CN103488047A - Coloring composition, color filter and display device - Google Patents
Coloring composition, color filter and display device Download PDFInfo
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- CN103488047A CN103488047A CN201310209445.6A CN201310209445A CN103488047A CN 103488047 A CN103488047 A CN 103488047A CN 201310209445 A CN201310209445 A CN 201310209445A CN 103488047 A CN103488047 A CN 103488047A
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/0045—Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/0042—Photosensitive materials with inorganic or organometallic light-sensitive compounds not otherwise provided for, e.g. inorganic resists
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/0042—Photosensitive materials with inorganic or organometallic light-sensitive compounds not otherwise provided for, e.g. inorganic resists
- G03F7/0044—Photosensitive materials with inorganic or organometallic light-sensitive compounds not otherwise provided for, e.g. inorganic resists involving an interaction between the metallic and non-metallic component, e.g. photodope systems
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/20—Exposure; Apparatus therefor
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/20—Exposure; Apparatus therefor
- G03F7/2002—Exposure; Apparatus therefor with visible light or UV light, through an original having an opaque pattern on a transparent support, e.g. film printing, projection printing; by reflection of visible or UV light from an original such as a printed image
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- Optics & Photonics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Crystallography & Structural Chemistry (AREA)
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Abstract
The invention provides a coloring composition of a coloring layer capable of realizing high contrast degree in a condition of using xanthenes compound as colorant. The coloring composition includes colorant (A) containing xanthenes compound, binder resin (B) and cross-linking agent (C) and is further characterized by comprising at least compound (D) among phthalocyanine compound, anthraquinone compound, 3-aryl methane compound, azomethine compound, porphyrin compound, C.I. solvent blue 70 and C.I. solvent blue 38. The above xanthenes compound has at least one among SO3H-SO3 serving as a substituent group.
Description
Technical field
The present invention relates to coloured composition, color filter and display element, more specifically, relate to the coloured composition of the color filter used in the color liquid crystal display device that is suitable for being manufactured on transmission-type or reflection-type, solid-state imager, organic EL display element, Electronic Paper etc., the color filter that possesses the dyed layer that uses this coloured composition to form and the display element that possesses this color filter.
Background technology
When using colored radiation-sensitive composition to manufacture color filter, known following method,, on substrate after the colored radiation-sensitive composition drying of coating pigment decentralized, dry coating is irradiated to radioactive ray (below, be called " exposure ") with desirable pattern form, developed, obtain thus each color pixel (for example,, with reference to patent documentation 1~2).In addition, the optical polymerism composition that also known utilization is dispersed with carbon black forms the method (for example,, with reference to patent documentation 3) of black matrix.In addition, also the colored resin composition of known use pigment-dispersing type obtains the method (for example,, with reference to patent documentation 4) of each color pixel by ink-jetting style.
In recent years, the high-precision refinement of the high-contrast of strong request liquid crystal display cells, solid-state imager, in order to realize these targets, carried out using the research of dyestuff as colorant, for example, the coloured composition (for example,, with reference to patent documentation 5~6) that contains the xanthene based dye has been proposed.
The prior art document
Patent documentation
Patent documentation 1: Japanese kokai publication hei 2-144502 communique
Patent documentation 2: Japanese kokai publication hei 3-53201 communique
Patent documentation 3: Japanese kokai publication hei 6-35188 communique
Patent documentation 4: TOHKEMY 2000-310706 communique
Patent documentation 5: TOHKEMY 2011-227491 communique
Patent documentation 6: TOHKEMY 2011-028236 communique
Summary of the invention
Yet, even actual conditions are to utilize the coloured composition proposed up to now, it is sufficient that the contrast of the color filter obtained can not say.
Therefore, problem of the present invention is, is provided at and uses in the situation of xanthene based compound as colorant, can form the coloured composition of the dyed layer that shows high-contrast.In addition, problem of the present invention is, the color filter that possesses the dyed layer formed by above-mentioned coloured composition and the display element that possesses this color filter are provided.
In view of above-mentioned actual conditions, the inventor etc. conduct in-depth research, and found that by adding specific compound in the coloured composition containing the colorant that comprises the xanthene based compound, can solve above-mentioned problem, have completed the present invention.
That is, the invention provides a kind of coloured composition, is the coloured composition that contains the colorant (A), resin glue (B) and the crosslinking chemical (C) that comprise the xanthene based compound, it is characterized in that,
Further contain the compound of at least a kind (D) in choosing phthalocyanine based compound, anthraquinone based compound, triarylmethane based compound, azomethine based compound, porphyrin based compound, C.I. solvent blue 70 and C.I. solvent blue 38 that freely following formula (2) means (below, also referred to as " specific compound (D) ")
Above-mentioned xanthene based compound has more than 1 be selected from-SO
3h and-SO
3 -in at least a kind as substituting group.
(in formula (2),
R
21~R
36mean independently of each other hydrogen atom, representative examples of saturated aliphatic alkyl, phenyl ,-OH ,-COOH ,-SO
3h ,-(SO
3)
-(NR
101r
102r
103r
37)
+,-SO
3m
bor-SO
2nHR
38.Wherein, R
21~R
36in at least one be-(SO
3)
-(NR
101r
102r
103r
37)
+.
R
37and R
38the representative examples of saturated aliphatic alkyl that means independently of each other carbon number 1~10.
R
101~R
103the aliphatic alkyl that means independently of each other hydrogen atom or carbon number 1~10.
M
bmean sodium atom or potassium atom.
M means metallic atom.〕
In addition, the invention provides the color filter that possesses the dyed layer that uses above-mentioned coloured composition to form and the display element that possesses this color filter.Here, " dyed layer " refers to each color pixel used in color filter, black matrix, black separator etc.
If use coloured composition of the present invention, can be in the situation that use the xanthene based compound to form the dyed layer that shows high-contrast as colorant.Therefore, coloured composition of the present invention can extremely be suitable for making and take color filter, the organic EL various color filters that for display element, color filter, Electronic Paper are representative with color filter for color separation of color filter for display element, solid-state imager.
Embodiment
Below, the present invention is described in detail.
Coloured composition
Below, the constituent of coloured composition of the present invention is described.
-colorant (A)-
Coloured composition of the present invention contains to have more than 1 and is selected from SO
3h and-SO
3 -in at least a kind as substituent xanthene based compound (below, also referred to as " xanthene based compound (a1) ") as colorant (A).
Xanthene based compound (a1) is selected from SO as long as have more than 1
3h and-SO
3 -in at least a kind as substituting group, its structure just is not particularly limited, and can consider tone, dissolubility etc. and use structure arbitrarily.Wherein, the xanthene based compound (a1) as in the present invention, preferably have 1 above SO
3 -as substituent xanthene based compound, more preferably there is the compound of the structure meaned by following formula (1).
(in formula (1),
R
1~R
4mean independently of each other the saturated hydrocarbyl of hydrogen atom, carbon number 1~10 or the aromatic hydrocarbyl of carbon number 6~10.Wherein, the contained hydrogen atom of above-mentioned saturated hydrocarbyl and above-mentioned aromatic hydrocarbyl can by halogen atom ,-OH ,-OR
6,-SO
3 -,-SO
3h ,-SO
3m
a,-CO
2h ,-CO
2r
6,-SO
3r
6,-SO
2nH
2,-SO
2nHR
8,-SO
2nR
8r
9,-SO
2-O-N=CR
7r
10,-SO
2nHNHR
7,-SO
2sR
7or-SO
2nHSO
2r
11replace.
R
5mean independently of each other hydrogen atom ,-SO
3h ,-SO
3m
a,-CO
2h ,-CO
2r
6,-SO
3r
6,-SO
2nHR
8,-SO
2nR
8r
9,-SO
2-O-N=CR
7r
10,-SO
2nHNHR
7,-SO
2sR
7or-SO
2nHSO
2r
11.Wherein, the R of a plurality of existence
5can be the same or different.
M means 1~3 integer.
R
6the saturated hydrocarbyl that means carbon number 1~10.Wherein, the contained hydrogen atom of above-mentioned saturated hydrocarbyl can be replaced by halogen atom, and in addition, above-mentioned saturated hydrocarbyl is contained-CH
2-can by-O-,-CO-or-NR
7-displacement.
R
7mean alkyl.Wherein, the contained hydrogen atom of above-mentioned alkyl can be replaced by halogen atom, in addition, above-mentioned alkyl can by-O-or-CO-connects.
R
8and R
9mean independently of each other the representative examples of saturated aliphatic alkyl.Wherein, the contained hydrogen atom of above-mentioned representative examples of saturated aliphatic alkyl can by-OH, halogen atom ,-Q ,-CH=CH
2or-CH=CHR
6replace, in addition, above-mentioned representative examples of saturated aliphatic alkyl is contained-CH
2-can by-O-,-S-,-CO-,-NH-or-NR
6-displacement.
R
10mean hydrogen atom or alkyl.Wherein, the contained hydrogen atom of above-mentioned alkyl can be replaced by halogen atom, above-mentioned alkyl can by-O-or-CO-connects.
R
11expression can have substituent alkyl.
Q means the aromatic hydrocarbyl of carbon number 6~10 or the heterocyclic radical of carbon number 3~10.Wherein, contained can the be selected from-OR of the hydrogen atom more than 1 of above-mentioned aromatic hydrocarbyl and above-mentioned heterocyclic radical
6with-CH=CHR
6in at least a kind of replacement, the contained remaining hydrogen atom of above-mentioned aromatic hydrocarbyl and above-mentioned heterocyclic radical can by-OH ,-NO
2,-CH=CH
2or halogen atom replaces.
M
amean sodium atom or potassium atom.〕
R
1~R
4with aromatic hydrocarbyl in Q, so long as carbon number is 6~10 just to be not particularly limited, preferred aryl groups, aralkyl, for example, can enumerate phenyl, benzyl, o-tolyl, a tolyl, p-methylphenyl, xylyl, naphthyl etc.In addition, as the halogen atom that can be replaced aromatic hydrocarbyl, for example, can enumerate fluorine atom, chlorine atom and bromine atoms.
R
1~R
4and R
6in saturated hydrocarbyl, can be any in representative examples of saturated aliphatic alkyl and saturated fat ring type alkyl.In addition, the representative examples of saturated aliphatic alkyl can be the arbitrary form in straight chain shape and a chain.As the representative examples of saturated aliphatic alkyl, can enumerate the alkyl of carbon number 1~10, for example, can enumerate methyl, ethyl, propyl group, isopropyl, butyl, isobutyl, sec-butyl, the tert-butyl group, hexyl, heptyl, octyl group, nonyl, decyl etc.In addition, as this representative examples of saturated aliphatic alkyl contained-CH
2-group that be replaced as-O-forms, for example, can enumerate methoxy-propyl, ethoxycarbonyl propyl, methoxyl hexyl, ethoxycarbonyl propyl, 2-ethyl hexyl oxy propyl group etc.
In addition, as saturated fat ring type alkyl, for example, can enumerate the naphthenic base of carbon number 3~10, saturated fused polycycle alkyl, saturated bridged cyclic hydrocarbon group, saturated volution alkyl etc., more specifically, can enumerate cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, tert-butylcyclohexyl, suberyl, ring octyl group, three ring decyls, three ring [5.2.1.0
2,6] decane-8-base, isobornyl, adamantyl etc.
Should illustrate, as the halogen atom that can be replaced saturated hydrocarbyl, can enumerate halogen atom same as described above.
Wherein, as R
1~R
4, R
6in saturated hydrocarbyl, preferred representative examples of saturated aliphatic alkyl, the more preferably alkyl of carbon number 1~10, the further preferred alkyl of carbon number 1~6.
R
7, R
10and R
11in alkyl, can be any in aliphatic alkyl, ester ring type alkyl and aromatic hydrocarbyl.In addition, aliphatic alkyl can be the arbitrary form in straight chain shape and a chain.Aliphatic alkyl and ester ring type alkyl can be that saturated hydrocarbyl can be also unsaturated alkyl, while being unsaturated alkyl, the bonding position of unsaturated group are not particularly limited.
As aliphatic alkyl, preferably the aliphatic alkyl of carbon number 1~20, particularly, can enumerate the alkyl of carbon number 1~20, the thiazolinyl of carbon number 2~16, the alkynyl of carbon number 2~12.As the concrete example of alkyl, can enumerate and R
1~R
4identical group, and undecyl, 1-methyl decyl, 2-methyl decyl, dodecyl, 1-methyl undecyl, 1-ethyl decyl, tridecyl, myristyl, tertiary dodecyl, pentadecyl, cetyl, octadecyl, docosane-1-base.In addition, as thiazolinyl, for example, can enumerate vinyl, 1-propenyl, 1-butenyl group, 1,3-butadiene base, 1-pentenyl, 2-pentenyl, 1-hexenyl, 2-ethyl-2-butenyl group, 2-octenyl, (4-vinyl)-5-hexenyl, 2-decene base etc.As alkynyl, for example, can enumerate ethinyl, 1-propinyl, 1-butynyl, 1-pentynyl, 3-pentynyl, 1-hexin base, 2-ethyl-2-butynyl, 2-octyne base, (4-ethinyl)-5-hexin base, 2-decynyl etc.
As the ester ring type alkyl, the preferred ester ring type alkyl of carbon number 3~30, particularly, can enumerate carbon number 3~18, naphthenic base, cycloalkenyl group, fused polycycle alkyl, bridged cyclic hydrocarbon group, volution alkyl, ring-type terpene hydrocarbon-based etc.As these concrete examples, can enumerate and R
1~R
4identical group, and dicyclopentenyl, three cyclopentenyls, decahydro-2-naphthyl, pentacyclopentadecandimethanol base etc.
As aromatic hydrocarbyl, preferred carbon number 6~30, more preferably carbon number 6~20, and the aromatic hydrocarbyl of further preferred carbon number 6~10, particularly, can enumerate and R
1~R
4identical group.
As R
11in the substituting group of alkyl, for example, can enumerate halogen atom, trifluoromethyl, amino, nitro etc., substituent position and number are arbitrarily, while having 2 above substituting groups, this substituting group can be the same or different.In addition, as the concrete example of the halogen atom that can be replaced alkyl, can enumerate and R
1~R
4identical halogen atom.
R
8and R
9in the representative examples of saturated aliphatic alkyl, the preferred alkyl of carbon number 1~24, the more preferably alkyl of carbon number 11~22, the further preferred alkyl of carbon number 12~20, this alkyl can be the arbitrary form in straight chain shape and a chain.As the concrete example of alkyl, can enumerate and R
1~R
4identical group, and undecyl, 1-methyl decyl, 2-methyl decyl, dodecyl, 1-methyl undecyl, 1-ethyl decyl, tridecyl, myristyl, tertiary dodecyl, pentadecyl, 1-heptyl octyl group, cetyl, octadecyl, nonadecyl, eicosane-1-base etc.In addition, as the halogen atom that can be replaced the representative examples of saturated aliphatic alkyl, can enumerate and R
1~R
4identical halogen atom.
As-SO
2nHR
8, can enumerate the methyl sulfamoyl, the ethyl sulfamoyl, the propyl group sulfamoyl, the isopropyl sulfamoyl, the butyl sulfamoyl, the isobutyl sulfamoyl, the amyl group sulfamoyl, the isopentyl sulfamoyl, the neopentyl sulfamoyl, the hexyl sulfamoyl, the heptyl sulfamoyl, the octyl group sulfamoyl, 2-ethylhexyl sulfamoyl, the nonyl sulfamoyl, the decyl sulfamoyl, the undecyl sulfamoyl, 1-methyl decyl sulfamoyl, 2-methyl decyl sulfamoyl, the dodecyl sulfamoyl, 1-methyl undecyl sulfamoyl, 1-ethyl decyl sulfamoyl, the tridecyl sulfamoyl, the myristyl sulfamoyl, tertiary dodecyl sulfamoyl, the pentadecyl sulfamoyl, 1-heptyl octyl group sulfamoyl, the cetyl sulfamoyl, the octadecyl sulfamoyl, docosane-1-base sulfamoyl etc.
Heterocyclic radical as the carbon number 3~10 in Q, for example, can enumerate the ester ring type heterocyclic radicals such as pyrrolidinyl, pyrazolinyl, piperidyl, piperidino, piperazinyl, homopiperazine base, morpholinyl, morpholino base, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, quinolyl, isoquinolyl, phthalazinyl, quinoxalinyl, thienyl, furyl, pyrazinyl, pyrrole radicals, imidazole radicals, pyrazolyl, triazolyl, tetrazole radical, thiazolyl,
the azoles base, the aromatic heterocycles such as indyl, indazolyl, benzimidazolyl, purine radicals.As the halogen atom that can be replaced heterocyclic radical, can enumerate and R
1~R
4identical halogen atom.
M is 1~3 integer, preferably 1 or 2.
M
afor sodium atom or potassium atom.
When the structure meaned by formula (1) is anionic property, can there is kation (Y
+), become electric neutrality so that there is the compound of the structure meaned by formula (1).Y
+number can become electroneutral mode with the compound with the structure meaned by formula (1) and suitably select, when kation number and negative ion number are in a ratio of surplus, also can have-SO
3 -negative ion in addition, become electric neutrality so that have the compound of the structure meaned by formula (1).As above-mentioned negative ion, for example, can enumerate halide ion, hydroxide ion, boron anion, phosphate anion, carboxylate anion, sulfate anion, organic sulfonic acid negative ion, nitrogen negative ion, methide negative ion etc.
As Y
+, for example, can enumerate
kation, quaternary ammonium salt cationic, pyridine
kation, imidazoles
kation etc.Wherein, preferred
kation, quaternary ammonium salt cationic.As quaternary ammonium salt cationic, can enumerate tetramethyl-ammonium, tetraethyl ammonium, single stearyl trimethyl ammonium, the distearyl Dimethyl Ammonium, three stearyl monomethyl ammoniums, single cetyl trimethyl ammonium, two cetyl Dimethyl Ammonium, tricaprylmethylammonium, the dioctyl Dimethyl Ammonium, single lauryl trimethyl ammonium, the dilauryl Dimethyl Ammonium, three bay ylmethyl ammoniums, three amyl group hexadecyldimethyl benzyl ammoniums, three hexyl hexadecyldimethyl benzyl ammoniums, the trioctylphosphine hexadecyldimethyl benzyl ammonium, three lauryl hexadecyldimethyl benzyl ammoniums, benzyl dimethyl stearyl ammonium, benzyl dimethyl octyl group ammonium, wherein, preferred distearyl Dimethyl Ammonium, two (the C such as two cetyl Dimethyl Ammonium
14-18alkyl) two (C
1-4alkyl) ammonium.In addition, as
kation, can enumerate the kation meaned by following formula (i).
(in formula (i),
R
81~R
84mean independently of each other hydrogen atom or alkyl.Wherein, R
81~R
84in at least one be alkyl, R
81~R
84in 2 can bonding and form ring.In addition, the contained hydrogen atom of above-mentioned alkyl can be by the saturated hydrocarbyl of carbon number 1~10 or amino the replacement, and above-mentioned alkyl is contained-CH
2-can with-O-or-the CO-displacement.〕
R
81~R
84in alkyl can be any in aliphatic alkyl, ester ring type alkyl and aromatic hydrocarbyl, aliphatic alkyl can be the arbitrary form in straight chain shape and a chain.Aliphatic alkyl and ester ring type alkyl can be saturated hydrocarbyls, can be also unsaturated alkyls, and while being unsaturated alkyl, the bonding position of unsaturated group is not particularly limited.And the contained hydrogen atom of above-mentioned alkyl can be by the saturated hydrocarbyl of carbon number 1~10 or amino the replacement, in addition, above-mentioned alkyl is contained-CH
2-can with-O-or-the CO-displacement.
Wherein, as R
81~R
84, preferred aliphat alkyl, aromatic hydrocarbyl, the more preferably alkyl of carbon number 1~20.As concrete example, can enumerate and R
1~R
4identical group.
As the cationic typical example meaned by above-mentioned formula (i), for example, can enumerate the kation shown in following compound group a and compound group b.Wherein, preferred two (C
14-18alkyl) two C
1-4alkyl)
(compound group a)
(compound group b)
In above-mentioned formula (1), the concrete example of the xanthene based compound that is 1 as m, for example, can enumerate the compound shown in following compound group c, and in addition, the concrete example of the xanthene based compound that is 2 as m, for example, can enumerate the compound shown in compound group d.
(compound group c)
(compound group d)
Xanthene based compound (a1) can be manufactured by suitable method, for example, can enumerate the method identical with the embodiment of TOHKEMY 2010-254964 communique.
In the present invention, xanthene based compound (a1) can be used separately or mix two or more use.
For coloured composition of the present invention, as colorant, can, when containing xanthene based compound (a1), further contain other colorant.As other colorant, be not particularly limited, can suitably select color, material according to purposes.
As other colorant, can use pigment, the dyestuff except xanthene based compound (a1) and any in natural colouring matter, in the time will obtaining the pixel of high brightness and high color purity, preferably organic pigment, organic dyestuff, particularly preferably organic pigment.
As the preferred concrete example of above-mentioned organic pigment, can enumerate by color index (C.I.) C.I. paratonere 166 by name, C.I. paratonere 177, C.I. paratonere 224, C.I. paratonere 242, C.I. paratonere 254, C.I. pigment Green 7, C.I. pigment green 36, C.I. naphthol green 58, C.I. pigment blue 15: 6, C.I. alizarol saphirol 80, C.I. pigment yellow 83, C.I. pigment yellow 13 8, C.I. pigment yellow 13 9, C.I. pigment yellow 150, C.I. pigment yellow 180, C.I. pigment yellow 211, C.I. pigment orange 38, C.I. pigment Violet 23 etc.
While in the present invention, using pigment as other colorant, can to pigment, be made with extra care to use by recrystallization method, reprecipitation method, solvent wash method, sublimed method, vaccum heating method or their combination.In addition, pigment also can carry out modification to its particle surface and use with resin as required.Carry out the resin of modification as the particle surface to pigment, for example, can enumerate the vehicle resin put down in writing in TOHKEMY 2001-108817 communique or the commercially available various resins for dispersed color.As the resin covering method of carbon blacksurface, for example, can adopt the method for record in Japanese kokai publication hei 9-71733 communique, Japanese kokai publication hei 9-95625 communique, Japanese kokai publication hei 9-124969 communique etc.In addition, organic pigment is preferably used the primary particle miniaturization by so-called salt mill.Method as the salt mill, for example, can adopt disclosed method in Japanese kokai publication hei 08-179111 communique.
While in the present invention, using pigment as other colorant, can further contain known spreading agent and dispersing aid.As known spreading agent, for example, can enumerate the polyurethane series spreading agent, polyethyleneimine is that spreading agent, polyoxyethylene alkyl ether are that spreading agent, polyoxyethylene alkyl phenyl ether are that spreading agent, polyethylene glycol di are that spreading agent, sorbitan fatty acid ester are that spreading agent, polyester are spreading agent, dispersant containing acrylic etc., in addition, as dispersing aid, can enumerate pigment derivative etc.
Such spreading agent can obtain commercially, for example, as dispersant containing acrylic, can enumerate Disperbyk-2000, Disperbyk-2001, BYK-LPN6919, BYK-LPN21116, BYK-LPN21324(is above is BYK-Chemie(BYK) company's system) etc., as the polyurethane series spreading agent, can enumerate Disperbyk-161, Disperbyk-162, Disperbyk-165, Disperbyk-167, Disperbyk-170, Disperbyk-182(is above is BYK-Chemie(BYK) company's system), Solsperse76500(Lubrizol company system) etc., as polyethyleneimine, it is spreading agent, can enumerate Solsperse24000(Lubrizol company system) etc., as polyester, it is spreading agent, can enumerate AdisperPB821, AdisperPB822, AdisperPB880, AdisperPB881(is above is Ajinomoto Fine-Techno company system) etc.
In addition, as pigment derivative, particularly, can enumerate the sulfonic acid of diketopyrrolopyrrolecocrystals or quinoline dai ketone etc.
In the present invention, other colorant can be used separately or mix two or more use.
From the angle of the black matrix that forms brightness is high and excitation is excellent pixel or light-proofness excellence, colorant (A) containing proportional in the solid constituent of coloured composition, be 5~70 quality % usually, be preferably 5~60 quality %.Here solid constituent refers to solvent described later composition in addition.
In addition in the present invention, and with xanthene based compound (a1) and other colorant during as colorant, xanthene based compound (a1) containing proportional in all colorants, be 2~50 quality %, 5~35 quality % more preferably.
-resin glue (B)-
As the resin glue in the present invention (B), be not particularly limited, preferably there is the resin of the acidic functionalities such as carboxyl, phenolic hydroxyl group.Wherein, preferably have carboxyl polymkeric substance (below, be called " carboxylic polymkeric substance "), for example, can enumerate ethylenically unsaturated monomers with 1 above carboxyl (below, be called " unsaturated monomer (b1) ") but with the multipolymer of the ethylenically unsaturated monomers of other copolymerization (below, be called " unsaturated monomer (b2) ").
As unsaturated monomer (b1), for example, can enumerate (methyl) acrylic acid, maleic acid, maleic anhydride, mono succinate (2-(methyl) acryloxy ethyl) ester, ω-carboxyl polycaprolactone list (methyl) acrylate, to vinyl benzoic acid etc.
These unsaturated monomers (b1) can be used separately or mix two or more use.
In addition, as unsaturated monomer (b2), for example, can enumerate
N-position substituted maleimide amine as N-phenylmaleimide, N-N-cyclohexylmaleimide and so on;
As styrene, α-methyl styrene, 4-Vinyl phenol, to hydroxyl-alpha-methyl styrene, to the aromatic ethenyl compound of vinyl benzyl glycidol ether, acenaphthylene and so on;
As (methyl) methyl acrylate, (methyl) n-butyl acrylate, (methyl) 2-EHA, (methyl) acrylic acid 2-hydroxy methacrylate, (methyl) allyl acrylate, (methyl) benzyl acrylate, polyglycol (degree of polymerization 2~10) methyl ether (methyl) acrylate, polypropylene glycol (degree of polymerization 2~10) methyl ether (methyl) acrylate, single (methyl) acrylate of polyglycol (degree of polymerization 2~10), single (methyl) acrylate of polypropylene glycol (degree of polymerization 2~10), (methyl) cyclohexyl acrylate, (methyl) isobornyl acrylate, (methyl) acrylic acid three ring [5.2.1.0
2,6] decane-8-base ester, (methyl) acrylic acid two cyclopentene esters, list (methyl) acrylic acid glyceride, (methyl) acrylic acid 4-hydroxylphenyl ester, to oxirane modification (methyl) acrylate, (methyl) glycidyl acrylate, (methyl) acrylic acid 3 of cumyl phenol, (methyl) acrylate of 4-epoxycyclohexyl methyl esters, 3-((methyl) acryloyl-oxy methyl) oxetanes, 3-((methyl) acryloyl-oxy methyl)-3-Ethyloxetane and so on,
As cyclohexyl vinyl ether, isobornyl vinyl ether, three ring [5.2.1.0
2,6] decane-8-base vinyl ether, pentacyclopentadecandimethanol base vinyl ether, 3-(ethene yloxymethyl)-vinyl ether of 3-Ethyloxetane and so on;
As the end at polymer molecular chain of polystyrene, poly-(methyl) methyl acrylate, poly-(methyl) n-butyl acrylate, polysiloxane and so on has the macromonomer etc. of list (methyl) acryloyl group.
These unsaturated monomers (b2) can be used separately or mix two or more use.
In the multipolymer of unsaturated monomer (b1) and unsaturated monomer (b2), the copolymerization ratio of the unsaturated monomer in this multipolymer (b1) is preferably 5~50 quality %, more preferably 10~40 quality %.Make unsaturated monomer (b1) copolymerization by the scope such, can access the coloured composition of alkali development and excellent storage stability.
Concrete example as unsaturated monomer (b1) with the multipolymer of unsaturated monomer (b2), for example, can enumerate disclosed multipolymer in Japanese kokai publication hei 7-140654 communique, Japanese kokai publication hei 8-259876 communique, Japanese kokai publication hei 10-31308 communique, Japanese kokai publication hei 10-300922 communique, Japanese kokai publication hei 11-174224 communique, Japanese kokai publication hei 11-258415 communique, TOHKEMY 2000-56118 communique, TOHKEMY 2004-101728 communique etc.
In addition; in the present invention; for example; also can be disclosed in Japanese kokai publication hei 5-19467 communique, Japanese kokai publication hei 6-230212 communique, Japanese kokai publication hei 7-207211 communique, Japanese kokai publication hei 09-325494 communique, Japanese kokai publication hei 11-140144 communique, TOHKEMY 2008-181095 communique etc., use side chain to there is the carboxylic polymkeric substance of the polymerism unsaturated link such as (methyl) acryloyl group as resin glue.
Resin glue in the present invention, the use gel permeation chromatography (below, referred to as GPC) (eluting solvent: the weight-average molecular weight by polystyrene conversion (Mw) of tetrahydrofuran) measuring is generally 1000~100000, is preferably 3000~50000.If Mw is too small, the reductions such as residual film ratio that can getable tunicle, or pattern form, thermotolerance etc. are impaired, perhaps electrical characteristics are poor, on the other hand, if excessive, may decrease resolution, or pattern form is impaired, or easily produce dry foreign matter when the coating of gap nozzle mode.
In addition, the ratio (Mw/Mn) of the weight-average molecular weight of the resin glue in the present invention (Mw) and number-average molecular weight (Mn) is preferably 1.0~5.0, and more preferably 1.0~3.0.Should illustrate, said Mn uses the GPC(eluting solvent here: the number-average molecular weight by polystyrene conversion of tetrahydrofuran) measuring.
Resin glue in the present invention can utilize known method manufacture, for example, also can utilize disclosed method in TOHKEMY 2003-222717 communique, TOHKEMY 2006-259680 communique, No. 07/029871 pamphlet of International Publication etc. to control its structure, Mw, Mw/Mn.
In the present invention, resin glue can be used separately or mix two or more use.
In the present invention, the content of resin glue is generally 10~1000 mass parts with respect to colorant (A) 100 mass parts, is preferably 20~500 mass parts, more preferably 50~350 mass parts, more preferably 100~250 mass parts.If the content of resin glue is very few, for example alkali development reduces, the storage stability of the coloured composition perhaps obtained reduces, if too much on the other hand, might be because the colorant concentration relative reduce is difficult to realize the aim colour concentration as film.
-crosslinking chemical (C)-
Crosslinking chemical in the present invention (C) refers to the compound with polymerisable group more than 2.As polymerisable group, for example, can enumerate ethylenic unsaturated group, Oxyranyle, oxetanyl, N-alkoxy methyl amino etc.In the present invention, as crosslinking chemical (C), preferably there is the compound of (methyl) acryloyl group more than 2 or there is the compound of 2 above N-alkoxy methyl amino.
As the concrete example with compound of (methyl) acryloyl group more than 2, can enumerate multifunctional (methyl) acrylate that aliphatic polyhydroxy compound and (methyl) acrylic acid is reacted and obtain, by multifunctional (methyl) acrylate of caprolactone modification, by multifunctional (methyl) acrylate of alkylene oxide modification, multifunctional polyurethane (methyl) acrylate that makes to have (methyl) acrylate of hydroxyl and polyfunctional isocyanate's reaction and obtain, multifunctional (methyl) acrylate with carboxyl that makes to have (methyl) acrylate of hydroxyl and anhydride reaction and obtain etc.
Here, as aliphatic polyhydroxy compound, for example, can enumerate the aliphatic polyhydroxy compound as the binary of ethylene glycol, propylene glycol, polyglycol, polypropylene glycol and so on; As the aliphatic polyhydroxy compound more than the ternary of glycerine, trimethylolpropane, pentaerythrite, dipentaerythritol and so on.As above-mentioned (methyl) acrylate with hydroxyl, for example, can enumerate (methyl) acrylic acid 2-hydroxy methacrylate, trimethylolpropane two (methyl) acrylate, pentaerythrite three (methyl) acrylate, dipentaerythritol five (methyl) acrylate, dimethyl allene acid glyceride etc.As above-mentioned polyfunctional isocyanate, for example, can enumerate toluene diisocyanate, hexamethylene diisocyanate, MDI, isophorone diisocyanate etc.As acid anhydrides, for example, can enumerate the acid anhydrides as the dibasic acid of succinic anhydride, maleic anhydride, glutaric anhydride, itaconic anhydride, phthalic anhydride, hexahydrophthalic anhydride and so on, as the tetra-atomic acid dianhydride of pyromellitic acid anhydride, biphenyl tetracarboxylic dianhydride, benzophenone tetracarboxylic dianhydride and so on.
In addition, as multifunctional (methyl) acrylate by caprolactone modification, for example, can enumerate the compound of putting down in writing in paragraph (0015)~(0018) of Japanese kokai publication hei 11-44955 communique.As above-mentioned multifunctional (methyl) by alkylene oxide modification acrylate, can enumerate bisphenol-A two (methyl) acrylate that is selected from least a kind of modification in oxirane and epoxypropane, be selected from isocyanuric acid three (methyl) acrylate of at least a kind of modification in oxirane and epoxypropane, be selected from trimethylolpropane tris (methyl) acrylate of at least a kind of modification in oxirane and epoxypropane, be selected from pentaerythrite three (methyl) acrylate of at least a kind of modification in oxirane and epoxypropane, be selected from pentaerythrite four (methyl) acrylate of at least a kind of modification in oxirane and epoxypropane, be selected from dipentaerythritol five (methyl) acrylate of at least a kind of modification in oxirane and epoxypropane, be selected from dipentaerythritol six (methyl) acrylate of at least a kind of modification in oxirane and epoxypropane etc.
In addition, as the compound with 2 above N-alkoxy methyl amino, for example, can enumerate there is the melamine structure, the compound of benzoguanamine structure, urea structure etc.Should illustrate, melamine structure, benzoguanamine structure refer to that the triazine ring or the phenyl that have more than 1 replace the chemical constitution of triazine ring as basic framework, are the concepts that also comprises melamine, benzoguanamine or their condensation product.As the concrete example of the compound with 2 above N-alkoxy methyl amino, can enumerate N, N, N ', N ', N ' ', N ' '-six (alkoxy methyl) melamine, N, N, N ', N '-tetra-(alkoxy methyl) benzoguanamine, N, N, N ', N '-tetra-(alkoxy methyl) glycoluril etc.
In these crosslinking chemicals, multifunctional (methyl) acrylate that preferably makes the above aliphatic polyhydroxy compound of ternary and the reaction of (methyl) acrylic acid and obtain, by multifunctional (methyl) acrylate of caprolactone modification, multifunctional polyurethane (methyl) acrylate, there is multifunctional (methyl) acrylate, the N of carboxyl, N, N ', N ', N ' ', N ' '-six (alkoxy methyl) melamine, N, N, N ', N '-tetra-(alkoxy methyl) benzoguanamine.High from the intensity of dyed layer, the surface smoothness excellence of dyed layer, and unexposed portion is difficult for producing scum (Di dirt on substrate and on light shield layer), the residual equal angles of film is set out, in multifunctional (methyl) acrylate that aliphatic polyhydroxy compound more than making ternary obtains with the reaction of (methyl) acrylic acid, trimethylolpropane triacrylate particularly preferably, pentaerythritol triacrylate, dipentaerythritol five acrylate, dipentaerythritol acrylate, in thering is multifunctional (methyl) acrylate of carboxyl, the compound that particularly preferably makes pentaerythritol triacrylate and succinyl oxide reaction and obtain, the compound that makes dipentaerythritol five acrylate and succinyl oxide reaction and obtain.
In the present invention, crosslinking chemical (C) can be used separately or mix two or more use.
The content of the crosslinking chemical in the present invention (C) is with respect to preferred 10~1000 mass parts of colorant (A) 100 mass parts, more preferably 20~700 mass parts, further preferably 100~500 mass parts, particularly preferably 200~400 mass parts.Now, if the content of crosslinking chemical is very few, possibly can't obtain enough curing property.On the other hand, if the content of crosslinking chemical is too much, while to coloured composition of the present invention, giving alkali development, the trend such as alkali development reduces, unexposed portion easily produces scum on substrate or on light shield layer, film is residual are arranged.
-specific compound (D)-
Coloured composition of the present invention contains specific compound (D).Thus, the fluorescence that xanthene based compound (a1) produces can be suppressed efficiently, the problem of the contrast reduction of color filter can be solved.
In the present invention, as specific compound (D), contain the compound of at least a kind in choosing phthalocyanine based compound, anthraquinone based compound, triarylmethane based compound, azomethine based compound, porphyrin based compound, C.I. solvent blue 70 and C.I. solvent blue 38 that freely following formula (2) means.
(in formula (2),
R
21~R
36mean independently of each other hydrogen atom, representative examples of saturated aliphatic alkyl, phenyl ,-OH ,-COOH ,-SO
3h ,-(SO
3)
-(NR
101r
102r
103r
37)
+,-SO
3m
bperhaps-SO
2nHR
38.Wherein, R
21~R
36in at least one be-(SO
3)
-(NR
101r
102r
103r
37)
+.
R
37and R
38the representative examples of saturated aliphatic alkyl that means independently of each other carbon number 1~10.
R
101~R
103the aliphatic alkyl that means independently of each other hydrogen atom or carbon number 1~10.
M
bmean sodium atom or potassium atom.
M means metallic atom.〕
As R
21~R
36in the representative examples of saturated aliphatic alkyl, the preferred alkyl of carbon number 1~10.As concrete example, can enumerate substituting group same as described above.
As the metallic atom in M, preferably the metallic atom of divalent, for example, can enumerate Be, Mg, Ca, Ba, Al, Si, Cd, Hg, Cr, Fe, Co, Ni, Cu, Zn, Ge, Pd, Cd, Sn, Pt, Pb, Sr, Mn etc.Wherein, preferred Mg, Ca, Co, Zn, Pd, Cu, particularly preferably Cu.
As R
37and R
38, the alkyl of preferred carbon number 1~10, the more preferably alkyl of carbon number 2~8.
As R
101~R
103in the aliphatic alkyl of carbon number 1~10, can enumerate group same as described above.
Wherein, as the phthalocyanine based compound, the copper phthalocyanine based compound preferably meaned by following formula (2-1)
(in formula (2-1),
R
39~R
42mean independently of each other representative examples of saturated aliphatic alkyl, phenyl ,-(SO
3)
-(NR
101r
102r
103r
37)
+or-SO
2nHR
38.Wherein, R
39~R
42in at least one be-(SO
3)
-(NR
101r
102r
103r
37)
+, R
101~R
103, R
37and R
38with above-mentioned synonym.〕
As R
37and R
38, the alkyl of preferred carbon number 1~10, the more preferably alkyl of carbon number 2~8.In formula (2-1), R
39~R
42in at least one be-(SO
3)
-(NR
101r
102r
103r
37)
+, remaining R
39~R
42be preferably-SO
2nHR
38.Preferred mode is: R
39for-(SO
3)
-(NR
101r
102r
103r
37)
+, R
40~R
42for-SO
2nHR
38, and R
101~R
103be hydrogen atom.
In the present invention, as specific compound (D), also can preferably use C.I. solvent blue 70 and C.I. solvent blue 38.C.I. solvent blue 70 and C.I. solvent blue 38 are the phthalocyanine based compounds except the phthalocyanine based compound meaned by formula (2).
As the anthraquinone based compound, the compound preferably meaned by following formula (3).
(in formula (3),
R
51~R
54mean independently of each other the saturated hydrocarbyl of hydrogen atom, carbon number 1~10 or the aromatic hydrocarbyl of carbon number 6~10.Wherein, the contained hydrogen atom of above-mentioned saturated hydrocarbyl and above-mentioned aromatic hydrocarbyl can by-OH ,-COOH ,-SO
3h ,-SO
3m
c,-SO
3r
55,-SO
2nH
2,-SO
2nHR
55, or-SO
2nR
56r
57replace.
R
55~R
57the saturated hydrocarbyl that means independently of each other carbon number 1~10.
M
cfor sodium atom or potassium atom.〕
R
51~R
54, R
55~R
57in saturated hydrocarbyl can be any in representative examples of saturated aliphatic alkyl and saturated fat ring type alkyl.In addition, the representative examples of saturated aliphatic alkyl can be the arbitrary form in straight chain shape and a chain.As the concrete example of representative examples of saturated aliphatic alkyl and saturated fat ring type alkyl, can enumerate and R
1~R
4, R
6in the identical group of saturated hydrocarbyl.
In addition, R
51~R
54in aromatic hydrocarbyl, as long as carbon number is 6~10 just to be not particularly limited, but preferred aryl groups, as concrete example, can be enumerated and R
1~R
4in the identical group of aromatic hydrocarbyl.
Wherein, preferred R
51and R
53for hydrogen atom, R
52and R
54be the saturated hydrocarbyl of carbon number 1~10 or the aromatic hydrocarbyl of carbon number 6~10 independently of each other.In addition, R
52and R
54during for the aromatic hydrocarbyl of carbon number 6~10, preferred R
52and R
54in at least one quilt-SO
2nHR
55or quilt-SO
2nR
56r
57replace.
R
55~R
57be preferably saturated fat ring type alkyl.The preferred carbon number of this saturated fat ring type alkyl is 4~8, and more preferably carbon number is 5~7.
As the triarylmethane based compound, the compound preferably meaned by following formula (4).Should illustrate, there are various resonant structures in the cationic moiety in following formula (4), but these resonant structures are equal to the cationic moiety meaned by following formula.
(in formula (4),
Ar means aromatic hydrocarbon ring.
R
61and R
62the aliphatic alkyl that means independently of each other hydrogen atom or carbon number 1~10.
R
63and R
64the representative examples of saturated aliphatic alkyl or the phenyl that mean independently of each other hydrogen atom, carbon number 1~10.
R
65the representative examples of saturated aliphatic alkyl of expression hydrogen atom, carbon number 1~10 ,-COOR
72or chlorine atom.
R
66and R
69the representative examples of saturated aliphatic alkyl that means independently of each other hydrogen atom or carbon number 1~10.
R
67and R
68the representative examples of saturated aliphatic alkyl or the chlorine atom that mean independently of each other hydrogen atom, carbon number 1~10.
X
-mean negative ion.
Z means hydrogen atom or the group meaned by following formula (5).
R
72the representative examples of saturated aliphatic alkyl that means hydrogen atom or carbon number 1~10.〕
(in formula (5),
R
70and R
71the representative examples of saturated aliphatic alkyl that means independently of each other hydrogen atom or carbon number 1~10.〕
As the aromatic hydrocarbon ring in Ar, preferably carbon number 6~20, the more preferably aromatic hydrocarbon ring of carbon number 6~10, particularly, can enumerate phenyl ring, naphthalene nucleus, cyclohexyl biphenyl, anthracene nucleus.
As R
61and R
62in the aliphatic alkyl of carbon number 1~10, can for saturated also can be for unsaturated, the preferred representative examples of saturated aliphatic alkyl of carbon number 1~10.As R
61~R
72in the concrete example of representative examples of saturated aliphatic alkyl of carbon number 1~10, can enumerate group same as described above.
In the compound meaned by above-mentioned formula (4), the compound more preferably meaned by following formula (4-1).
(in formula (4-1),
Ar
2expression is to phenylene or Isosorbide-5-Nitrae-naphthylene.
R
61~R
67, R
71~R
72and X
-with the R in above-mentioned formula (4) and (5)
61~R
67, R
71~R
72and X
-synonym.〕
As R
61and R
62, the representative examples of saturated aliphatic alkyl of preferred hydrogen atom or carbon number 1~6.
As R
63and R
64, the representative examples of saturated aliphatic alkyl of preferred hydrogen atom or carbon number 1~6.
As R
65and R
67, representative examples of saturated aliphatic alkyl or the chlorine atom of preferred hydrogen atom, carbon number 1~6, more preferably the representative examples of saturated aliphatic alkyl of hydrogen atom or carbon number 1~6.
R
66the representative examples of saturated aliphatic alkyl of preferred hydrogen atom or carbon number 1~6.
As R
70and R
71, the representative examples of saturated aliphatic alkyl of preferred hydrogen atom or carbon number 1~6.
R
61~R
67, R
70and R
71in the carbon number more preferably 1~4 of representative examples of saturated aliphatic alkyl, further preferable methyl, ethyl.
As X
-, for example, can enumerate and there is the negative ion that is selected from least a kind of electron-withdrawing group in cyano group, halo alkyl and halosulfonyl groups, more specifically, can enumerate by following formula (ii)~(negative ion vii) meaned.
R
91-SO
3 - (ii)
(formula (ii) in, R
91expression can have the halo alkyl of linking group.〕
R
92-SO
2-N
--SO
2-R
92 (iii)
(formula (iii) in, R
92mean independently of each other carbon atom, hydrogen atom and the halo alkyl that can there is linking group, R
92bonding and form ring mutually each other.〕
[(R
93)
2N]
- (iv)
(formula (iv) in, R
93mean to have independently of each other halogenated alkyl sulfonyl, cyano group or the halosulfonyl groups of linking group, R
93for can there is the halogenated alkyl sulfonyl of linking group the time, R
93bonding and form ring mutually each other.〕
[(R
94)
bPHal
6-b]
- (v)
(formula (v), R
94expression can have the halo alkyl of linking group, and P means phosphorus atoms, and Hal means halogen group, R
94, Hal exists respectively in a plurality of situations, can be the same or different.B means 0~6 integer.〕
[(R
95)
cBHal
4-c]
- (vi)
(formula (vi), R
95expression can have halo alkyl or the cyano group of linking group, and B means the boron atom, and Hal means halogen group, R
95, Hal exists respectively in a plurality of situations, can be the same or different.C means 0~4 integer.〕
[(R
96)
3C]
- (vii)
(formula (vii), R
96mean independently of each other halosulfonyl groups or halogenated alkyl sulfonyl.〕
Formula (ii), formula (iii), formula (v) and formula (vi), as becoming R
91, R
92, R
94and R
95the alkyl of skeleton of halo alkyl, for example, can enumerate (1) aliphatic alkyl, (2) ester ring type alkyl, (3) have the ester ring type alkyl as substituent aliphatic alkyl (below, be called " ester ring type hydrocarbon replace aliphatic alkyl "), (4) aromatic hydrocarbyl, (5) have aliphatic alkyl as substituent aromatic hydrocarbyl (below, be called " aliphatic hydrocarbon substituted aromatic alkyl "), (6) have aromatic hydrocarbyl as substituent aliphatic alkyl (below, be called " aromatic hydrocarbon replacement aliphatic alkyl ") etc.From the deliquescent viewpoint organic solvent, as above-mentioned alkyl, be preferably following characteristic group.
That is, as (1) aliphatic alkyl, preferred alkyl, its carbon number preferably 1~20, more preferably 1~8;
As (2) ester ring type alkyl, preferred ester ring type saturated hydrocarbyl, its carbon number preferably 3~20, more preferably 3~12;
(3) replace aliphatic alkyl as the ester ring type hydrocarbon, preferred ester ring type stable hydrocarbon substituted alkyl, its total carbon atom number preferably 4~20, more preferably 6~14;
(4) as aromatic hydrocarbyl, preferred carbon number 6~14, more preferably 6~10, phenyl particularly preferably;
(5) as aliphatic hydrocarbon substituted aromatic alkyl, preferred alkyl substituted-phenyl, its total carbon atom number preferably 7~30, more preferably 7~20;
(6) replace aliphatic alkyl as aromatic hydrocarbon, preferred aralkyl, its carbon number preferably 7~30, more preferably 7~20;
Should illustrate, the alkyl in this paragraph can be that the straight chain shape can be also a chain.
In the middle of these, as becoming R
91, R
92, R
94and R
95the alkyl of skeleton of halo alkyl, preferably (1) aliphatic alkyl, (3) ester ring type hydrocarbon replace aliphatic alkyl, (4) aromatic hydrocarbyl, (5) aliphatic hydrocarbon substituted aromatic alkyl or (6) aromatic hydrocarbon and replace aliphatic alkyl, more preferably alkyl, ester ring type stable hydrocarbon substituted alkyl, phenyl, alkyl-substituted phenyl, aralkyl, particularly preferably alkyl.Should illustrate, formula (iii) in, R
92bonding and form the alkyl of divalent mutually each other.
In addition, R
91and R
92in, as the halogen in the halo alkyl, from the stable on heating viewpoint of colorant, preferred fluorine.By selecting fluorine as substituting group, can improve thermotolerance.
In addition, as R
91, R
92, R
94and R
95halo alkyl and R
93halogenated alkyl sulfonyl in linking group, can enumerate-O-,-S-,-CO-,-COO-,-CONH-,-SO
2-etc.And described conduct becomes R
91, R
92, R
94and R
95the characteristic group of cited (1)~(6) of the alkyl of skeleton of halo alkyl in said carbon number refer to the total carbon atom number of the part of having removed the carbon atom that forms this linking group.
In the present invention, from the stable on heating viewpoint of colorant, as R
91, R
92, R
94and R
95, preferably by following formula (group viii) or (ix) meaned, particularly preferably form organic acid conjugate base that acidity is stronger by the following formula (group viii) meaned.
(formula (viii),
R
101mean hydrogen atom, fluorine atom, alkyl, fluorinated alkyl, ester ring type alkyl, alkoxy, fluoridize alkoxy, R
102cOOR
103-or R
102cOOR
103cFH-.
R
102mean alkyl, ester ring type alkyl, heteroaryl or substituted or non-substituted aryl.
R
103mean alkane 2 basis.
N means the integer more than 1.
" * " means binding site.〕
(in formula (ix),
R
104~R
108mean independently of each other hydrogen atom, fluorine atom, hydroxyl, alkyl, fluorinated alkyl or alkoxy.Wherein, R
104~R
108in at least one be fluorine atom or fluorinated alkyl.
" * " means binding site.〕
Formula is (viii), as R
101, preferably fluorine atom, fluorinated alkyl, ester ring type alkyl, fluoridize alkoxy, R
102cOOR
103-or R
102cOOR
103cFH-, particularly preferably fluorine atom, ester ring type alkyl, perfluoro alkoxy, R
102cOOR
103-or R
102cOOR
103cFH-.
R
102mean alkyl, ester ring type alkyl, heteroaryl or substituted or non-substituted aryl, alkyl can be that the straight chain shape can be also a chain, the carbon number of alkyl preferably 1~12, more preferably 1~8.The ester ring type alkyl can be the bridged ring ester ring type alkyl of 2~4 rings, the carbon number of ester ring type alkyl preferably 3~20, more preferably 3~12.As heteroaryl, preferably by containing, be selected from the group that the heteroaromatic of heteroatomic 5~10 yuan more than 1 in nitrogen-atoms, oxygen atom and sulphur atom forms.As aryl, carbon number is 6~14 aryl preferably, more preferably 6~10 aryl, particularly preferably phenyl.Should illustrate, as substituting group, for example, can enumerate the alkyl of carbon number 1~6, alkoxy, halogen atom or the trifluoromethyl of carbon number 1~6, substituent position and number are arbitrarily, have more than 2 in substituent situation, and this substituting group can be the same or different.
In addition, R
103mean alkane 2 basis, preferably the alkane 2 basis of carbon number 1~6.Particularly, can enumerate methylene, ethylidene, ethane-1,1-bis-bases, propane-1,1-bis-bases, propane-1,2-bis-bases, propane-1,3-bis-bases, propane-2,2-bis-bases, butane-1,2-bis-bases, butane-1,3-bis-bases, butane-Isosorbide-5-Nitrae-bis-base, pentane-1,4-bis-bases, pentane-1,5-bis-bases, hexane-1,5-bis-bases, hexane-1,6-bis-bases etc.Wherein, from the angle of easy manufacture, consider, preferably ethylidene.
The upper limit of n preferably 10, more preferably 8 should be described.
In addition, in formula (ix), preferred R
104~R
108in at least 3 be fluorine atom or fluorinated alkyl.Should illustrate, formula (iii) in, also preferred R
92bonding and forming is fluoridized alkylidene, is particularly preferably formed perfluorinated alkylidene each other.
Formula (iv) and formula (vii), as R
93and R
96halosulfonyl groups, for example, can enumerate FSO
2base, ClSO
2base, BrSO
2base, ISO
2base, wherein, preferred FSO
2base.
Formula (iv) and formula (vii), become R
93and R
96the alkyl of skeleton of halogenated alkyl sulfonyl can be that the straight chain shape can be also a chain, carbon number preferably 1~8.As the concrete example of this alkyl, can enumerate group same as described above.In addition, as the halogen group in halogenated alkyl sulfonyl, preferably fluorine-based.
As halogenated alkyl sulfonyl, preferably perfluoroalkyl group sulfonyl, for example, can enumerate CF
3sO
2base, CF
3cF
2sO
2base, (CF
3)
2cFSO
2base, CF
3cF
2cF
2sO
2base, CF
3cF
2cF
2cF
2sO
2base, (CF
3)
2cFCF
2sO
2base, CF
3cF
2(CF
3) CFSO
2base, (CF
3)
3cSO
2base.Wherein, preferred CF
3sO
2base.
As the typical example of the negative ion (ii) or (iii) meaned by above-mentioned formula, for example, can enumerate the negative ion shown in following compound group e and compound group f.
(compound group e)
(compound group f)
As the typical example of the negative ion (iv) meaned by above-mentioned formula, for example, except the negative ion shown in following compound group g, can also enumerate [(CN)
2n]
-, [(FSO
2)
2n]
-, [(FSO
2) N(CF
3sO
2)]
-, [(FSO
2) N(CF
3cF
2sO
2)]
-, [(FSO
2) N{(CF
3)
2cFSO
2]
-, [(FSO
2) N(CF
3cF
2cF
2sO
2)]
-, [(FSO
2) N(CF
3cF
2cF
2cF
2sO
2)]
-, [(FSO
2) N{(CF
3)
2cFCF
2sO
2]
-, [(FSO
2) N{CF
3cF
2(CF
3) CFSO
2]
-, [(FSO
2) N{(CF
3)
3cSO
2]
-deng.
(compound group g)
As by above-mentioned formula, (typical example of the negative ion v) meaned, except PF
6 -, also can enumerate the middle negative ion of putting down in writing such as Japanese Unexamined Patent Application Publication 2007-503477 communique, particularly preferably (C
2f
5)
2pF
4 -, (C
2f
5)
3pF
3 -, (n-C
3f
7)
3pF
3 -, (n-C
4f
9)
3pF
3 -, [(CF
3)
2cF]
3pF
3 -, [(CF
3)
2cF]
2pF
4 -, [(CF
3)
2cFCF
2]
3pF
3 -, [(CF
3)
2cFCF
2]
2pF
4 -.
As by above-mentioned formula, (typical example of the negative ion vi) meaned, except BF
4 -, B(CN)
4 -, can also enumerate the middle negative ion of putting down in writing such as Japanese Unexamined Patent Application Publication 2007-503477 communique, particularly preferably B(CN)
4 -, B(CN) F
3 -, B(CN)
2f
2 -, B(CN)
3f
-, (CF
3)
4b
-, (C
6f
5)
4b
-, [(CF
3)
2c
6h
3]
4b
-.
As by above-mentioned formula, (typical example of the negative ion vii) meaned can be enumerated the negative ion of record in Japanese Unexamined Patent Application Publication 2007-503477 communique, WO2011/158748 pamphlet etc., particularly preferably (CF
3sO
2)
3c
-.
As X
-, also can adopt halide ion.As above-mentioned halide ion, can enumerate fluorine ion, chlorion, bromide ion etc.
In the present invention, in the triarylmethane based compound meaned by above-mentioned formula (4), from improving the viewpoint of brightness and excitation, the triarylmethane based compound more preferably meaned by following formula (6).
(in formula (6),
R
61, R
62, R
63, R
64, R
70, R
71and X
-with the R in above-mentioned formula (4) and (5)
61, R
62, R
63, R
64, R
70, R
71and X
-synonym.〕
In above-mentioned formula (6), as R
61, R
62, R
70and R
71, the preferred alkyl of carbon number 1~8, the more preferably alkyl of carbon number 1~6, the further preferred alkyl of carbon number 1~4.In addition, as R
63, alkyl or the phenyl of preferred carbon number 1~8 and then carbon number 1~6.In addition, as R
64, preferably carbon number 1~8 and then carbon number 1~6, further be alkyl or the hydrogen atom of carbon number 1~4.
As the concrete example of the triarylmethane based compound meaned by above-mentioned formula (4), for example, can enumerate the compound shown in following compound group h.
(compound group h)
As the azomethine based compound, for example, can use the commercially available product such as Cyan-1, Cyan-2, Cyan-3, Cyan-4, Cyan-101 of DAITO CHEMIX system.
As the porphyrin based compound, for example, can use the commercially available products such as chemical TAP-2, the TAP-5 made of hillside plot, TAP-9, TAP-10, TAP-12, TAP-18, TAP-45.
In the present invention, the content of specific compound (D) is with respect to preferred 1~500 mass parts of xanthene based compound (a1) 100 mass parts, more preferably 5~400 mass parts, further preferred 20~300 mass parts, further preferred 60~250 mass parts.Now, if the content of specific compound (D) is very few, the inhibition of the fluorescence that has pair xanthene based compound (a1) to produce is insufficient and trend that contrast color filter easily reduces, on the other hand, if the trend that too much, has the brightness of color filter easily to reduce.
-Photoepolymerizationinitiater initiater-
Can make coloured composition of the present invention contain Photoepolymerizationinitiater initiater.Thus, can give radiation-sensitive to coloured composition.The Photoepolymerizationinitiater initiater used in the present invention is to produce the compound of the spike of the polymerization that can cause crosslinking chemical (C) by the exposure of luminous ray, ultraviolet ray, far ultraviolet, electron beam, X ray isoradial.
As such Photoepolymerizationinitiater initiater, for example, can enumerate thioxanthones based compound, acetophenone based compound, bisglyoxaline based compound, triazine based compound, O-acyl group oxime compound,
salt based compound, benzoin based compound, benzophenone based compound, α-diketone based compound, encircle more quinone based compound, diazonium based compound, acid imide sulphonic acid ester based compound,
salt based compound etc.
In the present invention, Photoepolymerizationinitiater initiater can be used separately or mix two or more use.As Photoepolymerizationinitiater initiater, be preferably selected from least a kind in thioxanthones based compound, acetophenone based compound, bisglyoxaline based compound, triazine based compound, O-acyl group oxime compound.
In the preferred Photoepolymerizationinitiater initiater of the present invention, concrete example as the thioxanthones based compound, can enumerate thioxanthones, CTX, 2-methyl thioxanthones, ITX, ITX, 2,4-bis-clopenthixal ketones, 2,4-dimethyl thioxanthones, 2,4-diethyl thioxanthone, 2,4-diisopropyl thioxanthones etc.
In addition, as the concrete example of acetophenone based compound, can enumerate 2-methyl isophthalic acid-(4-(methyl mercapto) phenyl)-2-morpholino propane-1-ketone, 2-benzyl-2-dimethylamino-1-(4-morpholino phenyl) butane-1-ketone, 2-(4-methyl-benzyl)-the 2-(dimethylamino)-1-(4-morpholino phenyl) butane-1-ketone etc.
In addition, as the concrete example of bisglyoxaline based compound, can enumerate 2,2 '-bis-(2-chlorphenyls)-4,4 ', 5,5 '-tetraphenyl-1,2 '-bisglyoxaline, 2,2 '-bis-(2,4-dichlorophenyl)-4,4 ', 5,5 '-tetraphenyl-1,2 '-bisglyoxaline, 2,2 '-bis-(2,4,6-trichlorophenyl)-4,4 ', 5,5 '-tetraphenyl-1,2 '-bisglyoxaline etc.
Should illustrate, while using the bisglyoxaline based compound as other Photoepolymerizationinitiater initiater, from the angle that can improve sensitivity preferably and use hydrogen donor.Here said " hydrogen donor " refers to and can supply with to the free radical produced by the bisglyoxaline based compound by exposure the compound of hydrogen atom.As hydrogen donor, for example, can enumerate 2-mercaptobenzothiazole, 2-sulfydryl benzo
the mercaptan such as azoles are hydrogen donor; 4,4 '-bis-(dimethylamino) benzophenone, the amine such as 4,4 '-bis-(diethylamino) benzophenone are hydrogen donor.In the present invention, hydrogen donor can be used separately or mix two or more and use, and from can further improving the angle of sensitivity, the mercaptan of preferred compositions more than a kind is that hydrogen donor and the amine more than a kind are that hydrogen donor is used.
In addition, concrete example as the triazine based compound, can enumerate 2, 4, 6-tri-(trichloromethyl)-s-triazine, 2-methyl-4, two (the trichloromethyl)-s-triazine of 6-, 2-(2-(5-methylfuran-2-yl) vinyl)-4, two (the trichloromethyl)-s-triazine of 6-, 2-(2-(furans-2-yl) vinyl)-4, two (the trichloromethyl)-s-triazine of 6-, 2-(2-(4-diethylamino-2-aminomethyl phenyl) vinyl)-4, two (the trichloromethyl)-s-triazine of 6-, 2-(2-(3, the 4-Dimethoxyphenyl) vinyl)-4, two (the trichloromethyl)-s-triazine of 6-, the 2-(4-methoxyphenyl)-4, two (the trichloromethyl)-s-triazine of 6-, 2-(4-ethoxybenzene vinyl)-4, two (the trichloromethyl)-s-triazine of 6-, 2-(4-n-butoxy phenyl)-4, two (the trichloromethyl)-s-triazine etc. of 6-have the triazine based compound of halogenated methyl.
In addition, concrete example as O-acyl group oxime compound, can enumerate 1-(4-(thiophenyl) phenyl)-1, 2-octane diketone 2-(O-benzoyl oxime), 1-[9-ethyl-6-(2-methyl benzoyl)-9H-carbazole-3-yl]-ethyl ketone 1-(O-acetyl oxime), 1-(9-ethyl-6-(2-methyl-4-tetrahydrofuran base methoxybenzoyl base)-9H-carbazole-3-yl)-ethyl ketone 1-(O-acetyl oxime), 1-(9-ethyl-6-{2-methyl-4-(2, 2-dimethyl-1, the 3-dioxolanyl) methoxybenzoyl base }-9H-carbazole-3-yl)-ethyl ketone 1-(O-acetyl oxime) etc.As the commercially available product of O-acyl group oxime compound, also can use NCI-831, NCI-930(above is ADEKA Co., Ltd. system) etc.
In the present invention, while using the Photoepolymerizationinitiater initiater beyond the bisglyoxaline based compound such as acetophenone based compound, also can be used together sensitizer.As such sensitizer; for example; can enumerate 4; 4 '-bis-(dimethylamino) benzophenone, 4; 4 '-bis-(diethylamino) benzophenone, 4-diethyl amino benzoylformaldoxime, 4-dimethylamino propiophenone, EDMAB, 4-dimethylaminobenzoic acid 2-Octyl Nitrite, 2, two (the 4-diethylamino benzal) cyclohexanone of 5-, 7-diethylamino-3-(4-diethylamino benzoyl) cumarin, 4-(diethylamino) chalcone etc.
In the present invention, the content of Photoepolymerizationinitiater initiater is with respect to crosslinking chemical (C) 100 mass parts preferably 0.01~120 mass parts, particularly preferably 1~100 mass parts.Now, if the content of Photoepolymerizationinitiater initiater is very few, that may utilize that exposure carries out curingly becomes insufficient, on the other hand, if too much, the trend that has the dyed layer of formation easily to come off from substrate when developing.
-solvent-
Other composition that coloured composition of the present invention contains above-mentioned (A)~(D) composition and adds arbitrarily, coordinate solvent to be prepared into fluid composition usually.As above-mentioned solvent, disperse or dissolve so long as will form (A)~(D) composition, other composition of coloured composition, and do not react with these compositions, there is suitable volatility, just can suitably select and use.
In such solvent, for example, can enumerate
Glycol monoethyl ether, ethylene glycol monoethyl ether, ethylene glycol propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol list positive propyl ether, the diethylene glycol mono-n-butyl ether, triethylene glycol monomethyl ether, Triethylene glycol ethyl ether, propylene glycol monomethyl ether, dihydroxypropane single-ether, propylene glycol list positive propyl ether, the propylene glycol mono-n-butyl ether, dipropylene glycol monomethyl ether, DPE, the single positive propyl ether of dipropylene glycol, the dipropylene glycol mono-n-butyl ether, Tripropylene glycol monomethyl Ether, (gathering) alkylene glycol monoalkyl ethers such as tripropylene glycol list ether,
The lactic acid alkyl ester such as methyl lactate, ethyl lactate class;
Methyl alcohol, ethanol, propyl alcohol, butanols, isopropyl alcohol, isobutyl alcohol, the tert-butyl alcohol, octanol, 2-Ethylhexyl Alcohol, cyclohexanol etc. (ring) alkyl alcohols;
The ketols such as diacetone alcohol;
Ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetic acid esters, diethylene glycol monoethyl ether acetic acid esters, propylene glycol methyl ether acetate, propylene glycol monoethyl ether acetate, dipropylene glycol monomethyl ether acetic acid esters, acetic acid 3-methoxyl butyl ester, acetic acid 3-methyl-(gathering) alkylene glycol monoalky lether acetate esters such as 3-methoxyl butyl ester;
Other ethers such as diethylene glycol dimethyl ether, diethylene glycol ethylmethyl ether, diethylene glycol diethyl ether, tetrahydrofuran;
The ketones such as methyl ethyl ketone, cyclohexanone, 2-HEPTANONE, 3-heptanone;
Propylene-glycol diacetate, 1,3-BDO diacetate esters, 1, the diacetate esters classes such as 6-hexanediol diacetate esters;
3-methoxy methyl propionate, 3-methoxy propyl acetoacetic ester, 3-ethoxy-propionic acid methyl esters, 3-ethoxyl ethyl propionate, ethoxy ethyl acetate, 3-methyl-alkoxyl carboxylate classes such as 3-methoxyl butyl propionic ester;
Other ester classes such as ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, formic acid n-pentyl ester, isoamyl acetate, n-butyl propionate, ethyl butyrate, propyl butyrate, isopropyl isobutyrate, the positive butyl ester of butyric acid, methyl pyruvate, ethyl pyruvate, pyruvic acid n-propyl, methyl acetoacetate, ethyl acetoacetate, 2-Oxobutyric acid ethyl ester;
Toluene, dimethylbenzene etc. are aromatic hydrocarbon based;
The acid amides such as DMF, DMA, 1-METHYLPYRROLIDONE or lactams etc.
In these solvents, from dissolubility, pigment-dispersing, the viewpoints such as coating are set out, preferred propylene glycol monomethyl ether, dihydroxypropane single-ether, ethylene glycol monomethyl ether acetate, propylene glycol methyl ether acetate, propylene glycol monoethyl ether acetate, 3-methoxyl butylacetic acid ester, diethylene glycol dimethyl ether, diethylene glycol ethylmethyl ether, cyclohexanone, 2-HEPTANONE, the 3-heptanone, 1, 3-butylene glycol diacetate esters, 1, 6-hexanediol diacetate esters, ethyl lactate, 3-methoxy propyl acetoacetic ester, 3-ethoxy-propionic acid methyl esters, the 3-ethoxyl ethyl propionate, 3-methyl-3-methoxyl butyl propionic ester, n-butyl acetate, isobutyl acetate, the formic acid n-pentyl ester, isoamyl acetate, n-butyl propionate, ethyl butyrate, isopropyl isobutyrate, the positive butyl ester of butyric acid, ethyl pyruvate etc.
In the present invention, solvent can be used separately or mix two or more use.
The content of solvent is not particularly limited, and preferably the total concentration that desolventizes each composition in addition of coloured composition becomes the amount of 5~50 quality %, more preferably becomes the amount of 10~40 quality %.By being made as this mode, the colorant dispersion that can access dispersiveness, has good stability, and coating, the coloured composition that has good stability.
-adjuvant-
Coloured composition of the present invention also can contain various adjuvants as required.
As adjuvant, for example, can enumerate the filling agents such as glass, aluminium oxide, macromolecular compound, the fluorine such as polyvinyl alcohol (PVA), poly-(acrylic acid fluoroalkyl ester) class are that surfactant, silicon are the surfactants such as surfactant, vinyltrimethoxy silane, vinyltriethoxysilane, vinyl three (2-methoxy ethoxy) silane, the N-(2-amino-ethyl)-3-aminopropyl methyl dimethoxysilane, the N-(2-amino-ethyl)-3-TSL 8330, APTES, the 3-glycidoxypropyltrime,hoxysilane, 3-glycidoxy propyl group methyl dimethoxysilane, 2-(3, the 4-epoxycyclohexyl) ethyl trimethoxy silane, the 3-chloropropylmethyldimethoxysilane, the 3-r-chloropropyl trimethoxyl silane, the 3-methacryloxypropyl trimethoxy silane, the closely sealed promoter such as 3-sulfydryl propyl trimethoxy silicane, 2,2-thiobis (4-methyl-6-tert-butylphenol), 2, the antioxidants such as 6-DI-tert-butylphenol compounds, the ultraviolet light absorbers such as the 2-(3-tert-butyl group-5-methyl-2-hydroxy phenyl)-5-chlorobenzotriazole, alkoxy benzophenone class, the deflocculants such as sodium polyacrylate, malonic acid, hexane diacid, itaconic acid, citraconic acid, fumaric acid, mesaconic acid, 2-ethylaminoethanol, 3-amino-1-propyl alcohol, 5-amino-1-amylalcohol, 3-amino-1,2-PD, 2-amino-1,3-propanediol, 4-be amino-1, the residue improvers such as 2-butylene glycol, mono succinate (2-(methyl) acryloxy ethyl) ester, phthalic acid list (2-(methyl) acryloxy ethyl) ester, ω-developability improvers such as carboxyl polycaprolactone list (methyl) acrylate etc.
Coloured composition of the present invention can utilize suitable method preparation, as its preparation method, for example, can enumerate disclosed method in TOHKEMY 2008-58642 communique, TOHKEMY 2010-132874 communique etc.Use xanthene based compound and pigment the two during as colorant, disclosed in TOHKEMY 2010-132874 communique, can adopt following methods: after making dye solution pass through the 1st filtrator, the dispersible pigment dispersion of the dye solution by the 1st filtrator and preparation in addition etc. is mixed, make the coloured composition obtained by the 2nd filtrator, preparation thus.In addition, also can adopt following methods: other composition of xanthene based compound, above-mentioned (B)~(D) composition and use as required is dissolved in solvent, make the solution obtained by after the 1st filtrator, to with the dispersible pigment dispersion of preparation in addition, mix by the solution of the 1st filtrator, make the coloured composition obtained by the 2nd filtrator, preparation thus.In addition, can also adopt following methods: after making dye solution pass through the 1st filtrator, will be by the dye solution of the 1st filtrator, above-mentioned (B)~(D) composition and other composition mixed dissolution used as required, make the solution obtained by the 2nd filtrator, to with the dispersible pigment dispersion of preparation in addition, mix by the solution of the 2nd filtrator again, make the coloured composition obtained by the 3rd filtrator, preparation thus.
Color filter and manufacture method thereof
Color filter of the present invention possesses the dyed layer that uses coloured composition of the present invention to form.
As the method for manufacturing color filter, the first, can enumerate following methods.At first, on the surface of substrate, form light shield layer (black matrix) in the mode of dividing the part that forms pixel as required.Then, on this substrate, after being coated with the fluid composition of for example red radiation-sensitive coloured composition of the present invention, carrying out prebake conditions and make the solvent evaporation, formation is filmed.Then, after being situated between and by photomask, this being filmed and is exposed, use alkaline-based developer to be developed, the unexposed portion of filming is dissolved and removes.Then, the alignment arrangements that forms to stipulate by rear baking has the pel array of red pattern of pixels.
Then, use green or each blue radiation-sensitive coloured composition, carry out in the same manner as described above coating, prebake conditions, exposure, development and the rear baking of each radiation-sensitive coloured composition, form successively green pel array and blue pel array on same substrate.Thus, obtain on substrate disposing the color filter of redness, green and blue three primary colors pel array.But, in the present invention, the order that forms each color pixel is not limited to said sequence.In addition, manufacture in the first method of color filter, if in above-mentioned blueness, green and red pel array any 1 for using the dyed layer of coloured composition formation of the present invention.
In addition, black matrix can utilize photoetching process to make by sputter, evaporation and the metallic films such as chromium of film forming become desirable pattern forms, also can use the radiation-sensitive coloured composition that is dispersed with black pigment, similarly form with the situation of above-mentioned formation pixel.
The substrate used during as the formation color filter, for example, can enumerate glass, silicon, polycarbonate, polyester, aromatic polyamide, polyamidoimide, polyimide etc.
In addition, also can be as required these substrates be implemented to utilize the suitable pre-treatments such as agent treated, Cement Composite Treated by Plasma, ion plating, sputter, gas-phase reaction method, vacuum evaporation of silane coupling agent etc.
When the radiation-sensitive coloured composition is coated to substrate, can adopt spray-on process, rolling method, spin-coating method (spin coat method), slit mould to be coated with the suitable rubbing methods such as method, excellent rubbing method, particularly preferably spin-coating method, slit mould are coated with method.
Prebake conditions usually combines drying under reduced pressure and heat drying carries out.Drying under reduced pressure usually proceeds to and arrives 50~200Pa.In addition, the condition of heat drying was generally under 70~110 ℃ about 1~10 minute.
Coating thickness, with dried film thickness gauge, is generally 0.6~8 μ m, is preferably 1.2~5 μ m.
The light source of the radioactive ray that use while as formation, being selected from least a kind in pixel and black matrix, for example, can enumerate LASER Light Source such as the lamp source such as xenon lamp, Halogen lamp LED, tungsten lamp, high-pressure sodium lamp, ultrahigh pressure mercury lamp, metal halide lamp, medium pressure mercury lamp, low pressure mercury lamp or argon laser, YAG laser, XeCl excimer laser, nitrogen laser etc., optimal wavelength is at the radioactive ray of 190~450nm scope.
The exposure of radioactive ray is preferred 10~10000J/m generally
2.
In addition, as above-mentioned alkaline-based developer, for example, preferred sodium carbonate, NaOH, potassium hydroxide, Tetramethylammonium hydroxide, choline, 1,8-diazabicyclo-[5.4.0]-7-undecylene, 1, the aqueous solution of 5-diazabicyclo-[4.3.0]-5-nonene etc.
In alkaline-based developer, also can add in right amount water-miscible organic solvents such as methyl alcohol, ethanol or surfactant etc.Should illustrate, usually be washed after alkaline development.
As the development treatment method, can use spray development method, spray development method, dipping (dip) development method, soak and put (puddle) development method etc.Under the preferred normal temperature of development conditions 5~300 seconds.
The condition of rear baking, under common 180~280 ℃ about 10~60 minutes.
The thickness of the pixel formed like this is generally 0.5~5 μ m, is preferably 1.0~3 μ m.
In addition, the second method as manufacturing color filter, can adopt the disclosed method of utilizing ink-jetting style to obtain each color pixel in Japanese kokai publication hei 7-318723 communique, TOHKEMY 2000-310706 communique etc.In the method, at first, form the next door that has shade function concurrently on the surface of substrate.Then, utilize ink discharge device ejection in the next door formed for example after the fluid composition of red thermosetting coloured composition of the present invention, to carry out prebake conditions and make the solvent evaporation.Then, as required this is filmed after exposure, by rear baking, make it curing, form red pattern of pixels.
Then, use green or each blue thermosetting coloured composition, form successively in the same manner as described above green pattern of pixels and blue pattern of pixels on same substrate.Thus, obtain disposing the color filter of redness, green and blue trichromatic pattern of pixels on substrate.But, in the present invention, the order that forms each color pixel is not limited to said sequence.In addition, manufacture in the second method of color filter, as long as the wantonly dyed layer formed for use coloured composition of the present invention more than a kind of the pel array of above-mentioned blueness, green, redness.
Should illustrate, shade function is not only played in next door, also plays the function that colour mixture does not occur for making to be ejected into thermosetting coloured composition of all kinds in septal area, so the black matrix used in above-mentioned the first method of Film Thickness Ratio is thick.Therefore, next door forms with the black radiation-ray sensitive composition usually.
The method of the substrate used while forming color filter, the light source of radioactive ray and prebake conditions, rear baking is identical with the first above-mentioned method with condition.The thickness of the pixel of like this, utilizing ink-jetting style to form and the height in next door are equal extent.
On the pattern of pixels obtained like this, after forming diaphragm as required, by sputter, form nesa coating.After forming nesa coating, can also further form separator and make color filter.Separator forms with radiation-ray sensitive composition usually, also can make the separator (black separator) with light-proofness.Now, use the colored radiation-sensitive composition that is dispersed with black colorant, but coloured composition of the present invention also goes for the formation of above-mentioned black separator.
Brightness and the excitation of the color filter of the present invention obtained like this are high, therefore exceedingly useful for color liquid crystal display device, colour pick-up tube element, color sensor, organic EL display element, Electronic Paper etc.
Display element
Display element of the present invention possesses color filter of the present invention.As display element, can enumerate color liquid crystal display device, organic EL display element, Electronic Paper etc.
The color liquid crystal display device that possesses color filter of the present invention can be that transmission-type can be also reflection-type, can adopt suitable structure.For example, can adopt following structure: form color filter in the driving from disposing thin film transistor (TFT) (TFT) on the substrate different with substrate, drive with substrate opposed across liquid crystal layer with the substrate that is formed with color filter; In addition, can also adopt following structure: be formed with the substrate of color filter and be formed with the indium oxide of ITO(doped with tin disposing on the surface of driving with substrate of thin film transistor (TFT) (TFT)) substrate of electrode is opposed across liquid crystal layer.The latter's structure can significantly improve aperture opening ratio, has advantages of and can be become clear and the liquid crystal display cells of fine.
Possess the color liquid crystal display device of color filter of the present invention except possessing cold cathode fluorescent tube (CCFL:Cold Cathode Fluorescent Lamp), can also possess and take the backlight unit that White LED is light source.As White LED, for example, can enumerate display predetermined colors in combination LED, green LED and blue led obtain the White LED of white light by colour mixture, combined blue LED, red LED and green-emitting phosphor obtain the White LED of white light by colour mixture, combined blue LED, red light-emitting phosphor and green emitting fluorophor obtain the White LED of white light by colour mixture, pass through blue led, YAG is the White LED that the colour mixture of fluorophor obtains white light, combined blue LED, orange luminescence fluorophor and green emitting fluorophor obtain the White LED of white light by colour mixture, combine ultraviolet LED, red light-emitting phosphor, green emitting fluorophor and blue-light-emitting fluorescent material obtain the White LED of white light etc. by colour mixture.
The color liquid crystal display device that possesses color filter of the present invention can be used TN(Twisted Nematic, twisted-nematic) type, STN(Super Twisted Nematic, supertwist is to row) type, IPS(In-Planes Switching, switching in face) type, VA(Vertical Alignment, vertical orientated) type, OCB(Optically Compensated Birefringence, optical compensation curved arrangement) the suitable liquid crystal mode such as type.
In addition, the organic EL display element that possesses color filter of the present invention can adopt suitable structure, for example, can enumerate disclosed structure in Japanese kokai publication hei 11-307242 communique.
In addition, the Electronic Paper that possesses color filter of the present invention can adopt suitable structure, for example, can enumerate disclosed structure in TOHKEMY 2007-41169 communique.
Embodiment
Below, enumerate embodiment and further illustrate embodiments of the present invention.Wherein, the invention is not restricted to following embodiment.
Synthesizing of<xanthene based compound (a1) >
Synthesis example 1
Eggplant type flask at the 200mL that has put into stirrer, add 2.9g(5.0mmol) C.I. acid red 52, the ion exchange water of 29mL, be heated to bathe 85 ℃ of temperature with oil bath while stirring.At this temperature, to this solution, add bit by bit tributyl cetyl bromination
5.2g(10.26mmol) at room temperature be dissolved in the 60g ion exchange water and the solution that obtains.In the moment of all having added, confirm to generate non-water-soluble painted oily mater.Then, stir at this temperature after 1 hour, use near the ice bath cool to room temperature.The supernatant decant is removed, then with ion exchange water, cleaned residue.After this residue is dissolved in to methyl alcohol recovery, use Rotary Evaporators to carry out reduced pressure concentration.The oily residue that obtains, 50 ℃ of drying under reduced pressure 12 hours, is obtained to 6.1g aubergine solid thus.
By
1h-NMR wave spectrum (solvent: deuterochloroform) measure, confirm that the compound obtained is the compound meaned by following formula (A1).Using this compound as colorant (A1).
Synthesis example 2
Eggplant type flask at the 100mL that has put into stirrer adds chloroform 25.2g, dehydration DMF1.72g, and nitrogen flows down and is cooled to below 10 ℃, adds thionyl chloride 2.27g(19.1mmol) at this temperature, stir 30 minutes.Then add 3.5g(5.17mmol) acid red 289 and flow down in 35 ℃ and stir 3 hours at nitrogen, then, then add 0.246g(2.07mmol) thionyl chloride, at this temperature, continue to stir 1.5 hours.Reaction mixture is cooled to 5 ℃, adds dodecyl amine 3.26g(17.6mmol at this temperature), triethylamine 5.46g(54.0mmol) and stir 10 minutes after, at 40 ℃, continue to stir meter 15 hours.Reaction mixture, with after the Rotary Evaporators reduced pressure concentration, is added to the methyl alcohol of 12.3g and obtains solution, this solution is concentrated into to the only about half of of amount of solution again.Then, add methyl alcohol 17.8g and acetic acid 1.23g, the potpourri obtained is at room temperature stirred 30 minutes.Then, above-mentioned potpourri is added drop-wise in a large amount of water red solid is separated out, collect and fully washing by filtered off with suction.By the solid that obtains first with a small amount of diisopropyl ether, again with hexane, fully clean after, 60 ℃ of drying under reduced pressure 12 hours, obtain thus the solid (yield 97.2%) of 4.13g.By the MS wave spectrum, confirm the compound of red solid for being meaned by following formula (A2) obtained.Using this compound as colorant (A2).
Synthesis example 3
With reference to the synthesis example 3 of TOHKEMY 2010-032999 communique, the synthetic compound meaned by following formula (A3).Using this compound as colorant (A3).
Synthesis example 4
With reference to the synthesis example 3 of TOHKEMY 2012-181505 communique, the synthetic compound meaned by following formula (A4).Using this compound as colorant (A4).
Synthesis example 5
With reference to the synthesis example of No. 4492760 instructionss of Japan's special permission, the synthetic compound meaned by following formula (A5).Using this compound as colorant (A5).
Synthesizing of<specific compound (D) >
Synthesis example 6
Thread bottle having put into stirrer, add 1.4g(2.72mmol) C.I. Blue 7, two (fluoroform sulphonyl) imines potassium (gloomy field chemical company system) 1.303g(4.08mmol), chloroform 20mL and water 10mL, under room temperature, stir 7 hours.After water layer is removed in separation, by organic layer washing 2 times under reduced pressure concentrated, then, by the solid drying under reduced pressure obtained, thus, obtain black-and-blue solid 1.65g(yield 80.0%).
By
1h-NMR wave spectrum (solvent: deuterochloroform) measure, confirm the compound of compound for being meaned by following formula (D-1) obtained.Using this compound as compound (D-1).
The preparation of<dye solution >
Preparation example 1
Mix using 10 mass parts colorants (A1) with as 90 mass parts propylene glycol monomethyl ethers of solvent, prepare dye solution (A-1).
Preparation example 2
Use colorant (A2) to replace the colorant (A1) in preparation example 1, in addition, with preparation example 1, similarly prepare dye solution (A-2).
Preparation example 3
Use colorant (A3) to replace the colorant (A1) in preparation example 1, in addition, with preparation example 1, similarly prepare dye solution (A-3).
Preparation example 4
Use colorant (A4) to replace the colorant (A1) in preparation example 1, in addition, with preparation example 1, similarly prepare dye solution (A-4).
Preparation example 5
Use colorant (A5) to replace the colorant (A1) in preparation example 1, in addition, with preparation example 1, similarly prepare dye solution (A-5).
Preparation example 6
The Basic Violet11:1 that use is meaned by following formula replaces the colorant (A1) in preparation example 1, in addition, with preparation example 1, similarly prepares dye solution (A-6).
The preparation of<dispersible pigment dispersion >
Preparation example 7
Be used as the C.I. pigment blue 15 of 15 mass parts of colorant: 6, as the BYK-LPN21116(BYK-Chemie(BYK of 12.5 mass parts (solid component concentration 40 quality %) of spreading agent) company's system), as the propylene glycol methyl ether acetate of 72.5 mass parts of solvent, utilize ball mill to be processed, prepare dispersible pigment dispersion (a-1).
Synthesizing of<resin glue (B) >
Synthesis example 7
In the flask that possesses cooling tube and stirring machine, propylene glycol methyl ether acetate 100 mass parts of packing into are also carried out nitrogen replacement.Be heated to 80 ℃, at this temperature, dripped propylene glycol methyl ether acetate 100 mass parts, methacrylic acid 20 mass parts, styrene 10 mass parts, benzyl methacrylate 5 mass parts, 2-hydroxyethyl methacrylate 15 mass parts, 2-Ethylhexyl Methacrylate 23 mass parts, N-phenylmaleimide 12 mass parts, mono succinate (2-acryloxy ethyl) ester 15 mass parts and 2 through 1 hour, 2 '-azo two (2, the 4-methyl pentane nitrile) mixed solution of 6 mass parts, keep this temperature polymerization 2 hours.Then, the temperature of reaction solution is warming up to 100 ℃, then polymerization 1 hour, resin glue solution (solid component concentration 33 quality %) obtained thus.The Mw of the resin glue obtained is that 12200, Mn is 6500.Using this resin glue as " resin glue (B1) ".
The preparation of<coloured composition and evaluation >
Embodiment 1
By dispersible pigment dispersion (a-1) 16.5 mass parts, dye solution (A-1) 2.8 mass parts, resin glue (B1) solution 13.9 mass parts as resin glue (B), potpourri as East Asia Synesis Company of crosslinking chemical (C) M-402(dipentaerythritol acrylate processed and dipentaerythritol five acrylate) 8.2 mass parts, as the 2-benzyl of Photoepolymerizationinitiater initiater-2-dimethylamino-1-(4-morpholino phenyl) butane-1-ketone (Ciba Specialty Chemicals company system, trade name IRGACURE369) 1.8 mass parts, the Neozapon Blue807 processed of Solvent Blue70(BASF company as specific compound (D)) 0.02 mass parts, MEGAFAC F-554(DIC Co., Ltd. system as surfactant) 0.05 mass parts and mixing as the propylene glycol methyl ether acetate of solvent, the coloured composition for preparing solid component concentration 20 quality %.
Use after spin coater is coated with the coloured composition obtained on glass substrate, with the hot plates of 80 ℃, carry out 10 minutes prebake conditions and form different 3 of thickness and film.
Then, after this substrate is cooled to room temperature, use high-pressure sodium lamp, in the situation that be not situated between by photomask with 2000J/m
2the exposure radioactive ray of each wavelength that the exposure of filming is comprised to 365nm, 405nm and 436nm.Like this, form blue evaluation cured film on substrate.
Contrast is estimated
Be formed with the substrate of cured film with 2 deflecting plate clampings, the deflecting plate of limit rotation front face side is irradiated on limit from fluorescent light for rear side (wavelength coverage 380~780nm), utilize nitometer LS-100(Minolta company system) measure maximal value and the minimum value of the light intensity seen through.And, for each cured film, the value that will obtain except maximal value by minimum value is spent as a comparison.Obtain the contrast under chromaticity coordinate value y=0.099 according to measurement result.Evaluation result is shown in to table 1.Should illustrate, the larger expression of the numerical value of contrast is better.
Evaluation of Heat Tolerance
Use spin coater to be formed with the SiO that prevents the sodion stripping on surface
2be coated with coloured composition (S-1) on the soda-lime glass substrate of film afterwards, with the hot plates of 90 ℃, carry out 2 minutes prebake conditions, form filming of thickness 2.5 μ m.Then, after this substrate is cooled to room temperature, use high-pressure sodium lamp, be situated between by photomask with 400J/m
2the exposure radioactive ray of each wavelength that the exposure of respectively filming is comprised to 365nm, 405nm and 436nm.Then, press 1kgf/cm to develop to these substrates
2(nozzle diameter 1mm) sprays the developer solution consisted of 0.04 quality % sodium hydrate aqueous solution of 23 ℃, and the spray carried out thus 90 seconds develops.Then, with ultrapure water, clean this substrate, air-dry after, then carry out after 30 minutes baking in the cleaning oven of 200 ℃, form thus dot pattern on substrate.
For the dot pattern obtained, use color analysis instrument (great mound electronics (strain) MCPD2000 processed) measure chromaticity coordinate value (x, y) and the values (Y) in the CIE color specification system with illuminant-C, the 2 degree visuals field.
Then, after aforesaid substrate being carried out under 230 ℃ within 90 minutes, append baking, measure chromaticity coordinate value (x, y) and values (Y), to appending change color before and after baking, being Δ E
* abestimated.Its result, Δ E
* abvalue be less than at 3.0 o'clock and be evaluated as " zero ", more than 3.0 and be less than at 5.0 o'clock and be evaluated as " △ ", 5.0 are evaluated as " * " when above.Evaluation result is shown in to table 1.Should illustrate, can say Δ E
* abbe worth less thermotolerance better.
Embodiment 2~104 and comparative example 1~6
The kind of the dispersible pigment dispersion in embodiment 1, dye solution and specific compound (D) and amount are altered to as shown in table 1~6, in addition, prepare similarly to Example 1 coloured composition.And, for the coloured composition obtained, carry out similarly to Example 1 contrast evaluation and Evaluation of Heat Tolerance.Evaluation result is shown in to table 1~6.
[table 1]
[table 2]
[table 3]
[table 4]
[table 5]
[table 6]
In table 1~6, (D) symbol of each in the composition is defined as follows.
S.B.70: copper phthalocyanine based compound, Solvent Blue70(Orasol Blue855, BASF AG's system)
S.B.25: the copper phthalocyanine based compound meaned by following formula (2-1-a), Solvent Blue25(Aizen SOT Blue, hodogaya chemical company system)
S.B.38: the phthalocyanine based compound meaned by following formula (2-2), Solvent Blue38(VALIFAST BLUE1605, Orient chemical company system)
S.B.35: the anthraquinone based compound meaned by following formula (3-a), Solvent Blue35(Oil Blue5502, have this chemical industrial company system)
S.B.45: the anthraquinone based compound meaned by following formula (3-b), Solvent Blue45(Plast Blue463, have this chemical industrial company system)
B.B.7: the triarylmethane based compound meaned by following formula (4-1-a), Basic Blue7(Tokyo changes into industrial group's system)
TAP-2: porphyrin based compound, TAP-2(hillside plot chemical company system)
TAP-12: porphyrin based compound, TAP-12(hillside plot chemical company system)
D-1: triarylmethane based compound, the compound obtained in synthesis example 6 (D-1)
Cyan-1: azomethine based compound, Cyan-1(DAITO CHEMIX company system)
In addition, in table 1~6, " * " hurdle means the content with respect to the specific compound (D) of xanthene based compound (a1) 100 mass parts.
Claims (6)
1. a coloured composition, be the coloured composition that contains the colorant (A), resin glue (B) and the crosslinking chemical (C) that comprise the xanthene based compound, it is characterized in that,
Further contain compound (D), this compound (D) is at least a kind in choosing phthalocyanine based compound, anthraquinone based compound, triarylmethane based compound, azomethine based compound, porphyrin based compound, C.I. solvent blue 70 and C.I. solvent blue 38 that freely following formula (2) means
Described xanthene based compound has more than 1 be selected from-SO
3h and-SO
3 -in at least a kind as substituting group,
In formula (2),
R
21~R
36mean independently of each other hydrogen atom, representative examples of saturated aliphatic alkyl, phenyl ,-OH ,-COOH ,-SO
3h ,-(SO
3)
-(NR
101r
102r
103r
37)
+,-SO
3m
bor-SO
2nHR
38, wherein, R
21~R
36in at least one be-(SO
3)
-(NR
101r
102r
103r
37)
+,
R
37and R
38the representative examples of saturated aliphatic alkyl that means independently of each other carbon number 1~10,
R
101~R
103the aliphatic alkyl that means independently of each other hydrogen atom or carbon number 1~10,
M
bmean sodium atom or potassium atom,
M means metallic atom.
2. coloured composition according to claim 1, wherein, the xanthene based compound is the compound with the structure meaned by following formula (1),
In formula (1),
R
1~R
4mean independently of each other the saturated hydrocarbyl of hydrogen atom, carbon number 1~10 or the aromatic hydrocarbyl of carbon number 6~10, wherein, the contained hydrogen atom of described saturated hydrocarbyl and described aromatic hydrocarbyl can by halogen atom ,-OH ,-OR
6,-SO
3 -,-SO
3h ,-SO
3m
a,-CO
2h ,-CO
2r
6,-SO
3r
6,-SO
2nH
2,-SO
2nHR
8,-SO
2nR
8r
9,-SO
2-O-N=CR
7r
10,-SO
2nHNHR
7,-SO
2sR
7or-SO
2nHSO
2r
11replace,
R
5mean independently of each other hydrogen atom ,-SO
3h ,-SO
3m
a,-CO
2h ,-CO
2r
6,-SO
3r
6,-SO
2nHR
8,-SO
2nR
8r
9,-SO
2-O-N=CR
7r
10,-SO
2nHNHR
7,-SO
2sR
7or-SO
2nHSO
2r
11, wherein, the R of a plurality of existence
5can be the same or different,
M means 1~3 integer,
R
6mean the saturated hydrocarbyl of carbon number 1~10, wherein, the contained hydrogen atom of described saturated hydrocarbyl can be replaced by halogen atom, and in addition, described saturated hydrocarbyl is contained-CH
2-can by-O-,-CO-or-NR
7-displacement,
R
7mean alkyl, wherein, the contained hydrogen atom of described alkyl can be replaced by halogen atom, in addition, described alkyl can by-O-or-CO-connects,
R
8and R
9mean independently of each other the representative examples of saturated aliphatic alkyl, wherein, the contained hydrogen atom of described representative examples of saturated aliphatic alkyl can by-OH, halogen atom ,-Q ,-CH=CH
2or-CH=CHR
6replace, in addition, described representative examples of saturated aliphatic alkyl is contained-CH
2-can by-O-,-S-,-CO-,-NH-or-NR
6-displacement,
R
10mean hydrogen atom or alkyl, wherein, the contained hydrogen atom of described alkyl can be replaced by halogen atom, described alkyl can by-O-or-CO-connects,
R
11expression can have substituent alkyl,
Q means the aromatic hydrocarbyl of carbon number 6~10 or the heterocyclic radical of carbon number 3~10, wherein, and can the be selected from-OR of the hydrogen atom more than 1 that described aromatic hydrocarbyl and described heterocyclic radical are contained
6with-CH=CHR
6in at least a kind of replacement, the contained remaining hydrogen atom of described aromatic hydrocarbyl and described heterocyclic radical can by-OH ,-NO
2,-CH=CH
2or the halogen atom replacement,
M
amean sodium atom or potassium atom.
3. coloured composition according to claim 1 and 2, wherein, the triarylmethane based compound is the compound meaned by following formula (4),
In formula (4),
Ar means aromatic hydrocarbon ring,
R
61and R
62the aliphatic alkyl that means independently of each other hydrogen atom or carbon number 1~10,
R
63and R
64the representative examples of saturated aliphatic alkyl or the phenyl that mean independently of each other hydrogen atom, carbon number 1~10,
R
65the representative examples of saturated aliphatic alkyl of expression hydrogen atom, carbon number 1~10 ,-COOR
72or the chlorine atom,
R
66and R
69the representative examples of saturated aliphatic alkyl that means independently of each other hydrogen atom or carbon number 1~10, or R
66with R
69together mean sulphur atom,
R
67and R
68the representative examples of saturated aliphatic alkyl or the chlorine atom that mean independently of each other hydrogen atom, carbon number 1~10,
X
-mean negative ion,
Z means hydrogen atom or the group meaned by following formula (5),
R
72the representative examples of saturated aliphatic alkyl that means hydrogen atom or carbon number 1~10,
In formula (5),
R
70and R
71the representative examples of saturated aliphatic alkyl that means independently of each other hydrogen atom or carbon number 1~10.
4. coloured composition according to claim 1 and 2, wherein, the anthraquinone based compound is the compound meaned by following formula (3),
In formula (3),
R
51~R
54mean independently of each other the saturated hydrocarbyl of hydrogen atom, carbon number 1~10 or the aromatic hydrocarbyl of carbon number 6~10, wherein, the contained hydrogen atom of described saturated hydrocarbyl and described aromatic hydrocarbyl can by-OH ,-COOH ,-SO
3h ,-SO
3m
c,-SO
3r
55,-SO
2nH
2,-SO
2nHR
55, or-SO
2nR
56r
57replace,
R
55~R
57the saturated hydrocarbyl that means independently of each other carbon number 1~10,
M
cfor sodium atom or potassium atom.
5. a color filter, possess right to use and require the dyed layer that in 1~4, the described coloured composition of any one forms.
6. a display element, possess color filter claimed in claim 5.
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KR102155239B1 (en) * | 2012-05-29 | 2020-09-11 | 스미또모 가가꾸 가부시키가이샤 | Colored curable resin composition |
-
2013
- 2013-04-18 JP JP2013087120A patent/JP6115281B2/en active Active
- 2013-05-30 CN CN201310209445.6A patent/CN103488047A/en active Pending
- 2013-05-31 TW TW105140341A patent/TW201716513A/en unknown
- 2013-05-31 KR KR1020130062382A patent/KR102045330B1/en active IP Right Grant
- 2013-05-31 TW TW102119260A patent/TWI575029B/en active
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Also Published As
Publication number | Publication date |
---|---|
TWI575029B (en) | 2017-03-21 |
JP2014012814A (en) | 2014-01-23 |
TW201402704A (en) | 2014-01-16 |
KR102045330B1 (en) | 2019-11-15 |
TW201716513A (en) | 2017-05-16 |
JP6115281B2 (en) | 2017-04-19 |
KR20130137537A (en) | 2013-12-17 |
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