酰氧乙基]酯、羧基聚己内酯单(甲基)丙烯酸酯、对乙烯基苯甲酸等。 [0178] Examples of the unsaturated monomer (BL), for example, include (meth) acrylic acid, maleic acid, maleic anhydride, succinic acid mono [2_ (meth) acryloyloxyethyl] ester, carboxy poly caprolactone mono (meth) acrylate, vinyl benzoate and the like.

[0179] 这些不饱和单体(bl)可以单独使用或混合2种以上使用。 [0179] These unsaturated monomers (BL) may be used or a mixture of two or more separate.

[0180] 另外,作为上述不饱和单体(b2),例如可举出 [0180] Examples of the unsaturated monomer (B2), for example, include

[0181] N-苯基马来酰亚胺、N-环己基马来酰亚胺这样的N-位取代马来酰亚胺; [0181] N- phenyl maleimide, N- cyclohexyl maleimide such as N- substituted maleimide;

[0182] 苯乙烯、a-甲基苯乙烯、对羟基苯乙烯、对羟基-a-甲基苯乙烯、对乙烯基苄基缩水甘油醚、苊烯这样的芳香族乙烯基化合物; [0182] styrene, A- methylstyrene, p-hydroxystyrene, p-hydroxy -a- methylstyrene, p-vinylbenzyl glycidyl ether, acenaphthylene such an aromatic vinyl compound;

[0183] (甲基)丙烯酸甲酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸-2-乙基己酯、(甲基)丙烯酸-2-羟基乙酯、(甲基)丙烯酸烯丙酯、(甲基)丙烯酸苄酯、聚乙二醇(聚合度2〜10)甲醚(甲基)丙烯酸酯、聚丙二醇(聚合度2〜10)甲醚(甲基)丙烯酸酯、聚乙二醇(聚合度2〜10) 单(甲基)丙烯酸酯、聚丙二醇(聚合度2〜10)单(甲基)丙烯酸酯、(甲基)丙烯酸环己酯、(甲基)丙烯酸异冰片酯、三环[5.2.1.02'6]癸烷-8-基(甲基)丙烯酸酯、二氢双环戊二烯基(甲基)丙稀酸酯(dicyclopentenyl (meth) acrylate)、丙三醇单(甲基)丙稀酸酯、(甲基)丙稀酸-4-羟基苯酯、对枯基苯酚的环氧乙烷改性(甲基)丙烯酸酯、(甲基)丙烯酸缩水甘油酯、 3,4_环氧环己基甲基(甲基)丙烯酸酯、3-[(甲基)丙烯酰氧基甲基]氧杂环丁烷、3-[(甲基) 丙烯酰氧基甲基]-3-乙基氧杂环丁烷这样的 [0183] (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, allyl (meth) acrylate, benzyl acrylate, polyethylene glycol (polymerization degree 2~10) methyl ether (meth) acrylate, polypropylene glycol (polymerization degree 2~10) methyl ether (meth) acrylate, polyethylene glycol (polymerization degree 2~10) mono (meth) acrylate, polypropylene glycol (polymerization degree 2~10) mono (meth) acrylate, (meth) acrylate, (meth) acrylic acid isobornyl, tricyclo [5.2.1.02'6] (meth) acrylate decan-8-yl, dihydro dicyclopentadienyl (meth) acrylic acid ester (dicyclopentenyl (meth) acrylate), malonic glycerin mono (meth) acrylic acid esters, (meth) acrylic acid 4-hydroxyphenyl ester, p-cumylphenol ethylene oxide-modified (meth) acrylate, (meth) acrylate glycerides, 3,4_-epoxycyclohexyl methyl (meth) acrylate, 3 - [(meth) acryloyloxy methyl] oxetane, 3 - [(meth) acryloyloxy ylmethyl] -3-ethyl oxetane such 甲基)丙烯酸酯; Meth) acrylate;

[0184] 环己基乙烯基醚、异冰片基乙烯基醚、三环[5.2.1.02'6]癸烷-8-基乙烯基醚、五环十五烷基乙烯基醚、3-(乙烯基氧甲基)-3-乙基氧杂环丁烷这样的乙烯基醚;聚苯乙烯、聚(甲基)丙烯酸甲酯、聚(甲基)丙烯酸正丁酯、聚硅氧烷这样的在聚合物分子链末端具有单(甲基)丙烯酰基的大分子单体等。 [0184] cyclohexyl vinyl ether, isobornyl vinyl ether, tricyclo [5.2.1.02'6] decan-8-yl vinyl ether, pentadecyl vinyl ether rings, 3- (vinyl oxymethyl) -3-ethyl oxetane such vinyl ethers;) n-butyl acrylate, polystyrene, poly (meth) acrylate, poly (meth, in such a polysiloxane polymer chains having a terminal mono (meth) acryl macromonomer and the like.

[0185] 这些不饱和单体(b2)可以单独使用或将2种以上混合使用。 [0185] These may be used or a mixture of two or more unsaturated monomers (b2) alone.

[0186] 在不饱和单体(bl)和不饱和单体(b2)的共聚物中,该共聚物中的不饱和单体(bl) 的共聚比例优选是5〜50质量%、进一步优选是10〜40质量%。 [0186] In (BL) and the ethylenically unsaturated monomer (b2) an unsaturated monomer, the copolymerization ratio of the unsaturated monomer in the copolymer (BL) is preferably 5~50% by mass, and further preferably 10 ~ 40% by mass. 通过在这样的范围内使不饱和单体(bl)共聚,可以得到碱性显影性和保存稳定性优异的着色组合物。 By unsaturated monomer (BL) copolymerized within such a range, it is possible to obtain excellent alkali developability and storage stability of the coloring composition.

[0187] 作为不饱和单体(bl)与不饱和单体(b2)的共聚物的具体例,例如,可以列举:日本特开平7-140654号公报、日本特开平8-259876号公报、日本特开平10-31308号公报、日本特开平10-300922号公报、日本特开平11-174224号公报、日本特开平11-258415号公报、日本特开2000-56118号公报、日本特开2004-101728等中公开的共聚物。 [0187] As the unsaturated monomer (BL) and specific examples of the unsaturated monomer (b2) copolymers, for example, include: Publication JP 7-140654, JP 8-259876, Japanese Unexamined Patent Application Publication No. 10-31308, Japanese Unexamined Patent Publication No. 10-300922, Japanese Unexamined Patent Publication No. 11-174224, Japanese Unexamined Patent Publication No. 11-258415, Japanese Patent Laid-open No. 2000-56118, Japanese Unexamined Patent 2004-101728 other copolymers disclosed.

[0188] 另外,本发明中,例如,如日本特开平5-19467号公报、日本特开平6-230212号公报、日本特开平7-207211号公报、日本特开平09-325494号公报、日本特开平11-140144号公报、日本特开2008-181095号公报等所公开的那样,也可以使用侧链上具有(甲基)丙烯酰基等聚合性不饱和键的含羧基聚合物作为粘合剂树脂。 [0188] In the present invention, for example, as Publication JP 5-19467, JP 6-230212, Japanese Patent Publication Laid-Open No. 7-207211, Japanese Unexamined Patent Publication No. 09-325494, Japanese Patent Application Laid Patent Publication No. 11-140144, Laid-open No. 2008-181095 as Japanese Patent Applications disclosed may be used on a polymer side chain having a carboxyl-containing (meth) acryloyl polymerizable unsaturated bond as the binder resin .

[0189] 本发明中的粘合剂树脂通过GPC (洗脱溶剂:四氢呋喃)测定的按聚苯乙烯换算的重均分子量(Mw)通常为1000〜100000、优选为3000〜50000。 [0189] In the present invention, the binder resin by GPC (elution solvent: tetrahydrofuran) polystyrene-reduced weight average molecular weight measured (Mw) typically 1000~100000, preferably 3000~50000. 如果Mw过小,则存在所得被膜的残膜率等下降,或图案形状、耐热性等受损,或电特性变差的可能,另一方面,如果过大, 则存在分辨率下降,或图案形状受损,或在利用狭缝喷嘴方式进行涂布时变得容易产生干燥异物的可能。 If the Mw is too small, the resulting coating film decrease residual film rate is present, or a pattern shape, heat resistance, impaired, or the electrical characteristics may be deteriorated, on the other hand, if too large, the resolution is reduced the presence, or damage pattern shape, or is likely to occur when the dried foreign substances may be coated using a slit nozzle method.

[0190] 另外,本发明中的粘合剂树脂的重均分子量与通过GPC (洗脱溶剂:四氢呋喃)测定的按聚苯乙烯换算的数均分子量(Mn)的比(Mw/Mn)优选为1.0〜5.0、更优选为1.0〜3.0。 [0190] Further, the weight of the binder resin in the present invention average molecular weight by GPC (elution solvent: tetrahydrofuran) polystyrene-reduced number average molecular weight measured (Mn) ratio (Mw / Mn) is preferably 1.0~5.0, more preferably 1.0~3.0.

[0191] 本发明中的粘合剂树脂可以通过公知的方法来制造,还可以通过例如日本特开2003-222717号公报、日本特开2006-259680号公报、国际公开第07/029871号小册子等中公开的方法来控制其结构、Mw、Mw/Mn。 [0191] The binder resin in the present invention can be produced by a known method, for example, also by JP Laid-Open No. 2003-222717 Japanese, Japanese Laid-Open Patent Publication No. 2006-259680, International Publication No. 07/029871 Pamphlet disclosed a method to control the structure, Mw, Mw / Mn.

[0192] 本发明中,粘合剂树脂可以单独使用或将两种以上混合使用。 [0192] In the present invention, the binder resin may be used alone or in combination of two or more.

[0193] 本发明中,粘合剂树脂的含量相对于特定着色化合物和根据情况使用的其它着色剂的合计100质量份通常为10〜1000质量份、优选为20〜500质量份。 [0193] In the present invention, the total content of the binder resin 100 parts by mass with respect to the particular coloring compound and other colorants when used are generally 10~1000 parts by mass, preferably 20~500 parts by mass. 如果粘合剂树脂的含量过少,则存在例如碱性显影性下降,或所得着色组合物的保存稳定性下降的可能,另一方面,如果过多,则着色剂浓度相对下降,因此作为薄膜可能难以达到目标色浓度。 If the content of the binder resin is too small, there is decreased e.g. alkali developability, storage stability, or may be the resulting decrease in the coloring composition, on the other hand, if too large, the toner concentration is relatively decreased, and therefore as a film it may be difficult to achieve the target color density.

[0194] _(〇交联剂_ [0194] _ (_ square cross-linking agent

[0195] 本发明中,(C)交联剂是指具有2个以上能聚合的基团的化合物。 [0195] In the present invention, (C) a crosslinking agent means a compound having two or more polymerizable groups. 作为能聚合的基团,例如可举出烯键性不饱和基团、环氧乙烷基、氧杂环丁烷基、N-烷氧基甲基氨基等。 As the polymerizable group, and examples thereof include ethylenically unsaturated group, oxiranyl, oxetanyl, N- alkoxymethyl group and the like. 本发明中,作为(C)交联剂,优选具有2个以上(甲基)丙烯酰基的化合物或具有2个以上N-烷氧基甲基氨基的化合物,特别优选组合使用具有2个以上(甲基)丙烯酰基的化合物和具有2个以上N-烷氧基甲基氨基的化合物。 In the present invention, as the (C) crosslinking agent, two or more (meth) acryloyl group is preferably a compound having two or more N- or alkoxymethyl group having an amino group, particularly preferably used in combination with two or more ( meth) acryloyl group and a compound having two or more N- alkoxymethyl group having an amino group.

[0196] 作为上述具有2个以上(甲基)丙烯酰基的化合物的具体例,可举出使脂肪族多羟基化合物和(甲基)丙烯酸反应而得到的多官能(甲基)丙烯酸酯、己内酯改性的多官能(甲基)丙烯酸酯、环氧烷改性的多官能(甲基)丙烯酸酯、使具有羟基的(甲基)丙烯酸酯和多官能异氰酸酯反应而得到的多官能氨基甲酸酯(甲基)丙烯酸酯、使具有羟基的(甲基)丙烯酸酯和酸酐反应而得到的具有羧基的多官能(甲基)丙烯酸酯等。 [0196] Examples of the polyfunctional having two or more (meth) acryloyl group Specific examples of the compound include aliphatic polyhydroxy compounds and (meth) acrylate obtained by reacting (meth) acrylate, hexyl lactone-modified polyfunctional (meth) acrylate multifunctional amino, epoxy-modified polyfunctional (meth) acrylate having a hydroxyl group in the (meth) acrylate and the polyfunctional isocyanate-reactive obtained carboxylate (meth) acrylate, (meth) acrylates having a hydroxyl group and acid anhydride to give a multifunctional (meth) acrylate having a carboxyl group.

[0197] 其中,作为上述脂肪族多羟基化合物,例如可举出乙二醇、丙二醇、聚乙二醇、聚丙二醇这样的2元脂肪族多羟基化合物,甘油、三羟甲基丙烷、季戊四醇、二季戊四醇这样的3 元以上的脂肪族多羟基化合物。 [0197] wherein the aliphatic polyhydroxy compounds include ethylene glycol, propylene glycol, polyethylene glycol, polypropylene glycol such 2 membered aliphatic polyhydroxy compound, glycerine, trimethylol propane, pentaerythritol, dipentaerythritol aliphatic polyhydroxy compound such trivalent or more. 作为上述具有羟基的(甲基)丙烯酸酯,例如可举出(甲基) 丙烯酸-2-羟基乙酯、三羟甲基丙烷二(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、丙三醇二甲基丙烯酸酯等。 Examples of the (meth) acrylate having a hydroxyl group, and examples thereof include (meth) acrylate, 2-hydroxyethyl acrylate, trimethylolpropane di (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, glycerol dimethacrylate and the like. 作为上述多官能异氰酸酯,例如可举出甲苯二异氰酸酯、六亚甲基二异氰酸酯、二苯基亚甲基二异氰酸酯、异佛尔酮二异氰酸酯等。 Examples of the polyfunctional isocyanate, for example, include tolylene diisocyanate, hexamethylene diisocyanate, diphenylmethylene diisocyanate, isophorone diisocyanate and the like. 作为酸酐,例如可举出琥珀酸酐、马来酸酐、戊二酸酐、衣康酸酐、邻苯二甲酸酐、六氢邻苯二甲酸酐这样的二元酸的酸酐,均苯四酸二酐、联苯四甲酸二酐、二苯甲酮四甲酸二酐这样的四元酸二酐。 As the acid anhydride, for example, include succinic anhydride, maleic anhydride, glutaric anhydride, itaconic anhydride, phthalic anhydride, a dibasic acid anhydride such as hexahydrophthalic anhydride, pyromellitic dianhydride, biphenyltetracarboxylic dianhydride, benzophenone tetracarboxylic dianhydride such tetrabasic acid dianhydride.

[0198] 另外,作为上述己内酯改性的多官能(甲基)丙烯酸酯,例如,可举出日本特开平11-44955号公报的第[0015]〜[0018]段所记载的化合物。 [0198] Further, as the caprolactone-modified polyfunctional (meth) acrylates, e.g., compound ~ can [0018] include described in JP Patent Publication 11-44955, paragraph [0015]. 作为上述环氧烷改性的多官能(甲基)丙烯酸酯,可举出双酚A的环氧乙烷和/或环氧丙烷改性二(甲基)丙烯酸酯、异氰脲酸的环氧乙烷和/或环氧丙烷改性三(甲基)丙烯酸酯、三羟甲基丙烷的环氧乙烷和/或环氧丙烷改性三(甲基)丙烯酸酯、季戊四醇的环氧乙烷和/或环氧丙烷改性三(甲基)丙烯酸酯、 季戊四醇的环氧乙烷和/或环氧丙烷改性四(甲基)丙烯酸酯、二季戊四醇的环氧乙烷和/或环氧丙烷改性五(甲基)丙烯酸酯、二季戊四醇的环氧乙烷和/或环氧丙烷改性六(甲基)丙稀酸酯等。 Examples of the polyfunctional epoxy-modified (meth) acrylate, bisphenol A include ethylene oxide and / or propylene oxide-modified di (meth) acrylate, isocyanuric acid ring ethylene oxide and / or propylene oxide-modified tri (meth) acrylate, trimethylolpropane ethylene oxide and / or propylene oxide-modified tri (meth) acrylate, pentaerythritol ethylene oxide alkyl and / or propylene oxide-modified tri (meth) acrylate, pentaerythritol ethylene oxide and / or propylene oxide-modified tetra (meth) acrylate, dipentaerythritol ethylene oxide and / or cyclic propylene oxide-modified penta (meth) acrylate, dipentaerythritol ethylene oxide and / or propylene oxide-modified hexa (meth) acrylic acid esters and the like.

[0199] 另外,作为上述具有2个以上N-烷氧基甲基氨基的化合物,例如可举出具有三聚氰胺结构、苯并胍胺结构、脲结构的化合物等。 [0199] Examples of the compound having two or more alkoxy-N- methylamino, and examples thereof include a melamine structure, benzoguanamine structure, compounds having a urea structure or the like. 应予说明,所谓三聚氰胺结构、苯并胍胺结构是指具有1个以上的三嗪环或苯基取代三嗪环作为基本骨架的化学结构,是也包括三聚氰胺、 苯并胍胺或它们的缩合物的概念。 Incidentally, the structure of the so-called melamine, benzoguanamine structure refers to a triazine ring having one or more ring or phenyl substituted triazine chemical structure as a basic skeleton, it is also included melamine, or benzoguanamine condensates thereof the concept was. 作为具有2个以上N-烷氧基甲基氨基的化合物的具体例, 可举出N,N,N',N',N”,N”_六(烷氧基甲基)三聚氰胺、N,N,N',N'_四(烷氧基甲基)苯并胍胺、N,N,N',N'_四(烧氧基甲基)甘脲等。 Specific examples of the compound having two or more alkoxy-N- methyl amino group include N, N, N ', N', N ", N" _ hexa (alkoxymethyl) melamine, N, N, N ', N'_ tetra (alkoxymethyl) benzoguanamine, N, N, N', N'_ tetrakis (burn yloxy) glycoluril and the like.

[0200] 在这些多官能性单体中,优选使3元以上的脂肪族多羟基化合物和(甲基)丙烯酸反应而得到的多官能(甲基)丙烯酸酯、己内酯改性的多官能(甲基)丙烯酸酯、多官能聚氨酯(甲基)丙烯酸酯、具有羧基的多官能(甲基)丙烯酸酯、N,N,N',N',N”,N”_六(烷氧基甲基)三聚氰胺、N,N,N',N' -四(烧氧基甲基)苯并胍胺。 [0200] Among these polyfunctional monomers, it preferred that the three or more membered aliphatic polyhydroxy compounds and (meth) acrylate obtained by reacting a polyfunctional (meth) acrylate, caprolactone-modified polyfunctional (meth) acrylate, multifunctional urethane (meth) acrylate, polyfunctional carboxyl group (meth) acrylate, N, N, N ', N', N ", N" _ hexa (alkoxy methyl) melamine, N, N, N ', N' - tetrakis (methoxymethyl burn) benzoguanamine. 从着色层的强度高、着色层的表面平滑性优异、且在未曝光部的基板上和遮光层上很难产生浮污(地汚机)、膜残留等方面考虑, 在使3元以上的脂肪族多羟基化合物和(甲基)丙烯酸反应而得到的多官能(甲基)丙烯酸酯中,特别优选三羟甲基丙烷三丙烯酸酯、季戊四醇三丙烯酸酯、二季戊四醇五丙烯酸酯、二季戊四醇六丙烯酸酯,在具有羧基的多官能(甲基)丙烯酸酯中,特别优选使季戊四醇三丙烯酸酯和琥珀酸酐反应而得到的化合物、使二季戊四醇五丙烯酸酯和琥珀酸酐反应而得到的化合物。 From the high strength of the colored layer, the colored layer surface smoothness is excellent, and the unexposed portion on the substrate and on the light shielding layer is difficult to produce a floating dirt (dirt machine ground), and other aspects to consider residual film, when the three or more membered polyfunctional (meth) acrylate ester of an aliphatic polyol (meth) acrylate obtained by the reaction and particularly preferred trimethylol propane triacrylate, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexa acrylate, polyfunctional (meth) acrylate having a carboxyl group, particularly preferably pentaerythritol triacrylate and succinic anhydride obtained by reacting compound, dipentaerythritol pentaacrylate and succinic anhydride obtained by reacting compound.

[0201] 本发明中,(C)交联剂可以单独使用或混合2种以上使用。 [0201] In the present invention, (C) a crosslinking agent or mixture can be used alone or two or more kinds thereof.

[0202] 本发明中的(C)交联剂的含量相对于⑶粘合剂树脂100质量份优选是10〜1000质量份,特别优选20〜500质量份。 [0202] In the present invention, the content of (C) crosslinking agent is ⑶ 100 parts by mass of the binder resin is preferably 10~1000 parts by mass, particularly preferably 20~500 parts by mass. 此时,如果交联剂的含量过少,则可能得不到充分的固化性。 At this time, if the content of crosslinking agent is too small, sufficient curability may not be obtained. 另一方面,如果交联剂的含量过多,则在对本发明的着色组合物赋予碱性显影性时,存在碱性显影性下降、未曝光部的基板上或遮光层上容易产生浮污、膜残留等的趋势。 On the other hand, if the content of crosslinking agent is too high, when the coloring composition of the present invention to impart alkali developability, decreased presence of alkali developability, prone to dirt floating on the substrate or on the non-exposed portion of the light-shielding layer, trends film residue and the like.

[0203]-⑶光聚合引发剂- [0203] -⑶ photopolymerization initiator -

[0204]可以使本发明的着色组合物含有⑶光聚合引发剂。 [0204] The coloring composition can be made according to the present invention contains a photopolymerization initiator ⑶. 由此,可以对着色组合物赋予放射线敏感性。 Thereby, it is possible to impart a radiation-sensitive coloring composition. 用于本发明的⑶光聚合引发剂是通过可见光、紫外线、远紫外线、电子束、X 射线等放射线的曝光而产生能够引发上述(C)交联剂的聚合的活性种的化合物。 ⑶ used in the present invention is a photopolymerization initiator by visible light, ultraviolet rays, far ultraviolet rays, electron beams, X-rays and other radiation exposure of the polymeric compounds as crosslinking agents capable of eliciting active species (C) above is generated.

[0205] 作为这样的光聚合引发剂,例如可以列举:噻吨酮系化合物、苯乙酮系化合物、联咪唑系化合物、三嗪系化合物、〇-酰基肟系化合物、餐脅盐系化合物、苯偶姻系化合物、二苯甲酮系化合物、a-二酮系化合物、多环醌系化合物、重氮系化合物、酰亚胺磺酸酯系化合物等。 [0205] Examples of the photopolymerization initiators include, for example: thioxanthone-based compound, acetophenone-based compounds, biimidazole-based compounds, triazine-based compound, 〇- acyl oxime compound, salt-based compound flank meal, benzoin-based compound, benzophenone-based compound, A- diketone-based compound, a polycyclic quinone-based compound, a diazo-based compound, an imide sulfonate compounds.

[0206] 本发明中,光聚合引发剂可以单独使用或将两种以上混合使用。 [0206] In the present invention, the photopolymerization initiator may be used alone or in combination of two or more. 作为光聚合引发剂,优选为选自噻吨酮系化合物、苯乙酮系化合物、联咪唑系化合物、三嗪系化合物、〇-酰基肟系化合物中的至少一种。 As the photopolymerization initiator is preferably selected from the thioxanthone-based compound, acetophenone-based compounds, biimidazole-based compounds, triazine-based compound, at least one 〇- acyl oxime compound.

[0207] 本发明中的优选的光聚合引发剂中,作为噻吨酮系化合物的具体例,可以列举:噻吨酮、2-氯噻吨酮、2-甲基噻吨酮、2-异丙基噻吨酮、4-异丙基噻吨酮、2,4_二氯噻吨酮、2, 4-二甲基噻吨酮、2,4_二乙基噻吨酮、2,4_二异丙基噻吨酮等。 [0207] In the present invention, the preferred photopolymerization initiator, specific examples of the thioxanthone-based compound include: thioxanthone, 2-chloro thioxanthone, 2-methyl-thioxanthone, 2- isopropyl propyl thioxanthone, 4-isopropyl thioxanthone, 2,4_-dichloro thioxanthone, 2,4-dimethyl thioxanthone, diethyl thioxanthone 2,4_ 2,4 _ diisopropyl thioxanthone.

[0208] 另外,作为上述苯乙酮系化合物的具体例,可以列举:2_甲基-1-[4-(甲硫基)苯基]-2-吗啉代丙烷-1-酮、2-苄基-2-二甲氨基-1- (4-吗啉代苯基)丁烷-1-酮、2- (4-甲基苄基)-2-(二甲氨基)-1- (4-吗啉代苯基)丁烷-1-酮等。 [0208] Further, Specific examples of the acetophenone-based compound include: 2_-methyl-1- [4- (methylthio) phenyl] -2-morpholino-1-one, 2 - benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one, 2- (4-methylbenzyl) -2- (dimethylamino) -1- ( 4-morpholinophenyl) butan-1-one.

[0209] 另外,作为上述联咪唑系化合物的具体例,可以列举:2,2' -双(2-氯苯基)-4,4', 5,5'-四苯基-1,2'-联咪唑、2,2'-双(2,4-二氯苯基)-4,4',5,5'-四苯基-1,2'-联咪唑、2, 2' -双(2,4,6-三氯苯基)-4,4',5,5' -四苯基-1,2' -联咪唑等。 [0209] Further, Specific examples of the biimidazole-based compound include: 2,2 '- bis (2-chlorophenyl) -4,4', 5,5'-tetraphenyl-1,2 ' - biimidazole, 2,2'-bis (2,4-dichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2, 2' - bis ( 2,4,6-trichlorophenyl) -4,4 ', 5,5' - tetraphenyl-1,2 '- biimidazole, and the like.

[0210] 应予说明,使用联咪唑系化合物作为光聚合引发剂时,从可以改善感光度的观点考虑优选并用供氢体。 [0210] Note that, with the use of imidazole-based compound as photopolymerization initiator, from the viewpoint of sensitivity can be improved is preferable to use a hydrogen donor. 在此所说的“供氢体”是指可以对通过曝光由联咪唑系化合物产生的自由基供给氢原子的化合物。 The term "hydrogen donor" refers to compounds may be supplied to the hydrogen atom of radical produced by the biimidazole-based compound upon exposure. 作为供氢体,例如可以列举:2_巯基苯并噻唑、2-巯基苯并p恶唑等硫醇系供氢体,4,4'-双(二甲氨基)二苯甲酮、4,4'-双(二乙氨基)二苯甲酮等胺系供氢体。 As hydrogen donor, for example, include: 2_ mercapto benzothiazole, 2-mercaptobenzothiazole p and mercaptan oxazole-based hydrogen donors, 4,4'-bis (dimethylamino) benzophenone, 4, 4'-bis (diethylamino) benzophenone amine-based hydrogen donor. 本发明中,供氢体可以单独使用或将两种以上混合使用,从可以进一步改善感光度的观点考虑,优选将一种以上的硫醇系供氢体与一种以上的胺系供氢体组合使用。 In the present invention, a hydrogen donor may be used alone or in combination of two or more, from the viewpoint of further improving the sensitivity, preferably one or more of the mercaptan-based hydrogen donor and one or more amine-based hydrogen donor combination.

[0211] 另外,作为上述三嗪系化合物的具体例,可以列举:2,4,6-三(三氯甲基)均三嗪、 2-甲基-4,6-二(三氯甲基)均三嗪、2- [2- (5-甲基呋喃-2-基)乙烯基]-4,6-二(三氯甲基) 均三嗪、2- [2-(呋喃-2-基)乙烯基]-4,6-二(三氯甲基)均三嗪、2- [2- (4-二乙氨基-2-甲基苯基)乙烯基]-4,6-二(三氯甲基)均三嗪、2- [2- (3,4-二甲氧基苯基)乙烯基]-4,6-二(三氯甲基)均三嗪、2- (4-甲氧基苯基)-4,6-二(三氯甲基)均三嗪、2- (4-乙氧基苯乙烯基)-4, 6_二(三氯甲基)均三嗪、2- (4-正丁氧基苯基)-4,6-二(三氯甲基)均三嗪等具有齒代甲基的三嗪系化合物。 [0211] Further, Specific examples of the triazine-based compounds include: 2,4,6-tris (trichloromethyl) -s-triazine, 2-methyl-4,6-bis (trichloromethyl ) -s-triazine, 2- [2- (5-methyl-furan-2-yl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- [2- (furan-2 yl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- [2- (4-diethylamino-2-methylphenyl) ethenyl] -4,6-bis ( trichloromethyl) -s-triazine, 2- [2- (3,4-dimethoxyphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- (4- methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-ethoxy-styryl) -4, 6_ bis (trichloromethyl) -s-triazine, 2- (4-n-butoxy) -4,6-bis (trichloromethyl) -s-triazine-based compound having a triazine teeth substituting methyl.

[0212] 另外,作为0-酰基肟系化合物的具体例,可以列举:1,2_辛二酮,1-[4-(苯硫基)苯基]-,2- (0-苯甲酰月亏)、乙酮,1 - [9-乙基-6- (2-甲基苯甲酰基)-9H-咔唑-3-基]-,卜(0-乙酰月亏)、乙酮,卜[9-乙基-6- (2-甲基-4-四氢呋喃基甲氧基苯甲酰基)-9H-咔唑-3-基]-,卜(0-乙酰聘)、乙酮,1-[9_乙基-6-{2-甲基-4-(2,2-二甲基_1,3_二氧戊环基)甲氧基苯甲酰基} -9H-咔唑-3-基]-,1- (0-乙酰月亏)等。 [0212] Further, specific examples of 0- acyl oxime compound include: 1,2_ octanedione, 1- [4- (phenylthio) phenyl] -, 2- (o-benzoyl waning), ethanone, 1 - [9-ethyl-6- (2-methylbenzoyl) -9H- carbazol-3-yl] -, BU (O-acetyl waning), ethanone, Bu [9-ethyl-6- (2-tetrahydrofuryl-methyl-4-methoxybenzoyl) -9H- carbazol-3-yl] -, BU (O-acetyl employed), ethanone, 1 - [9_ ethyl-6- {2-methyl-4- (2,2-dimethyl _1,3_ dioxolanyl) methoxy-benzoyl-3-yl} -9H-carbazole - yl] -, 1- (O-acetyl waning) and the like.

[0213] 本发明中,使用苯乙酮系化合物等联咪唑系化合物以外的光聚合引发剂时,也可以并用增感剂。 [0213] In the present invention, the use of light with imidazole compounds acetophenone compound other than the polymerization initiator, it may be used sensitizer. 作为这样的增感剂,例如可以列举:4,4'-双(二甲氨基)二苯甲酮、4,4'-双(二乙氨基)二苯甲酮、4-二乙氨基苯乙酮、4-二甲氨基苯丙酮、4-二甲氨基苯甲酸乙酯、4-二甲氨基苯甲酸-2-乙基己酯、2,5-双(4-二乙氨基亚苄基)环己酮、7-二乙氨基-3- (4-二乙氨基苯甲酰基)香豆素、4-(二乙氨基)查耳酮等。 As such sensitizers include, for example: 4,4'-bis (dimethylamino) benzophenone, 4,4'-bis (diethylamino) benzophenone, 4-diethylamino-phenylethyl ketone, 4-dimethylamino propiophenone, 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 2-ethylhexyl, 2,5-bis (4-diethylamino-methylbenzylidene) cyclohexanone, 7-diethylamino-3- (4-diethylamino-benzoyl) coumarin, 4- (diethylamino) chalcone and the like.

[0214] 本发明中,光聚合引发剂的含量相对于(C)交联剂100质量份优选为0.01〜120质量份,特别优选为1〜100质量份。 [0214] the present invention, the content of the photopolymerization initiator with respect to 100 parts by mass of (C) crosslinking agent is preferably 0.01~120 parts by mass, and particularly preferably 1~100 parts by mass. 此时,如果光聚合引发剂的含量过少,则利用曝光进行的固化可能不充分,另一方面,如果过多,则存在所形成的着色层在显影时容易从基板上脱落的趋势。 At this time, if the content of the photopolymerization initiator is too small, curing by exposure may be insufficient, on the other hand, if too large, the tendency of the formed colored layer easily detached from the substrate during development is present.

[0215] -⑵溶剂- [0215] -⑵ Solvent -

[0216] 本发明的着色组合物含有上述(A)〜(C)成分和任意加入的其它成分,通常配合溶剂制备成液状组合物。 The coloring composition [0216] of the present invention contains (A) ~ (C) component and the other ingredients added in any of the above, usually prepared with a solvent as a liquid composition.

[0217] 作为上述溶剂,只要是将构成着色组合物的㈧〜(C)成分和其它成分分散或溶解且不与这些成分反应、具有适度的挥发性的溶剂,则可以适当地选择使用。 [0217] The solvent, as long as the coloring composition ㈧~ constituting component (C) and other ingredients are dispersed or dissolved and does not react with these components, has appropriate volatile solvent, can be appropriately selected and used.

[0218] 作为这样的溶剂,例如可举出:乙二醇单甲醚、乙二醇单乙醚、乙二醇单正丙醚、乙二醇单正丁醚、二乙二醇单甲醚、二乙二醇单乙醚、二乙二醇单正丙醚、二乙二醇单正丁醚、 三乙二醇单甲醚、三乙二醇单乙醚、丙二醇单甲醚、丙二醇单乙醚、丙二醇单正丙醚、丙二醇单正丁醚、二丙二醇单甲醚、二丙二醇单乙醚、二丙二醇单正丙醚、二丙二醇单正丁醚、三丙二醇单甲醚、三丙二醇单乙醚等(聚)烷撑二醇单烷基醚类; [0218] Examples of such solvents include, for example: ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether, 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 monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono n-propyl ether, propylene glycol mono-n-butyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol mono n-propyl ether, dipropylene glycol mono-n-butyl ether, tripropylene glycol monomethyl ether, triethylene glycol monoethyl ether (poly) alkylene glycol monoalkyl ethers;

[0219] 乳酸甲酯、乳酸乙酯等乳酸烷基酯类; [0219] methyl lactate, ethyl lactate and other alkyl esters;

[0220] 甲醇、乙醇、丙醇、丁醇、异丙醇、异丁醇、叔丁醇、辛醇、2-乙基己醇、环己醇等(环) 烧基醇类; [0220] methanol, ethanol, propanol, butanol, isopropanol, isobutanol, t-butanol alcohol burn-yl, octanol, 2-ethylhexanol, cyclohexanol and the like (cyclo);

[0221] 二丙酮醇等酮醇类; Ketone alcohols [0221] and diacetone alcohol;

[0222] 乙二醇单甲醚乙酸酯、乙二醇单乙醚乙酸酯、二乙二醇单甲醚乙酸酯、二乙二醇单乙醚乙酸酯、丙二醇单甲醚乙酸酯、丙二醇单乙醚乙酸酯、二丙二醇单甲醚乙酸酯、乙酸3-甲氧基丁酯、乙酸3-甲基-3-甲氧基丁酯等(聚)烷撑二醇单烷基醚乙酸酯类; [0222] ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate , propylene glycol monoethyl ether acetate, dipropylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, etc. (poly) alkylene glycol monoalkyl ether acetates;

[0223] 二乙二醇二甲基醚、二乙二醇甲基乙基醚、二乙二醇二乙基醚、四氢呋喃等其它的醚类; [0223] diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, tetrahydrofuran and other ethers;

[0224] 甲基乙基酮、环己酮、2-庚酮、3-庚酮等酮类; [0224] methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone and other ketones;

[0225] 丙二醇二乙酸酯、1,3_ 丁二醇二乙酸酯、1,6_己二醇二乙酸酯等二乙酸酯类; [0225] propylene glycol diacetate, butylene glycol diacetate 1,3_, 1,6_ hexylene glycol diacetate esters such as dibutyltin diacetate;

[0226] 3-甲氧基丙酸甲酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸甲酯、3-乙氧基丙酸乙酯、 乙氧基乙酸乙酯、3-甲基-3-甲氧基丁基丙酸酯等烷氧基羧酸酯类; [0226] 3-methoxy propionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl ethoxyacetate, methyl-3-methoxybutyl propionate alkoxy carboxylic acid esters;

[0227] 乙酸乙酯、乙酸正丙酯、乙酸异丙酯、乙酸正丁酯、乙酸异丁酯、甲酸正戊酯、乙酸异戊酯、丙酸正丁酯、丁酸乙酯、丁酸正丙酯、丁酸异丙酯、丁酸正丁酯、丙酮酸甲酯、丙酮酸乙酯、丙酮酸正丙酯、乙酰乙酸甲酯、乙酰乙酸乙酯、2-氧代丁酸乙酯等其它酯类; [0227] ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, n-butyl propionate, ethyl butyrate, n-propyl, isopropyl butyrate, n-butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, 2-oxo-butanoate and other esters;

[0228] 甲苯、二甲苯等芳香烃类; [0228] toluene, xylene and the like aromatic hydrocarbons;

[0229] N,N_二甲基甲酰胺、N,N_二甲基乙酰胺、N-甲基吡咯烷酮等酰胺或内酰胺类等。 [0229] N, N_-dimethylformamide, N, N_-dimethylacetamide, N- methylpyrrolidone amides or lactams and the like.

[0230] 在这些溶剂中,从溶解性、颜料分散性、涂布性等观点出发,优选丙二醇单甲醚、丙二醇单乙醚、乙二醇单甲醚乙酸酯、丙二醇单甲醚乙酸酯、丙二醇单乙醚乙酸酯、乙酸3-甲氧基丁酯、二乙二醇二甲醚、二乙二醇甲基乙基醚、环己酮、2-庚酮、3-庚酮、1,3_ 丁二醇二乙酸酯、1,6_己二醇二乙酸酯、乳酸乙酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸甲酯、3-乙氧基丙酸乙酯、3-甲基-3-甲氧基丁基丙酸酯、乙酸正丁酯、乙酸异丁酯、甲酸正戊酯、乙酸异戊酯、丙酸正丁酯、丁酸乙酯、丁酸异丙酯、丁酸正丁酯、丙酮酸乙酯等。 [0230] Among these solvents, solubility, pigment dispersibility, coatability and the like viewpoint, propylene glycol monomethyl ether, propylene glycol monoethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate , propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, 2-heptanone, 3-heptanone, 1 , 3_ butylene glycol diacetate, 1,6_ hexylene glycol diacetate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-ethoxypropionate, methyl 3-ethoxy ethyl propionate, methyl-3-methoxybutyl propionate, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, n-butyl propionate, butyrate ethyl, isopropyl butyrate, n-butyl butyrate, ethyl pyruvate and the like.

[0231] 本发明中,溶剂可以单独使用或者混合两种以上使用。 [0231] In the present invention, solvents may be used singly or in combination of two or more.

[0232] 溶剂的含量没有特别限定,从得到的着色组合物的涂布性、稳定性等的观点出发, 优选是使该着色组合物除溶剂外的各成分的合计浓度为5〜50质量%的量,特别优选是10 〜40质量%的量。 [0232] content of the solvent is not particularly limited, but from the viewpoint of the coloring composition obtained coatability, stability and the like, preferably each of the ingredients except the solvent coloring composition of total concentration of 5~50% by mass the amount, particularly preferably in an amount of 10 ~ 40% by mass.

[0233] -添加剂- [0233] - Additives -

[0234] 本发明的着色组合物根据需要还可以含有各种添加剂。 [0234] The coloring composition of the present invention may further contain various additives.

[0235] 作为添加剂,例如可举出:玻璃、氧化铝等填充剂;聚乙烯醇、聚(氟烷基丙烯酸酯) 类等高分子化合物;氟系表面活性剂、硅系表面活性剂等表面活性剂;乙烯基三甲氧基硅烷、乙烯基三乙氧基硅烷、乙烯基三(2-甲氧基乙氧基)硅烷、N- (2-氨基乙基)-3-氨基丙基甲基二甲氧基硅烷、N- (2-氨基乙基)-3-氨基丙基三甲氧基硅烷、3-氨基丙基三乙氧基硅烷、3-环氧丙氧丙基三甲氧基硅烷、3-环氧丙氧丙基甲基二甲氧基硅烷、2- (3,4-环氧环己基)乙基三甲氧基硅烷、3-氯丙基甲基二甲氧基硅烷、3-氯丙基三甲氧基硅烷、3-甲基丙烯酰氧丙基三甲氧基硅烷、3-巯基丙基三甲氧基硅烷等密合促进剂;2,2-硫代双(4-甲基-6-叔丁基苯酸)、2,6-二叔丁基苯酸等抗氧化剂;2- (3-叔丁基_5_甲基_2_轻基苯基)_5_氯苯并三唑、烷氧基二苯甲酮类等紫外线吸收剂;聚丙烯酸钠等防絮凝 [0235] Examples of additives include: glass, alumina and other fillers; polyvinyl alcohol, poly (fluoroalkyl acrylate) -based polymer compound and the like; surface of the fluorine-based surfactant and the like surfactants, silicon-based an active agent; vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2- aminoethyl) -3-aminopropyl methyl dimethoxysilane, N- (2- aminoethyl) -3-aminopropyl trimethoxysilane, 3-aminopropyl triethoxysilane, 3-glycidoxypropyl trimethoxysilane, 3- glycidoxypropyl methyl dimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropyl methyl dimethoxysilane, 3- chloropropyl trimethoxysilane, 3-methacryloxypropyl trimethoxy silane, 3-mercaptopropyl trimethoxy silane adhesion promoter; 2,2-thiobis (4-methyl - antioxidants 6-tert-butyl benzoic acid), 2,6-di-t-butyl benzoic acid and the like; 2- (3-tert-butyl-methyl _2_ _5_ light phenyl) _5_ chlorobenzotriazole azole, alkoxy benzophenone ultraviolet absorbers; anti-flocculation sodium polyacrylate ;丙二酸、己二酸、衣康酸、柠康酸、富马酸、中康酸、2-氨基乙醇、3-氨基-1-丙醇、5-氨基-1-戊醇、3-氨基_1,2_丙二醇、2-氨基-1,3-丙二醇、4-氨基-1,2-丁二醇等残渣改善剂;琥珀酸单[2-(甲基)丙烯酰氧乙基]酯、邻苯二甲酸单[2-(甲基)丙烯酰氧乙基]酯、co-羧基聚己内酯单(甲基)丙烯酸酯等显影性改善剂;日本特开2008-242078号公报等中公开的具有反应性官能团的硅氧烷低聚物等。 ; Malonic acid, adipic acid, itaconic acid, citraconic acid, fumaric acid, mesaconic acid, 2-aminoethanol, 3-amino-1-propanol, 5-amino-1-pentanol, 3 amino _1,2_ propanediol, 2-amino-1,3-propanediol, 4-amino-1,2-butanediol residue improving agent and the like; succinic acid mono- [2- (meth) acryloyloxyethyl] phthalate, mono [2- (meth) acryloyloxyethyl] ester, carboxy CO- polycaprolactone mono (meth) acrylate developability improving agent; Japanese Patent Publication Laid-open No. 2008-242078 like disclosed siloxane oligomer having a reactive functional group.

[0236] 本发明的着色组合物可以通过适当的方法来制备,作为其制备方法,例如可举出日本特开2008-58642号公报、日本特开2010-132874号公报等中公开的方法。 The coloring composition [0236] of the present invention may be prepared by any suitable method, as a method for their preparation, for example, the method disclosed in Japanese Laid-Open Patent Publication No. 2008-58642, Japanese Patent Publication Laid-Open No. 2010-132874 and the like may be exemplified. 在使用特定着色化合物和作为其他着色剂的颜料时,如日本特开2010-132874号公报所示,可采用以下方法:将含有特定着色化合物的染料溶液通过第1过滤器后,将通过了第1过滤器的染料溶液与另外制备的颜料分散液等混合,将得到的着色组合物通过第2过滤器,由此进行制备。 When using a pigment as a specific coloring compound and other colorants, as described in Japanese Patent Laid-Open Publication No. 2010-132874, the following method may be employed: a dye solution containing a specific coloring by the compound after the first filter, the first through the a filter dye solution additionally mixed with the pigment dispersion liquid prepared in the like, the coloring composition obtained by the second filter, thereby prepared. 另夕卜,也可以采用以下方法:将含有特定着色化合物的染料与上述⑶〜(C)成分、以及根据需要的上述⑶成分和添加剂成分溶解到(E)溶剂中,将得到的溶液通过第1过滤器后,将通过了第1过滤器的溶液与另外制备的颜料分散液混合,将得到的着色组合物通过第2过滤器, 由此进行制备。 Another Bu Xi, a method may be employed: a dye containing a specific coloring compound with said ⑶~ (C) component, and was dissolved (E) a solvent of the above components and additives ⑶ components required, the resulting solution through a first after 1 filter, by mixing the first solution with an additional filter prepared pigment dispersion liquid, the resulting coloring composition through the second filter, thereby prepared. 另外,也可以采用以下方法:将含有特定着色化合物的染料溶液通过第1过滤器后,将通过了第1过滤器的染料溶液与上述⑶〜(C)成分、以及根据需要的上述(D)〜 (E)成分和添加剂成分混合、溶解,将得到的溶液通过第2过滤器,进一步将通过了第2过滤器的溶液与另外制备的颜料分散液混合,将得到的着色组合物通过第3过滤器,由此进行制备。 Further, the following methods may be employed: a dye solution containing a specific coloring by the compound after the first filter, the dye solution through the first filter with said ⑶~ (C) component, and the above (D) required ~ (E) component and additive components mixed and dissolved, the resulting solution was passed through the second filter, and further through the second filter was colored composition further mixing the pigment dispersion prepared, obtained by the third filter, thereby prepared.

[0237] 滤色器及其制造方法 [0237] The color filter manufacturing method thereof

[0238] 本发明的滤色器具备含有特定着色化合物的着色层。 [0238] The color filter according to the present invention includes a colored layer containing a specific colorant compound.

[0239] 作为制造滤色器的方法,第一可举出以下方法。 [0239] As a method for producing a color filter, a first method may include the following. 首先,在基板表面上,根据需要,按照划分出形成像素的部分的方式形成遮光层(黑矩阵)。 First, on the substrate surface, if necessary, a light shielding layer (black matrix) in a manner divided into a pixel portion is formed. 接着,在该基板上,涂布例如含有特定着色化合物的蓝色放射线敏感性组合物的液状组合物后,进行预烘烤使溶剂蒸发,形成涂膜。 After the blue Next, on the substrate, a coating containing a specific coloring compound e.g. liquid composition of the radiation sensitive composition, pre-baked to evaporate the solvent, form a coating film. 接着,介由光掩模对该涂膜曝光后,使用碱性显影液进行显影,溶解除去涂膜的未曝光部。 Subsequently, via a photo mask film after exposure using an alkaline developing solution to dissolve the unexposed portions of the coating removed. 之后,通过后烘烤,形成蓝色像素图案以规定排列配置的像素阵列。 Thereafter, by baking after forming the pixel array pattern of a blue pixel arranged in a predetermined order.

[0240] 接着,使用绿色或红色的各着色放射线敏感性组合物,与上述同样地,进行各着色放射线敏感性组合物的涂布、预烘烤、曝光、显影和后烘烤,在同一基板上顺次形成绿色像素阵列和红色像素阵列。 [0240] Next, each green or red colored radiation-sensitive composition, similar to the above, for each of the colored radiation sensitive composition coating, prebaking, exposure, development and post-baking, the same substrate sequentially formed on the green pixel and the red pixel array of arrays. 由此,得到在基板上配置有红色、绿色和蓝色三原色的像素阵列的滤色器。 Thus, a substrate disposed on the red, green and blue primary color pixel arrays. 但是,本发明中,形成各色像素的顺序不限定于上述顺序。 However, in the present invention, the order of each color pixel is formed is not limited to the above order.

[0241] 另外,黑矩阵可以通过采用光刻法将通过溅射或蒸镀而成膜的铬等金属薄膜制成期望的图案来形成,也可以使用分散有黑色着色剂的着色放射线敏感性组合物、与上述像素形成的情况同样地形成。 [0241] Further, the black matrix may be deposition by sputtering or vapor deposition of a metal thin film made of chromium or the like to form a desired pattern by a photolithography method, there may be used a dispersion of black colorant colored radiation-sensitive composition It was formed in the same manner as in the case of forming the pixel. 本发明的着色组合物也可以很好地用于所述黑矩阵的形成。 The coloring composition of the present invention can be well used to form the black matrix.

[0242] 作为形成滤色器时使用的基板,例如可举出玻璃、硅、聚碳酸酯、聚酯、芳香族聚酰胺、聚酰胺酰亚胺、聚酰亚胺等。 [0242] As the substrate used for forming a color filter, for example, include glass, silicon, polycarbonate, polyester, aromatic polyamide, polyamideimide, and polyimide.

[0243] 另外,对这些基板,根据需要,也可以事先实施使用硅烷偶联剂等的试剂处理、等离子体处理、离子镀、溅射、气相反应法、真空蒸镀等适当的前处理。 [0243] Further, on these substrates, as necessary, may be implemented prior treatment with a reagent such as a silane coupling agent, plasma treatment, ion plating, sputtering a suitable pretreatment, a gas phase reaction method, vacuum deposition.

[0244] 在将着色放射线敏感性组合物涂布到基板上时,可采用喷涂法、辊涂法、旋转涂布法(旋涂法)、缝型模头涂布法、棒涂法等适当的涂布法,特别优选采用旋涂法、缝型模头涂布法。 [0244] When the colored radiation-sensitive composition onto a substrate, can be a spray coating method, a roll coating method, a spin coating method (spin coating), slot die coating, bar coating method suitable coating method, spin coating method is particularly preferred, slot die coating method.

[0245] 预烘烤通常将减压干燥和加热干燥组合进行。 [0245] The pre-baking is usually dried under reduced pressure and drying by heating in combination. 减压干燥通常进行到50〜200Pa。 Drying is usually carried out under reduced pressure to 50~200Pa. 另夕卜,加热干燥的条件通常是70〜110°C、1〜10分钟左右。 Another Bu Xi, heat drying conditions are generally 70~110 ° C, about 1~10 minutes.

[0246] 涂布厚度以干燥后的膜厚计,通常是0.6〜8. Own,优选是1.2〜5. Own。 [0246] The thickness of the coating film thickness after drying, is generally 0.6~8. Own, preferably 1.2~5. Own.

[0247] 作为形成像素和/或黑矩阵时使用的放射线的光源,例如可举出氙灯、卤素灯、钨灯、高压水银灯、超高压水银灯、金属齒化物灯、中压水银灯、低压水银灯等灯光源,氩离子激光器、YAG激光器、XeCl准分子激光器、氮激光器等激光器光源等,但优选波长在190〜 450nm范围的放射线。 [0247] As a light source of radiation used in forming pixels and / or a black matrix, for example, include a xenon lamp, a halogen lamp, a tungsten lamp, high pressure mercury lamp, ultrahigh pressure mercury lamp, metal teeth of the lamp, a medium pressure mercury lamp, low pressure mercury lamp, etc. a light source, an argon ion laser, YAG laser, XeCl excimer laser, a nitrogen laser, a laser light source, the wavelength of the radiation is preferably in the range of 190~ 450nm.

[0248] 放射线的曝光量一般优选10〜10000J/m2。 Exposure [0248] The radiation is generally preferred 10~10000J / m2.

[0249] 另外,作为上述碱性显影液,例如优选碳酸钠、氢氧化钠、氢氧化钾、四甲基氢氧化铵、胆碱、1,8-二氮杂双环[5.4.0] -7-^碳烯、1,5-二氮杂双环[4.3.0] -5-壬烯等的水溶液。 [0249] Further, as the alkaline developer, such as preferably sodium carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline, 1,8-diazabicyclo [5.4.0] -7 - ^ ene, 1,5-diazabicyclo aqueous [4.3.0] -5-nonene or the like.

[0250] 在上述碱性显影液中,也可以适量添加例如甲醇、乙醇等水溶性有机溶剂、表面活性剂等。 [0250] In the alkali developer, an appropriate amount may be added, for example, water-soluble organic solvent such as methanol, ethanol and the like, and a surfactant. 应予说明,碱性显影后通常进行水洗。 Note that, after the alkali development is usually washed with water.

[0251] 作为显影处理法,可适用喷淋显影法、喷雾显影法、浸渍(dip)显影法、浸置(浸没) 显影法等。 [0251] As a developing treatment method, applicable shower developing method, a spray developing method, dipping (DIP) developing method, a puddle (immersion) development method and the like. 显影条件优选是常温下5〜300秒。 The developing condition is preferably room temperature 5~300 seconds.

[0252] 后烘烤的条件通常是120〜280°C、10〜60分钟左右,从本着色剂的耐热性方面考虑,后烘烤的温度优选在240 °C以下,特别优选在230 °C以下。 [0252] The post-bake conditions are usually 120~280 ° C, about 10 to 60 minutes, from the viewpoint of heat resistance of the colorant present, the baking temperature is preferably 240 ° C or less, particularly preferably 230 ° C.

[0253] 这样形成的像素的膜厚通常是0.5〜5. Own,优选是1.0〜3. Own。 The film thickness of the pixel [0253] thus formed is generally 0.5~5. Own, preferably 1.0~3. Own.

[0254] 另外,作为制造滤色器的第二方法,可采用日本特开平7-318723号公报、日本特开2000-310706号公报等所公开的利用喷墨方式得到各色的像素的方法。 [0254] Further, as the second method of producing a color filter, may be employed Publication JP 7-318723, JP-jet system Publication No. 2000-310706 etc. The method disclosed in the resulting color of the pixel. 在该方法中,首先, 在基板表面上形成兼有遮光功能的隔壁。 In this method, first, a function of both the light-shielding partition wall on the substrate surface. 接着,在形成的隔壁内,通过喷墨装置将例如含有特定着色化合物的蓝色着色组合物的液状组合物喷出,然后进行预烘烤使溶剂蒸发。 Next, in the partition wall formed by an ink-jet apparatus comprising the liquid composition, for example, a blue coloring composition is discharged specific coloring compound, and then pre-baked to evaporate the solvent. 接着, 根据需要将该涂膜曝光后,进行后烘烤,由此使其固化,形成蓝色像素图案。 Then, the film after exposure necessary, after baking, thereby cured to form a blue pixel pattern.

[0255] 接着,使用绿色或红色的各着色组合物,与上述同样地,在同一基板上顺次形成绿色像素图案和红色像素图案。 [0255] Next, each green or red coloring composition, as described above, the pattern and the green pixel are sequentially formed a red pixel pattern on the same substrate. 由此,得到在基板上配置有红色、绿色和蓝色三原色的像素图案的滤色器。 Thus, a color filter substrate disposed on the red, green and blue components of a pixel pattern. 但是,本发明中,形成各色像素的顺序不限定于上述顺序。 However, in the present invention, the order of each color pixel is formed is not limited to the above order.

[0256] 应予说明,上述隔壁不仅起到遮光功能,还起到使喷出到划分区域内的各色着色组合物不混色的功能,因而膜厚比上述第一方法中使用的黑矩阵厚。 [0256] Incidentally, the partition wall functions as a light-shielding function not only, but also serves to discharge the coloring composition in each color region is not divided into color mixing function, and thus the use of a black matrix film thickness thicker than the first method. 因此,隔壁通常使用黑色放射线敏感性组合物来形成。 Thus, the partition wall is usually formed using a black radiation-sensitive composition.

[0257] 形成滤色器时使用的基板、放射线的光源以及预烘烤、后烘烤的方法、条件与上述第一方法相同。 [0257] substrate is used for forming a color filter, a radiation source and a pre-baking process after the baking, the same conditions as the above-described first method. 这样,通过喷墨方式形成的像素的膜厚与隔壁的高度是相同程度。 Thus, the height and thickness of the pixel partition walls formed by an inkjet method are the same extent.

[0258] 在这样得到的像素图案上,根据需要形成保护膜后,通过溅射形成透明导电膜。 [0258] In the pattern thus obtained on a pixel, as needed after forming the protective film, a transparent conductive film is formed by sputtering. 在形成透明导电膜后,也可以进一步形成隔离件来制成滤色器。 After forming the transparent conductive film may be further formed spacer member be made of the color filter. 隔离件通常使用放射线敏感性组合物来形成,也可以制成具有遮光性的隔离件(黑色隔离件)。 The spacer is generally used to form a radiation-sensitive composition, it may also be made of an opaque spacer member (spacer black). 此时,使用分散有黑色着色剂的着色放射线敏感性组合物,本发明的着色组合物也可以很好地用于形成所述黑色隔离件。 In this case, dispersed black colorant colored radiation-sensitive composition, the coloring composition of the present invention can be well used to form the black spacers.

[0259] 这样得到的本发明的滤色器,亮度和色纯度极高,因而对彩色液晶显示元件、彩色摄像管元件、彩色传感器、有机EL显示元件、电子纸等极其有用。 [0259] The color filter according to the present invention thus obtained, high brightness and color purity, and thus the color liquid crystal display device, a color image pickup element, the color sensor, the organic EL display device, electronic paper is extremely useful.

[0260] 显示元件 [0260] Display device

[0261] 本发明的显示元件具备本发明的滤色器。 Display element [0261] of the present invention includes a color filter according to the present invention. 作为显示元件,可举出彩色液晶显示元件、有机EL显示元件、电子纸等。 As the display element may include a color liquid crystal display device, an organic EL display device, electronic paper.

[0262] 具备本发明的滤色器的彩色液晶显示元件可以采用适当的结构。 [0262] The color filter according to the present invention includes a color liquid crystal display element suitable configuration may be employed. 例如可以采用以下结构:在与配置有薄膜晶体管(TFT)的驱动用基板不同的基板上形成滤色器,驱动用基板和形成有滤色器的基板介由液晶层对向配置;另外也可以采用以下结构:在配置有薄膜晶体管(TFT)的驱动用基板的表面上形成了滤色器的基板、和形成有IT0 (掺锡氧化铟)电极的基板介由液晶层对向配置。 For example, the following structures may be employed: a color filter formed on a substrate different from the substrate and disposed in driving a thin film transistor (TFT), the driving substrate and a color filter substrate via a liquid crystal layer arranged to; another may be following structure: with the upper surface of the substrate is formed a thin film disposed on the driving transistor (TFT) substrate of the color filter, and is formed with a IT0 (indium tin oxide) electrode substrate via the liquid crystal layer to the configuration. 后者的结构可以显著提高开口率,具有可得到明亮且高精细的液晶显示元件的优点。 The latter structure can significantly improve the aperture ratio, can be obtained having bright and high-definition liquid crystal display element advantage.

[0263] 具备本发明的滤色器的彩色液晶显示元件,除冷阴极荧光管(CCFL:Cold Cathode Fluorescent Lamp)以外,还可以具备以白色LED为光源的背光源单元。 [0263] The color filter according to the present invention includes a color liquid crystal display device, in addition to the cold cathode fluorescent tube: outside (CCFL Cold Cathode Fluorescent Lamp), a backlight unit may further include a white LED as a light source. 作为白色LED,例如可举出将红色LED、绿色LED和蓝色LED组合通过混色来得到白色光的白色LED,将蓝色LED、 红色LED和绿色荧光体组合通过混色来得到白色光的白色LED,将蓝色LED、红色发光荧光体和绿色发光荧光体组合通过混色来得到白色光的白色LED,通过蓝色LED和YAG系荧光体的混色来得到白色光的白色LED,将蓝色LED、橙色发光荧光体和绿色发光荧光体组合通过混色来得到白色光的白色LED,将紫外线LED、红色发光荧光体、绿色发光荧光体和蓝色发光荧光体组合通过混色来得到白色光的白色LED等。 As a white LED, for example, may include a red LED, a green LED and a blue LED to obtain white light by mixing white LED, a blue LED, a red LED and a green phosphor combination to obtain white light by color mixture white LED the blue LED, and the phosphor composition emitting red light emitting phosphor as a green to white light by mixing the white LED, white light is obtained by mixing a blue LED and a YAG phosphor white LED, blue LED, orange light emitting phosphor and a combination of green emitting phosphor to obtain white light by mixing the white LED, an ultraviolet LED, the red emitting phosphor, and a green light emitting phosphor composition emitting blue phosphor obtained by mixing a white light such as white LED .

[0264] 在具备本发明的滤色器的彩色液晶显示元件中,可以适用TN (Twisted Nematic, 扭曲向列)型、STN(Super Twisted Nematic,超扭曲向列)型、IPS(In_Planes Switching, 面内切换)型、VA (Vertical Alignment,垂直取向)型、0CB(0ptically Compensated Birefringence,光学补偿弯曲排列)型等适当的液晶模式。 [0264] In the display device can be applied TN (Twisted Nematic, twisted nematic) type, STN (Super Twisted Nematic, super-twisted nematic) type liquid crystal color filter according to the present invention includes a, IPS (In_Planes Switching, surface the switching) type, VA (vertical alignment, vertical alignment) type, 0CB (0ptically compensated appropriate liquid crystal mode Birefringence, optically compensated bend alignment) type.

[0265] 另外,具备本发明的滤色器的有机EL显示元件可以采用适当的结构,例如可举出日本特开平11-307242号公报所公开的结构。 [0265] Further, the color filter of the present invention includes an organic EL display element suitable structures may be employed include, for example JP 11-307242 structure disclosed in the publication.

[0266] 另外,具备本发明的滤色器的电子纸可以采用适当的结构,例如可举出日本特开2007-41169号公报所公开的结构。 [0266] Further, the present invention includes a color electronic paper suitable configuration may be employed, for example, include configuration Publication JP 2007-41169 disclosed.

[0267] [实施例] [0267] [Example]

[0268] 以下,列举实施例,进一步具体地说明本发明的实施方式。 [0268] Hereinafter, exemplified embodiments, be more specifically described embodiments of the present invention. 但是,本发明不限定于下述实施例。 However, the present invention is not limited to the following examples.

[0269] 〈特定着色化合物的合成和评价〉 [0269] <Synthesis and evaluation of a particular colorant compound>

[0270] 1.特定着色化合物的合成 Synthesis [0270] 1. a specific coloring compound

[0271] 合成例1 [0271] Synthesis Example 1

[0272] [0272]

Figure CN102645842BD00291

[0273] 在投入搅拌子的螺纹管中,加入1.4g(2.72mmol)的CI碱性蓝7 (上述化合物组c 的化合物c2的Cr盐)、0.768g (4.08mmol)的四氟硼酸钾(和光纯药公司制)、20ml的氯仿和10ml的水,在室温下搅拌7小时。 [0273] In the threaded pipe into stirrer was added 1.4g (2.72mmol) of CI Basic Blue 7 (c2 compound of the compound of Cr salt of c), 0.768g (4.08mmol) of potassium tetrafluoroborate ( by Wako pure Chemical Industries, Ltd.), 20ml of chloroform and 10ml of water, stirred at room temperature for 7 hours. 分离除去水层后,水洗有机层2次、减压下浓缩,进一步减压干燥所得到的固体,由此得到蓝黑色固体1.70g (收率80.2%)。 After removing the aqueous layer separated, the organic layer was washed with water twice, and concentrated under to obtain a blue-black solid was 1.70 g (80.2% yield) under reduced pressure, and further dried under reduced pressure and the solid obtained. 将其作为化合物A。 Which as the compound A. 化合物A 的1H-NMR (溶剂:氘代氯仿)谱如下所示,确认是目标化合物。 Compound A 1H-NMR (solvent: deuterated chloroform) spectrum is as follows, identified as the title compound.

[0274] 咕-匪1?:57.95((1,111),7.06-7.60 (m,8H),6.75(brs,3H),6.68(d,2H),6.05(brs, 1H),3.58(q,10H),1.58(s,lH),1.49(t,3H),1.31 (t,12H) ? [0274] cushions - bandit 1: 57.95 ((1,111), 7.06-7.60 (m, 8H), 6.75 (brs, 3H), 6.68 (d, 2H), 6.05 (brs, 1H), 3.58 (q , 10H), 1.58 (s, lH), 1.49 (t, 3H), 1.31 (t, 12H)

[0275] 合成例2 [0275] Synthesis Example 2

[0276] 在合成例1中代替四氟硼酸钾而使用六氟磷酸锂(和光纯药公司制),除此以外,与合成例1同样地合成特定着色化合物,经过咕-NMR (溶剂:氘代氯仿)测定,确认是目标化合物。 [0276] In Synthesis Example 1 in place of potassium tetrafluoroborate, hexafluoro lithium phosphate (Wako Pure Chemical Industries, Ltd.), except that in Synthesis Example 1 in the same manner the specific coloring compound, through cushions -NMR (solvent: deuterated chloroform) measurement was confirmed to be the title compound. 将其作为化合物B。 Which as the compound B. 化合物B的1H-NMR谱如下所示。 Compound B shown in 1H-NMR of spectra were as follows.

[0277] 咕-匪1?:58.08((1,111),7.05-7.62 (m,8H),6.75(brs,3H),6.68(d,2H),6.38(brs, 1H),3.55(q,10H),1.63(s,lH),1.49(t,3H),1.31 (t,12H) ? [0277] cushions - bandit 1: 58.08 ((1,111), 7.05-7.62 (m, 8H), 6.75 (brs, 3H), 6.68 (d, 2H), 6.38 (brs, 1H), 3.55 (q , 10H), 1.63 (s, lH), 1.49 (t, 3H), 1.31 (t, 12H)

[0278] 合成例3 [0278] Synthesis Example 3

[0279] 在合成例1中代替四氟硼酸钾而使用四(五氟苯)硼酸钾(和光纯药公司制),除此以外,与合成例垌样地合成特定着色化合物,经过h-NMR (溶剂:氖代氯仿)测定,确认是目标化合物。 Using tetrakis (pentafluorophenyl) borate (Wako Pure Chemical Industries, Ltd.) [0279] instead of the potassium tetrafluoroborate in Synthesis Example 1, except that in Synthesis Example Dong comp specific coloring compound synthesized through h-NMR (solvent: chloroform-Ne) measurement was confirmed to be the title compound. 将其作为化合物C。 C. The compound which is 化合物C的1H-NMR谱如下所示。 The compound C 1H-NMR of spectra were as follows.

[0280] 咕-匪1?:57.95((1,111),7.06-7.60 (m,8H),6.75(brs,3H),6.68(d,2H),6.05(brs, 1H),3.58(q,10H),1.58(s,lH),1.49(t,3H),1.31 (t,12H) ? [0280] cushions - bandit 1: 57.95 ((1,111), 7.06-7.60 (m, 8H), 6.75 (brs, 3H), 6.68 (d, 2H), 6.05 (brs, 1H), 3.58 (q , 10H), 1.58 (s, lH), 1.49 (t, 3H), 1.31 (t, 12H)

[0281] 合成例4 [0281] Synthesis Example 4

[0282] 在合成例1中代替四氟硼酸钾而使用K[BF(CN)3],除此以外,与合成例1同样地合成特定着色化合物,经过匪R (溶剂:氘代氯仿)测定,确认是目标化合物。 (: Deuterated chloroform solvent) was measured after bandit R [0282] in place of potassium tetrafluoroborate was used in Synthesis Example 1 K [BF (CN) 3], except that the same manner as in Synthesis Example 1 Synthesis of specific coloring compound, It was confirmed to be the title compound. 将其作为化合物D。 Which as the compound D. 化合物D的1H-NMR谱如下所示。 Compound D shown in 1H-NMR of spectrum as follows.

[0283] 咕-匪1?:57.95((1,111),7.06-7.60 (m,8H),6.75(brs,3H),6.68(d,2H),6.13(brs, 1H),3.58(q,10H),1.58(s,lH),1.49(t,3H),1.3I (t,12H) ? [0283] cushions - bandit 1: 57.95 ((1,111), 7.06-7.60 (m, 8H), 6.75 (brs, 3H), 6.68 (d, 2H), 6.13 (brs, 1H), 3.58 (q , 10H), 1.58 (s, lH), 1.49 (t, 3H), 1.3I (t, 12H)

[0284] 合成例5 [0284] Synthesis Example 5

[0285] 在合成例1中代替CI碱性蓝7而使用CI碱性蓝11 (上述化合物组c的化合物c4 的Cr盐),除此以外,与合成例1同样地合成特定着色化合物,经过h-NMR (溶剂:氖代氯仿) 测定,确认是目标化合物。 [0285] Synthesis Example 1 in place of CI Basic Blue 7 and Basic Blue 11 of CI (Compound c of the above compound group and c4 Cr salt), except that in Synthesis Example 1 Synthesis of specific coloring compound in the same manner, after h-NMR (solvent: chloroform-Ne) measurement was confirmed to be the title compound.

[0286] 合成例6 [0286] Synthesis Example 6

[0287] 在合成例1中代替CI碱性蓝7而使用CI碱性紫16 (上述化合物组e的化合物e2 的Cr盐),除此以外,与合成例1同样地合成特定着色化合物,经过h-NMR (溶剂:氖代氯仿) 测定,确认是目标化合物。 CI Basic Violet 7 using 16 (e group of the above compounds of Cr salt of a compound e2) [0287] instead of CI Basic Blue in Synthesis Example 1, except that, with the same manner as in Synthesis Example 1 Synthesis of specific coloring compound, after h-NMR (solvent: chloroform-Ne) measurement was confirmed to be the title compound.

[0288] 合成例7 [0288] Synthesis Example 7

[0289] 在合成例1中代替CI碱性蓝7而使用CI碱性蓝41 (上述化合物组f的化合物H3 的甲烷硫酸盐),除此以外,与合成例1同样地合成特定着色化合物,经过咕-NMR (溶剂:氘代氯仿)测定,确认是目标化合物。 CI Basic Blue 7 using 41 (above-mentioned compounds of the group f H3 methane sulfate) [0289] instead of CI Basic Blue in Synthesis Example 1, except that, with the same manner as in Synthesis Example 1 Synthesis of specific coloring compound, after cushions -NMR (solvent: deuterated chloroform) assay confirmed to be the title compound.

[0290] 合成例8 [0290] Synthesis Example 8

[0291] 在合成例1中代替CI碱性蓝7而使用CI碱性蓝3 (上述化合物组i的化合物i4的C1—盐),除此以外,与合成例1同样地合成特定着色化合物,经过h-NMR (溶剂:氘代氯仿)测定,确认是目标化合物。 [0291] instead of CI Basic Blue in Synthesis Example 17 was used CI Basic Blue (C1 salts of the above-mentioned compounds group i i4) of 3, except that the same manner as in Synthesis Example 1 Synthesis of specific coloring compound, after h-NMR (solvent: deuterated chloroform) assay confirmed to be the title compound.

[0292] 合成例9 [0292] Synthesis Example 9

[0293] 在合成例1中代替CI碱性蓝7而使用CI碱性蓝22 (上述化合物组j的化合物jl 的Cr盐),除此以外,与合成例1同样地合成特定着色化合物,经过h-NMR (溶剂:氖代氯仿) 测定,确认是目标化合物。 [0293] Synthesis Example 1 in place of CI Basic Blue 7 and Basic Blue 22 of CI (j group of the above compounds of Cr salt of a compound jl), except that in Synthesis Example 1 Synthesis of specific coloring compound in the same manner, after h-NMR (solvent: chloroform-Ne) measurement was confirmed to be the title compound.

[0294] 实施例1 [0294] Example 1

[0295] 在合成例1中代替四氟硼酸钾而使用二氰胺钠(和光纯药公司制),除此以外,与合成例1同样地合成特定着色化合物,经过咕-NMR (溶剂:氘代氯仿)测定,确认是目标化合物。 [0295] In place of potassium tetrafluoroborate was used in Synthesis Example 1 sodium dicyanamide (Wako Pure Chemical Industries, Ltd.), except that, in the same manner as in Synthesis Example 1 Synthesis of specific coloring compound, through cushions -NMR (solvent: deuterium chloroform) assay confirmed to be the title compound. 将其作为化合物E。 E. The compound which is 化合物E的1H-NMR谱如下所示。 FIG Compound E 1H-NMR of spectra were as follows.

[0296] 咕-匪1?:57.95 (d,lH),6.98-7.65 (m,7H),6.76 (brs,4H),6.69 (d,lH),5.96 (brs, 1H),3.56(q,10H),1.50 (t,3H),1.30 (t,12H) [0296] cushions - bandit 1:? 57.95 (d, lH), 6.98-7.65 (m, 7H), 6.76 (brs, 4H), 6.69 (d, lH), 5.96 (brs, 1H), 3.56 (q, 10H), 1.50 (t, 3H), 1.30 (t, 12H)

[0297] 实施例2 [0297] Example 2

[0298] 在合成例1中代替CI碱性蓝7而使用CI碱性蓝3,代替四氟硼酸钾而使用二氰胺钠,除此以外,与合成例1同样地合成特定着色化合物,经过h-NMR (溶剂:氘代氯仿)测定,确认是目标化合物。 7 CI Basic Blue 3 was used, instead of the potassium tetrafluoroborate, sodium dicyanamide was used [0298] instead of CI Basic Blue in Synthesis Example 1, except that, with the same manner as in Synthesis Example 1 Synthesis of specific coloring compound, after h-NMR (solvent: deuterated chloroform) assay confirmed to be the title compound.

[0299] 实施例3 [0299] Example 3

[0300] 在合成例1中代替CI碱性蓝7而使用CI碱性蓝22,代替四氟硼酸钾而使用二氰胺钠,除此以外,与合成例1同样地合成特定着色化合物,经过h-NMR (溶剂:氘代氯仿)测定,确认是目标化合物。 7 CI Basic Blue 22 was used instead of potassium tetrafluoroborate, sodium dicyanamide was used [0300] instead of CI Basic Blue in Synthesis Example 1, except that, with the same manner as in Synthesis Example 1 Synthesis of specific coloring compound, after h-NMR (solvent: deuterated chloroform) assay confirmed to be the title compound.

[0301] 2.特定着色化合物的评价 [0301] 2. Evaluation of the specific coloring compound

[0302] 合成例1中得到的化合物A以10质量%以上溶解于环己酮,其溶液呈现蓝色。 In [0302] Example 1 Synthesis of Compound A obtained in more than 10% by mass was dissolved in cyclohexanone, which was a blue color. 合成例2〜9和实施例1〜3中得到的特定着色化合物均以10质量%以上溶解于环己酮。 Specific coloring compound Synthesis Example 2~9 and Examples 1~3 obtained are more than 10% by mass was dissolved in cyclohexanone.

[0303] 另外,合成例1〜9和实施例1〜3中得到的特定着色化合物的、基于热重量-差示热同时测定分析的减少5 %质量的温度均在250 °C以上。 [0303] Further, specific coloring compound Synthesis Example 1~9 and Examples 1~3 obtained, thermogravimetric - differential thermal analysis simultaneous measuring 5% mass reduction temperatures are above 250 ° C. 另一方面,CI碱性蓝7、CI碱性蓝11、CI碱性紫16、CI碱性蓝41、CI碱性蓝3和CI碱性蓝22的、基于热重量-差示热同时测定分析的减少5 %质量的温度均小于200 °C。 On the other hand, CI Basic Blue 7, CI Basic Blue. 11, CI Basic Violet 16, CI Basic Blue 41 is, CI Basic Blue, thermogravimetric, and CI Basic Blue 3 22 - Determination of differential thermal 5% mass decrease temperature is less than analysis 200 ° C.

[0304]〈颜料分散液的制备〉 [0304] <Preparation of Pigment Dispersion Liquid>

[0305] 制备例1 Preparation [0305] Example 1

[0306] 使用15质量份的CI颜料蓝15:6作为着色剂、12.5质量份(固体成分浓度=40质量%)的8¥1(-1^21116财1(〇1611^财1()公司制)作为分散剂、72.5质量份的丙二醇单甲醚乙酸酯作为溶剂,利用珠磨机进行处理,制备出颜料分散液(A-1)。 [0306] Using 15 parts by mass of CI Pigment Blue 15: 6 as a colorant, 12.5 parts by mass (solid content concentration = 40% by mass) of 8 ¥ 1 (-1 ^ 21116 1 Choi (Choi 〇1611 ^ 1 () Company Ltd.) as a dispersant, 72.5 parts by mass of propylene glycol monomethyl ether acetate as a solvent treatment using a bead mill to prepare a pigment dispersion liquid (a-1).

[0307] 制备例2 [0307] Preparation Example 2

[0308] 代替CI颜料蓝15:6而使用CI颜料紫23作为着色剂,除此之外,与制备例1同样地制备颜料分散液(A-2)。 [0308] instead of CI Pigment Blue 15: 6 and CI Pigment Violet 23 as a coloring agent, in addition, a pigment dispersion liquid (A-2) prepared in the same manner as in Preparation Example 1.

[0309] 〈染料溶液的制备〉 [0309] <Preparation of dye solution>

[0310] 制备例3 Preparation [0310] Example 3

[0311] 将作为着色剂的化合物A5质量份、作为溶剂的丙二醇单甲醚乙酸酯95质量份混合,制备出染料溶液A。 [0311] Compound A5 parts by mass as a colorant, a solvent propylene glycol monomethyl ether acetate 95 parts by mass was prepared by mixing the dye solution A.

[0312] 制备例4 Preparation [0312] Example 4

[0313] 将作为着色剂的化合物B5质量份、作为溶剂的丙二醇单甲醚乙酸酯95质量份混合,制备出染料溶液B。 [0313] Compound B5 parts by mass as a colorant, a solvent propylene glycol monomethyl ether acetate 95 parts by mass were mixed to prepare a dye solution B.

[0314] 制备例5 Preparation [0314] Example 5

[0315] 将作为着色剂的化合物C5质量份、作为溶剂的丙二醇单甲醚乙酸酯95质量份混合,制备出染料溶液C。 [0315] Compound C5 as parts by mass of a colorant, a solvent propylene glycol monomethyl ether acetate 95 parts by mass was prepared by mixing the dye solution C.

[0316] 制备例6 Preparation [0316] Example 6

[0317] 将作为着色剂的化合物D5质量份、作为溶剂的丙二醇单甲醚乙酸酯95质量份混合,制备出染料溶液D。 [0317] Compound D5 parts by mass as a colorant, a solvent propylene glycol monomethyl ether acetate 95 parts by mass were mixed to prepare a dye solution D.

[0318] 制备例7 [0318] Preparation Example 7

[0319] 将作为着色剂的化合物E5质量份、作为溶剂的丙二醇单甲醚乙酸酯95质量份混合,制备出染料溶液E。 [0319] The compound E5 parts by mass as a colorant, a solvent propylene glycol monomethyl ether acetate 95 parts by mass were mixed to prepare a dye solution E. ,

[0320] 制备例8 Preparation [0320] Example 8

[0321] 将作为着色剂的5质量份CI碱性蓝7、作为溶剂的丙二醇单甲醚95质量份混合, 制备出染料溶液F。 [0321] A colorant as 5 mass parts of CI Basic Blue 7, as a propylene glycol monomethyl ether 95 mass parts of the mixed solvent to prepare a dye solution F.

[0322]〈粘合剂树脂的合成〉 [0322] <Synthesis of binder resin>

[0323] 在具备冷却管和搅拌机的烧瓶中,加入丙二醇单甲醚乙酸酯100质量份并进行氮气置换。 [0323] In a flask provided with a stirrer and condenser was charged with parts of propylene glycol monomethyl ether acetate 100 mass and purged with nitrogen. 加热至80°C,在该温度下,用1小时滴加丙二醇单甲醚乙酸酯100质量份、甲基丙烯酸20质量份、苯乙烯10质量份、甲基丙烯酸苄酯5质量份、甲基丙烯酸-2-羟基乙酯15质量份、甲基丙烯酸-2-乙基己酯23质量份、N-苯基马来酰亚胺12质量份、琥珀酸单(2-丙烯酰氧基乙基)酯15质量份和2,2'-偶氮双(2,4_二甲基戊腈)6质量份的混合溶液,保持该温度、聚合2小时。 Was heated to 80 ° C, at this temperature, was added dropwise over 1 hour of propylene glycol monomethyl ether acetate 100 parts by mass, 20 parts by mass of methacrylic acid, 10 parts by mass of styrene, benzyl methacrylate 5 parts by mass, A yl acrylate, 2-hydroxyethyl methacrylate 15 parts by mass, 2-ethylhexyl methacrylate, 23 parts by mass, N- phenylmaleimide 12 parts by mass, succinic acid mono (2-acryloyloxyethyl acid yl) acrylate 6 parts by mass 15 parts by mass, and 2,2'-azobis (dimethyl valeronitrile 2,4_) mixed solution, maintained at this temperature, the polymerization for 2 hours. 然后,将反应溶液的温度升温至100°C,进一步聚合1小时,由此得到粘合剂树脂溶液個体成分浓度=33质量%)。 Then, the temperature of the reaction solution was warmed to 100 ° C, further polymerized for 1 hour, to obtain a binder resin solution an individual component concentration = 33% by mass). 得到的粘合剂树脂,Mw = 12200,Mn = 6500。 The resulting adhesive resin, Mw = 12200, Mn = 6500. 将该粘合剂树脂作为“粘合剂树脂(B1)”。 The binder resin as "binder resin (Bl)."

[0324] 〈着色组合物的制备和评价〉 [0324] <Preparation and Evaluation of coloring composition>

[0325] 实施例4 [0325] Example 4

[0326] 将颜料分散液(A-1) 13.6质量份、染料溶液A 27.2质量份、作为粘合剂树脂的粘合剂树脂(B1)溶液18.1质量份、作为交联剂的东亚合成株式会社制M-402 (二季戊四醇六丙烯酸酯和二季戊四醇五丙烯酸酯的混合物)5.5质量份和株式会社三和化学制Mff-30 (N,N,N', N',N”,N”_六(甲氧基甲基)三聚氰胺是主成分,重均聚合度1.3) 2.4质量份、作为光聚合引发剂的2-苄基-2-二甲氨基-1-(4-吗啉代苯基)丁烷-1-酮(汽巴精化公司制,商品名11«六^1« 369) 2.2质量份、0.2质量份作为氟系表面活性剂的01(:株式会社制的1^64?4〇?-554以及作为溶剂的丙二醇单甲醚乙酸酯混合,制备成固体成分浓度20质量%的着色组合物(CR1) 〇 [0326] The pigment dispersion liquid (A-1) 13.6 parts by mass, the dye solution A 27.2 parts by mass, as a binder resin parts by mass of the binder resin (B1) was 18.1, as a crosslinking agent Toagosei Co. Ltd. M-402 (dipentaerythritol hexaacrylate, and a mixture of dipentaerythritol pentaacrylate) and 5.5 parts by mass manufactured by Sanwa chemical Co., Mff-30 (N, N, N ', N', N ", N" _ six (methoxymethyl) melamine is a main component, a weight average polymerization degree 1.3) 2.4 parts by mass, as a photopolymerization agent is 2-benzyl-2-dimethylamino initiator 1- (4-morpholinophenyl) 1-one (manufactured by Ciba Specialty Chemicals Inc., trade name 11 «1 ​​six ^« 369) 2.2 parts by mass, 0.2 parts by mass of the fluorine-based surfactant 01 (:? 1 ^ Corporation 644 square? -554 and the mixture of propylene glycol monomethyl ether acetate as a solvent, prepared in a solid content of 20% by mass of the coloring composition (CR1) square

[0327] 在玻璃基板上,使用旋涂机涂布着色组合物(CR1)后,用80°C的加热板进行10分钟预烘烤,形成涂膜。 After [0327] On a glass substrate, using a spin coater colored coating composition (CRl), prebaked for 10 minutes using a hot plate to 80 ° C to form a coating film. 改变旋涂机的旋转数,经过同样的操作,形成膜厚不同的3片涂膜。 Changing the number of rotations of a spin coater, through the same operation, forming three different coating thickness.

[0328] 接着,在将这些基板冷却到室温后,使用高压水银灯,不介由光掩模,以2000J/m2 的曝光量对各涂膜曝光包含365nm、405nm和436nm的各波长的放射线。 [0328] Next, after the substrate was cooled to room temperature using a high pressure mercury lamp, without the intervention of a photomask, an exposure amount of 2000J / m2 of film for each exposure comprising 365nm, 405nm and 436nm wavelengths for each radiation. 然后,通过以显影压lkgf/cm2 (喷嘴直径1mm)对这些基板喷出23 °C的0.04质量%氢氧化钾水溶液形成的显影液,进行90秒的喷淋显影。 Then, the developer in the development nip formed by lkgf / cm2 (nozzle diameter 1mm) discharge 23 ° C for these substrates 0.04 mass% aqueous potassium hydroxide solution, spray development for 90 seconds. 然后,用超纯水清洗该基板,风干后,进一步在230°C的洁净烘箱内进行30分钟后烘烤,由此形成评价用固化膜。 Then, the substrate is washed with ultrapure water, air-dried, and further post-baked for 30 minutes in a clean oven at 230 ° C, thereby forming a cured film evaluation.

[0329] 对于得到的3片固化膜,使用颜色分析器(大冢电子(株)制MCPD2000),以C光源、2 度视场,测定CIE表色系中的色度坐标值(x,y)和刺激值(Y)。 [0329] For three of the cured film obtained using the color analyzer (Otsuka Electronics Co. (Ltd.) MCPD-2000), illuminant C, 2 degree field of view, chromaticity coordinate values ​​(x CIE color system, y ) and stimulus value (Y). 另外,使用KLA-Tencor制Alpha-Step IQ测定所得到的固化膜的膜厚。 In addition, the cured film made of Alpha-Step IQ measured by KLA-Tencor obtained. 由测定结果求出色度坐标值y = 0.080时的色度坐标值X、刺激值〇〇和膜厚。 The measurement results obtained by the color coordinate y = 0.080 in the chromaticity coordinate value when the X, thousand and stimulus value and the film thickness. 将评价结果示于表1。 The evaluation results are shown in Table 1. 刺激值⑴越大表示光透射率(亮度)越尚,I旲厚越薄表不着色力越尚。 The greater the stimulus value ⑴ light transmittance (luminance) is still more, the thinner the thickness of table I Dae not yet more coloring power.

[0330]用2片偏振片夹持形成有固化膜的基板,一边从背面侧用荧光灯(波长范围380〜 780nm)照射一边使正面侧的偏振片旋转,通过亮度计LS-100 (Minolta (株)制)测定透过的光强度的最大值和最小值。 [0330] sandwiched by two polarizing plates are formed of a cured film with a substrate, while a fluorescent lamp from the back side (the wavelength range of 380~ 780nm) irradiation while rotating the polarizing plate so that the front side by a luminance meter LS-100 (Minolta (strain )) measurement of maximum and minimum intensity of the light is transmitted. 接着,对于各个固化膜,将用最小值去除最大值而得到的值作为对比度比值。 Next, for each cured film to be removed with the minimum of the maximum value obtained as the contrast ratio. 由测定结果求出色度坐标值y = 〇.080时的对比度比值。 The measurement results obtained by the color coordinate y = contrast ratio when 〇.080. 将评价结果示于表1。 The evaluation results are shown in Table 1.

[0331] 实施例5 [0331] Example 5

[0332] 将颜料分散液(A-1) 15.5质量份、染料溶液B 22.3质量份、作为粘合剂树脂的粘合剂树脂(B1)溶液16.1质量份、作为交联剂的5.5质量份东亚合成株式会社制M-402 (二季戊四醇六丙烯酸酯和二季戊四醇五丙烯酸酯的混合物)和2.4质量份株式会社三和化学制丽-30(N,N,N',N',N”,N”_六(甲氧基甲基)三聚氰胺是主成分,重均聚合度1.3)、作为光聚合引发剂的2-苄基-2-二甲氨基-1-(4-吗啉代苯基)丁烷-1-酮(汽巴精化公司制,商品名11«六^1« 369) 2.2质量份、0.2质量份作为氟系表面活性剂的01(:株式会社制的1^64?4〇?-554以及作为溶剂的丙二醇单甲醚乙酸酯混合,制备成固体成分浓度20质量%的着色组合物(CR2)。 [0332] The pigment dispersion liquid (A-1) 15.5 parts by mass, the dye solution B 22.3 parts by mass, as a binder resin parts by mass of the binder resin (B1) was 16.1, as a crosslinking agent 5.5 parts by mass of East Asia synthesis Co., Ltd. M-402 (dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate mixture), and 2.4 mass parts manufactured by Sanwa chemical Co., Korea -30 (N, N, N ', N', N ", N "_ hexa (methoxymethyl) melamine is a main component, a weight-average degree of polymerization of 1.3), as a photopolymerization agent is 2-benzyl-2-dimethylamino initiator 1- (4-morpholinophenyl) 1-one (manufactured by Ciba Specialty Chemicals Inc., trade name 11 «1 ​​six ^« 369) 2.2 parts by mass, 0.2 parts by mass of the fluorine-based surfactant 01 (:? 1 ^ Corporation 644 square? -554 and the mixture of propylene glycol monomethyl ether acetate as a solvent, prepared in a solid content of 20% by mass of the coloring composition (CR2).

[0333] 代替着色组合物(CR1)而使用着色组合物(CR2),除此以外,与实施例4同样地进行评价。 [0333] Instead of coloring composition (CR1) and the coloring composition (CR2 is), except that in Example 4 was evaluated in the same manner. 将评价结果示于表1。 The evaluation results are shown in Table 1.

[0334] 实施例6 [0334] Example 6

[0335] 将颜料分散液(A-1) 16.2质量份、染料溶液C 21.3质量份、作为粘合剂树脂的粘合剂树脂(B1)溶液16.1质量份、作为交联剂的5.5质量份东亚合成株式会社制M-402 (二季戊四醇六丙烯酸酯和二季戊四醇五丙烯酸酯的混合物)和2.4质量份株式会社三和化学制丽-30(N,N,N',N',N”,N”_六(甲氧基甲基)三聚氰胺是主成分,重均聚合度1.3)、作为光聚合引发剂的2-苄基-2-二甲氨基-1-(4-吗啉代苯基)丁烷-1-酮(汽巴精化公司制,商品名11«六^1« 369) 2.2质量份、0.2质量份作为氟系表面活性剂的01(:株式会社制的1^64?4〇?-554以及作为溶剂的丙二醇单甲醚乙酸酯混合,制备成固体成分浓度20质量%的着色组合物(CR3)。 [0335] The pigment dispersion liquid (A-1) 16.2 parts by mass, the dye solution C 21.3 parts by mass, as a binder resin parts by mass of the binder resin (B1) was 16.1, as a crosslinking agent 5.5 parts by mass of East Asia synthesis Co., Ltd. M-402 (dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate mixture), and 2.4 mass parts manufactured by Sanwa chemical Co., Korea -30 (N, N, N ', N', N ", N "_ hexa (methoxymethyl) melamine is a main component, a weight-average degree of polymerization of 1.3), as a photopolymerization agent is 2-benzyl-2-dimethylamino initiator 1- (4-morpholinophenyl) 1-one (manufactured by Ciba Specialty Chemicals Inc., trade name 11 «1 ​​six ^« 369) 2.2 parts by mass, 0.2 parts by mass of the fluorine-based surfactant 01 (:? 1 ^ Corporation 644 square? -554 and the mixture of propylene glycol monomethyl ether acetate as a solvent, prepared in a solid content of 20% by mass of the coloring composition (CR3).

[0336] 代替着色组合物(CR1)而使用着色组合物(CR3),除此以外,与实施例4同样地进行评价。 [0336] Instead of coloring composition (CR1) and the coloring composition (CR3), except that in Example 4 was evaluated in the same manner. 将评价结果示于表1。 The evaluation results are shown in Table 1.

[0337] 实施例7 [0337] Example 7

[0338] 将颜料分散液(A-1) 15.5质量份、染料溶液D 23.2质量份、作为粘合剂树脂的粘合剂树脂(B1)溶液16.1质量份、作为交联剂的5.5质量份东亚合成株式会社制M-402 (二季戊四醇六丙烯酸酯和二季戊四醇五丙烯酸酯的混合物)和2.4质量份株式会社三和化学制丽-30(N,N,N',N',N”,N”_六(甲氧基甲基)三聚氰胺是主成分,重均聚合度1.3)、作为光聚合引发剂的2-苄基-2-二甲氨基-1-(4-吗啉代苯基)丁烷-1-酮(汽巴精化公司制,商品名11«六^1« 369) 2.2质量份、0.2质量份作为氟系表面活性剂的01(:株式会社制的1^64?4〇?-554以及作为溶剂的丙二醇单甲醚乙酸酯混合,制备成固体成分浓度20质量%的着色组合物(CR4)。 [0338] The pigment dispersion liquid (A-1) 15.5 parts by mass, the dye solution D 23.2 parts by mass of the binder resin as a binder resin parts by mass of (B1) was 16.1, as a crosslinking agent 5.5 parts by mass of East Asia synthesis Co., Ltd. M-402 (dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate mixture), and 2.4 mass parts manufactured by Sanwa chemical Co., Korea -30 (N, N, N ', N', N ", N "_ hexa (methoxymethyl) melamine is a main component, a weight-average degree of polymerization of 1.3), as a photopolymerization agent is 2-benzyl-2-dimethylamino initiator 1- (4-morpholinophenyl) 1-one (manufactured by Ciba Specialty Chemicals Inc., trade name 11 «1 ​​six ^« 369) 2.2 parts by mass, 0.2 parts by mass of the fluorine-based surfactant 01 (:? 1 ^ Corporation 644 square? -554 and the mixture of propylene glycol monomethyl ether acetate as a solvent, prepared in a solid content of 20% by mass of the coloring composition (CR4).

[0339] 代替着色组合物(CR1)而使用着色组合物(CR4),除此以外,与实施例4同样地进行评价。 [0339] Instead of coloring composition (CR1) and the coloring composition (the CR4), except that in Example 4 was evaluated in the same manner. 将评价结果示于表1。 The evaluation results are shown in Table 1.

[0340] 实施例8 [0340] Example 8

[0341] 将颜料分散液(A-1) 13.6质量份、染料溶液E 25.2质量份、作为粘合剂树脂的粘合剂树脂(B1)溶液18.1质量份、作为交联剂的5.5质量份东亚合成株式会社制M-402 (二季戊四醇六丙烯酸酯和二季戊四醇五丙烯酸酯的混合物)和2.4质量份株式会社三和化学制丽-30(N,N,N',N',N”,N”_六(甲氧基甲基)三聚氰胺是主成分,重均聚合度1.3)、作为光聚合引发剂的2-苄基-2-二甲氨基-1-(4-吗啉代苯基)丁烷-1-酮(汽巴精化公司制,商品名11«六^1« 369) 2.2质量份、0.2质量份作为氟系表面活性剂的01(:株式会社制的1^64?4〇?-554以及作为溶剂的丙二醇单甲醚乙酸酯混合,制备成固体成分浓度20质量%的着色组合物(CR5) 〇 [0341] The pigment dispersion liquid (A-1) 13.6 parts by mass, the dye solution E 25.2 parts by mass of the binder resin as a binder resin parts by mass of (B1) was 18.1, as a crosslinking agent 5.5 parts by mass of East Asia synthesis Co., Ltd. M-402 (dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate mixture), and 2.4 mass parts manufactured by Sanwa chemical Co., Korea -30 (N, N, N ', N', N ", N "_ hexa (methoxymethyl) melamine is a main component, a weight-average degree of polymerization of 1.3), as a photopolymerization agent is 2-benzyl-2-dimethylamino initiator 1- (4-morpholinophenyl) 1-one (manufactured by Ciba Specialty Chemicals Inc., trade name 11 «1 ​​six ^« 369) 2.2 parts by mass, 0.2 parts by mass of the fluorine-based surfactant 01 (:? 1 ^ Corporation 644 square? -554 and the mixture of propylene glycol monomethyl ether acetate as a solvent, prepared in a solid content of 20% by mass of the coloring composition (of CR5) square

[0342] 代替着色组合物(CR1)而使用着色组合物(CR5),除此以外,与实施例4同样地进行评价。 [0342] Instead of coloring composition (CR1) and the coloring composition (of CR5), except that in Example 4 was evaluated in the same manner. 将评价结果示于表1。 The evaluation results are shown in Table 1.

[0343] 比较例1 [0343] Comparative Example 1

[0344] 将颜料分散液(A-1) 18.1质量份、颜料分散液(A-2) 4.5质量份、作为粘合剂树脂的粘合剂树脂(B1)溶液16.1质量份、作为交联剂的5.5质量份东亚合成株式会社制M-402和2.4质量份株式会社三和化学制丽-30、作为光聚合引发剂的2-苄基-2-二甲氨基-1-(4-吗啉基苯基)丁烷-1-酮(汽巴精化公司制,商品名IRGA⑶RE 369) 2.2质量份、0.2质量份作为氟系表面活性剂的DIC株式会社制的MEGAFAC F-554以及作为溶剂的丙二醇单甲醚乙酸酯混合,制备成固体成分浓度20质量%的着色组合物(CR6)。 [0344] The pigment dispersion liquid (A-1) 18.1 parts by mass, the pigment dispersion liquid (A-2) 4.5 parts by mass of the binder resin as a binder resin (B1) solution of 16.1 parts by mass, as a crosslinking agent 5.5 parts by mass manufactured by Toagosei Co. M-402 and 2.4 parts by mass manufactured by Sanwa chemical Co., Korea -30, as the 2-benzyl photopolymerization initiator-dimethylamino-1- (4-morpholino yl) butan-1-one (Ciba Specialty Chemicals Inc., 369) 2.2 parts by mass of trade name IRGA⑶RE, 0.2 parts by mass of the fluorine-based surfactant manufactured by DIC Corporation's MEGAFAC F-554 as a solvent propylene glycol monomethyl ether acetate were mixed to prepare a solid content of 20% by mass of the coloring composition (CR6).

[0345] 代替着色组合物(CR1)而使用着色组合物(CR6),除此以外,与实施例4同样地进行评价。 [0345] Instead of coloring composition (CR1) and the coloring composition (CR6), except that in Example 4 was evaluated in the same manner. 将评价结果示于表1。 The evaluation results are shown in Table 1.

[0346] 比较例2 [0346] Comparative Example 2

[0347] 将颜料分散液(A-1) 18.1质量份、染料溶液F24.2质量份、作为粘合剂树脂的粘合剂树脂(B1)溶液16.1质量份、作为交联剂的5.5质量份东亚合成株式会社制M-402和2.4质量份株式会社三和化学制MW-30、作为光聚合引发剂的2-苄基-2-二甲氨基-1- (4-吗啉代苯基)丁烷-1-酮(汽巴精化公司制,商品名IRGA⑶RE 369) 2.2质量份、0.2质量份作为氟系表面活性剂的DIC株式会社制的MEGAFAC F-554以及作为溶剂的丙二醇单甲醚乙酸酯混合,制备成固体成分浓度20质量%的着色组合物(CR7)。 [0347] The pigment dispersion liquid (A-1) 18.1 parts by mass, the dye solution F24.2 parts by mass, as a binder resin parts by mass of the binder resin (B1) solution of 16.1, 5.5 parts by mass of a crosslinking agent Toagosei Co., Ltd. M-402 and 2.4 parts by mass manufactured by Sanwa chemical Co., MW-30, as a photopolymerization initiator, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) 1-one (manufactured by Ciba Specialty Chemicals Inc., trade name IRGA⑶RE 369) MEGAFAC F-554 2.2 parts by mass, 0.2 parts by mass of the fluorine-based surfactant manufactured by DIC Corporation, and propylene glycol monomethyl ether as a solvent acetate was prepared by mixing a solid content of 20% by mass of the coloring composition (CR7).

[0348] 代替着色组合物(CR1)而使用着色组合物(CR7),除此以外,与实施例4同样地进行评价。 [0348] Instead of coloring composition (CR1) and the coloring composition (CR7), except that in Example 4 was evaluated in the same manner. 将评价结果示于表1。 The evaluation results are shown in Table 1.

[0349] 【表1】 [0349] [Table 1]

[0350] [0350]

Figure CN102645842BD00341

[0351] 表1 中,“B15:6” 是指C• I •颜料蓝15:6,“V23” 是指C • I •颜料紫23,“BB-7” 是指C• I • 碱性蓝7。 [0351] Table 1, "B15: 6" refers to C • I • Pigment Blue 15: 6, "V23" refers to C • I • Pigment Violet 23, "BB-7" refers to a basic C • I • blue 7.

Claims (7)

1. 一种着色组合物,含有(A)下式⑴表示的化合物、⑻粘合剂树脂和⑹交联剂, X+ (ZaR0bM) ^ (1) 式(1)中,X+表示选自三芳基甲烷系发色团、次甲基系发色团、偶氮系发色团、二芳基甲烷系发色团、醌亚胺系发色团、蒽醌系发色团和咕吨系发色团的阳离子性发色团,Z表示吸电子基团,Rt3表不烧基、芳基、环烧基或烧基芳基,M表不氣原子或棚原子,Z、!?*3各自存在多个时,相同或不同;a表不1〜6的整数,b表不O〜5的整数,a+b是2或4;其中,M为氮原子时,作为Z具有氰基,M为硼原子时,所述(ZaRt3bMr是下式(Ib)表示的阴离子,但不为BF4^B (CN) 4' [(R2)dBHal4-d]— (lb) 式(lb)中,R2表示卤代烃基、氰基、或者被硝基或氰基取代的苯基,B表示硼原子,Hal表示卤基,R2、Hal各自存在多个时,相同或不同,d表示O〜4的整数, 其中,所述式(Ib)表示的阴离子是(CF3) 4B—、(CF3) 3BF A coloring composition containing the compound (A) represented by the formula ⑴, ⑹ ⑻ binder resin and a crosslinking agent, X + (ZaR0bM) ^ (1) of formula (1), X + represents a group selected triaryl methane-based chromophores, methine chromophores, chromophore azo, diarylmethane-based chromophores, quinone imine chromophore, anthraquinone, and xanthene chromophore hair color cationic chromophore group, Z represents an electron withdrawing group, Rt3 table does not burn, aryl, cycloalkyl burn group or burning aryl group, M tables are not gas atoms or shed atom, Z,!? * 3 are each present when a plurality of the same or different; a table is not an integer of 1~6, b is an integer of table is not O~5, a + b is 2 or 4; wherein M is a nitrogen atom, having a cyano group as Z, M is when the boron atom, the (ZaRt3bMr is an anion represented by the following formula (Ib), but not BF4 ^ B (CN) 4 '[(R2) dBHal4-d] - in (LB) of formula (lb), R2 represents a halogen hydrocarbon group, a cyano group, or a nitro or cyano substituted phenyl group, B represents a boron atom, Hal represents a halo group, R2, Hal each present a plurality of the same or different, d represents an integer of O~4, wherein , the anion represented by the formula (Ib) is (CF3) 4B -, (CF3) 3BF 、(CF3) 2BF2—、(CF3) BF3—、(C2F5) 4B一、 (C2F5) 3BF—、(C2F5) BF3—、(C2F5) 2BF2—、(CF3) (C2F5) 2BF—、(C6F5) 4B—、[ (CF3) 2C6H3] 4B—、(CF3C6H4) 4B—、(C6F5) 2BF2—、(C6F5) BF3—、(C6H3F2) 4B—、B (CN) F3—、B (CN) 3F—、(CF3) 3B (CN) —、(CF3) 2B (CN) 2—、 (C2F5) 3B (CN) \ (C2F5) 2B (CN) 2\ (Ii-C3F7) 3B (CN) \ (n-C4F9) 3B (CN) \ (n-C4F9) 2B (CN) 2\ (n-C6Fi3) 3B (CN) —、(CHF2) 3B (CN) —、(CHF2) 2B (CN) 2—、(CH2CF3) 3B (CN) —、(CH2CF3) 2B (CN) 2—、 (CH2C2F5) 3B (CN) —、(CH2C2F5) 2B (CN) 2—、(CH2CH2C3F7) 2B (CN) 2—、(n-C3F7CH2) 2B (CN) 2—、(C6H5) 3B (CN)'或四(五氟苯基)硼酸盐阴离子。 , (CF3) 2BF2 -, (CF3) BF3 -, (C2F5) 4B a, (C2F5) 3BF -, (C2F5) BF3 -, (C2F5) 2BF2 -, (CF3) (C2F5) 2BF -, (C6F5) 4B -, [(CF3) 2C6H3] 4B -, (CF3C6H4) 4B -, (C6F5) 2BF2 -, (C6F5) BF3 -, (C6H3F2) 4B-, B (CN) F3-, B (CN) 3F -, ( CF3) 3B (CN) -, (CF3) 2B (CN) 2-, (C2F5) 3B (CN) \ (C2F5) 2B (CN) 2 \ (Ii-C3F7) 3B (CN) \ (n-C4F9) 3B (CN) \ (n-C4F9) 2B (CN) 2 \ (n-C6Fi3) 3B (CN) -, (CHF2) 3B (CN) -, (CHF2) 2B (CN) 2 -, (CH2CF3) 3B (CN) -, (CH2CF3) 2B (CN) 2-, (CH2C2F5) 3B (CN) -, (CH2C2F5) 2B (CN) 2 -, (CH2CH2C3F7) 2B (CN) 2 -, (n-C3F7CH2) 2B (CN) 2 -, (C6H5) 3B (CN) 'or tetrakis (pentafluorophenyl) borate anion.
2. 如权利要求1所述的着色组合物,其中,所述Z是卤基、具有卤基的1价有机基团、氰基、具有氰基的1价有机基团、具有硝基的1价有机基团、卤代磺酰基、具有或不具有卤基的烧基横醜基。 2. The colored composition according to claim 1, wherein said Z is a halogen group, halogen group having a monovalent organic group, a cyano group, a cyano group having a monovalent organic group having a nitro monovalent organic group, a halogenated sulfonyl group, group burning cross ugly group with or without halogen group.
3. 如权利要求1所述的着色组合物,其中,所述(ZJAMr是下式(Ic)表示的阴离子, [(ΕΑ)2ΝΓ (Ic) 式(Ic)中,EA相互独立地表示氰基、FSO2基或氟代烷基磺酰基,其中,2个EA中的至少一个表示氰基。 3. The anionic coloring composition according to claim 1, wherein the representation of the (ZJAMr is of formula (Ic) is, [(ΕΑ) in 2ΝΓ (Ic) Formula (Ic), each independently represent a cyano EA , FSO 2 fluoroalkyl group or alkylsulfonyl, wherein at least two EA represents a cyano group.
4. 如权利要求1所述的着色组合物,其中,在所述式(Ib)中,所述R2是氟代烷基、氰基、或者被三氟甲基或氟基取代的苯基,且所述Hal是氟基。 4. A coloring composition according to claim 1, wherein, in the formula (Ib), R2 is a fluoroalkyl group, a cyano group, a trifluoromethyl group or a substituted phenyl group or a fluorine, and the group Hal is fluoro.
5. 如权利要求3所述的着色组合物,其中,所述式(Ic)表示的阴离子是[(CN) 2ΝΓ。 5. A coloring composition according to claim 3, wherein the anion represented by the formula (Ic) is [(CN) 2ΝΓ.
6. —种滤色器,具备含有下式⑴表示的化合物的着色层, X+ (ZaR0bM) ^ (1) 式(1)中,X+表示选自三芳基甲烷系发色团、次甲基系发色团、偶氮系发色团、二芳基甲烷系发色团、醌亚胺系发色团、蒽醌系发色团和咕吨系发色团的阳离子性发色团,Z表示吸电子基团,Rt3表不烧基、芳基、环烧基或烧基芳基,M表不氣原子或棚原子,Ζ、!?*3各自存在多个时,相同或不同;a表不1〜6的整数,b表不0〜5的整数,a+b是2或4;其中,M为氮原子时,作为Z具有氰基,M为硼原子时,所述(ZaRt3bMr是下式(Ib)表示的阴离子,但不为BF4^B (CN) 4' [(R2)dBHal4-d]— (lb) 式(lb)中,R2表示卤代烃基、氰基、或者被硝基或氰基取代的苯基,B表示硼原子,Hal表示卤基,R2、Hal各自存在多个时,相同或不同,d表示0〜4的整数, 其中,所述式(Ib)表示的阴离子是(CF3) 4B—、(CF3) 3BF—、(CF3) 2BF2—、( 6. - kind of a color filter comprising a colored layer containing a compound represented by the following formula ⑴, X + (ZaR0bM) ^ (1) of formula (1), X + represents a group selected triarylmethane-based chromophores, methine chromophores, chromophore azo, diarylmethane-based chromophores, quinone imine chromophore, cationic anthraquinone chromophore and chromophore xanthene-based chromophore, Z represents a an electron withdrawing group, Rt3 table does not burn group, an aryl group, a cycloalkyl group or a burn burn aryl group, M atom or table does not shed gas atoms, Ζ, * 3 each present a plurality of the same or different;!? A table 1~6 is not an integer, b is an integer of 0~5 no table, a + b is 2 or 4; wherein M is a nitrogen atom, having a cyano group as Z, M is a boron atom, the (ZaRt3bMr is the anion represented by the formula (Ib), but not BF4 ^ B (CN) 4 '[(R2) dBHal4-d] - (lb) formula (LB), R2 represents a halogenated hydrocarbon group, a cyano group, a nitro group, or is or cyano-substituted phenyl group, B represents a boron atom, Hal represents a halo group, R2, Hal each present a plurality of the same or different, d represents an integer of 0~4, wherein the representation of the formula (Ib) anion is (CF3) 4B -, (CF3) 3BF -, (CF3) 2BF2 -, ( CF3) BF3—、(C2F5) 4B一、 (C2F5) 3BF—、(C2F5) BF3—、(C2F5) 2BF2—、(CF3) (C2F5) 2BF—、(C6F5) 4B—、[ (CF3) 2C6H3] 4B—、(CF3C6H4) 4B—、(C6F5) 2BF2—、(C6F5) BF3—、(C6H3F2) 4B—、B (CN) F3—、B (CN) 3F—、(CF3) 3B (CN) —、(CF3) 2B (CN) 2—、 (C2F5) 3B (CN) \ (C2F5) 2B (CN) 2\ (Ii-C3F7) 3B (CN) \ (n-C4F9) 3B (CN) \ (n-C4F9) 2B (CN) 2\ (n-C6Fi3) 3B (CN) —、(CHF2) 3B (CN) —、(CHF2) 2B (CN) 2—、(CH2CF3) 3B (CN) —、(CH2CF3) 2B (CN) 2—、 (CH2C2F5) 3B (CN) —、(CH2C2F5) 2B (CN) 2—、(CH2CH2C3F7) 2B (CN) 2—、(n-C3F7CH2) 2B (CN) 2—、(C6H5) 3B (CN)'或四(五氟苯基)硼酸盐阴离子。 CF3) BF3 -, (C2F5) 4B a, (C2F5) 3BF -, (C2F5) BF3 -, (C2F5) 2BF2 -, (CF3) (C2F5) 2BF -, (C6F5) 4B -, [(CF3) 2C6H3] 4B -, (CF3C6H4) 4B -, (C6F5) 2BF2 -, (C6F5) BF3 -, (C6H3F2) 4B-, B (CN) F3-, B (CN) 3F -, (CF3) 3B (CN) -, (CF3) 2B (CN) 2-, (C2F5) 3B (CN) \ (C2F5) 2B (CN) 2 \ (Ii-C3F7) 3B (CN) \ (n-C4F9) 3B (CN) \ (n- C4F9) 2B (CN) 2 \ (n-C6Fi3) 3B (CN) -, (CHF2) 3B (CN) -, (CHF2) 2B (CN) 2 -, (CH2CF3) 3B (CN) -, (CH2CF3) 2B (CN) 2-, (CH2C2F5) 3B (CN) -, (CH2C2F5) 2B (CN) 2 -, (CH2CH2C3F7) 2B (CN) 2 -, (n-C3F7CH2) 2B (CN) 2 -, (C6H5 ) 3B (CN) 'or tetrakis (pentafluorophenyl) borate anion.
7. —种显示元件,具备权利要求6所述的滤色器。 7. - kind of display device, comprising the color filter according to claim 6.
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