KR20180010142A - The blue curable resin composition, color filter and display device - Google Patents

Abstract

A color filter formed from a conventional colored curable resin composition is capable of improvement in lightness. A blue curable resin composition of the present invention comprises a colorant (A), a resin (B), a polymerizable compound (C) and a polymerization initiator (D), wherein the colorant (A) comprises a silicon atom-containing pigment (A1) having a maximum absorption wavelength in chloroform of 500 to 600 nm and a blue colorant. The present invention also relates to a color filter formed of the blue curable resin composition and a display device including the same.

Description

TECHNICAL FIELD [0001] The present invention relates to a blue curable resin composition, a blue filter, and a display device.

The present invention relates to a blue curable resin composition.

The colored curable resin composition is used in the production of a color filter used in a display device such as a liquid crystal display device, an electroluminescence display device, and a plasma display. As such a color-curable resin composition, there is known a mixture of compounds represented by the formulas (A1-1) to (A1-8) and a colored curable resin composition comprising CI Pigment Blue 15: 6 (Patent Document 1).

[Chemical Formula 1]

(Patent Document 1) Japanese Laid-Open Patent Publication No. 2011-118369

The color filter formed of the above-mentioned colored curable resin composition has room for improvement in lightness.

The present invention includes the following inventions.

[1] A colorant comprising (A) a resin (A), a resin (B), a polymerizable compound (C) and a polymerization initiator (D), wherein a maximum absorption wavelength in chloroform is 500 nm to 600 nm , And a blue coloring agent.

[2] The blue curable resin composition according to [1], wherein the polymerization initiator (D) comprises a polymerization initiator represented by the following formula (d1).

(2)

[In the formula (d1)

R ^d1 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, a heterocyclic group having 3 to 36 carbon atoms which may have a substituent, a saturated hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, And the methylene group (-CH ₂ -) contained in the saturated hydrocarbon group or the aralkyl group represents -O-, -CO-, -S-, -SO ₂ - or -NR ^{d5 <} - >

R ^d2 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 36 carbon atoms, or a saturated hydrocarbon group having 1 to 10 carbon atoms.

R ^d3 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, or a heterocyclic group having 3 to 36 carbon atoms which may have a substituent.

R ^d4 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, or an aliphatic hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, and the methylene group (-CH ₂ -) contained in the aliphatic hydrocarbon group, The methine group (-CH <) included in the aliphatic hydrocarbon group may be substituted with -PO ₃ <, and the hydrogen atom contained in the aliphatic hydrocarbon group may be replaced with -O-, -CO- or -S-. May be substituted with an OH group.

R ^d5 represents a saturated hydrocarbon group having 1 to 10 carbon atoms, and the methylene group (-CH 2 -) contained in the saturated hydrocarbon group may be substituted with -O- or -CO-.

[3] The blue curable resin composition according to [1] or [2], wherein the content of the colorant (A) is 3 mass% or more and 60 mass% or less based on the total solid content of the blue curable resin composition.

[4] The blue curable resin composition according to any one of [1] to [3], wherein the blue colorant is a pigment having a phthalocyanine skeleton.

The blue curable resin according to any one of [1] to [4], wherein the mass ratio of the content of the dye (A1) to the content of the blue colorant (dye (A1) / blue colorant) Composition.

[6] A color filter formed from the blue curable resin composition according to any one of [1] to [5].

[7] A display device comprising the color filter according to [6].

The color filter formed of the blue curable resin composition of the present invention is excellent in brightness.

The blue curable resin composition of the present invention comprises a colorant (A), a resin (B), a polymerizable compound (C) and a polymerization initiator (D).

The compounds and functional groups exemplified in the present specification may be used alone or in combination of two or more, unless otherwise specified.

The blue curable resin composition of the present invention is a blue curable resin composition which contains, as the colorant (A), a dye (A1) having a maximum absorption wavelength in chloroform of 500 nm to 600 nm and having a silicon atom (hereinafter also referred to as "dye (A1) And a colorant (A2). As the dye (A1), a dye having a maximum absorption wavelength in chloroform of 500 nm to 580 nm is preferable, and a dye having a wavelength of 500 nm to 560 nm is particularly preferable.

As the dye (A1), a dye having a silicon atom and having an imidazole skeleton, a triarylmethane skeleton, a cyanine skeleton, or a xanthene skeleton is preferable. Examples of the dye having a silicon atom and having an imidazole skeleton include a compound represented by the formula (IA) disclosed in JP-A-2010-526897.

(3)

[In the formula (IA), R ¹ is a group represented by the following formula (ia), and X is a halogen atom.

[Chemical Formula 4]

[Wherein n represents an integer of 1 to 8, R ² represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and * represents a bond with a nitrogen atom.]]

As the compound represented by the formula (IA), a compound represented by the following formula is preferably exemplified.

[Chemical Formula 5]

Among the dyes (A1), a dye having a silicon atom and having at least one skeleton selected from the group consisting of a triarylmethane skeleton, a cyanine skeleton and a xanthene skeleton is preferable, and a dye having a silicon atom and having a xanthene skeleton Is more preferable. As the dye having a silicon atom and having a xanthene skeleton, a dye having a xanthene skeleton having an organic silicon group as a substituent is preferable. Here, the organic silicon group represents a group having a carbon-silicon bond. Among dyes having a xylan skeleton having an organic silicon group as a substituent, dyes having a xylan skeleton having a silylalkyl group such as a trimethylsilylalkyl group, a triethylsilylalkyl group, a trimethoxysilylalkyl group or a triethoxysilylalkyl group as a substituent are preferable, A compound represented by formula (IB) (hereinafter also referred to as &quot; compound (IB) &quot;) is more preferable. Compound (IB) also includes tautomers thereof.

[Chemical Formula 6]

[In the formula (IB), R ²¹ to R ²⁴ each independently represent a hydrogen atom, a monovalent saturated hydrocarbon group having 1 to 10 carbon atoms, a phenyl group which may have a substituent, or a group represented by the formula (ib). Provided that at least one of R ²¹ to R ²⁴ is a group represented by the following formula (ib).

-R ⁵⁰ -Si (R ²⁹ ) ₃ (ib)

[R ²⁹ represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and * represents a bond with a nitrogen atom. The plurality of R &lt; ²⁹ &gt; may be the same or different.

R ⁵⁰ represents an alkanediyl group having 1 to 10 carbon atoms and -CH ₂ - which constitutes the alkanediyl group may be replaced by -O-, -CO-, -NR ¹¹ -, -OCO-, -COO-, -OCONH -, -CONH-, or -NHCO-. Provided that in the alkanediyl group, adjacent -CH ₂ - is not substituted at the same time, and -CH ₂ - at the terminal is not substituted)

In R ²¹ to R ²⁴ , the hydrogen atom contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms may be substituted with a halogen atom, and -CH ₂ - included in the saturated hydrocarbon group may be replaced by -O-, -CO-, -NR ¹¹ -, -OCO-, -COO-, -OCONH-, -CONH- or -NHCO-. In this saturated hydrocarbon group, adjacent -CH ₂ - is not substituted at the same time, and -CH ₂ - at the terminal is not substituted.

R ²⁵ and R ²⁶ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

R ²⁷ and R ²⁸ are, each ^{_{independently, -OH, -SO 3 -, -SO}} 3 H, -SO 3 - Z +, -CO 2 -, -CO 2 H, -CO 2 - Z +, -CO ₂ R ¹⁰ , -SO ₃ R ¹⁰ or -SO ₂ NR ¹¹ R ¹² .

R ¹⁰ represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and the hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom.

Z ^{+ _{is, + N (R 13) 4}} , shows the Na ⁺ or K ^+.

R ¹¹ and R ¹² each independently represent a hydrogen atom or a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms.

R ¹³ each independently represents a hydrogen atom or a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms.

and p represents an integer of 0 to 4.]

The compound represented by the formula (IB) includes a compound represented by the following formula (IC) (hereinafter also referred to as a &quot; compound (IC) &quot;) and tautomers thereof.

(7)

[In the formula (IC), each of R ³¹ to R ³⁴ independently represents a hydrogen atom, a monovalent saturated hydrocarbon group having 1 to 10 carbon atoms, a phenyl group which may have a substituent, or a group represented by the formula (ic). Provided that at least one of R ³¹ to R ³⁴ is a group represented by formula (ic).

[Chemical Formula 8]

[Wherein n represents an integer of 1 to 8, R ³⁹ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and * represents a bond with a nitrogen atom.]

The hydrogen atom contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms in R ³¹ to R ³⁴ may be substituted with a halogen atom, and -CH ₂ - included in the saturated hydrocarbon group may be replaced by -O-, -CO-, -NR &lt; ¹¹ &gt; -. In this saturated hydrocarbon group, adjacent -CH ₂ - is not substituted at the same time, and -CH ₂ - at the terminal is not substituted.

R ³⁵ and R ³⁶ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

R ³⁷ and R ³⁸ are, each ^{_{independently, -OH, -SO 3 -, -SO}} 3 H, -SO 3 - Z +, -CO 2 -, -CO 2 H, -CO 2 - Z +, -CO ₂ R ¹⁰ , -SO ₃ R ¹⁰ or -SO ₂ NR ¹¹ R ¹² .

R ¹⁰ represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, and the hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom.

Z ^{+ _{is, + N (R 13) 4}} , shows the Na ⁺ or K ^+.

R ¹¹ and R ¹² each independently represent a hydrogen atom or a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms.

R ¹³ each independently represents a hydrogen atom or a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms.

and m represents an integer of 0 to 4.]

Examples of the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms represented by R ²¹ to R ²⁴ and R ³¹ to R ³⁴ in the formulas (IB) and (IC) include methyl, ethyl, n- butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, decyl group, 1-methylbutyl group, Dimethylbutyl group, 3-tetramethylbutyl group, 1,5-dimethylhexyl group, 1,6-dimethylheptyl group, 2-ethylhexyl group and 1,1,5,5-tetramethylhexyl group.

The monovalent saturated hydrocarbon group having 1 to 10 carbon atoms represented by R ²¹ to R ²⁴ and R ³¹ to R ³⁴ is preferably a methyl group, an ethyl group, a propyl group or a butyl group.

The hydrogen atom contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms represented by R ²¹ to R ²⁴ and R ³¹ to R ³⁴ may be substituted with a halogen atom. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.

Examples of the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms substituted with a halogen atom include a fluoromethyl group, a difluoromethyl group, a trifluoromethyl group, a perfluoroethyl group and a chlorobutyl group.

-CH ₂ - included in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms represented by R ²¹ to R ²⁴ and R ³¹ to R ³⁴ may be substituted with -O-, -CO- or -NR ¹¹ -. In this saturated hydrocarbon group, adjacent -CH ₂ - is not substituted at the same time, and -CH ₂ - at the terminal is not substituted.

Examples of the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms represented by R ¹¹ include a methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, n- an isopropyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a tert-butyl group, a tert-butyl group, a tert- A branched chain alkyl group having 3 to 20 carbon atoms such as a butyl group, an isopentyl group, a neopentyl group and a 2-ethylhexyl group, a cyclopropyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group and a tricyclo And an alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms such as decyl group.

Examples of the group in which -CH ₂ - contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms is substituted with -O- include groups represented by the following formulas (* represents a bonding hand).

[Chemical Formula 9]

Examples of the group in which -CH ₂ - contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms is substituted with -CO- include groups represented by the following formulas (* represents a bonding hand).

[Chemical formula 10]

Examples of the group in which -CH ₂ - contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms is substituted with -NR ¹¹ - include groups represented by the following formulas (* indicates a bonding hand).

(11)

-CH ₂ - included in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms represented by R ²¹ to R ²⁴ and R ³¹ to R ³⁴ is -OCO-, -COO-, -OCONH-, -CONH- and -NHCO- May be substituted with at least one group selected from the group consisting of In this saturated hydrocarbon group, adjacent -CH ₂ - is not substituted at the same time, and -CH ₂ - at the terminal is not substituted.

Examples of the group in which -CH ₂ - contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms is substituted with -OCO- include groups represented by the following formulas (* represents a bonding hand).

[Chemical Formula 12]

Examples of the group in which -CH ₂ - contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms is substituted with -COO- include groups represented by the following formulas (* represents a bonding hand).

[Chemical Formula 13]

Examples of the group in which -CH ₂ - contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms is substituted with -OCONH- include groups represented by the following formulas (* represents a bonding hand).

[Chemical Formula 14]

Examples of the group in which -CH ₂ - contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms is substituted with -CONH- include groups represented by the following formulas (* indicates a bonding hand).

[Chemical Formula 15]

Examples of the group in which -CH ₂ - contained in the monovalent saturated hydrocarbon group having 1 to 10 carbon atoms is substituted with -NHCO- include groups represented by the following formulas (* represents a bonding hand).

[Chemical Formula 16]

The phenyl group represented by R ²¹ to R ²⁴ and R ³¹ to R ³⁴ may have a substituent. As the substituent, a halogen ^{atom, -R 10, -OH, -OR 10} , -SO 3 H, -SO 3 - Z +, -CO 2 H, -CO 2 R 10, -SR 10, -SO 2 R 10 , -SO ₃ R ¹⁰ and -SO ₂ NR ¹¹ R ¹² .

Examples of the monovalent saturated hydrocarbon group having 1 to 20 carbon atoms represented by R ¹⁰ to R ¹³ include a methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n- A straight chain alkyl group having 1 to 20 carbon atoms such as an octyl group, an n-nonyl group, a n-decyl group, a n-dodecyl group, an n- Branched or cyclic alkyl group having 3 to 20 carbon atoms such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, isopentyl, neopentyl and 2-ethylhexyl; And an alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms such as a tricyclodecyl group.

Examples of -OR ¹⁰ include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, 2-ethylhexyloxy and eicosyloxy groups. .

Examples of _{^{Z +, -SO 3 - - -SO}} 3 is N ⁺ (R ¹³⁾ ₄ are preferred.

Examples of -CO ₂ R ¹⁰ include a methoxycarbonyl group, ethoxycarbonyl group, propoxycarbonyl group, tert-butoxycarbonyl group, hexyloxycarbonyl group and eicosyloxycarbonyl group.

Examples of -SR ¹⁰ include a methylsulfanyl group, an ethylsulfanyl group, a butylsulfanyl group, a hexylsulfanyl group, a decylsulfanyl group and an icosylsulfanyl group.

Examples of -SO ₂ R ¹⁰ include a methylsulfonyl group, an ethylsulfonyl group, a butylsulfonyl group, a hexylsulfonyl group, a decylsulfonyl group and an icosylsulfonyl group.

Examples of -SO ₃ R ¹⁰ include a methoxysulfonyl group, an ethoxysulfonyl group, a propoxysulfonyl group, a tert-butoxysulfonyl group, a hexyloxysulfonyl group and an icosyloxysulfonyl group.

Examples of -SO ₂ NR ¹¹ R ¹² include N-methylsulfamoyl, N-ethylsulfamoyl, N-propylsulfamoyl, N-isopropylsulfamoyl, N-butylsulfamoyl, N Butylsulfamoyl group, N-tert-butylsulfamoyl group, N-pentylsulfamoyl group, N- (1-ethylpropyl) sulfamoyl group, N- (1,1 N- (2-dimethylpropyl) sulfamoyl group, N- (1-methylbutyl) sulfamoyl group, N- (3-methylbutyl) sulfamoyl group, N-cyclopentylsulfamoyl group, N-hexylsulfamoyl group, N- (1,3-dimethylbutyl) sulfamoyl group, , N- (3,3-dimethylbutyl) sulfamoyl group, N- heptylsulfamoyl group, N- (1-methylhexyl) sulfamoyl group, N- (2-ethylhexyl) sulfamoyl group, N- (1,5-dimethyl) hexylsulfamoyl group, N- (1, 1,2,2-tetramethylbutyl) sulfamoyl group, and other N-1 substituted sulfamoyl groups;

N, N-dimethylsulfamoyl group, N, N-ethylmethylsulfamoyl group, N, N-diethylsulfamoyl group, N, N-propylmethylsulfamoyl group, N, N-diethylamino groups such as N, N-tert-butylmethylsulfamoyl group, N, N-butylethylsulfamoyl group, N, N-bis (1-methylpropyl) sulfamoyl group, N-2-substituted sulfamoyl group.

As the substituent of the phenyl group represented by R ²¹ to R ²⁴ and R ³¹ to R ³⁴ , -R ¹⁰ is preferable, and a monovalent saturated hydrocarbon group having 1 to 10 carbon atoms is more preferable.

At least one of R ²¹ to R ²⁴ is a group represented by formula (ib).

In the group represented by formula (ib), R ²⁹ represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.

Examples of the alkyl group having 1 to 4 carbon atoms represented by R ²⁹ include a methyl group, an ethyl group, a propyl group and a butyl group.

Examples of the alkoxy group having 1 to 4 carbon atoms represented by R ²⁹ include a methoxy group, an ethoxy group, a propoxy group, and a tert-butoxy group.

As R ²⁹ in the group represented by the formula (ib), a methyl group, an ethyl group, a methoxy group and an ethoxy group are preferable, and a methoxy group or an ethoxy group is more preferable.

Examples of the alkanediyl group having 1 to 10 carbon atoms represented by R ⁵⁰ include a methylene group, an ethylene group, a trimethylene group, a tetramethylene group, a pentamethylene group, a hexamethylene group, an isopropylene group, an isobutylene group, a 2-methyltrimethylene group , An isopentylene group, an isohexylene group, an iso-octylene group and a 2-ethylhexylene group. Among them, an alkanediyl group having 1 to 6 carbon atoms is preferable, and an alkanediyl group having 1 to 4 carbon atoms is more preferable desirable.

The group represented by formula (ib) includes, for example, groups represented by the following formulas.

[Chemical Formula 17]

[Chemical Formula 18]

In the formula (ib), examples of the group in which -CH ₂ - constituting R ⁵⁰ is substituted with -O- include the groups shown below (* indicates a bonding hand).

[Chemical Formula 19]

[Chemical Formula 20]

In the formula (ib), examples of the group in which -CH ₂ - constituting R ⁵⁰ is substituted with -CO- include the groups shown below (* indicates a bonding hand).

[Chemical Formula 21]

[Chemical Formula 22]

In the formula (ib), examples of the group in which -CH ₂ - constituting R ⁵⁰ is substituted with -NR ¹¹ - include the groups shown below (* indicates a bonding hand).

(23)

&Lt; EMI ID =

In the formula (ib), examples of the group in which -CH ₂ - constituting R ⁵⁰ is substituted with -OCO- include the groups shown below (* indicates a bonding hand).

(25)

(26)

In the formula (ib), examples of the group in which -CH ₂ - constituting R ⁵⁰ is substituted with -COO- include groups represented by the following (* indicates bonding).

(27)

(28)

In the formula (ib), examples of the group in which -CH ₂ - constituting R ⁵⁰ is substituted with -OCONH- include the groups shown below (* indicates a bonding hand).

[Chemical Formula 29]

(30)

In the formula (ib), examples of the group in which -CH ₂ - constituting R ⁵⁰ is substituted with -CONH- include the groups shown below (* indicates a bonding hand).

(31)

(32)

In the formula (ib), examples of the group in which -CH ₂ - constituting R ⁵⁰ is substituted with -NHCO- include the groups shown below (* indicates a bonding hand).

(33)

(34)

As the formula (ib), a group represented by the following formula is preferable.

(35)

(36)

(37)

(38)

[Chemical Formula 39]

(40)

At least one of R ³¹ to R ³⁴ is a group represented by formula (ic).

Examples of the alkyl group having 1 to 4 carbon atoms represented by R ³⁹ in the formula (ic) include a methyl group, an ethyl group, a propyl group and a butyl group.

R ³⁹ is preferably a hydrogen atom, a methyl group, an ethyl group or a propyl group, more preferably a hydrogen atom, a methyl group or an ethyl group.

Examples of the group represented by the formula (ic) include groups represented by the following formulas (i-1) to (i-12). As the group represented by formula (ic), groups represented by formulas (i-2), (i-3), (i-5) and (i-6) are preferable.

(41)

Examples of the alkyl group having 1 to 6 carbon atoms represented by R ²⁵ , R ²⁶ , R ³⁵ and R ³⁶ include methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, isopropyl group, a tert-butyl group, an isopentyl group, and a neopentyl group.

R ^27, R ^28, -SO ₃ represented by R ³⁷ and R ^{38 -} Examples of Z ^+, a -SO ₃ Na or -SO ₃ K is preferred.

The -CO ₂ ^- Z ⁺ represented by R ²⁷ , R ²⁸ , R ³⁷ and R ³⁸ is preferably -CO ₂ Na or -CO ₂ K.

Examples of -CO ₂ R ¹⁰ represented by R ²⁷ , R ²⁸ , R ³⁷ and R ³⁸ include a methoxycarbonyl group, ethoxycarbonyl group, propoxycarbonyl group, tert-butoxycarbonyl group, hexyloxycarbonyl group And an icosyloxycarbonyl group.

Examples of -SO ₃ R ¹⁰ represented by R ²⁷ , R ²⁸ , R ³⁷ and R ³⁸ include a methoxysulfonyl group, an ethoxysulfonyl group, a propoxysulfonyl group, a tert-butoxysulfonyl group, A sulfonyl group, a sulfonyl group, a sulfonyl group, a sulfonyl group,

Examples of -SO ₂ NR ¹¹ R ¹² represented by R ²⁷ , R ²⁸ , R ³⁷ and R ³⁸ include N-methylsulfamoyl group, N-ethylsulfamoyl group, N-propylsulfamoyl group, Butylsulfamoyl group, N-tert-butylsulfamoyl group, N-pentylsulfamoyl group, N- (1-tert- N- (2,2-dimethylpropyl) sulfamoyl group, N- (1,1-dimethylpropyl) sulfamoyl group, N- (2-methylbutyl) sulfamoyl group, N- (3-methylbutyl) sulfamoyl group, N-cyclopentylsulfamoyl group, N-hexylsulfamoyl group, (1-methylbutyl) sulfamoyl group, N- (3,3-dimethylbutyl) sulfamoyl group, N- Dimethylpentyl) sulfamoyl group, N-octylsulfamoyl group, N- (2-ethylhexyl) sulfamoyl group, N- (1 , 5-dimethyl) hexylsulfamoyl group, and N- (1,1,2,2-tetramethylbutyl) sulfamoyl group;

N, N-dimethylsulfamoyl group, N, N-ethylmethylsulfamoyl group, N, N-diethylsulfamoyl group, N, N-propylmethylsulfamoyl group, N, N-diethylamino groups such as N, N-tert-butylmethylsulfamoyl group, N, N-butylethylsulfamoyl group, N, N-bis (1-methylpropyl) sulfamoyl group, N-2-substituted sulfamoyl group.

As the monovalent saturated hydrocarbon group having 1 to 20 carbon atoms and represented by R ¹⁰ , a methyl group, an ethyl group, a propyl group, and a butyl group are preferable.

The hydrogen atom contained in the monovalent saturated hydrocarbon group having 1 to 20 carbon atoms represented by R ¹⁰ may be substituted with a halogen atom.

Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.

Examples of the monovalent saturated hydrocarbon group having 1 to 20 carbon atoms substituted with a halogen atom include a fluoromethyl group, a difluoromethyl group, a trifluoromethyl group, a perfluoroethyl group and a chlorobutyl group.

Z ⁺ is preferably ⁺ N (R &lt; ¹³ &gt;) ₄ .

⁺ N (R ¹³⁾ _{4 4} of R ¹³ in preferably both the same. The total carbon number of the four R &lt; ¹³ &gt; s is preferably from 20 to 80, more preferably from 20 to 60. [

The monovalent saturated hydrocarbon group having 1 to 20 carbon atoms represented by R ¹¹ and R ¹² is preferably a methyl group, ethyl group, propyl group, butyl group or 2-ethylhexyl group.

The monovalent saturated hydrocarbon group having 1 to 20 carbon atoms represented by R ¹³ is preferably a methyl group, an ethyl group, a propyl group or a butyl group, and more preferably a methyl group, an ethyl group or a propyl group.

At least one of R ²¹ to R ²⁴ is a group represented by the formula (ib), and other R ²¹ to R ²⁴ are preferably a methyl group, an ethyl group, a propyl group and the following groups (* Indicating a combined hand),

(42)

A methyl group, an ethyl group, a propyl group, and the following groups are more preferable (* indicates a bond with a nitrogen atom).

(43)

At least one of R ³¹ to R ³⁴ is a group represented by the formula (ic), and the other R ³¹ to R ³⁴ are preferably a methyl group, an ethyl group, a propyl group,

(44)

A methyl group, an ethyl group, a propyl group, and the following groups are more preferable (* indicates a bond with a nitrogen atom).

[Chemical Formula 45]

R ²⁵ , R ²⁶ , R ³⁵ and R ³⁶ are preferably a hydrogen atom, a methyl group or an ethyl group, and more preferably a hydrogen atom.

R ²⁷ , R ²⁸ , R ³⁷ and R ³⁸ are preferably -CO ₂ ^- , -CO ₂ H, -SO ₃ H or -SO ₃ ^- , more preferably -SO ₃ H, -SO ₃ - to be.

R ¹⁰ is preferably a methyl group, an ethyl group, a propyl group or a butyl group.

R ¹¹ is preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group, a butyl group or a 2-ethylhexyl group.

R ¹² is preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group, a butyl group, or a 2-ethylhexyl group.

R ¹³ is preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group or a butyl group.

p and m are preferably an integer of 0 to 2, more preferably 0 or 1, and still more preferably 0.

Specific examples of the compound (IB) include, for example, those shown below. (I-1) to (I-4), (I-13) to (I-16) (I-49) to (I-54), (I-55) to (I-62) (I-1) to (I-4), (I-13) to (I-16) More preferably, (I-87) to (I-94), (I-117), (I-119) to (I-123).

(46)

(47)

(48)

(49)

(50)

(51)

(52)

(53)

(54)

(55)

(56)

(57)

(58)

[Chemical Formula 59]

Specific examples of the compound (IC) include those represented by the above formulas (I-1) to (I-54), those represented by the formulas (I-117) to (I-119) 121), and those represented by the formula (I-123). (I-1) to (I-4), (I-13) to (I-16) (I-1) to (I-4), (I-13) to (I-119) I-16), (I-25) to (I-28), (I-117) and (I-119).

The compound (IB) is a compound represented by the formula (IV)

(60)

Wherein R ²¹ , R ²² , R ²⁵ , R ²⁶ , R ²⁸ , R ²⁷ and p have the same meanings as defined above. And X ² represents a halogen atom or a trifluoromethylsulfonyloxy group.

(Hereinafter, sometimes referred to as &quot; compound (IV) &quot;) and a compound represented by formula (V)

(61)

[Wherein R ²³ and R ²⁴ each have the same meaning as defined above]

(Hereinafter sometimes referred to as &quot; compound (V) &quot;) in an organic solvent.

The halogen atom represented by X ² includes a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, and is preferably a chlorine atom.

X ² is preferably a halogen atom, more preferably a chlorine atom.

R ²⁷ is preferably -SO ₃ ^- .

The amount of the compound (V) to be used is usually 1 mol or more and 10 mol or less, preferably 1 mol or more and 3 mol or less, and more preferably 1 mol or more and 2 mol or less, per 1 mol of the compound (IV).

The compound (IB) wherein R ²⁷ is -SO ₃ ^- or -CO ₂ ^- (hereinafter may be referred to as compound (II-1)

(62)

Wherein R ²⁵ , R ²⁶ , R ²⁸ and p have the same meanings as defined above.

X ¹ and X ² each independently represent a halogen atom or a trifluoromethylsulfonyloxy group.

R ⁴⁰ represents -SO ₂ - or -CO-.

(Hereinafter sometimes referred to as &quot; compound (VI) &quot;), a compound represented by formula (III)

(63)

[Wherein R ²¹ and R ²² have the same meanings as defined above]

(Hereinafter sometimes referred to as &quot; compound (III) &quot;) are mixed and reacted in an organic solvent, and then,

&Lt; EMI ID =

[Wherein R ²³ and R ²⁴ each have the same meaning as defined above]

(Hereinafter sometimes referred to as &quot; compound (V) &quot;) in an organic solvent.

Examples of the halogen atom represented by X ¹ include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, preferably a chlorine atom.

X ¹ and X ² are preferably the same.

X ¹ and X ² are each independently preferably a halogen atom, more preferably a chlorine atom.

R ⁴⁰ is preferably -SO ₂ -.

The amount of the compound (III) to be used is generally 1 mol or more and 30 mol or less, preferably 1 mol or more and 20 mol or less, more preferably 1 mol or more and 10 mol or less, relative to 1 mol of the compound (VI) Preferably 1 mol or more and 3 mol or less, and particularly preferably 1 mol or more and 2 mol or less.

The amount of the compound (V) to be used is generally 1 mol or more and 30 mol or less, preferably 1 mol or more and 20 mol or less, more preferably 1 mol or more and 10 mol or less, relative to 1 mol of the compound (VI) Preferably 1 mol or more and 3 mol or less, and particularly preferably 1 mol or more and 2 mol or less.

The amount of the compound (V) to be used is generally 1 mol or more and 50 mol or less, preferably 1 mol or more and 30 mol or less, and more preferably 1 mol or more and 20 mol or less, relative to 1 mol of the compound (III).

The compound (IB) is useful as a dye. And is particularly useful as a coloring agent for a colored curable resin composition used for a color filter of a display device such as a liquid crystal display or the like because of its high solubility in an organic solvent.

The content of the dye (A1) is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, further preferably 1% by mass or more, based on 100% by mass of the total solid content of the blue curable resin composition, Is preferably 40 mass% or less, more preferably 30 mass% or less, further preferably 20 mass% or less.

Here, the "total amount of solid content" in the present specification refers to the amount excluding the solvent content from the total amount of the blue curable resin composition. The total amount of the solid content and the content of each component can be measured by a known analytical means such as liquid chromatography or gas chromatography.

The content of the dye (A1) is preferably 0.01% by mass or more, more preferably 1% by mass or more, further preferably 3% by mass or more, still more preferably 3% by mass or more, in the total amount of the colorant (A) Is not less than 5% by mass, preferably not more than 90% by mass, more preferably not more than 80% by mass, further preferably not more than 60% by mass, further preferably not more than 50% by mass.

The content of the compound (IB) is preferably 80% by mass or more, more preferably 90% by mass or more, further preferably 95% by mass or more, based on 100% by mass of the dye (A1).

The content of the dye (A1) is preferably 50% by mass or more, more preferably 70% by mass or more, further preferably 80% by mass or more and 100% by mass in the total 100% , And may be 100 mass% or less and 90 mass% or less.

&Lt; Blue colorant (A2) &gt;

The blue curable resin composition of the present invention contains a blue colorant (A2) as a colorant (A) in addition to the dye (A1).

As blue colorants, blue compounds (blue dyes (A2-1)) among the compounds classified as dyestuffs in the color index, or blue compounds among the compounds classified as pigments in the color index (The Society of Dyers and Colourists) (Blue pigment A2-2).

Examples of the blue dye (A2-1) include CI Solvent Blue 4, 5, 37, 67, 70, 90;

CI Acid Blue 1, 7, 9, 15, 18, 22, 29, 42, 59, 60, 62, 70, 72, 74, 82, 83, 86, 87, 90, 92, 93, 100, 102, 103 , 104, 113, 117, 120, 126, 130, 131, 142, 147, 151, 154, 158, 161, 166, 167, 168, 170, 171, 184, 187, 192, 199, 210, 229, 234 , 236, 242, 243, 256, 259, 267, 285, 296, 315, 335;

CI Direct Blue 1, 2, 6, 8, 15, 22, 25, 41, 57, 71, 76, 78, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99 , 100, 101, 106, 107, 108, 109, 113, 114, 115, 117, 119, 120, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164 , 165, 166, 167, 168, 170, 171, 172, 173, 188, 189, 190, 192, 193, 194, 195, 196, 198, 199, 200, 201, 202, 203, 207, 209, 210 , 212, 213, 214, 222, 225, 226, 228, 229, 236, 237, 238, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 256, 257, 259 , 260, 268, 274, 275, 293;

C. I. Basic Blue 1, 3, 5, 7, 9, 19, 24, 25, 26, 28, 29, 40, 41, 54, 58, 59, 64, 65, 66, 67, 68;

1, 2, 3, 7, 9, 12, 13, 15, 16, 19, 20, 21, 22, 26, 30, 31, 39, 40, 41, 43, 44, 49, 53, 61, 74, 77, 83, and 84, respectively.

15: 3, 15: 4, 15: 3, 15: 3, 15: 3 and 15: 3 are used as the blue pigment (A2-2). Specifically, CI Pigment Blue (hereinafter referred to as "CI Pigment Blue" CI Pigment Blue 15, 15: 3, 15: 4, 15: 6, 16 and 75 are preferable and CI Pigment Blue 15, 15: 3, 15 and 15 are preferable. : 4 and 15: 6 are more preferable, and CI Pigment Blue 15: 6 is particularly preferable.

Among them, the blue pigment (A2-2) is preferable, and a blue pigment (blue phthalocyanine pigment) composed of a compound having a phthalocyanine skeleton is more preferable. Examples of blue pigments comprising a compound having a phthalocyanine skeleton include CI Pigment Blue 15, 15: 3, 15: 4, 15: 6, 16, and 75.

The content of the blue pigment (A2-2) is preferably 80% by mass or more, more preferably 90% by mass or more, and even more preferably 95% by mass or more, based on 100% by mass of the blue colorant (A2).

The content of the blue colorant (A2) in the colorant (A) is preferably 0.1% by mass or more, more preferably 1% by mass or more, further preferably 3% by mass or more, still more preferably 5% By mass or more, preferably 99% by mass or less, more preferably 95% by mass or less, further preferably 90% by mass or less.

The total content of the dye (A1) and the blue colorant (A2) is preferably 80% by mass or more, more preferably 90% by mass or more, further preferably 90% by mass or more, Is at least 95% by mass.

The mass ratio (dye (A1) / blue colorant (A2)) of the content of the dye (A1) to the content of the blue colorant is preferably 0.01 or more, more preferably 0.05 or more, , More preferably not more than 2, particularly preferably not more than 1.8, and may be not more than 0.7.

&Lt; Other color material (A3) &gt;

The blue curable resin composition of the present invention may contain the colorant (A3) different from the colorant (A1) or the blue colorant (A2) as the colorant (A). As the other colorant (A3), the dye (A3-1) (which is different from the dye (A1) or the blue colorant (A2)) and the pigment (A3-2) .

Examples of the dye (A3-1) (which differs from the dye (A1) or the blue colorant (A2)) include an oil soluble dye, an acid dye, an alkaline dye, a direct dye, a mordant dye and an amine salt of an acid dye or an acid dye Sulfonamide derivatives and the like can be cited. For example, a compound classified as a dye in the color index (published by The Society of Dyers and Colourists) or a known dye described in a dyeing note . According to the chemical structure, azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes other than the dyes (A1), phthalocyanine dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, , Acridine dyes, styryl dyes, coumarin dyes, quinoline dyes and nitro dyes. Of these, organic solvent-soluble dyes are preferred.

Specifically, CI Solvent Yellow 4, 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 162;

C.I. Solvent Red 45, 49, 125, 130, 218;

C.I. Solvent Orange 2, 7, 11, 15, 26, 56;

C.I. Solvent Green 1, 4, 5, 7, 34, 35, etc. C.I. Solvent dyes,

CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112 , 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184 , 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251;

CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52, 57, 66, 73, 87, 88, 91 , 92, 94, 97, 103, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 182, 183, 195, 198, 206, 211, 215, 216, 217 , 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 289, 308, 312, 315, 316, 339, 341, 345, 346, 349 , 382, 383, 388, 394, 401, 412, 417, 418, 422, 426;

C.I. Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173;

C.I. Acid Violet 6 B, 7, 9, 17, 19, 30, 102;

C.I. Acid dyes such as C.I. acid green 1, 3, 5, 9, 16, 50, 58, 63, 65, 80, 104, 105,

CI Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129 , 136, 138, 141;

CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211 , 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250;

C.I. Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

C. I. Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104;

CI direct dyes such as C.I. Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77,

CI Disperse dyes such as C.I. Disperse Yellow 54, 76,

C. I. Basic Red 1, 10;

C. I. Basic dye such as C. I. Basic Green 1;

C. I. Reactive Yellow 2, 76, 116;

C. I. Reactive Orange 16;

C.I. Reactive Red 36; and the like,

CI. Modern Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;

CI Moderntrad 1, 2, 4, 9, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 27, 30, 32, 33, 36, 37, 38, 43, 45, 46, 48, 53, 56, 63, 71, 74, 85, 86, 88, 90, 94, 95;

C.I.Modern Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48;

C. I. Modern Violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53, 58;

C.I.Moddant Green 1, 3, 4, 5, 10, 15, 26, 29, 33, 34, 35, 41, 43,

C.I. Bat dyes such as C.I. Bat Green 1,

And the like.

Among them, violet dye and red dye are preferable.

These dyes may be appropriately selected in accordance with the spectral spectrum of a desired color filter.

The total content of the dye (A3-1) is preferably 0.1% by mass or more, more preferably 1% by mass or more, further preferably 5% by mass or more, based on 100% by mass of the total amount of the colorant (A) Preferably 50 mass% or less, more preferably 40 mass% or less, further preferably 30 mass% or less.

The pigment (A3-2) (which is different from the blue colorant (A2)) is not particularly limited and a known pigment can be used. For example, a color index (published by The Society of Dyers and Colourists) . &Lt; / RTI &gt;

As the pigment (A3-2), for example, C.I. 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, and 83 of Pigment Yellow 1 (hereinafter, the description of CI Pigment Yellow is omitted, Yellow pigments such as 86, 93, 94, 109, 110, 117, 125, 128, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 194 and 214;

C.I. Orange pigments such as Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73;

C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 175, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, Red pigment;

C.I. Violet pigments such as Pigment Violet 1, 19, 23, 29, 32, 36, 38;

C.I. Green pigments such as Pigment Green 7, 36, and 58;

C.I. Brown pigments such as Pigment Brown 23 and 25;

C.I. Pigment black 1, pigment black 7, and the like.

These pigments may be used alone or in combination of two or more kinds.

As the pigment, C.I. Yellow pigments such as Pigment Yellow 138, 139 and 150, C.I. Red pigments such as Pigment Red 177, 242, 254, and C.I. Violet pigments such as Pigment Violet 1, 19, 23, 29, 32, 36, 38 and the like are preferable. By including the above pigment, the transmission spectrum of the color filter using the blue curable resin composition of the present invention can be easily optimized, and the light resistance and chemical resistance of the color filter are improved.

The content of the pigment in the pigment is preferably not less than 1% by mass, more preferably not less than 10% by mass, more preferably not less than 20% by mass, and even more preferably not less than 30% by mass, based on 100% by mass of the total amount of the colorant (A) , Preferably not more than 99 mass%, more preferably not more than 95 mass%, further preferably not more than 90 mass%.

The content of the colorant (A) is preferably 1% by mass or more and 70% by mass or less, more preferably 3% by mass or more and 60% by mass or less, and still more preferably 3% By mass or less, and particularly preferably 5% by mass or more and 35% by mass or less. If the content of the colorant (A) is within the above range, desired spectral or color density can be obtained.

&Lt; Resin (B) >

The resin (B) is not particularly limited, but is preferably an alkali-soluble resin, and at least one kind of monomer (a) (hereinafter referred to as "(a)") selected from the group consisting of an unsaturated carboxylic acid and an unsaturated carboxylic acid anhydride Is more preferable).

(a) has a structure derived from a monomer (b) having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b)") And a structural unit having an ethylenic unsaturated bond are preferable. The copolymer may further have other structural units.

As the other structural unit, a structural unit derived from the monomer (c) copolymerizable with (a) (provided that (a) and (b) are different) (hereinafter also referred to as "(c)") .

(a) include, for example, unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, o-, m- and p-vinylbenzoic acid;

Maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, Unsaturated dicarboxylic acids such as hydrophthalic acid and 1,4-cyclohexene dicarboxylic acid;

Carboxybicyclo [2.2.1] hept-2-ene, 5,6-dicarboxybicyclo [2.2.1] hepto-2-ene, 5-ethylbicyclo [2.2.1] hepto-2-ene, 5-carboxy-6-methylbicyclo [2.2.1] hept- 2.2.1] hept-2-ene, and 5-carboxy-6-ethylbicyclo [2.2.1] hepto-2-ene;

Maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, Unsaturated dicarboxylic acid anhydrides such as dimethyl tetrahydrophthalic anhydride and 5,6-dicarboxycyclo [2.2.1] hept-2-eno anhydride;

Unsaturated mono [(meth) acryloyloxyalkyl] unsaturated monocarboxylic acids such as mono [2- (meth) acryloyloxyethyl] succinate, mono [2- (meth) acryloyloxyethyl] phthalate, Esters;

and unsaturated acrylates containing a hydroxyl group and a carboxy group in the same molecule, such as? - (hydroxymethyl) acrylic acid.

Of these, acrylic acid, methacrylic acid, maleic anhydride and the like are preferable from the viewpoint of copolymerization reactivity and the solubility of the resulting resin in an aqueous alkali solution.

When the copolymer contains a structural unit derived from (a), the proportion thereof is preferably 1 to 50% by mass, more preferably 5 to 30% by mass, based on 100% by mass of the copolymer.

(b) is a compound having a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one member selected from the group consisting of an oxirane ring, an oxetane ring and a tetrahydrofuran ring) and an ethylenic unsaturated bond Refers to a polymerizable compound.

(b) is preferably a monomer having a cyclic ether having 2 to 4 carbon atoms and a (meth) acryloyloxy group.

In the present specification, "(meth) acrylic acid" means at least one kind selected from the group consisting of acrylic acid and methacrylic acid. The expressions such as "(meth) acryloyl" and "(meth) acrylate" have the same meaning.

(b) include, for example, a monomer having an oxiranyl group and an ethylenically unsaturated bond, a monomer having an oxetanyl group and an ethylenically unsaturated bond, a monomer having an ethylenically unsaturated bond and a tetrahydropyr group.

(meth) acrylate,? -methyl glycidyl (meth) acrylate, vinyl benzyl glycidyl ether, 3,4-epoxycyclohexylmethyl (meth) acrylate, (3-ethyl-3- (meth) acryloyloxymethyloxetane, tetrahydrofurfuryl (meth) acrylate, 3,4-epoxytricyclo [5.2.1.0 ^2,6 ] decyl acrylate .

(b) is preferably a monomer having an oxiranyl group and an ethylenically unsaturated bond in that the reliability of the obtained color filter can be further improved, such as heat resistance, chemical resistance and the like.

When the copolymer contains a structural unit derived from (b), the proportion thereof is preferably 50 to 99% by mass, and more preferably 60 to 95% by mass, based on 100% by mass of the copolymer.

(meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, sec-butyl (meth) acrylate, tert- Acrylate, stearyl (meth) acrylate, cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, isopropyl (meth) acrylate, (Meth) acrylate, tricyclo [5.2.1.0 ^2,6 ] decan-8-yl (meth) acrylate (referred to in the art as "dicyclopentanyl (meth) (Also referred to as "tricyclodecyl (meth) acrylate"), tricyclo [5.2.1.0 ^2,6 ] decen-8-yl (meth) acrylate Quot; dicyclopentenyl (meth) acrylate &quot; (Meth) acrylate, isobornyl (meth) acrylate, adamantyl (meth) acrylate, aryl (meth) acrylate, propargyl (Meth) acrylates such as phenyl (meth) acrylate, naphthyl (meth) acrylate and benzyl (meth) acrylate;

Hydroxy group-containing (meth) acrylic acid esters such as 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth) acrylate;

Dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate and diethyl itaconate;

Ene, 5-ethylbicyclo [2.2.1] hept-2-ene, 2.2.1] hept-2-ene, 5- (2'-hydroxyethyl) bicyclo [2.2.1] - ene, 5-methoxybicyclo [2.2.1] hepto-2-ene, 5-ethoxybicyclo [2.2.1] hept- (2'-hydroxyethyl) bicyclo [2.2.1] hept-2-ene, 5,6-di (hydroxymethyl) bicyclo [2.2.1] 2,6-diethoxybicyclo [2.2.1] hept-2-ene, 5-hydroxy-5-methyl Cyclohexyl [2.2.1] hept-2-ene, 5-hydroxy-5-ethylbicyclo [2.2.1] -5-methylbicyclo [2.2.1] hepto-2-ene;

N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimide benzoate, N-succinimidyl-4-maleimide butyrate, N- Dicarbonylimide derivatives such as N-succinimidyl-3-maleimidepropionate and N- (9-acridinyl) maleimide;

And examples thereof include styrene,? -Methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, p-methoxystyrene, acrylonitrile, methacrylonitrile, vinyl chloride, vinylidene chloride, acrylamide, methacrylamide, Vinyl, 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene and the like.

Of these, styrene, vinyltoluene, benzyl (meth) acrylate, tricyclo [5.2.1.0 ^2,6 ] decan-8-yl (meth) acrylate, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo [2.2.1] hept-2-ene are preferred.

When the copolymer contains a structural unit derived from (c), the proportion thereof is preferably 1 to 99% by mass in 100% by mass of the copolymer.

The structural unit having an ethylenically unsaturated bond is preferably a structural unit having a (meth) acryloyl group in the side chain. The resin having such a structural unit is obtained by adding a monomer capable of reacting with a group having (a) or (b) and a monomer having an ethylenically unsaturated bond to a polymer having a structural unit derived from (a) or (b) Loses.

Examples of such structural units include structural units obtained by adding glycidyl (meth) acrylate to a (meth) acrylic acid unit, structural units obtained by adding 2-hydroxyethyl (meth) acrylate to a maleic anhydride unit, glycidyl ) Structural units obtained by adding (meth) acrylic acid to an acrylate unit. When these structural units have a hydroxy group, the structural unit added with a carbonic acid anhydride may also be a structural unit having an ethylenic unsaturated bond.

Specific examples of the resin (B) include 3,4-epoxycyclohexylmethyl (meth) acrylate / (meth) acrylic acid copolymer, 3,4-epoxy tricyclo [5.2.1.0 ^2.6 ] decyl (meth) (Meth) acrylic acid copolymer, a copolymer having a structural unit derived from (a) and (b) such as glycidyl (meth) acrylate / benzyl (meth) acrylate / (Meth) acrylate / styrene / (meth) acrylic acid copolymer, 3,4-epoxytricyclo [5.2.1.0 ^2.6 ] decyl (meth) acrylate / (meth) acrylic acid / N-cyclohexylmaleimide copolymer, 3,4-epoxy-tricyclo [5.2.1.0 ^2.6] decyl (meth) acrylate / (meth) acrylic acid / vinyl toluene copolymer, 3-methyl-3- (meth) yloxymethyl oxetane / (meth) acrylic Copolymers having structural units derived from (a), (b) and (c) such as acrylic acid / styrene copolymer; (Meth) acrylate / (meth) acrylic acid copolymer, styrene / (meth) acrylic acid copolymer, benzyl (meth) acrylate / tricyclodecyl (Meth) acrylate is added to a tricyclodecyl (meth) acrylate / styrene / (meth) acrylic acid copolymer and a resin obtained by adding glycidyl (meth) (Meth) acrylate / (meth) acrylate / (meth) acrylate / glycidyl (meth) acrylate added to the tricyclodecyl (meth) acrylate / benzyl (Meth) acrylate / glycidyl (meth) acrylate, a resin obtained by reacting a copolymer of tricyclodecyl (meth) acrylate / glycidyl (meth) acrylate with (meth) acrylic acid, a tricyclodecyl (A) is added to a structural unit derived from (b) and a structural unit derived from (c) such as a resin obtained by reacting a copolymer of glycidyl (meth) acrylate with (meth) (B), such as a resin obtained by reacting a resin obtained by reacting a copolymer of tricyclodecyl (meth) acrylate / glycidyl (meth) acrylate with (meth) acrylic acid to a tetrahydrophthalic anhydride, A copolymer having a structural unit added with a structural unit and a structural unit derived from addition of a carbonic anhydride and a structural unit derived from the structural unit (c).

The above resin can be prepared, for example, by the method described in the "Experimental Method of Polymer Synthesis" (published by the Chemical Society of Japan, 1st Edition, 1st Edition, March 1, 1972, Takatsuki Otsuka) Can be produced by reference.

The resin (B) is preferably a copolymer having a structural unit derived from (a) and (b), a copolymer having a structural unit derived from (a), (b) and (c) a copolymer having a structural unit derived from (a) and (c), more preferably a copolymer having a structural unit derived from (a) and (b), and (a ), (b) and (c), particularly preferably a copolymer having structural units derived from (a) and (b) .

The weight average molecular weight of the resin (B) in terms of polystyrene is preferably 3,000 to 100,000, more preferably 5,000 to 50,000, and still more preferably 5,000 to 30,000. When the molecular weight is in the above range, when the coloring pattern is formed, the residual film ratio before and after the development is high, the solubility to the developing solution of the unexposed area is good, and the resolution of the coloring pattern tends to be improved.

The molecular weight distribution (weight average molecular weight (Mw) / number average molecular weight (Mn)) of the resin (B) is preferably 1.1 to 6, and more preferably 1.2 to 4.

The acid value (in terms of solid content) of the resin (B) is preferably 40 to 170 mg-KOH / g, more preferably 50 to 150 mg-KOH / g, and still more preferably 60 to 135 mg-KOH / g. Here, the acid value is a value measured as the amount (mg) of potassium hydroxide necessary for neutralizing 1 g of the resin (B), and can be obtained by titration using, for example, an aqueous potassium hydroxide solution.

The content of the resin (B) is preferably 7 to 75% by mass, more preferably 13 to 70% by mass, further preferably 17 to 70% by mass, and more preferably 17 To 65% by mass. When the content of the resin (B) is within the above range, a coloring pattern can be formed, and the resolution and residual film ratio of the coloring pattern tends to be improved.

&Lt; Polymerizable compound (C) &gt;

The polymerizable compound (C) is a compound capable of being polymerized by an active radical and / or an acid generated from the polymerization initiator (D), for example, a compound having a polymerizable ethylenic unsaturated bond, Is a (meth) acrylic acid ester compound.

Examples of the polymerizable compound having one ethylenically unsaturated bond include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxy Ethyl acrylate, N-vinylpyrrolidone, and the above-mentioned (a), (b) and (c).

Examples of the polymerizable compound having two ethylenically unsaturated bonds include 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) Ethylene glycol di (meth) acrylate, bis (acryloyloxyethyl) ether of bisphenol A, and 3-methylpentanediol di (meth) acrylate.

Among them, the polymerizable compound is preferably a polymerizable compound having three or more ethylenic unsaturated bonds. Examples of such polymerizable compounds include trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) , Dipentaerythritol hexa (metha) acrylate, tripentaerythritol octa (metha) acrylate, tripentaerythritol hepta (metha) acrylate, tetrapentaerythritol deca (metha) acrylate, tetrapentaerythritol nona (Meth) acrylate, tris (2- (meth) acryloyloxyethyl) isocyanurate, ethylene glycol modified pentaerythritol tetra (meth) acrylate, ethylene glycol modified dipentaerythritol hexa , Propylene glycol-modified pentaerythritol tetra (meth) acrylate, propylene glycol-modified dipentaerythritol hexa (meth) acrylate Caprolactone-modified pentaerythritol tetra (meth) acrylate, and caprolactone-modified dipentaerythritol hexa (meth) acrylate. Of these, dipentaerythritol penta (meth) acrylate and dipenta Erythritol hexa (meth) acrylate is preferred.

The weight average molecular weight of the polymerizable compound (C) is preferably 150 or more and 2,900 or less, and more preferably 250 or more and 1,500 or less.

The content of the polymerizable compound (C) is preferably from 4 to 65% by mass, more preferably from 7 to 60% by mass, and still more preferably from 10 to 55% by mass, based on the total solid content.

The content ratio of the resin (B) to the polymerizable compound (C) (resin (B): polymerizable compound (C)) is preferably 20: 80 to 80:20, 35: 65-80: 20.

When the content of the polymerizable compound (C) is within the above range, the residual film ratio at the time of forming the coloring pattern and the chemical resistance of the color filter tend to be improved.

&Lt; Polymerization initiator (D) &gt;

The polymerization initiator (D) is not particularly limited as long as it is a compound capable of generating an active radical or an acid by the action of light or heat and capable of initiating polymerization, and a known polymerization initiator can be used.

Examples of the polymerization initiator (D) include O-acyloxime compounds, alkylphenone compounds, imidazole compounds, triazine compounds, and acylphosphine oxide compounds.

Examples of the O-acyloxime compound include N-benzoyloxy-1- (4-phenylsulfanylphenyl) butan-1-one-2-imine, N-benzoyloxy- 2-imine, N-benzoyloxy-1- (4-phenylsulfanylphenyl) -3-cyclopentylpropan- - ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] Benzoyl} -9H-carbazol-3-yl] ethan-1-imine, N-acetoxy- 1- [9-ethyl-6- (2 -9-ethyl-6- (2-methylbenzoyl) -9H-carbazole &lt; / RTI &gt; Yl] -3-cyclopentylpropan-1-one-2-imine, [11- (2- ethylhexyl) -5- And the like [2- (2,2,3,3-tetrafluoro-propoxy) -phenyl] -methanone oxime O- acetate-butyl-benzoyl) -11H- benzo [a] carbazole-8-yl]. Commercially available products such as Irgacure (registered trademark) OXE01, OXE02 (manufactured by BASF) and N-1919 (manufactured by ADEKA) may also be used. Among them, the O-acyloxime compound is preferably an N-benzoyloxy-1- (4-phenylsulfanylphenyl) butan- 1-one-2-imine, and N-benzoyloxy-1- (4-phenylsulfanylphenyl) -3-cyclopentylpropan- Benzo [a] carbazol-8-yl] - [2- (2,2,3,3-tetrafluoropropoxy) phenyl] methanone oxime O-acetate, and at least one selected from the group consisting of N-benzoyloxy-1- (4-phenylsulfanylphenyl) octan- Benzo [a] carbazol-8-yl] - [2- (2,2,3,3-tetrafluoropropoxy) phenyl] methanone oxime O-acetate, at least one species selected from the group consisting of It is right.

As the O-acyloxime compound, a compound represented by the following formula (d1) (hereinafter sometimes referred to as a &quot; compound (d1) &quot;) is preferred.

(65)

[In the formula (d1)

R ^d1 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, a heterocyclic group having 3 to 36 carbon atoms which may have a substituent, a saturated hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, And the methylene group (-CH ₂ -) contained in the saturated hydrocarbon group or the aralkyl group represents -O-, -CO-, -S-, -SO ₂ - or -NR ^{d5 &lt;} - &gt;

In the present specification, the term &quot; aromatic hydrocarbon group &quot; means a group consisting of only an aromatic ring moiety.

R ^d2 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 36 carbon atoms, or a saturated hydrocarbon group having 1 to 10 carbon atoms.

R ^d3 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, or a heterocyclic group having 3 to 36 carbon atoms which may have a substituent.

R ^d4 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, or an aliphatic hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, and the methylene group (-CH ₂ -) contained in the aliphatic hydrocarbon group, The methine group (-CH <) included in the aliphatic hydrocarbon group may be substituted with -PO ₃ <, and the hydrogen atom contained in the aliphatic hydrocarbon group may be replaced with -O-, -CO- or -S-. May be substituted with an OH group.

R ^d5 represents a saturated hydrocarbon group having 1 to 10 carbon atoms, and the methylene group (-CH ₂ -) contained in the saturated hydrocarbon group may be substituted with -O- or -CO-.

The carbon number of the aromatic hydrocarbon group represented by R ^d1 is preferably 6 to 15, more preferably 6 to 12, and still more preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group, and a terphenyl group, with a phenyl group and a naphthyl group being more preferable, and a phenyl group being particularly preferable.

The aromatic hydrocarbon group represented by R ^d1 may have one or two or more substituents. The substituent is preferably substituted at the? -Position or? -Position of the aromatic hydrocarbon group, and more preferably substituted at the? -Position. Examples of the substituent include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, A saturated hydrocarbon group having 1 to 15 carbon atoms, and a halogen atom such as a fluorine atom, a chlorine atom, an iodine atom and a bromine atom.

The number of carbon atoms of the saturated hydrocarbon group as the substituent is preferably 1 to 10, more preferably 1 to 7. The saturated hydrocarbon group as the substituent may be any of straight chain, branched chain and cyclic groups, and a group obtained by combining a chain group and a cyclic group may be used. The methylene group (-CH ₂ -) contained in the saturated hydrocarbon group as the substituent may be substituted with -O- or -S-. The hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom such as a fluorine atom, a chlorine atom, an iodine atom or a bromine atom, and is preferably substituted with a fluorine atom. However, in the saturated hydrocarbon group as the substituent, the adjacent methylene group is not simultaneously substituted, and the terminal methylene group is not substituted.

The substituent of the aromatic hydrocarbon group represented by R ^d1 includes, for example, groups represented by the following formulas. In the formula, * denotes a combined hand.

(66)

(67)

^Examples of the aromatic hydrocarbon group which may have a substituent represented by R ^d1 include groups represented by the following formulas. In the formula, * denotes a combined hand.

(68)

(69)

As the aromatic hydrocarbon group which may have a substituent represented by R ^d1 , a group represented by the following formula is preferable.

(70)

[Wherein, R ^d6 is optionally substituted with halogen atoms, even if good carbon number of 1 or more, represents a saturated hydrocarbon of 10 or less, the hydrogen atoms contained in R ^d6 may be substituted with a halogen atom. m2 represents an integer of 1 to 5.]

As the saturated hydrocarbon group represented by R ^d6 , the same group as the saturated hydrocarbon group exemplified as the substituent of the aromatic hydrocarbon group represented by R ^d1 can be mentioned. The number of carbon atoms of the saturated hydrocarbon group represented by R ^d6 is preferably 2 or more and 7 or less, more preferably 2 or more and 5 or less. The saturated hydrocarbon group of R ^d6 may be any of straight chain, branched chain and cyclic, and is preferably chain.

^Examples of the halogen atom which may be substituted for the hydrogen atom contained in R ^d6 include a fluorine atom, a chlorine atom, an iodine atom and a bromine atom, and a fluorine atom is particularly preferable. It is preferable that at least 2 and at most 10 hydrogen atoms contained in R ^d6 are substituted with halogen atoms, and at least 3 and at most 6 hydrogen atoms are substituted with halogen atoms. The substitution position of the R ^d6 O- group is preferably an ortho or para position, and particularly preferably a para position.

M2 is preferably 1 to 2, and particularly preferably 1.

The carbon number of the heterocyclic group represented by R ^d1 is preferably 3 to 20, more preferably 3 to 10, still more preferably 3 to 5. Examples of the heterocyclic group include a pyrrolyl group, a furyl group, a thienyl group, an indolyl group, a benzofuryl group, and a carbazolyl group.

The heterocyclic group of R ^d1 may have one or two or more substituents. As the substituent, the same group as the group exemplified as a substituent which the aromatic hydrocarbon group of R ^d1 may have may be mentioned.

The number of carbon atoms of the saturated hydrocarbon group represented by R ^d1 is preferably 1 to 12. ^Examples of the saturated hydrocarbon group represented by R ^d1 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 nonyl group, a decyl group, an undecyl group, a dodecyl group, , Pentadecyl group, and the like. These saturated hydrocarbon groups may be any of straight chain, branched chain and cyclic groups, and a group obtained by combining a chain group and a cyclic group may be used. In the saturated hydrocarbon group represented by R ^d1 , the methylene group (-CH ₂ -) may be substituted with -O-, -CO-, -S-, -SO ₂ - or -NR ^d5- , , An OH group, or an SH group. However, in this saturated hydrocarbon group, the adjacent methylene group is not substituted at the same time, and the terminal methylene group is not substituted.

R ^d5 represents a saturated hydrocarbon group of 1 to 10 carbon atoms, preferably a saturated hydrocarbon group of 1 to 5 carbon atoms, more preferably a saturated hydrocarbon group of 1 to 3 carbon atoms. The saturated hydrocarbon group may be a chain (straight chain or branched chain), a cyclic group, a straight chain group, a branched chain group, and a cyclic group, or a combination of a chain group and a cyclic group. In the saturated hydrocarbon group of R ^d5 , the methylene group (-CH ₂ -) may be substituted with -O- or -CO-. However, in this saturated hydrocarbon group, the adjacent methylene group is not substituted at the same time, and the terminal methylene group is not substituted.

Specific examples of the saturated hydrocarbon group which may have a substituent represented by R ^d1 include groups represented by the following formulas. * Indicates a combined hand.

(71)

In addition, good aralkyl group which may have a substituent represented by R ^d1 is an aromatic hydrocarbon group that the group R ^d1 combining the alkanediyl group derived from a saturated hydrocarbon group represented by represented by R ^d1 is preferred. The number of carbon atoms of the aralkyl group is preferably 7 to 33, more preferably 7 to 18, and still more preferably 7 to 12. Art are alkyl groups, may have a substituent at least one or two, there may be mentioned the art as the substituents, an aromatic hydrocarbon group represented by the R ^d1, and R ^d1, saturated hydrocarbon groups, even if the same group a group exemplified as the substituents have shown by. The group combining a divalent group derived from an aromatic hydrocarbon group, saturated hydrocarbon group represented by wherein R ^d1 is induced in the art R ^d1, and specifically there may be mentioned groups represented by the following formula. In the formula, * denotes a combined hand. The methylene group (-CH ₂ -) contained in the aralkyl group may be substituted with -O-, -CO-, -S-, -SO ₂ - or -N (R ^d5 ) -. However, in the present aralkyl group, the adjacent methylene group is not substituted at the same time, and the terminal methylene group is not substituted.

(72)

Among them, as R ^d1 , an aromatic hydrocarbon group which may have a substituent or a saturated hydrocarbon group which may have a substituent is preferable, and an aromatic hydrocarbon group which may have a substituent is more preferable.

The number of carbon atoms of the aromatic hydrocarbon group represented by R ^d2 is preferably 6 to 15, more preferably 6 to 12, and still more preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group, and a terphenyl group.

The carbon number of the heterocyclic group represented by R ^d2 is preferably 3 to 20, more preferably 3 to 10, still more preferably 3 to 5. Examples of the heterocyclic group include a pyrrolyl group, a prylyl group, a thienyl group, an indolyl group, a benzofuryl group, and a carbazolyl group.

The saturated hydrocarbon group represented by R ^d2 preferably has 1 to 7 carbon atoms, more preferably 1 to 5 carbon atoms, and particularly preferably 1 to 3 carbon atoms. Examples of the saturated hydrocarbon group include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl and decyl groups. The saturated hydrocarbon group may be a straight chain, branched chain or cyclic group, or a group obtained by combining a chain group and a cyclic group.

Among them, R ^d2 is preferably a chain saturated hydrocarbon group, more preferably a chain saturated hydrocarbon group having 1 to 5 carbon atoms, still more preferably a chain saturated hydrocarbon group having 1 to 3 carbon atoms, and particularly preferably a methyl group .

The carbon number of the aromatic hydrocarbon group represented by R ^d3 is preferably 6 to 15, more preferably 6 to 12, and still more preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group and a terphenyl group, and a phenyl group and a naphthyl group are more preferable.

The aromatic hydrocarbon group represented by R ^d3 may have one or two or more substituents. It is preferable that the substituent is substituted at the? Position or the? Position of the aromatic hydrocarbon group. The substituent is preferably an aliphatic hydrocarbon group of 1 to 15 carbon atoms and specifically includes aliphatic hydrocarbon groups having 1 to 15 carbon atoms such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, An alkenyl group having 1 to 15 carbon atoms such as an ethynyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, a nonenyl group and a decenyl group;

The aliphatic hydrocarbon group as the substituent preferably has 1 to 7 carbon atoms. The aliphatic hydrocarbon group as the substituent may be a straight chain, branched chain or cyclic group, or a combination of a straight chain and a cyclic group. In the aliphatic hydrocarbon group as the substituent, the methylene group (-CH ₂ -) may be substituted with -O-, -CO- or -S-, and the methine group (-CH < Or may be substituted. However, in the aliphatic hydrocarbon group as the substituent, the adjacent methylene group is not substituted at the same time, and the terminal methylene group is not substituted.

Examples of the aliphatic hydrocarbon group as a substituent of the aromatic hydrocarbon group represented by R ^d3 include groups represented by the following formulas. In the formula, * denotes a combined hand.

(73)

Examples of the aromatic hydrocarbon group which may have a substituent represented by R ^d3 include groups represented by the following formulas. In the formula, * denotes a combined hand.

&Lt; EMI ID =

The carbon number of the heterocyclic group represented by R ^d3 is preferably 3 to 20, more preferably 3 to 10, still more preferably 3 to 5. Examples of the heterocyclic group include a pyrrolyl group, a furyl group, a thienyl group, an indolyl group, a benzofuryl group, and a carbazole group.

The heterocyclic group represented by R ^d3 may have one or two or more substituents, and examples of the substituent include groups similar to those exemplified as substituents which may have an aromatic hydrocarbon group represented by R ^d1 .

Among them, R ^d3 is preferably an aromatic hydrocarbon group having a substituent, and the substituent is preferably a linear alkyl group having 1 to 7 carbon atoms (more preferably 1 to 3 carbon atoms), and the number of substituents is 2 or more, It is preferable that the number is 5 or less.

The number of carbon atoms of the aromatic hydrocarbon group represented by R ^d4 is preferably 6 to 15, more preferably 6 to 12, and still more preferably 6 to 10. Examples of the aromatic hydrocarbon group include a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group, and a terphenyl group, with a phenyl group and a naphthyl group being more preferable, and a phenyl group being particularly preferable.

The aromatic hydrocarbon group represented by R ^d4 may have one or two or more substituents. As the substituent, there can be mentioned the same group as the substituent which the aromatic hydrocarbon group of R ^d1 may have.

The carbon number of the aliphatic hydrocarbon group represented by R ^d4 is preferably 1 to 13, more preferably 2 to 10, and even more preferably 4 to 9. ^Examples of the aliphatic hydrocarbon group represented by R ^d4 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 nonyl group, a decyl group, an undecyl group, a dodecyl group, An alkenyl group such as an isopropenyl group, an isopropenyl group, a hexenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, Alkenyl groups such as a decenyl group and a pentadecenyl group; and the like. These aliphatic hydrocarbon groups may be in the form of chain (straight chain or branched chain), cyclic, or a combination of straight chain and cyclic groups. In the aliphatic hydrocarbon group represented by R ^d4 , the methylene group (-CH ₂ -) may be substituted with -O-, -CO- or -S-, the methine group (-CH < . The hydrogen atom contained in the aliphatic hydrocarbon group may be substituted with an OH group. However, in the aliphatic hydrocarbon group, the adjacent methylene group is not substituted at the same time, and the terminal methylene group is not substituted.

Examples of the aliphatic hydrocarbon group which may have a substituent represented by R ^d4 include groups represented by the following formulas. In the formula, * denotes a combined hand.

(75)

R ^d4 is preferably a chain aliphatic hydrocarbon group which may have a substituent, more preferably a chain alkyl group not having a substituent, more preferably a branched chain alkyl group having no substituent.

Examples of the compound (d1) include compounds (d1-1) to (d1-67) represented by the formula (d1) as shown in Tables 1 to 7 below. In the table, * indicates a combined hand.

[Formula 76]

Among them, the compounds (d1-3) to (d1-6), (d1-18) to (d1-52), (d1-55), (d1-56), (d1-60) (D1-3) to (d1-6), (d1-18) to (d1-41), more preferably compounds (d1-24), (d1-36 ) to (d1-40), particularly preferably the compound (d1-24).

The content of the polymerization initiator represented by the formula (d1) in the polymerization initiator (D) is preferably 50% by mass or more, more preferably 70% by mass or more, further preferably 90% by mass or more, By mass is 95% by mass or more.

Examples of the alkylphenone compound include 2-methyl-2-morpholino-1- (4-methylsulfanylphenyl) propan-1-one, 2- -Benzylbutan-1-one, 2- (dimethylamino) -2 - [(4-methylphenyl) methyl] -1- [4- (4-morpholinyl) 2-methyl-1- [4- (2-hydroxyethoxy) phenyl] propan-1-one, 1-hydroxycyclohexyl Phenyl ketone, oligomers of 2-hydroxy-2-methyl-1- (4-isopropenylphenyl) propane-1-one, α, α-diethoxyacetophenone and benzyl dimethyl ketal. IRGACURE (registered trademark) 369, 907, 379 (manufactured by BASF), or the like may be used.

Examples of the imidazole compound include 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'- Dichlorophenyl) -4,4'5,5'-tetraphenylbiimidazole (see, for example, JP-A-6-75372, JP-A-6-75373, etc.), 2,2 '- bis (2-chlorophenyl) -4,4', 5,5'-tetraphenylbiimidazole, 2,2'-bis (Alkoxyphenyl) imidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetra Chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole (see, for example, Japanese Patent Publication No. 48-38403, Japanese Patent Application Laid-Open No. 62-174204, ), An imidazole compound in which the phenyl group at the 4,4 ', 5,5'-position is substituted by a carboalkoxy group (for example, 7-10913, etc.).

Examples of the triazine compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) (Trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4-bis (trichloromethyl) Bis (trichloromethyl) -6- [2- (5-methylfuran-2-yl) -Yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan-2-yl) ethenyl] -1,3,5-tri Azine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethenyl] -1,3,5-triazine, 2,4- Methyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine.

Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, etc. Further, as the polymerization initiator (D), benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin Benzoin compounds such as benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3 ' Benzophenone compounds such as 4'-tetra (tert-butylperoxycarbonyl) benzophenone and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2- Compounds such as 10-butyl-2-chloroacridone, benzyl, methyl phenylglyoxylate, and titanocene compounds.

The polymerization initiator (D) is preferably a polymerization initiator comprising at least one member selected from the group consisting of alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, O-acyloxime compounds and imidazole compounds , And more preferably an O-acyloxime compound.

The content of the polymerization initiator (D) is preferably 0.1 to 40 parts by mass, and more preferably 1 to 30 parts by mass, based on 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C).

The blue curable resin composition of the present invention may further contain a solvent (E), a leveling agent (F), and the like.

&Lt; Solvent (E) &gt;

The solvent (E) is not particularly limited, and a solvent commonly used in the art can be used. For example, an ester solvent (a solvent containing -COO- in the molecule and containing no -O-), an ether solvent (a solvent containing -O- and no -COO- in the molecule), an ether ester (Solvent containing -COO- and -O- in the molecule), ketone solvent (solvent containing -CO- in the molecule and not including -COO-), alcohol solvent (containing OH in the molecule, O-, -CO- and -COO-), aromatic hydrocarbon solvents, amide solvents, dimethylsulfoxide, and the like.

Examples of the ester solvent include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isopentyl acetate, butyl propionate, Butyl lactate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetone and? -Butyrolactone.

Examples of the ether solvent include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene Propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, Diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenetol, methyl anisole And the like.

Examples of the ether ester solvents include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate , Ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, Methyl propionate, methyl propionate, methyl 2-ethoxy-2-methyl propionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol mono Propyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate , Diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, dipropylene glycol methyl ether acetate, and the like.

Examples of the ketone solvent include 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, Pentanone, cyclohexanone, isophorone, and the like.

Examples of the alcohol solvent include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, glycerin and the like.

Examples of the aromatic hydrocarbon solvent include benzene, toluene, xylene, and mesitylene.

Examples of the amide solvent include N, N-dimethylformamide, N, N-dimethylacetoamide and N-methylpyrrolidone.

These solvents may be used alone or in combination of two or more.

Among them, propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, ethyl 3-ethoxypropionate, ethylene glycol monomethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl Ether, dipropylene glycol methyl ether acetate, 3-methoxybutyl acetate, 3-methoxy-1-butanol, 4-hydroxy- Propylene glycol monomethyl ether, ethylene glycol monobutyl ether, dipropylene glycol methyl ether acetate, ethyl lactate, 3-methoxybutyl acetate, 3-methoxy-1 -Butanol, ethyl 3-ethoxypropionate, and N-methylpyrrolidone are more preferred.

The content of the solvent (E) is preferably 50 to 95% by mass, and more preferably 55 to 92% by mass, based on the total amount of the blue curable resin composition. In other words, the solid content of the blue curable resin composition is preferably 5 to 50% by mass, and more preferably 8 to 45% by mass. When the content of the solvent (E) is within the above range, the flatness at the time of coating becomes good, and the color characteristic is not insufficient when the color filter is formed, so that display characteristics tend to be good.

&Lt; Leveling agent (F) &gt;

The blue curable resin composition of the present invention may contain a leveling agent (F). Examples of the leveling agent (F) include a silicone surfactant, a fluorinated surfactant, and a silicon surfactant having a fluorine atom. These may have a polymerizable group in the side chain. Examples of the silicone surfactant include a surfactant having a siloxane bond in the molecule. Concretely, Torei silicone DC3PA, copper SH7PA, Copper DC11PA, Copper SH21PA, Copper SH28PA, Copper SH29PA, Copper SH30PA and Copper SH8400 (trade names: TORAY DOW CORNING CO., LTD.), KP321, KP322, KP323, KP324, KP326 , KP340, KP341 (manufactured by Shin-Etsu Chemical Industry Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452 and TSF4460 (made by Momentive Performance Materials Japan Joint- .

Examples of the fluorine-based surfactant include a surfactant having a fluorocarbon chain in the molecule. Concretely, it is possible to use a fluorine-containing resin such as FLORAD (registered trademark) FC430, FC431 (manufactured by Sumitomo 3M Co., Ltd.), Megafox (registered trademark) F142D, copper F171, copper F172, copper F173, copper F177, copper F183, R30, RS-718-K (manufactured by DIC Corporation), Eftop (registered trademark) EF301, EF303, EF351 and EF352 (manufactured by Mitsubishi Material Electronics Co., S381, S382, SC101, SC105 (manufactured by Asahi Glass Co., Ltd.) and E5844 (manufactured by Daikin Tablet Chemical Industry Co., Ltd.).

Examples of the silicon-containing surfactant having a fluorine atom include a surfactant having a siloxane bond and a fluorocarbon chain in the molecule. Specifically, Megafox (registered trademark) R08, BL20, F475, F477 and F443 (manufactured by DIC) can be mentioned.

When the leveling agent (F) is contained, the content thereof is preferably 0.001 mass% or more and 0.7 mass% or less, more preferably 0.002 mass% or more and 0.5 mass% or less, relative to the total amount of the blue curable resin composition, Preferably 0.005 mass% or more and 0.3 mass% or less. When the content of the leveling agent (F) is within the above range, the flatness of the color filter can be improved.

<Other components>

The blue curable resin composition of the present invention may contain additives known in the art such as polymerization initiators, fillers, other polymer compounds, adhesion promoters, antioxidants, light stabilizers, and chain transfer agents, if necessary.

&Lt; Production method of blue curable resin composition &gt;

The blue curable resin composition of the present invention can be obtained by using, for example, a colorant (A), a resin (B), a polymerizable compound (C) and a polymerization initiator (D) F) and other components.

The blue pigment A2-2 and optionally the pigment A3-2 are mixed with a part or all of the solvent E in advance and mixed until the average particle diameter of the pigment becomes about 0.2 μm or less, It is preferable to disperse by using a mill or the like. At this time, if necessary, a part or all of the pigment dispersant and the resin (B) may be blended.

The desired blue curable resin composition can be prepared by mixing the remaining components in the thus obtained pigment dispersion to a predetermined concentration.

The compound (IB) is preferably dissolved in a part or all of the solvent (E) in advance to prepare a solution. It is preferable to filter the solution with a filter having a pore size of about 0.01 to 1 mu m.

It is preferable to filter the blue curable resin composition after mixing with a filter having a pore size of about 0.01 to 10 mu m.

<Manufacturing Method of Color Filter>

Examples of a method for producing a colored pattern from the blue curable resin composition of the present invention include a photolithographic method, an inkjet method, and a printing method. Among them, a photolithographic method is preferable. In the photolithography method, the above-mentioned blue curable resin composition is applied to a substrate, followed by drying to form a colored composition layer, and then the colored composition layer is exposed through a photomask to perform development. In the photolithographic method, a colored coating film which is a cured product of the colored composition layer can be formed by not using a photomask at the time of exposure and / or not developing it. The coloring pattern or colored coating film thus formed can be used as the color filter of the present invention.

The film thickness of the color filter to be produced is not particularly limited and can be appropriately adjusted in accordance with the purpose and application, and is, for example, 0.1 to 30 탆, preferably 0.1 to 20 탆, more preferably 0.5 to 6 탆.

Examples of the substrate include glass plates such as quartz glass, boric acid glass, alumina silicate glass, and soda lime glass whose surface is coated with a silica, resin plates such as polycarbonate, polymethylmethacrylate and polyethylene terephthalate, silicon, , Silver, silver / copper / palladium alloy thin film, or the like is formed. Other color filter layers, resin layers, transistors, circuits, and the like may be formed on these substrates.

The formation of each color pixel by the photolithographic method can be performed by a known apparatus or condition. For example, it can be manufactured as follows.

First, a blue curable resin composition is coated on a substrate and dried by heating (prebaking) and / or drying under reduced pressure to remove volatile components such as a solvent and drying to obtain a smooth colored composition layer.

Examples of the application method include a spin coating method, a slit coating method, and a slit and spin coating method.

The temperature in the case of heat drying is preferably 30 to 120 ° C, more preferably 50 to 110 ° C. The heating time is preferably 10 seconds to 60 minutes, more preferably 30 seconds to 30 minutes.

In the case of performing the reduced-pressure drying, it is preferably carried out at a temperature of 20 to 25 캜 under a pressure of 50 to 150 Pa.

The film thickness of the coloring composition layer is not particularly limited and may be suitably selected in accordance with the intended thickness of the color filter.

Next, the coloring composition layer is exposed through a photomask for forming a desired coloring pattern. The pattern on the photomask is not particularly limited, and a pattern according to the intended use is used.

As a light source used for exposure, a light source that generates light having a wavelength of 250 to 450 nm is preferable. For example, light having a wavelength of less than 350 nm may be cut using a filter that cuts this wavelength region, or light having a wavelength in the vicinity of 436 nm, a wavelength in the vicinity of 408 nm, and a wavelength in the vicinity of 365 nm may be selectively extracted using a band- Maybe. Specifically, examples of the light source include a mercury lamp, a light emitting diode, a metal halide lamp, and a halogen lamp.

It is preferable to use an exposure apparatus such as a mask aligner and a stepper because it is possible to uniformly irradiate the entire exposure surface with a parallel light beam or accurately align the photomask with the substrate on which the coloring composition layer is formed.

The colored composition layer after exposure is brought into contact with a developing solution to develop a colored pattern on the substrate. By the development, the unexposed portion of the colored composition layer is dissolved and removed in the developer. As the developer, for example, an aqueous solution of an alkaline compound such as potassium hydroxide, sodium hydrogencarbonate, sodium carbonate, tetramethylammonium hydroxide or the like is preferable. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by mass, and more preferably 0.03 to 5% by mass. In addition, the developer may contain a surfactant.

The developing method may be any of a paddle method, a dipping method, and a spraying method. In addition, the substrate may be inclined at an arbitrary angle at the time of development. After development, it is preferable to rinse with water.

In addition, post-baking is preferably performed on the obtained coloring pattern. The post-baking temperature is preferably 150 to 250 占 폚, more preferably 160 to 235 占 폚. The post baking time is preferably 1 to 120 minutes, more preferably 10 to 60 minutes.

According to the blue curable resin composition of the present invention, a color filter excellent in brightness can be formed. Such a color filter is useful as a color filter used in a display device (e.g., a liquid crystal display device, an organic EL device, an electronic paper, etc.) and a solid-state image pickup device.

[Example]

Hereinafter, the present invention will be described in more detail with reference to Examples. However, the present invention is not limited by the following Examples in any way, and it is to be understood that the present invention is not limited to the following Examples, Of course, all of which are within the technical scope of the present invention. In the examples, "%" and "parts" indicating the content or amount are based on mass unless otherwise specified.

In the following examples, the structure of the compound was confirmed by mass spectrometry (LC: Agilent 1200 type, MASS: Agilent LC / MSD type).

[Synthesis Example 1]

40.6 parts of the compound (VI) and 8 parts of diethylamine (manufactured by Tokyo Chemical Industry Co., Ltd.) as the compound (III) were mixed under light shielding conditions in the presence of 50 parts of 1-methyl-2-pyrrolidone, And stirred for 3 hours. The obtained reaction solution was cooled to room temperature and then added to a mixed solution of 400 parts of water and 20 parts of 35% hydrochloric acid. The mixture was stirred at room temperature for 1 hour to precipitate crystals. The precipitated crystals were collected as a residue of suction filtration and dried to obtain 44 parts of a compound represented by the formula (I-1-A).

[Formula 77]

Next, 44 parts of the compound represented by the formula (I-1-A) and 21.4 parts of trimethoxy [3- (methylamino) propyl] silane (manufactured by Tokyo Chemical Industry Co., Was heated at 100 占 폚 for 5 hours in the presence of 50 parts. The obtained reaction solution was cooled to room temperature, filtered, washed with 100 parts of water, and the obtained crystals were dried to obtain 52 parts of a compound represented by the formula (I-1).

(78)

Identification of compounds represented by formula (I-1)

(Mass analysis) Ionization mode = ESI +: m / z = [M + H] ⁺ 599.2

Exact Mass: 598.1

0.35 g of the compound represented by the formula (I-1) was dissolved in chloroform to make a volume of 250 cm 3, and 2 cm 3 of the compound was diluted with ion-exchanged water to make a volume of 100 cm 3 (concentration: 0.028 g / The absorption spectrum was measured using a photometer (quartz cell, optical path length: 1 cm). The maximum absorption wavelength? _Max of this compound was 546 nm.

[Synthesis of resin]

A proper amount of nitrogen was poured into a 1 L flask equipped with a reflux condenser, dropping funnel and stirrer, and the flask was purged with nitrogen atmosphere. 280 parts by weight of propylene glycol monomethyl ether acetate was added and heated to 80 DEG C with stirring. Next, a mixture of 38 parts by weight of acrylic acid, 289 parts by weight of a mixture of 3,4-epoxytricyclo [5.2.1.0 ^2,6 ] decane-8 and / or 9-yl acrylate, and 125 parts by weight of propylene glycol monomethyl ether acetate The solution was added dropwise over 5 hours. On the other hand, a mixed solution obtained by dissolving 33 parts by weight of 2,2-azobis (2,4-dimethylvaleronitrile) in 235 parts by weight of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the dropwise addition, the mixture was kept at the same temperature for 4 hours and then cooled to room temperature to obtain a copolymer (Resin B-1) having a B-type viscosity (23) of 125 mPas, a solid content of 37.0% by weight and a solution acid value of 27 mg-KOH / g. The resulting copolymer had a weight average molecular weight Mw of 9200 and a dispersion degree of 2.08.

(79)

The polystyrene reduced weight average molecular weight Mw and the number average molecular weight Mn of the resin obtained in the above synthesis example were measured by the GPC method under the following conditions.

Apparatus: HLC-8120 GPC (manufactured by Tosoh Corporation)

Column; TSK-GELG2000HXL

Column temperature: 40 占 폚

Solvent; THF

Flow rate: 1.0 mL / min

0.001 to 0.01 mass%

Injection amount: 50 μL

Detector; RI

Standard for calibration; TSK STANDARD POLYSTYRENE

F-40, F-4, F-288, A-2500, A-500

(Manufactured by Tosoh Corporation)

The ratio (Mw / Mn) of the weight average molecular weight and the number average molecular weight in terms of polystyrene obtained in the above was regarded as molecular weight distribution.

[Preparation of blue curable resin composition]

Each component was mixed so as to have the composition shown in Table 8 to obtain a blue curable resin composition.

In Table 8, each component represents the following.

(A) Colorant: A-1: 12.0 parts of C.I. Pigment Blue 15: 6 (pigment), 2.0 parts of an acrylic pigment dispersant and 80.5 parts of propylene glycol monomethyl ether acetate were mixed and preliminarily dispersed in a pigment dispersion

(A) Colorant: A-2: A solution obtained by mixing 5.0 parts of the compound represented by the formula (I-1) and 89.9 parts of propylene glycol monomethyl ether acetate

(80)

(A) Colorant: A mixture of 7.2 parts of a dye (A-3) (a mixture of compounds represented by the formulas (A3-1) to (A3-8)) and 92.7 parts of propylene glycol monomethyl ether acetate

[Formula 81]

(B) Resin: B-1: Resin B-1 solution

(C) Polymerizable compound: C-1: dipentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA;

(D) Polymerization initiator: D-1:

(82)

&Lt; / RTI &gt;

(E) Solvent: E-1: Propylene glycol monomethyl ether acetate

(F) Leveling agent: F-1: Polyether-modified silicone oil (Toray Silicone SH8400, manufactured by Toray Dow Corning Co., Ltd.)

[Formation of a 50 μm square pattern]

The blue curable resin composition was coated on a glass substrate (Eagle XG; manufactured by Corning) having a 2-inch corner by spin coating and then prebaked at 100 ° C for 3 minutes. After cooling, the substrate coated with the blue curable resin composition was exposed to light of 80 mJ / cm &lt; 2 &gt; through an exposure apparatus (TME-150RSK; manufactured by Topcon Co.) through a mask pattern in which square holes of 5 mu m were arranged, And irradiated with light at an exposure amount (based on 365 nm). After the exposure, development was carried out using a developer at 23 for 60 seconds, followed by rinsing with flowing water for 20 seconds, followed by spray drying. Thereafter, post-baking was performed at 230 캜 for 30 minutes to form a 50 탆 square pore pattern on the glass substrate.

[Measurement of film thickness]

The obtained pattern was measured for film thickness using a film thickness measuring device (DEKTAK3; manufactured by Japan Vacuum Technology Co., Ltd.). The results are shown in Table 9.

[Chromaticity evaluation]

Spectroscopy was measured using a colorimeter (OSP-SP-200, manufactured by Olympus Corporation) with respect to the obtained pattern on the glass substrate, and the xy chromaticity coordinates (x , y) were measured. The results are shown in Table 9. From the chromaticity coordinates, it was confirmed that the color of the obtained pattern on the glass substrate was blue.

It was found that the pattern formed of the colored curable resin composition containing the colorants (A-1) and (A-2) had a larger Y and better brightness than the pattern formed of the colored curable resin composition of the comparative example when the chromaticity was adjusted .

[Industrial Availability]

According to the blue curable resin composition of the present invention, a color filter excellent in brightness can be formed. Such a color filter is useful as a color filter used in a display device (e.g., a liquid crystal display device, an organic EL device, an electronic paper, etc.) and a solid-state image pickup device.

Claims (7)

(A) containing a colorant (A), a resin (B), a polymerizable compound (C) and a polymerization initiator (D) and having a maximum absorption wavelength in chloroform of 500 nm to 600 nm and having a silicon atom A1), and a blue colorant. The method according to claim 1,
Wherein the polymerization initiator (D) comprises a polymerization initiator represented by the following formula (d1).
[Chemical Formula 1]

[In the formula (d1)
R ^d1 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, a heterocyclic group having 3 to 36 carbon atoms which may have a substituent, a saturated hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, And the methylene group (-CH ₂ -) contained in the saturated hydrocarbon group or the aralkyl group represents -O-, -CO-, -S-, -SO ₂ - or -NR ^{d5 &lt;} - &gt;
R ^d2 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms, a heterocyclic group having 3 to 36 carbon atoms, or a saturated hydrocarbon group having 1 to 10 carbon atoms.
R ^d3 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, or a heterocyclic group having 3 to 36 carbon atoms which may have a substituent.
R ^d4 represents an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, or an aliphatic hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, and the methylene group (-CH ₂ -) contained in the aliphatic hydrocarbon group, which is methine may be substituted with -O-, -CO- or -S-, include groups wherein the aliphatic hydrocarbon group (-CH <) is, -PO ₃ <may be substituted by a hydrogen atom contained to said aliphatic hydrocarbon is OH group.
R ^d5 represents a saturated hydrocarbon group of 1 to 10 carbon atoms, and the methylene group (-CH ₂ -) contained in the saturated hydrocarbon group may be substituted with -O- or -CO-. The method according to claim 1,
Wherein the content of the colorant (A) is 3% by mass or more and 60% by mass or less based on the total solid content of the blue curable resin composition. The method according to claim 1,
Wherein the blue colorant is a blue phthalocyanine pigment. The method according to claim 1,
Wherein the mass ratio of the content of the dye (A1) to the content of the blue coloring agent (dye (A1) / blue coloring agent) is 0.01 or more and 2 or less. A color filter formed of the blue curable resin composition according to any one of claims 1 to 5. A display device comprising the color filter according to claim 6.