TW200811483A - Compound, photosensitive composition, curable composition, curable composition for forming color filter, color filter, and method for manufacturing the same - Google Patents

Abstract

The invention provides a curable composition for forming a color filter comprising: a sensitizer having a specific chemical structure; a photopolymerization initiator; a polymerizable compound; and a colorant. The invention further provides a color filter comprising a colored pattern formed by using the curable composition for forming a color filter. The invention further provides a method for forming a color filter comprising: coating the curable composition for forming a color filter onto a support so as to form a colored curable composition layer; exposing the colored curable composition layer through a mask; and developing the exposed colored curable composition layer so as to form a colored pattern.

Description

[Technical Field] The present invention relates to a curable composition for color filters which can be used for a liquid crystal display element (LCD) or a solid-state imaging element (CCD, CMOS, etc.), and color. A curable composition for a filter, a color filter, and a method for producing the same. [Prior Art] A color filter is an indispensable component of a liquid crystal display. When the liquid crystal display is used as a display device and compared with the CRT, it is relatively small, φ and has the same level or higher performance, so it gradually replaces the CRT as a TV screen, a personal computer screen, and other display devices. Further, in recent years, development trends of liquid crystal display devices have been directed toward TV applications requiring a large screen and high image quality from the use of previous monitors having a small screen area. A liquid crystal display for TV use requires higher image quality than a liquid crystal display for a previous monitor. That is, the contrast and color purity are improved. Because of the comparative increase, it is required to use finer particles for the particle size of the coloring agent (organic material, etc.) used for producing the curable composition for a color filter.

In addition, in order to improve the color purity, the content ratio of the coloring agent (organic pigment) in the solid content of the curable composition for color filter production requires a higher content rate. On the other hand, in the case of a color filter for a solid-state image sensor, it is desired to be more precise. 'But' the hardening composition of the previous pigment dispersion system, because the particles of the pigment are relatively coarse, and there is a problem of uneven color, and it is difficult to seek to improve the resolution. The use of fine patterns is required. Therefore, there is a proposal (for example, refer to Japanese Laid-Open Patent Publication No. Hei No. Hei No. Hei No. Hei No. Hei No. Hei No. Hei. In addition, in the color filter used for the solid-state image sensor, the coloring pattern is required to be thinned, and in order to form a film having the same color density as before, it is required to improve the coloring agent of the curable composition for color filter production. rate. As described above, in any of the liquid crystal display device and the solid-state imaging device, since the curable composition for color filter production contains a colorant, photopolymerization of an essential component for hardening the curable composition is carried out. The content of the initiator and the photopolymerizable monomer is limited, and the strength is insufficient or the curability is insufficient, and there is a problem that sufficient adhesion to the hard surface of the φ substrate is not obtained. Further, in recent years, as the size of the substrate has been enlarged, a highly sensitive curable composition capable of maintaining the pattern shape and having no pattern missing or peeling off even in the developing liquid for a long period of time in the developing step is required. In the case of a curable composition for producing a color filter, attempts have been made to develop a photopolymerization initiator having higher sensitivity, and to apply the composition on a substrate and perform exposure hardening, even in the vicinity of the bottom of the coating film. A hardening reaction is achieved. In the past, as a curable composition for producing a color filter, for example, a combination of a binder polymer having a carboxyl group and a polyfunctional acrylate such as pentaerythritol hexaacrylate and a photopolymerization initiator is used. A radioactive composition, such as a highly sensitive photopolymerization initiator, is proposed, for example, as disclosed in Japanese Patent Laid-Open No. Hei 6-75372 and No. Hei 6-75373, and discloses 2, 2'-double ( 2-chlorophenyl)-4,4',5,5'-tetraphenyldiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'- Tetraphenyldiimidazole and the like. Moreover, it can be applied to a photopolymerization initiator which is a curable composition, and can be applied to a photopolymerization initiator which is used for a radiation-sensitive composition such as a printing plate or a photoresist (see, for example, Japanese Patent Publication No. 48-38403 and JP-A-62- 1 74204 -6- 200811483) 'Uncover 2,2-bis(2-chlorobenyl)-4,4',5,5'-tetraphenyl dimium, 2,2 , bis(2-chlorophenyl)-4,4',5,5'-tetrakis(alkoxyphenyl)diimidazole, 2,2,-bis(2-chlorophenyl)-4,4', 5,5'-tetrakis(dialkoxyphenyl)diimidazole, 2,2,-bis(2-chlorophenyl)-4,4',5,5'-tetrakis(trialkoxyphenyl) Diimidazole and the like. In addition, in order to improve the sensitivity of the curable composition (photopolymerizable composition) for a color filter, it is attempted to contain a specific compound in a polymerization initiator composition containing a polymerization initiator, a sensitizer, or the like (for example, reference) Special opening 2002-22179 No. 1). However, any of the above-mentioned curable compositions is such that 尙 does not satisfy the sensitivity φ, and it is necessary to irradiate high-energy radiation when it is hardened. When such a hardening composition is used to form a colored pattern of a color filter, if the amount of irradiation is insufficient, problems such as loss of pattern, defect, residual film rate, or decrease in pixel intensity may occur. Further, in the colored pattern of the obtained color filter, there is a problem that the resolution and the adhesion to the support are lowered. As described above, even if a coloring agent is contained at a high concentration, a curable composition for color filter production which is hardened with high sensitivity and has good pattern formability is required, but it is not provided at present.

SUMMARY OF THE INVENTION [Problems to be Solved by the Invention] The present invention has been made in view of the foregoing prior problems. In other words, the present invention provides a novel compound, a photosensitive composition, a curable composition, and a curable composition for a color filter which are useful for high sensitivity of a curable composition, and the curable composition is high even if the curable composition is high. The coloring agent is contained in a concentration, and can be hardened with high sensitivity to form a colored pattern having a good pattern and excellent adhesion to a support. Furthermore, the present invention provides a color filter having a resolution pattern and a coloring pattern excellent in adhesion to a support of -7-200811483 (using the color filter and the curable composition for a light sheet of the present invention), and A method of manufacturing the color dimming sheet capable of high productivity is provided. [Means for Solving the Problems] The present inventors have found that the above problems can be solved by the use of a curable composition for a color filter containing a specific compound. That is, the means for solving the above problems are as follows. A curable composition for a color filter' is characterized by:

The compound represented by the following formula (the compound represented by the formula (i-d), the formula π-π), the compound represented by the following formula (2-1), and the formula (3-1) are not selected. At least one compound of the group consisting of: a photopolymerization initiator; a polymerizable compound; and a color former, formula (1-1) formula (1-II)

In the formula (1-1) and the formula (1-oxime), R11 and R12 each independently represent a monovalent substituent; and R13, R14, Rl5, and R16 each independently represent a hydrogen atom or a monovalent group. Substituent; η represents an integer of 〇~5; η' represents an integer of 0 to 5; and both 11 and η' are both 2 or more. 'R11 each -8-200811483 • Self-identical It may also be different; when n is 2 or more, R12 in the plural may be the same or different; general formula (2-1)

In the formula (2-1), the 'A system represents an aromatic ring or a heterocyclic ring which may have a substituent; and the r22, r23, r24, and r25 each independently represent a hydrogen atom or a monovalent non-metal atomic group; A, R22, R23, and R24 may each bond to each other to form an aliphatic or aromatic ring;

In the formula (3-1), A represents an aromatic ring or a heterocyclic ring X which may have a substituent, and represents an oxygen atom, a sulfur atom or -N(R33)-; Y represents an oxygen atom, a sulfur atom or - N(R33)-; R31, R32, and each independently represent a hydrogen atom or a monovalent non-metal atomic group; and A, R31, R32, and R33 may each bond to each other to form an aliphatic or aromatic group. ring. The preferred embodiment of the present invention includes the following aspects <1> to <18> <1> A hardening composition for a color filter containing at least one selected from the above formula (1-1) Or a compound represented by the above formula (1_Π), a photopolymerization initiator, a polymerizable compound, and a color former. The hardening composition for color filters of the above-mentioned <1>, wherein in the above formula (1-1) or formula (1-11), η represents 1 to 5 An integer of at least one of R11 is an alkyl group, an alkoxy group, or a dialkylamino group. &lt;3&gt; The curable composition for a color filter according to the above &lt;1&gt; or &lt;2&gt;, further comprising a thiol compound. The hardenable composition for color filters of any one of the above-mentioned <1> to <3> which contains a diimidazole-based compound as the photopolymerization initiator. &lt;5&gt; A color filter having a coloring pattern formed by using a curable composition for a color filter according to any one of the above-mentioned items <1> to <4>. . &lt;6&gt; The method for producing a color filter, comprising the step of: applying a curable composition for a color filter according to any one of the above &lt;1&gt; to &lt;4&gt; a step of exposing the layer of the colored curable composition through a photomask; and a step of developing the colored curable composition layer after exposure to form a colored pattern. &lt;7&gt; - A compound is represented by the above formula (2-1).

&lt;8&gt; A photosensitive composition characterized by containing a compound represented by the above formula (2-1). &lt;9&gt; A curable composition containing the compound represented by the above formula (2-1), a photopolymerization initiator, a polymerizable compound, and a color former. <10> The curable composition according to the above <9>, which comprises a diimidazole-based compound as the photopolymerization initiator. &lt;1 1 &gt; A curable composition for a color filter' characterized by containing a compound represented by the above formula (2-1), a photopolymerization initiator, a polymerizable compound, and a color former-10-200811483 <12> The curable composition for a color filter according to the above <11>, which comprises a diimidazole-based compound as the photopolymerization initiator. &lt;1 3&gt; A color filter characterized in that the support has a colored pattern formed of the curable composition for a color filter of the above &lt;11 &gt; or &lt;12&gt;. &lt;14&gt; A method of producing a color filter comprising the step of applying the curable composition for color filters of the above &lt;1 1 &gt; or &lt;1 2&gt; to form a colored curable composition a step of exposing the colored curable composition layer through a photomask; and a step of forming a colored pattern by performing φ development on the colored curable composition layer after exposure. &lt;1 5&gt; - A curable composition for a color filter, which comprises a compound represented by the above formula (3-1), a photopolymerization initiator, a polymerizable compound, and a coloring agent. &lt;16&gt; The curable composition for a color filter according to the above <15>, which comprises a diimidazole-based compound as the photopolymerization initiator. &lt;17&gt; A color filter characterized in that the support has a colored pattern formed using the curable composition for a color filter of the above &lt;15&gt; or &lt;16&gt;.

&lt;18&gt; - A method of producing a color filter comprising the step of applying a coloring curable composition layer to a color filter for a color filter of the above &lt;15&gt; or &lt;16&gt; a step of exposing the colored curable composition layer through a photomask; and a step of developing the colored curable composition layer after exposure to form a colored pattern. The present invention has been made in view of the above circumstances, which can suppress uneven thickness of a film in a machine direction and streaks in a film, and an object of the present invention is to provide a thermoplastic resin film having uniform optical properties, which can be used as a high quality product. Functional film and its method of manufacture. 11-200811483 [Embodiment] Hereinafter, the compound used in the present invention, a photosensitive composition, a curable composition, a curable composition for a color filter, and a curable composition using the color filter will be described in detail. Color filter composed of matter and its preparation method. The curable composition for a color filter of the present invention is characterized in that the curable composition for a color filter of the present invention contains (A) a compound selected from the group consisting of the above formula (1-1) and formula (1_Π), and At least one of the compound represented by the formula (2-1) and the compound represented by the formula (3-1) (hereinafter, hereinafter abbreviated as "specific sensitizer") and (Β) polymerizable composition And (C) a polymerization initiator, and (D) a colorant. In the following, each component contained in the curable composition for a color filter of the present invention (hereinafter, abbreviated as "polymerizable composition") will be described. &lt;(Α)Specific sensitizer>

The curable composition of the present invention and the curable composition for a color filter contain a compound represented by the following formula (1-1), a compound represented by the formula (1-II), and the following At least one of a compound represented by the formula (2-1) and a compound represented by the following formula (3-1). The compound represented by the above formula (1-1), formula (1-oxime), formula (2-1) or formula (3-1) is a compound having a sensitizer function. The action mechanism is not clear, and it is considered that the compound of the present invention contains such a compound, thereby improving the absorption efficiency of the irradiated actinic radiation and improving the hardening sensitivity of the composition. The compound represented by the above formula (1-1), formula (1-II), formula (2-1), or formula (3-1) can be considered to be capable of absorbing active radiation, particularly After the ultraviolet ray is excited into a high-energy state, the electron transfer or energy transfer to the polymerization initiator is efficiently performed, and the polymerization initiator is formed into a living polymerization-initiating species, and the -12-200811483 is sufficient to make the hardening reaction of the hardenable composition high. Sensitive. First, the general formula (1-1) and the general formula (1-11) will be described in detail. General formula (1-1) general formula (1-II)

In the formula (1-1) or the formula (1-II), R11 and R12 each independently represent a monovalent substituent, and R13, R14, R15 and R16 each independently represent a hydrogen atom or a monovalent group. Substituent. The η system represents an integer of 0 to 5, the η' represents an integer of 0 to 5, and both η and η' are 0. When η is 2 or more, R11 which is present in plural may be the same or different. When η' is 2 or more, R12 which is present in plural may be the same or different. In the formula (1_1) or the formula (1-oxime), R11 and R12 each independently represent a monovalent substituent, and when η is 2 or more, each of R11 in the plural may be the same or may be different in Φ. When η' is 2 or more, R12 which is present in plural may be the same or different. When η is 2 or more, R11 which is present in plural may be bonded to each other to form a ring. When η' is 2 or more, R12 which is present in plural may be bonded to each other to form a ring. Further, R&quot; and/or R12 may be bonded to at least one of R13, R14, R15 and R16 to form a ring. The substituent of one of R&quot; and R12 is not particularly limited, and examples thereof include a halogen atom (including a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom), and an alkyl group (including a cycloalkyl group, a bicycloalkyl group, and the like). Cycloalkyl), alkenyl (including cycloalkenyl, bicycloalkenyl), fast radical, aryl, complex cyclic (also known as heterocyclyl), aryl, thio, nitro, • 13- 200811483 Sulfhydryl, alkoxy, aryloxy, triacyloxy, heterocyclic oxy, decyloxy, aminomethyl methoxy, oxyalkyloxy, aryloxyoxy, amine (including dialkylamino, alkylamino, diarylamino, arylamino, anilino), ammonium, guanylamino, aminocarbonylamino, alkoxycarbonylamino, aryloxycarbonylamino Amine sulfonamide, alkyl and arylsulfonylamino, thiol, alkylthio and arylthio, hetero

Cyclothio, sulfonyl, sulfonate, alkyl and arylsulfinylene, alkyl and aryl fluorenyl, fluorenyl, aryloxy, alkoxy, amine Mercapto, aryl and heterocyclic azo, quinone imine, phosphino, phosphinyl, phosphinyloxy, phosphinylamino, phosphonic, decyl, decyl, ureido, boric acid A group, a phosphate group (-〇P〇(〇H)2), a sulfate group (-0S〇3H), and the like. When η is 2 or more, R11 is present between plural numbers, or when n' is 2 or more, R12 may be bonded to each other to form a ring (aromatic or non-aromatic hydrocarbon ring or hetero ring). These may be combined to form a polycyclic fused ring). Specific examples of the ring which can be formed include, for example, a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, an anthracene ring, a benzene ring, a condensed tetraphenyl ring, a biphenyl ring, an anthracene ring, a furan ring, and a thiophene ring. Ring, oxime ring, oxime ring, thio U ring, 卩 U U ring, 卩 哄 ring, U dense β ring, 哄 ring, 吲哚 ring, 吲哚 ring, benzofuran ring , benzothiophene ring, isobenzofuran ring, quinolin ring, quinoline ring, sorghum ring, naphthyridine ring, quinoxaline ring, quinazoline ring, isoquinoline ring, carbazole ring, pyridine ring , acridine ring, phenanthroline ring, thioxan ring, terpene ring, η hawthorn ring, morphine ring, morphine ring, cultivating ring. R11 and R12 are a halogen atom, an alkyl group (including a cycloalkyl group, a bicycloalkyl group, a tricycloalkyl group), an alkenyl group (including a cycloalkenyl group, a bicycloalkenyl group), an alkynyl group, an aryl group, a cyano group, or a hydroxyl group. , nitro, carboxyl, alkoxy, aryloxy, nonyloxy, decyloxy, aminomethyloxy, amine (including dialkylamino, alkylamino, diarylamine, arylamine , anilino), anthranyl, aminocarbinium, alkoxycarbamoyl, aryloxycarbamoylamine, amidoxime, anthracene or arylsulfonylamino, alkane Base, -14- 200811483 arylthio, sulfonyl, alkyl and aryl sulfonyl, aryloxycarbonyl, alkoxycarbonyl, aminomethyl fluorenyl, quinone imine, decyl, or urea The base is good. R&quot; and R12 are a halogen atom, a hospital group (including a cycloalkyl group, a bicycloalkyl group, a tricycloalkyl group), an alkoxy group, an aryloxy group, an alkylthio group, an arylthio group, or an amine group (including a dialkyl group). More preferably, an amine group, an alkylamino group, a diarylamine group or an arylamine group. When one of the substituents represented by R11 and R12 can be introduced, it may have a substituent.

R13, R14, R15 and R16 each independently represent a hydrogen atom or a monovalent substituent, and R13, R14, R15 and R16 may be bonded to each other to form a ring. Further, R13, R14, R15, and R16 may be bonded to R11 and/or R12 to form a ring. The one-valent substituent of R13, R14, R15 and R16 is not particularly limited, and examples thereof include a halogen atom, an alkyl group (including a cycloalkyl group, a bicycloalkyl group, a tricycloalkyl group), and an alkenyl group (including a cycloalkenyl group). Bicycloalkenyl), alkynyl, aryl, complex cyclic (also known as heterocyclyl), cyano, hydroxy, nitro, carboxy, alkoxy, aryloxy, nonyloxy, heterocyclic oxy , alkoxy, aminomethyl methoxy, alkoxycarbonyloxy, aryloxycarbonyloxy, amine (including anilino), ammonium, amidino, aminocarbonylamino, alkoxy Carbonylamino, aryloxycarbonylamino, aminesulfonylamino, alkyl and arylsulfonylamino, thiol, alkylthio, arylthio, heterocyclic thio, amine sulfonyl, sulfonate Acid group, alkyl group and arylsulfinyl group, alkyl group and arylsulfonyl group, fluorenyl group, aryloxycarbonyl group, alkoxycarbonyl group, aminomethylmethyl group, aryl group and heterocyclic azo group,醯imino, phosphino, phosphinyl, phosphinyloxy, phosphinylamino, phosphonic, decyl, decyl, ureido, boronic acid (-B(0H)2), phosphate (-〇P0(〇H)2), sulfuric acid (-〇S〇3H) and so on. R13, R14, R15 and R16 may be bonded to each other to form a ring (an aromatic or non-aromatic hydrocarbon ring or a heterocyclic ring. These may be combined to form a polycyclic fused ring). Further, R13, R14, R15 and R16 may be bonded to R11 and/or R12 to form a ring of -15-200811483 (aromatic or non-aromatic hydrocarbon ring or heterocyclic ring. These may be combined to become Polycyclic fused ring). Specific examples of the ring which can be formed include a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, an anthracene ring, a terphenyl ring, a condensed tetraphenyl ring, a biphenyl ring, a palladium ring, a furan ring, a thiophene ring, Imidazole ring, carbazole ring, thiazole ring, pyridyl D ring, pyr trap ring, pyrimidine ring, anthracene ring, hydrazine ring, anthracene ring, benzofuran ring, benzothiophene ring, isobenzofuran ring , quinacridone ring, porphyrin ring, anthracene ring, naphthalene steep ring, quinoxaline ring, quino D sitoline ring, isoquinoline ring, anthracene ring, pyridine ring, D丫 steep ring, phenanthroline ring, Thiazinium ring, g-ene ring, 卩 comet ring, morphine ring, morphine ring,

Mortal trap ring, etc. R13, R14, R15 and R16 are a hydrogen atom, a halogen atom, an alkyl group (including a cycloalkyl group, a bicycloalkyl group, a tricycloalkyl group), an alkenyl group (including a cycloalkenyl group, a bicycloalkenyl group), an alkynyl group, Aryl, cyano, hydroxy, carboxy, alkoxy, aryloxy, decyloxy, aminomethyl methoxy, decylamino, aminocarbonylamino, alkoxycarbonylamino, aryloxycarbonyl Amine, amine sulfonamide, alkyl or arylsulfonylamino, alkylthio, arylthio, aminesulfonyl, alkyl or arylsulfonyl, aryloxycarbonyl, alkoxycarbonyl Aminomethylmercapto, quinone imine, alkyl or urea is preferred. R13, R14, R15 and R16 are more preferably a hydrogen atom or an alkyl group (including a cycloalkyl group, a bicycloalkyl group or a tricycloalkyl group). When one of the substituents represented by R13, R14, R15 and R16 can be introduced, it may have a more substituent. a compound represented by the formula (1-1), an R11 alkyl group (including a cycloalkyl group, a bicycloalkyl group, a tricyclic group), an alkoxy group, an amine group (including a compound amine group, a hospital amine group, Diarylamine, arylamino), alkylthio, arylthio, R12 alkyl (including cycloalkyl, bicycloalkyl, tricycloalkyl), alkoxy, amine (containing dialkylamine a group, an alkylamino group, a diarylamino group, an arylamino group), an alkylthio group, an arylthio group, a hydrogen group of R13, R14, R15 and R16, a hospital group, preferably η is 0 to 3, and η' is 1 ~3. • 16-200811483 Further, a compound of the formula (1-II), R11 is an alkyl group (including a cycloalkyl group, a bicycloalkyl group, a tricycloalkyl group), an alkoxy group, an amine group (including a dialkylamine) , alkylamino, diarylamino, arylamino), alkylthio, arylthio, R12 alkyl (including cycloalkyl, bicycloalkyl, tricycloalkyl), alkoxy, amine a base (including a dialkylamino group, an alkylamino group, a diarylamine group, an arylamine group), an alkylthio group, an arylthio group, R13, R14, R15 and R16 are hydrogen, an alkyl group, preferably η is 0~ 3, η' is 1 to 3.

In the present invention, when η represents an integer of 1 to 5, at least one of R11 in the formula (1-1) or the formula (1-II) is at least one from the viewpoint of light absorption efficiency and solvent solubility. A base, an alkoxy group or a dialkylamine group is preferred. When the η system represents an integer of 1 to 彡, the alkyl group represented by R11 may, for example, be a methyl group, an ethyl group, a propyl group, a second butyl group, a tert-butyl group, a n-butyl group, a heptyl group, a hexyl group or a heptyl group. , octyl, decyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, Cyclohexyl, 2-ethylhexyl. Among these alkyl groups, a methyl group, an ethyl group, a propyl group, a second butyl group, a tert-butyl group, a n-butyl group, a heptyl group, a hexyl group or a 2-ethylhexyl group are preferred. When the η system represents an integer of 1 to 5, the alkyl group represented by R11 may, for example, be a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a second butoxy group, a third butoxy group, or a positive Butoxy, heptyloxy, hexyloxy, octyloxy, decyloxy, nonyloxy, undecyloxy, dodecyloxy, octadecyloxy, cyclohexyloxy, 2-B Hexyloxy, CH3OC2H4O-, C2H5OC2H4O-, CH3OC2H4OC2H4O-CH3OC2H4OC2H4OC2H4O-, CH3OC2H4OC2H4OC2H4H2H4O., CHsOCsHaO-, C2H5OC3H6O-, CH3OC3H4OC3H6O-, CH3〇C3H6〇C3H6〇C3H6〇-. Among these alkoxy groups, preferred are methoxy, ethoxy, isopropoxy, propoxy, second butoxy, tert-butoxy, n-butoxy, heptyloxy, and Oxyl, 2-ethylhexyloxy, CH3〇C2H4〇-, C2H5〇C2H4〇-, CH3OC2H4O C2H4O. 〇-17- 200811483 When the η system represents an integer of 1 to 5, the dialkylamine group represented by R11 may be used. For example, dimethylamino, diethylamino, dipropylamino, dibutylamino, diheptylamino, dihexylamino, dioctylamino, diammonium, morpholinyl, piperidinyl, Quinine well base. Among these dialkylamino groups, a dimethylamino group, a diethylamino group, a dipropylamine group, a sulphonyl group, a piperidine group, and a hydrazine group are preferred. From the viewpoint of the coloring agent containing the sensitivity and the coloring agent, the compound represented by the formula (丨-D) is preferably a compound represented by the following formula (1-III).

Xin (R12)n, in the formula (1-III), R17 represents a methoxy group, an alkoxy group or a dialkylamino group. R11 and R12 each independently represent a monovalent substituent, and r13, R14, &amp; RU each independently represent a hydrogen atom or a monovalent substituent, η represents an integer of 〇~4, and η' represents 〇~ An integer of 5. When η is 2 or more, each of R11 in which a plurality of R11 is present may be the same or different; and when η' is 2 or more, R12 which is present in plural may be the same or different. Further, in the general formula (1-III), the isomer of the double bond is not limited to any one. The substituents represented by the formula (1-III), R11 and R12 are the same as the substituents represented by R11 and R12 in the above formula (1-1), and the preferred ranges are also the same. . R17 is a hospital base, a hospital oxygen, or a second compound amine base. The compound represented by the formula (1-III) has excellent light absorption efficiency, solvent and solubility by R17, that is, such a substituent. The alkyl group represented by R17 may, for example, be a methyl group, an ethyl group, a propyl group, a second butyl group, or a -18-200811483 tert-butyl group, n-butyl group, heptyl group, hexyl group, octyl group, decyl group or fluorenyl group. , undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, cyclohexyl, 2-ethylhexyl. Among these alkyl groups, 'methyl group, ethyl group, propyl group, second butyl group, tert-butyl group, n-butyl group, heptyl group, hexyl group or 2-ethylhexyl group are preferred. The alkoxy group represented by R17 may, for example, be a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a second butoxy group, a third butoxy group, a n-butoxy group or a heptyloxy group. Oxy, octyloxy, decyloxy, decyloxy, undecyloxy, dodecyloxy, octadecyloxy, cyclohexyloxy, 2-ethylhexyloxy, CH3〇C2H4 〇-, C2H5OC2H4O. 'CH3OC2H4OC2H4O. ^ CH3OC2H4OC2H4OC2H4O- ^ CH3OC2H4OC2H4OC2H4OC2H4O- 'CHsOCsHeO- ' C2H5OC3H6O. ' ch3〇c3H4〇c3h6〇-, ch3〇c3h6〇c3h6〇c3h6〇-. Among these alkoxy groups, preferred are methoxy, ethoxy, isopropoxy, propoxy, second butoxy, tert-butoxy, n-butoxy, heptyloxy, and Oxy, 2-ethylhexyloxy, CH3〇C2H4〇- ' C2H5OC2H4O- ^ CH3OC2H4OC2H4O- 〇

The dialkylamine group represented by R17 may, for example, be dimethylamino, diethylamino, dipropylamine, dibutylamino, diheptylamino, dihexylamino, dioctylamino, diamine. Base, morpholinyl, piperidinyl, quinolin. Among these dialkylamino groups, a dimethylamino group, a diethylamino group, a morpholinyl group, a piperidinyl group, or a quinine group is preferred. a compound of the formula (1-III), η is an anthracene, an R12 alkyl group, a dialkylamino group, a diarylamine group or an alkoxy group, an R17 alkoxy group, and η' is an integer of 〇3 It is better. The compound represented by the formula (1-1) or the formula (1-ΙΙ) has a Mohr absorption coefficient ε at a wavelength of 3 to 65 nm, preferably SOOmor1 · L · cm·1 or more, at a wavelength of 365 nm. The Mohr absorbance coefficient ε is preferably SOOOmor1 · L · cm·1 or more, and the Mohr absorbance coefficient ε at a wavelength of 365 nm is preferably 2ΟΟΟΟΠΙ0Ι·1·L·cm1 or more. From the viewpoint of light absorption efficiency, it is preferable that the effect of increasing the sensitivity at the 莫 吸 吸 値 値 値 -19 -19··· From the viewpoint of absorption wavelength, R11 and R12 among the above monovalent substituents, alkoxy group, aryloxy group, amine group, alkylamino group, dialkylamino group, arylamino group, and diarylamine group are good. Further, R11 and R12 are preferably an alkoxy group (in this case, η and η are more preferably 2 or more), a dialkylamino group or a diarylamine group, and a diarylamine group is preferred. Preferred examples of the compound represented by the formula (1-1) and the formula (1-oxime) are exemplified below, but the present invention is not limited thereto. Further, in the present specification, the chemical formula is represented by a schematic structural formula, and particularly a solid line in which an element or a substituent is not indicated, and the like. Further, in the following specific examples, the Me is a methyl group, the E t is an ethyl group, the β u is a butyl group, the n _ B u group is a n-butyl group, and the Ph is a phenyl group.

-20- 200811483

OMe

-21- 200811483 OBu

-22- 200811483

-23- 200811483

-24- 200811483

-25- 200811483

-26- 200811483

SMe

OMe

SMe SMe SMe ψΕϊ2

Et2N

Et2N

OBu

NEt2 -27- 200811483

-28- 200811483

In the curable composition of the present invention, the compound represented by the formula (1-1) or the formula (1-II) may be used singly or in combination of two or more kinds, or may be used in combination with each other. A compound represented by the formula (1-1) and a compound represented by the formula (1-II). Next, the compound represented by the formula (2-1) will be described in detail. General formula (2-1)

In the formula (2-1), A represents an aromatic ring or a heterocyclic ring which may have a substituent. R21, R22, R23, R24, and R25 each independently represent a hydrogen atom or a monovalent non-metal atomic group, and A, R22, R23, and R24 may each bond to each other to form an aliphatic or aromatic ring. . The compound represented by the formula (2-1) of the present invention is considered to have a stereoisomer (an axis fixed by a double bond between carbon atoms). The chemical structure of the compound is not limited to a specific stereoisomer and may be any geometric isomer. The compound represented by the formula (2-1) will be described in detail. In the formula (2-1), R21, R22, R23, and r25 each independently represent a hydrogen atom or a monovalent non-metal atomic group. R21, R22, R23, R24, and r2: in the case of a non-metal atomic group of the formula 7K, a substituted or unsubstituted alkyl group, a substituted -29-200811483 or an unsubstituted aryl group, a substituted or unsubstituted alkenyl group A substituted or unsubstituted aromatic heterocyclic residue, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted thiol group, a hydroxyl group, or a halogen atom is preferred. Specific examples of the general formula (2-1), R21, R22, R23, and R24, and the like are specifically described. Preferable examples of the unsubstituted alkyl group represented by R21, R22, R23, R24 or R25 include, for example, a linear, branched or cyclic group having 1 to 20 carbon atoms, and specific examples thereof may be mentioned. Examples of methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, 0 octyl, decyl, decyl, eleven, decyl, thirteen, hexadecan, and Base, behenyl, isopropyl, isobutyl, t-butyl, tert-butyl, isopentyl, neopentyl, 1-methylbutyl, isohexyl, 2-ethylhexyl, 2- Methylhexyl, cyclohexyl, cyclopentyl, 2-norbornyl. Among these, an alkyl group having a linear number of 1 to 12 carbon atoms, a branched form having 3 to 12 carbon atoms, and a cyclic group having 5 to 10 carbon atoms is more preferable. The alkylene group (alkyl moiety) of the substituted alkyl group represented by R21, R22, R23, R24 or R25 may be any one of the hydrogen atoms on the alkyl group having 1 to 20 carbon atoms removed, and φ The divalent organic residue is preferably a linear alkyl group having 1 to 12 carbon atoms, a branched chain having 3 to 12 carbon atoms, and a cyclic alkyl group having 5 to 10 carbon atoms. Examples of the substituent of the substituted alkyl group represented by R21, R22, R23, R24 or R25 include a non-metal atomic group in which one valence of hydrogen is removed, and a suitable example is a halogen atom (-F, -Br, -Cl). , -I), hydroxy, alkoxy, aryloxy, thiol, alkylthio, arylthio, alkyldithio, aryldithio, amine, N-alkylamino, N,N- Dialkylamino, N-arylamino, N,N-diarylamino, N-alkylarylamino, decyloxy, aminomethyl methoxy, N-alkylaminomethyl methoxy, N-Arylaminomethyl methoxy, N,N-dialkylaminomethyl methoxy, n,N-diarylaminomethyloxy, N-alkyl-30- 200811483 -N- Arylaminomethyl methoxyl, alkylsulfinyl, arylsulfinyl, sulfonyl, decyl, N-alkyl decyl, N-aryl decyl, ureido, Ν'-alkylureido, Ν', Ν'-dialkylurea, Ν'-arylureido, Ν', Ν'-diarylureido, Ν'-alkyl-oxime, -arylureido, oxime - alkanoureto, anthracene-arylureido, Ν'-alkyl-oxime-alkylureido, Ν'-alkyl-oxime-arylureido, Ν', Ν'-dialkyl-oxime-alkylureido ,Ν',Ν,dialkyl-oxime-arylureido ,Ν'-aryl-hydrazine-alkylurea group, Ν'-aryl-fluorene-arylureido group, Ν', fluorene,-diaryl-fluorenyl-alkylurea group, Ν', Ν'-diaryl - anthracene-ureido group, anthracene, alkyl-Ν'-aryl-hydrazine-alkylurea group, anthracene, -alkyl-Ν'-aryl-Ν-φ aryl ureido, alkoxycarbonylamino group, Aryloxycarbonylamino, fluorenyl-alkyl-hydrazine-alkoxycarbonylamino, fluorenyl-alkyl-fluorene-aryloxycarbonylamino, fluorenyl-aryl-fluorenyloxycarbonylamino, hydrazine -aryl-fluorenyl-aryloxycarbonylamino, decyl, decyl, carboxy, alkoxycarbonyl 'aryloxycarbonyl, aminomethyl decyl, fluorenyl-alkylaminomethyl hydrazino, anthracene, Ν-Dialkylaminomethyl fluorenyl, fluorenyl-arylaminomethyl fluorenyl, anthracene, fluorenyl-diarylaminomethyl fluorenyl, fluorenyl-alkyl-fluorene-arylaminomethyl hydrazino, alkane A sulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, a sulfonic acid group (-SCbH) and a conjugated base thereof (hereinafter referred to as a sulfonate group), an alkoxy group Sulfonyl, aryloxysulfonyl, φ amine sulfinyl, N-alkylamine sulfinyl, N,N-dialkylamine sulfinyl, N-arylamine sulfinyl , N,N-diarylamine sulfinyl, N- -N-arylamine sulfinyl, sulfonyl, N-alkylamine sulfonyl, N,N-dialkylamine sulfonyl, N-arylsulfonyl, N, N-diarylamine sulfonyl, N-alkyl-N-arylamine sulfonyl, phosphonic acid group (-PCbHO and its conjugated base (hereinafter referred to as phosphonate), dialkylphosphonic acid Base (-PCh(alkyl)2), diarylphosphonate (-PCM aryl) 2), alkylarylphosphonic acid group (-P〇3(alkyl)(aryl)), monoalkane Phosphonic acid group (-P03H(alkyl)) and its conjugated base (hereinafter referred to as alkylphosphonate), monoarylphosphonic acid group (-PChH (aryl)) and its conjugated base ( Hereinafter referred to as arylphosphonate), phosphinomethoxy (-〇PChH2) and its conjugated base (hereinafter referred to as phosphonateoxy), dioxane-31-200811483-based phosphinomethoxy (-〇P) 〇3(alkyl)2), diarylphosphonium oxy (-OPCh(aryl) 2), alkylarylphosphonium oxy (-〇p〇3(alkyl)(aryl)), - an alkylphosphonium oxy group (-OPChH(alkyl)) and its conjugated base (hereinafter referred to as an alkylphosphonateoxy group), an arylphosphonium oxy group (-op〇3h (aryl group) ))and A conjugated base (hereinafter referred to as an arylphosphonooxy group), an alkyl group, a cyano group, a nitro group, an aryl group, a heteroaryl group, an alkenyl group or an alkynyl group. Specific examples of the alkyl group-substituted substituents include an alkyl group represented by the above-mentioned R21, R22, R23, R24 or R25 as an unsubstituted alkyl group.

Specific examples of the aryl group in the substituent having a substituted alkyl group include a phenyl group, a biphenyl group, a naphthyl group, a tolyl group, a xylyl group, a decyl group, a cumyl group, a chlorophenyl group, and a bromobenzene group. , chloromethylphenyl, hydroxyphenyl, methoxyphenyl, ethoxyphenyl, phenoxyphenyl, ethoxylated phenyl, benzhydryloxyphenyl, methylthiophenyl , phenylthiophenyl, methylaminophenyl, dimethylaminophenyl, acetaminophen phenyl, carboxyphenyl, methoxycarbonylphenyl, ethoxycarbonylphenyl, phenoxycarbonylbenzene A group, N-phenylaminomercaptophenyl, phenyl, cyanophenyl, sulfophenyl, sulfonylphenyl, phosphonic phenyl, phosphonate phenyl, and the like. In the substituent having a substituted alkyl group, the heteroaryl group may be a monocyclic or polycyclic aromatic ring containing at least one of a nitrogen atom, an oxygen atom and a sulfur atom. Specific examples of the heteroaryl ring of the heteroaryl group include, for example, thiophene, thiazide, furan, pyran, isobenzofuran, decene, oxime, porphyrin, pyrrole, pyrazole, isothiazole. , isoxazole, pyridin, pyrimidine, hydrazine, arable, argon, sulfhydryl, carbazole, hydrazine, quinolin, isoquine, hydrazine, naphthyridine, quinazoline, hydrazine, Acridine, miso, 咐 咐, phenanthrene, 卩丫 steep, sunburn, morphine, 酞哄, morphine, morphine, furosem, etc., which can further benzene ring shrinkage, and It may also have a substituent. Examples of the substituent having a substituted alkyl group include a vinyl group, a -32-200811483 1-propenyl group, a 1-butenyl group, a cinnamyl group, a 2-chloro-1-vinyl group, and the like. Examples of the substituent having a substituted alkyl group include an ethynyl group, a 1-propynyl group, a 1-butynyl group, a trimethyldecyl ethynyl group and the like. The substituent having a substituted alkyl group is fluorenyl (GiCOOi Ch, a hydrogen atom, and the above-mentioned alkyl group or aryl group. Among these substituents, a halogen atom (-F) is preferable. , -Br, -C1, -I), alkoxy, aryloxy, alkylthio, arylthio, N-alkylamino, N,N-dialkylamino, decyloxy, N-alkyl Aminomethyl methoxy, N_arylaminomethyl methoxy, decyl, decyl, decyl, decyl, decyl ortho, aryloxy, aminomethyl thiol, N-alkylaminomethyl fluorenyl, hydrazine, fluorenyl-dialkylaminomethyl fluorenyl, N-arylaminomethyl fluorenyl, fluorenyl-alkyl-fluorene-arylaminomethyl sulfonyl, sulfonic acid , sulfonate, sulfonyl, fluorenyl-alkylamine sulfonyl, anthracene, fluorenyl-dialkylamine sulfonyl, fluorene-arylamine sulfonyl, fluorenyl-alkyl-fluorene-aryl Aminesulfonyl, phosphonic acid, phosphonate, dialkylphosphonic acid, diarylphosphonic acid, monoalkylphosphonic acid, alkylphosphonic acid, monoarylphosphonic acid, arylphosphine Acid group, phosphinomethoxy group, phosphonic acid group, aryl group, alkenyl group, alkylene group (methylene group, etc.).

The preferred substituted alkyl group for R21, R22, R23, R24 and R25 may be a combination of the above substituent and an alkylene group (alkyl moiety), and specific examples thereof include a chloromethyl group and a bromomethyl group. 2-chloroethyl, trifluoromethyl, methoxymethyl, methoxyethoxyethyl, aryloxymethyl, phenoxymethyl, methylthiomethyl, tolylmethylmethyl, Ethylaminoethyl, diethylaminopropyl, morpholinylpropyl, ethoxymethyloxy, benzhydryloxymethyl, fluorenyl-cyclohexylaminomethyloxyethyl, fluorenyl-phenyl Aminomethyl methoxy, acetaminoethyl, Ν-methylbenzimidyl propyl, 2-ternooxyethyl, 2-oxopropyl, carboxypropyl, methoxycarbonylethyl , aryloxycarbonylbutyl, chlorophenoxycarbonylmethyl, aminomethylmethylmethyl, hydrazine-methylaminomethyl decylethyl, hydrazine, hydrazine-dipropylaminocarbamimidylmethyl , Ν-(methoxyphenyl)aminocarbamimidyl-33- 200811483, N-methyl-N-(sulfonylphenyl)aminomethylmethylmethyl, sulfobutyl, Sulfonic acid propyl, sulfonyl butyl, amine sulfinyl butyl, N-ethylamine sulfonyl methyl, hydrazine , Ν·dipropylamine sulfonylpropyl, Ν·Η sulfonyl propyl, N-methyl-N-(phosphonophenyl)amine sulfonyl octyl, phosphonic butyl, Phosphonate hexyl, diethylphosphonyl butyl, diphenylphosphonyl propyl, methylphosphonic butyl, methylphosphonic butyl, tolylphosphonic hexyl, tolylphosphonate Hexyl, phosphinomethoxypropyl, phosphonateoxybutyl, benzyl, benzene

Ethyl, α-methylbenzyl, benzyl-1-phenylethyl, p-methylbenzyl, cinnamyl, allyl, 1-propenylmethyl, 2-butenyl, 2-methylene Propyl, 2-methylpropanylmethyl, 2-propynyl, 2-butynyl, 3-butynyl and the like. Specific examples of the preferred unsubstituted aryl group of R21, R22, R23, R24, and R25 include those in which one to three benzene rings form a condensed ring, and the benzene ring forms a condensed ring with a 5-membered unsaturated ring. Examples of the compound include a phenyl group, a naphthyl group, an anthracenyl group, a phenanthryl group, a fluorenyl group, a fluorenyl group and a fluorenyl group. Among them, a phenyl group or a naphthyl group is more preferable. Specific examples of the preferred substituted aryl group of R21, R22, R23, R24 and R25 can be used as a substituent having a monovalent non-metal atomic group on the ring-forming carbon atom of the above unsubstituted aryl group. Examples of preferred substituents include the above-mentioned substituents and substituted alkyl groups, and the substituents represented by the above substituted alkyl groups. Preferred examples of the substituted aryl group represented by R21 ' R22, R23, R24 or R25 include a biphenyl group, a tolyl group, a xylyl group, a decyl group, a cumyl group, a chlorophenyl group, and a bromophenyl group. Fluorophenyl, chloromethylphenyl, trifluoromethylphenyl, hydroxyphenyl, methoxyphenyl, methoxyethoxyphenyl, allyloxyphenyl, phenoxyphenyl, A Thiophenyl, tolylthiophenyl, ethylaminophenyl, diethylaminophenyl, porphyrin phenyl, ethoxylated phenyl, benzamidine phenyl, N-cyclohexylamino Methoxy phenyl, N-phenylaminomethyl methoxy phenyl, acetaminophen phenyl, N-methylbenzamide phenyl, carboxyphenyl, methoxy-34-

200811483 phenylcarbonyl, allyloxycarbonylphenyl, chlorophenoxycarbonylphenylphenyl, N-methylaminoformamidophenyl, N,N-dipropylamine: base, N- (Methoxyphenyl)aminomercaptophenyl, N-methyl-N-(sodium amylphenyl, sulfonylphenyl, sulfonylphenyl, aminesulfonyl N-ethyl Aminesulfonylphenyl, N,N-dipropylaminesulfonylphenyl, sulfonylphenyl, N-methyl-N-(phosphonophenyl)aminesulfonylphenyl, phosphine Acid-based phenyl, diethylphosphonic phenyl, diphenylphosphinomethylphosphonic phenyl, methylphosphonic phenyl, tolylphosphonic acid φ phenylphosphonic phenyl, allyl Phenyl, 1-propenylmethylphenylphenyl, 2-methylallylphenyl, 2-methylpropenylphenyl, benzyl-2-butynylphenyl, 3-butynylphenyl The preferred unsubstituted alkenyl group of R21, R22, R23, R24, and R25 is exemplified by a vinyl group, a 1-propenyl group, etc. The preferred substituted aryl group of R21, R22, R23, R24, and R25 is as described above. On the unsubstituted alkenyl group, there is a substance which removes a hydrogen atom as a substituted non-metal atomic group. Preferable examples of the monovalent non-metal atomic group are the above-mentioned alkyl group and substituted alkyl group, and examples of the substituent include ® R21, R22, and R23 which the substituted alkyl group has. Specific examples of preferred unsubstituted aromatic groups of R24 and R25 include pyridine, thiophene, benzothiophene, dibenzothiabenzofuran, dibenzofuran, pyrrole, pyrazole, thioindole, anthracene, and U.丫Π定,味哩, 琳琳, 二哇, 卩引哄,味 p sit, etc. Specific examples of preferred substituted aromatics of R21, R22, R23, R24, and R25 include the above unsubstituted aromatic heterocyclic ring On the residue, a non-metal atomic group having a valence of one is used as a substituent. Alkyl, aminomethylmethalylbenzene phenyl phenyl) decylphenyl, N-methylphenylamine, phosphonic acid benzene Specific examples of the acid phenyl group, the phenyl group, the methyl group, and the 2-butene 2-propynylbenzene may be exemplified by the group of the group: the substituent group: a substituent. a heterocyclic residue porphin, furan, pyrimidine, anthracene heterocyclic residue having a dehydrogenogen-35-200811483 When the substituted aromatic heterocyclic residue has a substituent which is a monovalent non-metal atomic group, Preferable examples of the substituent include the above-mentioned alkyl group and substituted alkyl group, and examples of the substituent of the substituted alkyl group include a substituent of the above-mentioned substituted alkyl group. Specific examples of the preferred unsubstituted alkoxy group for R21, R22, R23, R24 and R25 include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a hexyloxy group, an octyloxy group, and twelve Alkoxy group, 2-ethylhexyloxy group and the like.

Specific examples of the preferred substituted alkoxy group for R21, R22, R23, R24 and R25 include a non-metal atomic group having a valence of one hydrogen atom removed as a substituent on the above unsubstituted alkoxy group. When the substituent of the alkoxy group is a monovalent non-metal atomic group, preferred examples of the substituent include the above-mentioned alkyl group and substituted alkyl group, and examples of the substituent of the substituted alkyl group include The substituent which the aforementioned substituted alkyl group has. Specific examples of the preferred unsubstituted alkylthio group of R21, R22, R23, R24, and R25 include a methylthio group, an ethylthio group, a propylthio group, a butylthio group, a hexylthio group, and a octyl group. Specific examples of the preferred substituted alkylthio group of R21, R22, R23, R24, and R25, such as a thiooxy group and a ternary thio group, may be exemplified by the above-mentioned unsubstituted alkylthio group having one hydrogen-removing atom. A valence non-metal atomic group acts as a substituent. When the substituent of the substituted alkylthio group is a monovalent non-metal atomic group, preferred examples of the substituent include the above-mentioned alkyl group and substituted alkyl group, and examples of the substituent of the substituted alkyl group include The substituent which the aforementioned substituted alkyl group has. Next, a specific example of the aromatic ring or the hetero ring which may have a substituent, and an aromatic ring or a hetero ring which may have a substituent, and a specific example of the A ° A of the formula (2-1), The same as described in R21, R22, R23, R24, and R25 in the formula (2-1). -36- 200811483 A preferred aromatic ring, specific examples thereof include benzene, methoxybenzene, dimethoxybenzene, trimethoxybenzene, diethylamine benzene, diphenylaminobenzene, methylthiobenzene,蒽, phenylthiobenzene, thiazide, thiophene, quinolin, dibenzothiophene, dibenzofuran, carbazole, dimethoxyphenylbenzene, triphenylphosphine, and the like. Further, preferred heterocyclic ring of A may, for example, be pyridine, benzothiazole, benzoxazole or benzothiazole. When a compound represented by the formula (2-1) is bonded to each other to form an aliphatic or aromatic ring, R22, R23, R24 and A may be a cycloalkyl φ ring or an oxygen. Oxonane ring, oxirane ring, thiopyran ring, piperidine ring, pyridone ring, pyrrolidine ring, pyrrolidone ring, lactone ring, indole ring, thiazolinone ring, Benzene ring, naphthalene ring, anthracene ring, phenanthrene ring, anthracene ring, ortho-triphenyl ring, condensed tetraphenyl ring, biphenyl ring, pyrrole ring, furan ring, thiophene ring, imidazole ring, indazole ring, thiazole ring, pyridine Ring, pyridinium ring, pyrimidine ring, sorghum ring, sorghum ring, D extract ring, benzofuran ring, benzothiophene ring, isobenzofuran ring, quinoline ring, quinoline ring, hydrazine ring , naphthyridine ring, quinoxaline ring, quinazoline ring, isoquinoline ring, miso ring, pyridine ring, acridine ring, phenanthroline ring, thioindole ring, terpene ring, can ring, thiophene The anthracene ring, the morphine ring, the cultivating ring, etc., more preferably, a cycloalkyl ring, a lactone ring, a pyrrole ring, a furan ring, a pyran ring or a pyridine ring. In the case where R21, R22, R23, R24, r25, and A of the compound of the formula (2-1) are more preferably used in combination to achieve high sensitivity (one of the problems of the present invention), a carbon atom is exemplified. a linear, branched or cyclic substituted or unsubstituted 1 fluorenyl group, a substituted or unsubstituted aryl group, a residue, a r22, a r2, a valence, and a carbon number of 1 to 20 a linear, branched, or cyclic substituted or 2 substituted alkyl group of 1 to 20, and a linear, branched, or cyclic substituted or unsubstituted R5 ring having 1 to 2 carbon atoms. Alkoxy group, A-substituted or unsubstituted aromatic ring, heterocyclic ring. -37-200811483 Further, when a compound represented by the formula (2-1) is bonded to each other to form an aliphatic or aromatic ring, R22, R23, R24 and a are each a ring system, R25, And a preferred combination of A, the ring may be a cycloalkyl ring, a lactone ring, a benzene ring, a pyridyl ring, a furan ring, a pyran ring, a pyridine ring, and the R21 group has a carbon number of 1 to 2 Å. a chain, a branched, or a cyclic substituted or unsubstituted aryl group, a substituted or unsubstituted aryl group, a carboxyl group, and a R25 group having a linear, branched, or cyclic carbon number of 1 to 20 A substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aromatic ring, or a heterocyclic ring.

The compound represented by the formula (2-1) is more preferably in the following formula (2-11). (4) ix^r21 n (R2T Vr25 In the formula (2-II), n represents an integer of 〇~5. R26 includes a non-metal atomic group at which hydrogen is removed. Specific examples of R26 include R21 and R22. R23, R24, φ or R25 are the same as the substituents of the substituted alkyl group. The substituents represented by R21 and R25 include the compounds R21 and R25 represented by the formula (2-1). The substituents represented by R21 and R25 are particularly preferably a cyclohexyl group. The substituent represented by R26 is particularly preferably a diphenylamine group, a dimethylamino group or a methoxy group. η is particularly preferably 0 to 3. Among the compounds represented by 2-ΙΙ), a compound obtained by combining the preferred aspects of R21, R25, R26, and η is a particularly preferable one. Among the compounds represented by the formula (2-II), the most preferable. In the examples, the compound synthesized by the following Synthesis Examples 2-1 to 2-4 and Synthesis Example 2-6 is a special-38-

200811483 Good condition. A method for synthesizing a compound of the formula (2-1): a compound of the formula (2-1) can usually be carried out by a living acidic starting material, a substituted or unsubstituted aromatic ring or a heterocyclic ring. These can be synthesized by referring to Japanese Patent Publication No. 59-28329. A synthesis method in which an acidic starting material compound and a basic raw material in a hetero group or a carbonyl group are subjected to a condensation reaction can be used as shown in the reaction formula (2-1). The shrinkage is carried out in the presence of a base. The alkali system can be used without limitation, for example, an amine, a pyridoxine (trialkylamine, dimethylamine oxime, undecene DBU, etc.), an amine metal (diisopropylamine lithium, etc.) (sodium methoxide, potassium butoxide, etc.), hydrogenated metals (sodium hydride,

Further, in the reaction formula (2-1), the condensation of R21, R22, R23, R24, r25, and the A-methylene group in the compounds represented by R21, R22, R23, R24, R25, and a is For example, it is possible to have an aldehyde reaction on the lower ring in accordance with the usual diazabibicyclo, potassium alkoxide hydride, and the like. Same as the general formula (2-1). Reaction formula (2-1)

Further, other preferred synthesis methods include the following methods. That is, the condensation reaction is carried out by using an acidic starting material compound of the acid compound 'N-R5-based sulfur atom of the above reaction formula (2-1) as a starting material having an aldehyde group or a carbonyl group as a starting material. After the reaction is carried out in the same manner as in the above reaction formula (2-1), the further formation of a gold metal salt and water or a primary amine compound (R-NH2: represented by R system) can be carried out by chemical interaction with a sulfur atom. It is a reaction of a group of atoms. The non-metal reaction formula (2-2) which is represented by R is a compound of the formula (2-2), and is a precursor of the heterocyclic material: a precursor of a coloring material, a non-gold I radical which is one of the sulfides, and -39 - 200811483 The same substituents as the above R21, R22, R23, R24, and R25 are preferred. In the reaction formula (2-2), R21, R22, R23, R24, R25 and A are the same as those of the compounds represented by the formula (2-1): r21, R22, r23, R24, R25 and A. Among these, the yield tube of each reaction which is not reacted by the reaction formula (2-2) is particularly excellent in the synthesis efficiency, and in the case of synthesizing the novel compound represented by the general formula (2-1), the reaction formula ( The reaction shown in 2-2) is useful. Reaction formula (2-2)

Further, in the above reaction formula (2-2), Mn + Xn means a metal salt capable of chemically reacting with a sulfur atom of a thiocarbonyl group to form a metal sulfide. Specific examples of the compound include, for example, Al, Au, Ag, Hg, Cu, Zn, Fe, Cd, Cr, Co, Ce, Bi, Mn, Mo, Ga, Ni, Pd, Pt, Ru, Rh, Sc,

Sb, Sr, Mg, Ti, etc., X is AgBr, Agl, AgF, Ag〇, AgCl such as F, Cl, Br, I, N〇3, S〇4, N〇2, P〇4, CH3C〇2 , Ag2〇, Ag(NO〇, AgS〇4, AgN〇2, Ag2Cr〇4, Ag3P〇4, Hg2(N〇3)2, HgBr2, Hg2Br2, Hg〇, HgL·, Hg(N〇3)2 , Hg(N〇2)2, HgSCU, Hg2L·, Hg2S〇4,

Hg(CH3C〇2)2, AuBr, AuBrs, Aul, AuL·, AuF, A112O3, AuCl,

Compounds of AuCh, CuCl, Cul, Cul2, C11F2, Cu〇, Cu〇2, Cu(NCh)2, CuS〇4, Cu3(P〇4)2. Among them, from the viewpoint of easy chemical interaction with a sulfur atom, it is preferred to use a silver salt as a metal salt. Hereinafter, in the novel compound of the present invention, a particularly preferred example of the synthesis of the compound and the identification data of the obtained compound are described. In the compound represented by the formula (2-1) of the present invention, a synthesis example of the compound 2-1 to the compound 2-6, which is a particularly preferred example, is shown below. (Synthesis Example 2-1)

Dissolving p-diphenylamino cinnamaldehyde (5.0 g, 0.0175 mol), imino oxazolinone compound (4.63 g, 0.0189 mol), and potassium third potassium hydride (0.983 g, 0.0088 mol), The reaction was carried out at 20 ° C for 2 hours in 20 ml of THF. The response is tracked every hour by TLC. After the completion of the reaction, the mixture was adjusted to pH = 5 using 1N-HClaq (1% aqueous hydrogen chloride) (11 ml), and the organic layer was extracted with ethyl acetate. The obtained crystals were re-dispersed by methanol to obtain Compound 1 (yield: 3.94 g, yield: 49%). Further, the Mohr absorption coefficient (?) is 1377. Here, the molar absorption coefficient ε is a sample solution in which a concentration of 0.01 g/liter is adjusted in a 1-methoxy-2-propanol solution, and a sample transmission spectrum of 365 nm is measured. It is obtained by obtaining the absorbance from the UV-visible absorption spectrum of the sample. The measuring apparatus was a UV-Vis-MR Spectrophotometer Cary 5G spectrophotometer manufactured by Varian. Compound 2-1 shown in Synthesis Example 2-1 was identified by NMR. The 1 H-NMR chart of Compound 1 is shown in Fig. 1. Further, the measurement conditions and the identification of the peaks were by 1H-NMR (CDCL3) ·· a 7.38-7.01 (m, 14H), 6.90 (dd, 1H, J = 15.6, 10.8 Ηζ), 6.78 (d, 1H). , J = 15.6 Hz), 6.32 (d, 1H, J = 10.8 Hz), 4, 06-3.98 (m, m), 3.78-3.71 (m, lH), 2.32-2.22 (m, 2H), 1.86- 1.19 (m, 18H).

Compound 2-1

-41· 200811483 (Synthesis Example 2-2) p-Dimethylaminocinnamaldehyde (3.30 g, 0.019 mol), imidooxazolinone compound (5.00 g, 0.0189 mol), and third butoxide Potassium (1. 6 g, 0.00945 mol), dissolved in 20 ml of Thf, reacted at 5 (TC for 2 hours. The reaction was followed by TLC every hour. After the reaction, iN-HCiaQ (i 1 ml) was used. After adjusting to pH = 5, the organic layer was extracted with ethyl acetate and evaporated under reduced pressure. The obtained crystals were re-dispoiled by methanol to give Compound 2 - 2 (yield: 3.94 g, yield 49%). Further, the molar absorption coefficient (ε) was 17004. The compound 2-2 shown in Synthesis Example 2-2 was identified by NMR as the 1 H-NMR chart of the ruthenium compound 2-2 as shown in Fig. 2. The measurement conditions and the identification of the peaks were determined by 1H-NMR (CDCL3): a7.40 (d, 2Η, J = 9.2 Hz), 6.86-6·68 (ιη, 2Η), 6.6 9 (d 2 2, J = 9.2Hz)? 6.3 3 (d, 1H, J = 9.6Hz), 4.05-3.99(m51H), 3.80-3.7 3 (m, 1H), 3.01 (s, 6H), 2.3 3-2.2 3 (m, 2H ), 1.85-1.17 (m, 18H).

(Synthesis Example 2-3) 4-methoxy cinnamaldehyde (3.07 g, 0.019 mol), imidooxazolinone compound (5.00 g, 0.0189 mol), and potassium third potassium hydride (1.06)克, 0.0 0945 mol), dissolved in THF, and reacted at 50 ° C for 2 hours. The reaction was followed by TLC every hour. After the reaction was completed, it was followed by TLC every hour. After the completion of the reaction, the mixture was adjusted to pH = 5 using 1N-HClaq (1 mL). The obtained crystals were re-dispersed by methanol to obtain Compound 2-3 (yield: 4.27 g, yield: 55%). Further, the Mohr absorption coefficient (?) was 40814. Compound 2-3 shown in Synthesis Example 2-3 was identified by NMR. The 1 H-NMR chart of Compound 3 is as shown in Figure 3. Further, the measurement conditions and the identification of the spikes were by 1H-NMR (CDCL3): a7.45 (d, 2H, J = 8.8 Hz)? 6.32 (d, 1H, J = 11.2 Hz), 4.05 (m, lH) , 3.87 (s, 3H), 2.25 (m, 2H), 2.25 - 2.30 (m, 2H), 1.81-1.67 (m, 9H), 1 · 4 3 -1 · 3 8 (m, 9 H).

(Synthesis Example 2-4) Cinnamaldehyde (2.49 g, 0.019 mol), AM-6572B (5.00 g, 0.019 mol), and potassium third butoxide (1.06 g, 0.00945 mol) were dissolved in 20 The reaction was carried out at 50 ° C for 2 hours in milli liters of THF. The reaction was followed by TLC every hour. After the reaction was completed, the mixture was adjusted to pH 5 with 1N-HClaq (11 ml). The obtained crystal was re-dispersed by methanol to obtain Compound 2-4 (yield: 3.96 g, yield: 55%). Further, the molar absorption coefficient (ε) was 20,363. Compounds 2-4 shown in Synthesis Examples 2-4 were identified by NMR. The 1 H-NMR chart of the compound 2-4 is shown in Fig. 4. Further, the measurement conditions and the identification of the spikes were by 1H-NMR (CDCL3): a7.50 (d, 2 Η, J = 7.6 Hz), 7.37 (t, 2 Η), 7.3 l (d, 1H, J = 7.2 Hz) ), 7.04(dd, 1H, J=11.6, 15.6Hz)? 6.85(d, 1H, 200811483 J=15.6Hz), 6.33(d,1H,J=11.6Hz), 4.03(m,lH), 3.75( m, 1H), 2.25-2.29 (m, 2H), 1·64-1·85 (ιη, 9H), 1·29-1·64 (ιη, 9H) were carried out.

(Synthesis Example 2-5) α-methylcinnamaldehyde (2.76 g, 0.019 mol), imidooxazolinone compound (5.00 g, 0.0189 mol), and potassium third potassium hydroxide (1.06 g) , 0.00945 mol), dissolved in THF, and reacted at 50 ° C for 2 hours. The reaction was followed by TLC every hour. After the reaction was completed, it was followed by TLC every hour. After completion of the reaction, the mixture was adjusted to pH = 5 using 1N-HClaq (1 mL), and the organic layer was extracted with ethyl acetate. The obtained crystals were re-dispersed by methanol to obtain Compound 2 - 5 (yield: 3.9 g, yield: 51%). Further, the Mohr absorption coefficient (?) was 8045. The compound 2-5 shown in Synthesis Example 2-5 was identified by NMR. The 1Η-ΝMR pattern of Compound 2-5 is shown in Figure 5. Further, the measurement conditions and the identification of the spikes were by 1H-NMR (CDCL3): a7.37 (m, 5H), 6.84 (s, 1H), 6.23 (s, 1H), 4.03 (m, 1H), 3.75 ( m, 1H), 2.27 (s, 3H), 2.2 5 - 2.2 9 (m, 2H), 1·67-1·85 (ιη, 9H), 1.42-1.31 (m, 9H). -44- 200811483 Compound 2-5

(Synthesis Example 2 - 6)

2,3,4-trimethoxycinnamaldehyde (2.40 g, 0.0189 mol), imidooxazolinone compound (2.85 g, 0.0108 mol), and potassium third potassium bromide (0.61 g, 0.0054) Mohr), dissolved in THF, and reacted at 50 ° C for 2 hours. The reaction was followed by TLC every hour. After the reaction was completed, it was followed by TLC every hour. After the reaction was completed, the mixture was adjusted to pH = 5 using EtOAc-EtOAc (1 1 mL). The obtained crystals were re-dispersed by methanol to obtain Compound 2-6 (yield: 2.6 g, yield: 52%). Also, the Wuer Absorption Coefficient (ε) was 35,366.

The compound 2-6 shown in Synthesis Example 2-6 was identified by NMR. The 1 H-NMR chart of the compound 2-6 is shown in Fig. 6. Further, the measurement conditions and the identification of the peaks were determined by 1H-NMR (CDCL3): a6.91 (dd, 1H, J = 15.6, 11.2 Hz), 6.77 (d, 1H, J = 15.6 Hz), 6.7 l (s) , 2H), 6.32(d, 1H, J=12.0Hz), 4.09-3.98(m, 1H), 3.92(s, 6H), 3.88(s, 3H), 3.81-3.74(m, 1H), 2.34- 2·23(ιη, 2H), 1.87- 1.22 (m, 18H). -45- 200811483

Compound 2-6

The compounds (1 to 46) shown below are shown. These compounds can be synthesized by the same procedure as described above. General formula (2-1)

-46- 200811483

A R2t R22 R23 R24 =N-R25 1 ο b A Me -Me —H —H =N— 2 _ ο ~0~νχΙ ο —H —Me —H 3 OMe ~0~Nv b OMe —Ph —H ~ We —Me 4 —m: —t—Bu —H —H 5 —Et —H —H —H —N 6 —CH 2CH 2OMe —H —H —H ,&quot;-o 7 GH2〇H2^==:0 —H —H —H 8 —COOH —H —H —H 47— 200811483

A R2i R22 R23 R24 : N-R25 9 ^ V-〇Me Med>~7 —Bn —H —H —H 10 —pc MeO —CH2CH2Ph —H —H —H =-NFly 1! OMe —,~~ ~OMe -CH2G=C -H -H -H 12 〇-ot b -Et -H -HH =N~OAc 13 r ^ Q o ~o One H -H -H =N - OPh 14 C)Me (5 Q OMe - Me - H - H - H = N ~ OMe 15 - oc - t - Bu - H - H ~ H = N - 〇 Bn 16 &lt; y \ ^ b ^Et - H - H - H 0 = N ~0~G^Me 200811483

A RZi R22 R23 R24 =N-R25 17 —CH2〇H2OMe —H —H —H 0=ΗΝΙ--Ο-0~Μθ 18 —ch2ch2g-c —H —H —H ==N-〇Me 19 —COOH —H —H —Me =N—〇Me 20～C3/^〇Me Me〇A —Bn —H —H —H =N-〇Me 21 MeO; —CH2CH2Ph —H —H —H :=Hsi~NPh 22 OMe —^ OMe &lt;DMe ~CHzG^G - H - H - H = N - NPh 23 - Et - H - H - H 24 o - H - H - H 25 - Me - H - H - Me = N —^ -49- 200811483

A R2t R22 R23 R24 =N-R25 26 —t—Bu _h —H —H 27 —Et —Me —Me —Me 28 —CH2CH2OMe —H —H —H &lt;D 29 ^ p ~0~vb —CH2CH2G= C - H - H - H = N ^) 30 b - COOH - H - H - H 31 - pc MeO7 - Bn - H - H - H o 32 pMe - yOMe OMe - CH2CH2Ph - H - H - H = N - ~ 33 heart P 5 —ch2o=c —H —H —H —K3 —50- 200811483

A R21 r22 R23 R24 =N~R25 34 ο -ο-π ο 一 Me —H ~H —H o 35 OMe 0 b OMe ——t—Bu —H —H —H 36 —Et —H —H —H i - Et 37 points b - CH2CH2 〇 Me - H - H - H 38 ~ 〇Λ - ch2ch2g = c - H - H - H = N fly \ = SKS5 39 Let ο a COOH H - H - H = HM - Ph 40 -~Bn -H -H -H 41 -CH2CH2Ph -H -H -H =ν&quot;-〇NC 42 -〇^NC -CHgG^C -H -H -H -51- 200811483 A R21 R22 R23 R24 = N-R25 43 b - Me - H - H - H = N - C) 44 - t - Bu - H - H - H 45 _ pb - Et - H - H - H 46 Me. / —GH2CH2OMe a H —H —H =n-cT〇

Further, examples of the compound represented by the formula (2-I) include the following compounds (47 to 73). '

-52- 200811483

-53- 200811483

The molar light absorption coefficient of the compound represented by the formula (2-1) is preferably from 5,000 to 100,000, more preferably from 10,000 to 80,000, from the viewpoint of internal hardenability. The compound of the formula (2-1) of the present invention has an absorption wavelength in a wavelength region of from 300 nm to 450 nm. With a wavelength range of 330 nm to 450 nm

The absorption wavelength is better. The compound represented by the formula (2-1) of the present invention can also be used as a polymer light-emitting material which is a sensitizer, an optical brightener and a main component of electroluminescence for a photosensitive material. In addition to the color filter, the photosensitive material can also be used for molding resins, casting resins, photo-forming resins, sealants, dental polymer materials, printing inks, paints, photosensitive resins for printing plates, and printing. Standard color, photoresist for black matrix, photoresist for printed circuit board, photoresist for semiconductor manufacturing, photoresist for microelectronics, photoresist for manufacturing parts for micromachines, insulating material, holographic material, wave -54- 200811483 Road material, protective coating agent, adhesive, adhesive, adhesive, release coating agent, UV-curable ink, 2-photon absorption material, photosensitive composition for blue laser, etc. Moreover, the general formula of the present invention a compound shown in (2-1), especially after use

In the case of the sclerosing composition or the like, light exposure in the wavelength region can cause electron movement and energy movement with the photopolymerization initiator which can be contained in the curable composition, and the photopolymerization can be efficiently decomposed. The agent causes it to produce an inducing species. Therefore, the compound represented by the formula (2-1) of the present invention can obtain a highly sensitive curable composition, and can have excellent adhesion to a substrate, and excellent contrast and color purity even if the content of the colorant is increased. Color filter. The compound represented by the formula (2-1) of the present invention and the compound (specific sensitizer) represented by the formula (3-1) of the present invention to be described later can be used as a curable composition. Chemical modification is used to improve the properties of the curable composition such as sensitivity and adhesion. For example, a specific sensitizer and an addition polymerizable compound structure (for example, an acrylonitrile group or a methacryl oxime group) can be bonded by a covalent bond, an ionic bond, a hydrogen bond or the like to make the exposed film high. The strength is increased, or the unnecessary precipitation of the specific sensitizer from the exposed film is suppressed. Further, a specific sensitizer and a photopolymerization initiator described later have a partial structure which generates radicals (for example, a reductive decomposition site of an alkyl halide, a key salt, a peroxide, an imidazole, a diimidazole, or the like, or a boric acid). The bonding of a salt, an amine, a trimethyldecylmethyl group, a carboxymethyl group, a carbonyl group, an imide, or the like of an oxidatively decomposable site, in particular, can significantly improve the photosensitivity in a state of a low initiator concentration. The curable composition of the present invention may be used alone or in combination of two or more kinds of the compounds of the formula (2-1). -55- 200811483 Next, the compound represented by (3-I} is explained in detail. Formula (3-1)

In the formula (3-1), A represents an aromatic ring or a hetero group which may have a substituent.

The ring, X means an oxygen atom, a sulfur atom, or _N(R33)_' γ means an oxygen atom, a sulfur atom or -N(R33)-. R31, R32, and R33 each independently represent a hydrogen atom or a monovalent non-metal atomic group, and A, R31, R32, and R33 may each bond to each other to form an aliphatic or aromatic ring. The compound represented by the general formula (3-1) will be described in detail. The general formulae (3_1), R, 31, R32, and R33 each independently represent a hydrogen atom or a monovalent non-metal atomic group. R31, R32, and R33 represent a monovalent non-metal atomic group, 'substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unhardened alkenyl, substituted or unsubstituted aromatic heterocyclic residue, The substituted or unsubstituted anthracene group, a substituted or unsubstituted alkylthio group, a hydroxyl group, or a halogen atom is preferred. Specific examples of R31, R32, and R33 of the formula (3-1) are specifically described. Preferred examples of the non-substituted alkyl group represented by R31, R32, and R33 are the same as those of the preferred examples of the alkyl group represented by the substituent represented by R21, R22, R23, R24 or R25 in the formula (2-1). . Examples of the alkylene group (alkyl moiety) of the substituted alkyl group represented by R31, R32, and R33 are substituted alkyl groups represented by R21, R22, R23, R24, or R25 in the formula (2-1). The examples of the alkylene group (alkyl moiety) are the same. Examples of the substituent which the substituted alkyl group represented by R31, R32, and R33 has, and the substituted alkyl group represented by R21, R22, R23, R24, or R25 of the formula (2-1)-56-200811483 The examples with the substituents are the same. Specific examples of the alkyl group in the above substituents include the above-mentioned alkyl group represented by an unsubstituted alkyl group represented by R21, R22, R23, R24 or R25 of the formula (2-1). Specific examples of the aryl group in the above-mentioned substituents include the specific examples of the aryl group having a substituent of the substituted alkyl group represented by R21, R22, R23, R24 or R25 in the formula (2-1). Examples of the substituents and the heteroaryl group include the same examples of the Φ of the heteroaryl group having a substituent of the substituted alkyl group represented by R21, R22, R23, R24 or R25 in the formula (2-1). . Examples of the alkenyl group of these substituents include a vinyl group, a 1-propenyl group, a 1-butenyl group, a cinnamyl group, and a 2-chloro-1-vinyl group. Examples of the alkynyl group of these substituents include an ethynyl group, a propynyl group, a [-butynyl group, a trimethyldecyl ethynyl group, and the like. The Gi in the thiol group (GiCO-) includes a hydrogen atom and the above-mentioned hospital base and aryl group. Among these substituents, a more preferable example is a more preferable example of the substituent having a substituted alkyl group represented by R21, R22, ® R23, R24 or R25 of the formula (2-1). same. Examples of the preferred substituted alkyl group for R31, R32 and R33 are the same as those of the preferred substituted alkyl group represented by R21, R22, R23, R24 or R25 of the formula (2-1). Examples of the preferred unsubstituted aryl group of R31, R32, and R33 are the same as those of the preferred unsubstituted aryl group represented by R21, R22, R23, R24, or 1125 of the formula (2d). Examples of the preferred substituted aryl group for R31, R32 and R33 are the same as those of the preferred substituted aryl group represented by R21, R22, R23, R24 or R25 of the formula (2d). Specific examples of the preferred unsubstituted alkenyl group of R31, R32 and R33 include an ethylene-57-200811483 group and a 1-propenyl group. Specific examples of the preferred substituted alkenyl group of R31, R32 and R33 include a non-metal atomic group having a valence of one hydrogen atom removed from the above unsubstituted alkenyl group as a substituent. Specific examples of the preferred unsubstituted aromatic heterocyclic residue of R31, R32, and R33 include thiophene, furan, pyrrole, pyridinium, thiazide, anthracene, ytidine, argon, imidazole, and quinoline. , triazole, hydrazine, carbazole and the like. Specific examples of the preferred substituted aromatic heterocyclic residue of R31, R32, and R33 may be exemplified by a non-metal atomic group having a valence of one hydrogen atom removed from the above unsubstituted aromatic heterocyclic residue. Base thing. Examples of the preferred substituted or unsubstituted alkoxy group of R31, R32, and R33 are each preferably a substituted or unsubstituted alkane represented by R21, R22, R23, R24, or R25 of the formula (2-1). The examples of the oxy group are the same. Specific examples of the preferred substituted or unsubstituted alkylthio group of R31, R32, and R33 are each preferably substituted or unsubstituted as shown by R21, R22, R23, R24, or R25 of the formula (2-1). Specific examples of the alkylthio group are the same.

Next, A in the general formula (3-1) will be described. The oxime system is an aromatic ring or a hetero ring which may have a substituent, and specific examples of the aromatic ring or the hetero ring which may have a substituent include R31 and R32 in the formula (3-1), and The same thing as described in R33. Specific preferred aromatic rings of A include benzene, methoxybenzene, xylene, trimethoxybenzene, diethylamine benzene, diphenylaminobenzene, methylthiobenzene, anthracene, phenylthiobenzene, and thiophene. Anthraquinone, a thiophene, a quinoline, a dibenzothiophene, a dibenzofuran, a azole, a dimethoxyphenylbenzene, and the like. Further, preferred examples of the hetero ring of A include pyridine, benzothiazole, benzo-58-200811483 carbazole, benzothiazole and the like. The X system of the formula (3-1) represents an oxygen atom, a sulfur atom or _n(R3)-', preferably an oxygen atom. Y in the general formula (3-1) represents an oxygen atom, a sulfur atom, or -N(R3)-, preferably -N(R3)-. One of the preferable aspects of the compound represented by the formula (3-1) is a compound represented by the following formula (3-2), from the viewpoint of improving the decomposition efficiency of the photopolymerization initiator. General formula (3 - 2)

R31 In the formula (3-2), A represents an aromatic ring or a heterocyclic ring which may have a substituent, and Y represents an oxygen atom, a sulfur atom, or a -N(R33)-, R31, R32, and R33 system. Each of them independently represents a hydrogen atom or a monovalent non-metal atomic group, and A, R31, R32, and R33 may each bond to each other to form an aliphatic or aromatic ring.

The details of A, R3i, R32, and R33 in the formula (3-2) are the same as those in the above formula (3-1), A, R31, and R32. The compound represented by the formula (3-2) is preferably, for example, the compound (3-2-1) to (3-2-35) shown below. -59· 200811483

No. A R3t R3^ Y 3-2-1 b A H —Et =〇3-2-2 _rS{ -\&gt;v 〇一H -o =〇3-2-3 OMe 0 OMe 一H一Me =〇3-24 Let [一H—t aBu=〇3-2-5 b A H —Et =〇3-2-6 —CH2CH2〇Me =〇3-2-7 ~O^C° One H —CH2CH2C=C =〇-60- 200811483

No, A r31 R32 Y 3-2-8 -^0 a H a COOH =〇3-2-9 MeO' —H a Bn =〇3-2-10 Let c :UeO —H —CH2CH2Ph ==〇3 -2-11 OMe — "j~OMe OMe - H - CH2OC = 〇 3-2-12 八 - H - Et 3-2-13 - H - &lt; ) 3-2-14 - H - Me = nKI) -61- 200811483

No. A R31 r32 Y 3-2-15 -H - t -Bu =n{) 3-2-16 A Me -Et 3-2-17 A H -CH2CH2OMe =rKD 3-2-18 _^Ρ ~ °&quot;b a H —ch2ch2c=c =N—^ 3-2-19 A H , a COOH =N—^ ^ 3-2.20 -pc MeO′ A H -Bn 3-2-21 OMe OMe A H — CH2CH2Ph =N— -62- 200811483

No. A R31 R32 Y 3-2-22 ^ po a H —ch2c=c 3-2-23 —H—Me 3-2-24 OMe /=.0 Q OMe —H—t-Bu 3-2- 25 K: —H —Et =N — Et 3-2-26 〇H—CH2CH2〇Me 3-2-27 ~Όλ−H —ch2ch2c=c 3-2-28 OO —H —COOH = N-Ph -63- 200811483

No· A R31 r32 Y 3-2-29 A H — Bn =nO 3-2-30 —H —CH 2 CH 2 Ph NO 3-2-31 —oc —H —CH 2 OC —N — 3-2-32 b —H a Me 3-2*33 -H - t -Bu 3-2-34 ^ p 5 -H -Et V =N - 0 3-2-35 MeO -H -CH2CH2OMe =N_〇^Q

From the viewpoint of improving the decomposition efficiency of the photopolymerization initiator, one of the preferred embodiments of the compound represented by the formula (3-1) is a compound represented by the following formula (3 - 3).

-64- 200811483 In the formula (3-3), A represents an aromatic ring or a heterocyclic ring which may have a substituent, and X represents an oxygen atom, a sulfur atom, or -N(R33)-, R33, R34, And each independently represents a hydrogen atom or a monovalent non-metal atomic group, and A, R33, R34, and R35 may each bond to each other to form an aliphatic or aromatic ring. Ar represents an aromatic ring or a heterocyclic ring having a substituent. Among them, there are substituents in which the sum of Hammett's 値 is greater than 0 on the Ar skeleton. In the formula (3-3), A, R33, R34, and R35 are each synonymous with A, R33, R32, and R31 in the above formula (3-1).

The Ar system is an aromatic ring or a hetero ring which has a substituent, and a specific example thereof can be similarly described in the description of A of the above formula (3 -1), and an aromatic ring or a hetero group having a substituent. Specific examples of the ring. However, in the general formula (3-3), the sum of the hamann's oxime which can be introduced into Ar must be 0 or more, and examples of such a substituent include a trifluoromethyl group, a carbonyl group, an ester group, and a halogen atom. , nitro, cyano, fluorenylene, amine, carboxyl, and the like. The Hammant lines of these substituents are shown below. Examples thereof include a trifluoromethyl group (-CF3, πι··0·43, pi54), a carboxyl group (for example, -C〇Hm: 0.36, p: 0.43), and an ester group (-COOCHs, m: 0.37, p: 0.45). , a halogen atom (for example, C Bu m: 0.37, ρ: 0·23), a cyano group (-CN, m: 0.56, ρ: 0·66), an anthracene group (for example, -S〇CH3, πκ0·52, ρ :0·45), amidino group (for example, -NHCOCH) m: 0.2 ρ: 0·00), carboxyl group (-COOH, πκθ.37, ρ: 0·45), etc. The introduction position of the substituted aryl skeleton and its Harman characteristics, (m: 0.50) means that the substituent has a Hamman's 0.5 of 0.50 when introduced at the meta position. Among them, a preferred example of Ar may be mentioned. a phenyl group having a substituent, a preferred substituent group on the Ar skeleton, an ester group, and a cyano group. The position of the substituent is particularly preferably in the ortho position on the Ar skeleton. As a preferred example, the combination of -65-200811483 (3-3-1) to (3-3-32) shown below can be mentioned.

No. AX R34 Ar R35 3-3-1 -〇Ν bo -Et -o -H 3-3-2 -c ) ) 〇-Et -p Me(/ A H 3-3-3 DMe o _Et b — H } om 3-3-4 AC E一Et ~0&quot;n3° 一H 3-3-6 o -Et —^ ^^OMe -H OMe 3-3-6 ~〇^s\ o -o -4 ) H 3-3-7 :&gt; o a Me -Qr\ an H -66- 200811483

No. AX R34 Ar R35 3-3-8 〇t-Bu-H 3-3-9 MeO' o-Et-H 3-3-10 MeO o —CH2CH2OMe ~Q-H 3-3-11 OMe ^OMe o —CH2CH2C=C *^D^〇Me mo A H 3-3-12 NEt A COOH o ~H 3^3-13 NEt —Bn MbO A H 3_3·14 NEt o &quot;~0^SX b A H -67- 200811483

No, AX R34 Ar R35 3-3-15 ~^b NEt A Me _H 3-3-16 NEt A t-Bu OMe —^ ^—OMe OMe A H 3-3^7 OP b NEt -Et A H 3 -3-18 O NEt —CH2CH2OMe ~0~S\-H 3-3-19 OMe Μ 0 b OMe NEt —ch2ch2c=c / one H:3 ue-oc NEt-COOH 〇一H 3-3-21 b S-Bn-Q-H-68- 200811483

No. AX R34 Ar R35 3-3-22 O' s an Et Met / a H 3-3-23 &lt;y\ys —Et 〇一H 3-3*24 s —Et a H 3-3-25 MeO s —Et OMe OMe a h 3-3-26 MeO s an Et ~^Q a H 3-3-27 OMe On OMe s -o a H 3-3-28 ps a Me ~0^N[ A H -69- 200811483

No· AX R34 Ar -----1 Ra5 3-3-29 s One t a Bu -------- 3-3-30 s —Et ———- — —-~H 3-3 -31 -^bs -CH2CH2OMe MeO ~H 3-3-32 s -ch2ch2c=o ------ -H Moreover, from the viewpoint of enhancing the decomposition efficiency of the photopolymerization initiator, the compound of the formula (3) One of the preferred embodiments is a compound represented by the following formula (3-4). The specific sensitizer of the present invention is a compound represented by the following formula (3-4). 3-4)

In the formula (3-4), the fluorene system represents an aromatic ring or a hetero ring which may have a substituent, and the X system represents an oxygen atom or a sulfur atom. R61, R62, R63, and R" each independently represent a hydrogen atom or a monovalent non-metal atomic group, and R64, and &amp; 65-70-200811483 each independently represent a monovalent non-metal atomic group; A, R63, R64, R65, and R66 may each bond to each other to form an aliphatic or aromatic ring. Here, when R61, R62, R63, R64, R65, and R66 represent a monovalent non-metal atomic group, The substituted or unsubstituted alkyl group or the substituted or unsubstituted aryl group is preferred. Next, preferred examples of R61, R62, R63, R64, R65, and R66 in the formula (3-4) are described.

Preferred examples of the unsubstituted alkyl group represented by R61, R62, R63, R64, R65 and R66 are the unsubstituted alkyl group represented by R21, R22, R23, R24 or R25 of the formula (2_1). The preferred examples are the same. Examples of the substituted alkyl group (alkyl moiety) represented by r61, r62, r63, r64, r65, and r66 are substituted alkyl groups represented by R21, R22, R23, R24, or R25 in the formula (2-1). Examples of the alkylene group (alkyl moiety) are the same. Examples of the substituent of the substituted alkyl group represented by R61, R62, R63, R64, R65, and R66, and a substituted alkyl group represented by R21, R22, R23, R24, or R25 in the formula (2-1) The examples of the substituents are the same. Specific examples of the alkyl group of these substituents include the above-mentioned alkyl group represented by an unsubstituted alkyl group represented by R61, R62, R63, R64, R65 and R66, and may have a more substituent at this time. Specific examples of the aryl group in the above substituents are the same as those of the aryl group having a substituent of the substituted alkyl group represented by R21, R22, R23, R24 or R25 of the formula (2-1). In the above substituents, examples of the heteroaryl group are the same as those of the heteroaryl group having a substituent of the substituted alkyl group represented by R21, R22, R23, R24 or R25 of the formula (2-1). Examples of the alkenyl group include a vinyl group, a 1-propenyl group, a 1-butenyl group, a cinnamyl group, and -71-200811483 2-chloro-1-vinyl group. Examples of the alkynyl group include an ethynyl 'p-propynyl' 1-butynyl group, a trimethyldecyl ethynyl group and the like. Examples of the mercapto group (GiCOdi Gi include hydrogen, and the above-mentioned alkyl group and aryl group. Among these substituents, R21, R22, and R23 of the formula (2-1) are more preferable. Further examples of the substituent having a substituted alkyl group represented by R24 or R25 are the same. Examples of the substituted alkyl group represented by R61, R62, R63, R64, R65, and R66 are φ and in the formula (2- 1) The preferred examples of the substituted alkyl group represented by R21, R22, R23, R24, or R25 are the same. Preferred examples of the substituted or unsubstituted aryl group represented by R61, R62, R63, R64, R65, and R66, Each of them is the same as a preferred example of the substituted or unsubstituted aryl group represented by R21, R22, R23, R24 or R25 of the formula (2-1). Further, a more preferable example of R61 is a substitution or not The substituted aryl group, and a more preferable example of R62 and R66, may be a substituted or unsubstituted alkyl group. A particularly preferred example of R22 is an alicyclic alkyl group, and specifically, a cyclohexyl group, a cyclobutyl group, and Cyclondyl. φ Further, preferred examples of R63, R64 and R65 include a substituted or unsubstituted aryl group or a substituted or unsubstituted alkyl group, particularly preferred examples, R63 and R64, or R64 and R. 65, or R63 and R65 are bonded by a divalent linking group, specifically, a cycloalkyl structure is formed between R63, R64 and R65. A preferred cycloalkyl structure is a cyclohexyl group. Structure, cyclobutyl structure, cyclooctyl structure, adamantyl structure. The appropriate cause of these substituents is still unclear, it can be considered that by having such a substituent, the electron excitation state generated by light absorption and The interaction of the initiator compound becomes particularly large, and by increasing the efficiency of the initiator compound to generate a radical, an acid or a base (improving the sensitivity effect), and introducing an adjacent and high-volume structure in the imine structure, it is possible to suppress the decomposition by hydrolysis. The imine structure such as oxidative decomposition is decomposed and disappears from the sensation-72-200811483 light film (improving the storage stability effect). Next, the general formula (3-4) A will be described. The A system indicates an aromatic group which may have a substituent. Specific examples of the aromatic ring or the hetero ring which may have a substituent or a hetero ring may be the same as those shown in the description of R61, R62, R63, R64, R65 and R66.

Among them, preferred A is an aryl group having an alkoxy group, an alkylthio group, and an amine group, and more preferably A is an aryl group having an amine group. Particularly preferred examples of the aryl group having an amine group include a dialkylamino aryl group and a diarylamino aryl group, and specific examples thereof include dimethylaminophenyl group, diethylaminophenyl group, piperidinylphenyl group, and porphyrin. Phenyl, quinolinyl, and diphenylamine phenyl. In the following, preferred examples (3-D1) to (3-D121) of the compound (specific sensitizer) represented by the formula (3-1) are shown, but the present invention is not limited thereto. Further, it is not clear that the isomers of the acidic raw material and the basic raw material are bonded by a double bond, and the present invention is not limited to any one of the isomers.

(3_

-73- 200811483 (3-D5)

(3-D7)

(3-D8) t)

(3-D9)

Ν

(3-D10)

(3-D12)

-74- 200811483 (3-D13)

(3-D14)

(3-D16)

(3-D17) (3-D18)

(3-D21) (3-D20)

(3-D22) /N MeQ

COOH

-75. &gt;0 200811483 (3-D23)

(4) 25)

(3-D26)

(3-027)

MeO

N

(3-D29) (3-D30)

O

MeS

Χχοί- -76- 200811483 (3-035)

(3-D37) (3-D38)

Ο

(3-D40) (3 side) (3-D42) (3-D43)

Μ

(3-D44)

(3-D45) ΟΜθ

卜 Μβ£^Ν〇Χ^&lt; -77- 200811483

Γy=s Ν

Ν - 0 households, (3-D51)

(3-D56) OMe

-78- 200811483

(3-D62)

(3-061)

(3-067} (3-D68)

-79- 200811483 (3-D69) OMe

(3-DT2)

(3-D73)

(3-D74)

-80- 200811483

(3-D75)

(3-D76)

(3-D78)

-81- 200811483

(3-D80)

(3-D82J

-82- 200811483 (3 side

(3-086} (3-D87)

On

(3 marriages 0) P, PU (3-D91)

(3-D92)

(3-D93)

o

83- 200811483 (3-D94) (3-D95)

(3-D96)

(3-D98)

(3-D97) On

(3-D99)

(3-D103)

-84- 200811483 (3-D104)

85- 200811483

(3-D115) OMe

-86- 200811483

(3-D117)

(3-D120)

(3-D121)

87-200811483 (3-D123) (3-0124)

A method for synthesizing the compound represented by the formula (3-1) will be described. The compound which is not described in the formula (3-1) can be usually obtained by condensing an acidic raw material having an active methylene group with a substituted or unsubstituted aromatic or heterocyclic ring, and can be referred to as a special public. 5 9 · 2 8 3 2 9 to synthesize. For example, a synthesis method in which an acidic starting material compound and a basic raw material having an aldehyde group or a carbonyl group on a hetero ring are subjected to a condensation reaction, as shown in the following reaction formula (3-1), may be mentioned. The condensation reaction is carried out as necessary in the presence of a base (b a s e). The base can be generally used, such as an amine, a pyridine (trialkylamine, dimethylamine pyridine, diazabicycloundecene DBU, etc.), an amine metal (diisopropylamino lithium, etc.), An alkanol, a metal (sodium methoxide, potassium t-butoxide, etc.), a hydrogenated metal (sodium hydride, potassium hydride, etc.), but is not particularly limited. A reaction formula (3-1)

Further, a preferred other synthesis method of the compound represented by the formula (3-1) is exemplified by the following reaction formula (3-2). That is, by using the acidic starting material compound of the above reaction formula (3-1), Y is an acidic starting material compound using a sulfur atom as a starting material, and is condensed with an alkaline raw material having an aldehyde group or a carbonyl group on the hetero ring. In the same manner as in the above reaction formula (3-1), after the step of reacting the coloring material, the coloring material is advanced, and further chemically reacts with the sulfur atom to form a metal sulfide. The reaction of the metal salt of the substance with water or a primary amine compound (R-nh2: wherein the r system represents a monovalent non-metal atomic group). Among these, the yield of each reaction of the reaction represented by the reaction formula (3-2) is high, and it is particularly preferable in terms of synthesis efficiency, wherein when the compound represented by the formula (3-4) is synthesized, the reaction formula ( The reaction shown in 3-2) is useful. Reaction formula (3-2)

In the reaction formula (3-2), Mn + Xn represents the same metal salt as Μη + Χη in the above reaction formula (2-2). Further, when the compound represented by the above formula (3-4) is synthesized, each of R31, R32, and Y in the reaction formulae (3-1) and (3-2) corresponds to R66 of the formula (3-4). , R62, and NC (R63) (R64) (R65). *

In the curable composition of the present invention, the compound (specific sensitizer) represented by the formula (3, 1) may be used alone or in combination of two or more. The content of the specific sensitizer of the curable composition of the present invention and the curable composition for a color filter is preferably 0.1% by mass to 20% by mass based on the total solid content of the curable composition. 0.2% by mass to 20% by mass is more preferable. In particular, the compound represented by the formula (2-1) and the compound of the formula (3-1) of the present invention described later are very high in the concentration of the coloring agent in the curable composition, and the colored pattern formed is formed. When the light transmittance of the (photosensitive layer) is extremely low, specifically, the compound represented by the formula (2-1) or the formula (3-1) of the present invention described later is -89-200811483 When the photosensitive layer formed by the compound is added at a light transmittance of 365 nm and/or when the light transmittance of 405 nm is 1% or less, the effect can be remarkably exhibited. &lt;(B) Photopolymerization Initiator&gt; The curable composition of the present invention is a compound which initiates and accelerates polymerization of a polymer compound described later by light decomposition, and has a region having a wavelength of from 30,000 to 500 nm. Absorbed matter is better. Further, the photopolymerization initiator may be used alone or in combination of two or more.

The photopolymerization initiator may, for example, be an organic halogenated compound, an oxadiazole compound, a carbonyl compound, a ketal compound, a benzoin compound, an acridine compound, an organic peroxidation compound, an azo compound, a coumarin compound or an azide compound. , a metallocene compound, a diimidazole compound, an organoboric acid compound, a disulfonic acid compound, an oxime ester compound, a key salt compound, a mercaptophosphine (oxide) compound. Specific examples of the organic halogenated compound include "Bull Chem. Soc Japan" 42 and 29 24 (1969), and the specification of U.S. Patent No. 3,905,815, Japanese Patent Publication No. 46-4605, and JP-A-48-3628 No. Japanese Patent Laid-Open No. 5 5 -3 2070, Special Open No. 60-239736, Special Open No. 6 1 - 1 69835, Special Open No. 6 1 - 1 69837, Special Open No. 62-5 824 No. 1, Special Opening Sho 62-212401, JP-A-63-70243, JP-A-63-29 8 3 3 9 , Μ· P. Hutt “Journal of Heterocyclic Chemistry 1 (No. 3), ( The compound described in the article 1970), in particular, may be a trihalomethyl-substituted oxadiazole compound and an s-three-till compound. The s-three-till compound is preferably at least one single, double, or The trihalogen-substituted methyl group is a s-triterpene derivative formed by the s-three-plowing ring, and specifically, for example, 2,4,6-para (monochloromethyl)-8-three tillage, 2, 4,6-gin(dichloromethyl)-8-tripper, 2,4,6-parade(trichloromethyl)-s-tritium, 2-methyl-4,6-bis(trichloro) -s-Triple well, 2-n-propyl-90- 200811483 -4,6-bis(trichloromethyl)-s-tripper, 2-(α, α,0-trichloroethyl)-4,6-bis(trichloromethyl)-s-tripper, 2-phenyl-4,6-bis(trichloromethyl)_s-tritium, 2· (p-methoxyphenyl)-4,6-bis(trichloromethyl)-8-tripper, 2-(3,4-ethoxyphenyl)-4,6-bis(trichloromethyl) )-s-three tillage, 2-(p-chlorophenyl)-4,6-bis(trichloromethyl)-s-three tillage, 2-[1-(p-methoxyphenyl)-2,4 -butadiene]-4,6-bis(trichloromethyl)-3-trid, 2_styryl-4,6-bis(trichloromethyl)-s-three tillage, 2-(pair Oxystyryl)-4,6-bis(trichloromethyl)_s-tripper, 2-(p-isopropoxystyryl)-4,6-bis(trichloromethyl)-s- Tri-trap, 2-(p-tolyl)-4,6-bis(trichloromethyl)-s-tri-ruthenium, 2-(4-methoxybutyl)-4,6-bis(trichloromethane) Base)-s·tris, 2-phenylthio- 4,6-bis(trichloromethyl)-s-triterpene, 2-benzylthio-4,6-bis(trichloromethyl)-s - three tillage, 2,4,6-parade (dibromomethyl)-5-three tillage, 2,4,6-parade (tribromomethyl)-3-trimole, 2-methyl-4,6 - bis(trichloromethyl)-8-tripper, 2-methoxy-4,6-bis(tribromomethyl)-8-three tillage.

The oxadiazole compound may be exemplified by 2-trichloromethyl-5-styrene-1,3,4-oxadiazole or 2-trichloromethyl-5-(cyanostyrene)-1,3,4. -oxadiazole, 2-trichloromethyl-5-(cyanostyrene)-1,3,4-oxadiazole, 2-trichloromethyl-5-(naphthalen-1-yl)·1, 3,4-oxadiazole, 2-trichloromethyl-5-(4-styrene)styrene-1,3,4·oxadiazole, and the like. Examples of the carbonyl compound include diphenyl ketone, rice ketone, 2-methyl diphenyl ketone, 3-methyl diphenyl ketone, 4-methyl diphenyl ketone, and 2-chlorodiphenyl ketone. Diphenyl ketone derivatives such as 4-bromodiphenyl ketone and 2-carboxydiphenyl ketone, 2,2-dimethoxy-2-phenylethyl benzene, 2,2-diethoxy acetamidine Benzene, 1-hydroxycyclohexyl phenyl ketone, α-hydroxy-2-methylphenylacetone, 1-hydroxy-1-methylethyl-(p-isopropylphenyl) ketone, 1-hydroxy-1- (p-dodecylphenyl) ketone, 2-methyl-(4'-(methylthio)phenyl)-2-sodium phthalate-1-propanone, 1,1,1-trichloromethyl-( Ethyl benzene derivative such as p-butylphenyl) ketone, 2-benzyl-2-dimethylamine '_4- benzophenanthene benzene, thioxanthone, 2-ethyl thioxanthone, 2-isopropyl Thiophenone, 2-chlorothioxanthone, 2,4-dimethylthioxanthone, 2,4- -91- 200811483 diethylthioxanthone, 2,4-diisopropylthioxanthone and the like A benzoate derivative such as a ketone derivative, a p-dimethylamine benzoate or a p-diethylamine benzoate. The ketal compound may, for example, be a benzylmethyl ketal or a benzyl-/5-methoxyethyl acetal. The benzoin compound may, for example, be m-benzoin propyl ether, benzoin isobutyl ether, benzoin ethyl ether or methyl phthalyl benzoate. The n-type compound can be exemplified by 9-phenyl π 丫 D, 1, 7, bis (9 - π 丫 steep) Geng.

The organic peroxidic compound may, for example, be trimethylcyclohexyl peroxide, decyl acetonide, 1, bis (t-butylperoxy)-3,3,5-trimethylcyclohexan, 1 , 1-bis(t-butylperoxy)cyclohexane, 2,2-bis(t-butylperoxy)butane, tert-butyl hydroperoxide, hydrogen peroxide, diisopropyl Hydrogen peroxide, 2,5-dimethylhexane-2,5-dihydroperoxide, 1,1,3,3-tetramethylbutyl hydroperoxide, tributyl cumene peroxide, Dicumyl peroxide, 2,5 = dimethyl-2,5-di(t-butylperoxy)hexane, 2,5 ·peroxydecane oxime (2,5 - ο X a η 〇 y 1 per ο X ide), peroxy succinic acid, benzoin peroxide, 2,4-dichlorobenzidine peroxide, diisopropylperoxydicarbonate, di-2-ethylhexylperoxy , dicarbonate, di-2-ethoxyhexyl peroxydicarbonate, dimethoxy isopropyl peroxydicarbonate, bis(3-methyl-3-methoxybutyl) peroxidation Dicarbonate, tert-butyl peroxyacetate, tert-butylperoxytrimethyl acetate, tert-butyl peroxidation Neodecanoate, tert-butyl peroxyoctanoate, tert-butylperoxylaurate, third carbonate, 3,3',4,4'-tetra-(t-butylperoxycarbonyl) Diphenyl ketone, 3,3',4,4'-tetra-(trihexylperoxycarbonyl)diphenyl ketone, 3,3',4,4,-tetra-(p-isopropylisopropyl Phenylperoxycarbonyl)diphenyl ketone, carbonyl di(t-butylperoxydihydrodicarboxylate), carbonyl di(t-hexylperoxydihydrodicarboxylate), and the like. The azo compound, for example, an azo compound described in JP-A-8-108621, and the like. -92- 200811483 The coumarin compound may, for example, be 3-methyl-5-amino-((s-tricot-2-yl)amino)-3-phenylcoumarin, 3-chloro-5 -diethylamino-((s-trit-2-yl)amino)-3-phenylcoumarin, 3-butyl-5-diethylamino-((s-three tillage - 2-yl)amino)-3-phenylcoumarin and the like. The azo compound may, for example, be an organic azo compound or 2,6-bis(4-azidobenzylidene) described in the specification of U.S. Patent No. 2,848,328, U.S. Patent No. 2,852,379, and U.S. Patent No. 2,940,853. 4-ethylcyclohexanone (BAC-E) and the like.

The dimetallocene compound is disclosed in JP-A-59-151,396, JP-A-61-151197, JP-A-63-41484, JP-A-2-249, and JP-A No. 2-4705 Various titanocene compounds described in Japanese Patent Publication No. 5-8 3 5 8 8 , for example, dicyclopentadiene-Ti-biphenyl, dicyclopentadiene-Ti-bis-2,6-difluoro Benz-1-yl, dicyclopentadiene-Ti·bis-2,4-difluorophenyl-1-yl, dicyclopentadiene-Ti-bis-2,4,6-trifluorobenzene-1 -yl,di-cyclopentadiene-Ti-bis-2,3,5,6-tetrafluorophenyl-1-yl, di-cyclopentadienyl-1^-bis-2,3,4,5, 6-pentafluorophenyl-1-yl, di-methylcyclopentadiene-Ti-bis-2,6-difluorophenyl-1-yl, di-methylcyclopentadiene-Ti-bis-2, 4,6-trifluorophenyl-1-yl, di-methylcyclopentadiene-Ti-bis- 2,3,5,6-tetrafluorophenyl-1-yl, di-methylcyclopentadiene- An iron-aromatic hydrocarbon complex or the like described in Japanese Unexamined Patent Application Publication No. Hei No. Hei No. Hei No. Hei. The diimidazole-based compound is preferably, for example, a hexaaryldiimidazole compound or the like. Examples of the hexaaryldiimidazole compound include various compounds described in the respective specifications, such as Japanese Patent No. 3-29285, U.S. Patent No. 3,479,185, the disclosure of which is incorporated herein by reference. 2,2'-bis(o-chlorophenyl)-4,4',5,5'-tetraphenyldiimidazole, 2,2'-bis(o-bromophenyl))4,4', 5,5'-tetraphenyldiimidazole, 2,2'-bis(o-,p-bromodichlorophenyl))4,4',5,5,tetraphenyldi-93- 200811483 imidazole, 2,2 '-bis(o-chlorophenyl)) 4,4,5,5,-fluorenyl (m-methoxyphenyl)diimidazole, 2,2'-bis(o-o-dichlorophenyl))4, 4,5,5,-tetraphenyldiimidazole, 2,2,-bis(o-nitrophenyl)-4,4',5,5, tetraphenyldiimidazole, 2,2,-. (o-methylphenyl)-4,4',5,5'-tetraphenyldiimidazole, 2,2,-bis(o-trifluorophenyl)-4,4,5,5,-tetraphenyl Diimidazole and the like. Specific examples of the organic borate compound include, for example, JP-A-62-143 044, JP-A-62-150242, JP-A-9-188685, JP-A-9-188686, JP-A-9-188710 No. 2000-131837, φ Special Open 2002- 1079 1 6 , License No. 2764769, Special Wish 2000-3 1 0808 # Various Gazettes, and Kunz, Martin "Rad Tech'98. Proceeding April 19- In the case of the organic boron mirrors described in the Japanese Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. The organic boron oxyde mirror complex, and the organic boron iodine complex according to JP-A-6-1755, and JP-A-6-17575 Organoboron yttrium complex, special

An organic boron transition metal compound such as the one disclosed in Japanese Unexamined Patent Publication No. Hei. No. Hei. No. Hei 7- No. Hei. Position complexes, etc. For example, the compound described in the specification of JP-A-61-166544, JP-A-2002-328465, and the like can be mentioned. The oxime ester compound may, for example, be JCS Perkin 11 (1 979) 1653-1660), JCS Perkin 11 (1 9 79) 156-162, and the Journal of Photopolymer Science and Te chnol 〇gy The compound described in JP-A-2000-86385, JP-A-2000-80068, and JP-A-2004-534797.

The key salt compound can be exemplified by, for example, S. I. Schlesinger, Photogr. SeL -94- 200811483

Eng., 1 8,3 8 7 (1 974), T. S. B al et al., Poly mer, 2 1,423 (1890), dizole key salt, US patent U.S. Patent No. 4,069,055, the entire disclosure of which is incorporated herein by reference. An iodine salt or the like described in each of the publications of the Japanese Patent Publication No. Hei. No. Hei. No. Hei.

The ioyl salt-based diaryl iodine salt which is suitably used in the present invention is preferably substituted with two or more electron-donating groups such as an alkyl group, an alkoxy group or an aryloxy group from the viewpoint of stability. Further, other preferred iodate salt forms are those having a sulfonium salt in a substituent of a triaryl iodine salt, and preferably an iodine salt or the like having an absorption of 300 nm or more. The mirror salt suitable for use in the present invention is exemplified by European Patent No. 370,693, the same as No. 390, No. 2, No. 23, 5, 67, No. 297, 443, No. 297, 442, U.S. Patent No. 4,93 3, 3 77 No. 161, 81 1 , same as 410, 201, 3 3 9,049, 4,760,013, 4,734,444, 2,8 3 3,827, German Patent 2,904,626, 3,604,580, 3,604,581 The key salt described in the specification is preferably replaced by an electron attracting group from the sensitivity of stability. It is better to use the Hammant of the electronic attraction base. Preferred examples of the electron attracting group include a halogen atom and a carboxylic acid. Further, as another preferred onium salt, a substituent of a triarylsulfonium salt having a coumarin or an anthracene structure and having an absorption of an onium salt at 300 nm or more is exemplified. Further, as the onium salt, a sulfonium salt having an allylic oxy group and an arylthio group as a substituent having an absorption of more than 300 nm is mentioned. Further, the key salt compound can be exemplified by V. Crivello et al.

Macromolecules, 10 (6), 1 307 (1 977), J. V. Crivello et al., J. -95- 200811483

Polymer Sci·, Polymer Chem Ed., 1, 7, 047 (1 979) Selenium Salt, CS Wen et al. 'Teh, Proc. Conf. Rad. Curing ASIA, page 47 8 Tokyo, October (1 9 8 8) The strontium salt such as arsenic iron salt. Examples of the mercaptophosphine (oxide) compound include IRGACURE 819, DAROCURE 4265, DAROCURE TPO, and the like manufactured by CIBA SPECIALTY CHEMICAL CO., LTD.

From the viewpoint of high sensitivity, the photopolymerization initiator used in the present invention is preferably at least one compound selected from the group consisting of a trihalomethyl tri-tillage compound, a diimidazole compound, and a lanthanoid compound, and is a diimidazole. The compound is optimal. The content of the photopolymerization initiator contained in the curable composition of the present invention is preferably from 0.1 to 50% by mass, more preferably from 0.1 to 30% by mass, even more preferably from 0.3 to 20, based on the total solid content of the curable composition. The mass % is particularly good. Good sensitivity and pattern formation can be obtained in this range. Further, from the viewpoint of the decomposition efficiency of the initiator, the mass ratio [(B)/(A)] of the (B) photopolymerization initiator and the (A) specific sensitizer of the present invention is preferably 0.1 or more and 1 Torr or less. 0 · 3 or more and 5 or less are preferable, and 0 · 5 or more and 3 or less are more preferable. &lt;(C) Polymerizable Compound&gt; The polymerizable compound which can be used in the present invention is an addition polymerizable compound containing at least one ethylenically unsaturated double bond, and can be selected from at least one, preferably two or more ends. A compound of ethylenically unsaturated bonds. Such a compound group is widely known in the industrial field, and in the present invention, it is not particularly limited and can be used. These have chemical forms such as monomers, prepolymers, i.e., dimers, trimers, and oligomers, or mixtures thereof, and copolymers thereof. Examples of the monomer and the copolymer thereof include unsaturated carboxylic acids (for example, acrylic acid, methacrylic acid, itaconic acid, crotonic acid, isocrotonic acid, maleic acid, etc.), esters thereof, and guanamines. Preferably, an unsaturated carboxylic acid and an aliphatic polyol compound are used. 96-200811483

An amide of an ester, an unsaturated carboxylic acid and an aliphatic polyamine compound. Further, an unsaturated carboxylic acid ester or a guanamine having a nucleophilic substituent such as a hydroxyl group, an amine group or a thiol group, and a monofunctional or polyfunctional isocyanate or epoxy addition reactant, and a monofunctional or polyfunctional group A dehydration condensation reaction product of a functional carboxylic acid or the like is also suitably used. Further, an addition reaction product of an unsaturated carboxylic acid ester or an oxime amine having an electrophilic substituent such as an isoester group or an epoxy group, and a monofunctional or polyfunctional alcohol, an amine or a thiol, A substituted carboxylic acid ester having a halogen group or a destructive substituent such as p-toluenesulfonyloxy group or a decylamine and a substituted reactant of a monofunctional or polyfunctional alcohol, an amine or a thiol are also suitable. Further, in other examples, a compound group obtained by substituting an unsaturated carboxylic acid, styrene, vinyl ether or the like with the above unsaturated carboxylic acid can be used. Specific examples of the monomer of the aliphatic polyol compound and the ester of the unsaturated carboxylic acid include ethylene glycol diacrylate, triethylene glycol diacrylate, 1,3-butylene glycol dipropionate, and Butanediol diacrylate, propylene glycol diacrylate, neopentyl glycol diacrylate, tricarboxymethyl triacrylate, tricarboxymethylpropane tris(propylene methoxypropyl) ether, tricarboxymethyl ethane Triacrylate, hexanediol diacrylate, 1,4-cyclohexanediol diacrylate, butanediol diacrylate, tetraethylene glycol diacrylate, neopentyl alcohol diacrylate, neopentyl alcohol Triacrylate, neopentyl alcohol tetraacrylate, dipentaerythritol diacrylate, dipentaerythritol hexaacrylate, sorbitol triacrylate, sorbitol tetraacrylate, sorbitol pentaacrylate , sorbitol hexaacrylate, tris(propylene methoxyethyl) trimeric isocyanate, polyester acrylate oligomer, trimeric isocyanate EO modified triacrylate, and the like. Methacrylates are butanediol dimethacrylate, triethylene glycol dimethacrylate, neopentyl glycol dimethacrylate, trimethylolpropane trimethacrylate, trimethylol B Alkenyl trimethacrylate, ethylene glycol dimethacrylate, 1,3-butanediol dimethacrylate, hexanediol dimethacrylate, new-97-

200811483 Pentaerythritol dimethacrylate, pentaerythritol trimethacrylate, neopentyl tetramethacrylate, dipentaerythritol dimethacrylate, dipentaerythritol, sorbose Alcohol trimethacrylate, sorbitol tetramethacrylate, bis[p-(3-methylpropenyloxy-2-hydroxypropoxy)benzene]decane, bis-[p-(methacryl)醯oxyethoxy)phenyl]dimethylmethane, and the like. Ikonic acid esters include ethylene glycol di-iconate, propylene glycol di-conconate, butanediol di-iconate, 1,4-butanediol diconconate, and butanediol diester. , pentaerythritol dicone ester, sorbitol tetraconcanate, and the like. The esters include ethylene glycol dicrotonate, butanediol dicrotonate, pentaerythritol soybean acid ester, sorbitol tetracrotonate, and the like. Isocrotonate is ethylene glycol docate, pentaerythritol diisocrotonate, sorbitol tetraisocrotonate maleate, ethylene glycol dimaleate, three Examples of other esters of diammonium glycolate, pentaerythritol dimaleate, and sorbitol tetramaleic acid vinegar, for example, include Japanese Patent Publication No. 51-47334, Special 57-119 The aliphatic alcohol-based esters described in 6231, or the aromatic bones described in JP-A-59-5240, JP-A-59-9-24, and JP-A-2-226149, JP-A No. 1 - 1 65 6 1 The amine-containing substance or the like described in 3. Moreover, the pro-monomer can also be used in the form of a mixture. Further, examples of the monomeric monomers of the aliphatic polyamine compound and the unsaturated carboxylic acid decylamine are methylene bis acrylamide, methylene bis methacrylamide, 1,6-bis bis decyl amide, 1, 6-extended dimethyl methacrylamide, diethylenetriamine decylamine, benzodimethyl bis decyl amide, benzodimethyl bis methacrylate о other preferred amide monomers can be exemplified For example, it has a cyclohexene structure as disclosed in Japanese Patent Publication No. Sho 54-21726. Further, an amine-based addition polymerizable compound prepared by an addition reaction of an isocyanate and a hydroxyl group is also preferred, and specific examples thereof include, for example, a tetraalcohol hexapropylpropyl 1,3-Icahn bean. Acid dibar bismuth diacetate and the like. The opening of the special opening of the product of the description of the product. In the polyisocyanate compound having two or more isocyanate groups per molecule, the hydroxyl group containing the following formula (A) is added to the polyisocyanate compound having two or more isocyanate groups per molecule, as described in the publication of the Japanese Patent Publication No. Hei-98-200811483. A vinyl urethane compound having two or more polymer vinyl groups in one molecule, which is an ethylene monomer. CH2 = C(R4)C〇〇CH2CH(R5)〇H (A) (However, in the general formula (A), R4 and R5 represent Η or CH3)

In addition, the urethane urethanes described in JP-A-53-37 1 93, JP-A No. 2-32293, and JP-A-2-1-6765, JP-A-58-49860, and JP-A-56- 1 A urethane compound having an ethylene oxide-based skeleton described in Japanese Patent Publication No. 7654, No. 62-3941, and No. 62-394 No. 8 is also preferred. Further, an addition polymerizable compound having an amine structure or a thioether structure in a molecule as described in JP-A-63-277653, JP-A-63-260909, and JP-A No. Hei No. Hei. A photopolymerizable composition having a very excellent photospeed can be obtained. Other examples include polyester acrylates and epoxy resins described in JP-A-48-64 1 83, JP-A-49-43 191, and JP-A-52-30490. A multifunctional acrylate or methacrylate such as an epoxy acrylate such as a resin or (meth)acrylic acid. In addition, the specific unsaturated compound described in each of the publications of Japanese Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. A sulfonic acid compound. Further, in some cases, the perfluoroalkyl group-containing structure described in JP-A-61-22048 is suitable for use. Further, it is also possible to introduce a photocurable monomer and an oligomer by using the Journal of the Japan Adhesive Society, Vol. 20, No. 7, and pages 300 to 308 (1 984). The structure of these addition polymerizable compounds, used alone or in combination, and the amount of addition can be used in combination with the final performance design of the curable composition -99-

200811483 Settings. For example, it can be selected from the following points of view. In terms of sensitivity, the content of the unsaturated group per molecule is much higher, and most of the cases are preferably a bifunctional group or more. Further, in order to increase the curing strength, it is more preferable to use a trifunctional or higher group, and a different number of bases and different polymerizable groups (for example, an acrylate, a methacrylate, a benzene compound, or a vinyl ether compound) may be used in combination. The dual method of adjusting sensitivity and intensity is also effective. In addition, compatibility and dispersibility with components contained in the curable composition and the photosensitive composition (for example, a photopolymerization initiator, a colorant (pigment, dye), etc.), and addition polymerization The selection of the compound and the important factors of the method can be improved by, for example, using a low-purity compound or a combination of two. Further, in order to improve adhesion to a substrate or the like, a specific structure can be selected. &lt;(D) Colorant&gt; The curable composition of the present invention contains a colorant. The coloring agent contained in the curable composition of the present invention is not specifically used. One type or a mixture of two or more kinds of previously known various dyes can be used. From the viewpoint of light resistance, the colorant is preferably a pigment. The curable composition of the present invention can use various previously known various organic or organic pigments. It is preferable that the inorganic pigment or the organic pigment is preferably high in transmittance, and it is preferable to use a finer substance as much as possible. When considering the handleability, the particle diameter of the above pigment is preferably from 0.01 μm to 0.1 μm, preferably from 0.01 μm to 0.05 μm. Further, examples of the inorganic pigment include metal compounds such as metal oxidation and metal complex. Specific examples thereof include metal oxides such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, indium, zinc, and antimony, and composite oxides of the above metals. Examples of the organic pigment include, for example, CI Pigment Yellow 1 1, 24, 31, 53, 83, and other agents which are functional ethylene groups of the film, and are not limited to materials or machine: when the average is more Magnesium, 93 &gt; -100- 200811483 99, 108, 1〇9, 11〇, 138, 13, 9, 147, 150, 151, 154, 155, 167, 180, 185, 199; CI·Pigment Orange 36 , 38, 43, 71; CI Pigment Red 8 Bu 105, 122, 149, lS〇, 155, 17 175, 176, 177, 209, 220 '224, 242, 254, 255, 264, 270; C · I · Pigment Violet 9 9, 2 3, 3 2, 3 9 ; CI · Pigment Blue 1, 2, 15, 15: 1, 15: 3, 15: 6, 16, 22, 60, 66;

C · I · Pigment Green 7, 3 6 , 3 7 ; C · I · Pigment Sweep 2 5, 2 8 ; C.I·Pigment Black i, 7; Carbon Black, etc. The present invention particularly preferably uses a basic N atom in the structural formula of the pigment. The pigment having an N atom which is basic at this time exhibits good dispersibility in the composition of the present invention. The reason for this is not fully explained, and the influence of the affinity between the photosensitive polymerizable component and the pigment can be estimated. Preferred pigments which can be used in the present invention include the following. However, the present invention is not limited to this. The organic pigment may, for example, be CI Pigment Yellow 1 1 , 24, 108, 109, 1 10, 138, 139, 150, 151, 154, 167, 180, 185; C. I · Pigment Orange 3 6 , 7 1 ; CI Pigment Red 122, 150, 171, 175, 177, 209, 224, 242, 254, 255, 264; C. I · Pigment Violet 9 9, 2 3, 3 2 ; CI·Pigment Blue 15:1, 15: 3 , 15: 6, 16, 22, 60, 66; CI Pigment Black 1; 101-

200811483 These organic pigments can be used singly or in combination with various combinations of smears, for example, as shown below. For example, a red pigment, an anthraquinone pigment, a dioxopyrrole pigment alone or a mixture thereof with a diazo yellow pigment, an isoindole yellow pigment, a phthalocyanine pigment, or the like. For example, 蒽醌 颜 红 177 177, 茈 颜料 颜料 C C C C C C 155 155 155 C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C C Also, the red pigment and yellow are preferably 100:5 to 100:50. When the wavelength is below 100:4, the light transmittance of the meter to 500 nm is difficult, and it is difficult to increase the color 100: 51 or more. Since the dominant wavelength becomes a short wavelength, the phase shift may be large. In particular, the above mass ratio is preferably 1 〇〇 : circumference. Further, when the red pigments are combined, the halogenated green pigment can be used alone, and the diazo yellow pigment, the quinophthalone yellow pigment, and the full yellow pigment can be used alone. For example, such an example is to mix CI虏 with CI·Pigment Yellow 83, CI Pigment Yellow 138, CI Pigment Yellow 150, CI·Pig Yellow 180, or CI Pigment Yellow 185 as a good pigment mass ratio of 100: 5 to 100: 150 is better. In the above case, it is difficult to increase the color purity by suppressing light from 400 nm to 450 nm. Also, greater than 1 〇〇: 1 5 〇 long becomes a long wavelength, there will be a large hue shift from the NTSC target. The above mass ratio is 100: 30~100: 120 is the most 1 blue pigment can be used alone. Pigment, or bismuth purple pigment. For example, mixing C. I. Pigment Blue 1 5 : 6 is preferred. The mass ratio of blue pigment to purple pigment is increased by 1 〇〇 : S. For the feeding, at least one of the quinoline yellow yellow pigments may be mentioned, and the CI pigment [. Pigment Red 224, in terms of oxygen availability, the mass ratio of the color pigment to the purity of 400 nm is suppressed. The situation. Also, adjust from the NTSC target color of 10~1 00:30 to the chromaticity. Material or mixed use of imine or isophthalocene! Green 7, 3 6, 3 7 139, C.I. Pigment yellow. The ratio of green pigment to yellow snow is less than 1 〇 〇 : Transmittance is difficult, and above, due to the main wave. Especially Gui. Mix it with two with C · I · Pigment Violet 2 3 0 ~: 30 is better, -102- 200811483 to 100: 10 or less is better. Further, as the pigment for the black matrix, carbon black, titanium black, iron oxide, or titanium oxide can be used singly or in combination, and carbon black and titanium black are preferably combined. Further, the mass ratio of carbon black to titanium black is preferably in the range of 100:0 to 10,000:60. When 100 : 61 or more, there is a case where the dispersion stability is lowered. In the case of the coloring agent-based dye of the present invention, the composition can be uniformly dissolved to obtain a curable composition. The dye which can be contained in the curable composition of the present invention and used as the colorant φ is not particularly limited, and a dye which has been conventionally used as a color filter can be used. For example, JP-A-64-90403, JP-A-64-9 1 1 02, JP-A-1-94301, JP-A-6-11614, JP-A-H2592207, and U.S. Patent No. 4,808 , 501, U.S. Patent No. 5,667,920, U.S. Patent No. 5,059,500, Japanese Patent Laid-Open No. Hei 5-333207, Japanese Patent Application Laid-Open No. Hei 6-35 No. Japanese Unexamined Patent Publication No. Hei. No. Hei. No. Hei.

Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. The color materials disclosed in Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei 8- No. Hei. As the chemical structure, a pyrazole azo type, an anilino azo type, a triphenylmethane type, an anthraquinone type, an anthrapyridone type, a benzylidene type, a valenyl alcohol type, a oxazolyl azo type, and a pyridine can be used. Ketone azo, anthocyanin, morphine, pyrrolidazole-103-200811483 Amethine, 卩ill, indigo, benzopyran, and indigo. In addition, when performing a photo-resistance system for water or alkali development, an acid dye and/or a derivative thereof may be suitably used from the viewpoint of completely removing the adhesive and/or dye of the unirradiated portion by development. The situation. Further, it is also useful to use direct dyes, basic dyes, mordant dyes, acid mord dyes, azo dyes, disperse dyes, oil-soluble dyes, food dyes, and/or derivatives thereof. The acid dye is not particularly limited to a substance having an acidic group such as a sulfonic acid or a carboxylic acid, and can be considered to have solubility in an organic solvent or a developing solution, salt formability with a basic compound, absorbance, and other components in the composition. Choose from all the necessary properties such as the interaction of components, light resistance and heat resistance. Specific examples of the acid dye are listed below, but are not limited thereto. For example, acid alizarin violet NV; acid black 1, 2, 24, 48; acid blue 1, 7, 9, 15, 18, 23, 25, 27, 29, 40 45, 62, 70, 74, 80, 83, 86, 87, 90, 92, 103, 112, 113, 120, 129, 138, 147, 158, 171, 182, 192, 243, 324:

1; acid chrome violet K; acid fuchsin; acid green 1, 3, 5, 9, 16, 25, 11, 5 0; acid orange 6, Ί, 8, 1 〇, 12, 5 0, 5 1 , 5 2, 5 6, 6 3, 7 4, 95; acid red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52 , 57, 66, 73, 80, 87, 88, 91, 92, 94, 97, 103, m, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 183, 198 , 211, 215, 216, 217, 249, 252, 2 5 7 , 2 6 0, 2 6 6 , 2 7 4 ; Acid Violet 6 B, 7, 9, 17, 7; Acid Yellow 1, 3, 7 , 9 , 11 ' 17 , 23 , 25 ' 29 , 34 , 36 , 42 , 54 , 72 , 73 , 76 , 79 , 98 , 99 , 111 , 112 , 114 , 116 , 184 , 243 ; Food Yellow 3 and Derivatives of such dyes. -104- 200811483 Among these, the acid dye is acid black 24; acid blue 23, 25, 29, 62, 80, 86, 87, 92, 138, 158, 182, 243, 324: 1; acid orange 8, 51, 5 6, 63, 74; acid red 1, 4, 8, 34, 37, 42, 52, 57, 80, 97, 1 14, 143, 145, 15 1, 183, 217; acid purple 7; Yellow 17, 25, 29, 34, 42, 72, 76, 99, 111, 112, 114, 116, 184, 243; dyes such as acid green 25 and derivatives of such dyes are preferred.

Further, the above-mentioned azo-based, bismuth-[II-based, indigo-based acid dyes are also preferred, CI solvent blue 44, 38; CI solvent orange 45; use of rhodamine B, rhodamine 1 10, etc. Dyes and derivatives of such dyes are also preferred. Wherein (D) the colorant is selected from the group consisting of triallyl methane, lanthanide, methine azo, benzylidene, valantan, anthocyanin, thiophene, pyrrolidine Azoleimide, Dili, indigo, benzopyran, indigo, pyrazole azo, anilino azo, pyrazole triazole azo, pyridone azo, hydrazine A pyridone-based coloring agent is preferred. The coloring agent which can be used in the present invention is preferably a dye, or a pigment having an average particle diameter in units of nanometers, of 20 SrS 300, preferably 125 SrS 250, particularly preferably 30 € rS 200. By using such a pigment having an average particle diameter r, a red or green pixel having high contrast and high light transmittance can be obtained. Here, the "average particle diameter" means the average particle diameter of the secondary particles in which the primary particle diameter (single microcrystal) of the pigment is aggregated. Further, the particle size distribution of the secondary particles of the pigment which can be used in the present invention ( Hereinafter, the "particle size distribution" is abbreviated, and the secondary particles of (average particle diameter ± 100) nm are preferably 70% by mass or more, preferably 80% by mass or more. The pigment having the above average particle diameter and particle size distribution can be mixed with a dispersion and a solvent by using a commercially available pigment together with other pigments (having an average particle diameter of usually more than 300 nm) as the case may be. In the formula of the pigment mixture, a pulverizer such as a ball mill or a roll mill is used, and the mixture is mixed and dispersed while being pulverized to prepare. The pigment thus obtained usually has a form of a pigment dispersion. The content of the (D) coloring agent contained in the curable composition of the present invention is preferably 25 to 95% by mass, more preferably 30 to 90% by mass, based on the total solid content of the curable composition. ~80% by mass is better. When the coloring agent is too small, a color filter is produced by the curable composition of the present invention, and a suitable chromaticity tends not to be obtained. On the other hand, when there is too much, the film strength may not be sufficiently lowered by φ photocuring, and the development range may be narrowed during alkali development. However, the light of the specific sensitizer of the present invention is light. The absorption rate is high, and even if it is contained in a high concentration in the curable composition, the effect of remarkably improving the sensitivity can be exhibited. The curable composition of the present invention may further contain the following (A) specific sensitizer, (B) photopolymerization initiator, (C) polymerizable compound, and (D) colorant, as described above, Any ingredients detailed. Hereinafter, any component which can be contained in the curable composition of the present invention will be described.

&lt;(E) Dispersant&gt; From the viewpoint of containing the pigment as the (D) colorant in the curable composition of the present invention, it is preferred to add the (E) dispersant from the viewpoint of the dispersibility of the pigment. The dispersing agent (pigment dispersing agent) which can be used in the present invention may be a polymer dispersing agent [for example, polyamide amine and a salt thereof, polyglycolic acid and a salt thereof, a high molecular weight unsaturated acid ester, and a modified poly Urethane, modified polyester, modified poly(meth)acrylate, (meth)acrylic copolymer, naphthalenesulfonic acid formalin condensate], and polyoxyethylene alkyl phosphate, polyoxygen A vinyl alkylamine, an alkanolamine, a pigment derivative or the like. The polymer dispersant can be classified into a linear polymer, a terminal modified high score 406-200811483, a graft polymer, and a block polymer. The polymer dispersant is adsorbed on the surface of the pigment to prevent re-agglomeration. A preferred structure for this purpose is a terminal-modified polymer having a fixed portion on the surface of the pigment, a graft-type polymer, and a block-type polymer. On the other hand, the pigment derivative has an effect of promoting adsorption of the polymer dispersant by upgrading.

Specific examples of the pigment dispersant which can be used in the present invention include "Dispe: rbyk-101 (polyamide amine phosphate), 107 (carboxylate), 110 (acid group-containing copolymer) manufactured by BYK Chemie Co., Ltd., 130 (polyamide), 161, 162, 163, 164, 165, 166, 170 (polymer copolymer), "BYK-P104, P105 (high molecular weight unsaturated polycarboxylic acid), EFKA 4047, manufactured by EFKA Corporation, 4050, 4010, 4165 (polyurethane type), EFKA 4330, 4340 (block copolymer), 4400, 4402 (modified polyacrylate), 5010 (polyester decylamine), 5765 (high molecular weight poly "Carboxylate", 6220 (fatty acid polyester), 6745 (indigo derivative), 6750 (azo pigment derivative), "AJISPAR PB821, PB8 22" manufactured by AJINOMOTO FINETECHNO Co., Ltd., "FROLEN", Kyoeisha Chemical Co., Ltd. TG-710 (urethane oligomer), "POLYFR〇No.50E, No.300 (acrylic acid copolymer)", "Nanmoto Kasei Co., Ltd." "DISPARON KS-860, 8 7 3" SN, 874, #2150 (aliphatic polycarboxylic acid), #7004 (polyether ester), DA-703-50, DA-705, DA-725", Kao Corporation "DEMOL RN, N" (formalin polycondensate of naphthalenesulfonate), MS, C, SN-B (familin polycondensate), "HOMOGENOL L-18 (polymer polycarboxylic acid)", "EMAGEN920, 930, 935, 9 85 (polyoxyethylene decyl phenyl ether), "ACETAMINE 86 (stearylamine acetate)", "SOLUSPARS 5000 (indigo derivative), 22000 (azo pigment derivative) manufactured by LUBRIZOL) ,

1 3240 (polyester type amine), 3000, 17000, 27000 (polymer having a functional part at the end), 24000, 28000, 32000, 38500 (graft type polymer)", NIKKO-107-200811483 CHEMICAL CORPORATION" NIKKOL T1 〇6 (polyoxyethylene sorbitan monooleate), MYS-IEX (polyoxyethylene monostearate), and the like. These dispersing agents may be used singly or in combination of two or more. In the present invention, the pigment derivative and the polymer dispersant are preferably used in combination with respect to the pigment. The content of the dispersant in the present invention is preferably from 1 to 8 % by mass, and from 5 to 70% by mass. Good, with 1 〇 ~ 6 〇 mass% is better. Specifically, when a polymer dispersant is used, the amount of the pigment is used relative to the pigment.

The range of 5 to 1 0% by mass is preferably, and the range of 1 〇 to 8 〇% by mass is more preferable. When a pigment derivative is used, it is preferably used in an amount of from 1 to 3 % by mass based on the amount of the pigment, more preferably from 3 to 20% by mass, even more preferably from 5 to 15% by mass. In the present invention, when a pigment or a dispersing agent is used as the coloring agent, the total content of the pigment and the dispersing agent is 30% by mass or more based on the total solid content of the curable composition from the viewpoint of the curing sensitivity and the color density. The range of 90% by mass or less is preferably 40% by mass or more and 85% by mass or less, and more preferably 50% by mass or more and 80% by mass or less. &lt;(F) Adhesive Polymer&gt; The curable polymer of the present invention may further use a binder polymer as necessary in order to enhance the properties of the film or the like. The binder is preferably a linear organic polymer. Such a "linear organic polymer" can be arbitrarily used as a well-known thing. In order to enable water development or weak alkaline water development, it is preferred to select a linear organic polymer which is soluble or swellable in water or weakly alkaline water. The linear organic polymer is not only used as a film forming agent, but also water, weak alkaline water or an organic solvent developing agent can be selected depending on the application. For example, water development can be performed when a water-soluble organic polymer is used. Examples of such a linear organic polymer include a radical-108-200811483 polymer having a carboxylic acid group in a side chain, for example, JP-A-59-44615, JP-A-54-34327, and JP-A-58-12577. JP-A-54-25957, JP-A-54-92723, JP-A-59-5 3 836, JP-A-59-7 1 048, which is a monomer which has a carboxyl group alone or in a copolymer. a resin obtained by adding or hydrolyzing or semi-esterifying or semi-esterifying an acid anhydride unit obtained by separately or copolymerizing a monomer having an acid anhydride, and modifying the epoxy resin using an unsaturated monocarboxylic acid and an acid anhydride Made of epoxy acrylate and so on. Examples of the monomer having a carboxyl group include acrylic acid, methacrylic acid, itaconic acid, crotonic acid, maleic acid, citric acid, and 4-resin styrene.

The monomer of the acid anhydride may, for example, be maleic anhydride or the like. Further, similarly, there is an acidic cellulose derivative having a carboxylic acid group in a side chain. Further, it is useful to add a cyclic acid anhydride to a polymer having a hydroxyl group. When an alkali-soluble resin is used as the copolymer, the copolymerizable compound can also use a monomer other than the above-mentioned monomers. Other monomers may, for example, be as follows

(1) The compound of (12). I (1) 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxypropyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, An acrylate having an aliphatic hydroxy group such as 3-hydroxypropyl methacrylate or 4-hydroxybutyl methacrylate, and a methacrylate. (2) Methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, isobutyl acrylate, amyl acrylate, hexyl acrylate, 2-ethylhexyl acrylate, octyl acrylate, benzyl acrylate, acrylic acid - 2-chloroethyl ester, glyceryl acrylate, 3,4-epoxycyclohexylmethyl acrylate, vinyl acrylate, 2-phenylvinyl acrylate, 1-propenyl acrylate, allyl acrylate, 2-propene acrylate An alkyl acrylate such as oxyethyl ester or propargyl acrylate. (3) Methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, isobutyl methacrylate, amyl methacrylate, methyl-109- 200811483 hexyl acrylate, 2-ethylhexyl methacrylate, cyclohexyl methacrylate, benzyl methacrylate, 2-chloroethyl methacrylate, glycidyl methacrylate, 3,4-epoxy ring methacrylate Hexylmethyl ester, vinyl methacrylate, 2-phenylvinyl methacrylate, 1-propenyl methacrylate, allyl methacrylate, 2-allyloxyethyl methacrylate, and methyl An alkyl methacrylate such as propargyl acrylate. (4) acrylamide, methacrylamide, NN methylol decylamine, N-ethyl acrylamide, N-hexyl methacrylamide, N-cyclohexyl acrylamide, N_hydroxy φ Ethyl acrylamide, N-phenyl acrylamide, N-nitrophenyl acrylamide, N-ethyl phenyl decylamine, vinyl acrylamide, vinyl methacrylamide, N, Acrylamide or methacrylamide such as N-diallyl acrylamide, N,N-diallyl methacrylamide, allyl acrylamide, and allyl methacrylamide . (5) ethyl vinyl ether, 2-chloroethyl vinyl ether, hydroxyethyl vinyl ether, propyl vinyl ether, butyl vinyl ether, octyl vinyl ether, and phenyl vinyl ether, etc. Vinyl ethers.

(6) Vinyl esters such as vinyl acetate, vinyl chloroacetate, vinyl butyrate, and vinyl benzoate. (7) Styrene such as styrene, α-methylstyrene, methylstyrene, chloromethylstyrene, and p-ethoxyphenol. (8) Vinyl ketones such as methyl vinyl ketone, ethyl vinyl ketone, propyl vinyl ketone, and phenyl vinyl ketone. (9) Olefins such as ethylene, propylene, isobutylene, butadiene, and isoprene. (10) Ν-vinylpyrrolidone, acrylonitrile, methacrylonitrile, and the like. (11) Maleimide, N-propylene propylene propylene, J-, N-ethylmercaptomethyl decylamine, N-propionyl methacrylamide, N-(p-chlorobenzodiazepine Methyl propyl-110- 200811483 Unsaturated quinone imine such as olefin. (12) A methacrylic monomer having a hetero atom bond at the α position. For example, the compounds described in the specification of Japanese Patent Application No. 200 1 - 1 1 5595 and the specification of Japanese Patent Application No. 200 1 - 1 1 5598 can be cited.

Among these, (meth)acrylic resin having an allyl group, a vinyl ester group, and a carboxyl group in the side chain, and having a side chain in the one disclosed in JP-A-2000-18732, JP-A-2002-62698 The alkali-soluble resin of the double bond or the alkali-soluble resin having a guanamine group in the side chain described in JP-A-2001-24-2612 is suitable because it has excellent balance between film strength, sensitivity, and development. . In addition, the special fair 7-1, 2004, the special fair 7- 1 20041, the special fair 7- 1 20042, the special fair 8 - 1 2424, and the special opening 63-287 944, special opening An urethane-based adhesive polymer containing an acid group in a side chain described in Japanese Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. In the case of the urethane-based adhesive polymer having an acid group and a double bond in a side chain, the strength is very excellent, and the brush resistance and the low-exposure suitability are excellent. It is beneficial. In addition, the acetal-modified polyvinyl alcohol binder polymer having an acid group described in European Patent No. 993966, European Patent No. 1,200,4000, and JP-A No. 200 1 - 3 18463, etc., because of the balance of film strength and imaging properties Excellent, it is appropriate. Further, other water-soluble linear organic polymers such as polyvinylpyrrolidone or polyethylene oxide are useful. Further, in order to enhance the strength of the hardened film, an alcohol-soluble nylon or a polyester of 2,2-bis-(4-hydroxyphenyl)-propane and epichlorohydrin is also useful. The weight average molecular weight of the binder polymer which can be used in the present invention is preferably 5,000 or more, more preferably in the range of 10,000 to 300,000, and the number average molecular weight is preferably 1,000 or more, and in the range of 2,000 to 250,000. Better. The polydispersity (weight -111 - 200811483 quantity average molecular weight / number average molecular weight) is preferably 1 or more, more preferably 1.1 to 10. These binder polymers may be any of a random polymer, a block polymer, and a graft polymer.

The binder polymer which can be used in the present invention can be synthesized by a conventionally known method. The solvent used in the synthesis may, for example, be tetrahydrofuran, dichloroethane, cyclohexanone, methyl ethyl ketone, acetone, methanol, ethanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, acetic acid. 2-methoxyethyl ester, diethylene glycol dimethyl ether, 1-methoxy-2-propanol, 1-methoxy-2-propyl acetate, N,N-dimethylformamide, Ν, Ν dimethyl acetamide, toluene, ethyl acetate, methyl lactate, ethyl lactate, dimethyl hydrazine, water, and the like. These solvents may be used alone or in combination of two or more. A known compound which can be used in the synthesis of the binder polymer which can be used in the present invention is a known compound such as an azo initiator or a peroxide initiator. &lt;(G) Co-sensitizer&gt; The curable composition of the present invention preferably contains a co-sensitizer. The co-sensitizer of the present invention has an effect of further increasing the sensitivity of the sensitizing colorant or the initiator to the active radiation, or suppressing the inhibition of the polymerization of the polymerizable compound by oxygen. Examples of such a co-sensitizer include, for example, MR Sander et al., Journal of Polymer Society, Vol. 10, p. 3173 (1 972), Japanese Patent Publication No. 44-20 1 89, Japanese Unexamined Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. The compound described in the publication of the Japanese Patent Publication No. Hei. No. 64-3 3 1 04, and the like, and the compound described in Research Disclosure 3 3 825, specifically, triethanolamine and p-dimethylaminobenzamide- 112- 200811483 Ethyl acetate, p-nonyldimethylaniline, p-methylthiodimethylaniline, etc. Further examples of the co-sensitizers include mercaptans and sulfides, such as the special opening 5 3- The thiol compound described in Japanese Laid-Open Patent Publication No. H05-500772, and the disulfide of JP-A-56-75643, and the like, specifically, 2-hydrogen sulfur Benzothiazole, 2-hydrothiobenzo Bfazole, 2-hydrothiobenzimidazole, 2-hydrothio-4(3H)-quinazoline, hydrazine-hydrothionaphthalene, and the like. , Additional examples of co-sensitizers include amino acid organic compound (e.g., N- phenyl-glycine, etc.), Japanese Patent Publication No. Sho 48-42965 is well described in the e.g.

A metal compound (e.g., tributyltin acetate, etc.), a hydrogen donor according to JP-A-55-34414, and a ruthenium compound (e.g., trimethylthioaldehyde) described in JP-A-6-308727. From the viewpoint of increasing the curing rate by the balance between the polymerization growth rate and the chain transfer, the content of the co-sensitizer is preferably in the range of 0.1 to 30% by mass based on the mass of the total solid content of the curable composition. It is preferably in the range of 1 to 25% by mass, more preferably in the range of 0.5 to 20% by mass. Thiol compound The curable composition of the present invention preferably contains a thiol compound as a co-sensitizer. The thiol compound which can be contained in the curable composition of the present invention is preferably a compound represented by the following formula (1-IV). General formula (1-IV)

In the formula (1-IV), X represents a sulfur atom, an oxygen atom or -N(R43), and R43 represents an alkyl group having 1 to 5 carbon atoms of a hydrogen atom or an aryl group having 6 to 13 carbon atoms. R41 and R4 2 •113- 200811483 are a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms, or a phenyl group or a nitrate which may be substituted by an alkoxy group having 1 to 8 carbon atoms. a base, an alkoxycarbonyl group having an alkyl group having 1 to 8 carbon atoms, a phenoxycarbonyl group, a fluorenyl group, or a carbonyl group, or a combination of R41, R42, and the like to form a benzene group to form a benzene group The double bond formed by ringing R41 and R42 can also be hydrogenated. Further, examples of the thiol compound include those described in JP-A-H03-70-02, JP-A-55-500806, and JP-A-5-142772. Further, the thiol compound is preferably represented by the following formula (1-V). The co-sensitizer has an effect of further increasing the sensitivity of the sensitizer or the initiator to the actinic radiation, or suppressing the inhibition of the polymerization of the polymerizable compound by oxygen. General formula (1-V)

In the formula (1-V), R represents an alkyl group or an aryl group, and A represents an atomic group which forms a heterocyclic ring with N = C-N φ. In the formula (1-V), the R group represents no or a aryl group. The alkyl group may, for example, be a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a linear form having 1 to 12 carbon atoms, a branch having 3 to 12 carbon atoms, and A cyclic alkyl group having 5 to 10 carbon atoms is more preferred. Specific examples thereof include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a decyl group, a fluorenyl group, a fluorenyl group, a decyl group, a thirteen group group, and a hexadecanyl group. Base, octadecyl, icosyl, isopropyl, isobutyl, t-butyl, tert-butyl, isopentyl, neopentyl, 1-methylbutyl, isohexyl, 2-ethyl Hexyl, 2-methylhexyl-114-200811483, cyclohexyl, cyclopentyl, 2-norbornyl and the like. The aryl group is a compound in which a benzene ring forms a fused ring in addition to a monocyclic structure, and a benzene ring and a 5-membered unsaturated ring are formed into a fused ring, and specific examples thereof may be mentioned. A phenyl group, a naphthyl group, an anthracenyl group, a phenanthryl group, an anthryl group, a fluorenyl group, a fluorenyl group or the like is exemplified, and among these, a phenyl group or a naphthyl group is more preferable These alkyl or aryl groups may also have a substituent. The substituent which can be introduced may be

Examples thereof include a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a linear, branched or cyclic alkenyl group having 2 to 20 carbon atoms, and 2 to 20 carbon atoms. An alkynyl group, an aryl group having 6 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an alkoxycarbenyloxy group having 2 to 20 carbon atoms, and an aryloxy carbon having 7 to 20 carbon atoms a decyloxy group, an aminomethyl methoxy group having 1 to 20 carbon atoms, a carboguanamine group having 1 to 20 carbon atoms, a sulfonylamino group having 1 to 20 carbon atoms, and an amine having 1 to 20 carbon atoms Sulfonyl group, alkoxy group having 1 to 20 carbon atoms, aryloxy group having 6 to 20 carbon atoms, aryloxycarbonyl group having 7 to 20 carbon atoms, alkoxycarbonyl group having 2 to 20 carbon atoms, carbon N-nonylsulfonylsulfonyl group having 1 to 2 atomic number, N-aminesulfonylaminomethylhydrazine group having 1 to 20 carbon atoms, alkylsulfonyl group having 1 to 20 carbon atoms, carbon atom An arylsulfonyl group of 6 to 20, an alkoxycarbenylamino group having 2 to 20 carbon atoms, an aryloxycarbenylamino group having 7 to 2 carbon atoms, an amine group, and 1 to 1 carbon atom; 20 substituted amine group, imine group having 1 to 20 carbon atoms, ammonium group having 3 to 20 carbon atoms, carboxyl group, sulfonate An arylsulfinyl group having 6 to 20 carbon atoms, an alkylthio group having 1 to 20 carbon atoms, and a carbon atom number; 6 to 20 arylthio group, ureido group having 1 to 20 carbon atoms, heterocyclic group having 2 to 20 carbon atoms, anthracene having 1 to 20 carbon atoms, amine amine group, and carbon number 1~ a substituted aminesulfonylamino group, a sand alkyl group having 2 to 20 carbon atoms, an isocyanate group, an isocyanate group, a halogen atom (for example, a fluorine atom, a chlorine atom, a bromine atom, etc.), a cyano group, a nitro group , key base, etc. Further, in the formula (1-V), the line A represents a group of -115-200811483 which forms a heterocyclic ring together with N = C-N. Examples of the atom constituting the atom include a carbon atom, a nitrogen atom, a hydrogen atom, a sulfur atom, and a selenium atom. Further, the hetero ring formed by A and N = C_N is preferably a more substituent, and the substituent which can be introduced may be the same as the substituent which can be introduced into the above alkyl group or aryl group. Further, the thiol compound is more preferably represented by the following formula (1-VI) or formula (1-VII).

&gt;~SH General formula (1·νΐΙ)

In the formula (1-VI), R51 represents an aryl group, and X represents a hydrogen atom, a halogen atom, an alkoxy group, an alkyl group or an aryl group.

In the formula (1-VII), R52 represents an alkyl group or an aryl group, and X represents a hydrogen atom, a halogen atom, an alkoxy group, an alkyl group or an aryl group. The halogen atom of the formulae (1-VI) and (1-VII) is preferably a fluorine atom, a chlorine atom, a bromine atom or an iodine atom. Examples of the alkoxy group of the formulae (1-VI) and (1_VII) include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, a pentyloxy group, and a hexyloxy group. Dodecyloxy, benzyloxy, allyloxy, phenethyloxy, carboxyethoxy, methoxycarbonylethoxy, ethoxycarbonylethoxy, methoxyethoxy, phenoxy Ethyloxy, methoxyethoxyethoxy, ethoxyethoxyethoxy, morpholine ethoxy, saccharin propoxy, allyloxyethoxyethoxy, phenoxy , tolyloxy, xyleneoxy-116- 200811483, lyoxy, cumenyioxy, methoxyphenoxypurine, ethoxyphenoxy, chlorophenoxy, bromophenoxy , decyloxy, benzhydryloxy, cis-oxy and the like. The alkyl groups of the formulae (1-VI) and (1-VII) are synonymous with the alkyl group represented by R in the formula (1-V), and the preferred ranges thereof are also the same. Further, the aryl groups of the formulae (1-VI) and (1-VII) are synonymous with the aryl group of the formula (vv: ^), and the preferred ranges thereof are also the same. In (1-VI) and Each of the groups of 1-VII) may further have a substituent which is the same as the substituent which can be introduced in the alkyl group or the aryl group represented by R of the formula (1-V). In VI) and (1-VII), X is more preferably a hydrogen atom from the viewpoint of solubility of PGMEA. In the formula (1-VI), R51 is most preferably a phenyl group from the viewpoint of sensitivity and solubility of PGMEA. In the general formula (1-VII), R52 is more preferably a methyl group, an ethyl group, a phenyl group or a benzyl group from the viewpoints of sensitivity and PGMEA solubility. Formula (1-VI) and (1- In VII), from the viewpoint of solubility of PGMEA, a compound represented by the formula φ (1-VII) is preferred. Hereinafter, preferred examples of the thiol compound used in the present invention are shown, but the present invention is not limited. Further, in the present specification, the chemical formula is described by a schematic structural formula, and particularly the solid line of an unlabeled element or a substituent is a hydrocarbon group. Further, in the following specific examples, Me represents a methyl group. 417- 200811483

Solubility of 20 g / liter or more Solubility of 20 g / liter or more

F3c solubility above 20 g / l

Solubility 20g / liter or more Solubility 20g / liter or more Solubility 20g / liter or more -118- 200811483

SH solubility above 20 g / l

Solubility 20g / liter or more Solubility 20g / liter or more 9βΗΐ7

O^VsH Solubility 20g/L or more Solubility 20g/L or more

Solubility below 20 g / liter Solubility less than 20 g / liter Solubility less than 20 g / liter

Solubility less than 20 g / liter

Solubility less than 20 g / liter

-119- 200811483

The solubility is less than 20 g / liter and the solubility is less than 20 g / liter. From the viewpoint of uniformity of the coating film, the solubility of these thiol compounds in the PGMEA solvent is preferably 20 g / liter or more, and 20 g or more is more than 50 g / Preferably, the following is preferred, and it is more preferably 20 g/liter or more and 40 g/liter or less.

- Solubility measurement method · In the present specification, the thiol compound solubility is defined as follows. When a specific thiol compound was added to 5 ml of propylene glycol monomethyl ether acetate (PGMEA) to stir at 25 ° C for 1 hour, the specific thiol was about to become insoluble as the solubility. These thiol compounds can be synthesized by the method described in J. A p p 1. C h e m ., 3 4, 2203-2207 (1961). The thiol compound may be used alone or in combination of two or more. When a thiol compound is used in combination, two or more compounds of the above formula may be used in combination, and a compound of a different formula may be used in combination (for example, a compound selected from the group consisting of the formula (1-VI), and The aspect of the compound of the formula U-VII). When the thiol compound of the present invention contains a thiol compound, the content of the total solid content of the curable composition is 0.5 to 30 by mass from the viewpoint of improving the curing rate by the balance between the polymerization growth rate and the chain transfer. The range of % is preferably in the range of 1 to 25% by mass, more preferably in the range of 3 to 20% by mass. &lt;(H) Other sensitizer&gt; The curable composition of the present invention is intended to improve the efficiency of the generation of the radical initiator and the long wavelength of the photosensitive wavelength in the range which does not impair the effects of the present invention, 420-200811483 It may also contain other sensitizers other than the specific sensitizer. Other sensitizers which can be used in the present invention are preferably those which can sensitize the radical initiator by an electron transfer mechanism or an energy transfer mechanism. The other sensitizer which can be used in the present invention is exemplified by other sensitizers which are preferably the compounds listed below and which have an absorption wavelength in the wavelength range of 300 nm to 450 nm, and can be exemplified. It belongs to the following compounds and has an absorption wavelength in the wavelength range of 330 nm to 450 nm.

Other sensitizers include, for example, polycyclic aromatics (for example, phenanthrene, anthracene, anthracene, anthracene, hydrazine, 9,10-dialkoxyfluorene), and illill stars (for example, fluorescent light). , eosin, erythromycin, rhodamine B, rose red), thioxanthone (isopropyl thioxanthone, diethyl thioxanthone, chlorothioxanthone), anthocyanins (eg thiophene) Quinoline blue pigment, quinolinol blue pigment), procyanidins (such as 'flower cyanine, carbon anthocyanin), indigo, tiofal (such as thiazide, methylene blue, toluidine blue) ), acridines (such as acridine orange, chlorsulfurin, acridine yellow), terpenoids (such as sputum), snail key (such as snail key), coumarin (for example, 7-two) Ethylamino-4-methylcoumarin), oxocoumarin, morphine, phenolic, styrylbenzene, azo compound, diphenylmethane, triphenylmethyl, Styrene benzene, squat, lycopene, spiro compound, quinophthalone, indigo, styrene, pyridyl compound, methylpyrrole compound, pyrazole triazole compound, benzothiazole compound, barbituric acid Yan An aromatic ketone compound such as a biological, thiobarbituric acid derivative, acetophenone benzene, diphenyl ketone, thioxanthone or musal ketone, and a heterocyclic compound such as N-aryl-oxazolidinone. The content of the other sensitizer is preferably from 1 to 20% by mass, more preferably from 0. 5 to 10% by mass, based on the specific sensitizer. &lt;(1) Polymerization Inhibitor&gt; In the present invention, in order to prevent unnecessary thermal polymerization of a compound having a polymerizable ethylenically unsaturated double bond in the production of a curable composition or in the storage of -121-200811483, It is preferred to add a small amount of a thermal polymerization inhibitor. In the present invention, examples of the thermal polymerization inhibitor which can be used include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, gallic phenol, tert-butylcatechol, benzoquinone, 4, 4 '-Thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-tert-butylphenol), and N-nitroso Phenylhydroxylamine sulfonium salt and the like.

The amount of the thermal polymerization inhibitor added is preferably 0.01% by mass to 5% by mass based on the mass of the entire composition. Further, as necessary, in order to prevent oxygen from inhibiting polymerization, a higher fatty acid derivative such as rosin or lysine may be added, and the drying process after coating may be partially present on the surface of the photosensitive layer. The amount of the higher fatty acid derivative to be added is preferably from about 0.5% by mass to about 10% by mass based on the total composition. &lt;(J) Adhesion Lifting Agent&gt; In the present invention, in order to improve the adhesion to the hard surface (substrate) of the substrate, it is preferred to add an adhesion promoting agent. Examples of the adhesion-improving agent include a decane-based coupling agent, a titanium-based coupling agent, and an aluminum-based coupling agent. The decane coupling agent may, for example, be 7-(2-aminoethyl)aminopropyltrimethoxydecane, r-(2-aminoethyl)aminopropyldimethoxydecane, /3 - (3,4-ethoxycyclohexyl)ethyltrimethoxydecane, r-aminopropyltrimethoxydecane, r-aminopropyltriethoxydecane, r-methylpropenyloxypropyl Trimethoxy sulfonate, r-methacryloxypropyltriethoxylate, r-propanyloxypropyltrimethoxydecane, r-propyleneoxypropyltriethoxydecane, isocyanate Trimethoxy decane, r-isocyanate propyl triethoxy decane, Ν-/5·(Ν-vinylbenzylaminoethyl)-r-aminopropyltrioxydecane-hydrochloride, 7 - glycidoxypropyltrimethoxy fluorene, r-glycidoxypropyltriethoxydecane, amino decane, r-hydrothiopropyltrimethoxynonane, r-hydrogenthio Propyl triethoxy decane, methyl trimethoxy decane, methyl triethoxy sulfonium 422- 200811483 Institute, B-diethyl decyl oxide sand, 7-chloropropyl trimethoxy chopping, six Methyl diazoxide, r-anilinopropyl trimethoxy decane, B Trimethoxy decane, vinyl triethoxy decane, vinyl ginate (/3-methoxyethoxy) decane, octadecyl dimethyl [3-(trimethoxydecyl) propyl chloride Ammonium, chloropropylmethyldimethoxydecane, 7-hydrothiopropylmethyldimethoxydecane, A

Trichlorodecane, dimethyldichlorodecane, trimethylchlorodecane, 2-(3,4-ethoxychlorohexyl)ethyltrimethoxydecane, bisallyltrimethoxydecane, tetraethoxy Basearane, bis(trimethoxydecyl)hexane, phenyltrimethoxydecane, N-(3-propenyloxy-2-hydroxypropyl)-3-aminopropyltriethoxydecane, N-(3-methacryloxy-2-hydroxypropyl)-3-aminopropyltrimethoxydecane, (methacryloxymethyl)methyldiethoxydecane, and Acryloxymethyl)methyldimethoxydecane, and the like. Among them, r-methacryl oxime propyl trimethoxy decane, r-methyl propylene oxypropyl triethoxy fluorene, r-propylene oxypropyl trimethoxy decane, T-propylene oxime Propyltriethoxydecane, 7-hydrothiopropyltrimethoxydecane, r-aminopropyltriethoxydecane, and phenyltrimethoxysulfonium are preferred, and τ-methacrylofluorene is used. Propyltrimethoxydecane is preferred. The titanium-based coupling agent may, for example, be tetra-isopropoxytitanium, tetra-n-butoxytitanium, bis(2-ethylhexyloxy)titanium, tetrastearyloxytitanium, diisopropoxy- Bis(acetylthiopyruvate) titanium, di-n-butoxy bis(aminated triethanol) titanium, dihydroxy-bis(propanoate) titanium, bismuth (2-ethyl hexane dihydroxyl Titanium, tri-n-butoxytitanium monostearate, isopropyl triisostearate titanate, isopropyl tri-dodecylbenzenesulfonate titanate, isopropyl ginseng (dioctyl pyrophosphate) titanate, tetraisopropylbis(dioctyl phosphate) titanate, tetraoctylbis(di-tridecyl phosphate) titanate, bismuth (2, 2-Diaryloxymethyl-1-butyl)bis(di-tridecyl)phosphate titanate, bis(dioctylpyrophosphate)oxyacetate titanate, double (two Octyl pyrophosphate-123- 200811483 acid ester) ethyl phthalate, isopropyl trioctanol titanate, isopropyl dimethacrylate isostearyl phthalate, isopropyl isobutyl Lipidyl diacrylate titanate, isopropyl ginseng (dioctyl phosphate) titanate, different Triisopropylphenylphenyl titanate, isopropyl tris(N-aminoethyl-aminoethyl) titanate, diisophenylpropylphenoxyacetate titanate, and Isostearyl oxime and ethyl titanate. The aluminum coupling agent of the aluminum coupling agent may, for example, be aluminum isopropylate, diisopropyl acid-second butoxide aluminum, second-butyric acid aluminum, aluminum acetate or ethyl acetoacetate. Aluminum propionate, ginseng (ethyl acetoacetate) aluminum, alkyl ethyl φ 醯 acetic acid aluminum diisopropylate, acetoacetic acid bis(ethyl acetonitrile acetic acid) aluminum, ginseng (acetyl acetonate) aluminum, and Diisopropyl acid cyclic alumina and the like. The amount of the adhesion-improving agent to be added is preferably from 0.5 to 30% by mass based on the total solid content of the curable composition, more preferably from 0.7 to 20% by mass. &lt;Other Additives&gt; Further, in the present invention, an inorganic pigment for improving the physical properties of the hardened film, or a plasticizer, a sensory agent for improving the thickness of ink on the surface of the photosensitive layer, and the like may be added. Additives.

Plasticizers are, for example, dioctyl phthalate, di-dodecyl phthalate, triethylene glycol dicaprylate, dimethylethylene citrate, triglycidyl phosphate, dioctyl adipate, When the binder is used, the amount of the compound having an ethylenically unsaturated double bond and the binder may be added in an amount of 10% by mass or less. &lt;Diluent&gt; The curable composition of the present invention can be used by being dissolved in various organic solvents when applied to a support when the color filter is produced. The organic solvents used herein are acetone, methyl ethyl ketone, cyclohexane, ethyl acetate, dichloroethane, tetrahydrofuran, toluene, ethylene glycol monomethyl ether, and ethylene-124-200811483 alcohol-B. Ether, ethylene glycol dimethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, acetamidine acetone, cyclohexanone, diacetone alcohol, ethylene glycol monomethyl ether acetate, ethylene glycol Ethyl acetate, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether acetate, 3-methoxypropanol, methoxymethoxyethanol, diethylene glycol monomethyl ether, Diethylene glycol monoethyl ether, diglycerin dimethyl ether, diethylene glycol diethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, 3-methoxypropyl acetic acid Ester, N,N-dimethylformamide, dimethyl hydrazine, r-butyrolactone, methyl lactate, ethyl lactate, and the like.

These solvents may be used singly or in combination. The concentration of the solid component in the organic solvent is preferably 2 to 60% by mass. The curable composition for a color filter of the present invention is highly sensitive and hard to be cured, and has good storage stability. Further, it is shown that the surface of the hard material such as the substrate to which the curable composition is applied has high adhesion. [Color Filter and Method of Producing Same] Next, a color filter of the present invention and a method of manufacturing the same will be described. The color filter of the present invention is characterized in that it has a colored pattern formed of a curable composition for a color filter of the present invention on a support. Hereinafter, the color filter of the present invention will be described in detail by the production method (the method for producing the color filter of the present invention). The method for producing a color filter according to the present invention includes the following steps: a step of forming a colored curable composition layer by applying a curable composition for a color filter of the present invention to a support (hereinafter referred to as "hardening" a step of forming a composition layer"); a step of exposing the layer of the colored curable composition through a photomask (hereinafter referred to as "exposure step"), and developing the layer of the curable composition after exposure to form a colored pattern The steps (hereinafter referred to as "development steps"). Specifically, the curable composition of the present invention is applied to a support (substrate) directly or by laminating another layer-125-200811483 to form a photopolymerizable composition layer (forming a color-curable composition layer). And performing stepwise exposure through a predetermined mask pattern to partially cure the light-irradiated coating film (exposure step); and performing development (development step) by the developing solution to form each color (3 colors) A pattern-like film composed of pixels of four colors or the like; the color filter of the present invention can be manufactured by the above steps. The respective steps of the production method of the present invention will be described below. &lt;Step of Forming Colored Curable Composition Layer&gt; The step of forming the colored curable composition layer is to apply a curable composition of the present invention to the support to form a colored curable composition layer. Examples of the support which can be used in the present step include soda lime glass, Pyrex (registered trademark) glass, quartz glass, and the like which adhere to the transparent conductive film. An electric conversion element substrate used for an imaging element or the like, for example, a germanium substrate or the like, or a complementary metal oxide film semiconductor (CMOS) or the like. These substrates also have a black matrix to isolate each pixel. Further, on these supports, an undercoat layer may be provided as necessary to improve adhesion to the upper layer, prevent diffusion of substances, or planarize the surface of the substrate.

The coating method of applying the curable composition of the present invention to the support can be applied to various coating methods such as slit coating, inkjet coating, spin coating, cast coating, roll coating, and screen printing. The coating thickness of the curable composition is preferably 0.1 to 10 μm, more preferably 0.2 to 5 μm, still more preferably 0.2 to 3 μm. The curable composition applied to the support is usually dried at 70 to 110 ° C for 2 to 4 minutes to form a colored curable composition layer. &lt;Exposure Step&gt; The exposure step exposes the colored curable composition layer formed in the step of forming the colored curable composition layer through the photomask, and only partially cures the coating film which has been irradiated with light -126-200811483 . The exposure is preferably performed by irradiating radiation, and the radiation used for the exposure is preferably ultraviolet rays such as g-rays or i-rays, and a high-pressure mercury lamp is more preferable. The irradiation intensity is preferably 〜1 500 mJ, more preferably i〇mj~lOOmJ, and most preferably lOmJ~800 mJ. &lt;Dynamic Step&gt; Next, in the exposure step, an alkali development process (development step) is performed to elute the unexposed portion of the light in the exposure step in the aqueous alkali solution. By this, only light hardening

The remaining part remains. The developing solution is preferably an organic alkali developing solution which does not cause damage to the underlying circuit. The development temperature is usually 20 ° C to 30 ° C, and the development time is 20 to 90 seconds. As the base to be used for the developing liquid, for example, ammonia water, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, choline, pyrrole, piperidine, 1,8- can be used. An organic basic compound such as dioxabicyclo-[5 ·4·0 b 7-undecene is diluted with pure water to a concentration of 〜·〇〇1 to 10% by mass, preferably 0.01 to 1% by mass. Alkaline water soluble. Further, when a developing liquid composed of such an alkaline aqueous solution is used, it is usually washed with pure water after development. Further, in the production method of the present invention, after the step of forming the curable composition layer, the exposing step, and the development step, the heating and/or exposure of the formed coloring pattern may be carried out as necessary. Hardening step of hardening. As described above, by repeating the step of forming the colored curable composition layer, the exposing step, and the developing step (and further the necessary hardening step) in accordance with the required number of hue, it is possible to manufacture a color filter composed of a desired hue. sheet. Since the color filter of the present invention uses the above-described curable composition of the present invention, the colored pattern formed exhibits high adhesion to the support substrate, because the cured composition is excellent in display resistance and excellent in exposure sensitivity. The exposed portion has good adhesion to the ke-127·200811483 plate, and can form a high resolution pattern that imparts a desired cross-sectional shape. Therefore, it can be suitably used for a solid element such as a liquid crystal display element or a CCD, and is particularly suitable for a high resolution CCD element CMOS of more than 1,000,000 pixels. The color filter of the present invention can be used, for example, between a light receiving portion and a microlens (for collecting light) disposed in each pixel of the C CD. [Examples] Hereinafter, the present invention will be more specifically described by way of examples. Also, if there is no pre-recorded image or a prior notice, "%" and "part" are quality standards.

&lt;Synthesis of Specific Sensitizer&gt; Each of the compounds represented by (1-1) of the present invention, or the formula (1-Π), is synthesized by each of Synthesis Examples 1 -1 to 1 -1 8 shown below. Compound 1-1 shown 1- 1-(Synthesis Example 1-1) 4-methoxybenzyl chloride (〇·19 moleq), triphenylphosphine (PPh3) (0.19 mol) was added to a 300 ml three-necked flask. , lq), and hydrazine-methylpyrrole (NMP) (100 ml), and stirred under heating at 140 ° C for 4 hours. Subsequently, KPF6 (0.23 mol, 1.2 eq) was added thereto, and when it was stirred at room temperature for 1 hour, solids were precipitated, and the strip was washed with water and dried to obtain a scale salt A. It is 94%. Formula 18. Ear, ketone [in, because of the yield

MeQ

NMP PPh,

MeO*

Scale salt A (3 0.8 mmol, leq), furan (THF) (100 ml) was added to a 500 ml three-necked flask and stirred on an ice bath. Slowly add sodium (NaH) (46.2 mmol, 1.5 eq) / THF (20 mL), add tetrahydrohydrogen after the end of the addition, stir on a -128-200811483 ice bath for 15 minutes, then return to the chamber temperature. 4-methoxycinnamic acid (30.8 mmol, leq) was added thereto and heated to reflux for 4 hours. Subsequently, solids were precipitated when poured into ice water, filtered, and then washed with methanol to obtain Compound 1-1. The yield was 40%.

(Synthesis Example 1 · 2) In a 500 ml three-necked flask, hydrazine salt A (37.8 mmol, leq) and tetrahydrofuran (THF) (100 ml) were added, and stirred on an ice bath. Sodium hydride (NaH) (5 6.7 mmol, 1.5 eq) / THF (20 mL) was slowly added, and after stirring, the mixture was stirred for 15 minutes on an ice bath and then returned to room temperature. Trans-cinnamaldehyde (37.8 mmol, leq) was added thereto and heated to reflux for 4 hours. Subsequently, when it was poured into ice water, solids were precipitated, filtered, and methanol washing was carried out to obtain a chemical compound 1-2. The yield was 45%.

Scale salt A compound 1-2 (Synthesis Example 1-3) · Add α-bromo-p-xylene (0.14 mol, -129-200811483 leq), triphenylphosphine (0.14 mol, in a 300 ml three-necked flask) Leq), and NMP (100 ml), and stirred under heating at 140 °C for 2 hours (in the reaction solution, the target crystallized). Then, it was poured into water, stirred in an ice bath for 1 hour, and then filtered, and the strip was washed with water and dried to obtain a scale salt B. The yield was 87%.

PPh3 NMP

Scale salt B (37.8 mmol, leq), THF (100 mL) was added to a 500 mL three-neck flask and stirred on an ice bath. Sodium hydride (NaH) (5 6.7 mmol, 1.5 eq) / THF (20 mL) was slowly added, and after the addition, the mixture was stirred for 15 minutes on an ice bath and then returned to room temperature. The cinnamaldehyde (37.8 mmol, 1 eq) was added thereto and heated to reflux for 3 hours. Subsequently, solids were precipitated when it was poured into ice water, filtered, and further, methanol was redispersed to obtain Compounds 1-3. The yield was 60%.

Squamous salt B (Synthesis Example 1 - 4) A scaly salt B (3 4.2 mmol, leq), tetrahydrofuran (THF) (100 ml) was added to a 500 ml three-neck flask, and stirred on an ice bath. Slowly add sodium hydride (NaH) (5 1.3 mmol, 1.5 eq) / THF (40 mL). After the end of the addition, stir on a -130-200811483 ice bath for 15 minutes, then return to room temperature. . Α-methylcinnamaldehyde (34.2 mmol, ieq) was added thereto, and it was heated under reflux for 3 hours. Subsequently, solids were precipitated when poured into ice water, filtered, and then compound 1-4 was obtained by re-dispersing methanol. The yield was 40%. Ο

(Synthesis Example 1-5) NaH (78.6 mmol, 1.5 eq), scaly salt C (5 2, 4 mmol, leq), tetrahydrofuran (THF) (100 ml) was added to a 500 ml three-neck flask, and Stir on the ice bath. Shovel salt (52.4 mmol, leq) was slowly added thereto, and after the addition was completed, it was stirred on an ice bath for 15 minutes, and then returned to room temperature. Trans-cinnamaldehyde (5 2.4 mmol, leq) was added thereto and heated to reflux for 3 hours. Subsequently, solids were precipitated when it was poured into ice water, filtered, and further Φ was obtained by re-dispersing methanol to the compound 1-5. The yield was 40%.

(Synthesis Example 1 - 6) NaH (78.6 mmol, 1.5 eq), squary salt D (52.4 mmol, leq), and tetrahydrofuran (THFM 100 ml) were added to a 500 ml three-neck flask, and stirred on an ice bath. NaH (52.4 mmol, leq) was slowly added thereto, and after the addition, • 131-200811483 was stirred on an ice bath for 15 minutes, and then returned to room temperature. For its % force π &amp;#% hand aldehyde (52.4 mmol, leq), and heating it under reflux for 3 hours. Subsequently, solids were precipitated when the ice water was poured, and after the solid was filtered, the filtrate was concentrated and purified by @® chromatography (hexane: ethyl acetate = 10:1) to give the compound i·6° yield 5%. 〇〇

(Synthesis Example 1-7) In the synthesis example of the compound 1-5, the following compound 1-7 was obtained by the same method except that the following scale salt E was used instead of the scale salt c.

(Synthesis Example 1-8) 'In addition to the use of the following scale salt F, the scale salt C T described compound 1 - 8 was used. In the same manner as in the synthesis of the compound 1-5, the same method was obtained.

n-BuO

Ph Ph E

Squama salt F-132- 200811483 (Synthesis Examples 1-9) in compounds

In the synthesis example, the following compounds 1-9 were obtained by the same method except that the following scale salt G was used instead of the scale salt c.

(Synthesis Example 1-10) In the synthesis example of the compound, the following compound oxime was obtained by the same method except that the following scale salt was used instead of the scale salt c.

(Synthesis Example 1-11) In the synthesis example of the compound 丨-5, the following compound i-n was obtained by the same method except that the following scale salt was used instead of the scale salt c.

- 133 - 200811483 (Synthesis Example 1-12) In the synthesis example of the compound 1-5, the following compound 1-1 2 was obtained by the same method except that the following scale salt j was used instead of the scale salt c.

Ph

丄

Ph Br scale salt J compound 1 -1 2 · (Synthesis Example 1-13) In the synthesis example of the compound 1-5, the following compound 1 was obtained by the same method except that the following iron salt κ was used instead of the scale salt C. _ 1 3.

(Synthesis Example 1 - 1 4) A scaly salt L (16.9 g, 40.7 mmol), tetrahydrofuran (THF) (100 ml) was added to a 500 ml three-neck flask, and stirred on an ice bath. SM-28 (NaOMe's 28 wt% MeOH solution) (7.4 g, 38.4 mmol) was slowly added thereto, and after the addition was completed, it was stirred on an ice bath for 15 minutes, and then returned to room temperature. 10 g of p-diphenylaminobenzaldehyde (36.6 mmol) was added thereto and heated to reflux for 2 hours. Subsequently, solids were precipitated when poured into ice water, and after solid filtration, methanol washing was carried out to obtain Compounds 1-14. The yield was 40%. -134- 200811483

(Synthesis Example 1-15) In the synthesis example of the compound 1-4, the compound 1-1 was used instead of the p-diphenylaminobenzaldehyde. In addition to the use of diethylene, the same base amines are used to obtain the acid compound M5 (Synthesis Examples 1-16).

The oxybenzene method was obtained in the synthesis of the compound 1-14 except that p-diphenylaminobenzaldehyde was used instead of p-diphenylaminobenzaldehyde, and the same compound 1 -1 6 was obtained.

(Synthesis Example 1-17) In the synthesis example of the compound 1-14, the same was used except for the use of 4-diethyl benzoate and 2. methoxybenzaldehyde instead of p-diphenylaminobenzaldehyde. -135- 200811483 The method gave the following compound 丨7.

Compound 1 -17 outside

In the synthesis example of the compound 1-4, an aldehyde is substituted for p-diphenylaminobenzaldehyde to describe the compound 1·18.

(Synthesis Example 1-19) In the synthesis example of the compound 1-14, the following compound 丨9 was obtained by the same method except that the following scale salt M was used instead of the scale salt L.

Further, in the synthesis of the scale salts c to K used in Synthesis Examples 1-5 to 1-13, the synthesis of the scale salt B used in Synthesis Example 1-3 was carried out except that each of the compounds was replaced with an appropriate compound. The same as the synthetic scale salt B except for toluene. -136- 200811483 &lt;Measurement of Molar Absorbance Coefficient&gt; 0.01 g/g of compound 1 -1 to 1 -1 9 and comparative compound 1 -1 to 1 -4 (structure shown in Table 3 below) A solution of bromo-2-propanol was prepared by using Carian-5 uv-vis-NIR SPECTROPHOTOMETERS from Varian to determine the absorbance at 355 nm (mol-1 · L · cnT1) structure of ruthenium compound 1-1~1-19 and molar absorption coefficient at 3 65 nm

The ε-based finishing is described in Tables 1 to 2 below. Further, the structures of the comparative compounds 1-1 to 1-4 used in the comparative examples described later and the Mohr absorbance coefficient ε at 365 nm are shown in Table 3.

-137- 200811483 Table compound number structure 365 nm ε Compound 14 MeO丫, — 43760 Compound 1-2 20058 Compound 1-3 2063 Compound 1_4 532 Compound 1-5 22206 Compound 1-6 8266 Compound 1-7 C8H17CXy^ 25279 Compound 1-8 η·Βϋ°χχ^ 26772 Compound 1-9 &amp;Ηΐ3〇丫,^ U^Xl 26809 Compound 1-10 C5H1t〇Y&lt;^ 26637 -138- 200811483 Table 2 Compound number structure 365 nm ε Compound 1-11 3059 Compound 142 3491 Compound 1-13 27731 Compound 1-14 39222 Compound 1-15 Β2ΝΌ^ 41156 Compound 1-16 OMe Μβ^χ5υ^ 23733 Compound 147 B2N^r-〇34373 Compound 1·18 Me〇TX 36859 Compound 1-19 ^^NPh2 41484 -139- 200811483 Table 3 Compound Number - _ Structure 365 nm ε Comparative Compound 1-1 397 Comparative Compound 1-2 〇c4H9 oio 5491 Ac4h9 Comparative Compound 1-3 4558 Comparative Compound 1 -4 ΕγΟ^ο 23276 The following is a more specific description of the curable composition of the present invention, but the present invention is not limited to the following examples without departing from the gist of the present invention. [Example 1-1-1] [1. Preparation of coloring curable composition 1-A-1] Here, a coloring curable composition 1-A-1 containing a coloring agent (pigment) was prepared ( Description will be made as an example of a color filter for forming a liquid crystal display element. 1-1. Preparation of Pigment Dispersion Liquid (P1) 40 parts by mass of a mixture of 40% by mass of CI Pigment Green 36 and CI Pigment Yellow 219 as a pigment, and 10 parts by mass as a dispersing agent (for -140) - 200811483, a solid content of about 4.51 parts by mass) BYK2001 (Disper bky: manufactured by BYK Chemie Co., Ltd., solid concentration: 45.1% by mass), and 150 parts by mass of ethyl 3-ethoxypropionate, a mixture of beads The mill was mixed and dispersed for 15 hours to prepare a pigment dispersion (P1). The pigment dispersion liquid (P1) obtained was measured to have an average particle diameter of 200 nm by dynamic light scattering.

1-2. Preparation of coloring curable composition 1-A-1 (coating liquid) The coloring curable composition 1-A-1 was prepared by mixing and dissolving the component of the following composition 1-A-1. <Composition 1·Α-1&gt; • Pigment dispersion (Ρ1) 600 parts by mass • Alkali-soluble resin (benzyl methacrylate/methacrylic acid/hydroxyethyl methacrylate copolymer, Mo Erbi: 190 parts by mass 80 /10/10 ' Mw : 10000) • Dipentaerythritol hexaacrylate [polymerizable compound] 60 parts by mass • 2,2' · bis(2-chlorophenyl)-4,4',5,5' -tetraphenyl·1,2′-diimidazole (photopolymerization initiator) 60 parts by mass • Compound 14 [specific sensitizer] 40 parts by mass • Co-sensitizer: 2-hydrothiobenzimidazole 40 mass 佾• Surfactant: (trade name: TETRANIK150IU, BASF) 1 part by mass • Solvent: propylene glycol monomethyl ether acetate - 1000 parts by mass • 7-methacryloxypropyl triethoxy oxalate 10 Parts by mass [2. Manufacture of color filter] 2-1. Formation of a curable composition layer The coloring-curable composition 1-A-1 containing the pigment obtained above was used as a photoresist solution under the following conditions. After the slit is coated on a 550 mm x 650 - 141 - 200811483 mm glass substrate, it is allowed to stand in this state for 1 , minutes, coated in new On a glass substrate, and then drying and pre-baking purposes in vacuo (100 ° c 80 seconds) to form a colored curable composition coating film (colored curable composition layer). (slit coating conditions) _

Gap of the front end of the coating head: 50 μm coating speed: 100 mm / sec. gap between the substrate and the coating head: 150 μm coating thickness (dry thickness): 2 μm coating temperature: 23 ° C 2-2 exposure, development followed by The colored curable composition coating film was exposed to a pattern using a 2.5 kW ultra-high pressure mercury lamp, and the coating film was covered with a 10% aqueous solution of an organic developing solution (trade name: CD, manufactured by Fuji Film Arch Co., Ltd.) after exposure. Full and still 60 seconds. 2-3. Heat treatment After standing, the pure water was sprayed to spray the developing liquid, and the coating film subjected to such photohardening treatment and development treatment was heated in an oven at 220 ° C for 1 hour (post-baking). Thereby, a colored pattern is formed on the glass substrate to obtain a color filter. [3. Performance evaluation] The retention stability of the coloring curable composition 1-A-1 (coating liquid) prepared as described above and the use of the colored curable composition 1 - A-1 on a glass substrate were evaluated as follows. The exposure sensitivity of the colored curable composition coating film (colored layer), the adhesion of the substrate, the developability, and the cross section of the colored pattern - 142 - 200811483 are formed. The results are shown in Table 4. 3 -1 - Storage stability of the coloring curable composition 1 - A -1 The colored curable composition coating liquid was stored at room temperature for one month, and the degree of precipitation of foreign matter was evaluated by visual observation according to the following criteria. &lt;Judgement criteria&gt; 〇: No precipitation was determined. △: It was confirmed that there was a little precipitation.

3-2. Exposure Sensitivity of Coating Film (Colored Layer) The colored curable composition 1-A-1 (coating liquid) was coated on a glass substrate, followed by drying to a film thickness of 1.0 μm. The spin coating conditions were followed by 300 rpm for 5 seconds, 800 rpm for 20 seconds, and drying conditions at 100 ° C for 80 seconds. Next, using a test mask having a line width of 2.0 μm, exposure was performed at various exposure amounts of 10 to 1 600 ml/cm 2 . Next, development was carried out using a 60% CD-2000 (manufactured by FUJI FILM ELECTRONICS MATERIALS) developing solution at 25 ° C for 60 seconds. Subsequently, after washing with running water for 20 seconds, spray drying was completed to complete the patterning. The film thickness after development of the region after the light irradiation in the exposure step was evaluated, and the minimum exposure amount with respect to the film thickness before exposure of 100% and the film thickness of 95% or more was taken as the exposure sensitivity. The smaller the exposure sensitivity, the higher the sensitivity. 3-3. Imageability, pattern cross-sectional shape, and substrate adhesion are observed by optical microscopy and SEM observation. The substrate surface and the cross-sectional shape after post-baking were confirmed by a usual method to evaluate the developability, substrate adhesion, and And the shape of the profile. The detailed evaluation method is as follows. &lt;Developing property&gt; - 143 - 200811483 The presence or absence of residue in the region (unexposed portion) where the light was not irradiated in the exposure step was observed to evaluate the developability. 〇: No residue was confirmed in the unexposed portion. △: A small amount of residue was confirmed in the unexposed portion, but there was no problem in practical use. X: Significant residue was confirmed in the unexposed portion. &lt;Substrate adhesion&gt; Evaluation of substrate adhesion was observed whether or not a pattern defect occurred. These evaluation items are evaluated based on the following ® benchmarks. Ο: No pattern defects were observed. △: No defects were observed in most of the patterns, but a part of the pattern was observed to be defective. X: A significant pattern defect was observed. &lt;Pattern section shape&gt; The formed pattern cross-sectional shape was observed. The cross-sectional shape of the pattern is preferably the same as the tapered shape, followed by the rectangular shape, and the reverse tapered shape is not preferable. Φ [Examples 1-2 to 1 small 26] In Example 1-1, except that a specific sensitizer in the composition 1-A-1 used for the coloring curable composition 1 - A-1 was prepared, Each of the photopolymerization initiator and the co-sensitizer was changed to the same manner as in Example 1 -1 -1 except that the photopolymerization initiator and the co-sensitizer were changed, and the coloring curable composition 1-A-2 to A-26 was prepared. A color filter having a colored pattern formed using the same is obtained. The same evaluation as in Example 11-1 was carried out. The results are shown in Table 4. [Comparative Example 1-1-1] In Example 1-1-1, except that the coloring hardenability composition 1-A-1 - 144 was prepared.

The composition 1-A-1 used in 200811483 was changed to the following 1-B-1, and the entire sound I 1 -1-1 was similarly prepared to prepare a colored curable composition 1 - a colored pattern to obtain a color filter. Moreover, the same evaluation as the actual ί is performed. The results are shown in Table 4. &lt;Composition 1-Β-1> • Pigment dispersion (Ρ1) • Alkali-soluble resin (benzyl methacrylate/methacrylic acid/hydroxyethyl methacrylate copolymer, Mo Erbi: φ 80/10/ 10, Mw: 10000) • Dipentaerythritol hexaacrylate [polymerizable compound] • 1-[4-(phenylthio)phenyl]-2-(0-benzamide) [Photopolymerization initiator • Solvent: propylene glycol monomethyl ether acetate • surfactant: (trade name: TETRANIK 150R1, BASF) [Comparative Example 1-1-2 to 1-1-5] In Example 1 -1 -1, In addition to the specific sensitizer, photopolymerization initiator, and common sensitivity used in the preparation of the coloring and curing group, the comparative compound and the photopolymerization initiator shown in Table 4 below were all the same as in Example 1 · 1 - In the same manner, the curable composition layers B-2 to B_5 were colored to obtain a color light sheet having a color pattern. The same results as in Example 1-1-1 were shown in Table 4. And Example B-1, forming Example 1-1 -1 600 parts by mass, 200 parts by mass, 60 parts by mass, 140 parts by mass, 1000 parts by mass, 1 part by mass of the substance 1-A-1, each of which was changed, and the combination of the common sense was used. Awkward evaluation. -145- 200811483 Table 4

Evaluation of curable composition 匕 composition and color filter mm Specific sensitizer or comparative compound Photopolymerization initiator co-sensitizer preserves stability exposure sensitivity (mJ/cm2) Visible substrate adhesion pattern profile Shape Example 1-1·1 1·Α-1 Compound 1-1 D1 F1 〇40 〇〇Rectangular Example 1-1-2 lA-2 Compound 1·1 D2 F1 〇50 〇Δ Rectangular Example 1-1 -3 lA-3 Compound 1-1 D3 F1 〇50 〇Δ Rectangular Example 1 Small 4 lA-4 Chemical 1-1 D1 F2 〇35 〇〇 Conical Cone Example 1-1-5 1·Α·5 Compound 1-1 D1 F3 〇40 〇〇 Rectangular Example 1 Small 6 lA-6 Compound 1-2 D1 F1 〇45 〇〇Rectangle mm 1-1-7 lA-7 Compound 1-3 D1 F1 〇50 〇〇Rectangle Example 1-1-8 lA-8 Compound 1-4 D1 F1 〇60 〇〇Rectangular Example 1-1-9 lA-9 Compound 1-5 D1 F1 〇45 〇〇Rectangular Example 1-1-1 lA -10 Compound 1-6 D1 F1 〇60 〇〇Rectangular Example 1 Small 11 1-A-ll Compound 1-7 D1 F1 〇45 〇〇. Rectangular Example 1-1-12 1-A42 Compound 1-8 D1 F1 〇45 〇〇Rectangular solid surface 1-1-1 3 lA-13 Compound 1-9 D1 F1 〇45 〇〇Rectangular Example 14-14 lA-14 Compound 1-10 D1 F1 〇45 〇〇Rectangular Example M-15 lA-15 Compound 1-11 D1 F1 〇50 〇〇Rectangular Example 1-1-16 lA-16 Compound 1-12 D1 F1 〇50 〇〇Rectangular Example 1-1-17 lA-17 Compound 1-13 D1 F1 〇45 〇〇Rectangular Example 1-1 -18 lA-18 Compound 1-14 D1 F1 〇60 Δ 〇 Rectangular Example M-19 lA-19 Compound 1-14 D1 4επι Μ 〇100 〇Δ Anti-conical Example 1-1-20 lA-20 Compound 1 -14 D1 F4 〇50 〇〇Rectangular Example 1-1-21 lA-21 Compound 145 D1 FI 〇35 锥形Conical Example 1-1-22 lA-22 Compound 1-16 D1 FI 〇35 〇〇 Straight Conical Example 1-1-23 lA-23 Compound 1-17 D1 FI 〇35 锥形Conical Example 1-1-24 lA-24 Compound 1·18 D1 FI 〇35 〇〇Conical implementation Example 1-1-25 lA-25 Compound 1-19 D1 FI 〇30 〇〇 锥形 tapered Wm 1-1-26 lA-26 Compound 1-19 D1 F4 〇25 〇〇 Shun cone Comparative example 1 Small 1 1 -Bl D2 - Δ 100 Δ Δ anti-conical comparison example 1 small 2 lB-2 Compared with compound 1-1 D1 FI Δ 200 XX reverse cone comparative example 1 small 3 lB-3 comparative compound 1-2 D1 FI Δ 150 XX reverse cone comparative example 1-1-4 lB-4 comparative compound 1-3 D1 FI Δ 150 XX Anti-conical comparison example 1-1-5 lB-5 Comparative compound 1-4 D1 FI Δ 100 Δ Δ Anti-taper-146- 200811483 Photopolymerization initiator D1 to D3 shown in Table 4, common sense The agents F1 to F3 are the compounds shown below. D1 : 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2,-diimidazole D2: 1-[4-(phenylthio)benzene 4-(0-benzamide) D3: 4-benzoxahydrocyclodecane-2,6-di(trichloromethyl)-s-three-plowed F1: 2-hydrothiobenzoate Imidazole F2 : 2-Hydroxythiobenzothiazole F3 : 4,4'-bis(diethylamino)diphenyl ketone

F4: N-phenyl-2-hydrothiobenzimidazole From the results of Table 4, it was found that the coloring curable composition of each of the examples containing the specific sensitizer (Compound 1-1 to 1 - 18) It has excellent preservation stability in its solution state. Further, when it was found that a colored pattern was formed on the support using the colored curable composition, it was found that the exposure sensitivity was high with respect to each of the comparative examples in which the specific sensitizer was not contained or the comparative compounds 1-1 to 1-4 were used. A color concentrating sheet excellent in image formation, excellent in substrate adhesion, and pattern cross-sectional shape. Hereinafter, an example in which a curable composition containing a colorant (dye) (for use as a color filter for forming a solid-state image sensor) is prepared will be described. [Example 1-2-1] [1. Preparation of photoresist liquid] The photoresist was prepared by mixing and dissolving the component of the following composition. -147-

200811483 - Composition of Photoresist - propylene glycol monomethyl ether acetate (PGMEA) • Ethyl lactate • Resin [benzyl methacrylate / methacrylic acid / 2-hydroxyethyl methacrylate copolymer (Mo Ear ratio = 60/22/18) 40% PGMEA solution] • Neopentyl alcohol hexaacrylate • Polymerization inhibitor (p-methoxyphenol) • Fluorinated surfactant (F-475, Dainippon Ink Chemical Industry ( (manufacturer)) Photopolymerization initiator (TAZ-107 (trihalomethyl tri-trap photopolymerization initiator), manufactured by MIDORI Chemical Co., Ltd.) [2. Manufacture of undercoated silicon wafer substrate] The enamel wafer was heat-treated in an oven at 200 ° C. Then, on the ruthenium wafer, the photoresist was dried at a film thickness of 2 μm, and the coating layer was dried by heating in an oven at 220 ° C. A tantalum wafer substrate having an undercoat layer is obtained. 19.20 parts by mass 36.67 parts by mass 30.51 parts by mass 12·20 parts by mass 0Ό061 parts by mass 0.83 parts by mass 0.586 parts by mass 30 minutes. Forming when coating

[3. Preparation of Colored Curable Composition 1-C-1] The compound of the following composition 1-C-1 was mixed and dissolved to adjust the coloring of the photosensitive hexanone (solvent) • CI Acid Blue 108 (colorant) • CI Solvent Yellow 162 (colorant) • 3:7 mixture of tetraerythritol triacrylate and dipentaerythritol hexaacrylate (polymerizable compound) • 2,2'-bis(2·chlorophenyl) )-4,4',5,5'-tetraphenyl 4,2'-diimidazole (photopolymerization initiator) •Compound 1-1 sensitizer) •Co-sensitizer: 2·Halthiobenzene And imidazole _ • glycerol propoxylate (quantitative average molecular weight Μ η : 1500, molar absorption coefficient ε = 0, colorless compound) 80 parts by mass 7.5 parts by mass 2.5 parts by mass 7.0 parts by mass 1 part by mass 0.7 parts by mass 0.8 parts by mass -5 parts by mass - 148 - 200811483 [4. Evaluation of storage stability of the coloring curable composition lCl (coating liquid)] The colored curable composition 1-C-1 was stored at room temperature for one month, and then visually observed. The degree of precipitation of foreign matter was evaluated according to the following criteria. &lt;Judgement criteria&gt; 〇: No precipitation was determined. △: It was confirmed that there was a little precipitation. X: It is determined that there is precipitation.

[5. Production of color filter using coloring curable composition 1-C-1 and evaluation] The coloring photosensitive resin composition 1-C-1 prepared in the above 3. was applied to the above-mentioned 2. The coating is applied to the undercoat layer of the wafer substrate to form a photocurable coating film. Subsequently, heat treatment (prebaking) was carried out for 120 seconds using a hot plate of 100 °C so that the dried film thickness of the coating film became 0.9 μm. Next, using an i-ray step exposure apparatus FPA-3000i5 + (manufactured by Canon U^), a wavelength of 3 65 nm is transmitted through a 2-micron square island pattern mask to 10 to 1600 mJ/cm 2 . The amount of exposure is illuminating. Subsequently, the tantalum wafer substrate on which the irradiated coating film was formed was placed on a horizontal rotating platform of a rotary spray developing machine (DW-30 type, manufactured by CHEMITRONICS Co., Ltd.) using CD-2000 (FUJI FILM ELECTRONICS MATERIALS ( The system was subjected to dip-type development at 23 ° C for 60 seconds to form a colored pattern on the germanium wafer substrate. The silicon wafer substrate on which the colored pattern is formed is fixed to the horizontal rotating platform by vacuum processing, and the silicon wafer substrate is rotated by a rotating device at a rotation number of 50 rpm, and is sprayed from above the rotation center. The pure water from the nozzle was supplied in a shower to carry out a rinsing treatment, and then the spray-dried-149-200811483 was dried to prepare a color filter. &lt;Exposure Sensitivity > In the exposure process, the film thickness after development of the light-irradiated area is set to 100% with respect to the film thickness before exposure, and the minimum exposure amount of the film thickness of 95% or more is used as the exposure sensitivity. The smaller the exposure sensitivity, the higher the sensitivity. In this case, the size of the colored pattern was measured using a length measuring SEM "S-9260A" (manufactured by HITACHI HITECHNOLOGIES Co., Ltd.). pattern

The closer the size is to 2 μm, the sufficient hardenability and the good sensitivity. The measurement evaluation results are shown in Table 5 below. &lt;Substrate adhesion&gt; Evaluation of substrate adhesion was observed whether or not a pattern defect occurred. These evaluation items are evaluated based on the following benchmarks. 〇: No pattern defects were observed. △: A pattern defect was hardly observed, but a part of the defect was observed. X: A significant pattern defect was observed. &lt;Pattern section shape&gt; The formed pattern cross-sectional shape was observed. The cross-sectional shape of the pattern is preferably the same as the tapered shape, followed by the rectangular shape, and the reverse tapered shape is not preferable. [Comparative Example 1-2-1] In Example 1-2-1, except that the composition 1-C-1 used for the preparation of the colored curable composition 1-C-1 was changed to the following composition 1-D-1 In the same manner as in Example 1-2-1, the coloring curable composition D-1 for comparison was prepared, and a color filter in which a colored pattern was formed was obtained. The same evaluation as in Example 1-2-1 was carried out. The results are shown in Table 5. -150-

200811483 • Cyclohexanone (solvent) • C Acid Blue 108 (colorant) • CI·Solvent Yellow 162 (colorant) • Four erythritol triacrylate and dipentaerythritol hexaacrylate 3:7 Mixture (polymerizable compound) • Lanthanide-based specific compound (CGI-124, manufactured by CIBA SPECIALTY CHEMICAL Co., Ltd., photopolymerization initiator) • Glycerol propoxylate maximum molecular weight Μη: 1500) [Example 1-2- 2 to 1-2-26, Comparative Example 1-2-2 to 1-2-5] In Example 1-2-1, except for the modulation coloring sensitivity group, the specific composition 1-C-1 was used. Each of the sensitizer and the photopolymerization-sensitizing sensitizer was changed to the same as in the following Table 6, and the coloring photosensitive composition 1-C-2 1-2 was used to prepare a coloring curable composition. 1-C-27~1-C-30, simultaneously shaped and evaluated. The results are shown in Table 5 below. [Example 1-2-24] In Example 1-2-1, except that the composition 1 - C -1 used in the preparation of the coloring sensitivity group was changed to the following composition 1 _ ε -1, the whole example 1 In the same manner as in the case of 2-1, a coloring pattern was formed when the coloring photosensitive composition was prepared, and a color filter was obtained. It is evaluated in the same manner as the actual building. The results are shown in Table 5. 80 parts by mass 7.5 parts by mass 2.5 parts by mass 7.0 parts by mass 2.5 parts by mass 〇·5 parts by mass: 1 - C -1 agent, and a total straight form 1-2-1 2-26 and a coloring chart: substance 1 Part C-1 and implementation 1 - Ε -1, same as [Example 1-2-1 • 151- 200811483 80 parts by mass 6 Ό parts by mass 4 Ό parts by mass 7.0 parts by mass 1 part by mass 7 7 parts by mass 0.8 parts by mass 〇·5 Parts by mass • Cyclohexanone • CL Pigment Red 254 • CL Pigment Yellow 139 • 3:7 mixture of tetraerythritol triacrylate and dipentaerythritol hexaacrylate (polymeric compound) • 2,2' - bis(2-chlorophenyl)-4,4,5,5'-tetraphenyl-1,2'-diimidazole (photopolymerization initiator) • Compound 1-1 (specific sensitizer)

• Co-sensitizer: 2-Hydroxythiobenzimidazole • Glycerol propoxylate (number average molecular weight Μη : 1500) [Examples 1-2-25, Comparative Example 1·2·6] In Example 1 2.24, except that the specific sensitizer, the photopolymerization initiator, and the co-sensitizer in the composition 1-Ε-1 used in the preparation of the coloring photosensitive composition 1-Ε-1 were changed to the following Table 5. In the same manner as in Example 1-2-24, the colored photosensitive composition 1-Ε-2 and the comparative colored curable composition 1-Ε-3 were prepared, and a colored pattern was formed and evaluated. . The results are shown in Table 5 below. [Comparative Example 1-2-7] In Example 1-2-1, except that the composition 1-C-1 used for the coloring photosensitive composition 1-C-1 was changed to the following composition 1-F-1. In the same manner as in Example 1-2-1, the colored photosensitive composition 11 was prepared, and a colored pattern was formed to obtain a color filter. Further, evaluation was carried out in the same manner as in Example 1-2-1. The results are shown in Table 5. 452- 200811483

&lt;Composition 1-F-1&gt; • Cyclohexanone 80 parts by mass • CL Pigment Red 254 6.0 parts by mass • CL Pigment Yellow 139 4.0 parts by mass • Four erythritol triacrylate and dipentaerythritol hexaacrylate Mixture of 3:7 (polymerizable compound) 7.0 parts by mass • Lanthanide-based specific compound (CGI-124, manufactured by CIBA SPECIALTY CHEMICAL Co., Ltd., photopolymerization initiator) 2.5 parts by mass • Glycerol propoxylate 0.5 parts by mass (quantity Average molecular weight Μη: 1500)

-153- 200811483 Table 5

Evaluation of hardenable composition of curable composition and color filter mm Specific sensitizer or comparative compound Photopolymerization initiator Common sensitizer Preservation stability sensitivity (mJ/cm2) Pattern size (micrometer) Substrate adhesion pattern Cross-sectional shape Example 1-2-1 1-Cl Compound Μ D1 F1 〇1000 1.97 〇Rectangular Example 1-2-2 lC-2 Compound 1-1 D2 F1 〇1100 1.94 Δ Rectangular Example 1-2-3 lC -3 Compound 1-1 D3 F1 〇1100 1.94 Δ Rectangular Example 1-2-4 1-C4 Compound 1-1 D1 F2 〇900 1.98 锥形 Conical Cone Example 1-2-5 lC-5 Compound 1-1 D1 F3 〇1100 1.94 〇Rectangular Example 1-2-6 lC-6 Compound 1-2 D1 F1 〇1100 1.94 〇Rectangular Example 1-2-7 lC-7 Compound 1-3 D1 F1 〇1100 1.94 〇Rectangle implementation Example 1-2-8 lC-8 Compound 1-4 D1 F1 〇1200 1.92 〇Rectangular Example 1-2-9 lC-9 Compound 1-5 D1 F1 〇1100 1.94 〇Rectangular Example 1-2-10 lC- 10 Compound 1-6 D1 F1 〇1200 1.92 〇Rectangular Example 1-2-11 1-C-ll Compound 1-7 D1 F1 〇1100 1.94 〇Rectangular Example 1-2-12 lC-12 Compound 1-8 D1 F1 〇1100 1.94 〇Rectangular Example 1-2-13 1-0-13 Compound 1-9 D1 F1 〇1100 1.94 〇Rectangular Example 1-2-14 lC-14 Compound 1-10 D1 F1 〇 1100 1.94 〇Rectangular Example 1-2-15 lC-15 Compound 1-11 D1 F1 〇1200 1.92 〇Rectangular Example 1-2-16 lC-16 Compound 1-12 D1 F1 〇1200 1.92 〇Rectangular Example 1- 247 lC-17 Compound 143 D1 F1 〇1100 1.94 〇Rectangular Example 1-2-18 lC-18 Compound 1-14 D1 F1 〇1100 1.94 〇Rectangular Example 1-2-19 1-C49 Compound 1-14 D1 Arrt Ill IT J\\\ 〇1300 L91 Δ Anti-conical Example 1-2-20 lC-20 Compound 1-14 D1 F4 〇1100 1.94 锥形Conical Example 1-2-21 lC-21 Compound 145 D ! FI 〇 900 1.98 锥形 tapered example 1-2-22 lC-22 compound 1-16 D1 FI 〇900 1.98 锥形 tapered example 1-2-23 lC-23 compound 147 D1 FI 〇900 1.98 〇 Straight Conical Example 1-2-24 lC-24 Compound 1-18 D1 FI 〇900 1.98 锥形Conical Example 1-2-25 lC-25 Compound 1·19 D1 FI 〇800 2,00 〇Shun Example 1-2-26 lC-26 Compound 149 D1 F4 700 2.01 锥形Conical Example 1-2-27 1-E4 Compound 1-1 D1 FI 〇900 2.00 锥形Conical Example 1-2-28 lE-2 Compound 1-18 D1 FI 〇700 2.01 〇 Cone t_!l 1-2-1 1-Dl - CG1-124 - 〇1500 1.84 △ Anti-tapering 1-2-2 lC-27 Comparative compound 1-1 D1 FI 〇2000 1.50 X Anti-taper t_J 1- 2-3 lC-28 Comparative compound 1-2 D1 FI 〇2000 1.50 X Anti-tapered t Round 1-2-4 lC-29 Comparative compound 1-3 D1 FI 〇1400 1.90 X Anti-taper t round 1-2- 5 lC-30 Comparative compound 1-4 D1 FI 〇1400 1.90 X Anti-taper 1: Recharge 1-2-6 lE-3 Comparative compound 14 D1 FI 〇1300 1.91 Δ Anti-conical iF-1 - CG1424 - 〇1400 1.90 Δ Anti-conical-154-200811483 As shown in Table 5, the photopolymerization initiators D1 to D3, the co-sensitizers F1 to F3, and the comparative compounds 1-1 to 丨-4 are the above compounds. From the results of Table 5, it is understood that each of the colored curable compositions of the examples containing the specific sensitizer (compounds 1-1 to 1-1 9) has excellent storage stability in a solution state, and forms an image on the support. In the comparative examples in which the specific sensitizer is not contained or the comparative compound 1-1 to 1-4 is used, it is possible to obtain a color having high exposure sensitivity, excellent developability, and excellent substrate adhesion and pattern cross-sectional shape. Filter.

[Example 2-1-1] An example in which a curable composition 2-A-1 was prepared and a colored pattern coating film was produced using the curable composition 2-A-1. [1. Preparation of Curable Composition 2-A-1 (Coating Liquid)] The components of the following composition 2-A-1 were uniformly mixed and dissolved to prepare a curable composition 2 - A -1. &lt;Composition 2 - A -1 &gt; • Photopolymerization initiator 〇JVl-6992 (manufactured by D〇W CHEMICAL)) 0·08 mmol Φ • Polymerizable compound pentaerythritol tetraacrylate) 1 g•bonding Resin (polymethyl methacrylate (tested by Aldrich, Mw: ca·996000) 1 g • specific sensitizer (compound 2-1) 0.08 mmol • solvent (cyclohexanone) 16 g of compound 2 -1

-155. 200811483 [2. Production of Curable Composition Coating Film] The curable composition 2 - A -1 obtained above was used as a photoresist solution, and a glass substrate of 10 cm x 10 cm was applied using a spin coater. (manufactured by Asahi Glass Co., Ltd.: ΑΝ6 3 5), dried at 40 ° C for 10 minutes to form a curable composition coating film having a film thickness of 1.5 μm. [3. Performance Evaluation]

The sensitivity level of the curable composition coating film formed on the glass substrate using the curable composition 2-A-1 (coating liquid) obtained above was evaluated as follows. The results are shown in Table 13. - Sensitivity level of the coating film of the curable composition - On the coating film of the curable composition formed as described above, a 2,2 stage tablet (step matrix) (a gray scale film made by DAINIPP〇N SCREEN) was placed through The hot-line cut-off filter exposes the light of a 500 mW high-pressure mercury lamp made by USHIO Electric Co., Ltd. for 30 seconds, and then immersed in toluene for 60 seconds to perform development processing, and the number of stages in which the corresponding stage sheets are completely hardened and insolubilized is used as sensitivity. Evaluation. The greater the number of stages, the higher the sensitivity. [Examples 2-1-2 to 2-1-2, and Comparative Example in Example 2-1-1, except that the specific sensitizer and the photopolymerization initiator were changed to the following Table 13 In the same manner as in Example 21-1, the curable compositions 2-A-2 to A-19 were prepared to obtain a color filter having a curable composition coating film formed using the curable composition. Further, evaluation was carried out in the same manner as in Example 21-1. The results are shown in Table 13 below. -156- 200811483 Table 12 Compound number structure 365 nm ε Compound 2-1 6 ^ 13773 Compound 2-2 〇Λμ〇&gt; 17004 Compound 2-3 ΜβΟ^ 〇Λ-^} 40814 Compound 2-4 20363 Compound 2 -5 8045 Compound 2-6 Me〇\!e 35366 Comparative Compound 24 4,4-Diethylaminodiphenyl ketone 36025 Comparative Compound 2-2 ekJD^X〇Εί 23276 Comparative Compound 2-3 οφοκ 4558 -157- 200811483 Table 13 Number-specific compound and sensitizer Photopolymerization initiator sensitivity level Example 2-1-1 Compound 2-1 UVI-6992 (manufactured by DOW CHEMICAL CORPORATION) 7 Example 2-1-2 Compound 2-2 UVI-6992 (manufactured by Dow Chemical Co., Ltd.) 7 Example 2 Small 3 Compound 2-3 UVI-6992 (manufactured by D〇W CHEMICAL Co., Ltd.) 8 Example 24-4 Compound 2-1 UVI-6992 (manufactured by DOW CHEMICAL CORPORATION) 6 Example 2 Small 5 Compound 2-4 UVI-6992 (manufactured by DOW Chemical Co., Ltd.) 6 Example 2-1-6 Compound 2-6 UVI-6992 (manufactured by DOW CHEMICAL CORPORATION) 8 Example 2-1-7 Compound 2- 6 Irugacure OXE-01 (manufactured by CIBA SPECIALTY CHEMICAL CO., LTD.) 〇·〇8 mmoles 8 Example 2 Small 8 Compound 2-6 Compound E 0.08 毫Molar 8 Example 2-1-9 Compound 2-6 LD-5 0.08 mmoles thiol benzotriazole 0.08 mmol 9 Example 2-1-10 Compound 2-6 Compound 10.08 mmol 8 Example 2-1-11 Compound 2-6 UVI-6992 (manufactured by DOW CH EMICAL Co., Ltd.) 0.08 mmol 8 Example 2-1-12 Compound 6 CGI784 (manufactured by CIBA SPECIALTY CHEMICAL CO., LTD.) 0.08 mmol 8 Comparative Example 244 Comparative Compound 1 UVI-6992 (manufactured by DOW Chemical Co., Ltd.) 2 Comparative Example 2 Small 2 Comparative Compound 2 UVI-6992 (manufactured by D〇W Chemical Co., Ltd.) 2 Comparative Example 2-1-3 Comparative Compound 3 UVI-6992 (DOW CHEMICAL Company-made) 0 Comparative Example 24-4 Comparative Compound 2-1 Irugacure OXE-01 (manufactured by CIBA SPECIALTY CHEMICAL CO., LTD.) 0.08 mmol 3 Comparative Example 2 Small 5 Comparative Compound 2-1 Compound E 0.08 mmol 3 Comparative Example 2-1-6 Comparative compound 2-1 LD-5 0.08 mmoles thiol benzotriazole 0.08 mmol 3 Comparative Example 2 Small 7 Comparative compound 2-1 Compound 10.08 millimoles 0

The compound 1 to the compound 6 shown in Table 1 and the comparative compound 1 to the comparative compound 3 are the compounds described in Table 12. Further, I r g a c u r e Ο X E - 0 1 , compound £, 1^0-5, and compound 1 shown in Table 13 represent the compounds shown below. -158- 200811483

From the results of Table 13, the hardening compositions of the respective examples containing the specific sensitizer (Compound 2 -1 to 2 - 6 ) were found, and the specific compounds were replaced with Comparative Compound 2-1 to Comparative Compound 2-3. Comparative examples of the agent, exposure sensitivity

high. [Example 2-1] Next, the coloring-curable composition layer 2-B-1 containing a coloring agent (pigment) is prepared, and the color of the liquid crystal display element is produced by using the coloring curable composition 2-B-1. An example of a filter. [1. Preparation of coloring curable composition 2-B-1] 1-1. Preparation of pigment dispersion liquid (P1) A pigment dispersion liquid prepared in the same manner as in Example 1-1. 1-2. Preparation of coloring curable composition 2-Β·1 (coating liquid) -159- 200811483 A component of the following composition 2 - B -1 was dissolved and dissolved to prepare a coloring curable composition 2 - B -1 . &lt;Composition 2-Β-1&gt; • Pigment Dispersion (P1) 600 parts by mass • Alkali-soluble resin (methyl propyl sulphate / methyl propyl storage / methyl propyl ketone copolymer) , Mo Erbi: 200 oaths 80/10/10, Mw: 10000) • Polymeric compound (dopentenol hexaacrylate) 60 parts by mass φ • Photopolymerization initiator (2, 2' - double ( 2-Chlorophenyl)-4,4',5,5,-tetraphenyl-i,2,-diimidazole): m 60 parts by mass • Specific sensitizer (Compound 2-1) 40 parts by mass • Interfacial activity Agent: Trade name: TETRANIK150R1, BASF company) 1 part by mass • Common sensitizer (hydrothiobenzothiazole): A1 40 parts by mass • Adhesion enhancer (7-methacryloxypropyltriethoxy)矽 )) 5 parts by mass • Solvent: 1000 parts by mass of propylene glycol monomethyl ether acetate [2. Manufacture of color filter] In addition to the coloring hardening composition 2 - B -1 instead of the coloring hardening group Φ product 1 In the same manner as in Example 1-1-1, a colored curable composition coating film (colored curable composition layer) was formed, and exposed, developed, and heat-treated to obtain color filter. . [3. Performance evaluation] The above-described colored curable composition 2-B-1 (coating liquid) was evaluated in the same manner as in Example 1·1-1. The results are shown in Table 13. [Comparative Example 2 - 1] In the same manner as in Example 2-2-1 except that the composition shown below was used instead of the coloring photosensitive composition 2-B-1. -160-

200811483 A color filter with a colored pattern is obtained. Further, the same evaluation as in 2-2-1 was performed. The results are shown in Table 14. The composition 2-B-1 1 was prepared by mixing and dissolving the components of the following composition. &lt;Composition 2-B-11> • Pigment dispersion (Π), • Alkali-soluble resin (benzyl methacrylate/methacrylic acid/hydroxyethyl methacrylate copolymer, Mo Erbi: φ 80/10/ 10. Mw: 00) • Polymerizable compound (dopentenol hexaacrylate) • Photopolymerization initiator (H4-(phenylthio)phenyl]-2-(0-benzamide): D2 • Surfactant: trade name: TETRANIK 150R1, BASF Corporation) • Solvent: propylene glycol monomethyl ether acetate [Example 2-2-2 to 2-10, Comparative Example 2-2-2 to 2-4] In the example 2-2_1, except that the specific sensitizer and the photopolymerization diffuse sensitizer in the composition 2-B-1 used in the preparation of the coloring hardenability group were changed to those shown in the following Table 14 In the same manner as in the case of the coloring photosensitive composition 2-B-: 2-B-12 to 2_B-14, a colored B filter having a composition was used. Further, evaluation was carried out in the same manner as in Example 2-2-1.糸 Table 14 shows. And color hardening property: 600 parts by mass, 200 parts by mass, 60 parts by mass, 60 parts by mass, 1 part by mass, 1000 parts by mass of bismuth 2-B-1 bismuth, and a total of examples 2-2-1 to 2-Β-10, The color of the case is as follows -161- 200811483 Table 14 Specific sensitizer or comparative compound Photopolymerization initiator Co-sensitizer Preservation stability exposure sensitivity (mJ/cm2) Development substrate adhesion pattern cross-sectional shape Example 2-2-1 Compound 2-1 D1 A1 〇40 • 锥形Conical Example 2-2-2 Compound 2-1 D2 - 〇50 〇〇Rectangular Example 2-2-3 Compound 2-1 D3 - 〇50 〇Rectangular Example 2·2-4 Compound 2-1 D4 - 〇50 〇〇Rectangular Example 2-2·5 Compound 2-2 D1 A1 〇40 〇〇Conical Example 2-2-6 Compound 2-3 D1 A1 〇30 〇Scissible solid foot J2-2-7 Compound 2-4 D1 A1 〇50 〇〇Rectangular Example 2-2·8 Compound 2-5 D1 A1 〇55 〇〇Rectangular Example 2 -2-9 compound 2-6 D1 A1 〇25 s 锥形 锥形 tapered example 2-2-10 compound 2-6 D1 A2 〇20 〇 锥形 tapered comparative example 2-2-1 - D2 - 〇100 X Anti-conical comparison example 2 -2-2 Comparative hybrid 2-1 D1 A1 〇80 ._Δ X Reverse tapered comparative example 2-2-3 Comparative 2-2 D1 A1 〇80 Δ Δ Rectangular comparison example 2-2-4 Comparative hybrid 2 -3 D1 A1 X 150 〇X reverse cone

The photopolymerization initiators D 1 to D 4 and the co-sensitizers a 1 and A 2 shown in Table 1 are the compounds shown below. D1 : 2,2'-bis(2-chlorophenyl)^-n-'-tetraphenyl-^^diimidazole D2: 1-[4-(phenylthio)phenyl]-2-(0- Benzoquinone) D3: 4-benzoxahydrocyclodecane-2,6-di(trichloromethyl)_s_tri-trap D4 ·· Irgacure 784 (manufactured by ciba) A 1 : thiothiabenzothiazole A2: N-phenylhydrothiobenzimidazole is known from the results of Table 14 as a color-hardening composition of each of the examples containing a specific sensitizer (Compound 2-1 to Compound 2-6) The solution state has excellent storage stability. Further, it is known that when the colored curable composition is used to form a colored pattern on the support, the specific sensitizer is not contained -162-200811483 or the comparative compound 2-1~2 is used. In each of the comparative examples of -3, a color filter having high exposure sensitivity and excellent developability, and excellent substrate adhesion and pattern cross-sectional shape can be obtained. Hereinafter, a hardening composition containing a coloring agent (pigment) is prepared. The material (for example, a color filter used for forming a solid-state image sensor) will be described. [Example 2-3-1] [1. Modulation of photoresist liquid]

A photoresist liquid was produced in the same manner as in Example 1-2-1. [2. Production of ruthenium wafer substrate having undercoat layer] A ruthenium wafer substrate having an undercoat layer was obtained in the same manner as in Example 1-2-1. [3. Preparation of coloring curable composition 2-C-1] The coloring curable composition 2-C-1 was prepared by mixing and dissolving the compound of the following composition 2-C-1. &lt;Composition 2-C-l&gt; • Solvent hexanone) 80 parts by mass • Colorant (CL Acid Blue 108) 7.5 parts by mass • Colorant (CI Solvent Yellow 162) 2.5 parts by mass • Polymerizable compound (tetramethylol group) a mixture of 3:7 of propane triacrylate and dipentaerythritol) 7·0 parts by mass • Photopolymerization initiator (2,2,-bis(2-chlorophenyl)-4,4',5,5 , -Tetraphenyl-1,2'-diimindole X, above η 1 直直份 D1) • Specific sensitizer (Compound 2-1) 0.8 parts by mass • Co-sensitizer (Hydroxythiobenzothiazide) Squatting): (1) above 0.7 parts by mass • glycerol propoxylate (quantitative average molecular weight Mn: 1500, molar absorptivity e = 〇, no 〇 · 5 parts by mass of color compound) 463- 200811483 [4. Coloring Evaluation of storage stability of the curable composition 2-C-1 (coating liquid)] In the same manner as in Example 1-2-1, the colored curable composition 2-C-1 was stored at room temperature for one month. Conduct an evaluation. The results of the measurement evaluation are shown in Table 15 below. [5. Production of Color Filter Using Coloring Curable Composition 2-C-1 and Evaluation] Except that the coloring photosensitive composition 2-C-1 was used instead of the colored curable composition 1-C-1, and Examples 1-2-1 Same as 'to make color

&lt;Exposure Sensitivity&gt; The exposure sensitivity was evaluated in the same manner as in Example 1-2-1. The results of the measurement and evaluation are shown in Table 15 below. &lt;Developability, substrate adhesion, and pattern cross-sectional shape&gt; Development, substrate adhesion, and pattern cross-sectional shape were according to Example 2-2-1. The evaluation was carried out in the evaluation criteria described in Example 2-2-10. Measurement The evaluation results are shown in Table 15 below.

In the example 2-3-1, except that the composition 2-C-2 shown below was used instead of the coloring photosensitive composition 2-C-1, all were carried out in the same manner as in Example 2-3-1. A color filter having a colored pattern. Further, the same evaluation as in Example 2-3-1 was carried out, and the results are shown in Table 15. The composition of the following composition 2 - C - 2 was dissolved and dissolved to prepare a colored curable composition 2-C-2. -164-

200811483 <Composition 2-C-2> Solvent (cyclohexanone) • Colorant (CL Pigment Red 254) • Colorant (CI Pigment Yellow 139) • Polymerizable compound (tetramethylolpropane triacrylate and new a mixture of pentaerythritol 3:7) • Photopolymerization initiator (1-[4-(phenylthio)phenyl]-2-(0-benzamide)): (D2 above) • Specific sensitivity Chemical (Compound 2-1) • Co-sensitizer (Hydroxythiobenzothiazepine π sitting)··(A1 above) •Glycerol propoxylate (quantitative average molecular weight Μη: 1500, Molar absorption coefficient ε = 0. Colorless Compound) [Example 2-3-3 to Example 2-3-12] In Example 2-3-1, except for the specific sensitivity of the composition 2-C-1 used to prepare the coloring photosensitive composition The sensitizing agent and the photopolymerization-sensitizing sensitizer were changed to the following examples, and all of the examples were prepared to prepare the coloring photosensitive composition 2-C-3 to 2-C-. A color filter with a colored pattern. The same evaluation as in Example 2-3-1 was carried out. The results are as shown in the following Table 15 [Comparative Example 2 - 3 · 1] In Example 2-3-1, except that the composition 2-C-1 used in the preparation of the coloring sensitivity group was changed to the following composition 2-C Example 2-3-1 other than -13 was carried out in the same manner to prepare coloring light, and 2-C-13' was formed into a coloring pattern to obtain a color filter. And the same evaluation as in Example 2-3-1. The results are shown in Table 15 below. 80 parts by mass of 6.0 parts by mass of 4.0 parts by mass of 7.0 parts by mass of 1 part by mass of 0.8 parts by mass of 0. 7 parts by mass of 0.5 parts by mass; 2-C-1 agent, and 2-3-1 of the same as 12, obtained and carried out: 2-C-1, all with the raw composition and the actual -165- 200811483 &lt; Composition 2-C-13&gt; • Solvent (cyclohexanone) 80 parts by mass • Colorant (CI Acid Blue 108) 7.5 parts by mass • Colorant (CI·Solvent Yellow 162) 2.5 parts by mass • Polymerizable compound (mixture of 4:7 of tetramethylolpropane triacrylate and dipentaerythritol) 7.0 parts by mass • 肟 light specific compound 2.5 mass (CGI-124, CIBA SPECIALTY CHEMICAL company, photopolymerization initiator) • Glycerol propoxylate 0.5 parts by mass

(Quantum average molecular weight Μη·· 1500, More absorption coefficient ε =0, colorless compound) [Comparative Example 2-3-5] In Example 2-3-1, except that the coloring photosensitive composition 2-C- was prepared. In the same manner as in Example 2-3-1, except that the composition 2-C-1 was used, the composition was changed to the following composition 2-C-17, and the coloring photosensitive composition 2-C-17 was prepared to form a color. The pattern is obtained to obtain a color filter. Further, the same evaluation as in Example 2-3-1 was carried out, and the results are shown in Table 15 below. &lt;Composition 2-C-17> 80 parts by mass 6.0 parts by mass 4.0 parts by mass 7.0 parts by mass 2.5 parts by mass 0.5 parts by mass • Solvent (cyclohexanone) • CL Pigment Red 254 • CL Pigment Yellow 139 • Polymerizable Compound (Four a mixture of 3:7 of methylolpropane triacrylate and dipentaerythritol) • Photopolymerization initiator (fluorene-based photopolymerization initiator: CGI-124, manufactured by CIBA SPECIALTY CHEMICAL CO., LTD.) • Glycerol propoxylate ( Quantitative average molecular weight _15 〇〇, More absorption coefficient ε = 〇, colorless compound) -166- 200811483 [Comparative Example 2-3-2 to 2·3-4, 2-3-6] In Example 2 -3-1, except for the specific sensitizer, photopolymerization initiator, and co-sensitizer in the composition 2-C-1 used for the preparation of the coloring photosensitive composition c-丨, except as shown in Table 9 below. In the same manner as in Example 2-3-1, the coloring photosensitive composition 2-CM4 to 2-C-16 and 2-C-18 were used to prepare the coloring pattern for comparison, and a color pattern was formed on the support to produce color. Filters were evaluated. The results are shown in Table 15 below. Table 15

Specific compound and sensitizer Photopolymerization initiator Common sensitizer sensitivity (mJ/cm2) Pattern size A (micrometer) Time-dependent stability developable adhesive pattern cross-sectional shape Example 2-3-1 Compound 2-1 D1 Α1 900 1.98 锥形 锥形 tapered Example 2 each 2 2 1 D2 ' Α 1 1100 1.94 〇〇〇 Rectangular Example 2-3-3 Compound 24 D3 Α 1 1100 1.94 〇〇〇 Rectangular Example 2 34 Compound 2-1 D1 Α 2 800 1.98 锥形 tapered embodiment 2-3-5 cation 2-2 D1 Α 1 900 1.98 锥形 tapered example 2-3-6 compound 2-3 D1 Α 1 800 1.99 锥形 tapered embodiment 2-3-7 2-4 1-4 D1 Α 1 1000 1.96 〇〇〇 rectangular embodiment 2-3-8 compound 2-5 D1 Α 1 1000 1.96 〇〇〇 rectangular embodiment 2-3-9 Compound 2-6 D1 Α1 750 1.99 锥形Conical Example 2-3-10 Compound 2-1 D1 Α1 800 1.98 〇〇〇 锥形 tapered 2-3-11 Compound 2 4 D1 Α1 900 1.97 〇〇〇Rectangular Example 2-3-12 Compound 2-6 D1 Α1 700 1.99 〇〇〇 锥形 tapered ratio 2-3-1 • CGI-124 - 1500 .1.84 〇〇X 反Cone Comparative 2-3-2 Comparative compound 2-1 D1 Α1 1300 1.92 〇△ X Anti-cone ratio 2-3-3 Comparative hybrid 2-2 D1 Α1 1300 1.92 〇〇X reverse cone ratio shed 2-3 -4 Comparison 2-3 D1 Α1 2000 1.86 X 〇X Reverse cone ratio surface 2·3-5 - CGI-124 - 1400 1.84 〇〇X Reverse cone ratio _ 2-3-6 Comparative compound 2-1 D1 Α1 1200 1.92 〇Δ X The reversely-shaped photopolymerization initiators D1 to D3, the co-sensitizers A1 and A2, and the comparative compounds 2-1 to 2-3 shown in Table 15 are the above-mentioned compounds. From the results of Table 15, it was found that the colored curable composition of each of the examples containing the specific sensitizer (compounds 2-1 to 2_6) -167 to 200811483 has excellent storage stability in the solution state. Further, when it was found that a colored pattern was formed on the support using the colored curable composition, it was found that the exposure sensitivity was high with respect to each of the comparative examples in which the specific sensitizer was not contained or the comparative compounds 2-1 to 2-3 were used. A color filter that is excellent in image development, and has excellent substrate adhesion and pattern cross-sectional shape.

Further, the synthesis examples of the compounds 3-1 to 3-7 of the compound of the formula (3-1) of the present invention are shown below. (Synthesis Example 3-1) After dissolving 27 g of diphenylaminobenzaldehyde and 3.5 g of piperidine in 450 ml of methanol, the mixture was stirred under reflux for 1 hour. Next, 17 g of 3-ethyl-2·allylimidinyl-oxazolidin-4-one was added and stirred while refluxing for 1 hour. After the completion of the reaction, when it was allowed to cool to room temperature, yellow crystals were precipitated. The precipitated crystals were filtered, and 1 000 ml of methanol was added and stirred for 1 hour. The crystals were filtered and dried to give 23 g of Compound 1 (yield 55%) of the structure below. Identification was carried out by 1H-NMR (solvent CDC13), infrared absorption spectrum, mass spectrometry spectrum, and elemental analysis. Melting point (67 ° C), electron absorption spectrum (THF): absorption maximum wavelength 388 nm, absorption maximum molar absorption coefficient 29400. Oxidation potential (CH3CN, vs Ag/AgCl) + 0.89V.

-168-200811483 (Synthesis Example 3-2) After dissolving 35 g of diphenylaminobenzaldehyde and 2.0 g of piperidine in 500 ml of methanol, the mixture was stirred under reflux for 1 hour. Next, 20 g of 3-ethyl-2-thioxo-4-oxazolidinone was added and stirred while refluxing for 4 hours. After the completion of the reaction, yellow crystals were precipitated when allowed to cool to room temperature. The precipitated crystals were filtered, and stirred with 1000 ml of methanol for 1 hour. The crystals were filtered and dried to give 48 g of Compound 3-2 (yield: 91%). It was identified by 1H-NMR.

Compound 3-2 Next, after dissolving 1.7 g of silver nitrate in 20 ml of acetonitrile, 2.0 g of Compound 2 was added, and the mixture was stirred at room temperature for 0.5 hour. Then, 1.0 g of benzylamine φ was added dropwise thereto and stirred for 1.5 hours, and then 1.0 g of triethylamine was added dropwise thereto, followed by stirring for 1.5 hours. After completion of the reaction, 30 ml of acetone was added, and the precipitated silver salt was separated by filtration using diatomaceous earth, and the filtrate was poured into 150 ml of water. The precipitated crystals were collected by filtration, and then redispersed in methanol to obtain 1.9 g of the compound 3-1 (y. Identification by 1H-NMR. (Synthesis Example 3-3) 20 g of 2,3,6,7-tetrahydro-1H,5H-pyrido-[3,2,1-?7]-quinoline-9-carbaldehyde, 3.5 g of pyrrole The pyridine was dissolved in 400 ml of methanol and stirred while refluxing for 1.5 hours. Next, 21 g of 3-phenylethyl-1,3-oxazolidine-169-200811483-2,4-dione was added and stirred while refluxing for 4 hours. After the completion of the reaction, when it was allowed to cool to room temperature, yellow crystals were precipitated. The precipitated crystals were filtered, and stirred with 800 ml of methanol for 1 hour. The crystals were filtered and dried to give 3 3 g of Compound 3-3 (yield: 85%). Identification was carried out by 1H-NMR (solvent CDC13), infrared absorption spectrum, mass analysis spectrum, and elemental analysis. Melting point (162 °C), electron absorption spectrum (THF): absorption maximum wavelength 412 nm, absorption maximum Mohr absorption coefficient 35500. Oxidation potential (CH3CN, vs Ag/AgCl) + 0.64V °

Compound 3-3 (Synthesis Example 3-4) The compound 3-2 was synthesized by the same method as the method of the synthesis of the compound 3-2. Next, after dissolving 2.8 g of silver nitrate in 40 ml of acetonitrile, 3.0 g of Compound 2 was added, and the mixture was stirred at room temperature for 0.5 hour. Next, 5 g of 2,4,6-trimethylaniline was added dropwise and stirred for 1.5 hours, and then 1. gram of triethylamine was added dropwise, followed by stirring at 70 ° C for 1 hour. After completion of the reaction, 60 ml of acetone was added, and the precipitated silver salt was separated by filtration using celite, and the filtrate was poured into 300 ml of water. The precipitated crystals were obtained by filtration, and then redispersed in methanol to obtain 3.5 g of the compound 3-4 (yield: 92%) of the structure below. It was identified by 1H-NMR (solvent CDC, red tt absorption spectroscopy, mass spectrometry spectrum, and elemental analysis -170-200811483. Melting point (117 ° C), electron absorption spectrum (THF): absorption maximum wavelength 395 nm The absorption maximal molar absorption coefficient is 3〇9〇〇. The oxidation potential (CH3CN, vs Ag/AgCl) + 0.82V.

Compound 3-4 (Synthesis Example 3-5) 1.88 g of diethylaminobenzaldehyde, 0.7 g of piperidine, 2.1 g of 3-ethyl-2-cyclohexylimido-oxazolidine-4- After the ketone was dissolved in 50 ml of ethanol, it was stirred while refluxing for 8 hours. After the completion of the reaction, yellow crystals were precipitated when allowed to cool to room temperature. The precipitated crystals were filtered, and 50 ml of methanol was added and stirred for 1 hour. The crystals were filtered and dried to give 1. 4 g of Compound 3-5 (yield: 38%) of the structure below. It was identified by 1H-NMR (solvent CDC13), infrared absorption spectroscopy, mass ® analytical spectrum, and elemental analysis. Electron absorption spectroscopy (THF): The absorption maximum wavelength is 385 nm, and the absorption maximum molar absorption coefficient is 37,200.

Compound 3-5 (Synthesis Example 3-6) After dissolving 17.7 g of diethylaminobenzaldehyde and 1.0 g of piperidine in 250 -171 - 200811483 ml of methanol, the mixture was stirred under reflux for 1 hour. Then, 19.9 g of 3-ethyl-2-thioxo-4-oxazolidinone was added and stirred while refluxing for 4 hours. After the completion of the reaction, when allowed to cool to room temperature, yellow crystals were precipitated. The precipitated crystals were filtered, and 500 ml of methanol was added and stirred for 1 hour. The crystals were filtered and dried to give 3 g. 4 g of compound 3-6 (yield 85%) of the structure below. It was identified by 1H-NMR.

Compound 3-6 (Synthesis Example 3-7) After dissolving 1.7 g of silver nitrate in 20 ml of acetonitrile, 1.8 g of the compound 3-6 obtained by the same method as the synthesis of Example 3-6 was added, and the mixture was stirred at room temperature for 0.5 hour. . Next, 1.0 g of cyclohexylamine was added dropwise and stirred for 1.5 hours, and then 〇g triethylamine was added dropwise to φ, followed by stirring for 1.5 hours. After completion of the reaction, 30 ml of acetone was added, and the precipitated silver salt was separated by filtration using diatomaceous earth, and the filtrate was poured into 150 ml of water. The precipitated crystals were collected by filtration, and then re-dispersed in methanol to obtain 1.9 g of Compound 3-7 (yield: 88%). It was identified by 1 H-NMR (solvent CDC13), infrared absorption spectrum, mass analysis spectrum, and elemental analysis. Electron absorption spectroscopy (THF): absorption maximum wavelength 384 nm, absorption maximum molar absorption coefficient 3 8300. -172- 200811483

Compound 3-7 The structures of the compounds 3-1 to 3-7 were classified and shown in Table 16 below. Further, the structures of Comparative Compounds 3-1 to 3-3 used in the comparative examples described later are described in Table 17.

473- 200811483 Table 16 Compound Number Structure Compound 3-1 9 σΝΌΛ^〇 Compound 3-2 Compound 3-3 Compound 3-4 Ρ η σΝΌύ&gt;^&gt; Compound 3-5 Compound 3-6 ^ 9 Compound 3-7 9 -174- 200811483 Table 17

Hereinafter, the color filter of the present invention and the method for producing the same will be described more specifically by way of examples, but the present invention is not limited to the following examples without departing from the spirit of the invention. [Embodiment 3 -1 -1 ]

Here, an example of a color filter of a coloring-curable composition 3-A-1' containing a coloring agent (pigment) and using the coloring curable composition 3-A-1 will be described. . [1. Preparation of coloring curable composition 3_A-1] 1-1. Preparation of pigment dispersion liquid (P1) A pigment dispersion liquid prepared in the same manner as in Example 1-1.1 was used. 1-2. Preparation of coloring curable composition 3-A-1 (coating liquid) The coloring curable composition 3-A-1 was prepared by dissolving and dissolving the component of the following composition 3-A-1. -175- 200811483 &lt; Composition 3 - A -1 &gt; 600 parts by mass 190 parts by mass 60 parts by mass 60 parts by mass 40 parts by mass 40 parts by mass 1 part by mass 1000 parts by mass 10 parts by mass • Pigment dispersion (PI) • Alkali Soluble resin (benzyl methacrylate/methacrylic acid/hydroxyethyl methacrylate copolymer, molar ratio: 80/10/10, Mw: 10000) • dipentaerythritol hexaacrylate [polymeric compound] • 2,2,-bis(2-chlorophenyl)-4,4',5,5,·tetraphenyl-1,2'-diimidazole (photopolymerization initiator) • Compound 3-1 [specific sensitivity Chemical agent

• Common sensitizer: 2-Hydroxythiobenzimidazole • Surfactant: (trade name: TETRANIK150IU, BASF) • Solvent: propylene glycol monomethyl ether acetate • r-methacryloxypropyl propyl Triethoxy decane [Production of Color Filter] 2- 1. Formation of the curable composition layer In addition to the use of the colored curable composition layer 3 - A -1 instead of the color hardening composition 1-A- In the same manner as in Example 1-1-1, a coloring-curable composition coating film (colored curable composition layer) was formed, and exposed, developed, and heat-treated to obtain color filter. sheet. [3. Performance evaluation] The same evaluation as in Example 1-1 was carried out on the colored curable composition 3 - A -1 (coating liquid) prepared above. The results are shown in Table 18 below. [Examples 3-1-2 to 3-1-10] In Example 3 -1 -1, except for the specific sensitization in the composition A-1 used for preparing the colored curable composition layer 3-A-1 The agent and the photopolymerization initiator were changed to the following Table 18, and all were carried out in the same manner as in Example 3·1·1 -176-200811483 to prepare a curable composition 3-A-2 to A-10. A color filter having a colored pattern formed using the same is obtained. Further, evaluation was carried out in the same manner as in Example 3-1. The results are shown in Table 18 below. [Comparative Example 1-1]

In Example 3-1-1, except that the composition 3-A-1 used for the preparation of the coloring curable composition 3_A-1 was changed to the following composition 3-B-1, all were the same as those in Example 3-1-1. In the same manner, the coloring curable composition B-1 for comparison was prepared to form a colored pattern to obtain a color filter. Further, the same evaluation as in Example 3-1-1 was carried out. The results are shown in Table 18 below. &lt;Composition 3-Β-1&gt; 600 parts by mass 200 parts by mass 60 parts by mass 140 parts by mass 1000 parts by mass 1 part by mass • Pigment dispersion (P1) • Alkali-soluble resin (benzyl methacrylate/methacrylic acid/A) Hydroxyethyl acrylate copolymer, molar ratio: 80/10/10, Mw: 10000) • dipentaerythritol hexaacrylate [polymeric compound] • 1-[4-(phenylthio)phenyl] -2-(〇-benzothymidine) [Photopolymerization initiator]

• Solvent: propylene glycol monomethyl ether acetate • surfactant: (trade name: TETRANIK 150 IU, BASF) [Comparative Examples 1-2 to 1-4] The color hardening property prepared in Example 3 -1 -1 In addition to the specific sensitizer, the photopolymerization initiator, and the co-sensitizer, the composition layer 3 - A-1 is changed to a comparative compound, a photopolymerization initiator, and a co-sensitizer shown in the following Table 18. In the same manner as in Example 3 -1 -1, all of the colored curable composition 3-B-2 to 3-B-4 ' was prepared to obtain a color filter having a colored pattern formed using the same. . Further, evaluation was carried out in the same manner as in Example 3-1. The results are shown in Table 18 below. -177- 200811483 Table 18

Evaluation of coloring curable composition coloring curable composition and color filter wm specific sensitizer or comparative compound photopolymerization initiator co-sensitizer preservation stability exposure sensitivity (mJ/cm2) pattern size (micrometer) substrate Adhesive pattern cross-sectional shape Example 3-1-1 3-A-1 Compound 3-1 D1 F1 〇40 〇〇Rectangular Example 3·1·2 3-A-2 Compound 3-1 D2 F1 〇50 〇〇 Rectangular Example 3-1-3 3-A-3 Compound 3-1 D3 F1 〇50 〇〇Rectangular Example 344 3-A4 Compound 3-1 D1 F2 〇40 〇〇Rectangular Example 3-1-5 3· Α·5 Compound 3-3 D1 F1 〇50 〇〇Rectangular Example 3·1-6 3-Α-6 Compound 3-4 D1 F1 〇45 〇〇Rectangular Example 3 Small 7 3-Α-7 Compound 3- 5 D1 F1 〇35 锥形Conical cone Example 3 Small 8 3-Α-8 Compound 3-7 D1 F1 〇35 〇〇Conical cone Example 3-1-9 3-Α-9 Compound 3-2 D1 F1 〇60 〇△ Rectangular Example 34-10 3-Α-10 Compound 3-6 'D1 FI 〇60 〇Δ Rectangular Comparative Example 344 3-Bl - D2 - Δ 100 〇Δ Anti-conical Comparative Example 34·2 3 -B-2 Comparative Compound 3-1 D1 F1 Δ 80 Δ Δ anti-conical comparison example 3 small 4 3-B-3 comparative compound 3-2 D1 F1 Δ 150 〇X reverse cone comparative example 3 small 5 3-B-4 comparative compound 3-3 D1 F1 Δ 90 〇Δ anti-tapered photopolymerization initiators D1 to D3, co-sensitizers FK and F2 shown in Table 18, and photopolymerization initiators D1 to D3 and co-sensitizers F1 and F2 shown in Table 4, respectively. the same. From the results of Table 18, it was found that the color hardening composition of each of the examples containing the specific sensitizer (compounds 3-1 to 3-7) had excellent storage stability in the solution state. Moreover, when the coloring pattern was formed on the support using the colored curable composition, it was found that the exposure sensitivity was high with respect to each of the comparative examples in which the specific sensitizer was not contained or the comparative compounds 3-1 to 3-3 were used.显-178· 200811483 A color filter with excellent image quality, excellent substrate adhesion, and pattern cross-sectional shape. Hereinafter, an example will be described in which a color-curable composition containing a color former (pigment) for use in a solid-state image sensor is prepared, and a color filter for use in a solid-state image sensor is produced by using the colored curable composition. [Example 3-2_1] [1. Preparation of photoresist liquid] Photoresist liquid preparation was carried out in the same manner as in Example 1-2-1.

[2. Production of underlying coated germanium wafer substrate] In the same manner as in Example 1-2-1, an undercoated silicon wafer substrate was obtained. [3. Preparation of coloring curable composition 3 · C -1] The coloring curable composition 3-C-1 was prepared by mixing and dissolving the compound of the following composition 3-C-1. &lt;Composition 3-C-l&gt; • Cyclohexanone (solvent) 80 parts by mass • CI Acid Blue 108 strong colorant) 7.5 parts by mass • CI·solvent yellow 162 ageing agent) 2.5 parts by mass • Pentaerythritol triacrylate 3:7 mixture of ester and dipentaerythritol hexapropionate (polymerizable compound) 7-fibrous • 2,2'-bis(2-chlorophenyl)-4,4',5,5' -tetraphenyl.1,2\diimidazole (photopolymerization initiator) 1 part by mass • Compound 3-1 (Fuding sensitizer) q η Temporary portion • Common sensitizer: 2-Hydroxythiobenzimidazole 0.8 Temporary portion • Glycerol propoxylate (λ 5 parts by mass (quantitative average molecular weight Μ η : 1500, More absorption coefficient ε =0, colorless compound) -179- 200811483 [4. Colored curable composition 3-C-1 Evaluation of storage stability of (coating liquid) In the same manner as in Example 1-2-1, the colored curable composition 3-C-1 was stored at room temperature for one month, and then evaluated. [5. Coloring hardenability was used. Production of color filter by the composition 3-C-1 and evaluation] The same procedure as in Example 1-2-1 except that the colored photosensitive composition 3-C-1 was used instead of the colored curable composition 1-C-1 The process proceeds to obtain a color filter.

&lt;Exposure Sensitivity&gt; The exposure sensitivity, substrate adhesion, and pattern cross-sectional shape were evaluated in the same manner as in Example 1-2-1. The measurement evaluation results are shown in Table 19 below. &lt;Developing property&gt; Evaluation was carried out in the same manner as in Example 1-1. [Comparative Example 3-2-1] In Example 3-2-1', except that the composition 3-C-1 ' used for the preparation of the coloring curable composition 3-C-1 was changed to the following composition 3-D-1 In the same manner as in Example 3 -2-1, the coloring curable composition 3 -D -1 for comparison was prepared, and a color filter in which a colored pattern was formed was obtained. The same evaluation as in Example 3-2-1 was carried out. The results are shown in Table 19. -180- 200811483 &lt;Composition of 3-D-l&gt; • Cyclohexanone (solvent) 80 parts by mass • CI. Acid Blue 108 (colorant) 7.5 parts by mass • CI Solvent Yellow 162 (colorant) 2.5 parts by mass • New 3:7 mixture of pentaerythritol triacrylate and dipentaerythritol hexaacrylate (polymerizable compound) 7·〇 parts by mass • Lanthanide photopolymerization initiator (CGI-124, manufactured by CIBA SPECIALTY CHEMICAL Co., Ltd., light) Polymerization initiator) 2·5 parts by mass • Glycerol propoxylate 〇·5 parts by mass (quantitative average molecular weight Μη: 1500)

[Example 3-2-2 to 2-10, Comparative Example 2-2 to 2-4] In Example 3-2-1, except that the composition for coloring the photosensitive composition 3-C-1 was prepared 3- The specific sensitizer, the photopolymerization initiator, and the co-sensitizer in C-1 were changed to the same as in the above-described Table 3, except that the specific sensitizer, the photopolymerization initiator, and the co-sensitizer were changed, and the coloring photosensitive composition 3 was prepared. -C-2 to 3-C-10 and the comparative coloring hardenable composition 3-C-ll~3-C-13, while forming a colored pattern on the support to form a color filter, and evaluating . The results are shown in Table 197 below. [Example 3-2-11] In the example 3-2-1, except that the composition 3-C-1 used for the preparation of the coloring photosensitive composition 3-CM was changed to the following composition 3-E-1, all In the same manner as in Example 3-2-1, the colored photosensitive composition 3-E-1 was prepared, and a colored pattern was formed to obtain a color filter. Further, evaluation was carried out in the same manner as in Example 3-2-1. The results are shown in Table 19. -181- 200811483 &lt;Composition 3-Ε-1&gt; 80 parts by mass 6 parts by mass 4.0 parts by mass 7·〇 parts by mass 1 part by mass 7·7 parts by mass 〇·δ parts by mass 〇·5 parts by mass • Cyclohexanone • CI Pigment Red 254 • CI·Pigment Yellow 139 • 3:7 mixture of pentaerythritol triacrylate and dipentaerythritol hexaacrylate (polymerizable compound) • 2,2'-bis(2-chlorobenzene) —4,4′,5,5′-tetraphenyl·1,2′-diimidazole (photopolymerization initiator) • Compound 3-1 (specific sensitizer)

• Co-sensitizer: 2-Hydroxythiobenzimidazole • Glycerol propoxylate (number average molecular weight Μη : 1500) [Example 3-2-5] In Example 3-2-11, except that the modulation was colored Each of the specific sensitizer, the photopolymerization initiator, and the co-sensitizer in the composition 3-Ε-1 used in the photosensitive composition 3-Ε-1 was changed to the following Table 19, and all were the same as Example 3. In the same manner, -2-11 was prepared to prepare a coloring photosensitive composition 3-Ε-2, and a coloring pattern was formed to produce a color filter, which was evaluated. Results are as follows

[Comparative Example 3-2_6] In Example 3-2-丨, except that the composition 3 - C -1 used for the preparation of the coloring photosensitive composition 3-C-1 was changed to the following composition 3 - F · 1 In the same manner as in Example 3-2-1, the coloring photosensitive composition 3-F-1 was prepared, and a coloring pattern was formed to obtain a color filter. Further, evaluation was carried out in the same manner as in Example 3-2-1. The results are shown in Table 19. -182- 200811483

<Composition 3-F-l> • 80 parts by mass of cyclohexanone • CI Pigment Red 254 6.0 parts by mass • CL Pigment Yellow 139 4.0 parts by mass • Pentaerythritol triacrylate and dipentaerythritol hexaacrylate 3 Mixture of 7 : (polymerizable compound) 7·0 parts by mass • Lanthanide photopolymerization initiator (CGI-124, manufactured by CIBA SPECIALTY CHEMICAL Co., Ltd., photopolymerization initiator) 2.5 parts by mass • Glycerol propoxylate 〇·5 mass Exciting average molecular m Μη : 1500) -183- 200811483 Table 19 Coloring hardenability) Coloring hardening of bismuth 匕 组成 composition and color filter&gt; Evaluation of bracts wm Specific sensitizer or comparative compound photopolymerization Agent co-sensitizer preservation stability sensitivity (mJ/cm2) inch (micron) imaging substrate adhesion pattern cross-sectional shape Example 3-2-1 3-C-1 Compound 3-1 D1 F1 〇900 1.97 〇 〇Rectangular Example 3·2·2 3-C-2 Compound 3-1 D2 F1 〇1100 1.94 〇〇Rectangular Example 3-2-3 3-C-3 Compound 3-1 D3 F1 〇1100 1.94 〇〇Rectangle Example 3-2-4 3-C-4 Compound 3-1 D1 F2 〇900 1.98 锥形Conical Example 3-2·5 3-C-5 Compound 3-3 D1 F1 〇1100 1.94 〇〇Rectangular Example 3-2-6 3-C-6 Compound 3-4 D1 F1 〇1000 1.94 〇〇Rectangular Example 3-2-7 3- C-7 Compound 3-5 D1 F1 〇800 1.94 〇〇Rectangular Example 3-2·8 3-C-8 Compound 3·7 D1 F1 〇800 1.92 〇〇Rectangular Example 3·2-9 3-C- 9 Compound 3-2 D1 F1 〇1200 1.94 〇〇Rectangular Example 3-2-10 3-C-10 Compound 3-6 D1 F1 〇1200 1.94 〇〇Rectangular Example 3-2-11 3-E-2 Compound 3-1 D1 F1 〇800 2.01 〇〇 锥形 tapered comparison example 3-2·1 3-D-1 - CGI-124 〇1500 1.84 〇Δ anti-tapered tmm 3-2-2 3-C-11 Comparative compound 3-1 D1 F1 〇1300 1.90 Δ Δ Anti-conical comparison example 3-2-3 3-C-12 Comparative compound 3-2 D1 F1 〇2000 1.50 〇X Reverse cone comparison example 3-2-4 3-C -13 Comparative Compound 3-3 D1 F1 〇1400 1.91 〇Δ Anti-conical Comparative Example 3·2·5 3-E-2 Comparative Compound 3·1 D1 F1 〇1200 1.92 Δ Δ Anti-conical Comparative Example 3-2- 6 3-F-1 - CGI-124 - 〇1400 1.91 〇Δ anti-taper

The photopolymerization initiators D1 to D3, the co-sensitizers F1 and F2, and the comparative compounds 3-1 to 3-3 shown in Table 19 are the aforementioned compounds. From the results of Table 19, it was found that the color hardening composition of each of the examples containing the specific sensitizer (compounds 3-1 to 3-7) had excellent storage stability in the solution state. Moreover, when the coloring pattern was formed on the support using the colored curable composition, it was found that the exposure sensitivity was high with respect to each comparative example in which the specific sensitizer was not contained or the comparative compounds 3-1 to 3-3 were used. A color concentrating sheet excellent in image formation, excellent in substrate adhesion, and pattern cross-sectional shape. •184-

200811483 [Simplified description of the drawings] Fig. 1 is a second diagram of the compound 2-1, and the third diagram of the compound 2-2 is a pattern of the compound 2 - 3, and the fifth diagram of the compound 2 - 4 is a compound 2 - Fig. 6 is a diagram showing the W-NMR chart of the main component symbols of the compound 2-6. iH-NMR chart. iH-NMR chart. ^-NMR chart. W-NMR chart. j-NMR chart.

-185-

Claims (1)

200811483 X. Application Specific Range: 1 . A curable composition for a color filter, characterized in that it is selected from the group consisting of a compound represented by the following formula (1-1) and a formula (I-11) At least one compound selected from the group consisting of a compound represented by the following formula (2-1) and a compound represented by the formula (3_丨); a photopolymerization initiator; a polymerizable compound; and In the formula (1-1) and the formula (1-II), R11 and R12 each independently represent a monovalent substituent; and R13, R14, R15 and R16 each independently represent a hydrogen atom or a monovalent group. a substituent; η represents an integer of 0&quot;5; η' represents an integer of 0 to 5; η and η are not both 0; when η is 2 or more, R11 of the plural may be the same or different; 'When it is 2 or more, R2 in the plural may be the same or different; General formula (2-1) -186- 200811483 In the formula (2-1), A represents an aromatic ring or a heterocyclic ring which may have a substituent; and R21, R22, R23, R24, and each independently represent a hydrogen atom or a monovalent non- Metal atomic groups; A, R22, R23, and R24 may each bond to each other to form an aliphatic or aromatic ring; In the formula (3-1), A represents an aromatic ring or a heterocyclic ring which may have a substituent; X represents an oxygen atom, a sulfur atom or -N(R33)-; Y represents an oxygen atom, a sulfur atom or _N(R33)-; R31, R32, and R33 each independently represent a hydrogen atom or a monovalent non-metal atomic group; and A, R31, R32, and R33 may each bond to each other to form an aliphatic or aromatic group. Sexual ring. 2. The curable composition for a color filter according to the item i of the patent application, wherein the compound represented by the formula (1-1) or the formula (1-II) is contained. 3. The hardenable composition for a color filter according to the second aspect of the patent application, wherein in the formula (1-1) or the formula (1·Π), the η represents an integer of 1 to 5, in R11 At least one of them is an alkyl group, an alkoxy group, or a dialkylamine group. 4. The curable composition for a color filter according to item 2 of the patent application, which further contains a thiol compound. 5. The curable composition for a color filter according to the first aspect of the invention, wherein the compound represented by the formula (2-1) is contained. 6. The curable composition for a color filter according to the first aspect of the patent application, -187- 200811483, which contains the compound represented by the formula (, 3-1). 7. The hardenable composition for a color filter according to any one of claims 1 to 6, which contains a diimidazole compound as the photopolymerization initiator. A color filter comprising a coloring pattern formed by using a curable composition for a color filter according to any one of the first to sixth aspects of the invention. 9. The color filter of claim 8, wherein the curable composition for the color filter contains a diimidazole compound as the photopolymerization initiator. 10. A method for producing a color filter, comprising the steps of: coating a support layer with a hardenable composition for color filters of claim 8 to form a color hardening composition layer; and transmitting a mask a step of exposing the colored curable composition layer; and a step of developing the colored curable composition layer after exposure to form a colored pattern. 11. The method of producing a color filter according to claim 10, wherein the curable composition for the color filter contains a diimidazole compound as the photopolymerization initiator. 12. A compound as shown in the formula (2-1). A photosensitive composition comprising a compound represented by the formula (2-1). A curable composition comprising a compound represented by the formula (2-1), a photopolymerization initiator, a polymerizable compound, and a color former. 1 5 The curable composition of claim 14 which contains a diimidazole compound as the photopolymerization initiator. -188·