TW201140235A - Red colored curable composition, method for preparing color filter, color filter, and liquid crystal display element - Google Patents

Abstract

The present invention provides a red curable composition capable of forming colored cured film with excellent stability in storage and high light resistance. The said red colored curable composition is a composition comprising pigment, dispersing agent and polymeric compound in an organic solvent, further comprising organic metallic complex, and said organic metallic complex has a residual group represented by following formula (I) constituted by metal atom or metallic compound and coordinating group. [in general formula, R1 to R6 represent each independently, hydrogen atom or substituents, R7 represents hydrogen atom, halogen atom, alkyl, aryl or hetercyclic group].

Description

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a red coloring composition, a method of manufacturing a color furnace sheet, a color filter, and a liquid crystal display element including the color filter. [Prior Art] As for a method of producing a color filter for a liquid crystal display element (LCD) and a solid-state image sensor (CCD, COMS, etc.), the "pigment dispersion method" is well known. This pigment dispersion method is a method of producing a color filter by photolithography using a coloring photosensitive composition which disperses a pigment on various photosensitive compositions. This method is an appropriate method for producing a color filter having high positional accuracy, large screen, and high definition in order to be patterned by photolithography. When a color filter is produced by a pigment dispersion method, a photosensitive film is applied onto a glass substrate by a spin coater or a roll coater to form a coating film, and the coating film pattern is exposed and developed to form a colored pattern. This operation is repeated on various colors to obtain a color filter. For the coloring photosensitive composition using a pigment, for example, a blue coloring composition for a color filter in which a quinophthalone pigment and an anthraquinone pigment are mixed is described in Patent Document 1. Therefore, a high-transmittance, high-contrast color filter can be formed in the blue field. However, when a color filter using a pigment is prepared to produce a display element such as a liquid crystal display element (L C D ) and a solid image pickup element, a pigment having a relatively small particle size is required from the viewpoint of improving contrast. This is a result of the rotation of the polarization axis due to the pigment, the 201140235 B ray, birefringence, and the like. When the refinement of the pigment is incomplete, the light can be scattered and absorbed by the pigment light, the light transmittance is lowered, and the contrast is lowered, and the hardening sensitivity at the time of pattern exposure is further reduced. A technique of using a dye instead of a pigment has been proposed in comparison with the case of using a pigment as described above. However, it is known that the light resistance of the dye, "poor heat resistance", is a problem in terms of the performance of a color filter as compared with a general pigment. Further, the solubility of the dye is low with respect to the photosensitive composition, and the stability of the liquid preparation or the coating film is low, and the dye has a problem of sucking out the dye. In response to such a problem, a color hardening composition containing a dipyrromethene-based compound and an anthraquinone dye to form a color filter excellent in storage stability and high light resistance has been proposed. (For example, refer to Patent Document 2.) Further, a color hardening composition in which a dye and a pigment are combined is known. For example, 'Reference Patent Document 3' can form a fine pixel excellent in color reproducibility and contrast by combining the two. [PRIOR ART DOCUMENT] (Invention Patent Document) Japanese Patent Laid-Open Publication No. 2001-33619 (Patent Patent Document 2) Japanese Laid-Open Patent Publication No. 2008-292970 (Patent Document 3) [Invention Patent Publication No. 2008/0171271, 201140235] [Problem to be Solved by the Invention] As described above, the selection of the dye used is based on the selection of the dye used. It is known that a color filter excellent in storage stability and high light resistance is formed (see Patent Document 2). However, as described above, in order to correspond to higher refinement and lifting performance of the desired color filter, it is desirable to further improve the effect. Therefore, the present invention has been made in view of the above, and it is an object of the present invention to provide a red color-curable composition which is excellent in red optical properties, storage stability, and high light-resistance coloring cured composition. Each filter. Further, an object of the invention is to provide a color filter excellent in light resistance and a method for producing the color filter using the above-described red color-curable composition, and a liquid crystal display element 0 including the color filter. Means] The above problems are solved by the following means. (1) A red color-curable composition characterized in that it is a red colored curable composition containing a pigment, a dispersing agent, and a polymerizable compound in an organic solvent, and further contains an organometallic complex. The organometallic complex has a residue of a compound represented by the following formula (I) composed of a metal atom or a metal compound and a ligand, 201140235

(In the formula (I), R1 to R6 each independently represent a hydrogen atom or a substituent, and R7 represents a hydrogen atom, a halogen atom, a theater group, an aryl group or a heterocyclic group). (2) The colored curable composition according to (1), wherein the organometallic complex is selected from the group consisting of a compound represented by the following formula (ΐυ), a compound represented by the following formula (II-2), and the following At least one of the group consisting of the compounds represented by the formula (III),

(In the formula (ΙΙ-1), R1 to R7 are synonymous with the above formula (I); Ma represents a metal atom or a metal compound; X2 represents a group necessary for neutralizing the electricity of Ma; X1 is expressed as Ma combined base; X1 and X2 can be combined to form a ring of 5, 6 or 7)) 201140235

(Π-2) (In the formula (ΙΙ-2), R1 to R7 are synonymous with the formula (I); and R8 to R13 each independently represent a hydrogen atom or a substituent; and R14 each independently represents a hydrogen atom or a halogen atom. , alkyl, aryl or heterocyclic atom; Ma represents a metal atom or a metal compound), 〇7 R4

(In the formula (ΠΙ), R2 to R5 and R7 have the same meanings as in the formula (I); Ma represents a metal atom or a metal compound; and X3 represents NR (R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group) , fluorenyl, alkylsulfonyl or arylsulfonyl), nitrogen, oxygen or sulfur; X4 represents NRa (Ra represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a fluorenyl group) , alkylsulfonyl or arylsulfonyl), an oxygen atom or a sulfur atom; Y1 represents NRc (Rc represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a fluorenyl group, an alkylsulfonyl group or Arylsulfonyl), nitrogen or carbon atom; Y2 represents a nitrogen atom or a carbon atom; R8 and R9 s 201140235 each independently represent an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group a group, an alkylamino group, an arylamino group or a heterocyclic amine group; R8 and Y1 may be combined to form a ring of 5 members, 6 members or 7 members; R9 and Y2 may be combined to form a 5 member, a 6 member or a 7 member. Ring; X5 represents a group which can be bonded to Ma; a represents 〇, 1 or 2) » (3) The colored hardening composition as described in (1) or (2), wherein the metal atom or metal compound is iron Any of an atom (Fe), a zinc atom (Zn), a cobalt atom (Co), a vanadium oxide (VO), and a copper atom (Cu). (4) The color hardening composition according to any one of (1) to (3), wherein, in the formula (I), each of R3 and R4 is a phenyl group. (5) The color hardening composition according to any one of (1) to (4), wherein the pigment is at least selected from the group consisting of a diketopyrrolopyrrole pigment, a condensed azo pigment, and an anthraquinone pigment. One. (6) The colored curable composition according to any one of (1) to (5), which contains a yellow pigment. (7) The colored curable composition according to any one of (1) to (6), wherein the colored curable composition further contains a photopolymerization initiator. (8) A method for producing a color filter, which comprises applying a colored curable composition according to any one of (1) to (7) to a substrate to form a red curable composition layer. And the step of developing the red curable composition layer by a photomask to develop a colored pattern. (9) A method of manufacturing a color filter, comprising the steps of disposing a partition wall on a substrate, and spraying the substrate (1) to the substrate using an inkjet ink 201140235 device in a field surrounded by the partition wall (7) The step of forming a red curable composition layer by the colored curable composition according to any one of the items, and the step of solidifying the red curable composition layer by heat treatment. (10) A color filter comprising a curable composition layer obtained by curing the colored curable composition according to any one of (1) to (7) on a substrate. (in a liquid crystal display device comprising the color filter according to (1).) The compound represented by the above formula (I) is composed of a metal atom or a metal compound and a ligand in the present invention. The organometallic complex compound of the residue, the organometallic complex compound represented by the above formula (II-1), the organometallic complex compound represented by the above formula (II-2), and the above The organometallic complex compound represented by the formula (III) is not an organometallic complex having a ligand containing an anthraquinone skeleton. [Effect of the Invention] The colored curable composition of the present invention achieves an excellent effect. It is a color-cured film which forms optical characteristics, such as the purity of red color, and the high storage stability and light resistance, and is used for the color filter of this invention by using the said coloring hardening composition. The color filter has particularly excellent red reproducibility, and is high in light resistance, and can suitably correspond to an optical member of a liquid crystal display element requiring high performance. A method for producing a color filter of the invention, can be produced a color filter having the above excellent properties of.

[Embodiment] [Formation for Carrying Out the Invention] The red color hardening composition of the present invention contains an organic metal complex (A-1) and a pigment in an organic solvent (D). A-2), a dispersing agent (B), and a polymerizable compound (C), wherein the organometallic complex has a compound residue represented by the above formula (I) as a ligand and a metal atom or a metal compound . The above-mentioned organometallic complex (A-1) is known as a conventional self-coloring agent (see Patent Document 2). However, when the pigment is present as a performance improving agent in the present invention, if the pigment and the dye are arbitrarily mixed, It is not possible to obtain a good color retention of red, and to further improve the excellent light fastness of the pigment, and the storage stability as a photoresist is greatly improved. Although the reason for achieving the above-described effects is not determined, the light resistance can be estimated as a photochemical process in which the pigment undergoes energy transfer and electron transfer on the metal complex and suppresses photodecomposition of the pigment itself. With respect to the storage stability, the amount of the pigment used can be reduced by the use of the above-mentioned organometallic complex and the pigment, and it is estimated that the pigment particles having a large surface area which is miniaturized are stably dispersed. [(A-1) Specific Organometallic Complex] As a complex (A-1) of one coloring agent, the complex (A-1) is contained in the colored curable composition of the present invention. The following formula of the group: (I) a complex of a compound residue represented by a metal atom or a metal compound (hereinafter referred to as "a specific organometallic complex". 〇dipyrromethene-based compound 11- 201140235 First, the compound represented by the general formula (1) constituting a specific complex is described. 02 R3 _7

In the above formula (I), R1 to R6 are each independently represented by a hydrogen atom or a substituent. R7 is a hydrogen atom, a halogen atom, an alkyl group, an aryl group or a heterocyclic group. In the formula (I), the substituent represented by 'R1 to R6' is exemplified by a monovalent group described later (hereinafter collectively referred to as "substituent T". When it is listed as a group of 1 valence base). When the above monovalent group may be further substituted, any of the above groups may be further substituted. Further, in the case of having two or more substituents, the substituents may be the same or different. In the general formula (I), R1 and R2, R2 and R3, R4 and r5, and R5 and r6 are independently bonded to each other to form a ring of 5 members, 6 members or 7 members. Further, as for the ring formed, there is a saturated ring or an unsaturated ring. Examples of the saturated or unsaturated ring of the 5 member's 6 or 7 members include a pyrrole ring, a furan ring, a thiophene ring, a pyrazole ring, an imidazole ring, a triazole ring, a fluorene ring, and a thiazole ring. , pyrrolidine ring, piperidine ring, cyclopentene ring, cyclohexene ring, benzene ring, pyridine ring 'pi trap ring, 嗒 well ring, preferably benzene ring, pyridine ring

S -12- 201140235 Take a greening metal>, chemical resistance, Zn Zn, and the formed ring of 5, 6 and 7 members can be substituted for the substituent T When any of the substituents of 2 or more is substituted, the substituents may be the same or may be different, and the compound represented by the formula (I) or a residue thereof preferably has no halogen skeleton 'and The substituents R1 and R6 are not linked to form a ring. The ruthenium metal atom or metal compound accepts a metal atom or a metal compound constituting a specific complex. That is, as the metal or metal compound to be used, it may be any one of a metal atom or a metal compound of a form-wound complex, and includes a divalent atom, a divalent metal oxide, a divalent metal hydroxide or 2 Price gold chloride. For example, in addition to Zn, Mg, Si, Sn, Rh, Pt, Pd Mo, Mn, Pb, Cu, Ni, Co, Fe, etc., a metal such as A1C1 InCl, FeCl, TiCl2, SnCl2, SiCl2, GeCl2, etc. Among the metal oxides such as chlorine TiO and VO, and metal ruthenium hydroxide such as Si(OH) 2 , it is preferred from the viewpoints of stability of the complex, spectral characteristics, heat resistance, optical properties, and manufacturing suitability. Fe, Zn, Mg, Si, Pt Pd, Mo, Μη, Cu, Ni, Co, TiO or VO, more preferably pe, Mg, Si, Pt, Pd, Cu, Ni, Co or V〇, most Preferably, it is pe, , (: u, Co or V0 (V = 0). The following shows a preferred aspect of the above specific organometallic complex. -13- 201140235 is 'in the general formula (I) 'R1 and R6 Respectively independently represent a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a decyl group, a hydroxy group, a cyano group, an alkoxy group, an aryloxy group, a heterocyclic oxy group, a decyl group, an alkoxycarbonyl 'amine Mercapto, amino, anilino, heterocyclic amine, carboxylamido, ureido, oxime imido, alkoxymethylamino, aryloxycarbonylamino, sulfonylamino, azo Base, alkylthio group, aryl group a thio group, a heterocyclic thio group, an alkylsulfonyl group, an arylsulfonyl group or a phosphino group; R 2 and R 5 are each independently represented by a hydrogen atom, a halogen atom, an alkyl group, an alkenyl 'aryl group, a heterocyclic group, Hydroxy, cyano, nitro, alkoxy, aryloxy, heterocyclooxy, decyl, alkoxycarbonyl, aryloxycarbonyl, aminecarboxamido, oximeimido, alkoxycarbonylamino, Sulfonyl, azo, alkylthio, arylthio, heterocyclic thio, alkylsulfonyl, arylsulfonyl or sulfonyl: R3 and R4 each independently represent a hydrogen atom or a halogen atom , alkyl, alkenyl, aryl, heterocyclic, decyl, hydroxy, cyano, alkoxy, aryloxy, heterocyclooxy, decyl, alkoxycarbonyl, amidyl, anilino Carboxylamido, ureido, oximine, alkoxycarbonylamino, sulfonylamino, azo, alkylthio, arylthio, heterocyclic thio, alkylsulfonyl An arylsulfonyl group, an amine sulfonyl group or a phosphino group; R7 represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group or a heterocyclic group; and a metal atom or a metal compound may be exemplified by Zn, Mg, Si, Pt, Pd, Mo, The aspect of Mn, Cu, Ni, Co, TiO or VO. The preferred embodiment of the above specific organometallic complex is shown below. In the formula (I), R1 and r6 each independently represent a hydrogen atom, an alkyl group, Alkenyl, aryl, heterocyclic, cyano, decyl, alkoxycarbonyl, amine

S -14- 201140235 fluorenyl, amine, heterocyclic amine, carboxylamido, ureido, oxime imido, alkoxycarbonylamino, aryloxycarbonylamino, sulfonylamino, azo Alkyl, alkylsulfonyl, arylsulfonyl or phosphonylamino; R2 and R5 each independently represent alkyl, alkenyl, aryl, heterocyclyl, cyano, nitro, decyl, alkoxy a carbonyl group, an aryloxycarbonyl group, an amine carbaryl group, an oximine group, an alkylsulfonyl group, an arylsulfonyl group or an amine sulfonyl group; and R3 and R4 each independently represent a hydrogen atom, an alkyl group, an alkenyl group, Aryl, heterocyclic, cyano, decyl, alkoxycarbonyl, amidyl, carboxylamido, ureido, quinone imino, alkoxycarbonylamino, sulfonylamino, alkyl a thio group, an arylthio group, a heterocyclic thio group, an alkylsulfonyl group, an arylsulfonyl group or an amine sulfonyl group; R7 represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group or a heterocyclic group; Or the metal compound is a pattern indicating Zn > Mg' Si, Pt, Pd, Cu, Ni, Co or VO. The preferred embodiment of the above specific organometallic complex is shown below. In the formula (I), R1 and R6 are each independently represented by a hydrogen atom, an alkyl group, an aryl group, a heterocyclic group, an amine group or a heterocyclic amine. Carboxymethylamino, ureido, oxime imido, alkoxycarbonylamino, sulfonylamino, azo, alkylsulfonyl, arylsulfonyl or phosphinoamine; R2 and R5 each independently represents an alkyl group, an aryl group, a heterocyclic group, a cyano group, a decyl group, an alkoxycarbonyl group, an amine carbaryl group, an alkane sulfonyl group or an arylsulfonyl group; and R3 and R4 each independently represent a hydrogen atom. Or an alkyl group, an aryl group or a heterocyclic group; R7 represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group; and a metal atom or a metal compound may be in the form of Zn, Cu, Co or VO. Particularly, in the general formula (I), from the viewpoint of excellent fastness, R3 and R4 -15 to 201140235 are each preferably a phenyl group which may have a substituent. For this reason, (1) since each of R3 and R4 is a phenyl group, the wavelength of the compound is increased by a long wavelength, and the spectral overlap (about 550 nm) of the indigo-based pigment used in combination is increased, in order to transfer energy. It is easy to change; (2) it is considered that the fastness of the compound itself is enhanced due to the presence of a sterically large substituent. Further, in the general formula (I), R2 and/or R5 is preferably a 2,6-di-tris-butyl-4-methylcyclohexyloxycarbonyl group from the viewpoint of excellent solubility in a solvent. Compound represented by the formula (Π-1) For the specific organometallic complex described above, the following formula (a compound represented by n-um is a preferred example. R3 R7 R4

Xf \2 In the above formula (Π-1), R1 to R7 and Ma in the formula (II-1) are synonymous with the general formula (I), and preferred embodiments are also the same. X2 represents the base necessary for neutralizing the charge of Ma. Furthermore, X1 and X2 can be combined to form a ring of 5, 6 or 7 members. In the general formula (II-1), any group in which X1 can be bonded to Ma includes water, an alcohol (for example, methanol, ethanol, propanol), etc., and further "metal chelate j Π" 坂口武一. Ueno Ping (1995 Nanjiangtang), the same as [2] (1996), the same [3] (99), and other compounds derived from the compounds.

S -16 - 201140235 X2 in the formula (Π-l) is a group necessary for neutralizing the charge of Ma, and examples thereof include a halogen atom, a hydroxyl group, a carboxylic acid group, a phosphoric acid group, and a sulfonic acid group (II- In 1), X1 and X2 can be combined to form a ring of 5, 6 or 7 members. The ring of the formed 5, 6 and 7 members may be a saturated ring or an unsaturated ring. Further, the 5-member, 6-member or 7-membered ring may be composed only of a carbon atom and a hydrogen atom, or may be a heterocyclic ring having at least one selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom. The compound represented by the formula (II-1) is not an organometallic complex having an anthraquinone skeleton, and it is preferred that the substituents R1 and R6 are not bonded to form a ring. The compound represented by the formula (II-2) The compound represented by the following formula (Π-2) is a preferred example of the above specific organic complex.

In the above formula (II-2), R1 to R6 and R8 to R3 are the same as those of R 1 to R6 in the formula (1). When the compound represented by the formula (II-2) is represented by r8 to r13, the substituent -17- 201140235 is a further substitutable group, and the substituent can be substituted by any of -ρ+γ, I, and Τ. Instead, and when substituted with two or more substituents, the substitution machines may be the same or different. R7 in the formula (Π-2) is synonymous with R7 in the formula (1), and preferably in the same manner, R14 in the formula (II-2) represents hydrogen, a halogen atom, an aryl group or a heterocyclic group. The preferred range of 'R14 is the same as the preferred range of the aforementioned R7. When R > 4 is a further substitutable group, 'may be substituted with any of the aforementioned substituents T, and when substituted with 2 or more substituents, the substituents may be the same or different of. In the formula (Π-2), Ma represents a metal or a metal compound, and is synonymous with a metal atom or a metal compound constituting the specific organic metal complex described above, and the preferred range is also the same. R8 in the formula (II-2) And R9, R9 and Ri〇, r" and ri2, r12 and R13 can be combined to form a saturated or unsaturated ring of 5, 6 or 7 members. The saturated ring or the unsaturated ring formed is synonymous with a saturated ring or an unsaturated ring formed by Ri and R2, R2 and R3, R4 and R5, and r5 and r6, and preferred examples are also the same. The compound represented by the formula (II-2) is not an organometallic complex having an anthraquinone skeleton, and it is preferred that the substituents Ri and rh, R6 and R8 are not bonded to form a ring. The compound represented by the formula (III) The compound represented by the following formula (111) is one preferred example for the specific organometallic complex described above.

S -18- 201140235

(in) In the above formula (ΙΠ): .r2 to r5 and R7 are synonymous with R2 to R5 and R7 in the formula (1), and preferred embodiments are also the same. .Ma denotes a metal or a metal compound, which is synonymous with a metal atom or a metal compound constituting the aforementioned specific complex. The preferred range is also the same. .X3 represents NR (R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a fluorenyl group, an alkylsulfonyl group, an arylsulfonyl group), a nitrogen atom, an oxygen atom and a sulfur atom. .X4 represents NRa (Ra represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a fluorenyl group, an alkylsulfonyl group or an arylsulfonyl group), an oxygen atom or a sulfur atom. .γΐ denotes NRC (RC represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a fluorenyl group, a sulfonyl group, an arylsulfonyl group), a nitrogen atom or a carbon atom. .Y2 represents a nitrogen atom or a carbon atom. R8 and R9 each independently represent an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a decyloxy group, an aryloxy group, an alkylamino group, an arylamino group or a heterocyclic amino group. R8 and R1 can be combined to form a ring of 5, 6 or 7 members, and R9 and R2 can be combined to form a ring of 5, 6 or 7 members. In the case of the step -19-201140235, any one of the former ton substituents T may be substituted, and when two or more substituents are substituted, the substituents may be the same or different. • X5 indicates the base that can be combined with Ma. Examples of the above formula (π-) include the same groups as X 1 . .a means 0.1 or 2. In the formula (III), R8 and R9 each independently represent an alkyl group (preferably having a carbon number of from 1 to 36, more preferably a linear, branched or cyclic alkyl group of from 1 to 12, such as a methyl group. , ethyl, propyl, isopropyl, butyl, isobutylbutyl, tert-butyl, hexyl, 2-ethylhexyl, dodecyl, cyclopropyl, cyclopentyl, cyclohexyl, 1 -adamantyl), alkenyl (preferably having a carbon number of 2 to 24, more preferably an alkenyl group of 2 to 12, such as a vinyl 'allyl group, a 3-buten-1-yl group) or an aryl group ( More preferably, the carbon number is 6 to 36, and the aryl group is 6 to 18, more preferably, for example, a phenyl group or a naphthyl group, and a heterocyclic group (preferably a heterocyclic group having 1 to 24 carbon atoms and 1 to 12 carbon atoms). More preferably, for example, 2-thiophenyl, 4-pyridyl, 2-furyl, 2-pyrimidinyl, 1-pyridyl, 2-benzothiazolyl, 1-imidazolyl, 1-pyrazolyl, benzene And triazol-1-yl), alkoxy (preferably having a carbon number of from 1 to 36, more preferably an alkoxy group of from 1 to 18, such as methoxy, ethoxy 'propoxy, butoxy) , hexyloxy, 2-ethylhexyloxy, dodecyloxy, cyclohexyloxy), aryloxy (preferably carbon number 6 to 24, 1 to 18) The aryloxy group is more preferably 'e.g., phenoxy, naphthyloxy), alkylamino (preferably having a carbon number of from 1 to 36', more preferably an alkylamine group of from 1 to 18, such as a methylamino group, Ethylamino, propylamino, butylamino, hexylamino, 2-ethylhexylamino, isopropylamino, tert-butylamino 't-octylamino, cyclohexylamine Base, N, N-diethylamino group,

S -20- 201140235 N,N-dipropylamino, N,N-dibutylamino, N-methyl-N-ethylamino), arylamine (preferably carbon number 6~) 36, more preferably 6 to 18 arylamine groups, such as phenylamino, naphthylamino, N,N-diphenylamino, N-ethyl-N-phenylamino), or a heterocyclic amine group (preferably having a carbon number of 1 to 24, more preferably a heterocyclic amino group of 1 to 12, such as a 2-aminopyrrolyl group, a 3-aminocarbazolyl group, a 2-aminopyridyl group, 3-aminopyridinyl). In the above X3 and X4, 'R and Ra each independently represent a hydrogen atom or an alkyl group (preferably, a carbon number of 1 to 36, and a linear, branched or cyclic alkyl group of 1 to 12 is more preferable, for example, Methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, hexyl, 2-ethylhexyl, dodecyl, cyclopropyl, cyclopentyl, cyclohexyl, 1- Adamantyl), alkenyl (preferably having a carbon number of 2 to 24', more preferably an alkenyl group of 2 to 12, such as a vinyl group, an allyl group, a 3-butan-1-yl group) or an aryl group. It is preferably 6 to 36 carbon atoms, more preferably 6 to 18 aryl groups (for example, a base group, a thiol group), or a heterocyclic group (preferably a carbon number of 1 to 24, preferably a heterocyclic group of 1 to 12). 'e.g. 2-thiophenyl, 4-pyridyl, 2-furyl, 2-halo-U-based, 1-pyridyl, 2-benzothiazepine, 1-imidazolyl, j-pyrazolyl, benzene And a triazol-1-yl group, a fluorenyl group (preferably having a carbon number of 1 to 24, preferably a fluorenyl group of 2 to 18), such as an ethyl group, a trimethylethyl group, a 2-ethylhexyl group, and a benzene group. Mercapto, cyclohexyl), alkylsulfonyl (preferably carbon number 1 to 24' is preferably 1 to 18 alkylsulfonyl, such as methyl Sulfonyl, ethylsulfonyl, isopropyl sulfhydryl, cyclohexyl fluorenyl), aryl fluorenyl (preferably carbon 6 to 24' to 6 to 18 arylsulfonyl) More preferably, for example, phenylsulfonyl, naphthylsulfonyl).

S -21- 201140235 The alkyl group, alkenyl group and aryl group of the above R and Ra are further substituted by the former, and when substituted by a plurality of substituents, they may also be different. . In the formula (in), R8 and Y1 are bonded to each other to form a 5-membered ring (for example, cyclopentane, dioxolane, tetrahydrothiophene, pyrrole, benzofuran, benzothiophene). , 6-membered ring (eg, well, morphine, tetrahydropyrene, dioxin, pentylene, hydrazine, hydrazine, hydrazine, salivary, quinoxaline), heptane hexamethylene Imine). In the formula (III), R9 and Y2 may be bonded to each other to form a 5-, 6- or 7-membered ring together. The 7-membered ring may be a ring in which the above-mentioned R8, Y1 and a carbon atom bond are converted into a double bond. In the formula (III), the ring of R8 and Y1, and the ring of R9 and , 6 and 7 members are substituted by the group described in any of the further substituted substituents T, and since they are substituted, the substituents are substituted. The compound represented by the formula (III) may be the same or the same, that is, R 2 to R 5 , R 7 and Ma each contain a compound I and a metal atom or a metal compound, and the complex I is NR (R is a hydrogen atom, an alkane Any of the substituents in the substituent T may form a ring, R8, Y 1 and, pyrrolidine, tetrahydrofuran, thiophene, anthracene An alkane, piperidine, piperidinyl, dithiane, benzene or a 7-membered ring (eg, a ring, R8, Y1, and a carbon atom, 5 members, 6 members, or 1 formed in a ring formed to form a 5-membered ring In the above, two or more substituents may be taken as the same. Preferred embodiments of the compound represented by the formula (I), X3 or an oxygen atom, X4 is

S -22- 201140235 NRa (Ra is a hydrogen atom, an alkyl group, a heterocyclic group) or an oxygen atom, Y1 is NRc (Rc is a hydrogen atom or an alkyl group), a nitrogen atom or a carbon atom, and Υ2 is a nitrogen atom or a carbon atom. X5 is a group bonded via an oxygen atom, and R8 and R9 each independently represent an alkyl group, an aryl group, a heterocyclic group, an alkoxy group or an alkylamino group, and R8 and Y1 are bonded to each other to form a 5-member or 6-membered ring, R9 and Y2 is combined with each other to form a 5-member or 6-member ring, and a is a pattern represented by 0 or 1. A more preferred aspect of the compound represented by the formula (111) is shown below. That is, 'R2 to R5, R7, and Ma each include a preferred embodiment of a compound represented by the formula (1) and a metal atom or a metal compound: X3 and χ4 are oxygen atoms, γΐ is ΝΗ, and Υ2 is a nitrogen atom. Χ5 is a group bonded via an oxygen atom, and 118 and r9 each independently represent an alkyl group, an aryl group, a heterocyclic group, an aristocratic group or an alkylamino group, and R8 and Y1 are bonded to each other to form a 5-member or 6-membered ring 'R and Y2 combines to form a 5- or 6-member ring, and a represents a 0 or 1 aspect. The compound represented by the formula (III) is not an organometallic complex having an anthraquinone skeleton and the substituent R8 and χ3, and ... and χ4 are not linked to form a ring, and the two are not further joined to form a ring. It is better. The following 'shows specific examples of specific complexes in the present invention, but the present invention is not limited to these examples. 23- 201140235

Ornament number r2=rP=r9=r12 ^=^=f^°=Ru r7=r14 Ma la-3. -NH2 QHg(t) <:00-<ν〇Η3 W(t) -CH3 — Zn Zn la-4 Same as above, supra, upward v=o la-5 —nhcoch3 Same as above, same as above, Zn Ia*6, same as above, above, same as above, Cu la-7. Same as above, same as above-ch3 Zn la-8 -NHCOCH2OCH2COOH Same as above, Zn la^ 9. The same as above, the same as above, the same as above, Zn la* 10, the same as above, c3h7_, Η Zn la-11, the same as above, the same as above, the same as above, and the above -ch3 Zn la-12, which is the same as above - 〇4Ηθ(0 —Η CU la-13 —NH2 Ibid. Ch3 Zn la-14 Same as above as above—Η Zn la-15 冏上上上-〇上上Zn Ia*~ 16 —nhcoch3 Same as above CH3 -ch2s-0hcooh -ch3 Cu la-17 —NH2 Same as above~Q —Η Zn la-18 Same as above, the same as above, the same as above, Cu la-19, the same as above, the same as above, y=o la-20, the same as above, the same as above, -CH3, Zn la-21, 〒nhc〇ch3, the same as above, the same as Zn la-22 hvjhcoch2och2cooh, the same as above, Η Zn la-23 Same as above -CH3 Zn s -24- 201140235

No. R'=r6=r8=R13 r3=R4=R10=R” r7=rh Ma la-24 -whcoch2och2cooh CJHg(t) -coo-〇-ch3 〇-ch3 Cu la-25 Same as above Ο-01 Same as Zn La-26 Ibid. Ibid.~Qj) h3c Same as above Zn la-27 COOH Same as above CH3 —Η Cu h-28 is the same as above—ch3 Zn la-29 Same as above and above Cu 】a-30 Same as above CjHs —CH2-CHC4H9 Ibid Cu la-31 Same as above 〇 Zn la-32 Female H3 Same as above Zn la-33 —nhso2ch3 Same as above~CH3 . Same as above Zn la-34 -οη2〇-^^Γ]^〇2 Same as above as above Zn -25- 201140235 R3

Chemical number R'rFfrRSrR'3 R3 0=R11 r7=ru Ma la-35 -ch2〇-^-〇ch3 -coo-/^ch3 0 -ch3 Zn W) la-36 ch3 —N—SO2CH3 Same as above Zn CH2COOH. Same as above, Ia-37-N-SO2CH3 Zn la-38 —a Same as above, Cu la-39 —s-ch2c〇〇h Same as above, supra Cu la-40 ch3 —S-0HCOOH Same as above—CH3 Same as above Cu La-41 Same as above, above, same as above, V=0 la-42 —S02CH3 Same as above, same as above, V=0 la-43, same as above, ~~〇, same as above, Cu la-44 y, same as above, as above, Cu 】 a-45 -CH3, same as above, ~CHs Cu la -46 Ibid., supra - ch3 Zn la-47 ibid., supra, supra, supra, Cu la-48. same as above, supra, supra, Nila-49 - C4H9 (1) ibid., supra, same as above, same as above, supra, same as above, Pd la-51 -ch2ch2cooh Same as above Zn -26- 201140235

Chemical number R1=r6=r8=r13 R^R^R^R11 r7=r14 Ma Ia_52 —ch2ch2cooh CM -οοο-(~\<:ηζ -ch3 Zn la-53 -ch3 Same as above as above Zn la-54 Same as above - 〇^ooh Same as above Zn 】a-55 Same as above Same as above Top Cu la-56 Same as above Same as above ο Zn· la-57 Ο Same as above-CH3 —Ή Zn la-58 Same as above -ch3 Zn !a-59 - 〇_cooh Same as above-CH2〇-〇~〇〇2 Same as Zn la-60. Same as above 9eHia -COOCH2-CHC0H17 -ch2ch2-o -^-och3 Same as Zn la-61 nhcoch2ch2cooh 92H5 -COOCH2-CHC4H9 62 cm -C00-O-CH3 Same as above Zn la-63 -ch3 Same as above as above Cu s -27- 201140235

Cosmetics number f^R^R^R'3 ^=^=^°=^1 r7=rh Ma la-67 —NH2 —ON —CH3 —H Zn la-68 —NHCOCH3 Same as above-CH3 Zn la-69 -ch3 Same as above, the same as above, Zn la-70, the same as above, the same as above, Zn la-71 - c13h27, the same as above -ch3 Ό Cu la-72 -nh2, the same as above - cf3, the same as Cu la-73 -nhcoch2och2cooh 'ibid., supra, supra Cu la-74 -NHCOH^- ^~fQs〇2 Same as above-ch3 Zn la-75 -^-CO-N(CH2CH2OCH3)2 Same as above-C3H7(iso> Same as above Zn la-76 Same as above 0 Same as above Zn la-77 Same as above-CF3 Same as Zn la- 78 —nhcoch2och2cooh Same as above-^-CQ-N(CH2CH2OCH3J2 as above Zn la-79 COO^]>"CH3 qHa cH3 —Η Zn ]a-80 Ibid.-C4H9(t) Same as above Zn la-81 —C13H27 Ibid. Zn Ia-82 —whcoch2och2cooh —COOC2H5 ~o fly o2n(ch2ch2oc2h5)2 Same as above Cu Ia-83 . "Q ch2c〇〇h 5〇2-Λ-ΟΗ2ΟΟΟΗ C^HgO) •coch^)~ch3 -ch3 Same as Zn s -28- 201140235

itBW No. R1=R«=f^=R13 #=Rp=Rp=R,2 r3=r4=r10=r” R7=Rm Ma Ia-A -NHCOCH3 c control(t) -coo-^}ch3 W) a ch3 CH2COOH Zn I la-1

-29- 201140235 I la-3

S -30- 201140235

I la-6

-31- 201140235

s -32- 201140235 I la-10

-33- s 201140235 I la-13

I la-14

I la-15

S -34- CH3

CH Guang W XH3

201140235 I la-16 P4_ -ooc- C4Hg(t) HOOCCH2CH2-CfH2 I la-17

I la-18

llaH9

I la-20

-35- 201140235 1-1

1-2

s -36- 201140235

1-7

C4Hg(t) 1-8

C4H9W -t>CH3 QHgit) 201140235 1-9 ,C4Hg(t) CH3

CH3 CH3 cJ^t〉 ooc \^ch^A^COO-<>-CH3

C4Hg(t) hn , Fe·' h〇· '", ch3

N C4H9(t) CH3

HO CH3

, c4 off ch3 ch3 c^.COC-^A^CH^ivA^C(X)V—VcH3〇W)

C4H9W UN〆 "Ni:

N J!, ch3

HI

C4H9(t).

CH3 1-12

-38- 5 201140235 1-13

C4H9(t) —/ ^)-ch3 C& H-

H4

C4H9(t) ”,~~)~CH3 -39- 201140235 H7 Training (1) CH3~^ —OOC C4H9(t)

dH3 NHC4H9 C4H9(t)

1-18

C4H9(t) ^)-ch3 〇&)

s -40- 201140235

Ch3-c: A feHNHS02CH3 CH3

.^0 ~X5H 1-22

C4H9(t) coo-^~Vch3

N, Zn, .N= Vj i bH2〇CH2COOH CH3-^H

-41 - 201140235 1-25 CH3 ch3 ch3

1-26

bHNHS02CH3 CH3 .M^{ N,z V/ ,chnhso2ch3 CH, N= :Ζη·: N \D-Cf 1-27

Ch3 OOC ^ ^CH ,c4h9« :4H9(t)

N= Zn[ N \〇-ό' H , chnhso2ch3 2 ch3

CN

-42- 201140235 C4H9(t) CH;j 卜29

bHNHS02CH3 1-30 CH3 ch3. 1-31 CH CH.

C4H9(t) -OOC-^^CH^ b4H9(t)

OOC

C4H9(t) OOC

C4H9(t) COO—(CH3 C4H9(t) C4H9(t)

CH3 COO C4_ , , NH2 C4H9(t), C4_ \一_ C4Hg(t) -43- 201140235

〇W) C4HB(t)

C4H9(t) H^)-ch3 CH3

C4Hg(t)

1-34

s -44 - 201140235 1-35 CH3-

NHCOCH3C4H9(t) C4H9(t)

Ch3 CH3 1-36 ch3

^4H9(t) NH2 CH3C〇-NH; Ni Ίooc-^y^cH-^Y^coo 'C4H9(t) CH3 CHs nhcoch3 C4Hg(t)

CH, C4Hg(t)

C4Hg(t) 00c

CH3 ch3 /CH

CH3

C4H9W fsJHj CH3CO-NH CQ C4H9(t)

OOC

Ch3

NHCOCH3 /Nhcoch3 〇4_

Coo- ch3 >-ch3 C4H9(t) R3 H RaRSrV-CV^VC00 R1 >: >1X,·-, 0 gas C4H9(t) C4H9(t)

CH3 C4H3<t) No. R1 R2 R3 R4 Ft X' B-1 -ch3 —COOC2H5 -ch3 —CH3 —ch3 h2o K-2 ϋ上上上上上上上上. —chnhso2ch3 ch3 Ibid II-3 Ibid. Ibid. ibid.2h3 H-4 nhso2ch3 —cooch3 Same as above~〇-ch3 Ibid.Π5 nhso2ch3 —cooc2h5 Same as above—ch2och2c〇〇h Ibid. IBu 6 Ibid. Ibid. —ch3 Ibid.-45- 201140235

杂号号 R1 R2 R3 ra X1 Π-7 —οη3 —COOC2H5 Ό _CH3 h2o Η-8 Same as above Same as above Same as above Π-9 nhso2ch3 —CN —ch3 —ch3 Same as above ΙΗΟ nhso2ch3 Same as above ibidso nhso2ch3 Same as above -11 Same as above ~〇-ο 一CH3 Same as above

No. R1 R2 R3 R4 R7 R9 X' I1-A One CH3 -cooc2h5 -ch3 -CHa ch2cooh -ch3 h2o

S -46 - 201140235

Conversion number R8 R9 Chemical R8 R9 ΙΠ-1 -CH3 -ch3 ΙΠ-2 〇2Η5 —0HC4H9 -ch3 II Bu 3 -C4H9(t) Ibid.-4 〇2Η5 ~0HC4H9 C2H5 -chc4h9 III-5 -C4H9( t) -C4H9(t) ID-6 -ο _CH3 IH-7 S-C4H9 —0HCH3 -ch3 [Π-8 -ch2och3 Ibid. I [Bu 9 -ch-o-^^-och3 Ibid. 020 02H5 — NS〇2 Same as above-CH-S-CH2COOC2H5 ch3 Same as above III-12 ch3 -i=GH2 Same as above IIH3 ch3 -C-COOCH3 6h3 Same as above III-14 -CO-CH-COCHq 0H3 Same as above II Bu 15 -CH2〇CH2COOC2H5 Same as above IIM6 -ch2nhso2ch3 Ibid III -17 —chnhso2ch3 0H3 Ibid. 8 —chnhso2ch3 C2H5 Ibid III-19 —chnhso2ch3 c4h9 Ibid 1 [Bu 20 —chnhso2ch3 /H ch3,ch3 Ibid III-21 —CHNHS02-C4H9 ch3 Ibid III-2Z -chnhso2-^-ch3 ch3 Ibid III-23 —CHNHSO2—< \ ch3 Π h3co2shn Same as ΠΙ-24 C2H5 —chnhso2-n 0H3 C2H5 Same as above-47- 201140235

No. R8 .R9 No. R8 R9 ΠΙ-25 : and -ch3 II 卜 26 -ch2ch2c〇〇c2h5 —CH3 III-27 CH3 -^h_s~〇同上ΙΠ-28 ch3 N=\ - 0H_s&quot;〇同上II 卜29 -ch2nhso2ch3 -ch2nhso2ch3 HI-30 -ch2-chnhso2ch3 0H3 -ch2-chnhso2ch3 ch3 111-31 -ch2nhso2ch3 C2H5 —CHC4H9 ΙΙΙ-32 -ch2-chnhso2ch3 ch3 -C4H9(t) HI-33 -ch3 ΙΙΙ-34 -0 - Ch2-chnhso2ch3 ch3 s -48- 201140235 CH3

P4H9(t) CH CH C4H9(t)

CH3 H CH3 yT OOC 〉-CH3 4_ΗΡ, η·.丄, cW) Η/Ί R8 Λ , R9 H3c-c;

'OH itMi No. R8 R6 Chemical number R8 R9 IH-35 —ch3 HI-36 -Q nhso2ch3 —ch3 in-37 NHSO2CH3 Same as above-38 nhso2h〇. Same as above III-39 -p OH Same as above [Bu 40 OCH3 Ibid III -41 ~o ^so2nh2 Same as above III-42 ~Q ch3 so2nch3 Same as above m-43 ~〇_sch3 Same as above ' IIM4 —S02CH3 Same as above 49- 201140235

_'〇Η 杂 编号 R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R R 0 -0 . 111-49 —ch2nhso2ch3 —ch3 111-50 —CH2NHS02CH3 —ch2nhso2ch3 111-51 —CHNHS〇2CH3 ch3 Same as above-52 —chnhso2ch3 CHg —CHNHS02CH3 ch3 ΙΠ-53 —chnhso2ch3 04H9 Same as above m-54 . NHSO2CH3 -ch3 11 卜 55 NHS03CH3 NHS02CH3 H Bu 56 SG2NHCOCH3 Same as above s -50- 201140235

〇4H9(t) y~cH3 eft)

No. R9 feMi No. R8 R9 ΙΠ-57 ch3 eCT —CHa ID-58 ch3 eCT ch3 ~〇^°Η3 οήΓ ID-59 OCH2CH2OH Same as above 10-60 -Q C00CH3 -ch3 ID-61 och3 0CH3 Ibid. ID-62 NH .SO2CH3 Same as above -63 -0 N-^ Same as above -64 ~Q No. R3 R4 R5 R8 R9 11 Bu 65 -CH3 -ch3 -COOC2H5 -〇h3 -CH3 111-66 Same as above -chnhso2ch3 0H3 -chnhso2ch3 Ch3 II 卜67 ibid. i. gang nhso2ch3 NHS〇2CH3 II 卜68 - 〇同上上上一一一1 ch3 -CH3 111-69 ~ 〇 ibid. HI-70 -CHg C4Hg(t) -coo-/^)-ch3 efit ) Ibid. -ch2nhso2^^-ch3 -51 - 201140235

Decoration number R3 R4 R5 R8 R9 III-71 -ο -〇ch3 —CO—NCH3 —CH3 —CH2NHS02-^j&gt;-CH3 ΐίΐ-72 'Ibid. C3H7(iso) -CO-lvJpaHidso) Ibid. [11- 73 ibid.—CONH-&lt;^) Ibid. III-74 Ibid. CH3 &quot;OONH-^~VcH3 〇W Same as above '上III-75 Same as above Ibid.

Chemical Office No. R3 R4 R8 R9 III-76 -^ch3 —ch3 -ch3 —ch3 III-77 Same as above—chnhso2ch3 ch3 Same as above-78 Ibid. Ibid.-chnhso2ch3 ch3 UI-79 Ibid.—chnhso2ch3 ch3 —chnhso2ch3 ch3 III- 80 Ibid.-〇-ch3 —*CH3 ΠΙ-81 Same as above Ibid.-chnhso2ch3 ch3 III-82 Ibid.—chnhso2ch3 ch3 Ibid. s -52- 201140235

舒舒丨号R3 R4 R8 R9 III-83 A CH3 a chnhso2ch3 ch3 —chnhso2ch3 ch3 111-84 Ibid. ibid.nhso2ch3 ΠΙ-85 Ibid.-C4H9(t) Ibid.-86 〇—CH3 —ch3 —ch3 II 87 ibid.—ch2nhso2ch3 —ch2nhso2ch3 111-88 —〇~〇—ch3 —CH3 111-89 ch3 NHS〇2GH3 Ibid.-53- 201140235

杂-90 -ch3 -ch3 -CH3 ~CH3 ID-91 Same as above -CHNHS02CH3 04H9 HI-92 Same as above - chnhso2ch3 c4h9 with ± ID-93 ο ~〇~CH3 -CH3 ΙΠ -94 Ibid.-C4H9(t) -C4H9(t) ΙΠ-95 Ibid.--chnhso2ch3 C4H9 Ibid.-96 Ibid.-Q NHS02C8H17 —CH3 ΙΠ-97 nhso2ch3 nhso2ch3 -ch3 ICH3 s -54- 201140235 R3 u R4

Miscellaneous No. R3 R4 Rf R9 ΠΗ98 ~ο ciT ^Π3 —CH3 -ch3 ΙΠ-99 c Factory Same as above I1H00 -h^_〇CH3 Same as above III-101 ~Q Same as above -102 ch3 -CHC2H5 ch3 —CHC2H5 - CHNHS〇2CH3 64 H9 «CHNHS〇2CH3 C4H9 111-103 ~Q NHS02C8Hi7 NHS02CeH17 No. R7 R8 R9 III-A ch2cooh -C4HW)

OH -55- 201140235

Decoration No. R3 R4 R5 R7 R8 R9 III-B —CH3 —CH3 —COOC2H5 CH2COOH One CH3 —ch3

No. R3 R4 R7 R8 R9 III-C -ch3 —CH3 ch2c〇〇h -ch3 —CH3 s -56- 201140235

Ch3 Compound No. Ma ffib-1 Zn IEb-2 Fe Mb — 3 Co IHb-4 Cu IHb —5 Ni -57- 201140235 From the viewpoint of film thickness, the specific organic metal complex of the present invention has a molar absorption coefficient. The higher the better, the better. Further, from the viewpoint of color purity upward, the maximum absorption wavelength; Imax is preferably from 520 nm to 580 nm, more preferably from 5 3 Onm to 5 7 Onm. Further, the maximum absorption wavelength and the molar absorption coefficient were measured by a spectrophotometer UV-2400PC (manufactured by Shimadzu Corp.). From the viewpoint of solubility, the melting point of the specific organic metal complex of the present invention is not too high. The specific organometallic complex of the present invention can be used in the U.S. Patent No. 4,774,339, U.S. Patent No. 5,343,896, JP-A-2001-240761, JP-A-2002-155052, No. 3,614,586, Aust. J. Chem, 1 965, 1 1,1 8 3 5 - 1 845, JH Boger et al., H eter 〇at 〇m C hemistry, V ο 1 · 1,N 〇. 5,3 8 9 ( 1 9 9 0) Wait for the method to synthesize. The method for synthesizing a specific complex in the present invention is specifically applicable to the method described in paragraphs [0131] to [0157] of JP-A-2008-292970. The photosensitive colored curable composition of the present invention may be used alone or in combination of two or more kinds. The content of the colored curable composition of the specific organometallic complex in the present invention varies depending on the molecular weight and the molar absorptivity, and is preferably from 1% by mass to 70% by mass based on the total solid content of the colored curable composition. More preferably, it is 3 mass% to 50 mass. /. , the best is 6 mass% to 30 mass%. It is preferably 3 to 150 parts by mass, and more preferably 10 to 100 parts by mass, based on 1 part by mass of the pigment. Above the above lower limit, it is possible to stably disperse the fine particles of the finer surface area,

S -58- 201140235 Below the above upper limit, it can prevent the color price displayed by the pigment from decreasing. [Substituent T] represents a halogen atom (e.g., a fluorine atom, a chlorine atom, a bromine atom), a hospital base (preferably a carbon number of 1 to 48, and a linear, branched or cyclic alkane having a carbon number of 1 to 24). More preferably, for example, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, 2-ethylhexyl 'dodecyl, ten Hexyl group, cyclopropyl group, cyclopentyl group, cyclohexyl group, norbornyl group, adamantyl group, alkenyl group (preferably having a carbon number of 2 to 48, more preferably an alkenyl group having 2 to 18 carbon atoms). For example, a vinyl group, an allyl group, a 3-buten-1-yl group, an aryl group (preferably having a carbon number of 6 to 48, more preferably an aryl group having a carbon number of 6 to 24, such as a phenyl group or a naphthyl group). 'Heterocyclyl (preferably having a carbon number of 1 to 32, more preferably a heterocyclic group having 1 to 18 carbon atoms, such as 2-thienyl, 4-pyridyl, 2-furyl '2-pyrimidinyl, 1 Pyridyl, 2-benzothiazolyl, 1-imidazolyl, 1-pyrazolyl, benzotriazol-1-yl), decylalkyl (preferably carbon number 3 to 38, carbon number 3 to 18) More preferably, the alkyl group is exemplified by, for example, trimethyldecyl, triethyldecyl, tributyldecyl, and third. a dimethyl decyl group, a hexyl dimethyl dimethyl group, a hydroxy group, a cyano group, a nitro group, an alkoxy group (preferably a carbon number of 1 to 48 Å) having an alkoxy group having a carbon number of i to 24 More preferably, for example, a methoxy group, an ethoxy group, a 1-butoxy group, a 2-butoxy group, an isopropoxy group, a third butoxy group, a tweenoxy group, and a cycloalkyloxy group. For example, a cyclopentyloxy group, a cyclohexyloxy group, an aryloxy group (more than a carbon number of 6 to 48, and an aryloxy group having a carbon number of 6 to 24 is more preferable), for example, a phenoxy group or a quinone-naphthyloxy group. a heterocyclic oxy group (preferably having a carbon number of from 1 to 32, more preferably a heterocyclic oxy group having a carbon number of from 1 to 18, such as phenyltetrazole _ -59- 201140235 5-oxyl, 2-tetrahydrol a pyranoxy group, a decyloxy group (preferably having a carbon number of 1 to 32, more preferably a decyloxy group having a carbon number of 1 to 18, such as trimethyldecaneoxy, tert-butyldimethylnonane, or the like. Phenylmethyl nonyloxy), anthracenyloxy (preferably having a carbon number of from 2 to 48' is more preferably a decyloxy group having a carbon number of from 2 to 24, such as an ethoxylated group or a trimethylacetoxy group. a benzhydryloxy group, a dodecyloxy group), an alkoxycarbonyloxy group (preferably a carbon number of 2 to 48, The alkoxycarbonyloxy group having 2 to 24 is more preferably 'e.g., ethoxycarbonyloxy group, third butoxycarbonyloxy group, and, if it is a cycloalkoxycarbonyloxy group, for example, cyclohexyloxycarbonyl Oxyl), aryloxycarbonyloxy (preferably having a carbon number of 7 to 32, an aryloxycarbonyloxy group having a carbon number of 7 to 24 as a more preferable 'e.g., phenoxycarbonyloxy group), an amine methyl oxo oxide The base (preferably having a carbon number of from 1 to 48' is more preferably an aminomethyloxy group having a carbon number of from 1 to 24, for example, anthracene, fluorene-dimethylamine methyl methoxy, hydrazine-butylamine methyl methoxy group. , Ν-phenylamine methyl methoxy, Ν-ethyl-hydrazine-phenylamine methyl methoxy), sulfonyloxy (preferably carbon number 32' sulfonate with a carbon number of 1 to 2 4 More preferably, the oxy group is, for example, ν, Ν-diethylamine sulfonyloxy, Ν-propylsulfonyloxy), alkylsulfonyloxy (preferably having a carbon number of from 1 to 38 'by carbon number 1 More preferably, the alkylsulfonyloxy group is a group of, for example, a methylsulfonyloxy group, a hexylsulfonyloxy group, a cyclohexylsulfonyloxy group, or an arylsulfonyloxy group (preferably a carbon number of 6). ～32, more preferably an arylsulfonyloxy group having 6 to 24 carbon atoms, such as phenylsulfonyloxy) or a mercapto group (preferably having a carbon number of 1 to 48) More preferably, the fluorenyl group having 1 to 24 carbon atoms, such as a methyl group, an ethyl group, a trimethylethyl group, a benzhydryl group, a tetradecyl fluorenyl group, a cyclohexyl group, or an alkoxycarbonyl group. (preferably having a carbon number of 2 to 48, more preferably an alkoxycarbonyl group having 2 to 24 carbon atoms, such as a methoxycarbonyl group, an ethoxycarbonyl group, an octadecyloxycarbonyl group or a cyclohexane group).

S-60- 201140235 oxycarbonyl, 2,6-di-t-butyl-4-methylcyclohexyloxycarbonyl), aryloxycarbonyl (preferably carbon number 7 to 32, carbon number 7 to 24) More preferably, the aryloxycarbonyl group is, for example, a phenoxycarbonyl group, an amine formamidine group (preferably having a carbon number of from 1 to 48, more preferably an amine carbenyl group having a carbon number of from 1 to 24, such as an amine formazan group, Ν,Ν·diethylamine-methyl hydrazino, hydrazine-ethyl-fluorene-octylamine-methyl fluorenyl, hydrazine, hydrazine-dibutylamine-methyl hydrazino, hydrazine-propylamine-methyl hydrazino, fluorene-benzene a base of a mercaptomethyl group, a hydrazine-methyl-hydrazine-phenylamine-methyl fluorenyl group, an anthracene, a fluorene-dicyclohexylamine carbaryl group, and an amine group (preferably having a carbon number of 32 or less and a carbon number of 24 or less) More preferably, the amine group is, for example, an amine group, a methylamino group, an anthracene-dibutylamino group, a tetradecylamino group, a 2-ethylhexylamino group, a cyclohexylamino group, or an anilino group. It is preferably 6 to 32 carbon atoms, more preferably an anilino group of 6 to 24, such as an anilino group or a fluorenyl-methylanilino group, or a heterocyclic amino group (preferably a carbon number of 1 to 32, and a 1 to 18 carbon number). More preferably, the cyclic amine group is, for example, 4-pyridyl) or carboxyguanamine (preferably having a carbon number of from 2 to 48, more preferably a carboxyl group of from 2 to 24). Such as acetaminophen, benzammonium, tetradecylguanidinium, trimethylacetamidoguanamine, cyclohexaneguanidino, ureido (preferably carbon number 1 to 32, with carbon The number of urea groups of 1 to 24 is more preferably, for example, urea group, hydrazine, hydrazine-dimethylurea group, fluorenyl-phenylureido group, quinone imine group (preferably having a carbon number of 36 or less and having a carbon number of 24) The following quinone imine group is more preferably, for example, 1^1-succinimide group, fluorene-phthalimido group, alkoxycarbonylamino group (preferably having a carbon number of 2 to 48, More preferably, the alkoxycarbonylamino group having 2 to 24 carbon atoms is, for example, a methoxycarbonylamino group, an ethoxycarbonylamino group, a third butoxycarbonylamino group, an octadecyloxycarbonylamino group, and a ring. Hexyloxycarbonylamino), aryloxycarbonylamino group (preferably having a carbon number of 7 to 32, and an aryloxycarbonylamino group having a carbon number of 7 to 24 is more -61 - 201140235 preferably - such as phenoxy Alkoxy-ylamino), amidino group (preferably having a carbon number of from 1 to 48, more preferably a sulfonamide group having a carbon number of from 1 to 24, such as methanesulfonamide, difenamine Base, benzene extended amine, hexamethyl sulfonamide, cyclohexylamine amine, amine Amidino group (preferably having a carbon number of 1 to 48, more preferably an amine sulfonamide group having a carbon number of 1 to 24, for example, hydrazine, hydrazine dipropylamine sulfonamide, hydrazine-ethyl 12 A), an azo group (preferably having a carbon number of from 1 to 32, more preferably an azo group having a carbon number of from 1 to 2, for example, a phenylazo group, a 3-pyrazolylazo group), an alkyl sulfide a base (preferably having a carbon number of 1 to 48, more preferably an alkylthio group having 1 to 24 carbon atoms, such as a methylthio group, an ethylthio group, an octylthio group or a cyclohexylthio group) or an aryl group. a sulfur group (preferably having a carbon number of 6 to 48, more preferably an arylthio group having 6 to 24 carbon atoms, such as a phenylthio group) or a heterocyclic thio group (preferably having a carbon number of 1 to 3 2). More preferably, a heterocyclic thio group having 1 to 18 carbon atoms, such as a 2-benzothiazolylthio group, a 2-pyridylthio group, a 1-phenyltetrazolylthio group, or an alkylsulfinyl group (more) Preferably, the carbon number is from 1 to 32, more preferably an alkylsulfinyl group having from 1 to 24 carbon atoms, for example, a sulfinyl group; an arylsulfinylene group (preferably having a carbon number of from 6 to 32). More preferably, an arylsulfinyl group having 6 to 24 carbon atoms, such as a phenylsulfinyl group, or an alkylsulfonyl group (preferably having a carbon number of 1 to 48) More preferably, the alkylsulfonyl group having 1 to 24 carbon atoms, such as methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, isopropylsulfonyl, 2- Ethylhexylsulfonyl, hexylsulfonyl, octylsulfonyl, cyclohexylsulfonyl), arylsulfonyl (preferably carbon number 6 to 48, carbon number 6 to 24) More preferably, the sulfonyl group is, for example, a phenylsulfonyl group, a 1-naphthylsulfonyl group, or an aminesulfonyl group (preferably having a carbon number of 32 or less,

S-62- 201140235 is more preferably an amine sulfonyl group having a carbon number of 24 or less, such as an amine sulfonyl group, n, N-dipropylamine sulfonyl group, N-ethyl-N-dodecylamine. Sulfhydryl group, N-ethyl-N-phenylamine sulfonyl group, N-cyclohexylamine sulfonyl group, sulfo group, phosphinium group (preferably carbon number 1 to 32' at a carbon number of 1 to 24 More preferably, the phosphinium group is, for example, a phenoxyphosphonium group, an octyloxyphosphonium group, a phenylphosphonium group, or a phosphonium amine group (preferably having a carbon number of 1 to 32, and a carbon number of 1). More preferably, the phosphonium amino group of 24 is, for example, diethoxyphosphinium amide, dioctyloxyphosphonium amide. [(A-2) Pigment] The pigment used in the present invention is preferably any one selected from the group consisting of a diketopyrrolopyrrole pigment, a condensed azo pigment, and an anthraquinone pigment. Specifically, C.I_Pigment 254, Pigment 209, and Pigment 177 are listed as the total solid component of the colored curable composition, and the content of the color hardening composition of the pigment in the present invention is preferably 1 Å. %~70% by mass 'more preferably 20% by mass to 60% by mass, most preferably 35% by mass to 50% by mass. [(B) Dispersant] The color hardening composition of the present invention contains a dispersant. As the (B) dispersant, a known pigment dispersant or surfactant can be used. As the dispersant, 'a variety of compounds can be used, for example, an anthraquinone derivative (commercial product EFKA-745 (manufactured by Efka)), s〇LSPERSE 5000 (Japan Lubrizol Co., Ltd.); organic polyoxane high Molecular κρ341 (Shin-Etsu Chemical Co., Ltd.), (meth)acrylic (co)polymer POLYFLOW Ν〇·75, Νο·90, ν〇·95 (above, Gongrongshe oleochemical -63- 201140235 Industrial shares Co., Ltd., wool (made by Yushang Co., Ltd.) and other cationic surfactants; polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octyl phenyl Nonionic surfactants such as ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid ester; W004, W005, W017 An anionic surfactant such as EFKA-46 ' EFKA-47' EFKA-47EA, EFKA Polymer 1 00, EFKA Polymer 400, EFKA Polymer 401, EFKA Polymer 450 (above, Morishita Industrial Co., Ltd.) ), D Polymer dispersant such as isperse Aid 6 ' Disperse Aid 8 , Disperse Aid 15 , Disperse Aid 9100 (above, San Nop C0 Co., Ltd.); SOLSPERSE 3000, 5000, 9000, 12000, 13240, 13940, 17000, 24000, Various SOLSPERSE dispersants such as 26000 and 28000 (made by Lubrizol Co., Ltd., Japan); Adekapluronic L31, F38, L42, L44, L61, L64, F68, L72, P95, F77, P84, F87 'P94 &gt; L101, P103 ' F108, L121, P-123 (above, manufactured by Asahi Denki Kogyo Co., Ltd.), and IONET S-20 (Sanyo Chemical Industry Co., Ltd.). The content of the (B) dispersant in the colored curable composition in the present invention is preferably from 1% by mass to 80% by mass, more preferably from 5% by mass to 70% by mass, most preferably 10% by mass. %~60% by mass. [(C) Polymerizable Compound] The colored curable composition of the present invention has a polymerizable compound. Gather

-64- 201140235 The conjugated compound may, for example, be an addition polymerizable compound containing at least one pseudo-unsaturated double bond. Specifically, it is selected from compounds containing at least one terminally ethylenically unsaturated bond which is preferably at least two. Such a compound group is well known in the art. The present invention is not limited to such a compound group. Thus, for example, the monomers, prepolymers, i.e., may be any of the dimers, trimers, and oligomers or chemical forms of such mixtures and such (co)polymers. Examples of the monomer and its (co)polymer include an unsaturated carboxylic acid (for example, acrylic acid, methacrylic acid 'iconic acid, crotonic acid, isocrotonic acid, maleic acid, etc.) or an ester thereof. Classes, guanamines and their (co)polymers, preferably unsaturated carboxylic acids and aliphatic polyol compounds and esters thereof, and unsaturated carboxylic acids and aliphatic polyamine compounds and their guanamines and copolymerization thereof Things. Further, an addition reaction product of an unsaturated carboxylic acid ester having a nucleophilic substituent such as a hydroxyl group, an amine group or a thiol group, or a guanamine, a monofunctional or polyfunctional isocyanate or an epoxy is preferably used. A dehydration condensation reaction product of a monofunctional or polyfunctional carboxylic acid or the like. Further, it is preferably an unsaturated carboxylic acid ester having an electrophilic substituent such as an isocyanate group or an epoxy group or a guanamine thereof, a monofunctional or polyfunctional alcohol, an amine or a mercaptan substituted reactant. Further, as another example, a compound group which is replaced with an unsaturated phosphonic acid, styrene bromide, vinyl ether or the like may be used instead of the above unsaturated carboxylic acid. Specific examples of the aliphatic polyol compound and the ester monomer of the unsaturated carboxylic acid include, for example, ethylene glycol diacrylate, triethylene glycol diacetate, and 1,3-butyl diacrylate. Alcohol ester, tetramethylene-65- 201140235 diol ester, propylene glycol diacrylate, neopentyl glycol diacrylate, trimethylolpropane triacrylate, trimethylolpropane tri(propylene decyloxy Propyl)ether, trimethylolethane triacrylate, hexanediol diacrylate, 1,4-cyclohexanediol diacrylate, tetraethylene glycol diacrylate, dipentaerythritol diacrylate, Neopentyl glycol acrylate "pentaerythritol tetraacrylate, dipentaerythritol diacrylate, di pentaerythritol hexaacrylate, sorbitol triacrylate, sorbitol tetraacrylate, sorbitol pentoxide Ester, sorbitan hexaacrylate, tris(propylene methoxyethyl) isocyanurate, polyester acrylate oligomer, triacrylate modified by isomeric cyanurate EO, and the like. Further, examples of the methacrylate include tetramethylene glycol dimethacrylate, triethylene glycol dimethacrylate, neopentyl glycol dimethacrylate, and trishydroxytrimethacrylate. Methylpropane ester, trimethylolethane trimethacrylate, ethylene glycol dimethacrylate, 1,3-butylene glycol dimethacrylate, hexanediol dimethacrylate, dimethyl Neopentyl glycol acrylate, neopentyl glycol methacrylate, neopentyl glycol tetramethacrylate, di pentaerythritol dimethacrylate, dipentaerythritol hexamethacrylate, Sorbyl methacrylate, sorbitan tetramethacrylate, bis[p-(3-methylpropenyloxy-2-hydroxypropoxy)phenyl]dimethylmethane, bis-[pair- (Methethyloxyethoxy)phenyl]dimethylmethane. Further, as the isonic acid ester, for example, ethylene glycol diisoacetate, propylene glycol diisoconate, 1,3-butanediol diconcanate, and diaconol can be cited.

S-66- 201140235 Acid 1,4_butylene glycol ester, di-methylene glycol di-iconconate, neopentyl glycol di-iconate, sorbitol tetra-conconate, etc. Examples of the crotonate include, for example, ethylene glycol dicrotonate, tetramethylene glycol dicrotonate, neopentyl glycol dicrotonate, sorbitol tetracrotonate, and the like. For example, examples thereof include ethylene glycol diisocrotonate, neopentyl glycol diisocrotonate, and sorbitol tetraisocrotonate. Further, in terms of maleic acid, for example, two Ethylene glycol maleate, triethylene glycol dimaleate, neopentyl glycol maleate, sorbitan tetramaleate, and the like. In the case of the other vinegars, for example, the aliphatic alcohol esters described in Japanese Patent Publication No. Sho 57-47,334, and JP-A-59-59-240, and JP-A-59-5240, Japanese Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Further, the aforementioned ester monomer can be used as a mixture. Further, as a specific example of the monomer of the aliphatic polyamine compound and the decylamine of the unsaturated carboxylic acid, there are methylene bis-acrylamide, methylene bis-methyl decyl decylamine, 1, 6 - Hexamethylene bis-acrylamide, 1,6-hexamethylene bis-methyl acrylamide, di-ethyltriamine propylene amide, xylene bis acrylamide, xylene bis methacryl Amidoxime and the like. As an example of another preferable amide-based monomer, a structure having a stretched cyclohexyl group described in Japanese Patent Publication No. Sho. 5-4-2 1726 can be exemplified. Further, it is also suitable to use an addition reaction of an isocyanate and a hydroxyl group to produce an amine-67-201140235 urethane-based addition polymerizable compound. For a specific example, for example, JP-A-48-4 1 708 In the polyisocyanate compound having a hydroxyl group represented by the formula (A) and having a polyisocyanate compound having two or more isocyanate groups in one molecule, two or more of the polymerizable ethylene are contained in one molecule. A vinyl urethane compound. CH2 = C(R)C00CH2CH(R,)0H (A) [In the formula (A), R and R' each independently represent hydrazine or CH3]. With respect to these polymerizable compounds, the final performance setting of the coloring curable composition can be arbitrarily set by using the structure alone or in a manner similar to the amount of addition. For example, from the viewpoint of sensitivity, a structure having a large content per one molecule of unsaturated groups is preferable, and in many cases, a bifunctional group or more is preferable. Further, from the viewpoint of the strength of the highly colored cured film, a trifunctional group or more is preferable, and a heterofunctional number or a heteropolymerizable group (for example, an acrylate, a methacrylate, a styrene compound, or a vinyl group) is preferable. In the case of an ether compound, a method of adjusting both sensitivity and strength is also effective. Further, the compatibility and dispersibility of other components (for example, a photopolymerization initiator, a colorant (pigment), a binder polymer, etc.) contained in the coloring curable composition, and the selection and use of the polymerizable compound The method is an important factor, for example, by using a low-purity compound or two or more kinds of hydrazine to improve compatibility. In addition, from the viewpoint of improving the hard surface and the adhesion of the support, etc., the content of the polymerizable compound in the total solid content of the coloring curable composition (the total content of two or more types) is obtained by selecting a specific structure. Not particularly limited, from getting more

S -68-201140235 The effect of the present invention is preferably from 10% by mass to 80% by mass, more preferably from 15% by mass to 75% by mass, particularly preferably from 20% by mass to 60% by mass, 〇[( D) Photopolymerization Initiator The coloring composition of the present invention preferably contains a photopolymerization initiator. The ink jet ink-use type color resist is not essential, and a color resist containing a polymerization initiator in the coating method to be described later is preferable. The photopolymerization initiator is not particularly limited as long as it can be polymerized with the above (C) polymerizable compound, and is particularly preferably selected from the viewpoints of starting efficiency, absorption wavelength, availability, cost, and the like. For example, an active halogen compound selected from at least one of a halogenated methyl oxadiazole and a halogenated methyl-s-trinitrogen, a coumarin compound substituted by a 3-aryl group, a fluorene dimer, A benzophenone compound, an acetophenone compound and a derivative thereof, a cyclopentadiene-benzene-iron complex and a salt thereof, a quinone compound, and the like. Specific examples of the photopolymerization initiator include the descriptions of paragraphs [0070] to [0077] of JP-A-2004-295116. Among them, from the viewpoint of rapid polymerization, a lanthanide compound is preferred. The ruthenium-based compound (hereinafter referred to as "an oxime-based photopolymerization initiator" is not particularly limited, and examples thereof include JP-A-2000-800-06, WO-200/100903A1, and JP-A-2001- An anthraquinone compound described in Japanese Patent Publication No. 233842. By way of specific example, 2-(0-benzylidene fluorenyl)-1-[4-(phenylthio)phenyl]-1,2-butanedione, 2-(0-benzylidene hydrazide)-1_[4-(phenylthio)phenyl b-69- 201140235 I,2-pentanedione, 2-(0-benzylidene fluorenyl)-1- [4-(phenylthio)phenyl]-1,2-hexanedione, 2-(0-benzylidenehydrazide)-1_[4-(phenylthio)phenyl]-i, 2-g Diketone, 2-(0-benzylidene hydrazide)-bu [4-(phenylthio)phenyl]-1,2-octanedione, 2-(0-benzylidene fluorenyl)-1- [4-(Methylphenylthio)phenyl]-i,2-butanedione, 2-(0-benzylidenehydrazide)-bu [4-(ethylphenylthio)phenyl]- 1,2-butanedione, 2-(0-benzylidene fluorenyl)-1-[4-(butylphenylthio)phenyl]-1,2-butanedione, 1-(0- Ethyl s-yl)-l-[9-ethyl-6-(2-methylbenzhydryl)-9H-indazol-3-yl]ethanone, 1-(0-ethenylhydrazine )-l-[9-Methyl-6-(2-methylbenzhydryl)-9H-咔-3-yl]ethane ketone, 1-(anthracene-ethenyl hydrazide) propyl-6-(2-methylbenzhydryl)-9H-indazol-3-yl]ethanone, i- (〇-acetamido)-1-[9-ethyl·6_(2-ethylbenzylidene)-9H-indazol-3-yl]ethanone, 1-(0-ethenyl)肟)-1-[9-ethyl-6-(2-butylbenzylidene)_9H_carbazole·3·yl]ethane ketone, etc. Among these, a good shape can be obtained with a small amount of exposure. (In particular, rectangular in the case of a solid-state imaging device), 2-(0-benzoguanidino)-1-[4-(phenylthio)phenyl]-l,2-dione , i-(〇-乙醯基g弓)_ 1-[9-ethyl-6-(2-methylbenzhydryl)-9H-indazol-3-yl]ethane ketone, etc. - Specifically, the thiol-based compound is particularly preferably, for example, C GI -1 2 4 or CGI - 2 4 2 (manufactured by Kabate Chemicals Co., Ltd.). The viewpoint of stability and color development upon post-heating is preferably a compound represented by the following formula (i) in the case of a quinone compound.

S -70- 201140235

In the above formula (1), R and X each independently represent a monovalent substituent. A represents a divalent substituent, and Ar represents an aryl group. η is an integer of 1 to 5, and in terms of R, from the viewpoint of high sensitivity, a mercapto group is preferred, and specifically, 'e.g., ethyl fluorenyl, propyl fluorenyl, benzamidine, toluene is preferred. base. In the case of hydrazine, from the viewpoint of suppressing coloration by high sensitivity and heating duration, 'with an unsubstituted alkyl group, and an alkyl group (for example, methyl group, ethyl group, tert-butyl group, dodecyl group) is substituted. An alkyl group, an alkyl group substituted with an alkenyl group (e.g., a vinyl group, an allyl group), an aryl group (e.g., phenyl, p-tolyl, methylbenzyl, cumyl, naphthyl, anthryl, phenanthryl) A styrene-based substituted base is preferred. In the case of Ar, from the viewpoint of suppressing coloration by high sensitivity and heating duration, it is preferably a substituted or unsubstituted phenyl group. When the phenyl group is substituted, it is preferably a halogen group such as a fluorine atom, a chlorine atom, a bromine atom or a monument atom in terms of the substituent. In the case of X, from the viewpoint of solvent solubility and absorption efficiency in the long-wavelength region, the alkyl group which may have a substituent may have an aryl group having a substituent, an alkenyl group which may have a substituent, or a substituent. The alkynyl group may have an alkoxy group having a substituent, an aryloxy group which may have a substituent, an alkylthio group, a thioaryl group, or a substituent of -71 to 201140235. Amine groups are preferred. The following is a specific example of a compound which is not represented by the formula (丨), but is not intended to limit the invention.

Further, in addition to the photopolymerization initiator described above, other known photopolymerization initiators described in paragraph [0079] of JP-A-20CM-295116 can be used as the colored hardening composition of the present invention. The photopolymerization initiator may be contained alone or in combination of two or more. From the viewpoint of obtaining the effect of the present invention which is more effective, 'coloring hardenability

S-72-201140235 The content of the photopolymerization initiator in the total solid content of the composition (content in the case of two or more kinds) is preferably from 3% by mass to 20% by mass, more preferably from 4% by mass to 19% by mass, Particularly preferably, it is 5 mass% to 18 mass%. [(E) Organic solvent] The colored curable composition of the present invention uses an organic solvent (E) as a medium. The organic solvent is not particularly limited as long as it satisfies the solubility of each component and the continuous phase of the coating property in the coloring-curable composition, and in particular, it is preferable to consider the solubility and coating property of the binder. Select ', security. Examples of the organic solvent include ethyl acetate, n-butyl acetate, isobutyl acetate, amyl acetate, isoamyl acetate, isobutyl acetate, butyl propionate, and isopropyl butyrate. Ethyl butyrate, butyl butyrate, methyl lactate, ethyl lactate, alkyl oxyacetate (eg methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate (specifically, methoxy) Methyl acetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, etc.), alkyl 3-oxopropionate (for example, 3 Methyloxypropionate, ethyl 3-oxypropionate (specifically, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate , 3-ethoxypropionate ethyl ester, etc.), 2-oxypropionic acid alkyl ester (for example, methyl 2-oxypropionate, ethyl 2-oxypropionate, 2-oxypropane) Acid propyl ester, etc. (specifically, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, 2 -ethyl ethoxypropionate, etc.)), 2-oxy-2-methylpropanoic acid 2-ethyl-2-methyl (specifically,

S-73- 201140235 Methyl 2-methoxy-2-methylpropanoate, ethyl 2-ethoxy-2-methylpropionate, etc.), methyl pyruvate, ethyl pyruvate, pyruvate Ester, methyl acetonitrile acetate, ethyl acetoxyacetate, methyl 2-oxobutanoate, ethyl 2-oxobutyrate, and the like. Further, examples of the ethers include diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, methyl sulphate acetate, and ethyl acetate. Sulfate, diethylene glycol monomethyl ether 'diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, acetic acid Propylene glycol monopropyl ether ester and the like. The ketone may, for example, be methyl ethyl ketone, cyclohexanone, 2-heptanone or 3-heptanone. In the case of the aromatic hydrocarbon, for example, toluene or xylene is suitable, and the organic solvent includes the solubility of each of the above components and the alkali-soluble binder, and the solubility thereof and the coating surface are improved. From the viewpoint, it is preferred to mix two or more kinds. In this case, it is particularly preferably selected from the group consisting of methyl ethoxypropionate, ethyl 3-ethoxypropionate, ethyl celecoxicil acetate, ethyl lactate, diethylene glycol dimethyl ether, and butyl acetate. Ester, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone 'ethyl carbitol acetate' butyl carbitol acetate, propylene glycol methyl ether and propylene glycol methyl ether acetate 2 A mixed solution composed of the above. Composition in the color hardening composition of the organic solvent, the composition

The total solid content concentration in S-74 - 201140235 is preferably from 1% by mass to 80% by mass, more preferably from 15% by mass to 60% by mass. [(F) Yellow Pigment] The colored curable composition of the present invention may contain a yellow pigment. In the case where the yellow pigment is used in the present invention, the total content of the yellow pigment in the total content of the pigment and the dye is preferably from 1% by mass to 50% by mass, more preferably from 5% by mass to 30% by mass. Further, the term "yellow pigment" as used in the specification of the present invention means a yellow pigment and a yellow dye. The yellow pigment which can be used in the present invention is not particularly limited, and may be selected from known solvent-soluble dyes and the like. For example, JP-A-64-90403, JP-A-64-91102, JP-A-1-94301, JP-A-6-11614, JP-A No. 2592207, and US Patent No. 4808501, U.S. Patent No. 5,567,920, U.S. Patent No. 5,590,500, Japanese Patent Application Laid-Open No. Hei No. Hei No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. A yellow pigment described in the Gazette. As the chemical structure, an azo group such as an anilino azo group, an aryl azo group, a pyrazole triazole azo, a pyridone azo or a pyrazole azo, a triphenylmethane system or a lanthanoid system can be used. , pyridinone, benzylidene, oxy alcohol, cyanine, phenothiazine, pyrazole triazole methine, pyrrolopyrazole azomethine, humming, A dye such as anthracycline, benzopyran or indigo. [(G) Other components] -75- 201140235 The colored hardening composition of the present invention may further contain other components such as an alkali-soluble binder and a crosslinking agent, in addition to the above-described respective components, without departing from the effects of the present invention. . The saponin-soluble binder The alkali-soluble binder is not particularly limited as long as it has alkali solubility, and is preferably selected from the viewpoints of heat resistance, developability, and easy availability. The alkali-soluble binder preferably has a linear organic high molecular polymer and is soluble in an organic solvent and can be developed in a weakly alkaline aqueous solution. In the case of such a linear organic high molecular polymer, a polymer having a carboxylic acid in a side chain is exemplified by, for example, JP-A-59-44615, JP-A-54-34327, and JP-A-58-125-7. Methacrylic acid copolymer, acrylic acid copolymer, as described in each of the publications of Japanese Patent Publication No. 54-25, No. 5, No. 5, No. 5 9 - 5 3 8 3 No., JP-A-59-71, No. 48 , an itaconic acid copolymer, a crotonic acid copolymer, a maleic acid copolymer, a partially esterified maleic acid copolymer, etc., are similarly useful in the presence of an acidic cellulose derivative having a carboxylic acid in a side chain. of. In addition to the above, in the case of the alkali-soluble binder of the present invention, an acid anhydride or the like is added to a polymer having a hydroxyl group, or a polyhydroxystyrene resin, a polyoxyalkylene resin, or a poly(2-hydroxyethyl group). (Meth) acrylate), polyvinylpyrrolidone or polyethylene oxide, polyvinyl alcohol and the like are also useful. Further, the linear organic high molecular polymer can copolymerize a monomer having hydrophilicity. Examples of the examples include alkoxyalkyl (meth)acrylate, hydroxyalkyl (meth)acrylate, glycerol (meth)acrylate, (meth)acrylamide, and N- Methylol methacrylate, grade 2 or 3 alkyl acrylate

S -76- 201140235 Amine, dialkylaminoalkyl (meth)acrylate, morpholine (meth)acrylate, N-vinylpyrrolidone, N-vinylcaprolactam 'vinylimidazole , vinyl triazole, methyl (meth) acrylate, ethyl (meth) acrylate, branched or linear propyl (meth) acrylate, branched or linear (meth) butyl acrylate or (a Base) phenoxy hydroxypropyl acrylate and the like. In the case of other hydrophilic monomers, do they contain a tetrahydrofuranyl group, a phosphoric acid group, a phosphate group, a quaternary ammonium salt group, an extended ethoxy chain, a propoxy chain, a sulfonic acid group, and a salt thereof? Monomers such as morphyl ethyl ester are also useful. Further, the alkali-soluble binder may have a polymerizable group in the side chain in order to increase the crosslinking efficiency. For example, it may be a polymer containing an allyl group, a (meth)acrylic acid group or an allyloxyalkyl group in the side chain. As an example of the polymer containing the above polymerizable group, commercially available KS photoresist - 106 (manufactured by Osaka Organic Chemical Industry Ltd.), CYCLOMER P (DAICEL Chemical Industry Co., Ltd.) Made by Daicel Chemical Industries, Ltd.). Further, in order to increase the strength of the hardened film, alkali-soluble nylon or a polyether of 2,2-bis-(4-hydroxyphenyl)propane and epichlorohydrin is also useful. From the viewpoint of heat resistance, among these various alkali-soluble binders, polyhydroxystyrene resin, polyoxyalkylene resin, acryl resin, acrylamide resin, and propylene/acrylamide resin are preferable. The copolymer resin is preferably a propylene-based resin, an acrylamide-based resin, or a propylene/acrylamide-based resin copolymer resin from the viewpoint of developability inhibition. With respect to the aforementioned propylene-based resin, it is preferred to select (meth) propyl-77- 201140235 benzoic acid benzyl ester, (meth)acrylic acid, (meth)acrylic acid-hydroxyethyl ester, (methyl). A copolymer composed of a monomer such as acrylamide or a commercially available product, KS Photoresist-106 (manufactured by Osaka Organic Chemical Industry Ltd.), and CYCLOMER P (DAICEL Chemical Industry Co., Ltd.) Manufactured by Daicel Chemical Industries, Ltd.). From the viewpoints of developability, liquid viscosity, etc., the weight average molecular weight of the alkali-soluble binder (in terms of polystyrene converted by GPC method) is preferably a polymer of 1,000 to 2×10, more preferably a polymer of 2000 to 1×10. The polymer is preferably 5000~5&gt;&lt;104. Antimony Crosslinking Agent The use of a sufficient crosslinking agent in the colored curable composition of the present invention can further increase the hardness of the colored cured film of the hardenable colored curable composition. The crosslinking agent is not particularly limited as long as it can be cured by a crosslinking reaction, and examples thereof include (a) an epoxy resin and (b) selected from a methylol group, an alkoxymethyl group, and a decyloxy group. Substituting at least one substituent in the methyl group, a melamine compound, a guanamine compound, a glycoluril compound, and a urea-based compound, (c) being substituted with at least one selected from the group consisting of a methylol group, an alkoxymethyl group, and a decyloxymethyl group. A phenol compound, a naphthol compound or a hydroxy hydrazine compound substituted by a base. Wherein 'preferably a multifunctional epoxy resin. For specific examples of the specific cross-linking agent, etc., reference is made to paragraphs [0134] to [0147] of JP-A-2004-295116. 〇Other additives

S-78- 201140235 The coloring curable composition may be mixed with various additives, polymer compounds other than the above, surfactants such as nonionic or cationic anions, adhesion promoters, antioxidants, and violet absorbents. Anti-aggregating agents, etc. As the additives, those described in paragraphs [0155] to [0156] of No. 20 04-295116 can be cited. The color hardening composition of the present invention may contain the sensitizer or the photosensitizer described in JP-A-2004-295116, and the thermal polymerization inhibitor described in [0081]. Further, when the alkali solubility in the non-light-emitting region is promoted and the developability of the curable composition is further attempted, the organic carboxylic acid in the composition is a ruthenium of a low molecular weight organic decanoic acid having a preferred molecular weight of 1,000 or less. For example, a monocarboxylic acid such as formic acid, acetic acid, propionic acid, butyric acid, trimethylacetic acid, caproic acid, diethylacetic acid, heptanoic acid or octanoic acid; oxalic acid, malonic acid, succinic acid or glutaric acid; , hexamethylene dipic acid, suberic acid, azelaic acid, azelaic acid, barium diacid, methyl acid, ethyl malonic acid, dimethylmalonic acid, methyl succinic acid, tetramethyl benzoic acid, An aliphatic dicarboxylic acid such as citraconic acid; an aliphatic tricarboxylic acid such as 1,2,3-propanetricarboxylic acid, acid or ruthenium triacetate; benzoic acid, toluidine acid, 2,3-xylene An aromatic monocarboxylic acid such as formic acid or 3,5-dimethylbenzoic acid; citric acid, isophthalic acid, terephthalic acid, trimellitic acid benzenetricarboxylic acid, pyromellitic acid, pyromic acid, etc. Aromatic polycarboxylic acid acetic acid, hydroxy aTO acid, hydroxy cinnamic acid, phenylglycolic acid, phenyl group, and extraneous invention In the paragraph of the newspaper, it is better to add valeric acid fatty acid, propylenediaconate, aroma, and benzene; benzene amber-79- 201140235 acid, atopic acid, cinnamic acid, methyl cinnamate, benzyl cinnamate, Other carboxylic acids such as cinnamic acid acetic acid, fragrant, soy acid, and acid. [Preparation and Characteristics of Curable Composition] The colored curable composition of the present invention is prepared by mixing the above-mentioned essential components and optional components as needed. Further, in order to enhance the dispersibility of the pigment, a pigment dispersion liquid of the dispersed pigment is prepared in advance, and the pigmented thermosetting composition of the present invention can be adjusted by using the pigment dispersion liquid. The color hardening composition of the present invention has excellent storage stability, and further improves light resistance due to the advantage of using a pigment, and particularly forms a color material having an excellent color hardening film as an industrial color filter. Preferably. For example, it is useful for forming a color pixel such as a color filter of a liquid crystal display element (LCD) or a solid-state imaging element (e.g., CCD, CMOS, etc.). In particular, it can be suitably used for the formation of colored pixels for liquid crystal display elements such as CCDs and CMOSs. [Color Filter and Method of Manufacturing the Same] The color source light sheet of the present invention and a method of manufacturing the same are described in detail below. The color hardening composition of the present invention as described above can be used in the method for producing a color filter of the present invention. The method for producing a color filter of the present invention comprises the step of applying a colored curable composition of the present invention as described above to a substrate (support or temporary support) to form a colored curable composition (hereinafter referred to as coating). Step) 'and a step of developing a colored pattern after exposing the colored curable composition layer through a photomask (hereinafter referred to as exposure and development step). Hereinafter, the coating step and the exposure and development step are described below.

S-80-201140235 〇 Coating method • Coating step The coating step is applied to a support by a coating method such as spin coating, cast coating, roll coating or the like to apply a colored curable composition. The coated film is prebaked to form a colored curable composition layer. The thickness of the colored curable composition layer is preferably in the range of from 1 μm to 5.0 μm, particularly from the viewpoint of thinning or color reproducibility of a color filter for a liquid crystal display device. In the case of the support, the support material is, for example, a soda lime glass for a liquid crystal display element, a Pyrex (registered trademark) glass, or quartz, for example, 支撑μηα to 4.0 μm, and more preferably Ι.Ομιη to 3.0 μm. For the glass and the transparent conductive film, or the photoelectric conversion element substrate for an image sensor or the like, for example, a germanium substrate or a complementary metal oxide semiconductor (CMOS) substrate can be cited. The substrates form black stripes that separate the pixels. Further, an undercoat layer may be provided on the support as needed in order to improve adhesion to the upper layer, prevent diffusion of the substance, or flatten the surface. Exposure and development steps The color-curable composition formed on the support is exposed through a photomask. As the light or radiation to be obtained is suitable for the exposure, ultraviolet rays such as g-line, h-line, and i-line are preferable. The exposure can be performed in any of a proximity mode, a mirror projection mode, and a stepper mode, but in particular, in a stepper mode (reduced projection exposure mode using a reduced projection exposure machine) Preferably. Stepper method 201140235 It is possible to form a pattern by performing exposure while changing the exposure amount step by step, and it is possible to have a good rectangular pattern when performing stepwise exposure. Further, as the exposure apparatus for stepwise exposure, for example, an i-line stepper (trade name: FPA-3 000i5+, manufactured by CANON, INC.) can be used. Further, the amount of exposure at the time of exposure is not particularly limited, but is preferably 50 m J / c m2 to 1 0 0 m m/cm 2 . The developer is developed to develop the color hardening composition after exposure. Developer can be used for development. In the developer, one of the unhardened (unexposed portions) of the colored curable composition layer is dissolved, and any of the components having no hardened portion (exposure portion) can be used. Specifically, a composition of various organic solvents or an aqueous alkaline solution can be used. The organic solvent may be the organic solvent used in the preparation of the coloring curable composition. The alkaline aqueous solution is, for example, an alkaline aqueous solution which is dissolved in a concentration of 〇 01% by mass to 100% by mass, preferably 0.01% by mass. Examples of the basic compound include sodium hydroxide, potassium hydroxide, sodium carbonate, sodium citrate, sodium metasilicate, aqueous ammonia, ethylamine, diethylamine, dimethylethanolamine, and tetramethylammonium hydroxide. Alkyl ammonium, tetraethylammonium hydroxide, choline, pyrrole, piperidine, i,8-diazabicyclo-[5·4.0]-7-undecene, and the like. Further, when alkaline water-soluble is used as the developer, it is usually washed with water after development. Other (heat treatment, etc.) The color map can be formed through the coating step, the exposure and development steps as described above.

S -82- 201140235 case. The obtained color pattern can be further subjected to a coloring pattern (so-called post-baking) formed by heat treatment, and can be further hard 41, for example, heat-treated by a hot plate (h 〇tp ate), various heating patterns. . In terms of the temperature of the heat treatment, the effect of increasing the hardening is preferably from 160 ° C to 260 ° C, more preferably from 180 ° C to 2 2 0 ° C. The addition varies depending on the heating temperature, and is generally preferably from 1 minute to 1 line. In the method for producing a color filter of the present invention, a coloring pattern having a desired number of hue (a photoreceptor sheet can be obtained by repeating the coating step, the exposure, the development step, and the necessity). In the inkjet method of the invention, a color filter can be produced. In the ink, the embodiment of the present invention is not particularly limited to the method described in, for example, JP-A-2002-20 1 3 87. Preferably, the ink concentrating polymerization initiator is not used. Regarding the inkjet ink, it is preferred to suppress the ink temperature of the viscosity fluctuation range. Preferably, the viscosity at the time of injection is 5 to 25 mPa. 8 to 22 mPa.s, It is particularly preferably from 1 〇 to 20 mPa·s (the limit of the present invention is limited to 2 5 ° C). In addition to the above-mentioned adjustment of the injection temperature, the composition of the ink and the amount of addition can be adjusted to adjust the viscosity. In terms of oven equivalence, the color filter of the desired color heating step η is more than 0 minutes during the heat treatment, and the ink jet printing can use the preferred ink jet ink to make the initiator less than ± 5 % s, more preferably For viscosity is not specific, For example, the viscosity of the above-mentioned -83-201140235 can be measured by a general device such as a conical plate type rotary viscometer or an E-type viscometer. Further, from the viewpoint of improving the flatness of the pixel, the ink is printed at the time of ejection. The surface tension is 1 5 to 4 〇 mN/m (the surface tension in the present invention is not particularly limited to 23 ° C), more preferably 20 to 35 mN/m, and most preferably 25 to 30 mN/m. It can be adjusted by the addition of a surfactant or the kind of a solvent. The surface tension can be, for example, by using a surface tension measuring device (CBVP-Z, manufactured by Kyowa Interface Science Co., Ltd.) or a fully automatic balanced electronic surface tension meter ( The platinum plate method of the measuring device such as Kyowa Scientific Co., Ltd. is used for the measurement. For the ink jet ink for spraying the color filter, various methods can be employed to suppress the inkjet ink by continuous spraying. A method of intermittently printing ink by a piezoelectric element, a method of heating an ink by intermittent spraying thereof, etc. Further, with respect to an inkjet method for forming various pixels, a method of thermally hardening an ink, and a method of photohardening, Since a transparent image receiving layer is formed on the substrate, a general method such as a dropping method can be used. In the present invention, before the pixel is formed by using the color filter inkjet ink, a partition wall is formed in advance, preferably in the partition wall. The surrounding portion is sprayed with ink. When the color filter is produced, the partition wall may be any one, preferably a functional light-shielding partition wall (hereinafter simply referred to as "partition wall") having a black matrix. It is produced by the same raw materials and methods as the general color filter using a black matrix.

S-84-201140235 Hereinafter, it is described that the above-mentioned "heat treatment or the like" is used for the treatment. It is preferable to solidify the layer of the above-described sprayed inkjet ink. Performance of the 〇 color filter A color sheet (color filter of the present invention) obtained by the method for producing a color filter of the present invention has excellent light resistance because the coloring hard material of the present invention is used. Therefore, the color sheet of the present invention can be used for a solid-state imaging element such as a liquid crystal display element or a CCD. [Liquid Crystal Display Element] When the color filter of the present invention is used for a television, all of the monochromatic chromaticities of the F10 light source (R), green (G), and blue (B) are the same as those of the following table (hereinafter referred to as The difference (Δ£) of the "target chromaticity" of the present invention is preferably within the range, more preferably within 3, and particularly preferably within 2. X y YR 0.656 0.336 21.4 G 0.293 0.634 52.1 B 0.146 0.088 6.90 The chromaticity of the present invention is determined by a micro spectrophotometer (manufactured by OLYMPUS Co., Ltd.; OSP100 or 2〇〇), and the light source is calculated to have a field of view of 2 degrees. As a result, xyz represents the xyY値 of the color system. The difference in the target color 表示 is represented by the color difference of the La*b color system. The liquid crystal display device having the color filter of the present invention is preferably filtered by a thermal filter group, and the red record 5 is superior to the high-85-201140235, and has excellent black depiction power. VA way. It is suitable for use in large-screen LCD display devices such as notebook monitors or TV monitors. Further, the color filter of the present invention can exhibit excellent performance by using a CCD device. [Embodiment] Hereinafter, embodiments of the present invention will be specifically described without departing from the object of the present invention. The following embodiments are not limited thereto. Furthermore, it is only the quality standard that is not specifically limited to 'parts' and r%. (Example I) (Example 1-1) [1. Preparation of red curable composition] Each of the components described below was mixed and dissolved to obtain a colored curable composition.

S specific organometallic complex (exemplified compound la-5) 2.5 parts by mass of CIPR254 dispersion 30.2 parts by mass (solid content concentration 19.60%, pigment concentration 12.30%) CIPY150 dispersion 5.1 parts by mass (solid content concentration 24.22%, pigment concentration) 15.00%) Propylene glycol monomethyl ether acetate 57. 4 parts by mass of binder 1 6.0 parts by mass DPHA liquid 3.8 parts by mass of polymerization initiator B 0.12 parts by mass of polymerization initiator A 0.05 parts by mass of phenothimethoxazole 0.01 part by mass of surfactant 1 0.06 parts by mass -86- 201140235 &lt;Binder 1 &gt; • Polymer (benzyl methacrylate / methacrylic acid = 78/22 molar ratio of random copolymer, molecular weight 40,000) 27 parts by mass • Propylene glycol 73 parts by mass of monomethyl ether acetate &lt; DPHA liquid> Dipentaerythritol hexaacrylate (polymerization inhibitor Μ EHQ) containing 500 ppm, manufactured by Nippon Kayaku Co., Ltd., trade name: KAYARAD DPHA) 76 mass Part: 24 parts by mass of propylene glycol monomethyl ether &lt;polymerization initiator A&gt; (2,4-bis(trichloromethyl)-6-[4'-(叱:^diethoxycarbonylmethyl)amine -3'-bromophenyl]-S-triazotide) &lt;poly Initiator B &gt; 2-trichloromethyl-(p-styrylstyryl) 1,3,4-oxadiazole &lt; surfactant 1 &gt; MEGAFACEF-780-F (Daily Ink Chemical Industry Co., Ltd. Manufactured: The composition is as follows: C6F13CH2CH2OCOCH=CH2 40 parts by mass, and H(OCH(CH3)CH2)7OCOCH = CH2 55 parts by mass, and H(OCH2CH2)7OCOCH = CH2 5 parts by mass of copolymer (molecular weight 30,000) 30 parts by mass, • 70 parts by mass of methyl ethyl ketone [2. Evaluation of storage stability] -87- 201140235 The color-hardening composition obtained above was visually observed after being stored at room temperature for one month. The degree of precipitation was visually evaluated based on the following criteria. Table 1 shows the results. 〇 : I believe that there is no precipitation △ : I believe that only a few are precipitated. X: I think it is precipitation. [3. Preparation of Color Filter of Monochrome and Evaluation of Light Resistance] The color hardening composition obtained above was applied to a glass substrate by a spin coater to have a film thickness of 0.6/ζιη, at 100°. C prebake for 1 to 20 seconds to obtain a monochromatic color filter for evaluation of light resistance. The monochromatic color filter for light resistance evaluation obtained was irradiated with a 100,000 lux, 20 hour xenon lamp (equivalent to 200 lux.h). The color difference (Δ E*ab) of the monochrome color filter was measured before the xenon lamp irradiation, and it was used as an indicator of light resistance. Furthermore, the smaller the Δ E*ab, the better the light resistance is by the following criteria. Table 1 shows the results of the results. ～ ○ ○ ○ : △ E*ab 値 &lt; 1 〇: 1 S △ E*ab 値 &lt; 3 △ : 3SAE*ab 値 $10 X : 10 &lt; AE*ab 値 (Example 1-2-1-30, Comparative Examples Icl to Ic4) Each of the compounds of the "specific complex (exemplary compound la-5)" in the colored curable composition of Example I-1 was prepared in the following Table 1. also

S-88-201140235, the yellow dye 1' substituted for the same amount as the pigment of "CIPY150" is equivalent to the addition of the binder 1 to the "yellow dye 1", and the solid content concentration is the same as in the embodiment I-1. The color hardening composition is also prepared. In addition, as for the pigment, the coloring curable composition was prepared in the same manner as in Example 1-1 except that "CIPR254" and "CIPY150" were not added. The color-developing composition obtained was the same as in Example 1-1. A monochromatic color filter was produced by a coating method. The light-color property was the same as in Example I-1 except for the monochromatic color filter. Evaluation. Table 1 shows the results. Yellow dye 1 (Y dye 1)

Further, for example, the solid content concentration of the pigment and/or dye is used as follows. The color hardening composition of the color hardening composition of Preparation Example I-1 is used. In Comparative Example Icl, the dispersion of CIPR2 5 4 and CIPY 150 used in Example 1-1 was replaced with the binder 1 to adjust the solid content concentration of the dye (IIIb-1). Comparative Example 2 was substituted with the specific complex (exemplified compound la-5) used in Example I-1 to C.I. Acid Violet-17. Comparative Example 3 The amount of the specific complex (exemplified -89-201140235 Compound Ia-5) used in Example I-1 was the same as the amount of the pigment, and the CIPV23 dispersion (solid content concentration 18.70%, pigment concentration) was added. 13.10%), corresponding to the reduction of the solid content concentration of the binder 1 adjusting pigment + (CIPV23). Comparative Example 4 is the same as the total amount of the specific complex (exemplified compound I a-5 ) used in Example I-1 and the pigment, and does not change the ratio of CIPR254 to CIPY150 dispersion used in Example I-1, and increases The amount of CIPR254 and C IP Y 150 dispersion corresponds to the reduction of binder 1 to adjust the concentration of the solid component. (Examples III, III) In place of the blending amount, the coloring curable composition was obtained in the same manner as in the following description. Regarding the obtained colored curable composition (the same as in Example I), the evaluation of the storage stability was carried out. Further, a monochromatic color filter was produced using the obtained color-curable composition (the same as in Example ,), and the monochromatic color filter (the same as in Example 1) was used to evaluate the light resistance. In the example π, the blending amount of the pigment is specific to the organic metal complex (exemplified compound la-5) 1.8 parts by mass of the CIPR209 dispersion 31.2 parts by mass (solid content concentration 2 0.2 0 %, pigment concentration 1 3.0 0 %) CIPY150 dispersion 7.5 parts by mass (solid content concentration 24.22%, pigment concentration 15.00%) Example ΙΠ pigment blending amount

S -90- 201140235 Specific organometallic complex (exemplified compound la-5) CIPR242 dispersion (solid content concentration 20.20%, pigment concentration 13.00%) CIPR177 dispersion (solid content concentration 24.22%, pigment concentration 15.00%) 2.1 Quality Parts 3 7.3 parts by mass 3.4 parts by mass -91 - 201140235

[Table η No. Adding Compound Example I Example 实施 Example III Pigment Pigment (Dye) Light Resistance Storage Stability Pigment Pigment (Dye) Light Resistance Storage Stability Pigment Pig Bath) Light Resistance Storage Stability 1 la- 5 PR254 PY150 〇〇PR209 PYI50 ◎ 〇PR242 PR177 〇〇2 la-21 PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 ◎ 〇3 la-31 PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 〇〇4 Ia-A PR254 PY150 ◎ 〇PR209 PY150 ◎ 〇PR242 PR177 ◎ 〇5 II-1 PR254 PY150 ◎ 〇PR209 PY150 ◎ 〇PR242 PR177 ◎ 〇6 II-2 PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 〇〇7 II-4 PR254 PY150 〇 〇PR209 PY150 〇〇PR242 PR177 〇〇8 II-A PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 .◎ 〇9 HI-I PR254 PY150 ◎ 〇PR209 PY150 〇〇PR242 PR177 〇〇10 III-3 PR254 PY150 ◎ 〇 PR209 PY150 ◎ 〇PR242 PR177 〇〇11 III-5 PR254 PY150 〇〇PR209 PY150 ◎ 〇PR242 PR177 〇〇12 III-A PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 ◎ 〇13 IIi-45 PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 〇〇14 III-47 PR254 PY150 ◎ 〇PR209 PY150 ◎ 〇PR242 PR177 〇〇15 III-65 PR254 PY150 〇 〇PR209 PY150 〇〇PR242 PR177 〇〇16 111-68 PR254 PYI50 〇〇PR209 PY150 〇〇PR242 PR177 ◎ 〇17 III-69 PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 〇〇18 111-70 PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 〇〇19 III-B PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 〇〇20 111-90 PR254 PY150 ◎ 〇PR209 PY150 〇〇PR242 PR177 〇〇21 III-93 PR254 PY150 ◎ 〇PR209 PY150 ◎ 〇PR242 PR177 ◎ 〇22 mc PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 〇〇23 IIIa-1 PR254 PY150 ◎ 〇PR209 PY150 ◎ 〇PR242 PR177 ◎ 〇24 IIIa-2 PR254 PY150 〇〇PR209 PY150 ◎ 〇PR242 PR177 ◎ 〇25 IIIa-4 PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 〇〇26 IIIb-1 PR254 PY150 ◎ 〇PR209 PY150 ◎ 〇PR242 PR177 ◎ 〇27 IIIb-2 PR254 PY150 〇〇PR209 PY150 〇〇PR242 PR177 〇〇28 IIIb-4 PR254 PY150 ◎ 〇PR209 PY150 〇〇PR242 PR177 〇〇29 IIIa-1 PR254 Y dye 1 〇 ◎ PR209 Y dye 1 0 ◎ / / / / 30 Illb-l PR254 Y dye 1 ◎ ◎ PR209 Y dye 1 ◎ ◎ / / / / cl IIIb-1 - . XXXX . PR177 XX c2 &lt;:.1. -17 PR254 PY150 XX PR209 PY150 XX PR242 PR177 XX c3 Pigment Violet-23 PR254 PY150 △ X PR209 PYI50 Δ X PR242 PR177 △ X c4 - PR254 PY150 Δ X PR209 PY150 Δ X PR242 PR177 △ X s -92- 201140235 It is clear that the specific organometallic complex and the pigment t coloring curable composition have excellent storage stability, and the monochromatic color filter formed using the colored hard composition has excellent light resistance. Further, it was judged that the color filter of the present invention has higher contrast and luminance than Comparative Examples C 2 and C 3 and is a color filter suitable for a liquid crystal display device. Further, it is understood that when only the pigment of Comparative Example c4 is used, the light resistance and the storage stability can be further improved, and the performance of the specific metal complex compound can be enhanced. Further, it is understood that the above-described excellent effects of the present invention can be exhibited in the same manner even if the type of the pigment is changed. [Simple description of the diagram] None. [Main component symbol description] None. -93-

Claims (1)

201140235 VII. Patent application scope: 1 · A red colored hardening composition characterized in that it is a red colored hardening composition containing a pigment, a dispersing agent and a polymerizable compound in an organic solvent, and further contains an organic Metal complex 'the organic metal complex has a residue of a compound represented by the following formula (I) composed of a metal atom or a metal compound and a ligand; Η N y R6 (In the formula (I), R1 to R6 each independently represent a hydrogen atom or a substituent, and R7 represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group or a heterocyclic group). 2. The color hardening composition according to claim 1, wherein the organometallic complex is selected from the group consisting of compounds represented by the following formula (1) and compounds represented by the following formula (π-2); At least one of the group consisting of compounds represented by the following formula (πι) (In the general formula (11-1}, R to R7 are synonymous with the above (1); Ma 袠 indicates gold-94-201140235 is an atom or a metal compound; X2 represents a group necessary for neutralizing the charge of Ma; X1 means a base combined with Ma; X1 and X2 can be combined to form a ring of 5, 6 or 7 members) (In the formula (II-2), R1 to R7 are synonymous with the formula (I); and R8 to R13 each independently represent a hydrogen atom or a substituent; and R 14 each independently represents a hydrogen atom, a halogen atom, an alkyl group, Aryl or heterocyclic atom; Ma means a metal atom or a metal compound), R3 R4 (In the formula (ΠΙ), R2 to R5 and R7 have the same meanings as in the formula (I); Ma represents a metal atom or a metal compound; and X3 represents NR (R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group) , fluorenyl, alkylsulfonyl or arylsulfonyl), nitrogen, oxygen or sulfur; X4 represents NRa (Ra represents a gas atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a fluorenyl group , alkylsulfonyl S-95- 201140235 or arylsulfonyl), an oxygen atom or a sulfur atom; Y1 represents NRc (Rc represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a fluorenyl group, An alkylsulfonyl or arylsulfonyl group, a nitrogen atom or a carbon atom; Y2 represents a nitrogen atom or a carbon atom; and R8 and R9 each independently represent an alkyl group, an alkenyl group, an aryl group, a heterocyclic group or an alkoxy group. , aryloxy, alkylamino, arylamino or heterocyclic amine; R8 and Y1 can be combined to form a ring of 5, 6 or 7 members; R9 and Y2 can be combined to form 5 members, 6 a ring of members or 7 members; X5 represents a group that can bind to Ma; a is represented by 〇, 1 or 2). 3. The colored hardening composition according to claim 1 or 2, wherein the metal atom or metal compound is iron atom (Fe), zinc atom (Mn), cobalt atom (Co), vanadium oxide (VO), and Any of copper atoms (Cu). 4. The colored hardening composition according to any one of claims 1 to 3, wherein in the above formula (I), each of R3 and R4 is a phenyl group] 5 as in the scope of claims 1 to 4 Any one of the color hardening compositions, wherein the pigment is at least one selected from the group consisting of a diketopyrrolopyrrole pigment, a condensed azo pigment, and an anthraquinone pigment. 6. The color hardening composition according to any one of claims 1 to 5, which contains a yellow pigment. 7. The colored curable composition according to any one of claims 1 to 6, wherein the colored curable composition further contains a photopolymerization initiator 〇8. A method for producing a color filter, A step of forming a red curable composition layer by coating a colored curable composition of any one of claims 1 to 7 to a substrate, and forming the red curable composition layer by a photomask After the composition layer is exposed, it is developed to form a colored pattern. 9. A method of manufacturing a color filter, comprising the steps of providing a partition wall on a substrate, and spraying the substrate toward the substrate using an ink jet printing device in a field surrounded by the partition wall; The step of forming a red curable composition layer by the colored curable composition of any one of the items 7 and the step of solidifying the red curable composition layer by heat treatment. A color filter comprising a curable composition layer obtained by hardening a color hardening composition according to any one of items 1 to 7 of the patent application. 1 1. A liquid crystal display element comprising the color filter of the first aspect of the patent application. S •97- 201140235 IV. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the symbol of the symbol of the representative figure: New Zealand. / \ w V. If there is a chemical formula in this case, please reveal the chemical formula that best shows the characteristics of the invention: &amp;E.